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#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/04/2000453.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_2000453
loop_
_publ_author_name
'Christiansen, J.'
'Clark, G. R.'
'Denny, W. A.'
'Palmer, B. D.'
_publ_section_title
;
 Structure of
 <i>N</i>-(2-dimethylaminoethyl)phenothiazine-1-carboxamide
 hydrochloride
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2004
_journal_page_last               2007
_journal_paper_doi               10.1107/S0108270192003330
_journal_volume                  48
_journal_year                    1992
_chemical_formula_moiety         'C17 H20 N3 O1 S1 1+, Cl1 1-'
_chemical_formula_sum            'C17 H20 Cl N3 O S'
_chemical_formula_weight         349.88
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.983(3)
_cell_length_b                   18.028(2)
_cell_length_c                   11.6680(10)
_cell_volume                     1679.2(7)
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_exptl_absorpt_coefficient_mu    0.43
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_meas      1.390(10)
_exptl_crystal_F_000             736
_cod_data_source_file            hu1001.cif
_cod_data_source_block           hu1001a
_cod_original_cell_volume        1679.1(9)
_cod_original_formula_sum        'C17 H20 Cl1 N3 O1 S1'
_cod_database_code               2000453
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
Cl .5731(3) .31729(13) .50960
S(9) .1367(4) .24142(14) -.1180(3)
O(1') .4068(10) .0818(3) .2352(6)
N(10) .2466(10) .1226(4) .0499(7)
N(1') .4969(9) .1658(4) .3624(7)
N(2') .3837(11) .0991(4) .5889(7)
C(1) .2315(11) .3268(5) .0599(9)
C(2) .3122(12) .3405(5) .1633(9)
C(3) .3685(12) .2838(5) .2295(9)
C(4) .3463(11) .2103(5) .1935(9)
C(4a) .2699(12) .1955(5) .0884(9)
C(5a) .1290(12) .1021(5) -.0305(8)
C(5) .0763(13) .0268(5) -.0326(8)
C(6) -.0374(13) .0030(6) -.1138(10)
C(7) -.1036(13) .0526(5) -.1922(9)
C(8) -.0536(12) .1263(5) -.1911(8)
C(8a) .0634(12) .1499(5) -.1127(10)
C(9a) .2153(10) .2549(5) .0217(8)
C(1') .4165(13) .1476(6) .2660(9)
C(2') .5937(13) .1133(5) .4283(8)
C(3') .4852(13) .0615(5) .5003(11)
C(4') .2876(14) .0416(6) .6521(10)
C(5') .4745(17) .1470(7) .6681(11)
H(N10) .3160(10) .0849(4) .0814(7)
H(N1') .4903(9) .2156(4) .3887(7)
H(N2') .3124(11) .1326(4) .5492(7)
H(1) .1878(11) .3668(5) .0160(9)
H(2) .3284(12) .3902(5) .1879(9)
H(3) .4229(12) .2940(5) .3002(9)
H(5) .1195(13) -.0073(5) .0220(8)
H(6) -.0705(13) -.0476(6) -.1159(10)
H(7) -.1835(13) .0361(5) -.2470(9)
H(8) -.1002(12) .1604(5) -.2444(8)
H(2'a) .6585(13) .0842(5) .3769(8)
H(2'b) .6662(13) .1399(5) .4780(8)
H(3'a) .5567(13) .0269(5) .5374(11)
H(3'b) .4113(13) .0358(5) .4503(11)
H(4'a) .2174(14) .0680(6) .7037(10)
H(4'b) .3720(14) .0162(6) .6941(10)
H(4'c) .2226(14) .0068(6) .6103(10)
H(5'a) .5333(17) .1840(7) .6264(11)
H(5'b) .5524(17) .1143(7) .7033(11)
H(5'c) .4077(17) .1699(7) .7254(11)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(9a) S(9) C(8a) 102.5(5)
C(5a) N(10) C(4a) 124.1(7)
C(2') N(1') C(1') 122.9(8)
C(4') N(2') C(3') 108.1(7)
C(5') N(2') C(3') 116.3(9)
C(5') N(2') C(4') 110.8(8)
C(9a) C(1) C(2) 119.5(9)
C(3) C(2) C(1) 120.9(9)
C(4) C(3) C(2) 120.0(10)
C(4a) C(4) C(3) 119.9(9)
C(1') C(4) C(3) 119.4(9)
C(1') C(4) C(4a) 120.5(8)
C(4) C(4a) N(10) 121.3(8)
C(9a) C(4a) N(10) 120.0(8)
C(9a) C(4a) C(4) 118.7(8)
C(5) C(5a) N(10) 118.0(8)
C(8a) C(5a) N(10) 124.1(8)
C(8a) C(5a) C(5) 117.9(9)
C(6) C(5) C(5a) 120.2(9)
C(7) C(6) C(5) 120.3(9)
C(8) C(7) C(6) 120.1(10)
C(8a) c(8) C(7) 119.9(10)
C(5a) C(8a) S(9) 118.8(8)
C(8) C(8a) S(9) 119.7(8)
C(8) C(8a) C(5a) 121.5(8)
C(1) C(9a) S(9) 117.5(7)
C(4a) C(9a) S(9) 121.4(7)
C(4a) C(9a) C(1) 120.9(8)
N(1') C(1') O(1') 120.6(9)
C(4) C(1') O(1') 121.8(9)
C(4) C(1') N(1') 117.5(9)
C(3') C(2') N(1') 113.0(8)
C(2') C(3') N(2') 114.5(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(8a) S(9) 1.752(9)
C(9a) S(9) 1.763(9)
C(1') O(1') 1.242(10)
C(4a) N(10) 1.401(10)
C(5a) N(10) 1.378(10)
C(1') N(1') 1.336(11)
C(2') N(1') 1.444(10)
C(3') N(2') 1.478(11)
C(4') N(2') 1.486(11)
C(5') N(2') 1.459(11)
C(2) C(1) 1.389(12)
C(9a) C(1) 1.378(12)
C(3) C(2) 1.357(12)
C(4) C(3) 1.402(11)
C(4a) C(4) 1.395(12)
C(1') C(4) 1.519(13)
C(9a) C(4a) 1.394(10)
C(5) C(5a) 1.421(12)
C(8a) C(5a) 1.391(11)
C(6) C(5) 1.381(12)
C(7) C(6) 1.384(13)
C(8) C(7) 1.387(11)
C(8a) C(8) 1.375(12)
C(3') C(2') 1.525(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139053345