#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:16:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178600 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/11/4071162.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_4071162
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            'C42 H36 Br2 N4 Ni'
_chemical_formula_weight         815.28
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 91.495(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.8346(4)
_cell_length_b                   18.1330(11)
_cell_length_c                   16.3959(10)
_cell_measurement_reflns_used    3499
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      26.81
_cell_measurement_theta_min      2.49
_cell_volume                     1734.08(19)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0390
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12006
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    2.901
_exptl_absorpt_correction_T_max  0.7222
_exptl_absorpt_correction_T_min  0.2934
_exptl_absorpt_correction_type   'Sadabs, (Sheldiick 2001'
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'LONG ROD'
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.521
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3987
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0408
_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)+(0.0708P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1108
_reflns_number_gt                3293
_reflns_number_total             3987
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800004j-file003.cif
_cod_data_source_block           Complex7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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      P2(1)/c
_cod_database_code               4071162
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'
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 0.5000 0.5000 0.5000 0.02209(13) Uani 1 2 d S
Br1 Br 0.67937(5) 0.572216(15) 0.405378(16) 0.03202(12) Uani 1 1 d .
N1 N 0.6720(4) 0.59189(12) 0.63308(13) 0.0243(5) Uani 1 1 d .
N2 N 0.3784(4) 0.64298(11) 0.57339(13) 0.0234(4) Uani 1 1 d .
C1 C 0.5108(5) 0.58125(14) 0.57390(15) 0.0230(5) Uani 1 1 d .
C2 C 0.6496(5) 0.66139(14) 0.66894(15) 0.0254(6) Uani 1 1 d .
C3 C 0.7802(5) 0.69744(16) 0.72782(17) 0.0331(6) Uani 1 1 d .
H3 H 0.9115 0.6755 0.7518 0.040 Uiso 1 1 calc R
C4 C 0.7095(6) 0.76720(17) 0.75012(18) 0.0408(7) Uani 1 1 d .
H4 H 0.7950 0.7936 0.7898 0.049 Uiso 1 1 calc R
C5 C 0.5133(6) 0.79903(16) 0.71467(19) 0.0413(8) Uani 1 1 d .
H5 H 0.4679 0.8462 0.7317 0.050 Uiso 1 1 calc R
C6 C 0.3834(5) 0.76287(15) 0.65486(17) 0.0333(6) Uani 1 1 d .
H6 H 0.2511 0.7844 0.6312 0.040 Uiso 1 1 calc R
C7 C 0.4577(4) 0.69346(14) 0.63166(15) 0.0245(5) Uani 1 1 d .
C8 C 0.8388(5) 0.53688(15) 0.65993(16) 0.0279(6) Uani 1 1 d .
H8A H 0.9923 0.5587 0.6585 0.033 Uiso 1 1 calc R
H8B H 0.8341 0.4957 0.6213 0.033 Uiso 1 1 calc R
C9 C 0.8009(5) 0.50721(13) 0.74472(16) 0.0260(6) Uani 1 1 d .
C10 C 0.9702(5) 0.46401(15) 0.78177(18) 0.0315(6) Uani 1 1 d .
H10 H 1.1044 0.4535 0.7535 0.038 Uiso 1 1 calc R
C11 C 0.9452(6) 0.43629(16) 0.85893(19) 0.0365(7) Uani 1 1 d .
H11 H 1.0624 0.4074 0.8831 0.044 Uiso 1 1 calc R
C12 C 0.7476(6) 0.45075(18) 0.90130(18) 0.0382(7) Uani 1 1 d .
H12 H 0.7299 0.4318 0.9541 0.046 Uiso 1 1 calc R
C13 C 0.5778(5) 0.49316(16) 0.86521(19) 0.0354(7) Uani 1 1 d .
H13 H 0.4439 0.5035 0.8937 0.042 Uiso 1 1 calc R
C14 C 0.6027(5) 0.52067(15) 0.78723(17) 0.0308(6) Uani 1 1 d .
H14 H 0.4841 0.5488 0.7628 0.037 Uiso 1 1 calc R
C15 C 0.1711(5) 0.65027(15) 0.52125(18) 0.0304(6) Uani 1 1 d .
H15A H 0.0364 0.6422 0.5546 0.036 Uiso 1 1 calc R
H15B H 0.1722 0.6116 0.4795 0.036 Uiso 1 1 calc R
C16 C 0.1480(4) 0.72454(14) 0.47945(16) 0.0260(6) Uani 1 1 d .
C17 C -0.0482(5) 0.76604(17) 0.48958(18) 0.0342(6) Uani 1 1 d .
H17 H -0.1648 0.7484 0.5230 0.041 Uiso 1 1 calc R
C18 C -0.0736(6) 0.83377(17) 0.4505(2) 0.0398(7) Uani 1 1 d .
H18 H -0.2069 0.8619 0.4576 0.048 Uiso 1 1 calc R
C19 C 0.0962(6) 0.85947(16) 0.40164(19) 0.0411(8) Uani 1 1 d .
H19 H 0.0801 0.9054 0.3756 0.049 Uiso 1 1 calc R
C20 C 0.2896(6) 0.81796(18) 0.39077(19) 0.0424(8) Uani 1 1 d .
H20 H 0.4050 0.8356 0.3569 0.051 Uiso 1 1 calc R
C21 C 0.3167(5) 0.75053(17) 0.42906(17) 0.0340(6) Uani 1 1 d .
H21 H 0.4494 0.7224 0.4209 0.041 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 180.000(1) 3_666 .
C1 Ni1 Br1 88.89(8) 3_666 3_666
C1 Ni1 Br1 91.11(8) . 3_666
C1 Ni1 Br1 91.11(8) 3_666 .
C1 Ni1 Br1 88.89(8) . .
Br1 Ni1 Br1 180.000(11) 3_666 .
C1 N1 C2 111.1(2) . .
C1 N1 C8 124.7(2) . .
C2 N1 C8 124.1(2) . .
C1 N2 C7 111.0(2) . .
C1 N2 C15 122.5(2) . .
C7 N2 C15 126.4(2) . .
N1 C1 N2 105.8(2) . .
N1 C1 Ni1 125.37(19) . .
N2 C1 Ni1 128.49(19) . .
C3 C2 C7 122.3(2) . .
C3 C2 N1 131.7(3) . .
C7 C2 N1 106.0(2) . .
C2 C3 C4 117.1(3) . .
C3 C4 C5 121.0(3) . .
C6 C5 C4 121.7(3) . .
C7 C6 C5 117.0(3) . .
C6 C7 C2 120.9(2) . .
C6 C7 N2 133.1(2) . .
C2 C7 N2 106.0(2) . .
N1 C8 C9 114.2(2) . .
C14 C9 C10 118.2(3) . .
C14 C9 C8 122.9(2) . .
C10 C9 C8 118.9(2) . .
C11 C10 C9 121.2(3) . .
C10 C11 C12 120.1(3) . .
C13 C12 C11 119.3(3) . .
C12 C13 C14 120.5(3) . .
C13 C14 C9 120.7(3) . .
N2 C15 C16 113.9(2) . .
C17 C16 C21 119.3(3) . .
C17 C16 C15 119.6(3) . .
C21 C16 C15 121.1(2) . .
C16 C17 C18 120.2(3) . .
C19 C18 C17 119.9(3) . .
C20 C19 C18 119.9(3) . .
C19 C20 C21 120.7(3) . .
C20 C21 C16 119.9(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C1 1.908(3) 3_666
Ni1 C1 1.908(3) .
Ni1 Br1 2.3025(3) 3_666
Ni1 Br1 2.3025(3) .
N1 C1 1.347(3) .
N1 C2 1.398(3) .
N1 C8 1.454(3) .
N2 C1 1.360(3) .
N2 C7 1.393(3) .
N2 C15 1.469(3) .
C2 C3 1.379(4) .
C2 C7 1.389(4) .
C3 C4 1.383(4) .
C4 C5 1.395(5) .
C5 C6 1.388(4) .
C6 C7 1.388(4) .
C8 C9 1.512(4) .
C9 C14 1.387(4) .
C9 C10 1.388(4) .
C10 C11 1.372(4) .
C11 C12 1.386(5) .
C12 C13 1.376(4) .
C13 C14 1.384(4) .
C15 C16 1.516(3) .
C16 C17 1.383(4) .
C16 C21 1.384(4) .
C17 C18 1.391(4) .
C18 C19 1.372(5) .
C19 C20 1.372(5) .
C20 C21 1.382(4) .
