#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:48:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201957 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/22/2012268.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_2012268
loop_
_publ_author_name
'Lynch, Daniel E.'
_publ_section_title
;
 2-Amino-5-methyl-1,3,4-thiadiazole and
 2-amino-5-ethyl-1,3,4-thiadiazole
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1201
_journal_page_last               1203
_journal_paper_doi               10.1107/S0108270101011817
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C4 H7 N3 S'
_chemical_formula_sum            'C4 H7 N3 S'
_chemical_formula_weight         129.19
_chemical_melting_point          474.5(15)
_chemical_name_systematic
;
2-amino-5-ethyl-1,3,4-thiadiazole
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_method           SHELXL97
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.2752(3)
_cell_length_b                   10.7294(4)
_cell_length_c                   15.4991(7)
_cell_measurement_reflns_used    6797
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      45.29
_cell_measurement_theta_min      2.91
_cell_volume                     1209.84(9)
_computing_cell_refinement       'DENZO and COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO and COLLECT'
_computing_molecular_graphics
'PLUTON94 (Spek, 1994) and PLATON97 (Spek, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 1.00
_diffrn_measured_fraction_theta_max 1.00
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .041
_diffrn_reflns_av_sigmaI/netI    .036
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7813
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.63
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    .424
_exptl_absorpt_correction_T_max  .971
_exptl_absorpt_correction_T_min  .866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SORTAV; Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          .35
_exptl_crystal_size_mid          .18
_exptl_crystal_size_min          .07
_refine_diff_density_max         .26
_refine_diff_density_min         -.33
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          .048
_refine_ls_R_factor_gt           .036
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0438P)²+0.4846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .092
_reflns_number_gt                1125
_reflns_number_total             1385
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gg1069.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '473-476 K' was changed to
'474.5(15)' - the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '473-476 K' was changed to
'474.5(15)' - the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               2012268
_cod_database_fobs_code          2012268
loop_
_symmetry_equiv_pos_as_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'
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 .11939(6) .16283(4) .12883(3) .02593(17) Uani d . 1 . . S
C2 .3003(2) .09453(14) .07287(10) .0237(3) Uani d . 1 . . C
N21 .4472(2) .16103(14) .04870(11) .0327(4) Uani d . 1 . . N
H21 .531(3) .126(2) .0179(14) .047(6) Uiso d . 1 . . H
H22 .448(3) .240(2) .0578(13) .041(5) Uiso d . 1 . . H
N3 .27772(18) -.02507(12) .05862(9) .0266(3) Uani d . 1 . . N
N4 .11361(18) -.06880(13) .09304(9) .0265(3) Uani d . 1 . . N
C5 .0180(2) .01614(15) .13126(10) .0251(4) Uani d . 1 . . C
C51 -.1606(3) -.00415(18) .17678(14) .0378(4) Uani d . 1 . . C
H51 -.2535 .0529 .1520 .047 Uiso calc R 1 . . H
H52 -.1451 .0182 .2383 .047 Uiso calc R 1 . . H
C52 -.2327(3) -.13618(19) .17130(13) .0382(4) Uani d . 1 . . C
H53 -.3459 -.1432 .2052 .048 Uiso calc R 1 . . H
H54 -.1404 -.1939 .1942 .048 Uiso calc R 1 . . H
H55 -.2584 -.1570 .1109 .048 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 .0278(2) .0184(3) .0316(3) .00372(15) .00348(15) -.00314(15)
C2 .0255(8) .0198(8) .0260(8) .0035(6) -.0003(6) -.0003(6)
N21 .0328(8) .0188(8) .0466(10) -.0026(6) .0123(7) -.0052(6)
N3 .0258(7) .0187(7) .0354(8) -.0007(5) .0065(6) -.0030(5)
N4 .0258(7) .0215(7) .0322(8) -.0009(5) .0041(6) -.0011(6)
C5 .0260(8) .0208(8) .0287(9) .0014(6) -.0002(6) -.0012(6)
C51 .0321(9) .0362(10) .0450(11) .0011(8) .0120(8) -.0054(8)
C52 .0327(9) .0446(11) .0372(10) -.0108(8) .0074(8) -.0028(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .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
C2 S1 C5 87.15(8)
N3 C2 N21 125.01(15)
N3 C2 S1 113.68(12)
N21 C2 S1 121.30(12)
C2 N21 H21 118.9(14)
C2 N21 H22 118.9(14)
H21 N21 H22 122(2)
C2 N3 N4 111.90(13)
C5 N4 N3 113.63(13)
N4 C5 C51 125.62(15)
N4 C5 S1 113.63(13)
C51 C5 S1 120.73(13)
C5 C51 C52 114.29(15)
C5 C51 H51 108.7
C52 C51 H51 108.7
C5 C51 H52 108.7
C52 C51 H52 108.7
H51 C51 H52 107.6
C51 C52 H53 109.5
C51 C52 H54 109.5
H53 C52 H54 109.5
C51 C52 H55 109.5
H53 C52 H55 109.5
H54 C52 H55 109.5
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 C2 . 1.7380(16) ?
S1 C5 . 1.7385(16) ?
C2 N3 . 1.312(2) ?
C2 N21 . 1.339(2) ?
N21 H21 . .86(2) ?
N21 H22 . .85(2) ?
N3 N4 . 1.3893(18) ?
N4 C5 . 1.290(2) ?
C5 C51 . 1.494(2) ?
C51 C52 . 1.513(3) ?
C51 H51 . .99 ?
C51 H52 . .99 ?
C52 H53 . .98 ?
C52 H54 . .98 ?
C52 H55 . .98 ?
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
N21 H21 N3 5_655 .86(2) 2.12(2) 2.983(2) 175(2) yes
N21 H22 N4 8_665 .85(2) 2.17(2) 3.012(2) 167(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
C5 S1 C2 N3 .76(13)
C5 S1 C2 N21 -178.51(15)
N21 C2 N3 N4 178.55(16)
S1 C2 N3 N4 -.69(17)
C2 N3 N4 C5 .2(2)
N3 N4 C5 C51 -177.75(16)
N3 N4 C5 S1 .42(18)
C2 S1 C5 N4 -.66(13)
C2 S1 C5 C51 177.61(15)
N4 C5 C51 C52 -3.3(3)
S1 C5 C51 C52 178.69(14)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24633
