# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_BIC_BZA
_database_code_depnum_ccdc_archive 'CCDC 1474280'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-05-11 downloaded from the CCDC.
;
#===============================================================================
_audit_creation_method           SHELXL-2014/7

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 F4 N2 O4 S, C7 H7 N O'
_chemical_formula_sum            'C25 H21 F4 N3 O5 S'
_chemical_formula_weight         551.51

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.7985(11)
_cell_length_b                   11.964(3)
_cell_length_c                   17.496(3)
_cell_angle_alpha                101.978(7)
_cell_angle_beta                 97.828(7)
_cell_angle_gamma                90.114(8)
_cell_volume                     1175.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3211
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      24.98

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.214
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6766
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   sealed-tube
_diffrn_measurement_device_type  'Bruker X8-APEXII CCD'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4022
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.548
_diffrn_reflns_theta_max         25.091
_diffrn_reflns_theta_full        25.091
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             4022
_reflns_number_gt                2925
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
_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.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL

_refine_special_details          Twin

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.6631P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4022
_refine_ls_number_parameters     353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1308
_refine_ls_wR_factor_gt          0.1214
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.081

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
S1 S 0.93977(18) 0.63469(9) 0.11493(6) 0.0212(3) Uani 1 1 d . . . . .
F1 F 1.2859(4) 1.1231(2) 0.49840(14) 0.0343(7) Uani 1 1 d . . . . .
F2 F 1.4713(4) 1.2471(2) 0.45575(15) 0.0343(6) Uani 1 1 d . . . . .
F4 F 1.1344(5) 0.8854(2) 0.43988(14) 0.0391(7) Uani 1 1 d . . . . .
F3 F 1.5225(4) 1.0681(2) 0.41502(14) 0.0359(7) Uani 1 1 d . . . . .
O1 O 0.8357(5) 0.8496(2) 0.03228(18) 0.0238(7) Uani 1 1 d . . . . .
H1 H 0.796(10) 0.821(5) -0.017(3) 0.063(19) Uiso 1 1 d . . . . .
O2 O 1.3422(5) 0.9025(3) 0.17316(17) 0.0291(7) Uani 1 1 d . . . . .
O3 O 0.6945(5) 0.6415(3) 0.08786(16) 0.0275(7) Uani 1 1 d . . . . .
O4 O 1.0308(5) 0.5220(2) 0.10969(17) 0.0287(7) Uani 1 1 d . . . . .
O5 O 0.2787(6) 0.2507(3) 0.11744(17) 0.0365(8) Uani 1 1 d . . . . .
N1 N 0.9575(6) 1.3595(3) 0.5078(2) 0.0323(9) Uani 1 1 d . . . . .
N2 N 0.9850(6) 0.9832(3) 0.1628(2) 0.0211(8) Uani 1 1 d . . . . .
H2 H 0.861(8) 0.981(4) 0.130(3) 0.026(12) Uiso 1 1 d . . . . .
N3 N 0.4872(6) 0.3852(3) 0.0820(2) 0.0296(9) Uani 1 1 d . . . . .
H11 H 0.4581 0.3524 0.0317 0.036 Uiso 1 1 calc R U . . .
H12 H 0.5736 0.4485 0.0971 0.036 Uiso 1 1 calc R U . . .
C1 C 1.1107(7) 0.7043(3) 0.0603(2) 0.0207(9) Uani 1 1 d . . . . .
H8 H 1.2761 0.6985 0.0820 0.025 Uiso 1 1 calc R U . . .
H9 H 1.0894 0.6595 0.0054 0.025 Uiso 1 1 calc R U . . .
C2 C 1.0709(7) 0.8298(3) 0.0565(2) 0.0191(9) Uani 1 1 d . . . . .
C3 C 1.2284(7) 0.8623(4) 0.0006(2) 0.0243(10) Uani 1 1 d . . . . .
H3 H 1.1887 0.8132 -0.0519 0.036 Uiso 1 1 calc R U . . .
H4 H 1.3914 0.8521 0.0208 0.036 Uiso 1 1 calc R U . . .
H5 H 1.2059 0.9423 -0.0028 0.036 Uiso 1 1 calc R U . . .
C4 C 1.1480(7) 0.9091(3) 0.1378(2) 0.0204(9) Uani 1 1 d . . . . .
C5 C 0.9929(7) 1.0617(3) 0.2347(2) 0.0182(9) Uani 1 1 d . . . . .
C6 C 0.8066(7) 1.1331(3) 0.2450(2) 0.0210(9) Uani 1 1 d . . . . .
H6 H 0.6819 1.1297 0.2032 0.025 Uiso 1 1 calc R U . . .
C7 C 0.8021(7) 1.2090(3) 0.3157(2) 0.0214(9) Uani 1 1 d . . . . .
H7 H 0.6747 1.2583 0.3220 0.026 Uiso 1 1 calc R U . . .
C8 C 0.9804(7) 1.2144(3) 0.3777(2) 0.0183(9) Uani 1 1 d . . . . .
C9 C 1.1672(7) 1.1414(3) 0.3673(2) 0.0197(9) Uani 1 1 d . . . . .
C10 C 1.1754(7) 1.0665(3) 0.2961(2) 0.0195(9) Uani 1 1 d . . . . .
H10 H 1.3046 1.0186 0.2891 0.023 Uiso 1 1 calc R U . . .
C11 C 0.9690(7) 1.2949(4) 0.4509(2) 0.0210(9) Uani 1 1 d . . . . .
C12 C 1.3605(7) 1.1437(4) 0.4336(2) 0.0230(10) Uani 1 1 d . . . . .
C13 C 0.9933(7) 0.7091(3) 0.2139(2) 0.0205(9) Uani 1 1 d . . . . .
C14 C 1.2018(7) 0.6919(4) 0.2589(2) 0.0244(10) Uani 1 1 d . . . . .
H14 H 1.3109 0.6401 0.2367 0.029 Uiso 1 1 calc R U . . .
C15 C 1.2476(8) 0.7507(4) 0.3356(3) 0.0262(10) Uani 1 1 d . . . . .
H15 H 1.3887 0.7407 0.3677 0.031 Uiso 1 1 calc R U . . .
C16 C 1.0847(8) 0.8244(4) 0.3650(2) 0.0249(10) Uani 1 1 d . . . . .
C17 C 0.8760(7) 0.8406(4) 0.3223(2) 0.0255(10) Uani 1 1 d . . . . .
H17 H 0.7655 0.8904 0.3455 0.031 Uiso 1 1 calc R U . . .
C18 C 0.8303(7) 0.7828(4) 0.2447(2) 0.0225(10) Uani 1 1 d . . . . .
H18 H 0.6890 0.7935 0.2129 0.027 Uiso 1 1 calc R U . . .
C19 C 0.4596(7) 0.3987(3) 0.2199(2) 0.0182(9) Uani 1 1 d . . . . .
C20 C 0.6664(7) 0.4620(3) 0.2473(2) 0.0202(9) Uani 1 1 d . . . . .
H20 H 0.7744 0.4679 0.2120 0.024 Uiso 1 1 calc R U . . .
C21 C 0.7157(7) 0.5164(4) 0.3258(2) 0.0265(10) Uani 1 1 d . . . . .
H21 H 0.8582 0.5587 0.3447 0.032 Uiso 1 1 calc R U . . .
C22 C 0.5563(7) 0.5088(4) 0.3767(2) 0.0270(10) Uani 1 1 d . . . . .
H22 H 0.5887 0.5467 0.4306 0.032 Uiso 1 1 calc R U . . .
C23 C 0.3497(7) 0.4461(4) 0.3495(2) 0.0252(10) Uani 1 1 d . . . . .
H23 H 0.2399 0.4422 0.3846 0.030 Uiso 1 1 calc R U . . .
C24 C 0.3026(7) 0.3895(3) 0.2718(2) 0.0208(9) Uani 1 1 d . . . . .
H24 H 0.1633 0.3442 0.2538 0.025 Uiso 1 1 calc R U . . .
C25 C 0.4005(7) 0.3391(4) 0.1354(2) 0.0229(10) 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
S1 O4 1.439(3) . ?
S1 O3 1.444(3) . ?
S1 C13 1.761(4) . ?
S1 C1 1.781(4) . ?
F1 C12 1.335(5) . ?
F2 C12 1.350(5) . ?
F4 C16 1.354(5) . ?
F3 C12 1.331(5) . ?
O1 C2 1.408(5) . ?
O1 H1 0.86(6) . ?
O2 C4 1.220(5) . ?
O5 C25 1.231(5) . ?
N1 C11 1.137(5) . ?
N2 C4 1.350(5) . ?
N2 C5 1.400(5) . ?
N2 H2 0.85(4) . ?
N3 C25 1.329(5) . ?
N3 H11 0.8800 . ?
N3 H12 0.8800 . ?
C1 C2 1.533(6) . ?
C1 H8 0.9900 . ?
C1 H9 0.9900 . ?
C2 C3 1.530(6) . ?
C2 C4 1.546(5) . ?
C3 H3 0.9800 . ?
C3 H4 0.9800 . ?
C3 H5 0.9800 . ?
C5 C6 1.386(5) . ?
C5 C10 1.394(5) . ?
C6 C7 1.378(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.400(6) . ?
C8 C11 1.444(6) . ?
C9 C10 1.382(5) . ?
C9 C12 1.495(6) . ?
C10 H10 0.9500 . ?
C13 C18 1.380(6) . ?
C13 C14 1.390(6) . ?
C14 C15 1.371(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.371(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.369(6) . ?
C17 C18 1.380(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.389(5) . ?
C19 C24 1.391(5) . ?
C19 C25 1.496(5) . ?
C20 C21 1.384(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.384(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.378(6) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?

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
O4 S1 O3 116.74(18) . . ?
O4 S1 C13 108.74(19) . . ?
O3 S1 C13 107.70(18) . . ?
O4 S1 C1 105.40(18) . . ?
O3 S1 C1 110.73(18) . . ?
C13 S1 C1 107.14(19) . . ?
C2 O1 H1 111(4) . . ?
C4 N2 C5 128.7(4) . . ?
C4 N2 H2 115(3) . . ?
C5 N2 H2 116(3) . . ?
C25 N3 H11 120.0 . . ?
C25 N3 H12 120.0 . . ?
H11 N3 H12 120.0 . . ?
C2 C1 S1 120.1(3) . . ?
C2 C1 H8 107.3 . . ?
S1 C1 H8 107.3 . . ?
C2 C1 H9 107.3 . . ?
S1 C1 H9 107.3 . . ?
H8 C1 H9 106.9 . . ?
O1 C2 C3 111.4(3) . . ?
O1 C2 C1 112.1(3) . . ?
C3 C2 C1 108.0(3) . . ?
O1 C2 C4 108.2(3) . . ?
C3 C2 C4 106.1(3) . . ?
C1 C2 C4 110.8(3) . . ?
C2 C3 H3 109.5 . . ?
C2 C3 H4 109.5 . . ?
H3 C3 H4 109.5 . . ?
C2 C3 H5 109.5 . . ?
H3 C3 H5 109.5 . . ?
H4 C3 H5 109.5 . . ?
O2 C4 N2 125.7(4) . . ?
O2 C4 C2 120.3(4) . . ?
N2 C4 C2 114.0(3) . . ?
C6 C5 C10 119.8(4) . . ?
C6 C5 N2 117.9(4) . . ?
C10 C5 N2 122.2(4) . . ?
C7 C6 C5 120.2(4) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 120.9(4) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C9 118.8(4) . . ?
C7 C8 C11 119.3(4) . . ?
C9 C8 C11 121.9(4) . . ?
C10 C9 C8 120.6(4) . . ?
C10 C9 C12 119.2(4) . . ?
C8 C9 C12 120.1(4) . . ?
C9 C10 C5 119.6(4) . . ?
C9 C10 H10 120.2 . . ?
C5 C10 H10 120.2 . . ?
N1 C11 C8 178.8(5) . . ?
F3 C12 F1 107.0(3) . . ?
F3 C12 F2 106.4(3) . . ?
F1 C12 F2 105.8(3) . . ?
F3 C12 C9 112.9(3) . . ?
F1 C12 C9 112.7(3) . . ?
F2 C12 C9 111.5(3) . . ?
C18 C13 C14 121.9(4) . . ?
C18 C13 S1 119.8(3) . . ?
C14 C13 S1 118.4(3) . . ?
C15 C14 C13 119.0(4) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 118.4(4) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
F4 C16 C17 118.3(4) . . ?
F4 C16 C15 118.1(4) . . ?
C17 C16 C15 123.6(4) . . ?
C16 C17 C18 118.3(4) . . ?
C16 C17 H17 120.9 . . ?
C18 C17 H17 120.9 . . ?
C13 C18 C17 118.9(4) . . ?
C13 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C20 C19 C24 119.7(4) . . ?
C20 C19 C25 121.7(4) . . ?
C24 C19 C25 118.6(4) . . ?
C21 C20 C19 120.3(4) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 119.6(4) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 120.3(4) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 120.3(4) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C19 119.8(4) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?
O5 C25 N3 122.6(4) . . ?
O5 C25 C19 120.4(4) . . ?
N3 C25 C19 117.1(4) . . ?

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
O4 S1 C1 C2 -176.8(3) . . . . ?
O3 S1 C1 C2 56.0(3) . . . . ?
C13 S1 C1 C2 -61.1(3) . . . . ?
S1 C1 C2 O1 -52.5(4) . . . . ?
S1 C1 C2 C3 -175.6(3) . . . . ?
S1 C1 C2 C4 68.6(4) . . . . ?
C5 N2 C4 O2 -4.7(7) . . . . ?
C5 N2 C4 C2 176.3(4) . . . . ?
O1 C2 C4 O2 175.6(4) . . . . ?
C3 C2 C4 O2 -64.7(5) . . . . ?
C1 C2 C4 O2 52.3(5) . . . . ?
O1 C2 C4 N2 -5.3(5) . . . . ?
C3 C2 C4 N2 114.4(4) . . . . ?
C1 C2 C4 N2 -128.6(4) . . . . ?
C4 N2 C5 C6 176.8(4) . . . . ?
C4 N2 C5 C10 -5.8(7) . . . . ?
C10 C5 C6 C7 0.2(6) . . . . ?
N2 C5 C6 C7 177.6(4) . . . . ?
C5 C6 C7 C8 -0.8(6) . . . . ?
C6 C7 C8 C9 0.2(6) . . . . ?
C6 C7 C8 C11 -179.9(4) . . . . ?
C7 C8 C9 C10 1.0(6) . . . . ?
C11 C8 C9 C10 -178.9(4) . . . . ?
C7 C8 C9 C12 -178.9(4) . . . . ?
C11 C8 C9 C12 1.2(6) . . . . ?
C8 C9 C10 C5 -1.6(6) . . . . ?
C12 C9 C10 C5 178.3(4) . . . . ?
C6 C5 C10 C9 1.0(6) . . . . ?
N2 C5 C10 C9 -176.3(4) . . . . ?
C10 C9 C12 F3 -1.1(5) . . . . ?
C8 C9 C12 F3 178.8(4) . . . . ?
C10 C9 C12 F1 -122.5(4) . . . . ?
C8 C9 C12 F1 57.4(5) . . . . ?
C10 C9 C12 F2 118.7(4) . . . . ?
C8 C9 C12 F2 -61.4(5) . . . . ?
O4 S1 C13 C18 -143.2(3) . . . . ?
O3 S1 C13 C18 -15.8(4) . . . . ?
C1 S1 C13 C18 103.3(4) . . . . ?
O4 S1 C13 C14 37.2(4) . . . . ?
O3 S1 C13 C14 164.6(3) . . . . ?
C1 S1 C13 C14 -76.2(4) . . . . ?
C18 C13 C14 C15 -0.7(6) . . . . ?
S1 C13 C14 C15 178.9(3) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C14 C15 C16 F4 -177.7(4) . . . . ?
C14 C15 C16 C17 1.5(7) . . . . ?
F4 C16 C17 C18 176.8(4) . . . . ?
C15 C16 C17 C18 -2.4(7) . . . . ?
C14 C13 C18 C17 -0.1(6) . . . . ?
S1 C13 C18 C17 -179.7(3) . . . . ?
C16 C17 C18 C13 1.6(6) . . . . ?
C24 C19 C20 C21 -0.4(6) . . . . ?
C25 C19 C20 C21 179.8(4) . . . . ?
C19 C20 C21 C22 -0.9(6) . . . . ?
C20 C21 C22 C23 0.7(6) . . . . ?
C21 C22 C23 C24 1.0(6) . . . . ?
C22 C23 C24 C19 -2.3(6) . . . . ?
C20 C19 C24 C23 2.1(6) . . . . ?
C25 C19 C24 C23 -178.2(4) . . . . ?
C20 C19 C25 O5 150.1(4) . . . . ?
C24 C19 C25 O5 -29.6(6) . . . . ?
C20 C19 C25 N3 -29.1(6) . . . . ?
C24 C19 C25 N3 151.2(4) . . . . ?

####################################################################### 
# 
# 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_BIC_2OHBZA
_database_code_depnum_ccdc_archive 'CCDC 1474281'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-05-11 downloaded from the CCDC.
;
#===============================================================================
_audit_creation_method           SHELXL-2014/7

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 F4 N2 O4 S, C7 H7 N O2'
_chemical_formula_sum            'C25 H21 F4 N3 O6 S'
_chemical_formula_weight         567.51

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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

_cell_length_a                   5.8888(3)
_cell_length_b                   21.5969(11)
_cell_length_c                   19.2814(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.821(2)
_cell_angle_gamma                90
_cell_volume                     2429.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      24.95

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.213
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6196
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec I\mS Cu microsource'
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9776
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.544
_diffrn_reflns_theta_max         25.012
_diffrn_reflns_theta_full        25.012
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measured_fraction_theta_full 0.887
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_Laue_measured_fraction_full 0.887
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_point_group_measured_fraction_full 0.887
_reflns_number_total             3786
_reflns_number_gt                3210
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0316P)²+1.1943P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3786
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0741
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.038

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
S1 S 0.57463(7) 0.01027(2) 0.37596(2) 0.02377(13) Uani 1 1 d . . . . .
F1 F 0.15355(19) 0.06818(6) -0.03916(6) 0.0434(3) Uani 1 1 d . . . . .
F2 F -0.04688(18) 0.15038(6) -0.03634(6) 0.0420(3) Uani 1 1 d . . . . .
F3 F -0.07069(19) 0.07853(6) 0.03889(6) 0.0434(3) Uani 1 1 d . . . . .
F4 F 0.4058(2) -0.02923(6) 0.07519(5) 0.0419(3) Uani 1 1 d . . . . .
O1 O 0.6197(2) 0.15789(6) 0.37093(7) 0.0253(3) Uani 1 1 d . . . . .
H1 H 0.654(4) 0.1624(10) 0.4164(12) 0.046(7) Uiso 1 1 d . . . . .
O2 O 0.1329(2) 0.10812(6) 0.25749(6) 0.0304(3) Uani 1 1 d . . . . .
O3 O 0.8082(2) 0.03072(6) 0.39431(7) 0.0329(3) Uani 1 1 d . . . . .
O4 O 0.5075(2) -0.04413(6) 0.41139(7) 0.0349(3) Uani 1 1 d . . . . .
N1 N 0.4371(3) 0.18781(9) -0.10839(9) 0.0410(4) Uani 1 1 d . . . . .
N2 N 0.4691(3) 0.15510(7) 0.24163(7) 0.0206(3) Uani 1 1 d . . . . .
H2 H 0.588(3) 0.1693(9) 0.2653(10) 0.023(5) Uiso 1 1 d . . . . .
C1 C 0.3805(3) 0.06945(8) 0.39389(9) 0.0214(4) Uani 1 1 d . . . . .
H8 H 0.2232 0.0535 0.3801 0.026 Uiso 1 1 calc R U . . .
H9 H 0.3999 0.0756 0.4452 0.026 Uiso 1 1 calc R U . . .
C2 C 0.3943(3) 0.13360(8) 0.35990(9) 0.0212(4) Uani 1 1 d . . . . .
C3 C 0.2261(3) 0.17667(9) 0.38978(10) 0.0282(4) Uani 1 1 d . . . . .
H3 H 0.2354 0.2181 0.3697 0.042 Uiso 1 1 calc R U . . .
H4 H 0.2651 0.1789 0.4408 0.042 Uiso 1 1 calc R U . . .
H5 H 0.0700 0.1606 0.3781 0.042 Uiso 1 1 calc R U . . .
C4 C 0.3183(3) 0.13011(8) 0.28067(9) 0.0206(4) Uani 1 1 d . . . . .
C5 C 0.4502(3) 0.16034(8) 0.16862(9) 0.0199(4) Uani 1 1 d . . . . .
C6 C 0.6188(3) 0.19374(8) 0.14119(9) 0.0241(4) Uani 1 1 d . . . . .
H6 H 0.7404 0.2122 0.1717 0.029 Uiso 1 1 calc R U . . .
C7 C 0.6095(3) 0.20008(8) 0.06994(9) 0.0259(4) Uani 1 1 d . . . . .
H7 H 0.7245 0.2234 0.0516 0.031 Uiso 1 1 calc R U . . .
C8 C 0.4345(3) 0.17291(8) 0.02436(9) 0.0232(4) Uani 1 1 d . . . . .
C9 C 0.2662(3) 0.13871(8) 0.05227(9) 0.0215(4) Uani 1 1 d . . . . .
C10 C 0.2732(3) 0.13290(8) 0.12377(9) 0.0222(4) Uani 1 1 d . . . . .
H10 H 0.1574 0.1102 0.1424 0.027 Uiso 1 1 calc R U . . .
C11 C 0.4327(3) 0.18067(9) -0.04976(10) 0.0283(4) Uani 1 1 d . . . . .
C12 C 0.0765(3) 0.10869(9) 0.00432(10) 0.0299(5) Uani 1 1 d . . . . .
C13 C 0.5282(3) -0.00299(8) 0.28524(9) 0.0210(4) Uani 1 1 d . . . . .
C14 C 0.3334(3) -0.03517(8) 0.25677(9) 0.0258(4) Uani 1 1 d . . . . .
H14 H 0.2293 -0.0507 0.2861 0.031 Uiso 1 1 calc R U . . .
C15 C 0.2934(3) -0.04423(9) 0.18530(10) 0.0288(4) Uani 1 1 d . . . . .
H15 H 0.1607 -0.0657 0.1645 0.035 Uiso 1 1 calc R U . . .
C16 C 0.4488(3) -0.02161(9) 0.14499(9) 0.0269(4) Uani 1 1 d . . . . .
C17 C 0.6452(3) 0.00923(9) 0.17222(10) 0.0274(4) Uani 1 1 d . . . . .
H17 H 0.7506 0.0235 0.1426 0.033 Uiso 1 1 calc R U . . .
C18 C 0.6857(3) 0.01900(8) 0.24377(9) 0.0242(4) Uani 1 1 d . . . . .
H18 H 0.8191 0.0404 0.2642 0.029 Uiso 1 1 calc R U . . .
N3 N 0.9878(3) 0.09782(8) 0.52685(10) 0.0329(4) Uani 1 1 d . . . . .
H11 H 0.949(3) 0.0852(10) 0.4837(12) 0.038(6) Uiso 1 1 d . . . . .
H12 H 1.088(4) 0.0763(12) 0.5528(13) 0.060(8) Uiso 1 1 d . . . . .
O5 O 0.7015(2) 0.16623(6) 0.51218(6) 0.0318(3) Uani 1 1 d . . . . .
O6 O 0.5361(2) 0.20947(6) 0.61793(8) 0.0336(3) Uani 1 1 d . . . . .
H13 H 0.550(4) 0.2004(10) 0.5765(12) 0.042(7) Uiso 1 1 d . . . . .
C19 C 0.8974(3) 0.15535(8) 0.62715(9) 0.0201(4) Uani 1 1 d . . . . .
C20 C 1.0976(3) 0.13811(8) 0.67046(9) 0.0233(4) Uani 1 1 d . . . . .
H20 H 1.2140 0.1164 0.6510 0.028 Uiso 1 1 calc R U . . .
C21 C 1.1290(3) 0.15203(8) 0.74064(9) 0.0275(4) Uani 1 1 d . . . . .
H21 H 1.2670 0.1406 0.7692 0.033 Uiso 1 1 calc R U . . .
C22 C 0.9578(3) 0.18287(9) 0.76937(10) 0.0293(4) Uani 1 1 d . . . . .
H22 H 0.9779 0.1919 0.8180 0.035 Uiso 1 1 calc R U . . .
C23 C 0.7589(3) 0.20067(8) 0.72823(10) 0.0273(4) Uani 1 1 d . . . . .
H23 H 0.6418 0.2213 0.7486 0.033 Uiso 1 1 calc R U . . .
C24 C 0.7298(3) 0.18848(8) 0.65694(9) 0.0228(4) Uani 1 1 d . . . . .
C25 C 0.8577(3) 0.13994(8) 0.55203(9) 0.0225(4) 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
S1 O4 1.4411(13) . ?
S1 O3 1.4421(13) . ?
S1 C13 1.7568(17) . ?
S1 C1 1.7798(17) . ?
F1 C12 1.333(2) . ?
F2 C12 1.341(2) . ?
F3 C12 1.333(2) . ?
F4 C16 1.345(2) . ?
O1 C2 1.416(2) . ?
O1 H1 0.88(2) . ?
O2 C4 1.218(2) . ?
N1 C11 1.145(2) . ?
N2 C4 1.352(2) . ?
N2 C5 1.401(2) . ?
N2 H2 0.841(19) . ?
C1 C2 1.539(2) . ?
C1 H8 0.9900 . ?
C1 H9 0.9900 . ?
C2 C3 1.528(2) . ?
C2 C4 1.534(2) . ?
C3 H3 0.9800 . ?
C3 H4 0.9800 . ?
C3 H5 0.9800 . ?
C5 C6 1.389(2) . ?
C5 C10 1.393(2) . ?
C6 C7 1.374(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.401(2) . ?
C8 C11 1.438(3) . ?
C9 C10 1.379(2) . ?
C9 C12 1.498(2) . ?
C10 H10 0.9500 . ?
C13 C18 1.388(2) . ?
C13 C14 1.389(2) . ?
C14 C15 1.380(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.369(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.375(3) . ?
C17 C18 1.384(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
N3 C25 1.323(2) . ?
N3 H11 0.88(2) . ?
N3 H12 0.86(3) . ?
O5 C25 1.251(2) . ?
O6 C24 1.356(2) . ?
O6 H13 0.84(2) . ?
C19 C20 1.399(2) . ?
C19 C24 1.403(2) . ?
C19 C25 1.473(2) . ?
C20 C21 1.374(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.385(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.387(2) . ?
C23 H23 0.9500 . ?

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
O4 S1 O3 116.58(8) . . ?
O4 S1 C13 108.87(8) . . ?
O3 S1 C13 107.95(8) . . ?
O4 S1 C1 105.57(8) . . ?
O3 S1 C1 110.41(8) . . ?
C13 S1 C1 107.07(8) . . ?
C2 O1 H1 106.0(14) . . ?
C4 N2 C5 128.55(15) . . ?
C4 N2 H2 114.0(13) . . ?
C5 N2 H2 117.4(13) . . ?
C2 C1 S1 119.41(12) . . ?
C2 C1 H8 107.5 . . ?
S1 C1 H8 107.5 . . ?
C2 C1 H9 107.5 . . ?
S1 C1 H9 107.5 . . ?
H8 C1 H9 107.0 . . ?
O1 C2 C3 111.11(14) . . ?
O1 C2 C4 107.94(13) . . ?
C3 C2 C4 106.82(14) . . ?
O1 C2 C1 111.85(14) . . ?
C3 C2 C1 108.24(14) . . ?
C4 C2 C1 110.78(14) . . ?
C2 C3 H3 109.5 . . ?
C2 C3 H4 109.5 . . ?
H3 C3 H4 109.5 . . ?
C2 C3 H5 109.5 . . ?
H3 C3 H5 109.5 . . ?
H4 C3 H5 109.5 . . ?
O2 C4 N2 125.09(16) . . ?
O2 C4 C2 120.64(15) . . ?
N2 C4 C2 114.22(15) . . ?
C6 C5 C10 119.86(16) . . ?
C6 C5 N2 117.48(15) . . ?
C10 C5 N2 122.66(15) . . ?
C7 C6 C5 119.96(16) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 120.99(16) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C9 118.83(16) . . ?
C7 C8 C11 118.94(16) . . ?
C9 C8 C11 122.24(16) . . ?
C10 C9 C8 120.36(16) . . ?
C10 C9 C12 119.74(15) . . ?
C8 C9 C12 119.90(15) . . ?
C9 C10 C5 119.99(16) . . ?
C9 C10 H10 120.0 . . ?
C5 C10 H10 120.0 . . ?
N1 C11 C8 178.0(2) . . ?
F3 C12 F1 107.08(16) . . ?
F3 C12 F2 106.45(15) . . ?
F1 C12 F2 106.07(15) . . ?
F3 C12 C9 112.59(15) . . ?
F1 C12 C9 112.52(15) . . ?
F2 C12 C9 111.69(16) . . ?
C18 C13 C14 121.61(16) . . ?
C18 C13 S1 119.49(13) . . ?
C14 C13 S1 118.91(13) . . ?
C15 C14 C13 119.04(17) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C16 C15 C14 118.66(17) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
F4 C16 C15 118.34(16) . . ?
F4 C16 C17 118.39(16) . . ?
C15 C16 C17 123.27(17) . . ?
C16 C17 C18 118.45(17) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
C17 C18 C13 118.96(16) . . ?
C17 C18 H18 120.5 . . ?
C13 C18 H18 120.5 . . ?
C25 N3 H11 118.2(13) . . ?
C25 N3 H12 123.1(17) . . ?
H11 N3 H12 117(2) . . ?
C24 O6 H13 105.4(15) . . ?
C20 C19 C24 118.27(16) . . ?
C20 C19 C25 122.33(16) . . ?
C24 C19 C25 119.40(15) . . ?
C21 C20 C19 121.29(17) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 119.42(17) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C23 C22 C21 120.81(17) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 119.91(17) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
O6 C24 C23 117.86(16) . . ?
O6 C24 C19 121.91(16) . . ?
C23 C24 C19 120.22(16) . . ?
O5 C25 N3 120.02(17) . . ?
O5 C25 C19 120.41(16) . . ?
N3 C25 C19 119.57(16) . . ?

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
O4 S1 C1 C2 -176.31(13) . . . . ?
O3 S1 C1 C2 56.86(15) . . . . ?
C13 S1 C1 C2 -60.41(15) . . . . ?
S1 C1 C2 O1 -51.69(18) . . . . ?
S1 C1 C2 C3 -174.42(12) . . . . ?
S1 C1 C2 C4 68.78(17) . . . . ?
C5 N2 C4 O2 -1.2(3) . . . . ?
C5 N2 C4 C2 -178.81(15) . . . . ?
O1 C2 C4 O2 176.84(15) . . . . ?
C3 C2 C4 O2 -63.6(2) . . . . ?
C1 C2 C4 O2 54.1(2) . . . . ?
O1 C2 C4 N2 -5.4(2) . . . . ?
C3 C2 C4 N2 114.11(16) . . . . ?
C1 C2 C4 N2 -128.21(15) . . . . ?
C4 N2 C5 C6 173.53(17) . . . . ?
C4 N2 C5 C10 -7.4(3) . . . . ?
C10 C5 C6 C7 0.5(3) . . . . ?
N2 C5 C6 C7 179.64(16) . . . . ?
C5 C6 C7 C8 -0.7(3) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C6 C7 C8 C11 -179.78(17) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C11 C8 C9 C10 -179.40(16) . . . . ?
C7 C8 C9 C12 -179.69(16) . . . . ?
C11 C8 C9 C12 0.1(3) . . . . ?
C8 C9 C10 C5 -1.0(3) . . . . ?
C12 C9 C10 C5 179.54(16) . . . . ?
C6 C5 C10 C9 0.3(3) . . . . ?
N2 C5 C10 C9 -178.77(16) . . . . ?
C10 C9 C12 F3 0.2(2) . . . . ?
C8 C9 C12 F3 -179.31(16) . . . . ?
C10 C9 C12 F1 -120.93(18) . . . . ?
C8 C9 C12 F1 59.6(2) . . . . ?
C10 C9 C12 F2 119.91(17) . . . . ?
C8 C9 C12 F2 -59.6(2) . . . . ?
O4 S1 C13 C18 -141.08(14) . . . . ?
O3 S1 C13 C18 -13.64(16) . . . . ?
C1 S1 C13 C18 105.24(15) . . . . ?
O4 S1 C13 C14 39.19(16) . . . . ?
O3 S1 C13 C14 166.62(14) . . . . ?
C1 S1 C13 C14 -74.50(15) . . . . ?
C18 C13 C14 C15 -1.4(3) . . . . ?
S1 C13 C14 C15 178.30(14) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C14 C15 C16 F4 -178.34(16) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
F4 C16 C17 C18 177.78(16) . . . . ?
C15 C16 C17 C18 -1.3(3) . . . . ?
C16 C17 C18 C13 0.5(3) . . . . ?
C14 C13 C18 C17 0.9(3) . . . . ?
S1 C13 C18 C17 -178.86(13) . . . . ?
C24 C19 C20 C21 1.2(3) . . . . ?
C25 C19 C20 C21 -178.82(17) . . . . ?
C19 C20 C21 C22 1.0(3) . . . . ?
C20 C21 C22 C23 -1.2(3) . . . . ?
C21 C22 C23 C24 -0.9(3) . . . . ?
C22 C23 C24 O6 -176.87(16) . . . . ?
C22 C23 C24 C19 3.2(3) . . . . ?
C20 C19 C24 O6 176.77(16) . . . . ?
C25 C19 C24 O6 -3.2(3) . . . . ?
C20 C19 C24 C23 -3.3(3) . . . . ?
C25 C19 C24 C23 176.71(16) . . . . ?
C20 C19 C25 O5 -165.50(16) . . . . ?
C24 C19 C25 O5 14.5(2) . . . . ?
C20 C19 C25 N3 14.8(3) . . . . ?
C24 C19 C25 N3 -165.22(17) . . . . ?

