#------------------------------------------------------------------------------ #$Date: 2016-02-14 04:40:26 +0000 (Sun, 14 Feb 2016) $ #$Revision: 176432 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/05/2200504.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2200504 loop_ _publ_author_name 'Daly, Robert I.' 'Taylor, Max R.' 'Martin, Lisandra L.' _publ_section_title ;Acetonitrile{N-[2-(4,7-dimethyl-1,4,7-triazacyclonon-1-yl)ethyl]-N-[(1-methylbenzimidazol-2-yl)methyl]methylamine}nickel(II) bis(perchlorate) acetonitrile solvate ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m315 _journal_page_last m317 _journal_paper_doi 10.1107/S1600536801009837 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac '[Ni (C2 H3 N) (C20 H34 N6)] (Cl O4)2, C2 H3 N' _chemical_formula_moiety 'C22 H37 Ni1 N7 2+, 2Cl O4 1-, C2 H3 N' _chemical_formula_sum 'C24 H40 Cl2 N8 Ni O8' _chemical_formula_weight 698.23 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _cell_angle_alpha 90.00 _cell_angle_beta 111.540(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.4740(10) _cell_length_b 30.475(2) _cell_length_c 10.5720(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 21.8 _cell_measurement_theta_min 18.1 _cell_volume 3138.9(5) _computing_cell_refinement CAD-4/PC _computing_data_collection 'CAD-4/PC (Enraf-Nonius, 1992)' _computing_data_reduction ; Xtal3.4 DIFDAT ABSORB SORTRF ADDREF (Hall et al., 1995) ; _computing_molecular_graphics 'Xtal3.4 PIG ORTEP' _computing_publication_material 'Xtal3.4 BONDLA CIFIO' _computing_structure_refinement 'Xtal3.4 CRYLSQ' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 293 _diffrn_measured_fraction_theta_full .98 _diffrn_measured_fraction_theta_max .98 _diffrn_measurement_device_type 'Enraf-Nonius CAD4/PC' _diffrn_measurement_method \q/2\q _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .021 _diffrn_reflns_av_sigmaI/netI .045 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 9685 _diffrn_reflns_theta_full 27.47 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_min 2.09 _diffrn_standards_decay_% 1 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .85 _exptl_absorpt_correction_T_max .851 _exptl_absorpt_correction_T_min .657 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details '(ABSORB; Hall et al., 1995)' _exptl_crystal_colour pink _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 1464 _exptl_crystal_size_max .50 _exptl_crystal_size_mid .44 _exptl_crystal_size_min .20 _refine_diff_density_max .60 _refine_diff_density_min -.48 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.649 _refine_ls_goodness_of_fit_ref 1.63 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 444 _refine_ls_number_reflns 5177 _refine_ls_number_restraints 0 _refine_ls_R_factor_all .078 _refine_ls_R_factor_gt .053 _refine_ls_shift/su_max .002 _refine_ls_shift/su_mean .00005 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme sigma _refine_ls_wR_factor_all .132 _refine_ls_wR_factor_ref .118 _reflns_number_gt 5189 _reflns_number_total 7088 _reflns_threshold_expression Fsqd>2\s(Fsqd) _cod_data_source_file ob6053.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Gaussian' changed to 'gaussian' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_Hall -P_2ybc _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum 'C24 H40 Cl2 N8 Ni1 O8' _cod_database_code 2200504 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ni .24536(4) .613827(13) .18773(4) .03486(18) Uani ? ? 1.00000 ? ? N1 .0544(3) .58995(9) .1622(3) .0411(12) Uani ? ? 1.00000 ? ? N2 .3106(3) .58613(9) .3833(3) .0448(13) Uani ? ? 1.00000 ? ? N3 .1842(3) .66778(9) .2880(3) .0512(15) Uani ? ? 1.00000 ? ? N4 .1492(3) .63397(9) -.0253(3) .0437(13) Uani ? ? 1.00000 ? ? N5 .2835(3) .55403(9) .0802(2) .0372(12) Uani ? ? 1.00000 ? ? N6 .2864(3) .53301(9) -.1206(3) .0417(13) Uani ? ? 1.00000 ? ? N7 .4311(3) .63979(10) .2070(3) .0532(16) Uani ? ? 1.00000 ? ? C21 .5312(4) .65544(12) .2199(4) .0534(19) Uani ? ? 1.00000 ? ? C22 .6639(4) .67568(16) .2380(6) .085(3) Uani ? ? 1.00000 ? ? C1 .0841(4) .54982(12) .2476(4) .0500(17) Uani ? ? 1.00000 ? ? C2 .1930(4) .55896(12) .3889(3) .0536(18) Uani ? ? 1.00000 ? ? C3 .3369(4) .62410(13) .4782(4) .058(2) Uani ? ? 1.00000 ? ? C4 .2216(5) .65591(14) .4346(4) .063(2) Uani ? ? 1.00000 ? ? C5 .0329(4) .66887(13) .2194(4) .060(2) Uani ? ? 1.00000 ? ? C6 -.0263(4) .62266(13) .2066(4) .0541(19) Uani ? ? 1.00000 ? ? C7 .4402(4) .56060(13) .4228(4) .062(2) Uani ? ? 1.00000 ? ? C8 .2430(5) .71145(13) .2803(5) .077(2) Uani ? ? 1.00000 ? ? C9 -.0117(3) .57974(13) .0152(4) .0498(17) Uani ? ? 1.00000 ? ? C10 .0039(4) .61843(14) -.0685(3) .0545(18) Uani ? ? 1.00000 ? ? C11 .2258(4) .61114(12) -.0984(3) .0498(17) Uani ? ? 1.00000 ? ? C12 .2650(3) .56581(11) -.0455(3) .0392(14) Uani ? ? 1.00000 ? ? C13 .3216(3) .49613(11) -.0397(3) .0407(15) Uani ? ? 1.00000 ? ? C14 .3566(3) .45436(12) -.0656(4) .0505(17) Uani ? ? 1.00000 ? ? C15 .3837(4) .42408(13) .0378(4) .058(2) Uani ? ? 1.00000 ? ? C16 .3714(4) .43516(12) .1602(4) .0542(18) Uani ? ? 1.00000 ? ? C17 .3372(3) .47717(12) .1864(3) .0462(16) Uani ? ? 1.00000 ? ? C18 .3171(3) .50916(11) .0856(3) .0386(14) Uani ? ? 1.00000 ? ? C19 .2743(4) .53531(15) -.2638(4) .062(2) Uani ? ? 1.00000 ? ? C20 .1489(5) .68062(13) -.0636(4) .068(2) Uani ? ? 1.00000 ? ? N8 -.0370(6) .7722(2) .0019(6) .121(4) Uani ? ? 1.00000 ? ? C23 -.1066(6) .77874(17) .0589(6) .083(3) Uani ? ? 1.00000 ? ? C24 -.1982(6) .7869(2) .1287(6) .105(4) Uani ? ? 1.00000 ? ? Cl1 .1414(4) .41985(12) .4590(4) .0601(17) Uani ? ? .624(7) ? ? O11 .0246(5) .39330(18) .4497(8) .087(4) Uani ? ? .624(7) ? ? O12 .2418(7) .39321(19) .4315(9) .125(5) Uani ? ? .624(7) ? ? O13 .2011(8) .4380(2) .5939(5) .160(8) Uani ? ? .624(7) ? ? O14 .0982(7) .4550(2) .3612(7) .141(6) Uani ? ? .624(7) ? ? Cl1' .1410(7) .42525(19) .4813(7) .054(2) Uani ? ? .376(7) ? ? O11' .0427(14) .3916(4) .4216(13) .156(13) Uani ? ? .376(7) ? ? O12' .2060(12) .4342(4) .3853(11) .125(10) Uani ? ? .376(7) ? ? O13' .2435(10) .4129(5) .6100(10) .131(10) Uani ? ? .376(7) ? ? O14' .0704(16) .4639(3) .4989(15) .135(10) Uani ? ? .376(7) ? ? Cl2 .5658(6) .69624(14) -.1533(5) .078(2) Uani ? ? .506(11) ? ? O21 .7015(13) .6831(10) -.0655(8) .106(6) Uani ? ? .506(11) ? ? O22 .562(3) .74323(15) -.1706(18) .121(7) Uani ? ? .506(11) ? ? O23 .5314(12) .6753(5) -.2837(9) .197(12) Uani ? ? .506(11) ? ? O24 .4681(15) .6836(8) -.0934(13) .135(9) Uani ? ? .506(11) ? ? Cl2' .5339(7) .69945(14) -.1806(6) .077(2) Uani ? ? .494(11) ? ? O21' .6716(8) .6826(3) -.1379(13) .196(14) Uani ? ? .494(11) ? ? O22' .4388(10) .6636(3) -.2025(14) .130(7) Uani ? ? .494(11) ? ? O23' .5221(13) .7280(4) -.0766(12) .237(16) Uani ? ? .494(11) ? ? O24' .5029(12) .7238(4) -.3050(10) .171(10) Uani ? ? .494(11) ? ? H1a .00257 .53974 .25688 .08000 Uiso ? ? 1.00000 ? ? H1b .11806 .52768 .20404 .08000 Uiso ? ? 1.00000 ? ? H2a .15088 .57470 .44142 .08000 Uiso ? ? 1.00000 ? ? H2b .22776 .53197 .43270 .08000 Uiso ? ? 1.00000 ? ? H3a .35282 .61355 .56860 .08000 Uiso ? ? 1.00000 ? ? H3b .41944 .63871 .48101 .08000 Uiso ? ? 1.00000 ? ? H4a .14310 .64263 .44761 .08000 Uiso ? ? 1.00000 ? ? H4b .24536 .68161 .49037 .08000 Uiso ? ? 1.00000 ? ? H5a -.00579 .68679 .26978 .08000 Uiso ? ? 1.00000 ? ? H5b .00982 .68100 .13038 .08000 Uiso ? ? 1.00000 ? ? H6a -.03040 .61420 .29207 .08000 Uiso ? ? 1.00000 ? ? H6b -.11982 .62327 .14099 .08000 Uiso ? ? 1.00000 ? ? H9a .03120 .55414 -.00410 .08000 Uiso ? ? 1.00000 ? ? H9b -.10634 .57343 -.00540 .08000 Uiso ? ? 1.00000 ? ? H10a -.02646 .60902 -.16183 .08000 Uiso ? ? 1.00000 ? ? H10b -.05230 .64136 -.06044 .08000 Uiso ? ? 1.00000 ? ? H11a .16765 .60972 -.19237 .08000 Uiso ? ? 1.00000 ? ? H11b .30510 .62743 -.08868 .08000 Uiso ? ? 1.00000 ? ? H14 .36419 .44669 -.14978 .08000 Uiso ? ? 1.00000 ? ? H15 .40812 .39451 .02436 .08000 Uiso ? ? 1.00000 ? ? H16 .38666 .41290 .23172 .08000 Uiso ? ? 1.00000 ? ? H17 .32670 .48401 .27082 .08000 Uiso ? ? 1.00000 ? ? H19a .36287 .53298 -.26882 .09100 Uiso ? ? 1.00000 ? ? H19b .23350 .56229 -.30229 .09100 Uiso ? ? 1.00000 ? ? H19c .21857 .51164 -.31306 .09100 Uiso ? ? 1.00000 ? ? H22a .67766 .67515 .15390 .12500 Uiso ? ? 1.00000 ? ? H22b .73555 .66043 .30491 .12500 Uiso ? ? 1.00000 ? ? H22c .66326 .70556 .26560 .12500 Uiso ? ? 1.00000 ? ? H24a -.23055 .81663 .11277 .15300 Uiso ? ? 1.00000 ? ? H24b -.15152 .78290 .22383 .15300 Uiso ? ? 1.00000 ? ? H24c -.27468 .76772 .09696 .15300 Uiso ? ? 1.00000 ? ? H7a .51138 .57906 .41734 .10000 Uiso ? ? 1.00000 ? ? H7b .42807 .53654 .36225 .10000 Uiso ? ? 1.00000 ? ? H7c .46401 .55017 .51277 .10000 Uiso ? ? 1.00000 ? ? H8a .21973 .71932 .18817 .10000 Uiso ? ? 1.00000 ? ? H8b .33936 .71047 .32511 .10000 Uiso ? ? 1.00000 ? ? H8c .20535 .73240 .32413 .10000 Uiso ? ? 1.00000 ? ? H20a .24154 .69082 -.03702 .10000 Uiso ? ? 1.00000 ? ? H20b .10212 .69758 -.01958 .10000 Uiso ? ? 1.00000 ? ? H20c .10521 .68357 -.15950 .10000 Uiso ? ? 1.00000 ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ni .0298(2) .0396(2) .0344(2) -.00436(18) .01088(17) .00013(18) N1 .0326(13) .0508(16) .0415(14) -.0072(12) .0154(13) -.0035(13) N2 .0440(16) .0522(16) .0332(14) -.0045(14) .0084(14) -.0031(13) N3 .0531(18) .0437(16) .0576(18) -.0010(14) .0211(16) -.0076(14) N4 .0453(16) .0452(15) .0409(15) .0051(13) .0163(14) .0088(12) N5 .0348(13) .0450(15) .0316(12) .0012(12) .0120(12) .0015(11) N6 .0348(14) .0586(18) .0324(14) -.0015(13) .0133(12) -.0044(13) N7 .0446(17) .0562(19) .063(2) -.0124(15) .0242(16) -.0054(15) C21 .046(2) .052(2) .066(2) -.0092(18) .026(2) -.010(2) C22 .052(2) .088(3) .124(4) -.030(2) .044(3) -.029(3) C1 .049(2) .056(2) .052(2) -.0135(18) .0270(18) -.0018(17) C2 .065(2) .056(2) .0426(19) -.0126(19) .022(2) .0037(17) C3 .063(2) .065(3) .0408(18) -.005(2) .012(2) -.0149(18) C4 .072(3) .071(3) .048(2) -.007(2) .024(2) -.019(2) C5 .052(2) .063(2) .067(3) .0121(19) .024(2) -.008(2) C6 .0372(18) .068(2) .063(2) .0038(17) .0246(18) -.002(2) C7 .058(2) .064(2) .048(2) .009(2) .000(2) -.0015(18) C8 .087(3) .048(2) .095(3) -.012(2) .030(3) -.016(2) C9 .0281(16) .070(2) .0447(19) -.0074(16) .0052(16) -.0069(18) C10 .0379(18) .078(3) .0400(18) .0089(19) .0053(17) .0013(18) C11 .053(2) .059(2) .0404(17) .0010(18) .0206(17) .0088(17) C12 .0304(15) .053(2) .0338(16) -.0028(15) .0117(14) .0001(15) C13 .0275(15) .057(2) .0384(17) -.0053(15) .0125(15) -.0038(16) C14 .0359(18) .057(2) .057(2) -.0015(17) .0154(18) -.0172(18) C15 .038(2) .050(2) .078(3) .0037(17) .010(2) -.009(2) C16 .041(2) .054(2) .055(2) .0034(17) .0037(19) .0016(18) C17 .0382(17) .051(2) .0411(18) -.0025(16) .0053(16) .0011(15) C18 .0283(16) .0468(18) .0381(16) -.0026(14) .0094(14) -.0043(15) C19 .057(2) .095(3) .0342(17) .000(2) .0187(18) -.005(2) C20 .083(3) .055(2) .067(3) .016(2) .030(3) .022(2) N8 .118(4) .130(4) .134(5) .032(4) .068(4) .033(4) C23 .089(4) .073(3) .082(3) .003(3) .025(3) .008(3) C24 .106(4) .113(5) .097(4) -.021(4) .041(4) -.008(3) Cl1 .063(2) .0694(18) .0490(19) -.0063(14) .0218(14) -.0129(12) O11 .071(4) .108(6) .095(5) -.015(4) .046(4) .011(4) O12 .081(4) .134(6) .166(7) -.007(4) .051(5) -.061(6) O13 .166(10) .178(10) .090(6) .004(8) -.009(6) -.068(6) O14 .193(9) .093(5) .159(7) .004(5) .089(7) .038(5) Cl1' .059(3) .066(3) .038(2) -.020(2) .0200(18) -.013(2) O11' .173(15) .199(18) .118(11) -.140(14) .080(11) -.073(10) O12' .130(11) .161(14) .119(9) -.011(10) .085(9) .021(9) O13' .112(10) .166(15) .086(8) .002(10) .004(7) .045(9) O14' .107(9) .113(9) .197(16) -.002(7) .071(10) -.041(9) Cl2 .075(2) .072(2) .089(2) -.0074(18) .035(2) .0129(19) O21 .096(6) .100(6) .110(7) .007(5) .023(5) .022(5) O22 .125(7) .049(4) .209(14) .006(4) .086(9) .001(6) O23 .211(14) .248(18) .119(9) -.048(13) .045(9) -.114(11) O24 .109(7) .112(8) .223(15) -.010(6) .107(9) .044(9) Cl2' .095(3) .047(2) .094(3) -.0084(17) .040(3) -.0107(18) O21' .077(7) .263(17) .27(2) .053(10) .087(11) .117(15) O22' .143(9) .119(8) .127(9) -.045(7) .048(8) -.007(7) O23' .196(16) .30(2) .154(13) .100(17) -.011(11) -.119(15) O24' .204(13) .138(11) .177(12) -.031(10) .079(10) .048(10) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .002 .002 'Int Tables Vol IV Tables 2.2B and 2.3.1' H 0 0 'Int Tables Vol IV Tables 2.2B and 2.3.1' Cl .132 .159 'Int Tables Vol IV Tables 2.2B and 2.3.1' N .004 .003 'Int Tables Vol IV Tables 2.2B and 2.3.1' Ni .285 1.113 'Int Tables Vol IV Tables 2.2B and 2.3.1' O .008 .006 'Int Tables Vol IV Tables 2.2B and 2.3.1' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag N1 Ni N2 86.34(11) yes N1 Ni N3 83.38(12) yes N1 Ni N4 84.61(11) yes N1 Ni N5 89.51(11) yes N1 Ni N7 177.39(12) yes N2 Ni N3 82.64(12) yes N2 Ni N4 169.99(11) yes N2 Ni N5 96.72(10) yes N2 Ni N7 95.97(12) yes N3 Ni N4 100.52(11) yes N3 Ni N5 172.90(11) yes N3 Ni N7 95.69(13) yes N4 Ni N5 78.95(10) yes N4 Ni N7 93.17(12) yes N5 Ni N7 91.42(12) yes Ni N1 C1 103.7(2) ? Ni N1 C6 111.1(2) ? Ni N1 C9 105.7(2) ? C1 N1 C6 112.1(3) ? C1 N1 C9 112.2(3) ? C6 N1 C9 111.7(2) ? Ni N2 C2 106.55(17) ? Ni N2 C3 105.3(2) ? Ni N2 C7 114.9(3) ? C2 N2 C3 110.6(3) ? C2 N2 C7 112.2(3) ? C3 N2 C7 107.1(3) ? Ni N3 C4 108.0(2) ? Ni N3 C5 103.4(2) ? Ni N3 C8 116.7(3) ? C4 N3 C5 109.8(4) ? C4 N3 C8 108.5(3) ? C5 N3 C8 110.2(3) ? Ni N4 C10 104.9(2) ? Ni N4 C11 105.86(18) ? Ni N4 C20 120.4(2) ? C10 N4 C11 112.2(3) ? C10 N4 C20 108.7(3) ? C11 N4 C20 104.9(3) ? Ni N5 C12 107.4(2) ? Ni N5 C18 148.3(2) ? C12 N5 C18 104.3(3) ? C12 N6 C13 107.7(3) ? C12 N6 C19 126.9(3) ? C13 N6 C19 125.4(3) ? Ni N7 C21 177.1(4) ? N7 C21 C22 179.4(4) ? C21 C22 H22a 109.4 ? C21 C22 H22b 110.2 ? C21 C22 H22c 109.1 ? H22a C22 H22b 109.9 ? H22a C22 H22c 108.8 ? H22b C22 H22c 109.5 ? N1 C1 C2 110.9(3) ? N1 C1 H1a 109.6 ? N1 C1 H1b 108.7 ? C2 C1 H1a 109.6 ? C2 C1 H1b 108.8 ? H1a C1 H1b 109.3 ? N2 C2 C1 112.9(3) ? N2 C2 H2a 107.8 ? N2 C2 H2b 108.9 ? C1 C2 H2a 108.7 ? C1 C2 H2b 109.4 ? H2a C2 H2b 109.1 ? N2 C3 C4 111.7(3) ? N2 C3 H3a 109.3 ? N2 C3 H3b 108.7 ? C4 C3 H3a 110.6 ? C4 C3 H3b 109.0 ? H3a C3 H3b 107.3 ? N3 C4 C3 110.7(4) ? N3 C4 H4a 109.5 ? N3 C4 H4b 110.5 ? C3 C4 H4a 108.6 ? C3 C4 H4b 110.2 ? H4a C4 H4b 107.2 ? N3 C5 C6 110.5(3) ? N3 C5 H5a 109.8 ? N3 C5 H5b 109.2 ? C6 C5 H5a 109.7 ? C6 C5 H5b 108.8 ? H5a C5 H5b 108.9 ? N1 C6 C5 112.7(3) ? N1 C6 H6a 110.2 ? N1 C6 H6b 109.1 ? C5 C6 H6a 108.9 ? C5 C6 H6b 108.5 ? H6a C6 H6b 107.3 ? N2 C7 H7a 109.2 ? N2 C7 H7b 109.4 ? N2 C7 H7c 109.6 ? H7a C7 H7b 109.2 ? H7a C7 H7c 109.6 ? H7b C7 H7c 109.8 ? N3 C8 H8a 109.3 ? N3 C8 H8b 109.5 ? N3 C8 H8c 108.6 ? H8a C8 H8b 110.4 ? H8a C8 H8c 109.5 ? H8b C8 H8c 109.5 ? N1 C9 C10 109.8(3) ? N1 C9 H9a 108.5 ? N1 C9 H9b 109.1 ? C10 C9 H9a 110.4 ? C10 C9 H9b 110.5 ? H9a C9 H9b 108.5 ? N4 C10 C9 112.5(3) ? N4 C10 H10a 108.8 ? N4 C10 H10b 109.8 ? C9 C10 H10a 107.4 ? C9 C10 H10b 108.7 ? H10a C10 H10b 109.4 ? N4 C11 C12 111.6(3) ? N4 C11 H11a 107.7 ? N4 C11 H11b 108.8 ? C12 C11 H11a 109.3 ? C12 C11 H11b 109.7 ? H11a C11 H11b 109.7 ? N5 C12 N6 113.4(3) ? N5 C12 C11 123.2(3) ? N6 C12 C11 123.4(3) ? N6 C13 C14 131.2(3) ? N6 C13 C18 105.2(3) ? C14 C13 C18 123.6(3) ? C13 C14 C15 116.9(4) ? C13 C14 H14 122.2 ? C15 C14 H14 120.9 ? C14 C15 C16 120.9(4) ? C14 C15 H15 120.0 ? C16 C15 H15 119.1 ? C15 C16 C17 122.1(4) ? C15 C16 H16 120.3 ? C17 C16 H16 117.7 ? C16 C17 C18 117.9(4) ? C16 C17 H17 120.8 ? C18 C17 H17 121.2 ? N5 C18 C13 109.4(3) ? N5 C18 C17 132.2(3) ? C13 C18 C17 118.3(3) ? N6 C19 H19a 109.7 ? N6 C19 H19b 109.8 ? N6 C19 H19c 109.3 ? H19a C19 H19b 109.6 ? H19a C19 H19c 109.1 ? H19b C19 H19c 109.4 ? N4 C20 H20a 109.4 ? N4 C20 H20b 109.9 ? N4 C20 H20c 109.6 ? H20a C20 H20b 109.3 ? H20a C20 H20c 108.8 ? H20b C20 H20c 109.9 ? N8 C23 C24 178.6(6) ? C23 C24 H24a 109.5 ? C23 C24 H24b 110.0 ? C23 C24 H24c 110.5 ? H24a C24 H24b 108.5 ? H24a C24 H24c 108.8 ? H24b C24 H24c 109.6 ? O11 Cl1 O12 109.5 ? O11 Cl1 O13 109.5 ? O11 Cl1 O14 109.5 ? O12 Cl1 O13 109.5 ? O12 Cl1 O14 109.5 ? O13 Cl1 O14 109.4 ? O11' Cl1' O12' 106.0 ? O11' Cl1' O13' 113.3 ? O11' Cl1' O14' 109.0 ? O12' Cl1' O13' 109.5 ? O12' Cl1' O14' 109.5 ? O13' Cl1' O14' 109.5 ? O21 Cl2 O22 109.4 ? O21 Cl2 O23 109.5 ? O21 Cl2 O24 109.5 ? O22 Cl2 O23 109.4 ? O22 Cl2 O24 109.4 ? O23 Cl2 O24 109.5 ? O21' Cl2' O22' 109.6 ? O21' Cl2' O23' 109.4 ? O21' Cl2' O24' 109.5 ? O22' Cl2' O23' 109.4 ? O22' Cl2' O24' 109.5 ? O23' Cl2' O24' 109.4 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni N1 . . 2.051(3) yes Ni N2 . . 2.101(3) yes Ni N3 . . 2.176(3) yes Ni N4 . . 2.190(3) yes Ni N5 . . 2.260(3) yes Ni N7 . . 2.040(3) yes N1 C1 . . 1.484(5) ? N1 C6 . . 1.490(5) ? N1 C9 . . 1.484(4) ? N2 C2 . . 1.503(5) ? N2 C3 . . 1.490(5) ? N2 C7 . . 1.485(5) ? N3 C4 . . 1.497(5) ? N3 C5 . . 1.481(5) ? N3 C8 . . 1.481(5) ? N4 C10 . . 1.496(5) ? N4 C11 . . 1.476(5) ? N4 C20 . . 1.478(5) ? N5 C12 . . 1.321(4) ? N5 C18 . . 1.408(4) ? N6 C12 . . 1.345(5) ? N6 C13 . . 1.378(4) ? N6 C19 . . 1.473(5) ? N7 C21 . . 1.114(5) ? C21 C22 . . 1.468(6) ? C22 H22a . . .952 ? C22 H22b . . .943 ? C22 H22c . . .957 ? C1 C2 . . 1.535(4) ? C1 H1a . . .946 ? C1 H1b . . .956 ? C2 H2a . . .956 ? C2 H2b . . .949 ? C3 C4 . . 1.483(6) ? C3 H3a . . .963 ? C3 H3b . . .964 ? C4 H4a . . .971 ? C4 H4b . . .957 ? C5 C6 . . 1.525(6) ? C5 H5a . . .951 ? C5 H5b . . .956 ? C6 H6a . . .955 ? C6 H6b . . .970 ? C7 H7a . . .952 ? C7 H7b . . .951 ? C7 H7c . . .946 ? C8 H8a . . .944 ? C8 H8b . . .945 ? C8 H8c . . .955 ? C9 C10 . . 1.518(6) ? C9 H9a . . .959 ? C9 H9b . . .953 ? C10 H10a . . .963 ? C10 H10b . . .937 ? C11 C12 . . 1.490(5) ? C11 H11a . . .957 ? C11 H11b . . .941 ? C13 C14 . . 1.380(5) ? C13 C18 . . 1.400(5) ? C14 C15 . . 1.378(6) ? C14 H14 . . .951 ? C15 C16 . . 1.389(7) ? C15 H15 . . .961 ? C16 C17 . . 1.384(5) ? C16 H16 . . .984 ? C17 C18 . . 1.402(5) ? C17 H17 . . .961 ? C19 H19a . . .951 ? C19 H19b . . .947 ? C19 H19c . . .953 ? C20 H20a . . .957 ? C20 H20b . . .945 ? C20 H20c . . .951 ? N8 C23 . . 1.120(10) ? C23 C24 . . 1.431(10) ? C24 H24a . . .960 ? C24 H24b . . .951 ? C24 H24c . . .948 ? Cl1 O11 . . 1.439 ? Cl1 O12 . . 1.440 ? Cl1 O13 . . 1.441 ? Cl1 O14 . . 1.441 ? Cl1' O11' . . 1.427 ? Cl1' O12' . . 1.440 ? Cl1' O13' . . 1.440 ? Cl1' O14' . . 1.439 ? Cl2 O21 . . 1.440 ? Cl2 O22 . . 1.442 ? Cl2 O23 . . 1.439 ? Cl2 O24 . . 1.440 ? Cl2' O21' . . 1.439 ? Cl2' O22' . . 1.438 ? Cl2' O23' . . 1.442 ? Cl2' O24' . . 1.440 ?