#------------------------------------------------------------------------------ #$Date: 2020-04-24 04:33:46 +0300 (Fri, 24 Apr 2020) $ #$Revision: 251123 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240388.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_7240388 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 'C36 H48 Cl8 Cu4 N8 O4' _chemical_formula_weight 1194.58 _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 93.56(3) _cell_angle_gamma 90 _cell_formula_units_Z 1 _cell_length_a 8.8760(18) _cell_length_b 6.9330(14) _cell_length_c 18.664(4) _cell_measurement_reflns_used 19224 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 33.548 _cell_measurement_theta_min 0.361 _cell_volume 1146.3(4) _computing_cell_refinement 'HKL3000sm (Otwinowski & Minor, 1997)' _computing_data_collection 'PAL BL2D-SMDC Program (Shin et. al, 2016)' _computing_data_reduction 'HKL3000sm (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'Mercury 4.1.0' _computing_publication_material 'enCIFer 1.7.1' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.925 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measurement_device_type 'Rayonix MX225HS CCD area detector' _diffrn_measurement_method 'omega scan' _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.630 _diffrn_reflns_av_R_equivalents 0.1146 _diffrn_reflns_av_unetI/netI 0.0806 _diffrn_reflns_Laue_measured_fraction_full 0.925 _diffrn_reflns_Laue_measured_fraction_max 0.966 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 13176 _diffrn_reflns_point_group_measured_fraction_full 0.925 _diffrn_reflns_point_group_measured_fraction_max 0.966 _diffrn_reflns_theta_full 22.210 _diffrn_reflns_theta_max 29.997 _diffrn_reflns_theta_min 2.779 _diffrn_source 'PLSII 2D bending magnet' _exptl_absorpt_coefficient_mu 1.677 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.864 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'HKL3000sm Scalepack(Otwinowski et.al,2003)' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.730 _exptl_crystal_description cubic _exptl_crystal_F_000 604 _exptl_crystal_size_max 0.157 _exptl_crystal_size_mid 0.132 _exptl_crystal_size_min 0.103 _refine_diff_density_max 2.699 _refine_diff_density_min -2.403 _refine_diff_density_rms 0.201 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 137 _refine_ls_number_reflns 4618 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.139 _refine_ls_R_factor_all 0.0612 _refine_ls_R_factor_gt 0.0577 _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^)+(0.1121P)^2^+0.3926P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1719 _refine_ls_wR_factor_ref 0.1742 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4392 _reflns_number_total 4618 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra00805b2.cif _cod_data_source_block LBCu _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7240388 _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 0.779 _shelx_estimated_absorpt_t_max 0.846 _shelx_res_file ; TITL p-1_a.res in P-1 New:P21/c p-1_a_pl.res created by SHELXL-2017/1 at 11:15:00 on 10-Apr-2020 CELL 0.63000 8.8760 6.9330 18.6640 90.000 93.560 90.000 ZERR 1 0.0018 0.0014 0.0040 0.000 0.030 0.000 LATT 1 SYMM - X , 0.50000 + Y , 0.50000 - Z SFAC C H Cl Cu N O DISP C 0.002 0.001 9.0 DISP H 0.000 0.000 0.7 DISP Cl 0.123 0.126 471.4 DISP Cu 0.338 1.025 3718.9 DISP N 0.004 0.003 14.8 DISP O 0.008 0.005 23.8 UNIT 36 48 8 4 8 4 ACTA LIST 4 ! automatically inserted. Change 6 to 4 for CHECKCIF!! TEMP -173.15 SIZE 0.157 0.132 0.103 OMIT -3.0 60 L.S. 32 FMAP 2 PLAN -10 BOND $H CONF REM RESI 0 WGHT 0.112100 0.392600 FVAR 1.01504 CU1 4 0.072644 0.745580 0.009865 11.00000 0.00296 0.00935 = 0.01143 -0.00202 -0.00185 -0.00005 N01 5 0.236058 0.845527 0.082489 11.00000 0.01028 0.00781 = 0.01193 -0.00023 -0.00352 -0.00066 N02 5 0.259861 0.672924 -0.041528 11.00000 0.00314 0.00840 = 0.01181 0.00102 -0.00258 -0.00087 CL1 3 -0.083880 0.615761 -0.078354 11.00000 0.00296 0.00993 = 0.01424 -0.00139 -0.00291 -0.00026 CL2 3 -0.118808 0.878740 0.067402 11.00000 0.00826 0.01110 = 0.01467 -0.00195 0.00063 0.00261 O1 6 0.311062 0.659824 0.220036 11.00000 0.01737 0.01765 = 0.01557 0.00602 0.00044 0.00124 C01 1 0.266991 0.577306 -0.103222 11.00000 0.00444 0.01243 = 0.01356 0.00079 -0.00109 -0.00007 AFIX 43 H01 2 0.176862 0.525725 -0.125723 11.00000 -1.20000 AFIX 0 C02 1 0.403120 0.550697 -0.135777 11.00000 0.00578 0.01542 = 0.01632 0.00164 0.00071 0.00151 AFIX 43 H02 2 0.405200 0.482973 -0.179953 11.00000 -1.20000 AFIX 0 C03 1 0.534914 0.624321 -0.102810 11.00000 0.00380 0.01501 = 0.01973 0.00504 0.00061 0.00132 AFIX 43 H03 2 0.628148 0.610213 -0.124653 11.00000 -1.20000 AFIX 0 C04 1 0.529199 0.719597 -0.037052 11.00000 0.00300 0.01185 = 0.02023 0.00493 -0.00239 -0.00134 AFIX 43 H04 2 0.618160 0.768780 -0.012652 11.00000 -1.20000 AFIX 0 C05 1 0.389801 0.739966 -0.008642 11.00000 0.00476 0.00701 = 0.01506 0.00194 -0.00348 -0.00077 C06 1 0.369853 0.830496 0.061336 11.00000 0.00807 0.00832 = 0.01577 0.00125 -0.00620 -0.00186 AFIX 43 H06 2 0.454239 0.876691 0.090135 11.00000 -1.20000 AFIX 0 C07 1 0.214153 0.928402 0.153115 11.00000 0.01719 0.01012 = 0.01341 -0.00497 -0.00470 -0.00015 AFIX 23 H07A 2 0.130232 1.022623 0.149251 11.00000 -1.20000 H07B 2 0.306818 0.997434 0.170734 11.00000 -1.20000 AFIX 0 C08 1 0.178465 0.771310 0.205771 11.00000 0.01402 0.01790 = 0.01313 -0.00188 -0.00143 -0.00072 AFIX 23 H08A 2 0.145890 0.829103 0.250783 11.00000 -1.20000 H08B 2 0.095801 0.688657 0.185124 11.00000 -1.20000 AFIX 0 C09 1 0.284134 0.500070 0.265363 11.00000 0.03680 0.02069 = 0.01951 0.00885 0.00115 -0.00205 AFIX 137 H09A 2 0.248938 0.546832 0.310974 11.00000 -1.50000 H09B 2 0.377886 0.427005 0.274474 11.00000 -1.50000 H09C 2 0.207033 0.416346 0.241861 11.00000 -1.50000 AFIX 0 HKLF 4 1 0.0000 1.0000 0.0000 -1.0000 0.0000 0.0000 0.0000 0.0000 1.0000 REM p-1_a.res in P-1 New:P21/c REM R1 = 0.0577 for 4392 Fo > 4sig(Fo) and 0.0612 for all 4618 data REM 137 parameters refined using 0 restraints END WGHT 0.1121 0.3926 REM Highest difference peak 2.699, deepest hole -2.403, 1-sigma level 0.201 Q1 1 0.0651 0.8185 0.0328 11.00000 0.05 2.70 Q2 1 0.0670 0.6751 0.0321 11.00000 0.05 2.68 Q3 1 0.0810 0.8215 -0.0114 11.00000 0.05 2.48 Q4 1 0.0789 0.6714 -0.0123 11.00000 0.05 2.33 Q5 1 0.1545 0.7454 0.0178 11.00000 0.05 1.91 Q6 1 -0.0131 0.7446 0.0033 11.00000 0.05 1.82 Q7 1 -0.0799 0.6839 -0.1012 11.00000 0.05 1.60 Q8 1 -0.0880 0.6838 -0.0568 11.00000 0.05 1.56 Q9 1 -0.1268 0.8071 0.0894 11.00000 0.05 1.48 Q10 1 -0.0776 0.5454 -0.1034 11.00000 0.05 1.46 ; _shelx_res_checksum 4720 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 0.07264(2) 0.74558(2) 0.00987(2) 0.00801(11) Uani 1 1 d . . . . . N01 N 0.23606(15) 0.84553(19) 0.08249(7) 0.0102(2) Uani 1 1 d . . . . . N02 N 0.25986(12) 0.67292(18) -0.04153(6) 0.0079(2) Uani 1 1 d . . . . . Cl1 Cl -0.08388(3) 0.61576(5) -0.07835(2) 0.00919(11) Uani 1 1 d . . . . . Cl2 Cl -0.11881(4) 0.87874(5) 0.06740(2) 0.01134(11) Uani 1 1 d . . . . . O1 O 0.31106(15) 0.6598(2) 0.22004(7) 0.0169(2) Uani 1 1 d . . . . . C01 C 0.26699(15) 0.5773(2) -0.10322(8) 0.0102(2) Uani 1 1 d . . . . . H01 H 0.176862 0.525725 -0.125723 0.012 Uiso 1 1 calc R U . . . C02 C 0.40312(16) 0.5507(2) -0.13578(8) 0.0125(2) Uani 1 1 d . . . . . H02 H 0.405200 0.482973 -0.179953 0.015 Uiso 1 1 calc R U . . . C03 C 0.53491(16) 0.6243(2) -0.10281(9) 0.0129(3) Uani 1 1 d . . . . . H03 H 0.628148 0.610213 -0.124653 0.015 Uiso 1 1 calc R U . . . C04 C 0.52920(16) 0.7196(2) -0.03705(9) 0.0118(3) Uani 1 1 d . . . . . H04 H 0.618160 0.768780 -0.012652 0.014 Uiso 1 1 calc R U . . . C05 C 0.3898(2) 0.73997(17) -0.00864(10) 0.0091(3) Uani 1 1 d . . . . . C06 C 0.36985(16) 0.8305(2) 0.06134(8) 0.0110(2) Uani 1 1 d . . . . . H06 H 0.454239 0.876691 0.090135 0.013 Uiso 1 1 calc R U . . . C07 C 0.21415(18) 0.9284(2) 0.15311(8) 0.0138(3) Uani 1 1 d . . . . . H07A H 0.130232 1.022623 0.149251 0.017 Uiso 1 1 calc R U . . . H07B H 0.306818 0.997434 0.170734 0.017 Uiso 1 1 calc R U . . . C08 C 0.1785(2) 0.7713(3) 0.20577(10) 0.0151(3) Uani 1 1 d . . . . . H08A H 0.145890 0.829103 0.250783 0.018 Uiso 1 1 calc R U . . . H08B H 0.095801 0.688657 0.185124 0.018 Uiso 1 1 calc R U . . . C09 C 0.2841(3) 0.5001(3) 0.26536(10) 0.0257(4) Uani 1 1 d . . . . . H09A H 0.248938 0.546832 0.310974 0.039 Uiso 1 1 calc R U . . . H09B H 0.377886 0.427005 0.274474 0.039 Uiso 1 1 calc R U . . . H09C H 0.207033 0.416346 0.241861 0.039 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 0.00296(14) 0.00935(16) 0.01143(14) -0.00202(5) -0.00185(9) -0.00005(4) N01 0.0103(5) 0.0078(5) 0.0119(5) -0.0002(4) -0.0035(4) -0.0007(4) N02 0.0031(4) 0.0084(5) 0.0118(4) 0.0010(4) -0.0026(3) -0.0009(3) Cl1 0.00296(16) 0.00993(18) 0.01424(17) -0.00139(10) -0.00291(12) -0.00026(8) Cl2 0.00826(17) 0.01110(19) 0.01467(17) -0.00195(10) 0.00063(13) 0.00261(9) O1 0.0174(5) 0.0177(5) 0.0156(5) 0.0060(5) 0.0004(4) 0.0012(4) C01 0.0044(5) 0.0124(6) 0.0136(5) 0.0008(5) -0.0011(4) -0.0001(4) C02 0.0058(5) 0.0154(6) 0.0163(5) 0.0016(5) 0.0007(4) 0.0015(4) C03 0.0038(5) 0.0150(6) 0.0197(6) 0.0050(5) 0.0006(5) 0.0013(4) C04 0.0030(5) 0.0119(5) 0.0202(6) 0.0049(5) -0.0024(5) -0.0013(4) C05 0.0048(6) 0.0070(5) 0.0151(6) 0.0019(4) -0.0035(5) -0.0008(4) C06 0.0081(5) 0.0083(5) 0.0158(5) 0.0012(5) -0.0062(4) -0.0019(4) C07 0.0172(6) 0.0101(6) 0.0134(5) -0.0050(5) -0.0047(5) -0.0001(5) C08 0.0140(7) 0.0179(7) 0.0131(6) -0.0019(5) -0.0014(5) -0.0007(5) C09 0.0368(10) 0.0207(8) 0.0195(7) 0.0089(6) 0.0011(7) -0.0020(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0020 0.0010 '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' Cl Cl 0.1230 0.1260 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3380 1.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0080 0.0050 '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 N02 Cu1 N01 80.19(5) . . ? N02 Cu1 Cl2 170.05(4) . . ? N01 Cu1 Cl2 94.01(4) . . ? N02 Cu1 Cl1 92.34(4) . . ? N01 Cu1 Cl1 172.43(4) . . ? Cl2 Cu1 Cl1 93.56(2) . . ? C06 N01 C07 119.24(12) . . ? C06 N01 Cu1 113.71(10) . . ? C07 N01 Cu1 127.05(10) . . ? C01 N02 C05 118.49(13) . . ? C01 N02 Cu1 127.92(9) . . ? C05 N02 Cu1 113.52(11) . . ? C08 O1 C09 111.56(15) . . ? N02 C01 C02 121.97(13) . . ? N02 C01 H01 119.0 . . ? C02 C01 H01 119.0 . . ? C03 C02 C01 119.16(14) . . ? C03 C02 H02 120.4 . . ? C01 C02 H02 120.4 . . ? C02 C03 C04 119.25(14) . . ? C02 C03 H03 120.4 . . ? C04 C03 H03 120.4 . . ? C05 C04 C03 117.84(14) . . ? C05 C04 H04 121.1 . . ? C03 C04 H04 121.1 . . ? N02 C05 C04 123.23(15) . . ? N02 C05 C06 113.77(15) . . ? C04 C05 C06 122.97(15) . . ? N01 C06 C05 118.33(13) . . ? N01 C06 H06 120.8 . . ? C05 C06 H06 120.8 . . ? N01 C07 C08 110.34(13) . . ? N01 C07 H07A 109.6 . . ? C08 C07 H07A 109.6 . . ? N01 C07 H07B 109.6 . . ? C08 C07 H07B 109.6 . . ? H07A C07 H07B 108.1 . . ? O1 C08 C07 108.01(15) . . ? O1 C08 H08A 110.1 . . ? C07 C08 H08A 110.1 . . ? O1 C08 H08B 110.1 . . ? C07 C08 H08B 110.1 . . ? H08A C08 H08B 108.4 . . ? O1 C09 H09A 109.5 . . ? O1 C09 H09B 109.5 . . ? H09A C09 H09B 109.5 . . ? O1 C09 H09C 109.5 . . ? H09A C09 H09C 109.5 . . ? H09B C09 H09C 109.5 . . ? 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 N02 2.0330(13) . ? Cu1 N01 2.0438(14) . ? Cu1 Cl2 2.2627(6) . ? Cu1 Cl1 2.2732(7) . ? N01 C06 1.279(2) . ? N01 C07 1.462(2) . ? N02 C01 1.3336(19) . ? N02 C05 1.355(2) . ? O1 C08 1.419(2) . ? O1 C09 1.423(2) . ? C01 C02 1.3980(19) . ? C01 H01 0.9500 . ? C02 C03 1.385(2) . ? C02 H02 0.9500 . ? C03 C04 1.397(2) . ? C03 H03 0.9500 . ? C04 C05 1.383(2) . ? C04 H04 0.9500 . ? C05 C06 1.470(2) . ? C06 H06 0.9500 . ? C07 C08 1.514(2) . ? C07 H07A 0.9900 . ? C07 H07B 0.9900 . ? C08 H08A 0.9900 . ? C08 H08B 0.9900 . ? C09 H09A 0.9800 . ? C09 H09B 0.9800 . ? C09 H09C 0.9800 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C05 N02 C01 C02 -2.3(2) . . . . ? Cu1 N02 C01 C02 174.56(11) . . . . ? N02 C01 C02 C03 0.5(2) . . . . ? C01 C02 C03 C04 1.4(2) . . . . ? C02 C03 C04 C05 -1.5(2) . . . . ? C01 N02 C05 C04 2.2(2) . . . . ? Cu1 N02 C05 C04 -175.14(11) . . . . ? C01 N02 C05 C06 -175.81(13) . . . . ? Cu1 N02 C05 C06 6.90(15) . . . . ? C03 C04 C05 N02 -0.2(2) . . . . ? C03 C04 C05 C06 177.54(14) . . . . ? C07 N01 C06 C05 177.68(13) . . . . ? Cu1 N01 C06 C05 -2.23(17) . . . . ? N02 C05 C06 N01 -3.17(19) . . . . ? C04 C05 C06 N01 178.86(14) . . . . ? C06 N01 C07 C08 -104.72(17) . . . . ? Cu1 N01 C07 C08 75.19(16) . . . . ? C09 O1 C08 C07 -175.87(14) . . . . ? N01 C07 C08 O1 69.83(16) . . . . ?