#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006147.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_2006147
loop_
_publ_author_name
'Gladkikh, Olga P.'
'Curtis, Neil F.'
'Turnbull, Mark M.'
_publ_section_title
;
A 13-Membered Cyclic Tetraamine Salt: 12,12-Dimethyl-
4,7,10-triaza-1-azoniacyclotridecane Perchlorate Water
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              586
_journal_page_last               587
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C11 H27 N4 +,Cl O4 -,H2 O'
_chemical_formula_sum            'C11 H29 Cl N4 O5'
_chemical_formula_weight         332.83
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.940(3)
_cell_length_b                   14.259(4)
_cell_length_c                   25.929(7)
_cell_measurement_temperature    158(2)
_cell_volume                     3305(2)
_diffrn_ambient_temperature      158(2)
_exptl_crystal_density_diffrn    1.338
_refine_ls_R_factor_obs          .0468
_refine_ls_wR_factor_obs         .1039
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2006147
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
N1 .030(2) .020(2) .022(2) -.003(2) .003(2) -.0030(10)
C2 .031(2) .030(2) .024(2) .001(2) .002(2) -.004(2)
C3 .030(2) .025(2) .023(2) .000(2) .000(2) .001(2)
C31 .049(3) .034(2) .028(2) -.009(2) .000(2) .008(2)
C32 .036(2) .036(2) .032(2) .003(2) -.005(2) .005(2)
C4 .028(2) .023(2) .031(2) .001(2) -.001(2) -.001(2)
N5 .036(2) .020(2) .019(2) -.002(2) -.001(2) -.0020(10)
C6 .033(2) .029(2) .022(2) .001(2) -.006(2) -.002(2)
C7 .026(2) .032(2) .026(2) .003(2) -.002(2) -.001(2)
N8 .030(2) .025(2) .028(2) .004(2) .003(2) .0000(10)
C9 .041(3) .028(2) .039(2) .003(2) -.001(2) .006(2)
C10 .030(2) .022(2) .051(3) .003(2) .002(2) .000(2)
N11 .027(2) .026(2) .036(2) -.001(2) .001(2) -.001(2)
C12 .039(3) .024(2) .042(3) -.006(2) -.002(2) -.006(2)
C13 .041(2) .023(2) .032(2) -.001(2) .005(2) -.007(2)
Cl .0299(6) .0459(6) .0293(5) -.0010(5) -.0018(5) .0032(5)
O1 .028(2) .075(2) .087(2) .010(2) -.003(2) .005(2)
O2 .125(3) .052(2) .128(3) -.048(2) -.066(3) .040(2)
O3 .079(3) .221(5) .028(2) .060(3) .016(2) .006(2)
O4 .058(2) .034(2) .038(2) -.002(2) -.010(2) .0050(10)
O5 .034(2) .0260(10) .035(2) -.0010(10) .0000(10) -.0030(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_thermal_displace_type
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N1 -.0017(3) .1697(2) .07740(10) .0241(7) Uani . 1 . N
H1 -.1315(3) .1742(2) .07020(10) .070(10) Uiso R 1 . H
C2 .0865(4) .2351(2) .04590(10) .0281(9) Uani . 1 . C
H2A .1913(4) .2184(2) .04880(10) .034 Uiso R 1 . H
H2B .0581(4) .2287(2) .01000(10) .034 Uiso R 1 . H
C3 .0675(4) .3389(2) .062100(10) .0262(9) Uani . 1 . C
C31 .1689(5) .3976(3) .02770(10) .0370(10) Uani . 1 . C
H31A .1381(5) .3908(3) -.00760(10) .055 Uiso R 1 . H
H31B .2705(5) .3769(3) .03130(10) .055 Uiso R 1 . H
H31C .1617(5) .4624(3) .03760(10) .055 Uiso R 1 . H
C32 -.0943(4) .3712(3) .05560(10) .0350(10) Uani . 1 . C
H32A -.1579(4) .3355(3) .07810(10) .052 Uiso R 1 . H
H32B -.1015(4) .4366(3) .06420(10) .052 Uiso R 1 . H
H32C -.1251(4) .3621(3) .02050(10) .052 Uiso R 1 . H
C4 .1204(4) .3525(2) .11730(10) .0275(9) Uani . 1 . C
H4A .1209(4) .4191(2) .12490(10) .033 Uiso R 1 . H
H4B .2226(4) .3302(2) .12010(10) .033 Uiso R 1 . H
N5 .0271(3) .3036(2) .15670(10) .0252(7) Uani . 1 . N
H5A .0220(3) .2429(2) .14000(10) .060(10) Uiso R 1 . H
H5B -.0905(3) .3356(2) .16000(10) .08(2) Uiso R 1 . H
C6 .0978(4) .2995(2) .20900(10) .0279(9) Uani . 1 . C
H6A .1849(4) .3400(2) .21000(10) .033 Uiso R 1 . H
H6B .0271(4) .3220(2) .23460(10) .033 Uiso R 1 . H
C7 .1439(4) .2002(2) .22230(10) .0280(9) Uani . 1 . C
H7A .2009(4) .2001(2) .25410(10) .034 Uiso R 1 . H
H7B .2066(4) .1748(2) .19510(10) .034 Uiso R 1 . H
N8 .0096(3) .1424(2) .22790(10) .0275(8) Uani . 1 . N
H8 -.0341(3) .1654(2) .25950(10) .0340(10) Uiso R 1 . H
C9 .0414(5) .0412(2) .2315(2) .0360(10) Uani . 1 . C
H9A .1316(5) .0307(2) .2515(2) .043 Uiso R 1 . H
H9B -.0409(5) .0100(2) .2489(2) .043 Uiso R 1 . H
C10 .0601(4) .0006(2) .1783(2) .0340(10) Uani . 1 . C
H10A .0827(4) -.0658(2) .1808(2) .041 Uiso R 1 . H
H10B .1429(4) .0313(2) .1610(2) .041 Uiso R 1 . H
N11 -.0777(3) .0141(2) .14900(10) .0297(8) Uani . 1 . N
H11 -.1220(3) .0848(2) .15010(10) .060(10) Uiso R 1 . H
C12 -.0596(5) .0035(2) .0930(2) .0350(10) Uani . 1 . C
H12A -.0222(5) -.0592(2) .0863(2) .042 Uiso R 1 . H
H12B -.1575(5) .0083(2) .0771(2) .042 Uiso R 1 . H
C13 .0448(4) .0730(2) .06700(10) .0320(10) Uani . 1 . C
H13A .0450(4) .0617(2) .03020(10) .038 Uiso R 1 . H
H13B .1459(4) .0641(2) .07960(10) .038 Uiso R 1 . H
Cl .01597(10) .17846(7) .37445(4) .0350(3) Uani . 1 . Cl
O1 .1719(3) .1689(2) .37890(10) .0630(9) Uani . 1 . O
O2 -.0502(5) .0941(2) .3587(2) .1015(15) Uani . 1 . O
O3 -.0413(4) .2079(4) .42220(10) .109(2) Uani . 1 . O
O4 -.0185(3) .2482(2) .33627(9) .0435(8) Uani . 1 . O
O5 .2490(3) .8697(2) .31743(9) .0317(7) Uani . 1 . O
H05A .2935(3) .9230(2) .33031(9) .050 Uiso R 1 . H
H05B .3012(3) .8211(2) .33021(9) .050 Uiso R 1 . H
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
N1 C13 . 1.465(4) yes
N1 C2 . 1.469(4) yes
C2 C3 . 1.547(5) yes
C3 C4 . 1.520(5) yes
C3 C31 . 1.523(5) yes
C3 C32 . 1.527(5) yes
C4 N5 . 1.491(4) yes
N5 C6 . 1.500(4) yes
C6 C7 . 1.514(5) yes
C7 N8 . 1.463(4) yes
N8 C9 . 1.475(4) yes
C9 C10 . 1.504(5) yes
C10 N11 . 1.461(4) yes
N11 C12 . 1.467(4) yes
C12 C13 . 1.520(5) yes
Cl O1 . 1.406(3) ?
Cl O2 . 1.402(3) ?
Cl O3 . 1.404(3) ?
Cl O4 . 1.437(3) ?