#------------------------------------------------------------------------------ #$Date: 2025-02-11 05:41:48 +0200 (Tue, 11 Feb 2025) $ #$Revision: 297679 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/38/1573874.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_1573874 loop_ _publ_author_name 'Vlahakis, Niko' 'Clauss, Arden' 'Rodriguez, Jose A.' _publ_section_title ; Accounting for electron-beam-induced warping of molecular nanocrystals in MicroED structure determination. ; _journal_coeditor_code NF5001SUP1 _journal_issue 2 _journal_name_full IUCrJ _journal_paper_doi 10.1107/S2052252524012132 _journal_volume 12 _journal_year 2025 _chemical_absolute_configuration rm _chemical_formula_sum 'C12 H24 Cu2 N4 O12' _chemical_formula_weight 543.43 _chemical_name_common Cu(II)-serine _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2019/3 _audit_update_record ; 2024-04-12 # Formatted by publCIF ; _cell_angle_alpha 90 _cell_angle_beta 90.33 _cell_angle_gamma 90 _cell_formula_units_Z 1 _cell_length_a 5.510(2) _cell_length_b 8.2400(19) _cell_length_c 9.720(3) _cell_measurement_reflns_used 3266 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 0.898 _cell_measurement_theta_min 0.114 _cell_volume 441.3(2) _computing_structure_refinement 'SHELXL-2019/2 (Sheldrick, 2019)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.896 _diffrn_measured_fraction_theta_max 0.882 _diffrn_measurement_device_type TEM _diffrn_radiation_type Electron _diffrn_radiation_wavelength 0.0251 _diffrn_reflns_av_R_equivalents 0.1191 _diffrn_reflns_av_unetI/netI 0.1657 _diffrn_reflns_Laue_measured_fraction_full 0.896 _diffrn_reflns_Laue_measured_fraction_max 0.882 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 3266 _diffrn_reflns_point_group_measured_fraction_full 0.903 _diffrn_reflns_point_group_measured_fraction_max 0.887 _diffrn_reflns_theta_full 0.863 _diffrn_reflns_theta_max 0.898 _diffrn_reflns_theta_min 0.114 _diffrn_source FEG _exptl_absorpt_coefficient_mu 0.000 _exptl_crystal_colour Blue _exptl_crystal_density_diffrn 2.045 _exptl_crystal_description Plate _exptl_crystal_F_000 87 _refine_diff_density_max 0.272 _refine_diff_density_min -0.230 _refine_diff_density_rms 0.060 _refine_ls_abs_structure_details ; All f" are zero, so absolute structure could not be determined ; _refine_ls_extinction_coef 33452(35) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2019/2 (Sheldrick 2019)' _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 141 _refine_ls_number_reflns 1584 _refine_ls_number_restraints 217 _refine_ls_restrained_S_all 1.056 _refine_ls_R_factor_all 0.1357 _refine_ls_R_factor_gt 0.1217 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1796P)^2^+0.2784P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.3225 _refine_ls_wR_factor_ref 0.3441 _reflns_Friedel_coverage 0.877 _reflns_Friedel_fraction_full 0.912 _reflns_Friedel_fraction_max 0.893 _reflns_number_gt 1366 _reflns_number_total 1584 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file nf5001.cif _cod_data_source_block CuIIserine _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 1573874 _shelx_shelxl_version_number 2019/3 _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_res_file ; TITL cuser_cryo_tilt_merge02_a.res in P2(1) a.res created by SHELXL-2019/3 at 13:00:58 on 12-Apr-2024 REM Old TITL GGYMLG in space group P 1 21 1 . REM SHELXT solution in P2(1): R1 0.210, Rweak 0.207, Alpha 0.016 REM 0.000 for 0 systematic absences, Orientation as input REM Flack x = -0.452 ( 0.116 ) from 537 Parsons' quotients REM Formula found by SHELXT: C9 N2 O3 Cl CELL 0.02510 5.5100 8.2400 9.7200 90.000 90.327 90.000 ZERR 1.000 0.0020 0.0019 0.0033 0.000 0.000 0.000 LATT -1 SYMM -X, 1/2+Y, -Z SFAC C 0.600 40.938 0.136 0.374 0.547 3.278 1.225 13.013 0 0 0 0 0.76 12.011 SFAC N 0.482 31.526 0.135 0.324 0.519 2.607 1.075 10.017 0 0 0 0 0.71 14.007 SFAC O 0.392 25.675 0.144 0.306 0.511 2.272 0.937 8.270 0 0 0 0 0.66 15.999 SFAC Cu 1.355 70.864 0.593 0.368 1.836 2.899 1.810 15.669 0 0 0 0 1.32 63.546 SFAC H 0.129 37.737 0.036 0.553 0.127 3.772 0.236 13.518 0 0 0 0 0.31 1.008 UNIT 12 4 12 2 24 L.S. 1 ACTA BOND LIST 4 FMAP 2 PLAN 20 SIMU 0.001 RIGU 0.001 TEMP -173 SADI 0.0001 C1 C2 C2 C3 C4 C5 C5 C6 WGHT 0.179600 0.278400 EXTI33451.613281 FVAR 10.44070 O5 3 0.276968 0.312174 0.616890 11.00000 0.01335 0.00612 = 0.02671 -0.00028 0.00640 0.00169 CU1 4 0.485062 0.592728 0.319082 11.00000 0.01330 0.00587 = 0.02617 -0.00127 0.00746 0.00061 O6 3 0.503538 0.438753 0.468188 11.00000 0.01307 0.00614 = 0.02643 -0.00058 0.00733 0.00128 O3 3 0.760405 0.487161 0.235223 11.00000 0.01447 0.00566 = 0.02640 -0.00175 0.00670 0.00026 O2 3 1.014972 0.503967 0.073272 11.00000 0.01710 0.00639 = 0.02770 -0.00319 0.00732 0.00044 O1 3 0.548494 0.540892 -0.122801 11.00000 0.01854 0.00451 = 0.02722 -0.00241 0.00284 -0.00320 AFIX 88 H1 5 0.428628 0.566820 -0.166413 11.00000 -1.50000 AFIX 0 C6 1 0.315727 0.420393 0.533011 11.00000 0.01306 0.00601 = 0.02646 -0.00047 0.00707 0.00152 C2 1 0.686615 0.689908 0.074219 11.00000 0.01601 0.00433 = 0.02663 -0.00225 0.00518 -0.00129 AFIX 13 H3 5 0.773597 0.791963 0.100352 11.00000 -1.20000 AFIX 0 N1 2 0.451117 0.693490 0.132525 11.00000 0.01592 0.00409 = 0.02668 -0.00233 0.00480 -0.00153 AFIX 23 H4A 5 0.344719 0.636000 0.079721 11.00000 -1.20000 H4B 5 0.396773 0.797432 0.139542 11.00000 -1.20000 AFIX 0 C5 1 0.115911 0.541703 0.505634 11.00000 0.01322 0.00602 = 0.02643 -0.00045 0.00702 0.00133 AFIX 13 H7 5 -0.021092 0.486739 0.456385 11.00000 -1.20000 AFIX 0 C3 1 0.832313 0.546901 0.125695 11.00000 0.01558 0.00519 = 0.02647 -0.00222 0.00630 -0.00026 N2 2 0.206928 0.670120 0.422530 11.00000 0.01289 0.00578 = 0.02630 -0.00084 0.00709 0.00114 AFIX 23 H8A 5 0.251883 0.755120 0.476742 11.00000 -1.20000 H8B 5 0.089089 0.704899 0.363551 11.00000 -1.20000 AFIX 0 O4 3 0.208651 0.675482 0.720029 11.00000 0.01560 0.00671 = 0.02748 -0.00050 0.00563 0.00158 AFIX 88 H5 5 0.186599 0.785740 0.723986 11.00000 -1.50000 AFIX 0 C1 1 0.672960 0.680203 -0.080720 11.00000 0.01669 0.00397 = 0.02666 -0.00225 0.00457 -0.00209 AFIX 23 H2A 5 0.588846 0.777502 -0.117003 11.00000 -1.20000 H2B 5 0.839181 0.678595 -0.118831 11.00000 -1.20000 AFIX 0 C4 1 0.027069 0.606983 0.641439 11.00000 0.01401 0.00635 = 0.02654 -0.00026 0.00702 0.00144 AFIX 23 H6A 5 -0.099730 0.689613 0.623690 11.00000 -1.20000 H6B 5 -0.048253 0.517442 0.694005 11.00000 -1.20000 AFIX 0 HKLF 4 REM cuser_cryo_tilt_merge02_a.res in P2(1) REM wR2 = 0.3441, GooF = S = 1.125, Restrained GooF = 1.056 for all data REM R1 = 0.1217 for 1366 Fo > 4sig(Fo) and 0.1357 for all 1584 data REM 141 parameters refined using 217 restraints END WGHT 0.1730 0.2506 REM Highest difference peak 0.272, deepest hole -0.230, 1-sigma level 0.060 Q1 1 0.3834 0.6390 0.2778 11.00000 0.05 0.27 Q2 1 1.0213 0.5128 -0.0118 11.00000 0.05 0.21 Q3 1 0.4846 0.5831 0.4201 11.00000 0.05 0.21 Q4 1 0.8899 0.5229 0.0224 11.00000 0.05 0.20 Q5 1 0.5946 0.4777 0.5169 11.00000 0.05 0.19 Q6 1 1.0257 0.6013 0.0852 11.00000 0.05 0.19 Q7 1 -0.3763 0.6943 0.5307 11.00000 0.05 0.19 Q8 1 0.8825 0.6969 -0.0427 11.00000 0.05 0.19 Q9 1 0.4909 0.4464 0.5679 11.00000 0.05 0.18 Q10 1 0.3359 0.3832 0.6036 11.00000 0.05 0.17 Q11 1 1.1551 0.5278 0.0934 11.00000 0.05 0.17 Q12 1 0.9170 0.4556 0.2737 11.00000 0.05 0.16 Q13 1 0.2171 0.3224 0.6946 11.00000 0.05 0.16 Q14 1 1.0253 0.5257 0.1563 11.00000 0.05 0.16 Q15 1 0.9590 0.7020 -0.1222 11.00000 0.05 0.16 Q16 1 0.3436 0.4242 0.4179 11.00000 0.05 0.16 Q17 1 1.0934 0.6410 0.1406 11.00000 0.05 0.15 Q18 1 1.0019 0.4294 -0.0807 11.00000 0.05 0.15 Q19 1 0.1558 0.8446 0.2178 11.00000 0.05 0.15 Q20 1 0.2466 0.7117 0.2071 11.00000 0.05 0.15 ; _shelx_res_checksum 26224 _shelx_hkl_file ; 0 -1 1 3053.60 568.61 0 -1 -1 2723.95 365.43 0 1 1 3219.99 428.01 0 1 -1 4410.49 805.39 0 -1 -2 1114.73 194.43 0 1 2 775.00 159.43 0 -2 0 9686.53 1231.13 0 -2 0 9999.00 1797.47 0 2 0 8850.67 1125.67 0 2 0 9897.45 1778.72 0 -2 1 4124.59 544.32 0 -2 1 3322.32 621.35 0 -2 -1 4030.85 522.37 0 -2 -1 3895.70 713.29 0 2 1 4223.01 545.50 0 2 1 4112.09 751.57 0 2 -1 4678.44 611.35 0 2 -1 3802.74 708.29 0 -2 2 1428.76 304.58 0 -2 -2 1419.39 224.12 0 2 2 1572.49 239.90 0 2 -2 1410.80 312.31 0 -2 3 3609.79 690.40 0 -2 -3 4068.35 564.63 0 2 3 3316.07 470.65 0 2 -3 4140.99 784.29 0 -2 -4 4469.09 613.77 0 2 4 4608.91 642.44 0 2 -4 3701.19 717.51 0 -3 1 2387.26 322.39 0 -3 1 1899.03 371.91 0 -3 -1 2488.81 330.99 0 -3 -1 1863.88 360.19 0 3 1 3649.64 479.95 0 3 1 2440.38 460.11 0 3 -1 3088.75 410.27 0 3 -1 2811.44 535.03 0 -3 2 592.05 117.80 0 -3 2 960.06 225.37 0 -3 -2 582.21 116.16 0 -3 -2 780.70 185.29 0 3 2 868.66 201.07 0 3 2 806.17 136.79 0 3 -2 748.05 135.46 0 3 -2 677.90 178.65 0 -3 3 1020.21 251.93 0 -3 -3 1147.55 206.62 0 3 3 1090.51 201.85 0 3 -3 1106.14 266.77 0 -3 4 3054.38 592.83 0 -3 -4 1976.36 321.45 0 3 4 2156.04 351.38 0 3 -4 2977.05 584.78 0 -3 5 439.10 154.51 0 -3 -5 384.96 155.84 0 3 5 433.40 179.75 0 3 -5 435.43 158.73 0 -3 -6 1267.06 238.57 0 3 6 1207.69 250.29 0 3 -6 1078.80 253.09 0 3 7 1074.89 266.14 0 -4 0 5983.78 768.12 0 -4 0 6422.79 1170.19 0 4 0 6950.87 891.32 0 4 0 5771.30 1054.59 0 -4 1 2834.09 375.82 0 -4 1 2598.17 495.42 0 -4 -1 2496.62 330.91 0 -4 -1 2909.08 547.61 0 4 1 2563.03 485.11 0 4 1 2543.50 337.94 0 4 -1 2279.46 308.95 0 4 -1 3464.50 653.77 0 -4 2 2263.84 323.09 0 -4 2 2381.79 463.23 0 -4 -2 2324.77 313.49 0 -4 -2 2192.75 423.40 0 4 2 2388.04 321.77 0 4 2 2452.88 466.90 0 4 -2 2447.41 345.52 0 4 -2 2445.85 476.12 0 -4 3 2054.49 310.44 0 -4 3 4345.66 816.33 0 -4 -3 4002.72 752.51 0 4 3 3286.39 457.22 0 4 3 3686.35 699.54 0 4 -3 2610.68 372.38 0 4 -3 4392.52 825.70 0 -4 4 2757.54 534.87 0 -4 -4 2411.48 359.73 0 4 4 2217.75 337.86 0 4 -4 2898.93 569.86 0 -4 5 289.89 139.76 0 -4 -5 68.33 128.11 0 4 5 128.43 126.55 0 4 -5 492.84 177.56 0 -4 6 2660.68 521.98 0 -4 -6 2402.10 378.08 0 4 6 1949.81 338.80 0 4 -6 2251.34 457.84 0 -4 7 106.79 108.97 0 -4 -7 214.28 134.29 0 4 7 214.75 183.42 0 4 -7 229.90 141.94 0 -4 -8 1376.42 250.06 0 4 8 1099.89 275.75 0 4 -8 865.53 222.87 0 -4 -9 280.05 127.33 0 4 9 403.08 211.70 0 -5 1 282.08 65.62 0 -5 1 202.64 107.88 0 -5 -1 367.77 74.36 0 5 1 283.09 66.82 0 5 1 341.53 112.80 0 5 -1 221.62 64.36 0 5 -1 187.71 108.19 0 -5 2 2967.68 404.41 0 -5 2 2440.38 470.97 0 -5 -2 2537.25 339.03 0 -5 -2 3051.26 573.14 0 5 2 2573.97 489.40 0 5 2 2249.78 304.34 0 5 -2 3104.37 423.94 0 5 -2 1717.02 348.80 0 -5 3 1296.74 209.04 0 -5 3 1345.96 284.42 0 -5 -3 1413.92 206.23 0 -5 -3 1234.25 254.89 0 5 3 1554.54 317.86 0 5 3 1018.65 154.59 0 5 -3 1164.72 258.88 0 -5 4 1609.21 250.76 0 -5 4 2293.52 456.43 0 -5 -4 2480.22 363.71 0 -5 -4 2041.99 429.10 0 5 4 2326.33 353.33 0 5 4 2744.26 539.95 0 5 -4 1425.64 227.40 0 5 -4 2935.64 572.67 0 -5 5 1256.13 285.75 0 -5 -5 713.91 174.20 0 5 5 790.54 185.76 0 5 -5 976.46 250.06 0 -5 6 478.23 164.28 0 -5 -6 214.35 146.40 0 5 -6 505.50 180.45 0 -5 7 630.95 181.70 0 -5 -7 468.07 146.86 0 5 7 421.37 225.92 0 5 -7 417.85 170.14 0 -5 8 116.79 112.88 0 -5 -8 149.29 125.93 0 5 8 141.32 210.60 0 5 -8 191.54 128.66 0 -5 9 355.51 134.21 0 -5 -9 626.42 177.32 0 5 9 395.74 245.45 0 5 -9 619.16 184.51 0 -5 -10 150.07 119.60 0 5 10 151.46 187.40 0 5 -10 66.78 113.04 0 -6 0 1429.55 295.44 0 6 0 1290.49 276.38 0 -6 1 4837.02 627.05 0 -6 1 5324.46 981.15 0 -6 -1 4245.67 550.73 0 -6 -1 4234.73 781.95 0 6 1 4739.37 614.86 0 6 1 4344.10 802.26 0 6 -1 4156.62 543.54 0 6 -1 4530.80 844.45 0 -6 2 743.60 124.60 0 -6 2 925.69 220.14 0 -6 -2 670.71 112.88 0 -6 -2 849.14 198.42 0 6 2 697.82 126.47 0 6 2 535.03 149.29 0 6 -2 579.63 113.58 0 6 -2 803.04 199.04 0 -6 3 2575.52 362.46 0 -6 3 2485.69 482.29 0 -6 -3 2316.96 315.13 0 -6 -3 2263.06 438.94 0 6 3 2116.98 293.49 0 6 3 2051.36 403.16 0 6 -3 2100.57 311.14 0 6 -3 1888.09 381.60 0 -6 4 470.03 125.46 0 -6 4 430.66 148.27 0 -6 -4 494.87 120.54 0 -6 -4 539.48 167.09 0 6 4 367.93 108.74 0 6 4 644.16 186.70 0 6 -4 627.60 145.77 0 6 -4 591.81 173.89 0 -6 5 408.08 114.60 0 -6 5 1017.87 241.00 0 -6 -5 687.82 175.68 0 -6 -5 482.92 177.48 0 6 5 729.77 210.76 0 6 -5 1361.59 306.22 0 -6 6 2689.57 528.00 0 -6 -6 2027.14 320.83 0 6 6 1927.15 340.20 0 6 -6 2424.76 494.48 0 -6 7 87.49 112.10 0 -6 -7 159.35 141.40 0 6 7 215.14 165.06 0 6 -7 271.38 152.09 0 -6 8 241.46 121.55 0 -6 -8 212.71 153.03 0 6 8 230.37 256.22 0 6 -8 152.09 135.30 0 -6 9 462.92 156.78 0 -6 -9 362.77 139.13 0 6 9 89.99 167.71 0 6 -9 293.41 144.05 0 -7 1 499.87 95.46 0 -7 1 664.38 177.71 0 -7 -1 485.89 94.05 0 -7 -1 634.78 173.50 0 7 1 358.87 90.38 0 7 1 473.54 155.68 0 7 -1 509.17 100.69 0 7 -1 377.07 146.79 0 -7 2 228.50 69.02 0 -7 2 738.76 192.32 0 -7 -2 254.81 73.04 0 -7 -2 191.70 113.43 0 7 2 223.03 122.65 0 7 2 392.07 97.33 0 7 -2 439.65 105.30 0 7 -2 318.56 131.32 0 -7 3 1812.32 268.41 0 -7 3 1485.79 316.77 0 -7 -3 1321.74 196.31 0 -7 -3 1913.09 380.98 0 7 3 1491.25 231.23 0 7 3 1400.64 296.06 0 7 -3 1978.70 304.97 0 7 -3 1496.72 319.89 0 -7 4 1052.24 181.85 0 -7 4 881.16 213.81 0 -7 -4 1412.36 208.65 0 -7 -4 804.61 187.79 0 7 4 1642.03 252.32 0 7 4 753.68 187.09 0 7 -4 992.09 193.10 0 7 -4 1137.39 258.88 0 -7 5 414.10 120.15 0 -7 5 894.44 227.25 0 -7 -5 521.43 140.30 0 -7 -5 915.53 236.00 0 7 5 579.00 166.15 0 7 5 796.79 216.62 0 7 -5 630.88 157.87 0 7 -5 747.82 205.76 0 -7 6 1560.79 334.89 0 -7 -6 606.81 172.40 0 -7 -6 760.15 214.67 0 7 6 510.57 222.56 0 7 6 844.45 233.18 0 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157.87 129.52 -5 1 -5 390.35 163.89 5 -1 6 233.65 143.51 -5 -1 -6 123.58 126.71 5 1 6 259.66 143.11 -5 1 -6 457.76 147.02 5 -1 7 281.22 149.52 -5 -1 -7 205.84 118.51 5 1 7 231.23 126.24 -5 1 -7 222.87 113.43 5 -2 -8 304.58 121.55 -5 -2 8 462.61 128.11 5 2 -8 582.36 151.54 -5 2 8 443.08 160.60 -5 -2 7 -11.40 52.47 -5 -2 7 380.58 118.97 5 2 -7 -18.69 75.87 5 2 -7 219.67 105.77 -5 2 7 355.82 141.63 -5 -2 6 1192.07 266.84 5 2 -6 1737.33 362.23 -5 -2 5 224.59 76.88 -5 -2 5 351.06 170.37 5 2 -5 210.29 82.96 5 2 -5 230.68 149.83 -5 -2 4 364.10 87.65 -5 -2 4 340.52 194.12 5 2 -4 167.87 69.64 5 2 -4 124.76 148.27 -5 -2 3 916.32 137.41 5 2 -3 880.38 135.38 -5 2 3 779.45 121.63 -5 -2 2 411.44 81.55 5 2 -2 601.81 99.76 -5 2 2 438.24 73.37 5 -2 -1 1690.45 223.96 -5 -2 1 1438.14 203.65 5 2 -1 1649.06 225.45 -5 2 1 1904.50 250.53 5 -2 0 218.89 49.57 -5 -2 0 104.29 58.15 5 2 0 147.96 53.40 -5 2 0 258.80 55.95 5 -2 1 2323.99 324.42 -5 -2 -1 2043.55 280.59 5 2 1 2020.89 275.20 -5 2 -1 1881.84 283.33 5 -2 2 611.19 130.54 -5 -2 -2 238.10 70.81 5 2 2 199.35 66.06 -5 2 -2 229.28 117.57 5 -2 3 555.80 156.62 -5 -2 -3 393.79 106.63 5 2 3 361.37 88.98 -5 2 -3 534.09 152.79 5 -2 4 936.63 188.34 -5 -2 -4 968.65 195.21 5 2 4 1060.06 191.39 -5 2 -4 949.91 196.39 5 -2 5 1588.12 278.17 -5 -2 -5 1170.19 224.98 5 2 5 878.03 187.17 -5 -2 -6 410.12 149.83 5 2 6 122.18 130.22 -5 -2 -7 192.64 117.65 5 2 7 198.96 130.07 -5 -3 7 -14.19 64.92 -5 -3 7 274.11 109.60 5 3 -7 4.47 79.91 5 3 -7 369.65 125.61 -5 -3 6 129.99 75.34 -5 -3 6 107.96 104.52 5 3 -6 219.35 126.32 -5 -3 5 183.96 79.68 -5 -3 5 326.14 158.73 5 3 -5 178.81 85.38 5 3 -5 286.69 154.20 -5 -3 4 793.67 128.74 -5 -3 4 749.15 279.89 5 3 -4 715.79 122.41 5 3 -4 470.50 191.70 -5 -3 3 211.93 61.39 -5 -3 3 327.24 201.78 5 3 -3 253.02 65.68 5 3 -3 158.34 162.95 5 -3 -2 1038.96 141.63 -5 -3 2 874.13 135.07 5 3 -2 1168.63 167.95 -5 -3 1 120.38 57.19 5 3 -1 118.90 54.53 -5 3 1 189.35 33.97 5 -3 0 1003.02 139.99 -5 -3 0 1308.46 188.57 5 3 0 1395.95 198.65 -5 3 0 1351.43 203.26 5 -3 1 655.02 113.90 5 3 1 739.85 122.18 -5 3 -1 963.18 182.25 5 -3 2 516.36 142.96 -5 -3 -2 686.26 118.19 5 3 2 645.25 112.80 -5 3 -2 590.72 137.33 5 -3 3 608.14 158.65 -5 -3 -3 340.91 79.91 5 3 3 400.35 87.26 -5 -3 -4 910.07 171.00 5 3 4 691.26 138.90 -5 -3 -5 426.99 142.96 5 3 5 271.92 133.43 -5 -3 -6 236.70 117.10 5 3 6 206.00 122.41 -5 -3 -7 414.88 135.30 5 3 7 129.05 126.94 -5 -4 6 355.66 98.43 -5 -4 6 287.31 116.32 5 4 -6 447.62 126.01 5 4 -6 509.32 146.01 -5 -4 5 332.55 154.43 5 4 -5 559.47 166.00 -5 -4 4 292.16 76.62 -5 -4 4 188.81 176.62 5 4 -4 368.63 81.94 5 4 -4 236.78 166.15 -5 -4 3 1208.47 172.87 -5 -4 3 1010.84 282.78 5 4 -3 1226.44 179.82 5 4 -3 1315.49 315.91 -5 -4 2 794.45 127.33 -5 -4 2 362.54 208.73 5 4 -2 824.92 131.24 5 4 -2 709.38 225.37 5 -4 -1 874.91 114.83 -5 -4 1 964.74 148.90 5 4 -1 1040.52 158.50 -5 -4 0 326.69 77.55 5 4 0 350.52 83.43 -5 -4 -1 351.30 82.80 5 4 1 454.87 94.68 -5 -4 -2 647.75 113.74 5 4 2 489.56 98.27 -5 -4 -3 277.70 71.46 5 4 3 416.37 95.38 -5 -4 -4 343.72 95.30 5 4 4 234.90 81.87 -5 -4 -5 222.17 105.22 5 4 5 117.10 101.94 -5 -4 -6 145.07 129.76 5 4 6 110.07 124.13 -5 -5 5 180.45 74.47 -5 -5 5 127.18 105.07 5 5 -5 111.94 86.01 5 5 -5 148.82 118.82 -5 -5 4 449.41 84.84 -5 -5 4 450.43 177.17 5 5 -4 878.03 236.62 -5 -5 3 338.95 74.95 -5 -5 3 297.63 199.75 5 5 -3 291.22 76.35 5 5 -3 461.43 208.81 -5 -5 2 1128.80 165.45 -5 -5 2 962.40 295.52 5 5 -2 1063.95 160.60 5 5 -2 1096.76 301.14 -5 5 2 1103.01 157.17 -5 -5 1 258.95 72.01 -5 -5 1 312.55 215.37 5 5 -1 168.73 61.59 5 5 -1 174.28 169.90 -5 -5 0 47.95 53.28 5 5 0 92.26 66.23 -5 -5 -1 1058.49 159.20 5 5 1 678.37 114.29 -5 -5 -2 165.84 64.74 5 5 2 263.33 80.23 -5 -5 -3 120.93 65.76 5 5 3 227.09 69.79 -5 -5 -4 82.88 64.59 5 5 4 90.30 68.15 -5 -5 -5 103.19 89.21 5 5 5 247.09 93.04 -5 -6 4 212.64 62.88 -5 -6 4 212.71 147.49 5 6 -4 82.02 69.40 5 6 -4 189.75 129.99 -5 6 4 186.93 115.07 -5 -6 3 347.39 73.12 -5 -6 3 505.73 208.89 5 6 -3 287.08 78.98 5 6 -3 579.24 206.85 -5 -6 2 135.77 58.96 -5 -6 2 324.89 215.53 5 6 -2 148.43 64.82 5 6 -2 189.90 197.87 -5 6 2 214.98 39.96 5 -6 -1 899.13 118.11 -5 -6 1 850.70 136.63 -5 -6 1 760.15 268.88 5 6 -1 978.81 155.37 5 6 -1 1008.49 282.08 -5 6 1 1153.80 152.17 -5 -6 0 1320.96 192.40 -5 -6 0 294.19 214.04 5 6 0 1050.68 165.29 5 6 0 426.13 213.57 -5 -6 -1 554.25 104.13 5 6 1 547.84 111.63 -5 -6 -2 763.20 133.51 5 6 2 474.25 104.36 -5 -6 -3 129.21 67.75 5 6 3 199.90 83.19 -5 -6 -4 273.41 76.19 5 6 4 247.40 93.51 -6 0 6 -6.67 67.84 -6 0 5 195.29 73.55 6 0 -4 815.54 132.80 -6 0 4 888.97 138.97 6 0 -3 1038.96 148.66 -6 0 3 897.57 130.61 6 0 -2 166.70 49.67 -6 0 2 225.45 56.88 6 0 -1 465.26 80.70 -6 0 1 459.79 81.55 6 0 0 910.85 131.86 -6 0 0 918.66 133.74 6 0 1 187.64 53.65 -6 0 -1 199.90 56.56 6 0 2 415.90 81.16 -6 0 -2 318.02 90.77 6 0 3 328.17 109.99 -6 0 -3 200.14 120.85 6 0 4 159.12 110.61 -6 0 -4 192.64 130.38 6 0 5 723.68 163.65 -6 0 -5 533.31 144.44 6 -1 -5 23.37 65.38 -6 -1 5 284.81 84.13 -6 -1 5 80.23 152.71 6 1 -5 238.10 83.98 6 -1 -4 785.86 130.61 -6 -1 4 876.47 135.69 6 1 -4 978.02 149.52 -6 1 4 1039.74 158.10 6 -1 -3 517.68 84.52 -6 -1 3 272.00 61.12 6 1 -3 321.77 69.80 -6 1 3 374.73 66.40 6 -1 -2 355.19 64.06 -6 -1 2 457.92 83.74 -6 1 2 544.79 86.55 6 1 -1 243.26 58.61 -6 1 1 325.67 65.52 6 -1 0 371.91 66.78 -6 -1 0 312.08 71.09 6 1 0 259.19 61.45 -6 1 0 440.58 75.67 6 -1 1 758.75 111.94 -6 -1 -1 995.99 146.71 6 1 1 1177.22 167.32 -6 1 -1 795.23 118.35 6 -1 2 258.64 90.54 -6 -1 -2 129.36 58.60 6 1 2 191.93 60.43 -6 1 -2 294.42 121.47 6 -1 3 408.48 123.90 -6 -1 -3 331.06 110.54 6 1 3 374.49 93.04 -6 1 -3 204.04 126.86 6 -1 4 176.15 116.79 -6 -1 -4 233.73 125.46 6 1 4 87.57 108.66 -6 1 -4 129.83 120.85 6 -1 5 203.96 129.60 -6 -1 -5 189.20 130.77 6 1 5 72.38 116.63 -6 1 -5 344.34 146.71 -6 -2 5 171.31 76.75 -6 -2 5 166.93 179.51 6 2 -5 295.05 94.44 6 2 -5 -0.79 139.21 -6 2 5 3.15 45.29 -6 -2 4 739.46 125.30 6 2 -4 858.51 132.96 -6 2 4 720.71 118.19 6 -2 -3 846.79 128.11 -6 -2 3 622.91 103.27 6 2 -3 562.36 96.40 -6 2 3 568.77 92.33 6 -2 -2 380.19 63.06 -6 -2 2 675.40 109.29 6 2 -2 435.90 82.41 -6 2 2 424.41 71.82 6 2 -1 578.77 100.46 -6 2 1 465.11 77.75 6 -2 0 718.52 104.44 -6 -2 0 410.66 78.82 6 2 0 573.30 99.29 -6 2 0 705.40 104.52 6 -2 1 436.99 83.12 -6 -2 -1 535.11 95.38 6 2 1 579.00 101.01 -6 2 -1 698.13 131.71 6 -2 2 551.82 129.21 -6 -2 -2 523.86 93.90 6 2 2 403.24 83.04 -6 2 -2 399.02 124.05 6 -2 3 304.11 92.33 -6 -2 -3 375.74 89.29 6 2 3 312.00 77.27 -6 2 -3 340.83 122.18 -6 -2 -4 239.20 106.94 6 2 4 96.32 85.38 -6 2 -4 253.72 119.68 -6 -2 -5 634.31 161.46 -6 2 -5 492.14 167.32 -6 -3 4 349.89 206.39 6 3 -4 558.22 191.46 6 -3 -3 288.80 64.75 -6 -3 3 238.50 60.58 6 3 -3 311.77 73.14 -6 3 3 388.79 73.91 6 -3 -2 333.09 54.50 6 3 -2 163.50 58.62 -6 3 2 210.92 46.04 6 -3 -1 332.94 54.81 -6 -3 1 549.32 105.61 6 3 -1 378.16 81.01 -6 3 1 263.25 49.73 6 -3 0 143.74 37.39 -6 -3 0 99.68 57.96 6 3 0 100.69 59.26 -6 3 0 165.14 52.35 6 -3 1 669.54 124.52 -6 -3 -1 721.10 117.10 6 3 1 892.10 140.46 -6 3 -1 611.42 127.96 6 -3 2 109.52 83.98 -6 -3 -2 143.97 59.66 6 3 2 120.07 57.10 -6 3 -2 186.15 113.97 6 -3 3 244.28 112.49 -6 -3 -3 243.96 70.36 6 3 3 274.42 73.01 -6 3 -3 258.33 110.46 6 -3 4 382.38 138.90 -6 -3 -4 208.57 90.30 6 3 4 163.03 78.90 -6 3 -4 168.03 115.77 -6 -4 3 202.32 60.99 -6 -4 3 50.10 174.51 6 4 -3 262.94 69.34 6 4 -3 151.24 160.53 -6 -4 2 385.35 81.09 6 4 -2 489.40 90.62 -6 -4 1 347.63 75.55 6 4 -1 280.75 72.98 -6 4 1 393.24 55.59 -6 -4 0 329.74 78.11 6 4 0 411.44 87.49 -6 4 0 365.12 84.52 -6 -4 -1 202.48 65.24 6 4 1 207.09 69.78 -6 4 -1 252.01 101.01 -6 -4 -2 943.66 145.30 6 4 2 867.88 134.99 -6 4 -2 1034.27 177.25 -6 -4 -3 355.90 79.91 0 0 0 0.00 0.00 _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' ; _shelx_hkl_checksum 72077 _publcif_funding_html ; ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -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 O5 O 0.277(2) 0.3122(17) 0.6169(18) 0.0154(14) Uani 1 1 d . U . . . Cu1 Cu 0.4851(9) 0.5927(10) 0.3191(6) 0.0151(10) Uani 1 1 d . U . . . O6 O 0.504(2) 0.4388(17) 0.4682(18) 0.0152(11) Uani 1 1 d . U . . . O3 O 0.760(2) 0.4872(16) 0.2352(18) 0.0155(11) Uani 1 1 d . U . . . O2 O 1.015(2) 0.5040(17) 0.0733(17) 0.0170(17) Uani 1 1 d . U . . . O1 O 0.548(3) 0.5409(17) -0.1228(19) 0.0167(18) Uani 1 1 d . U . . . H1 H 0.429(17) 0.567(4) -0.166(11) 0.025 Uiso 1 1 calc R U . . . C6 C 0.3157(9) 0.4204(6) 0.5330(16) 0.0152(12) Uani 1 1 d D U . . . C2 C 0.6866(12) 0.6899(5) 0.0742(3) 0.0156(13) Uani 1 1 d D U . . . H3 H 0.773597 0.791963 0.100352 0.019 Uiso 1 1 calc R U . . . N1 N 0.451(3) 0.6935(19) 0.1325(19) 0.0155(14) Uani 1 1 d . U . . . H4A H 0.344719 0.636000 0.079721 0.019 Uiso 1 1 calc R U . . . H4B H 0.396773 0.797432 0.139542 0.019 Uiso 1 1 calc R U . . . C5 C 0.1159(8) 0.5417(4) 0.5056(5) 0.0152(12) Uani 1 1 d D U . . . H7 H -0.021092 0.486739 0.456385 0.018 Uiso 1 1 calc R U . . . C3 C 0.8323(13) 0.5469(5) 0.1257(11) 0.0157(12) Uani 1 1 d D U . . . N2 N 0.207(2) 0.6701(18) 0.4225(18) 0.0150(11) Uani 1 1 d . U . . . H8A H 0.251883 0.755120 0.476742 0.018 Uiso 1 1 calc R U . . . H8B H 0.089089 0.704899 0.363551 0.018 Uiso 1 1 calc R U . . . O4 O 0.209(2) 0.6755(18) 0.7200(17) 0.0166(18) Uani 1 1 d . U . . . H5 H 0.187(10) 0.786(12) 0.724(8) 0.025 Uiso 1 1 calc R U . . . C1 C 0.673(3) 0.680(2) -0.0807(4) 0.0158(14) Uani 1 1 d D U . . . H2A H 0.588846 0.777502 -0.117003 0.019 Uiso 1 1 calc R U . . . H2B H 0.839181 0.678595 -0.118831 0.019 Uiso 1 1 calc R U . . . C4 C 0.0271(18) 0.6070(11) 0.6414(5) 0.0156(13) Uani 1 1 d D U . . . H6A H -0.099730 0.689613 0.623690 0.019 Uiso 1 1 calc R U . . . H6B H -0.048253 0.517442 0.694005 0.019 Uiso 1 1 calc R U . . . 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 O5 0.013(2) 0.006(2) 0.027(3) 0.000(2) 0.006(2) 0.002(2) Cu1 0.0133(15) 0.0059(14) 0.026(2) -0.0013(15) 0.0075(12) 0.0006(13) O6 0.0131(17) 0.0061(17) 0.026(2) -0.0006(17) 0.0073(15) 0.0013(16) O3 0.0145(17) 0.0057(17) 0.026(2) -0.0018(17) 0.0067(15) 0.0003(16) O2 0.017(3) 0.006(3) 0.028(3) -0.003(3) 0.007(2) 0.000(2) O1 0.019(3) 0.005(3) 0.027(4) -0.002(3) 0.003(3) -0.003(3) C6 0.0131(18) 0.0060(18) 0.026(2) -0.0005(18) 0.0071(16) 0.0015(17) C2 0.016(2) 0.004(2) 0.027(2) -0.002(2) 0.0052(19) -0.0013(19) N1 0.016(2) 0.004(2) 0.027(3) -0.002(2) 0.005(2) -0.002(2) C5 0.0132(18) 0.0060(18) 0.026(2) -0.0004(18) 0.0070(16) 0.0013(17) C3 0.0156(19) 0.0052(18) 0.026(2) -0.0022(19) 0.0063(17) -0.0003(17) N2 0.0129(18) 0.0058(17) 0.026(2) -0.0008(18) 0.0071(15) 0.0011(16) O4 0.016(3) 0.007(3) 0.027(4) 0.000(3) 0.006(3) 0.002(3) C1 0.017(2) 0.004(2) 0.027(3) -0.002(2) 0.005(2) -0.002(2) C4 0.014(2) 0.006(2) 0.027(3) 0.000(2) 0.007(2) 0.001(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.0000 0.0000 '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' 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 C6 O5 Cu1 130.2(9) . 2_646 ? O6 Cu1 O3 89.0(6) . . ? O6 Cu1 N2 82.3(6) . . ? O3 Cu1 N2 171.1(7) . . ? O6 Cu1 N1 163.3(6) . . ? O3 Cu1 N1 82.8(7) . . ? N2 Cu1 N1 105.2(7) . . ? O6 Cu1 O5 106.5(7) . 2_656 ? O3 Cu1 O5 91.2(5) . 2_656 ? N2 Cu1 O5 93.0(6) . 2_656 ? N1 Cu1 O5 88.2(6) . 2_656 ? C6 O6 Cu1 115.3(11) . . ? C3 O3 Cu1 116.0(9) . . ? O6 C6 O5 125.6(10) . . ? O6 C6 C5 116.4(11) . . ? O5 C6 C5 117.9(9) . . ? N1 C2 C3 111.7(8) . . ? N1 C2 C1 111.0(10) . . ? C3 C2 C1 108.2(8) . . ? C2 N1 Cu1 105.8(9) . . ? N2 C5 C4 110.4(8) . . ? N2 C5 C6 109.5(7) . . ? C4 C5 C6 108.8(7) . . ? O2 C3 O3 121.8(11) . . ? O2 C3 C2 122.8(10) . . ? O3 C3 C2 115.0(9) . . ? C5 N2 Cu1 109.3(8) . . ? O1 C1 C2 110.9(11) . . ? O4 C4 C5 113.1(9) . . ? 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 O5 C6 1.228(19) . ? O5 Cu1 2.317(14) 2_646 ? Cu1 O6 1.928(16) . ? Cu1 O3 1.933(14) . ? Cu1 N2 1.945(14) . ? Cu1 N1 2.002(19) . ? O6 C6 1.224(17) . ? O3 C3 1.240(18) . ? O2 C3 1.185(15) . ? O1 C1 1.40(2) . ? C6 C5 1.510(4) . ? C2 N1 1.419(15) . ? C2 C3 1.510(4) . ? C2 C1 1.510(4) . ? C5 N2 1.424(16) . ? C5 C4 1.510(4) . ? O4 C4 1.376(18) . ? loop_ _publcif_info_cif.paper_type ?