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#$Date: 2015-01-27 19:58:39 +0000 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/05/2000523.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2000523
loop_
_publ_author_name
'Cs\"oregh, I.'
_publ_section_title
;
Structures and absolute configurations of enantiomers of two local
anaesthetics: (2S)-1-methyl- and
(2R)-1-butyl-2',6'-pipecoloxylidide hydrochlorides
;
_journal_issue 10
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first 1794
_journal_page_last 1798
_journal_paper_doi 10.1107/S0108270192001604
_journal_volume 48
_journal_year 1992
_chemical_formula_moiety 'C15 H22 N2 O1,H1 Cl1'
_chemical_formula_sum 'C15 H23 Cl N2 O'
_chemical_formula_weight 282.81
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_H-M 'P 21 21 21'
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 9.7768(4)
_cell_length_b 10.6279(3)
_cell_length_c 15.3157(4)
_cell_volume 1591.41(9)
_diffrn_radiation_type Cu
_diffrn_radiation_wavelength 1.54183
_exptl_absorpt_coefficient_mu 1.98
_exptl_crystal_density_diffrn 1.18040(10)
_exptl_crystal_F_000 608
_[local]_cod_data_source_file ka0013.cif
_[local]_cod_data_source_block ka0013a
_[local]_cod_chemical_formula_sum_orig 'C15 H23 Cl1 N2 O1'
_cod_original_cell_volume 1591.40(10)
_cod_database_code 2000523
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Cl -1.21551(9) -.51661(7) -.87094(6) .0538
N(1) -.9024(3) -.2590(3) -.6978(2) .0410(10)
C(1') -.8378(4) -.2575(5) -.7860(3) .062(2)
C(2) -1.0484(3) -.3010(3) -.7039(2) .0420(10)
C(3) -1.1103(4) -.3180(5) -.6140(3) .064(2)
C(4) -1.0251(5) -.4041(4) -.5554(3) .068(2)
C(5) -.8825(5) -.3495(4) -.5486(3) .058(2)
C(6) -.8183(4) -.3392(4) -.6370(3) .0520(10)
C(7) -1.1282(4) -.1985(3) -.7510(3) .0440(10)
O(7) -1.1045(3) -.0869(2) -.7355(2) .0590(10)
N(8) -1.2280(3) -.2396(3) -.8031(2) .0460(10)
C(9) -1.3270(4) -.1578(3) -.8430(3) .0440(10)
C(10) -1.4244(4) -.0996(4) -.7907(3) .0530(10)
C(11) -1.5215(4) -.0241(4) -.8313(3) .061(2)
C(12) -1.5212(4) -.0092(4) -.9212(3) .066(2)
C(13) -1.4244(4) -.0670(4) -.9710(3) .060(2)
C(14) -1.3240(4) -.1432(3) -.9335(3) .0480(10)
C(15) -1.2158(5) -.2068(4) -.9876(3) .071(2)
C(16) -1.4274(5) -.1172(5) -.6934(3) .073(2)
H(1) -.8967 -.1672 -.6790 .10(2)
H(1'a) -.8323 -.3442 -.8112 .120(10)
H(1'b) -.7439 -.2203 -.7828 .120(10)
H(1'c) -.8969 -.2037 -.8239 .120(10)
H(2) -1.0522 -.3831 -.7356 .08(2)
H3a) -1.1178 -.2337 -.5854 .050(10)
H(3b) -1.2036 -.3554 -.6207 .10(2)
H(4a) -1.0206 -.4903 -.5815 .06(2)
H(4b) -1.0675 -.4090 -.4961 .13(3)
H(5a) -.8251 -.4055 -.5110 .07(2)
H(5b) -.8878 -.2639 -.5216 .07(2)
H(6a) -.7255 -.3008 -.6308 .09(2)
H(6b) -.8095 -.4254 -.6626 .060(10)
H(8) -1.2224 -.3207 -.8168 .060(10)
H(11) -1.5922 .0199 -.7954 .07(2)
H(12) -1.5926 .0442 -.9497 .09(2)
H(13) -1.4252 -.0545 -1.0357 .050(10)
H(15a) -1.2253 -.1723 -1.0480 .120(10)
H(15b) -1.2291 -.3000 -.9889 .120(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N(1) C(2) 1.499(4)
N(1) C(1') 1.491(5)
N(1) C(6) 1.506(5)
C(2) C(3) 1.515(5)
C(2) C(7) 1.522(5)
C(3) C(4) 1.528(6)
C(4) C(5) 1.514(6)
C(5) C(6) 1.497(6)
C(7) O(7) 1.213(4)
C(7) N(8) 1.335(5)
N(8) C(9) 1.438(5)
C(9) C(10) 1.390(5)
C(9) C(14) 1.394(5)
C(10) C(11) 1.390(6)
C(10) C(16) 1.503(6)
C(11) C(12) 1.385(6)
C(12) C(13) 1.361(6)
C(13) C(14) 1.396(6)
C(14) C(15) 1.504(6)