#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:47:38 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179936 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/31/7023187.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_7023187
loop_
_publ_author_name
'Zhang, Dao'
'Zhou, Sen'
'Li, Zhiming'
'Wang, Quanrui'
'Weng, Linhong'
_publ_section_title
;
 Direct synthesis of cis-dihalido-bis(NHC) complex of nickel(II) and
 catalytic application in olefin addition polymerization: effect of
 halogen co-ligands and density functional theory study.
;
_journal_issue                   33
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12020
_journal_page_last               12030
_journal_paper_doi               10.1039/c3dt50957e
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C30 H42 Br2 N6 Ni'
_chemical_formula_weight         705.22
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 111.141(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.292(6)
_cell_length_b                   13.510(8)
_cell_length_c                   12.261(7)
_cell_measurement_temperature    293(2)
_cell_volume                     1590.1(16)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7123
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.006
_diffrn_reflns_theta_min         2.122
_exptl_absorpt_coefficient_mu    3.152
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.846
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3114
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      0.849
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0480P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1717
_reflns_number_total             3114
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c3dt50957e.txt
_cod_data_source_block           a20106a
_cod_original_cell_volume        1590.1(15)
_cod_database_code               7023187
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.506
_shelx_estimated_absorpt_t_max   0.743
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.5000 1.0000 0.0580(2) Uani 1 2 d S . P . .
Br1 Br 0.18510(5) 0.46677(3) 1.17268(4) 0.0866(2) Uani 1 1 d . . . . .
N1 N -0.3480(5) 0.2810(3) 0.7780(4) 0.1074(14) Uani 1 1 d . . . . .
H1D H -0.2946 0.3316 0.8022 0.129 Uiso 1 1 calc R U . . .
N2 N -0.0301(4) 0.2915(2) 0.9482(3) 0.0699(9) Uani 1 1 d . . . . .
N3 N 0.1208(3) 0.3461(2) 0.8789(3) 0.0674(9) Uani 1 1 d . . . . .
C1 C -0.4460(6) 0.2800(4) 0.6611(6) 0.128(2) Uani 1 1 d . . . . .
H1A H -0.4341 0.2207 0.6226 0.192 Uiso 1 1 calc R U . . .
H1B H -0.4310 0.3367 0.6199 0.192 Uiso 1 1 calc R U . . .
H1C H -0.5388 0.2820 0.6621 0.192 Uiso 1 1 calc R U . . .
C2 C -0.3365(5) 0.2039(3) 0.8528(5) 0.0842(14) Uani 1 1 d . . . . .
C3 C -0.4313(5) 0.1253(4) 0.8180(5) 0.0922(15) Uani 1 1 d . . . . .
H3 H -0.5039 0.1272 0.7459 0.111 Uiso 1 1 calc R U . . .
C4 C -0.4170(7) 0.0474(4) 0.8888(6) 0.1083(18) Uani 1 1 d . . . . .
H4 H -0.4792 -0.0050 0.8632 0.130 Uiso 1 1 calc R U . . .
C5 C -0.3141(7) 0.0416(4) 0.9982(6) 0.1078(18) Uani 1 1 d . . . . .
H5 H -0.3063 -0.0134 1.0457 0.129 Uiso 1 1 calc R U . . .
C6 C -0.2227(6) 0.1208(4) 1.0349(5) 0.0978(15) Uani 1 1 d . . . . .
H6 H -0.1539 0.1196 1.1091 0.117 Uiso 1 1 calc R U . . .
C7 C -0.2323(5) 0.2022(3) 0.9621(5) 0.0787(13) Uani 1 1 d . . . . .
C8 C -0.1331(5) 0.2870(3) 1.0055(4) 0.0788(13) Uani 1 1 d . . . . .
H8A H -0.1853 0.3484 0.9915 0.095 Uiso 1 1 calc R U . . .
H8B H -0.0849 0.2803 1.0893 0.095 Uiso 1 1 calc R U . . .
C9 C 0.0165(5) 0.2114(3) 0.9033(4) 0.0840(14) Uani 1 1 d . . . . .
H9 H -0.0118 0.1460 0.9029 0.101 Uiso 1 1 calc R U . . .
C10 C 0.1090(5) 0.2452(3) 0.8607(4) 0.0838(14) Uani 1 1 d . . . . .
H10 H 0.1577 0.2075 0.8247 0.101 Uiso 1 1 calc R U . . .
C11 C 0.0360(4) 0.3763(3) 0.9357(3) 0.0601(10) Uani 1 1 d . . . . .
C12 C 0.2181(5) 0.4057(3) 0.8400(4) 0.0818(13) Uani 1 1 d D . . . .
C13 C 0.2145(15) 0.5119(6) 0.8663(15) 0.130(6) Uani 0.702(17) 1 d D . P A 1
H13A H 0.1348 0.5421 0.8085 0.195 Uiso 0.702(17) 1 calc R U P A 1
H13B H 0.2978 0.5433 0.8653 0.195 Uiso 0.702(17) 1 calc R U P A 1
H13C H 0.2086 0.5197 0.9422 0.195 Uiso 0.702(17) 1 calc R U P A 1
C14 C 0.1722(15) 0.3871(10) 0.7065(8) 0.139(6) Uani 0.702(17) 1 d . . P A 1
H14A H 0.0725 0.3820 0.6732 0.208 Uiso 0.702(17) 1 calc R U P A 1
H14B H 0.2132 0.3267 0.6931 0.208 Uiso 0.702(17) 1 calc R U P A 1
H14C H 0.2024 0.4412 0.6707 0.208 Uiso 0.702(17) 1 calc R U P A 1
C15 C 0.3608(9) 0.3650(9) 0.8891(15) 0.142(5) Uani 0.702(17) 1 d . . P A 1
H15A H 0.3720 0.3146 0.8380 0.214 Uiso 0.702(17) 1 calc R U P A 1
H15B H 0.3761 0.3369 0.9647 0.214 Uiso 0.702(17) 1 calc R U P A 1
H15C H 0.4270 0.4170 0.8966 0.214 Uiso 0.702(17) 1 calc R U P A 1
C13' C 0.337(2) 0.438(3) 0.9525(18) 0.136(16) Uani 0.298(17) 1 d . . P A 2
H13D H 0.3007 0.4501 1.0131 0.204 Uiso 0.298(17) 1 calc R U P A 2
H13E H 0.3790 0.4976 0.9376 0.204 Uiso 0.298(17) 1 calc R U P A 2
H13F H 0.4062 0.3867 0.9769 0.204 Uiso 0.298(17) 1 calc R U P A 2
C14' C 0.135(3) 0.4989(16) 0.788(2) 0.098(8) Uani 0.298(17) 1 d . . P A 2
H14D H 0.0573 0.4820 0.7195 0.147 Uiso 0.298(17) 1 calc R U P A 2
H14E H 0.1942 0.5449 0.7682 0.147 Uiso 0.298(17) 1 calc R U P A 2
H14F H 0.1028 0.5286 0.8449 0.147 Uiso 0.298(17) 1 calc R U P A 2
C15' C 0.268(4) 0.355(2) 0.756(3) 0.146(11) Uani 0.298(17) 1 d D U P A 2
H15D H 0.1902 0.3407 0.6858 0.220 Uiso 0.298(17) 1 calc R U P A 2
H15E H 0.3133 0.2943 0.7898 0.220 Uiso 0.298(17) 1 calc R U P A 2
H15F H 0.3327 0.3969 0.7379 0.220 Uiso 0.298(17) 1 calc R U P A 2
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
C11 Ni1 C11 180.0(2) . 3_567
C11 Ni1 Br1 89.42(11) . .
C11 Ni1 Br1 90.58(11) 3_567 .
C11 Ni1 Br1 90.58(11) . 3_567
C11 Ni1 Br1 89.42(11) 3_567 3_567
Br1 Ni1 Br1 180.0 . 3_567
C2 N1 C1 121.9(5) . .
C2 N1 H1D 119.1 . .
C1 N1 H1D 119.1 . .
C11 N2 C9 110.7(3) . .
C11 N2 C8 124.2(3) . .
C9 N2 C8 125.1(3) . .
C11 N3 C10 110.1(3) . .
C11 N3 C12 129.1(3) . .
C10 N3 C12 120.8(3) . .
N1 C1 H1A 109.5 . .
N1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
N1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N1 C2 C7 120.9(5) . .
N1 C2 C3 119.5(5) . .
C7 C2 C3 119.7(5) . .
C4 C3 C2 119.8(6) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 122.8(6) . .
C3 C4 H4 118.6 . .
C5 C4 H4 118.6 . .
C4 C5 C6 117.7(5) . .
C4 C5 H5 121.2 . .
C6 C5 H5 121.2 . .
C5 C6 C7 121.0(5) . .
C5 C6 H6 119.5 . .
C7 C6 H6 119.5 . .
C2 C7 C6 119.0(5) . .
C2 C7 C8 121.6(4) . .
C6 C7 C8 119.5(5) . .
N2 C8 C7 112.2(3) . .
N2 C8 H8A 109.2 . .
C7 C8 H8A 109.2 . .
N2 C8 H8B 109.2 . .
C7 C8 H8B 109.2 . .
H8A C8 H8B 107.9 . .
C10 C9 N2 107.0(4) . .
C10 C9 H9 126.5 . .
N2 C9 H9 126.5 . .
C9 C10 N3 108.1(4) . .
C9 C10 H10 125.9 . .
N3 C10 H10 125.9 . .
N3 C11 N2 104.1(3) . .
N3 C11 Ni1 135.9(3) . .
N2 C11 Ni1 120.0(3) . .
C13 C12 C15 111.9(7) . .
C13 C12 N3 112.5(5) . .
C15' C12 N3 114.6(12) . .
C15 C12 N3 110.6(5) . .
C15' C12 C14' 112.1(16) . .
N3 C12 C14' 103.9(9) . .
C13 C12 C14 111.5(8) . .
C15 C12 C14 104.4(7) . .
N3 C12 C14 105.4(5) . .
C15' C12 C13' 113.1(16) . .
N3 C12 C13' 106.0(7) . .
C14' C12 C13' 106.4(15) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C12 C15 H15A 109.5 . .
C12 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C12 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C12 C13' H13D 109.5 . .
C12 C13' H13E 109.5 . .
H13D C13' H13E 109.5 . .
C12 C13' H13F 109.5 . .
H13D C13' H13F 109.5 . .
H13E C13' H13F 109.5 . .
C12 C14' H14D 109.5 . .
C12 C14' H14E 109.5 . .
H14D C14' H14E 109.5 . .
C12 C14' H14F 109.5 . .
H14D C14' H14F 109.5 . .
H14E C14' H14F 109.5 . .
C12 C15' H15D 109.5 . .
C12 C15' H15E 109.5 . .
H15D C15' H15E 109.5 . .
C12 C15' H15F 109.5 . .
H15D C15' H15F 109.5 . .
H15E C15' H15F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C11 1.940(4) .
Ni1 C11 1.940(4) 3_567
Ni1 Br1 2.3247(10) .
Ni1 Br1 2.3247(10) 3_567
N1 C2 1.364(6) .
N1 C1 1.425(6) .
N1 H1D 0.8600 .
N2 C11 1.369(4) .
N2 C9 1.376(5) .
N2 C8 1.469(5) .
N3 C11 1.360(4) .
N3 C10 1.380(5) .
N3 C12 1.491(5) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C7 1.381(6) .
C2 C3 1.400(6) .
C3 C4 1.338(7) .
C3 H3 0.9300 .
C4 C5 1.379(7) .
C4 H4 0.9300 .
C5 C6 1.388(7) .
C5 H5 0.9300 .
C6 C7 1.398(6) .
C6 H6 0.9300 .
C7 C8 1.499(6) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.321(5) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C12 C13 1.475(7) .
C12 C15' 1.474(10) .
C12 C15 1.478(10) .
C12 C14' 1.52(2) .
C12 C14 1.551(9) .
C12 C13' 1.54(2) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C13' H13D 0.9600 .
C13' H13E 0.9600 .
C13' H13F 0.9600 .
C14' H14D 0.9600 .
C14' H14E 0.9600 .
C14' H14F 0.9600 .
C15' H15D 0.9600 .
C15' H15E 0.9600 .
C15' H15F 0.9600 .
