#------------------------------------------------------------------------------ #$Date: 2020-08-12 03:52:39 +0300 (Wed, 12 Aug 2020) $ #$Revision: 255242 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/88/1558827.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1558827 loop_ _publ_author_name 'Imani, Zeynab' 'Mundlapati, V. Rao' 'Goldsztejn, Gildas' 'Brenner, Valerie' 'Gloaguen, Eric' 'Guillot, R\'egis' 'Baltaze, Jean-Pierre' 'Le Barbu-Debus, Katia' 'Robin, Sylvie' 'Zehnacker, Anne' 'MONS, Michel' 'Aitken, David J.' _publ_section_title ; Conformation control through concurrent N--H···S and N--H···O=C hydrogen bonding and hyperconjugation effects ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D0SC03339A _journal_year 2020 _chemical_formula_moiety 'C17 H21 N3 O4 S2' _chemical_formula_sum 'C17 H21 N3 O4 S2' _chemical_formula_weight 395.49 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-02-20 deposited with the CCDC. 2020-08-11 downloaded from the CCDC. ; _cell_angle_alpha 66.73(6) _cell_angle_beta 84.29(5) _cell_angle_gamma 75.73(5) _cell_formula_units_Z 6 _cell_length_a 11.823(11) _cell_length_b 14.91(2) _cell_length_c 17.77(3) _cell_measurement_reflns_used 9806 _cell_measurement_temperature 100(1) _cell_measurement_theta_max 67.45 _cell_measurement_theta_min 2.70 _cell_volume 2789(7) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX3' _computing_data_reduction 'Bruker SAINT' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-97 (Sheldrick 2008)' _diffrn_ambient_temperature 100(1) _diffrn_measured_fraction_theta_full 0.963 _diffrn_measured_fraction_theta_max 0.963 _diffrn_measurement_device_type 'Bruker VENTURE PHOTON100 CMOS' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_probe neutron _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0724 _diffrn_reflns_av_unetI/netI 0.0581 _diffrn_reflns_Laue_measured_fraction_full 0.963 _diffrn_reflns_Laue_measured_fraction_max 0.963 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 30314 _diffrn_reflns_point_group_measured_fraction_full 0.963 _diffrn_reflns_point_group_measured_fraction_max 0.963 _diffrn_reflns_theta_full 67.658 _diffrn_reflns_theta_max 67.658 _diffrn_reflns_theta_min 2.706 _exptl_absorpt_coefficient_mu 2.843 _exptl_absorpt_correction_T_max 0.9528 _exptl_absorpt_correction_T_min 0.7386 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker APEX3' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.413 _exptl_crystal_description needle _exptl_crystal_F_000 1248 _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.030 _exptl_crystal_size_min 0.020 _refine_diff_density_max 1.240 _refine_diff_density_min -0.707 _refine_diff_density_rms 0.109 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 706 _refine_ls_number_reflns 9707 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.045 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0605 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1152P)^2^+1.6099P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1656 _refine_ls_wR_factor_ref 0.1779 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7902 _reflns_number_total 9707 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0sc03339a2.cif _cod_data_source_block 2 _cod_database_code 1558827 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.554 _shelx_estimated_absorpt_t_max 0.946 _shelx_res_file ; TITL cu_v773_GuillotICMMO.res in P-1 shelx.res created by SHELXL-2018/3 at 15:34:55 on 02-Jan-2020 CELL 1.54178 11.8227 14.9073 17.7737 66.728 84.286 75.729 ZERR 6.00 0.0105 0.0225 0.0278 0.061 0.047 0.051 LATT 1 SFAC C H N O S DISP $C 0.01810 0.00957 85.93609 DISP $H -0.00001 0.00000 0.64302 DISP $N 0.03110 0.01886 166.49108 DISP $O 0.04920 0.03220 293.70081 DISP $S 0.33310 0.55670 4905.57877 UNIT 102 126 18 24 12 MERG 2 FMAP 2 PLAN 20 SIZE 0.020 0.030 0.240 ACTA 168.00 BOND $H LIST 6 WPDB -2 L.S. 10 TEMP -173.00 WGHT 0.115200 1.609900 FVAR 0.11535 MOLE 1 C1 1 0.592752 0.116113 0.251558 11.00000 0.02692 0.01798 = 0.03121 -0.00694 0.00607 -0.00638 AFIX 43 H1 2 0.575507 0.121941 0.303015 11.00000 -1.20000 AFIX 0 C2 1 0.519596 0.175639 0.185718 11.00000 0.01806 0.01727 = 0.04411 0.00137 0.00422 0.00041 AFIX 43 H2 2 0.453202 0.223502 0.191586 11.00000 -1.20000 AFIX 0 C3 1 0.542943 0.165622 0.111099 11.00000 0.02043 0.02784 = 0.03394 0.00697 -0.00578 -0.00895 AFIX 43 H3 2 0.491765 0.205767 0.066147 11.00000 -1.20000 AFIX 0 C4 1 0.639757 0.097880 0.102108 11.00000 0.02752 0.03247 = 0.01797 -0.00068 -0.00295 -0.01327 AFIX 43 H4 2 0.655509 0.090804 0.051024 11.00000 -1.20000 AFIX 0 C5 1 0.715056 0.039405 0.167890 11.00000 0.02030 0.02010 = 0.02092 -0.00574 -0.00176 -0.00186 AFIX 43 H5 2 0.783077 -0.006525 0.161291 11.00000 -1.20000 AFIX 0 C6 1 0.691062 0.048035 0.242755 11.00000 0.02002 0.01595 = 0.02198 -0.00540 -0.00182 -0.00565 C7 1 0.769265 -0.014452 0.316125 11.00000 0.03187 0.01983 = 0.02204 -0.00975 -0.00481 -0.00224 AFIX 23 H7A 2 0.820058 0.026324 0.321754 11.00000 -1.20000 H7B 2 0.720240 -0.032351 0.366004 11.00000 -1.20000 AFIX 0 C8 1 0.784109 -0.175300 0.316178 11.00000 0.01599 0.02079 = 0.01030 -0.00314 -0.00072 -0.00441 C9 1 0.809105 -0.341269 0.320015 11.00000 0.01234 0.01853 = 0.01756 -0.00671 -0.00135 -0.00335 C10 1 0.906943 -0.433223 0.322674 11.00000 0.01757 0.01953 = 0.02120 -0.00479 -0.00452 -0.00088 AFIX 23 H10A 2 0.986190 -0.420172 0.316446 11.00000 -1.20000 H10B 2 0.894839 -0.462094 0.283417 11.00000 -1.20000 AFIX 0 C11 1 0.760692 -0.389297 0.406975 11.00000 0.02170 0.02158 = 0.01562 -0.00305 -0.00094 -0.00554 AFIX 23 H11A 2 0.680087 -0.397557 0.407184 11.00000 -1.20000 H11B 2 0.766546 -0.354188 0.442997 11.00000 -1.20000 AFIX 0 C12 1 0.717855 -0.314023 0.254212 11.00000 0.01336 0.01621 = 0.01772 -0.00824 0.00072 -0.00031 C13 1 0.647812 -0.214418 0.115127 11.00000 0.01517 0.01772 = 0.01014 -0.00158 -0.00030 -0.00420 C14 1 0.692898 -0.143944 0.033659 11.00000 0.01739 0.02276 = 0.01256 -0.00240 0.00019 -0.00623 AFIX 23 H14A 2 0.760712 -0.120299 0.040963 11.00000 -1.20000 H14B 2 0.631052 -0.086682 0.001488 11.00000 -1.20000 AFIX 0 C15 1 0.648491 -0.299159 0.085988 11.00000 0.01770 0.02331 = 0.01638 -0.00751 -0.00089 -0.00541 AFIX 23 H15A 2 0.569647 -0.301609 0.073826 11.00000 -1.20000 H15B 2 0.690664 -0.365891 0.123484 11.00000 -1.20000 AFIX 0 C16 1 0.526333 -0.163132 0.135454 11.00000 0.01540 0.01527 = 0.01170 0.00171 0.00046 -0.00588 C17 1 0.416940 -0.052530 0.201432 11.00000 0.01747 0.02158 = 0.02793 -0.00972 0.00195 -0.00199 AFIX 137 H17A 2 0.381394 -0.003880 0.149176 11.00000 -1.50000 H17B 2 0.436187 -0.016858 0.232651 11.00000 -1.50000 H17C 2 0.361894 -0.093352 0.232889 11.00000 -1.50000 AFIX 0 N1 3 0.857203 -0.256012 0.308940 11.00000 0.00960 0.01915 = 0.01752 -0.00532 -0.00041 -0.00357 AFIX 43 H1A 2 0.931677 -0.257323 0.297873 11.00000 -1.20000 AFIX 0 N2 3 0.731645 -0.243452 0.180503 11.00000 0.01074 0.01874 = 0.01430 -0.00379 -0.00206 -0.00435 AFIX 43 H2A 2 0.791041 -0.214695 0.171527 11.00000 -1.20000 AFIX 0 N3 3 0.522284 -0.116759 0.186046 11.00000 0.01332 0.02032 = 0.02444 -0.00840 -0.00053 -0.00315 AFIX 43 H3A 2 0.586666 -0.125421 0.211483 11.00000 -1.20000 AFIX 0 O1 4 0.841217 -0.104701 0.311011 11.00000 0.01852 0.01732 = 0.02085 -0.00575 -0.00382 -0.00350 O2 4 0.678929 -0.166041 0.325044 11.00000 0.01611 0.02234 = 0.01696 -0.00596 0.00084 -0.00266 O3 4 0.637317 -0.357437 0.269217 11.00000 0.01406 0.01945 = 0.01987 -0.00491 0.00071 -0.00710 O4 4 0.440062 -0.160445 0.099916 11.00000 0.01375 0.02847 = 0.01835 -0.00475 -0.00087 -0.00565 S1 5 0.871002 -0.506454 0.428764 11.00000 0.03622 0.02460 = 0.02154 -0.00084 -0.00556 0.00356 S2 5 0.732517 -0.243156 -0.006225 11.00000 0.01833 0.03597 = 0.02003 -0.01371 0.00274 -0.00662 MOLE 2 C18 1 0.300740 0.466502 0.047331 11.00000 0.02773 0.02239 = 0.02950 -0.01145 0.00006 -0.00352 AFIX 43 H18 2 0.313169 0.397163 0.081070 11.00000 -1.20000 AFIX 0 C19 1 0.221401 0.507938 -0.017233 11.00000 0.02771 0.03724 = 0.03438 -0.02227 -0.00546 -0.00503 AFIX 43 H19 2 0.179753 0.466872 -0.027332 11.00000 -1.20000 AFIX 0 C20 1 0.203376 0.609062 -0.066636 11.00000 0.02394 0.03964 = 0.02254 -0.01474 -0.00368 -0.00110 AFIX 43 H20 2 0.149394 0.637258 -0.110617 11.00000 -1.20000 AFIX 0 C21 1 0.263704 0.668757 -0.052013 11.00000 0.02896 0.03025 = 0.02399 -0.00834 -0.00091 -0.00504 AFIX 43 H21 2 0.251198 0.738068 -0.085853 11.00000 -1.20000 AFIX 0 C22 1 0.342865 0.627492 0.012281 11.00000 0.02304 0.02868 = 0.02141 -0.00903 0.00047 -0.00908 AFIX 43 H22 2 0.384558 0.668736 0.022083 11.00000 -1.20000 AFIX 0 C23 1 0.361354 0.526100 0.062353 11.00000 0.01767 0.02544 = 0.01949 -0.01362 0.00346 -0.00184 C24 1 0.448570 0.479232 0.131365 11.00000 0.02287 0.01859 = 0.02003 -0.01050 -0.00195 0.00047 AFIX 23 H24A 2 0.421657 0.423105 0.175535 11.00000 -1.20000 H24B 2 0.524324 0.450962 0.111035 11.00000 -1.20000 AFIX 0 C25 1 0.377042 0.577505 0.209136 11.00000 0.01432 0.01124 = 0.01342 -0.00313 -0.00200 -0.00029 C26 1 0.323747 0.656707 0.305354 11.00000 0.01309 0.01367 = 0.01257 -0.00200 0.00071 -0.00174 C27 1 0.375406 0.709819 0.348464 11.00000 0.01995 0.01922 = 0.01240 -0.00305 -0.00418 -0.00018 AFIX 23 H27A 2 0.321189 0.771485 0.349790 11.00000 -1.20000 H27B 2 0.452307 0.723480 0.326265 11.00000 -1.20000 AFIX 0 C28 1 0.305490 0.566268 0.383116 11.00000 0.02561 0.01719 = 0.01711 -0.00139 0.00342 -0.00329 AFIX 23 H28A 2 0.344189 0.500684 0.380384 11.00000 -1.20000 H28B 2 0.222480 0.568500 0.398998 11.00000 -1.20000 AFIX 0 C29 1 0.210362 0.722730 0.261721 11.00000 0.01556 0.01461 = 0.01580 -0.00776 0.00044 -0.00278 C30 1 0.120214 0.863688 0.144204 11.00000 0.01194 0.01428 = 0.01535 -0.00361 0.00095 -0.00180 C31 1 0.062172 0.937369 0.185430 11.00000 0.01685 0.01632 = 0.01598 -0.00395 0.00039 -0.00308 AFIX 23 H31A 2 0.108492 0.931367 0.231314 11.00000 -1.20000 H31B 2 -0.019099 0.933185 0.203157 11.00000 -1.20000 AFIX 0 C32 1 0.151820 0.944798 0.062586 11.00000 0.01562 0.01745 = 0.01551 -0.00342 0.00180 -0.00349 AFIX 23 H32A 2 0.119265 0.944472 0.013511 11.00000 -1.20000 H32B 2 0.236620 0.941867 0.055801 11.00000 -1.20000 AFIX 0 C33 1 0.034358 0.811901 0.126535 11.00000 0.01502 0.01787 = 0.00886 -0.00095 0.00281 -0.00383 C34 1 0.013934 0.674231 0.090948 11.00000 0.01851 0.02785 = 0.03315 -0.01739 -0.00175 -0.00592 AFIX 137 H34A 2 -0.041185 0.648485 0.134557 11.00000 -1.50000 H34B 2 0.067088 0.618165 0.081002 11.00000 -1.50000 H34C 2 -0.029179 0.719881 0.040679 11.00000 -1.50000 AFIX 0 N4 3 0.407721 0.629109 0.248354 11.00000 0.01007 0.01438 = 0.01698 -0.00426 0.00083 -0.00291 AFIX 43 H4A 2 0.475891 0.645389 0.239735 11.00000 -1.20000 AFIX 0 N5 3 0.222701 0.791845 0.185691 11.00000 0.00987 0.01413 = 0.01346 -0.00064 -0.00032 -0.00198 AFIX 43 H5A 2 0.291826 0.792710 0.162285 11.00000 -1.20000 AFIX 0 N6 3 0.080777 0.727854 0.115571 11.00000 0.01050 0.02454 = 0.02421 -0.01146 -0.00270 -0.00185 AFIX 43 H6 2 0.156242 0.702950 0.123599 11.00000 -1.20000 AFIX 0 O5 4 0.466142 0.548236 0.165244 11.00000 0.01467 0.01846 = 0.01888 -0.00889 0.00139 -0.00208 O6 4 0.280642 0.561171 0.212787 11.00000 0.01518 0.01634 = 0.02282 -0.00756 0.00124 -0.00438 O7 4 0.114681 0.718395 0.294836 11.00000 0.01377 0.02029 = 0.01779 -0.00640 0.00267 -0.00420 O8 4 -0.070989 0.851715 0.118725 11.00000 0.01245 0.01860 = 0.02015 -0.00537 -0.00109 -0.00200 S3 5 0.385217 0.603565 0.445689 11.00000 0.05436 0.03478 = 0.01673 0.00005 -0.01247 -0.00546 S4 5 0.071276 1.047287 0.092596 11.00000 0.02966 0.01521 = 0.02341 -0.00287 0.00247 -0.00229 MOLE 3 C35 1 0.248834 0.237380 0.292996 11.00000 0.02725 0.02925 = 0.02075 -0.00627 0.00506 -0.00652 AFIX 43 H35 2 0.311066 0.190342 0.327341 11.00000 -1.20000 AFIX 0 C36 1 0.227187 0.336413 0.283001 11.00000 0.02946 0.03443 = 0.03678 -0.01696 0.01201 -0.01790 AFIX 43 H36 2 0.274327 0.357226 0.310390 11.00000 -1.20000 AFIX 0 C37 1 0.137407 0.405377 0.233419 11.00000 0.02301 0.02573 = 0.06179 -0.01634 0.01114 -0.00909 AFIX 43 H37 2 0.121822 0.473578 0.227178 11.00000 -1.20000 AFIX 0 C38 1 0.070262 0.375404 0.192907 11.00000 0.02493 0.02675 = 0.06286 -0.00748 -0.00513 -0.00615 AFIX 43 H38 2 0.008321 0.422962 0.158568 11.00000 -1.20000 AFIX 0 C39 1 0.093048 0.275163 0.202201 11.00000 0.02448 0.02468 = 0.04598 -0.00635 -0.00615 -0.00772 AFIX 43 H39 2 0.047753 0.255127 0.172981 11.00000 -1.20000 AFIX 0 C40 1 0.180863 0.204965 0.253508 11.00000 0.02532 0.02270 = 0.01887 -0.00598 0.00690 -0.00471 C41 1 0.198023 0.096452 0.268932 11.00000 0.02836 0.02321 = 0.02381 -0.00814 0.00667 -0.00315 AFIX 23 H41A 2 0.196630 0.087587 0.216715 11.00000 -1.20000 H41B 2 0.273963 0.058159 0.296030 11.00000 -1.20000 AFIX 0 C42 1 0.126646 -0.033693 0.378283 11.00000 0.02758 0.01527 = 0.01582 -0.00715 -0.00073 -0.00167 C43 1 0.043325 -0.152489 0.489405 11.00000 0.02200 0.01254 = 0.01256 -0.00295 -0.00175 -0.00001 C44 1 0.042216 -0.231660 0.454100 11.00000 0.02473 0.01599 = 0.01426 -0.00459 -0.00217 -0.00251 AFIX 23 H44A 2 0.117100 -0.281884 0.461554 11.00000 -1.20000 H44B 2 0.017353 -0.201936 0.396117 11.00000 -1.20000 AFIX 0 C45 1 -0.071831 -0.163476 0.538774 11.00000 0.02253 0.02328 = 0.02226 -0.01116 0.00201 -0.00213 AFIX 23 H45A 2 -0.139361 -0.108215 0.512503 11.00000 -1.20000 H45B 2 -0.064683 -0.173132 0.596644 11.00000 -1.20000 AFIX 0 C46 1 0.142879 -0.175605 0.547959 11.00000 0.02146 0.01467 = 0.01392 -0.00369 0.00230 -0.00107 C47 1 0.307539 -0.298466 0.631096 11.00000 0.02021 0.01891 = 0.01670 -0.00702 -0.00420 0.00296 C48 1 0.262310 -0.295980 0.715156 11.00000 0.02598 0.02241 = 0.01611 -0.00569 -0.00067 -0.00311 AFIX 23 H48A 2 0.183732 -0.251955 0.712602 11.00000 -1.20000 H48B 2 0.317711 -0.280116 0.743718 11.00000 -1.20000 AFIX 0 C49 1 0.349740 -0.413181 0.663091 11.00000 0.02727 0.02016 = 0.01910 -0.00437 -0.00581 0.00543 AFIX 23 H49A 2 0.434633 -0.436725 0.674125 11.00000 -1.20000 H49B 2 0.326473 -0.442836 0.627728 11.00000 -1.20000 AFIX 0 C50 1 0.408691 -0.246500 0.594800 11.00000 0.02357 0.03062 = 0.02624 -0.01483 0.00297 -0.00348 C51 1 0.504385 -0.144475 0.475015 11.00000 0.04357 0.06562 = 0.04563 -0.01769 0.01767 -0.02409 AFIX 137 H51A 2 0.496796 -0.085715 0.488730 11.00000 -1.50000 H51B 2 0.500154 -0.123141 0.415471 11.00000 -1.50000 H51C 2 0.579608 -0.190940 0.494789 11.00000 -1.50000 AFIX 0 N7 3 0.035286 -0.052697 0.427560 11.00000 0.02211 0.01336 = 0.01460 -0.00184 -0.00212 0.00340 AFIX 43 H7 2 -0.028515 -0.005472 0.422514 11.00000 -1.20000 AFIX 0 N8 3 0.212357 -0.267552 0.573714 11.00000 0.02323 0.01499 = 0.01681 -0.00576 -0.00461 -0.00025 AFIX 43 H8 2 0.200088 -0.311112 0.555264 11.00000 -1.20000 AFIX 0 N9 3 0.409751 -0.194671 0.513903 11.00000 0.02723 0.04045 = 0.02375 -0.00799 0.00499 -0.00810 AFIX 43 H9 2 0.352740 -0.190705 0.483647 11.00000 -1.20000 AFIX 0 O9 4 0.102527 0.061756 0.321759 11.00000 0.02894 0.01523 = 0.01883 -0.00124 0.00161 -0.00140 O10 4 0.218617 -0.093131 0.381234 11.00000 0.02871 0.01820 = 0.02208 -0.00613 0.00507 0.00106 O11 4 0.155829 -0.110750 0.571162 11.00000 0.02415 0.01534 = 0.02133 -0.00650 -0.00410 -0.00089 O12 4 0.487547 -0.258209 0.640116 11.00000 0.02695 0.06387 = 0.03610 -0.02529 -0.00033 -0.01421 S5 5 -0.071380 -0.279481 0.525676 11.00000 0.03534 0.03082 = 0.03193 -0.01590 0.01005 -0.01639 S6 5 0.261579 -0.429685 0.755461 11.00000 0.03561 0.02085 = 0.02101 -0.00398 0.00037 -0.00261 HKLF 4 REM cu_v773_GuillotICMMO.res in P-1 REM wR2 = 0.1779, GooF = S = 1.045, Restrained GooF = 1.045 for all data REM R1 = 0.0605 for 7902 Fo > 4sig(Fo) and 0.0743 for all 9707 data REM 706 parameters refined using 0 restraints END WGHT 0.1152 1.6099 REM Highest difference peak 1.240, deepest hole -0.707, 1-sigma level 0.109 Q1 1 0.9110 -0.4639 0.4400 11.00000 0.05 1.24 Q2 1 0.1151 0.9957 0.0705 11.00000 0.05 0.77 Q3 1 0.7316 -0.1891 0.0161 11.00000 0.05 0.75 Q4 1 0.4599 0.5609 0.4261 11.00000 0.05 0.72 Q5 1 0.1008 1.1022 0.1131 11.00000 0.05 0.69 Q6 1 0.3168 0.6034 0.4477 11.00000 0.05 0.68 Q7 1 0.1550 1.0371 0.0910 11.00000 0.05 0.68 Q8 1 0.3999 0.5446 0.4158 11.00000 0.05 0.67 Q9 1 0.5930 -0.1935 0.1303 11.00000 0.05 0.66 Q10 1 0.3667 0.6621 0.4722 11.00000 0.05 0.65 Q11 1 -0.0765 -0.2227 0.5468 11.00000 0.05 0.64 Q12 1 0.0669 0.8405 0.1423 11.00000 0.05 0.64 Q13 1 0.1769 -0.4251 0.7489 11.00000 0.05 0.64 Q14 1 0.2441 -0.3700 0.7818 11.00000 0.05 0.61 Q15 1 0.2641 -0.4916 0.7268 11.00000 0.05 0.59 Q16 1 -0.1550 -0.2649 0.5207 11.00000 0.05 0.59 Q17 1 0.9030 -0.5665 0.4012 11.00000 0.05 0.56 Q18 1 0.8204 -0.5513 0.4081 11.00000 0.05 0.56 Q19 1 0.7749 -0.2959 -0.0312 11.00000 0.05 0.55 Q20 1 0.8172 -0.2518 -0.0064 11.00000 0.05 0.55 ; _shelx_res_checksum 55891 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5928(3) 0.1161(2) 0.2516(2) 0.0264(7) Uani 1 1 d . . . . . H1 H 0.575507 0.121941 0.303015 0.032 Uiso 1 1 calc R U . . . C2 C 0.5196(3) 0.1756(3) 0.1857(2) 0.0319(8) Uani 1 1 d . . . . . H2 H 0.453202 0.223502 0.191586 0.038 Uiso 1 1 calc R U . . . C3 C 0.5429(3) 0.1656(3) 0.1111(2) 0.0324(8) Uani 1 1 d . . . . . H3 H 0.491765 0.205767 0.066147 0.039 Uiso 1 1 calc R U . . . C4 C 0.6398(3) 0.0979(3) 0.1021(2) 0.0274(7) Uani 1 1 d . . . . . H4 H 0.655509 0.090804 0.051024 0.033 Uiso 1 1 calc R U . . . C5 C 0.7151(3) 0.0394(2) 0.1679(2) 0.0215(7) Uani 1 1 d . . . . . H5 H 0.783077 -0.006525 0.161291 0.026 Uiso 1 1 calc R U . . . C6 C 0.6911(3) 0.0480(2) 0.24276(19) 0.0195(6) Uani 1 1 d . . . . . C7 C 0.7693(3) -0.0145(2) 0.3161(2) 0.0244(7) Uani 1 1 d . . . . . H7A H 0.820058 0.026324 0.321754 0.029 Uiso 1 1 calc R U . . . H7B H 0.720240 -0.032351 0.366004 0.029 Uiso 1 1 calc R U . . . C8 C 0.7841(2) -0.1753(2) 0.31618(17) 0.0165(6) Uani 1 1 d . . . . . C9 C 0.8091(2) -0.3413(2) 0.32002(18) 0.0161(6) Uani 1 1 d . . . . . C10 C 0.9069(3) -0.4332(2) 0.3227(2) 0.0207(6) Uani 1 1 d . . . . . H10A H 0.986190 -0.420172 0.316446 0.025 Uiso 1 1 calc R U . . . H10B H 0.894839 -0.462094 0.283417 0.025 Uiso 1 1 calc R U . . . C11 C 0.7607(3) -0.3893(2) 0.40697(19) 0.0208(6) Uani 1 1 d . . . . . H11A H 0.680087 -0.397557 0.407184 0.025 Uiso 1 1 calc R U . . . H11B H 0.766546 -0.354188 0.442997 0.025 Uiso 1 1 calc R U . . . C12 C 0.7179(2) -0.3140(2) 0.25421(18) 0.0158(6) Uani 1 1 d . . . . . C13 C 0.6478(2) -0.2144(2) 0.11513(17) 0.0154(6) Uani 1 1 d . . . . . C14 C 0.6929(3) -0.1439(2) 0.03366(18) 0.0187(6) Uani 1 1 d . . . . . H14A H 0.760712 -0.120299 0.040963 0.022 Uiso 1 1 calc R U . . . H14B H 0.631052 -0.086682 0.001488 0.022 Uiso 1 1 calc R U . . . C15 C 0.6485(3) -0.2992(2) 0.08599(18) 0.0190(6) Uani 1 1 d . . . . . H15A H 0.569647 -0.301609 0.073826 0.023 Uiso 1 1 calc R U . . . H15B H 0.690664 -0.365891 0.123484 0.023 Uiso 1 1 calc R U . . . C16 C 0.5263(2) -0.1631(2) 0.13545(17) 0.0159(6) Uani 1 1 d . . . . . C17 C 0.4169(3) -0.0525(2) 0.2014(2) 0.0229(7) Uani 1 1 d . . . . . H17A H 0.381394 -0.003880 0.149176 0.034 Uiso 1 1 calc R U . . . H17B H 0.436187 -0.016858 0.232651 0.034 Uiso 1 1 calc R U . . . H17C H 0.361894 -0.093352 0.232889 0.034 Uiso 1 1 calc R U . . . N1 N 0.8572(2) -0.25601(19) 0.30894(15) 0.0159(5) Uani 1 1 d . . . . . H1A H 0.931677 -0.257323 0.297873 0.019 Uiso 1 1 calc R U . . . N2 N 0.7316(2) -0.24345(19) 0.18050(15) 0.0151(5) Uani 1 1 d . . . . . H2A H 0.791041 -0.214695 0.171527 0.018 Uiso 1 1 calc R U . . . N3 N 0.5223(2) -0.1168(2) 0.18605(16) 0.0195(5) Uani 1 1 d . . . . . H3A H 0.586666 -0.125421 0.211483 0.023 Uiso 1 1 calc R U . . . O1 O 0.84122(17) -0.10470(16) 0.31101(13) 0.0192(5) Uani 1 1 d . . . . . O2 O 0.67893(17) -0.16604(16) 0.32504(13) 0.0194(5) Uani 1 1 d . . . . . O3 O 0.63732(17) -0.35744(16) 0.26922(13) 0.0181(4) Uani 1 1 d . . . . . O4 O 0.44006(17) -0.16045(17) 0.09992(13) 0.0213(5) Uani 1 1 d . . . . . S1 S 0.87100(8) -0.50645(7) 0.42876(5) 0.0316(2) Uani 1 1 d . . . . . S2 S 0.73252(6) -0.24316(7) -0.00623(5) 0.0240(2) Uani 1 1 d . . . . . C18 C 0.3007(3) 0.4665(3) 0.0473(2) 0.0265(7) Uani 1 1 d . . . . . H18 H 0.313169 0.397163 0.081070 0.032 Uiso 1 1 calc R U . . . C19 C 0.2214(3) 0.5079(3) -0.0172(2) 0.0304(8) Uani 1 1 d . . . . . H19 H 0.179753 0.466872 -0.027332 0.037 Uiso 1 1 calc R U . . . C20 C 0.2034(3) 0.6091(3) -0.0666(2) 0.0287(8) Uani 1 1 d . . . . . H20 H 0.149394 0.637258 -0.110617 0.034 Uiso 1 1 calc R U . . . C21 C 0.2637(3) 0.6688(3) -0.0520(2) 0.0287(7) Uani 1 1 d . . . . . H21 H 0.251198 0.738068 -0.085853 0.034 Uiso 1 1 calc R U . . . C22 C 0.3429(3) 0.6275(3) 0.0123(2) 0.0240(7) Uani 1 1 d . . . . . H22 H 0.384558 0.668736 0.022083 0.029 Uiso 1 1 calc R U . . . C23 C 0.3614(3) 0.5261(2) 0.06235(19) 0.0201(6) Uani 1 1 d . . . . . C24 C 0.4486(3) 0.4792(2) 0.13137(19) 0.0203(6) Uani 1 1 d . . . . . H24A H 0.421657 0.423105 0.175535 0.024 Uiso 1 1 calc R U . . . H24B H 0.524324 0.450962 0.111035 0.024 Uiso 1 1 calc R U . . . C25 C 0.3770(2) 0.5775(2) 0.20914(17) 0.0139(6) Uani 1 1 d . . . . . C26 C 0.3237(2) 0.6567(2) 0.30535(17) 0.0144(6) Uani 1 1 d . . . . . C27 C 0.3754(3) 0.7098(2) 0.34846(18) 0.0187(6) Uani 1 1 d . . . . . H27A H 0.321189 0.771485 0.349790 0.022 Uiso 1 1 calc R U . . . H27B H 0.452307 0.723480 0.326265 0.022 Uiso 1 1 calc R U . . . C28 C 0.3055(3) 0.5663(2) 0.38312(19) 0.0222(7) Uani 1 1 d . . . . . H28A H 0.344189 0.500684 0.380384 0.027 Uiso 1 1 calc R U . . . H28B H 0.222480 0.568500 0.398998 0.027 Uiso 1 1 calc R U . . . C29 C 0.2104(2) 0.7227(2) 0.26172(18) 0.0149(6) Uani 1 1 d . . . . . C30 C 0.1202(2) 0.8637(2) 0.14420(18) 0.0148(6) Uani 1 1 d . . . . . C31 C 0.0622(3) 0.9374(2) 0.18543(18) 0.0173(6) Uani 1 1 d . . . . . H31A H 0.108492 0.931367 0.231314 0.021 Uiso 1 1 calc R U . . . H31B H -0.019099 0.933185 0.203157 0.021 Uiso 1 1 calc R U . . . C32 C 0.1518(2) 0.9448(2) 0.06259(18) 0.0173(6) Uani 1 1 d . . . . . H32A H 0.119265 0.944472 0.013511 0.021 Uiso 1 1 calc R U . . . H32B H 0.236620 0.941867 0.055801 0.021 Uiso 1 1 calc R U . . . C33 C 0.0344(2) 0.8119(2) 0.12654(17) 0.0155(6) Uani 1 1 d . . . . . C34 C 0.0139(3) 0.6742(3) 0.0909(2) 0.0244(7) Uani 1 1 d . . . . . H34A H -0.041185 0.648485 0.134557 0.037 Uiso 1 1 calc R U . . . H34B H 0.067088 0.618165 0.081002 0.037 Uiso 1 1 calc R U . . . H34C H -0.029179 0.719881 0.040679 0.037 Uiso 1 1 calc R U . . . N4 N 0.4077(2) 0.62911(18) 0.24835(15) 0.0144(5) Uani 1 1 d . . . . . H4A H 0.475891 0.645389 0.239735 0.017 Uiso 1 1 calc R U . . . N5 N 0.2227(2) 0.79184(18) 0.18569(15) 0.0141(5) Uani 1 1 d . . . . . H5A H 0.291826 0.792710 0.162285 0.017 Uiso 1 1 calc R U . . . N6 N 0.0808(2) 0.7279(2) 0.11557(16) 0.0193(5) Uani 1 1 d . . . . . H6 H 0.156242 0.702950 0.123599 0.023 Uiso 1 1 calc R U . . . O5 O 0.46614(17) 0.54824(16) 0.16524(13) 0.0172(4) Uani 1 1 d . . . . . O6 O 0.28064(17) 0.56117(16) 0.21279(13) 0.0180(4) Uani 1 1 d . . . . . O7 O 0.11468(17) 0.71840(16) 0.29484(13) 0.0177(4) Uani 1 1 d . . . . . O8 O -0.07099(17) 0.85171(16) 0.11873(13) 0.0179(4) Uani 1 1 d . . . . . S3 S 0.38522(9) 0.60357(7) 0.44569(5) 0.0384(2) Uani 1 1 d . . . . . S4 S 0.07128(7) 1.04729(6) 0.09260(5) 0.0249(2) Uani 1 1 d . . . . . C35 C 0.2488(3) 0.2374(3) 0.2930(2) 0.0272(7) Uani 1 1 d . . . . . H35 H 0.311066 0.190342 0.327341 0.033 Uiso 1 1 calc R U . . . C36 C 0.2272(3) 0.3364(3) 0.2830(2) 0.0314(8) Uani 1 1 d . . . . . H36 H 0.274327 0.357226 0.310390 0.038 Uiso 1 1 calc R U . . . C37 C 0.1374(3) 0.4054(3) 0.2334(3) 0.0372(9) Uani 1 1 d . . . . . H37 H 0.121822 0.473578 0.227178 0.045 Uiso 1 1 calc R U . . . C38 C 0.0703(3) 0.3754(3) 0.1929(3) 0.0409(10) Uani 1 1 d . . . . . H38 H 0.008321 0.422962 0.158568 0.049 Uiso 1 1 calc R U . . . C39 C 0.0930(3) 0.2752(3) 0.2022(3) 0.0332(8) Uani 1 1 d . . . . . H39 H 0.047753 0.255127 0.172981 0.040 Uiso 1 1 calc R U . . . C40 C 0.1809(3) 0.2050(3) 0.2535(2) 0.0236(7) Uani 1 1 d . . . . . C41 C 0.1980(3) 0.0965(3) 0.2689(2) 0.0264(7) Uani 1 1 d . . . . . H41A H 0.196630 0.087587 0.216715 0.032 Uiso 1 1 calc R U . . . H41B H 0.273963 0.058159 0.296030 0.032 Uiso 1 1 calc R U . . . C42 C 0.1266(3) -0.0337(2) 0.37828(19) 0.0197(6) Uani 1 1 d . . . . . C43 C 0.0433(3) -0.1525(2) 0.48941(18) 0.0169(6) Uani 1 1 d . . . . . C44 C 0.0422(3) -0.2317(2) 0.45410(18) 0.0190(6) Uani 1 1 d . . . . . H44A H 0.117100 -0.281884 0.461554 0.023 Uiso 1 1 calc R U . . . H44B H 0.017353 -0.201936 0.396117 0.023 Uiso 1 1 calc R U . . . C45 C -0.0718(3) -0.1635(2) 0.5388(2) 0.0227(7) Uani 1 1 d . . . . . H45A H -0.139361 -0.108215 0.512503 0.027 Uiso 1 1 calc R U . . . H45B H -0.064683 -0.173132 0.596644 0.027 Uiso 1 1 calc R U . . . C46 C 0.1429(3) -0.1756(2) 0.54796(18) 0.0180(6) Uani 1 1 d . . . . . C47 C 0.3075(3) -0.2985(2) 0.63110(19) 0.0196(6) Uani 1 1 d . . . . . C48 C 0.2623(3) -0.2960(2) 0.71516(19) 0.0225(7) Uani 1 1 d . . . . . H48A H 0.183732 -0.251955 0.712602 0.027 Uiso 1 1 calc R U . . . H48B H 0.317711 -0.280116 0.743718 0.027 Uiso 1 1 calc R U . . . C49 C 0.3497(3) -0.4132(2) 0.6631(2) 0.0248(7) Uani 1 1 d . . . . . H49A H 0.434633 -0.436725 0.674125 0.030 Uiso 1 1 calc R U . . . H49B H 0.326473 -0.442836 0.627728 0.030 Uiso 1 1 calc R U . . . C50 C 0.4087(3) -0.2465(3) 0.5948(2) 0.0263(7) Uani 1 1 d . . . . . C51 C 0.5044(4) -0.1445(4) 0.4750(3) 0.0519(12) Uani 1 1 d . . . . . H51A H 0.496796 -0.085715 0.488730 0.078 Uiso 1 1 calc R U . . . H51B H 0.500154 -0.123141 0.415471 0.078 Uiso 1 1 calc R U . . . H51C H 0.579608 -0.190940 0.494789 0.078 Uiso 1 1 calc R U . . . N7 N 0.0353(2) -0.05270(19) 0.42756(15) 0.0191(5) Uani 1 1 d . . . . . H7 H -0.028515 -0.005472 0.422514 0.023 Uiso 1 1 calc R U . . . N8 N 0.2124(2) -0.26755(19) 0.57371(16) 0.0189(5) Uani 1 1 d . . . . . H8 H 0.200088 -0.311112 0.555264 0.023 Uiso 1 1 calc R U . . . N9 N 0.4098(3) -0.1947(2) 0.51390(19) 0.0322(7) Uani 1 1 d . . . . . H9 H 0.352740 -0.190705 0.483647 0.039 Uiso 1 1 calc R U . . . O9 O 0.10253(19) 0.06176(16) 0.32176(14) 0.0235(5) Uani 1 1 d . . . . . O10 O 0.2186(2) -0.09313(17) 0.38123(14) 0.0251(5) Uani 1 1 d . . . . . O11 O 0.15583(18) -0.11075(16) 0.57116(13) 0.0208(5) Uani 1 1 d . . . . . O12 O 0.4875(2) -0.2582(2) 0.64012(17) 0.0396(7) Uani 1 1 d . . . . . S5 S -0.07138(8) -0.27948(7) 0.52568(6) 0.0305(2) Uani 1 1 d . . . . . S6 S 0.26158(8) -0.42968(6) 0.75546(5) 0.0279(2) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0269(17) 0.0180(16) 0.0312(18) -0.0069(14) 0.0061(14) -0.0064(13) C2 0.0181(16) 0.0173(17) 0.044(2) 0.0014(15) 0.0042(14) 0.0004(13) C3 0.0204(16) 0.0278(19) 0.034(2) 0.0070(15) -0.0058(14) -0.0089(14) C4 0.0275(17) 0.0325(19) 0.0180(16) -0.0007(14) -0.0029(13) -0.0133(15) C5 0.0203(15) 0.0201(16) 0.0209(16) -0.0057(13) -0.0018(12) -0.0019(12) C6 0.0200(15) 0.0159(15) 0.0220(16) -0.0054(13) -0.0018(12) -0.0057(12) C7 0.0319(18) 0.0198(17) 0.0220(16) -0.0098(14) -0.0048(13) -0.0022(13) C8 0.0160(15) 0.0208(16) 0.0103(13) -0.0031(12) -0.0007(11) -0.0044(12) C9 0.0123(14) 0.0185(16) 0.0176(15) -0.0067(12) -0.0014(11) -0.0033(11) C10 0.0176(15) 0.0195(16) 0.0212(15) -0.0048(13) -0.0045(12) -0.0009(12) C11 0.0217(15) 0.0216(16) 0.0156(15) -0.0030(12) -0.0009(12) -0.0055(12) C12 0.0134(14) 0.0162(15) 0.0177(15) -0.0082(12) 0.0007(11) -0.0003(11) C13 0.0152(14) 0.0177(15) 0.0101(13) -0.0016(11) -0.0003(11) -0.0042(11) C14 0.0174(14) 0.0228(16) 0.0126(14) -0.0024(12) 0.0002(11) -0.0062(12) C15 0.0177(15) 0.0233(16) 0.0164(14) -0.0075(13) -0.0009(11) -0.0054(12) C16 0.0154(14) 0.0153(15) 0.0117(13) 0.0017(11) 0.0005(11) -0.0059(11) C17 0.0175(15) 0.0216(17) 0.0279(17) -0.0097(14) 0.0020(12) -0.0020(12) N1 0.0096(11) 0.0192(13) 0.0175(12) -0.0053(10) -0.0004(9) -0.0036(9) N2 0.0107(11) 0.0187(13) 0.0143(12) -0.0038(10) -0.0021(9) -0.0044(9) N3 0.0133(12) 0.0203(14) 0.0244(14) -0.0084(11) -0.0005(10) -0.0031(10) O1 0.0185(10) 0.0173(11) 0.0209(11) -0.0057(9) -0.0038(8) -0.0035(8) O2 0.0161(11) 0.0223(12) 0.0170(11) -0.0060(9) 0.0008(8) -0.0027(8) O3 0.0141(10) 0.0194(11) 0.0199(11) -0.0049(9) 0.0007(8) -0.0071(8) O4 0.0138(10) 0.0285(13) 0.0184(11) -0.0048(9) -0.0009(8) -0.0056(9) S1 0.0362(5) 0.0246(5) 0.0215(4) -0.0008(3) -0.0056(3) 0.0036(4) S2 0.0183(4) 0.0360(5) 0.0200(4) -0.0137(3) 0.0027(3) -0.0066(3) C18 0.0277(17) 0.0224(17) 0.0295(18) -0.0115(15) 0.0001(14) -0.0035(13) C19 0.0277(18) 0.037(2) 0.034(2) -0.0223(17) -0.0055(14) -0.0050(15) C20 0.0239(17) 0.040(2) 0.0225(17) -0.0147(16) -0.0037(13) -0.0011(14) C21 0.0290(18) 0.0303(19) 0.0240(17) -0.0083(15) -0.0009(14) -0.0050(14) C22 0.0230(16) 0.0287(18) 0.0214(16) -0.0090(14) 0.0005(13) -0.0091(13) C23 0.0177(15) 0.0254(17) 0.0195(15) -0.0136(13) 0.0035(12) -0.0018(12) C24 0.0229(15) 0.0186(16) 0.0200(15) -0.0105(13) -0.0019(12) 0.0005(12) C25 0.0143(14) 0.0112(14) 0.0134(13) -0.0031(11) -0.0020(10) -0.0003(11) C26 0.0131(13) 0.0137(14) 0.0126(14) -0.0020(12) 0.0007(11) -0.0017(11) C27 0.0199(15) 0.0192(16) 0.0124(14) -0.0030(12) -0.0042(11) -0.0002(12) C28 0.0256(16) 0.0172(16) 0.0171(15) -0.0014(13) 0.0034(12) -0.0033(12) C29 0.0156(14) 0.0146(14) 0.0158(14) -0.0078(12) 0.0004(11) -0.0028(11) C30 0.0119(13) 0.0143(15) 0.0153(14) -0.0036(12) 0.0010(11) -0.0018(11) C31 0.0168(14) 0.0163(15) 0.0160(14) -0.0040(12) 0.0004(11) -0.0031(11) C32 0.0156(14) 0.0174(15) 0.0155(14) -0.0034(12) 0.0018(11) -0.0035(11) C33 0.0150(14) 0.0179(15) 0.0089(13) -0.0009(11) 0.0028(10) -0.0038(11) C34 0.0185(15) 0.0278(18) 0.0332(18) -0.0174(15) -0.0018(13) -0.0059(13) N4 0.0101(11) 0.0144(12) 0.0170(12) -0.0043(10) 0.0008(9) -0.0029(9) N5 0.0099(11) 0.0141(12) 0.0135(12) -0.0006(10) -0.0003(9) -0.0020(9) N6 0.0105(12) 0.0245(14) 0.0242(14) -0.0115(11) -0.0027(10) -0.0018(10) O5 0.0147(10) 0.0185(11) 0.0189(11) -0.0089(9) 0.0014(8) -0.0021(8) O6 0.0152(10) 0.0163(11) 0.0228(11) -0.0076(9) 0.0012(8) -0.0044(8) O7 0.0138(10) 0.0203(11) 0.0178(10) -0.0064(9) 0.0027(8) -0.0042(8) O8 0.0125(10) 0.0186(11) 0.0201(11) -0.0054(9) -0.0011(8) -0.0020(8) S3 0.0544(6) 0.0348(5) 0.0167(4) 0.0000(4) -0.0125(4) -0.0055(4) S4 0.0297(4) 0.0152(4) 0.0234(4) -0.0029(3) 0.0025(3) -0.0023(3) C35 0.0272(17) 0.0292(19) 0.0208(16) -0.0063(14) 0.0051(13) -0.0065(14) C36 0.0295(18) 0.034(2) 0.037(2) -0.0170(17) 0.0120(15) -0.0179(16) C37 0.0230(18) 0.026(2) 0.062(3) -0.0163(19) 0.0111(17) -0.0091(15) C38 0.0249(19) 0.027(2) 0.063(3) -0.0075(19) -0.0051(17) -0.0061(15) C39 0.0245(17) 0.0247(19) 0.046(2) -0.0063(17) -0.0062(15) -0.0077(14) C40 0.0253(16) 0.0227(17) 0.0189(16) -0.0060(13) 0.0069(12) -0.0047(13) C41 0.0284(17) 0.0232(18) 0.0238(17) -0.0081(14) 0.0067(13) -0.0031(13) C42 0.0276(17) 0.0153(15) 0.0158(15) -0.0072(12) -0.0007(12) -0.0017(13) C43 0.0220(15) 0.0125(14) 0.0126(14) -0.0030(12) -0.0018(11) 0.0000(11) C44 0.0247(16) 0.0160(15) 0.0143(14) -0.0046(12) -0.0022(12) -0.0025(12) C45 0.0225(16) 0.0233(17) 0.0223(16) -0.0112(14) 0.0020(12) -0.0021(13) C46 0.0215(15) 0.0147(15) 0.0139(14) -0.0037(12) 0.0023(11) -0.0011(12) C47 0.0202(15) 0.0189(16) 0.0167(15) -0.0070(13) -0.0042(12) 0.0030(12) C48 0.0260(16) 0.0224(17) 0.0161(15) -0.0057(13) -0.0007(12) -0.0031(13) C49 0.0273(17) 0.0202(17) 0.0191(16) -0.0044(13) -0.0058(13) 0.0054(13) C50 0.0236(17) 0.0306(19) 0.0262(17) -0.0148(15) 0.0030(14) -0.0035(14) C51 0.044(2) 0.066(3) 0.046(3) -0.018(2) 0.018(2) -0.024(2) N7 0.0221(13) 0.0134(13) 0.0146(12) -0.0018(10) -0.0021(10) 0.0034(10) N8 0.0232(13) 0.0150(13) 0.0168(13) -0.0058(10) -0.0046(10) -0.0002(10) N9 0.0272(15) 0.0405(19) 0.0237(15) -0.0080(14) 0.0050(12) -0.0081(13) O9 0.0289(12) 0.0152(11) 0.0188(11) -0.0012(9) 0.0016(9) -0.0014(9) O10 0.0287(12) 0.0182(12) 0.0221(12) -0.0061(9) 0.0051(9) 0.0011(9) O11 0.0241(11) 0.0153(11) 0.0213(11) -0.0065(9) -0.0041(9) -0.0009(9) O12 0.0270(13) 0.064(2) 0.0361(15) -0.0253(14) -0.0003(11) -0.0142(12) S5 0.0353(5) 0.0308(5) 0.0319(5) -0.0159(4) 0.0100(4) -0.0164(4) S6 0.0356(5) 0.0209(4) 0.0210(4) -0.0040(3) 0.0004(3) -0.0026(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0096 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0189 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.2(3) . . ? C2 C1 H1 119.9 . . ? C6 C1 H1 119.9 . . ? C1 C2 C3 120.1(3) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 120.1(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 120.0(3) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C1 119.6(3) . . ? C5 C6 C7 122.1(3) . . ? C1 C6 C7 118.3(3) . . ? O1 C7 C6 113.4(3) . . ? O1 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? O1 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? O2 C8 N1 124.1(3) . . ? O2 C8 O1 124.2(3) . . ? N1 C8 O1 111.8(3) . . ? N1 C9 C12 111.3(3) . . ? N1 C9 C11 113.3(3) . . ? C12 C9 C11 111.5(3) . . ? N1 C9 C10 111.2(2) . . ? C12 C9 C10 111.7(3) . . ? C11 C9 C10 97.1(3) . . ? C9 C10 S1 92.0(2) . . ? C9 C10 H10A 113.3 . . ? S1 C10 H10A 113.3 . . ? C9 C10 H10B 113.3 . . ? S1 C10 H10B 113.3 . . ? H10A C10 H10B 110.6 . . ? C9 C11 S1 92.5(2) . . ? C9 C11 H11A 113.2 . . ? S1 C11 H11A 113.2 . . ? C9 C11 H11B 113.2 . . ? S1 C11 H11B 113.2 . . ? H11A C11 H11B 110.6 . . ? O3 C12 N2 122.4(3) . . ? O3 C12 C9 120.3(3) . . ? N2 C12 C9 117.3(3) . . ? N2 C13 C16 111.9(2) . . ? N2 C13 C15 113.5(3) . . ? C16 C13 C15 114.4(2) . . ? N2 C13 C14 109.6(2) . . ? C16 C13 C14 110.1(3) . . ? C15 C13 C14 96.2(3) . . ? C13 C14 S2 91.9(2) . . ? C13 C14 H14A 113.3 . . ? S2 C14 H14A 113.3 . . ? C13 C14 H14B 113.3 . . ? S2 C14 H14B 113.3 . . ? H14A C14 H14B 110.6 . . ? C13 C15 S2 91.8(2) . . ? C13 C15 H15A 113.3 . . ? S2 C15 H15A 113.3 . . ? C13 C15 H15B 113.3 . . ? S2 C15 H15B 113.3 . . ? H15A C15 H15B 110.6 . . ? O4 C16 N3 123.8(3) . . ? O4 C16 C13 119.4(3) . . ? N3 C16 C13 116.6(3) . . ? N3 C17 H17A 109.5 . . ? N3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C8 N1 C9 117.7(3) . . ? C8 N1 H1A 121.2 . . ? C9 N1 H1A 121.2 . . ? C12 N2 C13 119.9(2) . . ? C12 N2 H2A 120.0 . . ? C13 N2 H2A 120.0 . . ? C16 N3 C17 123.1(3) . . ? C16 N3 H3A 118.5 . . ? C17 N3 H3A 118.5 . . ? C8 O1 C7 115.6(3) . . ? C11 S1 C10 78.40(16) . . ? C14 S2 C15 77.88(17) . . ? C23 C18 C19 120.2(3) . . ? C23 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C20 C19 C18 120.0(3) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C21 C20 C19 120.1(3) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 120.0(4) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C21 C22 C23 120.4(3) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C18 C23 C22 119.4(3) . . ? C18 C23 C24 119.3(3) . . ? C22 C23 C24 121.3(3) . . ? O5 C24 C23 113.8(3) . . ? O5 C24 H24A 108.8 . . ? C23 C24 H24A 108.8 . . ? O5 C24 H24B 108.8 . . ? C23 C24 H24B 108.8 . . ? H24A C24 H24B 107.7 . . ? O6 C25 O5 124.8(3) . . ? O6 C25 N4 124.1(3) . . ? O5 C25 N4 111.1(2) . . ? N4 C26 C29 110.7(3) . . ? N4 C26 C28 113.5(3) . . ? C29 C26 C28 113.4(2) . . ? N4 C26 C27 110.6(2) . . ? C29 C26 C27 110.9(3) . . ? C28 C26 C27 97.0(3) . . ? C26 C27 S3 92.0(2) . . ? C26 C27 H27A 113.3 . . ? S3 C27 H27A 113.3 . . ? C26 C27 H27B 113.3 . . ? S3 C27 H27B 113.3 . . ? H27A C27 H27B 110.6 . . ? C26 C28 S3 91.2(2) . . ? C26 C28 H28A 113.4 . . ? S3 C28 H28A 113.4 . . ? C26 C28 H28B 113.4 . . ? S3 C28 H28B 113.4 . . ? H28A C28 H28B 110.7 . . ? O7 C29 N5 122.0(3) . . ? O7 C29 C26 122.4(3) . . ? N5 C29 C26 115.5(2) . . ? N5 C30 C33 111.2(3) . . ? N5 C30 C31 114.2(3) . . ? C33 C30 C31 113.3(2) . . ? N5 C30 C32 111.7(2) . . ? C33 C30 C32 109.6(3) . . ? C31 C30 C32 95.9(3) . . ? C30 C31 S4 93.0(2) . . ? C30 C31 H31A 113.1 . . ? S4 C31 H31A 113.1 . . ? C30 C31 H31B 113.1 . . ? S4 C31 H31B 113.1 . . ? H31A C31 H31B 110.5 . . ? C30 C32 S4 92.2(2) . . ? C30 C32 H32A 113.2 . . ? S4 C32 H32A 113.2 . . ? C30 C32 H32B 113.2 . . ? S4 C32 H32B 113.2 . . ? H32A C32 H32B 110.6 . . ? O8 C33 N6 123.3(3) . . ? O8 C33 C30 120.3(3) . . ? N6 C33 C30 116.3(3) . . ? N6 C34 H34A 109.5 . . ? N6 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N6 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C25 N4 C26 117.3(2) . . ? C25 N4 H4A 121.3 . . ? C26 N4 H4A 121.3 . . ? C29 N5 C30 118.5(2) . . ? C29 N5 H5A 120.7 . . ? C30 N5 H5A 120.7 . . ? C33 N6 C34 123.5(3) . . ? C33 N6 H6 118.2 . . ? C34 N6 H6 118.2 . . ? C25 O5 C24 115.4(2) . . ? C27 S3 C28 78.66(18) . . ? C31 S4 C32 78.12(18) . . ? C36 C35 C40 121.0(3) . . ? C36 C35 H35 119.5 . . ? C40 C35 H35 119.5 . . ? C35 C36 C37 120.1(4) . . ? C35 C36 H36 119.9 . . ? C37 C36 H36 119.9 . . ? C38 C37 C36 119.9(4) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C39 120.1(4) . . ? C37 C38 H38 120.0 . . ? C39 C38 H38 120.0 . . ? C40 C39 C38 120.5(4) . . ? C40 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? C39 C40 C35 118.4(3) . . ? C39 C40 C41 120.2(3) . . ? C35 C40 C41 121.3(3) . . ? O9 C41 C40 106.6(3) . . ? O9 C41 H41A 110.4 . . ? C40 C41 H41A 110.4 . . ? O9 C41 H41B 110.4 . . ? C40 C41 H41B 110.4 . . ? H41A C41 H41B 108.6 . . ? O10 C42 N7 125.6(3) . . ? O10 C42 O9 123.5(3) . . ? N7 C42 O9 110.9(3) . . ? N7 C43 C46 108.6(3) . . ? N7 C43 C44 113.5(3) . . ? C46 C43 C44 117.1(3) . . ? N7 C43 C45 112.2(3) . . ? C46 C43 C45 109.4(3) . . ? C44 C43 C45 95.5(2) . . ? C43 C44 S5 92.4(2) . . ? C43 C44 H44A 113.2 . . ? S5 C44 H44A 113.2 . . ? C43 C44 H44B 113.2 . . ? S5 C44 H44B 113.2 . . ? H44A C44 H44B 110.6 . . ? C43 C45 S5 92.0(2) . . ? C43 C45 H45A 113.3 . . ? S5 C45 H45A 113.3 . . ? C43 C45 H45B 113.3 . . ? S5 C45 H45B 113.3 . . ? H45A C45 H45B 110.6 . . ? O11 C46 N8 121.9(3) . . ? O11 C46 C43 120.1(3) . . ? N8 C46 C43 118.0(3) . . ? N8 C47 C50 113.4(3) . . ? N8 C47 C49 108.8(3) . . ? C50 C47 C49 111.3(3) . . ? N8 C47 C48 111.7(3) . . ? C50 C47 C48 115.1(3) . . ? C49 C47 C48 95.0(3) . . ? C47 C48 S6 91.2(2) . . ? C47 C48 H48A 113.4 . . ? S6 C48 H48A 113.4 . . ? C47 C48 H48B 113.4 . . ? S6 C48 H48B 113.4 . . ? H48A C48 H48B 110.7 . . ? C47 C49 S6 92.1(2) . . ? C47 C49 H49A 113.3 . . ? S6 C49 H49A 113.3 . . ? C47 C49 H49B 113.3 . . ? S6 C49 H49B 113.3 . . ? H49A C49 H49B 110.6 . . ? O12 C50 N9 122.9(3) . . ? O12 C50 C47 119.0(3) . . ? N9 C50 C47 118.0(3) . . ? N9 C51 H51A 109.5 . . ? N9 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? N9 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C42 N7 C43 118.6(3) . . ? C42 N7 H7 120.7 . . ? C43 N7 H7 120.7 . . ? C46 N8 C47 122.6(3) . . ? C46 N8 H8 118.7 . . ? C47 N8 H8 118.7 . . ? C50 N9 C51 120.9(3) . . ? C50 N9 H9 119.6 . . ? C51 N9 H9 119.6 . . ? C42 O9 C41 117.0(3) . . ? C44 S5 C45 77.43(16) . . ? C49 S6 C48 77.01(16) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.381(5) . ? C1 C6 1.383(5) . ? C1 H1 0.9500 . ? C2 C3 1.386(6) . ? C2 H2 0.9500 . ? C3 C4 1.370(6) . ? C3 H3 0.9500 . ? C4 C5 1.392(5) . ? C4 H4 0.9500 . ? C5 C6 1.382(5) . ? C5 H5 0.9500 . ? C6 C7 1.510(5) . ? C7 O1 1.435(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O2 1.218(4) . ? C8 N1 1.341(4) . ? C8 O1 1.354(4) . ? C9 N1 1.454(4) . ? C9 C12 1.535(4) . ? C9 C11 1.543(5) . ? C9 C10 1.548(5) . ? C10 S1 1.836(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 S1 1.829(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O3 1.230(4) . ? C12 N2 1.343(4) . ? C13 N2 1.463(4) . ? C13 C16 1.533(4) . ? C13 C15 1.541(5) . ? C13 C14 1.551(4) . ? C14 S2 1.825(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 S2 1.837(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 O4 1.237(4) . ? C16 N3 1.325(4) . ? C17 N3 1.447(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? N1 H1A 0.8800 . ? N2 H2A 0.8800 . ? N3 H3A 0.8800 . ? C18 C23 1.383(5) . ? C18 C19 1.395(5) . ? C18 H18 0.9500 . ? C19 C20 1.386(6) . ? C19 H19 0.9500 . ? C20 C21 1.379(5) . ? C20 H20 0.9500 . ? C21 C22 1.391(5) . ? C21 H21 0.9500 . ? C22 C23 1.392(5) . ? C22 H22 0.9500 . ? C23 C24 1.508(5) . ? C24 O5 1.443(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 O6 1.213(4) . ? C25 O5 1.337(4) . ? C25 N4 1.349(4) . ? C26 N4 1.452(4) . ? C26 C29 1.523(4) . ? C26 C28 1.545(5) . ? C26 C27 1.549(4) . ? C27 S3 1.815(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 S3 1.841(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 O7 1.226(4) . ? C29 N5 1.358(4) . ? C30 N5 1.440(4) . ? C30 C33 1.538(4) . ? C30 C31 1.542(4) . ? C30 C32 1.560(4) . ? C31 S4 1.826(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 S4 1.831(4) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 O8 1.236(4) . ? C33 N6 1.320(4) . ? C34 N6 1.453(4) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? N4 H4A 0.8800 . ? N5 H5A 0.8800 . ? N6 H6 0.8800 . ? C35 C36 1.376(6) . ? C35 C40 1.394(5) . ? C35 H35 0.9500 . ? C36 C37 1.376(6) . ? C36 H36 0.9500 . ? C37 C38 1.375(6) . ? C37 H37 0.9500 . ? C38 C39 1.396(6) . ? C38 H38 0.9500 . ? C39 C40 1.380(5) . ? C39 H39 0.9500 . ? C40 C41 1.494(5) . ? C41 O9 1.455(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 O10 1.212(4) . ? C42 N7 1.334(4) . ? C42 O9 1.357(4) . ? C43 N7 1.445(4) . ? C43 C46 1.532(4) . ? C43 C44 1.543(5) . ? C43 C45 1.552(4) . ? C44 S5 1.829(4) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 S5 1.833(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 O11 1.236(4) . ? C46 N8 1.337(4) . ? C47 N8 1.456(4) . ? C47 C50 1.534(5) . ? C47 C49 1.538(5) . ? C47 C48 1.547(5) . ? C48 S6 1.834(4) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 S6 1.819(4) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 O12 1.227(4) . ? C50 N9 1.337(5) . ? C51 N9 1.463(5) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? N7 H7 0.8800 . ? N8 H8 0.8800 . ? N9 H9 0.8800 . ?