Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Professor Anunay Samanta' _publ_contact_author_address ;School of Chemistry University of Hyderabad Hyderabad 500 046 India ; _publ_contact_author_email assc@uohyd.ernet.in _publ_contact_author_phone '+91 40 23134813' _publ_contact_author_fax '+91 40 23012460' loop_ _publ_author_name _publ_author_address T.Ghosh ;School of Chemistry University of Hyderabad Hyderabad 500 046 India ; B.G.Maiya ;School of Chemistry University of Hyderabad Hyderabad 500 046 India ; A.Samanta ;School of Chemistry University of Hyderabad Hyderabad 500 046 India ; data_Ni(dppp)2Cl2 _database_code_depnum_ccdc_archive 'CCDC 279117' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H22 Cl2 N10 Ni' _chemical_formula_weight 652.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 6.9445(4) _cell_length_b 12.8462(8) _cell_length_c 17.3296(11) _cell_angle_alpha 110.3790(10) _cell_angle_beta 90.8100(10) _cell_angle_gamma 94.5210(10) _cell_volume 1443.28(15) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used 3237 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 20.91 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 0.898 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7381 _exptl_absorpt_correction_T_max 0.9481 _exptl_absorpt_process_details 'SADABS-Bruker Nonius area detector scaling and absorption correction - V2.10' _exptl_special_details ; ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13866 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0514 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5058 _reflns_number_gt 3143 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows/Platon' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Data was collected at room temperature i.e. at 298 K. Anisotropic displacement parameters are high for the atoms N9, N10, C27, C28, C29, C30. Short non-bonding intra H9A - H10A contacts may be related to disordered H-atoms. ; _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^)+(0.1296P)^2^+0.2669P] 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 5058 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1103 _refine_ls_R_factor_gt 0.0724 _refine_ls_wR_factor_ref 0.2241 _refine_ls_wR_factor_gt 0.1991 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 C1 C -0.2408(9) -0.0445(5) 0.3140(3) 0.0615(14) Uani 1 1 d . . . H1 H -0.2918 -0.0952 0.2639 0.074 Uiso 1 1 calc R . . C2 C -0.3547(8) -0.0228(5) 0.3815(4) 0.0677(15) Uani 1 1 d . . . H2 H -0.4788 -0.0582 0.3762 0.081 Uiso 1 1 calc R . . C3 C -0.2844(9) 0.0506(5) 0.4557(4) 0.0700(16) Uani 1 1 d . . . H3 H -0.3595 0.0665 0.5017 0.084 Uiso 1 1 calc R . . C4 C -0.0943(8) 0.1023(5) 0.4615(3) 0.0591(13) Uani 1 1 d . . . C5 C 0.0082(8) 0.0774(4) 0.3904(3) 0.0563(13) Uani 1 1 d . . . C6 C 0.1683(9) 0.2176(5) 0.5356(3) 0.0648(15) Uani 1 1 d . . . C7 C 0.2648(8) 0.2014(5) 0.4580(4) 0.0612(14) Uani 1 1 d . . . C8 C 0.2505(10) 0.2768(5) 0.6180(4) 0.0765(18) Uani 1 1 d . . . C9 C 0.1330(9) 0.2939(4) 0.6824(3) 0.0626(14) Uani 1 1 d . . . H9 H 0.0001 0.2754 0.6777 0.075 Uiso 1 1 calc R . . C10 C 0.2354(17) 0.3407(6) 0.7531(5) 0.109(3) Uani 1 1 d . . . H10 H 0.1848 0.3617 0.8051 0.131 Uiso 1 1 calc R . . C11 C 0.4284(18) 0.3534(6) 0.7374(5) 0.117(3) Uani 1 1 d . . . H11 H 0.5309 0.3832 0.7760 0.140 Uiso 1 1 calc R . . C12 C 0.4438(9) 0.2603(5) 0.4472(4) 0.0759(18) Uani 1 1 d . . . C13 C 0.6987(10) 0.3785(8) 0.4468(7) 0.117(3) Uani 1 1 d . . . H13 H 0.7920 0.4389 0.4617 0.140 Uiso 1 1 calc R . . C14 C 0.6882(11) 0.2889(8) 0.3761(6) 0.103(2) Uani 1 1 d . . . H14 H 0.7753 0.2772 0.3343 0.123 Uiso 1 1 calc R . . C15 C 0.5359(7) 0.2209(5) 0.3758(4) 0.0578(13) Uani 1 1 d . . . H15 H 0.4971 0.1552 0.3326 0.069 Uiso 1 1 calc R . . C16 C -0.1128(8) -0.1804(6) 0.0816(3) 0.0679(15) Uani 1 1 d . . . H16 H -0.0794 -0.2416 0.0940 0.081 Uiso 1 1 calc R . . C17 C -0.2284(8) -0.1997(6) 0.0119(4) 0.0787(18) Uani 1 1 d . . . H17 H -0.2715 -0.2720 -0.0215 0.094 Uiso 1 1 calc R . . C18 C -0.2786(8) -0.1103(7) -0.0073(4) 0.082(2) Uani 1 1 d . . . H18 H -0.3547 -0.1215 -0.0546 0.099 Uiso 1 1 calc R . . C19 C -0.2144(7) -0.0015(6) 0.0450(4) 0.0679(16) Uani 1 1 d . . . C20 C -0.0985(7) 0.0080(5) 0.1143(3) 0.0594(14) Uani 1 1 d . . . C21 C -0.1853(9) 0.1887(7) 0.0811(4) 0.0765(18) Uani 1 1 d . . . C22 C -0.0662(8) 0.1983(6) 0.1550(3) 0.0670(15) Uani 1 1 d . . . C23 C 0.0225(9) 0.2988(6) 0.2157(5) 0.0819(19) Uani 1 1 d . . . C24 C 0.1723(9) 0.2956(5) 0.2641(4) 0.0762(17) Uani 1 1 d . . . H24 H 0.2315 0.2311 0.2585 0.091 Uiso 1 1 calc R . . C25 C 0.2270(13) 0.3932(8) 0.3204(7) 0.132(4) Uani 1 1 d . . . H25 H 0.3331 0.4079 0.3571 0.158 Uiso 1 1 calc R . . C26 C 0.110(2) 0.4661(8) 0.3169(9) 0.211(8) Uani 1 1 d . . . H26 H 0.1143 0.5408 0.3503 0.253 Uiso 1 1 calc R . . C27 C -0.2259(15) 0.2782(8) 0.0551(5) 0.118(3) Uani 1 1 d . . . C28 C -0.250(4) 0.4278(13) 0.0184(10) 0.42(2) Uani 1 1 d . . . H28 H -0.2407 0.5003 0.0181 0.508 Uiso 1 1 calc R . . C29 C -0.3262(19) 0.3414(11) -0.0377(7) 0.161(5) Uani 1 1 d . . . H29 H -0.3897 0.3409 -0.0855 0.194 Uiso 1 1 calc R . . C30 C -0.3041(8) 0.2577(6) -0.0202(3) 0.0673(16) Uani 1 1 d . . . H30 H -0.3391 0.1858 -0.0566 0.081 Uiso 1 1 calc R . . Cl1 Cl 0.4211(2) 0.04254(18) 0.19267(10) 0.0911(6) Uani 1 1 d . . . Cl2 Cl 0.2289(3) -0.18117(17) 0.24359(13) 0.1039(6) Uani 1 1 d . . . N1 N -0.0627(6) 0.0028(4) 0.3165(2) 0.0576(11) Uani 1 1 d . . . N2 N 0.1856(6) 0.1275(4) 0.3879(3) 0.0603(11) Uani 1 1 d . . . N3 N -0.0089(8) 0.1716(4) 0.5340(3) 0.0700(13) Uani 1 1 d . . . N4 N 0.4381(12) 0.3124(6) 0.6522(5) 0.134(3) Uani 1 1 d . . . H4A H 0.5417 0.3095 0.6252 0.161 Uiso 1 1 calc R . . N5 N 0.5423(12) 0.3631(6) 0.4933(5) 0.137(3) Uani 1 1 d . . . H5A H 0.5129 0.4079 0.5406 0.164 Uiso 1 1 calc R . . N6 N -0.0471(6) -0.0809(4) 0.1313(3) 0.0616(12) Uani 1 1 d . . . N7 N -0.0277(6) 0.1075(4) 0.1689(3) 0.0629(12) Uani 1 1 d . . . N8 N -0.2536(7) 0.0902(6) 0.0298(3) 0.0756(14) Uani 1 1 d . . . N9 N -0.180(4) 0.3910(12) 0.0840(7) 0.452(19) Uani 1 1 d . . . H9A H -0.1228 0.4313 0.1304 0.542 Uiso 1 1 calc R . . N10 N -0.0243(17) 0.4078(9) 0.2518(8) 0.222(6) Uani 1 1 d . . . H10A H -0.1207 0.4354 0.2366 0.267 Uiso 1 1 calc R . . Ni1 Ni 0.13799(10) -0.02267(7) 0.23141(4) 0.0676(3) Uani 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 C1 0.075(4) 0.059(3) 0.049(3) 0.015(3) -0.005(3) 0.010(3) C2 0.064(3) 0.072(4) 0.067(4) 0.026(3) -0.002(3) -0.001(3) C3 0.076(4) 0.077(4) 0.061(4) 0.027(3) 0.014(3) 0.012(3) C4 0.066(3) 0.060(3) 0.051(3) 0.017(3) 0.004(3) 0.011(3) C5 0.069(3) 0.052(3) 0.052(3) 0.022(3) 0.001(3) 0.013(3) C6 0.079(4) 0.059(3) 0.058(3) 0.021(3) -0.008(3) 0.013(3) C7 0.069(3) 0.053(3) 0.064(3) 0.023(3) -0.005(3) 0.011(3) C8 0.090(4) 0.061(4) 0.074(4) 0.019(3) -0.031(4) 0.005(3) C9 0.096(4) 0.054(3) 0.032(3) 0.007(2) -0.009(3) 0.016(3) C10 0.174(9) 0.079(5) 0.071(5) 0.018(4) -0.008(6) 0.038(6) C11 0.191(10) 0.085(5) 0.061(5) 0.008(4) -0.057(6) 0.018(6) C12 0.072(4) 0.058(4) 0.093(5) 0.025(3) -0.027(4) -0.007(3) C13 0.059(4) 0.135(8) 0.168(9) 0.074(7) 0.005(5) -0.028(5) C14 0.083(5) 0.117(6) 0.109(6) 0.041(6) -0.001(4) 0.007(5) C15 0.043(3) 0.065(3) 0.066(4) 0.024(3) 0.005(2) -0.001(3) C16 0.052(3) 0.093(5) 0.057(3) 0.022(3) 0.008(3) 0.008(3) C17 0.052(3) 0.107(5) 0.068(4) 0.020(4) -0.005(3) 0.006(3) C18 0.039(3) 0.140(6) 0.054(3) 0.020(4) -0.003(2) -0.004(4) C19 0.034(3) 0.116(5) 0.061(3) 0.039(4) 0.008(2) 0.017(3) C20 0.043(3) 0.090(4) 0.047(3) 0.024(3) 0.007(2) 0.012(3) C21 0.067(4) 0.116(6) 0.063(4) 0.044(4) 0.023(3) 0.044(4) C22 0.057(3) 0.086(4) 0.061(4) 0.027(3) 0.012(3) 0.016(3) C23 0.073(4) 0.075(5) 0.114(6) 0.053(4) 0.003(4) 0.010(3) C24 0.085(4) 0.056(4) 0.084(4) 0.021(3) -0.028(3) 0.008(3) C25 0.108(6) 0.119(7) 0.191(10) 0.088(8) -0.056(6) -0.004(5) C26 0.246(14) 0.084(6) 0.284(16) 0.060(8) -0.181(13) -0.037(8) C27 0.175(8) 0.112(6) 0.073(5) 0.022(5) 0.018(5) 0.088(6) C28 0.95(6) 0.139(11) 0.184(14) 0.024(11) -0.20(2) 0.24(2) C29 0.228(13) 0.155(10) 0.096(7) 0.027(7) -0.013(8) 0.072(9) C30 0.063(3) 0.102(5) 0.058(4) 0.048(3) 0.007(3) 0.037(3) Cl1 0.0552(8) 0.1535(17) 0.0687(10) 0.0427(10) 0.0072(7) 0.0148(9) Cl2 0.0987(13) 0.1100(14) 0.1046(14) 0.0337(11) -0.0062(11) 0.0386(11) N1 0.064(3) 0.059(3) 0.046(2) 0.014(2) -0.001(2) 0.005(2) N2 0.059(3) 0.065(3) 0.057(3) 0.020(2) 0.003(2) 0.009(2) N3 0.088(4) 0.070(3) 0.047(3) 0.014(2) 0.001(2) 0.011(3) N4 0.164(7) 0.102(5) 0.127(6) 0.031(5) -0.040(5) 0.018(5) N5 0.150(7) 0.108(6) 0.144(7) 0.038(5) -0.036(6) 0.005(5) N6 0.052(2) 0.081(3) 0.048(3) 0.017(3) 0.002(2) 0.009(2) N7 0.051(2) 0.086(4) 0.058(3) 0.032(3) 0.008(2) 0.016(2) N8 0.055(3) 0.117(5) 0.061(3) 0.034(3) 0.008(2) 0.030(3) N9 1.03(5) 0.171(11) 0.136(9) -0.002(8) -0.167(19) 0.25(2) N10 0.212(11) 0.163(9) 0.305(15) 0.116(10) -0.141(11) -0.036(8) Ni1 0.0544(5) 0.0942(6) 0.0498(5) 0.0187(4) -0.0018(3) 0.0114(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.328(7) . ? C1 C2 1.379(8) . ? C2 C3 1.359(8) . ? C3 C4 1.417(8) . ? C4 N3 1.356(7) . ? C4 C5 1.383(7) . ? C5 N2 1.353(7) . ? C5 N1 1.362(6) . ? C6 N3 1.318(7) . ? C6 C8 1.446(8) . ? C6 C7 1.468(8) . ? C7 N2 1.332(7) . ? C7 C12 1.453(8) . ? C8 C9 1.358(9) . ? C8 N4 1.398(9) . ? C9 C10 1.328(9) . ? C10 C11 1.379(12) . ? C11 N4 1.389(10) . ? C12 C15 1.354(8) . ? C12 N5 1.399(9) . ? C13 C14 1.353(12) . ? C13 N5 1.404(11) . ? C14 C15 1.316(9) . ? C16 N6 1.309(7) . ? C16 C17 1.377(8) . ? C17 C18 1.369(9) . ? C18 C19 1.408(9) . ? C19 N8 1.340(8) . ? C19 C20 1.400(7) . ? C20 N6 1.347(7) . ? C20 N7 1.348(7) . ? C21 N8 1.314(8) . ? C21 C27 1.419(10) . ? C21 C22 1.478(8) . ? C22 N7 1.317(7) . ? C22 C23 1.436(9) . ? C23 C24 1.339(8) . ? C23 N10 1.388(13) . ? C24 C25 1.315(11) . ? C25 C26 1.305(12) . ? C26 N10 1.405(13) . ? C27 C30 1.335(9) . ? C27 N9 1.366(17) . ? C28 C29 1.264(19) . ? C28 N9 1.467(16) . ? C29 C30 1.234(12) . ? Cl1 Ni1 2.2773(17) . ? Cl2 Ni1 2.255(2) . ? N1 Ni1 2.004(4) . ? N6 Ni1 2.026(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.8(5) . . ? C3 C2 C1 119.6(6) . . ? C2 C3 C4 118.6(5) . . ? N3 C4 C5 119.6(5) . . ? N3 C4 C3 122.4(5) . . ? C5 C4 C3 117.9(5) . . ? N2 C5 N1 114.2(5) . . ? N2 C5 C4 122.7(5) . . ? N1 C5 C4 123.0(5) . . ? N3 C6 C8 113.7(5) . . ? N3 C6 C7 119.6(5) . . ? C8 C6 C7 126.7(6) . . ? N2 C7 C12 113.5(5) . . ? N2 C7 C6 119.8(5) . . ? C12 C7 C6 126.7(5) . . ? C9 C8 N4 106.2(6) . . ? C9 C8 C6 118.5(6) . . ? N4 C8 C6 134.8(7) . . ? C10 C9 C8 110.2(7) . . ? C9 C10 C11 109.6(7) . . ? C10 C11 N4 105.8(8) . . ? C15 C12 N5 106.7(7) . . ? C15 C12 C7 119.6(5) . . ? N5 C12 C7 133.3(7) . . ? C14 C13 N5 107.1(7) . . ? C15 C14 C13 109.6(7) . . ? C14 C15 C12 110.4(6) . . ? N6 C16 C17 123.8(6) . . ? C18 C17 C16 118.7(6) . . ? C17 C18 C19 119.6(6) . . ? N8 C19 C20 119.9(6) . . ? N8 C19 C18 123.4(6) . . ? C20 C19 C18 116.7(6) . . ? N6 C20 N7 114.7(5) . . ? N6 C20 C19 122.9(6) . . ? N7 C20 C19 122.3(6) . . ? N8 C21 C27 113.9(6) . . ? N8 C21 C22 120.3(6) . . ? C27 C21 C22 125.7(8) . . ? N7 C22 C23 113.2(5) . . ? N7 C22 C21 119.6(6) . . ? C23 C22 C21 127.2(6) . . ? C24 C23 N10 102.2(7) . . ? C24 C23 C22 120.7(6) . . ? N10 C23 C22 136.1(7) . . ? C25 C24 C23 113.1(7) . . ? C26 C25 C24 109.7(8) . . ? C25 C26 N10 105.3(10) . . ? C30 C27 N9 103.6(8) . . ? C30 C27 C21 120.2(8) . . ? N9 C27 C21 135.5(10) . . ? C29 C28 N9 106.3(13) . . ? C30 C29 C28 110.3(10) . . ? C29 C30 C27 114.9(9) . . ? C1 N1 C5 117.0(5) . . ? C1 N1 Ni1 131.7(4) . . ? C5 N1 Ni1 111.2(3) . . ? C7 N2 C5 117.7(5) . . ? C6 N3 C4 119.7(5) . . ? C11 N4 C8 108.2(9) . . ? C12 N5 C13 106.2(8) . . ? C16 N6 C20 118.2(5) . . ? C16 N6 Ni1 134.4(4) . . ? C20 N6 Ni1 107.3(4) . . ? C22 N7 C20 118.3(5) . . ? C21 N8 C19 119.5(5) . . ? C27 N9 C28 104.5(13) . . ? C23 N10 C26 109.5(9) . . ? N1 Ni1 N6 96.87(17) . . ? N1 Ni1 Cl2 95.87(14) . . ? N6 Ni1 Cl2 102.40(16) . . ? N1 Ni1 Cl1 146.86(14) . . ? N6 Ni1 Cl1 107.93(13) . . ? Cl2 Ni1 Cl1 99.75(8) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.566 _refine_diff_density_min -0.532 _refine_diff_density_rms 0.082 data_dppp _database_code_depnum_ccdc_archive 'CCDC 279118' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H15 N5 O2' _chemical_formula_weight 297.32 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' _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 6.7615(6) _cell_length_b 9.3751(9) _cell_length_c 12.2200(11) _cell_angle_alpha 83.376(2) _cell_angle_beta 89.496(2) _cell_angle_gamma 75.250(2) _cell_volume 743.92(12) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used 3176 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.19 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 312 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9639 _exptl_absorpt_correction_T_max 0.9926 _exptl_absorpt_process_details 'SADABS-Bruker Nonius area detector scaling and absorption correction - V2.10' _exptl_special_details ; ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 8661 _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0213 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 28.27 _reflns_number_total 3453 _reflns_number_gt 2678 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows/Platon' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Fraction of unique (symmetry-independent) reflections measured is 0.94. This fraction is high and near to 1, which is enough for solving the crystal structure properly. The largest deviation of the final difference electron density is 1.034. The position of maximum residual density is very close to the position of hydrogen atom of water molecule. This may arise due to disorder of hydrogen atom of water. ; _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^)+(0.1058P)^2^+0.2795P] 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 3453 _refine_ls_number_parameters 219 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0792 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.2003 _refine_ls_wR_factor_gt 0.1874 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.059 _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 H5 H 0.794(4) 0.620(3) 0.766(2) 0.048(7) Uiso 1 1 d . . . H4 H 0.630(4) 1.324(3) 0.768(2) 0.056(8) Uiso 1 1 d . . . N2 N 0.7134(2) 1.09555(18) 0.90211(14) 0.0415(4) Uani 1 1 d . . . N1 N 0.8405(2) 0.78630(17) 0.90911(14) 0.0411(4) Uani 1 1 d . . . C11 C 0.8046(3) 0.8511(2) 1.00330(16) 0.0395(4) Uani 1 1 d . . . N3 N 0.8299(3) 0.7599(2) 1.09966(15) 0.0495(4) Uani 1 1 d . . . C6 C 0.8127(3) 0.8727(2) 0.81386(16) 0.0393(4) Uani 1 1 d . . . C13 C 0.7281(3) 1.0699(2) 1.09925(17) 0.0453(5) Uani 1 1 d . . . H13 H 0.6942 1.1723 1.0999 0.054 Uiso 1 1 calc R . . C12 C 0.7507(3) 1.0073(2) 0.99983(16) 0.0394(4) Uani 1 1 d . . . C5 C 0.7348(3) 1.0324(2) 0.81047(16) 0.0390(4) Uani 1 1 d . . . C7 C 0.8723(3) 0.7964(2) 0.71638(17) 0.0451(5) Uani 1 1 d . . . N4 N 0.8580(3) 0.6532(2) 0.71605(17) 0.0509(5) Uani 1 1 d . . . C15 C 0.8052(3) 0.8229(3) 1.19222(19) 0.0530(5) Uani 1 1 d . . . H15 H 0.8207 0.7617 1.2588 0.064 Uiso 1 1 calc R . . N5 N 0.6128(3) 1.2815(2) 0.71536(18) 0.0521(5) Uani 1 1 d . . . C4 C 0.6631(3) 1.1316(2) 0.70997(18) 0.0453(5) Uani 1 1 d . . . C14 C 0.7569(3) 0.9769(3) 1.19475(18) 0.0524(5) Uani 1 1 d . . . H14 H 0.7446 1.0155 1.2620 0.063 Uiso 1 1 calc R . . C3 C 0.5967(4) 1.1117(3) 0.60777(19) 0.0565(6) Uani 1 1 d . . . H3 H 0.6113 1.0212 0.5803 0.068 Uiso 1 1 calc R . . C8 C 0.9765(4) 0.8296(3) 0.62378(19) 0.0558(6) Uani 1 1 d . . . H8 H 1.0083 0.9194 0.6021 0.067 Uiso 1 1 calc R . . C2 C 0.5039(4) 1.2515(3) 0.5529(2) 0.0678(7) Uani 1 1 d . . . H2 H 0.4441 1.2712 0.4827 0.081 Uiso 1 1 calc R . . C10 C 0.9478(4) 0.5986(3) 0.6258(2) 0.0634(7) Uani 1 1 d . . . H10 H 0.9551 0.5045 0.6062 0.076 Uiso 1 1 calc R . . C1 C 0.5169(4) 1.3524(3) 0.6203(2) 0.0643(7) Uani 1 1 d . . . H1 H 0.4677 1.4547 0.6042 0.077 Uiso 1 1 calc R . . C9 C 1.0259(4) 0.7030(3) 0.5680(2) 0.0668(7) Uani 1 1 d . . . H9 H 1.0989 0.6927 0.5033 0.080 Uiso 1 1 calc R . . O1 O 0.3807(4) 0.4983(2) 0.13886(17) 0.0677(5) Uani 1 1 d . . . H23 H 0.505(6) 0.486(4) 0.131(3) 0.081 Uiso 1 1 d . . . H22 H 0.323(5) 0.505(4) 0.078(3) 0.081 Uiso 1 1 d . . . O2 O 0.7935(3) 0.4668(2) 0.07376(18) 0.0720(5) Uani 1 1 d D . . H20 H 0.836(4) 0.5516(15) 0.092(3) 0.086 Uiso 1 1 d D . . H19 H 0.911(3) 0.3851(16) 0.092(3) 0.086 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 N2 0.0392(9) 0.0379(8) 0.0485(9) -0.0068(7) 0.0005(7) -0.0108(6) N1 0.0415(9) 0.0352(8) 0.0466(9) -0.0056(7) 0.0010(7) -0.0096(6) C11 0.0345(9) 0.0395(10) 0.0448(10) -0.0039(8) 0.0003(7) -0.0103(7) N3 0.0506(10) 0.0481(10) 0.0495(10) -0.0010(8) 0.0000(8) -0.0139(8) C6 0.0353(9) 0.0401(10) 0.0440(10) -0.0067(8) 0.0011(7) -0.0115(7) C13 0.0400(10) 0.0485(11) 0.0515(12) -0.0156(9) 0.0017(8) -0.0145(8) C12 0.0311(9) 0.0419(10) 0.0475(11) -0.0085(8) 0.0015(7) -0.0119(7) C5 0.0332(9) 0.0393(10) 0.0458(10) -0.0044(8) 0.0005(7) -0.0119(7) C7 0.0445(11) 0.0435(11) 0.0477(11) -0.0095(8) 0.0000(8) -0.0100(8) N4 0.0597(12) 0.0442(10) 0.0510(11) -0.0125(8) 0.0016(9) -0.0139(8) C15 0.0482(12) 0.0651(14) 0.0463(12) 0.0010(10) 0.0001(9) -0.0186(10) N5 0.0549(11) 0.0434(10) 0.0554(11) 0.0013(9) 0.0017(9) -0.0110(8) C4 0.0429(10) 0.0438(11) 0.0485(11) -0.0010(9) 0.0025(8) -0.0120(8) C14 0.0479(12) 0.0710(15) 0.0446(11) -0.0177(10) 0.0037(9) -0.0222(10) C3 0.0573(13) 0.0614(14) 0.0504(13) -0.0010(10) -0.0049(10) -0.0166(11) C8 0.0573(13) 0.0637(14) 0.0519(13) -0.0139(11) 0.0088(10) -0.0225(11) C2 0.0654(16) 0.0769(18) 0.0552(14) 0.0124(13) -0.0077(12) -0.0163(13) C10 0.0688(16) 0.0590(14) 0.0647(15) -0.0276(12) 0.0035(12) -0.0114(12) C1 0.0620(15) 0.0534(14) 0.0665(15) 0.0168(12) 0.0007(12) -0.0054(11) C9 0.0604(15) 0.0869(19) 0.0585(15) -0.0304(14) 0.0134(11) -0.0194(13) O1 0.0732(12) 0.0723(12) 0.0639(11) -0.0066(9) 0.0021(9) -0.0308(10) O2 0.0618(11) 0.0626(11) 0.0878(14) -0.0061(10) -0.0082(9) -0.0097(9) _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 N2 C5 1.316(3) . ? N2 C12 1.358(3) . ? N1 C6 1.325(3) . ? N1 C11 1.354(3) . ? C11 N3 1.358(3) . ? C11 C12 1.412(3) . ? N3 C15 1.325(3) . ? C6 C5 1.450(3) . ? C6 C7 1.461(3) . ? C13 C14 1.357(3) . ? C13 C12 1.400(3) . ? C5 C4 1.458(3) . ? C7 N4 1.371(3) . ? C7 C8 1.375(3) . ? N4 C10 1.344(3) . ? C15 C14 1.401(3) . ? N5 C1 1.352(3) . ? N5 C4 1.368(3) . ? C4 C3 1.379(3) . ? C3 C2 1.396(4) . ? C8 C9 1.401(4) . ? C2 C1 1.343(4) . ? C10 C9 1.354(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 N2 C12 118.57(17) . . ? C6 N1 C11 118.43(16) . . ? N1 C11 N3 117.23(17) . . ? N1 C11 C12 120.51(18) . . ? N3 C11 C12 122.22(18) . . ? C15 N3 C11 117.45(19) . . ? N1 C6 C5 120.66(17) . . ? N1 C6 C7 115.43(17) . . ? C5 C6 C7 123.87(18) . . ? C14 C13 C12 118.2(2) . . ? N2 C12 C13 120.44(18) . . ? N2 C12 C11 120.77(18) . . ? C13 C12 C11 118.74(19) . . ? N2 C5 C6 120.45(17) . . ? N2 C5 C4 115.55(18) . . ? C6 C5 C4 123.88(18) . . ? N4 C7 C8 107.08(19) . . ? N4 C7 C6 119.69(19) . . ? C8 C7 C6 132.3(2) . . ? C10 N4 C7 109.3(2) . . ? N3 C15 C14 123.3(2) . . ? C1 N5 C4 109.2(2) . . ? N5 C4 C3 106.5(2) . . ? N5 C4 C5 118.40(19) . . ? C3 C4 C5 134.0(2) . . ? C13 C14 C15 120.1(2) . . ? C4 C3 C2 107.9(2) . . ? C7 C8 C9 107.3(2) . . ? C1 C2 C3 107.2(2) . . ? N4 C10 C9 108.9(2) . . ? C2 C1 N5 109.2(2) . . ? C10 C9 C8 107.3(2) . . ? _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.937 _refine_diff_density_max 1.034 _refine_diff_density_min -0.304 _refine_diff_density_rms 0.055