#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:30:11 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179922 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/17/7021721.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_7021721
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 Cl O2 P2 Pd, C H2 Cl2'
_chemical_formula_sum            'C33 H25 Cl3 O2 P2 Pd'
_chemical_formula_weight         728.28
_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                62.959(14)
_cell_angle_beta                 68.313(17)
_cell_angle_gamma                76.844(18)
_cell_formula_units_Z            2
_cell_length_a                   11.789(3)
_cell_length_b                   12.147(2)
_cell_length_c                   12.8117(19)
_cell_measurement_reflns_used    2325
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.40
_cell_measurement_theta_min      3.20
_cell_volume                     1514.5(6)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_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      100(2)
_diffrn_detector_area_resol_mean 7.111
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '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  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0429
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10831
_diffrn_reflns_theta_full        25.37
_diffrn_reflns_theta_max         25.37
_diffrn_reflns_theta_min         3.16
_diffrn_standards_interval_count -
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.850
_exptl_absorpt_correction_T_max  0.788
_exptl_absorpt_correction_T_min  0.683
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.590
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.279
_refine_diff_density_max         1.742
_refine_diff_density_min         -1.701
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5269
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0458
_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)+(0.0784P)²+3.2622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1237
_refine_ls_wR_factor_ref         0.1252
_reflns_number_gt                4986
_reflns_number_total             5269
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51046h.txt
_cod_data_source_block           msbpr05
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        1514.5(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7021721
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
Pd1 Pd 0.80331(2) 0.05755(2) 0.33049(2) 0.01207(12) Uani 1 1 d .
Cl1 Cl 0.60587(8) 0.06741(8) 0.31900(8) 0.0195(2) Uani 1 1 d .
P1 P 0.77763(8) 0.24936(7) 0.32759(8) 0.01267(19) Uani 1 1 d .
P2 P 0.86145(8) -0.13902(8) 0.34319(8) 0.0141(2) Uani 1 1 d .
O1 O 0.9597(2) 0.3675(2) 0.3113(3) 0.0231(6) Uani 1 1 d .
O2 O 1.0946(3) -0.2454(2) 0.3299(3) 0.0292(6) Uani 1 1 d .
C1 C 0.6709(3) 0.2745(3) 0.4595(3) 0.0142(6) Uani 1 1 d .
C2 C 0.5776(3) 0.1950(3) 0.5364(3) 0.0159(7) Uani 1 1 d .
H2 H 0.5708 0.1291 0.5189 0.019 Uiso 1 1 calc R
C3 C 0.4942(3) 0.2121(3) 0.6387(3) 0.0193(7) Uani 1 1 d .
H3 H 0.4299 0.1583 0.6910 0.023 Uiso 1 1 calc R
C4 C 0.5050(4) 0.3075(4) 0.6645(3) 0.0236(8) Uani 1 1 d .
H4 H 0.4481 0.3190 0.7346 0.028 Uiso 1 1 calc R
C5 C 0.5981(4) 0.3863(4) 0.5889(4) 0.0251(8) Uani 1 1 d .
H5 H 0.6048 0.4513 0.6076 0.030 Uiso 1 1 calc R
C6 C 0.6820(3) 0.3711(3) 0.4856(3) 0.0198(7) Uani 1 1 d .
H6 H 0.7459 0.4254 0.4335 0.024 Uiso 1 1 calc R
C7 C 0.7524(3) 0.3796(3) 0.1921(3) 0.0152(7) Uani 1 1 d .
C8 C 0.8368(4) 0.3944(4) 0.0777(3) 0.0244(8) Uani 1 1 d .
H8 H 0.9068 0.3377 0.0724 0.029 Uiso 1 1 calc R
C9 C 0.8196(4) 0.4909(4) -0.0283(4) 0.0298(9) Uani 1 1 d .
H9 H 0.8785 0.5015 -0.1060 0.036 Uiso 1 1 calc R
C10 C 0.7163(4) 0.5723(3) -0.0210(3) 0.0255(8) Uani 1 1 d .
H10 H 0.7041 0.6385 -0.0939 0.031 Uiso 1 1 calc R
C11 C 0.6308(4) 0.5570(3) 0.0922(3) 0.0221(8) Uani 1 1 d .
H11 H 0.5597 0.6125 0.0969 0.027 Uiso 1 1 calc R
C12 C 0.6488(3) 0.4608(3) 0.1990(3) 0.0173(7) Uani 1 1 d .
H12 H 0.5902 0.4507 0.2767 0.021 Uiso 1 1 calc R
C13 C 0.9331(3) 0.2710(3) 0.3221(3) 0.0156(7) Uani 1 1 d .
C14 C 1.0155(3) 0.1589(3) 0.3287(3) 0.0137(6) Uani 1 1 d .
C15 C 1.1358(3) 0.1587(3) 0.3272(3) 0.0159(7) Uani 1 1 d .
H15 H 1.1607 0.2294 0.3244 0.019 Uiso 1 1 calc R
C16 C 1.2180(3) 0.0566(3) 0.3298(3) 0.0190(7) Uani 1 1 d .
H16 H 1.2985 0.0562 0.3302 0.023 Uiso 1 1 calc R
C17 C 1.1813(3) -0.0448(3) 0.3317(3) 0.0172(7) Uani 1 1 d .
H17 H 1.2375 -0.1145 0.3316 0.021 Uiso 1 1 calc R
C18 C 1.0612(3) -0.0456(3) 0.3337(3) 0.0151(7) Uani 1 1 d .
C19 C 0.9748(3) 0.0558(3) 0.3332(3) 0.0133(6) Uani 1 1 d .
C20 C 1.0269(3) -0.1560(3) 0.3347(3) 0.0189(7) Uani 1 1 d .
C21 C 0.8627(3) -0.1764(3) 0.2211(3) 0.0164(7) Uani 1 1 d .
C22 C 0.8587(4) -0.0771(3) 0.1101(4) 0.0261(8) Uani 1 1 d .
H22 H 0.8556 0.0054 0.1013 0.031 Uiso 1 1 calc R
C23 C 0.8594(4) -0.0990(4) 0.0127(4) 0.0315(9) Uani 1 1 d .
H23 H 0.8574 -0.0314 -0.0632 0.038 Uiso 1 1 calc R
C24 C 0.8630(4) -0.2191(4) 0.0256(4) 0.0261(8) Uani 1 1 d .
H24 H 0.8630 -0.2338 -0.0412 0.031 Uiso 1 1 calc R
C25 C 0.8667(4) -0.3184(4) 0.1362(3) 0.0249(8) Uani 1 1 d .
H25 H 0.8693 -0.4008 0.1448 0.030 Uiso 1 1 calc R
C26 C 0.8667(4) -0.2974(3) 0.2342(3) 0.0217(7) Uani 1 1 d .
H26 H 0.8694 -0.3652 0.3098 0.026 Uiso 1 1 calc R
C27 C 0.7940(3) -0.2616(3) 0.4901(3) 0.0155(7) Uani 1 1 d .
C28 C 0.8563(3) -0.3776(3) 0.5360(3) 0.0195(7) Uani 1 1 d .
H28 H 0.9352 -0.3958 0.4877 0.023 Uiso 1 1 calc R
C29 C 0.8030(4) -0.4655(3) 0.6518(3) 0.0222(8) Uani 1 1 d .
H29 H 0.8450 -0.5442 0.6828 0.027 Uiso 1 1 calc R
C30 C 0.6879(4) -0.4388(3) 0.7228(3) 0.0212(7) Uani 1 1 d .
H30 H 0.6514 -0.4993 0.8023 0.025 Uiso 1 1 calc R
C31 C 0.6260(3) -0.3241(3) 0.6777(3) 0.0194(7) Uani 1 1 d .
H31 H 0.5475 -0.3061 0.7267 0.023 Uiso 1 1 calc R
C32 C 0.6786(3) -0.2356(3) 0.5614(3) 0.0166(7) Uani 1 1 d .
H32 H 0.6359 -0.1573 0.5305 0.020 Uiso 1 1 calc R
C33 C 0.5821(7) 0.1040(8) 0.0411(5) 0.085(2) Uani 1 1 d .
H33A H 0.6116 0.0167 0.0560 0.102 Uiso 1 1 calc R
H33B H 0.5892 0.1199 0.1076 0.102 Uiso 1 1 calc R
Cl2 Cl 0.43382(19) 0.12282(16) 0.0496(2) 0.1125(10) Uani 1 1 d .
Cl3 Cl 0.67695(15) 0.20035(14) -0.09977(14) 0.0632(4) 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'
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'
Cl Cl 0.1484 0.1585 '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 P1 84.82(10)
C19 Pd1 P2 84.63(10)
P1 Pd1 P2 169.15(3)
C19 Pd1 Cl1 177.46(9)
P1 Pd1 Cl1 93.90(3)
P2 Pd1 Cl1 96.75(4)
C1 P1 C7 107.00(15)
C1 P1 C13 105.76(15)
C7 P1 C13 103.45(16)
C1 P1 Pd1 118.56(11)
C7 P1 Pd1 117.72(11)
C13 P1 Pd1 102.44(11)
C27 P2 C21 108.92(15)
C27 P2 C20 103.35(16)
C21 P2 C20 104.78(16)
C27 P2 Pd1 115.80(11)
C21 P2 Pd1 119.49(12)
C20 P2 Pd1 102.28(12)
C2 C1 C6 120.2(3)
C2 C1 P1 118.7(2)
C6 C1 P1 121.1(3)
C1 C2 C3 119.9(3)
C1 C2 H2 120.0
C3 C2 H2 120.0
C4 C3 C2 119.9(3)
C4 C3 H3 120.1
C2 C3 H3 120.1
C5 C4 C3 120.5(3)
C5 C4 H4 119.8
C3 C4 H4 119.8
C4 C5 C6 120.5(3)
C4 C5 H5 119.8
C6 C5 H5 119.8
C5 C6 C1 119.0(3)
C5 C6 H6 120.5
C1 C6 H6 120.5
C12 C7 C8 119.5(3)
C12 C7 P1 121.8(3)
C8 C7 P1 118.6(3)
C9 C8 C7 120.5(4)
C9 C8 H8 119.7
C7 C8 H8 119.7
C8 C9 C10 119.8(4)
C8 C9 H9 120.1
C10 C9 H9 120.1
C11 C10 C9 120.1(3)
C11 C10 H10 120.0
C9 C10 H10 120.0
C10 C11 C12 120.1(3)
C10 C11 H11 119.9
C12 C11 H11 119.9
C7 C12 C11 120.0(3)
C7 C12 H12 120.0
C11 C12 H12 120.0
O1 C13 C14 126.1(3)
O1 C13 P1 122.9(3)
C14 C13 P1 111.0(2)
C19 C14 C15 121.4(3)
C19 C14 C13 120.1(3)
C15 C14 C13 118.5(3)
C16 C15 C14 120.7(3)
C16 C15 H15 119.7
C14 C15 H15 119.7
C17 C16 C15 119.1(3)
C17 C16 H16 120.5
C15 C16 H16 120.5
C16 C17 C18 120.6(3)
C16 C17 H17 119.7
C18 C17 H17 119.7
C19 C18 C17 121.8(3)
C19 C18 C20 119.7(3)
C17 C18 C20 118.4(3)
C18 C19 C14 116.4(3)
C18 C19 Pd1 122.0(3)
C14 C19 Pd1 121.5(2)
O2 C20 C18 125.5(3)
O2 C20 P2 123.5(3)
C18 C20 P2 111.1(2)
C22 C21 C26 120.0(3)
C22 C21 P2 116.9(3)
C26 C21 P2 123.1(3)
C23 C22 C21 119.9(4)
C23 C22 H22 120.0
C21 C22 H22 120.0
C24 C23 C22 120.2(4)
C24 C23 H23 119.9
C22 C23 H23 119.9
C23 C24 C25 120.1(3)
C23 C24 H24 119.9
C25 C24 H24 119.9
C24 C25 C26 120.1(3)
C24 C25 H25 119.9
C26 C25 H25 119.9
C25 C26 C21 119.7(3)
C25 C26 H26 120.2
C21 C26 H26 120.2
C32 C27 C28 119.7(3)
C32 C27 P2 117.7(3)
C28 C27 P2 122.5(3)
C29 C28 C27 120.0(3)
C29 C28 H28 120.0
C27 C28 H28 120.0
C28 C29 C30 120.1(3)
C28 C29 H29 120.0
C30 C29 H29 120.0
C31 C30 C29 120.2(3)
C31 C30 H30 119.9
C29 C30 H30 119.9
C30 C31 C32 120.2(3)
C30 C31 H31 119.9
C32 C31 H31 119.9
C31 C32 C27 119.9(3)
C31 C32 H32 120.0
C27 C32 H32 120.0
Cl2 C33 Cl3 114.3(4)
Cl2 C33 H33A 108.7
Cl3 C33 H33A 108.7
Cl2 C33 H33B 108.7
Cl3 C33 H33B 108.7
H33A C33 H33B 107.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C19 2.030(3)
Pd1 P1 2.2651(9)
Pd1 P2 2.2763(9)
Pd1 Cl1 2.3588(10)
P1 C1 1.804(3)
P1 C7 1.810(3)
P1 C13 1.882(4)
P2 C27 1.810(3)
P2 C21 1.811(3)
P2 C20 1.881(4)
O1 C13 1.215(4)
O2 C20 1.204(4)
C1 C2 1.389(5)
C1 C6 1.402(5)
C2 C3 1.390(5)
C2 H2 0.9500
C3 C4 1.384(5)
C3 H3 0.9500
C4 C5 1.380(6)
C4 H4 0.9500
C5 C6 1.392(5)
C5 H5 0.9500
C6 H6 0.9500
C7 C12 1.387(5)
C7 C8 1.391(5)
C8 C9 1.381(5)
C8 H8 0.9500
C9 C10 1.387(6)
C9 H9 0.9500
C10 C11 1.383(5)
C10 H10 0.9500
C11 C12 1.390(5)
C11 H11 0.9500
C12 H12 0.9500
C13 C14 1.469(5)
C14 C19 1.411(5)
C14 C15 1.411(5)
C15 C16 1.385(5)
C15 H15 0.9500
C16 C17 1.383(5)
C16 H16 0.9500
C17 C18 1.407(5)
C17 H17 0.9500
C18 C19 1.407(5)
C18 C20 1.480(5)
C21 C22 1.393(5)
C21 C26 1.393(5)
C22 C23 1.387(6)
C22 H22 0.9500
C23 C24 1.384(6)
C23 H23 0.9500
C24 C25 1.390(6)
C24 H24 0.9500
C25 C26 1.391(5)
C25 H25 0.9500
C26 H26 0.9500
C27 C32 1.390(5)
C27 C28 1.402(5)
C28 C29 1.383(5)
C28 H28 0.9500
C29 C30 1.389(5)
C29 H29 0.9500
C30 C31 1.387(5)
C30 H30 0.9500
C31 C32 1.388(5)
C31 H31 0.9500
C32 H32 0.9500
C33 Cl2 1.679(9)
C33 Cl3 1.750(7)
C33 H33A 0.9900
C33 H33B 0.9900
