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#$Date: 2025-08-21 12:25:49 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301846 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/70/7007062.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_7007062
loop_
_publ_author_name
'Barnes, Nicholas A.'
'Godfrey, Stephen M.'
'Halton, Ruth T. A.'
'Mushtaq, Imrana'
'Pritchard, Robin G.'
'Sarwar, Shamsa'
_publ_section_title
;
 Reactions of Ph4Se4Br4 with tertiary phosphines. Structural isomerism
 within a series of R3PSe(Ph)Br compounds.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1517
_journal_page_last               1523
_journal_paper_doi               10.1039/b516784a
_journal_year                    2006
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C24 H20 Br1 P1 Se1'
_chemical_formula_sum            'C24 H20 Br P Se'
_chemical_formula_weight         498.24
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_date             2002-08-30T13:33:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.0231(7)
_cell_length_b                   16.7384(8)
_cell_length_c                   18.1228(8)
_cell_measurement_reflns_used    89312
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.373
_cell_measurement_theta_min      0.998
_cell_measurement_wavelength     0.71073
_cell_volume                     4253.9(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      -0.509437E-1
_diffrn_orient_matrix_UB_12      0.372509E-1
_diffrn_orient_matrix_UB_13      0.502E-4
_diffrn_orient_matrix_UB_21      -0.278365E-1
_diffrn_orient_matrix_UB_22      -0.543135E-1
_diffrn_orient_matrix_UB_23      0.248397E-1
_diffrn_orient_matrix_UB_31      0.141094E-1
_diffrn_orient_matrix_UB_32      0.273434E-1
_diffrn_orient_matrix_UB_33      0.492719E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0961
_diffrn_reflns_av_unetI/netI     0.0634
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            20089
_diffrn_reflns_reduction_process
;
Scaled and merged with SORTAV
R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        26.34
_diffrn_reflns_theta_max         26.34
_diffrn_reflns_theta_min         3.67
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    3.725
_exptl_absorpt_correction_T_max  1.168
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.746
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       0.00013(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4248
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0505
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0322P)²+11.3902P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1174
_reflns_number_gt                3168
_reflns_number_total             4248
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b516784a.txt
_cod_data_source_block           new
_cod_database_code               7007062
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
C1 C 0.5676(3) 0.4738(3) -0.2167(2) 0.0284(10) Uani 1 1 d . . .
C2 C 0.5353(4) 0.5381(3) -0.1757(3) 0.0364(12) Uani 1 1 d . . .
C3 C 0.5569(4) 0.5429(4) -0.1012(3) 0.0421(14) Uani 1 1 d . . .
C4 C 0.6101(4) 0.4837(4) -0.0677(3) 0.0399(13) Uani 1 1 d . . .
C5 C 0.6436(4) 0.4204(4) -0.1081(3) 0.0408(13) Uani 1 1 d . . .
C6 C 0.6226(4) 0.4148(3) -0.1830(3) 0.0377(12) Uani 1 1 d . . .
C7 C 0.4614(4) 0.3769(3) -0.3211(3) 0.0335(11) Uani 1 1 d . . .
C8 C 0.4094(4) 0.3504(3) -0.2603(3) 0.0377(12) Uani 1 1 d . . .
C9 C 0.3502(4) 0.2850(4) -0.2676(3) 0.0464(14) Uani 1 1 d . . .
C10 C 0.3426(5) 0.2451(4) -0.3331(4) 0.0520(16) Uani 1 1 d . . .
C11 C 0.3933(5) 0.2707(4) -0.3947(3) 0.0510(16) Uani 1 1 d . . .
C12 C 0.4529(4) 0.3368(4) -0.3888(3) 0.0437(14) Uani 1 1 d . . .
C13 C 0.4813(3) 0.5477(3) -0.3495(3) 0.0321(11) Uani 1 1 d . . .
C14 C 0.3929(4) 0.5403(4) -0.3856(3) 0.0344(12) Uani 1 1 d . . .
C15 C 0.3503(4) 0.6048(4) -0.4178(3) 0.0436(14) Uani 1 1 d . . .
C16 C 0.3956(4) 0.6787(4) -0.4158(3) 0.0448(14) Uani 1 1 d . . .
C17 C 0.4815(4) 0.6884(4) -0.3795(3) 0.0427(13) Uani 1 1 d . . .
C18 C 0.5246(4) 0.6222(3) -0.3460(3) 0.0388(12) Uani 1 1 d . . .
C19 C 0.7310(4) 0.5247(3) -0.3667(3) 0.0380(12) Uani 1 1 d . . .
C20 C 0.7744(4) 0.5481(4) -0.3013(3) 0.0402(13) Uani 1 1 d . . .
C21 C 0.8128(4) 0.6239(4) -0.2972(4) 0.0477(15) Uani 1 1 d . . .
C22 C 0.8092(4) 0.6752(4) -0.3567(4) 0.0551(17) Uani 1 1 d . . .
H22 H 0.8352 0.7262 -0.3536 0.066 Uiso 1 1 calc R . .
C23 C 0.7662(5) 0.6493(4) -0.4210(3) 0.0508(16) Uani 1 1 d . . .
C24 C 0.7253(4) 0.5763(4) -0.4265(3) 0.0443(14) Uani 1 1 d . . .
P1 P 0.53934(9) 0.46078(8) -0.31264(7) 0.0301(3) Uani 1 1 d . . .
Se1 Se 0.67132(4) 0.42120(3) -0.37418(3) 0.03421(17) Uani 1 1 d . . .
Br1 Br 0.85241(4) 0.35478(3) -0.43775(3) 0.03704(18) Uani 1 1 d . . .
H2 H 0.496(4) 0.572(3) -0.195(3) 0.022(12) Uiso 1 1 d . . .
H3 H 0.538(4) 0.587(4) -0.074(3) 0.053(18) Uiso 1 1 d . . .
H4 H 0.627(4) 0.493(3) -0.016(3) 0.034(13) Uiso 1 1 d . . .
H5 H 0.680(4) 0.379(3) -0.086(3) 0.047(16) Uiso 1 1 d . . .
H6 H 0.652(3) 0.368(3) -0.210(3) 0.028(13) Uiso 1 1 d . . .
H8 H 0.414(4) 0.377(4) -0.213(3) 0.059(19) Uiso 1 1 d . . .
H9 H 0.315(4) 0.261(4) -0.217(3) 0.061(18) Uiso 1 1 d . . .
H10 H 0.303(5) 0.204(4) -0.339(3) 0.053(18) Uiso 1 1 d . . .
H11 H 0.387(5) 0.247(4) -0.443(4) 0.07(2) Uiso 1 1 d . . .
H12 H 0.492(3) 0.355(3) -0.427(2) 0.021(12) Uiso 1 1 d . . .
H14 H 0.369(3) 0.494(3) -0.387(2) 0.021(13) Uiso 1 1 d . . .
H15 H 0.291(5) 0.597(4) -0.441(3) 0.056(18) Uiso 1 1 d . . .
H16 H 0.366(4) 0.724(3) -0.435(3) 0.036(14) Uiso 1 1 d . . .
H17 H 0.514(5) 0.734(4) -0.378(4) 0.07(2) Uiso 1 1 d . . .
H18 H 0.580(4) 0.629(3) -0.319(3) 0.031(13) Uiso 1 1 d . . .
H20 H 0.779(4) 0.508(3) -0.257(3) 0.054(17) Uiso 1 1 d . . .
H21 H 0.843(4) 0.642(3) -0.256(3) 0.045(16) Uiso 1 1 d . . .
H23 H 0.764(4) 0.685(4) -0.455(3) 0.048(17) Uiso 1 1 d . . .
H24 H 0.692(4) 0.555(3) -0.474(3) 0.037(14) Uiso 1 1 d . . .
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'
Se Se -0.0929 2.2259 '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'
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
_geom_angle_publ_flag
C2 C1 C6 119.8(5) . . ?
C2 C1 P1 122.8(4) . . ?
C6 C1 P1 117.4(4) . . ?
C1 C2 C3 119.8(5) . . ?
C4 C3 C2 120.3(5) . . ?
C5 C4 C3 120.3(5) . . ?
C4 C5 C6 120.1(5) . . ?
C5 C6 C1 119.7(5) . . ?
C8 C7 C12 119.6(5) . . ?
C8 C7 P1 120.2(4) . . ?
C12 C7 P1 120.2(4) . . ?
C9 C8 C7 119.4(5) . . ?
C10 C9 C8 121.2(6) . . ?
C9 C10 C11 120.5(6) . . ?
C12 C11 C10 119.3(5) . . ?
C11 C12 C7 119.9(6) . . ?
C18 C13 C14 119.1(5) . . ?
C18 C13 P1 120.8(4) . . ?
C14 C13 P1 120.0(4) . . ?
C15 C14 C13 121.0(6) . . ?
C14 C15 C16 119.5(6) . . ?
C17 C16 C15 121.0(6) . . ?
C16 C17 C18 119.3(6) . . ?
C13 C18 C17 120.1(5) . . ?
C20 C19 C24 121.1(5) . . ?
C20 C19 Se1 120.3(4) . . ?
C24 C19 Se1 118.6(4) . . ?
C21 C20 C19 118.5(6) . . ?
C20 C21 C22 121.0(6) . . ?
C21 C22 C23 118.7(6) . . ?
C24 C23 C22 122.1(6) . . ?
C23 C24 C19 118.6(6) . . ?
C7 P1 C13 109.2(2) . . ?
C7 P1 C1 108.3(2) . . ?
C13 P1 C1 111.2(2) . . ?
C7 P1 Se1 103.19(17) . . ?
C13 P1 Se1 115.17(16) . . ?
C1 P1 Se1 109.42(16) . . ?
C19 Se1 P1 93.27(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.384(7) . ?
C1 C6 1.395(7) . ?
C1 P1 1.796(5) . ?
C2 C3 1.386(7) . ?
C3 C4 1.381(8) . ?
C4 C5 1.371(8) . ?
C5 C6 1.392(7) . ?
C7 C8 1.394(7) . ?
C7 C12 1.404(7) . ?
C7 P1 1.786(5) . ?
C8 C9 1.380(8) . ?
C9 C10 1.367(8) . ?
C10 C11 1.391(9) . ?
C11 C12 1.391(9) . ?
C13 C18 1.388(8) . ?
C13 C14 1.408(7) . ?
C13 P1 1.796(5) . ?
C14 C15 1.364(8) . ?
C15 C16 1.391(9) . ?
C16 C17 1.382(8) . ?
C17 C18 1.402(8) . ?
C19 C20 1.388(7) . ?
C19 C24 1.389(7) . ?
C19 Se1 1.929(6) . ?
C20 C21 1.380(8) . ?
C21 C22 1.380(9) . ?
C22 C23 1.381(9) . ?
C23 C24 1.353(9) . ?
P1 Se1 2.2601(14) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21144670
2 PubChem 139152515
