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#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/28/7022868.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_7022868
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 Br P2 Pd'
_chemical_formula_sum            'C24 H43 Br P2 Pd'
_chemical_formula_weight         579.83
_chemical_melting_point          xxx:xxx
_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             2010-09-24T20:12:43-00:00
_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                   16.4751(4)
_cell_length_b                   16.4751(4)
_cell_length_c                   19.2531(3)
_cell_measurement_reflns_used    3860
_cell_measurement_temperature    123.0(1)
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407
_cell_volume                     4525.72(17)
_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    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      123.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0990
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30287
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.78
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    2.053
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6256
_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    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1788
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.111
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.11(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         2668
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0398
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0418P)²+22.9031P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1078
_reflns_number_gt                2309
_reflns_number_total             2668
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3dt50190f.txt
_cod_data_source_block           5.Hex-1
_cod_original_cell_volume        4525.71(17)
_cod_original_sg_symbol_Hall     'P 65 2 (001)'
_cod_database_code               7022868
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 0.41393(2) 0.82787(5) 0.25 0.01969(18) Uani 1 2 d S
Br1 Br 0.50233(3) 1.00466(6) 0.25 0.0302(2) Uani 1 2 d S
P1 P 0.27539(13) 0.80652(12) 0.29660(8) 0.0204(4) Uani 1 1 d .
C1 C 0.3430(3) 0.6860(6) 0.25 0.0215(19) Uani 1 2 d S
C2 C 0.2597(4) 0.6343(5) 0.2885(3) 0.0233(14) Uani 1 1 d .
C3 C 0.2103(5) 0.5376(5) 0.2874(3) 0.0262(15) Uani 1 1 d .
H3 H 0.153 0.5045 0.3122 0.031 Uiso 1 1 calc R
C4 C 0.2443(3) 0.4886(6) 0.25 0.028(2) Uani 1 2 d S
H4 H 0.211 0.4221 0.25 0.033 Uiso 1 2 calc SR
C5 C 0.2239(5) 0.6874(4) 0.3315(3) 0.0235(14) Uani 1 1 d .
H5A H 0.2423 0.6895 0.3808 0.028 Uiso 1 1 calc R
H5B H 0.1547 0.6555 0.329 0.028 Uiso 1 1 calc R
C6 C 0.1934(6) 0.8021(6) 0.2280(3) 0.0283(15) Uani 1 1 d .
C7 C 0.1726(6) 0.7194(5) 0.1785(3) 0.0372(19) Uani 1 1 d .
H7A H 0.2318 0.7265 0.1613 0.056 Uiso 1 1 calc R
H7B H 0.1348 0.7195 0.1392 0.056 Uiso 1 1 calc R
H7C H 0.1381 0.6601 0.2038 0.056 Uiso 1 1 calc R
C8 C 0.2401(6) 0.8918(5) 0.1851(4) 0.0335(18) Uani 1 1 d .
H8A H 0.1983 0.8871 0.1472 0.05 Uiso 1 1 calc R
H8B H 0.299 0.9006 0.1657 0.05 Uiso 1 1 calc R
H8C H 0.2531 0.9453 0.2147 0.05 Uiso 1 1 calc R
C9 C 0.0979(5) 0.7844(6) 0.2566(4) 0.0373(18) Uani 1 1 d .
H9A H 0.0561 0.7764 0.2178 0.056 Uiso 1 1 calc R
H9B H 0.1077 0.838 0.2849 0.056 Uiso 1 1 calc R
H9C H 0.0696 0.7276 0.2852 0.056 Uiso 1 1 calc R
C10 C 0.2791(5) 0.8792(5) 0.3741(3) 0.0226(15) Uani 1 1 d .
C11 C 0.3619(5) 0.8901(5) 0.4176(4) 0.0307(15) Uani 1 1 d .
H11A H 0.3531 0.828 0.4282 0.046 Uiso 1 1 calc R
H11B H 0.3652 0.9227 0.461 0.046 Uiso 1 1 calc R
H11C H 0.4202 0.9265 0.3915 0.046 Uiso 1 1 calc R
C12 C 0.2972(5) 0.9761(5) 0.3523(4) 0.0293(17) Uani 1 1 d .
H12A H 0.3506 1.0046 0.3203 0.044 Uiso 1 1 calc R
H12B H 0.3113 1.0159 0.3935 0.044 Uiso 1 1 calc R
H12C H 0.2414 0.9699 0.3292 0.044 Uiso 1 1 calc R
C13 C 0.1897(5) 0.8304(5) 0.4173(4) 0.0299(15) Uani 1 1 d .
H13A H 0.1963 0.8684 0.4584 0.045 Uiso 1 1 calc R
H13B H 0.1787 0.7687 0.4319 0.045 Uiso 1 1 calc R
H13C H 0.1366 0.8227 0.3893 0.045 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'
Br Br -0.2901 2.4595 '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 82.42(19) . .
C1 Pd1 P1 82.42(19) . 12
P1 Pd1 P1 164.85(9) . 12
C1 Pd1 Br1 180.00(4) . .
P1 Pd1 Br1 97.58(4) . .
P1 Pd1 Br1 97.58(4) 12 .
C5 P1 C6 106.3(3) . .
C5 P1 C10 103.8(3) . .
C6 P1 C10 112.1(3) . .
C5 P1 Pd1 101.4(2) . .
C6 P1 Pd1 111.9(2) . .
C10 P1 Pd1 119.5(2) . .
C2 C1 C2 117.0(8) . 12
C2 C1 Pd1 121.5(4) . .
C2 C1 Pd1 121.5(4) 12 .
C3 C2 C1 121.5(7) . .
C3 C2 C5 119.9(6) . .
C1 C2 C5 118.6(6) . .
C2 C3 C4 120.1(7) . .
C2 C3 H3 119.9 . .
C4 C3 H3 119.9 . .
C3 C4 C3 119.7(9) . 12
C3 C4 H4 120.2 . .
C3 C4 H4 120.2 12 .
C2 C5 P1 108.1(4) . .
C2 C5 H5A 110.1 . .
P1 C5 H5A 110.1 . .
C2 C5 H5B 110.1 . .
P1 C5 H5B 110.1 . .
H5A C5 H5B 108.4 . .
C8 C6 C9 110.4(6) . .
C8 C6 C7 107.5(5) . .
C9 C6 C7 107.2(7) . .
C8 C6 P1 110.0(6) . .
C9 C6 P1 113.7(4) . .
C7 C6 P1 107.8(5) . .
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 . .
C11 C10 C13 109.4(5) . .
C11 C10 C12 109.3(6) . .
C13 C10 C12 109.5(6) . .
C11 C10 P1 104.5(4) . .
C13 C10 P1 112.2(5) . .
C12 C10 P1 111.8(4) . .
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 2.024(8) .
Pd1 P1 2.3099(18) .
Pd1 P1 2.3099(18) 12
Pd1 Br1 2.5224(11) .
P1 C5 1.833(6) .
P1 C6 1.865(7) .
P1 C10 1.896(6) .
C1 C2 1.411(8) .
C1 C2 1.411(8) 12
C2 C3 1.380(10) .
C2 C5 1.520(9) .
C3 C4 1.392(8) .
C3 H3 0.95 .
C4 C3 1.392(8) 12
C4 H4 0.95 .
C5 H5A 0.99 .
C5 H5B 0.99 .
C6 C8 1.523(10) .
C6 C9 1.550(10) .
C6 C7 1.554(10) .
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 C11 1.532(9) .
C10 C13 1.524(9) .
C10 C12 1.529(9) .
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 21.9(2) . .
P1 Pd1 P1 C5 21.9(2) 12 .
Br1 Pd1 P1 C5 -158.1(2) . .
C1 Pd1 P1 C6 -91.0(3) . .
P1 Pd1 P1 C6 -91.0(3) 12 .
Br1 Pd1 P1 C6 89.0(3) . .
C1 Pd1 P1 C10 135.2(2) . .
P1 Pd1 P1 C10 135.2(2) 12 .
Br1 Pd1 P1 C10 -44.8(2) . .
P1 Pd1 C1 C2 -15.0(3) . .
P1 Pd1 C1 C2 165.0(3) 12 .
P1 Pd1 C1 C2 165.0(3) . 12
P1 Pd1 C1 C2 -15.0(3) 12 12
C2 C1 C2 C3 -1.3(5) 12 .
Pd1 C1 C2 C3 178.7(5) . .
C2 C1 C2 C5 179.1(6) 12 .
Pd1 C1 C2 C5 -0.9(6) . .
C1 C2 C3 C4 2.7(9) . .
C5 C2 C3 C4 -177.8(5) . .
C2 C3 C4 C3 -1.3(4) . 12
C3 C2 C5 P1 -158.3(5) . .
C1 C2 C5 P1 21.3(7) . .
C6 P1 C5 C2 89.1(5) . .
C10 P1 C5 C2 -152.5(4) . .
Pd1 P1 C5 C2 -28.0(5) . .
C5 P1 C6 C8 -167.4(5) . .
C10 P1 C6 C8 79.8(5) . .
Pd1 P1 C6 C8 -57.6(5) . .
C5 P1 C6 C9 68.1(6) . .
C10 P1 C6 C9 -44.7(7) . .
Pd1 P1 C6 C9 178.0(5) . .
C5 P1 C6 C7 -50.6(5) . .
C10 P1 C6 C7 -163.4(5) . .
Pd1 P1 C6 C7 59.3(5) . .
C5 P1 C10 C11 76.0(5) . .
C6 P1 C10 C11 -169.7(5) . .
Pd1 P1 C10 C11 -35.9(5) . .
C5 P1 C10 C13 -42.5(5) . .
C6 P1 C10 C13 71.8(5) . .
Pd1 P1 C10 C13 -154.4(4) . .
C5 P1 C10 C12 -165.9(5) . .
C6 P1 C10 C12 -51.6(6) . .
Pd1 P1 C10 C12 82.2(5) . .
