# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof Xian-He Bu' _publ_contact_author_email BUXH@NANKAI.EDU.CN _publ_section_title ; Nickel(II)-Azido Ferromagnetic Chains in 3D Porous Metal-Organic Framework with Breathing Guest Molecules ; loop_ _publ_author_name 'Xian-He Bu' 'Bo-Wen Hu' 'Fu-Chen Liu' 'Yong - Fei Zeng' ; Jiong -Peng Zhao ; # Attachment 'B808721K_ccdc_668703_689318_cif.txt' # Attachment '1.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 668703' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H44 N12 Ni4 O18' _chemical_formula_weight 1215.63 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.708(5) _cell_length_b 21.503(6) _cell_length_c 7.602(2) _cell_angle_alpha 90.00 _cell_angle_beta 107.636(4) _cell_angle_gamma 90.00 _cell_volume 2914.4(14) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2165 _cell_measurement_theta_min 2.8570 _cell_measurement_theta_max 25.7944 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 1.344 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7058 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2559 _reflns_number_gt 1879 _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^)+(0.0754P)^2^+6.7889P] 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 2559 _refine_ls_number_parameters 171 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0733 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1423 _refine_ls_wR_factor_gt 0.1226 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.026 _refine_ls_shift/su_mean 0.001 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 0.08943(4) -0.7500 0.0220(3) Uani 1 2 d S . . Ni2 Ni -0.5000 0.5000 -0.5000 0.0159(2) Uani 1 2 d S . . O1W O -0.50105(19) 0.07983(18) -1.0222(5) 0.0354(9) Uani 1 1 d . . . H1 H -0.5383 0.0600 -1.0796 0.043 Uiso 1 1 d R . . H2 H -0.4702 0.0634 -1.0514 0.043 Uiso 1 1 d R . . O1 O -0.11341(19) 0.41541(19) -0.3249(5) 0.0405(10) Uani 1 1 d . . . O2 O -0.1021(2) 0.5201(2) -0.3293(6) 0.0447(10) Uani 1 1 d . . . O3 O -0.52314(18) 0.41345(14) -0.6279(4) 0.0226(7) Uani 1 1 d . . . O4 O -0.2972(18) 0.2165(13) -0.348(4) 0.279(13) Uiso 0.50 1 d PD . . H4B H -0.3001 0.1840 -0.4063 0.419 Uiso 0.50 1 calc PR . . N1 N -0.3815(2) 0.48701(18) -0.4421(5) 0.0237(9) Uani 1 1 d U . . N2 N -0.5000 0.1845(3) -0.7500 0.0247(13) Uani 1 2 d SU . . N3 N -0.5000 0.4525(3) -0.2500 0.0207(12) Uani 1 2 d SU . . N4 N -0.5000 0.3969(3) -0.2500 0.0371(16) Uani 1 2 d SU . . N5 N -0.5000 0.3432(4) -0.2500 0.078(3) Uani 1 2 d SU . . C1 C -0.3375(3) 0.5378(2) -0.4381(7) 0.0288(12) Uani 1 1 d . . . H1A H -0.3599 0.5769 -0.4572 0.035 Uiso 1 1 calc R . . C2 C -0.2602(3) 0.5338(2) -0.4066(7) 0.0311(12) Uani 1 1 d . . . H2A H -0.2321 0.5696 -0.4042 0.037 Uiso 1 1 calc R . . C3 C -0.2251(3) 0.4754(2) -0.3785(6) 0.0251(11) Uani 1 1 d . . . C4 C -0.2696(3) 0.4232(2) -0.3815(7) 0.0301(12) Uani 1 1 d . . . H4A H -0.2484 0.3837 -0.3633 0.036 Uiso 1 1 calc R . . C5 C -0.3467(3) 0.4312(2) -0.4125(7) 0.0285(12) Uani 1 1 d . . . H5A H -0.3757 0.3960 -0.4126 0.034 Uiso 1 1 calc R . . C6 C -0.1400(3) 0.4700(3) -0.3417(7) 0.0305(12) Uani 1 1 d . . . C7 C -0.5459(3) 0.2176(2) -0.6781(8) 0.0355(13) Uani 1 1 d . . . H7A H -0.5784 0.1959 -0.6288 0.043 Uiso 1 1 calc R . . C8 C -0.5472(3) 0.2826(2) -0.6737(8) 0.0356(13) Uani 1 1 d . . . H8A H -0.5792 0.3032 -0.6205 0.043 Uiso 1 1 calc R . . C9 C -0.5000 0.3162(3) -0.7500 0.0205(14) Uani 1 2 d S . . C10 C -0.5000 0.3872(3) -0.7500 0.0192(14) Uani 1 2 d S . . C11 C -0.3541(16) 0.2161(13) -0.247(4) 0.157(10) Uiso 0.50 1 d P . . H11A H -0.3456 0.1810 -0.1627 0.188 Uiso 0.50 1 calc PR . . H11B H -0.4042 0.2125 -0.3332 0.188 Uiso 0.50 1 calc PR . . C12 C -0.3470(16) 0.2733(14) -0.146(4) 0.172(12) Uiso 0.50 1 d PD . . H12A H -0.3830 0.2741 -0.0787 0.258 Uiso 0.50 1 calc PR . . H12B H -0.3558 0.3077 -0.2301 0.258 Uiso 0.50 1 calc PR . . H12C H -0.2973 0.2763 -0.0607 0.258 Uiso 0.50 1 calc 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 0.0192(5) 0.0174(5) 0.0297(5) 0.000 0.0077(4) 0.000 Ni2 0.0170(4) 0.0158(5) 0.0154(4) -0.0010(3) 0.0054(3) 0.0007(3) O1W 0.034(2) 0.042(2) 0.032(2) -0.0091(17) 0.0131(17) -0.0003(17) O1 0.0216(19) 0.049(3) 0.050(2) 0.002(2) 0.0106(17) 0.0116(18) O2 0.026(2) 0.056(3) 0.054(3) -0.009(2) 0.0147(18) -0.013(2) O3 0.0301(18) 0.0206(18) 0.0205(17) -0.0023(14) 0.0130(14) -0.0009(14) N1 0.021(2) 0.024(2) 0.026(2) 0.0027(17) 0.0080(17) 0.0017(17) N2 0.027(3) 0.020(3) 0.029(3) 0.000 0.012(2) 0.000 N3 0.026(3) 0.019(3) 0.019(3) 0.000 0.010(2) 0.000 N4 0.070(4) 0.024(4) 0.018(3) 0.000 0.015(3) 0.000 N5 0.152(7) 0.036(5) 0.045(4) 0.000 0.027(5) 0.000 C1 0.025(3) 0.020(3) 0.042(3) 0.001(2) 0.010(2) 0.003(2) C2 0.021(3) 0.030(3) 0.041(3) 0.002(2) 0.008(2) -0.006(2) C3 0.020(2) 0.032(3) 0.023(3) 0.001(2) 0.006(2) 0.002(2) C4 0.021(3) 0.025(3) 0.042(3) 0.004(2) 0.006(2) 0.006(2) C5 0.025(3) 0.024(3) 0.038(3) 0.005(2) 0.010(2) -0.003(2) C6 0.019(3) 0.047(4) 0.026(3) -0.003(2) 0.007(2) 0.002(3) C7 0.044(3) 0.021(3) 0.054(4) 0.000(3) 0.032(3) -0.006(2) C8 0.045(3) 0.021(3) 0.053(4) -0.007(3) 0.034(3) -0.001(2) C9 0.026(3) 0.021(4) 0.015(3) 0.000 0.007(3) 0.000 C10 0.014(3) 0.017(4) 0.024(4) 0.000 0.003(3) 0.000 _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 2.026(3) 7_454 ? Ni1 O1 2.026(3) 8_455 ? Ni1 N2 2.045(6) . ? Ni1 O1W 2.073(3) . ? Ni1 O1W 2.073(3) 2_453 ? Ni2 O3 2.083(3) 5_464 ? Ni2 O3 2.083(3) . ? Ni2 N1 2.144(4) 5_464 ? Ni2 N1 2.144(4) . ? Ni2 N3 2.157(3) 5_464 ? Ni2 N3 2.157(3) . ? O1W H1 0.8200 . ? O1W H2 0.7647 . ? O1 C6 1.266(6) . ? O1 Ni1 2.026(3) 7_454 ? O2 C6 1.278(7) . ? O3 C10 1.270(4) . ? O4 C11 1.49(3) . ? O4 H4B 0.8200 . ? N1 C5 1.352(6) . ? N1 C1 1.363(6) . ? N2 C7 1.352(6) 2_453 ? N2 C7 1.352(6) . ? N3 N4 1.196(8) . ? N3 Ni2 2.157(3) 2_454 ? N4 N5 1.155(9) . ? C1 C2 1.394(7) . ? C1 H1A 0.9300 . ? C2 C3 1.403(7) . ? C2 H2A 0.9300 . ? C3 C4 1.395(7) . ? C3 C6 1.534(6) . ? C4 C5 1.401(7) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C7 C8 1.398(7) . ? C7 H7A 0.9300 . ? C8 C9 1.397(6) . ? C8 H8A 0.9300 . ? C9 C8 1.397(6) 2_453 ? C9 C10 1.526(9) . ? C10 O3 1.270(4) 2_453 ? C11 C12 1.44(3) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? 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 174.1(2) 7_454 8_455 ? O1 Ni1 N2 92.94(12) 7_454 . ? O1 Ni1 N2 92.94(12) 8_455 . ? O1 Ni1 O1W 88.17(14) 7_454 . ? O1 Ni1 O1W 91.25(14) 8_455 . ? N2 Ni1 O1W 95.71(11) . . ? O1 Ni1 O1W 91.25(14) 7_454 2_453 ? O1 Ni1 O1W 88.17(14) 8_455 2_453 ? N2 Ni1 O1W 95.71(11) . 2_453 ? O1W Ni1 O1W 168.6(2) . 2_453 ? O3 Ni2 O3 180.00(8) 5_464 . ? O3 Ni2 N1 92.01(14) 5_464 5_464 ? O3 Ni2 N1 87.99(14) . 5_464 ? O3 Ni2 N1 87.99(14) 5_464 . ? O3 Ni2 N1 92.01(14) . . ? N1 Ni2 N1 180.00(5) 5_464 . ? O3 Ni2 N3 86.14(15) 5_464 5_464 ? O3 Ni2 N3 93.86(15) . 5_464 ? N1 Ni2 N3 91.93(10) 5_464 5_464 ? N1 Ni2 N3 88.07(10) . 5_464 ? O3 Ni2 N3 93.86(15) 5_464 . ? O3 Ni2 N3 86.14(15) . . ? N1 Ni2 N3 88.07(10) 5_464 . ? N1 Ni2 N3 91.93(10) . . ? N3 Ni2 N3 180.000(1) 5_464 . ? Ni1 O1W H1 109.4 . . ? Ni1 O1W H2 123.8 . . ? H1 O1W H2 101.5 . . ? C6 O1 Ni1 115.0(3) . 7_454 ? C10 O3 Ni2 132.0(3) . . ? C11 O4 H4B 109.5 . . ? C5 N1 C1 116.8(4) . . ? C5 N1 Ni2 124.4(3) . . ? C1 N1 Ni2 118.7(3) . . ? C7 N2 C7 116.6(6) 2_453 . ? C7 N2 Ni1 121.7(3) 2_453 . ? C7 N2 Ni1 121.7(3) . . ? N4 N3 Ni2 118.24(13) . 2_454 ? N4 N3 Ni2 118.24(13) . . ? Ni2 N3 Ni2 123.5(3) 2_454 . ? N5 N4 N3 180.000(1) . . ? N1 C1 C2 122.8(5) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C1 C2 C3 119.7(5) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.2 . . ? C4 C3 C2 118.0(4) . . ? C4 C3 C6 121.5(5) . . ? C2 C3 C6 120.6(5) . . ? C3 C4 C5 118.9(5) . . ? C3 C4 H4A 120.6 . . ? C5 C4 H4A 120.6 . . ? N1 C5 C4 123.8(5) . . ? N1 C5 H5A 118.1 . . ? C4 C5 H5A 118.1 . . ? O1 C6 O2 125.5(5) . . ? O1 C6 C3 116.4(5) . . ? O2 C6 C3 118.2(5) . . ? N2 C7 C8 123.6(5) . . ? N2 C7 H7A 118.2 . . ? C8 C7 H7A 118.2 . . ? C9 C8 C7 119.3(5) . . ? C9 C8 H8A 120.3 . . ? C7 C8 H8A 120.3 . . ? C8 C9 C8 117.6(6) 2_453 . ? C8 C9 C10 121.2(3) 2_453 . ? C8 C9 C10 121.2(3) . . ? O3 C10 O3 127.2(6) . 2_453 ? O3 C10 C9 116.4(3) . . ? O3 C10 C9 116.4(3) 2_453 . ? O4 C11 C12 108(2) . . ? O4 C11 H11A 110.1 . . ? C12 C11 H11A 110.1 . . ? O4 C11 H11B 110.2 . . ? C12 C11 H11B 110.1 . . ? H11A C11 H11B 108.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Ni2 O3 C10 -35(100) 5_464 . . . ? N1 Ni2 O3 C10 131.5(3) 5_464 . . . ? N1 Ni2 O3 C10 -48.5(3) . . . . ? N3 Ni2 O3 C10 39.7(3) 5_464 . . . ? N3 Ni2 O3 C10 -140.3(3) . . . . ? O3 Ni2 N1 C5 150.0(4) 5_464 . . . ? O3 Ni2 N1 C5 -30.0(4) . . . . ? N1 Ni2 N1 C5 -128(100) 5_464 . . . ? N3 Ni2 N1 C5 -123.7(4) 5_464 . . . ? N3 Ni2 N1 C5 56.3(4) . . . . ? O3 Ni2 N1 C1 -31.4(4) 5_464 . . . ? O3 Ni2 N1 C1 148.6(4) . . . . ? N1 Ni2 N1 C1 51(100) 5_464 . . . ? N3 Ni2 N1 C1 54.9(4) 5_464 . . . ? N3 Ni2 N1 C1 -125.2(4) . . . . ? O1 Ni1 N2 C7 42.5(3) 7_454 . . 2_453 ? O1 Ni1 N2 C7 -137.5(3) 8_455 . . 2_453 ? O1W Ni1 N2 C7 -45.9(3) . . . 2_453 ? O1W Ni1 N2 C7 134.1(3) 2_453 . . 2_453 ? O1 Ni1 N2 C7 -137.5(3) 7_454 . . . ? O1 Ni1 N2 C7 42.5(3) 8_455 . . . ? O1W Ni1 N2 C7 134.1(3) . . . . ? O1W Ni1 N2 C7 -45.9(3) 2_453 . . . ? O3 Ni2 N3 N4 -168.55(9) 5_464 . . . ? O3 Ni2 N3 N4 11.45(9) . . . . ? N1 Ni2 N3 N4 99.56(11) 5_464 . . . ? N1 Ni2 N3 N4 -80.44(11) . . . . ? N3 Ni2 N3 N4 -21(100) 5_464 . . . ? O3 Ni2 N3 Ni2 11.45(9) 5_464 . . 2_454 ? O3 Ni2 N3 Ni2 -168.55(9) . . . 2_454 ? N1 Ni2 N3 Ni2 -80.44(11) 5_464 . . 2_454 ? N1 Ni2 N3 Ni2 99.56(11) . . . 2_454 ? N3 Ni2 N3 Ni2 159(100) 5_464 . . 2_454 ? Ni2 N3 N4 N5 0(100) 2_454 . . . ? Ni2 N3 N4 N5 0(100) . . . . ? C5 N1 C1 C2 0.5(7) . . . . ? Ni2 N1 C1 C2 -178.2(4) . . . . ? N1 C1 C2 C3 0.4(8) . . . . ? C1 C2 C3 C4 -0.6(7) . . . . ? C1 C2 C3 C6 -179.4(4) . . . . ? C2 C3 C4 C5 0.1(7) . . . . ? C6 C3 C4 C5 178.8(4) . . . . ? C1 N1 C5 C4 -1.1(7) . . . . ? Ni2 N1 C5 C4 177.6(4) . . . . ? C3 C4 C5 N1 0.8(8) . . . . ? Ni1 O1 C6 O2 5.6(7) 7_454 . . . ? Ni1 O1 C6 C3 -173.9(3) 7_454 . . . ? C4 C3 C6 O1 3.9(7) . . . . ? C2 C3 C6 O1 -177.4(5) . . . . ? C4 C3 C6 O2 -175.6(5) . . . . ? C2 C3 C6 O2 3.1(7) . . . . ? C7 N2 C7 C8 -0.6(4) 2_453 . . . ? Ni1 N2 C7 C8 179.4(4) . . . . ? N2 C7 C8 C9 1.2(8) . . . . ? C7 C8 C9 C8 -0.6(4) . . . 2_453 ? C7 C8 C9 C10 179.4(4) . . . . ? Ni2 O3 C10 O3 -26.5(2) . . . 2_453 ? Ni2 O3 C10 C9 153.5(2) . . . . ? C8 C9 C10 O3 -156.5(3) 2_453 . . . ? C8 C9 C10 O3 23.5(3) . . . . ? C8 C9 C10 O3 23.5(3) 2_453 . . 2_453 ? C8 C9 C10 O3 -156.5(3) . . . 2_453 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.769 _refine_diff_density_min -0.513 _refine_diff_density_rms 0.126 data_2 _database_code_depnum_ccdc_archive 'CCDC 689318' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 N3 Ni O4' _chemical_formula_weight 280.89 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' 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.502(4) _cell_length_b 21.177(4) _cell_length_c 7.4933(15) _cell_angle_alpha 90.00 _cell_angle_beta 107.39(3) _cell_angle_gamma 90.00 _cell_volume 2801.8(10) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 1.390 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14484 _diffrn_reflns_av_R_equivalents 0.0541 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3210 _reflns_number_gt 2796 _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^)+(0.0427P)^2^+5.1793P] 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 3210 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.1099 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 Ni1 Ni 0.0000 0.41123(2) 0.2500 0.02076(15) Uani 1 2 d S . . Ni2 Ni 0.5000 0.5000 0.5000 0.01539(14) Uani 1 2 d S . . O3 O 0.47742(12) 0.58685(8) 0.3736(3) 0.0230(4) Uani 1 1 d . . . N1 N 0.38119(13) 0.48736(11) 0.4413(3) 0.0223(5) Uani 1 1 d . . . C4 C 0.26964(17) 0.42362(14) 0.3848(5) 0.0310(7) Uani 1 1 d . . . H4A H 0.2482 0.3835 0.3690 0.037 Uiso 1 1 calc R . . O1W O -0.00096(16) 0.42108(12) -0.0209(4) 0.0334(5) Uani 1 1 d . . . C3 C 0.22475(16) 0.47667(15) 0.3782(4) 0.0250(6) Uani 1 1 d . . . C5 C 0.34668(17) 0.43127(14) 0.4153(5) 0.0290(7) Uani 1 1 d . . . H5A H 0.3760 0.3954 0.4177 0.035 Uiso 1 1 calc R . . C6 C 0.14037(17) 0.47145(16) 0.3413(4) 0.0309(7) Uani 1 1 d . . . O2 O 0.10234(13) 0.52113(12) 0.3293(4) 0.0424(6) Uani 1 1 d . . . C2 C 0.25985(17) 0.53453(15) 0.4043(5) 0.0312(7) Uani 1 1 d . . . H2A H 0.2317 0.5712 0.4007 0.037 Uiso 1 1 calc R . . C1 C 0.33757(17) 0.53796(14) 0.4362(5) 0.0300(7) Uani 1 1 d . . . H1A H 0.3604 0.5775 0.4548 0.036 Uiso 1 1 calc R . . O1 O 0.11306(13) 0.41619(12) 0.3239(4) 0.0408(6) Uani 1 1 d . . . N3 N 0.5000 0.54645(15) 0.7500 0.0206(7) Uani 1 2 d S . . N4 N 0.5000 0.60234(18) 0.7500 0.0487(13) Uani 1 2 d S . . N5 N 0.5000 0.6563(2) 0.7500 0.142(4) Uani 1 2 d S . . C11 C 0.5000 0.61314(17) 0.2500 0.0176(7) Uani 1 2 d S . . C9 C 0.5000 0.68426(17) 0.2500 0.0215(8) Uani 1 2 d S . . N2 N 0.5000 0.81582(15) 0.2500 0.0245(7) Uani 1 2 d S . . C10 C 0.5430(2) 0.78302(15) 0.1679(6) 0.0436(10) Uani 1 1 d . . . H10A H 0.572(2) 0.8089(19) 0.116(6) 0.052 Uiso 1 1 d . . . H1WB H 0.035(2) 0.441(2) -0.060(6) 0.054(12) Uiso 1 1 d . . . H1WA H -0.033(2) 0.430(2) -0.092(6) 0.041(13) Uiso 1 1 d . . . C8 C 0.5441(2) 0.71804(14) 0.1632(6) 0.0412(9) Uani 1 1 d . . . H8A H 0.5742 0.6971 0.1024 0.049 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0181(3) 0.0135(2) 0.0317(3) 0.000 0.0090(2) 0.000 Ni2 0.0160(3) 0.0129(2) 0.0185(2) 0.00071(17) 0.00687(18) -0.00075(17) O3 0.0329(11) 0.0145(9) 0.0257(10) 0.0043(8) 0.0149(9) 0.0027(8) N1 0.0182(12) 0.0229(12) 0.0262(12) -0.0026(9) 0.0073(10) -0.0019(9) C4 0.0247(16) 0.0228(15) 0.0446(18) -0.0022(13) 0.0091(14) -0.0038(12) O1W 0.0311(14) 0.0365(13) 0.0333(13) 0.0079(10) 0.0107(12) 0.0001(11) C3 0.0182(14) 0.0332(16) 0.0239(14) -0.0004(12) 0.0067(11) -0.0024(12) C5 0.0228(15) 0.0215(14) 0.0426(18) -0.0035(13) 0.0094(13) 0.0003(12) C6 0.0196(15) 0.047(2) 0.0269(15) 0.0002(14) 0.0077(12) -0.0026(14) O2 0.0227(12) 0.0547(16) 0.0506(15) 0.0056(12) 0.0122(11) 0.0099(11) C2 0.0217(15) 0.0271(16) 0.0460(19) -0.0001(14) 0.0119(14) 0.0039(12) C1 0.0217(15) 0.0225(14) 0.0463(18) -0.0032(13) 0.0109(13) -0.0025(12) O1 0.0212(11) 0.0476(15) 0.0537(15) -0.0030(12) 0.0114(11) -0.0100(10) N3 0.0256(18) 0.0180(16) 0.0194(16) 0.000 0.0083(13) 0.000 N4 0.107(4) 0.020(2) 0.0226(19) 0.000 0.024(2) 0.000 N5 0.357(14) 0.022(3) 0.046(3) 0.000 0.059(6) 0.000 C11 0.0149(18) 0.0187(18) 0.0192(18) 0.000 0.0049(14) 0.000 C9 0.027(2) 0.0145(18) 0.0236(19) 0.000 0.0078(16) 0.000 N2 0.0274(18) 0.0132(15) 0.0352(19) 0.000 0.0129(15) 0.000 C10 0.062(2) 0.0193(15) 0.070(3) -0.0004(16) 0.050(2) -0.0025(16) C8 0.060(2) 0.0180(15) 0.065(2) -0.0048(15) 0.048(2) -0.0020(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 2.000(2) 2 ? Ni1 O1 2.000(2) . ? Ni1 N2 2.020(3) 3_445 ? Ni1 O1W 2.035(2) 2 ? Ni1 O1W 2.035(2) . ? Ni2 O3 2.0537(18) 5_666 ? Ni2 O3 2.0537(18) . ? Ni2 N3 2.1159(15) 5_666 ? Ni2 N3 2.1159(15) . ? Ni2 N1 2.126(2) . ? Ni2 N1 2.126(2) 5_666 ? O3 C11 1.254(2) . ? N1 C5 1.335(4) . ? N1 C1 1.335(4) . ? C4 C5 1.384(4) . ? C4 C3 1.389(4) . ? C4 H4A 0.9300 . ? O1W H1WB 0.92(4) . ? O1W H1WA 0.70(4) . ? C3 C2 1.373(4) . ? C3 C6 1.506(4) . ? C5 H5A 0.9300 . ? C6 O2 1.254(4) . ? C6 O1 1.266(4) . ? C2 C1 1.387(4) . ? C2 H2A 0.9300 . ? C1 H1A 0.9300 . ? N3 N4 1.184(5) . ? N3 Ni2 2.1159(15) 2_656 ? N4 N5 1.142(6) . ? C11 O3 1.254(2) 2_655 ? C11 C9 1.506(5) . ? C9 C8 1.385(4) 2_655 ? C9 C8 1.385(4) . ? N2 C10 1.336(4) 2_655 ? N2 C10 1.336(4) . ? N2 Ni1 2.020(3) 3 ? C10 C8 1.377(4) . ? C10 H10A 0.93(4) . ? C8 H8A 0.9300 . ? 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 173.98(14) 2 . ? O1 Ni1 N2 93.01(7) 2 3_445 ? O1 Ni1 N2 93.01(7) . 3_445 ? O1 Ni1 O1W 88.14(11) 2 2 ? O1 Ni1 O1W 91.25(11) . 2 ? N2 Ni1 O1W 95.88(7) 3_445 2 ? O1 Ni1 O1W 91.25(11) 2 . ? O1 Ni1 O1W 88.14(11) . . ? N2 Ni1 O1W 95.88(7) 3_445 . ? O1W Ni1 O1W 168.24(15) 2 . ? O3 Ni2 O3 180.000(1) 5_666 . ? O3 Ni2 N3 86.46(9) 5_666 5_666 ? O3 Ni2 N3 93.54(9) . 5_666 ? O3 Ni2 N3 93.54(9) 5_666 . ? O3 Ni2 N3 86.46(9) . . ? N3 Ni2 N3 180.0 5_666 . ? O3 Ni2 N1 92.16(9) 5_666 . ? O3 Ni2 N1 87.84(9) . . ? N3 Ni2 N1 91.83(7) 5_666 . ? N3 Ni2 N1 88.17(7) . . ? O3 Ni2 N1 87.84(9) 5_666 5_666 ? O3 Ni2 N1 92.16(9) . 5_666 ? N3 Ni2 N1 88.17(7) 5_666 5_666 ? N3 Ni2 N1 91.83(7) . 5_666 ? N1 Ni2 N1 180.00(3) . 5_666 ? C11 O3 Ni2 132.18(19) . . ? C5 N1 C1 116.8(3) . . ? C5 N1 Ni2 124.2(2) . . ? C1 N1 Ni2 118.93(19) . . ? C5 C4 C3 119.1(3) . . ? C5 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? Ni1 O1W H1WB 125(3) . . ? Ni1 O1W H1WA 123(3) . . ? H1WB O1W H1WA 99(4) . . ? C2 C3 C4 117.7(3) . . ? C2 C3 C6 120.8(3) . . ? C4 C3 C6 121.5(3) . . ? N1 C5 C4 123.5(3) . . ? N1 C5 H5A 118.2 . . ? C4 C5 H5A 118.2 . . ? O2 C6 O1 124.8(3) . . ? O2 C6 C3 118.7(3) . . ? O1 C6 C3 116.5(3) . . ? C3 C2 C1 119.5(3) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? N1 C1 C2 123.3(3) . . ? N1 C1 H1A 118.3 . . ? C2 C1 H1A 118.3 . . ? C6 O1 Ni1 115.4(2) . . ? N4 N3 Ni2 117.70(8) . . ? N4 N3 Ni2 117.70(8) . 2_656 ? Ni2 N3 Ni2 124.60(15) . 2_656 ? N5 N4 N3 180.000(1) . . ? O3 C11 O3 127.3(3) . 2_655 ? O3 C11 C9 116.36(17) . . ? O3 C11 C9 116.36(17) 2_655 . ? C8 C9 C8 117.8(4) 2_655 . ? C8 C9 C11 121.08(18) 2_655 . ? C8 C9 C11 121.08(18) . . ? C10 N2 C10 117.4(4) 2_655 . ? C10 N2 Ni1 121.32(18) 2_655 3 ? C10 N2 Ni1 121.32(18) . 3 ? N2 C10 C8 123.2(3) . . ? N2 C10 H10A 113(2) . . ? C8 C10 H10A 124(2) . . ? C10 C8 C9 119.2(3) . . ? C10 C8 H8A 120.4 . . ? C9 C8 H8A 120.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Ni2 O3 C11 36(11) 5_666 . . . ? N3 Ni2 O3 C11 -38.8(2) 5_666 . . . ? N3 Ni2 O3 C11 141.2(2) . . . . ? N1 Ni2 O3 C11 -130.5(2) . . . . ? N1 Ni2 O3 C11 49.5(2) 5_666 . . . ? O3 Ni2 N1 C5 -28.2(2) 5_666 . . . ? O3 Ni2 N1 C5 151.8(2) . . . . ? N3 Ni2 N1 C5 58.3(3) 5_666 . . . ? N3 Ni2 N1 C5 -121.7(3) . . . . ? N1 Ni2 N1 C5 113(100) 5_666 . . . ? O3 Ni2 N1 C1 149.3(2) 5_666 . . . ? O3 Ni2 N1 C1 -30.7(2) . . . . ? N3 Ni2 N1 C1 -124.2(2) 5_666 . . . ? N3 Ni2 N1 C1 55.8(2) . . . . ? N1 Ni2 N1 C1 -70(100) 5_666 . . . ? C5 C4 C3 C2 -0.6(5) . . . . ? C5 C4 C3 C6 178.6(3) . . . . ? C1 N1 C5 C4 -0.3(5) . . . . ? Ni2 N1 C5 C4 177.2(2) . . . . ? C3 C4 C5 N1 0.8(5) . . . . ? C2 C3 C6 O2 2.1(4) . . . . ? C4 C3 C6 O2 -177.1(3) . . . . ? C2 C3 C6 O1 -178.2(3) . . . . ? C4 C3 C6 O1 2.6(4) . . . . ? C4 C3 C2 C1 -0.1(5) . . . . ? C6 C3 C2 C1 -179.3(3) . . . . ? C5 N1 C1 C2 -0.4(5) . . . . ? Ni2 N1 C1 C2 -178.1(2) . . . . ? C3 C2 C1 N1 0.6(5) . . . . ? O2 C6 O1 Ni1 5.5(4) . . . . ? C3 C6 O1 Ni1 -174.16(19) . . . . ? O1 Ni1 O1 C6 -0.2(2) 2 . . . ? N2 Ni1 O1 C6 179.8(2) 3_445 . . . ? O1W Ni1 O1 C6 -84.2(2) 2 . . . ? O1W Ni1 O1 C6 84.0(2) . . . . ? O3 Ni2 N3 N4 168.79(6) 5_666 . . . ? O3 Ni2 N3 N4 -11.21(6) . . . . ? N3 Ni2 N3 N4 -98(100) 5_666 . . . ? N1 Ni2 N3 N4 -99.16(7) . . . . ? N1 Ni2 N3 N4 80.84(7) 5_666 . . . ? O3 Ni2 N3 Ni2 -11.21(6) 5_666 . . 2_656 ? O3 Ni2 N3 Ni2 168.79(6) . . . 2_656 ? N3 Ni2 N3 Ni2 82(100) 5_666 . . 2_656 ? N1 Ni2 N3 Ni2 80.84(7) . . . 2_656 ? N1 Ni2 N3 Ni2 -99.16(7) 5_666 . . 2_656 ? Ni2 N3 N4 N5 107(100) . . . . ? Ni2 N3 N4 N5 -73(100) 2_656 . . . ? Ni2 O3 C11 O3 25.88(14) . . . 2_655 ? Ni2 O3 C11 C9 -154.12(14) . . . . ? O3 C11 C9 C8 -20.3(2) . . . 2_655 ? O3 C11 C9 C8 159.7(2) 2_655 . . 2_655 ? O3 C11 C9 C8 159.7(2) . . . . ? O3 C11 C9 C8 -20.3(2) 2_655 . . . ? C10 N2 C10 C8 0.6(3) 2_655 . . . ? Ni1 N2 C10 C8 -179.4(3) 3 . . . ? N2 C10 C8 C9 -1.2(6) . . . . ? C8 C9 C8 C10 0.6(3) 2_655 . . . ? C11 C9 C8 C10 -179.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.826 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.098