#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:30:11 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179922 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/17/7021723.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_7021723
loop_
_publ_author_name
'Kumar, Pawan'
'Siddiqui, Mujahuddin M.'
'Reddi, Yerrnaidu'
'Mague, Joel T.'
'Sunoj, Raghavan B.'
'Balakrishna, Maravanji S.'
_publ_section_title
;
 New bisphosphomide ligands,
 1,3-phenylenebis((diphenylphosphino)methanone) and
 (2-bromo-1,3-phenylene)bis((diphenylphosphino)methanone): synthesis,
 coordination behavior, DFT calculations and catalytic studies.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11385
_journal_page_last               11399
_journal_paper_doi               10.1039/c3dt51046h
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C32 H23 Br O2 P2 Pd'
_chemical_formula_sum            'C32 H23 Br O2 P2 Pd'
_chemical_formula_weight         687.75
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.137(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.112(4)
_cell_length_b                   24.206(11)
_cell_length_c                   12.977(6)
_cell_measurement_reflns_used    9047
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.64
_cell_measurement_theta_min      2.44
_cell_volume                     2798(2)
_computing_cell_refinement       'Bruker SAINT (Bruker-AXS 2009)'
_computing_data_collection       'Bruker APEX2 (Bruker-AXS, 2010)'
_computing_data_reduction        'Bruker SAINT (Bruker-AXS 2009)'
_computing_molecular_graphics    'Bruker SHELXTL(Bruker-AXS 2008)'
_computing_publication_material  'Bruker SHELXTL(Bruker-AXS 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker Smart APEX 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  0.0518
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            48179
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.71
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    2.234
_exptl_absorpt_correction_T_max  0.8042
_exptl_absorpt_correction_T_min  0.5969
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2009)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         7136
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0283
_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)+(0.0305P)²+2.5903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0703
_reflns_number_gt                6140
_reflns_number_total             7136
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3dt51046h.txt
_cod_data_source_block           msb509_0m
_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)/n
_cod_database_code               7021723
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
Pd1 Pd 0.608873(18) 0.110681(6) 0.155707(12) 0.01424(5) Uani 1 1 d .
Br1 Br 0.51619(3) 0.204533(9) 0.185728(17) 0.02145(6) Uani 1 1 d .
P1 P 0.68077(6) 0.13013(2) 0.00144(4) 0.01678(11) Uani 1 1 d .
P2 P 0.57115(6) 0.07740(2) 0.31198(4) 0.01625(11) Uani 1 1 d .
O1 O 0.8042(2) 0.05427(7) -0.11264(13) 0.0279(4) Uani 1 1 d .
O2 O 0.5919(2) -0.03244(7) 0.36437(15) 0.0332(4) Uani 1 1 d .
C1 C 0.8514(2) 0.17063(9) 0.01844(17) 0.0192(4) Uani 1 1 d .
C2 C 0.9659(3) 0.15735(11) 0.1054(2) 0.0280(5) Uani 1 1 d .
H2 H 0.9491 0.1299 0.1540 0.034 Uiso 1 1 calc R
C3 C 1.1032(3) 0.18390(11) 0.1207(2) 0.0320(6) Uani 1 1 d .
H3 H 1.1810 0.1744 0.1791 0.038 Uiso 1 1 calc R
C4 C 1.1268(3) 0.22450(11) 0.0506(2) 0.0293(5) Uani 1 1 d .
H4 H 1.2211 0.2427 0.0608 0.035 Uiso 1 1 calc R
C5 C 1.0132(3) 0.23868(11) -0.0345(2) 0.0282(5) Uani 1 1 d .
H5 H 1.0297 0.2670 -0.0815 0.034 Uiso 1 1 calc R
C6 C 0.8759(3) 0.21181(10) -0.05131(19) 0.0245(5) Uani 1 1 d .
H6 H 0.7988 0.2214 -0.1100 0.029 Uiso 1 1 calc R
C7 C 0.5543(3) 0.15563(9) -0.11572(17) 0.0203(4) Uani 1 1 d .
C8 C 0.4234(3) 0.18255(10) -0.10394(18) 0.0231(5) Uani 1 1 d .
H8 H 0.3997 0.1855 -0.0363 0.028 Uiso 1 1 calc R
C9 C 0.3276(3) 0.20515(10) -0.1918(2) 0.0274(5) Uani 1 1 d .
H9 H 0.2388 0.2237 -0.1839 0.033 Uiso 1 1 calc R
C10 C 0.3619(3) 0.20053(10) -0.2911(2) 0.0310(6) Uani 1 1 d .
H10 H 0.2970 0.2164 -0.3507 0.037 Uiso 1 1 calc R
C11 C 0.4901(3) 0.17295(11) -0.30324(19) 0.0314(6) Uani 1 1 d .
H11 H 0.5120 0.1693 -0.3713 0.038 Uiso 1 1 calc R
C12 C 0.5871(3) 0.15043(11) -0.21600(18) 0.0269(5) Uani 1 1 d .
H12 H 0.6752 0.1316 -0.2245 0.032 Uiso 1 1 calc R
C13 C 0.7560(3) 0.06149(10) -0.03349(18) 0.0204(4) Uani 1 1 d .
C14 C 0.7555(2) 0.02024(9) 0.05071(17) 0.0190(4) Uani 1 1 d .
C15 C 0.8202(3) -0.03165(10) 0.04191(19) 0.0238(5) Uani 1 1 d .
H15 H 0.8638 -0.0394 -0.0169 0.029 Uiso 1 1 calc R
C16 C 0.8211(3) -0.07170(10) 0.1181(2) 0.0271(5) Uani 1 1 d .
H16 H 0.8663 -0.1066 0.1125 0.033 Uiso 1 1 calc R
C17 C 0.7549(3) -0.06014(10) 0.2029(2) 0.0253(5) Uani 1 1 d .
H17 H 0.7527 -0.0878 0.2546 0.030 Uiso 1 1 calc R
C18 C 0.6917(3) -0.00839(9) 0.21299(17) 0.0194(4) Uani 1 1 d .
C19 C 0.6920(2) 0.03385(9) 0.13798(17) 0.0173(4) Uani 1 1 d .
C20 C 0.6204(3) 0.00200(9) 0.30375(18) 0.0210(4) Uani 1 1 d .
C21 C 0.6995(2) 0.10175(9) 0.43000(17) 0.0181(4) Uani 1 1 d .
C22 C 0.7851(3) 0.14896(9) 0.42342(18) 0.0203(4) Uani 1 1 d .
H22 H 0.7747 0.1680 0.3583 0.024 Uiso 1 1 calc R
C23 C 0.8861(3) 0.16819(10) 0.51240(19) 0.0249(5) Uani 1 1 d .
H23 H 0.9436 0.2005 0.5080 0.030 Uiso 1 1 calc R
C24 C 0.9023(3) 0.13993(10) 0.60754(19) 0.0260(5) Uani 1 1 d .
H24 H 0.9703 0.1532 0.6682 0.031 Uiso 1 1 calc R
C25 C 0.8195(3) 0.09250(11) 0.61403(19) 0.0267(5) Uani 1 1 d .
H25 H 0.8324 0.0731 0.6789 0.032 Uiso 1 1 calc R
C26 C 0.7174(3) 0.07307(10) 0.52599(18) 0.0229(5) Uani 1 1 d .
H26 H 0.6604 0.0407 0.5309 0.028 Uiso 1 1 calc R
C27 C 0.3846(2) 0.07637(9) 0.33889(17) 0.0189(4) Uani 1 1 d .
C28 C 0.2745(3) 0.04718(10) 0.2692(2) 0.0260(5) Uani 1 1 d .
H28 H 0.2993 0.0289 0.2104 0.031 Uiso 1 1 calc R
C29 C 0.1293(3) 0.04469(11) 0.2852(2) 0.0305(6) Uani 1 1 d .
H29 H 0.0548 0.0245 0.2378 0.037 Uiso 1 1 calc R
C30 C 0.0932(3) 0.07145(13) 0.3698(2) 0.0374(6) Uani 1 1 d .
H30 H -0.0065 0.0696 0.3809 0.045 Uiso 1 1 calc R
C31 C 0.2003(3) 0.10101(17) 0.4386(3) 0.0528(9) Uani 1 1 d .
H31 H 0.1741 0.1197 0.4965 0.063 Uiso 1 1 calc R
C32 C 0.3470(3) 0.10350(14) 0.4234(2) 0.0385(7) Uani 1 1 d .
H32 H 0.4209 0.1238 0.4710 0.046 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'
O O 0.0106 0.0060 '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
C19 Pd1 P2 84.66(7)
C19 Pd1 P1 84.68(6)
P2 Pd1 P1 168.56(2)
C19 Pd1 Br1 177.22(6)
P2 Pd1 Br1 93.67(2)
P1 Pd1 Br1 96.82(2)
C1 P1 C7 107.22(11)
C1 P1 C13 99.19(11)
C7 P1 C13 107.29(11)
C1 P1 Pd1 113.70(7)
C7 P1 Pd1 123.84(8)
C13 P1 Pd1 102.39(8)
C27 P2 C21 107.84(10)
C27 P2 C20 104.03(10)
C21 P2 C20 104.03(10)
C27 P2 Pd1 120.14(7)
C21 P2 Pd1 116.43(8)
C20 P2 Pd1 102.10(7)
C6 C1 C2 119.4(2)
C6 C1 P1 123.88(18)
C2 C1 P1 116.62(17)
C3 C2 C1 120.5(2)
C3 C2 H2 119.8
C1 C2 H2 119.8
C2 C3 C4 119.6(2)
C2 C3 H3 120.2
C4 C3 H3 120.2
C3 C4 C5 120.3(2)
C3 C4 H4 119.8
C5 C4 H4 119.8
C6 C5 C4 120.4(2)
C6 C5 H5 119.8
C4 C5 H5 119.8
C5 C6 C1 119.7(2)
C5 C6 H6 120.2
C1 C6 H6 120.2
C8 C7 C12 119.9(2)
C8 C7 P1 118.33(17)
C12 C7 P1 121.77(19)
C9 C8 C7 119.8(2)
C9 C8 H8 120.1
C7 C8 H8 120.1
C10 C9 C8 120.1(2)
C10 C9 H9 120.0
C8 C9 H9 120.0
C11 C10 C9 120.2(2)
C11 C10 H10 119.9
C9 C10 H10 119.9
C10 C11 C12 120.2(2)
C10 C11 H11 119.9
C12 C11 H11 119.9
C11 C12 C7 119.8(2)
C11 C12 H12 120.1
C7 C12 H12 120.1
O1 C13 C14 125.9(2)
O1 C13 P1 123.02(18)
C14 C13 P1 111.01(16)
C15 C14 C19 121.6(2)
C15 C14 C13 118.5(2)
C19 C14 C13 119.9(2)
C16 C15 C14 120.6(2)
C16 C15 H15 119.7
C14 C15 H15 119.7
C15 C16 C17 119.1(2)
C15 C16 H16 120.4
C17 C16 H16 120.4
C16 C17 C18 120.7(2)
C16 C17 H17 119.6
C18 C17 H17 119.6
C17 C18 C19 121.6(2)
C17 C18 C20 119.0(2)
C19 C18 C20 119.3(2)
C18 C19 C14 116.3(2)
C18 C19 Pd1 121.88(16)
C14 C19 Pd1 121.79(16)
O2 C20 C18 126.1(2)
O2 C20 P2 122.85(18)
C18 C20 P2 111.00(15)
C22 C21 C26 119.7(2)
C22 C21 P2 118.84(17)
C26 C21 P2 121.39(18)
C23 C22 C21 120.1(2)
C23 C22 H22 119.9
C21 C22 H22 119.9
C24 C23 C22 119.9(2)
C24 C23 H23 120.1
C22 C23 H23 120.1
C25 C24 C23 120.2(2)
C25 C24 H24 119.9
C23 C24 H24 119.9
C24 C25 C26 120.5(2)
C24 C25 H25 119.8
C26 C25 H25 119.8
C25 C26 C21 119.5(2)
C25 C26 H26 120.2
C21 C26 H26 120.2
C32 C27 C28 119.4(2)
C32 C27 P2 123.22(19)
C28 C27 P2 117.37(18)
C29 C28 C27 120.3(2)
C29 C28 H28 119.8
C27 C28 H28 119.8
C30 C29 C28 119.8(2)
C30 C29 H29 120.1
C28 C29 H29 120.1
C29 C30 C31 120.5(3)
C29 C30 H30 119.8
C31 C30 H30 119.8
C30 C31 C32 120.1(3)
C30 C31 H31 120.0
C32 C31 H31 120.0
C27 C32 C31 119.9(3)
C27 C32 H32 120.1
C31 C32 H32 120.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C19 2.039(2)
Pd1 P2 2.2744(10)
Pd1 P1 2.2826(10)
Pd1 Br1 2.4828(10)
P1 C1 1.812(2)
P1 C7 1.812(2)
P1 C13 1.889(2)
P2 C27 1.806(2)
P2 C21 1.819(2)
P2 C20 1.888(2)
O1 C13 1.212(3)
O2 C20 1.211(3)
C1 C6 1.395(3)
C1 C2 1.403(3)
C2 C3 1.383(4)
C2 H2 0.9500
C3 C4 1.387(4)
C3 H3 0.9500
C4 C5 1.388(4)
C4 H4 0.9500
C5 C6 1.386(4)
C5 H5 0.9500
C6 H6 0.9500
C7 C8 1.395(3)
C7 C12 1.401(3)
C8 C9 1.394(3)
C8 H8 0.9500
C9 C10 1.393(4)
C9 H9 0.9500
C10 C11 1.383(4)
C10 H10 0.9500
C11 C12 1.393(4)
C11 H11 0.9500
C12 H12 0.9500
C13 C14 1.481(3)
C14 C15 1.402(3)
C14 C19 1.415(3)
C15 C16 1.383(3)
C15 H15 0.9500
C16 C17 1.390(3)
C16 H16 0.9500
C17 C18 1.397(3)
C17 H17 0.9500
C18 C19 1.412(3)
C18 C20 1.481(3)
C21 C22 1.397(3)
C21 C26 1.405(3)
C22 C23 1.396(3)
C22 H22 0.9500
C23 C24 1.392(3)
C23 H23 0.9500
C24 C25 1.386(4)
C24 H24 0.9500
C25 C26 1.395(3)
C25 H25 0.9500
C26 H26 0.9500
C27 C32 1.382(3)
C27 C28 1.394(3)
C28 C29 1.384(4)
C28 H28 0.9500
C29 C30 1.373(4)
C29 H29 0.9500
C30 C31 1.377(4)
C30 H30 0.9500
C31 C32 1.393(4)
C31 H31 0.9500
C32 H32 0.9500
