# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2002773'
loop_
_audit_author_name
_audit_author_address
'Blanca Munoz-Flores'
;Universidad Autonoma de Nuevo Leon
Mexico
;
_audit_update_record             
;
2020-05-08 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H27 B N2 O3'
_chemical_formula_weight         522.38

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.587(9)
_cell_length_b                   10.184(5)
_cell_length_c                   17.383(9)
_cell_angle_alpha                90
_cell_angle_beta                 108.815(18)
_cell_angle_gamma                90
_cell_volume                     2779(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    91199
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      28.74

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            91199
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_av_R_equivalents  0.0764
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.352
_diffrn_reflns_theta_max         28.741
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7190
_reflns_number_gt                4751
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_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)+(0.0472P)²+1.1008P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7190
_refine_ls_number_parameters     373
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_ref         0.1374
_refine_ls_wR_factor_gt          0.1194
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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
O1 O 0.43993(8) 0.57576(13) 0.41223(7) 0.0440(3) Uani 1 1 d . . . . .
O2 O 0.57801(8) 0.52851(14) 0.45183(7) 0.0453(3) Uani 1 1 d D . . . .
N2 N 0.63758(13) 0.97116(17) 0.50893(10) 0.0567(5) Uani 1 1 d . . . . .
O3 O 0.50249(8) 0.50867(11) 0.11723(6) 0.0369(3) Uani 1 1 d . . . . .
N1 N 0.51566(8) 0.54378(12) 0.26129(7) 0.0255(3) Uani 1 1 d . . . . .
C19 C 0.47347(16) 1.1997(2) 0.38668(17) 0.0650(6) Uani 1 1 d . . . . .
H19 H 0.448074 1.280872 0.387407 0.078 Uiso 1 1 calc R U . . .
C20 C 0.44668(15) 1.1232(2) 0.31574(15) 0.0620(6) Uani 1 1 d . . . . .
H20 H 0.404390 1.154662 0.270106 0.074 Uiso 1 1 calc R U . . .
C21 C 0.48267(13) 1.00150(19) 0.31318(12) 0.0485(5) Uani 1 1 d . . . . .
H21 H 0.464525 0.950643 0.266296 0.058 Uiso 1 1 calc R U . . .
C22 C 0.54663(11) 0.95590(17) 0.38190(10) 0.0372(4) Uani 1 1 d . . . . .
C15 C 0.59880(11) 0.84019(17) 0.39952(10) 0.0363(4) Uani 1 1 d . . . . .
C14 C 0.59791(11) 0.72925(16) 0.34296(10) 0.0355(4) Uani 1 1 d . . . . .
H14A H 0.647883 0.675054 0.366629 0.043 Uiso 1 1 calc R U . . .
H14B H 0.601254 0.764647 0.292277 0.043 Uiso 1 1 calc R U . . .
C13 C 0.51818(10) 0.64336(15) 0.32496(8) 0.0277(3) Uani 1 1 d . . . . .
H13 H 0.468487 0.700624 0.303475 0.033 Uiso 1 1 calc R U . . .
C10 C 0.57972(10) 0.35872(15) 0.21944(9) 0.0290(3) Uani 1 1 d . . . . .
C9 C 0.63252(10) 0.24328(15) 0.24133(10) 0.0330(4) Uani 1 1 d . . . . .
C4 C 0.65296(11) 0.17498(18) 0.17877(12) 0.0424(4) Uani 1 1 d . . . . .
C5 C 0.70204(14) 0.0584(2) 0.19904(16) 0.0600(6) Uani 1 1 d . . . . .
H5 H 0.714757 0.011778 0.158417 0.072 Uiso 1 1 calc R U . . .
C6 C 0.73074(14) 0.0139(2) 0.27664(17) 0.0640(6) Uani 1 1 d . . . . .
H6 H 0.761893 -0.063696 0.288490 0.077 Uiso 1 1 calc R U . . .
C18 C 0.53611(16) 1.1574(2) 0.45479(15) 0.0598(6) Uani 1 1 d . . . . .
H18 H 0.553592 1.208604 0.501575 0.072 Uiso 1 1 calc R U . . .
C17 C 0.57272(13) 1.03574(19) 0.45178(11) 0.0453(5) Uani 1 1 d . . . . .
C12 C 0.51137(10) 0.57761(15) 0.40192(9) 0.0300(3) Uani 1 1 d . . . . .
C1 C 0.54952(11) 0.40070(16) 0.13879(10) 0.0334(4) Uani 1 1 d . . . . .
C23 C 0.37091(11) 0.46386(17) 0.15982(10) 0.0382(4) Uani 1 1 d . . . . .
C28 C 0.32507(14) 0.4677(3) 0.21419(13) 0.0642(6) Uani 1 1 d . . . . .
H28 H 0.340380 0.528468 0.256364 0.077 Uiso 1 1 calc R U . . .
C27 C 0.25736(17) 0.3839(4) 0.20751(18) 0.0947(11) Uani 1 1 d . . . . .
H27 H 0.227903 0.389660 0.244742 0.114 Uiso 1 1 calc R U . . .
C26 C 0.23370(18) 0.2934(3) 0.1471(2) 0.1000(13) Uani 1 1 d . . . . .
H26 H 0.188865 0.236352 0.143501 0.120 Uiso 1 1 calc R U . . .
C25 C 0.27598(18) 0.2865(2) 0.0915(2) 0.0919(11) Uani 1 1 d . . . . .
H25 H 0.259478 0.225393 0.049621 0.110 Uiso 1 1 calc R U . . .
C24 C 0.34391(13) 0.3712(2) 0.09767(15) 0.0614(6) Uani 1 1 d . . . . .
H24 H 0.371954 0.365691 0.059288 0.074 Uiso 1 1 calc R U . . .
C29 C 0.43150(11) 0.71084(16) 0.14373(9) 0.0331(4) Uani 1 1 d . . . . .
C34 C 0.35364(13) 0.77089(19) 0.13433(10) 0.0445(4) Uani 1 1 d . . . . .
H34 H 0.310924 0.723112 0.145470 0.053 Uiso 1 1 calc R U . . .
C33 C 0.33783(16) 0.9013(2) 0.10854(13) 0.0614(6) Uani 1 1 d . . . . .
H33 H 0.284878 0.938582 0.102169 0.074 Uiso 1 1 calc R U . . .
C32 C 0.4000(2) 0.9743(2) 0.09265(13) 0.0698(7) Uani 1 1 d . . . . .
H32 H 0.389579 1.061280 0.076175 0.084 Uiso 1 1 calc R U . . .
C31 C 0.47736(17) 0.9186(2) 0.10112(13) 0.0625(6) Uani 1 1 d . . . . .
H31 H 0.519626 0.967635 0.090058 0.075 Uiso 1 1 calc R U . . .
C30 C 0.49300(13) 0.78856(18) 0.12628(11) 0.0453(5) Uani 1 1 d . . . . .
H30 H 0.545985 0.752217 0.131664 0.054 Uiso 1 1 calc R U . . .
C2 C 0.57387(13) 0.3340(2) 0.07831(11) 0.0506(5) Uani 1 1 d . . . . .
H2 H 0.556250 0.364696 0.025085 0.061 Uiso 1 1 calc R U . . .
C3 C 0.62301(14) 0.2252(2) 0.09858(12) 0.0547(5) Uani 1 1 d . . . . .
H3 H 0.637749 0.181426 0.058067 0.066 Uiso 1 1 calc R U . . .
C8 C 0.66523(12) 0.19516(19) 0.32147(13) 0.0468(5) Uani 1 1 d . . . . .
H8 H 0.653597 0.239954 0.363312 0.056 Uiso 1 1 calc R U . . .
C7 C 0.71389(14) 0.0835(2) 0.33875(16) 0.0604(6) Uani 1 1 d . . . . .
H7 H 0.735725 0.054021 0.392120 0.072 Uiso 1 1 calc R U . . .
C16 C 0.65248(13) 0.85419(19) 0.47719(11) 0.0497(5) Uani 1 1 d . . . . .
H16 H 0.693304 0.793078 0.504602 0.060 Uiso 1 1 calc R U . . .
C11 C 0.56855(10) 0.44572(15) 0.27910(9) 0.0279(3) Uani 1 1 d . . . . .
B B 0.45155(12) 0.55810(17) 0.16820(10) 0.0288(4) Uani 1 1 d . . . . .
H17 H 0.6587(18) 0.994(3) 0.5604(18) 0.093(9) Uiso 1 1 d . . . . .
H11 H 0.6052(11) 0.4340(17) 0.3357(11) 0.037(5) Uiso 1 1 d . . . . .
H12 H 0.573(3) 0.502(4) 0.4985(14) 0.171(17) Uiso 1 1 d 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
O1 C12 1.254(2) . ?
O2 C12 1.267(2) . ?
O2 H12 0.883(10) . ?
N2 C16 1.368(3) . ?
N2 C17 1.374(3) . ?
N2 H17 0.88(3) . ?
O3 C1 1.330(2) . ?
O3 B 1.495(2) . ?
N1 C11 1.299(2) . ?
N1 C13 1.4917(19) . ?
N1 B 1.631(2) . ?
C19 C18 1.368(3) . ?
C19 C20 1.404(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.383(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.397(3) . ?
C21 H21 0.9300 . ?
C22 C17 1.409(2) . ?
C22 C15 1.435(3) . ?
C15 C16 1.364(2) . ?
C15 C14 1.495(2) . ?
C14 C13 1.531(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C13 C12 1.532(2) . ?
C13 H13 0.9800 . ?
C10 C1 1.395(2) . ?
C10 C11 1.421(2) . ?
C10 C9 1.442(2) . ?
C9 C8 1.410(3) . ?
C9 C4 1.421(2) . ?
C4 C3 1.416(3) . ?
C4 C5 1.418(3) . ?
C5 C6 1.356(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.393(3) . ?
C6 H6 0.9300 . ?
C18 C17 1.388(3) . ?
C18 H18 0.9300 . ?
C1 C2 1.416(2) . ?
C23 C28 1.392(3) . ?
C23 C24 1.395(3) . ?
C23 B 1.614(3) . ?
C28 C27 1.385(3) . ?
C28 H28 0.9300 . ?
C27 C26 1.356(5) . ?
C27 H27 0.9300 . ?
C26 C25 1.366(5) . ?
C26 H26 0.9300 . ?
C25 C24 1.395(4) . ?
C25 H25 0.9300 . ?
C24 H24 0.9300 . ?
C29 C34 1.390(3) . ?
C29 C30 1.400(3) . ?
C29 B 1.618(2) . ?
C34 C33 1.399(3) . ?
C34 H34 0.9300 . ?
C33 C32 1.369(4) . ?
C33 H33 0.9300 . ?
C32 C31 1.367(4) . ?
C32 H32 0.9300 . ?
C31 C30 1.392(3) . ?
C31 H31 0.9300 . ?
C30 H30 0.9300 . ?
C2 C3 1.353(3) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C8 C7 1.371(3) . ?
C8 H8 0.9300 . ?
C7 H7 0.9300 . ?
C16 H16 0.9300 . ?
C11 H11 0.983(18) . ?

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
C12 O2 H12 115(3) . . ?
C16 N2 C17 109.04(16) . . ?
C16 N2 H17 125.2(18) . . ?
C17 N2 H17 124.8(18) . . ?
C1 O3 B 120.24(13) . . ?
C11 N1 C13 119.38(12) . . ?
C11 N1 B 118.64(12) . . ?
C13 N1 B 121.91(12) . . ?
C18 C19 C20 121.5(2) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 119.17(19) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C21 C22 C17 118.87(17) . . ?
C21 C22 C15 134.02(16) . . ?
C17 C22 C15 107.06(16) . . ?
C16 C15 C22 106.35(16) . . ?
C16 C15 C14 126.51(17) . . ?
C22 C15 C14 127.07(15) . . ?
C15 C14 C13 113.01(14) . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
N1 C13 C14 110.83(13) . . ?
N1 C13 C12 111.00(13) . . ?
C14 C13 C12 111.91(13) . . ?
N1 C13 H13 107.6 . . ?
C14 C13 H13 107.6 . . ?
C12 C13 H13 107.6 . . ?
C1 C10 C11 116.96(15) . . ?
C1 C10 C9 120.38(14) . . ?
C11 C10 C9 121.79(15) . . ?
C8 C9 C4 118.39(16) . . ?
C8 C9 C10 123.47(15) . . ?
C4 C9 C10 118.14(16) . . ?
C3 C4 C5 122.53(18) . . ?
C3 C4 C9 118.84(17) . . ?
C5 C4 C9 118.62(19) . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 120.5(2) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C19 C18 C17 117.9(2) . . ?
C19 C18 H18 121.1 . . ?
C17 C18 H18 121.1 . . ?
N2 C17 C18 130.55(19) . . ?
N2 C17 C22 107.36(17) . . ?
C18 C17 C22 122.1(2) . . ?
O1 C12 O2 123.48(15) . . ?
O1 C12 C13 118.06(14) . . ?
O2 C12 C13 118.45(15) . . ?
O3 C1 C10 121.62(14) . . ?
O3 C1 C2 118.00(16) . . ?
C10 C1 C2 120.22(16) . . ?
C28 C23 C24 115.8(2) . . ?
C28 C23 B 122.71(17) . . ?
C24 C23 B 121.45(18) . . ?
C27 C28 C23 122.1(3) . . ?
C27 C28 H28 118.9 . . ?
C23 C28 H28 118.9 . . ?
C26 C27 C28 120.5(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C27 C26 C25 119.7(3) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C25 C24 120.0(3) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C23 C24 C25 121.8(3) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C34 C29 C30 116.11(17) . . ?
C34 C29 B 123.92(16) . . ?
C30 C29 B 119.88(16) . . ?
C29 C34 C33 121.8(2) . . ?
C29 C34 H34 119.1 . . ?
C33 C34 H34 119.1 . . ?
C32 C33 C34 120.3(2) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C31 C32 C33 119.7(2) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C32 C31 C30 120.1(2) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C30 C29 122.1(2) . . ?
C31 C30 H30 119.0 . . ?
C29 C30 H30 119.0 . . ?
C3 C2 C1 119.47(18) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 122.85(17) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C7 C8 C9 121.11(19) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C7 C6 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C15 C16 N2 110.18(18) . . ?
C15 C16 H16 124.9 . . ?
N2 C16 H16 124.9 . . ?
N1 C11 C10 122.84(14) . . ?
N1 C11 H11 118.9(10) . . ?
C10 C11 H11 118.1(10) . . ?
O3 B C23 110.89(14) . . ?
O3 B C29 105.98(13) . . ?
C23 B C29 116.98(14) . . ?
O3 B N1 104.22(13) . . ?
C23 B N1 107.00(13) . . ?
C29 B N1 111.07(12) . . ?

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
C18 C19 C20 C21 0.7(4) . . . . ?
C19 C20 C21 C22 -0.5(3) . . . . ?
C20 C21 C22 C17 -0.2(3) . . . . ?
C20 C21 C22 C15 -177.3(2) . . . . ?
C21 C22 C15 C16 177.6(2) . . . . ?
C17 C22 C15 C16 0.2(2) . . . . ?
C21 C22 C15 C14 0.5(3) . . . . ?
C17 C22 C15 C14 -176.93(17) . . . . ?
C16 C15 C14 C13 111.8(2) . . . . ?
C22 C15 C14 C13 -71.6(2) . . . . ?
C11 N1 C13 C14 71.65(18) . . . . ?
B N1 C13 C14 -105.15(16) . . . . ?
C11 N1 C13 C12 -53.36(18) . . . . ?
B N1 C13 C12 129.83(14) . . . . ?
C15 C14 C13 N1 173.59(13) . . . . ?
C15 C14 C13 C12 -61.92(18) . . . . ?
C1 C10 C9 C8 -179.97(17) . . . . ?
C11 C10 C9 C8 11.0(2) . . . . ?
C1 C10 C9 C4 0.4(2) . . . . ?
C11 C10 C9 C4 -168.65(15) . . . . ?
C8 C9 C4 C3 -177.74(18) . . . . ?
C10 C9 C4 C3 1.9(3) . . . . ?
C8 C9 C4 C5 2.8(3) . . . . ?
C10 C9 C4 C5 -177.55(16) . . . . ?
C3 C4 C5 C6 179.1(2) . . . . ?
C9 C4 C5 C6 -1.4(3) . . . . ?
C4 C5 C6 C7 -1.2(4) . . . . ?
C20 C19 C18 C17 0.0(4) . . . . ?
C16 N2 C17 C18 -178.8(2) . . . . ?
C16 N2 C17 C22 -0.2(2) . . . . ?
C19 C18 C17 N2 177.7(2) . . . . ?
C19 C18 C17 C22 -0.7(3) . . . . ?
C21 C22 C17 N2 -177.90(18) . . . . ?
C15 C22 C17 N2 0.0(2) . . . . ?
C21 C22 C17 C18 0.8(3) . . . . ?
C15 C22 C17 C18 178.70(18) . . . . ?
N1 C13 C12 O1 -98.77(17) . . . . ?
C14 C13 C12 O1 136.83(15) . . . . ?
N1 C13 C12 O2 81.50(18) . . . . ?
C14 C13 C12 O2 -42.91(19) . . . . ?
B O3 C1 C10 -24.8(2) . . . . ?
B O3 C1 C2 159.93(16) . . . . ?
C11 C10 C1 O3 -8.7(2) . . . . ?
C9 C10 C1 O3 -178.29(14) . . . . ?
C11 C10 C1 C2 166.46(17) . . . . ?
C9 C10 C1 C2 -3.1(3) . . . . ?
C24 C23 C28 C27 0.6(3) . . . . ?
B C23 C28 C27 -178.3(2) . . . . ?
C23 C28 C27 C26 0.5(4) . . . . ?
C28 C27 C26 C25 -1.2(4) . . . . ?
C27 C26 C25 C24 0.8(4) . . . . ?
C28 C23 C24 C25 -1.0(3) . . . . ?
B C23 C24 C25 177.93(18) . . . . ?
C26 C25 C24 C23 0.3(4) . . . . ?
C30 C29 C34 C33 0.3(2) . . . . ?
B C29 C34 C33 -176.25(16) . . . . ?
C29 C34 C33 C32 -0.8(3) . . . . ?
C34 C33 C32 C31 0.8(3) . . . . ?
C33 C32 C31 C30 -0.4(3) . . . . ?
C32 C31 C30 C29 -0.1(3) . . . . ?
C34 C29 C30 C31 0.1(2) . . . . ?
B C29 C30 C31 176.81(16) . . . . ?
O3 C1 C2 C3 178.82(18) . . . . ?
C10 C1 C2 C3 3.4(3) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C5 C4 C3 C2 177.8(2) . . . . ?
C9 C4 C3 C2 -1.6(3) . . . . ?
C4 C9 C8 C7 -1.6(3) . . . . ?
C10 C9 C8 C7 178.79(18) . . . . ?
C9 C8 C7 C6 -1.1(3) . . . . ?
C5 C6 C7 C8 2.5(4) . . . . ?
C22 C15 C16 N2 -0.3(2) . . . . ?
C14 C15 C16 N2 176.83(18) . . . . ?
C17 N2 C16 C15 0.3(2) . . . . ?
C13 N1 C11 C10 -169.71(14) . . . . ?
B N1 C11 C10 7.2(2) . . . . ?
C1 C10 C11 N1 16.8(2) . . . . ?
C9 C10 C11 N1 -173.85(15) . . . . ?
C1 O3 B C23 -71.81(18) . . . . ?
C1 O3 B C29 160.28(13) . . . . ?
C1 O3 B N1 43.00(18) . . . . ?
C28 C23 B O3 164.17(17) . . . . ?
C24 C23 B O3 -14.7(2) . . . . ?
C28 C23 B C29 -74.2(2) . . . . ?
C24 C23 B C29 107.01(19) . . . . ?
C28 C23 B N1 51.1(2) . . . . ?
C24 C23 B N1 -127.71(17) . . . . ?
C34 C29 B O3 139.43(15) . . . . ?
C30 C29 B O3 -36.98(19) . . . . ?
C34 C29 B C23 15.2(2) . . . . ?
C30 C29 B C23 -161.17(15) . . . . ?
C34 C29 B N1 -107.98(17) . . . . ?
C30 C29 B N1 75.61(18) . . . . ?
C11 N1 B O3 -34.33(18) . . . . ?
C13 N1 B O3 142.50(13) . . . . ?
C11 N1 B C23 83.19(17) . . . . ?
C13 N1 B C23 -99.98(16) . . . . ?
C11 N1 B C29 -148.04(14) . . . . ?
C13 N1 B C29 28.8(2) . . . . ?

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
_geom_hbond_publ_flag
C11 H11 O2 0.983(18) 2.407(18) 3.074(3) 124.6(13) . yes
O2 H12 O1 0.883(10) 1.817(12) 2.693(2) 171(4) 3_666 yes
C11 H11 O2 0.983(18) 2.407(18) 3.074(3) 124.6(13) . yes
O2 H12 O1 0.883(10) 1.817(12) 2.693(2) 171(4) 3_666 yes

_refine_diff_density_max         0.245
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.042


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
