#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007115.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_2007115
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  407
_journal_page_last  410
_publ_section_title
;
Ambroxol Theophylline-7-acetate Salt Monohydrate
;
loop_
_publ_author_name
  'Giuseppetti, Giuseppe'
  'Mazzi, Fiorenzo'
  'Tadini, Carla'
  'Giordano, Ferdinando'
  'Bettinetti, Giampiero'
  'Sorrenti, Milena'
  'Gazzaniga, Andrea'
_chemical_name_common
;
Ambroxol Theophylline-7-Acetate Salt Monohydrate
;
_chemical_formula_moiety  'C13 H19 Br2 N2 O 1+,C9 H9 N4 O4 1-, H2 O'
_chemical_formula_sum  'C22 H30 Br2 N6 O6'
_chemical_formula_weight  634.32
_chemical_melting_point  487
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,-y,-z'
  'x+1/2,-y+1/2,-z'
  '-x+1/2,y+1/2,z'
  '-x,y+1/2,-z+1/2'
  'x,-y+1/2,z+1/2'
  '-x+1/2,-y,z+1/2'
  'x+1/2,y,-z+1/2'
_cell_length_a  22.935(4)
_cell_length_b  27.125(3)
_cell_length_c  8.3320(10)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  5183.0(10)
_cell_formula_units_Z  8
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.626
_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_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  C1 .5682(8) .3742(6) .2665(17) .039(7) Uani . . . C
  C2 .5896(9) .3312(5) .335(2) .041(7) Uani . . . C
  C3 .6419(8) .3318(6) .419(2) .048(7) Uani . . . C
  C4 .6729(7) .3738(5) .4377(17) .036(5) Uani . . . C
  C5 .6541(8) .4161(5) .3702(18) .034(6) Uani . . . C
  C6 .6032(10) .4179(5) .2874(18) .032(6) Uani . . . C
  N7 .5167(7) .3754(5) .1838(17) .061(6) Uani . . . N
  C8 .5863(8) .4655(5) .1980(18) .038(6) Uani . . . C
  N9 .5512(5) .5002(4) .2996(13) .030(4) Uani . . . N
  C10 .5550(8) .5529(5) .2443(18) .039(7) Uani . . . C
  C11 .6140(9) .5743(5) .281(2) .046(8) Uani . . . C
  C12 .6179(8) .6295(5) .2357(18) .045(7) Uani . . . C
  C13 .5702(9) .6585(6) .316(2) .053(8) Uani . . . C
  C14 .5099(8) .6369(5) .283(2) .046(7) Uani . . . C
  C15 .5088(7) .5826(6) .335(2) .047(6) Uani . . . C
  O16 .5735(6) .7089(4) .2606(16) .061(5) Uani . . . O
  N17 .2030(6) .3735(5) .5271(15) .040(5) Uani . . . N
  C18 .2191(10) .3246(8) .506(2) .066(9) Uani . . . C
  N19 .2703(8) .3171(5) .4198(19) .061(7) Uani . . . N
  C20 .3045(10) .3525(7) .340(2) .059(9) Uani . . . C
  C21 .2813(8) .3998(6) .365(2) .039(6) Uani . . . C
  C22 .2338(8) .4098(6) .4555(19) .039(7) Uani . . . C
  C23 .1493(8) .3818(8) .6147(19) .069(8) Uani . . . C
  O24 .1917(7) .2912(5) .5641(17) .094(7) Uani . . . O
  C25 .2879(10) .2646(6) .402(3) .090(10)
  Uani . . . C
  O26 .3473(7) .3411(5) .2635(16) .073(6) Uani . . . O
  N27 .3006(6) .4451(5) .3044(16) .043(5) Uani . . . N
  C28 .2624(9) .4777(6) .367(2) .052(8) Uani . . . C
  N29 .2218(6) .4590(5) .4631(17) .046(6) Uani . . . N
  C30 .3466(7) .4540(6) .1919(19) .041(6) Uani . . . C
  C31 .4026(9) .4733(5) .267(2) .039(7) Uani . . . C
  O32 .4471(5) .4690(4) .1878(15) .049(5) Uani . . . O
  O33 .3983(5) .4936(4) .4009(13) .061(5) Uani . . . O
  O34 .4276(5) .2943(4) .0647(14) .057(5) Uani . . . O
  Br35 .54770(10)
  .27235(6) .3149(3) .0816(10) Uani . . . Br
  Br36 .74534(9) .37320(7) .5502(2) .0524(7) Uani . . . Br
  H3 .6559(8) .3027(6) .463(2)  .0573 Uiso . . . H
  H5 .6763(8) .4446(5) .3807(18) .0412 Uiso . . . H
  H7A .4965(7) .3489(5) .1728(17) .0731 Uiso . . . H
  H7B .5045(7) .4026(5) .1428(17) .0731 Uiso . . . H
  H8A .6215(8) .4821(5) .1628(18) .0460 Uiso . . . H
  H8B .5639(8) .4569(5) .1033(18) .0460 Uiso . . . H
  H9A .56514 .49830 .41066 .0362 Uiso calc . . H
  H9B .51045 .48998 .29754 .0362 Uiso calc . . H
  H10 .5475(8) .5547(5) .1287(18) .0472 Uiso . . . H
  H11A .6435(9) .5562(5) .222(2)  .0557 Uiso . . . H
  H11B .6221(9) .5706(5) .394(2)  .0557 Uiso . . . H
  H12A .6556(8) .6424(5) .2682(18) .0543 Uiso . . . H
  H12B .6147(8) .6331(5) .1202(18) .0543 Uiso . . . H
  H13 .5770(9) .6582(6) .432(2)  .0638 Uiso . . . H
  H14A .5009(8) .6394(5) .170(2)  .0552 Uiso . . . H
  H14B .4806(8) .6553(5) .343(2)  .0552 Uiso . . . H
  H15A .5161(7) .5803(6) .450(2)  .0562 Uiso . . . H
  H15B .4705(7) .5688(6) .314(2)  .0562 Uiso . . . H
  H16 .5408(14) .719(3)  .24(2)  .0920 Uiso . . . H
  H23A .1526(19) .368(4)  .720(5)  .1028 Uiso . . . H
  H23B .1175(11) .366(4)  .559(7)  .1028 Uiso . . . H
  H23C .142(3)  .4166(8) .6229(12) .1028 Uiso . . . H
  H25A .260(4)  .2476(16) .3370(17) .1344 Uiso . . . H
  H25B .290(7)  .2493(18) .506(3)  .1344 Uiso . . . H
  H25C .326(3)  .2629(6) .351(18) .1344 Uiso . . . H
  H28 .2643(9) .5112(6) .344(2)  .0624 Uiso . . . H
  H30A .3331(7) .4777(6) .1131(19) .0487 Uiso . . . H
  H30B .3552(7) .4235(6) .1357(19) .0487 Uiso . . . H
  H34A .39280 .30250 .12660 .0688 Uiso calc . . H
  H34B .41810 .26200 .01940 .0688 Uiso calc . . 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
  C1 .044(14) .039(10) .033(9) -.006(11) .000(9) -.001(8)
  C2 .052(15) .019(9) .051(11) -.004(9) .013(11) .001(8)
  C3 .047(14) .039(11) .058(12) .002(10) -.007(11) .007(9)
  C4 .053(12) .018(8) .037(8) -.009(9) .001(9) .007(8)
  C5 .039(12) .018(9) .046(11) -.009(8) .005(10) .000(7)
  C6 .044(15) .019(8) .034(10) .003(9) .004(10) .005(7)
  N7 .081(14) .027(7) .075(10) -.021(8) -.031(11) .010(8)
  C8 .048(14) .038(9) .030(9) .008(9) .006(10) .004(8)
  N9 .026(7)  .037(7)  .027(7)  -.002(9)  -.001(6)  -.008(6)
  C10 .053(15) .037(9) .028(9) -.010(10) .006(9) .002(7)
  C11 .057(19) .029(9) .053(12) -.001(9) .003(11) .000(8)
  C12 .071(16) .024(9) .041(9) -.009(9) .013(10) -.008(8)
  C13 .067(19) .043(11) .050(11) -.019(11) .000(12) .009(9)
  C14 .057(16) .020(9) .061(13) .013(9) .002(11) .001(8)
  C15 .036(12) .056(11) .049(11) -.001(9) .007(10) -.011(9)
  O16 .094(12) .025(6) .065(8) .004(7) .012(9) -.006(6)
  N17 .022(9)  .049(9)  .047(8)  .001(8)  .005(8)  -.002(8)
  C18 .072(18) .078(17) .048(13) -.031(14) -.016(13) .025(12)
  N19 .087(15) .033(9) .063(11) .001(9) -.002(11) .017(8)
  C20 .086(19) .045(12) .044(12) .008(13) -.017(13) -.008(10)
  C21 .038(13) .034(10) .044(11) .000(9) -.009(10) -.004(8)
  C22 .035(13) .057(12) .026(9) -.019(10) -.012(10) -.006(9)
  C23 .034(13) .116(17) .056(12) -.004(13) .006(11) .022(12)
  O24 .113(15) .078(10) .089(11) -.035(10) .004(10) .037(9)
  C25 .11(2)  .052(14) .110(18) .015(13) .023(17) .016(12)
  O26 .074(12) .072(9) .072(10) .036(9) .019(9) .001(7)
  N27 .043(10) .042(9) .044(9) -.001(8) -.015(9) -.004(8)
  C28 .066(16) .035(10) .055(12) .014(10) -.020(12) .001(9)
  N29 .036(10) .053(10) .049(9) -.002(7) .015(9) -.014(8)
  C30 .033(12) .052(11) .037(10) -.010(9) .003(10) -.002(9)
  C31 .060(15) .024(9) .031(10) -.003(10) -.004(11) .015(8)
  O32 .029(9)  .058(8)  .060(8)  -.002(6)  -.008(8)  -.003(7)
  O33 .073(9)  .071(9)  .040(7)  -.024(8)  -.007(6)  -.006(7)
  O34 .078(11) .028(6) .066(8) -.005(6) .004(8) .005(6)
  Br35 .097(2)  .0327(9) .1153(18) -.0200(12) -.0346(17) .0107(12)
  Br36 .0466(14) .0580(11) .0525(9) .0009(11) -.0063(11) .0122(10)
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
  C1 C2 . 1.39(2) no
  C1 C6 . 1.44(2) no
  C1 N7 . 1.37(2) yes
  C2 C3 . 1.39(2) no
  C2 Br35 . 1.870(10)
  no
  C3 C4 . 1.35(2) no
  C3 H3 . .93(2) no
  C4 C5 . 1.35(2) no
  C4 Br36 . 1.910(10)
  no
  C5 C6 . 1.36(2) no
  C5 H5 . .93(2) no
  C6 C8 . 1.54(2) no
  N7 H7A . .860(10)
  no
  N7 H7B . .860(10)
  no
  C8 N9 . 1.500(10)
  yes
  C8 H8A . .97(2) no
  C8 H8B . .97(2) no
  N9 C10 . 1.510(10)
  yes
  N9 H9A . .980(10)
  no
  N9 H9B . .970(10)
  no
  C10 C11 . 1.50(2) no
  C10 C15 . 1.53(2) no
  C10 H10 . .98(2) no
  C11 C12 . 1.54(2) no
  C11 H11A . .97(2) no
  C11 H11B . .97(2) no
  C12 C13 . 1.51(2) no
  C12 H12A . .97(2) no
  C12 H12B . .97(2) no
  C13 C14 . 1.53(2) no
  C13 O16 . 1.450(10)
  yes
  C13 H13 . .98(2) no
  C14 C15 . 1.54(2) no
  C14 H14A . .97(2) no
  C14 H14B . .97(2) no
  C15 H15A . .97(2) no
  C15 H15B . .97(2) no
  O16 H16 . .82(6) no
  N17 C18 . 1.39(2) no
  N17 C22 . 1.35(2) no
  N17 C23 . 1.45(2) no
  C18 N19 . 1.39(2) no
  C18 O24 . 1.21(2) no
  N19 C20 . 1.41(2) no
  N19 C25 . 1.49(2) no
  C20 C21 . 1.40(2) no
  C20 O26 . 1.21(2) yes
  C21 C22 . 1.35(2) no
  C21 N27 . 1.40(2) no
  C22 N29 . 1.36(2) no
  C23 H23A . .96(5) no
  C23 H23B . .96(5) no
  C23 H23C . .96(3) no
  C25 H25A . .96(7) no
  C25 H25B . .96(3) no
  C25 H25C . .96(10) no
  N27 C28 . 1.35(2) no
  N27 C30 . 1.43(2) no
  C28 N29 . 1.33(2) no
  C28 H28 . .93(2) no
  C30 C31 . 1.52(2) no
  C30 H30A . .97(2) no
  C30 H30B . .97(2) no
  C31 O32 . 1.22(2) yes
  C31 O33 . 1.25(2) yes
  O34 H34A . .980(10)
  no
  O34 H34B . .980(10)
  no