#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/44/2004473.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_2004473
loop_
_publ_author_name
'Blackburn, A. C.'
'Dobson, A. J.'
'Gerkin, R. E.'
_publ_section_title
;
 2-Phenylquinoline-4-carboxylic Acid
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              409
_journal_page_last               411
_journal_paper_doi               10.1107/S0108270195013217
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C16 H11 N1 O2'
_chemical_formula_sum            'C16 H11 N O2'
_chemical_formula_weight         249.27
_chemical_name_common            '2-phenylquinoline-4-carboxylic acid'
_chemical_name_systematic        ?
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   15.379(1)
_cell_length_b                   19.324(1)
_cell_length_c                   3.915(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      14.2
_cell_measurement_theta_min      13.3
_cell_volume                     1163.5(3)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1989)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    DIRDIF
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Rigaku AFC5S'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            2861
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.00
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         6
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.42
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'cut rod'
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.17
_refine_ls_extinction_coef       1.0E-6(3)
_refine_ls_extinction_method     'Zachariasen (1963, 1968)'
_refine_ls_goodness_of_fit_obs   1.42
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         1067
_refine_ls_R_factor_obs          0.034
_refine_ls_shift/esd_max         <0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ(F)²'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.040
_reflns_number_observed          1067
_reflns_number_total             1639
_reflns_observed_criterion       'I >3\s(I)'
_cod_data_source_file            bk1182.cif
_cod_data_source_block           A
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s(F)^2^' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s(F)^2^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1163.4(5)
_cod_original_formula_sum        'C16 H11 N1 O2'
_cod_database_code               2004473
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
'1/2 +x, 1/2 -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
_atom_site_thermal_displace_type
_atom_site_type_symbol
O(1) 0.0511(1) 0.2754(1) -0.0776(7) 0.0387(6) Uij O
O(2) 0.0622(1) 0.1787(1) 0.2294(7) 0.0517(7) Uij O
N 0.3747(1) 0.2299(1) 0.0185(6) 0.0292(6) Uij N
C(2) 0.3286(2) 0.1748(1) -0.0719(8) 0.0283(7) Uij C
C(3) 0.2365(2) 0.1746(1) -0.0555(8) 0.0297(7) Uij C
C(4) 0.1923(2) 0.2322(1) 0.0462(8) 0.0296(7) Uij C
C(5) 0.2002(2) 0.3542(2) 0.2569(9) 0.0382(8) Uij C
C(6) 0.2500(2) 0.4085(1) 0.3609(10) 0.0417(9) Uij C
C(7) 0.3412(2) 0.4039(2) 0.3556(9) 0.0432(9) Uij C
C(8) 0.3812(2) 0.3454(2) 0.2423(9) 0.0377(8) Uij C
C(9) 0.3317(2) 0.2881(1) 0.1289(8) 0.0285(7) Uij C
C(10) 0.2393(2) 0.2924(1) 0.1407(8) 0.0281(7) Uij C
C(11) 0.0945(2) 0.2260(2) 0.0763(8) 0.0309(7) Uij C
C(12) 0.3753(2) 0.1112(1) -0.1814(7) 0.0288(7) Uij C
C(13) 0.3431(2) 0.0464(1) -0.0913(9) 0.0344(7) Uij C
C(14) 0.3879(2) -0.0130(1) -0.1803(8) 0.0393(9) Uij C
C(15) 0.4645(2) -0.0090(2) -0.3614(9) 0.0439(9) Uij C
C(16) 0.4962(2) 0.0551(2) -0.4565(9) 0.0404(8) Uij C
C(17) 0.4523(2) 0.1150(1) -0.3675(8) 0.0324(8) Uij C
H(1) -0.009(3) 0.269(2) -0.023(13) 0.09(1) Uiso H
H(3) 0.2049 0.1336 -0.1166 0.96 Uiso H
H(5) 0.1380 0.3579 0.2626 0.96 Uiso H
H(6) 0.2226 0.4503 0.4384 0.96 Uiso H
H(7) 0.3756 0.4423 0.4325 0.96 Uiso H
H(8) 0.4435 0.3430 0.2393 0.96 Uiso H
H(13) 0.2895 0.0429 0.0332 0.96 Uiso H
H(14) 0.3654 -0.0574 -0.1152 0.96 Uiso H
H(15) 0.4956 -0.0503 -0.4211 0.96 Uiso H
H(16) 0.5492 0.0581 -0.5854 0.96 Uiso H
H(17) 0.4749 0.1593 -0.4344 0.96 Uiso H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H 0 0 'Stewart, Davidson and Simpson (1965)'
C .002 .002 'Cromer and Waber (1974)'
O .008 .006 'Cromer and Waber (1974)'
N .004 .003 'Cromer and Waber (1974)'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 1 0
0 4 2
2 1 1
6 1 0
5 7 0
2 5 2
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(9) 118.9(2) yes
N C(2) C(3) 121.5(2) yes
N C(2) C(12) 118.8(2) yes
C(3) C(2) C(12) 119.7(2) yes
C(2) C(3) C(4) 120.6(2) yes
C(3) C(4) C(10) 119.5(2) yes
C(3) C(4) C(11) 116.9(2) yes
C(10) C(4) C(11) 123.5(2) yes
C(6) C(5) C(10) 120.5(2) yes
C(5) C(6) C(7) 120.6(3) yes
C(6) C(7) C(8) 120.5(3) yes
C(7) C(8) C(9) 120.6(2) yes
N C(9) C(8) 118.7(2) yes
N C(9) C(10) 122.6(2) yes
C(8) C(9) C(10) 118.7(2) yes
C(4) C(10) C(5) 124.1(2) yes
C(4) C(10) C(9) 116.8(2) yes
C(5) C(10) C(9) 119.0(2) yes
C(2) C(12) C(17) 121.3(2) yes
C(12) C(13) C(14) 120.3(2) yes
C(13) C(14) C(15) 120.6(3) yes
C(14) C(15) C(16) 119.4(3) yes
C(15) C(16) C(17) 120.6(3) yes
C(16) C(17) C(12) 120.2(3) yes
C(17) C(12) C(13) 118.8(2) yes
O(1) C(11) O(2) 125.0(2) yes
O(1) C(11) C(4) 114.3(2) yes
O(2) C(11) C(4) 120.7(3) yes
C(11) O(1) H(1) 107(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N C(2) 1.328(3) yes
N C(9) 1.374(3) yes
C(2) C(3) 1.418(3) yes
C(3) C(4) 1.364(4) yes
C(4) C(10) 1.419(4) yes
C(5) C(6) 1.362(4) yes
C(5) C(10) 1.411(4) yes
C(6) C(7) 1.406(4) yes
C(7) C(8) 1.361(4) yes
C(8) C(9) 1.416(4) yes
C(9) C(10) 1.425(3) yes
C(2) C(12) 1.486(3) yes
C(12) C(13) 1.392(4) yes
C(13) C(14) 1.383(4) yes
C(14) C(15) 1.377(4) yes
C(15) C(16) 1.381(4) yes
C(16) C(17) 1.385(4) yes
C(17) C(12) 1.392(4) yes
C(4) C(11) 1.513(3) yes
C(11) O(1) 1.312(3) yes
C(11) O(2) 1.200(3) yes
