#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/28/7022866.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_7022866
loop_
_publ_author_name
'Johnson, Magnus T.'
'Džolić, Zoran'
'Cetina, Mario'
'Lahtinen, Manu'
'Ahlquist, Mårten S G'
'Rissanen, Kari'
'Öhrström, Lars'
'Wendt, Ola F.'
_publ_section_title
;
 Preparation of potentially porous, chiral organometallic materials
 through spontaneous resolution of pincer palladium conformers.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8484
_journal_page_last               8491
_journal_paper_doi               10.1039/c3dt50190f
_journal_volume                  42
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C24 H43 Cl P2 Pd'
_chemical_formula_sum            'C24 H43 Cl P2 Pd'
_chemical_formula_weight         535.37
_chemical_name_systematic
;
?
;
_space_group_IT_number           179
_symmetry_cell_setting           hexagonal
_symmetry_Int_Tables_number      179
_symmetry_space_group_name_Hall  'P 65 2 (0 0 1)'
_symmetry_space_group_name_H-M   'P 65 2 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2010-09-24T19:08:51-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   16.3781(3)
_cell_length_b                   16.3781(3)
_cell_length_c                   19.1666(2)
_cell_measurement_reflns_used    3781
_cell_measurement_temperature    123.0(1)
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407
_cell_volume                     4452.49(12)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'MERCURY (Macrae et al., 2006)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature      123.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Bruker-Nonius Kappa Apex II Diffractometer'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            23407
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1.44
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6385
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G. M. SADABS 2008/2; University of Göttingen: Göttingen,
Germany, 2008.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_platon_squeeze_details
;
;
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.11(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         2625
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.967
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0257
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0553P)²+2.7718P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0775
_reflns_number_gt                2506
_reflns_number_total             2625
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3dt50190f.txt
_cod_data_source_block           4.Pen
_cod_original_cell_volume        4452.48(12)
_cod_original_sg_symbol_Hall     'P 65 2 (001)'
_cod_database_code               7022866
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'x-y, x, z+5/6'
'y, -x+y, z+1/6'
'x-y, -y, -z'
'-x, -x+y, -z+1/3'
'y, x, -z+2/3'
'-y, -x, -z+1/6'
'x, x-y, -z+5/6'
'-x+y, y, -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 0.585010(11) 0.17002(2) 0.75 0.02217(11) Uani 1 2 d S
Cl1 Cl 0.49929(4) -0.00142(7) 0.75 0.0269(3) Uani 1 2 d S
P1 P 0.72402(6) 0.19187(6) 0.79700(4) 0.02227(19) Uani 1 1 d .
C1 C 0.65628(14) 0.3126(3) 0.75 0.0237(9) Uani 1 2 d S
C2 C 0.7395(2) 0.3635(2) 0.78937(15) 0.0248(7) Uani 1 1 d .
C3 C 0.7884(3) 0.4619(3) 0.78806(16) 0.0279(7) Uani 1 1 d .
H3 H 0.8452 0.4956 0.8138 0.033 Uiso 1 1 calc R
C4 C 0.75538(16) 0.5108(3) 0.75 0.0305(10) Uani 1 2 d S
H4 H 0.7889 0.5777 0.75 0.037 Uiso 1 2 calc SR
C5 C 0.7754(2) 0.3113(2) 0.83218(16) 0.0268(7) Uani 1 1 d .
H5A H 0.7568 0.309 0.8816 0.032 Uiso 1 1 calc R
H5B H 0.845 0.3436 0.8297 0.032 Uiso 1 1 calc R
C6 C 0.8088(3) 0.1990(3) 0.72825(15) 0.0309(8) Uani 1 1 d .
C7 C 0.8292(3) 0.2814(3) 0.67989(18) 0.0388(9) Uani 1 1 d .
H7A H 0.8607 0.3405 0.7063 0.058 Uiso 1 1 calc R
H7B H 0.7698 0.2726 0.6608 0.058 Uiso 1 1 calc R
H7C H 0.87 0.284 0.6416 0.058 Uiso 1 1 calc R
C8 C 0.7604(3) 0.1072(3) 0.68490(17) 0.0363(9) Uani 1 1 d .
H8A H 0.7008 0.0981 0.6661 0.055 Uiso 1 1 calc R
H8B H 0.7479 0.0536 0.7147 0.055 Uiso 1 1 calc R
H8C H 0.8018 0.1117 0.6464 0.055 Uiso 1 1 calc R
C9 C 0.9029(3) 0.2136(3) 0.75782(19) 0.0414(9) Uani 1 1 d .
H9A H 0.9452 0.2207 0.7192 0.062 Uiso 1 1 calc R
H9B H 0.8909 0.1589 0.7862 0.062 Uiso 1 1 calc R
H9C H 0.9322 0.2705 0.7868 0.062 Uiso 1 1 calc R
C10 C 0.7183(2) 0.1182(2) 0.87349(16) 0.0275(7) Uani 1 1 d .
C11 C 0.6343(2) 0.1068(3) 0.91697(18) 0.0343(8) Uani 1 1 d .
H11A H 0.6296 0.0723 0.96 0.051 Uiso 1 1 calc R
H11B H 0.5761 0.0716 0.8899 0.051 Uiso 1 1 calc R
H11C H 0.6437 0.1692 0.9287 0.051 Uiso 1 1 calc R
C12 C 0.6989(3) 0.0196(2) 0.85049(17) 0.0333(9) Uani 1 1 d .
H12A H 0.755 0.0254 0.8274 0.05 Uiso 1 1 calc R
H12B H 0.6456 -0.008 0.818 0.05 Uiso 1 1 calc R
H12C H 0.6839 -0.0212 0.8915 0.05 Uiso 1 1 calc R
C13 C 0.8077(2) 0.1643(2) 0.91861(18) 0.0329(7) Uani 1 1 d .
H13A H 0.8231 0.2285 0.9309 0.049 Uiso 1 1 calc R
H13B H 0.8602 0.1665 0.8925 0.049 Uiso 1 1 calc R
H13C H 0.7969 0.1273 0.9613 0.049 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
_geom_angle_site_symmetry_3
C1 Pd1 P1 82.27(9) . .
C1 Pd1 P1 82.27(9) . 12_656
P1 Pd1 P1 164.53(4) . 12_656
C1 Pd1 Cl1 180 . .
P1 Pd1 Cl1 97.73(2) . .
P1 Pd1 Cl1 97.73(2) 12_656 .
C5 P1 C6 105.22(17) . .
C5 P1 C10 104.42(15) . .
C6 P1 C10 112.75(15) . .
C5 P1 Pd1 101.58(12) . .
C6 P1 Pd1 112.24(10) . .
C10 P1 Pd1 118.66(12) . .
C2 C1 C2 118.3(4) 12_656 .
C2 C1 Pd1 120.8(2) 12_656 .
C2 C1 Pd1 120.8(2) . .
C3 C2 C1 120.0(3) . .
C3 C2 C5 120.4(3) . .
C1 C2 C5 119.6(3) . .
C4 C3 C2 121.0(3) . .
C4 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
C3 C4 C3 119.5(5) 12_656 .
C3 C4 H4 120.2 12_656 .
C3 C4 H4 120.2 . .
C2 C5 P1 107.8(2) . .
C2 C5 H5A 110.1 . .
P1 C5 H5A 110.1 . .
C2 C5 H5B 110.1 . .
P1 C5 H5B 110.1 . .
H5A C5 H5B 108.5 . .
C7 C6 C9 109.0(3) . .
C7 C6 C8 108.2(3) . .
C9 C6 C8 109.6(3) . .
C7 C6 P1 107.9(2) . .
C9 C6 P1 113.7(2) . .
C8 C6 P1 108.3(3) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C6 C8 H8A 109.5 . .
C6 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C6 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C13 C10 C11 109.3(3) . .
C13 C10 C12 108.8(3) . .
C11 C10 C12 108.9(3) . .
C13 C10 P1 113.4(2) . .
C11 C10 P1 104.8(2) . .
C12 C10 P1 111.6(2) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C10 C13 H13A 109.5 . .
C10 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C10 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 2.022(4) .
Pd1 P1 2.3039(9) .
Pd1 P1 2.3039(9) 12_656
Pd1 Cl1 2.4317(11) .
P1 C5 1.828(3) .
P1 C6 1.876(3) .
P1 C10 1.871(3) .
C1 C2 1.409(4) 12_656
C1 C2 1.409(4) .
C2 C3 1.396(5) .
C2 C5 1.500(5) .
C3 C4 1.378(4) .
C3 H3 0.95 .
C4 C3 1.378(4) 12_656
C4 H4 0.95 .
C5 H5A 0.99 .
C5 H5B 0.99 .
C6 C7 1.531(5) .
C6 C9 1.543(5) .
C6 C8 1.544(5) .
C7 H7A 0.98 .
C7 H7B 0.98 .
C7 H7C 0.98 .
C8 H8A 0.98 .
C8 H8B 0.98 .
C8 H8C 0.98 .
C9 H9A 0.98 .
C9 H9B 0.98 .
C9 H9C 0.98 .
C10 C13 1.535(5) .
C10 C11 1.538(5) .
C10 C12 1.546(5) .
C11 H11A 0.98 .
C11 H11B 0.98 .
C11 H11C 0.98 .
C12 H12A 0.98 .
C12 H12B 0.98 .
C12 H12C 0.98 .
C13 H13A 0.98 .
C13 H13B 0.98 .
C13 H13C 0.98 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C1 Pd1 P1 C5 22.09(11) . .
P1 Pd1 P1 C5 22.09(11) 12_656 .
Cl1 Pd1 P1 C5 -157.91(11) . .
C1 Pd1 P1 C6 -89.84(13) . .
P1 Pd1 P1 C6 -89.84(13) 12_656 .
Cl1 Pd1 P1 C6 90.16(13) . .
C1 Pd1 P1 C10 135.76(12) . .
P1 Pd1 P1 C10 135.76(12) 12_656 .
Cl1 Pd1 P1 C10 -44.24(12) . .
P1 Pd1 C1 C2 164.66(15) . 12_656
P1 Pd1 C1 C2 -15.34(15) 12_656 12_656
P1 Pd1 C1 C2 -15.34(15) . .
P1 Pd1 C1 C2 164.66(15) 12_656 .
C2 C1 C2 C3 -0.8(2) 12_656 .
Pd1 C1 C2 C3 179.2(2) . .
C2 C1 C2 C5 179.6(3) 12_656 .
Pd1 C1 C2 C5 -0.4(3) . .
C1 C2 C3 C4 1.6(4) . .
C5 C2 C3 C4 -178.8(2) . .
C2 C3 C4 C3 -0.8(2) . 12_656
C3 C2 C5 P1 -158.7(3) . .
C1 C2 C5 P1 20.9(3) . .
C6 P1 C5 C2 89.3(2) . .
C10 P1 C5 C2 -151.8(2) . .
Pd1 P1 C5 C2 -27.8(2) . .
C5 P1 C6 C7 -50.6(3) . .
C10 P1 C6 C7 -163.8(2) . .
Pd1 P1 C6 C7 59.0(3) . .
C5 P1 C6 C9 70.4(3) . .
C10 P1 C6 C9 -42.8(3) . .
Pd1 P1 C6 C9 180.0(2) . .
C5 P1 C6 C8 -167.5(2) . .
C10 P1 C6 C8 79.3(3) . .
Pd1 P1 C6 C8 -57.9(3) . .
C5 P1 C10 C13 -43.2(3) . .
C6 P1 C10 C13 70.5(3) . .
Pd1 P1 C10 C13 -155.3(2) . .
C5 P1 C10 C11 75.9(3) . .
C6 P1 C10 C11 -170.4(2) . .
Pd1 P1 C10 C11 -36.2(3) . .
C5 P1 C10 C12 -166.4(3) . .
C6 P1 C10 C12 -52.7(3) . .
Pd1 P1 C10 C12 81.4(3) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.003 712 319 ' '
