#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:40:51 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179802 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/98/7009866.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_7009866
loop_
_publ_author_name
'Drago, Daniela'
'Pregosin, Paul S.'
_publ_contact_author
;
Drago Daniela
 Laboratory of Inorganic Chemistry,
 Universitätstr. 6
 CH-8092 Zürich,
 Switzerland
;
_publ_section_title
;
 Allyl, olefin, aryl and alkyl organometallic palladium complexes of
 1,2-bis[(2R,5R)-2,5-dimethylphospholanyl]benzene
;
_journal_issue                   18
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3191
_journal_paper_doi               10.1039/b004148n
_journal_year                    2000
_chemical_formula_sum            'C35 H43 Cl2 F3 O3 P2 Pd S'
_chemical_formula_weight         839.99
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 106.3940(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.0798(3)
_cell_length_b                   11.4320(3)
_cell_length_c                   13.2985(4)
_cell_measurement_reflns_used    6112
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.89
_cell_measurement_theta_min      3
_cell_volume                     1907.66(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.912
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type
'Four circle diffractometer Syntex P21 Graphite monochromator'
_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  0.0696
_diffrn_reflns_av_sigmaI/netI    0.1688
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19700
_diffrn_reflns_theta_full        32.89
_diffrn_reflns_theta_max         32.89
_diffrn_reflns_theta_min         1.60
_diffrn_standards_interval_time  150
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
'Program Sadabs, G. Sheldrick, 1997, Göttingen'
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.836
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.0007(4)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.822
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         12152
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.822
_refine_ls_R_factor_all          0.1441
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0370P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1284
_reflns_number_gt                5410
_reflns_number_total             12152
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b004148n.txt
_cod_data_source_block           complex2
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7009866
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.72292(3) 0.14530(4) 0.85392(3) 0.04450(12) Uani 1 1 d . . .
P1 P 0.84022(11) 0.01791(12) 0.81373(11) 0.0435(3) Uani 1 1 d . . .
C1L C 0.5923(5) 0.2349(6) 0.9026(5) 0.0639(17) Uani 1 1 d . . .
H1LA H 0.5269 0.1881 0.8815 0.077 Uiso 1 1 calc R . .
C1 C 1.0573(5) 0.0765(6) 0.9120(5) 0.0705(18) Uani 1 1 d . . .
H1A H 1.1204 0.0568 0.9667 0.106 Uiso 1 1 calc R . .
H1B H 1.0359 0.1548 0.9224 0.106 Uiso 1 1 calc R . .
H1C H 1.0718 0.0711 0.8453 0.106 Uiso 1 1 calc R . .
S1 S 0.75135(17) -0.5634(3) 1.28244(18) 0.0979(7) Uani 1 1 d . . .
O1 O 0.7812(5) -0.6425(6) 1.2190(6) 0.143(3) Uani 1 1 d . . .
F1 F 0.6036(7) -0.6877(7) 1.3047(5) 0.210(4) Uani 1 1 d . . .
C1' C 0.6145(7) -0.5717(12) 1.2571(7) 0.126(4) Uani 1 1 d . . .
C1M C 0.1975(9) 0.2336(11) 0.5350(8) 0.154(4) Uani 1 1 d . . .
H1MA H 0.2288 0.1724 0.5847 0.185 Uiso 1 1 calc R . .
H1MB H 0.1405 0.2688 0.5582 0.185 Uiso 1 1 calc R . .
Cl1 Cl 0.1434(2) 0.1710(2) 0.4178(2) 0.1297(9) Uani 1 1 d . . .
C2L C 0.6660(5) 0.1830(5) 0.9904(5) 0.0534(17) Uani 1 1 d . . .
H2LA H 0.7087 0.2330 1.0465 0.064 Uiso 1 1 calc R . .
C2 C 0.9683(5) -0.0082(5) 0.9148(4) 0.0546(15) Uani 1 1 d . . .
H2A H 0.9546 0.0017 0.9830 0.066 Uiso 1 1 calc R . .
P2 P 0.72320(11) 0.24290(12) 0.70454(11) 0.0432(3) Uani 1 1 d . . .
O2 O 0.7948(4) -0.5648(5) 1.3917(5) 0.113(2) Uani 1 1 d . . .
F2 F 0.5734(4) -0.5006(6) 1.3087(5) 0.152(2) Uani 1 1 d . . .
Cl2 Cl 0.2914(2) 0.3367(4) 0.5407(3) 0.1849(16) Uani 1 1 d . . .
C3L C 0.6874(5) 0.0639(6) 0.9919(5) 0.0529(17) Uani 1 1 d . . .
H3LA H 0.6210 0.0190 0.9702 0.063 Uiso 1 1 calc R . .
C3 C 0.9917(5) -0.1388(6) 0.9041(5) 0.0685(18) Uani 1 1 d . . .
H3A H 1.0248 -0.1506 0.8482 0.082 Uiso 1 1 calc R . .
H3B H 1.0393 -0.1682 0.9689 0.082 Uiso 1 1 calc R . .
O3 O 0.7457(8) -0.4379(6) 1.2375(6) 0.184(4) Uani 1 1 d . . .
F3 F 0.5585(4) -0.5823(6) 1.1613(4) 0.144(3) Uani 1 1 d . . .
C4 C 0.8863(6) -0.2012(5) 0.8795(5) 0.077(2) Uani 1 1 d . . .
H4A H 0.8596 -0.2014 0.9406 0.092 Uiso 1 1 calc R . .
H4B H 0.8945 -0.2816 0.8599 0.092 Uiso 1 1 calc R . .
C4L C 0.7656(5) 0.0044(5) 1.0785(5) 0.0543(14) Uani 1 1 d . . .
C5 C 0.8082(6) -0.1366(6) 0.7885(6) 0.064(2) Uani 1 1 d . . .
H5A H 0.8263 -0.1577 0.7242 0.077 Uiso 1 1 calc R . .
C5L C 0.7517(6) -0.1150(6) 1.0943(6) 0.0702(18) Uani 1 1 d . . .
H5LA H 0.6965 -0.1555 1.0480 0.084 Uiso 1 1 calc R . .
C6 C 0.6894(5) -0.1693(7) 0.7724(6) 0.086(2) Uani 1 1 d . . .
H6A H 0.6800 -0.2518 0.7598 0.128 Uiso 1 1 calc R . .
H6B H 0.6457 -0.1271 0.7134 0.128 Uiso 1 1 calc R . .
H6C H 0.6689 -0.1492 0.8342 0.128 Uiso 1 1 calc R . .
C6L C 0.8197(8) -0.1731(8) 1.1785(7) 0.097(3) Uani 1 1 d . . .
H6LA H 0.8079 -0.2513 1.1907 0.116 Uiso 1 1 calc R . .
C7 C 0.8661(4) 0.0693(5) 0.6932(4) 0.0459(13) Uani 1 1 d . . .
C7L C 0.9059(8) -0.1138(11) 1.2447(7) 0.112(3) Uani 1 1 d . . .
H7LA H 0.9551 -0.1540 1.2976 0.135 Uiso 1 1 calc R . .
C8 C 0.9382(4) 0.0121(6) 0.6496(4) 0.0575(15) Uani 1 1 d . . .
H8A H 0.9755 -0.0526 0.6835 0.069 Uiso 1 1 calc R . .
C8L C 0.9177(6) 0.0031(9) 1.2317(7) 0.100(3) Uani 1 1 d . . .
H8LA H 0.9727 0.0438 1.2782 0.120 Uiso 1 1 calc R . .
C9 C 0.9545(5) 0.0506(6) 0.5571(5) 0.0701(18) Uani 1 1 d . . .
H9A H 1.0022 0.0120 0.5283 0.084 Uiso 1 1 calc R . .
C9L C 0.8473(5) 0.0618(7) 1.1485(5) 0.0724(19) Uani 1 1 d . . .
H9LA H 0.8560 0.1416 1.1404 0.087 Uiso 1 1 calc R . .
C10 C 0.8983(4) 0.1485(9) 0.5070(4) 0.0716(16) Uani 1 1 d . . .
H10A H 0.9088 0.1758 0.4448 0.086 Uiso 1 1 calc R . .
C10L C 0.5661(5) 0.3596(6) 0.8942(5) 0.0608(17) Uani 1 1 d . . .
C11 C 0.8287(5) 0.2033(6) 0.5492(5) 0.0660(17) Uani 1 1 d . . .
H11A H 0.7905 0.2671 0.5144 0.079 Uiso 1 1 calc R . .
C11L C 0.6268(6) 0.4470(6) 0.9566(6) 0.077(2) Uani 1 1 d . . .
H11B H 0.6886 0.4270 1.0083 0.092 Uiso 1 1 calc R . .
C12 C 0.8124(4) 0.1670(5) 0.6434(4) 0.0447(15) Uani 1 1 d . . .
C12L C 0.5963(9) 0.5624(7) 0.9425(8) 0.106(3) Uani 1 1 d . . .
H12A H 0.6373 0.6197 0.9851 0.128 Uiso 1 1 calc R . .
C13L C 0.5070(10) 0.5931(9) 0.8672(10) 0.120(4) Uani 1 1 d . . .
H13A H 0.4879 0.6717 0.8589 0.145 Uiso 1 1 calc R . .
C13 C 0.5605(5) 0.1625(9) 0.5249(5) 0.099(3) Uani 1 1 d . . .
H13B H 0.4916 0.1787 0.4777 0.148 Uiso 1 1 calc R . .
H13C H 0.5583 0.0894 0.5598 0.148 Uiso 1 1 calc R . .
H13D H 0.6122 0.1580 0.4863 0.148 Uiso 1 1 calc R . .
C14 C 0.5916(4) 0.2615(6) 0.6071(5) 0.0570(15) Uani 1 1 d . . .
H14A H 0.5383 0.2612 0.6463 0.068 Uiso 1 1 calc R . .
C14L C 0.4442(8) 0.5128(10) 0.8033(8) 0.105(3) Uani 1 1 d . . .
H14B H 0.3839 0.5365 0.7515 0.126 Uiso 1 1 calc R . .
C15 C 0.5934(5) 0.3852(6) 0.5647(5) 0.0723(19) Uani 1 1 d . . .
H15A H 0.6265 0.3854 0.5081 0.087 Uiso 1 1 calc R . .
H15B H 0.5213 0.4151 0.5382 0.087 Uiso 1 1 calc R . .
C15L C 0.4713(6) 0.3928(7) 0.8162(7) 0.082(2) Uani 1 1 d . . .
H15C H 0.4280 0.3365 0.7745 0.099 Uiso 1 1 calc R . .
C16 C 0.6570(5) 0.4608(5) 0.6550(6) 0.073(2) Uani 1 1 d . . .
H16A H 0.6700 0.5372 0.6293 0.087 Uiso 1 1 calc R . .
H16B H 0.6179 0.4712 0.7064 0.087 Uiso 1 1 calc R . .
C17 C 0.7618(5) 0.3991(5) 0.7042(5) 0.0543(14) Uani 1 1 d . . .
H17A H 0.8072 0.4078 0.6573 0.065 Uiso 1 1 calc R . .
C18 C 0.8226(7) 0.4430(7) 0.8113(7) 0.083(3) Uani 1 1 d . . .
H18A H 0.8406 0.5239 0.8066 0.125 Uiso 1 1 calc R . .
H18B H 0.8866 0.3981 0.8371 0.125 Uiso 1 1 calc R . .
H18C H 0.7792 0.4351 0.8584 0.125 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 '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
C2L Pd1 C3L 36.7(2) . . ?
C2L Pd1 C1L 37.3(2) . . ?
C3L Pd1 C1L 66.3(2) . . ?
C2L Pd1 P2 135.27(17) . . ?
C3L Pd1 P2 167.85(17) . . ?
C1L Pd1 P2 102.55(17) . . ?
C2L Pd1 P1 136.63(17) . . ?
C3L Pd1 P1 103.71(17) . . ?
C1L Pd1 P1 167.60(18) . . ?
P2 Pd1 P1 86.66(5) . . ?
C7 P1 C5 103.9(3) . . ?
C7 P1 C2 109.6(3) . . ?
C5 P1 C2 95.2(3) . . ?
C7 P1 Pd1 107.63(18) . . ?
C5 P1 Pd1 121.7(2) . . ?
C2 P1 Pd1 117.53(19) . . ?
C2L C1L C10L 124.1(7) . . ?
C2L C1L Pd1 69.5(3) . . ?
C10L C1L Pd1 127.2(4) . . ?
O1 S1 O2 121.9(5) . . ?
O1 S1 O3 111.5(5) . . ?
O2 S1 O3 111.9(4) . . ?
O1 S1 C1' 107.7(5) . . ?
O2 S1 C1' 107.2(4) . . ?
O3 S1 C1' 92.4(6) . . ?
F2 C1' F3 112.6(9) . . ?
F2 C1' F1 103.4(9) . . ?
F3 C1' F1 103.9(9) . . ?
F2 C1' S1 115.5(8) . . ?
F3 C1' S1 118.0(7) . . ?
F1 C1' S1 100.6(7) . . ?
Cl1 C1M Cl2 116.7(6) . . ?
C3L C2L C1L 120.7(7) . . ?
C3L C2L Pd1 72.8(4) . . ?
C1L C2L Pd1 73.2(3) . . ?
C1 C2 C3 116.2(5) . . ?
C1 C2 P1 114.9(4) . . ?
C3 C2 P1 104.6(4) . . ?
C12 P2 C14 109.2(3) . . ?
C12 P2 C17 104.4(3) . . ?
C14 P2 C17 95.0(3) . . ?
C12 P2 Pd1 108.34(18) . . ?
C14 P2 Pd1 115.8(2) . . ?
C17 P2 Pd1 122.7(2) . . ?
C2L C3L C4L 123.8(7) . . ?
C2L C3L Pd1 70.4(4) . . ?
C4L C3L Pd1 125.3(4) . . ?
C4 C3 C2 106.6(5) . . ?
C3 C4 C5 108.0(5) . . ?
C9L C4L C5L 118.3(6) . . ?
C9L C4L C3L 123.1(6) . . ?
C5L C4L C3L 118.4(6) . . ?
C4 C5 C6 114.3(6) . . ?
C4 C5 P1 104.7(5) . . ?
C6 C5 P1 115.3(5) . . ?
C6L C5L C4L 120.5(8) . . ?
C5L C6L C7L 119.8(8) . . ?
C12 C7 C8 119.2(5) . . ?
C12 C7 P1 119.0(4) . . ?
C8 C7 P1 121.8(4) . . ?
C8L C7L C6L 119.8(8) . . ?
C9 C8 C7 120.8(6) . . ?
C7L C8L C9L 120.0(9) . . ?
C8 C9 C10 119.1(5) . . ?
C4L C9L C8L 121.5(8) . . ?
C11 C10 C9 119.9(5) . . ?
C11L C10L C15L 118.3(7) . . ?
C11L C10L C1L 124.8(6) . . ?
C15L C10L C1L 116.9(7) . . ?
C10 C11 C12 121.9(6) . . ?
C12L C11L C10L 120.8(8) . . ?
C7 C12 C11 119.0(5) . . ?
C7 C12 P2 118.3(4) . . ?
C11 C12 P2 122.7(5) . . ?
C13L C12L C11L 120.4(10) . . ?
C12L C13L C14L 122.0(9) . . ?
C15 C14 C13 116.5(6) . . ?
C15 C14 P2 104.9(4) . . ?
C13 C14 P2 114.7(5) . . ?
C13L C14L C15L 119.6(9) . . ?
C16 C15 C14 107.3(5) . . ?
C14L C15L C10L 118.9(9) . . ?
C17 C16 C15 107.6(5) . . ?
C18 C17 C16 115.1(6) . . ?
C18 C17 P2 112.9(5) . . ?
C16 C17 P2 103.6(4) . . ?
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
Pd1 C2L 2.190(6) . ?
Pd1 C3L 2.221(6) . ?
Pd1 C1L 2.238(5) . ?
Pd1 P2 2.2794(14) . ?
Pd1 P1 2.2855(14) . ?
P1 C7 1.826(5) . ?
P1 C5 1.825(7) . ?
P1 C2 1.852(6) . ?
C1L C2L 1.417(9) . ?
C1L C10L 1.464(9) . ?
C1 C2 1.523(8) . ?
S1 O1 1.366(6) . ?
S1 O2 1.403(6) . ?
S1 O3 1.548(7) . ?
S1 C1' 1.728(9) . ?
F1 C1' 1.494(14) . ?
C1' F2 1.277(10) . ?
C1' F3 1.283(9) . ?
C1M Cl1 1.680(11) . ?
C1M Cl2 1.688(11) . ?
C2L C3L 1.389(8) . ?
C2 C3 1.539(8) . ?
P2 C12 1.819(5) . ?
P2 C14 1.851(6) . ?
P2 C17 1.855(6) . ?
C3L C4L 1.473(8) . ?
C3 C4 1.503(9) . ?
C4 C5 1.535(9) . ?
C4L C9L 1.370(9) . ?
C4L C5L 1.400(9) . ?
C5 C6 1.553(9) . ?
C5L C6L 1.387(11) . ?
C6L C7L 1.394(13) . ?
C7 C12 1.384(7) . ?
C7 C8 1.401(7) . ?
C7L C8L 1.363(13) . ?
C8 C9 1.379(8) . ?
C8L C9L 1.395(10) . ?
C9 C10 1.400(10) . ?
C10 C11 1.351(8) . ?
C10L C11L 1.394(10) . ?
C10L C15L 1.425(10) . ?
C11 C12 1.392(7) . ?
C11L C12L 1.376(10) . ?
C12L C13L 1.353(13) . ?
C13L C14L 1.358(13) . ?
C13 C14 1.546(10) . ?
C14 C15 1.525(9) . ?
C14L C15L 1.415(12) . ?
C15 C16 1.522(9) . ?
C16 C17 1.515(8) . ?
C17 C18 1.509(9) . ?
