# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_mabaochun_0626
_database_code_depnum_ccdc_archive 'CCDC 1875527'
_audit_update_record             
;
2018-10-26 deposited with the CCDC.	2022-07-14 downloaded from the CCDC.
;
_audit_creation_date             2016-07-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C14 H16 F N O4'
_chemical_formula_sum            'C14 H16 F N O4'
_chemical_formula_weight         281.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.6384(6)
_cell_length_b                   10.1354(4)
_cell_length_c                   23.7540(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.521(5)
_cell_angle_gamma                90.00
_cell_volume                     2796.7(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1660
_cell_measurement_temperature    293.23(10)
_cell_measurement_theta_max      23.8620
_cell_measurement_theta_min      3.6220
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36505
_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_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0793
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10998
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         3.44
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.23(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -1.00   92.45   1.0500    9.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   57.0000   90.0000 89

#__ type_ start__ end____ width___ exp.time_
  2 omega   37.00   93.70   1.0500    9.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  178.0000  -30.0000 54

#__ type_ start__ end____ width___ exp.time_
  3 omega  -46.00   44.30   1.0500    9.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -57.0000  -60.0000 86
;
_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      0.0248756000
_diffrn_orient_matrix_UB_12      0.0457797000
_diffrn_orient_matrix_UB_13      -0.0182634000
_diffrn_orient_matrix_UB_21      0.0170950000
_diffrn_orient_matrix_UB_22      0.0401823000
_diffrn_orient_matrix_UB_23      0.0235105000
_diffrn_orient_matrix_UB_31      0.0530387000
_diffrn_orient_matrix_UB_32      -0.0344580000
_diffrn_orient_matrix_UB_33      0.0031204000
_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'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2784
_reflns_number_total             5483
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         5483
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1374
_refine_ls_R_factor_gt           0.0726
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0925P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1742
_refine_ls_wR_factor_ref         0.2293
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C4(H4), C6(H6), C7(H7), N2(H2), C18(H18), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,
 H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F1 F 0.2781(2) 0.5680(2) 0.73093(10) 0.0860(8) Uani 1 d . . .
O1 O 0.1070(2) 0.4957(2) 0.69383(11) 0.0624(7) Uani 1 d . . .
O2 O 0.3689(2) 0.5024(2) 0.62609(14) 0.0789(9) Uani 1 d . . .
O3 O 0.1334(3) 0.0396(2) 0.57069(12) 0.0798(9) Uani 1 d . . .
O4 O 0.1648(3) 0.6045(3) 0.55865(12) 0.0884(10) Uani 1 d . . .
N1 N 0.0818(3) 0.7202(3) 0.62500(12) 0.0517(8) Uani 1 d . . .
H1 H 0.0195 0.7591 0.6334 0.062 Uiso 1 calc . . R
C1 C 0.2064(3) 0.5684(3) 0.68175(16) 0.0573(10) Uani 1 d . . .
C2 C 0.2718(3) 0.4832(3) 0.63936(17) 0.0556(10) Uani 1 d . . .
C3 C 0.1994(3) 0.3667(3) 0.63024(15) 0.0496(9) Uani 1 d . . .
C4 C 0.2127(3) 0.2547(3) 0.59707(15) 0.0559(10) Uani 1 d . . .
H4 H 0.2732 0.2474 0.5734 0.067 Uiso 1 calc . . R
C5 C 0.1330(4) 0.1556(3) 0.60069(16) 0.0581(10) Uani 1 d . . .
C6 C 0.0425(3) 0.1689(3) 0.63591(16) 0.0591(10) Uani 1 d . . .
H6 H -0.0096 0.0998 0.6380 0.071 Uiso 1 calc . . R
C7 C 0.0271(3) 0.2799(3) 0.66758(16) 0.0583(10) Uani 1 d . . .
H7 H -0.0346 0.2887 0.6904 0.070 Uiso 1 calc . . R
C8 C 0.1089(3) 0.3780(3) 0.66350(15) 0.0513(9) Uani 1 d . . .
C9 C 0.2234(5) 0.0205(4) 0.5342(2) 0.0990(18) Uani 1 d . . .
H9A H 0.2207 0.0888 0.5062 0.148 Uiso 1 calc . . GR
H9B H 0.2144 -0.0639 0.5160 0.148 Uiso 1 calc . . GR
H9C H 0.2961 0.0235 0.5555 0.148 Uiso 1 calc . . GR
C10 C 0.1739(3) 0.7132(3) 0.66929(16) 0.0539(10) Uani 1 d . . .
C11 C 0.2802(4) 0.7893(4) 0.6532(2) 0.0776(13) Uani 1 d . . .
H11A H 0.3055 0.7557 0.6182 0.116 Uiso 1 calc . . GR
H11B H 0.3406 0.7790 0.6822 0.116 Uiso 1 calc . . GR
H11C H 0.2614 0.8812 0.6489 0.116 Uiso 1 calc . . GR
C12 C 0.1264(4) 0.7742(4) 0.72156(17) 0.0760(13) Uani 1 d . . .
H12A H 0.1097 0.8658 0.7146 0.114 Uiso 1 calc . . GR
H12B H 0.1824 0.7664 0.7528 0.114 Uiso 1 calc . . GR
H12C H 0.0572 0.7291 0.7303 0.114 Uiso 1 calc . . GR
C13 C 0.0843(4) 0.6722(4) 0.57274(16) 0.0608(10) Uani 1 d . . .
C14 C -0.0166(4) 0.7026(5) 0.53296(18) 0.0916(15) Uani 1 d . . .
H14A H 0.0076 0.7575 0.5030 0.137 Uiso 1 calc . . GR
H14B H -0.0742 0.7479 0.5528 0.137 Uiso 1 calc . . GR
H14C H -0.0482 0.6219 0.5175 0.137 Uiso 1 calc . . GR
F2 F 0.2545(2) 0.20948(19) 0.25216(8) 0.0690(7) Uani 1 d . . .
O5 O 0.4140(2) 0.1399(2) 0.30116(10) 0.0562(7) Uani 1 d . . .
O6 O 0.1304(2) 0.1273(2) 0.34601(11) 0.0600(7) Uani 1 d . . .
O7 O 0.3615(2) -0.3315(2) 0.41070(10) 0.0604(7) Uani 1 d . . .
O8 O 0.2975(3) 0.2356(3) 0.43210(10) 0.0719(8) Uani 1 d . . .
N2 N 0.4054(2) 0.3533(2) 0.37547(11) 0.0473(7) Uani 1 d . . .
H2 H 0.4697 0.3945 0.3736 0.057 Uiso 1 calc . . R
C15 C 0.3076(3) 0.2056(3) 0.30590(14) 0.0472(8) Uani 1 d . . .
C16 C 0.2315(3) 0.1132(3) 0.34009(14) 0.0453(8) Uani 1 d . . .
C17 C 0.3061(3) -0.0005(3) 0.35357(13) 0.0426(8) Uani 1 d . . .
C18 C 0.2844(3) -0.1172(3) 0.38260(14) 0.0472(9) Uani 1 d . . .
H18 H 0.2156 -0.1305 0.3997 0.057 Uiso 1 calc . . R
C19 C 0.3696(3) -0.2111(3) 0.38462(14) 0.0478(9) Uani 1 d . . .
C20 C 0.4716(3) -0.1897(3) 0.35891(15) 0.0533(9) Uani 1 d . . .
H20 H 0.5273 -0.2556 0.3605 0.064 Uiso 1 calc . . R
C21 C 0.4931(3) -0.0745(3) 0.33110(15) 0.0538(9) Uani 1 d . . .
H21 H 0.5624 -0.0602 0.3146 0.065 Uiso 1 calc . . R
C22 C 0.4071(3) 0.0190(3) 0.32884(14) 0.0446(8) Uani 1 d . . .
C23 C 0.2657(4) -0.3520(3) 0.44323(16) 0.0668(12) Uani 1 d . . .
H23A H 0.1961 -0.3433 0.4196 0.100 Uiso 1 calc . . GR
H23B H 0.2661 -0.2877 0.4729 0.100 Uiso 1 calc . . GR
H23C H 0.2695 -0.4389 0.4593 0.100 Uiso 1 calc . . GR
C24 C 0.3302(3) 0.3509(3) 0.32431(13) 0.0441(8) Uani 1 d . . .
C25 C 0.2157(3) 0.4196(3) 0.33151(16) 0.0569(10) Uani 1 d . . .
H25A H 0.1805 0.3834 0.3636 0.085 Uiso 1 calc . . GR
H25B H 0.1657 0.4064 0.2983 0.085 Uiso 1 calc . . GR
H25C H 0.2285 0.5124 0.3372 0.085 Uiso 1 calc . . GR
C26 C 0.3961(4) 0.4206(3) 0.27906(15) 0.0586(10) Uani 1 d . . .
H26A H 0.4102 0.5106 0.2900 0.088 Uiso 1 calc . . GR
H26B H 0.3512 0.4183 0.2438 0.088 Uiso 1 calc . . GR
H26C H 0.4681 0.3765 0.2750 0.088 Uiso 1 calc . . GR
C27 C 0.3856(4) 0.2987(3) 0.42507(14) 0.0535(9) Uani 1 d . . .
C28 C 0.4760(4) 0.3173(4) 0.47162(17) 0.0858(15) Uani 1 d . . .
H28A H 0.4433 0.3612 0.5027 0.129 Uiso 1 calc . . GR
H28B H 0.5375 0.3699 0.4584 0.129 Uiso 1 calc . . GR
H28C H 0.5055 0.2329 0.4838 0.129 Uiso 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
F1 C1 1.393(4) . ?
O1 C1 1.416(4) . ?
O1 C8 1.395(4) . ?
O2 C2 1.207(4) . ?
O3 C5 1.375(4) . ?
O3 C9 1.414(5) . ?
O4 C13 1.224(4) . ?
N1 H1 0.8600 . ?
N1 C10 1.456(4) . ?
N1 C13 1.335(5) . ?
C1 C2 1.560(5) . ?
C1 C10 1.540(5) . ?
C2 C3 1.458(5) . ?
C3 C4 1.396(5) . ?
C3 C8 1.360(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(5) . ?
C5 C6 1.392(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.371(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.385(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.527(5) . ?
C10 C12 1.521(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.494(6) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
F2 C15 1.384(4) . ?
O5 C15 1.417(4) . ?
O5 C22 1.395(4) . ?
O6 C16 1.202(4) . ?
O7 C19 1.375(4) . ?
O7 C23 1.410(4) . ?
O8 C27 1.229(4) . ?
N2 H2 0.8600 . ?
N2 C24 1.454(4) . ?
N2 C27 1.334(4) . ?
C15 C16 1.552(5) . ?
C15 C24 1.554(4) . ?
C16 C17 1.466(5) . ?
C17 C18 1.400(4) . ?
C17 C22 1.360(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.373(5) . ?
C19 C20 1.385(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.373(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.377(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.523(5) . ?
C24 C26 1.531(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.491(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
C8 O1 C1 107.5(3) . . ?
C5 O3 C9 117.4(3) . . ?
C10 N1 H1 116.7 . . ?
C13 N1 H1 116.7 . . ?
C13 N1 C10 126.7(3) . . ?
F1 C1 O1 106.5(3) . . ?
F1 C1 C2 104.4(3) . . ?
F1 C1 C10 106.9(3) . . ?
O1 C1 C2 106.3(3) . . ?
O1 C1 C10 109.9(3) . . ?
C10 C1 C2 121.9(3) . . ?
O2 C2 C1 125.5(3) . . ?
O2 C2 C3 129.3(4) . . ?
C3 C2 C1 104.1(3) . . ?
C4 C3 C2 131.2(4) . . ?
C8 C3 C2 107.9(3) . . ?
C8 C3 C4 120.9(3) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 C3 117.4(4) . . ?
C5 C4 H4 121.3 . . ?
O3 C5 C6 114.9(3) . . ?
C4 C5 O3 124.7(4) . . ?
C4 C5 C6 120.4(3) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 C5 122.6(3) . . ?
C7 C6 H6 118.7 . . ?
C6 C7 H7 122.0 . . ?
C6 C7 C8 115.9(4) . . ?
C8 C7 H7 122.0 . . ?
C3 C8 O1 114.2(3) . . ?
C3 C8 C7 122.7(3) . . ?
C7 C8 O1 123.1(3) . . ?
O3 C9 H9A 109.5 . . ?
O3 C9 H9B 109.5 . . ?
O3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C1 110.3(3) . . ?
N1 C10 C11 111.5(3) . . ?
N1 C10 C12 106.4(3) . . ?
C11 C10 C1 109.7(3) . . ?
C12 C10 C1 109.2(3) . . ?
C12 C10 C11 109.9(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 C13 N1 121.3(4) . . ?
O4 C13 C14 121.9(4) . . ?
N1 C13 C14 116.9(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C22 O5 C15 107.4(2) . . ?
C19 O7 C23 117.1(3) . . ?
C24 N2 H2 116.4 . . ?
C27 N2 H2 116.4 . . ?
C27 N2 C24 127.1(3) . . ?
F2 C15 O5 106.5(3) . . ?
F2 C15 C16 105.2(3) . . ?
F2 C15 C24 106.9(2) . . ?
O5 C15 C16 106.7(3) . . ?
O5 C15 C24 109.5(3) . . ?
C16 C15 C24 121.1(3) . . ?
O6 C16 C15 125.7(3) . . ?
O6 C16 C17 129.7(3) . . ?
C17 C16 C15 103.8(3) . . ?
C18 C17 C16 130.5(3) . . ?
C22 C17 C16 107.9(3) . . ?
C22 C17 C18 121.4(3) . . ?
C17 C18 H18 121.6 . . ?
C19 C18 C17 116.9(3) . . ?
C19 C18 H18 121.6 . . ?
O7 C19 C20 115.0(3) . . ?
C18 C19 O7 124.2(3) . . ?
C18 C19 C20 120.8(3) . . ?
C19 C20 H20 118.9 . . ?
C21 C20 C19 122.2(3) . . ?
C21 C20 H20 118.9 . . ?
C20 C21 H21 121.6 . . ?
C20 C21 C22 116.8(3) . . ?
C22 C21 H21 121.6 . . ?
C17 C22 O5 114.0(3) . . ?
C17 C22 C21 121.9(3) . . ?
C21 C22 O5 124.0(3) . . ?
O7 C23 H23A 109.5 . . ?
O7 C23 H23B 109.5 . . ?
O7 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 C15 109.5(2) . . ?
N2 C24 C25 112.6(3) . . ?
N2 C24 C26 106.1(3) . . ?
C25 C24 C15 109.3(3) . . ?
C25 C24 C26 110.4(3) . . ?
C26 C24 C15 108.8(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O8 C27 N2 121.8(3) . . ?
O8 C27 C28 121.5(3) . . ?
N2 C27 C28 116.8(4) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

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
F1 C1 C2 O2 -55.5(4) . . . . ?
F1 C1 C2 C3 113.3(3) . . . . ?
F1 C1 C10 N1 -169.0(3) . . . . ?
F1 C1 C10 C11 67.9(4) . . . . ?
F1 C1 C10 C12 -52.5(4) . . . . ?
O1 C1 C2 O2 -167.8(3) . . . . ?
O1 C1 C2 C3 1.0(4) . . . . ?
O1 C1 C10 N1 -53.9(4) . . . . ?
O1 C1 C10 C11 -176.9(3) . . . . ?
O1 C1 C10 C12 62.7(4) . . . . ?
O2 C2 C3 C4 -11.2(7) . . . . ?
O2 C2 C3 C8 166.0(4) . . . . ?
O3 C5 C6 C7 -178.1(3) . . . . ?
C1 O1 C8 C3 -2.2(4) . . . . ?
C1 O1 C8 C7 176.7(3) . . . . ?
C1 C2 C3 C4 -179.4(4) . . . . ?
C1 C2 C3 C8 -2.3(4) . . . . ?
C2 C1 C10 N1 71.3(4) . . . . ?
C2 C1 C10 C11 -51.8(5) . . . . ?
C2 C1 C10 C12 -172.2(3) . . . . ?
C2 C3 C4 C5 175.0(4) . . . . ?
C2 C3 C8 O1 2.9(4) . . . . ?
C2 C3 C8 C7 -176.0(3) . . . . ?
C3 C4 C5 O3 179.6(3) . . . . ?
C3 C4 C5 C6 0.6(5) . . . . ?
C4 C3 C8 O1 -179.6(3) . . . . ?
C4 C3 C8 C7 1.5(5) . . . . ?
C4 C5 C6 C7 1.0(6) . . . . ?
C5 C6 C7 C8 -1.4(6) . . . . ?
C6 C7 C8 O1 -178.6(3) . . . . ?
C6 C7 C8 C3 0.1(5) . . . . ?
C8 O1 C1 F1 -110.3(3) . . . . ?
C8 O1 C1 C2 0.6(4) . . . . ?
C8 O1 C1 C10 134.2(3) . . . . ?
C8 C3 C4 C5 -1.8(5) . . . . ?
C9 O3 C5 C4 1.0(6) . . . . ?
C9 O3 C5 C6 180.0(4) . . . . ?
C10 N1 C13 O4 7.0(6) . . . . ?
C10 N1 C13 C14 -174.3(3) . . . . ?
C10 C1 C2 O2 65.5(5) . . . . ?
C10 C1 C2 C3 -125.7(3) . . . . ?
C13 N1 C10 C1 -58.4(4) . . . . ?
C13 N1 C10 C11 63.6(4) . . . . ?
C13 N1 C10 C12 -176.7(3) . . . . ?
F2 C15 C16 O6 -56.4(4) . . . . ?
F2 C15 C16 C17 114.3(3) . . . . ?
F2 C15 C24 N2 -169.0(3) . . . . ?
F2 C15 C24 C25 67.2(3) . . . . ?
F2 C15 C24 C26 -53.4(4) . . . . ?
O5 C15 C16 O6 -169.2(3) . . . . ?
O5 C15 C16 C17 1.5(3) . . . . ?
O5 C15 C24 N2 -54.0(3) . . . . ?
O5 C15 C24 C25 -177.9(3) . . . . ?
O5 C15 C24 C26 61.5(3) . . . . ?
O6 C16 C17 C18 -8.2(6) . . . . ?
O6 C16 C17 C22 167.5(4) . . . . ?
O7 C19 C20 C21 -180.0(3) . . . . ?
C15 O5 C22 C17 -2.1(4) . . . . ?
C15 O5 C22 C21 177.3(3) . . . . ?
C15 C16 C17 C18 -178.4(3) . . . . ?
C15 C16 C17 C22 -2.7(3) . . . . ?
C16 C15 C24 N2 70.7(4) . . . . ?
C16 C15 C24 C25 -53.1(4) . . . . ?
C16 C15 C24 C26 -173.7(3) . . . . ?
C16 C17 C18 C19 174.9(3) . . . . ?
C16 C17 C22 O5 3.1(4) . . . . ?
C16 C17 C22 C21 -176.3(3) . . . . ?
C17 C18 C19 O7 -179.1(3) . . . . ?
C17 C18 C19 C20 0.0(5) . . . . ?
C18 C17 C22 O5 179.3(3) . . . . ?
C18 C17 C22 C21 -0.1(5) . . . . ?
C18 C19 C20 C21 0.8(5) . . . . ?
C19 C20 C21 C22 -1.3(5) . . . . ?
C20 C21 C22 O5 -178.5(3) . . . . ?
C20 C21 C22 C17 0.9(5) . . . . ?
C22 O5 C15 F2 -111.8(3) . . . . ?
C22 O5 C15 C16 0.3(3) . . . . ?
C22 O5 C15 C24 133.0(3) . . . . ?
C22 C17 C18 C19 -0.3(5) . . . . ?
C23 O7 C19 C18 -8.3(5) . . . . ?
C23 O7 C19 C20 172.5(3) . . . . ?
C24 N2 C27 O8 1.4(5) . . . . ?
C24 N2 C27 C28 -178.9(3) . . . . ?
C24 C15 C16 O6 64.7(5) . . . . ?
C24 C15 C16 C17 -124.6(3) . . . . ?
C27 N2 C24 C15 -59.5(4) . . . . ?
C27 N2 C24 C25 62.4(4) . . . . ?
C27 N2 C24 C26 -176.8(3) . . . . ?

_olex2_date_sample_data_collection 2016-06-27
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_zhangwt_0309
_database_code_depnum_ccdc_archive 'CCDC 1875528'
_audit_update_record             
;
2018-10-26 deposited with the CCDC.	2022-07-14 downloaded from the CCDC.
;
_audit_creation_date             2016-03-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H16 F N O3'
_chemical_formula_sum            'C18 H16 F N O3'
_chemical_formula_weight         313.32
_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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.6683(3)
_cell_length_b                   9.5705(3)
_cell_length_c                   30.9059(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.539(3)
_cell_angle_gamma                90.00
_cell_volume                     3149.52(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6929
_cell_measurement_temperature    290.83(10)
_cell_measurement_theta_max      69.8430
_cell_measurement_theta_min      4.4800
_exptl_absorpt_coefficient_mu    0.816
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93403
_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_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            26862
_diffrn_reflns_theta_full        70.10
_diffrn_reflns_theta_max         70.10
_diffrn_reflns_theta_min         4.31
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.83(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  101.00  175.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000    0.0000 74

#__ type_ start__ end____ width___ exp.time_
  2 omega  118.00  173.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 55

#__ type_ start__ end____ width___ exp.time_
  3 omega  143.00  170.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   32.0000  138.8051 27

#__ type_ start__ end____ width___ exp.time_
  4 omega  132.00  178.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 46

#__ type_ start__ end____ width___ exp.time_
  5 omega  115.00  158.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  150.0000 43

#__ type_ start__ end____ width___ exp.time_
  6 omega   91.00  117.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   91.00  117.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   86.00  111.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
  9 omega   86.00  112.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 10 omega   78.00  172.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 94

#__ type_ start__ end____ width___ exp.time_
 11 omega   86.00  112.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega   85.00  111.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   89.00  115.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 14 omega   88.00  114.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 15 omega   82.00  111.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  150.0000 29

#__ type_ start__ end____ width___ exp.time_
 16 omega   86.00  145.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   49.0000  156.4047 59

#__ type_ start__ end____ width___ exp.time_
 17 omega   82.00  108.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   70.0000   78.6532 26

#__ type_ start__ end____ width___ exp.time_
 18 omega   82.00  107.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
 19 omega   82.00  107.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 20 omega   83.00  109.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   32.0000  138.8051 26

#__ type_ start__ end____ width___ exp.time_
 21 omega   78.00  103.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 22 omega   80.00  105.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   73.0000  141.0602 25

#__ type_ start__ end____ width___ exp.time_
 23 omega   78.00  103.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
 24 omega   78.00  103.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 25

#__ type_ start__ end____ width___ exp.time_
 25 omega   78.00  103.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 26 omega   78.00  104.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 27 omega   73.00  114.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   60.0000 41

#__ type_ start__ end____ width___ exp.time_
 28 omega   39.00   94.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   60.0000 55

#__ type_ start__ end____ width___ exp.time_
 29 omega   76.00  102.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 30 omega   49.00  101.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
 31 omega   34.00   60.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 32 omega   30.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  150.0000 79

#__ type_ start__ end____ width___ exp.time_
 33 omega   29.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  120.0000 40

#__ type_ start__ end____ width___ exp.time_
 34 omega   25.00   53.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   60.0000 28

#__ type_ start__ end____ width___ exp.time_
 35 omega   24.00   56.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   90.0000 32

#__ type_ start__ end____ width___ exp.time_
 36 omega   29.00  102.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  120.0000 73

#__ type_ start__ end____ width___ exp.time_
 37 omega    3.00   59.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000   90.0000 56

#__ type_ start__ end____ width___ exp.time_
 38 omega   88.00  172.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000 -120.0000 84

#__ type_ start__ end____ width___ exp.time_
 39 omega  110.00  162.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
 40 omega   26.00  121.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000 -150.0000 95

#__ type_ start__ end____ width___ exp.time_
 41 omega   -7.00   28.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
 42 omega  -15.00   75.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  -90.0000 90

#__ type_ start__ end____ width___ exp.time_
 43 omega   79.00  105.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 44 omega  -13.00   74.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000    0.0000 87

#__ type_ start__ end____ width___ exp.time_
 45 omega   43.00  109.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  150.0000 66

#__ type_ start__ end____ width___ exp.time_
 46 omega  -69.00  -12.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000    0.0000 57
;
_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      -0.1087328000
_diffrn_orient_matrix_UB_12      0.0016772000
_diffrn_orient_matrix_UB_13      0.0305674000
_diffrn_orient_matrix_UB_21      -0.0899319000
_diffrn_orient_matrix_UB_22      -0.0556081000
_diffrn_orient_matrix_UB_23      -0.0369605000
_diffrn_orient_matrix_UB_31      0.0319286000
_diffrn_orient_matrix_UB_32      -0.1510348000
_diffrn_orient_matrix_UB_33      0.0139463000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4726
_reflns_number_total             5924
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.00106(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         5924
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0525P)²+0.8801P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1205
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), N2(H2), C21(H21), C22(H22), C23(H23), C24(H24), C29(H29),
 C30(H30), C31(H31), C32(H32), C38(H38)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C33(H33A,H33B,H33C), C35(H35A,H35B,
 H35C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F1 F 0.95569(11) 0.14858(11) 0.11366(3) 0.0639(3) Uani 1 d . . .
O1 O 1.16686(12) -0.03316(15) 0.14577(4) 0.0607(4) Uani 1 d . . .
O2 O 0.90632(10) 0.14945(12) 0.18271(4) 0.0485(3) Uani 1 d . . .
O3 O 0.65730(12) -0.22881(12) 0.12355(5) 0.0664(4) Uani 1 d . . .
N1 N 0.74084(12) -0.01382(13) 0.13287(4) 0.0429(3) Uani 1 d . . .
H1 H 0.7259 0.0743 0.1345 0.051 Uiso 1 calc . . R
C1 C 1.09502(15) 0.03825(17) 0.16492(5) 0.0420(4) Uani 1 d . . .
C2 C 1.11631(14) 0.12175(17) 0.20361(5) 0.0408(4) Uani 1 d . . .
C3 C 1.22369(16) 0.1483(2) 0.23034(6) 0.0538(5) Uani 1 d . . .
H3 H 1.3005 0.1086 0.2246 0.065 Uiso 1 calc . . R
C4 C 1.21304(19) 0.2346(2) 0.26529(6) 0.0622(5) Uani 1 d . . .
H4 H 1.2837 0.2550 0.2833 0.075 Uiso 1 calc . . R
C5 C 1.09858(19) 0.2916(2) 0.27403(6) 0.0588(5) Uani 1 d . . .
H5 H 1.0938 0.3488 0.2982 0.071 Uiso 1 calc . . R
C6 C 0.99098(18) 0.26665(19) 0.24809(6) 0.0542(4) Uani 1 d . . .
H6 H 0.9139 0.3045 0.2543 0.065 Uiso 1 calc . . R
C7 C 1.00388(15) 0.18282(16) 0.21256(5) 0.0415(4) Uani 1 d . . .
C8 C 0.95399(15) 0.06544(16) 0.15027(5) 0.0403(4) Uani 1 d . . .
C9 C 0.87122(14) -0.06351(15) 0.14066(5) 0.0370(3) Uani 1 d . . .
C10 C 0.88421(13) -0.15836(16) 0.18069(5) 0.0377(3) Uani 1 d . . .
C11 C 0.95157(16) -0.28193(18) 0.18012(7) 0.0523(4) Uani 1 d . . .
H11 H 0.9879 -0.3089 0.1548 0.063 Uiso 1 calc . . R
C12 C 0.9656(2) -0.3655(2) 0.21637(9) 0.0737(7) Uani 1 d . . .
H12 H 1.0098 -0.4490 0.2152 0.088 Uiso 1 calc . . R
C13 C 0.9154(2) -0.3269(3) 0.25380(9) 0.0827(8) Uani 1 d . . .
H13 H 0.9260 -0.3834 0.2782 0.099 Uiso 1 calc . . R
C14 C 0.8490(2) -0.2046(3) 0.25563(7) 0.0757(7) Uani 1 d . . .
H14 H 0.8149 -0.1780 0.2814 0.091 Uiso 1 calc . . R
C15 C 0.83249(16) -0.1200(2) 0.21890(6) 0.0542(4) Uani 1 d . . .
H15 H 0.7866 -0.0376 0.2201 0.065 Uiso 1 calc . . R
C16 C 0.91421(19) -0.1323(2) 0.09935(6) 0.0548(5) Uani 1 d . . .
H16A H 0.8681 -0.2174 0.0939 0.082 Uiso 1 calc . . GR
H16B H 1.0023 -0.1529 0.1029 0.082 Uiso 1 calc . . GR
H16C H 0.8991 -0.0699 0.0753 0.082 Uiso 1 calc . . GR
C17 C 0.64430(16) -0.10180(17) 0.12325(6) 0.0467(4) Uani 1 d . . .
C18 C 0.51953(17) -0.03480(19) 0.11173(8) 0.0630(6) Uani 1 d . . .
H18A H 0.5094 0.0454 0.1298 0.094 Uiso 1 calc . . GR
H18B H 0.4536 -0.1006 0.1161 0.094 Uiso 1 calc . . GR
H18C H 0.5157 -0.0063 0.0819 0.094 Uiso 1 calc . . GR
F2 F 0.34872(12) 0.66432(12) 0.13922(4) 0.0679(3) Uani 1 d . . .
O4 O 0.37433(11) 0.64737(12) 0.06870(4) 0.0469(3) Uani 1 d . . .
O5 O 0.12155(14) 0.49513(18) 0.11962(6) 0.0880(5) Uani 1 d . . .
O6 O 0.62772(12) 0.26859(12) 0.12025(5) 0.0627(4) Uani 1 d . . .
N2 N 0.54532(12) 0.48491(13) 0.11275(4) 0.0420(3) Uani 1 d . . .
H2 H 0.5615 0.5720 0.1091 0.050 Uiso 1 calc . . R
C19 C 0.18969(17) 0.5521(2) 0.09542(7) 0.0566(5) Uani 1 d . . .
C20 C 0.16111(17) 0.6223(2) 0.05433(6) 0.0564(5) Uani 1 d . . .
C21 C 0.0493(2) 0.6437(3) 0.02905(9) 0.0842(8) Uani 1 d . . .
H21 H -0.0268 0.6087 0.0375 0.101 Uiso 1 calc . . R
C22 C 0.0565(3) 0.7193(3) -0.00904(9) 0.1010(11) Uani 1 d . . .
H22 H -0.0159 0.7346 -0.0267 0.121 Uiso 1 calc . . R
C23 C 0.1692(3) 0.7719(3) -0.02102(8) 0.0934(9) Uani 1 d . . .
H23 H 0.1706 0.8221 -0.0467 0.112 Uiso 1 calc . . R
C24 C 0.2797(2) 0.7530(2) 0.00354(7) 0.0715(6) Uani 1 d . . .
H24 H 0.3554 0.7893 -0.0047 0.086 Uiso 1 calc . . R
C25 C 0.27139(17) 0.67699(18) 0.04112(6) 0.0504(4) Uani 1 d . . .
C26 C 0.33361(16) 0.57388(17) 0.10471(5) 0.0438(4) Uani 1 d . . .
C27 C 0.41343(15) 0.44206(16) 0.11371(5) 0.0396(4) Uani 1 d . . .
C28 C 0.37700(14) 0.33836(16) 0.07704(5) 0.0381(3) Uani 1 d . . .
C29 C 0.41935(17) 0.35811(19) 0.03609(6) 0.0503(4) Uani 1 d . . .
H29 H 0.4742 0.4313 0.0313 0.060 Uiso 1 calc . . R
C30 C 0.3814(2) 0.2706(2) 0.00203(7) 0.0655(5) Uani 1 d . . .
H30 H 0.4091 0.2865 -0.0255 0.079 Uiso 1 calc . . R
C31 C 0.26094(18) 0.1386(2) 0.04944(8) 0.0636(5) Uani 1 d . . .
H31 H 0.2083 0.0634 0.0543 0.076 Uiso 1 calc . . R
C32 C 0.29656(16) 0.22746(19) 0.08319(6) 0.0498(4) Uani 1 d . . .
H32 H 0.2662 0.2127 0.1104 0.060 Uiso 1 calc . . R
C33 C 0.3881(2) 0.3870(2) 0.15887(6) 0.0609(5) Uani 1 d . . .
H33A H 0.4304 0.2993 0.1636 0.091 Uiso 1 calc . . GR
H33B H 0.2994 0.3740 0.1609 0.091 Uiso 1 calc . . GR
H33C H 0.4185 0.4530 0.1804 0.091 Uiso 1 calc . . GR
C34 C 0.64231(16) 0.39493(17) 0.11723(6) 0.0465(4) Uani 1 d . . .
C35 C 0.77050(18) 0.4590(2) 0.11754(9) 0.0704(6) Uani 1 d . . .
H35A H 0.7919 0.4761 0.0883 0.106 Uiso 1 calc . . GR
H35B H 0.8308 0.3963 0.1313 0.106 Uiso 1 calc . . GR
H35C H 0.7710 0.5456 0.1332 0.106 Uiso 1 calc . . GR
C38 C 0.3024(2) 0.1601(2) 0.00902(8) 0.0683(6) Uani 1 d . . .
H38 H 0.2775 0.1005 -0.0137 0.082 Uiso 1 calc . . R


_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 C8 1.3842(17) . ?
O1 C1 1.209(2) . ?
O2 C7 1.3850(18) . ?
O2 C8 1.405(2) . ?
O3 C17 1.223(2) . ?
N1 H1 0.8600 . ?
N1 C9 1.4756(19) . ?
N1 C17 1.349(2) . ?
C1 C2 1.444(2) . ?
C1 C8 1.566(2) . ?
C2 C3 1.394(2) . ?
C2 C7 1.378(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.370(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.380(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.374(2) . ?
C8 C9 1.536(2) . ?
C9 C10 1.534(2) . ?
C9 C16 1.532(2) . ?
C10 C11 1.385(2) . ?
C10 C15 1.384(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.356(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.397(3) . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.500(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
F2 C26 1.3752(18) . ?
O4 C25 1.3775(19) . ?
O4 C26 1.408(2) . ?
O5 C19 1.205(2) . ?
O6 C34 1.223(2) . ?
N2 H2 0.8600 . ?
N2 C27 1.468(2) . ?
N2 C34 1.347(2) . ?
C19 C20 1.452(3) . ?
C19 C26 1.559(2) . ?
C20 C21 1.400(3) . ?
C20 C25 1.373(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.388(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.374(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.374(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.378(3) . ?
C26 C27 1.538(2) . ?
C27 C28 1.538(2) . ?
C27 C33 1.532(2) . ?
C28 C29 1.383(2) . ?
C28 C32 1.385(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.386(3) . ?
C30 H30 0.9300 . ?
C30 C38 1.377(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.381(3) . ?
C31 C38 1.367(3) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.498(2) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C38 H38 0.9300 . ?

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
C7 O2 C8 108.49(12) . . ?
C9 N1 H1 118.9 . . ?
C17 N1 H1 118.9 . . ?
C17 N1 C9 122.27(13) . . ?
O1 C1 C2 130.26(15) . . ?
O1 C1 C8 125.40(15) . . ?
C2 C1 C8 104.28(13) . . ?
C3 C2 C1 132.30(16) . . ?
C7 C2 C1 107.86(14) . . ?
C7 C2 C3 119.84(16) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 C2 118.17(17) . . ?
C4 C3 H3 120.9 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.68(17) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 118.9 . . ?
C4 C5 C6 122.18(18) . . ?
C6 C5 H5 118.9 . . ?
C5 C6 H6 121.8 . . ?
C7 C6 C5 116.41(18) . . ?
C7 C6 H6 121.8 . . ?
C2 C7 O2 113.34(14) . . ?
C6 C7 O2 123.98(15) . . ?
C6 C7 C2 122.67(15) . . ?
F1 C8 O2 106.14(12) . . ?
F1 C8 C1 105.73(13) . . ?
F1 C8 C9 109.89(12) . . ?
O2 C8 C1 105.80(12) . . ?
O2 C8 C9 111.64(13) . . ?
C9 C8 C1 116.94(13) . . ?
N1 C9 C8 107.31(12) . . ?
N1 C9 C10 111.08(12) . . ?
N1 C9 C16 109.29(13) . . ?
C10 C9 C8 107.30(12) . . ?
C16 C9 C8 107.98(14) . . ?
C16 C9 C10 113.64(13) . . ?
C11 C10 C9 121.08(15) . . ?
C15 C10 C9 120.70(15) . . ?
C15 C10 C11 118.18(16) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.1(2) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.5(2) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0(2) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.1(2) . . ?
C15 C14 H14 120.0 . . ?
C10 C15 C14 120.2(2) . . ?
C10 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O3 C17 N1 122.26(15) . . ?
O3 C17 C18 121.66(15) . . ?
N1 C17 C18 116.07(14) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C25 O4 C26 108.59(13) . . ?
C27 N2 H2 118.3 . . ?
C34 N2 H2 118.3 . . ?
C34 N2 C27 123.42(13) . . ?
O5 C19 C20 130.5(2) . . ?
O5 C19 C26 124.8(2) . . ?
C20 C19 C26 104.52(16) . . ?
C21 C20 C19 133.0(2) . . ?
C25 C20 C19 107.39(16) . . ?
C25 C20 C21 119.6(2) . . ?
C20 C21 H21 121.3 . . ?
C22 C21 C20 117.4(3) . . ?
C22 C21 H21 121.3 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.0(2) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 118.7 . . ?
C24 C23 C22 122.5(3) . . ?
C24 C23 H23 118.7 . . ?
C23 C24 H24 122.0 . . ?
C23 C24 C25 116.0(3) . . ?
C25 C24 H24 122.0 . . ?
O4 C25 C24 122.70(19) . . ?
C20 C25 O4 113.75(17) . . ?
C20 C25 C24 123.55(18) . . ?
F2 C26 O4 105.75(13) . . ?
F2 C26 C19 107.10(13) . . ?
F2 C26 C27 109.82(13) . . ?
O4 C26 C19 105.64(14) . . ?
O4 C26 C27 111.00(13) . . ?
C27 C26 C19 116.87(14) . . ?
N2 C27 C26 106.73(13) . . ?
N2 C27 C28 111.36(13) . . ?
N2 C27 C33 109.77(13) . . ?
C26 C27 C28 106.51(12) . . ?
C33 C27 C26 108.68(14) . . ?
C33 C27 C28 113.48(14) . . ?
C29 C28 C27 120.28(14) . . ?
C29 C28 C32 118.06(16) . . ?
C32 C28 C27 121.59(15) . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 121.06(18) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 120.1 . . ?
C38 C30 C29 119.8(2) . . ?
C38 C30 H30 120.1 . . ?
C32 C31 H31 119.7 . . ?
C38 C31 H31 119.7 . . ?
C38 C31 C32 120.52(18) . . ?
C28 C32 H32 119.6 . . ?
C31 C32 C28 120.82(18) . . ?
C31 C32 H32 119.6 . . ?
C27 C33 H33A 109.5 . . ?
C27 C33 H33B 109.5 . . ?
C27 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O6 C34 N2 122.63(16) . . ?
O6 C34 C35 121.63(16) . . ?
N2 C34 C35 115.73(15) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C30 C38 H38 120.2 . . ?
C31 C38 C30 119.68(19) . . ?
C31 C38 H38 120.2 . . ?

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
F1 C8 C9 N1 -66.35(16) . . . . ?
F1 C8 C9 C10 174.20(12) . . . . ?
F1 C8 C9 C16 51.35(17) . . . . ?
O1 C1 C2 C3 1.1(3) . . . . ?
O1 C1 C2 C7 -179.65(18) . . . . ?
O1 C1 C8 F1 -69.6(2) . . . . ?
O1 C1 C8 O2 178.04(16) . . . . ?
O1 C1 C8 C9 53.0(2) . . . . ?
O2 C8 C9 N1 51.13(16) . . . . ?
O2 C8 C9 C10 -68.31(15) . . . . ?
O2 C8 C9 C16 168.84(13) . . . . ?
N1 C9 C10 C11 135.74(15) . . . . ?
N1 C9 C10 C15 -46.59(19) . . . . ?
C1 C2 C3 C4 179.70(18) . . . . ?
C1 C2 C7 O2 -0.75(19) . . . . ?
C1 C2 C7 C6 178.35(16) . . . . ?
C1 C8 C9 N1 173.16(13) . . . . ?
C1 C8 C9 C10 53.72(18) . . . . ?
C1 C8 C9 C16 -69.14(17) . . . . ?
C2 C1 C8 F1 107.62(14) . . . . ?
C2 C1 C8 O2 -4.71(16) . . . . ?
C2 C1 C8 C9 -129.72(14) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C3 C2 C7 O2 178.59(15) . . . . ?
C3 C2 C7 C6 -2.3(3) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C4 C5 C6 C7 -0.8(3) . . . . ?
C5 C6 C7 O2 -178.64(16) . . . . ?
C5 C6 C7 C2 2.4(3) . . . . ?
C7 O2 C8 F1 -107.67(13) . . . . ?
C7 O2 C8 C1 4.37(16) . . . . ?
C7 O2 C8 C9 132.60(13) . . . . ?
C7 C2 C3 C4 0.6(3) . . . . ?
C8 O2 C7 C2 -2.50(18) . . . . ?
C8 O2 C7 C6 178.41(16) . . . . ?
C8 C1 C2 C3 -175.94(18) . . . . ?
C8 C1 C2 C7 3.29(17) . . . . ?
C8 C9 C10 C11 -107.27(16) . . . . ?
C8 C9 C10 C15 70.40(18) . . . . ?
C9 N1 C17 O3 5.6(3) . . . . ?
C9 N1 C17 C18 -173.96(16) . . . . ?
C9 C10 C11 C12 178.53(15) . . . . ?
C9 C10 C15 C14 -177.56(16) . . . . ?
C10 C11 C12 C13 -1.3(3) . . . . ?
C11 C10 C15 C14 0.2(3) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C13 C14 C15 C10 -0.7(3) . . . . ?
C15 C10 C11 C12 0.8(2) . . . . ?
C16 C9 C10 C11 12.0(2) . . . . ?
C16 C9 C10 C15 -170.31(15) . . . . ?
C17 N1 C9 C8 179.66(15) . . . . ?
C17 N1 C9 C10 -63.35(19) . . . . ?
C17 N1 C9 C16 62.8(2) . . . . ?
F2 C26 C27 N2 -68.90(16) . . . . ?
F2 C26 C27 C28 172.04(13) . . . . ?
F2 C26 C27 C33 49.43(18) . . . . ?
O4 C26 C27 N2 47.69(16) . . . . ?
O4 C26 C27 C28 -71.38(16) . . . . ?
O4 C26 C27 C33 166.01(14) . . . . ?
O5 C19 C20 C21 -2.0(4) . . . . ?
O5 C19 C20 C25 176.3(2) . . . . ?
O5 C19 C26 F2 -66.1(2) . . . . ?
O5 C19 C26 O4 -178.48(18) . . . . ?
O5 C19 C26 C27 57.5(2) . . . . ?
N2 C27 C28 C29 -40.9(2) . . . . ?
N2 C27 C28 C32 142.43(15) . . . . ?
C19 C20 C21 C22 179.0(2) . . . . ?
C19 C20 C25 O4 1.9(2) . . . . ?
C19 C20 C25 C24 -178.95(18) . . . . ?
C19 C26 C27 N2 168.90(14) . . . . ?
C19 C26 C27 C28 49.83(18) . . . . ?
C19 C26 C27 C33 -72.77(18) . . . . ?
C20 C19 C26 F2 110.34(15) . . . . ?
C20 C19 C26 O4 -2.07(17) . . . . ?
C20 C19 C26 C27 -126.06(15) . . . . ?
C20 C21 C22 C23 -0.6(4) . . . . ?
C21 C20 C25 O4 -179.52(16) . . . . ?
C21 C20 C25 C24 -0.3(3) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C22 C23 C24 C25 0.4(4) . . . . ?
C23 C24 C25 O4 178.87(19) . . . . ?
C23 C24 C25 C20 -0.2(3) . . . . ?
C25 O4 C26 F2 -110.17(14) . . . . ?
C25 O4 C26 C19 3.17(17) . . . . ?
C25 O4 C26 C27 130.78(14) . . . . ?
C25 C20 C21 C22 0.8(3) . . . . ?
C26 O4 C25 C20 -3.32(19) . . . . ?
C26 O4 C25 C24 177.49(17) . . . . ?
C26 C19 C20 C21 -178.1(2) . . . . ?
C26 C19 C20 C25 0.20(19) . . . . ?
C26 C27 C28 C29 75.14(18) . . . . ?
C26 C27 C28 C32 -101.57(17) . . . . ?
C27 N2 C34 O6 3.9(3) . . . . ?
C27 N2 C34 C35 -177.14(17) . . . . ?
C27 C28 C29 C30 -176.06(17) . . . . ?
C27 C28 C32 C31 177.43(16) . . . . ?
C28 C29 C30 C38 -1.5(3) . . . . ?
C29 C28 C32 C31 0.7(3) . . . . ?
C29 C30 C38 C31 0.8(3) . . . . ?
C32 C28 C29 C30 0.8(3) . . . . ?
C32 C31 C38 C30 0.6(3) . . . . ?
C33 C27 C28 C29 -165.33(16) . . . . ?
C33 C27 C28 C32 18.0(2) . . . . ?
C34 N2 C27 C26 -176.61(15) . . . . ?
C34 N2 C27 C28 -60.75(19) . . . . ?
C34 N2 C27 C33 65.8(2) . . . . ?
C38 C31 C32 C28 -1.4(3) . . . . ?

_olex2_date_sample_data_collection 2016-03-10
_olex2_submission_special_instructions 'No special instructions were received'
