# Supplementary Information (SI) for CrystEngComm.
# 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_ap27_02_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2429646'
loop_
_audit_author_name
_audit_author_address
'Keshav kumar'
;university of mysore
India
;

_audit_update_record             
;
2026-03-13 deposited with the CCDC.	2026-05-08 downloaded from the CCDC.
;
_publcif_datablock.id            {815ce0f1-515d-4b75-a6ac-a589c0c47506}

# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H15 Cl2 N O'
_chemical_formula_weight         404.27

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.9955(3)
_cell_length_b                   19.9572(6)
_cell_length_c                   11.2261(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.6890(10)
_cell_angle_gamma                90.00
_cell_volume                     1930.47(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    4363
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.30

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832
_exptl_absorpt_coefficient_mu    0.351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'

_exptl_special_details           ?

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart APEX CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30336
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         28.30
_reflns_number_total             4775
_reflns_number_gt                4363
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'SMART (Bruker,1998)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT-Plus (Bruker,1998)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4775
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.1404
_refine_ls_wR_factor_gt          0.1309
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_restrained_S_all      1.210
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.54393(3) 0.351335(15) 0.63078(3) 0.01954(12) Uani 1 1 d . . .
Cl2 Cl 0.83814(4) 0.575074(15) 0.56352(3) 0.02724(13) Uani 1 1 d . . .
O1 O 0.39991(12) 0.32801(5) 0.24674(9) 0.0278(2) Uani 1 1 d . . .
N1 N 0.69969(11) 0.25053(5) 0.45780(9) 0.0170(2) Uani 1 1 d . . .
C1 C 0.49785(13) 0.32346(6) 0.34646(11) 0.0168(2) Uani 1 1 d . . .
C2 C 0.75651(13) 0.18940(6) 0.49279(10) 0.0163(2) Uani 1 1 d . . .
H2 H 0.8626 0.1852 0.5305 0.020 Uiso 1 1 calc R . .
C3 C 0.66542(13) 0.13152(6) 0.47577(10) 0.0140(2) Uani 1 1 d . . .
C4 C 0.50611(13) 0.13927(6) 0.42339(10) 0.0143(2) Uani 1 1 d . . .
H4 H 0.4416 0.1020 0.4125 0.017 Uiso 1 1 calc R . .
C5 C 0.44223(12) 0.20208(6) 0.38714(10) 0.0137(2) Uani 1 1 d . . .
C6 C 0.54629(12) 0.25608(5) 0.40350(10) 0.0142(2) Uani 1 1 d . . .
C7 C 0.73759(13) 0.06469(6) 0.50772(10) 0.0138(2) Uani 1 1 d . . .
C8 C 0.86187(13) 0.05482(6) 0.61488(11) 0.0165(2) Uani 1 1 d . . .
H8 H 0.8988 0.0905 0.6686 0.020 Uiso 1 1 calc R . .
C9 C 0.93024(14) -0.00807(6) 0.64129(11) 0.0188(2) Uani 1 1 d . . .
H9 H 1.0113 -0.0145 0.7135 0.023 Uiso 1 1 calc R . .
C10 C 0.87792(14) -0.06148(6) 0.56016(11) 0.0187(2) Uani 1 1 d . . .
H10 H 0.9253 -0.1032 0.5772 0.022 Uiso 1 1 calc R . .
C11 C 0.75493(14) -0.05216(6) 0.45387(11) 0.0192(3) Uani 1 1 d . . .
H11 H 0.7199 -0.0877 0.3994 0.023 Uiso 1 1 calc R . .
C12 C 0.68403(13) 0.01028(6) 0.42875(10) 0.0170(2) Uani 1 1 d . . .
H12 H 0.5999 0.0159 0.3585 0.020 Uiso 1 1 calc R . .
C13 C 0.27096(13) 0.21049(6) 0.33911(10) 0.0149(2) Uani 1 1 d . . .
C14 C 0.18614(13) 0.17752(6) 0.23139(10) 0.0170(2) Uani 1 1 d . . .
H14 H 0.2372 0.1511 0.1872 0.020 Uiso 1 1 calc R . .
C15 C 0.02508(14) 0.18398(6) 0.18970(11) 0.0220(3) Uani 1 1 d . . .
H15 H -0.0310 0.1624 0.1173 0.026 Uiso 1 1 calc R . .
C16 C -0.05128(14) 0.22273(6) 0.25645(12) 0.0212(3) Uani 1 1 d . . .
H16 H -0.1588 0.2268 0.2291 0.025 Uiso 1 1 calc R . .
C17 C 0.03238(14) 0.25547(6) 0.36395(12) 0.0215(3) Uani 1 1 d . . .
H17 H -0.0191 0.2814 0.4084 0.026 Uiso 1 1 calc R . .
C18 C 0.19315(13) 0.24947(6) 0.40525(12) 0.0184(3) Uani 1 1 d . . .
H18 H 0.2489 0.2715 0.4772 0.022 Uiso 1 1 calc R . .
C19 C 0.58449(13) 0.38486(6) 0.40634(10) 0.0153(2) Uani 1 1 d . . .
C20 C 0.63668(15) 0.42894(6) 0.33061(11) 0.0192(3) Uani 1 1 d . . .
H20 H 0.6179 0.4190 0.2466 0.023 Uiso 1 1 calc R . .
C21 C 0.71590(15) 0.48720(6) 0.37759(11) 0.0203(3) Uani 1 1 d . . .
H21 H 0.7513 0.5158 0.3262 0.024 Uiso 1 1 calc R . .
C22 C 0.74134(14) 0.50207(6) 0.50231(11) 0.0185(2) Uani 1 1 d . . .
C23 C 0.68843(13) 0.46009(6) 0.58060(11) 0.0181(2) Uani 1 1 d . . .
H23 H 0.7041 0.4710 0.6638 0.022 Uiso 1 1 calc R . .
C24 C 0.61192(12) 0.40168(6) 0.53149(10) 0.0153(2) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Cl1 C24 1.7372(11) . ?
Cl2 C22 1.7348(12) . ?
O1 C1 1.2129(15) . ?
N1 C2 1.3373(15) . ?
N1 C6 1.3435(14) . ?
C1 C6 1.4993(15) . ?
C1 C19 1.5034(16) . ?
C2 C3 1.3972(16) . ?
C2 H2 0.9300 . ?
C3 C4 1.3927(15) . ?
C3 C7 1.4816(15) . ?
C4 C5 1.3902(16) . ?
C4 H4 0.9300 . ?
C5 C6 1.4045(15) . ?
C5 C13 1.4885(14) . ?
C7 C12 1.3972(16) . ?
C7 C8 1.4012(15) . ?
C8 C9 1.3916(16) . ?
C8 H8 0.9300 . ?
C9 C10 1.3932(17) . ?
C9 H9 0.9300 . ?
C10 C11 1.3871(16) . ?
C10 H10 0.9300 . ?
C11 C12 1.3912(16) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C18 1.3946(16) . ?
C13 C14 1.3956(16) . ?
C14 C15 1.3947(16) . ?
C14 H14 0.9300 . ?
C15 C16 1.3882(19) . ?
C15 H15 0.9300 . ?
C16 C17 1.3885(18) . ?
C16 H16 0.9300 . ?
C17 C18 1.3913(16) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.3949(16) . ?
C19 C24 1.3958(16) . ?
C20 C21 1.3864(16) . ?
C20 H20 0.9300 . ?
C21 C22 1.3845(16) . ?
C21 H21 0.9300 . ?
C22 C23 1.3933(16) . ?
C23 C24 1.3852(16) . ?
C23 H23 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
C2 N1 C6 117.69(10) . . ?
O1 C1 C6 120.42(11) . . ?
O1 C1 C19 119.84(10) . . ?
C6 C1 C19 119.36(10) . . ?
N1 C2 C3 123.66(10) . . ?
N1 C2 H2 118.2 . . ?
C3 C2 H2 118.2 . . ?
C4 C3 C2 117.25(10) . . ?
C4 C3 C7 121.90(10) . . ?
C2 C3 C7 120.80(10) . . ?
C5 C4 C3 120.83(10) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 116.72(10) . . ?
C4 C5 C13 120.37(10) . . ?
C6 C5 C13 122.85(10) . . ?
N1 C6 C5 123.72(10) . . ?
N1 C6 C1 113.73(9) . . ?
C5 C6 C1 122.09(10) . . ?
C12 C7 C8 118.69(10) . . ?
C12 C7 C3 119.92(10) . . ?
C8 C7 C3 121.37(10) . . ?
C9 C8 C7 120.30(11) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.34(11) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 119.74(11) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 120.03(11) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C7 120.87(10) . . ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 . . ?
C18 C13 C14 119.43(10) . . ?
C18 C13 C5 119.71(10) . . ?
C14 C13 C5 120.81(10) . . ?
C15 C14 C13 120.26(11) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 119.85(11) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.17(11) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C18 120.08(11) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C13 120.21(11) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C20 C19 C24 117.94(11) . . ?
C20 C19 C1 117.61(10) . . ?
C24 C19 C1 124.41(10) . . ?
C21 C20 C19 121.55(11) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C22 C21 C20 118.82(11) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C21 C22 C23 121.46(11) . . ?
C21 C22 Cl2 119.93(9) . . ?
C23 C22 Cl2 118.59(9) . . ?
C24 C23 C22 118.40(11) . . ?
C24 C23 H23 120.8 . . ?
C22 C23 H23 120.8 . . ?
C23 C24 C19 121.81(11) . . ?
C23 C24 Cl1 117.23(9) . . ?
C19 C24 Cl1 120.91(9) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.150

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_ap022_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2429645'
loop_
_audit_author_name
_audit_author_address
'Keshav kumar'
;university of mysore
India
;

_audit_update_record             
;
2026-03-13 deposited with the CCDC.	2026-05-08 downloaded from the CCDC.
;
_publcif_datablock.id            {072f8e86-d15a-4963-b45e-0c4cb45b4fac}

# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H21 N O3'
_chemical_formula_weight         395.44

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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                   11.0182(3)
_cell_length_b                   11.9938(3)
_cell_length_c                   16.1165(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0900(10)
_cell_angle_gamma                90.00
_cell_volume                     2117.78(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4345
_cell_measurement_theta_min      2.12
_cell_measurement_theta_max      28.35

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'

_exptl_special_details           ?

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart APEX CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35886
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         28.35
_reflns_number_total             5283
_reflns_number_gt                4345
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'SMART (Bruker,1998)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT-Plus (Bruker,1998)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5283
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1515
_refine_ls_wR_factor_gt          0.1406
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.97686(8) 0.76570(7) 0.43116(5) 0.0249(2) Uani 1 1 d . . .
O2 O 0.91796(8) 0.90591(7) 0.54030(5) 0.0258(2) Uani 1 1 d . . .
O3 O 0.61401(8) 0.70055(7) 0.70501(5) 0.0251(2) Uani 1 1 d . . .
N4 N 0.68539(9) 0.43647(8) 0.67101(6) 0.0206(2) Uani 1 1 d . . .
C1 C 1.01050(14) 0.69077(12) 0.36815(9) 0.0330(3) Uani 1 1 d . . .
H1A H 1.0614 0.7291 0.3327 0.049 Uiso 1 1 calc R . .
H1B H 0.9383 0.6644 0.3355 0.049 Uiso 1 1 calc R . .
H1C H 1.0543 0.6286 0.3942 0.049 Uiso 1 1 calc R . .
C2 C 0.64845(11) 0.33052(10) 0.67452(7) 0.0205(2) Uani 1 1 d . . .
H2 H 0.7078 0.2758 0.6856 0.025 Uiso 1 1 calc R . .
C3 C 0.52666(11) 0.29668(9) 0.66263(7) 0.0187(2) Uani 1 1 d . . .
C4 C 0.43949(10) 0.38067(9) 0.64887(7) 0.0193(2) Uani 1 1 d . . .
H4 H 0.3571 0.3621 0.6426 0.023 Uiso 1 1 calc R . .
C5 C 0.47414(10) 0.49247(9) 0.64434(7) 0.0180(2) Uani 1 1 d . . .
C6 C 0.59994(10) 0.51536(9) 0.65543(6) 0.0176(2) Uani 1 1 d . . .
C7 C 0.49429(11) 0.17654(9) 0.66110(7) 0.0211(3) Uani 1 1 d . . .
C8 C 0.56911(11) 0.09855(10) 0.70574(7) 0.0220(3) Uani 1 1 d . . .
H8 H 0.6391 0.1226 0.7382 0.026 Uiso 1 1 calc R . .
C9 C 0.54100(12) -0.01408(10) 0.70256(8) 0.0260(3) Uani 1 1 d . . .
H9 H 0.5930 -0.0651 0.7317 0.031 Uiso 1 1 calc R . .
C10 C 0.43578(14) -0.05084(12) 0.65613(9) 0.0363(3) Uani 1 1 d . . .
H10 H 0.4162 -0.1263 0.6546 0.044 Uiso 1 1 calc R . .
C11 C 0.35983(15) 0.02568(12) 0.61199(10) 0.0427(4) Uani 1 1 d . . .
H11 H 0.2888 0.0014 0.5809 0.051 Uiso 1 1 calc R . .
C12 C 0.38900(13) 0.13818(11) 0.61383(9) 0.0340(3) Uani 1 1 d . . .
H12 H 0.3380 0.1886 0.5833 0.041 Uiso 1 1 calc R . .
C13 C 0.38045(10) 0.58059(9) 0.62501(7) 0.0197(2) Uani 1 1 d . . .
C14 C 0.28196(12) 0.58986(11) 0.67177(9) 0.0296(3) Uani 1 1 d . . .
H14 H 0.2761 0.5425 0.7169 0.036 Uiso 1 1 calc R . .
C15 C 0.19226(13) 0.66947(13) 0.65151(11) 0.0377(4) Uani 1 1 d . . .
H15 H 0.1271 0.6755 0.6835 0.045 Uiso 1 1 calc R . .
C16 C 0.19898(12) 0.73975(11) 0.58427(10) 0.0330(3) Uani 1 1 d . . .
H16 H 0.1383 0.7926 0.5707 0.040 Uiso 1 1 calc R . .
C17 C 0.29633(12) 0.73112(11) 0.53725(8) 0.0280(3) Uani 1 1 d . . .
H17 H 0.3013 0.7784 0.4920 0.034 Uiso 1 1 calc R . .
C18 C 0.38659(11) 0.65229(10) 0.55727(7) 0.0216(3) Uani 1 1 d . . .
H18 H 0.4519 0.6471 0.5253 0.026 Uiso 1 1 calc R . .
C19 C 0.64831(10) 0.63318(9) 0.65558(7) 0.0179(2) Uani 1 1 d . . .
C20 C 0.73797(10) 0.66211(9) 0.59697(7) 0.0175(2) Uani 1 1 d . . .
C21 C 0.77425(10) 0.58608(9) 0.53947(7) 0.0193(2) Uani 1 1 d . . .
H21 H 0.7438 0.5137 0.5382 0.023 Uiso 1 1 calc R . .
C22 C 0.85612(10) 0.61781(10) 0.48368(7) 0.0203(2) Uani 1 1 d . . .
H22 H 0.8806 0.5664 0.4456 0.024 Uiso 1 1 calc R . .
C23 C 0.90113(10) 0.72550(10) 0.48481(7) 0.0186(2) Uani 1 1 d . . .
C24 C 0.86661(10) 0.80305(9) 0.54447(7) 0.0186(2) Uani 1 1 d . . .
C25 C 0.78559(10) 0.77136(9) 0.59933(7) 0.0181(2) Uani 1 1 d . . .
H25 H 0.7621 0.8222 0.6382 0.022 Uiso 1 1 calc R . .
C26 C 0.89264(15) 0.98497(11) 0.60250(9) 0.0385(4) Uani 1 1 d . . .
H26A H 0.9352 1.0532 0.5942 0.058 Uiso 1 1 calc R . .
H26B H 0.9193 0.9557 0.6568 0.058 Uiso 1 1 calc R . .
H26C H 0.8064 0.9991 0.5983 0.058 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 C23 1.3526(13) . ?
O1 C1 1.4339(14) . ?
O2 C24 1.3619(13) . ?
O2 C26 1.4288(14) . ?
O3 C19 1.2225(13) . ?
N4 C2 1.3373(15) . ?
N4 C6 1.3396(15) . ?
C2 C3 1.3956(16) . ?
C3 C4 1.3933(16) . ?
C3 C7 1.4840(15) . ?
C4 C5 1.3983(15) . ?
C5 C6 1.4057(16) . ?
C5 C13 1.4871(16) . ?
C6 C19 1.5102(15) . ?
C7 C8 1.3951(16) . ?
C7 C12 1.3966(17) . ?
C8 C9 1.3856(17) . ?
C9 C10 1.3835(18) . ?
C10 C11 1.387(2) . ?
C11 C12 1.3867(19) . ?
C13 C14 1.3898(17) . ?
C13 C18 1.3970(16) . ?
C14 C15 1.388(2) . ?
C15 C16 1.381(2) . ?
C16 C17 1.381(2) . ?
C17 C18 1.3853(17) . ?
C19 C20 1.4787(15) . ?
C20 C21 1.3887(15) . ?
C20 C25 1.4105(15) . ?
C21 C22 1.3925(15) . ?
C22 C23 1.3831(16) . ?
C23 C24 1.4184(16) . ?
C24 C25 1.3751(16) . ?

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
C23 O1 C1 116.91(9) . . ?
C24 O2 C26 116.96(9) . . ?
C2 N4 C6 117.91(10) . . ?
N4 C2 C3 124.26(11) . . ?
C4 C3 C2 116.63(10) . . ?
C4 C3 C7 122.61(11) . . ?
C2 C3 C7 120.70(11) . . ?
C3 C4 C5 120.95(10) . . ?
C4 C5 C6 116.85(10) . . ?
C4 C5 C13 120.34(10) . . ?
C6 C5 C13 122.76(10) . . ?
N4 C6 C5 123.36(10) . . ?
N4 C6 C19 114.82(9) . . ?
C5 C6 C19 121.73(10) . . ?
C8 C7 C12 118.14(11) . . ?
C8 C7 C3 120.98(11) . . ?
C12 C7 C3 120.88(11) . . ?
C9 C8 C7 121.13(11) . . ?
C10 C9 C8 120.13(12) . . ?
C9 C10 C11 119.48(12) . . ?
C10 C11 C12 120.47(13) . . ?
C11 C12 C7 120.63(12) . . ?
C14 C13 C18 118.68(11) . . ?
C14 C13 C5 120.52(11) . . ?
C18 C13 C5 120.74(10) . . ?
C15 C14 C13 120.32(13) . . ?
C16 C15 C14 120.55(12) . . ?
C15 C16 C17 119.61(13) . . ?
C16 C17 C18 120.23(13) . . ?
C17 C18 C13 120.60(11) . . ?
O3 C19 C20 122.33(10) . . ?
O3 C19 C6 119.09(9) . . ?
C20 C19 C6 118.56(9) . . ?
C21 C20 C25 119.70(10) . . ?
C21 C20 C19 122.09(10) . . ?
C25 C20 C19 118.20(10) . . ?
C20 C21 C22 120.23(10) . . ?
C23 C22 C21 120.18(10) . . ?
O1 C23 C22 124.69(10) . . ?
O1 C23 C24 115.31(10) . . ?
C22 C23 C24 119.98(10) . . ?
O2 C24 C25 125.71(10) . . ?
O2 C24 C23 114.70(9) . . ?
C25 C24 C23 119.59(10) . . ?
C24 C25 C20 120.29(10) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.35
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.045

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_ap28
_database_code_depnum_ccdc_archive 'CCDC 2447019'
loop_
_audit_author_name
_audit_author_address
'Keshav kumar'
;university of mysore
India
;
#Added by publCIF



_audit_update_record             
;
2026-03-13 deposited with the CCDC.	2026-05-08 downloaded from the CCDC.
;
_publcif_datablock.id            {bbac39e1-009d-4801-9c8f-16569949d066}

# publcif _publ_body_element loop end
_audit_creation_date             2025-05-01
_audit_creation_method           
;
Olex2 1.5-beta
(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         'C22 H15 N O S'
_chemical_formula_sum            'C22 H15 N O S'
_chemical_formula_weight         341.41
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   9.6912(4)
_cell_length_b                   10.0153(4)
_cell_length_c                   18.1516(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.4110(10)
_cell_angle_gamma                90
_cell_volume                     1698.45(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.40
_cell_measurement_theta_min      4.74
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.751
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4492
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1411 before and 0.0983 after correction.
The Ratio of minimum to maximum transmission is 0.5965.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.362
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.095
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31679
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.393
_diffrn_reflns_theta_min         4.736
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 Venture Diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2754
_reflns_number_total             3076
_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-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5-beta (Bourhis et al., 2015)'
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       0.0041(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3076
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.093
_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)+(0.1153P)²+0.5165P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1808
_refine_ls_wR_factor_ref         0.1880
_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:
 C8(H8), C5(H5), C10(H10), C3(H3), C22(H22), C6(H6), C21(H21), C14(H14),
 C20(H20), C2(H2), C1(H1), C18(H18), C15(H15), C16(H16), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.23200(7) 0.76993(7) 0.22903(4) 0.0717(3) Uani 1 1 d . . . . .
C4 C 0.6177(2) 0.4917(2) 0.14019(11) 0.0481(5) Uani 1 1 d . . . . .
O1 O 0.31557(18) 0.61853(17) 0.10605(10) 0.0638(5) Uani 1 1 d . . . . .
N1 N 0.5405(2) 0.84908(19) 0.07805(12) 0.0605(5) Uani 1 1 d . . . . .
C7 C 0.6248(2) 0.6222(2) 0.10255(11) 0.0487(5) Uani 1 1 d . . . . .
C11 C 0.5316(2) 0.7271(2) 0.10660(12) 0.0513(5) Uani 1 1 d . . . . .
C8 C 0.7269(2) 0.6466(2) 0.06274(11) 0.0522(5) Uani 1 1 d . . . . .
H8 H 0.788935 0.578633 0.057397 0.063 Uiso 1 1 calc R U . . .
C5 C 0.6179(2) 0.4865(2) 0.21711(12) 0.0526(5) Uani 1 1 d . . . . .
H5 H 0.622627 0.565401 0.244668 0.063 Uiso 1 1 calc R U . . .
C12 C 0.4024(2) 0.7046(2) 0.13662(12) 0.0521(5) Uani 1 1 d . . . . .
C13 C 0.3841(2) 0.7863(2) 0.19899(13) 0.0534(5) Uani 1 1 d . . . . .
C9 C 0.7375(2) 0.7715(2) 0.03084(12) 0.0532(5) Uani 1 1 d . . . . .
C10 C 0.6416(3) 0.8692(2) 0.04171(14) 0.0610(6) Uani 1 1 d . . . . .
H10 H 0.648837 0.954021 0.022249 0.073 Uiso 1 1 calc R U . . .
C17 C 0.8448(2) 0.8019(2) -0.01145(12) 0.0542(5) Uani 1 1 d . . . . .
C3 C 0.6105(3) 0.3723(2) 0.10052(14) 0.0614(6) Uani 1 1 d . . . . .
H3 H 0.611222 0.373235 0.049389 0.074 Uiso 1 1 calc R U . . .
C22 C 0.8167(3) 0.8944(3) -0.07023(14) 0.0643(6) Uani 1 1 d . . . . .
H22 H 0.728424 0.937290 -0.084110 0.077 Uiso 1 1 calc R U . . .
C6 C 0.6111(3) 0.3662(3) 0.25277(15) 0.0640(6) Uani 1 1 d . . . . .
H6 H 0.611869 0.364412 0.304102 0.077 Uiso 1 1 calc R U . . .
C21 C 0.9196(3) 0.9237(3) -0.10868(15) 0.0720(7) Uani 1 1 d . . . . .
H21 H 0.899514 0.986632 -0.147761 0.086 Uiso 1 1 calc R U . . .
C14 C 0.4821(3) 0.8814(2) 0.24406(13) 0.0586(6) Uani 1 1 d . . . . .
H14 H 0.570873 0.904993 0.237433 0.070 Uiso 1 1 calc R U . . .
C20 C 1.0491(3) 0.8615(3) -0.08988(15) 0.0722(7) Uani 1 1 d . . . . .
H20 H 1.116694 0.880894 -0.116336 0.087 Uiso 1 1 calc R U . . .
C2 C 0.6023(3) 0.2516(2) 0.13663(19) 0.0749(8) Uani 1 1 d . . . . .
H2 H 0.596265 0.172134 0.109443 0.090 Uiso 1 1 calc R U . . .
C1 C 0.6032(3) 0.2491(3) 0.21275(19) 0.0717(7) Uani 1 1 d . . . . .
H1 H 0.598395 0.167993 0.236903 0.086 Uiso 1 1 calc R U . . .
C18 C 0.9789(3) 0.7402(3) 0.00765(14) 0.0646(6) Uani 1 1 d . . . . .
H18 H 1.000740 0.678357 0.047277 0.078 Uiso 1 1 calc R U . . .
C15 C 0.4189(4) 0.9331(3) 0.30093(17) 0.0793(8) Uani 1 1 d . . . . .
H15 H 0.464206 0.996167 0.336878 0.095 Uiso 1 1 calc R U . . .
C16 C 0.2879(3) 0.8829(3) 0.29824(17) 0.0753(8) Uani 1 1 d . . . . .
H16 H 0.234542 0.908754 0.331507 0.090 Uiso 1 1 calc R U . . .
C19 C 1.0792(3) 0.7695(3) -0.03120(16) 0.0745(7) Uani 1 1 d . . . . .
H19 H 1.167679 0.727032 -0.017850 0.089 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
S1 C13 1.710(2) . ?
S1 C16 1.671(3) . ?
C4 C7 1.484(3) . ?
C4 C5 1.397(3) . ?
C4 C3 1.388(3) . ?
O1 C12 1.229(3) . ?
N1 C11 1.339(3) . ?
N1 C10 1.334(3) . ?
C7 C11 1.400(3) . ?
C7 C8 1.394(3) . ?
C11 C12 1.510(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.394(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.377(3) . ?
C12 C13 1.446(3) . ?
C13 C14 1.437(3) . ?
C9 C10 1.399(3) . ?
C9 C17 1.479(3) . ?
C10 H10 0.9300 . ?
C17 C22 1.385(3) . ?
C17 C18 1.397(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.388(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.392(4) . ?
C6 H6 0.9300 . ?
C6 C1 1.371(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.361(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.430(4) . ?
C20 H20 0.9300 . ?
C20 C19 1.380(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.380(5) . ?
C1 H1 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.375(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.354(5) . ?
C16 H16 0.9300 . ?
C19 H19 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
C16 S1 C13 92.29(13) . . ?
C5 C4 C7 120.37(18) . . ?
C3 C4 C7 121.44(19) . . ?
C3 C4 C5 118.2(2) . . ?
C10 N1 C11 117.39(19) . . ?
C11 C7 C4 121.81(19) . . ?
C8 C7 C4 121.30(18) . . ?
C8 C7 C11 116.88(19) . . ?
N1 C11 C7 123.8(2) . . ?
N1 C11 C12 114.85(18) . . ?
C7 C11 C12 121.02(19) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 120.9(2) . . ?
C9 C8 H8 119.5 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
O1 C12 C11 118.4(2) . . ?
O1 C12 C13 122.6(2) . . ?
C13 C12 C11 119.0(2) . . ?
C12 C13 S1 119.40(18) . . ?
C14 C13 S1 112.20(16) . . ?
C14 C13 C12 128.4(2) . . ?
C8 C9 C10 116.4(2) . . ?
C8 C9 C17 122.6(2) . . ?
C10 C9 C17 121.0(2) . . ?
N1 C10 C9 124.5(2) . . ?
N1 C10 H10 117.7 . . ?
C9 C10 H10 117.7 . . ?
C22 C17 C9 121.0(2) . . ?
C22 C17 C18 117.8(2) . . ?
C18 C17 C9 121.1(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 C4 120.5(2) . . ?
C2 C3 H3 119.8 . . ?
C17 C22 H22 119.8 . . ?
C17 C22 C21 120.5(2) . . ?
C21 C22 H22 119.8 . . ?
C5 C6 H6 119.9 . . ?
C1 C6 C5 120.1(2) . . ?
C1 C6 H6 119.9 . . ?
C22 C21 H21 119.5 . . ?
C20 C21 C22 120.9(2) . . ?
C20 C21 H21 119.5 . . ?
C13 C14 H14 126.1 . . ?
C15 C14 C13 107.8(2) . . ?
C15 C14 H14 126.1 . . ?
C21 C20 H20 120.3 . . ?
C21 C20 C19 119.4(2) . . ?
C19 C20 H20 120.3 . . ?
C3 C2 H2 119.9 . . ?
C1 C2 C3 120.2(2) . . ?
C1 C2 H2 119.9 . . ?
C6 C1 C2 120.0(2) . . ?
C6 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.1(2) . . ?
C19 C18 H18 119.5 . . ?
C14 C15 H15 122.7 . . ?
C16 C15 C14 114.6(3) . . ?
C16 C15 H15 122.7 . . ?
S1 C16 H16 123.5 . . ?
C15 C16 S1 113.1(2) . . ?
C15 C16 H16 123.5 . . ?
C20 C19 H19 119.8 . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 H19 119.8 . . ?

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
S1 C13 C14 C15 -0.1(3) . . . . ?
C4 C7 C11 N1 175.2(2) . . . . ?
C4 C7 C11 C12 -11.6(3) . . . . ?
C4 C7 C8 C9 -176.75(19) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?
C4 C3 C2 C1 -0.9(4) . . . . ?
O1 C12 C13 S1 -3.4(3) . . . . ?
O1 C12 C13 C14 173.9(2) . . . . ?
N1 C11 C12 O1 117.8(2) . . . . ?
N1 C11 C12 C13 -61.1(3) . . . . ?
C7 C4 C5 C6 179.9(2) . . . . ?
C7 C4 C3 C2 -179.3(2) . . . . ?
C7 C11 C12 O1 -56.0(3) . . . . ?
C7 C11 C12 C13 125.1(2) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C7 C8 C9 C17 179.7(2) . . . . ?
C11 N1 C10 C9 0.7(4) . . . . ?
C11 C7 C8 C9 2.0(3) . . . . ?
C11 C12 C13 S1 175.43(15) . . . . ?
C11 C12 C13 C14 -7.2(3) . . . . ?
C8 C7 C11 N1 -3.4(3) . . . . ?
C8 C7 C11 C12 169.73(19) . . . . ?
C8 C9 C10 N1 -2.0(4) . . . . ?
C8 C9 C17 C22 149.5(2) . . . . ?
C8 C9 C17 C18 -31.8(3) . . . . ?
C5 C4 C7 C11 -51.0(3) . . . . ?
C5 C4 C7 C8 127.6(2) . . . . ?
C5 C4 C3 C2 0.6(4) . . . . ?
C5 C6 C1 C2 0.1(4) . . . . ?
C12 C13 C14 C15 -177.6(2) . . . . ?
C13 S1 C16 C15 -0.7(2) . . . . ?
C13 C14 C15 C16 -0.4(3) . . . . ?
C9 C17 C22 C21 178.9(2) . . . . ?
C9 C17 C18 C19 -179.3(2) . . . . ?
C10 N1 C11 C7 2.2(3) . . . . ?
C10 N1 C11 C12 -171.4(2) . . . . ?
C10 C9 C17 C22 -31.4(3) . . . . ?
C10 C9 C17 C18 147.2(3) . . . . ?
C17 C9 C10 N1 178.9(2) . . . . ?
C17 C22 C21 C20 0.5(4) . . . . ?
C17 C18 C19 C20 0.4(5) . . . . ?
C3 C4 C7 C11 128.9(2) . . . . ?
C3 C4 C7 C8 -52.5(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C3 C2 C1 C6 0.5(4) . . . . ?
C22 C17 C18 C19 -0.7(4) . . . . ?
C22 C21 C20 C19 -0.8(5) . . . . ?
C21 C20 C19 C18 0.4(5) . . . . ?
C14 C15 C16 S1 0.7(3) . . . . ?
C18 C17 C22 C21 0.2(4) . . . . ?
C16 S1 C13 C12 178.22(19) . . . . ?
C16 S1 C13 C14 0.46(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_ap29
_database_code_depnum_ccdc_archive 'CCDC 2455709'
loop_
_audit_author_name
_audit_author_address
'Keshav kumar'
;university of mysore
India
;

_audit_update_record             
;
2026-03-13 deposited with the CCDC.	2026-05-08 downloaded from the CCDC.
;
_publcif_datablock.id            {846f1a82-e215-4fe6-ab38-88de9782a227}

# publcif _publ_body_element loop end
_audit_creation_date             2025-06-02
_audit_creation_method           
;
Olex2 1.5-beta
(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         'C28 H19 N O'
_chemical_formula_sum            'C28 H19 N O'
_chemical_formula_weight         385.44
_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      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                   9.774(5)
_cell_length_b                   9.918(5)
_cell_length_c                   11.146(5)
_cell_angle_alpha                90.523(16)
_cell_angle_beta                 112.705(16)
_cell_angle_gamma                93.026(19)
_cell_volume                     994.9(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7473
_cell_measurement_temperature    267(2)
_cell_measurement_theta_max      28.218
_cell_measurement_theta_min      1.982
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.075
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            54206
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.218
_diffrn_reflns_theta_min         1.982
_diffrn_ambient_temperature      267.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4167
_reflns_number_total             4868
_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       'Bruker APEX2'
_computing_data_collection       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.027(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4868
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+0.2058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1234
_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:
 C11(H11), C13(H13), C17(H17), C25(H25), C8(H8), C20(H20), C2(H2), C16(H16),
 C4(H4), C14(H14), C1(H1), C15(H15), C6(H6), C26(H26), C22(H22), C28(H28),
 C5(H5), C21(H21), C27(H27)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.59947(13) 0.88910(12) 0.26573(9) 0.0707(3) Uani 1 1 d . . . . .
N1 N 0.90886(11) 0.84071(12) 0.50751(10) 0.0478(3) Uani 1 1 d . . . . .
C10 C 0.68482(12) 0.80207(11) 0.54827(10) 0.0358(2) Uani 1 1 d . . . . .
C12 C 0.52219(12) 0.76779(11) 0.50265(10) 0.0364(2) Uani 1 1 d . . . . .
C19 C 0.71702(12) 0.68698(11) 0.24727(11) 0.0388(2) Uani 1 1 d . . . . .
C24 C 0.66032(13) 0.67398(11) 0.10688(11) 0.0397(2) Uani 1 1 d . . . . .
C9 C 0.76201(12) 0.81149(11) 0.46540(10) 0.0384(2) Uani 1 1 d . . . . .
C11 C 0.76920(12) 0.82119(12) 0.68143(10) 0.0385(2) Uani 1 1 d . . . . .
H11 H 0.722055 0.815996 0.739640 0.046 Uiso 1 1 calc R U . . .
C7 C 0.92226(12) 0.84781(11) 0.72860(10) 0.0383(2) Uani 1 1 d . . . . .
C18 C 0.68335(13) 0.80120(12) 0.31791(11) 0.0415(3) Uani 1 1 d . . . . .
C3 C 1.01687(12) 0.85423(12) 0.86999(11) 0.0398(2) Uani 1 1 d . . . . .
C13 C 0.45766(14) 0.65162(13) 0.42626(12) 0.0459(3) Uani 1 1 d . . . . .
H13 H 0.515069 0.597957 0.397774 0.055 Uiso 1 1 calc R U . . .
C17 C 0.43295(14) 0.84866(13) 0.54251(12) 0.0443(3) Uani 1 1 d . . . . .
H17 H 0.474736 0.926171 0.593984 0.053 Uiso 1 1 calc R U . . .
C23 C 0.69662(14) 0.55727(13) 0.05065(12) 0.0469(3) Uani 1 1 d . . . . .
C25 C 0.56925(15) 0.76748(13) 0.02130(12) 0.0486(3) Uani 1 1 d . . . . .
H25 H 0.545321 0.844570 0.055308 0.058 Uiso 1 1 calc R U . . .
C8 C 0.98480(13) 0.85927(14) 0.63582(12) 0.0465(3) Uani 1 1 d . . . . .
H8 H 1.086318 0.881349 0.665007 0.056 Uiso 1 1 calc R U . . .
C20 C 0.80159(14) 0.58703(13) 0.32020(13) 0.0492(3) Uani 1 1 d . . . . .
H20 H 0.836144 0.594590 0.410437 0.059 Uiso 1 1 calc R U . . .
C2 C 1.14993(14) 0.93205(13) 0.91996(12) 0.0490(3) Uani 1 1 d . . . . .
H2 H 1.178356 0.986474 0.865031 0.059 Uiso 1 1 calc R U . . .
C16 C 0.28295(15) 0.81364(16) 0.50559(13) 0.0553(3) Uani 1 1 d . . . . .
H16 H 0.223827 0.869010 0.530290 0.066 Uiso 1 1 calc R U . . .
C4 C 0.97679(14) 0.77653(15) 0.95579(12) 0.0511(3) Uani 1 1 d . . . . .
H4 H 0.887429 0.724487 0.924824 0.061 Uiso 1 1 calc R U . . .
C14 C 0.30807(15) 0.61572(15) 0.39255(13) 0.0566(3) Uani 1 1 d . . . . .
H14 H 0.266163 0.536987 0.343158 0.068 Uiso 1 1 calc R U . . .
C1 C 1.24134(15) 0.92960(14) 1.05134(13) 0.0554(3) Uani 1 1 d . . . . .
H1 H 1.330726 0.981601 1.083112 0.067 Uiso 1 1 calc R U . . .
C15 C 0.22074(15) 0.69645(17) 0.43201(14) 0.0598(4) Uani 1 1 d . . . . .
H15 H 0.120496 0.671961 0.409115 0.072 Uiso 1 1 calc R U . . .
C6 C 1.20098(16) 0.85136(15) 1.13435(13) 0.0571(3) Uani 1 1 d . . . . .
H6 H 1.262820 0.849572 1.221954 0.068 Uiso 1 1 calc R U . . .
C26 C 0.51575(17) 0.74565(15) -0.11156(13) 0.0578(3) Uani 1 1 d . . . . .
H26 H 0.456137 0.808230 -0.165975 0.069 Uiso 1 1 calc R U . . .
C22 C 0.78559(17) 0.46020(15) 0.13079(16) 0.0596(4) Uani 1 1 d . . . . .
H22 H 0.809195 0.385687 0.092937 0.071 Uiso 1 1 calc R U . . .
C28 C 0.63795(17) 0.53908(15) -0.08761(14) 0.0585(4) Uani 1 1 d . . . . .
H28 H 0.660506 0.463319 -0.124565 0.070 Uiso 1 1 calc R U . . .
C5 C 1.06793(16) 0.77536(17) 1.08683(13) 0.0597(4) Uani 1 1 d . . . . .
H5 H 1.039085 0.723045 1.142848 0.072 Uiso 1 1 calc R U . . .
C21 C 0.83751(17) 0.47383(15) 0.26284(16) 0.0615(4) Uani 1 1 d . . . . .
H21 H 0.896137 0.409136 0.314800 0.074 Uiso 1 1 calc R U . . .
C27 C 0.54981(18) 0.63039(16) -0.16608(13) 0.0614(4) Uani 1 1 d . . . . .
H27 H 0.512002 0.616602 -0.255943 0.074 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 C18 1.2195(16) . ?
N1 C9 1.3409(16) . ?
N1 C8 1.3385(16) . ?
C10 C12 1.4888(16) . ?
C10 C9 1.4011(16) . ?
C10 C11 1.3973(16) . ?
C12 C13 1.3933(17) . ?
C12 C17 1.4029(16) . ?
C19 C24 1.4463(17) . ?
C19 C18 1.4948(16) . ?
C19 C20 1.3818(18) . ?
C24 C23 1.4354(17) . ?
C24 C25 1.4178(18) . ?
C9 C18 1.5222(16) . ?
C11 H11 0.9300 . ?
C11 C7 1.3903(17) . ?
C7 C3 1.4865(16) . ?
C7 C8 1.3925(17) . ?
C3 C2 1.3873(18) . ?
C3 C4 1.3902(18) . ?
C13 H13 0.9300 . ?
C13 C14 1.3872(19) . ?
C17 H17 0.9300 . ?
C17 C16 1.3847(19) . ?
C23 C22 1.409(2) . ?
C23 C28 1.4276(19) . ?
C25 H25 0.9300 . ?
C25 C26 1.3776(18) . ?
C8 H8 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.4123(19) . ?
C2 H2 0.9300 . ?
C2 C1 1.3915(18) . ?
C16 H16 0.9300 . ?
C16 C15 1.384(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.3871(19) . ?
C14 H14 0.9300 . ?
C14 C15 1.385(2) . ?
C1 H1 0.9300 . ?
C1 C6 1.370(2) . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.377(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.404(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.362(2) . ?
C28 H28 0.9300 . ?
C28 C27 1.357(2) . ?
C5 H5 0.9300 . ?
C21 H21 0.9300 . ?
C27 H27 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
C8 N1 C9 117.66(10) . . ?
C9 C10 C12 123.82(10) . . ?
C11 C10 C12 119.40(9) . . ?
C11 C10 C9 116.72(10) . . ?
C13 C12 C10 120.89(10) . . ?
C13 C12 C17 118.95(11) . . ?
C17 C12 C10 120.06(11) . . ?
C24 C19 C18 123.02(10) . . ?
C20 C19 C24 118.90(11) . . ?
C20 C19 C18 118.04(11) . . ?
C23 C24 C19 117.70(11) . . ?
C25 C24 C19 124.38(11) . . ?
C25 C24 C23 117.92(11) . . ?
N1 C9 C10 123.43(10) . . ?
N1 C9 C18 114.00(9) . . ?
C10 C9 C18 122.37(10) . . ?
C10 C11 H11 119.4 . . ?
C7 C11 C10 121.29(10) . . ?
C7 C11 H11 119.4 . . ?
C11 C7 C3 122.46(10) . . ?
C11 C7 C8 116.32(10) . . ?
C8 C7 C3 121.09(11) . . ?
O1 C18 C19 124.74(11) . . ?
O1 C18 C9 117.18(10) . . ?
C19 C18 C9 118.06(10) . . ?
C2 C3 C7 121.78(11) . . ?
C2 C3 C4 117.87(11) . . ?
C4 C3 C7 120.29(11) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.22(12) . . ?
C14 C13 H13 119.9 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.33(12) . . ?
C16 C17 H17 119.8 . . ?
C22 C23 C24 120.49(12) . . ?
C22 C23 C28 120.45(12) . . ?
C28 C23 C24 119.03(13) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.86(12) . . ?
C26 C25 H25 119.6 . . ?
N1 C8 C7 124.50(11) . . ?
N1 C8 H8 117.7 . . ?
C7 C8 H8 117.7 . . ?
C19 C20 H20 118.8 . . ?
C19 C20 C21 122.45(12) . . ?
C21 C20 H20 118.8 . . ?
C3 C2 H2 119.6 . . ?
C3 C2 C1 120.74(12) . . ?
C1 C2 H2 119.6 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.19(13) . . ?
C15 C16 H16 119.9 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 121.07(13) . . ?
C5 C4 H4 119.5 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.39(14) . . ?
C15 C14 H14 119.8 . . ?
C2 C1 H1 119.7 . . ?
C6 C1 C2 120.65(13) . . ?
C6 C1 H1 119.7 . . ?
C16 C15 C14 119.88(13) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C1 C6 H6 120.3 . . ?
C1 C6 C5 119.37(12) . . ?
C5 C6 H6 120.3 . . ?
C25 C26 H26 119.5 . . ?
C25 C26 C27 121.02(14) . . ?
C27 C26 H26 119.5 . . ?
C23 C22 H22 119.5 . . ?
C21 C22 C23 121.00(12) . . ?
C21 C22 H22 119.5 . . ?
C23 C28 H28 119.4 . . ?
C27 C28 C23 121.17(13) . . ?
C27 C28 H28 119.4 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.28(13) . . ?
C6 C5 H5 119.9 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.44(13) . . ?
C22 C21 H21 120.3 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 119.98(13) . . ?
C28 C27 H27 120.0 . . ?

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
N1 C9 C18 O1 -111.10(14) . . . . ?
N1 C9 C18 C19 67.35(14) . . . . ?
C10 C12 C13 C14 175.21(11) . . . . ?
C10 C12 C17 C16 -176.85(10) . . . . ?
C10 C9 C18 O1 63.95(17) . . . . ?
C10 C9 C18 C19 -117.60(12) . . . . ?
C10 C11 C7 C3 -173.39(10) . . . . ?
C10 C11 C7 C8 2.36(17) . . . . ?
C12 C10 C9 N1 -179.10(11) . . . . ?
C12 C10 C9 C18 6.32(17) . . . . ?
C12 C10 C11 C7 177.32(10) . . . . ?
C12 C13 C14 C15 1.4(2) . . . . ?
C12 C17 C16 C15 1.80(19) . . . . ?
C19 C24 C23 C22 -0.51(17) . . . . ?
C19 C24 C23 C28 177.79(10) . . . . ?
C19 C24 C25 C26 -177.91(11) . . . . ?
C19 C20 C21 C22 -1.1(2) . . . . ?
C24 C19 C18 O1 4.4(2) . . . . ?
C24 C19 C18 C9 -173.92(10) . . . . ?
C24 C19 C20 C21 1.38(19) . . . . ?
C24 C23 C22 C21 0.8(2) . . . . ?
C24 C23 C28 C27 0.46(19) . . . . ?
C24 C25 C26 C27 0.0(2) . . . . ?
C9 N1 C8 C7 1.3(2) . . . . ?
C9 C10 C12 C13 53.70(15) . . . . ?
C9 C10 C12 C17 -129.93(12) . . . . ?
C9 C10 C11 C7 -0.18(16) . . . . ?
C11 C10 C12 C13 -123.61(12) . . . . ?
C11 C10 C12 C17 52.76(15) . . . . ?
C11 C10 C9 N1 -1.72(17) . . . . ?
C11 C10 C9 C18 -176.30(10) . . . . ?
C11 C7 C3 C2 -152.54(12) . . . . ?
C11 C7 C3 C4 30.38(17) . . . . ?
C11 C7 C8 N1 -3.02(19) . . . . ?
C7 C3 C2 C1 -175.76(11) . . . . ?
C7 C3 C4 C5 176.29(12) . . . . ?
C18 C19 C24 C23 -177.99(10) . . . . ?
C18 C19 C24 C25 0.85(18) . . . . ?
C18 C19 C20 C21 178.95(12) . . . . ?
C3 C7 C8 N1 172.79(12) . . . . ?
C3 C2 C1 C6 -0.7(2) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C13 C12 C17 C16 -0.41(17) . . . . ?
C13 C14 C15 C16 0.0(2) . . . . ?
C17 C12 C13 C14 -1.20(17) . . . . ?
C17 C16 C15 C14 -1.6(2) . . . . ?
C23 C24 C25 C26 0.92(18) . . . . ?
C23 C22 C21 C20 0.0(2) . . . . ?
C23 C28 C27 C26 0.4(2) . . . . ?
C25 C24 C23 C22 -179.42(12) . . . . ?
C25 C24 C23 C28 -1.12(17) . . . . ?
C25 C26 C27 C28 -0.7(2) . . . . ?
C8 N1 C9 C10 1.21(18) . . . . ?
C8 N1 C9 C18 176.20(11) . . . . ?
C8 C7 C3 C2 31.91(17) . . . . ?
C8 C7 C3 C4 -145.17(13) . . . . ?
C20 C19 C24 C23 -0.55(16) . . . . ?
C20 C19 C24 C25 178.29(11) . . . . ?
C20 C19 C18 O1 -173.06(13) . . . . ?
C20 C19 C18 C9 8.62(16) . . . . ?
C2 C3 C4 C5 -0.9(2) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
C4 C3 C2 C1 1.39(19) . . . . ?
C1 C6 C5 C4 1.0(2) . . . . ?
C22 C23 C28 C27 178.76(13) . . . . ?
C28 C23 C22 C21 -177.47(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
