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#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/20/2002064.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_2002064
loop_
_publ_author_name
'Sekar, K.'
'Parthasarathy, S.'
'Radhakrishnan, T. R.'
_publ_section_title
;
 Structure of 4-piperidone derivatives. III.
 1,3,3-Trimethyl-2,6-diphenyl-4-piperidone and
 2,6-bis(p-chlorophenyl)-1,3,5-trimethyl-4-piperidone
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              93
_journal_page_last               95
_journal_paper_doi               10.1107/S0108270192004207
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C20 H23 N O'
_chemical_formula_weight         293.4
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_cell_angle_alpha                79.900(10)
_cell_angle_beta                 88.87(2)
_cell_angle_gamma                73.50(2)
_cell_formula_units_Z            2
_cell_length_a                   6.486(2)
_cell_length_b                   10.921(2)
_cell_length_c                   12.5420(10)
_cell_volume                     838.2(3)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.5418
_exptl_absorpt_coefficient_mu    0.515
_exptl_crystal_density_diffrn    1.16
_exptl_crystal_F_000             316
_cod_data_source_file            ab0270.cif
_cod_data_source_block           ab0270a
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-14
;
_cod_original_formula_sum        'C20 H23 N1 O1'
_cod_database_code               2002064
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .3041(2) .10270(10) .76230(10) .0450(10)
C(2) .3213(2) .19940(10) .66710(10) .0440(10)
C(3) .1785(2) .19960(10) .56790(10) .0490(10)
C(4) .2210(2) .0611(2) .54810(10) .0500(10)
C(5) .2159(3) -.0379(2) .64690(10) .0540(10)
C(6) .3624(2) -.02990(10) .73750(10) .0450(10)
C(7) .4529(4) .1050(2) .84850(10) .0690(10)
C(8) .2694(2) .33290(10) .69880(10) .0480(10)
C(9) .0978(3) .3763(2) .76410(10) .0590(10)
C(10) .0573(4) .4963(2) .7962(2) .074(11)
C(11) .1867(4) .5754(2) .7630(2) .0760(10)
C(12) .3565(4) .5345(2) .6978(2) .0770(10)
C(13) .3966(3) .4149(2) .6653(2) .0630(10)
C(14) -.0623(3) .2494(2) .5852(2) .0670(10)
C(15) .2385(4) .2831(2) .46740(10) .0740(10)
O(16) .2495(2) .03180(10) .45910(10) .0650(10)
C(17) .3465(3) -.12740(10) .83730(10) .0480(10)
C(18) .1573(3) -.1138(2) .89350(10) .0630(10)
C(19) .1436(4) -.2028(2) .9848(2) .0770(10)
C(20) .3176(4) -.3091(2) 1.01920(10) .0740(10)
C(21) .5035(4) -.3244(2) .9648(2) .0720(10)
C(22) .5192(3) -.23430(10) .87290(10) .0580(10)
H1C2 .473(3) .181(2) .6420(10) ?
H1C5 .272(5) -.133(2) .6220(10) ?
H2C5 .062(4) -.021(2) .6670(10) ?
H1C6 .528(3) -.059(2) .7150(10) ?
H1C7 .412(5) .183(2) .874(2) ?
H2C7 .444(5) .038(2) .913(2) ?
H3C7 .603(5) .089(3) .816(2) ?
H1C9 .005(4) .318(2) .792(2) ?
H1C10 -.075(5) .520(3) .849(2) ?
H1C11 .200(4) .655(2) .766(2) ?
H1C12 .460(5) .590(3) .671(2) ?
H1C13 .509(5) .393(3) .623(2) ?
H1C14 -.110(5) .347(2) .584(2) ?
H2C14 -.099(4) .199(2) .664(2) ?
H3C14 -.147(5) .235(3) .517(2) ?
H1C15 .204(4) .374(2) .479(2) ?
H2C15 .389(5) .253(3) .450(2) ?
H3C15 .168(5) .280(2) .403(2) ?
H1C18 .057(4) -.032(2) .853(2) ?
H1C19 -.007(5) -.178(3) 1.030(2) ?
H1C20 .250(3) -.349(2) 1.078(2) ?
H1C21 .613(5) -.399(2) .985(2) ?
H1C22 .650(4) -.248(2) .828(2) ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N(1) C(2) C(3) 112.80(10)
C(2) C(3) C(4) 109.00(10)
C(3) C(4) C(5) 115.20(10)
C(4) C(5) C(6) 110.90(10)
C(5) C(6) N(1) 110.60(10)
C(6) N(1) C(2) 111.90(10)
C(6) N(1) C(7) 108.10(10)
C(10) C(11) C(12) 119.4(2)
C(7) N(1) C(2) 108.60(10)
C(8) C(9) C(10) 121.2(2)
N(1) C(2) C(8) 109.50(10)
C(3) C(2) C(8) 111.70(10)
C(2) C(8) C(9) 121.70(10)
N(1) C(6) C(17) 110.70(10)
O(16) C(4) C(5) 121.5(2)
C(9) C(10) C(11) 120.3(2)
C(12) C(13) C(8) 121.1(2)
C(22) C(17) C(18) 118.20(10)
C(14) C(3) C(15) 109.30(10)
C(4) C(3) C(14) 106.70(10)
C(4) C(3) C(15) 109.20(10)
C(3) C(4) O(16) 123.3(2)
C(5) C(6) C(17) 109.40(10)
C(6) C(17) C(18) 121.10(10)
C(17) C(18) C(19) 120.9(2)
C(11) C(12) C(13) 120.4(2)
C(18) C(19) C(20) 120.1(2)
C(19) C(20) C(21) 119.8(2)
C(20) C(21) C(22) 120.5(2)
C(21) C(22) C(17) 120.5(2)
C(22) C(17) C(6) 120.70(10)
C(9) C(8) C(13) 117.5(2)
C(13) C(8) C(2) 120.70(10)
C(2) C(3) C(14) 113.40(10)
C(2) C(3) C(15) 109.10(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
H1C2 C(2) 1.00(2)
H1C5 C(5) 1.10(2)
H2C5 C(5) 1.00(2)
H1C6 C(6) 1.08(2)
H1C7 C(7) 0.93(2)
H2C7 C(7) 1.00(2)
H3C7 C(7) 1.03(3)
H1C9 C(9) 1.01(3)
H1C10 C(10) 1.07(3)
H1C11 C(11) 0.90(2)
H1C12 C(12) 1.04(4)
H1C13 C(13) 0.89(3)
N(1) C(2) 1.474(2)
C(2) C(3) 1.565(2)
C(3) C(4) 1.522(3)
C(4) C(5) 1.501(2)
C(5) C(6) 1.525(2)
C(2) C(8) 1.522(2)
N(1) C(7) 1.472(3)
C(12) C(13) 1.389(3)
C(8) C(9) 1.391(2)
C(9) C(10) 1.391(3)
C(10) C(11) 1.377(4)
C(11) C(12) 1.376(4)
H1C14 C(14) 1.02(2)
H2C14 C(14) 1.10(2)
H3C14 C(14) 1.08(3)
H1C15 C(15) 0.99(2)
H2C15 C(15) 0.97(3)
H3C15 C(15) 0.95(3)
H1C18 C(18) 1.00(2)
H1C19 C(19) 1.11(3)
H1C20 C(20) 0.95(2)
H1C21 C(21) 0.92(2)
H1C22 C(22) 1.00(3)
C(8) C(13) 1.391(3)
C(3) C(14) 1.526(2)
C(3) C(15) 1.533(2)
C(4) O(16) 1.211(2)
C(6) C(17) 1.517(2)
C(17) C(18) 1.387(3)
C(18) C(19) 1.385(3)
C(19) C(20) 1.381(3)
C(20) C(21) 1.357(3)
C(21) C(22) 1.401(3)
C(17) C(22) 1.382(2)
C(6) N(1) 1.476(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139054061
