#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011204.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_2011204
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1048
_journal_page_last  1049
_publ_section_title
;
Ranitidine hydrochloride, a polymorphic crystal form
;
loop_
_publ_author_name
  'Hempel, Andrew'
  'Camerman, Norman'
  'Mastropaolo, Donald'
  'Camerman, Arthur'
_chemical_name_common  Ranitidine
_chemical_formula_moiety  'C13 H23 N4 O3 S + , Cl -'
_chemical_formula_sum  'C13 H23 Cl N4 O3 S'
_chemical_formula_weight  350.86
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '1/2-x, 1/2+y, 1/2-z'
  '-x, -y, -z'
  '1/2+x, 1/2-y, 1/2+z'
_cell_length_a  12.1918(6)
_cell_length_b  6.5318(3)
_cell_length_c  22.0382(8)
_cell_angle_alpha  90.00
_cell_angle_beta  93.985(3)
_cell_angle_gamma  90.00
_cell_volume  1750.76(13)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.331
_diffrn_ambient_temperature  100(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
  Cl1  .40889(4)  .24606(8)  -.03956(2)  .02621(16) Uani d . 1 . . Cl
  O1  .49639(13)  -.0598(2)  .20041(6)  .0242(3) Uani d . 1 . . O
  C2  .48856(19)  -.0926(3)  .26160(9)  .0248(5) Uani d . 1 . . C
  C3  .3902(2)  -.0294(4)  .27828(11)  .0324(6) Uani d . 1 . . C
  H3  .3651  -.0348  .3172  .0330(15) Uiso calc R 1 . . H
  C4  .3312(2)  .0481(4)  .22433(11)  .0316(5) Uani d . 1 . . C
  H4  .2603  .1015  .2215  .0330(15) Uiso calc R 1 . . H
  C5  .39872(19)  .0284(3)  .17855(10)  .0248(5) Uani d . 1 . . C
  C6  .38943(18)  .0802(3)  .11325(10)  .0253(5) Uani d . 1 . . C
  H6A  .3122  .0867  .0994  .0330(15) Uiso calc R 1 . . H
  H6B  .4230  -.0280  .0908  .0330(15) Uiso calc R 1 . . H
  N7  .44348(15)  .2813(3)  .09936(9)  .0249(4) Uani d . 1 . . N
  H7  .438(3)  .281(5)  .0564(15)  .062(10) Uiso d . 1 . . H
  C8  .56184(19)  .2861(4)  .12042(11)  .0311(5) Uani d . 1 . . C
  H8A  .5960(6)  .409(2)  .1044(6)  .0330(15) Uiso calc R 1 . . H
  H8B  .5983(6)  .164(2)  .1058(6)  .0330(15) Uiso calc R 1 . . H
  H8C  .5692(2)  .289(2)  .1650(6)  .0330(15) Uiso calc R 1 . . H
  C9  .3838(2)  .4605(4)  .12235(11)  .0310(5) Uani d . 1 . . C
  H9A  .3851(10)  .4542(12)  .1660(7)  .0330(15) Uiso calc R 1 . . H
  H9B  .3089(12)  .4586(13)  .1055(6)  .0330(15) Uiso calc R 1 . . H
  H9C  .4188(9)  .5846(19)  .1104(6)  .0330(15) Uiso calc R 1 . . H
  C10  .58691(19)  -.1792(4)  .29512(10)  .0277(5) Uani d . 1 . . C
  H10A  .6065  -.3058  .2755  .0330(15) Uiso calc R 1 . . H
  H10B  .5686  -.2127  .3361  .0330(15) Uiso calc R 1 . . H
  S11  .70691(5)  -.00941(9)  .29966(3)  .02977(17) Uani d . 1 . . S
  C12  .6502(2)  .2250(3)  .32782(10)  .0261(5) Uani d . 1 . . C
  H12A  .7046  .3327  .3261  .0330(15) Uiso calc R 1 . . H
  H12B  .5869  .2639  .3012  .0330(15) Uiso calc R 1 . . H
  C13  .61514(19)  .2095(3)  .39289(9)  .0255(5) Uani d . 1 . . C
  H13A  .5670  .0924  .3962  .0330(15) Uiso calc R 1 . . H
  H13B  .6795  .1888  .4206  .0330(15) Uiso calc R 1 . . H
  N14  .55837(15)  .3938(3)  .40989(8)  .0238(4) Uani d . 1 . . N
  H14  .4899  .4021  .3978  .0330(15) Uiso calc R 1 . . H
  C15  .60016(18)  .5520(3)  .44215(9)  .0218(5) Uani d . 1 . . C
  N16  .70553(15)  .5547(3)  .46272(8)  .0245(4) Uani d . 1 . . N
  H16  .7461  .4522  .4543  .0330(15) Uiso calc R 1 . . H
  C17  .75598(19)  .7213(3)  .49855(10)  .0265(5) Uani d . 1 . . C
  H17A  .7435(10)  .8480(19)  .4773(4)  .0330(15) Uiso calc R 1 . . H
  H17B  .8334(11)  .6976(12)  .5049(6)  .0330(15) Uiso calc R 1 . . H
  H17C  .7242(10)  .7281(14)  .5370(6)  .0330(15) Uiso calc R 1 . . H
  C18  .53295(17)  .7231(3)  .45492(9)  .0219(5) Uani d . 1 . . C
  H18  .5637  .8259  .4799  .0330(15) Uiso calc R 1 . . H
  N19  .42754(16)  .7450(3)  .43301(8)  .0245(4) Uani d . 1 . . N
  O20  .37837(13)  .6112(3)  .39817(7)  .0304(4) Uani d . 1 . . O
  O21  .37558(14)  .9062(3)  .44580(8)  .0344(4) Uani d . 1 . . O
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
  Cl1  .0270(3)  .0248(3)  .0266(3)  -.0053(2)  .0002(2)  .0041(2)
  O1  .0268(9)  .0239(8)  .0216(7)  .0027(6)  .0006(6)  .0020(6)
  C2  .0321(13)  .0204(11)  .0220(11)  -.0016(10)  .0017(9)  .0028(9)
  C3  .0306(14)  .0376(14)  .0301(12)  -.0005(11)  .0088(10)  .0073(10)
  C4  .0214(12)  .0365(14)  .0369(13)  .0018(10)  .0031(10)  .0073(11)
  C5  .0218(12)  .0219(11)  .0302(11)  -.0012(9)  -.0015(9)  .0045(9)
  C6  .0225(12)  .0244(11)  .0285(11)  -.0038(9)  -.0018(9)  .0028(9)
  N7  .0224(10)  .0273(10)  .0247(10)  -.0026(8)  -.0004(7)  .0046(8)
  C8  .0224(12)  .0379(14)  .0324(12)  -.0065(10)  -.0020(9)  .0111(10)
  C9  .0311(14)  .0274(12)  .0346(12)  .0006(10)  .0038(10)  .0058(10)
  C10  .0352(14)  .0231(11)  .0248(11)  .0052(10)  .0014(9)  .0030(9)
  S11  .0258(3)  .0331(3)  .0304(3)  .0063(2)  .0020(2)  -.0058(2)
  C12  .0281(12)  .0245(12)  .0261(11)  .0020(9)  .0043(9)  -.0007(9)
  C13  .0318(13)  .0205(11)  .0242(11)  .0019(9)  .0020(9)  -.0023(9)
  N14  .0221(10)  .0223(9)  .0271(9)  -.0001(8)  .0023(7)  -.0014(7)
  C15  .0257(12)  .0224(11)  .0177(10)  .0002(9)  .0046(8)  .0043(8)
  N16  .0247(10)  .0208(9)  .0279(9)  .0051(8)  .0010(8)  -.0020(7)
  C17  .0209(12)  .0263(12)  .0315(12)  .0032(9)  -.0027(9)  -.0040(9)
  C18  .0230(12)  .0227(11)  .0201(10)  .0012(9)  .0017(8)  .0017(8)
  N19  .0236(10)  .0256(10)  .0246(9)  .0027(8)  .0032(7)  -.0005(8)
  O20  .0250(9)  .0331(9)  .0326(9)  -.0011(7)  -.0009(7)  -.0056(7)
  O21  .0284(9)  .0310(9)  .0437(10)  .0111(8)  .0007(7)  -.0067(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
  O1 C2 . 1.375(2) ?
  O1 C5 . 1.379(3) ?
  C2 C3 . 1.344(3) ?
  C2 C10 . 1.477(3) ?
  C3 C4 . 1.438(3) ?
  C3 H3 .  .9300 ?
  C4 C5 . 1.352(3) ?
  C4 H4 .  .9300 ?
  C5 C6 . 1.475(3) ?
  C6 N7 . 1.511(3) ?
  C6 H6A .  .9700 ?
  C6 H6B .  .9700 ?
  N7 C9 . 1.485(3) ?
  N7 C8 . 1.485(3) ?
  N7 H7 .  .95(3) ?
  C8 H8A .  .9797 ?
  C8 H8B .  .9797 ?
  C8 H8C .  .9797 ?
  C9 H9A .  .9614 ?
  C9 H9B .  .9614 ?
  C9 H9C .  .9614 ?
  C10 S11 . 1.833(2) ?
  C10 H10A .  .9700 ?
  C10 H10B .  .9700 ?
  S11 C12 . 1.807(2) ?
  C12 C13 . 1.528(3) ?
  C12 H12A .  .9700 ?
  C12 H12B .  .9700 ?
  C13 N14 . 1.451(3) ?
  C13 H13A .  .9700 ?
  C13 H13B .  .9700 ?
  N14 C15 . 1.335(3) ?
  N14 H14 .  .8600 ?
  C15 N16 . 1.332(3) ?
  C15 C18 . 1.425(3) ?
  N16 C17 . 1.456(3) ?
  N16 H16 .  .8600 ?
  C17 H17A .  .9574 ?
  C17 H17B .  .9574 ?
  C17 H17C .  .9574 ?
  C18 N19 . 1.349(3) ?
  C18 H18 .  .9300 ?
  N19 O21 . 1.270(2) ?
  N19 O20 . 1.284(2) ?