data_SU1089

_publ_section_acknowledgements
;
Crystal structure determination was performed in the Department of Structural
Studies of Zelinsky Institute of Organic Chemistry, Moscow.
;

_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C13 H15 F4 N S'
_chemical_formula_sum             'C13 H15 F4 N S'
_chemical_formula_weight          293.32

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'
 '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/c'
_space_group_name_Hall            '-P 2ybc'
 
_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+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    13.2686(3)
_cell_length_b                    7.4126(2)
_cell_length_c                    13.3406(3)
_cell_angle_alpha                 90
_cell_angle_beta                  93.2710(10)
_cell_angle_gamma                 90
_cell_volume                      1309.97(5)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used      9829
_cell_measurement_theta_min        3.06
_cell_measurement_theta_max       36.81

_exptl_crystal_description        prism
_exptl_crystal_colour             colourless
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_density_diffrn     1.487
_exptl_crystal_F_000              608
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.58
_exptl_crystal_size_mid           0.24
_exptl_crystal_size_min           0.14
_exptl_absorpt_coefficient_mu     0.280
_shelx_estimated_absorpt_T_min    0.855
_shelx_estimated_absorpt_T_max    0.962
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6461
_exptl_absorpt_correction_T_max   0.6967
_exptl_absorpt_process_details
;
 SADABS 2016/2 (Krause et al., J. Appl. Cryst. 2015, 48, 3-10).
;
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed X-Ray tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Bruker AXS D8 QUEST, Photon III detector'
_diffrn_measurement_method        'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean  7.31
_diffrn_reflns_number             59051
_diffrn_reflns_av_unetI/netI      0.0222
_diffrn_reflns_av_R_equivalents   0.0386
_diffrn_reflns_limit_h_min        -22
_diffrn_reflns_limit_h_max        21
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        22
_diffrn_reflns_theta_min          3.059
_diffrn_reflns_theta_max          36.325
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.999
_diffrn_measured_fraction_theta_full  0.998
_diffrn_reflns_Laue_measured_fraction_max    0.999
_diffrn_reflns_Laue_measured_fraction_full   0.998
_diffrn_reflns_point_group_measured_fraction_max   0.999
_diffrn_reflns_point_group_measured_fraction_full  0.998
_reflns_number_total              6357
_reflns_number_gt                 5116
_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        'APEX3 (Bruker, 2019)'
_computing_cell_refinement        'SAINT (Bruker, 2019)'
_computing_data_reduction         'SAINT (Bruker, 2019)'
_computing_structure_solution
;
SHELXT, SHELXS-2013 (Sheldrick, Acta Cryst., 2015, A71, 3-8)
;
_computing_structure_refinement
;
SHELXL-2018 (Sheldrick, Acta Cryst., 2015, C71, 3-8)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)
;
_computing_publication_material
;
SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)
;
_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
'w=1/[σ²(Fo²)+(0.0437P)²+0.4993P] 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_number_reflns          6357
_refine_ls_number_parameters      205
_refine_ls_number_restraints      12
_refine_ls_R_factor_all           0.0509
_refine_ls_R_factor_gt            0.0364
_refine_ls_wR_factor_ref          0.0984
_refine_ls_wR_factor_gt           0.0896
_refine_ls_goodness_of_fit_ref    1.023
_refine_ls_restrained_S_all       1.022
_refine_ls_shift/su_max           0.003
_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_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 0.47129(2) 0.56600(3) 0.87727(2) 0.01870(6) Uani 1 1 d . . . . .
F1A F 0.29117(4) 0.29635(9) 0.42761(5) 0.02342(13) Uani 0.9674(7) 1 d D . P A 1
F2A F 0.15467(5) 0.29757(8) 0.51197(4) 0.02086(12) Uani 0.9674(7) 1 d D . P A 1
F3A F 0.19452(5) 0.43957(10) 0.26792(5) 0.02708(14) Uani 0.9674(7) 1 d D . P A 1
F4A F 0.11122(5) 0.20850(9) 0.32282(5) 0.02777(14) Uani 0.9674(7) 1 d D . P A 1
N1A N 0.13438(6) 0.68060(11) 0.48409(6) 0.01594(13) Uani 0.9674(7) 1 d D . P A 1
C1A C 0.23011(6) 0.58151(12) 0.47624(6) 0.01438(14) Uani 0.9674(7) 1 d D . P A 1
H1A H 0.270584 0.641824 0.424868 0.017 Uiso 0.9674(7) 1 calc R U P A 1
C2A C 0.20465(6) 0.38922(13) 0.44112(7) 0.01618(15) Uani 0.9674(7) 1 d D . P A 1
C3A C 0.13733(7) 0.38381(14) 0.34394(7) 0.01883(16) Uani 0.9674(7) 1 d D . P A 1
C4A C 0.04592(7) 0.50024(14) 0.35091(7) 0.01922(16) Uani 0.9674(7) 1 d D . P A 1
H4A H 0.000113 0.446378 0.398729 0.023 Uiso 0.9674(7) 1 calc R U P A 1
H4B H 0.009178 0.507969 0.284349 0.023 Uiso 0.9674(7) 1 calc R U P A 1
C5A C 0.07742(7) 0.68843(14) 0.38629(7) 0.01906(16) Uani 0.9674(7) 1 d D . P A 1
H5A H 0.119749 0.744774 0.336159 0.023 Uiso 0.9674(7) 1 calc R U P A 1
H5B H 0.016584 0.764195 0.392079 0.023 Uiso 0.9674(7) 1 calc R U P A 1
F1B F 0.2931(10) 0.445(3) 0.3779(13) 0.02342(13) Uani 0.0326(7) 1 d D . P A 2
F2B F 0.2089(13) 0.2502(18) 0.4575(12) 0.02086(12) Uani 0.0326(7) 1 d D . P A 2
F3B F 0.1550(14) 0.301(3) 0.2528(12) 0.02708(14) Uani 0.0326(7) 1 d D . P A 2
F4B F 0.0395(11) 0.352(3) 0.3625(14) 0.02777(14) Uani 0.0326(7) 1 d D . P A 2
N1B N 0.1713(13) 0.7275(15) 0.4455(7) 0.01594(13) Uani 0.0326(7) 1 d D . P A 2
C1B C 0.2064(10) 0.5595(18) 0.4956(11) 0.01438(14) Uani 0.0326(7) 1 d D . P A 2
H1B H 0.147970 0.527173 0.536209 0.017 Uiso 0.0326(7) 1 calc R U P A 2
C2B C 0.2002(10) 0.4158(17) 0.4129(10) 0.01618(15) Uani 0.0326(7) 1 d D . P A 2
C3B C 0.1240(10) 0.4211(19) 0.3223(10) 0.01883(16) Uani 0.0326(7) 1 d D . P A 2
C4B C 0.1122(19) 0.6099(19) 0.2838(14) 0.01922(16) Uani 0.0326(7) 1 d D . P A 2
H4C H 0.056821 0.613706 0.230808 0.023 Uiso 0.0326(7) 1 calc R U P A 2
H4D H 0.175155 0.647570 0.253312 0.023 Uiso 0.0326(7) 1 calc R U P A 2
C5B C 0.0889(15) 0.741(3) 0.3673(13) 0.01906(16) Uani 0.0326(7) 1 d D . P A 2
H5C H 0.084404 0.865732 0.340727 0.023 Uiso 0.0326(7) 1 calc R U P A 2
H5D H 0.023723 0.709836 0.395353 0.023 Uiso 0.0326(7) 1 calc R U P A 2
C6 C 0.15217(8) 0.86475(13) 0.52136(8) 0.02242(17) Uani 1 1 d D . . . .
H6A H 0.087362 0.926475 0.526531 0.027 Uiso 1 1 calc R U . A 1
H6B H 0.193200 0.930678 0.474745 0.027 Uiso 1 1 calc R U . A 1
H6C H 0.187844 0.860106 0.587686 0.027 Uiso 1 1 calc R U . A 1
C7 C 0.29208(6) 0.57543(11) 0.57513(6) 0.01483(13) Uani 1 1 d D . . . .
C8 C 0.39607(6) 0.60123(12) 0.57722(6) 0.01680(14) Uani 1 1 d . . . . .
H8 H 0.427644 0.622190 0.516139 0.020 Uiso 1 1 calc R U . . .
C9 C 0.45487(6) 0.59688(12) 0.66737(6) 0.01716(14) Uani 1 1 d . . . . .
H9 H 0.525821 0.614074 0.667404 0.021 Uiso 1 1 calc R U . . .
C10 C 0.40892(6) 0.56717(11) 0.75744(6) 0.01448(13) Uani 1 1 d . . . . .
C11 C 0.30447(6) 0.53785(13) 0.75550(6) 0.01704(14) Uani 1 1 d . . . . .
H11 H 0.272923 0.515162 0.816403 0.020 Uiso 1 1 calc R U . . .
C12 C 0.24692(6) 0.54163(13) 0.66584(6) 0.01752(15) Uani 1 1 d . . . . .
H12 H 0.176232 0.521187 0.665627 0.021 Uiso 1 1 calc R U . . .
C13 C 0.60243(7) 0.58221(14) 0.85201(8) 0.02329(17) Uani 1 1 d . . . . .
H13A H 0.643523 0.577621 0.915377 0.035 Uiso 1 1 calc R U . . .
H13B H 0.614658 0.696438 0.817769 0.035 Uiso 1 1 calc R U . . .
H13C H 0.620702 0.481424 0.809106 0.035 Uiso 1 1 calc R U . . .
 
 
_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 C10 1.7576(8) . ?
S1 C13 1.7952(10) . ?
F1A C2A 1.3594(10) . ?
F2A C2A 1.3661(11) . ?
F3A C3A 1.3648(11) . ?
F4A C3A 1.3700(12) . ?
N1A C6 1.4673(13) . ?
N1A C5A 1.4711(12) . ?
N1A C1A 1.4761(11) . ?
C1A C7 1.5148(11) . ?
C1A C2A 1.5320(13) . ?
C1A H1A 1.0000 . ?
C2A C3A 1.5324(12) . ?
C3A C4A 1.4957(13) . ?
C4A C5A 1.5234(14) . ?
C4A H4A 0.9900 . ?
C4A H4B 0.9900 . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
F1B C2B 1.3594(14) . ?
F2B C2B 1.3662(15) . ?
F3B C3B 1.3649(15) . ?
F4B C3B 1.3700(16) . ?
N1B C6 1.4671(16) . ?
N1B C5B 1.4711(16) . ?
N1B C1B 1.4761(15) . ?
C1B C7 1.5151(15) . ?
C1B C2B 1.5321(16) . ?
C1B H1B 1.0000 . ?
C2B C3B 1.5323(16) . ?
C3B C4B 1.4957(17) . ?
C4B C5B 1.5234(18) . ?
C4B H4C 0.9900 . ?
C4B H4D 0.9900 . ?
C5B H5C 0.9900 . ?
C5B H5D 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.3917(12) . ?
C7 C12 1.4033(12) . ?
C8 C9 1.3961(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.3956(12) . ?
C9 H9 0.9500 . ?
C10 C11 1.4016(12) . ?
C11 C12 1.3821(12) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
 
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
C10 S1 C13 103.89(4) . . ?
C6 N1A C5A 109.17(7) . . ?
C6 N1A C1A 111.38(7) . . ?
C5A N1A C1A 110.94(7) . . ?
N1A C1A C7 112.31(7) . . ?
N1A C1A C2A 108.00(7) . . ?
C7 C1A C2A 109.75(7) . . ?
N1A C1A H1A 108.9 . . ?
C7 C1A H1A 108.9 . . ?
C2A C1A H1A 108.9 . . ?
F1A C2A F2A 106.67(7) . . ?
F1A C2A C1A 109.79(7) . . ?
F2A C2A C1A 111.00(7) . . ?
F1A C2A C3A 109.30(7) . . ?
F2A C2A C3A 106.84(7) . . ?
C1A C2A C3A 113.00(7) . . ?
F3A C3A F4A 106.22(8) . . ?
F3A C3A C4A 111.01(8) . . ?
F4A C3A C4A 111.32(8) . . ?
F3A C3A C2A 107.38(7) . . ?
F4A C3A C2A 109.10(8) . . ?
C4A C3A C2A 111.59(7) . . ?
C3A C4A C5A 109.79(7) . . ?
C3A C4A H4A 109.7 . . ?
C5A C4A H4A 109.7 . . ?
C3A C4A H4B 109.7 . . ?
C5A C4A H4B 109.7 . . ?
H4A C4A H4B 108.2 . . ?
N1A C5A C4A 110.90(8) . . ?
N1A C5A H5A 109.5 . . ?
C4A C5A H5A 109.5 . . ?
N1A C5A H5B 109.5 . . ?
C4A C5A H5B 109.5 . . ?
H5A C5A H5B 108.0 . . ?
C6 N1B C5B 106.9(10) . . ?
C6 N1B C1B 109.6(9) . . ?
C5B N1B C1B 125.5(14) . . ?
N1B C1B C7 117.1(9) . . ?
N1B C1B C2B 105.0(8) . . ?
C7 C1B C2B 124.4(10) . . ?
N1B C1B H1B 102.3 . . ?
C7 C1B H1B 102.3 . . ?
C2B C1B H1B 102.3 . . ?
F1B C2B F2B 103.8(15) . . ?
F1B C2B C1B 97.1(14) . . ?
F2B C2B C1B 108.1(12) . . ?
F1B C2B C3B 107.2(12) . . ?
F2B C2B C3B 113.7(12) . . ?
C1B C2B C3B 123.8(9) . . ?
F3B C3B F4B 108.0(14) . . ?
F3B C3B C4B 114.0(15) . . ?
F4B C3B C4B 114.3(16) . . ?
F3B C3B C2B 107.9(12) . . ?
F4B C3B C2B 101.5(12) . . ?
C4B C3B C2B 110.3(13) . . ?
C3B C4B C5B 111.6(17) . . ?
C3B C4B H4C 109.3 . . ?
C5B C4B H4C 109.3 . . ?
C3B C4B H4D 109.3 . . ?
C5B C4B H4D 109.3 . . ?
H4C C4B H4D 108.0 . . ?
N1B C5B C4B 107.6(14) . . ?
N1B C5B H5C 110.2 . . ?
C4B C5B H5C 110.2 . . ?
N1B C5B H5D 110.2 . . ?
C4B C5B H5D 110.2 . . ?
H5C C5B H5D 108.5 . . ?
N1A C6 H6A 109.5 . . ?
N1A C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1A C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C12 118.62(7) . . ?
C8 C7 C1A 120.11(7) . . ?
C12 C7 C1A 121.27(7) . . ?
C8 C7 C1B 136.7(8) . . ?
C12 C7 C1B 104.5(8) . . ?
C7 C8 C9 121.25(8) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 119.69(8) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 119.25(7) . . ?
C9 C10 S1 125.29(6) . . ?
C11 C10 S1 115.45(6) . . ?
C12 C11 C10 120.65(8) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C7 120.53(8) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C6 N1A C1A C7 56.57(9) . . . . ?
C5A N1A C1A C7 178.40(7) . . . . ?
C6 N1A C1A C2A 177.72(7) . . . . ?
C5A N1A C1A C2A -60.45(9) . . . . ?
N1A C1A C2A F1A 176.65(7) . . . . ?
C7 C1A C2A F1A -60.61(9) . . . . ?
N1A C1A C2A F2A -65.65(8) . . . . ?
C7 C1A C2A F2A 57.08(9) . . . . ?
N1A C1A C2A C3A 54.36(9) . . . . ?
C7 C1A C2A C3A 177.09(7) . . . . ?
F1A C2A C3A F3A -52.09(10) . . . . ?
F2A C2A C3A F3A -167.16(7) . . . . ?
C1A C2A C3A F3A 70.48(10) . . . . ?
F1A C2A C3A F4A 62.62(10) . . . . ?
F2A C2A C3A F4A -52.44(9) . . . . ?
C1A C2A C3A F4A -174.81(7) . . . . ?
F1A C2A C3A C4A -173.96(8) . . . . ?
F2A C2A C3A C4A 70.98(10) . . . . ?
C1A C2A C3A C4A -51.39(10) . . . . ?
F3A C3A C4A C5A -68.44(10) . . . . ?
F4A C3A C4A C5A 173.45(8) . . . . ?
C2A C3A C4A C5A 51.31(10) . . . . ?
C6 N1A C5A C4A -172.94(8) . . . . ?
C1A N1A C5A C4A 63.95(10) . . . . ?
C3A C4A C5A N1A -58.01(10) . . . . ?
C6 N1B C1B C7 -50.1(19) . . . . ?
C5B N1B C1B C7 -179.5(15) . . . . ?
C6 N1B C1B C2B 167.3(12) . . . . ?
C5B N1B C1B C2B 37.9(19) . . . . ?
N1B C1B C2B F1B 86.8(15) . . . . ?
C7 C1B C2B F1B -52.3(18) . . . . ?
N1B C1B C2B F2B -166.2(14) . . . . ?
C7 C1B C2B F2B 55(2) . . . . ?
N1B C1B C2B C3B -29.4(19) . . . . ?
C7 C1B C2B C3B -168.5(13) . . . . ?
F1B C2B C3B F3B 54.1(17) . . . . ?
F2B C2B C3B F3B -60.1(18) . . . . ?
C1B C2B C3B F3B 165.3(15) . . . . ?
F1B C2B C3B F4B 167.4(14) . . . . ?
F2B C2B C3B F4B 53.3(17) . . . . ?
C1B C2B C3B F4B -81.4(18) . . . . ?
F1B C2B C3B C4B -71.0(17) . . . . ?
F2B C2B C3B C4B 174.9(15) . . . . ?
C1B C2B C3B C4B 40.2(19) . . . . ?
F3B C3B C4B C5B -173.6(17) . . . . ?
F4B C3B C4B C5B 62(2) . . . . ?
C2B C3B C4B C5B -52(2) . . . . ?
C6 N1B C5B C4B 175.5(16) . . . . ?
C1B N1B C5B C4B -54(2) . . . . ?
C3B C4B C5B N1B 57(3) . . . . ?
N1A C1A C7 C8 -138.12(8) . . . . ?
C2A C1A C7 C8 101.73(9) . . . . ?
N1A C1A C7 C12 42.73(11) . . . . ?
C2A C1A C7 C12 -77.42(10) . . . . ?
N1B C1B C7 C8 -75.6(16) . . . . ?
C2B C1B C7 C8 59.1(17) . . . . ?
N1B C1B C7 C12 109.5(13) . . . . ?
C2B C1B C7 C12 -115.8(15) . . . . ?
C12 C7 C8 C9 -1.05(13) . . . . ?
C1A C7 C8 C9 179.78(8) . . . . ?
C1B C7 C8 C9 -175.5(7) . . . . ?
C7 C8 C9 C10 -0.36(13) . . . . ?
C8 C9 C10 C11 1.51(13) . . . . ?
C8 C9 C10 S1 -177.54(7) . . . . ?
C13 S1 C10 C9 -6.92(9) . . . . ?
C13 S1 C10 C11 174.00(7) . . . . ?
C9 C10 C11 C12 -1.25(13) . . . . ?
S1 C10 C11 C12 177.89(7) . . . . ?
C10 C11 C12 C7 -0.18(14) . . . . ?
C8 C7 C12 C11 1.32(13) . . . . ?
C1A C7 C12 C11 -179.52(8) . . . . ?
C1B C7 C12 C11 177.4(5) . . . . ?
 
_refine_diff_density_max    0.778
_refine_diff_density_min   -0.392
_refine_diff_density_rms    0.059



