data_dm-ta-365-e2_mo
_audit_creation_date               2019-02-25
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number       '2018/3'
_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           'C4 H2.5 Cl0.5 F1.5 N0.5 O S0.5'
_chemical_formula_sum              'C4 H2.50 Cl0.50 F1.50 N0.50 O S0.50'
_chemical_formula_weight           135.82
_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'
 'Cl' 'Cl' 0.1484 0.1585 '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'
 '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             57
_space_group_name_H-M_alt          'P b c m'
_space_group_name_Hall             '-P 2c 2b'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x, -y+1/2, -z'
 '-x, -y, -z'
 'x, y, -z-1/2'
 'x, -y-1/2, z-1/2'
 '-x, y-1/2, z'

_cell_length_a                     8.2188(5)
_cell_length_b                     19.2559(9)
_cell_length_c                     6.6689(4)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       1055.42(10)
_cell_formula_units_Z              8
_cell_measurement_reflns_used      3435
_cell_measurement_temperature      293(2)
_cell_measurement_theta_max        29.7850
_cell_measurement_theta_min        2.0920
_shelx_estimated_absorpt_T_max     0.958
_shelx_estimated_absorpt_T_min     0.903
_exptl_absorpt_coefficient_mu      0.585
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.54278
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear light yellow'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     light
_exptl_crystal_colour_primary      yellow
_exptl_crystal_density_diffrn      1.710
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               544
_exptl_crystal_size_max            0.177
_exptl_crystal_size_mid            0.163
_exptl_crystal_size_min            0.074
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0543
_diffrn_reflns_av_unetI/netI       0.0316
_diffrn_reflns_Laue_measured_fraction_full  0.997
_diffrn_reflns_Laue_measured_fraction_max  0.997
_diffrn_reflns_limit_h_max         9
_diffrn_reflns_limit_h_min         -9
_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              5622
_diffrn_reflns_point_group_measured_fraction_full  0.997
_diffrn_reflns_point_group_measured_fraction_max  0.997
_diffrn_reflns_theta_full          24.986
_diffrn_reflns_theta_max           24.986
_diffrn_reflns_theta_min           3.259
_diffrn_ambient_temperature        293(2)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   28.5714
_diffrn_detector_type              'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full  0.997
_diffrn_measured_fraction_theta_max  0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -106.00  67.00   0.50    8.00    --  -20.00   0.00  36.00  346
  2  ω    -59.00 -28.50   0.50    8.00    --  -20.00  72.00  36.00   61
  3  ω    -98.00  -2.50   0.50    8.00    --  -20.00   0.00-108.00  191
;
_diffrn_measurement_device         'abstract diffractometer'
_diffrn_measurement_device_type   
 'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method         'ω scans'
_diffrn_measurement_specimen_support  'Mitegen 50um'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        0.0706685000
_diffrn_orient_matrix_UB_12        -0.0038216000
_diffrn_orient_matrix_UB_13        0.0600159000
_diffrn_orient_matrix_UB_21        0.0226595000
_diffrn_orient_matrix_UB_22        0.0346703000
_diffrn_orient_matrix_UB_23        -0.0223699000
_diffrn_orient_matrix_UB_31        -0.0439457000
_diffrn_orient_matrix_UB_32        0.0118140000
_diffrn_orient_matrix_UB_33        0.0850277000
_diffrn_radiation_collimation      0.3
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'fine-focus sealed X-ray tube'
_diffrn_source_current             24.0
_diffrn_source_power               1.2
_diffrn_source_target              Mo
_diffrn_source_type                'Enhance (Mo) X-ray Source'
_diffrn_source_voltage             50.0
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  875
_reflns_number_total               1013
_reflns_odcompleteness_completeness  92.67
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       30.96
_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         'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection         'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction          'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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           0.373
_refine_diff_density_min           -0.254
_refine_diff_density_rms           0.065
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.107
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       94
_refine_ls_number_reflns           1013
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0440
_refine_ls_R_factor_gt             0.0369
_refine_ls_restrained_S_all        1.107
_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)+(0.0454P)²+0.3277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0880
_refine_ls_wR_factor_ref           0.0941
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Fixed Sof: H7A(0.5) H7B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C1(H1)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       direct
_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 0.56123(10) 0.65416(4) 0.250000 0.0296(3) Uani 1 2 d S T P . .
 Cl1 Cl 0.12140(10) 0.54333(4) 0.250000 0.0342(3) Uani 1 2 d S T P . .
 O2 O 0.8723(2) 0.41024(10) 0.250000 0.0286(5) Uani 1 2 d S T P . .
 O1 O 0.6150(3) 0.36979(10) 0.250000 0.0307(5) Uani 1 2 d S T P . .
 F2 F 1.1687(2) 0.37501(9) 0.4102(3) 0.0665(6) Uani 1 1 d . . . . .
 F3 F 1.1699(3) 0.27746(11) 0.250000 0.0691(8) Uani 1 2 d S T P . .
 N1 N 0.2497(3) 0.67036(13) 0.250000 0.0309(6) Uani 1 2 d S T P . .
 C4 C 0.5063(4) 0.51013(14) 0.250000 0.0233(7) Uani 1 2 d S T P . .
 H4 H 0.431041 0.474070 0.250000 0.028 Uiso 1 2 calc RS T P . .
 C3 C 0.4421(4) 0.58036(14) 0.250000 0.0218(7) Uani 1 2 d S T P . .
 C6 C 0.7084(4) 0.41837(14) 0.250000 0.0227(7) Uani 1 2 d S T P . .
 C5 C 0.6634(4) 0.49250(14) 0.250000 0.0236(7) Uani 1 2 d S T P . .
 H5 H 0.743598 0.526579 0.250000 0.028 Uiso 1 2 calc RS T P . .
 C2 C 0.2825(4) 0.60072(15) 0.250000 0.0252(7) Uani 1 2 d S T P . .
 C1 C 0.3886(4) 0.70372(16) 0.250000 0.0327(8) Uani 1 2 d S T P . .
 H1 H 0.393146 0.751974 0.250000 0.039 Uiso 1 2 calc RS T P . .
 C7 C 0.9273(4) 0.33915(15) 0.250000 0.0323(8) Uani 1 2 d S T P . .
 H7A H 0.888301 0.314980 0.131779 0.039 Uiso 0.5 1 calc R . . . .
 H7B H 0.888301 0.314981 0.368221 0.039 Uiso 0.5 1 calc R . . . .
 C8 C 1.1089(4) 0.34266(19) 0.250000 0.0423(9) Uani 1 2 d S T P . .


_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 C3 1.726(3) . ?
 S1 C1 1.710(3) . ?
 Cl1 C2 1.725(3) . ?
 O2 C6 1.356(3) . ?
 O2 C7 1.442(3) . ?
 O1 C6 1.210(4) . ?
 F2 C8 1.331(3) . ?
 F3 C8 1.352(4) . ?
 N1 C2 1.368(4) . ?
 N1 C1 1.310(4) . ?
 C4 C3 1.452(4) . ?
 C4 C5 1.335(4) . ?
 C3 C2 1.369(4) . ?
 C6 C5 1.474(4) . ?
 C7 C8 1.494(5) . ?

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 89.37(15) . . ?
 C6 O2 C7 114.9(2) . . ?
 C1 N1 C2 108.0(3) . . ?
 C5 C4 C3 126.0(3) . . ?
 C4 C3 S1 124.1(2) . . ?
 C2 C3 S1 107.9(2) . . ?
 C2 C3 C4 128.0(3) . . ?
 O2 C6 C5 111.1(2) . . ?
 O1 C6 O2 122.7(3) . . ?
 O1 C6 C5 126.1(3) . . ?
 C4 C5 C6 119.2(3) . . ?
 N1 C2 Cl1 118.5(2) . . ?
 N1 C2 C3 118.0(3) . . ?
 C3 C2 Cl1 123.5(2) . . ?
 N1 C1 S1 116.7(2) . . ?
 O2 C7 C8 105.7(3) . . ?
 F2 C8 F2 106.8(3) 6_556 . ?
 F2 C8 F3 107.3(2) 6_556 . ?
 F2 C8 F3 107.3(2) . . ?
 F2 C8 C7 112.96(19) . . ?
 F2 C8 C7 112.96(19) 6_556 . ?
 F3 C8 C7 109.2(3) . . ?

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 C3 C2 Cl1 180.0 . . . . ?
 S1 C3 C2 N1 0.0 . . . . ?
 O2 C6 C5 C4 180.0 . . . . ?
 O2 C7 C8 F2 -60.7(2) . . . 6_556 ?
 O2 C7 C8 F2 60.7(2) . . . . ?
 O2 C7 C8 F3 180.0 . . . . ?
 O1 C6 C5 C4 0.0 . . . . ?
 C4 C3 C2 Cl1 0.0 . . . . ?
 C4 C3 C2 N1 180.0 . . . . ?
 C3 S1 C1 N1 0.0 . . . . ?
 C3 C4 C5 C6 180.0 . . . . ?
 C6 O2 C7 C8 180.0 . . . . ?
 C5 C4 C3 S1 0.0 . . . . ?
 C5 C4 C3 C2 180.0 . . . . ?
 C2 N1 C1 S1 0.0 . . . . ?
 C1 S1 C3 C4 180.0 . . . . ?
 C1 S1 C3 C2 0.0 . . . . ?
 C1 N1 C2 Cl1 180.0 . . . . ?
 C1 N1 C2 C3 0.0 . . . . ?
 C7 O2 C6 O1 0.0 . . . . ?
 C7 O2 C6 C5 180.0 . . . . ?

_olex2_submission_special_instructions  'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max  2.284
_oxdiff_exptl_absorpt_empirical_full_min  0.723
