# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Raithby, Paul' _publ_contact_author_name 'Raithby, Paul' _publ_contact_author_email p.r.raithby@bath.ac.uk _publ_section_title ; Photocrystallographic Identification of Metastable Nitrito Linkage Isomers in a Series of Nickel(II) Complexes ; _publ_contact_author_address ;Department of Chemistry University of Bath Bath, BA2 7AY United Kingdom ; _publ_contact_author_fax '+44 (0) 1225 386231' _publ_contact_author_phone '+44 (0) 1225 383183' #TrackingRef '- all.cif' _publ_requested_journal 'Dalton Trans' _publ_requested_category FM # Attachment '- all.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 836241' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Trans-bis[1-(2-amino-ethyl)-piperidine]dinitro-nickel(II) ; _chemical_formula_moiety 'C14 H32 N6 Ni O4' _chemical_formula_sum 'C14 H32 N6 Ni O4' _chemical_formula_weight 407.17 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 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 9.629(5) _cell_length_b 8.240(2) _cell_length_c 11.804(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.03(2) _cell_angle_gamma 90.00 _cell_volume 885.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5420 _cell_measurement_theta_min 7.244 _cell_measurement_theta_max 66.868 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 436 _exptl_absorpt_coefficient_mu 1.422 _exptl_absorpt_correction_T_min 0.767324 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS - Bruker2004' _exptl_special_details ; multi-scan from symmetry-related measurements SADABS - Bruker2004 ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.77490 _diffrn_radiation_type MoKa _diffrn_radiation_source 'Station 11.3.1 ALS' _diffrn_radiation_monochromator 'Channel-cut Si(111)' _diffrn_measurement_device_type 'Bruker APEX2' _diffrn_measurement_method '3000 0.3 degree images with \f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8704 _diffrn_reflns_av_R_equivalents 0.0638 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 33.56 _reflns_number_total 2605 _reflns_number_gt 2274 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTS (Sheldrick, 1997)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1997)' _computing_molecular_graphics POVRAY _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0588P)^2^+0.0000P] 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 2605 _refine_ls_number_parameters 136 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1151 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.133 _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 0.0000 0.0000 0.0000 0.01056(12) Uani 1 2 d S . . N2 N -0.12929(17) -0.16784(18) 0.04830(13) 0.0137(3) Uani 1 1 d D . . H2E H -0.1583 -0.2476 -0.0091 0.016 Uiso 0.795(6) 1 calc PR A 1 H2F H -0.0768 -0.2157 0.1199 0.016 Uiso 0.795(6) 1 calc PR A 1 H2G H -0.1177 -0.2679 0.0183 0.016 Uiso 0.205(6) 1 d PR A 2 H2H H -0.1001 -0.1756 0.1303 0.016 Uiso 0.205(6) 1 d PR A 2 N3 N -0.20416(17) 0.15059(17) -0.04685(13) 0.0129(3) Uani 1 1 d D . . C5 C -0.3604(2) 0.4660(2) -0.12521(18) 0.0195(4) Uani 1 1 d D . . H5A H -0.4532 0.5281 -0.1446 0.023 Uiso 0.795(6) 1 calc PR A 1 H5B H -0.2837 0.5393 -0.1352 0.023 Uiso 0.795(6) 1 calc PR A 1 H5C H -0.2780 0.5202 -0.1428 0.023 Uiso 0.205(6) 1 calc PR A 2 H5D H -0.4456 0.5405 -0.1446 0.023 Uiso 0.205(6) 1 calc PR A 2 C6 C -0.3158(2) 0.4084(2) 0.00401(16) 0.0219(4) Uani 1 1 d D A . H6A H -0.2874 0.5036 0.0578 0.026 Uiso 0.795(6) 1 calc PR A 1 H6B H -0.4014 0.3565 0.0181 0.026 Uiso 0.795(6) 1 calc PR A 1 H6C H -0.3904 0.3345 0.0167 0.026 Uiso 0.205(6) 1 calc PR A 2 H6D H -0.3008 0.5011 0.0601 0.026 Uiso 0.205(6) 1 calc PR A 2 C1 C -0.2603(3) -0.0837(3) 0.0604(2) 0.0162(6) Uani 0.795(6) 1 d PD A 1 H1A H -0.2328 -0.0241 0.1373 0.019 Uiso 0.795(6) 1 calc PR A 1 H1B H -0.3365 -0.1645 0.0601 0.019 Uiso 0.795(6) 1 calc PR A 1 C2 C -0.3203(3) 0.0335(3) -0.0426(2) 0.0144(5) Uani 0.795(6) 1 d PD A 1 H2A H -0.3556 -0.0274 -0.1189 0.017 Uiso 0.795(6) 1 calc PR A 1 H2B H -0.4047 0.0934 -0.0325 0.017 Uiso 0.795(6) 1 calc PR A 1 C3 C -0.2440(3) 0.2182(4) -0.1734(2) 0.0141(5) Uani 0.795(6) 1 d PD A 1 H3A H -0.2600 0.1265 -0.2304 0.017 Uiso 0.795(6) 1 calc PR A 1 H3B H -0.1600 0.2822 -0.1800 0.017 Uiso 0.795(6) 1 calc PR A 1 C4 C -0.3808(4) 0.3255(4) -0.2100(2) 0.0158(6) Uani 0.795(6) 1 d PD A 1 H4A H -0.3991 0.3665 -0.2925 0.019 Uiso 0.795(6) 1 calc PR A 1 H4B H -0.4672 0.2610 -0.2093 0.019 Uiso 0.795(6) 1 calc PR A 1 C7 C -0.1889(4) 0.2886(3) 0.0357(2) 0.0145(5) Uani 0.795(6) 1 d PD A 1 H7A H -0.0983 0.3486 0.0397 0.017 Uiso 0.795(6) 1 calc PR A 1 H7B H -0.1755 0.2452 0.1167 0.017 Uiso 0.795(6) 1 calc PR A 1 C1A C -0.2822(10) -0.1199(10) 0.0021(9) 0.0144(19) Uiso 0.205(6) 1 d PD A 2 H1C H -0.3402 -0.1794 0.0441 0.017 Uiso 0.205(6) 1 calc PR A 2 H1D H -0.3231 -0.1444 -0.0846 0.017 Uiso 0.205(6) 1 calc PR A 2 C2A C -0.2882(11) 0.0599(10) 0.0230(9) 0.016(2) Uiso 0.205(6) 1 d PD A 2 H2C H -0.2441 0.0836 0.1096 0.019 Uiso 0.205(6) 1 calc PR A 2 H2D H -0.3917 0.0966 -0.0033 0.019 Uiso 0.205(6) 1 calc PR A 2 C3A C -0.2725(12) 0.1793(14) -0.1687(9) 0.011(2) Uiso 0.205(6) 1 d PD A 2 H3D H -0.3060 0.0743 -0.2092 0.013 Uiso 0.205(6) 1 calc PR A 2 H3C H -0.1994 0.2253 -0.2023 0.013 Uiso 0.205(6) 1 calc PR A 2 C4A C -0.4033(12) 0.2938(12) -0.1969(10) 0.009(3) Uiso 0.205(6) 1 d PD A 2 H4D H -0.4832 0.2412 -0.1747 0.011 Uiso 0.205(6) 1 calc PR A 2 H4C H -0.4402 0.3152 -0.2842 0.011 Uiso 0.205(6) 1 calc PR A 2 C7A C -0.1649(12) 0.3151(13) 0.0201(11) 0.012(3) Uiso 0.205(6) 1 d PD A 2 H7D H -0.1017 0.3802 -0.0139 0.014 Uiso 0.205(6) 1 calc PR A 2 H7C H -0.1114 0.2964 0.1062 0.014 Uiso 0.205(6) 1 calc PR A 2 O1 O 0.02396(16) 0.05244(19) 0.25622(11) 0.0199(3) Uani 1 1 d . A . N1 N 0.07571(18) 0.09755(18) 0.17713(12) 0.0146(3) Uani 1 1 d . . . O2 O 0.17595(18) 0.20144(18) 0.20669(12) 0.0246(3) Uani 1 1 d . A . 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 0.0104(2) 0.01193(19) 0.00944(17) -0.00025(9) 0.00339(13) -0.00034(10) N2 0.0119(8) 0.0142(7) 0.0147(6) 0.0021(5) 0.0038(6) 0.0011(6) N3 0.0128(8) 0.0115(6) 0.0153(6) 0.0002(5) 0.0058(6) -0.0003(5) C5 0.0183(11) 0.0179(8) 0.0226(9) 0.0047(7) 0.0071(8) 0.0053(7) C6 0.0253(11) 0.0207(9) 0.0160(7) -0.0039(6) 0.0016(7) 0.0084(8) C1 0.0121(12) 0.0194(11) 0.0189(12) 0.0052(9) 0.0076(9) 0.0016(9) C2 0.0086(12) 0.0156(10) 0.0181(12) 0.0024(8) 0.0030(9) -0.0004(8) C3 0.0142(13) 0.0171(13) 0.0105(10) 0.0005(8) 0.0033(9) -0.0008(11) C4 0.0155(14) 0.0204(13) 0.0118(10) 0.0026(9) 0.0047(10) 0.0011(11) C7 0.0180(14) 0.0148(12) 0.0106(10) 0.0004(8) 0.0045(10) 0.0010(10) O1 0.0216(8) 0.0262(7) 0.0128(5) 0.0017(5) 0.0066(5) 0.0009(6) N1 0.0151(8) 0.0148(7) 0.0135(6) -0.0002(5) 0.0041(6) 0.0032(6) O2 0.0286(9) 0.0234(7) 0.0208(6) -0.0068(5) 0.0069(6) -0.0107(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N2 2.0616(15) . ? Ni1 N2 2.0616(15) 3 ? Ni1 N1 2.1343(15) 3 ? Ni1 N1 2.1343(15) . ? Ni1 N3 2.2363(17) . ? Ni1 N3 2.2363(17) 3 ? N2 C1A 1.448(9) . ? N2 C1 1.486(3) . ? N3 C3A 1.393(10) . ? N3 C7 1.473(3) . ? N3 C2 1.491(3) . ? N3 C3 1.521(3) . ? N3 C2A 1.526(8) . ? N3 C7A 1.553(11) . ? C5 C4 1.500(3) . ? C5 C6 1.519(3) . ? C5 C4A 1.635(10) . ? C6 C7 1.519(3) . ? C6 C7A 1.599(11) . ? C1 C2 1.512(3) . ? C3 C4 1.527(3) . ? C1A C2A 1.506(11) . ? C3A C4A 1.521(13) . ? O1 N1 1.2496(19) . ? N1 O2 1.252(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N2 180.00(10) . 3 ? N2 Ni1 N1 88.52(6) . 3 ? N2 Ni1 N1 91.48(6) 3 3 ? N2 Ni1 N1 91.48(6) . . ? N2 Ni1 N1 88.52(6) 3 . ? N1 Ni1 N1 180.00(9) 3 . ? N2 Ni1 N3 83.06(6) . . ? N2 Ni1 N3 96.94(6) 3 . ? N1 Ni1 N3 88.55(6) 3 . ? N1 Ni1 N3 91.45(6) . . ? N2 Ni1 N3 96.94(6) . 3 ? N2 Ni1 N3 83.06(6) 3 3 ? N1 Ni1 N3 91.45(6) 3 3 ? N1 Ni1 N3 88.55(6) . 3 ? N3 Ni1 N3 180.00(8) . 3 ? C1A N2 C1 28.2(4) . . ? C1A N2 Ni1 110.1(3) . . ? C1 N2 Ni1 108.76(12) . . ? C3A N3 C7 117.6(5) . . ? C3A N3 C2 92.1(5) . . ? C7 N3 C2 113.0(2) . . ? C3A N3 C3 16.5(4) . . ? C7 N3 C3 107.75(18) . . ? C2 N3 C3 108.57(18) . . ? C3A N3 C2A 119.1(6) . . ? C7 N3 C2A 88.7(4) . . ? C2 N3 C2A 29.4(4) . . ? C3 N3 C2A 134.5(4) . . ? C3A N3 C7A 109.4(6) . . ? C7 N3 C7A 15.0(4) . . ? C2 N3 C7A 127.5(4) . . ? C3 N3 C7A 97.0(5) . . ? C2A N3 C7A 103.7(5) . . ? C3A N3 Ni1 115.5(4) . . ? C7 N3 Ni1 112.01(14) . . ? C2 N3 Ni1 103.97(12) . . ? C3 N3 Ni1 111.48(12) . . ? C2A N3 Ni1 99.9(4) . . ? C7A N3 Ni1 108.1(4) . . ? C4 C5 C6 111.19(19) . . ? C4 C5 C4A 13.9(4) . . ? C6 C5 C4A 100.9(4) . . ? C7 C6 C5 113.03(18) . . ? C7 C6 C7A 14.5(4) . . ? C5 C6 C7A 102.6(5) . . ? N2 C1 C2 109.56(17) . . ? N3 C2 C1 110.25(19) . . ? N3 C3 C4 114.1(2) . . ? C5 C4 C3 110.1(2) . . ? N3 C7 C6 116.1(2) . . ? N2 C1A C2A 107.2(7) . . ? C1A C2A N3 109.7(7) . . ? N3 C3A C4A 114.3(8) . . ? C3A C4A C5 111.9(8) . . ? N3 C7A C6 107.4(7) . . ? O1 N1 O2 117.02(14) . . ? O1 N1 Ni1 121.86(13) . . ? O2 N1 Ni1 121.11(11) . . ? 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 N2 Ni1 N2 C1A -146(100) 3 . . . ? N1 Ni1 N2 C1A -75.3(4) 3 . . . ? N1 Ni1 N2 C1A 104.7(4) . . . . ? N3 Ni1 N2 C1A 13.4(4) . . . . ? N3 Ni1 N2 C1A -166.6(4) 3 . . . ? N2 Ni1 N2 C1 -176(100) 3 . . . ? N1 Ni1 N2 C1 -105.22(13) 3 . . . ? N1 Ni1 N2 C1 74.78(13) . . . . ? N3 Ni1 N2 C1 -16.50(13) . . . . ? N3 Ni1 N2 C1 163.50(13) 3 . . . ? N2 Ni1 N3 C3A -111.4(6) . . . . ? N2 Ni1 N3 C3A 68.6(6) 3 . . . ? N1 Ni1 N3 C3A -22.7(6) 3 . . . ? N1 Ni1 N3 C3A 157.3(6) . . . . ? N3 Ni1 N3 C3A 43(92) 3 . . . ? N2 Ni1 N3 C7 110.31(18) . . . . ? N2 Ni1 N3 C7 -69.69(18) 3 . . . ? N1 Ni1 N3 C7 -161.01(18) 3 . . . ? N1 Ni1 N3 C7 18.99(18) . . . . ? N3 Ni1 N3 C7 -95(83) 3 . . . ? N2 Ni1 N3 C2 -12.08(12) . . . . ? N2 Ni1 N3 C2 167.92(12) 3 . . . ? N1 Ni1 N3 C2 76.60(12) 3 . . . ? N1 Ni1 N3 C2 -103.40(12) . . . . ? N3 Ni1 N3 C2 143(82) 3 . . . ? N2 Ni1 N3 C3 -128.86(17) . . . . ? N2 Ni1 N3 C3 51.14(17) 3 . . . ? N1 Ni1 N3 C3 -40.18(17) 3 . . . ? N1 Ni1 N3 C3 139.82(17) . . . . ? N3 Ni1 N3 C3 26(83) 3 . . . ? N2 Ni1 N3 C2A 17.7(4) . . . . ? N2 Ni1 N3 C2A -162.3(4) 3 . . . ? N1 Ni1 N3 C2A 106.4(4) 3 . . . ? N1 Ni1 N3 C2A -73.6(4) . . . . ? N3 Ni1 N3 C2A 172(93) 3 . . . ? N2 Ni1 N3 C7A 125.7(5) . . . . ? N2 Ni1 N3 C7A -54.3(5) 3 . . . ? N1 Ni1 N3 C7A -145.6(5) 3 . . . ? N1 Ni1 N3 C7A 34.4(5) . . . . ? N3 Ni1 N3 C7A -80(91) 3 . . . ? C4 C5 C6 C7 49.4(3) . . . . ? C4A C5 C6 C7 59.2(5) . . . . ? C4 C5 C6 C7A 60.1(5) . . . . ? C4A C5 C6 C7A 69.8(6) . . . . ? C1A N2 C1 C2 -54.7(7) . . . . ? Ni1 N2 C1 C2 43.1(2) . . . . ? C3A N3 C2 C1 155.6(5) . . . . ? C7 N3 C2 C1 -83.1(2) . . . . ? C3 N3 C2 C1 157.36(19) . . . . ? C2A N3 C2 C1 -46.9(7) . . . . ? C7A N3 C2 C1 -87.8(6) . . . . ? Ni1 N3 C2 C1 38.6(2) . . . . ? N2 C1 C2 N3 -56.5(3) . . . . ? C3A N3 C3 C4 73.7(17) . . . . ? C7 N3 C3 C4 -55.4(3) . . . . ? C2 N3 C3 C4 67.4(3) . . . . ? C2A N3 C3 C4 50.9(6) . . . . ? C7A N3 C3 C4 -66.1(5) . . . . ? Ni1 N3 C3 C4 -178.70(19) . . . . ? C6 C5 C4 C3 -53.1(3) . . . . ? C4A C5 C4 C3 -97.0(19) . . . . ? N3 C3 C4 C5 58.4(3) . . . . ? C3A N3 C7 C6 36.5(6) . . . . ? C2 N3 C7 C6 -69.0(3) . . . . ? C3 N3 C7 C6 50.9(3) . . . . ? C2A N3 C7 C6 -85.9(4) . . . . ? C7A N3 C7 C6 96.4(18) . . . . ? Ni1 N3 C7 C6 173.9(2) . . . . ? C5 C6 C7 N3 -50.2(3) . . . . ? C7A C6 C7 N3 -96.2(18) . . . . ? C1 N2 C1A C2A 49.5(7) . . . . ? Ni1 N2 C1A C2A -42.9(8) . . . . ? N2 C1A C2A N3 62.5(9) . . . . ? C3A N3 C2A C1A 80.5(9) . . . . ? C7 N3 C2A C1A -158.4(7) . . . . ? C2 N3 C2A C1A 54.6(7) . . . . ? C3 N3 C2A C1A 87.7(8) . . . . ? C7A N3 C2A C1A -157.8(8) . . . . ? Ni1 N3 C2A C1A -46.3(7) . . . . ? C7 N3 C3A C4A -39.1(10) . . . . ? C2 N3 C3A C4A 78.4(8) . . . . ? C3 N3 C3A C4A -95.6(19) . . . . ? C2A N3 C3A C4A 66.0(10) . . . . ? C7A N3 C3A C4A -52.8(10) . . . . ? Ni1 N3 C3A C4A -175.0(6) . . . . ? N3 C3A C4A C5 54.1(10) . . . . ? C4 C5 C4A C3A 76.9(18) . . . . ? C6 C5 C4A C3A -62.0(8) . . . . ? C3A N3 C7A C6 63.0(8) . . . . ? C7 N3 C7A C6 -62.7(16) . . . . ? C2 N3 C7A C6 -45.7(9) . . . . ? C3 N3 C7A C6 74.2(6) . . . . ? C2A N3 C7A C6 -65.0(7) . . . . ? Ni1 N3 C7A C6 -170.5(5) . . . . ? C7 C6 C7A N3 62.6(16) . . . . ? C5 C6 C7A N3 -74.7(6) . . . . ? N2 Ni1 N1 O1 -6.44(14) . . . . ? N2 Ni1 N1 O1 173.56(14) 3 . . . ? N1 Ni1 N1 O1 -61(32) 3 . . . ? N3 Ni1 N1 O1 76.65(15) . . . . ? N3 Ni1 N1 O1 -103.35(15) 3 . . . ? N2 Ni1 N1 O2 172.55(14) . . . . ? N2 Ni1 N1 O2 -7.45(14) 3 . . . ? N1 Ni1 N1 O2 118(32) 3 . . . ? N3 Ni1 N1 O2 -104.36(14) . . . . ? N3 Ni1 N1 O2 75.64(14) 3 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2E O2 0.92 2.31 2.908(2) 122.0 3 N2 H2F O1 0.92 2.36 3.184(2) 149.3 2_545 _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 33.56 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.513 _refine_diff_density_min -0.438 _refine_diff_density_rms 0.108 ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-06-02 at 17:07:28 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : bathals9 data_1a _database_code_depnum_ccdc_archive 'CCDC 836242' #TrackingRef '- all.cif' _audit_creation_date 2008-06-02T17:07:28-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C14 H32 N6 Ni O4' _chemical_formula_weight 407.17 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 9.672(4) _cell_length_b 8.366(4) _cell_length_c 11.903(5) _cell_angle_alpha 90 _cell_angle_beta 108.936(6) _cell_angle_gamma 90 _cell_volume 911.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 436 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.382 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.7749 _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0649 _diffrn_reflns_av_unetI/netI 0.068 _diffrn_reflns_number 13361 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 34.42 _diffrn_reflns_theta_full 34.42 _diffrn_measured_fraction_theta_full 0.938 _diffrn_measured_fraction_theta_max 0.938 _reflns_number_total 2778 _reflns_number_gt 2289 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0112P)^2^+0.8550P] 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_number_reflns 2778 _refine_ls_number_parameters 150 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1121 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.133 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.636 _refine_diff_density_min -1.013 _refine_diff_density_rms 0.092 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0 0 0.01788(12) Uani 1 2 d SD . . N2 N -0.1310(2) -0.1687(2) 0.04331(18) 0.0262(4) Uani 1 1 d D A . H2E H -0.1593 -0.2453 -0.0152 0.031 Uiso 0.694(7) 1 calc PR A 1 H2F H -0.08 -0.2182 0.1136 0.031 Uiso 0.694(7) 1 calc PR A 1 H2G H -0.1194 -0.2687 0.0133 0.031 Uiso 0.306(7) 1 d PR A 2 H2H H -0.1018 -0.1765 0.1253 0.031 Uiso 0.306(7) 1 d PR A 2 N3 N -0.2026(2) 0.1504(2) -0.04536(15) 0.0200(3) Uani 1 1 d D A . C5 C -0.3610(3) 0.4610(3) -0.1263(2) 0.0283(5) Uani 1 1 d D . . H5A H -0.4544 0.5201 -0.1454 0.034 Uiso 0.694(7) 1 calc PR A 1 H5B H -0.2866 0.5346 -0.138 0.034 Uiso 0.694(7) 1 calc PR A 1 H5C H -0.2804 0.5155 -0.1453 0.034 Uiso 0.306(7) 1 calc PR A 2 H5D H -0.4466 0.5331 -0.1455 0.034 Uiso 0.306(7) 1 calc PR A 2 C6 C -0.3137(3) 0.4080(3) 0.0032(2) 0.0349(6) Uani 1 1 d D A . H6A H -0.2822 0.5032 0.0545 0.042 Uiso 0.694(7) 1 calc PR A 1 H6B H -0.3991 0.3614 0.0198 0.042 Uiso 0.694(7) 1 calc PR A 1 H6C H -0.3869 0.3357 0.018 0.042 Uiso 0.306(7) 1 calc PR A 2 H6D H -0.2987 0.501 0.0572 0.042 Uiso 0.306(7) 1 calc PR A 2 C1 C -0.2627(4) -0.0861(5) 0.0555(4) 0.0292(10) Uani 0.694(7) 1 d PD A 1 H1A H -0.2362 -0.0302 0.133 0.035 Uiso 0.694(7) 1 calc PR A 1 H1B H -0.3392 -0.1659 0.0531 0.035 Uiso 0.694(7) 1 calc PR A 1 C2 C -0.3213(4) 0.0336(4) -0.0443(3) 0.0233(8) Uani 0.694(7) 1 d PD A 1 H2A H -0.3564 -0.0234 -0.1213 0.028 Uiso 0.694(7) 1 calc PR A 1 H2B H -0.405 0.0921 -0.0334 0.028 Uiso 0.694(7) 1 calc PR A 1 C3 C -0.2430(5) 0.2169(6) -0.1715(3) 0.0204(8) Uani 0.694(7) 1 d PD A 1 H3A H -0.2592 0.1262 -0.2277 0.024 Uiso 0.694(7) 1 calc PR A 1 H3B H -0.1593 0.2794 -0.1784 0.024 Uiso 0.694(7) 1 calc PR A 1 C4 C -0.3797(5) 0.3238(6) -0.2085(3) 0.0224(8) Uani 0.694(7) 1 d PD A 1 H4A H -0.3972 0.3636 -0.2903 0.027 Uiso 0.694(7) 1 calc PR A 1 H4B H -0.4659 0.2604 -0.208 0.027 Uiso 0.694(7) 1 calc PR A 1 C7 C -0.1901(5) 0.2862(5) 0.0361(3) 0.0238(8) Uani 0.694(7) 1 d PD A 1 H7A H -0.098 0.3433 0.0433 0.029 Uiso 0.694(7) 1 calc PR A 1 H7B H -0.1812 0.2428 0.1155 0.029 Uiso 0.694(7) 1 calc PR A 1 C1A C -0.2825(8) -0.1180(9) -0.0070(8) 0.0272(19) Uiso 0.306(7) 1 d PD A 2 H1C H -0.345 -0.1795 0.0288 0.033 Uiso 0.306(7) 1 calc PR A 2 H1D H -0.3179 -0.1362 -0.0939 0.033 Uiso 0.306(7) 1 calc PR A 2 C2A C -0.2884(8) 0.0593(8) 0.0199(7) 0.0200(17) Uiso 0.306(7) 1 d PD A 2 H2C H -0.3911 0.0964 -0.0063 0.024 Uiso 0.306(7) 1 calc PR A 2 H2D H -0.2457 0.078 0.1065 0.024 Uiso 0.306(7) 1 calc PR A 2 C3A C -0.2697(11) 0.1777(12) -0.1673(8) 0.019(2) Uiso 0.306(7) 1 d PD A 2 H3D H -0.3016 0.0739 -0.2073 0.023 Uiso 0.306(7) 1 calc PR A 2 H3C H -0.1964 0.2236 -0.2001 0.023 Uiso 0.306(7) 1 calc PR A 2 C4A C -0.4025(12) 0.2909(12) -0.1970(10) 0.024(3) Uiso 0.306(7) 1 d PD A 2 H4D H -0.4821 0.2388 -0.1751 0.029 Uiso 0.306(7) 1 calc PR A 2 H4C H -0.4387 0.3113 -0.2836 0.029 Uiso 0.306(7) 1 calc PR A 2 C7A C -0.1630(10) 0.3163(11) 0.0197(8) 0.020(2) Uiso 0.306(7) 1 d PD A 2 H7D H -0.1008 0.3795 -0.0154 0.024 Uiso 0.306(7) 1 calc PR A 2 H7C H -0.1092 0.3 0.1052 0.024 Uiso 0.306(7) 1 calc PR A 2 O1 O 0.0188(3) 0.0503(3) 0.25617(18) 0.0325(7) Uani 0.828(6) 1 d PD B 3 N1 N 0.0727(3) 0.0959(3) 0.17713(19) 0.0232(6) Uani 0.828(6) 1 d PD B 3 O2 O 0.1716(5) 0.2005(5) 0.2090(3) 0.0401(9) Uani 0.828(6) 1 d PD B 3 O1A O 0.0407(15) 0.0460(16) 0.1812(8) 0.039(4) Uiso 0.172(6) 1 d PD B 4 N1A N 0.1154(14) 0.1459(15) 0.2510(10) 0.032(3) Uiso 0.172(6) 1 d PD B 4 O2A O 0.208(2) 0.214(3) 0.223(2) 0.054(7) Uiso 0.172(6) 1 d PD B 4 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 0.0164(2) 0.0200(2) 0.01682(17) 0.00063(13) 0.00475(13) -0.00006(15) N2 0.0225(10) 0.0234(10) 0.0324(9) 0.0055(7) 0.0087(7) 0.0007(8) N3 0.0207(9) 0.0194(8) 0.0211(8) 0.0014(6) 0.0084(6) -0.0007(7) C5 0.0278(12) 0.0232(11) 0.0329(11) 0.0072(8) 0.0082(9) 0.0055(9) C6 0.0407(15) 0.0334(13) 0.0238(10) -0.0073(9) 0.0010(9) 0.0127(11) C1 0.0220(17) 0.0297(19) 0.040(2) 0.0150(16) 0.0160(14) 0.0058(14) C2 0.0199(16) 0.0199(16) 0.0314(19) 0.0020(12) 0.0100(13) -0.0003(11) C3 0.0204(18) 0.024(2) 0.0160(14) 0.0000(12) 0.0052(12) -0.0005(16) C4 0.0209(19) 0.029(2) 0.0166(15) 0.0034(14) 0.0049(13) 0.0027(16) C7 0.028(2) 0.0280(19) 0.0149(14) -0.0019(13) 0.0060(13) 0.0016(16) O1 0.0380(13) 0.0400(13) 0.0201(10) 0.0020(8) 0.0101(8) 0.0055(10) N1 0.0244(14) 0.0229(13) 0.0204(11) -0.0003(9) 0.0044(9) 0.0051(11) O2 0.047(2) 0.0346(16) 0.0340(13) -0.0135(11) 0.0066(14) -0.0144(14) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 2.071(2) 3 ? Ni1 N2 2.071(2) . ? Ni1 O1A 2.099(9) . ? Ni1 O1A 2.099(9) 3 ? Ni1 N1 2.150(2) . ? Ni1 N1 2.150(2) 3 ? Ni1 N3 2.243(2) 3 ? Ni1 N3 2.243(2) . ? N2 C1A 1.454(8) . ? N2 C1 1.498(4) . ? N3 C3A 1.403(9) . ? N3 C7 1.472(4) . ? N3 C2 1.511(4) . ? N3 C2A 1.513(7) . ? N3 C3 1.528(4) . ? N3 C7A 1.575(9) . ? C5 C4 1.480(5) . ? C5 C6 1.525(3) . ? C5 C4A 1.635(10) . ? C6 C7 1.522(4) . ? C6 C7A 1.601(9) . ? C1 C2 1.516(5) . ? C3 C4 1.538(5) . ? C1A C2A 1.522(10) . ? C3A C4A 1.542(12) . ? O1 N1 1.273(3) . ? N1 O2 1.261(5) . ? O1A N1A 1.233(9) . ? N1A O2A 1.198(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N2 180.00(12) 3 . ? N2 Ni1 O1A 101.8(3) 3 . ? N2 Ni1 O1A 78.2(3) . . ? N2 Ni1 O1A 78.2(3) 3 3 ? N2 Ni1 O1A 101.8(3) . 3 ? O1A Ni1 O1A 180.0(9) . 3 ? N2 Ni1 N1 87.60(10) 3 . ? N2 Ni1 N1 92.40(10) . . ? O1A Ni1 N1 14.3(3) . . ? O1A Ni1 N1 165.7(3) 3 . ? N2 Ni1 N1 92.40(10) 3 3 ? N2 Ni1 N1 87.60(10) . 3 ? O1A Ni1 N1 165.7(3) . 3 ? O1A Ni1 N1 14.3(3) 3 3 ? N1 Ni1 N1 180.00(16) . 3 ? N2 Ni1 N3 83.38(8) 3 3 ? N2 Ni1 N3 96.62(8) . 3 ? O1A Ni1 N3 89.9(4) . 3 ? O1A Ni1 N3 90.1(4) 3 3 ? N1 Ni1 N3 89.50(8) . 3 ? N1 Ni1 N3 90.50(8) 3 3 ? N2 Ni1 N3 96.62(8) 3 . ? N2 Ni1 N3 83.38(8) . . ? O1A Ni1 N3 90.1(4) . . ? O1A Ni1 N3 89.9(4) 3 . ? N1 Ni1 N3 90.50(8) . . ? N1 Ni1 N3 89.50(8) 3 . ? N3 Ni1 N3 180.00(10) 3 . ? C1A N2 C1 29.6(3) . . ? C1A N2 Ni1 108.3(3) . . ? C1 N2 Ni1 108.56(17) . . ? C3A N3 C7 117.8(4) . . ? C3A N3 C2 90.9(4) . . ? C7 N3 C2 113.2(3) . . ? C3A N3 C2A 117.8(5) . . ? C7 N3 C2A 89.6(3) . . ? C2 N3 C2A 29.0(3) . . ? C3A N3 C3 16.1(4) . . ? C7 N3 C3 107.8(2) . . ? C2 N3 C3 106.9(2) . . ? C2A N3 C3 132.8(4) . . ? C3A N3 C7A 108.8(5) . . ? C7 N3 C7A 16.6(3) . . ? C2 N3 C7A 129.1(4) . . ? C2A N3 C7A 106.1(4) . . ? C3 N3 C7A 96.1(4) . . ? C3A N3 Ni1 114.5(4) . . ? C7 N3 Ni1 113.31(18) . . ? C2 N3 Ni1 104.01(16) . . ? C2A N3 Ni1 100.1(3) . . ? C3 N3 Ni1 111.44(17) . . ? C7A N3 Ni1 108.8(3) . . ? C4 C5 C6 112.0(2) . . ? C4 C5 C4A 13.8(4) . . ? C6 C5 C4A 102.1(4) . . ? C7 C6 C5 114.1(2) . . ? C7 C6 C7A 16.3(3) . . ? C5 C6 C7A 103.1(4) . . ? N2 C1 C2 110.0(3) . . ? N3 C2 C1 110.0(3) . . ? N3 C3 C4 114.5(3) . . ? C5 C4 C3 110.6(3) . . ? N3 C7 C6 117.2(3) . . ? N2 C1A C2A 107.4(6) . . ? N3 C2A C1A 108.6(6) . . ? N3 C3A C4A 114.1(8) . . ? C3A C4A C5 111.6(8) . . ? N3 C7A C6 107.2(5) . . ? O2 N1 O1 116.0(3) . . ? O2 N1 Ni1 121.9(2) . . ? O1 N1 Ni1 122.1(2) . . ? N1A O1A Ni1 133.6(9) . . ? O2A N1A O1A 117.7(11) . . ? 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 N2 Ni1 N2 C1A 10E1(8) 3 . . . ? O1A Ni1 N2 C1A 106.4(6) . . . . ? O1A Ni1 N2 C1A -73.6(6) 3 . . . ? N1 Ni1 N2 C1A 105.1(4) . . . . ? N1 Ni1 N2 C1A -74.9(4) 3 . . . ? N3 Ni1 N2 C1A -165.1(4) 3 . . . ? N3 Ni1 N2 C1A 14.9(4) . . . . ? N2 Ni1 N2 C1 7E1(8) 3 . . . ? O1A Ni1 N2 C1 75.2(5) . . . . ? O1A Ni1 N2 C1 -104.8(5) 3 . . . ? N1 Ni1 N2 C1 73.9(2) . . . . ? N1 Ni1 N2 C1 -106.1(2) 3 . . . ? N3 Ni1 N2 C1 163.6(2) 3 . . . ? N3 Ni1 N2 C1 -16.4(2) . . . . ? N2 Ni1 N3 C3A 70.5(5) 3 . . . ? N2 Ni1 N3 C3A -109.5(5) . . . . ? O1A Ni1 N3 C3A 172.4(6) . . . . ? O1A Ni1 N3 C3A -7.6(6) 3 . . . ? N1 Ni1 N3 C3A 158.1(5) . . . . ? N1 Ni1 N3 C3A -21.9(5) 3 . . . ? N3 Ni1 N3 C3A -14E1(10) 3 . . . ? N2 Ni1 N3 C7 -68.5(2) 3 . . . ? N2 Ni1 N3 C7 111.5(2) . . . . ? O1A Ni1 N3 C7 33.4(4) . . . . ? O1A Ni1 N3 C7 -146.6(4) 3 . . . ? N1 Ni1 N3 C7 19.1(3) . . . . ? N1 Ni1 N3 C7 -160.9(3) 3 . . . ? N3 Ni1 N3 C7 8E1(10) 3 . . . ? N2 Ni1 N3 C2 168.10(17) 3 . . . ? N2 Ni1 N3 C2 -11.90(17) . . . . ? O1A Ni1 N3 C2 -90.0(4) . . . . ? O1A Ni1 N3 C2 90.0(4) 3 . . . ? N1 Ni1 N3 C2 -104.26(19) . . . . ? N1 Ni1 N3 C2 75.74(19) 3 . . . ? N3 Ni1 N3 C2 -4E1(10) 3 . . . ? N2 Ni1 N3 C2A -162.5(3) 3 . . . ? N2 Ni1 N3 C2A 17.5(3) . . . . ? O1A Ni1 N3 C2A -60.5(5) . . . . ? O1A Ni1 N3 C2A 119.5(5) 3 . . . ? N1 Ni1 N3 C2A -74.8(3) . . . . ? N1 Ni1 N3 C2A 105.2(3) 3 . . . ? N3 Ni1 N3 C2A -1E1(10) 3 . . . ? N2 Ni1 N3 C3 53.3(2) 3 . . . ? N2 Ni1 N3 C3 -126.7(2) . . . . ? O1A Ni1 N3 C3 155.2(4) . . . . ? O1A Ni1 N3 C3 -24.8(4) 3 . . . ? N1 Ni1 N3 C3 140.9(2) . . . . ? N1 Ni1 N3 C3 -39.1(2) 3 . . . ? N3 Ni1 N3 C3 -16E1(10) 3 . . . ? N2 Ni1 N3 C7A -51.4(4) 3 . . . ? N2 Ni1 N3 C7A 128.6(4) . . . . ? O1A Ni1 N3 C7A 50.5(5) . . . . ? O1A Ni1 N3 C7A -129.5(5) 3 . . . ? N1 Ni1 N3 C7A 36.2(4) . . . . ? N1 Ni1 N3 C7A -143.8(4) 3 . . . ? N3 Ni1 N3 C7A 10E1(10) 3 . . . ? C4 C5 C6 C7 46.4(4) . . . . ? C4A C5 C6 C7 56.4(5) . . . . ? C4 C5 C6 C7A 59.1(5) . . . . ? C4A C5 C6 C7A 69.2(6) . . . . ? C1A N2 C1 C2 -51.6(7) . . . . ? Ni1 N2 C1 C2 43.1(4) . . . . ? C3A N3 C2 C1 153.7(5) . . . . ? C7 N3 C2 C1 -85.3(3) . . . . ? C2A N3 C2 C1 -47.4(6) . . . . ? C3 N3 C2 C1 156.2(3) . . . . ? C7A N3 C2 C1 -90.9(6) . . . . ? Ni1 N3 C2 C1 38.2(3) . . . . ? N2 C1 C2 N3 -56.2(4) . . . . ? C3A N3 C3 C4 76.7(17) . . . . ? C7 N3 C3 C4 -54.1(4) . . . . ? C2 N3 C3 C4 67.9(4) . . . . ? C2A N3 C3 C4 52.6(6) . . . . ? C7A N3 C3 C4 -66.1(5) . . . . ? Ni1 N3 C3 C4 -179.0(3) . . . . ? C6 C5 C4 C3 -51.6(4) . . . . ? C4A C5 C4 C3 -97(2) . . . . ? N3 C3 C4 C5 58.1(5) . . . . ? C3A N3 C7 C6 34.3(6) . . . . ? C2 N3 C7 C6 -69.9(4) . . . . ? C2A N3 C7 C6 -87.3(4) . . . . ? C3 N3 C7 C6 48.1(4) . . . . ? C7A N3 C7 C6 94.5(15) . . . . ? Ni1 N3 C7 C6 171.9(3) . . . . ? C5 C6 C7 N3 -46.3(5) . . . . ? C7A C6 C7 N3 -96.3(14) . . . . ? C1 N2 C1A C2A 50.2(6) . . . . ? Ni1 N2 C1A C2A -45.2(7) . . . . ? C3A N3 C2A C1A 78.2(8) . . . . ? C7 N3 C2A C1A -160.2(6) . . . . ? C2 N3 C2A C1A 54.1(6) . . . . ? C3 N3 C2A C1A 85.6(7) . . . . ? C7A N3 C2A C1A -159.7(6) . . . . ? Ni1 N3 C2A C1A -46.6(6) . . . . ? N2 C1A C2A N3 64.9(8) . . . . ? C7 N3 C3A C4A -38.8(9) . . . . ? C2 N3 C3A C4A 78.2(7) . . . . ? C2A N3 C3A C4A 66.8(9) . . . . ? C3 N3 C3A C4A -93.4(19) . . . . ? C7A N3 C3A C4A -54.0(8) . . . . ? Ni1 N3 C3A C4A -175.9(6) . . . . ? N3 C3A C4A C5 54.3(9) . . . . ? C4 C5 C4A C3A 76(2) . . . . ? C6 C5 C4A C3A -60.9(7) . . . . ? C3A N3 C7A C6 64.0(7) . . . . ? C7 N3 C7A C6 -61.9(13) . . . . ? C2 N3 C7A C6 -43.4(7) . . . . ? C2A N3 C7A C6 -63.8(6) . . . . ? C3 N3 C7A C6 74.2(5) . . . . ? Ni1 N3 C7A C6 -170.7(4) . . . . ? C7 C6 C7A N3 59.9(12) . . . . ? C5 C6 C7A N3 -74.2(5) . . . . ? N2 Ni1 N1 O2 -6.8(3) 3 . . . ? N2 Ni1 N1 O2 173.2(3) . . . . ? O1A Ni1 N1 O2 168(2) . . . . ? O1A Ni1 N1 O2 -12(2) 3 . . . ? N1 Ni1 N1 O2 133(14) 3 . . . ? N3 Ni1 N1 O2 76.6(3) 3 . . . ? N3 Ni1 N1 O2 -103.4(3) . . . . ? N2 Ni1 N1 O1 173.4(2) 3 . . . ? N2 Ni1 N1 O1 -6.6(2) . . . . ? O1A Ni1 N1 O1 -11.8(18) . . . . ? O1A Ni1 N1 O1 168.2(18) 3 . . . ? N1 Ni1 N1 O1 -47(14) 3 . . . ? N3 Ni1 N1 O1 -103.2(2) 3 . . . ? N3 Ni1 N1 O1 76.8(2) . . . . ? N2 Ni1 O1A N1A 2.4(18) 3 . . . ? N2 Ni1 O1A N1A -177.6(18) . . . . ? O1A Ni1 O1A N1A 14E1(5) 3 . . . ? N1 Ni1 O1A N1A -2.9(10) . . . . ? N1 Ni1 O1A N1A 177.1(10) 3 . . . ? N3 Ni1 O1A N1A 85.6(17) 3 . . . ? N3 Ni1 O1A N1A -94.4(17) . . . . ? Ni1 O1A N1A O2A -18(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2E O2 0.92 2.3 2.912(4) 123.5 3 N2 H2F O1 0.92 2.43 3.274(3) 152.4 2_545 ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-06-02 at 13:34:55 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : bath541 data_2 _database_code_depnum_ccdc_archive 'CCDC 836243' #TrackingRef '- all.cif' _audit_creation_date 2008-06-02T13:34:55-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C12 H28 N6 Ni O6' _chemical_formula_weight 411.11 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.172(5) _cell_length_b 7.988(5) _cell_length_c 8.330(5) _cell_angle_alpha 94.306(5) _cell_angle_beta 112.642(5) _cell_angle_gamma 100.496(5) _cell_volume 427.5(5) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 218 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.082 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.6896 _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_av_unetI/netI 0.0294 _diffrn_reflns_number 4890 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.84 _diffrn_reflns_theta_max 29.5 _diffrn_reflns_theta_full 29.5 _diffrn_measured_fraction_theta_full 0.967 _diffrn_measured_fraction_theta_max 0.967 _reflns_number_total 2523 _reflns_number_gt 2437 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0425P)^2^+0.1299P] 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_number_reflns 2523 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0732 _refine_ls_wR_factor_gt 0.0722 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.486 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.066 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.5 0 0.5 0.00937(8) Uani 1 2 d S . . O1 O 0.72483(15) -0.19908(13) 0.77061(13) 0.0187(2) Uani 1 1 d . A 1 N1 N 0.73813(16) -0.11429(13) 0.65376(14) 0.0128(2) Uani 1 1 d . A 1 C1 C 0.1676(2) -0.28219(16) 0.49066(17) 0.0156(2) Uani 1 1 d . . . H1A H 0.0458 -0.2558 0.3975 0.019 Uiso 1 1 calc R A . H1B H 0.1175 -0.3595 0.5603 0.019 Uiso 1 1 calc R . . O2 O 0.89822(15) -0.10362(15) 0.62430(14) 0.0218(2) Uani 1 1 d . A 1 N2 N 0.30647(16) -0.12129(13) 0.60616(14) 0.01168(19) Uani 1 1 d . A . H2A H 0.385 -0.1463 0.7143 0.014 Uiso 1 1 calc R . . H2B H 0.2279 -0.0482 0.6229 0.014 Uiso 1 1 calc R . . C2 C 0.2867(2) -0.36983(15) 0.40805(17) 0.0144(2) Uani 1 1 d . A . H2C H 0.4055 -0.399 0.5021 0.017 Uiso 1 1 calc R . . H2D H 0.1951 -0.4787 0.3316 0.017 Uiso 1 1 calc R . . O3 O 0.38823(15) -0.26826(13) -0.04139(12) 0.01767(19) Uani 1 1 d . . . N3 N 0.36493(16) -0.25796(13) 0.30152(13) 0.01148(19) Uani 1 1 d . A . C3 C 0.5076(2) -0.34510(15) 0.25364(17) 0.0137(2) Uani 1 1 d . . . H3A H 0.4402 -0.4689 0.2106 0.016 Uiso 1 1 calc R A . H3B H 0.6356 -0.3366 0.3607 0.016 Uiso 1 1 calc R . . C4 C 0.5666(2) -0.26903(16) 0.11334(17) 0.0150(2) Uani 1 1 d . A . H4A H 0.6499 -0.1494 0.1613 0.018 Uiso 1 1 calc R . . H4B H 0.6536 -0.3372 0.0822 0.018 Uiso 1 1 calc R . . C5 C 0.2613(2) -0.17155(17) 0.00503(17) 0.0170(2) Uani 1 1 d . A . H5A H 0.1397 -0.1668 -0.1025 0.02 Uiso 1 1 calc R . . H5B H 0.342 -0.0519 0.0577 0.02 Uiso 1 1 calc R . . C6 C 0.18801(19) -0.25293(16) 0.13494(16) 0.0143(2) Uani 1 1 d . . . H6A H 0.0968 -0.1863 0.1614 0.017 Uiso 1 1 calc R A . H6B H 0.1055 -0.3718 0.0812 0.017 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 0.00835(11) 0.01025(11) 0.00996(11) 0.00229(7) 0.00404(8) 0.00220(7) O1 0.0185(4) 0.0208(4) 0.0198(5) 0.0104(4) 0.0085(4) 0.0068(4) N1 0.0122(4) 0.0133(4) 0.0126(5) 0.0015(4) 0.0047(4) 0.0033(4) C1 0.0157(5) 0.0144(5) 0.0164(6) -0.0002(4) 0.0090(4) -0.0015(4) O2 0.0149(4) 0.0358(6) 0.0216(5) 0.0112(4) 0.0108(4) 0.0121(4) N2 0.0108(4) 0.0114(4) 0.0127(5) 0.0008(3) 0.0055(4) 0.0010(3) C2 0.0182(6) 0.0110(5) 0.0150(6) 0.0015(4) 0.0092(4) 0.0006(4) O3 0.0190(4) 0.0238(5) 0.0107(4) 0.0015(3) 0.0064(3) 0.0059(4) N3 0.0124(4) 0.0118(4) 0.0106(5) 0.0015(3) 0.0053(4) 0.0026(3) C3 0.0161(5) 0.0132(5) 0.0136(5) 0.0019(4) 0.0073(4) 0.0052(4) C4 0.0155(5) 0.0172(5) 0.0132(5) 0.0013(4) 0.0070(4) 0.0035(4) C5 0.0173(6) 0.0206(6) 0.0131(6) 0.0037(4) 0.0052(4) 0.0061(5) C6 0.0116(5) 0.0165(5) 0.0120(5) 0.0003(4) 0.0030(4) 0.0013(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 2.0569(13) . ? Ni1 N2 2.0569(13) 2_656 ? Ni1 N1 2.1096(14) 2_656 ? Ni1 N1 2.1096(14) . ? Ni1 N3 2.3336(15) 2_656 ? Ni1 N3 2.3336(15) . ? O1 N1 1.2499(15) . ? N1 O2 1.2530(16) . ? C1 N2 1.4763(17) . ? C1 C2 1.5137(19) . ? C2 N3 1.4900(17) . ? O3 C4 1.4257(17) . ? O3 C5 1.4341(17) . ? N3 C6 1.4861(17) . ? N3 C3 1.4912(17) . ? C3 C4 1.5191(19) . ? C5 C6 1.5131(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N2 180 . 2_656 ? N2 Ni1 N1 89.66(6) . 2_656 ? N2 Ni1 N1 90.34(6) 2_656 2_656 ? N2 Ni1 N1 90.34(6) . . ? N2 Ni1 N1 89.66(6) 2_656 . ? N1 Ni1 N1 180 2_656 . ? N2 Ni1 N3 97.78(5) . 2_656 ? N2 Ni1 N3 82.22(5) 2_656 2_656 ? N1 Ni1 N3 87.22(5) 2_656 2_656 ? N1 Ni1 N3 92.78(5) . 2_656 ? N2 Ni1 N3 82.22(5) . . ? N2 Ni1 N3 97.78(5) 2_656 . ? N1 Ni1 N3 92.78(5) 2_656 . ? N1 Ni1 N3 87.22(5) . . ? N3 Ni1 N3 180.00(3) 2_656 . ? O1 N1 O2 117.41(11) . . ? O1 N1 Ni1 122.99(9) . . ? O2 N1 Ni1 119.54(9) . . ? N2 C1 C2 108.79(11) . . ? C1 N2 Ni1 111.57(9) . . ? N3 C2 C1 111.77(11) . . ? C4 O3 C5 108.99(10) . . ? C6 N3 C2 108.98(10) . . ? C6 N3 C3 107.35(10) . . ? C2 N3 C3 106.38(10) . . ? C6 N3 Ni1 114.47(8) . . ? C2 N3 Ni1 99.10(8) . . ? C3 N3 Ni1 119.59(8) . . ? N3 C3 C4 113.39(10) . . ? O3 C4 C3 111.78(11) . . ? O3 C5 C6 110.91(11) . . ? N3 C6 C5 111.66(11) . . ? 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 N2 Ni1 N1 O1 -7.45(10) . . . . ? N2 Ni1 N1 O1 172.55(10) 2_656 . . . ? N1 Ni1 N1 O1 -6E1(10) 2_656 . . . ? N3 Ni1 N1 O1 90.36(10) 2_656 . . . ? N3 Ni1 N1 O1 -89.64(10) . . . . ? N2 Ni1 N1 O2 169.81(10) . . . . ? N2 Ni1 N1 O2 -10.19(10) 2_656 . . . ? N1 Ni1 N1 O2 12E1(10) 2_656 . . . ? N3 Ni1 N1 O2 -92.38(10) 2_656 . . . ? N3 Ni1 N1 O2 87.62(10) . . . . ? C2 C1 N2 Ni1 37.56(12) . . . . ? N2 Ni1 N2 C1 -11E1(10) 2_656 . . . ? N1 Ni1 N2 C1 83.32(9) 2_656 . . . ? N1 Ni1 N2 C1 -96.68(9) . . . . ? N3 Ni1 N2 C1 170.47(8) 2_656 . . . ? N3 Ni1 N2 C1 -9.53(8) . . . . ? N2 C1 C2 N3 -59.68(14) . . . . ? C1 C2 N3 C6 -73.93(13) . . . . ? C1 C2 N3 C3 170.62(10) . . . . ? C1 C2 N3 Ni1 45.99(11) . . . . ? N2 Ni1 N3 C6 96.32(9) . . . . ? N2 Ni1 N3 C6 -83.68(9) 2_656 . . . ? N1 Ni1 N3 C6 7.04(8) 2_656 . . . ? N1 Ni1 N3 C6 -172.96(8) . . . . ? N3 Ni1 N3 C6 -15E1(10) 2_656 . . . ? N2 Ni1 N3 C2 -19.45(7) . . . . ? N2 Ni1 N3 C2 160.55(7) 2_656 . . . ? N1 Ni1 N3 C2 -108.72(9) 2_656 . . . ? N1 Ni1 N3 C2 71.28(9) . . . . ? N3 Ni1 N3 C2 10E1(10) 2_656 . . . ? N2 Ni1 N3 C3 -134.24(9) . . . . ? N2 Ni1 N3 C3 45.76(9) 2_656 . . . ? N1 Ni1 N3 C3 136.48(9) 2_656 . . . ? N1 Ni1 N3 C3 -43.52(9) . . . . ? N3 Ni1 N3 C3 -2E1(10) 2_656 . . . ? C6 N3 C3 C4 51.32(13) . . . . ? C2 N3 C3 C4 167.87(10) . . . . ? Ni1 N3 C3 C4 -81.25(12) . . . . ? C5 O3 C4 C3 58.08(14) . . . . ? N3 C3 C4 O3 -55.28(14) . . . . ? C4 O3 C5 C6 -61.18(13) . . . . ? C2 N3 C6 C5 -168.65(10) . . . . ? C3 N3 C6 C5 -53.82(13) . . . . ? Ni1 N3 C6 C5 81.46(11) . . . . ? O3 C5 C6 N3 60.99(14) . . . . ? ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-06-02 at 13:31:09 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : bath545u data_2a _database_code_depnum_ccdc_archive 'CCDC 836244' #TrackingRef '- all.cif' _audit_creation_date 2008-06-02T13:31:09-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C12 H28 N6 Ni O6' _chemical_formula_weight 411.11 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2136(13) _cell_length_b 7.9994(14) _cell_length_c 8.3000(14) _cell_angle_alpha 94.581(2) _cell_angle_beta 111.364(2) _cell_angle_gamma 101.278(2) _cell_volume 431.39(13) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 218 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.073 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.6896 _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_unetI/netI 0.0326 _diffrn_reflns_number 4826 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.84 _diffrn_reflns_theta_max 29.56 _diffrn_reflns_theta_full 29.56 _diffrn_measured_fraction_theta_full 0.957 _diffrn_measured_fraction_theta_max 0.957 _reflns_number_total 2533 _reflns_number_gt 2389 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0544P)^2^+0.4663P] 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_number_reflns 2533 _refine_ls_number_parameters 124 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0467 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1179 _refine_ls_wR_factor_gt 0.1193 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.141 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.051 _refine_diff_density_min -0.774 _refine_diff_density_rms 0.1 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.5 0 0.5 0.01651(13) Uani 1 2 d S . . O1 O 0.7226(5) -0.1978(4) 0.7702(4) 0.0266(7) Uiso 0.747(7) 1 d P A 1 N1 N 0.7395(5) -0.1104(4) 0.6547(4) 0.0200(6) Uiso 0.747(7) 1 d P A 1 C1 C 0.1739(4) -0.2861(3) 0.4976(3) 0.0274(5) Uani 1 1 d . . . H1A H 0.0521 -0.2639 0.4055 0.033 Uiso 1 1 calc R A . H1B H 0.1261 -0.3632 0.5694 0.033 Uiso 1 1 calc R . . O2 O 0.8986(5) -0.0981(4) 0.6258(4) 0.0322(7) Uiso 0.747(7) 1 d P A 1 N2 N 0.3079(3) -0.1213(2) 0.6093(3) 0.0224(4) Uani 1 1 d . A . H2A H 0.385 -0.1426 0.7179 0.027 Uiso 1 1 calc R . . H2B H 0.2281 -0.0496 0.6246 0.027 Uiso 1 1 calc R . . C2 C 0.2933(4) -0.3712(3) 0.4141(3) 0.0255(5) Uani 1 1 d . A . H2C H 0.4118 -0.3967 0.507 0.031 Uiso 1 1 calc R . . H2D H 0.2046 -0.4821 0.3397 0.031 Uiso 1 1 calc R . . O3 O 0.3900(3) -0.2724(2) -0.0395(2) 0.0294(4) Uani 1 1 d . . . N3 N 0.3684(3) -0.2590(2) 0.3050(2) 0.0199(4) Uani 1 1 d . A . C3 C 0.5112(4) -0.3432(3) 0.2555(3) 0.0233(4) Uani 1 1 d . . . H3A H 0.4469 -0.4683 0.2153 0.028 Uiso 1 1 calc R A . H3B H 0.6384 -0.3305 0.3607 0.028 Uiso 1 1 calc R . . C4 C 0.5668(4) -0.2682(3) 0.1121(3) 0.0258(5) Uani 1 1 d . A . H4A H 0.6475 -0.1471 0.1574 0.031 Uiso 1 1 calc R . . H4B H 0.6538 -0.3346 0.0796 0.031 Uiso 1 1 calc R . . C5 C 0.2632(4) -0.1783(3) 0.0083(3) 0.0275(5) Uani 1 1 d . A . H5A H 0.1423 -0.1771 -0.0976 0.033 Uiso 1 1 calc R . . H5B H 0.3413 -0.0572 0.0585 0.033 Uiso 1 1 calc R . . C6 C 0.1926(4) -0.2589(3) 0.1408(3) 0.0248(4) Uani 1 1 d . . . H6A H 0.1015 -0.1938 0.1686 0.03 Uiso 1 1 calc R A . H6B H 0.1124 -0.3793 0.0895 0.03 Uiso 1 1 calc R . . N1A N 0.856(2) -0.1436(17) 0.713(2) 0.026(3) Uiso 0.199(5) 1 d P A 2 O1A O 0.6680(18) -0.1315(12) 0.6601(12) 0.0266(7) Uiso 0.199(5) 1 d P A 2 O2B O 0.762(5) -0.070(5) 0.598(5) 0.0322(7) Uiso 0.058(5) 1 d P A 3 O2A O 0.9476(13) -0.0354(12) 0.6556(11) 0.0177(18) Uiso 0.199(5) 1 d P A 2 N1B N 0.837(8) -0.176(7) 0.700(7) 0.026(3) Uiso 0.058(5) 1 d P A 3 O1B O 0.742(4) -0.172(4) 0.811(4) 0.009(6) Uiso 0.058(5) 1 d P A 3 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) 0.01206(18) 0.01561(19) 0.00197(12) 0.00809(14) 0.00086(13) C1 0.0349(12) 0.0183(10) 0.0270(11) -0.0029(8) 0.0181(9) -0.0075(9) N2 0.0298(9) 0.0164(8) 0.0202(9) -0.0010(7) 0.0137(7) -0.0025(7) C2 0.0395(12) 0.0139(9) 0.0237(10) 0.0010(8) 0.0181(9) -0.0025(8) O3 0.0409(10) 0.0294(9) 0.0189(8) -0.0001(7) 0.0156(7) 0.0041(7) N3 0.0278(9) 0.0144(7) 0.0174(8) 0.0006(6) 0.0116(7) 0.0004(7) C3 0.0328(11) 0.0153(9) 0.0238(10) 0.0016(8) 0.0140(9) 0.0050(8) C4 0.0338(12) 0.0214(10) 0.0239(11) -0.0001(8) 0.0156(9) 0.0037(9) C5 0.0328(12) 0.0291(11) 0.0193(10) 0.0029(8) 0.0101(9) 0.0052(9) C6 0.0267(10) 0.0218(10) 0.0212(10) -0.0018(8) 0.0087(8) -0.0013(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O1A 1.972(10) . ? Ni1 O1A 1.972(10) 2_656 ? Ni1 O2B 1.98(4) 2_656 ? Ni1 O2B 1.98(4) . ? Ni1 N2 2.0531(19) 2_656 ? Ni1 N2 2.0531(19) . ? Ni1 N1 2.139(3) 2_656 ? Ni1 N1 2.139(3) . ? Ni1 N3 2.3216(18) 2_656 ? Ni1 N3 2.3216(18) . ? O1 N1 1.257(5) . ? N1 O2 1.243(5) . ? C1 N2 1.479(3) . ? C1 C2 1.508(3) . ? C2 N3 1.488(3) . ? O3 C4 1.421(3) . ? O3 C5 1.431(3) . ? N3 C6 1.485(3) . ? N3 C3 1.490(3) . ? C3 C4 1.519(3) . ? C5 C6 1.509(3) . ? N1A O2A 1.220(18) . ? N1A O1A 1.291(19) . ? O2B N1B 1.30(7) . ? N1B O1B 1.32(6) . ? 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 O1A Ni1 O1A 180.0000(10) . 2_656 ? O1A Ni1 O2B 148.8(12) . 2_656 ? O1A Ni1 O2B 31.2(12) 2_656 2_656 ? O1A Ni1 O2B 31.2(12) . . ? O1A Ni1 O2B 148.8(12) 2_656 . ? O2B Ni1 O2B 180.000(6) 2_656 . ? O1A Ni1 N2 103.4(4) . 2_656 ? O1A Ni1 N2 76.6(4) 2_656 2_656 ? O2B Ni1 N2 107.8(13) 2_656 2_656 ? O2B Ni1 N2 72.2(13) . 2_656 ? O1A Ni1 N2 76.6(4) . . ? O1A Ni1 N2 103.4(4) 2_656 . ? O2B Ni1 N2 72.2(13) 2_656 . ? O2B Ni1 N2 107.8(13) . . ? N2 Ni1 N2 180 2_656 . ? O1A Ni1 N1 166.0(3) . 2_656 ? O1A Ni1 N1 14.0(3) 2_656 2_656 ? O2B Ni1 N1 17.4(12) 2_656 2_656 ? O2B Ni1 N1 162.6(12) . 2_656 ? N2 Ni1 N1 90.56(13) 2_656 2_656 ? N2 Ni1 N1 89.44(13) . 2_656 ? O1A Ni1 N1 14.0(3) . . ? O1A Ni1 N1 166.0(3) 2_656 . ? O2B Ni1 N1 162.6(12) 2_656 . ? O2B Ni1 N1 17.4(12) . . ? N2 Ni1 N1 89.44(13) 2_656 . ? N2 Ni1 N1 90.56(13) . . ? N1 Ni1 N1 180.0000(10) 2_656 . ? O1A Ni1 N3 95.4(3) . 2_656 ? O1A Ni1 N3 84.6(3) 2_656 2_656 ? O2B Ni1 N3 87.9(10) 2_656 2_656 ? O2B Ni1 N3 92.1(10) . 2_656 ? N2 Ni1 N3 82.31(7) 2_656 2_656 ? N2 Ni1 N3 97.69(7) . 2_656 ? N1 Ni1 N3 87.59(9) 2_656 2_656 ? N1 Ni1 N3 92.41(9) . 2_656 ? O1A Ni1 N3 84.6(3) . . ? O1A Ni1 N3 95.4(3) 2_656 . ? O2B Ni1 N3 92.1(10) 2_656 . ? O2B Ni1 N3 87.9(10) . . ? N2 Ni1 N3 97.69(7) 2_656 . ? N2 Ni1 N3 82.31(7) . . ? N1 Ni1 N3 92.41(9) 2_656 . ? N1 Ni1 N3 87.59(9) . . ? N3 Ni1 N3 180.00(6) 2_656 . ? O2 N1 O1 117.1(3) . . ? O2 N1 Ni1 120.3(3) . . ? O1 N1 Ni1 122.5(3) . . ? N2 C1 C2 108.94(19) . . ? C1 N2 Ni1 111.47(14) . . ? N3 C2 C1 111.58(19) . . ? C4 O3 C5 109.08(17) . . ? C6 N3 C2 108.97(18) . . ? C6 N3 C3 107.52(17) . . ? C2 N3 C3 106.18(18) . . ? C6 N3 Ni1 114.85(14) . . ? C2 N3 Ni1 99.16(12) . . ? C3 N3 Ni1 119.15(13) . . ? N3 C3 C4 113.22(19) . . ? O3 C4 C3 111.9(2) . . ? O3 C5 C6 110.9(2) . . ? N3 C6 C5 111.69(19) . . ? O2A N1A O1A 107.7(13) . . ? N1A O1A Ni1 136.0(11) . . ? N1B O2B Ni1 138(4) . . ? O2B N1B O1B 102(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 O1A Ni1 N1 O2 165.3(14) . . . . ? O1A Ni1 N1 O2 -14.7(14) 2_656 . . . ? O2B Ni1 N1 O2 178(3) 2_656 . . . ? O2B Ni1 N1 O2 -2(3) . . . . ? N2 Ni1 N1 O2 -9.6(3) 2_656 . . . ? N2 Ni1 N1 O2 170.4(3) . . . . ? N1 Ni1 N1 O2 11E1(10) 2_656 . . . ? N3 Ni1 N1 O2 -91.9(3) 2_656 . . . ? N3 Ni1 N1 O2 88.1(3) . . . . ? O1A Ni1 N1 O1 -10.6(12) . . . . ? O1A Ni1 N1 O1 169.4(12) 2_656 . . . ? O2B Ni1 N1 O1 2(3) 2_656 . . . ? O2B Ni1 N1 O1 -178(3) . . . . ? N2 Ni1 N1 O1 174.5(3) 2_656 . . . ? N2 Ni1 N1 O1 -5.5(3) . . . . ? N1 Ni1 N1 O1 -7E1(10) 2_656 . . . ? N3 Ni1 N1 O1 92.2(3) 2_656 . . . ? N3 Ni1 N1 O1 -87.8(3) . . . . ? C2 C1 N2 Ni1 36.5(2) . . . . ? O1A Ni1 N2 C1 -94.6(3) . . . . ? O1A Ni1 N2 C1 85.4(3) 2_656 . . . ? O2B Ni1 N2 C1 86.4(10) 2_656 . . . ? O2B Ni1 N2 C1 -93.6(10) . . . . ? N2 Ni1 N2 C1 -1E1(10) 2_656 . . . ? N1 Ni1 N2 C1 84.11(18) 2_656 . . . ? N1 Ni1 N2 C1 -95.89(18) . . . . ? N3 Ni1 N2 C1 171.60(16) 2_656 . . . ? N3 Ni1 N2 C1 -8.40(16) . . . . ? N2 C1 C2 N3 -59.4(3) . . . . ? C1 C2 N3 C6 -73.7(2) . . . . ? C1 C2 N3 C3 170.73(19) . . . . ? C1 C2 N3 Ni1 46.6(2) . . . . ? O1A Ni1 N3 C6 172.7(4) . . . . ? O1A Ni1 N3 C6 -7.3(4) 2_656 . . . ? O2B Ni1 N3 C6 23.8(13) 2_656 . . . ? O2B Ni1 N3 C6 -156.2(13) . . . . ? N2 Ni1 N3 C6 -84.42(16) 2_656 . . . ? N2 Ni1 N3 C6 95.58(16) . . . . ? N1 Ni1 N3 C6 6.47(18) 2_656 . . . ? N1 Ni1 N3 C6 -173.53(18) . . . . ? N3 Ni1 N3 C6 14E1(5) 2_656 . . . ? O1A Ni1 N3 C2 56.8(4) . . . . ? O1A Ni1 N3 C2 -123.2(4) 2_656 . . . ? O2B Ni1 N3 C2 -92.1(13) 2_656 . . . ? O2B Ni1 N3 C2 87.9(13) . . . . ? N2 Ni1 N3 C2 159.63(15) 2_656 . . . ? N2 Ni1 N3 C2 -20.37(15) . . . . ? N1 Ni1 N3 C2 -109.48(18) 2_656 . . . ? N1 Ni1 N3 C2 70.52(18) . . . . ? N3 Ni1 N3 C2 3E1(6) 2_656 . . . ? O1A Ni1 N3 C3 -57.6(4) . . . . ? O1A Ni1 N3 C3 122.4(4) 2_656 . . . ? O2B Ni1 N3 C3 153.5(13) 2_656 . . . ? O2B Ni1 N3 C3 -26.5(13) . . . . ? N2 Ni1 N3 C3 45.24(16) 2_656 . . . ? N2 Ni1 N3 C3 -134.76(16) . . . . ? N1 Ni1 N3 C3 136.13(18) 2_656 . . . ? N1 Ni1 N3 C3 -43.87(18) . . . . ? N3 Ni1 N3 C3 -9E1(4) 2_656 . . . ? C6 N3 C3 C4 50.9(2) . . . . ? C2 N3 C3 C4 167.48(18) . . . . ? Ni1 N3 C3 C4 -81.9(2) . . . . ? C5 O3 C4 C3 58.1(2) . . . . ? N3 C3 C4 O3 -55.0(2) . . . . ? C4 O3 C5 C6 -61.2(2) . . . . ? C2 N3 C6 C5 -168.34(19) . . . . ? C3 N3 C6 C5 -53.7(2) . . . . ? Ni1 N3 C6 C5 81.5(2) . . . . ? O3 C5 C6 N3 60.9(2) . . . . ? O2A N1A O1A Ni1 6.1(19) . . . . ? O1A Ni1 O1A N1A -14E1(10) 2_656 . . . ? O2B Ni1 O1A N1A -172(2) 2_656 . . . ? O2B Ni1 O1A N1A 8(2) . . . . ? N2 Ni1 O1A N1A 6.3(13) 2_656 . . . ? N2 Ni1 O1A N1A -173.7(13) . . . . ? N1 Ni1 O1A N1A -178.9(10) 2_656 . . . ? N1 Ni1 O1A N1A 1.1(10) . . . . ? N3 Ni1 O1A N1A -77.1(13) 2_656 . . . ? N3 Ni1 O1A N1A 102.9(13) . . . . ? O1A Ni1 O2B N1B 7(4) . . . . ? O1A Ni1 O2B N1B -173(4) 2_656 . . . ? O2B Ni1 O2B N1B -7E1(10) 2_656 . . . ? N2 Ni1 O2B N1B -175(5) 2_656 . . . ? N2 Ni1 O2B N1B 5(5) . . . . ? N1 Ni1 O2B N1B -167(4) 2_656 . . . ? N1 Ni1 O2B N1B 13(4) . . . . ? N3 Ni1 O2B N1B 104(5) 2_656 . . . ? N3 Ni1 O2B N1B -76(5) . . . . ? Ni1 O2B N1B O1B -33(6) . . . . ? ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-04-28 at 14:21:09 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : bath515 data_3 _database_code_depnum_ccdc_archive 'CCDC 836245' #TrackingRef '- all.cif' _audit_creation_date 2008-04-28T14:21:09-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C12 H28 N6 Ni O4' _chemical_formula_weight 379.11 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 8.6169(5) _cell_length_b 8.5490(5) _cell_length_c 11.5680(7) _cell_angle_alpha 90 _cell_angle_beta 104.0080(10) _cell_angle_gamma 90 _cell_volume 826.83(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.523 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.105 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.6896 _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_unetI/netI 0.0261 _diffrn_reflns_number 9220 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 29.52 _diffrn_reflns_theta_full 29.52 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 2512 _reflns_number_gt 2247 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0396P)^2^+0.3082P] 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_number_reflns 2512 _refine_ls_number_parameters 106 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.032 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0756 _refine_ls_wR_factor_gt 0.0729 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.47 _refine_diff_density_min -0.273 _refine_diff_density_rms 0.062 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0 0.5 0.01158(8) Uani 1 2 d S . . N1 N 0.09863(13) -0.10674(13) 0.36496(10) 0.0169(2) Uani 1 1 d . . . O1 O 0.04686(13) -0.07272(13) 0.25685(9) 0.0247(2) Uani 1 1 d . . . O2 O 0.20639(13) -0.20770(13) 0.39022(10) 0.0252(2) Uani 1 1 d . . . N2 N 0.14882(13) -0.13442(13) 0.62993(10) 0.0187(2) Uani 1 1 d . B . H2A H 0.1094 -0.1377 0.697 0.022 Uiso 1 1 calc R A 1 H2B H 0.1529 -0.2351 0.6027 0.022 Uiso 1 1 calc R A 1 C1 C 0.31006(16) -0.06616(16) 0.65936(13) 0.0213(3) Uani 1 1 d . B 1 H1A H 0.3687 -0.0989 0.5997 0.026 Uiso 1 1 calc R B 1 H1B H 0.3701 -0.1034 0.7386 0.026 Uiso 1 1 calc R B 1 C2 C 0.29627(16) 0.11043(16) 0.66007(12) 0.0199(3) Uani 1 1 d . B 1 H2C H 0.2483 0.1434 0.7258 0.024 Uiso 1 1 calc R B 1 H2D H 0.4041 0.1577 0.6738 0.024 Uiso 1 1 calc R B 1 N3 N 0.19514(12) 0.16649(12) 0.54446(9) 0.01383(19) Uani 1 1 d . B 1 C3 C 0.29205(16) 0.18309(16) 0.45517(12) 0.0200(3) Uani 1 1 d . B 1 H3A H 0.2218 0.1912 0.3739 0.024 Uiso 1 1 calc R B 1 H3B H 0.3635 0.0917 0.4581 0.024 Uiso 1 1 calc R B 1 C4 C 0.39082(17) 0.33396(17) 0.48813(12) 0.0217(3) Uani 1 1 d . B 1 H4A H 0.4979 0.3103 0.5395 0.026 Uiso 1 1 calc R B 1 H4B H 0.404 0.3888 0.4157 0.026 Uiso 1 1 calc R B 1 C5 C 0.29238(16) 0.43361(16) 0.55552(14) 0.0225(3) Uani 1 1 d . B 1 H5A H 0.3544 0.4558 0.6377 0.027 Uiso 1 1 calc R B 1 H5B H 0.26 0.5339 0.5138 0.027 Uiso 1 1 calc R B 1 C6 C 0.14584(16) 0.33217(15) 0.55625(13) 0.0207(3) Uani 1 1 d . B 1 H6A H 0.1124 0.3467 0.6316 0.025 Uiso 1 1 calc R B 1 H6B H 0.0553 0.3607 0.489 0.025 Uiso 1 1 calc R B 1 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 0.01270(11) 0.01005(11) 0.01206(12) 0.00000(7) 0.00311(8) -0.00019(7) N1 0.0182(5) 0.0147(5) 0.0184(5) -0.0021(4) 0.0058(4) -0.0021(4) O1 0.0342(6) 0.0248(5) 0.0158(4) 0.0009(4) 0.0074(4) 0.0048(4) O2 0.0255(5) 0.0248(5) 0.0253(5) -0.0025(4) 0.0060(4) 0.0085(4) N2 0.0181(5) 0.0147(5) 0.0210(5) 0.0036(4) 0.0000(4) -0.0021(4) C1 0.0177(6) 0.0188(6) 0.0240(6) 0.0040(5) -0.0015(5) 0.0002(5) C2 0.0200(6) 0.0192(6) 0.0180(6) 0.0017(5) -0.0004(5) -0.0031(5) N3 0.0148(4) 0.0124(4) 0.0139(4) 0.0004(4) 0.0025(3) -0.0009(4) C3 0.0210(6) 0.0212(6) 0.0189(6) -0.0023(5) 0.0072(5) -0.0067(5) C4 0.0214(6) 0.0231(6) 0.0208(6) 0.0001(5) 0.0053(5) -0.0086(5) C5 0.0194(6) 0.0144(6) 0.0323(7) -0.0011(5) 0.0033(5) -0.0037(5) C6 0.0180(6) 0.0141(5) 0.0300(7) -0.0035(5) 0.0056(5) -0.0016(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 2.0715(11) 3_556 ? Ni1 N2 2.0715(11) . ? Ni1 N1 2.1536(11) . ? Ni1 N1 2.1536(11) 3_556 ? Ni1 N3 2.1677(10) 3_556 ? Ni1 N3 2.1677(10) . ? N1 O2 1.2495(15) . ? N1 O1 1.2560(15) . ? N2 C1 1.4689(17) . ? N2 H2A 0.92 . ? N2 H2B 0.92 . ? C1 C2 1.5145(19) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? C2 N3 1.4877(16) . ? C2 H2C 0.99 . ? C2 H2D 0.99 . ? N3 C3 1.4839(16) . ? N3 C6 1.4945(17) . ? C3 C4 1.5415(19) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 C5 1.540(2) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 C6 1.5336(18) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N2 180.00(5) 3_556 . ? N2 Ni1 N1 89.57(5) 3_556 . ? N2 Ni1 N1 90.43(5) . . ? N2 Ni1 N1 90.43(5) 3_556 3_556 ? N2 Ni1 N1 89.57(5) . 3_556 ? N1 Ni1 N1 180.00(3) . 3_556 ? N2 Ni1 N3 83.32(4) 3_556 3_556 ? N2 Ni1 N3 96.68(4) . 3_556 ? N1 Ni1 N3 88.24(4) . 3_556 ? N1 Ni1 N3 91.76(4) 3_556 3_556 ? N2 Ni1 N3 96.68(4) 3_556 . ? N2 Ni1 N3 83.32(4) . . ? N1 Ni1 N3 91.76(4) . . ? N1 Ni1 N3 88.24(4) 3_556 . ? N3 Ni1 N3 180 3_556 . ? O2 N1 O1 117.23(11) . . ? O2 N1 Ni1 121.63(9) . . ? O1 N1 Ni1 121.12(8) . . ? C1 N2 Ni1 109.42(8) . . ? C1 N2 H2A 109.8 . . ? Ni1 N2 H2A 109.8 . . ? C1 N2 H2B 109.8 . . ? Ni1 N2 H2B 109.8 . . ? H2A N2 H2B 108.2 . . ? N2 C1 C2 109.04(11) . . ? N2 C1 H1A 109.9 . . ? C2 C1 H1A 109.9 . . ? N2 C1 H1B 109.9 . . ? C2 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? N3 C2 C1 110.23(10) . . ? N3 C2 H2C 109.6 . . ? C1 C2 H2C 109.6 . . ? N3 C2 H2D 109.6 . . ? C1 C2 H2D 109.6 . . ? H2C C2 H2D 108.1 . . ? C3 N3 C2 110.53(10) . . ? C3 N3 C6 101.14(10) . . ? C2 N3 C6 109.93(10) . . ? C3 N3 Ni1 115.63(8) . . ? C2 N3 Ni1 104.70(7) . . ? C6 N3 Ni1 115.00(8) . . ? N3 C3 C4 106.14(11) . . ? N3 C3 H3A 110.5 . . ? C4 C3 H3A 110.5 . . ? N3 C3 H3B 110.5 . . ? C4 C3 H3B 110.5 . . ? H3A C3 H3B 108.7 . . ? C5 C4 C3 104.43(11) . . ? C5 C4 H4A 110.9 . . ? C3 C4 H4A 110.9 . . ? C5 C4 H4B 110.9 . . ? C3 C4 H4B 110.9 . . ? H4A C4 H4B 108.9 . . ? C6 C5 C4 104.19(11) . . ? C6 C5 H5A 110.9 . . ? C4 C5 H5A 110.9 . . ? C6 C5 H5B 110.9 . . ? C4 C5 H5B 110.9 . . ? H5A C5 H5B 108.9 . . ? N3 C6 C5 106.43(10) . . ? N3 C6 H6A 110.4 . . ? C5 C6 H6A 110.4 . . ? N3 C6 H6B 110.4 . . ? C5 C6 H6B 110.4 . . ? H6A C6 H6B 108.6 . . ? 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 N2 Ni1 N1 O2 179.39(10) 3_556 . . . ? N2 Ni1 N1 O2 -0.61(10) . . . . ? N1 Ni1 N1 O2 -16(19) 3_556 . . . ? N3 Ni1 N1 O2 -97.28(10) 3_556 . . . ? N3 Ni1 N1 O2 82.72(10) . . . . ? N2 Ni1 N1 O1 -2.51(10) 3_556 . . . ? N2 Ni1 N1 O1 177.49(10) . . . . ? N1 Ni1 N1 O1 162(18) 3_556 . . . ? N3 Ni1 N1 O1 80.82(10) 3_556 . . . ? N3 Ni1 N1 O1 -99.18(10) . . . . ? N2 Ni1 N2 C1 15E1(10) 3_556 . . . ? N1 Ni1 N2 C1 78.79(9) . . . . ? N1 Ni1 N2 C1 -101.21(9) 3_556 . . . ? N3 Ni1 N2 C1 167.08(9) 3_556 . . . ? N3 Ni1 N2 C1 -12.92(9) . . . . ? Ni1 N2 C1 C2 38.97(13) . . . . ? N2 C1 C2 N3 -55.01(14) . . . . ? C1 C2 N3 C3 -84.27(13) . . . . ? C1 C2 N3 C6 164.93(11) . . . . ? C1 C2 N3 Ni1 40.88(12) . . . . ? N2 Ni1 N3 C3 -73.48(9) 3_556 . . . ? N2 Ni1 N3 C3 106.52(9) . . . . ? N1 Ni1 N3 C3 16.29(9) . . . . ? N1 Ni1 N3 C3 -163.71(9) 3_556 . . . ? N3 Ni1 N3 C3 15E1(10) 3_556 . . . ? N2 Ni1 N3 C2 164.65(8) 3_556 . . . ? N2 Ni1 N3 C2 -15.35(8) . . . . ? N1 Ni1 N3 C2 -105.58(8) . . . . ? N1 Ni1 N3 C2 74.42(8) 3_556 . . . ? N3 Ni1 N3 C2 3E1(10) 3_556 . . . ? N2 Ni1 N3 C6 43.91(9) 3_556 . . . ? N2 Ni1 N3 C6 -136.09(9) . . . . ? N1 Ni1 N3 C6 133.68(9) . . . . ? N1 Ni1 N3 C6 -46.32(9) 3_556 . . . ? N3 Ni1 N3 C6 -9E1(10) 3_556 . . . ? C2 N3 C3 C4 -75.94(13) . . . . ? C6 N3 C3 C4 40.46(13) . . . . ? Ni1 N3 C3 C4 165.36(8) . . . . ? N3 C3 C4 C5 -25.43(14) . . . . ? C3 C4 C5 C6 0.19(14) . . . . ? C3 N3 C6 C5 -40.52(13) . . . . ? C2 N3 C6 C5 76.32(13) . . . . ? Ni1 N3 C6 C5 -165.84(9) . . . . ? C4 C5 C6 N3 24.95(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2A O1 0.92 2.38 2.9603(16) 120.7 3_556 N2 H2A O2 0.92 2.56 3.2266(15) 130.1 4_556 ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-12-09 at 10:21:02 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : exo17 pyr-es data_3a _database_code_depnum_ccdc_archive 'CCDC 836246' #TrackingRef '- all.cif' _audit_creation_date 2009-12-09T10:21:02-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H28 N6 Ni O4' _chemical_formula_sum 'C12 H28 N6 Ni O4' _chemical_formula_weight 379.11 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _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 8.349(2) _cell_length_b 8.646(2) _cell_length_c 11.836(3) _cell_angle_alpha 90 _cell_angle_beta 102.692(3) _cell_angle_gamma 90 _cell_volume 833.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2135 _cell_measurement_theta_min 3.72 _cell_measurement_theta_max 24.7 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_special_details ; An A alert is recorded because two partial occupancy H atoms are in close contact with each other. Since each is partial occupancy this is acceptable. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.193 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS - Bruker2004' _exptl_absorpt_correction_T_min 0.723061 _exptl_absorpt_correction_T_max 1 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.7749 _diffrn_radiation_type Synchrotron _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2' _diffrn_measurement_method '3000 0.3 degree images with \f and \w scans' _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_unetI/netI 0.0416 _diffrn_reflns_number 9187 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.75 _diffrn_reflns_theta_max 33.5 _diffrn_reflns_theta_full 27.5 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 2505 _reflns_number_gt 1468 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTS (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics POVRAY _computing_publication_material 'SHELXTL (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1000P)^2^+0.0000P] 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_number_reflns 2505 _refine_ls_number_parameters 143 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1967 _refine_ls_wR_factor_gt 0.1708 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.132 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.584 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.072 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0 0.5 0.0548(3) Uani 1 2 d SD . . N2 N 0.1554(5) -0.1289(5) 0.6216(4) 0.0914(13) Uani 1 1 d . A . H2A H 0.109 -0.1443 0.6844 0.11 Uiso 1 1 calc R . . H2B H 0.1709 -0.2241 0.5909 0.11 Uiso 1 1 calc R . . N3 N 0.1954(4) 0.1680(3) 0.5387(3) 0.0586(7) Uani 1 1 d D A . C2A C 0.2974(9) 0.1213(7) 0.6514(6) 0.060(2) Uani 0.634(19) 1 d PD A 1 H2A1 H 0.2479 0.1604 0.7145 0.073 Uiso 0.634(19) 1 calc PR A 1 H2A2 H 0.4083 0.1671 0.6611 0.073 Uiso 0.634(19) 1 calc PR A 1 C3 C 0.2781(6) 0.2023(6) 0.4469(4) 0.0876(14) Uani 1 1 d . . . H3A H 0.1966 0.2176 0.3732 0.105 Uiso 1 1 calc R A 2 H3B H 0.3504 0.115 0.4367 0.105 Uiso 1 1 calc R A 2 C4 C 0.3772(7) 0.3451(6) 0.4771(4) 0.0898(15) Uani 1 1 d . A . H4A H 0.3837 0.4044 0.4067 0.108 Uiso 1 1 calc R . . H4B H 0.4899 0.32 0.5202 0.108 Uiso 1 1 calc R . . C5 C 0.2853(6) 0.4346(6) 0.5521(6) 0.0944(16) Uani 1 1 d . . . H5A H 0.3555 0.4535 0.6298 0.113 Uiso 1 1 calc R A . H5B H 0.2468 0.5352 0.5162 0.113 Uiso 1 1 calc R . . C6 C 0.1430(6) 0.3323(6) 0.5596(6) 0.0951(16) Uani 1 1 d . A . H6A H 0.0447 0.362 0.5002 0.114 Uiso 1 1 calc R . . H6B H 0.1168 0.3408 0.6369 0.114 Uiso 1 1 calc R . . N1 N 0.1037(6) -0.1051(6) 0.3659(4) 0.0617(15) Uani 0.701(10) 1 d PD B 1 O1 O 0.2206(9) -0.1999(9) 0.3859(7) 0.072(2) Uani 0.701(10) 1 d PD B 1 O2 O 0.0532(6) -0.0798(5) 0.2581(3) 0.0743(17) Uani 0.701(10) 1 d PD B 1 N1B N 0.151(2) -0.127(2) 0.3008(17) 0.074(6) Uiso 0.204(11) 1 d PD B 2 O1B O 0.061(2) -0.036(2) 0.3378(10) 0.077(6) Uiso 0.204(11) 1 d PD B 2 O2B O 0.227(5) -0.220(4) 0.367(3) 0.114(19) Uiso 0.204(11) 1 d PD B 2 N1C N 0.157(3) -0.200(4) 0.339(2) 0.044(8) Uiso 0.096(6) 1 d PD B 3 O1C O 0.1627(19) -0.1463(18) 0.4367(15) 0.031(5) Uiso 0.096(6) 1 d PD B 3 O2C O 0.272(4) -0.172(4) 0.295(2) 0.099(13) Uiso 0.096(6) 1 d PD B 3 C1 C 0.3108(6) -0.0530(6) 0.6585(5) 0.0889(15) Uani 1 1 d D . . H1A H 0.3858 -0.0886 0.6096 0.107 Uiso 1 1 calc R A 1 H1B H 0.3595 -0.0831 0.7394 0.107 Uiso 1 1 calc R A 1 C2B C 0.346(2) 0.077(2) 0.5939(17) 0.127(10) Uani 0.366(19) 1 d PD A 2 H2B1 H 0.4003 0.0405 0.5326 0.153 Uiso 0.366(19) 1 calc PR A 2 H2B2 H 0.4231 0.146 0.6459 0.153 Uiso 0.366(19) 1 calc PR A 2 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 0.0616(4) 0.0587(4) 0.0467(4) 0.0000(3) 0.0175(3) 0.0032(3) N2 0.079(3) 0.086(2) 0.096(3) 0.034(2) -0.007(2) -0.012(2) N3 0.0652(18) 0.0646(17) 0.0468(16) 0.0043(13) 0.0141(14) 0.0037(14) C2A 0.062(4) 0.070(4) 0.046(4) 0.005(3) 0.004(3) 0.003(3) C3 0.095(3) 0.107(3) 0.071(3) -0.020(3) 0.038(3) -0.031(3) C4 0.103(4) 0.099(3) 0.066(3) -0.001(2) 0.018(3) -0.031(3) C5 0.067(3) 0.078(3) 0.130(5) -0.011(3) 0.004(3) 0.003(2) C6 0.077(3) 0.087(3) 0.126(5) -0.025(3) 0.033(3) -0.008(3) N1 0.077(3) 0.058(3) 0.053(3) 0.000(2) 0.019(2) -0.004(2) O1 0.061(3) 0.066(3) 0.086(4) -0.019(3) 0.010(3) 0.010(2) O2 0.107(4) 0.070(3) 0.047(2) -0.0052(19) 0.020(2) -0.010(3) C1 0.075(3) 0.074(3) 0.107(4) 0.006(3) -0.003(3) -0.002(2) C2B 0.156(19) 0.156(18) 0.065(10) -0.001(12) 0.014(11) -0.081(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 2.043(4) 3_556 ? Ni1 N2 2.043(4) . ? Ni1 O1C 2.111(9) . ? Ni1 O1C 2.111(9) 3_556 ? Ni1 O1B 2.113(9) . ? Ni1 O1B 2.113(9) 3_556 ? Ni1 N3 2.157(3) . ? Ni1 N3 2.157(3) 3_556 ? Ni1 N1 2.167(4) . ? Ni1 N1 2.167(4) 3_556 ? N2 C1 1.434(6) . ? N3 C3 1.441(5) . ? N3 C2A 1.473(7) . ? N3 C2B 1.503(16) . ? N3 C6 1.522(6) . ? C2A C1 1.512(8) . ? C3 C4 1.485(6) . ? C3 C2B 2.022(15) . ? C4 C5 1.508(8) . ? C5 C6 1.500(7) . ? N1 O1 1.256(7) . ? N1 O2 1.272(6) . ? N1B O2B 1.204(10) . ? N1B O1B 1.236(10) . ? N1C O2C 1.210(10) . ? N1C O1C 1.236(10) . ? C1 C2B 1.424(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N2 180.0(2) 3_556 . ? N2 Ni1 O1C 115.8(5) 3_556 . ? N2 Ni1 O1C 64.2(5) . . ? N2 Ni1 O1C 64.2(5) 3_556 3_556 ? N2 Ni1 O1C 115.8(5) . 3_556 ? O1C Ni1 O1C 180.0(8) . 3_556 ? N2 Ni1 O1B 71.5(5) 3_556 . ? N2 Ni1 O1B 108.5(5) . . ? O1C Ni1 O1B 44.6(6) . . ? O1C Ni1 O1B 135.4(6) 3_556 . ? N2 Ni1 O1B 108.5(5) 3_556 3_556 ? N2 Ni1 O1B 71.5(5) . 3_556 ? O1C Ni1 O1B 135.4(6) . 3_556 ? O1C Ni1 O1B 44.6(6) 3_556 3_556 ? O1B Ni1 O1B 180.000(3) . 3_556 ? N2 Ni1 N3 96.64(13) 3_556 . ? N2 Ni1 N3 83.36(13) . . ? O1C Ni1 N3 87.9(5) . . ? O1C Ni1 N3 92.1(5) 3_556 . ? O1B Ni1 N3 88.4(5) . . ? O1B Ni1 N3 91.6(5) 3_556 . ? N2 Ni1 N3 83.36(13) 3_556 3_556 ? N2 Ni1 N3 96.64(13) . 3_556 ? O1C Ni1 N3 92.1(5) . 3_556 ? O1C Ni1 N3 87.9(5) 3_556 3_556 ? O1B Ni1 N3 91.6(5) . 3_556 ? O1B Ni1 N3 88.4(5) 3_556 3_556 ? N3 Ni1 N3 180.00(12) . 3_556 ? N2 Ni1 N1 90.4(2) 3_556 . ? N2 Ni1 N1 89.6(2) . . ? O1C Ni1 N1 25.4(5) . . ? O1C Ni1 N1 154.6(5) 3_556 . ? O1B Ni1 N1 19.8(4) . . ? O1B Ni1 N1 160.2(4) 3_556 . ? N3 Ni1 N1 91.88(15) . . ? N3 Ni1 N1 88.12(15) 3_556 . ? N2 Ni1 N1 89.6(2) 3_556 3_556 ? N2 Ni1 N1 90.4(2) . 3_556 ? O1C Ni1 N1 154.6(5) . 3_556 ? O1C Ni1 N1 25.4(5) 3_556 3_556 ? O1B Ni1 N1 160.2(4) . 3_556 ? O1B Ni1 N1 19.8(4) 3_556 3_556 ? N3 Ni1 N1 88.12(15) . 3_556 ? N3 Ni1 N1 91.88(15) 3_556 3_556 ? N1 Ni1 N1 180.00(14) . 3_556 ? C1 N2 Ni1 110.9(3) . . ? C3 N3 C2A 117.5(5) . . ? C3 N3 C2B 86.7(8) . . ? C2A N3 C2B 37.0(8) . . ? C3 N3 C6 97.6(4) . . ? C2A N3 C6 103.8(4) . . ? C2B N3 C6 131.3(9) . . ? C3 N3 Ni1 116.4(3) . . ? C2A N3 Ni1 105.5(3) . . ? C2B N3 Ni1 105.1(6) . . ? C6 N3 Ni1 115.6(3) . . ? N3 C2A C1 110.1(5) . . ? N3 C3 C4 108.9(4) . . ? N3 C3 C2B 47.9(6) . . ? C4 C3 C2B 101.7(6) . . ? C3 C4 C5 103.9(4) . . ? C6 C5 C4 104.1(4) . . ? C5 C6 N3 106.4(4) . . ? O1 N1 O2 112.0(6) . . ? O1 N1 Ni1 123.7(5) . . ? O2 N1 Ni1 124.4(4) . . ? O2B N1B O1B 118.1(13) . . ? N1B O1B Ni1 134.6(13) . . ? O2C N1C O1C 117.2(14) . . ? N1C O1C Ni1 131(2) . . ? C2B C1 N2 118.4(7) . . ? C2B C1 C2A 37.4(9) . . ? N2 C1 C2A 112.9(4) . . ? C1 C2B N3 113.4(11) . . ? C1 C2B C3 146.5(11) . . ? N3 C2B C3 45.4(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 N2 Ni1 N2 C1 14E1(10) 3_556 . . . ? O1C Ni1 N2 C1 85.1(7) . . . . ? O1C Ni1 N2 C1 -94.9(7) 3_556 . . . ? O1B Ni1 N2 C1 80.2(7) . . . . ? O1B Ni1 N2 C1 -99.8(7) 3_556 . . . ? N3 Ni1 N2 C1 -5.8(4) . . . . ? N3 Ni1 N2 C1 174.2(4) 3_556 . . . ? N1 Ni1 N2 C1 86.2(4) . . . . ? N1 Ni1 N2 C1 -93.8(4) 3_556 . . . ? N2 Ni1 N3 C3 -66.2(4) 3_556 . . . ? N2 Ni1 N3 C3 113.8(4) . . . . ? O1C Ni1 N3 C3 49.6(6) . . . . ? O1C Ni1 N3 C3 -130.4(6) 3_556 . . . ? O1B Ni1 N3 C3 5.0(6) . . . . ? O1B Ni1 N3 C3 -175.0(6) 3_556 . . . ? N3 Ni1 N3 C3 8E1(6) 3_556 . . . ? N1 Ni1 N3 C3 24.4(4) . . . . ? N1 Ni1 N3 C3 -155.6(4) 3_556 . . . ? N2 Ni1 N3 C2A 161.5(4) 3_556 . . . ? N2 Ni1 N3 C2A -18.5(4) . . . . ? O1C Ni1 N3 C2A -82.7(6) . . . . ? O1C Ni1 N3 C2A 97.3(6) 3_556 . . . ? O1B Ni1 N3 C2A -127.3(6) . . . . ? O1B Ni1 N3 C2A 52.7(6) 3_556 . . . ? N3 Ni1 N3 C2A -6E1(6) 3_556 . . . ? N1 Ni1 N3 C2A -107.8(4) . . . . ? N1 Ni1 N3 C2A 72.2(4) 3_556 . . . ? N2 Ni1 N3 C2B -160.0(10) 3_556 . . . ? N2 Ni1 N3 C2B 20.0(10) . . . . ? O1C Ni1 N3 C2B -44.3(11) . . . . ? O1C Ni1 N3 C2B 135.7(11) 3_556 . . . ? O1B Ni1 N3 C2B -88.9(10) . . . . ? O1B Ni1 N3 C2B 91.1(10) 3_556 . . . ? N3 Ni1 N3 C2B -2E1(6) 3_556 . . . ? N1 Ni1 N3 C2B -69.4(10) . . . . ? N1 Ni1 N3 C2B 110.6(10) 3_556 . . . ? N2 Ni1 N3 C6 47.5(4) 3_556 . . . ? N2 Ni1 N3 C6 -132.5(4) . . . . ? O1C Ni1 N3 C6 163.2(6) . . . . ? O1C Ni1 N3 C6 -16.8(6) 3_556 . . . ? O1B Ni1 N3 C6 118.6(6) . . . . ? O1B Ni1 N3 C6 -61.4(6) 3_556 . . . ? N3 Ni1 N3 C6 -17E1(6) 3_556 . . . ? N1 Ni1 N3 C6 138.1(4) . . . . ? N1 Ni1 N3 C6 -41.9(4) 3_556 . . . ? C3 N3 C2A C1 -93.2(6) . . . . ? C2B N3 C2A C1 -56.1(10) . . . . ? C6 N3 C2A C1 160.4(5) . . . . ? Ni1 N3 C2A C1 38.5(6) . . . . ? C2A N3 C3 C4 -67.5(6) . . . . ? C2B N3 C3 C4 -88.9(9) . . . . ? C6 N3 C3 C4 42.4(5) . . . . ? Ni1 N3 C3 C4 165.9(3) . . . . ? C2A N3 C3 C2B 21.3(8) . . . . ? C6 N3 C3 C2B 131.2(8) . . . . ? Ni1 N3 C3 C2B -105.2(8) . . . . ? N3 C3 C4 C5 -28.7(6) . . . . ? C2B C3 C4 C5 -78.0(8) . . . . ? C3 C4 C5 C6 1.1(6) . . . . ? C4 C5 C6 N3 24.8(6) . . . . ? C3 N3 C6 C5 -40.7(5) . . . . ? C2A N3 C6 C5 80.1(6) . . . . ? C2B N3 C6 C5 51.6(11) . . . . ? Ni1 N3 C6 C5 -164.9(4) . . . . ? N2 Ni1 N1 O1 177.0(6) 3_556 . . . ? N2 Ni1 N1 O1 -3.0(6) . . . . ? O1C Ni1 N1 O1 -0.7(12) . . . . ? O1C Ni1 N1 O1 179.3(12) 3_556 . . . ? O1B Ni1 N1 O1 160.2(19) . . . . ? O1B Ni1 N1 O1 -19.8(19) 3_556 . . . ? N3 Ni1 N1 O1 80.4(6) . . . . ? N3 Ni1 N1 O1 -99.6(6) 3_556 . . . ? N1 Ni1 N1 O1 -11E1(10) 3_556 . . . ? N2 Ni1 N1 O2 -3.6(4) 3_556 . . . ? N2 Ni1 N1 O2 176.4(4) . . . . ? O1C Ni1 N1 O2 178.6(13) . . . . ? O1C Ni1 N1 O2 -1.4(13) 3_556 . . . ? O1B Ni1 N1 O2 -20.4(16) . . . . ? O1B Ni1 N1 O2 159.6(16) 3_556 . . . ? N3 Ni1 N1 O2 -100.2(4) . . . . ? N3 Ni1 N1 O2 79.8(4) 3_556 . . . ? N1 Ni1 N1 O2 7E1(10) 3_556 . . . ? O2B N1B O1B Ni1 0(4) . . . . ? N2 Ni1 O1B N1B -170(2) 3_556 . . . ? N2 Ni1 O1B N1B 10(2) . . . . ? O1C Ni1 O1B N1B 3.9(19) . . . . ? O1C Ni1 O1B N1B -176.1(19) 3_556 . . . ? O1B Ni1 O1B N1B -5E1(10) 3_556 . . . ? N3 Ni1 O1B N1B 93(2) . . . . ? N3 Ni1 O1B N1B -87(2) 3_556 . . . ? N1 Ni1 O1B N1B -7.6(15) . . . . ? N1 Ni1 O1B N1B 172.4(15) 3_556 . . . ? O2C N1C O1C Ni1 123(3) . . . . ? N2 Ni1 O1C N1C -21(2) 3_556 . . . ? N2 Ni1 O1C N1C 159(2) . . . . ? O1C Ni1 O1C N1C 9E1(10) 3_556 . . . ? O1B Ni1 O1C N1C -28(2) . . . . ? O1B Ni1 O1C N1C 152(2) 3_556 . . . ? N3 Ni1 O1C N1C -117(2) . . . . ? N3 Ni1 O1C N1C 63(2) 3_556 . . . ? N1 Ni1 O1C N1C -18.6(18) . . . . ? N1 Ni1 O1C N1C 161.4(18) 3_556 . . . ? Ni1 N2 C1 C2B -11.7(13) . . . . ? Ni1 N2 C1 C2A 29.5(6) . . . . ? N3 C2A C1 C2B 60.2(10) . . . . ? N3 C2A C1 N2 -47.1(8) . . . . ? N2 C1 C2B N3 31(2) . . . . ? C2A C1 C2B N3 -60.5(14) . . . . ? N2 C1 C2B C3 -12(3) . . . . ? C2A C1 C2B C3 -103(3) . . . . ? C3 N3 C2B C1 -148.1(15) . . . . ? C2A N3 C2B C1 64.3(13) . . . . ? C6 N3 C2B C1 114.6(12) . . . . ? Ni1 N3 C2B C1 -31.7(17) . . . . ? C2A N3 C2B C3 -147.6(10) . . . . ? C6 N3 C2B C3 -97.3(8) . . . . ? Ni1 N3 C2B C3 116.5(3) . . . . ? N3 C3 C2B C1 61(3) . . . . ? C4 C3 C2B C1 166(3) . . . . ? C4 C3 C2B N3 105.0(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2A N1C 0.92 2.24 2.967(18) 135.7 4_556 N2 H2A N1B 0.92 2.39 2.998(17) 123.4 4_556 N2 H2A O2B 0.92 2.47 3.12(4) 128.3 4_556 N2 H2A O2 0.92 2.54 3.067(7) 116.7 3_556 N2 H2A O2 0.92 2.62 3.208(6) 122.6 4_556 N2 H2A O1 0.92 2.72 3.396(10) 131 4_556