#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011218.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_2011218
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1035
_journal_page_last  1036
_publ_section_title
;
YC-1, activation inductor of the soluble guanylyl cyclase
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  "Sopkov\'a-de Oliveira Santos, Jana"
  "Collot, Val\'erie"
  'Bureau, Isabelle'
  'Rault, Sylvain'
_chemical_name_common  'YC-1'
_chemical_formula_moiety  'C19 H16 N2 O2'
_chemical_formula_sum  'C19 H16 N2 O2'
_chemical_formula_weight  304.34
_chemical_melting_point  112\%
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  14.3450(10)
_cell_length_b  5.6905(7)
_cell_length_c  18.7140(10)
_cell_angle_alpha  90.00
_cell_angle_beta  96.064(9)
_cell_angle_gamma  90.00
_cell_volume  1519.1(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.331
_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
  O1  .17746(9)  .5018(3)  .14774(8)  .0605(4) Uani d . 1 . . O
  H1  .1485(18)  .479(4)  .1909(14)  .081(8) Uiso d . 1 . . H
  C2  .26647(12)  .6012(3)  .16676(11)  .0477(4) Uani d . 1 . . C
  H2A  .2753(13)  .626(3)  .2180(11)  .047(5) Uiso d . 1 . . H
  H2B  .2708(16)  .760(4)  .1467(14)  .077(7) Uiso d . 1 . . H
  C3  .34246(11)  .4527(3)  .14267(9)  .0411(4) Uani d . 1 . . C
  C4  .39309(13)  .4583(4)  .08684(11)  .0530(5) Uani d . 1 . . C
  H4  .3881(14)  .570(4)  .0468(11)  .061(6) Uiso d . 1 . . H
  C5  .45655(14)  .2643(4)  .09424(10)  .0513(5) Uani d . 1 . . C
  H5  .5057(15)  .225(4)  .0636(12)  .060(6) Uiso d . 1 . . H
  C6  .44100(11)  .1537(3)  .15560(9)  .0382(4) Uani d . 1 . . C
  O7  .37037(8)  .26462(19)  .18630(6)  .0400(3) Uani d . 1 . . O
  C8  .48337(11)  -.0478(3)  .19403(8)  .0360(3) Uani d . 1 . . C
  N9  .44752(9)  -.1291(2)  .25180(7)  .0381(3) Uani d . 1 . . N
  N10  .49974(9)  -.3194(2)  .27504(7)  .0390(3) Uani d . 1 . . N
  C11  .56862(11)  -.3617(3)  .23180(9)  .0378(4) Uani d . 1 . . C
  C12  .63615(12)  -.5397(3)  .23502(10)  .0466(4) Uani d . 1 . . C
  H12  .6409(14)  -.657(4)  .2741(11)  .056(6) Uiso d . 1 . . H
  C13  .69657(14)  -.5360(4)  .18323(12)  .0563(5) Uani d . 1 . . C
  H13  .7420(15)  -.653(4)  .1850(12)  .061(6) Uiso d . 1 . . H
  C14  .69198(14)  -.3617(4)  .13005(12)  .0592(5) Uani d . 1 . . C
  H14  .7368(14)  -.365(4)  .0949(11)  .059(6) Uiso d . 1 . . H
  C15  .62560(13)  -.1868(4)  .12678(11)  .0507(4) Uani d . 1 . . C
  H15  .6229(14)  -.067(4)  .0893(11)  .055(5) Uiso d . 1 . . H
  C16  .56145(11)  -.1870(3)  .17839(9)  .0384(4) Uani d . 1 . . C
  C17  .47221(12)  -.4644(3)  .33327(10)  .0431(4) Uani d . 1 . . C
  H17A  .4168(14)  -.388(4)  .3515(10)  .049(5) Uiso d . 1 . . H
  H17B  .4518(16)  -.626(4)  .3140(12)  .071(7) Uiso d . 1 . . H
  C18  .54777(11)  -.4963(3)  .39462(8)  .0358(3) Uani d . 1 . . C
  C19  .54818(13)  -.7009(3)  .43514(10)  .0436(4) Uani d . 1 . . C
  H19  .5017(14)  -.824(4)  .4186(11)  .058(6) Uiso d . 1 . . H
  C20  .61380(15)  -.7326(3)  .49372(10)  .0509(5) Uani d . 1 . . C
  H20  .6139(15)  -.874(4)  .5220(12)  .065(6) Uiso d . 1 . . H
  C21  .68007(14)  -.5633(4)  .51245(10)  .0530(5) Uani d . 1 . . C
  H21  .7261(16)  -.585(4)  .5507(13)  .072(7) Uiso d . 1 . . H
  C22  .68042(14)  -.3594(4)  .47233(11)  .0536(5) Uani d . 1 . . C
  H22  .7255(16)  -.245(4)  .4832(13)  .067(6) Uiso d . 1 . . H
  C23  .61447(13)  -.3254(3)  .41408(10)  .0446(4) Uani d . 1 . . C
  H23  .6144(13)  -.180(3)  .3849(11)  .050(5) 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
  O1  .0433(7)  .0856(11)  .0525(8)  -.0119(7)  .0050(6)  -.0113(7)
  C2  .0442(9)  .0393(9)  .0579(11)  .0000(7)  -.0032(8)  -.0004(9)
  C3  .0404(8)  .0333(8)  .0475(9)  -.0038(7)  -.0044(7)  .0071(7)
  C4  .0507(10)  .0518(11)  .0561(11)  .0016(8)  .0047(8)  .0210(9)
  C5  .0509(10)  .0552(11)  .0487(10)  .0054(9)  .0105(8)  .0144(9)
  C6  .0399(8)  .0353(8)  .0391(8)  -.0015(6)  .0022(6)  .0005(7)
  O7  .0447(6)  .0340(6)  .0411(6)  .0027(5)  .0040(5)  .0040(5)
  C8  .0396(8)  .0331(8)  .0352(8)  -.0023(6)  .0028(6)  -.0005(6)
  N9  .0402(7)  .0356(7)  .0382(7)  .0035(6)  .0030(5)  .0027(6)
  N10  .0402(7)  .0373(7)  .0398(7)  .0047(6)  .0055(5)  .0067(6)
  C11  .0379(8)  .0359(8)  .0394(8)  -.0013(6)  .0032(6)  -.0011(6)
  C12  .0446(9)  .0402(9)  .0545(11)  .0060(7)  .0036(8)  .0026(8)
  C13  .0486(10)  .0522(11)  .0695(13)  .0129(9)  .0124(9)  -.0009(10)
  C14  .0534(11)  .0647(13)  .0634(12)  .0079(9)  .0245(10)  -.0001(10)
  C15  .0515(10)  .0516(10)  .0508(10)  .0017(8)  .0141(8)  .0057(9)
  C16  .0393(8)  .0357(8)  .0399(8)  -.0025(7)  .0030(6)  -.0011(7)
  C17  .0423(9)  .0421(9)  .0448(9)  -.0031(7)  .0045(7)  .0093(7)
  C18  .0404(8)  .0299(7)  .0383(8)  .0018(6)  .0101(6)  .0006(6)
  C19  .0550(10)  .0332(8)  .0434(9)  .0005(8)  .0085(7)  .0031(7)
  C20  .0706(12)  .0398(9)  .0428(10)  .0088(9)  .0086(9)  .0087(8)
  C21  .0596(11)  .0581(12)  .0392(9)  .0123(9)  -.0044(8)  -.0005(8)
  C22  .0544(10)  .0497(11)  .0547(11)  -.0079(9)  -.0039(8)  -.0054(9)
  C23  .0533(10)  .0329(8)  .0478(9)  -.0036(7)  .0061(8)  .0030(7)
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
  O1 C2 . 1.408(2) ?
  O1 H1 .  .96(3) ?
  C2 C3 . 1.487(3) ?
  C2 H2A .  .96(2) ?
  C2 H2B .  .98(2) ?
  C3 C4 . 1.334(3) ?
  C3 O7 . 1.3796(19) ?
  C4 C5 . 1.428(3) ?
  C4 H4 .  .98(2) ?
  C5 C6 . 1.349(2) ?
  C5 H5 .  .98(2) ?
  C6 O7 . 1.370(2) ?
  C6 C8 . 1.452(2) ?
  C8 N9 . 1.328(2) ?
  C8 C16 . 1.427(2) ?
  N9 N10 . 1.3616(18) ?
  N10 C11 . 1.363(2) ?
  N10 C17 . 1.455(2) ?
  C11 C12 . 1.398(2) ?
  C11 C16 . 1.406(2) ?
  C12 C13 . 1.367(3) ?
  C12 H12 .  .99(2) ?
  C13 C14 . 1.402(3) ?
  C13 H13 .  .93(2) ?
  C14 C15 . 1.374(3) ?
  C14 H14 .  .97(2) ?
  C15 C16 . 1.403(2) ?
  C15 H15 .  .97(2) ?
  C17 C18 . 1.504(2) ?
  C17 H17A . 1.00(2) ?
  C17 H17B . 1.02(2) ?
  C18 C23 . 1.386(2) ?
  C18 C19 . 1.389(2) ?
  C19 C20 . 1.379(3) ?
  C19 H19 .  .99(2) ?
  C20 C21 . 1.373(3) ?
  C20 H20 .  .96(2) ?
  C21 C22 . 1.382(3) ?
  C21 H21 .  .93(2) ?
  C22 C23 . 1.380(3) ?
  C22 H22 .  .92(2) ?
  C23 H23 .  .99(2) ?