#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/56/2205625.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_2205625
loop_
_publ_author_name
'M. Alagar'
'R. V. Krishnakumar'
'A. Mostad'
'S. Natarajan'
_publ_section_title
;
 β-<small>DL</small>-Methionine at 105 K
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1165
_journal_page_last               o1167
_journal_paper_doi               10.1107/S1600536805009141
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C5 H11 N O2 S'
_chemical_formula_moiety         'C5 H11 N O2 S'
_chemical_formula_sum            'C5 H11 N O2 S'
_chemical_formula_weight         149.21
_chemical_name_common            DL-methionine
_chemical_name_systematic
;
DL-methionine
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.250(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.877(2)
_cell_length_b                   4.6915(10)
_cell_length_c                   32.603(6)
_cell_measurement_reflns_used    1012
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      2.6
_cell_volume                     1450.4(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker 1999)'
_computing_data_reduction        'SAINT (Bruker 1999)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      105(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            6469
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.29
_diffrn_reflns_theta_min         2.60
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.376
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      1.36
_exptl_crystal_density_method
;
flotation in a mixture of xylene and bromoform
;
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.335
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.231
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1436
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.231
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0408
_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)+(0.028P)²+3.0328P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1003
_reflns_number_gt                1373
_reflns_number_total             1436
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn6339.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               2205625
_cod_database_fobs_code          2205625
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_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_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
S1 0.39654(6) 0.15678(13) 0.442915(17) 0.0328(2) Uani d . 1 S
O1 -0.14522(14) 0.2025(3) 0.31402(5) 0.0239(3) Uani d . 1 O
O2 -0.01845(14) -0.0810(3) 0.28409(4) 0.0216(3) Uani d . 1 O
N1 0.19303(17) 0.3001(3) 0.29735(5) 0.0193(4) Uani d . 1 N
H1A 0.1478 0.3730 0.2720 0.029 Uiso calc R 1 H
H1B 0.2169 0.1203 0.2941 0.029 Uiso calc R 1 H
H1C 0.2704 0.4018 0.3088 0.029 Uiso calc R 1 H
C1 -0.0329(2) 0.1302(4) 0.30560(6) 0.0184(4) Uani d . 1 C
C2 0.09968(19) 0.3086(4) 0.32589(6) 0.0181(4) Uani d . 1 C
H2 0.0725 0.5061 0.3293 0.022 Uiso calc R 1 H
C3 0.1764(2) 0.1830(4) 0.36982(6) 0.0214(4) Uani d . 1 C
H3A 0.1161 0.2031 0.3885 0.026 Uiso calc R 1 H
H3B 0.1909 -0.0192 0.3665 0.026 Uiso calc R 1 H
C4 0.3196(2) 0.3214(4) 0.39142(6) 0.0246(4) Uani d . 1 C
H4A 0.3070 0.5239 0.3951 0.030 Uiso calc R 1 H
H4B 0.3823 0.2980 0.3735 0.030 Uiso calc R 1 H
C5 0.5659(2) 0.3325(6) 0.45831(7) 0.0349(5) Uani d . 1 C
H5A 0.6196 0.2639 0.4858 0.052 Uiso calc R 1 H
H5B 0.5524 0.5345 0.4597 0.052 Uiso calc R 1 H
H5C 0.6158 0.2924 0.4376 0.052 Uiso calc R 1 H
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 0.0350(3) 0.0336(3) 0.0230(3) -0.0067(2) -0.0031(2) 0.0074(2)
O1 0.0223(7) 0.0168(7) 0.0334(8) 0.0011(5) 0.0090(6) -0.0004(6)
O2 0.0254(7) 0.0155(7) 0.0220(7) -0.0011(5) 0.0037(5) -0.0028(5)
N1 0.0212(8) 0.0164(8) 0.0191(8) -0.0009(6) 0.0036(6) 0.0007(6)
C1 0.0213(9) 0.0136(9) 0.0182(9) 0.0007(7) 0.0020(7) 0.0034(7)
C2 0.0211(9) 0.0125(8) 0.0208(9) 0.0007(7) 0.0058(7) -0.0008(7)
C3 0.0248(10) 0.0188(9) 0.0195(9) -0.0006(8) 0.0045(8) -0.0002(7)
C4 0.0276(10) 0.0214(10) 0.0213(9) -0.0014(8) 0.0010(8) 0.0015(8)
C5 0.0307(11) 0.0415(14) 0.0268(11) -0.0024(10) -0.0011(9) 0.0012(10)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C5 S1 C4 100.30(10) y
C2 N1 H1A 109.5 ?
C2 N1 H1B 109.5 ?
H1A N1 H1B 109.5 ?
C2 N1 H1C 109.5 ?
H1A N1 H1C 109.5 ?
H1B N1 H1C 109.5 ?
O2 C1 O1 125.64(18) y
O2 C1 C2 117.20(16) y
O1 C1 C2 117.06(17) y
N1 C2 C3 110.07(15) y
N1 C2 C1 108.62(15) y
C3 C2 C1 109.29(15) y
N1 C2 H2 109.6 ?
C3 C2 H2 109.6 ?
C1 C2 H2 109.6 ?
C4 C3 C2 114.56(16) y
C4 C3 H3A 108.6 ?
C2 C3 H3A 108.6 ?
C4 C3 H3B 108.6 ?
C2 C3 H3B 108.6 ?
H3A C3 H3B 107.6 ?
C3 C4 S1 109.79(14) y
C3 C4 H4A 109.7 ?
S1 C4 H4A 109.7 ?
C3 C4 H4B 109.7 ?
S1 C4 H4B 109.7 ?
H4A C4 H4B 108.2 ?
S1 C5 H5A 109.5 ?
S1 C5 H5B 109.5 ?
H5A C5 H5B 109.5 ?
S1 C5 H5C 109.5 ?
H5A C5 H5C 109.5 ?
H5B C5 H5C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C5 1.806(2) y
S1 C4 1.811(2) y
O1 C1 1.261(2) y
O2 C1 1.245(2) y
N1 C2 1.483(2) y
N1 H1A 0.8900 ?
N1 H1B 0.8900 ?
N1 H1C 0.8900 ?
C1 C2 1.539(3) y
C2 C3 1.538(3) y
C2 H2 0.9800 ?
C3 C4 1.536(3) y
C3 H3A 0.9700 ?
C3 H3B 0.9700 ?
C4 H4A 0.9700 ?
C4 H4B 0.9700 ?
C5 H5A 0.9600 ?
C5 H5B 0.9600 ?
C5 H5C 0.9600 ?
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
N1 H1A O2 4_455 0.89 1.93 2.788(2) 162
N1 H1B O1 6_655 0.89 2.02 2.814(2) 148
N1 H1C O1 6_665 0.89 2.02 2.794(2) 144
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_publ_flag
O2 C1 C2 N1 32.6(2) y
O1 C1 C2 N1 -150.95(16) y
O2 C1 C2 C3 -87.6(2) y
O1 C1 C2 C3 88.9(2) y
N1 C2 C3 C4 54.4(2) y
C1 C2 C3 C4 173.58(16) y
C2 C3 C4 S1 179.23(13) y
C5 S1 C4 C3 174.99(15) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 853
