#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/00/2210017.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_2210017
loop_
_publ_author_name
'Muhammad Zareef'
'Rashid Iqbal'
'Ghulam Qadeer'
'Muhammad Arfan'
'Lu Xiaoming'
_publ_section_title
;
 3,4,5-Trimethoxybenzohydrazide hemihydrate
;
_journal_coeditor_code           WN2046
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3259
_journal_page_last               o3261
_journal_paper_doi               10.1107/S1600536806025633
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C10 H14 N2 O4, 0.5H2 O'
_chemical_formula_moiety         'C10 H14 N2 O4, 0.5H2 O'
_chemical_formula_sum            'C10 H15 N2 O4.5'
_chemical_formula_weight         235.24
_chemical_melting_point          155(1)
_chemical_name_common
;
trimethoxyhydrazide
;
_chemical_name_systematic
;
3,4,5-trimethoxybenzohydrazide hemihydrate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 93.074(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   33.253(6)
_cell_length_b                   4.8362(8)
_cell_length_c                   14.227(3)
_cell_measurement_reflns_used    852
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      23.34
_cell_measurement_theta_min      3.00
_cell_volume                     2284.7(7)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1999)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART 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  0.0617
_diffrn_reflns_av_sigmaI/netI    0.0904
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12158
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         1.23
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.196
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2843
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.955
_refine_ls_R_factor_all          0.1431
_refine_ls_R_factor_gt           0.0477
_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)+(0.0544P)²+0.0583P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1342
_reflns_number_gt                1054
_reflns_number_total             2843
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn2046.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2210017
_cod_database_fobs_code          2210017
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'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.30038(4) -0.1555(4) -0.00081(10) 0.0529(5) Uani d . 1
O O2 0.29721(4) 0.1143(3) -0.16348(10) 0.0505(5) Uani d . 1
O O3 0.35975(5) 0.4109(4) -0.21788(11) 0.0650(6) Uani d . 1
O O4 0.44511(5) -0.0562(4) 0.13077(13) 0.0730(6) Uani d . 1
O O5 0.5000 0.6879(6) 0.2500 0.0873(10) Uani d SD 1
H H51 0.5175(6) 0.786(4) 0.277(2) 0.144(16) Uiso d D 1
N N1 0.47097(6) 0.2765(5) 0.04434(15) 0.0535(6) Uani d . 1
H H1 0.4654(8) 0.408(7) 0.000(2) 0.095(11) Uiso d . 1
N N2 0.50895(7) 0.2817(6) 0.09404(18) 0.0566(7) Uani d . 1
H H2A 0.5053(8) 0.340(6) 0.1448(19) 0.069(11) Uiso d . 1
H H2B 0.5211(10) 0.096(8) 0.095(2) 0.126(14) Uiso d . 1
C C1 0.33211(6) 0.1243(5) -0.10716(14) 0.0416(6) Uani d . 1
C C2 0.33484(6) -0.0254(5) -0.02346(15) 0.0419(6) Uani d . 1
C C3 0.37045(6) -0.0323(5) 0.03069(15) 0.0425(6) Uani d . 1
H H3 0.3724 -0.1363 0.0857 0.051 Uiso calc R 1
C C4 0.40354(6) 0.1172(5) 0.00268(15) 0.0404(6) Uani d . 1
C C5 0.40091(6) 0.2709(5) -0.07990(16) 0.0485(7) Uani d . 1
H H5 0.4229 0.3723 -0.0982 0.058 Uiso calc R 1
C C6 0.36520(7) 0.2719(5) -0.13483(15) 0.0475(6) Uani d . 1
C C7 0.39057(7) 0.5909(6) -0.24522(17) 0.0672(8) Uani d . 1
H H7A 0.3968 0.7214 -0.1957 0.101 Uiso calc R 1
H H7B 0.3816 0.6881 -0.3014 0.101 Uiso calc R 1
H H7C 0.4142 0.4853 -0.2571 0.101 Uiso calc R 1
C C8 0.27250(7) 0.3541(6) -0.15797(18) 0.0633(8) Uani d . 1
H H8A 0.2629 0.3691 -0.0957 0.095 Uiso calc R 1
H H8B 0.2500 0.3393 -0.2029 0.095 Uiso calc R 1
H H8C 0.2880 0.5154 -0.1716 0.095 Uiso calc R 1
C C9 0.30154(7) -0.3173(6) 0.08298(16) 0.0612(8) Uani d . 1
H H9A 0.3204 -0.4660 0.0776 0.092 Uiso calc R 1
H H9B 0.2753 -0.3918 0.0920 0.092 Uiso calc R 1
H H9C 0.3097 -0.2033 0.1358 0.092 Uiso calc R 1
C C10 0.44121(7) 0.1051(6) 0.06488(16) 0.0451(6) 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
O1 0.0411(9) 0.0665(13) 0.0500(10) -0.0125(8) -0.0084(7) 0.0100(9)
O2 0.0493(10) 0.0493(11) 0.0505(9) -0.0015(8) -0.0182(7) -0.0025(8)
O3 0.0624(11) 0.0819(15) 0.0490(10) -0.0180(10) -0.0125(8) 0.0231(10)
O4 0.0518(11) 0.0912(16) 0.0732(13) -0.0150(10) -0.0228(9) 0.0371(11)
O5 0.103(2) 0.059(2) 0.094(2) 0.000 -0.053(2) 0.000
N1 0.0433(12) 0.0601(16) 0.0550(13) -0.0092(11) -0.0171(10) 0.0090(12)
N2 0.0446(13) 0.073(2) 0.0507(16) -0.0073(12) -0.0109(11) -0.0006(14)
C1 0.0445(14) 0.0426(15) 0.0365(13) -0.0019(12) -0.0091(10) -0.0024(11)
C2 0.0343(13) 0.0469(16) 0.0439(14) -0.0036(11) -0.0043(10) -0.0044(12)
C3 0.0434(14) 0.0440(16) 0.0395(13) -0.0040(12) -0.0028(10) 0.0047(11)
C4 0.0399(13) 0.0409(15) 0.0397(13) 0.0014(11) -0.0052(10) -0.0005(11)
C5 0.0449(14) 0.0539(18) 0.0463(14) -0.0070(12) -0.0004(11) 0.0068(12)
C6 0.0532(16) 0.0519(17) 0.0363(13) -0.0017(13) -0.0066(11) 0.0064(12)
C7 0.0721(19) 0.072(2) 0.0573(17) -0.0066(16) -0.0023(14) 0.0219(15)
C8 0.0589(17) 0.059(2) 0.0695(18) 0.0058(15) -0.0178(13) -0.0024(15)
C9 0.0535(16) 0.070(2) 0.0596(17) -0.0118(14) -0.0031(13) 0.0165(15)
C10 0.0414(14) 0.0494(17) 0.0437(14) 0.0008(13) -0.0036(11) 0.0006(13)
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
C2 O1 C9 117.81(16)
C1 O2 C8 114.20(17)
C6 O3 C7 118.50(18)
C10 N1 N2 123.7(2)
C10 N1 H1 117.5(17)
N2 N1 H1 118.6(18)
N1 N2 H2A 107(2)
N1 N2 H2B 110(2)
H2A N2 H2B 114(3)
O2 C1 C6 120.7(2)
O2 C1 C2 119.6(2)
C6 C1 C2 119.62(19)
O1 C2 C3 124.4(2)
O1 C2 C1 115.20(18)
C3 C2 C1 120.3(2)
C2 C3 C4 119.7(2)
C2 C3 H3 120.1
C4 C3 H3 120.1
C5 C4 C3 120.33(19)
C5 C4 C10 122.3(2)
C3 C4 C10 117.4(2)
C6 C5 C4 119.5(2)
C6 C5 H5 120.3
C4 C5 H5 120.3
O3 C6 C5 124.1(2)
O3 C6 C1 115.43(19)
C5 C6 C1 120.5(2)
O3 C7 H7A 109.5
O3 C7 H7B 109.5
H7A C7 H7B 109.5
O3 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
O2 C8 H8A 109.5
O2 C8 H8B 109.5
H8A C8 H8B 109.5
O2 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
O1 C9 H9A 109.5
O1 C9 H9B 109.5
H9A C9 H9B 109.5
O1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
O4 C10 N1 121.0(2)
O4 C10 C4 122.0(2)
N1 C10 C4 116.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.361(2)
O1 C9 1.425(3)
O2 C1 1.375(2)
O2 C8 1.426(3)
O3 C6 1.363(3)
O3 C7 1.415(3)
O4 C10 1.221(3)
O5 H51 0.826(10)
N1 C10 1.335(3)
N1 N2 1.414(3)
N1 H1 0.91(3)
N2 H2A 0.79(3)
N2 H2B 0.98(4)
C1 C6 1.386(3)
C1 C2 1.393(3)
C2 C3 1.378(3)
C3 C4 1.393(3)
C3 H3 0.9300
C4 C5 1.389(3)
C4 C10 1.496(3)
C5 C6 1.386(3)
C5 H5 0.9300
C7 H7A 0.9600
C7 H7B 0.9600
C7 H7C 0.9600
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
C9 H9A 0.9600
C9 H9B 0.9600
C9 H9C 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
N2 H2A O5 . 0.79(3) 2.27(3) 2.991(3) 153(3)
C8 H8C O3 . 0.96 2.57 3.080(3) 114
O5 H51 O4 2_665 0.826(10) 1.92(2) 2.722(2) 163.1(6)
N1 H1 N2 5_665 0.91(3) 2.21(3) 3.004(4) 145.4(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21127639
