#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:16:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178600 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/11/4071163.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_4071163
loop_
_publ_author_name
'Huynh, Han Vinh'
'Wong, Ling Rong'
'Ng, Pearly Shuyi'
_publ_section_title
;
 Anagostic Interactions and Catalytic Activities of Sterically Bulky
 Benzannulated N-Heterocyclic Carbene Complexes of Nickel(II)
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              2231
_journal_paper_doi               10.1021/om800004j
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C26 H36 Br2 N4 Ni'
_chemical_formula_weight         623.12
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.0371(9)
_cell_length_b                   9.4576(5)
_cell_length_c                   17.5727(8)
_cell_measurement_reflns_used    2371
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      23.24
_cell_measurement_theta_min      2.39
_cell_volume                     2831.5(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  '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  0.0562
_diffrn_reflns_av_sigmaI/netI    0.0446
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18702
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.32
_exptl_absorpt_coefficient_mu    3.527
_exptl_absorpt_correction_T_max  0.7193
_exptl_absorpt_correction_T_min  0.5389
_exptl_absorpt_correction_type   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         3250
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0353
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0368P)²+0.4147P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0777
_refine_ls_wR_factor_ref         0.0839
_reflns_number_gt                2429
_reflns_number_total             3250
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800004j-file004.cif
_cod_data_source_block           Complex8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4071163
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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 1.0000 0.0000 0.0000 0.02254(12) Uani 1 2 d S
Br1 Br 1.083403(18) 0.15120(4) 0.064321(16) 0.04655(12) Uani 1 1 d .
N1 N 0.87148(11) 0.0833(2) 0.10030(10) 0.0257(5) Uani 1 1 d .
N2 N 0.93890(12) -0.0908(2) 0.14664(11) 0.0258(5) Uani 1 1 d .
C1 C 0.93288(14) -0.0033(3) 0.08615(13) 0.0235(5) Uani 1 1 d .
C2 C 0.83739(14) 0.0510(3) 0.17057(13) 0.0274(5) Uani 1 1 d .
C3 C 0.77479(16) 0.1092(3) 0.21000(15) 0.0383(7) Uani 1 1 d .
H3 H 0.7454 0.1844 0.1898 0.046 Uiso 1 1 calc R
C4 C 0.75760(19) 0.0517(4) 0.28009(17) 0.0493(8) Uani 1 1 d .
H4 H 0.7151 0.0877 0.3081 0.059 Uiso 1 1 calc R
C5 C 0.8019(2) -0.0583(4) 0.31021(16) 0.0523(9) Uani 1 1 d .
H5 H 0.7888 -0.0940 0.3585 0.063 Uiso 1 1 calc R
C6 C 0.86428(18) -0.1168(3) 0.27154(15) 0.0395(7) Uani 1 1 d .
H6 H 0.8941 -0.1909 0.2923 0.047 Uiso 1 1 calc R
C7 C 0.88105(15) -0.0606(3) 0.20028(13) 0.0293(6) Uani 1 1 d .
C8 C 0.84846(16) 0.1965(3) 0.04722(14) 0.0339(6) Uani 1 1 d .
H8 H 0.8830 0.1873 0.0022 0.041 Uiso 1 1 calc R
C9 C 0.8642(2) 0.3413(3) 0.0807(2) 0.0577(10) Uani 1 1 d .
H9A H 0.8294 0.3572 0.1236 0.087 Uiso 1 1 calc R
H9B H 0.8551 0.4131 0.0423 0.087 Uiso 1 1 calc R
H9C H 0.9183 0.3464 0.0978 0.087 Uiso 1 1 calc R
C10 C 0.7653(2) 0.1779(4) 0.01903(19) 0.0588(10) Uani 1 1 d .
H10A H 0.7595 0.0846 -0.0031 0.088 Uiso 1 1 calc R
H10B H 0.7539 0.2491 -0.0191 0.088 Uiso 1 1 calc R
H10C H 0.7291 0.1882 0.0613 0.088 Uiso 1 1 calc R
C11 C 0.99860(16) -0.2034(3) 0.15024(15) 0.0339(6) Uani 1 1 d .
H11 H 1.0307 -0.1948 0.1035 0.041 Uiso 1 1 calc R
C12 C 1.0539(2) -0.1837(4) 0.21692(19) 0.0584(9) Uani 1 1 d .
H12A H 1.0731 -0.0872 0.2175 0.088 Uiso 1 1 calc R
H12B H 1.0978 -0.2483 0.2120 0.088 Uiso 1 1 calc R
H12C H 1.0261 -0.2029 0.2640 0.088 Uiso 1 1 calc R
C13 C 0.9609(2) -0.3488(3) 0.1481(2) 0.0625(10) Uani 1 1 d .
H13A H 0.9309 -0.3637 0.1943 0.094 Uiso 1 1 calc R
H13B H 1.0015 -0.4204 0.1442 0.094 Uiso 1 1 calc R
H13C H 0.9263 -0.3552 0.1043 0.094 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'
N N 0.0061 0.0033 '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'
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
_geom_angle_site_symmetry_3
C1 Ni1 C1 180.0(2) 5_755 .
C1 Ni1 Br1 89.46(7) 5_755 5_755
C1 Ni1 Br1 90.54(7) . 5_755
C1 Ni1 Br1 90.54(7) 5_755 .
C1 Ni1 Br1 89.46(7) . .
Br1 Ni1 Br1 180.000(19) 5_755 .
C1 N1 C2 110.6(2) . .
C1 N1 C8 122.0(2) . .
C2 N1 C8 127.4(2) . .
C1 N2 C7 110.7(2) . .
C1 N2 C11 121.9(2) . .
C7 N2 C11 127.4(2) . .
N2 C1 N1 106.6(2) . .
N2 C1 Ni1 126.32(18) . .
N1 C1 Ni1 127.10(18) . .
C3 C2 C7 121.6(2) . .
C3 C2 N1 132.4(2) . .
C7 C2 N1 105.9(2) . .
C4 C3 C2 117.0(3) . .
C3 C4 C5 121.4(3) . .
C6 C5 C4 122.1(3) . .
C5 C6 C7 116.7(3) . .
C6 C7 C2 121.2(2) . .
C6 C7 N2 132.6(2) . .
C2 C7 N2 106.2(2) . .
N1 C8 C10 111.9(2) . .
N1 C8 C9 111.3(2) . .
C10 C8 C9 113.5(3) . .
N2 C11 C12 111.9(2) . .
N2 C11 C13 111.2(2) . .
C12 C11 C13 113.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C1 1.898(2) 5_755
Ni1 C1 1.898(2) .
Ni1 Br1 2.3111(3) 5_755
Ni1 Br1 2.3111(3) .
N1 C1 1.352(3) .
N1 C2 1.398(3) .
N1 C8 1.473(3) .
N2 C1 1.351(3) .
N2 C7 1.393(3) .
N2 C11 1.474(3) .
C2 C3 1.386(3) .
C2 C7 1.393(4) .
C3 C4 1.378(4) .
C4 C5 1.390(5) .
C5 C6 1.378(4) .
C6 C7 1.390(3) .
C8 C10 1.511(4) .
C8 C9 1.515(4) .
C11 C12 1.515(4) .
C11 C13 1.518(4) .
