##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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data_global
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2007-11-07
_journal_date_accepted     2007-11-08
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue     12
_journal_page_first     m3033
_journal_page_last     m3033
_journal_paper_category     QM
_journal_coeditor_code     SJ2417
_publ_contact_author
;
     Dr. Seik Weng Ng
     Department of Chemistry
     University of Malaya
     50603 Kuala Lumpur
     Malaysia
;
_publ_contact_author_email     seikweng@um.edu.my
_publ_contact_author_fax     '03 7967 4193'
_publ_contact_author_phone     '03 7967 6778'
_publ_section_title
;\
Bis{2'-[(5-chloro-1H-3-indolyl)methylene]-2-(1H-3-indolyl)\
acetohydrazido-κ²N,O}nickel(II) dimethyl sulfoxide
disolvate
;
loop_
    _publ_author_name
    _publ_author_address
    'Ali, Hapipah M.'
;
     Department of Chemistry
     University of Malaya
     50603 Kuala Lumpur
     Malaysia
;
    'Nazzatush, S. Jamaludin'
;
     Department of Chemistry
     University of Malaya
     50603 Kuala Lumpur
     Malaysia
;
    'Rizal, Mohd. Razali'
;
     Department of Chemistry
     University of Malaya
     50603 Kuala Lumpur
     Malaysia
;
    'Ng, Seik Weng'
;
     Department of Chemistry
     University of Malaya
     50603 Kuala Lumpur
     Malaysia
;
_publ_section_synopsis     .
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Bis{2'-[(5-chloro-1H-3-indolyl)methylene]-2-(1H-3-
indolyl)acetohydrazido-κ²N,O}nickel(II) dimethyl sulfoxide
disolvate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C38 H28 Cl2 N8 Ni O2, 2C2 H6 O S'
_chemical_formula_sum     'C42 H40 Cl2 N8 Ni O4 S2'
_chemical_formula_iupac     '[Ni (C19 H14 Cl N4 O)2], 2C2 H6 O S'
_chemical_formula_weight     914.55
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     11.6590(10)
_cell_length_b     10.2190(10)
_cell_length_c     17.585(2)
_cell_angle_alpha     90.00
_cell_angle_beta     102.272(3)
_cell_angle_gamma     90.00
_cell_volume     2047.2(3)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1360
_cell_measurement_theta_min     4.4
_cell_measurement_theta_max     22.5
_cell_measurement_temperature     139(2)
_exptl_crystal_description     Block
_exptl_crystal_colour     Red
_exptl_crystal_size_max     0.42
_exptl_crystal_size_mid     0.05
_exptl_crystal_size_min     0.02
_exptl_crystal_density_diffrn     1.484
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     948
_exptl_absorpt_coefficient_mu     0.761
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min     0.776
_exptl_absorpt_correction_T_max     0.985
_diffrn_ambient_temperature     139(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'medium-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker APEXII CCD diffractometer'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     13220
_diffrn_reflns_av_R_equivalents     0.1081
_diffrn_reflns_av_sigmaI/netI     0.1883
_diffrn_reflns_theta_min     1.79
_diffrn_reflns_theta_max     27.50
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.997
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -15
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -22
_diffrn_reflns_limit_l_max     22
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_reflns_number_total     4683
_reflns_number_gt     2216
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.1534
_refine_ls_R_factor_gt     0.0488
_refine_ls_wR_factor_gt     0.1115
_refine_ls_wR_factor_ref     0.1980
_refine_ls_goodness_of_fit_ref     0.990
_refine_ls_restrained_S_all     0.990
_refine_ls_number_reflns     4683
_refine_ls_number_parameters     278
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                 'calc w=1/[σ²(Fo²)+(0.0760P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     '<0.001'
_refine_diff_density_max     0.500
_refine_diff_density_min     -0.887
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
_computing_data_collection     'APEX2 (Bruker, 2005)'
_computing_cell_refinement     'SAINT (Bruker, 2005)'
_computing_data_reduction     SAINT
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'X-Seed (Barbour, 2001)'
_computing_publication_material     'publCIF (Westrip, 2007)'
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 0.5000 0.5000 0.5000 0.0207(3) Uani d S 1 . .
    Cl Cl1 0.77582(14) -0.23758(13) 0.53762(9) 0.0329(4) Uani d . 1 . .
    S S1 0.21730(14) -0.18848(14) 0.10978(9) 0.0305(4) Uani d . 1 . .
    O O1 0.3902(3) 0.5808(3) 0.4234(2) 0.0240(9) Uani d . 1 . .
    O O2 0.2384(3) -0.0989(4) 0.1797(2) 0.0315(10) Uani d . 1 . .
    N N1 0.4210(4) -0.0021(5) 0.2925(3) 0.0263(11) Uani d D 1 . .
    H H1N 0.369(4) -0.029(6) 0.252(2) 0.05(2) Uiso d D 1 . .
    N N2 0.4846(4) 0.3641(4) 0.4281(3) 0.0214(10) Uani d . 1 . .
    N N3 0.4110(4) 0.3933(4) 0.3554(3) 0.0242(11) Uani d . 1 . .
    N N4 -0.0266(5) 0.5368(5) 0.3064(3) 0.0289(12) Uani d D 1 . .
    H H4N -0.096(2) 0.499(5) 0.297(4) 0.040(19) Uiso d D 1 . .
    C C1 0.5565(5) 0.0105(5) 0.4043(3) 0.0207(12) Uani d . 1 . .
    C C2 0.6428(5) -0.0401(5) 0.4652(3) 0.0230(13) Uani d . 1 . .
    H H2 0.6787 0.0131 0.5079 0.028 Uiso calc R 1 . .
    C C3 0.6737(5) -0.1689(5) 0.4610(3) 0.0262(14) Uani d . 1 . .
    C C4 0.6230(5) -0.2500(5) 0.3983(3) 0.0276(14) Uani d . 1 . .
    H H4 0.6474 -0.3386 0.3976 0.033 Uiso calc R 1 . .
    C C5 0.5385(5) -0.2023(5) 0.3380(3) 0.0276(14) Uani d . 1 . .
    H H5 0.5041 -0.2560 0.2950 0.033 Uiso calc R 1 . .
    C C6 0.5055(5) -0.0719(5) 0.3425(3) 0.0230(13) Uani d . 1 . .
    C C7 0.4171(5) 0.1210(5) 0.3197(3) 0.0240(13) Uani d . 1 . .
    H H7 0.3657 0.1877 0.2950 0.029 Uiso calc R 1 . .
    C C8 0.4989(5) 0.1359(5) 0.3887(3) 0.0237(13) Uani d . 1 . .
    C C9 0.5233(5) 0.2449(5) 0.4401(3) 0.0226(13) Uani d . 1 . .
    H H9 0.5739 0.2285 0.4891 0.027 Uiso calc R 1 . .
    C C10 0.3674(5) 0.5089(5) 0.3609(3) 0.0223(12) Uani d . 1 . .
    C C11 0.2836(5) 0.5632(5) 0.2906(3) 0.0243(13) Uani d . 1 . .
    H H11A 0.3127 0.6495 0.2774 0.029 Uiso calc R 1 . .
    H H11B 0.2820 0.5041 0.2458 0.029 Uiso calc R 1 . .
    C C12 0.1612(5) 0.5787(5) 0.3033(3) 0.0224(13) Uani d . 1 . .
    C C13 0.0737(5) 0.4888(5) 0.2867(3) 0.0252(13) Uani d . 1 . .
    H H13 0.0806 0.4049 0.2648 0.030 Uiso calc R 1 . .
    C C14 0.1126(5) 0.6907(5) 0.3346(3) 0.0211(12) Uani d . 1 . .
    C C15 0.1571(5) 0.8133(5) 0.3635(3) 0.0267(14) Uani d . 1 . .
    H H15 0.2351 0.8379 0.3620 0.032 Uiso calc R 1 . .
    C C16 0.0856(6) 0.8971(6) 0.3938(3) 0.0331(16) Uani d . 1 . .
    H H16 0.1152 0.9799 0.4134 0.040 Uiso calc R 1 . .
    C C17 -0.0294(6) 0.8624(5) 0.3964(3) 0.0315(15) Uani d . 1 . .
    H H17 -0.0761 0.9212 0.4187 0.038 Uiso calc R 1 . .
    C C18 -0.0766(6) 0.7439(5) 0.3671(3) 0.0291(14) Uani d . 1 . .
    H H18 -0.1554 0.7208 0.3675 0.035 Uiso calc R 1 . .
    C C19 -0.0038(5) 0.6605(5) 0.3371(3) 0.0233(13) Uani d . 1 . .
    C C20 0.1682(6) -0.0854(6) 0.0285(4) 0.0445(18) Uani d . 1 . .
    H H20A 0.2345 -0.0345 0.0182 0.067 Uiso calc R 1 . .
    H H20B 0.1080 -0.0257 0.0396 0.067 Uiso calc R 1 . .
    H H20C 0.1349 -0.1388 -0.0171 0.067 Uiso calc R 1 . .
    C C21 0.0809(6) -0.2677(6) 0.1102(4) 0.0408(17) Uani d . 1 . .
    H H21A 0.0888 -0.3214 0.1572 0.061 Uiso calc R 1 . .
    H H21B 0.0593 -0.3236 0.0641 0.061 Uiso calc R 1 . .
    H H21C 0.0198 -0.2017 0.1095 0.061 Uiso calc R 1 . .
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 O1 . 1.845(4) yes
    Ni1 O1 3_666 1.845(4) ?
    Ni1 N2 3_666 1.861(4) ?
    Ni1 N2 . 1.861(4) yes
    Cl1 C3 . 1.745(6) ?
    S1 O2 . 1.510(4) ?
    S1 C20 . 1.769(6) ?
    S1 C21 . 1.786(6) ?
    O1 C10 . 1.301(6) ?
    N1 C7 . 1.351(6) ?
    N1 C6 . 1.372(7) ?
    N1 H1N . 0.88(4) ?
    N2 C9 . 1.300(6) ?
    N2 N3 . 1.413(6) ?
    N3 C10 . 1.297(6) ?
    N4 C19 . 1.378(7) ?
    N4 C13 . 1.378(7) ?
    N4 H4N . 0.88(3) ?
    C1 C2 . 1.403(7) ?
    C1 C6 . 1.403(7) ?
    C1 C8 . 1.446(7) ?
    C2 C3 . 1.370(7) ?
    C2 H2 . 0.9500 ?
    C3 C4 . 1.405(8) ?
    C4 C5 . 1.374(8) ?
    C4 H4 . 0.9500 ?
    C5 C6 . 1.395(7) ?
    C5 H5 . 0.9500 ?
    C7 C8 . 1.382(7) ?
    C7 H7 . 0.9500 ?
    C8 C9 . 1.425(7) ?
    C9 H9 . 0.9500 ?
    C10 C11 . 1.510(7) ?
    C11 C12 . 1.499(8) ?
    C11 H11A . 0.9900 ?
    C11 H11B . 0.9900 ?
    C12 C13 . 1.358(7) ?
    C12 C14 . 1.438(7) ?
    C13 H13 . 0.9500 ?
    C14 C19 . 1.402(8) ?
    C14 C15 . 1.408(7) ?
    C15 C16 . 1.379(8) ?
    C15 H15 . 0.9500 ?
    C16 C17 . 1.398(8) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.383(8) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.384(8) ?
    C18 H18 . 0.9500 ?
    C20 H20A . 0.9800 ?
    C20 H20B . 0.9800 ?
    C20 H20C . 0.9800 ?
    C21 H21A . 0.9800 ?
    C21 H21B . 0.9800 ?
    C21 H21C . 0.9800 ?
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
    O1 Ni1 O1 . 3_666 180.0000(10)
                                 ?
    O1 Ni1 N2 . 3_666 96.52(17) ?
    O1 Ni1 N2 3_666 3_666 83.48(17) ?
    O1 Ni1 N2 . . 83.48(17) ?
    O1 Ni1 N2 3_666 . 96.52(17) ?
    N2 Ni1 N2 3_666 . 180.0000(10)
                                 ?
    O2 S1 C20 . . 105.4(3) ?
    O2 S1 C21 . . 105.2(3) ?
    C20 S1 C21 . . 97.9(3) ?
    C10 O1 Ni1 . . 110.4(3) ?
    C7 N1 C6 . . 109.3(5) ?
    C7 N1 H1N . . 121(4) ?
    C6 N1 H1N . . 129(4) ?
    C9 N2 N3 . . 117.9(4) ?
    C9 N2 Ni1 . . 127.5(4) ?
    N3 N2 Ni1 . . 114.2(3) ?
    C10 N3 N2 . . 107.2(4) ?
    C19 N4 C13 . . 108.8(5) ?
    C19 N4 H4N . . 125(4) ?
    C13 N4 H4N . . 126(4) ?
    C2 C1 C6 . . 119.1(5) ?
    C2 C1 C8 . . 134.5(5) ?
    C6 C1 C8 . . 106.3(5) ?
    C3 C2 C1 . . 117.8(5) ?
    C3 C2 H2 . . 121.1 ?
    C1 C2 H2 . . 121.1 ?
    C2 C3 C4 . . 122.5(5) ?
    C2 C3 Cl1 . . 119.3(4) ?
    C4 C3 Cl1 . . 118.2(4) ?
    C5 C4 C3 . . 120.6(5) ?
    C5 C4 H4 . . 119.7 ?
    C3 C4 H4 . . 119.7 ?
    C4 C5 C6 . . 117.1(5) ?
    C4 C5 H5 . . 121.4 ?
    C6 C5 H5 . . 121.4 ?
    N1 C6 C5 . . 129.0(5) ?
    N1 C6 C1 . . 108.2(5) ?
    C5 C6 C1 . . 122.8(5) ?
    N1 C7 C8 . . 110.2(5) ?
    N1 C7 H7 . . 124.9 ?
    C8 C7 H7 . . 124.9 ?
    C7 C8 C9 . . 130.6(5) ?
    C7 C8 C1 . . 105.9(5) ?
    C9 C8 C1 . . 123.4(5) ?
    N2 C9 C8 . . 127.8(5) ?
    N2 C9 H9 . . 116.1 ?
    C8 C9 H9 . . 116.1 ?
    N3 C10 O1 . . 124.4(5) ?
    N3 C10 C11 . . 118.0(5) ?
    O1 C10 C11 . . 117.6(5) ?
    C12 C11 C10 . . 112.9(5) ?
    C12 C11 H11A . . 109.0 ?
    C10 C11 H11A . . 109.0 ?
    C12 C11 H11B . . 109.0 ?
    C10 C11 H11B . . 109.0 ?
    H11A C11 H11B . . 107.8 ?
    C13 C12 C14 . . 106.4(5) ?
    C13 C12 C11 . . 126.3(5) ?
    C14 C12 C11 . . 127.3(5) ?
    C12 C13 N4 . . 110.1(5) ?
    C12 C13 H13 . . 124.9 ?
    N4 C13 H13 . . 124.9 ?
    C19 C14 C15 . . 118.0(5) ?
    C19 C14 C12 . . 107.4(5) ?
    C15 C14 C12 . . 134.6(5) ?
    C16 C15 C14 . . 119.1(6) ?
    C16 C15 H15 . . 120.5 ?
    C14 C15 H15 . . 120.5 ?
    C15 C16 C17 . . 121.2(6) ?
    C15 C16 H16 . . 119.4 ?
    C17 C16 H16 . . 119.4 ?
    C18 C17 C16 . . 121.2(6) ?
    C18 C17 H17 . . 119.4 ?
    C16 C17 H17 . . 119.4 ?
    C17 C18 C19 . . 117.0(6) ?
    C17 C18 H18 . . 121.5 ?
    C19 C18 H18 . . 121.5 ?
    N4 C19 C18 . . 129.2(6) ?
    N4 C19 C14 . . 107.3(5) ?
    C18 C19 C14 . . 123.5(5) ?
    S1 C20 H20A . . 109.5 ?
    S1 C20 H20B . . 109.5 ?
    H20A C20 H20B . . 109.5 ?
    S1 C20 H20C . . 109.5 ?
    H20A C20 H20C . . 109.5 ?
    H20B C20 H20C . . 109.5 ?
    S1 C21 H21A . . 109.5 ?
    S1 C21 H21B . . 109.5 ?
    H21A C21 H21B . . 109.5 ?
    S1 C21 H21C . . 109.5 ?
    H21A C21 H21C . . 109.5 ?
    H21B C21 H21C . . 109.5 ?
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
    N2 Ni1 O1 C10 3_666 . . . 175.5(4) ?
    N2 Ni1 O1 C10 . . . . -4.5(4) ?
    O1 Ni1 N2 C9 . . . . -167.7(5) ?
    O1 Ni1 N2 C9 3_666 . . . 12.3(5) ?
    O1 Ni1 N2 N3 . . . . 4.7(3) ?
    O1 Ni1 N2 N3 3_666 . . . -175.3(3) ?
    C9 N2 N3 C10 . . . . 169.3(5) ?
    Ni1 N2 N3 C10 . . . . -3.8(5) ?
    C6 C1 C2 C3 . . . . 0.3(8) ?
    C8 C1 C2 C3 . . . . 177.8(6) ?
    C1 C2 C3 C4 . . . . 0.5(9) ?
    C1 C2 C3 Cl1 . . . . -177.1(4) ?
    C2 C3 C4 C5 . . . . -0.4(9) ?
    Cl1 C3 C4 C5 . . . . 177.3(5) ?
    C3 C4 C5 C6 . . . . -0.6(9) ?
    C7 N1 C6 C5 . . . . 179.2(6) ?
    C7 N1 C6 C1 . . . . 0.5(7) ?
    C4 C5 C6 N1 . . . . -177.1(6) ?
    C4 C5 C6 C1 . . . . 1.4(9) ?
    C2 C1 C6 N1 . . . . 177.5(5) ?
    C8 C1 C6 N1 . . . . -0.7(6) ?
    C2 C1 C6 C5 . . . . -1.3(9) ?
    C8 C1 C6 C5 . . . . -179.4(5) ?
    C6 N1 C7 C8 . . . . -0.2(7) ?
    N1 C7 C8 C9 . . . . -176.8(6) ?
    N1 C7 C8 C1 . . . . -0.2(7) ?
    C2 C1 C8 C7 . . . . -177.2(6) ?
    C6 C1 C8 C7 . . . . 0.6(6) ?
    C2 C1 C8 C9 . . . . -0.3(10) ?
    C6 C1 C8 C9 . . . . 177.4(5) ?
    N3 N2 C9 C8 . . . . -1.3(9) ?
    Ni1 N2 C9 C8 . . . . 170.9(5) ?
    C7 C8 C9 N2 . . . . -10.9(11) ?
    C1 C8 C9 N2 . . . . 173.1(6) ?
    N2 N3 C10 O1 . . . . 0.0(7) ?
    N2 N3 C10 C11 . . . . -179.2(4) ?
    Ni1 O1 C10 N3 . . . . 3.8(7) ?
    Ni1 O1 C10 C11 . . . . -177.0(4) ?
    N3 C10 C11 C12 . . . . 113.6(6) ?
    O1 C10 C11 C12 . . . . -65.7(6) ?
    C10 C11 C12 C13 . . . . -91.7(7) ?
    C10 C11 C12 C14 . . . . 88.7(7) ?
    C14 C12 C13 N4 . . . . -0.6(6) ?
    C11 C12 C13 N4 . . . . 179.8(5) ?
    C19 N4 C13 C12 . . . . -0.5(6) ?
    C13 C12 C14 C19 . . . . 1.4(6) ?
    C11 C12 C14 C19 . . . . -178.9(5) ?
    C13 C12 C14 C15 . . . . 178.9(6) ?
    C11 C12 C14 C15 . . . . -1.4(10) ?
    C19 C14 C15 C16 . . . . 1.0(8) ?
    C12 C14 C15 C16 . . . . -176.3(6) ?
    C14 C15 C16 C17 . . . . 0.0(8) ?
    C15 C16 C17 C18 . . . . -1.4(9) ?
    C16 C17 C18 C19 . . . . 1.6(8) ?
    C13 N4 C19 C18 . . . . -177.5(5) ?
    C13 N4 C19 C14 . . . . 1.4(6) ?
    C17 C18 C19 N4 . . . . 178.2(5) ?
    C17 C18 C19 C14 . . . . -0.5(8) ?
    C15 C14 C19 N4 . . . . -179.7(5) ?
    C12 C14 C19 N4 . . . . -1.7(6) ?
    C15 C14 C19 C18 . . . . -0.8(8) ?
    C12 C14 C19 C18 . . . . 177.3(5) ?
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
    _geom_hbond_publ_flag
    N1 H1N O2 . 0.88(4) 1.90(5) 2.766(6) 167(6) yes
    N4 H4N O2 2 0.88(3) 2.05(3) 2.887(6) 158(6) yes
