#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/09/2010951.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_2010951
loop_
_publ_author_name
'Coles, Simon J.'
'Douheret, David'
'Hursthouse, Michael B.'
'Kilburn, Jeremy D.'
'Rossi, Sara'
_publ_section_title
;
 tert-Butyl 2-[2-(ethoxycarbothioylamino)-3-pyridyloxy]acetate
 and tert-butyl
 2-(3-thioxopyrido[2,1-c][1,2,4]thiadiazol-8-yloxy)acetate
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e224
_journal_page_last               e226
_journal_paper_doi               10.1107/S0108270100005667
_journal_volume                  56
_journal_year                    2000
_chemical_formula_sum            'C12 H14 N2 O3 S2'
_chemical_formula_weight         298.37
_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'
_cell_angle_alpha                90
_cell_angle_beta                 100.06(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.521(3)
_cell_length_b                   6.8270(10)
_cell_length_c                   13.574(3)
_cell_measurement_reflns_used    12963
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.67
_cell_volume                     1416.2(5)
_computing_cell_refinement       'DENZO and COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO and COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full .98
_diffrn_measured_fraction_theta_max .98
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0583
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12963
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    .381
_exptl_absorpt_correction_T_max  .998
_exptl_absorpt_correction_T_min  .888
_exptl_absorpt_correction_type   'multi-scan (Blessing, 1995)'
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             624
_exptl_crystal_size_max          .175
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .025
_refine_diff_density_max         .278
_refine_diff_density_min         -.292
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .807
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3159
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .807
_refine_ls_R_factor_gt           .039
_refine_ls_shift/su_max          .005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.1000P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .122
_reflns_number_gt                2304
_reflns_number_total             3159
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            qa0270.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2010951
_cod_database_fobs_code          2010951
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 .17975(3) .16465(7) .38132(4) .02727(17) Uani d . 1 . . S
S2 .26781(3) .21694(8) .59705(4) .03121(18) Uani d . 1 . . S
O1 -.10406(9) .23694(19) .33327(10) .0245(3) Uani d . 1 . . O
O2 -.20851(9) .1316(2) .16325(11) .0328(4) Uani d . 1 . . O
O3 -.32551(9) .2608(2) .21808(12) .0332(4) Uani d . 1 . . O
N1 .09447(10) .2276(2) .51582(12) .0191(4) Uani d . 1 . . N
N2 .07236(11) .1847(2) .34494(12) .0239(4) Uani d . 1 . . N
C1 .06582(13) .2565(3) .60604(15) .0228(4) Uani d . 1 . . C
H1 .1054 .2567 .666 .0270 Uiso calc R 1 . . H
C2 -.01982(13) .2841(3) .60526(14) .0232(4) Uani d . 1 . . C
H2A -.0396 .3048 .6653 .028 Uiso calc R 1 . . H
C3 -.08142(13) .2824(3) .51326(15) .0227(4) Uani d . 1 . . C
H3 -.1404 .3049 .5139 .027 Uiso calc R 1 . . H
C4 -.05394(13) .2480(3) .42546(14) .0206(4) Uani d . 1 . . C
C5 .03748(13) .2175(2) .42444(14) .0195(4) Uani d . 1 . . C
C6 -.19561(13) .2667(3) .32871(15) .0245(4) Uani d . 1 . . C
H6A -.2071 .4030 .3419 .029 Uiso calc R 1 . . H
H6B -.2165 .1868 .3787 .029 Uiso calc R 1 . . H
C7 -.24207(13) .2105(3) .22550(15) .0241(5) Uani d . 1 . . C
C8 -.39160(14) .2016(3) .13089(17) .0338(5) Uani d . 1 . . C
C9 -.39432(14) -.0180(3) .12423(19) .0449(6) Uani d . 1 . . C
H9A -.3415 -.0649 .1046 .067 Uiso calc R 1 . . H
H9B -.4438 -.0576 .0755 .067 Uiso calc R 1 . . H
H9C -.3994 -.0718 .1883 .067 Uiso calc R 1 . . H
C10 -.47550(17) .2806(5) .1576(3) .0649(9) Uani d . 1 . . C
H10A -.4851 .2225 .2192 .097 Uiso calc R 1 . . H
H10B -.5236 .2492 .1053 .097 Uiso calc R 1 . . H
H10C -.4711 .4202 .1654 .097 Uiso calc R 1 . . H
C11 -.37139(18) .2968(5) .0371(2) .0693(10) Uani d . 1 . . C
H11A -.3626 .4348 .0483 .104 Uiso calc R 1 . . H
H11B -.4194 .2764 -.0169 .104 Uiso calc R 1 . . H
H11C -.3193 .2397 .0203 .104 Uiso calc R 1 . . H
C12 .18184(13) .2046(3) .50625(15) .0230(4) Uani d . 1 . . C
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 0 0 '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'
O O .0106 .006 '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
_geom_angle_publ_flag
N2 S1 C12 97.23(9) yes
C4 O1 C6 116.05(15) yes
C7 O3 C8 121.40(17) yes
C1 N1 C5 122.74(17) yes
C1 N1 C12 124.42(17) yes
C5 N1 C12 112.84(16) yes
C5 N2 S1 107.91(14) yes
C2 C1 N1 118.88(18) yes
C2 C1 H1 120.6 ?
N1 C1 H1 120.6 ?
C1 C2 C3 120.99(19) yes
C1 C2 H2A 119.5 ?
C3 C2 H2A 119.5 ?
C4 C3 C2 120.21(19) yes
C4 C3 H3 119.9 ?
C2 C3 H3 119.9 ?
C3 C4 O1 127.14(18) yes
C3 C4 C5 119.79(18) yes
O1 C4 C5 113.06(17) yes
N2 C5 N1 116.92(17) yes
N2 C5 C4 125.76(18) yes
N1 C5 C4 117.30(17) yes
O1 C6 C7 108.36(16) ?
O1 C6 H6A 110 ?
C7 C6 H6A 110 ?
O1 C6 H6B 110 ?
C7 C6 H6B 110 ?
H6A C6 H6B 108.4 ?
O2 C7 O3 127.09(19) ?
O2 C7 C6 125.05(19) ?
O3 C7 C6 107.85(17) ?
O3 C8 C9 109.19(18) ?
O3 C8 C11 109.85(19) ?
C9 C8 C11 112.7(2) ?
O3 C8 C10 102.50(19) ?
C9 C8 C10 110.7(2) ?
C11 C8 C10 111.3(2) ?
C8 C9 H9A 109.5 ?
C8 C9 H9B 109.5 ?
H9A C9 H9B 109.5 ?
C8 C9 H9C 109.5 ?
H9A C9 H9C 109.5 ?
H9B C9 H9C 109.5 ?
C8 C10 H10A 109.5 ?
C8 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
C8 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
C8 C11 H11A 109.5 ?
C8 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
C8 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
N1 C12 S2 126.63(16) yes
N1 C12 S1 105.06(14) yes
S2 C12 S1 128.30(13) yes
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 N2 . 1.6593(17) yes
S1 C12 . 1.712(2) yes
S2 C12 . 1.653(2) yes
O1 C4 . 1.355(2) yes
O1 C6 . 1.426(2) yes
O2 C7 . 1.196(2) yes
O3 C7 . 1.326(3) yes
O3 C8 . 1.481(3) yes
N1 C1 . 1.388(3) yes
N1 C5 . 1.394(3) yes
N1 C12 . 1.393(3) yes
N2 C5 . 1.308(3) yes
C1 C2 . 1.341(3) yes
C1 H1 . .93 ?
C2 C3 . 1.434(3) yes
C2 H2A . .93 ?
C3 C4 . 1.355(3) yes
C3 H3 . .93 ?
C4 C5 . 1.437(3) yes
C6 C7 . 1.509(3) ?
C6 H6A . .97 ?
C6 H6B . .97 ?
C8 C9 . 1.502(3) ?
C8 C11 . 1.510(4) ?
C8 C10 . 1.511(4) ?
C9 H9A . .96 ?
C9 H9B . .96 ?
C9 H9C . .96 ?
C10 H10A . .96 ?
C10 H10B . .96 ?
C10 H10C . .96 ?
C11 H11A . .96 ?
C11 H11B . .96 ?
C11 H11C . .96 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21135758
