#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:27:54 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178871 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/00/4110030.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_4110030
loop_
_publ_author_name
'Yuzhong Wang'
'Brandon Quillian'
'Pingrong Wei'
'Chaitanya S. Wannere'
'Yaoming Xie'
'R. Bruce King'
'Henry F. Schaefer'
'Paul V. R. Schleyer'
'Gregory H. Robinson'
_publ_section_title
;
 A Stable Neutral Diborene Containing a BB Double Bond
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12412
_journal_page_last               12413
_journal_paper_doi               10.1021/ja075932i
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C54 H76 B2 N4'
_chemical_formula_weight         802.80
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 110.296(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.8024(17)
_cell_length_b                   14.372(2)
_cell_length_c                   14.466(2)
_cell_measurement_temperature    273(2)
_cell_volume                     2496.4(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33107
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  0.9970
_exptl_absorpt_correction_T_min  0.9820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.068
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         5941
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0532
_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)+(0.0677P)²+0.4874P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1548
_reflns_number_gt                3593
_reflns_number_total             5941
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja075932isi20070807_123445.cif
_cod_data_source_block           uga613
_cod_database_code               4110030
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
B1 B 1.00564(15) -0.01180(13) 0.06365(14) 0.0414(4) Uani 1 1 d .
H1 H 1.0954(15) 0.0012(13) 0.1168(13) 0.060(5) Uiso 1 1 d .
H2 H 0.9775(15) -0.0864(14) 0.0708(14) 0.065(5) Uiso 1 1 d .
N1 N 0.94672(10) 0.14469(9) 0.12901(9) 0.0397(3) Uani 1 1 d .
N2 N 0.81363(10) 0.04538(9) 0.07543(9) 0.0403(3) Uani 1 1 d .
C1 C 0.92430(12) 0.05710(10) 0.09011(10) 0.0357(3) Uani 1 1 d .
C2 C 0.85212(14) 0.18528(12) 0.13695(14) 0.0522(4) Uani 1 1 d .
H2A H 0.8472 0.2445 0.1610 0.063 Uiso 1 1 calc R
C3 C 0.76970(14) 0.12414(12) 0.10385(13) 0.0519(4) Uani 1 1 d .
H3A H 0.6964 0.1325 0.1004 0.062 Uiso 1 1 calc R
C4 C 0.75122(13) -0.04041(11) 0.05042(12) 0.0441(4) Uani 1 1 d .
C5 C 0.67744(13) -0.05307(12) -0.04543(12) 0.0455(4) Uani 1 1 d .
C6 C 0.61547(16) -0.13501(14) -0.06491(15) 0.0609(5) Uani 1 1 d .
H6A H 0.5663 -0.1464 -0.1284 0.073 Uiso 1 1 calc R
C7 C 0.62573(19) -0.19912(15) 0.00782(17) 0.0730(6) Uani 1 1 d .
H7A H 0.5841 -0.2536 -0.0071 0.088 Uiso 1 1 calc R
C8 C 0.69655(18) -0.18383(15) 0.10208(16) 0.0710(6) Uani 1 1 d .
H8A H 0.7008 -0.2275 0.1507 0.085 Uiso 1 1 calc R
C9 C 0.76215(15) -0.10448(14) 0.12651(14) 0.0568(5) Uani 1 1 d .
C10 C 0.83841(19) -0.08742(17) 0.23157(15) 0.0740(6) Uani 1 1 d .
H10A H 0.8937 -0.0410 0.2296 0.089 Uiso 1 1 calc R
C11 C 0.9015(3) -0.1740(2) 0.2815(2) 0.1108(10) Uani 1 1 d .
H11A H 0.9440 -0.1978 0.2435 0.166 Uiso 1 1 calc R
H11B H 0.8495 -0.2205 0.2858 0.166 Uiso 1 1 calc R
H11C H 0.9508 -0.1584 0.3465 0.166 Uiso 1 1 calc R
C12 C 0.7740(3) -0.0471(2) 0.29295(19) 0.1128(10) Uani 1 1 d .
H12A H 0.7350 0.0078 0.2614 0.169 Uiso 1 1 calc R
H12B H 0.8249 -0.0313 0.3573 0.169 Uiso 1 1 calc R
H12C H 0.7214 -0.0922 0.2989 0.169 Uiso 1 1 calc R
C13 C 0.65992(14) 0.01908(12) -0.12557(12) 0.0497(4) Uani 1 1 d .
H13A H 0.7247 0.0606 -0.1056 0.060 Uiso 1 1 calc R
C14 C 0.65127(19) -0.02399(15) -0.22332(14) 0.0690(6) Uani 1 1 d .
H14A H 0.7169 -0.0601 -0.2155 0.103 Uiso 1 1 calc R
H14B H 0.6445 0.0243 -0.2709 0.103 Uiso 1 1 calc R
H14C H 0.5869 -0.0635 -0.2457 0.103 Uiso 1 1 calc R
C15 C 0.5571(2) 0.07774(18) -0.13650(19) 0.0877(7) Uani 1 1 d .
H15A H 0.5472 0.1230 -0.1876 0.132 Uiso 1 1 calc R
H15B H 0.5666 0.1089 -0.0754 0.132 Uiso 1 1 calc R
H15C H 0.4928 0.0382 -0.1533 0.132 Uiso 1 1 calc R
C16 C 1.05552(13) 0.18667(11) 0.17335(12) 0.0408(4) Uani 1 1 d .
C17 C 1.09103(14) 0.25265(11) 0.12031(13) 0.0468(4) Uani 1 1 d .
C18 C 1.19456(15) 0.29390(13) 0.16754(15) 0.0583(5) Uani 1 1 d .
H18A H 1.2222 0.3363 0.1332 0.070 Uiso 1 1 calc R
C19 C 1.25659(16) 0.27331(14) 0.26370(16) 0.0633(5) Uani 1 1 d .
H19A H 1.3252 0.3019 0.2939 0.076 Uiso 1 1 calc R
C20 C 1.21733(15) 0.21052(13) 0.31504(14) 0.0589(5) Uani 1 1 d .
H20A H 1.2592 0.1984 0.3806 0.071 Uiso 1 1 calc R
C21 C 1.11642(14) 0.16439(12) 0.27167(12) 0.0469(4) Uani 1 1 d .
C22 C 1.07476(16) 0.09622(14) 0.33099(13) 0.0573(5) Uani 1 1 d .
H22A H 1.0019 0.0739 0.2876 0.069 Uiso 1 1 calc R
C23 C 1.1477(2) 0.01273(17) 0.3636(2) 0.0974(9) Uani 1 1 d .
H23A H 1.1168 -0.0282 0.3999 0.146 Uiso 1 1 calc R
H23B H 1.2208 0.0320 0.4049 0.146 Uiso 1 1 calc R
H23C H 1.1524 -0.0193 0.3069 0.146 Uiso 1 1 calc R
C24 C 1.0567(3) 0.1427(2) 0.4176(2) 0.1251(13) Uani 1 1 d .
H24A H 1.0085 0.1955 0.3951 0.188 Uiso 1 1 calc R
H24B H 1.1269 0.1629 0.4637 0.188 Uiso 1 1 calc R
H24C H 1.0230 0.0994 0.4493 0.188 Uiso 1 1 calc R
C25 C 1.01807(16) 0.28611(12) 0.01927(13) 0.0560(5) Uani 1 1 d .
H25A H 0.9594 0.2397 -0.0086 0.067 Uiso 1 1 calc R
C26 C 0.9622(2) 0.37774(15) 0.02999(18) 0.0830(7) Uani 1 1 d .
H26A H 0.9230 0.3693 0.0751 0.124 Uiso 1 1 calc R
H26B H 0.9108 0.3963 -0.0331 0.124 Uiso 1 1 calc R
H26C H 1.0180 0.4250 0.0547 0.124 Uiso 1 1 calc R
C27 C 1.0798(2) 0.29868(19) -0.05198(18) 0.0922(8) Uani 1 1 d .
H27A H 1.1135 0.2408 -0.0593 0.138 Uiso 1 1 calc R
H27B H 1.1365 0.3451 -0.0270 0.138 Uiso 1 1 calc R
H27C H 1.0285 0.3181 -0.1148 0.138 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'
N N 0.0061 0.0033 '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
C1 B1 B1 107.45(16) . 3_755
C1 B1 H1 108.9(9) . .
B1 B1 H1 110.7(9) 3_755 .
C1 B1 H2 108.1(10) . .
B1 B1 H2 110.3(9) 3_755 .
H1 B1 H2 111.3(13) . .
C1 N1 C2 110.91(13) . .
C1 N1 C16 126.73(12) . .
C2 N1 C16 121.51(13) . .
C1 N2 C3 110.96(13) . .
C1 N2 C4 126.63(13) . .
C3 N2 C4 121.61(13) . .
N2 C1 N1 103.61(12) . .
N2 C1 B1 128.34(14) . .
N1 C1 B1 127.99(13) . .
C3 C2 N1 107.45(15) . .
C3 C2 H2A 126.3 . .
N1 C2 H2A 126.3 . .
C2 C3 N2 107.06(14) . .
C2 C3 H3A 126.5 . .
N2 C3 H3A 126.5 . .
C5 C4 C9 122.92(15) . .
C5 C4 N2 119.07(14) . .
C9 C4 N2 117.84(15) . .
C4 C5 C6 117.00(16) . .
C4 C5 C13 122.85(15) . .
C6 C5 C13 120.11(16) . .
C7 C6 C5 121.13(18) . .
C7 C6 H6A 119.4 . .
C5 C6 H6A 119.4 . .
C8 C7 C6 120.74(19) . .
C8 C7 H7A 119.6 . .
C6 C7 H7A 119.6 . .
C7 C8 C9 121.28(19) . .
C7 C8 H8A 119.4 . .
C9 C8 H8A 119.4 . .
C8 C9 C4 116.89(17) . .
C8 C9 C10 120.75(17) . .
C4 C9 C10 122.32(17) . .
C9 C10 C11 113.2(2) . .
C9 C10 C12 110.9(2) . .
C11 C10 C12 109.9(2) . .
C9 C10 H10A 107.5 . .
C11 C10 H10A 107.5 . .
C12 C10 H10A 107.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C5 C13 C14 112.29(16) . .
C5 C13 C15 110.58(16) . .
C14 C13 C15 110.42(17) . .
C5 C13 H13A 107.8 . .
C14 C13 H13A 107.8 . .
C15 C13 H13A 107.8 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C17 C16 C21 122.84(15) . .
C17 C16 N1 119.19(14) . .
C21 C16 N1 117.74(15) . .
C16 C17 C18 117.13(16) . .
C16 C17 C25 122.59(15) . .
C18 C17 C25 120.06(16) . .
C19 C18 C17 121.44(18) . .
C19 C18 H18A 119.3 . .
C17 C18 H18A 119.3 . .
C18 C19 C20 119.93(17) . .
C18 C19 H19A 120.0 . .
C20 C19 H19A 120.0 . .
C19 C20 C21 121.78(17) . .
C19 C20 H20A 119.1 . .
C21 C20 H20A 119.1 . .
C20 C21 C16 116.80(17) . .
C20 C21 C22 120.40(16) . .
C16 C21 C22 122.76(15) . .
C23 C22 C24 110.7(2) . .
C23 C22 C21 113.17(17) . .
C24 C22 C21 111.71(18) . .
C23 C22 H22A 107.0 . .
C24 C22 H22A 107.0 . .
C21 C22 H22A 107.0 . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C22 C24 H24A 109.5 . .
C22 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C22 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C27 C25 C17 113.75(18) . .
C27 C25 C26 109.82(19) . .
C17 C25 C26 109.18(16) . .
C27 C25 H25A 108.0 . .
C17 C25 H25A 108.0 . .
C26 C25 H25A 108.0 . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 C1 1.577(2) .
B1 B1 1.828(4) 3_755
B1 H1 1.155(18) .
B1 H2 1.147(19) .
N1 C1 1.3681(19) .
N1 C2 1.384(2) .
N1 C16 1.4477(19) .
N2 C1 1.3683(19) .
N2 C3 1.388(2) .
N2 C4 1.445(2) .
C2 C3 1.328(2) .
C2 H2A 0.9300 .
C3 H3A 0.9300 .
C4 C5 1.393(2) .
C4 C9 1.404(2) .
C5 C6 1.393(2) .
C5 C13 1.513(2) .
C6 C7 1.370(3) .
C6 H6A 0.9300 .
C7 C8 1.368(3) .
C7 H7A 0.9300 .
C8 C9 1.387(3) .
C8 H8A 0.9300 .
C9 C10 1.515(3) .
C10 C11 1.523(4) .
C10 C12 1.521(4) .
C10 H10A 0.9800 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 C14 1.512(3) .
C13 C15 1.524(3) .
C13 H13A 0.9800 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 C17 1.392(2) .
C16 C21 1.401(2) .
C17 C18 1.395(2) .
C17 C25 1.514(2) .
C18 C19 1.374(3) .
C18 H18A 0.9300 .
C19 C20 1.370(3) .
C19 H19A 0.9300 .
C20 C21 1.393(2) .
C20 H20A 0.9300 .
C21 C22 1.516(3) .
C22 C23 1.493(3) .
C22 C24 1.508(3) .
C22 H22A 0.9800 .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C25 C27 1.512(3) .
C25 C26 1.532(3) .
C25 H25A 0.9800 .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
C27 H27A 0.9600 .
C27 H27B 0.9600 .
C27 H27C 0.9600 .
