#------------------------------------------------------------------------------
#$Date: 2017-05-05 08:49:52 +0300 (Fri, 05 May 2017) $
#$Revision: 196234 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/06/2240654.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_2240654
loop_
_publ_author_name
'Inoue, Mayara Hissami'
'Back, Davi F.'
'Burrow, Robert A.'
'Nunes, Fábio Souza'
_publ_section_title
;
 Crystal structure of 4-formylpyridine semicarbazone hemihydrate
;
_journal_coeditor_code           LR2134
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o317
_journal_page_last               o318
_journal_paper_doi               10.1107/S2056989015007276
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '2C7 H8 N4 O, H2 O'
_chemical_formula_moiety         'C7 H8 N4 O, 0.5(H2 O)'
_chemical_formula_sum            'C7 H9 N4 O1.5'
_chemical_formula_weight         173.18
_chemical_name_common
;
4-Formylpyridine semicarbazone hemihydrate
;
_chemical_name_systematic
;
(E)-1-(Pyridin-4-ylmethylene)semicarbazide hemihydrate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 111.717(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.0636(13)
_cell_length_b                   5.3725(3)
_cell_length_c                   13.0124(7)
_cell_measurement_reflns_used    5941
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      26.151
_cell_measurement_theta_min      2.843
_cell_volume                     1627.81(16)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
DIAMOND (Crystal Impact, 2014)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015)
;
_diffrn_ambient_temperature      296.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker X8 Kappa APEXII'
_diffrn_measurement_method       '0.5 ° ω & φ scans'
_diffrn_radiation_monochromator  'graphite crystal'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20739
_diffrn_reflns_theta_full        27.14
_diffrn_reflns_theta_max         27.14
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.9374
_exptl_absorpt_correction_T_min  0.8599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.817
_exptl_crystal_size_mid          0.266
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.201
_refine_ls_extinction_coef       0.0067(8)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1795
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0436P)²+0.8364P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.0940
_reflns_number_gt                1502
_reflns_number_total             1795
_reflns_threshold_expression     I>2σ(I)
_cod_depositor_comments
;

2017-04-07
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C14 H18 N8 O3'
_cod_original_formula_weight         346.36
_cod_original_formula_moiety         '2(C7 H8 N4 O), H2 O'
_cod_original_formula_units_Z            4
_cod_data_source_file            lr2134sup1.cif
_cod_data_source_block           I
_cod_database_code               2240654
loop_
_space_group_symop_operation_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_occupancy
O O1 0.74966(4) -0.16017(16) 0.36432(7) 0.0411(2) Uani d 1
N N1 0.70517(5) 0.2096(2) 0.30449(9) 0.0410(3) Uani d 1
H H1NA 0.6859(8) 0.326(3) 0.3188(14) 0.061 Uiso d 1
H H1NB 0.7226(7) 0.234(3) 0.2545(15) 0.061 Uiso d 1
N N2 0.69806(5) 0.00971(19) 0.45499(9) 0.0373(3) Uani d 1
H H2N 0.7110(7) -0.107(3) 0.5079(14) 0.056 Uiso d 1
N N3 0.66491(4) 0.20246(18) 0.46659(8) 0.0336(3) Uani d 1
N N4 0.54246(5) 0.7238(2) 0.61921(10) 0.0430(3) Uani d 1
C C1 0.71939(5) 0.0154(2) 0.37260(9) 0.0315(3) Uani d 1
C C2 0.65096(5) 0.1908(2) 0.55129(10) 0.0329(3) Uani d 1
H H2 0.6646 0.0596 0.6007 0.039 Uiso calc 1
C C3 0.61410(5) 0.3783(2) 0.57272(9) 0.0309(3) Uani d 1
C C4 0.59797(5) 0.3495(2) 0.66315(10) 0.0374(3) Uani d 1
H H4 0.6108 0.2134 0.71 0.045 Uiso calc 1
C C5 0.56274(6) 0.5251(3) 0.68271(11) 0.0431(3) Uani d 1
H H5 0.5526 0.5034 0.744 0.052 Uiso calc 1
C C6 0.59294(5) 0.5840(2) 0.50545(10) 0.0369(3) Uani d 1
H H6 0.6025 0.6106 0.4437 0.044 Uiso calc 1
C C7 0.55757(6) 0.7483(2) 0.53140(11) 0.0411(3) Uani d 1
H H7 0.5434 0.8843 0.4851 0.049 Uiso calc 1
O O1W 0.5 1.0598(3) 0.75 0.1046(9) Uani d 1
H H1WA 0.5078(14) 0.965(5) 0.703(2) 0.157 Uiso 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 0.0016 '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 N1 H1NA 117.8(12)
C1 N1 H1NB 120.2(10)
H1NA N1 H1NB 120.5(16)
C1 N2 N3 119.97(10)
C1 N2 H2N 118.8(11)
N3 N2 H2N 120.3(11)
C2 N3 N2 115.43(10)
C5 N4 C7 116.50(11)
O1 C1 N1 124.12(11)
O1 C1 N2 118.79(10)
N1 C1 N2 117.08(10)
N3 C2 C3 121.72(11)
N3 C2 H2 119.1
C3 C2 H2 119.1
C4 C3 C6 117.43(11)
C4 C3 C2 119.22(11)
C6 C3 C2 123.34(10)
C5 C4 C3 119.20(12)
C5 C4 H4 120.4
C3 C4 H4 120.4
N4 C5 C4 123.92(12)
N4 C5 H5 118.0
C4 C5 H5 118.0
C7 C6 C3 119.07(11)
C7 C6 H6 120.5
C3 C6 H6 120.5
N4 C7 C6 123.87(12)
N4 C7 H7 118.1
C6 C7 H7 118.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2399(14)
N1 C1 1.3294(16)
N1 H1NA 0.854(18)
N1 H1NB 0.917(19)
N2 C1 1.3639(15)
N2 N3 1.3706(13)
N2 H2N 0.899(17)
N3 C2 1.2752(15)
N4 C5 1.3301(18)
N4 C7 1.3366(18)
C2 C3 1.4616(15)
C2 H2 0.93
C3 C4 1.3870(16)
C3 C6 1.3875(17)
C4 C5 1.3789(17)
C4 H4 0.93
C5 H5 0.93
C6 C7 1.3789(17)
C6 H6 0.93
C7 H7 0.93
O1W H1WA 0.874(17)
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
N1 H1NA N3 . 0.852(18) 2.273(18) 2.6541(16) 107.3(13) y
N1 H1NB O1 4_655 0.917(19) 1.998(18) 2.9046(15) 169.3(16) y
N2 H2N O1 7_646 0.898(17) 2.022(17) 2.9141(14) 171.9(16) y
O1W H1WA N4 . 0.87(3) 2.08(3) 2.9373(16) 168(3) y
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
C1 N2 N3 C2 -174.35(11)
N3 N2 C1 O1 179.42(10)
N3 N2 C1 N1 -1.82(17)
N2 N3 C2 C3 -177.87(10)
N3 C2 C3 C4 176.79(11)
N3 C2 C3 C6 -1.76(18)
C6 C3 C4 C5 -0.74(18)
C2 C3 C4 C5 -179.38(11)
C7 N4 C5 C4 0.5(2)
C3 C4 C5 N4 0.4(2)
C4 C3 C6 C7 0.24(17)
C2 C3 C6 C7 178.81(11)
C5 N4 C7 C6 -1.1(2)
C3 C6 C7 N4 0.7(2)

_cod_database_fobs_code 2240654
