#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/31/7103122.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_7103122
loop_
_publ_author_name
'Lemau de Talancé, Vincent'
'Hissler, Muriel'
'Zhang, Ling-Zhi'
'Kárpáti, Tamás'
'Nyulászi, László'
'Caras-Quintero, Dolores'
'Bäuerle, Peter'
'Réau, Régis'
_publ_section_title
;
 Synthesis, electronic properties and electropolymerisation of
 EDOT-capped sigma3-phospholes.
;
_journal_issue                   19
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2200
_journal_page_last               2202
_journal_paper_doi               10.1039/b801335g
_journal_year                    2008
_chemical_formula_moiety         'C26 H23 O4 P S2'
_chemical_formula_sum            'C26 H23 O4 P S2'
_chemical_formula_weight         494.53
_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
_cell_angle_beta                 104.749(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.081(2)
_cell_length_b                   14.186(2)
_cell_length_c                   15.345(3)
_cell_measurement_reflns_used    5531
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.91
_cell_volume                     2332.7(7)
_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'
_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      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       none
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10378
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.91
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.329
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5329
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0507
_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)+(0.0846P)²+0.9525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1570
_reflns_number_gt                4042
_reflns_number_total             5329
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b801335g.txt
_cod_data_source_block           lc_lz05
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7103122
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
P1 P 0.83437(5) 0.13500(4) 0.75103(4) 0.04033(18) Uani 1 1 d . . .
S1 S 1.14244(6) 0.15553(5) 1.00814(5) 0.0601(2) Uani 1 1 d . . .
S2 S 0.54396(6) 0.13596(4) 0.61066(4) 0.04948(19) Uani 1 1 d . . .
O1 O 1.08765(17) 0.17580(14) 0.74998(12) 0.0580(5) Uani 1 1 d . . .
O2 O 1.34384(19) 0.2120(2) 0.84188(19) 0.0873(7) Uani 1 1 d . . .
O3 O 0.51072(16) -0.07244(12) 0.76622(11) 0.0529(4) Uani 1 1 d . . .
O4 O 0.31600(17) -0.07283(14) 0.59991(12) 0.0626(5) Uani 1 1 d . . .
C8 C 0.69631(19) 0.09150(16) 0.77919(14) 0.0407(5) Uani 1 1 d . . .
C7 C 0.7118(2) 0.09141(16) 0.87001(15) 0.0414(5) Uani 1 1 d . . .
C6 C 0.6110(2) 0.0738(2) 0.91755(16) 0.0520(6) Uani 1 1 d . . .
H6A H 0.6017 0.0064 0.9243 0.062 Uiso 1 1 calc R . .
H6B H 0.5325 0.0980 0.8811 0.062 Uiso 1 1 calc R . .
C5 C 0.6398(3) 0.1197(3) 1.0091(2) 0.0768(9) Uani 1 1 d . . .
H5A H 0.6335 0.1876 1.0017 0.092 Uiso 1 1 calc R . .
H5B H 0.5783 0.1000 1.0405 0.092 Uiso 1 1 calc R . .
C4 C 0.7651(3) 0.0956(3) 1.0642(2) 0.0855(11) Uani 1 1 d . . .
H4A H 0.7687 0.0281 1.0749 0.103 Uiso 1 1 calc R . .
H4B H 0.7782 0.1267 1.1221 0.103 Uiso 1 1 calc R . .
C3 C 0.8707(2) 0.1230(2) 1.02209(16) 0.0581(7) Uani 1 1 d . . .
H3A H 0.8946 0.1877 1.0384 0.070 Uiso 1 1 calc R . .
H3B H 0.9424 0.0834 1.0475 0.070 Uiso 1 1 calc R . .
C2 C 0.8387(2) 0.11428(16) 0.92087(14) 0.0421(5) Uani 1 1 d . . .
C1 C 0.9202(2) 0.13051(15) 0.86864(14) 0.0405(5) Uani 1 1 d . . .
C15 C 1.0529(2) 0.15166(16) 0.89685(16) 0.0442(5) Uani 1 1 d . . .
C16 C 1.1290(2) 0.17202(17) 0.84134(17) 0.0491(5) Uani 1 1 d . . .
C17 C 1.1879(3) 0.1656(3) 0.7064(3) 0.0844(10) Uani 1 1 d . . .
H17A H 1.1574 0.1802 0.6429 0.101 Uiso 1 1 calc R . .
H17B H 1.2168 0.1008 0.7118 0.101 Uiso 1 1 calc R . .
C18 C 1.2924(3) 0.2287(4) 0.7472(3) 0.1010(13) Uani 1 1 d . . .
H18A H 1.3577 0.2207 0.7161 0.121 Uiso 1 1 calc R . .
H18B H 1.2638 0.2935 0.7387 0.121 Uiso 1 1 calc R . .
C19 C 1.2546(2) 0.1914(2) 0.8871(2) 0.0623(7) Uani 1 1 d . . .
C20 C 1.2757(2) 0.1846(2) 0.9770(2) 0.0700(8) Uani 1 1 d . . .
H20 H 1.3529 0.1945 1.0173 0.084 Uiso 1 1 calc R . .
C9 C 0.5839(2) 0.06931(16) 0.70895(14) 0.0407(5) Uani 1 1 d . . .
C10 C 0.50174(19) -0.00366(16) 0.70212(14) 0.0408(5) Uani 1 1 d . . .
C11 C 0.4071(4) -0.1326(3) 0.7469(3) 0.0995(14) Uani 1 1 d . . .
H11A H 0.4359 -0.1939 0.7716 0.119 Uiso 1 1 calc R . .
H11B H 0.3500 -0.1096 0.7806 0.119 Uiso 1 1 calc R . .
C12 C 0.3400(5) -0.1466(3) 0.6620(3) 0.125(2) Uani 1 1 d . . .
H12A H 0.2599 -0.1718 0.6653 0.151 Uiso 1 1 calc R . .
H12B H 0.3815 -0.1958 0.6367 0.151 Uiso 1 1 calc R . .
C13 C 0.4069(2) -0.00446(17) 0.61979(15) 0.0453(5) Uani 1 1 d . . .
C14 C 0.4173(2) 0.06677(19) 0.56378(16) 0.0522(6) Uani 1 1 d . . .
H14 H 0.3631 0.0769 0.5074 0.063 Uiso 1 1 calc R . .
C21 C 0.88673(19) 0.03539(16) 0.69533(14) 0.0407(5) Uani 1 1 d . . .
C22 C 0.8601(2) 0.0358(2) 0.60212(16) 0.0513(6) Uani 1 1 d . . .
H22 H 0.8146 0.0852 0.5698 0.062 Uiso 1 1 calc R . .
C23 C 0.9012(3) -0.0376(2) 0.55677(18) 0.0600(7) Uani 1 1 d . . .
H23 H 0.8812 -0.0379 0.4941 0.072 Uiso 1 1 calc R . .
C24 C 0.9707(3) -0.1091(2) 0.6038(2) 0.0645(7) Uani 1 1 d . . .
H24 H 1.0000 -0.1571 0.5733 0.077 Uiso 1 1 calc R . .
C25 C 0.9971(3) -0.1101(2) 0.6962(2) 0.0714(8) Uani 1 1 d . . .
H25 H 1.0440 -0.1592 0.7280 0.086 Uiso 1 1 calc R . .
C26 C 0.9549(3) -0.03910(18) 0.74224(17) 0.0591(7) Uani 1 1 d . . .
H26 H 0.9720 -0.0411 0.8048 0.071 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'
O O 0.0106 0.0060 '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'
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
C8 P1 C1 90.67(10) . . ?
C8 P1 C21 103.78(10) . . ?
C1 P1 C21 106.89(10) . . ?
C20 S1 C15 92.85(14) . . ?
C14 S2 C9 93.03(11) . . ?
C16 O1 C17 112.1(2) . . ?
C19 O2 C18 113.1(2) . . ?
C10 O3 C11 112.1(2) . . ?
C13 O4 C12 112.1(2) . . ?
C7 C8 C9 128.1(2) . . ?
C7 C8 P1 110.67(16) . . ?
C9 C8 P1 120.96(16) . . ?
C8 C7 C2 113.58(19) . . ?
C8 C7 C6 125.6(2) . . ?
C2 C7 C6 120.8(2) . . ?
C7 C6 C5 111.9(2) . . ?
C4 C5 C6 112.3(3) . . ?
C5 C4 C3 114.3(3) . . ?
C2 C3 C4 114.3(2) . . ?
C1 C2 C7 114.40(19) . . ?
C1 C2 C3 124.9(2) . . ?
C7 C2 C3 120.7(2) . . ?
C2 C1 C15 128.8(2) . . ?
C2 C1 P1 109.31(16) . . ?
C15 C1 P1 121.55(17) . . ?
C16 C15 C1 126.3(2) . . ?
C16 C15 S1 108.36(17) . . ?
C1 C15 S1 125.30(19) . . ?
O1 C16 C15 123.3(2) . . ?
O1 C16 C19 122.2(2) . . ?
C15 C16 C19 114.5(2) . . ?
O1 C17 C18 111.0(3) . . ?
O2 C18 C17 113.3(3) . . ?
C20 C19 O2 125.0(3) . . ?
C20 C19 C16 112.8(3) . . ?
O2 C19 C16 122.2(3) . . ?
C19 C20 S1 111.5(2) . . ?
C10 C9 C8 130.4(2) . . ?
C10 C9 S2 109.17(16) . . ?
C8 C9 S2 120.27(17) . . ?
C9 C10 O3 124.02(19) . . ?
C9 C10 C13 113.7(2) . . ?
O3 C10 C13 122.2(2) . . ?
C12 C11 O3 121.2(3) . . ?
C11 C12 O4 121.0(3) . . ?
C14 C13 O4 124.3(2) . . ?
C14 C13 C10 113.3(2) . . ?
O4 C13 C10 122.4(2) . . ?
C13 C14 S2 110.80(17) . . ?
C22 C21 C26 118.9(2) . . ?
C22 C21 P1 118.15(18) . . ?
C26 C21 P1 122.92(18) . . ?
C21 C22 C23 120.2(2) . . ?
C24 C23 C22 120.3(3) . . ?
C23 C24 C25 119.8(3) . . ?
C24 C25 C26 120.7(3) . . ?
C25 C26 C21 120.1(2) . . ?
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
P1 C8 1.801(2) . ?
P1 C1 1.814(2) . ?
P1 C21 1.821(2) . ?
S1 C20 1.715(3) . ?
S1 C15 1.744(2) . ?
S2 C14 1.714(3) . ?
S2 C9 1.739(2) . ?
O1 C16 1.361(3) . ?
O1 C17 1.441(4) . ?
O2 C19 1.375(4) . ?
O2 C18 1.439(5) . ?
O3 C10 1.371(3) . ?
O3 C11 1.401(3) . ?
O4 C13 1.375(3) . ?
O4 C12 1.395(4) . ?
C8 C7 1.360(3) . ?
C8 C9 1.459(3) . ?
C7 C2 1.461(3) . ?
C7 C6 1.502(3) . ?
C6 C5 1.508(4) . ?
C5 C4 1.470(4) . ?
C4 C3 1.524(4) . ?
C3 C2 1.508(3) . ?
C2 C1 1.371(3) . ?
C1 C15 1.455(3) . ?
C15 C16 1.373(3) . ?
C16 C19 1.417(3) . ?
C17 C18 1.472(5) . ?
C19 C20 1.343(4) . ?
C9 C10 1.365(3) . ?
C10 C13 1.423(3) . ?
C11 C12 1.339(5) . ?
C13 C14 1.351(3) . ?
C21 C22 1.385(3) . ?
C21 C26 1.389(3) . ?
C22 C23 1.392(4) . ?
C23 C24 1.363(4) . ?
C24 C25 1.373(4) . ?
C25 C26 1.379(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21117808
