#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:15:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178642 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/53/4075372.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_4075372
loop_
_publ_author_name
'Ma, Liqing'
'Woloszynek, Robert A.'
'Chen, Weizhong'
'Ren, Tong'
'Protasiewicz, John D.'
_publ_section_title
;
 A New Twist on Pincer Ligands and Complexes
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3301
_journal_paper_doi               10.1021/om060256z
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C44 H35 Br P2 Pd'
_chemical_formula_weight         811.97
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 104.3920(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.1720(7)
_cell_length_b                   14.2258(7)
_cell_length_c                   16.1442(8)
_cell_measurement_reflns_used    5081
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      27.94
_cell_measurement_theta_min      2.50
_cell_volume                     3597.6(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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      300(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9361
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    1.746
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
  SADABS, Absorption corrections using Bruker CCD based on the method of 
  Bob Blessing.  Acta Cryst. 1995, A51, 33 
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.384
_refine_diff_density_min         -1.277
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0301
_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)+(0.0551P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0859
_reflns_number_gt                2605
_reflns_number_total             3160
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060256zsi20060321_102632.cif
_cod_data_source_block           um5041
_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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4075372
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
P1 P 0.42695(5) 0.31758(5) 0.85521(5) 0.03651(19) Uani 1 1 d .
Br Br 0.5000 0.12681(3) 0.7500 0.06386(18) Uani 1 2 d S
Pd Pd 0.5000 0.302716(19) 0.7500 0.03320(12) Uani 1 2 d S
C1 C 0.5000 0.4480(3) 0.7500 0.0351(9) Uani 1 2 d S
C2 C 0.5554(2) 0.4968(2) 0.8154(2) 0.0452(7) Uani 1 1 d .
C3 C 0.5560(2) 0.5946(2) 0.8138(2) 0.0617(9) Uani 1 1 d .
H3A H 0.5946 0.6275 0.8562 0.074 Uiso 1 1 calc R
C4 C 0.5000 0.6430(3) 0.7500 0.0739(16) Uani 1 2 d S
H4A H 0.5000 0.7084 0.7500 0.089 Uiso 1 2 calc SR
C5 C 0.61006(19) 0.4475(2) 0.8914(2) 0.0450(7) Uani 1 1 d .
C6 C 0.6985(2) 0.4465(3) 0.9079(2) 0.0598(9) Uani 1 1 d .
H6A H 0.7254 0.4767 0.8707 0.072 Uiso 1 1 calc R
C7 C 0.7467(2) 0.4009(3) 0.9796(3) 0.0692(11) Uani 1 1 d .
H7A H 0.8059 0.3994 0.9894 0.083 Uiso 1 1 calc R
C8 C 0.7082(2) 0.3581(3) 1.0360(3) 0.0648(10) Uani 1 1 d .
H8A H 0.7409 0.3275 1.0839 0.078 Uiso 1 1 calc R
C9 C 0.6202(2) 0.3605(2) 1.0213(2) 0.0523(8) Uani 1 1 d .
H9A H 0.5939 0.3318 1.0598 0.063 Uiso 1 1 calc R
C10 C 0.57089(18) 0.4053(2) 0.94980(19) 0.0418(7) Uani 1 1 d .
C11 C 0.47515(18) 0.4088(2) 0.9328(2) 0.0435(7) Uani 1 1 d .
H11A H 0.4548 0.4702 0.9106 0.052 Uiso 1 1 calc R
H11B H 0.4583 0.3990 0.9858 0.052 Uiso 1 1 calc R
C12 C 0.31629(18) 0.3517(2) 0.81234(19) 0.0434(7) Uani 1 1 d .
C13 C 0.2619(2) 0.2879(3) 0.7619(3) 0.0674(11) Uani 1 1 d .
H13A H 0.2818 0.2288 0.7516 0.081 Uiso 1 1 calc R
C14 C 0.1775(3) 0.3123(4) 0.7263(3) 0.0844(14) Uani 1 1 d .
H14A H 0.1406 0.2690 0.6929 0.101 Uiso 1 1 calc R
C15 C 0.1480(2) 0.3994(4) 0.7402(2) 0.0789(13) Uani 1 1 d .
H15A H 0.0913 0.4152 0.7161 0.095 Uiso 1 1 calc R
C16 C 0.2011(2) 0.4630(3) 0.7887(3) 0.0699(11) Uani 1 1 d .
H16A H 0.1811 0.5226 0.7973 0.084 Uiso 1 1 calc R
C17 C 0.2849(2) 0.4393(2) 0.8254(2) 0.0559(9) Uani 1 1 d .
H17A H 0.3208 0.4828 0.8595 0.067 Uiso 1 1 calc R
C18 C 0.4226(2) 0.2219(2) 0.9287(2) 0.0421(7) Uani 1 1 d .
C19 C 0.3524(2) 0.2056(2) 0.9610(3) 0.0614(10) Uani 1 1 d .
H19A H 0.3015 0.2372 0.9379 0.074 Uiso 1 1 calc R
C20 C 0.3570(3) 0.1428(3) 1.0273(3) 0.0769(12) Uani 1 1 d .
H20A H 0.3097 0.1330 1.0493 0.092 Uiso 1 1 calc R
C21 C 0.4317(3) 0.0948(3) 1.0607(2) 0.0672(10) Uani 1 1 d .
H21A H 0.4349 0.0524 1.1053 0.081 Uiso 1 1 calc R
C22 C 0.5007(2) 0.1090(2) 1.0289(2) 0.0554(8) Uani 1 1 d .
H22A H 0.5511 0.0767 1.0522 0.067 Uiso 1 1 calc R
C23 C 0.4969(2) 0.1709(2) 0.9623(2) 0.0463(7) Uani 1 1 d .
H23A H 0.5441 0.1786 0.9398 0.056 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'
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'
Pd Pd -0.9988 1.0072 '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
C12 P1 C18 104.73(14) . .
C12 P1 C11 106.39(14) . .
C18 P1 C11 99.36(14) . .
C12 P1 Pd 112.35(10) . .
C18 P1 Pd 121.41(10) . .
C11 P1 Pd 111.02(10) . .
C1 Pd P1 84.74(2) . .
C1 Pd P1 84.74(2) . 2_656
P1 Pd P1 169.48(4) . 2_656
C1 Pd Br 180.000(1) . .
P1 Pd Br 95.26(2) . .
P1 Pd Br 95.26(2) 2_656 .
C2 C1 C2 120.1(4) . 2_656
C2 C1 Pd 119.96(19) . .
C2 C1 Pd 119.96(19) 2_656 .
C1 C2 C3 119.4(3) . .
C1 C2 C5 121.8(3) . .
C3 C2 C5 118.6(3) . .
C4 C3 C2 120.6(4) . .
C3 C4 C3 119.9(5) 2_656 .
C6 C5 C10 119.0(3) . .
C6 C5 C2 122.2(3) . .
C10 C5 C2 118.7(3) . .
C7 C6 C5 120.3(3) . .
C8 C7 C6 120.6(3) . .
C7 C8 C9 119.6(4) . .
C8 C9 C10 120.6(3) . .
C9 C10 C5 119.8(3) . .
C9 C10 C11 121.3(3) . .
C5 C10 C11 118.8(3) . .
C10 C11 P1 110.1(2) . .
C13 C12 C17 118.6(3) . .
C13 C12 P1 118.2(3) . .
C17 C12 P1 123.2(3) . .
C12 C13 C14 119.9(4) . .
C15 C14 C13 120.4(4) . .
C16 C15 C14 120.3(4) . .
C15 C16 C17 119.9(4) . .
C16 C17 C12 120.9(4) . .
C19 C18 C23 118.4(3) . .
C19 C18 P1 122.7(2) . .
C23 C18 P1 118.4(2) . .
C20 C19 C18 120.6(3) . .
C21 C20 C19 119.9(3) . .
C22 C21 C20 120.2(3) . .
C21 C22 C23 120.6(3) . .
C22 C23 C18 120.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C12 1.817(3) .
P1 C18 1.818(3) .
P1 C11 1.837(3) .
P1 Pd 2.3071(7) .
Br Pd 2.5024(5) .
Pd C1 2.067(4) .
Pd P1 2.3071(7) 2_656
C1 C2 1.389(4) .
C1 C2 1.389(4) 2_656
C2 C3 1.393(4) .
C2 C5 1.496(4) .
C3 C4 1.375(4) .
C4 C3 1.375(4) 2_656
C5 C6 1.388(4) .
C5 C10 1.396(4) .
C6 C7 1.386(5) .
C7 C8 1.368(5) .
C8 C9 1.384(5) .
C9 C10 1.385(4) .
C10 C11 1.505(4) .
C12 C13 1.380(5) .
C12 C17 1.381(4) .
C13 C14 1.387(6) .
C14 C15 1.366(6) .
C15 C16 1.354(6) .
C16 C17 1.380(5) .
C18 C19 1.383(4) .
C18 C23 1.392(4) .
C19 C20 1.382(5) .
C20 C21 1.377(5) .
C21 C22 1.354(5) .
C22 C23 1.379(4) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C12 P1 Pd C1 75.42(11) . .
C18 P1 Pd C1 -159.61(12) . .
C11 P1 Pd C1 -43.58(11) . .
C12 P1 Pd P1 75.42(11) . 2_656
C18 P1 Pd P1 -159.61(12) . 2_656
C11 P1 Pd P1 -43.58(11) . 2_656
C12 P1 Pd Br -104.58(11) . .
C18 P1 Pd Br 20.39(12) . .
C11 P1 Pd Br 136.42(11) . .
P1 Pd C1 C2 76.07(14) . .
P1 Pd C1 C2 -103.93(14) 2_656 .
Br Pd C1 C2 -58(100) . .
P1 Pd C1 C2 -103.93(14) . 2_656
P1 Pd C1 C2 76.07(14) 2_656 2_656
Br Pd C1 C2 122(100) . 2_656
C2 C1 C2 C3 -1.2(2) 2_656 .
Pd C1 C2 C3 178.8(2) . .
C2 C1 C2 C5 173.9(3) 2_656 .
Pd C1 C2 C5 -6.1(3) . .
C1 C2 C3 C4 2.5(5) . .
C5 C2 C3 C4 -172.8(3) . .
C2 C3 C4 C3 -1.3(2) . 2_656
C1 C2 C5 C6 114.7(3) . .
C3 C2 C5 C6 -70.1(4) . .
C1 C2 C5 C10 -68.7(4) . .
C3 C2 C5 C10 106.5(3) . .
C10 C5 C6 C7 2.7(5) . .
C2 C5 C6 C7 179.3(3) . .
C5 C6 C7 C8 -1.5(5) . .
C6 C7 C8 C9 -0.1(5) . .
C7 C8 C9 C10 0.4(5) . .
C8 C9 C10 C5 0.8(5) . .
C8 C9 C10 C11 -179.9(3) . .
C6 C5 C10 C9 -2.3(4) . .
C2 C5 C10 C9 -179.0(3) . .
C6 C5 C10 C11 178.4(3) . .
C2 C5 C10 C11 1.7(4) . .
C9 C10 C11 P1 -98.8(3) . .
C5 C10 C11 P1 80.5(3) . .
C12 P1 C11 C10 -161.2(2) . .
C18 P1 C11 C10 90.3(2) . .
Pd P1 C11 C10 -38.7(2) . .
C18 P1 C12 C13 -65.8(3) . .
C11 P1 C12 C13 -170.5(3) . .
Pd P1 C12 C13 67.9(3) . .
C18 P1 C12 C17 116.5(3) . .
C11 P1 C12 C17 11.9(3) . .
Pd P1 C12 C17 -109.8(3) . .
C17 C12 C13 C14 -0.7(6) . .
P1 C12 C13 C14 -178.5(3) . .
C12 C13 C14 C15 0.8(7) . .
C13 C14 C15 C16 0.0(7) . .
C14 C15 C16 C17 -1.0(6) . .
C15 C16 C17 C12 1.1(6) . .
C13 C12 C17 C16 -0.2(5) . .
P1 C12 C17 C16 177.4(3) . .
C12 P1 C18 C19 -18.3(3) . .
C11 P1 C18 C19 91.5(3) . .
Pd P1 C18 C19 -146.7(3) . .
C12 P1 C18 C23 170.4(2) . .
C11 P1 C18 C23 -79.8(3) . .
Pd P1 C18 C23 42.0(3) . .
C23 C18 C19 C20 2.4(6) . .
P1 C18 C19 C20 -168.9(3) . .
C18 C19 C20 C21 -1.0(7) . .
C19 C20 C21 C22 0.1(7) . .
C20 C21 C22 C23 -0.6(6) . .
C21 C22 C23 C18 2.0(5) . .
C19 C18 C23 C22 -2.9(5) . .
P1 C18 C23 C22 168.8(3) . .
