#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201978 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/46/2224690.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2224690
loop_
_publ_author_name
'Ahmad, Saeed'
'Shaheen, Muhammad Ashraf'
'Stoeckli-Evans, Helen'
_publ_section_title
;
 A monoclinic polymorph of cysteamine hydrochloride
;
_journal_coeditor_code           IS2503
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o134
_journal_paper_doi               10.1107/S1600536809053008
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C2 H8 N S +, Cl -'
_chemical_formula_moiety         'C2 H8 N S +, Cl -'
_chemical_formula_sum            'C2 H8 Cl N S'
_chemical_formula_weight         113.60
_chemical_name_common
;
cysteamine hydrochloride
;
_chemical_name_systematic
;
2-mercaptoethanaminium chloride
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.962(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7441(4)
_cell_length_b                   8.4931(5)
_cell_length_c                   8.7126(5)
_cell_measurement_reflns_used    15168
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.53
_cell_measurement_theta_min      2.39
_cell_volume                     560.60(6)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2009)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2009)'
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2009)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Stoe IPDS-2'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_sigmaI/netI    0.0311
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10581
_diffrn_reflns_theta_full        29.15
_diffrn_reflns_theta_max         29.15
_diffrn_reflns_theta_min         2.69
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.897
_exptl_absorpt_correction_T_max  0.8598
_exptl_absorpt_correction_T_min  0.7382
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   '(X-SHAPE; Stoe & Cie, 2009)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.359
_refine_ls_extinction_coef       0.038(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     79
_refine_ls_number_reflns         1506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0466P)²+0.1619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0881
_reflns_number_gt                1426
_reflns_number_total             1506
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is2503.cif
_cod_data_source_block           I
_cod_original_cell_volume        560.60(5)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2224690
_cod_database_fobs_code          2224690
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.0457(3) 0.0318(2) 0.0344(2) -0.00240(10) 0.0107(2) -0.00340(10)
N1 0.0285(6) 0.0321(6) 0.0256(6) -0.0013(4) 0.0053(4) 0.0005(5)
C1 0.0301(7) 0.0407(8) 0.0284(7) 0.0010(6) 0.0083(5) 0.0038(6)
C2 0.0273(6) 0.0432(8) 0.0265(6) 0.0019(6) 0.0041(5) 0.0032(6)
Cl1 0.0289(2) 0.0307(2) 0.0268(2) 0.00110(10) 0.00460(10) -0.00160(10)
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
S S1 0.85152(6) 0.67255(4) 0.96395(5) 0.03700(10) Uani . . 1.000
N N1 0.83799(17) 0.42811(15) 0.67906(15) 0.0288(3) Uani . . 1.000
C C1 0.6807(2) 0.53275(19) 0.87903(17) 0.0327(4) Uani . . 1.000
C C2 0.67171(19) 0.4989(2) 0.70672(17) 0.0326(4) Uani . . 1.000
Cl Cl1 0.77972(4) 0.40823(4) 0.31160(4) 0.02900(10) Uani . . 1.000
H H1AN 0.853(3) 0.335(3) 0.726(3) 0.045(6) Uiso . . 1.000
H H1A 0.711(3) 0.439(3) 0.942(3) 0.038(5) Uiso . . 1.000
H H1B 0.570(3) 0.572(3) 0.894(3) 0.045(6) Uiso . . 1.000
H H1S 0.795(3) 0.783(3) 0.881(3) 0.060(7) Uiso . . 1.000
H H1BN 0.935(3) 0.485(3) 0.714(3) 0.044(6) Uiso . . 1.000
H H2A 0.652(3) 0.597(2) 0.644(2) 0.033(5) Uiso . . 1.000
H H2B 0.575(3) 0.428(3) 0.668(3) 0.055(7) Uiso . . 1.000
H H1CN 0.834(3) 0.414(3) 0.576(3) 0.047(6) Uiso . . 1.000
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'
S S 0.1246 0.1234 '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'
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 S1 H1S . . . 96.9(12) no
H1AN N1 H1CN . . . 108(2) no
H1BN N1 H1CN . . . 105(2) no
C2 N1 H1AN . . . 108.7(16) no
C2 N1 H1BN . . . 115.0(16) no
C2 N1 H1CN . . . 111.4(15) no
H1AN N1 H1BN . . . 108(2) no
S1 C1 C2 . . . 114.04(11) no
N1 C2 C1 . . . 111.96(12) no
S1 C1 H1A . . . 103.7(15) no
S1 C1 H1B . . . 108.4(15) no
C2 C1 H1A . . . 111.2(15) no
C2 C1 H1B . . . 110.1(15) no
H1A C1 H1B . . . 109(2) no
N1 C2 H2A . . . 106.9(13) no
N1 C2 H2B . . . 109.1(15) no
C1 C2 H2A . . . 110.9(10) no
C1 C2 H2B . . . 109.7(15) no
H2A C2 H2B . . . 108(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C1 . . 1.8170(16) no
S1 H1S . . 1.21(3) no
N1 C2 . . 1.485(2) no
N1 H1BN . . 0.89(2) no
N1 H1AN . . 0.89(3) no
N1 H1CN . . 0.90(3) no
C1 C2 . . 1.516(2) no
C1 H1A . . 0.97(3) no
C1 H1B . . 0.95(2) no
C2 H2A . . 0.991(17) no
C2 H2B . . 0.97(2) no
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
S1 H1S Cl1 4_565 1.21(3) 2.69(3) 3.8003(5) 152(2) yes
N1 H1AN Cl1 4_555 0.89(3) 2.31(3) 3.1485(13) 159(2) yes
N1 H1BN Cl1 3_766 0.89(2) 2.44(2) 3.2563(14) 152(2) yes
N1 H1CN Cl1 . 0.90(3) 2.26(3) 3.1437(13) 169(2) 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
S1 C1 C2 N1 . . . . 61.49(16) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8729
