#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/78/4067800.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_4067800
loop_
_publ_author_name
'Song, Bingxu'
'Kirschbaum, Kristin'
'Mason, Mark R.'
_publ_section_title
;
 Planar, Three-Coordinate Boron Monohydrides Ligated by
 Bis(3-methylindolyl)methanes
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              191
_journal_paper_doi               10.1021/om2006694
_journal_volume                  31
_journal_year                    2012
_chemical_formula_sum            'C25 H21 B N2'
_chemical_formula_weight         360.25
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.746(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6244(13)
_cell_length_b                   9.4559(13)
_cell_length_c                   20.650(3)
_cell_measurement_reflns_used    862
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.5
_cell_measurement_theta_min      2.9
_cell_volume                     1857.4(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device_type  'Bruker platform with 1K CCD'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11882
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.68
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.807
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS;Sheldrick1996;Blessing,ActaC.1995,A51,33
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelpiped
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         4374
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0489
_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)+(0.0410P)²+0.9236P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1124
_reflns_number_gt                3425
_reflns_number_total             4374
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om2006694_si_002.cif
_cod_data_source_block           8
_cod_original_cell_volume        1857.5(4)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4067800
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
N2 N 0.97658(12) 0.22440(13) 0.04953(6) 0.0209(3) Uani 1 1 d
N1 N 1.14357(12) 0.37690(13) 0.00777(6) 0.0207(3) Uani 1 1 d
C18 C 1.22003(15) 0.44361(16) -0.03632(7) 0.0217(3) Uani 1 1 d
C21 C 1.00733(14) 0.28348(15) 0.11283(7) 0.0206(3) Uani 1 1 d
C2 C 1.25031(15) 0.31908(16) 0.17165(7) 0.0215(3) Uani 1 1 d
C12 C 1.26271(15) 0.55987(15) 0.06246(7) 0.0224(3) Uani 1 1 d
C11 C 1.17451(15) 0.44953(15) 0.06801(7) 0.0202(3) Uani 1 1 d
C1 C 1.12494(15) 0.38922(16) 0.12837(7) 0.0208(3) Uani 1 1 d
C22 C 0.92762(15) 0.22189(16) 0.15389(7) 0.0231(3) Uani 1 1 d
C28 C 0.87128(15) 0.12298(15) 0.05191(8) 0.0226(3) Uani 1 1 d
C19 C 1.32129(18) 0.66303(18) 0.11433(8) 0.0275(3) Uani 1 1 d
C13 C 1.29485(15) 0.55690(15) -0.00370(7) 0.0222(3) Uani 1 1 d
C17 C 1.22880(17) 0.40929(17) -0.10089(8) 0.0265(3) Uani 1 1 d
C23 C 0.83987(15) 0.11828(16) 0.11605(8) 0.0240(3) Uani 1 1 d
C14 C 1.38283(16) 0.63794(17) -0.03713(8) 0.0266(3) Uani 1 1 d
C27 C 0.80030(16) 0.04047(17) 0.00148(8) 0.0263(3) Uani 1 1 d
C3 C 1.32332(17) 0.38682(19) 0.22601(8) 0.0291(4) Uani 1 1 d
C15 C 1.39250(17) 0.60431(18) -0.10147(8) 0.0296(4) Uani 1 1 d
C6 C 1.41035(17) 0.12126(19) 0.19160(8) 0.0302(4) Uani 1 1 d
C16 C 1.31622(17) 0.49209(18) -0.13289(8) 0.0291(4) Uani 1 1 d
C7 C 1.29457(16) 0.18544(17) 0.15512(8) 0.0243(3) Uani 1 1 d
C24 C 0.73526(16) 0.02560(17) 0.13073(9) 0.0282(4) Uani 1 1 d
B1 B 1.04076(17) 0.26783(18) -0.00509(8) 0.0220(3) Uani 1 1 d
C4 C 1.43972(18) 0.3218(2) 0.26285(8) 0.0366(4) Uani 1 1 d
C5 C 1.48331(18) 0.1902(2) 0.24547(8) 0.0348(4) Uani 1 1 d
C26 C 0.69584(17) -0.04873(17) 0.01716(9) 0.0307(4) Uani 1 1 d
C29 C 0.92823(19) 0.2544(2) 0.22472(8) 0.0319(4) Uani 1 1 d
C25 C 0.66376(17) -0.05644(18) 0.08079(9) 0.0316(4) Uani 1 1 d
H1 H 1.0910(16) 0.4663(17) 0.1545(8) 0.023(4) Uiso 1 1 d
H1B H 1.0123(16) 0.2201(16) -0.0532(8) 0.021(4) Uiso 1 1 d
H3 H 1.2927(18) 0.477(2) 0.2386(9) 0.033(5) Uiso 1 1 d
H7 H 1.2422(17) 0.1365(18) 0.1169(8) 0.026(4) Uiso 1 1 d
H27 H 0.8257(17) 0.0439(17) -0.0425(9) 0.026(4) Uiso 1 1 d
H17 H 1.1764(19) 0.327(2) -0.1221(9) 0.037(5) Uiso 1 1 d
H19C H 1.263(2) 0.670(2) 0.1513(10) 0.044(5) Uiso 1 1 d
H24 H 0.7109(18) 0.0225(18) 0.1754(9) 0.031(5) Uiso 1 1 d
H15 H 1.4539(18) 0.6584(18) -0.1246(8) 0.028(4) Uiso 1 1 d
H14 H 1.4358(18) 0.7148(19) -0.0157(9) 0.032(5) Uiso 1 1 d
H6 H 1.440(2) 0.025(2) 0.1786(10) 0.045(6) Uiso 1 1 d
H25 H 0.5900(19) -0.1199(19) 0.0905(9) 0.035(5) Uiso 1 1 d
H16 H 1.3296(18) 0.4699(18) -0.1781(9) 0.032(5) Uiso 1 1 d
H4 H 1.489(2) 0.371(2) 0.3024(10) 0.041(5) Uiso 1 1 d
H19B H 1.327(2) 0.758(2) 0.0965(10) 0.048(6) Uiso 1 1 d
H19A H 1.418(2) 0.633(2) 0.1361(10) 0.050(6) Uiso 1 1 d
H26 H 0.6444(19) -0.108(2) -0.0184(9) 0.038(5) Uiso 1 1 d
H29B H 0.963(2) 0.172(2) 0.2527(11) 0.060(7) Uiso 1 1 d
H29A H 0.832(2) 0.274(2) 0.2347(10) 0.052(6) Uiso 1 1 d
H5 H 1.567(2) 0.145(2) 0.2709(10) 0.048(6) Uiso 1 1 d
H29C H 0.988(3) 0.335(3) 0.2408(13) 0.083(8) 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'
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
C28 N2 C21 106.82(12)
C28 N2 B1 128.84(13)
C21 N2 B1 124.30(13)
C18 N1 C11 106.95(12)
C18 N1 B1 128.41(13)
C11 N1 B1 124.27(13)
C17 C18 C13 122.53(14)
C17 C18 N1 129.24(14)
C13 C18 N1 108.22(12)
C22 C21 N2 110.47(13)
C22 C21 C1 128.94(13)
N2 C21 C1 120.31(12)
C3 C2 C7 118.76(14)
C3 C2 C1 121.81(14)
C7 C2 C1 119.41(13)
C11 C12 C13 106.88(13)
C11 C12 C19 127.76(14)
C13 C12 C19 125.32(14)
C12 C11 N1 110.45(13)
C12 C11 C1 129.61(13)
N1 C11 C1 119.46(12)
C21 C1 C11 113.28(12)
C21 C1 C2 109.57(12)
C11 C1 C2 108.87(11)
C21 C1 H1 107.8(9)
C11 C1 H1 110.0(9)
C2 C1 H1 107.2(9)
C21 C22 C23 107.02(13)
C21 C22 C29 127.20(14)
C23 C22 C29 125.77(14)
C27 C28 N2 129.17(14)
C27 C28 C23 122.40(14)
N2 C28 C23 108.39(13)
C12 C19 H19C 113.0(11)
C12 C19 H19B 111.5(12)
H19C C19 H19B 107.2(16)
C12 C19 H19A 111.1(12)
H19C C19 H19A 104.9(15)
H19B C19 H19A 108.8(17)
C14 C13 C18 119.06(14)
C14 C13 C12 133.45(15)
C18 C13 C12 107.46(13)
C18 C17 C16 117.09(15)
C18 C17 H17 120.5(11)
C16 C17 H17 122.4(11)
C24 C23 C28 119.25(14)
C24 C23 C22 133.43(15)
C28 C23 C22 107.29(13)
C15 C14 C13 118.83(15)
C15 C14 H14 120.7(11)
C13 C14 H14 120.4(11)
C26 C27 C28 117.13(15)
C26 C27 H27 122.0(10)
C28 C27 H27 120.8(10)
C2 C3 C4 120.19(16)
C2 C3 H3 119.7(11)
C4 C3 H3 120.1(11)
C14 C15 C16 120.99(15)
C14 C15 H15 119.4(10)
C16 C15 H15 119.6(10)
C5 C6 C7 119.87(17)
C5 C6 H6 120.9(11)
C7 C6 H6 119.3(11)
C17 C16 C15 121.51(16)
C17 C16 H16 120.5(10)
C15 C16 H16 117.9(10)
C6 C7 C2 120.97(15)
C6 C7 H7 120.0(10)
C2 C7 H7 119.0(10)
C25 C24 C23 118.70(16)
C25 C24 H24 121.2(10)
C23 C24 H24 120.1(10)
N1 B1 N2 115.64(13)
N1 B1 H1B 122.8(8)
N2 B1 H1B 121.6(8)
C5 C4 C3 120.40(16)
C5 C4 H4 120.5(11)
C3 C4 H4 119.1(11)
C4 C5 C6 119.80(16)
C4 C5 H5 120.7(12)
C6 C5 H5 119.5(12)
C27 C26 C25 121.52(15)
C27 C26 H26 117.9(11)
C25 C26 H26 120.6(11)
C22 C29 H29B 111.0(13)
C22 C29 H29A 112.1(12)
H29B C29 H29A 105.5(17)
C22 C29 H29C 113.9(15)
H29B C29 H29C 106.4(19)
H29A C29 H29C 107.5(19)
C24 C25 C26 120.98(15)
C24 C25 H25 119.1(11)
C26 C25 H25 119.9(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N2 C28 1.4015(19)
N2 C21 1.4109(18)
N2 B1 1.426(2)
N1 C18 1.4044(19)
N1 C11 1.4124(18)
N1 B1 1.426(2)
C18 C17 1.387(2)
C18 C13 1.404(2)
C21 C22 1.358(2)
C21 C1 1.508(2)
C2 C3 1.387(2)
C2 C7 1.392(2)
C2 C1 1.538(2)
C12 C11 1.361(2)
C12 C13 1.446(2)
C12 C19 1.494(2)
C11 C1 1.512(2)
C1 H1 0.991(16)
C22 C23 1.443(2)
C22 C29 1.494(2)
C28 C27 1.394(2)
C28 C23 1.403(2)
C19 H19C 1.02(2)
C19 H19B 0.97(2)
C19 H19A 1.01(2)
C13 C14 1.399(2)
C17 C16 1.388(2)
C17 H17 0.992(19)
C23 C24 1.402(2)
C14 C15 1.383(2)
C14 H14 0.957(18)
C27 C26 1.388(2)
C27 H27 0.977(17)
C3 C4 1.397(2)
C3 H3 0.951(19)
C15 C16 1.393(2)
C15 H15 0.962(17)
C6 C5 1.385(2)
C6 C7 1.386(2)
C6 H6 1.00(2)
C16 H16 0.985(18)
C7 H7 0.985(17)
C24 C25 1.387(2)
C24 H24 0.985(18)
B1 H1B 1.089(16)
C4 C5 1.378(3)
C4 H4 0.996(19)
C5 H5 0.99(2)
C26 C25 1.397(3)
C26 H26 0.994(19)
C29 H29B 1.00(2)
C29 H29A 0.99(2)
C29 H29C 0.98(3)
C25 H25 0.973(19)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659709
