# Supplementary Information (SI) for CrystEngComm.
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2388814'
loop_
_audit_author_name
_audit_author_address
'Paolo Pio Mazzeo'
;University of Parma
Italy
;
_audit_update_record             
;
2025-06-24 deposited with the CCDC.	2025-10-17 downloaded from the CCDC.
;
_audit_creation_date             2025-06-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_chemical_formula_moiety         'C16 H12 N2 O2'
_chemical_formula_sum            'C16 H12 N2 O2'
_chemical_formula_weight         264.286
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   14.5096(9)
_cell_length_b                   17.8805(11)
_cell_length_c                   10.3906(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.379(2)
_cell_angle_gamma                90
_cell_volume                     2527.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      26.372
_cell_measurement_theta_min      2.381
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1356 before and 0.0972 after correction.
The Ratio of minimum to maximum transmission is 0.7008.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104.731
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.8341
_diffrn_reflns_Laue_measured_fraction_max 0.8349
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            50783
_diffrn_reflns_point_group_measured_fraction_full 0.8341
_diffrn_reflns_point_group_measured_fraction_max 0.8349
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         2.38
_diffrn_ambient_temperature      200.00
_diffrn_measured_fraction_theta_full 0.8341
_diffrn_measured_fraction_theta_max 0.8349
_diffrn_measurement_device_type  'Bruker D8 Venture, Photon II, Microsource'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -18
_reflns_limit_k_max              22
_reflns_limit_k_min              1
_reflns_limit_l_max              13
_reflns_limit_l_min              1
_reflns_number_gt                3708
_reflns_number_total             4343
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       SHELXT
_computing_data_reduction        SHELXT
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.2287
_refine_diff_density_min         -0.2080
_refine_diff_density_rms         0.0516
_refine_ls_d_res_high            0.7978
_refine_ls_d_res_low             8.5535
_refine_ls_extinction_coef       0.0034(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.1420
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     578
_refine_ls_number_reflns         4343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.1420
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0258P)²+0.6734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0934
_olex2_refinement_description    
;
1. Rigid body (RIGU) restrains
 H011, H005
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
- for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       discambMATTS2tsc
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         B3LYP
   BASIS SET:      def2-SVP
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2025-06-18_17-05-45
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_refinement_flags_adp
O001 O 0.39565(10) 0.52050(7) 0.33910(11) 0.0369(3) Uani 1.000000 . .
O002 O 0.11160(11) 0.52589(7) 0.92988(12) 0.0419(3) Uani 1.000000 . .
O003 O 0.09361(12) 0.64911(8) 0.80384(14) 0.0449(4) Uani 1.000000 . .
H003 H 0.094(2) 0.6013(16) 0.864(3) 0.064(8) Uani 1.000000 . .
N004 N 0.10860(11) 0.48895(8) 0.71852(14) 0.0273(3) Uani 1.000000 . .
H004 H 0.1038(15) 0.4440(13) 0.655(2) 0.044(6) Uani 1.000000 . .
N005 N 0.36169(11) 0.48541(8) 0.11712(13) 0.0291(3) Uani 1.000000 . .
H005 H 0.3643(17) 0.4404(10) 0.057(2) 0.046(6) Uani 1.000000 . U
N006 N 0.12991(10) 0.46885(7) 0.48141(13) 0.0288(3) Uani 1.000000 . .
O007 O 0.33301(15) 0.64136(8) 0.21014(16) 0.0504(4) Uani 1.000000 . .
H007 H 0.362(3) 0.593(2) 0.268(4) 0.117(16) Uani 1.000000 . .
N008 N 0.37450(11) 0.47324(7) -0.12695(13) 0.0294(3) Uani 1.000000 . .
C009 C 0.36559(11) 0.54443(8) -0.08583(15) 0.0247(3) Uani 1.000000 . .
C00A C 0.38667(12) 0.39081(9) 0.29099(15) 0.0268(3) Uani 1.000000 . .
C00B C 0.38121(12) 0.47114(9) 0.25075(15) 0.0267(3) Uani 1.000000 . .
C00C C 0.11251(12) 0.39625(9) 0.88676(14) 0.0264(3) Uani 1.000000 . .
C00D C 0.15739(13) 0.34084(9) 0.83427(16) 0.0295(4) Uani 1.000000 . .
H00D H 0.1910(16) 0.3514(10) 0.7601(19) 0.045(6) Uani 1.000000 . .
C00E C 0.12742(11) 0.54163(8) 0.51897(15) 0.0250(3) Uani 1.000000 . .
C00F C 0.11553(11) 0.55532(8) 0.64833(15) 0.0247(3) Uani 1.000000 . .
C00G C 0.10994(12) 0.62868(9) 0.68976(16) 0.0299(4) Uani 1.000000 . .
C00H C 0.34521(14) 0.33363(9) 0.19717(17) 0.0315(4) Uani 1.000000 . .
H00H H 0.3053(16) 0.3453(11) 0.093(2) 0.052(6) Uani 1.000000 . .
C00I C 0.11070(12) 0.47653(9) 0.84615(15) 0.0269(3) Uani 1.000000 . .
C00J C 0.36153(12) 0.60739(9) -0.17089(16) 0.0280(3) Uani 1.000000 . .
C00K C 0.35862(12) 0.55366(8) 0.04726(15) 0.0267(3) Uani 1.000000 . .
C00L C 0.06942(13) 0.37720(10) 0.98381(16) 0.0300(4) Uani 1.000000 . .
H00L H 0.0359(18) 0.4191(11) 1.019(2) 0.058(7) Uani 1.000000 . .
C00M C 0.07020(14) 0.30354(10) 1.02614(17) 0.0345(4) Uani 1.000000 . .
H00M H 0.0361(17) 0.2897(11) 1.1008(19) 0.058(6) Uani 1.000000 . .
C00N C 0.13589(12) 0.60216(9) 0.43605(16) 0.0299(4) Uani 1.000000 . .
C00O C 0.11447(15) 0.24814(10) 0.97280(17) 0.0352(4) Uani 1.000000 . .
H00O H 0.1158(15) 0.1906(11) 1.0021(19) 0.047(6) Uani 1.000000 . .
C00P C 0.34928(14) 0.67924(10) -0.12235(19) 0.0358(4) Uani 1.000000 . .
H00P H 0.3450(16) 0.7262(13) -0.182(2) 0.054(6) Uani 1.000000 . .
C00Q C 0.44722(14) 0.29932(10) 0.47128(18) 0.0366(4) Uani 1.000000 . .
H00Q H 0.4880(16) 0.2875(13) 0.573(2) 0.064(7) Uani 1.000000 . .
C00R C 0.14057(15) 0.45554(11) 0.36296(17) 0.0350(4) Uani 1.000000 . .
H00R H 0.1393(19) 0.4002(12) 0.331(2) 0.061(7) Uani 1.000000 . .
C00S C 0.12091(14) 0.68813(10) 0.60527(18) 0.0365(4) Uani 1.000000 . .
H00S H 0.1166(17) 0.7448(11) 0.644(2) 0.055(7) Uani 1.000000 . .
C00T C 0.36775(13) 0.59422(11) -0.30111(17) 0.0334(4) Uani 1.000000 . .
H00T H 0.3652(19) 0.6421(13) -0.366(2) 0.072(8) Uani 1.000000 . .
C00U C 0.43623(14) 0.37319(10) 0.42849(17) 0.0317(4) Uani 1.000000 . .
H00U H 0.4691(16) 0.4167(12) 0.4947(19) 0.052(6) Uani 1.000000 . .
C00V C 0.34541(14) 0.62499(9) 0.09090(17) 0.0330(4) Uani 1.000000 . .
C00W C 0.34167(15) 0.68709(10) 0.0036(2) 0.0377(4) Uani 1.000000 . .
H00W H 0.332(2) 0.7386(13) 0.044(2) 0.068(8) Uani 1.000000 . .
C00X C 0.15830(14) 0.26702(10) 0.87773(18) 0.0336(4) Uani 1.000000 . .
H00X H 0.195(2) 0.2245(12) 0.8371(19) 0.066(7) Uani 1.000000 . .
C00Y C 0.37636(14) 0.52246(11) -0.34177(18) 0.0349(4) Uani 1.000000 . .
H00Y H 0.3771(19) 0.5096(12) -0.441(2) 0.068(8) Uani 1.000000 . .
C00Z C 0.40738(16) 0.24194(11) 0.3772(2) 0.0382(4) Uani 1.000000 . .
H00Z H 0.4190(18) 0.1869(15) 0.408(2) 0.076(8) Uani 1.000000 . .
C010 C 0.35603(15) 0.25951(10) 0.24082(19) 0.0366(4) Uani 1.000000 . .
H010 H 0.3191(19) 0.2205(13) 0.166(2) 0.067(7) Uani 1.000000 . .
C011 C 0.14803(13) 0.58499(11) 0.31085(17) 0.0358(4) Uani 1.000000 . .
H011 H 0.1541(16) 0.6302(13) 0.243(2) 0.060(7) Uani 1.000000 . U
C012 C 0.15047(15) 0.51152(11) 0.27341(18) 0.0379(4) Uani 1.000000 . .
H012 H 0.1603(18) 0.4984(12) 0.182(2) 0.062(7) Uani 1.000000 . .
C013 C 0.13307(14) 0.67647(10) 0.48302(19) 0.0360(4) Uani 1.000000 . .
H013 H 0.1408(16) 0.7225(12) 0.423(2) 0.062(7) Uani 1.000000 . .
C014 C 0.37920(16) 0.46388(11) -0.24986(18) 0.0344(4) Uani 1.000000 . .
H014 H 0.3851(19) 0.4087(15) -0.282(2) 0.073(8) Uani 1.000000 . .


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
O001 C00B 1.2376(19) . ?
O002 C00I 1.2361(19) . ?
O003 H003 1.05(3) . ?
O003 C00G 1.338(2) . ?
N004 H004 1.02(2) . ?
N004 C00F 1.415(2) . ?
N004 C00I 1.334(2) . ?
N005 H005 1.029(19) . ?
N005 C00B 1.341(2) . ?
N005 C00K 1.413(2) . ?
N006 C00E 1.363(2) . ?
N006 C00R 1.314(2) . ?
O007 H007 1.05(4) . ?
O007 C00V 1.345(2) . ?
N008 C009 1.363(2) . ?
N008 C014 1.313(2) . ?
C009 C00J 1.420(2) . ?
C009 C00K 1.431(2) . ?
C00A C00B 1.490(2) . ?
C00A C00H 1.396(2) . ?
C00A C00U 1.394(2) . ?
C00C C00D 1.397(2) . ?
C00C C00I 1.494(2) . ?
C00C C00L 1.401(2) . ?
C00D H00D 1.063(19) . ?
C00D C00X 1.394(2) . ?
C00E C00F 1.434(2) . ?
C00E C00N 1.415(2) . ?
C00F C00G 1.392(2) . ?
C00G C00S 1.422(2) . ?
C00H H00H 1.06(2) . ?
C00H C010 1.392(3) . ?
C00J C00P 1.414(2) . ?
C00J C00T 1.407(2) . ?
C00K C00V 1.389(2) . ?
C00L H00L 1.03(2) . ?
C00L C00M 1.387(3) . ?
C00M H00M 1.084(19) . ?
C00M C00O 1.396(3) . ?
C00N C011 1.406(2) . ?
C00N C013 1.421(2) . ?
C00O H00O 1.072(19) . ?
C00O C00X 1.390(3) . ?
C00P H00P 1.03(2) . ?
C00P C00W 1.359(3) . ?
C00Q H00Q 1.037(19) . ?
C00Q C00U 1.385(3) . ?
C00Q C00Z 1.396(3) . ?
C00R H00R 1.04(2) . ?
C00R C012 1.408(3) . ?
C00S H00S 1.10(2) . ?
C00S C013 1.358(3) . ?
C00T H00T 1.08(2) . ?
C00T C00Y 1.370(3) . ?
C00U H00U 1.04(2) . ?
C00V C00W 1.423(2) . ?
C00W H00W 1.04(2) . ?
C00X H00X 1.09(2) . ?
C00Y H00Y 1.06(2) . ?
C00Y C014 1.408(3) . ?
C00Z H00Z 1.03(3) . ?
C00Z C010 1.388(3) . ?
C010 H010 1.05(2) . ?
C011 H011 1.094(18) . ?
C011 C012 1.374(3) . ?
C012 H012 1.04(2) . ?
C013 H013 1.06(2) . ?
C014 H014 1.05(3) . ?

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
C00G O003 H003 109.4(14) . . ?
C00F N004 H004 109.2(12) . . ?
C00I N004 H004 118.6(12) . . ?
C00I N004 C00F 132.14(14) . . ?
C00B N005 H005 116.3(11) . . ?
C00K N005 H005 111.3(11) . . ?
C00K N005 C00B 130.83(14) . . ?
C00R N006 C00E 117.68(14) . . ?
C00V O007 H007 101.5(18) . . ?
C014 N008 C009 117.81(14) . . ?
C00J C009 N008 122.22(14) . . ?
C00K C009 N008 117.20(13) . . ?
C00K C009 C00J 120.57(14) . . ?
C00H C00A C00B 122.83(14) . . ?
C00U C00A C00B 117.61(14) . . ?
C00U C00A C00H 119.56(15) . . ?
N005 C00B O001 123.53(15) . . ?
C00A C00B O001 120.03(14) . . ?
C00A C00B N005 116.43(13) . . ?
C00I C00C C00D 122.42(14) . . ?
C00L C00C C00D 119.61(15) . . ?
C00L C00C C00I 117.95(14) . . ?
H00D C00D C00C 123.5(10) . . ?
C00X C00D C00C 119.90(16) . . ?
C00X C00D H00D 116.6(10) . . ?
C00F C00E N006 117.08(13) . . ?
C00N C00E N006 122.64(14) . . ?
C00N C00E C00F 120.27(14) . . ?
C00E C00F N004 113.15(13) . . ?
C00G C00F N004 127.50(14) . . ?
C00G C00F C00E 119.33(14) . . ?
C00F C00G O003 125.37(15) . . ?
C00S C00G O003 115.79(15) . . ?
C00S C00G C00F 118.84(15) . . ?
H00H C00H C00A 121.4(11) . . ?
C010 C00H C00A 119.84(16) . . ?
C010 C00H H00H 118.8(11) . . ?
N004 C00I O002 124.86(15) . . ?
C00C C00I O002 119.50(14) . . ?
C00C C00I N004 115.64(13) . . ?
C00P C00J C009 118.79(15) . . ?
C00T C00J C009 117.60(15) . . ?
C00T C00J C00P 123.59(15) . . ?
C009 C00K N005 113.38(13) . . ?
C00V C00K N005 127.49(15) . . ?
C00V C00K C009 119.06(14) . . ?
H00L C00L C00C 117.6(12) . . ?
C00M C00L C00C 120.18(16) . . ?
C00M C00L H00L 122.2(12) . . ?
H00M C00M C00L 119.2(11) . . ?
C00O C00M C00L 120.12(16) . . ?
C00O C00M H00M 120.7(11) . . ?
C011 C00N C00E 117.49(15) . . ?
C013 C00N C00E 119.15(15) . . ?
C013 C00N C011 123.35(15) . . ?
H00O C00O C00M 122.3(11) . . ?
C00X C00O C00M 119.83(17) . . ?
C00X C00O H00O 117.9(11) . . ?
H00P C00P C00J 121.0(12) . . ?
C00W C00P C00J 119.99(16) . . ?
C00W C00P H00P 119.0(12) . . ?
C00U C00Q H00Q 118.9(13) . . ?
C00Z C00Q H00Q 120.9(13) . . ?
C00Z C00Q C00U 120.19(17) . . ?
H00R C00R N006 118.5(11) . . ?
C012 C00R N006 124.24(18) . . ?
C012 C00R H00R 117.2(11) . . ?
H00S C00S C00G 115.4(11) . . ?
C013 C00S C00G 122.78(16) . . ?
C013 C00S H00S 121.8(11) . . ?
H00T C00T C00J 117.9(12) . . ?
C00Y C00T C00J 119.78(16) . . ?
C00Y C00T H00T 122.3(12) . . ?
C00Q C00U C00A 120.35(16) . . ?
H00U C00U C00A 117.6(11) . . ?
H00U C00U C00Q 121.8(11) . . ?
C00K C00V O007 125.35(16) . . ?
C00W C00V O007 115.46(15) . . ?
C00W C00V C00K 119.17(16) . . ?
C00V C00W C00P 122.40(16) . . ?
H00W C00W C00P 123.3(12) . . ?
H00W C00W C00V 114.3(12) . . ?
C00O C00X C00D 120.35(17) . . ?
H00X C00X C00D 119.0(12) . . ?
H00X C00X C00O 120.6(12) . . ?
H00Y C00Y C00T 122.4(12) . . ?
C014 C00Y C00T 118.14(17) . . ?
C014 C00Y H00Y 119.4(12) . . ?
H00Z C00Z C00Q 120.2(14) . . ?
C010 C00Z C00Q 119.52(18) . . ?
C010 C00Z H00Z 120.2(14) . . ?
C00Z C010 C00H 120.51(17) . . ?
H010 C010 C00H 114.9(13) . . ?
H010 C010 C00Z 124.4(13) . . ?
H011 C011 C00N 119.7(12) . . ?
C012 C011 C00N 119.64(16) . . ?
C012 C011 H011 120.7(12) . . ?
C011 C012 C00R 118.30(17) . . ?
H012 C012 C00R 121.6(12) . . ?
H012 C012 C011 120.1(12) . . ?
C00S C013 C00N 119.57(16) . . ?
H013 C013 C00N 120.0(13) . . ?
H013 C013 C00S 120.4(13) . . ?
C00Y C014 N008 124.44(17) . . ?
H014 C014 N008 117.5(11) . . ?
H014 C014 C00Y 118.0(10) . . ?

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
O001 C00B N005 C00K 4.3(2) . . . . ?
O001 C00B C00A C00H 161.36(16) . . . . ?
O001 C00B C00A C00U -19.10(19) . . . . ?
O002 C00I N004 C00F 6.4(2) . . . . ?
O002 C00I C00C C00D -148.32(16) . . . . ?
O002 C00I C00C C00L 30.03(19) . . . . ?
O003 C00G C00F N004 -2.2(2) . . . . ?
O003 C00G C00F C00E 176.17(16) . . . . ?
O003 C00G C00S C013 -176.74(16) . . . . ?
N004 C00F C00E N006 0.31(16) . . . . ?
N004 C00F C00E C00N -179.76(13) . . . . ?
N004 C00F C00G C00S 178.62(18) . . . . ?
N004 C00I C00C C00D 31.39(17) . . . . ?
N004 C00I C00C C00L -150.25(14) . . . . ?
N005 C00B C00A C00H -19.57(19) . . . . ?
N005 C00B C00A C00U 159.97(15) . . . . ?
N005 C00K C009 N008 -0.30(17) . . . . ?
N005 C00K C009 C00J 178.65(13) . . . . ?
N005 C00K C00V O007 -0.0(2) . . . . ?
N005 C00K C00V C00W -178.22(18) . . . . ?
N006 C00E C00F C00G -178.32(14) . . . . ?
N006 C00E C00N C011 -0.47(18) . . . . ?
N006 C00E C00N C013 -179.69(16) . . . . ?
N006 C00R C012 C011 -0.6(2) . . . . ?
O007 C00V C00K C009 176.64(18) . . . . ?
O007 C00V C00W C00P -177.51(17) . . . . ?
N008 C009 C00J C00P 178.13(16) . . . . ?
N008 C009 C00J C00T -0.44(18) . . . . ?
N008 C009 C00K C00V -177.39(15) . . . . ?
N008 C014 C00Y C00T -0.3(2) . . . . ?
C009 N008 C014 C00Y 0.48(19) . . . . ?
C009 C00J C00P C00W 0.02(19) . . . . ?
C009 C00J C00T C00Y 0.65(19) . . . . ?
C009 C00K N005 C00B 161.47(14) . . . . ?
C009 C00K C00V C00W -1.58(18) . . . . ?
C00A C00B N005 C00K -174.76(13) . . . . ?
C00A C00H C010 C00Z 0.3(2) . . . . ?
C00A C00U C00Q C00Z -1.0(2) . . . . ?
C00B N005 C00K C00V -21.7(2) . . . . ?
C00B C00A C00H C010 177.72(17) . . . . ?
C00B C00A C00U C00Q -177.42(15) . . . . ?
C00C C00D C00X C00O 0.21(19) . . . . ?
C00C C00I N004 C00F -173.26(13) . . . . ?
C00C C00L C00M C00O 0.4(2) . . . . ?
C00D C00C C00L C00M -0.85(18) . . . . ?
C00D C00X C00O C00M -0.7(2) . . . . ?
C00E N006 C00R C012 0.63(18) . . . . ?
C00E C00F N004 C00I 169.46(13) . . . . ?
C00E C00F C00G C00S -2.97(17) . . . . ?
C00E C00N C011 C012 0.48(19) . . . . ?
C00E C00N C013 C00S -0.95(19) . . . . ?
C00F C00E N006 C00R 179.86(15) . . . . ?
C00F C00E C00N C011 179.60(15) . . . . ?
C00F C00E C00N C013 0.38(17) . . . . ?
C00F C00G C00S C013 2.5(2) . . . . ?
C00G C00F N004 C00I -12.0(2) . . . . ?
C00G C00F C00E C00N 1.61(18) . . . . ?
C00G C00S C013 C00N -0.5(2) . . . . ?
C00H C00A C00U C00Q 2.1(2) . . . . ?
C00H C010 C00Z C00Q 0.8(2) . . . . ?
C00I C00C C00D C00X 178.88(15) . . . . ?
C00I C00C C00L C00M -179.25(15) . . . . ?
C00J C009 N008 C014 -0.1(2) . . . . ?
C00J C009 C00K C00V 1.55(19) . . . . ?
C00J C00P C00W C00V -0.1(2) . . . . ?
C00J C00T C00Y C014 -0.3(2) . . . . ?
C00K C009 N008 C014 178.81(15) . . . . ?
C00K C009 C00J C00P -0.76(17) . . . . ?
C00K C009 C00J C00T -179.33(15) . . . . ?
C00K C00V C00W C00P 0.9(2) . . . . ?
C00L C00C C00D C00X 0.55(18) . . . . ?
C00L C00M C00O C00X 0.4(2) . . . . ?
C00N C00E N006 C00R -0.07(19) . . . . ?
C00N C011 C012 C00R 0.0(2) . . . . ?
C00P C00J C00T C00Y -177.84(17) . . . . ?
C00S C013 C00N C011 179.88(16) . . . . ?
C00T C00J C00P C00W 178.50(18) . . . . ?
C00U C00A C00H C010 -1.8(2) . . . . ?
C00U C00Q C00Z C010 -0.5(2) . . . . ?
C012 C011 C00N C013 179.66(17) . . . . ?


_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_ka172_0m
_database_code_depnum_ccdc_archive 'CCDC 2388841'
_audit_update_record             
;
2024-10-04 deposited with the CCDC.	2025-10-17 downloaded from the CCDC.
;
_audit_creation_date             2024-09-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H14 N2 O2'
_chemical_formula_sum            'C17 H14 N2 O2'
_chemical_formula_weight         278.30
_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'
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                   11.954(2)
_cell_length_b                   7.454(2)
_cell_length_c                   15.468(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.33(3)
_cell_angle_gamma                90
_cell_volume                     1372.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      28.16
_cell_measurement_theta_min      2.63
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.963
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker,2016'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24733
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.979
_diffrn_reflns_theta_max         24.979
_diffrn_reflns_theta_min         2.645
_diffrn_ambient_temperature      294.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2148
_reflns_number_total             2413
_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 (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.122
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.029(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2413
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0390
_refine_ls_restrained_S_all      1.058
_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)+(0.0638P)²+0.2816P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1168
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C10-O2 \\sim C10-O2A
 with sigma of 0.02
3. Others
 Fixed Sof: O2(0.5) O2A(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16)
4.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_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
C1 C 0.40308(11) 0.34408(17) 0.55923(9) 0.0444(3) Uani 1 1 d . . . . .
C2 C 0.38302(12) 0.39131(19) 0.64227(9) 0.0508(4) Uani 1 1 d . . . . .
C3 C 0.46295(14) 0.3477(2) 0.71187(9) 0.0576(4) Uani 1 1 d . . . . .
H3 H 0.447867 0.376443 0.768131 0.069 Uiso 1 1 calc R U . . .
C4 C 0.56085(13) 0.2653(2) 0.69933(9) 0.0567(4) Uani 1 1 d . . . . .
H4 H 0.612078 0.239434 0.746654 0.068 Uiso 1 1 calc R U . . .
C5 C 0.58569(12) 0.21860(18) 0.61528(9) 0.0491(3) Uani 1 1 d . . . . .
C6 C 0.50584(11) 0.25832(17) 0.54466(8) 0.0434(3) Uani 1 1 d . . . . .
C7 C 0.68534(13) 0.1344(2) 0.59703(11) 0.0602(4) Uani 1 1 d . . . . .
H7 H 0.739531 0.105011 0.641849 0.072 Uiso 1 1 calc R U . . .
C8 C 0.70246(14) 0.0961(2) 0.51388(11) 0.0639(4) Uani 1 1 d . . . . .
H8 H 0.768316 0.040267 0.500668 0.077 Uiso 1 1 calc R U . . .
C9 C 0.61933(13) 0.1421(2) 0.44820(10) 0.0574(4) Uani 1 1 d . . . . .
H9 H 0.632491 0.115793 0.391250 0.069 Uiso 1 1 calc R U . . .
C10 C 0.22313(12) 0.4083(2) 0.46920(10) 0.0540(4) Uani 1 1 d D . . . .
C11 C 0.17447(11) 0.4331(2) 0.37867(9) 0.0487(4) Uani 1 1 d . . . . .
C12 C 0.23177(12) 0.3991(2) 0.30689(10) 0.0570(4) Uani 1 1 d . . . . .
H12 H 0.305803 0.359543 0.314479 0.068 Uiso 1 1 calc R U . . .
C13 C 0.18084(13) 0.4230(2) 0.22465(10) 0.0593(4) Uani 1 1 d . . . . .
H13 H 0.220943 0.398499 0.177295 0.071 Uiso 1 1 calc R U . . .
C14 C 0.07122(13) 0.4827(2) 0.21044(10) 0.0597(4) Uani 1 1 d . . . . .
C15 C 0.01451(14) 0.5166(3) 0.28205(12) 0.0711(5) Uani 1 1 d . . . . .
H15 H -0.059379 0.556849 0.274228 0.085 Uiso 1 1 calc R U . . .
C16 C 0.06420(13) 0.4926(2) 0.36461(11) 0.0635(4) Uani 1 1 d . . . . .
H16 H 0.023642 0.516367 0.411802 0.076 Uiso 1 1 calc R U . . .
C17 C 0.01636(17) 0.5063(3) 0.12022(12) 0.0882(6) Uani 1 1 d . . . . .
H17A H 0.048370 0.608270 0.093739 0.132 Uiso 1 1 calc R U . . .
H17B H -0.062804 0.524856 0.122324 0.132 Uiso 1 1 calc R U . . .
H17C H 0.028311 0.400735 0.086700 0.132 Uiso 1 1 calc R U . . .
O3 O 0.29185(10) 0.48197(17) 0.66325(8) 0.0673(3) Uani 1 1 d . . . . .
H3A H 0.2311(17) 0.464(3) 0.6181(13) 0.081 Uiso 1 1 d . U . . .
N2 N 0.52387(9) 0.21987(16) 0.46135(7) 0.0488(3) Uani 1 1 d . . . . .
N1 N 0.33332(10) 0.38233(16) 0.48263(8) 0.0480(3) Uani 1 1 d . . . . .
O2 O 0.1645(6) 0.3867(9) 0.5295(5) 0.0647(13) Uani 0.5 1 d D . P A 1
H1 H 0.3708(15) 0.366(2) 0.4369(12) 0.064(5) Uiso 1 1 d . . . . .
O2A O 0.1625(8) 0.4438(13) 0.5282(6) 0.118(3) Uani 0.5 1 d D . P A 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
C1 C2 1.374(2) . ?
C1 C6 1.4213(19) . ?
C1 N1 1.4131(18) . ?
C2 C3 1.410(2) . ?
C2 O3 1.3474(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.351(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.404(2) . ?
C5 C6 1.4137(19) . ?
C5 C7 1.398(2) . ?
C6 N2 1.3567(18) . ?
C7 H7 0.9300 . ?
C7 C8 1.352(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.396(2) . ?
C9 H9 0.9300 . ?
C9 N2 1.3126(19) . ?
C10 C11 1.477(2) . ?
C10 N1 1.3286(19) . ?
C10 O2 1.228(7) . ?
C10 O2A 1.245(8) . ?
C11 C12 1.381(2) . ?
C11 C16 1.389(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.370(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(2) . ?
C14 C15 1.375(2) . ?
C14 C17 1.496(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(2) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
O3 H3A 0.97(2) . ?
N1 H1 0.880(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
C2 C1 C6 119.47(13) . . ?
C2 C1 N1 126.24(13) . . ?
N1 C1 C6 114.16(12) . . ?
C1 C2 C3 119.34(14) . . ?
O3 C2 C1 124.67(14) . . ?
O3 C2 C3 115.97(13) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 121.99(14) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.41(14) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 118.55(14) . . ?
C7 C5 C4 123.76(13) . . ?
C7 C5 C6 117.70(14) . . ?
C5 C6 C1 120.21(13) . . ?
N2 C6 C1 117.49(12) . . ?
N2 C6 C5 122.30(13) . . ?
C5 C7 H7 120.2 . . ?
C8 C7 C5 119.61(14) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 120.7 . . ?
C7 C8 C9 118.70(15) . . ?
C9 C8 H8 120.7 . . ?
C8 C9 H9 117.8 . . ?
N2 C9 C8 124.47(15) . . ?
N2 C9 H9 117.8 . . ?
N1 C10 C11 117.64(13) . . ?
O2 C10 C11 122.3(4) . . ?
O2 C10 N1 119.3(4) . . ?
O2A C10 C11 117.6(5) . . ?
O2A C10 N1 123.5(5) . . ?
C12 C11 C10 123.92(13) . . ?
C12 C11 C16 117.86(14) . . ?
C16 C11 C10 118.21(13) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.79(14) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.49(15) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 C17 120.86(16) . . ?
C15 C14 C13 117.55(15) . . ?
C15 C14 C17 121.58(15) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.58(15) . . ?
C16 C15 H15 119.2 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.73(15) . . ?
C15 C16 H16 119.6 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 O3 H3A 109.0(12) . . ?
C9 N2 C6 117.23(12) . . ?
C1 N1 H1 109.9(11) . . ?
C10 N1 C1 131.30(13) . . ?
C10 N1 H1 117.8(11) . . ?

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
O3 H3A O2 0.97(2) 1.63(2) 2.552(9) 158.8(18) . yes

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
C1 C2 C3 C4 2.1(2) . . . . ?
C1 C6 N2 C9 179.42(12) . . . . ?
C2 C1 C6 C5 1.32(19) . . . . ?
C2 C1 C6 N2 -177.69(12) . . . . ?
C2 C1 N1 C10 -27.4(2) . . . . ?
C2 C3 C4 C5 -0.6(2) . . . . ?
C3 C4 C5 C6 -0.5(2) . . . . ?
C3 C4 C5 C7 179.53(15) . . . . ?
C4 C5 C6 C1 0.1(2) . . . . ?
C4 C5 C6 N2 179.10(12) . . . . ?
C4 C5 C7 C8 -179.33(15) . . . . ?
C5 C6 N2 C9 0.4(2) . . . . ?
C5 C7 C8 C9 0.0(3) . . . . ?
C6 C1 C2 C3 -2.4(2) . . . . ?
C6 C1 C2 O3 176.04(12) . . . . ?
C6 C1 N1 C10 156.73(15) . . . . ?
C6 C5 C7 C8 0.7(2) . . . . ?
C7 C5 C6 C1 -179.89(12) . . . . ?
C7 C5 C6 N2 -0.9(2) . . . . ?
C7 C8 C9 N2 -0.5(3) . . . . ?
C8 C9 N2 C6 0.3(2) . . . . ?
C10 C11 C12 C13 179.17(15) . . . . ?
C10 C11 C16 C15 -179.49(16) . . . . ?
C11 C10 N1 C1 -175.60(14) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C12 C11 C16 C15 -0.1(3) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C12 C13 C14 C17 -179.34(18) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
C14 C15 C16 C11 0.2(3) . . . . ?
C16 C11 C12 C13 -0.2(2) . . . . ?
C17 C14 C15 C16 179.04(18) . . . . ?
O3 C2 C3 C4 -176.48(14) . . . . ?
N1 C1 C2 C3 -178.07(13) . . . . ?
N1 C1 C2 O3 0.4(2) . . . . ?
N1 C1 C6 C5 177.50(11) . . . . ?
N1 C1 C6 N2 -1.51(17) . . . . ?
N1 C10 C11 C12 12.2(2) . . . . ?
N1 C10 C11 C16 -168.44(15) . . . . ?
O2 C10 C11 C12 -157.7(4) . . . . ?
O2 C10 C11 C16 21.7(5) . . . . ?
O2 C10 N1 C1 -5.4(4) . . . . ?
O2A C10 C11 C12 -180.0(5) . . . . ?
O2A C10 C11 C16 -0.6(5) . . . . ?
O2A C10 N1 C1 17.4(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
