#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/19/2001980.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_2001980
loop_
_publ_author_name
'Yoshida, S.'
'Matsuzawa, H.'
'Kozawa, K.'
'Uchida, T.'
_publ_section_title
;
 Structures of benzo[a]phenothiazine and
 benzo[c]phenothiazine
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              333
_journal_page_last               336
_journal_paper_doi               10.1107/S0108270192005596
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C16 H11 N S'
_chemical_formula_weight         249.3
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90
_cell_angle_beta                 91.710(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   25.269(2)
_cell_length_b                   23.347(2)
_cell_length_c                   8.306(2)
_cell_volume                     4898.0(13)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71073
_exptl_absorpt_coefficient_mu    0.23
_exptl_crystal_density_diffrn    1.37
_exptl_crystal_density_meas      1.39
_exptl_crystal_F_000             2080
_cod_data_source_file            as0593.cif
_cod_data_source_block           as0593_structure_1_of_2
_cod_original_cell_volume        4898.0(10)
_cod_original_formula_sum        'C16 H11 N1 S1'
_cod_database_code               2001980
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S(A) .71710(10) .23280(10) .5654(2)
N(A) .8231(2) .2192(2) .7380(4)
C(1A) .8070(2) .1712(2) .6442(5)
C(2A) .8384(2) .1200(2) .6468(5)
C(3A) .8860(2) .1146(2) .7407(5)
C(4A) .9124(2) .0634(2) .7465(6)
C(5A) .8931(2) .0153(2) .6608(6)
C(6A) .8480(2) .0197(2) .5678(6)
C(7A) .8195(2) .0718(2) .5581(5)
C(8A) .7724(2) .0770(2) .4637(6)
C(9A) .7439(2) .1258(2) .4616(5)
C(10A) .7598(2) .1728(2) .5554(5)
C(11A) .7641(2) .2883(2) .6019(5)
C(12A) .7525(2) .3438(2) .5527(5)
C(13A) .7882(2) .3873(2) .5875(6)
C(14A) .8356(2) .3745(2) .6680(6)
C(15A) .8476(2) .3194(2) .7125(6)
C(16A) .8115(2) .2752(2) .6844(5)
S(B) .86220(10) .18970(10) 1.2160(2)
N(B) .9547(2) .2313(2) 1.0199(5)
C(1B) .9241(2) .2741(2) 1.0872(5)
C(2B) .9349(2) .3335(2) 1.0509(5)
C(3B) .9772(2) .3507(2) .9562(5)
C(4B) .9838(2) .4073(2) .9162(5)
C(5B) .9485(2) .4495(2) .9707(6)
C(6B) .9086(2) .4340(2) 1.0671(6)
C(7B) .9000(2) .3767(2) 1.1099(5)
C(8B) .8586(2) .3598(3) 1.2099(6)
C(9B) .8497(2) .3052(3) 1.2437(6)
C(10B) .8822(2) .2610(2) 1.1824(5)
C(11B) .9214(2) .1507(2) 1.1776(5)
C(12B) .9279(2) .0958(3) 1.2330(6)
C(13B) .9713(2) .0628(2) 1.1929(7)
C(14B) 1.0097(2) .0877(2) 1.0987(6)
C(15B) 1.0044(2) .1434(2) 1.0447(6)
C(16B) .9607(2) .1758(2) 1.0830(5)
S(C) .97380(10) .23690(10) .5823(2)
N(C) 1.07950(10) .2746(2) .7253(4)
C(1C) 1.0538(2) .3158(2) .6265(5)
C(2C) 1.0773(2) .3710(2) .6048(5)
C(3C) 1.1265(2) .3875(2) .6778(5)
C(4C) 1.1460(2) .4417(2) .6558(6)
C(5C) 1.1183(2) .4817(2) .5609(6)
C(6C) 1.0713(2) .4668(2) .4891(6)
C(7C) 1.0489(2) .4124(2) .5100(5)
C(8C) .9995(2) .3970(2) .4361(5)
C(9C) .9784(2) .3450(2) .4577(5)
C(10C) 1.0050(2) .3040(2) .5520(5)
C(11C) 1.0298(2) .1922(2) .6194(5)
C(12C) 1.0269(2) .1342(2) .5855(6)
C(13C) 1.0681(2) .0980(2) .6299(6)
C(14C) 1.1128(2) .1210(2) .7060(6)
C(15C) 1.1168(2) .1791(2) .7352(5)
C(16C) 1.0755(2) .2156(2) .6927(5)
S(D) 1.12230(10) .40610(10) 1.1072(2)
N(D) 1.2153(2) .3351(2) .9977(4)
C(1D) 1.1765(2) .3045(2) 1.0782(5)
C(2D) 1.1820(2) .2437(2) 1.0991(5)
C(3D) 1.2251(2) .2120(2) 1.0429(6)
C(4D) 1.2272(2) .1543(2) 1.0634(6)
C(5D) 1.1879(2) .1238(2) 1.1422(6)
C(6D) 1.1456(2) .1535(2) 1.2000(6)
C(7D) 1.1406(2) .2133(2) 1.1790(5)
C(8D) 1.0964(2) .2451(2) 1.2348(6)
C(9D) 1.0932(2) .3016(2) 1.2155(6)
C(10D) 1.1326(2) .3324(2) 1.1352(5)
C(11D) 1.1881(2) .4307(2) 1.0871(5)
C(12D) 1.2009(2) .4865(2) 1.1191(6)
C(13D) 1.2508(2) .5071(2) 1.0919(6)
C(14D) 1.2889(2) .4710(2) 1.0355(6)
C(15D) 1.2774(2) .4137(2) 1.0061(6)
C(16D) 1.2267(2) .3923(2) 1.0314(5)
H(NA) .844(2) .212(2) .855(4)
H(3A) .903(2) .151(2) .811(5)
H(4A) .950(2) .059(2) .824(5)
H(5A) .917(2) -.026(2) .666(4)
H(6A) .835(2) -.018(2) .499(5)
H(8A) .759(2) .040(2) .391(5)
H(9A) .708(2) .128(2) .381(4)
H(12A) .714(2) .354(2) .492(5)
H(13A) .778(2) .432(2) .550(5)
H(14A) .863(2) .409(2) .695(5)
H(15A) .886(2) .310(2) .775(5)
H(NB) .976(2) .240(2) .909(4)
H(3B) 1.005(2) .317(2) .912(4)
H(4B) 1.016(2) .420(2) .837(5)
H(5B) .954(2) .495(2) .939(4)
H(6B) .881(2) .466(2) .115(4)
H(8B) .831(2) .391(2) 1.262(5)
H(9B) .816(2) .291(2) 1.326(5)
H(12B) .899(2) .076(2) 1.314(5)
H(13B) .977(2) .016(2) 1.229(4)
H(14B) 1.046(2) .061(2) 1.067(5)
H(15B) 1.037(2) .161(2) .972(5)
H(NC) 1.104(2) .289(2) .832(4)
H(3C) 1.150(2) .356(2) .754(5)
H(4C) 1.186(2) .453(2) .715(5)
H(5C) 1.136(2) .525(2) .546(5)
H(6C) 1.052(2) .499(2) .410(4)
H(8C) .978(2) .427(2) .357(4)
H(9C) .939(2) .333(2) .401(4)
H(12C) .991(2) .115(2) .524(5)
H(13C) 1.065(2) .050(2) .604(4)
H(14C) 1.145(2) .091(2) .744(5)
H(15C) 1.154(2) .195(2) .797(5)
H(ND) 1.237(2) .313(2) .901(4)
H(3D) 1.258(2) .234(2) .983(5)
H(4D) 1.260(2) .129(2) 1.018(5)
H(5D) 1.192(2) .077(2) 1.161(4)
H(6D) 1.115(2) .127(2) 1.262(5)
H(8D) 1.065(2) .219(2) 1.299(5)
H(9D) 1.057(2) .322(2) 1.257(5)
H(12D) 1.173(2) .518(2) 1.169(4)
H(13D) 1.262(2) .553(2) 1.112(4)
H(14D) 1.332(2) .488(2) 1.021(5)
H(15D) 1.310(2) .385(2) .961(5)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(10A) S(A) C(11A) 100.3(2)
C(1A) N(A) C(16A) 120.4(4)
N(A) C(1A) C(10A) 120.0(4)
N(A) C(16A) C(11A) 121.7(4)
S(A) C(10A) C(1A) 120.9(4)
S(A) C(11A) C(16A) 118.9(4)
C(3A) C(2A) C(7A) 118.8(4)
C(2A) C(3A) C(4A) 120.1(5)
C(3A) C(4A) C(5A) 121.2(5)
C(4A) C(5A) C(6A) 119.9(5)
C(5A) C(6A) C(6A) 120.9(5)
C(2A) C(7A) C(6A) 119.3(4)
C(1A) C(2A) C(7A) 118.4(4)
C(2A) C(7A) C(8A) 119.0(4)
C(7A) C(8A) C(9A) 121.4(5)
C(8A) C(9A) C(10A) 120.8(5)
C(1A) C(10A) C(9A) 120.3(5)
C(2A) C(1A) C(10A) 119.9(4)
C(16A) C(11A) C(12A) 121.3(5)
C(11A) C(12A) C(13A) 119.6(5)
C(12A) C(13A) C(14A) 119.4(5)
C(13A) C(14A) C(15A) 120.9(5)
C(14A) C(15A) C(16A) 120.8(5)
C(11A) C(16A) C(15A) 117.9(4)
C(10B) S(B) C(11B) 101.9(3)
C(1B) N(B) C(16B) 124.6(4)
N(B) C(1B) C(10B) 121.2(5)
N(B) C(16B) C(11B) 121.4(5)
S(B) C(10B) C(1B) 122.0(4)
S(B) C(11B) C(16B) 119.6(4)
C(3B) C(2B) C(7B) 118.4(5)
C(2B) C(3B) C(4B) 120.6(5)
C(3B) C(4B) C(5B) 120.9(5)
C(4B) C(5B) C(6B) 119.4(5)
C(5B) C(6B) C(7B) 121.9(5)
C(2B) C(7B) C(6B) 118.8(5)
C(1B) C(2B) C(7B) 118.7(5)
C(2B) C(7B) C(8B) 118.6(5)
C(7B) C(8B) C(9B) 121.8(6)
C(8B) C(9B) C(10B) 121.2(6)
C(1B) C(10B) C(9B) 120.5(5)
C(2B) C(1B) C(10B) 119.1(5)
C(16B) C(11B) C(12B) 119.7(5)
C(11B) C(12B) C(13B) 121.7(6)
C(12B) C(13B) C(14B) 118.2(6)
C(13B) C(14B) C(15B) 120.9(5)
C(14B) C(15B) C(16B) 120.7(5)
C(11B) C(16B) C(15B) 118.7(5)
C(10C) S(C) C(11C) 100.9(2)
C(1C) N(C) C(16C) 121.8(4)
N(C) C(1C) C(10C) 120.7(4)
N(C) C(16C) C(11C) 121.3(4)
S(C) C(10C) C(1C) 120.2(4)
S(C) C(11C) C(16C) 119.2(4)
C(3C) C(2C) C(7C) 118.2(4)
C(2C) C(3C) C(4C) 120.5(5)
C(3C) C(4C) C(5C) 121.1(5)
C(4C) C(5C) C(6C) 119.6(5)
C(5C) C(6C) C(7C) 121.9(5)
C(2C) C(7C) C(6C) 118.8(5)
C(1C) C(2C) C(7C) 118.2(4)
C(2C) C(7C) C(8C) 119.3(5)
C(7C) C(8C) C(9C) 121.3(5)
C(8C) C(9C) C(10C) 120.6(5)
C(1C) C(10C) C(9C) 121.3(5)
C(2C) C(1C) C(10C) 119.3(4)
C(16C) C(11C) C(12C) 120.5(5)
C(11C) C(12C) C(13C) 120.6(5)
C(12C) C(13C) C(14C) 118.8(5)
C(13C) C(14C) C(15C) 121.0(5)
C(14C) C(15C) C(16C) 120.6(5)
C(11C) C(16C) C(15C) 118.4(4)
C(10D) S(D) C(11D) 101.2(3)
C(1D) N(D) C(16D) 122.5(4)
N(D) C(1D) C(10D) 120.3(5)
N(D) C(16D) C(11D) 122.3(4)
S(D) C(10D) C(1D) 122.3(4)
S(D) C(11D) C(16D) 119.0(4)
C(3D) C(2D) C(7D) 118.2(5)
C(2D) C(3D) C(4D) 120.5(5)
C(3D) C(4D) C(5D) 122.5(5)
C(4D) C(5D) C(6D) 118.5(5)
C(5D) C(6D) C(7D) 121.6(5)
C(2D) C(7D) C(6D) 118.7(5)
C(1D) C(2D) C(7D) 118.2(4)
C(2D C(7D) C(8D) 118.6(5)
C(7D) C(8D) C(9D) 121.4(5)
C(8D) C(9D) C(10D) 121.4(5)
C(1D) C(10D) C(9D) 120.4(5)
C(2D) C(1D) C(10D) 120.0(5)
C(16D) C(11D) C(12D) 120.5(5)
C(11D) C(12D) C(13D) 121.0(5)
C(12D) C(13D) C(14D) 119.8(6)
C(13D) C(14D) C(185D) 120.4(5)
C(14D) C(15D) C(16D) 120.4(5)
C(11D) C(16D) C(15D) 117.9(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S(A) C(10A) 1.772(5)
S(A) C(11A) 1.778(5)
N(A) C(1A) 1.418(6)
N(A) C(16A) 1.409(6)
C(1A) C(2A) 1.435(7)
C(2A) C(3A) 1.420(7)
C(3A) C(4A) 1.369(7)
C(4A) C(5A) 1.409(7)
C(5A) C(6A) 1.361(8)
C(6A) C(7A) 1.415(7)
C(7A) C(8A) 1.411(7)
C(8A) C(9A) 1.348(7)
C(9A) C(10A) 1.398(7)
C(11A) C(12A) 1.387(7)
C(12A) C(13A) 1.383(7)
C(13A) C(14A) 1.387(8)
C(14A) C(15A) 1.370(7)
C(15A) C(16A) 1.392(7)
C(1A) C(10A) 1.384(7)
C(2A) C(7A) 1.420(7)
C(11A) C(16A) 1.396(7)
S(B) C(10B) 1.765(6)
S(B) C(11B) 1.788(6)
N(B) C(1B) 1.391(7)
N(B) C(16B) 1.404(7)
C(1B) C(2B) 1.447(7)
C(2B) C(3B) 1.404(7)
C(3B) C(4B) 1.374(7)
C(4B) C(5B) 1.411(8)
C(5B) C(6B) 1.355(8)
C(6B) C(7B) 1.403(8)
C(7B) C(8B) 1.411(8)
C(8B) C(9B) 1.326(8)
C(9B) C(10B) 1.422(8)
C(11B) C(12B) 1.370(8)
C(12B) C(13B) 1.389(9)
C(13B) C(14B) 1.392(9)
C(14B) C(15B) 1.381(8)
C(15B) C(16B) 1.383(7)
C(1B) C(10B) 1.375(7)
C(2B) C(7B) 1.436(7)
C(11B) C(16B) 1.412(8)
S(C) C(10C) 1.774(5)
S(C) C(11C) 1.778(5)
N(C) C(1C) 1.410(6)
N(C) C(16C) 1.407(6)
C(1C) C(2C) 1.434(7)
C(2C) C(3C) 1.418(7)
C(3C) C(4C) 1.372(7)
C(4C) C(5C) 1.397(8)
C(5C) C(6C) 1.358(8)
C(6C) C(7C) 1.403(7)
C(7C) C(8C) 1.421(7)
C(8C) C(9C) 1.340(7)
C(9C) C(10C) 1.396(7)
C(11C) C(12C) 1.385(7)
C(12C) C(13C) 1.382(8)
C(13C) C(14C) 1.386(8)
C(14C) C(15C) 1.381(7)
C(15C) C(16C) 1.385(7)
C(1C) C(10C) 1.391(7)
C(2C) C(7C) 1.428(7)
C(11C) C(16C) 1.400(7)
S(D) C(10D) 1.755(5)
S(D) C(11D) 1.772(5)
N(D) C(1D) 1.399(6)
N(D) C(16D) 1.393(7)
C(1D) C(2D) 1.436(7)
C(2D) C(3D) 1.408(7)
C(3D) C(4D) 1.359(7)
C(4D) C(5D) 1.400(8)
C(5D) C(6D) 1.373(8)
C(6D) C(7D) 1.412(7)
C(7D) C(8D) 1.430(8)
C(8D) C(9D) 1.331(8)
C(9D) C(10D) 1.412(8)
C(11D) C(12D) 1.367(8)
C(12D) C(13D) 1.374(8)
C(13D) C(14D) 1.372(8)
C(14D) C(15D) 1.389(8)
C(15D) C(16D) 1.397(7)
C(1D) C(10D) 1.382(7)
C(2D) C(7D) 1.442(7)
C(11D) C(16D) 1.413(7)
