#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/98/2219826.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_2219826
loop_
_publ_author_name
'Lv, Lu-Ping'
'Zhang, Yong-Zhao'
'Ding, Xiao-Min'
'Li, Wei-Wei'
'Hu, Xian-Chao'
_publ_section_title
;
 (E)-Ethyl
 N'-(3,4-dimethoxybenzylidene)hydrazinecarboxylate monohydrate
;
_journal_coeditor_code           CV2464
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2196
_journal_paper_doi               10.1107/S1600536808034417
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C12 H16 N2 O4, H2 O'
_chemical_formula_moiety         'C12 H16 N2 O4, H2 O'
_chemical_formula_sum            'C12 H18 N2 O5'
_chemical_formula_weight         270.28
_chemical_name_systematic
;
(E)-Ethyl N'-(3,4-dimethoxybenzylidene)hydrazinecarboxylate monohydrate
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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            4
_cell_length_a                   7.211(2)
_cell_length_b                   17.688(5)
_cell_length_c                   11.026(3)
_cell_measurement_reflns_used    1312
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      2.2
_cell_volume                     1406.3(7)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_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      193(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7281
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         1312
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0314
_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)+(0.0551P)²+0.0753P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0848
_reflns_number_gt                1181
_reflns_number_total             1312
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2464.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' 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_database_code               2219826
_cod_database_fobs_code          2219826
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
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
C C1 1.0427(4) 0.67958(16) 0.2893(3) 0.0656(7) Uani d . 1
H H1A 1.1372 0.7154 0.3172 0.098 Uiso calc R 1
H H1B 0.9915 0.6969 0.2117 0.098 Uiso calc R 1
H H1C 1.0989 0.6296 0.2786 0.098 Uiso calc R 1
C C2 0.4765(4) 0.69467(15) 0.6084(3) 0.0610(6) Uani d . 1
H H2A 0.5117 0.7319 0.6701 0.091 Uiso calc R 1
H H2B 0.4388 0.6476 0.6482 0.091 Uiso calc R 1
H H2C 0.3730 0.7144 0.5603 0.091 Uiso calc R 1
C C3 0.6065(3) 0.62962(12) 0.4381(2) 0.0458(5) Uani d . 1
C C4 0.7529(3) 0.62623(13) 0.3535(2) 0.0458(6) Uani d . 1
C C5 0.4527(3) 0.58339(12) 0.4241(2) 0.0462(5) Uani d . 1
H H5 0.3536 0.5859 0.4806 0.055 Uiso calc R 1
C C6 0.7444(3) 0.57723(14) 0.2568(2) 0.0514(6) Uani d . 1
H H6 0.8428 0.5753 0.1995 0.062 Uiso calc R 1
C C7 0.5889(3) 0.53002(14) 0.2433(2) 0.0519(6) Uani d . 1
H H7 0.5833 0.4959 0.1769 0.062 Uiso calc R 1
C C8 0.4438(3) 0.53255(13) 0.3255(2) 0.0469(5) Uani d . 1
C C9 0.2842(3) 0.48227(14) 0.3094(3) 0.0513(6) Uani d . 1
H H9 0.2729 0.4534 0.2371 0.062 Uiso calc R 1
C C10 -0.1176(4) 0.42102(13) 0.4535(2) 0.0511(6) Uani d . 1
C C11 -0.4016(4) 0.36234(19) 0.5028(3) 0.0719(8) Uani d . 1
H H11A -0.4699 0.4105 0.5130 0.086 Uiso calc R 1
H H11B -0.3517 0.3471 0.5828 0.086 Uiso calc R 1
C C12 -0.5286(5) 0.3030(2) 0.4560(4) 0.0882(11) Uani d . 1
H H12A -0.6307 0.2956 0.5134 0.132 Uiso calc R 1
H H12B -0.4602 0.2555 0.4463 0.132 Uiso calc R 1
H H12C -0.5786 0.3188 0.3773 0.132 Uiso calc R 1
N N1 0.1595(3) 0.47690(10) 0.3921(2) 0.0520(5) Uani d . 1
N N2 0.0153(3) 0.42736(11) 0.3681(2) 0.0525(5) Uani d . 1
H H2 0.0107 0.4012 0.3002 0.063 Uiso calc R 1
O O1 0.8976(2) 0.67502(9) 0.37704(18) 0.0578(5) Uani d . 1
O O2 0.6305(2) 0.68036(11) 0.53107(17) 0.0620(5) Uani d . 1
O O3 -0.1179(3) 0.45274(11) 0.55163(18) 0.0689(5) Uani d . 1
O O4 -0.2508(2) 0.37243(9) 0.41722(18) 0.0582(5) Uani d . 1
O O1W 0.0397(3) 0.59890(12) 0.6111(2) 0.0667(5) Uani d D 1
H H1E 0.003(5) 0.6288(18) 0.561(3) 0.090(12) Uiso d D 1
H H1F 0.030(5) 0.5563(13) 0.579(3) 0.088(12) Uiso d D 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 0.0000 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 C1 H1A 109.5
O1 C1 H1B 109.5
H1A C1 H1B 109.5
O1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
O2 C2 H2A 109.5
O2 C2 H2B 109.5
H2A C2 H2B 109.5
O2 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
O2 C3 C5 124.7(2)
O2 C3 C4 115.30(19)
C5 C3 C4 120.0(2)
C6 C4 O1 125.0(2)
C6 C4 C3 120.4(2)
O1 C4 C3 114.5(2)
C3 C5 C8 119.8(2)
C3 C5 H5 120.1
C8 C5 H5 120.1
C4 C6 C7 119.5(2)
C4 C6 H6 120.3
C7 C6 H6 120.3
C8 C7 C6 120.9(2)
C8 C7 H7 119.5
C6 C7 H7 119.5
C7 C8 C5 119.3(2)
C7 C8 C9 119.6(2)
C5 C8 C9 121.0(2)
N1 C9 C8 120.6(2)
N1 C9 H9 119.7
C8 C9 H9 119.7
O3 C10 N2 125.7(2)
O3 C10 O4 123.7(2)
N2 C10 O4 110.6(2)
O4 C11 C12 108.8(3)
O4 C11 H11A 109.9
C12 C11 H11A 109.9
O4 C11 H11B 109.9
C12 C11 H11B 109.9
H11A C11 H11B 108.3
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C9 N1 N2 115.9(2)
C10 N2 N1 116.9(2)
C10 N2 H2 121.5
N1 N2 H2 121.5
C4 O1 C1 117.5(2)
C3 O2 C2 117.7(2)
C10 O4 C11 114.8(2)
H1E O1W H1F 106(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.427(3)
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
C2 O2 1.423(3)
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C3 O2 1.374(3)
C3 C5 1.387(3)
C3 C4 1.410(3)
C4 C6 1.376(4)
C4 O1 1.379(3)
C5 C8 1.412(4)
C5 H5 0.9500
C6 C7 1.406(4)
C6 H6 0.9500
C7 C8 1.385(3)
C7 H7 0.9500
C8 C9 1.465(3)
C9 N1 1.284(3)
C9 H9 0.9500
C10 O3 1.219(3)
C10 N2 1.348(3)
C10 O4 1.350(3)
C11 O4 1.451(4)
C11 C12 1.485(5)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
N1 N2 1.385(3)
N2 H2 0.8800
O1W H1E 0.812(19)
O1W H1F 0.833(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
O1W H1F O3 . 0.833(19) 2.14(2) 2.899(3) 151(3) yes
O1W H1E O1 1_455 0.812(19) 2.31(2) 3.086(3) 160(4) no
N2 H2 O1W 2_564 0.88 2.12 2.899(3) 147.6 yes
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
O2 C3 C4 C6 179.8(2)
C5 C3 C4 C6 0.0(3)
O2 C3 C4 O1 -0.4(3)
C5 C3 C4 O1 179.8(2)
O2 C3 C5 C8 -179.2(2)
C4 C3 C5 C8 0.5(3)
O1 C4 C6 C7 179.7(2)
C3 C4 C6 C7 -0.5(3)
C4 C6 C7 C8 0.5(4)
C6 C7 C8 C5 0.0(4)
C6 C7 C8 C9 -179.6(2)
C3 C5 C8 C7 -0.5(3)
C3 C5 C8 C9 179.1(2)
C7 C8 C9 N1 171.3(2)
C5 C8 C9 N1 -8.3(3)
C8 C9 N1 N2 -179.5(2)
O3 C10 N2 N1 -3.1(4)
O4 C10 N2 N1 178.61(19)
C9 N1 N2 C10 -179.8(2)
C6 C4 O1 C1 5.4(3)
C3 C4 O1 C1 -174.4(2)
C5 C3 O2 C2 -9.6(3)
C4 C3 O2 C2 170.6(2)
O3 C10 O4 C11 2.3(3)
N2 C10 O4 C11 -179.4(2)
C12 C11 O4 C10 -175.3(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655638
