#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/44/2004429.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_2004429
loop_
_publ_author_name
'Nogue, D.'
'Paugam, R.'
'Wartski, L.'
'Nierlich, M.'
'Vigner, D.'
'Lance, M.'
_publ_section_title
;
 Two cis Ring-Fused exo N-Aryl Heterocycles:
 1-Phenyl-2-(2,4,6-trimethylphenyl)decahydroquinolin-4-one and
 1-(4-Trifluoromethylphenyl)-2-phenyldecahydroquinolin-4-one
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              207
_journal_page_last               210
_journal_paper_doi               10.1107/S0108270195009036
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C24 H29 N O'
_chemical_formula_moiety         'C24 H29 N O'
_chemical_formula_sum            'C24 H29 N O'
_chemical_formula_weight         347.5
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 101.57(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.661(3)
_cell_length_b                   16.540(5)
_cell_length_c                   9.677(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     1985.3(9)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  MolEN
_computing_structure_refinement  MolEN
_computing_structure_solution    'SIR88 (Burla et al., 1989)'
_diffrn_measurement_device       CAD-4
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.015
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3082
_diffrn_reflns_theta_max         23
_diffrn_standards_decay_%        0.12
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.90
_exptl_crystal_size_mid          0.65
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.258
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.34
_refine_ls_hydrogen_treatment    'H atoms: see text'
_refine_ls_number_parameters     176
_refine_ls_number_reflns         1327
_refine_ls_R_factor_obs          0.057
_refine_ls_shift/esd_max         0.03
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.056
_reflns_number_observed          1327
_reflns_number_total             2751
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            pa1188.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' unit' changed to 'unit'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1985.0(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2004429
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
O .7851(3) .1316(2) .2797(4) 5.8(1)
N .7617(3) .0312(2) .6505(4) 3.43(9)
C(2) .7684(4) -.0198(3) .5278(5) 3.4(1)
C(3) .8401(4) .0219(3) .4376(5) 4.4(1)
C(4) .8052(4) .1079(3) .3998(5) 4.1(1)
C(4a) .7961(4) .1584(3) .5265(5) 4.1(1)
C(5) .7585(5) .2456(3) .4898(6) 5.0(1)
C(6) .6397(5) .2498(3) .4192(6) 5.1(1)
C(7) .5684(5) .2070(3) .5057(6) 5.0(1)
C(8) .6051(4) .1190(3) .5341(6) 4.2(1)
C(8a) .7227(4) .1150(3) .6122(5) 3.6(1)
C(11) .7088(4) -.0032(3) .7538(5) 3.3(1)
C(12) .7304(4) .0301(3) .8891(5) 4.3(1)
C(13) .6791(4) -.0002(4) .9925(6) 5.0(1)
C(14) .6080(5) -.0627(4) .9637(6) 5.4(1)
C(15) .5877(5) -.0981(4) .8318(6) 5.0(1)
C(16) .6378(4) -.0678(3) .7261(5) 4.0(1)
C(21) .8158(4) -.1041(3) .5658(5) 3.2(1)
C(22) .9018(4) -.1187(3) .6776(5) 3.6(1)
C(23) .9402(4) -.1983(3) .7032(6) 4.4(1)
C(24) .8956(4) -.2622(3) .6185(6) 4.5(1)
C(25) .8138(4) -.2465(3) .5058(5) 4.3(1)
C(26) .7730(4) -.1684(3) .4764(5) 3.9(1)
C(27) .9380(5) -.3480(3) .6519(8) 7.1(2)
C(28) .6855(5) -.1578(4) .3457(5) 5.1(2)
C(29) .9595(4) -.0551(3) .7775(6) 4.6(1)
H(2) .696 -.026 .479 6.0
H(4A) .867 .162 .583 6.0
H(8A) .724 .144 .697 6.0
H(12) .781 .073 .911 6.0
H(13) .693 .023 1.084 6.0
H(14) .572 -.082 1.034 6.0
H(15) .540 -.143 .813 6.0
H(16) .622 -.091 .634 6.0
H(23) .997 -.209 .781 6.0
H(25) .784 -.290 .446 6.0
H(31) .836 -.008 .353 6.0
H(32) .912 .022 .489 6.0
H(81) .561 .092 .589 6.0
H(82) .599 .092 .446 6.0
H(71) .575 .234 .594 6.0
H(72) .495 .208 .457 6.0
H(61) .618 .305 .407 6.0
H(62) .630 .224 .330 6.0
H(51) .800 .268 .427 6.0
H(52) .769 .277 .574 6.0
H(291) 1.016 -.079 .845 6.0
H(292) .989 -.016 .725 6.0
H(293) .909 -.030 .825 6.0
H(271) .900 -.385 .584 6.0
H(272) 1.013 -.350 .650 6.0
H(273) .928 -.363 .743 6.0
H(281) .664 -.103 .336 6.0
H(282) .711 -.174 .264 6.0
H(283) .625 -.190 .356 6.0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) N C(11) 116.5(4) yes
C(11) N C(8A) 111.5(4) yes
N C(8A) C(4A) 111.2(4) yes
C(4) C(3) C(2) 112.4(5) yes
C(8A) C(8) C(7) 111.0(5) yes
C(7) C(6) C(5) 111.8(5) yes
C(2) N C(8A) 113.6(4) yes
N C(8A) C(8) 113.8(4) yes
C(4A) C(4) C(3) 112.9(5) yes
C(3) C(2) N 109.5(4) yes
C(8) C(7) C(6) 110.3(5) yes
C(6) C(5) C(4A) 112.2(5) yes
N C(2) C(21) 114.2(4) no
C(3) C(2) C(21) 107.2(4) no
O C(4) C(3) 122.3(6) no
O C(4) C(4A) 124.8(6) no
C(8) C(8A) C(4A) 110.3(5) no
C(4) C(4A) C(5) 113.7(5) no
C(4) C(4A) C(8A) 109.4(5) no
C(5) C(4A) C(8A) 111.6(5) no
N C(11) C(12) 117.8(5) no
N C(11) C(16) 123.3(5) no
C(12) C(11) C(16) 118.9(5) no
C(11) C(12) C(13) 119.9(6) no
C(12) C(13) C(14) 120.8(6) no
C(13) C(14) C(15) 120.2(6) no
C(14) C(15) C(16) 119.7(6) no
C(11) C(16) C(15) 120.4(6) no
C(2) C(21) C(22) 123.5(5) no
C(2) C(21) C(26) 117.1(5) no
C(22) C(21) C(26) 119.3(5) no
C(21) C(22) C(23) 119.2(5) no
C(21) C(22) C(29) 125.2(5) no
C(23) C(22) C(29) 115.6(5) no
C(22) C(23) C(24) 121.5(6) no
C(23) C(24) C(25) 118.7(6) no
C(23) C(24) C(27) 120.0(6) no
C(25) C(24) C(27) 121.3(6) no
C(24) C(25) C(26) 121.7(6) no
C(21) C(26) C(25) 119.5(5) no
C(21) C(26) C(28) 123.4(5) no
C(25) C(26) C(28) 117.1(5) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N C(2) 1.474(6) yes
N C(11) 1.429(6) yes
C(2) C(3) 1.543(7) yes
C(3) C(4) 1.511(8) yes
C(4A) C(5) 1.538(8) yes
C(6) C(7) 1.523(8) yes
C(8) C(8A) 1.530(7) yes
C(11) C(12) 1.397(7) yes
C(13) C(14) 1.363(8) yes
C(15) C(16) 1.400(8) yes
C(2) C(21) 1.535(7) yes
C(22) C(23) 1.406(8) yes
C(23) C(24) 1.386(8) yes
C(24) C(25) 1.370(7) yes
C(26) C(28) 1.516(7) yes
N C(8A) 1.491(6) yes
O C(4) 1.203(7) yes
C(4) C(4A) 1.507(8) yes
C(5) C(6) 1.525(8) yes
C(7) C(8) 1.538(7) yes
C(8A) C(4A) 1.541(7) yes
C(12) C(13) 1.392(8) yes
C(14) C(15) 1.381(8) yes
C(16) C(11) 1.386(7) yes
C(21) C(22) 1.393(7) yes
C(22) C(29) 1.516(7) yes
C(24) C(27) 1.528(8) yes
C(25) C(26) 1.398(8) yes
C(26) C(21) 1.409(7) yes
