#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:56:08 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179354 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/51/4325140.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_4325140
loop_
_publ_author_name
'Oliver Kluge'
'Katharina Grummt'
'Ralf Biedermann'
'Harald Krautscheid'
_publ_section_title
;
 Trialkylphosphine-Stabilized Copper(I) Phenylchalcogenolate Complexes -
 Crystal Structures and Copper-Chalcogenolate Bonding
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4742
_journal_page_last               4752
_journal_paper_doi               10.1021/ic102249g
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C24 H50 Cu P3 S'
_chemical_formula_sum            'C24 H50 Cu P3 S'
_chemical_formula_weight         527.15
_chemical_melting_point          293(2)
_chemical_name_common            tris(triethylphosphino)-copper-phenylthiolate
_chemical_name_systematic
;
phenylsulfido-tris(triethylphosphine)-copper
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_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                 95.958(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.5501(10)
_cell_length_b                   10.9479(9)
_cell_length_c                   15.9208(10)
_cell_measurement_reflns_used    19137
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.23
_cell_volume                     2869.1(3)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      180(2)
_diffrn_detector                 'image plate (34 cm diameter / schwenk)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      ' 193 frames, detector distance = 110 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8372
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.23
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.011
_exptl_absorpt_correction_T_max  0.8589
_exptl_absorpt_correction_T_min  0.7285
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'STOE X-RED'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_description       needle
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.009(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4781
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0275
_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)+(0.0517P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0697
_reflns_number_gt                4593
_reflns_number_total             4781
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic102249g_si_002_01.cif
_cod_data_source_block           01
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               4325140
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -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
Cu1 Cu 0.163694(15) 0.23224(2) 0.503766(14) 0.02434(8) Uani 1 1 d .
S1 S 0.10695(4) 0.18143(7) 0.62904(4) 0.03430(16) Uani 1 1 d .
P1 P 0.15095(4) 0.06798(6) 0.41218(4) 0.02741(14) Uani 1 1 d .
P2 P 0.10197(4) 0.41049(6) 0.45438(4) 0.02626(14) Uani 1 1 d .
P3 P 0.29521(4) 0.26751(6) 0.56058(4) 0.02608(15) Uani 1 1 d .
C1 C 0.1119(2) 0.0962(3) 0.30077(17) 0.0391(7) Uani 1 1 d .
H1A H 0.1048 0.0186 0.2716 0.047 Uiso 1 1 calc R
H1B H 0.0590 0.1350 0.2989 0.047 Uiso 1 1 calc R
C2 C 0.1682(3) 0.1768(3) 0.25483(19) 0.0484(8) Uani 1 1 d .
H2A H 0.1823 0.2483 0.2881 0.073 Uiso 1 1 calc R
H2B H 0.1411 0.2007 0.2011 0.073 Uiso 1 1 calc R
H2C H 0.2166 0.1322 0.2464 0.073 Uiso 1 1 calc R
C3 C 0.0799(2) -0.0534(3) 0.4372(2) 0.0388(6) Uani 1 1 d .
H3A H 0.0265 -0.0177 0.4393 0.047 Uiso 1 1 calc R
H3B H 0.0758 -0.1129 0.3918 0.047 Uiso 1 1 calc R
C4 C 0.1043(2) -0.1192(3) 0.5202(2) 0.0475(8) Uani 1 1 d .
H4A H 0.1574 -0.1541 0.5191 0.071 Uiso 1 1 calc R
H4B H 0.0658 -0.1829 0.5278 0.071 Uiso 1 1 calc R
H4C H 0.1050 -0.0621 0.5660 0.071 Uiso 1 1 calc R
C5 C 0.24487(18) -0.0186(3) 0.40196(17) 0.0331(6) Uani 1 1 d .
H5A H 0.2830 0.0355 0.3782 0.040 Uiso 1 1 calc R
H5B H 0.2685 -0.0407 0.4582 0.040 Uiso 1 1 calc R
C6 C 0.2375(2) -0.1347(3) 0.34857(19) 0.0416(7) Uani 1 1 d .
H6A H 0.2038 -0.1927 0.3738 0.062 Uiso 1 1 calc R
H6B H 0.2905 -0.1692 0.3456 0.062 Uiso 1 1 calc R
H6C H 0.2135 -0.1153 0.2927 0.062 Uiso 1 1 calc R
C7 C 0.0271(2) 0.4000(3) 0.36014(18) 0.0381(6) Uani 1 1 d .
H7A H 0.0546 0.3659 0.3146 0.046 Uiso 1 1 calc R
H7B H -0.0142 0.3418 0.3725 0.046 Uiso 1 1 calc R
C8 C -0.0158(3) 0.5155(4) 0.3273(2) 0.0595(10) Uani 1 1 d .
H8A H -0.0502 0.5445 0.3680 0.089 Uiso 1 1 calc R
H8B H -0.0481 0.4983 0.2751 0.089 Uiso 1 1 calc R
H8C H 0.0238 0.5768 0.3182 0.089 Uiso 1 1 calc R
C9 C 0.04257(18) 0.4880(3) 0.53031(17) 0.0337(6) Uani 1 1 d .
H9A H 0.0192 0.5620 0.5046 0.040 Uiso 1 1 calc R
H9B H -0.0019 0.4352 0.5425 0.040 Uiso 1 1 calc R
C10 C 0.0929(2) 0.5211(3) 0.61336(19) 0.0452(8) Uani 1 1 d .
H10A H 0.1161 0.4482 0.6394 0.068 Uiso 1 1 calc R
H10B H 0.0586 0.5595 0.6506 0.068 Uiso 1 1 calc R
H10C H 0.1356 0.5762 0.6022 0.068 Uiso 1 1 calc R
C11 C 0.16604(19) 0.5383(3) 0.42642(17) 0.0351(6) Uani 1 1 d .
H11A H 0.1325 0.6108 0.4177 0.042 Uiso 1 1 calc R
H11B H 0.2067 0.5543 0.4735 0.042 Uiso 1 1 calc R
C12 C 0.2091(2) 0.5157(3) 0.3469(2) 0.0458(7) Uani 1 1 d .
H12A H 0.2350 0.4372 0.3508 0.069 Uiso 1 1 calc R
H12B H 0.2493 0.5780 0.3423 0.069 Uiso 1 1 calc R
H12C H 0.1701 0.5179 0.2980 0.069 Uiso 1 1 calc R
C13 C 0.30092(18) 0.3473(3) 0.66312(17) 0.0330(6) Uani 1 1 d .
H13A H 0.2816 0.4302 0.6528 0.040 Uiso 1 1 calc R
H13B H 0.2634 0.3076 0.6973 0.040 Uiso 1 1 calc R
C14 C 0.3835(2) 0.3540(3) 0.71492(19) 0.0454(7) Uani 1 1 d .
H14A H 0.4032 0.2728 0.7273 0.068 Uiso 1 1 calc R
H14B H 0.3783 0.3967 0.7667 0.068 Uiso 1 1 calc R
H14C H 0.4211 0.3967 0.6834 0.068 Uiso 1 1 calc R
C15 C 0.35830(18) 0.1313(3) 0.58372(18) 0.0342(6) Uani 1 1 d .
H15A H 0.3684 0.0926 0.5310 0.041 Uiso 1 1 calc R
H15B H 0.4103 0.1560 0.6124 0.041 Uiso 1 1 calc R
C16 C 0.3191(2) 0.0386(3) 0.6384(2) 0.0434(7) Uani 1 1 d .
H16A H 0.3153 0.0728 0.6934 0.065 Uiso 1 1 calc R
H16B H 0.3517 -0.0341 0.6436 0.065 Uiso 1 1 calc R
H16C H 0.2657 0.0188 0.6126 0.065 Uiso 1 1 calc R
C17 C 0.36242(19) 0.3615(3) 0.50228(18) 0.0369(6) Uani 1 1 d .
H17A H 0.3378 0.4411 0.4916 0.044 Uiso 1 1 calc R
H17B H 0.4136 0.3733 0.5369 0.044 Uiso 1 1 calc R
C18 C 0.3792(2) 0.3043(4) 0.4181(2) 0.0468(8) Uani 1 1 d .
H18A H 0.4155 0.2364 0.4285 0.070 Uiso 1 1 calc R
H18B H 0.4035 0.3641 0.3845 0.070 Uiso 1 1 calc R
H18C H 0.3290 0.2766 0.3885 0.070 Uiso 1 1 calc R
C19 C 0.00095(18) 0.1853(2) 0.61492(16) 0.0289(5) Uani 1 1 d .
C20 C -0.04466(19) 0.1889(3) 0.53510(18) 0.0353(6) Uani 1 1 d .
H20 H -0.0175 0.1871 0.4868 0.042 Uiso 1 1 calc R
C21 C -0.1282(2) 0.1952(3) 0.5265(2) 0.0408(7) Uani 1 1 d .
H21 H -0.1563 0.1979 0.4729 0.049 Uiso 1 1 calc R
C22 C -0.1712(2) 0.1974(3) 0.5971(2) 0.0443(7) Uani 1 1 d .
H22 H -0.2276 0.2023 0.5913 0.053 Uiso 1 1 calc R
C23 C -0.1276(2) 0.1922(3) 0.6764(2) 0.0467(8) Uani 1 1 d .
H23 H -0.1553 0.1924 0.7243 0.056 Uiso 1 1 calc R
C24 C -0.0442(2) 0.1868(3) 0.68512(18) 0.0384(6) Uani 1 1 d .
H24 H -0.0167 0.1840 0.7391 0.046 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
17 26 -29 0.1760
1 1 1 0.1290
1 0 0 0.1544
-1 3 2 0.1190
-4 1 -2 0.0701
2 -1 2 0.1050
-3 -1 3 0.1269
3 -3 -2 0.1599
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
P3 Cu1 P2 111.10(3)
P3 Cu1 P1 113.53(3)
P2 Cu1 P1 115.84(3)
P3 Cu1 S1 98.66(3)
P2 Cu1 S1 106.69(3)
P1 Cu1 S1 109.38(3)
C19 S1 Cu1 111.62(9)
C5 P1 C3 102.15(14)
C5 P1 C1 102.44(14)
C3 P1 C1 99.20(15)
C5 P1 Cu1 115.70(9)
C3 P1 Cu1 116.30(10)
C1 P1 Cu1 118.36(10)
C11 P2 C9 99.73(13)
C11 P2 C7 101.87(15)
C9 P2 C7 101.70(14)
C11 P2 Cu1 118.76(10)
C9 P2 Cu1 114.47(10)
C7 P2 Cu1 117.45(11)
C15 P3 C17 101.24(15)
C15 P3 C13 103.38(14)
C17 P3 C13 101.75(14)
C15 P3 Cu1 115.94(10)
C17 P3 Cu1 119.55(11)
C13 P3 Cu1 112.74(10)
C2 C1 P1 112.7(2)
C4 C3 P1 114.3(2)
C6 C5 P1 117.3(2)
C8 C7 P2 118.6(2)
C10 C9 P2 113.3(2)
C12 C11 P2 114.0(2)
C14 C13 P3 117.5(2)
C16 C15 P3 112.9(2)
C18 C17 P3 112.8(2)
C24 C19 C20 115.9(3)
C24 C19 S1 120.5(2)
C20 C19 S1 123.6(2)
C21 C20 C19 121.9(3)
C20 C21 C22 120.9(3)
C23 C22 C21 118.2(3)
C24 C23 C22 121.0(3)
C23 C24 C19 122.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 P3 2.3013(7)
Cu1 P2 2.3028(7)
Cu1 P1 2.3110(7)
Cu1 S1 2.3575(7)
S1 C19 1.746(3)
P1 C5 1.842(3)
P1 C3 1.845(3)
P1 C1 1.850(3)
P2 C11 1.838(3)
P2 C9 1.842(3)
P2 C7 1.848(3)
P3 C15 1.836(3)
P3 C17 1.836(3)
P3 C13 1.846(3)
C1 C2 1.524(5)
C3 C4 1.523(5)
C5 C6 1.527(4)
C7 C8 1.516(5)
C9 C10 1.531(4)
C11 C12 1.536(4)
C13 C14 1.523(4)
C15 C16 1.525(4)
C17 C18 1.530(4)
C19 C24 1.407(4)
C19 C20 1.410(4)
C20 C21 1.377(5)
C21 C22 1.390(5)
C22 C23 1.389(5)
C23 C24 1.374(5)
