#------------------------------------------------------------------------------ #$Date: 2020-04-24 04:33:46 +0300 (Fri, 24 Apr 2020) $ #$Revision: 251123 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240391.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_7240391 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 'C11 H17 Cl2 Cu N3' _chemical_formula_weight 325.71 _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 difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-03-26 deposited with the CCDC. 2020-04-17 downloaded from the CCDC. ; _cell_angle_alpha 96.81(3) _cell_angle_beta 102.83(3) _cell_angle_gamma 113.02(3) _cell_formula_units_Z 2 _cell_length_a 7.2550(15) _cell_length_b 8.9600(18) _cell_length_c 11.553(2) _cell_measurement_reflns_used 21761 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 33.68 _cell_measurement_theta_min 0.35 _cell_volume 656.0(3) _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 100(2) _diffrn_measured_fraction_theta_full 0.954 _diffrn_measured_fraction_theta_max 0.746 _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 0.0252 _diffrn_reflns_av_unetI/netI 0.0468 _diffrn_reflns_Laue_measured_fraction_full 0.954 _diffrn_reflns_Laue_measured_fraction_max 0.746 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 11940 _diffrn_reflns_point_group_measured_fraction_full 0.954 _diffrn_reflns_point_group_measured_fraction_max 0.746 _diffrn_reflns_theta_full 21.469 _diffrn_reflns_theta_max 33.566 _diffrn_reflns_theta_min 1.594 _diffrn_source 'PLSII 2D bending magnet' _exptl_absorpt_coefficient_mu 1.344 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.945 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'HKL3000sm Scalepack' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.649 _exptl_crystal_description block _exptl_crystal_F_000 334 _exptl_crystal_size_max 0.040 _exptl_crystal_size_mid 0.040 _exptl_crystal_size_min 0.035 _refine_diff_density_max 1.197 _refine_diff_density_min -2.163 _refine_diff_density_rms 0.198 _refine_ls_extinction_coef 0.117(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 223 _refine_ls_number_reflns 6098 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.086 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0519 _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^)+(0.0999P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1399 _refine_ls_wR_factor_ref 0.1532 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4699 _reflns_number_total 6098 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra00805b2.cif _cod_data_source_block '[LGCuCl2]' _cod_database_code 7240391 _shelx_shelxl_version_number 2018/3 _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_estimated_absorpt_t_min 0.948 _shelx_estimated_absorpt_t_max 0.954 _shelx_res_file ; TITL [LGCuCl2].res in P-1 [LGCuCl2].res created by SHELXL-2018/3 at 19:20:16 on 24-Mar-2020 CELL 0.61000 7.2550 8.9600 11.5530 96.814 102.829 113.022 ZERR 2.000 0.0015 0.0018 0.0023 0.030 0.030 0.030 LATT 1 SFAC C H N 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 $Cl 0.11774 0.11849 429.40984!source kissel DISP $Cu 0.33701 0.97027 3401.93825!source kissel UNIT 22 34 6 4 2 ACTA LIST 6 L.S. 32 CONF WPDB OMIT -3 13 4 OMIT 5 -10 13 OMIT 2 -11 13 OMIT 9 -10 9 OMIT 2 -4 4 OMIT 7 -11 10 OMIT -2 12 3 OMIT 7 -9 13 BOND $H HTAB TEMP -173 SIZE 0.04 0.04 0.035 FMAP -2 PLAN -10 WGHT 0.099900 EXTI 0.117228 FVAR 0.79544 CU1 5 0.233426 0.390694 0.261152 11.00000 0.00899 0.02349 = 0.00704 0.00046 0.00550 0.00599 CL1 4 -0.072279 0.219189 0.083040 11.00000 0.01063 0.03138 = 0.00827 -0.00042 0.00386 0.00674 CL2 4 0.156471 0.594358 0.346976 11.00000 0.01970 0.02795 = 0.01454 0.00267 0.01205 0.01213 N1 3 0.425799 0.560240 0.183824 11.00000 0.01063 0.02715 = 0.00824 -0.00042 0.00608 0.00606 N2 3 0.417901 0.278375 0.227600 11.00000 0.01121 0.02560 = 0.00975 0.00114 0.00563 0.00780 N3 3 0.133759 0.244036 0.385192 11.00000 0.01132 0.02856 = 0.00756 0.00132 0.00469 0.00578 C1 1 0.413341 0.693934 0.152190 11.00000 0.01460 0.02793 = 0.01210 0.00174 0.00919 0.00859 H2 2 0.307741 0.722362 0.169076 11.00000 0.02030 C2 1 0.560401 0.801861 0.104227 11.00000 0.01947 0.02517 = 0.01025 0.00160 0.00824 0.00753 H3 2 0.549212 0.899325 0.081918 11.00000 0.01995 C3 1 0.726379 0.767515 0.089760 11.00000 0.01322 0.02945 = 0.00889 0.00002 0.00677 0.00282 H13 2 0.819596 0.839399 0.055941 11.00000 0.02488 C4 1 0.739395 0.626915 0.121316 11.00000 0.00997 0.03163 = 0.00914 -0.00053 0.00574 0.00509 H12 2 0.852936 0.595015 0.115066 11.00000 0.01459 C5 1 0.585357 0.525286 0.166674 11.00000 0.00843 0.02715 = 0.00694 0.00027 0.00453 0.00565 C6 1 0.571019 0.365645 0.190191 11.00000 0.00995 0.02966 = 0.00904 -0.00012 0.00487 0.00873 H15 2 0.661491 0.329009 0.172756 11.00000 0.01540 C7 1 0.379011 0.108055 0.232735 11.00000 0.01449 0.02718 = 0.01479 -0.00039 0.00644 0.00824 H14 2 0.272132 0.043747 0.171531 11.00000 0.03124 H7 2 0.492622 0.083071 0.220646 11.00000 0.01966 C8 1 0.330640 0.068666 0.350070 11.00000 0.02007 0.02695 = 0.01700 0.00438 0.00768 0.00961 H6 2 0.313933 -0.043762 0.352841 11.00000 0.02983 H8 2 0.437910 0.144671 0.419198 11.00000 0.02230 C9 1 0.127164 0.075828 0.356733 11.00000 0.01779 0.02652 = 0.01367 0.00274 0.00844 0.00595 H5 2 0.033625 0.032385 0.287697 11.00000 0.00891 H9 2 0.089947 0.021863 0.425038 11.00000 0.01961 C10 1 0.268079 0.332271 0.511829 11.00000 0.01645 0.03169 = 0.00832 0.00054 0.00328 0.00531 H17 2 0.221535 0.258728 0.561517 11.00000 0.05195 H1 2 0.255721 0.434152 0.531128 11.00000 0.02761 H10 2 0.412009 0.352994 0.523177 11.00000 0.01567 C11 1 -0.083871 0.217302 0.379240 11.00000 0.01338 0.03424 = 0.01435 0.00671 0.00918 0.00840 H16 2 -0.124809 0.143949 0.432933 11.00000 0.02823 H4 2 -0.176379 0.159664 0.294197 11.00000 0.02460 H11 2 -0.089299 0.324936 0.399202 11.00000 0.01895 HKLF 4 REM [LGCuCl2].res in P-1 REM wR2 = 0.1532, GooF = S = 1.086, Restrained GooF = 1.086 for all data REM R1 = 0.0519 for 4699 Fo > 4sig(Fo) and 0.0676 for all 6098 data REM 223 parameters refined using 0 restraints END WGHT 0.0999 0.0000 REM Instructions for potential hydrogen bonds HTAB C1 Cl2 EQIV $1 x+1, y, z HTAB C6 Cl1_$1 EQIV $2 x, y-1, z HTAB C8 Cl2_$2 HTAB C10 Cl2 EQIV $3 -x+1, -y+1, -z+1 HTAB C10 Cl2_$3 HTAB C11 Cl1 HTAB C11 Cl2 REM Highest difference peak 1.197, deepest hole -2.163, 1-sigma level 0.198 Q1 1 0.1817 0.4201 0.2316 11.00000 0.05 -2.16 Q2 1 0.2770 0.3607 0.2902 11.00000 0.05 -2.13 Q3 1 0.1777 0.3207 0.2419 11.00000 0.05 -1.93 Q4 1 0.2933 0.4639 0.2837 11.00000 0.05 -1.72 Q5 1 0.3800 0.4307 0.2612 11.00000 0.05 1.20 Q6 1 0.2380 0.5225 0.2529 11.00000 0.05 1.08 Q7 1 0.1972 0.4382 0.3187 11.00000 0.05 1.08 Q8 1 -0.0197 0.2976 0.1017 11.00000 0.05 -1.05 Q9 1 0.3787 0.4232 0.3113 11.00000 0.05 1.05 Q10 1 0.1796 0.2569 0.2511 11.00000 0.05 1.03 ; _shelx_res_checksum 49497 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 Cu1 Cu 0.23343(4) 0.39069(3) 0.26115(2) 0.01323(9) Uani 1 1 d . . . . . Cl1 Cl -0.07228(8) 0.21919(7) 0.08304(4) 0.01780(11) Uani 1 1 d . . . . . Cl2 Cl 0.15647(9) 0.59436(7) 0.34698(5) 0.01908(12) Uani 1 1 d . . . . . N1 N 0.4258(3) 0.5602(3) 0.18382(16) 0.0159(3) Uani 1 1 d . . . . . N2 N 0.4179(3) 0.2784(3) 0.22760(16) 0.0154(3) Uani 1 1 d . . . . . N3 N 0.1338(3) 0.2440(3) 0.38519(16) 0.0167(3) Uani 1 1 d . . . . . C1 C 0.4133(4) 0.6939(3) 0.1522(2) 0.0177(4) Uani 1 1 d . . . . . H2 H 0.308(6) 0.722(5) 0.169(3) 0.020(8) Uiso 1 1 d . . . . . C2 C 0.5604(4) 0.8019(3) 0.1042(2) 0.0185(4) Uani 1 1 d . . . . . H3 H 0.549(6) 0.899(5) 0.082(3) 0.020(8) Uiso 1 1 d . . . . . C3 C 0.7264(4) 0.7675(3) 0.08976(19) 0.0191(4) Uani 1 1 d . . . . . H13 H 0.820(6) 0.839(5) 0.056(3) 0.025(9) Uiso 1 1 d . . . . . C4 C 0.7394(3) 0.6269(3) 0.12132(19) 0.0182(4) Uani 1 1 d . . . . . H12 H 0.853(5) 0.595(4) 0.115(3) 0.015(7) Uiso 1 1 d . . . . . C5 C 0.5854(3) 0.5253(3) 0.16667(18) 0.0148(3) Uani 1 1 d . . . . . C6 C 0.5710(3) 0.3656(3) 0.19019(18) 0.0162(4) Uani 1 1 d . . . . . H15 H 0.661(6) 0.329(4) 0.173(3) 0.015(7) Uiso 1 1 d . . . . . C7 C 0.3790(4) 0.1081(3) 0.2327(2) 0.0192(4) Uani 1 1 d . . . . . H14 H 0.272(7) 0.044(5) 0.172(4) 0.031(10) Uiso 1 1 d . . . . . H7 H 0.493(6) 0.083(5) 0.221(3) 0.020(8) Uiso 1 1 d . . . . . C8 C 0.3306(4) 0.0687(3) 0.3501(2) 0.0212(4) Uani 1 1 d . . . . . H6 H 0.314(6) -0.044(5) 0.353(4) 0.030(10) Uiso 1 1 d . . . . . H8 H 0.438(6) 0.145(5) 0.419(3) 0.022(9) Uiso 1 1 d . . . . . C9 C 0.1272(4) 0.0758(3) 0.3567(2) 0.0200(4) Uani 1 1 d . . . . . H5 H 0.034(5) 0.032(4) 0.288(3) 0.009(7) Uiso 1 1 d . . . . . H9 H 0.090(6) 0.022(4) 0.425(3) 0.020(8) Uiso 1 1 d . . . . . C10 C 0.2681(4) 0.3323(3) 0.5118(2) 0.0209(4) Uani 1 1 d . . . . . H17 H 0.222(8) 0.259(6) 0.562(5) 0.052(13) Uiso 1 1 d . . . . . H1 H 0.256(6) 0.434(5) 0.531(4) 0.028(9) Uiso 1 1 d . . . . . H10 H 0.412(5) 0.353(4) 0.523(3) 0.016(8) Uiso 1 1 d . . . . . C11 C -0.0839(4) 0.2173(3) 0.3792(2) 0.0203(4) Uani 1 1 d . . . . . H16 H -0.125(6) 0.144(5) 0.433(4) 0.028(9) Uiso 1 1 d . . . . . H4 H -0.176(6) 0.160(5) 0.294(4) 0.025(9) Uiso 1 1 d . . . . . H11 H -0.089(6) 0.325(5) 0.399(3) 0.019(8) Uiso 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 Cu1 0.00899(12) 0.02349(15) 0.00704(12) 0.00046(8) 0.00550(8) 0.00599(9) Cl1 0.0106(2) 0.0314(3) 0.00827(19) -0.00042(16) 0.00386(15) 0.00674(18) Cl2 0.0197(2) 0.0280(3) 0.0145(2) 0.00267(18) 0.01205(18) 0.0121(2) N1 0.0106(7) 0.0272(9) 0.0082(7) -0.0004(6) 0.0061(5) 0.0061(6) N2 0.0112(7) 0.0256(9) 0.0097(7) 0.0011(6) 0.0056(6) 0.0078(6) N3 0.0113(7) 0.0286(9) 0.0076(7) 0.0013(6) 0.0047(5) 0.0058(6) C1 0.0146(9) 0.0279(11) 0.0121(8) 0.0017(7) 0.0092(7) 0.0086(7) C2 0.0195(10) 0.0252(10) 0.0102(8) 0.0016(7) 0.0082(7) 0.0075(8) C3 0.0132(9) 0.0295(11) 0.0089(8) 0.0000(7) 0.0068(7) 0.0028(7) C4 0.0100(8) 0.0316(11) 0.0091(8) -0.0005(7) 0.0057(6) 0.0051(7) C5 0.0084(7) 0.0272(10) 0.0069(7) 0.0003(6) 0.0045(6) 0.0056(7) C6 0.0100(8) 0.0297(11) 0.0090(7) -0.0001(7) 0.0049(6) 0.0087(7) C7 0.0145(9) 0.0272(11) 0.0148(9) -0.0004(7) 0.0064(7) 0.0082(8) C8 0.0201(10) 0.0270(12) 0.0170(9) 0.0044(8) 0.0077(8) 0.0096(8) C9 0.0178(10) 0.0265(11) 0.0137(9) 0.0027(7) 0.0084(7) 0.0059(8) C10 0.0165(10) 0.0317(12) 0.0083(8) 0.0005(7) 0.0033(7) 0.0053(8) C11 0.0134(9) 0.0342(12) 0.0144(9) 0.0067(8) 0.0092(7) 0.0084(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' 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 N2 Cu1 N1 79.20(8) . . ? N2 Cu1 N3 92.33(8) . . ? N1 Cu1 N3 160.76(8) . . ? N2 Cu1 Cl2 156.80(6) . . ? N1 Cu1 Cl2 89.52(6) . . ? N3 Cu1 Cl2 91.93(6) . . ? N2 Cu1 Cl1 96.74(6) . . ? N1 Cu1 Cl1 101.66(6) . . ? N3 Cu1 Cl1 96.44(6) . . ? Cl2 Cu1 Cl1 105.42(4) . . ? C1 N1 C5 118.43(19) . . ? C1 N1 Cu1 128.66(14) . . ? C5 N1 Cu1 112.91(16) . . ? C6 N2 C7 119.22(19) . . ? C6 N2 Cu1 114.99(17) . . ? C7 N2 Cu1 125.57(14) . . ? C9 N3 C10 109.9(2) . . ? C9 N3 C11 106.16(19) . . ? C10 N3 C11 107.77(17) . . ? C9 N3 Cu1 113.71(13) . . ? C10 N3 Cu1 110.44(15) . . ? C11 N3 Cu1 108.57(15) . . ? N1 C1 C2 122.5(2) . . ? N1 C1 H2 118(2) . . ? C2 C1 H2 119(2) . . ? C3 C2 C1 118.8(2) . . ? C3 C2 H3 120(2) . . ? C1 C2 H3 121(2) . . ? C4 C3 C2 119.2(2) . . ? C4 C3 H13 124(2) . . ? C2 C3 H13 117(2) . . ? C3 C4 C5 118.3(2) . . ? C3 C4 H12 124(2) . . ? C5 C4 H12 118(2) . . ? N1 C5 C4 122.8(2) . . ? N1 C5 C6 114.18(18) . . ? C4 C5 C6 122.84(19) . . ? N2 C6 C5 117.89(19) . . ? N2 C6 H15 123(2) . . ? C5 C6 H15 119(2) . . ? N2 C7 C8 111.46(19) . . ? N2 C7 H14 107(3) . . ? C8 C7 H14 109(3) . . ? N2 C7 H7 112(2) . . ? C8 C7 H7 112(2) . . ? H14 C7 H7 105(3) . . ? C9 C8 C7 111.5(2) . . ? C9 C8 H6 107(2) . . ? C7 C8 H6 109(2) . . ? C9 C8 H8 108(2) . . ? C7 C8 H8 111(2) . . ? H6 C8 H8 110(3) . . ? N3 C9 C8 116.6(2) . . ? N3 C9 H5 102(2) . . ? C8 C9 H5 111(2) . . ? N3 C9 H9 107(2) . . ? C8 C9 H9 106(2) . . ? H5 C9 H9 115(3) . . ? N3 C10 H17 106(3) . . ? N3 C10 H1 108(2) . . ? H17 C10 H1 114(4) . . ? N3 C10 H10 113(2) . . ? H17 C10 H10 105(3) . . ? H1 C10 H10 111(3) . . ? N3 C11 H16 105(2) . . ? N3 C11 H4 109(2) . . ? H16 C11 H4 109(3) . . ? N3 C11 H11 110(2) . . ? H16 C11 H11 116(3) . . ? H4 C11 H11 108(3) . . ? 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 N2 2.0361(19) . ? Cu1 N1 2.067(2) . ? Cu1 N3 2.114(2) . ? Cu1 Cl2 2.2887(8) . ? Cu1 Cl1 2.4641(15) . ? N1 C1 1.323(3) . ? N1 C5 1.359(3) . ? N2 C6 1.283(3) . ? N2 C7 1.451(3) . ? N3 C9 1.484(3) . ? N3 C10 1.485(3) . ? N3 C11 1.486(3) . ? C1 C2 1.401(3) . ? C1 H2 0.95(3) . ? C2 C3 1.393(3) . ? C2 H3 0.97(4) . ? C3 C4 1.384(4) . ? C3 H13 0.93(4) . ? C4 C5 1.389(3) . ? C4 H12 0.99(3) . ? C5 C6 1.456(3) . ? C6 H15 0.89(3) . ? C7 C8 1.521(3) . ? C7 H14 0.86(4) . ? C7 H7 0.97(3) . ? C8 C9 1.521(3) . ? C8 H6 0.97(4) . ? C8 H8 0.94(4) . ? C9 H5 0.85(3) . ? C9 H9 1.01(3) . ? C10 H17 0.94(5) . ? C10 H1 0.96(4) . ? C10 H10 0.96(3) . ? C11 H16 0.96(4) . ? C11 H4 1.00(4) . ? C11 H11 0.98(4) . ? 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 C5 N1 C1 C2 -1.3(3) . . . . ? Cu1 N1 C1 C2 177.65(16) . . . . ? N1 C1 C2 C3 -0.3(3) . . . . ? C1 C2 C3 C4 1.0(3) . . . . ? C2 C3 C4 C5 -0.1(3) . . . . ? C1 N1 C5 C4 2.2(3) . . . . ? Cu1 N1 C5 C4 -176.88(16) . . . . ? C1 N1 C5 C6 -172.87(19) . . . . ? Cu1 N1 C5 C6 8.0(2) . . . . ? C3 C4 C5 N1 -1.5(3) . . . . ? C3 C4 C5 C6 173.2(2) . . . . ? C7 N2 C6 C5 169.96(19) . . . . ? Cu1 N2 C6 C5 -4.9(2) . . . . ? N1 C5 C6 N2 -2.2(3) . . . . ? C4 C5 C6 N2 -177.3(2) . . . . ? C6 N2 C7 C8 136.7(2) . . . . ? Cu1 N2 C7 C8 -48.9(3) . . . . ? N2 C7 C8 C9 64.9(3) . . . . ? C10 N3 C9 C8 -66.9(2) . . . . ? C11 N3 C9 C8 176.77(19) . . . . ? Cu1 N3 C9 C8 57.5(2) . . . . ? C7 C8 C9 N3 -75.3(3) . . . . ?