#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006206.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2006206
loop_
_publ_author_name
'Jones, P. G.'
'Crespo, O.'
'Gimeno, M. C.'
'Laguna, A.'
_publ_section_title
;
 7,8-Bis(pyridinium-2-ylthio)-7,8-dicarba-<i>nido</i>-undecaborate
 Trifluoromethanesulfonate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              767
_journal_page_last               768
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          'C12 H20 B9 N2 S2 1+, C F3 S O3 1-'
_chemical_formula_moiety         '(C12 H20 B9 N2 S2)^+^ (C F3 S O3)^-^'
_chemical_formula_sum            'C13 H20 B9 F3 N2 O3 S3'
_chemical_formula_weight         502.78
_chemical_name_systematic
;
 7,8-Bis(2-pyridiniumthio)-7,8-dicarba-nido-undecaborate
 trifluoromethanesulfonate
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 98.245(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4438(12)
_cell_length_b                   9.5077(10)
_cell_length_c                   21.497(3)
_cell_measurement_reflns_used    66
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      4.7
_cell_volume                     2314.8(5)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'XP (Siemens, 1994b)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       \w
_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  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0611
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            4219
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         3.16
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 247
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.364
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_correction_T_min  0.826
_exptl_absorpt_correction_type   '\y scans (XEMP; Siemens, 1994a)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.279
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.872
_refine_ls_goodness_of_fit_obs   1.001
_refine_ls_hydrogen_treatment    'H atoms: see below'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         4069
_refine_ls_number_restraints     33
_refine_ls_restrained_S_all      0.869
_refine_ls_restrained_S_obs      0.995
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_obs          0.0349
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^) + (0.0419P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.0807
_refine_ls_wR_factor_obs         0.0737
_reflns_number_observed          2682
_reflns_number_total             4069
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    fg1234.cif
_[local]_cod_data_source_block   shell
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (12 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2006206
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_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.0286(3) 0.0268(4) 0.0246(3) -0.0058(3) -0.0073(3) 0.0015(3)
S2 0.0241(3) 0.0249(3) 0.0333(4) 0.0028(3) 0.0023(3) 0.0060(3)
B1 0.0262(15) 0.030(2) 0.026(2) 0.0022(13) -0.0050(12) 0.0002(14)
B2 0.0243(14) 0.029(2) 0.0197(14) -0.0008(13) -0.0038(12) -0.0015(13)
B3 0.0289(15) 0.022(2) 0.0221(15) 0.0021(13) -0.0014(12) 0.0033(12)
B4 0.028(2) 0.020(2) 0.030(2) 0.0042(13) -0.0022(13) -0.0003(13)
B5 0.0260(15) 0.030(2) 0.031(2) 0.0002(13) -0.0013(13) -0.0028(14)
B6 0.026(2) 0.030(2) 0.026(2) -0.0027(14) -0.0025(12) -0.0052(14)
C7 0.0207(12) 0.0235(14) 0.0209(13) -0.0001(11) -0.0002(10) 0.0007(11)
C8 0.0238(12) 0.0216(13) 0.0200(12) -0.0011(11) -0.0039(10) -0.0016(11)
B9 0.028(2) 0.029(2) 0.026(2) 0.0013(14) 0.0025(13) -0.0050(14)
B10 0.0215(15) 0.033(2) 0.030(2) -0.0015(13) -0.0008(13) -0.0037(14)
B11 0.0264(15) 0.028(2) 0.0233(15) -0.0046(13) 0.0014(12) -0.0049(14)
C11 0.0255(12) 0.0251(14) 0.0215(13) 0.0039(12) -0.0040(10) -0.0029(11)
C12 0.040(2) 0.032(2) 0.0282(15) -0.0065(13) -0.0086(12) -0.0003(13)
C13 0.052(2) 0.035(2) 0.032(2) -0.0101(15) -0.0043(13) 0.0081(14)
C14 0.047(2) 0.039(2) 0.0240(14) 0.0046(15) -0.0023(12) 0.0060(13)
C15 0.0328(15) 0.037(2) 0.0218(14) 0.0067(13) -0.0060(11) 0.0000(12)
N16 0.0239(11) 0.0275(12) 0.0272(12) -0.0001(9) -0.0027(9) -0.0035(10)
C21 0.0219(13) 0.0244(15) 0.0287(14) 0.0039(11) 0.0015(11) 0.0003(12)
C22 0.0252(14) 0.040(2) 0.0281(14) 0.0036(13) -0.0011(11) -0.0024(13)
C23 0.037(2) 0.041(2) 0.0288(15) 0.0086(13) 0.0066(12) 0.0070(13)
C24 0.0246(14) 0.051(2) 0.039(2) -0.0013(14) 0.0046(12) 0.0097(15)
C25 0.0213(13) 0.050(2) 0.038(2) -0.0037(14) -0.0041(12) 0.0059(15)
N26 0.0247(11) 0.0395(14) 0.0263(12) 0.0019(10) -0.0007(9) 0.0052(11)
S3 0.0278(3) 0.0274(4) 0.0319(4) 0.0023(3) -0.0038(3) 0.0037(3)
O1 0.0482(12) 0.0432(13) 0.0394(11) -0.0007(10) 0.0040(9) -0.0113(10)
O2 0.0299(10) 0.0428(12) 0.0305(10) -0.0034(9) -0.0027(8) 0.0037(9)
O3 0.0306(10) 0.0368(11) 0.0421(11) -0.0005(9) 0.0017(8) 0.0082(9)
C99 0.043(2) 0.041(2) 0.055(2) 0.007(2) -0.009(2) 0.017(2)
F1 0.0552(12) 0.0698(14) 0.107(2) -0.0011(11) -0.0427(12) 0.0334(13)
F2 0.090(2) 0.0435(12) 0.094(2) 0.0297(11) 0.0167(13) -0.0004(12)
F3 0.0763(13) 0.0602(14) 0.0725(13) 0.0055(11) 0.0054(11) 0.0394(11)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
S1 0.32649(5) 0.06687(7) 0.57060(3) 0.0278(2) Uani d . 1 S
S2 0.30971(5) 0.37183(7) 0.64500(3) 0.0276(2) Uani d . 1 S
B1 0.5892(2) 0.0861(3) 0.73231(14) 0.0282(7) Uani d U 1 B
H1 0.6142 0.0200 0.77528 0.034 Uiso calc R 1 H
B2 0.5175(2) 0.2509(3) 0.73621(13) 0.0251(6) Uani d U 1 B
H2 0.4929 0.2931 0.78122 0.030 Uiso calc R 1 H
B3 0.4411(2) 0.1050(3) 0.69669(13) 0.0249(7) Uani d U 1 B
H3 0.3644 0.0536 0.71466 0.030 Uiso calc R 1 H
B4 0.5432(2) 0.0098(3) 0.65861(13) 0.0265(7) Uani d U 1 B
H4 0.5362 -0.1072 0.65307 0.032 Uiso calc R 1 H
B5 0.6801(3) 0.0965(3) 0.67031(14) 0.0297(7) Uani d U 1 B
H5 0.7642 0.0357 0.67181 0.036 Uiso calc R 1 H
B6 0.6630(2) 0.2483(3) 0.71965(13) 0.0280(7) Uani d U 1 B
H6 0.7362 0.2900 0.75502 0.034 Uiso calc R 1 H
C7 0.4405(2) 0.2686(3) 0.66137(11) 0.0220(5) Uani d . 1 C
C8 0.4537(2) 0.1339(3) 0.61873(11) 0.0225(5) Uani d . 1 C
B9 0.5846(3) 0.1236(3) 0.59789(14) 0.0279(7) Uani d U 1 B
H9 0.5956(18) 0.076(2) 0.5539(10) 0.020(6) Uiso d . 1 H
B10 0.6725(3) 0.2704(3) 0.63863(14) 0.0285(7) Uani d U 1 B
H10A 0.7509(19) 0.318(2) 0.6227(10) 0.021(6) Uiso d . 1 H
H10B 0.598(2) 0.269(3) 0.5986(12) 0.048(8) Uiso d . 1 H
B11 0.5606(2) 0.3607(3) 0.67628(13) 0.0261(6) Uani d U 1 B
H11 0.5553(18) 0.473(3) 0.6824(10) 0.021(6) Uiso d . 1 H
C11 0.3172(2) 0.1749(3) 0.50422(11) 0.0247(6) Uani d . 1 C
C12 0.3822(2) 0.2943(3) 0.49693(12) 0.0349(7) Uani d . 1 C
H12 0.4419 0.3237 0.52967 0.042 Uiso calc R 1 H
C13 0.3604(3) 0.3708(3) 0.44223(12) 0.0409(7) Uani d . 1 C
H13 0.4062 0.4522 0.43704 0.049 Uiso calc R 1 H
C14 0.2721(2) 0.3300(3) 0.39451(12) 0.0372(7) Uani d . 1 C
H14 0.2559 0.3829 0.35679 0.045 Uiso calc R 1 H
C15 0.2094(2) 0.2122(3) 0.40331(11) 0.0316(6) Uani d . 1 C
H15 0.1482 0.1824 0.37142 0.038 Uiso calc R 1 H
N16 0.2329(2) 0.1375(2) 0.45643(9) 0.0268(5) Uani d . 1 N
H16 0.1917 0.0607 0.46041 0.032 Uiso calc R 1 H
C21 0.1988(2) 0.2873(3) 0.68046(11) 0.0252(6) Uani d . 1 C
C22 0.2011(2) 0.2667(3) 0.74376(12) 0.0315(6) Uani d . 1 C
H22 0.2691 0.2919 0.77230 0.038 Uiso calc R 1 H
C23 0.1040(2) 0.2093(3) 0.76582(12) 0.0354(7) Uani d . 1 C
H23 0.1061 0.1928 0.80954 0.042 Uiso calc R 1 H
C24 0.0041(2) 0.1760(3) 0.72468(12) 0.0383(7) Uani d . 1 C
H24 -0.0639 0.1394 0.73969 0.046 Uiso calc R 1 H
C25 0.0049(2) 0.1965(3) 0.66201(12) 0.0371(7) Uani d . 1 C
H25 -0.0626 0.1731 0.63280 0.045 Uiso calc R 1 H
N26 0.1003(2) 0.2495(2) 0.64163(10) 0.0306(5) Uani d . 1 N
H26 0.0992 0.2603 0.60089 0.037 Uiso calc R 1 H
S3 -0.06599(6) 0.18891(7) 0.48117(3) 0.0298(2) Uani d . 1 S
O1 -0.0464(2) 0.1061(2) 0.42815(9) 0.0438(5) Uani d . 1 O
O2 0.03890(14) 0.2547(2) 0.51441(8) 0.0351(5) Uani d . 1 O
O3 -0.14225(14) 0.1278(2) 0.52197(8) 0.0368(5) Uani d . 1 O
C99 -0.1511(3) 0.3387(3) 0.4471(2) 0.0481(8) Uani d . 1 C
F1 -0.2539(2) 0.2962(2) 0.41577(10) 0.0825(7) Uani d . 1 F
F2 -0.1738(2) 0.4276(2) 0.49044(10) 0.0757(6) Uani d . 1 F
F3 -0.0947(2) 0.4074(2) 0.40733(9) 0.0702(6) Uani d . 1 F
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 '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_publ_flag
C11 S1 C8 102.31(12) y
C21 S2 C7 107.46(11) y
B4 B1 B3 60.4(2) ?
B4 B1 B2 109.1(2) ?
B3 B1 B2 60.6(2) ?
B4 B1 B6 107.7(2) ?
B3 B1 B6 106.8(2) ?
B2 B1 B6 58.7(2) ?
B4 B1 B5 59.1(2) ?
B3 B1 B5 107.0(2) ?
B2 B1 B5 107.8(2) ?
B6 B1 B5 60.6(2) ?
C7 B2 B6 100.6(2) ?
C7 B2 B1 102.7(2) ?
B6 B2 B1 61.3(2) ?
C7 B2 B11 55.02(14) ?
B6 B2 B11 59.4(2) ?
B1 B2 B11 107.7(2) ?
C7 B2 B3 58.96(14) ?
B6 B2 B3 107.9(2) ?
B1 B2 B3 59.4(2) ?
B11 B2 B3 106.2(2) ?
C8 B3 C7 54.97(14) ?
C8 B3 B1 103.2(2) ?
C7 B3 B1 103.0(2) ?
C8 B3 B4 58.60(15) ?
C7 B3 B4 102.6(2) ?
B1 B3 B4 59.5(2) ?
C8 B3 B2 103.6(2) ?
C7 B3 B2 58.79(15) ?
B1 B3 B2 59.9(2) ?
B4 B3 B2 107.8(2) ?
C8 B4 B1 104.4(2) ?
C8 B4 B5 101.9(2) ?
B1 B4 B5 62.0(2) ?
C8 B4 B3 59.39(15) ?
B1 B4 B3 60.2(2) ?
B5 B4 B3 109.2(2) ?
C8 B4 B9 54.99(15) ?
B1 B4 B9 109.2(2) ?
B5 B4 B9 60.2(2) ?
B3 B4 B9 106.7(2) ?
B4 B5 B10 112.8(2) ?
B4 B5 B9 61.4(2) ?
B10 B5 B9 62.9(2) ?
B4 B5 B1 58.9(2) ?
B10 B5 B1 109.3(2) ?
B9 B5 B1 107.8(2) ?
B4 B5 B6 106.7(2) ?
B10 B5 B6 58.9(2) ?
B9 B5 B6 106.9(2) ?
B1 B5 B6 59.4(2) ?
B11 B6 B2 61.1(2) ?
B11 B6 B10 62.3(2) ?
B2 B6 B10 113.1(2) ?
B11 B6 B1 108.1(2) ?
B2 B6 B1 60.0(2) ?
B10 B6 B1 110.3(2) ?
B11 B6 B5 107.0(2) ?
B2 B6 B5 108.3(2) ?
B10 B6 B5 59.6(2) ?
B1 B6 B5 60.0(2) ?
C7 C8 B9 111.9(2) ?
C7 C8 B4 111.4(2) ?
B9 C8 B4 65.6(2) ?
C7 C8 B3 62.7(2) ?
B9 C8 B3 117.8(2) ?
B4 C8 B3 62.0(2) ?
C7 C8 S1 119.1(2) ?
B9 C8 S1 121.8(2) ?
B4 C8 S1 115.2(2) ?
B3 C8 S1 109.4(2) ?
C8 C7 B11 113.6(2) ?
C8 C7 B2 112.3(2) ?
B11 C7 B2 64.2(2) ?
C8 C7 B3 62.3(2) ?
B11 C7 B3 116.7(2) ?
B2 C7 B3 62.3(2) ?
C8 C7 S2 118.3(2) ?
B11 C7 S2 114.0(2) ?
B2 C7 S2 122.6(2) ?
B3 C7 S2 122.1(2) ?
C8 B9 B5 103.9(2) ?
C8 B9 B4 59.4(2) ?
B5 B9 B4 58.4(2) ?
C8 B9 B10 106.4(2) ?
B5 B9 B10 58.5(2) ?
B4 B9 B10 106.8(2) ?
B6 B10 B5 61.4(2) ?
B6 B10 B11 58.3(2) ?
B5 B10 B11 105.4(2) ?
B6 B10 B9 105.5(2) ?
B5 B10 B9 58.6(2) ?
B11 B10 B9 101.2(2) ?
C7 B11 B6 105.0(2) ?
C7 B11 B2 60.8(2) ?
B6 B11 B2 59.4(2) ?
C7 B11 B10 106.7(2) ?
B6 B11 B10 59.4(2) ?
B2 B11 B10 109.3(2) ?
N16 C11 C12 117.9(2) ?
N16 C11 S1 114.8(2) y
C12 C11 S1 127.3(2) y
C13 C12 C11 119.9(2) ?
C12 C13 C14 120.5(3) ?
C15 C14 C13 118.1(3) ?
N16 C15 C14 120.7(2) ?
C15 N16 C11 122.9(2) ?
N26 C21 C22 118.1(2) ?
N26 C21 S2 116.2(2) y
C22 C21 S2 125.5(2) y
C21 C22 C23 119.7(2) ?
C24 C23 C22 120.3(2) ?
C25 C24 C23 118.6(3) ?
N26 C25 C24 120.1(2) ?
C25 N26 C21 123.2(2) ?
O1 S3 O3 116.10(12) ?
O1 S3 O2 114.71(11) ?
O3 S3 O2 113.84(11) ?
O1 S3 C99 104.25(14) ?
O3 S3 C99 102.93(13) ?
O2 S3 C99 102.64(13) ?
F2 C99 F3 107.9(3) ?
F2 C99 F1 107.7(3) ?
F3 C99 F1 107.6(3) ?
F2 C99 S3 111.6(2) ?
F3 C99 S3 111.5(2) ?
F1 C99 S3 110.5(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C11 1.749(2) y
S1 C8 1.778(2) y
S2 C21 1.765(3) y
S2 C7 1.782(2) y
B1 B4 1.753(4) ?
B1 B3 1.766(4) ?
B1 B2 1.776(4) ?
B1 B6 1.798(4) ?
B1 B5 1.807(4) ?
B2 C7 1.728(3) y
B2 B6 1.752(4) ?
B2 B11 1.782(4) ?
B2 B3 1.788(4) ?
B3 C8 1.725(4) y
B3 C7 1.731(4) y
B3 B4 1.769(4) ?
B4 C8 1.710(4) y
B4 B5 1.755(4) ?
B4 B9 1.810(4) ?
B5 B10 1.786(4) ?
B5 B9 1.787(4) ?
B5 B6 1.818(4) ?
B6 B11 1.752(4) ?
B6 B10 1.773(4) ?
C8 C7 1.595(3) y
C8 B9 1.628(4) y
C7 B11 1.622(4) y
B9 B10 1.864(4) y
B10 B11 1.824(4) ?
C11 N16 1.352(3) ?
C11 C12 1.378(4) ?
C12 C13 1.375(3) ?
C13 C14 1.389(4) ?
C14 C15 1.357(4) ?
C15 N16 1.339(3) ?
C21 N26 1.351(3) ?
C21 C22 1.371(3) ?
C22 C23 1.381(3) ?
C23 C24 1.378(3) ?
C24 C25 1.363(3) ?
C25 N26 1.332(3) ?
S3 O1 1.429(2) y
S3 O3 1.445(2) y
S3 O2 1.448(2) y
S3 C99 1.819(3) ?
C99 F2 1.311(4) ?
C99 F3 1.317(3) ?
C99 F1 1.331(3) ?