#------------------------------------------------------------------------------
#$Date: 2022-09-15 02:29:21 +0300 (Thu, 15 Sep 2022) $
#$Revision: 277856 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/09/4100971.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_4100971
loop_
_publ_author_name
'Choudhury, Angshuman R.'
'Winterton, Neil'
'Steiner, Alexander'
'Cooper, Andrew I.'
'Johnson, Kathleen A.'
_publ_section_title
;
 In situ crystallization of low-melting ionic liquids.
;
_journal_issue                   48
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16792
_journal_page_last               16793
_journal_paper_doi               10.1021/ja055956u
_journal_volume                  127
_journal_year                    2005
_chemical_formula_sum            'C9 H15 F3 N2 O3 S'
_chemical_formula_weight         288.29
_chemical_name_common            '[bmim]OTf'
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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
_cell_angle_beta                 93.281(11)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.222(3)
_cell_length_b                   12.534(4)
_cell_length_c                   22.541(7)
_cell_measurement_temperature    200(2)
_cell_volume                     2883.2(15)
_diffrn_ambient_temperature      200.0(2)
_exptl_crystal_density_diffrn    1.328
_cod_data_source_file            4100971.cif
_cod_data_source_block           4100971
_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 

 Adding full bibliography for
 /tmp/tmp-cod-update-bibliographies-19669/cifs/4100971.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4100971
loop_
_space_group_symop_operation_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
S2 S -0.75699(16) 0.22518(9) 0.67113(5) 0.0549(4) Uani 1 1 d . . .
S1 S -0.23685(15) 0.22627(9) 0.83054(5) 0.0547(4) Uani 1 1 d . . .
O4 O -0.7859(4) 0.1138(3) 0.68003(15) 0.0703(11) Uani 1 1 d . . .
O5 O -0.8601(4) 0.2987(3) 0.68271(17) 0.0744(12) Uani 1 1 d . . .
O2 O -0.3442(4) 0.2990(3) 0.81791(17) 0.0769(12) Uani 1 1 d . . .
O1 O -0.1146(4) 0.2587(3) 0.80704(16) 0.0709(11) Uani 1 1 d . . .
O6 O -0.6306(4) 0.2584(3) 0.69547(16) 0.0698(11) Uani 1 1 d . . .
N12 N -0.2205(5) 0.2354(3) 0.66912(16) 0.0546(12) Uani 1 1 d . . .
O3 O -0.2688(4) 0.1147(3) 0.82224(15) 0.0700(11) Uani 1 1 d . . .
N14 N -0.3374(5) 0.0925(3) 0.67948(17) 0.0546(12) Uani 1 1 d . . .
N3 N 0.1830(5) 0.0921(3) 0.82272(17) 0.0551(12) Uani 1 1 d . . .
F4 F -0.6451(5) 0.1730(3) 0.57298(16) 0.1191(16) Uani 1 1 d . . .
N1 N 0.3014(5) 0.2351(3) 0.83310(17) 0.0577(12) Uani 1 1 d . . .
F6 F -0.8526(5) 0.2028(4) 0.56150(16) 0.1237(16) Uani 1 1 d . . .
F5 F -0.7189(5) 0.3350(3) 0.57490(16) 0.1198(15) Uani 1 1 d . . .
F1 F -0.1054(5) 0.1756(4) 0.92994(17) 0.1272(16) Uani 1 1 d . . .
F3 F -0.3121(5) 0.2056(4) 0.93894(17) 0.1307(17) Uani 1 1 d . . .
F2 F -0.1789(5) 0.3373(3) 0.92644(17) 0.1365(18) Uani 1 1 d . . .
C16 C -0.1385(6) 0.1493(4) 0.6656(2) 0.0607(15) Uani 1 1 d . . .
H16 H -0.0491 0.1513 0.6599 0.073 Uiso 1 1 calc R . .
C13 C -0.3398(6) 0.1988(4) 0.6780(2) 0.0542(14) Uani 1 1 d . . .
H13 H -0.4136 0.2409 0.6825 0.065 Uiso 1 1 calc R . .
C2 C 0.1791(6) 0.1985(4) 0.8235(2) 0.0564(15) Uani 1 1 d . . .
H2 H 0.1041 0.2402 0.8182 0.068 Uiso 1 1 calc R . .
C5 C 0.3843(6) 0.1488(4) 0.8383(2) 0.0663(16) Uani 1 1 d . . .
H5 H 0.4748 0.1513 0.8453 0.08 Uiso 1 1 calc R . .
C4 C 0.3109(6) 0.0605(4) 0.8315(2) 0.0648(16) Uani 1 1 d . . .
H4 H 0.3413 -0.0094 0.8326 0.078 Uiso 1 1 calc R . .
C17 C -0.1840(6) 0.3490(4) 0.6649(2) 0.0679(16) Uani 1 1 d . . .
H17A H -0.1045 0.3616 0.6896 0.081 Uiso 1 1 calc R . .
H17B H -0.2529 0.3925 0.6803 0.081 Uiso 1 1 calc R . .
C6 C 0.3388(6) 0.3487(4) 0.8378(2) 0.0676(16) Uani 1 1 d . . .
H6A H 0.2683 0.3919 0.8199 0.081 Uiso 1 1 calc R . .
H6B H 0.4159 0.3606 0.8155 0.081 Uiso 1 1 calc R . .
C10 C 0.0678(6) 0.0231(4) 0.8108(3) 0.0799(18) Uani 1 1 d . . .
H10A H 0.0586 -0.0241 0.8439 0.12 Uiso 1 1 calc R . .
H10B H 0.0791 -0.0181 0.7756 0.12 Uiso 1 1 calc R . .
H10C H -0.0093 0.0664 0.8053 0.12 Uiso 1 1 calc R . .
C18 C -0.1615(7) 0.3835(4) 0.6008(3) 0.084(2) Uani 1 1 d . . .
H18A H -0.1265 0.4555 0.6015 0.101 Uiso 1 1 calc R . .
H18B H -0.0961 0.3371 0.5849 0.101 Uiso 1 1 calc R . .
C21 C -0.4489(6) 0.0235(4) 0.6913(3) 0.085(2) Uani 1 1 d . . .
H21A H -0.4717 0.0328 0.7317 0.128 Uiso 1 1 calc R . .
H21B H -0.4256 -0.0496 0.6849 0.128 Uiso 1 1 calc R . .
H21C H -0.5225 0.0422 0.665 0.128 Uiso 1 1 calc R . .
C7 C 0.3675(7) 0.3848(5) 0.9017(3) 0.090(2) Uani 1 1 d . . .
H7A H 0.4051 0.4558 0.9014 0.108 Uiso 1 1 calc R . .
H7B H 0.4324 0.3374 0.9205 0.108 Uiso 1 1 calc R . .
C15 C -0.2123(7) 0.0612(4) 0.6720(2) 0.0670(17) Uani 1 1 d . . .
H15 H -0.1826 -0.0089 0.6714 0.08 Uiso 1 1 calc R . .
C19 C -0.2821(8) 0.3810(5) 0.5598(3) 0.095(2) Uani 1 1 d . . .
H19A H -0.3478 0.4273 0.5755 0.114 Uiso 1 1 calc R . .
H19B H -0.317 0.309 0.5587 0.114 Uiso 1 1 calc R . .
C8 C 0.2471(8) 0.3865(5) 0.9388(3) 0.097(2) Uani 1 1 d . . .
H8A H 0.2079 0.3161 0.9381 0.116 Uiso 1 1 calc R . .
H8B H 0.1833 0.4357 0.9208 0.116 Uiso 1 1 calc R . .
C11 C -0.2035(8) 0.2377(5) 0.9107(3) 0.090(2) Uani 1 1 d . . .
C22 C -0.7400(8) 0.2343(5) 0.5911(3) 0.0813(19) Uani 1 1 d . . .
C9 C 0.2779(10) 0.4195(6) 1.0034(3) 0.168(5) Uani 1 1 d . . .
H9A H 0.3232 0.3626 1.0243 0.252 Uiso 1 1 calc R . .
H9B H 0.1977 0.4346 1.0219 0.252 Uiso 1 1 calc R . .
H9C H 0.3321 0.4821 1.0045 0.252 Uiso 1 1 calc R . .
C20 C -0.2573(10) 0.4165(6) 0.4957(3) 0.162(4) Uani 1 1 d . . .
H20A H -0.2096 0.4825 0.4968 0.243 Uiso 1 1 calc R . .
H20B H -0.3396 0.4262 0.4737 0.243 Uiso 1 1 calc R . .
H20C H -0.2072 0.3628 0.4768 0.243 Uiso 1 1 calc R . .
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
S2 O5 1.435(4) . ?
S2 O6 1.436(4) . ?
S2 O4 1.443(3) . ?
S2 C22 1.825(6) . ?
S1 O2 1.442(4) . ?
S1 O1 1.443(4) . ?
S1 O3 1.446(3) . ?
S1 C11 1.825(6) . ?
N12 C13 1.329(6) . ?
N12 C16 1.371(6) . ?
N12 C17 1.477(6) . ?
N14 C13 1.333(6) . ?
N14 C15 1.357(7) . ?
N14 C21 1.468(7) . ?
N3 C2 1.334(6) . ?
N3 C4 1.369(7) . ?
N3 C10 1.474(7) . ?
F4 C22 1.321(8) . ?
N1 C2 1.337(6) . ?
N1 C5 1.375(6) . ?
N1 C6 1.477(6) . ?
F6 C22 1.356(8) . ?
F5 C22 1.335(6) . ?
F1 C11 1.323(8) . ?
F3 C11 1.371(8) . ?
F2 C11 1.318(7) . ?
C16 C15 1.351(7) . ?
C16 H16 0.93 . ?
C13 H13 0.93 . ?
C2 H2 0.93 . ?
C5 C4 1.341(7) . ?
C5 H5 0.93 . ?
C4 H4 0.93 . ?
C17 C18 1.540(7) . ?
C17 H17A 0.97 . ?
C17 H17B 0.97 . ?
C6 C7 1.522(7) . ?
C6 H6A 0.97 . ?
C6 H6B 0.97 . ?
C10 H10A 0.96 . ?
C10 H10B 0.96 . ?
C10 H10C 0.96 . ?
C18 C19 1.498(9) . ?
C18 H18A 0.97 . ?
C18 H18B 0.97 . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
C7 C8 1.528(9) . ?
C7 H7A 0.97 . ?
C7 H7B 0.97 . ?
C15 H15 0.93 . ?
C19 C20 1.546(9) . ?
C19 H19A 0.97 . ?
C19 H19B 0.97 . ?
C8 C9 1.528(9) . ?
C8 H8A 0.97 . ?
C8 H8B 0.97 . ?
C9 H9A 0.96 . ?
C9 H9B 0.96 . ?
C9 H9C 0.96 . ?
C20 H20A 0.96 . ?
C20 H20B 0.96 . ?
C20 H20C 0.96 . ?
