#------------------------------------------------------------------------------
#$Date: 2011-09-28 16:24:46 +0200 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006167.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_2006167
_journal_name_full 'Acta Crystallographica Section C'
_journal_year 1997
_journal_volume 53
_journal_page_first 757
_journal_page_last 759
_publ_section_title
;
5-Methylthiophene-2-carboxaldehyde 4-Nitrophenylhydrazone--Water (1/1)
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
loop_
_publ_author_name
 'Wong, Man Shing'
 'Gramlich, Volker'
 'Pan, Feng'
 'Bosshard, Christian'
 'G\"unter, Peter'
_chemical_name_common 'MTNPH'
_chemical_formula_sum 'C12 H13 N3 O3 S'
_chemical_formula_iupac 'C12 H11 N3 O2 S, H2 O1'
_chemical_formula_weight 279.31
_symmetry_cell_setting monoclinic
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
_cell_length_a 9.844(7)
_cell_length_b 3.901(3)
_cell_length_c 17.245(15)
_cell_angle_alpha 90.00
_cell_angle_beta 93.17(6)
_cell_angle_gamma 90.00
_cell_volume 661.2(9)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.403
_diffrn_ambient_temperature 293(2)
_refine_ls_R_factor_obs  .0385
_refine_ls_wR_factor_obs  .0748
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 S  .40396(7)  .2768  .07180(4)  .0471(2) Uani d . 1 . S
 N1 1.1457(3)  .3460(9)  .3692(2)  .0637(10) Uani d . 1 . N
 N2  .5354(2)  .1264(8)  .23212(13)  .0492(6) Uani d . 1 . N
 N3  .5998(3)  .0453(8)  .30243(14)  .0538(7) Uani d . 1 . N
 H3N  .557(3) -.062(8) .3369(13)  .041(8) Uiso d . 1 . H
 O1 1.2075(2)  .5160(9)  .32268(14)  .0905(10) Uani d . 1 . O
 O2 1.1992(2)  .2465(12)  .43152(12)  .0934(10) Uani d . 1 . O
 C1  .3325(3)  .0991(8)  .1518(2)  .0443(7) Uani d . 1 . C
 C2  .2002(3)  .0232(10)  .1353(2)  .0540(8) Uani d . 1 . C
 H2  .1435(3)  -.0705(10)  .1711(2)  .065 Uiso calc R 1 . H
 C3  .1574(3)  .1016(10)  .0577(2)  .0561(9) Uani d . 1 . C
 H3A  .0694(3)  .0597(10)  .0375(2)  .067 Uiso calc R 1 . H
 C4  .2526(3)  .2395(11)  .0159(2)  .0479(8) Uani d . 1 . C
 C5  .2452(3)  .3520(10)  -.0670(2)  .0640(11) Uani d . 1 . C
 H5A  .3175(15)  .247(5) -.0935(3)  .096 Uiso calc R 1 . H
 H5B  .254(2) .5968(11)  -.0693(2)  .096 Uiso calc R 1 . H
 H5C  .1592(10)  .285(5) -.0913(4)  .096 Uiso calc R 1 . H
 C6  .4110(3)  .0388(9)  .2232(2)  .0511(8) Uani d . 1 . C
 H6  .367(2) -.068(7) .2660(13)  .047(8) Uiso d . 1 . H
 C7  .7329(3)  .1219(8)  .31731(15)  .0444(7) Uani d . 1 . C
 C8  .7959(3)  .0273(10)  .3891(2)  .0504(8) Uani d . 1 . C
 H8  .742(3) -.071(8) .4288(14)  .056(9) Uiso d . 1 . H
 C9  .9305(3)  .0979(9)  .4052(2)  .0530(8) Uani d . 1 . C
 H9  .9721(3)  .0341(9)  .4527(2)  .064 Uiso calc R 1 . H
 C10 1.0049(3)  .2635(12)  .35095(15)  .0478(7) Uani d . 1 . C
 C11  .9445(3)  .3574(8)  .2799(2)  .0511(9) Uani d . 1 . C
 H11  .9961(3)  .4664(8)  .2436(2)  .061 Uiso calc R 1 . H
 C12  .8107(3)  .2923(12)  .26235(14)  .0500(7) Uani d . 1 . C
 H12  .7705(3)  .3592(12)  .21466(14)  .060 Uiso calc R 1 . H
 O1W  .4667(3)  -.2938(11)  .4377(2)  .0835(11) Uani d . 1 . O
 H1W  .391(4)  -.366(13)  .424(2)  .12(2) Uiso d . 1 . H
 H2W  .461(4)  -.111(11)  .467(2)  .09(2) Uiso d . 1 . 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
 S  .0469(4)  .0454(4)  .0495(4)  -.0038(5)  .0062(3)  .0012(5)
 N1  .058(2)  .072(3)  .062(2)  .002(2)  .0063(14)  -.026(2)
 N2  .0534(14)  .052(2)  .0425(13)  -.0024(14)  .0025(11)  .0003(13)
 N3  .054(2)  .067(2)  .0405(14)  -.013(2)  .0043(13)  .0083(15)
 O1  .0611(15)  .119(3)  .094(2)  -.023(2)  .0198(14)  .000(2)
 O2  .0635(14)  .147(3)  .0683(14)  -.004(3)  -.0102(11)  -.020(2)
 C1  .046(2)  .035(2)  .052(2)  -.002(2)  .0066(13)  -.002(2)
 C2  .050(2)  .051(2)  .063(2)  -.003(2)  .014(2)  .001(2)
 C3  .044(2)  .060(2)  .064(2)  -.002(2)  -.003(2)  -.006(2)
 C4  .053(2)  .039(2)  .052(2)  .007(2)  .0005(13)  -.004(2)
 C5  .080(2)  .056(3)  .054(2)  .001(2)  -.006(2)  -.002(2)
 C6  .058(2)  .045(2)  .051(2)  .000(2)  .013(2)  .000(2)
 C7  .051(2)  .043(2)  .0391(15)  .002(2)  .0049(13)  -.0027(14)
 C8  .059(2)  .054(2)  .040(2)  -.003(2)  .0105(15)  .005(2)
 C9  .058(2)  .059(2)  .041(2)  .006(2)  .0003(14)  -.003(2)
 C10  .049(2)  .047(2)  .0480(15)  -.006(2)  .0080(12)  -.016(2)
 C11  .057(2)  .052(3)  .046(2)  -.011(2)  .0113(13)  .001(2)
 C12  .061(2)  .050(2)  .0402(14)  -.005(2)  .0066(12)  .000(2)
 O1W  .068(2)  .100(3)  .083(2)  -.014(2)  .009(2)  .003(2)
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
 S C1 . 1.728(3) yes
 S C4 . 1.735(3) yes
 N1 O1 . 1.227(3) yes
 N1 O2 . 1.234(3) yes
 N1 C10 . 1.441(4) yes
 N2 C6 . 1.272(4) yes
 N2 N3 . 1.374(3) yes
 N3 C7 . 1.354(4) yes
 N3 H3N .  .86(2) ?
 C1 C2 . 1.350(4) ?
 C1 C6 . 1.435(4) ?
 C2 C3 . 1.415(4) ?
 C2 H2 .  .93 ?
 C3 C4 . 1.328(4) ?
 C3 H3A .  .93 ?
 C4 C5 . 1.493(4) ?
 C5 H5A .  .96 ?
 C5 H5B .  .96 ?
 C5 H5C .  .96 ?
 C6 H6 .  .97(2) ?
 C7 C8 . 1.404(4) ?
 C7 C12 . 1.417(4) ?
 C8 C9 . 1.366(4) ?
 C8 H8 .  .97(3) ?
 C9 C10 . 1.380(4) ?
 C9 H9 .  .93 ?
 C10 C11 . 1.382(4) ?
 C11 C12 . 1.359(4) ?
 C11 H11 .  .93 ?
 C12 H12 .  .93 ?
 O1W H1W .  .82(4) ?
 O1W H2W .  .87(4) ?
_cod_database_code 2006167