#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/11/4021134.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_4021134
loop_
_publ_author_name
'Deevi Basavaiah'
'Jamjanam Srivardhana Rao'
'Raju Jannapu Reddy'
_publ_section_title
;
 Simple, Facile, and One-Pot Conversion of the Baylis-Hillman
 Adducts into Functionalized 1,2,3,4-Tetrahydroacridines
 and Cyclopenta[b]quinolines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7379
_journal_page_last               7382
_journal_paper_doi               10.1021/jo0489871
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C17 H19 N O2'
_chemical_formula_weight         269.33
_chemical_melting_point          336.1(10)
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                95.221(12)
_cell_angle_beta                 106.244(13)
_cell_angle_gamma                113.528(9)
_cell_formula_units_Z            4
_cell_length_a                   9.2092(9)
_cell_length_b                   11.5236(12)
_cell_length_c                   16.450(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1495.4(4)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.196
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '62-64 degree centigrade' was changed
to '336.1(10)' - it was converted from degrees Celsius(C) to
Kelvins(K), the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_formula_sum        'C17 H19 N1 O2'
_cod_database_code               4021134
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
O1 O 0.0984(2) 0.37155(16) 0.12198(12) 0.0571(5) Uani 1 1 d . . .
N1 N 0.1124(3) 0.7773(2) 0.09340(14) 0.0556(5) Uani 1 1 d . . .
C003 C 0.1258(3) 0.5861(2) 0.13501(14) 0.0428(5) Uani 1 1 d . . .
C004 C 0.0377(3) 0.6598(2) 0.10561(15) 0.0464(5) Uani 1 1 d . . .
C005 C 0.0379(3) 0.4567(2) 0.15595(15) 0.0460(5) Uani 1 1 d . . .
H005 H 0.0718 0.4683 0.2193 0.055 Uiso 1 1 calc R . .
C006 C 0.2934(3) 0.6377(2) 0.14672(16) 0.0532(6) Uani 1 1 d . . .
H006 H 0.3530 0.5902 0.1643 0.064 Uiso 1 1 calc R . .
C007 C 0.3777(3) 0.7615(2) 0.13262(16) 0.0536(6) Uani 1 1 d . . .
C008 C -0.1528(3) 0.3984(2) 0.11756(17) 0.0537(6) Uani 1 1 d . . .
H00A H -0.2012 0.3273 0.1440 0.064 Uiso 1 1 calc R . .
H00B H -0.1887 0.3630 0.0557 0.064 Uiso 1 1 calc R . .
C009 C 0.2817(3) 0.8294(2) 0.10736(16) 0.0547(6) Uani 1 1 d . . .
O3 O 0.0244(3) 0.2416(2) 0.21147(16) 0.0875(7) Uani 1 1 d . . .
C011 C -0.1504(3) 0.6032(3) 0.08446(17) 0.0560(6) Uani 1 1 d . . .
H01A H -0.2056 0.5675 0.0222 0.067 Uiso 1 1 calc R . .
H01B H -0.1791 0.6728 0.0993 0.067 Uiso 1 1 calc R . .
C012 C -0.2200(3) 0.4972(2) 0.13138(16) 0.0514(6) Uani 1 1 d . . .
C013 C 0.0842(4) 0.2675(3) 0.1559(2) 0.0641(7) Uani 1 1 d . . .
C014 C -0.1683(4) 0.5561(3) 0.22735(18) 0.0664(7) Uani 1 1 d . . .
H01C H -0.2123 0.4885 0.2563 0.100 Uiso 1 1 calc R . .
H01D H -0.2125 0.6177 0.2337 0.100 Uiso 1 1 calc R . .
H01E H -0.0473 0.5993 0.2527 0.100 Uiso 1 1 calc R . .
C015 C 0.5520(3) 0.8225(3) 0.1453(2) 0.0783(9) Uani 1 1 d . . .
H015 H 0.6161 0.7776 0.1612 0.094 Uiso 1 1 calc R . .
C016 C 0.3639(5) 0.9572(3) 0.0965(2) 0.0791(9) Uani 1 1 d . . .
H016 H 0.3028 1.0038 0.0797 0.095 Uiso 1 1 calc R . .
C017 C -0.4133(3) 0.4267(3) 0.0923(2) 0.0829(10) Uani 1 1 d . . .
H01F H -0.4474 0.3898 0.0315 0.124 Uiso 1 1 calc R . .
H01G H -0.4583 0.4875 0.0996 0.124 Uiso 1 1 calc R . .
H01H H -0.4550 0.3588 0.1214 0.124 Uiso 1 1 calc R . .
C018 C 0.5323(5) 1.0115(3) 0.1105(2) 0.0913(11) Uani 1 1 d . . .
H018 H 0.5850 1.0957 0.1035 0.110 Uiso 1 1 calc R . .
C019 C 0.6271(4) 0.9446(4) 0.1349(2) 0.0918(11) Uani 1 1 d . . .
H019 H 0.7422 0.9837 0.1441 0.110 Uiso 1 1 calc R . .
C020 C 0.1497(5) 0.1887(3) 0.1133(3) 0.0971(12) Uani 1 1 d . . .
H02A H 0.1905 0.2294 0.0706 0.146 Uiso 1 1 calc R . .
H02B H 0.0604 0.1028 0.0855 0.146 Uiso 1 1 calc R . .
H02C H 0.2402 0.1832 0.1564 0.146 Uiso 1 1 calc R . .
O2 O 0.6050(2) 0.12817(16) 0.37801(12) 0.0570(5) Uani 1 1 d . . .
N2 N 0.2424(2) -0.27704(19) 0.40689(14) 0.0555(5) Uani 1 1 d . . .
C023 C 0.2724(3) -0.1593(2) 0.39440(14) 0.0463(5) Uani 1 1 d . . .
C024 C 0.4248(3) 0.0428(2) 0.34375(15) 0.0458(5) Uani 1 1 d . . .
H024 H 0.3837 0.0313 0.2804 0.055 Uiso 1 1 calc R . .
C025 C 0.4049(3) -0.0859(2) 0.36483(14) 0.0438(5) Uani 1 1 d . . .
C026 C 0.5096(3) -0.1377(2) 0.35331(16) 0.0527(6) Uani 1 1 d . . .
H026 H 0.5995 -0.0904 0.3359 0.063 Uiso 1 1 calc R . .
C027 C 0.4828(3) -0.2617(2) 0.36749(15) 0.0530(6) Uani 1 1 d . . .
C028 C 0.3449(3) -0.3294(2) 0.39261(16) 0.0532(6) Uani 1 1 d . . .
C029 C 0.3315(3) 0.1012(2) 0.38252(17) 0.0532(6) Uani 1 1 d . . .
H02D H 0.3282 0.1727 0.3564 0.064 Uiso 1 1 calc R . .
H02E H 0.3931 0.1363 0.4444 0.064 Uiso 1 1 calc R . .
O4 O 0.5714(3) 0.2582(2) 0.28880(16) 0.0871(7) Uani 1 1 d . . .
C031 C 0.1613(3) -0.1038(3) 0.41511(17) 0.0562(6) Uani 1 1 d . . .
H03A H 0.2026 -0.0691 0.4774 0.067 Uiso 1 1 calc R . .
H03B H 0.0481 -0.1735 0.3994 0.067 Uiso 1 1 calc R . .
C032 C 0.6609(4) 0.2322(3) 0.3440(2) 0.0645(7) Uani 1 1 d . . .
C033 C 0.1520(3) 0.0033(2) 0.36887(17) 0.0517(6) Uani 1 1 d . . .
C034 C 0.3100(4) -0.4570(3) 0.4035(2) 0.0767(9) Uani 1 1 d . . .
H034 H 0.2187 -0.5036 0.4201 0.092 Uiso 1 1 calc R . .
C035 C 0.0486(3) -0.0554(3) 0.27257(18) 0.0668(7) Uani 1 1 d . . .
H03C H 0.1002 -0.0994 0.2472 0.100 Uiso 1 1 calc R . .
H03D H 0.0442 0.0124 0.2437 0.100 Uiso 1 1 calc R . .
H03E H -0.0639 -0.1164 0.2661 0.100 Uiso 1 1 calc R . .
C036 C 0.5844(5) -0.3220(3) 0.3550(2) 0.0792(9) Uani 1 1 d . . .
H036 H 0.6778 -0.2768 0.3395 0.095 Uiso 1 1 calc R . .
C037 C 0.0678(4) 0.0725(3) 0.4079(2) 0.0832(10) Uani 1 1 d . . .
H03F H 0.1311 0.1092 0.4688 0.125 Uiso 1 1 calc R . .
H03G H -0.0451 0.0113 0.4004 0.125 Uiso 1 1 calc R . .
H03H H 0.0645 0.1406 0.3789 0.125 Uiso 1 1 calc R . .
C038 C 0.4105(5) -0.5115(3) 0.3897(3) 0.0924(11) Uani 1 1 d . . .
H038 H 0.3865 -0.5956 0.3967 0.111 Uiso 1 1 calc R . .
C039 C 0.8480(4) 0.3109(3) 0.3872(3) 0.0967(12) Uani 1 1 d . . .
H03I H 0.8899 0.2702 0.4302 0.145 Uiso 1 1 calc R . .
H03J H 0.8723 0.3969 0.4147 0.145 Uiso 1 1 calc R . .
H03K H 0.9016 0.3160 0.3444 0.145 Uiso 1 1 calc R . .
C040 C 0.5478(6) -0.4438(4) 0.3653(2) 0.0929(11) Uani 1 1 d . . .
H040 H 0.6148 -0.4827 0.3561 0.111 Uiso 1 1 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
O1 C013 1.343(3) . ?
O1 C005 1.449(3) . ?
N1 C004 1.315(3) . ?
N1 C009 1.368(3) . ?
C003 C006 1.362(3) . ?
C003 C004 1.420(3) . ?
C003 C005 1.511(3) . ?
C004 C011 1.506(3) . ?
C005 C008 1.514(3) . ?
C006 C007 1.403(3) . ?
C007 C009 1.404(4) . ?
C007 C015 1.414(4) . ?
C008 C012 1.525(3) . ?
C009 C016 1.416(4) . ?
O3 C013 1.196(3) . ?
C011 C012 1.524(3) . ?
C012 C014 1.518(4) . ?
C012 C017 1.533(4) . ?
C013 C020 1.495(4) . ?
C015 C019 1.350(5) . ?
C016 C018 1.359(5) . ?
C018 C019 1.384(5) . ?
O2 C032 1.344(3) . ?
O2 C024 1.454(3) . ?
N2 C023 1.320(3) . ?
N2 C028 1.366(3) . ?
C023 C025 1.423(3) . ?
C023 C031 1.500(3) . ?
C024 C025 1.506(3) . ?
C024 C029 1.512(3) . ?
C025 C026 1.365(3) . ?
C026 C027 1.403(3) . ?
C027 C028 1.398(4) . ?
C027 C036 1.414(4) . ?
C028 C034 1.414(4) . ?
C029 C033 1.521(3) . ?
O4 C032 1.192(3) . ?
C031 C033 1.526(3) . ?
C032 C039 1.498(4) . ?
C033 C035 1.524(4) . ?
C033 C037 1.525(3) . ?
C034 C038 1.363(5) . ?
C036 C040 1.346(5) . ?
C038 C040 1.386(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9394464
