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#$Date: 2025-08-21 13:21:36 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301847 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/16/7011637.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_7011637
loop_
_publ_author_name
'Clegg, William'
'Eastham, Graham R.'
'Elsegood, Mark R. J.'
'Heaton, Brian T.'
'Iggo, Jonathan A.'
'Tooze, Robert P.'
'Whyman, Robin'
'Zacchini, Stefano'
_publ_section_title
;
 Synthesis and reactivity of palladium hydrido-solvento complexes,
 including a key intermediate in the catalytic methoxycarbonylation of
 ethene to methyl propanoate
;
_journal_issue                   17
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3300
_journal_paper_doi               10.1039/b202372p
_journal_year                    2002
_chemical_formula_sum            'C24 H44 O2 P2 Pd'
_chemical_formula_weight         532.93
_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                 102.199(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9816(5)
_cell_length_b                   19.8520(10)
_cell_length_c                   14.5897(8)
_cell_measurement_reflns_used    12132
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.47
_cell_measurement_theta_min      2.05
_cell_volume                     2542.6(2)
_computing_cell_refinement       'local programs'
_computing_data_collection       'Siemens SMART'
_computing_data_reduction        'Siemens SAINT'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_structure_solution    'Siemens SHELXTL'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15908
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.47
_diffrn_reflns_theta_min         1.76
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.873
_exptl_absorpt_correction_T_max  0.831
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Blue/Colourless
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.771
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.00112(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         5916
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0309
_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)+(0.0215P)²+3.3628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0748
_reflns_number_gt                5338
_reflns_number_total             5916
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b202372p.txt
_cod_data_source_block           exti23
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7011637
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd Pd 0.291611(18) 0.751738(8) 0.478369(11) 0.01669(6) Uani 1 1 d . . .
C1 C 0.0024(3) 0.76227(12) 0.21950(16) 0.0222(5) Uani 1 1 d . . .
C2 C -0.1449(3) 0.78405(14) 0.17727(17) 0.0297(5) Uani 1 1 d . . .
H2 H -0.1625 0.8309 0.1670 0.036 Uiso 1 1 calc R . .
C3 C -0.2652(3) 0.74003(15) 0.15012(19) 0.0340(6) Uani 1 1 d . . .
H3 H -0.3642 0.7566 0.1236 0.041 Uiso 1 1 calc R . .
C4 C -0.2399(3) 0.67180(15) 0.16196(18) 0.0322(6) Uani 1 1 d . . .
H4 H -0.3219 0.6409 0.1449 0.039 Uiso 1 1 calc R . .
C5 C -0.0944(3) 0.64866(14) 0.19878(17) 0.0279(5) Uani 1 1 d . . .
H5 H -0.0772 0.6015 0.2038 0.033 Uiso 1 1 calc R . .
C6 C 0.0284(3) 0.69237(12) 0.22883(15) 0.0214(4) Uani 1 1 d . . .
C7 C 0.1858(3) 0.66219(12) 0.26109(15) 0.0215(4) Uani 1 1 d . . .
H7A H 0.2560 0.6878 0.2303 0.026 Uiso 1 1 calc R . .
H7B H 0.1820 0.6156 0.2364 0.026 Uiso 1 1 calc R . .
P1 P 0.27318(6) 0.65816(3) 0.38731(4) 0.01757(12) Uani 1 1 d . . .
C8 C 0.1641(3) 0.59092(12) 0.43737(16) 0.0229(5) Uani 1 1 d . . .
C9 C 0.2405(3) 0.57453(14) 0.53971(17) 0.0299(5) Uani 1 1 d . . .
H9A H 0.2709 0.6165 0.5739 0.045 Uiso 1 1 calc R . .
H9B H 0.3308 0.5465 0.5408 0.045 Uiso 1 1 calc R . .
H9C H 0.1685 0.5501 0.5695 0.045 Uiso 1 1 calc R . .
C10 C 0.1427(3) 0.52554(13) 0.3798(2) 0.0345(6) Uani 1 1 d . . .
H10A H 0.2424 0.5053 0.3803 0.052 Uiso 1 1 calc R . .
H10B H 0.0915 0.5356 0.3150 0.052 Uiso 1 1 calc R . .
H10C H 0.0806 0.4939 0.4072 0.052 Uiso 1 1 calc R . .
C11 C 0.0082(3) 0.62193(14) 0.4403(2) 0.0325(6) Uani 1 1 d . . .
H11A H 0.0225 0.6605 0.4831 0.049 Uiso 1 1 calc R . .
H11B H -0.0555 0.5881 0.4623 0.049 Uiso 1 1 calc R . .
H11C H -0.0416 0.6369 0.3772 0.049 Uiso 1 1 calc R . .
C12 C 0.4732(3) 0.63068(12) 0.38295(17) 0.0237(5) Uani 1 1 d . . .
C13 C 0.5537(3) 0.69377(14) 0.35644(19) 0.0306(5) Uani 1 1 d . . .
H13A H 0.5564 0.7284 0.4046 0.046 Uiso 1 1 calc R . .
H13B H 0.4981 0.7109 0.2958 0.046 Uiso 1 1 calc R . .
H13C H 0.6580 0.6822 0.3520 0.046 Uiso 1 1 calc R . .
C14 C 0.5597(3) 0.60768(14) 0.48000(19) 0.0323(6) Uani 1 1 d . . .
H14A H 0.6689 0.6055 0.4807 0.048 Uiso 1 1 calc R . .
H14B H 0.5235 0.5630 0.4937 0.048 Uiso 1 1 calc R . .
H14C H 0.5419 0.6398 0.5276 0.048 Uiso 1 1 calc R . .
C15 C 0.4827(3) 0.57556(15) 0.3104(2) 0.0390(7) Uani 1 1 d . . .
H15A H 0.5898 0.5646 0.3124 0.059 Uiso 1 1 calc R . .
H15B H 0.4350 0.5918 0.2476 0.059 Uiso 1 1 calc R . .
H15C H 0.4294 0.5351 0.3249 0.059 Uiso 1 1 calc R . .
O1 O 0.3776(2) 0.72280(9) 0.61125(11) 0.0260(4) Uani 1 1 d . . .
O2 O 0.3599(2) 0.79503(9) 0.60551(11) 0.0279(4) Uani 1 1 d . . .
C16 C 0.3477(3) 0.90021(12) 0.36773(17) 0.0281(5) Uani 1 1 d . . .
C17 C 0.4501(3) 0.87507(14) 0.30267(19) 0.0325(6) Uani 1 1 d . . .
H17A H 0.5378 0.9052 0.3075 0.049 Uiso 1 1 calc R . .
H17B H 0.3919 0.8745 0.2378 0.049 Uiso 1 1 calc R . .
H17C H 0.4859 0.8294 0.3212 0.049 Uiso 1 1 calc R . .
C18 C 0.4502(4) 0.90778(15) 0.46608(19) 0.0385(7) Uani 1 1 d . . .
H18A H 0.5329 0.9394 0.4633 0.058 Uiso 1 1 calc R . .
H18B H 0.4934 0.8638 0.4879 0.058 Uiso 1 1 calc R . .
H18C H 0.3897 0.9249 0.5096 0.058 Uiso 1 1 calc R . .
C19 C 0.2843(4) 0.96939(14) 0.3321(2) 0.0393(7) Uani 1 1 d . . .
H19A H 0.2282 0.9888 0.3766 0.059 Uiso 1 1 calc R . .
H19B H 0.2156 0.9643 0.2707 0.059 Uiso 1 1 calc R . .
H19C H 0.3687 0.9993 0.3264 0.059 Uiso 1 1 calc R . .
P2 P 0.19694(7) 0.83389(3) 0.37213(4) 0.02033(12) Uani 1 1 d . . .
C20 C 0.0300(3) 0.87236(13) 0.41408(18) 0.0286(5) Uani 1 1 d . . .
C21 C 0.0886(4) 0.90882(14) 0.50774(19) 0.0363(6) Uani 1 1 d . . .
H21A H 0.1423 0.9500 0.4966 0.054 Uiso 1 1 calc R . .
H21B H 0.1585 0.8792 0.5503 0.054 Uiso 1 1 calc R . .
H21C H 0.0023 0.9205 0.5360 0.054 Uiso 1 1 calc R . .
C22 C -0.0690(3) 0.92116(15) 0.3446(2) 0.0380(6) Uani 1 1 d . . .
H22A H -0.1535 0.9375 0.3714 0.057 Uiso 1 1 calc R . .
H22B H -0.1095 0.8976 0.2856 0.057 Uiso 1 1 calc R . .
H22C H -0.0068 0.9594 0.3326 0.057 Uiso 1 1 calc R . .
C23 C -0.0706(3) 0.81330(14) 0.4330(2) 0.0347(6) Uani 1 1 d . . .
H23A H -0.0115 0.7838 0.4811 0.052 Uiso 1 1 calc R . .
H23B H -0.1053 0.7876 0.3750 0.052 Uiso 1 1 calc R . .
H23C H -0.1590 0.8309 0.4548 0.052 Uiso 1 1 calc R . .
C24 C 0.1286(3) 0.81345(12) 0.24609(16) 0.0227(5) Uani 1 1 d . . .
H24B H 0.0938 0.8559 0.2128 0.027 Uiso 1 1 calc R . .
H24A H 0.2170 0.7972 0.2217 0.027 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'
Pd Pd -0.9988 1.0072 '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'
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
_geom_angle_publ_flag
C2 C1 C6 117.8(2) . . ?
C2 C1 C24 119.5(2) . . ?
C6 C1 C24 122.5(2) . . ?
C1 C2 C3 122.6(3) . . ?
C2 C3 C4 119.2(2) . . ?
C3 C4 C5 119.5(2) . . ?
C4 C5 C6 122.2(3) . . ?
C1 C6 C5 118.5(2) . . ?
C1 C6 C7 122.9(2) . . ?
C5 C6 C7 118.3(2) . . ?
C6 C7 P1 119.96(16) . . ?
Pd P1 C7 120.79(8) . . ?
Pd P1 C8 109.34(8) . . ?
Pd P1 C12 107.67(8) . . ?
C7 P1 C8 105.67(11) . . ?
C7 P1 C12 100.71(11) . . ?
C8 P1 C12 112.49(11) . . ?
P1 C8 C9 111.24(16) . . ?
P1 C8 C10 113.58(17) . . ?
P1 C8 C11 106.08(16) . . ?
C9 C8 C10 109.3(2) . . ?
C9 C8 C11 106.2(2) . . ?
C10 C8 C11 110.1(2) . . ?
P1 C12 C13 105.92(16) . . ?
P1 C12 C14 110.75(17) . . ?
P1 C12 C15 114.84(18) . . ?
C13 C12 C14 107.6(2) . . ?
C13 C12 C15 108.0(2) . . ?
C14 C12 C15 109.4(2) . . ?
P1 Pd O1 107.21(5) . . ?
P1 Pd O2 148.96(5) . . ?
P1 Pd P2 102.50(2) . . ?
O1 Pd O2 41.95(7) . . ?
O1 Pd P2 150.27(5) . . ?
O2 Pd P2 108.45(5) . . ?
Pd O1 O2 69.24(9) . . ?
Pd O2 O1 68.81(9) . . ?
C17 C16 C18 106.8(2) . . ?
C17 C16 C19 108.0(2) . . ?
C17 C16 P2 108.64(17) . . ?
C18 C16 C19 109.5(2) . . ?
C18 C16 P2 109.05(18) . . ?
C19 C16 P2 114.6(2) . . ?
Pd P2 C16 110.59(8) . . ?
Pd P2 C20 105.94(8) . . ?
Pd P2 C24 120.88(8) . . ?
C16 P2 C20 110.47(12) . . ?
C16 P2 C24 101.95(11) . . ?
C20 P2 C24 106.81(11) . . ?
P2 C20 C21 109.34(19) . . ?
P2 C20 C22 115.26(19) . . ?
P2 C20 C23 106.56(17) . . ?
C21 C20 C22 109.3(2) . . ?
C21 C20 C23 107.6(2) . . ?
C22 C20 C23 108.5(2) . . ?
C1 C24 P2 118.34(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.404(3) . ?
C1 C6 1.409(3) . ?
C1 C24 1.510(3) . ?
C2 C3 1.381(4) . ?
C3 C4 1.378(4) . ?
C4 C5 1.383(4) . ?
C5 C6 1.399(3) . ?
C6 C7 1.516(3) . ?
C7 P1 1.845(2) . ?
P1 Pd 2.2694(6) . ?
P1 C8 1.892(2) . ?
P1 C12 1.891(2) . ?
C8 C9 1.541(3) . ?
C8 C10 1.536(3) . ?
C8 C11 1.538(3) . ?
C12 C13 1.536(4) . ?
C12 C14 1.534(3) . ?
C12 C15 1.538(3) . ?
Pd O1 2.0130(16) . ?
Pd O2 2.0187(16) . ?
Pd P2 2.2865(6) . ?
O1 O2 1.443(3) . ?
C16 C17 1.538(4) . ?
C16 C18 1.540(3) . ?
C16 C19 1.535(4) . ?
C16 P2 1.899(3) . ?
P2 C20 1.895(3) . ?
P2 C24 1.856(2) . ?
C20 C21 1.538(4) . ?
C20 C22 1.541(4) . ?
C20 C23 1.540(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168347507
