#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:10:09 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178739 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/50/4085043.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_4085043
loop_
_publ_author_name
'Wen, Chunyan'
'Yuan, Shifang'
'Shi, Qisong'
'Yue, Erlin'
'Liu, Diansheng'
'Sun, Wen-Hua'
_publ_section_title
;
 Tailoring Polyethylenes by Nickel Complexes Bearing Modified
 1-(2-Benzhydrylnaphthylimino)-2-phenyliminoacenaphthylene Derivatives
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              7223
_journal_paper_doi               10.1021/om5010226
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C88 H76 Br4 N4 Ni2 O4'
_chemical_formula_weight         1690.51
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                66.65(3)
_cell_angle_beta                 73.31(3)
_cell_angle_gamma                81.27(3)
_cell_formula_units_Z            1
_cell_length_a                   10.922(2)
_cell_length_b                   13.776(3)
_cell_length_c                   16.110(3)
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      1.42
_cell_volume                     2129.7(9)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (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 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_sigmaI/netI    0.0638
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29909
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.42
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    2.367
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7403
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_platon_squeeze_details          ' ?'
_refine_diff_density_max         0.812
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     465
_refine_ls_number_reflns         9702
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_gt           0.0643
_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)+(0.1297P)²+0.6034P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1994
_refine_ls_wR_factor_ref         0.2078
_reflns_number_gt                7867
_reflns_number_total             9702
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5010226_si_001.cif
_cod_data_source_block           C4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 4085042--4085043.cif.
;
_cod_original_cell_volume        2129.7(7)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4085043
#BEGIN Tags that were not found in dictionaries:
_refine_ls_r_factor_ref          0.0747
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Br1 Br -0.09867(4) 0.90983(4) 0.09115(3) 0.02595(15) Uani 1 1 d .
Ni1 Ni 0.14355(5) 0.91385(4) 0.03998(4) 0.01655(15) Uani 1 1 d .
C44 C 0.0537(6) 0.9126(6) -0.3874(4) 0.0442(14) Uani 1 1 d .
H44A H -0.0037 0.8615 -0.3827 0.066 Uiso 1 1 calc R
H44B H 0.1333 0.9121 -0.4347 0.066 Uiso 1 1 calc R
H44C H 0.0122 0.9836 -0.4052 0.066 Uiso 1 1 calc R
O1 O 0.1276(3) 0.9797(2) 0.1375(2) 0.0233(6) Uani 1 1 d .
H1A H 0.1871 1.0239 0.1186 0.035 Uiso 1 1 d R
H1B H 0.0542 1.0130 0.1462 0.035 Uiso 1 1 d R
N1 N 0.1993(3) 0.7661(3) 0.1385(2) 0.0161(7) Uani 1 1 d .
N2 N 0.1690(3) 0.8135(3) -0.0355(2) 0.0186(7) Uani 1 1 d .
O2 O 0.3325(3) 0.9561(3) -0.0050(2) 0.0233(6) Uani 1 1 d .
H2A H 0.3774 0.9184 -0.0348 0.035 Uiso 1 1 d R
H2B H 0.3371 1.0212 -0.0408 0.035 Uiso 1 1 d R
C14 C 0.1147(4) 0.7246(4) 0.3043(3) 0.0230(9) Uani 1 1 d .
C18 C 0.4714(6) 0.7800(4) 0.3281(4) 0.0373(12) Uani 1 1 d .
H18 H 0.4797 0.7795 0.3854 0.045 Uiso 1 1 calc R
C24 C -0.1279(4) 0.7069(4) 0.3738(3) 0.0247(9) Uani 1 1 d .
C37 C 0.2270(4) 0.8882(4) -0.2055(3) 0.0248(9) Uani 1 1 d .
C42 C -0.0664(5) 0.7333(4) -0.0351(4) 0.0298(10) Uani 1 1 d .
H42A H -0.0224 0.6665 -0.0049 0.045 Uiso 1 1 calc R
H42B H -0.1401 0.7185 -0.0508 0.045 Uiso 1 1 calc R
H42C H -0.0958 0.7716 0.0074 0.045 Uiso 1 1 calc R
C13 C 0.2174(4) 0.7503(3) 0.2275(3) 0.0221(9) Uani 1 1 d .
C1 C 0.3026(4) 0.5507(4) 0.0590(3) 0.0228(9) Uani 1 1 d .
C25 C -0.1714(5) 0.8045(4) 0.3782(4) 0.0354(12) Uani 1 1 d .
H25 H -0.1281 0.8655 0.3325 0.042 Uiso 1 1 calc R
C22 C 0.3399(4) 0.7655(3) 0.2346(3) 0.0209(8) Uani 1 1 d .
C12 C 0.2132(4) 0.7195(3) 0.0071(3) 0.0180(8) Uani 1 1 d .
C41 C 0.0256(4) 0.8008(3) -0.1242(3) 0.0214(9) Uani 1 1 d .
C4 C 0.2958(5) 0.4943(4) -0.0842(4) 0.0314(11) Uani 1 1 d .
H4 H 0.2924 0.4734 -0.1331 0.038 Uiso 1 1 calc R
C2 C 0.2512(4) 0.6259(4) -0.0148(3) 0.0211(8) Uani 1 1 d .
C11 C 0.2383(4) 0.6971(3) 0.1011(3) 0.0186(8) Uani 1 1 d .
C36 C 0.1393(4) 0.8339(3) -0.1231(3) 0.0180(8) Uani 1 1 d .
C30 C 0.0022(4) 0.5895(4) 0.2891(3) 0.0227(9) Uani 1 1 d .
C40 C -0.0001(4) 0.8287(4) -0.2111(3) 0.0244(9) Uani 1 1 d .
H40 H -0.0788 0.8092 -0.2130 0.029 Uiso 1 1 calc R
C20 C 0.5673(5) 0.7960(4) 0.1680(4) 0.0325(11) Uani 1 1 d .
H20 H 0.6415 0.8051 0.1177 0.039 Uiso 1 1 calc R
C17 C 0.3520(5) 0.7640(4) 0.3214(3) 0.0270(10) Uani 1 1 d .
C23 C -0.0126(4) 0.6972(4) 0.2966(3) 0.0229(9) Uani 1 1 d .
H23 H -0.0284 0.7500 0.2363 0.027 Uiso 1 1 calc R
C3 C 0.2503(4) 0.5966(4) -0.0885(3) 0.0277(10) Uani 1 1 d .
H3 H 0.2196 0.6449 -0.1403 0.033 Uiso 1 1 calc R
C10 C 0.2996(4) 0.5892(3) 0.1302(3) 0.0216(9) Uani 1 1 d .
C9 C 0.3469(4) 0.5266(3) 0.2044(3) 0.0233(9) Uani 1 1 d .
H9 H 0.3466 0.5503 0.2523 0.028 Uiso 1 1 calc R
C15 C 0.1270(5) 0.7223(4) 0.3894(3) 0.0288(10) Uani 1 1 d .
H15 H 0.0558 0.7057 0.4423 0.035 Uiso 1 1 calc R
C35 C -0.0384(5) 0.5768(4) 0.2192(4) 0.0299(10) Uani 1 1 d .
H35 H -0.0764 0.6354 0.1776 0.036 Uiso 1 1 calc R
C6 C 0.3509(4) 0.4498(3) 0.0623(3) 0.0232(9) Uani 1 1 d .
C21 C 0.4509(4) 0.7826(4) 0.1585(3) 0.0279(10) Uani 1 1 d .
H21 H 0.4441 0.7846 0.1003 0.033 Uiso 1 1 calc R
C5 C 0.3450(5) 0.4229(4) -0.0122(4) 0.0304(11) Uani 1 1 d .
H5 H 0.3754 0.3547 -0.0128 0.036 Uiso 1 1 calc R
C32 C 0.0700(6) 0.4041(4) 0.3415(5) 0.0428(14) Uani 1 1 d .
H32 H 0.1051 0.3447 0.3843 0.051 Uiso 1 1 calc R
C39 C 0.0834(5) 0.8829(4) -0.2938(3) 0.0292(10) Uani 1 1 d .
C29 C -0.1951(5) 0.6202(5) 0.4420(3) 0.0338(11) Uani 1 1 d .
H29 H -0.1682 0.5514 0.4420 0.041 Uiso 1 1 calc R
C16 C 0.2425(5) 0.7440(4) 0.3968(4) 0.0342(11) Uani 1 1 d .
H16 H 0.2478 0.7455 0.4541 0.041 Uiso 1 1 calc R
C8 C 0.3965(5) 0.4248(4) 0.2073(3) 0.0276(10) Uani 1 1 d .
H8 H 0.4304 0.3806 0.2588 0.033 Uiso 1 1 calc R
C31 C 0.0559(5) 0.5025(4) 0.3491(3) 0.0287(10) Uani 1 1 d .
H31 H 0.0840 0.5101 0.3967 0.034 Uiso 1 1 calc R
C19 C 0.5746(5) 0.7961(4) 0.2558(4) 0.0373(12) Uani 1 1 d .
H19 H 0.6541 0.8077 0.2625 0.045 Uiso 1 1 calc R
C26 C -0.2759(6) 0.8168(5) 0.4466(4) 0.0429(13) Uani 1 1 d .
H26 H -0.3030 0.8853 0.4475 0.052 Uiso 1 1 calc R
C38 C 0.1983(5) 0.9100(4) -0.2898(3) 0.0272(10) Uani 1 1 d .
H38 H 0.2591 0.9444 -0.3464 0.033 Uiso 1 1 calc R
C27 C -0.3395(5) 0.7309(5) 0.5123(4) 0.0390(12) Uani 1 1 d .
H27 H -0.4107 0.7393 0.5597 0.047 Uiso 1 1 calc R
C43 C 0.3515(5) 0.9209(5) -0.2044(4) 0.0370(12) Uani 1 1 d .
H43A H 0.3346 0.9749 -0.1767 0.055 Uiso 1 1 calc R
H43B H 0.4046 0.9500 -0.2685 0.055 Uiso 1 1 calc R
H43C H 0.3966 0.8592 -0.1674 0.055 Uiso 1 1 calc R
C34 C -0.0236(6) 0.4803(6) 0.2105(5) 0.0488(16) Uani 1 1 d .
H34 H -0.0516 0.4724 0.1630 0.059 Uiso 1 1 calc R
C7 C 0.3989(5) 0.3858(4) 0.1408(4) 0.0307(10) Uani 1 1 d .
H7 H 0.4326 0.3161 0.1472 0.037 Uiso 1 1 calc R
C33 C 0.0321(6) 0.3940(5) 0.2709(5) 0.0518(17) Uani 1 1 d .
H33 H 0.0440 0.3279 0.2634 0.062 Uiso 1 1 calc R
C28 C -0.3018(5) 0.6327(5) 0.5107(4) 0.0400(12) Uani 1 1 d .
H28 H -0.3477 0.5729 0.5560 0.048 Uiso 1 1 calc R
Br2 Br 0.37628(4) 0.10830(4) 0.09864(4) 0.03076(16) Uani 1 1 d .
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'
Br Br -0.2901 2.4595 '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'
O O 0.0106 0.0060 '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 96.77(4) 2_575
O1 Ni1 O2 85.04(13) .
O1 Ni1 N2 166.74(14) .
O2 Ni1 N2 95.52(13) .
O1 Ni1 N1 87.72(13) .
O2 Ni1 N1 88.69(13) .
N2 Ni1 N1 79.05(14) .
O1 Ni1 Br1 85.93(9) .
O2 Ni1 Br1 165.71(9) .
N2 Ni1 Br1 95.80(10) .
N1 Ni1 Br1 102.01(10) .
O1 Ni1 Br1 95.63(9) 2_575
O2 Ni1 Br1 86.65(10) 2_575
N2 Ni1 Br1 97.63(10) 2_575
N1 Ni1 Br1 174.00(10) 2_575
Br1 Ni1 Br1 83.23(4) 2_575
C11 N1 C13 121.8(3) .
C11 N1 Ni1 111.2(3) .
C13 N1 Ni1 125.8(3) .
C12 N2 C36 117.3(3) .
C12 N2 Ni1 113.0(3) .
C36 N2 Ni1 129.6(3) .
C13 C14 C15 119.6(4) .
C13 C14 C23 119.8(4) .
C15 C14 C23 120.6(4) .
C19 C18 C17 121.6(5) .
C25 C24 C29 116.5(5) .
C25 C24 C23 120.6(4) .
C29 C24 C23 122.9(4) .
C38 C37 C36 118.4(4) .
C38 C37 C43 120.1(4) .
C36 C37 C43 121.4(4) .
C14 C13 C22 121.1(4) .
C14 C13 N1 119.1(4) .
C22 C13 N1 119.7(4) .
C6 C1 C2 123.9(4) .
C6 C1 C10 123.0(4) .
C2 C1 C10 113.1(4) .
C24 C25 C26 122.4(5) .
C21 C22 C13 122.5(4) .
C21 C22 C17 118.6(4) .
C13 C22 C17 118.9(4) .
N2 C12 C2 134.9(4) .
N2 C12 C11 117.1(4) .
C2 C12 C11 107.9(3) .
C36 C41 C40 117.4(4) .
C36 C41 C42 122.2(4) .
C40 C41 C42 120.4(4) .
C5 C4 C3 122.8(4) .
C3 C2 C1 117.8(4) .
C3 C2 C12 135.3(4) .
C1 C2 C12 106.9(4) .
N1 C11 C10 135.1(4) .
N1 C11 C12 118.3(4) .
C10 C11 C12 106.4(4) .
C37 C36 C41 121.5(4) .
C37 C36 N2 118.0(4) .
C41 C36 N2 120.6(4) .
C31 C30 C35 118.3(4) .
C31 C30 C23 122.0(4) .
C35 C30 C23 119.7(4) .
C39 C40 C41 122.9(4) .
C21 C20 C19 118.6(5) .
C18 C17 C16 123.0(5) .
C18 C17 C22 118.9(5) .
C16 C17 C22 118.0(4) .
C30 C23 C24 112.9(4) .
C30 C23 C14 109.6(4) .
C24 C23 C14 113.6(4) .
C2 C3 C4 118.4(5) .
C9 C10 C1 119.7(4) .
C9 C10 C11 134.8(4) .
C1 C10 C11 105.6(4) .
C10 C9 C8 117.3(4) .
C16 C15 C14 120.4(5) .
C34 C35 C30 120.4(5) .
C1 C6 C5 116.3(4) .
C1 C6 C7 116.2(4) .
C5 C6 C7 127.5(4) .
C20 C21 C22 121.0(5) .
C4 C5 C6 120.7(4) .
C33 C32 C31 119.0(6) .
C40 C39 C38 117.8(4) .
C40 C39 C44 122.1(5) .
C38 C39 C44 120.1(5) .
C24 C29 C28 121.2(5) .
C15 C16 C17 121.6(5) .
C7 C8 C9 124.2(4) .
C30 C31 C32 121.7(5) .
C18 C19 C20 121.3(5) .
C27 C26 C25 119.9(5) .
C37 C38 C39 121.9(4) .
C26 C27 C28 120.3(5) .
C35 C34 C33 120.4(6) .
C8 C7 C6 119.6(4) .
C32 C33 C34 120.2(5) .
C27 C28 C29 119.8(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 Ni1 2.5371(9) .
Br1 Ni1 2.6016(12) 2_575
Ni1 O1 2.061(3) .
Ni1 O2 2.072(3) .
Ni1 N2 2.118(3) .
Ni1 N1 2.156(4) .
Ni1 Br1 2.6016(13) 2_575
C44 C39 1.515(7) .
N1 C11 1.277(5) .
N1 C13 1.430(5) .
N2 C12 1.295(6) .
N2 C36 1.449(5) .
C14 C13 1.375(7) .
C14 C15 1.404(6) .
C14 C23 1.545(6) .
C18 C19 1.340(9) .
C18 C17 1.396(7) .
C24 C25 1.378(7) .
C24 C29 1.391(7) .
C24 C23 1.528(6) .
C37 C38 1.388(6) .
C37 C36 1.392(6) .
C37 C43 1.503(6) .
C42 C41 1.527(7) .
C13 C22 1.429(6) .
C1 C6 1.397(6) .
C1 C2 1.426(6) .
C1 C10 1.432(6) .
C25 C26 1.382(7) .
C22 C21 1.426(7) .
C22 C17 1.433(6) .
C12 C2 1.439(6) .
C12 C11 1.519(6) .
C41 C36 1.393(6) .
C41 C40 1.397(6) .
C4 C5 1.377(7) .
C4 C3 1.403(7) .
C2 C3 1.401(6) .
C11 C10 1.485(6) .
C30 C31 1.381(7) .
C30 C35 1.400(6) .
C30 C23 1.516(6) .
C40 C39 1.373(7) .
C20 C21 1.371(7) .
C20 C19 1.439(8) .
C17 C16 1.408(7) .
C10 C9 1.356(6) .
C9 C8 1.412(6) .
C15 C16 1.387(7) .
C35 C34 1.373(8) .
C6 C5 1.410(7) .
C6 C7 1.417(7) .
C32 C33 1.378(10) .
C32 C31 1.391(7) .
C39 C38 1.388(7) .
C29 C28 1.401(7) .
C8 C7 1.370(7) .
C26 C27 1.356(9) .
C27 C28 1.361(8) .
C34 C33 1.390(10) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.500 -0.036 0.500 402.1 219.7
