#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/11/2211104.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_2211104
loop_
_publ_author_name
'Yong-Tao Wang'
'Gui-Mei Tang'
'Wen-Zhu Wan'
_publ_section_title
;
 Pyridine-4-carbaldehyde isonicotinoylhydrazone
;
_journal_coeditor_code           LH2197
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4926
_journal_page_last               o4927
_journal_paper_doi               10.1107/S1600536806041195
_journal_volume                  62
_journal_year                    2006
_chemical_formula_moiety         'C12 H10 N4 O'
_chemical_formula_sum            'C12 H10 N4 O'
_chemical_formula_weight         226.24
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 109.014(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7010(18)
_cell_length_b                   14.657(3)
_cell_length_c                   10.238(2)
_cell_measurement_reflns_used    5713
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.52
_cell_volume                     1092.5(4)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5713
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.52
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9791
_exptl_absorpt_correction_T_min  0.9106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.245
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2116
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0687
_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)+(0.1330P)²+0.2639P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1964
_refine_ls_wR_factor_ref         0.2031
_reflns_number_gt                1814
_reflns_number_total             2116
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2197.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      'P 21/n'
_cod_database_code               2211104
_cod_database_fobs_code          2211104
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.6752(3) 0.04148(11) 0.43584(18) 0.0644(6) Uani d 1
N N1 1.3160(3) 0.19558(15) 1.1157(2) 0.0565(6) Uani d 1
N N2 0.9366(3) 0.02352(12) 0.68775(19) 0.0413(5) Uani d 1
N N3 0.8672(3) -0.04846(13) 0.60030(19) 0.0433(5) Uani d 1
H H3 0.905(3) -0.100(2) 0.628(3) 0.050(7) Uiso d 1
N N4 0.5352(3) -0.26999(12) 0.2267(2) 0.0457(5) Uani d 1
C C1 1.3529(4) 0.10703(18) 1.1298(3) 0.0550(7) Uani d 1
H H1 1.441(4) 0.087(2) 1.220(3) 0.069(8) Uiso d 1
C C2 1.2702(4) 0.04280(16) 1.0303(3) 0.0513(6) Uani d 1
H H2 1.295(4) -0.024(2) 1.049(3) 0.080(10) Uiso d 1
C C3 1.1375(3) 0.07050(15) 0.9088(2) 0.0400(5) Uani d 1
C C4 1.0954(3) 0.16273(15) 0.8934(2) 0.0425(5) Uani d 1
H H4 1.008(4) 0.1864(17) 0.813(3) 0.045(6) Uiso d 1
C C5 1.1882(4) 0.22169(17) 0.9979(3) 0.0522(6) Uani d 1
H H5 1.159(5) 0.287(3) 0.989(4) 0.086(10) Uiso d 1
C C6 1.0507(3) 0.00213(16) 0.8036(2) 0.0475(6) Uani d 1
H H6 1.078(4) -0.059(2) 0.832(3) 0.063(8) Uiso d 1
C C7 0.7372(3) -0.03323(14) 0.4766(2) 0.0413(6) Uani d 1
C C8 0.6717(3) -0.11762(13) 0.3920(2) 0.0372(5) Uani d 1
C C9 0.7840(3) -0.19105(14) 0.3908(2) 0.0422(6) Uani d 1
H H9 0.910(4) -0.1895(18) 0.439(3) 0.060(8) Uiso d 1
C C10 0.7095(3) -0.26457(15) 0.3070(2) 0.0465(6) Uani d 1
H H10 0.790(4) -0.3155(18) 0.307(3) 0.051(7) Uiso d 1
C C11 0.4292(3) -0.19845(16) 0.2280(2) 0.0470(6) Uani d 1
H H11 0.304(4) -0.2040(18) 0.175(3) 0.059(8) Uiso d 1
C C12 0.4901(3) -0.12158(15) 0.3069(2) 0.0448(6) Uani d 1
H H12 0.403(4) -0.075(2) 0.311(3) 0.059(7) Uiso 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 0.0865(14) 0.0322(9) 0.0482(11) 0.0096(8) -0.0140(9) -0.0020(7)
N1 0.0679(14) 0.0497(12) 0.0414(12) -0.0118(9) 0.0034(10) -0.0079(9)
N2 0.0481(11) 0.0348(9) 0.0322(9) -0.0025(7) 0.0009(8) -0.0044(7)
N3 0.0564(12) 0.0285(10) 0.0325(10) -0.0010(8) -0.0027(8) -0.0017(7)
N4 0.0509(11) 0.0379(10) 0.0418(11) -0.0049(8) 0.0064(8) -0.0074(8)
C1 0.0579(15) 0.0555(15) 0.0366(13) -0.0095(11) -0.0053(10) 0.0012(10)
C2 0.0574(14) 0.0410(13) 0.0414(13) -0.0007(10) -0.0030(10) 0.0022(10)
C3 0.0425(12) 0.0382(11) 0.0331(11) -0.0031(8) 0.0036(9) -0.0012(9)
C4 0.0474(12) 0.0393(12) 0.0343(12) 0.0003(9) 0.0045(9) 0.0004(9)
C5 0.0656(16) 0.0387(13) 0.0455(14) -0.0023(10) 0.0087(11) -0.0055(10)
C6 0.0583(14) 0.0337(11) 0.0384(12) 0.0010(9) -0.0010(10) -0.0013(9)
C7 0.0506(12) 0.0333(10) 0.0315(11) 0.0012(8) 0.0019(9) -0.0012(8)
C8 0.0476(12) 0.0316(11) 0.0266(10) -0.0011(8) 0.0042(8) 0.0004(8)
C9 0.0412(12) 0.0387(11) 0.0394(12) 0.0000(8) 0.0030(9) -0.0033(9)
C10 0.0512(13) 0.0369(12) 0.0445(13) 0.0048(9) 0.0060(10) -0.0053(9)
C11 0.0425(13) 0.0478(13) 0.0407(12) -0.0019(9) -0.0001(10) -0.0052(10)
C12 0.0455(13) 0.0410(12) 0.0399(12) 0.0053(9) 0.0031(9) -0.0041(9)
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 C5 116.5(2)
C6 N2 N3 115.15(19)
C7 N3 N2 119.69(19)
C7 N3 H3 122.7(19)
N2 N3 H3 117.5(19)
C10 N4 C11 116.50(19)
N1 C1 C2 123.8(2)
N1 C1 H1 116.3(19)
C2 C1 H1 119.9(19)
C1 C2 C3 119.3(2)
C1 C2 H2 120.9(19)
C3 C2 H2 119.4(19)
C2 C3 C4 117.6(2)
C2 C3 C6 119.0(2)
C4 C3 C6 123.4(2)
C5 C4 C3 118.6(2)
C5 C4 H4 119.2(15)
C3 C4 H4 122.1(15)
N1 C5 C4 124.2(2)
N1 C5 H5 116(2)
C4 C5 H5 120(2)
N2 C6 C3 122.1(2)
N2 C6 H6 122.5(18)
C3 C6 H6 115.1(18)
O1 C7 N3 124.0(2)
O1 C7 C8 121.7(2)
N3 C7 C8 114.30(18)
C9 C8 C12 117.81(19)
C9 C8 C7 123.62(19)
C12 C8 C7 118.54(19)
C10 C9 C8 118.6(2)
C10 C9 H9 119.9(17)
C8 C9 H9 121.3(17)
N4 C10 C9 124.2(2)
N4 C10 H10 118.1(15)
C9 C10 H10 117.6(15)
N4 C11 C12 123.9(2)
N4 C11 H11 116.3(17)
C12 C11 H11 119.7(17)
C11 C12 C8 118.9(2)
C11 C12 H12 119.7(17)
C8 C12 H12 120.9(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.213(3)
N1 C1 1.326(4)
N1 C5 1.339(3)
N2 C6 1.264(3)
N2 N3 1.374(3)
N3 C7 1.352(3)
N3 H3 0.82(3)
N4 C10 1.328(3)
N4 C11 1.332(3)
C1 C2 1.381(3)
C1 H1 0.99(3)
C2 C3 1.388(3)
C2 H2 1.01(3)
C3 C4 1.387(3)
C3 C6 1.463(3)
C4 C5 1.380(3)
C4 H4 0.94(3)
C5 H5 0.98(4)
C6 H6 0.94(3)
C7 C8 1.500(3)
C8 C9 1.383(3)
C8 C12 1.388(3)
C9 C10 1.381(3)
C9 H9 0.94(3)
C10 H10 0.97(3)
C11 C12 1.377(3)
C11 H11 0.94(3)
C12 H12 0.97(3)
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
N3 H3 N4 4_656 0.81(3) 2.25(3) 3.058(3) 172(2) yes
C1 H1 O1 1_656 0.99(3) 2.45(3) 3.441(4) 176(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4580075
