##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
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# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
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data_global
_audit_creation_method     SHELXL97
_journal_date_recd_electronic     2007-07-27
_journal_date_accepted     2007-07-28
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue      9
_journal_page_first     o3672
_journal_page_last     o3672
_journal_paper_category     QO
_journal_coeditor_code     WN2180
_publ_contact_author_name     'Luo, Zhi-Gang'
_publ_contact_author_address
;
College of Chemistry and Chemical Engineering
JiangXi Province Key Laboratory of Coordination Chemistry
JingGangShan University
Ji'an
JiangXi 343009
People's Republic of China
;
_publ_contact_author_email     lsj_578@126.com
_publ_contact_author_fax     '86 558 2596 250'
_publ_contact_author_phone     '86 558 2595 725'
_publ_section_title
;
(E)-N'-(3-Hydroxy-4-methoxybenzylidene)-2-hydroxybenzohydrazide
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Luo, Zhi-Gang' .
;
College of Chemistry and Chemical Engineering
JiangXi Province Key Laboratory of Coordination Chemistry
JingGangShan University
Ji'an
JiangXi 343009
People's Republic of China
;
data_I
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
(E)-N'-(3-Hydroxy-4-methoxybenzylidene)-2-hydroxybenzohydrazide
;
_chemical_name_common     ?
_chemical_formula_moiety     'C15 H14 N2 O4'
_chemical_formula_sum     'C15 H14 N2 O4'
_chemical_formula_iupac     'C15 H14 N2 O4'
_chemical_formula_weight     286.28
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     12.436(3)
_cell_length_b     7.1581(14)
_cell_length_c     15.048(3)
_cell_angle_alpha     90.00
_cell_angle_beta     100.95(3)
_cell_angle_gamma     90.00
_cell_volume     1315.2(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     2865
_cell_measurement_theta_min     4.2
_cell_measurement_theta_max     26
_cell_measurement_temperature     298(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.34
_exptl_crystal_size_mid     0.15
_exptl_crystal_size_min     0.06
_exptl_crystal_density_diffrn     1.446
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     600
_exptl_absorpt_coefficient_mu     0.107
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min     0.96
_exptl_absorpt_correction_T_max     0.99
_exptl_special_details
;
;
_diffrn_ambient_temperature     298(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEX area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     11560
_diffrn_reflns_av_R_equivalents     0.0298
_diffrn_reflns_av_sigmaI/netI     0.0571
_diffrn_reflns_theta_min     2.76
_diffrn_reflns_theta_max     28.47
_diffrn_reflns_theta_full     28.47
_diffrn_measured_fraction_theta_max     0.985
_diffrn_measured_fraction_theta_full     0.985
_diffrn_reflns_limit_h_min     -16
_diffrn_reflns_limit_h_max     16
_diffrn_reflns_limit_k_min     -9
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     20
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     no
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     3288
_reflns_number_gt     2008
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0790
_refine_ls_R_factor_gt     0.0486
_refine_ls_wR_factor_gt     0.1470
_refine_ls_wR_factor_ref     0.1659
_refine_ls_goodness_of_fit_ref     1.103
_refine_ls_restrained_S_all     1.103
_refine_ls_number_reflns     3288
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0815P)²+0.0205P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.282
_refine_diff_density_min     -0.263
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997a)'
_refine_ls_extinction_coef     0.009(3)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
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'
_computing_data_collection     'SMART (Bruker, 1998)'
_computing_cell_refinement     'SAINT (Bruker, 1998)'
_computing_data_reduction     SAINT
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997a)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997a)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material     SHELXTL
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 C1 1.19143(13) 0.11923(19) 0.43668(9) 0.0383(3) Uani d . 1 . .
    C C2 1.30560(13) 0.1048(2) 0.46186(11) 0.0455(4) Uani d . 1 . .
    C C3 1.35507(15) 0.1122(2) 0.55284(12) 0.0585(5) Uani d . 1 . .
    H H3 1.4308 0.1022 0.5695 0.070 Uiso calc R 1 . .
    C C4 1.29249(16) 0.1342(2) 0.61828(12) 0.0569(5) Uani d . 1 . .
    H H4 1.3266 0.1396 0.6788 0.068 Uiso calc R 1 . .
    C C5 1.18013(14) 0.1484(2) 0.59570(10) 0.0482(4) Uani d . 1 . .
    H H5 1.1384 0.1631 0.6404 0.058 Uiso calc R 1 . .
    C C6 1.13091(13) 0.1405(2) 0.50587(10) 0.0426(4) Uani d . 1 . .
    H H6 1.0551 0.1496 0.4904 0.051 Uiso calc R 1 . .
    C C7 1.13998(13) 0.10751(19) 0.34001(9) 0.0396(4) Uani d . 1 . .
    C C8 0.87839(12) 0.1348(2) 0.20923(9) 0.0408(4) Uani d . 1 . .
    H H8 0.8400 0.1461 0.2563 0.049 Uiso calc R 1 . .
    C C9 0.81933(12) 0.12816(19) 0.11589(9) 0.0384(3) Uani d . 1 . .
    C C10 0.87688(12) 0.11754(19) 0.04428(9) 0.0382(3) Uani d . 1 . .
    H H10 0.9530 0.1131 0.0567 0.046 Uiso calc R 1 . .
    C C11 0.82212(12) 0.11374(19) -0.04359(9) 0.0364(3) Uani d . 1 . .
    C C12 0.70753(13) 0.1193(2) -0.06330(10) 0.0423(4) Uani d . 1 . .
    C C13 0.64983(13) 0.1286(2) 0.00710(11) 0.0511(4) Uani d . 1 . .
    H H13 0.5737 0.1317 -0.0054 0.061 Uiso calc R 1 . .
    C C14 0.70586(13) 0.1333(2) 0.09602(11) 0.0470(4) Uani d . 1 . .
    H H14 0.6668 0.1400 0.1429 0.056 Uiso calc R 1 . .
    C C21 0.54812(16) 0.1023(3) -0.17878(14) 0.0823(7) Uani d . 1 . .
    H H21A 0.5231 -0.0063 -0.1512 0.123 Uiso calc R 1 . .
    H H21B 0.5280 0.0921 -0.2434 0.123 Uiso calc R 1 . .
    H H21C 0.5150 0.2119 -0.1589 0.123 Uiso calc R 1 . .
    H H2 1.3208(19) 0.093(3) 0.3393(15) 0.084(7) Uiso d . 1 . .
    N N1 1.03213(10) 0.13674(18) 0.31683(8) 0.0444(3) Uani d . 1 . .
    H H1 0.9941 0.1624 0.3574 0.053 Uiso calc R 1 . .
    N N2 0.98266(11) 0.12502(17) 0.22650(8) 0.0448(4) Uani d . 1 . .
    O O1 1.37067(10) 0.08214(18) 0.39977(9) 0.0628(4) Uani d . 1 . .
    O O2 1.19532(9) 0.06595(17) 0.28146(7) 0.0521(3) Uani d . 1 . .
    O O3 0.88194(8) 0.10779(14) -0.11127(7) 0.0461(3) Uani d . 1 . .
    H H11 0.8403 0.1059 -0.1605 0.069 Uiso calc R 1 . .
    O O4 0.66287(9) 0.11568(16) -0.15360(7) 0.0558(4) Uani d . 1 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    C1 0.0423(8) 0.0413(8) 0.0314(7) 0.0009(6) 0.0073(6) 0.0002(6)
    C2 0.0432(9) 0.0495(9) 0.0437(9) -0.0010(7) 0.0083(7) 0.0026(6)
    C3 0.0445(10) 0.0752(12) 0.0513(10) -0.0006(8) -0.0020(8) 0.0011(8)
    C4 0.0639(12) 0.0638(11) 0.0377(9) -0.0005(8) -0.0035(8) 0.0007(7)
    C5 0.0609(10) 0.0502(9) 0.0336(8) 0.0018(7) 0.0096(7) -0.0002(6)
    C6 0.0441(8) 0.0483(9) 0.0357(8) 0.0017(6) 0.0080(6) -0.0003(6)
    C7 0.0433(8) 0.0446(8) 0.0323(8) 0.0014(6) 0.0107(6) 0.0015(6)
    C8 0.0440(9) 0.0489(9) 0.0311(7) -0.0006(6) 0.0112(6) -0.0023(6)
    C9 0.0423(8) 0.0425(8) 0.0315(7) -0.0020(6) 0.0094(6) -0.0020(6)
    C10 0.0352(8) 0.0453(8) 0.0343(8) -0.0006(6) 0.0072(6) 0.0011(6)
    C11 0.0375(8) 0.0395(8) 0.0337(7) -0.0003(6) 0.0103(6) 0.0016(5)
    C12 0.0401(8) 0.0514(9) 0.0337(8) 0.0025(6) 0.0024(6) -0.0034(6)
    C13 0.0347(8) 0.0733(11) 0.0461(9) -0.0006(7) 0.0100(7) -0.0076(8)
    C14 0.0410(8) 0.0640(10) 0.0385(8) -0.0023(7) 0.0143(7) -0.0058(7)
    C21 0.0435(11) 0.143(2) 0.0542(12) 0.0125(11) -0.0075(9) -0.0168(11)
    N1 0.0432(7) 0.0644(9) 0.0259(6) 0.0056(6) 0.0076(5) -0.0030(5)
    N2 0.0479(8) 0.0582(9) 0.0281(7) 0.0047(6) 0.0068(5) -0.0014(5)
    O1 0.0413(7) 0.0958(10) 0.0534(8) 0.0035(6) 0.0142(6) 0.0052(6)
    O2 0.0480(7) 0.0753(8) 0.0357(6) 0.0072(5) 0.0147(5) -0.0020(5)
    O3 0.0422(6) 0.0685(7) 0.0285(5) -0.0020(5) 0.0093(4) 0.0001(4)
    O4 0.0415(7) 0.0885(9) 0.0347(6) 0.0068(5) 0.0001(5) -0.0039(5)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    C1 C2 . 1.402(2) ?
    C1 C6 . 1.404(2) ?
    C1 C7 . 1.476(2) ?
    C2 O1 . 1.357(2) ?
    C2 C3 . 1.391(2) ?
    C3 C4 . 1.375(2) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.378(3) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.375(2) ?
    C5 H5 . 0.9300 ?
    C6 H6 . 0.9300 ?
    C7 O2 . 1.2524(16) ?
    C7 N1 . 1.337(2) ?
    C8 N2 . 1.275(2) ?
    C8 C9 . 1.457(2) ?
    C8 H8 . 0.9300 ?
    C9 C14 . 1.386(2) ?
    C9 C10 . 1.404(2) ?
    C10 C11 . 1.3678(19) ?
    C10 H10 . 0.9300 ?
    C11 O3 . 1.3712(16) ?
    C11 C12 . 1.400(2) ?
    C12 O4 . 1.3671(18) ?
    C12 C13 . 1.389(2) ?
    C13 C14 . 1.387(2) ?
    C13 H13 . 0.9300 ?
    C14 H14 . 0.9300 ?
    C21 O4 . 1.409(2) ?
    C21 H21A . 0.9600 ?
    C21 H21B . 0.9600 ?
    C21 H21C . 0.9600 ?
    N1 N2 . 1.3840(17) ?
    N1 H1 . 0.8600 ?
    O1 H2 . 1.00(2) ?
    O3 H11 . 0.8200 ?
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
    C2 C1 C6 . . 117.74(14) ?
    C2 C1 C7 . . 119.30(14) ?
    C6 C1 C7 . . 122.95(14) ?
    O1 C2 C3 . . 118.17(15) ?
    O1 C2 C1 . . 121.90(14) ?
    C3 C2 C1 . . 119.93(15) ?
    C4 C3 C2 . . 120.29(16) ?
    C4 C3 H3 . . 119.9 ?
    C2 C3 H3 . . 119.9 ?
    C3 C4 C5 . . 121.15(16) ?
    C3 C4 H4 . . 119.4 ?
    C5 C4 H4 . . 119.4 ?
    C6 C5 C4 . . 118.73(15) ?
    C6 C5 H5 . . 120.6 ?
    C4 C5 H5 . . 120.6 ?
    C5 C6 C1 . . 122.15(15) ?
    C5 C6 H6 . . 118.9 ?
    C1 C6 H6 . . 118.9 ?
    O2 C7 N1 . . 120.78(13) ?
    O2 C7 C1 . . 120.90(14) ?
    N1 C7 C1 . . 118.29(13) ?
    N2 C8 C9 . . 120.12(13) ?
    N2 C8 H8 . . 119.9 ?
    C9 C8 H8 . . 119.9 ?
    C14 C9 C10 . . 118.82(14) ?
    C14 C9 C8 . . 120.88(14) ?
    C10 C9 C8 . . 120.30(14) ?
    C11 C10 C9 . . 120.68(14) ?
    C11 C10 H10 . . 119.7 ?
    C9 C10 H10 . . 119.7 ?
    C10 C11 O3 . . 118.55(12) ?
    C10 C11 C12 . . 120.27(13) ?
    O3 C11 C12 . . 121.17(13) ?
    O4 C12 C13 . . 125.99(14) ?
    O4 C12 C11 . . 114.52(13) ?
    C13 C12 C11 . . 119.49(14) ?
    C14 C13 C12 . . 119.95(15) ?
    C14 C13 H13 . . 120.0 ?
    C12 C13 H13 . . 120.0 ?
    C9 C14 C13 . . 120.79(14) ?
    C9 C14 H14 . . 119.6 ?
    C13 C14 H14 . . 119.6 ?
    O4 C21 H21A . . 109.5 ?
    O4 C21 H21B . . 109.5 ?
    H21A C21 H21B . . 109.5 ?
    O4 C21 H21C . . 109.5 ?
    H21A C21 H21C . . 109.5 ?
    H21B C21 H21C . . 109.5 ?
    C7 N1 N2 . . 118.93(12) ?
    C7 N1 H1 . . 120.5 ?
    N2 N1 H1 . . 120.5 ?
    C8 N2 N1 . . 116.24(13) ?
    C2 O1 H2 . . 105.6(12) ?
    C11 O3 H11 . . 109.5 ?
    C12 O4 C21 . . 117.93(14) ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C6 C1 C2 O1 . . . . 179.36(13) ?
    C7 C1 C2 O1 . . . . 0.7(2) ?
    C6 C1 C2 C3 . . . . -0.1(2) ?
    C7 C1 C2 C3 . . . . -178.83(13) ?
    O1 C2 C3 C4 . . . . -179.71(15) ?
    C1 C2 C3 C4 . . . . -0.2(2) ?
    C2 C3 C4 C5 . . . . 0.3(3) ?
    C3 C4 C5 C6 . . . . -0.1(2) ?
    C4 C5 C6 C1 . . . . -0.2(2) ?
    C2 C1 C6 C5 . . . . 0.4(2) ?
    C7 C1 C6 C5 . . . . 179.01(13) ?
    C2 C1 C7 O2 . . . . 7.4(2) ?
    C6 C1 C7 O2 . . . . -171.25(13) ?
    C2 C1 C7 N1 . . . . -174.64(12) ?
    C6 C1 C7 N1 . . . . 6.7(2) ?
    N2 C8 C9 C14 . . . . 178.18(13) ?
    N2 C8 C9 C10 . . . . -2.2(2) ?
    C14 C9 C10 C11 . . . . 0.5(2) ?
    C8 C9 C10 C11 . . . . -179.14(13) ?
    C9 C10 C11 O3 . . . . 178.47(11) ?
    C9 C10 C11 C12 . . . . -0.4(2) ?
    C10 C11 C12 O4 . . . . 179.66(12) ?
    O3 C11 C12 O4 . . . . 0.8(2) ?
    C10 C11 C12 C13 . . . . 0.0(2) ?
    O3 C11 C12 C13 . . . . -178.86(13) ?
    O4 C12 C13 C14 . . . . -179.32(14) ?
    C11 C12 C13 C14 . . . . 0.3(2) ?
    C10 C9 C14 C13 . . . . -0.2(2) ?
    C8 C9 C14 C13 . . . . 179.45(13) ?
    C12 C13 C14 C9 . . . . -0.2(2) ?
    O2 C7 N1 N2 . . . . -1.6(2) ?
    C1 C7 N1 N2 . . . . -179.59(11) ?
    C9 C8 N2 N1 . . . . 178.54(12) ?
    C7 N1 N2 C8 . . . . 172.94(13) ?
    C13 C12 O4 C21 . . . . -6.4(2) ?
    C11 C12 O4 C21 . . . . 173.87(14) ?
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 H1 O3 4_566 0.86 2.26 2.9616(16) 138.3
    O1 H2 O2 . 1.00(2) 1.65(2) 2.5424(19) 146.3(19)
    O3 H11 O2 3_755 0.82 2.17 2.8451(16) 139.5
    O3 H11 O4 . 0.82 2.23 2.6781(17) 114.7
