#------------------------------------------------------------------------------
#$Date: 2016-03-21 04:08:19 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178459 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/80/4028058.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_4028058
loop_
_publ_author_name
'Yasuhiro Morisaki'
'Ryosuke Kato'
'Yoshiki Chujo'
_publ_contact_author_address
;
Department of Polymer Chemistry, Graduate School of Engineering,
Kyoto University,
;
_publ_contact_author_email       ' ymo_at_chujo.synchem.kyoto-u.ac.jp '
_publ_contact_author_fax         ' +81-75-383-2607 '
_publ_contact_author_name        ' Yasuhiro Morisaki '
_publ_contact_author_phone       ' +81-75-383-2610 '
_publ_section_title
;
 Synthesis of Enantiopure P-Stereogenic Diphosphacrowns using
 P-Stereogenic Secondary Phosphines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2769
_journal_page_last               2774
_journal_paper_doi               10.1021/jo302748x
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C24 H42 Cl2 O4 P2 Pt'
_chemical_formula_sum            'C24 H42 Cl2 O4 P2 Pt'
_chemical_formula_weight         722.51
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   11.3813(6)
_cell_length_b                   14.2524(8)
_cell_length_c                   17.1841(10)
_cell_measurement_reflns_used    23620
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      55.01
_cell_measurement_theta_min      6.19
_cell_volume                     2787.4(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'Yadokari-XG (Wakita, 2000)'
_computing_molecular_graphics    'Yadokari-XG (Wakita, 2000)'
_computing_publication_material  'Yadokari-XG (Wakita, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'rigaku raxis rapid'
_diffrn_measurement_method       'oscillation method'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_sigmaI/netI    0.0481
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25268
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.09
_exptl_absorpt_coefficient_mu    5.368
_exptl_absorpt_correction_T_max  0.4132
_exptl_absorpt_correction_T_min  0.2958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.047
_refine_diff_density_min         -2.621
_refine_diff_density_rms         0.138
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.038(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         6341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0366
_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/[s²(Fo²)+(0.0103P)²+10.7414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0776
_reflns_number_gt                5869
_reflns_number_total             6341
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo302748x_si_005.cif
_cod_data_source_block           18b6pt
_cod_database_code               4028058
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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
P1 P 0.73607(16) 1.08214(12) 0.14681(10) 0.0329(4) Uani 1 1 d .
C1 C 0.6877(7) 1.1623(5) 0.2235(4) 0.0395(17) Uani 1 1 d .
H1 H 0.7477 1.2121 0.2294 0.047 Uiso 1 1 calc R
H2 H 0.6141 1.1929 0.2063 0.047 Uiso 1 1 calc R
C2 C 0.6663(7) 1.1183(6) 0.3027(5) 0.050(2) Uani 1 1 d .
H3 H 0.6400 1.1682 0.3388 0.061 Uiso 1 1 calc R
H4 H 0.6011 1.0728 0.2977 0.061 Uiso 1 1 calc R
O1 O 0.7626(5) 1.0720(4) 0.3367(3) 0.0521(14) Uani 1 1 d .
C3 C 0.8465(6) 1.1329(6) 0.3663(6) 0.053(2) Uani 1 1 d .
H5 H 0.8121 1.1706 0.4090 0.063 Uiso 1 1 calc R
H6 H 0.8732 1.1763 0.3250 0.063 Uiso 1 1 calc R
C4 C 0.9528(8) 1.0750(6) 0.3974(4) 0.057(2) Uani 1 1 d .
H7 H 1.0037 1.1149 0.4304 0.068 Uiso 1 1 calc R
H8 H 0.9248 1.0214 0.4290 0.068 Uiso 1 1 calc R
O2 O 1.0166(5) 1.0422(5) 0.3310(3) 0.0581(16) Uani 1 1 d .
C5 C 1.1269(8) 1.0042(5) 0.3455(4) 0.048(2) Uani 1 1 d .
C6 C 1.1751(9) 0.9979(5) 0.4180(5) 0.053(2) Uani 1 1 d .
H9 H 1.1323 1.0177 0.4625 0.063 Uiso 1 1 calc R
C7 C 1.2872(10) 0.9622(7) 0.4254(5) 0.077(3) Uani 1 1 d .
H10 H 1.3205 0.9552 0.4758 0.093 Uiso 1 1 calc R
C8 C 1.3513(9) 0.9367(6) 0.3612(5) 0.071(3) Uani 1 1 d .
H11 H 1.4304 0.9169 0.3675 0.086 Uiso 1 1 calc R
C9 C 1.3028(7) 0.9394(5) 0.2877(5) 0.0426(18) Uani 1 1 d .
H12 H 1.3467 0.9192 0.2437 0.051 Uiso 1 1 calc R
C10 C 1.1887(7) 0.9723(6) 0.2790(4) 0.0438(17) Uani 1 1 d .
O3 O 1.1323(4) 0.9746(6) 0.2096(3) 0.0681(18) Uani 1 1 d .
C11 C 1.1886(8) 0.9205(8) 0.1445(5) 0.075(3) Uani 1 1 d .
H13 H 1.2565 0.9559 0.1238 0.090 Uiso 1 1 calc R
H14 H 1.2173 0.8593 0.1641 0.090 Uiso 1 1 calc R
C12 C 1.1029(12) 0.9054(5) 0.0831(5) 0.079(3) Uani 1 1 d .
H15 H 1.0704 0.9670 0.0675 0.094 Uiso 1 1 calc R
H16 H 1.1440 0.8789 0.0374 0.094 Uiso 1 1 calc R
O4 O 1.0151(6) 0.8496(5) 0.1013(3) 0.0694(19) Uani 1 1 d .
C13 C 0.9213(10) 0.8404(6) 0.0502(5) 0.072(3) Uani 1 1 d .
H17 H 0.9462 0.8011 0.0056 0.086 Uiso 1 1 calc R
H18 H 0.9006 0.9031 0.0296 0.086 Uiso 1 1 calc R
C14 C 0.8185(7) 0.7991(6) 0.0850(5) 0.054(2) Uani 1 1 d .
H19 H 0.8410 0.7373 0.1067 0.065 Uiso 1 1 calc R
H20 H 0.7604 0.7875 0.0433 0.065 Uiso 1 1 calc R
P2 P 0.74688(18) 0.86537(12) 0.16099(11) 0.0361(4) Uani 1 1 d .
C15 C 0.8542(6) 0.9343(4) 0.2154(4) 0.0356(16) Uani 1 1 d .
H21 H 0.8257 0.9439 0.2692 0.043 Uiso 1 1 calc R
H22 H 0.9295 0.8997 0.2180 0.043 Uiso 1 1 calc R
C16 C 0.8740(6) 1.0293(5) 0.1766(4) 0.0356(14) Uani 1 1 d .
H23 H 0.9251 1.0211 0.1304 0.043 Uiso 1 1 calc R
H24 H 0.9148 1.0717 0.2134 0.043 Uiso 1 1 calc R
Pt1 Pt 0.60736(2) 0.967643(16) 0.123516(14) 0.02910(7) Uani 1 1 d .
Cl1 Cl 0.45648(16) 1.07924(11) 0.10267(10) 0.0396(4) Uani 1 1 d .
Cl2 Cl 0.47017(16) 0.84840(11) 0.09084(10) 0.0345(4) Uani 1 1 d .
C17 C 0.7776(7) 1.1586(5) 0.0629(5) 0.0444(19) Uani 1 1 d .
C18 C 0.8737(8) 1.2278(5) 0.0887(5) 0.054(2) Uani 1 1 d .
H25 H 0.9394 1.1930 0.1116 0.081 Uiso 1 1 calc R
H26 H 0.8414 1.2712 0.1274 0.081 Uiso 1 1 calc R
H27 H 0.9016 1.2634 0.0435 0.081 Uiso 1 1 calc R
C19 C 0.8233(8) 1.0989(6) -0.0041(5) 0.056(2) Uani 1 1 d .
H28 H 0.7677 1.0479 -0.0146 0.084 Uiso 1 1 calc R
H29 H 0.8998 1.0724 0.0099 0.084 Uiso 1 1 calc R
H30 H 0.8316 1.1379 -0.0507 0.084 Uiso 1 1 calc R
C20 C 0.6714(9) 1.2134(6) 0.0319(6) 0.063(3) Uani 1 1 d .
H31 H 0.6963 1.2534 -0.0115 0.094 Uiso 1 1 calc R
H32 H 0.6389 1.2525 0.0735 0.094 Uiso 1 1 calc R
H33 H 0.6114 1.1692 0.0138 0.094 Uiso 1 1 calc R
C21 C 0.6987(8) 0.7723(5) 0.2320(5) 0.047(2) Uani 1 1 d .
C22 C 0.8066(8) 0.7360(5) 0.2770(5) 0.057(2) Uani 1 1 d .
H34 H 0.8409 0.7874 0.3073 0.085 Uiso 1 1 calc R
H35 H 0.8651 0.7121 0.2401 0.085 Uiso 1 1 calc R
H36 H 0.7825 0.6854 0.3122 0.085 Uiso 1 1 calc R
C23 C 0.6438(8) 0.6882(5) 0.1882(5) 0.058(3) Uani 1 1 d .
H37 H 0.6268 0.6376 0.2252 0.087 Uiso 1 1 calc R
H38 H 0.6991 0.6655 0.1487 0.087 Uiso 1 1 calc R
H39 H 0.5708 0.7081 0.1629 0.087 Uiso 1 1 calc R
C24 C 0.6102(8) 0.8148(5) 0.2860(5) 0.0489(19) Uani 1 1 d .
H40 H 0.5925 0.7705 0.3280 0.073 Uiso 1 1 calc R
H41 H 0.5381 0.8291 0.2572 0.073 Uiso 1 1 calc R
H42 H 0.6422 0.8728 0.3083 0.073 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'
O O 0.0106 0.0060 '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'
Pt Pt -1.7033 8.3905 '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
C16 P1 C1 108.4(3)
C16 P1 C17 103.9(3)
C1 P1 C17 105.5(3)
C16 P1 Pt1 108.4(2)
C1 P1 Pt1 112.9(3)
C17 P1 Pt1 117.1(3)
C2 C1 P1 115.9(5)
O1 C2 C1 116.2(7)
C3 O1 C2 113.3(6)
O1 C3 C4 109.3(6)
O2 C4 C3 107.0(6)
C5 O2 C4 116.3(6)
C6 C5 O2 123.5(7)
C6 C5 C10 121.1(8)
O2 C5 C10 115.4(7)
C5 C6 C7 118.7(8)
C6 C7 C8 121.0(8)
C7 C8 C9 121.1(9)
C8 C9 C10 118.8(8)
O3 C10 C9 123.0(7)
O3 C10 C5 117.9(7)
C9 C10 C5 119.1(7)
C10 O3 C11 116.2(7)
C12 C11 O3 109.3(7)
O4 C12 C11 115.3(8)
C12 O4 C13 119.4(8)
O4 C13 C14 113.5(8)
C13 C14 P2 117.0(6)
C14 P2 C15 110.5(4)
C14 P2 C21 103.4(4)
C15 P2 C21 104.0(3)
C14 P2 Pt1 116.8(3)
C15 P2 Pt1 105.7(2)
C21 P2 Pt1 115.9(3)
C16 C15 P2 110.7(5)
C15 C16 P1 111.3(5)
P1 Pt1 P2 87.66(7)
P1 Pt1 Cl1 90.69(6)
P2 Pt1 Cl1 172.06(7)
P1 Pt1 Cl2 176.61(7)
P2 Pt1 Cl2 93.90(6)
Cl1 Pt1 Cl2 88.17(6)
C19 C17 C18 109.5(7)
C19 C17 C20 106.9(7)
C18 C17 C20 109.5(6)
C19 C17 P1 110.1(5)
C18 C17 P1 109.4(6)
C20 C17 P1 111.4(6)
C24 C21 C22 111.2(7)
C24 C21 C23 110.1(7)
C22 C21 C23 107.8(6)
C24 C21 P2 108.2(5)
C22 C21 P2 109.2(6)
C23 C21 P2 110.4(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 C16 1.815(7)
P1 C1 1.829(7)
P1 C17 1.868(8)
P1 Pt1 2.2291(18)
C1 C2 1.518(11)
C2 O1 1.406(10)
O1 C3 1.387(9)
C3 C4 1.558(11)
C4 O2 1.432(8)
O2 C5 1.390(10)
C5 C6 1.364(10)
C5 C10 1.416(11)
C6 C7 1.379(13)
C7 C8 1.372(13)
C8 C9 1.379(11)
C9 C10 1.389(11)
C10 O3 1.355(8)
O3 C11 1.502(10)
C11 C12 1.452(14)
C12 O4 1.316(11)
O4 C13 1.388(12)
C13 C14 1.440(13)
C14 P2 1.806(8)
P2 C15 1.825(7)
P2 C21 1.885(8)
P2 Pt1 2.2496(19)
C15 C16 1.526(9)
Pt1 Cl1 2.3679(17)
Pt1 Cl2 2.3753(17)
C17 C19 1.523(11)
C17 C18 1.538(11)
C17 C20 1.534(12)
C21 C24 1.498(12)
C21 C22 1.541(11)
C21 C23 1.547(10)
