#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200187.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_2200187
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o295
_journal_page_last  o297
_publ_section_title
;
N,N-Dimethyl-5-dimethylamino-3-(1-pyrrolyl)-2,4-pentadieniminium
tetrafluoroborate
;
loop_
_publ_author_name
  'Ferguson, George'
  'McAlees, Alan J.'
  'McCrindle, Robert'
_chemical_formula_moiety  'C13 H20 N3 1+, B F4 1-'
_chemical_formula_sum  'C13 H20 B F4 N3'
_chemical_formula_iupac  'C13 H20 N3 1+, B F4 1-'
_chemical_formula_weight  305.13
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  14.882(3)
_cell_length_b  10.366(2)
_cell_length_c  24.064(3)
_cell_angle_alpha  90.00
_cell_angle_beta  121.987(11)
_cell_angle_gamma  90.00
_cell_volume  3148.7(10)
_cell_formula_units_Z  8
_cell_measurement_temperature  293.0(10)
_exptl_crystal_density_diffrn  1.287
_diffrn_ambient_temperature  293.0(10)
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
  N11  .8488(2)  .5848(4)  .47096(16)  .0631(10) Uani d . 1 . . N
  N12  .7392(3)  .1643(3)  .33407(16)  .0642(10) Uani d . 1 . . N
  N13  .9173(2)  .1632(4)  .56541(16)  .0603(9) Uani d . 1 . . N
  C11  .8654(3)  .4606(5)  .47170(19)  .0594(11) Uani d . 1 . . C
  H11  .8763  .4292  .4395  .071 Uiso calc R 1 . . H
  C12  .8686(3)  .3708(4)  .51547(19)  .0602(11) Uani d . 1 . . C
  H12  .8640  .4000  .5504  .072 Uiso calc R 1 . . H
  C13  .8782(3)  .2392(4)  .50916(19)  .0552(10) Uani d . 1 . . C
  C14  .8509(3)  .1759(4)  .45105(19)  .0607(11) Uani d . 1 . . C
  H14  .8884  .1024  .4533  .073 Uiso calc R 1 . . H
  C15  .7707(3)  .2180(4)  .39070(19)  .0573(11) Uani d . 1 . . C
  H15  .7352  .2924  .3901  .069 Uiso calc R 1 . . H
  C16  .8466(4)  .6665(5)  .4216(2)  .0846(14) Uani d . 1 . . C
  H16A  .8698  .6181  .3974  .127 Uiso calc R 1 . . H
  H16B  .8930  .7388  .4423  .127 Uiso calc R 1 . . H
  H16C  .7757  .6969  .3922  .127 Uiso calc R 1 . . H
  C17  .8247(4)  .6455(5)  .5156(2)  .0932(16) Uani d . 1 . . C
  H17A  .8153  .7365  .5070  .140 Uiso calc PR  .50 . . H
  H17B  .8820  .6312  .5599  .140 Uiso calc PR  .50 . . H
  H17C  .7608  .6092  .5096  .140 Uiso calc PR  .50 . . H
  H17D  .8234  .5814  .5440  .140 Uiso calc PR  .50 . . H
  H17E  .7568  .6868  .4911  .140 Uiso calc PR  .50 . . H
  H17F  .8780  .7087  .5414  .140 Uiso calc PR  .50 . . H
  C18  .6483(3)  .2133(5)  .2737(2)  .0855(15) Uani d . 1 . . C
  H18A  .6178  .2845  .2836  .128 Uiso calc R 1 . . H
  H18B  .5965  .1461  .2529  .128 Uiso calc R 1 . . H
  H18C  .6706  .2416  .2449  .128 Uiso calc R 1 . . H
  C19  .7948(4)  .0557(5)  .3275(2)  .0938(16) Uani d . 1 . . C
  H19A  .7596  .0304  .2824  .141 Uiso calc PR  .50 . . H
  H19B  .7951  -.0153  .3532  .141 Uiso calc PR  .50 . . H
  H19C  .8664  .0803  .3427  .141 Uiso calc PR  .50 . . H
  H19D  .8545  .0332  .3698  .141 Uiso calc PR  .50 . . H
  H19E  .8189  .0789  .2990  .141 Uiso calc PR  .50 . . H
  H19F  .7477  -.0167  .3095  .141 Uiso calc PR  .50 . . H
  C110  .9735(3)  .2048(5)  .6302(2)  .0675(12) Uani d . 1 . . C
  H110  .9972  .2884  .6443  .081 Uiso calc R 1 . . H
  C111  .9878(4)  .1033(6)  .6689(2)  .0796(14) Uani d . 1 . . C
  H111 1.0226  .1047  .7144  .096 Uiso calc R 1 . . H
  C112  .9406(4)  -.0059(5)  .6282(3)  .0818(14) Uani d . 1 . . C
  H112  .9390  -.0891  .6421  .098 Uiso calc R 1 . . H
  C113  .8988(3)  .0320(5)  .5665(2)  .0699(12) Uani d . 1 . . C
  H113  .8629  -.0209  .5298  .084 Uiso calc R 1 . . H
  N21  .3126(3)  .1161(4)  .31442(18)  .0724(10) Uani d . 1 . . N
  N22  .2958(3)  -.3225(4)  .40602(17)  .0643(10) Uani d . 1 . . N
  N23  .3872(2)  .0634(3)  .53204(17)  .0609(9) Uani d . 1 . . N
  C21  .3462(3)  .0524(4)  .3690(2)  .0603(11) Uani d . 1 . . C
  H21  .3822  -.0242  .3738  .072 Uiso calc R 1 . . H
  C22  .3340(3)  .0865(4)  .4201(2)  .0606(11) Uani d . 1 . . C
  H22  .3070  .1677  .4195  .073 Uiso calc R 1 . . H
  C23  .3601(3)  .0047(4)  .4723(2)  .0548(11) Uani d . 1 . . C
  C24  .3605(3)  -.1290(4)  .4707(2)  .0594(11) Uani d . 1 . . C
  H24  .4047  -.1743  .5092  .071 Uiso calc R 1 . . H
  C25  .2964(3)  -.1966(4)  .4133(2)  .0564(11) Uani d . 1 . . C
  H25  .2495  -.1487  .3765  .068 Uiso calc R 1 . . H
  C26  .3412(4)  .0793(5)  .2675(2)  .0950(16) Uani d . 1 . . C
  H26A  .3897  .0080  .2846  .143 Uiso calc R 1 . . H
  H26B  .3742  .1510  .2600  .143 Uiso calc R 1 . . H
  H26C  .2787  .0544  .2270  .143 Uiso calc R 1 . . H
  C27  .2450(4)  .2278(5)  .2980(3)  .1067(18) Uani d . 1 . . C
  H27A  .2866  .3004  .3233  .160 Uiso calc R 1 . . H
  H27B  .1912  .2105  .3075  .160 Uiso calc R 1 . . H
  H27C  .2124  .2466  .2522  .160 Uiso calc R 1 . . H
  C28  .2199(4)  -.3841(5)  .3437(2)  .0820(14) Uani d . 1 . . C
  H28A  .2575  -.4317  .3280  .123 Uiso calc R 1 . . H
  H28B  .1769  -.3193  .3122  .123 Uiso calc R 1 . . H
  H28C  .1755  -.4419  .3499  .123 Uiso calc R 1 . . H
  C29  .3691(4)  -.4083(4)  .4590(2)  .0796(14) Uani d . 1 . . C
  H29A  .3555  -.4959  .4438  .119 Uiso calc PR  .50 . . H
  H29B  .3593  -.3996  .4952  .119 Uiso calc PR  .50 . . H
  H29C  .4406  -.3858  .4729  .119 Uiso calc PR  .50 . . H
  H29D  .4148  -.3582  .4975  .119 Uiso calc PR  .50 . . H
  H29E  .4109  -.4546  .4461  .119 Uiso calc PR  .50 . . H
  H29F  .3297  -.4684  .4684  .119 Uiso calc PR  .50 . . H
  C210  .4237(3)  .1886(5)  .5507(2)  .0731(13) Uani d . 1 . . C
  H210  .4365  .2475  .5265  .088 Uiso calc R 1 . . H
  C211  .4372(4)  .2102(6)  .6097(3)  .0878(16) Uani d . 1 . . C
  H211  .4617  .2863  .6337  .105 Uiso calc R 1 . . H
  C212  .4079(4)  .0977(6)  .6288(2)  .0884(16) Uani d . 1 . . C
  H212  .4083  .0863  .6673  .106 Uiso calc R 1 . . H
  C213  .3788(3)  .0085(5)  .5808(2)  .0737(13) Uani d . 1 . . C
  H213  .3569  -.0754  .5810  .088 Uiso calc R 1 . . H
  B1  .9333(3)  .1009(4)  .80918(15)  .0781(16) Uani d PD  .779(8) A 1 B
  F11  .8449(3)  .1397(5)  .75446(18)  .138(2) Uani d PD  .779(8) A 1 F
  F12 1.0163(4)  .1713(6)  .8198(2)  .146(3) Uani d PD  .779(8) A 1 F
  F13  .9211(4)  .1121(7)  .8600(2)  .198(4) Uani d PD  .779(8) A 1 F
  F14  .9517(5)  -.0213(4)  .8017(3)  .203(4) Uani d PD  .779(8) A 1 F
  B2  .5105(3)  .4095(3)  .34963(18)  .0850(18) Uani d PD  .903(8) B 2 B
  F21  .5381(3)  .2949(3)  .37923(18)  .1270(18) Uani d PD  .903(8) B 2 F
  F22  .4450(3)  .3908(5)  .28493(16)  .150(2) Uani d PD  .903(8) B 2 F
  F23  .4596(3)  .4834(4)  .3697(2)  .158(2) Uani d PD  .903(8) B 2 F
  F24  .5972(3)  .4702(4)  .3596(3)  .172(3) Uani d PD  .903(8) B 2 F
  B3  .9333(3)  .1009(4)  .80918(15)  .0781(16) Uani d PD  .221(8) A 1 B
  F31  .9290(12)  .2270(5)  .8182(7)  .124(5) Uiso d PD  .221(8) A 1 F
  F32 1.0302(6)  .0696(16)  .8232(7)  .124(5) Uiso d PD  .221(8) A 1 F
  F33  .9136(12)  .0352(13)  .8494(6)  .124(5) Uiso d PD  .221(8) A 1 F
  F34  .8625(9)  .0686(14)  .7474(3)  .124(5) Uiso d PD  .221(8) A 1 F
  B4  .5105(3)  .4095(3)  .34963(18)  .0850(18) Uani d PD  .097(8) B 2 B
  F41  .6021(18)  .469(4)  .3895(16)  .195(17) Uiso d PD  .097(8) B 2 F
  F42  .473(3)  .362(4)  .3851(17)  .195(17) Uiso d PD  .097(8) B 2 F
  F43  .440(3)  .493(3)  .3059(19)  .195(17) Uiso d PD  .097(8) B 2 F
  F44  .526(3)  .313(3)  .319(2)  .195(17) Uiso d PD  .097(8) B 2 F
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
  N11  .062(2)  .061(3)  .063(2)  .0031(18)  .0307(18)  .0050(19)
  N12  .061(2)  .070(2)  .058(2)  .0012(19)  .0291(18)  -.0100(19)
  N13  .0518(18)  .065(3)  .063(2)  .0034(18)  .0296(17)  .0033(19)
  C11  .047(2)  .073(4)  .055(2)  -.004(2)  .0247(19)  -.004(2)
  C12  .059(2)  .067(3)  .057(3)  .004(2)  .033(2)  -.002(2)
  C13  .046(2)  .062(3)  .058(3)  .002(2)  .0273(19)  .001(2)
  C14  .056(2)  .061(3)  .061(3)  .002(2)  .029(2)  -.005(2)
  C15  .054(2)  .059(3)  .062(3)  -.006(2)  .032(2)  -.008(2)
  C16  .081(3)  .081(3)  .094(3)  .002(3)  .048(3)  .020(3)
  C17  .118(4)  .079(3)  .090(3)  .020(3)  .060(3)  -.001(3)
  C18  .082(3)  .090(4)  .060(3)  .005(3)  .021(2)  .000(3)
  C19  .096(4)  .109(4)  .072(3)  .015(3)  .042(3)  -.018(3)
  C110  .062(3)  .085(3)  .054(3)  .002(2)  .030(2)  .001(3)
  C111  .064(3)  .107(4)  .067(3)  .011(3)  .034(2)  .021(3)
  C112  .061(3)  .082(4)  .092(4)  .008(3)  .034(3)  .026(3)
  C113  .058(3)  .066(4)  .076(3)  .003(2)  .029(2)  .006(3)
  N21  .068(2)  .071(3)  .065(2)  .000(2)  .0264(19)  .014(2)
  N22  .070(2)  .054(3)  .074(2)  .0013(19)  .041(2)  .001(2)
  N23  .0516(19)  .062(3)  .068(2)  -.0054(17)  .0311(17)  -.004(2)
  C21  .049(2)  .055(3)  .065(3)  -.003(2)  .022(2)  .007(2)
  C22  .055(2)  .054(3)  .069(3)  .004(2)  .030(2)  .006(2)
  C23  .043(2)  .053(3)  .064(3)  -.0012(19)  .0255(19)  .001(2)
  C24  .049(2)  .059(3)  .064(3)  .002(2)  .025(2)  .006(2)
  C25  .054(2)  .055(3)  .065(3)  .006(2)  .035(2)  .008(2)
  C26  .104(4)  .107(4)  .068(3)  -.004(3)  .042(3)  .007(3)
  C27  .103(4)  .091(4)  .107(4)  .023(3)  .042(3)  .039(3)
  C28  .097(3)  .073(3)  .079(3)  -.008(3)  .049(3)  -.014(3)
  C29  .087(3)  .059(3)  .091(3)  .013(3)  .046(3)  .017(3)
  C210  .058(3)  .065(3)  .085(3)  -.001(2)  .030(2)  -.007(3)
  C211  .067(3)  .091(4)  .080(4)  .010(3)  .022(3)  -.020(3)
  C212  .072(3)  .114(5)  .070(3)  .005(3)  .032(3)  -.009(3)
  C213  .067(3)  .088(4)  .065(3)  -.014(3)  .035(2)  -.006(3)
  B1  .082(4)  .083(4)  .075(4)  .010(3)  .045(3)  .012(3)
  F11  .114(3)  .162(5)  .111(3)  .043(3)  .042(3)  .060(3)
  F12  .170(5)  .167(5)  .124(3)  -.096(4)  .094(3)  -.047(3)
  F13  .183(5)  .348(10)  .118(4)  .045(6)  .117(4)  .034(5)
  F14  .219(7)  .070(3)  .310(9)  .043(4)  .132(6)  .028(4)
  B2  .091(4)  .074(4)  .095(5)  .016(4)  .053(4)  .010(4)
  F21  .151(3)  .092(3)  .119(3)  .033(2)  .059(3)  .046(2)
  F22  .163(4)  .157(4)  .092(3)  .027(3)  .041(3)  .026(3)
  F23  .196(5)  .131(4)  .224(5)  .045(3)  .164(4)  .005(3)
  F24  .125(4)  .102(3)  .308(7)  -.015(3)  .127(4)  -.037(4)
  B3  .082(4)  .083(4)  .075(4)  .010(3)  .045(3)  .012(3)
  B4  .091(4)  .074(4)  .095(5)  .016(4)  .053(4)  .010(4)
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
  N11 C11 . 1.310(5) y
  N11 C16 . 1.447(5) y
  N11 C17 . 1.444(6) y
  N12 C15 . 1.308(5) y
  N12 C18 . 1.455(5) y
  N12 C19 . 1.454(6) y
  N13 C13 . 1.399(5) y
  N13 C110 . 1.390(5) y
  N13 C113 . 1.390(5) y
  C11 C12 . 1.387(6) y
  C11 H11 .  .93 ?
  C12 C13 . 1.389(6) y
  C12 H12 .  .93 ?
  C13 C14 . 1.396(5) y
  C14 C15 . 1.374(5) y
  C14 H14 .  .93 ?
  C15 H15 .  .93 ?
  C16 H16A .  .96 ?
  C16 H16B .  .96 ?
  C16 H16C .  .96 ?
  C17 H17A .  .96 ?
  C17 H17B .  .96 ?
  C17 H17C .  .96 ?
  C17 H17D .  .96 ?
  C17 H17E .  .96 ?
  C17 H17F .  .96 ?
  C18 H18A .  .96 ?
  C18 H18B .  .96 ?
  C18 H18C .  .96 ?
  C19 H19A .  .96 ?
  C19 H19B .  .96 ?
  C19 H19C .  .96 ?
  C19 H19D .  .96 ?
  C19 H19E .  .96 ?
  C19 H19F .  .96 ?
  C110 C111 . 1.345(6) y
  C110 H110 .  .93 ?
  C111 C112 . 1.417(7) y
  C111 H111 .  .93 ?
  C112 C113 . 1.330(6) y
  C112 H112 .  .93 ?
  C113 H113 .  .93 ?
  N21 C21 . 1.310(5) y
  N21 C26 . 1.452(6) y
  N21 C27 . 1.444(6) y
  N22 C25 . 1.316(5) y
  N22 C28 . 1.462(5) y
  N22 C29 . 1.461(5) y
  N23 C23 . 1.409(5) y
  N23 C210 . 1.387(5) y
  N23 C213 . 1.368(5) y
  C21 C22 . 1.381(5) y
  C21 H21 .  .93 ?
  C22 C23 . 1.389(5) y
  C22 H22 .  .93 ?
  C23 C24 . 1.387(6) y
  C24 C25 . 1.383(5) y
  C24 H24 .  .93 ?
  C25 H25 .  .93 ?
  C26 H26A .  .96 ?
  C26 H26B .  .96 ?
  C26 H26C .  .96 ?
  C27 H27A .  .96 ?
  C27 H27B .  .96 ?
  C27 H27C .  .96 ?
  C28 H28A .  .96 ?
  C28 H28B .  .96 ?
  C28 H28C .  .96 ?
  C29 H29A .  .96 ?
  C29 H29B .  .96 ?
  C29 H29C .  .96 ?
  C29 H29D .  .96 ?
  C29 H29E .  .96 ?
  C29 H29F .  .96 ?
  C210 C211 . 1.343(6) y
  C210 H210 .  .93 ?
  C211 C212 . 1.406(7) y
  C211 H211 .  .93 ?
  C212 C213 . 1.359(6) y
  C212 H212 .  .93 ?
  C213 H213 .  .93 ?
  B1 F11 . 1.338(3) ?
  B1 F12 . 1.338(3) ?
  B1 F13 . 1.332(3) ?
  B1 F14 . 1.329(3) ?
  B1 F31 . 1.332(3) ?
  B1 F32 . 1.335(3) ?
  B1 F33 . 1.336(3) ?
  B1 F34 . 1.332(3) ?
  B2 F21 . 1.333(3) ?
  B2 F22 . 1.343(3) ?
  B2 F23 . 1.334(3) ?
  B2 F24 . 1.338(3) ?
  B2 F41 . 1.334(3) ?
  B2 F42 . 1.339(3) ?
  B2 F43 . 1.334(3) ?
  B2 F44 . 1.334(3) ?