#------------------------------------------------------------------------------
#$Date: 2019-11-28 21:22:44 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244660 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/93/7239337.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_7239337
loop_
_publ_author_name
'Tusy, Chuong'
'Huang, Lili'
'Jin, Jingpeng'
'Xia, Jiangbin'
_publ_section_title
;
 Synthesis and investigation of novel thiophene derivatives containing
 heteroatom linkers for solid state polymerization
;
_journal_issue                   16
_journal_name_full               'RSC Advances'
_journal_page_first              8011
_journal_paper_doi               10.1039/c3ra45014g
_journal_volume                  4
_journal_year                    2014
_chemical_formula_sum            'C18 H13 I2 O4 P S2'
_chemical_formula_weight         642.17
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_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                 104.9240(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.6939(12)
_cell_length_b                   9.2288(7)
_cell_length_c                   15.8097(12)
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.50
_cell_measurement_theta_min      2.42
_cell_volume                     2071.6(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0243
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13288
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    3.336
_exptl_absorpt_correction_T_max  0.4552
_exptl_absorpt_correction_T_min  0.4149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    2.059
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.920
_refine_diff_density_min         -0.897
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.00017(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4288
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0253
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0182P)²+2.8612P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0532
_refine_ls_wR_factor_ref         0.0564
_reflns_number_gt                3664
_reflns_number_total             4288
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra45014g.txt
_cod_data_source_block           130311xjb_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7239337
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
C1 C 0.1784(2) 0.6761(4) 0.6656(2) 0.0387(8) Uani 1 1 d .
H1 H 0.1279 0.7335 0.6369 0.046 Uiso 1 1 calc R
C2 C 0.1996(3) 0.6632(4) 0.7556(2) 0.0484(9) Uani 1 1 d .
H2 H 0.1646 0.7140 0.7871 0.058 Uiso 1 1 calc R
C3 C 0.2724(3) 0.5753(5) 0.7987(2) 0.0546(10) Uani 1 1 d .
H3 H 0.2864 0.5658 0.8592 0.066 Uiso 1 1 calc R
C4 C 0.3244(3) 0.5015(5) 0.7517(3) 0.0568(11) Uani 1 1 d .
H4 H 0.3735 0.4418 0.7807 0.068 Uiso 1 1 calc R
C5 C 0.3042(3) 0.5153(4) 0.6613(2) 0.0459(9) Uani 1 1 d .
H5 H 0.3396 0.4647 0.6301 0.055 Uiso 1 1 calc R
C6 C 0.2312(2) 0.6047(3) 0.61746(19) 0.0299(6) Uani 1 1 d .
C7 C 0.1478(2) 0.7881(3) 0.47387(19) 0.0287(6) Uani 1 1 d .
C8 C 0.0690(2) 0.8203(3) 0.40904(19) 0.0279(6) Uani 1 1 d .
C9 C 0.0485(2) 0.9712(3) 0.39917(19) 0.0307(7) Uani 1 1 d .
C10 C 0.1111(2) 1.0532(3) 0.4573(2) 0.0305(7) Uani 1 1 d .
C11 C -0.0695(3) 0.7756(4) 0.3002(2) 0.0477(9) Uani 1 1 d .
H11A H -0.1165 0.7803 0.3335 0.057 Uiso 1 1 calc R
H11B H -0.0926 0.7101 0.2514 0.057 Uiso 1 1 calc R
C12 C -0.0570(3) 0.9226(4) 0.2660(2) 0.0488(9) Uani 1 1 d .
H12A H -0.0112 0.9178 0.2314 0.059 Uiso 1 1 calc R
H12B H -0.1163 0.9552 0.2280 0.059 Uiso 1 1 calc R
C13 C 0.3134(2) 0.6328(3) 0.4750(2) 0.0295(6) Uani 1 1 d .
C14 C 0.3396(2) 0.5840(3) 0.4037(2) 0.0315(7) Uani 1 1 d .
C15 C 0.4297(2) 0.6343(4) 0.3980(2) 0.0367(7) Uani 1 1 d .
C16 C 0.4709(2) 0.7201(4) 0.4656(2) 0.0371(7) Uani 1 1 d .
C17 C 0.3314(4) 0.4482(6) 0.2782(3) 0.0842(16) Uani 1 1 d DU
H17A H 0.3591 0.3547 0.2976 0.101 Uiso 1 1 calc R
H17B H 0.2842 0.4327 0.2235 0.101 Uiso 1 1 calc R
C18 C 0.4029(4) 0.5374(8) 0.2606(4) 0.113(2) Uani 1 1 d DU
H18A H 0.4376 0.4798 0.2280 0.135 Uiso 1 1 calc R
H18B H 0.3724 0.6149 0.2223 0.135 Uiso 1 1 calc R
I1 I 0.119684(15) 1.27749(2) 0.463687(14) 0.03635(7) Uani 1 1 d .
I2 I 0.599817(18) 0.82095(3) 0.48471(2) 0.06186(10) Uani 1 1 d .
O1 O 0.01720(16) 0.7187(2) 0.35555(14) 0.0382(5) Uani 1 1 d .
O2 O -0.02546(17) 1.0253(3) 0.33628(15) 0.0443(6) Uani 1 1 d .
O3 O 0.28467(16) 0.4977(3) 0.34061(15) 0.0462(6) Uani 1 1 d .
O4 O 0.46791(17) 0.5999(3) 0.33065(16) 0.0545(7) Uani 1 1 d .
P1 P 0.19944(5) 0.61112(8) 0.49757(5) 0.02781(17) Uani 1 1 d .
S3 S 0.19616(6) 0.94843(8) 0.52432(5) 0.03287(18) Uani 1 1 d .
S5 S 0.40217(6) 0.74123(10) 0.53734(6) 0.0398(2) Uani 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 0.0000 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'
S S 0.1246 0.1234 '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'
P P 0.1023 0.0942 '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
C2 C1 C6 121.0(3)
C3 C2 C1 120.1(3)
C2 C3 C4 119.6(3)
C3 C4 C5 120.6(4)
C4 C5 C6 120.0(3)
C1 C6 C5 118.6(3)
C1 C6 P1 121.5(2)
C5 C6 P1 119.6(2)
C8 C7 S3 109.0(2)
C8 C7 P1 125.7(2)
S3 C7 P1 125.09(18)
O1 C8 C7 123.2(3)
O1 C8 C9 122.5(3)
C7 C8 C9 114.1(3)
C10 C9 O2 124.4(3)
C10 C9 C8 112.6(3)
O2 C9 C8 122.9(3)
C9 C10 S3 111.4(2)
C9 C10 I1 127.9(2)
S3 C10 I1 120.46(17)
O1 C11 C12 112.2(3)
O2 C12 C11 111.3(3)
C14 C13 S5 109.3(2)
C14 C13 P1 127.0(2)
S5 C13 P1 123.33(17)
C13 C14 O3 123.9(3)
C13 C14 C15 114.2(3)
O3 C14 C15 121.9(3)
C16 C15 O4 124.6(3)
C16 C15 C14 112.2(3)
O4 C15 C14 123.3(3)
C15 C16 S5 111.9(2)
C15 C16 I2 126.2(2)
S5 C16 I2 121.88(19)
C18 C17 O3 117.9(4)
O4 C18 C17 118.5(4)
C8 O1 C11 113.1(2)
C9 O2 C12 111.0(2)
C14 O3 C17 113.3(3)
C15 O4 C18 112.5(3)
C7 P1 C13 102.73(14)
C7 P1 C6 103.08(14)
C13 P1 C6 101.85(14)
C10 S3 C7 92.83(15)
C16 S5 C13 92.49(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.380(5)
C1 C6 1.386(4)
C2 C3 1.375(6)
C3 C4 1.375(6)
C4 C5 1.389(5)
C5 C6 1.388(4)
C6 P1 1.833(3)
C7 C8 1.367(4)
C7 S3 1.743(3)
C7 P1 1.799(3)
C8 O1 1.357(4)
C8 C9 1.425(4)
C9 C10 1.352(4)
C9 O2 1.365(4)
C10 S3 1.714(3)
C10 I1 2.075(3)
C11 O1 1.446(4)
C11 C12 1.490(5)
C12 O2 1.443(4)
C13 C14 1.359(4)
C13 S5 1.736(3)
C13 P1 1.811(3)
C14 O3 1.366(4)
C14 C15 1.427(4)
C15 C16 1.343(5)
C15 O4 1.363(4)
C16 S5 1.712(3)
C16 I2 2.062(3)
C17 C18 1.418(6)
C17 O3 1.414(5)
C18 O4 1.388(5)
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
C6 C1 C2 C3 -1.9(6)
C1 C2 C3 C4 0.6(6)
C2 C3 C4 C5 0.2(6)
C3 C4 C5 C6 0.3(6)
C2 C1 C6 C5 2.3(5)
C2 C1 C6 P1 176.0(3)
C4 C5 C6 C1 -1.4(5)
C4 C5 C6 P1 -175.3(3)
S3 C7 C8 O1 177.6(2)
P1 C7 C8 O1 2.5(4)
S3 C7 C8 C9 0.8(3)
P1 C7 C8 C9 -174.3(2)
O1 C8 C9 C10 -177.6(3)
C7 C8 C9 C10 -0.8(4)
O1 C8 C9 O2 1.1(5)
C7 C8 C9 O2 177.9(3)
O2 C9 C10 S3 -178.3(2)
C8 C9 C10 S3 0.3(3)
O2 C9 C10 I1 -4.4(5)
C8 C9 C10 I1 174.3(2)
O1 C11 C12 O2 -60.6(4)
S5 C13 C14 O3 -178.9(3)
P1 C13 C14 O3 -6.3(5)
S5 C13 C14 C15 -0.8(4)
P1 C13 C14 C15 171.9(2)
C13 C14 C15 C16 0.4(4)
O3 C14 C15 C16 178.6(3)
C13 C14 C15 O4 -178.7(3)
O3 C14 C15 O4 -0.5(5)
O4 C15 C16 S5 179.3(3)
C14 C15 C16 S5 0.2(4)
O4 C15 C16 I2 0.2(5)
C14 C15 C16 I2 -178.8(2)
O3 C17 C18 O4 44.3(9)
C7 C8 O1 C11 172.1(3)
C9 C8 O1 C11 -11.4(4)
C12 C11 O1 C8 40.0(4)
C10 C9 O2 C12 158.3(3)
C8 C9 O2 C12 -20.2(4)
C11 C12 O2 C9 48.3(4)
C13 C14 O3 C17 -173.4(4)
C15 C14 O3 C17 8.5(5)
C18 C17 O3 C14 -29.2(7)
C16 C15 O4 C18 -166.5(5)
C14 C15 O4 C18 12.5(6)
C17 C18 O4 C15 -33.5(8)
C8 C7 P1 C13 116.0(3)
S3 C7 P1 C13 -58.3(2)
C8 C7 P1 C6 -138.4(3)
S3 C7 P1 C6 47.2(2)
C14 C13 P1 C7 -104.1(3)
S5 C13 P1 C7 67.6(2)
C14 C13 P1 C6 149.3(3)
S5 C13 P1 C6 -39.0(2)
C1 C6 P1 C7 32.3(3)
C5 C6 P1 C7 -154.0(3)
C1 C6 P1 C13 138.6(3)
C5 C6 P1 C13 -47.8(3)
C9 C10 S3 C7 0.1(3)
I1 C10 S3 C7 -174.37(18)
C8 C7 S3 C10 -0.5(2)
P1 C7 S3 C10 174.6(2)
C15 C16 S5 C13 -0.6(3)
I2 C16 S5 C13 178.5(2)
C14 C13 S5 C16 0.8(3)
P1 C13 S5 C16 -172.2(2)
