#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013869.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2013869
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o143
_journal_page_last  o145
_publ_section_title
;
3-Butyl-1-(5-nitrobenzo[c][1,2]thiazol-3-yl)-3-phenyltriazene
;
loop_
_publ_author_name
  'Viktor Kettmann '
  'Jan Lokaj '
  'Jozef Ko\<z\'i\<sek '
  'Josef P\<rikryl '
  'Vladim\'ir Mach\'a\<cek '
_chemical_formula_moiety  'C17 H17 N5 O2 S'
_chemical_formula_sum  'C17 H17 N5 O2 S'
_chemical_formula_iupac  'C17 H17 N5 O2 S'
_chemical_formula_weight  355.42
_chemical_melting_point  399
_symmetry_cell_setting  'triclinic'
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.702(5)
_cell_length_b  9.750(5)
_cell_length_c  10.106(6)
_cell_angle_alpha  83.24(5)
_cell_angle_beta  79.72(4)
_cell_angle_gamma  72.92(4)
_cell_volume  897.0(9)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.316
_diffrn_ambient_temperature  293(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
  N1 0.3368(3) 0.5051(3) 0.3631(3) 0.0598(9) Uani d . 1 . . N
  S2 0.22366(10) 0.45907(11) 0.28394(10) 0.0565(3) Uani d . 1 . . S
  C3 0.0691(3) 0.5813(3) 0.3510(3) 0.0407(8) Uani d . 1 . . C
  C4 0.0161(4) 0.7698(4) 0.5196(3) 0.0468(9) Uani d . 1 . . C
  H4 -0.0842 0.8007 0.5200 0.056 Uiso calc R 1 . . H
  C5 0.0812(4) 0.8285(4) 0.5983(3) 0.0492(9) Uani d . 1 . . C
  C6 0.2333(4) 0.7867(4) 0.6005(4) 0.0535(10) Uani d . 1 . . C
  H6 0.2728 0.8331 0.6531 0.064 Uiso calc R 1 . . H
  C7 0.3199(4) 0.6803(4) 0.5268(4) 0.0546(10) Uani d . 1 . . C
  H7 0.4194 0.6498 0.5312 0.065 Uiso calc R 1 . . H
  C8 0.2599(4) 0.6124(4) 0.4404(3) 0.0484(9) Uani d . 1 . . C
  C9 0.1055(3) 0.6613(3) 0.4382(3) 0.0401(8) Uani d . 1 . . C
  N2 -0.0082(4) 0.9397(4) 0.6866(3) 0.0667(9) Uani d . 1 . . N
  O1 -0.1407(4) 0.9619(4) 0.7007(3) 0.0989(11) Uani d . 1 . . O
  O2 0.0523(3) 1.0062(3) 0.7411(3) 0.0881(10) Uani d . 1 . . O
  N3 -0.0715(3) 0.6045(3) 0.3234(3) 0.0420(7) Uani d . 1 . . N
  N4 -0.0740(3) 0.5117(3) 0.2430(3) 0.0434(7) Uani d . 1 . . N
  N5 -0.2047(3) 0.5258(3) 0.2118(3) 0.0458(7) Uani d . 1 . . N
  C10 -0.2098(4) 0.4242(4) 0.1233(3) 0.0477(9) Uani d . 1 . . C
  C11 -0.0832(4) 0.3365(4) 0.0587(3) 0.0570(10) Uani d . 1 . . C
  H11 0.0067 0.3460 0.0691 0.068 Uiso calc R 1 . . H
  C12 -0.0900(4) 0.2347(4) -0.0214(4) 0.0612(11) Uani d . 1 . . C
  H12 -0.0038 0.1756 -0.0642 0.073 Uiso calc R 1 . . H
  C13 -0.2190(5) 0.2185(5) -0.0393(4) 0.0709(12) Uani d . 1 . . C
  H13 -0.2226 0.1487 -0.0928 0.085 Uiso calc R 1 . . H
  C14 -0.3440(5) 0.3079(5) 0.0236(4) 0.0759(13) Uani d . 1 . . C
  H14 -0.4335 0.2993 0.0104 0.091 Uiso calc R 1 . . H
  C15 -0.3420(4) 0.4105(4) 0.1058(4) 0.0628(11) Uani d . 1 . . C
  H15 -0.4286 0.4692 0.1486 0.075 Uiso calc R 1 . . H
  C16 -0.3312(4) 0.6387(4) 0.2664(4) 0.0580(10) Uani d D 1 A . C
  H16A -0.3220 0.6521 0.3577 0.070 Uiso calc R 1 . . H
  H16B -0.4184 0.6081 0.2704 0.070 Uiso calc R 1 . . H
  C17 -0.3480(4) 0.7801(4) 0.1840(5) 0.0844(14) Uani d D 1 . . C
  H17A -0.3426 0.7630 0.0904 0.101 Uiso calc PR 0.527(9) A 1 H
  H17B -0.2660 0.8157 0.1900 0.101 Uiso calc PR 0.527(9) A 1 H
  H17C -0.3883 0.7787 0.1032 0.101 Uiso calc PR 0.473(9) A 2 H
  H17D -0.2546 0.8010 0.1582 0.101 Uiso calc PR 0.473(9) A 2 H
  C18 -0.4867(9) 0.8959(13) 0.2239(12) 0.098(4) Uani d PDU 0.527(9) A 1 C
  H18A -0.5054 0.9665 0.1485 0.118 Uiso calc PR 0.527(9) A 1 H
  H18B -0.5676 0.8537 0.2457 0.118 Uiso calc PR 0.527(9) A 1 H
  C19 -0.4770(14) 0.9693(14) 0.3436(12) 0.138(5) Uani d PDU 0.527(9) A 1 C
  H19A -0.5112 0.9201 0.4251 0.208 Uiso calc PR 0.527(9) A 1 H
  H19B -0.5362 1.0672 0.3386 0.208 Uiso calc PR 0.527(9) A 1 H
  H19C -0.3774 0.9673 0.3433 0.208 Uiso calc PR 0.527(9) A 1 H
  C18' -0.4510(16) 0.8901(11) 0.2752(12) 0.117(5) Uani d PDU 0.473(9) A 2 C
  H18C -0.5408 0.8626 0.3029 0.141 Uiso calc PR 0.473(9) A 2 H
  H18D -0.4081 0.8865 0.3556 0.141 Uiso calc PR 0.473(9) A 2 H
  C19' -0.4889(14) 1.0431(10) 0.2160(15) 0.131(5) Uani d PDU 0.473(9) A 2 C
  H19D -0.4049 1.0788 0.2050 0.197 Uiso calc PR 0.473(9) A 2 H
  H19E -0.5669 1.1015 0.2753 0.197 Uiso calc PR 0.473(9) A 2 H
  H19F -0.5189 1.0467 0.1298 0.197 Uiso calc PR 0.473(9) A 2 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  N1 0.0381(17) 0.076(2) 0.066(2) -0.0117(16) -0.0037(15) -0.0231(18)
  S2 0.0393(5) 0.0647(7) 0.0648(7) -0.0070(5) -0.0056(4) -0.0244(5)
  C3 0.0335(19) 0.046(2) 0.040(2) -0.0093(16) -0.0029(15) -0.0013(16)
  C4 0.039(2) 0.045(2) 0.054(2) -0.0075(17) -0.0089(17) -0.0024(18)
  C5 0.054(2) 0.043(2) 0.048(2) -0.0072(18) -0.0077(17) -0.0091(18)
  C6 0.057(2) 0.054(2) 0.057(2) -0.021(2) -0.0134(19) -0.010(2)
  C7 0.042(2) 0.068(3) 0.059(2) -0.021(2) -0.0168(18) 0.001(2)
  C8 0.036(2) 0.059(2) 0.051(2) -0.0147(18) -0.0061(16) -0.0024(19)
  C9 0.0338(19) 0.045(2) 0.042(2) -0.0120(16) -0.0052(15) -0.0007(17)
  N2 0.078(3) 0.055(2) 0.063(2) -0.007(2) -0.014(2) -0.0104(18)
  O1 0.078(2) 0.100(3) 0.110(3) -0.001(2) -0.0030(19) -0.050(2)
  O2 0.112(3) 0.072(2) 0.086(2) -0.0131(18) -0.0314(18) -0.0323(17)
  N3 0.0357(16) 0.0470(18) 0.0436(16) -0.0122(13) -0.0056(12) -0.0036(14)
  N4 0.0375(16) 0.0489(18) 0.0459(17) -0.0142(13) -0.0074(13) -0.0044(14)
  N5 0.0315(16) 0.0578(19) 0.0503(17) -0.0144(14) -0.0040(13) -0.0115(15)
  C10 0.043(2) 0.060(2) 0.044(2) -0.0168(18) -0.0093(16) -0.0086(18)
  C11 0.048(2) 0.071(3) 0.053(2) -0.021(2) 0.0005(18) -0.014(2)
  C12 0.058(3) 0.070(3) 0.057(2) -0.019(2) 0.0002(19) -0.020(2)
  C13 0.078(3) 0.079(3) 0.065(3) -0.029(3) -0.011(2) -0.024(2)
  C14 0.060(3) 0.092(3) 0.089(3) -0.026(3) -0.025(2) -0.027(3)
  C15 0.052(2) 0.079(3) 0.065(3) -0.020(2) -0.0111(19) -0.024(2)
  C16 0.038(2) 0.070(3) 0.070(3) -0.016(2) -0.0100(19) -0.015(2)
  C17 0.059(3) 0.074(3) 0.119(4) -0.011(2) -0.023(3) -0.007(3)
  C18 0.039(5) 0.084(6) 0.168(10) 0.005(4) -0.037(5) -0.021(7)
  C19 0.129(9) 0.099(10) 0.180(12) -0.020(8) 0.003(10) -0.055(9)
  C18' 0.064(8) 0.096(7) 0.176(12) 0.004(7) -0.021(8) -0.006(9)
  C19' 0.134(10) 0.068(9) 0.166(13) -0.016(7) 0.018(10) 0.000(8)
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
  N1 C8 . 1.337(4) yes
  N1 S2 . 1.653(3) yes
  S2 C3 . 1.705(3) yes
  C3 N3 . 1.390(4) yes
  C3 C9 . 1.394(4) yes
  C4 C5 . 1.363(4) yes
  C4 C9 . 1.400(4) yes
  C4 H4 . 0.9300 ?
  C5 C6 . 1.415(5) yes
  C5 N2 . 1.457(5) yes
  C6 C7 . 1.335(5) yes
  C6 H6 . 0.9300 ?
  C7 C8 . 1.443(5) yes
  C7 H7 . 0.9300 ?
  C8 C9 . 1.436(4) yes
  N2 O2 . 1.221(4) ?
  N2 O1 . 1.224(4) ?
  N3 N4 . 1.293(3) yes
  N4 N5 . 1.325(3) yes
  N5 C10 . 1.426(4) yes
  N5 C16 . 1.459(4) yes
  C10 C15 . 1.372(4) ?
  C10 C11 . 1.376(5) ?
  C11 C12 . 1.374(5) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.352(5) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.367(5) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.381(5) ?
  C14 H14 . 0.9300 ?
  C15 H15 . 0.9300 ?
  C16 C17 . 1.506(4) ?
  C16 H16A . 0.9700 ?
  C16 H16B . 0.9700 ?
  C17 C18 . 1.506(4) ?
  C17 C18' . 1.508(5) ?
  C17 H17A . 0.9700 ?
  C17 H17B . 0.9700 ?
  C17 H17C . 0.9700 ?
  C17 H17D . 0.9700 ?
  C18 C19 . 1.505(5) ?
  C18 H18A . 0.9700 ?
  C18 H18B . 0.9700 ?
  C19 H19A . 0.9600 ?
  C19 H19B . 0.9600 ?
  C19 H19C . 0.9600 ?
  C18' C19' . 1.505(5) ?
  C18' H18C . 0.9700 ?
  C18' H18D . 0.9700 ?
  C19' H19D . 0.9600 ?
  C19' H19E . 0.9600 ?
  C19' H19F . 0.9600 ?
_cod_database_code 2013869