##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# 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.                                        #
#                                                                            #
# 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 2.4.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
(E)-Methyl N'-(2-hydroxy-3-methoxybenzylidene)hydrazinecarboxylate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C10 H12 N2 O4'
_chemical_formula_sum     'C10 H12 N2 O4'
_chemical_formula_iupac     'C10 H12 N2 O4'
_chemical_formula_weight     224.22
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'C c'
_symmetry_space_group_name_Hall     'C -2yc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    'x, -y, z+1/2'
    'x+1/2, y+1/2, z'
    'x+1/2, -y+1/2, z+1/2'
_cell_length_a     11.4348(13)
_cell_length_b     14.8717(18)
_cell_length_c     6.3508(8)
_cell_angle_alpha     90.00
_cell_angle_beta     98.538(4)
_cell_angle_gamma     90.00
_cell_volume     1068.0(2)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     1049
_cell_measurement_theta_min     2.3
_cell_measurement_theta_max     26.0
_cell_measurement_temperature     223(2)
_exptl_crystal_description     Block
_exptl_crystal_colour     colourles
_exptl_crystal_size_max     0.24
_exptl_crystal_size_mid     0.22
_exptl_crystal_size_min     0.17
_exptl_crystal_density_diffrn     1.394
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     472
_exptl_absorpt_coefficient_mu     0.109
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 2002)'
_exptl_absorpt_correction_T_min     0.9753
_exptl_absorpt_correction_T_max     0.9847
_exptl_special_details
;
;
_diffrn_ambient_temperature     223(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 CCD area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     5851
_diffrn_reflns_av_R_equivalents     0.0207
_diffrn_reflns_av_sigmaI/netI     0.0149
_diffrn_reflns_theta_min     2.26
_diffrn_reflns_theta_max     26.00
_diffrn_reflns_theta_full     26.00
_diffrn_measured_fraction_theta_max     0.991
_diffrn_measured_fraction_theta_full     0.991
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     18
_diffrn_reflns_limit_l_min     -7
_diffrn_reflns_limit_l_max     7
_diffrn_standards_number     0
_diffrn_standards_interval_count     .
_diffrn_standards_interval_time     .
_diffrn_standards_decay_%     ?
_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     1049
_reflns_number_gt     948
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0327
_refine_ls_R_factor_gt     0.0285
_refine_ls_wR_factor_gt     0.0719
_refine_ls_wR_factor_ref     0.0748
_refine_ls_goodness_of_fit_ref     1.110
_refine_ls_restrained_S_all     1.109
_refine_ls_number_reflns     1049
_refine_ls_number_parameters     148
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0409P)²+0.1415P] 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     0.003
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.111
_refine_diff_density_min     -0.131
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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 0.0000
                         '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 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Bruker, 2002)'
_computing_cell_refinement     'SAINT (Bruker, 2002)'
_computing_data_reduction     'SAINT (Bruker, 2002)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 2008)'
_computing_publication_material     'SHELXTL (Sheldrick, 2008)'
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 0.11401(17) 0.33419(13) 0.6468(3) 0.0412(5) Uani d . 1 . .
    C C2 0.14440(19) 0.38079(15) 0.4705(4) 0.0446(5) Uani d . 1 . .
    C C3 0.0578(2) 0.42357(16) 0.3309(4) 0.0513(6) Uani d . 1 . .
    H H3 0.0779 0.4550 0.2149 0.062 Uiso calc R 1 . .
    C C4 -0.0596(2) 0.4195(2) 0.3646(4) 0.0584(6) Uani d . 1 . .
    H H4 -0.1176 0.4484 0.2704 0.070 Uiso calc R 1 . .
    C C5 -0.0906(2) 0.37377(16) 0.5339(4) 0.0528(6) Uani d . 1 . .
    H H5 -0.1696 0.3711 0.5531 0.063 Uiso calc R 1 . .
    C C6 -0.00420(19) 0.33056(15) 0.6795(3) 0.0436(5) Uani d . 1 . .
    C C7 -0.04116(18) 0.28326(16) 0.8601(3) 0.0469(5) Uani d . 1 . .
    H H7 -0.1203 0.2836 0.8788 0.056 Uiso calc R 1 . .
    C C8 0.07691(19) 0.15569(15) 1.3010(3) 0.0451(5) Uani d . 1 . .
    C C9 0.1022(3) 0.0689(2) 1.6128(5) 0.0690(8) Uani d . 1 . .
    H H9A 0.1535 0.0304 1.5467 0.103 Uiso calc R 1 . .
    H H9B 0.0569 0.0334 1.6977 0.103 Uiso calc R 1 . .
    H H9C 0.1487 0.1118 1.7019 0.103 Uiso calc R 1 . .
    C C10 0.2979(3) 0.4277(2) 0.2805(5) 0.0767(9) Uani d . 1 . .
    H H10A 0.2597 0.4021 0.1495 0.115 Uiso calc R 1 . .
    H H10B 0.3821 0.4231 0.2868 0.115 Uiso calc R 1 . .
    H H10C 0.2760 0.4898 0.2874 0.115 Uiso calc R 1 . .
    N N1 0.03469(15) 0.24138(13) 0.9926(3) 0.0462(4) Uani d . 1 . .
    N N2 -0.00459(16) 0.19813(14) 1.1600(3) 0.0502(5) Uani d . 1 . .
    H H2 -0.0782 0.1981 1.1743 0.060 Uiso calc R 1 . .
    O O1 0.20402(14) 0.29467(12) 0.7790(3) 0.0553(4) Uani d . 1 . .
    H H1 0.1776 0.2697 0.8770 0.083 Uiso calc R 1 . .
    O O2 0.26239(14) 0.38043(11) 0.4552(3) 0.0561(4) Uani d . 1 . .
    O O3 0.18042(15) 0.15245(13) 1.2939(3) 0.0660(5) Uani d . 1 . .
    O O4 0.02356(14) 0.11544(12) 1.4512(3) 0.0572(5) 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 0.0391(10) 0.0391(12) 0.0450(11) 0.0002(8) 0.0049(9) -0.0029(10)
    C2 0.0418(10) 0.0435(12) 0.0494(12) -0.0029(8) 0.0099(9) -0.0048(9)
    C3 0.0525(13) 0.0533(14) 0.0481(14) -0.0039(10) 0.0069(10) 0.0079(11)
    C4 0.0442(11) 0.0696(17) 0.0587(15) 0.0017(10) -0.0016(10) 0.0162(12)
    C5 0.0377(10) 0.0573(15) 0.0632(15) 0.0004(10) 0.0066(10) 0.0057(11)
    C6 0.0419(10) 0.0420(12) 0.0477(12) -0.0026(9) 0.0087(8) -0.0025(9)
    C7 0.0417(11) 0.0477(14) 0.0526(13) -0.0010(9) 0.0114(10) -0.0009(10)
    C8 0.0430(12) 0.0476(13) 0.0466(12) -0.0036(9) 0.0130(9) -0.0022(10)
    C9 0.0701(16) 0.0767(18) 0.0617(17) 0.0157(14) 0.0148(13) 0.0164(14)
    C10 0.0583(15) 0.098(2) 0.081(2) -0.0028(14) 0.0332(14) 0.0230(16)
    N1 0.0457(9) 0.0486(11) 0.0459(9) -0.0044(8) 0.0120(8) 0.0006(9)
    N2 0.0388(9) 0.0593(12) 0.0544(12) -0.0024(8) 0.0135(8) 0.0107(9)
    O1 0.0429(8) 0.0631(10) 0.0591(10) 0.0033(8) 0.0050(7) 0.0137(8)
    O2 0.0433(8) 0.0628(9) 0.0653(10) 0.0004(7) 0.0185(7) 0.0103(8)
    O3 0.0413(9) 0.0889(13) 0.0689(11) 0.0005(8) 0.0122(7) 0.0093(10)
    O4 0.0499(8) 0.0641(11) 0.0596(10) 0.0070(7) 0.0151(7) 0.0183(8)
_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 O1 . 1.361(2) ?
    C1 C6 . 1.399(3) ?
    C1 C2 . 1.404(3) ?
    C2 O2 . 1.367(3) ?
    C2 C3 . 1.382(3) ?
    C3 C4 . 1.392(3) ?
    C3 H3 . 0.93 ?
    C4 C5 . 1.363(4) ?
    C4 H4 . 0.93 ?
    C5 C6 . 1.405(3) ?
    C5 H5 . 0.93 ?
    C6 C7 . 1.460(3) ?
    C7 N1 . 1.277(3) ?
    C7 H7 . 0.93 ?
    C8 O3 . 1.192(3) ?
    C8 O4 . 1.347(3) ?
    C8 N2 . 1.349(3) ?
    C9 O4 . 1.438(3) ?
    C9 H9A . 0.96 ?
    C9 H9B . 0.96 ?
    C9 H9C . 0.96 ?
    C10 O2 . 1.423(3) ?
    C10 H10A . 0.96 ?
    C10 H10B . 0.96 ?
    C10 H10C . 0.96 ?
    N1 N2 . 1.374(2) ?
    N2 H2 . 0.86 ?
    O1 H1 . 0.82 ?
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
    O1 C1 C6 . . 123.41(19) ?
    O1 C1 C2 . . 116.80(17) ?
    C6 C1 C2 . . 119.79(19) ?
    O2 C2 C3 . . 125.2(2) ?
    O2 C2 C1 . . 114.75(19) ?
    C3 C2 C1 . . 120.00(19) ?
    C2 C3 C4 . . 119.8(2) ?
    C2 C3 H3 . . 120.1 ?
    C4 C3 H3 . . 120.1 ?
    C5 C4 C3 . . 120.9(2) ?
    C5 C4 H4 . . 119.6 ?
    C3 C4 H4 . . 119.6 ?
    C4 C5 C6 . . 120.5(2) ?
    C4 C5 H5 . . 119.8 ?
    C6 C5 H5 . . 119.8 ?
    C1 C6 C5 . . 119.0(2) ?
    C1 C6 C7 . . 122.28(19) ?
    C5 C6 C7 . . 118.7(2) ?
    N1 C7 C6 . . 120.31(18) ?
    N1 C7 H7 . . 119.8 ?
    C6 C7 H7 . . 119.8 ?
    O3 C8 O4 . . 124.4(2) ?
    O3 C8 N2 . . 125.9(2) ?
    O4 C8 N2 . . 109.70(18) ?
    O4 C9 H9A . . 109.5 ?
    O4 C9 H9B . . 109.5 ?
    H9A C9 H9B . . 109.5 ?
    O4 C9 H9C . . 109.5 ?
    H9A C9 H9C . . 109.5 ?
    H9B C9 H9C . . 109.5 ?
    O2 C10 H10A . . 109.5 ?
    O2 C10 H10B . . 109.5 ?
    H10A C10 H10B . . 109.5 ?
    O2 C10 H10C . . 109.5 ?
    H10A C10 H10C . . 109.5 ?
    H10B C10 H10C . . 109.5 ?
    C7 N1 N2 . . 118.03(16) ?
    C8 N2 N1 . . 117.36(17) ?
    C8 N2 H2 . . 121.3 ?
    N1 N2 H2 . . 121.3 ?
    C1 O1 H1 . . 109.5 ?
    C2 O2 C10 . . 116.9(2) ?
    C8 O4 C9 . . 114.74(19) ?
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
    _geom_hbond_publ_flag
    O1 H1 N1 . 0.82 1.93 2.645(2) 145 yes
    N2 H2 O2 4_455 0.86 2.42 3.022(2) 127 yes
    C5 H5 O3 4_454 0.93 2.49 3.320(2) 149 yes
    C7 H7 O3 4_454 0.93 2.45 3.291(2) 150 yes
    C3 H3 Cg1 2_564 0.93 2.85 3.606(2) 139 yes
data_global
_journal_date_recd_electronic     2009-05-28
_journal_date_accepted     2009-06-07
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2009
_journal_volume     65
_journal_issue      7
_journal_page_first     o1548
_journal_page_last     o1548
_journal_paper_category     QO
_journal_coeditor_code     CI2816
_publ_contact_author_name     'Xian-Chao Hu'
_publ_contact_author_address
;
Research Center of Analysis and Measurement
Zhejiang University of Technology
Hangzhou 310014
People's Republic of China
;
_publ_contact_author_email     zgdhxc@126.com
_publ_contact_author_fax     '++86-571-88320961'
_publ_contact_author_phone     '++86-571-88320085'
_publ_section_title
;
(E)-Methyl
N'-(2-hydroxy-3-methoxybenzylidene)hydrazinecarboxylate
;
loop_
    _publ_author_name
    _publ_author_address
    'Lu-Ping Lv'
;
    Department of Chemical Engineering
    Hangzhou Vocational and Technical College
    Hangzhou 310018
    People's Republic of China
;
    'Wen-Bo Yu'
;
    Department of Chemical Engineering
    Hangzhou Vocational and Technical College
    Hangzhou 310018
    People's Republic of China
;
    'Wei-Wei Li'
;
    Department of Chemical Engineering
    Hangzhou Vocational and Technical College
    Hangzhou 310018
    People's Republic of China
;
    'Yong-Zhao Zhang'
;
    Department of Chemical Engineering
    Hangzhou Vocational and Technical College
    Hangzhou 310018
    People's Republic of China
;
    'Xian-Chao Hu'
;
    Research Center of Analysis and Measurement
    Zhejiang University of Technology
    Hangzhou 310014
    People's Republic of China
;
