#------------------------------------------------------------------------------
#$Date: 2016-03-25 22:51:44 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180017 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/11/7031148.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_7031148
loop_
_publ_author_name
'Bedford, Robin B.'
'Hazelwood (n�e Welch), Samantha L.'
'Horton, Peter N.'
'Hursthouse, Michael B.'
_publ_section_title
;
 Orthopalladated phosphinite complexes as high-activity catalysts for the
 Suzuki reactionBased on the presentation given at Dalton Discussion No.
 6, 9?11th September 2003, University of York, UK.
;
_journal_issue                   21
_journal_name_full               'Dalton Transactions'
_journal_page_first              4164
_journal_paper_doi               10.1039/b303657j
_journal_year                    2003
_chemical_formula_sum            'C21 H36 Cl3 O P Pd'
_chemical_formula_weight         548.22
_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                 112.61
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.63170(10)
_cell_length_b                   22.1407(3)
_cell_length_c                   11.3297(2)
_cell_measurement_reflns_used    4954
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     2461.96(6)
_computing_cell_refinement
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_collection       ' DENZO (Otwinowski and Minor, 1997)'
_computing_data_reduction
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15633
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.38
_exptl_absorpt_coefficient_mu    1.154
_exptl_absorpt_correction_T_max  0.8460
_exptl_absorpt_correction_T_min  0.8021
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV Blessing (1997)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.886
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         4331
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0283
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0296P)²+2.6205P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0690
_refine_ls_wR_factor_ref         0.0715
_reflns_number_gt                3884
_reflns_number_total             4331
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b303657j.txt
_cod_data_source_block           s92
_cod_original_cell_volume        2461.91(6)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7031148
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
Pd1 Pd 0.054308(17) 0.063974(8) 0.437405(18) 0.01088(8) Uani 1 1 d
Cl1 Cl -0.12352(6) 0.04095(3) 0.51570(7) 0.01760(15) Uani 1 1 d
P1 P 0.21597(6) 0.08872(3) 0.37455(7) 0.01271(15) Uani 1 1 d
O1 O 0.22094(16) 0.16193(7) 0.36891(17) 0.0143(4) Uani 1 1 d
C1 C 0.0114(2) 0.15214(11) 0.4002(2) 0.0121(5) Uani 1 1 d
C4 C -0.0357(2) 0.27494(11) 0.3525(2) 0.0124(5) Uani 1 1 d
C3 C 0.0827(2) 0.25063(11) 0.3459(2) 0.0119(5) Uani 1 1 d
C15 C 0.1997(3) 0.06520(12) 0.2149(3) 0.0205(6) Uani 1 1 d
C18 C 0.3880(3) 0.06917(12) 0.4845(3) 0.0174(6) Uani 1 1 d
C12 C -0.2519(3) 0.26129(15) 0.5267(3) 0.0250(7) Uani 1 1 d
C5 C -0.1300(2) 0.24087(11) 0.3817(2) 0.0125(5) Uani 1 1 d
C7 C 0.1851(3) 0.28973(11) 0.3139(3) 0.0151(5) Uani 1 1 d
C11 C -0.2581(3) 0.26877(12) 0.3906(3) 0.0157(6) Uani 1 1 d
C2 C 0.1025(2) 0.18906(11) 0.3713(2) 0.0119(5) Uani 1 1 d
C14 C -0.2711(3) 0.33618(13) 0.3585(3) 0.0236(6) Uani 1 1 d
C8 C 0.2071(3) 0.26423(13) 0.1975(3) 0.0166(6) Uani 1 1 d
C6 C -0.1042(2) 0.17931(11) 0.4052(2) 0.0121(5) Uani 1 1 d
C13 C -0.3854(3) 0.23678(14) 0.2972(3) 0.0229(6) Uani 1 1 d
C9 C 0.3211(3) 0.29159(14) 0.4308(3) 0.0226(6) Uani 1 1 d
C19 C 0.4057(3) 0.08442(18) 0.6208(3) 0.0308(7) Uani 1 1 d
C20 C 0.4971(3) 0.09948(17) 0.4474(4) 0.0324(8) Uani 1 1 d
C10 C 0.1343(4) 0.35444(13) 0.2813(4) 0.0268(7) Uani 1 1 d
C16 C 0.0705(3) 0.09159(16) 0.1144(3) 0.0279(7) Uani 1 1 d
C17 C 0.2019(4) -0.00352(15) 0.2044(4) 0.0348(8) Uani 1 1 d
H4 H -0.052(2) 0.3151(12) 0.335(2) 0.003(6) Uiso 1 1 d
H6 H -0.167(3) 0.1564(13) 0.425(3) 0.015(7) Uiso 1 1 d
H8A H 0.114(3) 0.2596(13) 0.120(3) 0.021(7) Uiso 1 1 d
H9B H 0.387(3) 0.3159(14) 0.416(3) 0.023(8) Uiso 1 1 d
H10C H 0.202(3) 0.3753(13) 0.265(3) 0.015(7) Uiso 1 1 d
H14A H -0.354(3) 0.3510(14) 0.360(3) 0.025(8) Uiso 1 1 d
H10B H 0.052(3) 0.3559(14) 0.215(3) 0.023(8) Uiso 1 1 d
H8C H 0.263(3) 0.2914(14) 0.175(3) 0.026(8) Uiso 1 1 d
H8B H 0.244(3) 0.2277(13) 0.211(3) 0.010(7) Uiso 1 1 d
H16C H 0.065(3) 0.0762(14) 0.033(3) 0.024(8) Uiso 1 1 d
H19C H 0.489(4) 0.0712(15) 0.682(4) 0.042(10) Uiso 1 1 d
H9A H 0.309(3) 0.3095(15) 0.504(4) 0.035(9) Uiso 1 1 d
H15 H 0.278(3) 0.0795(14) 0.204(3) 0.024(8) Uiso 1 1 d
H16B H -0.007(3) 0.0779(14) 0.126(3) 0.026(8) Uiso 1 1 d
H16A H 0.069(4) 0.1334(18) 0.116(3) 0.040(10) Uiso 1 1 d
H13B H -0.386(3) 0.1908(15) 0.310(3) 0.026(8) Uiso 1 1 d
H13A H -0.395(3) 0.2416(15) 0.209(4) 0.036(9) Uiso 1 1 d
H18 H 0.391(3) 0.0278(15) 0.476(3) 0.024(8) Uiso 1 1 d
H13C H -0.461(3) 0.2509(14) 0.309(3) 0.027(8) Uiso 1 1 d
H17B H 0.292(4) -0.0182(17) 0.270(4) 0.048(11) Uiso 1 1 d
H14C H -0.199(4) 0.3591(16) 0.419(3) 0.037(9) Uiso 1 1 d
H12A H -0.337(3) 0.2788(14) 0.535(3) 0.029(8) Uiso 1 1 d
H17A H 0.132(4) -0.0216(16) 0.224(3) 0.036(10) Uiso 1 1 d
H14B H -0.284(3) 0.3453(14) 0.265(3) 0.028(8) Uiso 1 1 d
H20B H 0.584(4) 0.0896(15) 0.504(3) 0.033(9) Uiso 1 1 d
H9C H 0.363(3) 0.2526(16) 0.460(3) 0.031(9) Uiso 1 1 d
H12C H -0.248(3) 0.2200(18) 0.554(3) 0.041(10) Uiso 1 1 d
H10A H 0.123(3) 0.3734(15) 0.351(3) 0.030(9) Uiso 1 1 d
H19A H 0.346(4) 0.0627(17) 0.641(4) 0.047(12) Uiso 1 1 d
H12B H -0.171(3) 0.2790(14) 0.586(3) 0.025(8) Uiso 1 1 d
H20C H 0.493(4) 0.0858(17) 0.368(4) 0.044(11) Uiso 1 1 d
H19B H 0.402(4) 0.1278(18) 0.633(3) 0.041(10) Uiso 1 1 d
H17C H 0.202(3) -0.0151(15) 0.124(4) 0.035(9) Uiso 1 1 d
H20A H 0.495(4) 0.143(2) 0.446(4) 0.053(11) Uiso 1 1 d
Cl3 Cl 0.76668(9) 0.00444(4) 0.14632(10) 0.0482(2) Uani 1 1 d
Cl2 Cl 0.52401(11) 0.07709(6) 0.09545(12) 0.0701(4) Uani 1 1 d
C30 C 0.6994(4) 0.07196(16) 0.1778(4) 0.0428(9) Uani 1 1 d
H30A H 0.687(6) 0.065(2) 0.267(6) 0.12(2) Uiso 1 1 d
H30B H 0.742(5) 0.109(2) 0.159(4) 0.073(14) Uiso 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
_geom_angle_site_symmetry_3
C1 Pd1 P1 80.24(7) .
C1 Pd1 Cl1 97.72(7) .
P1 Pd1 Cl1 176.87(2) .
C1 Pd1 Cl1 175.73(7) 3_556
P1 Pd1 Cl1 95.83(2) 3_556
Cl1 Pd1 Cl1 86.13(2) 3_556
Pd1 Cl1 Pd1 93.87(2) 3_556
O1 P1 C18 102.97(11) .
O1 P1 C15 103.76(11) .
C18 P1 C15 107.28(13) .
O1 P1 Pd1 107.88(7) .
C18 P1 Pd1 115.37(9) .
C15 P1 Pd1 117.92(10) .
C2 O1 P1 112.53(15) .
C6 C1 C2 117.3(2) .
C6 C1 Pd1 122.99(18) .
C2 C1 Pd1 119.64(18) .
C5 C4 C3 123.3(2) .
C5 C4 H4 118.9(15) .
C3 C4 H4 117.7(15) .
C2 C3 C4 115.7(2) .
C2 C3 C7 122.3(2) .
C4 C3 C7 121.9(2) .
C16 C15 C17 111.1(3) .
C16 C15 P1 110.2(2) .
C17 C15 P1 111.3(2) .
C16 C15 H15 111.1(19) .
C17 C15 H15 106.3(19) .
P1 C15 H15 106.6(19) .
C19 C18 C20 111.8(3) .
C19 C18 P1 109.92(19) .
C20 C18 P1 112.0(2) .
C19 C18 H18 109.1(19) .
C20 C18 H18 110.4(19) .
P1 C18 H18 103.3(19) .
C11 C12 H12A 110.6(18) .
C11 C12 H12C 114(2) .
H12A C12 H12C 105(3) .
C11 C12 H12B 110.1(19) .
H12A C12 H12B 112(3) .
H12C C12 H12B 105(3) .
C4 C5 C6 117.9(2) .
C4 C5 C11 122.4(2) .
C6 C5 C11 119.7(2) .
C10 C7 C8 107.1(2) .
C10 C7 C3 111.6(2) .
C8 C7 C3 110.5(2) .
C10 C7 C9 108.1(2) .
C8 C7 C9 110.2(2) .
C3 C7 C9 109.2(2) .
C12 C11 C14 108.1(2) .
C12 C11 C13 109.3(2) .
C14 C11 C13 108.1(2) .
C12 C11 C5 109.2(2) .
C14 C11 C5 112.2(2) .
C13 C11 C5 109.8(2) .
C3 C2 C1 123.9(2) .
C3 C2 O1 118.7(2) .
C1 C2 O1 117.4(2) .
C11 C14 H14A 109.6(19) .
C11 C14 H14C 112(2) .
H14A C14 H14C 108(3) .
C11 C14 H14B 113.4(18) .
H14A C14 H14B 101(2) .
H14C C14 H14B 113(3) .
C7 C8 H8A 110.3(16) .
C7 C8 H8C 108.5(19) .
H8A C8 H8C 109(2) .
C7 C8 H8B 113.0(18) .
H8A C8 H8B 105(2) .
H8C C8 H8B 110(3) .
C1 C6 C5 121.8(2) .
C1 C6 H6 119.9(17) .
C5 C6 H6 118.3(17) .
C11 C13 H13B 114.1(17) .
C11 C13 H13A 112(2) .
H13B C13 H13A 105(3) .
C11 C13 H13C 109.5(19) .
H13B C13 H13C 105(2) .
H13A C13 H13C 111(3) .
C7 C9 H9B 112.3(18) .
C7 C9 H9A 111(2) .
H9B C9 H9A 106(3) .
C7 C9 H9C 115.0(19) .
H9B C9 H9C 107(3) .
H9A C9 H9C 106(3) .
C18 C19 H19C 113(2) .
C18 C19 H19A 109(3) .
H19C C19 H19A 102(3) .
C18 C19 H19B 112(2) .
H19C C19 H19B 106(3) .
H19A C19 H19B 115(3) .
C18 C20 H20B 112(2) .
C18 C20 H20C 112(2) .
H20B C20 H20C 104(3) .
C18 C20 H20A 115(2) .
H20B C20 H20A 105(3) .
H20C C20 H20A 108(3) .
C7 C10 H10C 106.7(17) .
C7 C10 H10B 111.9(19) .
H10C C10 H10B 113(3) .
C7 C10 H10A 111(2) .
H10C C10 H10A 108(3) .
H10B C10 H10A 106(3) .
C15 C16 H16C 106.7(18) .
C15 C16 H16B 111(2) .
H16C C16 H16B 107(3) .
C15 C16 H16A 113(2) .
H16C C16 H16A 112(3) .
H16B C16 H16A 107(3) .
C15 C17 H17B 108(2) .
C15 C17 H17A 112(2) .
H17B C17 H17A 107(3) .
C15 C17 H17C 110(2) .
H17B C17 H17C 105(3) .
H17A C17 H17C 114(3) .
Cl2 C30 Cl3 112.6(2) .
Cl2 C30 H30A 91(3) .
Cl3 C30 H30A 106(3) .
Cl2 C30 H30B 108(3) .
Cl3 C30 H30B 114(3) .
H30A C30 H30B 123(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 2.012(2) .
Pd1 P1 2.1686(6) .
Pd1 Cl1 2.4313(6) .
Pd1 Cl1 2.4332(6) 3_556
Cl1 Pd1 2.4332(6) 3_556
P1 O1 1.6236(17) .
P1 C18 1.825(3) .
P1 C15 1.826(3) .
O1 C2 1.405(3) .
C1 C6 1.389(3) .
C1 C2 1.399(3) .
C4 C5 1.392(4) .
C4 C3 1.397(3) .
C4 H4 0.91(3) .
C3 C2 1.392(3) .
C3 C7 1.539(3) .
C15 C16 1.524(4) .
C15 C17 1.527(4) .
C15 H15 0.95(3) .
C18 C19 1.520(5) .
C18 C20 1.532(4) .
C18 H18 0.92(3) .
C12 C11 1.527(4) .
C12 H12A 1.01(3) .
C12 H12C 0.96(4) .
C12 H12B 0.95(3) .
C5 C6 1.396(4) .
C5 C11 1.534(3) .
C7 C10 1.526(4) .
C7 C8 1.534(4) .
C7 C9 1.540(4) .
C11 C14 1.530(4) .
C11 C13 1.533(4) .
C14 H14A 0.95(3) .
C14 H14C 0.96(4) .
C14 H14B 1.04(3) .
C8 H8A 1.04(3) .
C8 H8C 0.95(3) .
C8 H8B 0.88(3) .
C6 H6 0.93(3) .
C13 H13B 1.03(3) .
C13 H13A 0.97(4) .
C13 H13C 0.92(3) .
C9 H9B 0.95(3) .
C9 H9A 0.97(4) .
C9 H9C 0.97(3) .
C19 H19C 0.94(4) .
C19 H19A 0.90(4) .
C19 H19B 0.97(4) .
C20 H20B 0.93(4) .
C20 H20C 0.94(4) .
C20 H20A 0.97(4) .
C10 H10C 0.93(3) .
C10 H10B 0.91(3) .
C10 H10A 0.95(4) .
C16 H16C 0.96(3) .
C16 H16B 0.94(3) .
C16 H16A 0.93(4) .
C17 H17B 1.01(4) .
C17 H17A 0.94(4) .
C17 H17C 0.95(4) .
Cl3 C30 1.752(4) .
Cl2 C30 1.739(4) .
C30 H30A 1.08(6) .
C30 H30B 1.01(5) .
