#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/35/4123559.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_4123559
loop_
_publ_author_name
'Yao, Shu A.'
'Martin-Diaconescu, Vlad'
'Infante, Ivan'
'Lancaster, Kyle M.'
'Götz, Andreas W'
'DeBeer, Serena'
'Berry, John F.'
_publ_section_title
;
 Electronic Structure of Ni2E2 Complexes (E = S, Se, Te) and a Global
 Analysis of M2E2 Compounds: A Case for Quantized E2(n-) Oxidation Levels
 with n = 2, 3, or 4.
;
_journal_issue                   15
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4993
_journal_page_last               5011
_journal_paper_doi               10.1021/ja511607j
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C34 H58 Ni2 Se2'
_chemical_formula_sum            'C34 H58 Ni2 Se2'
_chemical_formula_weight         742.14
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 115.3549(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.5781(5)
_cell_length_b                   17.6925(5)
_cell_length_c                   11.6287(3)
_cell_measurement_temperature    100(2)
_cell_volume                     3454.08(17)
_computing_cell_refinement       'SAINT Ver. 7.24A (Bruker-AXS, 2007)'
_computing_data_collection       'APEX2 Ver. 2.1-4 (Bruker-AXS, 2009)'
_computing_data_reduction        'SAINT Ver. 7.24A'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXTL, OLEX2 (Dolomanov et al., 2009)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '0.60° ω and 0.6° φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0175
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            42475
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         33.57
_diffrn_reflns_theta_min         2.43
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    3.218
_exptl_absorpt_correction_T_max  0.8304
_exptl_absorpt_correction_T_min  0.4661
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;

SADABS  (Bruker-AXS, 2007)

;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.301
_refine_diff_density_min         -0.768
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.843
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         6784
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.843
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0232
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                5960
_reflns_number_total             6784
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ja511607j_si_001.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 4123556--4123563.cif.'
_cod_original_cell_volume        3454.08(16)
_cod_original_sg_symbol_Hall     '-C 2yc      '
_cod_original_sg_symbol_H-M      'C 1 2/c 1   '
_cod_database_code               4123559
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 0.242326(9) 0.190901(8) 0.377757(14) 0.01124(5) Uani 1 1 d .
Se1 Se 0.163326(8) 0.252181(8) 0.450350(14) 0.02206(6) Uani 1 1 d .
C1 C 0.15641(7) 0.14658(6) 0.20673(11) 0.01156(18) Uani 1 1 d .
C2 C 0.19340(7) 0.08610(6) 0.29598(10) 0.01150(18) Uani 1 1 d .
C3 C 0.27705(7) 0.08572(6) 0.32579(11) 0.01154(18) Uani 1 1 d .
C4 C 0.29150(7) 0.14711(6) 0.25656(11) 0.01174(19) Uani 1 1 d .
C5 C 0.21724(7) 0.18260(6) 0.18283(11) 0.01261(19) Uani 1 1 d .
H5 H 0.2094 0.2239 0.1264 0.015 Uiso 1 1 calc R
C6 C 0.06951(7) 0.16799(7) 0.14761(11) 0.0142(2) Uani 1 1 d .
H6 H 0.0506 0.1671 0.2162 0.017 Uiso 1 1 calc R
C7 C 0.14824(8) 0.03369(7) 0.34546(11) 0.0139(2) Uani 1 1 d .
H7 H 0.0928 0.0541 0.3129 0.017 Uiso 1 1 calc R
C8 C 0.33623(8) 0.02724(7) 0.40875(12) 0.0145(2) Uani 1 1 d .
H8 H 0.3063 -0.0063 0.4425 0.017 Uiso 1 1 calc R
C9 C 0.36814(7) 0.16885(7) 0.24920(12) 0.0143(2) Uani 1 1 d .
H9 H 0.4137 0.1477 0.3254 0.017 Uiso 1 1 calc R
C10 C 0.05567(9) 0.24784(7) 0.09089(16) 0.0222(3) Uani 1 1 d .
H10A H 0.0891 0.2839 0.1558 0.033 Uiso 1 1 calc R
H10B H -0.0005 0.2616 0.0621 0.033 Uiso 1 1 calc R
H10C H 0.0695 0.2491 0.0185 0.033 Uiso 1 1 calc R
C11 C 0.01979(8) 0.11099(8) 0.04549(13) 0.0211(2) Uani 1 1 d .
H11A H 0.0363 0.1117 -0.0240 0.032 Uiso 1 1 calc R
H11B H -0.0367 0.1245 0.0123 0.032 Uiso 1 1 calc R
H11C H 0.0279 0.0602 0.0827 0.032 Uiso 1 1 calc R
C12 C 0.14099(9) -0.04613(7) 0.29046(14) 0.0217(3) Uani 1 1 d .
H12A H 0.1166 -0.0435 0.1973 0.033 Uiso 1 1 calc R
H12B H 0.1077 -0.0771 0.3183 0.033 Uiso 1 1 calc R
H12C H 0.1941 -0.0688 0.3206 0.033 Uiso 1 1 calc R
C13 C 0.18037(9) 0.03066(8) 0.49060(12) 0.0196(2) Uani 1 1 d .
H13A H 0.2329 0.0066 0.5266 0.029 Uiso 1 1 calc R
H13B H 0.1438 0.0014 0.5138 0.029 Uiso 1 1 calc R
H13C H 0.1849 0.0821 0.5242 0.029 Uiso 1 1 calc R
C14 C 0.36502(10) -0.02371(8) 0.32991(14) 0.0253(3) Uani 1 1 d .
H14A H 0.3189 -0.0433 0.2561 0.038 Uiso 1 1 calc R
H14B H 0.3957 -0.0660 0.3826 0.038 Uiso 1 1 calc R
H14C H 0.3988 0.0057 0.3007 0.038 Uiso 1 1 calc R
C15 C 0.40672(9) 0.05881(8) 0.52477(13) 0.0218(3) Uani 1 1 d .
H15A H 0.4380 0.0924 0.4966 0.033 Uiso 1 1 calc R
H15B H 0.4404 0.0170 0.5744 0.033 Uiso 1 1 calc R
H15C H 0.3870 0.0873 0.5778 0.033 Uiso 1 1 calc R
C16 C 0.36981(10) 0.13409(8) 0.12944(14) 0.0232(3) Uani 1 1 d .
H16A H 0.3643 0.0791 0.1315 0.035 Uiso 1 1 calc R
H16B H 0.4205 0.1464 0.1267 0.035 Uiso 1 1 calc R
H16C H 0.3257 0.1546 0.0537 0.035 Uiso 1 1 calc R
C17 C 0.37893(10) 0.25451(7) 0.24760(16) 0.0208(3) Uani 1 1 d .
H17A H 0.3364 0.2758 0.1707 0.031 Uiso 1 1 calc R
H17B H 0.4307 0.2657 0.2481 0.031 Uiso 1 1 calc R
H17C H 0.3765 0.2769 0.3230 0.031 Uiso 1 1 calc R
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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
C1 Ni1 C2 40.18(4) . .
C1 Ni1 C5 39.53(4) . .
C2 Ni1 C5 66.43(4) . .
C1 Ni1 C4 66.66(5) . .
C2 Ni1 C4 66.71(4) . .
C5 Ni1 C4 39.15(5) . .
C1 Ni1 C3 66.80(4) . .
C2 Ni1 C3 39.66(4) . .
C5 Ni1 C3 65.89(4) . .
C4 Ni1 C3 39.56(4) . .
C1 Ni1 Se1 174.20(3) . 7_556
C2 Ni1 Se1 144.66(3) . 7_556
C5 Ni1 Se1 135.42(3) . 7_556
C4 Ni1 Se1 111.03(3) . 7_556
C3 Ni1 Se1 115.15(3) . 7_556
C1 Ni1 Se1 100.45(3) . .
C2 Ni1 Se1 111.58(3) . .
C5 Ni1 Se1 123.62(3) . .
C4 Ni1 Se1 162.66(3) . .
C3 Ni1 Se1 147.74(3) . .
Se1 Ni1 Se1 80.627(7) 7_556 .
Ni1 Se1 Ni1 99.373(7) 7_556 .
C5 C1 C2 107.38(10) . .
C5 C1 C6 125.65(10) . .
C2 C1 C6 126.97(10) . .
C5 C1 Ni1 70.89(7) . .
C2 C1 Ni1 70.17(6) . .
C6 C1 Ni1 124.75(8) . .
C3 C2 C1 108.00(10) . .
C3 C2 C7 128.32(10) . .
C1 C2 C7 123.68(10) . .
C3 C2 Ni1 71.49(6) . .
C1 C2 Ni1 69.65(6) . .
C7 C2 Ni1 124.63(8) . .
C2 C3 C4 107.54(10) . .
C2 C3 C8 124.74(10) . .
C4 C3 C8 127.62(11) . .
C2 C3 Ni1 68.85(6) . .
C4 C3 Ni1 69.74(6) . .
C8 C3 Ni1 129.62(8) . .
C5 C4 C3 107.72(10) . .
C5 C4 C9 123.22(10) . .
C3 C4 C9 128.84(11) . .
C5 C4 Ni1 69.97(7) . .
C3 C4 Ni1 70.69(6) . .
C9 C4 Ni1 128.82(8) . .
C4 C5 C1 109.33(10) . .
C4 C5 Ni1 70.89(7) . .
C1 C5 Ni1 69.58(6) . .
C4 C5 H5 125.3 . .
C1 C5 H5 125.3 . .
Ni1 C5 H5 125.8 . .
C1 C6 C11 111.17(10) . .
C1 C6 C10 112.16(10) . .
C11 C6 C10 109.82(11) . .
C1 C6 H6 107.8 . .
C11 C6 H6 107.8 . .
C10 C6 H6 107.8 . .
C2 C7 C13 114.90(10) . .
C2 C7 C12 111.62(10) . .
C13 C7 C12 110.54(10) . .
C2 C7 H7 106.4 . .
C13 C7 H7 106.4 . .
C12 C7 H7 106.4 . .
C3 C8 C15 115.21(10) . .
C3 C8 C14 111.32(10) . .
C15 C8 C14 110.84(11) . .
C3 C8 H8 106.3 . .
C15 C8 H8 106.3 . .
C14 C8 H8 106.3 . .
C4 C9 C17 112.58(10) . .
C4 C9 C16 109.56(10) . .
C17 C9 C16 109.41(11) . .
C4 C9 H9 108.4 . .
C17 C9 H9 108.4 . .
C16 C9 H9 108.4 . .
C6 C10 H10A 109.5 . .
C6 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C6 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C6 C11 H11A 109.5 . .
C6 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C6 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C7 C12 H12A 109.5 . .
C7 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C7 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C7 C13 H13A 109.5 . .
C7 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C7 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C8 C14 H14A 109.5 . .
C8 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C8 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C8 C15 H15A 109.5 . .
C8 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C8 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C9 C16 H16A 109.5 . .
C9 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C9 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C9 C17 H17A 109.5 . .
C9 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C9 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C1 2.0975(11) .
Ni1 C2 2.1044(11) .
Ni1 C5 2.1148(12) .
Ni1 C4 2.1269(11) .
Ni1 C3 2.1397(11) .
Ni1 Se1 2.2542(2) 7_556
Ni1 Se1 2.2590(2) .
Se1 Ni1 2.2542(2) 7_556
C1 C5 1.4245(16) .
C1 C2 1.4435(16) .
C1 C6 1.5072(17) .
C2 C3 1.4401(17) .
C2 C7 1.5192(16) .
C3 C4 1.4440(15) .
C3 C8 1.5172(16) .
C4 C5 1.4211(17) .
C4 C9 1.5124(17) .
C5 H5 0.9500 .
C6 C11 1.5300(18) .
C6 C10 1.5337(17) .
C6 H6 1.0000 .
C7 C13 1.5314(17) .
C7 C12 1.5323(18) .
C7 H7 1.0000 .
C8 C15 1.5278(19) .
C8 C14 1.5358(18) .
C8 H8 1.0000 .
C9 C17 1.5298(17) .
C9 C16 1.5348(18) .
C9 H9 1.0000 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
