#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:01:37 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179737 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/33/7003383.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_7003383
loop_
_publ_author_name
'Bould, Jonathan'
'Laromaine, Anna'
'Bullen, Neil J.'
'Viñas, Clara'
'Thornton-Pett, Mark'
'Sillanpää, Reijo'
'Kivekäs, Raikko'
'Kennedy, John D.'
'Teixidor, Francesc'
_publ_section_title
;
 Borane reaction chemistry. Alkyne insertion reactions into
 boron-containing clusters. Products from the thermolysis of
 [6,9-(2-HCC--C5H4N)2-arachno-B10H12]
;
_journal_issue                   12
_journal_name_full               'Dalton Transactions'
_journal_page_first              1552
_journal_page_last               1563
_journal_paper_doi               10.1039/b715845a
_journal_year                    2008
_chemical_formula_moiety         'C14 H22 B10 N2'
_chemical_formula_sum            'C14 H22 B10 N2'
_chemical_formula_weight         326.44
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.653(5)
_cell_angle_beta                 91.057(3)
_cell_angle_gamma                113.286(4)
_cell_formula_units_Z            2
_cell_length_a                   7.4816(6)
_cell_length_b                   7.6778(5)
_cell_length_c                   17.3180(15)
_cell_measurement_reflns_used    19077
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     912.89(13)
_computing_cell_refinement
;
DENZO (Otwinowski and Minor, 1997
COLLECT (Hooft, 1998)
;
_computing_data_collection
;
DENZO (Otwinowski and Minor, 1997
COLLECT (Hooft, 1998)
;
_computing_data_reduction
;
DENZO (Otwinowski and Minor, 1997
COLLECT (Hooft, 1998)
;
_computing_molecular_graphics
;
Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst (1997), 30, 565.
CorelDraw 11, Corel Corporation.
;
_computing_publication_material
;
CCDC (2003). enCIFer - a program for CIF editing. CCDC, 12 Union Road,
Cambridge, UK.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method       'Phi and Omega scans to fill Ewald sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1469
_diffrn_reflns_av_sigmaI/netI    0.1208
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19884
_diffrn_reflns_theta_full        27.39
_diffrn_reflns_theta_max         27.39
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  0.9994
_exptl_absorpt_correction_T_min  0.9976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Using multiple and symmetry-related data measurements via the program
SORTAV
See R.H. Blessing, Acta Crysta (1995), A51, 33-38
;
_exptl_crystal_colour            Orange-red
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4101
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1546
_refine_ls_R_factor_gt           0.0760
_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)+(0.0799P)²+0.3029P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1647
_refine_ls_wR_factor_ref         0.1951
_reflns_number_gt                2238
_reflns_number_total             4101
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b715845a.txt
_cod_data_source_block           jb283d41
_cod_original_cell_volume        912.89(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7003383
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
N9 N 0.0699(3) 0.7596(3) 0.06083(12) 0.0295(5) Uani 1 1 d . . .
N6 N 0.2702(3) 0.6053(3) 0.41952(13) 0.0317(6) Uani 1 1 d . . .
C92 C 0.1790(4) 0.8534(4) 0.00236(15) 0.0338(7) Uani 1 1 d . . .
H92 H 0.3129 0.9293 0.0130 0.041 Uiso 1 1 calc R . .
C93 C 0.1070(4) 0.8450(4) -0.07138(16) 0.0357(7) Uani 1 1 d . . .
H93 H 0.1893 0.9149 -0.1105 0.043 Uiso 1 1 calc R . .
C94 C -0.0859(4) 0.7342(4) -0.08838(16) 0.0351(7) Uani 1 1 d . . .
H94 H -0.1389 0.7263 -0.1393 0.042 Uiso 1 1 calc R . .
C95 C -0.2005(4) 0.6352(4) -0.03016(16) 0.0344(7) Uani 1 1 d . . .
H95 H -0.3339 0.5574 -0.0408 0.041 Uiso 1 1 calc R . .
C96 C -0.1218(4) 0.6485(3) 0.04420(15) 0.0286(6) Uani 1 1 d . . .
C97 C -0.2396(4) 0.5469(4) 0.10517(16) 0.0337(7) Uani 1 1 d . . .
C98 C -0.3466(5) 0.4579(4) 0.15273(18) 0.0406(8) Uani 1 1 d . . .
C61 C 0.3795(4) 0.7001(4) 0.48224(16) 0.0375(7) Uani 1 1 d . . .
H61 H 0.4662 0.8289 0.4781 0.045 Uiso 1 1 calc R . .
C62 C 0.3688(4) 0.6160(4) 0.55138(17) 0.0407(7) Uani 1 1 d . . .
H62 H 0.4473 0.6856 0.5946 0.049 Uiso 1 1 calc R . .
C63 C 0.2414(4) 0.4264(4) 0.55813(17) 0.0418(8) Uani 1 1 d . . .
H63 H 0.2313 0.3662 0.6060 0.050 Uiso 1 1 calc R . .
C64 C 0.1321(4) 0.3295(4) 0.49514(17) 0.0397(7) Uani 1 1 d . . .
H64 H 0.0463 0.2002 0.4988 0.048 Uiso 1 1 calc R . .
C66 C 0.0386(4) 0.3453(4) 0.35323(17) 0.0406(7) Uani 1 1 d . . .
H66 H -0.0538 0.1977 0.3453 0.049 Uiso 1 1 d R . .
C65 C 0.1453(4) 0.4186(4) 0.42551(16) 0.0335(7) Uani 1 1 d . . .
C67 C 0.0908(4) 0.4825(4) 0.29985(17) 0.0385(7) Uani 1 1 d . . .
B1 B 0.3317(5) 1.0575(4) 0.27079(18) 0.0318(7) Uani 1 1 d . . .
H1 H 0.3644 1.2088 0.2886 0.038 Uiso 1 1 calc R . .
B2 B 0.4114(5) 0.9100(4) 0.32512(19) 0.0331(7) Uani 1 1 d . . .
H2 H 0.5026 0.9708 0.3790 0.040 Uiso 1 1 calc R . .
B3 B 0.5182(5) 0.9819(5) 0.23592(18) 0.0327(7) Uani 1 1 d . . .
H3 H 0.6735 1.0828 0.2307 0.039 Uiso 1 1 calc R . .
B4 B 0.3268(5) 0.9801(4) 0.17384(18) 0.0314(7) Uani 1 1 d . . .
H4 H 0.3602 1.0870 0.1278 0.038 Uiso 1 1 calc R . .
B5 B 0.1633(5) 0.8729(5) 0.32349(19) 0.0350(8) Uani 1 1 d . . .
B6 B 0.2516(5) 0.6735(4) 0.33581(18) 0.0324(7) Uani 1 1 d . . .
B7 B 0.4643(5) 0.7482(5) 0.26690(19) 0.0346(8) Uani 1 1 d . . .
B8 B 0.4103(5) 0.7971(5) 0.16432(19) 0.0338(7) Uani 1 1 d . . .
B9 B 0.1522(5) 0.7639(5) 0.14471(19) 0.0316(7) Uani 1 1 d . . .
B10 B 0.1076(5) 0.9188(4) 0.22155(19) 0.0340(8) Uani 1 1 d . . .
H8 H 0.498(4) 0.773(3) 0.1178(14) 0.028(7) Uiso 1 1 d . . .
H5 H 0.097(4) 0.914(4) 0.3727(16) 0.037(7) Uiso 1 1 d . . .
H10 H -0.006(4) 0.969(4) 0.2114(15) 0.034(7) Uiso 1 1 d . . .
H7 H 0.584(4) 0.702(4) 0.2803(16) 0.042(8) Uiso 1 1 d . . .
H9 H 0.051(5) 0.627(4) 0.1724(18) 0.064(10) Uiso 1 1 d . . .
H98 H -0.442(5) 0.372(5) 0.193(2) 0.074(11) Uiso 1 1 d . . .
H78 H 0.349(4) 0.654(4) 0.2061(16) 0.042(8) Uiso 1 1 d . . .
H510 H 0.042(4) 0.777(4) 0.2692(16) 0.040(8) Uiso 1 1 d . . .
H67 H 0.0088 0.4414 0.2444 0.074(11) 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'
N N 0.0061 0.0033 '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'
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
_geom_angle_publ_flag
C92 N9 C96 117.5(2) . . ?
C92 N9 B9 123.8(2) . . ?
C96 N9 B9 118.7(2) . . ?
C61 N6 C65 119.0(2) . . ?
C61 N6 B6 130.9(2) . . ?
C65 N6 B6 110.0(2) . . ?
N9 C92 C93 123.4(3) . . ?
N9 C92 H92 118.3 . . ?
C93 C92 H92 118.3 . . ?
C92 C93 C94 119.4(3) . . ?
C92 C93 H93 120.3 . . ?
C94 C93 H93 120.3 . . ?
C95 C94 C93 118.6(3) . . ?
C95 C94 H94 120.7 . . ?
C93 C94 H94 120.7 . . ?
C94 C95 C96 120.3(3) . . ?
C94 C95 H95 119.9 . . ?
C96 C95 H95 119.9 . . ?
N9 C96 C95 120.9(2) . . ?
N9 C96 C97 118.4(2) . . ?
C95 C96 C97 120.7(2) . . ?
C98 C97 C96 176.0(3) . . ?
C97 C98 H98 176.5(19) . . ?
N6 C61 C62 121.9(3) . . ?
N6 C61 H61 119.1 . . ?
C62 C61 H61 119.1 . . ?
C61 C62 C63 119.5(3) . . ?
C61 C62 H62 120.3 . . ?
C63 C62 H62 120.3 . . ?
C64 C63 C62 119.0(3) . . ?
C64 C63 H63 120.5 . . ?
C62 C63 H63 120.5 . . ?
C63 C64 C65 120.4(3) . . ?
C63 C64 H64 119.8 . . ?
C65 C64 H64 119.8 . . ?
C67 C66 C65 110.5(3) . . ?
C67 C66 H66 128.5 . . ?
C65 C66 H66 120.6 . . ?
N6 C65 C64 120.2(3) . . ?
N6 C65 C66 110.4(2) . . ?
C64 C65 C66 129.4(3) . . ?
C66 C67 B6 110.2(2) . . ?
C66 C67 H67 115.2(3) . . ?
B6 C67 H67 134.5(2) . . ?
B4 B1 B2 105.4(2) . . ?
B4 B1 B5 109.7(2) . . ?
B2 B1 B5 59.89(18) . . ?
B4 B1 B10 59.24(18) . . ?
B2 B1 B10 109.7(2) . . ?
B5 B1 B10 64.07(19) . . ?
B4 B1 B3 59.30(17) . . ?
B2 B1 B3 58.69(17) . . ?
B5 B1 B3 108.9(2) . . ?
B10 B1 B3 108.6(2) . . ?
B4 B1 H1 123.0 . . ?
B2 B1 H1 123.0 . . ?
B5 B1 H1 119.4 . . ?
B10 B1 H1 119.7 . . ?
B3 B1 H1 122.2 . . ?
B7 B2 B6 66.44(19) . . ?
B7 B2 B3 61.06(19) . . ?
B6 B2 B3 119.8(2) . . ?
B7 B2 B1 112.4(2) . . ?
B6 B2 B1 118.8(2) . . ?
B3 B2 B1 62.26(18) . . ?
B7 B2 B5 114.2(2) . . ?
B6 B2 B5 65.72(18) . . ?
B3 B2 B5 112.2(2) . . ?
B1 B2 B5 60.34(17) . . ?
B7 B2 H2 118.6 . . ?
B6 B2 H2 111.4 . . ?
B3 B2 H2 118.1 . . ?
B1 B2 H2 118.7 . . ?
B5 B2 H2 119.3 . . ?
B2 B3 B4 105.3(2) . . ?
B2 B3 B8 110.0(2) . . ?
B4 B3 B8 59.25(17) . . ?
B2 B3 B7 59.25(18) . . ?
B4 B3 B7 109.3(2) . . ?
B8 B3 B7 64.45(19) . . ?
B2 B3 B1 59.04(17) . . ?
B4 B3 B1 58.75(17) . . ?
B8 B3 B1 108.4(2) . . ?
B7 B3 B1 108.3(2) . . ?
B2 B3 H3 122.9 . . ?
B4 B3 H3 123.3 . . ?
B8 B3 H3 119.4 . . ?
B7 B3 H3 119.8 . . ?
B1 B3 H3 122.4 . . ?
B9 B4 B10 65.82(19) . . ?
B9 B4 B8 65.25(18) . . ?
B10 B4 B8 114.6(2) . . ?
B9 B4 B1 118.2(2) . . ?
B10 B4 B1 60.85(19) . . ?
B8 B4 B1 112.2(2) . . ?
B9 B4 B3 117.5(2) . . ?
B10 B4 B3 112.1(2) . . ?
B8 B4 B3 60.57(18) . . ?
B1 B4 B3 61.96(18) . . ?
B9 B4 H4 112.8 . . ?
B10 B4 H4 118.5 . . ?
B8 B4 H4 118.9 . . ?
B1 B4 H4 118.6 . . ?
B3 B4 H4 119.1 . . ?
B2 B5 B1 59.77(18) . . ?
B2 B5 B10 105.0(2) . . ?
B1 B5 B10 58.12(17) . . ?
B2 B5 B6 56.89(17) . . ?
B1 B5 B6 110.5(2) . . ?
B10 B5 B6 116.3(2) . . ?
B2 B5 H5 122.1(14) . . ?
B1 B5 H5 117.3(14) . . ?
B10 B5 H5 121.1(14) . . ?
B6 B5 H5 118.3(14) . . ?
B2 B5 H510 123.2(12) . . ?
B1 B5 H510 100.7(12) . . ?
B10 B5 H510 44.5(12) . . ?
B6 B5 H510 91.4(12) . . ?
H5 B5 H510 114.3(19) . . ?
N6 B6 C67 98.9(2) . . ?
N6 B6 B2 111.6(2) . . ?
C67 B6 B2 149.6(2) . . ?
N6 B6 B5 119.3(2) . . ?
C67 B6 B5 108.6(2) . . ?
B2 B6 B5 57.38(17) . . ?
N6 B6 B7 121.8(2) . . ?
C67 B6 B7 106.6(2) . . ?
B2 B6 B7 56.60(17) . . ?
B5 B6 B7 100.77(19) . . ?
B2 B7 B3 59.69(18) . . ?
B2 B7 B8 105.1(2) . . ?
B3 B7 B8 57.76(17) . . ?
B2 B7 B6 56.96(17) . . ?
B3 B7 B6 110.4(2) . . ?
B8 B7 B6 116.7(2) . . ?
B2 B7 H7 123.5(15) . . ?
B3 B7 H7 120.2(15) . . ?
B8 B7 H7 121.2(15) . . ?
B6 B7 H7 116.8(14) . . ?
B2 B7 H78 122.0(12) . . ?
B3 B7 H78 97.6(12) . . ?
B8 B7 H78 41.9(12) . . ?
B6 B7 H78 92.8(12) . . ?
H7 B7 H78 114.1(19) . . ?
B4 B8 B3 60.18(18) . . ?
B4 B8 B9 56.29(17) . . ?
B3 B8 B9 109.4(2) . . ?
B4 B8 B7 104.9(2) . . ?
B3 B8 B7 57.80(17) . . ?
B9 B8 B7 114.3(2) . . ?
B4 B8 H8 128.0(12) . . ?
B3 B8 H8 120.8(13) . . ?
B9 B8 H8 120.7(13) . . ?
B7 B8 H8 118.0(13) . . ?
B4 B8 H78 121.8(13) . . ?
B3 B8 H78 100.6(13) . . ?
B9 B8 H78 88.8(13) . . ?
B7 B8 H78 45.1(12) . . ?
H8 B8 H78 109.4(18) . . ?
N9 B9 B4 113.4(2) . . ?
N9 B9 B8 121.8(2) . . ?
B4 B9 B8 58.46(17) . . ?
N9 B9 B10 119.0(2) . . ?
B4 B9 B10 58.02(18) . . ?
B8 B9 B10 103.7(2) . . ?
N9 B9 H9 106.9(16) . . ?
B4 B9 H9 138.1(16) . . ?
B8 B9 H9 108.8(16) . . ?
B10 B9 H9 92.5(16) . . ?
B4 B10 B1 59.90(18) . . ?
B4 B10 B9 56.16(17) . . ?
B1 B10 B9 109.0(2) . . ?
B4 B10 B5 105.3(2) . . ?
B1 B10 B5 57.81(17) . . ?
B9 B10 B5 115.1(2) . . ?
B4 B10 H10 127.8(14) . . ?
B1 B10 H10 123.1(14) . . ?
B9 B10 H10 118.7(14) . . ?
B5 B10 H10 118.8(14) . . ?
B4 B10 H510 123.4(12) . . ?
B1 B10 H510 99.0(12) . . ?
B9 B10 H510 92.0(12) . . ?
B5 B10 H510 43.0(12) . . ?
H10 B10 H510 108.1(18) . . ?
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
N9 C92 1.348(3) . ?
N9 C96 1.368(3) . ?
N9 B9 1.561(4) . ?
N6 C61 1.352(3) . ?
N6 C65 1.375(3) . ?
N6 B6 1.578(4) . ?
C92 C93 1.367(4) . ?
C92 H92 0.9500 . ?
C93 C94 1.376(4) . ?
C93 H93 0.9500 . ?
C94 C95 1.375(4) . ?
C94 H94 0.9500 . ?
C95 C96 1.390(4) . ?
C95 H95 0.9500 . ?
C96 C97 1.427(4) . ?
C97 C98 1.188(4) . ?
C98 H98 1.05(4) . ?
C61 C62 1.365(4) . ?
C61 H61 0.9500 . ?
C62 C63 1.399(4) . ?
C62 H62 0.9500 . ?
C63 C64 1.360(4) . ?
C63 H63 0.9500 . ?
C64 C65 1.389(4) . ?
C64 H64 0.9500 . ?
C66 C67 1.364(4) . ?
C66 C65 1.445(4) . ?
C66 H66 1.0721 . ?
C67 B6 1.584(4) . ?
C67 H67 1.098(3) . ?
B1 B4 1.760(4) . ?
B1 B2 1.760(4) . ?
B1 B5 1.770(4) . ?
B1 B10 1.776(5) . ?
B1 B3 1.817(5) . ?
B1 H1 1.1200 . ?
B2 B7 1.746(5) . ?
B2 B6 1.753(4) . ?
B2 B3 1.754(4) . ?
B2 B5 1.762(5) . ?
B2 H2 1.1200 . ?
B3 B4 1.770(4) . ?
B3 B8 1.777(5) . ?
B3 B7 1.778(4) . ?
B3 H3 1.1200 . ?
B4 B9 1.711(4) . ?
B4 B10 1.748(5) . ?
B4 B8 1.753(4) . ?
B4 H4 1.1200 . ?
B5 B10 1.881(4) . ?
B5 B6 1.907(4) . ?
B5 H5 1.09(3) . ?
B5 H510 1.28(3) . ?
B6 B7 1.917(5) . ?
B7 B8 1.895(5) . ?
B7 H7 1.11(3) . ?
B7 H78 1.34(3) . ?
B8 B9 1.868(4) . ?
B8 H8 1.11(3) . ?
B8 H78 1.27(3) . ?
B9 B10 1.880(5) . ?
B9 H9 1.15(3) . ?
B10 H10 1.08(3) . ?
B10 H510 1.32(3) . ?
