# 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_KB1515_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2370668'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-15 deposited with the CCDC.	2025-04-02 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         'C18 H18 F3 N3 O'
_chemical_formula_sum            'C18 H18 F3 N3 O'
_chemical_formula_weight         349.35

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.854(7)
_cell_length_b                   8.493(4)
_cell_length_c                   26.645(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.786(5)
_cell_angle_gamma                90
_cell_volume                     3512(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    4462
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      21.2505

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.106
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6316
_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                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20441
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.383
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6164
_reflns_number_gt                2720
_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_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)+(0.1397P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6164
_refine_ls_number_parameters     550
_refine_ls_number_restraints     260
_refine_ls_R_factor_all          0.1615
_refine_ls_R_factor_gt           0.0763
_refine_ls_wR_factor_ref         0.2698
_refine_ls_wR_factor_gt          0.2163
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.070
_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
C2A C 0.8709(3) 0.6021(6) 0.4390(2) 0.1016(15) Uani 1 1 d D . . . .
C3A C 0.8129(3) 0.4935(7) 0.41384(19) 0.1075(16) Uani 1 1 d . . . . .
H3AA H 0.792076 0.502801 0.378711 0.129 Uiso 1 1 calc R U . . .
C4A C 0.7851(3) 0.3699(6) 0.44067(17) 0.0923(13) Uani 1 1 d . . . . .
H4A H 0.746273 0.296386 0.423405 0.111 Uiso 1 1 calc R U . . .
C5A C 0.8153(2) 0.3562(5) 0.49313(16) 0.0761(11) Uani 1 1 d . . . . .
C6A C 0.8745(2) 0.4652(6) 0.51793(17) 0.0838(12) Uani 1 1 d . . . . .
H6A H 0.896469 0.456522 0.552958 0.101 Uiso 1 1 calc R U . . .
C7A C 0.9009(3) 0.5881(6) 0.4899(2) 0.0989(14) Uani 1 1 d . . . . .
H7A H 0.939994 0.661863 0.506680 0.119 Uiso 1 1 calc R U . . .
C8A C 0.7844(2) 0.2258(5) 0.52444(16) 0.0785(12) Uani 1 1 d . . . . .
H8A H 0.826956 0.219291 0.556715 0.094 Uiso 1 1 calc R U . A 1
C9A C 0.6940(2) 0.4122(5) 0.56395(13) 0.0720(11) Uani 1 1 d . . . . .
H9AA H 0.751365 0.448443 0.579686 0.086 Uiso 1 1 calc R U . . .
H9AB H 0.659933 0.404773 0.590213 0.086 Uiso 1 1 calc R U . . .
C10A C 0.6522(2) 0.5243(5) 0.52192(13) 0.0682(10) Uani 1 1 d . . . . .
H10A H 0.614283 0.597910 0.534236 0.082 Uiso 1 1 calc R U . . .
H10B H 0.695150 0.582641 0.508302 0.082 Uiso 1 1 calc R U . . .
C11A C 0.6023(2) 0.4143(5) 0.48228(14) 0.0679(10) Uani 1 1 d . . . . .
C14A C 0.8327(3) -0.1248(6) 0.57356(19) 0.0895(13) Uani 1 1 d . . . . .
C15A C 0.9198(3) -0.0891(6) 0.5788(2) 0.1123(16) Uani 1 1 d . . . . .
H15A H 0.937123 -0.017032 0.556668 0.135 Uiso 1 1 calc R U . . .
C16A C 0.9800(3) -0.1590(8) 0.6162(2) 0.129(2) Uani 1 1 d . . . . .
H16A H 1.037557 -0.130197 0.619767 0.155 Uiso 1 1 calc R U . . .
C17A C 0.9578(4) -0.2720(8) 0.6489(2) 0.129(2) Uani 1 1 d . . . . .
H17A H 0.999666 -0.323722 0.672769 0.155 Uiso 1 1 calc R U . . .
C18A C 0.8712(4) -0.3047(7) 0.6448(2) 0.1171(17) Uani 1 1 d . . . . .
H18A H 0.854119 -0.375748 0.667405 0.141 Uiso 1 1 calc R U . . .
C19A C 0.8100(3) -0.2335(6) 0.60780(19) 0.0967(14) Uani 1 1 d . . . . .
H19A H 0.752168 -0.258306 0.605497 0.116 Uiso 1 1 calc R U . . .
N1A N 0.69854(17) 0.2558(4) 0.53886(11) 0.0682(9) Uani 1 1 d . . . . .
N2A N 0.63138(19) 0.2680(4) 0.49429(12) 0.0699(9) Uani 1 1 d D . . . .
H1N H 0.606(2) 0.178(3) 0.4825(14) 0.092(14) Uiso 1 1 d D . . . .
N3A N 0.7693(3) -0.0643(5) 0.53347(18) 0.1103(13) Uani 1 1 d D . . . .
H2N H 0.770(19) -0.12(3) 0.506(7) 1.3(4) Uiso 1 1 d D . . . .
O1A O 0.54348(16) 0.4499(3) 0.44557(10) 0.0815(8) Uani 1 1 d . . . . .
C1A C 0.9015(9) 0.7397(15) 0.4133(5) 0.151(3) Uani 0.594(5) 1 d D U P B 1
F1A F 0.8369(4) 0.8318(10) 0.3910(4) 0.161(3) Uani 0.594(5) 1 d D U P B 1
F2A F 0.9524(5) 0.8416(9) 0.4469(3) 0.167(2) Uani 0.594(5) 1 d D U P B 1
F3A F 0.9464(6) 0.6908(11) 0.3790(3) 0.162(3) Uani 0.594(5) 1 d D U P B 1
C12A C 0.7779(17) 0.055(5) 0.5003(15) 0.088(5) Uani 0.594(5) 1 d . U P B 1
H12E H 0.728898 0.051582 0.471796 0.106 Uiso 0.594(5) 1 calc R U P B 1
H12F H 0.829201 0.035087 0.486743 0.106 Uiso 0.594(5) 1 calc R U P B 1
C1D C 0.8963(11) 0.723(2) 0.4050(7) 0.155(3) Uani 0.406(5) 1 d D U P B 2
F1D F 0.8809(9) 0.8690(14) 0.4201(5) 0.165(3) Uani 0.406(5) 1 d D U P B 2
F2D F 0.9812(6) 0.7323(17) 0.4059(6) 0.153(3) Uani 0.406(5) 1 d D U P B 2
F3D F 0.8550(7) 0.7312(14) 0.3544(4) 0.170(3) Uani 0.406(5) 1 d D U P B 2
C12D C 0.796(3) 0.080(8) 0.503(2) 0.096(7) Uani 0.406(5) 1 d . U P B 2
H12A H 0.855556 0.068521 0.500484 0.116 Uiso 0.406(5) 1 calc R U P B 2
H12B H 0.761405 0.077224 0.468072 0.116 Uiso 0.406(5) 1 calc R U P B 2
C2B C 0.6494(4) 1.1208(6) 0.2875(2) 0.0973(14) Uani 1 1 d D . . . .
C3B C 0.6816(3) 1.0136(7) 0.32445(19) 0.0976(14) Uani 1 1 d . . . . .
H3B H 0.738199 1.021814 0.342489 0.117 Uiso 1 1 calc R U . . .
C4B C 0.6292(3) 0.8917(6) 0.33499(16) 0.0877(13) Uani 1 1 d . . . . .
H4B H 0.652081 0.816756 0.359472 0.105 Uiso 1 1 calc R U . . .
C5B C 0.5437(2) 0.8792(5) 0.30984(14) 0.0730(11) Uani 1 1 d . . . . .
C6B C 0.5121(3) 0.9919(6) 0.27324(14) 0.0840(12) Uani 1 1 d . . . . .
H6B H 0.454974 0.986995 0.255959 0.101 Uiso 1 1 calc R U . . .
C7B C 0.5646(4) 1.1123(6) 0.26196(17) 0.1024(15) Uani 1 1 d . . . . .
H7B H 0.542673 1.186934 0.237204 0.123 Uiso 1 1 calc R U . . .
C8B C 0.4850(3) 0.7477(5) 0.32066(14) 0.0773(11) Uani 1 1 d . . . . .
H8B H 0.435755 0.746715 0.291664 0.093 Uiso 1 1 calc R U . . .
C9B C 0.4038(2) 0.9216(5) 0.36959(14) 0.0710(11) Uani 1 1 d . . . . .
H9BA H 0.353379 0.909264 0.384604 0.085 Uiso 1 1 calc R U . . .
H9BB H 0.385792 0.964158 0.335296 0.085 Uiso 1 1 calc R U . . .
C10B C 0.4692(2) 1.0307(5) 0.40248(13) 0.0706(10) Uani 1 1 d . . . . .
H10C H 0.499300 1.094339 0.381506 0.085 Uiso 1 1 calc R U . . .
H10D H 0.441830 1.099185 0.423512 0.085 Uiso 1 1 calc R U . . .
C11B C 0.5296(2) 0.9149(5) 0.43501(14) 0.0653(10) Uani 1 1 d . . . . .
C12B C 0.5267(3) 0.5884(6) 0.32123(18) 0.0990(14) Uani 1 1 d . . . . .
H12C H 0.547927 0.576014 0.289813 0.119 Uiso 1 1 calc R U . . .
H12D H 0.575995 0.584903 0.349557 0.119 Uiso 1 1 calc R U . . .
C14B C 0.4076(3) 0.3957(5) 0.28653(17) 0.0849(12) Uani 1 1 d . . . . .
C15B C 0.4042(3) 0.4264(6) 0.23533(19) 0.1005(15) Uani 1 1 d . . . . .
H15B H 0.442886 0.497827 0.226127 0.121 Uiso 1 1 calc R U . . .
C16B C 0.3451(4) 0.3537(8) 0.1978(2) 0.1191(18) Uani 1 1 d . . . . .
H16B H 0.343848 0.377616 0.163545 0.143 Uiso 1 1 calc R U . . .
C17B C 0.2877(4) 0.2459(8) 0.2099(3) 0.129(2) Uani 1 1 d . . . . .
H17B H 0.249206 0.194698 0.183979 0.154 Uiso 1 1 calc R U . . .
C18B C 0.2875(3) 0.2141(6) 0.2606(2) 0.1081(16) Uani 1 1 d . . . . .
H18B H 0.248414 0.142859 0.269423 0.130 Uiso 1 1 calc R U . . .
C19B C 0.3462(3) 0.2897(6) 0.29793(19) 0.0935(14) Uani 1 1 d . . . . .
H19B H 0.345172 0.269799 0.332126 0.112 Uiso 1 1 calc R U . . .
N1B N 0.44808(17) 0.7670(4) 0.36792(11) 0.0671(9) Uani 1 1 d . . . . .
N2B N 0.51395(19) 0.7725(4) 0.41339(11) 0.0654(8) Uani 1 1 d D . . . .
H3N H 0.539(2) 0.682(2) 0.4255(13) 0.083(13) Uiso 1 1 d D . . . .
N3B N 0.4706(3) 0.4558(5) 0.32602(17) 0.1037(12) Uani 1 1 d D . . . .
H4N H 0.467(4) 0.446(9) 0.3590(9) 0.20(3) Uiso 1 1 d D . . . .
O1B O 0.58324(16) 0.9448(3) 0.47450(10) 0.0806(8) Uani 1 1 d . . . . .
C1B C 0.7113(9) 1.2343(16) 0.2746(6) 0.156(2) Uani 0.558(5) 1 d D U P C 1
F1B F 0.7862(5) 1.2599(9) 0.3096(3) 0.160(2) Uani 0.558(5) 1 d D U P C 1
F2B F 0.6847(6) 1.3773(11) 0.2694(4) 0.172(2) Uani 0.558(5) 1 d D U P C 1
F3B F 0.7352(5) 1.2058(8) 0.2288(3) 0.149(2) Uani 0.558(5) 1 d D U P C 1
C1E C 0.6956(11) 1.2643(18) 0.2750(7) 0.159(3) Uani 0.442(5) 1 d D U P C 2
F1E F 0.7031(7) 1.3773(12) 0.3126(4) 0.164(3) Uani 0.442(5) 1 d D U P C 2
F2E F 0.6540(7) 1.3583(12) 0.2350(4) 0.152(3) Uani 0.442(5) 1 d D U P C 2
F3E F 0.7723(7) 1.2246(13) 0.2675(6) 0.171(3) Uani 0.442(5) 1 d D U P C 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2A C7A 1.347(6) . ?
C2A C3A 1.377(7) . ?
C2A C1D 1.481(16) . ?
C2A C1A 1.484(13) . ?
C3A C4A 1.391(6) . ?
C4A C5A 1.387(5) . ?
C5A C6A 1.386(5) . ?
C5A C8A 1.526(6) . ?
C6A C7A 1.397(6) . ?
C8A C12D 1.39(6) . ?
C8A N1A 1.510(5) . ?
C8A C12A 1.58(4) . ?
C9A N1A 1.495(5) . ?
C9A C10A 1.516(5) . ?
C10A C11A 1.508(5) . ?
C11A O1A 1.243(4) . ?
C11A N2A 1.342(5) . ?
C14A C15A 1.392(6) . ?
C14A C19A 1.397(6) . ?
C14A N3A 1.407(5) . ?
C15A C16A 1.366(7) . ?
C16A C17A 1.391(8) . ?
C17A C18A 1.384(7) . ?
C18A C19A 1.375(7) . ?
N1A N2A 1.428(4) . ?
N3A C12A 1.37(5) . ?
N3A C12D 1.58(7) . ?
C1A F1A 1.329(13) . ?
C1A F3A 1.335(13) . ?
C1A F2A 1.381(14) . ?
C1D F1D 1.338(17) . ?
C1D F2D 1.343(17) . ?
C1D F3D 1.374(16) . ?
C2B C3B 1.361(6) . ?
C2B C7B 1.378(7) . ?
C2B C1B 1.466(13) . ?
C2B C1E 1.495(15) . ?
C3B C4B 1.391(6) . ?
C4B C5B 1.389(5) . ?
C5B C6B 1.385(6) . ?
C5B C8B 1.518(5) . ?
C6B C7B 1.389(6) . ?
C8B N1B 1.502(5) . ?
C8B C12B 1.505(6) . ?
C9B N1B 1.494(5) . ?
C9B C10B 1.527(5) . ?
C10B C11B 1.515(5) . ?
C11B O1B 1.236(4) . ?
C11B N2B 1.341(5) . ?
C12B N3B 1.456(6) . ?
C14B C15B 1.379(6) . ?
C14B N3B 1.392(6) . ?
C14B C19B 1.404(6) . ?
C15B C16B 1.371(7) . ?
C16B C17B 1.375(8) . ?
C17B C18B 1.380(8) . ?
C18B C19B 1.374(6) . ?
N1B N2B 1.430(4) . ?
C1B F2B 1.285(14) . ?
C1B F1B 1.369(14) . ?
C1B F3B 1.371(14) . ?
C1E F3E 1.316(16) . ?
C1E F1E 1.375(16) . ?
C1E F2E 1.386(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
C7A C2A C3A 119.5(5) . . ?
C7A C2A C1D 126.4(9) . . ?
C3A C2A C1D 114.0(9) . . ?
C7A C2A C1A 116.9(8) . . ?
C3A C2A C1A 123.5(8) . . ?
C2A C3A C4A 120.4(5) . . ?
C5A C4A C3A 120.1(4) . . ?
C6A C5A C4A 119.0(4) . . ?
C6A C5A C8A 119.0(4) . . ?
C4A C5A C8A 121.9(4) . . ?
C5A C6A C7A 119.4(4) . . ?
C2A C7A C6A 121.5(5) . . ?
C12D C8A N1A 116.9(19) . . ?
C12D C8A C5A 110(3) . . ?
N1A C8A C5A 115.0(3) . . ?
N1A C8A C12A 105.7(11) . . ?
C5A C8A C12A 116.5(15) . . ?
N1A C9A C10A 106.4(3) . . ?
C11A C10A C9A 102.5(3) . . ?
O1A C11A N2A 125.4(4) . . ?
O1A C11A C10A 127.1(4) . . ?
N2A C11A C10A 107.5(3) . . ?
C15A C14A C19A 117.5(5) . . ?
C15A C14A N3A 122.5(5) . . ?
C19A C14A N3A 119.8(4) . . ?
C16A C15A C14A 120.7(5) . . ?
C15A C16A C17A 121.9(5) . . ?
C18A C17A C16A 117.7(5) . . ?
C19A C18A C17A 120.8(5) . . ?
C18A C19A C14A 121.4(5) . . ?
N2A N1A C9A 102.2(3) . . ?
N2A N1A C8A 111.0(3) . . ?
C9A N1A C8A 113.0(3) . . ?
C11A N2A N1A 115.3(3) . . ?
C12A N3A C14A 127.6(11) . . ?
C14A N3A C12D 117.0(17) . . ?
F1A C1A F3A 110.3(11) . . ?
F1A C1A F2A 102.5(11) . . ?
F3A C1A F2A 108.4(11) . . ?
F1A C1A C2A 112.1(10) . . ?
F3A C1A C2A 109.9(10) . . ?
F2A C1A C2A 113.4(10) . . ?
N3A C12A C8A 115(2) . . ?
F1D C1D F2D 100.8(15) . . ?
F1D C1D F3D 99.9(14) . . ?
F2D C1D F3D 106.9(14) . . ?
F1D C1D C2A 111.7(13) . . ?
F2D C1D C2A 115.1(13) . . ?
F3D C1D C2A 119.9(13) . . ?
C8A C12D N3A 114(4) . . ?
C3B C2B C7B 120.4(4) . . ?
C3B C2B C1B 116.0(8) . . ?
C7B C2B C1B 123.4(8) . . ?
C3B C2B C1E 125.3(9) . . ?
C7B C2B C1E 113.9(8) . . ?
C2B C3B C4B 119.5(4) . . ?
C5B C4B C3B 121.6(4) . . ?
C6B C5B C4B 117.6(4) . . ?
C6B C5B C8B 119.7(4) . . ?
C4B C5B C8B 122.7(4) . . ?
C5B C6B C7B 121.0(4) . . ?
C2B C7B C6B 119.9(5) . . ?
N1B C8B C12B 109.6(3) . . ?
N1B C8B C5B 116.0(3) . . ?
C12B C8B C5B 112.3(3) . . ?
N1B C9B C10B 106.4(3) . . ?
C11B C10B C9B 102.2(3) . . ?
O1B C11B N2B 125.8(4) . . ?
O1B C11B C10B 126.7(4) . . ?
N2B C11B C10B 107.4(3) . . ?
N3B C12B C8B 115.0(4) . . ?
C15B C14B N3B 123.7(5) . . ?
C15B C14B C19B 116.6(5) . . ?
N3B C14B C19B 119.6(4) . . ?
C16B C15B C14B 121.3(5) . . ?
C15B C16B C17B 121.0(5) . . ?
C16B C17B C18B 119.6(5) . . ?
C19B C18B C17B 118.8(5) . . ?
C18B C19B C14B 122.7(5) . . ?
N2B N1B C9B 102.3(3) . . ?
N2B N1B C8B 111.8(3) . . ?
C9B N1B C8B 112.8(3) . . ?
C11B N2B N1B 115.6(3) . . ?
C14B N3B C12B 125.1(4) . . ?
F2B C1B F1B 98.3(11) . . ?
F2B C1B F3B 102.3(12) . . ?
F1B C1B F3B 106.0(11) . . ?
F2B C1B C2B 115.3(11) . . ?
F1B C1B C2B 118.3(11) . . ?
F3B C1B C2B 114.4(10) . . ?
F3E C1E F1E 110.2(15) . . ?
F3E C1E F2E 109.9(15) . . ?
F1E C1E F2E 96.6(12) . . ?
F3E C1E C2B 109.6(12) . . ?
F1E C1E C2B 112.3(12) . . ?
F2E C1E C2B 117.6(13) . . ?

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
C7A C2A C3A C4A 0.0(7) . . . . ?
C1D C2A C3A C4A 178.1(9) . . . . ?
C1A C2A C3A C4A -178.1(7) . . . . ?
C2A C3A C4A C5A 0.6(7) . . . . ?
C3A C4A C5A C6A -1.3(6) . . . . ?
C3A C4A C5A C8A 178.0(4) . . . . ?
C4A C5A C6A C7A 1.5(6) . . . . ?
C8A C5A C6A C7A -177.9(4) . . . . ?
C3A C2A C7A C6A 0.1(7) . . . . ?
C1D C2A C7A C6A -177.7(10) . . . . ?
C1A C2A C7A C6A 178.3(7) . . . . ?
C5A C6A C7A C2A -0.9(6) . . . . ?
C6A C5A C8A C12D -127(2) . . . . ?
C4A C5A C8A C12D 54(2) . . . . ?
C6A C5A C8A N1A 98.6(4) . . . . ?
C4A C5A C8A N1A -80.7(5) . . . . ?
C6A C5A C8A C12A -136.9(12) . . . . ?
C4A C5A C8A C12A 43.8(13) . . . . ?
N1A C9A C10A C11A 23.7(3) . . . . ?
C9A C10A C11A O1A 164.0(3) . . . . ?
C9A C10A C11A N2A -14.7(4) . . . . ?
C19A C14A C15A C16A 0.1(8) . . . . ?
N3A C14A C15A C16A -175.3(5) . . . . ?
C14A C15A C16A C17A 2.5(9) . . . . ?
C15A C16A C17A C18A -4.2(10) . . . . ?
C16A C17A C18A C19A 3.3(9) . . . . ?
C17A C18A C19A C14A -0.8(8) . . . . ?
C15A C14A C19A C18A -1.0(7) . . . . ?
N3A C14A C19A C18A 174.6(5) . . . . ?
C10A C9A N1A N2A -23.6(3) . . . . ?
C10A C9A N1A C8A 95.8(3) . . . . ?
C12D C8A N1A N2A -68(3) . . . . ?
C5A C8A N1A N2A 62.5(4) . . . . ?
C12A C8A N1A N2A -67.5(16) . . . . ?
C12D C8A N1A C9A 177(3) . . . . ?
C5A C8A N1A C9A -51.7(4) . . . . ?
C12A C8A N1A C9A 178.3(16) . . . . ?
O1A C11A N2A N1A -178.9(3) . . . . ?
C10A C11A N2A N1A -0.2(4) . . . . ?
C9A N1A N2A C11A 15.2(4) . . . . ?
C8A N1A N2A C11A -105.6(4) . . . . ?
C15A C14A N3A C12A -13(2) . . . . ?
C19A C14A N3A C12A 172(2) . . . . ?
C15A C14A N3A C12D -16(3) . . . . ?
C19A C14A N3A C12D 169(3) . . . . ?
C7A C2A C1A F1A -120.1(11) . . . . ?
C3A C2A C1A F1A 58.1(14) . . . . ?
C7A C2A C1A F3A 117.0(10) . . . . ?
C3A C2A C1A F3A -64.9(12) . . . . ?
C7A C2A C1A F2A -4.6(13) . . . . ?
C3A C2A C1A F2A 173.5(8) . . . . ?
C14A N3A C12A C8A -73(2) . . . . ?
N1A C8A C12A N3A -65.0(19) . . . . ?
C5A C8A C12A N3A 165.9(12) . . . . ?
C7A C2A C1D F1D -58.4(17) . . . . ?
C3A C2A C1D F1D 123.6(13) . . . . ?
C7A C2A C1D F2D 55.7(19) . . . . ?
C3A C2A C1D F2D -122.3(15) . . . . ?
C7A C2A C1D F3D -174.6(11) . . . . ?
C3A C2A C1D F3D 7.5(18) . . . . ?
N1A C8A C12D N3A -49(4) . . . . ?
C5A C8A C12D N3A 178(2) . . . . ?
C14A N3A C12D C8A -87(3) . . . . ?
C7B C2B C3B C4B 2.3(7) . . . . ?
C1B C2B C3B C4B -173.1(7) . . . . ?
C1E C2B C3B C4B 174.9(9) . . . . ?
C2B C3B C4B C5B -2.1(7) . . . . ?
C3B C4B C5B C6B 0.7(6) . . . . ?
C3B C4B C5B C8B -179.8(4) . . . . ?
C4B C5B C6B C7B 0.5(6) . . . . ?
C8B C5B C6B C7B -179.0(4) . . . . ?
C3B C2B C7B C6B -1.2(7) . . . . ?
C1B C2B C7B C6B 173.9(8) . . . . ?
C1E C2B C7B C6B -174.6(8) . . . . ?
C5B C6B C7B C2B -0.3(7) . . . . ?
C6B C5B C8B N1B -101.2(4) . . . . ?
C4B C5B C8B N1B 79.3(5) . . . . ?
C6B C5B C8B C12B 131.8(4) . . . . ?
C4B C5B C8B C12B -47.7(5) . . . . ?
N1B C9B C10B C11B -23.7(4) . . . . ?
C9B C10B C11B O1B -164.6(3) . . . . ?
C9B C10B C11B N2B 14.9(4) . . . . ?
N1B C8B C12B N3B 55.8(5) . . . . ?
C5B C8B C12B N3B -173.8(4) . . . . ?
N3B C14B C15B C16B 174.4(5) . . . . ?
C19B C14B C15B C16B -1.5(7) . . . . ?
C14B C15B C16B C17B -0.8(8) . . . . ?
C15B C16B C17B C18B 2.2(8) . . . . ?
C16B C17B C18B C19B -1.1(8) . . . . ?
C17B C18B C19B C14B -1.3(7) . . . . ?
C15B C14B C19B C18B 2.6(7) . . . . ?
N3B C14B C19B C18B -173.5(4) . . . . ?
C10B C9B N1B N2B 23.6(3) . . . . ?
C10B C9B N1B C8B -96.7(3) . . . . ?
C12B C8B N1B N2B 66.7(4) . . . . ?
C5B C8B N1B N2B -61.7(4) . . . . ?
C12B C8B N1B C9B -178.8(3) . . . . ?
C5B C8B N1B C9B 52.9(4) . . . . ?
O1B C11B N2B N1B 179.4(3) . . . . ?
C10B C11B N2B N1B -0.1(4) . . . . ?
C9B N1B N2B C11B -15.1(4) . . . . ?
C8B N1B N2B C11B 105.8(4) . . . . ?
C15B C14B N3B C12B 17.1(7) . . . . ?
C19B C14B N3B C12B -167.0(4) . . . . ?
C8B C12B N3B C14B 77.1(6) . . . . ?
C3B C2B C1B F2B -136.6(11) . . . . ?
C7B C2B C1B F2B 48.1(15) . . . . ?
C3B C2B C1B F1B -20.9(14) . . . . ?
C7B C2B C1B F1B 163.9(9) . . . . ?
C3B C2B C1B F3B 105.1(12) . . . . ?
C7B C2B C1B F3B -70.2(14) . . . . ?
C3B C2B C1E F3E 51.6(18) . . . . ?
C7B C2B C1E F3E -135.3(12) . . . . ?
C3B C2B C1E F1E -71.2(15) . . . . ?
C7B C2B C1E F1E 101.8(13) . . . . ?
C3B C2B C1E F2E 178.0(10) . . . . ?
C7B C2B C1E F2E -8.9(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2A H1N O1B 0.889(10) 2.020(17) 2.869(5) 159(4) 1_545 yes
N2B H3N O1A 0.893(10) 2.039(18) 2.881(5) 157(3) . yes
N3B H4N O1A 0.897(10) 2.38(4) 3.159(5) 145(6) . yes

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.046

