#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/48/4314827.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4314827
loop_
_publ_author_name
'Yan Sui'
'Dong-Ping Li'
'Cheng-Hui Li'
'Xin-Hui Zhou'
'Tao Wu'
'Xiao-Zeng You'
_publ_section_title
;
 Ionic Ferroelectrics Based on Nickel Schiff Base Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1286
_journal_page_last               1288
_journal_paper_doi               10.1021/ic902136f
_journal_volume                  49
_journal_year                    2010
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C66 H66 N5 Na Ni2 O10 S'
_chemical_formula_sum            'C66 H66 N5 Na Ni2 O10 S'
_chemical_formula_weight         1261.71
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.143(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.729(5)
_cell_length_b                   17.130(8)
_cell_length_c                   18.095(9)
_cell_measurement_reflns_used    3600
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.03
_cell_measurement_theta_min      2.35
_cell_volume                     3015(3)
_computing_cell_refinement       'APEX2(Bruker, 2004)'
_computing_data_collection       'APEX2(Bruker, 2004)'
_computing_data_reduction        'APEX2(Bruker, 2004)'
_computing_molecular_graphics    'APEX2(Bruker, 2004)'
_computing_publication_material
'APEX2 software package and publCIF (Westrip, 2007)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II area-detector'
_diffrn_measurement_method       'φ and ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_sigmaI/netI    0.1029
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15120
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  0.9110
_exptl_absorpt_correction_T_min  0.8385
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.106
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.06(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     768
_refine_ls_number_reflns         10365
_refine_ls_number_restraints     134
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0722
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0853P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1586
_refine_ls_wR_factor_ref         0.1704
_reflns_number_gt                6859
_reflns_number_total             10365
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic902136f_si_002.cif
_cod_data_source_block           91023dm
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_Hall     'P 2yb '
_cod_original_sg_symbol_H-M      'P 21 '
_cod_database_code               4314827
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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 0.7889(11) 0.3667(6) 0.8792(5) 0.082(3) Uani 1 1 d . . .
H1A H 0.7574 0.3283 0.9136 0.123 Uiso 1 1 calc R . .
H1B H 0.7594 0.4176 0.8945 0.123 Uiso 1 1 calc R . .
H1C H 0.8874 0.3654 0.8777 0.123 Uiso 1 1 calc R . .
C2 C 0.7656(8) 0.2811(5) 0.7758(5) 0.050(2) Uani 1 1 d . . .
C3 C 0.7043(7) 0.2664(4) 0.7078(5) 0.0430(19) Uani 1 1 d . . .
C4 C 0.7278(7) 0.1965(4) 0.6741(5) 0.0481(19) Uani 1 1 d U . .
C5 C 0.8239(8) 0.1424(4) 0.7055(5) 0.057(2) Uani 1 1 d . . .
H5 H 0.8432 0.0962 0.6808 0.068 Uiso 1 1 calc R . .
C6 C 0.8848(9) 0.1578(5) 0.7687(6) 0.066(3) Uani 1 1 d U . .
H6 H 0.9473 0.1222 0.7889 0.080 Uiso 1 1 calc R . .
C7 C 0.8579(9) 0.2250(5) 0.8053(6) 0.069(3) Uani 1 1 d U . .
H7 H 0.9012 0.2345 0.8507 0.083 Uiso 1 1 calc R . .
C8 C 0.6590(8) 0.1762(5) 0.6054(5) 0.052(2) Uani 1 1 d U . .
H8 H 0.6823 0.1286 0.5844 0.062 Uiso 1 1 calc R . .
C9 C 0.4955(8) 0.1832(4) 0.5068(5) 0.045(2) Uani 1 1 d . . .
H9 H 0.5617 0.1528 0.4785 0.053 Uiso 1 1 calc R . .
C10 C 0.4435(9) 0.2497(4) 0.4582(4) 0.052(2) Uani 1 1 d U . .
H10 H 0.3576 0.2333 0.4336 0.063 Uiso 1 1 calc R . .
C11 C 0.3287(7) 0.3700(5) 0.4864(5) 0.048(2) Uani 1 1 d . . .
H11 H 0.2878 0.3633 0.4399 0.058 Uiso 1 1 calc R . .
C12 C 0.2917(7) 0.4375(4) 0.5257(4) 0.0445(18) Uani 1 1 d . . .
C13 C 0.1939(8) 0.4886(5) 0.4941(5) 0.055(2) Uani 1 1 d . . .
H13 H 0.1552 0.4773 0.4479 0.066 Uiso 1 1 calc R . .
C14 C 0.1546(8) 0.5555(5) 0.5308(6) 0.061(2) Uani 1 1 d . . .
H14 H 0.0907 0.5894 0.5093 0.074 Uiso 1 1 calc R . .
C15 C 0.2116(8) 0.5716(4) 0.6002(5) 0.049(2) Uani 1 1 d . . .
H15 H 0.1825 0.6153 0.6261 0.059 Uiso 1 1 calc R . .
C16 C 0.3106(7) 0.5235(4) 0.6310(5) 0.0486(19) Uani 1 1 d U . .
C17 C 0.3516(7) 0.4544(4) 0.5946(4) 0.0408(18) Uani 1 1 d U . .
C18 C 0.3352(9) 0.6052(5) 0.7362(6) 0.076(3) Uani 1 1 d . . .
H18A H 0.3801 0.6480 0.7123 0.114 Uiso 1 1 calc R . .
H18B H 0.3662 0.6023 0.7868 0.114 Uiso 1 1 calc R . .
H18C H 0.2376 0.6132 0.7343 0.114 Uiso 1 1 calc R . .
C19 C 0.3864(8) 0.1277(4) 0.5346(5) 0.051(2) Uani 1 1 d . . .
C20 C 0.4108(10) 0.0497(5) 0.5385(6) 0.072(3) Uani 1 1 d . . .
H20 H 0.4949 0.0297 0.5240 0.087 Uiso 1 1 calc R . .
C21 C 0.3096(12) 0.0001(6) 0.5642(6) 0.086(3) Uani 1 1 d U . .
H21 H 0.3248 -0.0535 0.5632 0.103 Uiso 1 1 calc R . .
C22 C 0.1945(11) 0.0260(7) 0.5896(6) 0.088(3) Uani 1 1 d U . .
H22 H 0.1311 -0.0088 0.6088 0.105 Uiso 1 1 calc R . .
C23 C 0.1651(9) 0.1055(7) 0.5884(6) 0.086(3) Uani 1 1 d U . .
H23 H 0.0830 0.1238 0.6073 0.103 Uiso 1 1 calc R . .
C24 C 0.2548(9) 0.1551(5) 0.5600(6) 0.074(3) Uani 1 1 d . . .
H24 H 0.2328 0.2078 0.5565 0.088 Uiso 1 1 calc R . .
C25 C 0.5441(12) 0.2757(5) 0.3995(5) 0.062(2) Uani 1 1 d U . .
C26 C 0.6830(10) 0.2806(5) 0.4159(5) 0.064(2) Uani 1 1 d U . .
H26 H 0.7176 0.2686 0.4628 0.077 Uiso 1 1 calc R . .
C27 C 0.7677(13) 0.3037(5) 0.3610(6) 0.091(3) Uani 1 1 d U . .
H27 H 0.8617 0.3070 0.3708 0.109 Uiso 1 1 calc R . .
C28 C 0.7188(15) 0.3221(6) 0.2919(7) 0.100(3) Uani 1 1 d U . .
H28 H 0.7800 0.3376 0.2559 0.120 Uiso 1 1 calc R . .
C29 C 0.5837(16) 0.3182(7) 0.2750(7) 0.109(4) Uani 1 1 d U . .
H29 H 0.5507 0.3316 0.2281 0.131 Uiso 1 1 calc R . .
C30 C 0.4935(13) 0.2933(6) 0.3303(6) 0.087(3) Uani 1 1 d U . .
H30 H 0.3999 0.2888 0.3197 0.104 Uiso 1 1 calc R . .
C31 C 0.7674(11) 0.5010(6) 0.6269(6) 0.085(3) Uani 1 1 d U . .
H31A H 0.7251 0.5399 0.5958 0.127 Uiso 1 1 calc R . .
H31B H 0.7433 0.4500 0.6088 0.127 Uiso 1 1 calc R . .
H31C H 0.8654 0.5072 0.6265 0.127 Uiso 1 1 calc R . .
C32 C 0.7502(8) 0.5807(5) 0.7327(5) 0.056(2) Uani 1 1 d U . .
C33 C 0.6862(7) 0.5902(5) 0.8015(5) 0.0499(18) Uani 1 1 d U . .
C34 C 0.7060(8) 0.6605(4) 0.8383(5) 0.0493(19) Uani 1 1 d U . .
C35 C 0.8001(9) 0.7184(5) 0.8098(6) 0.071(3) Uani 1 1 d U . .
H35 H 0.8206 0.7636 0.8362 0.085 Uiso 1 1 calc R . .
C36 C 0.8566(9) 0.7044(5) 0.7439(7) 0.077(3) Uani 1 1 d U . .
H36 H 0.9119 0.7425 0.7232 0.092 Uiso 1 1 calc R . .
C37 C 0.8355(9) 0.6361(5) 0.7065(6) 0.071(2) Uani 1 1 d U . .
H37 H 0.8805 0.6275 0.6623 0.086 Uiso 1 1 calc R . .
C38 C 0.6406(8) 0.6779(4) 0.9046(5) 0.053(2) Uani 1 1 d . . .
H38 H 0.6636 0.7246 0.9278 0.063 Uiso 1 1 calc R . .
C39 C 0.4683(7) 0.6680(4) 0.9991(5) 0.044(2) Uani 1 1 d U . .
H39 H 0.5316 0.6983 1.0306 0.052 Uiso 1 1 calc R . .
C40 C 0.4162(7) 0.5998(4) 1.0446(4) 0.0438(18) Uani 1 1 d . . .
H40 H 0.3263 0.6141 1.0639 0.053 Uiso 1 1 calc R . .
C41 C 0.3110(7) 0.4787(4) 1.0103(4) 0.0437(18) Uani 1 1 d U . .
H41 H 0.2646 0.4852 1.0543 0.052 Uiso 1 1 calc R . .
C42 C 0.2828(7) 0.4095(4) 0.9687(4) 0.0378(16) Uani 1 1 d U . .
C43 C 0.1868(7) 0.3560(5) 0.9966(5) 0.051(2) Uani 1 1 d . . .
H43 H 0.1438 0.3670 1.0408 0.061 Uiso 1 1 calc R . .
C44 C 0.1560(8) 0.2888(5) 0.9600(5) 0.054(2) Uani 1 1 d . . .
H44 H 0.0922 0.2539 0.9788 0.065 Uiso 1 1 calc R . .
C45 C 0.2223(8) 0.2729(4) 0.8932(5) 0.048(2) Uani 1 1 d . . .
H45 H 0.2021 0.2270 0.8677 0.058 Uiso 1 1 calc R . .
C46 C 0.3150(7) 0.3234(4) 0.8656(4) 0.0404(17) Uani 1 1 d . . .
C47 C 0.3478(7) 0.3938(4) 0.9029(4) 0.0417(18) Uani 1 1 d U . .
C48 C 0.3547(10) 0.2394(5) 0.7642(6) 0.070(3) Uani 1 1 d . . .
H48A H 0.3545 0.1975 0.7994 0.105 Uiso 1 1 calc R . .
H48B H 0.4246 0.2302 0.7285 0.105 Uiso 1 1 calc R . .
H48C H 0.2666 0.2423 0.7395 0.105 Uiso 1 1 calc R . .
C49 C 0.3660(9) 0.7228(5) 0.9663(5) 0.062(2) Uani 1 1 d U . .
C50 C 0.3923(10) 0.8008(5) 0.9623(5) 0.075(2) Uani 1 1 d U . .
H50 H 0.4744 0.8202 0.9821 0.090 Uiso 1 1 calc R . .
C51 C 0.2989(12) 0.8522(7) 0.9292(6) 0.091(3) Uani 1 1 d U . .
H51 H 0.3204 0.9048 0.9245 0.109 Uiso 1 1 calc R . .
C52 C 0.1758(11) 0.8246(7) 0.9038(6) 0.086(3) Uani 1 1 d U . .
H52 H 0.1097 0.8589 0.8852 0.103 Uiso 1 1 calc R . .
C53 C 0.1501(12) 0.7479(7) 0.9055(7) 0.096(3) Uani 1 1 d U . .
H53 H 0.0691 0.7291 0.8840 0.116 Uiso 1 1 calc R . .
C54 C 0.2414(9) 0.6960(6) 0.9386(6) 0.073(2) Uani 1 1 d U . .
H54 H 0.2190 0.6434 0.9422 0.087 Uiso 1 1 calc R . .
C55 C 0.5068(9) 0.5731(5) 1.1090(5) 0.051(2) Uani 1 1 d U . .
C56 C 0.6485(10) 0.5691(4) 1.1002(5) 0.063(2) Uani 1 1 d U . .
H56 H 0.6882 0.5837 1.0559 0.076 Uiso 1 1 calc R . .
C57 C 0.7290(10) 0.5425(5) 1.1595(5) 0.067(3) Uani 1 1 d . . .
H57 H 0.8234 0.5377 1.1539 0.081 Uiso 1 1 calc R . .
C58 C 0.6737(13) 0.5236(6) 1.2249(7) 0.092(3) Uani 1 1 d U . .
H58 H 0.7280 0.5083 1.2653 0.110 Uiso 1 1 calc R . .
C59 C 0.5282(13) 0.5281(7) 1.2290(6) 0.099(3) Uani 1 1 d U . .
H59 H 0.4852 0.5126 1.2721 0.119 Uiso 1 1 calc R . .
C60 C 0.4534(12) 0.5539(5) 1.1730(5) 0.072(3) Uani 1 1 d U . .
H60 H 0.3590 0.5588 1.1785 0.086 Uiso 1 1 calc R . .
C61 C 0.9022(9) 0.9433(5) 0.7842(5) 0.056(2) Uani 1 1 d . . .
C62 C 0.0555(13) 0.4670(8) 0.7773(8) 0.120(4) Uani 1 1 d U . .
H62A H 0.1220 0.5068 0.7672 0.180 Uiso 1 1 calc R . .
H62B H 0.0548 0.4569 0.8295 0.180 Uiso 1 1 calc R . .
H62C H -0.0340 0.4843 0.7611 0.180 Uiso 1 1 calc R . .
C63 C 0.0921(16) 0.3940(10) 0.7373(8) 0.136(6) Uani 1 1 d . . .
H63A H 0.1898 0.3937 0.7275 0.163 Uiso 1 1 calc R . .
H63B H 0.0717 0.3490 0.7677 0.163 Uiso 1 1 calc R . .
C64 C 0.0486(14) 0.3201(8) 0.6279(9) 0.126(5) Uani 1 1 d . . .
H64A H 0.0286 0.2739 0.6567 0.152 Uiso 1 1 calc R . .
H64B H 0.1457 0.3195 0.6166 0.152 Uiso 1 1 calc R . .
C65 C -0.0354(12) 0.3186(10) 0.5566(9) 0.140(5) Uani 1 1 d . . .
H65A H -0.1315 0.3179 0.5677 0.210 Uiso 1 1 calc R . .
H65B H -0.0128 0.2727 0.5290 0.210 Uiso 1 1 calc R . .
H65C H -0.0153 0.3642 0.5280 0.210 Uiso 1 1 calc R . .
C66 C 0.0414(13) 0.0492(10) 1.0177(10) 0.138(6) Uani 1 1 d . . .
H66A H 0.0825 0.0880 1.0493 0.207 Uiso 1 1 calc R . .
H66B H 0.1102 0.0122 1.0034 0.207 Uiso 1 1 calc R . .
H66C H -0.0299 0.0226 1.0436 0.207 Uiso 1 1 calc R . .
N1 N 0.4135(7) 0.3166(4) 0.5083(3) 0.0496(15) Uani 1 1 d . . .
N2 N 0.5681(6) 0.2178(3) 0.5702(4) 0.0433(15) Uani 1 1 d . . .
N3 N 0.5508(6) 0.6339(3) 0.9359(4) 0.0437(16) Uani 1 1 d U . .
N4 N 0.3957(5) 0.5332(3) 0.9919(3) 0.0376(13) Uani 1 1 d U . .
N5 N 0.9164(9) 0.9630(7) 0.8420(6) 0.102(3) Uani 1 1 d . . .
Na1 Na 0.5375(3) 0.42561(17) 0.75260(18) 0.0472(7) Uani 1 1 d . . .
Ni1 Ni 0.51170(9) 0.31586(5) 0.59600(6) 0.0414(3) Uani 1 1 d . . .
Ni2 Ni 0.49981(9) 0.53524(4) 0.90772(5) 0.0387(3) Uani 1 1 d . . .
O1 O 0.4433(5) 0.4100(3) 0.6281(3) 0.0456(13) Uani 1 1 d . . .
O2 O 0.6173(4) 0.3195(3) 0.6817(2) 0.0402(11) Uani 1 1 d . . .
O3 O 0.3680(5) 0.5336(3) 0.6991(3) 0.0590(14) Uani 1 1 d . . .
O4 O 0.7336(5) 0.3503(3) 0.8083(3) 0.0550(14) Uani 1 1 d . . .
O5 O 0.6070(5) 0.5345(3) 0.8256(3) 0.0447(11) Uani 1 1 d . . .
O6 O 0.4399(4) 0.4387(2) 0.8741(3) 0.0404(12) Uani 1 1 d . . .
O7 O 0.7209(6) 0.5096(3) 0.6995(3) 0.0632(15) Uani 1 1 d U . .
O8 O 0.3822(5) 0.3116(3) 0.8019(3) 0.0547(13) Uani 1 1 d . . .
O9 O 0.0179(9) 0.3895(5) 0.6710(6) 0.119(3) Uani 1 1 d . . .
O10 O -0.0154(12) 0.0856(6) 0.9537(7) 0.140(3) Uani 1 1 d . . .
H10A H -0.0492 0.0523 0.9262 0.210 Uiso 1 1 calc R . .
S1 S 0.8912(4) 0.91883(19) 0.7011(2) 0.1169(12) Uani 1 1 d . . .
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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_
_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
O4 C1 H1A 109.5 . . ?
O4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O4 C2 C3 116.4(7) . . ?
O4 C2 C7 125.3(8) . . ?
C3 C2 C7 118.3(8) . . ?
O2 C3 C4 123.7(7) . . ?
O2 C3 C2 117.1(7) . . ?
C4 C3 C2 119.0(7) . . ?
C3 C4 C5 120.4(8) . . ?
C3 C4 C8 121.2(7) . . ?
C5 C4 C8 118.4(7) . . ?
C6 C5 C4 120.1(8) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 120.6(8) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C2 121.4(9) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
N2 C8 C4 126.3(7) . . ?
N2 C8 H8 116.8 . . ?
C4 C8 H8 116.8 . . ?
N2 C9 C19 108.9(7) . . ?
N2 C9 C10 107.5(6) . . ?
C19 C9 C10 115.7(7) . . ?
N2 C9 H9 108.2 . . ?
C19 C9 H9 108.2 . . ?
C10 C9 H9 108.2 . . ?
N1 C10 C9 107.0(6) . . ?
N1 C10 C25 109.5(6) . . ?
C9 C10 C25 114.3(7) . . ?
N1 C10 H10 108.7 . . ?
C9 C10 H10 108.7 . . ?
C25 C10 H10 108.7 . . ?
N1 C11 C12 126.6(7) . . ?
N1 C11 H11 116.7 . . ?
C12 C11 H11 116.7 . . ?
C17 C12 C13 120.1(7) . . ?
C17 C12 C11 121.0(7) . . ?
C13 C12 C11 118.9(7) . . ?
C14 C13 C12 120.8(8) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 119.3(7) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.7(7) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
O3 C16 C15 124.3(7) . . ?
O3 C16 C17 114.6(6) . . ?
C15 C16 C17 120.8(8) . . ?
O1 C17 C12 124.1(7) . . ?
O1 C17 C16 117.6(7) . . ?
C12 C17 C16 118.2(7) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C24 117.2(8) . . ?
C20 C19 C9 120.7(8) . . ?
C24 C19 C9 122.1(7) . . ?
C19 C20 C21 119.7(9) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 122.2(10) . . ?
C22 C21 H21 118.9 . . ?
C20 C21 H21 118.9 . . ?
C21 C22 C23 120.5(9) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C24 C23 C22 119.7(10) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C19 120.5(9) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C30 C25 C26 121.0(11) . . ?
C30 C25 C10 118.5(10) . . ?
C26 C25 C10 120.5(8) . . ?
C27 C26 C25 117.7(10) . . ?
C27 C26 H26 121.2 . . ?
C25 C26 H26 121.2 . . ?
C26 C27 C28 122.0(12) . . ?
C26 C27 H27 119.0 . . ?
C28 C27 H27 119.0 . . ?
C29 C28 C27 121.2(12) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C28 C29 C30 118.2(12) . . ?
C28 C29 H29 120.9 . . ?
C30 C29 H29 120.9 . . ?
C25 C30 C29 119.9(12) . . ?
C25 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
O7 C31 H31A 109.5 . . ?
O7 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O7 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C37 C32 O7 126.0(9) . . ?
C37 C32 C33 120.8(8) . . ?
O7 C32 C33 113.2(7) . . ?
O5 C33 C34 123.4(8) . . ?
O5 C33 C32 118.8(7) . . ?
C34 C33 C32 117.7(8) . . ?
C33 C34 C38 122.3(7) . . ?
C33 C34 C35 120.3(9) . . ?
C38 C34 C35 117.4(7) . . ?
C36 C35 C34 117.8(9) . . ?
C36 C35 H35 121.1 . . ?
C34 C35 H35 121.1 . . ?
C35 C36 C37 122.2(9) . . ?
C35 C36 H36 118.9 . . ?
C37 C36 H36 118.9 . . ?
C32 C37 C36 120.9(10) . . ?
C32 C37 H37 119.5 . . ?
C36 C37 H37 119.5 . . ?
N3 C38 C34 125.1(7) . . ?
N3 C38 H38 117.5 . . ?
C34 C38 H38 117.5 . . ?
C49 C39 C40 118.3(7) . . ?
C49 C39 N3 107.5(7) . . ?
C40 C39 N3 107.4(6) . . ?
C49 C39 H39 107.8 . . ?
C40 C39 H39 107.8 . . ?
N3 C39 H39 107.8 . . ?
N4 C40 C55 109.1(6) . . ?
N4 C40 C39 106.4(6) . . ?
C55 C40 C39 116.9(6) . . ?
N4 C40 H40 108.1 . . ?
C55 C40 H40 108.1 . . ?
C39 C40 H40 108.1 . . ?
N4 C41 C42 125.4(7) . . ?
N4 C41 H41 117.3 . . ?
C42 C41 H41 117.3 . . ?
C47 C42 C43 119.9(7) . . ?
C47 C42 C41 121.9(6) . . ?
C43 C42 C41 118.3(7) . . ?
C44 C43 C42 121.3(8) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C43 C44 C45 118.7(8) . . ?
C43 C44 H44 120.6 . . ?
C45 C44 H44 120.6 . . ?
C46 C45 C44 120.9(8) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C45 C46 O8 123.8(7) . . ?
C45 C46 C47 121.0(7) . . ?
O8 C46 C47 115.1(6) . . ?
O6 C47 C42 124.1(6) . . ?
O6 C47 C46 117.7(7) . . ?
C42 C47 C46 118.2(6) . . ?
O8 C48 H48A 109.5 . . ?
O8 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
O8 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 C54 118.1(8) . . ?
C50 C49 C39 121.1(8) . . ?
C54 C49 C39 120.7(8) . . ?
C49 C50 C51 121.4(10) . . ?
C49 C50 H50 119.3 . . ?
C51 C50 H50 119.3 . . ?
C52 C51 C50 119.3(11) . . ?
C52 C51 H51 120.3 . . ?
C50 C51 H51 120.3 . . ?
C53 C52 C51 119.9(10) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C52 C53 C54 121.5(12) . . ?
C52 C53 H53 119.3 . . ?
C54 C53 H53 119.3 . . ?
C49 C54 C53 119.6(10) . . ?
C49 C54 H54 120.2 . . ?
C53 C54 H54 120.2 . . ?
C60 C55 C56 119.8(9) . . ?
C60 C55 C40 121.1(8) . . ?
C56 C55 C40 119.2(8) . . ?
C57 C56 C55 118.0(10) . . ?
C57 C56 H56 121.0 . . ?
C55 C56 H56 121.0 . . ?
C58 C57 C56 121.8(10) . . ?
C58 C57 H57 119.1 . . ?
C56 C57 H57 119.1 . . ?
C57 C58 C59 116.6(10) . . ?
C57 C58 H58 121.7 . . ?
C59 C58 H58 121.7 . . ?
C60 C59 C58 121.0(12) . . ?
C60 C59 H59 119.5 . . ?
C58 C59 H59 119.5 . . ?
C59 C60 C55 122.7(11) . . ?
C59 C60 H60 118.7 . . ?
C55 C60 H60 118.7 . . ?
N5 C61 S1 176.0(11) . . ?
C63 C62 H62A 109.5 . . ?
C63 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C63 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
O9 C63 C62 109.9(12) . . ?
O9 C63 H63A 109.7 . . ?
C62 C63 H63A 109.7 . . ?
O9 C63 H63B 109.7 . . ?
C62 C63 H63B 109.7 . . ?
H63A C63 H63B 108.2 . . ?
O9 C64 C65 111.0(11) . . ?
O9 C64 H64A 109.4 . . ?
C65 C64 H64A 109.4 . . ?
O9 C64 H64B 109.4 . . ?
C65 C64 H64B 109.4 . . ?
H64A C64 H64B 108.0 . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
O10 C66 H66A 109.5 . . ?
O10 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
O10 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C11 N1 C10 119.3(7) . . ?
C11 N1 Ni1 126.1(6) . . ?
C10 N1 Ni1 114.5(5) . . ?
C8 N2 C9 118.6(6) . . ?
C8 N2 Ni1 125.8(6) . . ?
C9 N2 Ni1 115.5(5) . . ?
C38 N3 C39 118.5(6) . . ?
C38 N3 Ni2 126.6(6) . . ?
C39 N3 Ni2 114.7(5) . . ?
C41 N4 C40 117.6(6) . . ?
C41 N4 Ni2 126.2(5) . . ?
C40 N4 Ni2 116.3(4) . . ?
O2 Na1 O5 144.31(19) . . y
O2 Na1 O6 134.6(2) . . y
O5 Na1 O6 62.28(16) . . y
O2 Na1 O1 62.29(16) . . y
O5 Na1 O1 134.4(2) . . y
O6 Na1 O1 134.76(18) . . y
O2 Na1 O7 89.4(2) . . y
O5 Na1 O7 64.19(19) . . y
O6 Na1 O7 126.3(2) . . y
O1 Na1 O7 88.0(2) . . y
O2 Na1 O4 64.24(18) . . y
O5 Na1 O4 88.55(19) . . y
O6 Na1 O4 89.5(2) . . y
O1 Na1 O4 126.0(2) . . y
O7 Na1 O4 84.7(2) . . y
O2 Na1 O8 79.08(19) . . y
O5 Na1 O8 123.5(2) . . y
O6 Na1 O8 61.55(16) . . y
O1 Na1 O8 91.39(18) . . y
O7 Na1 O8 167.2(2) . . y
O4 Na1 O8 85.4(2) . . y
O2 Na1 O3 123.2(2) . . y
O5 Na1 O3 79.80(19) . . y
O6 Na1 O3 90.84(18) . . y
O1 Na1 O3 61.12(17) . . y
O7 Na1 O3 84.3(2) . . y
O4 Na1 O3 166.6(2) . . y
O8 Na1 O3 106.51(19) . . y
N2 Ni1 N1 86.5(3) . . y
N2 Ni1 O1 174.5(3) . . y
N1 Ni1 O1 94.7(3) . . y
N2 Ni1 O2 94.6(3) . . y
N1 Ni1 O2 176.6(2) . . y
O1 Ni1 O2 84.5(2) . . y
N3 Ni2 O5 94.4(3) . . y
N3 Ni2 N4 86.4(3) . . y
O5 Ni2 N4 178.0(2) . . y
N3 Ni2 O6 175.8(2) . . y
O5 Ni2 O6 84.7(2) . . y
N4 Ni2 O6 94.6(2) . . y
C17 O1 Ni1 127.4(5) . . ?
C17 O1 Na1 127.3(4) . . ?
Ni1 O1 Na1 104.8(2) . . ?
C3 O2 Ni1 128.2(5) . . ?
C3 O2 Na1 123.4(5) . . ?
Ni1 O2 Na1 107.3(2) . . ?
C16 O3 C18 116.3(6) . . ?
C16 O3 Na1 119.1(4) . . ?
C18 O3 Na1 124.6(5) . . ?
C2 O4 C1 118.7(7) . . ?
C2 O4 Na1 117.0(5) . . ?
C1 O4 Na1 122.6(5) . . ?
C33 O5 Ni2 127.9(5) . . ?
C33 O5 Na1 123.4(5) . . ?
Ni2 O5 Na1 107.2(2) . . ?
C47 O6 Ni2 127.8(5) . . ?
C47 O6 Na1 126.5(4) . . ?
Ni2 O6 Na1 104.7(2) . . ?
C32 O7 C31 115.5(7) . . ?
C32 O7 Na1 118.8(5) . . ?
C31 O7 Na1 123.0(5) . . ?
C46 O8 C48 116.4(6) . . ?
C46 O8 Na1 118.0(4) . . ?
C48 O8 Na1 125.5(5) . . ?
C63 O9 C64 113.6(11) . . ?
C66 O10 H10A 109.5 . . ?
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 O4 1.409(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 O4 1.362(9) . ?
C2 C3 1.380(11) . ?
C2 C7 1.411(11) . ?
C3 O2 1.322(8) . ?
C3 C4 1.365(10) . ?
C4 C5 1.426(10) . ?
C4 C8 1.442(12) . ?
C5 C6 1.305(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.357(13) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 N2 1.294(9) . ?
C8 H8 0.9300 . ?
C9 N2 1.461(10) . ?
C9 C19 1.518(11) . ?
C9 C10 1.518(11) . ?
C9 H9 0.9800 . ?
C10 N1 1.493(9) . ?
C10 C25 1.526(13) . ?
C10 H10 0.9800 . ?
C11 N1 1.289(9) . ?
C11 C12 1.408(10) . ?
C11 H11 0.9300 . ?
C12 C17 1.395(10) . ?
C12 C13 1.407(10) . ?
C13 C14 1.383(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.390(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.378(10) . ?
C15 H15 0.9300 . ?
C16 O3 1.353(9) . ?
C16 C17 1.416(10) . ?
C17 O1 1.312(8) . ?
C18 O3 1.438(9) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.359(10) . ?
C19 C24 1.447(12) . ?
C20 C21 1.389(12) . ?
C20 H20 0.9300 . ?
C21 C22 1.297(15) . ?
C21 H21 0.9300 . ?
C22 C23 1.391(15) . ?
C22 H22 0.9300 . ?
C23 C24 1.328(13) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C30 1.370(13) . ?
C25 C26 1.380(12) . ?
C26 C27 1.362(13) . ?
C26 H26 0.9300 . ?
C27 C28 1.365(15) . ?
C27 H27 0.9300 . ?
C28 C29 1.345(16) . ?
C28 H28 0.9300 . ?
C29 C30 1.410(15) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 O7 1.405(11) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C37 1.353(11) . ?
C32 O7 1.386(9) . ?
C32 C33 1.413(12) . ?
C33 O5 1.307(9) . ?
C33 C34 1.387(11) . ?
C34 C38 1.400(11) . ?
C34 C35 1.451(11) . ?
C35 C36 1.344(14) . ?
C35 H35 0.9300 . ?
C36 C37 1.365(13) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 N3 1.293(9) . ?
C38 H38 0.9300 . ?
C39 C49 1.484(11) . ?
C39 C40 1.522(11) . ?
C39 N3 1.525(10) . ?
C39 H39 0.9800 . ?
C40 N4 1.498(9) . ?
C40 C55 1.518(11) . ?
C40 H40 0.9800 . ?
C41 N4 1.292(8) . ?
C41 C42 1.428(10) . ?
C41 H41 0.9300 . ?
C42 C47 1.386(10) . ?
C42 C43 1.408(10) . ?
C43 C44 1.359(11) . ?
C43 H43 0.9300 . ?
C44 C45 1.409(11) . ?
C44 H44 0.9300 . ?
C45 C46 1.352(10) . ?
C45 H45 0.9300 . ?
C46 O8 1.353(8) . ?
C46 C47 1.415(10) . ?
C47 O6 1.298(8) . ?
C48 O8 1.435(9) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 C50 1.363(12) . ?
C49 C54 1.381(12) . ?
C50 C51 1.392(13) . ?
C50 H50 0.9300 . ?
C51 C52 1.358(14) . ?
C51 H51 0.9300 . ?
C52 C53 1.337(15) . ?
C52 H52 0.9300 . ?
C53 C54 1.386(13) . ?
C53 H53 0.9300 . ?
C54 H54 0.9300 . ?
C55 C60 1.319(12) . ?
C55 C56 1.393(12) . ?
C56 C57 1.393(12) . ?
C56 H56 0.9300 . ?
C57 C58 1.350(14) . ?
C57 H57 0.9300 . ?
C58 C59 1.421(15) . ?
C58 H58 0.9300 . ?
C59 C60 1.313(13) . ?
C59 H59 0.9300 . ?
C60 H60 0.9300 . ?
C61 N5 1.105(12) . ?
C61 S1 1.562(10) . ?
C62 C63 1.492(17) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C63 O9 1.389(14) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C64 O9 1.456(15) . ?
C64 C65 1.513(18) . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C65 H65A 0.9600 . ?
C65 H65B 0.9600 . ?
C65 H65C 0.9600 . ?
C66 O10 1.418(16) . ?
C66 H66A 0.9600 . ?
C66 H66B 0.9600 . ?
C66 H66C 0.9600 . ?
N1 Ni1 1.836(6) . y
N2 Ni1 1.831(6) . y
N3 Ni2 1.832(5) . y
N4 Ni2 1.846(5) . y
Na1 O2 2.365(5) . y
Na1 O5 2.376(5) . y
Na1 O6 2.423(6) . y
Na1 O1 2.430(6) . y
Na1 O7 2.498(6) . y
Na1 O4 2.499(6) . y
Na1 O8 2.635(6) . y
Na1 O3 2.649(6) . y
Ni1 O1 1.844(4) . y
Ni1 O2 1.845(4) . y
Ni2 O5 1.832(5) . y
Ni2 O6 1.852(4) . y
O10 H10A 0.8200 . ?
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
_geom_hbond_publ_flag
O10 H10A N5 0.82 2.18 2.979(18) 164.7 1_445 y
C48 H48B O2 0.96 2.58 3.285(11) 130.8 . y
C26 H26 N2 0.93 2.60 3.213(11) 124.0 . ?
