#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:40:08 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179591 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/56/4505631.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_4505631
loop_
_publ_author_name
'Zai, Shaobo'
'Gao, Haiyang'
'Huang, Zengfang'
'Hu, Haibin'
'Wu, Han'
'Wu, Qing'
_publ_section_title
;
 Substituent Effects of Pyridine-amine Nickel Catalyst Precursors on
 Ethylene Polymerization
;
_journal_issue                   3
_journal_name_full               'ACS Catalysis'
_journal_page_first              433
_journal_paper_doi               10.1021/cs200593c
_journal_volume                  2
_journal_year                    2012
_chemical_formula_sum            'C48 H56 Br4 N4 Ni2'
_chemical_formula_weight         1126.03
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 110.777(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.0495(19)
_cell_length_b                   9.9391(14)
_cell_length_c                   17.681(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     2308.4(5)
_computing_cell_refinement       'Nonius CAD4 software'
_computing_data_collection       'Nonius CAD4 software'
_computing_data_reduction        'XCAD (P.McArdle, 2000)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  '4-circle diffractometer'
_diffrn_measurement_method       'scintillation counter'
_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  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12518
_diffrn_reflns_theta_full        27.09
_diffrn_reflns_theta_max         27.09
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    4.315
_exptl_absorpt_correction_T_max  0.422
_exptl_absorpt_correction_T_min  0.137
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         5015
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0289
_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)+(0.0319P)²+0.0363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0634
_refine_ls_wR_factor_ref         0.0713
_reflns_number_gt                3806
_reflns_number_total             5015
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cs200593c_si_002.cif
_cod_data_source_block           1
_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.

'_exptl_absorpt_correction_type' value 'Multi-Scan'
changed to 'multi-scan' 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      P21/n
_cod_database_code               4505631
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Br1 Br 0.62484(2) 0.44743(3) 0.558795(15) 0.01904(8) Uani 1 1 d .
Br2 Br 0.39400(2) 0.19434(3) 0.441304(16) 0.02464(9) Uani 1 1 d .
Ni1 Ni 0.44899(3) 0.36696(3) 0.542637(19) 0.01599(9) Uani 1 1 d .
N1 N 0.51831(16) 0.2490(2) 0.64122(13) 0.0171(5) Uani 1 1 d .
N2 N 0.42247(16) 0.4890(2) 0.63114(12) 0.0162(5) Uani 1 1 d .
H2 H 0.4606 0.5619 0.6253 0.023(8) Uiso 1 1 d R
C1 C 0.3197(2) 0.5387(3) 0.61828(15) 0.0163(6) Uani 1 1 d .
C2 C 0.2407(2) 0.4454(3) 0.60496(15) 0.0192(6) Uani 1 1 d .
C3 C 0.1453(2) 0.4911(3) 0.60029(17) 0.0257(7) Uani 1 1 d .
H3 H 0.0917 0.4282 0.5925 0.031 Uiso 1 1 calc R
C4 C 0.1271(2) 0.6259(3) 0.60676(18) 0.0275(7) Uani 1 1 d .
H4 H 0.0618 0.6557 0.6043 0.033 Uiso 1 1 calc R
C5 C 0.2046(2) 0.7172(3) 0.61681(17) 0.0254(7) Uani 1 1 d .
H5 H 0.1909 0.8103 0.6195 0.031 Uiso 1 1 calc R
C6 C 0.3021(2) 0.6778(3) 0.62319(16) 0.0204(6) Uani 1 1 d .
C7 C 0.2528(2) 0.2954(3) 0.59170(16) 0.0220(6) Uani 1 1 d .
H7 H 0.3231 0.2809 0.5915 0.026 Uiso 1 1 calc R
C8 C 0.1773(2) 0.2514(3) 0.50902(18) 0.0343(8) Uani 1 1 d .
H8A H 0.1079 0.2554 0.5095 0.051 Uiso 1 1 calc R
H8B H 0.1928 0.1590 0.4977 0.051 Uiso 1 1 calc R
H8C H 0.1832 0.3115 0.4670 0.051 Uiso 1 1 calc R
C9 C 0.2408(3) 0.2092(3) 0.65926(18) 0.0324(8) Uani 1 1 d .
H9A H 0.2923 0.2352 0.7111 0.049 Uiso 1 1 calc R
H9B H 0.2497 0.1141 0.6486 0.049 Uiso 1 1 calc R
H9C H 0.1728 0.2227 0.6615 0.049 Uiso 1 1 calc R
C10 C 0.3811(2) 0.7887(3) 0.63270(17) 0.0232(6) Uani 1 1 d .
H10 H 0.4456 0.7450 0.6336 0.028 Uiso 1 1 calc R
C11 C 0.3462(2) 0.8850(3) 0.56094(18) 0.0301(7) Uani 1 1 d .
H11A H 0.3348 0.8347 0.5108 0.045 Uiso 1 1 calc R
H11B H 0.3987 0.9534 0.5673 0.045 Uiso 1 1 calc R
H11C H 0.2827 0.9288 0.5586 0.045 Uiso 1 1 calc R
C12 C 0.4038(3) 0.8650(3) 0.71290(19) 0.0318(8) Uani 1 1 d .
H12A H 0.3412 0.9073 0.7139 0.048 Uiso 1 1 calc R
H12B H 0.4551 0.9345 0.7177 0.048 Uiso 1 1 calc R
H12C H 0.4296 0.8019 0.7582 0.048 Uiso 1 1 calc R
C13 C 0.5356(2) 0.3083(3) 0.71284(16) 0.0191(6) Uani 1 1 d .
C14 C 0.6060(2) 0.2568(3) 0.78367(17) 0.0281(7) Uani 1 1 d .
H14 H 0.6193 0.3024 0.8336 0.034 Uiso 1 1 calc R
C15 C 0.6562(3) 0.1390(3) 0.78082(18) 0.0318(8) Uani 1 1 d .
H15 H 0.7037 0.1016 0.8289 0.038 Uiso 1 1 calc R
C16 C 0.6367(2) 0.0758(3) 0.70697(17) 0.0248(7) Uani 1 1 d .
H16 H 0.6697 -0.0063 0.7036 0.030 Uiso 1 1 calc R
C17 C 0.5683(2) 0.1344(3) 0.63837(17) 0.0203(6) Uani 1 1 d .
H17 H 0.5562 0.0927 0.5875 0.024 Uiso 1 1 calc R
C18 C 0.4708(2) 0.4300(3) 0.71480(15) 0.0184(6) Uani 1 1 d .
H18 H 0.4137 0.3957 0.7308 0.022 Uiso 1 1 calc R
C19 C 0.5264(2) 0.5336(3) 0.77758(16) 0.0205(6) Uani 1 1 d .
C20 C 0.5033(2) 0.5485(3) 0.84717(17) 0.0289(7) Uani 1 1 d .
H20 H 0.4521 0.4939 0.8551 0.035 Uiso 1 1 calc R
C21 C 0.5548(3) 0.6430(3) 0.90541(18) 0.0369(9) Uani 1 1 d .
H21 H 0.5396 0.6513 0.9535 0.044 Uiso 1 1 calc R
C22 C 0.6269(3) 0.7238(4) 0.89397(19) 0.0388(9) Uani 1 1 d .
H22 H 0.6607 0.7894 0.9334 0.047 Uiso 1 1 calc R
C23 C 0.6507(2) 0.7100(3) 0.82486(19) 0.0352(8) Uani 1 1 d .
H23 H 0.7006 0.7666 0.8167 0.042 Uiso 1 1 calc R
C24 C 0.6016(2) 0.6135(3) 0.76723(18) 0.0280(7) Uani 1 1 d .
H24 H 0.6197 0.6023 0.7207 0.034 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_3
Ni1 Br1 Ni1 90.697(15) 3_666
N1 Ni1 N2 81.56(9) .
N1 Ni1 Br2 99.00(6) .
N2 Ni1 Br2 150.13(6) .
N1 Ni1 Br1 86.20(6) .
N2 Ni1 Br1 99.06(6) .
Br2 Ni1 Br1 110.793(17) .
N1 Ni1 Br1 168.15(6) 3_666
N2 Ni1 Br1 88.33(6) 3_666
Br2 Ni1 Br1 92.847(18) 3_666
Br1 Ni1 Br1 89.303(15) 3_666
C13 N1 C17 119.0(2) .
C13 N1 Ni1 115.25(18) .
C17 N1 Ni1 123.42(18) .
C1 N2 C18 111.0(2) .
C1 N2 Ni1 120.07(16) .
C18 N2 Ni1 111.51(16) .
C1 N2 H2 107.2 .
C18 N2 H2 109.6 .
Ni1 N2 H2 96.0 .
C2 C1 C6 120.8(3) .
C2 C1 N2 118.8(2) .
C6 C1 N2 120.3(2) .
C3 C2 C1 118.9(3) .
C3 C2 C7 117.9(3) .
C1 C2 C7 123.2(2) .
C4 C3 C2 121.1(3) .
C4 C3 H3 119.4 .
C2 C3 H3 119.4 .
C3 C4 C5 119.3(3) .
C3 C4 H4 120.3 .
C5 C4 H4 120.3 .
C4 C5 C6 122.3(3) .
C4 C5 H5 118.8 .
C6 C5 H5 118.8 .
C5 C6 C1 117.4(3) .
C5 C6 C10 117.4(3) .
C1 C6 C10 125.1(3) .
C9 C7 C2 112.3(2) .
C9 C7 C8 110.8(3) .
C2 C7 C8 110.4(2) .
C9 C7 H7 107.8 .
C2 C7 H7 107.8 .
C8 C7 H7 107.8 .
C7 C8 H8A 109.5 .
C7 C8 H8B 109.5 .
H8A C8 H8B 109.5 .
C7 C8 H8C 109.5 .
H8A C8 H8C 109.5 .
H8B C8 H8C 109.5 .
C7 C9 H9A 109.5 .
C7 C9 H9B 109.5 .
H9A C9 H9B 109.5 .
C7 C9 H9C 109.5 .
H9A C9 H9C 109.5 .
H9B C9 H9C 109.5 .
C11 C10 C6 110.8(2) .
C11 C10 C12 110.9(2) .
C6 C10 C12 111.2(2) .
C11 C10 H10 107.9 .
C6 C10 H10 107.9 .
C12 C10 H10 107.9 .
C10 C11 H11A 109.5 .
C10 C11 H11B 109.5 .
H11A C11 H11B 109.5 .
C10 C11 H11C 109.5 .
H11A C11 H11C 109.5 .
H11B C11 H11C 109.5 .
C10 C12 H12A 109.5 .
C10 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
C10 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
N1 C13 C14 121.5(3) .
N1 C13 C18 117.5(2) .
C14 C13 C18 120.8(2) .
C15 C14 C13 119.4(3) .
C15 C14 H14 120.3 .
C13 C14 H14 120.3 .
C14 C15 C16 119.2(3) .
C14 C15 H15 120.4 .
C16 C15 H15 120.4 .
C17 C16 C15 118.6(3) .
C17 C16 H16 120.7 .
C15 C16 H16 120.7 .
N1 C17 C16 122.2(3) .
N1 C17 H17 118.9 .
C16 C17 H17 118.9 .
N2 C18 C19 113.0(2) .
N2 C18 C13 110.5(2) .
C19 C18 C13 113.6(2) .
N2 C18 H18 106.4 .
C19 C18 H18 106.4 .
C13 C18 H18 106.4 .
C24 C19 C20 119.1(3) .
C24 C19 C18 120.9(3) .
C20 C19 C18 120.0(3) .
C19 C20 C21 120.2(3) .
C19 C20 H20 119.9 .
C21 C20 H20 119.9 .
C22 C21 C20 120.5(3) .
C22 C21 H21 119.8 .
C20 C21 H21 119.8 .
C21 C22 C23 119.9(3) .
C21 C22 H22 120.1 .
C23 C22 H22 120.1 .
C22 C23 C24 120.2(3) .
C22 C23 H23 119.9 .
C24 C23 H23 119.9 .
C19 C24 C23 120.1(3) .
C19 C24 H24 119.9 .
C23 C24 H24 119.9 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 Ni1 2.5149(5) .
Br1 Ni1 2.5250(5) 3_666
Br2 Ni1 2.4018(5) .
Ni1 N1 2.039(2) .
Ni1 N2 2.115(2) .
Ni1 Br1 2.5250(5) 3_666
N1 C13 1.339(3) .
N1 C17 1.348(3) .
N2 C1 1.466(3) .
N2 C18 1.510(3) .
N2 H2 0.9298 .
C1 C2 1.401(4) .
C1 C6 1.412(4) .
C2 C3 1.389(4) .
C2 C7 1.528(4) .
C3 C4 1.376(4) .
C3 H3 0.9500 .
C4 C5 1.380(4) .
C4 H4 0.9500 .
C5 C6 1.390(4) .
C5 H5 0.9500 .
C6 C10 1.530(4) .
C7 C9 1.527(4) .
C7 C8 1.534(4) .
C7 H7 1.0000 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.525(4) .
C10 C12 1.539(4) .
C10 H10 1.0000 .
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 C14 1.389(4) .
C13 C18 1.522(4) .
C14 C15 1.377(4) .
C14 H14 0.9500 .
C15 C16 1.386(4) .
C15 H15 0.9500 .
C16 C17 1.381(4) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C19 1.512(4) .
C18 H18 1.0000 .
C19 C24 1.384(4) .
C19 C20 1.387(4) .
C20 C21 1.393(4) .
C20 H20 0.9500 .
C21 C22 1.362(5) .
C21 H21 0.9500 .
C22 C23 1.383(5) .
C22 H22 0.9500 .
C23 C24 1.391(4) .
C23 H23 0.9500 .
C24 H24 0.9500 .
