#------------------------------------------------------------------------------
#$Date: 2016-02-19 22:18:51 +0000 (Fri, 19 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/20/2012062.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_2012062
loop_
_publ_author_name
'Grintselev-Knyazev, Gennadii V.'
'Lyssenko, Konstantin A.'
'Antipin, Mikhail Yu.'
'Knyazev, Sergey P.'
'Kirin, Valerii N.'
'Chernyshev, Eugenii A.'
_publ_section_title
;
 Two isostructural carboranes:
 3-phenyl-1,2-dicarba-<i>closo</i>-dodecaborane(12) and
 1-phenyl-1,7-dicarba-<i>closo</i>-dodecaborane(12)
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              827
_journal_page_last               829
_journal_paper_doi               10.1107/S0108270101005455
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C8 H16 B10'
_chemical_formula_moiety         'C8 H16 B10'
_chemical_formula_sum            'C8 H16 B10'
_chemical_formula_weight         220.31
_chemical_name_common            3-phenyl-1,2-dicarba-closo-dodecaborane(12)
_chemical_name_systematic
;
3-phenyl-1,2-dicarba-closo-dodecaborane(12)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 99.195(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.378(2)
_cell_length_b                   9.725(2)
_cell_length_c                   12.699(3)
_cell_measurement_reflns_used    890
_cell_measurement_temperature    110.0(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2
_cell_volume                     1265.2(5)
_computing_cell_refinement       'SMART and SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SMART and SAINT'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 1998)'
_diffrn_ambient_temperature      110.0(2)
_diffrn_measured_fraction_theta_full .961
_diffrn_measured_fraction_theta_max .961
_diffrn_measurement_device_type  'Bruker CCD area-detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .029
_diffrn_reflns_av_sigmaI/netI    .029
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            49186
_diffrn_reflns_theta_full        52.8
_diffrn_reflns_theta_max         52.8
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    .053
_exptl_absorpt_correction_T_max  .987
_exptl_absorpt_correction_T_min  .981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
_exptl_crystal_size_max          .35
_exptl_crystal_size_mid          .30
_exptl_crystal_size_min          .25
_refine_diff_density_max         .363
_refine_diff_density_min         -.327
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .955
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         14343
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .955
_refine_ls_R_factor_all          .071
_refine_ls_R_factor_gt           .047
_refine_ls_shift/su_max          .002
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.091P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .142
_reflns_number_gt                9409
_reflns_number_total             14343
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            av1073.cif
_cod_data_source_block           I
_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 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2012062
_cod_database_fobs_code          2012062
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 1.24045(3) .80396(3) .09214(2) .01477(5) Uani d . 1 . . C
C2 1.20780(3) .95720(3) .13098(3) .01530(5) Uani d . 1 . . C
B3 1.10964(3) .82234(4) .15962(3) .01400(5) Uani d . 1 . . B
B4 1.22352(4) .68390(4) .18512(3) .01651(6) Uani d . 1 . . B
B5 1.38035(4) .74066(4) .16422(3) .01815(6) Uani d . 1 . . B
B6 1.36813(4) .91672(4) .12627(3) .01795(6) Uani d . 1 . . B
B7 1.16472(4) .95464(4) .25411(3) .01742(6) Uani d . 1 . . B
B8 1.17774(4) .77874(4) .29255(3) .01754(6) Uani d . 1 . . B
B9 1.34401(4) .72776(4) .29611(3) .01902(6) Uani d . 1 . . B
B10 1.43317(4) .87223(5) .25915(3) .01882(6) Uani d . 1 . . B
B11 1.32181(4) 1.01233(4) .23361(3) .01885(6) Uani d . 1 . . B
B12 1.30759(4) .89564(5) .33901(3) .01945(6) Uani d . 1 . . B
C13 .96548(3) .80352(3) .10199(2) .01426(4) Uani d . 1 . . C
C14 .86335(3) .86694(4) .14379(3) .01851(5) Uani d . 1 . . C
C15 .73308(3) .84313(4) .09995(3) .02150(6) Uani d . 1 . . C
C16 .70241(4) .75676(4) .01237(3) .02146(6) Uani d . 1 . . C
C17 .80224(4) .69433(4) -.03122(3) .02160(6) Uani d . 1 . . C
C18 .93247(3) .71646(4) .01381(3) .01801(5) Uani d . 1 . . C
H1 1.2177(8) .7865(8) .0213(6) .0222(17) Uiso d . 1 . . H
H2 1.1684(8) 1.0168(9) .0791(6) .0247(18) Uiso d . 1 . . H
H4 1.1882(9) .5821(10) .1564(8) .032(2) Uiso d . 1 . . H
H5 1.4354(8) .6721(9) .1231(7) .0283(19) Uiso d . 1 . . H
H6 1.4114(8) .9573(9) .0642(7) .0282(19) Uiso d . 1 . . H
H7 1.0955(8) 1.0270(9) .2715(7) .0286(19) Uiso d . 1 . . H
H8 1.1161(9) .7299(10) .3432(7) .033(2) Uiso d . 1 . . H
H9 1.3884(8) .6487(9) .3515(7) .0292(19) Uiso d . 1 . . H
H10 1.5416(10) .8969(11) .2922(8) .041(2) Uiso d . 1 . . H
H11 1.3442(8) 1.1217(10) .2343(7) .034(2) Uiso d . 1 . . H
H12 1.3303(10) .9245(12) .4235(8) .044(3) Uiso d . 1 . . H
H14 .8766(9) .9265(10) .2005(8) .036(2) Uiso d . 1 . . H
H15 .6628(9) .8845(10) .1300(8) .034(2) Uiso d . 1 . . H
H16 .6132(9) .7400(10) -.0182(7) .036(2) Uiso d . 1 . . H
H17 .7829(9) .6346(11) -.0924(8) .042(3) Uiso d . 1 . . H
H18 1.0043(9) .6685(10) -.0176(7) .031(2) Uiso d . 1 . . H
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
C1 .01409(10) .01814(11) .01204(9) .00138(8) .00195(7) -.00007(8)
C2 .01440(10) .01485(10) .01605(10) .00001(7) .00066(8) .00212(8)
B3 .01407(11) .01481(12) .01327(11) .00044(8) .00258(9) -.00039(9)
B4 .01866(13) .01454(12) .01619(12) .00203(9) .00236(10) .00062(9)
B5 .01582(13) .02129(15) .01707(13) .00436(10) .00178(10) -.00009(11)
B6 .01406(12) .02239(15) .01705(13) -.00064(10) .00138(10) .00302(11)
B7 .01761(13) .01739(13) .01703(13) .00130(10) .00203(10) -.00352(10)
B8 .02001(14) .02026(14) .01261(11) .00021(11) .00341(10) .00108(10)
B9 .02036(15) .02006(15) .01571(12) .00318(11) .00002(11) .00342(11)
B10 .01565(13) .02271(16) .01684(13) .00105(10) -.00125(10) .00081(11)
B11 .01755(13) .01732(14) .02036(14) -.00126(10) -.00096(11) -.00093(11)
B12 .02049(15) .02306(16) .01384(12) .00072(11) -.00023(11) -.00212(11)
C13 .01377(10) .01490(10) .01437(10) -.00005(7) .00302(8) -.00003(8)
C14 .01540(11) .02251(14) .01806(12) .00168(9) .00402(9) -.00252(10)
C15 .01455(11) .02653(16) .02398(14) .00172(10) .00479(10) .00053(12)
C16 .01550(11) .02233(14) .02572(15) -.00283(9) .00075(11) .00207(11)
C17 .01921(13) .02031(13) .02405(14) -.00305(10) -.00034(11) -.00406(11)
C18 .01683(11) .01804(12) .01914(12) -.00088(8) .00283(9) -.00380(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B .0013 .0007 '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
C2 C1 B4 111.85(3) no
C2 C1 B5 111.72(3) no
B4 C1 B5 63.22(2) no
C2 C1 B6 61.83(2) no
B4 C1 B6 115.22(3) no
B5 C1 B6 62.55(3) no
C2 C1 B3 62.29(2) no
B4 C1 B3 63.06(2) no
B5 C1 B3 116.17(3) no
B6 C1 B3 116.34(3) no
C1 C2 B7 111.46(3) no
C1 C2 B11 111.65(3) no
B7 C2 B11 63.33(3) no
C1 C2 B6 61.91(2) no
B7 C2 B6 115.35(3) no
B11 C2 B6 62.65(3) no
C1 C2 B3 61.79(2) no
B7 C2 B3 62.92(2) no
B11 C2 B3 115.95(3) no
B6 C2 B3 115.98(3) no
C13 B3 C1 121.57(3) no
C13 B3 C2 122.61(3) no
C1 B3 C2 55.91(2) no
C13 B3 B8 128.44(3) no
C1 B3 B8 102.85(3) no
C2 B3 B8 102.84(3) no
C13 B3 B4 123.43(3) no
C1 B3 B4 57.46(2) no
C2 B3 B4 102.37(3) no
B8 B3 B4 59.74(2) no
C13 B3 B7 125.15(3) no
C1 B3 B7 102.42(3) no
C2 B3 B7 57.43(2) no
B8 B3 B7 59.86(2) no
B4 B3 B7 106.80(3) no
C1 B4 B8 104.41(3) no
C1 B4 B5 58.76(2) no
B8 B4 B5 108.52(3) no
C1 B4 B9 104.45(3) no
B8 B4 B9 60.45(3) no
B5 B4 B9 60.00(3) no
C1 B4 B3 59.48(2) no
B8 B4 B3 59.78(2) no
B5 B4 B3 109.50(3) no
B9 B4 B3 108.88(3) no
C1 B5 B6 59.23(2) no
C1 B5 B4 58.02(2) no
B6 B5 B4 108.18(3) no
C1 B5 B9 103.93(3) no
B6 B5 B9 107.84(3) no
B4 B5 B9 60.05(2) no
C1 B5 B10 104.34(3) no
B6 B5 B10 59.54(3) no
B4 B5 B10 108.15(3) no
B9 B5 B10 60.17(3) no
C2 B6 C1 56.26(2) no
C2 B6 B10 104.28(3) no
C1 B6 B10 104.21(3) no
C2 B6 B5 103.80(3) no
C1 B6 B5 58.22(2) no
B10 B6 B5 60.38(2) no
C2 B6 B11 58.15(2) no
C1 B6 B11 103.57(3) no
B10 B6 B11 60.34(3) no
B5 B6 B11 108.18(3) no
C2 B7 B8 104.36(3) no
C2 B7 B11 58.53(2) no
B8 B7 B11 108.17(3) no
C2 B7 B12 104.26(3) no
B8 B7 B12 60.33(2) no
B11 B7 B12 59.86(3) no
C2 B7 B3 59.65(2) no
B8 B7 B3 59.64(2) no
B11 B7 B3 109.27(3) no
B12 B7 B3 108.65(3) no
B4 B8 B3 60.48(2) no
B4 B8 B7 107.88(3) no
B3 B8 B7 60.50(2) no
B4 B8 B12 107.68(3) no
B3 B8 B12 109.04(3) no
B7 B8 B12 59.97(2) no
B4 B8 B9 59.96(2) no
B3 B8 B9 109.04(3) no
B7 B8 B9 107.71(3) no
B12 B8 B9 59.68(3) no
B4 B9 B5 59.95(3) no
B4 B9 B12 107.78(3) no
B5 B9 B12 108.10(3) no
B4 B9 B10 107.96(3) no
B5 B9 B10 60.03(2) no
B12 B9 B10 60.22(3) no
B4 B9 B8 59.59(2) no
B5 B9 B8 107.79(3) no
B12 B9 B8 60.18(2) no
B10 B9 B8 108.28(3) no
B6 B10 B11 60.12(2) no
B6 B10 B5 60.07(3) no
B11 B10 B5 107.76(3) no
B6 B10 B9 107.97(3) no
B11 B10 B9 107.52(3) no
B5 B10 B9 59.80(3) no
B6 B10 B12 107.95(3) no
B11 B10 B12 59.74(3) no
B5 B10 B12 107.55(3) no
B9 B10 B12 59.75(3) no
C2 B11 B6 59.20(2) no
C2 B11 B12 104.14(3) no
B6 B11 B12 107.96(3) no
C2 B11 B7 58.14(2) no
B6 B11 B7 108.24(3) no
B12 B11 B7 60.10(2) no
C2 B11 B10 104.47(3) no
B6 B11 B10 59.54(3) no
B12 B11 B10 60.32(3) no
B7 B11 B10 108.33(3) no
B11 B12 B9 107.91(3) no
B11 B12 B7 60.04(3) no
B9 B12 B7 107.85(3) no
B11 B12 B10 59.95(3) no
B9 B12 B10 60.03(2) no
B7 B12 B10 107.99(3) no
B11 B12 B8 107.81(3) no
B9 B12 B8 60.14(3) no
B7 B12 B8 59.70(3) no
B10 B12 B8 108.10(3) no
C14 C13 C18 117.71(3) yes
C14 C13 B3 119.65(3) yes
C18 C13 B3 122.45(3) yes
C15 C14 C13 121.22(4) yes
C16 C15 C14 120.17(3) yes
C17 C16 C15 119.54(4) yes
C16 C17 C18 120.23(4) yes
C17 C18 C13 121.12(3) yes
C2 C1 H1 116.0(5) no
B4 C1 H1 121.5(5) no
B5 C1 H1 121.9(5) no
B6 C1 H1 115.9(5) no
B3 C1 H1 114.2(5) no
C1 C2 H2 116.8(5) no
B7 C2 H2 121.1(5) no
B11 C2 H2 121.6(5) no
B6 C2 H2 116.1(5) no
B3 C2 H2 114.6(5) no
C1 B4 H4 117.3(5) no
B8 B4 H4 127.4(5) no
B5 B4 H4 119.7(5) no
B9 B4 H4 129.4(5) no
B3 B4 H4 116.3(5) no
C1 B5 H5 116.1(5) no
B6 B5 H5 119.3(5) no
B4 B5 H5 117.0(5) no
B9 B5 H5 128.9(5) no
B10 B5 H5 130.4(5) no
C2 B6 H6 118.3(5) no
C1 B6 H6 117.2(5) no
B10 B6 H6 131.9(5) no
B5 B6 H6 123.2(5) no
B11 B6 H6 125.6(5) no
C2 B7 H7 118.2(5) no
B8 B7 H7 127.6(5) no
B11 B7 H7 119.3(5) no
B12 B7 H7 128.1(5) no
B3 B7 H7 117.7(5) no
B4 B8 H8 118.9(5) no
B3 B8 H8 119.0(5) no
B7 B8 H8 123.9(5) no
B12 B8 H8 124.5(5) no
B9 B8 H8 121.4(5) no
B4 B9 H9 120.8(5) no
B5 B9 H9 121.6(5) no
B12 B9 H9 122.4(5) no
B10 B9 H9 122.7(5) no
B8 B9 H9 121.1(5) no
B6 B10 H10 119.6(5) no
B11 B10 H10 118.0(5) no
B5 B10 H10 124.6(5) no
B9 B10 H10 125.5(5) no
B12 B10 H10 121.4(5) no
C2 B11 H11 115.8(5) no
B6 B11 H11 115.7(5) no
B12 B11 H11 131.3(5) no
B7 B11 H11 120.4(5) no
B10 B11 H11 127.9(5) no
B11 B12 H12 122.8(6) no
B9 B12 H12 120.7(6) no
B7 B12 H12 122.5(5) no
B10 B12 H12 121.6(5) no
B8 B12 H12 121.2(6) no
C15 C14 H14 115.6(6) no
C13 C14 H14 123.2(6) no
C16 C15 H15 118.6(5) no
C14 C15 H15 121.2(5) no
C17 C16 H16 119.8(6) no
C15 C16 H16 120.6(6) no
C16 C17 H17 120.7(6) no
C18 C17 H17 119.0(6) no
C17 C18 H18 119.5(5) no
C13 C18 H18 119.4(5) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.6225(5) yes
C1 B4 . 1.6895(5) yes
C1 B5 . 1.7030(6) yes
C1 B6 . 1.7213(6) yes
C1 B3 . 1.7265(5) yes
C2 B7 . 1.6937(6) yes
C2 B11 . 1.7010(6) yes
C2 B6 . 1.7201(6) yes
C2 B3 . 1.7345(5) yes
B3 C13 . 1.5676(5) yes
B3 B8 . 1.7742(6) yes
B3 B4 . 1.7865(6) yes
B3 B7 . 1.7896(6) yes
B4 B8 . 1.7734(6) yes
B4 B5 . 1.7782(7) n
B4 B9 . 1.7801(6) n
B5 B6 . 1.7778(7) yes
B5 B9 . 1.7791(7) n
B5 B10 . 1.7833(6) yes
B6 B10 . 1.7683(7) yes
B6 B11 . 1.7785(7) yes
B7 B8 . 1.7782(7) yes
B7 B11 . 1.7820(7) n
B7 B12 . 1.7830(6) n
B8 B12 . 1.7896(6) n
B8 B9 . 1.7889(7) n
B9 B12 . 1.7807(7) n
B9 B10 . 1.7858(7) n
B10 B11 . 1.7825(6) yes
B10 B12 . 1.7891(7) n
B11 B12 . 1.7788(7) n
C13 C14 . 1.4019(5) yes
C13 C18 . 1.4020(5) yes
C14 C15 . 1.3967(6) yes
C15 C16 . 1.3895(6) yes
C16 C17 . 1.3898(6) yes
C17 C18 . 1.3975(6) yes
C1 H1 . .909(8) no
C2 H2 . .922(8) no
B4 H4 . 1.098(9) no
B5 H5 . 1.068(9) no
B6 H6 . 1.045(9) no
B7 H7 . 1.054(9) no
B8 H8 . 1.087(9) no
B9 H9 . 1.093(9) no
B10 H10 . 1.162(10) no
B11 H11 . 1.089(9) no
B12 H12 . 1.097(10) no
C14 H14 . .917(10) no
C15 H15 . .963(9) no
C16 H16 . .959(9) no
C17 H17 . .965(10) no
C18 H18 . 1.013(9) no