#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:50:56 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178670 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/81/4078121.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_4078121
loop_
_publ_author_name
'Wang, Sunewang Rixin'
'Xie, Zuowei'
_publ_section_title
;
 Reaction of Carboryne with Alkylbenzenes
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              3316
_journal_paper_doi               10.1021/om300129t
_journal_volume                  31
_journal_year                    2012
_chemical_formula_sum            'C16 H20 B10'
_chemical_formula_weight         320.42
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   8.7491(7)
_cell_length_b                   11.0052(9)
_cell_length_c                   18.6504(15)
_cell_measurement_reflns_used    152
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      -14
_cell_volume                     1795.8(3)
_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, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & 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  0.1043
_diffrn_reflns_av_sigmaI/netI    0.1095
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9972
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    0.058
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.383522
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.025(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3249
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.921
_refine_ls_R_factor_all          0.1002
_refine_ls_R_factor_gt           0.0555
_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)+(0.0533P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1287
_reflns_number_gt                1927
_reflns_number_total             3249
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300129t_si_001.cif
_cod_data_source_block           4l'
_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 2.4.1 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      P2(1)2(1)2(1)
_cod_database_code               4078121
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
C1 C 0.4339(3) 0.3178(2) 0.18907(15) 0.0360(7) Uani 1 1 d .
C2 C 0.3025(3) 0.3194(3) 0.12952(15) 0.0389(8) Uani 1 1 d .
C11 C 0.5916(3) 0.2913(3) 0.15192(16) 0.0416(8) Uani 1 1 d .
H11A H 0.6760 0.2888 0.1864 0.050 Uiso 1 1 calc R
C12 C 0.5766(4) 0.1737(3) 0.11013(17) 0.0486(9) Uani 1 1 d .
H12A H 0.6387 0.1067 0.1186 0.058 Uiso 1 1 calc R
C13 C 0.4688(4) 0.1741(3) 0.06083(18) 0.0519(9) Uani 1 1 d .
H13A H 0.4497 0.1072 0.0317 0.062 Uiso 1 1 calc R
C14 C 0.3780(4) 0.2913(3) 0.05479(15) 0.0432(8) Uani 1 1 d .
H14A H 0.3023 0.2880 0.0161 0.052 Uiso 1 1 calc R
C15 C 0.6161(4) 0.3872(2) 0.09414(15) 0.0364(7) Uani 1 1 d .
C16 C 0.7324(4) 0.4690(3) 0.09097(15) 0.0396(8) Uani 1 1 d .
H16A H 0.8046 0.4720 0.1275 0.048 Uiso 1 1 calc R
C17 C 0.7437(4) 0.5504(3) 0.03157(15) 0.0391(8) Uani 1 1 d .
C18 C 0.8645(4) 0.6353(3) 0.02497(18) 0.0526(9) Uani 1 1 d .
H18A H 0.9368 0.6422 0.0613 0.063 Uiso 1 1 calc R
C19 C 0.8752(5) 0.7069(3) -0.03437(19) 0.0662(11) Uani 1 1 d .
H19A H 0.9558 0.7616 -0.0383 0.079 Uiso 1 1 calc R
C20 C 0.7679(5) 0.6998(3) -0.0892(2) 0.0676(11) Uani 1 1 d .
H20A H 0.7777 0.7490 -0.1295 0.081 Uiso 1 1 calc R
C21 C 0.6485(4) 0.6209(3) -0.08406(17) 0.0547(9) Uani 1 1 d .
H21A H 0.5765 0.6173 -0.1207 0.066 Uiso 1 1 calc R
C22 C 0.6330(4) 0.5445(3) -0.02350(15) 0.0393(7) Uani 1 1 d .
C23 C 0.5087(4) 0.4615(3) -0.01629(16) 0.0422(8) Uani 1 1 d .
H23A H 0.4323 0.4595 -0.0510 0.051 Uiso 1 1 calc R
C24 C 0.5012(3) 0.3856(3) 0.04057(15) 0.0375(7) Uani 1 1 d .
B3 B 0.2999(4) 0.1990(3) 0.1900(2) 0.0483(10) Uani 1 1 d .
H3 H 0.3233 0.1033 0.1769 0.058 Uiso 1 1 calc R
B4 B 0.3669(5) 0.2641(3) 0.27002(19) 0.0476(10) Uani 1 1 d .
H4 H 0.4364 0.2117 0.3082 0.057 Uiso 1 1 calc R
B5 B 0.4001(5) 0.4205(3) 0.25580(19) 0.0458(10) Uani 1 1 d .
H5 H 0.4915 0.4678 0.2852 0.055 Uiso 1 1 calc R
B6 B 0.3554(4) 0.4594(3) 0.16738(17) 0.0402(9) Uani 1 1 d .
H6 H 0.4145 0.5338 0.1394 0.048 Uiso 1 1 calc R
B7 B 0.1296(4) 0.2695(4) 0.1628(2) 0.0505(10) Uani 1 1 d .
H7 H 0.0435 0.2208 0.1308 0.061 Uiso 1 1 calc R
B8 B 0.1671(4) 0.2364(4) 0.2551(2) 0.0514(10) Uani 1 1 d .
H8 H 0.1033 0.1664 0.2847 0.062 Uiso 1 1 calc R
B9 B 0.2285(5) 0.3722(3) 0.2973(2) 0.0513(11) Uani 1 1 d .
H9 H 0.2055 0.3895 0.3544 0.062 Uiso 1 1 calc R
B10 B 0.2227(5) 0.4906(4) 0.2330(2) 0.0493(11) Uani 1 1 d .
H10 H 0.1948 0.5844 0.2485 0.059 Uiso 1 1 calc R
B11 B 0.1640(4) 0.4259(3) 0.1492(2) 0.0471(10) Uani 1 1 d .
H11 H 0.0997 0.4766 0.1083 0.056 Uiso 1 1 calc R
B12 B 0.0807(5) 0.3762(4) 0.2306(2) 0.0519(11) Uani 1 1 d .
H12 H -0.0391 0.3964 0.2439 0.062 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 109.1(2)
C11 C1 B5 126.6(2)
C2 C1 B5 112.0(2)
C11 C1 B4 128.4(2)
C2 C1 B4 111.6(2)
B5 C1 B4 61.9(2)
C11 C1 B6 114.1(2)
C2 C1 B6 63.09(18)
B5 C1 B6 60.74(19)
B4 C1 B6 112.0(2)
C11 C1 B3 116.9(2)
C2 C1 B3 62.33(19)
B5 C1 B3 111.7(2)
B4 C1 B3 60.6(2)
B6 C1 B3 113.8(2)
C14 C2 C1 108.2(2)
C14 C2 B11 128.1(2)
C1 C2 B11 111.4(2)
C14 C2 B7 128.6(2)
C1 C2 B7 112.2(2)
B11 C2 B7 61.5(2)
C14 C2 B3 115.5(2)
C1 C2 B3 63.30(19)
B11 C2 B3 111.7(2)
B7 C2 B3 60.8(2)
C14 C2 B6 114.7(2)
C1 C2 B6 62.70(17)
B11 C2 B6 60.24(18)
B7 C2 B6 111.4(2)
B3 C2 B6 114.2(2)
C12 C11 C15 103.9(2)
C12 C11 C1 108.0(2)
C15 C11 C1 107.9(2)
C13 C12 C11 114.7(3)
C12 C13 C14 115.4(3)
C13 C14 C24 102.8(2)
C13 C14 C2 108.7(2)
C24 C14 C2 108.5(2)
C16 C15 C24 120.5(3)
C16 C15 C11 126.5(3)
C24 C15 C11 112.9(3)
C15 C16 C17 120.1(3)
C22 C17 C18 118.6(3)
C22 C17 C16 119.2(3)
C18 C17 C16 122.2(3)
C19 C18 C17 120.2(3)
C18 C19 C20 121.3(4)
C21 C20 C19 120.1(3)
C20 C21 C22 120.6(3)
C17 C22 C21 119.1(3)
C17 C22 C23 118.9(3)
C21 C22 C23 121.9(3)
C24 C23 C22 120.4(3)
C23 C24 C15 120.7(3)
C23 C24 C14 126.4(3)
C15 C24 C14 112.9(3)
B8 B3 C2 106.4(3)
B8 B3 B7 61.8(2)
C2 B3 B7 59.14(19)
B8 B3 B4 62.0(2)
C2 B3 B4 103.6(2)
B7 B3 B4 110.4(3)
B8 B3 C1 106.1(3)
C2 B3 C1 54.37(16)
B7 B3 C1 103.6(2)
B4 B3 C1 58.79(19)
C1 B4 B3 60.63(19)
C1 B4 B5 58.55(18)
B3 B4 B5 109.0(3)
C1 B4 B9 104.7(3)
B3 B4 B9 106.8(3)
B5 B4 B9 60.1(2)
C1 B4 B8 104.7(3)
B3 B4 B8 58.3(2)
B5 B4 B8 107.6(3)
B9 B4 B8 59.5(2)
C1 B5 B6 60.88(19)
C1 B5 B4 59.52(19)
B6 B5 B4 110.1(3)
C1 B5 B9 105.5(3)
B6 B5 B9 107.2(3)
B4 B5 B9 60.2(2)
C1 B5 B10 105.2(2)
B6 B5 B10 58.3(2)
B4 B5 B10 108.3(3)
B9 B5 B10 59.7(2)
B10 B6 B11 62.2(2)
B10 B6 B5 61.9(2)
B11 B6 B5 110.2(3)
B10 B6 C1 106.1(2)
B11 B6 C1 103.4(2)
B5 B6 C1 58.38(18)
B10 B6 C2 106.4(3)
B11 B6 C2 58.99(19)
B5 B6 C2 102.9(2)
C1 B6 C2 54.21(16)
C2 B7 B3 60.02(19)
C2 B7 B11 59.23(19)
B3 B7 B11 109.1(3)
C2 B7 B12 104.9(3)
B3 B7 B12 106.9(3)
B11 B7 B12 59.9(2)
C2 B7 B8 104.4(3)
B3 B7 B8 58.4(2)
B11 B7 B8 107.7(3)
B12 B7 B8 59.6(2)
B3 B8 B9 108.0(3)
B3 B8 B12 108.2(3)
B9 B8 B12 60.8(2)
B3 B8 B7 59.8(2)
B9 B8 B7 108.1(3)
B12 B8 B7 59.9(2)
B3 B8 B4 59.7(2)
B9 B8 B4 59.6(2)
B12 B8 B4 107.9(3)
B7 B8 B4 107.1(3)
B5 B9 B10 60.5(2)
B5 B9 B8 108.4(3)
B10 B9 B8 108.1(3)
B5 B9 B4 59.8(2)
B10 B9 B4 108.6(3)
B8 B9 B4 60.9(2)
B5 B9 B12 107.5(3)
B10 B9 B12 59.5(2)
B8 B9 B12 59.6(2)
B4 B9 B12 108.1(3)
B6 B10 B12 108.3(3)
B6 B10 B9 108.4(3)
B12 B10 B9 60.9(2)
B6 B10 B5 59.8(2)
B12 B10 B5 108.0(3)
B9 B10 B5 59.7(2)
B6 B10 B11 59.6(2)
B12 B10 B11 59.6(2)
B9 B10 B11 107.8(3)
B5 B10 B11 106.6(3)
C2 B11 B6 60.77(19)
C2 B11 B7 59.2(2)
B6 B11 B7 110.0(3)
C2 B11 B12 105.2(3)
B6 B11 B12 107.1(3)
B7 B11 B12 60.4(2)
C2 B11 B10 104.7(3)
B6 B11 B10 58.2(2)
B7 B11 B10 108.1(3)
B12 B11 B10 59.6(2)
B10 B12 B11 60.8(2)
B10 B12 B8 108.1(3)
B11 B12 B8 108.2(3)
B10 B12 B7 108.6(3)
B11 B12 B7 59.7(2)
B8 B12 B7 60.5(2)
B10 B12 B9 59.6(2)
B11 B12 B9 107.7(3)
B8 B12 B9 59.6(2)
B7 B12 B9 107.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C11 1.571(4)
C1 C2 1.598(4)
C1 B5 1.707(4)
C1 B4 1.724(5)
C1 B6 1.751(4)
C1 B3 1.757(5)
C2 C14 1.573(4)
C2 B11 1.726(5)
C2 B7 1.726(5)
C2 B3 1.741(4)
C2 B6 1.757(4)
C11 C12 1.516(4)
C11 C15 1.523(4)
C12 C13 1.317(4)
C13 C14 1.519(4)
C14 C24 1.520(4)
C15 C16 1.360(4)
C15 C24 1.418(4)
C16 C17 1.428(4)
C17 C22 1.413(4)
C17 C18 1.416(4)
C18 C19 1.362(4)
C19 C20 1.390(5)
C20 C21 1.362(4)
C21 C22 1.415(4)
C22 C23 1.427(4)
C23 C24 1.351(4)
B3 B8 1.729(5)
B3 B7 1.755(5)
B3 B4 1.756(5)
B4 B5 1.765(5)
B4 B9 1.772(6)
B4 B8 1.796(5)
B5 B6 1.748(5)
B5 B9 1.771(6)
B5 B10 1.785(6)
B6 B10 1.721(5)
B6 B11 1.748(5)
B7 B11 1.766(5)
B7 B12 1.778(5)
B7 B8 1.789(5)
B8 B9 1.772(6)
B8 B12 1.774(6)
B9 B10 1.771(5)
B9 B12 1.794(5)
B10 B12 1.769(6)
B10 B11 1.792(5)
B11 B12 1.770(5)
