# Copyright The Royal Society of Chemistry, 1998 ## crystallographic supplementary material Bernhardt and Hayes ## ## m/s No. 7/07209K/DAP ## [Cu(HL1)](ClO4)3 data_1189eh3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C10 H29 Cl3 Cu N6 O12' _chemical_formula_weight 595.28 _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' 'Cl' 'Cl' 0.1484 0.1585 '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 P2(1)/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 11.323(2) _cell_length_b 15.544(2) _cell_length_c 12.690(6) _cell_angle_alpha 90.00 _cell_angle_beta 93.310(10) _cell_angle_gamma 90.00 _cell_volume 2229.8(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12.5 _exptl_crystal_description 'prism' _exptl_crystal_colour blue _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.5 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.773 _exptl_crystal_density_method ? _exptl_crystal_F_000 1228 _exptl_absorpt_coefficient_mu 1.409 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 1.00 _exptl_absorpt_correction_T_max 1.33 _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 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega-2theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4127 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_sigmaI/netI 0.0165 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 24.97 _reflns_number_total 3919 _reflns_number_observed 3381 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4' _computing_cell_refinement 'CAD4' _computing_data_reduction 'XTAL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON' _computing_publication_material ? _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^)+(0.0649P)^2^+4.9031P] 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 SHELXL _refine_ls_extinction_coef 0.0175(11) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3919 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0538 _refine_ls_R_factor_obs 0.0461 _refine_ls_wR_factor_all 0.1304 _refine_ls_wR_factor_obs 0.1244 _refine_ls_goodness_of_fit_all 1.079 _refine_ls_goodness_of_fit_obs 1.114 _refine_ls_restrained_S_all 1.079 _refine_ls_restrained_S_obs 1.114 _refine_ls_shift/esd_max 0.000 _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 0.19566(4) 0.18592(3) 0.02303(3) 0.0307(2) Uani 1 d . . N1 N 0.2815(3) 0.3022(2) 0.0642(2) 0.0291(6) Uani 1 d . . N2 N 0.3279(3) 0.1677(2) -0.0753(2) 0.0327(7) Uani 1 d . . N3 N 0.0960(3) 0.2119(3) 0.1441(3) 0.0518(10) Uani 1 d . . H3A H 0.0197(3) 0.2166(3) 0.1206(3) 0.062 Uiso 1 d R . H3B H 0.1017(3) 0.1685(3) 0.1911(3) 0.062 Uiso 1 d R . N4 N 0.2276(4) 0.5307(2) -0.0322(3) 0.0516(9) Uani 1 d . . H4A H 0.2604(4) 0.5813(2) -0.0154(3) 0.077 Uiso 1 d R . H4B H 0.1510(4) 0.5321(2) -0.0199(3) 0.077 Uiso 1 d R . H4C H 0.2360(4) 0.5198(2) -0.1002(3) 0.077 Uiso 1 d R . N5 N 0.2139(3) 0.0567(2) 0.0548(4) 0.0527(10) Uani 1 d . . H5A H 0.2375(3) 0.0492(2) 0.1231(4) 0.063 Uiso 1 d R . H5B H 0.1437(3) 0.0302(2) 0.0427(4) 0.063 Uiso 1 d R . N6 N 0.0878(3) 0.2056(2) -0.1196(3) 0.0428(8) Uani 1 d . . H6A H 0.0407(3) 0.1598(2) -0.1330(3) 0.051 Uiso 1 d R . H6B H 0.0422(3) 0.2527(2) -0.1141(3) 0.051 Uiso 1 d R . C1 C 0.4064(3) 0.2835(3) 0.0399(3) 0.0367(9) Uani 1 d . . H1A H 0.4419(3) 0.2445(3) 0.0923(3) 0.044 Uiso 1 d R . H1B H 0.4519(3) 0.3364(3) 0.0420(3) 0.044 Uiso 1 d R . C2 C 0.4081(3) 0.2432(3) -0.0679(3) 0.0384(9) Uani 1 d . . H2A H 0.3832(3) 0.2852(3) -0.1212(3) 0.046 Uiso 1 d R . H2B H 0.4879(3) 0.2251(3) -0.0809(3) 0.046 Uiso 1 d R . C3 C 0.2630(4) 0.3082(3) 0.1788(3) 0.0430(10) Uani 1 d . . H3C H 0.2862(4) 0.3648(3) 0.2046(3) 0.052 Uiso 1 d R . H3D H 0.3114(4) 0.2658(3) 0.2172(3) 0.052 Uiso 1 d R . C4 C 0.1345(4) 0.2928(3) 0.1966(3) 0.0508(11) Uani 1 d . . H4D H 0.1235(4) 0.2892(3) 0.2718(3) 0.061 Uiso 1 d R . H4E H 0.0873(4) 0.3404(3) 0.1680(3) 0.061 Uiso 1 d R . C5 C 0.2302(3) 0.3765(2) 0.0042(3) 0.0319(8) Uani 1 d . . H5C H 0.1463(3) 0.3797(2) 0.0156(3) 0.038 Uiso 1 d R . H5D H 0.2383(3) 0.3662(2) -0.0705(3) 0.038 Uiso 1 d R . C6 C 0.2859(4) 0.4623(3) 0.0330(4) 0.0462(10) Uani 1 d . . H6C H 0.2777(4) 0.4741(3) 0.1072(4) 0.055 Uiso 1 d R . H6D H 0.3696(4) 0.4608(3) 0.0204(4) 0.055 Uiso 1 d R . C7 C 0.3901(4) 0.0882(3) -0.0378(3) 0.0423(9) Uani 1 d . . H7A H 0.4393(4) 0.1011(3) 0.0253(3) 0.051 Uiso 1 d R . H7B H 0.4410(4) 0.0678(3) -0.0915(3) 0.051 Uiso 1 d R . C8 C 0.3019(4) 0.0192(3) -0.0135(4) 0.0501(11) Uani 1 d . . H8A H 0.2630(4) -0.0020(3) -0.0785(4) 0.060 Uiso 1 d R . H8B H 0.3422(4) -0.0286(3) 0.0221(4) 0.060 Uiso 1 d R . C9 C 0.2741(4) 0.1568(3) -0.1850(3) 0.0418(9) Uani 1 d . . H9A H 0.2483(4) 0.0978(3) -0.1954(3) 0.050 Uiso 1 d R . H9B H 0.3335(4) 0.1690(3) -0.2351(3) 0.050 Uiso 1 d R . C10 C 0.1698(4) 0.2171(3) -0.2044(3) 0.0431(10) Uani 1 d . . H10A H 0.1972(4) 0.2762(3) -0.2055(3) 0.052 Uiso 1 d R . H10B H 0.1299(4) 0.2044(3) -0.2723(3) 0.052 Uiso 1 d R . Cl1 Cl 0.46854(10) 0.05129(7) 0.29194(8) 0.0479(3) Uani 1 d . . O11A O 0.4391(11) 0.1370(7) 0.2706(9) 0.113(4) Uiso 0.583(12) d P 1 O12A O 0.4004(8) -0.0082(6) 0.2305(7) 0.081(3) Uiso 0.583(12) d P 1 O13A O 0.4743(6) 0.0236(6) 0.3988(5) 0.066(2) Uiso 0.583(12) d P 1 O14A O 0.5902(8) 0.0437(7) 0.2582(7) 0.094(3) Uiso 0.583(12) d P 1 O11B O 0.4963(15) 0.1241(10) 0.2352(12) 0.114(5) Uiso 0.417(12) d P 2 O12B O 0.4664(9) 0.0758(9) 0.4015(8) 0.075(3) Uiso 0.417(12) d P 2 O13B O 0.3552(11) 0.0177(8) 0.2608(9) 0.078(3) Uiso 0.417(12) d P 2 O14B O 0.5637(15) -0.0061(13) 0.2813(13) 0.127(6) Uiso 0.417(12) d P 2 Cl2 Cl -0.04065(9) 0.02167(7) 0.26630(9) 0.0460(3) Uani 1 d . . O21 O -0.0448(5) -0.0539(3) 0.3290(4) 0.101(2) Uani 1 d . . O22 O 0.0489(4) 0.0768(3) 0.3080(4) 0.097(2) Uani 1 d . . O23 O -0.1523(4) 0.0612(4) 0.2710(4) 0.104(2) Uani 1 d . . O24 O -0.0261(4) 0.0002(4) 0.1592(4) 0.0939(15) Uani 1 d . . Cl3 Cl 0.22622(10) 0.76252(7) -0.00449(9) 0.0489(3) Uani 1 d . . O31 O 0.1763(5) 0.8196(3) 0.0647(4) 0.0933(15) Uani 1 d . . O32A O 0.2910(5) 0.6992(3) 0.0594(6) 0.085(2) Uani 0.797(9) d P . O33A O 0.1483(5) 0.7208(4) -0.0744(5) 0.077(2) Uani 0.797(9) d P . O34A O 0.3160(5) 0.8089(3) -0.0575(5) 0.088(2) Uani 0.797(9) d P . O32B O 0.1070(19) 0.7027(14) -0.0201(19) 0.064(6) Uiso 0.203(9) d P . O33B O 0.1950(20) 0.8101(14) -0.1045(17) 0.080(7) Uiso 0.203(9) d P . O34B O 0.3103(16) 0.7044(12) -0.0143(17) 0.058(5) Uiso 0.203(9) d P . 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 0.0275(3) 0.0290(3) 0.0357(3) 0.0046(2) 0.0040(2) 0.0003(2) N1 0.029(2) 0.031(2) 0.0267(15) -0.0019(12) -0.0010(12) 0.0004(12) N2 0.030(2) 0.033(2) 0.035(2) -0.0030(13) 0.0025(13) 0.0029(13) N3 0.046(2) 0.055(2) 0.056(2) 0.007(2) 0.021(2) -0.001(2) N4 0.054(2) 0.032(2) 0.070(3) 0.005(2) 0.010(2) 0.002(2) N5 0.046(2) 0.036(2) 0.075(3) 0.015(2) 0.004(2) 0.000(2) N6 0.036(2) 0.045(2) 0.047(2) 0.002(2) -0.0067(15) 0.0045(15) C1 0.025(2) 0.036(2) 0.048(2) -0.004(2) -0.002(2) -0.002(2) C2 0.028(2) 0.042(2) 0.046(2) -0.001(2) 0.009(2) -0.004(2) C3 0.054(3) 0.047(2) 0.028(2) -0.002(2) -0.002(2) 0.005(2) C4 0.060(3) 0.061(3) 0.033(2) 0.002(2) 0.014(2) 0.012(2) C5 0.034(2) 0.030(2) 0.032(2) -0.0001(15) 0.0014(15) -0.001(2) C6 0.053(3) 0.032(2) 0.052(3) -0.001(2) -0.005(2) -0.002(2) C7 0.038(2) 0.040(2) 0.048(2) -0.006(2) -0.002(2) 0.010(2) C8 0.054(3) 0.031(2) 0.064(3) -0.002(2) -0.013(2) 0.009(2) C9 0.048(2) 0.046(2) 0.031(2) -0.008(2) 0.003(2) 0.000(2) C10 0.054(3) 0.043(2) 0.031(2) 0.001(2) -0.007(2) 0.001(2) Cl1 0.0594(7) 0.0432(6) 0.0414(6) 0.0023(4) 0.0037(5) -0.0042(5) Cl2 0.0447(6) 0.0396(6) 0.0528(6) 0.0046(5) -0.0051(4) -0.0053(4) O21 0.116(4) 0.067(3) 0.113(4) 0.038(3) -0.042(3) -0.042(3) O22 0.103(3) 0.069(3) 0.111(3) 0.037(2) -0.053(3) -0.046(2) O23 0.082(3) 0.130(4) 0.100(3) -0.033(3) -0.007(3) 0.046(3) O24 0.088(3) 0.120(4) 0.077(3) -0.021(3) 0.037(2) -0.018(3) Cl3 0.0564(7) 0.0395(6) 0.0512(6) -0.0023(5) 0.0078(5) 0.0036(5) O31 0.101(3) 0.097(3) 0.086(3) -0.036(3) 0.037(3) -0.005(3) O32A 0.092(4) 0.052(3) 0.107(5) 0.010(3) -0.044(4) -0.003(3) O33A 0.074(4) 0.079(4) 0.075(4) -0.012(3) -0.020(3) 0.002(3) O34A 0.090(4) 0.066(3) 0.111(5) -0.008(3) 0.050(4) -0.014(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 Cu1 N3 2.000(4) . ? Cu1 N2 2.023(3) . ? Cu1 N5 2.056(4) . ? Cu1 N1 2.103(3) . ? Cu1 N6 2.147(3) . ? N1 C3 1.484(5) . ? N1 C5 1.484(5) . ? N1 C1 1.494(5) . ? N2 C2 1.483(5) . ? N2 C7 1.487(5) . ? N2 C9 1.497(5) . ? N3 C4 1.477(6) . ? N4 C6 1.478(6) . ? N5 C8 1.479(6) . ? N6 C10 1.473(6) . ? C1 C2 1.506(6) . ? C3 C4 1.505(6) . ? C5 C6 1.512(5) . ? C7 C8 1.509(6) . ? C9 C10 1.517(6) . ? Cl1 O11B 1.39(2) . ? Cl1 O11A 1.397(11) . ? Cl1 O12A 1.411(8) . ? Cl1 O14B 1.41(2) . ? Cl1 O13B 1.420(11) . ? Cl1 O13A 1.421(7) . ? Cl1 O12B 1.444(11) . ? Cl1 O14A 1.471(9) . ? Cl2 O22 1.406(4) . ? Cl2 O23 1.410(4) . ? Cl2 O24 1.418(4) . ? Cl2 O21 1.421(4) . ? Cl3 O34B 1.32(2) . ? Cl3 O33A 1.376(5) . ? Cl3 O31 1.391(4) . ? Cl3 O34A 1.444(5) . ? Cl3 O32A 1.448(5) . ? Cl3 O33B 1.49(2) . ? Cl3 O32B 1.64(2) . ? O32A O34B 0.98(2) . ? O33A O32B 0.90(2) . ? O33A O33B 1.54(2) . ? O34A O33B 1.46(2) . ? O34A O34B 1.72(2) . ? 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 Cu1 N2 166.6(2) . . ? N3 Cu1 N5 95.8(2) . . ? N2 Cu1 N5 85.11(15) . . ? N3 Cu1 N1 84.73(14) . . ? N2 Cu1 N1 85.76(12) . . ? N5 Cu1 N1 138.65(14) . . ? N3 Cu1 N6 107.5(2) . . ? N2 Cu1 N6 84.55(13) . . ? N5 Cu1 N6 110.5(2) . . ? N1 Cu1 N6 108.61(13) . . ? C3 N1 C5 112.4(3) . . ? C3 N1 C1 113.8(3) . . ? C5 N1 C1 113.1(3) . . ? C3 N1 Cu1 102.0(2) . . ? C5 N1 Cu1 112.3(2) . . ? C1 N1 Cu1 102.2(2) . . ? C2 N2 C7 111.1(3) . . ? C2 N2 C9 111.3(3) . . ? C7 N2 C9 111.3(3) . . ? C2 N2 Cu1 108.8(2) . . ? C7 N2 Cu1 105.8(2) . . ? C9 N2 Cu1 108.3(2) . . ? C4 N3 Cu1 110.7(3) . . ? C8 N5 Cu1 109.5(3) . . ? C10 N6 Cu1 106.3(2) . . ? N1 C1 C2 109.3(3) . . ? N2 C2 C1 110.3(3) . . ? N1 C3 C4 109.3(3) . . ? N3 C4 C3 109.2(4) . . ? N1 C5 C6 114.7(3) . . ? N4 C6 C5 109.4(3) . . ? N2 C7 C8 110.4(3) . . ? N5 C8 C7 108.4(3) . . ? N2 C9 C10 110.6(3) . . ? N6 C10 C9 108.9(3) . . ? O11A Cl1 O12A 113.7(6) . . ? O11B Cl1 O14B 105.6(10) . . ? O11B Cl1 O13B 112.5(8) . . ? O14B Cl1 O13B 115.1(9) . . ? O11A Cl1 O13A 118.1(5) . . ? O12A Cl1 O13A 108.8(5) . . ? O11B Cl1 O12B 107.5(8) . . ? O14B Cl1 O12B 108.3(8) . . ? O13B Cl1 O12B 107.5(7) . . ? O11A Cl1 O14A 103.7(6) . . ? O12A Cl1 O14A 106.2(5) . . ? O13A Cl1 O14A 105.2(5) . . ? O22 Cl2 O23 110.3(3) . . ? O22 Cl2 O24 112.5(3) . . ? O23 Cl2 O24 107.3(3) . . ? O22 Cl2 O21 109.8(2) . . ? O23 Cl2 O21 106.1(4) . . ? O24 Cl2 O21 110.6(3) . . ? O34B Cl3 O33A 93.2(9) . . ? O34B Cl3 O31 144.6(10) . . ? O33A Cl3 O31 116.0(4) . . ? O34B Cl3 O34A 76.5(9) . . ? O33A Cl3 O34A 112.2(4) . . ? O31 Cl3 O34A 107.4(3) . . ? O34B Cl3 O32A 40.9(8) . . ? O33A Cl3 O32A 109.0(3) . . ? O31 Cl3 O32A 106.9(4) . . ? O34A Cl3 O32A 104.6(4) . . ? O34B Cl3 O33B 113.2(13) . . ? O33A Cl3 O33B 64.8(9) . . ? O31 Cl3 O33B 97.8(9) . . ? O34A Cl3 O33B 59.7(9) . . ? O32A Cl3 O33B 154.1(9) . . ? O34B Cl3 O32B 101.2(11) . . ? O33A Cl3 O32B 33.2(7) . . ? O31 Cl3 O32B 94.4(8) . . ? O34A Cl3 O32B 145.4(9) . . ? O32A Cl3 O32B 94.0(8) . . ? O33B Cl3 O32B 91.5(11) . . ? O34B O32A Cl3 62.7(11) . . ? O32B O33A Cl3 89.8(14) . . ? O32B O33A O33B 132.3(17) . . ? Cl3 O33A O33B 61.3(9) . . ? Cl3 O34A O33B 61.8(9) . . ? Cl3 O34A O34B 48.6(6) . . ? O33B O34A O34B 95.2(11) . . ? O33A O32B Cl3 56.9(13) . . ? O34A O33B Cl3 58.5(9) . . ? O34A O33B O33A 102.3(13) . . ? Cl3 O33B O33A 53.9(8) . . ? O32A O34B Cl3 76.4(13) . . ? O32A O34B O34A 113.6(16) . . ? Cl3 O34B O34A 54.9(8) . . ? _refine_diff_density_max 0.771 _refine_diff_density_min -0.752 _refine_diff_density_rms 0.084 ##################################### ## [(HO)Cu(L3)Cu(OH2)](ClO4)3.2H2O ### data_cuompeh _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C18 H51 Cl3 Cu2 N6 O16' _chemical_formula_weight 841.08 _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' 'Cl' 'Cl' 0.1484 0.1585 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.738(9) _cell_length_b 8.391(3) _cell_length_c 16.348(8) _cell_angle_alpha 90.00 _cell_angle_beta 107.58(3) _cell_angle_gamma 90.00 _cell_volume 3365.7(24) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12.5 _exptl_crystal_description 'prism' _exptl_crystal_colour blue _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method ? _exptl_crystal_F_000 1752 _exptl_absorpt_coefficient_mu 1.577 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 1.00 _exptl_absorpt_correction_T_max 1.20 _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 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega-2theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2964 _diffrn_reflns_av_R_equivalents 0.0753 _diffrn_reflns_av_sigmaI/netI 0.0419 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 24.97 _reflns_number_total 2962 _reflns_number_observed 2144 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4' _computing_cell_refinement 'CAD4' _computing_data_reduction 'XTAL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'PLATON' _computing_publication_material ? _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^)+(0.1842P)^2^+5.0446P] 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 2962 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1293 _refine_ls_R_factor_obs 0.0948 _refine_ls_wR_factor_all 0.2706 _refine_ls_wR_factor_obs 0.2378 _refine_ls_goodness_of_fit_all 1.120 _refine_ls_goodness_of_fit_obs 1.168 _refine_ls_restrained_S_all 1.120 _refine_ls_restrained_S_obs 1.168 _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 0.11832(3) 0.11141(10) 0.00254(6) 0.0530(4) Uani 1 d . . O1A O 0.0594(3) -0.0199(9) 0.0595(5) 0.021(2) Uiso 0.50 d P 1 H11 H 0.0456(3) 0.0358(9) 0.0886(5) 0.032 Uiso 0.50 d PR 1 H12 H 0.0694(3) -0.0790(9) 0.0593(5) 0.032 Uiso 1 d R 1 O1B O 0.0579(3) -0.0373(10) 0.0255(7) 0.035(2) Uiso 0.50 d P 2 N1 N 0.1717(2) 0.2498(6) -0.0359(3) 0.0404(12) Uani 1 d . . N2 N 0.1109(3) 0.3017(9) 0.0763(4) 0.063(2) Uani 1 d . . N3 N 0.1131(3) -0.0204(7) -0.1056(5) 0.060(2) Uani 1 d . . C1 C 0.2287(3) 0.2039(8) 0.0123(5) 0.045(2) Uani 1 d . . H1A H 0.2336(3) 0.0912(8) 0.0039(5) 0.054 Uiso 1 d R . H1B H 0.2341(3) 0.2209(8) 0.0730(5) 0.054 Uiso 1 d R . C2 C 0.1589(3) 0.4175(7) -0.0165(5) 0.049(2) Uani 1 d . . H2A H 0.1883(3) 0.4885(7) -0.0181(5) 0.059 Uiso 1 d R . H2B H 0.1257(3) 0.4534(7) -0.0587(5) 0.059 Uiso 1 d R . C3 C 0.1522(4) 0.4218(10) 0.0681(6) 0.066(2) Uani 1 d . . H3A H 0.1410(4) 0.5276(10) 0.0800(6) 0.079 Uiso 1 d R . H3B H 0.1868(4) 0.3983(10) 0.1104(6) 0.079 Uiso 1 d R . C4 C 0.1586(3) 0.2172(9) -0.1289(5) 0.056(2) Uani 1 d . . H4A H 0.1873(3) 0.2586(9) -0.1500(5) 0.067 Uiso 1 d R . H4B H 0.1248(3) 0.2702(9) -0.1594(5) 0.067 Uiso 1 d R . C5 C 0.1528(4) 0.0424(11) -0.1432(6) 0.067(2) Uani 1 d . . H5A H 0.1410(4) 0.0210(11) -0.2044(6) 0.080 Uiso 1 d R . H5B H 0.1877(4) -0.0092(11) -0.1182(6) 0.080 Uiso 1 d R . C6 C 0.1199(5) 0.2649(16) 0.1677(6) 0.092(3) Uani 1 d . . H6A H 0.0932(5) 0.1881(16) 0.1722(6) 0.138 Uiso 1 d R . H6B H 0.1162(5) 0.3600(16) 0.1981(6) 0.138 Uiso 1 d R . H6C H 0.1558(5) 0.2215(16) 0.1922(6) 0.138 Uiso 1 d R . C7 C 0.0554(4) 0.3693(13) 0.0385(8) 0.082(3) Uani 1 d . . H7A H 0.0287(4) 0.2929(13) 0.0432(8) 0.123 Uiso 1 d R . H7B H 0.0502(4) 0.3926(13) -0.0209(8) 0.123 Uiso 1 d R . H7C H 0.0515(4) 0.4653(13) 0.0679(8) 0.123 Uiso 1 d R . C8 C 0.0571(3) -0.0009(11) -0.1639(6) 0.074(2) Uani 1 d . . H8A H 0.0315(3) -0.0431(11) -0.1373(6) 0.110 Uiso 1 d R . H8B H 0.0536(3) -0.0571(11) -0.2164(6) 0.110 Uiso 1 d R . H8C H 0.0497(3) 0.1102(11) -0.1761(6) 0.110 Uiso 1 d R . C9 C 0.1229(4) -0.1979(9) -0.0889(8) 0.092(3) Uani 1 d . . H9A H 0.0967(4) -0.2396(9) -0.0633(8) 0.139 Uiso 1 d R . H9B H 0.1590(4) -0.2157(9) -0.0512(8) 0.139 Uiso 1 d R . H9C H 0.1188(4) -0.2506(9) -0.1426(8) 0.139 Uiso 1 d R . Cl1 Cl 0.22939(11) -0.1412(2) 0.15393(14) 0.0696(7) Uani 1 d . . O11 O 0.1838(4) -0.0438(11) 0.1092(6) 0.119(3) Uani 1 d . . O12A O 0.2715(12) -0.0410(36) 0.1949(21) 0.135(10) Uiso 0.46(3) d P 3 O13A O 0.2152(10) -0.2256(28) 0.2154(14) 0.103(8) Uiso 0.46(3) d P 3 O14A O 0.2393(9) -0.2414(28) 0.0869(15) 0.098(7) Uiso 0.46(3) d P 3 O12B O 0.2394(10) -0.1541(27) 0.2453(14) 0.120(8) Uiso 0.54(3) d P 4 O13B O 0.2827(5) -0.0634(16) 0.1598(10) 0.072(5) Uiso 0.54(3) d P 4 O14B O 0.2318(9) -0.2915(30) 0.1140(14) 0.120(7) Uiso 0.54(3) d P 4 Cl2 Cl 0.0000 0.4825(3) 0.7500 0.0522(7) Uani 1 d S . O21 O 0.0000 0.6458(18) 0.7500 0.225(12) Uani 1 d S . O22A O -0.0470(18) 0.4318(58) 0.6954(27) 0.105(14) Uiso 0.25(3) d P 3 O23A O 0.0174(15) 0.4063(40) 0.8332(19) 0.072(10) Uiso 0.25(3) d P 3 O24A O 0.0502(15) 0.4303(43) 0.7387(24) 0.083(11) Uiso 0.25(3) d P 3 O22B O -0.0278(18) 0.4967(72) 0.6675(29) 0.117(15) Uiso 0.25(3) d P 4 O23B O 0.0605(17) 0.4849(54) 0.7729(28) 0.095(12) Uiso 0.25(3) d P 4 O24B O -0.0170(15) 0.3843(34) 0.8092(20) 0.077(12) Uiso 0.25(3) d P 4 O3 O 0.0903(7) -0.2203(21) 0.1554(10) 0.202(6) 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 Cu1 0.0393(6) 0.0398(6) 0.0766(7) 0.0100(4) 0.0122(4) -0.0009(3) N1 0.036(3) 0.028(3) 0.054(3) 0.007(2) 0.008(2) 0.002(2) N2 0.049(4) 0.081(5) 0.056(4) 0.004(3) 0.013(3) 0.015(3) N3 0.048(4) 0.029(3) 0.089(5) -0.006(3) 0.003(3) -0.001(3) C1 0.032(3) 0.038(3) 0.061(4) 0.010(3) 0.006(3) 0.003(3) C2 0.049(4) 0.024(3) 0.077(5) 0.005(3) 0.022(4) 0.004(3) C3 0.063(5) 0.055(5) 0.076(5) -0.012(4) 0.015(4) 0.006(4) C4 0.049(4) 0.057(4) 0.057(4) -0.001(4) 0.007(3) -0.005(4) C5 0.054(5) 0.062(5) 0.080(5) -0.025(4) 0.012(4) -0.001(4) C6 0.087(7) 0.132(10) 0.060(5) 0.016(6) 0.027(5) 0.017(7) C7 0.056(5) 0.082(6) 0.107(7) 0.000(6) 0.024(5) 0.023(5) C8 0.051(5) 0.064(5) 0.093(6) -0.005(5) 0.001(4) -0.002(4) C9 0.080(6) 0.025(4) 0.151(9) -0.009(5) 0.001(6) 0.005(4) Cl1 0.094(2) 0.0462(10) 0.0683(12) 0.0200(9) 0.0240(11) 0.0112(10) O11 0.096(6) 0.107(6) 0.160(8) 0.078(6) 0.050(6) 0.037(5) Cl2 0.0516(14) 0.0464(13) 0.0536(14) 0.000 0.0082(11) 0.000 O21 0.170(18) 0.063(8) 0.387(33) 0.000 0.001(20) 0.000 O3 0.219(16) 0.208(15) 0.193(12) 0.021(11) 0.081(12) -0.034(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 N1 2.037(5) . ? Cu1 N2 2.044(7) . ? Cu1 N3 2.056(7) . ? Cu1 O1B 2.114(9) . ? Cu1 O1A 2.287(7) . ? Cu1 O11 2.408(8) . ? N1 C4 1.480(9) . ? N1 C1 1.490(8) . ? N1 C2 1.501(8) . ? N2 C6 1.474(11) . ? N2 C7 1.485(11) . ? N2 C3 1.500(12) . ? N3 C5 1.441(11) . ? N3 C8 1.479(10) . ? N3 C9 1.521(10) . ? C1 C1 1.494(13) 7 ? C2 C3 1.443(11) . ? C4 C5 1.486(12) . ? Cl1 O13A 1.37(2) . ? Cl1 O12A 1.38(3) . ? Cl1 O14B 1.43(2) . ? Cl1 O11 1.436(8) . ? Cl1 O12B 1.44(2) . ? Cl1 O14A 1.46(2) . ? Cl1 O13B 1.496(14) . ? Cl2 O22B 1.33(5) . ? Cl2 O22B 1.33(5) 2_556 ? Cl2 O22A 1.34(4) . ? Cl2 O22A 1.34(4) 2_556 ? Cl2 O21 1.37(2) . ? Cl2 O24A 1.43(3) . ? Cl2 O24A 1.43(3) 2_556 ? Cl2 O24B 1.44(3) . ? Cl2 O24B 1.44(3) 2_556 ? Cl2 O23A 1.45(3) 2_556 ? Cl2 O23A 1.45(3) . ? Cl2 O23B 1.49(4) 2_556 ? O22A O23A 1.03(5) 2_556 ? O22A O24A 1.11(5) 2_556 ? O23A O22A 1.03(5) 2_556 ? O23A O24A 1.79(5) 2_556 ? O24A O22A 1.11(5) 2_556 ? O24A O23A 1.79(5) 2_556 ? O22B O24B 1.45(7) 2_556 ? O22B O23B 1.47(6) 2_556 ? O23B O22B 1.47(6) 2_556 ? O23B O24B 1.69(5) 2_556 ? O24B O22B 1.45(7) 2_556 ? O24B O23B 1.69(5) 2_556 ? 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 N1 Cu1 N2 85.9(3) . . ? N1 Cu1 N3 85.2(2) . . ? N2 Cu1 N3 159.1(3) . . ? N1 Cu1 O1B 172.6(3) . . ? N2 Cu1 O1B 98.7(3) . . ? N3 Cu1 O1B 88.6(3) . . ? N1 Cu1 O1A 172.5(3) . . ? N2 Cu1 O1A 86.8(3) . . ? N3 Cu1 O1A 102.3(3) . . ? N1 Cu1 O11 98.1(2) . . ? N2 Cu1 O11 99.5(3) . . ? N3 Cu1 O11 100.4(3) . . ? O1B Cu1 O11 86.8(3) . . ? O1A Cu1 O11 81.4(3) . . ? C4 N1 C1 112.2(5) . . ? C4 N1 C2 113.2(5) . . ? C1 N1 C2 112.0(5) . . ? C4 N1 Cu1 104.2(4) . . ? C1 N1 Cu1 109.7(4) . . ? C2 N1 Cu1 104.9(4) . . ? C6 N2 C7 109.8(7) . . ? C6 N2 C3 109.4(7) . . ? C7 N2 C3 108.9(7) . . ? C6 N2 Cu1 114.8(7) . . ? C7 N2 Cu1 107.6(6) . . ? C3 N2 Cu1 106.1(5) . . ? C5 N3 C8 111.4(7) . . ? C5 N3 C9 109.6(7) . . ? C8 N3 C9 107.4(6) . . ? C5 N3 Cu1 107.5(5) . . ? C8 N3 Cu1 107.0(5) . . ? C9 N3 Cu1 114.1(6) . . ? N1 C1 C1 114.2(7) . 7 ? C3 C2 N1 108.9(6) . . ? C2 C3 N2 111.2(7) . . ? N1 C4 C5 109.0(6) . . ? N3 C5 C4 110.1(7) . . ? O13A Cl1 O12A 107.7(15) . . ? O13A Cl1 O11 108.2(9) . . ? O12A Cl1 O11 107.6(13) . . ? O14B Cl1 O11 114.3(10) . . ? O14B Cl1 O12B 112.9(12) . . ? O11 Cl1 O12B 115.7(9) . . ? O13A Cl1 O14A 113.5(13) . . ? O12A Cl1 O14A 115.2(16) . . ? O11 Cl1 O14A 104.3(10) . . ? O14B Cl1 O13B 104.4(11) . . ? O11 Cl1 O13B 112.1(6) . . ? O12B Cl1 O13B 95.3(11) . . ? Cl1 O11 Cu1 164.2(6) . . ? O22B Cl2 O22B 169.8(52) . 2_556 ? O22A Cl2 O22A 142.9(42) . 2_556 ? O22B Cl2 O21 84.9(26) . . ? O22B Cl2 O21 84.9(26) 2_556 . ? O22A Cl2 O21 108.6(21) . . ? O22A Cl2 O21 108.6(21) 2_556 . ? O22A Cl2 O24A 119.2(24) . . ? O22A Cl2 O24A 46.9(21) 2_556 . ? O21 Cl2 O24A 107.9(15) . . ? O22A Cl2 O24A 46.9(21) . 2_556 ? O22A Cl2 O24A 119.2(24) 2_556 2_556 ? O21 Cl2 O24A 107.9(15) . 2_556 ? O24A Cl2 O24A 144.3(30) . 2_556 ? O22B Cl2 O24B 123.8(26) . . ? O22B Cl2 O24B 63.0(26) 2_556 . ? O21 Cl2 O24B 125.0(11) . . ? O22B Cl2 O24B 63.0(26) . 2_556 ? O22B Cl2 O24B 123.8(26) 2_556 2_556 ? O21 Cl2 O24B 125.0(11) . 2_556 ? O24B Cl2 O24B 109.9(22) . 2_556 ? O22A Cl2 O23A 43.2(22) . 2_556 ? O22A Cl2 O23A 116.5(22) 2_556 2_556 ? O21 Cl2 O23A 116.3(13) . 2_556 ? O24A Cl2 O23A 77.1(19) . 2_556 ? O24A Cl2 O23A 87.2(18) 2_556 2_556 ? O22A Cl2 O23A 116.5(22) . . ? O22A Cl2 O23A 43.2(22) 2_556 . ? O21 Cl2 O23A 116.3(13) . . ? O24A Cl2 O23A 87.2(18) . . ? O24A Cl2 O23A 77.1(19) 2_556 . ? O23A Cl2 O23A 127.5(26) 2_556 . ? O22B Cl2 O23B 62.7(25) . 2_556 ? O22B Cl2 O23B 117.1(25) 2_556 2_556 ? O21 Cl2 O23B 89.2(17) . 2_556 ? O24B Cl2 O23B 70.7(19) . 2_556 ? O24B Cl2 O23B 110.3(21) 2_556 2_556 ? O23A O22A O24A 136.4(51) 2_556 2_556 ? O23A O22A Cl2 74.0(32) 2_556 . ? O24A O22A Cl2 70.9(28) 2_556 . ? O22A O23A Cl2 62.8(27) 2_556 . ? O22A O23A O24A 112.6(32) 2_556 2_556 ? Cl2 O23A O24A 51.0(14) . 2_556 ? O22A O24A Cl2 62.2(26) 2_556 . ? O22A O24A O23A 107.3(33) 2_556 2_556 ? Cl2 O24A O23A 51.9(14) . 2_556 ? Cl2 O22B O24B 62.2(24) . 2_556 ? Cl2 O22B O23B 64.0(23) . 2_556 ? O24B O22B O23B 110.5(37) 2_556 2_556 ? O22B O23B Cl2 53.3(21) 2_556 . ? O22B O23B O24B 100.6(29) 2_556 2_556 ? Cl2 O23B O24B 53.3(17) . 2_556 ? Cl2 O24B O22B 54.8(20) . 2_556 ? Cl2 O24B O23B 56.1(15) . 2_556 ? O22B O24B O23B 99.6(28) 2_556 2_556 ? _refine_diff_density_max 1.529 _refine_diff_density_min -1.409 _refine_diff_density_rms 0.380 #### END