#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:32:15 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178786 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/40/4104085.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_4104085
loop_
_publ_author_name
'Shikuo Ren'
'Hoi-Shan Chan'
'Zuowei Xie'
_publ_section_title
;
 Synthesis, Structure, and Reactivity of Zirconacyclopentene Incorporating
 a Carboranyl Unit
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3862
_journal_page_last               3863
_journal_paper_doi               10.1021/ja900563u
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C14 H24 B10'
_chemical_formula_weight         300.43
_chemical_name_systematic
;

 ?

;
_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'
_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                 107.19
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.182(2)
_cell_length_b                   17.545(4)
_cell_length_c                   10.182(2)
_cell_measurement_reflns_used    3027
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.11
_cell_measurement_theta_min      2.32
_cell_volume                     1737.7(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0408
_diffrn_reflns_av_sigmaI/netI    0.0555
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9271
_diffrn_reflns_theta_full        28.11
_diffrn_reflns_theta_max         28.11
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.056
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.530192
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4149
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0665
_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)+(0.0915P)²+0.2514P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1813
_reflns_number_gt                2635
_reflns_number_total             4149
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja900563u_si_002_2.cif
_cod_data_source_block           4
_cod_original_cell_volume        1737.9(6)
_cod_database_code               4104085
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_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
C1 C 0.84463(18) 0.08298(10) 0.26671(19) 0.0275(4) Uani 1 1 d .
C2 C 0.70613(17) 0.03232(10) 0.25398(18) 0.0241(4) Uani 1 1 d .
C11 C 0.96612(19) 0.04053(12) 0.2523(2) 0.0328(5) Uani 1 1 d .
C12 C 1.0873(2) 0.08035(15) 0.2651(2) 0.0488(6) Uani 1 1 d .
H12A H 1.0908 0.1325 0.2821 0.059 Uiso 1 1 calc R
C13 C 1.2030(2) 0.04294(18) 0.2528(3) 0.0607(7) Uani 1 1 d .
H13A H 1.2839 0.0697 0.2612 0.073 Uiso 1 1 calc R
C14 C 1.1970(2) -0.03378(18) 0.2282(3) 0.0593(7) Uani 1 1 d .
H14A H 1.2743 -0.0592 0.2200 0.071 Uiso 1 1 calc R
C15 C 1.0783(2) -0.07331(16) 0.2154(2) 0.0494(6) Uani 1 1 d .
H15A H 1.0768 -0.1254 0.1982 0.059 Uiso 1 1 calc R
C16 C 0.9585(2) -0.03801(12) 0.2275(2) 0.0349(5) Uani 1 1 d .
C17 C 0.8331(2) -0.08274(11) 0.2192(2) 0.0341(5) Uani 1 1 d .
C18 C 0.8382(3) -0.16764(12) 0.1927(3) 0.0515(6) Uani 1 1 d .
H18A H 0.9261 -0.1878 0.2472 0.062 Uiso 1 1 calc R
H18B H 0.7667 -0.1931 0.2214 0.062 Uiso 1 1 calc R
C19 C 0.8188(3) -0.18443(16) 0.0421(3) 0.0760(9) Uani 1 1 d .
H19A H 0.8224 -0.2385 0.0290 0.114 Uiso 1 1 calc R
H19B H 0.8905 -0.1602 0.0138 0.114 Uiso 1 1 calc R
H19C H 0.7311 -0.1653 -0.0120 0.114 Uiso 1 1 calc R
C20 C 0.71686(19) -0.05157(10) 0.23210(19) 0.0287(4) Uani 1 1 d .
C21 C 0.5913(2) -0.09753(11) 0.2332(2) 0.0392(5) Uani 1 1 d .
H21A H 0.5776 -0.1376 0.1649 0.047 Uiso 1 1 calc R
H21B H 0.5112 -0.0646 0.2071 0.047 Uiso 1 1 calc R
C22 C 0.6022(3) -0.13315(14) 0.3719(3) 0.0588(7) Uani 1 1 d .
H22A H 0.5202 -0.1616 0.3661 0.088 Uiso 1 1 calc R
H22B H 0.6131 -0.0937 0.4397 0.088 Uiso 1 1 calc R
H22C H 0.6802 -0.1666 0.3977 0.088 Uiso 1 1 calc R
B3 B 0.7971(2) 0.06701(12) 0.4139(2) 0.0292(5) Uani 1 1 d .
H3 H 0.8544 0.0314 0.5009 0.035 Uiso 1 1 calc R
B4 B 0.8577(3) 0.15660(13) 0.3790(3) 0.0375(6) Uani 1 1 d .
H4 H 0.9559 0.1795 0.4444 0.045 Uiso 1 1 calc R
B5 B 0.8036(2) 0.17225(13) 0.1990(3) 0.0370(5) Uani 1 1 d .
H5 H 0.8666 0.2052 0.1481 0.044 Uiso 1 1 calc R
B6 B 0.7076(2) 0.09232(13) 0.1188(2) 0.0306(5) Uani 1 1 d .
H6 H 0.7076 0.0729 0.0160 0.037 Uiso 1 1 calc R
B7 B 0.6154(2) 0.06955(12) 0.3564(2) 0.0304(5) Uani 1 1 d .
H7 H 0.5539 0.0352 0.4069 0.036 Uiso 1 1 calc R
B8 B 0.7102(3) 0.15049(13) 0.4358(3) 0.0377(6) Uani 1 1 d .
H8 H 0.7104 0.1701 0.5385 0.045 Uiso 1 1 calc R
B9 B 0.7145(3) 0.21583(13) 0.3038(3) 0.0407(6) Uani 1 1 d .
H9 H 0.7181 0.2778 0.3210 0.049 Uiso 1 1 calc R
B10 B 0.6212(2) 0.17522(13) 0.1430(3) 0.0358(5) Uani 1 1 d .
H10 H 0.5638 0.2107 0.0558 0.043 Uiso 1 1 calc R
B11 B 0.5609(2) 0.08469(12) 0.1762(2) 0.0309(5) Uani 1 1 d .
H11 H 0.4646 0.0600 0.1105 0.037 Uiso 1 1 calc R
B12 B 0.5628(2) 0.16128(13) 0.2893(3) 0.0361(5) Uani 1 1 d .
H12 H 0.4672 0.1875 0.2970 0.043 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C11 C1 C2 116.21(15)
C11 C1 B4 122.91(16)
C2 C1 B4 111.03(14)
C11 C1 B5 121.94(15)
C2 C1 B5 111.24(14)
B4 C1 B5 62.51(14)
C11 C1 B3 117.28(15)
C2 C1 B3 61.71(11)
B4 C1 B3 61.80(12)
B5 C1 B3 113.59(15)
C11 C1 B6 116.17(16)
C2 C1 B6 61.94(11)
B4 C1 B6 113.26(15)
B5 C1 B6 61.66(13)
B3 C1 B6 114.18(14)
C20 C2 C1 116.48(14)
C20 C2 B7 122.77(15)
C1 C2 B7 110.55(14)
C20 C2 B11 123.13(15)
C1 C2 B11 110.42(14)
B7 C2 B11 62.11(12)
C20 C2 B3 116.35(15)
C1 C2 B3 61.67(11)
B7 C2 B3 61.84(12)
B11 C2 B3 113.17(14)
C20 C2 B6 117.37(15)
C1 C2 B6 61.66(11)
B7 C2 B6 112.57(14)
B11 C2 B6 61.30(12)
B3 C2 B6 113.91(14)
C12 C11 C16 120.83(19)
C12 C11 C1 118.7(2)
C16 C11 C1 120.48(17)
C13 C12 C11 120.5(3)
C14 C13 C12 119.3(2)
C15 C14 C13 120.5(2)
C14 C15 C16 122.3(3)
C11 C16 C15 116.5(2)
C11 C16 C17 122.27(17)
C15 C16 C17 121.2(2)
C20 C17 C16 123.23(18)
C20 C17 C18 119.61(19)
C16 C17 C18 117.16(18)
C19 C18 C17 111.7(2)
C17 C20 C2 121.28(17)
C17 C20 C21 123.59(18)
C2 C20 C21 115.05(15)
C20 C21 C22 113.33(18)
C1 B3 C2 56.63(10)
C1 B3 B8 104.79(16)
C2 B3 B8 105.23(16)
C1 B3 B4 58.43(12)
C2 B3 B4 104.26(15)
B8 B3 B4 60.16(14)
C1 B3 B7 104.04(15)
C2 B3 B7 58.68(11)
B8 B3 B7 60.29(13)
B4 B3 B7 107.76(16)
C1 B4 B3 59.77(12)
C1 B4 B8 105.57(15)
B3 B4 B8 59.84(13)
C1 B4 B9 105.31(17)
B3 B4 B9 108.56(16)
B8 B4 B9 60.34(14)
C1 B4 B5 58.99(13)
B3 B4 B5 109.04(16)
B8 B4 B5 108.28(17)
B9 B4 B5 59.82(14)
C1 B5 B6 59.71(12)
C1 B5 B9 105.07(16)
B6 B5 B9 108.10(16)
C1 B5 B4 58.50(12)
B6 B5 B4 108.39(16)
B9 B5 B4 60.00(14)
C1 B5 B10 105.29(15)
B6 B5 B10 59.42(13)
B9 B5 B10 60.41(14)
B4 B5 B10 108.21(17)
C1 B6 C2 56.41(11)
C1 B6 B10 105.36(16)
C2 B6 B10 105.60(15)
C1 B6 B11 104.35(15)
C2 B6 B11 58.95(11)
B10 B6 B11 60.46(12)
C1 B6 B5 58.63(12)
C2 B6 B5 104.37(15)
B10 B6 B5 60.57(14)
B11 B6 B5 108.32(16)
C2 B7 B12 105.56(15)
C2 B7 B3 59.49(11)
B12 B7 B3 108.59(15)
C2 B7 B8 105.31(15)
B12 B7 B8 60.59(13)
B3 B7 B8 59.59(13)
C2 B7 B11 59.17(12)
B12 B7 B11 59.84(13)
B3 B7 B11 108.85(15)
B8 B7 B11 108.28(16)
B3 B8 B4 60.01(13)
B3 B8 B7 60.12(12)
B4 B8 B7 107.50(15)
B3 B8 B9 108.38(16)
B4 B8 B9 59.95(14)
B7 B8 B9 107.71(17)
B3 B8 B12 108.22(16)
B4 B8 B12 107.86(17)
B7 B8 B12 59.61(13)
B9 B8 B12 60.19(14)
B5 B9 B4 60.18(14)
B5 B9 B8 108.05(16)
B4 B9 B8 59.71(14)
B5 B9 B10 60.05(14)
B4 B9 B10 108.07(16)
B8 B9 B10 108.14(16)
B5 B9 B12 107.71(17)
B4 B9 B12 107.65(16)
B8 B9 B12 60.17(14)
B10 B9 B12 59.74(13)
B6 B10 B11 60.00(12)
B6 B10 B5 60.01(13)
B11 B10 B5 107.52(16)
B6 B10 B12 108.04(16)
B11 B10 B12 59.70(12)
B5 B10 B12 107.72(17)
B6 B10 B9 107.88(17)
B11 B10 B9 107.67(17)
B5 B10 B9 59.55(14)
B12 B10 B9 60.26(14)
C2 B11 B6 59.76(11)
C2 B11 B12 105.31(16)
B6 B11 B12 108.16(16)
C2 B11 B10 105.51(15)
B6 B11 B10 59.53(12)
B12 B11 B10 60.31(13)
C2 B11 B7 58.72(11)
B6 B11 B7 108.55(16)
B12 B11 B7 59.97(13)
B10 B11 B7 108.19(17)
B11 B12 B7 60.20(13)
B11 B12 B10 59.99(13)
B7 B12 B10 108.11(15)
B11 B12 B8 107.94(15)
B7 B12 B8 59.80(13)
B10 B12 B8 107.93(17)
B11 B12 B9 107.70(16)
B7 B12 B9 107.43(16)
B10 B12 B9 60.00(14)
B8 B12 B9 59.64(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C11 1.488(3)
C1 C2 1.639(2)
C1 B4 1.704(3)
C1 B5 1.713(3)
C1 B3 1.728(3)
C1 B6 1.732(3)
C2 C20 1.497(2)
C2 B7 1.714(3)
C2 B11 1.722(3)
C2 B3 1.729(3)
C2 B6 1.737(3)
C11 C12 1.390(3)
C11 C16 1.399(3)
C12 C13 1.386(3)
C13 C14 1.367(4)
C14 C15 1.365(3)
C15 C16 1.406(3)
C16 C17 1.480(3)
C17 C20 1.345(3)
C17 C18 1.517(3)
C18 C19 1.516(4)
C20 C21 1.514(3)
C21 C22 1.519(3)
B3 B8 1.759(3)
B3 B4 1.763(3)
B3 B7 1.769(3)
B4 B8 1.765(3)
B4 B9 1.770(4)
B4 B5 1.773(4)
B5 B6 1.765(3)
B5 B9 1.766(3)
B5 B10 1.775(3)
B6 B10 1.755(3)
B6 B11 1.763(3)
B7 B12 1.769(3)
B7 B8 1.772(3)
B7 B11 1.773(3)
B8 B9 1.777(4)
B8 B12 1.786(4)
B9 B10 1.782(4)
B9 B12 1.786(3)
B10 B11 1.771(3)
B10 B12 1.777(3)
B11 B12 1.766(3)
