#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/34/2003468.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_2003468
loop_
_publ_author_name
'Sudha, L.'
'Subramanian, K.'
'Sivaraman, J.'
'Ramakrishnan, V. T.'
'Steiner, Th.'
'Koellner, G.'
_publ_section_title
;
 5-(Isopropylamino)-8-methyl-2-quinolone
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1026
_journal_page_last               1028
_journal_paper_doi               10.1107/S0108270194012813
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C13 H16 N2 O'
_chemical_formula_weight         216
_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                 92.73(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.478(3)
_cell_length_b                   8.386(3)
_cell_length_c                   16.719(7)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    294
_cell_measurement_theta_max      22
_cell_measurement_theta_min      10
_cell_volume                     1187.3(8)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.047
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1979
_diffrn_reflns_theta_max         60
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.20
_exptl_crystal_density_meas      1.21
_exptl_crystal_description       Needle
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.3261
_refine_diff_density_min         -0.2817
_refine_ls_extinction_method     none
_refine_ls_hydrogen_treatment    'H atoms refined isotropically'
_refine_ls_number_parameters     209
_refine_ls_number_reflns         1614
_refine_ls_R_factor_obs          0.0747
_refine_ls_shift/esd_max         0.009
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w=0.5895/[σ²(F) + 0.006344F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.089
_reflns_number_observed          1614
_reflns_observed_criterion       F>3\s(F)
_cod_data_source_file            ka1096.cif
_cod_data_source_block           ka1096a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w=0.5895/[\s^2^(F) +
0.006344F^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w=0.5895/[\s^2^(F) + 0.006344F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C13 H16 N2 O1'
_cod_database_code               2003468
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_U_iso_or_equiv
N(1) 1.0958(4) -.1625(4) .4296(2) 3.6(1)
C(2) 1.0412(4) -.0441(5) .3796(2) 3.8(1)
O(2) .9629(3) .0697(3) .4067(2) 4.8(1)
C(3) 1.0764(5) -.0594(5) .2977(2) 4.0(1)
C(4) 1.1552(5) -.1880(5) .2719(2) 3.9(1)
C(5) 1.2969(4) -.4459(5) .2975(2) 3.7(1)
C(6) 1.3518(5) -.5544(5) .3553(3) 4.6(1)
C(7) 1.3193(5) -.5347(5) .4344(3) 4.9(1)
C(8) 1.2326(5) -.4085(5) .4630(2) 4.2(1)
C(8') 1.1998(10) -.3937(8) .5501(3) 5.8(2)
C(9) 1.1795(4) -.2962(4) .4056(2) 3.5(1)
C(10) 1.2094(4) -.3115(4) .3249(2) 3.4(1)
N(11) 1.3283(4) -.4567(4) .2180(2) 4.3(1)
C(12) 1.4146(5) -.5906(6) .1855(3) 5.1(1)
C(13) 1.3174(9) -.7444(8) .1811(5) 7.2(2)
C(14) 1.4688(10) -.5420(12) .1042(4) 7.8(3)
H(1) 1.076(4) -.151(4) .480(2) .036(9)
H(3) 1.023(3) .019(4) .253(2) .068(7)
H(4) 1.175(4) -.189(4) .216(2) .041(9)
H(6) 1.403(4) -.646(5) .340(2) .074(10)
H(7) 1.364(5) -.610(5) .476(3) .078(12)
H(8')a 1.245(6) -.475(6) .579(3) .119(16)
H(8')b 1.273(6) -.288(6) .575(3) .116(14)
H(8')c 1.102(8) -.377(8) .562(4) .108(25)
H(11) 1.253(4) -.414(4) .170(2) .081(8)
H(12) 1.512(5) -.611(5) .221(3) .081(12)
H(13)a 1.217(5) -.720(5) .135(5) .098(11)
H(13)b 1.376(7) -.821(8) .159(4) .141(22)
H(13)c 1.263(6) -.772(7) .225(3) .101(19)
H(14)a 1.548(8) -.450(9) .111(4) .182(30)
H(14)b 1.509(7) -.622(7) .083(4) .127(18)
H(14)c 1.367(6) -.513(6) .057(3) .129(14)
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(1) C(9) 124.8(3) yes
N(1) C(2) C(3) 116.4(4) yes
N(1) C(2) O(2) 120.0(3) yes
O(2) C(2) C(3) 123.6(4) yes
C(2) C(3) C(4) 120.7(3) yes
C(3) C(4) C(10) 122.1(3) yes
C(10) C(5) N(11) 119.2(3) yes
C(6) C(5) N(11) 123.8(4) yes
C(6) C(5) C(10) 116.9(3) yes
C(5) C(6) C(7) 121.0(4) yes
C(6) C(7) C(8) 123.9(4) yes
C(7) C(8) C(9) 115.8(4) yes
C(7) C(8) C(8') 121.6(4) yes
C(8') C(8) C(9) 122.7(4) yes
N(1) C(9) C(8) 119.6(3) yes
C(8) C(9) C(10) 122.3(3) yes
N(1) C(9) C(10) 118.1(3) yes
C(5) C(10) C(9) 120.2(3) yes
C(4) C(10) C(9) 117.9(3) yes
C(4) C(10) C(5) 121.9(3) yes
C(5) N(11) C(12) 122.4(4) yes
N(11) C(12) C(14) 107.9(5) yes
N(11) C(12) C(13) 112.8(4) yes
C(13) C(12) C(14) 111.7(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(2) 1.365(5) yes
N(1) C(9) 1.396(5) yes
C(2) O(2) 1.259(5) yes
C(2) C(3) 1.421(5) yes
C(3) C(4) 1.350(6) yes
C(4) C(10) 1.425(5) yes
C(5) C(6) 1.391(6) yes
C(5) C(10) 1.436(5) yes
C(5) N(11) 1.371(5) yes
C(6) C(7) 1.374(7) yes
C(7) C(8) 1.387(6) yes
C(8) C(8') 1.501(6) yes
C(8) C(9) 1.403(5) yes
C(9) C(10) 1.391(5) yes
N(11) C(12) 1.459(6) yes
C(12) C(13) 1.530(9) yes
C(12) C(14) 1.511(9) yes
N(1) H(1) .87(4) no
C(3) H(3) 1.08(3) no
C(4) H(4) .95(4) no
C(6) H(6) .92(4) no
C(7) H(7) 1.00(5) no
C(8') H(8')a .91(5) no
C(8') H(8')b 1.15(5) no
C(8') H(8')c .87(7) no
N(11) H(11) 1.06(3) no
C(12) H(12) 1.02(3) no
C(13) H(13)a 1.14(3) no
C(13) H(13)b .90(3) no
C(13) H(13)c .91(3) no
C(14) H(14)a 1.02(3) no
C(14) H(14)b .84(3) no
C(14) H(14)c 1.17(3) no
