#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:58:33 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202018 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/10/8101086.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_8101086
loop_
_publ_author_name
'Liepa, A. J.'
'Nearn, R. H.'
'Tiekink, E. R. T.'
_publ_section_title
;
Crystal structure of 2-[5-(2-chlorophenyl)tetrazol-1-yloxy]-1-piperidin-
1-yl-ethanone, C₁₄H₁₆ClN₅O₂
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              538
_journal_page_last               540
_journal_volume                  216
_journal_year                    2001
_chemical_formula_moiety         'C14 H16 Cl N5 O2 '
_chemical_formula_structural     'C14 H16 Cl N5 O2 '
_chemical_formula_sum            'C14 H16 Cl N5 O2'
_chemical_formula_weight         321.77
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                105.60(2)
_cell_angle_beta                 100.31(2)
_cell_angle_gamma                108.45(2)
_cell_formula_units_Z            4
_cell_length_a                   11.173(3)
_cell_length_b                   14.420(3)
_cell_length_c                   11.030(2)
_cell_measurement_temperature    293
_cell_volume                     1554.5(8)
_diffrn_ambient_temperature      293
_exptl_crystal_density_diffrn    1.375
_cod_original_formula_sum        'C14 H16 Cl N5 O2 '
_cod_database_code               8101086
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
'  -x,  -y,  -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1B Cl 0.14043(11) 0.37804(7) 0.95288(9) 0.0813(3) Uani 1 2 d . . .
Cl1A Cl 0.59552(10) -0.12814(8) 1.01565(10) 0.0845(3) Uani 1 2 d . . .
O12B O 0.12941(19) 0.08661(16) 0.56521(19) 0.0510(5) Uani 1 2 d . . .
O12A O 0.27215(19) -0.14577(16) 0.92687(18) 0.0496(5) Uani 1 2 d . . .
O14A O 0.0837(2) -0.33178(16) 0.7842(2) 0.0604(6) Uani 1 2 d . . .
O14B O 0.3245(2) 0.27235(16) 0.7000(2) 0.0640(6) Uani 1 2 d . . .
N1A N 0.3101(2) -0.15266(18) 0.8148(2) 0.0450(6) Uani 1 2 d . . .
N1B N 0.0880(2) 0.09403(17) 0.6750(2) 0.0443(6) Uani 1 2 d . . .
N2B N 0.0736(3) 0.01958(19) 0.7286(3) 0.0572(7) Uani 1 2 d . . .
N2A N 0.2989(3) -0.0902(2) 0.7478(3) 0.0583(7) Uani 1 2 d . . .
N3A N 0.3512(3) -0.1129(2) 0.6537(3) 0.0692(8) Uani 1 2 d . . .
N3B N 0.0231(3) 0.0462(2) 0.8226(3) 0.0670(8) Uani 1 2 d . . .
N4B N 0.0023(3) 0.1349(2) 0.8287(3) 0.0591(7) Uani 1 2 d . . .
N4A N 0.3980(3) -0.1886(2) 0.6610(3) 0.0610(7) Uani 1 2 d . . .
N15A N -0.0873(3) -0.2802(2) 0.7891(3) 0.0548(6) Uani 1 2 d . . .
N15B N 0.4880(3) 0.21599(19) 0.6713(3) 0.0587(7) Uani 1 2 d . . .
C5A C 0.3720(3) -0.2125(2) 0.7630(3) 0.0435(7) Uani 1 2 d . . .
C5B C 0.0436(3) 0.1649(2) 0.7358(3) 0.0431(6) Uani 1 2 d . . .
C6A C 0.4078(3) -0.2889(2) 0.8099(3) 0.0405(6) Uani 1 2 d . . .
C6B C 0.0342(3) 0.2525(2) 0.6961(3) 0.0412(6) Uani 1 2 d . . .
C7A C 0.3448(3) -0.3938(2) 0.7361(3) 0.0537(8) Uani 1 2 d . . .
H7A H 0.2748 -0.4155 0.6613 0.082(2) Uiso 1 2 calc R . .
C7B C -0.0205(3) 0.2359(2) 0.5646(3) 0.0519(7) Uani 1 2 d . . .
H7B H -0.0444 0.1707 0.5013 0.082(2) Uiso 1 2 calc R . .
C8A C 0.3837(4) -0.4669(3) 0.7713(4) 0.0659(9) Uani 1 2 d . . .
H8A H 0.3401 -0.5374 0.7210 0.082(2) Uiso 1 2 calc R . .
C8B C -0.0395(4) 0.3154(3) 0.5273(3) 0.0626(9) Uani 1 2 d . . .
H8B H -0.0762 0.3034 0.4392 0.082(2) Uiso 1 2 calc R . .
C9A C 0.4866(4) -0.4350(3) 0.8802(4) 0.0702(10) Uani 1 2 d . . .
H9A H 0.5134 -0.4844 0.9031 0.082(2) Uiso 1 2 calc R . .
C9B C -0.0046(3) 0.4122(3) 0.6199(4) 0.0601(9) Uani 1 2 d . . .
H9B H -0.0185 0.4652 0.5942 0.082(2) Uiso 1 2 calc R . .
C10B C 0.0509(3) 0.4310(2) 0.7504(3) 0.0560(8) Uani 1 2 d . . .
H10B H 0.0754 0.4967 0.8129 0.082(2) Uiso 1 2 calc R . .
C10A C 0.5517(4) -0.3316(3) 0.9573(3) 0.0672(10) Uani 1 2 d . . .
H10A H 0.6211 -0.3110 1.0322 0.082(2) Uiso 1 2 calc R . .
C11B C 0.0700(3) 0.3509(2) 0.7878(3) 0.0469(7) Uani 1 2 d . . .
C11A C 0.5118(3) -0.2585(2) 0.9211(3) 0.0507(7) Uani 1 2 d . . .
C13A C 0.1371(3) -0.1534(2) 0.9053(3) 0.0468(7) Uani 1 2 d . . .
H13A H 0.1249 -0.1049 0.8629 0.082(2) Uiso 1 2 calc R . .
H13B H 0.1189 -0.1343 0.9893 0.082(2) Uiso 1 2 calc R . .
C13B C 0.2628(3) 0.0912(2) 0.5892(3) 0.0512(7) Uani 1 2 d . . .
H13C H 0.2783 0.0622 0.5061 0.082(2) Uiso 1 2 calc R . .
H13D H 0.2744 0.0490 0.6421 0.082(2) Uiso 1 2 calc R . .
C14A C 0.0414(3) -0.2631(2) 0.8203(3) 0.0455(7) Uani 1 2 d . . .
C14B C 0.3623(3) 0.2018(2) 0.6592(3) 0.0456(7) Uani 1 2 d . . .
C16B C 0.5915(4) 0.3208(3) 0.7268(5) 0.0869(13) Uani 1 2 d . . .
H16C H 0.5534 0.3714 0.7571 0.082(2) Uiso 1 2 calc R . .
H16D H 0.6304 0.3368 0.6594 0.082(2) Uiso 1 2 calc R . .
C16A C -0.1857(4) -0.3852(3) 0.7149(4) 0.0746(10) Uani 1 2 d . . .
H16A H -0.2384 -0.4090 0.7697 0.082(2) Uiso 1 2 calc R . .
H16B H -0.1419 -0.4326 0.6896 0.082(2) Uiso 1 2 calc R . .
C17A C -0.2741(4) -0.3860(4) 0.5931(4) 0.0845(12) Uani 1 2 d . . .
H17A H -0.3425 -0.4551 0.5480 0.082(2) Uiso 1 2 calc R . .
H17B H -0.2228 -0.3698 0.5339 0.082(2) Uiso 1 2 calc R . .
C17B C 0.6969(4) 0.3288(3) 0.8401(4) 0.0922(14) Uani 1 2 d . . .
H17C H 0.7680 0.3968 0.8705 0.082(2) Uiso 1 2 calc R . .
H17D H 0.6604 0.3221 0.9122 0.082(2) Uiso 1 2 calc R . .
C18A C -0.3365(4) -0.3077(4) 0.6277(4) 0.0830(12) Uani 1 2 d . . .
H18A H -0.3968 -0.3288 0.6775 0.082(2) Uiso 1 2 calc R . .
H18B H -0.3866 -0.3056 0.5477 0.082(2) Uiso 1 2 calc R . .
C18B C 0.7504(4) 0.2456(4) 0.8005(5) 0.0874(12) Uani 1 2 d . . .
H18C H 0.8129 0.2491 0.8767 0.082(2) Uiso 1 2 calc R . .
H18D H 0.7966 0.2573 0.7361 0.082(2) Uiso 1 2 calc R . .
C19A C -0.2316(4) -0.1999(3) 0.7084(4) 0.0762(11) Uani 1 2 d . . .
H19A H -0.1787 -0.1752 0.6542 0.082(2) Uiso 1 2 calc R . .
H19B H -0.2739 -0.1519 0.7360 0.082(2) Uiso 1 2 calc R . .
C19B C 0.6400(4) 0.1384(3) 0.7427(4) 0.0768(11) Uani 1 2 d . . .
H19C H 0.6757 0.0862 0.7125 0.082(2) Uiso 1 2 calc R . .
H19D H 0.6003 0.1236 0.8103 0.082(2) Uiso 1 2 calc R . .
C20B C 0.5363(3) 0.1324(3) 0.6296(3) 0.0603(8) Uani 1 2 d . . .
H20C H 0.5732 0.1391 0.5578 0.082(2) Uiso 1 2 calc R . .
H20D H 0.4635 0.0652 0.5985 0.082(2) Uiso 1 2 calc R . .
C20A C -0.1431(3) -0.2015(3) 0.8283(3) 0.0552(8) Uani 1 2 d . . .
H20A H -0.0726 -0.1334 0.8735 0.082(2) Uiso 1 2 calc R . .
H20B H -0.1935 -0.2173 0.8884 0.082(2) Uiso 1 2 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1B C11B 1.732(3) . ?
Cl1A C11A 1.726(3) . ?
O12B N1B 1.362(3) . ?
O12B C13B 1.444(3) . ?
O12A N1A 1.366(3) . ?
O12A C13A 1.449(3) . ?
O14A C14A 1.231(3) . ?
O14B C14B 1.229(3) . ?
N1A N2A 1.331(3) . ?
N1A C5A 1.343(3) . ?
N1B N2B 1.339(3) . ?
N1B C5B 1.345(4) . ?
N2B N3B 1.294(4) . ?
N2A N3A 1.296(4) . ?
N3A N4A 1.366(3) . ?
N3B N4B 1.357(4) . ?
N4B C5B 1.316(4) . ?
N4A C5A 1.316(4) . ?
N15A C14A 1.341(4) . ?
N15A C16A 1.459(4) . ?
N15A C20A 1.465(4) . ?
N15B C14B 1.329(4) . ?
N15B C16B 1.463(4) . ?
N15B C20B 1.468(4) . ?
C5A C6A 1.467(4) . ?
C5B C6B 1.471(4) . ?
C6A C7A 1.379(4) . ?
C6A C11A 1.388(4) . ?
C6B C11B 1.386(4) . ?
C6B C7B 1.392(4) . ?
C7A C8A 1.380(4) . ?
C7B C8B 1.380(4) . ?
C8A C9A 1.360(5) . ?
C8B C9B 1.375(5) . ?
C9A C10A 1.373(5) . ?
C9B C10B 1.376(5) . ?
C10B C11B 1.389(4) . ?
C10A C11A 1.390(4) . ?
C13A C14A 1.516(4) . ?
C13B C14B 1.511(4) . ?
C16B C17B 1.507(6) . ?
C16A C17A 1.513(5) . ?
C17A C18A 1.505(6) . ?
C17B C18B 1.502(6) . ?
C18A C19A 1.521(6) . ?
C18B C19B 1.516(6) . ?
C19A C20A 1.513(5) . ?
C19B C20B 1.506(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4416639
