#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:31:53 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180509 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/78/7217838.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_7217838
loop_
_publ_author_name
'Rahiman, Kalilur'
'Gurumoorthy, Perumal'
'Mahendiran, Dharmasivam'
'Parbhu, Durai'
'Arulvasu, Chinnasamy'
_publ_section_title
;
 Magneto-structural correlation, antioxidant, DNA interaction and growth
 inhibition activities of new chloro-bridged phenolate complexes
;
_journal_name_full               'RSC Advances'
_journal_paper_doi               10.1039/C4RA06941B
_journal_year                    2014
_chemical_formula_sum            'C15 H28 Br Cl2 N3 Ni O4'
_chemical_formula_weight         523.92
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 98.768(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.1699(4)
_cell_length_b                   16.8523(8)
_cell_length_c                   24.8924(11)
_cell_measurement_reflns_used    6618
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.38
_cell_measurement_theta_min      2.36
_cell_volume                     4216.4(3)
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_molecular_graphics
'ORTEP3 (Farrugia, 1997) and Mercury (Macrae et al., 2008)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ 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  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            23444
_diffrn_reflns_theta_full        28.81
_diffrn_reflns_theta_max         28.81
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    3.094
_exptl_absorpt_correction_T_max  0.5766
_exptl_absorpt_correction_T_min  0.4571
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         5502
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0333
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0358P)²+2.9844P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0816
_reflns_number_gt                3966
_reflns_number_total             5502
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra06941b3.cif
_cod_data_source_block           shelxl
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7217838
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.2153(2) 0.69425(14) 0.66680(8) 0.0308(5) Uani 1 1 d . A .
C2 C 0.1106(3) 0.72025(18) 0.69299(10) 0.0445(7) Uani 1 1 d . . .
H2 H 0.1189 0.7154 0.7306 0.053 Uiso 1 1 calc R . .
C3 C -0.0042(3) 0.75265(18) 0.66516(10) 0.0463(7) Uani 1 1 d . . .
H3 H -0.0712 0.7701 0.6839 0.056 Uiso 1 1 calc R . .
C4 C -0.0195(2) 0.75908(15) 0.60907(9) 0.0346(5) Uani 1 1 d . . .
C5 C 0.0790(2) 0.73470(14) 0.58192(9) 0.0327(5) Uani 1 1 d . . .
H5 H 0.0671 0.7389 0.5442 0.039 Uiso 1 1 calc R . .
C6 C 0.1989(2) 0.70322(13) 0.60935(8) 0.0281(5) Uani 1 1 d . . .
C7 C 0.3008(2) 0.68431(14) 0.57688(8) 0.0325(5) Uani 1 1 d . . .
H7 H 0.2822 0.6958 0.5400 0.039 Uiso 1 1 calc R . .
C8 C 0.5054(3) 0.63686(17) 0.55574(10) 0.0433(6) Uani 1 1 d . . .
H8A H 0.5775 0.6751 0.5604 0.052 Uiso 1 1 calc R . .
H8B H 0.4597 0.6404 0.5187 0.052 Uiso 1 1 calc R . .
C9 C 0.5598(3) 0.55385(17) 0.56724(10) 0.0437(6) Uani 1 1 d . A .
H9A H 0.4889 0.5155 0.5577 0.052 Uiso 1 1 calc R . .
H9B H 0.6281 0.5434 0.5449 0.052 Uiso 1 1 calc R . .
N3 N 0.8677(2) 0.45842(15) 0.62915(12) 0.0448(7) Uani 0.869(3) 1 d PDU A 1
H3B H 0.8998 0.4536 0.6647 0.054 Uiso 0.869(3) 1 calc PR A 1
H3C H 0.9255 0.4347 0.6103 0.054 Uiso 0.869(3) 1 calc PR A 1
C10 C 0.7497(3) 0.58298(19) 0.64056(14) 0.0348(7) Uani 0.869(3) 1 d PDU A 1
H10A H 0.7743 0.5815 0.6798 0.042 Uiso 0.869(3) 1 calc PR A 1
H10B H 0.7430 0.6382 0.6296 0.042 Uiso 0.869(3) 1 calc PR A 1
C11 C 0.8582(3) 0.54378(18) 0.61469(13) 0.0428(8) Uani 0.869(3) 1 d PDU A 1
H11A H 0.8388 0.5495 0.5755 0.051 Uiso 0.869(3) 1 calc PR A 1
H11B H 0.9426 0.5696 0.6271 0.051 Uiso 0.869(3) 1 calc PR A 1
C12 C 0.7372(3) 0.41731(18) 0.61756(14) 0.0452(8) Uani 0.869(3) 1 d PDU A 1
H12A H 0.7465 0.3634 0.6313 0.054 Uiso 0.869(3) 1 calc PR A 1
H12B H 0.7093 0.4147 0.5786 0.054 Uiso 0.869(3) 1 calc PR A 1
C13 C 0.6326(3) 0.45990(17) 0.64343(15) 0.0396(8) Uani 0.869(3) 1 d PDU A 1
H13A H 0.5482 0.4327 0.6340 0.047 Uiso 0.869(3) 1 calc PR A 1
H13B H 0.6568 0.4581 0.6826 0.047 Uiso 0.869(3) 1 calc PR A 1
N3' N 0.8511(14) 0.4612(8) 0.6631(9) 0.0448(7) Uani 0.131(3) 1 d PDU A 2
H3E H 0.9053 0.4456 0.6933 0.054 Uiso 0.131(3) 1 calc PR A 2
H3D H 0.8874 0.4456 0.6340 0.054 Uiso 0.131(3) 1 calc PR A 2
C10' C 0.7474(12) 0.5752(12) 0.6126(7) 0.037(5) Uani 0.131(3) 1 d PDU A 2
H10C H 0.7468 0.6324 0.6087 0.045 Uiso 0.131(3) 1 calc PR A 2
H10D H 0.7711 0.5508 0.5801 0.045 Uiso 0.131(3) 1 calc PR A 2
C11' C 0.8376(19) 0.5486(9) 0.6630(7) 0.039(4) Uani 0.131(3) 1 d PDU A 2
H11C H 0.9245 0.5730 0.6642 0.047 Uiso 0.131(3) 1 calc PR A 2
H11D H 0.8011 0.5655 0.6950 0.047 Uiso 0.131(3) 1 calc PR A 2
C12' C 0.7183(14) 0.4238(11) 0.6615(7) 0.035(4) Uani 0.131(3) 1 d PDU A 2
H12C H 0.6831 0.4355 0.6947 0.042 Uiso 0.131(3) 1 calc PR A 2
H12D H 0.7255 0.3667 0.6581 0.042 Uiso 0.131(3) 1 calc PR A 2
C13' C 0.6277(18) 0.4568(6) 0.6133(6) 0.036(5) Uani 0.131(3) 1 d PDU A 2
H13C H 0.5411 0.4315 0.6094 0.043 Uiso 0.131(3) 1 calc PR A 2
H13D H 0.6653 0.4489 0.5801 0.043 Uiso 0.131(3) 1 calc PR A 2
C14 C 0.5846(3) 0.76803(17) 0.68829(12) 0.0548(8) Uani 1 1 d . A .
H14A H 0.6590 0.7969 0.7072 0.082 Uiso 1 1 calc R . .
H14B H 0.5042 0.7862 0.7001 0.082 Uiso 1 1 calc R . .
H14C H 0.5792 0.7767 0.6499 0.082 Uiso 1 1 calc R . .
C15 C 0.2374(3) 0.4746(2) 0.66532(12) 0.0607(9) Uani 1 1 d . A .
H15A H 0.1872 0.4352 0.6431 0.091 Uiso 1 1 calc R . .
H15B H 0.1780 0.5141 0.6757 0.091 Uiso 1 1 calc R . .
H15C H 0.2847 0.4499 0.6973 0.091 Uiso 1 1 calc R . .
N1 N 0.41322(19) 0.65352(12) 0.59380(7) 0.0314(4) Uani 1 1 d . . .
N2 N 0.61689(19) 0.54437(12) 0.62554(8) 0.0366(5) Uani 1 1 d D . .
O1 O 0.32167(17) 0.66432(11) 0.69539(6) 0.0371(4) Uani 1 1 d . . .
O2 O 0.60161(17) 0.68580(10) 0.69964(6) 0.0374(4) Uani 1 1 d D . .
O3 O 0.32899(16) 0.51085(10) 0.63575(7) 0.0380(4) Uani 1 1 d . . .
H3A H 0.2970 0.5128 0.6035 0.063(10) Uiso 1 1 calc R A .
O4 O 0.1988(2) 0.50586(16) 0.53136(9) 0.0620(6) Uani 1 1 d D . .
Ni1 Ni 0.46295(3) 0.601901(18) 0.666791(11) 0.02859(8) Uani 1 1 d . A .
Cl1 Cl 0.5000 0.52902(5) 0.7500 0.03559(19) Uani 1 2 d S . .
Br1 Br -0.18003(3) 0.801306(19) 0.570965(11) 0.05113(10) Uani 1 1 d . . .
Cl3 Cl -0.0103(2) 0.37019(8) 0.54083(8) 0.0492(5) Uani 0.865(9) 1 d P B 1
Cl2 Cl 1.0000 0.46326(14) 0.7500 0.0601(8) Uani 0.748(10) 2 d SP C 1
Cl3' Cl -0.0615(15) 0.3860(6) 0.5570(5) 0.051(3) Uani 0.135(9) 1 d P B 2
Cl2' Cl 0.9543(11) 0.4476(8) 0.7342(4) 0.0601(8) Uani 0.124(5) 1 d P . 2
H2A H 0.632(3) 0.6782(18) 0.7350(5) 0.059(9) Uiso 1 1 d D . .
H4A H 0.141(3) 0.4648(14) 0.5347(15) 0.098(14) Uiso 1 1 d D . .
H4B H 0.160(3) 0.5493(13) 0.5137(14) 0.098(14) Uiso 1 1 d 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'
Ni Ni 0.3393 1.1124 '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'
Br Br -0.2901 2.4595 '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
O1 C1 C2 119.6(2) .
O1 C1 C6 123.4(2) .
C2 C1 C6 117.0(2) .
C3 C2 C1 122.5(2) .
C3 C2 H2 118.8 .
C1 C2 H2 118.8 .
C2 C3 C4 119.6(2) .
C2 C3 H3 120.2 .
C4 C3 H3 120.2 .
C5 C4 C3 120.1(2) .
C5 C4 Br1 120.65(17) .
C3 C4 Br1 119.26(19) .
C4 C5 C6 121.6(2) .
C4 C5 H5 119.2 .
C6 C5 H5 119.2 .
C5 C6 C1 119.2(2) .
C5 C6 C7 117.03(19) .
C1 C6 C7 123.7(2) .
N1 C7 C6 126.3(2) .
N1 C7 H7 116.8 .
C6 C7 H7 116.8 .
N1 C8 C9 107.9(2) .
N1 C8 H8A 110.1 .
C9 C8 H8A 110.1 .
N1 C8 H8B 110.1 .
C9 C8 H8B 110.1 .
H8A C8 H8B 108.4 .
N2 C9 C8 111.1(2) .
N2 C9 H9A 109.4 .
C8 C9 H9A 109.4 .
N2 C9 H9B 109.4 .
C8 C9 H9B 109.4 .
H9A C9 H9B 108.0 .
C11 N3 C12 112.4(2) .
C11 N3 H3B 109.1 .
C12 N3 H3B 109.1 .
C11 N3 H3C 109.1 .
C12 N3 H3C 109.1 .
H3B N3 H3C 107.8 .
N2 C10 C11 113.2(2) .
N2 C10 H10A 108.9 .
C11 C10 H10A 108.9 .
N2 C10 H10B 108.9 .
C11 C10 H10B 108.9 .
H10A C10 H10B 107.8 .
N3 C11 C10 110.2(3) .
N3 C11 H11A 109.6 .
C10 C11 H11A 109.6 .
N3 C11 H11B 109.6 .
C10 C11 H11B 109.6 .
H11A C11 H11B 108.1 .
N3 C12 C13 111.3(2) .
N3 C12 H12A 109.4 .
C13 C12 H12A 109.4 .
N3 C12 H12B 109.4 .
C13 C12 H12B 109.4 .
H12A C12 H12B 108.0 .
N2 C13 C12 112.2(3) .
N2 C13 H13A 109.2 .
C12 C13 H13A 109.2 .
N2 C13 H13B 109.2 .
C12 C13 H13B 109.2 .
H13A C13 H13B 107.9 .
C11' N3' C12' 109.8(14) .
C11' N3' Cl2' 99.1(12) .
C12' N3' Cl2' 109.9(13) .
C11' N3' H3E 109.7 .
C12' N3' H3E 109.7 .
Cl2' N3' H3E 12.0 .
C11' N3' H3D 109.7 .
C12' N3' H3D 109.7 .
Cl2' N3' H3D 118.1 .
H3E N3' H3D 108.2 .
N2 C10' C11' 99.4(11) .
N2 C10' H10C 111.9 .
C11' C10' H10C 111.9 .
N2 C10' H10D 111.9 .
C11' C10' H10D 111.9 .
H10C C10' H10D 109.6 .
N3' C11' C10' 110.0(15) .
N3' C11' H11C 109.7 .
C10' C11' H11C 109.7 .
N3' C11' H11D 109.7 .
C10' C11' H11D 109.7 .
H11C C11' H11D 108.2 .
N3' C12' C13' 108.0(14) .
N3' C12' H12C 110.1 .
C13' C12' H12C 110.1 .
N3' C12' H12D 110.1 .
C13' C12' H12D 110.1 .
H12C C12' H12D 108.4 .
C12' C13' N2 104.7(11) .
C12' C13' H13C 110.8 .
N2 C13' H13C 110.8 .
C12' C13' H13D 110.8 .
N2 C13' H13D 110.8 .
H13C C13' H13D 108.9 .
O2 C14 H14A 109.5 .
O2 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
O2 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
O3 C15 H15A 109.5 .
O3 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
O3 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
C7 N1 C8 119.99(19) .
C7 N1 Ni1 124.59(16) .
C8 N1 Ni1 113.96(15) .
C9 N2 C13 113.7(2) .
C9 N2 C10 113.6(2) .
C13 N2 C10 106.8(2) .
C9 N2 C10' 88.8(6) .
C13 N2 C10' 109.6(8) .
C10 N2 C10' 27.2(7) .
C9 N2 C13' 86.4(6) .
C13 N2 C13' 28.7(6) .
C10 N2 C13' 112.6(7) .
C10' N2 C13' 101.5(11) .
C9 N2 Ni1 101.90(14) .
C13 N2 Ni1 109.22(16) .
C10 N2 Ni1 111.60(16) .
C10' N2 Ni1 130.9(9) .
C13' N2 Ni1 126.6(7) .
C1 O1 Ni1 126.29(14) .
C14 O2 Ni1 122.14(16) .
C14 O2 H2A 110(2) .
Ni1 O2 H2A 114(2) .
C15 O3 Ni1 124.21(16) .
C15 O3 H3A 109.5 .
Ni1 O3 H3A 117.7 .
H4A O4 H4B 114.8(16) .
O1 Ni1 N1 89.93(7) .
O1 Ni1 O2 89.04(7) .
N1 Ni1 O2 97.11(7) .
O1 Ni1 O3 93.09(7) .
N1 Ni1 O3 85.67(7) .
O2 Ni1 O3 176.51(7) .
O1 Ni1 N2 172.08(7) .
N1 Ni1 N2 82.46(8) .
O2 Ni1 N2 89.72(7) .
O3 Ni1 N2 88.55(7) .
O1 Ni1 Cl1 89.35(5) .
N1 Ni1 Cl1 172.80(6) .
O2 Ni1 Cl1 90.04(5) .
O3 Ni1 Cl1 87.22(5) .
N2 Ni1 Cl1 98.47(5) .
Ni1 Cl1 Ni1 118.10(4) 2_656
Cl2' Cl2' N3' 156.8(14) 2_756
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.302(3) .
C1 C2 1.401(3) .
C1 C6 1.422(3) .
C2 C3 1.377(4) .
C2 H2 0.9300 .
C3 C4 1.385(3) .
C3 H3 0.9300 .
C4 C5 1.355(3) .
C4 Br1 1.897(2) .
C5 C6 1.407(3) .
C5 H5 0.9300 .
C6 C7 1.443(3) .
C7 N1 1.268(3) .
C7 H7 0.9300 .
C8 N1 1.458(3) .
C8 C9 1.515(4) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 N2 1.487(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
N3 C11 1.482(4) .
N3 C12 1.486(4) .
N3 H3B 0.9000 .
N3 H3C 0.9000 .
C10 N2 1.495(3) .
C10 C11 1.511(4) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.506(4) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 N2 1.493(3) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
N3' C11' 1.481(10) .
N3' C12' 1.485(10) .
N3' Cl2' 1.93(2) .
N3' H3E 0.9000 .
N3' H3D 0.9000 .
C10' N2 1.505(9) .
C10' C11' 1.506(10) .
C10' H10C 0.9700 .
C10' H10D 0.9700 .
C11' H11C 0.9700 .
C11' H11D 0.9700 .
C12' C13' 1.503(10) .
C12' H12C 0.9700 .
C12' H12D 0.9700 .
C13' N2 1.514(9) .
C13' H13C 0.9700 .
C13' H13D 0.9700 .
C14 O2 1.420(3) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 O3 1.411(3) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
N1 Ni1 2.0085(18) .
N2 Ni1 2.222(2) .
O1 Ni1 1.9974(16) .
O2 Ni1 2.0748(17) .
O2 H2A 0.896(10) .
O3 Ni1 2.1181(16) .
O3 H3A 0.8200 .
O4 H4A 0.917(10) .
O4 H4B 0.910(10) .
Ni1 Cl1 2.3880(5) .
Cl1 Ni1 2.3880(5) 2_656
Cl2' Cl2' 1.12(2) 2_756
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 Cl2 0.90 2.22 3.104(3) 168.8 .
N3 H3C Cl3 0.90 2.22 3.068(4) 156.3 1_655
O3 H3A O4 0.82 1.92 2.732(3) 170.2 .
O2 H2A O1 0.896(10) 1.741(10) 2.635(2) 176(3) 2_656
O4 H4A Cl3 0.917(10) 2.240(11) 3.155(3) 176(3) .
O4 H4B Cl3 0.910(10) 2.320(16) 3.196(3) 161(3) 5_566
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
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 179.8(3) .
C6 C1 C2 C3 0.4(4) .
C1 C2 C3 C4 1.1(5) .
C2 C3 C4 C5 -1.0(4) .
C2 C3 C4 Br1 178.4(2) .
C3 C4 C5 C6 -0.6(4) .
Br1 C4 C5 C6 179.98(18) .
C4 C5 C6 C1 2.2(4) .
C4 C5 C6 C7 -175.7(2) .
O1 C1 C6 C5 178.7(2) .
C2 C1 C6 C5 -2.0(4) .
O1 C1 C6 C7 -3.6(4) .
C2 C1 C6 C7 175.7(2) .
C5 C6 C7 N1 -177.8(2) .
C1 C6 C7 N1 4.4(4) .
N1 C8 C9 N2 -53.4(3) .
C12 N3 C11 C10 52.0(3) .
N2 C10 C11 N3 -56.6(3) .
C11 N3 C12 C13 -52.7(4) .
N3 C12 C13 N2 56.9(4) .
C12' N3' C11' C10' -59(2) .
Cl2' N3' C11' C10' -174.5(12) .
N2 C10' C11' N3' 70.1(18) .
C11' N3' C12' C13' 54(2) .
Cl2' N3' C12' C13' 162.4(11) .
N3' C12' C13' N2 -64.0(17) .
C6 C7 N1 C8 179.2(2) .
C6 C7 N1 Ni1 13.8(4) .
C9 C8 N1 C7 -133.9(2) .
C9 C8 N1 Ni1 33.0(3) .
C8 C9 N2 C13 161.8(2) .
C8 C9 N2 C10 -75.8(3) .
C8 C9 N2 C10' -87.3(9) .
C8 C9 N2 C13' 171.1(8) .
C8 C9 N2 Ni1 44.4(2) .
C12 C13 N2 C9 67.7(3) .
C12 C13 N2 C10 -58.4(3) .
C12 C13 N2 C10' -29.9(8) .
C12 C13 N2 C13' 48.1(15) .
C12 C13 N2 Ni1 -179.2(2) .
C11 C10 N2 C9 -67.3(3) .
C11 C10 N2 C13 58.8(3) .
C11 C10 N2 C10' -41.4(17) .
C11 C10 N2 C13' 28.9(8) .
C11 C10 N2 Ni1 178.1(2) .
C11' C10' N2 C9 -163.7(12) .
C11' C10' N2 C13 -48.9(14) .
C11' C10' N2 C10 39.9(10) .
C11' C10' N2 C13' -77.6(14) .
C11' C10' N2 Ni1 91.5(14) .
C12' C13' N2 C9 165.6(12) .
C12' C13' N2 C13 -32.4(9) .
C12' C13' N2 C10 51.4(14) .
C12' C13' N2 C10' 77.5(13) .
C12' C13' N2 Ni1 -92.3(13) .
C2 C1 O1 Ni1 165.12(19) .
C6 C1 O1 Ni1 -15.6(3) .
C1 O1 Ni1 N1 24.2(2) .
C1 O1 Ni1 O2 121.3(2) .
C1 O1 Ni1 O3 -61.4(2) .
C1 O1 Ni1 N2 40.3(6) .
C1 O1 Ni1 Cl1 -148.60(19) .
C7 N1 Ni1 O1 -23.0(2) .
C8 N1 Ni1 O1 170.85(18) .
C7 N1 Ni1 O2 -112.0(2) .
C8 N1 Ni1 O2 81.83(18) .
C7 N1 Ni1 O3 70.1(2) .
C8 N1 Ni1 O3 -96.04(18) .
C7 N1 Ni1 N2 159.2(2) .
C8 N1 Ni1 N2 -6.94(17) .
C7 N1 Ni1 Cl1 61.3(6) .
C8 N1 Ni1 Cl1 -104.9(5) .
C14 O2 Ni1 O1 -53.3(2) .
C14 O2 Ni1 N1 36.6(2) .
C14 O2 Ni1 O3 179(100) .
C14 O2 Ni1 N2 118.9(2) .
C14 O2 Ni1 Cl1 -142.61(19) .
C15 O3 Ni1 O1 -47.7(2) .
C15 O3 Ni1 N1 -137.4(2) .
C15 O3 Ni1 O2 79.9(12) .
C15 O3 Ni1 N2 140.1(2) .
C15 O3 Ni1 Cl1 41.5(2) .
C9 N2 Ni1 O1 -36.6(6) .
C13 N2 Ni1 O1 -157.2(5) .
C10 N2 Ni1 O1 85.0(6) .
C10' N2 Ni1 O1 62.3(10) .
C13' N2 Ni1 O1 -131.1(9) .
C9 N2 Ni1 N1 -20.39(16) .
C13 N2 Ni1 N1 -140.93(19) .
C10 N2 Ni1 N1 101.23(19) .
C10' N2 Ni1 N1 78.5(8) .
C13' N2 Ni1 N1 -114.8(7) .
C9 N2 Ni1 O2 -117.60(16) .
C13 N2 Ni1 O2 121.86(19) .
C10 N2 Ni1 O2 4.02(18) .
C10' N2 Ni1 O2 -18.7(8) .
C13' N2 Ni1 O2 148.0(7) .
C9 N2 Ni1 O3 65.43(16) .
C13 N2 Ni1 O3 -55.11(19) .
C10 N2 Ni1 O3 -172.95(19) .
C10' N2 Ni1 O3 164.4(8) .
C13' N2 Ni1 O3 -29.0(7) .
C9 N2 Ni1 Cl1 152.40(15) .
C13 N2 Ni1 Cl1 31.86(19) .
C10 N2 Ni1 Cl1 -85.98(18) .
C10' N2 Ni1 Cl1 -108.7(8) .
C13' N2 Ni1 Cl1 58.0(7) .
O1 Ni1 Cl1 Ni1 -51.62(5) 2_656
N1 Ni1 Cl1 Ni1 -135.9(5) 2_656
O2 Ni1 Cl1 Ni1 37.42(5) 2_656
O3 Ni1 Cl1 Ni1 -144.74(5) 2_656
N2 Ni1 Cl1 Ni1 127.14(5) 2_656
C11' N3' Cl2' Cl2' -79(2) 2_756
C12' N3' Cl2' Cl2' 166.4(15) 2_756
