#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/29/2202965.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_2202965
loop_
_publ_author_name
Rajnikant
Dinesh
'M.B. Deshmukh'
Kamni
_publ_section_title
;
 2,6-Dimethylquinolin-4(1H)-one
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1768
_journal_page_last               o1769
_journal_paper_doi               10.1107/S1600536803023249
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C11 H11 N O'
_chemical_formula_moiety         'C11 H11 N O'
_chemical_formula_sum            'C11 H11 N O'
_chemical_formula_weight         173.21
_chemical_melting_point          533
_chemical_name_common            2,6-dimethylquinolin-4(1H)-one
_chemical_name_systematic        2,6-dimethylquinolin-4(1H)-one
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 94.15(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.068(7)
_cell_length_b                   8.352(3)
_cell_length_c                   12.253(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.49
_cell_measurement_theta_min      6.23
_cell_volume                     925.6(9)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'CAD-4 Software'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'PARST95 (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0093
_diffrn_reflns_av_sigmaI/netI    0.0138
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            1737
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.25
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate-like
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.153
_refine_ls_extinction_coef       0.020(5)
_refine_ls_extinction_expression fc^*^=kfc[1+0.001xfc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1629
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0684P)²+0.2584P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1345
_reflns_number_gt                1306
_reflns_number_total             1629
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn6185.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_atom_site_adp_type' value 'uani' changed to 'Uani'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (13
times).

'_atom_site_adp_type' value 'uiso' changed to 'Uiso' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (11
times).

'_atom_site_refinement_flags' value 'r' changed to 'R' according
to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (11 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

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

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

'_atom_site_adp_type'
value 'uani' changed to 'Uani' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (13
times).

'_atom_site_adp_type' value 'uiso' changed to 'Uiso'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (11
times).

'_atom_site_refinement_flags' value 'r' changed to 'R'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (11
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     -P2ybc
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2202965
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y-1/2, -z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 0.71725(14) 0.42824(15) -0.03411(9) 0.0533(4) Uani d . 1 . . O
N1 0.71513(14) 0.20258(17) 0.26042(11) 0.0432(4) Uani d . 1 . . N
H1 0.7136 0.1556 0.3228 0.052 Uiso calc R 1 . . H
C2 0.59707(18) 0.2905(2) 0.22294(14) 0.0441(4) Uani d . 1 . . C
C3 0.59554(18) 0.3650(2) 0.12367(14) 0.0457(4) Uani d . 1 . . C
H3 0.5118 0.4223 0.0988 0.055 Uiso calc R 1 . . H
C4 0.71705(18) 0.3583(2) 0.05716(12) 0.0406(4) Uani d . 1 . . C
C5 0.97234(18) 0.2492(2) 0.04407(13) 0.0439(4) Uani d . 1 . . C
H5 0.9769 0.3018 -0.0225 0.053 Uiso calc R 1 . . H
C6 1.09121(19) 0.1596(2) 0.08344(15) 0.0473(5) Uani d . 1 . . C
C7 1.08045(19) 0.0802(2) 0.18367(15) 0.0520(5) Uani d . 1 . . C
H7 1.1597 0.0183 0.2115 0.062 Uiso calc R 1 . . H
C8 0.95775(19) 0.0909(2) 0.24175(14) 0.0481(5) Uani d . 1 . . C
H8 0.9534 0.0356 0.3073 0.058 Uiso calc R 1 . . H
C9 0.83806(17) 0.18606(19) 0.20141(12) 0.0390(4) Uani d . 1 . . C
C10 0.84381(17) 0.26447(19) 0.10086(12) 0.0382(4) Uani d . 1 . . C
C11 1.2274(2) 0.1455(3) 0.02081(18) 0.0648(6) Uani d . 1 . . C
H11a 1.1990 0.1223 -0.0545 0.097 Uiso calc R 1 . . H
H11b 1.2888 0.0607 0.0513 0.097 Uiso calc R 1 . . H
H11c 1.2812 0.2445 0.0257 0.097 Uiso calc R 1 . . H
C12 0.4717(2) 0.3012(3) 0.29634(18) 0.0631(6) Uani d . 1 . . C
H12a 0.4408 0.1953 0.3149 0.095 Uiso calc R 1 . . H
H12b 0.3904 0.3572 0.2591 0.095 Uiso calc R 1 . . H
H12c 0.5039 0.3580 0.3619 0.095 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0615(8) 0.0603(8) 0.0378(6) 0.0120(6) 0.0018(5) 0.0052(6)
N1 0.0448(8) 0.0476(8) 0.0377(7) 0.0007(6) 0.0066(6) 0.0035(6)
C2 0.0396(9) 0.0452(9) 0.0478(10) -0.0013(7) 0.0061(7) -0.0036(8)
C3 0.0390(9) 0.0500(10) 0.0474(9) 0.0046(7) -0.0008(7) -0.0015(8)
C4 0.0455(9) 0.0411(9) 0.0344(8) 0.0010(7) -0.0016(7) -0.0045(6)
C5 0.0469(10) 0.0474(10) 0.0377(8) -0.0005(8) 0.0058(7) -0.0024(7)
C6 0.0415(9) 0.0475(10) 0.0531(10) 0.0011(7) 0.0054(7) -0.0092(8)
C7 0.0438(10) 0.0534(11) 0.0580(11) 0.0124(8) -0.0005(8) 0.0000(8)
C8 0.0504(10) 0.0504(10) 0.0433(9) 0.0080(8) 0.0006(8) 0.0050(8)
C9 0.0395(9) 0.0395(9) 0.0380(8) 0.0002(7) 0.0028(7) -0.0040(7)
C10 0.0403(9) 0.0391(9) 0.0351(8) 0.0002(7) 0.0009(6) -0.0053(6)
C11 0.0475(11) 0.0724(14) 0.0762(14) 0.0037(10) 0.0158(10) -0.0114(11)
C12 0.0512(11) 0.0705(13) 0.0701(13) 0.0058(10) 0.0210(10) 0.0061(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
c c 0.0033 0.0016 'international tables vol c tables 4.2.6.8 and 6.1.1.4'
o o 0.0106 0.0060 'international tables vol c tables 4.2.6.8 and 6.1.1.4'
h h 0.0000 0.0000 'international tables vol c tables 4.2.6.8 and 6.1.1.4'
n n 0.0061 0.0033 'international tables vol c tables 4.2.6.8 and 6.1.1.4'
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
C2 N1 C9 121.81(14) yes
C2 N1 H1 119.1 ?
C9 N1 H1 119.1 ?
N1 C2 C3 120.48(15) yes
N1 C2 C12 116.38(16) yes
C3 C2 C12 123.13(17) yes
C2 C3 C4 122.37(16) yes
C2 C3 H3 118.8 ?
C4 C3 H3 118.8 ?
O1 C4 C3 122.82(15) yes
O1 C4 C10 121.44(15) yes
C3 C4 C10 115.74(15) yes
C6 C5 C10 122.28(16) yes
C6 C5 H5 118.9 ?
C10 C5 H5 118.9 ?
C5 C6 C7 117.55(16) yes
C5 C6 C11 121.09(17) yes
C7 C6 C11 121.36(17) yes
C8 C7 C6 122.37(16) yes
C8 C7 H7 118.8 ?
C6 C7 H7 118.8 ?
C7 C8 C9 119.38(16) yes
C7 C8 H8 120.3 ?
C9 C8 H8 120.3 ?
N1 C9 C10 119.86(14) yes
N1 C9 C8 120.34(15) yes
C10 C9 C8 119.80(15) yes
C9 C10 C5 118.58(15) yes
C9 C10 C4 119.69(15) yes
C5 C10 C4 121.73(15) yes
C6 C11 H11a 109.5 ?
C6 C11 H11b 109.5 ?
H11a C11 H11b 109.5 ?
C6 C11 H11c 109.5 ?
H11a C11 H11c 109.5 ?
H11b C11 H11c 109.5 ?
C2 C12 H12a 109.5 ?
C2 C12 H12b 109.5 ?
H12a C12 H12b 109.5 ?
C2 C12 H12c 109.5 ?
H12a C12 H12c 109.5 ?
H12b C12 H12c 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C4 . 1.2618(19) yes
N1 C2 . 1.351(2) yes
N1 C9 . 1.379(2) yes
N1 H1 . 0.8600 ?
C2 C3 . 1.366(2) yes
C2 C12 . 1.502(3) yes
C3 C4 . 1.418(2) yes
C3 H3 . 0.9300 ?
C4 C10 . 1.461(2) yes
C5 C6 . 1.371(2) yes
C5 C10 . 1.406(2) yes
C5 H5 . 0.9300 ?
C6 C7 . 1.405(3) yes
C6 C11 . 1.505(3) yes
C7 C8 . 1.366(3) yes
C7 H7 . 0.9300 ?
C8 C9 . 1.406(2) yes
C8 H8 . 0.9300 ?
C9 C10 . 1.400(2) yes
C11 H11a . 0.9600 ?
C11 H11b . 0.9600 ?
C11 H11c . 0.9600 ?
C12 H12a . 0.9600 ?
C12 H12b . 0.9600 ?
C12 H12c . 0.9600 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C9 N1 C2 C3 0.7(2)
C9 N1 C2 C12 -178.84(16)
N1 C2 C3 C4 -1.8(3)
C12 C2 C3 C4 177.69(17)
C2 C3 C4 O1 -179.21(16)
C2 C3 C4 C10 0.8(2)
C10 C5 C6 C7 0.6(3)
C10 C5 C6 C11 -179.98(16)
C5 C6 C7 C8 -0.4(3)
C11 C6 C7 C8 -179.78(18)
C6 C7 C8 C9 -0.9(3)
C2 N1 C9 C10 1.4(2)
C2 N1 C9 C8 -178.62(15)
C7 C8 C9 N1 -177.91(16)
C7 C8 C9 C10 2.1(2)
N1 C9 C10 C5 178.15(15)
C8 C9 C10 C5 -1.8(2)
N1 C9 C10 C4 -2.4(2)
C8 C9 C10 C4 177.66(15)
C6 C5 C10 C9 0.5(2)
C6 C5 C10 C4 -179.02(15)
O1 C4 C10 C9 -178.72(14)
C3 C4 C10 C9 1.3(2)
O1 C4 C10 C5 0.8(2)
C3 C4 C10 C5 -179.25(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 250218
