#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/49/2004944.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_2004944
loop_
_publ_author_name
'Fun, H.-K.'
'Sivakumar, K.'
'Lu, Z.-L.'
'Duan, C.-Y.'
'Tian, Y.-P.'
'You, X.-Z.'
_publ_section_title
;
 p-(Dimethylamino)benzaldehyde Isonicotinoylhydrazone
 Monohydrate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1505
_journal_page_last               1507
_journal_paper_doi               10.1107/S0108270196000303
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C15 H16 N4 O,H2 O'
_chemical_formula_sum            'C15 H18 N4 O2'
_chemical_formula_weight         286.33
_chemical_name_systematic
;
p-N,N-Dimethylaminobenzaldehyde Isonicotinylhydrazone Monohydrate.
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.3860(10)
_cell_length_b                   11.8100(10)
_cell_length_c                   17.197(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      8
_cell_volume                     1500.1(3)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXTL/PC (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4 diffractometer'
_diffrn_measurement_method       θ/2θ
_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  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            2631
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       Plate
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.112
_refine_diff_density_min         -0.089
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.4(18)
_refine_ls_extinction_coef       0.0113(14)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   0.928
_refine_ls_goodness_of_fit_obs   1.049
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         1984
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.933
_refine_ls_restrained_S_obs      1.049
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_obs          0.0336
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0461P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0864
_refine_ls_wR_factor_obs         0.0789
_reflns_number_observed          1396
_reflns_number_total             1985
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            as1221.cif
_cod_data_source_block           AS1221
_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.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_geom_bond_publ_flag'
value 'Yes' changed to 'yes' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (11
times).

'_geom_angle_publ_flag' value 'Yes' changed to 'yes'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (6
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0461P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0461P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2004944
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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 0.0926(13) 0.0525(8) 0.0506(8) -0.0105(9) 0.0009(9) 0.0071(7)
N1 0.0772(15) 0.0783(13) 0.0468(10) -0.0007(13) -0.0129(11) 0.0075(10)
N2 0.0601(12) 0.0495(10) 0.0395(8) -0.0052(9) 0.0018(9) 0.0070(7)
N3 0.0589(11) 0.0556(9) 0.0388(8) -0.0001(10) 0.0032(9) 0.0067(8)
N4 0.079(2) 0.097(2) 0.0429(10) -0.0210(14) -0.0044(10) -0.0023(10)
C1 0.0585(14) 0.0532(12) 0.0487(12) -0.0015(11) -0.0030(11) 0.0037(11)
C2 0.068(2) 0.0613(14) 0.0602(14) 0.0004(13) -0.0167(13) 0.0116(12)
C3 0.077(2) 0.077(2) 0.0461(11) 0.006(2) -0.0041(13) -0.0062(12)
C4 0.0555(13) 0.0583(13) 0.0489(11) 0.0063(12) -0.0039(12) -0.0024(10)
C5 0.0407(12) 0.0486(10) 0.0429(10) -0.0043(10) -0.0017(9) 0.0039(9)
C6 0.0484(13) 0.0494(11) 0.0443(10) 0.0040(11) 0.0036(10) 0.0050(9)
C7 0.0524(13) 0.0506(11) 0.0461(11) 0.0037(11) 0.0013(10) 0.0045(10)
C8 0.0464(12) 0.0500(10) 0.0444(10) 0.0039(10) 0.0000(10) 0.0020(9)
C9 0.0508(13) 0.0536(11) 0.0450(10) -0.0067(12) -0.0050(11) -0.0027(9)
C10 0.0498(13) 0.0600(12) 0.0462(10) -0.0101(12) 0.0004(10) 0.0028(10)
C11 0.0419(12) 0.0657(13) 0.0434(11) -0.0024(11) 0.0011(9) -0.0037(10)
C12 0.0537(14) 0.0568(12) 0.0539(12) -0.0035(12) -0.0037(11) -0.0120(11)
C13 0.0518(12) 0.0447(10) 0.0551(12) -0.0019(10) -0.0005(11) 0.0039(10)
C14 0.072(2) 0.104(2) 0.0495(13) -0.006(2) -0.0031(15) 0.0149(14)
C15 0.102(3) 0.114(3) 0.054(2) -0.020(2) 0.000(2) -0.024(2)
O1W 0.137(2) 0.0618(11) 0.0669(12) -0.0332(13) 0.0490(13) -0.0188(10)
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
O1 1 .0703(3) 1.06805(13) .81808(8) .0652(5) Uani d O
N1 1 .0845(3) .8514(2) 1.06437(11) .0674(6) Uani d N
N2 1 -.0149(3) .8940(2) .77507(9) .0497(5) Uani d N
N3 1 -.0116(3) .92712(15) .69751(9) .0511(5) Uani d N
N4 1 -.0858(3) .9090(2) .32331(11) .0729(6) Uani d N
C1 1 .1073(3) .8156(2) .92809(13) .0535(6) Uani d C
C2 1 .1286(4) .7855(2) 1.00536(14) .0634(7) Uani d C
C3 1 .0162(4) .9528(2) 1.04730(13) .0667(7) Uani d C
C4 1 -.0061(3) .9915(2) .97234(13) .0542(6) Uani d C
C5 1 .0402(3) .9215(2) .91144(11) .0441(5) Uani d C
C6 1 .0313(3) .9683(2) .83003(11) .0474(5) Uani d C
C7 1 -.0781(3) .8539(2) .65054(12) .0497(5) Uani d C
C8 1 -.0798(3) .8709(2) .56626(11) .0469(5) Uani d C
C9 1 -.0090(3) .9674(2) .53103(11) .0498(5) Uani d C
C10 1 -.0088(3) .9788(2) .45108(11) .0520(5) Uani d C
C11 1 -.0814(3) .8949(2) .40259(12) .0503(5) Uani d C
C12 1 -0.1501(3) .7975(2) .43849(13) .0548(6) Uani d C
C13 1 -0.1501(3) .7871(2) .51860(13) .0505(5) Uani d C
C14 1 -.0268(5) 1.0114(3) .2869(2) .0750(8) Uani d C
C15 1 -0.1505(7) .8201(4) .2728(2) .0900(11) Uani d C
O1W 1 -0.1779(4) .6907(2) .80911(12) .0887(8) Uani d O
H2N 1 -.058(3) .8241(19) .7845(11) .054(6) Uiso d H
H1 1 .138(3) .7656(19) .8875(13) .058(7) Uiso d H
H2 1 .177(3) .713(2) 1.0168(13) .064(7) Uiso d H
H3 1 -.006(5) 1.000(2) 1.0915(18) .098(10) Uiso d H
H4 1 -.049(3) 1.0640(18) .9637(11) .049(6) Uiso d H
H7 1 -0.129(3) .7820(17) .6714(11) .043(5) Uiso d H
H9 1 .035(3) 1.0260(17) .5635(13) .058(6) Uiso d H
H10 1 .043(3) 1.0506(16) .4275(11) .048(6) Uiso d H
H12 1 -0.200(3) .7378(18) .4083(13) .052(6) Uiso d H
H13 1 -0.202(4) .716(2) .5427(15) .082(8) Uiso d H
H14A 1 .104(5) 1.023(3) .292(2) .133(13) Uiso d H
H14B 1 -.056(5) 1.013(3) .235(2) .109(11) Uiso d H
H14C 1 -.080(5) 1.082(3) .3099(18) .103(11) Uiso d H
H15A 1 -0.128(6) .845(4) .223(3) .163(18) Uiso d H
H15B 1 -0.274(6) .800(3) .281(2) .127(15) Uiso d H
H15C 1 -0.103(5) .755(3) .284(2) .107(15) Uiso d H
H1W 1 -0.165(5) .645(3) .7870(19) .088(12) Uiso d H
H2W 1 -0.261(6) .672(3) .846(2) .127(13) Uiso d H
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
_geom_angle_publ_flag
C2 N1 C3 117.0(2) ?
C6 N2 N3 119.4(2) yes
C7 N3 N2 114.1(2) yes
C11 N4 C14 122.0(2) ?
C11 N4 C15 121.1(3) ?
C14 N4 C15 116.9(2) ?
C5 C1 C2 118.3(2) ?
N1 C2 C1 123.9(2) ?
N1 C3 C4 123.4(2) ?
C3 C4 C5 118.8(2) ?
C1 C5 C4 118.5(2) ?
C1 C5 C6 122.9(2) ?
C4 C5 C6 118.4(2) ?
O1 C6 N2 124.8(2) yes
O1 C6 C5 119.7(2) yes
N2 C6 C5 115.4(2) yes
N3 C7 C8 122.4(2) yes
C13 C8 C9 117.9(2) ?
C13 C8 C7 119.4(2) ?
C9 C8 C7 122.7(2) ?
C10 C9 C8 120.9(2) ?
C9 C10 C11 121.5(2) ?
N4 C11 C12 121.9(2) ?
N4 C11 C10 120.9(2) ?
C12 C11 C10 117.2(2) ?
C13 C12 C11 120.8(2) ?
C12 C13 C8 121.7(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C6 1.230(3) yes
N1 C2 1.320(3) yes
N1 C3 1.332(3) yes
N2 C6 1.333(3) yes
N2 N3 1.390(2) yes
N3 C7 1.281(3) yes
N4 C11 1.374(3) yes
N4 C14 1.430(4) yes
N4 C15 1.444(4) yes
C1 C5 1.376(3) ?
C1 C2 1.385(3) ?
C3 C4 1.378(3) ?
C4 C5 1.378(3) ?
C5 C6 1.506(3) yes
C7 C8 1.463(3) yes
C8 C13 1.386(3) ?
C8 C9 1.393(3) ?
C9 C10 1.382(3) ?
C10 C11 1.402(3) ?
C11 C12 1.400(3) ?
C12 C13 1.383(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 12982940
