#------------------------------------------------------------------------------
#$Date: 2019-11-23 19:05:55 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234572 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/51/7125174.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_7125174
loop_
_publ_author_name
'Arisawa, Mieko'
'Yamada, Tomoki'
'Tanii, Saori'
'Kawada, Yuta'
'Hashimoto, Hisako'
'Yamaguchi, Masahiko'
_publ_section_title
;
 Rhodium-catalyzed P-P bond exchange reaction of diphosphine disulfides.
;
_journal_issue                   93
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              13580
_journal_page_last               13583
_journal_paper_doi               10.1039/c6cc07302f
_journal_volume                  52
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_sum            'C15 H18 P2 S2'
_chemical_formula_weight         324.35
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-08-08 deposited with the CCDC.
2016-10-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1542(14)
_cell_length_b                   16.9650(15)
_cell_length_c                   10.682(2)
_cell_measurement_reflns_used    5475
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      3.07
_cell_volume                     1658.9(4)
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SHELX
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS Rapid'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1710
_diffrn_reflns_av_sigmaI/netI    0.0960
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14974
_diffrn_reflns_theta_full        27.42
_diffrn_reflns_theta_max         27.42
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.499
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.381
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.151
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.310
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.310
_refine_ls_R_factor_all          0.2095
_refine_ls_R_factor_gt           0.1403
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3766
_refine_ls_wR_factor_ref         0.4216
_reflns_number_gt                967
_reflns_number_total             1880
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc07302f2.cif
_cod_data_source_block           ydkr
_cod_original_cell_volume        1658.8(5)
_cod_database_code               7125174
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'
'-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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.0391(3) 0.56844(13) 0.2881(2) 0.0681(9) Uani 1 1 d . . .
P1 P 0.0937(3) 0.50708(14) 0.4359(2) 0.0659(9) Uani 1 1 d . . .
C1 C 0.0818(11) 0.3664(6) 0.2990(9) 0.077(3) Uani 1 1 d . . .
H1 H 0.0116 0.3932 0.2492 0.092 Uiso 1 1 calc R A .
C2 C 0.1198(13) 0.2905(5) 0.2691(10) 0.080(3) Uani 1 1 d . . .
H2 H 0.0784 0.2651 0.1982 0.096 Uiso 1 1 calc R . .
C3 C 0.2759(12) 0.2857(6) 0.4479(12) 0.083(3) Uani 1 1 d . . .
H3 H 0.3418 0.2566 0.4988 0.100 Uiso 1 1 calc R . .
C4 C 0.1451(10) 0.4057(6) 0.4028(8) 0.068(2) Uani 1 1 d . . .
C5 C 0.2390(12) 0.3634(6) 0.4828(10) 0.088(3) Uani 1 1 d . . .
H4 H 0.2760 0.3863 0.5575 0.105 Uiso 1 1 calc R A .
C6 C 0.2205(14) 0.2515(6) 0.3446(12) 0.090(4) Uani 1 1 d . . .
H5 H 0.2507 0.1997 0.3228 0.108 Uiso 1 1 calc R A .
C8 C 0.377(2) 0.5517(14) 0.479(2) 0.089(6) Uiso 0.50 1 d P A -2
H6 H 0.4293 0.5081 0.5187 0.133 Uiso 0.50 1 calc PR A -2
H7 H 0.4214 0.6018 0.5033 0.133 Uiso 0.50 1 calc PR A -2
H8 H 0.3821 0.5459 0.3875 0.133 Uiso 0.50 1 calc PR A -2
C9 C 0.243(2) 0.5506(12) 0.513(2) 0.059(6) Uiso 0.50 1 d P A -2
H9 H 0.2159 0.6066 0.5246 0.070 Uiso 0.50 1 calc PR A -2
H10 H 0.2439 0.5271 0.5980 0.070 Uiso 0.50 1 calc PR A -2
C10 C 0.220(2) 0.5508(11) 0.5537(19) 0.050(5) Uiso 0.50 1 d P A -1
H11 H 0.3033 0.5748 0.5109 0.074 Uiso 0.50 1 calc PR A -1
H12 H 0.2545 0.5094 0.6104 0.074 Uiso 0.50 1 calc PR A -1
H13 H 0.1679 0.5912 0.6020 0.074 Uiso 0.50 1 calc PR A -1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0799(19) 0.0560(14) 0.0682(15) 0.0144(10) -0.0016(12) 0.0051(11)
P1 0.0707(18) 0.0605(15) 0.0665(16) 0.0037(11) -0.0133(12) -0.0011(11)
C1 0.085(7) 0.079(6) 0.066(6) -0.003(5) -0.015(5) 0.015(5)
C2 0.108(8) 0.056(5) 0.076(6) -0.017(5) 0.003(6) 0.001(6)
C3 0.090(8) 0.054(5) 0.105(8) 0.017(6) 0.021(6) 0.021(5)
C4 0.071(6) 0.066(5) 0.066(5) -0.001(5) 0.005(5) 0.007(5)
C5 0.095(8) 0.080(7) 0.088(7) -0.005(6) -0.029(6) 0.020(6)
C6 0.127(10) 0.051(5) 0.093(8) -0.007(6) 0.026(7) 0.012(6)
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'
S S 0.1246 0.1234 '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_3
C9 P1 C4 106.7(8) .
C9 P1 C10 15.0(8) .
C4 P1 C10 110.4(7) .
C9 P1 S1 110.7(7) .
C4 P1 S1 114.3(3) .
C10 P1 S1 119.5(6) .
C9 P1 P1 111.1(7) 5_566
C4 P1 P1 102.7(3) 5_566
C10 P1 P1 96.1(7) 5_566
S1 P1 P1 111.08(19) 5_566
C2 C1 C4 121.3(9) .
C6 C2 C1 118.6(10) .
C6 C3 C5 121.9(10) .
C5 C4 C1 119.0(9) .
C5 C4 P1 121.5(7) .
C1 C4 P1 119.4(7) .
C4 C5 C3 117.5(10) .
C3 C6 C2 121.3(9) .
C8 C9 P1 127.9(19) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 P1 1.956(3) .
P1 C9 1.76(2) .
P1 C4 1.818(10) .
P1 C10 1.861(19) .
P1 P1 2.208(6) 5_566
C1 C2 1.372(13) .
C1 C4 1.417(13) .
C2 C6 1.392(16) .
C3 C6 1.345(16) .
C3 C5 1.411(14) .
C4 C5 1.410(13) .
C8 C9 1.28(3) .
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
C4 C1 C2 C6 1.4(17) .
C2 C1 C4 C5 -5.7(16) .
C2 C1 C4 P1 178.6(9) .
C9 P1 C4 C5 31.8(12) .
C10 P1 C4 C5 16.5(12) .
S1 P1 C4 C5 154.6(8) .
P1 P1 C4 C5 -85.0(9) 5_566
C9 P1 C4 C1 -152.6(10) .
C10 P1 C4 C1 -168.0(9) .
S1 P1 C4 C1 -29.9(9) .
P1 P1 C4 C1 90.5(8) 5_566
C1 C4 C5 C3 6.0(16) .
P1 C4 C5 C3 -178.4(8) .
C6 C3 C5 C4 -2.3(17) .
C5 C3 C6 C2 -2.1(18) .
C1 C2 C6 C3 2.6(17) .
C4 P1 C9 C8 52(2) .
C10 P1 C9 C8 158(6) .
S1 P1 C9 C8 -73(2) .
P1 P1 C9 C8 163(2) 5_566
