# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is (c) The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2009

data_global
_journal_name_full               'New J.Chem.'

_journal_coden_Cambridge         0440

_publ_contact_author_name        'Jose-Luis Maldonado'
_publ_contact_author_email       JLMR@CIO.MX

_publ_section_title              
;
Synthesis and non linear optical characterization of
novel boronate derivatives of cinnamaldehyde
;
loop_
_publ_author_name
'Jose-Luis Maldonado'
'Oracio Barbosa-Garcia'
'Norberto Farfan'
'Pascal G. Lacroix'
;
J.F.Lamere
;
'Marco Antonio Meneses-Nava'
'Keitaro Nakatani'
'Ma Eugenia Ochoa'
'Gabriel Ramos-Ortiz'
;
M.Rodriguez
;
'Rosa Santillan'

# Attachment 'Mario_Pub2dd.cif'

data_2dd
_database_code_depnum_ccdc_archive 'CCDC 705151'

_chemical_name_systematic        
;
6-Nitro-((E)-3-phenylallylidene)-2,3-dihydrobenzo[d][1,3,2]oxazaborole
;
_chemical_name_common            
;6-Nitro-((E)-3-phenylallylidene)-2,3-
dihydrobenzo(d)(1,3,2)oxazaborole
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H24 B N O'
_chemical_formula_sum            'C28 H24 B N O'
_chemical_formula_weight         401.32

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   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.987(2)
_cell_length_b                   26.152(5)
_cell_length_c                   8.5290(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.71(3)
_cell_angle_gamma                90.00
_cell_volume                     2220.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    600
_cell_measurement_theta_min      1
_cell_measurement_theta_max      10

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
Diffractometer operator Marco
scanwidth_degrees 0.7
low_scanspeed_degrees/min 16.1
high_scanspeed_degrees/min 60
Background measurement : Moving crystal and moving counter at
the beginning and end of scan, each for 25% of total scan area.
Crystal mounted on a glass fiber.
;

_diffrn_ambient_temperature      293(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  'Kappa CCD'
_diffrn_measurement_method       \w-\f
_diffrn_detector_area_resol_mean 3
_diffrn_standards_number         100
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5022
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_sigmaI/netI    0.0652
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         24.93
_reflns_number_total             3871
_reflns_number_gt                1917
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        'Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    'SIR2004 (Giacovazzo et al, 2004)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'

_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^)+(0.0372P)^2^+0.7791P] 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         3871
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1030
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1367
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
C1 C 0.7478(3) 0.00443(12) 0.8314(3) 0.0505(7) Uani 1 1 d . . .
C2 C 0.8000(3) -0.03530(12) 0.9253(3) 0.0576(8) Uani 1 1 d . . .
H2 H 0.8909 -0.0358 0.9594 0.069 Uiso 1 1 calc R . .
C3 C 0.7168(3) -0.07411(12) 0.9678(3) 0.0607(9) Uani 1 1 d . . .
C4 C 0.5812(3) -0.07333(13) 0.9141(4) 0.0677(9) Uani 1 1 d . . .
H4 H 0.5256 -0.0998 0.9417 0.081 Uiso 1 1 calc R . .
C5 C 0.5279(3) -0.03417(12) 0.8213(3) 0.0611(9) Uani 1 1 d . . .
H5 H 0.4371 -0.0337 0.7870 0.073 Uiso 1 1 calc R . .
C6 C 0.6125(3) 0.00444(11) 0.7802(3) 0.0495(7) Uani 1 1 d . . .
C7 C 0.4649(3) 0.05899(12) 0.6212(3) 0.0557(8) Uani 1 1 d . . .
H7 H 0.3961 0.0359 0.6356 0.067 Uiso 1 1 calc R . .
C8 C 0.4329(3) 0.10311(12) 0.5283(3) 0.0574(8) Uani 1 1 d . . .
H8 H 0.5009 0.1262 0.5103 0.069 Uiso 1 1 calc R . .
C9 C 0.3078(3) 0.11251(13) 0.4657(3) 0.0603(8) Uani 1 1 d . . .
H9 H 0.2427 0.0885 0.4857 0.072 Uiso 1 1 calc R . .
C10 C 0.2630(3) 0.15602(13) 0.3703(3) 0.0593(8) Uani 1 1 d . . .
C11 C 0.3500(3) 0.19330(15) 0.3226(4) 0.0759(10) Uani 1 1 d . . .
H11 H 0.4413 0.1906 0.3531 0.091 Uiso 1 1 calc R . .
C12 C 0.3042(4) 0.23413(16) 0.2314(4) 0.0897(12) Uani 1 1 d . . .
H12 H 0.3640 0.2588 0.2013 0.108 Uiso 1 1 calc R . .
C13 C 0.1688(4) 0.23816(16) 0.1848(4) 0.0912(12) Uani 1 1 d . . .
H13 H 0.1370 0.2655 0.1226 0.109 Uiso 1 1 calc R . .
C14 C 0.0822(4) 0.20189(17) 0.2305(4) 0.0853(11) Uani 1 1 d . . .
H14 H -0.0089 0.2048 0.1994 0.102 Uiso 1 1 calc R . .
C15 C 0.1274(3) 0.16084(14) 0.3222(4) 0.0704(10) Uani 1 1 d . . .
H15 H 0.0667 0.1364 0.3518 0.084 Uiso 1 1 calc R . .
C16 C 0.7732(4) -0.11755(14) 1.0708(4) 0.0859(11) Uani 1 1 d . . .
H16A H 0.7026 -0.1412 1.0891 0.129 Uiso 0.50 1 calc PR . .
H16B H 0.8109 -0.1041 1.1695 0.129 Uiso 0.50 1 calc PR . .
H16C H 0.8419 -0.1349 1.0190 0.129 Uiso 0.50 1 calc PR . .
H16D H 0.8677 -0.1123 1.0960 0.129 Uiso 0.50 1 calc PR . .
H16E H 0.7594 -0.1493 1.0156 0.129 Uiso 0.50 1 calc PR . .
H16F H 0.7283 -0.1185 1.1661 0.129 Uiso 0.50 1 calc PR . .
C17 C 0.7716(3) 0.07920(12) 0.5036(3) 0.0509(8) Uani 1 1 d . . .
C18 C 0.7475(3) 0.11953(13) 0.3989(4) 0.0606(8) Uani 1 1 d . . .
H18 H 0.7074 0.1491 0.4334 0.073 Uiso 1 1 calc R . .
C19 C 0.7815(3) 0.11708(15) 0.2439(4) 0.0681(10) Uani 1 1 d . . .
H19 H 0.7632 0.1446 0.1762 0.082 Uiso 1 1 calc R . .
C20 C 0.8419(3) 0.07416(16) 0.1916(4) 0.0718(10) Uani 1 1 d . . .
H20 H 0.8629 0.0721 0.0876 0.086 Uiso 1 1 calc R . .
C21 C 0.8716(3) 0.03408(15) 0.2920(4) 0.0727(10) Uani 1 1 d . . .
H21 H 0.9154 0.0054 0.2572 0.087 Uiso 1 1 calc R . .
C22 C 0.8359(3) 0.03654(13) 0.4459(4) 0.0618(9) Uani 1 1 d . . .
H22 H 0.8556 0.0089 0.5126 0.074 Uiso 1 1 calc R . .
C23 C 0.7231(3) 0.13460(12) 0.7648(3) 0.0562(8) Uani 1 1 d . . .
C24 C 0.8431(4) 0.16128(15) 0.7871(4) 0.0826(11) Uani 1 1 d . . .
H24 H 0.9190 0.1483 0.7449 0.099 Uiso 1 1 calc R . .
C25 C 0.8528(5) 0.2066(2) 0.8705(5) 0.1048(15) Uani 1 1 d . . .
H25 H 0.9351 0.2234 0.8840 0.126 Uiso 1 1 calc R . .
C26 C 0.7434(7) 0.22722(16) 0.9333(5) 0.1088(17) Uani 1 1 d . . .
H26 H 0.7510 0.2575 0.9903 0.131 Uiso 1 1 calc R . .
C27 C 0.6229(5) 0.20255(16) 0.9111(4) 0.0940(13) Uani 1 1 d . . .
H27 H 0.5470 0.2164 0.9511 0.113 Uiso 1 1 calc R . .
C28 C 0.6139(4) 0.15675(13) 0.8286(4) 0.0688(9) Uani 1 1 d . . .
H28 H 0.5312 0.1403 0.8156 0.083 Uiso 1 1 calc R . .
B1 B 0.7273(3) 0.07975(14) 0.6813(4) 0.0534(9) Uani 1 1 d . . .
N1 N 0.5841(2) 0.04863(9) 0.6877(3) 0.0511(6) Uani 1 1 d . . .
O1 O 0.81780(18) 0.04425(8) 0.7824(2) 0.0579(6) Uani 1 1 d . . .

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
C1 0.0587(19) 0.054(2) 0.0393(17) 0.0001(15) 0.0041(14) 0.0009(17)
C2 0.065(2) 0.064(2) 0.0443(18) 0.0016(16) 0.0079(15) 0.0091(18)
C3 0.082(2) 0.057(2) 0.0442(18) 0.0033(16) 0.0130(17) 0.011(2)
C4 0.080(2) 0.059(2) 0.065(2) 0.0064(18) 0.0143(18) -0.0048(19)
C5 0.067(2) 0.062(2) 0.0548(19) -0.0003(17) 0.0078(16) -0.0037(18)
C6 0.060(2) 0.0471(19) 0.0417(17) -0.0022(15) 0.0027(14) -0.0002(16)
C7 0.0537(19) 0.065(2) 0.0482(18) -0.0052(16) -0.0005(15) -0.0059(16)
C8 0.058(2) 0.062(2) 0.0514(18) 0.0018(17) -0.0016(15) -0.0034(17)
C9 0.0535(19) 0.067(2) 0.0587(19) -0.0040(17) -0.0037(16) -0.0023(17)
C10 0.058(2) 0.064(2) 0.0541(19) -0.0041(17) -0.0079(16) 0.0036(18)
C11 0.068(2) 0.085(3) 0.072(2) 0.009(2) -0.0108(18) -0.003(2)
C12 0.093(3) 0.088(3) 0.085(3) 0.016(2) -0.011(2) -0.002(2)
C13 0.106(3) 0.083(3) 0.080(3) 0.016(2) -0.017(2) 0.015(3)
C14 0.073(2) 0.097(3) 0.083(3) 0.003(2) -0.018(2) 0.020(3)
C15 0.062(2) 0.076(3) 0.070(2) -0.0038(19) -0.0093(17) 0.0045(19)
C16 0.109(3) 0.076(3) 0.074(2) 0.021(2) 0.016(2) 0.021(2)
C17 0.0478(16) 0.057(2) 0.0469(17) 0.0032(16) -0.0024(13) -0.0014(16)
C18 0.0588(19) 0.066(2) 0.057(2) 0.0096(17) 0.0026(15) -0.0026(17)
C19 0.0589(19) 0.090(3) 0.054(2) 0.0238(19) -0.0045(16) -0.012(2)
C20 0.069(2) 0.101(3) 0.046(2) 0.001(2) 0.0025(16) -0.006(2)
C21 0.070(2) 0.092(3) 0.056(2) -0.007(2) 0.0057(17) 0.004(2)
C22 0.0628(19) 0.070(2) 0.052(2) 0.0040(17) 0.0006(15) -0.0001(18)
C23 0.0590(19) 0.065(2) 0.0428(17) 0.0079(15) -0.0080(15) -0.0070(18)
C24 0.085(3) 0.093(3) 0.066(2) -0.002(2) -0.0092(19) -0.027(2)
C25 0.134(4) 0.095(4) 0.080(3) 0.006(3) -0.024(3) -0.047(3)
C26 0.191(5) 0.051(3) 0.076(3) 0.000(2) -0.043(3) -0.007(3)
C27 0.126(4) 0.074(3) 0.078(3) -0.017(2) -0.020(2) 0.026(3)
C28 0.080(2) 0.064(2) 0.059(2) -0.0055(18) -0.0108(18) 0.003(2)
B1 0.055(2) 0.060(2) 0.044(2) 0.0044(18) -0.0011(16) -0.0019(19)
N1 0.0538(15) 0.0555(16) 0.0436(14) -0.0016(12) 0.0012(11) -0.0008(13)
O1 0.0564(12) 0.0670(15) 0.0492(12) 0.0093(11) -0.0026(9) -0.0011(11)

_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
C1 O1 1.340(3) . ?
C1 C6 1.386(4) . ?
C1 C2 1.387(4) . ?
C2 C3 1.379(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(4) . ?
C3 C16 1.516(4) . ?
C4 C5 1.374(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(4) . ?
C5 H5 0.9300 . ?
C6 N1 1.415(3) . ?
C7 N1 1.305(3) . ?
C7 C8 1.421(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.341(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.448(4) . ?
C9 H9 0.9300 . ?
C10 C15 1.388(4) . ?
C10 C11 1.389(4) . ?
C11 C12 1.377(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.382(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.362(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.382(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 H16D 0.9600 . ?
C16 H16E 0.9600 . ?
C16 H16F 0.9600 . ?
C17 C18 1.390(4) . ?
C17 C22 1.397(4) . ?
C17 B1 1.613(4) . ?
C18 C19 1.393(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.366(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.370(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.390(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C28 1.385(4) . ?
C23 C24 1.386(4) . ?
C23 B1 1.604(5) . ?
C24 C25 1.383(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.366(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.365(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.388(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
B1 O1 1.515(4) . ?
B1 N1 1.650(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C6 114.9(3) . . ?
O1 C1 C2 125.6(3) . . ?
C6 C1 C2 119.5(3) . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 C16 120.1(3) . . ?
C4 C3 C16 120.4(3) . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 118.4(3) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C5 C6 C1 121.4(3) . . ?
C5 C6 N1 129.9(3) . . ?
C1 C6 N1 108.7(3) . . ?
N1 C7 C8 124.5(3) . . ?
N1 C7 H7 117.8 . . ?
C8 C7 H7 117.8 . . ?
C9 C8 C7 122.0(3) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 127.1(3) . . ?
C8 C9 H9 116.5 . . ?
C10 C9 H9 116.5 . . ?
C15 C10 C11 117.9(3) . . ?
C15 C10 C9 119.1(3) . . ?
C11 C10 C9 123.0(3) . . ?
C12 C11 C10 121.5(3) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 119.6(4) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 119.6(4) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 121.2(3) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C10 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C10 C15 H15 119.9 . . ?
C3 C16 H16A 109.5 . . ?
C3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C3 C16 H16D 109.5 . . ?
H16A C16 H16D 141.1 . . ?
H16B C16 H16D 56.3 . . ?
H16C C16 H16D 56.3 . . ?
C3 C16 H16E 109.5 . . ?
H16A C16 H16E 56.3 . . ?
H16B C16 H16E 141.1 . . ?
H16C C16 H16E 56.3 . . ?
H16D C16 H16E 109.5 . . ?
C3 C16 H16F 109.5 . . ?
H16A C16 H16F 56.3 . . ?
H16B C16 H16F 56.3 . . ?
H16C C16 H16F 141.1 . . ?
H16D C16 H16F 109.5 . . ?
H16E C16 H16F 109.5 . . ?
C18 C17 C22 116.1(3) . . ?
C18 C17 B1 123.4(3) . . ?
C22 C17 B1 120.5(3) . . ?
C17 C18 C19 122.2(3) . . ?
C17 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C20 C19 C18 119.7(3) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C22 119.7(3) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C21 C22 C17 122.0(3) . . ?
C21 C22 H22 119.0 . . ?
C17 C22 H22 119.0 . . ?
C28 C23 C24 115.8(3) . . ?
C28 C23 B1 126.8(3) . . ?
C24 C23 B1 117.2(3) . . ?
C25 C24 C23 121.8(4) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C26 C25 C24 121.0(4) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C27 C26 C25 119.0(4) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C26 C27 C28 119.8(4) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C23 C28 C27 122.7(3) . . ?
C23 C28 H28 118.7 . . ?
C27 C28 H28 118.7 . . ?
O1 B1 C23 109.4(2) . . ?
O1 B1 C17 109.4(2) . . ?
C23 B1 C17 116.4(3) . . ?
O1 B1 N1 99.0(2) . . ?
C23 B1 N1 111.8(2) . . ?
C17 B1 N1 109.4(2) . . ?
C7 N1 C6 123.1(2) . . ?
C7 N1 B1 130.2(2) . . ?
C6 N1 B1 106.7(2) . . ?
C1 O1 B1 110.6(2) . . ?

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 C1 C2 C3 179.9(3) . . . . ?
C6 C1 C2 C3 -0.5(4) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C1 C2 C3 C16 -179.8(3) . . . . ?
C2 C3 C4 C5 -1.0(5) . . . . ?
C16 C3 C4 C5 179.7(3) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?
C4 C5 C6 N1 -179.8(3) . . . . ?
O1 C1 C6 C5 180.0(2) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
O1 C1 C6 N1 -0.6(3) . . . . ?
C2 C1 C6 N1 179.8(2) . . . . ?
N1 C7 C8 C9 -178.4(3) . . . . ?
C7 C8 C9 C10 179.6(3) . . . . ?
C8 C9 C10 C15 -176.6(3) . . . . ?
C8 C9 C10 C11 4.1(5) . . . . ?
C15 C10 C11 C12 0.4(5) . . . . ?
C9 C10 C11 C12 179.7(3) . . . . ?
C10 C11 C12 C13 -0.5(6) . . . . ?
C11 C12 C13 C14 0.4(6) . . . . ?
C12 C13 C14 C15 -0.3(6) . . . . ?
C13 C14 C15 C10 0.3(5) . . . . ?
C11 C10 C15 C14 -0.3(5) . . . . ?
C9 C10 C15 C14 -179.7(3) . . . . ?
C22 C17 C18 C19 2.0(4) . . . . ?
B1 C17 C18 C19 -177.1(3) . . . . ?
C17 C18 C19 C20 -0.8(4) . . . . ?
C18 C19 C20 C21 -1.4(5) . . . . ?
C19 C20 C21 C22 2.1(5) . . . . ?
C20 C21 C22 C17 -0.8(5) . . . . ?
C18 C17 C22 C21 -1.2(4) . . . . ?
B1 C17 C22 C21 177.9(3) . . . . ?
C28 C23 C24 C25 1.1(5) . . . . ?
B1 C23 C24 C25 -174.0(3) . . . . ?
C23 C24 C25 C26 -0.5(6) . . . . ?
C24 C25 C26 C27 -0.8(7) . . . . ?
C25 C26 C27 C28 1.4(6) . . . . ?
C24 C23 C28 C27 -0.5(5) . . . . ?
B1 C23 C28 C27 174.1(3) . . . . ?
C26 C27 C28 C23 -0.7(5) . . . . ?
C28 C23 B1 O1 -112.3(3) . . . . ?
C24 C23 B1 O1 62.3(3) . . . . ?
C28 C23 B1 C17 123.1(3) . . . . ?
C24 C23 B1 C17 -62.3(4) . . . . ?
C28 C23 B1 N1 -3.6(4) . . . . ?
C24 C23 B1 N1 171.0(2) . . . . ?
C18 C17 B1 O1 -154.6(2) . . . . ?
C22 C17 B1 O1 26.4(4) . . . . ?
C18 C17 B1 C23 -30.0(4) . . . . ?
C22 C17 B1 C23 150.9(3) . . . . ?
C18 C17 B1 N1 97.9(3) . . . . ?
C22 C17 B1 N1 -81.1(3) . . . . ?
C8 C7 N1 C6 179.7(3) . . . . ?
C8 C7 N1 B1 -2.3(5) . . . . ?
C5 C6 N1 C7 -1.5(4) . . . . ?
C1 C6 N1 C7 179.1(2) . . . . ?
C5 C6 N1 B1 -179.8(3) . . . . ?
C1 C6 N1 B1 0.8(3) . . . . ?
O1 B1 N1 C7 -178.9(3) . . . . ?
C23 B1 N1 C7 65.9(4) . . . . ?
C17 B1 N1 C7 -64.5(4) . . . . ?
O1 B1 N1 C6 -0.7(3) . . . . ?
C23 B1 N1 C6 -115.8(2) . . . . ?
C17 B1 N1 C6 113.7(2) . . . . ?
C6 C1 O1 B1 0.1(3) . . . . ?
C2 C1 O1 B1 179.7(3) . . . . ?
C23 B1 O1 C1 117.4(3) . . . . ?
C17 B1 O1 C1 -114.0(3) . . . . ?
N1 B1 O1 C1 0.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        24.93
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.036