#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/44/2004430.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_2004430
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          'C22 H22 F3 N O'
_chemical_formula_sum            'C22 H22 F3 N O'
_chemical_formula_weight         373.42
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 101.20(1)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.150(1)
_cell_length_b                   12.214(2)
_cell_length_c                   10.944(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     937.5(2)
_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  0.020
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1397
_diffrn_reflns_theta_max         22
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       irregular
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.320
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.87
_refine_ls_hydrogen_treatment    'H atoms: see text'
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1043
_refine_ls_R_factor_obs          0.059
_refine_ls_shift/esd_max         0.04
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.061
_reflns_number_observed          1043
_reflns_number_total             1331
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            pa1188.cif
_cod_data_source_block           II
_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        937.6(3)
_cod_original_sg_symbol_Hall     'P 2y1'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2004430
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,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
F(1) .093(1) .6709(6) .3537(8) 11.7(2)
F(2) .1554(9) .7779(7) .4981(5) 11.9(2)
F(3) .2528(8) .8044(7) .3357(7) 12.5(2)
O -1.0541(8) 1.1978(6) .0536(6) 6.4(2)
N -.5663(8) 1.017 .1854(5) 3.0(1)
C(2) -.702(1) .9782(7) .0745(6) 3.3(2)
C(3) -.902(1) 1.0214(6) .0774(7) 3.7(2)
C(4) -.909(1) 1.1456(6) .0865(7) 3.7(2)
C(4A) -.722(1) 1.2002(6) .1373(6) 3.0(1)
C(5) -.740(1) 1.3145(7) .1905(7) 4.8(2)
C(6) -.806(1) 1.3114(8) .3132(7) 5.3(2)
C(7) -.681(1) 1.2378(7) .4086(8) 5.2(2)
C(8) -.670(1) 1.1231(7) .3555(7) 4.1(2)
C(8A) -.592(1) 1.1264(6) .2346(6) 3.2(1)
C(11) -.402(1) .9595(6) .2317(6) 2.9(1)
C(12) -.358(1) .8602(7) .1754(7) 3.8(2)
C(13) -.199(1) .8029(7) .2231(7) 3.8(2)
C(14) -.072(1) .8364(7) .3272(7) 3.5(2)
C(15) -.108(1) .9357(6) .3810(7) 3.5(2)
C(16) -.268(1) .9956(7) .3350(6) 3.2(1)
C(21) -.639(1) 1.0048(6) -.0473(6) 3.0(1)
C(22) -.749(1) .9666(7) -.1589(7) 4.3(2)
C(23) -.695(1) .9949(8) -.2716(8) 5.4(2)
C(24) -.541(1) 1.0548(8) -.2747(8) 5.0(2)
C(25) -.427(1) 1.0904(7) -.1654(7) 4.3(2)
C(26) -.476(1) 1.0633(6) -.0525(6) 3.3(1)
C(27) .106(1) .7757(8) .3783(8) 5.4(2)
H(2) -.703 .901 .079 6.0
H(31) -.941 .992 .149 6.0
H(32) -.987 .997 .004 6.0
H(51) -.623 1.353 .200 6.0
H(52) -.835 1.352 .133 6.0
H(61) -.932 1.283 .302 6.0
H(62) -.804 1.383 .347 6.0
H(71) -.724 1.236 .485 6.0
H(72) -.556 1.267 .422 6.0
H(81) -.797 1.096 .334 6.0
H(82) -.597 1.077 .416 6.0
H(8A) -.467 1.156 .258 6.0
H(4A) -.659 1.208 .069 6.0
H(12) -.442 .833 .103 6.0
H(13) -.170 .738 .183 6.0
H(15) -.018 .962 .450 6.0
H(16) -.288 1.064 .373 6.0
H(22) -.857 .922 -.157 6.0
H(23) -.774 .974 -.348 6.0
H(24) -.506 1.071 -.352 6.0
H(25) -.315 1.132 -.166 6.0
H(26) -.400 1.088 .023 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) 120.8(6) yes
C(11) N C(8A) 119.3(7) yes
N C(8A) C(4A) 112.1(6) yes
C(4) C(3) C(2) 112.8(8) yes
C(8A) C(8) C(7) 111.1(7) yes
C(7) C(6) C(5) 112.3(9) yes
C(2) N C(8A) 119.2(7) yes
N C(8A) C(8) 112.8(7) yes
C(4A) C(4) C(3) 115.4(8) yes
C(3) C(2) N 109.7(6) yes
C(8) C(7) C(6) 110.3(8) yes
C(6) C(5) C(4A) 112.5(8) yes
N C(2) C(21) 113.1(7) no
C(3) C(2) C(21) 112.4(7) no
O C(4) C(3) 122.8(9) no
O C(4) C(4A) 121.8(8) no
C(8) C(8A) C(4A) 109.7(7) no
C(4) C(4A) C(5) 114.2(7) no
C(4) C(4A) C(8A) 111.4(7) no
C(5) C(4A) C(8A) 110.7(6) no
N C(11) C(12) 121.4(7) no
N C(11) C(16) 122.3(7) no
C(12) C(11) C(16) 116.2(8) no
C(11) C(12) C(13) 121.0(9) no
C(12) C(13) C(14) 122.5(9) no
C(13) C(14) C(15) 117.6(8) no
C(13) C(14) C(27) 122.9(9) no
C(15) C(14) C(27) 119.3(8) no
C(14) C(15) C(16) 121.2(8) no
C(11) C(16) C(15) 121.4(8) no
C(2) C(21) C(22) 118.8(7) no
C(2) C(21) C(26) 122.9(7) no
C(22) C(21) C(26) 118.3(8) no
C(21) C(22) C(23) 118.8(9) no
C(22) C(23) C(24) 122.0(10) no
C(23) C(24) C(25) 120.0(10) no
C(24) C(25) C(26) 119.2(9) no
C(21) C(26) C(25) 121.5(8) no
F(1) C(27) F(2) 103.0(10) no
F(1) C(27) F(3) 103.0(10) no
F(1) C(27) C(14) 113.0(10) no
F(2) C(27) F(3) 106.0(10) no
F(2) C(27) C(14) 114.8(9) no
F(3) C(27) C(14) 115.0(10) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N C(2) 1.477(9) yes
N C(11) 1.380(10) yes
C(2) C(3) 1.530(10) yes
C(3) C(4) 1.520(10) yes
C(4A) C(5) 1.530(10) yes
C(6) C(7) 1.530(10) yes
C(8) C(8A) 1.530(10) yes
C(11) C(12) 1.420(10) yes
C(13) C(14) 1.370(10) yes
C(15) C(16) 1.370(10) yes
C(2) C(21) 1.520(10) yes
C(22) C(23) 1.400(10) yes
C(23) C(24) 1.330(10) yes
C(24) C(25) 1.380(10) yes
C(27) F(1) 1.310(10) yes
C(27) F(3) 1.280(10) yes
N C(8A) 1.460(10) yes
O C(4) 1.210(10) yes
C(4) C(4A) 1.500(10) yes
C(5) C(6) 1.510(10) yes
C(7) C(8) 1.520(10) yes
C(8A) C(4A) 1.560(10) yes
C(12) C(13) 1.350(10) yes
C(14) C(15) 1.390(10) yes
C(16) C(11) 1.400(10) yes
C(21) C(22) 1.400(10) yes
C(25) C(26) 1.390(10) yes
C(26) C(21) 1.370(10) yes
C(27) F(2) 1.290(10) yes
