#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:45:59 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179346 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/43/4324377.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_4324377
loop_
_publ_author_name
'Guang-Yu An'
'Cong-Min Ji'
'Ai-Li Cui'
'Hui-Zhong Kou'
_publ_contact_author_address
;
Department of Chemistry
Tsinghua University
Beijing 100084
People's Republic of China
;
_publ_contact_author_email       kouhz@mail.tsinghua.edu.cn
_publ_contact_author_name        'Dr. Hui-Zhong Kou'
_publ_contact_author_phone       86-10-62771748
_publ_section_title
;
 Pyrazine-2-amidoxime Ni(II) Complexes: From Ferromagnetic Cluster to
 Antiferromagnetic Layer
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1079
_journal_page_last               1083
_journal_paper_doi               10.1021/ic1022714
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C50 H48 Cl2 N22 Ni4 O12'
_chemical_formula_weight         1454.84
_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                 95.504(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.3903(10)
_cell_length_b                   19.2521(13)
_cell_length_c                   23.2170(14)
_cell_measurement_reflns_used    4239
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      3.03
_cell_volume                     6847.4(8)
_computing_cell_refinement       'crystalstructure 3.6.0 (Rigaku, 2004)'
_computing_data_collection       'crystalstructure 3.6.0 (Rigaku, 2004)'
_computing_data_reduction        'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (Sheldrick, 1998)'
_computing_publication_material  'XP (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0.77
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID IP'
_diffrn_measurement_method       'ω 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  0.0566
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            28926
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    1.230
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR; Higashi, 1995'
_exptl_crystal_colour            'red brown'
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_description       platelet
_exptl_crystal_F_000             2976
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6699
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0594
_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)+(0.1253P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1692
_refine_ls_wR_factor_ref         0.1963
_reflns_number_gt                4239
_reflns_number_total             6699
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1022714_si_002_2.cif
_cod_data_source_block           1
_cod_database_code               4324377
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
Ni1 Ni 0.74277(4) 0.06457(3) 0.50999(2) 0.0489(2) Uani 1 1 d .
Ni2 Ni 0.75688(4) 0.21553(3) 0.58167(2) 0.0480(2) Uani 1 1 d .
Cl1 Cl 0.71176(11) -0.10209(7) 0.31273(6) 0.0769(4) Uani 1 1 d .
C1 C 0.7385(4) -0.0842(3) 0.4827(2) 0.0660(14) Uani 1 1 d .
H1A H 0.7359 -0.0737 0.4435 0.079 Uiso 1 1 calc R
C2 C 0.7396(4) -0.1513(3) 0.4993(2) 0.0719(15) Uani 1 1 d .
H2A H 0.7383 -0.1854 0.4709 0.086 Uiso 1 1 calc R
C3 C 0.7444(4) -0.1204(3) 0.5928(2) 0.0718(15) Uani 1 1 d .
H3A H 0.7464 -0.1320 0.6318 0.086 Uiso 1 1 calc R
C4 C 0.7436(3) -0.0510(2) 0.57795(19) 0.0549(12) Uani 1 1 d .
C5 C 0.7476(3) 0.0080(2) 0.61726(18) 0.0555(12) Uani 1 1 d .
C6 C 0.7698(4) 0.2506(3) 0.71250(19) 0.0671(15) Uani 1 1 d .
H6A H 0.7736 0.2032 0.7201 0.081 Uiso 1 1 calc R
C7 C 0.7663(5) 0.2973(3) 0.7571(2) 0.0802(18) Uani 1 1 d .
H7A H 0.7663 0.2798 0.7945 0.096 Uiso 1 1 calc R
C8 C 0.7611(3) 0.3651(2) 0.58788(17) 0.0494(10) Uani 1 1 d .
C9 C 0.7646(3) 0.3433(2) 0.64912(18) 0.0544(11) Uani 1 1 d .
C10 C 0.7612(4) 0.3872(3) 0.6952(2) 0.0701(15) Uani 1 1 d .
H10A H 0.7577 0.4347 0.6882 0.084 Uiso 1 1 calc R
C11 C 0.5673(5) 0.2681(4) 0.5627(3) 0.095(2) Uani 1 1 d .
H11A H 0.5914 0.2976 0.5368 0.113 Uiso 1 1 calc R
C12 C 0.4832(6) 0.2762(6) 0.5707(4) 0.132(3) Uani 1 1 d .
H12A H 0.4501 0.3099 0.5501 0.158 Uiso 1 1 calc R
C13 C 0.4455(6) 0.2343(6) 0.6097(4) 0.126(3) Uani 1 1 d .
H13A H 0.3862 0.2372 0.6142 0.152 Uiso 1 1 calc R
C14 C 0.4972(6) 0.1894(6) 0.6407(4) 0.128(3) Uani 1 1 d .
H14A H 0.4750 0.1625 0.6692 0.154 Uiso 1 1 calc R
C15 C 0.5835(5) 0.1832(4) 0.6302(3) 0.101(2) Uani 1 1 d .
H15A H 0.6192 0.1521 0.6519 0.121 Uiso 1 1 calc R
C16 C 0.9475(5) 0.2660(4) 0.5746(4) 0.104(2) Uani 1 1 d .
H16A H 0.9175 0.3054 0.5608 0.125 Uiso 1 1 calc R
C17 C 1.0315(5) 0.2702(6) 0.5788(5) 0.132(3) Uani 1 1 d .
H17A H 1.0597 0.3097 0.5669 0.158 Uiso 1 1 calc R
C18 C 1.0772(6) 0.2138(6) 0.6014(4) 0.132(3) Uani 1 1 d .
H18A H 1.1378 0.2149 0.6068 0.158 Uiso 1 1 calc R
C19 C 1.0337(6) 0.1574(7) 0.6157(6) 0.192(6) Uani 1 1 d .
H19A H 1.0635 0.1175 0.6286 0.230 Uiso 1 1 calc R
C20 C 0.9412(5) 0.1595(5) 0.6108(5) 0.168(5) Uani 1 1 d .
H20A H 0.9106 0.1223 0.6245 0.202 Uiso 1 1 calc R
C24 C 0.4978(8) -0.0221(8) 0.4456(5) 0.152(4) Uani 1 1 d .
N11 N 0.4968(7) -0.0689(6) 0.4898(5) 0.161(4) Uani 0.50 1 d P
C25 C 0.4968(7) -0.0689(6) 0.4898(5) 0.161(4) Uani 0.50 1 d P
C26 C 0.5002(7) -0.0484(7) 0.5441(5) 0.133(3) Uani 1 1 d .
C27 C 0.9997(9) 0.3353(7) 0.7774(5) 0.155(4) Uani 1 1 d .
N12 N 0.9958(10) 0.3882(10) 0.8117(6) 0.204(5) Uani 0.50 1 d P
C28 C 0.9958(10) 0.3882(10) 0.8117(6) 0.204(5) Uani 0.50 1 d P
C29 C 0.9992(10) 0.4520(8) 0.7785(6) 0.190(6) Uani 1 1 d .
N1 N 0.7410(3) -0.03249(19) 0.52138(15) 0.0532(9) Uani 1 1 d .
N2 N 0.7425(3) -0.1713(2) 0.55456(19) 0.0724(12) Uani 1 1 d .
N3 N 0.7499(3) 0.06717(18) 0.59046(14) 0.0487(9) Uani 1 1 d .
N4 N 0.7506(4) 0.0013(2) 0.67492(17) 0.0912(18) Uani 1 1 d .
H4A H 0.7544 0.0376 0.6966 0.109 Uiso 1 1 calc R
H4B H 0.7488 -0.0393 0.6902 0.109 Uiso 1 1 calc R
N5 N 0.7679(3) 0.2742(2) 0.65768(15) 0.0556(10) Uani 1 1 d .
N6 N 0.7628(4) 0.3649(2) 0.75041(16) 0.0750(13) Uani 1 1 d .
N7 N 0.7626(3) 0.43073(19) 0.56992(15) 0.0551(10) Uani 1 1 d .
H7B H 0.7656 0.4663 0.5925 0.066 Uiso 1 1 calc R
N8 N 0.7566(3) 0.31409(19) 0.55039(14) 0.0492(9) Uani 1 1 d .
N9 N 0.6173(3) 0.2217(2) 0.58882(19) 0.0679(11) Uani 1 1 d .
N10 N 0.8981(3) 0.2126(2) 0.58752(19) 0.0688(12) Uani 1 1 d .
O1 O 0.7559(2) 0.12421(16) 0.62375(12) 0.0646(9) Uani 1 1 d .
O2 O 0.7552(2) 0.34083(15) 0.49384(11) 0.0511(7) Uani 1 1 d .
O3 O 0.6516(4) -0.1169(4) 0.2639(2) 0.153(3) Uani 1 1 d .
O4 O 0.7266(3) -0.1615(2) 0.3477(2) 0.1001(14) Uani 1 1 d .
O5 O 0.7872(4) -0.0823(5) 0.2918(4) 0.194(4) Uani 1 1 d .
O6 O 0.6719(4) -0.0496(2) 0.3445(2) 0.124(2) 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'
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'
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
O2 Ni1 N7 84.35(14) 7_656 7_656
O2 Ni1 N3 91.29(14) 7_656 .
N7 Ni1 N3 175.58(16) 7_656 .
O2 Ni1 N1 174.76(14) 7_656 .
N7 Ni1 N1 100.89(15) 7_656 .
N3 Ni1 N1 83.47(16) . .
O1 Ni2 N8 171.82(13) . .
O1 Ni2 O2 87.05(12) . 7_656
N8 Ni2 O2 101.03(12) . 7_656
O1 Ni2 N5 93.79(13) . .
N8 Ni2 N5 78.12(14) . .
O2 Ni2 N5 178.99(14) 7_656 .
O1 Ni2 N10 90.05(17) . .
N8 Ni2 N10 90.79(17) . .
O2 Ni2 N10 92.77(15) 7_656 .
N5 Ni2 N10 87.79(16) . .
O1 Ni2 N9 87.55(17) . .
N8 Ni2 N9 90.50(17) . .
O2 Ni2 N9 94.84(15) 7_656 .
N5 Ni2 N9 84.64(17) . .
N10 Ni2 N9 171.89(16) . .
O5 Cl1 O4 109.7(4) . .
O5 Cl1 O3 106.6(5) . .
O4 Cl1 O3 110.7(4) . .
O5 Cl1 O6 114.4(5) . .
O4 Cl1 O6 109.4(3) . .
O3 Cl1 O6 106.0(4) . .
N1 C1 C2 121.4(5) . .
N1 C1 H1A 119.3 . .
C2 C1 H1A 119.3 . .
N2 C2 C1 123.4(5) . .
N2 C2 H2A 118.3 . .
C1 C2 H2A 118.3 . .
N2 C3 C4 123.4(5) . .
N2 C3 H3A 118.3 . .
C4 C3 H3A 118.3 . .
N1 C4 C3 119.6(4) . .
N1 C4 C5 113.5(4) . .
C3 C4 C5 126.9(4) . .
N3 C5 N4 124.2(4) . .
N3 C5 C4 112.6(4) . .
N4 C5 C4 123.2(4) . .
N5 C6 C7 119.4(5) . .
N5 C6 H6A 120.3 . .
C7 C6 H6A 120.3 . .
N6 C7 C6 124.2(5) . .
N6 C7 H7A 117.9 . .
C6 C7 H7A 117.9 . .
N8 C8 N7 120.3(4) . .
N8 C8 C9 114.9(4) . .
N7 C8 C9 124.8(4) . .
N5 C9 C10 119.9(4) . .
N5 C9 C8 114.8(4) . .
C10 C9 C8 125.2(4) . .
N6 C10 C9 123.1(5) . .
N6 C10 H10A 118.4 . .
C9 C10 H10A 118.4 . .
N9 C11 C12 123.8(8) . .
N9 C11 H11A 118.1 . .
C12 C11 H11A 118.1 . .
C11 C12 C13 119.9(9) . .
C11 C12 H12A 120.1 . .
C13 C12 H12A 120.1 . .
C14 C13 C12 117.7(8) . .
C14 C13 H13A 121.2 . .
C12 C13 H13A 121.2 . .
C13 C14 C15 119.6(8) . .
C13 C14 H14A 120.2 . .
C15 C14 H14A 120.2 . .
N9 C15 C14 121.4(8) . .
N9 C15 H15A 119.3 . .
C14 C15 H15A 119.3 . .
C17 C16 N10 128.5(8) . .
C17 C16 H16A 115.7 . .
N10 C16 H16A 115.7 . .
C16 C17 C18 116.9(10) . .
C16 C17 H17A 121.5 . .
C18 C17 H17A 121.5 . .
C19 C18 C17 119.3(8) . .
C19 C18 H18A 120.4 . .
C17 C18 H18A 120.4 . .
C18 C19 C20 118.7(9) . .
C18 C19 H19A 120.6 . .
C20 C19 H19A 120.6 . .
N10 C20 C19 121.4(9) . .
N10 C20 H20A 119.3 . .
C19 C20 H20A 119.3 . .
N11 C24 C26 121.3(11) . 5_656
C26 N11 C24 121.4(11) . .
N11 C26 C24 117.3(10) . 5_656
C27 C27 N12 128.3(10) 2_756 .
C27 N12 C29 109.2(14) . .
C29 C29 N12 122.3(9) 2_756 .
C1 N1 C4 116.8(4) . .
C1 N1 Ni1 129.9(3) . .
C4 N1 Ni1 113.3(3) . .
C3 N2 C2 115.4(4) . .
C5 N3 O1 116.4(4) . .
C5 N3 Ni1 117.1(3) . .
O1 N3 Ni1 126.5(3) . .
C5 N4 H4A 120.0 . .
C5 N4 H4B 120.0 . .
H4A N4 H4B 120.0 . .
C9 N5 C6 118.0(4) . .
C9 N5 Ni2 114.3(3) . .
C6 N5 Ni2 127.4(3) . .
C7 N6 C10 115.2(4) . .
C8 N7 Ni1 111.1(3) . 7_656
C8 N7 H7B 124.5 . .
Ni1 N7 H7B 124.5 7_656 .
C8 N8 O2 109.9(3) . .
C8 N8 Ni2 117.7(3) . .
O2 N8 Ni2 132.4(3) . .
C11 N9 C15 117.3(6) . .
C11 N9 Ni2 123.4(4) . .
C15 N9 Ni2 118.3(5) . .
C20 N10 C16 114.8(6) . .
C20 N10 Ni2 120.8(5) . .
C16 N10 Ni2 123.9(4) . .
N3 O1 Ni2 116.0(2) . .
N8 O2 Ni1 114.3(2) . 7_656
N8 O2 Ni2 126.5(2) . 7_656
Ni1 O2 Ni2 119.09(13) 7_656 7_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O2 1.824(3) 7_656
Ni1 N7 1.852(3) 7_656
Ni1 N3 1.862(3) .
Ni1 N1 1.888(4) .
Ni2 O1 2.012(3) .
Ni2 N8 2.032(4) .
Ni2 O2 2.055(3) 7_656
Ni2 N5 2.088(4) .
Ni2 N10 2.166(5) .
Ni2 N9 2.174(5) .
Cl1 O5 1.356(6) .
Cl1 O4 1.409(4) .
Cl1 O3 1.422(5) .
Cl1 O6 1.425(5) .
C1 N1 1.340(6) .
C1 C2 1.347(7) .
C1 H1A 0.9300 .
C2 N2 1.335(6) .
C2 H2A 0.9300 .
C3 N2 1.320(7) .
C3 C4 1.381(6) .
C3 H3A 0.9300 .
C4 N1 1.357(6) .
C4 C5 1.454(6) .
C5 N3 1.300(5) .
C5 N4 1.341(6) .
C6 N5 1.349(6) .
C6 C7 1.377(7) .
C6 H6A 0.9300 .
C7 N6 1.311(7) .
C7 H7A 0.9300 .
C8 N8 1.309(6) .
C8 N7 1.332(5) .
C8 C9 1.479(6) .
C9 N5 1.345(6) .
C9 C10 1.369(7) .
C10 N6 1.349(6) .
C10 H10A 0.9300 .
C11 N9 1.292(8) .
C11 C12 1.334(10) .
C11 H11A 0.9300 .
C12 C13 1.381(12) .
C12 H12A 0.9300 .
C13 C14 1.338(12) .
C13 H13A 0.9300 .
C14 C15 1.378(11) .
C14 H14A 0.9300 .
C15 N9 1.355(8) .
C15 H15A 0.9300 .
C16 C17 1.289(10) .
C16 N10 1.328(8) .
C16 H16A 0.9300 .
C17 C18 1.371(13) .
C17 H17A 0.9300 .
C18 C19 1.333(13) .
C18 H18A 0.9300 .
C19 C20 1.418(12) .
C19 H19A 0.9300 .
C20 N10 1.308(9) .
C20 H20A 0.9300 .
C24 N11 1.366(14) .
C24 C26 1.379(15) 5_656
N11 C26 1.318(14) .
C26 C24 1.379(15) 5_656
C27 C27 1.27(2) 2_756
C27 N12 1.298(17) .
N12 C29 1.45(2) .
C29 C29 1.32(3) 2_756
N3 O1 1.341(5) .
N4 H4A 0.8600 .
N4 H4B 0.8600 .
N7 Ni1 1.852(3) 7_656
N7 H7B 0.8600 .
N8 O2 1.409(4) .
O2 Ni1 1.824(3) 7_656
O2 Ni2 2.055(3) 7_656
