# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 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_I
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H31 B Cl N3'
_chemical_formula_iupac          ?
_chemical_formula_weight         395.77

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.7748(16)
_cell_length_b                   18.042(4)
_cell_length_c                   24.277(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4281.4(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2805
_cell_measurement_theta_min      2.2576
_cell_measurement_theta_max      21.4495
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696

_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            54744
_diffrn_reflns_av_R_equivalents  0.1427
_diffrn_reflns_av_sigmaI/netI    0.0615
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             3769
_reflns_number_gt                2659
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0671
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.2030
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_number_reflns         3769
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0916P)²+8.7889P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.695
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Apex2'
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker Apex2'
_computing_publication_material  'Bruker Apex2'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.7003(4) 0.2930(2) 0.65668(17) 0.0162(9) Uani d . 1 . .
C C1 0.5619(3) 0.3854(2) 0.68530(14) 0.0140(8) Uani d . 1 . .
C C2 0.4686(4) 0.4523(2) 0.68861(15) 0.0159(8) Uani d . 1 . .
C C3 0.5424(4) 0.5223(2) 0.66828(16) 0.0184(8) Uani d . 1 . .
H H3A 0.6263 0.5296 0.6897 0.028 Uiso calc R 1 . .
H H3B 0.4823 0.5654 0.673 0.028 Uiso calc R 1 . .
H H3C 0.5655 0.5167 0.6292 0.028 Uiso calc R 1 . .
C C4 0.3386(4) 0.4392(2) 0.65416(16) 0.0196(9) Uani d . 1 . .
H H4A 0.3633 0.4349 0.6152 0.029 Uiso calc R 1 . .
H H4B 0.2757 0.481 0.6591 0.029 Uiso calc R 1 . .
H H4C 0.2939 0.3934 0.6663 0.029 Uiso calc R 1 . .
C C5 0.4262(4) 0.4635(2) 0.74871(16) 0.0214(9) Uani d . 1 . .
H H5A 0.377 0.4196 0.7617 0.032 Uiso calc R 1 . .
H H5B 0.3666 0.5071 0.7515 0.032 Uiso calc R 1 . .
H H5C 0.508 0.4712 0.7714 0.032 Uiso calc R 1 . .
C C6 0.7201(4) 0.2416(2) 0.75706(15) 0.0158(8) Uani d . 1 . .
C C7 0.8296(4) 0.1938(2) 0.74929(18) 0.0287(10) Uani d . 1 . .
H H7 0.8767 0.1932 0.715 0.034 Uiso calc R 1 . .
C C8 0.8702(4) 0.1474(2) 0.79125(18) 0.0302(10) Uani d . 1 . .
H H8 0.9459 0.1152 0.7858 0.036 Uiso calc R 1 . .
C C9 0.8026(4) 0.1468(2) 0.84104(17) 0.0232(9) Uani d . 1 . .
H H9 0.8307 0.1143 0.8697 0.028 Uiso calc R 1 . .
C C10 0.6934(4) 0.1942(2) 0.84854(16) 0.0230(9) Uani d . 1 . .
H H10 0.6458 0.1939 0.8827 0.028 Uiso calc R 1 . .
C C11 0.6520(4) 0.2421(2) 0.80720(15) 0.0191(8) Uani d . 1 . .
H H11 0.5776 0.275 0.8131 0.023 Uiso calc R 1 . .
C C12 0.6233(3) 0.3836(2) 0.58207(14) 0.0123(7) Uani d . 1 . .
C C13 0.7276(3) 0.4328(2) 0.56555(14) 0.0129(8) Uani d . 1 . .
C C14 0.8390(3) 0.4597(2) 0.60508(15) 0.0180(8) Uani d . 1 . .
H H14 0.808 0.4496 0.6436 0.022 Uiso calc R 1 . .
C C15 0.8668(4) 0.5426(2) 0.59971(18) 0.0266(10) Uani d . 1 . .
H H15A 0.9108 0.5526 0.5642 0.04 Uiso calc R 1 . .
H H15B 0.9271 0.5586 0.6297 0.04 Uiso calc R 1 . .
H H15C 0.7802 0.5698 0.6018 0.04 Uiso calc R 1 . .
C C16 0.9714(4) 0.4164(3) 0.59496(19) 0.0299(10) Uani d . 1 . .
H H16A 1.0036 0.4257 0.5574 0.045 Uiso calc R 1 . .
H H16B 0.9539 0.3633 0.5997 0.045 Uiso calc R 1 . .
H H16C 1.0412 0.4324 0.6213 0.045 Uiso calc R 1 . .
C C17 0.7312(4) 0.4556(2) 0.51109(15) 0.0169(8) Uani d . 1 . .
H H17 0.8004 0.489 0.4993 0.02 Uiso calc R 1 . .
C C18 0.6352(4) 0.4305(2) 0.47364(15) 0.0190(8) Uani d . 1 . .
H H18 0.6384 0.447 0.4365 0.023 Uiso calc R 1 . .
C C19 0.5349(4) 0.3814(2) 0.49008(15) 0.0183(8) Uani d . 1 . .
H H19 0.4698 0.3644 0.4639 0.022 Uiso calc R 1 . .
C C20 0.5268(3) 0.3564(2) 0.54402(15) 0.0141(8) Uani d . 1 . .
C C21 0.4173(4) 0.3002(2) 0.55923(16) 0.0175(8) Uani d . 1 . .
H H21 0.4129 0.2967 0.6003 0.021 Uiso calc R 1 . .
C C22 0.4553(4) 0.2235(2) 0.53629(17) 0.0236(9) Uani d . 1 . .
H H22A 0.4667 0.2268 0.4963 0.035 Uiso calc R 1 . .
H H22B 0.3822 0.1882 0.5449 0.035 Uiso calc R 1 . .
H H22C 0.541 0.2068 0.5531 0.035 Uiso calc R 1 . .
C C23 0.2760(4) 0.3226(2) 0.53797(17) 0.0242(9) Uani d . 1 . .
H H23A 0.2553 0.3733 0.5499 0.036 Uiso calc R 1 . .
H H23B 0.2069 0.2886 0.5527 0.036 Uiso calc R 1 . .
H H23C 0.2752 0.3203 0.4976 0.036 Uiso calc R 1 . .
Cl Cl1 0.79664(11) 0.23427(6) 0.61566(4) 0.0333(3) Uani d . 1 . .
N N1 0.6777(3) 0.29000(17) 0.71401(12) 0.0142(7) Uani d . 1 . .
N N2 0.5909(3) 0.34826(17) 0.72921(12) 0.0149(7) Uani d . 1 . .
N N3 0.6244(3) 0.35575(16) 0.63797(12) 0.0128(7) Uani d . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.410(5) ?
B1 N3 . 1.428(5) ?
B1 Cl1 . 1.733(4) ?
C1 N2 . 1.291(5) ?
C1 N3 . 1.407(4) ?
C1 C2 . 1.514(5) ?
C2 C5 . 1.530(5) ?
C2 C3 . 1.537(5) ?
C2 C4 . 1.540(5) ?
C6 C7 . 1.387(5) ?
C6 C11 . 1.388(5) ?
C6 N1 . 1.423(5) ?
C7 C8 . 1.377(6) ?
C8 C9 . 1.377(6) ?
C9 C10 . 1.379(6) ?
C10 C11 . 1.385(5) ?
C12 C20 . 1.408(5) ?
C12 C13 . 1.410(5) ?
C12 N3 . 1.447(4) ?
C13 C17 . 1.386(5) ?
C13 C14 . 1.531(5) ?
C14 C15 . 1.525(6) ?
C14 C16 . 1.532(5) ?
C17 C18 . 1.383(5) ?
C18 C19 . 1.380(5) ?
C19 C20 . 1.387(5) ?
C20 C21 . 1.520(5) ?
C21 C23 . 1.529(5) ?
C21 C22 . 1.537(5) ?
N1 N2 . 1.401(4) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 B1 N3 . . 105.3(3) ?
N1 B1 Cl1 . . 128.9(3) ?
N3 B1 Cl1 . . 125.8(3) ?
N2 C1 N3 . . 112.4(3) ?
N2 C1 C2 . . 120.1(3) ?
N3 C1 C2 . . 127.4(3) ?
C1 C2 C5 . . 108.6(3) ?
C1 C2 C3 . . 110.8(3) ?
C5 C2 C3 . . 108.9(3) ?
C1 C2 C4 . . 110.3(3) ?
C5 C2 C4 . . 108.4(3) ?
C3 C2 C4 . . 109.8(3) ?
C7 C6 C11 . . 119.6(4) ?
C7 C6 N1 . . 120.4(3) ?
C11 C6 N1 . . 120.0(3) ?
C8 C7 C6 . . 120.0(4) ?
C9 C8 C7 . . 121.0(4) ?
C8 C9 C10 . . 118.8(4) ?
C9 C10 C11 . . 121.1(4) ?
C10 C11 C6 . . 119.4(4) ?
C20 C12 C13 . . 121.1(3) ?
C20 C12 N3 . . 120.0(3) ?
C13 C12 N3 . . 118.7(3) ?
C17 C13 C12 . . 118.5(3) ?
C17 C13 C14 . . 119.0(3) ?
C12 C13 C14 . . 122.4(3) ?
C15 C14 C13 . . 112.6(3) ?
C15 C14 C16 . . 109.7(3) ?
C13 C14 C16 . . 109.8(3) ?
C18 C17 C13 . . 120.8(3) ?
C19 C18 C17 . . 120.2(3) ?
C18 C19 C20 . . 121.5(3) ?
C19 C20 C12 . . 117.9(3) ?
C19 C20 C21 . . 119.1(3) ?
C12 C20 C21 . . 123.0(3) ?
C20 C21 C23 . . 112.2(3) ?
C20 C21 C22 . . 110.0(3) ?
C23 C21 C22 . . 109.5(3) ?
N2 N1 B1 . . 109.0(3) ?
N2 N1 C6 . . 116.3(3) ?
B1 N1 C6 . . 134.7(3) ?
C1 N2 N1 . . 107.8(3) ?
C1 N3 B1 . . 105.5(3) ?
C1 N3 C12 . . 129.1(3) ?
B1 N3 C12 . . 125.3(3) ?

_database_code_depnum_ccdc_archive 'CCDC 1000877'
#######################################################################
#
#                 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_I
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H32 B N3 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         377.33

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   18.898(4)
_cell_length_b                   13.4431(19)
_cell_length_c                   17.569(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.681(5)
_cell_angle_gamma                90
_cell_volume                     4386.0(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1217
_cell_measurement_theta_min      2.8474
_cell_measurement_theta_max      20.1112
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.240
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1632

_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            15879
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_av_sigmaI/netI    0.1588
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         29.78
_diffrn_reflns_theta_full        29.78
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             6195
_reflns_number_gt                3469
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1562
_refine_ls_R_factor_gt           0.0816
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.2270
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_number_reflns         6195
_refine_ls_number_parameters     520
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1057P)²+0.0000P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.673
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.034(2)

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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Apex2'
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker Apex2'
_computing_publication_material  'Bruker Apex2'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.7560(4) 0.2421(4) 0.6433(3) 0.0184(13) Uani d . 1 . .
B B2 0.7737(4) 0.3007(4) -0.0484(4) 0.0203(13) Uani d . 1 . .
C C1 0.6220(3) 0.2647(4) 0.5940(3) 0.0179(11) Uani d . 1 . .
C C2 0.5808(3) 0.1953(4) 0.6272(3) 0.0202(12) Uani d . 1 . .
C C3 0.6071(3) 0.1516(4) 0.7072(3) 0.0237(13) Uani d . 1 . .
H H3 0.6457 0.1962 0.7351 0.028 Uiso calc R 1 . .
C C4 0.6403(4) 0.0487(4) 0.7010(4) 0.0330(15) Uani d . 1 . .
H H4A 0.6563 0.0213 0.753 0.049 Uiso calc R 1 . .
H H4B 0.6816 0.0546 0.6748 0.049 Uiso calc R 1 . .
H H4C 0.6043 0.0045 0.6712 0.049 Uiso calc R 1 . .
C C5 0.5483(4) 0.1448(5) 0.7555(4) 0.0297(14) Uani d . 1 . .
H H5A 0.527 0.2107 0.7592 0.045 Uiso calc R 1 . .
H H5B 0.5691 0.1209 0.8076 0.045 Uiso calc R 1 . .
H H5C 0.511 0.0983 0.731 0.045 Uiso calc R 1 . .
C C6 0.5158(3) 0.1644(4) 0.5824(3) 0.0261(13) Uani d . 1 . .
H H6 0.4868 0.1179 0.6034 0.031 Uiso calc R 1 . .
C C7 0.4925(4) 0.2000(4) 0.5080(4) 0.0294(14) Uani d . 1 . .
H H7 0.4477 0.1785 0.4788 0.035 Uiso calc R 1 . .
C C8 0.5345(3) 0.2664(4) 0.4763(3) 0.0271(13) Uani d . 1 . .
H H8 0.5185 0.2894 0.4249 0.033 Uiso calc R 1 . .
C C9 0.5996(3) 0.3006(4) 0.5180(3) 0.0191(11) Uani d . 1 . .
C C10 0.6472(3) 0.3690(4) 0.4805(3) 0.0232(13) Uani d . 1 . .
H H10 0.6802 0.4045 0.523 0.028 Uiso calc R 1 . .
C C11 0.6042(4) 0.4475(4) 0.4290(4) 0.0320(15) Uani d . 1 . .
H H11A 0.6372 0.4962 0.4131 0.048 Uiso calc R 1 . .
H H11B 0.5714 0.4813 0.4578 0.048 Uiso calc R 1 . .
H H11C 0.5762 0.4155 0.383 0.048 Uiso calc R 1 . .
C C12 0.6943(3) 0.3096(4) 0.4341(3) 0.0233(12) Uani d . 1 . .
H H12A 0.7239 0.262 0.4684 0.035 Uiso calc R 1 . .
H H12B 0.7256 0.3553 0.4121 0.035 Uiso calc R 1 . .
H H12C 0.6634 0.2735 0.3921 0.035 Uiso calc R 1 . .
C C13 0.7044(3) 0.3787(4) 0.6874(3) 0.0179(11) Uani d . 1 . .
C C14 0.6506(3) 0.4573(4) 0.7022(3) 0.0217(12) Uani d . 1 . .
C C15 0.6912(3) 0.5355(4) 0.7577(4) 0.0269(14) Uani d . 1 . .
H H15A 0.7114 0.5039 0.8073 0.04 Uiso calc R 1 . .
H H15B 0.6579 0.5884 0.7663 0.04 Uiso calc R 1 . .
H H15C 0.7303 0.5639 0.7349 0.04 Uiso calc R 1 . .
C C16 0.6169(4) 0.5110(4) 0.6278(3) 0.0321(15) Uani d . 1 . .
H H16A 0.655 0.5352 0.6017 0.048 Uiso calc R 1 . .
H H16B 0.5882 0.5674 0.6404 0.048 Uiso calc R 1 . .
H H16C 0.5857 0.4649 0.5937 0.048 Uiso calc R 1 . .
C C17 0.5914(3) 0.4099(4) 0.7384(3) 0.0249(13) Uani d . 1 . .
H H17A 0.5635 0.3637 0.7014 0.037 Uiso calc R 1 . .
H H17B 0.5595 0.4619 0.7519 0.037 Uiso calc R 1 . .
H H17C 0.6132 0.3737 0.7853 0.037 Uiso calc R 1 . .
C C18 0.8813(3) 0.2920(4) 0.7218(3) 0.0214(12) Uani d . 1 . .
C C19 0.9220(3) 0.3743(4) 0.7499(3) 0.0238(13) Uani d . 1 . .
H H19 0.8991 0.4363 0.7545 0.029 Uiso calc R 1 . .
C C20 0.9962(3) 0.3664(5) 0.7713(3) 0.0289(14) Uani d . 1 . .
H H20 1.0239 0.4231 0.7905 0.035 Uiso calc R 1 . .
C C21 1.0300(3) 0.2770(5) 0.7647(3) 0.0301(14) Uani d . 1 . .
H H21 1.0809 0.2719 0.7793 0.036 Uiso calc R 1 . .
C C22 0.9898(3) 0.1950(5) 0.7370(3) 0.0285(14) Uani d . 1 . .
H H22 1.0131 0.1333 0.7322 0.034 Uiso calc R 1 . .
C C23 0.9158(3) 0.2016(4) 0.7161(3) 0.0249(13) Uani d . 1 . .
H H23 0.8884 0.1443 0.6978 0.03 Uiso calc R 1 . .
C C24 0.7272(3) 0.1310(4) -0.0120(3) 0.0210(12) Uani d . 1 . .
C C25 0.7606(3) 0.0497(4) -0.0403(3) 0.0224(12) Uani d . 1 . .
C C26 0.8377(4) 0.0546(4) -0.0535(4) 0.0290(14) Uani d . 1 . .
H H26 0.8619 0.1118 -0.0227 0.035 Uiso calc R 1 . .
C C27 0.8806(4) -0.0400(5) -0.0259(5) 0.0434(18) Uani d . 1 . .
H H27A 0.8729 -0.0577 0.026 0.065 Uiso calc R 1 . .
H H27B 0.932 -0.028 -0.0246 0.065 Uiso calc R 1 . .
H H27C 0.8642 -0.0947 -0.0618 0.065 Uiso calc R 1 . .
C C28 0.8400(4) 0.0738(5) -0.1383(4) 0.0425(18) Uani d . 1 . .
H H28A 0.817 0.0184 -0.1698 0.064 Uiso calc R 1 . .
H H28B 0.8903 0.0797 -0.1449 0.064 Uiso calc R 1 . .
H H28C 0.8144 0.1357 -0.155 0.064 Uiso calc R 1 . .
C C29 0.7197(4) -0.0355(4) -0.0602(3) 0.0283(14) Uani d . 1 . .
H H29 0.7409 -0.0912 -0.0806 0.034 Uiso calc R 1 . .
C C30 0.6488(4) -0.0408(4) -0.0511(3) 0.0293(15) Uani d . 1 . .
H H30 0.6223 -0.1005 -0.0636 0.035 Uiso calc R 1 . .
C C31 0.6160(3) 0.0407(4) -0.0236(3) 0.0239(13) Uani d . 1 . .
H H31 0.5671 0.0363 -0.0178 0.029 Uiso calc R 1 . .
C C32 0.6540(3) 0.1290(4) -0.0045(3) 0.0216(12) Uani d . 1 . .
C C33 0.6158(3) 0.2209(4) 0.0192(3) 0.0251(13) Uani d . 1 . .
H H33 0.653 0.2678 0.0467 0.03 Uiso calc R 1 . .
C C34 0.5630(4) 0.1971(4) 0.0729(4) 0.0286(13) Uani d . 1 . .
H H34A 0.5419 0.259 0.088 0.043 Uiso calc R 1 . .
H H34B 0.5886 0.1632 0.1193 0.043 Uiso calc R 1 . .
H H34C 0.5247 0.1539 0.0459 0.043 Uiso calc R 1 . .
C C35 0.5752(4) 0.2728(5) -0.0541(4) 0.0325(15) Uani d . 1 . .
H H35A 0.5366 0.2293 -0.0802 0.049 Uiso calc R 1 . .
H H35B 0.6088 0.2867 -0.0892 0.049 Uiso calc R 1 . .
H H35C 0.5545 0.3353 -0.0398 0.049 Uiso calc R 1 . .
C C36 0.8009(3) 0.2559(4) 0.0795(3) 0.0214(12) Uani d . 1 . .
C C37 0.8129(4) 0.1981(4) 0.1561(3) 0.0265(14) Uani d . 1 . .
C C38 0.8540(4) 0.1019(5) 0.1476(4) 0.0364(16) Uani d . 1 . .
H H38A 0.898 0.1174 0.1281 0.055 Uiso calc R 1 . .
H H38B 0.8236 0.0575 0.1111 0.055 Uiso calc R 1 . .
H H38C 0.8665 0.0691 0.1981 0.055 Uiso calc R 1 . .
C C39 0.7416(4) 0.1731(5) 0.1810(4) 0.0356(16) Uani d . 1 . .
H H39A 0.7513 0.1413 0.2321 0.053 Uiso calc R 1 . .
H H39B 0.7138 0.1277 0.1433 0.053 Uiso calc R 1 . .
H H39C 0.714 0.2344 0.1837 0.053 Uiso calc R 1 . .
C C40 0.8575(4) 0.2623(5) 0.2184(3) 0.0349(16) Uani d . 1 . .
H H40A 0.9035 0.2787 0.2033 0.052 Uiso calc R 1 . .
H H40B 0.8664 0.2259 0.2676 0.052 Uiso calc R 1 . .
H H40C 0.8312 0.3238 0.2245 0.052 Uiso calc R 1 . .
C C41 0.8381(3) 0.4713(4) -0.0164(3) 0.0195(12) Uani d . 1 . .
C C42 0.8463(3) 0.5465(4) 0.0394(3) 0.0210(12) Uani d . 1 . .
H H42 0.8347 0.5341 0.0889 0.025 Uiso calc R 1 . .
C C43 0.8715(3) 0.6395(4) 0.0224(3) 0.0234(13) Uani d . 1 . .
H H43 0.8776 0.6907 0.0604 0.028 Uiso calc R 1 . .
C C44 0.8876(3) 0.6574(4) -0.0503(4) 0.0264(13) Uani d . 1 . .
H H44 0.904 0.7212 -0.0624 0.032 Uiso calc R 1 . .
C C45 0.8800(3) 0.5827(4) -0.1048(3) 0.0234(13) Uani d . 1 . .
H H45 0.8917 0.595 -0.1542 0.028 Uiso calc R 1 . .
C C46 0.8555(3) 0.4902(4) -0.0882(3) 0.0230(12) Uani d . 1 . .
H H46 0.8505 0.4391 -0.1262 0.028 Uiso calc R 1 . .
N N1 0.6898(3) 0.2964(3) 0.6380(2) 0.0181(10) Uani d . 1 . .
N N2 0.7706(3) 0.3820(3) 0.7228(3) 0.0202(10) Uani d . 1 . .
N N3 0.8061(2) 0.2990(3) 0.6979(2) 0.0177(10) Uani d . 1 . .
N N4 0.7669(3) 0.2221(3) 0.0068(3) 0.0201(10) Uani d . 1 . .
N N5 0.8272(3) 0.3454(3) 0.0776(3) 0.0210(10) Uani d . 1 . .
N N6 0.8123(3) 0.3755(3) 0.0001(3) 0.0200(10) Uani d . 1 . .
O O1 0.7711(2) 0.1589(3) 0.6062(2) 0.0249(9) Uani d . 1 . .
H H1O 0.7429 0.1338 0.5702 0.037 Uiso d R 1 . .
O O2 0.7456(2) 0.2947(3) -0.1245(2) 0.0262(10) Uani d . 1 . .
H H2O 0.7692 0.3342 -0.1431 0.039 Uiso d R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.351(7) ?
B1 N1 . 1.437(8) ?
B1 N3 . 1.439(7) ?
B2 O2 . 1.346(7) ?
B2 N6 . 1.428(7) ?
B2 N4 . 1.457(8) ?
C1 C9 . 1.408(7) ?
C1 C2 . 1.410(8) ?
C1 N1 . 1.433(7) ?
C2 C6 . 1.392(8) ?
C2 C3 . 1.520(7) ?
C3 C5 . 1.520(9) ?
C3 C4 . 1.531(8) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 C7 . 1.385(8) ?
C6 H6 . 0.95 ?
C7 C8 . 1.378(9) ?
C7 H7 . 0.95 ?
C8 C9 . 1.389(8) ?
C8 H8 . 0.95 ?
C9 C10 . 1.520(8) ?
C10 C11 . 1.524(8) ?
C10 C12 . 1.538(8) ?
C10 H10 . 1.0 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 N2 . 1.291(7) ?
C13 N1 . 1.401(6) ?
C13 C14 . 1.523(8) ?
C14 C16 . 1.524(7) ?
C14 C17 . 1.524(9) ?
C14 C15 . 1.539(7) ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 C19 . 1.385(8) ?
C18 C23 . 1.392(8) ?
C18 N3 . 1.407(7) ?
C19 C20 . 1.386(9) ?
C19 H19 . 0.95 ?
C20 C21 . 1.376(9) ?
C20 H20 . 0.95 ?
C21 C22 . 1.376(9) ?
C21 H21 . 0.95 ?
C22 C23 . 1.381(9) ?
C22 H22 . 0.95 ?
C23 H23 . 0.95 ?
C24 C25 . 1.399(8) ?
C24 C32 . 1.414(8) ?
C24 N4 . 1.442(7) ?
C25 C29 . 1.390(8) ?
C25 C26 . 1.518(9) ?
C26 C28 . 1.522(9) ?
C26 C27 . 1.537(9) ?
C26 H26 . 1.0 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 C30 . 1.381(10) ?
C29 H29 . 0.95 ?
C30 C31 . 1.389(9) ?
C30 H30 . 0.95 ?
C31 C32 . 1.397(7) ?
C31 H31 . 0.95 ?
C32 C33 . 1.528(8) ?
C33 C34 . 1.529(9) ?
C33 C35 . 1.538(8) ?
C33 H33 . 1.0 ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 H35A . 0.98 ?
C35 H35B . 0.98 ?
C35 H35C . 0.98 ?
C36 N5 . 1.304(7) ?
C36 N4 . 1.395(7) ?
C36 C37 . 1.533(8) ?
C37 C40 . 1.520(8) ?
C37 C38 . 1.529(9) ?
C37 C39 . 1.531(10) ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C40 H40A . 0.98 ?
C40 H40B . 0.98 ?
C40 H40C . 0.98 ?
C41 C46 . 1.386(8) ?
C41 C42 . 1.396(7) ?
C41 N6 . 1.424(7) ?
C42 C43 . 1.390(8) ?
C42 H42 . 0.95 ?
C43 C44 . 1.387(9) ?
C43 H43 . 0.95 ?
C44 C45 . 1.377(8) ?
C44 H44 . 0.95 ?
C45 C46 . 1.377(7) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
N2 N3 . 1.412(6) ?
N5 N6 . 1.399(6) ?
O1 H1O . 0.8199 ?
O2 H2O . 0.8033 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 N1 . . 130.5(5) ?
O1 B1 N3 . . 126.2(5) ?
N1 B1 N3 . . 103.3(5) ?
O2 B2 N6 . . 134.4(5) ?
O2 B2 N4 . . 123.4(5) ?
N6 B2 N4 . . 102.2(5) ?
C9 C1 C2 . . 121.8(5) ?
C9 C1 N1 . . 119.5(5) ?
C2 C1 N1 . . 118.7(5) ?
C6 C2 C1 . . 117.4(5) ?
C6 C2 C3 . . 120.7(5) ?
C1 C2 C3 . . 121.8(5) ?
C2 C3 C5 . . 113.1(5) ?
C2 C3 C4 . . 110.6(5) ?
C5 C3 C4 . . 109.7(5) ?
C2 C3 H3 . . 107.8 ?
C5 C3 H3 . . 107.8 ?
C4 C3 H3 . . 107.8 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C3 C5 H5A . . 109.5 ?
C3 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C3 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C7 C6 C2 . . 121.6(6) ?
C7 C6 H6 . . 119.2 ?
C2 C6 H6 . . 119.2 ?
C8 C7 C6 . . 119.9(6) ?
C8 C7 H7 . . 120.0 ?
C6 C7 H7 . . 120.0 ?
C7 C8 C9 . . 121.4(5) ?
C7 C8 H8 . . 119.3 ?
C9 C8 H8 . . 119.3 ?
C8 C9 C1 . . 117.9(5) ?
C8 C9 C10 . . 120.6(5) ?
C1 C9 C10 . . 121.3(5) ?
C9 C10 C11 . . 112.5(5) ?
C9 C10 C12 . . 111.3(4) ?
C11 C10 C12 . . 110.0(5) ?
C9 C10 H10 . . 107.6 ?
C11 C10 H10 . . 107.6 ?
C12 C10 H10 . . 107.6 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N2 C13 N1 . . 112.8(5) ?
N2 C13 C14 . . 120.8(4) ?
N1 C13 C14 . . 126.3(5) ?
C13 C14 C16 . . 111.6(5) ?
C13 C14 C17 . . 110.2(4) ?
C16 C14 C17 . . 109.5(5) ?
C13 C14 C15 . . 108.1(5) ?
C16 C14 C15 . . 107.5(4) ?
C17 C14 C15 . . 109.8(5) ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C14 C16 H16A . . 109.5 ?
C14 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C14 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C14 C17 H17A . . 109.5 ?
C14 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C14 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C19 C18 C23 . . 119.0(5) ?
C19 C18 N3 . . 121.1(5) ?
C23 C18 N3 . . 119.8(5) ?
C18 C19 C20 . . 120.2(5) ?
C18 C19 H19 . . 119.9 ?
C20 C19 H19 . . 119.9 ?
C21 C20 C19 . . 120.4(6) ?
C21 C20 H20 . . 119.8 ?
C19 C20 H20 . . 119.8 ?
C20 C21 C22 . . 119.6(6) ?
C20 C21 H21 . . 120.2 ?
C22 C21 H21 . . 120.2 ?
C21 C22 C23 . . 120.5(5) ?
C21 C22 H22 . . 119.7 ?
C23 C22 H22 . . 119.7 ?
C22 C23 C18 . . 120.2(5) ?
C22 C23 H23 . . 119.9 ?
C18 C23 H23 . . 119.9 ?
C25 C24 C32 . . 122.2(5) ?
C25 C24 N4 . . 119.7(5) ?
C32 C24 N4 . . 118.1(5) ?
C29 C25 C24 . . 117.8(6) ?
C29 C25 C26 . . 120.2(5) ?
C24 C25 C26 . . 121.9(5) ?
C25 C26 C28 . . 111.0(5) ?
C25 C26 C27 . . 112.4(5) ?
C28 C26 C27 . . 109.8(6) ?
C25 C26 H26 . . 107.8 ?
C28 C26 H26 . . 107.8 ?
C27 C26 H26 . . 107.8 ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C26 C28 H28A . . 109.5 ?
C26 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C26 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C30 C29 C25 . . 121.3(6) ?
C30 C29 H29 . . 119.3 ?
C25 C29 H29 . . 119.3 ?
C29 C30 C31 . . 120.4(5) ?
C29 C30 H30 . . 119.8 ?
C31 C30 H30 . . 119.8 ?
C30 C31 C32 . . 120.7(6) ?
C30 C31 H31 . . 119.6 ?
C32 C31 H31 . . 119.6 ?
C31 C32 C24 . . 117.6(5) ?
C31 C32 C33 . . 120.3(6) ?
C24 C32 C33 . . 122.0(5) ?
C32 C33 C34 . . 113.2(5) ?
C32 C33 C35 . . 109.0(5) ?
C34 C33 C35 . . 109.3(5) ?
C32 C33 H33 . . 108.4 ?
C34 C33 H33 . . 108.4 ?
C35 C33 H33 . . 108.4 ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C33 C35 H35A . . 109.5 ?
C33 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
C33 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 109.5 ?
N5 C36 N4 . . 112.9(5) ?
N5 C36 C37 . . 119.6(5) ?
N4 C36 C37 . . 127.3(5) ?
C40 C37 C38 . . 109.1(5) ?
C40 C37 C39 . . 108.5(6) ?
C38 C37 C39 . . 109.4(5) ?
C40 C37 C36 . . 108.4(5) ?
C38 C37 C36 . . 109.8(5) ?
C39 C37 C36 . . 111.5(5) ?
C37 C38 H38A . . 109.5 ?
C37 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C37 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C37 C39 H39A . . 109.5 ?
C37 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C37 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C37 C40 H40A . . 109.5 ?
C37 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C37 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C46 C41 C42 . . 119.5(5) ?
C46 C41 N6 . . 119.8(5) ?
C42 C41 N6 . . 120.7(5) ?
C43 C42 C41 . . 120.0(5) ?
C43 C42 H42 . . 120.0 ?
C41 C42 H42 . . 120.0 ?
C44 C43 C42 . . 119.7(5) ?
C44 C43 H43 . . 120.2 ?
C42 C43 H43 . . 120.2 ?
C45 C44 C43 . . 120.1(5) ?
C45 C44 H44 . . 119.9 ?
C43 C44 H44 . . 119.9 ?
C46 C45 C44 . . 120.5(6) ?
C46 C45 H45 . . 119.7 ?
C44 C45 H45 . . 119.7 ?
C45 C46 C41 . . 120.3(5) ?
C45 C46 H46 . . 119.9 ?
C41 C46 H46 . . 119.9 ?
C13 N1 C1 . . 128.6(5) ?
C13 N1 B1 . . 107.0(4) ?
C1 N1 B1 . . 124.3(4) ?
C13 N2 N3 . . 107.3(4) ?
C18 N3 N2 . . 118.1(4) ?
C18 N3 B1 . . 131.9(5) ?
N2 N3 B1 . . 109.5(4) ?
C36 N4 C24 . . 128.2(4) ?
C36 N4 B2 . . 106.9(4) ?
C24 N4 B2 . . 124.7(4) ?
C36 N5 N6 . . 106.5(4) ?
N5 N6 C41 . . 116.4(4) ?
N5 N6 B2 . . 111.4(4) ?
C41 N6 B2 . . 132.2(5) ?
B1 O1 H1O . . 123.2 ?
B2 O2 H2O . . 102.6 ?

_database_code_depnum_ccdc_archive 'CCDC 1000878'
#######################################################################
#
#                 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_I
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H32 Al B Cl3 N3 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         510.65

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   9.7657(12)
_cell_length_b                   17.593(2)
_cell_length_c                   16.2032(18)
_cell_angle_alpha                90
_cell_angle_beta                 106.333(3)
_cell_angle_gamma                90
_cell_volume                     2671.5(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3299
_cell_measurement_theta_min      2.3153
_cell_measurement_theta_max      24.4630
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.300
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072

_exptl_absorpt_coefficient_mu    0.396
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.89

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            8582
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_sigmaI/netI    0.0965
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         30.57
_diffrn_reflns_theta_full        30.57
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       23

_refine_special_details          'Refined as a 3-component twin.'

_reflns_number_total             8020
_reflns_number_gt                5052
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_gt          0.1482
_refine_ls_wR_factor_ref         0.1666
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         8020
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0654P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.954
_refine_diff_density_min         -0.818
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Al Al 0.0645 0.0514 '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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al Al1 0.34923(7) 0.10847(4) 0.20338(5) 0.02038(17) Uani d . . . 1 . .
B B1 0.3315(3) 0.24166(13) 0.31543(16) 0.0170(5) Uani d . . . 1 . .
C C1 0.4776(3) 0.33346(12) 0.18943(15) 0.0218(5) Uani d . . . 1 . .
H H1 0.4044 0.3022 0.1549 0.026 Uiso calc U . R 1 . .
C C2 0.5832(3) 0.36280(13) 0.15659(17) 0.0265(5) Uani d . . . 1 . .
H H2 0.5832 0.3509 0.0994 0.032 Uiso calc U . R 1 . .
C C3 0.6887(3) 0.40927(13) 0.20663(16) 0.0255(5) Uani d . . . 1 . .
H H3 0.7598 0.43 0.1835 0.031 Uiso calc U . R 1 . .
C C4 0.6901(3) 0.42544(12) 0.29008(16) 0.0232(5) Uani d . . . 1 . .
H H4 0.763 0.457 0.3244 0.028 Uiso calc U . R 1 . .
C C5 0.5866(2) 0.39614(12) 0.32433(15) 0.0203(5) Uani d . . . 1 . .
H H5 0.5883 0.4072 0.382 0.024 Uiso calc U . R 1 . .
C C6 0.4803(2) 0.35046(11) 0.27350(14) 0.0164(4) Uani d . . . 1 . .
C C7 0.2630(2) 0.31893(11) 0.41168(14) 0.0164(4) Uani d . . . 1 . .
C C8 0.1919(3) 0.35667(12) 0.47323(15) 0.0205(5) Uani d . . . 1 . .
C C9 0.2893(3) 0.42016(13) 0.52176(16) 0.0288(6) Uani d . . . 1 . .
H H9A 0.3843 0.3994 0.5493 0.043 Uiso calc U . R 1 . .
H H9B 0.249 0.4414 0.5658 0.043 Uiso calc U . R 1 . .
H H9C 0.2967 0.4603 0.4813 0.043 Uiso calc U . R 1 . .
C C10 0.0502(3) 0.39160(15) 0.41842(18) 0.0331(6) Uani d . . . 1 . .
H H10A 0.0701 0.4288 0.3783 0.05 Uiso calc U . R 1 . .
H H10B 0.0016 0.4168 0.4562 0.05 Uiso calc U . R 1 . .
H H10C -0.0111 0.3513 0.386 0.05 Uiso calc U . R 1 . .
C C11 0.1583(3) 0.30010(12) 0.53639(15) 0.0220(5) Uani d . . . 1 . .
H H11A 0.0896 0.2624 0.5046 0.033 Uiso calc U . R 1 . .
H H11B 0.1174 0.3273 0.5767 0.033 Uiso calc U . R 1 . .
H H11C 0.2462 0.2744 0.5684 0.033 Uiso calc U . R 1 . .
C C12 0.2277(2) 0.17741(11) 0.42498(14) 0.0160(4) Uani d . . . 1 . .
C C13 0.0930(2) 0.14517(12) 0.39052(15) 0.0199(5) Uani d . . . 1 . .
C C14 -0.0263(3) 0.18553(14) 0.32462(16) 0.0258(5) Uani d . . . 1 . .
H H14 0.0084 0.2375 0.3157 0.031 Uiso calc U . R 1 . .
C C15 -0.1586(3) 0.19456(16) 0.35674(18) 0.0361(6) Uani d . . . 1 . .
H H15A -0.1988 0.1444 0.362 0.054 Uiso calc U . R 1 . .
H H15B -0.2298 0.2254 0.3157 0.054 Uiso calc U . R 1 . .
H H15C -0.1318 0.2197 0.413 0.054 Uiso calc U . R 1 . .
C C16 -0.0635(3) 0.14428(15) 0.23832(17) 0.0341(6) Uani d . . . 1 . .
H H16A 0.0187 0.1457 0.2149 0.051 Uiso calc U . R 1 . .
H H16B -0.1451 0.1694 0.1982 0.051 Uiso calc U . R 1 . .
H H16C -0.088 0.0913 0.2464 0.051 Uiso calc U . R 1 . .
C C17 0.0710(3) 0.07241(12) 0.41887(16) 0.0240(5) Uani d . . . 1 . .
H H17 -0.019 0.0485 0.3963 0.029 Uiso calc U . R 1 . .
C C18 0.1770(3) 0.03487(13) 0.47867(16) 0.0258(5) Uani d . . . 1 . .
H H18 0.1608 -0.0153 0.4955 0.031 Uiso calc U . R 1 . .
C C19 0.3071(3) 0.06953(12) 0.51453(15) 0.0216(5) Uani d . . . 1 . .
H H19 0.378 0.0437 0.5577 0.026 Uiso calc U . R 1 . .
C C20 0.3361(2) 0.14203(11) 0.48831(14) 0.0175(4) Uani d . . . 1 . .
C C21 0.4794(2) 0.17942(12) 0.52819(15) 0.0219(5) Uani d . . . 1 . .
H H21 0.4691 0.2348 0.5141 0.026 Uiso calc U . R 1 . .
C C22 0.5282(3) 0.17191(15) 0.62616(16) 0.0327(6) Uani d . . . 1 . .
H H22A 0.4504 0.1872 0.6498 0.049 Uiso calc U . R 1 . .
H H22B 0.6111 0.2047 0.6496 0.049 Uiso calc U . R 1 . .
H H22C 0.5542 0.119 0.6418 0.049 Uiso calc U . R 1 . .
C C23 0.5931(3) 0.14732(17) 0.48904(19) 0.0381(7) Uani d . . . 1 . .
H H23A 0.6104 0.0938 0.5053 0.057 Uiso calc U . R 1 . .
H H23B 0.6819 0.1761 0.5105 0.057 Uiso calc U . R 1 . .
H H23C 0.5597 0.1515 0.4262 0.057 Uiso calc U . R 1 . .
Cl Cl1 0.24046(9) 0.01310(4) 0.23816(5) 0.0470(2) Uani d . . . 1 . .
Cl Cl2 0.56101(7) 0.07477(3) 0.21178(5) 0.03668(18) Uani d . . . 1 . .
Cl Cl3 0.24166(10) 0.14259(5) 0.07540(5) 0.0527(2) Uani d . . . 1 . .
N N1 0.3726(2) 0.31907(9) 0.30716(11) 0.0168(4) Uani d . . . 1 . .
N N2 0.3316(2) 0.36085(9) 0.36871(12) 0.0171(4) Uani d . . . 1 . .
H H2A 0.3493 0.4096 0.378 0.021 Uiso calc U . R 1 . .
N N3 0.26322(19) 0.24620(9) 0.38604(12) 0.0152(4) Uani d . . . 1 . .
O O1 0.35074(18) 0.18141(8) 0.27312(10) 0.0242(4) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Al1 O1 . 1.7073(16) ?
Al1 Cl2 . 2.1188(9) ?
Al1 Cl3 . 2.1305(11) ?
Al1 Cl1 . 2.1443(9) ?
B1 O1 . 1.304(3) ?
B1 N1 . 1.437(3) ?
B1 N3 . 1.480(3) ?
C1 C2 . 1.387(3) ?
C1 C6 . 1.388(3) ?
C1 H1 . 0.95 ?
C2 C3 . 1.385(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.378(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.382(3) ?
C4 H4 . 0.95 ?
C5 C6 . 1.386(3) ?
C5 H5 . 0.95 ?
C6 N1 . 1.425(3) ?
C7 N2 . 1.319(3) ?
C7 N3 . 1.345(3) ?
C7 C8 . 1.519(3) ?
C8 C11 . 1.528(3) ?
C8 C9 . 1.533(3) ?
C8 C10 . 1.547(3) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 C20 . 1.396(3) ?
C12 C13 . 1.397(3) ?
C12 N3 . 1.451(2) ?
C13 C17 . 1.397(3) ?
C13 C14 . 1.517(3) ?
C14 C16 . 1.526(3) ?
C14 C15 . 1.531(3) ?
C14 H14 . 1.0 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C18 . 1.372(3) ?
C17 H17 . 0.95 ?
C18 C19 . 1.382(3) ?
C18 H18 . 0.95 ?
C19 C20 . 1.398(3) ?
C19 H19 . 0.95 ?
C20 C21 . 1.517(3) ?
C21 C22 . 1.529(3) ?
C21 C23 . 1.533(3) ?
C21 H21 . 1.0 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
N1 N2 . 1.385(2) ?
N2 H2A . 0.88 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Al1 Cl2 . . 109.95(7) ?
O1 Al1 Cl3 . . 110.04(7) ?
Cl2 Al1 Cl3 . . 110.28(4) ?
O1 Al1 Cl1 . . 109.08(6) ?
Cl2 Al1 Cl1 . . 108.12(4) ?
Cl3 Al1 Cl1 . . 109.34(5) ?
O1 B1 N1 . . 129.5(2) ?
O1 B1 N3 . . 127.81(19) ?
N1 B1 N3 . . 102.68(17) ?
C2 C1 C6 . . 119.0(2) ?
C2 C1 H1 . . 120.5 ?
C6 C1 H1 . . 120.5 ?
C3 C2 C1 . . 120.4(2) ?
C3 C2 H2 . . 119.8 ?
C1 C2 H2 . . 119.8 ?
C4 C3 C2 . . 119.8(2) ?
C4 C3 H3 . . 120.1 ?
C2 C3 H3 . . 120.1 ?
C3 C4 C5 . . 120.7(2) ?
C3 C4 H4 . . 119.7 ?
C5 C4 H4 . . 119.7 ?
C4 C5 C6 . . 119.2(2) ?
C4 C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
C5 C6 C1 . . 120.9(2) ?
C5 C6 N1 . . 120.48(19) ?
C1 C6 N1 . . 118.6(2) ?
N2 C7 N3 . . 108.89(18) ?
N2 C7 C8 . . 119.73(18) ?
N3 C7 C8 . . 131.23(18) ?
C7 C8 C11 . . 112.28(17) ?
C7 C8 C9 . . 108.88(18) ?
C11 C8 C9 . . 110.50(19) ?
C7 C8 C10 . . 107.30(19) ?
C11 C8 C10 . . 108.47(19) ?
C9 C8 C10 . . 109.33(19) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C8 C10 H10A . . 109.5 ?
C8 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C8 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C8 C11 H11A . . 109.5 ?
C8 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C8 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C20 C12 C13 . . 123.14(19) ?
C20 C12 N3 . . 117.84(18) ?
C13 C12 N3 . . 118.57(19) ?
C17 C13 C12 . . 117.1(2) ?
C17 C13 C14 . . 120.1(2) ?
C12 C13 C14 . . 122.79(19) ?
C13 C14 C16 . . 111.1(2) ?
C13 C14 C15 . . 111.3(2) ?
C16 C14 C15 . . 110.8(2) ?
C13 C14 H14 . . 107.8 ?
C16 C14 H14 . . 107.8 ?
C15 C14 H14 . . 107.8 ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C14 C16 H16A . . 109.5 ?
C14 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C14 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C18 C17 C13 . . 121.2(2) ?
C18 C17 H17 . . 119.4 ?
C13 C17 H17 . . 119.4 ?
C17 C18 C19 . . 120.4(2) ?
C17 C18 H18 . . 119.8 ?
C19 C18 H18 . . 119.8 ?
C18 C19 C20 . . 121.0(2) ?
C18 C19 H19 . . 119.5 ?
C20 C19 H19 . . 119.5 ?
C12 C20 C19 . . 117.0(2) ?
C12 C20 C21 . . 122.53(18) ?
C19 C20 C21 . . 120.5(2) ?
C20 C21 C22 . . 112.67(19) ?
C20 C21 C23 . . 110.66(19) ?
C22 C21 C23 . . 110.3(2) ?
C20 C21 H21 . . 107.7 ?
C22 C21 H21 . . 107.7 ?
C23 C21 H21 . . 107.7 ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
N2 N1 C6 . . 117.62(16) ?
N2 N1 B1 . . 106.92(16) ?
C6 N1 B1 . . 131.18(17) ?
C7 N2 N1 . . 112.07(16) ?
C7 N2 H2A . . 124.0 ?
N1 N2 H2A . . 124.0 ?
C7 N3 C12 . . 129.61(17) ?
C7 N3 B1 . . 109.27(17) ?
C12 N3 B1 . . 120.39(16) ?
B1 O1 Al1 . . 169.44(18) ?

_database_code_depnum_ccdc_archive 'CCDC 1000879'
