#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/20/2002069.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_2002069
loop_
_publ_author_name
'Barlow, M. G.'
'Pritchard, R. G.'
'Sibous, L.'
'Tipping, A. E.'
_publ_section_title
;(4E,8Z,12E)-13,16-Dichloro-14-azabicyclo[10.4.0]hexadeca-4,8,12-trien-15-one:
 a thermal cycloaddition product
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              103
_journal_page_last               104
_journal_paper_doi               10.1107/S0108270192005110
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C15 H19 Cl2 N O'
_chemical_formula_weight         300.23
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 114.11(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.978(8)
_cell_length_b                   7.467(9)
_cell_length_c                   16.452(9)
_cell_volume                     1567(2)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71069
_exptl_absorpt_coefficient_mu    0.41
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_F_000             632
_cod_data_source_file            al0475.cif
_cod_data_source_block           al0475_structure_1_of_1
_cod_original_formula_sum        'C15 H19 Cl2 N1 O1'
_cod_database_code               2002069
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
Cl(13) .74590(10) 1.1574(2) .46410(10)
Cl(16) .75960(10) .5970(2) .59389(9)
C(1) .6702(4) .6314(6) .4129(3)
C(2) .5679(4) .5988(8) .3278(4)
C(3) .5817(5) .5864(9) .2419(4)
C(4) .6577(5) .4439(8) .2428(4)
C(5) .7376(5) .4655(9) .2220(4)
C(6) .8214(6) .3275(10) .2352(5)
C(7) .9188(5) .3613(9) .3214(5)
C(8) .9690(5) .5375(10) .3253(5)
C(9) .9635(4) .6803(10) .3694(4)
C(10) .9028(5) .7006(10) .4246(4)
C(11) .8054(4) .8211(7) .3782(4)
C(12) .7237(3) .8092(5) .4151(3)
C(13) .6940(3) .9438(5) .4506(3)
N(14) .6162(3) .9301(5) .4836(3)
C(15) .5824(4) .7728(6) .5016(3)
C(16) .6429(4) .6137(6) .4921(3)
O(15) .5087(3) .7604(4) .5234(2)
H(2A) .541(4) .466(7) .336(3)
H(2B) .524(3) .690(5) .325(2)
H(3A) .517(4) .572(6) .197(3)
H(3B) .608(4) .715(7) .229(3)
H(4) .647(4) .331(6) .265(3)
H(5) .751(4) .590(7) .204(4)
H(6A) .788(5) .206(9) .237(4)
H(6B) .846(4) .344(7) .188(4)
H(7A) .894(4) .359(7) .373(3)
H(7B) .967(5) .266(8) .317(4)
H(8) 1.003(4) .549(7) .281(3)
H(9) .996(4) .797(8) .361(4)
H(10A) .878(4) .571(6) .436(3)
H(10B) .930(4) .743(7) .473(3)
H(11) .711(3) .537(4) .413(2)
H(11A) .775(4) .781(7) .316(4)
H(11B) .832(4) .946(7) .384(3)
H(14) .585(3) 1.019(5) .491(2)
H(16) .605(3) .512(5) .493(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl(13) C(13) 1.729(5)
Cl(16) C(16) 1.803(5)
C(1) C(2) 1.558(7)
C(1) C(12) 1.517(6)
C(1) C(16) 1.505(6)
C(2) C(3) 1.506(8)
C(3) C(4) 1.500(8)
C(4) C(5) 1.305(8)
C(5) C(6) 1.509(8)
C(6) C(7) 1.533(9)
C(7) C(8) 1.480(9)
C(8) C(9) 1.310(8)
C(9) C(10) 1.483(8)
C(10) C(11) 1.548(7)
C(11) C(12) 1.498(6)
C(12) C(13) 1.311(6)
C(13) N(14) 1.404(5)
N(14) C(15) 1.344(5)
C(15) C(16) 1.503(6)
C(15) O(15) 1.224(5)
C(1) H(11) 0.91(3)
C(2) H(2A) 1.09(5)
C(2) H(2B) 0.91(4)
C(3) H(3A) 0.91(5)
C(3) H(3B) 1.08(5)
C(4) H(4) 0.95(4)
C(5) H(5) 1.02(5)
C(6) H(6A) 1.02(6)
C(6) H(6B) 0.98(5)
C(7) H(7A) 1.03(5)
C(7) H(7B) 1.00(6)
C(8) H(8) 1.02(5)
C(9) H(9) 1.02(6)
C(10) H(10A) 1.07(4)
C(10) H(10B) 0.79(4)
C(11) H(11A) 0.99(5)
C(11) H(11B) 1.00(5)
N(14) H(14) 0.82(4)
C(16) H(16) 0.93(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 15274540
