data_testo1
_audit_creation_date              2018-03-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number      '2017/1'
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_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          'C16 H19 N O S'
_chemical_formula_sum             'C16 H19 N O S'
_chemical_formula_weight          273.38
_chemical_absolute_configuration  ad
_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'
 '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'

_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            19
_space_group_name_H-M_alt         'P 21 21 21'
_space_group_name_Hall            'P 2ac 2ab'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'

_cell_length_a                    5.0523(2)
_cell_length_b                    16.4230(5)
_cell_length_c                    17.2698(5)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      1432.94(8)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     4855
_cell_measurement_temperature     100(2)
_cell_measurement_theta_max       27.86
_cell_measurement_theta_min       2.36
_shelx_estimated_absorpt_T_max    0.951
_shelx_estimated_absorpt_T_min    0.910
_exptl_absorpt_coefficient_mu     0.218
_exptl_absorpt_correction_T_max   0.7456
_exptl_absorpt_correction_T_min   0.6086
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0623 before and 0.0399 after correction. The Ratio of minimum to maximum transmission is 0.8163. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             colourless
_exptl_crystal_colour_primary     colourless
_exptl_crystal_density_diffrn     1.267
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        block
_exptl_crystal_F_000              584
_exptl_crystal_size_max           0.441
_exptl_crystal_size_mid           0.304
_exptl_crystal_size_min           0.235
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0296
_diffrn_reflns_av_unetI/netI      0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max        6
_diffrn_reflns_limit_h_min        -6
_diffrn_reflns_limit_k_max        20
_diffrn_reflns_limit_k_min        -21
_diffrn_reflns_limit_l_max        22
_diffrn_reflns_limit_l_min        -19
_diffrn_reflns_number             13524
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full         25.242
_diffrn_reflns_theta_max          27.926
_diffrn_reflns_theta_min          2.359
_diffrn_ambient_temperature       100(2)
_diffrn_detector                  'Bruker area detector'
_diffrn_detector_area_resol_mean  ?
_diffrn_detector_type             'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device        'Bruker Apex II kappa CCD area detector'
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_radiation_monochromator   graphite
_diffrn_radiation_type            MoK\a
_diffrn_radiation_wavelength      0.71073
_diffrn_source                    'fine-focus sealed tube'
_diffrn_standards_number          0
_reflns_Friedel_coverage          0.704
_reflns_Friedel_fraction_full     1.000
_reflns_Friedel_fraction_max      0.996
_reflns_number_gt                 3220
_reflns_number_total              3442
_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        'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection        'Bruker Apex suite'
_computing_data_reduction         'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'ShelXL (Sheldrick, 2015)'
_computing_structure_solution     'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max          0.232
_refine_diff_density_min          -0.157
_refine_diff_density_rms          0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 1261 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    0.02(3)
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.050
_refine_ls_hydrogen_treatment     mixed
_refine_ls_matrix_type            full
_refine_ls_number_parameters      179
_refine_ls_number_reflns          3442
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0356
_refine_ls_R_factor_gt            0.0322
_refine_ls_restrained_S_all       1.050
_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)+(0.0430P)²+0.2205P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.0762
_refine_ls_wR_factor_ref          0.0782
_refine_special_details           ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens    mixed
_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
 S1 S 0.34839(10) 0.60492(3) 0.49492(3) 0.02175(13) Uani 1 1 d . . . . .
 O1 O -0.0265(3) 0.67836(10) 0.23577(8) 0.0228(3) Uani 1 1 d . . . . .
 N1 N 0.3982(3) 0.66573(10) 0.27628(10) 0.0173(3) Uani 1 1 d . . . . .
 H1 H 0.550(7) 0.6644(17) 0.2621(16) 0.038(8) Uiso 1 1 d . . . . .
 C1 C 0.7375(5) 0.48118(14) 0.24347(12) 0.0293(5) Uani 1 1 d . . . . .
 H1A H 0.881946 0.517640 0.237282 0.035 Uiso 1 1 calc R . . . .
 C2 C 0.6761(6) 0.42664(15) 0.18435(13) 0.0363(6) Uani 1 1 d . . . . .
 H2 H 0.778764 0.426141 0.138267 0.044 Uiso 1 1 calc R . . . .
 C3 C 0.4660(5) 0.37314(14) 0.19248(13) 0.0315(5) Uani 1 1 d . . . . .
 H3 H 0.424240 0.335797 0.152288 0.038 Uiso 1 1 calc R . . . .
 C4 C 0.3179(5) 0.37471(15) 0.25975(14) 0.0338(5) Uani 1 1 d . . . . .
 H4 H 0.172897 0.338453 0.265993 0.041 Uiso 1 1 calc R . . . .
 C5 C 0.3813(5) 0.42932(14) 0.31807(13) 0.0301(5) Uani 1 1 d . . . . .
 H5 H 0.278389 0.429989 0.364097 0.036 Uiso 1 1 calc R . . . .
 C6 C 0.5914(4) 0.48290(12) 0.31075(11) 0.0194(4) Uani 1 1 d . . . . .
 C7 C 0.6749(4) 0.53743(11) 0.37820(11) 0.0195(4) Uani 1 1 d . . . . .
 H7 H 0.833921 0.568966 0.361162 0.023 Uiso 1 1 calc R . . . .
 C8 C 0.7585(5) 0.48455(13) 0.44712(12) 0.0251(5) Uani 1 1 d . . . . .
 H8A H 0.606029 0.453108 0.465478 0.038 Uiso 1 1 calc GR . . . .
 H8B H 0.823474 0.519509 0.488995 0.038 Uiso 1 1 calc GR . . . .
 H8C H 0.899360 0.447219 0.430958 0.038 Uiso 1 1 calc GR . . . .
 C9 C 0.4640(4) 0.59820(12) 0.40089(10) 0.0174(4) Uani 1 1 d . . . . .
 C10 C 0.3384(4) 0.65514(11) 0.35566(10) 0.0171(4) Uani 1 1 d . . . . .
 C11 C 0.1484(4) 0.70265(11) 0.39645(11) 0.0193(4) Uani 1 1 d . . . . .
 H11 H 0.045006 0.744293 0.373174 0.023 Uiso 1 1 calc R . . . .
 C12 C 0.1316(4) 0.68169(12) 0.47262(12) 0.0218(4) Uani 1 1 d . . . . .
 H12 H 0.014768 0.706446 0.508718 0.026 Uiso 1 1 calc R . . . .
 C13 C 0.2117(4) 0.67697(11) 0.22128(11) 0.0168(4) Uani 1 1 d . . . . .
 C14 C 0.3147(4) 0.68542(12) 0.13904(11) 0.0223(4) Uani 1 1 d . . . . .
 H14 H 0.511413 0.692021 0.140348 0.027 Uiso 1 1 calc R . . . .
 C15 C 0.1913(6) 0.76005(15) 0.10081(14) 0.0374(6) Uani 1 1 d . . . . .
 H15A H -0.001772 0.754210 0.100155 0.056 Uiso 1 1 calc GR . . . .
 H15B H 0.256787 0.764923 0.047604 0.056 Uiso 1 1 calc GR . . . .
 H15C H 0.239445 0.808946 0.130119 0.056 Uiso 1 1 calc GR . . . .
 C16 C 0.2457(6) 0.60779(17) 0.09501(14) 0.0439(6) Uani 1 1 d . . . . .
 H16A H 0.320840 0.560711 0.122075 0.066 Uiso 1 1 calc GR . . . .
 H16B H 0.319029 0.610731 0.042551 0.066 Uiso 1 1 calc GR . . . .
 H16C H 0.052888 0.602037 0.092115 0.066 Uiso 1 1 calc GR . . . .


_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 C9 1.7293(19) . ?
 S1 C12 1.714(2) . ?
 O1 C13 1.229(2) . ?
 N1 H1 0.81(3) . ?
 N1 C10 1.415(2) . ?
 N1 C13 1.350(3) . ?
 C1 H1A 0.9500 . ?
 C1 C2 1.393(3) . ?
 C1 C6 1.377(3) . ?
 C2 H2 0.9500 . ?
 C2 C3 1.385(4) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.382(3) . ?
 C4 H4 0.9500 . ?
 C4 C5 1.386(3) . ?
 C5 H5 0.9500 . ?
 C5 C6 1.385(3) . ?
 C6 C7 1.529(3) . ?
 C7 H7 1.0000 . ?
 C7 C8 1.533(3) . ?
 C7 C9 1.512(3) . ?
 C8 H8A 0.9800 . ?
 C8 H8B 0.9800 . ?
 C8 H8C 0.9800 . ?
 C9 C10 1.374(3) . ?
 C10 C11 1.423(3) . ?
 C11 H11 0.9500 . ?
 C11 C12 1.362(3) . ?
 C12 H12 0.9500 . ?
 C13 C14 1.519(3) . ?
 C14 H14 1.0000 . ?
 C14 C15 1.525(3) . ?
 C14 C16 1.525(3) . ?
 C15 H15A 0.9800 . ?
 C15 H15B 0.9800 . ?
 C15 H15C 0.9800 . ?
 C16 H16A 0.9800 . ?
 C16 H16B 0.9800 . ?
 C16 H16C 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
 C12 S1 C9 92.96(10) . . ?
 C10 N1 H1 120(2) . . ?
 C13 N1 H1 117(2) . . ?
 C13 N1 C10 123.33(17) . . ?
 C2 C1 H1A 119.6 . . ?
 C6 C1 H1A 119.6 . . ?
 C6 C1 C2 120.8(2) . . ?
 C1 C2 H2 119.9 . . ?
 C3 C2 C1 120.3(2) . . ?
 C3 C2 H2 119.9 . . ?
 C2 C3 H3 120.4 . . ?
 C4 C3 C2 119.2(2) . . ?
 C4 C3 H3 120.4 . . ?
 C3 C4 H4 120.1 . . ?
 C3 C4 C5 119.8(2) . . ?
 C5 C4 H4 120.1 . . ?
 C4 C5 H5 119.3 . . ?
 C6 C5 C4 121.5(2) . . ?
 C6 C5 H5 119.3 . . ?
 C1 C6 C5 118.36(19) . . ?
 C1 C6 C7 120.48(19) . . ?
 C5 C6 C7 120.95(18) . . ?
 C6 C7 H7 107.5 . . ?
 C6 C7 C8 109.62(16) . . ?
 C8 C7 H7 107.5 . . ?
 C9 C7 C6 112.93(17) . . ?
 C9 C7 H7 107.5 . . ?
 C9 C7 C8 111.53(16) . . ?
 C7 C8 H8A 109.5 . . ?
 C7 C8 H8B 109.5 . . ?
 C7 C8 H8C 109.5 . . ?
 H8A C8 H8B 109.5 . . ?
 H8A C8 H8C 109.5 . . ?
 H8B C8 H8C 109.5 . . ?
 C7 C9 S1 121.57(14) . . ?
 C10 C9 S1 109.54(14) . . ?
 C10 C9 C7 128.88(17) . . ?
 N1 C10 C11 123.79(17) . . ?
 C9 C10 N1 122.42(18) . . ?
 C9 C10 C11 113.78(17) . . ?
 C10 C11 H11 123.8 . . ?
 C12 C11 C10 112.42(18) . . ?
 C12 C11 H11 123.8 . . ?
 S1 C12 H12 124.4 . . ?
 C11 C12 S1 111.28(15) . . ?
 C11 C12 H12 124.4 . . ?
 O1 C13 N1 122.84(18) . . ?
 O1 C13 C14 121.59(17) . . ?
 N1 C13 C14 115.55(17) . . ?
 C13 C14 H14 109.2 . . ?
 C13 C14 C15 109.76(18) . . ?
 C13 C14 C16 108.15(18) . . ?
 C15 C14 H14 109.2 . . ?
 C16 C14 H14 109.2 . . ?
 C16 C14 C15 111.3(2) . . ?
 C14 C15 H15A 109.5 . . ?
 C14 C15 H15B 109.5 . . ?
 C14 C15 H15C 109.5 . . ?
 H15A C15 H15B 109.5 . . ?
 H15A C15 H15C 109.5 . . ?
 H15B C15 H15C 109.5 . . ?
 C14 C16 H16A 109.5 . . ?
 C14 C16 H16B 109.5 . . ?
 C14 C16 H16C 109.5 . . ?
 H16A C16 H16B 109.5 . . ?
 H16A C16 H16C 109.5 . . ?
 H16B C16 H16C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
