#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/04/4080490.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_4080490
loop_
_publ_author_name
'Qiao, Ya-Lin'
'Jin, Guo-Xin'
_publ_section_title
;
 Nickel(II) and Palladium(II) Complexes with Tridentate [C,N,S] and
 [C,N,P] Ligands: Syntheses, Characterization, and Catalytic Norbornene
 Polymerization
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1932
_journal_paper_doi               10.1021/om400033n
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C25 H19 Br N P'
_chemical_formula_weight         444.29
_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                 106.456(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.739(2)
_cell_length_b                   17.527(4)
_cell_length_c                   11.279(2)
_cell_measurement_reflns_used    3951
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.27
_cell_measurement_theta_min      2.21
_cell_volume                     2036.0(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14480
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        5.39
_exptl_absorpt_coefficient_mu    2.108
_exptl_absorpt_correction_T_max  0.5704
_exptl_absorpt_correction_T_min  0.3412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.672
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4669
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0718P)²+1.6200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1299
_refine_ls_wR_factor_ref         0.1423
_reflns_number_gt                3498
_reflns_number_total             4669
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400033n_si_001.cif
_cod_data_source_block           Lb
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4080490
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
Br1 Br 0.74725(4) 0.13469(2) 0.41671(4) 0.04409(15) Uani 1 1 d .
P1 P 0.06020(8) 0.05741(5) 0.30806(8) 0.0269(2) Uani 1 1 d .
N1 N 0.3442(3) 0.06608(16) 0.3836(3) 0.0345(7) Uani 1 1 d .
C1 C 0.6258(3) 0.1929(2) 0.4718(3) 0.0321(7) Uani 1 1 d .
C2 C 0.6678(4) 0.2582(2) 0.5385(3) 0.0384(8) Uani 1 1 d .
H2 H 0.7553 0.2743 0.5528 0.046 Uiso 1 1 calc R
C3 C 0.5845(4) 0.3004(2) 0.5849(4) 0.0424(9) Uani 1 1 d .
H3 H 0.6140 0.3456 0.6308 0.051 Uiso 1 1 calc R
C4 C 0.4571(4) 0.2765(2) 0.5643(4) 0.0457(9) Uani 1 1 d .
H4 H 0.3992 0.3054 0.5964 0.055 Uiso 1 1 calc R
C5 C 0.4141(4) 0.2110(2) 0.4974(3) 0.0392(8) Uani 1 1 d .
H5 H 0.3268 0.1948 0.4843 0.047 Uiso 1 1 calc R
C6 C 0.4973(3) 0.16836(19) 0.4489(3) 0.0318(7) Uani 1 1 d .
C7 C 0.4492(4) 0.0985(2) 0.3777(3) 0.0359(8) Uani 1 1 d .
H7 H 0.4969 0.0771 0.3266 0.043 Uiso 1 1 calc R
C8 C 0.3024(3) -0.00132(18) 0.3162(3) 0.0276(7) Uani 1 1 d .
C9 C 0.3892(3) -0.0560(2) 0.2963(3) 0.0344(8) Uani 1 1 d .
H9 H 0.4801 -0.0481 0.3279 0.041 Uiso 1 1 calc R
C10 C 0.3426(4) -0.12153(19) 0.2306(3) 0.0351(8) Uani 1 1 d .
H10 H 0.4018 -0.1585 0.2170 0.042 Uiso 1 1 calc R
C11 C 0.2118(4) -0.13359(18) 0.1849(3) 0.0313(7) Uani 1 1 d .
H11 H 0.1805 -0.1790 0.1403 0.038 Uiso 1 1 calc R
C12 C 0.1246(3) -0.07940(18) 0.2036(3) 0.0264(7) Uani 1 1 d .
H12 H 0.0340 -0.0876 0.1700 0.032 Uiso 1 1 calc R
C13 C 0.1681(3) -0.01364(17) 0.2707(3) 0.0248(6) Uani 1 1 d .
C14 C 0.0677(3) 0.13550(17) 0.2032(3) 0.0246(6) Uani 1 1 d .
C15 C 0.1188(3) 0.12860(18) 0.1030(3) 0.0296(7) Uani 1 1 d .
H15 H 0.1498 0.0805 0.0849 0.035 Uiso 1 1 calc R
C16 C 0.1248(3) 0.19111(19) 0.0296(3) 0.0315(7) Uani 1 1 d .
H16 H 0.1596 0.1855 -0.0385 0.038 Uiso 1 1 calc R
C17 C 0.0808(3) 0.26098(19) 0.0550(3) 0.0332(8) Uani 1 1 d .
H17 H 0.0869 0.3041 0.0059 0.040 Uiso 1 1 calc R
C18 C 0.0273(4) 0.26801(19) 0.1533(3) 0.0346(8) Uani 1 1 d .
H18 H -0.0046 0.3161 0.1706 0.042 Uiso 1 1 calc R
C19 C 0.0201(3) 0.20574(18) 0.2255(3) 0.0290(7) Uani 1 1 d .
H19 H -0.0180 0.2111 0.2915 0.035 Uiso 1 1 calc R
C20 C -0.0993(3) 0.01572(18) 0.2367(3) 0.0258(6) Uani 1 1 d .
C21 C -0.1751(3) 0.0305(2) 0.1158(3) 0.0318(7) Uani 1 1 d .
H21 H -0.1441 0.0647 0.0652 0.038 Uiso 1 1 calc R
C22 C -0.2956(4) -0.0045(2) 0.0688(3) 0.0401(9) Uani 1 1 d .
H22 H -0.3463 0.0058 -0.0134 0.048 Uiso 1 1 calc R
C23 C -0.3412(4) -0.0545(2) 0.1423(4) 0.0453(10) Uani 1 1 d .
H23 H -0.4230 -0.0787 0.1106 0.054 Uiso 1 1 calc R
C24 C -0.2671(4) -0.0689(2) 0.2620(4) 0.0452(10) Uani 1 1 d .
H24 H -0.2980 -0.1032 0.3124 0.054 Uiso 1 1 calc R
C25 C -0.1485(3) -0.0339(2) 0.3083(3) 0.0325(7) Uani 1 1 d .
H25 H -0.0992 -0.0438 0.3911 0.039 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'
P P 0.1023 0.0942 '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
C14 P1 C20 102.86(14)
C14 P1 C13 102.37(14)
C20 P1 C13 101.69(14)
C7 N1 C8 119.6(3)
C2 C1 C6 120.7(3)
C2 C1 Br1 118.6(3)
C6 C1 Br1 120.6(3)
C3 C2 C1 120.6(4)
C2 C3 C4 119.5(4)
C5 C4 C3 120.3(4)
C4 C5 C6 120.6(4)
C5 C6 C1 118.3(3)
C5 C6 C7 119.7(3)
C1 C6 C7 122.1(3)
N1 C7 C6 121.2(3)
C9 C8 C13 119.9(3)
C9 C8 N1 122.5(3)
C13 C8 N1 117.6(3)
C10 C9 C8 120.0(3)
C11 C10 C9 120.5(3)
C10 C11 C12 120.0(3)
C13 C12 C11 120.9(3)
C12 C13 C8 118.7(3)
C12 C13 P1 123.7(2)
C8 C13 P1 117.6(2)
C19 C14 C15 118.3(3)
C19 C14 P1 117.6(2)
C15 C14 P1 124.0(2)
C16 C15 C14 120.8(3)
C17 C16 C15 120.3(3)
C16 C17 C18 119.3(3)
C19 C18 C17 120.4(3)
C18 C19 C14 120.8(3)
C25 C20 C21 118.1(3)
C25 C20 P1 117.2(2)
C21 C20 P1 124.7(3)
C22 C21 C20 120.6(3)
C23 C22 C21 119.8(4)
C24 C23 C22 119.7(4)
C25 C24 C23 120.3(4)
C24 C25 C20 121.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C1 1.893(4)
P1 C14 1.825(3)
P1 C20 1.826(3)
P1 C13 1.830(3)
N1 C7 1.281(5)
N1 C8 1.408(4)
C1 C2 1.374(5)
C1 C6 1.398(5)
C2 C3 1.374(6)
C3 C4 1.386(6)
C4 C5 1.381(5)
C5 C6 1.390(5)
C6 C7 1.475(5)
C8 C9 1.398(5)
C8 C13 1.404(4)
C9 C10 1.381(5)
C10 C11 1.369(5)
C11 C12 1.391(5)
C12 C13 1.385(4)
C14 C19 1.383(4)
C14 C15 1.395(5)
C15 C16 1.386(5)
C16 C17 1.371(5)
C17 C18 1.392(5)
C18 C19 1.377(5)
C20 C25 1.388(5)
C20 C21 1.401(4)
C21 C22 1.394(5)
C22 C23 1.388(6)
C23 C24 1.382(6)
C24 C25 1.377(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659877
