# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2001 # CCDC Number: 186/2311 data_Bu _publ_requested_journal 'JCS, Dalton Trans' _publ_contact_author ; Xian-He Bu Department of Chemistry, Nankai University, Tianjin 300071,China ; _publ_contact_author_email 'buxh@nankai.edu.cn' _publ_section_title ;Novel copper(II) complexes with diazamesocyclic ligands functionalized by additional donor group(s): syntheses, crystal structures and magnetic properties ; data_1 # CHEMICAL DATA _chemical_formula_moiety 'C14 H22 Cl Cu N6 H2 O Cl O4' _chemical_formula_sum 'C14 H24 Cl2 Cu N6 O5' _chemical_formula_iupac '[Cu(C14 H22 N6) Cl](Cl O4)(H2 O)' _chemical_formula_weight 490.83 #CRYSTAL DATA _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M ' P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.529(2) _cell_length_b 11.343(2) _cell_length_c 12.362(2) _cell_angle_alpha 82.21(3) _cell_angle_beta 72.49(3) _cell_angle_gamma 82.34(3) _cell_volume 992.7(5) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.20 _cell_measurement_theta_max 12.32 _cell_measurement_temperature 299(1) _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'blue' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_F_000 506 _exptl_absorpt_coefficient_mu 1.4110 _exptl_absorpt_correction_type Empirical _exptl_absorpt_process_details '(North & Phillips, 1968)' _exptl_absorpt_correction_T_min 0.710 _exptl_absorpt_correction_T_max 1.273 #EXPERIMENT DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device 'Enraf Nonius CAD4' _diffrn_measurement_method '\w/2\q' _diffrn_reflns_number 2734 _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_theta_max 23.0 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? # REFINEMENT DATA _refine_special_details ? _reflns_number_total 2734 _reflns_number_gt 2472 _reflns_threshold_expression I > 3.0 \S (I) _refine_ls_structure_factor_coef 'F' _refine_ls_R_factor_obs 0.078 _refine_ls_wR_factor_obs 0.078 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2064 _refine_ls_number_parameters 253 _refine_ls_goodness_of_fit_ref 1.92 _refine_ls_weight_scheme Calc. _refine_ls_weighting_details 'w=1/[\s^2^(F)+(.0001F)^2^]' _refine_ls_shift/esd_max ? _refine_diff_density_max 0.70 _refine_diff_density_min -0.92 _refine_ls_extinction_method ? _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-Ray Crystallography Vol.IV ' (Cromer et al., 1974) #ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _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_type_symbol Cu1 0.2696(1) 0.7208(1) 0.8054(1) 0.036(1) Uani Cu C1 0.5266(12) 0.6895(10) 0.5708(8) 0.050(4) Uani C C2 0.4330(13) 0.7925(11) 0.5125(8) 0.056(4) Uani C C3 0.3372(13) 0.8895(9) 0.5880(8) 0.044(4) Uani C C4 0.0419(12) 0.7932(9) 0.6541(8) 0.039(4) Uani C C5 0.0512(12) 0.6601(10) 0.6803(8) 0.049(4) Uani C C6 0.2379(11) 0.5830(10) 0.6366(8) 0.050(4) Uani C C10 0.5116(13) 0.5196(9) 0.7090(8) 0.047(4) Uani C C11 0.4192(11) 0.4797(9) 0.8293(8) 0.039(4) Uani C C12 0.4414(13) 0.3791(10) 0.8971(8) 0.050(4) Uani C C13 0.2561(13) 0.5106(10) 1.0002(9) 0.048(4) Uani C C20 0.0933(14) 0.9518(10) 0.7518(9) 0.054(4) Uani C C21 -0.0121(12) 0.9071(9) 0.8713(8) 0.041(4) Uani C C22 -0.1674(13) 0.9502(10) 0.9503(9) 0.049(4) Uani C C23 -0.0508(13) 0.7829(10) 1.0247(8) 0.047(4) Uani C N1 0.3993(10) 0.6244(8) 0.6679(7) 0.048(3) Uani N N2 0.1828(10) 0.8470(7) 0.6896(6) 0.036(3) Uani N N3 0.2978(10) 0.5650(7) 0.8946(6) 0.041(3) Uani N N4 0.3339(11) 0.3975(8) 1.0070(7) 0.052(4) Uani N N5 0.0603(10) 0.8022(7) 0.9180(6) 0.041(3) Uani N N6 -0.1894(1) 0.8742(9) 1.0440(8) 0.055(4) Uani N Cl1 0.5484(3) 0.8042(2) 0.8200(2) 0.051(1) Uani Cl Cl2 0.0390(3) 0.7046(3) 0.3210(2) 0.055(1) Uani Cl O1 0.5179(10) 0.0823(8) 0.7745(7) 0.072(4) Uani O O11 0.0293(19) 0.6294(16) 0.4216(9) 0.159(9) Uani O O12 -0.1387(14) 0.7595(13) 0.3125(12) 0.134(7) Uani O O13 0.1658(17) 0.7822(14) 0.2766(22) 0.248(15) Uani O O14 0.0922(15) 0.6169(10) 0.2410(8) 0.109(5) Uani O H1A 0.6182 0.7198 0.5966 0.080 Uiso H H1B 0.5926 0.6355 0.5152 0.080 Uiso H H2A 0.3423 0.7630 0.4850 0.080 Uiso H H2B 0.5243 0.8269 0.4478 0.080 Uiso H H3A 0.2844 0.9540 0.5448 0.080 Uiso H H3B 0.4281 0.9203 0.6140 0.080 Uiso H H4A -0.0807 0.8203 0.6942 0.080 Uiso H H4B 0.0585 0.8143 0.5740 0.080 Uiso H H5A -0.0365 0.6329 0.6498 0.080 Uiso H H5B 0.0097 0.6419 0.7616 0.080 Uiso H H6A 0.2702 0.5866 0.5550 0.080 Uiso H H6B 0.2225 0.5012 0.6666 0.080 Uiso H H10A 0.6351 0.5399 0.7009 0.080 Uiso H H10B 0.5225 0.4549 0.6642 0.080 Uiso H H13A 0.1819 0.5497 1.0656 0.080 Uiso H H12A 0.5185 0.3072 0.8736 0.080 Uiso H H20A 0.0081 0.9978 0.7144 0.080 Uiso H H20B 0.1870 1.0013 0.7524 0.080 Uiso H H22A -0.2486 1.0210 0.9402 0.080 Uiso H H23A -0.0335 0.7154 1.0778 0.080 Uiso H 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 _atom_site_aniso_type_symbol Cu1 .030(1) .057(1) .030(1) -.003(1) -.011(1) -.028(1) Cu C1 .027(5) .085(8) .033(5) -.011(5) .005(4) -.020(6) C C2 .036(5) .095(9) .038(5) -.008(6) -.007(4) -.020(6) C C3 .044(5) .057(6) .036(5) -.011(5) -.011(4) -.014(5) C C4 .035(5) .052(6) .038(5) -.006(4) -.018(4) -.013(5) C C5 .032(5) .088(9) .041(5) -.013(5) -.017(4) -.029(6) C C6 .032(5) .083(8) .047(6) -.005(5) -.011(4) -.051(6) C C10 .042(5) .058(7) .047(6) .008(5) -.014(5) -.030(5) C C11 .028(5) .062(7) .036(5) .000(4) -.015(4) -.023(5) C C12 .044(6) .071(8) .045(6) -.014(5) -.016(5) -.025(6) C C13 .046(6) .066(8) .046(6) -.017(5) -.022(5) -.023(6) C C20 .043(6) .070(8) .052(6) .009(5) -.015(5) -.030(6) C C21 .039(5) .059(7) .037(5) -.007(5) -.014(4) -.032(5) C C22 .040(5) .069(7) .056(7) .003(5) -.026(5) -.042(6) C C23 .054(6) .060(7) .034(5) -.013(5) -.008(5) -.034(5) C Cl1 .041(1) .067(2) .061(2) -.015(1) -.028(1) -.018(1) C Cl2 .044(1) .073(2) .058(2) -.005(1) -.020(1) -.032(1) C N1 .030(4) .085(7) .042(5) .003(4) -.016(4) -.043(5) N N2 .035(4) .043(5) .033(4) .001(3) -.015(3) -.011(4) N N3 .042(4) .060(5) .031(4) -.006(4) -.015(3) -.029(4) N N4 .039(4) .068(6) .060(6) .002(4) -.025(4) -.028(5) N N5 .042(4) .055(5) .033(4) -.007(4) -.013(4) -.030(4) N N6 .042(5) .084(7) .046(5) -.010(5) -.006(4) -.042(5) N O1 .053(4) .086(6) .076(5) -.001(4) -.004(4) -.042(5) O O11 .171(13) .240(18) .072(7) .029(12) -.062(8) -.020(10) O O12 .065(6) .177(13) .161(11) .019(7) -.041(7) -.034(10) O O13 .082(9) .136(13) .498(36) -.055(9) .016(14) -.117(18) O O14 .129(8) .124(9) .080(7) .023(7) -.033(6) -.060(7) O #MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu1 Cl1 . . 2.477 (3) ? Cu1 N1 . . 2.063 (8) ? Cu1 N2 . . 2.070 (7) ? Cu1 N3 . . 1.974 (8) ? Cu1 N5 . . 1.978 (7) ? C1 C2 . . 1.496 (15) ? C1 N1 . . 1.470 (11) ? C2 C3 . . 1.504 (15) ? C3 N2 . . 1.506 (10) ? C4 C5 . . 1.496 (15) ? C4 N2 . . 1.489 (14) ? C5 C6 . . 1.537 (12) ? C6 N1 . . 1.528 (14) ? N1 C10 . . 1.487 (13) ? N2 C20 . . 1.477 (13) ? C10 C11 . . 1.476 (12) ? N3 C13 . . 1.331 (12) ? N3 C11 . . 1.399 (12) ? C13 N4 . . 1.340 (14) ? C12 C11 . . 1.344 (14) ? C12 N4 . . 1.384 (12) ? C20 C21 . . 1.506 (12) ? C21 C22 . . 1.360 (12) ? C21 N5 . . 1.370 (12) ? C22 N6 . . 1.334 (14) ? C23 N5 . . 1.340 (11) ? C23 N6 . . 1.360 (13) ? Cl2 O11 . . 1.398 (13) ? Cl2 O12 . . 1.426 (11) ? Cl2 O13 . . 1.329 (14) ? Cl2 O14 . . 1.432 (12) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag Cl1 Cu1 N1 98.3(2) ? Cl1 Cu1 N2 101.8(2) ? N1 Cu1 N2 85.9(3) ? Cu1 N3 C13 142.9(7) ? Cl1 Cu1 N3 98.1(3) ? Cu1 N3 C11 112.8(5) ? N1 Cu1 N3 83.5(3) ? C13 N3 C11 103.9(8) ? N2 Cu1 N3 158.6(4) ? N3 C13 N4 113.5(9) ? Cl1 Cu1 N5 103.3(3) ? C11 C12 N4 107.9(9) ? N1 Cu1 N5 157.4(4) ? C10 C11 N3 116.8(8) ? N2 Cu1 N5 83.4(3) ? C10 C11 C12 133.3(9) ? N3 Cu1 N5 99.8(3) ? N3 C11 C12 109.4(8) ? C2 C1 N1 114.6(7) ? C13 N4 C12 105.3(8) ? C1 C2 C3 113.7(9) ? N2 C20 C21 108.1(8) ? C2 C3 N2 112.9(8) ? C20 C21 C22 134.2(9) ? C5 C4 N2 112.5(8) ? C20 C21 N5 117.0(7) ? C4 C5 C6 120.3(8) ? C22 C21 N5 108.7(8) ? C5 C6 N1 112.8(9) ? C21 C22 N6 107.2(9) ? Cu1 N1 C1 115.2(7) ? N5 C23 N6 108.8(8) ? Cu1 N1 C6 104.2(5) ? Cu1 N5 C21 112.5(5) ? C1 N1 C6 112.5(8) ? Cu1 N5 C23 140.4(7) ? Cu1 N1 C10 107.0(6) ? C21 N5 C23 106.6(7) ? C1 N1 C10 107.6(7) ? C22 N6 C23 108.7(8) ? C6 N1 C10 110.1(8) ? O11 Cl2 O12 113.7(8) ? Cu1 N2 C3 115.0(5) ? O11 Cl2 O13 124.0(13) ? Cu1 N2 C4 106.5(5) ? O12 Cl2 O13 109.0(9) ? C3 N2 C4 111.4(7) ? O11 Cl2 O14 99.4(8) ? Cu1 N2 C20 106.5(6) ? O12 Cl2 O14 104.9(8) ? C3 N2 C20 107.3(7) ? O13 Cl2 O14 102.9(11) ? C4 N2 C20 110.0(7) ? N1 C10 C11 110.4(7) ? #==END data_2 # CHEMICAL DATA _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C20 H36 Cl4 Cu2 N8 O8' _chemical_formula_weight 785.47 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5280(4) _cell_length_b 8.8165(7) _cell_length_c 10.1276(5) _cell_angle_alpha 86.862(7) _cell_angle_beta 82.350(6) _cell_angle_gamma 89.608(6) _cell_volume 753.56(8) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 36 _cell_measurement_theta_min 4.55 _cell_measurement_theta_max 35 _exptl_crystal_description ? _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.819 _exptl_crystal_density_method ? _exptl_crystal_F_000 410 _exptl_absorpt_coefficient_mu 3.017 _exptl_absorpt_correction_type SEMI-EMPIRICAL FROM PSI-SCAN _exptl_absorpt_correction_T_min 0.617 _exptl_absorpt_correction_T_max 0.299 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3959 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3283 _reflns_number_observed 2431 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0784P)^2^+1.4562P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3283 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0742 _refine_ls_R_factor_obs 0.0572 _refine_ls_wR_factor_all 0.1023 _refine_ls_wR_factor_obs 0.0837 _refine_ls_goodness_of_fit_all 1.017 _refine_ls_goodness_of_fit_obs 1.050 _refine_ls_restrained_S_all 1.017 _refine_ls_restrained_S_obs 1.050 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu Cu -0.10833(7) -0.34563(7) 0.56452(6) 0.0241(2) Uani 1 d . . Cl1 Cl 0.13868(15) -0.35472(15) 0.43659(14) 0.0334(5) Uani 1.000(6) d . .. N1 N -0.3234(5) -0.3067(4) 0.6792(4) 0.0225(8) Uani 1 d . . N2 N -0.0111(5) -0.3043(6) 0.7279(5) 0.0309(11) Uani 1 d . . H2 H 0.0555(79) -0.3151(84) 0.7068(72) 0.037 Uiso 1 d . . N3 N -0.2290(5) -0.2905(5) 0.4155(4) 0.0294(10) Uani 1 d . . N4 N -0.3404(7) -0.1960(6) 0.2487(5) 0.0400(13) Uani 1 d . . H4 H -0.3434(70) -0.1654(65) 0.1854(59) 0.022(16) Uiso 1 d . . C1 C -0.3512(7) -0.4096(6) 0.8037(5) 0.0287(11) Uani 1 d . . H1A H -0.3430(61) -0.5125(61) 0.7764(50) 0.020(13) Uiso 1 d . . H1B H -0.4512(66) -0.3904(58) 0.8406(52) 0.021(13) Uiso 1 d . . C2 C -0.2354(8) -0.3853(7) 0.9004(6) 0.0352(13) Uani 1 d . . H2A H -0.2577(64) -0.4514(63) 0.9741(56) 0.026(14) Uiso 1 d . . H2B H -0.2504(78) -0.2909(78) 0.9313(64) 0.046(19) Uiso 1 d . . C3 C -0.0638(7) -0.4085(7) 0.8456(6) 0.0363(13) Uani 1 d . . H3A H -0.0254(84) -0.5085(83) 0.8140(67) 0.055(20) Uiso 1 d . . H3B H -0.0104(75) -0.3969(68) 0.9208(64) 0.041(17) Uiso 1 d . . C4 C -0.0306(7) -0.1398(6) 0.7532(6) 0.0357(13) Uani 1 d . . H4A H 0.0669(81) -0.0817(73) 0.7153(64) 0.045(18) Uiso 1 d . . H4B H -0.0418(66) -0.1313(63) 0.8423(62) 0.029(15) Uiso 1 d . . C5 C -0.1632(7) -0.0674(6) 0.6826(6) 0.0349(13) Uani 1 d . . H5A H -0.1736(65) 0.0340(66) 0.7033(54) 0.029(14) Uiso 1 d . . H5B H -0.1348(61) -0.0583(57) 0.5903(55) 0.019(13) Uiso 1 d . . C6 C -0.3250(7) -0.1416(6) 0.7099(6) 0.0298(11) Uani 1 d . . H6A H -0.3839(66) -0.0973(62) 0.6515(56) 0.027(14) Uiso 1 d . . H6B H -0.3737(80) -0.1386(72) 0.7928(70) 0.046(19) Uiso 1 d . . C7 C -0.4486(6) -0.3385(7) 0.5948(5) 0.0302(11) Uani 1 d . . H7A H -0.5494(86) -0.2975(80) 0.6289(70) 0.057(21) Uiso 1 d . . H7B H -0.4509(65) -0.4470(67) 0.5928(53) 0.028(15) Uiso 1 d . . C8 C -0.3914(6) -0.2838(6) 0.4542(5) 0.0277(11) Uani 1 d . . H8 H -0.3251(77) -0.2372(70) 0.4553(61) 0.033 Uiso 1 d . . C9 C -0.4605(10) -0.2258(8) 0.3499(8) 0.038(2) Uani 1 d . . H9A H -0.4752(129) -0.1904(102) 0.3698(101) 0.046 Uiso 1 d . . H9B H -0.5872(79) -0.2082(69) 0.3313(62) 0.043(17) Uiso 1 d . . C10 C -0.2041(8) -0.2363(7) 0.2906(5) 0.0358(13) Uani 1 d . . H10 H -0.1062(78) -0.2273(69) 0.2421(63) 0.042(18) Uiso 1 d . . Cl2 Cl -0.2736(2) 0.16261(15) 0.00167(13) 0.0316(3) Uani 1 d . . O1 O -0.3984(7) 0.2179(7) -0.0683(6) 0.073(2) Uani 1 d . . O2 O -0.2784(7) 0.0013(5) 0.0137(5) 0.0646(15) Uani 1 d . . O3 O -0.1260(6) 0.2091(6) -0.0707(5) 0.0608(14) Uani 1 d . . O4 O -0.2914(5) 0.2220(6) 0.1306(5) 0.0553(13) Uani 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 Cu 0.0200(3) 0.0276(3) 0.0245(3) -0.0009(2) -0.0022(2) 0.0035(2) Cl1 0.0251(7) 0.0304(7) 0.0414(8) 0.0006(5) 0.0072(5) 0.0005(5) N1 0.022(2) 0.023(2) 0.022(2) 0.000(2) -0.003(2) 0.002(2) N2 0.026(2) 0.034(2) 0.033(3) -0.001(2) -0.007(2) 0.005(2) N3 0.025(2) 0.035(2) 0.027(2) 0.000(2) -0.001(2) 0.004(2) N4 0.050(3) 0.045(3) 0.026(3) 0.009(2) -0.013(2) 0.004(2) C1 0.030(3) 0.029(3) 0.024(3) 0.002(2) 0.004(2) -0.001(2) C2 0.049(4) 0.031(3) 0.024(3) 0.005(2) 0.000(2) 0.001(3) C3 0.040(3) 0.039(3) 0.032(3) 0.004(2) -0.013(3) 0.005(3) C4 0.040(3) 0.033(3) 0.037(3) 0.000(2) -0.015(3) -0.004(3) C5 0.044(3) 0.022(3) 0.039(3) 0.001(2) -0.006(3) -0.001(2) C6 0.030(3) 0.028(3) 0.032(3) -0.002(2) -0.005(2) 0.009(2) C7 0.023(3) 0.033(3) 0.034(3) -0.001(2) -0.002(2) -0.001(2) C8 0.023(3) 0.028(3) 0.033(3) 0.000(2) -0.005(2) -0.001(2) C9 0.038(3) 0.038(4) 0.041(4) -0.002(3) -0.011(3) 0.009(3) C10 0.041(3) 0.038(3) 0.027(3) 0.003(2) -0.001(3) 0.000(3) Cl2 0.0303(7) 0.0358(7) 0.0287(6) 0.0021(5) -0.0058(5) -0.0022(5) O1 0.064(4) 0.091(4) 0.073(4) 0.014(3) -0.044(3) 0.006(3) O2 0.092(4) 0.039(3) 0.057(3) 0.009(2) 0.008(3) -0.004(3) O3 0.051(3) 0.074(3) 0.053(3) -0.005(2) 0.015(2) -0.022(3) O4 0.040(3) 0.082(3) 0.047(3) -0.027(2) -0.006(2) 0.012(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Cu N3 1.975(4) . ? Cu N2 1.998(5) . ? Cu N1 2.073(4) . ? Cu Cl1 2.3248(14) . ? Cu Cl1 2.6571(15) 2_546 ? Cl1 Cu 2.6571(14) 2_546 ? N1 C7 1.490(6) . ? N1 C6 1.504(6) . ? N1 C1 1.506(6) . ? N2 C3 1.487(8) . ? N2 C4 1.491(8) . ? N3 C10 1.318(7) . ? N3 C8 1.390(7) . ? N4 C10 1.329(8) . ? N4 C9 1.365(11) . ? C1 C2 1.504(8) . ? C2 C3 1.511(9) . ? C4 C5 1.535(8) . ? C5 C6 1.516(8) . ? C7 C8 1.497(8) . ? C8 C9 1.352(10) . ? Cl2 O2 1.421(5) . ? Cl2 O3 1.421(5) . ? Cl2 O1 1.424(5) . ? Cl2 O4 1.422(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 N3 Cu N2 154.2(2) . . ? N3 Cu N1 82.9(2) . . ? N2 Cu N1 85.8(2) . . ? N3 Cu Cl1 96.47(13) . . ? N2 Cu Cl1 91.64(14) . . ? N1 Cu Cl1 172.36(11) . . ? N3 Cu Cl1 97.79(14) . 2_546 ? N2 Cu Cl1 106.5(2) . 2_546 ? N1 Cu Cl1 96.45(11) . 2_546 ? Cl1 Cu Cl1 91.19(5) . 2_546 ? Cu Cl1 Cu 88.81(5) . 2_546 ? C7 N1 C6 110.5(4) . . ? C7 N1 C1 108.0(4) . . ? C6 N1 C1 112.2(4) . . ? C7 N1 Cu 106.6(3) . . ? C6 N1 Cu 106.5(3) . . ? C1 N1 Cu 113.0(3) . . ? C3 N2 C4 114.4(5) . . ? C3 N2 Cu 114.5(4) . . ? C4 N2 Cu 108.6(3) . . ? C10 N3 C8 106.3(5) . . ? C10 N3 Cu 139.5(4) . . ? C8 N3 Cu 113.3(3) . . ? C10 N4 C9 108.9(6) . . ? C2 C1 N1 113.4(4) . . ? C1 C2 C3 115.0(5) . . ? N2 C3 C2 112.5(5) . . ? N2 C4 C5 111.7(5) . . ? C6 C5 C4 117.4(5) . . ? N1 C6 C5 113.5(4) . . ? N1 C7 C8 108.3(4) . . ? C9 C8 N3 108.6(6) . . ? C9 C8 C7 135.3(6) . . ? N3 C8 C7 116.1(5) . . ? C8 C9 N4 106.0(6) . . ? N3 C10 N4 110.2(5) . . ? O2 Cl2 O3 108.8(3) . . ? O2 Cl2 O1 109.6(4) . . ? O3 Cl2 O1 109.3(3) . . ? O2 Cl2 O4 109.8(3) . . ? O3 Cl2 O4 109.9(3) . . ? O1 Cl2 O4 109.3(3) . . ? _refine_diff_density_max 0.785 _refine_diff_density_min -1.056 _refine_diff_density_rms 0.128 #==END data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H42 Cl2 Cu2 N4 O12' _chemical_formula_weight 800.62 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'Pbcn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.0196(18) _cell_length_b 10.1623(9) _cell_length_c 16.6277(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3213.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5757 _cell_measurement_theta_min 4.900 _cell_measurement_theta_max 52.438 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.655 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1656 _exptl_absorpt_coefficient_mu 1.557 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.5748 _exptl_absorpt_correction_T_max 0.7459 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.34 _diffrn_reflns_number 12373 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2822 _reflns_number_gt 2194 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART' _computing_cell_refinement 'SAINT' _computing_data_reduction 'SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL' _computing_publication_material 'SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0769P)^2^+3.9066P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2822 _refine_ls_number_parameters 220 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1346 _refine_ls_wR_factor_gt 0.1230 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.44436(2) 0.10101(4) 0.97873(3) 0.03149(19) Uani 1 1 d . . . O1 O 0.54718(14) 0.0788(3) 0.97858(15) 0.0350(6) Uani 1 1 d . . . O2 O 0.4527(3) 0.1812(5) 1.1108(2) 0.0729(13) Uani 1 1 d D . . N1 N 0.44642(17) 0.2818(3) 0.92918(18) 0.0342(7) Uani 1 1 d . . . N2 N 0.34677(18) 0.0812(4) 0.9354(2) 0.0408(8) Uani 1 1 d . . . C1 C 0.59271(19) 0.1489(4) 0.9325(2) 0.0326(8) Uani 1 1 d . . . C2 C 0.6527(2) 0.0902(4) 0.8996(2) 0.0391(9) Uani 1 1 d . . . H2B H 0.6607 0.0008 0.9072 0.047 Uiso 1 1 calc R . . C3 C 0.7010(2) 0.1659(5) 0.8552(2) 0.0456(10) Uani 1 1 d . . . H3B H 0.7420 0.1276 0.8359 0.055 Uiso 1 1 calc R . . C4 C 0.6874(2) 0.2970(5) 0.8404(3) 0.0510(12) Uani 1 1 d . . . H4A H 0.7191 0.3471 0.8108 0.061 Uiso 1 1 calc R . . C5 C 0.6270(2) 0.3529(4) 0.8694(3) 0.0469(11) Uani 1 1 d . . . H5B H 0.6176 0.4407 0.8579 0.056 Uiso 1 1 calc R . . C6 C 0.5788(2) 0.2810(4) 0.9162(2) 0.0368(9) Uani 1 1 d . . . C7 C 0.5149(2) 0.3477(4) 0.9491(3) 0.0412(10) Uani 1 1 d . . . H7A H 0.5136 0.4371 0.9287 0.049 Uiso 1 1 calc R . . H7B H 0.5193 0.3527 1.0071 0.049 Uiso 1 1 calc R . . C8 C 0.4379(2) 0.2708(4) 0.8384(2) 0.0399(10) Uani 1 1 d . . . H8A H 0.4019 0.3320 0.8208 0.048 Uiso 1 1 calc R . . H8B H 0.4817 0.2954 0.8126 0.048 Uiso 1 1 calc R . . C9 C 0.4179(2) 0.1332(4) 0.8125(2) 0.0420(10) Uani 1 1 d . . . H9A H 0.4548 0.0735 0.8296 0.050 Uiso 1 1 calc R . . H9B H 0.4164 0.1310 0.7542 0.050 Uiso 1 1 calc R . . C10 C 0.3484(2) 0.0819(4) 0.8442(3) 0.0448(10) Uani 1 1 d . . . H10A H 0.3408 -0.0068 0.8245 0.054 Uiso 1 1 calc R . . H10B H 0.3105 0.1369 0.8242 0.054 Uiso 1 1 calc R . . C11 C 0.2970(2) 0.1787(5) 0.9706(3) 0.0519(12) Uani 1 1 d . . . H11A H 0.2981 0.1719 1.0287 0.062 Uiso 1 1 calc R . . H11B H 0.2496 0.1583 0.9529 0.062 Uiso 1 1 calc R . . C12 C 0.3150(2) 0.3186(5) 0.9461(3) 0.0523(12) Uani 1 1 d . . . H12A H 0.3075 0.3271 0.8886 0.063 Uiso 1 1 calc R . . H12B H 0.2824 0.3778 0.9727 0.063 Uiso 1 1 calc R . . C13 C 0.3889(2) 0.3627(4) 0.9650(3) 0.0473(11) Uani 1 1 d . . . H13A H 0.3944 0.4527 0.9466 0.057 Uiso 1 1 calc R . . H13B H 0.3947 0.3630 1.0230 0.057 Uiso 1 1 calc R . . Cl1 Cl 0.62761(7) 0.31667(15) 1.19366(8) 0.0665(4) Uani 1 1 d . . . O3 O 0.6385(6) 0.2484(8) 1.1230(4) 0.218(5) Uani 1 1 d . . . O4 O 0.5615(4) 0.3701(10) 1.1862(9) 0.240(6) Uani 1 1 d . . . O5 O 0.6738(3) 0.4312(5) 1.1894(4) 0.1160(18) Uani 1 1 d . . . O6 O 0.6406(4) 0.2493(9) 1.2611(4) 0.175(3) Uani 1 1 d . . . H2 H 0.340(3) 0.011(5) 0.946(3) 0.053(16) Uiso 1 1 d . . . H2D H 0.419(4) 0.194(9) 1.139(5) 0.14(4) Uiso 1 1 d D . . H2C H 0.484(3) 0.196(6) 1.129(4) 0.07(2) Uiso 1 1 d 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 0.0270(3) 0.0350(3) 0.0325(3) 0.00376(19) -0.00046(19) 0.00211(19) O1 0.0287(14) 0.0398(15) 0.0365(15) 0.0075(11) -0.0001(11) -0.0003(11) O2 0.070(3) 0.104(4) 0.045(2) -0.021(2) 0.003(2) -0.016(3) N1 0.0375(18) 0.0335(17) 0.0315(16) -0.0022(14) -0.0007(14) 0.0045(14) N2 0.0321(19) 0.042(2) 0.048(2) 0.0094(17) -0.0025(16) 0.0022(16) C1 0.0289(19) 0.040(2) 0.0286(18) 0.0024(16) -0.0036(16) -0.0068(17) C2 0.031(2) 0.050(2) 0.036(2) 0.0029(18) -0.0023(17) -0.0005(18) C3 0.035(2) 0.062(3) 0.040(2) 0.000(2) 0.0005(18) -0.002(2) C4 0.040(2) 0.070(3) 0.043(2) 0.002(2) 0.005(2) -0.021(2) C5 0.056(3) 0.039(2) 0.046(2) 0.0020(19) -0.001(2) -0.017(2) C6 0.039(2) 0.039(2) 0.0321(19) -0.0037(17) -0.0021(16) -0.0102(18) C7 0.050(3) 0.033(2) 0.041(2) -0.0059(18) -0.0016(19) -0.0042(19) C8 0.044(2) 0.046(2) 0.0299(19) 0.0072(17) -0.0059(17) 0.0050(19) C9 0.041(2) 0.053(3) 0.033(2) -0.0033(18) -0.0057(18) 0.005(2) C10 0.038(2) 0.052(3) 0.044(2) 0.0028(19) -0.0122(19) 0.0021(19) C11 0.033(2) 0.062(3) 0.060(3) 0.009(2) 0.007(2) 0.013(2) C12 0.042(2) 0.056(3) 0.059(3) 0.003(2) 0.008(2) 0.021(2) C13 0.051(3) 0.039(2) 0.052(3) -0.0031(19) 0.007(2) 0.014(2) Cl1 0.0499(7) 0.0851(10) 0.0644(8) 0.0092(7) 0.0003(6) -0.0034(7) O3 0.414(16) 0.123(5) 0.115(5) -0.017(4) 0.044(7) -0.070(7) O4 0.083(5) 0.219(10) 0.417(18) 0.111(11) -0.036(7) 0.010(5) O5 0.087(3) 0.098(4) 0.163(5) 0.005(3) -0.019(3) -0.012(3) O6 0.133(6) 0.272(10) 0.118(5) 0.097(5) -0.016(4) -0.035(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 1.967(3) 5_657 ? Cu1 O1 1.969(3) . ? Cu1 N2 2.001(4) . ? Cu1 N1 2.014(3) . ? Cu1 O2 2.349(4) . ? Cu1 Cu1 3.0324(9) 5_657 ? O1 C1 1.358(5) . ? O1 Cu1 1.967(3) 5_657 ? N1 C13 1.493(5) . ? N1 C7 1.502(5) . ? N1 C8 1.522(5) . ? N2 C11 1.490(6) . ? N2 C10 1.517(6) . ? C1 C6 1.395(6) . ? C1 C2 1.398(6) . ? C2 C3 1.407(6) . ? C3 C4 1.379(7) . ? C4 C5 1.369(7) . ? C5 C6 1.406(6) . ? C6 C7 1.496(6) . ? C8 C9 1.512(6) . ? C9 C10 1.516(6) . ? C11 C12 1.517(7) . ? C12 C13 1.509(7) . ? Cl1 O6 1.337(6) . ? Cl1 O4 1.375(7) . ? Cl1 O3 1.380(7) . ? Cl1 O5 1.460(5) . ? 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 O1 Cu1 O1 79.20(12) 5_657 . ? O1 Cu1 N2 96.45(14) 5_657 . ? O1 Cu1 N2 155.44(14) . . ? O1 Cu1 N1 173.49(12) 5_657 . ? O1 Cu1 N1 94.86(12) . . ? N2 Cu1 N1 87.86(15) . . ? O1 Cu1 O2 88.82(15) 5_657 . ? O1 Cu1 O2 88.51(16) . . ? N2 Cu1 O2 115.73(18) . . ? N1 Cu1 O2 93.71(16) . . ? O1 Cu1 Cu1 39.62(8) 5_657 5_657 ? O1 Cu1 Cu1 39.58(8) . 5_657 ? N2 Cu1 Cu1 131.55(12) . 5_657 ? N1 Cu1 Cu1 134.38(9) . 5_657 ? O2 Cu1 Cu1 88.27(14) . 5_657 ? C1 O1 Cu1 129.7(2) . 5_657 ? C1 O1 Cu1 125.0(2) . . ? Cu1 O1 Cu1 100.80(12) 5_657 . ? C13 N1 C7 107.6(3) . . ? C13 N1 C8 111.0(3) . . ? C7 N1 C8 110.1(3) . . ? C13 N1 Cu1 109.0(3) . . ? C7 N1 Cu1 109.5(2) . . ? C8 N1 Cu1 109.7(2) . . ? C11 N2 C10 113.7(3) . . ? C11 N2 Cu1 112.4(3) . . ? C10 N2 Cu1 109.9(3) . . ? O1 C1 C6 119.6(3) . . ? O1 C1 C2 121.1(4) . . ? C6 C1 C2 119.3(4) . . ? C1 C2 C3 120.3(4) . . ? C4 C3 C2 120.0(4) . . ? C5 C4 C3 119.7(4) . . ? C4 C5 C6 121.7(4) . . ? C1 C6 C5 119.0(4) . . ? C1 C6 C7 121.3(4) . . ? C5 C6 C7 119.8(4) . . ? C6 C7 N1 115.0(3) . . ? C9 C8 N1 112.2(3) . . ? C8 C9 C10 116.0(4) . . ? C9 C10 N2 111.5(3) . . ? N2 C11 C12 112.0(4) . . ? C13 C12 C11 115.7(4) . . ? N1 C13 C12 115.8(4) . . ? O6 Cl1 O4 116.5(6) . . ? O6 Cl1 O3 115.4(6) . . ? O4 Cl1 O3 105.0(8) . . ? O6 Cl1 O5 109.8(4) . . ? O4 Cl1 O5 103.3(5) . . ? O3 Cl1 O5 105.6(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 O1 Cu1 O1 C1 158.1(3) 5_657 . . . ? N2 Cu1 O1 C1 76.2(5) . . . . ? N1 Cu1 O1 C1 -19.3(3) . . . . ? O2 Cu1 O1 C1 -112.9(3) . . . . ? Cu1 Cu1 O1 C1 158.1(3) 5_657 . . . ? O1 Cu1 O1 Cu1 0.0 5_657 . . 5_657 ? N2 Cu1 O1 Cu1 -81.8(3) . . . 5_657 ? N1 Cu1 O1 Cu1 -177.32(12) . . . 5_657 ? O2 Cu1 O1 Cu1 89.09(16) . . . 5_657 ? O1 Cu1 N1 C13 -168.1(10) 5_657 . . . ? O1 Cu1 N1 C13 -144.2(3) . . . . ? N2 Cu1 N1 C13 60.3(3) . . . . ? O2 Cu1 N1 C13 -55.4(3) . . . . ? Cu1 Cu1 N1 C13 -146.6(2) 5_657 . . . ? O1 Cu1 N1 C7 -50.7(11) 5_657 . . . ? O1 Cu1 N1 C7 -26.8(2) . . . . ? N2 Cu1 N1 C7 177.7(3) . . . . ? O2 Cu1 N1 C7 62.0(3) . . . . ? Cu1 Cu1 N1 C7 -29.2(3) 5_657 . . . ? O1 Cu1 N1 C8 70.2(11) 5_657 . . . ? O1 Cu1 N1 C8 94.1(2) . . . . ? N2 Cu1 N1 C8 -61.4(3) . . . . ? O2 Cu1 N1 C8 -177.1(3) . . . . ? Cu1 Cu1 N1 C8 91.7(3) 5_657 . . . ? O1 Cu1 N2 C11 121.9(3) 5_657 . . . ? O1 Cu1 N2 C11 -160.0(3) . . . . ? N1 Cu1 N2 C11 -63.0(3) . . . . ? O2 Cu1 N2 C11 30.1(4) . . . . ? Cu1 Cu1 N2 C11 142.6(2) 5_657 . . . ? O1 Cu1 N2 C10 -110.4(3) 5_657 . . . ? O1 Cu1 N2 C10 -32.3(5) . . . . ? N1 Cu1 N2 C10 64.7(3) . . . . ? O2 Cu1 N2 C10 157.8(3) . . . . ? Cu1 Cu1 N2 C10 -89.7(3) 5_657 . . . ? Cu1 O1 C1 C6 -173.2(3) 5_657 . . . ? Cu1 O1 C1 C6 35.3(5) . . . . ? Cu1 O1 C1 C2 8.0(5) 5_657 . . . ? Cu1 O1 C1 C2 -143.5(3) . . . . ? O1 C1 C2 C3 -177.0(3) . . . . ? C6 C1 C2 C3 4.3(6) . . . . ? C1 C2 C3 C4 -3.4(6) . . . . ? C2 C3 C4 C5 0.3(6) . . . . ? C3 C4 C5 C6 1.8(7) . . . . ? O1 C1 C6 C5 179.0(3) . . . . ? C2 C1 C6 C5 -2.2(5) . . . . ? O1 C1 C6 C7 0.5(5) . . . . ? C2 C1 C6 C7 179.3(4) . . . . ? C4 C5 C6 C1 -0.8(6) . . . . ? C4 C5 C6 C7 177.7(4) . . . . ? C1 C6 C7 N1 -55.3(5) . . . . ? C5 C6 C7 N1 126.2(4) . . . . ? C13 N1 C7 C6 -178.8(3) . . . . ? C8 N1 C7 C6 -57.7(4) . . . . ? Cu1 N1 C7 C6 62.9(4) . . . . ? C13 N1 C8 C9 -110.6(4) . . . . ? C7 N1 C8 C9 130.4(4) . . . . ? Cu1 N1 C8 C9 9.9(4) . . . . ? N1 C8 C9 C10 61.9(4) . . . . ? C8 C9 C10 N2 -58.6(5) . . . . ? C11 N2 C10 C9 111.7(4) . . . . ? Cu1 N2 C10 C9 -15.3(4) . . . . ? C10 N2 C11 C12 -59.8(5) . . . . ? Cu1 N2 C11 C12 65.9(4) . . . . ? N2 C11 C12 C13 -55.4(5) . . . . ? C7 N1 C13 C12 175.4(4) . . . . ? C8 N1 C13 C12 54.8(5) . . . . ? Cu1 N1 C13 C12 -66.0(4) . . . . ? C11 C12 C13 N1 57.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.994 _refine_diff_density_min -0.459 _refine_diff_density_rms 0.087 #==END