#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/24/8102415.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_8102415
loop_
_publ_author_name
'Xiao-Jun Hu'
'Da Zhao'
'Tie-Heng Sun'
_publ_section_title
;
 Crystal structure of
 25,27-dibenzoyloxy-26,28-dihydroxythiacalix[4]arene, C38H24O6S4
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              124
_journal_volume                  224
_journal_year                    2009
_chemical_formula_moiety         'C38 H24 O6 S4'
_chemical_formula_sum            'C38 H24 O6 S4'
_chemical_formula_weight         704.81
_chemical_name_systematic
; 
25, 27-Dibenzoyloxy-26, 28-dihydroxythiacalix[4]arene,
 C₃₈H₂₄O₆S₄
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.685(9)
_cell_angle_beta                 108.450(9)
_cell_angle_gamma                110.478(9)
_cell_formula_units_Z            2
_cell_length_a                   10.6898(11)
_cell_length_b                   12.6472(16)
_cell_length_c                   13.6147(16)
_cell_measurement_reflns_used    39
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      12.54
_cell_measurement_theta_min      4.99
_cell_volume                     1572.6(4)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Bruker, 1997) '
_computing_data_reduction        XSCANS
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6490
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.353
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         5519
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0492
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.001P)²+2.7P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1215
_reflns_number_gt                3903
_reflns_number_total             5519
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            1267-2523.cff
_cod_data_source_block           liy-17
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1572.6(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8102415
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
S1 S 0.65170(6) 0.40708(5) 0.30889(5) 0.05360(16) Uani 1 1 d . . .
S2 S 0.85931(6) 0.54569(6) 0.75965(5) 0.06305(19) Uani 1 1 d . . .
S3 S 0.32807(5) 0.07836(5) 1.23989(5) 0.05153(16) Uani 1 1 d . . .
S4 S 0.23001(6) -0.01111(6) 0.80232(5) 0.05684(17) Uani 1 1 d . . .
O1 O 0.64981(15) 0.65353(13) 0.69731(13) 0.0634(5) Uani 1 1 d . . .
H1A H 0.5908 0.6824 0.6828 0.076 Uiso 1 1 calc R . .
O2 O 0.62486(13) 0.40155(12) 0.52285(11) 0.0480(4) Uani 1 1 d . . .
O3 O 0.72789(16) 0.27670(14) 0.55782(16) 0.0788(6) Uani 1 1 d . . .
O4 O -0.05959(15) -0.13346(12) 0.81257(13) 0.0587(5) Uani 1 1 d . . .
H4B H -0.1448 -0.1722 0.8013 0.070 Uiso 1 1 calc R . .
O5 O 0.21128(13) 0.10256(11) 1.01274(11) 0.0468(4) Uani 1 1 d . . .
O6 O 0.43528(15) 0.24274(13) 1.05769(15) 0.0676(5) Uani 1 1 d . . .
C1 C 0.7801(2) 0.50113(17) 0.43846(17) 0.0454(6) Uani 1 1 d . . .
C2 C 0.75742(19) 0.48685(17) 0.53220(17) 0.0452(6) Uani 1 1 d . . .
C3 C 0.8596(2) 0.56132(18) 0.63226(17) 0.0476(6) Uani 1 1 d . . .
C4 C 0.9848(2) 0.6506(2) 0.6371(2) 0.0578(7) Uani 1 1 d . . .
H4A H 1.0522 0.7030 0.7033 0.069 Uiso 1 1 calc R . .
C5 C 1.0099(2) 0.6624(2) 0.5457(2) 0.0608(7) Uani 1 1 d . . .
H5A H 1.0955 0.7210 0.5506 0.073 Uiso 1 1 calc R . .
C6 C 0.9097(2) 0.58827(18) 0.44690(19) 0.0531(6) Uani 1 1 d . . .
H6A H 0.9283 0.5962 0.3854 0.064 Uiso 1 1 calc R . .
C7 C 0.6793(2) 0.49110(19) 0.75109(16) 0.0485(6) Uani 1 1 d . . .
C8 C 0.5928(2) 0.55312(18) 0.72413(16) 0.0475(6) Uani 1 1 d . . .
C9 C 0.4557(2) 0.51292(18) 0.72627(16) 0.0468(6) Uani 1 1 d . . .
C10 C 0.4058(2) 0.4119(2) 0.75851(17) 0.0560(7) Uani 1 1 d . . .
H10A H 0.3142 0.3850 0.7609 0.067 Uiso 1 1 calc R . .
C11 C 0.4908(2) 0.3508(2) 0.78711(18) 0.0601(7) Uani 1 1 d . . .
H11A H 0.4570 0.2836 0.8091 0.072 Uiso 1 1 calc R . .
C12 C 0.6261(2) 0.3905(2) 0.78261(17) 0.0559(7) Uani 1 1 d . . .
H12A H 0.6827 0.3491 0.8011 0.067 Uiso 1 1 calc R . .
C13 C 0.6241(2) 0.29680(18) 0.54046(18) 0.0507(6) Uani 1 1 d . . .
C14 C 0.4804(2) 0.21754(18) 0.53576(16) 0.0470(6) Uani 1 1 d . . .
C15 C 0.4698(2) 0.11342(19) 0.56224(18) 0.0536(7) Uani 1 1 d . . .
H15A H 0.5498 0.0953 0.5799 0.064 Uiso 1 1 calc R . .
C16 C 0.3412(3) 0.0367(2) 0.56254(19) 0.0639(8) Uani 1 1 d . . .
H16A H 0.3351 -0.0325 0.5812 0.077 Uiso 1 1 calc R . .
C17 C 0.2221(2) 0.0625(2) 0.53524(19) 0.0628(8) Uani 1 1 d . . .
H17A H 0.1350 0.0104 0.5346 0.075 Uiso 1 1 calc R . .
C18 C 0.2321(2) 0.1660(2) 0.50872(19) 0.0596(7) Uani 1 1 d . . .
H18A H 0.1515 0.1835 0.4904 0.072 Uiso 1 1 calc R . .
C19 C 0.3607(2) 0.2434(2) 0.50928(17) 0.0532(6) Uani 1 1 d . . .
H19A H 0.3669 0.3132 0.4918 0.064 Uiso 1 1 calc R . .
C20 C 0.31549(19) -0.00582(17) 1.11859(16) 0.0448(6) Uani 1 1 d . . .
C21 C 0.26740(19) 0.01785(17) 1.02067(17) 0.0446(6) Uani 1 1 d . . .
C22 C 0.26658(19) -0.04426(17) 0.92750(17) 0.0450(6) Uani 1 1 d . . .
C23 C 0.3165(2) -0.13280(19) 0.93519(19) 0.0533(6) Uani 1 1 d . . .
H23A H 0.3164 -0.1760 0.8743 0.064 Uiso 1 1 calc R . .
C24 C 0.3658(2) -0.1562(2) 1.0331(2) 0.0600(7) Uani 1 1 d . . .
H24A H 0.3984 -0.2153 1.0372 0.072 Uiso 1 1 calc R . .
C25 C 0.3675(2) -0.09337(19) 1.12480(19) 0.0544(6) Uani 1 1 d . . .
H25A H 0.4029 -0.1090 1.1904 0.065 Uiso 1 1 calc R . .
C26 C 0.0847(2) 0.03222(18) 0.77659(16) 0.0472(6) Uani 1 1 d . . .
C27 C -0.0466(2) -0.03420(18) 0.78161(16) 0.0448(6) Uani 1 1 d . . .
C28 C -0.1584(2) 0.00352(18) 0.75473(16) 0.0445(6) Uani 1 1 d . . .
C29 C -0.1391(2) 0.10450(19) 0.71885(17) 0.0546(7) Uani 1 1 d . . .
H29A H -0.2136 0.1293 0.7007 0.065 Uiso 1 1 calc R . .
C30 C -0.0109(2) 0.1674(2) 0.71018(19) 0.0609(7) Uani 1 1 d . . .
H30A H 0.0004 0.2330 0.6842 0.073 Uiso 1 1 calc R . .
C31 C 0.1006(2) 0.13232(19) 0.74034(17) 0.0551(7) Uani 1 1 d . . .
H31A H 0.1883 0.1763 0.7365 0.066 Uiso 1 1 calc R . .
C32 C 0.3071(2) 0.21410(18) 1.02734(17) 0.0468(6) Uani 1 1 d . . .
C33 C 0.2314(2) 0.29112(17) 0.99898(16) 0.0461(6) Uani 1 1 d . . .
C34 C 0.3095(3) 0.39470(19) 0.98149(18) 0.0579(7) Uani 1 1 d . . .
H34A H 0.4060 0.4150 0.9916 0.070 Uiso 1 1 calc R . .
C35 C 0.2443(3) 0.4680(2) 0.9491(2) 0.0736(9) Uani 1 1 d . . .
H35A H 0.2957 0.5364 0.9349 0.088 Uiso 1 1 calc R . .
C36 C 0.1039(3) 0.4396(2) 0.9378(2) 0.0761(8) Uani 1 1 d . . .
H36A H 0.0600 0.4891 0.9165 0.091 Uiso 1 1 calc R . .
C37 C 0.0260(3) 0.3368(2) 0.9582(2) 0.0686(8) Uani 1 1 d . . .
H37A H -0.0690 0.3186 0.9515 0.082 Uiso 1 1 calc R . .
C38 C 0.0896(2) 0.26220(19) 0.98832(18) 0.0538(6) Uani 1 1 d . . .
H38A H 0.0378 0.1932 1.0013 0.065 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'
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
C9 S1 C1 99.79(10) 2_666 . ?
C7 S2 C3 109.08(10) . . ?
C28 S3 C20 102.08(9) 2_557 . ?
C22 S4 C26 108.65(11) . . ?
C8 O1 H1A 109.5 . . ?
C13 O2 C2 116.79(16) . . ?
C27 O4 H4B 109.5 . . ?
C32 O5 C21 116.49(15) . . ?
C6 C1 C2 119.01(17) . . ?
C6 C1 S1 119.10(18) . . ?
C2 C1 S1 121.83(14) . . ?
C3 C2 C1 120.61(18) . . ?
C3 C2 O2 120.6(2) . . ?
C1 C2 O2 118.66(16) . . ?
C2 C3 C4 118.7(2) . . ?
C2 C3 S2 126.59(16) . . ?
C4 C3 S2 114.25(15) . . ?
C5 C4 C3 120.81(19) . . ?
C5 C4 H4A 119.6 . . ?
C3 C4 H4A 119.6 . . ?
C4 C5 C6 120.5(2) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C5 C6 C1 120.2(2) . . ?
C5 C6 H6A 119.9 . . ?
C1 C6 H6A 119.9 . . ?
C12 C7 C8 118.6(2) . . ?
C12 C7 S2 119.16(19) . . ?
C8 C7 S2 121.86(17) . . ?
O1 C8 C9 122.0(2) . . ?
O1 C8 C7 117.31(19) . . ?
C9 C8 C7 120.7(2) . . ?
C8 C9 C10 119.2(2) . . ?
C8 C9 S1 119.71(17) . 2_666 ?
C10 C9 S1 121.09(18) . 2_666 ?
C11 C10 C9 120.8(2) . . ?
C11 C10 H10A 119.6 . . ?
C9 C10 H10A 119.6 . . ?
C12 C11 C10 119.4(2) . . ?
C12 C11 H11A 120.3 . . ?
C10 C11 H11A 120.3 . . ?
C11 C12 C7 121.2(2) . . ?
C11 C12 H12A 119.4 . . ?
C7 C12 H12A 119.4 . . ?
O3 C13 O2 122.10(19) . . ?
O3 C13 C14 126.5(2) . . ?
O2 C13 C14 111.43(19) . . ?
C19 C14 C15 119.3(2) . . ?
C19 C14 C13 123.8(2) . . ?
C15 C14 C13 116.9(2) . . ?
C16 C15 C14 120.4(2) . . ?
C16 C15 H15A 119.8 . . ?
C14 C15 H15A 119.8 . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 H16A 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C16 C17 C18 119.8(2) . . ?
C16 C17 H17A 120.1 . . ?
C18 C17 H17A 120.1 . . ?
C19 C18 C17 120.4(2) . . ?
C19 C18 H18A 119.8 . . ?
C17 C18 H18A 119.8 . . ?
C18 C19 C14 120.1(2) . . ?
C18 C19 H19A 119.9 . . ?
C14 C19 H19A 119.9 . . ?
C21 C20 C25 119.0(2) . . ?
C21 C20 S3 122.59(18) . . ?
C25 C20 S3 118.23(17) . . ?
C20 C21 C22 121.9(2) . . ?
C20 C21 O5 119.5(2) . . ?
C22 C21 O5 118.49(19) . . ?
C21 C22 C23 118.1(2) . . ?
C21 C22 S4 126.34(18) . . ?
C23 C22 S4 115.07(18) . . ?
C24 C23 C22 120.2(2) . . ?
C24 C23 H23A 119.9 . . ?
C22 C23 H23A 119.9 . . ?
C25 C24 C23 121.2(2) . . ?
C25 C24 H24A 119.4 . . ?
C23 C24 H24A 119.4 . . ?
C24 C25 C20 119.6(2) . . ?
C24 C25 H25A 120.2 . . ?
C20 C25 H25A 120.2 . . ?
C27 C26 C31 119.5(2) . . ?
C27 C26 S4 123.03(18) . . ?
C31 C26 S4 117.22(17) . . ?
O4 C27 C26 117.6(2) . . ?
O4 C27 C28 123.09(18) . . ?
C26 C27 C28 119.3(2) . . ?
C29 C28 C27 119.8(2) . . ?
C29 C28 S3 119.19(18) . 2_557 ?
C27 C28 S3 120.95(17) . 2_557 ?
C30 C29 C28 120.6(2) . . ?
C30 C29 H29A 119.7 . . ?
C28 C29 H29A 119.7 . . ?
C29 C30 C31 119.4(2) . . ?
C29 C30 H30A 120.3 . . ?
C31 C30 H30A 120.3 . . ?
C30 C31 C26 121.3(2) . . ?
C30 C31 H31A 119.3 . . ?
C26 C31 H31A 119.3 . . ?
O6 C32 O5 122.7(2) . . ?
O6 C32 C33 125.84(19) . . ?
O5 C32 C33 111.47(16) . . ?
C38 C33 C34 120.5(2) . . ?
C38 C33 C32 122.9(2) . . ?
C34 C33 C32 116.5(2) . . ?
C35 C34 C33 120.1(2) . . ?
C35 C34 H34A 120.0 . . ?
C33 C34 H34A 120.0 . . ?
C36 C35 C34 119.6(3) . . ?
C36 C35 H35A 120.2 . . ?
C34 C35 H35A 120.2 . . ?
C35 C36 C37 120.4(3) . . ?
C35 C36 H36A 119.8 . . ?
C37 C36 H36A 119.8 . . ?
C38 C37 C36 120.1(2) . . ?
C38 C37 H37A 120.0 . . ?
C36 C37 H37A 120.0 . . ?
C37 C38 C33 119.2(2) . . ?
C37 C38 H38A 120.4 . . ?
C33 C38 H38A 120.4 . . ?
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
S1 C9 1.779(2) 2_666 ?
S1 C1 1.7818(19) . ?
S2 C7 1.761(2) . ?
S2 C3 1.773(2) . ?
S3 C28 1.777(2) 2_557 ?
S3 C20 1.780(2) . ?
S4 C22 1.766(2) . ?
S4 C26 1.771(2) . ?
O1 C8 1.357(3) . ?
O1 H1A 0.8200 . ?
O2 C13 1.375(3) . ?
O2 C2 1.403(2) . ?
O3 C13 1.183(3) . ?
O4 C27 1.353(3) . ?
O4 H4B 0.8200 . ?
O5 C32 1.365(2) . ?
O5 C21 1.400(3) . ?
O6 C32 1.198(2) . ?
C1 C6 1.394(3) . ?
C1 C2 1.396(3) . ?
C2 C3 1.390(3) . ?
C3 C4 1.392(3) . ?
C4 C5 1.370(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.372(3) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C12 1.385(3) . ?
C7 C8 1.405(3) . ?
C8 C9 1.384(3) . ?
C9 C10 1.389(3) . ?
C9 S1 1.779(2) 2_666 ?
C10 C11 1.387(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.380(3) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.487(3) . ?
C14 C19 1.381(3) . ?
C14 C15 1.387(3) . ?
C15 C16 1.379(3) . ?
C15 H15A 0.9300 . ?
C16 C17 1.375(4) . ?
C16 H16A 0.9300 . ?
C17 C18 1.381(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.378(3) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C20 C21 1.383(3) . ?
C20 C25 1.403(3) . ?
C21 C22 1.396(3) . ?
C22 C23 1.401(3) . ?
C23 C24 1.383(3) . ?
C23 H23A 0.9300 . ?
C24 C25 1.378(3) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.390(3) . ?
C26 C31 1.394(3) . ?
C27 C28 1.400(3) . ?
C28 C29 1.399(3) . ?
C28 S3 1.777(2) 2_557 ?
C29 C30 1.374(3) . ?
C29 H29A 0.9300 . ?
C30 C31 1.376(4) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
C32 C33 1.486(3) . ?
C33 C38 1.382(3) . ?
C33 C34 1.383(3) . ?
C34 C35 1.381(4) . ?
C34 H34A 0.9300 . ?
C35 C36 1.367(4) . ?
C35 H35A 0.9300 . ?
C36 C37 1.395(4) . ?
C36 H36A 0.9300 . ?
C37 C38 1.377(4) . ?
C37 H37A 0.9300 . ?
C38 H38A 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A S1 0.82 2.49 3.0108(18) 122.8 2_666
O4 H4B O1 0.82 2.34 3.0493(19) 144.5 1_445
