#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/05/4020523.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_4020523
loop_
_publ_author_name
'Yu-Long Zhao'
'Qun Liu'
'Jing-Ping Zhang'
'Zhi-Qiang Liu'
_publ_section_title
;
 Heteroatom-Substituted Expanded Radialenes:
 One-Pot Synthesis and Characterization of Expanded
 1,3-Dithiolane[n]radialenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6913
_journal_page_last               6917
_journal_paper_doi               10.1021/jo050993p
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C22.5 H12.5 O S5.5'
_chemical_formula_weight         475.10
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 93.563(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6162(10)
_cell_length_b                   22.137(3)
_cell_length_c                   12.4884(14)
_cell_measurement_temperature    293(2)
_cell_volume                     2377.4(5)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.713
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_original_formula_sum        'C22.5 H12.5 O1 S5.5'
_cod_database_code               4020523
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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 0.15164(11) 0.59512(4) 0.92758(7) 0.0825(3) Uani 1 1 d . . .
S2 S 0.28915(12) 0.48814(4) 1.03163(8) 0.0915(3) Uani 1 1 d . . .
S3 S 0.76737(11) 0.39504(4) 1.45648(8) 0.0805(3) Uani 1 1 d . . .
S4 S 0.94245(10) 0.42897(4) 1.65559(8) 0.0838(3) Uani 1 1 d . . .
S5 S 0.80202(14) 0.68430(4) 2.01747(8) 0.0971(3) Uani 1 1 d . . .
C1 C 0.3232(3) 0.60006(15) 1.1177(2) 0.0643(9) Uani 1 1 d . . .
C2 C 0.4144(4) 0.57689(15) 1.2046(2) 0.0673(9) Uani 1 1 d . . .
C3 C 0.4955(4) 0.55899(13) 1.2808(2) 0.0633(9) Uani 1 1 d . . .
C4 C 0.5890(4) 0.53984(13) 1.3664(2) 0.0626(9) Uani 1 1 d . . .
C5 C 0.6711(3) 0.52490(12) 1.4430(2) 0.0557(8) Uani 1 1 d . . .
C6 C 0.7684(3) 0.50926(12) 1.5356(2) 0.0526(8) Uani 1 1 d . . .
C7 C 0.8029(3) 0.55446(15) 1.6116(2) 0.0657(9) Uani 1 1 d . . .
C8 C 0.8263(4) 0.59753(15) 1.6690(3) 0.0713(10) Uani 1 1 d . . .
C9 C 0.8493(4) 0.64859(15) 1.7321(3) 0.0707(10) Uani 1 1 d . . .
C10 C 0.8563(4) 0.69557(16) 1.7815(3) 0.0708(10) Uani 1 1 d . . .
C11 C 0.8509(5) 0.7500 1.8389(3) 0.0605(12) Uani 1 2 d S . .
C12 C 0.2955(4) 0.71926(14) 1.1161(2) 0.0712(10) Uani 1 1 d . . .
C13 C 0.3053(4) 0.66513(17) 1.1160(2) 0.0686(10) Uani 1 1 d . . .
C14 C 0.2627(3) 0.56542(14) 1.0350(2) 0.0605(9) Uani 1 1 d . . .
C15 C 0.8207(3) 0.45075(13) 1.5479(2) 0.0594(9) Uani 1 1 d . . .
C16 C 0.8227(5) 0.7500 1.9435(4) 0.0666(13) Uani 1 2 d S . .
C17 C 0.1525(6) 0.5297(2) 0.8415(4) 0.1235(6) Uani 1 1 d U . .
H17A H 0.0518 0.5253 0.8030 0.148 Uiso 1 1 calc R . .
H17B H 0.2303 0.5346 0.7893 0.148 Uiso 1 1 calc R . .
C18 C 0.1875(5) 0.47523(17) 0.9071(3) 0.0887(12) Uani 1 1 d . . .
H18A H 0.2481 0.4478 0.8659 0.106 Uiso 1 1 calc R . .
H18B H 0.0903 0.4552 0.9199 0.106 Uiso 1 1 calc R . .
C19 C 0.8967(5) 0.33757(17) 1.5118(4) 0.0989(13) Uani 1 1 d . . .
H19A H 0.8545 0.2978 1.4952 0.119 Uiso 1 1 calc R . .
H19B H 0.9973 0.3408 1.4815 0.119 Uiso 1 1 calc R . .
C20 C 0.9121(6) 0.34600(19) 1.6229(4) 0.1225(16) Uani 1 1 d . . .
H20A H 1.0000 0.3228 1.6528 0.147 Uiso 1 1 calc R . .
H20B H 0.8193 0.3316 1.6549 0.147 Uiso 1 1 calc R . .
C21 C 0.7529(7) 0.7170(2) 2.1372(4) 0.1256(17) Uani 1 1 d U . .
H21A H 0.6502 0.7030 2.1532 0.151 Uiso 1 1 calc R . .
H21B H 0.8256 0.7030 2.1943 0.151 Uiso 1 1 calc R . .
S6 S 0.6973(2) 0.7500 1.47357(14) 0.1144(6) Uani 1 2 d S . .
O1 O 0.8034(4) 0.7500 1.3866(3) 0.1031(13) Uani 1 2 d S . .
C22 C 0.5897(9) 0.6915(3) 1.4673(7) 0.099(2) Uani 0.50 1 d PU . .
H22A H 0.5197 0.6926 1.5241 0.149 Uiso 0.50 1 calc PR . .
H22B H 0.6534 0.6560 1.4745 0.149 Uiso 0.50 1 calc PR . .
H22C H 0.5310 0.6906 1.3994 0.149 Uiso 0.50 1 calc PR . .
O2 O 0.6660(9) 0.2500 1.3685(5) 0.1994(6) Uani 1 2 d SDU . .
C23 C 0.4792(14) 0.2500 1.2992(15) 0.2923(6) Uani 1 2 d SDU . .
C24 C 0.7034(7) 0.2907(3) 1.2620(4) 0.0625(6) Uani 0.50 1 d PDU . .
H24A H 0.8028 0.3113 1.2622 0.075 Uiso 0.50 1 calc PR . .
H24B H 0.6175 0.3113 1.2238 0.075 Uiso 0.50 1 calc PR . .
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 C14 1.728(3) . ?
S1 C17 1.804(5) . ?
S2 C14 1.727(3) . ?
S2 C18 1.760(4) . ?
S3 C15 1.723(3) . ?
S3 C19 1.800(4) . ?
S4 C15 1.723(3) . ?
S4 C20 1.896(5) . ?
S5 C21 1.737(5) . ?
S5 C16 1.738(3) . ?
C1 C14 1.364(4) . ?
C1 C2 1.397(4) . ?
C1 C13 1.449(5) . ?
C2 C3 1.212(4) . ?
C3 C4 1.366(4) . ?
C4 C5 1.200(4) . ?
C5 C6 1.429(4) . ?
C6 C15 1.377(4) . ?
C6 C7 1.398(4) . ?
C7 C8 1.203(4) . ?
C8 C9 1.385(5) . ?
C9 C10 1.209(4) . ?
C10 C11 1.404(4) . ?
C11 C16 1.343(6) . ?
C11 C10 1.404(4) 4_575 ?
C12 C13 1.201(4) . ?
C12 C12 1.361(6) 4_575 ?
C16 S5 1.738(3) 4_575 ?
C17 C18 1.478(6) . ?
C19 C20 1.398(6) . ?
C21 C21 1.461(9) 4_575 ?
S6 O1 1.463(4) . ?
S6 C22 1.592(8) 4_575 ?
S6 C22 1.592(8) . ?
O2 C24 1.654(8) 4_565 ?
O2 C24 1.654(8) . ?
O2 C23 1.779(16) . ?
C24 C24 1.801(12) 4_565 ?
