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#$Date: 2025-08-21 01:01:10 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/51/4325156.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_4325156
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 H46 Cu2 P4 Se2'
_chemical_formula_sum            'C24 H46 Cu2 P4 Se2'
_chemical_formula_weight         743.49
_chemical_name_common
tetrakis(trimethylphosphino)-bis(copper-phenylselenolate)
_chemical_name_systematic
;
bis(μ₂-phenylselenido)-tetrakis(trimethylphosphine)-di-copper
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 91.081(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.0556(9)
_cell_length_b                   13.6841(8)
_cell_length_c                   14.0034(7)
_cell_measurement_reflns_used    16293
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      29.54
_cell_measurement_theta_min      1.91
_cell_volume                     3267.7(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 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      ' 165 frames, detector distance = 100 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  0.0439
_diffrn_reflns_av_sigmaI/netI    0.0400
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16587
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.91
_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    3.737
_exptl_absorpt_correction_T_max  0.4323
_exptl_absorpt_correction_T_min  0.2802
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'STOE X-RED'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.871
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         6341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.871
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0250
_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/[σ²(Fo²)+(0.0198P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0466
_refine_ls_wR_factor_ref         0.0504
_reflns_number_gt                4585
_reflns_number_total             6341
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic102249g_si_002_17.cif
_cod_data_source_block           16
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4325156
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
Cu1 Cu 0.999540(18) 0.42763(2) 0.57259(2) 0.02879(8) Uani 1 1 d .
Cu1Z Cu 0.505834(18) -0.083443(19) 0.57244(2) 0.02852(8) Uani 1 1 d .
Se1 Se 0.941234(15) 0.404028(17) 0.410665(19) 0.02909(6) Uani 1 1 d .
Se1Z Se 0.557416(15) 0.084256(16) 0.591824(19) 0.02941(7) Uani 1 1 d .
P1 P 1.09004(4) 0.30729(4) 0.56838(5) 0.03030(15) Uani 1 1 d .
P2 P 0.93269(4) 0.41935(5) 0.71030(5) 0.03303(15) Uani 1 1 d .
P1Z P 0.41941(4) -0.09198(5) 0.69197(5) 0.03035(15) Uani 1 1 d .
P2Z P 0.57834(4) -0.21992(4) 0.56352(5) 0.03215(15) Uani 1 1 d .
C1 C 0.83078(14) 0.43147(16) 0.41262(18) 0.0274(5) Uani 1 1 d .
C2 C 0.78523(16) 0.42953(18) 0.32977(19) 0.0370(6) Uani 1 1 d .
H2 H 0.8084 0.4143 0.2720 0.044 Uiso 1 1 calc R
C3 C 0.70596(16) 0.4499(2) 0.3316(2) 0.0429(7) Uani 1 1 d .
H3 H 0.6765 0.4489 0.2750 0.052 Uiso 1 1 calc R
C4 C 0.67000(16) 0.47159(19) 0.4163(2) 0.0398(7) Uani 1 1 d .
H4 H 0.6166 0.4851 0.4174 0.048 Uiso 1 1 calc R
C5 C 0.71440(17) 0.4730(2) 0.4992(2) 0.0458(7) Uani 1 1 d .
H5 H 0.6909 0.4872 0.5569 0.055 Uiso 1 1 calc R
C6 C 0.79392(16) 0.4533(2) 0.4970(2) 0.0396(6) Uani 1 1 d .
H6 H 0.8232 0.4548 0.5536 0.048 Uiso 1 1 calc R
C7 C 1.04089(18) 0.18921(19) 0.5734(2) 0.0478(8) Uani 1 1 d .
H7A H 1.0789 0.1379 0.5675 0.072 Uiso 1 1 calc R
H7B H 1.0030 0.1846 0.5221 0.072 Uiso 1 1 calc R
H7C H 1.0149 0.1829 0.6334 0.072 Uiso 1 1 calc R
C8 C 1.14489(18) 0.2928(2) 0.4585(2) 0.0456(7) Uani 1 1 d .
H8A H 1.1795 0.3475 0.4509 0.068 Uiso 1 1 calc R
H8B H 1.1090 0.2897 0.4049 0.068 Uiso 1 1 calc R
H8C H 1.1751 0.2337 0.4618 0.068 Uiso 1 1 calc R
C9 C 1.16732(17) 0.2951(2) 0.6591(2) 0.0469(7) Uani 1 1 d .
H9A H 1.1444 0.2926 0.7211 0.070 Uiso 1 1 calc R
H9B H 1.2020 0.3502 0.6558 0.070 Uiso 1 1 calc R
H9C H 1.1963 0.2361 0.6481 0.070 Uiso 1 1 calc R
C10 C 0.87349(18) 0.5245(2) 0.7436(2) 0.0450(7) Uani 1 1 d .
H10A H 0.8296 0.5304 0.7000 0.067 Uiso 1 1 calc R
H10B H 0.9048 0.5827 0.7410 0.067 Uiso 1 1 calc R
H10C H 0.8549 0.5157 0.8073 0.067 Uiso 1 1 calc R
C11 C 1.0018(2) 0.4163(3) 0.8113(2) 0.0633(10) Uani 1 1 d .
H11A H 0.9739 0.4256 0.8696 0.095 Uiso 1 1 calc R
H11B H 1.0398 0.4674 0.8045 0.095 Uiso 1 1 calc R
H11C H 1.0279 0.3542 0.8130 0.095 Uiso 1 1 calc R
C12 C 0.8676(2) 0.3181(2) 0.7370(3) 0.0555(9) Uani 1 1 d .
H12A H 0.8964 0.2579 0.7348 0.083 Uiso 1 1 calc R
H12B H 0.8254 0.3163 0.6907 0.083 Uiso 1 1 calc R
H12C H 0.8467 0.3267 0.7996 0.083 Uiso 1 1 calc R
C1Z C 0.66754(16) 0.08667(17) 0.56498(18) 0.0316(6) Uani 1 1 d .
C2Z C 0.70340(18) 0.1719(2) 0.5336(2) 0.0413(7) Uani 1 1 d .
H2Z H 0.6738 0.2283 0.5248 0.050 Uiso 1 1 calc R
C3Z C 0.7829(2) 0.1730(2) 0.5155(2) 0.0542(8) Uani 1 1 d .
H3Z H 0.8060 0.2300 0.4933 0.065 Uiso 1 1 calc R
C4Z C 0.82838(19) 0.0910(2) 0.5298(2) 0.0551(9) Uani 1 1 d .
H4Z H 0.8819 0.0924 0.5182 0.066 Uiso 1 1 calc R
C5Z C 0.79331(17) 0.0068(2) 0.5616(2) 0.0505(8) Uani 1 1 d .
H5Z H 0.8234 -0.0490 0.5715 0.061 Uiso 1 1 calc R
C6Z C 0.71418(15) 0.00438(19) 0.5790(2) 0.0400(6) Uani 1 1 d .
H6Z H 0.6916 -0.0532 0.6005 0.048 Uiso 1 1 calc R
C7Z C 0.63874(19) -0.2363(2) 0.4591(2) 0.0477(7) Uani 1 1 d .
H7Z1 H 0.6610 -0.3007 0.4600 0.072 Uiso 1 1 calc R
H7Z2 H 0.6801 -0.1886 0.4600 0.072 Uiso 1 1 calc R
H7Z3 H 0.6070 -0.2281 0.4023 0.072 Uiso 1 1 calc R
C8Z C 0.6450(2) -0.2589(2) 0.6599(3) 0.0634(9) Uani 1 1 d .
H8Z1 H 0.6675 -0.3209 0.6441 0.095 Uiso 1 1 calc R
H8Z2 H 0.6165 -0.2648 0.7181 0.095 Uiso 1 1 calc R
H8Z3 H 0.6860 -0.2114 0.6682 0.095 Uiso 1 1 calc R
C9Z C 0.5137(2) -0.3256(2) 0.5524(3) 0.0590(9) Uani 1 1 d .
H9Z1 H 0.4769 -0.3152 0.5007 0.089 Uiso 1 1 calc R
H9Z2 H 0.4858 -0.3342 0.6108 0.089 Uiso 1 1 calc R
H9Z3 H 0.5443 -0.3829 0.5400 0.089 Uiso 1 1 calc R
C10Z C 0.4691(2) -0.0650(3) 0.8045(2) 0.0593(9) Uani 1 1 d .
H10D H 0.4940 -0.0022 0.8006 0.089 Uiso 1 1 calc R
H10E H 0.5080 -0.1142 0.8176 0.089 Uiso 1 1 calc R
H10F H 0.4317 -0.0643 0.8548 0.089 Uiso 1 1 calc R
C11Z C 0.3666(2) -0.2027(2) 0.7220(3) 0.0543(8) Uani 1 1 d .
H11D H 0.3341 -0.1905 0.7760 0.081 Uiso 1 1 calc R
H11E H 0.4034 -0.2537 0.7375 0.081 Uiso 1 1 calc R
H11F H 0.3344 -0.2225 0.6685 0.081 Uiso 1 1 calc R
C12Z C 0.34083(19) -0.0026(2) 0.6902(2) 0.0538(8) Uani 1 1 d .
H12D H 0.3121 -0.0072 0.7483 0.081 Uiso 1 1 calc R
H12E H 0.3062 -0.0152 0.6367 0.081 Uiso 1 1 calc R
H12F H 0.3626 0.0618 0.6846 0.081 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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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
1 0 0 0.2098
3 1 -1 0.1685
1 -2 -2 0.1186
0 1 1 0.1764
-1 0 0 0.2224
-1 2 -3 0.1746
0 -1 1 0.1551
-1 1 1 0.1550
-2 -3 1 0.1476
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
P1 Cu1 P2 109.97(3) .
P1 Cu1 Se1 98.26(2) .
P2 Cu1 Se1 124.98(2) .
P1 Cu1 Se1 113.28(2) 3_766
P2 Cu1 Se1 100.01(2) 3_766
Se1 Cu1 Se1 110.890(13) 3_766
P2Z Cu1Z P1Z 111.52(3) .
P2Z Cu1Z Se1Z 125.70(2) .
P1Z Cu1Z Se1Z 101.72(2) .
P2Z Cu1Z Se1Z 99.91(2) 3_656
P1Z Cu1Z Se1Z 113.74(2) 3_656
Se1Z Cu1Z Se1Z 104.451(12) 3_656
C1 Se1 Cu1 109.74(8) .
C1 Se1 Cu1 102.18(7) 3_766
Cu1 Se1 Cu1 69.110(13) 3_766
C1Z Se1Z Cu1Z 109.97(7) .
C1Z Se1Z Cu1Z 102.96(8) 3_656
Cu1Z Se1Z Cu1Z 75.549(12) 3_656
C9 P1 C7 102.67(14) .
C9 P1 C8 101.68(15) .
C7 P1 C8 100.36(14) .
C9 P1 Cu1 122.32(10) .
C7 P1 Cu1 109.29(10) .
C8 P1 Cu1 117.52(9) .
C12 P2 C10 101.86(15) .
C12 P2 C11 102.15(17) .
C10 P2 C11 99.95(15) .
C12 P2 Cu1 122.21(12) .
C10 P2 Cu1 117.97(10) .
C11 P2 Cu1 109.50(11) .
C10Z P1Z C12Z 102.00(16) .
C10Z P1Z C11Z 101.20(16) .
C12Z P1Z C11Z 101.31(16) .
C10Z P1Z Cu1Z 109.46(11) .
C12Z P1Z Cu1Z 116.62(11) .
C11Z P1Z Cu1Z 123.32(11) .
C7Z P2Z C9Z 100.68(15) .
C7Z P2Z C8Z 101.77(16) .
C9Z P2Z C8Z 101.45(17) .
C7Z P2Z Cu1Z 117.92(9) .
C9Z P2Z Cu1Z 109.35(11) .
C8Z P2Z Cu1Z 122.49(12) .
C6 C1 C2 117.6(2) .
C6 C1 Se1 121.10(19) .
C2 C1 Se1 121.3(2) .
C3 C2 C1 121.0(3) .
C4 C3 C2 120.7(3) .
C5 C4 C3 118.9(3) .
C4 C5 C6 120.2(3) .
C1 C6 C5 121.5(3) .
C6Z C1Z C2Z 118.0(3) .
C6Z C1Z Se1Z 121.12(19) .
C2Z C1Z Se1Z 120.9(2) .
C3Z C2Z C1Z 120.4(3) .
C4Z C3Z C2Z 121.0(3) .
C5Z C4Z C3Z 118.9(3) .
C4Z C5Z C6Z 120.8(3) .
C5Z C6Z C1Z 121.0(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 P1 2.2586(7) .
Cu1 P2 2.2614(8) .
Cu1 Se1 2.4799(4) .
Cu1 Se1 2.5245(4) 3_766
Cu1Z P2Z 2.2446(7) .
Cu1Z P1Z 2.2541(8) .
Cu1Z Se1Z 2.4708(4) .
Cu1Z Se1Z 2.5222(4) 3_656
Se1 C1 1.922(2) .
Se1Z C1Z 1.923(3) .
P1 C9 1.821(3) .
P1 C7 1.822(3) .
P1 C8 1.827(3) .
P2 C12 1.819(3) .
P2 C10 1.823(3) .
P2 C11 1.824(3) .
P1Z C10Z 1.813(3) .
P1Z C12Z 1.814(3) .
P1Z C11Z 1.817(3) .
P2Z C7Z 1.818(3) .
P2Z C9Z 1.823(3) .
P2Z C8Z 1.828(3) .
C1 C6 1.381(4) .
C1 C2 1.384(4) .
C2 C3 1.381(4) .
C3 C4 1.378(4) .
C4 C5 1.374(4) .
C5 C6 1.384(4) .
C1Z C6Z 1.391(4) .
C1Z C2Z 1.392(3) .
C2Z C3Z 1.385(4) .
C3Z C4Z 1.377(5) .
C4Z C5Z 1.376(4) .
C5Z C6Z 1.376(4) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168337602
