# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_igntu007
_database_code_depnum_ccdc_archive 'CCDC 1884291'
loop_
_audit_author_name
_audit_author_address
'Dr. Shaikh M. Mobin'
;Indira Gandhi National Tribal University
India
;
_audit_update_record             
;
2019-06-03 deposited with the CCDC.	2019-08-15 downloaded from the CCDC.
;
_audit_creation_date             2018-04-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        BM6
_chemical_formula_moiety         'C25 H22 F N O5'
_chemical_formula_sum            'C25 H22 F N O5'
_chemical_formula_weight         435.43
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C100 H150 N10 O60 F10'
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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.9187(5)
_cell_length_b                   14.6101(9)
_cell_length_c                   16.5218(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2152.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3377
_cell_measurement_temperature    293
_cell_measurement_theta_max      21.1760
_cell_measurement_theta_min      3.6300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_preparation       'ethyl acetate hexane'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0800
_diffrn_reflns_av_unetI/netI     0.0670
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18883
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.983
_diffrn_reflns_theta_max         24.983
_diffrn_reflns_theta_min         3.362
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0309
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -38.00   50.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.8284   57.0000    0.0000 88

#__ type_ start__ end____ width___ exp.time_
  2 omega   16.00   42.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.8284   57.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   85.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.9534   57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega   38.00   73.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.9534  178.0000 -150.0000 35

#__ type_ start__ end____ width___ exp.time_
  5 omega  -52.00   28.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.9534  -57.0000   30.0000 80

#__ type_ start__ end____ width___ exp.time_
  6 omega   34.00   59.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.9534  -99.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
  7 omega  -20.00   59.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       16.9534  -99.0000  -90.0000 79

#__ type_ start__ end____ width___ exp.time_
  8 omega  -25.00    9.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.8284  -77.0000    0.0000 34

#__ type_ start__ end____ width___ exp.time_
  9 omega  -57.00  -31.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.8284  -77.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 10 omega  -85.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.8284  -57.0000  -90.0000 51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0110654000
_diffrn_orient_matrix_UB_12      0.0271643000
_diffrn_orient_matrix_UB_13      -0.0350414000
_diffrn_orient_matrix_UB_21      0.0216215000
_diffrn_orient_matrix_UB_22      0.0395612000
_diffrn_orient_matrix_UB_23      0.0220188000
_diffrn_orient_matrix_UB_31      0.0757142000
_diffrn_orient_matrix_UB_32      -0.0073678000
_diffrn_orient_matrix_UB_33      -0.0114384000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2492
_reflns_number_total             3792
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 756 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3792
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0976
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.072
_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)+(0.0530P)²+0.2120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1502
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C2(H2), C9(H9), C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C15(H15), C14(H14), C20(H20), C5(H5), C13(H13), C24(H24), C4(H4),
 C21(H21), C8(H8), C22(H22), C23(H23), C7(H7)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_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
O1 O -0.3907(4) -0.3768(2) -0.3852(2) 0.0506(9) Uani 1 1 d . . . . .
F1 F -0.9529(4) -0.3965(3) -0.1675(2) 0.0884(12) Uani 1 1 d . . . . .
O2 O -0.5454(4) -0.4433(3) -0.5289(2) 0.0640(11) Uani 1 1 d . . . . .
O5 O -0.3268(4) -0.7594(3) -0.6121(2) 0.0804(13) Uani 1 1 d . . . . .
O3 O -0.6865(4) -0.5520(3) -0.4832(2) 0.0711(12) Uani 1 1 d . . . . .
N1 N -0.5687(5) -0.5091(3) -0.4837(2) 0.0509(11) Uani 1 1 d . . . . .
O4 O -0.1091(5) -0.6936(4) -0.5888(3) 0.1039(18) Uani 1 1 d . . . . .
C11 C -0.2547(6) -0.3810(4) -0.4264(3) 0.0475(13) Uani 1 1 d . . . . .
C18 C -0.2254(7) -0.7218(4) -0.5638(3) 0.0601(15) Uani 1 1 d . . . . .
C10 C -0.2038(6) -0.4610(4) -0.4624(3) 0.0456(12) Uani 1 1 d . . . . .
C16 C -0.2138(6) -0.6350(3) -0.4339(3) 0.0467(13) Uani 1 1 d . . . . .
H16 H -0.108160 -0.628224 -0.448996 0.056 Uiso 1 1 calc R . . . .
C2 C -0.4418(5) -0.4644(3) -0.3559(3) 0.0426(12) Uani 1 1 d . . . . .
H2 H -0.365784 -0.486178 -0.317599 0.051 Uiso 1 1 calc R . . . .
C12 C -0.1753(6) -0.2996(4) -0.4313(3) 0.0570(15) Uani 1 1 d . . . . .
H12 H -0.212508 -0.246653 -0.407394 0.068 Uiso 1 1 calc R . . . .
C15 C -0.0661(6) -0.4575(4) -0.5027(3) 0.0567(14) Uani 1 1 d . . . . .
H15 H -0.028885 -0.510316 -0.526716 0.068 Uiso 1 1 calc R . . . .
C17 C -0.2718(6) -0.7212(4) -0.4769(3) 0.0576(14) Uani 1 1 d . . . . .
H17A H -0.232415 -0.775199 -0.450068 0.069 Uiso 1 1 calc R . . . .
H17B H -0.380365 -0.723260 -0.473363 0.069 Uiso 1 1 calc R . . . .
C9 C -0.2973(5) -0.5479(3) -0.4658(3) 0.0430(12) Uani 1 1 d . . . . .
H9 H -0.318955 -0.559061 -0.523096 0.052 Uiso 1 1 calc R . . . .
C19 C -0.2188(6) -0.6420(3) -0.3420(3) 0.0481(13) Uani 1 1 d . . . . .
C14 C 0.0163(7) -0.3774(4) -0.5077(4) 0.0656(16) Uani 1 1 d . . . . .
H14 H 0.107977 -0.376689 -0.534517 0.079 Uiso 1 1 calc R . . . .
C3 C -0.5826(6) -0.4480(4) -0.3076(3) 0.0473(13) Uani 1 1 d . . . . .
C20 C -0.3297(6) -0.6898(4) -0.3011(3) 0.0529(13) Uani 1 1 d . . . . .
H20 H -0.399595 -0.723185 -0.330655 0.063 Uiso 1 1 calc R . . . .
C1 C -0.4495(5) -0.5352(3) -0.4237(3) 0.0435(12) Uani 1 1 d . . . . .
H1 H -0.478017 -0.593937 -0.399581 0.052 Uiso 1 1 calc R . . . .
C6 C -0.8309(6) -0.4165(4) -0.2147(4) 0.0619(16) Uani 1 1 d . . . . .
C5 C -0.8346(6) -0.3911(4) -0.2935(4) 0.0614(15) Uani 1 1 d . . . . .
H5 H -0.919844 -0.364152 -0.315465 0.074 Uiso 1 1 calc R . . . .
C13 C -0.0394(7) -0.2981(4) -0.4723(3) 0.0666(17) Uani 1 1 d . . . . .
H13 H 0.014499 -0.243831 -0.476169 0.080 Uiso 1 1 calc R . . . .
C24 C -0.1132(6) -0.5959(4) -0.2958(4) 0.0620(16) Uani 1 1 d . . . . .
H24 H -0.036600 -0.564061 -0.321614 0.074 Uiso 1 1 calc R . . . .
C4 C -0.7085(6) -0.4063(4) -0.3410(3) 0.0560(15) Uani 1 1 d . . . . .
H4 H -0.708142 -0.388600 -0.395070 0.067 Uiso 1 1 calc R . . . .
C21 C -0.3389(7) -0.6890(4) -0.2173(4) 0.0686(17) Uani 1 1 d . . . . .
H21 H -0.415893 -0.720039 -0.191093 0.082 Uiso 1 1 calc R . . . .
C8 C -0.5861(6) -0.4739(4) -0.2276(3) 0.0646(17) Uani 1 1 d . . . . .
H8 H -0.503273 -0.502833 -0.204934 0.078 Uiso 1 1 calc R . . . .
C22 C -0.2331(8) -0.6420(5) -0.1735(4) 0.0718(18) Uani 1 1 d . . . . .
H22 H -0.238950 -0.641250 -0.117260 0.086 Uiso 1 1 calc R . . . .
C23 C -0.1194(8) -0.5963(5) -0.2115(4) 0.0740(18) Uani 1 1 d . . . . .
H23 H -0.046821 -0.565778 -0.181453 0.089 Uiso 1 1 calc R . . . .
C7 C -0.7125(7) -0.4574(5) -0.1803(3) 0.0762(19) Uani 1 1 d . . . . .
H7 H -0.714621 -0.474418 -0.126023 0.091 Uiso 1 1 calc R . . . .
C25 C -0.2874(9) -0.7643(6) -0.6976(4) 0.108(3) Uani 1 1 d . . . . .
H25A H -0.216948 -0.813079 -0.705910 0.162 Uiso 1 1 calc GR . . . .
H25B H -0.243160 -0.707390 -0.714166 0.162 Uiso 1 1 calc GR . . . .
H25C H -0.376028 -0.775616 -0.728963 0.162 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.391(6) . ?
O1 C2 1.442(6) . ?
F1 C6 1.369(6) . ?
O2 N1 1.235(5) . ?
O5 C18 1.325(6) . ?
O5 C25 1.457(7) . ?
O3 N1 1.224(5) . ?
N1 C1 1.502(6) . ?
O4 C18 1.190(7) . ?
C11 C10 1.388(7) . ?
C11 C12 1.387(7) . ?
C18 C17 1.496(7) . ?
C10 C15 1.397(7) . ?
C10 C9 1.519(7) . ?
C16 H16 0.9800 . ?
C16 C17 1.536(7) . ?
C16 C9 1.566(7) . ?
C16 C19 1.522(7) . ?
C2 H2 0.9800 . ?
C2 C3 1.508(6) . ?
C2 C1 1.525(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(7) . ?
C15 H15 0.9300 . ?
C15 C14 1.384(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C9 H9 0.9800 . ?
C9 C1 1.537(6) . ?
C19 C20 1.386(7) . ?
C19 C24 1.386(7) . ?
C14 H14 0.9300 . ?
C14 C13 1.389(8) . ?
C3 C4 1.391(7) . ?
C3 C8 1.375(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(8) . ?
C1 H1 0.9800 . ?
C6 C5 1.355(8) . ?
C6 C7 1.341(8) . ?
C5 H5 0.9300 . ?
C5 C4 1.389(7) . ?
C13 H13 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.393(8) . ?
C4 H4 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.373(8) . ?
C8 H8 0.9300 . ?
C8 C7 1.393(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.368(9) . ?
C23 H23 0.9300 . ?
C7 H7 0.9300 . ?
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
C11 O1 C2 113.6(4) . . ?
C18 O5 C25 116.1(5) . . ?
O2 N1 C1 118.5(4) . . ?
O3 N1 O2 123.2(5) . . ?
O3 N1 C1 118.2(4) . . ?
C10 C11 O1 122.1(4) . . ?
C12 C11 O1 115.8(5) . . ?
C12 C11 C10 122.0(5) . . ?
O5 C18 C17 113.1(5) . . ?
O4 C18 O5 122.0(5) . . ?
O4 C18 C17 124.9(6) . . ?
C11 C10 C15 117.4(5) . . ?
C11 C10 C9 122.6(4) . . ?
C15 C10 C9 119.8(5) . . ?
C17 C16 H16 106.8 . . ?
C17 C16 C9 110.5(4) . . ?
C9 C16 H16 106.8 . . ?
C19 C16 H16 106.8 . . ?
C19 C16 C17 113.3(4) . . ?
C19 C16 C9 112.1(4) . . ?
O1 C2 H2 106.6 . . ?
O1 C2 C3 107.4(4) . . ?
O1 C2 C1 111.6(4) . . ?
C3 C2 H2 106.6 . . ?
C3 C2 C1 117.3(4) . . ?
C1 C2 H2 106.6 . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.2(6) . . ?
C13 C12 H12 120.4 . . ?
C10 C15 H15 119.1 . . ?
C14 C15 C10 121.8(5) . . ?
C14 C15 H15 119.1 . . ?
C18 C17 C16 110.8(5) . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C10 C9 C16 113.9(4) . . ?
C10 C9 H9 106.5 . . ?
C10 C9 C1 111.6(4) . . ?
C16 C9 H9 106.5 . . ?
C1 C9 C16 111.4(4) . . ?
C1 C9 H9 106.5 . . ?
C20 C19 C16 122.7(5) . . ?
C20 C19 C24 117.5(5) . . ?
C24 C19 C16 119.8(5) . . ?
C15 C14 H14 120.4 . . ?
C15 C14 C13 119.3(5) . . ?
C13 C14 H14 120.4 . . ?
C4 C3 C2 122.1(4) . . ?
C8 C3 C2 118.9(5) . . ?
C8 C3 C4 118.9(5) . . ?
C19 C20 H20 119.2 . . ?
C19 C20 C21 121.6(6) . . ?
C21 C20 H20 119.2 . . ?
N1 C1 C2 110.2(4) . . ?
N1 C1 C9 110.9(4) . . ?
N1 C1 H1 107.9 . . ?
C2 C1 C9 112.0(4) . . ?
C2 C1 H1 107.9 . . ?
C9 C1 H1 107.9 . . ?
C5 C6 F1 118.0(5) . . ?
C7 C6 F1 118.7(5) . . ?
C7 C6 C5 123.3(5) . . ?
C6 C5 H5 120.7 . . ?
C6 C5 C4 118.7(5) . . ?
C4 C5 H5 120.7 . . ?
C12 C13 C14 120.3(6) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C19 C24 H24 119.3 . . ?
C19 C24 C23 121.4(6) . . ?
C23 C24 H24 119.3 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(5) . . ?
C5 C4 H4 120.0 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.3(6) . . ?
C22 C21 H21 120.3 . . ?
C3 C8 H8 119.6 . . ?
C3 C8 C7 120.7(5) . . ?
C7 C8 H8 119.6 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.7(6) . . ?
C23 C22 H22 119.6 . . ?
C24 C23 H23 120.3 . . ?
C22 C23 C24 119.4(6) . . ?
C22 C23 H23 120.3 . . ?
C6 C7 C8 118.4(5) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
O5 C25 H25A 109.5 . . ?
O5 C25 H25B 109.5 . . ?
O5 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
