#------------------------------------------------------------------------------
#$Date: 2017-08-09 08:44:40 +0300 (Wed, 09 Aug 2017) $
#$Revision: 199671 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/22/2242279.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_2242279
loop_
_publ_author_name
'Hijji, Yousef M.'
'Rajan, Rajeesha'
'Mansour, Said'
'Ben Yahia, Hamdi'
_publ_section_title
;
 Crystal structure of (E)-furan-2-carbaldehyde
 O-benzoyloxime
;
_journal_coeditor_code           GW2156
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1326
_journal_page_last               1328
_journal_paper_doi               10.1107/S2056989017011562
_journal_volume                  73
_journal_year                    2017
_chemical_formula_analytical     'C12 H9 N O3'
_chemical_formula_iupac          'C12 H9 N O3'
_chemical_formula_moiety         'C12 H9 N O3'
_chemical_formula_sum            'C12 H9 N O3'
_chemical_formula_weight         215.2
_chemical_name_common
;
(E)-furan-2-carbaldehyde O-benzoyloxime
;
_chemical_name_systematic
;
(E)-(Furan-2-ylmethylidene)amino benzoate
;
_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'
_cell_angle_alpha                90
_cell_angle_beta                 95.634(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.3414(3)
_cell_length_b                   9.1268(5)
_cell_length_c                   18.1423(9)
_cell_measurement_reflns_used    19019
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      2.26
_cell_volume                     1044.94(9)
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_collection
;
APEX3 (Bruker, 2015)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Berndt, 1999) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
JANA2006 (Petricek et al.,  2014)
;
_computing_structure_refinement
;
JANA2006 (Petricek et al.,  2014)
;
_computing_structure_solution
;
SIR2002 (Burla et al. 2003)
;
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       'Bruker APEXIII CCD'
_diffrn_measurement_device_type  'D8 venture'
_diffrn_measurement_method       'ω and π scans'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19019
_diffrn_reflns_theta_full        27.89
_diffrn_reflns_theta_max         27.89
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    0.1
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_description       needle
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.19
_refine_ls_extinction_coef       86E2(11)
_refine_ls_extinction_method
;
B--C type 1 Gaussian isotropic (Becker & Coppens, 1974)
;
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0368
_refine_ls_shift/su_max          0.0022
_refine_ls_shift/su_mean         0.0003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/(σ²(I)+0.001936I²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.1009
_reflns_number_gt                1245
_reflns_number_total             2480
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            gw2156sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2242279
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2
loop_
_atom_site_type_symbol
_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_occupancy
O O1 0.30081(17) 0.35070(10) 0.20660(6) 0.0583(4) Uani d 1
O O2 0.40886(16) 0.65844(10) 0.04205(5) 0.0509(4) Uani d 1
O O3 0.76174(18) 0.66965(13) 0.06946(6) 0.0708(5) Uani d 1
N N1 0.4062(2) 0.55510(12) 0.10223(6) 0.0514(5) Uani d 1
C C1 0.1492(3) 0.42685(14) 0.16340(8) 0.0476(5) Uani d 1
C C2 -0.0453(3) 0.39050(16) 0.18114(10) 0.0599(7) Uani d 1
H H2 -0.177(3) 0.4294(17) 0.1589(9) 0.071(5) Uiso d 1
C C3 -0.0152(4) 0.28632(18) 0.23844(10) 0.0695(8) Uani d 1
H H3 -0.120(3) 0.2372(18) 0.2617(9) 0.076(5) Uiso d 1
C C4 0.1916(4) 0.26537(18) 0.25172(10) 0.0682(8) Uani d 1
H H4 0.279(3) 0.2027(17) 0.2837(9) 0.074(5) Uiso d 1
C C5 0.2128(3) 0.52772(15) 0.10928(8) 0.0468(5) Uani d 1
H H5 0.099(3) 0.5716(15) 0.0768(8) 0.060(4) Uiso d 1
C C6 0.6056(2) 0.70645(15) 0.03182(8) 0.0448(5) Uani d 1
C C7 0.6002(2) 0.81086(13) -0.03072(7) 0.0402(5) Uani d 1
C C8 0.4156(3) 0.84781(16) -0.07375(8) 0.0505(6) Uani d 1
H H8 0.290(2) 0.8040(15) -0.0630(7) 0.058(4) Uiso d 1
C C9 0.4214(3) 0.94724(17) -0.13070(10) 0.0600(7) Uani d 1
H H9 0.295(3) 0.9700(17) -0.1605(9) 0.073(5) Uiso d 1
C C10 0.6096(3) 1.01023(18) -0.14491(9) 0.0596(7) Uani d 1
H H10 0.617(3) 1.0760(16) -0.1852(9) 0.069(5) Uiso d 1
C C11 0.7926(3) 0.97388(18) -0.10261(9) 0.0619(7) Uani d 1
H H11 0.922(3) 1.0175(17) -0.1118(9) 0.072(5) Uiso d 1
C C12 0.7884(3) 0.87486(17) -0.04569(9) 0.0521(6) Uani d 1
H H12 0.917(3) 0.8530(15) -0.0176(9) 0.067(5) Uiso d 1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0106 0.0060 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 C4 105.29(14)
N1 O2 C6 113.27(10)
O2 N1 C5 106.73(11)
O1 C1 C2 110.27(13)
O1 C1 C5 119.30(14)
C2 C1 C5 130.42(15)
C1 C2 H2 126.0(10)
C1 C2 C3 106.37(18)
H2 C2 C3 127.6(10)
C2 C3 H3 127.2(10)
C2 C3 C4 107.0(2)
H3 C3 C4 125.7(10)
O1 C4 C3 111.09(16)
O1 C4 H4 114.1(11)
C3 C4 H4 134.8(11)
N1 C5 C1 122.35(14)
N1 C5 H5 121.6(9)
C1 C5 H5 116.0(9)
O2 C6 O3 123.68(13)
O2 C6 C7 111.21(12)
O3 C6 C7 125.11(14)
C6 C7 C8 122.99(13)
C6 C7 C12 117.92(13)
C8 C7 C12 119.09(13)
C7 C8 H8 118.1(8)
C7 C8 C9 120.00(15)
H8 C8 C9 121.9(9)
C8 C9 H9 119.4(10)
C8 C9 C10 120.31(16)
H9 C9 C10 120.2(10)
C9 C10 H10 121.1(10)
C9 C10 C11 119.92(16)
H10 C10 C11 118.9(10)
C10 C11 H11 120.3(9)
C10 C11 C12 120.21(17)
H11 C11 C12 119.5(10)
C7 C12 C11 120.48(15)
C7 C12 H12 121.7(10)
C11 C12 H12 117.8(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.3688(17)
O1 C4 1.367(2)
O2 N1 1.4441(14)
O2 C6 1.3523(19)
O3 C6 1.1945(18)
N1 C5 1.270(2)
C1 C2 1.347(3)
C1 C5 1.433(2)
C2 H2 0.957(17)
C2 C3 1.408(2)
C3 H3 0.936(18)
C3 C4 1.324(4)
C4 H4 0.952(16)
C5 H5 0.970(15)
C6 C7 1.4795(19)
C7 C8 1.383(2)
C7 C12 1.379(2)
C8 H8 0.927(16)
C8 C9 1.378(2)
C9 H9 0.944(17)
C9 C10 1.372(3)
C10 H10 0.950(16)
C10 C11 1.368(2)
C11 H11 0.943(17)
C11 C12 1.374(2)
C12 H12 0.941(16)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C8 H8 O2 . 0.93(2) 2.384(13) 2.724(2) 102.0(10)
C5 H5 O3 1_455 0.97(2) 2.312(16) 3.159(2) 145.0(10)

_cod_database_fobs_code 2242279
