#------------------------------------------------------------------------------
#$Date: 2019-11-17 10:44:13 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229408 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/55/7045521.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_7045521
loop_
_publ_author_name
'Upmann, Daniel'
'Jones, Peter G.'
_publ_section_title
;
 Bromination and iodination of diphosphane dichalcogenides.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2748
_journal_page_last               2758
_journal_paper_doi               10.1039/c7dt04531j
_journal_volume                  47
_journal_year                    2018
_chemical_formula_sum            'C27 H26 Cl2 P2 Se2'
_chemical_formula_weight         641.24
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-10-11 deposited with the CCDC.
2018-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 111.591(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1314(4)
_cell_length_b                   16.1003(4)
_cell_length_c                   14.9640(5)
_cell_measurement_reflns_used    18241
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.8029
_cell_measurement_theta_min      2.2001
_cell_volume                     2717.68(16)
_computing_cell_refinement
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_data_collection
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_data_reduction
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            105404
_diffrn_reflns_theta_full        29.13
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    3.050
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.081
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         7312
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0346P)²+3.4827P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0758
_refine_ls_wR_factor_ref         0.0800
_reflns_number_gt                6121
_reflns_number_total             7312
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7dt04531j2.cif
_cod_data_source_block           martin
_cod_depositor_comments
'Adding full bibliography for 7045509--7045531.cif.'
_cod_original_cell_volume        2717.67(14)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7045521
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.17970(5) 0.44651(3) 0.57872(4) 0.01615(11) Uani 1 1 d . . .
P2 P 0.86528(5) 0.53629(3) 0.85883(4) 0.01364(11) Uani 1 1 d . . .
Se1 Se 0.14987(2) 0.380009(16) 0.689892(19) 0.02734(7) Uani 1 1 d . . .
Se2 Se 0.75451(2) 0.611854(14) 0.905230(17) 0.02078(6) Uani 1 1 d . . .
C1 C 0.04233(18) 0.47549(14) 0.48212(17) 0.0208(5) Uani 1 1 d . . .
H1A H 0.0613 0.5096 0.4346 0.025 Uiso 1 1 calc R . .
H1B H 0.0018 0.4245 0.4491 0.025 Uiso 1 1 calc R . .
C2 C 0.9628(2) 0.47350(13) 0.95707(15) 0.0215(5) Uani 1 1 d . . .
H2A H 0.9145 0.4340 0.9780 0.026 Uiso 1 1 calc R . .
H2B H 1.0162 0.4408 0.9341 0.026 Uiso 1 1 calc R . .
C11 C 0.26272(18) 0.38748(13) 0.52122(15) 0.0167(4) Uani 1 1 d . . .
C12 C 0.2721(2) 0.30187(15) 0.53291(19) 0.0249(5) Uani 1 1 d . . .
H12 H 0.2350 0.2746 0.5707 0.030 Uiso 1 1 calc R . .
C13 C 0.3354(3) 0.25620(16) 0.4896(2) 0.0332(6) Uani 1 1 d . . .
H13 H 0.3412 0.1976 0.4976 0.040 Uiso 1 1 calc R . .
C14 C 0.3902(2) 0.29506(16) 0.43478(18) 0.0268(5) Uani 1 1 d . . .
H14 H 0.4333 0.2633 0.4051 0.032 Uiso 1 1 calc R . .
C15 C 0.3821(2) 0.38072(15) 0.42312(17) 0.0245(5) Uani 1 1 d . . .
H15 H 0.4202 0.4076 0.3859 0.029 Uiso 1 1 calc R . .
C16 C 0.3183(2) 0.42717(14) 0.46580(16) 0.0199(4) Uani 1 1 d . . .
H16 H 0.3123 0.4857 0.4574 0.024 Uiso 1 1 calc R . .
C21 C 0.26405(18) 0.54108(14) 0.61989(15) 0.0168(4) Uani 1 1 d . . .
C22 C 0.3618(2) 0.53802(16) 0.70665(17) 0.0235(5) Uani 1 1 d . . .
H22 H 0.3816 0.4876 0.7419 0.028 Uiso 1 1 calc R . .
C23 C 0.4295(2) 0.60848(18) 0.74093(19) 0.0307(6) Uani 1 1 d . . .
H23 H 0.4958 0.6062 0.7998 0.037 Uiso 1 1 calc R . .
C24 C 0.4013(2) 0.68212(17) 0.6900(2) 0.0310(6) Uani 1 1 d . . .
H24 H 0.4477 0.7304 0.7144 0.037 Uiso 1 1 calc R . .
C25 C 0.3058(2) 0.68584(16) 0.6038(2) 0.0281(5) Uani 1 1 d . . .
H25 H 0.2873 0.7364 0.5686 0.034 Uiso 1 1 calc R . .
C26 C 0.2364(2) 0.61516(14) 0.56849(17) 0.0218(4) Uani 1 1 d . . .
H26 H 0.1705 0.6177 0.5094 0.026 Uiso 1 1 calc R . .
C31 C 0.96012(19) 0.59431(13) 0.81230(15) 0.0165(4) Uani 1 1 d . . .
C32 C 0.9131(2) 0.66413(14) 0.75572(16) 0.0221(5) Uani 1 1 d . . .
H32 H 0.8331 0.6799 0.7423 0.026 Uiso 1 1 calc R . .
C33 C 0.9836(3) 0.71058(17) 0.71901(19) 0.0343(6) Uani 1 1 d . . .
H33 H 0.9512 0.7574 0.6794 0.041 Uiso 1 1 calc R . .
C34 C 1.1004(3) 0.68865(19) 0.7401(2) 0.0408(8) Uani 1 1 d . . .
H34 H 1.1487 0.7213 0.7161 0.049 Uiso 1 1 calc R . .
C35 C 1.1475(3) 0.61967(19) 0.7957(2) 0.0387(7) Uani 1 1 d . . .
H35 H 1.2279 0.6049 0.8096 0.046 Uiso 1 1 calc R . .
C36 C 1.0777(2) 0.57179(16) 0.83141(19) 0.0269(5) Uani 1 1 d . . .
H36 H 1.1100 0.5238 0.8688 0.032 Uiso 1 1 calc R . .
C41 C 0.78873(18) 0.45912(12) 0.76975(14) 0.0143(4) Uani 1 1 d . . .
C42 C 0.8545(2) 0.40646(14) 0.73379(16) 0.0182(4) Uani 1 1 d . . .
H42 H 0.9377 0.4138 0.7530 0.022 Uiso 1 1 calc R . .
C43 C 0.7978(2) 0.34343(14) 0.66991(16) 0.0209(4) Uani 1 1 d . . .
H43 H 0.8425 0.3071 0.6463 0.025 Uiso 1 1 calc R . .
C44 C 0.6753(2) 0.33356(14) 0.64043(16) 0.0223(5) Uani 1 1 d . . .
H44 H 0.6367 0.2906 0.5966 0.027 Uiso 1 1 calc R . .
C45 C 0.6097(2) 0.38647(14) 0.67495(17) 0.0215(4) Uani 1 1 d . . .
H45 H 0.5262 0.3800 0.6542 0.026 Uiso 1 1 calc R . .
C46 C 0.66638(19) 0.44899(13) 0.74008(15) 0.0175(4) Uani 1 1 d . . .
H46 H 0.6216 0.4847 0.7643 0.021 Uiso 1 1 calc R . .
C99 C 0.9360(3) 0.1269(2) 0.4476(2) 0.0349(7) Uani 0.9071(18) 1 d PDU A 1
H99A H 0.8948 0.0876 0.4757 0.042 Uiso 0.9071(18) 1 calc PR A 1
H99B H 0.8792 0.1445 0.3839 0.042 Uiso 0.9071(18) 1 calc PR A 1
Cl1 Cl 1.05915(9) 0.07690(5) 0.43403(7) 0.0397(2) Uani 0.9071(18) 1 d PDU A 1
Cl2 Cl 0.98450(6) 0.21588(4) 0.52448(5) 0.02871(18) Uani 0.9071(18) 1 d PD A 1
C99' C 0.9800(10) 0.1183(12) 0.4975(11) 0.005(3) Uiso 0.0929(18) 1 d PDU A 2
H99C H 0.9957 0.1759 0.5219 0.006 Uiso 0.0929(18) 1 calc PR A 2
H99D H 0.9608 0.0847 0.5453 0.006 Uiso 0.0929(18) 1 calc PR A 2
Cl1' Cl 0.8551(4) 0.1176(3) 0.3847(3) 0.0078(12) Uiso 0.0929(18) 1 d PD A 2
Cl2' Cl 1.1095(6) 0.0771(4) 0.4836(5) 0.0196(14) Uiso 0.0929(18) 1 d PDU A 2
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'
Cl Cl 0.1484 0.1585 '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_
_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
C21 P1 C11 104.99(10) .
C21 P1 C1 107.00(10) .
C11 P1 C1 105.27(10) .
C21 P1 Se1 113.33(7) .
C11 P1 Se1 113.11(7) .
C1 P1 Se1 112.47(8) .
C31 P2 C41 107.34(10) .
C31 P2 C2 106.37(11) .
C41 P2 C2 102.64(9) .
C31 P2 Se2 113.65(7) .
C41 P2 Se2 114.96(7) .
C2 P2 Se2 110.99(8) .
C1 C1 P1 112.9(2) 3_566
C2 C2 P2 112.1(2) 3_767
C12 C11 C16 119.5(2) .
C12 C11 P1 119.59(17) .
C16 C11 P1 120.90(17) .
C13 C12 C11 120.1(2) .
C14 C13 C12 120.6(2) .
C13 C14 C15 119.8(2) .
C14 C15 C16 120.2(2) .
C15 C16 C11 119.8(2) .
C26 C21 C22 119.5(2) .
C26 C21 P1 122.78(17) .
C22 C21 P1 117.74(18) .
C23 C22 C21 120.0(2) .
C24 C23 C22 120.4(2) .
C25 C24 C23 120.3(2) .
C24 C25 C26 119.9(2) .
C21 C26 C25 120.0(2) .
C36 C31 C32 119.5(2) .
C36 C31 P2 122.28(19) .
C32 C31 P2 118.23(17) .
C33 C32 C31 119.9(2) .
C34 C33 C32 120.0(3) .
C35 C34 C33 120.5(2) .
C34 C35 C36 120.2(3) .
C35 C36 C31 119.9(3) .
C46 C41 C42 119.83(19) .
C46 C41 P2 120.86(16) .
C42 C41 P2 119.24(16) .
C43 C42 C41 119.9(2) .
C42 C43 C44 120.0(2) .
C45 C44 C43 120.1(2) .
C44 C45 C46 120.0(2) .
C41 C46 C45 120.0(2) .
Cl1 C99 Cl2 110.12(18) .
Cl2' C99' Cl1' 111.1(9) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C21 1.811(2) .
P1 C11 1.815(2) .
P1 C1 1.820(2) .
P1 Se1 2.1185(6) .
P2 C31 1.809(2) .
P2 C41 1.809(2) .
P2 C2 1.817(2) .
P2 Se2 2.1106(6) .
C1 C1 1.539(4) 3_566
C2 C2 1.530(4) 3_767
C11 C12 1.389(3) .
C11 C16 1.400(3) .
C12 C13 1.385(3) .
C13 C14 1.381(4) .
C14 C15 1.389(3) .
C15 C16 1.389(3) .
C21 C26 1.392(3) .
C21 C22 1.401(3) .
C22 C23 1.384(4) .
C23 C24 1.382(4) .
C24 C25 1.382(4) .
C25 C26 1.398(3) .
C31 C36 1.396(3) .
C31 C32 1.397(3) .
C32 C33 1.392(3) .
C33 C34 1.380(4) .
C34 C35 1.379(5) .
C35 C36 1.389(4) .
C41 C46 1.393(3) .
C41 C42 1.400(3) .
C42 C43 1.390(3) .
C43 C44 1.394(3) .
C44 C45 1.388(3) .
C45 C46 1.394(3) .
C99 Cl1 1.774(3) .
C99 Cl2 1.795(3) .
C99' Cl2' 1.786(12) .
C99' Cl1' 1.806(13) .
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_4
C21 P1 C1 C1 -70.3(3) 3_566
C11 P1 C1 C1 178.4(2) 3_566
Se1 P1 C1 C1 54.8(2) 3_566
C31 P2 C2 C2 68.0(3) 3_767
C41 P2 C2 C2 -179.5(2) 3_767
Se2 P2 C2 C2 -56.1(3) 3_767
C21 P1 C11 C12 141.12(19) .
C1 P1 C11 C12 -106.1(2) .
Se1 P1 C11 C12 17.1(2) .
C21 P1 C11 C16 -38.4(2) .
C1 P1 C11 C16 74.4(2) .
Se1 P1 C11 C16 -162.46(16) .
C16 C11 C12 C13 -0.3(4) .
P1 C11 C12 C13 -179.9(2) .
C11 C12 C13 C14 0.3(4) .
C12 C13 C14 C15 0.1(4) .
C13 C14 C15 C16 -0.5(4) .
C14 C15 C16 C11 0.4(4) .
C12 C11 C16 C15 0.0(3) .
P1 C11 C16 C15 179.50(18) .
C11 P1 C21 C26 97.7(2) .
C1 P1 C21 C26 -13.8(2) .
Se1 P1 C21 C26 -138.34(17) .
C11 P1 C21 C22 -81.40(18) .
C1 P1 C21 C22 167.07(17) .
Se1 P1 C21 C22 42.52(19) .
C26 C21 C22 C23 0.5(3) .
P1 C21 C22 C23 179.65(18) .
C21 C22 C23 C24 0.0(4) .
C22 C23 C24 C25 -0.7(4) .
C23 C24 C25 C26 0.9(4) .
C22 C21 C26 C25 -0.3(3) .
P1 C21 C26 C25 -179.42(18) .
C24 C25 C26 C21 -0.4(4) .
C41 P2 C31 C36 -91.6(2) .
C2 P2 C31 C36 17.7(2) .
Se2 P2 C31 C36 140.15(17) .
C41 P2 C31 C32 88.68(18) .
C2 P2 C31 C32 -162.01(17) .
Se2 P2 C31 C32 -39.59(19) .
C36 C31 C32 C33 -0.1(3) .
P2 C31 C32 C33 179.70(18) .
C31 C32 C33 C34 -1.3(4) .
C32 C33 C34 C35 1.5(4) .
C33 C34 C35 C36 -0.3(4) .
C34 C35 C36 C31 -1.0(4) .
C32 C31 C36 C35 1.2(3) .
P2 C31 C36 C35 -178.53(19) .
C31 P2 C41 C46 -131.12(18) .
C2 P2 C41 C46 117.00(18) .
Se2 P2 C41 C46 -3.62(19) .
C31 P2 C41 C42 51.91(19) .
C2 P2 C41 C42 -59.97(19) .
Se2 P2 C41 C42 179.41(14) .
C46 C41 C42 C43 -1.1(3) .
P2 C41 C42 C43 175.92(17) .
C41 C42 C43 C44 1.1(3) .
C42 C43 C44 C45 -0.2(3) .
C43 C44 C45 C46 -0.8(3) .
C42 C41 C46 C45 0.1(3) .
P2 C41 C46 C45 -176.81(17) .
C44 C45 C46 C41 0.8(3) .
