#------------------------------------------------------------------------------ #$Date: 2020-04-24 04:33:46 +0300 (Fri, 24 Apr 2020) $ #$Revision: 251123 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240390.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_7240390 loop_ _publ_author_name 'Lee, Jaegyeong' 'Yoon, Minyoung' 'Lee, Hyosun' 'Nayab, Saira' _publ_section_title ; Stereoselective polymerization of methyl methacrylate and rac-lactide mediated by iminomethylpyridine based Cu(ii) complexes ; _journal_issue 27 _journal_name_full 'RSC Advances' _journal_page_first 16209 _journal_paper_doi 10.1039/D0RA00805B _journal_volume 10 _journal_year 2020 _chemical_formula_sum 'C10 H14 Cl2 Cu N2 O' _chemical_formula_weight 312.67 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2017/1 _audit_update_record ; 2020-04-11 deposited with the CCDC. 2020-04-17 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.41(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 19.134(4) _cell_length_b 8.7200(17) _cell_length_c 7.4760(15) _cell_measurement_reflns_used 32498 _cell_measurement_temperature 200(2) _cell_measurement_theta_max 33.68 _cell_measurement_theta_min 0.35 _cell_volume 1245.2(4) _computing_cell_refinement HKL3000sm _computing_data_collection 'PAL BL2D-SMDC Program' _computing_data_reduction HKL3000sm _computing_molecular_graphics ORTEP _computing_publication_material WinGX _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 200(2) _diffrn_measured_fraction_theta_full 0.968 _diffrn_measured_fraction_theta_max 0.946 _diffrn_measurement_device_type 'Rayonix MX225HS CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.610 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_unetI/netI 0.0434 _diffrn_reflns_Laue_measured_fraction_full 0.968 _diffrn_reflns_Laue_measured_fraction_max 0.946 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 19721 _diffrn_reflns_point_group_measured_fraction_full 0.968 _diffrn_reflns_point_group_measured_fraction_max 0.946 _diffrn_reflns_theta_full 21.469 _diffrn_reflns_theta_max 29.999 _diffrn_reflns_theta_min 2.204 _diffrn_source 'PLSII 2D bending magnet' _exptl_absorpt_coefficient_mu 1.415 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.931 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'HKL3000 Scalepack' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.668 _exptl_crystal_description block _exptl_crystal_F_000 636 _exptl_crystal_size_max 0.070 _exptl_crystal_size_mid 0.060 _exptl_crystal_size_min 0.035 _refine_diff_density_max 0.813 _refine_diff_density_min -1.418 _refine_diff_density_rms 0.151 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 146 _refine_ls_number_reflns 5437 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.101 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0418 _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^)+(0.0681P)^2^+0.4729P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1191 _refine_ls_wR_factor_ref 0.1215 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4893 _reflns_number_total 5437 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra00805b2.cif _cod_data_source_block tt_a _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7240390 _shelx_shelxl_version_number 2017/1 _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 0.907 _shelx_estimated_absorpt_t_max 0.952 _shelx_res_file ; TITL tt_a.res in P2(1)/c tt_a.res created by SHELXL-2017/1 at 11:41:15 on 10-Apr-2020 CELL 0.61000 19.1340 8.7200 7.4760 90.000 93.410 90.000 ZERR 4.000 0.0038 0.0017 0.0015 0.000 0.030 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H N O Cl Cu DISP $C 0.00209 0.00120 8.50886!source kissel DISP $H -0.00002 0.00000 0.66340!source kissel DISP $N 0.00435 0.00243 13.80404!source kissel DISP $O 0.00778 0.00443 22.00730!source kissel DISP $Cl 0.11774 0.11849 429.40984!source kissel DISP $Cu 0.33701 0.97027 3401.93825!source kissel UNIT 40 56 8 4 8 4 ACTA OMIT -3.0 60 L.S. 32 TEMP -73.15 SIZE 0.070 0.060 0.035 BOND FMAP 2 PLAN 20 LIST 6 WGHT 0.068100 0.472900 FVAR 0.36432 CU1 6 0.200123 0.680987 0.551695 11.00000 0.02494 0.00950 = 0.02734 -0.00049 -0.00670 0.00003 CL1 5 0.125976 0.837406 0.391012 11.00000 0.03482 0.01055 = 0.03450 0.00101 -0.01006 0.00276 CL2 5 0.262458 0.876800 0.679232 11.00000 0.02974 0.01792 = 0.03247 -0.00608 -0.00296 -0.00455 N1 3 0.143858 0.490402 0.480251 11.00000 0.02552 0.00992 = 0.02147 -0.00092 -0.00197 0.00131 N2 3 0.267873 0.514482 0.647009 11.00000 0.02557 0.01752 = 0.01916 0.00062 -0.00314 0.00179 O1 4 0.496312 0.517427 0.753471 11.00000 0.03147 0.03100 = 0.03897 0.00305 -0.00839 0.00423 C1 1 0.080190 0.482783 0.396628 11.00000 0.02642 0.01334 = 0.03118 -0.00330 -0.00595 0.00129 AFIX 43 H1 2 0.058107 0.574991 0.355886 11.00000 -1.20000 AFIX 0 C2 1 0.045117 0.343963 0.367222 11.00000 0.02990 0.01608 = 0.03510 -0.00591 -0.00523 -0.00267 AFIX 43 H2 2 -0.000605 0.342033 0.310285 11.00000 -1.20000 AFIX 0 C3 1 0.077860 0.209385 0.422125 11.00000 0.03745 0.01332 = 0.03577 -0.00493 -0.00147 -0.00366 AFIX 43 H3 2 0.054890 0.113651 0.403303 11.00000 -1.20000 AFIX 0 C4 1 0.144769 0.215401 0.505212 11.00000 0.03786 0.01014 = 0.02990 -0.00152 -0.00109 0.00021 AFIX 43 H4 2 0.168806 0.124243 0.541597 11.00000 -1.20000 AFIX 0 C5 1 0.175421 0.357894 0.533487 11.00000 0.02828 0.01049 = 0.02124 -0.00025 -0.00017 0.00119 C6 1 0.244563 0.378523 0.624588 11.00000 0.02941 0.01573 = 0.02329 0.00221 -0.00346 0.00367 AFIX 43 H6 2 0.271442 0.292637 0.666043 11.00000 -1.20000 AFIX 0 C7 1 0.337929 0.536676 0.733837 11.00000 0.02636 0.02489 = 0.01993 0.00117 -0.00472 0.00120 AFIX 23 H7A 2 0.354414 0.439737 0.790914 11.00000 -1.20000 H7B 2 0.336091 0.615901 0.828293 11.00000 -1.20000 AFIX 0 C8 1 0.388437 0.586345 0.595555 11.00000 0.02723 0.04124 = 0.02116 0.00395 -0.00200 0.00266 AFIX 23 H8A 2 0.396996 0.498639 0.515663 11.00000 -1.20000 H8B 2 0.366520 0.669265 0.521180 11.00000 -1.20000 AFIX 0 C9 1 0.457641 0.642494 0.678177 11.00000 0.03020 0.02846 = 0.03593 0.00790 -0.00085 -0.00047 AFIX 23 H9A 2 0.484573 0.692670 0.585446 11.00000 -1.20000 H9B 2 0.449418 0.718996 0.772488 11.00000 -1.20000 AFIX 0 C10 1 0.560477 0.566731 0.838738 11.00000 0.03041 0.05721 = 0.03194 -0.01086 -0.00663 0.00755 AFIX 137 H10A 2 0.584613 0.634490 0.757946 11.00000 -1.50000 H10B 2 0.589981 0.477388 0.868567 11.00000 -1.50000 H10C 2 0.551240 0.622436 0.948710 11.00000 -1.50000 AFIX 0 HKLF 4 REM tt_a.res in P2(1)/c REM R1 = 0.0418 for 4893 Fo > 4sig(Fo) and 0.0449 for all 5437 data REM 146 parameters refined using 0 restraints END WGHT 0.0681 0.4729 REM Highest difference peak 0.813, deepest hole -1.418, 1-sigma level 0.151 Q1 1 0.1163 0.8399 0.4795 11.00000 0.05 0.81 Q2 1 0.1973 0.6841 0.6667 11.00000 0.05 0.60 Q3 1 0.2638 0.5843 0.6056 11.00000 0.05 0.55 Q4 1 0.1598 0.2845 0.5198 11.00000 0.05 0.54 Q5 1 0.2172 0.8690 0.6250 11.00000 0.05 0.53 Q6 1 0.2259 0.8553 0.4509 11.00000 0.05 0.53 Q7 1 0.1157 0.6967 0.6067 11.00000 0.05 0.53 Q8 1 0.0611 0.2751 0.4084 11.00000 0.05 0.53 Q9 1 0.2011 0.7562 0.6460 11.00000 0.05 0.51 Q10 1 0.1167 0.6603 0.4475 11.00000 0.05 0.51 Q11 1 0.1811 0.7512 0.5528 11.00000 0.05 0.50 Q12 1 0.0613 0.4165 0.3840 11.00000 0.05 0.50 Q13 1 0.1637 0.4308 0.5042 11.00000 0.05 0.50 Q14 1 0.2366 0.8143 0.6740 11.00000 0.05 0.49 Q15 1 0.1613 0.8183 0.6400 11.00000 0.05 0.49 Q16 1 0.0994 0.6718 0.5054 11.00000 0.05 0.49 Q17 1 0.2872 0.6740 0.6429 11.00000 0.05 0.49 Q18 1 0.1292 0.6263 0.6320 11.00000 0.05 0.48 Q19 1 0.1311 0.7524 0.6290 11.00000 0.05 0.47 Q20 1 0.3003 0.6395 0.5966 11.00000 0.05 0.46 ; _shelx_res_checksum 93960 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 Cu1 Cu 0.20012(2) 0.68099(2) 0.55169(2) 0.02092(7) Uani 1 1 d . . . . . Cl1 Cl 0.12598(2) 0.83741(4) 0.39101(5) 0.02711(9) Uani 1 1 d . . . . . Cl2 Cl 0.26246(2) 0.87680(4) 0.67923(5) 0.02690(9) Uani 1 1 d . . . . . N1 N 0.14386(7) 0.49040(12) 0.48025(15) 0.01911(19) Uani 1 1 d . . . . . N2 N 0.26787(7) 0.51448(14) 0.64701(16) 0.0209(2) Uani 1 1 d . . . . . O1 O 0.49631(7) 0.51743(17) 0.75347(19) 0.0342(3) Uani 1 1 d . . . . . C1 C 0.08019(8) 0.48278(15) 0.3966(2) 0.0240(3) Uani 1 1 d . . . . . H1 H 0.058107 0.574991 0.355886 0.029 Uiso 1 1 calc R U . . . C2 C 0.04512(9) 0.34396(17) 0.3672(2) 0.0273(3) Uani 1 1 d . . . . . H2 H -0.000605 0.342033 0.310285 0.033 Uiso 1 1 calc R U . . . C3 C 0.07786(10) 0.20939(17) 0.4221(2) 0.0290(3) Uani 1 1 d . . . . . H3 H 0.054890 0.113651 0.403303 0.035 Uiso 1 1 calc R U . . . C4 C 0.14477(9) 0.21540(16) 0.5052(2) 0.0261(3) Uani 1 1 d . . . . . H4 H 0.168806 0.124243 0.541597 0.031 Uiso 1 1 calc R U . . . C5 C 0.17542(8) 0.35789(15) 0.53349(18) 0.0201(2) Uani 1 1 d . . . . . C6 C 0.24456(8) 0.37852(16) 0.62459(19) 0.0230(2) Uani 1 1 d . . . . . H6 H 0.271442 0.292637 0.666043 0.028 Uiso 1 1 calc R U . . . C7 C 0.33793(8) 0.53668(18) 0.73384(19) 0.0240(2) Uani 1 1 d . . . . . H7A H 0.354414 0.439737 0.790914 0.029 Uiso 1 1 calc R U . . . H7B H 0.336091 0.615901 0.828293 0.029 Uiso 1 1 calc R U . . . C8 C 0.38844(9) 0.5863(2) 0.5956(2) 0.0300(3) Uani 1 1 d . . . . . H8A H 0.396996 0.498639 0.515663 0.036 Uiso 1 1 calc R U . . . H8B H 0.366520 0.669265 0.521180 0.036 Uiso 1 1 calc R U . . . C9 C 0.45764(10) 0.6425(2) 0.6782(3) 0.0316(3) Uani 1 1 d . . . . . H9A H 0.484573 0.692670 0.585446 0.038 Uiso 1 1 calc R U . . . H9B H 0.449418 0.718996 0.772488 0.038 Uiso 1 1 calc R U . . . C10 C 0.56048(11) 0.5667(3) 0.8387(3) 0.0402(4) Uani 1 1 d . . . . . H10A H 0.584613 0.634490 0.757946 0.060 Uiso 1 1 calc R U . . . H10B H 0.589981 0.477388 0.868567 0.060 Uiso 1 1 calc R U . . . H10C H 0.551240 0.622436 0.948710 0.060 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 Cu1 0.02494(12) 0.00950(8) 0.02734(10) -0.00049(5) -0.00670(7) 0.00003(5) Cl1 0.0348(2) 0.01055(12) 0.03450(18) 0.00101(10) -0.01006(14) 0.00276(11) Cl2 0.02974(19) 0.01792(15) 0.03247(17) -0.00608(11) -0.00296(13) -0.00455(12) N1 0.0255(5) 0.0099(4) 0.0215(4) -0.0009(3) -0.0020(4) 0.0013(4) N2 0.0256(6) 0.0175(5) 0.0192(4) 0.0006(4) -0.0031(4) 0.0018(4) O1 0.0315(6) 0.0310(6) 0.0390(6) 0.0031(5) -0.0084(5) 0.0042(5) C1 0.0264(7) 0.0133(5) 0.0312(6) -0.0033(4) -0.0060(5) 0.0013(4) C2 0.0299(8) 0.0161(5) 0.0351(7) -0.0059(5) -0.0052(5) -0.0027(5) C3 0.0374(8) 0.0133(5) 0.0358(7) -0.0049(5) -0.0015(6) -0.0037(5) C4 0.0379(8) 0.0101(5) 0.0299(6) -0.0015(4) -0.0011(5) 0.0002(5) C5 0.0283(7) 0.0105(4) 0.0212(5) -0.0002(4) -0.0002(4) 0.0012(4) C6 0.0294(7) 0.0157(5) 0.0233(5) 0.0022(4) -0.0035(4) 0.0037(4) C7 0.0264(7) 0.0249(6) 0.0199(5) 0.0012(4) -0.0047(4) 0.0012(5) C8 0.0272(7) 0.0412(9) 0.0212(6) 0.0039(6) -0.0020(5) 0.0027(6) C9 0.0302(8) 0.0285(7) 0.0359(8) 0.0079(6) -0.0009(6) -0.0005(6) C10 0.0304(9) 0.0572(13) 0.0319(8) -0.0109(8) -0.0066(6) 0.0075(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0021 0.0012 '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 0.0044 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0078 0.0044 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1177 0.1185 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3370 0.9703 '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 N1 Cu1 N2 79.99(5) . . ? N1 Cu1 Cl2 170.20(3) . . ? N2 Cu1 Cl2 94.68(4) . . ? N1 Cu1 Cl1 92.74(4) . . ? N2 Cu1 Cl1 167.83(4) . . ? Cl2 Cu1 Cl1 93.85(2) . . ? C1 N1 C5 118.26(12) . . ? C1 N1 Cu1 128.06(9) . . ? C5 N1 Cu1 113.61(10) . . ? C6 N2 C7 118.97(13) . . ? C6 N2 Cu1 113.88(11) . . ? C7 N2 Cu1 127.14(10) . . ? C9 O1 C10 111.33(17) . . ? N1 C1 C2 122.21(13) . . ? C3 C2 C1 119.01(16) . . ? C2 C3 C4 119.35(14) . . ? C5 C4 C3 118.19(14) . . ? N1 C5 C4 122.95(14) . . ? N1 C5 C6 114.05(12) . . ? C4 C5 C6 122.99(13) . . ? N2 C6 C5 118.39(12) . . ? N2 C7 C8 109.75(12) . . ? C9 C8 C7 113.08(13) . . ? O1 C9 C8 109.75(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 Cu1 N1 2.0342(12) . ? Cu1 N2 2.0461(13) . ? Cu1 Cl2 2.2609(5) . ? Cu1 Cl1 2.2613(6) . ? N1 C1 1.337(2) . ? N1 C5 1.3526(17) . ? N2 C6 1.2742(18) . ? N2 C7 1.467(2) . ? O1 C9 1.416(2) . ? O1 C10 1.416(3) . ? C1 C2 1.395(2) . ? C2 C3 1.381(2) . ? C3 C4 1.390(2) . ? C4 C5 1.385(2) . ? C5 C6 1.463(2) . ? C7 C8 1.520(2) . ? C8 C9 1.509(3) . ?