# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_KB1216_0m
_database_code_depnum_ccdc_archive 'CCDC 2329604'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-01-30 deposited with the CCDC.	2025-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H20 F N3 O3, 0.855(C H Cl3)'
_chemical_formula_sum            'C26.85 H20.85 Cl2.56 F N3 O3'
_chemical_formula_weight         543.48

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   11.1446(5)
_cell_length_b                   21.5935(9)
_cell_length_c                   11.7689(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.229(2)
_cell_angle_gamma                90
_cell_volume                     2640.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    7861
_cell_measurement_theta_min      2.3545
_cell_measurement_theta_max      29.8575

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_F_000             1118
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.344
_shelx_estimated_absorpt_T_min   0.925
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6552
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29507
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.355
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6046
_reflns_number_gt                3374
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1267P)²+1.3375P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6046
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1217
_refine_ls_R_factor_gt           0.0692
_refine_ls_wR_factor_ref         0.2489
_refine_ls_wR_factor_gt          0.1962
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9287(3) 0.61295(15) 0.7600(3) 0.0534(7) Uani 1 1 d . . . . .
H1 H 1.004030 0.613366 0.743257 0.064 Uiso 1 1 calc R U . . .
C2 C 0.9322(3) 0.62878(17) 0.8743(3) 0.0626(9) Uani 1 1 d . . . . .
H2 H 1.010194 0.640089 0.933799 0.075 Uiso 1 1 calc R U . . .
C3 C 0.8219(3) 0.62824(18) 0.9025(3) 0.0660(9) Uani 1 1 d . . . . .
H3 H 0.826118 0.638475 0.980670 0.079 Uiso 1 1 calc R U . . .
C4 C 0.7061(3) 0.61249(16) 0.8144(3) 0.0605(8) Uani 1 1 d . . . . .
H4 H 0.632074 0.612409 0.833421 0.073 Uiso 1 1 calc R U . . .
C5 C 0.6976(3) 0.59651(14) 0.6961(3) 0.0482(7) Uani 1 1 d . . . . .
C6 C 0.8112(3) 0.59604(13) 0.6680(2) 0.0427(6) Uani 1 1 d . . . . .
C7 C 0.7990(3) 0.57938(13) 0.5463(2) 0.0420(6) Uani 1 1 d . . . . .
C8 C 0.6776(3) 0.56748(13) 0.4643(2) 0.0419(6) Uani 1 1 d . . . . .
C9 C 0.5708(3) 0.57120(14) 0.5007(3) 0.0474(7) Uani 1 1 d . . . . .
H9 H 0.489697 0.564403 0.441866 0.057 Uiso 1 1 calc R U . . .
C10 C 0.9065(3) 0.57584(14) 0.5044(3) 0.0459(7) Uani 1 1 d . . . . .
H10 H 0.989779 0.571526 0.560753 0.055 Uiso 1 1 calc R U . . .
C11 C 0.8863(3) 0.57874(13) 0.3846(2) 0.0431(6) Uani 1 1 d . . . . .
C12 C 0.6643(3) 0.54668(13) 0.3381(2) 0.0442(6) Uani 1 1 d . . . . .
H12 H 0.577845 0.557179 0.281308 0.053 Uiso 1 1 calc R U . . .
C13 C 0.6808(3) 0.47680(14) 0.3402(3) 0.0484(7) Uani 1 1 d . . . . .
H13A H 0.763726 0.465858 0.400727 0.058 Uiso 1 1 calc R U . . .
H13B H 0.614485 0.457518 0.363461 0.058 Uiso 1 1 calc R U . . .
C14 C 0.7189(3) 0.62844(13) 0.2159(2) 0.0443(6) Uani 1 1 d . . . . .
C15 C 0.6170(3) 0.62063(15) 0.1049(3) 0.0519(7) Uani 1 1 d . . . . .
H15 H 0.578054 0.582056 0.084165 0.062 Uiso 1 1 calc R U . . .
C16 C 0.5739(3) 0.66977(17) 0.0260(3) 0.0637(9) Uani 1 1 d . . . . .
H16 H 0.504654 0.664995 -0.047050 0.076 Uiso 1 1 calc R U . . .
C17 C 0.6341(5) 0.72526(18) 0.0564(4) 0.0807(12) Uani 1 1 d . . . . .
C18 C 0.7363(5) 0.73436(17) 0.1630(4) 0.0833(12) Uani 1 1 d . . . . .
H18 H 0.777909 0.772466 0.180169 0.100 Uiso 1 1 calc R U . . .
C19 C 0.7765(4) 0.68588(15) 0.2445(3) 0.0652(9) Uani 1 1 d . . . . .
H19 H 0.842783 0.691940 0.319200 0.078 Uiso 1 1 calc R U . . .
C20 C 0.9917(3) 0.58059(13) 0.3356(3) 0.0448(6) Uani 1 1 d . . . . .
C21 C 0.9779(3) 0.55126(15) 0.2266(3) 0.0518(7) Uani 1 1 d . . . . .
H21 H 0.900618 0.531727 0.182728 0.062 Uiso 1 1 calc R U . . .
C22 C 1.0772(3) 0.55050(16) 0.1819(3) 0.0560(8) Uani 1 1 d . . . . .
H22 H 1.066748 0.530030 0.109373 0.067 Uiso 1 1 calc R U . . .
C23 C 1.1912(3) 0.58014(15) 0.2451(3) 0.0526(7) Uani 1 1 d . . . . .
C24 C 1.2056(3) 0.61040(17) 0.3528(3) 0.0590(8) Uani 1 1 d . . . . .
H24 H 1.282395 0.630606 0.395746 0.071 Uiso 1 1 calc R U . . .
C25 C 1.1065(3) 0.61072(15) 0.3969(3) 0.0528(7) Uani 1 1 d . . . . .
H25 H 1.117143 0.631546 0.469053 0.063 Uiso 1 1 calc R U . . .
C26 C 1.2833(4) 0.5539(2) 0.0965(3) 0.0760(11) Uani 1 1 d . . . . .
H26A H 1.211862 0.571306 0.031276 0.114 Uiso 1 1 calc R U . . .
H26B H 1.269498 0.510371 0.102570 0.114 Uiso 1 1 calc R U . . .
H26C H 1.360970 0.560185 0.080356 0.114 Uiso 1 1 calc R U . . .
N1 N 0.5778(2) 0.58361(12) 0.6119(2) 0.0518(6) Uani 1 1 d . . . . .
N2 N 0.7600(2) 0.57726(11) 0.2975(2) 0.0447(6) Uani 1 1 d . . . . .
N3 N 0.6725(3) 0.45290(12) 0.2195(2) 0.0552(7) Uani 1 1 d . . . . .
O1 O 0.5745(3) 0.46245(13) 0.1335(2) 0.0800(8) Uani 1 1 d . . . . .
O2 O 0.7651(3) 0.42596(15) 0.2124(3) 0.0937(9) Uani 1 1 d . . . . .
O3 O 1.2948(2) 0.58351(13) 0.2082(2) 0.0737(7) Uani 1 1 d . . . . .
F1 F 0.5932(3) 0.77343(11) -0.0233(3) 0.1230(11) Uani 1 1 d . . . . .
C27 C 0.2822(7) 0.7591(3) 0.6345(6) 0.121(2) Uani 0.855(4) 1 d . . P . .
H27 H 0.323696 0.793904 0.687748 0.145 Uiso 0.855(4) 1 calc R U P . .
Cl1 Cl 0.24416(16) 0.78045(8) 0.48415(16) 0.1142(7) Uani 0.855(4) 1 d . . P . .
Cl2 Cl 0.1396(3) 0.73912(11) 0.6569(2) 0.1568(10) Uani 0.855(4) 1 d . . P . .
Cl3 Cl 0.39188(18) 0.69555(8) 0.66346(17) 0.1275(8) Uani 0.855(4) 1 d . . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.374(4) . ?
C1 C6 1.412(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.385(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.404(4) . ?
C4 H4 0.9300 . ?
C5 N1 1.373(4) . ?
C5 C6 1.420(4) . ?
C6 C7 1.435(4) . ?
C7 C8 1.372(4) . ?
C7 C10 1.452(4) . ?
C8 C9 1.406(4) . ?
C8 C12 1.507(4) . ?
C9 N1 1.311(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.346(4) . ?
C10 H10 0.9300 . ?
C11 N2 1.411(4) . ?
C11 C20 1.484(3) . ?
C12 N2 1.472(3) . ?
C12 C13 1.519(4) . ?
C12 H12 0.9800 . ?
C13 N3 1.483(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C19 1.381(4) . ?
C14 C15 1.396(4) . ?
C14 N2 1.427(3) . ?
C15 C16 1.377(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.356(6) . ?
C16 H16 0.9300 . ?
C17 F1 1.364(4) . ?
C17 C18 1.369(6) . ?
C18 C19 1.380(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C25 1.383(4) . ?
C20 C21 1.388(4) . ?
C21 C22 1.387(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.376(4) . ?
C22 H22 0.9300 . ?
C23 O3 1.375(3) . ?
C23 C24 1.383(4) . ?
C24 C25 1.379(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 O3 1.425(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N3 O1 1.207(3) . ?
N3 O2 1.214(3) . ?
C27 Cl1 1.726(7) . ?
C27 Cl2 1.757(7) . ?
C27 Cl3 1.787(8) . ?
C27 H27 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.4(3) . . ?
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C1 C2 C3 121.3(3) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 121.2(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
N1 C5 C4 117.7(3) . . ?
N1 C5 C6 123.1(2) . . ?
C4 C5 C6 119.2(3) . . ?
C1 C6 C5 118.4(2) . . ?
C1 C6 C7 123.9(2) . . ?
C5 C6 C7 117.7(2) . . ?
C8 C7 C6 117.5(2) . . ?
C8 C7 C10 118.4(2) . . ?
C6 C7 C10 124.1(2) . . ?
C7 C8 C9 120.2(2) . . ?
C7 C8 C12 118.0(2) . . ?
C9 C8 C12 121.7(2) . . ?
N1 C9 C8 124.5(3) . . ?
N1 C9 H9 117.8 . . ?
C8 C9 H9 117.8 . . ?
C11 C10 C7 120.5(3) . . ?
C11 C10 H10 119.7 . . ?
C7 C10 H10 119.7 . . ?
C10 C11 N2 120.2(2) . . ?
C10 C11 C20 123.6(3) . . ?
N2 C11 C20 116.1(2) . . ?
N2 C12 C8 111.2(2) . . ?
N2 C12 C13 110.7(2) . . ?
C8 C12 C13 108.2(2) . . ?
N2 C12 H12 108.9 . . ?
C8 C12 H12 108.9 . . ?
C13 C12 H12 108.9 . . ?
N3 C13 C12 111.4(2) . . ?
N3 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
N3 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C19 C14 C15 119.0(3) . . ?
C19 C14 N2 121.6(3) . . ?
C15 C14 N2 119.4(3) . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.0(3) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 F1 118.8(4) . . ?
C16 C17 C18 122.4(3) . . ?
F1 C17 C18 118.8(4) . . ?
C17 C18 C19 118.7(4) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C14 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
C14 C19 H19 119.8 . . ?
C25 C20 C21 117.9(2) . . ?
C25 C20 C11 121.5(2) . . ?
C21 C20 C11 120.6(2) . . ?
C22 C21 C20 121.3(3) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C21 119.7(3) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
O3 C23 C22 124.8(3) . . ?
O3 C23 C24 115.6(3) . . ?
C22 C23 C24 119.6(3) . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C20 121.1(3) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C9 N1 C5 116.9(2) . . ?
C11 N2 C14 117.6(2) . . ?
C11 N2 C12 115.1(2) . . ?
C14 N2 C12 118.2(2) . . ?
O1 N3 O2 123.9(3) . . ?
O1 N3 C13 117.9(3) . . ?
O2 N3 C13 118.2(3) . . ?
C23 O3 C26 117.6(3) . . ?
Cl1 C27 Cl2 108.6(4) . . ?
Cl1 C27 Cl3 107.3(4) . . ?
Cl2 C27 Cl3 112.1(4) . . ?
Cl1 C27 H27 109.6 . . ?
Cl2 C27 H27 109.6 . . ?
Cl3 C27 H27 109.6 . . ?

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
C6 C1 C2 C3 0.4(5) . . . . ?
C1 C2 C3 C4 -1.0(6) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C3 C4 C5 N1 -177.6(3) . . . . ?
C3 C4 C5 C6 0.7(5) . . . . ?
C2 C1 C6 C5 0.7(5) . . . . ?
C2 C1 C6 C7 179.5(3) . . . . ?
N1 C5 C6 C1 177.0(3) . . . . ?
C4 C5 C6 C1 -1.2(4) . . . . ?
N1 C5 C6 C7 -1.9(4) . . . . ?
C4 C5 C6 C7 179.9(3) . . . . ?
C1 C6 C7 C8 -176.3(3) . . . . ?
C5 C6 C7 C8 2.5(4) . . . . ?
C1 C6 C7 C10 2.2(4) . . . . ?
C5 C6 C7 C10 -178.9(3) . . . . ?
C6 C7 C8 C9 -0.6(4) . . . . ?
C10 C7 C8 C9 -179.2(3) . . . . ?
C6 C7 C8 C12 -176.8(2) . . . . ?
C10 C7 C8 C12 4.6(4) . . . . ?
C7 C8 C9 N1 -2.4(5) . . . . ?
C12 C8 C9 N1 173.7(3) . . . . ?
C8 C7 C10 C11 18.9(4) . . . . ?
C6 C7 C10 C11 -159.6(3) . . . . ?
C7 C10 C11 N2 -8.2(4) . . . . ?
C7 C10 C11 C20 174.8(3) . . . . ?
C7 C8 C12 N2 -35.4(4) . . . . ?
C9 C8 C12 N2 148.4(3) . . . . ?
C7 C8 C12 C13 86.3(3) . . . . ?
C9 C8 C12 C13 -89.9(3) . . . . ?
N2 C12 C13 N3 -56.4(3) . . . . ?
C8 C12 C13 N3 -178.5(2) . . . . ?
C19 C14 C15 C16 -0.7(4) . . . . ?
N2 C14 C15 C16 178.5(3) . . . . ?
C14 C15 C16 C17 1.7(5) . . . . ?
C15 C16 C17 F1 178.4(3) . . . . ?
C15 C16 C17 C18 0.0(6) . . . . ?
C16 C17 C18 C19 -2.5(6) . . . . ?
F1 C17 C18 C19 179.0(4) . . . . ?
C17 C18 C19 C14 3.4(6) . . . . ?
C15 C14 C19 C18 -1.9(5) . . . . ?
N2 C14 C19 C18 178.9(3) . . . . ?
C10 C11 C20 C25 -34.5(4) . . . . ?
N2 C11 C20 C25 148.3(3) . . . . ?
C10 C11 C20 C21 144.7(3) . . . . ?
N2 C11 C20 C21 -32.4(4) . . . . ?
C25 C20 C21 C22 1.8(5) . . . . ?
C11 C20 C21 C22 -177.5(3) . . . . ?
C20 C21 C22 C23 -1.1(5) . . . . ?
C21 C22 C23 O3 -178.6(3) . . . . ?
C21 C22 C23 C24 0.0(5) . . . . ?
O3 C23 C24 C25 178.9(3) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C23 C24 C25 C20 0.6(5) . . . . ?
C21 C20 C25 C24 -1.5(5) . . . . ?
C11 C20 C25 C24 177.7(3) . . . . ?
C8 C9 N1 C5 3.1(4) . . . . ?
C4 C5 N1 C9 177.3(3) . . . . ?
C6 C5 N1 C9 -0.9(4) . . . . ?
C10 C11 N2 C14 121.4(3) . . . . ?
C20 C11 N2 C14 -61.3(3) . . . . ?
C10 C11 N2 C12 -25.2(4) . . . . ?
C20 C11 N2 C12 152.1(2) . . . . ?
C19 C14 N2 C11 -23.0(4) . . . . ?
C15 C14 N2 C11 157.7(2) . . . . ?
C19 C14 N2 C12 122.5(3) . . . . ?
C15 C14 N2 C12 -56.7(3) . . . . ?
C8 C12 N2 C11 45.5(3) . . . . ?
C13 C12 N2 C11 -74.8(3) . . . . ?
C8 C12 N2 C14 -100.9(3) . . . . ?
C13 C12 N2 C14 138.8(2) . . . . ?
C12 C13 N3 O1 -59.2(4) . . . . ?
C12 C13 N3 O2 119.4(3) . . . . ?
C22 C23 O3 C26 -0.3(5) . . . . ?
C24 C23 O3 C26 -178.9(3) . . . . ?

_refine_diff_density_max         0.651
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.060

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_va371_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 2471837'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2025-07-11 deposited with the CCDC.	2025-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H17 F N2 O2'
_chemical_formula_sum            'C25 H17 F N2 O2'
_chemical_formula_weight         396.40

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   20.0110(11)
_cell_length_b                   12.3985(6)
_cell_length_c                   8.1582(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.684(2)
_cell_angle_gamma                90
_cell_volume                     2021.88(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    6647
_cell_measurement_theta_min      2.6175
_cell_measurement_theta_max      26.051

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7177
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec I\mS 3.0'
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III C14'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            34921
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.618
_diffrn_reflns_theta_max         28.308
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5020
_reflns_number_gt                3441
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX5 (Bruker, 2023)'
_computing_cell_refinement       'SAINT (Bruker, 2019)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0566P)²+0.3640P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5020
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1319
_refine_ls_wR_factor_gt          0.1189
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.53734(7) 0.51933(13) 0.71078(19) 0.0462(4) Uani 1 1 d . . . . .
H1 H 0.510458 0.568986 0.653251 0.055 Uiso 1 1 calc R U . . .
C2 C 0.60539(8) 0.52420(15) 0.7012(2) 0.0554(4) Uani 1 1 d . . . . .
H2 H 0.624460 0.577189 0.637572 0.067 Uiso 1 1 calc R U . . .
C3 C 0.64609(8) 0.45022(17) 0.7862(2) 0.0613(5) Uani 1 1 d . . . . .
H3 H 0.692226 0.453437 0.777479 0.074 Uiso 1 1 calc R U . . .
C4 C 0.61915(8) 0.37296(15) 0.8821(2) 0.0563(4) Uani 1 1 d . . . . .
H4 H 0.647045 0.324850 0.939862 0.068 Uiso 1 1 calc R U . . .
C5 C 0.54921(7) 0.36563(12) 0.89426(18) 0.0442(3) Uani 1 1 d . . . . .
C6 C 0.50766(7) 0.43988(11) 0.80690(17) 0.0385(3) Uani 1 1 d . . . . .
C7 C 0.43658(7) 0.42861(10) 0.81934(17) 0.0368(3) Uani 1 1 d . . . . .
C8 C 0.41396(7) 0.34680(11) 0.91896(17) 0.0386(3) Uani 1 1 d . . . . .
C9 C 0.46081(8) 0.27922(12) 1.0030(2) 0.0489(4) Uani 1 1 d . . . . .
H9 H 0.444214 0.226147 1.070682 0.059 Uiso 1 1 calc R U . . .
C10 C 0.38847(7) 0.49288(11) 0.72955(18) 0.0390(3) Uani 1 1 d . . . . .
H10 H 0.402713 0.549390 0.664851 0.047 Uiso 1 1 calc R U . . .
C11 C 0.32244(7) 0.47249(11) 0.73753(17) 0.0375(3) Uani 1 1 d . . . . .
C12 C 0.34313(7) 0.32780(11) 0.93797(18) 0.0413(3) Uani 1 1 d . . . . .
C13 C 0.22901(7) 0.37732(11) 0.86257(18) 0.0412(3) Uani 1 1 d . . . . .
C14 C 0.19437(8) 0.45125(13) 0.9514(2) 0.0511(4) Uani 1 1 d . . . . .
H14 H 0.216523 0.510467 0.998068 0.061 Uiso 1 1 calc R U . . .
C15 C 0.12646(8) 0.43758(15) 0.9714(2) 0.0606(5) Uani 1 1 d . . . . .
H15 H 0.102316 0.487039 1.030610 0.073 Uiso 1 1 calc R U . . .
C16 C 0.09619(8) 0.34918(16) 0.9013(2) 0.0618(5) Uani 1 1 d . . . . .
C17 C 0.12948(9) 0.27388(15) 0.8144(2) 0.0617(5) Uani 1 1 d . . . . .
H17 H 0.107157 0.214106 0.769973 0.074 Uiso 1 1 calc R U . . .
C18 C 0.19708(8) 0.28832(13) 0.7937(2) 0.0514(4) Uani 1 1 d . . . . .
H18 H 0.220829 0.238579 0.734027 0.062 Uiso 1 1 calc R U . . .
C19 C 0.27169(7) 0.52905(11) 0.63021(18) 0.0391(3) Uani 1 1 d . . . . .
C20 C 0.26328(8) 0.63907(12) 0.6371(2) 0.0495(4) Uani 1 1 d . . . . .
H20 H 0.289887 0.679231 0.711043 0.059 Uiso 1 1 calc R U . . .
C21 C 0.21590(8) 0.69130(13) 0.5360(2) 0.0543(4) Uani 1 1 d . . . . .
H21 H 0.210661 0.765691 0.542397 0.065 Uiso 1 1 calc R U . . .
C22 C 0.17662(7) 0.63172(13) 0.4258(2) 0.0486(4) Uani 1 1 d . . . . .
C23 C 0.18631(8) 0.52194(13) 0.4139(2) 0.0493(4) Uani 1 1 d . . . . .
H23 H 0.160996 0.482310 0.336703 0.059 Uiso 1 1 calc R U . . .
C24 C 0.23282(8) 0.47070(12) 0.51474(19) 0.0451(3) Uani 1 1 d . . . . .
H24 H 0.238554 0.396511 0.506188 0.054 Uiso 1 1 calc R U . . .
C25 C 0.10491(10) 0.78067(17) 0.3539(3) 0.0774(6) Uani 1 1 d . . . . .
H25A H 0.138892 0.830603 0.323763 0.116 Uiso 1 1 calc R U . . .
H25B H 0.096909 0.788836 0.468322 0.116 Uiso 1 1 calc R U . . .
H25C H 0.064361 0.794913 0.289998 0.116 Uiso 1 1 calc R U . . .
N1 N 0.52561(7) 0.28537(11) 0.99329(18) 0.0533(3) Uani 1 1 d . . . . .
N2 N 0.29988(6) 0.39286(9) 0.84222(15) 0.0391(3) Uani 1 1 d . . . . .
O1 O 0.32076(6) 0.26028(9) 1.03070(15) 0.0581(3) Uani 1 1 d . . . . .
O2 O 0.12652(6) 0.67339(10) 0.32354(17) 0.0679(4) Uani 1 1 d . . . . .
F1 F 0.02959(5) 0.33550(12) 0.92095(18) 0.0978(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.369(2) . ?
C1 C6 1.408(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.390(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.364(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.411(2) . ?
C4 H4 0.9300 . ?
C5 N1 1.379(2) . ?
C5 C6 1.411(2) . ?
C6 C7 1.4377(19) . ?
C7 C8 1.3888(19) . ?
C7 C10 1.4256(19) . ?
C8 C9 1.411(2) . ?
C8 C12 1.452(2) . ?
C9 N1 1.305(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.3498(19) . ?
C10 H10 0.9300 . ?
C11 N2 1.3943(17) . ?
C11 C19 1.4854(19) . ?
C12 O1 1.2268(17) . ?
C12 N2 1.3951(18) . ?
C13 C14 1.376(2) . ?
C13 C18 1.381(2) . ?
C13 N2 1.4485(17) . ?
C14 C15 1.387(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.365(3) . ?
C15 H15 0.9300 . ?
C16 F1 1.3605(18) . ?
C16 C17 1.364(3) . ?
C17 C18 1.383(2) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.376(2) . ?
C19 C24 1.395(2) . ?
C20 C21 1.388(2) . ?
C20 H20 0.9300 . ?
C21 C22 1.380(2) . ?
C21 H21 0.9300 . ?
C22 O2 1.3745(18) . ?
C22 C23 1.379(2) . ?
C23 C24 1.369(2) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 O2 1.424(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.63(15) . . ?
C2 C1 H1 119.7 . . ?
C6 C1 H1 119.7 . . ?
C1 C2 C3 120.23(16) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 120.76(15) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.38(16) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
N1 C5 C4 117.12(14) . . ?
N1 C5 C6 123.84(13) . . ?
C4 C5 C6 119.04(15) . . ?
C1 C6 C5 118.95(13) . . ?
C1 C6 C7 123.50(13) . . ?
C5 C6 C7 117.54(13) . . ?
C8 C7 C10 118.57(12) . . ?
C8 C7 C6 117.58(12) . . ?
C10 C7 C6 123.78(13) . . ?
C7 C8 C9 119.39(13) . . ?
C7 C8 C12 121.83(12) . . ?
C9 C8 C12 118.77(13) . . ?
N1 C9 C8 125.10(14) . . ?
N1 C9 H9 117.4 . . ?
C8 C9 H9 117.4 . . ?
C11 C10 C7 120.64(13) . . ?
C11 C10 H10 119.7 . . ?
C7 C10 H10 119.7 . . ?
C10 C11 N2 120.52(12) . . ?
C10 C11 C19 121.80(12) . . ?
N2 C11 C19 117.60(12) . . ?
O1 C12 N2 120.34(13) . . ?
O1 C12 C8 124.24(13) . . ?
N2 C12 C8 115.42(12) . . ?
C14 C13 C18 120.77(14) . . ?
C14 C13 N2 119.47(13) . . ?
C18 C13 N2 119.75(13) . . ?
C13 C14 C15 120.08(16) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 117.84(16) . . ?
C16 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
F1 C16 C17 118.73(17) . . ?
F1 C16 C15 117.94(17) . . ?
C17 C16 C15 123.32(16) . . ?
C16 C17 C18 118.61(16) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C13 C18 C17 119.36(16) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C20 C19 C24 118.45(13) . . ?
C20 C19 C11 121.69(13) . . ?
C24 C19 C11 119.82(12) . . ?
C19 C20 C21 121.31(15) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 119.33(15) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
O2 C22 C23 115.43(15) . . ?
O2 C22 C21 124.81(15) . . ?
C23 C22 C21 119.76(14) . . ?
C24 C23 C22 120.64(15) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C19 120.45(14) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
O2 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C9 N1 C5 116.51(13) . . ?
C11 N2 C12 122.84(11) . . ?
C11 N2 C13 120.74(11) . . ?
C12 N2 C13 116.35(11) . . ?
C22 O2 C25 117.68(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.2(2) . . . . ?
C1 C2 C3 C4 -1.0(3) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C3 C4 C5 N1 179.86(15) . . . . ?
C3 C4 C5 C6 -0.5(2) . . . . ?
C2 C1 C6 C5 0.4(2) . . . . ?
C2 C1 C6 C7 -178.48(14) . . . . ?
N1 C5 C6 C1 179.31(14) . . . . ?
C4 C5 C6 C1 -0.3(2) . . . . ?
N1 C5 C6 C7 -1.7(2) . . . . ?
C4 C5 C6 C7 178.71(13) . . . . ?
C1 C6 C7 C8 -179.85(13) . . . . ?
C5 C6 C7 C8 1.23(18) . . . . ?
C1 C6 C7 C10 3.3(2) . . . . ?
C5 C6 C7 C10 -175.61(13) . . . . ?
C10 C7 C8 C9 177.17(13) . . . . ?
C6 C7 C8 C9 0.2(2) . . . . ?
C10 C7 C8 C12 -2.1(2) . . . . ?
C6 C7 C8 C12 -179.15(12) . . . . ?
C7 C8 C9 N1 -1.4(2) . . . . ?
C12 C8 C9 N1 177.98(15) . . . . ?
C8 C7 C10 C11 -1.9(2) . . . . ?
C6 C7 C10 C11 174.87(13) . . . . ?
C7 C10 C11 N2 4.3(2) . . . . ?
C7 C10 C11 C19 -172.40(13) . . . . ?
C7 C8 C12 O1 -176.16(14) . . . . ?
C9 C8 C12 O1 4.5(2) . . . . ?
C7 C8 C12 N2 3.7(2) . . . . ?
C9 C8 C12 N2 -175.66(13) . . . . ?
C18 C13 C14 C15 -0.6(2) . . . . ?
N2 C13 C14 C15 179.78(14) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 F1 179.90(16) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
F1 C16 C17 C18 179.61(16) . . . . ?
C15 C16 C17 C18 -1.0(3) . . . . ?
C14 C13 C18 C17 0.1(2) . . . . ?
N2 C13 C18 C17 179.72(14) . . . . ?
C16 C17 C18 C13 0.7(3) . . . . ?
C10 C11 C19 C20 -62.1(2) . . . . ?
N2 C11 C19 C20 121.13(15) . . . . ?
C10 C11 C19 C24 115.58(16) . . . . ?
N2 C11 C19 C24 -61.22(18) . . . . ?
C24 C19 C20 C21 2.1(2) . . . . ?
C11 C19 C20 C21 179.77(15) . . . . ?
C19 C20 C21 C22 -0.3(3) . . . . ?
C20 C21 C22 O2 177.55(15) . . . . ?
C20 C21 C22 C23 -2.0(2) . . . . ?
O2 C22 C23 C24 -177.13(14) . . . . ?
C21 C22 C23 C24 2.5(2) . . . . ?
C22 C23 C24 C19 -0.6(2) . . . . ?
C20 C19 C24 C23 -1.6(2) . . . . ?
C11 C19 C24 C23 -179.37(13) . . . . ?
C8 C9 N1 C5 0.9(2) . . . . ?
C4 C5 N1 C9 -179.78(14) . . . . ?
C6 C5 N1 C9 0.6(2) . . . . ?
C10 C11 N2 C12 -2.6(2) . . . . ?
C19 C11 N2 C12 174.20(12) . . . . ?
C10 C11 N2 C13 174.29(13) . . . . ?
C19 C11 N2 C13 -8.87(19) . . . . ?
O1 C12 N2 C11 178.52(14) . . . . ?
C8 C12 N2 C11 -1.30(19) . . . . ?
O1 C12 N2 C13 1.5(2) . . . . ?
C8 C12 N2 C13 -178.36(12) . . . . ?
C14 C13 N2 C11 -73.29(18) . . . . ?
C18 C13 N2 C11 107.13(16) . . . . ?
C14 C13 N2 C12 103.83(16) . . . . ?
C18 C13 N2 C12 -75.75(17) . . . . ?
C23 C22 O2 C25 167.12(16) . . . . ?
C21 C22 O2 C25 -12.5(2) . . . . ?

_refine_diff_density_max         0.153
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.036



