data_2007119
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_publ_section_title
;
Polymorph II of 2-(2-Ethyl-2,3-dihydro-1-benzofuran-2-yl)imidazolinium
Chloride
;
loop_
_publ_author_name
  'BELIN, Claude'
  'PENA, Richard'
  'CHAUVET, Alain'
  'RIBET, Jean Paul'
  'MAUREL, Jean Louis'
_chemical_name_common  'efaroxan hydrochloride'
_chemical_formula_moiety  'C13 H17 N2 O 1+ , Cl 1-'
_chemical_formula_sum  'C13 H17 Cl N2 O'
_chemical_formula_weight  252.74
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.086(2)
_cell_length_b  8.329(3)
_cell_length_c  11.655(5)
_cell_angle_alpha  71.22(5)
_cell_angle_beta  85.53(3)
_cell_angle_gamma  86.14(4)
_cell_volume  648.6(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.294
_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
  Cl  .29665(13)  .81009(10)  .39489(9)  .0511(3) Uani d . 1 . . Cl
  O1  .4173(3) 1.2721(3)  .17854(18)  .0384(5) Uani d . 1 . . O
  C2  .4516(4) 1.3955(3)  .2387(3)  .0350(7) Uani d . 1 . . C
  C3  .6685(4) 1.3852(4)  .2528(3)  .0433(8) Uani d . 1 . . C
  H3A  .7261 1.4897  .2037  .052 Uiso calc R 1 . . H
  H3B  .6965 1.3623  .3369  .052 Uiso calc R 1 . . H
  C4  .9124(5) 1.1599(4)  .2031(3)  .0477(8) Uani d . 1 . . C
  H4 1.0177 1.1973  .2283  .057 Uiso calc R 1 . . H
  C5  .9291(6) 1.0241(5)  .1600(3)  .0574(10) Uani d . 1 . . C
  H5 1.0473  .9698  .1560  .069 Uiso calc R 1 . . H
  C6  .7750(6)  .9666(5)  .1227(3)  .0574(10) Uani d . 1 . . C
  H6  .7908  .8746  .0936  .069 Uiso calc R 1 . . H
  C7  .5969(5) 1.0437(4)  .1277(3)  .0426(8) Uani d . 1 . . C
  H7  .4910 1.0047  .1042  .051 Uiso calc R 1 . . H
  C8  .5847(4) 1.1818(4)  .1695(2)  .0338(7) Uani d . 1 . . C
  C9  .7358(4) 1.2403(4)  .2083(2)  .0359(7) Uani d . 1 . . C
  C10  .3494(4) 1.3330(3)  .3624(3)  .0308(6) Uani d . 1 . . C
  N11  .3066(4) 1.4262(3)  .4326(2)  .0398(6) Uani d . 1 . . N
  H11  .3258 1.5328  .4127  .048 Uiso calc R 1 . . H
  C12  .2210(5) 1.3242(4)  .5501(3)  .0437(8) Uani d . 1 . . C
  H12A  .0931 1.3665  .5639  .052 Uiso calc R 1 . . H
  H12B  .2961 1.3237  .6163  .052 Uiso calc R 1 . . H
  C13  .2209(5) 1.1480(4)  .5372(3)  .0435(8) Uani d . 1 . . C
  H13A  .2977 1.0666  .5966  .052 Uiso calc R 1 . . H
  H13B  .0933 1.1084  .5461  .052 Uiso calc R 1 . . H
  N14  .3037(4) 1.1756(3)  .4135(2)  .0387(6) Uani d . 1 . . N
  H14  .3201 1.0981  .3791  .046 Uiso calc R 1 . . H
  C15  .3770(5) 1.5692(4)  .1626(3)  .0459(8) Uani d . 1 . . C
  H15A  .3989 1.6506  .2033  .055 Uiso calc R 1 . . H
  H15B  .4497 1.6020  .0853  .055 Uiso calc R 1 . . H
  C16  .1695(6) 1.5807(5)  .1388(3)  .0640(11) Uani d . 1 . . C
  H16A  .1347 1.6943  .0903  .096 Uiso calc R 1 . . H
  H16B  .0954 1.5519  .2146  .096 Uiso calc R 1 . . H
  H16C  .1463 1.5032  .0963  .096 Uiso calc R 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
  Cl  .0567(6)  .0286(4)  .0728(6)  -.0022(4)  -.0049(4)  -.0225(4)
  O1  .0377(12)  .0415(12)  .0440(13)  .0007(10)  -.0054(10)  -.0243(10)
  C2  .0438(18)  .0278(15)  .0363(17)  -.0043(13)  .0003(14)  -.0144(13)
  C3  .0400(19)  .0465(19)  .048(2)  -.0076(15)  -.0009(15)  -.0206(16)
  C4  .043(2)  .053(2)  .040(2)  -.0022(16)  -.0003(15)  -.0063(16)
  C5  .059(2)  .056(2)  .049(2)  .0112(19)  .0114(18)  -.0107(18)
  C6  .077(3)  .046(2)  .052(2)  .0020(19)  .011(2)  -.0229(17)
  C7  .056(2)  .0393(18)  .0342(17)  -.0011(15)  .0032(15)  -.0163(14)
  C8  .0371(17)  .0375(16)  .0241(15)  .0003(13)  .0027(13)  -.0075(12)
  C9  .0376(18)  .0394(17)  .0262(15)  -.0017(14)  .0007(13)  -.0048(13)
  C10  .0304(16)  .0267(15)  .0360(16)  -.0028(12)  -.0053(12)  -.0100(12)
  N11  .0593(17)  .0217(12)  .0375(14)  -.0063(11)  .0062(13)  -.0096(11)
  C12  .055(2)  .0349(17)  .0397(18)  -.0019(15)  .0050(15)  -.0112(14)
  C13  .048(2)  .0349(17)  .0410(18)  -.0080(15)  .0074(15)  -.0046(14)
  N14  .0535(16)  .0229(12)  .0398(14)  -.0057(11)  .0012(12)  -.0103(11)
  C15  .062(2)  .0342(17)  .0364(18)  -.0018(16)  .0021(16)  -.0058(14)
  C16  .071(3)  .047(2)  .064(2)  .0092(19)  -.012(2)  -.0036(18)
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
  Cl N14 . 3.125(3) no
  Cl O1 . 3.969(3) no
  Cl N11 . 5.295(3) no
  O1 C8 . 1.376(3) yes
  O1 C2 . 1.460(3) yes
  O1 N14 . 2.669(3) no
  C2 C10 . 1.510(4) yes
  C2 C15 . 1.517(4) yes
  C2 C3 . 1.552(4) yes
  C3 C9 . 1.497(4) yes
  C3 H3A .  .9700 no
  C3 H3B .  .9700 no
  C4 C5 . 1.373(5) yes
  C4 C9 . 1.385(4) yes
  C4 H4 .  .9300 no
  C5 C6 . 1.375(5) yes
  C5 H5 .  .9300 no
  C6 C7 . 1.383(5) yes
  C6 H6 .  .9300 no
  C7 C8 . 1.382(4) yes
  C7 H7 .  .9300 no
  C8 C9 . 1.370(4) yes
  C10 N11 . 1.304(3) yes
  C10 N14 . 1.305(3) yes
  N11 C12 . 1.469(4) yes
  N11 H11 .  .8600 no
  C12 C13 . 1.523(4) yes
  C12 H12A .  .9700 no
  C12 H12B .  .9700 no
  C13 N14 . 1.466(4) yes
  C13 H13A .  .9700 no
  C13 H13B .  .9700 no
  N14 H14 .  .8600 no
  C15 C16 . 1.509(5) yes
  C15 H15A .  .9700 no
  C15 H15B .  .9700 no
  C16 H16A .  .9600 no
  C16 H16B .  .9600 no
  C16 H16C .  .9600 no