#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:12:35 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180293 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/07/7150755.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_7150755
loop_
_publ_author_name
'Ben-Haida, Abderrazak'
'Colquhoun, Howard M.'
'Hodge, Philip'
'Raftery, James'
'White, Andrew J. P.'
'Williams, David J.'
_publ_section_title
;
 Macrocyclic aromatic polysulfones and sulfide-sulfones: synthesis and
 structural characterisation of molecular pentagons and rectangles
;
_journal_issue                   24
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              5229
_journal_page_last               5235
_journal_paper_doi               10.1039/b912193e
_journal_volume                  7
_journal_year                    2009
_chemical_formula_moiety         'C36 H24 O8 S4, C Cl2 O, 2(C H Cl3)'
_chemical_formula_sum            'C39 H26 Cl8 O9 S4'
_chemical_formula_weight         1050.44
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.555(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.8261(19)
_cell_length_b                   10.809(2)
_cell_length_c                   20.350(4)
_cell_measurement_reflns_used    58
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      4.01
_cell_volume                     2157.2(7)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_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      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker P4/RA'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            3616
_diffrn_reflns_theta_full        61.99
_diffrn_reflns_theta_max         61.99
_diffrn_reflns_theta_min         4.35
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    7.052
_exptl_absorpt_correction_T_max  0.2821
_exptl_absorpt_correction_T_min  0.0833
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
Bruker XPREP, version 5.1/NT
Ellipsoidal absorption correction using psi-scans
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.87
_exptl_crystal_size_mid          0.77
_exptl_crystal_size_min          0.09
_platon_squeeze_details
;
SQUEEZE suggests 308e/cell. Before SQUEEZE, solvent looked like COCl2
inside the macrocycle and 2CHCl3 outside (per macrocycle).
COCl2 = 48e, CHCl3 = 58e. 308e/cell = 154e/macrocycle. This is close
to COCl2.2CHCl3 (48+58+58=164e) so this was considered to be the
solvent present.

asu thus C1.5 H O0.5 Cl4 low, so UNIT C6 H4 O2 Cl16 low,
i.e. C72 H48 O16 S8 Cl0
;
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       0.0016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3397
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1030P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1470
_refine_ls_wR_factor_ref         0.1512
_reflns_number_gt                2739
_reflns_number_total             3397
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b912193e.txt
_cod_data_source_block           Compound_3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Empirical' changed to
'empirical' 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 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7150755
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
S1 S 0.94172(7) 0.27850(6) -0.16234(3) 0.0397(2) Uani 1 1 d . . .
O11 O 1.0626(2) 0.2293(2) -0.12910(10) 0.0479(5) Uani 1 1 d . . .
O12 O 0.9123(2) 0.2519(2) -0.23097(10) 0.0483(5) Uani 1 1 d . . .
S2 S 0.09305(7) 0.14655(7) 0.12215(3) 0.0405(2) Uani 1 1 d . . .
O21 O -0.0242(2) 0.1022(2) 0.08283(10) 0.0474(5) Uani 1 1 d . . .
O22 O 0.1279(2) 0.0894(2) 0.18521(10) 0.0495(5) Uani 1 1 d . . .
C1 C 0.7987(3) 0.2350(3) -0.11846(14) 0.0407(6) Uani 1 1 d . . .
C2 C 0.6674(3) 0.2553(3) -0.14510(14) 0.0461(7) Uani 1 1 d . . .
H2A H 0.6523 0.2866 -0.1886 0.055 Uiso 1 1 calc R . .
C3 C 0.5597(3) 0.2297(3) -0.10774(14) 0.0463(7) Uani 1 1 d . . .
H3A H 0.4697 0.2442 -0.1259 0.056 Uiso 1 1 calc R . .
C4 C 0.5780(3) 0.1829(3) -0.04370(14) 0.0390(6) Uani 1 1 d . . .
C5 C 0.7115(3) 0.1611(3) -0.01831(14) 0.0432(6) Uani 1 1 d . . .
H5A H 0.7269 0.1280 0.0247 0.052 Uiso 1 1 calc R . .
C6 C 0.8212(3) 0.1874(3) -0.05538(14) 0.0423(6) Uani 1 1 d . . .
H6A H 0.9116 0.1730 -0.0377 0.051 Uiso 1 1 calc R . .
C7 C 0.4609(3) 0.1627(2) -0.00283(13) 0.0382(6) Uani 1 1 d . . .
C8 C 0.3292(3) 0.1482(3) -0.03149(14) 0.0461(7) Uani 1 1 d . . .
H8A H 0.3158 0.1443 -0.0781 0.055 Uiso 1 1 calc R . .
C9 C 0.2175(3) 0.1394(3) 0.00645(15) 0.0447(7) Uani 1 1 d . . .
H9A H 0.1283 0.1305 -0.0138 0.054 Uiso 1 1 calc R . .
C10 C 0.2373(3) 0.1436(3) 0.07421(14) 0.0410(6) Uani 1 1 d . . .
C11 C 0.3673(3) 0.1531(3) 0.10498(14) 0.0454(7) Uani 1 1 d . . .
H11A H 0.3804 0.1524 0.1516 0.054 Uiso 1 1 calc R . .
C12 C 0.4754(3) 0.1636(3) 0.06644(14) 0.0460(7) Uani 1 1 d . . .
H12A H 0.5642 0.1718 0.0872 0.055 Uiso 1 1 calc R . .
C13 C 0.0725(3) 0.3077(3) 0.13534(13) 0.0401(6) Uani 1 1 d . . .
C14 C -0.0191(3) 0.3765(3) 0.09482(15) 0.0467(7) Uani 1 1 d . . .
H14A H -0.0765 0.3369 0.0619 0.056 Uiso 1 1 calc R . .
C15 C -0.0251(3) 0.5038(3) 0.10344(15) 0.0458(7) Uani 1 1 d . . .
H15A H -0.0851 0.5528 0.0759 0.055 Uiso 1 1 calc R . .
C16 C 0.0579(3) 0.5586(3) 0.15288(12) 0.0386(6) Uani 1 1 d . . .
C17 C 0.1461(3) 0.4892(3) 0.19411(14) 0.0466(7) Uani 1 1 d . . .
H17A H 0.2005 0.5284 0.2283 0.056 Uiso 1 1 calc R . .
C18 C 0.1542(3) 0.3634(3) 0.18516(14) 0.0450(7) Uani 1 1 d . . .
H18A H 0.2150 0.3150 0.2127 0.054 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 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
O11 S1 O12 119.68(13) . . ?
O11 S1 C16 108.77(13) . 3_665 ?
O12 S1 C16 107.65(13) . 3_665 ?
O11 S1 C1 108.88(13) . . ?
O12 S1 C1 108.57(13) . . ?
C16 S1 C1 101.83(13) 3_665 . ?
O21 S2 O22 119.17(13) . . ?
O21 S2 C10 109.11(13) . . ?
O22 S2 C10 109.14(13) . . ?
O21 S2 C13 108.37(13) . . ?
O22 S2 C13 107.91(13) . . ?
C10 S2 C13 101.73(13) . . ?
C2 C1 C6 120.8(3) . . ?
C2 C1 S1 120.5(2) . . ?
C6 C1 S1 118.5(2) . . ?
C3 C2 C1 118.9(3) . . ?
C2 C3 C4 122.1(3) . . ?
C3 C4 C5 117.9(3) . . ?
C3 C4 C7 121.2(2) . . ?
C5 C4 C7 120.8(3) . . ?
C6 C5 C4 120.6(3) . . ?
C5 C6 C1 119.7(3) . . ?
C8 C7 C12 116.9(3) . . ?
C8 C7 C4 121.1(3) . . ?
C12 C7 C4 121.9(3) . . ?
C9 C8 C7 121.5(3) . . ?
C10 C9 C8 119.2(3) . . ?
C9 C10 C11 121.4(3) . . ?
C9 C10 S2 118.9(2) . . ?
C11 C10 S2 119.7(2) . . ?
C12 C11 C10 118.3(3) . . ?
C11 C12 C7 122.8(3) . . ?
C18 C13 C14 121.4(3) . . ?
C18 C13 S2 118.0(2) . . ?
C14 C13 S2 120.5(2) . . ?
C15 C14 C13 118.9(3) . . ?
C16 C15 C14 119.1(3) . . ?
C15 C16 C17 121.7(3) . . ?
C15 C16 S1 120.0(2) . 3_665 ?
C17 C16 S1 118.3(2) . 3_665 ?
C18 C17 C16 119.5(3) . . ?
C17 C18 C13 119.3(3) . . ?
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 O11 1.433(2) . ?
S1 O12 1.438(2) . ?
S1 C16 1.771(3) 3_665 ?
S1 C1 1.775(3) . ?
S2 O21 1.443(2) . ?
S2 O22 1.446(2) . ?
S2 C10 1.770(3) . ?
S2 C13 1.776(3) . ?
C1 C2 1.386(4) . ?
C1 C6 1.388(4) . ?
C2 C3 1.368(5) . ?
C3 C4 1.399(4) . ?
C4 C5 1.400(4) . ?
C4 C7 1.477(4) . ?
C5 C6 1.383(4) . ?
C7 C8 1.395(4) . ?
C7 C12 1.408(4) . ?
C8 C9 1.384(4) . ?
C9 C10 1.381(4) . ?
C10 C11 1.391(4) . ?
C11 C12 1.364(4) . ?
C13 C18 1.391(4) . ?
C13 C14 1.397(4) . ?
C14 C15 1.389(5) . ?
C15 C16 1.388(4) . ?
C16 C17 1.388(4) . ?
C16 S1 1.771(3) 3_665 ?
C17 C18 1.376(5) . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.112 0.042 0.388 760 308 ' '
