#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519236.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_1519236
loop_
_publ_author_name
'Khan, T.'
'Hursthouse, Michael B.'
'Coles, Simon J.'
'Skabara, P. J.'
_publ_section_title
;
 2,4-bis(2-Methoxyphenyl)-3-oxa-6,8-dioxabicyclo(3.3.0)oct-1(5)en-7-thione
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              102
_journal_year                    2000
_chemical_formula_sum            'C19 H16 O3 S3'
_chemical_formula_weight         388.50
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                91.00(3)
_cell_angle_beta                 103.07(3)
_cell_angle_gamma                90.72(3)
_cell_formula_units_Z            4
_cell_length_a                   10.349(2)
_cell_length_b                   12.081(2)
_cell_length_c                   15.099(3)
_cell_measurement_reflns_used    19216
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1838.3(6)
_computing_cell_refinement
'DENZO (Otwinowski & Minor) & COLLECT (Hooft, 1998)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor) & COLLECT (Hooft, 1998)'
_computing_molecular_graphics    'CAMERON (Watkin, Pearce 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'Phi and Omega scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_sigmaI/netI    0.0542
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27358
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    0.418
_exptl_absorpt_correction_T_max  0.9594
_exptl_absorpt_correction_T_min  0.9210
_exptl_absorpt_process_details   'SORTAV (Blessing, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0032(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     456
_refine_ls_number_reflns         8248
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0412
_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)+(0.0460P)²+0.5015P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1038
_reflns_number_gt                6108
_reflns_number_total             8248
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-102.cif
_cod_data_source_block           00src426
_cod_depositor_comments
;
Citation :
Khan, T. and Hursthouse, Michael B. and Coles, Simon J. and 
Skabara, P. J. (2000) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/102)

More at:
http://ecrystals.chem.soton.ac.uk/102/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519236
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.8309(2) 0.35761(17) 0.40131(13) 0.0332(5) Uani 1 1 d . . .
C2 C 0.88063(19) 0.53889(16) 0.32902(13) 0.0294(4) Uani 1 1 d . . .
C3 C 0.99856(19) 0.49802(16) 0.36563(13) 0.0287(4) Uani 1 1 d . . .
C4 C 0.89482(19) 0.64585(16) 0.28217(14) 0.0298(4) Uani 1 1 d . . .
H4 H 0.8523 0.6370 0.2160 0.036 Uiso 1 1 calc R . .
C5 C 1.10862(19) 0.57114(16) 0.34600(14) 0.0297(4) Uani 1 1 d . . .
H5 H 1.1650 0.6024 0.4039 0.036 Uiso 1 1 calc R . .
C6 C 0.83912(18) 0.74587(15) 0.32030(13) 0.0268(4) Uani 1 1 d . . .
C7 C 0.9181(2) 0.83117(17) 0.36601(14) 0.0337(5) Uani 1 1 d . . .
H7 H 1.0119 0.8260 0.3768 0.040 Uiso 1 1 calc R . .
C8 C 0.8628(2) 0.92429(18) 0.39648(15) 0.0396(5) Uani 1 1 d . . .
H8 H 0.9183 0.9828 0.4272 0.048 Uiso 1 1 calc R . .
C9 C 0.7272(2) 0.93157(18) 0.38197(14) 0.0366(5) Uani 1 1 d . . .
H9 H 0.6893 0.9956 0.4024 0.044 Uiso 1 1 calc R . .
C10 C 0.6453(2) 0.84625(17) 0.33782(14) 0.0326(5) Uani 1 1 d . . .
H10 H 0.5517 0.8507 0.3292 0.039 Uiso 1 1 calc R . .
C11 C 0.70175(18) 0.75472(15) 0.30653(13) 0.0272(4) Uani 1 1 d . . .
C12 C 0.4914(2) 0.6636(2) 0.25102(18) 0.0496(6) Uani 1 1 d . . .
H12A H 0.4705 0.6673 0.3111 0.074 Uiso 1 1 calc R . .
H12B H 0.4543 0.5948 0.2195 0.074 Uiso 1 1 calc R . .
H12C H 0.4528 0.7271 0.2155 0.074 Uiso 1 1 calc R . .
C13 C 1.19279(18) 0.51107(16) 0.29196(13) 0.0273(4) Uani 1 1 d . . .
C14 C 1.17715(19) 0.52215(17) 0.19970(13) 0.0312(4) Uani 1 1 d . . .
H14 H 1.1161 0.5742 0.1685 0.037 Uiso 1 1 calc R . .
C15 C 1.2493(2) 0.45830(19) 0.15175(15) 0.0404(5) Uani 1 1 d . . .
H15 H 1.2369 0.4658 0.0879 0.049 Uiso 1 1 calc R . .
C16 C 1.3386(2) 0.38414(19) 0.19701(17) 0.0457(6) Uani 1 1 d . . .
H16 H 1.3869 0.3395 0.1638 0.055 Uiso 1 1 calc R . .
C17 C 1.3597(2) 0.37319(18) 0.28992(17) 0.0431(6) Uani 1 1 d . . .
H17 H 1.4235 0.3230 0.3208 0.052 Uiso 1 1 calc R . .
C18 C 1.2865(2) 0.43636(17) 0.33748(14) 0.0345(5) Uani 1 1 d . . .
C19 C 1.3831(4) 0.3520(3) 0.4784(2) 0.0866(11) Uani 1 1 d . . .
H19A H 1.3564 0.2774 0.4540 0.130 Uiso 1 1 calc R . .
H19B H 1.3801 0.3560 0.5428 0.130 Uiso 1 1 calc R . .
H19C H 1.4736 0.3684 0.4723 0.130 Uiso 1 1 calc R . .
C20 C 0.6997(2) 0.84941(17) 0.08089(13) 0.0310(4) Uani 1 1 d . . .
C21 C 0.54653(19) 0.99325(15) 0.12857(12) 0.0260(4) Uani 1 1 d . . .
C22 C 0.66783(19) 1.03745(15) 0.15339(12) 0.0264(4) Uani 1 1 d . . .
C23 C 0.44660(19) 1.06932(15) 0.15610(13) 0.0275(4) Uani 1 1 d . . .
H23 H 0.3756 1.0871 0.1016 0.033 Uiso 1 1 calc R . .
C24 C 0.66452(19) 1.14924(16) 0.19845(13) 0.0280(4) Uani 1 1 d . . .
H24 H 0.7077 1.1446 0.2646 0.034 Uiso 1 1 calc R . .
C25 C 0.38491(18) 1.02218(15) 0.22915(13) 0.0259(4) Uani 1 1 d . . .
C26 C 0.41732(19) 1.06133(17) 0.31800(13) 0.0303(4) Uani 1 1 d . . .
H26 H 0.4780 1.1219 0.3341 0.036 Uiso 1 1 calc R . .
C27 C 0.3626(2) 1.0135(2) 0.38375(15) 0.0394(5) Uani 1 1 d . . .
H27 H 0.3851 1.0411 0.4447 0.047 Uiso 1 1 calc R . .
C28 C 0.2750(2) 0.9251(2) 0.36012(16) 0.0459(6) Uani 1 1 d . . .
H28 H 0.2391 0.8910 0.4057 0.055 Uiso 1 1 calc R . .
C29 C 0.2385(2) 0.88508(18) 0.27125(16) 0.0389(5) Uani 1 1 d . . .
H29 H 0.1768 0.8251 0.2554 0.047 Uiso 1 1 calc R . .
C30 C 0.29373(19) 0.93444(16) 0.20610(14) 0.0301(4) Uani 1 1 d . . .
C31 C 0.1714(3) 0.8173(2) 0.08481(19) 0.0602(7) Uani 1 1 d . . .
H31A H 0.2002 0.7498 0.1181 0.090 Uiso 1 1 calc R . .
H31B H 0.1632 0.8034 0.0196 0.090 Uiso 1 1 calc R . .
H31C H 0.0853 0.8393 0.0955 0.090 Uiso 1 1 calc R . .
C32 C 0.72661(19) 1.24314(16) 0.15792(13) 0.0279(4) Uani 1 1 d . . .
C33 C 0.6525(2) 1.32471(17) 0.10715(13) 0.0317(4) Uani 1 1 d . . .
H33 H 0.5584 1.3205 0.0943 0.038 Uiso 1 1 calc R . .
C34 C 0.7156(2) 1.41264(18) 0.07498(15) 0.0414(5) Uani 1 1 d . . .
H34 H 0.6649 1.4691 0.0411 0.050 Uiso 1 1 calc R . .
C35 C 0.8516(2) 1.41726(19) 0.09252(17) 0.0461(6) Uani 1 1 d . . .
H35 H 0.8945 1.4779 0.0712 0.055 Uiso 1 1 calc R . .
C36 C 0.9275(2) 1.33542(19) 0.14064(16) 0.0431(6) Uani 1 1 d . . .
H36 H 1.0215 1.3383 0.1508 0.052 Uiso 1 1 calc R . .
C37 C 0.8639(2) 1.24893(17) 0.17382(14) 0.0338(5) Uani 1 1 d . . .
C38 C 1.0694(2) 1.1604(2) 0.2373(2) 0.0642(8) Uani 1 1 d . . .
H38A H 1.0938 1.1539 0.1785 0.096 Uiso 1 1 calc R . .
H38B H 1.1025 1.0965 0.2743 0.096 Uiso 1 1 calc R . .
H38C H 1.1085 1.2286 0.2689 0.096 Uiso 1 1 calc R . .
O1 O 1.03638(13) 0.65740(11) 0.29338(10) 0.0381(4) Uani 1 1 d . . .
O2 O 0.63181(13) 0.66599(11) 0.26119(11) 0.0390(4) Uani 1 1 d . . .
O3 O 1.29416(16) 0.43115(14) 0.42897(10) 0.0485(4) Uani 1 1 d . . .
O4 O 0.52486(13) 1.16657(11) 0.18826(10) 0.0334(3) Uani 1 1 d . . .
O5 O 0.26685(14) 0.90395(12) 0.11560(10) 0.0407(4) Uani 1 1 d . . .
O6 O 0.92823(14) 1.16367(13) 0.22326(11) 0.0449(4) Uani 1 1 d . . .
S1 S 0.75545(6) 0.25211(5) 0.43791(4) 0.04380(16) Uani 1 1 d . . .
S2 S 0.74277(5) 0.46404(4) 0.34087(4) 0.03249(13) Uani 1 1 d . . .
S3 S 1.00183(5) 0.37415(4) 0.42094(3) 0.03389(14) Uani 1 1 d . . .
S4 S 0.76109(6) 0.74054(5) 0.03854(4) 0.04542(16) Uani 1 1 d . . .
S5 S 0.79727(5) 0.96096(4) 0.13219(4) 0.03169(13) Uani 1 1 d . . .
S6 S 0.53174(5) 0.86398(4) 0.07689(3) 0.03085(13) 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'
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
S1 C1 S3 124.05(13) . .
S1 C1 S2 121.82(13) . .
S3 C1 S2 114.12(12) . .
C3 C2 C4 110.85(17) . .
C3 C2 S2 117.38(16) . .
C4 C2 S2 131.77(15) . .
C2 C3 C5 110.72(17) . .
C2 C3 S3 117.40(16) . .
C5 C3 S3 131.82(15) . .
O1 C4 C6 110.88(16) . .
O1 C4 C2 102.74(15) . .
C6 C4 C2 115.25(16) . .
O1 C5 C13 110.44(16) . .
O1 C5 C3 102.48(15) . .
C13 C5 C3 112.41(16) . .
C7 C6 C11 118.40(18) . .
C7 C6 C4 122.76(18) . .
C11 C6 C4 118.81(17) . .
C6 C7 C8 121.03(19) . .
C9 C8 C7 119.7(2) . .
C8 C9 C10 120.6(2) . .
C11 C10 C9 119.06(19) . .
O2 C11 C10 124.64(18) . .
O2 C11 C6 114.18(17) . .
C10 C11 C6 121.18(18) . .
C14 C13 C18 118.86(18) . .
C14 C13 C5 122.90(18) . .
C18 C13 C5 118.16(17) . .
C13 C14 C15 120.8(2) . .
C16 C15 C14 119.6(2) . .
C15 C16 C17 121.2(2) . .
C16 C17 C18 119.1(2) . .
O3 C18 C17 125.1(2) . .
O3 C18 C13 114.34(17) . .
C17 C18 C13 120.5(2) . .
S4 C20 S5 122.87(13) . .
S4 C20 S6 123.25(13) . .
S5 C20 S6 113.88(11) . .
C22 C21 C23 110.36(17) . .
C22 C21 S6 117.04(15) . .
C23 C21 S6 132.56(15) . .
C21 C22 C24 110.68(17) . .
C21 C22 S5 117.61(15) . .
C24 C22 S5 131.69(14) . .
O4 C23 C25 111.30(16) . .
O4 C23 C21 102.54(15) . .
C25 C23 C21 113.18(16) . .
O4 C24 C32 110.34(16) . .
O4 C24 C22 102.67(15) . .
C32 C24 C22 115.68(16) . .
C26 C25 C30 118.99(18) . .
C26 C25 C23 122.39(18) . .
C30 C25 C23 118.61(17) . .
C25 C26 C27 120.8(2) . .
C28 C27 C26 119.4(2) . .
C27 C28 C29 121.3(2) . .
C30 C29 C28 118.5(2) . .
O5 C30 C29 125.07(19) . .
O5 C30 C25 113.97(17) . .
C29 C30 C25 120.97(19) . .
C37 C32 C33 119.10(18) . .
C37 C32 C24 118.12(18) . .
C33 C32 C24 122.77(18) . .
C32 C33 C34 120.3(2) . .
C35 C34 C33 119.6(2) . .
C34 C35 C36 121.3(2) . .
C35 C36 C37 118.8(2) . .
O6 C37 C32 114.81(18) . .
O6 C37 C36 124.24(19) . .
C32 C37 C36 120.9(2) . .
C5 O1 C4 113.13(15) . .
C11 O2 C12 117.95(17) . .
C18 O3 C19 116.93(19) . .
C23 O4 C24 112.64(14) . .
C30 O5 C31 118.14(18) . .
C37 O6 C38 117.89(19) . .
C2 S2 C1 95.53(10) . .
C3 S3 C1 95.57(10) . .
C22 S5 C20 95.62(10) . .
C21 S6 C20 95.83(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 S1 1.654(2) .
C1 S3 1.735(2) .
C1 S2 1.735(2) .
C2 C3 1.326(3) .
C2 C4 1.505(3) .
C2 S2 1.724(2) .
C3 C5 1.517(3) .
C3 S3 1.723(2) .
C4 O1 1.441(2) .
C4 C6 1.506(3) .
C5 O1 1.434(2) .
C5 C13 1.506(3) .
C6 C7 1.380(3) .
C6 C11 1.395(3) .
C7 C8 1.386(3) .
C8 C9 1.374(3) .
C9 C10 1.387(3) .
C10 C11 1.382(3) .
C11 O2 1.368(2) .
C12 O2 1.427(3) .
C13 C14 1.375(3) .
C13 C18 1.404(3) .
C14 C15 1.384(3) .
C15 C16 1.372(3) .
C16 C17 1.379(3) .
C17 C18 1.383(3) .
C18 O3 1.368(3) .
C19 O3 1.434(3) .
C20 S4 1.649(2) .
C20 S5 1.735(2) .
C20 S6 1.737(2) .
C21 C22 1.328(3) .
C21 C23 1.514(3) .
C21 S6 1.723(2) .
C22 C24 1.506(3) .
C22 S5 1.722(2) .
C23 O4 1.432(2) .
C23 C25 1.510(3) .
C24 O4 1.437(2) .
C24 C32 1.503(3) .
C25 C26 1.381(3) .
C25 C30 1.396(3) .
C26 C27 1.381(3) .
C27 C28 1.380(3) .
C28 C29 1.386(3) .
C29 C30 1.385(3) .
C30 O5 1.374(2) .
C31 O5 1.427(3) .
C32 C37 1.387(3) .
C32 C33 1.388(3) .
C33 C34 1.391(3) .
C34 C35 1.372(3) .
C35 C36 1.381(3) .
C36 C37 1.388(3) .
C37 O6 1.371(3) .
C38 O6 1.429(3) .
