#------------------------------------------------------------------------------ #$Date: 2016-02-20 16:35:30 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176787 $ #$URL: svn://www.crystallography.net/cod/cif/2/21/43/2214326.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2214326 loop_ _publ_author_name 'Zhao, Yan' 'Qian, Kun' 'Tu, Yong-Gang' 'Li, Jian-Ke' 'Liu, Wei' _publ_section_title Di-\m-chlorido-bis{aqua[5-ethyl-2-(5-isopropyl-5-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinato]copper(II)} _journal_coeditor_code LH2432 _journal_issue 7 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m1972 _journal_page_last m1973 _journal_paper_doi 10.1107/S1600536807029819 _journal_volume 63 _journal_year 2007 _chemical_formula_iupac '[Cu2 (C15 H18 N3 O3)2 (H2 O)2 Cl2]' _chemical_formula_moiety 'C30 H40 Cl2 Cu2 N6 O8' _chemical_formula_sum 'C30 H40 Cl2 Cu2 N6 O8' _chemical_formula_weight 810.68 _chemical_name_systematic ; Di-\m-chloro-bis{aqua[5-ethyl-2-(5-isopropyl-5-methyl-4-oxo-4,5-dihydro- 1H-imidazol-2-yl)nicotinato]copper(II)} ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 97.012(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 12.960(2) _cell_length_b 13.2235(19) _cell_length_c 10.4526(16) _cell_measurement_reflns_used 2342 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 22.5 _cell_measurement_theta_min 2.3 _cell_volume 1777.9(5) _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_collection 'SMART (Bruker, 1998)' _computing_data_reduction SAINT _computing_molecular_graphics 'DIAMOND (Brandenburg & Berndt (2005)' _computing_publication_material 'SHELXTL (Bruker, 1998)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 291(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker SMART CCD' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0691 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 9418 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 26.00 _diffrn_reflns_theta_min 2.21 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.402 _exptl_absorpt_correction_T_max 0.6949 _exptl_absorpt_correction_T_min 0.6471 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 836 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _refine_diff_density_max 0.595 _refine_diff_density_min -0.281 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 241 _refine_ls_number_reflns 3487 _refine_ls_number_restraints 177 _refine_ls_restrained_S_all 1.009 _refine_ls_R_factor_all 0.0853 _refine_ls_R_factor_gt 0.0494 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0218P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0801 _refine_ls_wR_factor_ref 0.0877 _reflns_number_gt 2260 _reflns_number_total 3487 _reflns_threshold_expression I>2\s(I) _cod_data_source_file lh2432.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1778.0(5) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2214326 _cod_database_fobs_code 2214326 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C9 0.2667(15) 0.6115(10) 0.0561(13) 0.070(2) Uani d PDU 0.503(7) A 1 H H9A 0.2619 0.6002 -0.0361 0.084 Uiso calc PR 0.503(7) A 1 H H9B 0.2342 0.5553 0.0954 0.084 Uiso calc PR 0.503(7) A 1 C C10 0.2156(7) 0.7105(7) 0.0849(12) 0.093(2) Uani d PDU 0.503(7) A 1 H H10A 0.2163 0.7178 0.1764 0.139 Uiso calc PR 0.503(7) A 1 H H10B 0.1450 0.7108 0.0442 0.139 Uiso calc PR 0.503(7) A 1 H H10C 0.2529 0.7656 0.0522 0.139 Uiso calc PR 0.503(7) A 1 C C9' 0.2633(15) 0.6291(11) 0.0901(12) 0.070(2) Uani d PDU 0.497(7) A 2 H H9'1 0.2357 0.5614 0.0754 0.084 Uiso calc PR 0.497(7) A 2 H H9'2 0.2370 0.6557 0.1664 0.084 Uiso calc PR 0.497(7) A 2 C C10' 0.2247(8) 0.6943(8) -0.0233(12) 0.093(2) Uani d PDU 0.497(7) A 2 H H10D 0.2377 0.7640 -0.0016 0.139 Uiso calc PR 0.497(7) A 2 H H10E 0.1514 0.6840 -0.0453 0.139 Uiso calc PR 0.497(7) A 2 H H10F 0.2603 0.6765 -0.0954 0.139 Uiso calc PR 0.497(7) A 2 C C13 0.9367(14) 0.5454(8) 0.3180(14) 0.0696(14) Uani d PDU 0.75(3) A 1 H H13 0.9938 0.5488 0.3886 0.084 Uiso calc PR 0.75(3) A 1 C C14 0.8774(9) 0.4486(4) 0.3335(11) 0.0709(19) Uani d PDU 0.75(3) A 1 H H14A 0.8248 0.4404 0.2612 0.106 Uiso calc PR 0.75(3) A 1 H H14B 0.8453 0.4517 0.4114 0.106 Uiso calc PR 0.75(3) A 1 H H14C 0.9244 0.3923 0.3376 0.106 Uiso calc PR 0.75(3) A 1 C C15 0.9844(10) 0.5461(10) 0.1909(8) 0.091(3) Uani d PDU 0.75(3) A 1 H H15A 1.0368 0.4946 0.1931 0.136 Uiso calc PR 0.75(3) A 1 H H15B 1.0152 0.6110 0.1792 0.136 Uiso calc PR 0.75(3) A 1 H H15C 0.9311 0.5332 0.1206 0.136 Uiso calc PR 0.75(3) A 1 C C13' 0.944(4) 0.564(2) 0.316(4) 0.0696(14) Uani d PDU 0.25(3) A 2 H H13' 0.9881 0.5655 0.3984 0.084 Uiso calc PR 0.25(3) A 2 C C14' 0.905(3) 0.4542(8) 0.305(3) 0.0709(19) Uani d PDU 0.25(3) A 2 H H14D 0.8854 0.4326 0.3862 0.106 Uiso calc PR 0.25(3) A 2 H H14E 0.9587 0.4113 0.2805 0.106 Uiso calc PR 0.25(3) A 2 H H14F 0.8451 0.4502 0.2403 0.106 Uiso calc PR 0.25(3) A 2 C C15' 1.019(2) 0.585(3) 0.216(3) 0.091(3) Uani d PDU 0.25(3) A 2 H H15D 0.9803 0.5870 0.1312 0.136 Uiso calc PR 0.25(3) A 2 H H15E 1.0699 0.5325 0.2195 0.136 Uiso calc PR 0.25(3) A 2 H H15F 1.0522 0.6490 0.2345 0.136 Uiso calc PR 0.25(3) A 2 Cu Cu1 0.57594(3) 0.60289(3) 0.47672(4) 0.04189(16) Uani d . 1 . . Cl Cl1 0.42446(7) 0.60139(7) 0.55756(9) 0.0512(3) Uani d . 1 . . N N1 0.5182(2) 0.6183(2) 0.2872(3) 0.0371(7) Uani d . 1 . . N N2 0.7035(2) 0.6214(2) 0.4018(3) 0.0390(7) Uani d . 1 A . N N3 0.7798(2) 0.6384(2) 0.2244(3) 0.0524(9) Uani d . 1 A . H H3A 0.7853 0.6439 0.1435 0.063 Uiso calc R 1 . . O O1 0.5822(2) 0.6509(2) -0.1448(3) 0.0809(10) Uani d . 1 . . O O2 0.7255(2) 0.6343(2) -0.0127(2) 0.0674(9) Uani d . 1 . . O O3 0.8461(2) 0.6231(2) 0.5567(2) 0.0669(9) Uani d . 1 A . O O4 0.6551(2) 0.6095(2) 0.6469(2) 0.0786(9) Uani d . 1 . . H H4A 0.7179 0.6116 0.6397 0.118 Uiso d R 1 . . H H4B 0.6323 0.6276 0.7148 0.118 Uiso d R 1 . . C C1 0.4177(3) 0.6166(3) 0.2445(4) 0.0473(10) Uani d . 1 A . H H1 0.3702 0.6106 0.3039 0.057 Uiso calc R 1 . . C C2 0.3808(3) 0.6234(3) 0.1149(4) 0.0527(11) Uani d . 1 . . C C3 0.4533(3) 0.6309(3) 0.0314(4) 0.0501(11) Uani d . 1 A . H H3 0.4303 0.6356 -0.0562 0.060 Uiso calc R 1 . . C C4 0.5595(3) 0.6318(2) 0.0701(3) 0.0386(9) Uani d . 1 . . C C5 0.5886(3) 0.6261(2) 0.2032(3) 0.0325(9) Uani d . 1 A . C C6 0.6938(3) 0.6284(2) 0.2732(3) 0.0366(9) Uani d . 1 . . C C7 0.8071(3) 0.6269(3) 0.4445(4) 0.0492(10) Uani d . 1 . . C C8 0.8673(3) 0.6389(3) 0.3283(4) 0.0537(11) Uani d D 1 A . C C11 0.6306(4) 0.6391(3) -0.0363(4) 0.0498(11) Uani d . 1 A . C C12 0.9234(3) 0.7421(3) 0.3368(4) 0.0748(14) Uani d . 1 . . H H12A 0.9545 0.7535 0.2593 0.112 Uiso calc R 1 A . H H12B 0.9764 0.7422 0.4095 0.112 Uiso calc R 1 . . H H12C 0.8741 0.7948 0.3470 0.112 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C9 0.053(3) 0.089(4) 0.066(5) -0.001(3) 0.000(4) 0.000(4) C10 0.073(4) 0.099(4) 0.103(5) 0.001(3) -0.006(4) 0.008(4) C9' 0.053(3) 0.089(4) 0.066(5) -0.001(3) 0.000(4) 0.000(4) C10' 0.073(4) 0.099(4) 0.103(5) 0.001(3) -0.006(4) 0.008(4) C13 0.057(3) 0.089(4) 0.063(3) 0.012(3) 0.010(2) 0.008(3) C14 0.063(5) 0.077(3) 0.075(4) 0.017(3) 0.018(3) 0.000(3) C15 0.072(4) 0.114(5) 0.091(4) 0.004(4) 0.033(3) -0.009(4) C13' 0.057(3) 0.089(4) 0.063(3) 0.012(3) 0.010(2) 0.008(3) C14' 0.063(5) 0.077(3) 0.075(4) 0.017(3) 0.018(3) 0.000(3) C15' 0.072(4) 0.114(5) 0.091(4) 0.004(4) 0.033(3) -0.009(4) Cu1 0.0406(3) 0.0545(3) 0.0317(3) -0.0056(3) 0.0091(2) -0.0009(2) Cl1 0.0510(6) 0.0529(6) 0.0537(7) 0.0025(5) 0.0230(5) 0.0001(5) N1 0.0360(18) 0.0410(19) 0.0342(18) -0.0005(15) 0.0035(14) 0.0028(13) N2 0.0292(17) 0.058(2) 0.0291(17) -0.0044(15) 0.0026(13) 0.0047(14) N3 0.0369(19) 0.091(3) 0.0300(19) -0.0031(18) 0.0070(15) 0.0113(16) O1 0.076(2) 0.137(3) 0.0288(17) 0.016(2) 0.0030(15) 0.0025(17) O2 0.0510(18) 0.116(3) 0.0367(17) 0.0012(18) 0.0123(14) 0.0056(15) O3 0.0456(18) 0.118(2) 0.0346(17) -0.0046(17) -0.0075(14) 0.0030(15) O4 0.0585(19) 0.148(3) 0.0307(16) -0.0201(19) 0.0088(13) -0.0151(17) C1 0.035(2) 0.059(3) 0.048(3) 0.002(2) 0.0064(19) 0.007(2) C2 0.035(2) 0.062(3) 0.059(3) 0.001(2) -0.006(2) 0.010(2) C3 0.053(3) 0.055(3) 0.038(2) -0.001(2) -0.012(2) 0.0102(19) C4 0.042(2) 0.038(2) 0.034(2) 0.0002(18) -0.0023(18) -0.0021(16) C5 0.034(2) 0.031(2) 0.031(2) -0.0009(16) 0.0002(16) 0.0023(15) C6 0.033(2) 0.045(2) 0.032(2) -0.0050(18) 0.0061(17) 0.0036(16) C7 0.045(3) 0.065(3) 0.037(2) -0.003(2) 0.0028(19) 0.000(2) C8 0.036(2) 0.084(3) 0.041(3) -0.003(2) 0.0043(19) 0.006(2) C11 0.067(3) 0.049(3) 0.033(2) -0.001(2) 0.005(2) 0.0013(18) C12 0.054(3) 0.097(4) 0.072(3) -0.035(3) 0.002(2) 0.015(3) 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' 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C10 C9 C2 . 104.8(10) ? C10 C9 H9A . 110.8 ? C2 C9 H9A . 110.8 ? C10 C9 H9B . 110.8 ? C2 C9 H9B . 110.8 ? H9A C9 H9B . 108.9 ? C10' C9' C2 . 113.3(13) ? C10' C9' H9'1 . 108.9 ? C2 C9' H9'1 . 108.9 ? C10' C9' H9'2 . 108.9 ? C2 C9' H9'2 . 108.9 ? H9'1 C9' H9'2 . 107.7 ? C9' C10' H10D . 109.5 ? C9' C10' H10E . 109.5 ? H10D C10' H10E . 109.5 ? C9' C10' H10F . 109.5 ? H10D C10' H10F . 109.5 ? H10E C10' H10F . 109.5 ? C14 C13 C15 . 111.2(6) ? C14 C13 C8 . 111.3(9) ? C15 C13 C8 . 110.9(10) ? C14 C13 H13 . 107.8 ? C15 C13 H13 . 107.8 ? C8 C13 H13 . 107.8 ? C8 C13' C14' . 116(3) ? C8 C13' C15' . 116(3) ? C14' C13' C15' . 110.7(10) ? C8 C13' H13' . 104.0 ? C14' C13' H13' . 104.0 ? C15' C13' H13' . 104.0 ? C13' C14' H14D . 109.5 ? C13' C14' H14E . 109.5 ? H14D C14' H14E . 109.5 ? C13' C14' H14F . 109.5 ? H14D C14' H14F . 109.5 ? H14E C14' H14F . 109.5 ? C13' C15' H15D . 109.5 ? C13' C15' H15E . 109.5 ? H15D C15' H15E . 109.5 ? C13' C15' H15F . 109.5 ? H15D C15' H15F . 109.5 ? H15E C15' H15F . 109.5 ? N2 Cu1 O4 . 89.01(11) y N2 Cu1 N1 . 79.86(12) y O4 Cu1 N1 . 166.85(11) y N2 Cu1 Cl1 . 172.96(9) y O4 Cu1 Cl1 . 92.56(9) y N1 Cu1 Cl1 . 97.67(9) y N2 Cu1 Cl1 3_666 93.48(9) yes O4 Cu1 Cl1 3_666 99.06(9) yes N1 Cu1 Cl1 3_666 88.66(8) yes Cl1 Cu1 Cl1 3_666 93.06(3) yes Cu1 Cl1 Cu1 3_666 86.94(3) yes C1 N1 C5 . 119.9(3) ? C1 N1 Cu1 . 123.7(3) ? C5 N1 Cu1 . 116.4(2) ? C6 N2 C7 . 107.1(3) ? C6 N2 Cu1 . 115.9(2) ? C7 N2 Cu1 . 137.0(3) ? C6 N3 C8 . 109.5(3) ? C6 N3 H3A . 125.2 ? C8 N3 H3A . 125.2 ? Cu1 O4 H4A . 109.5 ? Cu1 O4 H4B . 126.0 ? H4A O4 H4B . 121.4 ? N1 C1 C2 . 122.5(4) ? N1 C1 H1 . 118.8 ? C2 C1 H1 . 118.8 ? C3 C2 C1 . 116.7(4) ? C3 C2 C9' . 130.1(6) ? C1 C2 C9' . 113.0(6) ? C3 C2 C9 . 117.1(7) ? C1 C2 C9 . 125.8(7) ? C2 C3 C4 . 123.5(4) ? C2 C3 H3 . 118.3 ? C4 C3 H3 . 118.3 ? C3 C4 C5 . 115.3(4) ? C3 C4 C11 . 116.9(3) ? C5 C4 C11 . 127.8(3) ? N1 C5 C4 . 122.1(3) ? N1 C5 C6 . 109.8(3) ? C4 C5 C6 . 128.0(3) ? N3 C6 N2 . 115.2(3) ? N3 C6 C5 . 127.0(3) ? N2 C6 C5 . 117.8(3) ? O3 C7 N2 . 126.0(4) ? O3 C7 C8 . 125.2(4) ? N2 C7 C8 . 108.8(3) ? C13' C8 N3 . 114(2) ? C13' C8 C7 . 115.5(13) ? N3 C8 C7 . 99.4(3) ? N3 C8 C13 . 110.4(7) ? C7 C8 C13 . 109.4(5) ? C13' C8 C12 . 107.2(11) ? N3 C8 C12 . 111.2(3) ? C7 C8 C12 . 109.1(3) ? C13 C8 C12 . 116.0(6) ? O2 C11 O1 . 125.1(4) ? O2 C11 C4 . 121.9(3) ? O1 C11 C4 . 113.0(4) ? C8 C12 H12A . 109.5 ? C8 C12 H12B . 109.5 ? H12A C12 H12B . 109.5 ? C8 C12 H12C . 109.5 ? H12A C12 H12C . 109.5 ? H12B C12 H12C . 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C9 C10 . 1.513(9) ? C9 C2 . 1.538(19) ? C9 H9A . 0.9700 ? C9 H9B . 0.9700 ? C10 H10A . 0.9600 ? C10 H10B . 0.9600 ? C10 H10C . 0.9600 ? C9' C10' . 1.501(9) ? C9' C2 . 1.51(2) ? C9' H9'1 . 0.9700 ? C9' H9'2 . 0.9700 ? C10' H10D . 0.9600 ? C10' H10E . 0.9600 ? C10' H10F . 0.9600 ? C13 C14 . 1.511(6) ? C13 C15 . 1.532(7) ? C13 C8 . 1.540(15) ? C13 H13 . 0.9800 ? C14 H14A . 0.9600 ? C14 H14B . 0.9600 ? C14 H14C . 0.9600 ? C15 H15A . 0.9600 ? C15 H15B . 0.9600 ? C15 H15C . 0.9600 ? C13' C8 . 1.42(4) ? C13' C14' . 1.533(10) ? C13' C15' . 1.536(10) ? C13' H13' . 0.9800 ? C14' H14D . 0.9600 ? C14' H14E . 0.9600 ? C14' H14F . 0.9600 ? C15' H15D . 0.9600 ? C15' H15E . 0.9600 ? C15' H15F . 0.9600 ? Cu1 N2 . 1.930(3) y Cu1 O4 . 1.944(2) y Cu1 N1 . 2.041(3) y Cu1 Cl1 . 2.2301(11) yes Cu1 Cl1 3_666 2.7249(11) yes Cl1 Cu1 3_666 2.7249(11) n N1 C1 . 1.325(4) ? N1 C5 . 1.345(4) ? N2 C6 . 1.338(4) ? N2 C7 . 1.364(4) ? N3 C6 . 1.287(4) ? N3 C8 . 1.472(4) ? N3 H3A . 0.8600 ? O1 C11 . 1.237(4) ? O2 C11 . 1.227(5) ? O3 C7 . 1.220(4) ? O4 H4A . 0.8257 ? O4 H4B . 0.8371 ? C1 C2 . 1.384(5) ? C1 H1 . 0.9300 ? C2 C3 . 1.362(5) ? C3 C4 . 1.387(5) ? C3 H3 . 0.9300 ? C4 C5 . 1.398(4) ? C4 C11 . 1.531(5) ? C5 C6 . 1.467(4) ? C7 C8 . 1.530(5) ? C8 C12 . 1.544(5) ? C12 H12A . 0.9600 ? C12 H12B . 0.9600 ? C12 H12C . 0.9600 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O4 H4B O1 1_556 0.84 1.70 2.537(4) 173.7 O4 H4A O3 . 0.83 1.97 2.759(4) 159.1 N3 H3A O2 . 0.86 1.72 2.493(4) 147.5 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion O4 Cu1 Cl1 Cu1 . 3_666 -99.22(9) N1 Cu1 Cl1 Cu1 . 3_666 89.06(8) Cl1 Cu1 Cl1 Cu1 3_666 3_666 0.0 N2 Cu1 N1 C1 . . -178.6(3) O4 Cu1 N1 C1 . . -146.0(5) Cl1 Cu1 N1 C1 . . -5.2(3) Cl1 Cu1 N1 C1 3_666 . 87.7(3) N2 Cu1 N1 C5 . . 4.3(2) O4 Cu1 N1 C5 . . 36.9(6) Cl1 Cu1 N1 C5 . . 177.6(2) Cl1 Cu1 N1 C5 3_666 . -89.4(2) O4 Cu1 N2 C6 . . -176.7(3) N1 Cu1 N2 C6 . . -3.7(2) Cl1 Cu1 N2 C6 3_666 . 84.3(2) O4 Cu1 N2 C7 . . 5.9(4) N1 Cu1 N2 C7 . . 178.8(4) Cl1 Cu1 N2 C7 3_666 . -93.2(4) C5 N1 C1 C2 . . -0.5(5) Cu1 N1 C1 C2 . . -177.5(3) N1 C1 C2 C3 . . 0.8(6) N1 C1 C2 C9' . . -175.0(7) N1 C1 C2 C9 . . 173.5(6) C10' C9' C2 C3 . . -29.3(16) C10' C9' C2 C1 . . 145.7(9) C10' C9' C2 C9 . . -70(3) C10 C9 C2 C3 . . -110.5(10) C10 C9 C2 C1 . . 76.7(12) C10 C9 C2 C9' . . 36(3) C1 C2 C3 C4 . . 0.0(6) C9' C2 C3 C4 . . 174.9(8) C9 C2 C3 C4 . . -173.4(6) C2 C3 C4 C5 . . -1.0(5) C2 C3 C4 C11 . . 179.2(3) C1 N1 C5 C4 . . -0.6(5) Cu1 N1 C5 C4 . . 176.6(2) C1 N1 C5 C6 . . 178.9(3) Cu1 N1 C5 C6 . . -3.9(3) C3 C4 C5 N1 . . 1.3(5) C11 C4 C5 N1 . . -178.9(3) C3 C4 C5 C6 . . -178.1(3) C11 C4 C5 C6 . . 1.7(6) C8 N3 C6 N2 . . 0.3(5) C8 N3 C6 C5 . . 178.9(3) C7 N2 C6 N3 . . -0.2(4) Cu1 N2 C6 N3 . . -178.5(2) C7 N2 C6 C5 . . -179.0(3) Cu1 N2 C6 C5 . . 2.8(4) N1 C5 C6 N3 . . -177.8(3) C4 C5 C6 N3 . . 1.7(6) N1 C5 C6 N2 . . 0.8(4) C4 C5 C6 N2 . . -179.7(3) C6 N2 C7 O3 . . -179.8(4) Cu1 N2 C7 O3 . . -2.2(7) C6 N2 C7 C8 . . 0.1(4) Cu1 N2 C7 C8 . . 177.8(3) C14' C13' C8 N3 . . -56(3) C15' C13' C8 N3 . . 77(3) C14' C13' C8 C7 . . 59(4) C15' C13' C8 C7 . . -169(3) C14' C13' C8 C13 . . 10(14) C15' C13' C8 C13 . . 143(19) C14' C13' C8 C12 . . -180(3) C15' C13' C8 C12 . . -47(4) C6 N3 C8 C13' . . 123.5(10) C6 N3 C8 C7 . . -0.1(4) C6 N3 C8 C13 . . 114.7(4) C6 N3 C8 C12 . . -115.0(4) O3 C7 C8 C13' . . 57(2) N2 C7 C8 C13' . . -123(2) O3 C7 C8 N3 . . 180.0(4) N2 C7 C8 N3 . . 0.0(4) O3 C7 C8 C13 . . 64.3(8) N2 C7 C8 C13 . . -115.7(7) O3 C7 C8 C12 . . -63.6(5) N2 C7 C8 C12 . . 116.4(3) C14 C13 C8 C13' . . -179(17) C15 C13 C8 C13' . . -55(16) C14 C13 C8 N3 . . -62.2(10) C15 C13 C8 N3 . . 62.2(10) C14 C13 C8 C7 . . 46.3(12) C15 C13 C8 C7 . . 170.6(8) C14 C13 C8 C12 . . 170.2(8) C15 C13 C8 C12 . . -65.5(12) C3 C4 C11 O2 . . -175.5(4) C5 C4 C11 O2 . . 4.7(6) C3 C4 C11 O1 . . 5.0(5) C5 C4 C11 O1 . . -174.8(3)