#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:22:01 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178384 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/06/4020682.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_4020682
loop_
_publ_author_name
'Paramashivappa Rangappa'
'Henry J. Shine'
'John N. Marx'
'Teyeb Ould-Ely'
'Anna T. Kelly'
'Kenton H. Whitmire'
_publ_section_title
;
 Adducts of Thianthrene- and Phenoxathiin Cation Radical
 Tetrafluoroborates to 1-Alkynes. Structures and Formation of
 1-(5-Thianthreniumyl)- and 1-(10-Phenoxathiiniumyl)alkynes on
 Alumina Leading to α-Ketoylides and α-Ketols
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9764
_journal_page_last               9770
_journal_paper_doi               10.1021/jo051317q
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C31 H27 B2 F8 N S4'
_chemical_formula_weight         715.40
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 99.488(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.4982(13)
_cell_length_b                   12.4392(15)
_cell_length_c                   23.139(3)
_cell_measurement_temperature    298(2)
_cell_volume                     3264.2(7)
_diffrn_ambient_temperature      298(2)
_exptl_crystal_density_diffrn    1.456
_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/n'
_cod_database_code               4020682
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
B1 B 0.2450(6) -0.2369(5) 0.4934(3) 0.043(2) Uani 1 1 d D . .
F11A F 0.3626(4) -0.2510(4) 0.4927(2) 0.073(2) Uani 0.913(12) 1 d PD A 1
F12A F 0.2154(6) -0.1389(4) 0.4694(3) 0.090(2) Uani 0.913(12) 1 d PD A 1
F13A F 0.1812(7) -0.3144(6) 0.4623(3) 0.110(4) Uani 0.913(12) 1 d PD A 1
F14A F 0.2270(5) -0.2406(5) 0.54987(17) 0.070(2) Uani 0.913(12) 1 d PD A 1
F11B F 0.323(6) -0.172(7) 0.474(3) 0.19(5) Uiso 0.087(12) 1 d PD A 2
F12B F 0.151(5) -0.180(7) 0.503(4) 0.29(9) Uiso 0.087(12) 1 d PD A 2
F13B F 0.209(7) -0.313(4) 0.453(3) 0.15(6) Uani 0.087(12) 1 d PD A 2
F14B F 0.296(7) -0.284(5) 0.544(2) 0.13(4) Uiso 0.087(12) 1 d PD A 2
B2 B -0.0272(7) 0.0129(6) 0.3285(3) 0.071(3) Uani 1 1 d D . .
F21B F -0.092(2) 0.1020(16) 0.3294(12) 0.183(17) Uani 0.363(17) 1 d PD B 3
F22B F -0.038(2) -0.0238(17) 0.2737(6) 0.133(16) Uani 0.363(17) 1 d PD B 3
F23B F -0.068(3) -0.0624(19) 0.3625(8) 0.163(16) Uani 0.363(17) 1 d PD B 3
F24B F 0.0855(10) 0.035(2) 0.3507(9) 0.164(18) Uani 0.363(17) 1 d PD B 3
F21A F 0.0380(15) 0.0999(9) 0.3451(7) 0.175(12) Uani 0.637(17) 1 d PD B 4
F22A F -0.0855(10) 0.0288(16) 0.2735(5) 0.194(13) Uani 0.637(17) 1 d PD B 4
F23A F -0.1032(12) -0.0074(13) 0.3644(6) 0.160(9) Uani 0.637(17) 1 d PD B 4
F24A F 0.0455(11) -0.0701(8) 0.3251(6) 0.110(5) Uani 0.637(17) 1 d PD B 4
N1 N 0.7146(10) 0.2223(9) 0.0258(5) 0.118(4) Uani 1 1 d . . .
C40 C 0.6603(9) 0.2944(9) 0.0133(5) 0.080(3) Uani 1 1 d . . .
C41 C 0.5889(13) 0.3880(11) -0.0020(8) 0.114(4) Uani 1 1 d . . .
H41B H 0.6387 0.4501 -0.0011 0.26(10) Uiso 1 1 calc R . .
H41C H 0.5357 0.3971 0.0255 0.21(9) Uiso 1 1 calc R . .
H41A H 0.5446 0.3794 -0.0407 0.25(10) Uiso 1 1 calc R . .
C1 C 0.0209(5) -0.4459(5) 0.3634(3) 0.0286(14) Uani 1 1 d . . .
C2 C -0.0354(6) -0.4595(6) 0.4115(3) 0.0424(18) Uani 1 1 d . . .
H2A H -0.0543 -0.4007 0.4330 0.051 Uiso 1 1 calc R . .
C3 C -0.0629(7) -0.5636(7) 0.4267(4) 0.057(2) Uani 1 1 d . . .
H3A H -0.1028 -0.5752 0.4580 0.069 Uiso 1 1 calc R . .
C4 C -0.0312(7) -0.6480(7) 0.3956(4) 0.062(2) Uani 1 1 d . . .
H4A H -0.0506 -0.7171 0.4060 0.075 Uiso 1 1 calc R . .
C5 C 0.0281(7) -0.6348(6) 0.3497(4) 0.055(2) Uani 1 1 d . . .
H5A H 0.0502 -0.6947 0.3300 0.066 Uiso 1 1 calc R . .
C6 C 0.0559(6) -0.5323(6) 0.3322(3) 0.0379(17) Uani 1 1 d . . .
C7 C 0.2171(6) -0.4048(5) 0.2908(3) 0.0355(16) Uani 1 1 d . . .
C8 C 0.3263(7) -0.4051(7) 0.2733(3) 0.052(2) Uani 1 1 d . . .
H8A H 0.3491 -0.4625 0.2520 0.062 Uiso 1 1 calc R . .
C9 C 0.4005(7) -0.3198(8) 0.2877(4) 0.060(2) Uani 1 1 d . . .
H9A H 0.4733 -0.3189 0.2752 0.071 Uiso 1 1 calc R . .
C10 C 0.3696(7) -0.2365(7) 0.3199(3) 0.052(2) Uani 1 1 d . . .
H10A H 0.4226 -0.1806 0.3304 0.063 Uiso 1 1 calc R . .
C11 C 0.2603(6) -0.2335(6) 0.3374(3) 0.0387(17) Uani 1 1 d . . .
H11A H 0.2383 -0.1760 0.3589 0.046 Uiso 1 1 calc R . .
C12 C 0.1851(5) -0.3188(5) 0.3219(3) 0.0305(15) Uani 1 1 d . . .
C13 C -0.0445(6) -0.3617(6) 0.1232(3) 0.0384(17) Uani 1 1 d . . .
C14 C -0.1232(7) -0.4450(6) 0.1091(3) 0.052(2) Uani 1 1 d . . .
H14A H -0.2004 -0.4406 0.1161 0.062 Uiso 1 1 calc R . .
C15 C -0.0817(10) -0.5365(7) 0.0837(4) 0.070(3) Uani 1 1 d . . .
H15A H -0.1325 -0.5940 0.0733 0.084 Uiso 1 1 calc R . .
C16 C 0.0298(12) -0.5425(8) 0.0740(4) 0.076(3) Uani 1 1 d . . .
H16A H 0.0555 -0.6049 0.0579 0.092 Uiso 1 1 calc R . .
C17 C 0.1065(9) -0.4591(8) 0.0874(4) 0.070(3) Uani 1 1 d . . .
H17A H 0.1828 -0.4641 0.0792 0.084 Uiso 1 1 calc R . .
C18 C 0.0709(7) -0.3672(6) 0.1130(3) 0.048(2) Uani 1 1 d . . .
C19 C 0.0839(7) -0.1492(6) 0.1131(3) 0.048(2) Uani 1 1 d . . .
C20 C 0.1285(8) -0.0603(8) 0.0873(3) 0.064(2) Uani 1 1 d . . .
H20A H 0.2048 -0.0625 0.0787 0.077 Uiso 1 1 calc R . .
C21 C 0.0614(12) 0.0301(8) 0.0744(4) 0.078(3) Uani 1 1 d . . .
H21A H 0.0934 0.0890 0.0579 0.094 Uiso 1 1 calc R . .
C22 C -0.0533(11) 0.0354(7) 0.0853(4) 0.075(3) Uani 1 1 d . . .
H22A H -0.0985 0.0965 0.0751 0.091 Uiso 1 1 calc R . .
C23 C -0.0997(8) -0.0494(6) 0.1112(3) 0.055(2) Uani 1 1 d . . .
H23A H -0.1766 -0.0466 0.1187 0.065 Uiso 1 1 calc R . .
C24 C -0.0305(6) -0.1404(6) 0.1262(3) 0.0407(18) Uani 1 1 d . . .
C25 C -0.2916(9) -0.1886(9) 0.2785(5) 0.101(4) Uani 1 1 d . . .
H25A H -0.3381 -0.1528 0.3035 0.152 Uiso 1 1 calc R . .
H25B H -0.3392 -0.2024 0.2412 0.152 Uiso 1 1 calc R . .
H25C H -0.2261 -0.1438 0.2733 0.152 Uiso 1 1 calc R . .
C26 C -0.2468(7) -0.2925(10) 0.3060(4) 0.083(3) Uani 1 1 d . . .
H26A H -0.3134 -0.3365 0.3120 0.099 Uiso 1 1 calc R . .
H26B H -0.2001 -0.2781 0.3440 0.099 Uiso 1 1 calc R . .
C27 C -0.1725(6) -0.3546(6) 0.2692(3) 0.0460(19) Uani 1 1 d . . .
H27A H -0.1637 -0.4279 0.2835 0.055 Uiso 1 1 calc R . .
H27B H -0.2133 -0.3569 0.2290 0.055 Uiso 1 1 calc R . .
C28 C -0.0521(5) -0.3061(5) 0.2704(3) 0.0319(15) Uani 1 1 d . . .
C29 C -0.0099(6) -0.2570(5) 0.2285(3) 0.0341(15) Uani 1 1 d . . .
H29A H 0.0649 -0.2264 0.2359 0.041 Uiso 1 1 calc R . .
S1 S 0.04241(14) -0.31174(13) 0.34163(6) 0.0276(4) Uani 1 1 d . . .
S2 S 0.12582(19) -0.51793(16) 0.27161(9) 0.0516(6) Uani 1 1 d . . .
S3 S -0.09601(14) -0.24877(14) 0.15701(7) 0.0348(4) Uani 1 1 d . . .
S4 S 0.17301(17) -0.26258(19) 0.12931(10) 0.0629(7) Uani 1 1 d . . .
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
B1 F11B 1.343(10) . ?
B1 F14B 1.344(10) . ?
B1 F12B 1.347(10) . ?
B1 F13A 1.346(7) . ?
B1 F13B 1.350(10) . ?
B1 F14A 1.356(7) . ?
B1 F12A 1.361(7) . ?
B1 F11A 1.366(7) . ?
B2 F23A 1.327(8) . ?
B2 F22B 1.335(9) . ?
B2 F21A 1.336(8) . ?
B2 F24A 1.339(8) . ?
B2 F21B 1.340(8) . ?
B2 F24B 1.340(9) . ?
B2 F22A 1.352(8) . ?
B2 F23B 1.356(9) . ?
N1 C40 1.104(12) . ?
C40 C41 1.435(15) . ?
C1 C2 1.387(9) . ?
C1 C6 1.391(9) . ?
C1 S1 1.773(6) . ?
C2 C3 1.391(10) . ?
C3 C4 1.356(12) . ?
C4 C5 1.364(12) . ?
C5 C6 1.392(10) . ?
C6 S2 1.736(7) . ?
C7 C12 1.372(9) . ?
C7 C8 1.383(10) . ?
C7 S2 1.768(7) . ?
C8 C9 1.367(11) . ?
C9 C10 1.359(11) . ?
C10 C11 1.382(10) . ?
C11 C12 1.379(9) . ?
C12 S1 1.775(6) . ?
C13 C14 1.380(10) . ?
C13 C18 1.386(10) . ?
C13 S3 1.757(7) . ?
C14 C15 1.400(12) . ?
C15 C16 1.340(13) . ?
C16 C17 1.363(13) . ?
C17 C18 1.381(11) . ?
C18 S4 1.752(9) . ?
C19 C20 1.394(10) . ?
C19 C24 1.401(10) . ?
C19 S4 1.747(8) . ?
C20 C21 1.368(13) . ?
C21 C22 1.385(14) . ?
C22 C23 1.364(12) . ?
C23 C24 1.394(10) . ?
C24 S3 1.752(7) . ?
C25 C26 1.494(14) . ?
C26 C27 1.513(11) . ?
C27 C28 1.507(9) . ?
C28 C29 1.304(8) . ?
C28 S1 1.820(6) . ?
C29 S3 1.786(6) . ?
