#------------------------------------------------------------------------------
#$Date: 2025-08-19 15:18:28 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301805 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/72/2227218.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_2227218
loop_
_publ_author_name
'Cao, Ying-Yu'
_publ_section_title
;
 Aqua(9,10-dioxoanthracene-1,5-disulfonato-κO¹)bis(1,10-phenanthroline-κ²N,N')nickel(II)
;
_journal_coeditor_code           BT5331
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1188
_journal_paper_doi               10.1107/S1600536810034252
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Ni (C14 H6 O8 S2) (C12 H8 N2)2 (H2 O)]'
_chemical_formula_moiety         'C38 H24 N4 Ni O9 S2'
_chemical_formula_sum            'C38 H24 N4 Ni O9 S2'
_chemical_formula_weight         803.44
_chemical_name_systematic
;
Aqua(9,10-dioxoanthracene-1,5-disulfonato-κO¹)bis(1,10-
phenanthroline-κ²N,N')nickel(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.016(3)
_cell_angle_beta                 100.520(3)
_cell_angle_gamma                91.380(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8784(19)
_cell_length_b                   12.802(3)
_cell_length_c                   14.723(3)
_cell_measurement_reflns_used    2813
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      25.16
_cell_measurement_theta_min      2.30
_cell_volume                     1627.1(6)
_computing_cell_refinement       'SAINT (Bruker 2001)'
_computing_data_collection       'APEX2 (Bruker 2003)'
_computing_data_reduction        'SAINT (Bruker 2001)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg & Berndt, 1999)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8942
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    0.794
_exptl_absorpt_correction_T_max  0.8083
_exptl_absorpt_correction_T_min  0.7741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.432
_refine_diff_density_min         -0.434
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         5693
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0542P)²+0.3249P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1043
_reflns_number_gt                4243
_reflns_number_total             5693
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5331.cif
_cod_data_source_block           I
_cod_database_code               2227218
_cod_database_fobs_code          2227218
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.51255(4) 0.67299(3) 0.76204(2) 0.03729(13) Uani d . 1 . .
S S1 0.20477(9) 0.73215(6) 0.85480(5) 0.0398(2) Uani d . 1 . .
O O1 0.3705(2) 0.74179(15) 0.85534(13) 0.0405(5) Uani d . 1 . .
O O2 0.1640(2) 0.76635(16) 0.94350(14) 0.0476(5) Uani d . 1 . .
O O3 0.1423(2) 0.62602(16) 0.81432(15) 0.0525(6) Uani d . 1 . .
O O4 0.3113(3) 1.19722(17) 0.55562(14) 0.0599(7) Uani d . 1 . .
O O5 0.4395(3) 1.36031(18) 0.63825(16) 0.0649(7) Uani d . 1 . .
O O6 0.1714(3) 1.33736(18) 0.62472(18) 0.0662(7) Uani d . 1 . .
O O7 0.3099(3) 0.95751(17) 0.92421(14) 0.0589(7) Uani d . 1 . .
O O8 0.0471(3) 1.1338(2) 0.6416(2) 0.0840(10) Uani d . 1 . .
O O9 0.3412(3) 0.56089(17) 0.70180(16) 0.0596(6) Uani d . 1 . .
H H9A 0.2799 0.5630 0.7401 0.089 Uiso d R 1 . .
H H9B 0.3718 0.5007 0.6830 0.089 Uiso d R 1 . .
N N1 0.6648(3) 0.80251(18) 0.81146(17) 0.0409(6) Uani d . 1 . .
N N2 0.4355(3) 0.7717(2) 0.66457(17) 0.0459(6) Uani d . 1 . .
N N3 0.6219(3) 0.58737(18) 0.86155(16) 0.0373(6) Uani d . 1 . .
N N4 0.6551(3) 0.58717(18) 0.68469(16) 0.0390(6) Uani d . 1 . .
C C1 0.6355(3) 0.8838(2) 0.7615(2) 0.0401(7) Uani d . 1 . .
C C2 0.7799(4) 0.8171(3) 0.8840(2) 0.0510(8) Uani d . 1 . .
H H2 0.8028 0.7618 0.9182 0.061 Uiso calc R 1 . .
C C3 0.8673(4) 0.9109(3) 0.9112(3) 0.0669(11) Uani d . 1 . .
H H3 0.9470 0.9176 0.9627 0.080 Uiso calc R 1 . .
C C4 0.8372(4) 0.9926(3) 0.8631(3) 0.0687(11) Uani d . 1 . .
H H4 0.8940 1.0563 0.8822 0.082 Uiso calc R 1 . .
C C5 0.7204(4) 0.9808(2) 0.7847(3) 0.0516(9) Uani d . 1 . .
C C6 0.6834(4) 1.0610(3) 0.7278(3) 0.0618(10) Uani d . 1 . .
H H6 0.7405 1.1250 0.7418 0.074 Uiso calc R 1 . .
C C7 0.5677(5) 1.0457(3) 0.6545(3) 0.0583(10) Uani d . 1 . .
H H7 0.5454 1.1000 0.6190 0.070 Uiso calc R 1 . .
C C8 0.4773(4) 0.9488(3) 0.6291(2) 0.0501(9) Uani d . 1 . .
C C9 0.3536(4) 0.9285(3) 0.5550(2) 0.0595(10) Uani d . 1 . .
H H9 0.3231 0.9811 0.5190 0.071 Uiso calc R 1 . .
C C10 0.2769(5) 0.8328(3) 0.5347(2) 0.0639(10) Uani d . 1 . .
H H10 0.1962 0.8188 0.4840 0.077 Uiso calc R 1 . .
C C11 0.3212(4) 0.7549(3) 0.5915(2) 0.0551(9) Uani d . 1 . .
H H11 0.2684 0.6893 0.5773 0.066 Uiso calc R 1 . .
C C12 0.5131(4) 0.8670(2) 0.6827(2) 0.0422(7) Uani d . 1 . .
C C13 0.7236(3) 0.5218(2) 0.8298(2) 0.0358(7) Uani d . 1 . .
C C14 0.6111(4) 0.5946(2) 0.9512(2) 0.0462(8) Uani d . 1 . .
H H14 0.5416 0.6399 0.9738 0.055 Uiso calc R 1 . .
C C15 0.7008(4) 0.5364(3) 1.0124(2) 0.0516(9) Uani d . 1 . .
H H15 0.6929 0.5451 1.0751 0.062 Uiso calc R 1 . .
C C16 0.7991(4) 0.4675(2) 0.9804(2) 0.0451(8) Uani d . 1 . .
H H16 0.8568 0.4273 1.0206 0.054 Uiso calc R 1 . .
C C17 0.8134(3) 0.4573(2) 0.8862(2) 0.0408(7) Uani d . 1 . .
C C18 0.9110(4) 0.3856(2) 0.8449(2) 0.0495(8) Uani d . 1 . .
H H18 0.9665 0.3404 0.8810 0.059 Uiso calc R 1 . .
C C19 0.9248(4) 0.3818(3) 0.7543(2) 0.0510(8) Uani d . 1 . .
H H19 0.9893 0.3343 0.7293 0.061 Uiso calc R 1 . .
C C20 0.8404(3) 0.4508(2) 0.6967(2) 0.0418(7) Uani d . 1 . .
C C21 0.8543(4) 0.4540(3) 0.6035(2) 0.0506(8) Uani d . 1 . .
H H21 0.9205 0.4104 0.5758 0.061 Uiso calc R 1 . .
C C22 0.7691(4) 0.5223(3) 0.5541(2) 0.0515(8) Uani d . 1 . .
H H22 0.7775 0.5258 0.4926 0.062 Uiso calc R 1 . .
C C23 0.6699(4) 0.5864(2) 0.5963(2) 0.0459(8) Uani d . 1 . .
H H23 0.6110 0.6310 0.5611 0.055 Uiso calc R 1 . .
C C24 0.7396(3) 0.5191(2) 0.73459(19) 0.0367(7) Uani d . 1 . .
C C25 0.2713(3) 0.9862(2) 0.84869(19) 0.0361(7) Uani d . 1 . .
C C26 0.1617(3) 0.9217(2) 0.77210(18) 0.0316(6) Uani d . 1 . .
C C27 0.1177(3) 0.8148(2) 0.77205(19) 0.0360(7) Uani d . 1 . .
C C28 0.0029(3) 0.7658(3) 0.7013(2) 0.0501(9) Uani d . 1 . .
H H28 -0.0268 0.6956 0.7012 0.060 Uiso calc R 1 . .
C C29 -0.0685(4) 0.8182(3) 0.6313(2) 0.0580(10) Uani d . 1 . .
H H29 -0.1466 0.7838 0.5852 0.070 Uiso calc R 1 . .
C C30 -0.0244(3) 0.9214(2) 0.6293(2) 0.0448(8) Uani d . 1 . .
H H30 -0.0714 0.9564 0.5813 0.054 Uiso calc R 1 . .
C C31 0.0898(3) 0.9730(2) 0.69854(19) 0.0365(7) Uani d . 1 . .
C C32 0.1328(3) 1.0862(2) 0.6930(2) 0.0409(7) Uani d . 1 . .
C C33 0.2762(3) 1.1352(2) 0.75234(18) 0.0326(6) Uani d . 1 . .
C C34 0.3511(3) 1.2275(2) 0.73629(19) 0.0348(6) Uani d . 1 . .
S S2 0.31237(9) 1.28400(6) 0.62861(5) 0.0406(2) Uani d . 1 . .
C C36 0.4761(4) 1.2716(2) 0.8016(2) 0.0437(8) Uani d . 1 . .
H H36 0.5253 1.3328 0.7917 0.052 Uiso calc R 1 . .
C C37 0.5305(4) 1.2280(2) 0.8810(2) 0.0462(8) Uani d . 1 . .
H H37 0.6133 1.2607 0.9245 0.055 Uiso calc R 1 . .
C C38 0.4619(3) 1.1357(2) 0.8958(2) 0.0409(7) Uani d . 1 . .
H H38 0.4998 1.1050 0.9484 0.049 Uiso calc R 1 . .
C C39 0.3358(3) 1.0890(2) 0.83153(18) 0.0338(6) Uani d . 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O9 Ni1 N3 . . 96.61(9) ?
O9 Ni1 N1 . . 170.98(9) ?
N3 Ni1 N1 . . 92.15(9) ?
O9 Ni1 N2 . . 91.57(10) ?
N3 Ni1 N2 . . 171.08(10) ?
N1 Ni1 N2 . . 79.83(10) ?
O9 Ni1 N4 . . 87.47(10) ?
N3 Ni1 N4 . . 80.16(9) ?
N1 Ni1 N4 . . 96.19(10) ?
N2 Ni1 N4 . . 96.71(9) ?
O9 Ni1 O1 . . 90.17(9) ?
N3 Ni1 O1 . . 91.38(9) ?
N1 Ni1 O1 . . 87.44(9) ?
N2 Ni1 O1 . . 92.15(9) ?
N4 Ni1 O1 . . 170.88(8) ?
O2 S1 O3 . . 112.60(13) ?
O2 S1 O1 . . 113.95(12) ?
O3 S1 O1 . . 110.91(13) ?
O2 S1 C27 . . 109.11(13) ?
O3 S1 C27 . . 104.16(13) ?
O1 S1 C27 . . 105.37(12) ?
S1 O1 Ni1 . . 133.04(12) ?
Ni1 O9 H9A . . 105.1 ?
Ni1 O9 H9B . . 114.9 ?
H9A O9 H9B . . 117.0 ?
C2 N1 C1 . . 117.4(3) ?
C2 N1 Ni1 . . 129.7(2) ?
C1 N1 Ni1 . . 112.88(19) ?
C11 N2 C12 . . 117.8(3) ?
C11 N2 Ni1 . . 129.2(2) ?
C12 N2 Ni1 . . 112.95(19) ?
C14 N3 C13 . . 118.3(3) ?
C14 N3 Ni1 . . 128.4(2) ?
C13 N3 Ni1 . . 113.18(18) ?
C23 N4 C24 . . 117.6(3) ?
C23 N4 Ni1 . . 130.2(2) ?
C24 N4 Ni1 . . 112.18(19) ?
N1 C1 C5 . . 122.7(3) ?
N1 C1 C12 . . 117.1(3) ?
C5 C1 C12 . . 120.2(3) ?
N1 C2 C3 . . 122.9(3) ?
N1 C2 H2 . . 118.5 ?
C3 C2 H2 . . 118.5 ?
C4 C3 C2 . . 120.0(3) ?
C4 C3 H3 . . 120.0 ?
C2 C3 H3 . . 120.0 ?
C3 C4 C5 . . 119.6(3) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?
C4 C5 C1 . . 117.3(3) ?
C4 C5 C6 . . 123.7(3) ?
C1 C5 C6 . . 118.9(3) ?
C7 C6 C5 . . 120.9(3) ?
C7 C6 H6 . . 119.5 ?
C5 C6 H6 . . 119.5 ?
C6 C7 C8 . . 122.0(3) ?
C6 C7 H7 . . 119.0 ?
C8 C7 H7 . . 119.0 ?
C9 C8 C12 . . 116.6(3) ?
C9 C8 C7 . . 125.0(3) ?
C12 C8 C7 . . 118.5(3) ?
C10 C9 C8 . . 120.7(3) ?
C10 C9 H9 . . 119.7 ?
C8 C9 H9 . . 119.7 ?
C9 C10 C11 . . 119.1(3) ?
C9 C10 H10 . . 120.5 ?
C11 C10 H10 . . 120.5 ?
N2 C11 C10 . . 122.3(3) ?
N2 C11 H11 . . 118.8 ?
C10 C11 H11 . . 118.8 ?
N2 C12 C8 . . 123.4(3) ?
N2 C12 C1 . . 117.1(2) ?
C8 C12 C1 . . 119.5(3) ?
N3 C13 C17 . . 122.9(3) ?
N3 C13 C24 . . 117.5(2) ?
C17 C13 C24 . . 119.5(3) ?
N3 C14 C15 . . 122.1(3) ?
N3 C14 H14 . . 118.9 ?
C15 C14 H14 . . 118.9 ?
C16 C15 C14 . . 120.0(3) ?
C16 C15 H15 . . 120.0 ?
C14 C15 H15 . . 120.0 ?
C15 C16 C17 . . 119.5(3) ?
C15 C16 H16 . . 120.2 ?
C17 C16 H16 . . 120.2 ?
C16 C17 C13 . . 117.0(3) ?
C16 C17 C18 . . 124.2(3) ?
C13 C17 C18 . . 118.9(3) ?
C19 C18 C17 . . 121.7(3) ?
C19 C18 H18 . . 119.2 ?
C17 C18 H18 . . 119.2 ?
C18 C19 C20 . . 120.4(3) ?
C18 C19 H19 . . 119.8 ?
C20 C19 H19 . . 119.8 ?
C24 C20 C21 . . 117.7(3) ?
C24 C20 C19 . . 119.0(3) ?
C21 C20 C19 . . 123.3(3) ?
C22 C21 C20 . . 119.1(3) ?
C22 C21 H21 . . 120.5 ?
C20 C21 H21 . . 120.5 ?
C21 C22 C23 . . 119.7(3) ?
C21 C22 H22 . . 120.1 ?
C23 C22 H22 . . 120.1 ?
N4 C23 C22 . . 123.1(3) ?
N4 C23 H23 . . 118.5 ?
C22 C23 H23 . . 118.5 ?
N4 C24 C20 . . 122.7(3) ?
N4 C24 C13 . . 116.9(3) ?
C20 C24 C13 . . 120.4(3) ?
O7 C25 C26 . . 121.8(2) ?
O7 C25 C39 . . 119.5(2) ?
C26 C25 C39 . . 118.7(2) ?
C31 C26 C27 . . 118.5(2) ?
C31 C26 C25 . . 117.3(2) ?
C27 C26 C25 . . 124.1(2) ?
C28 C27 C26 . . 118.9(2) ?
C28 C27 S1 . . 115.7(2) ?
C26 C27 S1 . . 125.4(2) ?
C29 C28 C27 . . 121.7(3) ?
C29 C28 H28 . . 119.1 ?
C27 C28 H28 . . 119.1 ?
C30 C29 C28 . . 120.0(3) ?
C30 C29 H29 . . 120.0 ?
C28 C29 H29 . . 120.0 ?
C29 C30 C31 . . 120.0(3) ?
C29 C30 H30 . . 120.0 ?
C31 C30 H30 . . 120.0 ?
C30 C31 C26 . . 120.9(3) ?
C30 C31 C32 . . 117.6(2) ?
C26 C31 C32 . . 121.5(2) ?
O8 C32 C33 . . 122.7(3) ?
O8 C32 C31 . . 118.8(3) ?
C33 C32 C31 . . 118.5(2) ?
C39 C33 C34 . . 119.0(2) ?
C39 C33 C32 . . 117.1(2) ?
C34 C33 C32 . . 123.8(2) ?
C36 C34 C33 . . 118.5(2) ?
C36 C34 S2 . . 116.2(2) ?
C33 C34 S2 . . 124.8(2) ?
O4 S2 O6 . . 115.06(15) ?
O4 S2 O5 . . 113.50(16) ?
O6 S2 O5 . . 109.79(15) ?
O4 S2 C34 . . 105.34(13) ?
O6 S2 C34 . . 108.66(14) ?
O5 S2 C34 . . 103.64(13) ?
C37 C36 C34 . . 122.2(3) ?
C37 C36 H36 . . 118.9 ?
C34 C36 H36 . . 118.9 ?
C38 C37 C36 . . 119.8(3) ?
C38 C37 H37 . . 120.1 ?
C36 C37 H37 . . 120.1 ?
C37 C38 C39 . . 119.6(3) ?
C37 C38 H38 . . 120.2 ?
C39 C38 H38 . . 120.2 ?
C38 C39 C33 . . 120.8(2) ?
C38 C39 C25 . . 117.1(2) ?
C33 C39 C25 . . 122.0(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O9 . 2.051(2) .
Ni1 N3 . 2.066(2) .
Ni1 N1 . 2.074(2) .
Ni1 N2 . 2.077(2) .
Ni1 N4 . 2.086(3) .
Ni1 O1 . 2.145(2) .
S1 O2 . 1.431(2) ?
S1 O3 . 1.458(2) ?
S1 O1 . 1.472(2) ?
S1 C27 . 1.804(3) ?
O4 S2 . 1.432(2) ?
O5 S2 . 1.449(2) ?
O6 S2 . 1.436(2) ?
O7 C25 . 1.212(3) ?
O8 C32 . 1.209(3) ?
O9 H9A . 0.8501 ?
O9 H9B . 0.8501 ?
N1 C2 . 1.326(4) ?
N1 C1 . 1.359(3) ?
N2 C11 . 1.326(4) ?
N2 C12 . 1.356(4) ?
N3 C14 . 1.331(4) ?
N3 C13 . 1.349(4) ?
N4 C23 . 1.330(4) ?
N4 C24 . 1.367(3) ?
C1 C5 . 1.404(4) ?
C1 C12 . 1.425(4) ?
C2 C3 . 1.383(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.348(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.392(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.421(5) ?
C6 C7 . 1.335(5) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.428(5) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.390(5) ?
C8 C12 . 1.405(4) ?
C9 C10 . 1.355(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.407(4) ?
C10 H10 . 0.9300 ?
C11 H11 . 0.9300 ?
C13 C17 . 1.410(4) ?
C13 C24 . 1.431(4) ?
C14 C15 . 1.399(4) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.354(5) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.404(4) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.427(5) ?
C18 C19 . 1.355(4) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.439(4) ?
C19 H19 . 0.9300 ?
C20 C24 . 1.400(4) ?
C20 C21 . 1.406(4) ?
C21 C22 . 1.369(4) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.388(5) ?
C22 H22 . 0.9300 ?
C23 H23 . 0.9300 ?
C25 C26 . 1.484(4) ?
C25 C39 . 1.494(4) ?
C26 C31 . 1.406(3) ?
C26 C27 . 1.414(4) ?
C27 C28 . 1.384(4) ?
C28 C29 . 1.375(4) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.374(4) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.381(4) ?
C30 H30 . 0.9300 ?
C31 C32 . 1.506(4) ?
C32 C33 . 1.477(4) ?
C33 C39 . 1.404(3) ?
C33 C34 . 1.411(4) ?
C34 C36 . 1.380(4) ?
C34 S2 . 1.813(3) ?
C36 C37 . 1.379(4) ?
C36 H36 . 0.9300 ?
C37 C38 . 1.377(4) ?
C37 H37 . 0.9300 ?
C38 C39 . 1.389(4) ?
C38 H38 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O9 H9A O3 . 0.85 1.90 2.704(3) 156
O9 H9B O5 1_545 0.85 1.97 2.823(3) 179
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 S1 O1 Ni1 . . . . 162.23(13) ?
O3 S1 O1 Ni1 . . . . 33.92(19) ?
C27 S1 O1 Ni1 . . . . -78.20(17) ?
O9 Ni1 O1 S1 . . . . -16.47(16) ?
N3 Ni1 O1 S1 . . . . -113.08(16) ?
N1 Ni1 O1 S1 . . . . 154.83(16) ?
N2 Ni1 O1 S1 . . . . 75.11(16) ?
N4 Ni1 O1 S1 . . . . -91.4(5) ?
O9 Ni1 N1 C2 . . . . 163.0(6) ?
N3 Ni1 N1 C2 . . . . -3.1(3) ?
N2 Ni1 N1 C2 . . . . -179.2(3) ?
N4 Ni1 N1 C2 . . . . -83.4(3) ?
O1 Ni1 N1 C2 . . . . 88.2(3) ?
O9 Ni1 N1 C1 . . . . -15.1(7) ?
N3 Ni1 N1 C1 . . . . 178.8(2) ?
N2 Ni1 N1 C1 . . . . 2.8(2) ?
N4 Ni1 N1 C1 . . . . 98.5(2) ?
O1 Ni1 N1 C1 . . . . -89.9(2) ?
O9 Ni1 N2 C11 . . . . -3.0(3) ?
N3 Ni1 N2 C11 . . . . 153.5(6) ?
N1 Ni1 N2 C11 . . . . 179.8(3) ?
N4 Ni1 N2 C11 . . . . 84.6(3) ?
O1 Ni1 N2 C11 . . . . -93.2(3) ?
O9 Ni1 N2 C12 . . . . 174.7(2) ?
N3 Ni1 N2 C12 . . . . -28.8(7) ?
N1 Ni1 N2 C12 . . . . -2.6(2) ?
N4 Ni1 N2 C12 . . . . -97.7(2) ?
O1 Ni1 N2 C12 . . . . 84.4(2) ?
O9 Ni1 N3 C14 . . . . -99.1(3) ?
N1 Ni1 N3 C14 . . . . 78.7(3) ?
N2 Ni1 N3 C14 . . . . 104.6(7) ?
N4 Ni1 N3 C14 . . . . 174.6(3) ?
O1 Ni1 N3 C14 . . . . -8.8(2) ?
O9 Ni1 N3 C13 . . . . 85.70(19) ?
N1 Ni1 N3 C13 . . . . -96.47(19) ?
N2 Ni1 N3 C13 . . . . -70.6(7) ?
N4 Ni1 N3 C13 . . . . -0.56(18) ?
O1 Ni1 N3 C13 . . . . 176.04(18) ?
O9 Ni1 N4 C23 . . . . 81.9(3) ?
N3 Ni1 N4 C23 . . . . 179.1(3) ?
N1 Ni1 N4 C23 . . . . -89.8(3) ?
N2 Ni1 N4 C23 . . . . -9.4(3) ?
O1 Ni1 N4 C23 . . . . 157.1(4) ?
O9 Ni1 N4 C24 . . . . -95.10(19) ?
N3 Ni1 N4 C24 . . . . 2.06(18) ?
N1 Ni1 N4 C24 . . . . 93.17(19) ?
N2 Ni1 N4 C24 . . . . 173.62(18) ?
O1 Ni1 N4 C24 . . . . -20.0(6) ?
C2 N1 C1 C5 . . . . -0.8(5) ?
Ni1 N1 C1 C5 . . . . 177.5(2) ?
C2 N1 C1 C12 . . . . 179.1(3) ?
Ni1 N1 C1 C12 . . . . -2.6(3) ?
C1 N1 C2 C3 . . . . 1.3(5) ?
Ni1 N1 C2 C3 . . . . -176.7(3) ?
N1 C2 C3 C4 . . . . -0.1(6) ?
C2 C3 C4 C5 . . . . -1.7(6) ?
C3 C4 C5 C1 . . . . 2.1(6) ?
C3 C4 C5 C6 . . . . -177.9(4) ?
N1 C1 C5 C4 . . . . -0.9(5) ?
C12 C1 C5 C4 . . . . 179.2(3) ?
N1 C1 C5 C6 . . . . 179.1(3) ?
C12 C1 C5 C6 . . . . -0.8(5) ?
C4 C5 C6 C7 . . . . -178.5(4) ?
C1 C5 C6 C7 . . . . 1.5(5) ?
C5 C6 C7 C8 . . . . -0.8(5) ?
C6 C7 C8 C9 . . . . 178.6(3) ?
C6 C7 C8 C12 . . . . -0.6(5) ?
C12 C8 C9 C10 . . . . -2.4(5) ?
C7 C8 C9 C10 . . . . 178.3(3) ?
C8 C9 C10 C11 . . . . 1.9(5) ?
C12 N2 C11 C10 . . . . -1.5(5) ?
Ni1 N2 C11 C10 . . . . 176.1(2) ?
C9 C10 C11 N2 . . . . 0.1(6) ?
C11 N2 C12 C8 . . . . 0.9(5) ?
Ni1 N2 C12 C8 . . . . -177.1(2) ?
C11 N2 C12 C1 . . . . 180.0(3) ?
Ni1 N2 C12 C1 . . . . 2.0(3) ?
C9 C8 C12 N2 . . . . 1.0(5) ?
C7 C8 C12 N2 . . . . -179.7(3) ?
C9 C8 C12 C1 . . . . -178.0(3) ?
C7 C8 C12 C1 . . . . 1.3(4) ?
N1 C1 C12 N2 . . . . 0.4(4) ?
C5 C1 C12 N2 . . . . -179.7(3) ?
N1 C1 C12 C8 . . . . 179.5(3) ?
C5 C1 C12 C8 . . . . -0.6(5) ?
C14 N3 C13 C17 . . . . 3.1(4) ?
Ni1 N3 C13 C17 . . . . 178.8(2) ?
C14 N3 C13 C24 . . . . -176.8(2) ?
Ni1 N3 C13 C24 . . . . -1.0(3) ?
C13 N3 C14 C15 . . . . -0.3(4) ?
Ni1 N3 C14 C15 . . . . -175.3(2) ?
N3 C14 C15 C16 . . . . -2.1(5) ?
C14 C15 C16 C17 . . . . 1.8(5) ?
C15 C16 C17 C13 . . . . 0.7(4) ?
C15 C16 C17 C18 . . . . -178.7(3) ?
N3 C13 C17 C16 . . . . -3.3(4) ?
C24 C13 C17 C16 . . . . 176.5(3) ?
N3 C13 C17 C18 . . . . 176.2(3) ?
C24 C13 C17 C18 . . . . -4.0(4) ?
C16 C17 C18 C19 . . . . -177.4(3) ?
C13 C17 C18 C19 . . . . 3.2(4) ?
C17 C18 C19 C20 . . . . 0.0(5) ?
C18 C19 C20 C24 . . . . -2.3(5) ?
C18 C19 C20 C21 . . . . 177.3(3) ?
C24 C20 C21 C22 . . . . -0.4(5) ?
C19 C20 C21 C22 . . . . 179.9(3) ?
C20 C21 C22 C23 . . . . -0.5(5) ?
C24 N4 C23 C22 . . . . -1.7(4) ?
Ni1 N4 C23 C22 . . . . -178.6(2) ?
C21 C22 C23 N4 . . . . 1.6(5) ?
C23 N4 C24 C20 . . . . 0.7(4) ?
Ni1 N4 C24 C20 . . . . 178.1(2) ?
C23 N4 C24 C13 . . . . 179.3(2) ?
Ni1 N4 C24 C13 . . . . -3.2(3) ?
C21 C20 C24 N4 . . . . 0.4(4) ?
C19 C20 C24 N4 . . . . 180.0(3) ?
C21 C20 C24 C13 . . . . -178.2(3) ?
C19 C20 C24 C13 . . . . 1.4(4) ?
N3 C13 C24 N4 . . . . 2.9(4) ?
C17 C13 C24 N4 . . . . -176.9(2) ?
N3 C13 C24 C20 . . . . -178.4(3) ?
C17 C13 C24 C20 . . . . 1.8(4) ?
O7 C25 C26 C31 . . . . 161.8(3) ?
C39 C25 C26 C31 . . . . -18.4(4) ?
O7 C25 C26 C27 . . . . -13.5(5) ?
C39 C25 C26 C27 . . . . 166.2(3) ?
C31 C26 C27 C28 . . . . -1.8(4) ?
C25 C26 C27 C28 . . . . 173.5(3) ?
C31 C26 C27 S1 . . . . 175.3(2) ?
C25 C26 C27 S1 . . . . -9.4(4) ?
O2 S1 C27 C28 . . . . -111.8(3) ?
O3 S1 C27 C28 . . . . 8.6(3) ?
O1 S1 C27 C28 . . . . 125.4(2) ?
O2 S1 C27 C26 . . . . 71.0(3) ?
O3 S1 C27 C26 . . . . -168.6(3) ?
O1 S1 C27 C26 . . . . -51.8(3) ?
C26 C27 C28 C29 . . . . 0.3(5) ?
S1 C27 C28 C29 . . . . -177.1(3) ?
C27 C28 C29 C30 . . . . 1.2(6) ?
C28 C29 C30 C31 . . . . -1.1(5) ?
C29 C30 C31 C26 . . . . -0.4(5) ?
C29 C30 C31 C32 . . . . -179.7(3) ?
C27 C26 C31 C30 . . . . 1.9(4) ?
C25 C26 C31 C30 . . . . -173.7(3) ?
C27 C26 C31 C32 . . . . -178.9(3) ?
C25 C26 C31 C32 . . . . 5.5(4) ?
C30 C31 C32 O8 . . . . 15.4(5) ?
C26 C31 C32 O8 . . . . -163.9(3) ?
C30 C31 C32 C33 . . . . -166.1(3) ?
C26 C31 C32 C33 . . . . 14.7(4) ?
O8 C32 C33 C39 . . . . 157.1(3) ?
C31 C32 C33 C39 . . . . -21.4(4) ?
O8 C32 C33 C34 . . . . -19.8(5) ?
C31 C32 C33 C34 . . . . 161.8(3) ?
C39 C33 C34 C36 . . . . -3.0(4) ?
C32 C33 C34 C36 . . . . 173.8(3) ?
C39 C33 C34 S2 . . . . 168.3(2) ?
C32 C33 C34 S2 . . . . -14.9(4) ?
C36 C34 S2 O4 . . . . 124.0(3) ?
C33 C34 S2 O4 . . . . -47.4(3) ?
C36 C34 S2 O6 . . . . -112.2(3) ?
C33 C34 S2 O6 . . . . 76.3(3) ?
C36 C34 S2 O5 . . . . 4.5(3) ?
C33 C34 S2 O5 . . . . -166.9(3) ?
C33 C34 C36 C37 . . . . 0.6(5) ?
S2 C34 C36 C37 . . . . -171.4(3) ?
C34 C36 C37 C38 . . . . 1.8(5) ?
C36 C37 C38 C39 . . . . -1.7(5) ?
C37 C38 C39 C33 . . . . -0.7(5) ?
C37 C38 C39 C25 . . . . 176.9(3) ?
C34 C33 C39 C38 . . . . 3.1(4) ?
C32 C33 C39 C38 . . . . -173.9(3) ?
C34 C33 C39 C25 . . . . -174.4(3) ?
C32 C33 C39 C25 . . . . 8.5(4) ?
O7 C25 C39 C38 . . . . 13.8(4) ?
C26 C25 C39 C38 . . . . -166.0(3) ?
O7 C25 C39 C33 . . . . -168.6(3) ?
C26 C25 C39 C33 . . . . 11.6(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168309889
