# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and 
#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively. 
#
####################################################################### 

data_bclbianm
_database_code_depnum_ccdc_archive 'CCDC 916524'
#TrackingRef 'web_deposit_cif_file_0_E.V.Baranov_1355926704.2_bclbianm.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H40 B Cl N2'
_chemical_formula_weight         546.96
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
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'
_cell_length_a                   12.9857(16)
_cell_length_b                   19.268(2)
_cell_length_c                   13.4096(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.856(2)
_cell_angle_gamma                90.00
_cell_volume                     3135.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    900
_cell_measurement_theta_min      2
_cell_measurement_theta_max      30
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9007
_exptl_absorpt_correction_T_max  0.9897
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1998a)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23998
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_av_sigmaI/netI    0.0610
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5491
_reflns_number_gt                3949
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1993P)^2^+0.8048P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5491
_refine_ls_number_parameters     327
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.1548
_refine_ls_R_factor_gt           0.1287
_refine_ls_wR_factor_ref         0.3389
_refine_ls_wR_factor_gt          0.3196
_refine_ls_goodness_of_fit_ref   1.246
_refine_ls_restrained_S_all      1.258
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl -0.21495(7) 0.02809(4) 0.07291(6) 0.0442(2) Uani 1 1 d . . .
N1 N -0.22447(16) 0.16404(11) 0.15049(16) 0.0182(5) Uani 1 1 d . . .
N2 N -0.16941(16) 0.15950(11) 0.00447(16) 0.0170(5) Uani 1 1 d . . .
B1 B -0.2015(2) 0.11812(16) 0.0769(2) 0.0204(7) Uani 1 1 d . . .
C1 C -0.20694(19) 0.23054(12) 0.12061(19) 0.0156(6) Uani 1 1 d . . .
C2 C -0.17592(18) 0.22838(12) 0.0338(2) 0.0153(6) Uani 1 1 d . . .
C3 C -0.16212(19) 0.29875(13) 0.0000(2) 0.0166(6) Uani 1 1 d . . .
C4 C -0.18859(19) 0.34203(14) 0.0739(2) 0.0195(6) Uani 1 1 d . . .
C5 C -0.21696(19) 0.30273(13) 0.1503(2) 0.0178(6) Uani 1 1 d . . .
C6 C -0.2453(2) 0.33702(15) 0.2268(2) 0.0298(7) Uani 1 1 d . . .
H6A H -0.2648 0.3124 0.2788 0.036 Uiso 1 1 calc R . .
C7 C -0.2441(3) 0.41098(16) 0.2246(3) 0.0378(8) Uani 1 1 d . . .
H7A H -0.2626 0.4353 0.2776 0.045 Uiso 1 1 calc R . .
C8 C -0.2180(3) 0.44914(17) 0.1509(3) 0.0383(8) Uani 1 1 d . . .
H8A H -0.2197 0.4984 0.1526 0.046 Uiso 1 1 calc R . .
C9 C -0.1881(2) 0.41404(15) 0.0711(2) 0.0264(7) Uani 1 1 d . . .
C10 C -0.1566(3) 0.44500(16) -0.0107(3) 0.0371(8) Uani 1 1 d . . .
H10A H -0.1529 0.4941 -0.0154 0.045 Uiso 1 1 calc R . .
C11 C -0.1319(3) 0.40362(15) -0.0823(3) 0.0367(8) Uani 1 1 d . . .
H11A H -0.1122 0.4252 -0.1367 0.044 Uiso 1 1 calc R . .
C12 C -0.1345(2) 0.32922(14) -0.0788(2) 0.0261(7) Uani 1 1 d . . .
H12A H -0.1173 0.3020 -0.1298 0.031 Uiso 1 1 calc R . .
C13 C -0.2499(2) 0.15136(14) 0.2454(2) 0.0242(6) Uani 1 1 d . . .
C14 C -0.1631(3) 0.14158(16) 0.3411(2) 0.0365(8) Uani 1 1 d . . .
C15 C -0.1887(3) 0.13403(18) 0.4337(3) 0.0503(10) Uani 1 1 d . . .
H15A H -0.1311 0.1274 0.5005 0.060 Uiso 1 1 calc R . .
C16 C -0.2963(3) 0.13616(19) 0.4288(3) 0.0544(10) Uani 1 1 d . . .
H16A H -0.3121 0.1314 0.4924 0.065 Uiso 1 1 calc R . .
C17 C -0.3806(3) 0.14506(19) 0.3333(3) 0.0529(9) Uani 1 1 d . . .
H17A H -0.4546 0.1456 0.3311 0.063 Uiso 1 1 calc R . .
C18 C -0.3592(2) 0.15341(16) 0.2384(2) 0.0343(7) Uani 1 1 d . . .
C19 C -0.0436(3) 0.1399(2) 0.3476(3) 0.0529(9) Uani 1 1 d U . .
H19A H -0.0434 0.1464 0.2736 0.063 Uiso 1 1 calc R . .
C20 C 0.0238(4) 0.1983(2) 0.4159(4) 0.0691(2) Uani 1 1 d U . .
H20A H -0.0140 0.2426 0.3919 0.104 Uiso 1 1 calc R . .
H20B H 0.0966 0.1996 0.4095 0.104 Uiso 1 1 calc R . .
H20C H 0.0323 0.1903 0.4906 0.104 Uiso 1 1 calc R . .
C21 C 0.0087(4) 0.0708(2) 0.3874(4) 0.0691(2) Uani 1 1 d . . .
H21A H -0.0359 0.0338 0.3425 0.104 Uiso 1 1 calc R . .
H21B H 0.0132 0.0641 0.4613 0.104 Uiso 1 1 calc R . .
H21C H 0.0830 0.0696 0.3845 0.104 Uiso 1 1 calc R . .
C22 C -0.4528(3) 0.1653(2) 0.1335(3) 0.0533(7) Uani 1 1 d U . .
H22A H -0.4202 0.1856 0.0827 0.064 Uiso 1 1 calc R . .
C23 C -0.5085(4) 0.0977(2) 0.0851(4) 0.0691(2) Uani 1 1 d U . .
H23A H -0.4535 0.0657 0.0765 0.104 Uiso 1 1 calc R . .
H23B H -0.5652 0.1070 0.0153 0.104 Uiso 1 1 calc R . .
H23C H -0.5426 0.0767 0.1324 0.104 Uiso 1 1 calc R . .
C24 C -0.5384(4) 0.2166(3) 0.1427(4) 0.0691(2) Uani 1 1 d U . .
H24A H -0.5011 0.2582 0.1807 0.104 Uiso 1 1 calc R . .
H24B H -0.5806 0.1950 0.1822 0.104 Uiso 1 1 calc R . .
H24C H -0.5884 0.2295 0.0712 0.104 Uiso 1 1 calc R . .
C25 C -0.1379(2) 0.13874(14) -0.0832(2) 0.0234(6) Uani 1 1 d . . .
C26 C -0.2211(3) 0.12392(17) -0.1811(2) 0.0386(9) Uani 1 1 d . . .
C27 C -0.1870(4) 0.1002(2) -0.2637(3) 0.0583(11) Uani 1 1 d U . .
H27A H -0.2405 0.0876 -0.3306 0.070 Uiso 1 1 calc R . .
C28 C -0.0774(4) 0.0953(2) -0.2484(3) 0.0683(11) Uani 1 1 d . . .
H28A H -0.0561 0.0801 -0.3056 0.082 Uiso 1 1 calc R . .
C29 C 0.0019(3) 0.1115(2) -0.1531(3) 0.0576(9) Uani 1 1 d . . .
H29A H 0.0773 0.1077 -0.1454 0.069 Uiso 1 1 calc R . .
C30 C -0.0255(2) 0.13326(15) -0.0674(3) 0.0326(7) Uani 1 1 d . . .
C31 C -0.3422(3) 0.13193(17) -0.1993(3) 0.0572(9) Uani 1 1 d DU . .
H31A H -0.3488 0.1442 -0.1294 0.069 Uiso 1 1 calc R . .
C32 C -0.3920(4) 0.1921(2) -0.2774(4) 0.0691(2) Uani 1 1 d DU . .
H32A H -0.3419 0.2319 -0.2584 0.104 Uiso 1 1 calc R . .
H32B H -0.4632 0.2053 -0.2733 0.104 Uiso 1 1 calc R . .
H32C H -0.4025 0.1772 -0.3503 0.104 Uiso 1 1 calc R . .
C33 C -0.4036(3) 0.0624(2) -0.2369(4) 0.0691(2) Uani 1 1 d DU . .
H33A H -0.3631 0.0248 -0.1901 0.104 Uiso 1 1 calc R . .
H33B H -0.4088 0.0527 -0.3103 0.104 Uiso 1 1 calc R . .
H33C H -0.4779 0.0655 -0.2342 0.104 Uiso 1 1 calc R . .
C34 C 0.0621(3) 0.1476(2) 0.0399(3) 0.0556(7) Uani 1 1 d U . .
H34A H 0.0303 0.1818 0.0773 0.067 Uiso 1 1 calc R . .
C35 C 0.0909(4) 0.0830(2) 0.1085(4) 0.0691(2) Uani 1 1 d U . .
H35A H 0.0246 0.0650 0.1183 0.104 Uiso 1 1 calc R . .
H35B H 0.1463 0.0944 0.1782 0.104 Uiso 1 1 calc R . .
H35C H 0.1206 0.0477 0.0734 0.104 Uiso 1 1 calc R . .
C36 C 0.1667(4) 0.1794(3) 0.0349(4) 0.0691(2) Uani 1 1 d U . .
H36A H 0.1479 0.2150 -0.0209 0.104 Uiso 1 1 calc R . .
H36B H 0.2113 0.1432 0.0186 0.104 Uiso 1 1 calc R . .
H36C H 0.2087 0.2006 0.1039 0.104 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0841(5) 0.0197(4) 0.0421(4) 0.0002(3) 0.0387(4) -0.0056(3)
N1 0.0237(9) 0.0195(11) 0.0137(10) 0.0007(8) 0.0093(8) -0.0045(8)
N2 0.0242(9) 0.0162(10) 0.0121(10) -0.0005(8) 0.0082(8) 0.0021(8)
B1 0.0269(13) 0.0163(14) 0.0194(15) 0.0005(11) 0.0102(11) 0.0005(11)
C1 0.0200(10) 0.0163(12) 0.0109(11) -0.0007(9) 0.0058(9) -0.0014(9)
C2 0.0167(10) 0.0137(12) 0.0145(12) 0.0007(9) 0.0042(9) 0.0000(9)
C3 0.0173(10) 0.0150(12) 0.0181(12) -0.0014(10) 0.0068(9) -0.0008(9)
C4 0.0210(11) 0.0176(13) 0.0193(13) -0.0034(10) 0.0065(10) -0.0012(9)
C5 0.0212(11) 0.0180(12) 0.0155(12) -0.0033(10) 0.0083(9) -0.0003(9)
C6 0.0414(14) 0.0274(15) 0.0276(14) -0.0069(11) 0.0209(11) -0.0038(12)
C7 0.0580(17) 0.0272(15) 0.0352(16) -0.0147(12) 0.0251(13) -0.0026(13)
C8 0.0518(16) 0.0247(15) 0.0398(17) -0.0093(13) 0.0181(14) 0.0051(13)
C9 0.0312(13) 0.0192(14) 0.0274(15) 0.0004(11) 0.0087(12) 0.0028(10)
C10 0.0526(16) 0.0185(14) 0.0428(18) 0.0042(13) 0.0201(14) 0.0031(13)
C11 0.0572(16) 0.0233(15) 0.0392(16) 0.0152(12) 0.0290(13) 0.0036(13)
C12 0.0371(13) 0.0223(14) 0.0253(14) 0.0013(11) 0.0189(11) 0.0038(11)
C13 0.0417(13) 0.0221(13) 0.0165(12) -0.0016(10) 0.0197(10) -0.0087(11)
C14 0.0602(18) 0.0289(15) 0.0209(14) -0.0009(12) 0.0153(13) -0.0087(14)
C15 0.096(3) 0.0379(19) 0.0177(15) -0.0021(14) 0.0215(16) -0.0099(18)
C16 0.114(2) 0.0305(18) 0.0464(17) 0.0108(13) 0.0626(16) 0.0084(16)
C17 0.0786(18) 0.0372(18) 0.071(2) 0.0143(15) 0.0608(15) 0.0095(16)
C18 0.0486(14) 0.0274(15) 0.0415(15) 0.0089(12) 0.0338(12) 0.0025(12)
C19 0.0380(16) 0.0809(14) 0.0306(17) 0.0236(11) 0.0009(13) -0.0089(13)
C20 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
C21 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
C22 0.0383(11) 0.0674(10) 0.058(2) 0.0200(12) 0.0223(12) -0.0093(7)
C23 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
C24 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
C25 0.0408(13) 0.0176(13) 0.0194(12) 0.0022(10) 0.0203(10) 0.0073(11)
C26 0.0577(18) 0.0379(17) 0.0161(14) -0.0009(13) 0.0082(13) 0.0114(15)
C27 0.089(2) 0.058(2) 0.0253(16) -0.0051(15) 0.0174(15) 0.0165(18)
C28 0.125(3) 0.063(2) 0.0399(18) 0.0176(16) 0.0565(17) 0.045(2)
C29 0.0879(18) 0.0478(19) 0.0675(19) 0.0238(15) 0.0650(15) 0.0356(16)
C30 0.0435(13) 0.0235(14) 0.0443(15) 0.0113(12) 0.0320(12) 0.0099(12)
C31 0.0479(18) 0.0775(9) 0.0274(15) -0.0204(9) -0.0096(15) 0.0088(10)
C32 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
C33 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
C34 0.0468(9) 0.0520(11) 0.068(2) -0.0124(9) 0.0207(12) 0.0174(10)
C35 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
C36 0.0678(3) 0.0680(3) 0.0699(4) 0.0002(3) 0.0225(3) -0.0003(3)
_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 B1 1.742(3) . ?
N1 C1 1.385(3) . ?
N1 B1 1.433(4) . ?
N1 C13 1.445(4) . ?
N2 C2 1.395(3) . ?
N2 B1 1.429(4) . ?
N2 C25 1.433(4) . ?
C1 C2 1.362(4) . ?
C1 C5 1.465(3) . ?
C2 C3 1.461(3) . ?
C3 C12 1.363(4) . ?
C3 C4 1.429(4) . ?
C4 C9 1.388(4) . ?
C4 C5 1.423(4) . ?
C5 C6 1.376(4) . ?
C6 C7 1.426(4) . ?
C7 C8 1.368(5) . ?
C8 C9 1.431(5) . ?
C9 C10 1.430(5) . ?
C10 C11 1.371(5) . ?
C11 C12 1.435(4) . ?
C13 C14 1.386(4) . ?
C13 C18 1.388(4) . ?
C14 C15 1.402(5) . ?
C14 C19 1.524(5) . ?
C15 C16 1.375(6) . ?
C16 C17 1.367(5) . ?
C17 C18 1.406(5) . ?
C18 C22 1.513(5) . ?
C19 C21 1.504(6) . ?
C19 C20 1.516(6) . ?
C22 C23 1.519(6) . ?
C22 C24 1.525(6) . ?
C25 C26 1.401(4) . ?
C25 C30 1.402(4) . ?
C26 C27 1.408(5) . ?
C26 C31 1.511(5) . ?
C27 C28 1.366(6) . ?
C28 C29 1.361(5) . ?
C29 C30 1.384(5) . ?
C30 C34 1.509(5) . ?
C31 C32 1.541(4) . ?
C31 C33 1.550(4) . ?
C34 C36 1.513(6) . ?
C34 C35 1.515(6) . ?
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
_geom_angle_publ_flag
C1 N1 B1 106.0(2) . . ?
C1 N1 C13 121.6(2) . . ?
B1 N1 C13 132.1(2) . . ?
C2 N2 B1 106.1(2) . . ?
C2 N2 C25 124.1(2) . . ?
B1 N2 C25 129.8(2) . . ?
N2 B1 N1 107.8(2) . . ?
N2 B1 Cl1 125.8(2) . . ?
N1 B1 Cl1 126.3(2) . . ?
C2 C1 N1 110.4(2) . . ?
C2 C1 C5 110.1(2) . . ?
N1 C1 C5 139.5(2) . . ?
C1 C2 N2 109.6(2) . . ?
C1 C2 C3 110.1(2) . . ?
N2 C2 C3 140.3(2) . . ?
C12 C3 C4 118.8(2) . . ?
C12 C3 C2 137.3(3) . . ?
C4 C3 C2 103.9(2) . . ?
C9 C4 C5 123.8(3) . . ?
C9 C4 C3 124.0(3) . . ?
C5 C4 C3 112.1(2) . . ?
C6 C5 C4 119.2(2) . . ?
C6 C5 C1 137.0(3) . . ?
C4 C5 C1 103.8(2) . . ?
C5 C6 C7 117.2(3) . . ?
C8 C7 C6 124.0(3) . . ?
C7 C8 C9 119.3(3) . . ?
C4 C9 C10 116.3(3) . . ?
C4 C9 C8 116.5(3) . . ?
C10 C9 C8 127.2(3) . . ?
C11 C10 C9 119.8(3) . . ?
C10 C11 C12 122.9(3) . . ?
C3 C12 C11 118.1(3) . . ?
C14 C13 C18 122.8(3) . . ?
C14 C13 N1 118.2(3) . . ?
C18 C13 N1 118.9(2) . . ?
C13 C14 C15 117.6(3) . . ?
C13 C14 C19 122.1(3) . . ?
C15 C14 C19 120.3(3) . . ?
C16 C15 C14 120.7(3) . . ?
C17 C16 C15 120.7(3) . . ?
C16 C17 C18 120.7(3) . . ?
C13 C18 C17 117.5(3) . . ?
C13 C18 C22 122.1(3) . . ?
C17 C18 C22 120.4(3) . . ?
C21 C19 C20 110.6(3) . . ?
C21 C19 C14 111.1(3) . . ?
C20 C19 C14 112.1(4) . . ?
C18 C22 C23 111.7(3) . . ?
C18 C22 C24 112.9(3) . . ?
C23 C22 C24 109.9(3) . . ?
C26 C25 C30 122.7(3) . . ?
C26 C25 N2 118.4(3) . . ?
C30 C25 N2 118.9(2) . . ?
C25 C26 C27 116.7(3) . . ?
C25 C26 C31 122.8(3) . . ?
C27 C26 C31 120.4(3) . . ?
C28 C27 C26 120.4(3) . . ?
C29 C28 C27 121.7(4) . . ?
C28 C29 C30 121.1(3) . . ?
C29 C30 C25 117.3(3) . . ?
C29 C30 C34 121.3(3) . . ?
C25 C30 C34 121.3(3) . . ?
C26 C31 C32 110.4(3) . . ?
C26 C31 C33 110.5(3) . . ?
C32 C31 C33 112.7(3) . . ?
C30 C34 C36 114.6(4) . . ?
C30 C34 C35 111.6(3) . . ?
C36 C34 C35 109.1(3) . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.669
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.157


data_bbian1m
_database_code_depnum_ccdc_archive 'CCDC 916525'
#TrackingRef 'web_deposit_cif_file_1_E.V.Baranov_1355926704.5_bbian1m.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H41 B N2 O'
_chemical_formula_weight         528.52
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
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'
_cell_length_a                   12.8866(12)
_cell_length_b                   18.7947(17)
_cell_length_c                   13.3897(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.201(2)
_cell_angle_gamma                90.00
_cell_volume                     3043.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    800
_cell_measurement_theta_min      2
_cell_measurement_theta_max      30
_exptl_crystal_description       stick
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9616
_exptl_absorpt_correction_T_max  0.9966
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1998)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25678
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_av_sigmaI/netI    0.0770
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5936
_reflns_number_gt                3080
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1178P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5936
_refine_ls_number_parameters     383
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1645
_refine_ls_R_factor_gt           0.0852
_refine_ls_wR_factor_ref         0.2267
_refine_ls_wR_factor_gt          0.1954
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.3280(2) 0.11682(13) -0.39518(19) 0.0251(6) Uani 1 1 d . . .
O1 O 0.32568(14) 0.04392(8) -0.38853(13) 0.0393(5) Uani 1 1 d . . .
H1 H 0.350(2) 0.0210(16) -0.430(2) 0.070(10) Uiso 1 1 d . . .
N1 N 0.30051(14) 0.16471(9) -0.32519(13) 0.0240(4) Uani 1 1 d . . .
N2 N 0.35709(14) 0.15890(9) -0.47118(13) 0.0225(4) Uani 1 1 d . . .
C1 C 0.31457(16) 0.23313(11) -0.35895(16) 0.0215(5) Uani 1 1 d . . .
C2 C 0.34617(16) 0.23037(11) -0.44488(16) 0.0208(5) Uani 1 1 d . . .
C3 C 0.35883(16) 0.30201(11) -0.48060(16) 0.0223(5) Uani 1 1 d . . .
C4 C 0.33125(17) 0.34653(11) -0.40742(16) 0.0216(5) Uani 1 1 d . . .
C5 C 0.30257(17) 0.30672(11) -0.33015(16) 0.0234(5) Uani 1 1 d . . .
C6 C 0.27255(19) 0.34335(12) -0.25577(17) 0.0293(6) Uani 1 1 d . . .
H6A H 0.2527 0.3186 -0.2031 0.035 Uiso 1 1 calc R . .
C7 C 0.27162(19) 0.41861(12) -0.25885(18) 0.0317(6) Uani 1 1 d . . .
H7A H 0.2510 0.4440 -0.2072 0.038 Uiso 1 1 calc R . .
C8 C 0.29938(18) 0.45611(12) -0.33332(18) 0.0308(6) Uani 1 1 d . . .
H8A H 0.2976 0.5066 -0.3325 0.037 Uiso 1 1 calc R . .
C9 C 0.33075(18) 0.42046(11) -0.41178(17) 0.0258(6) Uani 1 1 d . . .
C10 C 0.36242(19) 0.45115(12) -0.49402(18) 0.0336(6) Uani 1 1 d . . .
H10A H 0.3655 0.5014 -0.4998 0.040 Uiso 1 1 calc R . .
C11 C 0.38846(19) 0.40851(13) -0.56500(19) 0.0359(6) Uani 1 1 d . . .
H11A H 0.4088 0.4305 -0.6194 0.043 Uiso 1 1 calc R . .
C12 C 0.38643(17) 0.33318(12) -0.56099(17) 0.0274(6) Uani 1 1 d . . .
H12A H 0.4036 0.3051 -0.6122 0.033 Uiso 1 1 calc R . .
C13 C 0.27606(18) 0.15288(11) -0.22914(17) 0.0280(6) Uani 1 1 d . . .
C14 C 0.3643(2) 0.14200(12) -0.13342(18) 0.0389(7) Uani 1 1 d . . .
C15 C 0.3400(3) 0.13382(14) -0.0414(2) 0.0550(9) Uani 1 1 d . . .
H15A H 0.3982 0.1252 0.0240 0.066 Uiso 1 1 calc R . .
C16 C 0.2345(3) 0.13791(13) -0.0431(2) 0.0588(8) Uani 1 1 d . . .
H16A H 0.2202 0.1334 0.0216 0.071 Uiso 1 1 calc R . .
C17 C 0.1468(2) 0.14857(14) -0.1377(2) 0.0577(7) Uani 1 1 d . . .
H17A H 0.0733 0.1504 -0.1373 0.069 Uiso 1 1 calc R . .
C18 C 0.1668(2) 0.15663(12) -0.2341(2) 0.0400(6) Uani 1 1 d . . .
C19 C 0.4820(2) 0.14104(16) -0.1296(2) 0.0512(9) Uani 1 1 d . . .
H19A H 0.4814 0.1499 -0.2035 0.061 Uiso 1 1 calc R . .
C20 C 0.5494(3) 0.20032(18) -0.0588(3) 0.0932(15) Uani 1 1 d . . .
H20A H 0.5157 0.2464 -0.0855 0.140 Uiso 1 1 calc R . .
H20B H 0.6252 0.1992 -0.0595 0.140 Uiso 1 1 calc R . .
H20C H 0.5507 0.1934 0.0142 0.140 Uiso 1 1 calc R . .
C21 C 0.5378(3) 0.06964(18) -0.0936(3) 0.0828(12) Uani 1 1 d . . .
H21A H 0.4928 0.0317 -0.1380 0.124 Uiso 1 1 calc R . .
H21B H 0.5456 0.0614 -0.0191 0.124 Uiso 1 1 calc R . .
H21C H 0.6111 0.0698 -0.1006 0.124 Uiso 1 1 calc R . .
C22 C 0.0747(2) 0.16846(15) -0.3377(2) 0.0509(7) Uani 1 1 d . . .
H22A H 0.1065 0.1963 -0.3840 0.061 Uiso 1 1 calc R . .
C23 C 0.0345(3) 0.0994(2) -0.3936(3) 0.0880(14) Uani 1 1 d . . .
H23A H 0.0966 0.0739 -0.4037 0.132 Uiso 1 1 calc R . .
H23B H -0.0221 0.1088 -0.4631 0.132 Uiso 1 1 calc R . .
H23C H 0.0028 0.0702 -0.3506 0.132 Uiso 1 1 calc R . .
C24 C -0.0193(2) 0.2131(2) -0.3254(3) 0.0916(13) Uani 1 1 d . . .
H24A H 0.0094 0.2598 -0.2957 0.137 Uiso 1 1 calc R . .
H24B H -0.0504 0.1888 -0.2774 0.137 Uiso 1 1 calc R . .
H24C H -0.0770 0.2195 -0.3951 0.137 Uiso 1 1 calc R . .
C25 C 0.38488(19) 0.13654(11) -0.56137(17) 0.0271(6) Uani 1 1 d . . .
C26 C 0.4963(2) 0.12920(12) -0.5496(2) 0.0395(6) Uani 1 1 d . A .
C27 C 0.5194(3) 0.10488(14) -0.6387(2) 0.0712(8) Uani 1 1 d DU . .
H27A H 0.5943 0.0994 -0.6335 0.085 Uiso 1 1 calc R . .
C28 C 0.4397(3) 0.08916(18) -0.7304(3) 0.0896(11) Uani 1 1 d U . .
H28A H 0.4590 0.0723 -0.7886 0.108 Uiso 1 1 calc R . .
C29 C 0.3311(4) 0.09694(17) -0.7419(2) 0.0831(13) Uani 1 1 d U . .
H29A H 0.2757 0.0853 -0.8080 0.100 Uiso 1 1 calc R . .
C30 C 0.2993(3) 0.12212(14) -0.6568(2) 0.0526(9) Uani 1 1 d . . .
C31 C 0.58712(17) 0.14664(12) -0.4468(2) 0.0540(9) Uani 1 1 d D . .
H31A H 0.5414 0.1637 -0.4085 0.065 Uiso 1 1 d . . .
C32 C 0.6832(3) 0.1667(3) -0.4844(4) 0.050(2) Uani 0.423(6) 1 d PDU A 1
H32A H 0.7456 0.1839 -0.4237 0.074 Uiso 0.423(6) 1 calc PR A 1
H32B H 0.6592 0.2043 -0.5383 0.074 Uiso 0.423(6) 1 calc PR A 1
H32C H 0.7061 0.1248 -0.5151 0.074 Uiso 0.423(6) 1 calc PR A 1
C32' C 0.6771(4) 0.1994(3) -0.4389(6) 0.115(3) Uani 0.577(6) 1 d PDU A 2
H32D H 0.6712 0.2396 -0.3946 0.173 Uiso 0.577(6) 1 calc PR A 2
H32E H 0.6695 0.2165 -0.5102 0.173 Uiso 0.577(6) 1 calc PR A 2
H32F H 0.7493 0.1765 -0.4067 0.173 Uiso 0.577(6) 1 calc PR A 2
C33 C 0.6288(4) 0.08214(16) -0.3802(3) 0.1021(16) Uani 1 1 d DU A .
H33A H 0.5686 0.0608 -0.3614 0.153 Uiso 1 1 calc R . .
H33B H 0.6891 0.0956 -0.3151 0.153 Uiso 1 1 calc R . .
H33C H 0.6559 0.0476 -0.4202 0.153 Uiso 1 1 calc R . .
C34 C 0.1798(3) 0.13339(18) -0.6697(3) 0.0873(14) Uani 1 1 d . . .
H34A H 0.1785 0.1512 -0.5998 0.105 Uiso 1 1 calc R . .
C35 C 0.1140(4) 0.0641(2) -0.6928(5) 0.139(2) Uani 1 1 d U . .
H35A H 0.1507 0.0289 -0.6381 0.209 Uiso 1 1 calc R . .
H35B H 0.1098 0.0461 -0.7628 0.209 Uiso 1 1 calc R . .
H35C H 0.0391 0.0730 -0.6926 0.209 Uiso 1 1 calc R . .
C36 C 0.1253(4) 0.1898(2) -0.7513(4) 0.1322(19) Uani 1 1 d U . .
H36A H 0.1741 0.2312 -0.7401 0.198 Uiso 1 1 calc R . .
H36B H 0.0551 0.2040 -0.7439 0.198 Uiso 1 1 calc R . .
H36C H 0.1112 0.1707 -0.8229 0.198 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0243(11) 0.0257(13) 0.0284(12) -0.0009(11) 0.0129(10) -0.0016(11)
O1 0.0602(9) 0.0232(8) 0.0476(9) -0.0016(7) 0.0354(8) -0.0038(7)
N1 0.0312(9) 0.0198(9) 0.0246(9) 0.0018(7) 0.0145(7) -0.0009(7)
N2 0.0258(9) 0.0207(9) 0.0236(9) -0.0024(7) 0.0118(7) -0.0021(7)
C1 0.0224(10) 0.0218(10) 0.0207(10) 0.0009(9) 0.0078(8) 0.0019(9)
C2 0.0168(10) 0.0252(11) 0.0173(10) -0.0026(9) 0.0018(8) -0.0002(9)
C3 0.0186(10) 0.0249(11) 0.0221(10) 0.0009(9) 0.0053(9) 0.0018(9)
C4 0.0171(9) 0.0263(11) 0.0193(10) -0.0001(9) 0.0039(8) 0.0017(9)
C5 0.0211(10) 0.0275(11) 0.0218(10) 0.0021(9) 0.0077(8) -0.0003(9)
C6 0.0358(12) 0.0308(12) 0.0249(11) -0.0037(10) 0.0152(9) 0.0017(10)
C7 0.0421(12) 0.0273(12) 0.0315(11) -0.0056(10) 0.0200(10) 0.0023(10)
C8 0.0361(12) 0.0209(11) 0.0377(12) -0.0036(10) 0.0159(10) 0.0018(10)
C9 0.0261(10) 0.0251(11) 0.0266(11) 0.0000(9) 0.0095(9) 0.0007(9)
C10 0.0410(13) 0.0229(11) 0.0378(13) 0.0045(10) 0.0148(11) 0.0008(10)
C11 0.0432(13) 0.0329(13) 0.0396(13) 0.0049(10) 0.0245(11) -0.0003(11)
C12 0.0276(11) 0.0325(12) 0.0279(11) 0.0022(9) 0.0168(9) 0.0002(9)
C13 0.0411(12) 0.0175(10) 0.0336(11) 0.0032(9) 0.0236(10) 0.0020(9)
C14 0.0603(16) 0.0310(13) 0.0255(12) -0.0026(10) 0.0149(12) -0.0090(12)
C15 0.101(2) 0.0399(15) 0.0323(13) -0.0053(11) 0.0329(14) -0.0131(15)
C16 0.127(2) 0.0227(13) 0.0511(14) 0.0044(11) 0.0619(14) 0.0038(14)
C17 0.0843(15) 0.0305(14) 0.0932(17) 0.0162(12) 0.0750(13) 0.0169(12)
C18 0.0513(13) 0.0242(12) 0.0586(14) 0.0166(11) 0.0372(11) 0.0144(10)
C19 0.0448(16) 0.0685(19) 0.0293(14) 0.0022(13) -0.0011(13) -0.0136(14)
C20 0.050(2) 0.065(2) 0.121(3) -0.021(2) -0.027(2) 0.0006(17)
C21 0.093(2) 0.059(2) 0.104(3) -0.0222(19) 0.042(2) 0.0025(18)
C22 0.0415(13) 0.0526(16) 0.0742(16) 0.0289(13) 0.0397(12) 0.0130(12)
C23 0.080(3) 0.097(3) 0.066(2) 0.016(2) -0.001(2) 0.016(2)
C24 0.0466(17) 0.103(3) 0.134(3) 0.028(2) 0.0428(19) 0.0300(18)
C25 0.0403(12) 0.0187(11) 0.0256(11) -0.0014(9) 0.0154(10) 0.0013(9)
C26 0.0531(13) 0.0205(12) 0.0625(14) 0.0026(10) 0.0424(11) 0.0029(10)
C27 0.1232(19) 0.0290(14) 0.1065(18) 0.0103(13) 0.0972(14) 0.0121(14)
C28 0.176(3) 0.0538(19) 0.0668(17) 0.0064(15) 0.0773(16) 0.0328(19)
C29 0.159(3) 0.0478(18) 0.0269(15) -0.0042(14) 0.0115(19) 0.020(2)
C30 0.078(2) 0.0374(14) 0.0262(13) -0.0080(12) -0.0026(14) 0.0105(14)
C31 0.0230(12) 0.0407(15) 0.105(2) -0.0141(15) 0.0305(13) -0.0012(11)
C32 0.030(3) 0.035(3) 0.083(4) -0.012(3) 0.019(3) -0.010(3)
C32' 0.106(5) 0.081(4) 0.125(5) 0.007(4) -0.003(4) -0.045(4)
C33 0.151(3) 0.063(2) 0.070(2) 0.0058(19) 0.010(2) -0.019(2)
C34 0.059(2) 0.064(2) 0.089(3) -0.0312(19) -0.038(2) 0.0135(17)
C35 0.085(3) 0.097(3) 0.190(5) -0.039(3) -0.011(3) -0.014(2)
C36 0.112(3) 0.101(3) 0.120(3) -0.004(3) -0.040(3) 0.027(3)
_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 O1 1.374(3) . ?
B1 N1 1.429(3) . ?
B1 N2 1.437(3) . ?
N1 C1 1.395(3) . ?
N1 C13 1.443(3) . ?
N2 C2 1.408(3) . ?
N2 C25 1.436(3) . ?
C1 C2 1.348(3) . ?
C1 C5 1.458(3) . ?
C2 C3 1.457(3) . ?
C3 C12 1.376(3) . ?
C3 C4 1.424(3) . ?
C4 C9 1.391(3) . ?
C4 C5 1.425(3) . ?
C5 C6 1.372(3) . ?
C6 C7 1.415(3) . ?
C7 C8 1.366(3) . ?
C8 C9 1.418(3) . ?
C9 C10 1.422(3) . ?
C10 C11 1.371(3) . ?
C11 C12 1.418(3) . ?
C13 C18 1.389(3) . ?
C13 C14 1.404(3) . ?
C14 C15 1.380(4) . ?
C14 C19 1.501(4) . ?
C15 C16 1.355(4) . ?
C16 C17 1.390(4) . ?
C17 C18 1.409(4) . ?
C18 C22 1.498(3) . ?
C19 C21 1.520(4) . ?
C19 C20 1.525(4) . ?
C22 C23 1.499(5) . ?
C22 C24 1.529(4) . ?
C25 C26 1.396(3) . ?
C25 C30 1.396(3) . ?
C26 C27 1.402(4) . ?
C26 C31 1.503(3) . ?
C27 C28 1.334(4) . ?
C28 C29 1.362(6) . ?
C29 C30 1.419(5) . ?
C30 C34 1.505(5) . ?
C31 C33 1.491(3) . ?
C31 C32' 1.501(4) . ?
C31 C32 1.535(4) . ?
C34 C36 1.510(5) . ?
C34 C35 1.526(5) . ?
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
_geom_angle_publ_flag
O1 B1 N1 124.7(2) . . ?
O1 B1 N2 127.7(2) . . ?
N1 B1 N2 107.59(19) . . ?
C1 N1 B1 106.17(18) . . ?
C1 N1 C13 121.56(17) . . ?
B1 N1 C13 131.85(18) . . ?
C2 N2 C25 124.40(17) . . ?
C2 N2 B1 105.96(18) . . ?
C25 N2 B1 129.52(18) . . ?
C2 C1 N1 110.64(18) . . ?
C2 C1 C5 110.68(19) . . ?
N1 C1 C5 138.7(2) . . ?
C1 C2 N2 109.63(18) . . ?
C1 C2 C3 110.24(18) . . ?
N2 C2 C3 140.1(2) . . ?
C12 C3 C4 118.8(2) . . ?
C12 C3 C2 137.6(2) . . ?
C4 C3 C2 103.55(18) . . ?
C9 C4 C3 123.8(2) . . ?
C9 C4 C5 123.8(2) . . ?
C3 C4 C5 112.33(19) . . ?
C6 C5 C4 118.2(2) . . ?
C6 C5 C1 138.6(2) . . ?
C4 C5 C1 103.19(18) . . ?
C5 C6 C7 118.8(2) . . ?
C8 C7 C6 122.4(2) . . ?
C7 C8 C9 120.7(2) . . ?
C4 C9 C8 116.1(2) . . ?
C4 C9 C10 116.1(2) . . ?
C8 C9 C10 127.9(2) . . ?
C11 C10 C9 120.3(2) . . ?
C10 C11 C12 123.1(2) . . ?
C3 C12 C11 117.9(2) . . ?
C18 C13 C14 122.6(2) . . ?
C18 C13 N1 118.65(19) . . ?
C14 C13 N1 118.6(2) . . ?
C15 C14 C13 118.0(3) . . ?
C15 C14 C19 120.4(2) . . ?
C13 C14 C19 121.5(2) . . ?
C16 C15 C14 121.0(3) . . ?
C15 C16 C17 121.2(3) . . ?
C16 C17 C18 120.2(3) . . ?
C13 C18 C17 117.0(2) . . ?
C13 C18 C22 121.2(2) . . ?
C17 C18 C22 121.9(2) . . ?
C14 C19 C21 112.6(3) . . ?
C14 C19 C20 111.4(3) . . ?
C21 C19 C20 110.0(2) . . ?
C18 C22 C23 111.1(2) . . ?
C18 C22 C24 112.6(3) . . ?
C23 C22 C24 112.3(3) . . ?
C26 C25 C30 122.7(2) . . ?
C26 C25 N2 118.65(19) . . ?
C30 C25 N2 118.6(2) . . ?
C25 C26 C27 116.6(2) . . ?
C25 C26 C31 121.8(2) . . ?
C27 C26 C31 121.5(2) . . ?
C28 C27 C26 122.3(3) . . ?
C27 C28 C29 120.9(3) . . ?
C28 C29 C30 121.0(3) . . ?
C25 C30 C29 116.4(3) . . ?
C25 C30 C34 122.1(3) . . ?
C29 C30 C34 121.5(3) . . ?
C33 C31 C32' 112.6(3) . . ?
C33 C31 C26 112.1(2) . . ?
C32' C31 C26 123.2(4) . . ?
C33 C31 C32 103.4(3) . . ?
C32' C31 C32 34.0(3) . . ?
C26 C31 C32 102.4(3) . . ?
C30 C34 C36 112.6(4) . . ?
C30 C34 C35 112.2(3) . . ?
C36 C34 C35 111.4(3) . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 B1 N1 C1 179.5(2) . . . . ?
N2 B1 N1 C1 -0.7(2) . . . . ?
O1 B1 N1 C13 7.1(4) . . . . ?
N2 B1 N1 C13 -173.09(19) . . . . ?
O1 B1 N2 C2 179.7(2) . . . . ?
N1 B1 N2 C2 -0.1(2) . . . . ?
O1 B1 N2 C25 3.7(4) . . . . ?
N1 B1 N2 C25 -176.13(18) . . . . ?
B1 N1 C1 C2 1.2(2) . . . . ?
C13 N1 C1 C2 174.59(18) . . . . ?
B1 N1 C1 C5 179.3(2) . . . . ?
C13 N1 C1 C5 -7.3(4) . . . . ?
N1 C1 C2 N2 -1.3(2) . . . . ?
C5 C1 C2 N2 -179.95(16) . . . . ?
N1 C1 C2 C3 179.05(16) . . . . ?
C5 C1 C2 C3 0.4(2) . . . . ?
C25 N2 C2 C1 177.14(18) . . . . ?
B1 N2 C2 C1 0.8(2) . . . . ?
C25 N2 C2 C3 -3.4(4) . . . . ?
B1 N2 C2 C3 -179.7(2) . . . . ?
C1 C2 C3 C12 -178.9(2) . . . . ?
N2 C2 C3 C12 1.6(4) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
N2 C2 C3 C4 -179.7(2) . . . . ?
C12 C3 C4 C9 -0.2(3) . . . . ?
C2 C3 C4 C9 -179.24(19) . . . . ?
C12 C3 C4 C5 178.88(18) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C9 C4 C5 C6 0.1(3) . . . . ?
C3 C4 C5 C6 -179.01(18) . . . . ?
C9 C4 C5 C1 179.46(19) . . . . ?
C3 C4 C5 C1 0.4(2) . . . . ?
C2 C1 C5 C6 178.7(2) . . . . ?
N1 C1 C5 C6 0.6(4) . . . . ?
C2 C1 C5 C4 -0.5(2) . . . . ?
N1 C1 C5 C4 -178.5(2) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C1 C5 C6 C7 -179.2(2) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C3 C4 C9 C8 179.01(19) . . . . ?
C5 C4 C9 C8 0.0(3) . . . . ?
C3 C4 C9 C10 -1.4(3) . . . . ?
C5 C4 C9 C10 179.63(19) . . . . ?
C7 C8 C9 C4 0.0(3) . . . . ?
C7 C8 C9 C10 -179.6(2) . . . . ?
C4 C9 C10 C11 1.7(3) . . . . ?
C8 C9 C10 C11 -178.8(2) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C4 C3 C12 C11 1.5(3) . . . . ?
C2 C3 C12 C11 -179.9(2) . . . . ?
C10 C11 C12 C3 -1.2(3) . . . . ?
C1 N1 C13 C18 84.6(2) . . . . ?
B1 N1 C13 C18 -104.0(3) . . . . ?
C1 N1 C13 C14 -91.9(2) . . . . ?
B1 N1 C13 C14 79.6(3) . . . . ?
C18 C13 C14 C15 0.9(3) . . . . ?
N1 C13 C14 C15 177.2(2) . . . . ?
C18 C13 C14 C19 -177.5(2) . . . . ?
N1 C13 C14 C19 -1.2(3) . . . . ?
C13 C14 C15 C16 -1.6(4) . . . . ?
C19 C14 C15 C16 176.9(2) . . . . ?
C14 C15 C16 C17 1.7(4) . . . . ?
C15 C16 C17 C18 -1.1(4) . . . . ?
C14 C13 C18 C17 -0.3(3) . . . . ?
N1 C13 C18 C17 -176.7(2) . . . . ?
C14 C13 C18 C22 179.9(2) . . . . ?
N1 C13 C18 C22 3.5(3) . . . . ?
C16 C17 C18 C13 0.4(4) . . . . ?
C16 C17 C18 C22 -179.8(2) . . . . ?
C15 C14 C19 C21 64.2(3) . . . . ?
C13 C14 C19 C21 -117.4(3) . . . . ?
C15 C14 C19 C20 -59.9(3) . . . . ?
C13 C14 C19 C20 118.5(3) . . . . ?
C13 C18 C22 C23 87.4(3) . . . . ?
C17 C18 C22 C23 -92.4(3) . . . . ?
C13 C18 C22 C24 -145.6(3) . . . . ?
C17 C18 C22 C24 34.6(4) . . . . ?
C2 N2 C25 C26 88.6(2) . . . . ?
B1 N2 C25 C26 -95.9(3) . . . . ?
C2 N2 C25 C30 -92.2(3) . . . . ?
B1 N2 C25 C30 83.2(3) . . . . ?
C30 C25 C26 C27 -1.3(3) . . . . ?
N2 C25 C26 C27 177.8(2) . . . . ?
C30 C25 C26 C31 178.6(2) . . . . ?
N2 C25 C26 C31 -2.3(3) . . . . ?
C25 C26 C27 C28 -0.2(4) . . . . ?
C31 C26 C27 C28 180.0(3) . . . . ?
C26 C27 C28 C29 0.8(5) . . . . ?
C27 C28 C29 C30 0.1(5) . . . . ?
C26 C25 C30 C29 2.0(4) . . . . ?
N2 C25 C30 C29 -177.1(2) . . . . ?
C26 C25 C30 C34 -177.2(3) . . . . ?
N2 C25 C30 C34 3.7(4) . . . . ?
C28 C29 C30 C25 -1.4(4) . . . . ?
C28 C29 C30 C34 177.8(3) . . . . ?
C25 C26 C31 C33 96.8(3) . . . . ?
C27 C26 C31 C33 -83.4(3) . . . . ?
C25 C26 C31 C32' -123.6(4) . . . . ?
C27 C26 C31 C32' 56.3(4) . . . . ?
C25 C26 C31 C32 -153.0(3) . . . . ?
C27 C26 C31 C32 26.8(4) . . . . ?
C25 C30 C34 C36 116.2(3) . . . . ?
C29 C30 C34 C36 -63.0(4) . . . . ?
C25 C30 C34 C35 -117.2(4) . . . . ?
C29 C30 C34 C35 63.6(5) . . . . ?
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.063


data_bbianm
_database_code_depnum_ccdc_archive 'CCDC 916526'
#TrackingRef 'web_deposit_cif_file_2_E.V.Baranov_1355926704.7_bbianm.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H42 B N3'
_chemical_formula_weight         527.54
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'
_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a                   10.9275(7)
_cell_length_b                   12.8248(9)
_cell_length_c                   13.0157(9)
_cell_angle_alpha                94.550(2)
_cell_angle_beta                 113.4610(10)
_cell_angle_gamma                108.675(2)
_cell_volume                     1539.63(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    800
_cell_measurement_theta_min      2
_cell_measurement_theta_max      30
_exptl_crystal_description       plate
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9692
_exptl_absorpt_correction_T_max  0.9954
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1998)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13225
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0529
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         26.00
_reflns_number_total             6010
_reflns_number_gt                3821
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0802P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6010
_refine_ls_number_parameters     398
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.1023
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1536
_refine_ls_wR_factor_gt          0.1384
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B -0.44043(15) -0.30061(13) 0.33248(13) 0.0290(4) Uani 1 1 d . . .
N1 N -0.44753(10) -0.25563(9) 0.23302(9) 0.0280(3) Uani 1 1 d . . .
N2 N -0.29959(10) -0.30731(9) 0.38652(9) 0.0272(3) Uani 1 1 d . . .
N3 N -0.54787(12) -0.33058(11) 0.37110(10) 0.0409(3) Uani 1 1 d D . .
H3A H -0.6403(16) -0.3405(13) 0.3247(14) 0.062(5) Uiso 1 1 d . . .
H3B H -0.5453(17) -0.3683(9) 0.4269(8) 0.075(6) Uiso 1 1 d D . .
C1 C -0.31758(13) -0.23997(10) 0.22847(11) 0.0270(3) Uani 1 1 d . . .
C2 C -0.22985(13) -0.26921(10) 0.31861(11) 0.0264(3) Uani 1 1 d . . .
C3 C -0.09598(13) -0.25487(11) 0.31197(11) 0.0300(4) Uani 1 1 d . . .
C4 C -0.11443(13) -0.21584(11) 0.20825(11) 0.0295(4) Uani 1 1 d . . .
C5 C -0.24987(13) -0.20388(11) 0.15437(11) 0.0296(3) Uani 1 1 d . . .
C6 C -0.28174(14) -0.16560(13) 0.05567(12) 0.0397(4) Uani 1 1 d . . .
H6A H -0.3710 -0.1570 0.0174 0.048 Uiso 1 1 calc R . .
C7 C -0.17943(15) -0.13907(14) 0.01157(13) 0.0476(4) Uani 1 1 d . . .
H7A H -0.2007 -0.1105 -0.0559 0.057 Uiso 1 1 calc R . .
C8 C -0.04946(14) -0.15279(12) 0.06235(12) 0.0379(4) Uani 1 1 d . . .
H8A H 0.0150 -0.1366 0.0284 0.045 Uiso 1 1 calc R . .
C9 C -0.01309(13) -0.19159(11) 0.16640(12) 0.0308(4) Uani 1 1 d . . .
C10 C 0.11821(14) -0.20669(12) 0.23306(13) 0.0378(4) Uani 1 1 d . . .
H10A H 0.1895 -0.1961 0.2063 0.045 Uiso 1 1 calc R . .
C11 C 0.13937(15) -0.23673(13) 0.33633(13) 0.0432(4) Uani 1 1 d . . .
H11A H 0.2301 -0.2397 0.3830 0.052 Uiso 1 1 calc R . .
C12 C 0.03238(14) -0.26346(12) 0.37644(13) 0.0377(4) Uani 1 1 d . . .
H12A H 0.0498 -0.2868 0.4466 0.045 Uiso 1 1 calc R . .
C13 C -0.55865(13) -0.22939(12) 0.14925(11) 0.0312(3) Uani 1 1 d . . .
C14 C -0.54645(14) -0.11660(12) 0.16182(13) 0.0391(4) Uani 1 1 d . B .
C15 C -0.65259(16) -0.09188(15) 0.07571(14) 0.0569(5) Uani 1 1 d . . .
H15A H -0.6473 -0.0161 0.0815 0.068 Uiso 1 1 calc R . .
C16 C -0.76484(16) -0.17631(17) -0.01759(14) 0.0649(5) Uani 1 1 d . . .
H16A H -0.8357 -0.1581 -0.0757 0.078 Uiso 1 1 calc R . .
C17 C -0.77466(16) -0.28631(18) -0.02681(13) 0.0599(6) Uani 1 1 d . . .
H17A H -0.8533 -0.3435 -0.0910 0.072 Uiso 1 1 calc R . .
C18 C -0.67198(15) -0.31591(14) 0.05573(12) 0.0441(4) Uani 1 1 d . . .
C19 C -0.42339(15) -0.02506(12) 0.26555(14) 0.0501(5) Uani 1 1 d DU . .
H19A H -0.3374 -0.0462 0.2881 0.060 Uiso 1 1 calc R A 1
C20 C -0.3823(3) 0.08960(18) 0.2364(3) 0.0790(10) Uani 0.741(3) 1 d PD B 1
H20A H -0.3646 0.0824 0.1685 0.118 Uiso 0.741(3) 1 calc PR B 1
H20B H -0.2946 0.1441 0.3019 0.118 Uiso 0.741(3) 1 calc PR B 1
H20C H -0.4613 0.1162 0.2199 0.118 Uiso 0.741(3) 1 calc PR B 1
C21 C -0.4578(2) -0.0223(2) 0.36672(19) 0.0561(8) Uani 0.741(3) 1 d PD B 1
H21A H -0.4846 -0.0983 0.3812 0.084 Uiso 0.741(3) 1 calc PR B 1
H21B H -0.5385 0.0024 0.3496 0.084 Uiso 0.741(3) 1 calc PR B 1
H21C H -0.3728 0.0307 0.4352 0.084 Uiso 0.741(3) 1 calc PR B 1
C20' C -0.3234(6) 0.0726(5) 0.2415(6) 0.074(3) Uani 0.259(3) 1 d PDU B 2
H20D H -0.2538 0.1293 0.3138 0.112 Uiso 0.259(3) 1 calc PR B 2
H20E H -0.3806 0.1074 0.1877 0.112 Uiso 0.259(3) 1 calc PR B 2
H20F H -0.2715 0.0439 0.2075 0.112 Uiso 0.259(3) 1 calc PR B 2
C21' C -0.4780(5) 0.0269(6) 0.3402(5) 0.076(2) Uani 0.259(3) 1 d PDU B 2
H21D H -0.5492 -0.0338 0.3519 0.114 Uiso 0.259(3) 1 calc PR B 2
H21E H -0.5231 0.0766 0.3012 0.114 Uiso 0.259(3) 1 calc PR B 2
H21F H -0.3965 0.0710 0.4150 0.114 Uiso 0.259(3) 1 calc PR B 2
C22 C -0.68124(19) -0.43745(15) 0.04168(15) 0.0623(6) Uani 1 1 d . . .
H22A H -0.5956 -0.4389 0.1086 0.075 Uiso 1 1 calc R . .
C23 C -0.8153(2) -0.51921(19) 0.04380(19) 0.0963(8) Uani 1 1 d . . .
H23A H -0.8120 -0.5948 0.0407 0.144 Uiso 1 1 calc R . .
H23B H -0.9015 -0.5224 -0.0229 0.144 Uiso 1 1 calc R . .
H23C H -0.8190 -0.4932 0.1150 0.144 Uiso 1 1 calc R . .
C24 C -0.6732(2) -0.47860(18) -0.06756(18) 0.0847(7) Uani 1 1 d . . .
H24A H -0.6675 -0.5534 -0.0687 0.127 Uiso 1 1 calc R . .
H24B H -0.5871 -0.4250 -0.0690 0.127 Uiso 1 1 calc R . .
H24C H -0.7597 -0.4839 -0.1352 0.127 Uiso 1 1 calc R . .
C25 C -0.23993(13) -0.34835(11) 0.48645(11) 0.0297(4) Uani 1 1 d . . .
C26 C -0.18367(15) -0.27839(13) 0.59626(12) 0.0403(4) Uani 1 1 d . . .
C27 C -0.12981(16) -0.32201(15) 0.69175(14) 0.0525(5) Uani 1 1 d . . .
H27A H -0.0922 -0.2767 0.7670 0.063 Uiso 1 1 calc R . .
C28 C -0.13025(16) -0.42915(15) 0.67886(14) 0.0533(5) Uani 1 1 d . . .
H28A H -0.0926 -0.4572 0.7450 0.064 Uiso 1 1 calc R . .
C29 C -0.18465(15) -0.49610(13) 0.57100(14) 0.0459(4) Uani 1 1 d . . .
H29A H -0.1829 -0.5698 0.5636 0.055 Uiso 1 1 calc R . .
C30 C -0.24243(13) -0.45834(12) 0.47207(12) 0.0331(4) Uani 1 1 d . . .
C31 C -0.1778(2) -0.15801(14) 0.61010(15) 0.0590(6) Uani 1 1 d . . .
H31A H -0.2593 -0.1558 0.5400 0.071 Uiso 1 1 calc R . .
C32 C -0.0382(2) -0.07702(17) 0.61587(19) 0.0922(7) Uani 1 1 d U . .
H32A H -0.0278 -0.1028 0.5480 0.138 Uiso 1 1 calc R . .
H32B H 0.0436 -0.0748 0.6858 0.138 Uiso 1 1 calc R . .
H32C H -0.0400 -0.0010 0.6176 0.138 Uiso 1 1 calc R . .
C33 C -0.1949(2) -0.11763(17) 0.71489(17) 0.0774(7) Uani 1 1 d . . .
H33A H -0.2760 -0.1763 0.7180 0.116 Uiso 1 1 calc R . .
H33B H -0.2137 -0.0480 0.7091 0.116 Uiso 1 1 calc R . .
H33C H -0.1060 -0.1025 0.7851 0.116 Uiso 1 1 calc R . .
C34 C -0.31040(15) -0.53580(12) 0.35305(13) 0.0411(4) Uani 1 1 d . . .
H34A H -0.3094 -0.4866 0.2973 0.049 Uiso 1 1 calc R . .
C35 C -0.22754(19) -0.60800(16) 0.3440(2) 0.0772(7) Uani 1 1 d . . .
H35A H -0.2690 -0.6492 0.2636 0.116 Uiso 1 1 calc R . .
H35B H -0.2341 -0.6623 0.3924 0.116 Uiso 1 1 calc R . .
H35C H -0.1259 -0.5593 0.3700 0.116 Uiso 1 1 calc R . .
C36 C -0.46700(18) -0.60930(17) 0.31774(16) 0.0670(6) Uani 1 1 d . . .
H36A H -0.5196 -0.5610 0.3212 0.101 Uiso 1 1 calc R . .
H36B H -0.4717 -0.6594 0.3704 0.101 Uiso 1 1 calc R . .
H36C H -0.5110 -0.6551 0.2389 0.101 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0299(6) 0.0287(7) 0.0271(7) 0.0048(6) 0.0120(6) 0.0110(6)
N1 0.0261(4) 0.0365(6) 0.0259(5) 0.0086(4) 0.0131(4) 0.0152(4)
N2 0.0286(5) 0.0300(5) 0.0248(5) 0.0084(4) 0.0137(4) 0.0107(4)
N3 0.0339(5) 0.0589(7) 0.0354(6) 0.0181(6) 0.0183(5) 0.0194(5)
C1 0.0281(6) 0.0284(6) 0.0233(6) 0.0036(5) 0.0111(5) 0.0106(5)
C2 0.0284(6) 0.0255(6) 0.0230(6) 0.0042(5) 0.0104(5) 0.0093(5)
C3 0.0283(6) 0.0341(7) 0.0270(7) 0.0089(5) 0.0116(5) 0.0117(5)
C4 0.0265(6) 0.0323(7) 0.0276(7) 0.0083(5) 0.0099(5) 0.0114(5)
C5 0.0293(6) 0.0349(7) 0.0279(6) 0.0094(5) 0.0137(5) 0.0148(5)
C6 0.0360(6) 0.0594(8) 0.0325(7) 0.0198(6) 0.0159(6) 0.0261(6)
C7 0.0503(7) 0.0733(10) 0.0370(7) 0.0306(7) 0.0258(6) 0.0333(7)
C8 0.0395(6) 0.0474(8) 0.0350(7) 0.0138(6) 0.0228(6) 0.0181(6)
C9 0.0310(6) 0.0309(7) 0.0307(7) 0.0058(6) 0.0149(5) 0.0113(5)
C10 0.0308(6) 0.0440(8) 0.0461(8) 0.0156(6) 0.0215(6) 0.0166(6)
C11 0.0321(6) 0.0590(8) 0.0486(8) 0.0242(7) 0.0188(6) 0.0259(6)
C12 0.0364(6) 0.0459(8) 0.0374(7) 0.0183(6) 0.0168(6) 0.0217(6)
C13 0.0296(5) 0.0477(7) 0.0258(6) 0.0142(6) 0.0153(5) 0.0213(5)
C14 0.0393(6) 0.0514(8) 0.0459(8) 0.0266(6) 0.0281(6) 0.0259(6)
C15 0.0591(7) 0.0852(10) 0.0707(9) 0.0516(8) 0.0460(7) 0.0521(7)
C16 0.0504(7) 0.1309(13) 0.0475(9) 0.0481(9) 0.0290(6) 0.0611(8)
C17 0.0360(7) 0.1132(14) 0.0266(8) 0.0108(9) 0.0095(6) 0.0313(8)
C18 0.0360(7) 0.0691(10) 0.0246(7) 0.0048(7) 0.0121(6) 0.0204(7)
C19 0.0450(7) 0.0359(8) 0.0758(11) 0.0167(7) 0.0315(7) 0.0169(6)
C20 0.0979(15) 0.0434(13) 0.127(2) 0.0283(13) 0.0767(15) 0.0306(12)
C21 0.0549(12) 0.0496(13) 0.0535(14) 0.0086(11) 0.0198(11) 0.0142(11)
C20' 0.083(4) 0.056(4) 0.107(5) 0.022(3) 0.066(4) 0.024(3)
C21' 0.076(3) 0.086(4) 0.067(3) 0.016(2) 0.046(2) 0.015(3)
C22 0.0578(10) 0.0633(11) 0.0380(9) -0.0122(9) 0.0069(8) 0.0140(9)
C23 0.1240(15) 0.0785(15) 0.0830(13) 0.0007(11) 0.0706(11) 0.0082(13)
C24 0.0817(11) 0.0779(14) 0.0808(13) -0.0180(11) 0.0457(10) 0.0107(11)
C25 0.0237(5) 0.0376(7) 0.0266(6) 0.0120(6) 0.0109(5) 0.0096(5)
C26 0.0367(7) 0.0425(8) 0.0299(7) 0.0066(6) 0.0116(6) 0.0059(6)
C27 0.0414(8) 0.0695(11) 0.0266(8) 0.0117(8) 0.0072(7) 0.0073(8)
C28 0.0371(8) 0.0733(11) 0.0402(8) 0.0343(8) 0.0104(7) 0.0139(7)
C29 0.0381(7) 0.0505(8) 0.0562(9) 0.0329(7) 0.0226(6) 0.0192(6)
C30 0.0285(6) 0.0373(7) 0.0397(7) 0.0179(6) 0.0188(5) 0.0136(5)
C31 0.0745(11) 0.0471(9) 0.0319(9) -0.0036(8) 0.0106(8) 0.0149(8)
C32 0.1447(14) 0.0523(11) 0.0903(11) 0.0066(9) 0.0880(10) 0.0080(11)
C33 0.0722(11) 0.0620(12) 0.0796(13) -0.0156(10) 0.0422(10) 0.0005(10)
C34 0.0489(7) 0.0346(7) 0.0459(8) 0.0128(6) 0.0243(6) 0.0188(6)
C35 0.0763(10) 0.0596(10) 0.0925(15) -0.0040(10) 0.0299(10) 0.0375(9)
C36 0.0481(9) 0.0783(13) 0.0493(10) -0.0043(10) 0.0168(8) 0.0045(9)
_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 N3 1.411(2) . ?
B1 N1 1.443(2) . ?
B1 N2 1.4501(18) . ?
N1 C1 1.3952(17) . ?
N1 C13 1.4290(17) . ?
N2 C2 1.4027(18) . ?
N2 C25 1.4307(17) . ?
C1 C2 1.3566(18) . ?
C1 C5 1.453(2) . ?
C2 C3 1.4532(19) . ?
C3 C12 1.3640(19) . ?
C3 C4 1.438(2) . ?
C4 C9 1.381(2) . ?
C4 C5 1.4289(18) . ?
C5 C6 1.366(2) . ?
C6 C7 1.412(2) . ?
C7 C8 1.384(2) . ?
C8 C9 1.430(2) . ?
C9 C10 1.4360(19) . ?
C10 C11 1.379(2) . ?
C11 C12 1.419(2) . ?
C13 C18 1.3972(18) . ?
C13 C14 1.399(2) . ?
C14 C15 1.400(2) . ?
C14 C19 1.5170(18) . ?
C15 C16 1.381(2) . ?
C16 C17 1.372(3) . ?
C17 C18 1.391(2) . ?
C18 C22 1.521(3) . ?
C19 C21 1.508(3) . ?
C19 C20 1.520(3) . ?
C19 C20' 1.523(4) . ?
C19 C21' 1.535(4) . ?
C22 C23 1.516(3) . ?
C22 C24 1.523(3) . ?
C25 C30 1.398(2) . ?
C25 C26 1.4033(19) . ?
C26 C27 1.394(2) . ?
C26 C31 1.518(2) . ?
C27 C28 1.369(3) . ?
C28 C29 1.371(2) . ?
C29 C30 1.392(2) . ?
C30 C34 1.518(2) . ?
C31 C32 1.514(3) . ?
C31 C33 1.522(3) . ?
C34 C35 1.515(2) . ?
C34 C36 1.517(2) . ?
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
_geom_angle_publ_flag
N3 B1 N1 127.03(13) . . ?
N3 B1 N2 126.52(14) . . ?
N1 B1 N2 106.44(12) . . ?
C1 N1 C13 122.13(12) . . ?
C1 N1 B1 106.69(11) . . ?
C13 N1 B1 131.17(12) . . ?
C2 N2 C25 124.48(11) . . ?
C2 N2 B1 106.69(11) . . ?
C25 N2 B1 128.78(12) . . ?
C2 C1 N1 110.55(12) . . ?
C2 C1 C5 110.74(12) . . ?
N1 C1 C5 138.69(12) . . ?
C1 C2 N2 109.60(12) . . ?
C1 C2 C3 110.22(12) . . ?
N2 C2 C3 140.13(12) . . ?
C12 C3 C4 118.18(13) . . ?
C12 C3 C2 138.07(14) . . ?
C4 C3 C2 103.66(11) . . ?
C9 C4 C5 124.03(13) . . ?
C9 C4 C3 124.22(12) . . ?
C5 C4 C3 111.75(13) . . ?
C6 C5 C4 118.46(14) . . ?
C6 C5 C1 137.92(13) . . ?
C4 C5 C1 103.62(12) . . ?
C5 C6 C7 118.71(13) . . ?
C8 C7 C6 122.89(15) . . ?
C7 C8 C9 119.36(14) . . ?
C4 C9 C8 116.51(13) . . ?
C4 C9 C10 116.37(13) . . ?
C8 C9 C10 127.11(14) . . ?
C11 C10 C9 119.12(14) . . ?
C10 C11 C12 123.32(13) . . ?
C3 C12 C11 118.54(14) . . ?
C18 C13 C14 122.44(13) . . ?
C18 C13 N1 119.07(13) . . ?
C14 C13 N1 118.44(11) . . ?
C13 C14 C15 117.48(13) . . ?
C13 C14 C19 121.08(12) . . ?
C15 C14 C19 121.43(14) . . ?
C16 C15 C14 120.78(17) . . ?
C17 C16 C15 120.34(15) . . ?
C16 C17 C18 121.47(14) . . ?
C17 C18 C13 117.47(16) . . ?
C17 C18 C22 120.76(14) . . ?
C13 C18 C22 121.74(14) . . ?
C21 C19 C14 110.74(13) . . ?
C21 C19 C20 112.86(19) . . ?
C14 C19 C20 111.78(16) . . ?
C21 C19 C20' 127.3(3) . . ?
C14 C19 C20' 116.8(3) . . ?
C20 C19 C20' 27.6(3) . . ?
C21 C19 C21' 30.2(3) . . ?
C14 C19 C21' 111.9(2) . . ?
C20 C19 C21' 85.8(3) . . ?
C20' C19 C21' 107.2(4) . . ?
C23 C22 C18 112.85(18) . . ?
C23 C22 C24 109.75(15) . . ?
C18 C22 C24 111.97(17) . . ?
C30 C25 C26 121.66(13) . . ?
C30 C25 N2 119.06(12) . . ?
C26 C25 N2 119.27(13) . . ?
C27 C26 C25 117.83(15) . . ?
C27 C26 C31 121.32(14) . . ?
C25 C26 C31 120.82(14) . . ?
C28 C27 C26 121.08(15) . . ?
C27 C28 C29 120.36(16) . . ?
C28 C29 C30 121.39(16) . . ?
C29 C30 C25 117.66(13) . . ?
C29 C30 C34 120.87(14) . . ?
C25 C30 C34 121.43(13) . . ?
C32 C31 C26 110.50(17) . . ?
C32 C31 C33 109.61(14) . . ?
C26 C31 C33 113.45(16) . . ?
C35 C34 C36 110.74(14) . . ?
C35 C34 C30 112.99(13) . . ?
C36 C34 C30 110.52(14) . . ?
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.038


data_bbian2m
_database_code_depnum_ccdc_archive 'CCDC 916527'
#TrackingRef 'web_deposit_cif_file_3_E.V.Baranov_1355926704.8_bbian2m.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H41 B N2'
_chemical_formula_weight         512.52
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'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
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'
_cell_length_a                   12.8332(13)
_cell_length_b                   18.739(2)
_cell_length_c                   13.4197(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.425(3)
_cell_angle_gamma                90.00
_cell_volume                     3043.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    900
_cell_measurement_theta_min      2
_cell_measurement_theta_max      30
_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9824
_exptl_absorpt_correction_T_max  0.9936
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1998a)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25945
_diffrn_reflns_av_R_equivalents  0.0965
_diffrn_reflns_av_sigmaI/netI    0.0805
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.90
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5975
_reflns_number_gt                2857
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1246P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5975
_refine_ls_number_parameters     398
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.1685
_refine_ls_R_factor_gt           0.0807
_refine_ls_wR_factor_ref         0.2279
_refine_ls_wR_factor_gt          0.1914
_refine_ls_goodness_of_fit_ref   0.934
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
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
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B -0.17638(17) 0.11445(12) 0.09809(18) 0.0289(6) Uani 1 1 d . . .
H1 H -0.1836(15) 0.0537(11) 0.0919(14) 0.040(6) Uiso 1 1 d . . .
N1 N -0.14889(12) 0.15767(8) 0.02211(12) 0.0275(4) Uani 1 1 d . . .
N2 N -0.20183(13) 0.16274(8) 0.16986(12) 0.0295(4) Uani 1 1 d . . .
C1 C -0.15789(14) 0.22885(10) 0.04941(14) 0.0263(5) Uani 1 1 d . . .
C2 C -0.18900(15) 0.23151(10) 0.13660(14) 0.0282(5) Uani 1 1 d . . .
C3 C -0.19942(15) 0.30572(11) 0.16649(15) 0.0294(5) Uani 1 1 d . . .
C4 C -0.17180(15) 0.34573(10) 0.08841(15) 0.0274(5) Uani 1 1 d . . .
C5 C -0.14585(15) 0.30093(10) 0.01363(15) 0.0273(5) Uani 1 1 d . . .
C6 C -0.12009(17) 0.33281(11) -0.06657(16) 0.0364(5) Uani 1 1 d . . .
H6A H -0.1037 0.3049 -0.1186 0.044 Uiso 1 1 calc R . .
C7 C -0.11823(19) 0.40853(12) -0.07061(18) 0.0467(6) Uani 1 1 d . . .
H7A H -0.0995 0.4305 -0.1261 0.056 Uiso 1 1 calc R . .
C8 C -0.14194(18) 0.45106(11) 0.00116(17) 0.0419(6) Uani 1 1 d . . .
H8A H -0.1389 0.5015 -0.0048 0.050 Uiso 1 1 calc R . .
C9 C -0.17137(16) 0.42012(10) 0.08546(15) 0.0312(5) Uani 1 1 d . . .
C10 C -0.20170(17) 0.45561(11) 0.16561(16) 0.0364(6) Uani 1 1 d . . .
H10A H -0.2038 0.5063 0.1670 0.044 Uiso 1 1 calc R . .
C11 C -0.22766(17) 0.41745(11) 0.24004(16) 0.0383(6) Uani 1 1 d . . .
H11A H -0.2472 0.4426 0.2927 0.046 Uiso 1 1 calc R . .
C12 C -0.22701(17) 0.34204(11) 0.24302(16) 0.0381(6) Uani 1 1 d . . .
H12A H -0.2452 0.3171 0.2967 0.046 Uiso 1 1 calc R . .
C13 C -0.11861(17) 0.13702(10) -0.06767(16) 0.0333(5) Uani 1 1 d . . .
C14 C -0.00819(18) 0.12803(12) -0.05603(19) 0.0487(6) Uani 1 1 d . B .
C15 C 0.0172(2) 0.10625(14) -0.1458(2) 0.0772(8) Uani 1 1 d U . .
H15A H 0.0923 0.1004 -0.1409 0.093 Uiso 1 1 calc R . .
C16 C -0.0640(3) 0.09352(18) -0.2395(3) 0.0984(10) Uani 1 1 d U . .
H16A H -0.0448 0.0778 -0.2984 0.118 Uiso 1 1 calc R . .
C17 C -0.1706(3) 0.10287(15) -0.2498(2) 0.0840(10) Uani 1 1 d U . .
H17A H -0.2255 0.0935 -0.3161 0.101 Uiso 1 1 calc R . .
C18 C -0.2033(2) 0.12631(13) -0.16480(18) 0.0539(8) Uani 1 1 d . B .
C19 C 0.08205(18) 0.14008(13) 0.0497(2) 0.0579(8) Uani 1 1 d U . .
H19A H 0.0572 0.1775 0.0900 0.069 Uiso 1 1 calc R A 1
C20 C 0.1013(3) 0.0733(2) 0.1097(3) 0.0566(11) Uani 0.679(3) 1 d P B 1
H20A H 0.0329 0.0583 0.1209 0.085 Uiso 0.679(3) 1 calc PR B 1
H20B H 0.1590 0.0806 0.1782 0.085 Uiso 0.679(3) 1 calc PR B 1
H20C H 0.1249 0.0363 0.0702 0.085 Uiso 0.679(3) 1 calc PR B 1
C21 C 0.1850(3) 0.1672(3) 0.0264(4) 0.0900(17) Uani 0.679(3) 1 d PU B 1
H21A H 0.1656 0.2098 -0.0184 0.135 Uiso 0.679(3) 1 calc PR B 1
H21B H 0.2118 0.1299 -0.0102 0.135 Uiso 0.679(3) 1 calc PR B 1
H21C H 0.2430 0.1792 0.0930 0.135 Uiso 0.679(3) 1 calc PR B 1
C20' C 0.1454(6) 0.0676(5) 0.1072(8) 0.0566(11) Uani 0.321(3) 1 d P B 2
H20D H 0.0925 0.0363 0.1245 0.085 Uiso 0.321(3) 1 calc PR B 2
H20E H 0.2050 0.0805 0.1722 0.085 Uiso 0.321(3) 1 calc PR B 2
H20F H 0.1764 0.0426 0.0594 0.085 Uiso 0.321(3) 1 calc PR B 2
C21' C 0.1756(7) 0.1975(6) 0.0673(10) 0.0900(17) Uani 0.321(3) 1 d P B 2
H21D H 0.1436 0.2453 0.0634 0.135 Uiso 0.321(3) 1 calc PR B 2
H21E H 0.2100 0.1924 0.0125 0.135 Uiso 0.321(3) 1 calc PR B 2
H21F H 0.2315 0.1905 0.1370 0.135 Uiso 0.321(3) 1 calc PR B 2
C22 C -0.3238(2) 0.13779(15) -0.1778(2) 0.0738(10) Uani 1 1 d U . .
H22A H -0.3249 0.1631 -0.1126 0.089 Uiso 1 1 calc R B 1
C23 C -0.3891(4) 0.0688(2) -0.1837(4) 0.0926(19) Uani 0.679(3) 1 d P B 1
H23A H -0.3499 0.0378 -0.1242 0.139 Uiso 0.679(3) 1 calc PR B 1
H23B H -0.3969 0.0441 -0.2503 0.139 Uiso 0.679(3) 1 calc PR B 1
H23C H -0.4625 0.0801 -0.1806 0.139 Uiso 0.679(3) 1 calc PR B 1
C24 C -0.3686(4) 0.1943(3) -0.2732(3) 0.0840(17) Uani 0.679(3) 1 d P B 1
H24A H -0.3133 0.2319 -0.2655 0.126 Uiso 0.679(3) 1 calc PR B 1
H24B H -0.4376 0.2157 -0.2711 0.126 Uiso 0.679(3) 1 calc PR B 1
H24C H -0.3822 0.1698 -0.3408 0.126 Uiso 0.679(3) 1 calc PR B 1
C23' C -0.3890(11) 0.0680(6) -0.2343(9) 0.0926(19) Uani 0.321(3) 1 d P B 2
H23D H -0.3544 0.0255 -0.1942 0.139 Uiso 0.321(3) 1 calc PR B 2
H23E H -0.3865 0.0647 -0.3063 0.139 Uiso 0.321(3) 1 calc PR B 2
H23F H -0.4661 0.0709 -0.2369 0.139 Uiso 0.321(3) 1 calc PR B 2
C24' C -0.4034(9) 0.1915(6) -0.2380(8) 0.0840(17) Uani 0.321(3) 1 d PU B 2
H24D H -0.4664 0.1932 -0.2122 0.126 Uiso 0.321(3) 1 calc PR B 2
H24E H -0.4293 0.1787 -0.3130 0.126 Uiso 0.321(3) 1 calc PR B 2
H24F H -0.3676 0.2384 -0.2288 0.126 Uiso 0.321(3) 1 calc PR B 2
C25 C -0.22819(18) 0.15113(11) 0.26477(16) 0.0381(5) Uani 1 1 d . . .
C26 C -0.1415(2) 0.14164(13) 0.36058(18) 0.0559(8) Uani 1 1 d . D .
C27 C -0.1676(3) 0.13458(15) 0.4514(2) 0.0784(10) Uani 1 1 d . . .
H27A H -0.1100 0.1265 0.5164 0.094 Uiso 1 1 calc R . .
C28 C -0.2720(3) 0.13882(14) 0.4508(2) 0.0800(9) Uani 1 1 d U . .
H28A H -0.2871 0.1350 0.5153 0.096 Uiso 1 1 calc R . .
C29 C -0.3578(2) 0.14862(13) 0.3572(2) 0.0677(7) Uani 1 1 d U . .
H29A H -0.4315 0.1511 0.3580 0.081 Uiso 1 1 calc R . .
C30 C -0.3376(2) 0.15514(12) 0.25964(19) 0.0510(6) Uani 1 1 d . D .
C31 C -0.0230(2) 0.14109(11) 0.3655(2) 0.0689(9) Uani 1 1 d DU . .
H31A H -0.0194 0.1513 0.2935 0.083 Uiso 1 1 calc R C 1
C32 C 0.0418(3) 0.19894(17) 0.4426(3) 0.0885(16) Uani 0.816(3) 1 d PD D 1
H32A H 0.0069 0.2455 0.4205 0.133 Uiso 0.816(3) 1 calc PR D 1
H32B H 0.1181 0.2002 0.4425 0.133 Uiso 0.816(3) 1 calc PR D 1
H32C H 0.0416 0.1880 0.5140 0.133 Uiso 0.816(3) 1 calc PR D 1
C33 C 0.0358(3) 0.07023(16) 0.4053(3) 0.0842(12) Uani 0.816(3) 1 d PD D 1
H33A H -0.0089 0.0307 0.3654 0.126 Uiso 0.816(3) 1 calc PR D 1
H33B H 0.0458 0.0646 0.4805 0.126 Uiso 0.816(3) 1 calc PR D 1
H33C H 0.1081 0.0701 0.3955 0.126 Uiso 0.816(3) 1 calc PR D 1
C32' C 0.0618(5) 0.2014(4) 0.3823(15) 0.0885(16) Uani 0.184(3) 1 d PD D 2
H32D H 0.0280 0.2418 0.3366 0.133 Uiso 0.184(3) 1 calc PR D 2
H32E H 0.1257 0.1843 0.3646 0.133 Uiso 0.184(3) 1 calc PR D 2
H32F H 0.0858 0.2167 0.4563 0.133 Uiso 0.184(3) 1 calc PR D 2
C33' C 0.0069(11) 0.0616(3) 0.3655(16) 0.0842(12) Uani 0.184(3) 1 d PDU D 2
H33D H -0.0466 0.0379 0.3048 0.126 Uiso 0.184(3) 1 calc PR D 2
H33E H 0.0051 0.0393 0.4310 0.126 Uiso 0.184(3) 1 calc PR D 2
H33F H 0.0812 0.0569 0.3608 0.126 Uiso 0.184(3) 1 calc PR D 2
C34 C -0.42804(16) 0.16642(11) 0.1565(2) 0.0603(7) Uani 1 1 d DU . .
H34A H -0.3961 0.1944 0.1101 0.072 Uiso 1 1 calc R D 1
C35 C -0.4675(3) 0.09493(16) 0.1018(3) 0.0846(14) Uani 0.816(3) 1 d PD D 1
H35A H -0.4053 0.0702 0.0901 0.127 Uiso 0.816(3) 1 calc PR D 1
H35B H -0.5255 0.1034 0.0337 0.127 Uiso 0.816(3) 1 calc PR D 1
H35C H -0.4971 0.0655 0.1465 0.127 Uiso 0.816(3) 1 calc PR D 1
C36 C -0.5191(2) 0.21261(19) 0.1754(3) 0.0763(13) Uani 0.816(3) 1 d PD D 1
H36A H -0.5530 0.1864 0.2198 0.114 Uiso 0.816(3) 1 calc PR D 1
H36B H -0.5755 0.2238 0.1074 0.114 Uiso 0.816(3) 1 calc PR D 1
H36C H -0.4866 0.2570 0.2109 0.114 Uiso 0.816(3) 1 calc PR D 1
C35' C -0.5003(7) 0.0990(3) 0.1230(15) 0.0846(14) Uani 0.184(3) 1 d PDU D 2
H35D H -0.4532 0.0580 0.1222 0.127 Uiso 0.184(3) 1 calc PR D 2
H35E H -0.5541 0.1061 0.0523 0.127 Uiso 0.184(3) 1 calc PR D 2
H35F H -0.5394 0.0902 0.1734 0.127 Uiso 0.184(3) 1 calc PR D 2
C36' C -0.5302(5) 0.2147(5) 0.1116(13) 0.0763(13) Uani 0.184(3) 1 d PD D 2
H36D H -0.5285 0.2525 0.1626 0.114 Uiso 0.184(3) 1 calc PR D 2
H36E H -0.5974 0.1862 0.0985 0.114 Uiso 0.184(3) 1 calc PR D 2
H36F H -0.5296 0.2361 0.0452 0.114 Uiso 0.184(3) 1 calc PR D 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0279(10) 0.0257(11) 0.0341(11) -0.0003(10) 0.0117(9) -0.0009(10)
N1 0.0307(8) 0.0249(8) 0.0272(8) 0.0013(7) 0.0099(7) 0.0027(7)
N2 0.0342(8) 0.0238(8) 0.0316(8) 0.0043(7) 0.0122(7) 0.0003(7)
C1 0.0247(9) 0.0251(10) 0.0263(9) -0.0019(8) 0.0047(8) -0.0009(8)
C2 0.0311(9) 0.0265(10) 0.0278(10) 0.0007(8) 0.0109(8) -0.0019(9)
C3 0.0320(10) 0.0296(10) 0.0262(9) 0.0025(8) 0.0092(8) -0.0012(9)
C4 0.0279(9) 0.0282(10) 0.0255(9) -0.0021(8) 0.0079(7) -0.0034(9)
C5 0.0278(9) 0.0240(10) 0.0288(10) 0.0000(8) 0.0078(8) 0.0001(8)
C6 0.0455(11) 0.0346(12) 0.0353(10) 0.0035(9) 0.0217(9) 0.0025(10)
C7 0.0708(13) 0.0331(12) 0.0466(12) 0.0094(10) 0.0336(10) -0.0001(11)
C8 0.0585(12) 0.0263(11) 0.0486(12) 0.0065(9) 0.0279(10) 0.0010(10)
C9 0.0327(9) 0.0269(10) 0.0335(10) -0.0010(9) 0.0104(8) 0.0001(9)
C10 0.0431(11) 0.0242(10) 0.0432(12) -0.0040(9) 0.0163(9) -0.0007(9)
C11 0.0486(11) 0.0358(12) 0.0361(10) -0.0101(9) 0.0216(9) -0.0036(10)
C12 0.0524(12) 0.0356(12) 0.0330(10) -0.0032(9) 0.0232(9) -0.0040(10)
C13 0.0466(11) 0.0242(10) 0.0315(10) 0.0002(8) 0.0163(9) -0.0005(9)
C14 0.0599(12) 0.0299(12) 0.0739(14) 0.0037(10) 0.0459(10) 0.0036(10)
C15 0.1115(16) 0.0447(16) 0.1129(17) 0.0107(14) 0.0873(13) 0.0127(14)
C16 0.166(2) 0.0715(19) 0.0806(16) -0.0007(15) 0.0722(15) 0.0223(18)
C17 0.157(2) 0.0500(17) 0.0385(14) -0.0083(13) 0.0231(17) 0.0143(19)
C18 0.0850(18) 0.0348(13) 0.0311(12) -0.0067(10) 0.0052(12) 0.0046(13)
C19 0.0314(11) 0.0404(14) 0.103(2) 0.0000(13) 0.0241(12) -0.0004(10)
C20 0.028(2) 0.0540(18) 0.084(2) 0.0067(17) 0.0136(19) 0.0140(18)
C21 0.0503(17) 0.069(3) 0.159(4) -0.003(3) 0.045(2) -0.014(2)
C20' 0.028(2) 0.0540(18) 0.084(2) 0.0067(17) 0.0136(19) 0.0140(18)
C21' 0.0503(17) 0.069(3) 0.159(4) -0.003(3) 0.045(2) -0.014(2)
C22 0.0637(18) 0.0594(17) 0.0644(19) -0.0141(14) -0.0238(15) 0.0063(14)
C23 0.092(3) 0.069(2) 0.094(4) -0.044(3) -0.001(3) -0.013(2)
C24 0.069(3) 0.101(3) 0.067(3) 0.029(2) 0.003(2) 0.018(2)
C23' 0.092(3) 0.069(2) 0.094(4) -0.044(3) -0.001(3) -0.013(2)
C24' 0.069(3) 0.101(3) 0.067(3) 0.029(2) 0.003(2) 0.018(2)
C25 0.0628(12) 0.0227(10) 0.0387(10) 0.0020(8) 0.0303(9) -0.0039(10)
C26 0.0911(17) 0.0454(14) 0.0309(12) -0.0014(10) 0.0197(12) -0.0237(13)
C27 0.137(2) 0.0614(17) 0.0422(14) -0.0059(12) 0.0369(15) -0.0406(17)
C28 0.164(2) 0.0410(15) 0.0581(14) 0.0011(12) 0.0674(14) -0.0099(17)
C29 0.1040(16) 0.0326(13) 0.0990(16) 0.0094(12) 0.0772(12) 0.0102(13)
C30 0.0735(13) 0.0292(12) 0.0677(14) 0.0147(10) 0.0468(11) 0.0110(11)
C31 0.0689(18) 0.0791(18) 0.0429(15) 0.0137(14) -0.0027(14) -0.0206(15)
C32 0.072(2) 0.058(2) 0.100(3) -0.002(2) -0.019(2) -0.0122(18)
C33 0.104(3) 0.0650(19) 0.085(3) -0.0278(19) 0.034(2) -0.0259(19)
C32' 0.072(2) 0.058(2) 0.100(3) -0.002(2) -0.019(2) -0.0122(18)
C33' 0.104(3) 0.0650(19) 0.085(3) -0.0278(19) 0.034(2) -0.0259(19)
C34 0.0539(12) 0.0556(15) 0.0851(16) 0.0300(13) 0.0413(12) 0.0154(12)
C35 0.111(3) 0.067(2) 0.067(2) 0.0102(18) 0.018(2) 0.0109(19)
C36 0.0487(16) 0.095(3) 0.080(3) -0.004(2) 0.0146(19) 0.0218(18)
C35' 0.111(3) 0.067(2) 0.067(2) 0.0102(18) 0.018(2) 0.0109(19)
C36' 0.0487(16) 0.095(3) 0.080(3) -0.004(2) 0.0146(19) 0.0218(18)
_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 N1 1.435(3) . ?
B1 N2 1.436(3) . ?
N1 C1 1.398(2) . ?
N1 C13 1.437(3) . ?
N2 C2 1.391(2) . ?
N2 C25 1.439(3) . ?
C1 C2 1.357(3) . ?
C1 C5 1.459(3) . ?
C2 C3 1.466(3) . ?
C3 C12 1.373(3) . ?
C3 C4 1.426(3) . ?
C4 C9 1.395(3) . ?
C4 C5 1.430(3) . ?
C5 C6 1.364(3) . ?
C6 C7 1.420(3) . ?
C7 C8 1.360(3) . ?
C8 C9 1.429(3) . ?
C9 C10 1.424(3) . ?
C10 C11 1.357(3) . ?
C11 C12 1.414(3) . ?
C13 C14 1.383(3) . ?
C13 C18 1.406(3) . ?
C14 C15 1.409(4) . ?
C14 C19 1.521(3) . ?
C15 C16 1.360(4) . ?
C16 C17 1.340(5) . ?
C17 C18 1.411(4) . ?
C18 C22 1.512(4) . ?
C19 C20 1.464(5) . ?
C19 C21 1.542(5) . ?
C19 C21' 1.570(10) . ?
C19 C20' 1.638(9) . ?
C22 C24' 1.470(11) . ?
C22 C23 1.530(6) . ?
C22 C23' 1.602(11) . ?
C22 C24 1.612(5) . ?
C25 C30 1.385(3) . ?
C25 C26 1.404(3) . ?
C26 C27 1.374(4) . ?
C26 C31 1.500(4) . ?
C27 C28 1.340(4) . ?
C28 C29 1.380(4) . ?
C29 C30 1.422(4) . ?
C30 C34 1.496(3) . ?
C31 C32' 1.532(5) . ?
C31 C33 1.533(3) . ?
C31 C32 1.538(3) . ?
C31 C33' 1.539(4) . ?
C34 C35 1.531(3) . ?
C34 C36' 1.541(5) . ?
C34 C36 1.541(3) . ?
C34 C35' 1.542(5) . ?
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
_geom_angle_publ_flag
N1 B1 N2 106.58(17) . . ?
C1 N1 B1 106.92(16) . . ?
C1 N1 C13 123.07(16) . . ?
B1 N1 C13 130.01(17) . . ?
C2 N2 B1 106.92(17) . . ?
C2 N2 C25 120.77(16) . . ?
B1 N2 C25 132.16(17) . . ?
C2 C1 N1 109.55(17) . . ?
C2 C1 C5 110.09(17) . . ?
N1 C1 C5 140.36(18) . . ?
C1 C2 N2 110.04(17) . . ?
C1 C2 C3 110.52(17) . . ?
N2 C2 C3 139.44(18) . . ?
C12 C3 C4 118.56(19) . . ?
C12 C3 C2 138.13(19) . . ?
C4 C3 C2 103.31(17) . . ?
C9 C4 C3 123.42(19) . . ?
C9 C4 C5 124.26(19) . . ?
C3 C4 C5 112.33(17) . . ?
C6 C5 C4 118.07(18) . . ?
C6 C5 C1 138.17(19) . . ?
C4 C5 C1 103.75(17) . . ?
C5 C6 C7 118.6(2) . . ?
C8 C7 C6 123.2(2) . . ?
C7 C8 C9 120.2(2) . . ?
C4 C9 C10 116.15(19) . . ?
C4 C9 C8 115.62(19) . . ?
C10 C9 C8 128.22(19) . . ?
C11 C10 C9 120.35(19) . . ?
C10 C11 C12 123.2(2) . . ?
C3 C12 C11 118.3(2) . . ?
C14 C13 C18 122.3(2) . . ?
C14 C13 N1 119.39(18) . . ?
C18 C13 N1 118.3(2) . . ?
C13 C14 C15 117.3(2) . . ?
C13 C14 C19 121.4(2) . . ?
C15 C14 C19 121.3(2) . . ?
C16 C15 C14 121.1(3) . . ?
C17 C16 C15 121.0(3) . . ?
C16 C17 C18 121.7(3) . . ?
C13 C18 C17 116.6(3) . . ?
C13 C18 C22 122.1(2) . . ?
C17 C18 C22 121.2(2) . . ?
C20 C19 C14 108.8(2) . . ?
C20 C19 C21 113.2(3) . . ?
C14 C19 C21 107.3(3) . . ?
C20 C19 C21' 121.5(4) . . ?
C14 C19 C21' 123.3(5) . . ?
C21 C19 C21' 30.7(4) . . ?
C20 C19 C20' 20.9(3) . . ?
C14 C19 C20' 114.9(4) . . ?
C21 C19 C20' 92.6(4) . . ?
C21' C19 C20' 105.2(5) . . ?
C24' C22 C18 131.2(5) . . ?
C24' C22 C23 106.3(5) . . ?
C18 C22 C23 114.1(3) . . ?
C24' C22 C23' 98.1(6) . . ?
C18 C22 C23' 107.0(5) . . ?
C23 C22 C23' 24.9(5) . . ?
C24' C22 C24 27.8(5) . . ?
C18 C22 C24 105.5(3) . . ?
C23 C22 C24 118.0(3) . . ?
C23' C22 C24 99.7(5) . . ?
C30 C25 C26 122.3(2) . . ?
C30 C25 N2 118.74(19) . . ?
C26 C25 N2 118.8(2) . . ?
C27 C26 C25 118.1(3) . . ?
C27 C26 C31 120.2(2) . . ?
C25 C26 C31 121.6(2) . . ?
C28 C27 C26 121.9(3) . . ?
C27 C28 C29 120.5(3) . . ?
C28 C29 C30 121.0(3) . . ?
C25 C30 C29 116.2(2) . . ?
C25 C30 C34 121.0(2) . . ?
C29 C30 C34 122.8(2) . . ?
C26 C31 C32' 131.4(4) . . ?
C26 C31 C33 113.3(2) . . ?
C32' C31 C33 110.2(4) . . ?
C26 C31 C32 109.7(2) . . ?
C32' C31 C32 35.2(7) . . ?
C33 C31 C32 106.5(2) . . ?
C26 C31 C33' 104.8(6) . . ?
C32' C31 C33' 123.3(7) . . ?
C33 C31 C33' 21.1(7) . . ?
C32 C31 C33' 127.1(6) . . ?
C30 C34 C35 110.6(2) . . ?
C30 C34 C36' 137.9(6) . . ?
C35 C34 C36' 102.9(5) . . ?
C30 C34 C36 108.9(2) . . ?
C35 C34 C36 115.0(2) . . ?
C36' C34 C36 30.9(6) . . ?
C30 C34 C35' 111.1(6) . . ?
C35 C34 C35' 22.0(7) . . ?
C36' C34 C35' 91.0(5) . . ?
C36 C34 C35' 95.3(5) . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.060