#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/64/2226479.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_2226479
loop_
_publ_author_name
'Li, Yu-Feng'
'Jian, Fang-Fang'
_publ_section_title
;
 N'-Benzylidenefuran-2-carbohydrazide
;
_journal_coeditor_code           HB5485
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1720
_journal_paper_doi               10.1107/S1600536810021471
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C12 H10 N2 O2'
_chemical_formula_moiety         'C12 H10 N2 O2'
_chemical_formula_sum            'C12 H10 N2 O2'
_chemical_formula_weight         214.22
_chemical_name_systematic
;
N'-Benzylidenefuran-2-carbohydrazide
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.628(2)
_cell_length_b                   7.6638(15)
_cell_length_c                   23.873(5)
_cell_measurement_reflns_used    2542
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.42
_cell_measurement_theta_min      2.73
_cell_volume                     2127.4(7)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD'
_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  0.1797
_diffrn_reflns_av_sigmaI/netI    0.1129
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            15748
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         3.30
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.353
_refine_ls_extinction_coef       0.042(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1915
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.873
_refine_ls_R_factor_all          0.1431
_refine_ls_R_factor_gt           0.0685
_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)+(0.0916P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1495
_refine_ls_wR_factor_ref         0.1823
_reflns_number_gt                841
_reflns_number_total             1915
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5485.cif
_cod_data_source_block           I
_cod_database_code               2226479
_cod_database_fobs_code          2226479
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C7 0.6392(3) 0.2814(4) 0.22579(15) 0.0427(9) Uani d . 1 . .
N N2 0.7400(2) 0.2911(4) 0.13973(12) 0.0444(8) Uani d . 1 . .
O O2 0.89248(19) 0.4222(3) 0.06644(10) 0.0525(7) Uani d . 1 . .
C C6 0.6608(3) 0.2226(4) 0.16890(15) 0.0464(9) Uani d . 1 . .
H H6A 0.6161 0.1338 0.1537 0.056 Uiso calc R 1 . .
N N1 0.7595(2) 0.2165(4) 0.08817(12) 0.0468(8) Uani d . 1 . .
H H1A 0.7204 0.1273 0.0774 0.056 Uiso calc R 1 . .
C C11 0.5250(3) 0.2748(5) 0.30936(18) 0.0614(11) Uani d . 1 . .
H H11A 0.4599 0.2357 0.3282 0.074 Uiso calc R 1 . .
C C5 0.8408(3) 0.2861(4) 0.05515(15) 0.0433(9) Uani d . 1 . .
O O1 0.8127(2) 0.0388(3) -0.00680(11) 0.0624(8) Uani d . 1 . .
C C12 0.5431(3) 0.2243(5) 0.25478(17) 0.0565(11) Uani d . 1 . .
H H12A 0.4905 0.1511 0.2372 0.068 Uiso calc R 1 . .
C C2 0.9298(4) 0.0939(6) -0.07761(19) 0.0717(13) Uani d . 1 . .
H H2B 0.9697 0.0836 -0.1112 0.086 Uiso calc R 1 . .
C C8 0.7157(3) 0.3882(5) 0.25381(16) 0.0499(10) Uani d . 1 . .
H H8A 0.7816 0.4262 0.2354 0.060 Uiso calc R 1 . .
C C4 0.8663(3) 0.1949(4) 0.00321(15) 0.0457(9) Uani d . 1 . .
C C3 0.9374(3) 0.2318(5) -0.03877(18) 0.0619(12) Uani d . 1 . .
H H4A 0.9835 0.3304 -0.0419 0.074 Uiso calc R 1 . .
C C10 0.6010(4) 0.3816(5) 0.33627(18) 0.0617(11) Uani d . 1 . .
H H10A 0.5884 0.4148 0.3732 0.074 Uiso calc R 1 . .
C C9 0.6968(3) 0.4393(5) 0.30781(17) 0.0607(11) Uani d . 1 . .
H H9A 0.7488 0.5134 0.3254 0.073 Uiso calc R 1 . .
C C1 0.8544(4) -0.0182(6) -0.05660(18) 0.0746(13) Uani d . 1 . .
H H1B 0.8329 -0.1222 -0.0737 0.090 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 C7 C12 . . 117.7(4) ?
C8 C7 C6 . . 121.6(3) ?
C12 C7 C6 . . 120.6(3) ?
C6 N2 N1 . . 116.0(3) ?
N2 C6 C7 . . 120.7(3) ?
N2 C6 H6A . . 119.6 ?
C7 C6 H6A . . 119.6 ?
C5 N1 N2 . . 118.4(3) ?
C5 N1 H1A . . 120.8 ?
N2 N1 H1A . . 120.8 ?
C10 C11 C12 . . 121.0(4) ?
C10 C11 H11A . . 119.5 ?
C12 C11 H11A . . 119.5 ?
O2 C5 N1 . . 123.5(3) ?
O2 C5 C4 . . 119.5(3) ?
N1 C5 C4 . . 117.0(3) ?
C1 O1 C4 . . 105.8(3) ?
C11 C12 C7 . . 120.6(4) ?
C11 C12 H12A . . 119.7 ?
C7 C12 H12A . . 119.7 ?
C1 C2 C3 . . 106.1(4) ?
C1 C2 H2B . . 126.9 ?
C3 C2 H2B . . 126.9 ?
C9 C8 C7 . . 121.6(4) ?
C9 C8 H8A . . 119.2 ?
C7 C8 H8A . . 119.2 ?
C3 C4 O1 . . 109.7(3) ?
C3 C4 C5 . . 131.9(3) ?
O1 C4 C5 . . 118.4(3) ?
C4 C3 C2 . . 107.4(3) ?
C4 C3 H4A . . 126.3 ?
C2 C3 H4A . . 126.3 ?
C11 C10 C9 . . 119.0(4) ?
C11 C10 H10A . . 120.5 ?
C9 C10 H10A . . 120.5 ?
C8 C9 C10 . . 120.2(4) ?
C8 C9 H9A . . 119.9 ?
C10 C9 H9A . . 119.9 ?
C2 C1 O1 . . 111.0(4) ?
C2 C1 H1B . . 124.5 ?
O1 C1 H1B . . 124.5 ?
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
C7 C8 . 1.382(5) ?
C7 C12 . 1.385(5) ?
C7 C6 . 1.453(5) ?
N2 C6 . 1.268(4) ?
N2 N1 . 1.376(4) ?
O2 C5 . 1.234(4) ?
C6 H6A . 0.9300 ?
N1 C5 . 1.342(4) ?
N1 H1A . 0.8600 ?
C11 C10 . 1.366(5) ?
C11 C12 . 1.376(5) ?
C11 H11A . 0.9300 ?
C5 C4 . 1.454(5) ?
O1 C1 . 1.357(4) ?
O1 C4 . 1.370(4) ?
C12 H12A . 0.9300 ?
C2 C1 . 1.327(6) ?
C2 C3 . 1.408(5) ?
C2 H2B . 0.9300 ?
C8 C9 . 1.365(5) ?
C8 H8A . 0.9300 ?
C4 C3 . 1.329(5) ?
C3 H4A . 0.9300 ?
C10 C9 . 1.377(5) ?
C10 H10A . 0.9300 ?
C9 H9A . 0.9300 ?
C1 H1B . 0.9300 ?
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
N1 H1A O2 7_755 0.86 2.06 2.911(4) 168
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 5263813
