#------------------------------------------------------------------------------
#$Date: 2016-02-05 00:13:52 +0200 (Fri, 05 Feb 2016) $
#$Revision: 175941 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/33/7223347.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7223347
loop_
_publ_author_name
'Tarai, Arup'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Oxime synthons in the salts and cocrystals of quinoline-4-carbaldoxime
 for non-covalent synthesis
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              298
_journal_paper_doi               10.1039/C5CE02029H
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C10 H9 N2 O, C4 H3 O4'
_chemical_formula_sum            'C14 H12 N2 O5'
_chemical_formula_weight         288.26
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-08-08 deposited with the CCDC.
2015-11-24 downloaded from the CCDC.
;
_cell_angle_alpha                75.670(9)
_cell_angle_beta                 89.392(9)
_cell_angle_gamma                80.448(8)
_cell_formula_units_Z            2
_cell_length_a                   5.3961(7)
_cell_length_b                   9.4163(13)
_cell_length_c                   13.6395(17)
_cell_measurement_temperature    296(2)
_cell_volume                     661.83(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0365
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8617
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-Scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2322
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0488
_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)+(0.0900P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1469
_reflns_number_gt                1591
_reflns_number_total             2322
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce02029h2.cif
_cod_data_source_block           Salt4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_absorpt_correction_type' value 'multi-Scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7223344--7223350.cif.
;
_cod_database_code               7223347
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C9 C 0.4257(4) 0.7463(2) 0.85517(14) 0.0471(5) Uani 1 1 d .
C1 C 0.1196(4) 0.5861(2) 0.82480(16) 0.0577(6) Uani 1 1 d .
H1 H 0.1093 0.5465 0.8940 0.069 Uiso 1 1 calc R
C2 C 0.2867(4) 0.6926(2) 0.78754(14) 0.0497(5) Uani 1 1 d .
C3 C 0.3193(5) 0.7430(3) 0.68456(16) 0.0608(6) Uani 1 1 d .
H3 H 0.2337 0.7078 0.6392 0.073 Uiso 1 1 calc R
C10 C 0.5878(4) 0.8482(2) 0.81380(15) 0.0493(5) Uani 1 1 d .
C5 C 0.7329(5) 0.9037(3) 0.87656(17) 0.0613(6) Uani 1 1 d .
H5 H 0.8384 0.9708 0.8487 0.074 Uiso 1 1 calc R
C8 C 0.4118(4) 0.7043(2) 0.96207(15) 0.0562(6) Uani 1 1 d .
H8 H 0.3051 0.6388 0.9917 0.067 Uiso 1 1 calc R
C6 C 0.7152(5) 0.8569(3) 0.97880(17) 0.0682(7) Uani 1 1 d .
H6 H 0.8133 0.8909 1.0208 0.082 Uiso 1 1 calc R
C14 C 0.4306(4) 0.3322(2) 0.65905(15) 0.0521(6) Uani 1 1 d .
C11 C -0.0075(4) 0.1497(3) 0.62013(18) 0.0593(6) Uani 1 1 d .
C4 C 0.4746(5) 0.8431(3) 0.64866(16) 0.0622(6) Uani 1 1 d .
H4 H 0.4896 0.8767 0.5791 0.075 Uiso 1 1 calc R
C7 C 0.5529(5) 0.7587(3) 1.02212(17) 0.0663(7) Uani 1 1 d .
H7 H 0.5411 0.7304 1.0921 0.080 Uiso 1 1 calc R
C13 C 0.2819(4) 0.3425(3) 0.56565(15) 0.0603(6) Uani 1 1 d .
H13 H 0.3212 0.4118 0.5088 0.072 Uiso 1 1 calc R
C12 C 0.1040(5) 0.2696(3) 0.55023(16) 0.0659(7) Uani 1 1 d .
H12 H 0.0361 0.2977 0.4845 0.079 Uiso 1 1 calc R
N1 N -0.0119(4) 0.5475(2) 0.76253(13) 0.0580(5) Uani 1 1 d .
N2 N 0.6047(3) 0.89398(19) 0.71044(13) 0.0563(5) Uani 1 1 d .
H2 H 0.7017 0.9568 0.6854 0.068 Uiso 1 1 calc R
O4 O 0.4004(3) 0.23490(18) 0.74078(10) 0.0648(5) Uani 1 1 d .
H4A H 0.2845 0.1925 0.7321 0.097 Uiso 1 1 calc R
O3 O 0.0732(3) 0.10250(18) 0.71168(12) 0.0703(5) Uani 1 1 d .
O5 O 0.5813(3) 0.41746(18) 0.65442(12) 0.0687(5) Uani 1 1 d .
O2 O -0.1756(3) 0.1002(2) 0.58478(13) 0.0761(5) Uani 1 1 d .
O1 O -0.1587(3) 0.44576(19) 0.81034(11) 0.0704(5) Uani 1 1 d .
H1B H -0.2382 0.4220 0.7678 0.106 Uiso 1 1 calc R
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'
N N 0.0061 0.0033 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C10 C9 C8 117.34(19)
C10 C9 C2 118.54(18)
C8 C9 C2 124.1(2)
N1 C1 C2 119.7(2)
C3 C2 C9 117.9(2)
C3 C2 C1 120.59(19)
C9 C2 C1 121.49(18)
C4 C3 C2 121.2(2)
N2 C10 C5 119.3(2)
N2 C10 C9 119.46(19)
C5 C10 C9 121.3(2)
C6 C5 C10 118.6(2)
C7 C8 C9 120.9(2)
C5 C6 C7 121.5(2)
O5 C14 O4 122.2(2)
O5 C14 C13 117.93(19)
O4 C14 C13 119.9(2)
O2 C11 O3 123.2(2)
O2 C11 C12 117.3(2)
O3 C11 C12 119.5(2)
N2 C4 C3 121.6(2)
C8 C7 C6 120.3(2)
C12 C13 C14 130.6(2)
C13 C12 C11 131.0(2)
C1 N1 O1 112.25(18)
C4 N2 C10 121.3(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C9 C10 1.416(3)
C9 C8 1.418(3)
C9 C2 1.429(3)
C1 N1 1.268(3)
C1 C2 1.454(3)
C2 C3 1.386(3)
C3 C4 1.363(3)
C10 N2 1.375(3)
C10 C5 1.411(3)
C5 C6 1.362(3)
C8 C7 1.365(3)
C6 C7 1.399(3)
C14 O5 1.225(3)
C14 O4 1.284(2)
C14 C13 1.487(3)
C11 O2 1.238(3)
C11 O3 1.272(3)
C11 C12 1.492(3)
C4 N2 1.325(3)
C13 C12 1.316(3)
N1 O1 1.379(2)
