# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_gu-476
_database_code_depnum_ccdc_archive 'CCDC 1531330'
_audit_update_record             
;
2017-02-06 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;
_audit_creation_date             2017-02-04
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 F3 N3 O4'
_chemical_formula_sum            'C21 H18 F3 N3 O4'
_chemical_formula_weight         433.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H18 N3 O4 F3'
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'
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'
F F 0.0727 0.0534 '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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   14.9764(4)
_cell_length_b                   6.8786(2)
_cell_length_c                   19.4161(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2000.18(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5712
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      78.2150
_cell_measurement_theta_min      5.4190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.026
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.626
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       column
_exptl_crystal_F_000             896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0685
-1 0 0 0.0820
-1 4 1 0.4393
1 -4 -1 0.4393
0 0 1 0.1590
0 0 -1 0.1215

_exptl_crystal_size_max          0.931
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.151
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0002 -0.0008 -0.0005 0.0178 0.1013 0.0016
-1.0002 0.0008 0.0005 -0.0178 -0.1013 -0.0016
-0.9967 3.9923 1.0011 0.0021 -0.1208 0.8957
0.9967 -3.9923 -1.0011 -0.0021 0.1208 -0.8957
0.0001 0.0003 1.0015 0.0781 -0.0138 0.0051
-0.0001 -0.0003 -1.0015 -0.0781 0.0138 -0.0051

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9487
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_min         4.555
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  30.00   0.50    0.10    --   -5.34  38.00 -30.00   90
  2  ω      6.00  60.00   0.50    0.10    --   -5.34  77.00-180.00  108
  3  ω     33.00  68.00   0.50    0.10    --   -5.34  38.00 -30.00   70
  4  ω    112.00 145.00   0.50    0.11    --  107.75 125.00  30.00   66
  5  ω     51.00 144.00   0.50    0.11    --  107.75   0.00  90.00  186
  6  ω     35.00  64.00   0.50    0.11    --  107.75 -38.00 -60.00   58
  7  ω     33.00  69.00   0.50    0.11    --  107.75 -38.00 -90.00   72
  8  ω   -106.00 -76.00   0.50    0.11    --  -86.25  77.00-120.00   60
  9  ω    -71.00 -34.00   0.50    0.11    --  -86.25  38.00 -30.00   74
 10  ω    -67.00 -13.00   0.50    0.11    --  -86.25  38.00 -90.00  108
 11  ω    -71.00 -38.00   0.50    0.11    --  -86.25  77.00-120.00   66
 12  ω    -94.00 -16.00   0.50    0.11    --  -86.25  57.00-180.00  156
 13  ω     38.00 113.00   0.50    0.11    --  107.75-125.00-120.00  150
 14  ω     78.00 108.00   0.50    0.11    --  107.75 -99.00 -60.00   60
 15  ω     62.00 107.00   0.50    0.11    --  107.75 -99.00  90.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0178327000
_diffrn_orient_matrix_UB_12      -0.0145840000
_diffrn_orient_matrix_UB_13      0.0779729000
_diffrn_orient_matrix_UB_21      0.1012658000
_diffrn_orient_matrix_UB_22      -0.0015028000
_diffrn_orient_matrix_UB_23      -0.0138146000
_diffrn_orient_matrix_UB_31      0.0017804000
_diffrn_orient_matrix_UB_32      0.2235424000
_diffrn_orient_matrix_UB_33      0.0050023000
_diffrn_oxdiff_ac3_digest_frames 
;
01c272d392b5032cba47492e94c1a9226e01414e9ad
;
_diffrn_oxdiff_ac3_digest_hkl    
;
015db320596519858f4fa0b5a734ac808a0939
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1607
_reflns_number_total             1989
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_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         0.166
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.028
_refine_ls_extinction_coef       0.0028(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         1989
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0577P)²+0.2544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1151
_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. Others
 Sof(F14A)=1-FVAR(1)
 Sof(F16A)=0.5*(1-FVAR(2))
 Sof(F15)=0.5*FVAR(2)
 Sof(F14)=FVAR(1)
 Fixed Sof: H18A(0.5) H18B(0.5) H19A(0.5) H19B(0.5) H17A(0.5) H17B(0.5)
 H12A(0.5) H12B(0.5) H12C(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C17(H17A,H17B)
3.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C11(H11), C5(H5), C28(H28), C24(H24), C10(H10), C27(H27), C7(H7),
 C8(H8)
3.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_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
O20 O 0.36632(10) 0.250000 0.47414(7) 0.0671(4) Uani 1 2 d S T P . .
N1 N 0.42904(10) 0.250000 0.13770(8) 0.0541(4) Uani 1 2 d S T P . .
N2 N 0.51726(11) 0.250000 0.12425(8) 0.0566(4) Uani 1 2 d S T P . .
N29 N 0.05801(14) 0.250000 0.70223(10) 0.0712(5) Uani 1 2 d S T P . .
O30 O 0.06537(14) 0.250000 0.76468(9) 0.0993(7) Uani 1 2 d S T P . .
O31 O -0.01354(13) 0.250000 0.67317(11) 0.1008(6) Uani 1 2 d S T P . .
O22 O 0.44878(12) 0.250000 0.56888(9) 0.1136(8) Uani 1 2 d S T P . .
F14 F 0.68448(13) 0.4010(4) 0.22539(15) 0.1199(16) Uani 0.777(11) 1 d . . . A 1
F15 F 0.6939(2) 0.250000 0.13170(13) 0.118(2) Uani 0.777(11) 2 d S T P A 1
F14A F 0.6876(5) 0.390(2) 0.1581(8) 0.225(13) Uani 0.223(11) 1 d . . . A 2
F16A F 0.6831(8) 0.250000 0.2449(6) 0.172(15) Uani 0.223(11) 2 d S T P A 2
C6 C 0.36656(13) 0.250000 0.08210(10) 0.0543(5) Uani 1 2 d S T P . .
C4 C 0.49281(13) 0.250000 0.23993(10) 0.0541(5) Uani 1 2 d S T P . .
C23 C 0.29177(14) 0.250000 0.58135(10) 0.0562(5) Uani 1 2 d S T P . .
C25 C 0.22119(16) 0.250000 0.69251(10) 0.0635(6) Uani 1 2 d S T P . .
H25 H 0.224785 0.250000 0.740325 0.076 Uiso 1 2 calc RS T P . .
C3 C 0.55468(13) 0.250000 0.18589(10) 0.0542(5) Uani 1 2 d S T P A .
C11 C 0.27666(13) 0.250000 0.09394(10) 0.0574(5) Uani 1 2 d S T P . .
H11 H 0.254981 0.250000 0.138829 0.069 Uiso 1 2 calc RS T P . .
C5 C 0.41281(14) 0.250000 0.20649(10) 0.0597(5) Uani 1 2 d S T P . .
H5 H 0.356813 0.250000 0.227195 0.072 Uiso 1 2 calc RS T P . .
C21 C 0.37672(16) 0.250000 0.54208(10) 0.0644(6) Uani 1 2 d S T P . .
C28 C 0.20924(15) 0.250000 0.54992(10) 0.0630(6) Uani 1 2 d S T P . .
H28 H 0.205397 0.250000 0.502110 0.076 Uiso 1 2 calc RS T P . .
C24 C 0.29736(15) 0.250000 0.65306(10) 0.0626(6) Uani 1 2 d S T P . .
H24 H 0.353006 0.250000 0.674312 0.075 Uiso 1 2 calc RS T P . .
C9 C 0.24703(15) 0.250000 -0.02815(10) 0.0640(6) Uani 1 2 d S T P . .
C10 C 0.21802(14) 0.250000 0.03897(11) 0.0624(5) Uani 1 2 d S T P . .
H10 H 0.156964 0.250000 0.047703 0.075 Uiso 1 2 calc RS T P . .
C18 C 0.42571(15) 0.250000 0.35902(10) 0.0634(6) Uani 1 2 d S T P . .
H18A H 0.390408 0.364169 0.348141 0.076 Uiso 0.5 1 calc R . . . .
H18B H 0.390408 0.135831 0.348141 0.076 Uiso 0.5 1 calc R . . . .
C27 C 0.13219(16) 0.250000 0.58905(11) 0.0662(6) Uani 1 2 d S T P . .
H27 H 0.076364 0.250000 0.568074 0.079 Uiso 1 2 calc RS T P . .
C26 C 0.13974(15) 0.250000 0.66015(10) 0.0591(5) Uani 1 2 d S T P . .
C19 C 0.44830(14) 0.250000 0.43437(11) 0.0680(6) Uani 1 2 d S T P . .
H19A H 0.483382 0.135713 0.445523 0.082 Uiso 0.5 1 calc R . . . .
H19B H 0.483382 0.364287 0.445523 0.082 Uiso 0.5 1 calc R . . . .
C13 C 0.65362(15) 0.250000 0.19022(11) 0.0723(7) Uani 1 2 d S T P . .
C17 C 0.50978(15) 0.250000 0.31626(10) 0.0703(6) Uani 1 2 d S T P . .
H17A H 0.544844 0.363861 0.327976 0.084 Uiso 0.5 1 calc R . . . .
H17B H 0.544844 0.136139 0.327976 0.084 Uiso 0.5 1 calc R . . . .
C12 C 0.18355(17) 0.250000 -0.08824(13) 0.0819(7) Uani 1 2 d S T P . .
H12A H 0.176026 0.380509 -0.104772 0.123 Uiso 0.5 1 calc GR . . B -1
H12B H 0.126826 0.199263 -0.073854 0.123 Uiso 0.5 1 calc GR . . B -1
H12C H 0.207318 0.170228 -0.124437 0.123 Uiso 0.5 1 calc GR . . B -1
C7 C 0.39740(16) 0.250000 0.01566(12) 0.0926(10) Uani 1 2 d S T P . .
H7 H 0.458506 0.250000 0.007126 0.111 Uiso 1 2 calc RS T P . .
C8 C 0.33805(17) 0.250000 -0.03847(12) 0.0955(10) Uani 1 2 d S T P . .
H8 H 0.360005 0.250000 -0.083275 0.115 Uiso 1 2 calc RS T P . .


_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
O20 C21 1.328(2) . ?
O20 C19 1.450(2) . ?
N1 N2 1.347(2) . ?
N1 C6 1.429(2) . ?
N1 C5 1.358(2) . ?
N2 C3 1.322(2) . ?
N29 O30 1.218(2) . ?
N29 O31 1.211(3) . ?
N29 C26 1.472(3) . ?
O22 C21 1.198(3) . ?
F14 C13 1.326(3) . ?
F15 C13 1.286(3) . ?
F14A C13 1.258(10) . ?
F16A C13 1.150(11) . ?
C6 C11 1.366(3) . ?
C6 C7 1.370(3) . ?
C4 C3 1.400(3) . ?
C4 C5 1.363(3) . ?
C4 C17 1.504(3) . ?
C23 C21 1.483(3) . ?
C23 C28 1.378(3) . ?
C23 C24 1.395(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.374(3) . ?
C25 C26 1.372(3) . ?
C3 C13 1.484(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.382(3) . ?
C5 H5 0.9300 . ?
C28 H28 0.9300 . ?
C28 C27 1.382(3) . ?
C24 H24 0.9300 . ?
C9 C10 1.374(3) . ?
C9 C12 1.505(3) . ?
C9 C8 1.378(3) . ?
C10 H10 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.502(3) . ?
C18 C17 1.508(3) . ?
C27 H27 0.9300 . ?
C27 C26 1.385(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C8 1.376(3) . ?
C8 H8 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
C21 O20 C19 115.43(17) . . ?
N2 N1 C6 119.74(16) . . ?
N2 N1 C5 111.50(16) . . ?
C5 N1 C6 128.76(17) . . ?
C3 N2 N1 103.91(15) . . ?
O30 N29 C26 118.5(2) . . ?
O31 N29 O30 123.0(2) . . ?
O31 N29 C26 118.5(2) . . ?
C11 C6 N1 121.23(17) . . ?
C11 C6 C7 119.40(19) . . ?
C7 C6 N1 119.38(19) . . ?
C3 C4 C17 128.82(18) . . ?
C5 C4 C3 102.99(17) . . ?
C5 C4 C17 128.19(19) . . ?
C28 C23 C21 122.79(18) . . ?
C28 C23 C24 119.71(19) . . ?
C24 C23 C21 117.49(19) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C26 C25 C24 118.87(19) . . ?
N2 C3 C4 113.46(17) . . ?
N2 C3 C13 118.34(17) . . ?
C4 C3 C13 128.20(18) . . ?
C6 C11 H11 120.1 . . ?
C6 C11 C10 119.75(19) . . ?
C10 C11 H11 120.1 . . ?
N1 C5 C4 108.14(18) . . ?
N1 C5 H5 125.9 . . ?
C4 C5 H5 125.9 . . ?
O20 C21 C23 114.20(19) . . ?
O22 C21 O20 122.5(2) . . ?
O22 C21 C23 123.3(2) . . ?
C23 C28 H28 119.8 . . ?
C23 C28 C27 120.36(19) . . ?
C27 C28 H28 119.8 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C10 C9 C12 122.4(2) . . ?
C10 C9 C8 116.8(2) . . ?
C8 C9 C12 120.8(2) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 C11 122.1(2) . . ?
C9 C10 H10 118.9 . . ?
H18A C18 H18B 108.1 . . ?
C19 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
C19 C18 C17 110.38(18) . . ?
C17 C18 H18A 109.6 . . ?
C17 C18 H18B 109.6 . . ?
C28 C27 H27 120.7 . . ?
C28 C27 C26 118.7(2) . . ?
C26 C27 H27 120.7 . . ?
C25 C26 N29 119.04(19) . . ?
C25 C26 C27 121.9(2) . . ?
C27 C26 N29 119.0(2) . . ?
O20 C19 C18 109.14(17) . . ?
O20 C19 H19A 109.9 . . ?
O20 C19 H19B 109.9 . . ?
C18 C19 H19A 109.9 . . ?
C18 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
F14 C13 F14 103.1(3) 7_565 . ?
F14 C13 C3 112.15(15) . . ?
F14 C13 C3 112.15(16) 7_565 . ?
F15 C13 F14 106.95(19) . 7_565 ?
F15 C13 F14 106.95(19) . . ?
F15 C13 C3 114.7(2) . . ?
F14A C13 F14A 100.3(15) 7_565 . ?
F14A C13 C3 112.1(5) . . ?
F14A C13 C3 112.1(5) 7_565 . ?
F16A C13 F14A 107.6(8) . . ?
F16A C13 C3 115.8(7) . . ?
C4 C17 C18 113.67(18) . . ?
C4 C17 H17A 108.8 . . ?
C4 C17 H17B 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C6 C7 H7 120.0 . . ?
C6 C7 C8 120.1(2) . . ?
C8 C7 H7 120.0 . . ?
C9 C8 H8 119.1 . . ?
C7 C8 C9 121.9(2) . . ?
C7 C8 H8 119.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.364
_oxdiff_exptl_absorpt_empirical_full_min 0.831
####################################################################### 
# 
# 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_gu-480
_database_code_depnum_ccdc_archive 'CCDC 1531331'
_audit_update_record             
;
2017-02-06 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;
_audit_creation_date             2017-02-02
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2016/6

_chemical_name_common            ?
_chemical_name_systematic        
trans-1-(p-Totyl)-3-trifluoromethyl-3a,4,5,6a-tetrahydro-1H-furo[2,3-c]pyrazole
_chemical_formula_moiety         'C13 H13 F3 N2 O'
_chemical_formula_sum            'C13 H13 F3 N2 O'
_chemical_formula_weight         270.25
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C13 H13 N2 O1 F3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   15.5438(3)
_cell_length_b                   7.15478(11)
_cell_length_c                   23.2224(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2582.62(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7688
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      78.4810
_cell_measurement_theta_min      4.7420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.397
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1120
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.2110
1 0 0 0.2110
0 0 -1 0.0647
0 0 1 0.0647
0 -1 0 0.4261
0 1 0 0.4261

_exptl_crystal_size_max          0.853
_exptl_crystal_size_mid          0.422
_exptl_crystal_size_min          0.129
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9989 0.0009 0.0010 0.0961 -0.0166 -0.0172
0.9989 -0.0009 -0.0010 -0.0961 0.0166 0.0172
0.0005 0.0007 -1.0002 -0.0117 -0.0653 -0.0021
-0.0005 -0.0007 1.0002 0.0117 0.0653 0.0021
-0.0010 -0.9997 -0.0020 -0.0358 0.0138 -0.2118
0.0010 0.9997 0.0020 0.0358 -0.0138 0.2118

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            11966
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.243
_diffrn_reflns_theta_min         4.754
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00 -33.00   0.50    0.27    --  -86.25 125.00-120.00   74
  2  ω     12.00  67.00   0.50    0.10    --   -5.34  38.00 -60.00  110
  3  ω      3.00  74.00   0.50    0.10    --    5.34  57.00 -30.00  142
  4  ω    -69.00 -15.00   0.50    0.27    --  -86.25  38.00  30.00  108
  5  ω    -69.00 -11.00   0.50    0.27    --  -86.25  38.00 -90.00  116
  6  ω    -70.00 -34.00   0.50    0.27    --  -86.25  38.00-180.00   72
  7  ω     99.00 152.00   0.50    0.27    --  107.75  19.00  60.00  106
  8  ω     99.00 176.00   0.50    0.27    --  107.75  19.00 150.00  154
  9  ω     80.00 109.00   0.50    0.27    --  107.75 -99.00 -30.00   58
 10  ω     40.00  65.00   0.50    0.27    --  107.75 -99.00 -30.00   50
 11  ω     78.00 111.00   0.50    0.27    --  107.75 -99.00-150.00   66
 12  ω   -143.00 -71.00   0.50    0.27    --  -86.25-125.00 -60.00  144
 13  ω     34.00  59.00   0.50    0.27    --  107.75 -38.00 150.00   50
 14  ω     39.00  79.00   0.50    0.27    --  107.75 -57.00 -30.00   80
 15  ω     44.00 119.00   0.50    0.27    --  107.75 -77.00-120.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0961343000
_diffrn_orient_matrix_UB_12      0.0358778000
_diffrn_orient_matrix_UB_13      0.0117258000
_diffrn_orient_matrix_UB_21      0.0166549000
_diffrn_orient_matrix_UB_22      -0.0139202000
_diffrn_orient_matrix_UB_23      0.0652602000
_diffrn_orient_matrix_UB_31      0.0173756000
_diffrn_orient_matrix_UB_32      0.2118564000
_diffrn_orient_matrix_UB_33      0.0022892000
_diffrn_oxdiff_ac3_digest_frames 
;
013fae8a261492761cf581ccbc042f7fe0014804727
;
_diffrn_oxdiff_ac3_digest_hkl    
;
01c7b575154c18937e56a9f9a3b6c89529f28b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1972
_reflns_number_total             2371
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_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         0.180
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0066(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2371
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0390
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0482P)²+0.4044P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1049
_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,H,H,H) groups
2. Restrained distances
 C16-F17A \\sim C16-F18A \\sim C16-F19A \\sim C16-F17 \\sim C16-F18 \\sim
C16-F19
 with sigma of 0.02
 F17A-F18A \\sim F17A-F19A \\sim F18A-F19A \\sim F17-F18 \\sim F17-F19 \\sim
F18-F19
 with sigma of 0.02
3. Others
 Sof(F19A)=Sof(F18A)=Sof(F17A)=1-FVAR(1)
 Sof(F17)=Sof(F18)=Sof(F19)=FVAR(1)
 Fixed Sof: H15A(0.5) H15B(0.5) H15C(0.5) H15D(0.5) H15E(0.5) H15F(0.5)
4.a Ternary CH refined with riding coordinates:
 C8(H8), C4(H4)
4.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C5(H5A,H5B)
4.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C14(H14), C11(H11), C13(H13)
4.d Disordered Me refined with riding coordinates:
 C15(H15A,H15B,H15C,H15D,H15E,H15F)
;
_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
O7 O 0.58240(7) 0.02189(12) 0.45319(4) 0.0588(3) Uani 1 1 d . . . . .
N1 N 0.59806(8) 0.35300(15) 0.45315(4) 0.0485(3) Uani 1 1 d . . . . .
N2 N 0.62705(8) 0.44771(15) 0.40644(5) 0.0497(3) Uani 1 1 d . . . . .
C9 C 0.61801(8) 0.41469(16) 0.50897(5) 0.0408(3) Uani 1 1 d . . . . .
C10 C 0.58391(9) 0.32369(19) 0.55639(6) 0.0504(3) Uani 1 1 d . . . . .
H10 H 0.547561 0.221764 0.551331 0.061 Uiso 1 1 calc R . . . .
C8 C 0.54423(8) 0.19324(17) 0.43855(5) 0.0455(3) Uani 1 1 d . . . . .
H8 H 0.486703 0.204980 0.455431 0.055 Uiso 1 1 calc R . . . .
C3 C 0.59594(9) 0.37042(18) 0.36111(6) 0.0488(3) Uani 1 1 d . . . . .
C4 C 0.54077(9) 0.20339(18) 0.37209(6) 0.0498(3) Uani 1 1 d . . . . .
H4 H 0.482021 0.220017 0.357650 0.060 Uiso 1 1 calc R . . . .
F17 F 0.6811(5) 0.5703(12) 0.3033(3) 0.122(3) Uani 0.458(12) 1 d D . P A 1
F18 F 0.6322(8) 0.3332(7) 0.2632(2) 0.113(2) Uani 0.458(12) 1 d D . P A 1
F19 F 0.5518(4) 0.5541(12) 0.2837(3) 0.109(2) Uani 0.458(12) 1 d D . P A 1
F19A F 0.5527(5) 0.435(2) 0.2687(2) 0.170(4) Uani 0.542(12) 1 d D . P A 2
F18A F 0.6768(7) 0.3423(9) 0.2802(4) 0.143(3) Uani 0.542(12) 1 d D . P A 2
F17A F 0.6471(8) 0.6099(6) 0.3046(2) 0.142(3) Uani 0.542(12) 1 d D . P A 2
C14 C 0.67184(9) 0.56639(19) 0.51774(6) 0.0514(4) Uani 1 1 d . . . . .
H14 H 0.695351 0.629178 0.486405 0.062 Uiso 1 1 calc R . . . .
C11 C 0.60398(9) 0.3846(2) 0.61123(6) 0.0547(4) Uani 1 1 d . . . . .
H11 H 0.580612 0.322082 0.642672 0.066 Uiso 1 1 calc R . . . .
C12 C 0.65748(9) 0.5348(2) 0.62085(6) 0.0521(4) Uani 1 1 d . . . . .
C13 C 0.69054(9) 0.6242(2) 0.57304(6) 0.0568(4) Uani 1 1 d . . . . .
H13 H 0.726540 0.726628 0.578257 0.068 Uiso 1 1 calc R . . . .
C6 C 0.63303(12) -0.0363(2) 0.40458(7) 0.0664(5) Uani 1 1 d . . . . .
H6A H 0.643101 -0.170037 0.405533 0.080 Uiso 1 1 calc R . . . .
H6B H 0.688026 0.027755 0.404028 0.080 Uiso 1 1 calc R . . . .
C5 C 0.58000(12) 0.0165(2) 0.35338(6) 0.0634(4) Uani 1 1 d . . . . .
H5A H 0.535721 -0.075866 0.345827 0.076 Uiso 1 1 calc R . . . .
H5B H 0.615436 0.031070 0.319296 0.076 Uiso 1 1 calc R . . . .
C16 C 0.61704(12) 0.4489(2) 0.30385(7) 0.0696(5) Uani 1 1 d D . . . .
C15 C 0.68012(12) 0.5973(3) 0.68114(7) 0.0794(5) Uani 1 1 d . . . . .
H15A H 0.717834 0.703396 0.679233 0.119 Uiso 0.5 1 calc R . P . .
H15B H 0.628554 0.631109 0.701370 0.119 Uiso 0.5 1 calc R . P . .
H15C H 0.708363 0.497149 0.701123 0.119 Uiso 0.5 1 calc R . P . .
H15D H 0.652000 0.517707 0.708584 0.119 Uiso 0.5 1 calc R . P . .
H15E H 0.741280 0.589994 0.686447 0.119 Uiso 0.5 1 calc R . P . .
H15F H 0.661471 0.723953 0.686694 0.119 Uiso 0.5 1 calc R . P . .


_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
O7 C8 1.4038(16) . ?
O7 C6 1.4375(18) . ?
N1 N2 1.3560(14) . ?
N1 C9 1.4040(15) . ?
N1 C8 1.4566(16) . ?
N2 C3 1.2836(17) . ?
C9 C10 1.3847(17) . ?
C9 C14 1.3856(18) . ?
C10 H10 0.9300 . ?
C10 C11 1.3818(19) . ?
C8 H8 0.9800 . ?
C8 C4 1.5460(18) . ?
C3 C4 1.4928(19) . ?
C3 C16 1.480(2) . ?
C4 H4 0.9800 . ?
C4 C5 1.5328(19) . ?
F17 C16 1.321(5) . ?
F18 C16 1.277(4) . ?
F19 C16 1.347(4) . ?
F19A C16 1.294(4) . ?
F18A C16 1.320(5) . ?
F17A C16 1.244(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.380(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(2) . ?
C12 C13 1.381(2) . ?
C12 C15 1.511(2) . ?
C13 H13 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.495(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 H15D 0.9600 . ?
C15 H15E 0.9600 . ?
C15 H15F 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 O7 C6 107.10(10) . . ?
N2 N1 C9 120.53(10) . . ?
N2 N1 C8 113.38(10) . . ?
C9 N1 C8 126.05(10) . . ?
C3 N2 N1 108.39(11) . . ?
C10 C9 N1 120.13(11) . . ?
C10 C9 C14 118.85(12) . . ?
C14 C9 N1 121.03(11) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.89(12) . . ?
C11 C10 H10 120.1 . . ?
O7 C8 N1 112.72(11) . . ?
O7 C8 H8 111.3 . . ?
O7 C8 C4 107.31(10) . . ?
N1 C8 H8 111.3 . . ?
N1 C8 C4 102.45(9) . . ?
C4 C8 H8 111.3 . . ?
N2 C3 C4 114.92(11) . . ?
N2 C3 C16 119.34(13) . . ?
C16 C3 C4 125.74(12) . . ?
C8 C4 H4 112.3 . . ?
C3 C4 C8 100.84(10) . . ?
C3 C4 H4 112.3 . . ?
C3 C4 C5 114.93(12) . . ?
C5 C4 C8 103.18(11) . . ?
C5 C4 H4 112.3 . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 119.92(13) . . ?
C13 C14 H14 120.0 . . ?
C10 C11 H11 118.9 . . ?
C12 C11 C10 122.13(13) . . ?
C12 C11 H11 118.9 . . ?
C11 C12 C13 117.12(12) . . ?
C11 C12 C15 121.45(14) . . ?
C13 C12 C15 121.42(14) . . ?
C14 C13 C12 122.08(13) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
O7 C6 H6A 110.9 . . ?
O7 C6 H6B 110.9 . . ?
O7 C6 C5 104.46(13) . . ?
H6A C6 H6B 108.9 . . ?
C5 C6 H6A 110.9 . . ?
C5 C6 H6B 110.9 . . ?
C4 C5 H5A 111.3 . . ?
C4 C5 H5B 111.3 . . ?
C6 C5 C4 102.37(11) . . ?
C6 C5 H5A 111.3 . . ?
C6 C5 H5B 111.3 . . ?
H5A C5 H5B 109.2 . . ?
F17 C16 C3 115.2(3) . . ?
F17 C16 F19 101.3(4) . . ?
F18 C16 C3 117.3(3) . . ?
F18 C16 F17 106.3(4) . . ?
F18 C16 F19 104.1(3) . . ?
F19 C16 C3 110.9(2) . . ?
F19A C16 C3 111.5(3) . . ?
F19A C16 F18A 103.7(3) . . ?
F18A C16 C3 108.1(3) . . ?
F17A C16 C3 115.0(3) . . ?
F17A C16 F19A 111.6(5) . . ?
F17A C16 F18A 106.0(4) . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
C12 C15 H15D 109.5 . . ?
C12 C15 H15E 109.5 . . ?
C12 C15 H15F 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15A C15 H15D 141.1 . . ?
H15A C15 H15E 56.3 . . ?
H15A C15 H15F 56.3 . . ?
H15B C15 H15C 109.5 . . ?
H15B C15 H15D 56.3 . . ?
H15B C15 H15E 141.1 . . ?
H15B C15 H15F 56.3 . . ?
H15C C15 H15D 56.3 . . ?
H15C C15 H15E 56.3 . . ?
H15C C15 H15F 141.1 . . ?
H15D C15 H15E 109.5 . . ?
H15D C15 H15F 109.5 . . ?
H15E C15 H15F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.196
_oxdiff_exptl_absorpt_empirical_full_min 0.678
