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

data_mol4
_audit_creation_date               2018-04-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C7 F13 O, C4 H12 N'
_chemical_formula_sum              'C11 H12 F13 N O'
_chemical_formula_weight           421.22
_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' 0.0033 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             52
_space_group_name_H-M_alt          'P n n a'
_space_group_name_Hall             '-P 2a 2bc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z'
 '-x+1/2, y+1/2, -z+1/2'
 'x, -y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, y, -z'
 'x-1/2, -y-1/2, z-1/2'
 '-x, y-1/2, z-1/2'

_cell_length_a                     14.4972(6)
_cell_length_b                     14.7800(5)
_cell_length_c                     28.496(2)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       6105.8(5)
_cell_formula_units_Z              16
_cell_measurement_reflns_used      500
_cell_measurement_temperature      100
_cell_measurement_theta_max        20
_cell_measurement_theta_min        2
_shelx_estimated_absorpt_T_max     0.952
_shelx_estimated_absorpt_T_min     0.938
_exptl_absorpt_coefficient_mu      0.224
_exptl_absorpt_correction_T_max    0.9876
_exptl_absorpt_correction_T_min    0.8765
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     'd*Trek version 9.9.8.4'
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.833
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               3360
_exptl_crystal_preparation         ?
_exptl_crystal_recrystallization_method 
 'The material was recrystallised from DCM by slow evaporation'
_exptl_crystal_size_max            0.29
_exptl_crystal_size_mid            0.25
_exptl_crystal_size_min            0.22
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.1074
_diffrn_reflns_av_unetI/netI       0.0453
_diffrn_reflns_Laue_measured_fraction_full  0.998
_diffrn_reflns_Laue_measured_fraction_max  0.997
_diffrn_reflns_limit_h_max         18
_diffrn_reflns_limit_h_min         -18
_diffrn_reflns_limit_k_max         19
_diffrn_reflns_limit_k_min         -19
_diffrn_reflns_limit_l_max         36
_diffrn_reflns_limit_l_min         -36
_diffrn_reflns_number              95237
_diffrn_reflns_point_group_measured_fraction_full  0.998
_diffrn_reflns_point_group_measured_fraction_max  0.997
_diffrn_reflns_theta_full          25.242
_diffrn_reflns_theta_max           27.470
_diffrn_reflns_theta_min           3.105
_diffrn_ambient_temperature        100
_diffrn_detector                   'Image Plate'
_diffrn_detector_area_resol_mean   7.9
_diffrn_detector_type              'Rigaku IP'
_diffrn_measured_fraction_theta_full  0.998
_diffrn_measured_fraction_theta_max  0.997
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'Bruker SMART APEX2 area detector'
_diffrn_measurement_method         'ω and φ scans'
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'microfocus sealed X-ray tube'
_diffrn_source_current             50
_diffrn_source_target              Mo
_diffrn_source_type                'Incoatec Mo I\ms'
_diffrn_source_voltage             0.6
_diffrn_special_details            ?
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  4442
_reflns_number_total               6993
_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         ?
_computing_data_collection         'Bruker APEX2 software'
_computing_data_reduction          ?
_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           0.242
_refine_diff_density_min           -0.333
_refine_diff_density_rms           0.066
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.052
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       479
_refine_ls_number_reflns           6993
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0847
_refine_ls_R_factor_gt             0.0459
_refine_ls_restrained_S_all        1.052
_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)+(0.0553P)²+0.9209P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1041
_refine_ls_wR_factor_ref           0.1191
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,
 H26B,H26C)
;
_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 0.39575(11) 0.11507(11) 0.37351(5) 0.0288(4) Uani 1 1 d . . . . .
 O2 O 0.61710(11) 0.62522(10) 0.37905(5) 0.0275(4) Uani 1 1 d . . . . .
 C1 C 0.48164(15) 0.14622(15) 0.37509(8) 0.0238(5) Uani 1 1 d . . . . .
 C2 C 0.50075(16) 0.21311(16) 0.33364(8) 0.0257(5) Uani 1 1 d . . . . .
 C3 C 0.43642(16) 0.29640(16) 0.33471(8) 0.0268(5) Uani 1 1 d . . . . .
 C4 C 0.44187(16) 0.34723(16) 0.38140(8) 0.0249(5) Uani 1 1 d . . . . .
 C5 C 0.43751(15) 0.28591(16) 0.42494(8) 0.0249(5) Uani 1 1 d . . . . .
 C6 C 0.49771(15) 0.20028(15) 0.42146(8) 0.0238(5) Uani 1 1 d . . . . .
 C7 C 0.55186(17) 0.06672(17) 0.37221(8) 0.0302(6) Uani 1 1 d . . . . .
 C8 C 0.58568(16) 0.70875(15) 0.37270(7) 0.0229(5) Uani 1 1 d . . . . .
 C9 C 0.52875(16) 0.74088(15) 0.41632(8) 0.0256(5) Uani 1 1 d . . . . .
 C10 C 0.44408(17) 0.68106(16) 0.42592(8) 0.0291(5) Uani 1 1 d . . . . .
 C11 C 0.38022(17) 0.67357(17) 0.38308(9) 0.0317(6) Uani 1 1 d . . . . .
 C12 C 0.43106(17) 0.65390(17) 0.33692(9) 0.0306(6) Uani 1 1 d . . . . .
 C13 C 0.51786(16) 0.71205(16) 0.32968(8) 0.0263(5) Uani 1 1 d . . . . .
 C14 C 0.66663(17) 0.77534(15) 0.36449(8) 0.0264(5) Uani 1 1 d . . . . .
 N1 N 0.250000 0.000000 0.48443(9) 0.0288(6) Uani 1 2 d S T P . .
 C16 C 0.3265(2) -0.0335(2) 0.45418(10) 0.0474(7) Uani 1 1 d . . . . .
 H16A H 0.348281 0.015724 0.433981 0.071 Uiso 1 1 calc GR . . . .
 H16B H 0.304176 -0.083526 0.434680 0.071 Uiso 1 1 calc GR . . . .
 H16C H 0.377346 -0.054718 0.473986 0.071 Uiso 1 1 calc GR . . . .
 C17 C 0.2844(2) 0.07557(19) 0.51475(9) 0.0433(7) Uani 1 1 d . . . . .
 H17A H 0.234137 0.097317 0.534796 0.065 Uiso 1 1 calc GR . . . .
 H17B H 0.306409 0.125193 0.494884 0.065 Uiso 1 1 calc GR . . . .
 H17C H 0.335146 0.053646 0.534419 0.065 Uiso 1 1 calc GR . . . .
 N2 N 0.250000 0.500000 0.20874(9) 0.0240(6) Uani 1 2 d S T P . .
 C19 C 0.29887(17) 0.56697(17) 0.17812(8) 0.0328(6) Uani 1 1 d . . . . .
 H19A H 0.253666 0.599423 0.158867 0.049 Uiso 1 1 calc GR . . . .
 H19B H 0.342419 0.535081 0.157669 0.049 Uiso 1 1 calc GR . . . .
 H19C H 0.332491 0.610235 0.197781 0.049 Uiso 1 1 calc GR . . . .
 C20 C 0.31829(18) 0.45179(18) 0.23843(9) 0.0348(6) Uani 1 1 d . . . . .
 H20A H 0.351213 0.495586 0.258080 0.052 Uiso 1 1 calc GR . . . .
 H20B H 0.362458 0.419910 0.218323 0.052 Uiso 1 1 calc GR . . . .
 H20C H 0.286269 0.408034 0.258492 0.052 Uiso 1 1 calc GR . . . .
 N3 N 0.250000 0.500000 0.53481(9) 0.0233(6) Uani 1 2 d S T P . .
 C22 C 0.18969(17) 0.44363(17) 0.56534(8) 0.0326(6) Uani 1 1 d . . . . .
 H22A H 0.149791 0.483044 0.584128 0.049 Uiso 1 1 calc GR . . . .
 H22B H 0.228025 0.406763 0.586240 0.049 Uiso 1 1 calc GR . . . .
 H22C H 0.151548 0.403982 0.545767 0.049 Uiso 1 1 calc GR . . . .
 C23 C 0.30841(18) 0.44053(18) 0.50501(9) 0.0376(6) Uani 1 1 d . . . . .
 H23A H 0.268863 0.402505 0.485286 0.056 Uiso 1 1 calc GR . . . .
 H23B H 0.346761 0.402001 0.525076 0.056 Uiso 1 1 calc GR . . . .
 H23C H 0.348109 0.477882 0.485020 0.056 Uiso 1 1 calc GR . . . .
 N4 N 0.750000 0.500000 0.27137(9) 0.0264(6) Uani 1 2 d S T P . .
 C25 C 0.6699(2) 0.47448(18) 0.30161(10) 0.0428(7) Uani 1 1 d . . . . .
 H25A H 0.616607 0.460486 0.281760 0.064 Uiso 1 1 calc GR . . . .
 H25B H 0.654693 0.524974 0.322500 0.064 Uiso 1 1 calc GR . . . .
 H25C H 0.686003 0.421224 0.320397 0.064 Uiso 1 1 calc GR . . . .
 C26 C 0.72467(18) 0.57838(17) 0.24099(8) 0.0344(6) Uani 1 1 d . . . . .
 H26A H 0.776868 0.593778 0.220648 0.052 Uiso 1 1 calc GR . . . .
 H26B H 0.709249 0.630512 0.260742 0.052 Uiso 1 1 calc GR . . . .
 H26C H 0.671250 0.562346 0.221625 0.052 Uiso 1 1 calc GR . . . .
 F1 F 0.58832(9) 0.24633(9) 0.33283(5) 0.0306(3) Uani 1 1 d . . . . .
 F2 F 0.48799(10) 0.17156(10) 0.29196(5) 0.0365(4) Uani 1 1 d . . . . .
 F3 F 0.46268(10) 0.35525(9) 0.30041(5) 0.0342(3) Uani 1 1 d . . . . .
 F4 F 0.34856(9) 0.27350(9) 0.32563(5) 0.0337(3) Uani 1 1 d . . . . .
 F5 F 0.52263(9) 0.39227(9) 0.38248(4) 0.0291(3) Uani 1 1 d . . . . .
 F6 F 0.37357(10) 0.40892(9) 0.38394(5) 0.0346(3) Uani 1 1 d . . . . .
 F7 F 0.46636(10) 0.33662(9) 0.46195(4) 0.0315(3) Uani 1 1 d . . . . .
 F8 F 0.34905(9) 0.26367(9) 0.43329(5) 0.0305(3) Uani 1 1 d . . . . .
 F9 F 0.58699(9) 0.22719(9) 0.42792(4) 0.0284(3) Uani 1 1 d . . . . .
 F10 F 0.47651(10) 0.14803(9) 0.45938(5) 0.0313(3) Uani 1 1 d . . . . .
 F11 F 0.64122(10) 0.08910(10) 0.37036(5) 0.0384(4) Uani 1 1 d . . . . .
 F12 F 0.54244(10) 0.01156(9) 0.40938(5) 0.0402(4) Uani 1 1 d . . . . .
 F13 F 0.53519(11) 0.01582(10) 0.33401(5) 0.0424(4) Uani 1 1 d . . . . .
 F14 F 0.58315(10) 0.73926(9) 0.45499(5) 0.0334(3) Uani 1 1 d . . . . .
 F15 F 0.49648(10) 0.82724(9) 0.41277(5) 0.0324(3) Uani 1 1 d . . . . .
 F16 F 0.46898(9) 0.59743(9) 0.43996(5) 0.0347(3) Uani 1 1 d . . . . .
 F17 F 0.39451(10) 0.71764(10) 0.46181(5) 0.0400(4) Uani 1 1 d . . . . .
 F18 F 0.31709(10) 0.60829(10) 0.39114(6) 0.0428(4) Uani 1 1 d . . . . .
 F19 F 0.33505(10) 0.75284(10) 0.37842(5) 0.0384(4) Uani 1 1 d . . . . .
 F20 F 0.45230(10) 0.56520(9) 0.33517(5) 0.0368(4) Uani 1 1 d . . . . .
 F21 F 0.37116(10) 0.66986(10) 0.30113(5) 0.0416(4) Uani 1 1 d . . . . .
 F22 F 0.56007(10) 0.67953(10) 0.29065(4) 0.0348(3) Uani 1 1 d . . . . .
 F23 F 0.48903(10) 0.79729(9) 0.31881(5) 0.0327(3) Uani 1 1 d . . . . .
 F24 F 0.72796(9) 0.76874(9) 0.39957(5) 0.0359(4) Uani 1 1 d . . . . .
 F25 F 0.64495(10) 0.86341(9) 0.36110(5) 0.0346(3) Uani 1 1 d . . . . .
 F26 F 0.71272(10) 0.75438(9) 0.32496(5) 0.0350(3) Uani 1 1 d . . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 O1 C1 1.328(3) . ?
 O2 C8 1.328(3) . ?
 C1 C2 1.565(3) . ?
 C1 C6 1.561(3) . ?
 C1 C7 1.557(3) . ?
 C2 C3 1.545(3) . ?
 C2 F1 1.361(3) . ?
 C2 F2 1.350(3) . ?
 C3 C4 1.530(3) . ?
 C3 F3 1.363(3) . ?
 C3 F4 1.343(3) . ?
 C4 C5 1.538(3) . ?
 C4 F5 1.347(3) . ?
 C4 F6 1.348(3) . ?
 C5 C6 1.540(3) . ?
 C5 F7 1.360(3) . ?
 C5 F8 1.345(3) . ?
 C6 F9 1.367(2) . ?
 C6 F10 1.363(3) . ?
 C7 F11 1.338(3) . ?
 C7 F12 1.343(3) . ?
 C7 F13 1.345(3) . ?
 C8 C9 1.566(3) . ?
 C8 C13 1.572(3) . ?
 C8 C14 1.549(3) . ?
 C9 C10 1.537(3) . ?
 C9 F14 1.355(3) . ?
 C9 F15 1.363(3) . ?
 C10 C11 1.536(3) . ?
 C10 F16 1.348(3) . ?
 C10 F17 1.362(3) . ?
 C11 C12 1.536(3) . ?
 C11 F18 1.350(3) . ?
 C11 F19 1.349(3) . ?
 C12 C13 1.538(3) . ?
 C12 F20 1.348(3) . ?
 C12 F21 1.360(3) . ?
 C13 F22 1.357(3) . ?
 C13 F23 1.363(3) . ?
 C14 F24 1.342(3) . ?
 C14 F25 1.343(3) . ?
 C14 F26 1.346(3) . ?
 N1 C16 1.489(3) 2 ?
 N1 C16 1.489(3) . ?
 N1 C17 1.497(3) . ?
 N1 C17 1.498(3) 2 ?
 N2 C19 1.498(3) 2_565 ?
 N2 C19 1.498(3) . ?
 N2 C20 1.485(3) 2_565 ?
 N2 C20 1.484(3) . ?
 N3 C22 1.489(3) . ?
 N3 C22 1.489(3) 2_565 ?
 N3 C23 1.487(3) . ?
 N3 C23 1.487(3) 2_565 ?
 N4 C25 1.494(3) 2_665 ?
 N4 C25 1.494(3) . ?
 N4 C26 1.492(3) . ?
 N4 C26 1.492(3) 2_665 ?

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
 O1 C1 C2 111.06(18) . . ?
 O1 C1 C6 110.24(18) . . ?
 O1 C1 C7 110.46(19) . . ?
 C6 C1 C2 106.80(18) . . ?
 C7 C1 C2 108.73(18) . . ?
 C7 C1 C6 109.47(18) . . ?
 C3 C2 C1 112.43(19) . . ?
 F1 C2 C1 113.93(18) . . ?
 F1 C2 C3 106.01(18) . . ?
 F2 C2 C1 110.64(18) . . ?
 F2 C2 C3 107.29(18) . . ?
 F2 C2 F1 106.09(18) . . ?
 C4 C3 C2 112.17(18) . . ?
 F3 C3 C2 109.02(19) . . ?
 F3 C3 C4 107.21(19) . . ?
 F4 C3 C2 111.59(19) . . ?
 F4 C3 C4 109.89(19) . . ?
 F4 C3 F3 106.72(18) . . ?
 C3 C4 C5 114.21(19) . . ?
 F5 C4 C3 107.90(18) . . ?
 F5 C4 C5 107.97(18) . . ?
 F5 C4 F6 107.63(18) . . ?
 F6 C4 C3 109.92(18) . . ?
 F6 C4 C5 108.99(18) . . ?
 C4 C5 C6 114.14(18) . . ?
 F7 C5 C4 106.75(18) . . ?
 F7 C5 C6 109.18(18) . . ?
 F8 C5 C4 109.02(18) . . ?
 F8 C5 C6 110.53(18) . . ?
 F8 C5 F7 106.91(17) . . ?
 C5 C6 C1 112.97(18) . . ?
 F9 C6 C1 113.85(18) . . ?
 F9 C6 C5 106.79(18) . . ?
 F10 C6 C1 110.32(18) . . ?
 F10 C6 C5 106.66(18) . . ?
 F10 C6 F9 105.75(17) . . ?
 F11 C7 C1 116.7(2) . . ?
 F11 C7 F12 106.23(19) . . ?
 F11 C7 F13 106.28(19) . . ?
 F12 C7 C1 110.48(19) . . ?
 F12 C7 F13 106.3(2) . . ?
 F13 C7 C1 110.32(19) . . ?
 O2 C8 C9 110.75(18) . . ?
 O2 C8 C13 110.46(18) . . ?
 O2 C8 C14 110.56(19) . . ?
 C9 C8 C13 106.26(18) . . ?
 C14 C8 C9 109.05(18) . . ?
 C14 C8 C13 109.66(18) . . ?
 C10 C9 C8 112.82(19) . . ?
 F14 C9 C8 109.48(18) . . ?
 F14 C9 C10 108.05(18) . . ?
 F14 C9 F15 106.06(18) . . ?
 F15 C9 C8 113.95(18) . . ?
 F15 C9 C10 106.12(18) . . ?
 C11 C10 C9 112.41(19) . . ?
 F16 C10 C9 111.48(19) . . ?
 F16 C10 C11 109.3(2) . . ?
 F16 C10 F17 106.40(18) . . ?
 F17 C10 C9 109.07(19) . . ?
 F17 C10 C11 107.91(19) . . ?
 C12 C11 C10 113.9(2) . . ?
 F18 C11 C10 109.0(2) . . ?
 F18 C11 C12 109.6(2) . . ?
 F19 C11 C10 108.0(2) . . ?
 F19 C11 C12 108.2(2) . . ?
 F19 C11 F18 107.97(19) . . ?
 C11 C12 C13 113.7(2) . . ?
 F20 C12 C11 109.0(2) . . ?
 F20 C12 C13 110.6(2) . . ?
 F20 C12 F21 106.67(19) . . ?
 F21 C12 C11 107.6(2) . . ?
 F21 C12 C13 109.0(2) . . ?
 C12 C13 C8 112.95(18) . . ?
 F22 C13 C8 110.23(18) . . ?
 F22 C13 C12 106.32(19) . . ?
 F22 C13 F23 106.22(17) . . ?
 F23 C13 C8 113.43(19) . . ?
 F23 C13 C12 107.23(18) . . ?
 F24 C14 C8 110.08(18) . . ?
 F24 C14 F25 106.21(18) . . ?
 F24 C14 F26 106.14(19) . . ?
 F25 C14 C8 116.71(19) . . ?
 F25 C14 F26 106.21(18) . . ?
 F26 C14 C8 110.87(18) . . ?
 C16 N1 C16 109.3(3) 2 . ?
 C16 N1 C17 109.51(16) . . ?
 C16 N1 C17 109.51(16) . 2 ?
 C16 N1 C17 109.51(16) 2 2 ?
 C16 N1 C17 109.51(16) 2 . ?
 C17 N1 C17 109.5(3) . 2 ?
 C19 N2 C19 108.7(2) . 2_565 ?
 C20 N2 C19 109.50(14) 2_565 2_565 ?
 C20 N2 C19 109.29(14) 2_565 . ?
 C20 N2 C19 109.50(14) . . ?
 C20 N2 C19 109.28(14) . 2_565 ?
 C20 N2 C20 110.5(3) . 2_565 ?
 C22 N3 C22 108.5(2) . 2_565 ?
 C23 N3 C22 109.73(15) 2_565 2_565 ?
 C23 N3 C22 109.28(15) . 2_565 ?
 C23 N3 C22 109.28(15) 2_565 . ?
 C23 N3 C22 109.73(15) . . ?
 C23 N3 C23 110.3(3) 2_565 . ?
 C25 N4 C25 109.5(3) . 2_665 ?
 C26 N4 C25 109.84(15) 2_665 2_665 ?
 C26 N4 C25 109.25(15) 2_665 . ?
 C26 N4 C25 109.85(15) . . ?
 C26 N4 C25 109.25(15) . 2_665 ?
 C26 N4 C26 109.1(3) . 2_665 ?

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
 O1 C1 C2 C3 60.4(2) . . . . ?
 O1 C1 C2 F1 -178.96(17) . . . . ?
 O1 C1 C2 F2 -59.5(2) . . . . ?
 O1 C1 C6 C5 -64.0(2) . . . . ?
 O1 C1 C6 F9 173.99(17) . . . . ?
 O1 C1 C6 F10 55.3(2) . . . . ?
 O1 C1 C7 F11 175.78(19) . . . . ?
 O1 C1 C7 F12 -62.8(2) . . . . ?
 O1 C1 C7 F13 54.4(3) . . . . ?
 O2 C8 C9 C10 -60.7(2) . . . . ?
 O2 C8 C9 F14 59.7(2) . . . . ?
 O2 C8 C9 F15 178.25(18) . . . . ?
 O2 C8 C13 C12 62.9(2) . . . . ?
 O2 C8 C13 F22 -55.9(2) . . . . ?
 O2 C8 C13 F23 -174.85(18) . . . . ?
 O2 C8 C14 F24 -54.0(2) . . . . ?
 O2 C8 C14 F25 -175.11(18) . . . . ?
 O2 C8 C14 F26 63.1(2) . . . . ?
 C1 C2 C3 C4 55.8(2) . . . . ?
 C1 C2 C3 F3 174.38(17) . . . . ?
 C1 C2 C3 F4 -68.0(2) . . . . ?
 C2 C1 C6 C5 56.8(2) . . . . ?
 C2 C1 C6 F9 -65.3(2) . . . . ?
 C2 C1 C6 F10 176.05(17) . . . . ?
 C2 C1 C7 F11 53.7(3) . . . . ?
 C2 C1 C7 F12 175.11(18) . . . . ?
 C2 C1 C7 F13 -67.7(2) . . . . ?
 C2 C3 C4 C5 -46.3(3) . . . . ?
 C2 C3 C4 F5 73.8(2) . . . . ?
 C2 C3 C4 F6 -169.13(18) . . . . ?
 C3 C4 C5 C6 44.1(3) . . . . ?
 C3 C4 C5 F7 164.81(18) . . . . ?
 C3 C4 C5 F8 -80.0(2) . . . . ?
 C4 C5 C6 C1 -50.5(3) . . . . ?
 C4 C5 C6 F9 75.4(2) . . . . ?
 C4 C5 C6 F10 -171.85(18) . . . . ?
 C6 C1 C2 C3 -59.8(2) . . . . ?
 C6 C1 C2 F1 60.8(2) . . . . ?
 C6 C1 C2 F2 -179.77(17) . . . . ?
 C6 C1 C7 F11 -62.7(3) . . . . ?
 C6 C1 C7 F12 58.8(2) . . . . ?
 C6 C1 C7 F13 175.99(18) . . . . ?
 C7 C1 C2 C3 -177.86(18) . . . . ?
 C7 C1 C2 F1 -57.2(2) . . . . ?
 C7 C1 C2 F2 62.2(2) . . . . ?
 C7 C1 C6 C5 174.33(18) . . . . ?
 C7 C1 C6 F9 52.3(2) . . . . ?
 C7 C1 C6 F10 -66.4(2) . . . . ?
 C8 C9 C10 C11 -55.5(2) . . . . ?
 C8 C9 C10 F16 67.7(2) . . . . ?
 C8 C9 C10 F17 -175.10(17) . . . . ?
 C9 C8 C13 C12 -57.3(2) . . . . ?
 C9 C8 C13 F22 -176.08(18) . . . . ?
 C9 C8 C13 F23 65.0(2) . . . . ?
 C9 C8 C14 F24 68.0(2) . . . . ?
 C9 C8 C14 F25 -53.1(3) . . . . ?
 C9 C8 C14 F26 -174.85(17) . . . . ?
 C9 C10 C11 C12 46.5(3) . . . . ?
 C9 C10 C11 F18 169.28(19) . . . . ?
 C9 C10 C11 F19 -73.7(2) . . . . ?
 C10 C11 C12 C13 -45.2(3) . . . . ?
 C10 C11 C12 F20 78.7(2) . . . . ?
 C10 C11 C12 F21 -166.02(19) . . . . ?
 C11 C12 C13 C8 52.1(3) . . . . ?
 C11 C12 C13 F22 173.07(18) . . . . ?
 C11 C12 C13 F23 -73.6(2) . . . . ?
 C13 C8 C9 C10 59.3(2) . . . . ?
 C13 C8 C9 F14 179.68(17) . . . . ?
 C13 C8 C9 F15 -61.8(2) . . . . ?
 C13 C8 C14 F24 -176.02(17) . . . . ?
 C13 C8 C14 F25 62.9(2) . . . . ?
 C13 C8 C14 F26 -58.9(2) . . . . ?
 C14 C8 C9 C10 177.45(19) . . . . ?
 C14 C8 C9 F14 -62.2(2) . . . . ?
 C14 C8 C9 F15 56.4(2) . . . . ?
 C14 C8 C13 C12 -175.03(19) . . . . ?
 C14 C8 C13 F22 66.2(2) . . . . ?
 C14 C8 C13 F23 -52.8(2) . . . . ?
 F1 C2 C3 C4 -69.3(2) . . . . ?
 F1 C2 C3 F3 49.3(2) . . . . ?
 F1 C2 C3 F4 166.91(17) . . . . ?
 F2 C2 C3 C4 177.67(18) . . . . ?
 F2 C2 C3 F3 -63.8(2) . . . . ?
 F2 C2 C3 F4 53.9(2) . . . . ?
 F3 C3 C4 C5 -165.93(18) . . . . ?
 F3 C3 C4 F5 -45.9(2) . . . . ?
 F3 C3 C4 F6 71.2(2) . . . . ?
 F4 C3 C4 C5 78.5(2) . . . . ?
 F4 C3 C4 F5 -161.49(17) . . . . ?
 F4 C3 C4 F6 -44.4(2) . . . . ?
 F5 C4 C5 C6 -75.9(2) . . . . ?
 F5 C4 C5 F7 44.8(2) . . . . ?
 F5 C4 C5 F8 159.95(17) . . . . ?
 F6 C4 C5 C6 167.44(18) . . . . ?
 F6 C4 C5 F7 -71.8(2) . . . . ?
 F6 C4 C5 F8 43.3(2) . . . . ?
 F7 C5 C6 C1 -169.85(17) . . . . ?
 F7 C5 C6 F9 -43.9(2) . . . . ?
 F7 C5 C6 F10 68.8(2) . . . . ?
 F8 C5 C6 C1 72.8(2) . . . . ?
 F8 C5 C6 F9 -161.26(17) . . . . ?
 F8 C5 C6 F10 -48.5(2) . . . . ?
 F14 C9 C10 C11 -176.64(19) . . . . ?
 F14 C9 C10 F16 -53.5(2) . . . . ?
 F14 C9 C10 F17 63.7(2) . . . . ?
 F15 C9 C10 C11 70.0(2) . . . . ?
 F15 C9 C10 F16 -166.86(18) . . . . ?
 F15 C9 C10 F17 -49.7(2) . . . . ?
 F16 C10 C11 C12 -77.8(2) . . . . ?
 F16 C10 C11 F18 44.9(2) . . . . ?
 F16 C10 C11 F19 161.94(18) . . . . ?
 F17 C10 C11 C12 166.85(19) . . . . ?
 F17 C10 C11 F18 -70.4(2) . . . . ?
 F17 C10 C11 F19 46.6(2) . . . . ?
 F18 C11 C12 C13 -167.60(19) . . . . ?
 F18 C11 C12 F20 -43.7(3) . . . . ?
 F18 C11 C12 F21 71.6(2) . . . . ?
 F19 C11 C12 C13 74.9(2) . . . . ?
 F19 C11 C12 F20 -161.27(18) . . . . ?
 F19 C11 C12 F21 -45.9(3) . . . . ?
 F20 C12 C13 C8 -71.0(2) . . . . ?
 F20 C12 C13 F22 50.1(2) . . . . ?
 F20 C12 C13 F23 163.36(18) . . . . ?
 F21 C12 C13 C8 172.10(18) . . . . ?
 F21 C12 C13 F22 -66.9(2) . . . . ?
 F21 C12 C13 F23 46.4(2) . . . . ?

_olex2_diffrn_ambient_temperature_device  'Oxford Cryosystems 700'
_olex2_exptl_crystal_mounting_method 
 'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_special_instructions  'No special instructions were received'
