#------------------------------------------------------------------------------
#$Date: 2016-02-05 00:13:52 +0200 (Fri, 05 Feb 2016) $
#$Revision: 175941 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/33/7223345.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_7223345
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, N O3'
_chemical_formula_sum            'C10 H9 N3 O4'
_chemical_formula_weight         235.20
_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                70.343(6)
_cell_angle_beta                 89.333(6)
_cell_angle_gamma                72.343(6)
_cell_formula_units_Z            2
_cell_length_a                   7.9402(7)
_cell_length_b                   8.1717(8)
_cell_length_c                   8.8975(8)
_cell_measurement_temperature    296(2)
_cell_volume                     515.42(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5360
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         2.44
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-Scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.870
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.870
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0324
_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)+(0.1200P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1193
_reflns_number_gt                1097
_reflns_number_total             1864
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce02029h2.cif
_cod_data_source_block           Salt2
_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_original_cell_volume        515.42(8)
_cod_database_code               7223345
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
O1 O -0.26430(17) 0.61020(17) 0.08803(14) 0.0608(5) Uani 1 1 d .
H1 H -0.3721 0.6338 0.0733 0.091 Uiso 1 1 calc R
N2 N 0.21162(19) -0.01634(18) 0.68731(14) 0.0441(5) Uani 1 1 d .
H2 H 0.2604 -0.1007 0.7772 0.053 Uiso 1 1 calc R
N1 N -0.2020(2) 0.47951(18) 0.23956(16) 0.0473(5) Uani 1 1 d .
C4 C 0.0799(2) 0.1275(2) 0.6896(2) 0.0460(5) Uani 1 1 d .
H4 H 0.0428 0.1354 0.7872 0.055 Uiso 1 1 calc R
C3 C -0.0030(2) 0.2657(2) 0.5486(2) 0.0446(5) Uani 1 1 d .
H3 H -0.0966 0.3655 0.5517 0.053 Uiso 1 1 calc R
C2 C 0.0519(2) 0.2574(2) 0.40253(19) 0.0379(5) Uani 1 1 d .
C8 C 0.2628(2) 0.0762(2) 0.2593(2) 0.0459(5) Uani 1 1 d .
H8 H 0.2147 0.1655 0.1599 0.055 Uiso 1 1 calc R
C7 C 0.3963(3) -0.0774(2) 0.2677(2) 0.0524(6) Uani 1 1 d .
H7 H 0.4392 -0.0920 0.1738 0.063 Uiso 1 1 calc R
C6 C 0.4712(3) -0.2153(2) 0.4166(2) 0.0524(5) Uani 1 1 d .
H6 H 0.5621 -0.3202 0.4197 0.063 Uiso 1 1 calc R
C5 C 0.4120(2) -0.1965(2) 0.5556(2) 0.0465(5) Uani 1 1 d .
H5 H 0.4620 -0.2876 0.6536 0.056 Uiso 1 1 calc R
C10 C 0.2740(2) -0.0376(2) 0.54930(18) 0.0382(5) Uani 1 1 d .
C9 C 0.1959(2) 0.1017(2) 0.40091(17) 0.0362(5) Uani 1 1 d .
C1 C -0.0358(3) 0.4014(2) 0.2507(2) 0.0441(5) Uani 1 1 d .
H1A H 0.0291 0.4348 0.1644 0.053 Uiso 1 1 calc R
O3 O 0.3079(2) 0.57795(18) 0.20573(14) 0.0652(5) Uani 1 1 d .
O4 O 0.38527(16) 0.73096(17) -0.01894(13) 0.0553(4) Uani 1 1 d .
O2 O 0.10762(18) 0.77117(18) 0.01384(14) 0.0603(4) Uani 1 1 d .
N3 N 0.2645(2) 0.69144(19) 0.06949(17) 0.0458(5) Uani 1 1 d .
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
N1 O1 H1 109.5
C4 N2 C10 123.21(14)
C4 N2 H2 118.4
C10 N2 H2 118.4
C1 N1 O1 111.33(14)
N2 C4 C3 120.53(15)
N2 C4 H4 119.7
C3 C4 H4 119.7
C4 C3 C2 120.53(16)
C4 C3 H3 119.7
C2 C3 H3 119.7
C3 C2 C9 118.68(15)
C3 C2 C1 121.58(16)
C9 C2 C1 119.73(15)
C7 C8 C9 120.43(15)
C7 C8 H8 119.8
C9 C8 H8 119.8
C8 C7 C6 121.04(16)
C8 C7 H7 119.5
C6 C7 H7 119.5
C5 C6 C7 120.62(16)
C5 C6 H6 119.7
C7 C6 H6 119.7
C6 C5 C10 119.17(15)
C6 C5 H5 120.4
C10 C5 H5 120.4
N2 C10 C5 120.18(14)
N2 C10 C9 118.75(15)
C5 C10 C9 121.07(15)
C10 C9 C8 117.67(15)
C10 C9 C2 118.30(15)
C8 C9 C2 124.02(15)
N1 C1 C2 118.61(16)
N1 C1 H1A 120.7
C2 C1 H1A 120.7
O3 N3 O2 122.45(16)
O3 N3 O4 119.39(17)
O2 N3 O4 118.16(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.3890(17)
O1 H1 0.8200
N2 C4 1.321(2)
N2 C10 1.3640(19)
N2 H2 0.8600
N1 C1 1.268(2)
C4 C3 1.378(2)
C4 H4 0.9300
C3 C2 1.383(2)
C3 H3 0.9300
C2 C9 1.434(2)
C2 C1 1.466(2)
C8 C7 1.355(2)
C8 C9 1.417(2)
C8 H8 0.9300
C7 C6 1.409(2)
C7 H7 0.9300
C6 C5 1.358(2)
C6 H6 0.9300
C5 C10 1.407(2)
C5 H5 0.9300
C10 C9 1.415(2)
C1 H1A 0.9300
O3 N3 1.2278(18)
O4 N3 1.2813(18)
O2 N3 1.2357(18)
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
C10 N2 C4 C3 0.3(3)
N2 C4 C3 C2 -0.9(3)
C4 C3 C2 C9 0.3(2)
C4 C3 C2 C1 179.10(15)
C9 C8 C7 C6 0.3(3)
C8 C7 C6 C5 -0.6(3)
C7 C6 C5 C10 0.2(3)
C4 N2 C10 C5 -178.43(16)
C4 N2 C10 C9 0.7(2)
C6 C5 C10 N2 179.55(14)
C6 C5 C10 C9 0.4(3)
N2 C10 C9 C8 -179.84(13)
C5 C10 C9 C8 -0.7(2)
N2 C10 C9 C2 -1.2(2)
C5 C10 C9 C2 177.93(14)
C7 C8 C9 C10 0.3(3)
C7 C8 C9 C2 -178.17(15)
C3 C2 C9 C10 0.7(2)
C1 C2 C9 C10 -178.09(13)
C3 C2 C9 C8 179.23(13)
C1 C2 C9 C8 0.4(3)
O1 N1 C1 C2 -179.18(13)
C3 C2 C1 N1 -34.9(2)
C9 C2 C1 N1 143.82(16)
