# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Koushik Dhara' _publ_contact_author_email KOUSHIKDHARA@REDIFFMAIL.COM _publ_section_title ; A new water-soluble copper(II) complex as a selective fluorescent sensor for azide ion ; loop_ _publ_author_name 'Koushik Dhara' 'Abhijit Dan' 'Mario Manassero' 'Chattopadhyay Pabitra' 'Uday Saha' 'Sandipan Sarkar' # Attachment '2.cif' data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 732702' #TrackingRef '2.cif' #_diffrn_reflns_number 6295 #Added by publCIF _symmetry_space_group_name_hall '-P 1' #Added by publCIF _audit_update_record ; 2008-06-12 # Formatted by publCIF ; _audit_creation_date 09-10-27 _audit_creation_method 'from The Personal SDP version 2.1.1' _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H24 Cu3 N14 O3' _chemical_formula_sum 'C17 H24 Cu3 N14 O3' _chemical_formula_weight 663.09 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' _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 10.005(1) _cell_length_b 10.063(1) _cell_length_c 13.026(1) _cell_angle_alpha 72.91(1) _cell_angle_beta 86.75(1) _cell_angle_gamma 86.52(1) _cell_volume 1250.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used 94 _cell_measurement_theta_min 3 _cell_measurement_theta_max 23 _exptl_crystal_description stick _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.347 _exptl_crystal_size_mid 0.044 _exptl_crystal_size_min 0.041 _exptl_crystal_density_diffrn 1.761 _exptl_crystal_F_000 670 _exptl_absorpt_coefficient_mu 2.59 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'Bruker SMART CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 279 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 15808 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5235 _reflns_number_gt 4296 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART(Bruker, 2007)' _computing_cell_refinement 'Bruker SMART(Bruker, 2007)' _computing_data_reduction 'Bruker SAINT(Bruker, 2007)' _computing_structure_solution ; SHELXS-86 (Sheldrick, 1986) as implemented in The Personal SDP ; _computing_structure_refinement ; Full-matrix least-squares (The Personal SDP, 1991) ; _refine_special_details ; weight = (4*F\~o\~\^2\^)/[\s\^2\^(F\~o\~\^2\^)] (refinement on F\^2\^) \s(F\~o\~\^2\^) = [\s\^2\^(F\~o\~\^2\^) + (P*F\~o\~\^2\^)\^2\^]\^(1/2)\^ P = 0.0200 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _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 5235 _refine_ls_number_parameters 350 _refine_ls_number_constraints 0 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.052 _refine_ls_R_factor_gt 0.052 _refine_ls_wR_factor_ref 0.062 #_conventional_R1_(I>2\s(I)) 0.033 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_type_symbol Cu1 -0.62028(3) 0.13516(3) 0.14246(2) 1.00 0.01933(6) Uani Cu Cu2 -0.38097(3) -0.06731(3) 0.18344(2) 1.00 0.02000(6) Uani Cu Cu3 -0.56112(3) -0.05372(3) 0.41306(2) 1.00 0.02050(7) Uani Cu O1 -0.7695(2) 0.1808(2) 0.0503(1) 1.00 0.0215(4) Uani O O2 -0.4472(2) 0.1079(2) 0.2086(1) 1.00 0.0227(4) Uani O O3 -0.3001(2) -0.2219(2) 0.1391(1) 1.00 0.0215(4) Uani O N1 -0.6492(2) 0.3191(2) 0.1597(2) 1.00 0.0200(5) Uani N N2 -0.2137(2) -0.0639(2) 0.2494(2) 1.00 0.0191(5) Uani N N3 -0.5543(2) -0.0386(2) 0.1140(1) 1.00 0.0173(4) Uani N N4 -0.6171(2) -0.1079(2) 0.0714(2) 1.00 0.0272(5) Uani N N5 -0.6758(3) -0.1669(2) 0.0272(2) 1.00 0.0474(6) Uani N N6 -0.5902(2) 0.0923(2) 0.4886(2) 1.00 0.0229(5) Uani N N7 -0.6580(2) 0.2016(2) 0.4660(1) 1.00 0.0239(5) Uani N N8 -0.7200(2) 0.3038(2) 0.4453(2) 1.00 0.0358(6) Uani N N9 -0.7142(2) 0.0062(2) 0.3190(2) 1.00 0.0284(5) Uani N N10 -0.8087(2) 0.0485(2) 0.3539(2) 1.00 0.0357(5) Uani N N11 -0.9072(3) 0.0931(3) 0.3884(2) 1.00 0.0680(7) Uani N N12 -0.4972(2) -0.2020(2) 0.3511(2) 1.00 0.0246(5) Uani N N13 -0.5770(2) -0.2655(2) 0.3191(2) 1.00 0.0252(5) Uani N N14 -0.6477(3) -0.3278(2) 0.2868(2) 1.00 0.0386(6) Uani N C1 -0.8503(3) 0.2850(3) 0.0808(2) 1.00 0.0262(6) Uani C C2 -0.7656(3) 0.3985(2) 0.0989(2) 1.00 0.0257(6) Uani C C3 -0.5772(3) 0.3741(2) 0.2135(2) 1.00 0.0211(6) Uani C C4 -0.4563(3) 0.3117(2) 0.2676(2) 1.00 0.0190(5) Uani C C5 -0.3997(3) 0.3843(2) 0.3310(2) 1.00 0.0225(6) Uani C C6 -0.2842(3) 0.3371(2) 0.3859(2) 1.00 0.0241(6) Uani C C7 -0.2197(3) 0.2172(2) 0.3740(2) 1.00 0.0234(6) Uani C C8 -0.2697(3) 0.1405(2) 0.3113(2) 1.00 0.0198(5) Uani C C9 -0.1866(3) 0.0207(2) 0.3018(2) 1.00 0.0222(6) Uani C C10 -0.1133(2) -0.1728(2) 0.2337(2) 1.00 0.0203(5) Uani C C11 -0.1983(3) -0.2842(2) 0.2134(2) 1.00 0.0227(6) Uani C C12 -0.7102(3) 0.4907(3) -0.0084(2) 1.00 0.0352(7) Uani C C13 -0.8497(3) 0.4817(3) 0.1616(2) 1.00 0.0374(7) Uani C C14 -0.2261(3) 0.4146(3) 0.4562(2) 1.00 0.0329(6) Uani C C15 -0.0278(3) -0.2382(3) 0.3310(2) 1.00 0.0289(6) Uani C C16 -0.0261(3) -0.1052(3) 0.1347(2) 1.00 0.0309(7) Uani C C17 -0.3920(2) 0.1856(2) 0.2607(2) 1.00 0.0177(5) Uani C H1 -0.266(3) -0.208(3) 0.061(2) 1.00 0.03(1) Uiso H H2 -0.139(3) 0.451(3) 0.424(2) 1.00 0.03(1) Uiso H H3 -0.213(3) 0.356(3) 0.522(2) 1.00 0.03(1) Uiso H H4 -0.290(3) 0.484(3) 0.467(2) 1.00 0.04(1) Uiso H H5 -0.9005 0.2417 0.1470 1.00 0.0289 Uiso H H6 -0.9121 0.3280 0.0244 1.00 0.0289 Uiso H H7 -0.6064 0.4659 0.2182 1.00 0.0232 Uiso H H8 -0.4438 0.4708 0.3361 1.00 0.0248 Uiso H H9 -0.1367 0.1845 0.4103 1.00 0.0258 Uiso H H10 -0.1028 0.0029 0.3385 1.00 0.0244 Uiso H H11 -0.1406 -0.3464 0.1843 1.00 0.0250 Uiso H H12 -0.2403 -0.3366 0.2809 1.00 0.0250 Uiso H H13 -0.7835 0.5437 -0.0498 1.00 0.0387 Uiso H H14 -0.6484 0.5541 0.0046 1.00 0.0387 Uiso H H15 -0.6635 0.4330 -0.0482 1.00 0.0387 Uiso H H16 -0.9234 0.5309 0.1188 1.00 0.0411 Uiso H H17 -0.8848 0.4190 0.2280 1.00 0.0411 Uiso H H18 -0.7944 0.5482 0.1780 1.00 0.0411 Uiso H H19 0.0351 -0.3077 0.3154 1.00 0.0318 Uiso H H20 0.0212 -0.1665 0.3465 1.00 0.0318 Uiso H H21 -0.0853 -0.2818 0.3927 1.00 0.0318 Uiso H H22 0.0407 -0.1732 0.1220 1.00 0.0340 Uiso H H23 -0.0816 -0.0714 0.0728 1.00 0.0340 Uiso H H24 0.0182 -0.0280 0.1463 1.00 0.0340 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol Cu1 0.0219(2) 0.0170(1) 0.0221(1) 0.0046(1) -0.0077(1) -0.0104(1) Cu Cu2 0.0202(2) 0.0197(1) 0.0241(1) 0.0048(1) -0.0073(1) -0.0126(1) Cu Cu3 0.0282(2) 0.0180(1) 0.0172(1) 0.0009(1) -0.0037(1) -0.0080(1) Cu O1 0.025(1) 0.0202(8) 0.0232(8) 0.0077(7) -0.0088(7) -0.0122(6) O O2 0.0205(9) 0.0192(7) 0.0347(9) 0.0051(7) -0.0106(8) -0.0171(6) O O3 0.0220(9) 0.0238(8) 0.0225(8) 0.0069(8) -0.0086(7) -0.0128(6) O N1 0.022(1) 0.0186(9) 0.022(1) 0.0024(9) -0.0036(9) -0.0094(7) N N2 0.020(1) 0.0182(9) 0.020(1) 0.0028(9) -0.0024(9) -0.0066(7) N N3 0.021(1) 0.0174(9) 0.0182(9) 0.0009(8) -0.0070(8) -0.0119(7) N N4 0.031(1) 0.024(1) 0.026(1) 0.002(1) -0.002(1) -0.0076(9) N N5 0.055(2) 0.051(1) 0.045(1) -0.018(1) -0.008(1) -0.024(1) N N6 0.030(1) 0.0176(9) 0.025(1) 0.0047(9) -0.007(1) -0.0111(7) N N7 0.032(1) 0.027(1) 0.0163(9) -0.004(1) -0.0021(9) -0.0108(8) N N8 0.046(2) 0.029(1) 0.034(1) 0.013(1) -0.007(1) -0.0145(9) N N9 0.040(1) 0.027(1) 0.022(1) 0.007(1) -0.006(1) -0.0129(8) N N10 0.023(1) 0.046(1) 0.043(1) -0.007(1) -0.012(1) -0.015(1) N N11 0.026(2) 0.105(2) 0.098(2) 0.002(1) -0.005(1) -0.070(1) N N12 0.032(1) 0.025(1) 0.023(1) 0.002(1) -0.0080(9) -0.0141(7) N N13 0.038(1) 0.0158(9) 0.022(1) 0.006(1) 0.000(1) -0.0072(8) N N14 0.050(2) 0.032(1) 0.043(1) -0.007(1) -0.006(1) -0.0230(9) N C1 0.025(1) 0.027(1) 0.032(1) 0.009(1) -0.010(1) -0.0164(9) C C2 0.029(1) 0.022(1) 0.029(1) 0.008(1) -0.012(1) -0.0129(9) C C3 0.025(1) 0.017(1) 0.022(1) 0.002(1) -0.002(1) -0.0075(9) C C4 0.023(1) 0.017(1) 0.018(1) 0.000(1) -0.003(1) -0.0075(9) C C5 0.032(2) 0.016(1) 0.021(1) -0.003(1) -0.003(1) -0.0075(9) C C6 0.034(2) 0.020(1) 0.020(1) -0.005(1) -0.006(1) -0.0073(9) C C7 0.028(1) 0.021(1) 0.023(1) -0.002(1) -0.008(1) -0.0082(9) C C8 0.022(1) 0.016(1) 0.024(1) 0.000(1) -0.005(1) -0.0078(9) C C9 0.020(1) 0.021(1) 0.026(1) 0.000(1) -0.004(1) -0.007(1) C C10 0.018(1) 0.022(1) 0.022(1) 0.006(1) -0.004(1) -0.0088(9) C C11 0.025(1) 0.019(1) 0.026(1) 0.007(1) -0.009(1) -0.0105(9) C C12 0.048(2) 0.023(1) 0.033(1) 0.004(1) -0.015(1) -0.004(1) C C13 0.035(2) 0.037(1) 0.050(1) 0.020(1) -0.016(1) -0.030(1) C C14 0.047(2) 0.027(1) 0.031(1) 0.001(1) -0.017(1) -0.016(1) C C15 0.030(2) 0.027(1) 0.032(1) 0.009(1) -0.014(1) -0.011(1) C C16 0.027(2) 0.035(1) 0.031(1) -0.001(1) 0.005(1) -0.010(1) C C17 0.023(1) 0.017(1) 0.015(1) -0.002(1) 0.000(1) -0.0059(8) C loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.917(2) 1_555 1_555 yes Cu1 O2 1.947(2) 1_555 1_555 yes Cu1 N1 1.932(2) 1_555 1_555 yes Cu1 N3 1.960(2) 1_555 1_555 yes Cu2 O2 1.957(2) 1_555 1_555 yes Cu2 O3 1.932(2) 1_555 1_555 yes Cu2 N2 1.930(2) 1_555 1_555 yes Cu2 N3 1.968(2) 1_555 1_555 yes Cu3 N6 1.995(2) 1_555 1_555 yes Cu3 N6 1.984(2) 1_555 2_456 yes Cu3 N9 1.969(2) 1_555 1_555 yes Cu3 N12 1.955(2) 1_555 1_555 yes O1 C1 1.420(3) 1_555 1_555 yes O2 C17 1.335(3) 1_555 1_555 yes O3 C11 1.430(3) 1_555 1_555 yes O3 H1 1.025(29) 1_555 1_555 yes N1 C2 1.497(3) 1_555 1_555 yes N1 C3 1.284(4) 1_555 1_555 yes N2 C9 1.287(4) 1_555 1_555 yes N2 C10 1.492(3) 1_555 1_555 yes N3 N4 1.229(3) 1_555 1_555 yes N4 N5 1.144(4) 1_555 1_555 yes N6 N7 1.224(3) 1_555 1_555 yes N7 N8 1.138(3) 1_555 1_555 yes N9 N10 1.140(3) 1_555 1_555 yes N10 N11 1.179(4) 1_555 1_555 yes N12 N13 1.215(3) 1_555 1_555 yes N13 N14 1.146(4) 1_555 1_555 yes C1 C2 1.542(4) 1_555 1_555 yes C1 H5 0.970 1_555 1_555 yes C1 H6 0.970 1_555 1_555 yes C2 C12 1.529(3) 1_555 1_555 yes C2 C13 1.521(4) 1_555 1_555 yes C3 C4 1.448(3) 1_555 1_555 yes C3 H7 0.970 1_555 1_555 yes C4 C5 1.412(4) 1_555 1_555 yes C4 C17 1.413(3) 1_555 1_555 yes C5 C6 1.378(4) 1_555 1_555 yes C5 H8 0.970 1_555 1_555 yes C6 C7 1.379(4) 1_555 1_555 yes C6 C14 1.523(4) 1_555 1_555 yes C7 C8 1.406(4) 1_555 1_555 yes C7 H9 0.970 1_555 1_555 yes C8 C9 1.454(4) 1_555 1_555 yes C8 C17 1.409(3) 1_555 1_555 yes C9 H10 0.970 1_555 1_555 yes C10 C11 1.538(4) 1_555 1_555 yes C10 C15 1.528(3) 1_555 1_555 yes C10 C16 1.521(3) 1_555 1_555 yes C11 H11 0.970 1_555 1_555 yes C11 H12 0.970 1_555 1_555 yes C12 H13 0.970 1_555 1_555 yes C12 H14 0.970 1_555 1_555 yes C12 H15 0.970 1_555 1_555 yes C13 H16 0.970 1_555 1_555 yes C13 H17 0.970 1_555 1_555 yes C13 H18 0.970 1_555 1_555 yes C14 H2 0.989(28) 1_555 1_555 yes C14 H3 0.897(25) 1_555 1_555 yes C14 H4 0.951(32) 1_555 1_555 yes C15 H19 0.970 1_555 1_555 yes C15 H20 0.970 1_555 1_555 yes C15 H21 0.970 1_555 1_555 yes C16 H22 0.970 1_555 1_555 yes C16 H23 0.970 1_555 1_555 yes C16 H24 0.970 1_555 1_555 yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O2 168.0(1) 1_555 1_555 1_555 yes O1 Cu1 N1 86.7(1) 1_555 1_555 1_555 yes O1 Cu1 N3 99.4(1) 1_555 1_555 1_555 yes O2 Cu1 N1 92.4(1) 1_555 1_555 1_555 yes O2 Cu1 N3 79.6(1) 1_555 1_555 1_555 yes N1 Cu1 N3 168.3(1) 1_555 1_555 1_555 yes O2 Cu2 O3 170.9(1) 1_555 1_555 1_555 yes O2 Cu2 N2 92.2(1) 1_555 1_555 1_555 yes O2 Cu2 N3 79.1(1) 1_555 1_555 1_555 yes O3 Cu2 N2 86.4(1) 1_555 1_555 1_555 yes O3 Cu2 N3 101.7(1) 1_555 1_555 1_555 yes N2 Cu2 N3 170.8(1) 1_555 1_555 1_555 yes N6 Cu3 N6 76.9(1) 1_555 1_555 2_456 yes N6 Cu3 N9 96.5(1) 1_555 1_555 1_555 yes N6 Cu3 N12 168.5(1) 1_555 1_555 1_555 yes N6 Cu3 N9 173.2(1) 2_456 1_555 1_555 yes N6 Cu3 N12 91.9(1) 2_456 1_555 1_555 yes N9 Cu3 N12 94.6(1) 1_555 1_555 1_555 yes Cu1 O1 C1 107.1(2) 1_555 1_555 1_555 yes Cu1 O2 Cu2 101.1(1) 1_555 1_555 1_555 yes Cu1 O2 C17 129.0(1) 1_555 1_555 1_555 yes Cu2 O2 C17 129.8(1) 1_555 1_555 1_555 yes Cu2 O3 C11 106.6(2) 1_555 1_555 1_555 yes Cu2 O3 H1 120.5(16) 1_555 1_555 1_555 yes C11 O3 H1 111.8(16) 1_555 1_555 1_555 yes Cu1 N1 C2 112.6(2) 1_555 1_555 1_555 yes Cu1 N1 C3 126.1(2) 1_555 1_555 1_555 yes C2 N1 C3 121.3(2) 1_555 1_555 1_555 yes Cu2 N2 C9 125.9(2) 1_555 1_555 1_555 yes Cu2 N2 C10 112.7(2) 1_555 1_555 1_555 yes C9 N2 C10 121.4(2) 1_555 1_555 1_555 yes Cu1 N3 Cu2 100.2(1) 1_555 1_555 1_555 yes Cu1 N3 N4 125.6(2) 1_555 1_555 1_555 yes Cu2 N3 N4 133.9(2) 1_555 1_555 1_555 yes N3 N4 N5 176.6(2) 1_555 1_555 1_555 yes Cu3 N6 Cu3 103.1(1) 1_555 1_555 2_456 yes Cu3 N6 N7 130.9(2) 1_555 1_555 1_555 yes Cu3 N6 N7 123.6(2) 2_456 1_555 1_555 yes N6 N7 N8 179.2(3) 1_555 1_555 1_555 yes Cu3 N9 N10 117.2(2) 1_555 1_555 1_555 yes N9 N10 N11 178.9(3) 1_555 1_555 1_555 yes Cu3 N12 N13 119.9(2) 1_555 1_555 1_555 yes N12 N13 N14 177.0(3) 1_555 1_555 1_555 yes O1 C1 C2 111.9(2) 1_555 1_555 1_555 yes O1 C1 H5 108.9 1_555 1_555 1_555 yes O1 C1 H6 108.9 1_555 1_555 1_555 yes C2 C1 H5 108.9 1_555 1_555 1_555 yes C2 C1 H6 108.9 1_555 1_555 1_555 yes H5 C1 H6 109.5 1_555 1_555 1_555 yes N1 C2 C1 104.2(2) 1_555 1_555 1_555 yes N1 C2 C12 107.5(2) 1_555 1_555 1_555 yes N1 C2 C13 112.8(2) 1_555 1_555 1_555 yes C1 C2 C12 110.4(2) 1_555 1_555 1_555 yes C1 C2 C13 109.5(2) 1_555 1_555 1_555 yes C12 C2 C13 112.2(2) 1_555 1_555 1_555 yes N1 C3 C4 126.0(2) 1_555 1_555 1_555 yes N1 C3 H7 117.0 1_555 1_555 1_555 yes C4 C3 H7 117.0 1_555 1_555 1_555 yes C3 C4 C5 116.7(2) 1_555 1_555 1_555 yes C3 C4 C17 124.8(2) 1_555 1_555 1_555 yes C5 C4 C17 118.5(2) 1_555 1_555 1_555 yes C4 C5 C6 122.6(2) 1_555 1_555 1_555 yes C4 C5 H8 118.7 1_555 1_555 1_555 yes C6 C5 H8 118.7 1_555 1_555 1_555 yes C5 C6 C7 118.0(3) 1_555 1_555 1_555 yes C5 C6 C14 122.0(2) 1_555 1_555 1_555 yes C7 C6 C14 120.0(2) 1_555 1_555 1_555 yes C6 C7 C8 122.4(2) 1_555 1_555 1_555 yes C6 C7 H9 118.8 1_555 1_555 1_555 yes C8 C7 H9 118.8 1_555 1_555 1_555 yes C7 C8 C9 115.9(2) 1_555 1_555 1_555 yes C7 C8 C17 119.0(2) 1_555 1_555 1_555 yes C9 C8 C17 125.0(2) 1_555 1_555 1_555 yes N2 C9 C8 126.2(2) 1_555 1_555 1_555 yes N2 C9 H10 116.9 1_555 1_555 1_555 yes C8 C9 H10 116.9 1_555 1_555 1_555 yes N2 C10 C11 104.2(2) 1_555 1_555 1_555 yes N2 C10 C15 113.8(2) 1_555 1_555 1_555 yes N2 C10 C16 107.2(2) 1_555 1_555 1_555 yes C11 C10 C15 109.6(2) 1_555 1_555 1_555 yes C11 C10 C16 111.0(2) 1_555 1_555 1_555 yes C15 C10 C16 110.9(2) 1_555 1_555 1_555 yes O3 C11 C10 111.0(2) 1_555 1_555 1_555 yes O3 C11 H11 109.1 1_555 1_555 1_555 yes O3 C11 H12 109.1 1_555 1_555 1_555 yes C10 C11 H11 109.1 1_555 1_555 1_555 yes C10 C11 H12 109.1 1_555 1_555 1_555 yes H11 C11 H12 109.5 1_555 1_555 1_555 yes C2 C12 H13 109.5 1_555 1_555 1_555 yes C2 C12 H14 109.5 1_555 1_555 1_555 yes C2 C12 H15 109.5 1_555 1_555 1_555 yes H13 C12 H14 109.5 1_555 1_555 1_555 yes H13 C12 H15 109.5 1_555 1_555 1_555 yes H14 C12 H15 109.5 1_555 1_555 1_555 yes C2 C13 H16 109.5 1_555 1_555 1_555 yes C2 C13 H17 109.5 1_555 1_555 1_555 yes C2 C13 H18 109.5 1_555 1_555 1_555 yes H16 C13 H17 109.5 1_555 1_555 1_555 yes H16 C13 H18 109.5 1_555 1_555 1_555 yes H17 C13 H18 109.5 1_555 1_555 1_555 yes C6 C14 H2 109.2(19) 1_555 1_555 1_555 yes C6 C14 H3 109.9(21) 1_555 1_555 1_555 yes C6 C14 H4 109.9(21) 1_555 1_555 1_555 yes H2 C14 H3 108.6(24) 1_555 1_555 1_555 yes H2 C14 H4 114.3(25) 1_555 1_555 1_555 yes H3 C14 H4 104.8(26) 1_555 1_555 1_555 yes C10 C15 H19 109.5 1_555 1_555 1_555 yes C10 C15 H20 109.5 1_555 1_555 1_555 yes C10 C15 H21 109.5 1_555 1_555 1_555 yes H19 C15 H20 109.5 1_555 1_555 1_555 yes H19 C15 H21 109.5 1_555 1_555 1_555 yes H20 C15 H21 109.5 1_555 1_555 1_555 yes C10 C16 H22 109.5 1_555 1_555 1_555 yes C10 C16 H23 109.5 1_555 1_555 1_555 yes C10 C16 H24 109.5 1_555 1_555 1_555 yes H22 C16 H23 109.5 1_555 1_555 1_555 yes H22 C16 H24 109.5 1_555 1_555 1_555 yes H23 C16 H24 109.5 1_555 1_555 1_555 yes O2 C17 C4 120.7(2) 1_555 1_555 1_555 yes O2 C17 C8 120.0(2) 1_555 1_555 1_555 yes C4 C17 C8 119.4(2) 1_555 1_555 1_555 yes _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 1.112 _refine_diff_density_min -0.845 _refine_diff_density_rms 0.346 # Attachment '1.cif' data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 739898' #TrackingRef '1.cif' _symmetry_space_group_name_hall '-P 1' #Added by publCIF _audit_update_record ; 2008-05-02 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H26 Cu2 N2 O5, Cl O4, Cl O4, H2 O' _chemical_formula_sum 'C17 H28 Cl2 Cu2 N2 O14' _chemical_formula_weight 682.41 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' _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 6.9798(4) _cell_length_b 12.3990(7) _cell_length_c 15.5894(8) _cell_angle_alpha 100.199(2) _cell_angle_beta 101.453(2) _cell_angle_gamma 96.492(2) _cell_volume 1285.93(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1565 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 25.85 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.76 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1156 _exptl_absorpt_coefficient_mu 1.929 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9591 _exptl_absorpt_correction_T_max 0.9591 _exptl_absorpt_process_details SADABS _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 'Bruker SMART CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22664 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 30.63 _reflns_number_total 7624 _reflns_number_gt 5810 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART(Bruker, 2007)' _computing_cell_refinement 'Bruker SMART(Bruker, 2007)' _computing_data_reduction 'Bruker SAINT(Bruker, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'WinGX(Farrugia, 1999), CAMERON(Watkin,1996)' _computing_publication_material 'BRUKER 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^)+(0.0614P)^2^+5.3158P] 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 7624 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0815 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1629 _refine_ls_wR_factor_gt 0.1528 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.004 _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 Cu2 Cu 0.52930(8) 0.55861(4) 0.36713(3) 0.02484(13) Uani 1 1 d . . . Cu1 Cu 0.50106(8) 0.32809(4) 0.27714(3) 0.02319(13) Uani 1 1 d . . . O4 O 0.5862(4) 0.4168(2) 0.39772(18) 0.0224(6) Uani 1 1 d . . . Cl2 Cl 0.87925(17) 0.83383(9) 0.18714(7) 0.0316(2) Uani 1 1 d . . . O2 O 0.4562(4) 0.4687(2) 0.24923(17) 0.0232(6) Uani 1 1 d . . . Cl1 Cl 1.04200(14) 0.37207(9) 0.34615(6) 0.0264(2) Uani 1 1 d . . . O7 O 1.1542(5) 0.4801(3) 0.3674(3) 0.0417(8) Uani 1 1 d . . . N1 N 0.4010(5) 0.2521(3) 0.1545(2) 0.0229(7) Uani 1 1 d . . . O1 O 0.5276(5) 0.1796(3) 0.3027(2) 0.0294(6) Uani 1 1 d . . . O8 O 0.9692(5) 0.3493(3) 0.4228(2) 0.0348(7) Uani 1 1 d . . . O9 O 1.1654(4) 0.2907(3) 0.3223(2) 0.0301(6) Uani 1 1 d . . . O3 O 0.5894(6) 0.6481(3) 0.4853(2) 0.0354(8) Uani 1 1 d . . . C13 C 0.3832(6) 0.6951(3) 0.2458(3) 0.0256(8) Uani 1 1 d . . . H16 H 0.3545 0.7638 0.2355 0.031 Uiso 1 1 calc R . . C5 C 0.3448(6) 0.2982(3) 0.0885(2) 0.0219(7) Uani 1 1 d . . . H10 H 0.3068 0.2519 0.0322 0.026 Uiso 1 1 calc R . . C11 C 0.3830(5) 0.4955(3) 0.1724(2) 0.0191(7) Uani 1 1 d . . . C6 C 0.3344(5) 0.4153(3) 0.0922(2) 0.0195(7) Uani 1 1 d . . . N2 N 0.4461(5) 0.6880(3) 0.3272(2) 0.0234(7) Uani 1 1 d . . . C7 C 0.2659(6) 0.4462(3) 0.0107(2) 0.0212(7) Uani 1 1 d . . . H11 H 0.2365 0.3921 -0.0416 0.025 Uiso 1 1 calc R . . C10 C 0.3526(6) 0.6056(3) 0.1681(2) 0.0219(7) Uani 1 1 d . . . C9 C 0.2821(6) 0.6318(3) 0.0846(3) 0.0220(7) Uani 1 1 d . . . H15 H 0.2625 0.7043 0.0824 0.026 Uiso 1 1 calc R . . C8 C 0.2405(5) 0.5533(3) 0.0050(2) 0.0214(7) Uani 1 1 d . . . C2 C 0.4110(7) 0.1315(4) 0.1398(3) 0.0289(9) Uani 1 1 d . . . C1 C 0.4020(8) 0.0990(4) 0.2292(3) 0.0324(9) Uani 1 1 d . . . H3 H 0.2667 0.0933 0.2366 0.039 Uiso 1 1 calc R . . H2 H 0.4436 0.0270 0.2294 0.039 Uiso 1 1 calc R . . C14 C 0.4643(9) 0.7829(4) 0.4040(3) 0.0387(11) Uani 1 1 d . . . C3 C 0.2330(8) 0.0632(4) 0.0695(3) 0.0400(11) Uani 1 1 d . . . H9 H 0.1132 0.0762 0.0883 0.060 Uiso 1 1 calc R . . H7 H 0.2439 -0.0142 0.0631 0.060 Uiso 1 1 calc R . . H8 H 0.2307 0.0849 0.0132 0.060 Uiso 1 1 calc R . . C12 C 0.1680(6) 0.5832(4) -0.0840(3) 0.0259(8) Uani 1 1 d . . . H14 H 0.1589 0.6609 -0.0752 0.039 Uiso 1 1 calc R . . H13 H 0.0400 0.5411 -0.1120 0.039 Uiso 1 1 calc R . . H12 H 0.2590 0.5668 -0.1215 0.039 Uiso 1 1 calc R . . C4 C 0.6074(8) 0.1152(4) 0.1149(3) 0.0375(11) Uani 1 1 d . . . H5 H 0.6091 0.1368 0.0588 0.056 Uiso 1 1 calc R . . H6 H 0.6232 0.0386 0.1097 0.056 Uiso 1 1 calc R . . H4 H 0.7137 0.1600 0.1605 0.056 Uiso 1 1 calc R . . C17 C 0.6188(10) 0.7595(5) 0.4791(4) 0.0514(14) Uani 1 1 d . . . H23 H 0.7495 0.7785 0.4684 0.062 Uiso 1 1 calc R . . H24 H 0.6123 0.8057 0.5353 0.062 Uiso 1 1 calc R . . C16 C 0.2631(11) 0.7733(5) 0.4324(4) 0.0562(16) Uani 1 1 d . . . H22 H 0.2336 0.7016 0.4460 0.084 Uiso 1 1 calc R . . H20 H 0.1607 0.7827 0.3844 0.084 Uiso 1 1 calc R . . H21 H 0.2706 0.8297 0.4843 0.084 Uiso 1 1 calc R . . C15 C 0.5125(16) 0.8917(5) 0.3831(4) 0.085(3) Uani 1 1 d . . . H19 H 0.4099 0.9022 0.3357 0.127 Uiso 1 1 calc R . . H18 H 0.6360 0.8960 0.3647 0.127 Uiso 1 1 calc R . . H17 H 0.5232 0.9484 0.4352 0.127 Uiso 1 1 calc R . . O6 O 0.8757(5) 0.3635(3) 0.2732(2) 0.0376(8) Uani 1 1 d . . . O14 O 0.8574(6) 0.1033(3) 0.3497(3) 0.0465(9) Uani 1 1 d . . . O10 O 0.8782(7) 0.7250(3) 0.2059(3) 0.0578(11) Uani 1 1 d . . . O12 O 0.6841(6) 0.8522(4) 0.1549(4) 0.0668(14) Uani 1 1 d . . . O11 O 0.9836(8) 0.8367(4) 0.1172(4) 0.0726(14) Uani 1 1 d . . . O13 O 0.9797(9) 0.9150(5) 0.2633(4) 0.0862(18) Uani 1 1 d . . . O5 O 0.8466(7) 0.6236(5) 0.3488(3) 0.0693(13) Uani 1 1 d . . . H1 H 0.648(9) 0.165(5) 0.317(4) 0.040(16) Uiso 1 1 d . . . H26 H 0.696(7) 0.415(4) 0.415(3) 0.017(11) Uiso 1 1 d . . . H25 H 0.504(9) 0.648(5) 0.512(4) 0.048(18) Uiso 1 1 d . . . H28 H 0.914(10) 0.047(6) 0.321(4) 0.054(18) Uiso 1 1 d . . . H27 H 0.980(12) 0.147(7) 0.366(5) 0.07(2) Uiso 1 1 d . . . #The hydrogen atoms that couldnot be located from the Difference Fourier map #were held fixed to the parent atom with C-H distances in the range #0.93-0.96. The thermal parameters for the H-atoms were taken as Uiso(H)= #1.2Ueq(C) for CH, and Uiso(H) =1.5 Ueq(C) for CH3 groups. This results in #large hydrogen atom Ueq(max)/Ueq(min) ratio. #The hydrogen atoms of the coordinated water- O5 couldnot be located from the #Difference fourier map. 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 Cu2 0.0303(3) 0.0304(3) 0.0154(2) 0.00563(18) 0.00497(18) 0.0103(2) Cu1 0.0310(3) 0.0275(3) 0.0159(2) 0.00762(18) 0.00899(18) 0.0130(2) O4 0.0195(13) 0.0329(16) 0.0182(12) 0.0084(11) 0.0057(10) 0.0103(11) Cl2 0.0409(6) 0.0285(5) 0.0260(5) 0.0057(4) 0.0082(4) 0.0063(4) O2 0.0340(15) 0.0240(14) 0.0132(11) 0.0039(10) 0.0040(10) 0.0131(12) Cl1 0.0222(4) 0.0381(5) 0.0241(4) 0.0117(4) 0.0092(3) 0.0111(4) O7 0.0337(18) 0.0359(19) 0.061(2) 0.0078(17) 0.0228(17) 0.0106(14) N1 0.0298(17) 0.0236(16) 0.0188(14) 0.0049(12) 0.0107(13) 0.0079(13) O1 0.0412(18) 0.0297(16) 0.0248(14) 0.0130(12) 0.0128(13) 0.0151(14) O8 0.0279(15) 0.063(2) 0.0232(14) 0.0199(15) 0.0114(12) 0.0177(15) O9 0.0272(15) 0.0360(17) 0.0298(15) 0.0074(13) 0.0098(12) 0.0095(13) O3 0.050(2) 0.0373(19) 0.0166(13) 0.0081(12) 0.0063(14) -0.0033(15) C13 0.033(2) 0.0213(19) 0.0230(18) 0.0054(15) 0.0064(16) 0.0067(16) C5 0.0234(18) 0.0258(19) 0.0173(16) 0.0013(14) 0.0082(14) 0.0059(15) C11 0.0204(17) 0.0233(18) 0.0161(15) 0.0062(13) 0.0056(13) 0.0078(14) C6 0.0204(17) 0.0243(18) 0.0153(15) 0.0035(13) 0.0068(13) 0.0061(14) N2 0.0305(17) 0.0228(17) 0.0176(14) 0.0012(12) 0.0087(13) 0.0061(13) C7 0.0217(17) 0.029(2) 0.0148(15) 0.0057(14) 0.0055(13) 0.0052(14) C10 0.0204(17) 0.028(2) 0.0178(16) 0.0057(14) 0.0038(13) 0.0040(14) C9 0.0247(18) 0.0223(19) 0.0214(17) 0.0086(14) 0.0061(14) 0.0049(14) C8 0.0180(16) 0.031(2) 0.0174(16) 0.0102(14) 0.0044(13) 0.0037(14) C2 0.042(2) 0.022(2) 0.0256(19) 0.0044(15) 0.0136(17) 0.0061(17) C1 0.047(3) 0.026(2) 0.028(2) 0.0096(17) 0.0131(19) 0.0056(19) C14 0.063(3) 0.028(2) 0.023(2) 0.0006(17) 0.007(2) 0.008(2) C3 0.059(3) 0.028(2) 0.032(2) 0.0073(19) 0.010(2) 0.000(2) C12 0.0260(19) 0.035(2) 0.0189(17) 0.0123(16) 0.0049(14) 0.0039(16) C4 0.057(3) 0.029(2) 0.040(2) 0.0121(19) 0.029(2) 0.020(2) C17 0.068(4) 0.047(3) 0.033(3) 0.006(2) 0.007(3) -0.007(3) C16 0.083(5) 0.056(4) 0.042(3) 0.016(3) 0.026(3) 0.030(3) C15 0.193(10) 0.024(3) 0.034(3) 0.003(2) 0.030(4) -0.007(4) O6 0.0275(16) 0.068(2) 0.0251(15) 0.0226(15) 0.0075(12) 0.0153(15) O14 0.048(2) 0.034(2) 0.057(2) 0.0098(17) 0.0037(19) 0.0167(18) O10 0.081(3) 0.044(2) 0.053(2) 0.0307(19) 0.008(2) 0.013(2) O12 0.042(2) 0.054(3) 0.108(4) 0.039(3) 0.005(2) 0.0115(19) O11 0.092(4) 0.071(3) 0.079(3) 0.035(3) 0.052(3) 0.021(3) O13 0.091(4) 0.075(4) 0.064(3) -0.030(3) -0.016(3) 0.021(3) O5 0.059(3) 0.088(4) 0.076(3) 0.043(3) 0.024(2) 0.020(3) _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 Cu2 O2 1.911(3) . ? Cu2 O3 1.915(3) . ? Cu2 N2 1.929(3) . ? Cu2 O4 1.963(3) . ? Cu2 O5 2.359(5) . ? Cu2 Cu1 2.9188(7) . ? Cu1 O2 1.915(3) . ? Cu1 N1 1.927(3) . ? Cu1 O4 1.943(3) . ? Cu1 O1 1.972(3) . ? Cl2 O12 1.414(4) . ? Cl2 O13 1.415(5) . ? Cl2 O11 1.429(5) . ? Cl2 O10 1.429(4) . ? O2 C11 1.320(4) . ? Cl1 O7 1.421(4) . ? Cl1 O6 1.434(3) . ? Cl1 O9 1.446(3) . ? Cl1 O8 1.447(3) . ? N1 C5 1.280(5) . ? N1 C2 1.484(5) . ? O1 C1 1.441(6) . ? O3 C17 1.398(7) . ? C13 N2 1.279(5) . ? C13 C10 1.454(5) . ? C5 C6 1.453(6) . ? C11 C6 1.408(5) . ? C11 C10 1.416(5) . ? C6 C7 1.401(5) . ? N2 C14 1.497(5) . ? C7 C8 1.376(6) . ? C10 C9 1.404(5) . ? C9 C8 1.391(5) . ? C8 C12 1.505(5) . ? C2 C4 1.522(7) . ? C2 C1 1.529(6) . ? C2 C3 1.534(7) . ? C14 C15 1.461(8) . ? C14 C17 1.519(8) . ? C14 C16 1.552(9) . ? 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 O2 Cu2 O3 177.26(15) . . ? O2 Cu2 N2 93.15(12) . . ? O3 Cu2 N2 86.15(14) . . ? O2 Cu2 O4 81.68(12) . . ? O3 Cu2 O4 98.82(13) . . ? N2 Cu2 O4 173.26(14) . . ? O2 Cu2 O5 92.43(16) . . ? O3 Cu2 O5 90.17(18) . . ? N2 Cu2 O5 86.90(16) . . ? O4 Cu2 O5 97.59(15) . . ? O2 Cu2 Cu1 40.33(8) . . ? O3 Cu2 Cu1 140.00(11) . . ? N2 Cu2 Cu1 133.17(10) . . ? O4 Cu2 Cu1 41.38(8) . . ? O5 Cu2 Cu1 97.87(14) . . ? O2 Cu1 N1 92.32(13) . . ? O2 Cu1 O4 82.13(12) . . ? N1 Cu1 O4 174.01(13) . . ? O2 Cu1 O1 176.05(14) . . ? N1 Cu1 O1 85.67(14) . . ? O4 Cu1 O1 99.73(12) . . ? O2 Cu1 Cu2 40.24(8) . . ? N1 Cu1 Cu2 132.43(10) . . ? O4 Cu1 Cu2 41.92(8) . . ? O1 Cu1 Cu2 141.38(9) . . ? Cu1 O4 Cu2 96.71(12) . . ? O12 Cl2 O13 112.1(3) . . ? O12 Cl2 O11 108.0(3) . . ? O13 Cl2 O11 109.3(4) . . ? O12 Cl2 O10 110.4(3) . . ? O13 Cl2 O10 110.7(3) . . ? O11 Cl2 O10 106.1(3) . . ? C11 O2 Cu2 129.7(2) . . ? C11 O2 Cu1 130.7(2) . . ? Cu2 O2 Cu1 99.42(12) . . ? O7 Cl1 O6 110.5(2) . . ? O7 Cl1 O9 109.7(2) . . ? O6 Cl1 O9 109.5(2) . . ? O7 Cl1 O8 109.8(2) . . ? O6 Cl1 O8 108.40(19) . . ? O9 Cl1 O8 108.85(19) . . ? C5 N1 C2 120.7(3) . . ? C5 N1 Cu1 125.6(3) . . ? C2 N1 Cu1 113.4(3) . . ? C1 O1 Cu1 107.8(2) . . ? C17 O3 Cu2 108.5(3) . . ? N2 C13 C10 125.9(4) . . ? N1 C5 C6 126.8(3) . . ? O2 C11 C6 120.7(3) . . ? O2 C11 C10 121.1(3) . . ? C6 C11 C10 118.2(3) . . ? C7 C6 C11 120.0(4) . . ? C7 C6 C5 116.5(3) . . ? C11 C6 C5 123.5(3) . . ? C13 N2 C14 122.6(4) . . ? C13 N2 Cu2 125.8(3) . . ? C14 N2 Cu2 111.6(3) . . ? C8 C7 C6 122.6(3) . . ? C9 C10 C11 119.3(3) . . ? C9 C10 C13 116.4(4) . . ? C11 C10 C13 124.2(3) . . ? C8 C9 C10 122.5(4) . . ? C7 C8 C9 117.3(3) . . ? C7 C8 C12 120.9(4) . . ? C9 C8 C12 121.7(4) . . ? N1 C2 C4 107.4(4) . . ? N1 C2 C1 105.4(3) . . ? C4 C2 C1 111.4(4) . . ? N1 C2 C3 112.2(4) . . ? C4 C2 C3 112.6(4) . . ? C1 C2 C3 107.6(4) . . ? O1 C1 C2 111.1(4) . . ? C15 C14 N2 113.9(4) . . ? C15 C14 C17 113.0(6) . . ? N2 C14 C17 105.1(4) . . ? C15 C14 C16 110.4(6) . . ? N2 C14 C16 106.4(4) . . ? C17 C14 C16 107.7(4) . . ? O3 C17 C14 111.4(4) . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 30.63 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 1.556 _refine_diff_density_min -1.340 _refine_diff_density_rms 0.130