data_gore001
_audit_creation_date               2021-06-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number       '2017/1'
_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           'C10 H17 N O3 S'
_chemical_formula_sum              'C10 H17 N O3 S'
_chemical_formula_weight           231.30
_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' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'S' 'S' 0.3331 0.5567 '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        'monoclinic'
_space_group_IT_number             4
_space_group_name_H-M_alt          'P 1 21 1'
_space_group_name_Hall             'P 2yb'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z'

_cell_length_a                     5.3119(4)
_cell_length_b                     18.1819(14)
_cell_length_c                     6.2695(5)
_cell_angle_alpha                  90
_cell_angle_beta                   98.887(2)
_cell_angle_gamma                  90
_cell_volume                       598.24(8)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      8191
_cell_measurement_temperature      100.0
_cell_measurement_theta_max        72.01
_cell_measurement_theta_min        4.86
_shelx_estimated_absorpt_T_max     0.707
_shelx_estimated_absorpt_T_min     0.470
_exptl_absorpt_coefficient_mu      2.329
_exptl_absorpt_correction_T_max    0.7536
_exptl_absorpt_correction_T_min    0.5739
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1141 before and 0.0696 after correction.
The Ratio of minimum to maximum transmission is 0.7615.
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      1.284
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               248
loop_
  _exptl_crystal_face_index_h
  _exptl_crystal_face_index_k
  _exptl_crystal_face_index_l
  _exptl_crystal_face_perp_dist
 0.00 -1.00 0.00 0.0560
 0.00 1.00 0.00 0.0800
 1.00 2.00 3.00 0.1460
 3.00 -3.00 4.00 0.1430
 -3.00 3.00 -4.00 0.1300
 2.00 2.00 1.00 0.1220
 -4.00 0.00 -1.00 0.1250
 1.00 0.00 0.00 0.1000
 -1.00 0.00 0.00 0.1360
 3.00 -1.00 -2.00 0.1250
 -3.00 3.00 2.00 0.1710
 2.00 4.00 -3.00 0.1450
 3.00 -1.00 -4.00 0.1280
 0.00 3.00 1.00 0.1090
 0.00 -4.00 -1.00 0.0670
 0.00 4.00 1.00 0.0940

_exptl_crystal_size_max            0.382
_exptl_crystal_size_mid            0.318
_exptl_crystal_size_min            0.16
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0412
_diffrn_reflns_av_unetI/netI       0.0465
_diffrn_reflns_Laue_measured_fraction_full  0.991
_diffrn_reflns_Laue_measured_fraction_max  0.989
_diffrn_reflns_limit_h_max         6
_diffrn_reflns_limit_h_min         -6
_diffrn_reflns_limit_k_max         22
_diffrn_reflns_limit_k_min         -22
_diffrn_reflns_limit_l_max         7
_diffrn_reflns_limit_l_min         -7
_diffrn_reflns_number              6762
_diffrn_reflns_point_group_measured_fraction_full  0.946
_diffrn_reflns_point_group_measured_fraction_max  0.936
_diffrn_reflns_theta_full          67.679
_diffrn_reflns_theta_max           72.022
_diffrn_reflns_theta_min           7.149
_diffrn_ambient_temperature        100.0
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.991
_diffrn_measured_fraction_theta_max  0.989
_diffrn_measurement_device_type    'Bruker APEX-II CCD'
_diffrn_measurement_method         'φ and ω scans'
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54178
_diffrn_source                     ?
_diffrn_source_current             1.2
_diffrn_source_power               0.06
_diffrn_source_voltage             50.0
_diffrn_standards_number           0
_reflns_Friedel_coverage           0.833
_reflns_Friedel_fraction_full      0.897
_reflns_Friedel_fraction_max       0.879
_reflns_number_gt                  2204
_reflns_number_total               2210
_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 V8.38A (Bruker, 2018)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics      'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max           0.482
_refine_diff_density_min           -0.345
_refine_diff_density_rms           0.090
_refine_ls_abs_structure_details
;
 Flack x determined using 987 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     0.01(2)
_refine_ls_extinction_coef         0.036(7)
_refine_ls_extinction_expression  
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method       'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref     1.177
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       145
_refine_ls_number_reflns           2210
_refine_ls_number_restraints       1
_refine_ls_R_factor_all            0.0546
_refine_ls_R_factor_gt             0.0545
_refine_ls_restrained_S_all        1.177
_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)+(0.0813P)²+0.6412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1523
_refine_ls_wR_factor_ref           0.1524
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,
 H10B,H10C)
;
_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 0.9433(2) 0.69122(6) 0.06509(18) 0.0229(4) Uani 1 1 d . . . . .
 O1 O 0.9734(8) 0.6704(2) 0.4994(6) 0.0266(9) Uani 1 1 d . . . . .
 O2 O 0.6071(6) 0.4255(2) 0.4706(6) 0.0226(8) Uani 1 1 d . . . . .
 O3 O 0.3024(6) 0.5114(2) 0.3539(6) 0.0243(8) Uani 1 1 d . . . . .
 N1 N 0.7205(8) 0.5260(2) 0.3125(7) 0.0201(9) Uani 1 1 d . . . . .
 H1 H 0.868(13) 0.504(4) 0.349(10) 0.024 Uiso 1 1 d . U . . .
 C1 C 0.8873(9) 0.6553(3) 0.3151(8) 0.0203(10) Uani 1 1 d . . . . .
 C2 C 0.6923(9) 0.5983(3) 0.2187(8) 0.0191(10) Uani 1 1 d . . . . .
 H2 H 0.517777 0.617022 0.229838 0.023 Uiso 1 1 calc R U . . .
 C3 C 0.7429(9) 0.6089(3) -0.0200(8) 0.0204(10) Uani 1 1 d . . . . .
 C4 C 0.8979(10) 0.5471(3) -0.0991(8) 0.0231(11) Uani 1 1 d . . . . .
 H4A H 0.949675 0.561215 -0.236815 0.035 Uiso 1 1 calc R U . . .
 H4B H 0.794193 0.502325 -0.119148 0.035 Uiso 1 1 calc R U . . .
 H4C H 1.049818 0.537900 0.007717 0.035 Uiso 1 1 calc R U . . .
 C5 C 0.5124(10) 0.6274(3) -0.1823(8) 0.0283(12) Uani 1 1 d . . . . .
 H5A H 0.417142 0.667253 -0.125899 0.042 Uiso 1 1 calc R U . . .
 H5B H 0.403157 0.583923 -0.209084 0.042 Uiso 1 1 calc R U . . .
 H5C H 0.566642 0.643201 -0.317588 0.042 Uiso 1 1 calc R U . . .
 C6 C 0.5222(9) 0.4890(3) 0.3768(8) 0.0184(10) Uani 1 1 d . . . . .
 C7 C 0.4290(10) 0.3706(3) 0.5345(9) 0.0229(11) Uani 1 1 d . . . . .
 C8 C 0.6068(11) 0.3096(3) 0.6273(12) 0.0380(15) Uani 1 1 d . . . . .
 H8A H 0.703482 0.291852 0.516585 0.057 Uiso 1 1 calc R U . . .
 H8B H 0.507122 0.269075 0.674663 0.057 Uiso 1 1 calc R U . . .
 H8C H 0.724950 0.328434 0.750865 0.057 Uiso 1 1 calc R U . . .
 C9 C 0.2497(12) 0.3448(3) 0.3390(10) 0.0325(13) Uani 1 1 d . . . . .
 H9A H 0.136070 0.385142 0.283239 0.049 Uiso 1 1 calc R U . . .
 H9B H 0.148323 0.303435 0.379199 0.049 Uiso 1 1 calc R U . . .
 H9C H 0.348210 0.328890 0.227290 0.049 Uiso 1 1 calc R U . . .
 C10 C 0.2885(11) 0.4007(3) 0.7109(9) 0.0276(12) Uani 1 1 d . . . . .
 H10A H 0.411592 0.422674 0.825875 0.041 Uiso 1 1 calc R U . . .
 H10B H 0.198010 0.360558 0.770695 0.041 Uiso 1 1 calc R U . . .
 H10C H 0.165904 0.438218 0.649401 0.041 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 C1 1.765(5) . ?
 S1 C3 1.866(5) . ?
 O1 C1 1.207(7) . ?
 O2 C6 1.343(6) . ?
 O2 C7 1.472(6) . ?
 O3 C6 1.223(6) . ?
 N1 H1 0.88(7) . ?
 N1 C2 1.439(6) . ?
 N1 C6 1.362(6) . ?
 C1 C2 1.523(7) . ?
 C2 H2 1.0000 . ?
 C2 C3 1.573(6) . ?
 C3 C4 1.520(7) . ?
 C3 C5 1.504(7) . ?
 C4 H4A 0.9800 . ?
 C4 H4B 0.9800 . ?
 C4 H4C 0.9800 . ?
 C5 H5A 0.9800 . ?
 C5 H5B 0.9800 . ?
 C5 H5C 0.9800 . ?
 C7 C8 1.514(8) . ?
 C7 C9 1.507(8) . ?
 C7 C10 1.528(8) . ?
 C8 H8A 0.9800 . ?
 C8 H8B 0.9800 . ?
 C8 H8C 0.9800 . ?
 C9 H9A 0.9800 . ?
 C9 H9B 0.9800 . ?
 C9 H9C 0.9800 . ?
 C10 H10A 0.9800 . ?
 C10 H10B 0.9800 . ?
 C10 H10C 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
 C1 S1 C3 77.9(2) . . ?
 C6 O2 C7 121.0(4) . . ?
 C2 N1 H1 124(4) . . ?
 C6 N1 H1 113(4) . . ?
 C6 N1 C2 122.4(4) . . ?
 O1 C1 S1 132.5(4) . . ?
 O1 C1 C2 132.0(5) . . ?
 C2 C1 S1 95.6(3) . . ?
 N1 C2 C1 116.0(4) . . ?
 N1 C2 H2 108.8 . . ?
 N1 C2 C3 118.6(4) . . ?
 C1 C2 H2 108.8 . . ?
 C1 C2 C3 95.1(4) . . ?
 C3 C2 H2 108.8 . . ?
 C2 C3 S1 90.0(3) . . ?
 C4 C3 S1 111.9(3) . . ?
 C4 C3 C2 113.6(4) . . ?
 C5 C3 S1 112.5(4) . . ?
 C5 C3 C2 115.5(4) . . ?
 C5 C3 C4 111.7(4) . . ?
 C3 C4 H4A 109.5 . . ?
 C3 C4 H4B 109.5 . . ?
 C3 C4 H4C 109.5 . . ?
 H4A C4 H4B 109.5 . . ?
 H4A C4 H4C 109.5 . . ?
 H4B C4 H4C 109.5 . . ?
 C3 C5 H5A 109.5 . . ?
 C3 C5 H5B 109.5 . . ?
 C3 C5 H5C 109.5 . . ?
 H5A C5 H5B 109.5 . . ?
 H5A C5 H5C 109.5 . . ?
 H5B C5 H5C 109.5 . . ?
 O2 C6 N1 109.4(4) . . ?
 O3 C6 O2 126.0(4) . . ?
 O3 C6 N1 124.7(5) . . ?
 O2 C7 C8 102.2(4) . . ?
 O2 C7 C9 110.0(4) . . ?
 O2 C7 C10 111.2(4) . . ?
 C8 C7 C10 109.2(5) . . ?
 C9 C7 C8 111.2(5) . . ?
 C9 C7 C10 112.5(5) . . ?
 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 H9A 109.5 . . ?
 C7 C9 H9B 109.5 . . ?
 C7 C9 H9C 109.5 . . ?
 H9A C9 H9B 109.5 . . ?
 H9A C9 H9C 109.5 . . ?
 H9B C9 H9C 109.5 . . ?
 C7 C10 H10A 109.5 . . ?
 C7 C10 H10B 109.5 . . ?
 C7 C10 H10C 109.5 . . ?
 H10A C10 H10B 109.5 . . ?
 H10A C10 H10C 109.5 . . ?
 H10B C10 H10C 109.5 . . ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
  _geom_hbond_publ_flag
 N1 H1 O3 0.88(7) 2.31(7) 3.074(5) 146(6) 1_655 yes

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
 S1 C1 C2 N1 135.4(4) . . . . ?
 S1 C1 C2 C3 10.1(3) . . . . ?
 O1 C1 C2 N1 -44.5(8) . . . . ?
 O1 C1 C2 C3 -169.8(6) . . . . ?
 N1 C2 C3 S1 -132.9(4) . . . . ?
 N1 C2 C3 C4 -18.9(6) . . . . ?
 N1 C2 C3 C5 112.1(5) . . . . ?
 C1 S1 C3 C2 8.4(3) . . . . ?
 C1 S1 C3 C4 -107.2(4) . . . . ?
 C1 S1 C3 C5 126.1(4) . . . . ?
 C1 C2 C3 S1 -9.5(3) . . . . ?
 C1 C2 C3 C4 104.4(4) . . . . ?
 C1 C2 C3 C5 -124.6(5) . . . . ?
 C2 N1 C6 O2 -176.0(4) . . . . ?
 C2 N1 C6 O3 3.2(8) . . . . ?
 C3 S1 C1 O1 171.2(6) . . . . ?
 C3 S1 C1 C2 -8.7(3) . . . . ?
 C6 O2 C7 C8 179.2(5) . . . . ?
 C6 O2 C7 C9 60.9(6) . . . . ?
 C6 O2 C7 C10 -64.3(6) . . . . ?
 C6 N1 C2 C1 130.5(5) . . . . ?
 C6 N1 C2 C3 -117.3(5) . . . . ?
 C7 O2 C6 O3 7.5(7) . . . . ?
 C7 O2 C6 N1 -173.3(4) . . . . ?

_olex2_submission_special_instructions  'No special instructions were received'
