#------------------------------------------------------------------------------ #$Date: 2019-11-08 02:58:40 +0200 (Fri, 08 Nov 2019) $ #$Revision: 224928 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/05/83/7058317.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_7058317 loop_ _publ_author_name 'Teotia, Meenu' 'Tarannum, Nazia' 'Chauhan, Mohit' 'Soni, Rakesh Kumar' _publ_section_title ; Structure-based rational design, synthesis, crystal structure, DFT and molecular docking of 1,4-benzene dicarboxamide isomers with application as hardeners ; _journal_issue 21 _journal_name_full 'New Journal of Chemistry' _journal_page_first 7972 _journal_paper_doi 10.1039/C9NJ01560D _journal_volume 43 _journal_year 2019 _chemical_formula_sum 'C14 H20 N2 O2' _chemical_formula_weight 248.32 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2019-03-15 deposited with the CCDC. 2019-04-22 downloaded from the CCDC. ; _cell_angle_alpha 105.952(9) _cell_angle_beta 95.479(9) _cell_angle_gamma 106.190(9) _cell_formula_units_Z 1 _cell_length_a 5.0286(19) _cell_length_b 7.660(3) _cell_length_c 9.751(4) _cell_measurement_temperature 296(2) _cell_volume 340.7(2) _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_unetI/netI 0.0611 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 3419 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.047 _diffrn_reflns_theta_max 25.047 _diffrn_reflns_theta_min 2.211 _exptl_absorpt_coefficient_mu 0.081 _exptl_crystal_density_diffrn 1.210 _exptl_crystal_F_000 134 _refine_diff_density_max 0.181 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.051 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.919 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 83 _refine_ls_number_reflns 1205 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.919 _refine_ls_R_factor_all 0.1157 _refine_ls_R_factor_gt 0.0673 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.2818P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1600 _refine_ls_wR_factor_ref 0.1922 _reflns_Friedel_coverage 0.000 _reflns_number_gt 757 _reflns_number_total 1205 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9nj01560d2.cif _cod_data_source_block 3jula_0m_a _cod_depositor_comments 'Adding full bibliography for 7058317--7058318.cif.' _cod_database_code 7058317 _shelx_shelxl_version_number 2014/7 _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 ; 3jula_0m_a.res created by SHELXL-2014/7 TITL 3jula_0m_a.res in P-1 CELL 0.71073 5.0286 7.6603 9.7509 105.952 95.479 106.190 ZERR 1.000 0.0019 0.0029 0.0038 0.009 0.009 0.009 LATT 1 SFAC C H N O UNIT 14 20 2 2 OMIT -2 50.1 L.S. 10 ACTA BOND $H FMAP 2 PLAN 20 TEMP 23.000 WGHT 0.100000 0.281800 FVAR 1.53355 O1 4 0.283263 0.707778 0.338704 11.00000 0.03099 0.09824 = 0.04482 0.00286 0.01049 0.03308 N1 3 0.722006 0.704578 0.401376 11.00000 0.02857 0.06473 = 0.03177 0.00690 0.00747 0.02164 AFIX 43 H1A 2 0.866358 0.676913 0.373123 11.00000 -1.20000 AFIX 0 C3 1 0.505229 0.583383 0.147614 11.00000 0.02133 0.04186 = 0.03760 0.01029 0.00568 0.00929 C4 1 0.493949 0.669256 0.302730 11.00000 0.02745 0.04938 = 0.03707 0.00854 0.00934 0.01244 C1 1 0.343531 0.540882 -0.103548 11.00000 0.03732 0.05696 = 0.03679 0.01322 0.00360 0.02407 AFIX 43 H1 2 0.237709 0.569668 -0.172684 11.00000 -1.20000 AFIX 0 C2 1 0.347953 0.622788 0.042194 11.00000 0.03686 0.04921 = 0.04077 0.00815 0.00689 0.02435 AFIX 43 H2 2 0.244007 0.705464 0.069925 11.00000 -1.20000 AFIX 0 C5 1 0.731000 0.789098 0.555979 11.00000 0.04129 0.06941 = 0.03435 0.00707 0.01049 0.02395 AFIX 23 H5A 2 0.574969 0.709370 0.585197 11.00000 -1.20000 H5B 2 0.707331 0.914236 0.572799 11.00000 -1.20000 AFIX 0 C6 1 0.999447 0.809765 0.647206 11.00000 0.05725 0.07075 = 0.03957 0.01503 0.00838 0.02917 AFIX 23 H6A 2 1.156178 0.886032 0.616087 11.00000 -1.20000 H6B 2 1.020166 0.684219 0.633235 11.00000 -1.20000 AFIX 0 C7 1 1.009814 0.903946 0.807094 11.00000 0.07657 0.07826 = 0.03533 0.00837 0.00498 0.02246 AFIX 137 H7A 2 0.983381 1.026582 0.821015 11.00000 -1.50000 H7B 2 1.189562 0.920572 0.861480 11.00000 -1.50000 H7C 2 0.863061 0.824312 0.840015 11.00000 -1.50000 AFIX 0 HKLF 4 REM 3jula_0m_a.res in P-1 REM R1 = 0.0673 for 757 Fo > 4sig(Fo) and 0.1157 for all 1205 data REM 83 parameters refined using 0 restraints END WGHT 0.0555 0.1597 REM Highest difference peak 0.181, deepest hole -0.293, 1-sigma level 0.051 Q1 1 1.2329 0.9663 0.6159 11.00000 0.05 0.18 Q2 1 0.8949 0.7977 0.3783 11.00000 0.05 0.17 Q3 1 1.3627 1.1037 0.7142 11.00000 0.05 0.16 Q4 1 0.5893 0.5648 0.5775 11.00000 0.05 0.15 Q5 1 0.7907 0.7206 0.6509 11.00000 0.05 0.14 Q6 1 0.4853 1.0040 0.6392 11.00000 0.05 0.14 Q7 1 0.4627 0.6190 0.6413 11.00000 0.05 0.14 Q8 1 0.6316 0.7979 0.1232 11.00000 0.05 0.14 Q9 1 1.1611 0.7782 0.6026 11.00000 0.05 0.13 Q10 1 1.1704 1.0697 0.8025 11.00000 0.05 0.13 Q11 1 1.1031 1.0270 0.6185 11.00000 0.05 0.13 Q12 1 0.0644 0.7762 0.1690 11.00000 0.05 0.13 Q13 1 0.6947 0.5975 0.6173 11.00000 0.05 0.13 Q14 1 1.3283 1.0730 0.7994 11.00000 0.05 0.12 Q15 1 1.1522 1.2814 0.8832 11.00000 0.05 0.12 Q16 1 0.6081 0.5548 0.4063 11.00000 0.05 0.12 Q17 1 0.6207 0.6427 0.7161 11.00000 0.05 0.12 Q18 1 0.6737 1.0029 0.4738 11.00000 0.05 0.12 Q19 1 0.3173 0.5015 0.0927 11.00000 0.05 0.12 Q20 1 0.4683 0.9086 0.3803 11.00000 0.05 0.12 ; _shelx_res_checksum 54400 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 O1 O 0.2833(4) 0.7078(4) 0.3387(2) 0.0593(8) Uani 1 1 d . . N1 N 0.7220(5) 0.7046(4) 0.4014(3) 0.0419(8) Uani 1 1 d . . H1A H 0.8664 0.6769 0.3731 0.050 Uiso 1 1 calc R U C3 C 0.5052(6) 0.5834(4) 0.1476(3) 0.0342(8) Uani 1 1 d . . C4 C 0.4939(6) 0.6693(5) 0.3027(3) 0.0388(8) Uani 1 1 d . . C1 C 0.3435(6) 0.5409(5) -0.1035(3) 0.0423(9) Uani 1 1 d . . H1 H 0.2377 0.5697 -0.1727 0.051 Uiso 1 1 calc R U C2 C 0.3480(6) 0.6228(5) 0.0422(3) 0.0413(9) Uani 1 1 d . . H2 H 0.2440 0.7055 0.0699 0.050 Uiso 1 1 calc R U C5 C 0.7310(7) 0.7891(5) 0.5560(3) 0.0487(9) Uani 1 1 d . . H5A H 0.5750 0.7094 0.5852 0.058 Uiso 1 1 calc R U H5B H 0.7073 0.9142 0.5728 0.058 Uiso 1 1 calc R U C6 C 0.9994(8) 0.8098(6) 0.6472(4) 0.0545(10) Uani 1 1 d . . H6A H 1.1562 0.8860 0.6161 0.065 Uiso 1 1 calc R U H6B H 1.0202 0.6842 0.6332 0.065 Uiso 1 1 calc R U C7 C 1.0098(9) 0.9039(6) 0.8071(4) 0.0663(12) Uani 1 1 d . . H7A H 0.9834 1.0266 0.8210 0.099 Uiso 1 1 calc R U H7B H 1.1896 0.9206 0.8615 0.099 Uiso 1 1 calc R U H7C H 0.8631 0.8243 0.8400 0.099 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 O1 0.0310(12) 0.098(2) 0.0448(15) 0.0029(13) 0.0105(10) 0.0331(13) N1 0.0286(13) 0.0647(19) 0.0318(15) 0.0069(12) 0.0075(11) 0.0216(13) C3 0.0213(15) 0.0419(19) 0.0376(18) 0.0103(14) 0.0057(12) 0.0093(14) C4 0.0275(16) 0.049(2) 0.0371(19) 0.0085(15) 0.0093(14) 0.0124(15) C1 0.0373(18) 0.057(2) 0.0368(19) 0.0132(15) 0.0036(13) 0.0241(16) C2 0.0369(17) 0.049(2) 0.041(2) 0.0081(15) 0.0069(14) 0.0244(16) C5 0.0413(19) 0.069(2) 0.0343(19) 0.0071(16) 0.0105(14) 0.0239(17) C6 0.057(2) 0.071(3) 0.040(2) 0.0150(18) 0.0084(16) 0.029(2) C7 0.077(3) 0.078(3) 0.035(2) 0.0084(19) 0.0050(19) 0.022(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 C4 N1 C5 121.3(2) . . C4 N1 H1A 119.3 . . C5 N1 H1A 119.3 . . C1 C3 C2 118.4(3) 2_665 . C1 C3 C4 122.8(3) 2_665 . C2 C3 C4 118.8(3) . . O1 C4 N1 121.3(3) . . O1 C4 C3 121.3(3) . . N1 C4 C3 117.4(2) . . C2 C1 C3 120.7(3) . 2_665 C2 C1 H1 119.7 . . C3 C1 H1 119.7 2_665 . C1 C2 C3 120.9(3) . . C1 C2 H2 119.6 . . C3 C2 H2 119.6 . . N1 C5 C6 112.7(3) . . N1 C5 H5A 109.1 . . C6 C5 H5A 109.1 . . N1 C5 H5B 109.1 . . C6 C5 H5B 109.1 . . H5A C5 H5B 107.8 . . C5 C6 C7 112.1(3) . . C5 C6 H6A 109.2 . . C7 C6 H6A 109.2 . . C5 C6 H6B 109.2 . . C7 C6 H6B 109.2 . . H6A C6 H6B 107.9 . . C6 C7 H7A 109.5 . . C6 C7 H7B 109.5 . . H7A C7 H7B 109.5 . . C6 C7 H7C 109.5 . . H7A C7 H7C 109.5 . . H7B C7 H7C 109.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 O1 C4 1.233(3) . N1 C4 1.337(4) . N1 C5 1.459(4) . N1 H1A 0.8600 . C3 C1 1.382(4) 2_665 C3 C2 1.386(4) . C3 C4 1.488(4) . C1 C2 1.382(4) . C1 C3 1.382(4) 2_665 C1 H1 0.9300 . C2 H2 0.9300 . C5 C6 1.488(4) . C5 H5A 0.9700 . C5 H5B 0.9700 . C6 C7 1.516(4) . C6 H6A 0.9700 . C6 H6B 0.9700 . C7 H7A 0.9600 . C7 H7B 0.9600 . C7 H7C 0.9600 .