# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_mo_nitro_pfa1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2487849'
loop_
_audit_author_name
_audit_author_address
'Sanjay Dutta'
;Kennesaw State University
United States of America
;
_audit_update_record             
;
2025-09-12 deposited with the CCDC.	2026-01-28 downloaded from the CCDC.
;
_audit_creation_date             2024-03-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H9 B N2 O4'
_chemical_formula_sum            'C15 H9 B N2 O4'
_chemical_formula_weight         292.05
_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      monoclinic
_space_group_IT_number           14
_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                   7.7216(6)
_cell_length_b                   8.3798(6)
_cell_length_c                   19.2968(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.234(3)
_cell_angle_gamma                90
_cell_volume                     1228.74(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6952
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.314
_cell_measurement_theta_min      2.657
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.9588
_exptl_absorpt_correction_T_min  0.8115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1507 before and 0.0707 after correction.
The Ratio of minimum to maximum transmission is 0.8464.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ROD
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.349
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27982
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         2.657
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2125
_reflns_number_total             2707
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2707
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0450
_refine_ls_restrained_S_all      1.046
_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)+(0.0566P)²+0.5665P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1191
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C11(H11), C10(H10), C4(H4), C9(H9), C3(H3), C2(H2), C1(H1A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O1 O 0.07057(18) 0.23243(16) 0.35978(7) 0.0299(3) Uani 1 1 d . . . . .
O2 O 0.28936(17) 0.09219(14) 0.47756(6) 0.0279(3) Uani 1 1 d . . . . .
O4 O 0.64367(16) -0.02541(15) 0.66913(6) 0.0299(3) Uani 1 1 d . . . . .
O3 O 0.37806(17) -0.04476(14) 0.60993(7) 0.0293(3) Uani 1 1 d . . . . .
N1 N 0.22000(18) 0.36038(16) 0.46865(7) 0.0195(3) Uani 1 1 d . . . . .
N2 N 0.50764(19) 0.03308(17) 0.63611(7) 0.0233(3) Uani 1 1 d . . . . .
C13 C 0.2623(2) 0.4992(2) 0.50936(8) 0.0193(4) Uani 1 1 d . . . . .
C5 C 0.0385(2) 0.5319(2) 0.37465(8) 0.0200(4) Uani 1 1 d . . . . .
C15 C 0.0856(2) 0.6648(2) 0.41911(8) 0.0201(4) Uani 1 1 d . . . . .
C14 C 0.1998(2) 0.6434(2) 0.48712(9) 0.0205(4) Uani 1 1 d . . . . .
H14 H 0.230772 0.733604 0.516501 0.025 Uiso 1 1 calc R U . . .
C6 C 0.2990(2) 0.22491(19) 0.50358(9) 0.0202(4) Uani 1 1 d . . . . .
C11 C 0.4604(2) 0.5393(2) 0.63108(9) 0.0227(4) Uani 1 1 d . . . . .
H11 H 0.446683 0.651955 0.631541 0.027 Uiso 1 1 calc R U . . .
C12 C 0.3765(2) 0.4486(2) 0.57451(8) 0.0199(4) Uani 1 1 d . . . . .
C7 C 0.3940(2) 0.28283(19) 0.57307(8) 0.0194(4) Uani 1 1 d . . . . .
C10 C 0.5638(2) 0.4614(2) 0.68643(9) 0.0239(4) Uani 1 1 d . . . . .
H10 H 0.623373 0.521795 0.725100 0.029 Uiso 1 1 calc R U . . .
C4 C -0.0667(2) 0.5570(2) 0.30867(9) 0.0228(4) Uani 1 1 d . . . . .
H4 H -0.099598 0.468351 0.278513 0.027 Uiso 1 1 calc R U . . .
C9 C 0.5829(2) 0.2957(2) 0.68688(9) 0.0229(4) Uani 1 1 d . . . . .
H9 H 0.654749 0.243990 0.725449 0.027 Uiso 1 1 calc R U . . .
C8 C 0.4966(2) 0.2077(2) 0.63086(8) 0.0207(4) Uani 1 1 d . . . . .
C3 C -0.1239(2) 0.7081(2) 0.28634(9) 0.0246(4) Uani 1 1 d . . . . .
H3 H -0.193805 0.723105 0.241071 0.030 Uiso 1 1 calc R U . . .
C2 C -0.0783(2) 0.8377(2) 0.33078(9) 0.0251(4) Uani 1 1 d . . . . .
H2 H -0.117630 0.941536 0.315766 0.030 Uiso 1 1 calc R U . . .
C1 C 0.0239(2) 0.8169(2) 0.39660(9) 0.0237(4) Uani 1 1 d . . . . .
H1A H 0.052452 0.906198 0.426793 0.028 Uiso 1 1 calc R U . . .
B1 B 0.1081(3) 0.3651(2) 0.39943(10) 0.0215(4) Uani 1 1 d . . . . .
H1 H 0.134(3) 0.159(3) 0.3793(13) 0.050(7) 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
O1 B1 1.351(2) . ?
O1 H1 0.83(3) . ?
O2 C6 1.217(2) . ?
O4 N2 1.2295(18) . ?
O3 N2 1.2257(18) . ?
N1 C13 1.409(2) . ?
N1 C6 1.403(2) . ?
N1 B1 1.457(2) . ?
N2 C8 1.468(2) . ?
C13 C14 1.343(2) . ?
C13 C12 1.464(2) . ?
C5 C15 1.413(2) . ?
C5 C4 1.399(2) . ?
C5 B1 1.543(3) . ?
C15 C14 1.456(2) . ?
C15 C1 1.402(2) . ?
C14 H14 0.9500 . ?
C6 C7 1.491(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.392(2) . ?
C11 C10 1.379(2) . ?
C12 C7 1.396(2) . ?
C7 C8 1.398(2) . ?
C10 H10 0.9500 . ?
C10 C9 1.397(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.385(2) . ?
C9 H9 0.9500 . ?
C9 C8 1.378(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.389(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.382(3) . ?
C1 H1A 0.9500 . ?

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
B1 O1 H1 107.5(17) . . ?
C13 N1 B1 122.00(14) . . ?
C6 N1 C13 111.22(13) . . ?
C6 N1 B1 126.78(14) . . ?
O4 N2 C8 117.83(14) . . ?
O3 N2 O4 124.13(15) . . ?
O3 N2 C8 117.96(13) . . ?
N1 C13 C12 106.53(14) . . ?
C14 C13 N1 121.99(15) . . ?
C14 C13 C12 131.47(16) . . ?
C15 C5 B1 119.21(15) . . ?
C4 C5 C15 118.64(15) . . ?
C4 C5 B1 122.13(15) . . ?
C5 C15 C14 119.93(15) . . ?
C1 C15 C5 119.42(15) . . ?
C1 C15 C14 120.64(16) . . ?
C13 C14 C15 121.66(16) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
O2 C6 N1 123.47(15) . . ?
O2 C6 C7 130.77(15) . . ?
N1 C6 C7 105.73(13) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C10 C11 C12 118.26(16) . . ?
C11 C12 C13 129.84(16) . . ?
C11 C12 C7 121.71(15) . . ?
C7 C12 C13 108.46(14) . . ?
C12 C7 C6 107.93(14) . . ?
C12 C7 C8 118.39(15) . . ?
C8 C7 C6 133.60(16) . . ?
C11 C10 H10 119.3 . . ?
C11 C10 C9 121.44(16) . . ?
C9 C10 H10 119.3 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.47(16) . . ?
C3 C4 H4 119.3 . . ?
C10 C9 H9 120.3 . . ?
C8 C9 C10 119.42(16) . . ?
C8 C9 H9 120.3 . . ?
C7 C8 N2 121.44(15) . . ?
C9 C8 N2 117.70(15) . . ?
C9 C8 C7 120.76(16) . . ?
C4 C3 H3 120.3 . . ?
C4 C3 C2 119.38(16) . . ?
C2 C3 H3 120.3 . . ?
C3 C2 H2 119.7 . . ?
C1 C2 C3 120.63(16) . . ?
C1 C2 H2 119.7 . . ?
C15 C1 H1A 119.8 . . ?
C2 C1 C15 120.43(17) . . ?
C2 C1 H1A 119.8 . . ?
O1 B1 N1 121.97(16) . . ?
O1 B1 C5 122.84(16) . . ?
N1 B1 C5 115.19(15) . . ?

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
O2 C6 C7 C12 174.35(17) . . . . ?
O2 C6 C7 C8 -2.0(3) . . . . ?
O4 N2 C8 C7 151.08(15) . . . . ?
O4 N2 C8 C9 -32.6(2) . . . . ?
O3 N2 C8 C7 -32.0(2) . . . . ?
O3 N2 C8 C9 144.35(15) . . . . ?
N1 C13 C14 C15 -0.6(2) . . . . ?
N1 C13 C12 C11 177.17(16) . . . . ?
N1 C13 C12 C7 -2.49(17) . . . . ?
N1 C6 C7 C12 -3.54(17) . . . . ?
N1 C6 C7 C8 -179.93(16) . . . . ?
C13 N1 C6 O2 -176.08(15) . . . . ?
C13 N1 C6 C7 2.01(17) . . . . ?
C13 N1 B1 O1 178.57(15) . . . . ?
C13 N1 B1 C5 -0.6(2) . . . . ?
C13 C12 C7 C6 3.71(17) . . . . ?
C13 C12 C7 C8 -179.27(14) . . . . ?
C5 C15 C14 C13 -0.2(2) . . . . ?
C5 C15 C1 C2 -1.7(2) . . . . ?
C5 C4 C3 C2 -1.0(3) . . . . ?
C15 C5 C4 C3 0.3(2) . . . . ?
C15 C5 B1 O1 -179.32(15) . . . . ?
C15 C5 B1 N1 -0.2(2) . . . . ?
C14 C13 C12 C11 -3.6(3) . . . . ?
C14 C13 C12 C7 176.72(17) . . . . ?
C14 C15 C1 C2 177.24(15) . . . . ?
C6 N1 C13 C14 -179.12(15) . . . . ?
C6 N1 C13 C12 0.19(17) . . . . ?
C6 N1 B1 O1 -1.3(3) . . . . ?
C6 N1 B1 C5 179.57(14) . . . . ?
C6 C7 C8 N2 -9.8(3) . . . . ?
C6 C7 C8 C9 174.05(16) . . . . ?
C11 C12 C7 C6 -175.99(14) . . . . ?
C11 C12 C7 C8 1.0(2) . . . . ?
C11 C10 C9 C8 0.0(3) . . . . ?
C12 C13 C14 C15 -179.75(15) . . . . ?
C12 C11 C10 C9 -1.0(2) . . . . ?
C12 C7 C8 N2 174.16(14) . . . . ?
C12 C7 C8 C9 -2.0(2) . . . . ?
C10 C11 C12 C13 -179.18(16) . . . . ?
C10 C11 C12 C7 0.4(2) . . . . ?
C10 C9 C8 N2 -174.78(14) . . . . ?
C10 C9 C8 C7 1.6(2) . . . . ?
C4 C5 C15 C14 -177.98(14) . . . . ?
C4 C5 C15 C1 1.0(2) . . . . ?
C4 C5 B1 O1 -0.9(3) . . . . ?
C4 C5 B1 N1 178.29(15) . . . . ?
C4 C3 C2 C1 0.3(3) . . . . ?
C3 C2 C1 C15 1.1(3) . . . . ?
C1 C15 C14 C13 -179.12(15) . . . . ?
B1 N1 C13 C14 1.0(2) . . . . ?
B1 N1 C13 C12 -179.67(14) . . . . ?
B1 N1 C6 O2 3.8(3) . . . . ?
B1 N1 C6 C7 -178.14(15) . . . . ?
B1 C5 C15 C14 0.5(2) . . . . ?
B1 C5 C15 C1 179.51(15) . . . . ?
B1 C5 C4 C3 -178.12(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 2487851'
loop_
_audit_author_name
_audit_author_address
'Sanjay Dutta'
;Kennesaw State University
United States of America
;
_audit_update_record             
;
2025-09-12 deposited with the CCDC.	2026-01-28 downloaded from the CCDC.
;
_audit_creation_date             2024-07-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H9 B N2 O4'
_chemical_formula_sum            'C15 H9 B N2 O4'
_chemical_formula_weight         292.05
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.9686(4)
_cell_length_b                   8.0866(5)
_cell_length_c                   11.7246(7)
_cell_angle_alpha                79.131(2)
_cell_angle_beta                 73.601(2)
_cell_angle_gamma                81.914(2)
_cell_volume                     619.77(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9909
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1164 before and 0.0488 after correction.
The Ratio of minimum to maximum transmission is 0.9636.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.311
_exptl_crystal_size_mid          0.029
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28025
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.354
_diffrn_reflns_theta_min         1.833
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2347
_reflns_number_total             2532
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2532
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.099
_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)+(0.0350P)²+0.4660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0934
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C1(H1A), C4(H4), C8(H8), C3(H3), C10(H10), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O2 O 0.84656(16) 0.04911(13) 0.60156(9) 0.0158(2) Uani 1 1 d . . . . .
O1 O 0.84966(17) 0.24593(14) 0.36915(10) 0.0170(2) Uani 1 1 d . . . . .
O3 O 0.61034(18) 0.72658(14) 0.82636(10) 0.0213(3) Uani 1 1 d . . . . .
O4 O 0.8182(2) 0.67972(15) 0.93822(11) 0.0280(3) Uani 1 1 d . . . . .
N1 N 0.78624(18) 0.34120(15) 0.56591(11) 0.0117(3) Uani 1 1 d . . . . .
N2 N 0.7278(2) 0.63352(16) 0.87527(11) 0.0168(3) Uani 1 1 d . . . . .
C13 C 0.7540(2) 0.47571(18) 0.63372(13) 0.0114(3) Uani 1 1 d . . . . .
C14 C 0.7225(2) 0.63704(18) 0.58256(13) 0.0117(3) Uani 1 1 d . . . . .
H14 H 0.705101 0.724469 0.629507 0.014 Uiso 1 1 calc R U . . .
C12 C 0.7662(2) 0.39719(18) 0.75564(13) 0.0117(3) Uani 1 1 d . . . . .
C15 C 0.7140(2) 0.68229(18) 0.45801(13) 0.0118(3) Uani 1 1 d . . . . .
C7 C 0.8016(2) 0.22183(18) 0.75748(13) 0.0127(3) Uani 1 1 d . . . . .
C2 C 0.6620(2) 0.89766(19) 0.29352(14) 0.0156(3) Uani 1 1 d . . . . .
H2 H 0.634628 1.013186 0.262454 0.019 Uiso 1 1 calc R U . . .
C6 C 0.8153(2) 0.18556(18) 0.63666(13) 0.0121(3) Uani 1 1 d . . . . .
C5 C 0.7430(2) 0.55594(18) 0.38465(13) 0.0124(3) Uani 1 1 d . . . . .
C11 C 0.7592(2) 0.45393(18) 0.86260(13) 0.0132(3) Uani 1 1 d . . . . .
C1 C 0.6763(2) 0.85238(18) 0.41086(13) 0.0134(3) Uani 1 1 d . . . . .
H1A H 0.660553 0.937222 0.459724 0.016 Uiso 1 1 calc R U . . .
C4 C 0.7293(2) 0.60555(19) 0.26583(13) 0.0142(3) Uani 1 1 d . . . . .
H4 H 0.749119 0.522197 0.215314 0.017 Uiso 1 1 calc R U . . .
C8 C 0.8211(2) 0.10630(19) 0.85797(14) 0.0154(3) Uani 1 1 d . . . . .
H8 H 0.841405 -0.011719 0.855327 0.019 Uiso 1 1 calc R U . . .
C3 C 0.6876(2) 0.7737(2) 0.22059(13) 0.0160(3) Uani 1 1 d . . . . .
H3 H 0.676400 0.804625 0.140276 0.019 Uiso 1 1 calc R U . . .
C10 C 0.7834(2) 0.3412(2) 0.96379(13) 0.0164(3) Uani 1 1 d . . . . .
H10 H 0.781710 0.383027 1.034591 0.020 Uiso 1 1 calc R U . . .
C9 C 0.8100(2) 0.1679(2) 0.96254(14) 0.0176(3) Uani 1 1 d . . . . .
H9 H 0.820583 0.091658 1.033289 0.021 Uiso 1 1 calc R U . . .
B1 B 0.7952(2) 0.3699(2) 0.43782(15) 0.0130(3) Uani 1 1 d . . . . .
H1 H 0.892(3) 0.152(3) 0.403(2) 0.039(6) 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
O2 C6 1.2195(18) . ?
O1 B1 1.350(2) . ?
O1 H1 0.84(2) . ?
O3 N2 1.2224(17) . ?
O4 N2 1.2301(17) . ?
N1 C13 1.4221(18) . ?
N1 C6 1.3937(19) . ?
N1 B1 1.460(2) . ?
N2 C11 1.4671(19) . ?
C13 C14 1.345(2) . ?
C13 C12 1.472(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.453(2) . ?
C12 C7 1.402(2) . ?
C12 C11 1.401(2) . ?
C15 C5 1.414(2) . ?
C15 C1 1.400(2) . ?
C7 C6 1.475(2) . ?
C7 C8 1.385(2) . ?
C2 H2 0.9500 . ?
C2 C1 1.384(2) . ?
C2 C3 1.398(2) . ?
C5 C4 1.401(2) . ?
C5 B1 1.551(2) . ?
C11 C10 1.389(2) . ?
C1 H1A 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.385(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(2) . ?
C3 H3 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.390(2) . ?
C9 H9 0.9500 . ?

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
B1 O1 H1 115.5(15) . . ?
C13 N1 B1 122.55(12) . . ?
C6 N1 C13 110.99(12) . . ?
C6 N1 B1 126.41(12) . . ?
O3 N2 O4 124.05(13) . . ?
O3 N2 C11 118.72(12) . . ?
O4 N2 C11 117.19(13) . . ?
N1 C13 C12 106.27(12) . . ?
C14 C13 N1 120.76(13) . . ?
C14 C13 C12 132.97(13) . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.29(13) . . ?
C15 C14 H14 118.9 . . ?
C7 C12 C13 107.73(12) . . ?
C11 C12 C13 136.34(13) . . ?
C11 C12 C7 115.87(13) . . ?
C5 C15 C14 120.48(13) . . ?
C1 C15 C14 119.50(13) . . ?
C1 C15 C5 120.02(13) . . ?
C12 C7 C6 108.60(13) . . ?
C8 C7 C12 124.08(14) . . ?
C8 C7 C6 127.32(14) . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.11(14) . . ?
C3 C2 H2 119.9 . . ?
O2 C6 N1 124.96(13) . . ?
O2 C6 C7 128.64(14) . . ?
N1 C6 C7 106.40(12) . . ?
C15 C5 B1 118.63(13) . . ?
C4 C5 C15 118.35(13) . . ?
C4 C5 B1 122.99(13) . . ?
C12 C11 N2 122.89(13) . . ?
C10 C11 N2 115.86(13) . . ?
C10 C11 C12 121.25(14) . . ?
C15 C1 H1A 119.8 . . ?
C2 C1 C15 120.40(14) . . ?
C2 C1 H1A 119.8 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.32(14) . . ?
C3 C4 H4 119.3 . . ?
C7 C8 H8 121.0 . . ?
C7 C8 C9 118.08(14) . . ?
C9 C8 H8 121.0 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.78(14) . . ?
C4 C3 H3 120.1 . . ?
C11 C10 H10 119.7 . . ?
C11 C10 C9 120.66(14) . . ?
C9 C10 H10 119.7 . . ?
C8 C9 C10 119.97(14) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
O1 B1 N1 123.12(14) . . ?
O1 B1 C5 121.94(14) . . ?
N1 B1 C5 114.91(13) . . ?

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
O3 N2 C11 C12 38.1(2) . . . . ?
O3 N2 C11 C10 -142.30(14) . . . . ?
O4 N2 C11 C12 -144.05(14) . . . . ?
O4 N2 C11 C10 35.55(19) . . . . ?
N1 C13 C14 C15 1.7(2) . . . . ?
N1 C13 C12 C7 -0.87(15) . . . . ?
N1 C13 C12 C11 176.11(16) . . . . ?
N2 C11 C10 C9 178.67(13) . . . . ?
C13 N1 C6 O2 -179.84(13) . . . . ?
C13 N1 C6 C7 -0.18(15) . . . . ?
C13 N1 B1 O1 171.68(13) . . . . ?
C13 N1 B1 C5 -6.60(19) . . . . ?
C13 C14 C15 C5 -1.2(2) . . . . ?
C13 C14 C15 C1 178.63(13) . . . . ?
C13 C12 C7 C6 0.78(15) . . . . ?
C13 C12 C7 C8 -179.71(13) . . . . ?
C13 C12 C11 N2 1.9(3) . . . . ?
C13 C12 C11 C10 -177.66(15) . . . . ?
C14 C13 C12 C7 179.81(15) . . . . ?
C14 C13 C12 C11 -3.2(3) . . . . ?
C14 C15 C5 C4 178.71(13) . . . . ?
C14 C15 C5 B1 -3.2(2) . . . . ?
C14 C15 C1 C2 -178.14(13) . . . . ?
C12 C13 C14 C15 -179.02(14) . . . . ?
C12 C7 C6 O2 179.25(14) . . . . ?
C12 C7 C6 N1 -0.38(15) . . . . ?
C12 C7 C8 C9 -1.7(2) . . . . ?
C12 C11 C10 C9 -1.7(2) . . . . ?
C15 C5 C4 C3 -0.3(2) . . . . ?
C15 C5 B1 O1 -171.49(13) . . . . ?
C15 C5 B1 N1 6.81(19) . . . . ?
C7 C12 C11 N2 178.72(13) . . . . ?
C7 C12 C11 C10 -0.9(2) . . . . ?
C7 C8 C9 C10 -1.0(2) . . . . ?
C6 N1 C13 C14 -179.93(13) . . . . ?
C6 N1 C13 C12 0.65(15) . . . . ?
C6 N1 B1 O1 -5.5(2) . . . . ?
C6 N1 B1 C5 176.27(12) . . . . ?
C6 C7 C8 C9 177.74(14) . . . . ?
C5 C15 C1 C2 1.7(2) . . . . ?
C5 C4 C3 C2 1.2(2) . . . . ?
C11 C12 C7 C6 -176.91(12) . . . . ?
C11 C12 C7 C8 2.6(2) . . . . ?
C11 C10 C9 C8 2.7(2) . . . . ?
C1 C15 C5 C4 -1.2(2) . . . . ?
C1 C15 C5 B1 176.92(13) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C4 C5 B1 O1 6.5(2) . . . . ?
C4 C5 B1 N1 -175.22(13) . . . . ?
C8 C7 C6 O2 -0.2(2) . . . . ?
C8 C7 C6 N1 -179.88(14) . . . . ?
C3 C2 C1 C15 -0.8(2) . . . . ?
B1 N1 C13 C14 2.5(2) . . . . ?
B1 N1 C13 C12 -176.88(12) . . . . ?
B1 N1 C6 O2 -2.4(2) . . . . ?
B1 N1 C6 C7 177.23(13) . . . . ?
B1 C5 C4 C3 -178.28(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 2487850'
loop_
_audit_author_name
_audit_author_address
'Sanjay Dutta'
;Kennesaw State University
United States of America
;
_audit_update_record             
;
2025-09-12 deposited with the CCDC.	2026-01-28 downloaded from the CCDC.
;
_audit_creation_date             2025-09-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H9 B N2 O4'
_chemical_formula_sum            'C15 H9 B N2 O4'
_chemical_formula_weight         292.05
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.6994(4)
_cell_length_b                   14.1856(5)
_cell_length_c                   9.1953(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.2730(10)
_cell_angle_gamma                90
_cell_volume                     1240.79(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      27.037
_cell_measurement_theta_min      2.578
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.9588
_exptl_absorpt_correction_T_min  0.9105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0658 before and 0.0428 after correction.
The Ratio of minimum to maximum transmission is 0.9496.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.127
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.027
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            23978
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.112
_diffrn_reflns_theta_min         2.141
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2497
_reflns_number_total             2730
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.088
_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)+(0.0514P)²+1.1088P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1190
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C14(H14), C11(H11), C8(H8), C4(H4), C3(H3), C1(H1A), C2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O1 O 0.67030(13) 0.52547(9) 0.82342(13) 0.0192(3) Uani 1 1 d . . . . .
O2 O 0.86185(12) 0.53600(9) 0.62931(13) 0.0190(3) Uani 1 1 d . . . . .
O4 O 0.91085(14) 0.67912(10) -0.05089(14) 0.0279(3) Uani 1 1 d . . . . .
N1 N 0.63192(14) 0.58834(9) 0.57024(15) 0.0137(3) Uani 1 1 d . . . . .
O3 O 1.05165(17) 0.60252(13) 0.11858(19) 0.0496(5) Uani 1 1 d . . . . .
N2 N 0.93808(16) 0.63916(11) 0.06911(17) 0.0228(3) Uani 1 1 d . . . . .
C13 C 0.54371(17) 0.62893(11) 0.44592(17) 0.0133(3) Uani 1 1 d . . . . .
C7 C 0.76187(16) 0.60344(11) 0.38713(17) 0.0135(3) Uani 1 1 d . . . . .
C12 C 0.62700(16) 0.63749(11) 0.32983(17) 0.0125(3) Uani 1 1 d . . . . .
C15 C 0.35085(16) 0.64042(11) 0.58092(17) 0.0140(3) Uani 1 1 d . . . . .
C6 C 0.76616(16) 0.57088(11) 0.54074(17) 0.0138(3) Uani 1 1 d . . . . .
C10 C 0.69678(18) 0.67044(11) 0.10104(18) 0.0171(3) Uani 1 1 d . . . . .
H10 H 0.676925 0.693135 0.001944 0.021 Uiso 1 1 calc R U . . .
C14 C 0.41023(16) 0.65358(11) 0.44895(17) 0.0142(3) Uani 1 1 d . . . . .
H14 H 0.353535 0.680211 0.362787 0.017 Uiso 1 1 calc R U . . .
C11 C 0.59276(17) 0.67051(11) 0.18485(18) 0.0153(3) Uani 1 1 d . . . . .
H11 H 0.500692 0.692455 0.144513 0.018 Uiso 1 1 calc R U . . .
C5 C 0.43204(16) 0.59922(11) 0.71032(17) 0.0141(3) Uani 1 1 d . . . . .
C8 C 0.86734(17) 0.60149(11) 0.30485(18) 0.0160(3) Uani 1 1 d . . . . .
H8 H 0.958510 0.577422 0.343644 0.019 Uiso 1 1 calc R U . . .
C4 C 0.37153(18) 0.58785(11) 0.83536(18) 0.0171(3) Uani 1 1 d . . . . .
H4 H 0.425229 0.560260 0.922433 0.021 Uiso 1 1 calc R U . . .
C9 C 0.83069(18) 0.63704(11) 0.16226(19) 0.0172(3) Uani 1 1 d . . . . .
C3 C 0.23462(18) 0.61614(12) 0.83445(19) 0.0192(4) Uani 1 1 d . . . . .
H3 H 0.194879 0.607574 0.920106 0.023 Uiso 1 1 calc R U . . .
C1 C 0.21209(17) 0.66945(12) 0.58147(19) 0.0175(3) Uani 1 1 d . . . . .
H1A H 0.157138 0.697457 0.495472 0.021 Uiso 1 1 calc R U . . .
C2 C 0.15566(17) 0.65708(12) 0.7078(2) 0.0202(4) Uani 1 1 d . . . . .
H2 H 0.062043 0.676833 0.707692 0.024 Uiso 1 1 calc R U . . .
B1 B 0.58507(19) 0.56796(12) 0.7081(2) 0.0144(4) Uani 1 1 d . . . . .
H1 H 0.749(3) 0.516(2) 0.806(3) 0.054(8) 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
O1 B1 1.352(2) . ?
O1 H1 0.83(3) . ?
O2 C6 1.214(2) . ?
O4 N2 1.223(2) . ?
N1 C13 1.410(2) . ?
N1 C6 1.403(2) . ?
N1 B1 1.457(2) . ?
O3 N2 1.222(2) . ?
N2 C9 1.473(2) . ?
C13 C12 1.464(2) . ?
C13 C14 1.347(2) . ?
C7 C12 1.397(2) . ?
C7 C6 1.479(2) . ?
C7 C8 1.386(2) . ?
C12 C11 1.391(2) . ?
C15 C14 1.453(2) . ?
C15 C5 1.418(2) . ?
C15 C1 1.408(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(2) . ?
C10 C9 1.394(2) . ?
C14 H14 0.9500 . ?
C11 H11 0.9500 . ?
C5 C4 1.399(2) . ?
C5 B1 1.553(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.385(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.386(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.390(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.389(2) . ?
C2 H2 0.9500 . ?

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
B1 O1 H1 112(2) . . ?
C13 N1 B1 122.92(13) . . ?
C6 N1 C13 110.75(13) . . ?
C6 N1 B1 126.32(14) . . ?
O4 N2 C9 118.81(14) . . ?
O3 N2 O4 123.57(15) . . ?
O3 N2 C9 117.60(15) . . ?
N1 C13 C12 106.92(13) . . ?
C14 C13 N1 121.52(14) . . ?
C14 C13 C12 131.55(15) . . ?
C12 C7 C6 108.52(13) . . ?
C8 C7 C12 122.50(15) . . ?
C8 C7 C6 128.97(15) . . ?
C7 C12 C13 107.80(14) . . ?
C11 C12 C13 131.64(15) . . ?
C11 C12 C7 120.56(14) . . ?
C5 C15 C14 120.52(14) . . ?
C1 C15 C14 120.02(15) . . ?
C1 C15 C5 119.46(15) . . ?
O2 C6 N1 123.98(14) . . ?
O2 C6 C7 130.02(14) . . ?
N1 C6 C7 106.00(13) . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 119.90(15) . . ?
C9 C10 H10 120.0 . . ?
C13 C14 C15 121.56(15) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C12 C11 H11 121.0 . . ?
C10 C11 C12 118.04(15) . . ?
C10 C11 H11 121.0 . . ?
C15 C5 B1 118.83(14) . . ?
C4 C5 C15 118.94(15) . . ?
C4 C5 B1 122.24(15) . . ?
C7 C8 H8 122.3 . . ?
C9 C8 C7 115.42(15) . . ?
C9 C8 H8 122.3 . . ?
C5 C4 H4 119.4 . . ?
C3 C4 C5 121.15(16) . . ?
C3 C4 H4 119.4 . . ?
C10 C9 N2 117.87(15) . . ?
C8 C9 N2 118.58(15) . . ?
C8 C9 C10 123.55(15) . . ?
C4 C3 H3 120.1 . . ?
C4 C3 C2 119.78(15) . . ?
C2 C3 H3 120.1 . . ?
C15 C1 H1A 120.0 . . ?
C2 C1 C15 119.95(16) . . ?
C2 C1 H1A 120.0 . . ?
C3 C2 H2 119.6 . . ?
C1 C2 C3 120.72(15) . . ?
C1 C2 H2 119.6 . . ?
O1 B1 N1 121.59(15) . . ?
O1 B1 C5 123.82(15) . . ?
N1 B1 C5 114.59(14) . . ?

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
O4 N2 C9 C10 7.9(2) . . . . ?
O4 N2 C9 C8 -172.61(16) . . . . ?
N1 C13 C12 C7 -0.74(17) . . . . ?
N1 C13 C12 C11 178.45(16) . . . . ?
N1 C13 C14 C15 0.6(2) . . . . ?
O3 N2 C9 C10 -173.92(18) . . . . ?
O3 N2 C9 C8 5.6(3) . . . . ?
C13 N1 C6 O2 -179.83(15) . . . . ?
C13 N1 C6 C7 0.36(17) . . . . ?
C13 N1 B1 O1 177.25(14) . . . . ?
C13 N1 B1 C5 -3.0(2) . . . . ?
C13 C12 C11 C10 179.49(16) . . . . ?
C7 C12 C11 C10 -1.4(2) . . . . ?
C7 C8 C9 N2 178.74(14) . . . . ?
C7 C8 C9 C10 -1.8(2) . . . . ?
C12 C13 C14 C15 -178.06(15) . . . . ?
C12 C7 C6 O2 179.37(16) . . . . ?
C12 C7 C6 N1 -0.83(17) . . . . ?
C12 C7 C8 C9 1.0(2) . . . . ?
C15 C5 C4 C3 -0.1(2) . . . . ?
C15 C5 B1 O1 -177.96(15) . . . . ?
C15 C5 B1 N1 2.3(2) . . . . ?
C15 C1 C2 C3 -0.1(2) . . . . ?
C6 N1 C13 C12 0.22(17) . . . . ?
C6 N1 C13 C14 -178.73(14) . . . . ?
C6 N1 B1 O1 -2.3(3) . . . . ?
C6 N1 B1 C5 177.47(14) . . . . ?
C6 C7 C12 C13 0.97(17) . . . . ?
C6 C7 C12 C11 -178.34(14) . . . . ?
C6 C7 C8 C9 179.67(15) . . . . ?
C14 C13 C12 C7 178.06(17) . . . . ?
C14 C13 C12 C11 -2.7(3) . . . . ?
C14 C15 C5 C4 179.85(14) . . . . ?
C14 C15 C5 B1 -0.3(2) . . . . ?
C14 C15 C1 C2 -179.80(15) . . . . ?
C11 C10 C9 N2 -179.49(15) . . . . ?
C11 C10 C9 C8 1.0(3) . . . . ?
C5 C15 C14 C13 -1.2(2) . . . . ?
C5 C15 C1 C2 -0.4(2) . . . . ?
C5 C4 C3 C2 -0.4(2) . . . . ?
C8 C7 C12 C13 179.91(14) . . . . ?
C8 C7 C12 C11 0.6(2) . . . . ?
C8 C7 C6 O2 0.5(3) . . . . ?
C8 C7 C6 N1 -179.68(15) . . . . ?
C4 C5 B1 O1 1.8(3) . . . . ?
C4 C5 B1 N1 -177.92(14) . . . . ?
C4 C3 C2 C1 0.4(3) . . . . ?
C9 C10 C11 C12 0.6(2) . . . . ?
C1 C15 C14 C13 178.23(15) . . . . ?
C1 C15 C5 C4 0.4(2) . . . . ?
C1 C15 C5 B1 -179.76(14) . . . . ?
B1 N1 C13 C12 -179.40(14) . . . . ?
B1 N1 C13 C14 1.7(2) . . . . ?
B1 N1 C6 O2 -0.2(3) . . . . ?
B1 N1 C6 C7 179.96(14) . . . . ?
B1 C5 C4 C3 -179.86(15) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
