# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_vm_040_0m
_database_code_depnum_ccdc_archive 'CCDC 2279344'
loop_
_audit_author_name
_audit_author_address
'KAMLESH SATPUTE'
;INDIAN INSTITUTE OF TECHNOLOGY ROPAR
India
;
_audit_update_record             
;
2023-07-05 deposited with the CCDC.	2025-10-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H19 N3 O2'
_chemical_formula_sum            'C28 H19 N3 O2'
_chemical_formula_weight         429.46
_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                   12.219(3)
_cell_length_b                   9.929(3)
_cell_length_c                   20.262(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.500(9)
_cell_angle_gamma                90
_cell_volume                     2437.1(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9711
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.76
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1350 before and 0.1063 after correction.
The Ratio of minimum to maximum transmission is 0.7651.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 1.00 0.1250
-1.00 0.00 -1.00 0.1350
-1.00 0.00 1.00 0.1250
-1.00 1.00 0.00 0.0800
-1.00 -1.00 -1.00 0.1250
-1.00 -1.00 0.00 0.1260
0.00 0.00 -1.00 0.1520
0.00 0.00 1.00 0.1200
0.00 1.00 0.00 0.0980
0.00 1.00 1.00 0.1100
0.00 -1.00 -1.00 0.1000
0.00 1.00 -1.00 0.1350
0.00 -1.00 1.00 0.1110
1.00 1.00 -1.00 0.1600
1.00 0.00 1.00 0.1610
1.00 0.00 -1.00 0.1420
1.00 -1.00 0.00 0.0800
1.00 1.00 1.00 0.1500
1.00 1.00 0.00 0.1350

_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            36401
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.545
_diffrn_reflns_theta_min         2.760
_diffrn_ambient_temperature      298
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_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                4240
_reflns_number_total             5047
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         5047
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0590
_refine_ls_restrained_S_all      1.026
_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)+(0.0576P)²+0.9647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1512
_refine_ls_wR_factor_ref         0.1566
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C7(H7), C16(H16), C26(H26), C15(H15), C3(H3), C6(H6), C20(H20),
 C5(H5), C25(H25), C4(H4), C21(H21), C24(H24), C22(H22)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_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 0.72046(12) 0.77588(15) 0.59678(7) 0.0670(4) Uani 1 1 d . . . . .
O2 O 0.53271(12) 0.55273(15) 0.42184(8) 0.0761(5) Uani 1 1 d . . . . .
N1 N 0.60592(11) 0.68722(15) 0.50838(8) 0.0498(4) Uani 1 1 d . . . . .
N2 N 0.87126(11) 0.55683(15) 0.57167(7) 0.0506(4) Uani 1 1 d . . . . .
N3 N 1.06357(12) 0.56693(17) 0.60835(8) 0.0580(4) Uani 1 1 d . . . . .
C17 C 0.97202(14) 0.69839(17) 0.51545(9) 0.0494(4) Uani 1 1 d . . . . .
C18 C 0.97679(13) 0.60294(17) 0.56932(9) 0.0478(4) Uani 1 1 d . . . . .
C1 C 0.70491(14) 0.70345(17) 0.54973(9) 0.0492(4) Uani 1 1 d . . . . .
C8 C 0.60927(14) 0.58419(18) 0.46240(10) 0.0528(4) Uani 1 1 d . . . . .
C11 C 0.86373(14) 0.70882(17) 0.48569(9) 0.0478(4) Uani 1 1 d . . . . .
C9 C 0.72120(14) 0.52051(19) 0.47330(10) 0.0542(4) Uani 1 1 d . . . . .
H9A H 0.751427 0.511356 0.431576 0.065 Uiso 1 1 calc R U . . .
H9B H 0.717816 0.432214 0.493423 0.065 Uiso 1 1 calc R U . . .
C10 C 0.79123(13) 0.61716(17) 0.52034(8) 0.0464(4) Uani 1 1 d . . . . .
C12 C 0.83543(16) 0.79398(19) 0.43251(9) 0.0567(5) Uani 1 1 d . . . . .
H12 H 0.762632 0.799757 0.412483 0.068 Uiso 1 1 calc R U . . .
C27 C 0.84771(16) 0.46837(18) 0.62106(9) 0.0549(4) Uani 1 1 d . . . . .
C28 C 0.94159(18) 0.42360(19) 0.66462(9) 0.0587(5) Uani 1 1 d . . . . .
C2 C 0.50861(14) 0.76570(18) 0.51297(11) 0.0581(5) Uani 1 1 d . . . . .
C7 C 0.46028(18) 0.8329(2) 0.45750(14) 0.0775(7) Uani 1 1 d . . . . .
H7 H 0.490240 0.827408 0.417687 0.093 Uiso 1 1 calc R U . . .
C16 C 1.05414(16) 0.7726(2) 0.49203(11) 0.0617(5) Uani 1 1 d . . . . .
H16 H 1.127213 0.764843 0.511335 0.074 Uiso 1 1 calc R U . . .
C26 C 0.74458(19) 0.4247(2) 0.62916(12) 0.0696(6) Uani 1 1 d . . . . .
H26 H 0.683097 0.455731 0.601423 0.084 Uiso 1 1 calc R U . . .
C19 C 1.04725(17) 0.4727(2) 0.65765(9) 0.0593(5) Uani 1 1 d . . . . .
C13 C 0.91764(19) 0.8715(2) 0.40910(10) 0.0652(5) Uani 1 1 d . . . . .
C15 C 1.02527(19) 0.8581(2) 0.43952(12) 0.0703(6) Uani 1 1 d . . . . .
H15 H 1.080165 0.909106 0.423725 0.084 Uiso 1 1 calc R U . . .
C3 C 0.46543(19) 0.7718(2) 0.57179(15) 0.0814(7) Uani 1 1 d . . . . .
H3 H 0.497971 0.725187 0.609066 0.098 Uiso 1 1 calc R U . . .
C23 C 0.9266(2) 0.3309(2) 0.71543(11) 0.0768(7) Uani 1 1 d . . . . .
C6 C 0.3665(2) 0.9088(3) 0.4615(2) 0.1034(11) Uani 1 1 d . . . . .
H6 H 0.333011 0.954710 0.424252 0.124 Uiso 1 1 calc R U . . .
C20 C 1.1374(2) 0.4309(3) 0.70138(12) 0.0823(7) Uani 1 1 d . . . . .
H20 H 1.207562 0.463451 0.697297 0.099 Uiso 1 1 calc R U . . .
C5 C 0.3235(2) 0.9163(3) 0.5199(3) 0.1130(13) Uani 1 1 d . . . . .
H5 H 0.260438 0.967562 0.522413 0.136 Uiso 1 1 calc R U . . .
C25 C 0.7327(3) 0.3320(3) 0.68015(15) 0.0917(8) Uani 1 1 d . . . . .
H25 H 0.662437 0.301338 0.685274 0.110 Uiso 1 1 calc R U . . .
C4 C 0.3715(2) 0.8497(3) 0.5744(2) 0.1062(11) Uani 1 1 d . . . . .
H4 H 0.341305 0.856181 0.614128 0.127 Uiso 1 1 calc R U . . .
C21 C 1.1220(3) 0.3394(3) 0.75170(13) 0.0976(9) Uani 1 1 d . . . . .
H21 H 1.182704 0.311318 0.781003 0.117 Uiso 1 1 calc R U . . .
C14 C 0.8890(3) 0.9679(3) 0.35253(13) 0.0933(8) Uani 1 1 d . . . . .
H14A H 0.822021 0.939237 0.326186 0.140 Uiso 1 1 calc R U . . .
H14B H 0.947724 0.969668 0.325349 0.140 Uiso 1 1 calc R U . . .
H14C H 0.878935 1.056366 0.369833 0.140 Uiso 1 1 calc R U . . .
C24 C 0.8190(3) 0.2863(3) 0.72161(14) 0.0950(9) Uani 1 1 d . . . . .
H24 H 0.807753 0.224760 0.754686 0.114 Uiso 1 1 calc R U . . .
C22 C 1.0206(3) 0.2905(3) 0.75880(13) 0.0971(9) Uani 1 1 d . . . . .
H22 H 1.012926 0.229444 0.792723 0.117 Uiso 1 1 calc R U . . .


_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 C1 1.189(2) . ?
O2 C8 1.203(2) . ?
N1 C1 1.388(2) . ?
N1 C8 1.388(2) . ?
N1 C2 1.435(2) . ?
N2 C18 1.375(2) . ?
N2 C10 1.460(2) . ?
N2 C27 1.390(2) . ?
N3 C18 1.288(2) . ?
N3 C19 1.402(3) . ?
C17 C18 1.441(3) . ?
C17 C11 1.385(2) . ?
C17 C16 1.378(3) . ?
C1 C10 1.538(2) . ?
C8 C9 1.497(2) . ?
C11 C10 1.506(3) . ?
C11 C12 1.378(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.532(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.397(3) . ?
C27 C28 1.424(3) . ?
C27 C26 1.363(3) . ?
C28 C19 1.404(3) . ?
C28 C23 1.411(3) . ?
C2 C7 1.373(3) . ?
C2 C3 1.366(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.382(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.371(3) . ?
C26 H26 0.9300 . ?
C26 C25 1.405(3) . ?
C19 C20 1.384(3) . ?
C13 C15 1.384(3) . ?
C13 C14 1.499(3) . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.391(3) . ?
C23 C24 1.409(4) . ?
C23 C22 1.410(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.358(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.397(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.354(5) . ?
C25 H25 0.9300 . ?
C25 C24 1.338(4) . ?
C4 H4 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.356(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C24 H24 0.9300 . ?
C22 H22 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 124.20(15) . . ?
C8 N1 C1 113.02(14) . . ?
C8 N1 C2 122.76(15) . . ?
C18 N2 C10 112.51(14) . . ?
C18 N2 C27 121.24(15) . . ?
C27 N2 C10 126.15(15) . . ?
C18 N3 C19 116.14(17) . . ?
C11 C17 C18 108.72(16) . . ?
C16 C17 C18 130.78(17) . . ?
C16 C17 C11 120.50(17) . . ?
N2 C18 C17 107.44(14) . . ?
N3 C18 N2 125.95(18) . . ?
N3 C18 C17 126.61(17) . . ?
O1 C1 N1 126.12(16) . . ?
O1 C1 C10 126.97(16) . . ?
N1 C1 C10 106.81(14) . . ?
O2 C8 N1 124.16(16) . . ?
O2 C8 C9 127.24(17) . . ?
N1 C8 C9 108.59(15) . . ?
C17 C11 C10 109.79(15) . . ?
C12 C11 C17 120.97(17) . . ?
C12 C11 C10 129.24(16) . . ?
C8 C9 H9A 110.8 . . ?
C8 C9 H9B 110.8 . . ?
C8 C9 C10 104.63(14) . . ?
H9A C9 H9B 108.9 . . ?
C10 C9 H9A 110.8 . . ?
C10 C9 H9B 110.8 . . ?
N2 C10 C1 112.47(14) . . ?
N2 C10 C11 101.53(13) . . ?
N2 C10 C9 116.99(14) . . ?
C11 C10 C1 108.58(14) . . ?
C11 C10 C9 113.78(15) . . ?
C9 C10 C1 103.55(13) . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.05(18) . . ?
C13 C12 H12 120.5 . . ?
N2 C27 C28 114.69(17) . . ?
C26 C27 N2 124.71(18) . . ?
C26 C27 C28 120.59(19) . . ?
C19 C28 C27 120.41(18) . . ?
C19 C28 C23 120.6(2) . . ?
C23 C28 C27 119.0(2) . . ?
C7 C2 N1 118.8(2) . . ?
C3 C2 N1 119.9(2) . . ?
C3 C2 C7 121.2(2) . . ?
C2 C7 H7 120.4 . . ?
C2 C7 C6 119.2(3) . . ?
C6 C7 H7 120.4 . . ?
C17 C16 H16 120.9 . . ?
C15 C16 C17 118.24(19) . . ?
C15 C16 H16 120.9 . . ?
C27 C26 H26 120.6 . . ?
C27 C26 C25 118.8(2) . . ?
C25 C26 H26 120.6 . . ?
N3 C19 C28 121.43(17) . . ?
C20 C19 N3 118.8(2) . . ?
C20 C19 C28 119.8(2) . . ?
C12 C13 C14 120.3(2) . . ?
C15 C13 C12 118.65(19) . . ?
C15 C13 C14 121.0(2) . . ?
C16 C15 C13 122.6(2) . . ?
C16 C15 H15 118.7 . . ?
C13 C15 H15 118.7 . . ?
C2 C3 H3 120.9 . . ?
C2 C3 C4 118.2(3) . . ?
C4 C3 H3 120.9 . . ?
C24 C23 C28 118.8(2) . . ?
C24 C23 C22 123.3(3) . . ?
C22 C23 C28 117.9(3) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.4(3) . . ?
C21 C20 H20 120.3 . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.5(3) . . ?
C4 C5 H5 119.7 . . ?
C26 C25 H25 118.8 . . ?
C24 C25 C26 122.4(3) . . ?
C24 C25 H25 118.8 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(3) . . ?
C5 C4 H4 119.6 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.5(2) . . ?
C22 C21 H21 119.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H24 119.8 . . ?
C23 C22 H22 119.6 . . ?
C21 C22 C23 120.9(3) . . ?
C21 C22 H22 119.6 . . ?

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
O1 C1 C10 N2 38.9(3) . . . . ?
O1 C1 C10 C11 -72.7(2) . . . . ?
O1 C1 C10 C9 166.09(19) . . . . ?
O2 C8 C9 C10 168.9(2) . . . . ?
N1 C1 C10 N2 -144.69(15) . . . . ?
N1 C1 C10 C11 103.77(16) . . . . ?
N1 C1 C10 C9 -17.47(18) . . . . ?
N1 C8 C9 C10 -12.2(2) . . . . ?
N1 C2 C7 C6 -179.96(19) . . . . ?
N1 C2 C3 C4 179.5(2) . . . . ?
N2 C27 C28 C19 2.5(2) . . . . ?
N2 C27 C28 C23 -178.42(16) . . . . ?
N2 C27 C26 C25 178.2(2) . . . . ?
N3 C19 C20 C21 178.6(2) . . . . ?
C17 C11 C10 N2 0.12(17) . . . . ?
C17 C11 C10 C1 118.82(15) . . . . ?
C17 C11 C10 C9 -126.47(15) . . . . ?
C17 C11 C12 C13 -0.7(3) . . . . ?
C17 C16 C15 C13 -0.6(3) . . . . ?
C18 N2 C10 C1 -116.07(16) . . . . ?
C18 N2 C10 C11 -0.20(17) . . . . ?
C18 N2 C10 C9 124.25(16) . . . . ?
C18 N2 C27 C28 -4.4(2) . . . . ?
C18 N2 C27 C26 175.79(18) . . . . ?
C18 N3 C19 C28 -1.5(2) . . . . ?
C18 N3 C19 C20 -179.55(17) . . . . ?
C18 C17 C11 C10 -0.01(19) . . . . ?
C18 C17 C11 C12 179.87(15) . . . . ?
C18 C17 C16 C15 -179.34(19) . . . . ?
C1 N1 C8 O2 179.94(19) . . . . ?
C1 N1 C8 C9 0.9(2) . . . . ?
C1 N1 C2 C7 124.9(2) . . . . ?
C1 N1 C2 C3 -55.4(3) . . . . ?
C8 N1 C1 O1 -172.75(19) . . . . ?
C8 N1 C1 C10 10.8(2) . . . . ?
C8 N1 C2 C7 -56.6(3) . . . . ?
C8 N1 C2 C3 123.0(2) . . . . ?
C8 C9 C10 N2 141.86(16) . . . . ?
C8 C9 C10 C1 17.53(19) . . . . ?
C8 C9 C10 C11 -100.14(17) . . . . ?
C11 C17 C18 N2 -0.12(19) . . . . ?
C11 C17 C18 N3 179.91(16) . . . . ?
C11 C17 C16 C15 1.1(3) . . . . ?
C11 C12 C13 C15 1.2(3) . . . . ?
C11 C12 C13 C14 -178.33(19) . . . . ?
C10 N2 C18 N3 -179.83(16) . . . . ?
C10 N2 C18 C17 0.21(19) . . . . ?
C10 N2 C27 C28 179.52(15) . . . . ?
C10 N2 C27 C26 -0.3(3) . . . . ?
C10 C11 C12 C13 179.18(17) . . . . ?
C12 C11 C10 N2 -179.74(17) . . . . ?
C12 C11 C10 C1 -61.0(2) . . . . ?
C12 C11 C10 C9 53.7(2) . . . . ?
C12 C13 C15 C16 -0.5(3) . . . . ?
C27 N2 C18 N3 3.6(3) . . . . ?
C27 N2 C18 C17 -176.40(15) . . . . ?
C27 N2 C10 C1 60.3(2) . . . . ?
C27 N2 C10 C11 176.21(16) . . . . ?
C27 N2 C10 C9 -59.3(2) . . . . ?
C27 C28 C19 N3 0.3(3) . . . . ?
C27 C28 C19 C20 178.38(18) . . . . ?
C27 C28 C23 C24 -0.4(3) . . . . ?
C27 C28 C23 C22 -178.6(2) . . . . ?
C27 C26 C25 C24 0.9(4) . . . . ?
C28 C27 C26 C25 -1.6(3) . . . . ?
C28 C19 C20 C21 0.5(3) . . . . ?
C28 C23 C24 C25 -0.4(4) . . . . ?
C28 C23 C22 C21 0.0(4) . . . . ?
C2 N1 C1 O1 5.8(3) . . . . ?
C2 N1 C1 C10 -170.64(16) . . . . ?
C2 N1 C8 O2 1.3(3) . . . . ?
C2 N1 C8 C9 -177.68(17) . . . . ?
C2 C7 C6 C5 0.1(4) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C7 C2 C3 C4 -0.8(3) . . . . ?
C7 C6 C5 C4 -0.1(4) . . . . ?
C16 C17 C18 N2 -179.71(18) . . . . ?
C16 C17 C18 N3 0.3(3) . . . . ?
C16 C17 C11 C10 179.63(16) . . . . ?
C16 C17 C11 C12 -0.5(3) . . . . ?
C26 C27 C28 C19 -177.61(18) . . . . ?
C26 C27 C28 C23 1.4(3) . . . . ?
C26 C25 C24 C23 0.2(4) . . . . ?
C19 N3 C18 N2 -0.4(3) . . . . ?
C19 N3 C18 C17 179.54(16) . . . . ?
C19 C28 C23 C24 178.6(2) . . . . ?
C19 C28 C23 C22 0.4(3) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C3 C2 C7 C6 0.4(3) . . . . ?
C23 C28 C19 N3 -178.70(17) . . . . ?
C23 C28 C19 C20 -0.6(3) . . . . ?
C6 C5 C4 C3 -0.3(4) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C14 C13 C15 C16 178.9(2) . . . . ?
C24 C23 C22 C21 -178.2(3) . . . . ?
C22 C23 C24 C25 177.7(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 -0.385 0.750 244.7 46.7 '1 C4H8O2'
2 0.500 -0.609 0.250 244.7 46.7 '1 C4H8O2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_mono
_database_code_depnum_ccdc_archive 'CCDC 2495811'
loop_
_audit_author_name
_audit_author_address
'KAMLESH SATPUTE'
;INDIAN INSTITUTE OF TECHNOLOGY ROPAR
India
;
_audit_update_record             
;
2025-10-16 deposited with the CCDC.	2025-10-28 downloaded from the CCDC.
;
_audit_creation_date             2025-10-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H19 N3 O3, 0.5[C4H8O2]'
_chemical_formula_sum            'C30 H23 N3 O4'
_chemical_formula_weight         489.51
_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                   11.832(3)
_cell_length_b                   21.918(5)
_cell_length_c                   11.449(3)
_cell_angle_alpha                90
_cell_angle_beta                 117.514(10)
_cell_angle_gamma                90
_cell_volume                     2633.2(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9747
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.33
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1580 before and 0.0804 after correction.
The Ratio of minimum to maximum transmission is 0.8340.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.2154
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.123
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            39000
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.467
_diffrn_reflns_theta_min         3.398
_diffrn_ambient_temperature      298
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3424
_reflns_number_total             5356
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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         0.226
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         5356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1183
_refine_ls_R_factor_gt           0.0811
_refine_ls_restrained_S_all      1.056
_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)+(0.1047P)²+2.4934P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2164
_refine_ls_wR_factor_ref         0.2474
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C3(H3), C7(H7), C12(H12), C5(H5), C4(H4), C00S(H00S), C6(H6),
 C20(H20), C13(H13), C27(H27), C26(H26), C22(H22), C21(H21)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_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 0.2773(2) 0.35983(11) 0.6572(2) 0.0579(6) Uani 1 1 d . . . . .
O2 O 0.5934(2) 0.44662(12) 1.0274(2) 0.0619(7) Uani 1 1 d . . . . .
N1 N 0.4283(3) 0.39407(12) 0.8610(3) 0.0476(7) Uani 1 1 d . . . . .
O3 O 0.6943(3) 0.31042(14) 0.4402(3) 0.0753(8) Uani 1 1 d . . . . .
N2 N 0.3496(3) 0.46700(12) 0.5563(3) 0.0475(7) Uani 1 1 d . . . . .
N3 N 0.2942(3) 0.46798(13) 0.3279(3) 0.0526(7) Uani 1 1 d . . . . .
C2 C 0.3894(3) 0.35666(15) 0.9394(3) 0.0471(8) Uani 1 1 d . . . . .
C16 C 0.5266(3) 0.37927(15) 0.4239(3) 0.0491(8) Uani 1 1 d . . . . .
H16 H 0.495361 0.385513 0.333932 0.059 Uiso 1 1 calc R U . . .
C17 C 0.4711(3) 0.40759(14) 0.4934(3) 0.0464(8) Uani 1 1 d . . . . .
C3 C 0.3339(3) 0.38400(17) 1.0088(3) 0.0529(8) Uani 1 1 d . . . . .
H3 H 0.326181 0.426225 1.008822 0.063 Uiso 1 1 calc R U . . .
C1 C 0.3669(3) 0.39143(15) 0.7249(3) 0.0463(8) Uani 1 1 d . . . . .
C8 C 0.5244(3) 0.43904(15) 0.9118(3) 0.0477(8) Uani 1 1 d . . . . .
C11 C 0.5165(3) 0.39864(15) 0.6272(3) 0.0463(8) Uani 1 1 d . . . . .
C18 C 0.3636(3) 0.44974(15) 0.4471(3) 0.0447(7) Uani 1 1 d . . . . .
C24 C 0.1698(3) 0.52646(16) 0.4122(4) 0.0534(9) Uani 1 1 d . . . . .
C25 C 0.2468(3) 0.50406(15) 0.5426(3) 0.0490(8) Uani 1 1 d . . . . .
C19 C 0.1936(3) 0.50835(16) 0.3066(4) 0.0546(9) Uani 1 1 d . . . . .
C9 C 0.5204(3) 0.47434(16) 0.7986(3) 0.0504(8) Uani 1 1 d . . . . .
H9A H 0.605565 0.479951 0.807999 0.061 Uiso 1 1 calc R U . . .
H9B H 0.481854 0.514059 0.792276 0.061 Uiso 1 1 calc R U . . .
C10 C 0.4387(3) 0.43523(15) 0.6764(3) 0.0456(7) Uani 1 1 d . . . . .
C14 C 0.6299(3) 0.34144(17) 0.4934(4) 0.0541(9) Uani 1 1 d . . . . .
C7 C 0.4034(4) 0.29371(17) 0.9404(4) 0.0615(10) Uani 1 1 d . . . . .
H7 H 0.442764 0.275707 0.895067 0.074 Uiso 1 1 calc R U . . .
C12 C 0.6210(4) 0.36136(17) 0.6969(4) 0.0573(9) Uani 1 1 d . . . . .
H12 H 0.652794 0.355719 0.787086 0.069 Uiso 1 1 calc R U . . .
C5 C 0.3025(4) 0.2848(2) 1.0790(4) 0.0696(11) Uani 1 1 d . . . . .
H5 H 0.273386 0.260594 1.126308 0.083 Uiso 1 1 calc R U . . .
C4 C 0.2900(4) 0.3479(2) 1.0783(4) 0.0633(10) Uani 1 1 d . . . . .
H4 H 0.251889 0.365978 1.124856 0.076 Uiso 1 1 calc R U . . .
C23 C 0.0669(4) 0.56616(17) 0.3893(4) 0.0624(10) Uani 1 1 d . . . . .
C00S C 0.2195(4) 0.51877(17) 0.6427(4) 0.0587(9) Uani 1 1 d . . . . .
H00S H 0.268802 0.503228 0.726795 0.070 Uiso 1 1 calc R U . . .
C6 C 0.3584(4) 0.25830(19) 1.0090(4) 0.0721(11) Uani 1 1 d . . . . .
H6 H 0.365725 0.216074 1.008266 0.087 Uiso 1 1 calc R U . . .
C20 C 0.1165(4) 0.5293(2) 0.1823(4) 0.0714(11) Uani 1 1 d . . . . .
H20 H 0.130241 0.516915 0.112176 0.086 Uiso 1 1 calc R U . . .
C13 C 0.6769(4) 0.33271(18) 0.6286(4) 0.0617(10) Uani 1 1 d . . . . .
H13 H 0.746753 0.307303 0.673545 0.074 Uiso 1 1 calc R U . . .
C27 C 0.0432(4) 0.58116(19) 0.4962(5) 0.0729(12) Uani 1 1 d . . . . .
H27 H -0.023268 0.607465 0.483108 0.088 Uiso 1 1 calc R U . . .
C26 C 0.1164(4) 0.55757(18) 0.6173(5) 0.0679(11) Uani 1 1 d . . . . .
H26 H 0.097921 0.567347 0.685689 0.081 Uiso 1 1 calc R U . . .
C15 C 0.6546(5) 0.3189(2) 0.3025(4) 0.0784(13) Uani 1 1 d . . . . .
H15A H 0.569489 0.303628 0.252250 0.118 Uiso 1 1 calc R U . . .
H15B H 0.711222 0.297131 0.278448 0.118 Uiso 1 1 calc R U . . .
H15C H 0.656566 0.361543 0.284509 0.118 Uiso 1 1 calc R U . . .
C22 C -0.0087(4) 0.5875(2) 0.2609(5) 0.0783(13) Uani 1 1 d . . . . .
H22 H -0.076064 0.613948 0.244071 0.094 Uiso 1 1 calc R U . . .
C21 C 0.0156(4) 0.5699(2) 0.1609(5) 0.0846(14) Uani 1 1 d . . . . .
H21 H -0.035102 0.584887 0.076500 0.102 Uiso 1 1 calc R U . . .


_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 C1 1.203(4) . ?
O2 C8 1.203(4) . ?
N1 C2 1.439(4) . ?
N1 C1 1.383(4) . ?
N1 C8 1.411(4) . ?
O3 C14 1.357(4) . ?
O3 C15 1.434(5) . ?
N2 C18 1.388(4) . ?
N2 C25 1.409(4) . ?
N2 C10 1.465(4) . ?
N3 C18 1.289(4) . ?
N3 C19 1.412(5) . ?
C2 C3 1.380(5) . ?
C2 C7 1.389(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(5) . ?
C16 C14 1.384(5) . ?
C17 C11 1.383(5) . ?
C17 C18 1.459(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(5) . ?
C1 C10 1.545(5) . ?
C8 C9 1.492(5) . ?
C11 C10 1.512(5) . ?
C11 C12 1.387(5) . ?
C24 C25 1.429(5) . ?
C24 C19 1.418(5) . ?
C24 C23 1.419(5) . ?
C25 C00S 1.365(5) . ?
C19 C20 1.367(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.542(4) . ?
C14 C13 1.396(5) . ?
C7 H7 0.9300 . ?
C7 C6 1.374(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.392(6) . ?
C5 C6 1.382(6) . ?
C4 H4 0.9300 . ?
C23 C27 1.415(6) . ?
C23 C22 1.402(6) . ?
C00S H00S 0.9300 . ?
C00S C26 1.403(5) . ?
C6 H6 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.417(6) . ?
C13 H13 0.9300 . ?
C27 H27 0.9300 . ?
C27 C26 1.353(6) . ?
C26 H26 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C22 H22 0.9300 . ?
C22 C21 1.360(7) . ?
C21 H21 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 121.8(3) . . ?
C1 N1 C8 113.4(3) . . ?
C8 N1 C2 124.7(3) . . ?
C14 O3 C15 117.5(3) . . ?
C18 N2 C25 120.8(3) . . ?
C18 N2 C10 112.5(3) . . ?
C25 N2 C10 126.1(3) . . ?
C18 N3 C19 116.8(3) . . ?
C3 C2 N1 119.1(3) . . ?
C3 C2 C7 120.9(3) . . ?
C7 C2 N1 120.0(3) . . ?
C17 C16 H16 121.2 . . ?
C14 C16 H16 121.2 . . ?
C14 C16 C17 117.7(3) . . ?
C16 C17 C18 129.6(3) . . ?
C11 C17 C16 121.8(3) . . ?
C11 C17 C18 108.6(3) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.3(3) . . ?
C4 C3 H3 120.4 . . ?
O1 C1 N1 126.7(3) . . ?
O1 C1 C10 126.4(3) . . ?
N1 C1 C10 106.8(3) . . ?
O2 C8 N1 123.9(3) . . ?
O2 C8 C9 128.1(3) . . ?
N1 C8 C9 108.0(3) . . ?
C17 C11 C10 110.2(3) . . ?
C17 C11 C12 120.5(3) . . ?
C12 C11 C10 129.3(3) . . ?
N2 C18 C17 107.0(3) . . ?
N3 C18 N2 125.9(3) . . ?
N3 C18 C17 127.1(3) . . ?
C19 C24 C25 120.8(3) . . ?
C19 C24 C23 120.3(4) . . ?
C23 C24 C25 118.8(3) . . ?
N2 C25 C24 114.5(3) . . ?
C00S C25 N2 124.7(3) . . ?
C00S C25 C24 120.8(3) . . ?
N3 C19 C24 120.8(3) . . ?
C20 C19 N3 119.6(4) . . ?
C20 C19 C24 119.6(4) . . ?
C8 C9 H9A 110.8 . . ?
C8 C9 H9B 110.8 . . ?
C8 C9 C10 104.8(3) . . ?
H9A C9 H9B 108.9 . . ?
C10 C9 H9A 110.8 . . ?
C10 C9 H9B 110.8 . . ?
N2 C10 C1 110.9(3) . . ?
N2 C10 C11 101.6(2) . . ?
N2 C10 C9 117.7(3) . . ?
C11 C10 C1 109.5(3) . . ?
C11 C10 C9 113.5(3) . . ?
C9 C10 C1 103.7(3) . . ?
O3 C14 C16 124.9(3) . . ?
O3 C14 C13 114.2(3) . . ?
C16 C14 C13 120.9(3) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 C2 119.3(4) . . ?
C6 C7 H7 120.4 . . ?
C11 C12 H12 120.9 . . ?
C13 C12 C11 118.3(3) . . ?
C13 C12 H12 120.9 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C6 C5 C4 119.5(4) . . ?
C3 C4 C5 120.3(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C27 C23 C24 118.6(4) . . ?
C22 C23 C24 118.4(4) . . ?
C22 C23 C27 122.9(4) . . ?
C25 C00S H00S 120.3 . . ?
C25 C00S C26 119.3(4) . . ?
C26 C00S H00S 120.3 . . ?
C7 C6 C5 120.7(4) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.6(4) . . ?
C21 C20 H20 120.2 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 120.9(3) . . ?
C12 C13 H13 119.5 . . ?
C23 C27 H27 119.7 . . ?
C26 C27 C23 120.6(4) . . ?
C26 C27 H27 119.7 . . ?
C00S C26 H26 119.1 . . ?
C27 C26 C00S 121.8(4) . . ?
C27 C26 H26 119.1 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C23 C22 H22 119.8 . . ?
C21 C22 C23 120.5(4) . . ?
C21 C22 H22 119.8 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.5(4) . . ?
C22 C21 H21 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C10 N2 39.5(4) . . . . ?
O1 C1 C10 C11 -71.8(4) . . . . ?
O1 C1 C10 C9 166.7(3) . . . . ?
O2 C8 C9 C10 166.6(3) . . . . ?
N1 C2 C3 C4 176.4(3) . . . . ?
N1 C2 C7 C6 -175.9(3) . . . . ?
N1 C1 C10 N2 -142.5(3) . . . . ?
N1 C1 C10 C11 106.2(3) . . . . ?
N1 C1 C10 C9 -15.2(3) . . . . ?
N1 C8 C9 C10 -14.9(4) . . . . ?
O3 C14 C13 C12 -180.0(4) . . . . ?
N2 C25 C00S C26 178.2(3) . . . . ?
N3 C19 C20 C21 -179.9(4) . . . . ?
C2 N1 C1 O1 0.7(5) . . . . ?
C2 N1 C1 C10 -177.3(3) . . . . ?
C2 N1 C8 O2 8.0(5) . . . . ?
C2 N1 C8 C9 -170.5(3) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C2 C7 C6 C5 -1.5(6) . . . . ?
C16 C17 C11 C10 179.7(3) . . . . ?
C16 C17 C11 C12 0.9(5) . . . . ?
C16 C17 C18 N2 -177.3(3) . . . . ?
C16 C17 C18 N3 2.5(6) . . . . ?
C16 C14 C13 C12 0.4(6) . . . . ?
C17 C16 C14 O3 179.8(3) . . . . ?
C17 C16 C14 C13 -0.6(5) . . . . ?
C17 C11 C10 N2 -2.2(3) . . . . ?
C17 C11 C10 C1 115.0(3) . . . . ?
C17 C11 C10 C9 -129.6(3) . . . . ?
C17 C11 C12 C13 -1.1(5) . . . . ?
C3 C2 C7 C6 1.5(6) . . . . ?
C1 N1 C2 C3 -111.3(4) . . . . ?
C1 N1 C2 C7 66.2(4) . . . . ?
C1 N1 C8 O2 -176.0(3) . . . . ?
C1 N1 C8 C9 5.5(4) . . . . ?
C8 N1 C2 C3 64.4(4) . . . . ?
C8 N1 C2 C7 -118.1(4) . . . . ?
C8 N1 C1 O1 -175.4(3) . . . . ?
C8 N1 C1 C10 6.5(4) . . . . ?
C8 C9 C10 N2 140.8(3) . . . . ?
C8 C9 C10 C1 18.0(3) . . . . ?
C8 C9 C10 C11 -100.8(3) . . . . ?
C11 C17 C18 N2 2.1(4) . . . . ?
C11 C17 C18 N3 -178.1(3) . . . . ?
C11 C12 C13 C14 0.4(6) . . . . ?
C18 N2 C25 C24 -6.2(4) . . . . ?
C18 N2 C25 C00S 174.0(3) . . . . ?
C18 N2 C10 C1 -112.7(3) . . . . ?
C18 N2 C10 C11 3.6(3) . . . . ?
C18 N2 C10 C9 128.2(3) . . . . ?
C18 N3 C19 C24 -1.2(5) . . . . ?
C18 N3 C19 C20 -180.0(3) . . . . ?
C18 C17 C11 C10 0.2(4) . . . . ?
C18 C17 C11 C12 -178.5(3) . . . . ?
C24 C25 C00S C26 -1.6(5) . . . . ?
C24 C19 C20 C21 1.4(6) . . . . ?
C24 C23 C27 C26 -0.7(6) . . . . ?
C24 C23 C22 C21 0.7(6) . . . . ?
C25 N2 C18 N3 5.2(5) . . . . ?
C25 N2 C18 C17 -174.9(3) . . . . ?
C25 N2 C10 C1 58.0(4) . . . . ?
C25 N2 C10 C11 174.3(3) . . . . ?
C25 N2 C10 C9 -61.1(4) . . . . ?
C25 C24 C19 N3 -0.3(5) . . . . ?
C25 C24 C19 C20 178.4(3) . . . . ?
C25 C24 C23 C27 -1.1(5) . . . . ?
C25 C24 C23 C22 -179.5(3) . . . . ?
C25 C00S C26 C27 -0.3(6) . . . . ?
C19 N3 C18 N2 -1.2(5) . . . . ?
C19 N3 C18 C17 179.0(3) . . . . ?
C19 C24 C25 N2 3.9(5) . . . . ?
C19 C24 C25 C00S -176.3(3) . . . . ?
C19 C24 C23 C27 177.4(3) . . . . ?
C19 C24 C23 C22 -1.0(5) . . . . ?
C19 C20 C21 C22 -1.7(7) . . . . ?
C10 N2 C18 N3 176.4(3) . . . . ?
C10 N2 C18 C17 -3.7(4) . . . . ?
C10 N2 C25 C24 -176.2(3) . . . . ?
C10 N2 C25 C00S 4.0(5) . . . . ?
C10 C11 C12 C13 -179.6(3) . . . . ?
C14 C16 C17 C11 -0.1(5) . . . . ?
C14 C16 C17 C18 179.3(3) . . . . ?
C7 C2 C3 C4 -1.0(5) . . . . ?
C12 C11 C10 N2 176.4(3) . . . . ?
C12 C11 C10 C1 -66.4(4) . . . . ?
C12 C11 C10 C9 49.1(5) . . . . ?
C4 C5 C6 C7 1.0(6) . . . . ?
C23 C24 C25 N2 -177.5(3) . . . . ?
C23 C24 C25 C00S 2.3(5) . . . . ?
C23 C24 C19 N3 -178.8(3) . . . . ?
C23 C24 C19 C20 -0.1(5) . . . . ?
C23 C27 C26 C00S 1.4(6) . . . . ?
C23 C22 C21 C20 0.6(7) . . . . ?
C6 C5 C4 C3 -0.4(6) . . . . ?
C27 C23 C22 C21 -177.6(4) . . . . ?
C15 O3 C14 C16 1.9(6) . . . . ?
C15 O3 C14 C13 -177.7(4) . . . . ?
C22 C23 C27 C26 177.6(4) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 102 electrons were 
found in a volume of 700Å³ in 1 void per unit cell. 
This is consistent with the presence of 0.5[C4H8O2] per Asymmetric Unit 
which account for 96 electrons per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.036 0.250 -0.240 349.8 50.9 '1 C4H8O2'
2 0.036 0.750 -0.524 349.8 50.9 '1 C4H8O2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
