# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Jiao-min Lin' _publ_contact_author_email linjiaomin08@163.com loop_ _publ_author_name J.-M.Lin W.-B.Chen Y.-X.Qiu X.-M.Lin A.-H.Lin A.-J.Zhou D.Wen ; C.-E.Tian ; # Attachment '2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 809112' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H30 Cu N26 O2' _chemical_formula_weight 610.15 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 orthorhombic _symmetry_space_group_name_H-M Pcca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 23.9938(5) _cell_length_b 7.2021(2) _cell_length_c 14.5155(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2508.36(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2892 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 27500 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.244 _exptl_crystal_size_mid 0.190 _exptl_crystal_size_min 0.136 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.616 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1268.0 _exptl_absorpt_coefficient_mu 0.939 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.807 _exptl_absorpt_correction_T_max 0.880 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 11820 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2883 _reflns_number_gt 2228 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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^)+(0.0557P)^2^+1.9132P] 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 SHELXL _refine_ls_extinction_coef 0.0011(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2883 _refine_ls_number_parameters 246 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0450 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0908 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 0.831 _refine_ls_restrained_S_all 0.863 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.78855(5) 0.2500 0.02847(13) Uani 1 2 d S . . N5 N 0.25882(7) 0.7363(3) 0.20880(12) 0.0335(4) Uani 1 1 d . . . N2 N 0.40156(7) 0.7771(3) 0.19988(13) 0.0373(4) Uani 1 1 d . . . N8 N 0.08234(7) 0.7043(3) 0.15392(13) 0.0399(4) Uani 1 1 d . . . N7 N 0.12990(7) 0.7053(3) 0.10641(12) 0.0388(4) Uani 1 1 d . . . N6 N 0.22545(7) 0.7355(3) 0.14229(12) 0.0337(4) Uani 1 1 d . . . N3 N 0.39067(7) 0.7919(3) 0.11162(13) 0.0474(5) Uani 1 1 d . . . N4 N 0.33553(7) 0.7766(3) 0.09870(13) 0.0464(5) Uani 1 1 d . . . N9 N 0.09371(8) 0.7233(3) 0.24279(12) 0.0384(4) Uani 1 1 d . . . N10 N 0.14875(7) 0.7373(3) 0.25435(11) 0.0359(4) Uani 1 1 d . . . N1 N 0.35452(7) 0.7522(3) 0.24683(11) 0.0354(4) Uani 1 1 d . . . C2 C 0.16923(7) 0.7260(3) 0.16956(14) 0.0297(4) Uani 1 1 d . . . C1 C 0.31495(8) 0.7533(3) 0.18258(13) 0.0299(4) Uani 1 1 d . . . N11 N 0.51884(7) 0.9801(2) 0.15284(11) 0.0298(4) Uani 1 1 d D . . N12 N 0.51816(7) 0.5998(2) 0.15065(11) 0.0304(4) Uani 1 1 d D . . C4 C 0.52571(9) 0.6984(3) 0.06207(13) 0.0339(5) Uani 1 1 d D . . C3 C 0.55150(8) 0.8859(3) 0.08064(13) 0.0324(4) Uani 1 1 d D . . N13 N 0.71623(8) 0.2345(2) 0.07707(13) 0.0333(4) Uani 1 1 d D . . C5 C 0.7255(2) 0.0358(7) 0.0559(5) 0.0512(14) Uani 0.50 1 d PD . . O1 O 0.67537(7) 0.5989(2) 0.07408(12) 0.0410(4) Uani 1 1 d D . . H4 H 0.5882(7) 0.873(3) 0.1041(12) 0.027(5) Uiso 1 1 d D . . H3 H 0.5543(8) 0.958(3) 0.0261(11) 0.037(6) Uiso 1 1 d D . . H5 H 0.4901(6) 0.711(3) 0.0358(15) 0.032(6) Uiso 1 1 d D . . H7 H 0.4901(7) 0.518(3) 0.1468(16) 0.040(6) Uiso 1 1 d D . . H6 H 0.5477(7) 0.628(3) 0.0200(14) 0.041(6) Uiso 1 1 d D . . H2 H 0.5392(7) 1.072(3) 0.1768(14) 0.042(6) Uiso 1 1 d D . . H1 H 0.4874(7) 1.028(3) 0.1308(15) 0.046(7) Uiso 1 1 d D . . H8 H 0.5488(6) 0.544(3) 0.1679(15) 0.041(6) Uiso 1 1 d D . . H10 H 0.6613(11) 0.637(4) 0.1202(12) 0.060(9) Uiso 1 1 d D . . H9 H 0.6559(10) 0.627(4) 0.0296(12) 0.060(9) Uiso 1 1 d D . . H13 H 0.6968(10) 0.259(4) 0.0263(12) 0.053(8) Uiso 1 1 d D . . C6 C 0.7263(2) 0.0384(8) 0.1046(4) 0.0427(12) Uiso 0.50 1 d PD . . H14 H 0.6951(9) 0.275(3) 0.1233(13) 0.051(7) Uiso 1 1 d D . . H15 H 0.7478(6) 0.302(3) 0.0764(15) 0.040(6) Uiso 1 1 d D . . H16 H 0.730(3) -0.003(10) -0.0069(18) 0.09(2) Uiso 0.50 1 d PD . . H17 H 0.725(2) -0.009(8) 0.1661(18) 0.08(2) Uiso 0.50 1 d PD . . H18 H 0.6949(19) -0.036(7) 0.073(3) 0.126(16) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0319(2) 0.0314(2) 0.02211(18) 0.000 0.00365(13) 0.000 N5 0.0229(8) 0.0481(11) 0.0295(8) -0.0007(8) -0.0013(7) -0.0009(7) N2 0.0222(8) 0.0513(11) 0.0382(10) 0.0005(8) -0.0031(7) -0.0013(7) N8 0.0230(8) 0.0560(12) 0.0407(10) -0.0042(9) -0.0009(7) -0.0015(8) N7 0.0229(8) 0.0616(12) 0.0319(9) -0.0026(8) -0.0020(7) -0.0010(8) N6 0.0203(7) 0.0499(11) 0.0308(8) 0.0001(7) -0.0010(7) -0.0009(7) N3 0.0219(8) 0.0819(15) 0.0382(10) 0.0018(10) 0.0003(8) -0.0010(9) N4 0.0236(8) 0.0862(16) 0.0293(9) 0.0004(9) 0.0005(7) -0.0029(9) N9 0.0259(9) 0.0505(11) 0.0389(10) -0.0005(8) 0.0028(7) -0.0012(8) N10 0.0248(8) 0.0519(11) 0.0309(9) -0.0001(8) 0.0002(7) -0.0006(7) N1 0.0232(8) 0.0540(11) 0.0292(9) 0.0010(8) -0.0034(7) -0.0013(7) C2 0.0214(8) 0.0369(11) 0.0307(10) 0.0006(8) -0.0010(7) -0.0009(7) C1 0.0221(9) 0.0405(12) 0.0271(9) -0.0012(8) -0.0020(7) -0.0012(7) N11 0.0263(8) 0.0356(9) 0.0276(8) 0.0022(7) -0.0009(7) 0.0012(7) N12 0.0259(8) 0.0343(9) 0.0310(8) -0.0020(7) 0.0005(7) -0.0007(7) C4 0.0298(10) 0.0474(13) 0.0245(9) -0.0041(9) 0.0014(8) -0.0014(9) C3 0.0259(9) 0.0449(12) 0.0262(9) 0.0040(9) 0.0040(8) -0.0005(8) N13 0.0321(9) 0.0317(9) 0.0361(9) -0.0010(7) -0.0029(8) 0.0074(7) C5 0.053(3) 0.031(2) 0.069(4) -0.017(3) -0.039(3) 0.014(2) O1 0.0440(9) 0.0428(9) 0.0361(8) -0.0004(7) 0.0003(8) 0.0097(7) _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 N11 2.0238(16) 3_655 ? Cu1 N11 2.0238(16) . ? Cu1 N12 2.0293(17) . ? Cu1 N12 2.0293(17) 3_655 ? Cu1 N2 2.4727(16) 3_655 ? Cu1 N2 2.4727(16) . ? N5 N6 1.254(2) . ? N5 C1 1.405(2) . ? N2 N3 1.312(3) . ? N2 N1 1.331(2) . ? N8 N9 1.326(2) . ? N8 N7 1.333(2) . ? N7 C2 1.324(2) . ? N6 C2 1.407(2) . ? N3 N4 1.341(2) . ? N4 C1 1.324(3) . ? N9 N10 1.335(3) . ? N10 C2 1.328(3) . ? N1 C1 1.331(2) . ? N11 C3 1.474(2) . ? N11 H2 0.893(15) . ? N11 H1 0.888(15) . ? N12 C4 1.480(3) . ? N12 H7 0.896(15) . ? N12 H8 0.875(15) . ? C4 C3 1.510(3) . ? C4 H5 0.941(14) . ? C4 H6 0.953(15) . ? C3 H4 0.949(14) . ? C3 H3 0.951(14) . ? N13 C5 1.481(5) . ? N13 C6 1.488(6) . ? N13 H13 0.890(10) . ? N13 H14 0.889(10) . ? N13 H15 0.899(10) . ? C5 C6 0.708(6) . ? C5 C5 1.284(10) 2_655 ? C5 C6 1.457(6) 2_655 ? C5 H16 0.958(11) . ? C5 H18 0.93(5) . ? O1 H10 0.797(16) . ? O1 H9 0.822(16) . ? C6 C6 1.265(11) 2_655 ? C6 C5 1.457(6) 2_655 ? C6 H17 0.956(11) . ? C6 H18 1.03(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Cu1 N11 94.06(10) 3_655 . ? N11 Cu1 N12 178.85(7) 3_655 . ? N11 Cu1 N12 85.04(7) . . ? N11 Cu1 N12 85.04(7) 3_655 3_655 ? N11 Cu1 N12 178.85(7) . 3_655 ? N12 Cu1 N12 95.87(10) . 3_655 ? N11 Cu1 N2 91.78(6) 3_655 3_655 ? N11 Cu1 N2 90.83(6) . 3_655 ? N12 Cu1 N2 88.95(6) . 3_655 ? N12 Cu1 N2 88.49(6) 3_655 3_655 ? N11 Cu1 N2 90.83(6) 3_655 . ? N11 Cu1 N2 91.78(6) . . ? N12 Cu1 N2 88.49(6) . . ? N12 Cu1 N2 88.95(7) 3_655 . ? N2 Cu1 N2 176.18(9) 3_655 . ? N6 N5 C1 113.82(16) . . ? N3 N2 N1 110.00(16) . . ? N3 N2 Cu1 118.35(13) . . ? N1 N2 Cu1 131.61(13) . . ? N9 N8 N7 109.05(16) . . ? C2 N7 N8 104.63(16) . . ? N5 N6 C2 113.30(16) . . ? N2 N3 N4 109.05(17) . . ? C1 N4 N3 104.46(17) . . ? N8 N9 N10 109.50(16) . . ? C2 N10 N9 104.18(16) . . ? N2 N1 C1 104.21(16) . . ? N7 C2 N10 112.63(17) . . ? N7 C2 N6 119.59(17) . . ? N10 C2 N6 127.78(18) . . ? N4 C1 N1 112.28(17) . . ? N4 C1 N5 128.12(18) . . ? N1 C1 N5 119.57(17) . . ? C3 N11 Cu1 107.49(12) . . ? C3 N11 H2 109.2(14) . . ? Cu1 N11 H2 110.8(14) . . ? C3 N11 H1 111.9(15) . . ? Cu1 N11 H1 108.9(16) . . ? H2 N11 H1 108.6(17) . . ? C4 N12 Cu1 108.80(13) . . ? C4 N12 H7 110.6(15) . . ? Cu1 N12 H7 108.8(15) . . ? C4 N12 H8 111.5(14) . . ? Cu1 N12 H8 106.7(15) . . ? H7 N12 H8 110.2(17) . . ? N12 C4 C3 108.92(16) . . ? N12 C4 H5 106.8(14) . . ? C3 C4 H5 110.9(13) . . ? N12 C4 H6 111.7(14) . . ? C3 C4 H6 111.2(14) . . ? H5 C4 H6 107.3(14) . . ? N11 C3 C4 108.70(15) . . ? N11 C3 H4 106.4(12) . . ? C4 C3 H4 111.0(13) . . ? N11 C3 H3 112.1(13) . . ? C4 C3 H3 111.8(13) . . ? H4 C3 H3 106.7(14) . . ? C5 N13 C6 27.6(2) . . ? C5 N13 H13 95.8(17) . . ? C6 N13 H13 119.9(17) . . ? C5 N13 H14 123.8(17) . . ? C6 N13 H14 101.4(17) . . ? H13 N13 H14 105(2) . . ? C5 N13 H15 113.1(15) . . ? C6 N13 H15 112.2(15) . . ? H13 N13 H15 109(2) . . ? H14 N13 H15 108(2) . . ? C6 C5 C5 89.2(7) . 2_655 ? C6 C5 C6 60.2(7) . 2_655 ? C5 C5 C6 29.1(3) 2_655 2_655 ? C6 C5 N13 76.8(7) . . ? C5 C5 N13 121.7(6) 2_655 . ? C6 C5 N13 111.9(4) 2_655 . ? C6 C5 H16 163(5) . . ? C5 C5 H16 78(4) 2_655 . ? C6 C5 H16 106(4) 2_655 . ? N13 C5 H16 120(5) . . ? C6 C5 H18 77(3) . . ? C5 C5 H18 120(3) 2_655 . ? C6 C5 H18 107(3) 2_655 . ? N13 C5 H18 111(3) . . ? H16 C5 H18 100(4) . . ? H10 O1 H9 109(2) . . ? C5 C6 C6 90.7(7) . 2_655 ? C5 C6 C5 61.8(8) . 2_655 ? C6 C6 C5 29.1(3) 2_655 2_655 ? C5 C6 N13 75.7(7) . . ? C6 C6 N13 124.1(6) 2_655 . ? C5 C6 N13 110.3(4) 2_655 . ? C5 C6 H17 158(4) . . ? C6 C6 H17 82(3) 2_655 . ? C5 C6 H17 110(4) 2_655 . ? N13 C6 H17 126(4) . . ? C5 C6 H18 61(2) . . ? C6 C6 H18 115(3) 2_655 . ? C5 C6 H18 100(3) 2_655 . ? N13 C6 H18 105(3) . . ? H17 C6 H18 102(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.290 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.053 # Attachment '3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 809113' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H28 N26 Ni O2' _chemical_formula_weight 603.27 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' Ni Ni 0.3393 1.1124 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 11.9182(3) _cell_length_b 7.2555(2) _cell_length_c 14.5570(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.464(2) _cell_angle_gamma 90.00 _cell_volume 1245.07(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2882 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 27.490 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.188 _exptl_crystal_size_min 0.136 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 0.848 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.826 _exptl_absorpt_correction_T_max 0.891 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7608 _diffrn_reflns_av_R_equivalents 0.0190 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2696 _reflns_number_gt 2398 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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^)+(0.0419P)^2^+0.6029P] 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 SHELXL _refine_ls_extinction_coef 0.0014(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2861 _refine_ls_number_parameters 229 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0832 _refine_ls_wR_factor_gt 0.0802 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.000 _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 Ni1 Ni 0.5000 0.71371(4) 0.7500 0.01970(11) Uani 1 2 d S . . N5 N 0.96522(12) 0.7391(2) 0.77846(11) 0.0255(3) Uani 1 1 d . . . N9 N 0.80590(13) 0.2238(2) 0.79922(12) 0.0307(4) Uani 1 1 d . . . N3 N 0.67465(12) 0.7180(2) 0.72504(11) 0.0245(3) Uani 1 1 d . . . O1 O 0.85247(12) 0.9015(2) 0.97571(12) 0.0359(3) Uani 1 1 d D . . C2 C 0.85176(15) 0.2040(2) 0.72193(13) 0.0258(4) Uani 1 1 d . . . N10 N 0.96727(13) 0.2016(2) 0.71202(11) 0.0284(3) Uani 1 1 d . . . N7 N 0.67456(14) 0.1960(3) 0.67953(13) 0.0367(4) Uani 1 1 d . . . N6 N 0.77351(14) 0.1869(3) 0.64694(12) 0.0356(4) Uani 1 1 d . . . N8 N 0.69409(14) 0.2193(2) 0.77095(13) 0.0339(4) Uani 1 1 d . . . N11 N 0.54042(13) 0.9022(2) 0.85906(11) 0.0262(3) Uani 1 1 d D . . N12 N 0.53998(12) 0.5187(2) 0.85561(11) 0.0261(3) Uani 1 1 d D . . C3 C 0.55356(16) 0.8016(3) 0.94823(14) 0.0305(4) Uani 1 1 d D . . C4 C 0.60430(15) 0.6121(3) 0.93658(13) 0.0292(4) Uani 1 1 d D . . N2 N 0.70186(12) 0.6880(3) 0.64163(12) 0.0343(4) Uani 1 1 d . . . N1 N 0.81422(12) 0.6952(2) 0.64606(12) 0.0327(4) Uani 1 1 d . . . N4 N 0.76837(12) 0.7449(2) 0.78605(11) 0.0257(3) Uani 1 1 d . . . C1 C 0.85161(14) 0.7301(2) 0.73513(13) 0.0229(4) Uani 1 1 d . . . N13 N 0.93036(14) 0.2686(2) 0.98473(12) 0.0282(4) Uani 1 1 d D . . H6 H 0.6816(13) 0.622(3) 0.9251(14) 0.029(5) Uiso 1 1 d D . . H5 H 0.6078(18) 0.542(3) 0.9924(12) 0.037(6) Uiso 1 1 d D . . H3 H 0.4803(14) 0.788(3) 0.9664(14) 0.025(5) Uiso 1 1 d D . . H4 H 0.6004(17) 0.873(3) 0.9956(13) 0.035(6) Uiso 1 1 d D . . H2 H 0.4858(15) 0.988(3) 0.8558(15) 0.032(6) Uiso 1 1 d D . . H1 H 0.6039(15) 0.959(3) 0.8541(16) 0.040(6) Uiso 1 1 d D . . C5 C 0.95984(17) 0.4587(3) 0.96158(15) 0.0336(4) Uiso 1 1 d D . . H8 H 0.5776(17) 0.426(3) 0.8366(15) 0.037(6) Uiso 1 1 d D . . H7 H 0.4760(14) 0.474(3) 0.8674(14) 0.030(5) Uiso 1 1 d D . . H9 H 0.820(2) 0.875(4) 1.0182(12) 0.057(9) Uiso 1 1 d D . . H12 H 0.9933(19) 0.451(3) 0.9062(13) 0.053(7) Uiso 1 1 d D . . H11 H 0.8951(16) 0.532(3) 0.9504(17) 0.049(7) Uiso 1 1 d D . . H13 H 0.890(2) 0.221(3) 0.9384(15) 0.049(7) Uiso 1 1 d D . . H14 H 0.9906(18) 0.199(3) 0.9996(19) 0.051(7) Uiso 1 1 d D . . H10 H 0.818(2) 0.870(4) 0.9260(11) 0.066(9) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01489(15) 0.02828(18) 0.01607(19) 0.000 0.00279(11) 0.000 N5 0.0157(7) 0.0369(8) 0.0243(9) 0.0000(6) 0.0042(6) -0.0009(6) N9 0.0238(7) 0.0425(9) 0.0257(9) -0.0035(7) 0.0038(6) -0.0031(6) N3 0.0167(7) 0.0356(8) 0.0216(8) -0.0018(6) 0.0045(6) -0.0004(5) O1 0.0368(8) 0.0404(8) 0.0309(9) -0.0006(7) 0.0061(7) -0.0069(6) C2 0.0235(8) 0.0305(9) 0.0234(10) 0.0000(7) 0.0036(7) -0.0006(7) N10 0.0233(7) 0.0384(9) 0.0236(9) 0.0006(7) 0.0038(6) -0.0002(6) N7 0.0241(8) 0.0559(11) 0.0297(10) -0.0046(8) 0.0025(7) -0.0006(7) N6 0.0245(8) 0.0576(11) 0.0240(9) -0.0021(8) 0.0019(6) 0.0007(7) N8 0.0241(8) 0.0473(10) 0.0313(10) -0.0044(8) 0.0071(7) -0.0015(7) N11 0.0215(7) 0.0326(8) 0.0245(9) -0.0022(6) 0.0037(6) 0.0000(6) N12 0.0214(7) 0.0325(8) 0.0253(9) 0.0024(6) 0.0061(6) 0.0017(6) C3 0.0248(9) 0.0477(11) 0.0188(10) -0.0039(8) 0.0027(7) -0.0004(8) C4 0.0226(8) 0.0439(11) 0.0207(10) 0.0069(8) 0.0020(7) 0.0001(7) N2 0.0173(7) 0.0611(12) 0.0253(9) -0.0076(8) 0.0053(6) -0.0007(7) N1 0.0177(7) 0.0564(11) 0.0246(9) -0.0062(7) 0.0053(6) 0.0005(7) N4 0.0166(6) 0.0405(9) 0.0205(9) -0.0018(6) 0.0048(6) -0.0013(6) C1 0.0169(7) 0.0292(8) 0.0229(10) 0.0015(7) 0.0042(7) 0.0001(6) N13 0.0288(8) 0.0280(8) 0.0272(9) -0.0027(6) 0.0024(7) -0.0055(6) _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 Ni1 N12 2.0921(16) 2_656 ? Ni1 N12 2.0921(16) . ? Ni1 N11 2.0970(16) . ? Ni1 N11 2.0970(16) 2_656 ? Ni1 N3 2.1653(14) . ? Ni1 N3 2.1653(14) 2_656 ? N5 N5 1.256(3) 2_756 ? N5 C1 1.409(2) . ? N9 C2 1.329(3) . ? N9 N8 1.336(2) . ? N3 N2 1.320(2) . ? N3 N4 1.335(2) . ? O1 H9 0.802(16) . ? O1 H10 0.809(16) . ? C2 N6 1.333(2) . ? C2 N10 1.405(2) . ? N10 N10 1.256(3) 2_756 ? N7 N8 1.328(3) . ? N7 N6 1.336(2) . ? N11 C3 1.477(3) . ? N11 H2 0.898(15) . ? N11 H1 0.874(16) . ? N12 C4 1.473(2) . ? N12 H8 0.876(16) . ? N12 H7 0.869(15) . ? C3 C4 1.521(3) . ? C3 H3 0.954(15) . ? C3 H4 0.970(16) . ? C4 H6 0.963(15) . ? C4 H5 0.954(15) . ? N2 N1 1.332(2) . ? N1 C1 1.332(2) . ? N4 C1 1.327(2) . ? N13 C5 1.475(3) . ? N13 H13 0.846(17) . ? N13 H14 0.879(17) . ? C5 C5 1.487(4) 3_767 ? C5 H12 0.952(16) . ? C5 H11 0.931(16) . ? 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 N12 Ni1 N12 94.89(9) 2_656 . ? N12 Ni1 N11 178.13(6) 2_656 . ? N12 Ni1 N11 83.26(6) . . ? N12 Ni1 N11 83.26(6) 2_656 2_656 ? N12 Ni1 N11 178.13(6) . 2_656 ? N11 Ni1 N11 98.59(9) . 2_656 ? N12 Ni1 N3 90.40(6) 2_656 . ? N12 Ni1 N3 90.72(6) . . ? N11 Ni1 N3 89.90(6) . . ? N11 Ni1 N3 89.02(6) 2_656 . ? N12 Ni1 N3 90.72(6) 2_656 2_656 ? N12 Ni1 N3 90.40(6) . 2_656 ? N11 Ni1 N3 89.02(6) . 2_656 ? N11 Ni1 N3 89.90(6) 2_656 2_656 ? N3 Ni1 N3 178.35(8) . 2_656 ? N5 N5 C1 112.90(19) 2_756 . ? C2 N9 N8 104.63(16) . . ? N2 N3 N4 109.95(14) . . ? N2 N3 Ni1 121.62(11) . . ? N4 N3 Ni1 128.41(12) . . ? H9 O1 H10 112(2) . . ? N9 C2 N6 112.21(17) . . ? N9 C2 N10 128.27(17) . . ? N6 C2 N10 119.52(17) . . ? N10 N10 C2 113.6(2) 2_756 . ? N8 N7 N6 109.19(15) . . ? C2 N6 N7 104.61(16) . . ? N7 N8 N9 109.37(17) . . ? C3 N11 Ni1 109.02(12) . . ? C3 N11 H2 111.8(14) . . ? Ni1 N11 H2 109.3(14) . . ? C3 N11 H1 109.0(15) . . ? Ni1 N11 H1 110.5(15) . . ? H2 N11 H1 107(2) . . ? C4 N12 Ni1 108.18(12) . . ? C4 N12 H8 112.1(15) . . ? Ni1 N12 H8 111.1(15) . . ? C4 N12 H7 112.6(14) . . ? Ni1 N12 H7 106.7(14) . . ? H8 N12 H7 106(2) . . ? N11 C3 C4 109.93(16) . . ? N11 C3 H3 108.2(13) . . ? C4 C3 H3 109.5(12) . . ? N11 C3 H4 109.8(13) . . ? C4 C3 H4 111.3(13) . . ? H3 C3 H4 108.1(18) . . ? N12 C4 C3 109.66(14) . . ? N12 C4 H6 107.0(12) . . ? C3 C4 H6 111.2(13) . . ? N12 C4 H5 112.8(14) . . ? C3 C4 H5 110.9(13) . . ? H6 C4 H5 105.2(18) . . ? N3 N2 N1 109.28(15) . . ? C1 N1 N2 104.15(15) . . ? C1 N4 N3 103.75(15) . . ? N4 C1 N1 112.86(15) . . ? N4 C1 N5 119.63(16) . . ? N1 C1 N5 127.34(17) . . ? C5 N13 H13 109.2(18) . . ? C5 N13 H14 112.4(17) . . ? H13 N13 H14 108(2) . . ? N13 C5 C5 110.7(2) . 3_767 ? N13 C5 H12 106.4(16) . . ? C5 C5 H12 110.9(15) 3_767 . ? N13 C5 H11 110.7(16) . . ? C5 C5 H11 109.1(15) 3_767 . ? H12 C5 H11 109(2) . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.644 _refine_diff_density_min -0.343 _refine_diff_density_rms 0.051 # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 809114' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H18 Cu N14 O2' _chemical_formula_weight 381.89 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9461(6) _cell_length_b 8.2084(6) _cell_length_c 12.8870(10) _cell_angle_alpha 77.665(5) _cell_angle_beta 74.131(4) _cell_angle_gamma 71.317(4) _cell_volume 758.55(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2563 _cell_measurement_theta_min 1.66 _cell_measurement_theta_max 27.69 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.245 _exptl_crystal_size_mid 0.190 _exptl_crystal_size_min 0.125 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 394.0 _exptl_absorpt_coefficient_mu 1.476 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.721 _exptl_absorpt_correction_T_max 0.832 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10968 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 27.69 _reflns_number_total 3363 _reflns_number_gt 2530 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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^)+(0.0815P)^2^+0.3062P] 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 SHELXL _refine_ls_extinction_coef 0.00 _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3363 _refine_ls_number_parameters 284 _refine_ls_number_restraints 27 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1416 _refine_ls_wR_factor_gt 0.1302 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.014 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.0000 0.0000 0.0596(2) Uani 1 2 d S . . Cu2 Cu 0.5000 0.5000 0.5000 0.0418(2) Uani 1 2 d S . . N14 N 0.7582(4) 0.4858(4) 0.4986(2) 0.0418(6) Uani 1 1 d D . . N11 N 0.2350(4) 0.0473(5) 0.0071(3) 0.0612(8) Uani 1 1 d D . . N1 N 0.3566(4) 0.0882(4) 0.2832(2) 0.0521(7) Uani 1 1 d . . . N2 N 0.4396(4) -0.0308(4) 0.2164(2) 0.0537(7) Uani 1 1 d . . . N5 N 0.2639(3) 0.0888(3) 0.4715(2) 0.0423(6) Uani 1 1 d . . . N6 N 0.2557(3) -0.0077(3) 0.5618(2) 0.0431(6) Uani 1 1 d . . . N4 N 0.4276(4) -0.1723(3) 0.3795(2) 0.0455(6) Uani 1 1 d . . . N3 N 0.4817(4) -0.1860(4) 0.2735(2) 0.0498(7) Uani 1 1 d . . . C1 C 0.3520(4) -0.0021(4) 0.3820(2) 0.0399(7) Uani 1 1 d . . . N9 N -0.0348(4) 0.2611(4) 0.7507(2) 0.0550(8) Uani 1 1 d . . . N10 N 0.0398(4) 0.2424(3) 0.6468(2) 0.0492(7) Uani 1 1 d . . . N7 N 0.1432(5) 0.0004(4) 0.7505(2) 0.0635(9) Uani 1 1 d . . . N13 N 0.6073(4) 0.4051(4) 0.3589(2) 0.0426(6) Uani 1 1 d D . . C6 C 0.8809(4) 0.3778(5) 0.4160(3) 0.0485(8) Uani 1 1 d D . . C5 C 0.7946(5) 0.4203(5) 0.3201(3) 0.0507(8) Uani 1 1 d D . . N12 N 0.4439(5) 0.2606(5) -0.0203(3) 0.0653(9) Uani 1 1 d D . . C4 C 0.1479(7) 0.2253(8) 0.0332(7) 0.108(2) Uani 1 1 d D . . C3 C 0.2575(9) 0.3379(7) -0.0229(6) 0.1064(19) Uani 1 1 d D . . C2 C 0.1499(4) 0.0820(4) 0.6499(2) 0.0400(7) Uani 1 1 d . . . N8 N 0.0267(5) 0.1165(4) 0.8122(2) 0.0639(9) Uani 1 1 d . . . O1 O 0.3463(4) 0.4476(4) 0.2074(3) 0.0790(9) Uani 1 1 d D . . O2 O 0.6842(7) 0.2967(7) 0.1091(4) 0.1415(17) Uani 1 1 d . . . H15 H 0.891(4) 0.261(3) 0.451(2) 0.041(9) Uiso 1 1 d D . . H17 H 0.774(4) 0.590(3) 0.484(3) 0.040(9) Uiso 1 1 d D . . H16 H 0.996(3) 0.394(4) 0.399(3) 0.051(9) Uiso 1 1 d D . . H10 H 0.187(6) -0.029(5) 0.061(3) 0.085(15) Uiso 1 1 d D . . H12 H 0.602(5) 0.298(3) 0.365(3) 0.043(9) Uiso 1 1 d D . . H11 H 0.546(5) 0.437(5) 0.307(2) 0.054(10) Uiso 1 1 d D . . H14 H 0.789(5) 0.538(2) 0.286(3) 0.055(10) Uiso 1 1 d D . . H18 H 0.784(5) 0.438(5) 0.562(2) 0.051(10) Uiso 1 1 d D . . H4 H 0.473(5) 0.294(5) 0.032(3) 0.058(11) Uiso 1 1 d D . . H3 H 0.490(9) 0.309(9) -0.086(3) 0.15(3) Uiso 1 1 d D . . H2 H 0.255(4) 0.531(4) 0.209(4) 0.085(16) Uiso 1 1 d D . . H1 H 0.315(7) 0.357(4) 0.225(6) 0.18(3) Uiso 1 1 d D . . H13 H 0.872(5) 0.346(3) 0.269(2) 0.067(11) Uiso 1 1 d D . . H5 H 0.219(6) 0.460(2) -0.028(4) 0.079(13) Uiso 1 1 d D . . H7 H 0.029(4) 0.270(7) 0.022(4) 0.108(18) Uiso 1 1 d D . . H6 H 0.212(11) 0.335(6) -0.083(5) 0.18(4) Uiso 1 1 d D . . H9 H 0.223(8) 0.050(7) -0.061(2) 0.101(18) Uiso 1 1 d D . . H8 H 0.128(10) 0.292(13) 0.089(8) 0.28(6) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0334(3) 0.0450(4) 0.0840(5) 0.0015(3) -0.0039(3) -0.0034(3) Cu2 0.0329(3) 0.0551(4) 0.0385(3) -0.0058(2) -0.0093(2) -0.0131(2) N14 0.0410(14) 0.0425(15) 0.0433(14) 0.0075(12) -0.0171(11) -0.0158(12) N11 0.0408(15) 0.078(2) 0.0514(18) 0.0003(17) -0.0047(13) -0.0095(15) N1 0.0561(16) 0.0422(15) 0.0420(14) 0.0017(12) -0.0053(12) -0.0016(13) N2 0.0608(17) 0.0483(16) 0.0386(14) 0.0005(12) -0.0066(12) -0.0049(14) N5 0.0413(13) 0.0364(13) 0.0423(14) 0.0001(11) -0.0112(10) -0.0037(11) N6 0.0443(14) 0.0370(13) 0.0428(13) 0.0000(11) -0.0104(10) -0.0073(11) N4 0.0520(15) 0.0377(14) 0.0394(14) 0.0001(11) -0.0088(11) -0.0072(12) N3 0.0578(16) 0.0416(14) 0.0411(14) -0.0035(12) -0.0074(11) -0.0064(12) C1 0.0336(14) 0.0398(16) 0.0395(15) -0.0004(12) -0.0074(11) -0.0052(13) N9 0.0627(18) 0.0485(17) 0.0459(16) -0.0058(13) -0.0071(13) -0.0095(14) N10 0.0621(17) 0.0363(14) 0.0388(14) -0.0003(11) -0.0096(12) -0.0042(13) N7 0.078(2) 0.0483(17) 0.0437(16) 0.0061(13) -0.0103(14) -0.0009(16) N13 0.0400(14) 0.0400(15) 0.0458(14) -0.0033(12) -0.0161(11) -0.0046(12) C6 0.0338(16) 0.0444(19) 0.061(2) 0.0020(15) -0.0131(14) -0.0064(14) C5 0.0437(17) 0.051(2) 0.0461(17) -0.0060(15) -0.0019(13) -0.0050(15) N12 0.072(2) 0.0535(18) 0.058(2) 0.0036(16) -0.0121(17) -0.0105(16) C4 0.050(3) 0.086(4) 0.146(5) -0.012(4) -0.005(3) 0.021(3) C3 0.092(4) 0.060(3) 0.146(6) -0.017(3) -0.043(4) 0.023(3) C2 0.0418(15) 0.0353(15) 0.0392(15) 0.0013(12) -0.0099(12) -0.0093(13) N8 0.076(2) 0.0602(19) 0.0402(15) 0.0007(14) -0.0046(14) -0.0103(17) O1 0.0627(18) 0.0513(17) 0.115(3) -0.0001(17) -0.0258(17) -0.0078(15) O2 0.142(4) 0.163(5) 0.119(3) -0.030(3) -0.029(3) -0.036(4) _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 N11 1.995(3) 2_655 ? Cu1 N11 1.995(3) . ? Cu1 N12 2.014(4) 2_655 ? Cu1 N12 2.014(4) . ? Cu2 N13 1.993(3) . ? Cu2 N13 1.993(3) 2_666 ? Cu2 N14 2.013(3) 2_666 ? Cu2 N14 2.013(3) . ? N14 C6 1.466(4) . ? N14 H17 0.877(18) . ? N14 H18 0.877(19) . ? N11 C4 1.471(7) . ? N11 H10 0.92(2) . ? N11 H9 0.90(2) . ? N1 C1 1.328(4) . ? N1 N2 1.329(4) . ? N2 N3 1.318(4) . ? N5 N6 1.259(4) . ? N5 C1 1.403(4) . ? N6 C2 1.406(4) . ? N4 N3 1.332(4) . ? N4 C1 1.335(4) . ? N9 N8 1.309(4) . ? N9 N10 1.328(4) . ? N10 C2 1.326(4) . ? N7 C2 1.321(4) . ? N7 N8 1.324(4) . ? N13 C5 1.471(4) . ? N13 H12 0.882(18) . ? N13 H11 0.879(19) . ? C6 C5 1.498(5) . ? C6 H15 0.953(17) . ? C6 H16 0.926(17) . ? C5 H14 0.968(18) . ? C5 H13 0.945(18) . ? N12 C3 1.419(7) . ? N12 H4 0.885(19) . ? N12 H3 0.89(2) . ? C4 C3 1.422(10) . ? C4 H7 0.93(2) . ? C4 H8 0.946(15) . ? C3 H5 0.939(14) . ? C3 H6 0.95(2) . ? O1 H2 0.820(19) . ? O1 H1 0.82(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 N11 Cu1 N11 180.0(2) 2_655 . ? N11 Cu1 N12 84.20(16) 2_655 2_655 ? N11 Cu1 N12 95.80(16) . 2_655 ? N11 Cu1 N12 95.80(16) 2_655 . ? N11 Cu1 N12 84.20(16) . . ? N12 Cu1 N12 180.0(2) 2_655 . ? N13 Cu2 N13 180.000(1) . 2_666 ? N13 Cu2 N14 95.08(11) . 2_666 ? N13 Cu2 N14 84.92(11) 2_666 2_666 ? N13 Cu2 N14 84.92(11) . . ? N13 Cu2 N14 95.08(11) 2_666 . ? N14 Cu2 N14 180.0 2_666 . ? C6 N14 Cu2 108.4(2) . . ? C6 N14 H17 111(2) . . ? Cu2 N14 H17 111(2) . . ? C6 N14 H18 109(3) . . ? Cu2 N14 H18 111(3) . . ? H17 N14 H18 108(3) . . ? C4 N11 Cu1 106.4(4) . . ? C4 N11 H10 110(3) . . ? Cu1 N11 H10 110(3) . . ? C4 N11 H9 106(4) . . ? Cu1 N11 H9 107(4) . . ? H10 N11 H9 117(5) . . ? C1 N1 N2 104.2(3) . . ? N3 N2 N1 109.8(2) . . ? N6 N5 C1 113.6(2) . . ? N5 N6 C2 113.1(2) . . ? N3 N4 C1 103.9(2) . . ? N2 N3 N4 109.6(3) . . ? N1 C1 N4 112.6(3) . . ? N1 C1 N5 117.6(3) . . ? N4 C1 N5 129.7(3) . . ? N8 N9 N10 109.4(3) . . ? C2 N10 N9 104.3(2) . . ? C2 N7 N8 104.4(3) . . ? C5 N13 Cu2 108.4(2) . . ? C5 N13 H12 112(2) . . ? Cu2 N13 H12 112(2) . . ? C5 N13 H11 113(3) . . ? Cu2 N13 H11 120(3) . . ? H12 N13 H11 90(3) . . ? N14 C6 C5 107.7(3) . . ? N14 C6 H15 105(2) . . ? C5 C6 H15 113(2) . . ? N14 C6 H16 110(2) . . ? C5 C6 H16 114(2) . . ? H15 C6 H16 107(2) . . ? N13 C5 C6 108.5(3) . . ? N13 C5 H14 108(2) . . ? C6 C5 H14 110(2) . . ? N13 C5 H13 116(2) . . ? C6 C5 H13 107(2) . . ? H14 C5 H13 107(2) . . ? C3 N12 Cu1 110.1(4) . . ? C3 N12 H4 112(3) . . ? Cu1 N12 H4 110(3) . . ? C3 N12 H3 97(5) . . ? Cu1 N12 H3 115(5) . . ? H4 N12 H3 112(5) . . ? C3 C4 N11 111.4(4) . . ? C3 C4 H7 111(3) . . ? N11 C4 H7 113(4) . . ? C3 C4 H8 81(8) . . ? N11 C4 H8 140(6) . . ? H7 C4 H8 94.8(18) . . ? N12 C3 C4 112.1(5) . . ? N12 C3 H5 115(3) . . ? C4 C3 H5 125(3) . . ? N12 C3 H6 121(5) . . ? C4 C3 H6 83(5) . . ? H5 C3 H6 94.3(18) . . ? N7 C2 N10 112.2(3) . . ? N7 C2 N6 119.6(3) . . ? N10 C2 N6 128.0(3) . . ? N9 N8 N7 109.8(3) . . ? H2 O1 H1 109(3) . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 27.69 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 0.619 _refine_diff_density_min -0.840 _refine_diff_density_rms 0.073 # Attachment '5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 809115' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H16 Cu N14' _chemical_formula_weight 347.88 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.0326(2) _cell_length_b 8.4673(3) _cell_length_c 12.2837(4) _cell_angle_alpha 103.1330(10) _cell_angle_beta 98.0200(10) _cell_angle_gamma 105.2750(10) _cell_volume 671.51(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2563 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 27.520 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.242 _exptl_crystal_size_mid 0.188 _exptl_crystal_size_min 0.136 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.720 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 358 _exptl_absorpt_coefficient_mu 1.648 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.696 _exptl_absorpt_correction_T_max 0.799 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7130 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 27.52 _reflns_number_total 2987 _reflns_number_gt 2563 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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^)+(0.0604P)^2^+0.2424P] 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 SHELXL _refine_ls_extinction_coef 0.011(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2987 _refine_ls_number_parameters 251 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.1031 _refine_ls_wR_factor_gt 0.0986 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.000 _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 0.0000 0.5000 0.0000 0.02731(14) Uani 1 2 d S . . Cu1 Cu 0.0000 0.0000 0.5000 0.02716(14) Uani 1 2 d S . . N3 N 0.0651(4) 0.2272(3) 0.76870(18) 0.0381(5) Uani 1 1 d . . . N2 N 0.0354(3) 0.0689(3) 0.71006(17) 0.0359(5) Uani 1 1 d . . . N1 N 0.0094(4) -0.0327(3) 0.7776(2) 0.0433(5) Uani 1 1 d . . . N4 N 0.0596(4) 0.2331(3) 0.87691(18) 0.0451(5) Uani 1 1 d . . . C1 C 0.0252(4) 0.0726(4) 0.8791(2) 0.0418(6) Uani 1 1 d . . . N14 N 0.4646(3) 0.9246(2) 0.96902(16) 0.0323(4) Uani 1 1 d . . . N10 N 0.3815(3) 0.7553(3) 0.77705(18) 0.0375(5) Uani 1 1 d . . . N11 N 0.3995(3) 0.7848(3) 0.67635(18) 0.0411(5) Uani 1 1 d . . . N13 N 0.5304(3) 1.0311(3) 0.80330(17) 0.0341(4) Uani 1 1 d . . . N12 N 0.4894(3) 0.9492(3) 0.69235(17) 0.0393(5) Uani 1 1 d . . . C6 C 0.4616(3) 0.9081(3) 0.85247(19) 0.0277(4) Uani 1 1 d . . . N8 N 0.0214(3) 0.4175(2) 0.14250(17) 0.0304(4) Uani 1 1 d D . . N9 N 0.2997(3) 0.5993(3) 0.04969(18) 0.0324(4) Uani 1 1 d D . . C5 C 0.2291(4) 0.4962(4) 0.2108(2) 0.0417(6) Uani 1 1 d D . . C4 C 0.3694(4) 0.5094(4) 0.1290(2) 0.0382(5) Uani 1 1 d D . . N7 N 0.2998(3) 0.1139(3) 0.51839(17) 0.0319(4) Uani 1 1 d . . . H7A H 0.1900 0.0486 0.4715 0.038 Uiso 1 1 calc R . . H7B H 0.3858 0.0704 0.5468 0.038 Uiso 1 1 calc R . . N6 N 0.0213(3) -0.2375(3) 0.49003(18) 0.0337(4) Uani 1 1 d D . . C2 C 0.3402(4) 0.2989(3) 0.5499(2) 0.0436(6) Uani 1 1 d . . . H2A H 0.4641 0.3528 0.5288 0.052 Uiso 1 1 calc R . . H2B H 0.3560 0.3421 0.6319 0.052 Uiso 1 1 calc R . . C3 C 0.1659(5) 0.3393(3) 0.4880(3) 0.0449(6) Uani 1 1 d D . . H5 H 0.040(5) -0.281(4) 0.4220(19) 0.047(9) Uiso 1 1 d D . . H4 H 0.120(4) -0.239(4) 0.542(2) 0.051(9) Uiso 1 1 d D . . H3 H 0.171(4) 0.453(2) 0.513(3) 0.044(8) Uiso 1 1 d D . . H6 H 0.507(3) 0.567(4) 0.166(3) 0.058(9) Uiso 1 1 d D . . H7 H 0.352(4) 0.395(3) 0.087(2) 0.043(8) Uiso 1 1 d D . . H8 H 0.268(5) 0.436(4) 0.259(3) 0.065(10) Uiso 1 1 d D . . H11 H -0.006(4) 0.308(2) 0.117(2) 0.034(7) Uiso 1 1 d D . . H9 H 0.233(5) 0.606(3) 0.254(3) 0.054(9) Uiso 1 1 d D . . H10 H -0.064(4) 0.435(4) 0.184(2) 0.038(8) Uiso 1 1 d D . . H12 H 0.365(4) 0.579(4) 0.000(2) 0.041(8) Uiso 1 1 d D . . H13 H 0.334(4) 0.710(2) 0.086(2) 0.039(7) Uiso 1 1 d D . . H14 H 0.166(5) 0.308(4) 0.4115(17) 0.063(10) Uiso 1 1 d D . . N5 N 0.0169(6) 0.0754(6) 0.9959(5) 0.0263(9) Uani 0.50 1 d P . . N15 N 0.0063(7) 0.0461(7) 1.0478(4) 0.0325(9) Uani 0.50 1 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 Cu2 0.0270(2) 0.0284(2) 0.0263(2) 0.01257(15) 0.00610(15) 0.00359(15) Cu1 0.0277(2) 0.0240(2) 0.0320(2) 0.01201(15) 0.00763(16) 0.00733(15) N3 0.0566(12) 0.0313(10) 0.0297(10) 0.0116(8) 0.0149(9) 0.0134(9) N2 0.0494(12) 0.0358(11) 0.0236(9) 0.0069(8) 0.0093(9) 0.0153(9) N1 0.0481(12) 0.0341(11) 0.0526(14) 0.0202(10) 0.0104(11) 0.0138(9) N4 0.0544(13) 0.0497(13) 0.0240(10) 0.0011(9) 0.0091(10) 0.0113(11) C1 0.0325(12) 0.0670(18) 0.0340(13) 0.0310(12) 0.0092(10) 0.0131(11) N14 0.0385(10) 0.0343(9) 0.0253(9) 0.0140(7) 0.0084(8) 0.0075(8) N10 0.0442(11) 0.0334(10) 0.0329(10) 0.0095(8) 0.0093(9) 0.0078(9) N11 0.0453(12) 0.0465(12) 0.0279(10) 0.0064(9) 0.0071(9) 0.0116(10) N13 0.0383(10) 0.0373(11) 0.0261(9) 0.0143(8) 0.0071(8) 0.0057(8) N12 0.0426(11) 0.0499(13) 0.0258(10) 0.0158(9) 0.0070(9) 0.0103(10) C6 0.0288(10) 0.0332(11) 0.0242(10) 0.0125(8) 0.0081(8) 0.0096(8) N8 0.0360(10) 0.0286(10) 0.0287(10) 0.0107(8) 0.0122(8) 0.0081(8) N9 0.0307(10) 0.0339(11) 0.0318(10) 0.0111(8) 0.0098(8) 0.0052(8) C5 0.0417(13) 0.0530(16) 0.0290(12) 0.0150(11) 0.0038(11) 0.0109(12) C4 0.0321(12) 0.0455(14) 0.0366(13) 0.0138(11) 0.0033(10) 0.0113(11) N7 0.0270(9) 0.0388(11) 0.0293(10) 0.0132(8) 0.0050(8) 0.0065(8) N6 0.0419(11) 0.0308(10) 0.0285(10) 0.0076(8) 0.0042(9) 0.0135(9) C2 0.0401(13) 0.0385(13) 0.0419(14) 0.0079(11) 0.0071(11) -0.0017(10) C3 0.0610(17) 0.0269(12) 0.0454(15) 0.0151(11) 0.0105(13) 0.0070(11) N5 0.041(2) 0.023(3) 0.016(2) 0.008(2) 0.0062(17) 0.0100(15) N15 0.041(2) 0.032(3) 0.025(2) 0.006(3) 0.008(2) 0.0136(18) _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 N9 1.999(2) 2_565 ? Cu2 N9 1.999(2) . ? Cu2 N8 2.0280(19) . ? Cu2 N8 2.0280(19) 2_565 ? Cu1 N7 2.030(2) 2_556 ? Cu1 N7 2.030(2) . ? Cu1 N6 2.033(2) . ? Cu1 N6 2.033(2) 2_556 ? Cu1 N2 2.474(2) . ? Cu1 N2 2.474(2) 2_556 ? N3 N2 1.315(3) . ? N3 N4 1.325(3) . ? N2 N1 1.321(3) . ? N1 C1 1.329(4) . ? N4 C1 1.324(4) . ? C1 N5 1.439(6) . ? C1 N15 1.488(7) 2_557 ? N14 N14 1.255(4) 2_677 ? N14 C6 1.403(3) . ? N10 N11 1.332(3) . ? N10 C6 1.332(3) . ? N11 N12 1.325(3) . ? N13 N12 1.333(3) . ? N13 C6 1.336(3) . ? N8 C5 1.474(3) . ? N8 H11 0.868(17) . ? N8 H10 0.857(17) . ? N9 C4 1.473(3) . ? N9 H12 0.831(18) . ? N9 H13 0.889(17) . ? C5 C4 1.505(4) . ? C5 H8 0.927(18) . ? C5 H9 0.950(18) . ? C4 H6 0.953(18) . ? C4 H7 0.956(17) . ? N7 C2 1.465(3) . ? N7 H7A 0.8600 . ? N7 H7B 0.8600 . ? N6 C3 1.468(4) 2_556 ? N6 H5 0.877(18) . ? N6 H4 0.883(18) . ? C2 C3 1.509(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N6 1.468(4) 2_556 ? C3 H3 0.933(17) . ? C3 H14 0.918(18) . ? N5 N15 0.740(5) . ? N5 N15 1.004(5) 2_557 ? N5 N5 1.266(9) 2_557 ? N15 N5 1.004(5) 2_557 ? N15 N15 1.229(9) 2_557 ? N15 C1 1.488(7) 2_557 ? 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 N9 Cu2 N9 180.0 2_565 . ? N9 Cu2 N8 95.49(8) 2_565 . ? N9 Cu2 N8 84.51(8) . . ? N9 Cu2 N8 84.51(8) 2_565 2_565 ? N9 Cu2 N8 95.49(8) . 2_565 ? N8 Cu2 N8 180.00(10) . 2_565 ? N7 Cu1 N7 180.0 2_556 . ? N7 Cu1 N6 84.29(9) 2_556 . ? N7 Cu1 N6 95.71(8) . . ? N7 Cu1 N6 95.71(8) 2_556 2_556 ? N7 Cu1 N6 84.29(9) . 2_556 ? N6 Cu1 N6 180.000(1) . 2_556 ? N7 Cu1 N2 89.09(8) 2_556 . ? N7 Cu1 N2 90.91(8) . . ? N6 Cu1 N2 92.26(8) . . ? N6 Cu1 N2 87.74(8) 2_556 . ? N7 Cu1 N2 90.91(8) 2_556 2_556 ? N7 Cu1 N2 89.09(8) . 2_556 ? N6 Cu1 N2 87.74(8) . 2_556 ? N6 Cu1 N2 92.26(8) 2_556 2_556 ? N2 Cu1 N2 180.0 . 2_556 ? N2 N3 N4 109.5(2) . . ? N3 N2 N1 110.2(2) . . ? N3 N2 Cu1 119.29(15) . . ? N1 N2 Cu1 130.16(16) . . ? N2 N1 C1 103.5(2) . . ? C1 N4 N3 103.9(2) . . ? N4 C1 N1 113.0(2) . . ? N4 C1 N5 105.0(3) . . ? N1 C1 N5 142.0(3) . . ? N4 C1 N15 145.1(3) . 2_557 ? N1 C1 N15 101.9(3) . 2_557 ? N5 C1 N15 40.1(2) . 2_557 ? N14 N14 C6 113.8(2) 2_677 . ? N11 N10 C6 104.4(2) . . ? N12 N11 N10 109.26(19) . . ? N12 N13 C6 103.77(19) . . ? N11 N12 N13 110.01(19) . . ? N10 C6 N13 112.6(2) . . ? N10 C6 N14 119.7(2) . . ? N13 C6 N14 127.7(2) . . ? C5 N8 Cu2 108.72(15) . . ? C5 N8 H11 111.3(18) . . ? Cu2 N8 H11 104.8(19) . . ? C5 N8 H10 110(2) . . ? Cu2 N8 H10 115(2) . . ? H11 N8 H10 107(3) . . ? C4 N9 Cu2 107.67(15) . . ? C4 N9 H12 100(2) . . ? Cu2 N9 H12 116(2) . . ? C4 N9 H13 109(2) . . ? Cu2 N9 H13 110.5(19) . . ? H12 N9 H13 113(3) . . ? N8 C5 C4 107.7(2) . . ? N8 C5 H8 114(2) . . ? C4 C5 H8 108(2) . . ? N8 C5 H9 106(2) . . ? C4 C5 H9 111(2) . . ? H8 C5 H9 110(3) . . ? N9 C4 C5 107.4(2) . . ? N9 C4 H6 110(2) . . ? C5 C4 H6 113(2) . . ? N9 C4 H7 108.6(19) . . ? C5 C4 H7 106.0(18) . . ? H6 C4 H7 111(3) . . ? C2 N7 Cu1 108.98(16) . . ? C2 N7 H7A 120.0 . . ? Cu1 N7 H7A 34.5 . . ? C2 N7 H7B 120.0 . . ? Cu1 N7 H7B 119.9 . . ? H7A N7 H7B 120.0 . . ? C3 N6 Cu1 107.76(16) 2_556 . ? C3 N6 H5 112(2) 2_556 . ? Cu1 N6 H5 109(2) . . ? C3 N6 H4 106(2) 2_556 . ? Cu1 N6 H4 113(2) . . ? H5 N6 H4 109(3) . . ? N7 C2 C3 108.7(2) . . ? N7 C2 H2A 109.9 . . ? C3 C2 H2A 109.9 . . ? N7 C2 H2B 109.9 . . ? C3 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? N6 C3 C2 108.2(2) 2_556 . ? N6 C3 H3 106.7(19) 2_556 . ? C2 C3 H3 113.5(19) . . ? N6 C3 H14 110(2) 2_556 . ? C2 C3 H14 107(2) . . ? H3 C3 H14 112(3) . . ? N15 N5 N15 88.3(7) . 2_557 ? N15 N5 N5 52.5(5) . 2_557 ? N15 N5 N5 35.8(4) 2_557 2_557 ? N15 N5 C1 160.8(8) . . ? N15 N5 C1 72.6(7) 2_557 . ? N5 N5 C1 108.4(6) 2_557 . ? N5 N15 N5 91.7(7) . 2_557 ? N5 N15 N15 54.7(5) . 2_557 ? N5 N15 N15 37.0(3) 2_557 2_557 ? N5 N15 C1 159.1(8) . 2_557 ? N5 N15 C1 67.3(6) 2_557 2_557 ? N15 N15 C1 104.3(7) 2_557 2_557 ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.740 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.085 data_1 _database_code_depnum_ccdc_archive 'CCDC 814055' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H54 Co2 N42 O3' _chemical_formula_weight 1024.89 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' Co Co 0.3494 0.9721 '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 9.6939(10) _cell_length_b 14.8594(15) _cell_length_c 16.3712(16) _cell_angle_alpha 106.433(5) _cell_angle_beta 105.990(5) _cell_angle_gamma 102.997(4) _cell_volume 2053.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8489 _cell_measurement_theta_min 1.51 _cell_measurement_theta_max 27.9 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.242 _exptl_crystal_size_mid 0.194 _exptl_crystal_size_min 0.130 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.657 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1068.0 _exptl_absorpt_coefficient_mu 0.894 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_T_max 0.890 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 33325 _diffrn_reflns_av_R_equivalents 0.0206 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.90 _reflns_number_total 9642 _reflns_number_gt 8489 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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^)+(0.0418P)^2^+0.6841P] 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 9642 _refine_ls_number_parameters 810 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0326 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0720 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _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 Co1 Co 0.26978(2) 0.445705(13) 0.203885(12) 0.01798(5) Uani 1 1 d . . . Co2 Co 0.72860(2) 0.039218(13) 0.272288(12) 0.01885(5) Uani 1 1 d . . . N8 N 0.79357(16) 0.24259(10) 0.12954(9) 0.0312(3) Uani 1 1 d . . . N6 N 0.69028(15) 0.45615(9) 0.16491(9) 0.0280(3) Uani 1 1 d . . . N16 N 0.27748(16) 0.87207(10) 0.11171(10) 0.0323(3) Uani 1 1 d . . . N15 N 0.15748(16) 0.89286(11) 0.10235(11) 0.0374(3) Uani 1 1 d . . . N9 N 0.64402(17) 0.20727(10) 0.10446(10) 0.0337(3) Uani 1 1 d . . . N7 N 0.83883(15) 0.34178(10) 0.15556(9) 0.0291(3) Uani 1 1 d . . . N10 N 0.58770(16) 0.28223(10) 0.11389(10) 0.0336(3) Uani 1 1 d . . . N18 N 0.32782(18) 0.64390(11) 0.06185(10) 0.0385(3) Uani 1 1 d . . . N20 N 0.12885(16) 0.69171(11) 0.04204(10) 0.0362(3) Uani 1 1 d . . . N5 N 0.80817(15) 0.52736(10) 0.18477(9) 0.0282(3) Uani 1 1 d . . . N17 N 0.38122(17) 0.74303(11) 0.09505(10) 0.0372(3) Uani 1 1 d . . . N19 N 0.17730(18) 0.61328(10) 0.02992(10) 0.0370(3) Uani 1 1 d . . . N4 N 0.66660(16) 0.63811(10) 0.22997(11) 0.0362(3) Uani 1 1 d . . . N3 N 0.70076(18) 0.73634(11) 0.25520(12) 0.0425(4) Uani 1 1 d . . . N12 N 0.28073(19) 1.15243(11) 0.18736(13) 0.0466(4) Uani 1 1 d . . . N2 N 0.83497(19) 0.77468(11) 0.25166(13) 0.0457(4) Uani 1 1 d . . . N30 N 0.17721(18) 0.11694(13) 0.40235(12) 0.0456(4) Uani 1 1 d . . . N11 N 0.31699(17) 1.06961(11) 0.16597(12) 0.0407(4) Uani 1 1 d . . . N1 N 0.89207(18) 0.70263(11) 0.22420(13) 0.0415(4) Uani 1 1 d . . . N24 N 0.02626(19) 0.38176(13) 0.57295(11) 0.0476(4) Uani 1 1 d . . . N29 N 0.2545(2) 0.05993(12) 0.37256(12) 0.0504(4) Uani 1 1 d . . . N25 N 0.16288(19) 0.29257(13) 0.52289(15) 0.0175(4) Uani 0.50 1 d PD . . N23 N 0.0365(2) 0.47519(16) 0.61366(13) 0.0582(5) Uani 1 1 d . . . N26 N 0.29141(19) 0.29331(13) 0.52078(14) 0.0176(4) Uani 0.50 1 d PD . . N27 N 0.4217(2) 0.19757(14) 0.47223(13) 0.0531(4) Uani 1 1 d . . . N28 N 0.4000(2) 0.10830(15) 0.41498(14) 0.0563(5) Uani 1 1 d . . . N14 N 0.06965(18) 1.03047(12) 0.13611(14) 0.0508(4) Uani 1 1 d . . . N13 N 0.13318(19) 1.12887(12) 0.16983(14) 0.0516(4) Uani 1 1 d . . . N22 N 0.1751(3) 0.53295(13) 0.63611(13) 0.0627(5) Uani 1 1 d . . . N21 N 0.2578(2) 0.47889(15) 0.61111(14) 0.0563(5) Uani 1 1 d . . . N35 N 0.13717(15) 0.31641(9) 0.10918(9) 0.0259(3) Uani 1 1 d . . . N33 N 0.40545(15) 0.57754(9) 0.29121(9) 0.0257(3) Uani 1 1 d . . . N34 N 0.12850(15) 0.51212(9) 0.16157(9) 0.0233(2) Uani 1 1 d . . . N36 N 0.36529(15) 0.46050(10) 0.11489(9) 0.0251(3) Uani 1 1 d . . . N32 N 0.16949(16) 0.42542(11) 0.28843(10) 0.0271(3) Uani 1 1 d . . . N31 N 0.41111(16) 0.38460(11) 0.26056(10) 0.0281(3) Uani 1 1 d . . . N39 N 0.60177(16) 0.01559(10) 0.14669(9) 0.0276(3) Uani 1 1 d . . . N40 N 0.83113(16) -0.04425(10) 0.21465(10) 0.0304(3) Uani 1 1 d . . . N37 N 0.62412(16) 0.12712(10) 0.32135(10) 0.0292(3) Uani 1 1 d . . . N38 N 0.87382(15) 0.15922(9) 0.27926(9) 0.0260(3) Uani 1 1 d . . . N41 N 0.85525(16) 0.05651(11) 0.39545(10) 0.0299(3) Uani 1 1 d . . . N42 N 0.58777(16) -0.07499(10) 0.27891(10) 0.0299(3) Uani 1 1 d . . . C2 C 0.70972(17) 0.36266(11) 0.14438(10) 0.0251(3) Uani 1 1 d . . . C6 C 0.2843(2) 0.20012(11) 0.46341(11) 0.0372(4) Uani 1 1 d D . . C4 C 0.25678(18) 0.76967(11) 0.08191(11) 0.0293(3) Uani 1 1 d . . . C1 C 0.78561(17) 0.62012(11) 0.21160(11) 0.0271(3) Uani 1 1 d . . . C3 C 0.18512(19) 0.99633(12) 0.13449(12) 0.0336(3) Uani 1 1 d . . . C5 C 0.1628(2) 0.38748(12) 0.57205(11) 0.0373(4) Uani 1 1 d D . . C12 C 0.34369(19) 0.65557(11) 0.27303(12) 0.0300(3) Uani 1 1 d . . . C11 C 0.17250(19) 0.61223(12) 0.23294(12) 0.0300(3) Uani 1 1 d . . . C9 C 0.2053(2) 0.28898(12) 0.03894(12) 0.0343(4) Uani 1 1 d . . . C10 C 0.2714(2) 0.38205(14) 0.02400(11) 0.0353(4) Uani 1 1 d . . . C8 C 0.2256(2) 0.35945(15) 0.33202(14) 0.0386(4) Uani 1 1 d . . . C7 C 0.3920(2) 0.38314(16) 0.34723(13) 0.0394(4) Uani 1 1 d . . . C14 C 0.8547(2) 0.24824(12) 0.33968(11) 0.0311(3) Uani 1 1 d . . . C13 C 0.6877(2) 0.22725(12) 0.32082(12) 0.0311(3) Uani 1 1 d . . . C16 C 0.7364(2) -0.09829(13) 0.11551(13) 0.0403(4) Uani 1 1 d . . . C17 C 0.6279(2) -0.06638(14) 0.37591(13) 0.0367(4) Uani 1 1 d . . . C18 C 0.7981(2) -0.03115(14) 0.41761(13) 0.0379(4) Uani 1 1 d . . . C15 C 0.6721(2) -0.02757(14) 0.08233(12) 0.0376(4) Uani 1 1 d . . . O2 O 0.2043(2) 0.80184(13) 0.46860(11) 0.0572(4) Uani 1 1 d D . . O1 O 0.3278(2) 0.61137(13) 0.46167(10) 0.0556(4) Uani 1 1 d D . . O3 O 0.2201(2) 0.85061(12) 0.31088(13) 0.0627(4) Uani 1 1 d D . . H34 H 0.755(2) 0.0233(13) 0.0855(12) 0.026(4) Uiso 1 1 d . . . H55 H 0.861(2) 0.1639(15) 0.2199(14) 0.040(5) Uiso 1 1 d . . . H32 H 0.510(2) -0.0284(16) 0.1324(14) 0.041(5) Uiso 1 1 d . . . H54 H 0.909(2) 0.2565(14) 0.4007(14) 0.037(5) Uiso 1 1 d . . . H36 H 0.657(2) -0.1554(16) 0.1096(14) 0.040(5) Uiso 1 1 d . . . H53 H 0.896(2) 0.3039(16) 0.3272(14) 0.043(5) Uiso 1 1 d . . . H40 H 0.493(3) -0.0772(16) 0.2560(15) 0.046(6) Uiso 1 1 d . . . H46 H 0.854(2) 0.1131(16) 0.4374(14) 0.039(5) Uiso 1 1 d . . . H52 H 0.672(2) 0.2738(16) 0.3649(15) 0.045(6) Uiso 1 1 d . . . H51 H 0.523(3) 0.1002(16) 0.2871(15) 0.049(6) Uiso 1 1 d . . . H39 H 0.854(2) -0.0884(17) 0.2425(15) 0.049(6) Uiso 1 1 d . . . H33 H 0.590(3) 0.0754(17) 0.1421(15) 0.051(6) Uiso 1 1 d . . . H50 H 0.635(2) 0.2275(14) 0.2638(14) 0.033(5) Uiso 1 1 d . . . H37 H 0.802(2) -0.1187(15) 0.0848(14) 0.044(6) Uiso 1 1 d . . . H44 H 0.828(2) -0.0160(16) 0.4790(16) 0.046(6) Uiso 1 1 d . . . H45 H 0.588(2) -0.0186(16) 0.4060(14) 0.041(5) Uiso 1 1 d . . . H49 H 0.627(2) 0.1332(16) 0.3806(16) 0.045(6) Uiso 1 1 d . . . H42 H 0.838(2) -0.0791(15) 0.3913(13) 0.037(5) Uiso 1 1 d . . . H38 H 0.925(2) -0.0024(16) 0.2199(14) 0.043(6) Uiso 1 1 d . . . H48 H 0.973(2) 0.1604(15) 0.3020(14) 0.042(5) Uiso 1 1 d . . . H47 H 0.948(3) 0.0675(16) 0.3993(14) 0.045(6) Uiso 1 1 d . . . H9 H 0.132(2) 0.6029(14) 0.2784(13) 0.034(5) Uiso 1 1 d . . . H16 H 0.071(3) 0.4029(16) 0.2616(15) 0.046(6) Uiso 1 1 d . . . H21 H 0.434(3) 0.3414(17) 0.3648(16) 0.054(6) Uiso 1 1 d . . . H10 H 0.132(2) 0.6499(14) 0.2044(13) 0.032(5) Uiso 1 1 d . . . H20 H 0.450(2) 0.4489(16) 0.3920(14) 0.042(5) Uiso 1 1 d . . . H18 H 0.210(2) 0.3682(17) 0.3855(16) 0.051(6) Uiso 1 1 d . . . H17 H 0.189(2) 0.4817(16) 0.3320(15) 0.042(6) Uiso 1 1 d . . . H12 H 0.383(2) 0.6761(14) 0.2313(13) 0.033(5) Uiso 1 1 d . . . H11 H 0.380(2) 0.7130(16) 0.3313(14) 0.043(5) Uiso 1 1 d . . . H26 H 0.281(2) 0.2629(14) 0.0630(13) 0.035(5) Uiso 1 1 d . . . H30 H 0.379(2) 0.5189(16) 0.1076(13) 0.036(5) Uiso 1 1 d . . . H28 H 0.333(2) 0.3722(15) -0.0115(14) 0.040(5) Uiso 1 1 d . . . H31 H 0.455(2) 0.4564(14) 0.1330(13) 0.034(5) Uiso 1 1 d . . . H25 H 0.116(2) 0.2677(16) 0.1302(14) 0.038(5) Uiso 1 1 d . . . H22 H 0.505(2) 0.4163(15) 0.2735(13) 0.037(5) Uiso 1 1 d . . . H23 H 0.391(2) 0.3232(16) 0.2247(14) 0.039(5) Uiso 1 1 d . . . H14 H 0.499(2) 0.5895(15) 0.2888(14) 0.040(5) Uiso 1 1 d . . . H13 H 0.418(2) 0.5824(16) 0.3468(16) 0.049(6) Uiso 1 1 d . . . H7 H 0.034(2) 0.4788(14) 0.1499(13) 0.033(5) Uiso 1 1 d . . . H8 H 0.129(2) 0.5180(13) 0.1068(13) 0.029(4) Uiso 1 1 d . . . H24 H 0.048(2) 0.3213(15) 0.0817(14) 0.038(5) Uiso 1 1 d . . . H27 H 0.130(2) 0.2383(15) -0.0167(14) 0.038(5) Uiso 1 1 d . . . H29 H 0.191(2) 0.4056(15) -0.0045(14) 0.039(5) Uiso 1 1 d . . . H4 H 0.211(3) 0.8129(19) 0.4240(15) 0.070(9) Uiso 1 1 d D . . H6 H 0.226(3) 0.9094(12) 0.3260(19) 0.078(9) Uiso 1 1 d D . . H5 H 0.130(2) 0.8170(18) 0.277(2) 0.120(14) Uiso 1 1 d D . . H3 H 0.128(3) 0.749(2) 0.450(2) 0.129(15) Uiso 1 1 d D . . H2 H 0.374(3) 0.6700(14) 0.479(2) 0.084(10) Uiso 1 1 d D . . H35 H 0.600(2) -0.0595(16) 0.0209(16) 0.049(6) Uiso 1 1 d . . . H43 H 0.585(3) -0.1300(18) 0.3780(15) 0.053(6) Uiso 1 1 d . . . H41 H 0.592(3) -0.1338(18) 0.2450(16) 0.050(6) Uiso 1 1 d . . . H19 H 0.170(2) 0.2924(16) 0.2909(14) 0.038(5) Uiso 1 1 d . . . H1 H 0.244(2) 0.603(2) 0.466(3) 0.124(15) Uiso 1 1 d D . . N43 N 0.2685(5) 0.3355(3) 0.5458(3) 0.0557(9) Uiso 0.50 1 d PD . . N44 N 0.1807(5) 0.2564(3) 0.4949(3) 0.0494(9) Uiso 0.50 1 d PD . . 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 Co1 0.01492(10) 0.01636(9) 0.02206(9) 0.00666(7) 0.00614(7) 0.00524(7) Co2 0.01625(10) 0.01632(9) 0.02407(10) 0.00725(7) 0.00744(7) 0.00563(7) N8 0.0357(8) 0.0271(7) 0.0348(7) 0.0128(6) 0.0136(6) 0.0152(6) N6 0.0226(6) 0.0242(6) 0.0391(7) 0.0128(5) 0.0114(5) 0.0097(5) N16 0.0262(7) 0.0281(7) 0.0388(7) 0.0141(6) 0.0066(6) 0.0059(5) N15 0.0274(7) 0.0323(7) 0.0504(9) 0.0181(7) 0.0093(6) 0.0081(6) N9 0.0359(8) 0.0256(7) 0.0401(7) 0.0150(6) 0.0121(6) 0.0093(6) N7 0.0246(7) 0.0276(7) 0.0370(7) 0.0114(5) 0.0118(5) 0.0121(5) N10 0.0269(7) 0.0269(7) 0.0462(8) 0.0163(6) 0.0109(6) 0.0071(6) N18 0.0441(9) 0.0302(7) 0.0396(8) 0.0143(6) 0.0102(7) 0.0137(6) N20 0.0309(8) 0.0301(7) 0.0401(8) 0.0137(6) 0.0051(6) 0.0049(6) N5 0.0247(7) 0.0247(6) 0.0394(7) 0.0135(5) 0.0144(5) 0.0102(5) N17 0.0321(8) 0.0294(7) 0.0439(8) 0.0129(6) 0.0071(6) 0.0077(6) N19 0.0424(9) 0.0262(7) 0.0359(7) 0.0134(6) 0.0075(6) 0.0050(6) N4 0.0273(7) 0.0254(7) 0.0566(9) 0.0121(6) 0.0179(7) 0.0101(6) N3 0.0335(8) 0.0264(7) 0.0687(11) 0.0144(7) 0.0198(7) 0.0141(6) N12 0.0377(9) 0.0282(8) 0.0745(12) 0.0183(8) 0.0205(8) 0.0123(7) N2 0.0387(9) 0.0269(7) 0.0795(12) 0.0234(8) 0.0257(8) 0.0152(7) N30 0.0312(8) 0.0551(10) 0.0532(9) 0.0217(8) 0.0182(7) 0.0132(7) N11 0.0267(7) 0.0293(7) 0.0644(10) 0.0152(7) 0.0154(7) 0.0100(6) N1 0.0354(8) 0.0269(7) 0.0738(11) 0.0242(7) 0.0282(8) 0.0138(6) N24 0.0378(9) 0.0481(10) 0.0417(8) 0.0094(7) 0.0098(7) 0.0011(7) N29 0.0650(12) 0.0343(8) 0.0541(10) 0.0111(7) 0.0311(9) 0.0150(8) N25 0.0126(11) 0.0142(11) 0.0206(11) -0.0009(9) 0.0068(9) 0.0034(9) N23 0.0664(13) 0.0747(13) 0.0520(10) 0.0224(10) 0.0305(9) 0.0471(11) N26 0.0102(11) 0.0145(10) 0.0242(11) 0.0027(9) 0.0049(9) 0.0041(9) N27 0.0385(10) 0.0515(10) 0.0609(11) 0.0207(9) 0.0128(8) 0.0056(8) N28 0.0527(11) 0.0657(12) 0.0779(13) 0.0351(11) 0.0425(10) 0.0350(10) N14 0.0295(8) 0.0401(9) 0.0859(13) 0.0259(9) 0.0207(8) 0.0138(7) N13 0.0388(9) 0.0381(9) 0.0851(13) 0.0254(9) 0.0240(9) 0.0204(7) N22 0.0891(16) 0.0320(9) 0.0544(11) 0.0084(8) 0.0187(11) 0.0153(10) N21 0.0380(10) 0.0569(11) 0.0630(11) 0.0239(9) 0.0115(8) 0.0017(8) N35 0.0204(6) 0.0203(6) 0.0327(7) 0.0065(5) 0.0063(5) 0.0071(5) N33 0.0213(7) 0.0232(6) 0.0273(6) 0.0059(5) 0.0066(5) 0.0045(5) N34 0.0191(6) 0.0215(6) 0.0292(6) 0.0092(5) 0.0079(5) 0.0074(5) N36 0.0209(6) 0.0270(7) 0.0291(6) 0.0105(5) 0.0104(5) 0.0089(5) N32 0.0247(7) 0.0289(7) 0.0310(7) 0.0129(6) 0.0128(5) 0.0090(5) N31 0.0209(7) 0.0276(7) 0.0366(7) 0.0142(6) 0.0077(5) 0.0096(5) N39 0.0246(7) 0.0254(7) 0.0285(6) 0.0080(5) 0.0072(5) 0.0059(5) N40 0.0282(7) 0.0234(6) 0.0445(8) 0.0129(6) 0.0176(6) 0.0115(6) N37 0.0275(7) 0.0286(7) 0.0345(7) 0.0107(6) 0.0147(6) 0.0120(6) N38 0.0232(7) 0.0222(6) 0.0327(7) 0.0107(5) 0.0101(5) 0.0071(5) N41 0.0243(7) 0.0308(7) 0.0325(7) 0.0146(6) 0.0067(5) 0.0061(6) N42 0.0250(7) 0.0262(7) 0.0359(7) 0.0112(6) 0.0107(6) 0.0045(5) C2 0.0228(7) 0.0244(7) 0.0310(7) 0.0118(6) 0.0106(6) 0.0101(6) C6 0.0522(11) 0.0358(9) 0.0365(9) 0.0191(7) 0.0223(8) 0.0230(8) C4 0.0306(8) 0.0250(7) 0.0293(7) 0.0125(6) 0.0058(6) 0.0064(6) C1 0.0239(7) 0.0250(7) 0.0376(8) 0.0151(6) 0.0128(6) 0.0108(6) C3 0.0273(8) 0.0302(8) 0.0457(9) 0.0181(7) 0.0121(7) 0.0102(7) C5 0.0475(11) 0.0379(9) 0.0322(8) 0.0135(7) 0.0159(7) 0.0215(8) C12 0.0318(9) 0.0192(7) 0.0367(8) 0.0078(6) 0.0126(7) 0.0069(6) C11 0.0316(8) 0.0232(7) 0.0370(8) 0.0089(6) 0.0128(7) 0.0144(6) C9 0.0287(9) 0.0284(8) 0.0345(8) -0.0024(7) 0.0078(7) 0.0113(7) C10 0.0320(9) 0.0436(10) 0.0257(7) 0.0055(7) 0.0116(7) 0.0118(8) C8 0.0394(10) 0.0445(11) 0.0462(10) 0.0313(9) 0.0203(8) 0.0156(8) C7 0.0356(10) 0.0483(11) 0.0414(9) 0.0290(9) 0.0091(8) 0.0171(9) C14 0.0358(9) 0.0189(7) 0.0318(8) 0.0055(6) 0.0088(7) 0.0056(6) C13 0.0422(10) 0.0252(8) 0.0326(8) 0.0106(6) 0.0174(7) 0.0186(7) C16 0.0452(11) 0.0249(8) 0.0452(10) -0.0001(7) 0.0229(9) 0.0098(8) C17 0.0403(10) 0.0328(9) 0.0410(9) 0.0203(7) 0.0188(8) 0.0060(7) C18 0.0436(10) 0.0335(9) 0.0376(9) 0.0214(8) 0.0089(8) 0.0109(8) C15 0.0428(10) 0.0366(9) 0.0270(8) 0.0047(7) 0.0134(7) 0.0094(8) O2 0.0552(10) 0.0503(9) 0.0478(9) 0.0044(7) 0.0200(7) 0.0001(8) O1 0.0527(10) 0.0571(10) 0.0406(8) 0.0044(7) 0.0163(7) 0.0062(8) O3 0.0588(11) 0.0387(8) 0.0745(11) 0.0082(8) 0.0121(9) 0.0178(8) _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 Co1 N32 1.9487(13) . ? Co1 N34 1.9499(12) . ? Co1 N33 1.9575(13) . ? Co1 N35 1.9629(13) . ? Co1 N36 1.9649(13) . ? Co1 N31 1.9743(13) . ? Co2 N40 1.9559(13) . ? Co2 N37 1.9562(13) . ? Co2 N41 1.9597(14) . ? Co2 N38 1.9600(13) . ? Co2 N39 1.9665(13) . ? Co2 N42 1.9746(14) . ? N8 N9 1.324(2) . ? N8 N7 1.3407(18) . ? N6 N5 1.2601(18) . ? N6 C2 1.4025(18) . ? N16 N15 1.250(2) . ? N16 C4 1.408(2) . ? N15 C3 1.411(2) . ? N9 N10 1.3362(19) . ? N7 C2 1.3329(19) . ? N10 C2 1.333(2) . ? N18 N19 1.325(2) . ? N18 N17 1.335(2) . ? N20 N19 1.336(2) . ? N20 C4 1.336(2) . ? N5 C1 1.4095(19) . ? N17 C4 1.333(2) . ? N4 C1 1.333(2) . ? N4 N3 1.333(2) . ? N3 N2 1.322(2) . ? N12 N13 1.320(2) . ? N12 N11 1.334(2) . ? N2 N1 1.336(2) . ? N30 C6 1.326(2) . ? N30 N29 1.331(2) . ? N11 C3 1.334(2) . ? N1 C1 1.335(2) . ? N24 C5 1.311(2) . ? N24 N23 1.326(3) . ? N29 N28 1.307(3) . ? N25 N44 0.689(4) . ? N25 N43 0.977(5) . ? N25 N26 1.2535(10) . ? N25 C5 1.4128(10) . ? N23 N22 1.307(3) . ? N26 N43 0.760(4) . ? N26 N44 0.993(4) . ? N26 C6 1.4108(10) . ? N27 C6 1.309(3) . ? N27 N28 1.321(3) . ? N14 N13 1.331(2) . ? N14 C3 1.332(2) . ? N22 N21 1.319(3) . ? N21 C5 1.313(3) . ? N35 C9 1.483(2) . ? N35 H25 0.89(2) . ? N35 H24 0.88(2) . ? N33 C12 1.483(2) . ? N33 H14 0.89(2) . ? N33 H13 0.86(2) . ? N34 C11 1.4888(19) . ? N34 H7 0.87(2) . ? N34 H8 0.926(19) . ? N36 C10 1.482(2) . ? N36 H30 0.89(2) . ? N36 H31 0.86(2) . ? N32 C8 1.479(2) . ? N32 H16 0.87(2) . ? N32 H17 0.87(2) . ? N31 C7 1.486(2) . ? N31 H22 0.86(2) . ? N31 H23 0.88(2) . ? N39 C15 1.482(2) . ? N39 H32 0.90(2) . ? N39 H33 0.94(2) . ? N40 C16 1.494(2) . ? N40 H39 0.93(2) . ? N40 H38 0.95(2) . ? N37 C13 1.480(2) . ? N37 H51 0.91(2) . ? N37 H49 0.94(2) . ? N38 C14 1.495(2) . ? N38 H55 0.97(2) . ? N38 H48 0.92(2) . ? N41 C18 1.479(2) . ? N41 H46 0.93(2) . ? N41 H47 0.86(2) . ? N42 C17 1.487(2) . ? N42 H40 0.88(2) . ? N42 H41 0.91(2) . ? C6 N44 1.547(4) . ? C5 N43 1.498(5) . ? C12 C11 1.510(2) . ? C12 H12 0.956(19) . ? C12 H11 0.99(2) . ? C11 H9 0.96(2) . ? C11 H10 0.912(19) . ? C9 C10 1.504(3) . ? C9 H26 0.95(2) . ? C9 H27 0.96(2) . ? C10 H28 0.95(2) . ? C10 H29 0.98(2) . ? C8 C7 1.504(3) . ? C8 H18 0.91(2) . ? C8 H19 0.96(2) . ? C7 H21 0.88(2) . ? C7 H20 0.96(2) . ? C14 C13 1.502(2) . ? C14 H54 0.95(2) . ? C14 H53 0.94(2) . ? C13 H52 0.92(2) . ? C13 H50 0.93(2) . ? C16 C15 1.490(3) . ? C16 H36 0.97(2) . ? C16 H37 0.96(2) . ? C17 C18 1.500(3) . ? C17 H45 0.96(2) . ? C17 H43 0.96(2) . ? C18 H44 0.91(2) . ? C18 H42 0.94(2) . ? C15 H34 0.948(18) . ? C15 H35 0.96(2) . ? O2 H4 0.808(16) . ? O2 H3 0.855(17) . ? O1 H2 0.809(16) . ? O1 H1 0.824(17) . ? O3 H6 0.823(16) . ? O3 H5 0.834(17) . ? N43 N44 1.186(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N32 Co1 N34 88.65(6) . . ? N32 Co1 N33 92.05(6) . . ? N34 Co1 N33 86.57(5) . . ? N32 Co1 N35 91.94(6) . . ? N34 Co1 N35 92.12(6) . . ? N33 Co1 N35 175.77(6) . . ? N32 Co1 N36 177.56(6) . . ? N34 Co1 N36 91.54(6) . . ? N33 Co1 N36 90.39(6) . . ? N35 Co1 N36 85.63(6) . . ? N32 Co1 N31 85.81(6) . . ? N34 Co1 N31 173.45(6) . . ? N33 Co1 N31 90.12(6) . . ? N35 Co1 N31 91.57(6) . . ? N36 Co1 N31 94.14(6) . . ? N40 Co2 N37 175.04(6) . . ? N40 Co2 N41 92.58(6) . . ? N37 Co2 N41 91.54(6) . . ? N40 Co2 N38 91.12(6) . . ? N37 Co2 N38 86.11(6) . . ? N41 Co2 N38 90.05(6) . . ? N40 Co2 N39 85.27(6) . . ? N37 Co2 N39 90.68(6) . . ? N41 Co2 N39 177.36(6) . . ? N38 Co2 N39 91.53(6) . . ? N40 Co2 N42 92.30(6) . . ? N37 Co2 N42 90.81(6) . . ? N41 Co2 N42 85.02(6) . . ? N38 Co2 N42 174.12(6) . . ? N39 Co2 N42 93.52(6) . . ? N9 N8 N7 109.68(12) . . ? N5 N6 C2 114.55(12) . . ? N15 N16 C4 114.66(14) . . ? N16 N15 C3 112.21(14) . . ? N8 N9 N10 109.63(13) . . ? C2 N7 N8 103.67(13) . . ? C2 N10 N9 103.90(13) . . ? N19 N18 N17 109.57(14) . . ? N19 N20 C4 103.97(14) . . ? N6 N5 C1 112.24(12) . . ? C4 N17 N18 104.16(14) . . ? N18 N19 N20 109.66(13) . . ? C1 N4 N3 104.32(13) . . ? N2 N3 N4 109.33(14) . . ? N13 N12 N11 109.38(15) . . ? N3 N2 N1 109.98(14) . . ? C6 N30 N29 103.89(15) . . ? C3 N11 N12 104.41(14) . . ? C1 N1 N2 103.73(14) . . ? C5 N24 N23 104.25(16) . . ? N28 N29 N30 109.08(16) . . ? N44 N25 N43 89.0(4) . . ? N44 N25 N26 52.1(4) . . ? N43 N25 N26 37.3(2) . . ? N44 N25 C5 160.1(4) . . ? N43 N25 C5 75.2(3) . . ? N26 N25 C5 112.37(16) . . ? N22 N23 N24 109.14(17) . . ? N43 N26 N44 84.0(4) . . ? N43 N26 N25 51.2(3) . . ? N44 N26 N25 33.2(2) . . ? N43 N26 C6 162.0(4) . . ? N44 N26 C6 78.0(3) . . ? N25 N26 C6 110.91(16) . . ? C6 N27 N28 104.29(16) . . ? N29 N28 N27 109.99(16) . . ? N13 N14 C3 104.37(15) . . ? N12 N13 N14 109.71(15) . . ? N23 N22 N21 109.61(17) . . ? C5 N21 N22 104.30(17) . . ? C9 N35 Co1 109.17(10) . . ? C9 N35 H25 110.7(13) . . ? Co1 N35 H25 114.5(13) . . ? C9 N35 H24 107.3(13) . . ? Co1 N35 H24 109.3(13) . . ? H25 N35 H24 105.5(18) . . ? C12 N33 Co1 110.54(10) . . ? C12 N33 H14 109.4(13) . . ? Co1 N33 H14 111.4(13) . . ? C12 N33 H13 108.9(15) . . ? Co1 N33 H13 111.4(15) . . ? H14 N33 H13 105.2(19) . . ? C11 N34 Co1 108.59(10) . . ? C11 N34 H7 109.6(12) . . ? Co1 N34 H7 112.6(13) . . ? C11 N34 H8 110.1(11) . . ? Co1 N34 H8 111.2(11) . . ? H7 N34 H8 104.8(16) . . ? C10 N36 Co1 109.72(10) . . ? C10 N36 H30 107.2(13) . . ? Co1 N36 H30 115.3(12) . . ? C10 N36 H31 110.4(13) . . ? Co1 N36 H31 109.3(13) . . ? H30 N36 H31 104.9(18) . . ? C8 N32 Co1 110.40(11) . . ? C8 N32 H16 111.6(14) . . ? Co1 N32 H16 111.5(14) . . ? C8 N32 H17 107.4(14) . . ? Co1 N32 H17 110.8(14) . . ? H16 N32 H17 104.9(19) . . ? C7 N31 Co1 108.56(11) . . ? C7 N31 H22 107.7(13) . . ? Co1 N31 H22 113.4(13) . . ? C7 N31 H23 108.1(14) . . ? Co1 N31 H23 110.7(13) . . ? H22 N31 H23 108.3(19) . . ? C15 N39 Co2 109.69(11) . . ? C15 N39 H32 108.2(13) . . ? Co2 N39 H32 108.7(13) . . ? C15 N39 H33 110.7(13) . . ? Co2 N39 H33 110.2(14) . . ? H32 N39 H33 109.4(19) . . ? C16 N40 Co2 109.18(11) . . ? C16 N40 H39 110.9(14) . . ? Co2 N40 H39 113.7(13) . . ? C16 N40 H38 108.5(12) . . ? Co2 N40 H38 108.2(13) . . ? H39 N40 H38 106.2(18) . . ? C13 N37 Co2 110.11(10) . . ? C13 N37 H51 111.0(14) . . ? Co2 N37 H51 109.0(14) . . ? C13 N37 H49 108.9(13) . . ? Co2 N37 H49 114.6(13) . . ? H51 N37 H49 103.0(18) . . ? C14 N38 Co2 108.85(10) . . ? C14 N38 H55 109.3(12) . . ? Co2 N38 H55 112.8(12) . . ? C14 N38 H48 109.4(13) . . ? Co2 N38 H48 111.8(13) . . ? H55 N38 H48 104.6(17) . . ? C18 N41 Co2 110.38(11) . . ? C18 N41 H46 109.7(12) . . ? Co2 N41 H46 109.2(12) . . ? C18 N41 H47 112.1(14) . . ? Co2 N41 H47 109.4(14) . . ? H46 N41 H47 106.0(19) . . ? C17 N42 Co2 109.00(10) . . ? C17 N42 H40 110.4(14) . . ? Co2 N42 H40 110.8(14) . . ? C17 N42 H41 109.3(14) . . ? Co2 N42 H41 111.8(14) . . ? H40 N42 H41 106(2) . . ? N7 C2 N10 113.11(13) . . ? N7 C2 N6 128.29(14) . . ? N10 C2 N6 118.52(13) . . ? N27 C6 N30 112.75(15) . . ? N27 C6 N26 110.05(16) . . ? N30 C6 N26 137.17(17) . . ? N27 C6 N44 148.7(2) . . ? N30 C6 N44 98.4(2) . . ? N26 C6 N44 38.89(17) . . ? N17 C4 N20 112.65(14) . . ? N17 C4 N16 117.34(14) . . ? N20 C4 N16 130.01(15) . . ? N4 C1 N1 112.64(14) . . ? N4 C1 N5 127.00(14) . . ? N1 C1 N5 120.32(14) . . ? N14 C3 N11 112.12(15) . . ? N14 C3 N15 119.42(15) . . ? N11 C3 N15 128.46(15) . . ? N24 C5 N21 112.70(16) . . ? N24 C5 N25 109.55(16) . . ? N21 C5 N25 137.56(19) . . ? N24 C5 N43 148.5(2) . . ? N21 C5 N43 98.8(2) . . ? N25 C5 N43 39.10(18) . . ? N33 C12 C11 108.35(13) . . ? N33 C12 H12 108.0(11) . . ? C11 C12 H12 111.2(11) . . ? N33 C12 H11 108.5(12) . . ? C11 C12 H11 111.7(12) . . ? H12 C12 H11 109.0(16) . . ? N34 C11 C12 108.56(12) . . ? N34 C11 H9 106.7(11) . . ? C12 C11 H9 111.2(11) . . ? N34 C11 H10 106.7(12) . . ? C12 C11 H10 110.5(12) . . ? H9 C11 H10 113.0(16) . . ? N35 C9 C10 107.29(13) . . ? N35 C9 H26 106.3(12) . . ? C10 C9 H26 112.0(12) . . ? N35 C9 H27 110.4(12) . . ? C10 C9 H27 111.7(12) . . ? H26 C9 H27 109.0(16) . . ? N36 C10 C9 107.69(14) . . ? N36 C10 H28 109.3(12) . . ? C9 C10 H28 111.3(12) . . ? N36 C10 H29 106.8(12) . . ? C9 C10 H29 111.0(12) . . ? H28 C10 H29 110.6(17) . . ? N32 C8 C7 107.44(14) . . ? N32 C8 H18 110.8(14) . . ? C7 C8 H18 111.3(14) . . ? N32 C8 H19 107.6(12) . . ? C7 C8 H19 110.8(12) . . ? H18 C8 H19 108.9(18) . . ? N31 C7 C8 107.92(14) . . ? N31 C7 H21 109.2(15) . . ? C8 C7 H21 114.7(15) . . ? N31 C7 H20 105.8(12) . . ? C8 C7 H20 111.4(12) . . ? H21 C7 H20 107.5(19) . . ? N38 C14 C13 107.60(13) . . ? N38 C14 H54 106.3(12) . . ? C13 C14 H54 111.9(12) . . ? N38 C14 H53 109.2(13) . . ? C13 C14 H53 111.4(13) . . ? H54 C14 H53 110.2(17) . . ? N37 C13 C14 108.26(13) . . ? N37 C13 H52 109.7(13) . . ? C14 C13 H52 110.5(13) . . ? N37 C13 H50 107.7(12) . . ? C14 C13 H50 112.3(12) . . ? H52 C13 H50 108.3(17) . . ? C15 C16 N40 107.19(13) . . ? C15 C16 H36 111.7(12) . . ? N40 C16 H36 108.1(12) . . ? C15 C16 H37 111.5(13) . . ? N40 C16 H37 107.4(13) . . ? H36 C16 H37 110.8(17) . . ? N42 C17 C18 106.78(14) . . ? N42 C17 H45 108.4(12) . . ? C18 C17 H45 110.6(12) . . ? N42 C17 H43 109.2(14) . . ? C18 C17 H43 110.9(13) . . ? H45 C17 H43 110.8(18) . . ? N41 C18 C17 107.38(14) . . ? N41 C18 H44 111.6(14) . . ? C17 C18 H44 109.7(14) . . ? N41 C18 H42 106.3(12) . . ? C17 C18 H42 111.5(12) . . ? H44 C18 H42 110.3(18) . . ? N39 C15 C16 106.91(14) . . ? N39 C15 H34 109.2(11) . . ? C16 C15 H34 107.0(11) . . ? N39 C15 H35 111.8(13) . . ? C16 C15 H35 111.7(13) . . ? H34 C15 H35 110.0(17) . . ? H4 O2 H3 107(2) . . ? H2 O1 H1 110(2) . . ? H6 O3 H5 107(2) . . ? N26 N43 N25 91.5(4) . . ? N26 N43 N44 56.4(3) . . ? N25 N43 N44 35.5(2) . . ? N26 N43 C5 156.9(5) . . ? N25 N43 C5 65.7(3) . . ? N44 N43 C5 100.6(4) . . ? N25 N44 N26 94.6(4) . . ? N25 N44 N43 55.5(4) . . ? N26 N44 N43 39.6(3) . . ? N25 N44 C6 156.5(5) . . ? N26 N44 C6 63.1(2) . . ? N43 N44 C6 102.7(4) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.534 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.051