#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/82/2218298.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_2218298
loop_
_publ_author_name
'Wang, Yu-Min'
'Zhao, Zhen-Dong'
'Chen, Yu-Xiang'
'Bi, Liang-Wu'
_publ_section_title
;
 (E)-N'-(2-Hydroxybenzylidene)-3,4,5-trimethoxybenzohydrazide
;
_journal_coeditor_code           AT2541
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1009
_journal_paper_doi               10.1107/S1600536808006077
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C17 H18 N2 O5'
_chemical_formula_moiety         'C17 H18 N2 O5'
_chemical_formula_sum            'C17 H18 N2 O5'
_chemical_formula_weight         330.33
_chemical_name_systematic
;
(E)-N'-(2-Hydroxybenzylidene)-3,4,5-trimethoxybenzohydrazide
;
_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'
_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                 99.854(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.348(12)
_cell_length_b                   13.330(11)
_cell_length_c                   8.299(7)
_cell_measurement_reflns_used    2179
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      22.90
_cell_measurement_theta_min      2.69
_cell_volume                     1673(2)
_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      273(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8200
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         1.35
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.9951
_exptl_absorpt_correction_T_min  0.9913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.591
_refine_diff_density_min         -0.255
_refine_ls_extinction_coef       0.009(2)
_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   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0684
_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)+(0.09P)²+1.3P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1708
_refine_ls_wR_factor_ref         0.1936
_reflns_number_gt                1945
_reflns_number_total             2952
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2541.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2218298
_cod_database_fobs_code          2218298
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'
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
O O1 0.56784(18) 0.60473(18) 0.8299(3) 0.0620(7) Uani d . 1
H H1 0.6008 0.6424 0.7904 0.093 Uiso calc R 1
O O2 0.72936(16) 0.85318(16) 0.7297(3) 0.0523(7) Uani d . 1
O O3 0.81393(18) 1.13644(15) 0.3448(4) 0.0684(8) Uani d . 1
O O4 0.92560(17) 1.04300(17) 0.1799(3) 0.0613(8) Uani d . 1
O O5 0.96337(16) 0.84707(17) 0.2246(3) 0.0586(7) Uani d . 1
N N1 0.67460(17) 0.66256(18) 0.6249(3) 0.0390(6) Uani d . 1
N N2 0.72254(17) 0.72742(18) 0.5423(3) 0.0412(7) Uani d . 1
H H2 0.7367 0.7084 0.4512 0.049 Uiso calc R 1
C C1 0.5635(2) 0.5152(2) 0.7521(4) 0.0445(8) Uani d . 1
C C2 0.6102(2) 0.4977(2) 0.6245(4) 0.0423(8) Uani d . 1
C C3 0.6039(2) 0.4020(2) 0.5511(4) 0.0541(9) Uani d . 1
H H3 0.6344 0.3888 0.4658 0.065 Uiso calc R 1
C C4 0.5525(3) 0.3270(3) 0.6047(5) 0.0643(11) Uani d . 1
H H4 0.5497 0.2636 0.5574 0.077 Uiso calc R 1
C C5 0.5060(3) 0.3479(3) 0.7282(5) 0.0651(11) Uani d . 1
H H5 0.4708 0.2983 0.7629 0.078 Uiso calc R 1
C C6 0.5108(3) 0.4403(3) 0.8012(4) 0.0602(10) Uani d . 1
H H6 0.4785 0.4530 0.8843 0.072 Uiso calc R 1
C C7 0.6621(2) 0.5750(2) 0.5607(4) 0.0421(8) Uani d . 1
H H7 0.6874 0.5602 0.4693 0.051 Uiso calc R 1
C C8 0.7475(2) 0.8195(2) 0.6011(4) 0.0379(7) Uani d . 1
C C9 0.7992(2) 0.8781(2) 0.4960(4) 0.0368(7) Uani d . 1
C C10 0.7841(2) 0.9807(2) 0.4799(4) 0.0441(8) Uani d . 1
H H10 0.7461 1.0123 0.5400 0.053 Uiso calc R 1
C C11 0.8259(2) 1.0356(2) 0.3738(4) 0.0461(8) Uani d . 1
C C12 0.8839(2) 0.9881(2) 0.2853(4) 0.0460(8) Uani d . 1
C C13 0.9029(2) 0.8862(2) 0.3110(4) 0.0428(8) Uani d . 1
C C14 0.8592(2) 0.8308(2) 0.4139(4) 0.0415(8) Uani d . 1
H H14 0.8701 0.7624 0.4279 0.050 Uiso calc R 1
C C15 0.7580(3) 1.1888(3) 0.4353(6) 0.0807(14) Uani d . 1
H H15A 0.6995 1.1610 0.4119 0.121 Uiso calc R 1
H H15B 0.7560 1.2584 0.4053 0.121 Uiso calc R 1
H H15C 0.7806 1.1824 0.5501 0.121 Uiso calc R 1
C C16 0.8877(3) 1.0316(3) 0.0131(6) 0.0787(14) Uani d . 1
H H16A 0.8832 0.9615 -0.0138 0.118 Uiso calc R 1
H H16B 0.9243 1.0644 -0.0538 0.118 Uiso calc R 1
H H16C 0.8298 1.0611 -0.0062 0.118 Uiso calc R 1
C C17 1.0023(3) 0.7532(3) 0.2783(5) 0.0656(11) Uani d . 1
H H17A 1.0269 0.7572 0.3925 0.098 Uiso calc R 1
H H17B 1.0483 0.7375 0.2171 0.098 Uiso calc R 1
H H17C 0.9580 0.7017 0.2613 0.098 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
C1 O1 H1 109.5
C11 O3 C15 117.7(3)
C12 O4 C16 113.9(3)
C13 O5 C17 117.1(3)
C7 N1 N2 114.5(2)
C8 N2 N1 121.9(2)
C8 N2 H2 119.1
N1 N2 H2 119.1
O1 C1 C6 118.5(3)
O1 C1 C2 121.3(3)
C6 C1 C2 120.2(3)
C1 C2 C3 118.2(3)
C1 C2 C7 122.8(3)
C3 C2 C7 118.9(3)
C4 C3 C2 120.8(3)
C4 C3 H3 119.6
C2 C3 H3 119.6
C5 C4 C3 119.2(3)
C5 C4 H4 120.4
C3 C4 H4 120.4
C6 C5 C4 121.2(3)
C6 C5 H5 119.4
C4 C5 H5 119.4
C5 C6 C1 120.4(3)
C5 C6 H6 119.8
C1 C6 H6 119.8
N1 C7 C2 122.9(3)
N1 C7 H7 118.5
C2 C7 H7 118.5
O2 C8 N2 123.5(3)
O2 C8 C9 122.3(3)
N2 C8 C9 114.2(2)
C14 C9 C10 120.9(3)
C14 C9 C8 120.8(3)
C10 C9 C8 118.3(3)
C11 C10 C9 119.6(3)
C11 C10 H10 120.2
C9 C10 H10 120.2
O3 C11 C10 124.5(3)
O3 C11 C12 115.4(3)
C10 C11 C12 120.1(3)
O4 C12 C11 120.0(3)
O4 C12 C13 120.3(3)
C11 C12 C13 119.6(3)
O5 C13 C14 124.3(3)
O5 C13 C12 115.6(3)
C14 C13 C12 120.1(3)
C13 C14 C9 119.5(3)
C13 C14 H14 120.2
C9 C14 H14 120.2
O3 C15 H15A 109.5
O3 C15 H15B 109.5
H15A C15 H15B 109.5
O3 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
O4 C16 H16A 109.5
O4 C16 H16B 109.5
H16A C16 H16B 109.5
O4 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
O5 C17 H17A 109.5
O5 C17 H17B 109.5
H17A C17 H17B 109.5
O5 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.353(4) no
O1 H1 0.8200 ?
O2 C8 1.233(3) no
O3 C11 1.373(4) no
O3 C15 1.417(4) no
O4 C12 1.379(4) no
O4 C16 1.415(5) no
O5 C13 1.369(3) no
O5 C17 1.424(4) no
N1 C7 1.284(4) no
N1 N2 1.389(3) no
N2 C8 1.351(4) no
N2 H2 0.8600 ?
C1 C6 1.389(5) no
C1 C2 1.396(4) no
C2 C3 1.410(5) no
C2 C7 1.456(4) no
C3 C4 1.393(5) no
C3 H3 0.9300 ?
C4 C5 1.373(5) no
C4 H4 0.9300 ?
C5 C6 1.369(5) no
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 H7 0.9300 ?
C8 C9 1.496(4) no
C9 C14 1.387(4) no
C9 C10 1.390(4) no
C10 C11 1.384(4) no
C10 H10 0.9300 ?
C11 C12 1.398(4) no
C12 C13 1.399(4) no
C13 C14 1.386(4) no
C14 H14 0.9300 ?
C15 H15A 0.9600 ?
C15 H15B 0.9600 ?
C15 H15C 0.9600 ?
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
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
O1 H1 N1 . 0.82 1.94 2.670(4) 147
N2 H2 O2 4_575 0.86 2.00 2.826(4) 161.0(10)
C7 H7 O2 4_575 0.93 2.48 3.240(5) 139
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
C7 N1 N2 C8 -174.6(3)
O1 C1 C2 C3 178.8(3)
C6 C1 C2 C3 -1.5(5)
O1 C1 C2 C7 -3.6(5)
C6 C1 C2 C7 176.1(3)
C1 C2 C3 C4 -0.1(5)
C7 C2 C3 C4 -177.8(3)
C2 C3 C4 C5 1.5(6)
C3 C4 C5 C6 -1.2(6)
C4 C5 C6 C1 -0.4(6)
O1 C1 C6 C5 -178.5(4)
C2 C1 C6 C5 1.8(6)
N2 N1 C7 C2 -177.2(3)
C1 C2 C7 N1 5.6(5)
C3 C2 C7 N1 -176.8(3)
N1 N2 C8 O2 -0.7(5)
N1 N2 C8 C9 179.5(2)
O2 C8 C9 C14 143.6(3)
N2 C8 C9 C14 -36.7(4)
O2 C8 C9 C10 -37.9(4)
N2 C8 C9 C10 141.9(3)
C14 C9 C10 C11 3.5(5)
C8 C9 C10 C11 -175.1(3)
C15 O3 C11 C10 3.0(6)
C15 O3 C11 C12 -178.0(3)
C9 C10 C11 O3 178.1(3)
C9 C10 C11 C12 -0.9(5)
C16 O4 C12 C11 -102.2(4)
C16 O4 C12 C13 81.3(4)
O3 C11 C12 O4 1.1(5)
C10 C11 C12 O4 -179.9(3)
O3 C11 C12 C13 177.6(3)
C10 C11 C12 C13 -3.4(5)
C17 O5 C13 C14 -18.9(5)
C17 O5 C13 C12 163.4(3)
O4 C12 C13 O5 -0.7(5)
C11 C12 C13 O5 -177.1(3)
O4 C12 C13 C14 -178.4(3)
C11 C12 C13 C14 5.1(5)
O5 C13 C14 C9 179.9(3)
C12 C13 C14 C9 -2.5(5)
C10 C9 C14 C13 -1.8(5)
C8 C9 C14 C13 176.8(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 12666329
