# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014

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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H19 F3 N2 O2 S'
_chemical_formula_sum            'C15 H19 F3 N2 O2 S'
_chemical_formula_weight         348.38
_chemical_absolute_configuration rmad

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P2(1)2(1)2(1) '
_symmetry_space_group_name_Hall  'P 2ac 2ab '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.7933(6)
_cell_length_b                   15.9715(17)
_cell_length_c                   18.559(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1717.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2098
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      20.10

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             728
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9288
_exptl_absorpt_correction_T_max  0.9581
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11787
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         27.56
_reflns_number_total             3969
_reflns_number_gt                2505
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0644P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(10)
_refine_ls_number_reflns         3969
_refine_ls_number_parameters     416
_refine_ls_number_restraints     833
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1172
_refine_ls_wR_factor_gt          0.0965
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.965
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.3487(18) 0.8065(6) 0.6703(6) 0.0416(16) Uani 0.577(16) 1 d PDU A 1
C1 C 0.4404(19) 0.8827(6) 0.6859(7) 0.0456(18) Uani 0.577(16) 1 d PDU A 1
C2 C 0.283(2) 0.9497(6) 0.6539(5) 0.0457(15) Uani 0.577(16) 1 d PDU A 1
H2A H 0.3687 0.9836 0.6189 0.055 Uiso 0.577(16) 1 calc PR A 1
C8 C 0.099(3) 0.8992(7) 0.6158(10) 0.0453(15) Uani 0.577(16) 1 d PDU A 1
C7 C 0.146(3) 0.8149(7) 0.6302(14) 0.0437(16) Uani 0.577(16) 1 d PDU A 1
C3 C -0.0847(19) 0.9173(7) 0.5702(8) 0.0510(19) Uani 0.577(16) 1 d PDU A 1
H3A H -0.1190 0.9725 0.5583 0.061 Uiso 0.577(16) 1 calc PR A 1
C4 C -0.216(2) 0.8523(7) 0.5428(7) 0.0534(19) Uani 0.577(16) 1 d PDU A 1
H4A H -0.3393 0.8644 0.5123 0.064 Uiso 0.577(16) 1 calc PR A 1
C5 C -0.168(2) 0.7695(6) 0.5599(8) 0.0518(18) Uani 0.577(16) 1 d PDU A 1
H5A H -0.2595 0.7269 0.5410 0.062 Uiso 0.577(16) 1 calc PR A 1
C6 C 0.016(2) 0.7497(8) 0.6051(10) 0.0495(17) Uani 0.577(16) 1 d PDU A 1
H6A H 0.0487 0.6946 0.6177 0.059 Uiso 0.577(16) 1 calc PR A 1
C9 C 0.451(2) 0.7279(7) 0.6928(8) 0.060(3) Uani 0.577(16) 1 d PDU A 1
H9A H 0.5882 0.7388 0.7201 0.090 Uiso 0.577(16) 1 calc PR A 1
H9B H 0.4886 0.6951 0.6511 0.090 Uiso 0.577(16) 1 calc PR A 1
H9C H 0.3425 0.6977 0.7222 0.090 Uiso 0.577(16) 1 calc PR A 1
O1 O 0.612(3) 0.8953(9) 0.7225(10) 0.066(3) Uani 0.577(16) 1 d PDU A 1
C10 C 0.203(2) 1.0053(6) 0.7180(5) 0.0509(15) Uani 0.577(16) 1 d PDU A 1
H10A H 0.3426 1.0247 0.7429 0.061 Uiso 0.577(16) 1 calc PR A 1
C12 C 0.0787(18) 1.0810(6) 0.6910(5) 0.0624(18) Uani 0.577(16) 1 d PDU A 1
F1 F 0.076(3) 1.1431(8) 0.7394(7) 0.082(3) Uani 0.577(16) 1 d PDU A 1
F2 F 0.1726(19) 1.1130(6) 0.6316(5) 0.095(2) Uani 0.577(16) 1 d PDU A 1
F3 F -0.1420(15) 1.0674(7) 0.6757(6) 0.0765(18) Uani 0.577(16) 1 d PDU A 1
N2 N 0.069(3) 0.9568(7) 0.7694(4) 0.0466(15) Uani 0.577(16) 1 d PDU A 1
H2B H -0.0238 0.9176 0.7561 0.056 Uiso 0.577(16) 1 calc PR A 1
S1 S 0.1048(14) 0.9823(4) 0.8559(4) 0.0697(15) Uani 0.577(16) 1 d PDU A 1
O2 O -0.073(2) 1.0420(6) 0.8800(7) 0.101(3) Uani 0.577(16) 1 d PDU A 1
C11 C 0.024(2) 0.8837(6) 0.8996(7) 0.062(2) Uani 0.577(16) 1 d PDU A 1
C13 C 0.173(2) 0.8125(7) 0.8691(8) 0.085(3) Uani 0.577(16) 1 d PDU A 1
H13A H 0.1322 0.7608 0.8921 0.127 Uiso 0.577(16) 1 calc PR A 1
H13B H 0.3333 0.8244 0.8780 0.127 Uiso 0.577(16) 1 calc PR A 1
H13C H 0.1480 0.8079 0.8181 0.127 Uiso 0.577(16) 1 calc PR A 1
C14 C -0.2309(16) 0.8649(7) 0.8905(7) 0.081(3) Uani 0.577(16) 1 d PDU A 1
H14A H -0.2669 0.8128 0.9138 0.121 Uiso 0.577(16) 1 calc PR A 1
H14B H -0.2670 0.8609 0.8401 0.121 Uiso 0.577(16) 1 calc PR A 1
H14C H -0.3201 0.9090 0.9119 0.121 Uiso 0.577(16) 1 calc PR A 1
C15 C 0.087(3) 0.8982(10) 0.9793(5) 0.092(4) Uani 0.577(16) 1 d PDU A 1
H15A H 0.0511 0.8489 1.0067 0.138 Uiso 0.577(16) 1 calc PR A 1
H15B H -0.0003 0.9447 0.9977 0.138 Uiso 0.577(16) 1 calc PR A 1
H15C H 0.2488 0.9101 0.9833 0.138 Uiso 0.577(16) 1 calc PR A 1
N1' N 0.321(3) 0.7959(8) 0.6801(9) 0.044(2) Uani 0.423(16) 1 d PDU A 2
C1' C 0.433(3) 0.8674(8) 0.6948(10) 0.048(2) Uani 0.423(16) 1 d PDU A 2
C2' C 0.304(3) 0.9404(9) 0.6593(7) 0.0468(19) Uani 0.423(16) 1 d PDU A 2
H2'A H 0.4084 0.9689 0.6256 0.056 Uiso 0.423(16) 1 calc PR A 2
C7' C 0.135(5) 0.8083(10) 0.632(2) 0.0449(19) Uani 0.423(16) 1 d PDU A 2
C8' C 0.121(4) 0.8946(10) 0.6172(13) 0.0460(19) Uani 0.423(16) 1 d PDU A 2
C3' C -0.036(3) 0.9258(10) 0.5679(10) 0.049(2) Uani 0.423(16) 1 d PDU A 2
H3'A H -0.0378 0.9825 0.5565 0.059 Uiso 0.423(16) 1 calc PR A 2
C4' C -0.190(3) 0.8710(9) 0.5356(9) 0.051(2) Uani 0.423(16) 1 d PDU A 2
H4'A H -0.2948 0.8905 0.5016 0.061 Uiso 0.423(16) 1 calc PR A 2
C5' C -0.187(3) 0.7876(10) 0.5542(11) 0.052(2) Uani 0.423(16) 1 d PDU A 2
H5'A H -0.3011 0.7525 0.5357 0.063 Uiso 0.423(16) 1 calc PR A 2
C6' C -0.020(3) 0.7537(10) 0.5998(13) 0.048(2) Uani 0.423(16) 1 d PDU A 2
H6'A H -0.0121 0.6964 0.6083 0.057 Uiso 0.423(16) 1 calc PR A 2
C9' C 0.406(3) 0.7127(9) 0.6991(12) 0.055(3) Uani 0.423(16) 1 d PDU A 2
H9'A H 0.5340 0.7179 0.7317 0.083 Uiso 0.423(16) 1 calc PR A 2
H9'B H 0.4554 0.6840 0.6563 0.083 Uiso 0.423(16) 1 calc PR A 2
H9'C H 0.2848 0.6814 0.7218 0.083 Uiso 0.423(16) 1 calc PR A 2
O1' O 0.610(3) 0.8756(11) 0.7310(12) 0.055(3) Uani 0.423(16) 1 d PDU A 2
C10' C 0.227(3) 1.0020(8) 0.7167(6) 0.0497(18) Uani 0.423(16) 1 d PDU A 2
H10B H 0.3702 1.0173 0.7415 0.060 Uiso 0.423(16) 1 calc PR A 2
C12' C 0.130(3) 1.0848(9) 0.6920(7) 0.066(2) Uani 0.423(16) 1 d PDU A 2
F1' F 0.098(4) 1.1373(9) 0.7469(8) 0.077(3) Uani 0.423(16) 1 d PDU A 2
F2' F 0.266(3) 1.1233(8) 0.6460(6) 0.092(3) Uani 0.423(16) 1 d PDU A 2
F3' F -0.073(2) 1.0769(10) 0.6593(8) 0.092(3) Uani 0.423(16) 1 d PDU A 2
N2' N 0.087(4) 0.9648(10) 0.7724(6) 0.052(2) Uani 0.423(16) 1 d PDU A 2
H2'B H -0.0307 0.9345 0.7617 0.063 Uiso 0.423(16) 1 calc PR A 2
S1' S 0.1577(18) 0.9816(5) 0.8571(4) 0.0553(13) Uani 0.423(16) 1 d PDU A 2
O2' O 0.023(3) 1.0509(8) 0.8889(8) 0.095(4) Uani 0.423(16) 1 d PDU A 2
C11' C 0.032(3) 0.8879(8) 0.8996(10) 0.067(3) Uani 0.423(16) 1 d PDU A 2
C13' C 0.112(3) 0.8108(7) 0.8579(9) 0.069(3) Uani 0.423(16) 1 d PDU A 2
H13D H 0.0471 0.7615 0.8795 0.103 Uiso 0.423(16) 1 calc PR A 2
H13E H 0.2772 0.8075 0.8592 0.103 Uiso 0.423(16) 1 calc PR A 2
H13F H 0.0610 0.8150 0.8088 0.103 Uiso 0.423(16) 1 calc PR A 2
C14' C -0.229(2) 0.8966(11) 0.9022(8) 0.082(4) Uani 0.423(16) 1 d PDU A 2
H14D H -0.2949 0.8477 0.9243 0.122 Uiso 0.423(16) 1 calc PR A 2
H14E H -0.2884 0.9023 0.8541 0.122 Uiso 0.423(16) 1 calc PR A 2
H14F H -0.2698 0.9452 0.9299 0.122 Uiso 0.423(16) 1 calc PR A 2
C15' C 0.138(4) 0.8874(13) 0.9755(7) 0.083(4) Uani 0.423(16) 1 d PDU A 2
H15D H 0.0816 0.8399 1.0018 0.125 Uiso 0.423(16) 1 calc PR A 2
H15E H 0.0961 0.9379 1.0003 0.125 Uiso 0.423(16) 1 calc PR A 2
H15F H 0.3034 0.8842 0.9719 0.125 Uiso 0.423(16) 1 calc PR A 2


_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
N1 C1 1.359(7) . ?
N1 C7 1.394(8) . ?
N1 C9 1.449(8) . ?
C1 O1 1.222(8) . ?
C1 C2 1.526(8) . ?
C2 C8 1.511(8) . ?
C2 C10 1.554(9) . ?
C2 H2A 0.9800 . ?
C8 C3 1.391(9) . ?
C8 C7 1.400(8) . ?
C7 C6 1.368(9) . ?
C3 C4 1.385(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.388(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.394(9) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N2 1.456(8) . ?
C10 C12 1.495(9) . ?
C10 H10A 0.9800 . ?
C12 F3 1.328(9) . ?
C12 F2 1.332(8) . ?
C12 F1 1.338(9) . ?
N2 S1 1.670(7) . ?
N2 H2B 0.8600 . ?
S1 O2 1.474(8) . ?
S1 C11 1.833(8) . ?
C11 C14 1.517(11) . ?
C11 C13 1.536(11) . ?
C11 C15 1.542(12) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N1' C1' 1.341(10) . ?
N1' C7' 1.416(11) . ?
N1' C9' 1.460(10) . ?
C1' O1' 1.231(10) . ?
C1' C2' 1.534(11) . ?
C2' C8' 1.509(11) . ?
C2' C10' 1.518(12) . ?
C2' H2'A 0.9800 . ?
C7' C6' 1.384(11) . ?
C7' C8' 1.409(11) . ?
C8' C3' 1.382(11) . ?
C3' C4' 1.387(11) . ?
C3' H3'A 0.9300 . ?
C4' C5' 1.376(11) . ?
C4' H4'A 0.9300 . ?
C5' C6' 1.397(11) . ?
C5' H5'A 0.9300 . ?
C6' H6'A 0.9300 . ?
C9' H9'A 0.9600 . ?
C9' H9'B 0.9600 . ?
C9' H9'C 0.9600 . ?
C10' N2' 1.442(11) . ?
C10' C12' 1.509(12) . ?
C10' H10B 0.9800 . ?
C12' F2' 1.318(11) . ?
C12' F3' 1.327(11) . ?
C12' F1' 1.334(11) . ?
N2' S1' 1.645(11) . ?
N2' H2'B 0.8600 . ?
S1' O2' 1.478(10) . ?
S1' C11' 1.841(12) . ?
C11' C14' 1.523(15) . ?
C11' C13' 1.525(14) . ?
C11' C15' 1.538(16) . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?
C14' H14D 0.9600 . ?
C14' H14E 0.9600 . ?
C14' H14F 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
C1 N1 C7 110.9(7) . . ?
C1 N1 C9 123.7(7) . . ?
C7 N1 C9 125.4(7) . . ?
O1 C1 N1 125.7(7) . . ?
O1 C1 C2 126.1(7) . . ?
N1 C1 C2 108.1(6) . . ?
C8 C2 C1 103.2(6) . . ?
C8 C2 C10 117.0(8) . . ?
C1 C2 C10 106.2(6) . . ?
C8 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
C10 C2 H2A 110.0 . . ?
C3 C8 C7 117.8(8) . . ?
C3 C8 C2 135.5(9) . . ?
C7 C8 C2 106.7(7) . . ?
C6 C7 N1 125.0(9) . . ?
C6 C7 C8 124.0(8) . . ?
N1 C7 C8 111.0(7) . . ?
C4 C3 C8 119.3(9) . . ?
C4 C3 H3A 120.4 . . ?
C8 C3 H3A 120.4 . . ?
C3 C4 C5 121.3(9) . . ?
C3 C4 H4A 119.3 . . ?
C5 C4 H4A 119.3 . . ?
C4 C5 C6 120.5(9) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C7 C6 C5 117.1(9) . . ?
C7 C6 H6A 121.5 . . ?
C5 C6 H6A 121.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C12 112.9(7) . . ?
N2 C10 C2 110.9(7) . . ?
C12 C10 C2 110.5(7) . . ?
N2 C10 H10A 107.4 . . ?
C12 C10 H10A 107.4 . . ?
C2 C10 H10A 107.4 . . ?
F3 C12 F2 106.2(7) . . ?
F3 C12 F1 104.6(8) . . ?
F2 C12 F1 106.1(8) . . ?
F3 C12 C10 113.9(7) . . ?
F2 C12 C10 112.9(7) . . ?
F1 C12 C10 112.4(8) . . ?
C10 N2 S1 115.7(7) . . ?
C10 N2 H2B 122.2 . . ?
S1 N2 H2B 122.2 . . ?
O2 S1 N2 111.1(6) . . ?
O2 S1 C11 104.0(6) . . ?
N2 S1 C11 100.5(6) . . ?
C14 C11 C13 111.2(8) . . ?
C14 C11 C15 111.4(8) . . ?
C13 C11 C15 109.4(8) . . ?
C14 C11 S1 111.7(7) . . ?
C13 C11 S1 109.3(7) . . ?
C15 C11 S1 103.6(7) . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1' N1' C7' 112.2(9) . . ?
C1' N1' C9' 124.3(9) . . ?
C7' N1' C9' 122.4(10) . . ?
O1' C1' N1' 127.1(10) . . ?
O1' C1' C2' 123.9(10) . . ?
N1' C1' C2' 109.0(9) . . ?
C8' C2' C10' 118.0(11) . . ?
C8' C2' C1' 101.3(9) . . ?
C10' C2' C1' 109.5(9) . . ?
C8' C2' H2'A 109.2 . . ?
C10' C2' H2'A 109.2 . . ?
C1' C2' H2'A 109.2 . . ?
C6' C7' C8' 119.7(11) . . ?
C6' C7' N1' 132.6(12) . . ?
C8' C7' N1' 107.7(9) . . ?
C3' C8' C7' 121.3(11) . . ?
C3' C8' C2' 129.1(13) . . ?
C7' C8' C2' 109.5(9) . . ?
C8' C3' C4' 118.8(12) . . ?
C8' C3' H3'A 120.6 . . ?
C4' C3' H3'A 120.6 . . ?
C5' C4' C3' 119.8(11) . . ?
C5' C4' H4'A 120.1 . . ?
C3' C4' H4'A 120.1 . . ?
C4' C5' C6' 122.3(12) . . ?
C4' C5' H5'A 118.9 . . ?
C6' C5' H5'A 118.9 . . ?
C7' C6' C5' 117.8(12) . . ?
C7' C6' H6'A 121.1 . . ?
C5' C6' H6'A 121.1 . . ?
N1' C9' H9'A 109.5 . . ?
N1' C9' H9'B 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
N1' C9' H9'C 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
N2' C10' C12' 111.6(9) . . ?
N2' C10' C2' 113.8(9) . . ?
C12' C10' C2' 117.7(9) . . ?
N2' C10' H10B 104.0 . . ?
C12' C10' H10B 104.0 . . ?
C2' C10' H10B 104.0 . . ?
F2' C12' F3' 106.3(9) . . ?
F2' C12' F1' 106.5(10) . . ?
F3' C12' F1' 106.7(10) . . ?
F2' C12' C10' 112.4(9) . . ?
F3' C12' C10' 112.8(10) . . ?
F1' C12' C10' 111.8(10) . . ?
C10' N2' S1' 118.5(11) . . ?
C10' N2' H2'B 120.7 . . ?
S1' N2' H2'B 120.7 . . ?
O2' S1' N2' 111.9(8) . . ?
O2' S1' C11' 103.2(7) . . ?
N2' S1' C11' 100.3(9) . . ?
C14' C11' C13' 112.9(11) . . ?
C14' C11' C15' 111.6(11) . . ?
C13' C11' C15' 109.9(11) . . ?
C14' C11' S1' 109.4(9) . . ?
C13' C11' S1' 108.7(10) . . ?
C15' C11' S1' 103.9(9) . . ?
C11' C13' H13D 109.5 . . ?
C11' C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
C11' C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C11' C14' H14D 109.5 . . ?
C11' C14' H14E 109.5 . . ?
H14D C14' H14E 109.5 . . ?
C11' C14' H14F 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?
C11' C15' H15D 109.5 . . ?
C11' C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C11' C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.036
_database_code_depnum_ccdc_archive 'CCDC 1007432'
