# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_ANC-5
_database_code_depnum_ccdc_archive 'CCDC 2342616'
loop_
_audit_author_name
_audit_author_address
'Dr Adinarayana Nandikolla'
;BITS Pilani Hyderabad campus
India
;
_audit_update_record             
;
2024-03-22 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;
_audit_creation_date             2024-03-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ANC-5
_chemical_formula_moiety         'C21 H19 F N6 O'
_chemical_formula_sum            'C21 H19 F N6 O'
_chemical_formula_weight         390.42
_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'
F F 0.0727 0.0534 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.03380(10)
_cell_length_b                   7.3549(2)
_cell_length_c                   20.9236(5)
_cell_angle_alpha                85.352(2)
_cell_angle_beta                 88.350(2)
_cell_angle_gamma                73.647(2)
_cell_volume                     888.04(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5473
_cell_measurement_temperature    126
_cell_measurement_theta_max      79.3530
_cell_measurement_theta_min      4.2280
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.920
_exptl_absorpt_coefficient_mu    0.842
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_preparation       '10% MeOH in DCM'
_exptl_crystal_recrystallization_method Cu
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9099
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.758
_diffrn_reflns_theta_min         4.240
_diffrn_ambient_temperature      126
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -77.00 -19.00   0.50    0.75    --    0.00 -37.00  60.00  116
  2  ω    -57.00 -27.00   0.50    0.75    --    0.00 -37.00 120.00   60
  3  ω    -21.00  14.00   0.50    0.75    --    0.00 -37.00 120.00   70
  4  ω    -18.00  42.00   0.50    0.75    --    0.00  37.00  30.00  120
  5  ω     46.00  87.00   0.50    0.75    --    0.00  37.00  30.00   82
  6  ω      4.00  29.00   0.50    0.75    --    0.00 -77.00-180.00   50
  7  ω     89.00 115.00   0.50    2.50    --  107.20 -82.00 -30.00   52
  8  ω     26.00 139.00   0.50    2.50    --  107.20 -82.00-120.00  226
  9  ω     18.00 113.00   0.50    2.50    --  107.20 -61.00 120.00  190
 10  ω     29.00  55.00   0.50    2.50    --  107.20 -82.00  60.00   52
 11  ω     96.00 136.00   0.50    2.50    --  107.20 -82.00-180.00   80
 12  ω    113.00 194.00   0.50    2.50    --  107.20  30.00 -30.00  162
 13  ω     29.00 119.00   0.50    2.50    --  107.20 -30.00-120.00  180
 14  ω     21.00 111.00   0.50    2.50    --  107.20 -45.00-150.00  180
 15  ω     19.00 118.00   0.50    2.50    --  107.20 -45.00   0.00  198
 16  ω    107.00 134.00   0.50    2.50    --  107.20 -82.00  30.00   54
 17  ω     28.00  95.00   0.50    2.50    --  107.20 -82.00  30.00  134
 18  ω     86.00 137.00   0.50    2.50    --  107.20 -82.00 -90.00  102
 19  ω     80.00 105.00   0.50    2.50    --  107.20 -82.00-150.00   50
 20  ω    108.00 134.00   0.50    2.50    --  107.20 -82.00   0.00   52
 21  ω     23.00 112.00   0.50    2.50    --  107.20 -82.00 120.00  178
 22  ω     85.00 110.00   0.50    2.50    --  107.20 -82.00  60.00   50
 23  ω     56.00 170.00   0.50    2.50    --  107.20   0.00  90.00  228
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0740267000
_diffrn_orient_matrix_UB_12      -0.1892595000
_diffrn_orient_matrix_UB_13      0.0416823000
_diffrn_orient_matrix_UB_21      -0.0197998000
_diffrn_orient_matrix_UB_22      0.1100423000
_diffrn_orient_matrix_UB_23      0.0604766000
_diffrn_orient_matrix_UB_31      -0.2548206000
_diffrn_orient_matrix_UB_32      0.0005391000
_diffrn_orient_matrix_UB_33      0.0078926000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_diffrn_special_details          Cu
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3350
_reflns_number_total             3744
_reflns_odcompleteness_completeness 99.31
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3744
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0461
_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)+(0.0625P)²+0.3180P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1299
_refine_ls_wR_factor_ref         0.1328
_refine_special_details          Cu
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 N6(H6), C1(H1), C2(H2), C3(H3), C6(H6A), C17(H17), C18(H18), C19(H19), C20(H20)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.01356(18) 0.84487(15) 0.70886(5) 0.0421(3) Uani 1 1 d . . . . .
O1 O 0.97843(17) 0.63425(16) 0.41891(5) 0.0321(3) Uani 1 1 d . . . . .
N1 N 0.2455(2) 0.36013(19) 0.16705(6) 0.0315(3) Uani 1 1 d . . . . .
N2 N 0.4461(2) 0.57626(18) 0.18093(6) 0.0263(3) Uani 1 1 d . . . . .
N3 N 1.0280(3) 0.8013(2) 0.06308(7) 0.0409(3) Uani 1 1 d . . . . .
N4 N 0.6389(2) 0.79866(18) 0.20033(6) 0.0258(3) Uani 1 1 d . . . . .
N5 N 0.72816(19) 0.72812(18) 0.33562(6) 0.0254(3) Uani 1 1 d . . . . .
N6 N 0.6493(2) 0.7145(2) 0.51026(6) 0.0313(3) Uani 1 1 d . . . . .
H6 H 0.797617 0.680222 0.519223 0.038 Uiso 1 1 calc R U . . .
C1 C 0.2146(3) 0.2205(2) 0.13534(8) 0.0350(4) Uani 1 1 d . . . . .
H1 H 0.095191 0.166116 0.149922 0.042 Uiso 1 1 calc R U . . .
C2 C 0.3446(3) 0.1468(2) 0.08190(8) 0.0400(4) Uani 1 1 d . . . . .
H2 H 0.314615 0.045270 0.061617 0.048 Uiso 1 1 calc R U . . .
C3 C 0.5162(3) 0.2249(2) 0.05964(8) 0.0386(4) Uani 1 1 d . . . . .
H3 H 0.607175 0.179094 0.023422 0.046 Uiso 1 1 calc R U . . .
C4 C 0.5543(3) 0.3745(2) 0.09172(7) 0.0307(3) Uani 1 1 d . . . . .
C5 C 0.4150(2) 0.4372(2) 0.14574(7) 0.0273(3) Uani 1 1 d . . . . .
C6 C 0.7200(3) 0.4701(2) 0.07237(7) 0.0316(3) Uani 1 1 d . . . . .
H6A H 0.811896 0.436606 0.035193 0.038 Uiso 1 1 calc R U . . .
C7 C 0.7484(2) 0.6119(2) 0.10740(7) 0.0284(3) Uani 1 1 d . . . . .
C8 C 0.6100(2) 0.6580(2) 0.16443(7) 0.0251(3) Uani 1 1 d . . . . .
C9 C 0.9036(3) 0.7185(2) 0.08376(7) 0.0316(3) Uani 1 1 d . . . . .
C10 C 0.8681(2) 0.7859(2) 0.22568(7) 0.0272(3) Uani 1 1 d . . . . .
H10A H 0.877952 0.914877 0.232662 0.033 Uiso 1 1 calc R U . . .
H10B H 0.988271 0.731035 0.193949 0.033 Uiso 1 1 calc R U . . .
C11 C 0.4595(2) 0.8760(2) 0.24726(7) 0.0261(3) Uani 1 1 d . . . . .
H11A H 0.307089 0.880168 0.229874 0.031 Uiso 1 1 calc R U . . .
H11B H 0.458842 1.008068 0.253645 0.031 Uiso 1 1 calc R U . . .
C12 C 0.9126(2) 0.6624(2) 0.28869(7) 0.0273(3) Uani 1 1 d . . . . .
H12A H 0.924133 0.529368 0.280505 0.033 Uiso 1 1 calc R U . . .
H12B H 1.061740 0.665157 0.306530 0.033 Uiso 1 1 calc R U . . .
C13 C 0.4924(2) 0.7611(2) 0.31176(7) 0.0260(3) Uani 1 1 d . . . . .
H13A H 0.380323 0.830033 0.343118 0.031 Uiso 1 1 calc R U . . .
H13B H 0.461545 0.637441 0.307354 0.031 Uiso 1 1 calc R U . . .
C14 C 0.7790(2) 0.6957(2) 0.39908(7) 0.0251(3) Uani 1 1 d . . . . .
C15 C 0.5744(2) 0.7414(2) 0.44493(7) 0.0263(3) Uani 1 1 d . . . . .
H15A H 0.481837 0.874806 0.435558 0.032 Uiso 1 1 calc R U . . .
H15B H 0.474746 0.658181 0.438460 0.032 Uiso 1 1 calc R U . . .
C16 C 0.4866(2) 0.7429(2) 0.55916(7) 0.0259(3) Uani 1 1 d . . . . .
C17 C 0.5594(3) 0.7061(2) 0.62318(7) 0.0283(3) Uani 1 1 d . . . . .
H17 H 0.719535 0.657844 0.632289 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2487(3) 0.8131(2) 0.54713(7) 0.0292(3) Uani 1 1 d . . . . .
H18 H 0.195099 0.836403 0.504166 0.035 Uiso 1 1 calc R U . . .
C19 C 0.0910(3) 0.8487(2) 0.59746(8) 0.0318(3) Uani 1 1 d . . . . .
H19 H -0.069579 0.898099 0.589143 0.038 Uiso 1 1 calc R U . . .
C20 C 0.4020(3) 0.7389(2) 0.67322(7) 0.0307(3) Uani 1 1 d . . . . .
H20 H 0.452655 0.711848 0.716422 0.037 Uiso 1 1 calc R U . . .
C21 C 0.1700(3) 0.8117(2) 0.65936(7) 0.0312(3) 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
F1 C21 1.3704(17) . ?
O1 C14 1.2315(18) . ?
N1 C1 1.324(2) . ?
N1 C5 1.351(2) . ?
N2 C5 1.3642(19) . ?
N2 C8 1.3191(19) . ?
N3 C9 1.148(2) . ?
N4 C8 1.3785(19) . ?
N4 C10 1.4707(17) . ?
N4 C11 1.4639(18) . ?
N5 C12 1.4654(18) . ?
N5 C13 1.4694(17) . ?
N5 C14 1.3582(18) . ?
N6 H6 0.8800 . ?
N6 C15 1.4328(18) . ?
N6 C16 1.3841(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.403(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.371(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.409(2) . ?
C4 C5 1.417(2) . ?
C4 C6 1.409(2) . ?
C6 H6A 0.9500 . ?
C6 C7 1.373(2) . ?
C7 C8 1.444(2) . ?
C7 C9 1.435(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C12 1.524(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C13 1.520(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.5190(19) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.403(2) . ?
C16 C18 1.405(2) . ?
C17 H17 0.9500 . ?
C17 C20 1.382(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(2) . ?
C19 H19 0.9500 . ?
C19 C21 1.373(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.381(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C5 117.02(14) . . ?
C8 N2 C5 119.60(12) . . ?
C8 N4 C10 119.95(12) . . ?
C8 N4 C11 118.01(11) . . ?
C11 N4 C10 110.12(11) . . ?
C12 N5 C13 115.18(11) . . ?
C14 N5 C12 118.93(11) . . ?
C14 N5 C13 122.22(11) . . ?
C15 N6 H6 120.3 . . ?
C16 N6 H6 120.3 . . ?
C16 N6 C15 119.49(12) . . ?
N1 C1 H1 117.5 . . ?
N1 C1 C2 125.06(15) . . ?
C2 C1 H1 117.5 . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.39(15) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.50(16) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C5 118.71(15) . . ?
C6 C4 C3 123.89(15) . . ?
C6 C4 C5 117.38(14) . . ?
N1 C5 N2 115.17(13) . . ?
N1 C5 C4 122.33(14) . . ?
N2 C5 C4 122.49(13) . . ?
C4 C6 H6A 120.1 . . ?
C7 C6 C4 119.82(14) . . ?
C7 C6 H6A 120.1 . . ?
C6 C7 C8 119.14(13) . . ?
C6 C7 C9 118.81(13) . . ?
C9 C7 C8 121.91(14) . . ?
N2 C8 N4 118.96(12) . . ?
N2 C8 C7 121.32(13) . . ?
N4 C8 C7 119.59(13) . . ?
N3 C9 C7 177.89(16) . . ?
N4 C10 H10A 109.4 . . ?
N4 C10 H10B 109.4 . . ?
N4 C10 C12 110.99(11) . . ?
H10A C10 H10B 108.0 . . ?
C12 C10 H10A 109.4 . . ?
C12 C10 H10B 109.4 . . ?
N4 C11 H11A 108.9 . . ?
N4 C11 H11B 108.9 . . ?
N4 C11 C13 113.21(11) . . ?
H11A C11 H11B 107.7 . . ?
C13 C11 H11A 108.9 . . ?
C13 C11 H11B 108.9 . . ?
N5 C12 C10 111.62(11) . . ?
N5 C12 H12A 109.3 . . ?
N5 C12 H12B 109.3 . . ?
C10 C12 H12A 109.3 . . ?
C10 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
N5 C13 C11 111.17(11) . . ?
N5 C13 H13A 109.4 . . ?
N5 C13 H13B 109.4 . . ?
C11 C13 H13A 109.4 . . ?
C11 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
O1 C14 N5 122.60(13) . . ?
O1 C14 C15 121.35(13) . . ?
N5 C14 C15 116.05(12) . . ?
N6 C15 C14 111.13(12) . . ?
N6 C15 H15A 109.4 . . ?
N6 C15 H15B 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
N6 C16 C17 119.58(13) . . ?
N6 C16 C18 122.20(13) . . ?
C17 C16 C18 118.19(13) . . ?
C16 C17 H17 119.4 . . ?
C20 C17 C16 121.11(14) . . ?
C20 C17 H17 119.4 . . ?
C16 C18 H18 119.7 . . ?
C19 C18 C16 120.62(14) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.4 . . ?
C21 C19 C18 119.22(14) . . ?
C21 C19 H19 120.4 . . ?
C17 C20 H20 120.6 . . ?
C21 C20 C17 118.89(14) . . ?
C21 C20 H20 120.6 . . ?
F1 C21 C19 119.01(14) . . ?
F1 C21 C20 119.04(14) . . ?
C19 C21 C20 121.94(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C14 C15 N6 3.6(2) . . . . ?
N1 C1 C2 C3 -0.7(3) . . . . ?
N4 C10 C12 N5 -54.17(16) . . . . ?
N4 C11 C13 N5 50.83(16) . . . . ?
N5 C14 C15 N6 -175.93(12) . . . . ?
N6 C16 C17 C20 177.82(13) . . . . ?
N6 C16 C18 C19 -176.78(14) . . . . ?
C1 N1 C5 N2 -177.97(12) . . . . ?
C1 N1 C5 C4 0.4(2) . . . . ?
C1 C2 C3 C4 0.4(2) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C2 C3 C4 C6 -177.96(15) . . . . ?
C3 C4 C5 N1 -0.8(2) . . . . ?
C3 C4 C5 N2 177.52(13) . . . . ?
C3 C4 C6 C7 -178.68(14) . . . . ?
C4 C6 C7 C8 1.2(2) . . . . ?
C4 C6 C7 C9 -174.64(13) . . . . ?
C5 N1 C1 C2 0.3(2) . . . . ?
C5 N2 C8 N4 179.82(12) . . . . ?
C5 N2 C8 C7 4.0(2) . . . . ?
C5 C4 C6 C7 3.0(2) . . . . ?
C6 C4 C5 N1 177.63(13) . . . . ?
C6 C4 C5 N2 -4.1(2) . . . . ?
C6 C7 C8 N2 -4.9(2) . . . . ?
C6 C7 C8 N4 179.27(13) . . . . ?
C8 N2 C5 N1 178.96(12) . . . . ?
C8 N2 C5 C4 0.5(2) . . . . ?
C8 N4 C10 C12 -84.04(16) . . . . ?
C8 N4 C11 C13 85.78(15) . . . . ?
C9 C7 C8 N2 170.80(13) . . . . ?
C9 C7 C8 N4 -5.0(2) . . . . ?
C10 N4 C8 N2 127.55(14) . . . . ?
C10 N4 C8 C7 -56.52(18) . . . . ?
C10 N4 C11 C13 -57.07(15) . . . . ?
C11 N4 C8 N2 -11.57(19) . . . . ?
C11 N4 C8 C7 164.36(12) . . . . ?
C11 N4 C10 C12 57.99(15) . . . . ?
C12 N5 C13 C11 -47.18(16) . . . . ?
C12 N5 C14 O1 9.1(2) . . . . ?
C12 N5 C14 C15 -171.42(12) . . . . ?
C13 N5 C12 C10 49.46(16) . . . . ?
C13 N5 C14 O1 166.40(14) . . . . ?
C13 N5 C14 C15 -14.1(2) . . . . ?
C14 N5 C12 C10 -151.66(13) . . . . ?
C14 N5 C13 C11 154.70(13) . . . . ?
C15 N6 C16 C17 176.35(13) . . . . ?
C15 N6 C16 C18 -5.5(2) . . . . ?
C16 N6 C15 C14 -177.76(12) . . . . ?
C16 C17 C20 C21 -0.9(2) . . . . ?
C16 C18 C19 C21 -1.0(2) . . . . ?
C17 C16 C18 C19 1.4(2) . . . . ?
C17 C20 C21 F1 -179.82(13) . . . . ?
C17 C20 C21 C19 1.3(2) . . . . ?
C18 C16 C17 C20 -0.4(2) . . . . ?
C18 C19 C21 F1 -179.22(13) . . . . ?
C18 C19 C21 C20 -0.3(2) . . . . ?

_olex2_submission_original_sample_id NCF
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.095
_oxdiff_exptl_absorpt_empirical_full_min 0.754
