#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:19:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179963 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/57/7025720.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_7025720
loop_
_publ_author_name
'Bettucci, Lorenzo'
'Bianchini, Claudio'
'Oberhauser, Werner'
'Vogt, Matthias'
'Grützmacher, Hansjörg'
_publ_section_title
;
 Chemoselective methoxycarbonylation of terminal alkynes catalyzed by
 Pd(II)-TROPP complexes.
;
_journal_issue                   28
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6509
_journal_page_last               6517
_journal_paper_doi               10.1039/c002976a
_journal_volume                  39
_journal_year                    2010
_chemical_formula_moiety         'C27 H21 Cl2 P Pd, 0.5(C2 H4 Cl2)'
_chemical_formula_sum            'C28 H23 Cl3 P Pd'
_chemical_formula_weight         603.18
_chemical_name_common            (PdCl2(Tropp))
_chemical_name_systematic        '[PdCl2(Tropp)]'
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2009-03-03T11:56:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 95.573(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.6468(6)
_cell_length_b                   14.0728(8)
_cell_length_c                   20.6612(12)
_cell_measurement_temperature    170(2)
_cell_volume                     2502.3(3)
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (J. Appl. Cryst.1999, 32, 115)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.89
_diffrn_measurement_device_type  'Xcalibur 3, Oxford diffraction'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.1382
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6900
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         30.67
_diffrn_reflns_theta_min         3.81
_exptl_absorpt_coefficient_mu    1.141
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_correction_T_min  0.796
_exptl_absorpt_correction_type   'empirical, SADABS'
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1212
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.257
_refine_diff_density_min         -0.934
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         6900
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.923
_refine_ls_R_factor_all          0.1153
_refine_ls_R_factor_gt           0.0572
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0371P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.1008
_reflns_number_gt                3929
_reflns_number_total             6900
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c002976a.txt
_cod_data_source_block           tropos6-170k
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7025720
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 0.87055(4) 0.46814(3) 0.165966(14) 0.01922(9) Uani 1 1 d .
Cl1 Cl 0.92346(14) 0.60088(8) 0.10249(5) 0.0309(3) Uani 1 1 d .
Cl2 Cl 0.63180(13) 0.52839(9) 0.18833(5) 0.0291(2) Uani 1 1 d .
Cl3 Cl 0.6791(2) 0.40797(15) -0.02825(7) 0.0801(6) Uani 1 1 d .
P1 P 0.81628(13) 0.34243(8) 0.22573(5) 0.0172(2) Uani 1 1 d .
C1 C 0.9748(5) 0.2540(3) 0.22289(17) 0.0158(9) Uani 1 1 d .
H1 H 0.9466 0.1969 0.2481 0.019 Uiso 1 1 calc R
C2 C 1.1212(5) 0.2960(3) 0.25735(18) 0.0176(9) Uani 1 1 d .
C3 C 1.1857(5) 0.2543(3) 0.31509(19) 0.0250(10) Uani 1 1 d .
H3 H 1.1417 0.1981 0.331 0.03 Uiso 1 1 calc R
C4 C 1.3147(6) 0.2957(4) 0.3491(2) 0.0311(11) Uani 1 1 d .
H4 H 1.3601 0.2665 0.3878 0.037 Uiso 1 1 calc R
C5 C 1.3776(5) 0.3777(4) 0.3279(2) 0.0333(12) Uani 1 1 d .
H5 H 1.4668 0.4046 0.3514 0.04 Uiso 1 1 calc R
C6 C 1.3105(5) 0.4217(4) 0.2718(2) 0.0301(11) Uani 1 1 d .
H6 H 1.3523 0.4799 0.258 0.036 Uiso 1 1 calc R
C7 C 1.1829(5) 0.3814(3) 0.23563(19) 0.0217(10) Uani 1 1 d .
C8 C 1.1239(5) 0.4290(3) 0.17498(19) 0.0239(10) Uani 1 1 d .
H8 H 1.1363 0.4961 0.1742 0.029 Uiso 1 1 calc R
C9 C 1.0522(5) 0.3883(3) 0.1185(2) 0.0243(10) Uani 1 1 d .
H9 H 1.0213 0.4311 0.0841 0.029 Uiso 1 1 calc R
C10 C 1.0187(5) 0.2889(3) 0.10556(19) 0.0203(9) Uani 1 1 d .
C11 C 1.0203(5) 0.2575(3) 0.04163(19) 0.0256(10) Uani 1 1 d .
H11 H 1.037 0.3018 0.0083 0.031 Uiso 1 1 calc R
C12 C 0.9981(6) 0.1637(3) 0.0263(2) 0.0318(12) Uani 1 1 d .
H12 H 1.0014 0.1438 -0.0175 0.038 Uiso 1 1 calc R
C13 C 0.9710(5) 0.0969(3) 0.0733(2) 0.0298(11) Uani 1 1 d .
H13 H 0.9581 0.0316 0.0625 0.036 Uiso 1 1 calc R
C14 C 0.9633(5) 0.1286(3) 0.13677(19) 0.0235(10) Uani 1 1 d .
H14 H 0.9402 0.0843 0.1692 0.028 Uiso 1 1 calc R
C15 C 0.9883(5) 0.2230(3) 0.15388(18) 0.0183(9) Uani 1 1 d .
C16 C 0.6436(5) 0.2790(3) 0.19402(18) 0.0188(9) Uani 1 1 d .
C17 C 0.6006(6) 0.2870(4) 0.1275(2) 0.0318(12) Uani 1 1 d .
H17 H 0.6573 0.3272 0.1014 0.038 Uiso 1 1 calc R
C18 C 0.4736(6) 0.2354(4) 0.0995(2) 0.0396(13) Uani 1 1 d .
H18 H 0.4443 0.2404 0.0542 0.048 Uiso 1 1 calc R
C19 C 0.3904(5) 0.1777(3) 0.1366(2) 0.0337(12) Uani 1 1 d .
H19 H 0.3036 0.1431 0.1171 0.04 Uiso 1 1 calc R
C20 C 0.4328(5) 0.1699(3) 0.2022(2) 0.0292(11) Uani 1 1 d .
H20 H 0.376 0.1291 0.2278 0.035 Uiso 1 1 calc R
C21 C 0.5572(5) 0.2209(3) 0.2313(2) 0.0254(10) Uani 1 1 d .
H21 H 0.5838 0.2163 0.2769 0.03 Uiso 1 1 calc R
C22 C 0.8183(5) 0.3668(3) 0.31209(18) 0.0182(9) Uani 1 1 d .
C23 C 0.8116(5) 0.2921(3) 0.35625(18) 0.0224(10) Uani 1 1 d .
H23 H 0.7979 0.2287 0.3409 0.027 Uiso 1 1 calc R
C24 C 0.8248(5) 0.3103(3) 0.42209(19) 0.0287(11) Uani 1 1 d .
H24 H 0.817 0.2598 0.4521 0.034 Uiso 1 1 calc R
C25 C 0.8495(6) 0.4025(4) 0.4446(2) 0.0309(11) Uani 1 1 d .
H25 H 0.8591 0.4149 0.4901 0.037 Uiso 1 1 calc R
C26 C 0.8601(5) 0.4761(4) 0.40115(19) 0.0307(11) Uani 1 1 d .
H26 H 0.878 0.5391 0.4166 0.037 Uiso 1 1 calc R
C27 C 0.8447(5) 0.4581(3) 0.33486(19) 0.0246(10) Uani 1 1 d .
H27 H 0.8524 0.5089 0.305 0.03 Uiso 1 1 calc R
C28 C 0.5722(6) 0.5132(5) -0.0121(3) 0.068(2) Uani 1 1 d .
H28A H 0.634 0.5529 0.0204 0.081 Uiso 1 1 calc R
H28B H 0.5513 0.5507 -0.0526 0.081 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 0 '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_1
P1 Pd1 C9 92.23(12) .
P1 Pd1 C8 90.89(11) .
C9 Pd1 C8 36.15(15) .
P1 Pd1 Cl2 86.59(4) .
C9 Pd1 Cl2 161.56(12) .
C8 Pd1 Cl2 162.13(11) .
P1 Pd1 Cl1 179.08(5) .
C9 Pd1 Cl1 88.36(12) .
C8 Pd1 Cl1 90.00(11) .
Cl2 Pd1 Cl1 92.62(4) .
C16 P1 C22 112.23(19) .
C16 P1 C1 104.10(18) .
C22 P1 C1 102.77(17) .
C16 P1 Pd1 113.68(13) .
C22 P1 Pd1 114.30(14) .
C1 P1 Pd1 108.55(13) .
C15 C1 C2 114.9(3) .
C15 C1 P1 110.5(3) .
C2 C1 P1 108.1(3) .
C15 C1 H1 107.7 .
C2 C1 H1 107.7 .
P1 C1 H1 107.7 .
C3 C2 C7 119.9(4) .
C3 C2 C1 119.1(4) .
C7 C2 C1 120.7(3) .
C4 C3 C2 119.4(4) .
C4 C3 H3 120.3 .
C2 C3 H3 120.3 .
C5 C4 C3 121.2(4) .
C5 C4 H4 119.4 .
C3 C4 H4 119.4 .
C4 C5 C6 119.8(4) .
C4 C5 H5 120.1 .
C6 C5 H5 120.1 .
C5 C6 C7 120.7(4) .
C5 C6 H6 119.6 .
C7 C6 H6 119.6 .
C6 C7 C2 118.9(4) .
C6 C7 C8 117.6(4) .
C2 C7 C8 123.5(4) .
C9 C8 C7 128.2(4) .
C9 C8 Pd1 71.3(2) .
C7 C8 Pd1 115.9(3) .
C9 C8 H8 115.9 .
C7 C8 H8 115.9 .
Pd1 C8 H8 82.3 .
C8 C9 C10 128.1(4) .
C8 C9 Pd1 72.5(2) .
C10 C9 Pd1 115.5(3) .
C8 C9 H9 115.9 .
C10 C9 H9 115.9 .
Pd1 C9 H9 81.4 .
C11 C10 C15 118.9(4) .
C11 C10 C9 117.5(4) .
C15 C10 C9 123.7(4) .
C12 C11 C10 120.8(4) .
C12 C11 H11 119.6 .
C10 C11 H11 119.6 .
C11 C12 C13 121.4(4) .
C11 C12 H12 119.3 .
C13 C12 H12 119.3 .
C12 C13 C14 118.0(4) .
C12 C13 H13 121 .
C14 C13 H13 121 .
C15 C14 C13 121.7(4) .
C15 C14 H14 119.1 .
C13 C14 H14 119.1 .
C14 C15 C10 119.1(4) .
C14 C15 C1 119.6(4) .
C10 C15 C1 121.2(4) .
C21 C16 C17 119.2(4) .
C21 C16 P1 124.0(3) .
C17 C16 P1 116.7(3) .
C18 C17 C16 119.3(4) .
C18 C17 H17 120.3 .
C16 C17 H17 120.3 .
C19 C18 C17 120.9(4) .
C19 C18 H18 119.5 .
C17 C18 H18 119.5 .
C18 C19 C20 119.7(4) .
C18 C19 H19 120.2 .
C20 C19 H19 120.2 .
C19 C20 C21 120.7(4) .
C19 C20 H20 119.6 .
C21 C20 H20 119.6 .
C20 C21 C16 120.1(4) .
C20 C21 H21 119.9 .
C16 C21 H21 119.9 .
C27 C22 C23 119.6(4) .
C27 C22 P1 119.7(3) .
C23 C22 P1 120.2(3) .
C24 C23 C22 120.0(4) .
C24 C23 H23 120 .
C22 C23 H23 120 .
C23 C24 C25 120.1(4) .
C23 C24 H24 120 .
C25 C24 H24 120 .
C26 C25 C24 120.0(4) .
C26 C25 H25 120 .
C24 C25 H25 120 .
C25 C26 C27 120.1(4) .
C25 C26 H26 120 .
C27 C26 H26 120 .
C22 C27 C26 120.2(4) .
C22 C27 H27 119.9 .
C26 C27 H27 119.9 .
C28 C28 Cl3 109.4(7) 3_665
C28 C28 H28A 109.8 3_665
Cl3 C28 H28A 109.8 .
C28 C28 H28B 109.8 3_665
Cl3 C28 H28B 109.8 .
H28A C28 H28B 108.2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 P1 2.2332(11) .
Pd1 C9 2.234(4) .
Pd1 C8 2.249(4) .
Pd1 Cl2 2.3194(12) .
Pd1 Cl1 2.3527(11) .
Cl3 C28 1.793(7) .
P1 C16 1.807(4) .
P1 C22 1.815(4) .
P1 C1 1.856(4) .
C1 C15 1.507(5) .
C1 C2 1.511(5) .
C1 H1 1 .
C2 C3 1.396(5) .
C2 C7 1.406(6) .
C3 C4 1.387(6) .
C3 H3 0.95 .
C4 C5 1.366(7) .
C4 H4 0.95 .
C5 C6 1.390(6) .
C5 H5 0.95 .
C6 C7 1.393(6) .
C6 H6 0.95 .
C7 C8 1.468(6) .
C8 C9 1.391(6) .
C8 H8 0.95 .
C9 C10 1.448(6) .
C9 H9 0.95 .
C10 C11 1.394(5) .
C10 C15 1.406(5) .
C11 C12 1.367(6) .
C11 H11 0.95 .
C12 C13 1.388(6) .
C12 H12 0.95 .
C13 C14 1.392(5) .
C13 H13 0.95 .
C14 C15 1.387(6) .
C14 H14 0.95 .
C16 C21 1.389(5) .
C16 C17 1.394(5) .
C17 C18 1.394(6) .
C17 H17 0.95 .
C18 C19 1.368(7) .
C18 H18 0.95 .
C19 C20 1.373(6) .
C19 H19 0.95 .
C20 C21 1.381(6) .
C20 H20 0.95 .
C21 H21 0.95 .
C22 C27 1.381(6) .
C22 C23 1.397(5) .
C23 C24 1.378(5) .
C23 H23 0.95 .
C24 C25 1.388(6) .
C24 H24 0.95 .
C25 C26 1.380(6) .
C25 H25 0.95 .
C26 C27 1.386(5) .
C26 H26 0.95 .
C27 H27 0.95 .
C28 C28 1.438(11) 3_665
C28 H28A 0.99 .
C28 H28B 0.99 .
