#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:55:45 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180240 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/26/7112689.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_7112689
loop_
_publ_author_name
'Baik, Chul'
'Wang, Suning'
_publ_section_title
;
 Inhibiting olefin cis, trans-photoisomerization and enhancing
 electron-accepting ability of a diboryl compound by metal chelation.
;
_journal_issue                   33
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9432
_journal_page_last               9434
_journal_paper_doi               10.1039/c1cc13054d
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C36 H34 B N2'
_chemical_formula_weight         505.46
_chemical_name_systematic
;

?

;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 104.121(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.857(6)
_cell_length_b                   10.653(3)
_cell_length_c                   28.098(7)
_cell_measurement_reflns_used    597
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      17.60
_cell_measurement_theta_min      2.64
_cell_volume                     6635(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_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      180(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.1122
_diffrn_reflns_av_sigmaI/netI    0.2155
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            16111
_diffrn_reflns_theta_full        27.17
_diffrn_reflns_theta_max         27.17
_diffrn_reflns_theta_min         2.07
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.058
_exptl_absorpt_correction_T_max  0.9971
_exptl_absorpt_correction_T_min  0.9885
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.012
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       thin
_exptl_crystal_F_000             2152
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;Disordered toluene solvent molecules (two per unit cell) are removed.

;
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.797
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         7291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.797
_refine_ls_R_factor_all          0.2270
_refine_ls_R_factor_gt           0.0785
_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)+(0.0870P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.2173
_reflns_number_gt                2256
_reflns_number_total             7291
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7106774
_cod_data_source_file            c1cc13054d.txt
_cod_data_source_block           baik12
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7112689
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 1.24672(19) -0.1067(4) 0.87171(15) 0.0342(11) Uani 1 1 d .
N1 N 1.21413(13) -0.1568(3) 0.81633(10) 0.0317(7) Uani 1 1 d .
N2 N 1.03357(14) 0.1480(3) 0.52301(11) 0.0417(9) Uani 1 1 d .
C1 C 1.25541(16) -0.2445(3) 0.89727(13) 0.0376(9) Uani 1 1 d .
C2 C 1.28325(17) -0.2863(4) 0.94424(13) 0.0455(11) Uani 1 1 d .
H2A H 1.2991 -0.2266 0.9692 0.055 Uiso 1 1 calc R
C3 C 1.28836(18) -0.4124(4) 0.95535(15) 0.0528(12) Uani 1 1 d .
H3A H 1.3068 -0.4379 0.9880 0.063 Uiso 1 1 calc R
C4 C 1.26731(19) -0.5019(4) 0.92016(15) 0.0529(12) Uani 1 1 d .
H4A H 1.2710 -0.5884 0.9286 0.064 Uiso 1 1 calc R
C5 C 1.24101(18) -0.4664(4) 0.87305(15) 0.0504(11) Uani 1 1 d .
H5A H 1.2267 -0.5274 0.8483 0.060 Uiso 1 1 calc R
C6 C 1.23564(17) -0.3378(3) 0.86223(14) 0.0385(10) Uani 1 1 d .
C7 C 1.20861(16) -0.2826(3) 0.81462(13) 0.0368(9) Uani 1 1 d .
C8 C 1.17885(17) -0.3405(3) 0.77072(14) 0.0447(10) Uani 1 1 d .
H8A H 1.1750 -0.4293 0.7693 0.054 Uiso 1 1 calc R
C9 C 1.15520(17) -0.2699(4) 0.72975(13) 0.0435(10) Uani 1 1 d .
H9A H 1.1358 -0.3100 0.6999 0.052 Uiso 1 1 calc R
C10 C 1.15953(16) -0.1386(3) 0.73180(13) 0.0353(9) Uani 1 1 d .
C11 C 1.18917(15) -0.0883(3) 0.77653(13) 0.0351(9) Uani 1 1 d .
H11A H 1.1920 0.0005 0.7792 0.042 Uiso 1 1 calc R
C12 C 1.13585(16) -0.0566(3) 0.69062(13) 0.0384(10) Uani 1 1 d .
H12A H 1.1419 0.0310 0.6962 0.046 Uiso 1 1 calc R
C13 C 1.10654(16) -0.0917(4) 0.64580(14) 0.0441(11) Uani 1 1 d .
H13A H 1.1004 -0.1792 0.6401 0.053 Uiso 1 1 calc R
C14 C 1.08276(16) -0.0071(3) 0.60414(13) 0.0395(10) Uani 1 1 d .
C15 C 1.04541(16) -0.0542(3) 0.56093(13) 0.0389(10) Uani 1 1 d .
H15A H 1.0369 -0.1416 0.5580 0.047 Uiso 1 1 calc R
C16 C 1.02087(15) 0.0244(3) 0.52261(12) 0.0348(9) Uani 1 1 d .
C17 C 1.09453(18) 0.1219(4) 0.60511(14) 0.0477(11) Uani 1 1 d .
H17A H 1.1191 0.1601 0.6336 0.057 Uiso 1 1 calc R
C18 C 1.06989(18) 0.1928(4) 0.56393(14) 0.0499(11) Uani 1 1 d .
H18A H 1.0795 0.2797 0.5649 0.060 Uiso 1 1 calc R
C19 C 1.31565(17) -0.0531(3) 0.87885(14) 0.0370(9) Uani 1 1 d .
C20 C 1.34252(17) 0.0107(3) 0.92319(15) 0.0428(10) Uani 1 1 d .
C21 C 1.40145(18) 0.0579(4) 0.93221(17) 0.0519(12) Uani 1 1 d .
H21A H 1.4176 0.1016 0.9620 0.062 Uiso 1 1 calc R
C22 C 1.43605(18) 0.0430(4) 0.89959(19) 0.0528(12) Uani 1 1 d .
C23 C 1.41280(18) -0.0242(3) 0.85661(16) 0.0486(11) Uani 1 1 d .
H23A H 1.4371 -0.0377 0.8340 0.058 Uiso 1 1 calc R
C24 C 1.35379(17) -0.0722(3) 0.84636(14) 0.0370(9) Uani 1 1 d .
C25 C 1.33472(18) -0.1464(3) 0.79912(14) 0.0472(11) Uani 1 1 d .
H25A H 1.3697 -0.1591 0.7852 0.071 Uiso 1 1 calc R
H25B H 1.3034 -0.1000 0.7756 0.071 Uiso 1 1 calc R
H25C H 1.3187 -0.2280 0.8059 0.071 Uiso 1 1 calc R
C26 C 1.31012(19) 0.0351(4) 0.96301(14) 0.0580(12) Uani 1 1 d .
H26A H 1.3383 0.0242 0.9952 0.087 Uiso 1 1 calc R
H26B H 1.2766 -0.0241 0.9597 0.087 Uiso 1 1 calc R
H26C H 1.2945 0.1211 0.9600 0.087 Uiso 1 1 calc R
C27 C 1.5007(2) 0.0945(4) 0.9096(2) 0.0929(19) Uani 1 1 d .
H27A H 1.5136 0.1218 0.9439 0.139 Uiso 1 1 calc R
H27B H 1.5018 0.1660 0.8879 0.139 Uiso 1 1 calc R
H27C H 1.5278 0.0286 0.9035 0.139 Uiso 1 1 calc R
C28 C 1.19805(16) -0.0037(3) 0.88298(12) 0.0355(9) Uani 1 1 d .
C29 C 1.20160(16) 0.1248(3) 0.87102(14) 0.0382(10) Uani 1 1 d .
C30 C 1.16179(18) 0.2122(4) 0.88370(15) 0.0496(11) Uani 1 1 d .
H30A H 1.1656 0.2981 0.8759 0.060 Uiso 1 1 calc R
C31 C 1.11776(19) 0.1792(4) 0.90675(16) 0.0530(12) Uani 1 1 d .
C32 C 1.11151(17) 0.0523(4) 0.91546(14) 0.0469(11) Uani 1 1 d .
H32A H 1.0804 0.0262 0.9303 0.056 Uiso 1 1 calc R
C33 C 1.14935(17) -0.0385(4) 0.90316(13) 0.0393(10) Uani 1 1 d .
C34 C 1.24608(17) 0.1789(3) 0.84405(14) 0.0441(10) Uani 1 1 d .
H34A H 1.2256 0.2416 0.8202 0.066 Uiso 1 1 calc R
H34B H 1.2616 0.1113 0.8268 0.066 Uiso 1 1 calc R
H34C H 1.2797 0.2185 0.8677 0.066 Uiso 1 1 calc R
C35 C 1.13490(19) -0.1741(3) 0.91309(16) 0.0564(12) Uani 1 1 d .
H35A H 1.0980 -0.1768 0.9249 0.085 Uiso 1 1 calc R
H35B H 1.1684 -0.2099 0.9380 0.085 Uiso 1 1 calc R
H35C H 1.1291 -0.2229 0.8827 0.085 Uiso 1 1 calc R
C36 C 1.0770(2) 0.2775(4) 0.9207(2) 0.0861(17) Uani 1 1 d .
H36A H 1.0947 0.3609 0.9194 0.129 Uiso 1 1 calc R
H36B H 1.0729 0.2612 0.9540 0.129 Uiso 1 1 calc R
H36C H 1.0372 0.2740 0.8976 0.129 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'
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_3
C1 B1 C19 104.5(3) .
C1 B1 N1 95.9(3) .
C19 B1 N1 115.4(3) .
C1 B1 C28 122.2(3) .
C19 B1 C28 114.7(3) .
N1 B1 C28 103.1(3) .
C11 N1 C7 119.7(3) .
C11 N1 B1 128.0(3) .
C7 N1 B1 112.0(3) .
C18 N2 C16 116.4(3) .
C2 C1 C6 115.9(3) .
C2 C1 B1 133.4(3) .
C6 C1 B1 110.4(3) .
C3 C2 C1 121.4(4) .
C3 C2 H2A 119.3 .
C1 C2 H2A 119.3 .
C4 C3 C2 121.2(4) .
C4 C3 H3A 119.4 .
C2 C3 H3A 119.4 .
C5 C4 C3 120.0(4) .
C5 C4 H4A 120.0 .
C3 C4 H4A 120.0 .
C4 C5 C6 118.3(4) .
C4 C5 H5A 120.8 .
C6 C5 H5A 120.8 .
C1 C6 C5 123.2(3) .
C1 C6 C7 110.7(3) .
C5 C6 C7 126.1(4) .
N1 C7 C8 119.5(3) .
N1 C7 C6 110.8(3) .
C8 C7 C6 129.7(3) .
C9 C8 C7 120.4(3) .
C9 C8 H8A 119.8 .
C7 C8 H8A 119.8 .
C8 C9 C10 120.2(3) .
C8 C9 H9A 119.9 .
C10 C9 H9A 119.9 .
C11 C10 C9 116.0(3) .
C11 C10 C12 119.9(3) .
C9 C10 C12 124.1(3) .
N1 C11 C10 124.2(3) .
N1 C11 H11A 117.9 .
C10 C11 H11A 117.9 .
C13 C12 C10 126.3(4) .
C13 C12 H12A 116.8 .
C10 C12 H12A 116.8 .
C12 C13 C14 125.7(4) .
C12 C13 H13A 117.1 .
C14 C13 H13A 117.1 .
C15 C14 C17 116.4(3) .
C15 C14 C13 120.0(3) .
C17 C14 C13 123.7(3) .
C16 C15 C14 120.6(3) .
C16 C15 H15A 119.7 .
C14 C15 H15A 119.7 .
N2 C16 C15 123.0(3) .
N2 C16 C16 116.2(4) 5_756
C15 C16 C16 120.8(4) 5_756
C18 C17 C14 118.9(3) .
C18 C17 H17A 120.5 .
C14 C17 H17A 120.5 .
N2 C18 C17 124.6(4) .
N2 C18 H18A 117.7 .
C17 C18 H18A 117.7 .
C20 C19 C24 115.5(3) .
C20 C19 B1 118.1(4) .
C24 C19 B1 126.3(3) .
C21 C20 C19 121.4(4) .
C21 C20 C26 115.3(4) .
C19 C20 C26 123.2(4) .
C22 C21 C20 121.9(4) .
C22 C21 H21A 119.1 .
C20 C21 H21A 119.1 .
C21 C22 C23 118.9(4) .
C21 C22 C27 121.8(4) .
C23 C22 C27 119.3(5) .
C22 C23 C24 120.6(4) .
C22 C23 H23A 119.7 .
C24 C23 H23A 119.7 .
C23 C24 C19 121.6(4) .
C23 C24 C25 115.2(4) .
C19 C24 C25 123.2(3) .
C24 C25 H25A 109.5 .
C24 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
C24 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
C20 C26 H26A 109.5 .
C20 C26 H26B 109.5 .
H26A C26 H26B 109.5 .
C20 C26 H26C 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
C22 C27 H27A 109.5 .
C22 C27 H27B 109.5 .
H27A C27 H27B 109.5 .
C22 C27 H27C 109.5 .
H27A C27 H27C 109.5 .
H27B C27 H27C 109.5 .
C29 C28 C33 116.4(3) .
C29 C28 B1 121.2(3) .
C33 C28 B1 122.4(3) .
C30 C29 C28 120.1(4) .
C30 C29 C34 115.3(3) .
C28 C29 C34 124.6(3) .
C31 C30 C29 123.0(4) .
C31 C30 H30A 118.5 .
C29 C30 H30A 118.5 .
C30 C31 C32 116.9(4) .
C30 C31 C36 120.9(4) .
C32 C31 C36 122.2(4) .
C31 C32 C33 122.3(4) .
C31 C32 H32A 118.8 .
C33 C32 H32A 118.8 .
C32 C33 C28 120.8(3) .
C32 C33 C35 115.9(4) .
C28 C33 C35 123.3(4) .
C29 C34 H34A 109.5 .
C29 C34 H34B 109.5 .
H34A C34 H34B 109.5 .
C29 C34 H34C 109.5 .
H34A C34 H34C 109.5 .
H34B C34 H34C 109.5 .
C33 C35 H35A 109.5 .
C33 C35 H35B 109.5 .
H35A C35 H35B 109.5 .
C33 C35 H35C 109.5 .
H35A C35 H35C 109.5 .
H35B C35 H35C 109.5 .
C31 C36 H36A 109.5 .
C31 C36 H36B 109.5 .
H36A C36 H36B 109.5 .
C31 C36 H36C 109.5 .
H36A C36 H36C 109.5 .
H36B C36 H36C 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 1.625(5) .
B1 C19 1.641(6) .
B1 N1 1.642(5) .
B1 C28 1.648(5) .
N1 C11 1.341(4) .
N1 C7 1.346(4) .
N2 C18 1.332(4) .
N2 C16 1.348(4) .
C1 C2 1.391(5) .
C1 C6 1.395(5) .
C2 C3 1.378(5) .
C2 H2A 0.9500 .
C3 C4 1.373(5) .
C3 H3A 0.9500 .
C4 C5 1.367(5) .
C4 H4A 0.9500 .
C5 C6 1.402(5) .
C5 H5A 0.9500 .
C6 C7 1.454(5) .
C7 C8 1.398(5) .
C8 C9 1.371(5) .
C8 H8A 0.9500 .
C9 C10 1.402(5) .
C9 H9A 0.9500 .
C10 C11 1.382(5) .
C10 C12 1.446(5) .
C11 H11A 0.9500 .
C12 C13 1.328(5) .
C12 H12A 0.9500 .
C13 C14 1.473(5) .
C13 H13A 0.9500 .
C14 C15 1.396(4) .
C14 C17 1.399(5) .
C15 C16 1.371(5) .
C15 H15A 0.9500 .
C16 C16 1.484(6) 5_756
C17 C18 1.381(5) .
C17 H17A 0.9500 .
C18 H18A 0.9500 .
C19 C20 1.421(5) .
C19 C24 1.422(5) .
C20 C21 1.402(5) .
C20 C26 1.507(5) .
C21 C22 1.358(6) .
C21 H21A 0.9500 .
C22 C23 1.393(6) .
C22 C27 1.536(6) .
C23 C24 1.405(5) .
C23 H23A 0.9500 .
C24 C25 1.515(5) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 C29 1.416(5) .
C28 C33 1.417(5) .
C29 C30 1.407(5) .
C29 C34 1.522(5) .
C30 C31 1.369(5) .
C30 H30A 0.9500 .
C31 C32 1.388(5) .
C31 C36 1.515(5) .
C32 C33 1.396(5) .
C32 H32A 0.9500 .
C33 C35 1.522(5) .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.500 0.009 0.250 309.8 24.4
2 1.000 -0.034 0.250 309.8 24.4
3 0.500 -0.043 0.750 309.8 24.5
4 1.000 -0.007 0.750 309.8 24.5
