#------------------------------------------------------------------------------
#$Date: 2025-08-19 11:01:59 +0100 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/10/2101044.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_2101044
loop_
_publ_author_name
'Dastidar, P.'
'Guru Row, T. N.'
'Venkatesan, K.'
_publ_section_title
;
 Structural studies of `push--pull' butadienes
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              900
_journal_page_last               905
_journal_paper_doi               10.1107/S0108768193002265
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C15 H15 N3 S1'
_chemical_formula_sum            'C15 H15 N3 S'
_chemical_formula_weight         269.36
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.
_cell_angle_beta                 98.670(10)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   9.9510(10)
_cell_length_b                   10.0400(10)
_cell_length_c                   14.764(2)
_cell_volume                     1458.2(3)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.5418
_exptl_absorpt_coefficient_mu    1.837
_exptl_crystal_density_diffrn    1.22
_exptl_crystal_F_000             568
_cod_data_source_file            li0144.cif
_cod_data_source_block           li0144d
_cod_original_cell_volume        1458.9(2)
_cod_original_formula_sum        'C15 H15 N3 S1'
_cod_database_code               2101044
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-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
C1 -.0837(3) .7301(3) .0830(2) .0494(9)
C2 -.1014(2) .5926(3) .0992(2) .0434(8)
C3 -.0443(2) .5372(3) .1832(2) .0417(7)
C4 .0187(3) .6203(3) .2531(2) .0490(9)
C5 .0958(3) .5814(3) .3363(2) .0486(9)
C6 -.0397(5) .7970(5) .4034(3) .0819(16)
C7 .2269(4) .4234(5) .4401(3) .0758(15)
C8 .2368(4) .4158(5) .2739(3) .0738(14)
C9 -.0630(2) .3922(3) .1983(2) .0429(8)
C10 -.1082(3) .3470(3) .2771(2) .0533(11)
C11 -.1234(4) .2126(4) .2911(3) .0706(12)
C12 -.0942(4) .1217(4) .2264(3) .0742(15)
C13 -.0486(4) .1648(3) .1482(2) .0658(12)
C14 -.0339(3) .2997(3) .1340(2) .0539(10)
C15 -.1862(3) .5218(3) .0289(2) .0516(9)
N1 -.0676(3) .8421(3) .0728(2) .0678(10)
N2 -.2542(3) .4694(3) -.0298(2) .0744(10)
N3 .1766(2) .4756(2) .3489(2) .0544(8)
S .09710(10) .68220(10) .43370(10) .0732(3)
H4 -.001(4) .715(4) .247(2) ?
H6A -.120(5) .756(5) .376(3) ?
H6B -.052(5) .834(4) .459(4) ?
H6C -.016(7) .854(6) .353(4) ?
H7A .229(4) .333(4) .438(3) ?
H7B .330(6) .457(5) .453(4) ?
H7C .159(4) .430(4) .477(2) ?
H8A .206(5) .321(4) .262(3) ?
H8B .328(5) .406(4) .291(3) ?
H8C .220(4) .474(4) .214(3) ?
H10 -.126(3) .412(3) .320(2) ?
H11 -.150(4) .185(4) .345(3) ?
H12 -.106(4) .028(4) .236(3) ?
H13 -.027(4) .098(4) .098(3) ?
H14 -.002(3) .332(3) .081(2) ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 N1 177.7(3)
C1 C2 C15 115.9(2)
C1 C2 C3 119.5(2)
C3 C2 C15 124.3(2)
C2 C3 C9 118.5(2)
C2 C3 C4 119.5(2)
C4 C3 C9 121.6(2)
C3 C4 C5 127.2(2)
C4 C5 S 119.4(2)
C4 C5 N3 125.8(2)
N3 C5 S 114.6(2)
C3 C9 C14 120.5(2)
C3 C9 C10 120.6(2)
C10 C9 C14 118.8(2)
C9 C10 C11 120.2(3)
C10 C11 C12 120.2(3)
C11 C12 C13 120.2(3)
C12 C13 C14 119.5(3)
C9 C14 C13 120.9(2)
C2 C15 N2 177.2(3)
C7 N3 C8 115.3(2)
C5 N3 C8 121.9(2)
C5 N3 C7 122.1(2)
C5 S C6 104.70(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.416(4)
C1 N1 1.148(4)
C2 C3 1.399(3)
C2 C15 1.425(3)
C3 C4 1.399(4)
C3 C9 1.488(4)
C4 C5 1.402(3)
C5 N3 1.328(3)
C5 S 1.756(3)
C6 S 1.788(5)
C7 N3 1.461(5)
C8 N3 1.464(5)
C9 C10 1.385(4)
C9 C14 1.389(4)
C10 C11 1.376(5)
C11 C12 1.383(6)
C12 C13 1.372(5)
C13 C14 1.381(4)
C15 N2 1.144(4)
C4 H4 .97(4)
C6 H6A .93(5)
C6 H6B .93(5)
C6 H6C 1.00(7)
C7 H7A .91(4)
C7 H7B 1.07(5)
C7 H7C .93(4)
C8 H8A 1.01(4)
C8 H8B .91(5)
C8 H8C 1.05(4)
C10 H10 .94(3)
C11 H11 .91(4)
C12 H12 .96(4)
C13 H13 1.05(4)
C14 H14 .95(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 21626323