#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/97/2219714.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2219714
loop_
_publ_author_name
'Xu, Chen'
'Li, Ying-Fei'
'Wang, Zhi-Qiang'
'Cen, Fei-Fei'
'Zhang, Yu-Qing'
_publ_section_title
;
 Dibromidobis[2-(dicyclohexylphosphanyl)biphenyl-κP]palladium(II)
;
_journal_coeditor_code           SI2114
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1349
_journal_paper_doi               10.1107/S1600536808030845
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Pd Br2 (C24 H31 P)2]'
_chemical_formula_moiety         'C48 H62 Br2 P2 Pd'
_chemical_formula_sum            'C48 H62 Br2 P2 Pd'
_chemical_formula_weight         967.14
_chemical_name_systematic
;
Dibromidobis[2-(dicyclohexylphosphanyl)biphenyl-\kP]palladium(II)
;
_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                91.582(11)
_cell_angle_beta                 108.822(10)
_cell_angle_gamma                103.713(10)
_cell_formula_units_Z            1
_cell_length_a                   9.817(8)
_cell_length_b                   9.827(8)
_cell_length_c                   11.957(10)
_cell_measurement_reflns_used    1503
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      21.69
_cell_measurement_theta_min      2.38
_cell_volume                     1053.9(15)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'SMART (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'PLATON (Spek, 2003) and SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0702
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7316
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    2.445
_exptl_absorpt_correction_T_max  0.8027
_exptl_absorpt_correction_T_min  0.7228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.712
_refine_diff_density_min         -1.422
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         3811
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0658
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0609P)²+7.3363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1637
_refine_ls_wR_factor_ref         0.1799
_reflns_number_gt                2810
_reflns_number_total             3811
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            si2114.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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      P-1
_cod_database_code               2219714
_cod_database_fobs_code          2219714
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Pd Pd1 1.0000 0.5000 0.5000 0.0252(2) Uani d S 1
Br Br1 0.96825(13) 0.71510(13) 0.59715(10) 0.0612(4) Uani d . 1
P P1 0.8353(2) 0.5540(2) 0.32229(17) 0.0267(5) Uani d . 1
C C1 0.7959(9) 0.4354(9) 0.1852(7) 0.0306(18) Uani d . 1
H H1 0.7703 0.3392 0.2060 0.037 Uiso calc R 1
C C2 0.6642(9) 0.4454(10) 0.0766(7) 0.038(2) Uani d . 1
H H2A 0.5763 0.4378 0.0990 0.045 Uiso calc R 1
H H2B 0.6870 0.5358 0.0468 0.045 Uiso calc R 1
C C3 0.6343(10) 0.3264(10) -0.0199(8) 0.044(2) Uani d . 1
H H3A 0.6021 0.2366 0.0078 0.053 Uiso calc R 1
H H3B 0.5546 0.3355 -0.0903 0.053 Uiso calc R 1
C C4 0.7702(10) 0.3287(10) -0.0518(8) 0.045(2) Uani d . 1
H H4A 0.7945 0.4131 -0.0893 0.054 Uiso calc R 1
H H4B 0.7488 0.2479 -0.1090 0.054 Uiso calc R 1
C C5 0.9032(10) 0.3258(9) 0.0551(8) 0.038(2) Uani d . 1
H H5A 0.9903 0.3344 0.0315 0.046 Uiso calc R 1
H H5B 0.8843 0.2369 0.0879 0.046 Uiso calc R 1
C C6 0.9318(9) 0.4476(9) 0.1490(7) 0.0362(19) Uani d . 1
H H6A 1.0167 0.4456 0.2180 0.043 Uiso calc R 1
H H6B 0.9546 0.5366 0.1171 0.043 Uiso calc R 1
C C7 0.9148(9) 0.7385(9) 0.2981(7) 0.0330(18) Uani d . 1
H H7 0.9069 0.7981 0.3616 0.040 Uiso calc R 1
C C8 0.8334(10) 0.7900(9) 0.1839(8) 0.044(2) Uani d . 1
H H8A 0.8407 0.7375 0.1171 0.052 Uiso calc R 1
H H8B 0.7288 0.7724 0.1751 0.052 Uiso calc R 1
C C9 0.8963(11) 0.9454(10) 0.1819(10) 0.056(3) Uani d . 1
H H9A 0.8471 0.9723 0.1048 0.067 Uiso calc R 1
H H9B 0.8761 0.9987 0.2415 0.067 Uiso calc R 1
C C10 1.0617(11) 0.9819(11) 0.2059(10) 0.057(3) Uani d . 1
H H10A 1.0808 0.9410 0.1396 0.068 Uiso calc R 1
H H10B 1.0993 1.0835 0.2124 0.068 Uiso calc R 1
C C11 1.1426(10) 0.9292(10) 0.3177(10) 0.054(3) Uani d . 1
H H11A 1.1345 0.9794 0.3853 0.064 Uiso calc R 1
H H11B 1.2474 0.9482 0.3268 0.064 Uiso calc R 1
C C12 1.0801(9) 0.7721(9) 0.3166(8) 0.039(2) Uani d . 1
H H12A 1.1322 0.7419 0.3914 0.047 Uiso calc R 1
H H12B 1.0957 0.7210 0.2531 0.047 Uiso calc R 1
C C13 0.6373(9) 0.2210(10) 0.3590(8) 0.043(2) Uani d . 1
H H13 0.7063 0.2713 0.4296 0.052 Uiso calc R 1
C C14 0.6340(11) 0.0838(10) 0.3309(9) 0.048(2) Uani d . 1
H H14 0.7007 0.0422 0.3832 0.058 Uiso calc R 1
C C15 0.5362(12) 0.0082(11) 0.2291(10) 0.055(3) Uani d . 1
H H15 0.5373 -0.0841 0.2107 0.066 Uiso calc R 1
C C16 0.4362(12) 0.0670(11) 0.1533(9) 0.056(3) Uani d . 1
H H16 0.3689 0.0148 0.0829 0.067 Uiso calc R 1
C C17 0.4337(10) 0.2035(10) 0.1801(8) 0.047(2) Uani d . 1
H H17 0.3618 0.2412 0.1292 0.056 Uiso calc R 1
C C18 0.5374(9) 0.2858(9) 0.2823(7) 0.0338(19) Uani d . 1
C C19 0.5333(9) 0.4319(9) 0.3139(7) 0.0324(18) Uani d . 1
C C20 0.4018(9) 0.4472(10) 0.3274(8) 0.043(2) Uani d . 1
H H20 0.3219 0.3678 0.3114 0.051 Uiso calc R 1
C C21 0.3852(10) 0.5738(11) 0.3630(8) 0.047(2) Uani d . 1
H H21 0.2967 0.5795 0.3733 0.056 Uiso calc R 1
C C22 0.4983(11) 0.6902(11) 0.3831(8) 0.046(2) Uani d . 1
H H22 0.4871 0.7770 0.4056 0.056 Uiso calc R 1
C C23 0.6325(10) 0.6814(10) 0.3703(8) 0.040(2) Uani d . 1
H H23 0.7104 0.7626 0.3862 0.048 Uiso calc R 1
C C24 0.6521(9) 0.5536(9) 0.3340(7) 0.0306(18) Uani d . 1
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
P1 Pd1 P1 2_766 . 180.0
P1 Pd1 Br1 2_766 2_766 85.15(7)
P1 Pd1 Br1 . 2_766 94.85(7)
P1 Pd1 Br1 2_766 . 94.85(7)
P1 Pd1 Br1 . . 85.15(7)
Br1 Pd1 Br1 2_766 . 180.000(2)
C24 P1 C1 . . 106.1(4)
C24 P1 C7 . . 104.9(4)
C1 P1 C7 . . 108.6(4)
C24 P1 Pd1 . . 112.3(3)
C1 P1 Pd1 . . 115.8(3)
C7 P1 Pd1 . . 108.5(3)
C6 C1 C2 . . 109.2(7)
C6 C1 P1 . . 112.5(6)
C2 C1 P1 . . 116.7(5)
C6 C1 H1 . . 105.9
C2 C1 H1 . . 105.9
P1 C1 H1 . . 105.9
C3 C2 C1 . . 109.1(7)
C3 C2 H2A . . 109.9
C1 C2 H2A . . 109.9
C3 C2 H2B . . 109.9
C1 C2 H2B . . 109.9
H2A C2 H2B . . 108.3
C4 C3 C2 . . 111.7(7)
C4 C3 H3A . . 109.3
C2 C3 H3A . . 109.3
C4 C3 H3B . . 109.3
C2 C3 H3B . . 109.3
H3A C3 H3B . . 107.9
C3 C4 C5 . . 112.5(7)
C3 C4 H4A . . 109.1
C5 C4 H4A . . 109.1
C3 C4 H4B . . 109.1
C5 C4 H4B . . 109.1
H4A C4 H4B . . 107.8
C4 C5 C6 . . 109.5(7)
C4 C5 H5A . . 109.8
C6 C5 H5A . . 109.8
C4 C5 H5B . . 109.8
C6 C5 H5B . . 109.8
H5A C5 H5B . . 108.2
C1 C6 C5 . . 110.0(7)
C1 C6 H6A . . 109.7
C5 C6 H6A . . 109.7
C1 C6 H6B . . 109.7
C5 C6 H6B . . 109.7
H6A C6 H6B . . 108.2
C8 C7 C12 . . 109.9(7)
C8 C7 P1 . . 117.0(6)
C12 C7 P1 . . 113.5(5)
C8 C7 H7 . . 105.1
C12 C7 H7 . . 105.1
P1 C7 H7 . . 105.1
C9 C8 C7 . . 111.9(8)
C9 C8 H8A . . 109.2
C7 C8 H8A . . 109.2
C9 C8 H8B . . 109.2
C7 C8 H8B . . 109.2
H8A C8 H8B . . 107.9
C10 C9 C8 . . 111.9(8)
C10 C9 H9A . . 109.2
C8 C9 H9A . . 109.2
C10 C9 H9B . . 109.2
C8 C9 H9B . . 109.2
H9A C9 H9B . . 107.9
C11 C10 C9 . . 111.8(8)
C11 C10 H10A . . 109.2
C9 C10 H10A . . 109.2
C11 C10 H10B . . 109.2
C9 C10 H10B . . 109.2
H10A C10 H10B . . 107.9
C10 C11 C12 . . 111.6(8)
C10 C11 H11A . . 109.3
C12 C11 H11A . . 109.3
C10 C11 H11B . . 109.3
C12 C11 H11B . . 109.3
H11A C11 H11B . . 108.0
C11 C12 C7 . . 110.5(7)
C11 C12 H12A . . 109.6
C7 C12 H12A . . 109.6
C11 C12 H12B . . 109.6
C7 C12 H12B . . 109.6
H12A C12 H12B . . 108.1
C14 C13 C18 . . 120.4(9)
C14 C13 H13 . . 119.8
C18 C13 H13 . . 119.8
C15 C14 C13 . . 121.4(9)
C15 C14 H14 . . 119.3
C13 C14 H14 . . 119.3
C14 C15 C16 . . 119.8(10)
C14 C15 H15 . . 120.1
C16 C15 H15 . . 120.1
C15 C16 C17 . . 120.4(10)
C15 C16 H16 . . 119.8
C17 C16 H16 . . 119.8
C16 C17 C18 . . 120.9(9)
C16 C17 H17 . . 119.6
C18 C17 H17 . . 119.6
C17 C18 C13 . . 117.0(8)
C17 C18 C19 . . 121.4(8)
C13 C18 C19 . . 121.4(8)
C20 C19 C24 . . 118.2(8)
C20 C19 C18 . . 116.4(7)
C24 C19 C18 . . 125.4(7)
C21 C20 C19 . . 122.8(9)
C21 C20 H20 . . 118.6
C19 C20 H20 . . 118.6
C22 C21 C20 . . 119.2(8)
C22 C21 H21 . . 120.4
C20 C21 H21 . . 120.4
C21 C22 C23 . . 120.5(9)
C21 C22 H22 . . 119.8
C23 C22 H22 . . 119.8
C24 C23 C22 . . 121.3(9)
C24 C23 H23 . . 119.3
C22 C23 H23 . . 119.3
C23 C24 C19 . . 117.9(7)
C23 C24 P1 . . 117.6(6)
C19 C24 P1 . . 124.5(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Pd1 P1 2_766 2.380(2)
Pd1 P1 . 2.380(2)
Pd1 Br1 2_766 2.515(2)
Pd1 Br1 . 2.515(2)
P1 C24 . 1.848(8)
P1 C1 . 1.862(8)
P1 C7 . 1.866(8)
C1 C6 . 1.510(11)
C1 C2 . 1.533(11)
C1 H1 . 0.9800
C2 C3 . 1.527(12)
C2 H2A . 0.9700
C2 H2B . 0.9700
C3 C4 . 1.496(12)
C3 H3A . 0.9700
C3 H3B . 0.9700
C4 C5 . 1.511(12)
C4 H4A . 0.9700
C4 H4B . 0.9700
C5 C6 . 1.527(11)
C5 H5A . 0.9700
C5 H5B . 0.9700
C6 H6A . 0.9700
C6 H6B . 0.9700
C7 C8 . 1.512(11)
C7 C12 . 1.518(11)
C7 H7 . 0.9800
C8 C9 . 1.509(12)
C8 H8A . 0.9700
C8 H8B . 0.9700
C9 C10 . 1.505(14)
C9 H9A . 0.9700
C9 H9B . 0.9700
C10 C11 . 1.495(14)
C10 H10A . 0.9700
C10 H10B . 0.9700
C11 C12 . 1.518(13)
C11 H11A . 0.9700
C11 H11B . 0.9700
C12 H12A . 0.9700
C12 H12B . 0.9700
C13 C14 . 1.371(13)
C13 C18 . 1.398(12)
C13 H13 . 0.9300
C14 C15 . 1.347(14)
C14 H14 . 0.9300
C15 C16 . 1.358(14)
C15 H15 . 0.9300
C16 C17 . 1.378(14)
C16 H16 . 0.9300
C17 C18 . 1.391(12)
C17 H17 . 0.9300
C18 C19 . 1.488(12)
C19 C20 . 1.393(11)
C19 C24 . 1.410(11)
C20 C21 . 1.367(13)
C20 H20 . 0.9300
C21 C22 . 1.345(14)
C21 H21 . 0.9300
C22 C23 . 1.396(12)
C22 H22 . 0.9300
C23 C24 . 1.394(12)
C23 H23 . 0.9300
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion
P1 Pd1 P1 C24 2_766 10E1(4)
Br1 Pd1 P1 C24 2_766 120.1(3)
Br1 Pd1 P1 C24 . -59.9(3)
P1 Pd1 P1 C1 2_766 -2E1(3)
Br1 Pd1 P1 C1 2_766 -2.1(3)
Br1 Pd1 P1 C1 . 177.9(3)
P1 Pd1 P1 C7 2_766 -14E1(3)
Br1 Pd1 P1 C7 2_766 -124.4(3)
Br1 Pd1 P1 C7 . 55.6(3)
C24 P1 C1 C6 . 168.1(6)
C7 P1 C1 C6 . 55.8(6)
Pd1 P1 C1 C6 . -66.5(6)
C24 P1 C1 C2 . 40.7(7)
C7 P1 C1 C2 . -71.6(7)
Pd1 P1 C1 C2 . 166.1(5)
C6 C1 C2 C3 . 59.6(9)
P1 C1 C2 C3 . -171.5(6)
C1 C2 C3 C4 . -55.9(10)
C2 C3 C4 C5 . 54.7(11)
C3 C4 C5 C6 . -55.3(10)
C2 C1 C6 C5 . -61.9(9)
P1 C1 C6 C5 . 166.9(6)
C4 C5 C6 C1 . 58.9(9)
C24 P1 C7 C8 . -64.7(7)
C1 P1 C7 C8 . 48.4(7)
Pd1 P1 C7 C8 . 175.1(6)
C24 P1 C7 C12 . 165.6(6)
C1 P1 C7 C12 . -81.3(7)
Pd1 P1 C7 C12 . 45.3(7)
C12 C7 C8 C9 . -56.0(10)
P1 C7 C8 C9 . 172.6(7)
C7 C8 C9 C10 . 54.0(12)
C8 C9 C10 C11 . -52.8(13)
C9 C10 C11 C12 . 54.5(12)
C10 C11 C12 C7 . -57.0(11)
C8 C7 C12 C11 . 57.1(10)
P1 C7 C12 C11 . -169.7(7)
C18 C13 C14 C15 . 0.5(15)
C13 C14 C15 C16 . -1.5(16)
C14 C15 C16 C17 . -0.2(16)
C15 C16 C17 C18 . 2.9(15)
C16 C17 C18 C13 . -3.7(14)
C16 C17 C18 C19 . -178.3(9)
C14 C13 C18 C17 . 2.1(13)
C14 C13 C18 C19 . 176.6(8)
C17 C18 C19 C20 . 57.9(11)
C13 C18 C19 C20 . -116.4(9)
C17 C18 C19 C24 . -123.8(9)
C13 C18 C19 C24 . 61.9(12)
C24 C19 C20 C21 . -2.3(13)
C18 C19 C20 C21 . 176.1(8)
C19 C20 C21 C22 . 1.9(14)
C20 C21 C22 C23 . -1.4(14)
C21 C22 C23 C24 . 1.5(14)
C22 C23 C24 C19 . -1.8(12)
C22 C23 C24 P1 . -179.1(7)
C20 C19 C24 C23 . 2.2(12)
C18 C19 C24 C23 . -176.0(8)
C20 C19 C24 P1 . 179.2(6)
C18 C19 C24 P1 . 1.0(12)
C1 P1 C24 C23 . -139.6(6)
C7 P1 C24 C23 . -24.7(7)
Pd1 P1 C24 C23 . 93.0(6)
C1 P1 C24 C19 . 43.4(8)
C7 P1 C24 C19 . 158.3(7)
Pd1 P1 C24 C19 . -84.1(7)
