#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:05:55 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178710 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/21/4082132.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_4082132
loop_
_publ_author_name
'Zhang, Jian'
'Zheng, Fangrui'
'Xie, Zuowei'
_publ_section_title
;
 Synthesis and Characterization of 14-Vertex Carboranes
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              7399
_journal_paper_doi               10.1021/om4009235
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C22 H53 B11 Na2 O4 Si'
_chemical_formula_weight         574.62
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.4346(17)
_cell_length_b                   19.023(3)
_cell_length_c                   15.856(2)
_cell_measurement_reflns_used    831
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.15
_cell_measurement_theta_min      2.44
_cell_volume                     3449.0(9)
_computing_cell_refinement       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_collection       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKER SMART CCD DIFFRACTOMETER'
_computing_molecular_graphics    'SIEMENS SHELXTL'
_computing_publication_material  'SIEMENS SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA SCAN'
_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  0.0953
_diffrn_reflns_av_sigmaI/netI    0.0718
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22714
_diffrn_reflns_theta_full        27.99
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.503445
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         4264
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1597
_refine_ls_R_factor_gt           0.0754
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1260P)²+0.8450P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2038
_refine_ls_wR_factor_ref         0.2598
_reflns_number_gt                2035
_reflns_number_total             4264
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om4009235_si_002.cif
_cod_data_source_block           7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        3449.1(9)
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               4082132
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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
Na1 Na 0.46291(11) 0.64736(6) 0.30007(8) 0.0565(4) Uani 1 1 d .
Si1 Si 0.61890(14) 0.7500 0.64187(8) 0.0676(5) Uani 1 2 d S
C1 C 0.7188(3) 0.70878(16) 0.49775(18) 0.0449(7) Uani 1 1 d .
C11 C 0.6989(3) 0.67914(19) 0.5861(2) 0.0620(9) Uani 1 1 d .
H11A H 0.7727 0.6691 0.6138 0.074 Uiso 1 1 calc R
H11B H 0.6526 0.6364 0.5839 0.074 Uiso 1 1 calc R
C12 C 0.4607(6) 0.7500 0.6110(5) 0.118(3) Uani 1 2 d S
H12A H 0.4544 0.7500 0.5506 0.177 Uiso 1 2 calc SR
H12B H 0.4233 0.7912 0.6332 0.177 Uiso 0.50 1 calc PR
H12C H 0.4233 0.7088 0.6332 0.177 Uiso 0.50 1 calc PR
C13 C 0.6363(8) 0.7500 0.7594(4) 0.113(3) Uani 1 2 d S
H13A H 0.7180 0.7500 0.7734 0.170 Uiso 1 2 calc SR
H13B H 0.5999 0.7088 0.7825 0.170 Uiso 0.50 1 calc PR
H13C H 0.5999 0.7912 0.7825 0.170 Uiso 0.50 1 calc PR
C14 C 0.5790(5) 0.4887(2) 0.3001(3) 0.1108(18) Uani 1 1 d .
H14A H 0.6475 0.5140 0.3195 0.133 Uiso 1 1 calc R
H14B H 0.5409 0.4675 0.3486 0.133 Uiso 1 1 calc R
C15 C 0.6110(7) 0.4372(4) 0.2426(4) 0.184(4) Uani 1 1 d .
H15A H 0.6076 0.3912 0.2691 0.221 Uiso 1 1 calc R
H15B H 0.6904 0.4452 0.2235 0.221 Uiso 1 1 calc R
C16 C 0.5308(6) 0.4398(3) 0.1715(4) 0.149(3) Uani 1 1 d .
H16A H 0.5732 0.4467 0.1191 0.179 Uiso 1 1 calc R
H16B H 0.4861 0.3967 0.1675 0.179 Uiso 1 1 calc R
C17 C 0.4548(4) 0.4989(3) 0.1881(3) 0.1021(16) Uani 1 1 d .
H17A H 0.4519 0.5299 0.1396 0.123 Uiso 1 1 calc R
H17B H 0.3761 0.4828 0.2002 0.123 Uiso 1 1 calc R
C18 C 0.2212(5) 0.6459(4) 0.4120(4) 0.168(4) Uani 1 1 d .
H18A H 0.1737 0.6313 0.3644 0.202 Uiso 1 1 calc R
H18B H 0.2260 0.6968 0.4113 0.202 Uiso 1 1 calc R
C19 C 0.1666(5) 0.6231(5) 0.4897(4) 0.171(4) Uani 1 1 d .
H19A H 0.1564 0.6624 0.5278 0.205 Uiso 1 1 calc R
H19B H 0.0906 0.6024 0.4784 0.205 Uiso 1 1 calc R
C20 C 0.2421(5) 0.5730(5) 0.5249(4) 0.156(3) Uani 1 1 d .
H20A H 0.2036 0.5277 0.5290 0.187 Uiso 1 1 calc R
H20B H 0.2667 0.5874 0.5808 0.187 Uiso 1 1 calc R
C21 C 0.3441(5) 0.5687(3) 0.4673(4) 0.143(3) Uani 1 1 d .
H21A H 0.4157 0.5779 0.4982 0.172 Uiso 1 1 calc R
H21B H 0.3492 0.5221 0.4428 0.172 Uiso 1 1 calc R
O1 O 0.5015(3) 0.53479(13) 0.25871(18) 0.0876(9) Uani 1 1 d .
O2 O 0.3293(2) 0.61843(17) 0.40455(17) 0.0870(9) Uani 1 1 d .
B2 B 0.6585(3) 0.68092(18) 0.4160(2) 0.0454(8) Uani 1 1 d .
B3 B 0.8107(3) 0.66241(19) 0.4388(2) 0.0480(9) Uani 1 1 d .
B4 B 0.7576(3) 0.67166(19) 0.3341(2) 0.0449(8) Uani 1 1 d .
B5 B 0.6634(4) 0.7500 0.3327(3) 0.0412(10) Uani 1 2 d S
B6 B 0.8680(4) 0.7500 0.4682(3) 0.0492(12) Uani 1 2 d S
B7 B 0.8975(3) 0.70418(19) 0.3657(2) 0.0471(8) Uani 1 1 d .
B8 B 0.8139(4) 0.7500 0.2910(3) 0.0424(11) Uani 1 2 d S
H8 H 0.837(3) 0.7500 0.224(2) 0.033(9) Uiso 1 2 d S
H5 H 0.595(3) 0.7500 0.279(2) 0.039(10) Uiso 1 2 d S
H6 H 0.936(4) 0.7500 0.519(3) 0.054(12) Uiso 1 2 d S
H4 H 0.751(2) 0.6300(14) 0.2907(17) 0.040(7) Uiso 1 1 d .
H7 H 0.976(3) 0.6755(16) 0.3473(18) 0.057(9) Uiso 1 1 d .
H2 H 0.588(3) 0.6374(15) 0.4195(19) 0.058(9) Uiso 1 1 d .
H3 H 0.841(3) 0.6160(17) 0.468(2) 0.063(9) Uiso 1 1 d .
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Na1 O2 96.31(12) . .
O1 Na1 B7 97.89(11) . 6_556
O2 Na1 B7 123.95(11) . 6_556
O1 Na1 B2 103.54(11) . .
O2 Na1 B2 96.05(11) . .
B7 Na1 B2 131.85(11) 6_556 .
O1 Na1 B8 126.07(11) . 6_556
O2 Na1 B8 97.19(12) . 6_556
B7 Na1 B8 34.58(11) 6_556 6_556
B2 Na1 B8 126.40(10) . 6_556
O1 Na1 B5 120.20(11) . .
O2 Na1 B5 121.66(13) . .
B7 Na1 B5 96.16(11) 6_556 .
B2 Na1 B5 36.03(10) . .
B8 Na1 B5 95.33(9) 6_556 .
O1 Na1 Na1 159.74(9) . 7_575
O2 Na1 Na1 103.72(9) . 7_575
B7 Na1 Na1 68.42(7) 6_556 7_575
B2 Na1 Na1 77.56(7) . 7_575
B8 Na1 Na1 48.84(6) 6_556 7_575
B5 Na1 Na1 50.28(6) . 7_575
C11 Si1 C11 93.3(2) . 7_575
C11 Si1 C13 114.9(2) . .
C11 Si1 C13 114.9(2) 7_575 .
C11 Si1 C12 110.6(2) . .
C11 Si1 C12 110.6(2) 7_575 .
C13 Si1 C12 111.3(4) . .
C11 C1 B2 124.8(3) . .
C11 C1 C1 111.65(18) . 7_575
B2 C1 C1 109.84(17) . 7_575
C11 C1 B3 114.5(3) . .
B2 C1 B3 68.4(2) . .
C1 C1 B3 122.10(16) 7_575 .
C11 C1 B6 120.2(3) . .
B2 C1 B6 109.0(2) . .
C1 C1 B6 66.09(11) 7_575 .
B3 C1 B6 61.38(18) . .
C1 C11 Si1 104.0(2) . .
C15 C14 O1 107.4(4) . .
C14 C15 C16 108.6(5) . .
C17 C16 C15 105.3(4) . .
O1 C17 C16 107.0(4) . .
O2 C18 C19 110.7(5) . .
C20 C19 C18 106.1(5) . .
C19 C20 C21 106.1(5) . .
O2 C21 C20 108.0(5) . .
C14 O1 C17 107.8(3) . .
C14 O1 Na1 124.9(2) . .
C17 O1 Na1 127.3(2) . .
C18 O2 C21 108.4(4) . .
C18 O2 Na1 125.1(3) . .
C21 O2 Na1 126.5(3) . .
C1 B2 B4 111.6(3) . .
C1 B2 B3 58.37(19) . .
B4 B2 B3 60.1(2) . .
C1 B2 B5 109.6(2) . .
B4 B2 B5 61.4(2) . .
B3 B2 B5 104.5(2) . .
C1 B2 Na1 157.1(2) . .
B4 B2 Na1 90.41(18) . .
B3 B2 Na1 143.8(2) . .
B5 B2 Na1 74.66(17) . .
C1 B3 B7 119.9(3) . .
C1 B3 B4 104.9(2) . .
B7 B3 B4 61.5(2) . .
C1 B3 B2 53.24(18) . .
B7 B3 B2 109.3(2) . .
B4 B3 B2 57.69(19) . .
C1 B3 B6 66.7(2) . .
B7 B3 B6 63.2(2) . .
B4 B3 B6 105.5(3) . .
B2 B3 B6 102.4(2) . .
B2 B4 B8 116.4(3) . .
B2 B4 B3 62.2(2) . .
B8 B4 B3 108.8(3) . .
B2 B4 B7 109.9(2) . .
B8 B4 B7 59.3(2) . .
B3 B4 B7 57.7(2) . .
B2 B4 B5 62.8(2) . .
B8 B4 B5 61.6(2) . .
B3 B4 B5 107.0(3) . .
B7 B4 B5 104.3(2) . .
B4 B5 B4 108.3(3) 7_575 .
B4 B5 B8 57.15(17) 7_575 .
B4 B5 B8 57.15(17) . .
B4 B5 B2 55.77(17) 7_575 7_575
B4 B5 B2 125.5(3) . 7_575
B8 B5 B2 106.4(2) . 7_575
B4 B5 B2 125.5(3) 7_575 .
B4 B5 B2 55.77(17) . .
B8 B5 B2 106.4(2) . .
B2 B5 B2 89.7(3) 7_575 .
B4 B5 Na1 163.6(2) 7_575 .
B4 B5 Na1 85.62(13) . .
B8 B5 Na1 129.75(16) . .
B2 B5 Na1 123.2(2) 7_575 .
B2 B5 Na1 69.31(14) . .
B4 B5 Na1 85.62(13) 7_575 7_575
B4 B5 Na1 163.6(2) . 7_575
B8 B5 Na1 129.75(16) . 7_575
B2 B5 Na1 69.31(14) 7_575 7_575
B2 B5 Na1 123.2(2) . 7_575
Na1 B5 Na1 79.45(12) . 7_575
B3 B6 B3 128.5(4) . 7_575
B3 B6 B7 55.04(18) . .
B3 B6 B7 105.4(3) 7_575 .
B3 B6 B7 105.4(3) . 7_575
B3 B6 B7 55.04(18) 7_575 7_575
B7 B6 B7 55.4(3) . 7_575
B3 B6 C1 96.5(3) . 7_575
B3 B6 C1 51.96(18) 7_575 7_575
B7 B6 C1 123.9(3) . 7_575
B7 B6 C1 100.4(2) 7_575 7_575
B3 B6 C1 51.96(18) . .
B3 B6 C1 96.5(3) 7_575 .
B7 B6 C1 100.4(2) . .
B7 B6 C1 123.9(3) 7_575 .
C1 B6 C1 47.8(2) 7_575 .
B3 B7 B7 117.50(17) . 7_575
B3 B7 B8 111.7(3) . .
B7 B7 B8 60.23(14) 7_575 .
B3 B7 B4 60.8(2) . .
B7 B7 B4 110.25(16) 7_575 .
B8 B7 B4 59.62(19) . .
B3 B7 B6 61.76(19) . .
B7 B7 B6 62.28(13) 7_575 .
B8 B7 B6 104.8(2) . .
B4 B7 B6 104.0(3) . .
B3 B7 Na1 125.4(2) . 6_656
B7 B7 Na1 111.58(7) 7_575 6_656
B8 B7 Na1 73.56(17) . 6_656
B4 B7 Na1 81.34(17) . 6_656
B6 B7 Na1 172.8(2) . 6_656
B7 B8 B7 59.5(3) 7_575 .
B7 B8 B4 61.10(19) 7_575 7_575
B7 B8 B4 110.9(3) . 7_575
B7 B8 B4 110.9(3) 7_575 .
B7 B8 B4 61.10(19) . .
B4 B8 B4 115.6(3) 7_575 .
B7 B8 B5 105.4(3) 7_575 .
B7 B8 B5 105.4(3) . .
B4 B8 B5 61.29(18) 7_575 .
B4 B8 B5 61.29(18) . .
B7 B8 Na1 110.0(2) 7_575 6_656
B7 B8 Na1 71.86(15) . 6_656
B4 B8 Na1 162.9(2) 7_575 6_656
B4 B8 Na1 80.91(14) . 6_656
B5 B8 Na1 135.31(11) . 6_656
B7 B8 Na1 71.86(16) 7_575 4_565
B7 B8 Na1 110.0(2) . 4_565
B4 B8 Na1 80.91(14) 7_575 4_565
B4 B8 Na1 162.9(2) . 4_565
B5 B8 Na1 135.31(11) . 4_565
Na1 B8 Na1 82.32(13) 6_656 4_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Na1 O1 2.283(3) .
Na1 O2 2.320(3) .
Na1 B7 2.939(4) 6_556
Na1 B2 2.964(4) .
Na1 B8 2.967(4) 6_556
Na1 B5 3.055(4) .
Na1 Na1 3.905(2) 7_575
Si1 C11 1.853(4) .
Si1 C11 1.853(4) 7_575
Si1 C13 1.874(6) .
Si1 C12 1.874(7) .
C1 C11 1.528(4) .
C1 B2 1.562(4) .
C1 C1 1.568(6) 7_575
C1 B3 1.660(5) .
C1 B6 1.935(5) .
C14 C15 1.387(7) .
C14 O1 1.409(5) .
C15 C16 1.455(7) .
C16 C17 1.446(7) .
C17 O1 1.415(5) .
C18 O2 1.347(6) .
C18 C19 1.448(7) .
C19 C20 1.402(8) .
C20 C21 1.483(7) .
C21 O2 1.383(5) .
B2 B4 1.732(5) .
B2 B3 1.812(5) .
B2 B5 1.863(5) .
B3 B7 1.721(5) .
B3 B4 1.777(5) .
B3 B6 1.850(4) .
B4 B8 1.762(4) .
B4 B7 1.788(5) .
B4 B5 1.839(4) .
B5 B4 1.839(4) 7_575
B5 B8 1.844(6) .
B5 B2 1.863(5) 7_575
B5 Na1 3.055(4) 7_575
B6 B3 1.850(4) 7_575
B6 B7 1.874(6) .
B6 B7 1.874(6) 7_575
B6 C1 1.935(5) 7_575
B7 B7 1.743(7) 7_575
B7 B8 1.755(5) .
B7 Na1 2.939(4) 6_656
B8 B7 1.755(5) 7_575
B8 B4 1.762(4) 7_575
B8 Na1 2.967(4) 6_656
B8 Na1 2.967(4) 4_565
