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#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/11/7051140.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_7051140
loop_
_publ_author_name
'Lahtinen, Tanja'
'Wegelius, Elina'
'Rissanen, Kari'
_publ_section_title
;
 Synthesis and X-ray structures of new concave π-prismand hydrocarbon
 [2.2.1]m,p,p- and [2.2.1]p,p,p-cyclophanes
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              905
_journal_paper_doi               10.1039/b102725p
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C23 H22 S2'
_chemical_formula_weight         362.53
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2a 2n'
_symmetry_space_group_name_H-M   'P n c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3346(3)
_cell_length_b                   10.5105(3)
_cell_length_c                   17.3351(4)
_cell_measurement_temperature    173.0(1)
_cell_volume                     1882.97(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173.0(1)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2219
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.9585
_exptl_absorpt_correction_T_min  0.8706
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         2219
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0374
_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)+(0.0429P)²+0.6446P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1026
_reflns_number_gt                1972
_reflns_number_total             2219
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b102725p.txt
_cod_data_source_block           11
_cod_database_code               7051140
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, z+1/2'
'x, -y+1/2, z+1/2'
'-x+1/2, -y, z'
'-x, -y, -z'
'x-1/2, -y-1/2, -z-1/2'
'-x, y-1/2, -z-1/2'
'x-1/2, 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 0.13267(4) 0.82570(4) 0.03123(2) 0.04750(16) Uani 1 1 d . . .
C1 C 0.07250(14) 0.66305(15) 0.03617(9) 0.0407(3) Uani 1 1 d . . .
H1A H -0.0129 0.6622 0.0620 0.049 Uiso 1 1 calc R . .
H1B H 0.0612 0.6292 -0.0167 0.049 Uiso 1 1 calc R . .
C2 C 0.06891(18) 0.87275(14) -0.06284(9) 0.0475(4) Uani 1 1 d . . .
H2A H -0.0268 0.8713 -0.0611 0.057 Uiso 1 1 calc R . .
H2B H 0.0964 0.9610 -0.0742 0.057 Uiso 1 1 calc R . .
C3 C 0.11479(14) 0.78649(13) -0.12643(8) 0.0361(3) Uani 1 1 d . . .
C4 C 0.02761(13) 0.71331(13) -0.16835(8) 0.0368(3) Uani 1 1 d . . .
H4 H -0.0626 0.7232 -0.1597 0.044 Uiso 1 1 calc R . .
C5 C 0.07047(13) 0.62562(13) -0.22292(8) 0.0354(3) Uani 1 1 d . . .
H5 H 0.0090 0.5779 -0.2516 0.042 Uiso 1 1 calc R . .
C6 C 0.20137(13) 0.60700(12) -0.23590(7) 0.0315(3) Uani 1 1 d . . .
C7 C 0.28869(13) 0.68272(13) -0.19487(8) 0.0356(3) Uani 1 1 d . . .
H7 H 0.3789 0.6732 -0.2039 0.043 Uiso 1 1 calc R . .
C8 C 0.24659(14) 0.77077(13) -0.14170(8) 0.0381(3) Uani 1 1 d . . .
H8 H 0.3080 0.8216 -0.1150 0.046 Uiso 1 1 calc R . .
C9 C 0.2500 0.5000 -0.28665(11) 0.0370(4) Uani 1 2 d S . .
H9A H 0.1791 0.4688 -0.3201 0.044 Uiso 0.50 1 calc PR . .
H9B H 0.3209 0.5312 -0.3201 0.044 Uiso 0.50 1 calc PR . .
C20 C 0.2500 0.5000 0.20015(11) 0.0334(4) Uani 1 2 d S . .
H20 H 0.2500 0.5000 0.2550 0.040 Uiso 1 2 calc SR . .
C21 C 0.16783(12) 0.58088(12) 0.16039(8) 0.0323(3) Uani 1 1 d . . .
H21 H 0.1130 0.6373 0.1880 0.039 Uiso 1 1 calc R . .
C22 C 0.16516(12) 0.57981(12) 0.08004(8) 0.0317(3) Uani 1 1 d . . .
C23 C 0.2500 0.5000 0.04064(11) 0.0339(4) Uani 1 2 d S . .
H23 H 0.2500 0.5000 -0.0142 0.041 Uiso 1 2 calc SR . .
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'
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
C1 S1 C2 99.96(7) . . ?
C22 C1 S1 110.64(10) . . ?
C3 C2 S1 112.17(10) . . ?
C4 C3 C8 117.87(13) . . ?
C4 C3 C2 120.83(14) . . ?
C8 C3 C2 121.16(14) . . ?
C3 C4 C5 121.00(13) . . ?
C6 C5 C4 120.95(13) . . ?
C5 C6 C7 117.87(12) . . ?
C5 C6 C9 121.58(11) . . ?
C7 C6 C9 120.29(11) . . ?
C8 C7 C6 121.29(13) . . ?
C7 C8 C3 120.95(13) . . ?
C6 C9 C6 108.93(15) 4_565 . ?
C21 C20 C21 120.31(17) . 4_565 ?
C20 C21 C22 120.31(13) . . ?
C23 C22 C21 118.87(13) . . ?
C23 C22 C1 120.23(13) . . ?
C21 C22 C1 120.90(12) . . ?
C22 C23 C22 121.25(17) 4_565 . ?
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 C1 1.8210(16) . ?
S1 C2 1.8271(16) . ?
C1 C22 1.5035(18) . ?
C2 C3 1.504(2) . ?
C3 C4 1.390(2) . ?
C3 C8 1.397(2) . ?
C4 C5 1.393(2) . ?
C5 C6 1.3852(19) . ?
C6 C7 1.3977(19) . ?
C6 C9 1.5137(17) . ?
C7 C8 1.377(2) . ?
C9 C6 1.5137(17) 4_565 ?
C20 C21 1.3853(16) . ?
C20 C21 1.3853(16) 4_565 ?
C21 C22 1.3932(19) . ?
C22 C23 1.3925(16) . ?
C23 C22 1.3925(16) 4_565 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 S1 C1 C22 147.53(11) . . . . ?
C1 S1 C2 C3 -57.58(13) . . . . ?
S1 C2 C3 C4 116.70(14) . . . . ?
S1 C2 C3 C8 -58.87(17) . . . . ?
C8 C3 C4 C5 1.0(2) . . . . ?
C2 C3 C4 C5 -174.67(13) . . . . ?
C3 C4 C5 C6 1.3(2) . . . . ?
C4 C5 C6 C7 -2.64(19) . . . . ?
C4 C5 C6 C9 171.44(12) . . . . ?
C5 C6 C7 C8 1.69(19) . . . . ?
C9 C6 C7 C8 -172.47(12) . . . . ?
C6 C7 C8 C3 0.6(2) . . . . ?
C4 C3 C8 C7 -2.0(2) . . . . ?
C2 C3 C8 C7 173.71(13) . . . . ?
C5 C6 C9 C6 -101.81(12) . . . 4_565 ?
C7 C6 C9 C6 72.13(11) . . . 4_565 ?
C21 C20 C21 C22 1.31(9) 4_565 . . . ?
C20 C21 C22 C23 -2.57(17) . . . . ?
C20 C21 C22 C1 177.39(11) . . . . ?
S1 C1 C22 C23 -100.69(12) . . . . ?
S1 C1 C22 C21 79.35(15) . . . . ?
C21 C22 C23 C22 1.28(9) . . . 4_565 ?
C1 C22 C23 C22 -178.69(14) . . . 4_565 ?
