#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/76/7007674.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_7007674
loop_
_publ_author_name
'Barnes, Nicholas A.'
'Godfrey, Stephen M.'
'Halton, Ruth T. A.'
'Mushtaq, Imrana'
'Pritchard, Robin G.'
_publ_section_title
;
 The reaction of tertiary phosphines with (Ph2Se2I2)2--the influence of
 steric and electronic effects.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4795
_journal_page_last               4804
_journal_paper_doi               10.1039/b608453b
_journal_year                    2006
_chemical_formula_moiety         'C19.75 H19.50 Cl1.50 I P Se'
_chemical_formula_sum            'C19.75 H19.5 Cl1.5 I P Se'
_chemical_formula_weight         546.86
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 116.58(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.908(3)
_cell_length_b                   10.4978(10)
_cell_length_c                   20.798(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      17.9
_cell_measurement_theta_min      10.4
_cell_volume                     4277.7(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0515
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7751
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    3.461
_exptl_absorpt_correction_T_max  0.5444
_exptl_absorpt_correction_T_min  0.4233
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was 4
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2124
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.730
_refine_diff_density_min         -1.695
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         7517
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0515
_refine_ls_shift/su_max          0.046
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1539
_reflns_number_gt                5263
_reflns_number_total             7517
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b608453b.txt
_cod_data_source_block           t
_cod_original_cell_volume        4277.8(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C19.75 H19.50 Cl1.50 I P Se'
_cod_database_code               7007674
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
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.074437(17) 0.75450(3) 0.34613(2) 0.03481(10) Uani 1 1 d . . .
Se1 Se 0.09392(3) 0.42690(5) 0.37664(3) 0.03358(14) Uani 1 1 d . . .
P1 P 0.09843(7) 0.21974(13) 0.40083(7) 0.0289(3) Uani 1 1 d . . .
C1 C 0.0286(2) 0.1927(5) 0.4217(3) 0.0323(14) Uani 1 1 d . . .
C2 C -0.0378(3) 0.1963(7) 0.3670(4) 0.054(2) Uani 1 1 d . . .
H2 H -0.0458 0.2104 0.3192 0.065 Uiso 1 1 calc R . .
C3 C -0.0913(3) 0.1794(8) 0.3827(4) 0.070(3) Uani 1 1 d . . .
H3 H -0.1361 0.1779 0.3454 0.084 Uiso 1 1 calc R . .
C4 C -0.0802(3) 0.1644(6) 0.4533(4) 0.0557(18) Uani 1 1 d . . .
H4 H -0.1173 0.1566 0.4643 0.067 Uiso 1 1 calc R . .
C5 C -0.0147(3) 0.1611(7) 0.5068(4) 0.058(2) Uani 1 1 d . . .
H5 H -0.0066 0.1498 0.5547 0.070 Uiso 1 1 calc R . .
C6 C 0.0388(3) 0.1738(6) 0.4912(3) 0.0458(17) Uani 1 1 d . . .
H6 H 0.0836 0.1696 0.5284 0.055 Uiso 1 1 calc R . .
C7 C 0.1756(2) 0.1771(5) 0.4777(3) 0.0333(14) Uani 1 1 d . . .
C8 C 0.2116(3) 0.2685(6) 0.5302(3) 0.0428(17) Uani 1 1 d . . .
H8 H 0.1967 0.3536 0.5244 0.051 Uiso 1 1 calc R . .
C9 C 0.2703(3) 0.2308(6) 0.5916(4) 0.052(2) Uani 1 1 d . . .
H9 H 0.2948 0.2908 0.6275 0.062 Uiso 1 1 calc R . .
C10 C 0.2917(3) 0.1082(7) 0.5991(4) 0.058(2) Uani 1 1 d . . .
H10 H 0.3319 0.0851 0.6398 0.070 Uiso 1 1 calc R . .
C11 C 0.2557(3) 0.0152(7) 0.5482(4) 0.060(2) Uani 1 1 d . . .
H11 H 0.2709 -0.0697 0.5547 0.072 Uiso 1 1 calc R . .
C12 C 0.1966(3) 0.0510(6) 0.4875(3) 0.0395(16) Uani 1 1 d . . .
H12 H 0.1710 -0.0105 0.4531 0.047 Uiso 1 1 calc R . .
C13 C 0.0897(3) 0.1272(5) 0.3253(3) 0.0329(14) Uani 1 1 d . . .
H13A H 0.1268 0.1471 0.3135 0.049 Uiso 1 1 calc R . .
H13B H 0.0465 0.1467 0.2844 0.049 Uiso 1 1 calc R . .
H13C H 0.0912 0.0373 0.3368 0.049 Uiso 1 1 calc R . .
C14 C 0.1515(2) 0.4161(5) 0.3285(3) 0.0316(14) Uani 1 1 d . . .
C15 C 0.1203(3) 0.4150(7) 0.2546(3) 0.054(2) Uani 1 1 d . . .
H15 H 0.0724 0.4174 0.2287 0.065 Uiso 1 1 calc R . .
C16 C 0.1607(4) 0.4103(8) 0.2191(4) 0.071(2) Uani 1 1 d . . .
H16 H 0.1401 0.4116 0.1686 0.085 Uiso 1 1 calc R . .
C17 C 0.2296(3) 0.4038(7) 0.2565(4) 0.063(2) Uani 1 1 d . . .
H17 H 0.2564 0.3980 0.2318 0.075 Uiso 1 1 calc R . .
C18 C 0.2605(3) 0.4056(6) 0.3304(4) 0.058(2) Uani 1 1 d . . .
H18 H 0.3084 0.4032 0.3560 0.070 Uiso 1 1 calc R . .
C19 C 0.2213(3) 0.4111(6) 0.3673(3) 0.0441(17) Uani 1 1 d . . .
H19 H 0.2420 0.4113 0.4178 0.053 Uiso 1 1 calc R . .
I2 I 0.577412(17) 0.71936(3) 0.70223(2) 0.03558(10) Uani 1 1 d . . .
Se2 Se 0.58818(3) 0.39051(5) 0.73966(3) 0.03464(15) Uani 1 1 d . . .
P2 P 0.61905(6) 0.18747(13) 0.75996(7) 0.0271(3) Uani 1 1 d . . .
C21 C 0.6666(2) 0.1757(5) 0.8562(3) 0.0317(14) Uani 1 1 d . . .
C22 C 0.6322(3) 0.1971(7) 0.8976(3) 0.0494(19) Uani 1 1 d . . .
H22 H 0.5850 0.2126 0.8754 0.059 Uiso 1 1 calc R . .
C23 C 0.6683(3) 0.1952(8) 0.9714(3) 0.065(2) Uani 1 1 d . . .
H23 H 0.6459 0.2122 0.9999 0.078 Uiso 1 1 calc R . .
C24 C 0.7377(3) 0.1685(7) 1.0040(3) 0.0517(19) Uani 1 1 d . . .
H24 H 0.7620 0.1655 1.0544 0.062 Uiso 1 1 calc R . .
C25 C 0.7704(3) 0.1465(6) 0.9627(3) 0.0481(19) Uani 1 1 d . . .
H25 H 0.8175 0.1294 0.9850 0.058 Uiso 1 1 calc R . .
C26 C 0.7353(3) 0.1492(6) 0.8882(3) 0.0418(17) Uani 1 1 d . . .
H26 H 0.7581 0.1331 0.8601 0.050 Uiso 1 1 calc R . .
C27 C 0.6739(2) 0.1518(5) 0.7186(3) 0.0292(13) Uani 1 1 d . . .
C28 C 0.7194(3) 0.2425(6) 0.7195(3) 0.0421(17) Uani 1 1 d . . .
H28 H 0.7219 0.3218 0.7415 0.051 Uiso 1 1 calc R . .
C29 C 0.7614(3) 0.2161(7) 0.6879(3) 0.0475(18) Uani 1 1 d . . .
H29 H 0.7929 0.2777 0.6887 0.057 Uiso 1 1 calc R . .
C30 C 0.7579(3) 0.1032(7) 0.6557(4) 0.064(2) Uani 1 1 d . . .
H30 H 0.7861 0.0865 0.6334 0.077 Uiso 1 1 calc R . .
C31 C 0.7126(3) 0.0121(8) 0.6559(4) 0.072(2) Uani 1 1 d . . .
H31 H 0.7108 -0.0675 0.6344 0.086 Uiso 1 1 calc R . .
C32 C 0.6705(3) 0.0359(6) 0.6869(4) 0.0528(17) Uani 1 1 d . . .
H32 H 0.6396 -0.0264 0.6865 0.063 Uiso 1 1 calc R . .
C33 C 0.5479(3) 0.0813(5) 0.7276(3) 0.0375(15) Uani 1 1 d . . .
H33A H 0.5203 0.0950 0.6765 0.056 Uiso 1 1 calc R . .
H33B H 0.5207 0.0972 0.7528 0.056 Uiso 1 1 calc R . .
H33C H 0.5642 -0.0060 0.7358 0.056 Uiso 1 1 calc R . .
C34 C 0.5268(3) 0.3644(5) 0.6397(3) 0.0316(14) Uani 1 1 d . . .
C35 C 0.4599(3) 0.3419(7) 0.6196(3) 0.053(2) Uani 1 1 d . . .
H35 H 0.4435 0.3390 0.6544 0.063 Uiso 1 1 calc R . .
C36 C 0.4160(3) 0.3233(8) 0.5483(4) 0.064(2) Uani 1 1 d . . .
H36 H 0.3694 0.3094 0.5345 0.076 Uiso 1 1 calc R . .
C37 C 0.4391(4) 0.3248(8) 0.4967(4) 0.064(2) Uani 1 1 d . . .
H37 H 0.4090 0.3102 0.4481 0.076 Uiso 1 1 calc R . .
C38 C 0.5065(3) 0.3479(7) 0.5178(3) 0.058(2) Uani 1 1 d . . .
H38 H 0.5229 0.3504 0.4831 0.070 Uiso 1 1 calc R . .
C39 C 0.5511(3) 0.3678(6) 0.5888(3) 0.0440(17) Uani 1 1 d . . .
H39 H 0.5975 0.3834 0.6026 0.053 Uiso 1 1 calc R . .
C40 C -0.0703(4) 0.5414(11) 0.3803(5) 0.191(4) Uani 1 1 d D . .
H40A H -0.0513 0.4688 0.3657 0.230 Uiso 1 1 calc R . .
H40B H -0.0398 0.6148 0.3900 0.230 Uiso 1 1 calc R . .
Cl1 Cl -0.0835(2) 0.5050(4) 0.4529(3) 0.209(2) Uani 1 1 d D . .
Cl2 Cl -0.1545(3) 0.5779(6) 0.3141(2) 0.255(3) Uani 1 1 d D . .
C41 C 0.5203(5) 0.9983(18) 0.5341(6) 0.079(5) Uiso 0.50 1 d PD . .
H41A H 0.5440 0.9237 0.5627 0.095 Uiso 0.50 1 calc PR . .
H41B H 0.5370 1.0707 0.5672 0.095 Uiso 0.50 1 calc PR . .
Cl3 Cl 0.4424(3) 0.9803(4) 0.5219(3) 0.267(4) Uani 1 1 d 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 0.0000 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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
C14 Se1 P1 94.98(16) . . ?
C13 P1 C7 109.7(3) . . ?
C13 P1 C1 111.2(3) . . ?
C7 P1 C1 108.2(3) . . ?
C13 P1 Se1 110.91(19) . . ?
C7 P1 Se1 112.08(19) . . ?
C1 P1 Se1 104.68(18) . . ?
C6 C1 C2 118.9(6) . . ?
C6 C1 P1 121.5(4) . . ?
C2 C1 P1 119.5(5) . . ?
C3 C2 C1 119.9(6) . . ?
C2 C3 C4 120.5(6) . . ?
C5 C4 C3 119.1(6) . . ?
C6 C5 C4 120.6(6) . . ?
C5 C6 C1 120.9(5) . . ?
C12 C7 C8 120.3(5) . . ?
C12 C7 P1 119.3(4) . . ?
C8 C7 P1 120.2(4) . . ?
C7 C8 C9 118.9(6) . . ?
C10 C9 C8 120.1(6) . . ?
C9 C10 C11 121.9(6) . . ?
C10 C11 C12 118.6(6) . . ?
C7 C12 C11 120.2(5) . . ?
C19 C14 C15 121.5(6) . . ?
C19 C14 Se1 120.7(5) . . ?
C15 C14 Se1 117.8(4) . . ?
C14 C15 C16 118.6(6) . . ?
C17 C16 C15 120.6(7) . . ?
C16 C17 C18 120.4(7) . . ?
C17 C18 C19 120.1(6) . . ?
C14 C19 C18 118.7(6) . . ?
C34 Se2 P2 94.30(17) . . ?
C33 P2 C21 110.5(3) . . ?
C33 P2 C27 110.2(3) . . ?
C21 P2 C27 109.8(2) . . ?
C33 P2 Se2 112.81(19) . . ?
C21 P2 Se2 104.66(19) . . ?
C27 P2 Se2 108.68(19) . . ?
C26 C21 C22 120.7(5) . . ?
C26 C21 P2 121.0(5) . . ?
C22 C21 P2 118.2(4) . . ?
C23 C22 C21 119.2(5) . . ?
C22 C23 C24 120.3(7) . . ?
C25 C24 C23 119.7(6) . . ?
C24 C25 C26 121.0(6) . . ?
C21 C26 C25 119.0(6) . . ?
C32 C27 C28 120.3(6) . . ?
C32 C27 P2 120.7(4) . . ?
C28 C27 P2 119.0(5) . . ?
C27 C28 C29 119.3(6) . . ?
C30 C29 C28 120.8(6) . . ?
C29 C30 C31 119.4(7) . . ?
C32 C31 C30 120.9(7) . . ?
C31 C32 C27 119.2(6) . . ?
C35 C34 C39 120.2(5) . . ?
C35 C34 Se2 119.7(5) . . ?
C39 C34 Se2 120.1(4) . . ?
C34 C35 C36 119.7(7) . . ?
C35 C36 C37 121.1(6) . . ?
C38 C37 C36 118.4(6) . . ?
C37 C38 C39 121.3(7) . . ?
C38 C39 C34 119.2(6) . . ?
Cl1 C40 Cl2 101.9(5) . . ?
Cl3 C41 Cl3 134.3(8) . 3_676 ?
C41 Cl3 C41 45.7(8) . 3_676 ?
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
Se1 C14 1.933(6) . ?
Se1 P1 2.2243(15) . ?
P1 C13 1.784(5) . ?
P1 C7 1.787(5) . ?
P1 C1 1.790(6) . ?
C1 C6 1.373(8) . ?
C1 C2 1.390(7) . ?
C2 C3 1.362(10) . ?
C3 C4 1.386(11) . ?
C4 C5 1.368(8) . ?
C5 C6 1.356(9) . ?
C7 C12 1.386(8) . ?
C7 C8 1.402(8) . ?
C8 C9 1.404(8) . ?
C9 C10 1.355(10) . ?
C10 C11 1.396(9) . ?
C11 C12 1.397(8) . ?
C14 C19 1.374(7) . ?
C14 C15 1.374(8) . ?
C15 C16 1.384(10) . ?
C16 C17 1.356(9) . ?
C17 C18 1.375(10) . ?
C18 C19 1.384(10) . ?
Se2 C34 1.924(5) . ?
Se2 P2 2.2189(15) . ?
P2 C33 1.785(5) . ?
P2 C21 1.800(5) . ?
P2 C27 1.802(6) . ?
C21 C26 1.375(7) . ?
C21 C22 1.391(9) . ?
C22 C23 1.378(8) . ?
C23 C24 1.388(9) . ?
C24 C25 1.363(10) . ?
C25 C26 1.388(8) . ?
C27 C32 1.369(8) . ?
C27 C28 1.373(8) . ?
C28 C29 1.379(9) . ?
C29 C30 1.346(10) . ?
C30 C31 1.379(10) . ?
C31 C32 1.364(10) . ?
C34 C35 1.355(8) . ?
C34 C39 1.381(9) . ?
C35 C36 1.373(8) . ?
C36 C37 1.376(11) . ?
C37 C38 1.362(10) . ?
C38 C39 1.374(8) . ?
C40 Cl1 1.702(11) . ?
C40 Cl2 1.781(9) . ?
C41 Cl3 1.620(11) . ?
C41 Cl3 1.710(13) 3_676 ?
Cl3 C41 1.710(13) 3_676 ?
