# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Bao-Hui Ye' _publ_contact_author_email CESYBH@MAIL.SYSU.EDU.CN _publ_section_title ; Reversible single-crystal-to-single-crystal transformation driven by adsorption/desorption of water over organic solvents and thermal stimulation ; loop_ _publ_author_name 'Bao-Hui Ye' 'Man-Li Cao' 'Jin-Juan Liang' 'Hao-Jun Mo' # Attachment 'CEC-b817993j.cif' data_complex_1 _database_code_depnum_ccdc_archive 'CCDC 705313' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H17.20 Co N10 O2.60' _chemical_formula_weight 570.23 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.0901(12) _cell_length_b 17.798(3) _cell_length_c 11.1041(14) _cell_angle_alpha 90.00 _cell_angle_beta 121.728(8) _cell_angle_gamma 90.00 _cell_volume 1191.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2324 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 25.99 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 582 _exptl_absorpt_coefficient_mu 0.772 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8424 _exptl_absorpt_correction_T_max 0.9131 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 5496 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0362 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2324 _reflns_number_gt 1999 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0577P)^2^+0.4927P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2324 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.1007 _refine_ls_wR_factor_gt 0.0963 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 Co1 Co 0.5000 0.5000 0.5000 0.01977(15) Uani 1 2 d S . . O1 O 0.2613(3) 0.43222(8) 0.50104(17) 0.0258(4) Uani 1 1 d . . . N1 N 0.7220(4) 0.41486(14) 0.0504(3) 0.0482(6) Uani 1 1 d . . . N2 N 0.3584(3) 0.41089(10) 0.3428(2) 0.0236(4) Uani 1 1 d . . . N3 N 0.2412(3) 0.30013(11) 0.2073(2) 0.0316(5) Uani 1 1 d . . . N4 N 0.1226(3) 0.32442(10) 0.3686(2) 0.0281(4) Uani 1 1 d . . . N5 N -0.2520(3) 0.08178(10) 0.1279(2) 0.0253(4) Uani 1 1 d . . . C1 C 0.6000(5) 0.35271(18) 0.0211(3) 0.0507(8) Uani 1 1 d . . . H1A H 0.5973 0.3178 -0.0456 0.054(9) Uiso 1 1 d R . . C2 C 0.4780(5) 0.33560(15) 0.0813(3) 0.0404(6) Uani 1 1 d . . . H2A H 0.3924 0.2902 0.0561 0.052(8) Uiso 1 1 d R . . C3 C 0.4795(4) 0.38425(13) 0.1791(3) 0.0279(5) Uani 1 1 d . . . C4 C 0.6045(4) 0.44928(14) 0.2098(3) 0.0344(6) Uani 1 1 d . . . H4A H 0.6095 0.4854 0.2757 0.052(9) Uiso 1 1 d R . . C5 C 0.7210(4) 0.46112(16) 0.1437(3) 0.0435(7) Uani 1 1 d . . . H5A H 0.8080 0.5061 0.1665 0.055(10) Uiso 1 1 d R . . C6 C 0.3520(4) 0.36501(12) 0.2464(2) 0.0255(5) Uani 1 1 d . . . C7 C 0.2427(4) 0.38878(12) 0.4047(2) 0.0238(5) Uani 1 1 d . . . C8 C 0.1307(4) 0.28400(12) 0.2713(3) 0.0264(5) Uani 1 1 d . . . C9 C 0.0034(4) 0.21184(12) 0.2275(3) 0.0280(5) Uani 1 1 d . . . C10 C 0.0143(4) 0.16518(13) 0.1316(3) 0.0322(6) Uani 1 1 d . . . H10A H 0.1098 0.1775 0.0974 0.050(8) Uiso 1 1 d R . . C11 C -0.1143(4) 0.10129(13) 0.0857(3) 0.0314(5) Uani 1 1 d . . . H11A H -0.1032 0.0688 0.0207 0.051(8) Uiso 1 1 d R . . C12 C -0.2552(5) 0.12522(15) 0.2251(3) 0.0401(7) Uani 1 1 d . . . H12A H -0.3483 0.1106 0.2600 0.055(9) Uiso 1 1 d R . . C13 C -0.1300(5) 0.19022(15) 0.2779(3) 0.0405(7) Uani 1 1 d . . . H13A H -0.1363 0.2201 0.3476 0.058(9) Uiso 1 1 d R . . O1W O 0.998(3) 0.5232(9) 0.0289(17) 0.142(6) Uani 0.30 1 d P . . H1WA H 0.9435 0.4825 0.0372 0.213 Uiso 0.60 1 d PR . . 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 0.0214(2) 0.0126(2) 0.0259(3) 0.00023(16) 0.01289(19) 0.00017(15) O1 0.0320(9) 0.0200(8) 0.0318(9) -0.0053(6) 0.0212(8) -0.0049(6) N1 0.0514(14) 0.0565(16) 0.0534(16) 0.0035(12) 0.0391(13) -0.0048(12) N2 0.0267(10) 0.0185(9) 0.0269(10) -0.0017(8) 0.0149(9) -0.0041(7) N3 0.0417(12) 0.0260(10) 0.0369(12) -0.0108(9) 0.0275(10) -0.0127(9) N4 0.0353(11) 0.0210(10) 0.0344(12) -0.0074(8) 0.0227(10) -0.0094(8) N5 0.0281(10) 0.0194(9) 0.0293(11) -0.0041(8) 0.0157(9) -0.0040(7) C1 0.066(2) 0.0515(18) 0.055(2) -0.0091(15) 0.0463(17) -0.0053(15) C2 0.0503(16) 0.0368(15) 0.0486(17) -0.0089(12) 0.0360(14) -0.0097(12) C3 0.0296(12) 0.0281(13) 0.0290(13) -0.0002(10) 0.0174(11) -0.0031(9) C4 0.0381(14) 0.0334(14) 0.0353(14) -0.0031(11) 0.0217(12) -0.0094(10) C5 0.0422(16) 0.0440(17) 0.0485(18) 0.0034(13) 0.0268(14) -0.0114(12) C6 0.0271(12) 0.0235(11) 0.0258(12) -0.0014(9) 0.0139(10) -0.0038(9) C7 0.0265(11) 0.0190(11) 0.0274(12) 0.0001(9) 0.0151(10) -0.0014(8) C8 0.0294(12) 0.0221(12) 0.0294(12) -0.0042(9) 0.0165(10) -0.0066(9) C9 0.0333(13) 0.0221(12) 0.0310(13) -0.0056(9) 0.0186(11) -0.0079(9) C10 0.0382(14) 0.0282(13) 0.0408(15) -0.0096(11) 0.0279(12) -0.0118(10) C11 0.0358(13) 0.0271(12) 0.0368(14) -0.0109(11) 0.0229(12) -0.0062(10) C12 0.0522(16) 0.0387(15) 0.0483(17) -0.0160(12) 0.0394(15) -0.0213(12) C13 0.0588(17) 0.0332(14) 0.0481(17) -0.0213(12) 0.0409(15) -0.0228(12) O1W 0.181(12) 0.180(15) 0.156(13) -0.068(10) 0.152(11) -0.098(12) _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 O1 2.0832(15) . ? Co1 O1 2.0832(15) 3_666 ? Co1 N5 2.1449(18) 2 ? Co1 N5 2.1449(18) 4_666 ? Co1 N2 2.1744(18) . ? Co1 N2 2.1744(18) 3_666 ? O1 C7 1.270(3) . ? N1 C5 1.326(4) . ? N1 C1 1.335(4) . ? N2 C6 1.328(3) . ? N2 C7 1.375(3) . ? N3 C6 1.334(3) . ? N3 C8 1.337(3) . ? N4 C8 1.324(3) . ? N4 C7 1.356(3) . ? N5 C11 1.333(3) . ? N5 C12 1.337(3) . ? N5 Co1 2.1449(18) 2_545 ? C1 C2 1.377(4) . ? C1 H1A 0.9598 . ? C2 C3 1.385(3) . ? C2 H2A 0.9600 . ? C3 C4 1.387(3) . ? C3 C6 1.485(3) . ? C4 C5 1.380(3) . ? C4 H4A 0.9603 . ? C5 H5A 0.9601 . ? C8 C9 1.496(3) . ? C9 C13 1.383(3) . ? C9 C10 1.385(3) . ? C10 C11 1.377(3) . ? C10 H10A 0.9600 . ? C11 H11A 0.9599 . ? C12 C13 1.387(3) . ? C12 H12A 0.9601 . ? C13 H13A 0.9600 . ? O1W O1W 1.06(2) 3_765 ? O1W H1WA 0.8461 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 180.00(6) . 3_666 ? O1 Co1 N5 90.64(7) . 2 ? O1 Co1 N5 89.36(7) 3_666 2 ? O1 Co1 N5 89.36(7) . 4_666 ? O1 Co1 N5 90.64(7) 3_666 4_666 ? N5 Co1 N5 180.0 2 4_666 ? O1 Co1 N2 63.17(6) . . ? O1 Co1 N2 116.83(6) 3_666 . ? N5 Co1 N2 95.25(7) 2 . ? N5 Co1 N2 84.75(7) 4_666 . ? O1 Co1 N2 116.83(6) . 3_666 ? O1 Co1 N2 63.17(6) 3_666 3_666 ? N5 Co1 N2 84.75(7) 2 3_666 ? N5 Co1 N2 95.25(7) 4_666 3_666 ? N2 Co1 N2 180.00(6) . 3_666 ? C7 O1 Co1 94.15(12) . . ? C5 N1 C1 115.9(2) . . ? C6 N2 C7 116.75(18) . . ? C6 N2 Co1 154.32(15) . . ? C7 N2 Co1 87.27(13) . . ? C6 N3 C8 115.00(19) . . ? C8 N4 C7 114.19(19) . . ? C11 N5 C12 117.38(19) . . ? C11 N5 Co1 116.15(15) . 2_545 ? C12 N5 Co1 124.82(15) . 2_545 ? N1 C1 C2 123.9(3) . . ? N1 C1 H1A 118.2 . . ? C2 C1 H1A 117.9 . . ? C1 C2 C3 119.6(2) . . ? C1 C2 H2A 120.5 . . ? C3 C2 H2A 119.9 . . ? C2 C3 C4 117.1(2) . . ? C2 C3 C6 119.7(2) . . ? C4 C3 C6 123.2(2) . . ? C5 C4 C3 118.7(2) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.6 . . ? N1 C5 C4 124.8(2) . . ? N1 C5 H5A 117.3 . . ? C4 C5 H5A 117.9 . . ? N2 C6 N3 124.0(2) . . ? N2 C6 C3 119.50(19) . . ? N3 C6 C3 116.5(2) . . ? O1 C7 N4 122.3(2) . . ? O1 C7 N2 114.97(18) . . ? N4 C7 N2 122.8(2) . . ? N4 C8 N3 127.3(2) . . ? N4 C8 C9 117.00(19) . . ? N3 C8 C9 115.7(2) . . ? C13 C9 C10 118.1(2) . . ? C13 C9 C8 122.1(2) . . ? C10 C9 C8 119.8(2) . . ? C11 C10 C9 119.1(2) . . ? C11 C10 H10A 120.7 . . ? C9 C10 H10A 120.2 . . ? N5 C11 C10 123.4(2) . . ? N5 C11 H11A 118.2 . . ? C10 C11 H11A 118.5 . . ? N5 C12 C13 123.0(2) . . ? N5 C12 H12A 118.3 . . ? C13 C12 H12A 118.7 . . ? C9 C13 C12 118.9(2) . . ? C9 C13 H13A 120.3 . . ? C12 C13 H13A 120.8 . . ? O1W O1W H1WA 64.0 3_765 . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.451 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.062 #====================END data_complex_1a _database_code_depnum_ccdc_archive 'CCDC 705314' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Co N10 O2' _chemical_formula_weight 559.42 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.9626(13) _cell_length_b 17.913(3) _cell_length_c 11.0206(16) _cell_angle_alpha 90.00 _cell_angle_beta 121.714(8) _cell_angle_gamma 90.00 _cell_volume 1169.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2274 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 25.99 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 570 _exptl_absorpt_coefficient_mu 0.783 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8404 _exptl_absorpt_correction_T_max 0.8982 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 4798 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0430 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2274 _reflns_number_gt 1967 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0709P)^2^+0.4484P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2274 _refine_ls_number_parameters 186 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.1158 _refine_ls_wR_factor_gt 0.1098 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 Co1 Co 0.5000 0.5000 0.5000 0.01785(17) Uani 1 2 d S . . O1 O 0.2579(3) 0.43204(9) 0.49867(19) 0.0238(4) Uani 1 1 d . . . N1 N 0.7286(5) 0.41411(15) 0.0445(3) 0.0435(6) Uani 1 1 d . . . N2 N 0.3601(3) 0.41106(11) 0.3408(2) 0.0215(5) Uani 1 1 d . . . N3 N 0.2468(4) 0.29984(12) 0.2076(2) 0.0292(5) Uani 1 1 d . . . N4 N 0.1237(4) 0.32437(11) 0.3685(2) 0.0257(5) Uani 1 1 d . . . N5 N -0.2464(4) 0.08077(11) 0.1310(2) 0.0233(5) Uani 1 1 d . . . C1 C 0.6083(6) 0.35215(19) 0.0176(3) 0.0450(8) Uani 1 1 d . . . H1A H 0.6068 0.3183 -0.0468 0.057(10) Uiso 1 1 d R . . C2 C 0.4857(5) 0.33494(16) 0.0793(3) 0.0364(7) Uani 1 1 d . . . H2A H 0.4031 0.2908 0.0556 0.059(11) Uiso 1 1 d R . . C3 C 0.4861(4) 0.38396(14) 0.1771(3) 0.0255(6) Uani 1 1 d . . . C4 C 0.6111(5) 0.44903(15) 0.2060(3) 0.0307(6) Uani 1 1 d . . . H4A H 0.6161 0.4840 0.2699 0.045(9) Uiso 1 1 d R . . C5 C 0.7282(5) 0.46082(18) 0.1380(3) 0.0404(7) Uani 1 1 d . . . H5A H 0.8123 0.5045 0.1591 0.049(11) Uiso 1 1 d R . . C6 C 0.3572(4) 0.36469(14) 0.2454(2) 0.0229(5) Uani 1 1 d . . . C7 C 0.2426(4) 0.38883(13) 0.4030(3) 0.0209(5) Uani 1 1 d . . . C8 C 0.1347(4) 0.28363(13) 0.2718(3) 0.0241(5) Uani 1 1 d . . . C9 C 0.0074(4) 0.21143(14) 0.2290(3) 0.0253(6) Uani 1 1 d . . . C10 C 0.0181(5) 0.16571(14) 0.1316(3) 0.0305(6) Uani 1 1 d . . . H10A H 0.1105 0.1781 0.0971 0.043(9) Uiso 1 1 d R . . C11 C -0.1100(5) 0.10143(14) 0.0864(3) 0.0283(6) Uani 1 1 d . . . H11A H -0.1006 0.0710 0.0214 0.038(8) Uiso 1 1 d R . . C12 C -0.2468(5) 0.12319(16) 0.2311(3) 0.0369(7) Uani 1 1 d . . . H12A H -0.3347 0.1083 0.2675 0.029(7) Uiso 1 1 d R . . C13 C -0.1221(5) 0.18812(16) 0.2823(3) 0.0383(7) Uani 1 1 d . . . H13A H -0.1257 0.2159 0.3525 0.059(11) Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0198(3) 0.0116(3) 0.0227(3) 0.00018(17) 0.0115(2) 0.00034(17) O1 0.0304(9) 0.0185(9) 0.0288(9) -0.0070(7) 0.0199(8) -0.0069(7) N1 0.0450(15) 0.0553(17) 0.0438(15) 0.0009(13) 0.0328(13) -0.0053(13) N2 0.0245(11) 0.0181(10) 0.0234(10) -0.0037(8) 0.0136(9) -0.0039(9) N3 0.0392(13) 0.0247(11) 0.0343(12) -0.0106(10) 0.0267(11) -0.0133(10) N4 0.0341(12) 0.0187(11) 0.0293(11) -0.0085(9) 0.0200(10) -0.0101(9) N5 0.0247(11) 0.0183(10) 0.0258(11) -0.0030(9) 0.0125(9) -0.0045(9) C1 0.054(2) 0.0490(19) 0.0478(19) -0.0099(15) 0.0378(17) -0.0059(16) C2 0.0455(17) 0.0337(16) 0.0411(16) -0.0093(13) 0.0304(15) -0.0094(14) C3 0.0255(13) 0.0277(14) 0.0243(13) 0.0008(10) 0.0137(11) -0.0018(11) C4 0.0354(15) 0.0295(14) 0.0308(14) -0.0024(12) 0.0200(13) -0.0079(12) C5 0.0402(17) 0.0421(18) 0.0415(17) 0.0026(14) 0.0234(15) -0.0109(14) C6 0.0241(13) 0.0212(12) 0.0223(12) -0.0015(10) 0.0115(11) -0.0043(10) C7 0.0222(12) 0.0183(12) 0.0220(12) 0.0014(10) 0.0114(10) -0.0015(10) C8 0.0266(13) 0.0206(13) 0.0252(12) -0.0035(10) 0.0136(11) -0.0049(10) C9 0.0295(14) 0.0198(13) 0.0262(13) -0.0062(10) 0.0144(12) -0.0081(10) C10 0.0363(15) 0.0284(14) 0.0375(15) -0.0104(12) 0.0267(13) -0.0112(12) C11 0.0338(15) 0.0240(13) 0.0353(15) -0.0121(11) 0.0239(13) -0.0076(11) C12 0.0504(18) 0.0359(16) 0.0434(17) -0.0129(13) 0.0376(16) -0.0197(14) C13 0.058(2) 0.0324(16) 0.0406(16) -0.0192(13) 0.0368(16) -0.0220(14) _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 O1 2.0728(17) . ? Co1 O1 2.0728(17) 3_666 ? Co1 N5 2.148(2) 4_666 ? Co1 N5 2.148(2) 2 ? Co1 N2 2.1834(19) . ? Co1 N2 2.1834(19) 3_666 ? O1 C7 1.266(3) . ? N1 C1 1.326(4) . ? N1 C5 1.328(4) . ? N2 C6 1.332(3) . ? N2 C7 1.374(3) . ? N3 C8 1.331(3) . ? N3 C6 1.333(3) . ? N4 C8 1.326(3) . ? N4 C7 1.354(3) . ? N5 C11 1.331(3) . ? N5 C12 1.341(3) . ? N5 Co1 2.148(2) 2_545 ? C1 C2 1.377(4) . ? C2 C3 1.390(4) . ? C3 C4 1.388(4) . ? C3 C6 1.484(3) . ? C4 C5 1.383(4) . ? C8 C9 1.497(3) . ? C9 C13 1.375(4) . ? C9 C10 1.383(3) . ? C10 C11 1.379(3) . ? C12 C13 1.382(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 180.00(7) . 3_666 ? O1 Co1 N5 89.27(8) . 4_666 ? O1 Co1 N5 90.73(8) 3_666 4_666 ? O1 Co1 N5 90.73(8) . 2 ? O1 Co1 N5 89.27(8) 3_666 2 ? N5 Co1 N5 180.000(1) 4_666 2 ? O1 Co1 N2 63.14(7) . . ? O1 Co1 N2 116.86(7) 3_666 . ? N5 Co1 N2 84.87(8) 4_666 . ? N5 Co1 N2 95.13(8) 2 . ? O1 Co1 N2 116.86(7) . 3_666 ? O1 Co1 N2 63.14(7) 3_666 3_666 ? N5 Co1 N2 95.13(8) 4_666 3_666 ? N5 Co1 N2 84.87(8) 2 3_666 ? N2 Co1 N2 180.00(7) . 3_666 ? C7 O1 Co1 94.43(14) . . ? C1 N1 C5 116.2(3) . . ? C6 N2 C7 116.6(2) . . ? C6 N2 Co1 154.78(17) . . ? C7 N2 Co1 86.67(14) . . ? C8 N3 C6 115.3(2) . . ? C8 N4 C7 114.2(2) . . ? C11 N5 C12 117.2(2) . . ? C11 N5 Co1 115.66(16) . 2_545 ? C12 N5 Co1 125.31(18) . 2_545 ? N1 C1 C2 124.0(3) . . ? C1 C2 C3 119.5(3) . . ? C4 C3 C2 117.0(2) . . ? C4 C3 C6 123.6(2) . . ? C2 C3 C6 119.4(2) . . ? C5 C4 C3 118.8(3) . . ? N1 C5 C4 124.5(3) . . ? N2 C6 N3 123.9(2) . . ? N2 C6 C3 119.5(2) . . ? N3 C6 C3 116.6(2) . . ? O1 C7 N4 121.8(2) . . ? O1 C7 N2 115.2(2) . . ? N4 C7 N2 122.9(2) . . ? N4 C8 N3 127.2(2) . . ? N4 C8 C9 117.0(2) . . ? N3 C8 C9 115.9(2) . . ? C13 C9 C10 117.9(2) . . ? C13 C9 C8 122.7(2) . . ? C10 C9 C8 119.4(2) . . ? C11 C10 C9 119.1(2) . . ? N5 C11 C10 123.4(2) . . ? N5 C12 C13 122.7(3) . . ? C9 C13 C12 119.6(2) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.584 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.074 #==================END data_complex_1' _database_code_depnum_ccdc_archive 'CCDC 705315' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H17.20 Co N10 O2.60' _chemical_formula_weight 570.23 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.063(6) _cell_length_b 17.792(14) _cell_length_c 11.089(7) _cell_angle_alpha 90.00 _cell_angle_beta 121.31(4) _cell_angle_gamma 90.00 _cell_volume 1190.6(16) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2309 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.591 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 582 _exptl_absorpt_coefficient_mu 0.773 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8127 _exptl_absorpt_correction_T_max 0.8608 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 3677 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2309 _reflns_number_gt 1815 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0694P)^2^+0.5484P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2309 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1148 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _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 Co1 Co 0.5000 0.5000 0.5000 0.02382(19) Uani 1 2 d S . . O1 O 0.2606(3) 0.43231(10) 0.50047(18) 0.0299(4) Uani 1 1 d . . . N1 N 0.7236(5) 0.41628(18) 0.0518(3) 0.0572(8) Uani 1 1 d . . . N2 N 0.3597(3) 0.41117(12) 0.3431(2) 0.0293(5) Uani 1 1 d . . . N3 N 0.2410(4) 0.30063(14) 0.2077(2) 0.0382(6) Uani 1 1 d . . . N4 N 0.1221(4) 0.32444(13) 0.3687(2) 0.0328(5) Uani 1 1 d . . . N5 N -0.2546(3) 0.08246(13) 0.1257(2) 0.0301(5) Uani 1 1 d . . . C1 C 0.6011(6) 0.3541(2) 0.0219(4) 0.0570(9) Uani 1 1 d . . . H1A H 0.5984 0.3192 -0.0448 0.061(10) Uiso 1 1 d R . . C2 C 0.4787(5) 0.33677(19) 0.0811(3) 0.0459(8) Uani 1 1 d . . . H2A H 0.3932 0.2913 0.0559 0.056(10) Uiso 1 1 d R . . C3 C 0.4803(4) 0.38526(16) 0.1795(3) 0.0348(6) Uani 1 1 d . . . C4 C 0.6069(5) 0.45023(18) 0.2120(3) 0.0411(7) Uani 1 1 d . . . H4A H 0.6120 0.4863 0.2779 0.055(10) Uiso 1 1 d R . . C5 C 0.7235(5) 0.4622(2) 0.1453(3) 0.0500(8) Uani 1 1 d . . . H5A H 0.8105 0.5072 0.1682 0.055(10) Uiso 1 1 d R . . C6 C 0.3529(4) 0.36515(16) 0.2469(3) 0.0305(6) Uani 1 1 d . . . C7 C 0.2425(4) 0.38856(15) 0.4046(2) 0.0291(6) Uani 1 1 d . . . C8 C 0.1301(4) 0.28438(15) 0.2715(3) 0.0316(6) Uani 1 1 d . . . C9 C 0.0029(4) 0.21262(16) 0.2273(3) 0.0326(6) Uani 1 1 d . . . C10 C 0.0130(4) 0.16631(16) 0.1308(3) 0.0377(7) Uani 1 1 d . . . H10A H 0.1084 0.1787 0.0966 0.060(10) Uiso 1 1 d R . . C11 C -0.1159(4) 0.10261(16) 0.0844(3) 0.0365(7) Uani 1 1 d . . . H11A H -0.1048 0.0701 0.0194 0.037(7) Uiso 1 1 d R . . C12 C -0.2575(5) 0.12564(17) 0.2233(3) 0.0448(8) Uani 1 1 d . . . H12A H -0.3505 0.1110 0.2582 0.055(9) Uiso 1 1 d R . . C13 C -0.1316(5) 0.19020(19) 0.2765(3) 0.0472(8) Uani 1 1 d . . . H13A H -0.1378 0.2201 0.3463 0.065(10) Uiso 1 1 d R . . O1W O 1.017(3) 0.5192(11) 0.0379(18) 0.155(7) Uani 0.30 1 d P . . H1WA H 0.9608 0.4770 0.0466 0.232 Uiso 0.60 1 d PR . . 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 0.0245(3) 0.0176(4) 0.0312(3) 0.00081(17) 0.0157(2) 0.00012(17) O1 0.0363(9) 0.0224(11) 0.0381(9) -0.0054(7) 0.0244(8) -0.0052(7) N1 0.0573(16) 0.071(2) 0.0619(16) 0.0037(15) 0.0439(14) -0.0055(15) N2 0.0316(10) 0.0246(14) 0.0338(10) -0.0019(9) 0.0185(9) -0.0016(9) N3 0.0489(13) 0.0309(16) 0.0483(13) -0.0090(11) 0.0348(11) -0.0123(11) N4 0.0396(12) 0.0248(15) 0.0405(11) -0.0078(10) 0.0252(10) -0.0113(10) N5 0.0310(10) 0.0262(14) 0.0355(11) -0.0044(9) 0.0189(9) -0.0053(9) C1 0.071(2) 0.058(3) 0.067(2) -0.0073(17) 0.0532(19) -0.0073(19) C2 0.0566(18) 0.043(2) 0.0536(17) -0.0119(14) 0.0395(15) -0.0114(15) C3 0.0348(13) 0.038(2) 0.0357(13) 0.0007(11) 0.0211(11) -0.0038(12) C4 0.0444(15) 0.041(2) 0.0427(14) -0.0026(13) 0.0261(13) -0.0094(13) C5 0.0460(17) 0.055(2) 0.0551(18) 0.0057(16) 0.0308(15) -0.0125(15) C6 0.0329(13) 0.0282(17) 0.0318(12) -0.0021(11) 0.0178(10) -0.0043(11) C7 0.0304(12) 0.0290(17) 0.0316(12) 0.0019(11) 0.0185(10) -0.0018(11) C8 0.0346(13) 0.0261(17) 0.0376(13) -0.0044(11) 0.0214(11) -0.0077(11) C9 0.0360(14) 0.0279(18) 0.0389(13) -0.0052(11) 0.0231(12) -0.0074(11) C10 0.0416(15) 0.0344(19) 0.0483(15) -0.0117(13) 0.0312(13) -0.0147(13) C11 0.0402(14) 0.0339(19) 0.0441(14) -0.0127(12) 0.0280(12) -0.0090(12) C12 0.0583(18) 0.040(2) 0.0587(17) -0.0175(14) 0.0464(16) -0.0219(15) C13 0.0635(19) 0.044(2) 0.0563(17) -0.0235(15) 0.0466(16) -0.0255(16) O1W 0.205(15) 0.194(17) 0.150(15) -0.080(10) 0.152(14) -0.133(12) _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 O1 2.078(2) . ? Co1 O1 2.078(2) 3_666 ? Co1 N5 2.142(2) 4_666 ? Co1 N5 2.142(2) 2 ? Co1 N2 2.171(2) . ? Co1 N2 2.171(2) 3_666 ? O1 C7 1.269(3) . ? N1 C5 1.320(4) . ? N1 C1 1.335(5) . ? N2 C6 1.325(3) . ? N2 C7 1.378(3) . ? N3 C6 1.332(4) . ? N3 C8 1.333(3) . ? N4 C8 1.317(3) . ? N4 C7 1.353(3) . ? N5 C11 1.329(3) . ? N5 C12 1.336(3) . ? N5 Co1 2.142(2) 2_545 ? C1 C2 1.365(4) . ? C1 H1A 0.9591 . ? C2 C3 1.387(4) . ? C2 H2A 0.9598 . ? C3 C4 1.390(4) . ? C3 C6 1.482(4) . ? C4 C5 1.379(4) . ? C4 H4A 0.9597 . ? C5 H5A 0.9597 . ? C8 C9 1.490(4) . ? C9 C13 1.378(4) . ? C9 C10 1.381(4) . ? C10 C11 1.375(4) . ? C10 H10A 0.9555 . ? C11 H11A 0.9585 . ? C12 C13 1.383(4) . ? C12 H12A 0.9557 . ? C13 H13A 0.9587 . ? O1W O1W 1.01(2) 3_765 ? O1W H1WA 0.8776 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 180.00(8) . 3_666 ? O1 Co1 N5 89.18(10) . 4_666 ? O1 Co1 N5 90.82(10) 3_666 4_666 ? O1 Co1 N5 90.82(10) . 2 ? O1 Co1 N5 89.18(10) 3_666 2 ? N5 Co1 N5 180.0 4_666 2 ? O1 Co1 N2 63.07(8) . . ? O1 Co1 N2 116.93(8) 3_666 . ? N5 Co1 N2 84.32(10) 4_666 . ? N5 Co1 N2 95.68(10) 2 . ? O1 Co1 N2 116.93(8) . 3_666 ? O1 Co1 N2 63.07(8) 3_666 3_666 ? N5 Co1 N2 95.68(10) 4_666 3_666 ? N5 Co1 N2 84.32(10) 2 3_666 ? N2 Co1 N2 180.000(1) . 3_666 ? C7 O1 Co1 94.65(15) . . ? C5 N1 C1 116.3(3) . . ? C6 N2 C7 116.0(2) . . ? C6 N2 Co1 154.81(18) . . ? C7 N2 Co1 87.56(15) . . ? C6 N3 C8 115.2(2) . . ? C8 N4 C7 114.2(2) . . ? C11 N5 C12 116.6(2) . . ? C11 N5 Co1 116.91(17) . 2_545 ? C12 N5 Co1 125.00(18) . 2_545 ? N1 C1 C2 124.0(3) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 117.4 . . ? C1 C2 C3 119.3(3) . . ? C1 C2 H2A 120.8 . . ? C3 C2 H2A 119.9 . . ? C2 C3 C4 117.5(3) . . ? C2 C3 C6 119.2(3) . . ? C4 C3 C6 123.2(2) . . ? C5 C4 C3 118.2(3) . . ? C5 C4 H4A 120.6 . . ? C3 C4 H4A 121.2 . . ? N1 C5 C4 124.7(3) . . ? N1 C5 H5A 117.5 . . ? C4 C5 H5A 117.8 . . ? N2 C6 N3 124.2(2) . . ? N2 C6 C3 118.6(2) . . ? N3 C6 C3 117.1(2) . . ? O1 C7 N4 122.5(2) . . ? O1 C7 N2 114.2(2) . . ? N4 C7 N2 123.2(2) . . ? N4 C8 N3 127.2(2) . . ? N4 C8 C9 117.3(2) . . ? N3 C8 C9 115.5(2) . . ? C13 C9 C10 117.2(3) . . ? C13 C9 C8 122.6(2) . . ? C10 C9 C8 120.1(2) . . ? C11 C10 C9 119.4(2) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.1 . . ? N5 C11 C10 123.8(2) . . ? N5 C11 H11A 117.3 . . ? C10 C11 H11A 118.8 . . ? N5 C12 C13 123.1(2) . . ? N5 C12 H12A 118.3 . . ? C13 C12 H12A 118.6 . . ? C9 C13 C12 119.6(3) . . ? C9 C13 H13A 119.3 . . ? C12 C13 H13A 121.0 . . ? O1W O1W H1WA 65.5 3_765 . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.428 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.061 #===END data_complex_2 _database_code_depnum_ccdc_archive 'CCDC 705316' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H17.20 N10 Ni O2.60' _chemical_formula_weight 569.99 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.1011(18) _cell_length_b 17.440(4) _cell_length_c 11.2157(19) _cell_angle_alpha 90.00 _cell_angle_beta 120.736(11) _cell_angle_gamma 90.00 _cell_volume 1193.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2317 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.586 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.864 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8346 _exptl_absorpt_correction_T_max 0.8663 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 4837 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2317 _reflns_number_gt 1947 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0676P)^2^+0.8510P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2317 _refine_ls_number_parameters 187 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1118 _refine_ls_wR_factor_gt 0.1064 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 0.5000 0.5000 0.02138(17) Uani 1 2 d S . . O1 O 0.2627(3) 0.43282(10) 0.50448(19) 0.0277(4) Uani 1 1 d . . . N1 N 0.7245(5) 0.41899(18) 0.0552(3) 0.0565(8) Uani 1 1 d . . . N2 N 0.3603(4) 0.41288(12) 0.3460(2) 0.0284(5) Uani 1 1 d . . . N3 N 0.2391(4) 0.30196(13) 0.2094(3) 0.0377(6) Uani 1 1 d . . . N4 N 0.1198(4) 0.32471(12) 0.3699(2) 0.0320(5) Uani 1 1 d . . . N5 N -0.2633(4) 0.08198(12) 0.1200(2) 0.0273(5) Uani 1 1 d . . . C1 C 0.5985(7) 0.3564(2) 0.0237(4) 0.0583(10) Uani 1 1 d . . . H1A H 0.5941 0.3225 -0.0419 0.070 Uiso 1 1 d R . . C2 C 0.4763(6) 0.33886(18) 0.0832(4) 0.0483(8) Uani 1 1 d . . . H2A H 0.3924 0.2944 0.0579 0.058 Uiso 1 1 d R . . C3 C 0.4795(5) 0.38731(16) 0.1821(3) 0.0336(6) Uani 1 1 d . . . C4 C 0.6067(5) 0.45260(17) 0.2147(3) 0.0398(7) Uani 1 1 d . . . H4A H 0.6139 0.4875 0.2797 0.048 Uiso 1 1 d R . . C5 C 0.7253(5) 0.4652(2) 0.1496(4) 0.0503(8) Uani 1 1 d . . . H5A H 0.8099 0.5093 0.1726 0.060 Uiso 1 1 d R . . C6 C 0.3521(4) 0.36719(15) 0.2491(3) 0.0297(6) Uani 1 1 d . . . C7 C 0.2429(4) 0.38954(14) 0.4076(3) 0.0274(6) Uani 1 1 d . . . C8 C 0.1274(5) 0.28496(15) 0.2721(3) 0.0308(6) Uani 1 1 d . . . C9 C -0.0022(5) 0.21223(15) 0.2257(3) 0.0310(6) Uani 1 1 d . . . C10 C 0.0054(5) 0.16689(16) 0.1275(3) 0.0361(7) Uani 1 1 d . . . H10A H 0.0988 0.1792 0.0949 0.043 Uiso 1 1 d R . . C11 C -0.1254(5) 0.10323(16) 0.0786(3) 0.0353(7) Uani 1 1 d . . . H11A H -0.1176 0.0728 0.0130 0.042 Uiso 1 1 d R . . C12 C -0.2648(5) 0.12426(17) 0.2192(3) 0.0442(8) Uani 1 1 d . . . H12A H -0.3558 0.1095 0.2523 0.053 Uiso 1 1 d R . . C13 C -0.1358(6) 0.18893(18) 0.2752(4) 0.0468(8) Uani 1 1 d . . . H13A H -0.1387 0.2164 0.3456 0.056 Uiso 1 1 d R . . O1W O 0.014(3) 0.5203(11) 0.037(2) 0.154(7) Uani 0.30 1 d P . . H1WA H -0.0472 0.4772 0.0386 0.231 Uiso 0.60 1 d PR . . 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 0.0244(3) 0.0136(2) 0.0283(3) 0.00058(17) 0.0150(2) 0.00006(17) O1 0.0344(10) 0.0213(9) 0.0349(10) -0.0059(8) 0.0232(9) -0.0064(7) N1 0.0591(18) 0.068(2) 0.0633(19) 0.0040(16) 0.0467(17) -0.0038(16) N2 0.0317(12) 0.0222(11) 0.0332(12) -0.0033(10) 0.0179(10) -0.0021(9) N3 0.0491(15) 0.0289(12) 0.0487(15) -0.0117(11) 0.0348(13) -0.0141(11) N4 0.0415(13) 0.0242(11) 0.0374(13) -0.0088(10) 0.0253(11) -0.0107(10) N5 0.0314(11) 0.0196(10) 0.0331(12) -0.0057(9) 0.0180(10) -0.0052(9) C1 0.077(3) 0.059(2) 0.065(2) -0.0100(19) 0.056(2) -0.008(2) C2 0.066(2) 0.0408(17) 0.057(2) -0.0131(16) 0.0444(19) -0.0136(16) C3 0.0379(15) 0.0311(14) 0.0377(16) 0.0021(12) 0.0236(13) -0.0026(12) C4 0.0457(17) 0.0377(16) 0.0407(17) -0.0010(13) 0.0255(14) -0.0073(14) C5 0.0460(19) 0.053(2) 0.058(2) 0.0060(17) 0.0314(17) -0.0104(16) C6 0.0323(14) 0.0268(13) 0.0310(14) -0.0002(11) 0.0171(12) -0.0032(11) C7 0.0324(13) 0.0214(12) 0.0318(14) 0.0003(11) 0.0188(12) -0.0026(11) C8 0.0361(15) 0.0249(13) 0.0359(15) -0.0061(12) 0.0215(13) -0.0075(11) C9 0.0388(15) 0.0238(13) 0.0364(15) -0.0076(11) 0.0236(13) -0.0094(11) C10 0.0419(16) 0.0356(15) 0.0439(17) -0.0122(13) 0.0313(14) -0.0134(13) C11 0.0411(16) 0.0320(14) 0.0443(17) -0.0144(13) 0.0302(14) -0.0085(12) C12 0.0567(19) 0.0419(17) 0.056(2) -0.0168(15) 0.0449(18) -0.0232(15) C13 0.067(2) 0.0416(17) 0.056(2) -0.0262(15) 0.0487(18) -0.0283(16) O1W 0.192(15) 0.187(17) 0.177(18) -0.088(11) 0.163(15) -0.129(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 Ni1 O1 2.0737(17) . ? Ni1 O1 2.0737(17) 3_666 ? Ni1 N5 2.090(2) 4_666 ? Ni1 N5 2.090(2) 2 ? Ni1 N2 2.127(2) . ? Ni1 N2 2.127(2) 3_666 ? Ni1 C7 2.487(3) . ? Ni1 C7 2.487(3) 3_666 ? O1 C7 1.270(3) . ? N1 C5 1.328(5) . ? N1 C1 1.340(5) . ? N2 C6 1.324(3) . ? N2 C7 1.389(3) . ? N3 C6 1.331(3) . ? N3 C8 1.335(3) . ? N4 C8 1.321(3) . ? N4 C7 1.358(3) . ? N5 C11 1.333(3) . ? N5 C12 1.339(4) . ? N5 Ni1 2.090(2) 2_545 ? C1 C2 1.373(5) . ? C2 C3 1.385(4) . ? C3 C4 1.381(4) . ? C3 C6 1.484(4) . ? C4 C5 1.385(4) . ? C8 C9 1.496(4) . ? C9 C10 1.379(4) . ? C9 C13 1.383(4) . ? C10 C11 1.370(4) . ? C12 C13 1.385(4) . ? O1W O1W 1.03(2) 3_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O1 180.00(8) . 3_666 ? O1 Ni1 N5 89.64(8) . 4_666 ? O1 Ni1 N5 90.36(8) 3_666 4_666 ? O1 Ni1 N5 90.36(8) . 2 ? O1 Ni1 N5 89.64(8) 3_666 2 ? N5 Ni1 N5 180.000(1) 4_666 2 ? O1 Ni1 N2 64.46(8) . . ? O1 Ni1 N2 115.54(8) 3_666 . ? N5 Ni1 N2 85.53(9) 4_666 . ? N5 Ni1 N2 94.47(9) 2 . ? O1 Ni1 N2 115.54(8) . 3_666 ? O1 Ni1 N2 64.46(8) 3_666 3_666 ? N5 Ni1 N2 94.47(9) 4_666 3_666 ? N5 Ni1 N2 85.53(9) 2 3_666 ? N2 Ni1 N2 180.000(1) . 3_666 ? O1 Ni1 C7 30.67(8) . . ? O1 Ni1 C7 149.33(8) 3_666 . ? N5 Ni1 C7 85.18(9) 4_666 . ? N5 Ni1 C7 94.82(9) 2 . ? N2 Ni1 C7 33.91(8) . . ? N2 Ni1 C7 146.09(8) 3_666 . ? O1 Ni1 C7 149.33(8) . 3_666 ? O1 Ni1 C7 30.67(8) 3_666 3_666 ? N5 Ni1 C7 94.82(9) 4_666 3_666 ? N5 Ni1 C7 85.18(9) 2 3_666 ? N2 Ni1 C7 146.09(8) . 3_666 ? N2 Ni1 C7 33.91(8) 3_666 3_666 ? C7 Ni1 C7 180.00(7) . 3_666 ? C7 O1 Ni1 92.95(15) . . ? C5 N1 C1 115.7(3) . . ? C6 N2 C7 116.5(2) . . ? C6 N2 Ni1 154.53(19) . . ? C7 N2 Ni1 87.38(15) . . ? C6 N3 C8 115.6(2) . . ? C8 N4 C7 113.8(2) . . ? C11 N5 C12 117.1(2) . . ? C11 N5 Ni1 117.25(17) . 2_545 ? C12 N5 Ni1 124.52(18) . 2_545 ? N1 C1 C2 123.8(3) . . ? C1 C2 C3 119.8(3) . . ? C4 C3 C2 117.1(3) . . ? C4 C3 C6 123.1(3) . . ? C2 C3 C6 119.8(3) . . ? C3 C4 C5 118.8(3) . . ? N1 C5 C4 124.7(3) . . ? N2 C6 N3 123.7(2) . . ? N2 C6 C3 119.4(2) . . ? N3 C6 C3 116.9(2) . . ? O1 C7 N4 122.3(2) . . ? O1 C7 N2 114.8(2) . . ? N4 C7 N2 122.9(2) . . ? O1 C7 Ni1 56.38(12) . . ? N4 C7 Ni1 173.5(2) . . ? N2 C7 Ni1 58.71(13) . . ? N4 C8 N3 127.4(2) . . ? N4 C8 C9 117.1(2) . . ? N3 C8 C9 115.5(2) . . ? C10 C9 C13 117.9(2) . . ? C10 C9 C8 119.7(2) . . ? C13 C9 C8 122.4(2) . . ? C11 C10 C9 119.3(2) . . ? N5 C11 C10 123.7(2) . . ? N5 C12 C13 122.8(3) . . ? C9 C13 C12 119.2(3) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.563 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.082 #===END data_complex_2a _database_code_depnum_ccdc_archive 'CCDC 705317' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 N10 Ni O2' _chemical_formula_weight 559.18 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.9760(9) _cell_length_b 17.636(2) _cell_length_c 11.0530(10) _cell_angle_alpha 90.00 _cell_angle_beta 121.308(6) _cell_angle_gamma 90.00 _cell_volume 1161.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2255 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 25.99 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 0.885 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7529 _exptl_absorpt_correction_T_max 0.8157 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 4938 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2255 _reflns_number_gt 1930 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0628P)^2^+0.2147P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2255 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0928 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 0.5000 0.5000 0.01860(15) Uani 1 2 d S . . O1 O 0.2600(3) 0.43286(8) 0.50294(16) 0.0243(3) Uani 1 1 d . . . N1 N 0.7295(4) 0.41586(14) 0.0478(2) 0.0469(6) Uani 1 1 d . . . N2 N 0.3608(3) 0.41257(9) 0.34420(19) 0.0232(4) Uani 1 1 d . . . N3 N 0.2442(3) 0.30078(11) 0.2094(2) 0.0319(5) Uani 1 1 d . . . N4 N 0.1216(3) 0.32436(10) 0.3706(2) 0.0276(4) Uani 1 1 d . . . N5 N -0.2547(3) 0.07999(10) 0.1263(2) 0.0237(4) Uani 1 1 d . . . C1 C 0.6055(5) 0.35316(17) 0.0198(3) 0.0488(7) Uani 1 1 d . . . H1A H 0.6010 0.3193 -0.0459 0.059 Uiso 1 1 d R . . C2 C 0.4835(5) 0.33641(14) 0.0813(3) 0.0397(6) Uani 1 1 d . . . H2A H 0.3995 0.2920 0.0559 0.048 Uiso 1 1 d R . . C3 C 0.4851(4) 0.38581(12) 0.1792(2) 0.0280(5) Uani 1 1 d . . . C4 C 0.6115(4) 0.45136(13) 0.2085(3) 0.0327(5) Uani 1 1 d . . . H4A H 0.6187 0.4863 0.2735 0.039 Uiso 1 1 d R . . C5 C 0.7294(4) 0.46297(16) 0.1413(3) 0.0417(6) Uani 1 1 d . . . H5A H 0.8140 0.5072 0.1643 0.050 Uiso 1 1 d R . . C6 C 0.3561(4) 0.36629(12) 0.2479(2) 0.0253(5) Uani 1 1 d . . . C7 C 0.2426(4) 0.38957(11) 0.4066(2) 0.0236(5) Uani 1 1 d . . . C8 C 0.1317(4) 0.28392(12) 0.2733(2) 0.0270(5) Uani 1 1 d . . . C9 C 0.0033(4) 0.21085(12) 0.2287(2) 0.0272(5) Uani 1 1 d . . . C10 C 0.0117(4) 0.16604(13) 0.1295(2) 0.0310(5) Uani 1 1 d . . . H10A H 0.1050 0.1783 0.0969 0.037 Uiso 1 1 d R . . C11 C -0.1187(4) 0.10145(12) 0.0821(3) 0.0295(5) Uani 1 1 d . . . H11A H -0.1109 0.0710 0.0165 0.035 Uiso 1 1 d R . . C12 C -0.2538(5) 0.12149(14) 0.2280(3) 0.0387(6) Uani 1 1 d . . . H12A H -0.3448 0.1067 0.2611 0.046 Uiso 1 1 d R . . C13 C -0.1268(5) 0.18670(14) 0.2820(3) 0.0410(7) Uani 1 1 d . . . H13A H -0.1297 0.2142 0.3523 0.049 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0212(2) 0.0129(2) 0.0223(2) 0.00016(14) 0.01173(18) 0.00015(14) O1 0.0311(8) 0.0194(7) 0.0279(9) -0.0051(6) 0.0192(7) -0.0055(6) N1 0.0488(14) 0.0596(15) 0.0462(14) 0.0012(12) 0.0345(12) -0.0048(12) N2 0.0279(9) 0.0183(9) 0.0253(10) -0.0015(8) 0.0150(9) -0.0017(7) N3 0.0414(11) 0.0258(10) 0.0386(12) -0.0099(9) 0.0280(10) -0.0124(9) N4 0.0345(10) 0.0219(9) 0.0313(11) -0.0088(8) 0.0205(9) -0.0095(8) N5 0.0263(9) 0.0183(8) 0.0255(10) -0.0042(7) 0.0128(8) -0.0044(7) C1 0.0617(19) 0.0511(17) 0.0499(18) -0.0094(14) 0.0404(16) -0.0054(15) C2 0.0504(16) 0.0361(14) 0.0430(16) -0.0104(12) 0.0314(14) -0.0108(12) C3 0.0298(12) 0.0286(12) 0.0265(13) -0.0003(10) 0.0154(10) -0.0023(9) C4 0.0379(13) 0.0311(12) 0.0314(14) -0.0035(10) 0.0196(12) -0.0064(10) C5 0.0386(14) 0.0445(15) 0.0446(17) 0.0029(13) 0.0234(13) -0.0100(12) C6 0.0257(11) 0.0251(11) 0.0243(12) -0.0008(9) 0.0125(10) -0.0018(9) C7 0.0263(11) 0.0193(10) 0.0266(12) -0.0006(9) 0.0147(10) -0.0028(9) C8 0.0303(12) 0.0240(11) 0.0281(12) -0.0057(9) 0.0162(10) -0.0082(9) C9 0.0319(12) 0.0221(11) 0.0288(13) -0.0064(9) 0.0167(11) -0.0076(9) C10 0.0354(13) 0.0306(12) 0.0362(14) -0.0100(10) 0.0251(12) -0.0113(10) C11 0.0349(13) 0.0269(11) 0.0343(14) -0.0107(10) 0.0233(12) -0.0069(9) C12 0.0519(16) 0.0379(14) 0.0444(16) -0.0138(12) 0.0378(14) -0.0220(12) C13 0.0609(17) 0.0372(14) 0.0458(16) -0.0224(12) 0.0424(15) -0.0249(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 Ni1 O1 2.0644(14) . ? Ni1 O1 2.0644(14) 3_666 ? Ni1 N5 2.0938(17) 4_666 ? Ni1 N5 2.0938(17) 2 ? Ni1 N2 2.1326(17) . ? Ni1 N2 2.1326(17) 3_666 ? Ni1 C7 2.481(2) . ? Ni1 C7 2.481(2) 3_666 ? O1 C7 1.263(3) . ? N1 C5 1.327(3) . ? N1 C1 1.338(4) . ? N2 C6 1.328(3) . ? N2 C7 1.383(3) . ? N3 C8 1.334(3) . ? N3 C6 1.334(3) . ? N4 C8 1.323(3) . ? N4 C7 1.358(3) . ? N5 C11 1.328(3) . ? N5 C12 1.339(3) . ? N5 Ni1 2.0938(17) 2_545 ? C1 C2 1.369(4) . ? C1 H1A 0.9273 . ? C2 C3 1.385(3) . ? C2 H2A 0.9298 . ? C3 C4 1.386(3) . ? C3 C6 1.489(3) . ? C4 C5 1.380(3) . ? C4 H4A 0.9277 . ? C5 H5A 0.9296 . ? C8 C9 1.499(3) . ? C9 C13 1.382(3) . ? C9 C10 1.377(3) . ? C10 C11 1.380(3) . ? C10 H10A 0.9191 . ? C11 H11A 0.9261 . ? C12 C13 1.383(3) . ? C12 H12A 0.9198 . ? C13 H13A 0.9252 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O1 180.00(6) . 3_666 ? O1 Ni1 N5 89.51(7) . 4_666 ? O1 Ni1 N5 90.49(7) 3_666 4_666 ? O1 Ni1 N5 90.49(7) . 2 ? O1 Ni1 N5 89.51(7) 3_666 2 ? N5 Ni1 N5 180.0 4_666 2 ? O1 Ni1 N2 64.23(6) . . ? O1 Ni1 N2 115.77(6) 3_666 . ? N5 Ni1 N2 85.57(7) 4_666 . ? N5 Ni1 N2 94.43(7) 2 . ? O1 Ni1 N2 115.77(6) . 3_666 ? O1 Ni1 N2 64.23(6) 3_666 3_666 ? N5 Ni1 N2 94.43(7) 4_666 3_666 ? N5 Ni1 N2 85.57(7) 2 3_666 ? N2 Ni1 N2 180.0 . 3_666 ? O1 Ni1 C7 30.55(6) . . ? O1 Ni1 C7 149.45(6) 3_666 . ? N5 Ni1 C7 84.99(7) 4_666 . ? N5 Ni1 C7 95.01(7) 2 . ? N2 Ni1 C7 33.82(7) . . ? N2 Ni1 C7 146.18(7) 3_666 . ? O1 Ni1 C7 149.45(6) . 3_666 ? O1 Ni1 C7 30.55(6) 3_666 3_666 ? N5 Ni1 C7 95.01(7) 4_666 3_666 ? N5 Ni1 C7 84.99(7) 2 3_666 ? N2 Ni1 C7 146.18(7) . 3_666 ? N2 Ni1 C7 33.82(7) 3_666 3_666 ? C7 Ni1 C7 180.0 . 3_666 ? C7 O1 Ni1 93.29(12) . . ? C5 N1 C1 115.8(2) . . ? C6 N2 C7 116.53(18) . . ? C6 N2 Ni1 154.52(15) . . ? C7 N2 Ni1 87.05(12) . . ? C8 N3 C6 115.58(19) . . ? C8 N4 C7 114.03(19) . . ? C11 N5 C12 117.41(19) . . ? C11 N5 Ni1 116.07(14) . 2_545 ? C12 N5 Ni1 125.02(16) . 2_545 ? N1 C1 C2 123.9(3) . . ? N1 C1 H1A 117.9 . . ? C2 C1 H1A 118.2 . . ? C1 C2 C3 119.8(2) . . ? C1 C2 H2A 119.2 . . ? C3 C2 H2A 120.9 . . ? C2 C3 C4 117.0(2) . . ? C2 C3 C6 119.4(2) . . ? C4 C3 C6 123.6(2) . . ? C5 C4 C3 118.8(2) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.4 . . ? N1 C5 C4 124.6(2) . . ? N1 C5 H5A 118.7 . . ? C4 C5 H5A 116.6 . . ? N2 C6 N3 123.7(2) . . ? N2 C6 C3 119.79(19) . . ? N3 C6 C3 116.48(19) . . ? O1 C7 N4 122.14(19) . . ? O1 C7 N2 114.95(18) . . ? N4 C7 N2 122.89(19) . . ? O1 C7 Ni1 56.16(10) . . ? N4 C7 Ni1 172.68(17) . . ? N2 C7 Ni1 59.13(10) . . ? N4 C8 N3 127.2(2) . . ? N4 C8 C9 117.09(19) . . ? N3 C8 C9 115.68(19) . . ? C13 C9 C10 118.1(2) . . ? C13 C9 C8 122.5(2) . . ? C10 C9 C8 119.33(19) . . ? C11 C10 C9 119.0(2) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? N5 C11 C10 123.5(2) . . ? N5 C11 H11A 117.8 . . ? C10 C11 H11A 118.7 . . ? N5 C12 C13 122.6(2) . . ? N5 C12 H12A 118.5 . . ? C13 C12 H12A 118.9 . . ? C9 C13 C12 119.2(2) . . ? C9 C13 H13A 120.2 . . ? C12 C13 H13A 120.6 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.619 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.073 #===END data_complex_2' _database_code_depnum_ccdc_archive 'CCDC 705318' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H17.20 N10 Ni O2.60' _chemical_formula_weight 569.99 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.0848(9) _cell_length_b 17.511(2) _cell_length_c 11.1614(11) _cell_angle_alpha 90.00 _cell_angle_beta 121.096(6) _cell_angle_gamma 90.00 _cell_volume 1185.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2321 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.870 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8053 _exptl_absorpt_correction_T_max 0.8316 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 6184 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0345 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2321 _reflns_number_gt 2004 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0743P)^2^+0.8748P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2321 _refine_ls_number_parameters 187 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1195 _refine_ls_wR_factor_gt 0.1137 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 0.5000 0.5000 0.01875(18) Uani 1 2 d S . . O1 O 0.2633(3) 0.43261(10) 0.5047(2) 0.0250(4) Uani 1 1 d . . . N1 N 0.7242(5) 0.41765(18) 0.0536(3) 0.0509(8) Uani 1 1 d . . . N2 N 0.3599(4) 0.41245(12) 0.3458(2) 0.0248(5) Uani 1 1 d . . . N3 N 0.2397(4) 0.30140(13) 0.2089(3) 0.0335(6) Uani 1 1 d . . . N4 N 0.1213(4) 0.32470(13) 0.3704(2) 0.0288(5) Uani 1 1 d . . . N5 N -0.2600(4) 0.08115(12) 0.1225(2) 0.0244(5) Uani 1 1 d . . . C1 C 0.5989(7) 0.3549(2) 0.0231(4) 0.0531(9) Uani 1 1 d . . . H1A H 0.5945 0.3211 -0.0425 0.064 Uiso 1 1 d R . . C2 C 0.4777(6) 0.33740(19) 0.0829(4) 0.0429(8) Uani 1 1 d . . . H2A H 0.3937 0.2930 0.0576 0.051 Uiso 1 1 d R . . C3 C 0.4797(5) 0.38655(16) 0.1815(3) 0.0295(6) Uani 1 1 d . . . C4 C 0.6078(5) 0.45182(17) 0.2134(3) 0.0365(7) Uani 1 1 d . . . H4A H 0.6150 0.4868 0.2783 0.044 Uiso 1 1 d R . . C5 C 0.7245(6) 0.4641(2) 0.1476(4) 0.0456(8) Uani 1 1 d . . . H5A H 0.8091 0.5083 0.1706 0.055 Uiso 1 1 d R . . C6 C 0.3523(5) 0.36662(15) 0.2488(3) 0.0265(6) Uani 1 1 d . . . C7 C 0.2431(5) 0.38930(14) 0.4076(3) 0.0239(6) Uani 1 1 d . . . C8 C 0.1284(5) 0.28462(15) 0.2724(3) 0.0275(6) Uani 1 1 d . . . C9 C -0.0008(5) 0.21169(16) 0.2265(3) 0.0282(6) Uani 1 1 d . . . C10 C 0.0083(5) 0.16620(16) 0.1286(3) 0.0328(7) Uani 1 1 d . . . H10A H 0.1016 0.1785 0.0960 0.039 Uiso 1 1 d R . . C11 C -0.1228(5) 0.10203(16) 0.0806(3) 0.0317(7) Uani 1 1 d . . . H11A H -0.1150 0.0716 0.0150 0.038 Uiso 1 1 d R . . C12 C -0.2613(6) 0.12358(18) 0.2218(3) 0.0400(8) Uani 1 1 d . . . H12A H -0.3523 0.1088 0.2549 0.048 Uiso 1 1 d R . . C13 C -0.1329(6) 0.18824(18) 0.2775(4) 0.0419(8) Uani 1 1 d . . . H13A H -0.1358 0.2157 0.3478 0.050 Uiso 1 1 d R . . O1W O 0.024(4) 0.5169(14) 0.0437(19) 0.171(9) Uani 0.30 1 d P . . H1WA H -0.0378 0.4738 0.0451 0.256 Uiso 0.60 1 d PR . . 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 0.0230(3) 0.0101(2) 0.0251(3) 0.00053(17) 0.0138(2) -0.00005(17) O1 0.0344(10) 0.0152(9) 0.0321(10) -0.0054(7) 0.0220(9) -0.0051(7) N1 0.0544(18) 0.062(2) 0.0541(19) 0.0037(15) 0.0406(16) -0.0048(15) N2 0.0302(12) 0.0179(11) 0.0276(12) -0.0033(9) 0.0158(10) -0.0023(9) N3 0.0471(15) 0.0232(12) 0.0424(15) -0.0107(11) 0.0318(13) -0.0134(11) N4 0.0381(13) 0.0211(12) 0.0344(13) -0.0089(10) 0.0238(12) -0.0107(10) N5 0.0280(11) 0.0162(10) 0.0306(12) -0.0045(9) 0.0163(10) -0.0047(9) C1 0.072(3) 0.050(2) 0.061(2) -0.0085(18) 0.051(2) -0.008(2) C2 0.058(2) 0.0369(18) 0.050(2) -0.0122(15) 0.0393(18) -0.0115(15) C3 0.0345(15) 0.0280(15) 0.0294(15) 0.0021(12) 0.0190(13) -0.0019(12) C4 0.0446(18) 0.0316(16) 0.0382(17) -0.0012(13) 0.0249(15) -0.0081(14) C5 0.0445(19) 0.046(2) 0.050(2) 0.0062(16) 0.0271(17) -0.0111(16) C6 0.0295(14) 0.0240(14) 0.0266(14) 0.0003(11) 0.0149(12) -0.0018(11) C7 0.0302(14) 0.0175(12) 0.0275(14) 0.0022(11) 0.0174(12) -0.0030(10) C8 0.0337(15) 0.0203(14) 0.0332(15) -0.0050(11) 0.0206(13) -0.0067(11) C9 0.0326(15) 0.0229(14) 0.0330(15) -0.0071(11) 0.0198(13) -0.0083(11) C10 0.0393(17) 0.0295(15) 0.0406(17) -0.0114(13) 0.0284(15) -0.0133(13) C11 0.0391(17) 0.0263(15) 0.0387(17) -0.0125(12) 0.0265(15) -0.0064(12) C12 0.053(2) 0.0393(18) 0.0492(19) -0.0172(15) 0.0415(17) -0.0209(15) C13 0.061(2) 0.0354(17) 0.0498(19) -0.0228(15) 0.0433(18) -0.0243(16) O1W 0.202(18) 0.25(2) 0.135(18) -0.078(14) 0.141(17) -0.153(15) _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 O1 2.0734(18) . ? Ni1 O1 2.0734(18) 3_666 ? Ni1 N5 2.093(2) 2 ? Ni1 N5 2.093(2) 4_666 ? Ni1 N2 2.129(2) 3_666 ? Ni1 N2 2.129(2) . ? Ni1 C7 2.489(3) 3_666 ? Ni1 C7 2.489(3) . ? O1 C7 1.269(3) . ? N1 C5 1.327(5) . ? N1 C1 1.341(5) . ? N2 C6 1.327(4) . ? N2 C7 1.384(3) . ? N3 C6 1.331(3) . ? N3 C8 1.337(4) . ? N4 C8 1.322(4) . ? N4 C7 1.351(3) . ? N5 C11 1.330(4) . ? N5 C12 1.338(4) . ? N5 Ni1 2.093(2) 2_545 ? C1 C2 1.367(5) . ? C1 H1A 0.9300 . ? C2 C3 1.392(4) . ? C2 H2A 0.9300 . ? C3 C4 1.387(4) . ? C3 C6 1.483(4) . ? C4 C5 1.377(5) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C8 C9 1.499(4) . ? C9 C10 1.380(4) . ? C9 C13 1.386(4) . ? C10 C11 1.378(4) . ? C10 H10A 0.9299 . ? C11 H11A 0.9300 . ? C12 C13 1.383(4) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? O1W O1W 1.04(3) 3_565 ? O1W H1WA 0.8760 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O1 180.00(8) . 3_666 ? O1 Ni1 N5 90.47(8) . 2 ? O1 Ni1 N5 89.53(8) 3_666 2 ? O1 Ni1 N5 89.53(8) . 4_666 ? O1 Ni1 N5 90.47(8) 3_666 4_666 ? N5 Ni1 N5 180.000(1) 2 4_666 ? O1 Ni1 N2 115.79(8) . 3_666 ? O1 Ni1 N2 64.21(8) 3_666 3_666 ? N5 Ni1 N2 85.50(9) 2 3_666 ? N5 Ni1 N2 94.50(9) 4_666 3_666 ? O1 Ni1 N2 64.21(8) . . ? O1 Ni1 N2 115.79(8) 3_666 . ? N5 Ni1 N2 94.50(9) 2 . ? N5 Ni1 N2 85.50(9) 4_666 . ? N2 Ni1 N2 180.00(8) 3_666 . ? O1 Ni1 C7 149.41(8) . 3_666 ? O1 Ni1 C7 30.59(8) 3_666 3_666 ? N5 Ni1 C7 85.15(9) 2 3_666 ? N5 Ni1 C7 94.85(9) 4_666 3_666 ? N2 Ni1 C7 33.74(9) 3_666 3_666 ? N2 Ni1 C7 146.26(9) . 3_666 ? O1 Ni1 C7 30.59(8) . . ? O1 Ni1 C7 149.41(8) 3_666 . ? N5 Ni1 C7 94.85(9) 2 . ? N5 Ni1 C7 85.15(9) 4_666 . ? N2 Ni1 C7 146.26(9) 3_666 . ? N2 Ni1 C7 33.74(9) . . ? C7 Ni1 C7 180.0 3_666 . ? C7 O1 Ni1 93.14(15) . . ? C5 N1 C1 115.7(3) . . ? C6 N2 C7 116.6(2) . . ? C6 N2 Ni1 154.3(2) . . ? C7 N2 Ni1 87.56(15) . . ? C6 N3 C8 115.2(2) . . ? C8 N4 C7 114.0(2) . . ? C11 N5 C12 117.3(2) . . ? C11 N5 Ni1 116.84(18) . 2_545 ? C12 N5 Ni1 124.6(2) . 2_545 ? N1 C1 C2 124.1(3) . . ? N1 C1 H1A 118.0 . . ? C2 C1 H1A 117.9 . . ? C1 C2 C3 119.7(3) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.1 . . ? C4 C3 C2 116.8(3) . . ? C4 C3 C6 123.6(3) . . ? C2 C3 C6 119.6(3) . . ? C5 C4 C3 119.1(3) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.4 . . ? N1 C5 C4 124.7(3) . . ? N1 C5 H5A 117.8 . . ? C4 C5 H5A 117.5 . . ? N2 C6 N3 123.9(3) . . ? N2 C6 C3 119.5(2) . . ? N3 C6 C3 116.6(2) . . ? O1 C7 N4 122.4(2) . . ? O1 C7 N2 114.7(2) . . ? N4 C7 N2 122.9(2) . . ? O1 C7 Ni1 56.28(13) . . ? N4 C7 Ni1 173.4(2) . . ? N2 C7 Ni1 58.70(13) . . ? N4 C8 N3 127.4(2) . . ? N4 C8 C9 117.3(2) . . ? N3 C8 C9 115.4(2) . . ? C10 C9 C13 118.1(3) . . ? C10 C9 C8 119.5(2) . . ? C13 C9 C8 122.3(2) . . ? C11 C10 C9 118.8(3) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? N5 C11 C10 123.7(3) . . ? N5 C11 H11A 118.1 . . ? C10 C11 H11A 118.1 . . ? N5 C12 C13 122.9(3) . . ? N5 C12 H12A 118.5 . . ? C13 C12 H12A 118.6 . . ? C12 C13 C9 119.0(3) . . ? C12 C13 H13A 120.5 . . ? C9 C13 H13A 120.5 . . ? O1W O1W H1WA 66.6 3_565 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.791 _refine_diff_density_min -0.613 _refine_diff_density_rms 0.075 #===END