#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:32:49 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180144 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/41/7104119.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_7104119
loop_
_publ_author_name
'Blug, Matthias'
'Guibert, Clément'
'Le Goff, Xavier-Frederic'
'Mézailles, Nicolas'
'Le Floch, Pascal'
_publ_section_title
;
 1-phosphabarrelene complexes of palladium and their use in
 Suzuki-Miyaura coupling reactions.
;
_journal_issue                   2
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              201
_journal_page_last               203
_journal_paper_doi               10.1039/b814886d
_journal_volume                  34
_journal_year                    2008
_chemical_formula_moiety         'C19 H29 P Si2'
_chemical_formula_sum            'C19 H29 P Si2'
_chemical_formula_weight         344.57
_chemical_name_systematic
;
?
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.043(1)
_cell_length_b                   16.246(1)
_cell_length_c                   8.401(1)
_cell_measurement_reflns_used    6111
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      0.998
_cell_volume                     2053.1(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.0(1)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0512
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            12956
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_T_max  0.9805
_exptl_absorpt_correction_T_min  0.9077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Denzo/Scalepack (Otwinowski & Minor, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         3085
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0415
_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)+(0.0548P)²+0.5825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1174
_reflns_number_gt                2154
_reflns_number_total             3085
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b814886d.txt
_cod_data_source_block           mb428
_cod_original_sg_symbol_H-M      'P n m a '
_cod_database_code               7104119
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'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
P1 P 0.32153(4) 0.2500 0.82690(7) 0.02100(15) Uani 1 2 d S . .
Si1 Si 0.33992(3) 0.08077(3) 1.00080(5) 0.02573(14) Uani 1 1 d . . .
C1 C 0.26325(10) 0.16378(9) 0.92920(18) 0.0212(3) Uani 1 1 d . . .
C2 C 0.17466(11) 0.17260(9) 0.93654(18) 0.0224(3) Uani 1 1 d . . .
C3 C 0.13338(14) 0.2500 0.8609(3) 0.0219(5) Uani 1 2 d S . .
H3 H 0.0674 0.2500 0.8749 0.026 Uiso 1 2 calc SR . .
C6 C 0.24870(14) 0.2500 0.6516(3) 0.0210(4) Uani 1 2 d S . .
C7 C 0.27750(16) 0.2500 0.4951(3) 0.0259(5) Uani 1 2 d S . .
H7 H 0.3394 0.2500 0.4723 0.031 Uiso 1 2 calc SR . .
C8 C 0.21636(18) 0.2500 0.3714(3) 0.0331(6) Uani 1 2 d S . .
H8 H 0.2362 0.2500 0.2640 0.040 Uiso 1 2 calc SR . .
C9 C 0.12565(18) 0.2500 0.4053(3) 0.0313(5) Uani 1 2 d S . .
H9 H 0.0838 0.2500 0.3206 0.038 Uiso 1 2 calc SR . .
C10 C 0.09574(16) 0.2500 0.5628(3) 0.0261(5) Uani 1 2 d S . .
H10 H 0.0339 0.2500 0.5857 0.031 Uiso 1 2 calc SR . .
C11 C 0.15751(14) 0.2500 0.6852(3) 0.0210(4) Uani 1 2 d S . .
C12 C 0.10888(12) 0.11391(11) 1.0099(2) 0.0341(4) Uani 1 1 d . . .
H12A H 0.1408 0.0680 1.0595 0.051 Uiso 1 1 calc R . .
H12B H 0.0691 0.0927 0.9271 0.051 Uiso 1 1 calc R . .
H12C H 0.0739 0.1428 1.0909 0.051 Uiso 1 1 calc R . .
C14 C 0.42504(13) 0.06401(11) 0.8422(2) 0.0366(4) Uani 1 1 d . . .
H14A H 0.3959 0.0628 0.7379 0.055 Uiso 1 1 calc R . .
H14B H 0.4554 0.0115 0.8607 0.055 Uiso 1 1 calc R . .
H14C H 0.4685 0.1089 0.8448 0.055 Uiso 1 1 calc R . .
C15 C 0.28597(15) -0.02002(11) 1.0456(3) 0.0472(5) Uani 1 1 d . . .
H15A H 0.2493 -0.0147 1.1415 0.071 Uiso 1 1 calc R . .
H15B H 0.3318 -0.0619 1.0631 0.071 Uiso 1 1 calc R . .
H15C H 0.2484 -0.0364 0.9557 0.071 Uiso 1 1 calc R . .
C16 C 0.39620(13) 0.11923(12) 1.1839(2) 0.0396(5) Uani 1 1 d . . .
H16A H 0.4243 0.1724 1.1615 0.059 Uiso 1 1 calc R . .
H16B H 0.4416 0.0796 1.2174 0.059 Uiso 1 1 calc R . .
H16C H 0.3523 0.1260 1.2690 0.059 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'
Si Si 0.0817 0.0704 '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
C6 P1 C1 95.12(7) . 8_565 ?
C6 P1 C1 95.12(7) . . ?
C1 P1 C1 97.54(10) 8_565 . ?
C16 Si1 C15 108.99(10) . . ?
C16 Si1 C14 109.04(9) . . ?
C15 Si1 C14 108.31(10) . . ?
C16 Si1 C1 107.65(8) . . ?
C15 Si1 C1 115.38(9) . . ?
C14 Si1 C1 107.33(8) . . ?
C2 C1 P1 114.10(11) . . ?
C2 C1 Si1 132.34(12) . . ?
P1 C1 Si1 113.56(8) . . ?
C1 C2 C12 127.14(15) . . ?
C1 C2 C3 117.96(14) . . ?
C12 C2 C3 114.89(15) . . ?
C11 C3 C2 107.73(12) . 8_565 ?
C11 C3 C2 107.73(12) . . ?
C2 C3 C2 109.49(17) 8_565 . ?
C11 C3 H3 110.6 . . ?
C2 C3 H3 110.6 8_565 . ?
C2 C3 H3 110.6 . . ?
C7 C6 C11 119.9(2) . . ?
C7 C6 P1 125.12(18) . . ?
C11 C6 P1 115.03(16) . . ?
C6 C7 C8 120.3(2) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C9 119.7(2) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C8 C9 C10 120.6(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 119.1(2) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C6 120.5(2) . . ?
C10 C11 C3 124.1(2) . . ?
C6 C11 C3 115.43(19) . . ?
C2 C12 H12A 109.5 . . ?
C2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
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
P1 C6 1.835(2) . ?
P1 C1 1.8626(15) 8_565 ?
P1 C1 1.8626(15) . ?
Si1 C16 1.8637(19) . ?
Si1 C15 1.866(2) . ?
Si1 C14 1.8679(19) . ?
Si1 C1 1.8737(16) . ?
C1 C2 1.342(2) . ?
C2 C12 1.506(2) . ?
C2 C3 1.540(2) . ?
C3 C11 1.520(3) . ?
C3 C2 1.540(2) 8_565 ?
C3 H3 1.0000 . ?
C6 C7 1.384(3) . ?
C6 C11 1.400(3) . ?
C7 C8 1.388(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(3) . ?
C10 H10 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
