#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/93/2009379.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_2009379
loop_
_publ_author_name
'Nierlich, M.'
'Lance, M.'
'Vigner, D.'
'Strzalko, T.'
'Wartski, L.'
_publ_section_title
;
 Structure of <i>trans</i>-methyl
 {2-[(cyano)(phenylthio)methyl]-3-oxocyclopentyl}acetate,
 C~16~H~17~NO~3~S
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              131
_journal_page_last               133
_journal_paper_doi               10.1107/S010827019300681X
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C16 H17 N O3 S'
_chemical_formula_weight         303.38
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 113.13(4)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   10.011(5)
_cell_length_b                   13.752(4)
_cell_length_c                   12.182(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     1542.3(11)
_diffrn_measurement_device       CAD-4
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2208
_diffrn_reflns_theta_max         22
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.28
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.9
_refine_ls_hydrogen_treatment
'H atoms at calculated positions and refined as riding'
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1196
_refine_ls_R_factor_obs          0.056
_refine_ls_shift/esd_max         0.12
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/(\sF)^2^ = 4F^2^/[\sI^2^+(pF^2^)^2^]^1/2^, where p = 0.4'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.085
_reflns_number_observed          1196
_reflns_number_total             1890
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            du1045.cif
_cod_data_source_block           du1045_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/(\sF)^2^ =
4F^2^/[\sI^2^+(pF^2^)^2^]^1/2^, where p = 0.4' was changed to 'calc'.
New tag '_refine_ls_weighting_details' was created. The value of the
new tag was set to 'w = 1/(\sF)^2^ = 4F^2^/[\sI^2^+(pF^2^)^2^]^1/2^,
where p = 0.4'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1542.0(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2009379
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S .5601(2) .0197(2) .2767(2)
O(1) .8645(7) .3186(5) .6945(5)
O(2) .7407(6) .3856(4) .4186(5)
O(3) .9372(6) .4063(4) .3798(5)
N .8686(8) -.0645(5) .5359(7)
C(1) .7915(8) .2601(6) .6217(7)
C(2) .8430(7) .2051(6) .5368(6)
C(3) .7001(7) .1589(6) .4446(6)
C(4) .6090(8) .1385(6) .5191(6)
C(5) .6404(9) .2278(7) .6008(8)
C(6) .9321(8) .2663(6) .4861(6)
C(7) .8525(8) .3581(6) .4234(6)
C(8) .8830(10) .4976(8) .3232(8)
C(9) .7300(8) .0690(6) .3820(6)
C(10) .8093(8) -.0069(6) .4690(6)
C(11) .6263(8) -.0745(6) .2129(7)
C(12) .6640(10) -.0544(7) .1174(8)
C(13) .7190(10) -.1300(9) .0719(9)
C(14) .7380(10) -.2217(8) .1210(10)
C(15) .7010(10) -.2403(7) .2140(10)
C(16) .6440(10) -.1670(7) .2617(8)
H2 .913 .157 .575
H3 .649 .201 .380
H9 .790 .088 .342
H12 .650 .009 .083
H13 .746 -.119 .006
H14 .780 -.272 .090
H15 .714 -.304 .247
H16 .617 -.180 .327
H41 .640 .081 .565
H42 .509 .133 .469
H51 .574 .278 .562
H52 .633 .212 .674
H61 .954 .228 .430
H62 1.020 .285 .550
H81 .950 .526 .296
H82 .793 .487 .258
H83 .867 .540 .379
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
C(9) S C(11) 100.1(4) yes
C(7) O(3) C(8) 116.3(7) yes
O(1) C(1) C(2) 124.0(8) yes
O(1) C(1) C(5) 127.0(9) yes
C(2) C(1) C(5) 109.0(6) yes
C(1) C(2) C(3) 103.3(6) yes
C(1) C(2) C(6) 114.2(6) yes
C(3) C(2) C(6) 116.7(6) yes
C(2) C(3) C(4) 103.7(5) yes
C(2) C(3) C(9) 112.3(5) yes
C(4) C(3) C(9) 114.8(6) yes
C(3) C(4) C(5) 102.6(7) yes
C(1) C(5) C(4) 106.5(8) yes
C(2) C(6) C(7) 112.7(6) yes
O(2) C(7) O(3) 124.5(7) yes
O(2) C(7) C(6) 126.7(8) yes
O(3) C(7) C(6) 108.6(7) yes
S C(9) C(3) 109.8(5) yes
S C(9) C(10) 109.5(5) yes
C(3) C(9) C(10) 111.5(6) yes
N C(10) C(9) 179.0(10) yes
S C(11) C(12) 119.7(7) yes
S C(11) C(16) 119.3(8) yes
C(12) C(11) C(16) 121.0(9) yes
C(11) C(12) C(13) 117.9(9) yes
C(12) C(13) C(14) 121.0(10) yes
C(13) C(14) C(15) 120.0(10) yes
C(14) C(15) C(16) 120.0(10) yes
C(11) C(16) C(15) 119.0(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S C(9) 1.812(7) yes
S C(11) 1.769(9) yes
O(1) C(1) 1.208(9) yes
O(2) C(7) 1.160(10) yes
O(3) C(7) 1.340(10) yes
O(3) C(8) 1.430(10) yes
N C(10) 1.130(10) yes
C(1) C(2) 1.530(10) yes
C(1) C(5) 1.500(10) yes
C(2) C(3) 1.566(9) yes
C(2) C(6) 1.520(10) yes
C(3) C(4) 1.540(10) yes
C(3) C(9) 1.540(10) yes
C(4) C(5) 1.530(10) yes
C(6) C(7) 1.530(10) yes
C(11) C(12) 1.380(10) yes
C(11) C(16) 1.390(10) yes
C(12) C(13) 1.39(2) yes
C(13) C(14) 1.38(2) yes
C(14) C(15) 1.36(2) yes
C(15) C(16) 1.39(2) yes
C(9) C(10) 1.480(10) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139056997
