#------------------------------------------------------------------------------ #$Date: 2017-11-18 04:48:23 +0200 (Sat, 18 Nov 2017) $ #$Revision: 203326 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/04/48/7044811.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_7044811 loop_ _publ_author_name 'Yang, Xu-Feng' 'Liu, Min' 'Zhu, Hai-Bin' 'Hang, Cheng' 'Zhao, Yue' _publ_section_title ; Syntheses, structures, and magnetic properties of two unique Cu(II)-based coordination polymers involving crystal-to-crystal structural transformation from 1D chain to 3D network ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/C7DT03568C _journal_year 2017 _chemical_formula_sum 'C20 H18 Br Cu N3 O4' _chemical_formula_weight 507.82 _space_group_crystal_system trigonal _space_group_IT_number 148 _space_group_name_Hall '-R 3' _space_group_name_H-M_alt 'R -3 :H' _symmetry_space_group_name_Hall '-R 3' _symmetry_space_group_name_H-M 'R -3 :H' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2017-09-18 deposited with the CCDC. 2017-11-17 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_formula_units_Z 18 _cell_length_a 32.4787(16) _cell_length_b 32.4787(16) _cell_length_c 10.5745(5) _cell_measurement_reflns_used 5986 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 24.67 _cell_measurement_theta_min 2.41 _cell_volume 9660.2(8) _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0874 _diffrn_reflns_av_unetI/netI 0.0690 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 29415 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.502 _diffrn_reflns_theta_min 2.057 _exptl_absorpt_coefficient_mu 2.909 _exptl_absorpt_correction_T_max 0.114 _exptl_absorpt_correction_T_min 0.078 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_process_details SADABS _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.571 _exptl_crystal_description block _exptl_crystal_F_000 4590.0 _exptl_crystal_size_max 0.380 _exptl_crystal_size_mid 0.340 _exptl_crystal_size_min 0.280 _refine_diff_density_max 0.963 _refine_diff_density_min -0.540 _refine_diff_density_rms 0.107 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 264 _refine_ls_number_reflns 4928 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.1089 _refine_ls_R_factor_gt 0.0642 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+88.8389P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1243 _refine_ls_wR_factor_ref 0.1402 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3330 _reflns_number_total 4933 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7dt03568c2.cif _cod_data_source_block 2 _cod_original_cell_volume 9660.2(11) _cod_database_code 7044811 _shelx_shelxl_version_number 2014/7 _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 ; yxf-Cu.res created by SHELXL-2014/7 TITL yxf-Cu in R-3 CELL 0.71073 32.47870 32.47870 10.57450 90.0000 90.0000 120.0000 ZERR 87.00 0.00160 0.00160 0.00050 0.0000 0.0000 0.0000 LATT 3 SYMM -Y, X-Y, Z SYMM -X+Y, -X, Z SFAC C H N O Cu Br UNIT 87 87 87 87 87 87 L.S. 8 ACTA BOND $H FMAP 2 PLAN 20 SIZE 0.38 0.34 0.28 CONF TEMP 23.000 WGHT 0.049200 88.838905 FVAR 0.03652 MOLE 1 CU1 5 0.390314 1.011756 0.559997 11.00000 0.02391 0.02406 = 0.02076 -0.00020 0.00173 0.01356 BR1 6 0.255404 0.749745 0.486556 11.00000 0.07410 0.02870 = 0.07305 -0.01716 -0.02242 0.02231 C1 1 0.602463 1.081206 0.965720 11.00000 0.04748 0.04102 = 0.05496 -0.01341 -0.01531 0.02971 AFIX 43 H1 2 0.597506 1.107035 0.967043 11.00000 -1.20000 AFIX 0 C2 1 0.571161 1.039914 0.901963 11.00000 0.01902 0.03025 = 0.02508 -0.00406 0.00056 0.01314 C3 1 0.580544 1.002919 0.907578 11.00000 0.03613 0.04629 = 0.06010 -0.02404 -0.01942 0.02372 AFIX 43 H3 2 0.559873 0.974039 0.869275 11.00000 -1.20000 AFIX 0 C4 1 0.467958 1.052255 0.792949 11.00000 0.04472 0.05425 = 0.04481 -0.01353 -0.01275 0.04006 AFIX 43 H4 2 0.452309 1.068289 0.818092 11.00000 -1.20000 AFIX 0 C5 1 0.505725 1.058061 0.864525 11.00000 0.04644 0.05267 = 0.03584 -0.01870 -0.01454 0.03570 AFIX 43 H5 2 0.515020 1.077506 0.935644 11.00000 -1.20000 AFIX 0 C6 1 0.529847 1.034798 0.830147 11.00000 0.02584 0.03115 = 0.02189 -0.00121 -0.00187 0.01548 C7 1 0.514012 1.006677 0.722608 11.00000 0.04328 0.05848 = 0.03850 -0.01886 -0.01143 0.03780 AFIX 43 H7 2 0.528962 0.990231 0.695129 11.00000 -1.20000 AFIX 0 C8 1 0.476000 1.003424 0.657242 11.00000 0.04622 0.06282 = 0.02773 -0.01778 -0.01384 0.03578 AFIX 43 H8 2 0.466174 0.984631 0.584893 11.00000 -1.20000 AFIX 0 C9 1 0.416855 1.109215 0.639608 11.00000 0.03850 0.03226 = 0.04652 0.00103 0.01976 0.01254 AFIX 43 H9 2 0.444571 1.116722 0.595801 11.00000 -1.20000 AFIX 0 C10 1 0.341888 1.054661 0.696748 11.00000 0.03786 0.02232 = 0.06031 0.00495 0.01757 0.01187 AFIX 43 H10 2 0.316595 1.023580 0.695130 11.00000 -1.20000 AFIX 0 C11 1 0.319713 0.922166 0.675971 11.00000 0.02275 0.02807 = 0.01998 -0.00045 -0.00526 0.01455 C12 1 0.325767 0.894442 0.574936 11.00000 0.03010 0.02251 = 0.02532 -0.00110 -0.00431 0.01665 C13 1 0.295902 0.844914 0.577402 11.00000 0.03803 0.02772 = 0.03357 -0.00074 -0.00769 0.02024 AFIX 43 H13 2 0.274900 0.830858 0.644446 11.00000 -1.20000 AFIX 0 C14 1 0.297301 0.816994 0.482213 11.00000 0.04866 0.02450 = 0.04230 -0.00715 -0.01481 0.01957 C15 1 0.328369 0.836984 0.382637 11.00000 0.08262 0.04103 = 0.03638 -0.01408 0.00005 0.03567 AFIX 43 H15 2 0.329081 0.817856 0.318219 11.00000 -1.20000 AFIX 0 C16 1 0.358294 0.885287 0.378880 11.00000 0.07518 0.04425 = 0.03195 -0.00350 0.00985 0.03476 AFIX 43 H16 2 0.379224 0.898366 0.311271 11.00000 -1.20000 AFIX 0 C17 1 0.358417 0.916042 0.474755 11.00000 0.03983 0.03828 = 0.02704 -0.00545 -0.00478 0.02789 C18 1 0.168448 0.607580 0.463008 11.00000 0.31814 0.16935 = 0.25271 0.08124 0.15104 0.15908 AFIX 137 H18A 2 0.167595 0.586100 0.526690 11.00000 -1.50000 H18B 2 0.141401 0.591183 0.408343 11.00000 -1.50000 H18C 2 0.167706 0.633786 0.502686 11.00000 -1.50000 AFIX 0 C19 1 0.231021 0.645406 0.277314 11.00000 0.37990 0.13321 = 0.33402 -0.08430 -0.11719 0.00483 AFIX 43 H19 2 0.260125 0.656821 0.236706 11.00000 -1.20000 AFIX 0 C20 1 0.249945 0.626925 0.452788 11.00000 0.27518 0.11577 = 0.52217 -0.05804 -0.23550 0.12363 AFIX 137 H20A 2 0.260899 0.650608 0.518103 11.00000 -1.50000 H20B 2 0.274889 0.635194 0.392182 11.00000 -1.50000 H20C 2 0.241127 0.596571 0.489415 11.00000 -1.50000 AFIX 0 N1 3 0.452256 1.025258 0.690130 11.00000 0.02690 0.04178 = 0.02668 -0.00240 -0.00244 0.02210 N2 3 0.382157 1.064554 0.639208 11.00000 0.02459 0.02224 = 0.02292 0.00187 0.00347 0.01350 N3 3 0.210171 0.624579 0.392076 11.00000 0.13533 0.08047 = 0.12578 0.01449 0.02338 0.06737 O1 4 0.387902 0.961344 0.461329 11.00000 0.03978 0.02978 = 0.02618 -0.00038 0.00779 0.01827 O2 4 0.342340 0.967305 0.675832 11.00000 0.03097 0.01949 = 0.02533 -0.00114 0.00385 0.01285 O3 4 0.290766 0.899882 0.764075 11.00000 0.02947 0.02255 = 0.02291 -0.00248 -0.00065 0.01022 O4 4 0.183859 0.640403 0.251731 11.00000 0.28515 0.43899 = 0.17135 -0.04460 -0.03427 0.12555 HKLF 4 REM yxf-Cu in R-3 REM R1 = 0.0642 for 3330 Fo > 4sig(Fo) and 0.1089 for all 4928 data REM 264 parameters refined using 0 restraints END WGHT 0.0562 70.1193 REM Highest difference peak 0.963, deepest hole -0.540, 1-sigma level 0.107 Q1 1 0.2155 0.6486 0.2911 11.00000 0.05 0.82 Q2 1 0.3333 0.6667 0.1667 10.16667 0.05 0.79 Q3 1 0.2740 0.7508 0.5434 11.00000 0.05 0.72 Q4 1 0.2273 0.7469 0.5194 11.00000 0.05 0.69 Q5 1 0.6045 1.0301 0.8339 11.00000 0.05 0.62 Q6 1 0.3699 1.0607 0.7568 11.00000 0.05 0.59 Q7 1 0.2738 0.7817 0.4769 11.00000 0.05 0.55 Q8 1 0.3830 1.0044 0.6366 11.00000 0.05 0.55 Q9 1 0.3931 1.1072 0.5772 11.00000 0.05 0.52 Q10 1 0.5762 1.0532 1.0050 11.00000 0.05 0.51 Q11 1 0.1629 0.5852 0.1502 11.00000 0.05 0.48 Q12 1 0.2285 0.6365 0.1787 11.00000 0.05 0.47 Q13 1 0.1655 0.5961 0.2166 11.00000 0.05 0.45 Q14 1 0.3994 1.0432 0.5568 11.00000 0.05 0.45 Q15 1 0.3604 0.9833 0.5552 11.00000 0.05 0.45 Q16 1 0.1706 0.6161 0.3667 11.00000 0.05 0.44 Q17 1 0.2104 0.6167 0.5084 11.00000 0.05 0.43 Q18 1 0.2817 0.6476 0.2893 11.00000 0.05 0.40 Q19 1 0.4159 1.0145 0.5096 11.00000 0.05 0.38 Q20 1 0.4549 0.9791 0.7134 11.00000 0.05 0.37 ; _shelx_res_checksum 15797 loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' 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 Cu1 Cu 0.39031(2) 1.01176(2) 0.56000(5) 0.02222(16) Uani 1 1 d . . Br1 Br 0.25540(3) 0.74975(2) 0.48656(7) 0.0601(2) Uani 1 1 d . . C1 C 0.6025(2) 1.0812(2) 0.9657(6) 0.0445(14) Uani 1 1 d . . H1 H 0.5975 1.1070 0.9670 0.053 Uiso 1 1 calc R U C2 C 0.57116(16) 1.03991(17) 0.9020(4) 0.0244(10) Uani 1 1 d . . C3 C 0.5805(2) 1.0029(2) 0.9076(6) 0.0461(15) Uani 1 1 d . . H3 H 0.5599 0.9740 0.8693 0.055 Uiso 1 1 calc R U C4 C 0.4680(2) 1.0523(2) 0.7929(5) 0.0411(14) Uani 1 1 d . . H4 H 0.4523 1.0683 0.8181 0.049 Uiso 1 1 calc R U C5 C 0.5057(2) 1.0581(2) 0.8645(5) 0.0401(14) Uani 1 1 d . . H5 H 0.5150 1.0775 0.9356 0.048 Uiso 1 1 calc R U C6 C 0.52985(17) 1.03480(17) 0.8301(4) 0.0257(10) Uani 1 1 d . . C7 C 0.5140(2) 1.0067(2) 0.7226(5) 0.0413(14) Uani 1 1 d . . H7 H 0.5290 0.9902 0.6951 0.050 Uiso 1 1 calc R U C8 C 0.4760(2) 1.0034(2) 0.6572(5) 0.0418(14) Uani 1 1 d . . H8 H 0.4662 0.9846 0.5849 0.050 Uiso 1 1 calc R U C9 C 0.4169(2) 1.10921(19) 0.6396(5) 0.0414(14) Uani 1 1 d . . H9 H 0.4446 1.1167 0.5958 0.050 Uiso 1 1 calc R U C10 C 0.3419(2) 1.05466(19) 0.6967(6) 0.0416(14) Uani 1 1 d . . H10 H 0.3166 1.0236 0.6951 0.050 Uiso 1 1 calc R U C11 C 0.31971(16) 0.92217(16) 0.6760(4) 0.0228(10) Uani 1 1 d . . C12 C 0.32577(17) 0.89444(16) 0.5749(4) 0.0244(10) Uani 1 1 d . . C13 C 0.29590(19) 0.84491(17) 0.5774(5) 0.0314(11) Uani 1 1 d . . H13 H 0.2749 0.8309 0.6444 0.038 Uiso 1 1 calc R U C14 C 0.2973(2) 0.81699(18) 0.4822(5) 0.0379(13) Uani 1 1 d . . C15 C 0.3284(2) 0.8370(2) 0.3826(5) 0.0512(17) Uani 1 1 d . . H15 H 0.3291 0.8179 0.3182 0.061 Uiso 1 1 calc R U C16 C 0.3583(2) 0.8853(2) 0.3789(5) 0.0483(16) Uani 1 1 d . . H16 H 0.3792 0.8984 0.3113 0.058 Uiso 1 1 calc R U C17 C 0.35842(19) 0.91604(19) 0.4748(4) 0.0313(11) Uani 1 1 d . . C18 C 0.1684(7) 0.6076(6) 0.4630(17) 0.230(10) Uani 1 1 d . . H18A H 0.1676 0.5861 0.5267 0.345 Uiso 1 1 calc R U H18B H 0.1414 0.5912 0.4083 0.345 Uiso 1 1 calc R U H18C H 0.1677 0.6338 0.5027 0.345 Uiso 1 1 calc R U C19 C 0.2310(13) 0.6454(8) 0.277(3) 0.34(2) Uani 1 1 d . . H19 H 0.2601 0.6568 0.2367 0.405 Uiso 1 1 calc R U C20 C 0.2499(7) 0.6269(5) 0.453(2) 0.293(16) Uani 1 1 d . . H20A H 0.2609 0.6506 0.5181 0.439 Uiso 1 1 calc R U H20B H 0.2749 0.6352 0.3922 0.439 Uiso 1 1 calc R U H20C H 0.2411 0.5966 0.4894 0.439 Uiso 1 1 calc R U N1 N 0.45226(14) 1.02526(15) 0.6901(4) 0.0296(9) Uani 1 1 d . . N2 N 0.38216(13) 1.06455(13) 0.6392(3) 0.0225(8) Uani 1 1 d . . N3 N 0.2102(4) 0.6246(3) 0.3921(10) 0.108(3) Uani 1 1 d . . O1 O 0.38790(12) 0.96134(12) 0.4613(3) 0.0315(8) Uani 1 1 d . . O2 O 0.34234(11) 0.96730(11) 0.6758(3) 0.0252(7) Uani 1 1 d . . O3 O 0.29077(11) 0.89988(11) 0.7641(3) 0.0262(7) Uani 1 1 d . . O4 O 0.1839(7) 0.6404(8) 0.2517(16) 0.323(12) 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 Cu1 0.0239(3) 0.0241(3) 0.0208(3) -0.0002(2) 0.0017(2) 0.0136(3) Br1 0.0741(5) 0.0287(3) 0.0730(5) -0.0172(3) -0.0224(4) 0.0223(3) C1 0.047(4) 0.041(3) 0.055(4) -0.013(3) -0.015(3) 0.030(3) C2 0.019(2) 0.030(3) 0.025(2) -0.004(2) 0.0006(19) 0.013(2) C3 0.036(3) 0.046(4) 0.060(4) -0.024(3) -0.019(3) 0.024(3) C4 0.045(3) 0.054(4) 0.045(3) -0.014(3) -0.013(3) 0.040(3) C5 0.046(3) 0.053(4) 0.036(3) -0.019(3) -0.015(2) 0.036(3) C6 0.026(3) 0.031(3) 0.022(2) -0.001(2) -0.0019(19) 0.015(2) C7 0.043(3) 0.058(4) 0.038(3) -0.019(3) -0.011(3) 0.038(3) C8 0.046(3) 0.063(4) 0.028(3) -0.018(3) -0.014(2) 0.036(3) C9 0.039(3) 0.032(3) 0.047(3) 0.001(3) 0.020(3) 0.013(3) C10 0.038(3) 0.022(3) 0.060(4) 0.005(3) 0.018(3) 0.012(2) C11 0.023(2) 0.028(3) 0.020(2) -0.0004(19) -0.0053(19) 0.015(2) C12 0.030(3) 0.023(2) 0.025(2) -0.0011(19) -0.004(2) 0.017(2) C13 0.038(3) 0.028(3) 0.034(3) -0.001(2) -0.008(2) 0.020(2) C14 0.049(3) 0.024(3) 0.042(3) -0.007(2) -0.015(3) 0.020(3) C15 0.083(5) 0.041(4) 0.036(3) -0.014(3) 0.000(3) 0.036(4) C16 0.075(5) 0.044(4) 0.032(3) -0.004(3) 0.010(3) 0.035(3) C17 0.040(3) 0.038(3) 0.027(3) -0.005(2) -0.005(2) 0.028(3) C18 0.32(3) 0.169(16) 0.25(2) 0.081(15) 0.15(2) 0.159(18) C19 0.38(5) 0.133(18) 0.33(4) -0.08(2) -0.12(4) 0.00(2) C20 0.28(2) 0.116(12) 0.52(4) -0.058(18) -0.24(3) 0.124(15) N1 0.027(2) 0.042(3) 0.027(2) -0.0024(19) -0.0024(17) 0.022(2) N2 0.025(2) 0.022(2) 0.0229(19) 0.0019(16) 0.0035(16) 0.0135(18) N3 0.135(9) 0.080(6) 0.126(8) 0.014(5) 0.023(7) 0.067(6) O1 0.040(2) 0.030(2) 0.0262(17) -0.0004(14) 0.0078(15) 0.0183(17) O2 0.0310(18) 0.0195(17) 0.0253(16) -0.0011(13) 0.0038(14) 0.0128(15) O3 0.0295(18) 0.0226(17) 0.0229(16) -0.0025(13) -0.0006(14) 0.0102(15) O4 0.29(2) 0.44(3) 0.171(13) -0.045(15) -0.034(14) 0.13(2) 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 O1 Cu1 O2 91.92(14) . . O1 Cu1 O3 88.70(14) . 8_664 O2 Cu1 O3 173.41(14) . 8_664 O1 Cu1 N2 167.82(15) . . O2 Cu1 N2 88.44(14) . . O3 Cu1 N2 89.58(14) 8_664 . O1 Cu1 N1 98.50(15) . . O2 Cu1 N1 93.72(14) . . O3 Cu1 N1 92.68(14) 8_664 . N2 Cu1 N1 93.62(15) . . C9 C1 C2 119.2(5) 18_656 . C9 C1 H1 120.4 18_656 . C2 C1 H1 120.4 . . C3 C2 C1 116.5(5) . . C3 C2 C6 120.5(4) . . C1 C2 C6 123.0(4) . . C2 C3 C10 120.4(5) . 18_656 C2 C3 H3 119.8 . . C10 C3 H3 119.8 18_656 . N1 C4 C5 124.4(5) . . N1 C4 H4 117.8 . . C5 C4 H4 117.8 . . C4 C5 C6 119.5(5) . . C4 C5 H5 120.3 . . C6 C5 H5 120.3 . . C5 C6 C7 116.8(5) . . C5 C6 C2 122.3(4) . . C7 C6 C2 120.8(4) . . C8 C7 C6 119.1(5) . . C8 C7 H7 120.4 . . C6 C7 H7 120.4 . . N1 C8 C7 124.5(5) . . N1 C8 H8 117.7 . . C7 C8 H8 117.7 . . N2 C9 C1 124.0(5) . 17_456 N2 C9 H9 118.0 . . C1 C9 H9 118.0 17_456 . N2 C10 C3 122.3(5) . 17_456 N2 C10 H10 118.9 . . C3 C10 H10 118.9 17_456 . O3 C11 O2 119.9(4) . . O3 C11 C12 118.3(4) . . O2 C11 C12 121.9(4) . . C13 C12 C17 120.0(4) . . C13 C12 C11 117.4(4) . . C17 C12 C11 122.5(4) . . C14 C13 C12 120.8(5) . . C14 C13 H13 119.6 . . C12 C13 H13 119.6 . . C13 C14 C15 120.6(5) . . C13 C14 Br1 119.9(4) . . C15 C14 Br1 119.5(4) . . C16 C15 C14 119.7(5) . . C16 C15 H15 120.2 . . C14 C15 H15 120.2 . . C15 C16 C17 122.3(6) . . C15 C16 H16 118.9 . . C17 C16 H16 118.9 . . O1 C17 C12 126.1(4) . . O1 C17 C16 117.3(5) . . C12 C17 C16 116.6(5) . . N3 C18 H18A 109.5 . . N3 C18 H18B 109.5 . . H18A C18 H18B 109.5 . . N3 C18 H18C 109.5 . . H18A C18 H18C 109.5 . . H18B C18 H18C 109.5 . . N3 C19 O4 83(3) . . N3 C19 H19 138.4 . . O4 C19 H19 138.4 . . N3 C20 H20A 109.5 . . N3 C20 H20B 109.5 . . H20A C20 H20B 109.5 . . N3 C20 H20C 109.5 . . H20A C20 H20C 109.5 . . H20B C20 H20C 109.5 . . C4 N1 C8 115.7(4) . . C4 N1 Cu1 128.9(3) . . C8 N1 Cu1 115.4(3) . . C9 N2 C10 117.5(4) . . C9 N2 Cu1 121.8(3) . . C10 N2 Cu1 120.7(3) . . C19 N3 C18 143(2) . . C19 N3 C20 99.3(19) . . C18 N3 C20 117.2(16) . . C17 O1 Cu1 127.0(3) . . C11 O2 Cu1 130.2(3) . . C11 O3 Cu1 112.6(3) . 6_465 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Cu1 O1 1.910(3) . Cu1 O2 1.940(3) . Cu1 O3 1.990(3) 8_664 Cu1 N2 2.041(4) . Cu1 N1 2.292(4) . Br1 C14 1.911(5) . C1 C9 1.377(7) 18_656 C1 C2 1.387(7) . C1 H1 0.9300 . C2 C3 1.381(7) . C2 C6 1.477(6) . C3 C10 1.385(7) 18_656 C3 H3 0.9300 . C4 N1 1.328(6) . C4 C5 1.372(7) . C4 H4 0.9300 . C5 C6 1.382(7) . C5 H5 0.9300 . C6 C7 1.386(7) . C7 C8 1.372(7) . C7 H7 0.9300 . C8 N1 1.329(6) . C8 H8 0.9300 . C9 N2 1.319(6) . C9 C1 1.377(7) 17_456 C9 H9 0.9300 . C10 N2 1.328(6) . C10 C3 1.385(7) 17_456 C10 H10 0.9300 . C11 O3 1.263(5) . C11 O2 1.270(5) . C11 C12 1.472(6) . C12 C13 1.403(7) . C12 C17 1.412(7) . C13 C14 1.371(7) . C13 H13 0.9300 . C14 C15 1.376(8) . C15 C16 1.372(8) . C15 H15 0.9300 . C16 C17 1.422(7) . C16 H16 0.9300 . C17 O1 1.301(6) . C18 N3 1.398(16) . C18 H18A 0.9600 . C18 H18B 0.9600 . C18 H18C 0.9600 . C19 N3 1.39(3) . C19 O4 1.48(4) . C19 H19 0.9300 . C20 N3 1.410(17) . C20 H20A 0.9600 . C20 H20B 0.9600 . C20 H20C 0.9600 . O3 Cu1 1.990(3) 6_465 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_4 C9 C1 C2 C3 1.6(8) 18_656 . C9 C1 C2 C6 -177.9(5) 18_656 . C1 C2 C3 C10 -2.6(9) . 18_656 C6 C2 C3 C10 176.9(5) . 18_656 N1 C4 C5 C6 0.0(10) . . C4 C5 C6 C7 0.3(8) . . C4 C5 C6 C2 179.2(5) . . C3 C2 C6 C5 149.2(6) . . C1 C2 C6 C5 -31.3(8) . . C3 C2 C6 C7 -32.0(8) . . C1 C2 C6 C7 147.6(6) . . C5 C6 C7 C8 0.0(8) . . C2 C6 C7 C8 -178.9(5) . . C6 C7 C8 N1 -0.7(10) . . O3 C11 C12 C13 5.3(6) . . O2 C11 C12 C13 -174.1(4) . . O3 C11 C12 C17 -177.8(4) . . O2 C11 C12 C17 2.8(7) . . C17 C12 C13 C14 -1.2(7) . . C11 C12 C13 C14 175.8(4) . . C12 C13 C14 C15 0.5(8) . . C12 C13 C14 Br1 -178.9(4) . . C13 C14 C15 C16 0.2(9) . . Br1 C14 C15 C16 179.6(5) . . C14 C15 C16 C17 -0.3(10) . . C13 C12 C17 O1 179.9(5) . . C11 C12 C17 O1 3.1(8) . . C13 C12 C17 C16 1.1(7) . . C11 C12 C17 C16 -175.7(5) . . C15 C16 C17 O1 -179.3(5) . . C15 C16 C17 C12 -0.4(9) . . C5 C4 N1 C8 -0.6(9) . . C5 C4 N1 Cu1 -179.8(4) . . C7 C8 N1 C4 1.0(9) . . C7 C8 N1 Cu1 -179.7(5) . . C1 C9 N2 C10 3.3(8) 17_456 . C1 C9 N2 Cu1 -174.3(5) 17_456 . C3 C10 N2 C9 -2.1(8) 17_456 . C3 C10 N2 Cu1 175.4(5) 17_456 . O4 C19 N3 C18 -2(3) . . O4 C19 N3 C20 -175.5(14) . . C12 C17 O1 Cu1 -8.2(7) . . C16 C17 O1 Cu1 170.6(4) . . O3 C11 O2 Cu1 177.5(3) . . C12 C11 O2 Cu1 -3.1(6) . . O2 C11 O3 Cu1 -1.6(5) . 6_465 C12 C11 O3 Cu1 179.0(3) . 6_465