##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_150K
_audit_creation_method     'SHELXL-2018/3'
_chemical_name_systematic
;
2-(1,3,5-Dithiazinan-5-yl)ethanol
;
_chemical_name_common     'MEA-dithiazine'
_chemical_formula_moiety     'C5 H11 N O S2'
_chemical_formula_sum     'C5 H11 N O S2'
_chemical_formula_iupac     'C5 H11 N O S2'
_chemical_formula_weight     165.27
_chemical_melting_point     ?
_space_group_crystal_system     orthorhombic
_space_group_name_H-M_alt     'P b c a'
_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'
    '-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     9.5828(4)
_cell_length_b     8.8467(3)
_cell_length_c     17.6400(8)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     1495.45(11)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     9803
_cell_measurement_theta_min     2.3092
_cell_measurement_theta_max     33.1422
_cell_measurement_temperature     150(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.410
_exptl_crystal_size_mid     0.340
_exptl_crystal_size_min     0.280
_exptl_crystal_density_diffrn     1.468
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     704
_exptl_absorpt_coefficient_mu     0.631
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_absorpt_correction_T_min     0.6894
_exptl_absorpt_correction_T_max     0.7465
_diffrn_ambient_temperature     150(2)
_diffrn_source     'fine focus sealed tube X-ray source'
_diffrn_source_voltage     50
_diffrn_source_current     30
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     'Triumph curved graphite crystal'
_diffrn_measurement_device_type
;
Bruker AXS D8 Quest diffractometer with PhotonII charge-integrating pixel
array detector (CPAD)
;
_diffrn_measurement_method     'omega and phi scans'
_diffrn_detector_area_resol_mean     7.4074
_diffrn_reflns_number     60184
_diffrn_reflns_av_R_equivalents     0.0397
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_theta_min     3.139
_diffrn_reflns_theta_max     33.166
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -27
_diffrn_reflns_limit_l_max     27
_refine_special_details     ?
_reflns_number_total     2857
_reflns_number_gt     2609
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0209
_refine_ls_R_factor_gt     0.0184
_refine_ls_wR_factor_gt     0.0519
_refine_ls_wR_factor_ref     0.0528
_refine_ls_goodness_of_fit_ref     1.055
_refine_ls_restrained_S_all     1.055
_refine_ls_number_reflns     2857
_refine_ls_number_parameters     86
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0247P)²+0.3304P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.002
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.376
_refine_diff_density_min     -0.206
_refine_ls_extinction_method
;
SHELXL-2018/3 (Sheldrick, 2015)
;
_refine_ls_extinction_coef     0.0043(8)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
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'
_computing_data_collection
;
APEX3 (Bruker, 2019)
;
_computing_cell_refinement
;
SAINT (Bruker, 2019)
;
_computing_data_reduction
;
SAINT (Bruker, 2019)
;
_computing_structure_solution
;
SHELXS (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015),
shelXle (Hübschle et al., 2011)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    S S1 0.49529(2) 0.46751(2) 0.67098(2) 0.01985(5) Uani d 1 . .
    S S2 0.24939(2) 0.25649(2) 0.68835(2) 0.01846(5) Uani d 1 . .
    O O1 0.35020(6) 0.04378(6) 0.45260(3) 0.02346(11) Uani d 1 . .
    H H1 0.4068(14) -0.0193(14) 0.4443(7) 0.035 Uiso d 1 . .
    N N1 0.46380(6) 0.20571(6) 0.58421(3) 0.01538(10) Uani d 1 . .
    C C1 0.38115(7) 0.36827(8) 0.73583(4) 0.01980(12) Uani d 1 . .
    H H1A 0.438074 0.301055 0.768347 0.024 Uiso calc 1 . .
    H H1B 0.334562 0.442853 0.769154 0.024 Uiso calc 1 . .
    C C2 0.36757(7) 0.13153(7) 0.63564(4) 0.01697(11) Uani d 1 . .
    H H2A 0.422566 0.072117 0.672647 0.020 Uiso calc 1 . .
    H H2B 0.310423 0.059314 0.606076 0.020 Uiso calc 1 . .
    C C3 0.56527(7) 0.30023(8) 0.62278(4) 0.01882(12) Uani d 1 . .
    H H3A 0.635243 0.334132 0.585154 0.023 Uiso calc 1 . .
    H H3B 0.614675 0.237470 0.660711 0.023 Uiso calc 1 . .
    C C4 0.39690(8) 0.27738(7) 0.51799(4) 0.01898(12) Uani d 1 . .
    H H4A 0.436105 0.379919 0.510816 0.023 Uiso calc 1 . .
    H H4B 0.295599 0.287903 0.527660 0.023 Uiso calc 1 . .
    C C5 0.41878(7) 0.18614(8) 0.44649(4) 0.01854(12) Uani d 1 . .
    H H5A 0.381227 0.242363 0.402461 0.022 Uiso calc 1 . .
    H H5B 0.519867 0.170101 0.438174 0.022 Uiso calc 1 . .
_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    S1 C1 . 1.8100(7) ?
    S1 C3 . 1.8338(7) ?
    S2 C1 . 1.8093(7) ?
    S2 C2 . 1.8355(7) ?
    O1 C5 . 1.4247(9) ?
    O1 H1 . 0.792(13) ?
    N1 C2 . 1.4505(8) ?
    N1 C3 . 1.4517(9) ?
    N1 C4 . 1.4758(8) ?
    C1 H1A . 0.9900 ?
    C1 H1B . 0.9900 ?
    C2 H2A . 0.9900 ?
    C2 H2B . 0.9900 ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.5120(9) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C1 S1 C3 . . 97.04(3) ?
    C1 S2 C2 . . 97.65(3) ?
    C5 O1 H1 . . 107.0(9) ?
    C2 N1 C3 . . 113.16(5) ?
    C2 N1 C4 . . 114.41(5) ?
    C3 N1 C4 . . 114.49(5) ?
    S2 C1 S1 . . 113.22(4) ?
    S2 C1 H1A . . 108.9 ?
    S1 C1 H1A . . 108.9 ?
    S2 C1 H1B . . 108.9 ?
    S1 C1 H1B . . 108.9 ?
    H1A C1 H1B . . 107.7 ?
    N1 C2 S2 . . 115.88(4) ?
    N1 C2 H2A . . 108.3 ?
    S2 C2 H2A . . 108.3 ?
    N1 C2 H2B . . 108.3 ?
    S2 C2 H2B . . 108.3 ?
    H2A C2 H2B . . 107.4 ?
    N1 C3 S1 . . 115.93(5) ?
    N1 C3 H3A . . 108.3 ?
    S1 C3 H3A . . 108.3 ?
    N1 C3 H3B . . 108.3 ?
    S1 C3 H3B . . 108.3 ?
    H3A C3 H3B . . 107.4 ?
    N1 C4 C5 . . 111.76(5) ?
    N1 C4 H4A . . 109.3 ?
    C5 C4 H4A . . 109.3 ?
    N1 C4 H4B . . 109.3 ?
    C5 C4 H4B . . 109.3 ?
    H4A C4 H4B . . 107.9 ?
    O1 C5 C4 . . 110.17(5) ?
    O1 C5 H5A . . 109.6 ?
    C4 C5 H5A . . 109.6 ?
    O1 C5 H5B . . 109.6 ?
    C4 C5 H5B . . 109.6 ?
    H5A C5 H5B . . 108.1 ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C2 S2 C1 S1 . . . . 60.15(4) y
    C3 S1 C1 S2 . . . . -60.52(4) y
    C3 N1 C2 S2 . . . . 65.52(6) y
    C4 N1 C2 S2 . . . . -68.05(6) y
    C1 S2 C2 N1 . . . . -58.98(5) y
    C2 N1 C3 S1 . . . . -66.53(6) y
    C4 N1 C3 S1 . . . . 67.01(7) y
    C1 S1 C3 N1 . . . . 60.35(5) y
    C2 N1 C4 C5 . . . . -104.74(6) y
    C3 N1 C4 C5 . . . . 122.32(6) y
    N1 C4 C5 O1 . . . . 65.09(7) y
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    O1 H1 N1 5_656 0.792(13) 2.124(13) 2.9103(8) 172.3(13) yes
    C3 H3A O1 4_556 0.99 2.42 3.3359(9) 154 yes
    C2 H2A S1 3_646 0.99 3.01 3.9330(7) 155 yes
    C3 H3B S2 6_657 0.99 2.96 3.7899(7) 142 yes
_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.
;
_shelx_estimated_absorpt_T_min     0.782
_shelx_estimated_absorpt_T_max     0.843
data_RT
_audit_creation_method     'SHELXL-2018/3'
_chemical_name_systematic
;
2-(1,3,5-Dithiazinan-5-yl)ethanol
;
_chemical_name_common     'MEA-dithiazine'
_chemical_formula_moiety     'C5 H11 N O S2'
_chemical_formula_sum     'C5 H11 N O S2'
_chemical_formula_iupac     'C5 H11 N O S2'
_chemical_formula_weight     165.27
_chemical_melting_point     ?
_space_group_crystal_system     orthorhombic
_space_group_name_H-M_alt     'P b c a'
_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'
    '-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     9.7160(11)
_cell_length_b     8.9709(10)
_cell_length_c     17.8577(17)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     1556.5(3)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     9354
_cell_measurement_theta_min     3.0908
_cell_measurement_theta_max     32.9230
_cell_measurement_temperature     296(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.410
_exptl_crystal_size_mid     0.340
_exptl_crystal_size_min     0.280
_exptl_crystal_density_diffrn     1.411
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     704
_exptl_absorpt_coefficient_mu     0.607
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_absorpt_correction_T_min     0.6960
_exptl_absorpt_correction_T_max     0.7465
_diffrn_ambient_temperature     296(2)
_diffrn_source     'fine focus sealed tube X-ray source'
_diffrn_source_voltage     '50 kV'
_diffrn_source_current     '30 mA'
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     'Triumph curved graphite crystal'
_diffrn_measurement_device_type
;
Bruker AXS D8 Quest diffractometer with PhotonII charge-integrating pixel
array detector (CPAD)
;
_diffrn_measurement_method     'omega and phi scans'
_diffrn_detector_area_resol_mean     7.4074
_diffrn_reflns_number     47635
_diffrn_reflns_av_R_equivalents     0.0397
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_theta_min     3.295
_diffrn_reflns_theta_max     32.953
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.995
_diffrn_measured_fraction_theta_full     0.994
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -27
_diffrn_reflns_limit_l_max     27
_refine_special_details
;
solved by isomorphous replacement from its 150 K structure
;
_reflns_number_total     2909
_reflns_number_gt     2378
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0356
_refine_ls_R_factor_gt     0.0270
_refine_ls_wR_factor_gt     0.0694
_refine_ls_wR_factor_ref     0.0747
_refine_ls_goodness_of_fit_ref     1.022
_refine_ls_restrained_S_all     1.022
_refine_ls_number_reflns     2909
_refine_ls_number_parameters     86
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0313P)²+0.3838P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     isomor
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.329
_refine_diff_density_min     -0.271
_refine_ls_extinction_method
;
SHELXL-2018/3 (Sheldrick, 2015)
;
_refine_ls_extinction_coef     0.030(2)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
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'
_computing_data_collection
;
APEX3 (Bruker, 2019)
;
_computing_cell_refinement
;
SAINT (Bruker, 2019)
;
_computing_data_reduction
;
SAINT (Bruker, 2019)
;
_computing_structure_solution     'isomorphous replacement'
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015),
shelXle (Hübschle et al., 2011)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    S S1 0.49595(3) 0.46191(3) 0.67128(2) 0.04261(9) Uani d 1 . .
    S S2 0.25087(3) 0.25541(3) 0.68813(2) 0.03921(8) Uani d 1 . .
    O O1 0.35211(10) 0.04855(10) 0.45103(6) 0.0515(2) Uani d 1 . .
    H H1 0.408(2) -0.014(2) 0.4441(10) 0.077 Uiso d 1 . .
    N N1 0.46246(8) 0.20389(9) 0.58454(4) 0.03187(16) Uani d 1 . .
    C C1 0.38192(12) 0.36489(12) 0.73521(5) 0.0410(2) Uani d 1 . .
    H H1A 0.337314 0.437407 0.767376 0.049 Uiso calc 1 . .
    H H1B 0.436245 0.299490 0.766794 0.049 Uiso calc 1 . .
    C C2 0.36706(11) 0.13141(10) 0.63551(5) 0.03458(19) Uani d 1 . .
    H H2A 0.419986 0.073459 0.671202 0.042 Uiso calc 1 . .
    H H2B 0.311291 0.062112 0.606907 0.042 Uiso calc 1 . .
    C C3 0.56354(10) 0.29615(12) 0.62292(6) 0.0390(2) Uani d 1 . .
    H H3A 0.631288 0.328685 0.586523 0.047 Uiso calc 1 . .
    H H3B 0.610954 0.234689 0.659408 0.047 Uiso calc 1 . .
    C C4 0.39676(13) 0.27614(11) 0.51883(5) 0.0400(2) Uani d 1 . .
    H H4A 0.433847 0.375837 0.512923 0.048 Uiso calc 1 . .
    H H4B 0.298622 0.285012 0.527739 0.048 Uiso calc 1 . .
    C C5 0.42022(11) 0.18902(13) 0.44745(5) 0.0401(2) Uani d 1 . .
    H H5A 0.385530 0.245413 0.405120 0.048 Uiso calc 1 . .
    H H5B 0.518119 0.173540 0.440156 0.048 Uiso calc 1 . .
_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    S1 C1 . 1.8134(11) ?
    S1 C3 . 1.8407(11) ?
    S2 C1 . 1.8145(11) ?
    S2 C2 . 1.8425(10) ?
    O1 C5 . 1.4248(15) ?
    O1 H1 . 0.79(2) ?
    N1 C2 . 1.4527(13) ?
    N1 C3 . 1.4558(13) ?
    N1 C4 . 1.4847(12) ?
    C1 H1A . 0.9700 ?
    C1 H1B . 0.9700 ?
    C2 H2A . 0.9700 ?
    C2 H2B . 0.9700 ?
    C3 H3A . 0.9700 ?
    C3 H3B . 0.9700 ?
    C4 C5 . 1.5125(14) ?
    C4 H4A . 0.9700 ?
    C4 H4B . 0.9700 ?
    C5 H5A . 0.9700 ?
    C5 H5B . 0.9700 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C1 S1 C3 . . 97.22(5) ?
    C1 S2 C2 . . 97.66(5) ?
    C5 O1 H1 . . 107.2(15) ?
    C2 N1 C3 . . 112.95(8) ?
    C2 N1 C4 . . 114.60(8) ?
    C3 N1 C4 . . 114.45(8) ?
    S1 C1 S2 . . 113.38(5) ?
    S1 C1 H1A . . 108.9 ?
    S2 C1 H1A . . 108.9 ?
    S1 C1 H1B . . 108.9 ?
    S2 C1 H1B . . 108.9 ?
    H1A C1 H1B . . 107.7 ?
    N1 C2 S2 . . 116.12(6) ?
    N1 C2 H2A . . 108.3 ?
    S2 C2 H2A . . 108.3 ?
    N1 C2 H2B . . 108.3 ?
    S2 C2 H2B . . 108.3 ?
    H2A C2 H2B . . 107.4 ?
    N1 C3 S1 . . 116.07(7) ?
    N1 C3 H3A . . 108.3 ?
    S1 C3 H3A . . 108.3 ?
    N1 C3 H3B . . 108.3 ?
    S1 C3 H3B . . 108.3 ?
    H3A C3 H3B . . 107.4 ?
    N1 C4 C5 . . 112.07(8) ?
    N1 C4 H4A . . 109.2 ?
    C5 C4 H4A . . 109.2 ?
    N1 C4 H4B . . 109.2 ?
    C5 C4 H4B . . 109.2 ?
    H4A C4 H4B . . 107.9 ?
    O1 C5 C4 . . 110.43(9) ?
    O1 C5 H5A . . 109.6 ?
    C4 C5 H5A . . 109.6 ?
    O1 C5 H5B . . 109.6 ?
    C4 C5 H5B . . 109.6 ?
    H5A C5 H5B . . 108.1 ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C3 S1 C1 S2 . . . . -60.08(7) ?
    C2 S2 C1 S1 . . . . 59.74(7) ?
    C3 N1 C2 S2 . . . . 65.59(10) ?
    C4 N1 C2 S2 . . . . -67.90(9) ?
    C1 S2 C2 N1 . . . . -59.00(8) ?
    C2 N1 C3 S1 . . . . -66.38(10) ?
    C4 N1 C3 S1 . . . . 67.18(10) ?
    C1 S1 C3 N1 . . . . 60.12(9) ?
    C2 N1 C4 C5 . . . . -106.30(10) ?
    C3 N1 C4 C5 . . . . 120.91(10) ?
    N1 C4 C5 O1 . . . . 66.01(12) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    O1 H1 N1 5_656 0.79(2) 2.18(2) 2.9627(12) 171(2) yes
    C3 H3A O1 4_556 0.97 2.50 3.3979(14) 153 yes
    C2 H2A S1 3_646 0.97 3.10 3.9985(11) 156 yes
    C3 H3B S2 6_657 0.97 3.05 3.8512(11) 141 yes
_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.
;
_shelx_estimated_absorpt_T_min     0.789
_shelx_estimated_absorpt_T_max     0.848
data_global
_journal_date_recd_electronic     2022-01-07
_journal_date_accepted     2022-01-10
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2022
_journal_volume     78
_journal_issue      2
_journal_page_first     0
_journal_page_last     0
_journal_paper_category     GO
_journal_paper_doi     10.1107/S2056989022000342
_journal_coeditor_code     HB8010
_publ_contact_author_name     'Schultheiss, Nathan'
_publ_contact_author_address
;
Davidson School of Chemical Engineering
Purdue University
480 W. Stadium Ave.
West Lafayette
IN 47907
USA
;
_publ_contact_author_email     'nschulth@purdue.edu'
_publ_contact_author_fax     '1(765)4940239'
_publ_contact_author_phone     '1(765)4944572'
_publ_section_title
;
An orthorhombic polymorph of [2-(1,3,5-dithiazinan-5-yl)ethanol] or
MEA-dithiazine
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Schultheiss, Nate' .
;
Davidson School of Chemical Engineering
Purdue University
480 W. Stadium Ave.
West Lafayette
IN 47907
USA
;
    'Holtsclaw, Jeremy' .
;
Pioneer Oil
400 Main Street
Vincennes, IN
47951,
USA
;
    'Zeller, Matthias' .
;
Purdue University
Department of Chemistry
560 Oval Dr.
West Lafayette
IN 47907
USA
;
_publ_section_synopsis
;
The use of the H₂S scavenger monoethanolamine triazine in a natural gas
treatment facility produced a new Pbca polymorph (form II) of
2-(1,3,5-dithiazinan-5-yl)ethanol featuring O---H...N hydrogen-bonded
dimers rather than one-dimensional, helical O---H...O strands as reported
previously for the I4₁/a (form I) polymorph.
;
