#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:24:16 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179139 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/00/4310047.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_4310047
loop_
_publ_author_name
'Nicolas Bréfuel'
'Christine Lepetit'
'Sergiu Shova'
'Françoise Dahan'
'Jean-Pierre Tuchagues'
_publ_section_title
;
Complexation to FeII, NiII, and ZnII of Multidentate Ligands Resulting from
Condensation of 2-Pyridinecarboxaldehyde with α,ω-Triamines: Selective
Imidazolidine/Hexahydropyrimidine Ring Opening Revisited
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8916
_journal_page_last               8928
_journal_paper_doi               10.1021/ic050791b
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C20 H23 N7 Ni S2'
_chemical_formula_sum            'C20 H23 N7 Ni S2'
_chemical_formula_weight         484.28
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 101.21(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.0178(16)
_cell_length_b                   9.6784(19)
_cell_length_c                   14.546(3)
_cell_measurement_reflns_used    3706
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      51.04
_cell_measurement_theta_min      4.03
_cell_volume                     1107.2(4)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_method       0
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1261
_diffrn_reflns_av_sigmaI/netI    0.1300
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7786
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.19
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.087
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'c.f. r.h. blessing, acta cryst. (1995), a51, 33-38'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         2068
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      0.979
_refine_ls_R_factor_all          0.1298
_refine_ls_R_factor_gt           0.0783
_refine_ls_shift/su_max          0.092
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1108P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1932
_refine_ls_wR_factor_ref         0.2243
_reflns_number_gt                1098
_reflns_number_total             2068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050791bsi20050517_050052.cif
_cod_data_source_block           NiLCNCSNCS
_cod_database_code               4310047
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-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
Ni1 Ni 0.86434(15) 0.2500 0.22341(9) 0.0415(5) Uani 1 2 d S . .
S1 S 0.6473(4) 0.2500 -0.10054(19) 0.0584(9) Uani 1 2 d S . .
S2 S 0.7477(5) 0.2500 0.6805(2) 0.0779(11) Uani 1 2 d S . .
N1 N 1.0588(10) 0.2500 0.3452(6) 0.045(2) Uani 1 2 d SD . .
N2 N 0.8533(13) 0.4356(12) 0.2689(9) 0.042(3) Uani 0.50 1 d P . .
N3 N 0.6569(14) 0.2065(11) 0.2903(7) 0.042(4) Uani 0.50 1 d P . .
H3B H 0.6932 0.2171 0.3524 0.051 Uiso 0.50 1 d PR . .
N4 N 0.9039(13) 0.0391(13) 0.1918(8) 0.042(3) Uani 0.50 1 d P . .
N5 N 1.0601(10) 0.2500 0.1444(6) 0.045(2) Uani 1 2 d SD . .
N6 N 0.7029(10) 0.2500 0.0940(6) 0.044(2) Uani 1 2 d S . .
N7 N 0.7871(14) 0.2500 0.4989(9) 0.107(5) Uani 1 2 d S . .
C1 C 1.100(2) 0.3765(17) 0.3821(16) 0.040(6) Uani 0.50 1 d PD . .
C2 C 1.232(2) 0.397(2) 0.4534(13) 0.047(6) Uani 0.50 1 d PD . .
H2A H 1.2578 0.4879 0.4781 0.057 Uiso 0.50 1 d PR . .
C3 C 1.329(2) 0.2888(13) 0.4909(14) 0.040(10) Uani 0.50 1 d PD . .
H3A H 1.4241 0.3036 0.5414 0.048 Uiso 0.50 1 d PR . .
C4 C 1.291(3) 0.160(3) 0.4582(18) 0.050(7) Uani 0.50 1 d PD . .
H4A H 1.3590 0.0830 0.4848 0.060 Uiso 0.50 1 d PR . .
C5 C 1.161(3) 0.145(2) 0.3847(16) 0.056(8) Uani 0.50 1 d PD . .
H5A H 1.1351 0.0540 0.3595 0.067 Uiso 0.50 1 d PR . .
C6 C 0.9677(19) 0.4711(16) 0.3445(10) 0.048(4) Uani 0.50 1 d P . .
H6B H 0.9625 0.5605 0.3724 0.058 Uiso 0.50 1 d PR . .
C7 C 0.701(2) 0.5220(19) 0.2419(13) 0.055(5) Uani 0.50 1 d P . .
H7A H 0.7237 0.6140 0.2658 0.066 Uiso 0.50 1 d PR . .
H7B H 0.6698 0.5273 0.1749 0.066 Uiso 0.50 1 d PR . .
C8 C 0.567(3) 0.446(3) 0.2920(17) 0.035(6) Uiso 0.50 1 d P . .
H8A H 0.5944 0.4609 0.3584 0.041 Uiso 0.50 1 d PR . .
H8B H 0.4700 0.5027 0.2685 0.041 Uiso 0.50 1 d PR . .
C9 C 0.5166(17) 0.3081(16) 0.2585(11) 0.054(5) Uani 0.50 1 d P . .
H9A H 0.4277 0.2931 0.2931 0.065 Uiso 0.50 1 d PR . .
H9B H 0.4702 0.2927 0.1933 0.065 Uiso 0.50 1 d PR . .
C10 C 0.581(4) 0.050(3) 0.2702(18) 0.061(9) Uani 0.50 1 d P . .
H10A H 0.5033 0.0390 0.2116 0.074 Uiso 0.50 1 d PR . .
H10B H 0.5197 0.0440 0.3205 0.074 Uiso 0.50 1 d PR . .
C11 C 0.722(2) -0.0478(16) 0.2994(13) 0.044(4) Uani 0.50 1 d P . .
H11A H 0.8072 -0.0199 0.3518 0.053 Uiso 0.50 1 d PR . .
H11B H 0.6750 -0.1333 0.3166 0.053 Uiso 0.50 1 d PR . .
C12 C 0.813(2) -0.0833(16) 0.2212(11) 0.050(4) Uani 0.50 1 d P . .
H12A H 0.8918 -0.1574 0.2400 0.060 Uiso 0.50 1 d PR . .
H12B H 0.7310 -0.1140 0.1680 0.060 Uiso 0.50 1 d PR . .
C13 C 1.0170(17) 0.0198(16) 0.1462(10) 0.044(4) Uani 0.50 1 d P . .
H13A H 1.0546 -0.0727 0.1380 0.052 Uiso 0.50 1 d PR . .
C14 C 1.103(4) 0.1314(15) 0.1094(19) 0.045(15) Uani 0.50 1 d PD . .
C15 C 1.206(4) 0.1299(13) 0.0429(19) 0.050(10) Uiso 0.50 1 d PD . .
H15A H 1.2314 0.0436 0.0163 0.059 Uiso 0.50 1 d PR . .
C16 C 1.2629(15) 0.2500 0.0094(9) 0.063(4) Uani 1 2 d SD . .
H16A H 1.3302 0.2500 -0.0383 0.076 Uiso 1 2 d SR . .
C17 C 1.221(4) 0.3695(16) 0.0500(16) 0.087(18) Uani 0.50 1 d PD . .
H17A H 1.2697 0.4550 0.0345 0.105 Uiso 0.50 1 d PR . .
C18 C 1.117(4) 0.3681(15) 0.116(2) 0.050(17) Uani 0.50 1 d PD . .
H18A H 1.0896 0.4530 0.1437 0.060 Uiso 0.50 1 d PR . .
C19 C 0.6799(11) 0.2500 0.0126(7) 0.037(2) Uani 1 2 d S . .
C20 C 0.7742(10) 0.2500 0.5785(6) 0.025(2) Uani 1 2 d S . .
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'
S S 0.1246 0.1234 '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
N2 Ni1 N2 138.3(8) . 4_565 ?
N2 Ni1 N6 104.5(3) . . ?
N2 Ni1 N6 104.5(3) 4_565 . ?
N2 Ni1 N5 106.0(4) . . ?
N2 Ni1 N5 106.0(4) 4_565 . ?
N6 Ni1 N5 84.5(3) . . ?
N2 Ni1 N1 77.8(3) . . ?
N2 Ni1 N1 77.8(3) 4_565 . ?
N6 Ni1 N1 171.7(3) . . ?
N5 Ni1 N1 87.2(3) . . ?
N2 Ni1 N3 64.2(5) . 4_565 ?
N2 Ni1 N3 86.3(5) 4_565 4_565 ?
N6 Ni1 N3 90.6(4) . 4_565 ?
N5 Ni1 N3 167.6(3) . 4_565 ?
N1 Ni1 N3 97.6(4) . 4_565 ?
N2 Ni1 N3 86.3(5) . . ?
N2 Ni1 N3 64.2(5) 4_565 . ?
N6 Ni1 N3 90.6(4) . . ?
N5 Ni1 N3 167.6(3) . . ?
N1 Ni1 N3 97.6(4) . . ?
N3 Ni1 N3 22.8(6) 4_565 . ?
N2 Ni1 N4 171.4(5) . . ?
N2 Ni1 N4 36.6(4) 4_565 . ?
N6 Ni1 N4 84.1(3) . . ?
N5 Ni1 N4 74.1(3) . . ?
N1 Ni1 N4 93.7(3) . . ?
N3 Ni1 N4 116.8(4) 4_565 . ?
N3 Ni1 N4 94.1(4) . . ?
N2 Ni1 N4 36.6(4) . 4_565 ?
N2 Ni1 N4 171.4(5) 4_565 4_565 ?
N6 Ni1 N4 84.1(3) . 4_565 ?
N5 Ni1 N4 74.1(3) . 4_565 ?
N1 Ni1 N4 93.7(3) . 4_565 ?
N3 Ni1 N4 94.1(4) 4_565 4_565 ?
N3 Ni1 N4 116.8(4) . 4_565 ?
N4 Ni1 N4 146.9(6) . 4_565 ?
C1 N1 C1 130(2) . 4_565 ?
C1 N1 C5 22.2(11) . 4_565 ?
C1 N1 C5 115.4(14) 4_565 4_565 ?
C1 N1 C5 115.4(14) . . ?
C1 N1 C5 22.2(11) 4_565 . ?
C5 N1 C5 96.8(19) 4_565 . ?
C1 N1 Ni1 114.5(10) . . ?
C1 N1 Ni1 114.5(10) 4_565 . ?
C5 N1 Ni1 129.6(10) 4_565 . ?
C5 N1 Ni1 129.6(10) . . ?
N4 N2 C6 112.8(11) 4_565 . ?
N4 N2 C7 92.6(12) 4_565 . ?
C6 N2 C7 118.5(13) . . ?
N4 N2 C12 61.5(9) 4_565 4_565 ?
C6 N2 C12 100.2(12) . 4_565 ?
C7 N2 C12 44.5(9) . 4_565 ?
N4 N2 C11 116.1(11) 4_565 4_565 ?
C6 N2 C11 89.0(11) . 4_565 ?
C7 N2 C11 31.5(8) . 4_565 ?
C12 N2 C11 55.7(9) 4_565 4_565 ?
N4 N2 Ni1 80.4(8) 4_565 . ?
C6 N2 Ni1 117.0(10) . . ?
C7 N2 Ni1 122.0(10) . . ?
C12 N2 Ni1 135.0(10) 4_565 . ?
C11 N2 Ni1 142.1(9) 4_565 . ?
N3 N3 C9 97.2(9) 4_565 4_565 ?
N3 N3 C9 49.0(7) 4_565 . ?
C9 N3 C9 48.2(14) 4_565 . ?
N3 N3 C10 157.7(12) 4_565 . ?
C9 N3 C10 60.6(13) 4_565 . ?
C9 N3 C10 108.8(14) . . ?
N3 N3 C8 153.8(10) 4_565 4_565 ?
C9 N3 C8 59.6(13) 4_565 4_565 ?
C9 N3 C8 106.8(12) . 4_565 ?
C10 N3 C8 12.6(12) . 4_565 ?
N3 N3 Ni1 78.6(3) 4_565 . ?
C9 N3 Ni1 129.6(12) 4_565 . ?
C9 N3 Ni1 109.6(8) . . ?
C10 N3 Ni1 113.4(9) . . ?
C8 N3 Ni1 124.7(10) 4_565 . ?
N3 N3 H3B 83.5 4_565 . ?
C9 N3 H3B 121.6 4_565 . ?
C9 N3 H3B 108.2 . . ?
C10 N3 H3B 108.7 . . ?
C8 N3 H3B 98.3 4_565 . ?
Ni1 N3 H3B 107.9 . . ?
C13 N4 N2 152.0(12) . 4_565 ?
C13 N4 C12 118.8(14) . . ?
N2 N4 C12 69.4(9) 4_565 . ?
C13 N4 Ni1 114.6(11) . . ?
N2 N4 Ni1 62.9(7) 4_565 . ?
C12 N4 Ni1 126.6(9) . . ?
C18 N5 C18 119.0(15) . 4_565 ?
C18 N5 C14 119.7(10) . . ?
C18 N5 C14 6(3) 4_565 . ?
C18 N5 C14 6(3) . 4_565 ?
C18 N5 C14 119.7(10) 4_565 4_565 ?
C14 N5 C14 119.7(13) . 4_565 ?
C18 N5 Ni1 120.4(8) . . ?
C18 N5 Ni1 120.4(8) 4_565 . ?
C14 N5 Ni1 118.8(7) . . ?
C14 N5 Ni1 118.8(7) 4_565 . ?
C19 N6 Ni1 151.1(7) . . ?
C5 C1 C2 54(4) 4_565 . ?
C5 C1 N1 80(2) 4_565 . ?
C2 C1 N1 122.2(18) . . ?
C5 C1 C6 153(6) 4_565 . ?
C2 C1 C6 128.2(15) . . ?
N1 C1 C6 108.8(14) . . ?
C5 C1 C4 35(3) 4_565 4_565 ?
C2 C1 C4 22.6(14) . 4_565 ?
N1 C1 C4 100.6(12) . 4_565 ?
C6 C1 C4 150.5(16) . 4_565 ?
C4 C2 C5 92(3) 4_565 4_565 ?
C4 C2 C1 112(4) 4_565 . ?
C5 C2 C1 22.2(15) 4_565 . ?
C4 C2 C3 19(3) 4_565 . ?
C5 C2 C3 103.7(19) 4_565 . ?
C1 C2 C3 120(2) . . ?
C4 C2 C3 22(3) 4_565 4_565 ?
C5 C2 C3 91.5(16) 4_565 4_565 ?
C1 C2 C3 106.7(16) . 4_565 ?
C3 C2 C3 13.9(7) . 4_565 ?
C4 C2 H2A 125.2 4_565 . ?
C5 C2 H2A 134.1 4_565 . ?
C1 C2 H2A 120.1 . . ?
C3 C2 H2A 119.6 . . ?
C3 C2 H2A 133.1 4_565 . ?
C4 C3 C3 134(4) 4_565 4_565 ?
C4 C3 C2 20(3) 4_565 . ?
C3 C3 C2 140.6(13) 4_565 . ?
C4 C3 C4 112(5) 4_565 . ?
C3 C3 C4 22.4(16) 4_565 . ?
C2 C3 C4 120(2) . . ?
C4 C3 C5 26(3) 4_565 4_565 ?
C3 C3 C5 109.2(7) 4_565 4_565 ?
C2 C3 C5 34.0(11) . 4_565 ?
C4 C3 C5 87.2(19) . 4_565 ?
C4 C3 C2 110(4) 4_565 4_565 ?
C3 C3 C2 25.6(8) 4_565 4_565 ?
C2 C3 C2 115(2) . 4_565 ?
C4 C3 C2 11.4(15) . 4_565 ?
C5 C3 C2 84.6(12) 4_565 4_565 ?
C4 C3 H3A 125.5 4_565 . ?
C3 C3 H3A 98.6 4_565 . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 119.9 . . ?
C5 C3 H3A 151.6 4_565 . ?
C2 C3 H3A 123.6 4_565 . ?
C3 C4 C2 141(6) 4_565 4_565 ?
C3 C4 C3 24(2) 4_565 . ?
C2 C4 C3 147(4) 4_565 . ?
C3 C4 C5 140(4) 4_565 . ?
C2 C4 C5 56(3) 4_565 . ?
C3 C4 C5 118(3) . . ?
C3 C4 C4 46(4) 4_565 4_565 ?
C2 C4 C4 140(3) 4_565 4_565 ?
C3 C4 C4 22.4(15) . 4_565 ?
C5 C4 C4 96.3(13) . 4_565 ?
C3 C4 C1 141(4) 4_565 4_565 ?
C2 C4 C1 46(2) 4_565 4_565 ?
C3 C4 C1 122(2) . 4_565 ?
C5 C4 C1 12.8(14) . 4_565 ?
C4 C4 C1 101.8(9) 4_565 4_565 ?
C3 C4 H4A 98.0 4_565 . ?
C2 C4 H4A 75.6 4_565 . ?
C3 C4 H4A 120.6 . . ?
C5 C4 H4A 121.4 . . ?
C4 C4 H4A 141.3 4_565 . ?
C1 C4 H4A 116.9 4_565 . ?
C1 C5 C2 103(4) 4_565 4_565 ?
C1 C5 C4 132(5) 4_565 . ?
C2 C5 C4 32.3(13) 4_565 . ?
C1 C5 N1 78(2) 4_565 . ?
C2 C5 N1 144(3) 4_565 . ?
C4 C5 N1 124(2) . . ?
C1 C5 C6 20(4) 4_565 4_565 ?
C2 C5 C6 107.8(16) 4_565 4_565 ?
C4 C5 C6 139.9(17) . 4_565 ?
N1 C5 C6 85.8(11) . 4_565 ?
C1 C5 C3 133(6) 4_565 4_565 ?
C2 C5 C3 42.3(11) 4_565 4_565 ?
C4 C5 C3 13.4(14) . 4_565 ?
N1 C5 C3 110.8(14) . 4_565 ?
C6 C5 C3 146.2(15) 4_565 4_565 ?
C1 C5 H5A 58.8 4_565 . ?
C2 C5 H5A 92.6 4_565 . ?
C4 C5 H5A 118.6 . . ?
N1 C5 H5A 117.3 . . ?
C6 C5 H5A 40.9 4_565 . ?
C3 C5 H5A 131.8 4_565 . ?
N2 C6 C1 119.5(14) . . ?
N2 C6 C5 119.2(12) . 4_565 ?
C1 C6 C5 7.1(15) . 4_565 ?
N2 C6 H6B 120.1 . . ?
C1 C6 H6B 120.4 . . ?
C5 C6 H6B 120.0 4_565 . ?
C11 C7 C12 95(2) 4_565 4_565 ?
C11 C7 C10 82(2) 4_565 4_565 ?
C12 C7 C10 176(2) 4_565 4_565 ?
C11 C7 N2 85(2) 4_565 . ?
C12 C7 N2 73.4(13) 4_565 . ?
C10 C7 N2 103.4(19) 4_565 . ?
C11 C7 C8 73(2) 4_565 . ?
C12 C7 C8 168(2) 4_565 . ?
C10 C7 C8 9(2) 4_565 . ?
N2 C7 C8 102.3(16) . . ?
C11 C7 H7A 52.4 4_565 . ?
C12 C7 H7A 61.2 4_565 . ?
C10 C7 H7A 118.8 4_565 . ?
N2 C7 H7A 109.8 . . ?
C8 C7 H7A 111.4 . . ?
C11 C7 H7B 159.7 4_565 . ?
C12 C7 H7B 76.6 4_565 . ?
C10 C7 H7B 106.7 4_565 . ?
N2 C7 H7B 109.8 . . ?
C8 C7 H7B 115.3 . . ?
H7A C7 H7B 108.1 . . ?
C10 C8 C9 85(9) 4_565 . ?
C10 C8 C11 67(9) 4_565 4_565 ?
C9 C8 C11 140.0(19) . 4_565 ?
C10 C8 C7 36(8) 4_565 . ?
C9 C8 C7 116.2(17) . . ?
C11 C8 C7 31.5(8) 4_565 . ?
C10 C8 N3 82(8) 4_565 4_565 ?
C9 C8 N3 42.6(9) . 4_565 ?
C11 C8 N3 102.9(16) 4_565 4_565 ?
C7 C8 N3 94.2(14) . 4_565 ?
C10 C8 H8A 145.7 4_565 . ?
C9 C8 H8A 118.2 . . ?
C11 C8 H8A 79.2 4_565 . ?
C7 C8 H8A 110.4 . . ?
N3 C8 H8A 97.9 4_565 . ?
C10 C8 H8B 90.0 4_565 . ?
C9 C8 H8B 104.7 . . ?
C11 C8 H8B 103.8 4_565 . ?
C7 C8 H8B 98.2 . . ?
N3 C8 H8B 146.8 4_565 . ?
H8A C8 H8B 106.3 . . ?
C9 C9 N3 82.8(9) 4_565 4_565 ?
C9 C9 C8 156.8(12) 4_565 . ?
N3 C9 C8 77.8(14) 4_565 . ?
C9 C9 C10 159.5(13) 4_565 4_565 ?
N3 C9 C10 76.7(15) 4_565 4_565 ?
C8 C9 C10 14.1(14) . 4_565 ?
C9 C9 N3 49.0(7) 4_565 . ?
N3 C9 N3 33.9(9) 4_565 . ?
C8 C9 N3 110.8(14) . . ?
C10 C9 N3 110.6(15) 4_565 . ?
C9 C9 H9A 81.3 4_565 . ?
N3 C9 H9A 122.9 4_565 . ?
C8 C9 H9A 98.6 . . ?
C10 C9 H9A 111.3 4_565 . ?
N3 C9 H9A 109.2 . . ?
C9 C9 H9B 81.0 4_565 . ?
N3 C9 H9B 122.9 4_565 . ?
C8 C9 H9B 120.3 . . ?
C10 C9 H9B 108.7 4_565 . ?
N3 C9 H9B 109.0 . . ?
H9A C9 H9B 108.0 . . ?
C8 C10 C7 135(10) 4_565 4_565 ?
C8 C10 C9 81(9) 4_565 4_565 ?
C7 C10 C9 136(2) 4_565 4_565 ?
C8 C10 C11 100(10) 4_565 . ?
C7 C10 C11 35.3(11) 4_565 . ?
C9 C10 C11 151(2) 4_565 . ?
C8 C10 N3 85(8) 4_565 . ?
C7 C10 N3 106.3(19) 4_565 . ?
C9 C10 N3 42.7(10) 4_565 . ?
C11 C10 N3 108.0(19) . . ?
C8 C10 H10A 122.3 4_565 . ?
C7 C10 H10A 92.8 4_565 . ?
C9 C10 H10A 81.3 4_565 . ?
C11 C10 H10A 120.8 . . ?
N3 C10 H10A 114.8 . . ?
C8 C10 H10B 15.5 4_565 . ?
C7 C10 H10B 135.7 4_565 . ?
C9 C10 H10B 85.8 4_565 . ?
C11 C10 H10B 102.4 . . ?
N3 C10 H10B 98.7 . . ?
H10A C10 H10B 109.1 . . ?
C7 C11 C10 62(2) 4_565 . ?
C7 C11 C12 50.3(18) 4_565 . ?
C10 C11 C12 112.7(17) . . ?
C7 C11 C8 75(2) 4_565 4_565 ?
C10 C11 C8 13.0(15) . 4_565 ?
C12 C11 C8 125.7(17) . 4_565 ?
C7 C11 N2 63.6(16) 4_565 4_565 ?
C10 C11 N2 89.5(14) . 4_565 ?
C12 C11 N2 60.8(9) . 4_565 ?
C8 C11 N2 96.1(13) 4_565 4_565 ?
C7 C11 H11A 131.7 4_565 . ?
C10 C11 H11A 115.9 . . ?
C12 C11 H11A 106.6 . . ?
C8 C11 H11A 108.1 4_565 . ?
N2 C11 H11A 68.2 4_565 . ?
C7 C11 H11B 119.6 4_565 . ?
C10 C11 H11B 108.5 . . ?
C12 C11 H11B 105.7 . . ?
C8 C11 H11B 102.6 4_565 . ?
N2 C11 H11B 161.2 4_565 . ?
H11A C11 H11B 106.8 . . ?
C7 C12 N4 96.6(15) 4_565 . ?
C7 C12 C11 34.5(10) 4_565 . ?
N4 C12 C11 111.7(12) . . ?
C7 C12 N2 62.1(12) 4_565 4_565 ?
N4 C12 N2 49.1(8) . 4_565 ?
C11 C12 N2 63.5(9) . 4_565 ?
C7 C12 H12A 143.6 4_565 . ?
N4 C12 H12A 110.1 . . ?
C11 C12 H12A 110.1 . . ?
N2 C12 H12A 118.6 4_565 . ?
C7 C12 H12B 85.7 4_565 . ?
N4 C12 H12B 108.1 . . ?
C11 C12 H12B 108.8 . . ?
N2 C12 H12B 132.7 4_565 . ?
H12A C12 H12B 108.0 . . ?
N4 C13 C14 122.6(15) . . ?
N4 C13 C18 123.3(15) . 4_565 ?
C14 C13 C18 5(3) . 4_565 ?
N4 C13 H13A 119.2 . . ?
C14 C13 H13A 118.0 . . ?
C18 C13 H13A 116.7 4_565 . ?
C18 C14 N5 87(9) 4_565 . ?
C18 C14 C17 82(9) 4_565 4_565 ?
N5 C14 C17 119.9(15) . 4_565 ?
C18 C14 C15 88(9) 4_565 . ?
N5 C14 C15 120.6(11) . . ?
C17 C14 C15 6(3) 4_565 . ?
C18 C14 C13 99(9) 4_565 . ?
N5 C14 C13 109.2(11) . . ?
C17 C14 C13 130.9(15) 4_565 . ?
C15 C14 C13 130.1(13) . . ?
C17 C15 C16 85(8) 4_565 . ?
C17 C15 C18 87(9) 4_565 4_565 ?
C16 C15 C18 121.0(14) . 4_565 ?
C17 C15 C14 92(8) 4_565 . ?
C16 C15 C14 121.5(11) . . ?
C18 C15 C14 6(3) 4_565 . ?
C17 C15 H15A 96.0 4_565 . ?
C16 C15 H15A 118.8 . . ?
C18 C15 H15A 120.2 4_565 . ?
C14 C15 H15A 119.6 . . ?
C17 C16 C17 115.3(15) 4_565 . ?
C17 C16 C15 6(3) 4_565 . ?
C17 C16 C15 115.8(12) . . ?
C17 C16 C15 115.8(12) 4_565 4_565 ?
C17 C16 C15 6(3) . 4_565 ?
C15 C16 C15 115.7(14) . 4_565 ?
C17 C16 H16A 122.1 4_565 . ?
C17 C16 H16A 122.1 . . ?
C15 C16 H16A 122.0 . . ?
C15 C16 H16A 122.0 4_565 . ?
C15 C17 C16 89(8) 4_565 . ?
C15 C17 C18 87(8) 4_565 . ?
C16 C17 C18 121.3(12) . . ?
C15 C17 C14 82(8) 4_565 4_565 ?
C16 C17 C14 120.8(16) . 4_565 ?
C18 C17 C14 5(3) . 4_565 ?
C15 C17 H17A 97.2 4_565 . ?
C16 C17 H17A 118.8 . . ?
C18 C17 H17A 119.8 . . ?
C14 C17 H17A 120.3 4_565 . ?
C14 C18 N5 88(9) 4_565 . ?
C14 C18 C17 93(9) 4_565 . ?
N5 C18 C17 120.9(11) . . ?
C14 C18 C15 87(10) 4_565 4_565 ?
N5 C18 C15 120.6(15) . 4_565 ?
C17 C18 C15 6(3) . 4_565 ?
C14 C18 C13 75(9) 4_565 4_565 ?
N5 C18 C13 107.6(13) . 4_565 ?
C17 C18 C13 129.5(14) . 4_565 ?
C15 C18 C13 127.6(19) 4_565 4_565 ?
C14 C18 H18A 92.1 4_565 . ?
N5 C18 H18A 119.0 . . ?
C17 C18 H18A 120.0 . . ?
C15 C18 H18A 120.2 4_565 . ?
C13 C18 H18A 19.4 4_565 . ?
N6 C19 S1 179.9(8) . . ?
N7 C20 S2 177.1(9) . . ?
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 1.923(12) . ?
Ni1 N2 1.923(12) 4_565 ?
Ni1 N6 2.067(8) . ?
Ni1 N5 2.118(8) . ?
Ni1 N1 2.120(8) . ?
Ni1 N3 2.126(10) 4_565 ?
Ni1 N3 2.126(10) . ?
Ni1 N4 2.129(13) . ?
Ni1 N4 2.129(13) 4_565 ?
S1 C19 1.615(11) . ?
S2 C20 1.539(9) . ?
N1 C1 1.352(14) . ?
N1 C1 1.352(14) 4_565 ?
N1 C5 1.360(16) 4_565 ?
N1 C5 1.360(15) . ?
N2 N4 1.288(15) 4_565 ?
N2 C6 1.332(17) . ?
N2 C7 1.47(2) . ?
N2 C12 1.594(18) 4_565 ?
N2 C11 1.635(19) 4_565 ?
N3 N3 0.84(2) 4_565 ?
N3 C9 1.139(15) 4_565 ?
N3 C9 1.498(16) . ?
N3 C10 1.63(3) . ?
N3 C8 1.64(3) 4_565 ?
N3 H3B 0.9000 . ?
N4 C13 1.238(18) . ?
N4 N2 1.288(15) 4_565 ?
N4 C12 1.496(19) . ?
N5 C18 1.327(15) . ?
N5 C18 1.327(15) 4_565 ?
N5 C14 1.328(14) . ?
N5 C14 1.328(14) 4_565 ?
N6 C19 1.162(11) . ?
N7 C20 1.182(13) . ?
C1 C5 0.52(3) 4_565 ?
C1 C2 1.345(15) . ?
C1 C6 1.43(2) . ?
C1 C4 1.75(3) 4_565 ?
C2 C4 0.72(2) 4_565 ?
C2 C5 1.12(3) 4_565 ?
C2 C3 1.352(15) . ?
C2 C3 1.99(2) 4_565 ?
C2 H2A 0.9600 . ?
C3 C4 0.710(18) 4_565 ?
C3 C3 0.75(3) 4_565 ?
C3 C4 1.344(15) . ?
C3 C5 1.95(3) 4_565 ?
C3 C2 1.99(2) 4_565 ?
C3 H3A 0.9600 . ?
C4 C3 0.710(18) 4_565 ?
C4 C2 0.72(2) 4_565 ?
C4 C5 1.353(15) . ?
C4 C4 1.74(5) 4_565 ?
C4 C1 1.75(3) 4_565 ?
C4 H4A 0.9600 . ?
C5 C1 0.52(3) 4_565 ?
C5 C2 1.12(3) 4_565 ?
C5 C6 1.91(2) 4_565 ?
C5 C3 1.95(3) 4_565 ?
C5 H5A 0.9600 . ?
C6 C5 1.91(2) 4_565 ?
C6 H6B 0.9600 . ?
C7 C11 0.857(18) 4_565 ?
C7 C12 1.17(2) 4_565 ?
C7 C10 1.32(3) 4_565 ?
C7 C8 1.59(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C8 C10 0.36(3) 4_565 ?
C8 C9 1.45(3) . ?
C8 C11 1.57(3) 4_565 ?
C8 N3 1.64(3) 4_565 ?
C8 H8A 0.9601 . ?
C8 H8B 0.9600 . ?
C9 C9 1.13(3) 4_565 ?
C9 N3 1.139(15) 4_565 ?
C9 C10 1.46(3) 4_565 ?
C9 H9A 0.9599 . ?
C9 H9B 0.9600 . ?
C10 C8 0.36(3) 4_565 ?
C10 C7 1.32(3) 4_565 ?
C10 C9 1.46(3) 4_565 ?
C10 C11 1.47(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9601 . ?
C11 C7 0.857(18) 4_565 ?
C11 C12 1.51(2) . ?
C11 C8 1.57(3) 4_565 ?
C11 N2 1.635(19) 4_565 ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C12 C7 1.17(2) 4_565 ?
C12 N2 1.594(18) 4_565 ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C13 C14 1.44(2) . ?
C13 C18 1.47(2) 4_565 ?
C13 H13A 0.9600 . ?
C14 C18 0.13(7) 4_565 ?
C14 C17 1.40(2) 4_565 ?
C14 C15 1.388(13) . ?
C15 C17 0.14(6) 4_565 ?
C15 C16 1.373(12) . ?
C15 C18 1.39(2) 4_565 ?
C15 H15A 0.9600 . ?
C16 C17 1.369(14) 4_565 ?
C16 C17 1.369(14) . ?
C16 C15 1.373(12) 4_565 ?
C16 H16A 0.9587 . ?
C17 C15 0.14(6) 4_565 ?
C17 C18 1.389(14) . ?
C17 C14 1.40(2) 4_565 ?
C17 H17A 0.9600 . ?
C18 C14 0.13(7) 4_565 ?
C18 C15 1.39(2) 4_565 ?
C18 C13 1.47(2) 4_565 ?
C18 H18A 0.9600 . ?
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
N3 H3B N7 0.90 2.14 3.041(17) 177.3 .
