# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_rckr0_drahonovsky_org
_database_code_depnum_ccdc_archive 'CCDC 1902217'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2019-03-10 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H5 F3 N2 O2'
_chemical_formula_sum            'C6 H5 F3 N2 O2'
_chemical_formula_weight         194.12
_chemical_compound_source        'synthesized by the authors'

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   11.7540(4)
_cell_length_b                   13.7040(4)
_cell_length_c                   18.2969(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2947.21(15)
_cell_formula_units_Z            16
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7885
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      27.50

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_F_000             1568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.419
_exptl_crystal_size_mid          0.323
_exptl_crystal_size_min          0.295
_exptl_absorpt_coefficient_mu    0.180
_shelx_estimated_absorpt_T_min   0.929
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9285
_exptl_absorpt_correction_T_max  0.9489
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'NoniusKappa+Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18855
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.857
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6769
_reflns_number_gt                6150
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.787
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    1.000

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0362P)²+0.5357P] 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_abs_structure_details 
;
 Flack x determined using 2466 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.20(19)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         6769
_refine_ls_number_parameters     501
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0728
_refine_ls_wR_factor_gt          0.0701
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
C11 C 0.21185(18) 0.86976(14) 0.00841(11) 0.0163(4) Uani 1 1 d . . . . .
C13 C 0.2889(2) 1.02000(16) -0.00574(13) 0.0239(5) Uani 1 1 d . . . . .
H13 H 0.281167 1.088110 -0.014014 0.029 Uiso 1 1 calc R U . . .
C14 C 0.3966(2) 0.98062(16) 0.00074(13) 0.0252(5) Uani 1 1 d . . . . .
H14 H 0.460716 1.022784 -0.001384 0.030 Uiso 1 1 calc R U . . .
C16 C 0.31994(19) 0.82966(15) 0.01266(13) 0.0226(5) Uani 1 1 d . . . . .
H16 H 0.327901 0.760996 0.017653 0.027 Uiso 1 1 calc R U . . .
C17 C 0.10443(18) 0.80837(14) 0.01638(12) 0.0168(4) Uani 1 1 d . . . . .
C18 C 0.0684(2) 0.80764(17) 0.09744(13) 0.0246(5) Uani 1 1 d . . . . .
C21 C 0.09958(19) 0.83532(15) 0.79067(11) 0.0173(4) Uani 1 1 d . . . . .
C23 C 0.0180(2) 0.68607(17) 0.80104(13) 0.0265(5) Uani 1 1 d . . . . .
H23 H 0.023815 0.617010 0.803579 0.032 Uiso 1 1 calc R U . . .
C24 C -0.0877(2) 0.72891(17) 0.80809(13) 0.0248(5) Uani 1 1 d . . . . .
H24 H -0.152679 0.688466 0.814015 0.030 Uiso 1 1 calc R U . . .
C26 C -0.00655(19) 0.87877(16) 0.79921(12) 0.0215(5) Uani 1 1 d . . . . .
H26 H -0.011777 0.947941 0.799645 0.026 Uiso 1 1 calc R U . . .
C27 C 0.20645(19) 0.89571(15) 0.77916(12) 0.0198(4) Uani 1 1 d . . . . .
C28 C 0.2194(2) 0.92084(18) 0.69764(13) 0.0272(5) Uani 1 1 d . . . . .
C31 C 0.38614(18) 0.36763(15) 0.02613(11) 0.0173(4) Uani 1 1 d . . . . .
C33 C 0.3053(2) 0.51741(16) 0.03385(13) 0.0241(5) Uani 1 1 d . . . . .
H33 H 0.311136 0.586548 0.034271 0.029 Uiso 1 1 calc R U . . .
C34 C 0.1988(2) 0.47506(16) 0.04138(13) 0.0226(5) Uani 1 1 d . . . . .
H34 H 0.134118 0.515880 0.047124 0.027 Uiso 1 1 calc R U . . .
C36 C 0.27977(19) 0.32497(15) 0.03367(12) 0.0201(4) Uani 1 1 d . . . . .
H36 H 0.274008 0.255827 0.033797 0.024 Uiso 1 1 calc R U . . .
C37 C 0.49497(18) 0.30824(14) 0.01874(12) 0.0171(4) Uani 1 1 d . . . . .
C38 C 0.5449(2) 0.29012(16) 0.09572(13) 0.0230(5) Uani 1 1 d . . . . .
C41 C 0.59449(19) 0.07273(16) 0.78054(11) 0.0191(4) Uani 1 1 d . . . . .
C43 C 0.5145(2) 0.22289(17) 0.79289(13) 0.0261(5) Uani 1 1 d . . . . .
H43 H 0.519539 0.292016 0.790626 0.031 Uiso 1 1 calc R U . . .
C44 C 0.4131(2) 0.18037(17) 0.81481(13) 0.0240(5) Uani 1 1 d . . . . .
H44 H 0.350568 0.221014 0.827257 0.029 Uiso 1 1 calc R U . . .
C46 C 0.49294(19) 0.02994(16) 0.80214(12) 0.0224(5) Uani 1 1 d . . . . .
H46 H 0.488246 -0.039142 0.805170 0.027 Uiso 1 1 calc R U . . .
C47 C 0.69968(19) 0.01243(16) 0.76335(12) 0.0212(4) Uani 1 1 d . . . . .
C48 C 0.7071(2) -0.00878(18) 0.68077(14) 0.0290(5) Uani 1 1 d . . . . .
F11 F 0.03894(14) 0.89678(12) 0.12045(8) 0.0382(4) Uani 1 1 d . . . . .
F12 F 0.15272(13) 0.77725(13) 0.14072(8) 0.0419(4) Uani 1 1 d . . . . .
F13 F -0.02019(13) 0.74916(12) 0.10933(8) 0.0364(4) Uani 1 1 d . . . . .
F21 F 0.23679(13) 0.84196(11) 0.65685(8) 0.0357(4) Uani 1 1 d . . . . .
F22 F 0.12650(14) 0.96602(12) 0.67139(8) 0.0411(4) Uani 1 1 d . . . . .
F23 F 0.30768(15) 0.98105(13) 0.68623(9) 0.0456(4) Uani 1 1 d . . . . .
F31 F 0.47594(14) 0.23532(12) 0.13611(8) 0.0396(4) Uani 1 1 d . . . . .
F32 F 0.64485(13) 0.24404(12) 0.09289(8) 0.0373(4) Uani 1 1 d . . . . .
F33 F 0.56152(14) 0.37310(11) 0.13131(9) 0.0409(4) Uani 1 1 d . . . . .
F41 F 0.61571(15) -0.05807(11) 0.65700(9) 0.0416(4) Uani 1 1 d . . . . .
F42 F 0.79892(15) -0.06289(13) 0.66511(9) 0.0484(5) Uani 1 1 d . . . . .
F43 F 0.71461(14) 0.07294(11) 0.64111(8) 0.0366(4) Uani 1 1 d . . . . .
N12 N 0.19541(16) 0.96514(12) -0.00074(10) 0.0199(4) Uani 1 1 d . . . . .
N15 N 0.41326(16) 0.88537(13) 0.00989(12) 0.0247(4) Uani 1 1 d . . . . .
N22 N 0.11233(16) 0.73862(14) 0.79075(10) 0.0224(4) Uani 1 1 d . . . . .
N25 N -0.10113(17) 0.82603(14) 0.80680(11) 0.0226(4) Uani 1 1 d . . . . .
N32 N 0.39955(16) 0.46489(12) 0.02606(10) 0.0205(4) Uani 1 1 d . . . . .
N35 N 0.18493(16) 0.37831(13) 0.04076(10) 0.0215(4) Uani 1 1 d . . . . .
N42 N 0.60513(17) 0.16967(13) 0.77490(11) 0.0231(4) Uani 1 1 d . . . . .
N45 N 0.40128(16) 0.08372(14) 0.81883(11) 0.0242(4) Uani 1 1 d . . . . .
O11 O 0.12706(14) 0.71357(11) -0.00491(10) 0.0245(4) Uani 1 1 d . . . . .
O12 O 0.01371(14) 0.84579(12) -0.02391(9) 0.0229(3) Uani 1 1 d . . . . .
O21 O 0.30530(15) 0.84687(12) 0.80081(10) 0.0264(4) Uani 1 1 d . . . . .
O22 O 0.19451(15) 0.98112(12) 0.81846(10) 0.0268(4) Uani 1 1 d . . . . .
O31 O 0.47092(14) 0.21848(11) -0.01317(9) 0.0206(3) Uani 1 1 d . . . . .
O32 O 0.57760(14) 0.35575(12) -0.02271(10) 0.0242(4) Uani 1 1 d . . . . .
O41 O 0.69130(15) -0.07467(12) 0.80056(10) 0.0256(4) Uani 1 1 d . . . . .
O42 O 0.79934(15) 0.06155(13) 0.78354(10) 0.0245(4) Uani 1 1 d . . . . .
H11 H 0.066(3) 0.683(2) -0.0090(18) 0.050(10) Uiso 1 1 d . . . . .
H12 H 0.014(2) 0.902(2) -0.0234(15) 0.027(7) Uiso 1 1 d . . . . .
H21 H 0.299(4) 0.786(3) 0.793(2) 0.086(14) Uiso 1 1 d . . . . .
H22 H 0.257(3) 1.008(2) 0.8176(16) 0.036(8) Uiso 1 1 d . . . . .
H31 H 0.540(3) 0.194(2) -0.0218(19) 0.056(10) Uiso 1 1 d . . . . .
H32 H 0.573(3) 0.413(2) -0.0174(17) 0.040(9) Uiso 1 1 d . . . . .
H41 H 0.755(3) -0.106(3) 0.8009(19) 0.058(11) Uiso 1 1 d . . . . .
H42 H 0.795(3) 0.114(2) 0.7733(17) 0.038(9) Uiso 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
C11 N12 1.332(3) . ?
C11 C16 1.386(3) . ?
C11 C17 1.524(3) . ?
C13 N12 1.335(3) . ?
C13 C14 1.381(3) . ?
C13 H13 0.9500 . ?
C14 N15 1.331(3) . ?
C14 H14 0.9500 . ?
C16 N15 1.337(3) . ?
C16 H16 0.9500 . ?
C17 O11 1.382(2) . ?
C17 O12 1.394(3) . ?
C17 C18 1.542(3) . ?
C18 F13 1.332(3) . ?
C18 F12 1.335(3) . ?
C18 F11 1.338(3) . ?
C21 N22 1.334(3) . ?
C21 C26 1.391(3) . ?
C21 C27 1.519(3) . ?
C23 N22 1.336(3) . ?
C23 C24 1.380(3) . ?
C23 H23 0.9500 . ?
C24 N25 1.340(3) . ?
C24 H24 0.9500 . ?
C26 N25 1.333(3) . ?
C26 H26 0.9500 . ?
C27 O22 1.381(3) . ?
C27 O21 1.398(3) . ?
C27 C28 1.538(3) . ?
C28 F21 1.329(3) . ?
C28 F23 1.342(3) . ?
C28 F22 1.344(3) . ?
C31 N32 1.342(3) . ?
C31 C36 1.387(3) . ?
C31 C37 1.522(3) . ?
C33 N32 1.328(3) . ?
C33 C34 1.387(3) . ?
C33 H33 0.9500 . ?
C34 N35 1.336(3) . ?
C34 H34 0.9500 . ?
C36 N35 1.339(3) . ?
C36 H36 0.9500 . ?
C37 O31 1.391(2) . ?
C37 O32 1.394(3) . ?
C37 C38 1.546(3) . ?
C38 F33 1.325(3) . ?
C38 F31 1.329(3) . ?
C38 F32 1.335(3) . ?
C41 N42 1.338(3) . ?
C41 C46 1.387(3) . ?
C41 C47 1.520(3) . ?
C43 N42 1.332(3) . ?
C43 C44 1.386(3) . ?
C43 H43 0.9500 . ?
C44 N45 1.334(3) . ?
C44 H44 0.9500 . ?
C46 N45 1.341(3) . ?
C46 H46 0.9500 . ?
C47 O41 1.378(3) . ?
C47 O42 1.401(3) . ?
C47 C48 1.541(3) . ?
C48 F43 1.337(3) . ?
C48 F42 1.340(3) . ?
C48 F41 1.341(3) . ?
O11 H11 0.83(3) . ?
O12 H12 0.77(3) . ?
O21 H21 0.85(4) . ?
O22 H22 0.82(3) . ?
O31 H31 0.90(4) . ?
O32 H32 0.80(3) . ?
O41 H41 0.86(4) . ?
O42 H42 0.74(3) . ?

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
N12 C11 C16 121.9(2) . . ?
N12 C11 C17 115.69(19) . . ?
C16 C11 C17 122.34(18) . . ?
N12 C13 C14 121.93(19) . . ?
N12 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
N15 C14 C13 121.9(2) . . ?
N15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
N15 C16 C11 121.55(19) . . ?
N15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
O11 C17 O12 110.12(17) . . ?
O11 C17 C11 109.41(18) . . ?
O12 C17 C11 112.34(17) . . ?
O11 C17 C18 108.53(17) . . ?
O12 C17 C18 107.51(18) . . ?
C11 C17 C18 108.84(17) . . ?
F13 C18 F12 107.20(19) . . ?
F13 C18 F11 107.20(19) . . ?
F12 C18 F11 106.87(19) . . ?
F13 C18 C17 112.06(18) . . ?
F12 C18 C17 111.63(19) . . ?
F11 C18 C17 111.58(18) . . ?
N22 C21 C26 121.7(2) . . ?
N22 C21 C27 116.7(2) . . ?
C26 C21 C27 121.60(19) . . ?
N22 C23 C24 122.1(2) . . ?
N22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
N25 C24 C23 121.8(2) . . ?
N25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
N25 C26 C21 121.8(2) . . ?
N25 C26 H26 119.1 . . ?
C21 C26 H26 119.1 . . ?
O22 C27 O21 110.04(18) . . ?
O22 C27 C21 107.79(18) . . ?
O21 C27 C21 112.77(17) . . ?
O22 C27 C28 108.98(18) . . ?
O21 C27 C28 107.45(19) . . ?
C21 C27 C28 109.75(18) . . ?
F21 C28 F23 107.1(2) . . ?
F21 C28 F22 107.4(2) . . ?
F23 C28 F22 106.8(2) . . ?
F21 C28 C27 112.18(19) . . ?
F23 C28 C27 111.38(19) . . ?
F22 C28 C27 111.7(2) . . ?
N32 C31 C36 121.6(2) . . ?
N32 C31 C37 115.61(18) . . ?
C36 C31 C37 122.75(18) . . ?
N32 C33 C34 122.45(19) . . ?
N32 C33 H33 118.8 . . ?
C34 C33 H33 118.8 . . ?
N35 C34 C33 121.7(2) . . ?
N35 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?
N35 C36 C31 121.99(19) . . ?
N35 C36 H36 119.0 . . ?
C31 C36 H36 119.0 . . ?
O31 C37 O32 109.05(17) . . ?
O31 C37 C31 109.84(17) . . ?
O32 C37 C31 112.59(17) . . ?
O31 C37 C38 108.53(16) . . ?
O32 C37 C38 107.84(18) . . ?
C31 C37 C38 108.90(17) . . ?
F33 C38 F31 107.5(2) . . ?
F33 C38 F32 107.18(19) . . ?
F31 C38 F32 106.91(19) . . ?
F33 C38 C37 111.46(18) . . ?
F31 C38 C37 111.46(18) . . ?
F32 C38 C37 112.01(19) . . ?
N42 C41 C46 121.5(2) . . ?
N42 C41 C47 116.6(2) . . ?
C46 C41 C47 121.94(19) . . ?
N42 C43 C44 121.9(2) . . ?
N42 C43 H43 119.0 . . ?
C44 C43 H43 119.0 . . ?
N45 C44 C43 121.5(2) . . ?
N45 C44 H44 119.2 . . ?
C43 C44 H44 119.2 . . ?
N45 C46 C41 121.6(2) . . ?
N45 C46 H46 119.2 . . ?
C41 C46 H46 119.2 . . ?
O41 C47 O42 110.23(19) . . ?
O41 C47 C41 108.10(18) . . ?
O42 C47 C41 111.38(17) . . ?
O41 C47 C48 108.98(18) . . ?
O42 C47 C48 107.57(19) . . ?
C41 C47 C48 110.57(19) . . ?
F43 C48 F42 107.1(2) . . ?
F43 C48 F41 107.4(2) . . ?
F42 C48 F41 107.28(19) . . ?
F43 C48 C47 112.20(19) . . ?
F42 C48 C47 111.1(2) . . ?
F41 C48 C47 111.6(2) . . ?
C11 N12 C13 116.23(19) . . ?
C14 N15 C16 116.4(2) . . ?
C21 N22 C23 116.3(2) . . ?
C26 N25 C24 116.2(2) . . ?
C33 N32 C31 116.10(19) . . ?
C34 N35 C36 116.15(19) . . ?
C43 N42 C41 116.7(2) . . ?
C44 N45 C46 116.7(2) . . ?
C17 O11 H11 109(2) . . ?
C17 O12 H12 111(2) . . ?
C27 O21 H21 110(3) . . ?
C27 O22 H22 106(2) . . ?
C37 O31 H31 103(2) . . ?
C37 O32 H32 110(2) . . ?
C47 O41 H41 112(2) . . ?
C47 O42 H42 110(3) . . ?

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
O11 H11 N15 0.83(3) 2.03(4) 2.857(3) 175(3) 2_465 yes
O12 H12 N32 0.77(3) 2.26(3) 2.921(2) 144(3) 2_465 yes
O12 H12 N12 0.77(3) 2.34(3) 2.723(2) 112(2) . yes
O21 H21 N22 0.85(4) 2.29(4) 2.716(3) 111(3) . yes
O21 H21 N42 0.85(4) 2.31(4) 2.987(3) 137(4) 3_656 yes
O22 H22 N45 0.82(3) 1.99(3) 2.808(3) 175(3) 1_565 yes
O31 H31 N35 0.90(4) 2.00(4) 2.888(2) 173(3) 2 yes
O32 H32 N12 0.80(3) 2.23(3) 2.851(2) 135(3) 2_565 yes
O32 H32 N32 0.80(3) 2.29(3) 2.723(2) 114(3) . yes
O41 H41 N25 0.86(4) 1.94(4) 2.796(3) 177(3) 1_645 yes

_refine_diff_density_max         0.297
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.047

