#------------------------------------------------------------------------------ #$Date: 2019-11-17 09:06:29 +0200 (Sun, 17 Nov 2019) $ #$Revision: 229011 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229972.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_7229972 loop_ _publ_author_name 'Dankhoff, Katja' 'Weber, Birgit' _publ_section_title ; Novel Cu(ii) complexes with NNO-Schiff base-like ligands -- structures and magnetic properties ; _journal_issue 6 _journal_name_full CrystEngComm _journal_page_first 818 _journal_paper_doi 10.1039/C7CE02007D _journal_volume 20 _journal_year 2018 _chemical_formula_moiety 'C18 H17 Cl Cu N2 O3' _chemical_formula_sum 'C18 H17 Cl Cu N2 O3' _chemical_formula_weight 408.32 _chemical_name_common '[CuL30fCl]' _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_Hall 'C -2yc' _space_group_name_H-M_alt 'C 1 c 1' _symmetry_space_group_name_Hall 'C -2yc' _symmetry_space_group_name_H-M 'C 1 c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2017-07-27 _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2018-01-11 deposited with the CCDC. 2018-01-15 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 115.017(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.9059(7) _cell_length_b 18.9389(13) _cell_length_c 7.6909(4) _cell_measurement_reflns_used 7730 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 28.22 _cell_measurement_theta_min 2.05 _cell_volume 1703.48(18) _computing_cell_refinement X-AREA-STOE _computing_data_collection X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_molecular_graphics ORTEP-III _computing_publication_material PLATON _computing_structure_refinement 'SHELXL-2014 (Sheldrick, 2014)' _computing_structure_solution SIR97 _diffrn_ambient_temperature 133(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.982 _diffrn_measured_fraction_theta_max 0.928 _diffrn_measurement_device_type STOE-STADIVARI _diffrn_measurement_method omega-scan _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0354 _diffrn_reflns_av_unetI/netI 0.0333 _diffrn_reflns_Laue_measured_fraction_full 0.982 _diffrn_reflns_Laue_measured_fraction_max 0.928 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_number 5729 _diffrn_reflns_point_group_measured_fraction_full 0.659 _diffrn_reflns_point_group_measured_fraction_max 0.603 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.084 _diffrn_reflns_theta_min 2.047 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.459 _exptl_absorpt_correction_type none _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 836 _exptl_crystal_size_max 0.142 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_min 0.090 _refine_diff_density_max 0.333 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.061 _refine_ls_abs_structure_details ; Classical Flack method preferred over Parsons because s.u. lower. ; _refine_ls_abs_structure_Flack 0.010(12) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 226 _refine_ls_number_reflns 2498 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.0260 _refine_ls_R_factor_gt 0.0240 _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^)+(0.0320P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.0552 _reflns_number_gt 2368 _reflns_number_total 2498 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02007d2.cif _cod_data_source_block cl070 _cod_depositor_comments 'Adding full bibliography for 7229962--7229987.cif.' _cod_original_cell_volume 1703.47(18) _cod_database_code 7229972 _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 ; shelx.res created by SHELXL-2014/7 TITL cl070 in C c CELL 0.71073 12.9059 18.9389 7.6909 90.000 115.017 90.000 ZERR 4.00 0.0007 0.0013 0.0004 0.000 0.004 0.000 LATT -7 SYMM X, - Y, 1/2 + Z SFAC C H CL CU N O UNIT 72 68 4 4 8 12 MERG 2 FMAP 2 PLAN 10 ACTA BOND $H CONF LIST 4 L.S. 20 TEMP -140.00 WGHT 0.032000 FVAR 0.30294 C1 1 -0.010088 0.146258 0.261344 11.00000 0.02311 0.02777 = 0.02432 0.00243 0.00818 0.00310 AFIX 43 H1 2 -0.056281 0.112172 0.171308 11.00000 -1.20000 AFIX 0 C2 1 -0.035676 0.217291 0.223739 11.00000 0.02916 0.03172 = 0.02824 0.01201 0.01177 0.01158 AFIX 43 H2 2 -0.098606 0.231778 0.109598 11.00000 -1.20000 AFIX 0 C3 1 0.031753 0.266606 0.354804 11.00000 0.03423 0.02131 = 0.03664 0.01112 0.02171 0.00897 AFIX 43 H3 2 0.015267 0.315533 0.332468 11.00000 -1.20000 AFIX 0 C4 1 0.123238 0.244271 0.518418 11.00000 0.03220 0.01743 = 0.03163 0.00348 0.01653 0.00239 AFIX 43 H4 2 0.171428 0.277548 0.608945 11.00000 -1.20000 AFIX 0 C5 1 0.143863 0.172231 0.548848 11.00000 0.01958 0.01879 = 0.02665 0.00249 0.01062 0.00077 C6 1 0.236810 0.144615 0.728096 11.00000 0.02930 0.01317 = 0.03317 -0.00207 0.00508 0.00144 AFIX 23 H6A 2 0.308250 0.171147 0.756432 11.00000 -1.20000 H6B 2 0.215806 0.151258 0.836811 11.00000 -1.20000 AFIX 0 C7 1 0.348215 0.041733 0.829491 11.00000 0.02090 0.01544 = 0.02010 0.00045 0.00685 -0.00372 AFIX 43 H7 2 0.402941 0.073071 0.917084 11.00000 -1.20000 AFIX 0 C8 1 0.377848 -0.031913 0.848360 11.00000 0.01949 0.01611 = 0.02148 0.00494 0.00816 0.00286 C9 1 0.301236 -0.082306 0.726620 11.00000 0.02092 0.01594 = 0.02162 0.00426 0.01123 0.00236 C10 1 0.327343 -0.160130 0.731563 11.00000 0.02244 0.01497 = 0.01940 0.00208 0.00802 0.00331 C11 1 0.235480 -0.206496 0.689235 11.00000 0.02084 0.01882 = 0.02564 -0.00053 0.00940 0.00037 AFIX 43 H11 2 0.162275 -0.188343 0.666738 11.00000 -1.20000 AFIX 0 C12 1 0.250257 -0.279021 0.679736 11.00000 0.03183 0.01631 = 0.02945 -0.00398 0.01133 -0.00293 AFIX 43 H12 2 0.187560 -0.310111 0.652757 11.00000 -1.20000 AFIX 0 C13 1 0.356060 -0.305764 0.709536 11.00000 0.03694 0.01864 = 0.02658 -0.00377 0.01075 0.00429 AFIX 43 H13 2 0.366556 -0.355246 0.704505 11.00000 -1.20000 AFIX 0 C14 1 0.446479 -0.260155 0.746679 11.00000 0.03148 0.02667 = 0.02699 0.00269 0.01509 0.01211 AFIX 43 H14 2 0.518868 -0.278596 0.765207 11.00000 -1.20000 AFIX 0 C15 1 0.433153 -0.187569 0.757382 11.00000 0.02277 0.02064 = 0.02692 0.00283 0.01156 0.00176 AFIX 43 H15 2 0.495982 -0.156804 0.782212 11.00000 -1.20000 AFIX 0 C16 1 0.485259 -0.050753 1.012633 11.00000 0.02236 0.01913 = 0.01989 0.00097 0.00736 0.00144 C17 1 0.669788 -0.008226 1.226008 11.00000 0.02178 0.03115 = 0.02063 0.00162 0.00171 0.00371 AFIX 23 H17A 2 0.716242 -0.041923 1.190458 11.00000 -1.20000 H17B 2 0.657867 -0.028165 1.335151 11.00000 -1.20000 AFIX 0 C18 1 0.729714 0.061910 1.280555 11.00000 0.02482 0.03658 = 0.03303 -0.00356 0.00189 -0.00133 AFIX 133 H18A 2 0.735902 0.082720 1.168661 11.00000 -1.50000 H18B 2 0.806390 0.055094 1.383548 11.00000 -1.50000 H18C 2 0.685879 0.093596 1.324982 11.00000 -1.50000 AFIX 0 CL1 3 0.004227 -0.026418 0.226685 11.00000 0.02023 0.02320 = 0.02231 -0.00386 0.00528 -0.00201 CU1 4 0.129378 0.023299 0.501708 11.00000 0.01657 0.01369 = 0.01922 0.00072 0.00404 -0.00006 N1 5 0.078575 0.124268 0.422233 11.00000 0.01835 0.01861 = 0.02014 0.00260 0.00700 0.00180 N2 5 0.255333 0.069565 0.706361 11.00000 0.01849 0.01389 = 0.02083 0.00056 0.00641 -0.00102 O1 6 0.203191 -0.067100 0.595650 11.00000 0.02023 0.01476 = 0.02641 0.00045 0.00576 0.00090 O2 6 0.507721 -0.105937 1.098073 11.00000 0.03777 0.01996 = 0.02513 0.00690 0.00203 0.00283 O3 6 0.561113 0.003854 1.064656 11.00000 0.01987 0.02371 = 0.02449 0.00556 0.00330 0.00067 HKLF 4 REM cl070 in C c REM R1 = 0.0240 for 2368 Fo > 4sig(Fo) and 0.0260 for all 2498 data REM 226 parameters refined using 2 restraints END WGHT 0.0320 0.0000 REM Highest difference peak 0.333, deepest hole -0.318, 1-sigma level 0.061 Q1 1 0.1186 0.0256 0.3723 11.00000 0.05 0.33 Q2 1 0.0679 -0.0077 0.4888 11.00000 0.05 0.30 Q3 1 0.1296 0.0292 0.6267 11.00000 0.05 0.29 Q4 1 0.0769 0.0093 0.2530 11.00000 0.05 0.27 Q5 1 0.4335 -0.0455 0.9314 11.00000 0.05 0.27 Q6 1 0.1035 -0.0095 0.6385 11.00000 0.05 0.26 Q7 1 0.0142 -0.0191 0.3794 11.00000 0.05 0.26 Q8 1 0.0563 0.0132 0.4042 11.00000 0.05 0.26 Q9 1 0.3384 -0.0605 0.8035 11.00000 0.05 0.25 Q10 1 0.2045 0.0478 0.6148 11.00000 0.05 0.25 ; _shelx_res_checksum 34379 loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -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 C1 C -0.0101(3) 0.1463(2) 0.2613(5) 0.0257(7) Uani 1 1 d . . H1 H -0.0563 0.1122 0.1713 0.031 Uiso 1 1 calc R U C2 C -0.0357(3) 0.21729(19) 0.2237(5) 0.0298(7) Uani 1 1 d . . H2 H -0.0986 0.2318 0.1096 0.036 Uiso 1 1 calc R U C3 C 0.0318(3) 0.26661(17) 0.3548(5) 0.0284(7) Uani 1 1 d . . H3 H 0.0153 0.3155 0.3325 0.034 Uiso 1 1 calc R U C4 C 0.1232(4) 0.24427(15) 0.5184(6) 0.0260(7) Uani 1 1 d . . H4 H 0.1714 0.2775 0.6089 0.031 Uiso 1 1 calc R U C5 C 0.1439(3) 0.17223(16) 0.5488(4) 0.0214(7) Uani 1 1 d . . C6 C 0.2368(3) 0.14462(17) 0.7281(6) 0.0280(8) Uani 1 1 d . . H6A H 0.3082 0.1711 0.7564 0.034 Uiso 1 1 calc R U H6B H 0.2158 0.1513 0.8368 0.034 Uiso 1 1 calc R U C7 C 0.3482(3) 0.04173(16) 0.8295(4) 0.0194(6) Uani 1 1 d . . H7 H 0.4029 0.0731 0.9171 0.023 Uiso 1 1 calc R U C8 C 0.3778(3) -0.03191(15) 0.8484(5) 0.0192(6) Uani 1 1 d . . C9 C 0.3012(3) -0.08231(15) 0.7266(5) 0.0187(6) Uani 1 1 d . . C10 C 0.3273(3) -0.16013(15) 0.7316(4) 0.0192(6) Uani 1 1 d . . C11 C 0.2355(3) -0.20650(16) 0.6892(5) 0.0219(6) Uani 1 1 d . . H11 H 0.1623 -0.1883 0.6667 0.026 Uiso 1 1 calc R U C12 C 0.2503(3) -0.27902(16) 0.6797(5) 0.0264(7) Uani 1 1 d . . H12 H 0.1876 -0.3101 0.6528 0.032 Uiso 1 1 calc R U C13 C 0.3561(3) -0.30576(18) 0.7095(5) 0.0283(7) Uani 1 1 d . . H13 H 0.3666 -0.3552 0.7045 0.034 Uiso 1 1 calc R U C14 C 0.4465(3) -0.26016(17) 0.7467(5) 0.0274(7) Uani 1 1 d . . H14 H 0.5189 -0.2786 0.7652 0.033 Uiso 1 1 calc R U C15 C 0.4332(3) -0.18757(17) 0.7574(5) 0.0231(7) Uani 1 1 d . . H15 H 0.4960 -0.1568 0.7822 0.028 Uiso 1 1 calc R U C16 C 0.4853(3) -0.05075(17) 1.0126(5) 0.0210(6) Uani 1 1 d . . C17 C 0.6698(3) -0.00823(19) 1.2260(5) 0.0270(7) Uani 1 1 d . . H17A H 0.7162 -0.0419 1.1905 0.032 Uiso 1 1 calc R U H17B H 0.6579 -0.0282 1.3352 0.032 Uiso 1 1 calc R U C18 C 0.7297(3) 0.0619(2) 1.2806(6) 0.0350(8) Uani 1 1 d . . H18A H 0.7359 0.0827 1.1687 0.053 Uiso 1 1 calc R U H18B H 0.8064 0.0551 1.3835 0.053 Uiso 1 1 calc R U H18C H 0.6859 0.0936 1.3250 0.053 Uiso 1 1 calc R U Cl1 Cl 0.00423(6) -0.02642(4) 0.22668(10) 0.02319(16) Uani 1 1 d . . Cu1 Cu 0.12938(3) 0.02330(2) 0.50171(3) 0.01771(9) Uani 1 1 d . . N1 N 0.0786(2) 0.12427(13) 0.4222(4) 0.0194(5) Uani 1 1 d . . N2 N 0.2553(2) 0.06956(13) 0.7064(4) 0.0184(5) Uani 1 1 d . . O1 O 0.20319(19) -0.06710(11) 0.5957(3) 0.0219(5) Uani 1 1 d . . O2 O 0.5077(2) -0.10594(12) 1.0981(3) 0.0315(6) Uani 1 1 d . . O3 O 0.5611(2) 0.00385(12) 1.0647(3) 0.0248(5) Uani 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 C1 0.0231(17) 0.0278(17) 0.0243(17) 0.0024(14) 0.0082(15) 0.0031(13) C2 0.0292(18) 0.0317(17) 0.0282(18) 0.0120(14) 0.0118(15) 0.0116(13) C3 0.0342(19) 0.0213(15) 0.0366(19) 0.0111(14) 0.0217(16) 0.0090(13) C4 0.0322(16) 0.0174(12) 0.0316(18) 0.0035(16) 0.0165(14) 0.0024(15) C5 0.0196(16) 0.0188(13) 0.027(2) 0.0025(11) 0.0106(15) 0.0008(11) C6 0.0293(19) 0.0132(14) 0.0332(19) -0.0021(14) 0.0051(16) 0.0014(12) C7 0.0209(15) 0.0154(13) 0.0201(16) 0.0005(11) 0.0069(13) -0.0037(10) C8 0.0195(14) 0.0161(14) 0.0215(15) 0.0049(11) 0.0082(12) 0.0029(10) C9 0.0209(14) 0.0159(13) 0.0216(15) 0.0043(12) 0.0112(12) 0.0024(10) C10 0.0224(15) 0.0150(13) 0.0194(14) 0.0021(11) 0.0080(12) 0.0033(10) C11 0.0208(15) 0.0188(14) 0.0256(17) -0.0005(12) 0.0094(13) 0.0004(11) C12 0.0318(17) 0.0163(14) 0.0295(17) -0.0040(13) 0.0113(15) -0.0029(12) C13 0.0369(19) 0.0186(14) 0.0266(17) -0.0038(13) 0.0107(15) 0.0043(13) C14 0.0315(18) 0.0267(16) 0.0270(17) 0.0027(14) 0.0151(15) 0.0121(13) C15 0.0228(16) 0.0206(14) 0.0269(16) 0.0028(13) 0.0116(14) 0.0018(11) C16 0.0224(14) 0.0191(14) 0.0199(14) 0.0010(12) 0.0074(12) 0.0014(11) C17 0.0218(16) 0.0311(17) 0.0206(16) 0.0016(13) 0.0017(13) 0.0037(12) C18 0.0248(18) 0.0366(19) 0.033(2) -0.0036(16) 0.0019(16) -0.0013(14) Cl1 0.0202(4) 0.0232(4) 0.0223(4) -0.0039(3) 0.0053(3) -0.0020(3) Cu1 0.01657(16) 0.01369(14) 0.01922(17) 0.00072(18) 0.00404(12) -0.00006(17) N1 0.0184(13) 0.0186(12) 0.0201(13) 0.0026(11) 0.0070(11) 0.0018(10) N2 0.0185(12) 0.0139(11) 0.0208(13) 0.0006(10) 0.0064(11) -0.0010(9) O1 0.0202(11) 0.0148(9) 0.0264(11) 0.0004(9) 0.0058(9) 0.0009(8) O2 0.0378(14) 0.0200(11) 0.0251(13) 0.0069(10) 0.0020(11) 0.0028(9) O3 0.0199(11) 0.0237(10) 0.0245(13) 0.0056(9) 0.0033(11) 0.0007(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 N1 C1 C2 121.8(3) N1 C1 H1 119.1 C2 C1 H1 119.1 C3 C2 C1 118.9(3) C3 C2 H2 120.5 C1 C2 H2 120.5 C4 C3 C2 119.4(3) C4 C3 H3 120.3 C2 C3 H3 120.3 C3 C4 C5 118.9(3) C3 C4 H4 120.5 C5 C4 H4 120.5 N1 C5 C4 121.8(3) N1 C5 C6 116.7(3) C4 C5 C6 121.5(3) N2 C6 C5 110.0(3) N2 C6 H6A 109.7 C5 C6 H6A 109.7 N2 C6 H6B 109.7 C5 C6 H6B 109.7 H6A C6 H6B 108.2 N2 C7 C8 126.7(3) N2 C7 H7 116.6 C8 C7 H7 116.6 C9 C8 C7 120.6(3) C9 C8 C16 123.3(3) C7 C8 C16 115.8(3) O1 C9 C8 123.8(3) O1 C9 C10 112.2(3) C8 C9 C10 124.0(3) C15 C10 C11 118.8(3) C15 C10 C9 124.2(3) C11 C10 C9 116.7(3) C12 C11 C10 120.7(3) C12 C11 H11 119.7 C10 C11 H11 119.7 C13 C12 C11 120.0(3) C13 C12 H12 120.0 C11 C12 H12 120.0 C14 C13 C12 119.6(3) C14 C13 H13 120.2 C12 C13 H13 120.2 C13 C14 C15 121.0(3) C13 C14 H14 119.5 C15 C14 H14 119.5 C14 C15 C10 119.8(3) C14 C15 H15 120.1 C10 C15 H15 120.1 O2 C16 O3 121.5(3) O2 C16 C8 127.0(3) O3 C16 C8 111.5(3) O3 C17 C18 107.3(3) O3 C17 H17A 110.3 C18 C17 H17A 110.3 O3 C17 H17B 110.3 C18 C17 H17B 110.3 H17A C17 H17B 108.5 C17 C18 H18A 109.5 C17 C18 H18B 109.5 H18A C18 H18B 109.5 C17 C18 H18C 109.5 H18A C18 H18C 109.5 H18B C18 H18C 109.5 N2 Cu1 O1 89.16(10) N2 Cu1 N1 82.60(10) O1 Cu1 N1 170.63(10) N2 Cu1 Cl1 167.78(8) O1 Cu1 Cl1 91.43(7) N1 Cu1 Cl1 95.68(8) C5 N1 C1 119.2(3) C5 N1 Cu1 113.4(2) C1 N1 Cu1 127.5(2) C7 N2 C6 117.5(3) C7 N2 Cu1 128.0(2) C6 N2 Cu1 114.4(2) C9 O1 Cu1 131.32(19) C16 O3 C17 116.6(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 N1 1.348(4) C1 C2 1.386(5) C1 H1 0.9500 C2 C3 1.380(5) C2 H2 0.9500 C3 C4 1.378(6) C3 H3 0.9500 C4 C5 1.391(4) C4 H4 0.9500 C5 N1 1.338(4) C5 C6 1.488(5) C6 N2 1.463(4) C6 H6A 0.9900 C6 H6B 0.9900 C7 N2 1.285(4) C7 C8 1.437(4) C7 H7 0.9500 C8 C9 1.408(4) C8 C16 1.471(4) C9 O1 1.273(4) C9 C10 1.509(4) C10 C15 1.395(4) C10 C11 1.399(4) C11 C12 1.393(4) C11 H11 0.9500 C12 C13 1.382(5) C12 H12 0.9500 C13 C14 1.381(5) C13 H13 0.9500 C14 C15 1.392(4) C14 H14 0.9500 C15 H15 0.9500 C16 O2 1.203(4) C16 O3 1.363(4) C17 O3 1.445(4) C17 C18 1.505(5) C17 H17A 0.9900 C17 H17B 0.9900 C18 H18A 0.9800 C18 H18B 0.9800 C18 H18C 0.9800 Cl1 Cu1 2.2539(7) Cu1 N2 1.930(3) Cu1 O1 1.944(2) Cu1 N1 2.030(2) 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 N1 C1 C2 C3 0.1(5) C1 C2 C3 C4 0.6(5) C2 C3 C4 C5 -1.2(6) C3 C4 C5 N1 1.2(6) C3 C4 C5 C6 -176.2(4) N1 C5 C6 N2 14.3(5) C4 C5 C6 N2 -168.2(3) N2 C7 C8 C9 -1.0(5) N2 C7 C8 C16 -174.7(3) C7 C8 C9 O1 -0.3(5) C16 C8 C9 O1 173.0(3) C7 C8 C9 C10 177.5(3) C16 C8 C9 C10 -9.2(5) O1 C9 C10 C15 138.2(3) C8 C9 C10 C15 -39.9(5) O1 C9 C10 C11 -35.6(4) C8 C9 C10 C11 146.4(3) C15 C10 C11 C12 2.3(5) C9 C10 C11 C12 176.4(3) C10 C11 C12 C13 -0.9(5) C11 C12 C13 C14 -0.7(5) C12 C13 C14 C15 0.9(6) C13 C14 C15 C10 0.4(5) C11 C10 C15 C14 -2.0(5) C9 C10 C15 C14 -175.6(3) C9 C8 C16 O2 -22.6(5) C7 C8 C16 O2 150.9(3) C9 C8 C16 O3 158.5(3) C7 C8 C16 O3 -27.9(4) C4 C5 N1 C1 -0.4(5) C6 C5 N1 C1 177.0(3) C4 C5 N1 Cu1 179.3(3) C6 C5 N1 Cu1 -3.2(4) C2 C1 N1 C5 -0.2(5) C2 C1 N1 Cu1 -179.9(3) C8 C7 N2 C6 172.5(3) C8 C7 N2 Cu1 -2.9(5) C5 C6 N2 C7 164.7(3) C5 C6 N2 Cu1 -19.2(4) C8 C9 O1 Cu1 5.5(5) C10 C9 O1 Cu1 -172.5(2) O2 C16 O3 C17 0.5(5) C8 C16 O3 C17 179.5(3) C18 C17 O3 C16 -169.5(3)