Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' _publ_contact_author_name 'Prof Jorunn Sletten' _publ_contact_author_address ; Prof Jorunn Sletten Department of Chemistry University of Bergen Allegaten 41 N-5007 Bergen NORWAY ; _publ_contact_author_email 'Jorunn.Sletten@kj.uib.no' _manuscript_identification_number B009647O # TITLE AND AUTHOR LIST _publ_section_title ; Syntheses, crystal structures and magnetic properties of polynuclear 1,4,5,8,9,12-hexaazatriphenylene (hat)-bridged copper(II) complexes ; loop_ _publ_author_name _publ_author_address 'Hilde Grove' ; Department of Chemistry University of Bergen Allégaten 41 N-5007 Bergen Norway ; 'Jorunn Sletten' ; Department of Chemistry University of Bergen Allégaten 41 N-5007 Bergen Norway ; 'Miguel Julve' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; 'Francesc Lloret' ; Department of Inorganic Chemistry Faculty of Chemistry University of Valencia Dr. Moliner 50 46100 Burjassot (Valencia) Spain ; data_cuhatcl _database_code_CSD 154056 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '[Cu4 (C12 H6 N6)2 Cl8]n . 6n (H2 O)' _chemical_formula_analytical 'C12 H12 Cl4 Cu2 N6 O3' _chemical_formula_sum 'C12 H12 Cl4 Cu2 N6 O3' _chemical_formula_weight 557.16 _chemical_melting_point ? _chemical_compound_source 'synthesized by H. Grove' 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' _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 6.7729(3) _cell_length_b 11.7016(5) _cell_length_c 11.7080(5) _cell_angle_alpha 85.725(2) _cell_angle_beta 78.736(2) _cell_angle_gamma 78.5590(10) _cell_volume 891.33(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 4 _cell_measurement_theta_max 27 _exptl_crystal_description 'irregular prism' _exptl_crystal_colour 'light green' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.076 _exptl_crystal_density_method ? _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 3.014 _exptl_absorpt_correction_type 'empirical, SADABS version 2.01' _exptl_absorpt_correction_T_min 'ratio of min to max transmission == 0.881263' _exptl_absorpt_correction_T_max 'see above' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 '2K SMART CCD' _diffrn_measurement_method \w _diffrn_standards_number ; 50 first frames remeasured at end of experiment ; _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1 _diffrn_reflns_number 12268 _diffrn_reflns_av_R_equivalents 0.0489 _diffrn_reflns_av_sigmaI/netI 0.0598 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3893 _reflns_number_observed 2723 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART, version 4.0' _computing_cell_refinement 'SAINT, version 4.0' _computing_data_reduction 'SAINT, version 4.0' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP, version 4.3, 1992' _computing_publication_material 'CIFTAB, Sheldrick, 1993' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 32 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^)+(0.0303P)^2^+0.9784P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom if bound to C,difmap if bound to O' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3861 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_obs 0.0398 _refine_ls_wR_factor_all 0.0877 _refine_ls_wR_factor_obs 0.0761 _refine_ls_goodness_of_fit_all 1.052 _refine_ls_goodness_of_fit_obs 1.130 _refine_ls_restrained_S_all 1.077 _refine_ls_restrained_S_obs 1.130 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.78008(8) 0.51825(4) 0.11017(4) 0.02068(14) Uani 1 d . . Cu2 Cu 0.27271(7) 0.97833(4) 0.44873(4) 0.01789(13) Uani 1 d . . Cl1 Cl 0.8597(2) 0.38356(9) 0.24569(10) 0.0341(3) Uani 1 d . . Cl2 Cl 0.8835(2) 0.39128(9) -0.03842(9) 0.0238(2) Uani 1 d . . Cl3 Cl 0.0604(2) 1.14522(9) 0.51210(9) 0.0230(2) Uani 1 d . . Cl4 Cl 0.3700(2) 0.92738(9) 0.62153(8) 0.0209(2) Uani 1 d . . O1 O 1.2292(8) 0.4196(4) 0.3957(4) 0.085(2) Uani 1 d . . H101 H 1.1810(8) 0.5021(4) 0.3783(4) 0.127 Uiso 1 d R . H102 H 1.1275(8) 0.3906(4) 0.3609(4) 0.127 Uiso 1 d R . O2 O 1.1342(6) 0.6504(3) 0.3087(3) 0.0550(11) Uani 1 d . . H201 H 1.0994(6) 0.6628(3) 0.2287(3) 0.082 Uiso 1 d R . H202 H 1.0578(6) 0.7165(3) 0.3575(3) 0.082 Uiso 1 d R . O3 O 0.1224(5) 1.1273(3) -0.1930(3) 0.0314(8) Uani 1 d . . H301 H 0.1840(5) 1.0832(3) -0.2380(3) 0.047 Uiso 1 d R . H302 H 0.1737(5) 1.1031(3) -0.1190(3) 0.047 Uiso 1 d R . N1 N 0.6274(5) 0.6436(3) 0.0090(3) 0.0177(7) Uani 1 d . . N2 N 0.6431(5) 0.6369(3) 0.2356(3) 0.0168(7) Uani 1 d . . N3 N 0.4363(5) 0.8256(3) 0.3745(3) 0.0166(7) Uani 1 d . . N4 N 0.2203(5) 1.0134(3) 0.2814(3) 0.0150(7) Uani 1 d . . N5 N 0.2010(5) 1.0306(3) 0.0426(3) 0.0184(7) Uani 1 d . . N6 N 0.4075(5) 0.8396(3) -0.0974(3) 0.0204(8) Uani 1 d . . C1 C 0.6172(6) 0.6478(4) -0.1034(3) 0.0217(9) Uani 1 d . . H1 H 0.6856(6) 0.5834(4) -0.1499(3) 0.033 Uiso 1 calc R . C2 C 0.5066(6) 0.7463(4) -0.1547(3) 0.0224(9) Uani 1 d . . H2 H 0.5032(6) 0.7455(4) -0.2354(3) 0.034 Uiso 1 calc R . C3 C 0.4158(6) 0.8360(3) 0.0173(3) 0.0163(8) Uani 1 d . . C4 C 0.5250(6) 0.7390(3) 0.0695(3) 0.0149(8) Uani 1 d . . C5 C 0.5355(6) 0.7334(3) 0.1913(3) 0.0151(8) Uani 1 d . . C6 C 0.6435(6) 0.6351(4) 0.3496(4) 0.0223(9) Uani 1 d . . H6 H 0.7148(6) 0.5679(4) 0.3850(4) 0.033 Uiso 1 calc R . C7 C 0.5407(6) 0.7306(4) 0.4189(3) 0.0211(9) Uani 1 d . . H7 H 0.5466(6) 0.7264(4) 0.4995(3) 0.032 Uiso 1 calc R . C8 C 0.4322(6) 0.8269(3) 0.2597(3) 0.0155(8) Uani 1 d . . C9 C 0.3193(6) 0.9273(3) 0.2079(3) 0.0152(8) Uani 1 d . . C10 C 0.3093(6) 0.9345(3) 0.0897(3) 0.0156(8) Uani 1 d . . C11 C 0.1018(6) 1.1133(4) 0.1159(3) 0.0186(9) Uani 1 d . . H11 H 0.0223(6) 1.1811(4) 0.0862(3) 0.028 Uiso 1 calc R . C12 C 0.1091(6) 1.1051(3) 0.2356(3) 0.0181(9) Uani 1 d . . H12 H 0.0331(6) 1.1662(3) 0.2843(3) 0.027 Uiso 1 calc R . 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 0.0233(3) 0.0172(3) 0.0191(3) -0.0028(2) -0.0042(2) 0.0034(2) Cu2 0.0210(3) 0.0169(3) 0.0131(2) -0.0022(2) -0.0046(2) 0.0045(2) Cl1 0.0500(8) 0.0192(6) 0.0293(6) -0.0010(5) -0.0115(5) 0.0067(5) Cl2 0.0260(6) 0.0195(5) 0.0247(5) -0.0057(4) -0.0034(4) -0.0010(4) Cl3 0.0237(5) 0.0199(5) 0.0219(5) -0.0053(4) -0.0023(4) 0.0042(4) Cl4 0.0247(6) 0.0226(5) 0.0143(5) -0.0007(4) -0.0053(4) -0.0003(4) O1 0.096(4) 0.089(4) 0.076(3) 0.006(3) -0.043(3) -0.008(3) O2 0.059(3) 0.055(3) 0.051(2) -0.015(2) -0.006(2) -0.010(2) O3 0.036(2) 0.035(2) 0.022(2) -0.0065(14) -0.0012(14) -0.006(2) N1 0.015(2) 0.018(2) 0.019(2) -0.0033(14) -0.0016(14) -0.0003(14) N2 0.017(2) 0.017(2) 0.015(2) -0.0035(14) -0.0042(14) 0.0020(14) N3 0.017(2) 0.018(2) 0.014(2) -0.0021(14) -0.0047(14) 0.0009(14) N4 0.014(2) 0.012(2) 0.018(2) -0.0018(13) -0.0049(14) 0.0011(13) N5 0.019(2) 0.018(2) 0.018(2) 0.0045(14) -0.0054(14) -0.0037(15) N6 0.020(2) 0.027(2) 0.013(2) 0.0013(15) -0.0055(14) -0.003(2) C1 0.022(2) 0.027(2) 0.015(2) -0.006(2) -0.001(2) -0.001(2) C2 0.022(2) 0.031(2) 0.014(2) -0.001(2) -0.003(2) -0.003(2) C3 0.013(2) 0.020(2) 0.016(2) 0.000(2) -0.004(2) -0.004(2) C4 0.013(2) 0.019(2) 0.012(2) -0.003(2) -0.002(2) -0.002(2) C5 0.016(2) 0.014(2) 0.015(2) -0.001(2) -0.004(2) 0.001(2) C6 0.025(2) 0.019(2) 0.020(2) 0.002(2) -0.008(2) 0.006(2) C7 0.024(2) 0.023(2) 0.014(2) -0.001(2) -0.009(2) 0.005(2) C8 0.014(2) 0.016(2) 0.016(2) 0.000(2) -0.005(2) -0.002(2) C9 0.014(2) 0.015(2) 0.017(2) 0.001(2) -0.001(2) -0.004(2) C10 0.013(2) 0.016(2) 0.019(2) 0.001(2) -0.005(2) -0.004(2) C11 0.017(2) 0.019(2) 0.019(2) 0.005(2) -0.005(2) -0.001(2) C12 0.016(2) 0.013(2) 0.023(2) -0.002(2) -0.001(2) 0.000(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 Cu1 N2 2.051(3) . ? Cu1 N1 2.059(3) . ? Cu1 Cl1 2.2174(12) . ? Cu1 Cl2 2.2850(11) . ? Cu1 Cl2 2.6636(12) 2_765 ? Cu2 N4 2.056(3) . ? Cu2 N3 2.061(3) . ? Cu2 Cl4 2.2511(10) . ? Cu2 Cl3 2.2621(11) . ? Cu2 Cl4 2.8101(12) 2_676 ? Cu2 Cl3 2.8602(12) 2_576 ? Cl2 Cu1 2.6636(12) 2_765 ? O1 H101 0.98 . ? O1 H102 0.99 . ? O2 H201 1.00 . ? O2 H202 0.99 . ? O3 H301 0.77 . ? O3 H302 1.00 . ? N1 C1 1.328(5) . ? N1 C4 1.360(5) . ? N2 C6 1.333(5) . ? N2 C5 1.345(5) . ? N3 C7 1.323(5) . ? N3 C8 1.349(5) . ? N4 C12 1.325(5) . ? N4 C9 1.357(5) . ? N5 C11 1.329(5) . ? N5 C10 1.359(5) . ? N6 C2 1.317(5) . ? N6 C3 1.351(5) . ? C1 C2 1.408(6) . ? C1 H1 0.95 . ? C2 H2 0.95 . ? C3 C4 1.396(5) . ? C3 C10 1.464(5) . ? C4 C5 1.438(5) . ? C5 C8 1.391(5) . ? C6 C7 1.414(6) . ? C6 H6 0.95 . ? C7 H7 0.95 . ? C8 C9 1.432(5) . ? C9 C10 1.395(5) . ? C11 C12 1.407(5) . ? C11 H11 0.95 . ? C12 H12 0.95 . ? 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 N2 Cu1 N1 81.05(12) . . ? N2 Cu1 Cl1 90.77(9) . . ? N1 Cu1 Cl1 164.54(10) . . ? N2 Cu1 Cl2 170.95(9) . . ? N1 Cu1 Cl2 92.48(9) . . ? Cl1 Cu1 Cl2 94.03(4) . . ? N2 Cu1 Cl2 96.42(9) . 2_765 ? N1 Cu1 Cl2 89.01(9) . 2_765 ? Cl1 Cu1 Cl2 105.01(4) . 2_765 ? Cl2 Cu1 Cl2 89.75(4) . 2_765 ? N4 Cu2 N3 81.01(12) . . ? N4 Cu2 Cl4 172.65(9) . . ? N3 Cu2 Cl4 92.87(9) . . ? N4 Cu2 Cl3 91.97(9) . . ? N3 Cu2 Cl3 171.45(9) . . ? Cl4 Cu2 Cl3 94.47(4) . . ? N4 Cu2 Cl4 87.33(9) . 2_676 ? N3 Cu2 Cl4 87.44(9) . 2_676 ? Cl4 Cu2 Cl4 88.33(4) . 2_676 ? Cl3 Cu2 Cl4 97.14(4) . 2_676 ? N4 Cu2 Cl3 87.23(9) . 2_576 ? N3 Cu2 Cl3 83.35(9) . 2_576 ? Cl4 Cu2 Cl3 96.15(4) . 2_576 ? Cl3 Cu2 Cl3 91.50(4) . 2_576 ? Cl4 Cu2 Cl3 169.94(3) 2_676 2_576 ? Cu1 Cl2 Cu1 90.25(4) . 2_765 ? H101 O1 H102 96.0 . . ? H201 O2 H202 109.5 . . ? H301 O3 H302 106.1 . . ? C1 N1 C4 115.9(3) . . ? C1 N1 Cu1 131.3(3) . . ? C4 N1 Cu1 112.7(3) . . ? C6 N2 C5 116.2(3) . . ? C6 N2 Cu1 131.9(3) . . ? C5 N2 Cu1 111.9(2) . . ? C7 N3 C8 116.8(3) . . ? C7 N3 Cu2 131.8(3) . . ? C8 N3 Cu2 111.4(3) . . ? C12 N4 C9 116.6(3) . . ? C12 N4 Cu2 130.6(3) . . ? C9 N4 Cu2 112.8(2) . . ? C11 N5 C10 116.3(3) . . ? C2 N6 C3 115.8(3) . . ? N1 C1 C2 121.0(4) . . ? N1 C1 H1 119.5(2) . . ? C2 C1 H1 119.5(2) . . ? N6 C2 C1 123.8(4) . . ? N6 C2 H2 118.1(2) . . ? C1 C2 H2 118.1(2) . . ? N6 C3 C4 121.1(4) . . ? N6 C3 C10 120.4(3) . . ? C4 C3 C10 118.4(3) . . ? N1 C4 C3 122.4(3) . . ? N1 C4 C5 115.6(3) . . ? C3 C4 C5 122.0(3) . . ? N2 C5 C8 122.2(3) . . ? N2 C5 C4 118.7(3) . . ? C8 C5 C4 119.1(3) . . ? N2 C6 C7 121.7(4) . . ? N2 C6 H6 119.2(2) . . ? C7 C6 H6 119.2(2) . . ? N3 C7 C6 121.8(4) . . ? N3 C7 H7 119.1(2) . . ? C6 C7 H7 119.1(2) . . ? N3 C8 C5 121.4(4) . . ? N3 C8 C9 118.9(3) . . ? C5 C8 C9 119.8(4) . . ? N4 C9 C10 122.4(3) . . ? N4 C9 C8 115.8(3) . . ? C10 C9 C8 121.8(4) . . ? N5 C10 C9 120.7(3) . . ? N5 C10 C3 120.5(3) . . ? C9 C10 C3 118.9(3) . . ? N5 C11 C12 123.0(4) . . ? N5 C11 H11 118.5(2) . . ? C12 C11 H11 118.5(2) . . ? N4 C12 C11 121.0(4) . . ? N4 C12 H12 119.5(2) . . ? C11 C12 H12 119.5(2) . . ? _refine_diff_density_max 0.519 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.110 #======END data_cuhatno _database_code_CSD 154057 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '[Cu (C12 H6)(H2 O)2]n . (N1 O3)2n' _chemical_formula_analytical 'C12 H10 Cu N8 O8' _chemical_formula_sum 'C12 H10 Cu N8 O8' _chemical_formula_weight 457.82 _chemical_melting_point ? _chemical_compound_source 'synthesized by H. Grove' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21 / n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3161(3) _cell_length_b 15.9239(4) _cell_length_c 10.1922(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.8540(10) _cell_angle_gamma 90.00 _cell_volume 1511.21(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 4 _cell_measurement_theta_max 28 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.012 _exptl_crystal_density_method ? _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 1.520 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.576934 _exptl_absorpt_correction_T_max 0.862126 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 '2K SMART CCD' _diffrn_measurement_method \w _diffrn_standards_number ; 50 first frames remeasured at end of data collection ; _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1 _diffrn_reflns_number 11379 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 27.99 _reflns_number_total 3648 _reflns_number_observed 2671 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART, version 4.0' _computing_cell_refinement 'SAINT, version 4.0' _computing_data_reduction 'SAINT, version 4.0' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP, version 4.3, 1992' _computing_publication_material 'CIFTAB, Sheldrick, 1993' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 16 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^)+(0.0319P)^2^+2.0415P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom if bound to C, difmap if bound to O' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3632 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_obs 0.0427 _refine_ls_wR_factor_all 0.0945 _refine_ls_wR_factor_obs 0.0833 _refine_ls_goodness_of_fit_all 1.046 _refine_ls_goodness_of_fit_obs 1.100 _refine_ls_restrained_S_all 1.055 _refine_ls_restrained_S_obs 1.100 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.97266(4) 0.24201(2) 0.29978(3) 0.01737(11) Uani 1 d . . O1 O 1.0674(2) 0.32177(13) 0.1786(2) 0.0233(5) Uani 1 d . . H101 H 1.0241(2) 0.36672(13) 0.1784(2) 0.028 Uiso 1 d R . H102 H 1.0601(2) 0.30892(13) 0.1061(2) 0.028 Uiso 1 d R . O2 O 1.1177(2) 0.13797(14) 0.2201(2) 0.0262(5) Uani 1 d . . H201 H 1.1184(2) 0.09030(14) 0.2508(2) 0.031 Uiso 1 d R . H202 H 1.1874(2) 0.15974(14) 0.2247(2) 0.031 Uiso 1 d R . O3 O 1.5512(3) 0.2273(2) 0.4208(2) 0.0333(6) Uani 1 d . . O4 O 1.3931(3) 0.2242(2) 0.2584(2) 0.0345(6) Uani 1 d . . O5 O 1.3749(3) 0.13877(14) 0.4227(2) 0.0337(6) Uani 1 d . . O6 O 1.1061(3) 0.4939(2) 0.3237(3) 0.0481(8) Uani 1 d . . O7 O 0.9209(3) 0.5759(2) 0.3207(2) 0.0361(6) Uani 1 d . . O8 O 0.9321(3) 0.47191(14) 0.1839(2) 0.0339(6) Uani 1 d . . N1 N 0.9105(3) 0.15412(15) 0.4363(2) 0.0178(5) Uani 1 d . . N2 N 1.1174(3) 0.27153(14) 0.4467(2) 0.0175(5) Uani 1 d . . N3 N 1.3159(3) 0.27860(15) 0.6585(2) 0.0168(5) Uani 1 d . . N4 N 1.3024(3) 0.1630(2) 0.8555(2) 0.0198(6) Uani 1 d . . N5 N 1.0801(3) 0.0431(2) 0.8563(2) 0.0218(6) Uani 1 d . . N6 N 0.8858(3) 0.0341(2) 0.6385(3) 0.0216(6) Uani 1 d . . N7 N 1.4399(3) 0.1958(2) 0.3661(3) 0.0260(6) Uani 1 d . . N8 N 0.9866(3) 0.5144(2) 0.2771(3) 0.0256(6) Uani 1 d . . C1 C 0.8078(3) 0.0963(2) 0.4317(3) 0.0218(7) Uani 1 d . . H1 H 0.7415(3) 0.0947(2) 0.3589(3) 0.026 Uiso 1 calc R . C2 C 0.7962(3) 0.0367(2) 0.5344(3) 0.0231(7) Uani 1 d . . H2 H 0.7205(3) -0.0032(2) 0.5285(3) 0.028 Uiso 1 calc R . C3 C 0.9885(3) 0.0949(2) 0.6449(3) 0.0176(6) Uani 1 d . . C4 C 0.9995(3) 0.1544(2) 0.5442(3) 0.0157(6) Uani 1 d . . C5 C 1.1108(3) 0.2176(2) 0.5497(3) 0.0170(6) Uani 1 d . . C6 C 1.2212(3) 0.3292(2) 0.4516(3) 0.0191(6) Uani 1 d . . H6 H 1.2283(3) 0.3686(2) 0.3821(3) 0.023 Uiso 1 calc R . C7 C 1.3204(3) 0.3323(2) 0.5589(3) 0.0200(6) Uani 1 d . . H7 H 1.3929(3) 0.3743(2) 0.5601(3) 0.024 Uiso 1 calc R . C8 C 1.2091(3) 0.2204(2) 0.6543(3) 0.0166(6) Uani 1 d . . C9 C 1.2004(3) 0.1587(2) 0.7581(3) 0.0172(6) Uani 1 d . . C10 C 1.0916(3) 0.0983(2) 0.7557(3) 0.0179(6) Uani 1 d . . C11 C 1.1779(4) 0.0498(2) 0.9528(3) 0.0241(7) Uani 1 d . . H11 H 1.1716(4) 0.0132(2) 1.0259(3) 0.029 Uiso 1 calc R . C12 C 1.2911(4) 0.1087(2) 0.9525(3) 0.0231(7) Uani 1 d . . H12 H 1.3603(4) 0.1092(2) 1.0231(3) 0.028 Uiso 1 calc R . 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 0.0172(2) 0.0194(2) 0.0151(2) 0.0007(2) -0.00559(13) 0.0002(2) O1 0.0295(13) 0.0201(11) 0.0199(11) 0.0004(9) -0.0041(9) 0.0016(9) O2 0.0239(13) 0.0246(12) 0.0297(13) -0.0002(10) -0.0031(10) -0.0008(9) O3 0.0285(14) 0.0403(14) 0.0310(13) 0.0040(11) -0.0019(11) -0.0098(11) O4 0.038(2) 0.0413(15) 0.0241(12) 0.0095(11) 0.0001(11) 0.0056(11) O5 0.040(2) 0.0270(13) 0.0346(14) 0.0044(11) 0.0048(12) -0.0091(11) O6 0.041(2) 0.043(2) 0.058(2) -0.0167(14) -0.0283(14) 0.0148(13) O7 0.038(2) 0.0336(14) 0.0366(14) -0.0081(11) -0.0007(11) 0.0118(11) O8 0.040(2) 0.0260(13) 0.0344(14) -0.0033(11) -0.0140(12) 0.0003(10) N1 0.0175(13) 0.0184(12) 0.0172(13) -0.0021(10) -0.0042(10) 0.0013(10) N2 0.0180(13) 0.0160(12) 0.0183(13) -0.0017(10) -0.0021(10) 0.0044(9) N3 0.0163(13) 0.0178(12) 0.0163(12) -0.0023(10) -0.0021(10) 0.0010(9) N4 0.0184(14) 0.0252(14) 0.0156(13) -0.0011(10) -0.0028(10) 0.0022(10) N5 0.025(2) 0.0216(14) 0.0185(13) 0.0037(11) 0.0011(11) -0.0006(11) N6 0.0191(14) 0.0227(14) 0.0231(14) -0.0012(11) -0.0005(11) -0.0029(10) N7 0.027(2) 0.0265(15) 0.0251(15) -0.0015(12) 0.0051(12) 0.0028(12) N8 0.027(2) 0.0227(14) 0.027(2) 0.0039(12) -0.0043(12) -0.0010(12) C1 0.016(2) 0.024(2) 0.024(2) -0.0054(13) -0.0081(13) 0.0014(12) C2 0.021(2) 0.024(2) 0.024(2) -0.0034(13) -0.0021(13) -0.0045(12) C3 0.017(2) 0.0193(15) 0.0169(14) -0.0039(12) 0.0020(12) 0.0001(11) C4 0.0161(15) 0.0156(14) 0.0153(14) -0.0012(11) -0.0014(12) 0.0017(11) C5 0.018(2) 0.0155(14) 0.0180(15) 0.0006(11) 0.0015(12) 0.0032(11) C6 0.021(2) 0.0167(15) 0.019(2) 0.0000(12) -0.0001(12) -0.0013(12) C7 0.021(2) 0.0164(15) 0.022(2) -0.0006(12) -0.0007(13) -0.0014(12) C8 0.0139(15) 0.0168(14) 0.0190(15) -0.0020(11) 0.0009(12) 0.0019(11) C9 0.017(2) 0.0199(14) 0.0142(14) -0.0007(11) -0.0023(12) 0.0031(11) C10 0.018(2) 0.0176(15) 0.018(2) -0.0011(12) 0.0011(12) 0.0008(11) C11 0.033(2) 0.023(2) 0.016(2) 0.0032(13) -0.0019(14) 0.0025(14) C12 0.026(2) 0.028(2) 0.0156(15) -0.0020(13) -0.0041(13) 0.0036(13) _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 1.997(2) . ? Cu1 N2 2.037(2) . ? Cu1 N3 2.044(2) 4_565 ? Cu1 N1 2.069(2) . ? Cu1 N4 2.277(3) 4_565 ? Cu1 O2 2.302(2) . ? O1 H101 0.82 . ? O1 H102 0.77 . ? O2 H201 0.82 . ? O2 H202 0.74 . ? O3 N7 1.266(4) . ? O4 N7 1.252(3) . ? O5 N7 1.243(3) . ? O6 N8 1.239(4) . ? O7 N8 1.245(4) . ? O8 N8 1.260(3) . ? N1 C1 1.327(4) . ? N1 C4 1.356(4) . ? N2 C6 1.333(4) . ? N2 C5 1.359(4) . ? N3 C7 1.329(4) . ? N3 C8 1.360(4) . ? N3 Cu1 2.044(2) 4_666 ? N4 C12 1.320(4) . ? N4 C9 1.353(4) . ? N4 Cu1 2.277(3) 4_666 ? N5 C11 1.323(4) . ? N5 C10 1.357(4) . ? N6 C2 1.329(4) . ? N6 C3 1.361(4) . ? C1 C2 1.419(4) . ? C1 H1 0.95 . ? C2 H2 0.95 . ? C3 C4 1.403(4) . ? C3 C10 1.460(4) . ? C4 C5 1.444(4) . ? C5 C8 1.383(4) . ? C6 C7 1.410(4) . ? C6 H6 0.95 . ? C7 H7 0.95 . ? C8 C9 1.448(4) . ? C9 C10 1.396(4) . ? C11 C12 1.411(5) . ? C11 H11 0.95 . ? C12 H12 0.95 . ? 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 N2 90.73(9) . . ? O1 Cu1 N3 89.21(9) . 4_565 ? N2 Cu1 N3 174.64(10) . 4_565 ? O1 Cu1 N1 170.05(9) . . ? N2 Cu1 N1 81.66(10) . . ? N3 Cu1 N1 98.96(9) 4_565 . ? O1 Cu1 N4 93.27(9) . 4_565 ? N2 Cu1 N4 96.50(9) . 4_565 ? N3 Cu1 N4 78.15(9) 4_565 4_565 ? N1 Cu1 N4 93.96(9) . 4_565 ? O1 Cu1 O2 87.90(8) . . ? N2 Cu1 O2 92.50(9) . . ? N3 Cu1 O2 92.86(9) 4_565 . ? N1 Cu1 O2 86.04(9) . . ? N4 Cu1 O2 170.91(8) 4_565 . ? Cu1 O1 H101 109.22(6) . . ? Cu1 O1 H102 113.49(6) . . ? H101 O1 H102 101.6 . . ? Cu1 O2 H201 121.88(6) . . ? Cu1 O2 H202 99.48(6) . . ? H201 O2 H202 114.5 . . ? C1 N1 C4 116.9(3) . . ? C1 N1 Cu1 131.5(2) . . ? C4 N1 Cu1 111.4(2) . . ? C6 N2 C5 117.2(3) . . ? C6 N2 Cu1 130.4(2) . . ? C5 N2 Cu1 112.1(2) . . ? C7 N3 C8 117.1(3) . . ? C7 N3 Cu1 127.0(2) . 4_666 ? C8 N3 Cu1 114.7(2) . 4_666 ? C12 N4 C9 116.4(3) . . ? C12 N4 Cu1 134.0(2) . 4_666 ? C9 N4 Cu1 109.2(2) . 4_666 ? C11 N5 C10 116.1(3) . . ? C2 N6 C3 116.0(3) . . ? O5 N7 O4 120.6(3) . . ? O5 N7 O3 119.3(3) . . ? O4 N7 O3 120.0(3) . . ? O6 N8 O7 121.1(3) . . ? O6 N8 O8 118.8(3) . . ? O7 N8 O8 120.0(3) . . ? N1 C1 C2 120.7(3) . . ? N1 C1 H1 119.7(2) . . ? C2 C1 H1 119.7(2) . . ? N6 C2 C1 123.3(3) . . ? N6 C2 H2 118.4(2) . . ? C1 C2 H2 118.4(2) . . ? N6 C3 C4 120.9(3) . . ? N6 C3 C10 120.5(3) . . ? C4 C3 C10 118.6(3) . . ? N1 C4 C3 122.2(3) . . ? N1 C4 C5 117.0(3) . . ? C3 C4 C5 120.8(3) . . ? N2 C5 C8 122.0(3) . . ? N2 C5 C4 117.4(3) . . ? C8 C5 C4 120.6(3) . . ? N2 C6 C7 120.7(3) . . ? N2 C6 H6 119.7(2) . . ? C7 C6 H6 119.7(2) . . ? N3 C7 C6 122.3(3) . . ? N3 C7 H7 118.9(2) . . ? C6 C7 H7 118.9(2) . . ? N3 C8 C5 120.8(3) . . ? N3 C8 C9 119.8(3) . . ? C5 C8 C9 119.4(3) . . ? N4 C9 C10 122.7(3) . . ? N4 C9 C8 116.5(3) . . ? C10 C9 C8 120.8(3) . . ? N5 C10 C9 120.5(3) . . ? N5 C10 C3 119.6(3) . . ? C9 C10 C3 119.9(3) . . ? N5 C11 C12 123.3(3) . . ? N5 C11 H11 118.4(2) . . ? C12 C11 H11 118.4(2) . . ? N4 C12 C11 121.0(3) . . ? N4 C12 H12 119.5(2) . . ? C11 C12 H12 119.5(2) . . ? _refine_diff_density_max 0.917 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.092 #======END data_cuhatso _database_code_CSD 154058 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ; [Cu2 (C12 H6 N6)(H2 O)6]n (S O4)2n . 2n(H2 O) ; _chemical_formula_analytical 'C12 H22 Cu2 N6 O16 S2' _chemical_formula_sum 'C12 H22 Cu2 N6 O16 S2' _chemical_formula_weight 697.56 _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' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 13.5778(4) _cell_length_b 9.41490(10) _cell_length_c 17.8842(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2286.20(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 4 _cell_measurement_theta_max 28 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.027 _exptl_crystal_density_method ? _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 2.137 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.796889 _exptl_absorpt_correction_T_max 0.862236 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 '2K SMART CCD' _diffrn_measurement_method \w _diffrn_standards_number ; 50 first frames remeasured at end of experiment ; _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 5 _diffrn_reflns_number 31469 _diffrn_reflns_av_R_equivalents 0.1064 _diffrn_reflns_av_sigmaI/netI 0.0661 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 28.00 _reflns_number_total 5515 _reflns_number_observed 4343 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART, version 4.0' _computing_cell_refinement 'SAINT, version 4.0' _computing_data_reduction 'SAINT, version 4.0' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'XP, version 4.3, 1992' _computing_publication_material 'CIFTAB, Sheldrick, 1993' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 19 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^)+(0.0238P)^2^+1.7633P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom if bound to C, difmap if bound to O' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00034(9) _refine_ls_extinction_expression 'Fc^*^==kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(13) _refine_ls_number_reflns 5496 _refine_ls_number_parameters 344 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0685 _refine_ls_R_factor_obs 0.0427 _refine_ls_wR_factor_all 0.0772 _refine_ls_wR_factor_obs 0.0698 _refine_ls_goodness_of_fit_all 1.042 _refine_ls_goodness_of_fit_obs 1.078 _refine_ls_restrained_S_all 1.050 _refine_ls_restrained_S_obs 1.078 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.53267(4) 0.49637(6) 0.74451(3) 0.01395(12) Uani 1 d . . Cu2 Cu 0.77397(4) 0.97581(5) 0.49735(3) 0.01414(13) Uani 1 d . . S1 S 0.75705(9) 0.46506(11) 0.49043(9) 0.0192(2) Uani 1 d . . S2 S 0.37122(8) 0.02713(11) 0.75748(6) 0.0157(2) Uani 1 d . . O1 O 0.5095(2) 0.3308(3) 0.8072(2) 0.0213(8) Uani 1 d . . H101 H 0.4688(2) 0.2824(3) 0.7976(2) 0.026 Uiso 1 d R . H102 H 0.5033(2) 0.3292(3) 0.8519(2) 0.026 Uiso 1 d R . O2 O 0.5604(2) 0.6522(4) 0.8427(2) 0.0244(8) Uani 1 d . . H201 H 0.5744(2) 0.7255(4) 0.8323(2) 0.029 Uiso 1 d R . H202 H 0.5858(2) 0.6135(4) 0.8710(2) 0.029 Uiso 1 d R . O3 O 0.7494(2) 0.8232(3) 0.4220(2) 0.0204(8) Uani 1 d . . H301 H 0.7410(2) 0.7325(3) 0.4370(2) 0.024 Uiso 1 d R . H302 H 0.7175(2) 0.8466(3) 0.3799(2) 0.024 Uiso 1 d R . O4 O 0.6731(2) 1.1004(3) 0.4561(2) 0.0199(7) Uani 1 d . . H401 H 0.6833(2) 1.1742(3) 0.4531(2) 0.024 Uiso 1 d R . H402 H 0.6627(2) 1.0769(3) 0.4128(2) 0.024 Uiso 1 d R . O5 O 0.8063(2) 1.1203(3) 0.5756(2) 0.0195(8) Uani 1 d . . H501 H 0.7980(2) 1.1069(3) 0.6247(2) 0.023 Uiso 1 d R . H502 H 0.7811(2) 1.1854(3) 0.5744(2) 0.023 Uiso 1 d R . O6 O 0.9032(2) 1.0545(3) 0.4301(2) 0.0267(8) Uani 1 d . . H601 H 0.9360(2) 1.1228(3) 0.4362(2) 0.032 Uiso 1 d R . H602 H 0.9034(2) 1.0313(3) 0.3879(2) 0.032 Uiso 1 d R . O7 O 0.5037(2) 0.3397(4) 0.9525(2) 0.0266(8) Uani 1 d . . H701 H 0.4475(2) 0.3561(4) 0.9638(2) 0.032 Uiso 1 d R . H702 H 0.5577(2) 0.3916(4) 0.9658(2) 0.032 Uiso 1 d R . O8 O 0.6121(2) 0.9330(4) 0.7884(2) 0.0296(9) Uani 1 d . . H801 H 0.6651(2) 0.9644(4) 0.7704(2) 0.035 Uiso 1 d R . H802 H 0.5736(2) 0.9724(4) 0.7682(2) 0.035 Uiso 1 d R . O9 O 0.8555(3) 0.5268(4) 0.4779(2) 0.0309(9) Uani 1 d . . O10 O 0.7533(3) 0.3963(4) 0.5641(2) 0.0238(9) Uani 1 d . . O12 O 0.6848(2) 0.5829(3) 0.4874(2) 0.0281(8) Uani 1 d . . O11 O 0.7356(3) 0.3595(4) 0.4327(2) 0.0374(10) Uani 1 d . . O13 O 0.4544(2) 0.0391(3) 0.7061(2) 0.0229(8) Uani 1 d . . O14 O 0.3451(2) 0.1707(3) 0.7869(2) 0.0205(7) Uani 1 d . . O15 O 0.3977(3) -0.0652(3) 0.8209(2) 0.0247(8) Uani 1 d . . O16 O 0.2850(2) -0.0327(4) 0.7176(2) 0.0282(8) Uani 1 d . . N1 N 0.5731(3) 0.6558(4) 0.6741(2) 0.0125(8) Uani 1 d . . N2 N 0.6805(3) 0.4580(3) 0.7444(2) 0.0125(7) Uani 1 d . . N3 N 0.8857(2) 0.4635(3) 0.7385(2) 0.0127(8) Uani 1 d . . N4 N 0.9765(3) 0.6429(4) 0.6373(2) 0.0122(8) Uani 1 d . . N5 N 0.8628(3) 0.8340(4) 0.5530(2) 0.0125(8) Uani 1 d . . N6 N 0.6620(3) 0.8565(4) 0.5804(2) 0.0164(9) Uani 1 d . . C1 C 0.5203(3) 0.7492(5) 0.6368(3) 0.0177(11) Uani 1 d . . H1 H 0.4506(3) 0.7481(5) 0.6413(3) 0.021 Uiso 1 calc R . C2 C 0.5659(3) 0.8513(5) 0.5901(3) 0.0177(10) Uani 1 d . . H2 H 0.5257(3) 0.9185(5) 0.5648(3) 0.021 Uiso 1 calc R . C3 C 0.7160(3) 0.7592(5) 0.6181(3) 0.0123(9) Uani 1 d . . C4 C 0.6714(3) 0.6616(4) 0.6657(2) 0.0110(9) Uani 1 d . . C5 C 0.7296(3) 0.5569(4) 0.7044(2) 0.0118(9) Uani 1 d . . C6 C 0.7341(3) 0.3595(4) 0.7787(2) 0.0154(9) Uani 1 d . . H6 H 0.7024(3) 0.2834(4) 0.8039(2) 0.018 Uiso 1 calc R . C7 C 0.8374(3) 0.3672(5) 0.7780(2) 0.0169(10) Uani 1 d . . H7 H 0.8739(3) 0.3009(5) 0.8069(2) 0.020 Uiso 1 calc R . C8 C 0.8310(3) 0.5584(4) 0.6985(2) 0.0114(9) Uani 1 d . . C9 C 0.8790(3) 0.6549(4) 0.6470(2) 0.0117(9) Uani 1 d . . C10 C 0.8208(3) 0.7516(4) 0.6067(2) 0.0108(9) Uani 1 d . . C11 C 0.9580(3) 0.8171(5) 0.5406(2) 0.0155(10) Uani 1 d . . H11 H 0.9887(3) 0.8699(5) 0.5018(2) 0.019 Uiso 1 calc R . C12 C 1.0154(3) 0.7221(5) 0.5838(3) 0.0160(10) Uani 1 d . . H12 H 1.0840(3) 0.7149(5) 0.5741(3) 0.019 Uiso 1 calc R . 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 0.0103(2) 0.0149(2) 0.0167(3) 0.0028(3) -0.0006(3) -0.0018(2) Cu2 0.0179(3) 0.0117(2) 0.0128(3) 0.0008(3) -0.0020(3) -0.0006(2) S1 0.0263(6) 0.0135(5) 0.0178(6) -0.0008(6) 0.0012(5) -0.0016(5) S2 0.0190(6) 0.0140(5) 0.0140(6) 0.0000(5) 0.0011(4) -0.0021(4) O1 0.018(2) 0.021(2) 0.025(2) 0.006(2) -0.0027(15) -0.0073(14) O2 0.023(2) 0.023(2) 0.027(2) 0.004(2) -0.003(2) -0.002(2) O3 0.032(2) 0.012(2) 0.017(2) 0.0045(14) -0.007(2) -0.0029(14) O4 0.031(2) 0.012(2) 0.017(2) 0.0004(14) -0.0047(15) 0.0037(14) O5 0.029(2) 0.014(2) 0.015(2) -0.0001(14) -0.0027(15) 0.0015(14) O6 0.037(2) 0.023(2) 0.020(2) -0.001(2) 0.003(2) -0.008(2) O7 0.020(2) 0.030(2) 0.030(2) 0.001(2) 0.0016(15) -0.0038(15) O8 0.018(2) 0.039(2) 0.031(2) 0.007(2) -0.003(2) 0.001(2) O9 0.029(2) 0.021(2) 0.042(2) 0.004(2) 0.010(2) 0.002(2) O10 0.034(2) 0.021(2) 0.017(2) 0.000(2) -0.0004(15) 0.0011(15) O12 0.027(2) 0.020(2) 0.037(2) 0.004(2) -0.001(2) 0.0027(14) O11 0.075(3) 0.019(2) 0.018(2) -0.002(2) -0.006(2) -0.011(2) O13 0.018(2) 0.030(2) 0.021(2) 0.007(2) 0.0039(14) 0.0040(14) O14 0.028(2) 0.015(2) 0.018(2) -0.0008(14) 0.0042(14) 0.0014(14) O15 0.040(2) 0.019(2) 0.015(2) 0.0070(14) 0.002(2) 0.0049(15) O16 0.026(2) 0.033(2) 0.025(2) -0.0100(15) 0.000(2) -0.008(2) N1 0.014(2) 0.013(2) 0.011(2) -0.005(2) -0.004(2) 0.001(2) N2 0.016(2) 0.012(2) 0.010(2) -0.001(2) 0.001(2) -0.0014(13) N3 0.013(2) 0.012(2) 0.013(2) -0.003(2) 0.000(2) 0.0013(13) N4 0.011(2) 0.010(2) 0.016(2) 0.000(2) -0.001(2) 0.0013(14) N5 0.017(2) 0.011(2) 0.010(2) -0.002(2) 0.003(2) -0.003(2) N6 0.019(2) 0.011(2) 0.020(2) 0.001(2) -0.004(2) 0.003(2) C1 0.014(2) 0.020(2) 0.019(3) -0.003(2) 0.002(2) 0.003(2) C2 0.018(2) 0.017(2) 0.018(3) 0.004(2) -0.003(2) 0.008(2) C3 0.017(2) 0.012(2) 0.008(2) -0.003(2) 0.000(2) 0.002(2) C4 0.013(2) 0.011(2) 0.009(2) -0.001(2) -0.001(2) 0.001(2) C5 0.014(2) 0.010(2) 0.011(2) -0.004(2) -0.003(2) 0.001(2) C6 0.022(2) 0.010(2) 0.014(2) 0.002(2) -0.001(2) 0.001(2) C7 0.020(2) 0.018(2) 0.013(2) 0.002(2) 0.000(2) 0.001(2) C8 0.013(2) 0.012(2) 0.009(2) -0.001(2) -0.001(2) -0.001(2) C9 0.017(2) 0.008(2) 0.009(2) -0.002(2) -0.002(2) -0.003(2) C10 0.015(2) 0.008(2) 0.010(2) -0.001(2) -0.002(2) -0.004(2) C11 0.017(2) 0.018(2) 0.012(2) 0.000(2) 0.000(2) -0.006(2) C12 0.017(2) 0.013(2) 0.018(3) -0.003(2) 0.004(2) -0.004(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 Cu1 O1 1.946(3) . ? Cu1 N3 2.033(3) 3_465 ? Cu1 N1 2.035(4) . ? Cu1 N2 2.039(3) . ? Cu1 O2 2.319(3) . ? Cu1 N4 2.445(4) 3_465 ? Cu2 O4 1.948(3) . ? Cu2 O3 1.998(3) . ? Cu2 O5 2.000(3) . ? Cu2 N5 2.055(4) . ? Cu2 O6 2.253(3) . ? Cu2 N6 2.404(4) . ? S1 O11 1.463(4) . ? S1 O10 1.470(4) . ? S1 O9 1.474(4) . ? S1 O12 1.482(3) . ? S2 O13 1.460(3) . ? S2 O15 1.473(3) . ? S2 O16 1.482(3) . ? S2 O14 1.493(3) . ? O1 H101 0.74 . ? O1 H102 0.80 . ? O2 H201 0.74 . ? O2 H202 0.71 . ? O3 H301 0.90 . ? O3 H302 0.90 . ? O4 H401 0.71 . ? O4 H402 0.82 . ? O5 H501 0.89 . ? O5 H502 0.70 . ? O6 H601 0.79 . ? O6 H602 0.79 . ? O7 H701 0.80 . ? O7 H702 0.91 . ? O8 H801 0.84 . ? O8 H802 0.74 . ? N1 C1 1.315(6) . ? N1 C4 1.345(5) . ? N2 C6 1.330(5) . ? N2 C5 1.350(5) . ? N3 C7 1.324(5) . ? N3 C8 1.365(5) . ? N3 Cu1 2.033(3) 3_565 ? N4 C12 1.322(6) . ? N4 C9 1.340(6) . ? N4 Cu1 2.445(4) 3_565 ? N5 C11 1.321(6) . ? N5 C10 1.361(5) . ? N6 C2 1.317(6) . ? N6 C3 1.354(6) . ? C1 C2 1.416(6) . ? C1 H1 0.95 . ? C2 H2 0.95 . ? C3 C4 1.392(6) . ? C3 C10 1.439(6) . ? C4 C5 1.440(6) . ? C5 C8 1.380(6) . ? C6 C7 1.404(6) . ? C6 H6 0.95 . ? C7 H7 0.95 . ? C8 C9 1.449(6) . ? C9 C10 1.404(6) . ? C11 C12 1.416(6) . ? C11 H11 0.95 . ? C12 H12 0.95 . ? 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 N3 91.18(13) . 3_465 ? O1 Cu1 N1 172.41(15) . . ? N3 Cu1 N1 95.44(14) 3_465 . ? O1 Cu1 N2 91.03(13) . . ? N3 Cu1 N2 176.9(2) 3_465 . ? N1 Cu1 N2 82.22(14) . . ? O1 Cu1 O2 95.58(14) . . ? N3 Cu1 O2 94.71(14) 3_465 . ? N1 Cu1 O2 87.59(13) . . ? N2 Cu1 O2 87.30(13) . . ? O1 Cu1 N4 88.37(13) . 3_465 ? N3 Cu1 N4 75.63(13) 3_465 3_465 ? N1 Cu1 N4 89.68(14) . 3_465 ? N2 Cu1 N4 102.20(13) . 3_465 ? O2 Cu1 N4 169.67(12) . 3_465 ? O4 Cu2 O3 93.45(13) . . ? O4 Cu2 O5 90.56(13) . . ? O3 Cu2 O5 175.98(13) . . ? O4 Cu2 N5 170.58(15) . . ? O3 Cu2 N5 87.57(14) . . ? O5 Cu2 N5 88.51(14) . . ? O4 Cu2 O6 98.49(13) . . ? O3 Cu2 O6 90.38(13) . . ? O5 Cu2 O6 88.76(13) . . ? N5 Cu2 O6 90.86(13) . . ? O4 Cu2 N6 94.04(13) . . ? O3 Cu2 N6 88.58(13) . . ? O5 Cu2 N6 91.41(13) . . ? N5 Cu2 N6 76.62(14) . . ? O6 Cu2 N6 167.46(13) . . ? O11 S1 O10 109.1(2) . . ? O11 S1 O9 109.9(2) . . ? O10 S1 O9 109.9(2) . . ? O11 S1 O12 110.5(2) . . ? O10 S1 O12 109.9(2) . . ? O9 S1 O12 107.4(2) . . ? O13 S2 O15 109.9(2) . . ? O13 S2 O16 109.7(2) . . ? O15 S2 O16 109.8(2) . . ? O13 S2 O14 109.6(2) . . ? O15 S2 O14 108.7(2) . . ? O16 S2 O14 109.0(2) . . ? Cu1 O1 H101 118.84(10) . . ? Cu1 O1 H102 127.15(10) . . ? H101 O1 H102 98.2 . . ? Cu1 O2 H201 116.27(8) . . ? Cu1 O2 H202 107.07(8) . . ? H201 O2 H202 122.0 . . ? Cu2 O3 H301 120.08(10) . . ? Cu2 O3 H302 118.06(10) . . ? H301 O3 H302 115.0 . . ? Cu2 O4 H401 118.79(9) . . ? Cu2 O4 H402 108.51(9) . . ? H401 O4 H402 103.0 . . ? Cu2 O5 H501 124.29(9) . . ? Cu2 O5 H502 117.71(9) . . ? H501 O5 H502 95.1 . . ? Cu2 O6 H601 129.35(9) . . ? Cu2 O6 H602 115.05(9) . . ? H601 O6 H602 110.9 . . ? H701 O7 H702 126.3 . . ? H801 O8 H802 104.0 . . ? C1 N1 C4 117.3(4) . . ? C1 N1 Cu1 131.3(3) . . ? C4 N1 Cu1 111.5(3) . . ? C6 N2 C5 117.0(4) . . ? C6 N2 Cu1 131.5(3) . . ? C5 N2 Cu1 111.4(3) . . ? C7 N3 C8 117.3(4) . . ? C7 N3 Cu1 125.8(3) . 3_565 ? C8 N3 Cu1 116.2(3) . 3_565 ? C12 N4 C9 116.2(4) . . ? C12 N4 Cu1 138.1(3) . 3_565 ? C9 N4 Cu1 104.6(3) . 3_565 ? C11 N5 C10 117.3(4) . . ? C11 N5 Cu2 124.8(3) . . ? C10 N5 Cu2 117.8(3) . . ? C2 N6 C3 116.5(4) . . ? C2 N6 Cu2 136.5(3) . . ? C3 N6 Cu2 106.3(3) . . ? N1 C1 C2 121.0(4) . . ? N1 C1 H1 119.5(3) . . ? C2 C1 H1 119.5(3) . . ? N6 C2 C1 122.4(4) . . ? N6 C2 H2 118.8(3) . . ? C1 C2 H2 118.8(3) . . ? N6 C3 C4 121.1(4) . . ? N6 C3 C10 119.9(4) . . ? C4 C3 C10 118.9(4) . . ? N1 C4 C3 121.8(4) . . ? N1 C4 C5 117.7(4) . . ? C3 C4 C5 120.5(4) . . ? N2 C5 C8 122.7(4) . . ? N2 C5 C4 117.0(4) . . ? C8 C5 C4 120.2(4) . . ? N2 C6 C7 120.5(4) . . ? N2 C6 H6 119.8(2) . . ? C7 C6 H6 119.8(3) . . ? N3 C7 C6 122.3(4) . . ? N3 C7 H7 118.8(2) . . ? C6 C7 H7 118.8(3) . . ? N3 C8 C5 119.7(4) . . ? N3 C8 C9 119.9(4) . . ? C5 C8 C9 120.3(4) . . ? N4 C9 C10 123.0(4) . . ? N4 C9 C8 118.3(4) . . ? C10 C9 C8 118.6(4) . . ? N5 C10 C9 119.7(4) . . ? N5 C10 C3 119.1(4) . . ? C9 C10 C3 121.1(4) . . ? N5 C11 C12 121.6(4) . . ? N5 C11 H11 119.2(3) . . ? C12 C11 H11 119.2(3) . . ? N4 C12 C11 122.1(4) . . ? N4 C12 H12 119.0(3) . . ? C11 C12 H12 119.0(3) . . ? _refine_diff_density_max 0.440 _refine_diff_density_min -0.532 _refine_diff_density_rms 0.102 #======END