# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_APFPBA_150K
_database_code_depnum_ccdc_archive 'CCDC 2409463'
loop_
_audit_author_name
_audit_author_address
'Ramamoorthy Boomishankar'
;Professor in Chemistry, IISER Pune
India
;
_audit_update_record             
;
2024-12-11 deposited with the CCDC.	2025-04-02 downloaded from the CCDC.
;
_audit_creation_date             2024-12-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 B O3, C4 H5 N3'
_chemical_formula_sum            'C11 H12 B N3 O3'
_chemical_formula_weight         245.05
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   11.147(6)
_cell_length_b                   12.137(6)
_cell_length_c                   17.689(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2393(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5586
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      19.539
_cell_measurement_theta_min      2.307
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1566 before and 0.1005 after correction.
The Ratio of minimum to maximum transmission is 0.6663.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2936
_diffrn_reflns_av_unetI/netI     0.1018
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            75675
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.097
_diffrn_reflns_theta_max         25.097
_diffrn_reflns_theta_min         2.303
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.927
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                2792
_reflns_number_total             4232
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0(3)
_refine_ls_extinction_coef       0.0045(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4232
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0599
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0366P)²+2.3153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1245
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1(3)
 0(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(O61) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(N22) = Uanis(N23) = Uanis(N21)
4.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C22(H22), C23(H23), C24(H24), C31(H31),
 C33(H33), C34(H34), C36(H36), C37(H37), C41(H41), C43(H43), C44(H44), C46(H46),
  C47(H47)
4.b X=CH2 refined with riding coordinates:
 N11(H11A,H11B), N21(H21A,H21B)
4.c Idealised tetrahedral OH refined as rotating group with stretchable bonds:
 O53(H53), O62(H62)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.4473(7) 0.6924(6) 0.5923(4) 0.0178(18) Uani 1 1 d . . . . .
B2 B 0.6627(7) 0.1660(6) 0.2436(4) 0.0198(19) Uani 1 1 d . . . . .
C11 C 0.7836(6) 0.8724(5) 0.6211(4) 0.0205(16) Uani 1 1 d . . . . .
N11 N 0.6905(5) 0.9134(4) 0.6595(3) 0.0242(14) Uani 1 1 d . . . . .
H11A H 0.698141 0.975706 0.684539 0.029 Uiso 1 1 calc R U . . .
H11B H 0.621521 0.878110 0.659852 0.029 Uiso 1 1 calc R U . . .
C12 C 0.9765(6) 0.8899(5) 0.5812(4) 0.0241(17) Uani 1 1 d . . . . .
H12 H 1.050317 0.929007 0.580377 0.029 Uiso 1 1 calc R U . . .
N12 N 0.7672(5) 0.7757(4) 0.5836(3) 0.0208(13) Uani 1 1 d . . . . .
C13 C 0.9676(6) 0.7933(5) 0.5387(4) 0.0230(16) Uani 1 1 d . . . . .
H13 H 1.031965 0.766917 0.508441 0.028 Uiso 1 1 calc R U . . .
N13 N 0.8872(5) 0.9302(4) 0.6226(3) 0.0181(13) Uani 1 1 d . . . . .
C14 C 0.8600(6) 0.7390(5) 0.5434(4) 0.0245(17) Uani 1 1 d . . . . .
H14 H 0.851195 0.671619 0.516666 0.029 Uiso 1 1 calc R U . . .
C21 C 0.5136(6) 0.3867(5) 0.6990(4) 0.0205(16) Uani 1 1 d . . . . .
N21 N 0.6032(5) 0.4292(4) 0.6580(3) 0.0211(8) Uani 1 1 d . . . . .
H21A H 0.669770 0.391476 0.651347 0.025 Uiso 1 1 calc R U . . .
H21B H 0.595495 0.494985 0.637560 0.025 Uiso 1 1 calc R U . . .
C22 C 0.4360(6) 0.2463(5) 0.7697(4) 0.0244(16) Uani 1 1 d . . . . .
H22 H 0.442406 0.174467 0.790691 0.029 Uiso 1 1 calc R U . . .
N22 N 0.4137(5) 0.4498(4) 0.7066(3) 0.0211(8) Uani 1 1 d . . . . .
C23 C 0.3317(6) 0.3050(5) 0.7820(4) 0.0242(18) Uani 1 1 d . . . . .
H23 H 0.267980 0.276716 0.811938 0.029 Uiso 1 1 calc R U . . .
N23 N 0.5284(5) 0.2856(4) 0.7295(3) 0.0211(8) Uani 1 1 d . . . . .
C24 C 0.3257(6) 0.4073(5) 0.7484(3) 0.0222(17) Uani 1 1 d . . . . .
H24 H 0.254919 0.449682 0.755268 0.027 Uiso 1 1 calc R U . . .
C31 C 0.5498(7) 0.5097(6) 0.4635(4) 0.0285(18) Uani 1 1 d . . . . .
H31 H 0.615135 0.543012 0.489382 0.034 Uiso 1 1 calc R U . . .
C32 C 0.5775(6) 0.4257(5) 0.4073(3) 0.0194(16) Uani 1 1 d . . . . .
C33 C 0.4874(6) 0.3824(5) 0.3607(3) 0.0223(16) Uani 1 1 d . . . . .
H33 H 0.407237 0.408470 0.364784 0.027 Uiso 1 1 calc R U . . .
C34 C 0.5164(6) 0.3011(5) 0.3086(4) 0.0204(16) Uani 1 1 d . . . . .
H34 H 0.455363 0.271885 0.276992 0.024 Uiso 1 1 calc R U . . .
C35 C 0.6337(6) 0.2612(5) 0.3017(3) 0.0168(16) Uani 1 1 d . . . . .
C36 C 0.7219(6) 0.3059(5) 0.3490(3) 0.0221(16) Uani 1 1 d . . . . .
H36 H 0.802212 0.280220 0.345042 0.026 Uiso 1 1 calc R U . . .
C37 C 0.6942(6) 0.3872(5) 0.4015(4) 0.0228(16) Uani 1 1 d . . . . .
H37 H 0.755128 0.416275 0.433324 0.027 Uiso 1 1 calc R U . . .
C41 C 0.3410(7) 1.0432(6) 0.3745(4) 0.0354(19) Uani 1 1 d . . . . .
H41 H 0.405058 1.065507 0.342486 0.042 Uiso 1 1 calc R U . . .
C42 C 0.3641(6) 0.9557(5) 0.4301(3) 0.0199(16) Uani 1 1 d . . . . .
C43 C 0.2755(6) 0.9153(5) 0.4780(4) 0.0245(17) Uani 1 1 d . . . . .
H43 H 0.196371 0.944211 0.475662 0.029 Uiso 1 1 calc R U . . .
C44 C 0.3032(6) 0.8326(5) 0.5291(4) 0.0196(15) Uani 1 1 d . . . . .
H44 H 0.241747 0.805360 0.561321 0.024 Uiso 1 1 calc R U . . .
C45 C 0.4184(6) 0.7879(5) 0.5349(4) 0.0175(15) Uani 1 1 d . . . . .
C46 C 0.5066(6) 0.8313(5) 0.4865(4) 0.0204(16) Uani 1 1 d . . . . .
H46 H 0.586152 0.803585 0.489285 0.025 Uiso 1 1 calc R U . . .
C47 C 0.4800(6) 0.9138(5) 0.4345(4) 0.0221(17) Uani 1 1 d . . . . .
H47 H 0.540913 0.941512 0.402127 0.026 Uiso 1 1 calc R U . . .
O51 O 0.4491(5) 0.5402(4) 0.4798(3) 0.0376(13) Uani 1 1 d . . . . .
O52 O 0.7759(4) 0.1393(4) 0.2203(3) 0.0214(11) Uani 1 1 d . . . . .
H52 H 0.828(6) 0.183(6) 0.231(4) 0.03(2) Uiso 1 1 d . . . . .
O53 O 0.5677(4) 0.1060(4) 0.2181(3) 0.0230(11) Uani 1 1 d . . . . .
H53 H 0.591(2) 0.060(5) 0.190(4) 0.034 Uiso 1 1 calc R U . . .
O61 O 0.2446(5) 1.0886(5) 0.3671(4) 0.0625(18) Uani 1 1 d . U . . .
O62 O 0.5610(4) 0.6610(3) 0.6128(3) 0.0202(11) Uani 1 1 d . . . . .
H62 H 0.613(4) 0.707(5) 0.594(4) 0.030 Uiso 1 1 calc R U . . .
O63 O 0.3537(4) 0.6410(3) 0.6274(3) 0.0212(11) Uani 1 1 d . . . . .
H63 H 0.375(8) 0.589(7) 0.657(5) 0.08(3) Uiso 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 C45 1.574(10) . ?
B1 O62 1.372(8) . ?
B1 O63 1.365(9) . ?
B2 C35 1.580(9) . ?
B2 O52 1.366(9) . ?
B2 O53 1.361(9) . ?
C11 N11 1.337(8) . ?
C11 N12 1.361(8) . ?
C11 N13 1.352(8) . ?
N11 H11A 0.8800 . ?
N11 H11B 0.8800 . ?
C12 H12 0.9500 . ?
C12 C13 1.396(9) . ?
C12 N13 1.329(8) . ?
N12 C14 1.331(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.371(9) . ?
C14 H14 0.9500 . ?
C21 N21 1.339(8) . ?
C21 N22 1.359(8) . ?
C21 N23 1.350(8) . ?
N21 H21A 0.8800 . ?
N21 H21B 0.8800 . ?
C22 H22 0.9500 . ?
C22 C23 1.381(9) . ?
C22 N23 1.339(8) . ?
N22 C24 1.332(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.378(9) . ?
C24 H24 0.9500 . ?
C31 H31 0.9500 . ?
C31 C32 1.458(9) . ?
C31 O51 1.217(8) . ?
C32 C33 1.401(9) . ?
C32 C37 1.386(9) . ?
C33 H33 0.9500 . ?
C33 C34 1.389(9) . ?
C34 H34 0.9500 . ?
C34 C35 1.400(9) . ?
C35 C36 1.400(9) . ?
C36 H36 0.9500 . ?
C36 C37 1.390(9) . ?
C37 H37 0.9500 . ?
C41 H41 0.9500 . ?
C41 C42 1.471(9) . ?
C41 O61 1.214(8) . ?
C42 C43 1.391(9) . ?
C42 C47 1.390(9) . ?
C43 H43 0.9500 . ?
C43 C44 1.386(9) . ?
C44 H44 0.9500 . ?
C44 C45 1.398(9) . ?
C45 C46 1.407(9) . ?
C46 H46 0.9500 . ?
C46 C47 1.391(9) . ?
C47 H47 0.9500 . ?
O52 H52 0.81(7) . ?
O53 H53 0.79(7) . ?
O62 H62 0.87(7) . ?
O63 H63 0.85(9) . ?

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
O62 B1 C45 124.4(6) . . ?
O63 B1 C45 118.3(6) . . ?
O63 B1 O62 117.2(6) . . ?
O52 B2 C35 123.9(6) . . ?
O53 B2 C35 116.6(6) . . ?
O53 B2 O52 119.4(6) . . ?
N11 C11 N12 117.7(6) . . ?
N11 C11 N13 117.4(6) . . ?
N13 C11 N12 124.9(6) . . ?
C11 N11 H11A 120.0 . . ?
C11 N11 H11B 120.0 . . ?
H11A N11 H11B 120.0 . . ?
C13 C12 H12 118.2 . . ?
N13 C12 H12 118.2 . . ?
N13 C12 C13 123.6(6) . . ?
C14 N12 C11 116.4(5) . . ?
C12 C13 H13 122.2 . . ?
C14 C13 C12 115.6(6) . . ?
C14 C13 H13 122.2 . . ?
C12 N13 C11 116.0(5) . . ?
N12 C14 C13 123.5(6) . . ?
N12 C14 H14 118.3 . . ?
C13 C14 H14 118.3 . . ?
N21 C21 N22 116.6(6) . . ?
N21 C21 N23 118.5(6) . . ?
N23 C21 N22 125.0(6) . . ?
C21 N21 H21A 120.0 . . ?
C21 N21 H21B 120.0 . . ?
H21A N21 H21B 120.0 . . ?
C23 C22 H22 118.4 . . ?
N23 C22 H22 118.4 . . ?
N23 C22 C23 123.2(6) . . ?
C24 N22 C21 116.1(6) . . ?
C22 C23 H23 122.0 . . ?
C24 C23 C22 116.0(6) . . ?
C24 C23 H23 122.0 . . ?
C22 N23 C21 116.2(6) . . ?
N22 C24 C23 123.6(6) . . ?
N22 C24 H24 118.2 . . ?
C23 C24 H24 118.2 . . ?
C32 C31 H31 117.6 . . ?
O51 C31 H31 117.6 . . ?
O51 C31 C32 124.7(7) . . ?
C33 C32 C31 120.7(6) . . ?
C37 C32 C31 119.0(6) . . ?
C37 C32 C33 120.2(6) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 C32 119.3(6) . . ?
C34 C33 H33 120.4 . . ?
C33 C34 H34 119.3 . . ?
C33 C34 C35 121.5(6) . . ?
C35 C34 H34 119.3 . . ?
C34 C35 B2 120.0(6) . . ?
C36 C35 B2 121.9(6) . . ?
C36 C35 C34 118.0(6) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 C35 121.2(6) . . ?
C37 C36 H36 119.4 . . ?
C32 C37 C36 119.8(6) . . ?
C32 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
C42 C41 H41 118.2 . . ?
O61 C41 H41 118.2 . . ?
O61 C41 C42 123.6(7) . . ?
C43 C42 C41 122.6(6) . . ?
C47 C42 C41 117.7(6) . . ?
C47 C42 C43 119.8(6) . . ?
C42 C43 H43 120.2 . . ?
C44 C43 C42 119.7(6) . . ?
C44 C43 H43 120.2 . . ?
C43 C44 H44 118.9 . . ?
C43 C44 C45 122.3(6) . . ?
C45 C44 H44 118.9 . . ?
C44 C45 B1 121.4(6) . . ?
C44 C45 C46 116.9(6) . . ?
C46 C45 B1 121.7(6) . . ?
C45 C46 H46 119.2 . . ?
C47 C46 C45 121.6(6) . . ?
C47 C46 H46 119.2 . . ?
C42 C47 C46 119.9(6) . . ?
C42 C47 H47 120.1 . . ?
C46 C47 H47 120.1 . . ?
B2 O52 H52 116(5) . . ?
B2 O53 H53 109.5 . . ?
B1 O62 H62 109.5 . . ?
B1 O63 H63 114(6) . . ?

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
B1 C45 C46 C47 178.4(6) . . . . ?
B2 C35 C36 C37 -178.0(6) . . . . ?
C11 N12 C14 C13 0.0(10) . . . . ?
N11 C11 N12 C14 177.5(6) . . . . ?
N11 C11 N13 C12 -177.1(6) . . . . ?
C12 C13 C14 N12 2.0(10) . . . . ?
N12 C11 N13 C12 3.1(9) . . . . ?
C13 C12 N13 C11 -0.8(9) . . . . ?
N13 C11 N12 C14 -2.7(9) . . . . ?
N13 C12 C13 C14 -1.5(10) . . . . ?
C21 N22 C24 C23 -0.7(10) . . . . ?
N21 C21 N22 C24 -179.2(6) . . . . ?
N21 C21 N23 C22 -179.5(6) . . . . ?
C22 C23 C24 N22 -0.6(10) . . . . ?
N22 C21 N23 C22 0.4(9) . . . . ?
C23 C22 N23 C21 -1.8(9) . . . . ?
N23 C21 N22 C24 0.8(10) . . . . ?
N23 C22 C23 C24 1.9(10) . . . . ?
C31 C32 C33 C34 -178.8(6) . . . . ?
C31 C32 C37 C36 179.0(6) . . . . ?
C32 C33 C34 C35 0.2(10) . . . . ?
C33 C32 C37 C36 0.4(10) . . . . ?
C33 C34 C35 B2 178.1(6) . . . . ?
C33 C34 C35 C36 -0.2(9) . . . . ?
C34 C35 C36 C37 0.3(9) . . . . ?
C35 C36 C37 C32 -0.4(10) . . . . ?
C37 C32 C33 C34 -0.3(9) . . . . ?
C41 C42 C43 C44 179.9(6) . . . . ?
C41 C42 C47 C46 179.7(6) . . . . ?
C42 C43 C44 C45 0.3(10) . . . . ?
C43 C42 C47 C46 0.3(10) . . . . ?
C43 C44 C45 B1 -178.8(6) . . . . ?
C43 C44 C45 C46 0.4(9) . . . . ?
C44 C45 C46 C47 -0.8(9) . . . . ?
C45 C46 C47 C42 0.5(10) . . . . ?
C47 C42 C43 C44 -0.7(10) . . . . ?
O51 C31 C32 C33 7.6(10) . . . . ?
O51 C31 C32 C37 -170.9(7) . . . . ?
O52 B2 C35 C34 164.4(6) . . . . ?
O52 B2 C35 C36 -17.4(10) . . . . ?
O53 B2 C35 C34 -18.0(9) . . . . ?
O53 B2 C35 C36 160.3(6) . . . . ?
O61 C41 C42 C43 1.8(12) . . . . ?
O61 C41 C42 C47 -177.5(8) . . . . ?
O62 B1 C45 C44 -165.2(6) . . . . ?
O62 B1 C45 C46 15.6(9) . . . . ?
O63 B1 C45 C44 10.8(9) . . . . ?
O63 B1 C45 C46 -168.3(6) . . . . ?

# start Validation Reply Form
_vrf_RINTA01_APFPBA_150K         
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: The crystals were of not good quality. Multiple attempts to obtain 
good data  were failed.
;
# end Validation Reply Form

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1(3)
2 0(3)

####################################################################### 
# 
# 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_APFPBA_298K
_database_code_depnum_ccdc_archive 'CCDC 2409464'
loop_
_audit_author_name
_audit_author_address
'Ramamoorthy Boomishankar'
;Professor in Chemistry, IISER Pune
India
;
_audit_update_record             
;
2024-12-11 deposited with the CCDC.	2025-04-02 downloaded from the CCDC.
;
_audit_creation_date             2024-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 B O3, C4 H5 N3'
_chemical_formula_sum            'C11 H12 B N3 O3'
_chemical_formula_weight         245.05
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   11.313(6)
_cell_length_b                   12.083(5)
_cell_length_c                   17.972(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2457(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2305
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      19.620
_cell_measurement_theta_min      2.267
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0830 before and 0.0610 after correction.
The Ratio of minimum to maximum transmission is 0.9273.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0971
_diffrn_reflns_av_unetI/netI     0.0848
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26343
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         1.685
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_voltage           40.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.916
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                2352
_reflns_number_total             4324
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         4324
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.1312
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0546P)²+0.0327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1325
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1(3)
 0(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
3. Restrained distances
 O61-C41 \\sim O61A-C41
 with sigma of 0.02
 O51-C31 \\sim O51A-C31
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(O61) \\sim Ueq, Uanis(O61A) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O51A) \\sim Ueq, Uanis(O51) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O61) = Uanis(O61A)
Uanis(O51) = Uanis(O51A)
5. Others
 Sof(H41A)=Sof(O61A)=1-FVAR(1)
 Sof(O61)=Sof(H41)=FVAR(1)
 Sof(H31A)=Sof(O51A)=1-FVAR(2)
 Sof(O51)=Sof(H31)=FVAR(2)
6.a Rotating group:
 N21(H21A,H21B)
6.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C22(H22), C23(H23), C24(H24), C47(H47),
 C46(H46), C44(H44), C43(H43), C41(H41), C41(H41A), C37(H37), C36(H36),
 C34(H34), C33(H33), C31(H31), C31(H31A)
6.c X=CH2 refined with riding coordinates:
 N11(H11A,H11B)
6.d Idealised tetrahedral OH refined as rotating group:
 O53(H53), O52(H52), O62(H62), O63(H63)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.5607(7) 0.8099(5) 0.4175(4) 0.0429(19) Uani 1 1 d . . . . .
B2 B 0.1612(7) 0.3336(6) 0.5715(4) 0.049(2) Uani 1 1 d . . . . .
C11 C 0.2247(6) 0.6275(5) 0.4502(4) 0.0450(15) Uani 1 1 d . . . . .
N11 N 0.3154(5) 0.5850(4) 0.4885(3) 0.0623(16) Uani 1 1 d . . . . .
H11A H 0.306294 0.524698 0.513298 0.075 Uiso 1 1 calc R U . . .
H11B H 0.382756 0.617984 0.488418 0.075 Uiso 1 1 calc R U . . .
N12 N 0.2443(5) 0.7217(4) 0.4111(3) 0.0519(14) Uani 1 1 d . . . . .
C12 C 0.1532(6) 0.7602(5) 0.3731(4) 0.060(2) Uani 1 1 d . . . . .
H12 H 0.163012 0.826268 0.347223 0.072 Uiso 1 1 calc R U . . .
N13 N 0.1211(4) 0.5727(4) 0.4522(3) 0.0466(13) Uani 1 1 d . . . . .
C13 C 0.0469(6) 0.7098(5) 0.3693(4) 0.0588(19) Uani 1 1 d . . . . .
H13 H -0.014278 0.736953 0.339969 0.071 Uiso 1 1 calc R U . . .
C21 C 0.4860(6) 1.1137(5) 0.5281(4) 0.0460(16) Uani 1 1 d . . . . .
N21 N 0.3988(5) 1.0720(4) 0.4849(3) 0.0640(16) Uani 1 1 d . . . . .
H21A H 0.410860 1.002114 0.479776 0.077 Uiso 1 1 d R U . . .
H21B H 0.331432 1.082388 0.506032 0.077 Uiso 1 1 d R U . . .
C14 C 0.0350(6) 0.6156(5) 0.4116(4) 0.0548(18) Uani 1 1 d . . . . .
H14 H -0.037900 0.580000 0.411681 0.066 Uiso 1 1 calc R U . . .
C22 C 0.5558(7) 1.2511(6) 0.6003(4) 0.066(2) Uani 1 1 d . . . . .
H22 H 0.545541 1.319249 0.623472 0.079 Uiso 1 1 calc R U . . .
N22 N 0.4678(5) 1.2116(4) 0.5599(3) 0.0500(14) Uani 1 1 d . . . . .
C23 C 0.6621(7) 1.1968(6) 0.6100(4) 0.066(2) Uani 1 1 d . . . . .
H23 H 0.723129 1.225709 0.638760 0.079 Uiso 1 1 calc R U . . .
N23 N 0.5868(5) 1.0540(4) 0.5326(3) 0.0478(14) Uani 1 1 d . . . . .
C24 C 0.6709(6) 1.0975(5) 0.5743(4) 0.0569(19) Uani 1 1 d . . . . .
H24 H 0.740798 1.057761 0.579661 0.068 Uiso 1 1 calc R U . . .
O61 O 0.7598(15) 0.3930(16) 0.2153(12) 0.081(4) Uani 0.50(2) 1 d D U P A 1
O53 O 0.0702(4) 0.3970(4) 0.5466(3) 0.0643(14) Uani 1 1 d . . . . .
H53 H 0.095610 0.444268 0.517982 0.096 Uiso 1 1 calc R U . . .
O52 O 0.2743(4) 0.3589(3) 0.5500(3) 0.0542(12) Uani 1 1 d . . . . .
H52 H 0.320459 0.314741 0.568925 0.081 Uiso 1 1 calc R U . . .
O51 O -0.0614(9) -0.0316(16) 0.8059(11) 0.080(4) Uani 0.73(4) 1 d D U P B 1
C47 C 0.5342(6) 0.5849(5) 0.2653(4) 0.0508(18) Uani 1 1 d . . . . .
H47 H 0.476081 0.556330 0.234116 0.061 Uiso 1 1 calc R U . . .
C46 C 0.5066(6) 0.6680(5) 0.3154(4) 0.0492(17) Uani 1 1 d . . . . .
H46 H 0.429352 0.694207 0.317422 0.059 Uiso 1 1 calc R U . . .
C45 C 0.5907(5) 0.7137(5) 0.3628(4) 0.0403(15) Uani 1 1 d . . . . .
C44 C 0.7047(6) 0.6714(5) 0.3577(4) 0.0478(16) Uani 1 1 d . . . . .
H44 H 0.763284 0.700048 0.388517 0.057 Uiso 1 1 calc R U . . .
C43 C 0.7338(6) 0.5877(5) 0.3082(4) 0.0546(18) Uani 1 1 d . . . . .
H43 H 0.810714 0.560640 0.306074 0.066 Uiso 1 1 calc R U . . .
C42 C 0.6473(6) 0.5447(5) 0.2619(4) 0.0488(17) Uani 1 1 d . . . . .
C41 C 0.6727(7) 0.4560(6) 0.2080(5) 0.078(2) Uani 1 1 d D . . . .
H41 H 0.622633 0.446457 0.167402 0.094 Uiso 0.50(2) 1 calc R U P A 1
H41A H 0.609793 0.415447 0.188741 0.094 Uiso 0.50(2) 1 calc R U P A 2
C37 C -0.0155(6) 0.1198(6) 0.6849(4) 0.0592(19) Uani 1 1 d . . . . .
H37 H -0.093378 0.095569 0.687999 0.071 Uiso 1 1 calc R U . . .
C36 C 0.0150(6) 0.2006(5) 0.6350(4) 0.0547(18) Uani 1 1 d . . . . .
H36 H -0.043343 0.230510 0.604589 0.066 Uiso 1 1 calc R U . . .
C35 C 0.1305(6) 0.2395(5) 0.6282(3) 0.0426(17) Uani 1 1 d . . . . .
C34 C 0.2144(6) 0.1927(6) 0.6751(4) 0.0563(18) Uani 1 1 d . . . . .
H34 H 0.292334 0.216778 0.672384 0.068 Uiso 1 1 calc R U . . .
C33 C 0.1848(6) 0.1117(6) 0.7256(4) 0.0603(19) Uani 1 1 d . . . . .
H33 H 0.242691 0.081888 0.756378 0.072 Uiso 1 1 calc R U . . .
C32 C 0.0702(6) 0.0744(5) 0.7307(4) 0.0507(18) Uani 1 1 d . . . . .
C31 C 0.0395(8) -0.0103(7) 0.7851(4) 0.077(2) Uani 1 1 d D . . . .
H31 H 0.100898 -0.051320 0.805622 0.092 Uiso 0.73(4) 1 calc R U P B 1
H31A H 0.089918 -0.022319 0.825138 0.092 Uiso 0.27(4) 1 calc R U P B 2
O62 O 0.6509(4) 0.8647(3) 0.4515(3) 0.0541(12) Uani 1 1 d . . . . .
H62 H 0.623992 0.914944 0.477043 0.081 Uiso 1 1 calc R U . . .
O63 O 0.4478(4) 0.8402(3) 0.4364(2) 0.0460(11) Uani 1 1 d . . . . .
H63 H 0.400840 0.794851 0.419608 0.069 Uiso 1 1 calc R U . . .
O61A O 0.7741(13) 0.4330(17) 0.1872(11) 0.081(4) Uani 0.50(2) 1 d D U P A 2
O51A O -0.052(3) -0.067(3) 0.780(2) 0.080(4) Uani 0.27(4) 1 d D U P B 2


_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 C45 1.559(9) . ?
B1 O62 1.362(8) . ?
B1 O63 1.372(8) . ?
B2 O53 1.359(8) . ?
B2 O52 1.371(8) . ?
B2 C35 1.567(9) . ?
C11 N11 1.339(8) . ?
C11 N12 1.355(7) . ?
C11 N13 1.347(7) . ?
N11 H11A 0.8600 . ?
N11 H11B 0.8600 . ?
N12 C12 1.322(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.350(9) . ?
N13 C14 1.323(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(9) . ?
C21 N21 1.352(8) . ?
C21 N22 1.329(8) . ?
C21 N23 1.352(7) . ?
N21 H21A 0.8604 . ?
N21 H21B 0.8609 . ?
C14 H14 0.9300 . ?
C22 H22 0.9300 . ?
C22 N22 1.321(8) . ?
C22 C23 1.382(10) . ?
C23 H23 0.9300 . ?
C23 C24 1.365(9) . ?
N23 C24 1.320(8) . ?
C24 H24 0.9300 . ?
O61 C41 1.253(14) . ?
O53 H53 0.8200 . ?
O52 H52 0.8200 . ?
O51 C31 1.227(11) . ?
C47 H47 0.9300 . ?
C47 C46 1.385(9) . ?
C47 C42 1.370(8) . ?
C46 H46 0.9300 . ?
C46 C45 1.391(8) . ?
C45 C44 1.391(8) . ?
C44 H44 0.9300 . ?
C44 C43 1.387(8) . ?
C43 H43 0.9300 . ?
C43 C42 1.385(9) . ?
C42 C41 1.473(9) . ?
C41 H41 0.9300 . ?
C41 H41A 0.9300 . ?
C41 O61A 1.238(14) . ?
C37 H37 0.9300 . ?
C37 C36 1.370(9) . ?
C37 C32 1.385(9) . ?
C36 H36 0.9300 . ?
C36 C35 1.394(8) . ?
C35 C34 1.390(8) . ?
C34 H34 0.9300 . ?
C34 C33 1.376(9) . ?
C33 H33 0.9300 . ?
C33 C32 1.376(9) . ?
C32 C31 1.457(10) . ?
C31 H31 0.9300 . ?
C31 H31A 0.9300 . ?
C31 O51A 1.24(2) . ?
O62 H62 0.8200 . ?
O63 H63 0.8200 . ?

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
O62 B1 C45 118.8(6) . . ?
O62 B1 O63 117.2(6) . . ?
O63 B1 C45 123.9(6) . . ?
O53 B2 O52 119.3(6) . . ?
O53 B2 C35 117.1(6) . . ?
O52 B2 C35 123.5(6) . . ?
N11 C11 N12 117.6(6) . . ?
N11 C11 N13 117.7(5) . . ?
N13 C11 N12 124.7(6) . . ?
C11 N11 H11A 120.0 . . ?
C11 N11 H11B 120.0 . . ?
H11A N11 H11B 120.0 . . ?
C12 N12 C11 115.9(6) . . ?
N12 C12 H12 117.9 . . ?
N12 C12 C13 124.2(6) . . ?
C13 C12 H12 117.9 . . ?
C14 N13 C11 115.7(5) . . ?
C12 C13 H13 122.2 . . ?
C12 C13 C14 115.7(6) . . ?
C14 C13 H13 122.2 . . ?
N22 C21 N21 117.7(6) . . ?
N22 C21 N23 125.5(6) . . ?
N23 C21 N21 116.7(6) . . ?
C21 N21 H21A 108.2 . . ?
C21 N21 H21B 109.8 . . ?
H21A N21 H21B 109.3 . . ?
N13 C14 C13 123.8(6) . . ?
N13 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?
N22 C22 H22 118.2 . . ?
N22 C22 C23 123.6(7) . . ?
C23 C22 H22 118.2 . . ?
C22 N22 C21 116.2(6) . . ?
C22 C23 H23 122.5 . . ?
C24 C23 C22 114.9(7) . . ?
C24 C23 H23 122.5 . . ?
C24 N23 C21 115.4(5) . . ?
C23 C24 H24 117.8 . . ?
N23 C24 C23 124.4(7) . . ?
N23 C24 H24 117.8 . . ?
B2 O53 H53 109.5 . . ?
B2 O52 H52 109.5 . . ?
C46 C47 H47 120.1 . . ?
C42 C47 H47 120.1 . . ?
C42 C47 C46 119.8(6) . . ?
C47 C46 H46 118.9 . . ?
C47 C46 C45 122.1(6) . . ?
C45 C46 H46 118.9 . . ?
C46 C45 B1 122.2(6) . . ?
C44 C45 B1 121.2(6) . . ?
C44 C45 C46 116.6(6) . . ?
C45 C44 H44 119.0 . . ?
C43 C44 C45 122.0(6) . . ?
C43 C44 H44 119.0 . . ?
C44 C43 H43 120.3 . . ?
C42 C43 C44 119.4(6) . . ?
C42 C43 H43 120.3 . . ?
C47 C42 C43 120.0(6) . . ?
C47 C42 C41 118.0(6) . . ?
C43 C42 C41 122.0(6) . . ?
O61 C41 C42 121.7(11) . . ?
O61 C41 H41 119.1 . . ?
C42 C41 H41 119.1 . . ?
C42 C41 H41A 118.6 . . ?
O61A C41 C42 122.8(10) . . ?
O61A C41 H41A 118.6 . . ?
C36 C37 H37 120.2 . . ?
C36 C37 C32 119.7(6) . . ?
C32 C37 H37 120.2 . . ?
C37 C36 H36 118.9 . . ?
C37 C36 C35 122.3(6) . . ?
C35 C36 H36 118.9 . . ?
C36 C35 B2 120.6(6) . . ?
C34 C35 B2 122.6(6) . . ?
C34 C35 C36 116.7(6) . . ?
C35 C34 H34 119.2 . . ?
C33 C34 C35 121.6(6) . . ?
C33 C34 H34 119.2 . . ?
C34 C33 H33 119.8 . . ?
C34 C33 C32 120.4(6) . . ?
C32 C33 H33 119.8 . . ?
C37 C32 C31 120.7(7) . . ?
C33 C32 C37 119.3(6) . . ?
C33 C32 C31 120.0(7) . . ?
O51 C31 C32 124.9(9) . . ?
O51 C31 H31 117.5 . . ?
C32 C31 H31 117.5 . . ?
C32 C31 H31A 118.9 . . ?
O51A C31 C32 122.3(18) . . ?
O51A C31 H31A 118.9 . . ?
B1 O62 H62 109.5 . . ?
B1 O63 H63 109.5 . . ?

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
B1 C45 C44 C43 -178.4(6) . . . . ?
B2 C35 C34 C33 178.7(6) . . . . ?
C11 N12 C12 C13 -2.4(11) . . . . ?
C11 N13 C14 C13 0.1(9) . . . . ?
N11 C11 N12 C12 179.0(6) . . . . ?
N11 C11 N13 C14 -177.9(6) . . . . ?
N12 C11 N13 C14 1.0(9) . . . . ?
N12 C12 C13 C14 3.3(11) . . . . ?
C12 C13 C14 N13 -2.1(10) . . . . ?
N13 C11 N12 C12 0.1(9) . . . . ?
C21 N23 C24 C23 -1.6(11) . . . . ?
N21 C21 N22 C22 -178.5(6) . . . . ?
N21 C21 N23 C24 179.1(6) . . . . ?
C22 C23 C24 N23 0.6(11) . . . . ?
N22 C21 N23 C24 2.2(10) . . . . ?
N22 C22 C23 C24 0.1(11) . . . . ?
C23 C22 N22 C21 0.3(10) . . . . ?
N23 C21 N22 C22 -1.6(10) . . . . ?
O53 B2 C35 C36 19.2(9) . . . . ?
O53 B2 C35 C34 -159.2(6) . . . . ?
O52 B2 C35 C36 -165.1(6) . . . . ?
O52 B2 C35 C34 16.5(10) . . . . ?
C47 C46 C45 B1 178.0(6) . . . . ?
C47 C46 C45 C44 -0.2(9) . . . . ?
C47 C42 C41 O61 -158.5(15) . . . . ?
C47 C42 C41 O61A 161.6(15) . . . . ?
C46 C47 C42 C43 -0.3(10) . . . . ?
C46 C47 C42 C41 179.8(6) . . . . ?
C46 C45 C44 C43 -0.2(9) . . . . ?
C45 C44 C43 C42 0.3(10) . . . . ?
C44 C43 C42 C47 -0.1(10) . . . . ?
C44 C43 C42 C41 179.9(6) . . . . ?
C43 C42 C41 O61 21.5(18) . . . . ?
C43 C42 C41 O61A -18.3(18) . . . . ?
C42 C47 C46 C45 0.4(10) . . . . ?
C37 C36 C35 B2 -178.8(6) . . . . ?
C37 C36 C35 C34 -0.4(10) . . . . ?
C37 C32 C31 O51 -16(2) . . . . ?
C37 C32 C31 O51A 21(3) . . . . ?
C36 C37 C32 C33 0.3(10) . . . . ?
C36 C37 C32 C31 178.9(7) . . . . ?
C36 C35 C34 C33 0.2(10) . . . . ?
C35 C34 C33 C32 0.1(11) . . . . ?
C34 C33 C32 C37 -0.4(11) . . . . ?
C34 C33 C32 C31 -179.1(7) . . . . ?
C33 C32 C31 O51 162.9(17) . . . . ?
C33 C32 C31 O51A -161(3) . . . . ?
C32 C37 C36 C35 0.1(10) . . . . ?
O62 B1 C45 C46 -167.4(6) . . . . ?
O62 B1 C45 C44 10.7(9) . . . . ?
O63 B1 C45 C46 15.7(9) . . . . ?
O63 B1 C45 C44 -166.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1(3)
2 0(3)

