#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/90/2009024.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_2009024
loop_
_publ_author_name
'Aygün, Muhittin'
'Işık, Şamil'
'Turgut, Zuhal'
'Özbey, Süheyla'
'Kendi, Engin'
_publ_section_title
;
 4-Ethoxy-N-(6-methylquinolin-2-ylmethylene)aniline
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1689
_journal_page_last               1690
_journal_paper_doi               10.1107/S0108270199007878
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C19 H18 N2 O'
_chemical_formula_weight         290.35
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                85.969(11)
_cell_angle_beta                 74.899(8)
_cell_angle_gamma                78.473(12)
_cell_formula_units_Z            2
_cell_length_a                   7.4127(8)
_cell_length_b                   10.1982(17)
_cell_length_c                   10.8971(11)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.64
_cell_measurement_theta_min      11.12
_cell_volume                     779.15(18)
_computing_cell_refinement       'CAD-4 Express'
_computing_data_collection       'CAD-4 Express (Enraf-Nonius, 1993)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996) and PLUTON (Spek, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997b)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.875
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0245
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2769
_diffrn_reflns_theta_full        26.29
_diffrn_reflns_theta_max         26.29
_diffrn_reflns_theta_min         2.84
_diffrn_standards_decay_%        0.3
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.172
_refine_ls_extinction_coef       0.010(2)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997a)'
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         2769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0436P)²+0.3468P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1158
_reflns_number_gt                1919
_reflns_number_total             2769
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fr1194.cif
_cod_data_source_block           mav
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.3468P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.3468P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        779.15(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2009024
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
N1 .5617(2) .19430(16) .10009(15) .0494(4) Uani d . 1 . . N
N2 1.0285(2) .23764(15) -.05529(14) .0440(4) Uani d . 1 . . N
O1 .15643(19) -.15383(14) .42265(13) .0569(4) Uani d . 1 . . O
C1 -.0782(5) -.2880(4) .4895(3) .0853(9) Uani d . 1 . . C
C2 -.0088(4) -.1856(3) .3958(2) .0643(6) Uani d . 1 . . C
C3 .2494(3) -.06744(19) .34022(18) .0464(5) Uani d . 1 . . C
C4 .1900(3) -.0024(2) .2387(2) .0547(6) Uani d . 1 . . C
C5 .2945(3) .0834(2) .1613(2) .0543(5) Uani d . 1 . . C
C6 .4643(3) .10284(19) .18183(18) .0450(5) Uani d . 1 . . C
C7 .5232(3) .0374(2) .28462(19) .0482(5) Uani d . 1 . . C
C8 .4172(3) -.0459(2) .36380(19) .0488(5) Uani d . 1 . . C
C9 .7416(3) .1705(2) .06105(18) .0474(5) Uani d . 1 . . C
C10 .8404(2) .26968(19) -.01819(17) .0432(4) Uani d . 1 . . C
C11 .7361(3) .3921(2) -.0506(2) .0534(5) Uani d . 1 . . C
C12 .8271(3) .4846(2) -.1203(2) .0553(5) Uani d . 1 . . C
C13 1.0280(3) .45639(19) -.16249(17) .0458(5) Uani d . 1 . . C
C14 1.1355(3) .5467(2) -.2371(2) .0551(5) Uani d . 1 . . C
C15 1.3291(3) .5137(2) -.27881(19) .0573(6) Uani d . 1 . . C
C16 1.4202(3) .3880(2) -.2441(2) .0604(6) Uani d . 1 . . C
C17 1.3233(3) .2986(2) -.1698(2) .0527(5) Uani d . 1 . . C
C18 1.1224(2) .33057(18) -.12776(17) .0426(4) Uani d . 1 . . C
C19 1.4439(6) .6101(4) -.3588(3) .0835(9) Uani d . 1 . . C
H1A .021(4) -.366(3) .484(3) .101(11) Uiso d . 1 . . H
H1B -.108(4) -.259(3) .577(3) .112(11) Uiso d . 1 . . H
H1C -.183(5) -.315(3) .475(3) .133(12) Uiso d . 1 . . H
H2A -.109(4) -.097(3) .398(2) .084(8) Uiso d . 1 . . H
H2B .031(3) -.216(3) .305(3) .095(9) Uiso d . 1 . . H
H4 .081(3) -.019(2) .220(2) .067(6) Uiso d . 1 . . H
H5 .249(3) .131(2) .088(2) .064(6) Uiso d . 1 . . H
H7 .635(3) .057(2) .305(2) .071(7) Uiso d . 1 . . H
H8 .454(3) -.0922(19) .4375(18) .051(5) Uiso d . 1 . . H
H9 .818(3) .083(2) .0807(19) .060(6) Uiso d . 1 . . H
H11 .602(4) .402(2) -.017(2) .085(8) Uiso d . 1 . . H
H12 .759(3) .572(2) -.1419(19) .062(6) Uiso d . 1 . . H
H14 1.066(3) .637(2) -.2612(19) .063(6) Uiso d . 1 . . H
H16 1.552(4) .362(2) -.276(2) .083(8) Uiso d . 1 . . H
H17 1.386(3) .207(2) -.1437(19) .064(6) Uiso d . 1 . . H
H19A 1.531(4) .572(3) -.426(3) .116(11) Uiso d . 1 . . H
H19B 1.497(4) .649(3) -.308(3) .112(11) Uiso d . 1 . . H
H19C 1.363(6) .688(4) -.392(4) .175(19) Uiso d . 1 . . H
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'
H H 0.0000 0.0000 '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'
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
C9 N1 C6 121.10(17) yes
C10 N2 C18 117.19(16) yes
C3 O1 C2 117.10(16) yes
O1 C2 C1 108.5(2) yes
O1 C3 C4 125.14(17) yes
O1 C3 C8 115.71(17) ?
C4 C3 C8 119.15(18) ?
C3 C4 C5 120.49(19) ?
C4 C5 C6 120.83(19) ?
C7 C6 C5 118.40(17) ?
C7 C6 N1 123.90(17) yes
C5 C6 N1 117.60(17) ?
C8 C7 C6 120.98(18) ?
C7 C8 C3 120.11(19) ?
N1 C9 C10 120.21(19) yes
N2 C10 C11 123.15(17) ?
N2 C10 C9 116.73(17) ?
C11 C10 C9 120.12(17) ?
C12 C11 C10 120.10(19) ?
C11 C12 C13 119.4(2) ?
C18 C13 C14 119.42(19) ?
C18 C13 C12 117.19(17) ?
C14 C13 C12 123.39(19) yes
C15 C14 C13 121.4(2) ?
C14 C15 C16 118.3(2) ?
C14 C15 C19 121.4(3) ?
C16 C15 C19 120.3(3) ?
C17 C16 C15 122.5(2) ?
C16 C17 C18 119.7(2) ?
N2 C18 C13 122.97(16) ?
N2 C18 C17 118.45(18) yes
C13 C18 C17 118.57(17) ?
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
N1 C9 . 1.268(2) yes
N1 C6 . 1.415(2) yes
N2 C10 . 1.326(2) yes
N2 C18 . 1.371(2) yes
O1 C3 . 1.366(2) yes
O1 C2 . 1.431(2) yes
C1 C2 . 1.479(4) yes
C3 C4 . 1.376(3) ?
C3 C8 . 1.395(3) ?
C4 C5 . 1.380(3) ?
C5 C6 . 1.387(3) ?
C6 C7 . 1.387(3) ?
C7 C8 . 1.376(3) ?
C9 C10 . 1.466(3) yes
C10 C11 . 1.405(3) ?
C11 C12 . 1.345(3) ?
C12 C13 . 1.415(3) ?
C13 C18 . 1.411(3) ?
C13 C14 . 1.412(3) ?
C14 C15 . 1.367(3) ?
C15 C16 . 1.400(3) ?
C15 C19 . 1.509(3) ?
C16 C17 . 1.363(3) ?
C17 C18 . 1.416(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 323501
