# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_M
_database_code_depnum_ccdc_archive 'CCDC 1451650'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H18 B N O2'
_chemical_formula_sum            'C14 H18 B N O2'
_chemical_formula_weight         243.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9037(16)
_cell_length_b                   10.603(2)
_cell_length_c                   13.511(3)
_cell_angle_alpha                71.175(19)
_cell_angle_beta                 88.013(15)
_cell_angle_gamma                88.035(15)
_cell_volume                     1341.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1534
_cell_measurement_theta_min      3.4541
_cell_measurement_theta_max      71.7443

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.624
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Agilent Supernova'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8607
_diffrn_reflns_av_unetI/netI     0.0867
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.457
_diffrn_reflns_theta_max         71.820
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5102
_reflns_number_gt                2796
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0011(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5102
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1598
_refine_ls_R_factor_gt           0.1084
_refine_ls_wR_factor_ref         0.3779
_refine_ls_wR_factor_gt          0.3310
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_restrained_S_all      1.135
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.1085(6) 0.3043(6) 0.2118(5) 0.0490(13) Uani 1 1 d . . . . .
B2 B 0.4103(6) 0.2101(6) -0.2198(5) 0.0530(13) Uani 1 1 d . . . . .
N1 N 0.0420(4) 0.2093(4) 0.1777(3) 0.0502(10) Uani 1 1 d . . . . .
N2 N 0.3498(4) 0.3284(4) -0.2070(3) 0.0516(10) Uani 1 1 d . . . . .
O1 O 0.1567(4) 0.2762(3) 0.3088(3) 0.0617(10) Uani 1 1 d . . . . .
O2 O 0.1331(3) 0.4309(3) 0.1467(3) 0.0553(9) Uani 1 1 d . . . . .
O3 O 0.4215(4) 0.0966(4) -0.1364(3) 0.0592(10) Uani 1 1 d . . . . .
O4 O 0.4624(4) 0.2002(3) -0.3119(3) 0.0575(9) Uani 1 1 d . . . . .
C1 C 0.2064(5) 0.4001(5) 0.3180(4) 0.0553(13) Uani 1 1 d . . . . .
C2 C 0.2294(5) 0.4856(5) 0.2006(4) 0.0529(12) Uani 1 1 d . . . . .
C3 C 0.3671(6) 0.4632(8) 0.1563(6) 0.086(2) Uani 1 1 d . . . . .
H3A H 0.3838 0.3695 0.1703 0.128 Uiso 1 1 calc R U . . .
H3B H 0.4351 0.4984 0.1884 0.128 Uiso 1 1 calc R U . . .
H3C H 0.3698 0.5077 0.0821 0.128 Uiso 1 1 calc R U . . .
C4 C 0.2010(7) 0.6328(6) 0.1768(5) 0.0813(19) Uani 1 1 d . . . . .
H4A H 0.2184 0.6780 0.1038 0.122 Uiso 1 1 calc R U . . .
H4B H 0.2585 0.6669 0.2176 0.122 Uiso 1 1 calc R U . . .
H4C H 0.1082 0.6474 0.1939 0.122 Uiso 1 1 calc R U . . .
C5 C 0.3324(7) 0.3679(7) 0.3821(5) 0.0801(19) Uani 1 1 d . . . . .
H5A H 0.3103 0.3105 0.4514 0.120 Uiso 1 1 calc R U . . .
H5B H 0.3690 0.4489 0.3858 0.120 Uiso 1 1 calc R U . . .
H5C H 0.3980 0.3239 0.3498 0.120 Uiso 1 1 calc R U . . .
C6 C 0.0973(6) 0.4550(6) 0.3729(5) 0.0721(16) Uani 1 1 d . . . . .
H6A H 0.0174 0.4734 0.3318 0.108 Uiso 1 1 calc R U . . .
H6B H 0.1268 0.5357 0.3819 0.108 Uiso 1 1 calc R U . . .
H6C H 0.0776 0.3909 0.4400 0.108 Uiso 1 1 calc R U . . .
C7 C 0.0019(5) 0.2302(6) 0.0738(4) 0.0589(13) Uani 1 1 d . . . . .
H7 H 0.0085 0.3103 0.0193 0.071 Uiso 1 1 calc R U . . .
C8 C -0.0473(5) 0.1168(6) 0.0653(4) 0.0591(13) Uani 1 1 d . . . . .
H8 H -0.0784 0.1055 0.0046 0.071 Uiso 1 1 calc R U . . .
C9 C -0.0430(5) 0.0170(5) 0.1666(4) 0.0517(12) Uani 1 1 d . . . . .
C10 C 0.0108(5) 0.0776(5) 0.2352(4) 0.0480(11) Uani 1 1 d . . . . .
C11 C 0.0244(5) 0.0100(5) 0.3412(4) 0.0552(12) Uani 1 1 d . . . . .
H11 H 0.0582 0.0514 0.3858 0.066 Uiso 1 1 calc R U . . .
C12 C -0.0146(5) -0.1219(6) 0.3780(4) 0.0607(14) Uani 1 1 d . . . . .
H12 H -0.0071 -0.1695 0.4488 0.073 Uiso 1 1 calc R U . . .
C13 C -0.0649(6) -0.1851(5) 0.3109(5) 0.0620(14) Uani 1 1 d . . . . .
H13 H -0.0882 -0.2742 0.3373 0.074 Uiso 1 1 calc R U . . .
C14 C -0.0803(5) -0.1167(5) 0.2064(5) 0.0583(13) Uani 1 1 d . . . . .
H14 H -0.1151 -0.1587 0.1624 0.070 Uiso 1 1 calc R U . . .
C15 C 0.4915(5) 0.0569(5) -0.2944(4) 0.0576(13) Uani 1 1 d . . . . .
C16 C 0.5035(5) 0.0018(5) -0.1730(4) 0.0554(13) Uani 1 1 d . . . . .
C17 C 0.6457(6) 0.0045(6) -0.1344(5) 0.0691(16) Uani 1 1 d . . . . .
H17A H 0.6820 0.0914 -0.1666 0.104 Uiso 1 1 calc R U . . .
H17B H 0.7022 -0.0606 -0.1524 0.104 Uiso 1 1 calc R U . . .
H17C H 0.6425 -0.0156 -0.0598 0.104 Uiso 1 1 calc R U . . .
C18 C 0.4423(6) -0.1334(6) -0.1205(5) 0.0723(17) Uani 1 1 d . . . . .
H18A H 0.4493 -0.1566 -0.0460 0.108 Uiso 1 1 calc R U . . .
H18B H 0.4899 -0.1992 -0.1440 0.108 Uiso 1 1 calc R U . . .
H18C H 0.3489 -0.1300 -0.1381 0.108 Uiso 1 1 calc R U . . .
C19 C 0.3755(6) 0.0033(6) -0.3365(5) 0.0673(15) Uani 1 1 d . . . . .
H19A H 0.2946 0.0082 -0.2966 0.101 Uiso 1 1 calc R U . . .
H19B H 0.3950 -0.0879 -0.3315 0.101 Uiso 1 1 calc R U . . .
H19C H 0.3629 0.0553 -0.4085 0.101 Uiso 1 1 calc R U . . .
C20 C 0.6211(6) 0.0454(6) -0.3542(5) 0.0689(16) Uani 1 1 d . . . . .
H20A H 0.6055 0.0797 -0.4280 0.103 Uiso 1 1 calc R U . . .
H20B H 0.6498 -0.0465 -0.3357 0.103 Uiso 1 1 calc R U . . .
H20C H 0.6899 0.0958 -0.3369 0.103 Uiso 1 1 calc R U . . .
C21 C 0.3048(5) 0.3412(5) -0.1113(4) 0.0543(12) Uani 1 1 d . . . . .
H21 H 0.3108 0.2737 -0.0473 0.065 Uiso 1 1 calc R U . . .
C22 C 0.2507(5) 0.4664(6) -0.1241(4) 0.0584(13) Uani 1 1 d . . . . .
H22 H 0.2143 0.4986 -0.0723 0.070 Uiso 1 1 calc R U . . .
C23 C 0.2624(5) 0.5383(5) -0.2360(4) 0.0512(12) Uani 1 1 d . . . . .
C24 C 0.2279(5) 0.6689(5) -0.2950(4) 0.0561(13) Uani 1 1 d . . . . .
H24 H 0.1903 0.7286 -0.2637 0.067 Uiso 1 1 calc R U . . .
C25 C 0.2517(5) 0.7063(6) -0.4023(4) 0.0591(13) Uani 1 1 d . . . . .
H25 H 0.2284 0.7925 -0.4435 0.071 Uiso 1 1 calc R U . . .
C26 C 0.3092(6) 0.6192(6) -0.4497(4) 0.0601(13) Uani 1 1 d . . . . .
H26 H 0.3233 0.6477 -0.5219 0.072 Uiso 1 1 calc R U . . .
C27 C 0.3466(5) 0.4891(5) -0.3911(4) 0.0545(12) Uani 1 1 d . . . . .
H27 H 0.3858 0.4302 -0.4226 0.065 Uiso 1 1 calc R U . . .
C28 C 0.3226(5) 0.4514(5) -0.2836(4) 0.0504(11) Uani 1 1 d . . . . .


_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 1.347(7) . ?
B1 O2 1.371(7) . ?
B1 N1 1.424(7) . ?
B2 O3 1.361(7) . ?
B2 O4 1.365(7) . ?
B2 N2 1.431(7) . ?
N1 C10 1.400(6) . ?
N1 C7 1.418(6) . ?
N2 C21 1.398(6) . ?
N2 C28 1.403(6) . ?
O1 C1 1.462(6) . ?
O2 C2 1.462(6) . ?
O3 C16 1.468(6) . ?
O4 C15 1.480(6) . ?
C1 C6 1.495(8) . ?
C1 C5 1.509(8) . ?
C1 C2 1.565(7) . ?
C2 C4 1.507(7) . ?
C2 C3 1.513(8) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.352(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.436(8) . ?
C8 H8 0.9300 . ?
C9 C14 1.402(7) . ?
C9 C10 1.413(7) . ?
C10 C11 1.388(7) . ?
C11 C12 1.388(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.403(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C19 1.505(8) . ?
C15 C20 1.516(7) . ?
C15 C16 1.560(7) . ?
C16 C18 1.516(7) . ?
C16 C17 1.523(8) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.375(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.459(7) . ?
C22 H22 0.9300 . ?
C23 C28 1.392(7) . ?
C23 C24 1.394(7) . ?
C24 C25 1.388(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.381(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.395(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.390(7) . ?
C27 H27 0.9300 . ?

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 O2 114.6(5) . . ?
O1 B1 N1 123.0(5) . . ?
O2 B1 N1 122.3(5) . . ?
O3 B2 O4 114.9(5) . . ?
O3 B2 N2 120.4(5) . . ?
O4 B2 N2 124.8(5) . . ?
C10 N1 C7 106.6(4) . . ?
C10 N1 B1 128.4(4) . . ?
C7 N1 B1 124.9(4) . . ?
C21 N2 C28 106.6(4) . . ?
C21 N2 B2 124.8(4) . . ?
C28 N2 B2 128.6(4) . . ?
B1 O1 C1 107.4(4) . . ?
B1 O2 C2 105.8(4) . . ?
B2 O3 C16 106.3(4) . . ?
B2 O4 C15 106.6(4) . . ?
O1 C1 C6 106.8(4) . . ?
O1 C1 C5 108.5(4) . . ?
C6 C1 C5 110.4(5) . . ?
O1 C1 C2 101.9(4) . . ?
C6 C1 C2 113.6(5) . . ?
C5 C1 C2 114.9(5) . . ?
O2 C2 C4 109.6(4) . . ?
O2 C2 C3 105.6(4) . . ?
C4 C2 C3 109.8(5) . . ?
O2 C2 C1 102.9(4) . . ?
C4 C2 C1 114.7(5) . . ?
C3 C2 C1 113.7(5) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 N1 110.2(5) . . ?
C8 C7 H7 124.9 . . ?
N1 C7 H7 124.9 . . ?
C7 C8 C9 107.8(5) . . ?
C7 C8 H8 126.1 . . ?
C9 C8 H8 126.1 . . ?
C14 C9 C10 118.9(5) . . ?
C14 C9 C8 134.3(5) . . ?
C10 C9 C8 106.8(5) . . ?
C11 C10 N1 129.5(5) . . ?
C11 C10 C9 122.0(5) . . ?
N1 C10 C9 108.5(4) . . ?
C12 C11 C10 117.5(5) . . ?
C12 C11 H11 121.3 . . ?
C10 C11 H11 121.3 . . ?
C11 C12 C13 121.5(5) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 120.7(5) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C9 119.4(5) . . ?
C13 C14 H14 120.3 . . ?
C9 C14 H14 120.3 . . ?
O4 C15 C19 107.6(4) . . ?
O4 C15 C20 107.8(4) . . ?
C19 C15 C20 110.2(5) . . ?
O4 C15 C16 101.7(4) . . ?
C19 C15 C16 114.6(4) . . ?
C20 C15 C16 114.2(5) . . ?
O3 C16 C18 105.8(4) . . ?
O3 C16 C17 106.3(4) . . ?
C18 C16 C17 110.4(5) . . ?
O3 C16 C15 103.7(4) . . ?
C18 C16 C15 115.3(5) . . ?
C17 C16 C15 114.3(4) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N2 111.3(5) . . ?
C22 C21 H21 124.4 . . ?
N2 C21 H21 124.4 . . ?
C21 C22 C23 105.6(4) . . ?
C21 C22 H22 127.2 . . ?
C23 C22 H22 127.2 . . ?
C28 C23 C24 120.6(5) . . ?
C28 C23 C22 107.4(4) . . ?
C24 C23 C22 132.0(5) . . ?
C25 C24 C23 117.4(5) . . ?
C25 C24 H24 121.3 . . ?
C23 C24 H24 121.3 . . ?
C26 C25 C24 121.9(5) . . ?
C26 C25 H25 119.0 . . ?
C24 C25 H25 119.0 . . ?
C25 C26 C27 121.1(5) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 H26 119.4 . . ?
C28 C27 C26 117.1(5) . . ?
C28 C27 H27 121.5 . . ?
C26 C27 H27 121.5 . . ?
C27 C28 C23 121.9(5) . . ?
C27 C28 N2 129.0(5) . . ?
C23 C28 N2 109.1(4) . . ?

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 C10 2.4(8) . . . . ?
O2 B1 N1 C10 179.8(4) . . . . ?
O1 B1 N1 C7 -173.3(5) . . . . ?
O2 B1 N1 C7 4.1(8) . . . . ?
O3 B2 N2 C21 3.5(8) . . . . ?
O4 B2 N2 C21 -175.4(5) . . . . ?
O3 B2 N2 C28 -176.0(5) . . . . ?
O4 B2 N2 C28 5.1(9) . . . . ?
O2 B1 O1 C1 7.4(6) . . . . ?
N1 B1 O1 C1 -174.9(5) . . . . ?
O1 B1 O2 C2 11.1(6) . . . . ?
N1 B1 O2 C2 -166.6(5) . . . . ?
O4 B2 O3 C16 6.6(6) . . . . ?
N2 B2 O3 C16 -172.4(5) . . . . ?
O3 B2 O4 C15 11.0(6) . . . . ?
N2 B2 O4 C15 -170.1(5) . . . . ?
B1 O1 C1 C6 98.3(5) . . . . ?
B1 O1 C1 C5 -142.7(5) . . . . ?
B1 O1 C1 C2 -21.1(5) . . . . ?
B1 O2 C2 C4 -145.6(5) . . . . ?
B1 O2 C2 C3 96.3(5) . . . . ?
B1 O2 C2 C1 -23.1(5) . . . . ?
O1 C1 C2 O2 26.7(5) . . . . ?
C6 C1 C2 O2 -87.7(5) . . . . ?
C5 C1 C2 O2 143.7(5) . . . . ?
O1 C1 C2 C4 145.6(5) . . . . ?
C6 C1 C2 C4 31.2(6) . . . . ?
C5 C1 C2 C4 -97.4(6) . . . . ?
O1 C1 C2 C3 -86.9(5) . . . . ?
C6 C1 C2 C3 158.7(5) . . . . ?
C5 C1 C2 C3 30.1(7) . . . . ?
C10 N1 C7 C8 -2.1(6) . . . . ?
B1 N1 C7 C8 174.4(5) . . . . ?
N1 C7 C8 C9 1.1(6) . . . . ?
C7 C8 C9 C14 179.5(6) . . . . ?
C7 C8 C9 C10 0.2(6) . . . . ?
C7 N1 C10 C11 -176.8(5) . . . . ?
B1 N1 C10 C11 6.8(8) . . . . ?
C7 N1 C10 C9 2.1(5) . . . . ?
B1 N1 C10 C9 -174.2(5) . . . . ?
C14 C9 C10 C11 -1.8(8) . . . . ?
C8 C9 C10 C11 177.6(5) . . . . ?
C14 C9 C10 N1 179.1(4) . . . . ?
C8 C9 C10 N1 -1.5(6) . . . . ?
N1 C10 C11 C12 -179.9(5) . . . . ?
C9 C10 C11 C12 1.3(8) . . . . ?
C10 C11 C12 C13 0.4(8) . . . . ?
C11 C12 C13 C14 -1.6(9) . . . . ?
C12 C13 C14 C9 1.0(8) . . . . ?
C10 C9 C14 C13 0.6(8) . . . . ?
C8 C9 C14 C13 -178.6(5) . . . . ?
B2 O4 C15 C19 98.6(5) . . . . ?
B2 O4 C15 C20 -142.6(5) . . . . ?
B2 O4 C15 C16 -22.2(5) . . . . ?
B2 O3 C16 C18 -142.0(5) . . . . ?
B2 O3 C16 C17 100.6(5) . . . . ?
B2 O3 C16 C15 -20.2(5) . . . . ?
O4 C15 C16 O3 25.6(5) . . . . ?
C19 C15 C16 O3 -90.2(5) . . . . ?
C20 C15 C16 O3 141.4(5) . . . . ?
O4 C15 C16 C18 140.8(4) . . . . ?
C19 C15 C16 C18 25.0(6) . . . . ?
C20 C15 C16 C18 -103.4(6) . . . . ?
O4 C15 C16 C17 -89.6(5) . . . . ?
C19 C15 C16 C17 154.6(5) . . . . ?
C20 C15 C16 C17 26.2(7) . . . . ?
C28 N2 C21 C22 -0.1(6) . . . . ?
B2 N2 C21 C22 -179.6(5) . . . . ?
N2 C21 C22 C23 -0.1(6) . . . . ?
C21 C22 C23 C28 0.2(6) . . . . ?
C21 C22 C23 C24 -178.4(5) . . . . ?
C28 C23 C24 C25 2.1(7) . . . . ?
C22 C23 C24 C25 -179.5(5) . . . . ?
C23 C24 C25 C26 -0.9(8) . . . . ?
C24 C25 C26 C27 -0.3(8) . . . . ?
C25 C26 C27 C28 0.4(8) . . . . ?
C26 C27 C28 C23 0.8(8) . . . . ?
C26 C27 C28 N2 -179.9(5) . . . . ?
C24 C23 C28 C27 -2.1(8) . . . . ?
C22 C23 C28 C27 179.1(5) . . . . ?
C24 C23 C28 N2 178.5(4) . . . . ?
C22 C23 C28 N2 -0.2(6) . . . . ?
C21 N2 C28 C27 -179.1(5) . . . . ?
B2 N2 C28 C27 0.4(9) . . . . ?
C21 N2 C28 C23 0.2(6) . . . . ?
B2 N2 C28 C23 179.7(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C11 H11 O1 0.93 2.49 3.049(6) 118.7 .
C27 H27 O4 0.93 2.52 3.094(6) 120.1 .
C17 H17C O3 0.96 2.57 3.511(8) 165.7 2_655

_refine_diff_density_max         0.426
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.092

