Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'Fabre, Paul-Louis' 'Cortadellas, Olivier' 'Donnadieu, Bruno' 'Galibert, Anne-M.' 'Soula, Brigitte' _publ_contact_author_name 'Prof P. L. Fabre' _publ_contact_author_address ; Laboratoire de Chimie Inorganique EA-807, Universite Paul Sabatier 118 route de Narbonne 31062 Toulouse, France ; _publ_contact_author_fax ' (34) 913974833 ' _publ_contact_author_email ' fabre@chimie.ups-tlse.fr ' _publ_requested_journal 'Dalton Transactions' #============================================================================= # 2. TITLE AND AUTHOR LIST _publ_section_title ; Characterization of two conformers in the co-ordinaton chemistry of 3,4-bis(cyanamido)cyclobutane-1,2-dione dianion: syntheses, crystal structures, and electrochemical study of nickel(II) complexes. ; _publ_contact_letter ; Please consider this CIF submission for publication in the Dalton Transactions ; #============================================================================== _publ_section_references ; DIFABS - N. Walker and D. Stuart, Acta Crystallogr., Sect A 1983, 39,158-166. Farrugia, L. J., ORTEP3 for Windows, J. Appl. Crystallogr. 1997, 30, 565. Flack H D (1983), Acta Cryst. A39, 876-881 Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. and Camalli, M. (1994)., SIR92 program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. 27, 435. Sheldrick, G. M. (1997). SHELXL97. Program for the refinement of Crystal Structures. University of Göttingen, Germany. Stoe, IPDS Manual. Version 2.75. Stoe & Cie, Darmstadt,1996, Germany. Stoe, X-RED, Data Reduction for STADI4 and IPDS, Revision 1.08. Stoe & Cie, Darmstadt, 1996, Germany. WINGX L.J. Farrugia, J. Appl. Cryst., 1999, 32, 837-838 ; #**************************************************************************** data_(1) _database_code_CSD 181062 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 N12 Ni O4' _chemical_formula_weight 527.17 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 'triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9936(10) _cell_length_b 10.8364(12) _cell_length_c 12.3532(13) _cell_angle_alpha 70.385(12) _cell_angle_beta 84.461(13) _cell_angle_gamma 74.842(13) _cell_volume 1094.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 25.89 _exptl_crystal_description rod _exptl_crystal_colour 'green' _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 0.942 _exptl_absorpt_correction_type 'semi-empirical' _exptl_absorpt_correction_T_min 0.471 _exptl_absorpt_correction_T_max 0.2828 _exptl_special_details ; The data were collected on a Stoe Imaging Plate Diffraction System (IPDS). The crystal-to-detector distance was 70 mm. 192 frames (3 min per frame) were obtained with 0 < \f < 249.6\% and with the crystals rotated through 1.3\% in \f. Coverage of the unique set was over 92.4% complete to at least 25.89\%. Crystal decay was monitored by measuring 200 reflexions per frame. ; _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_standards_number 200 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 'every frame' _diffrn_standards_decay_% <0.1 _diffrn_reflns_number 10615 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 25.89 _reflns_number_total 3925 _reflns_number_gt 3488 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS software (Stoe, 1996)' _computing_data_reduction 'XRED (Stoe, 1.08, 1996)' _computing_cell_refinement 'Stoe IPDS software (Stoe, 1996)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_corr_abs 'DIFABS' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _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^)+(0.0395P)^2^+0.4270P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3925 _refine_ls_number_parameters 348 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0706 _refine_ls_wR_factor_gt 0.0681 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.005 _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 0.22367(2) 0.06171(2) 0.711446(17) 0.01351(8) Uani 1 1 d . . . N11 N 0.26150(17) 0.23696(14) 0.58645(12) 0.0182(3) Uani 1 1 d . . . N12 N 0.37417(19) 0.37921(17) 0.45758(14) 0.0269(4) Uani 1 1 d . . . N21 N 0.28003(15) 0.11835(14) 0.84594(12) 0.0165(3) Uani 1 1 d . . . N22 N 0.35642(19) 0.22536(17) 0.94415(15) 0.0250(4) Uani 1 1 d . . . N31 N -0.01189(16) 0.15519(14) 0.72356(12) 0.0164(3) Uani 1 1 d . . . N32 N -0.23024(18) 0.25775(16) 0.78580(14) 0.0244(3) Uani 1 1 d . . . N41 N 0.18781(17) -0.11975(14) 0.82502(11) 0.0161(3) Uani 1 1 d . . . N42 N 0.0768(2) -0.27413(17) 0.94324(13) 0.0274(4) Uani 1 1 d . . . N1 N 0.45798(17) -0.03288(15) 0.69161(13) 0.0227(3) Uani 1 1 d . . . N2 N 0.73272(16) -0.11583(14) 0.65002(12) 0.0170(3) Uani 1 1 d . . . N3 N 1.09013(16) -0.26908(15) 0.63897(12) 0.0199(3) Uani 1 1 d . . . N4 N 1.34825(18) -0.42566(18) 0.66368(15) 0.0309(4) Uani 1 1 d . . . O1 O 0.67448(15) -0.37119(13) 0.87204(11) 0.0248(3) Uani 1 1 d . . . O2 O 1.03509(16) -0.53462(13) 0.85214(13) 0.0321(3) Uani 1 1 d . . . C1 C 0.58674(19) -0.07880(16) 0.67721(14) 0.0163(3) Uani 1 1 d . . . C2 C 0.81562(18) -0.23830(16) 0.71118(13) 0.0143(3) Uani 1 1 d . . . C5 C 0.78661(19) -0.35065(16) 0.80817(14) 0.0171(3) Uani 1 1 d . . . C4 C 0.9511(2) -0.42453(17) 0.80056(15) 0.0197(4) Uani 1 1 d . . . C3 C 0.97203(19) -0.30578(16) 0.70449(14) 0.0156(3) Uani 1 1 d . . . C6 C 1.2240(2) -0.35690(19) 0.65651(15) 0.0218(4) Uani 1 1 d . . . C11 C 0.1654(2) 0.3649(2) 0.55820(18) 0.0321(5) Uani 1 1 d . . . H11 H 0.0655 0.3879 0.5898 0.039 Uiso 1 1 calc R . . C12 C 0.2352(2) 0.4529(2) 0.47835(19) 0.0355(5) Uani 1 1 d . . . H12 H 0.1945 0.5473 0.4440 0.043 Uiso 1 1 calc R . . C13 C 0.3862(2) 0.25079(19) 0.52399(15) 0.0233(4) Uani 1 1 d . . . H13 H 0.4739 0.1788 0.5256 0.028 Uiso 1 1 calc R . . C21 C 0.2852(2) 0.04411(19) 0.96141(15) 0.0229(4) Uani 1 1 d . . . H21 H 0.2597 -0.0407 0.9935 0.027 Uiso 1 1 calc R . . C22 C 0.3319(2) 0.1099(2) 1.02173(16) 0.0265(4) Uani 1 1 d . . . H22 H 0.3450 0.0810 1.1026 0.032 Uiso 1 1 calc R . . C23 C 0.3240(2) 0.22741(18) 0.83980(16) 0.0216(4) Uani 1 1 d . . . H23 H 0.3318 0.2982 0.7705 0.026 Uiso 1 1 calc R . . C31 C -0.1323(2) 0.1403(2) 0.67309(17) 0.0273(4) Uani 1 1 d . . . H31 H -0.1223 0.0934 0.6192 0.033 Uiso 1 1 calc R . . C32 C -0.2675(2) 0.2025(2) 0.71144(18) 0.0312(5) Uani 1 1 d . . . H32 H -0.3680 0.2067 0.6906 0.037 Uiso 1 1 calc R . . C33 C -0.0760(2) 0.22742(17) 0.79071(15) 0.0202(4) Uani 1 1 d . . . H33 H -0.0201 0.2545 0.8366 0.024 Uiso 1 1 calc R . . C41 C 0.2925(2) -0.23980(18) 0.85766(16) 0.0234(4) Uani 1 1 d . . . H41 H 0.3974 -0.2547 0.8336 0.028 Uiso 1 1 calc R . . C42 C 0.2264(2) -0.33564(17) 0.92953(15) 0.0220(4) Uani 1 1 d . . . H42 H 0.2751 -0.4284 0.9640 0.026 Uiso 1 1 calc R . . C43 C 0.0564(2) -0.14323(18) 0.87877(15) 0.0214(4) Uani 1 1 d . . . H43 H -0.0381 -0.0767 0.8723 0.026 Uiso 1 1 calc R . . O1W O 0.16525(18) -0.00121(15) 0.57909(12) 0.0263(3) Uani 1 1 d . . . O2W O 0.52606(17) 0.43688(14) 0.86528(14) 0.0279(3) Uani 1 1 d . . . H11W H 0.148(3) -0.074(3) 0.593(2) 0.039(7) Uiso 1 1 d . . . H12W H 0.183(3) 0.029(3) 0.516(2) 0.037(7) Uiso 1 1 d . . . H21W H 0.474(3) 0.477(3) 0.806(2) 0.040(7) Uiso 1 1 d . . . H22W H 0.568(3) 0.487(3) 0.879(2) 0.045(8) Uiso 1 1 d . . . H12' H 0.444(3) 0.404(3) 0.419(2) 0.043(7) Uiso 1 1 d . . . H22' H 0.389(3) 0.277(3) 0.956(2) 0.035(7) Uiso 1 1 d . . . H32' H -0.288(3) 0.303(3) 0.819(2) 0.037(7) Uiso 1 1 d . . . H42' H 0.002(3) -0.324(2) 0.994(2) 0.038(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01517(12) 0.01172(12) 0.01276(12) -0.00242(8) 0.00152(8) -0.00438(8) N11 0.0199(7) 0.0170(7) 0.0163(7) -0.0021(6) -0.0007(6) -0.0061(6) N12 0.0254(8) 0.0282(8) 0.0240(8) 0.0011(7) 0.0026(7) -0.0145(7) N21 0.0131(6) 0.0177(7) 0.0184(7) -0.0058(6) 0.0000(5) -0.0037(5) N22 0.0248(8) 0.0250(8) 0.0328(9) -0.0166(8) -0.0043(7) -0.0077(7) N31 0.0174(7) 0.0147(7) 0.0163(7) -0.0027(6) 0.0001(5) -0.0058(6) N32 0.0192(8) 0.0224(8) 0.0278(8) -0.0069(7) 0.0033(6) -0.0016(6) N41 0.0208(7) 0.0140(7) 0.0138(6) -0.0039(6) 0.0008(5) -0.0060(6) N42 0.0406(9) 0.0256(8) 0.0193(7) -0.0052(7) 0.0045(7) -0.0178(7) N1 0.0224(8) 0.0175(7) 0.0223(7) -0.0014(6) 0.0042(6) -0.0031(6) N2 0.0159(7) 0.0166(7) 0.0153(7) -0.0014(6) 0.0012(5) -0.0041(6) N3 0.0161(7) 0.0211(7) 0.0203(7) -0.0040(6) 0.0022(6) -0.0054(6) N4 0.0185(8) 0.0347(9) 0.0358(9) -0.0096(8) 0.0031(7) -0.0038(7) O1 0.0250(7) 0.0227(6) 0.0264(7) -0.0047(6) 0.0089(5) -0.0129(5) O2 0.0273(7) 0.0145(6) 0.0460(8) 0.0001(6) -0.0038(6) -0.0023(5) C1 0.0210(9) 0.0132(7) 0.0137(7) -0.0020(6) 0.0003(6) -0.0056(7) C2 0.0160(8) 0.0155(8) 0.0139(7) -0.0058(6) 0.0003(6) -0.0068(6) C5 0.0202(8) 0.0149(8) 0.0184(8) -0.0054(7) -0.0003(7) -0.0078(7) C4 0.0214(8) 0.0151(8) 0.0242(9) -0.0061(7) -0.0005(7) -0.0075(7) C3 0.0166(8) 0.0155(8) 0.0165(8) -0.0061(7) -0.0002(6) -0.0059(6) C6 0.0207(9) 0.0257(9) 0.0206(8) -0.0069(7) 0.0031(7) -0.0104(8) C11 0.0278(10) 0.0201(9) 0.0358(11) 0.0036(8) 0.0058(8) -0.0035(8) C12 0.0346(11) 0.0223(10) 0.0375(11) 0.0056(9) 0.0008(9) -0.0070(9) C13 0.0221(9) 0.0235(9) 0.0215(9) -0.0021(8) 0.0012(7) -0.0082(7) C21 0.0255(9) 0.0266(9) 0.0181(8) -0.0050(8) 0.0006(7) -0.0120(8) C22 0.0277(10) 0.0342(10) 0.0205(9) -0.0106(8) -0.0020(7) -0.0096(8) C23 0.0207(8) 0.0186(8) 0.0264(9) -0.0074(7) -0.0018(7) -0.0057(7) C31 0.0230(9) 0.0345(10) 0.0305(10) -0.0155(9) -0.0038(8) -0.0094(8) C32 0.0190(9) 0.0405(11) 0.0366(11) -0.0143(10) -0.0038(8) -0.0079(8) C33 0.0196(8) 0.0184(8) 0.0228(8) -0.0071(7) 0.0000(7) -0.0043(7) C41 0.0224(9) 0.0167(8) 0.0268(9) -0.0024(7) -0.0013(7) -0.0035(7) C42 0.0295(9) 0.0116(8) 0.0218(8) 0.0013(7) -0.0064(7) -0.0065(7) C43 0.0245(9) 0.0195(8) 0.0208(8) -0.0057(7) 0.0061(7) -0.0095(7) O1W 0.0478(9) 0.0225(7) 0.0134(6) -0.0046(6) 0.0050(6) -0.0199(7) O2W 0.0265(7) 0.0214(7) 0.0365(8) -0.0080(7) -0.0053(6) -0.0072(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 N41 2.0811(14) . ? Ni1 N11 2.0914(14) . ? Ni1 N21 2.0987(15) . ? Ni1 N31 2.1107(14) . ? Ni1 N1 2.1191(15) . ? Ni1 O1W 2.1250(14) . ? N11 C13 1.311(2) . ? N11 C11 1.378(2) . ? N12 C13 1.339(2) . ? N12 C12 1.349(3) . ? N12 H12 0.80(3) . ? N21 C23 1.318(2) . ? N21 C21 1.381(2) . ? N22 C23 1.340(3) . ? N22 C22 1.353(3) . ? N22 H22 0.76(3) . ? N31 C33 1.319(2) . ? N31 C31 1.369(2) . ? N32 C33 1.342(2) . ? N32 C32 1.359(3) . ? N32 H32 0.80(3) . ? N41 C43 1.339(2) . ? N41 C41 1.350(2) . ? N42 C43 1.347(2) . ? N42 C42 1.359(3) . ? N42 H42 1.01(2) . ? N1 C1 1.157(2) . ? N2 C1 1.314(2) . ? N2 C2 1.344(2) . ? N3 C6 1.309(2) . ? N3 C3 1.334(2) . ? N4 C6 1.163(2) . ? O1 C5 1.239(2) . ? O2 C4 1.229(2) . ? C2 C3 1.414(2) . ? C2 C5 1.453(2) . ? C5 C4 1.498(2) . ? C4 C3 1.469(2) . ? C11 C12 1.356(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C21 C22 1.346(3) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C31 C32 1.353(3) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C41 C42 1.350(3) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? O1W H11W 0.80(3) . ? O1W H12W 0.76(3) . ? O2W H21W 0.83(3) . ? O2W H22W 0.80(3) . ? 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 N41 Ni1 N11 175.25(6) . . ? N41 Ni1 N21 91.87(6) . . ? N11 Ni1 N21 92.63(6) . . ? N41 Ni1 N31 90.11(6) . . ? N11 Ni1 N31 91.28(6) . . ? N21 Ni1 N31 91.89(6) . . ? N41 Ni1 N1 90.43(6) . . ? N11 Ni1 N1 87.97(6) . . ? N21 Ni1 N1 90.80(6) . . ? N31 Ni1 N1 177.24(6) . . ? N41 Ni1 O1W 86.35(6) . . ? N11 Ni1 O1W 89.16(6) . . ? N21 Ni1 O1W 178.22(5) . . ? N31 Ni1 O1W 88.05(6) . . ? N1 Ni1 O1W 89.29(6) . . ? C13 N11 C11 105.08(15) . . ? C13 N11 Ni1 127.41(12) . . ? C11 N11 Ni1 127.34(12) . . ? C13 N12 C12 107.89(16) . . ? C13 N12 H12 122.7(19) . . ? C12 N12 H12 129.1(19) . . ? C23 N21 C21 104.93(15) . . ? C23 N21 Ni1 128.54(12) . . ? C21 N21 Ni1 126.48(12) . . ? C23 N22 C22 107.84(17) . . ? C23 N22 H22 125.4(19) . . ? C22 N22 H22 126.6(19) . . ? C33 N31 C31 105.32(15) . . ? C33 N31 Ni1 127.50(13) . . ? C31 N31 Ni1 126.79(12) . . ? C33 N32 C32 107.47(17) . . ? C33 N32 H32 124.6(19) . . ? C32 N32 H32 127.9(19) . . ? C43 N41 C41 105.55(14) . . ? C43 N41 Ni1 127.67(12) . . ? C41 N41 Ni1 126.77(12) . . ? C43 N42 C42 106.78(15) . . ? C43 N42 H42 130.5(14) . . ? C42 N42 H42 122.7(14) . . ? C1 N1 Ni1 176.79(14) . . ? C1 N2 C2 118.52(14) . . ? C6 N3 C3 117.30(15) . . ? N1 C1 N2 172.45(17) . . ? N2 C2 C3 132.09(14) . . ? N2 C2 C5 135.97(15) . . ? C3 C2 C5 91.93(13) . . ? O1 C5 C2 134.73(16) . . ? O1 C5 C4 136.51(15) . . ? C2 C5 C4 88.67(13) . . ? O2 C4 C3 135.07(16) . . ? O2 C4 C5 136.87(16) . . ? C3 C4 C5 88.05(13) . . ? N3 C3 C2 132.82(15) . . ? N3 C3 C4 135.78(15) . . ? C2 C3 C4 91.32(13) . . ? N4 C6 N3 173.42(19) . . ? C12 C11 N11 109.57(18) . . ? C12 C11 H11 125.2 . . ? N11 C11 H11 125.2 . . ? N12 C12 C11 106.02(18) . . ? N12 C12 H12 127.0 . . ? C11 C12 H12 127.0 . . ? N11 C13 N12 111.45(17) . . ? N11 C13 H13 124.3 . . ? N12 C13 H13 124.3 . . ? C22 C21 N21 109.83(16) . . ? C22 C21 H21 125.1 . . ? N21 C21 H21 125.1 . . ? C21 C22 N22 106.24(17) . . ? C21 C22 H22 126.9 . . ? N22 C22 H22 126.9 . . ? N21 C23 N22 111.17(16) . . ? N21 C23 H23 124.4 . . ? N22 C23 H23 124.4 . . ? C32 C31 N31 109.86(18) . . ? C32 C31 H31 125.1 . . ? N31 C31 H31 125.1 . . ? C31 C32 N32 106.12(17) . . ? C31 C32 H32 126.9 . . ? N32 C32 H32 126.9 . . ? N31 C33 N32 111.22(17) . . ? N31 C33 H33 124.4 . . ? N32 C33 H33 124.4 . . ? N41 C41 C42 110.04(16) . . ? N41 C41 H41 125.0 . . ? C42 C41 H41 125.0 . . ? C41 C42 N42 106.95(16) . . ? C41 C42 H42 126.5 . . ? N42 C42 H42 126.5 . . ? N41 C43 N42 110.67(16) . . ? N41 C43 H43 124.7 . . ? N42 C43 H43 124.7 . . ? Ni1 O1W H11W 121.4(19) . . ? Ni1 O1W H12W 124(2) . . ? H11W O1W H12W 112(3) . . ? H21W O2W H22W 110(3) . . ? _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 25.89 _diffrn_measured_fraction_theta_full 0.924 _refine_diff_density_max 0.392 _refine_diff_density_min -0.316 _refine_diff_density_rms 0.057 #====END data_(2) _database_code_CSD 181063 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H18 N6 Ni O9' _chemical_formula_weight 413.00 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 'triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.966(5) _cell_length_b 10.812(5) _cell_length_c 11.699(5) _cell_angle_alpha 99.044(5) _cell_angle_beta 90.794(5) _cell_angle_gamma 105.502(5) _cell_volume 837.1(8) _cell_formula_units_Z 2 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 23.2 _exptl_crystal_description parallelepiped _exptl_crystal_colour 'yellow green' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.639 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 428 _exptl_absorpt_coefficient_mu 1.217 _exptl_absorpt_correction_type 'semi-empirical' _exptl_absorpt_correction_T_min 0.370 _exptl_absorpt_correction_T_max 0.780 _exptl_special_details ; The data were collected on a Stoe Imaging Plate Diffraction System (IPDS). The crystal-to-detector distance was 80 mm. 193 frames (6 min per frame) were obtained with 0 < \f < 250.9\% and with the crystals rotated through 1.3\% in \f. Coverage of the unique set was over 94.7% complete to at least 23.25\%. Crystal decay was monitored by measuring 200 reflexions per frame. ; _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_standards_number 200 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 'every frame' _diffrn_standards_decay_% <0.1 _diffrn_reflns_number 6228 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0611 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 23.25 _reflns_number_total 2273 _reflns_number_gt 1631 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS software (Stoe, 1996)' _computing_data_reduction 'XRED (Stoe, 1.08, 1996)' _computing_cell_refinement 'Stoe IPDS software (Stoe, 1996)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_corr_abs 'DIFABS' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _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^)+(0.0535P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2273 _refine_ls_number_parameters 276 _refine_ls_number_restraints 91 _refine_ls_R_factor_all 0.0641 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0929 _refine_ls_wR_factor_gt 0.0836 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.948 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.0000 0.5000 0.0000 0.0176(2) Uani 1 2 d S . . Ni2 Ni 0.0000 1.0000 -0.5000 0.0190(2) Uani 1 2 d S . . N1 N 0.2308(6) 0.3920(3) -0.3484(3) 0.0207(9) Uani 1 1 d . . . N2 N 0.1499(6) 0.4698(3) -0.1499(3) 0.0220(9) Uani 1 1 d . . . N3 N 0.2053(6) 0.6834(3) -0.3764(3) 0.0232(9) Uani 1 1 d . . . N4 N 0.1210(7) 0.8803(4) -0.4249(3) 0.0306(10) Uani 1 1 d . . . N5 N 0.0772(5) 0.6968(3) -0.0042(3) 0.0216(8) Uani 1 1 d . . . N6 N 0.1629(7) 0.8841(4) -0.0661(4) 0.0347(11) Uani 1 1 d . . . O1 O 0.2922(5) 0.3254(3) -0.6191(3) 0.0331(8) Uani 1 1 d . . . O2 O 0.2576(5) 0.6115(3) -0.6604(2) 0.0279(8) Uani 1 1 d . . . C1 C 0.2438(6) 0.4599(4) -0.4351(4) 0.0194(10) Uani 1 1 d . . . C2 C 0.2705(7) 0.4250(4) -0.5569(3) 0.0188(10) Uani 1 1 d . . . C3 C 0.2551(6) 0.5543(4) -0.5762(4) 0.0199(10) Uani 1 1 d . . . C4 C 0.2309(7) 0.5855(4) -0.4509(3) 0.0194(10) Uani 1 1 d . . . C5 C 0.1886(6) 0.4422(4) -0.2445(4) 0.0178(10) Uani 1 1 d . . . C6 C 0.1650(8) 0.7853(5) -0.4090(4) 0.0361(14) Uani 1 1 d . . . C7 C 0.0862(8) 0.7562(4) -0.0954(4) 0.0311(12) Uani 1 1 d . . . H7 H 0.0442 0.7137 -0.1706 0.037 Uiso 1 1 calc R . . C8 C 0.2048(8) 0.9118(5) 0.0504(4) 0.0329(12) Uani 1 1 d . . . H8 H 0.2586 0.9934 0.0950 0.039 Uiso 1 1 calc R . . C9 C 0.1519(7) 0.7959(4) 0.0878(4) 0.0292(12) Uani 1 1 d . . . H9 H 0.1641 0.7847 0.1646 0.035 Uiso 1 1 calc R . . O1W O 0.2628(5) 0.5230(3) 0.1018(2) 0.0229(7) Uani 1 1 d D . . O2W O 0.0240(5) 1.1269(3) -0.3473(2) 0.0235(7) Uani 1 1 d D . . O3W O -0.2853(5) 0.9046(3) -0.4591(3) 0.0291(8) Uani 1 1 d D . . O4W O 0.5872(5) 0.6878(3) 0.0245(3) 0.0309(8) Uani 1 1 d D . . O5W O 0.2847(5) 0.0943(3) 0.8114(3) 0.0282(8) Uani 1 1 d D . . O6W O 0.5630(5) 0.1232(3) 0.6401(3) 0.0302(8) Uani 1 1 d D . . O7W O 0.5426(7) 0.7645(4) 0.8162(3) 0.0549(11) Uani 1 1 d D . . H6 H 0.197(9) 0.938(6) -0.116(5) 0.052(17) Uiso 1 1 d . . . H11W H 0.266(9) 0.543(5) 0.1814(16) 0.059(5) Uiso 1 1 d D . . H12W H 0.365(7) 0.590(4) 0.084(5) 0.059(5) Uiso 1 1 d D . . H21W H 0.101(7) 1.109(6) -0.291(4) 0.059(5) Uiso 1 1 d D . . H22W H 0.093(8) 1.212(3) -0.351(5) 0.059(5) Uiso 1 1 d D . . H31W H -0.280(9) 0.826(3) -0.440(5) 0.059(5) Uiso 1 1 d D . . H32W H -0.377(7) 0.893(6) -0.520(4) 0.059(5) Uiso 1 1 d D . . H41W H 0.663(8) 0.638(5) -0.013(5) 0.059(5) Uiso 1 1 d D . . H42W H 0.565(9) 0.702(6) -0.050(3) 0.059(5) Uiso 1 1 d D . . H51W H 0.298(10) 0.167(4) 0.867(4) 0.059(5) Uiso 1 1 d D . . H52W H 0.392(6) 0.100(6) 0.765(5) 0.059(5) Uiso 1 1 d D . . H61W H 0.644(8) 0.207(3) 0.646(5) 0.059(5) Uiso 1 1 d D . . H62W H 0.632(8) 0.062(4) 0.641(5) 0.059(5) Uiso 1 1 d D . . H71W H 0.418(5) 0.738(6) 0.778(5) 0.059(5) Uiso 1 1 d D . . H72W H 0.610(8) 0.725(5) 0.759(4) 0.059(5) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0206(5) 0.0201(4) 0.0115(4) 0.0002(3) 0.0007(3) 0.0059(3) Ni2 0.0237(5) 0.0180(4) 0.0160(4) 0.0006(3) -0.0022(4) 0.0082(3) N1 0.028(2) 0.0242(19) 0.0113(18) 0.0032(15) 0.0042(16) 0.0097(16) N2 0.028(2) 0.0218(18) 0.018(2) 0.0040(15) 0.0023(16) 0.0101(16) N3 0.040(3) 0.0165(18) 0.0185(19) 0.0047(15) -0.0064(17) 0.0161(17) N4 0.047(3) 0.023(2) 0.027(2) 0.0060(16) -0.0062(19) 0.0181(19) N5 0.024(2) 0.0262(19) 0.0151(18) 0.0008(15) 0.0029(16) 0.0082(16) N6 0.047(3) 0.026(2) 0.033(2) 0.0075(19) 0.009(2) 0.010(2) O1 0.045(2) 0.0293(18) 0.0215(16) -0.0016(14) 0.0120(15) 0.0061(15) O2 0.035(2) 0.0307(17) 0.0161(16) 0.0066(14) -0.0039(14) 0.0040(14) C1 0.012(2) 0.026(2) 0.017(2) 0.0012(18) -0.0004(18) 0.0024(18) C2 0.022(3) 0.019(2) 0.014(2) -0.0038(18) 0.0043(19) 0.0071(19) C3 0.015(3) 0.022(2) 0.019(2) -0.0023(18) -0.0029(18) 0.0039(18) C4 0.018(3) 0.024(2) 0.016(2) -0.0002(18) -0.0031(18) 0.0079(18) C5 0.019(3) 0.017(2) 0.016(2) 0.0031(17) -0.0011(18) 0.0047(17) C6 0.027(3) 0.055(4) 0.018(2) -0.007(2) 0.000(2) 0.003(3) C7 0.043(3) 0.031(3) 0.019(2) 0.001(2) 0.003(2) 0.011(2) C8 0.038(3) 0.026(3) 0.032(3) -0.002(2) -0.002(2) 0.007(2) C9 0.037(3) 0.032(3) 0.017(2) 0.000(2) 0.000(2) 0.009(2) O1W 0.0221(18) 0.0265(16) 0.0198(15) 0.0024(13) -0.0011(13) 0.0069(13) O2W 0.031(2) 0.0183(15) 0.0204(16) -0.0008(12) -0.0038(14) 0.0080(13) O3W 0.031(2) 0.0301(17) 0.0249(17) 0.0000(14) -0.0040(14) 0.0093(15) O4W 0.029(2) 0.0304(17) 0.0325(18) -0.0001(14) 0.0061(16) 0.0107(14) O5W 0.031(2) 0.0286(17) 0.0224(17) 0.0045(14) -0.0011(15) 0.0040(15) O6W 0.025(2) 0.0349(19) 0.0285(17) -0.0015(15) -0.0019(15) 0.0091(14) O7W 0.054(3) 0.068(3) 0.031(2) -0.0009(19) 0.0015(19) 0.003(2) _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 N5 2.059(3) . ? Ni1 N5 2.059(3) 2_565 ? Ni1 N2 2.080(4) . ? Ni1 N2 2.080(4) 2_565 ? Ni1 O1W 2.105(3) 2_565 ? Ni1 O1W 2.105(3) . ? Ni2 N4 2.019(4) 2_574 ? Ni2 N4 2.019(4) . ? Ni2 O2W 2.049(3) 2_574 ? Ni2 O2W 2.049(3) . ? Ni2 O3W 2.080(3) 2_574 ? Ni2 O3W 2.080(3) . ? N1 C5 1.322(5) . ? N1 C1 1.332(5) . ? N2 C5 1.155(5) . ? N3 C4 1.314(5) . ? N3 C6 1.316(7) . ? N4 C6 1.187(7) . ? N5 C7 1.324(6) . ? N5 C9 1.379(6) . ? N6 C7 1.329(6) . ? N6 C8 1.359(6) . ? N6 H6 0.88(6) . ? O1 C2 1.247(5) . ? O2 C3 1.240(5) . ? C1 C4 1.425(6) . ? C1 C2 1.444(6) . ? C2 C3 1.482(6) . ? C3 C4 1.474(6) . ? C7 H7 0.9300 . ? C8 C9 1.352(7) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? O1W H11W 0.921(18) . ? O1W H12W 0.920(18) . ? O2W H21W 0.922(18) . ? O2W H22W 0.922(18) . ? O3W H31W 0.922(18) . ? O3W H32W 0.921(18) . ? O4W H41W 0.921(18) . ? O4W H42W 0.922(18) . ? O5W H51W 0.922(18) . ? O5W H52W 0.921(18) . ? O6W H61W 0.921(18) . ? O6W H62W 0.919(18) . ? O7W H71W 0.924(18) . ? O7W H72W 0.933(18) . ? 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 N5 Ni1 N5 180.0 . 2_565 ? N5 Ni1 N2 89.96(13) . . ? N5 Ni1 N2 90.04(13) 2_565 . ? N5 Ni1 N2 90.04(13) . 2_565 ? N5 Ni1 N2 89.96(13) 2_565 2_565 ? N2 Ni1 N2 180.000(1) . 2_565 ? N5 Ni1 O1W 89.68(13) . 2_565 ? N5 Ni1 O1W 90.32(13) 2_565 2_565 ? N2 Ni1 O1W 89.86(14) . 2_565 ? N2 Ni1 O1W 90.14(14) 2_565 2_565 ? N5 Ni1 O1W 90.32(13) . . ? N5 Ni1 O1W 89.68(13) 2_565 . ? N2 Ni1 O1W 90.14(14) . . ? N2 Ni1 O1W 89.86(14) 2_565 . ? O1W Ni1 O1W 180.00(19) 2_565 . ? N4 Ni2 N4 180.000(1) 2_574 . ? N4 Ni2 O2W 92.31(14) 2_574 2_574 ? N4 Ni2 O2W 87.69(14) . 2_574 ? N4 Ni2 O2W 87.69(14) 2_574 . ? N4 Ni2 O2W 92.31(14) . . ? O2W Ni2 O2W 180.000(1) 2_574 . ? N4 Ni2 O3W 91.57(16) 2_574 2_574 ? N4 Ni2 O3W 88.43(16) . 2_574 ? O2W Ni2 O3W 88.43(12) 2_574 2_574 ? O2W Ni2 O3W 91.57(12) . 2_574 ? N4 Ni2 O3W 88.43(16) 2_574 . ? N4 Ni2 O3W 91.57(16) . . ? O2W Ni2 O3W 91.57(12) 2_574 . ? O2W Ni2 O3W 88.43(12) . . ? O3W Ni2 O3W 180.000(1) 2_574 . ? C5 N1 C1 119.8(4) . . ? C5 N2 Ni1 164.1(3) . . ? C4 N3 C6 122.6(4) . . ? C6 N4 Ni2 160.6(4) . . ? C7 N5 C9 104.5(4) . . ? C7 N5 Ni1 128.4(3) . . ? C9 N5 Ni1 126.7(3) . . ? C7 N6 C8 108.1(4) . . ? C7 N6 H6 124(4) . . ? C8 N6 H6 127(4) . . ? N1 C1 C4 137.4(4) . . ? N1 C1 C2 131.2(4) . . ? C4 C1 C2 91.4(3) . . ? O1 C2 C1 134.4(4) . . ? O1 C2 C3 135.8(4) . . ? C1 C2 C3 89.8(3) . . ? O2 C3 C4 135.5(4) . . ? O2 C3 C2 136.5(4) . . ? C4 C3 C2 88.0(3) . . ? N3 C4 C1 131.0(4) . . ? N3 C4 C3 138.2(4) . . ? C1 C4 C3 90.8(3) . . ? N2 C5 N1 170.8(4) . . ? N4 C6 N3 171.8(5) . . ? N5 C7 N6 111.6(4) . . ? N5 C7 H7 124.2 . . ? N6 C7 H7 124.2 . . ? C9 C8 N6 105.6(4) . . ? C9 C8 H8 127.2 . . ? N6 C8 H8 127.2 . . ? C8 C9 N5 110.2(4) . . ? C8 C9 H9 124.9 . . ? N5 C9 H9 124.9 . . ? Ni1 O1W H11W 121(4) . . ? Ni1 O1W H12W 111(4) . . ? H11W O1W H12W 102(5) . . ? Ni2 O2W H21W 112(4) . . ? Ni2 O2W H22W 114(4) . . ? H21W O2W H22W 100(5) . . ? Ni2 O3W H31W 107(4) . . ? Ni2 O3W H32W 111(4) . . ? H31W O3W H32W 111(5) . . ? H41W O4W H42W 82(5) . . ? H51W O5W H52W 113(5) . . ? H61W O6W H62W 114(5) . . ? H71W O7W H72W 98(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C4 N3 2.4(9) . . . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 0.912 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.077 #====END data_3 _database_code_CSD 181064 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H12 N8 Ni O2' _chemical_formula_weight 359.01 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 'orthorhombic' _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 9.6957(7) _cell_length_b 11.3628(8) _cell_length_c 13.8338(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1524.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 26.05 _exptl_crystal_description rod _exptl_crystal_colour 'purple' _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.296 _exptl_absorpt_correction_type 'semi-empirical' _exptl_absorpt_correction_T_min 0.252 _exptl_absorpt_correction_T_max 0.851 _exptl_special_details ; The data were collected on a Stoe Imaging Plate Diffraction System (IPDS). The crystal-to-detector distance was 70 mm. 143 frames (4 min per frame) were obtained with 0 < \f < 200.2\% and with the crystals rotated through 1.4\% in \f. Coverage of the unique set was over 98.6% complete to at least 26.09\%. Crystal decay was monitored by measuring 200 reflexions per frame. ; _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_standards_number 200 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 'every frame' _diffrn_standards_decay_% <0.1 _diffrn_reflns_number 9782 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.09 _reflns_number_total 2972 _reflns_number_gt 2850 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS software (Stoe, 1996)' _computing_data_reduction 'XRED (Stoe, 1.08, 1996)' _computing_cell_refinement 'Stoe IPDS software (Stoe, 1996)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_corr_abs 'DIFABS' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' _computing_absolute_conf 'Flack H D (1983), Acta Cryst. A39, 876-881' _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^)+(0.0479P)^2^+0.4904P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.023(13) _refine_ls_number_reflns 2972 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0688 _refine_ls_wR_factor_gt 0.0676 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.25877(3) -0.07833(2) 0.352772(17) 0.01536(9) Uani 1 1 d . . . N1 N 0.6767(2) -0.06188(18) 0.48241(15) 0.0220(4) Uani 1 1 d . . . N2 N 0.4341(2) -0.05138(19) 0.43101(15) 0.0234(4) Uani 1 1 d . . . N3 N 0.1336(2) 0.27376(18) 0.47732(14) 0.0214(4) Uani 1 1 d . . . N4 N 0.1550(2) 0.07058(19) 0.41545(14) 0.0228(4) Uani 1 1 d . . . N5 N 0.0964(2) -0.11663(18) 0.25646(13) 0.0200(4) Uani 1 1 d . . . N6 N 0.1366(2) -0.17904(17) 0.45048(13) 0.0184(4) Uani 1 1 d . . . N7 N 0.3202(2) 0.04014(18) 0.24468(14) 0.0209(4) Uani 1 1 d . . . N8 N 0.3496(2) -0.22717(18) 0.28943(14) 0.0209(4) Uani 1 1 d . . . O1 O 0.95546(16) -0.05806(15) 0.60287(12) 0.0236(4) Uani 1 1 d . . . O2 O 0.89926(19) 0.21484(16) 0.66993(13) 0.0305(4) Uani 1 1 d . . . C1 C 0.7428(3) 0.02495(18) 0.52816(14) 0.0183(4) Uani 1 1 d . . . C2 C 0.8703(2) 0.0192(2) 0.58426(16) 0.0191(5) Uani 1 1 d . . . C3 C 0.8484(2) 0.1447(2) 0.61315(16) 0.0212(5) Uani 1 1 d . . . C4 C 0.7261(2) 0.14669(19) 0.54954(15) 0.0178(4) Uani 1 1 d . . . C5 C 0.5483(2) -0.04775(19) 0.45368(17) 0.0199(5) Uani 1 1 d . . . C6 C 0.1508(2) 0.1671(2) 0.44261(17) 0.0186(4) Uani 1 1 d . . . C7 C -0.0267(2) -0.1354(2) 0.31759(17) 0.0232(5) Uani 1 1 d . . . H7A H -0.1014 -0.1704 0.2782 0.028 Uiso 1 1 calc R . . H7B H -0.0596 -0.0588 0.3427 0.028 Uiso 1 1 calc R . . C8 C 0.0068(2) -0.2166(2) 0.40171(16) 0.0214(5) Uani 1 1 d . . . H8A H -0.0701 -0.2153 0.4488 0.026 Uiso 1 1 calc R . . H8B H 0.0172 -0.2982 0.3778 0.026 Uiso 1 1 calc R . . C9 C 0.0822(3) -0.0090(2) 0.19657(17) 0.0245(5) Uani 1 1 d . . . H9A H 0.0370 0.0536 0.2350 0.029 Uiso 1 1 calc R . . H9B H 0.0230 -0.0262 0.1399 0.029 Uiso 1 1 calc R . . C10 C 0.2222(3) 0.0337(2) 0.16230(16) 0.0258(5) Uani 1 1 d . . . H10A H 0.2586 -0.0209 0.1127 0.031 Uiso 1 1 calc R . . H10B H 0.2127 0.1124 0.1325 0.031 Uiso 1 1 calc R . . C11 C 0.1337(3) -0.2210(2) 0.19728(17) 0.0269(5) Uani 1 1 d . . . H11A H 0.1708 -0.1940 0.1344 0.032 Uiso 1 1 calc R . . H11B H 0.0493 -0.2674 0.1842 0.032 Uiso 1 1 calc R . . C12 C 0.2397(3) -0.3001(2) 0.24567(16) 0.0260(5) Uani 1 1 d . . . H12A H 0.1945 -0.3481 0.2963 0.031 Uiso 1 1 calc R . . H12B H 0.2803 -0.3542 0.1973 0.031 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 0.01460(13) 0.01578(14) 0.01570(13) 0.00001(9) -0.00094(11) -0.00065(12) N1 0.0203(9) 0.0177(10) 0.0279(10) -0.0025(8) -0.0070(8) 0.0022(8) N2 0.0211(10) 0.0247(11) 0.0242(10) -0.0017(8) -0.0054(8) -0.0027(8) N3 0.0212(10) 0.0176(10) 0.0255(10) -0.0021(7) 0.0050(8) -0.0024(8) N4 0.0254(10) 0.0174(10) 0.0255(10) 0.0019(8) 0.0048(8) 0.0006(9) N5 0.0185(9) 0.0238(10) 0.0176(9) 0.0013(8) -0.0017(7) -0.0016(8) N6 0.0197(9) 0.0179(9) 0.0175(9) 0.0012(7) 0.0001(7) -0.0033(8) N7 0.0206(9) 0.0218(10) 0.0202(9) 0.0035(8) 0.0022(8) -0.0016(8) N8 0.0184(9) 0.0190(10) 0.0254(9) -0.0030(8) 0.0016(8) 0.0014(8) O1 0.0199(8) 0.0233(9) 0.0275(8) -0.0001(7) -0.0043(6) 0.0034(7) O2 0.0306(9) 0.0254(9) 0.0355(10) -0.0077(8) -0.0140(8) -0.0002(8) C1 0.0169(10) 0.0180(10) 0.0199(9) -0.0004(7) -0.0003(10) 0.0009(10) C2 0.0166(11) 0.0212(11) 0.0194(10) 0.0008(9) 0.0003(9) -0.0012(9) C3 0.0191(11) 0.0225(12) 0.0221(10) 0.0000(9) -0.0033(9) -0.0012(9) C4 0.0148(11) 0.0191(10) 0.0195(9) -0.0025(8) -0.0025(8) -0.0026(8) C5 0.0230(12) 0.0168(11) 0.0198(10) -0.0002(9) -0.0015(9) -0.0018(9) C6 0.0152(10) 0.0195(11) 0.0211(10) 0.0033(9) 0.0037(8) -0.0013(9) C7 0.0150(10) 0.0309(13) 0.0238(11) 0.0018(10) -0.0007(9) -0.0020(10) C8 0.0176(11) 0.0247(12) 0.0220(11) -0.0004(9) -0.0015(9) -0.0063(9) C9 0.0206(11) 0.0309(13) 0.0219(11) 0.0082(10) -0.0052(9) 0.0040(10) C10 0.0250(12) 0.0314(12) 0.0210(10) 0.0076(9) 0.0004(9) 0.0003(10) C11 0.0303(13) 0.0286(13) 0.0219(11) -0.0035(10) -0.0054(10) -0.0019(11) C12 0.0278(12) 0.0216(11) 0.0287(11) -0.0052(8) 0.0017(11) -0.0004(11) _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 2.039(2) . ? Ni1 N7 2.0982(19) . ? Ni1 N8 2.098(2) . ? Ni1 N5 2.1075(19) . ? Ni1 N6 2.1308(19) . ? Ni1 N4 2.151(2) . ? N1 C5 1.317(3) . ? N1 C1 1.336(3) . ? N2 C5 1.151(3) . ? N3 C6 1.314(3) . ? N3 C4 1.326(3) 2_456 ? N4 C6 1.161(3) . ? N5 C7 1.479(3) . ? N5 C9 1.483(3) . ? N5 C11 1.486(3) . ? N6 C8 1.490(3) . ? N7 C10 1.485(3) . ? N8 C12 1.479(3) . ? O1 C2 1.233(3) . ? O2 C3 1.223(3) . ? C1 C4 1.424(3) . ? C1 C2 1.461(3) . ? C2 C3 1.496(3) . ? C3 C4 1.477(3) . ? C4 N3 1.326(3) 2_556 ? C7 C8 1.520(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.518(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.521(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? 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 N7 92.60(8) . . ? N2 Ni1 N8 89.59(8) . . ? N7 Ni1 N8 95.77(8) . . ? N2 Ni1 N5 171.69(8) . . ? N7 Ni1 N5 83.90(8) . . ? N8 Ni1 N5 83.28(8) . . ? N2 Ni1 N6 101.98(8) . . ? N7 Ni1 N6 162.62(8) . . ? N8 Ni1 N6 93.75(7) . . ? N5 Ni1 N6 82.81(7) . . ? N2 Ni1 N4 93.31(8) . . ? N7 Ni1 N4 85.14(8) . . ? N8 Ni1 N4 176.92(8) . . ? N5 Ni1 N4 93.90(8) . . ? N6 Ni1 N4 84.65(8) . . ? C5 N1 C1 120.4(2) . . ? C5 N2 Ni1 162.2(2) . . ? C6 N3 C4 116.14(19) . 2_456 ? C6 N4 Ni1 152.97(19) . . ? C7 N5 C9 111.28(19) . . ? C7 N5 C11 113.3(2) . . ? C9 N5 C11 111.90(18) . . ? C7 N5 Ni1 105.74(13) . . ? C9 N5 Ni1 104.64(14) . . ? C11 N5 Ni1 109.36(15) . . ? C8 N6 Ni1 109.64(13) . . ? C10 N7 Ni1 109.49(14) . . ? C12 N8 Ni1 108.69(14) . . ? N1 C1 C4 139.6(2) . . ? N1 C1 C2 128.6(2) . . ? C4 C1 C2 91.69(18) . . ? O1 C2 C1 135.2(2) . . ? O1 C2 C3 135.9(2) . . ? C1 C2 C3 88.83(18) . . ? O2 C3 C4 134.1(2) . . ? O2 C3 C2 137.4(2) . . ? C4 C3 C2 88.24(18) . . ? N3 C4 C1 132.9(2) 2_556 . ? N3 C4 C3 136.1(2) 2_556 . ? C1 C4 C3 90.99(19) . . ? N2 C5 N1 170.8(3) . . ? N4 C6 N3 174.1(2) . . ? N5 C7 C8 110.67(19) . . ? N5 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N5 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? N6 C8 C7 110.68(19) . . ? N6 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N6 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N5 C9 C10 110.75(19) . . ? N5 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N5 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N7 C10 C9 110.37(18) . . ? N7 C10 H10A 109.6 . . ? C9 C10 H10A 109.6 . . ? N7 C10 H10B 109.6 . . ? C9 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? N5 C11 C12 113.18(19) . . ? N5 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N5 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.8 . . ? N8 C12 C11 109.61(19) . . ? N8 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? N8 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.437 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.060 #====END