#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:33:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178816 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/70/4107043.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_4107043
loop_
_publ_author_name
'Gregory R. Fulmer'
'Alexandra N. Herndon'
'Werner Kaminsky'
'Richard A. Kemp'
'Karen I. Goldberg'
_publ_contact_author_address
;
Department of Chemistry, BOX 351700
University of Washington
Seattle, WA 98195, USA
;
_publ_contact_author_email       kaminsky@chem.washington.edu
_publ_contact_author_fax         00(206)6858665
_publ_contact_author_name        'Werner Kaminsky'
_publ_contact_author_phone       00(206)5437585
_publ_section_title
;
 Hydrogenolysis of Palladium(II) Hydroxide, Phenoxide, and Alkoxide
 Complexes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17713
_journal_page_last               17726
_journal_paper_doi               10.1021/ja205824q
_journal_volume                  133
_journal_year                    2011
_chemical_formula_moiety         'C30 H48 O P2 Pd'
_chemical_formula_sum            'C30 H48 O P2 Pd'
_chemical_formula_weight         593.02
_chemical_name_common            (tBuPCP)PdOC6H5
_chemical_name_systematic        (5)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2010-03-24T11:22:07-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 103.0810(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6351(2)
_cell_length_b                   13.2125(2)
_cell_length_c                   21.3140(3)
_cell_measurement_reflns_used    331
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      3
_cell_volume                     2917.25(8)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.029
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            34621
_diffrn_reflns_theta_full        30.55
_diffrn_reflns_theta_max         30.55
_diffrn_reflns_theta_min         1.83
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.766
_exptl_absorpt_correction_T_max  0.9627
_exptl_absorpt_correction_T_min  0.8315
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.35
_exptl_crystal_description       prism
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.897
_refine_diff_density_min         -0.995
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         8938
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0267
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0230P)²+2.5290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0593
_refine_ls_wR_factor_ref         0.0619
_reflns_number_gt                7706
_reflns_number_total             8938
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ja205824q_si_003_2.cif
_cod_data_source_block           (5)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4107043
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
_atom_site_refinement_flags
C1 C 0.53900(14) 0.11176(12) 0.17490(7) 0.0133(3) Uani 1 1 d .
C2 C 0.43344(15) 0.06144(12) 0.19078(8) 0.0150(3) Uani 1 1 d .
C3 C 0.32185(15) 0.04146(13) 0.14373(8) 0.0186(3) Uani 1 1 d .
H3 H 0.2526 0.0091 0.1551 0.022 Uiso 1 1 calc R
C4 C 0.31313(16) 0.06921(14) 0.08026(8) 0.0204(3) Uani 1 1 d .
H4 H 0.2387 0.055 0.0491 0.024 Uiso 1 1 calc R
C5 C 0.41592(16) 0.11834(13) 0.06323(8) 0.0190(3) Uani 1 1 d .
H5 H 0.4101 0.137 0.0206 0.023 Uiso 1 1 calc R
C6 C 0.52793(15) 0.13986(12) 0.10973(7) 0.0146(3) Uani 1 1 d .
C7 C 0.44372(15) 0.02723(12) 0.25920(8) 0.0165(3) Uani 1 1 d .
H7A H 0.4672 -0.0438 0.2634 0.02 Uiso 1 1 calc R
H7B H 0.3612 0.0355 0.2707 0.02 Uiso 1 1 calc R
C8 C 0.63927(15) 0.19366(12) 0.09088(7) 0.0151(3) Uani 1 1 d .
H8A H 0.6209 0.2654 0.0852 0.018 Uiso 1 1 calc R
H8B H 0.653 0.1666 0.0507 0.018 Uiso 1 1 calc R
C9 C 0.47808(16) 0.20993(13) 0.34118(8) 0.0186(3) Uani 1 1 d .
C10 C 0.57476(19) 0.28992(14) 0.37479(9) 0.0253(4) Uani 1 1 d .
H10A H 0.5289 0.3489 0.3836 0.038 Uiso 1 1 calc R
H10B H 0.6313 0.3081 0.3473 0.038 Uiso 1 1 calc R
H10C H 0.6246 0.2629 0.4145 0.038 Uiso 1 1 calc R
C11 C 0.38974(19) 0.17760(15) 0.38496(10) 0.0276(4) Uani 1 1 d .
H11A H 0.441 0.1518 0.4247 0.041 Uiso 1 1 calc R
H11B H 0.3319 0.1258 0.364 0.041 Uiso 1 1 calc R
H11C H 0.3408 0.2348 0.3937 0.041 Uiso 1 1 calc R
C12 C 0.39487(19) 0.25783(14) 0.28000(9) 0.0255(4) Uani 1 1 d .
H12A H 0.3296 0.2106 0.2597 0.038 Uiso 1 1 calc R
H12B H 0.4484 0.2747 0.2508 0.038 Uiso 1 1 calc R
H12C H 0.3546 0.3181 0.2913 0.038 Uiso 1 1 calc R
C13 C 0.64055(15) 0.01431(12) 0.37993(7) 0.0155(3) Uani 1 1 d .
C14 C 0.73480(16) -0.05169(13) 0.35290(8) 0.0193(3) Uani 1 1 d .
H14A H 0.8021 -0.01 0.3435 0.029 Uiso 1 1 calc R
H14B H 0.6893 -0.0844 0.3142 0.029 Uiso 1 1 calc R
H14C H 0.772 -0.1019 0.3842 0.029 Uiso 1 1 calc R
C15 C 0.71665(17) 0.07167(14) 0.43880(8) 0.0205(3) Uani 1 1 d .
H15A H 0.7677 0.0247 0.4683 0.031 Uiso 1 1 calc R
H15B H 0.6577 0.106 0.4596 0.031 Uiso 1 1 calc R
H15C H 0.7722 0.1203 0.4253 0.031 Uiso 1 1 calc R
C16 C 0.54126(17) -0.05549(14) 0.40021(9) 0.0220(3) Uani 1 1 d .
H16A H 0.5843 -0.0989 0.4345 0.033 Uiso 1 1 calc R
H16B H 0.4993 -0.0959 0.3641 0.033 Uiso 1 1 calc R
H16C H 0.4781 -0.0153 0.4147 0.033 Uiso 1 1 calc R
C17 C 0.85889(15) 0.05457(12) 0.13305(7) 0.0144(3) Uani 1 1 d .
C18 C 0.95312(17) 0.01244(13) 0.19262(8) 0.0195(3) Uani 1 1 d .
H18A H 0.9886 -0.0503 0.1818 0.029 Uiso 1 1 calc R
H18B H 0.9082 0.001 0.2263 0.029 Uiso 1 1 calc R
H18C H 1.0216 0.0602 0.2071 0.029 Uiso 1 1 calc R
C19 C 0.75170(17) -0.02447(13) 0.11197(8) 0.0198(3) Uani 1 1 d .
H19A H 0.6938 -0.0023 0.0731 0.03 Uiso 1 1 calc R
H19B H 0.7049 -0.0325 0.1453 0.03 Uiso 1 1 calc R
H19C H 0.7894 -0.088 0.1044 0.03 Uiso 1 1 calc R
C20 C 0.92805(16) 0.06974(13) 0.07802(8) 0.0182(3) Uani 1 1 d .
H20A H 1.0019 0.1125 0.0924 0.027 Uiso 1 1 calc R
H20B H 0.8701 0.1009 0.0421 0.027 Uiso 1 1 calc R
H20C H 0.9555 0.0053 0.0651 0.027 Uiso 1 1 calc R
C21 C 0.88741(15) 0.28746(12) 0.15547(7) 0.0142(3) Uani 1 1 d .
C22 C 0.82030(16) 0.37360(12) 0.18412(8) 0.0186(3) Uani 1 1 d .
H22A H 0.8698 0.4347 0.1855 0.028 Uiso 1 1 calc R
H22B H 0.814 0.3557 0.2269 0.028 Uiso 1 1 calc R
H22C H 0.7354 0.3841 0.1577 0.028 Uiso 1 1 calc R
C23 C 1.02145(15) 0.27013(13) 0.19947(8) 0.0185(3) Uani 1 1 d .
H23A H 1.0669 0.22 0.1806 0.028 Uiso 1 1 calc R
H23B H 1.0121 0.2472 0.2409 0.028 Uiso 1 1 calc R
H23C H 1.0692 0.3324 0.2044 0.028 Uiso 1 1 calc R
C24 C 0.90016(18) 0.31941(13) 0.08799(8) 0.0200(3) Uani 1 1 d .
H24A H 0.9481 0.3815 0.0909 0.03 Uiso 1 1 calc R
H24B H 0.8158 0.3292 0.0609 0.03 Uiso 1 1 calc R
H24C H 0.9446 0.2675 0.07 0.03 Uiso 1 1 calc R
C25 C 0.92411(15) 0.21827(13) 0.35879(7) 0.0164(3) Uani 1 1 d .
C26 C 1.00249(16) 0.13188(13) 0.36473(8) 0.0195(3) Uani 1 1 d .
H26 H 0.9866 0.0834 0.3323 0.023 Uiso 1 1 calc R
C27 C 1.10288(17) 0.11723(14) 0.41786(9) 0.0218(3) Uani 1 1 d .
H27 H 1.1525 0.0587 0.4209 0.026 Uiso 1 1 calc R
C28 C 1.13043(17) 0.18872(14) 0.46660(8) 0.0211(3) Uani 1 1 d .
H28 H 1.1985 0.1787 0.502 0.025 Uiso 1 1 calc R
C29 C 1.05542(16) 0.27522(13) 0.46194(7) 0.0182(3) Uani 1 1 d .
H29 H 1.074 0.3238 0.4943 0.022 Uiso 1 1 calc R
C30 C 0.95303(16) 0.29025(13) 0.40959(8) 0.0178(3) Uani 1 1 d .
H30 H 0.9026 0.3482 0.4077 0.021 Uiso 1 1 calc R
O1 O 0.82888(12) 0.23711(9) 0.30924(6) 0.0216(2) Uani 1 1 d .
P2 P 0.78317(4) 0.17359(3) 0.155695(18) 0.01183(7) Uani 1 1 d .
P1 P 0.56708(4) 0.10342(3) 0.312962(19) 0.01274(7) Uani 1 1 d .
Pd1 Pd 0.693083(11) 0.153755(9) 0.243025(5) 0.01182(3) 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 117.70(14)
C2 C1 Pd1 121.39(11)
C6 C1 Pd1 120.67(11)
C3 C2 C1 120.71(15)
C3 C2 C7 120.17(14)
C1 C2 C7 119.10(14)
C4 C3 C2 120.69(15)
C4 C3 H3 119.7
C2 C3 H3 119.7
C3 C4 C5 119.79(15)
C3 C4 H4 120.1
C5 C4 H4 120.1
C4 C5 C6 120.37(15)
C4 C5 H5 119.8
C6 C5 H5 119.8
C5 C6 C1 120.73(15)
C5 C6 C8 120.08(14)
C1 C6 C8 119.19(13)
C2 C7 P1 108.95(11)
C2 C7 H7A 109.9
P1 C7 H7A 109.9
C2 C7 H7B 109.9
P1 C7 H7B 109.9
H7A C7 H7B 108.3
C6 C8 P2 107.58(10)
C6 C8 H8A 110.2
P2 C8 H8A 110.2
C6 C8 H8B 110.2
P2 C8 H8B 110.2
H8A C8 H8B 108.5
C11 C9 C10 110.33(15)
C11 C9 C12 108.54(15)
C10 C9 C12 107.99(15)
C11 C9 P1 114.34(12)
C10 C9 P1 109.51(12)
C12 C9 P1 105.86(11)
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C9 C11 H11A 109.5
C9 C11 H11B 109.5
H11A C11 H11B 109.5
C9 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C9 C12 H12A 109.5
C9 C12 H12B 109.5
H12A C12 H12B 109.5
C9 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C15 C13 C14 108.64(13)
C15 C13 C16 109.64(13)
C14 C13 C16 108.27(14)
C15 C13 P1 111.36(11)
C14 C13 P1 105.39(11)
C16 C13 P1 113.32(11)
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C13 C16 H16A 109.5
C13 C16 H16B 109.5
H16A C16 H16B 109.5
C13 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C20 C17 C18 110.15(13)
C20 C17 C19 108.55(13)
C18 C17 C19 107.34(13)
C20 C17 P2 113.27(11)
C18 C17 P2 109.21(11)
C19 C17 P2 108.13(11)
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 109.5
C17 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C17 C19 H19A 109.5
C17 C19 H19B 109.5
H19A C19 H19B 109.5
C17 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C17 C20 H20A 109.5
C17 C20 H20B 109.5
H20A C20 H20B 109.5
C17 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
C24 C21 C23 110.29(13)
C24 C21 C22 108.38(13)
C23 C21 C22 108.50(13)
C24 C21 P2 113.71(11)
C23 C21 P2 110.33(11)
C22 C21 P2 105.39(10)
C21 C22 H22A 109.5
C21 C22 H22B 109.5
H22A C22 H22B 109.5
C21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C21 C23 H23A 109.5
C21 C23 H23B 109.5
H23A C23 H23B 109.5
C21 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C21 C24 H24A 109.5
C21 C24 H24B 109.5
H24A C24 H24B 109.5
C21 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
O1 C25 C26 124.22(15)
O1 C25 C30 118.75(15)
C26 C25 C30 117.01(15)
C27 C26 C25 121.40(16)
C27 C26 H26 119.3
C25 C26 H26 119.3
C26 C27 C28 120.78(17)
C26 C27 H27 119.6
C28 C27 H27 119.6
C29 C28 C27 119.23(16)
C29 C28 H28 120.4
C27 C28 H28 120.4
C28 C29 C30 120.74(15)
C28 C29 H29 119.6
C30 C29 H29 119.6
C29 C30 C25 120.84(16)
C29 C30 H30 119.6
C25 C30 H30 119.6
C25 O1 Pd1 137.20(11)
C8 P2 C21 106.01(7)
C8 P2 C17 105.11(7)
C21 P2 C17 112.58(7)
C8 P2 Pd1 101.38(5)
C21 P2 Pd1 116.80(5)
C17 P2 Pd1 113.27(5)
C7 P1 C9 105.74(8)
C7 P1 C13 104.26(7)
C9 P1 C13 112.40(7)
C7 P1 Pd1 101.05(5)
C9 P1 Pd1 113.56(5)
C13 P1 Pd1 117.85(5)
C1 Pd1 O1 163.94(6)
C1 Pd1 P2 82.36(4)
O1 Pd1 P2 97.82(4)
C1 Pd1 P1 83.66(5)
O1 Pd1 P1 97.40(4)
P2 Pd1 P1 164.605(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.410(2)
C1 C6 1.417(2)
C1 Pd1 2.0061(15)
C2 C3 1.395(2)
C2 C7 1.507(2)
C3 C4 1.384(2)
C3 H3 0.93
C4 C5 1.388(2)
C4 H4 0.93
C5 C6 1.396(2)
C5 H5 0.93
C6 C8 1.511(2)
C7 P1 1.8350(16)
C7 H7A 0.97
C7 H7B 0.97
C8 P2 1.8342(16)
C8 H8A 0.97
C8 H8B 0.97
C9 C11 1.527(2)
C9 C10 1.534(3)
C9 C12 1.537(2)
C9 P1 1.8697(17)
C10 H10A 0.96
C10 H10B 0.96
C10 H10C 0.96
C11 H11A 0.96
C11 H11B 0.96
C11 H11C 0.96
C12 H12A 0.96
C12 H12B 0.96
C12 H12C 0.96
C13 C15 1.531(2)
C13 C14 1.536(2)
C13 C16 1.536(2)
C13 P1 1.8786(16)
C14 H14A 0.96
C14 H14B 0.96
C14 H14C 0.96
C15 H15A 0.96
C15 H15B 0.96
C15 H15C 0.96
C16 H16A 0.96
C16 H16B 0.96
C16 H16C 0.96
C17 C20 1.532(2)
C17 C18 1.533(2)
C17 C19 1.536(2)
C17 P2 1.8789(16)
C18 H18A 0.96
C18 H18B 0.96
C18 H18C 0.96
C19 H19A 0.96
C19 H19B 0.96
C19 H19C 0.96
C20 H20A 0.96
C20 H20B 0.96
C20 H20C 0.96
C21 C24 1.534(2)
C21 C23 1.536(2)
C21 C22 1.541(2)
C21 P2 1.8696(16)
C22 H22A 0.96
C22 H22B 0.96
C22 H22C 0.96
C23 H23A 0.96
C23 H23B 0.96
C23 H23C 0.96
C24 H24A 0.96
C24 H24B 0.96
C24 H24C 0.96
C25 O1 1.3110(19)
C25 C26 1.402(2)
C25 C30 1.422(2)
C26 C27 1.383(2)
C26 H26 0.93
C27 C28 1.385(3)
C27 H27 0.93
C28 C29 1.385(3)
C28 H28 0.93
C29 C30 1.386(2)
C29 H29 0.93
C30 H30 0.93
O1 Pd1 2.0900(12)
P2 Pd1 2.2931(4)
P1 Pd1 2.3161(4)
