#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/49/2214945.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_2214945
loop_
_publ_author_name
'Huan-Mei Guo'
_publ_section_title
;
 Benzaldehyde propionylhydrazone
;
_journal_coeditor_code           AT2367
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3787
_journal_page_last               o3787
_journal_paper_doi               10.1107/S1600536807038925
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C10 H12 N2 O'
_chemical_formula_moiety         'C10 H12 N2 O'
_chemical_formula_sum            'C10 H12 N2 O'
_chemical_formula_weight         176.22
_chemical_name_systematic
;
Benzaldehyde propionylhydrazone
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                111.419(9)
_cell_angle_beta                 91.916(9)
_cell_angle_gamma                91.139(9)
_cell_formula_units_Z            2
_cell_length_a                   5.210(3)
_cell_length_b                   8.838(5)
_cell_length_c                   11.530(6)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      1.90
_cell_volume                     493.7(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0543
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2478
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_correction_T_min  0.9829
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             188
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.180
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1715
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1207
_refine_ls_R_factor_gt           0.0522
_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)+(0.0829P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1646
_reflns_number_gt                882
_reflns_number_total             1715
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2367.cif
_cod_data_source_block           I
_cod_database_code               2214945
_cod_database_fobs_code          2214945
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
O O1 -0.4450(3) -0.0595(2) 0.33336(16) 0.0687(6) Uani d . 1
N N1 -0.0417(4) 0.2515(2) 0.5372(2) 0.0556(6) Uani d . 1
N N2 -0.2421(4) 0.1394(2) 0.49157(19) 0.0597(6) Uani d . 1
H H2 -0.3550 0.1312 0.5419 0.072 Uiso calc R 1
C C1 0.1970(6) 0.5178(4) 0.8455(3) 0.0775(9) Uani d . 1
H H1 0.0842 0.4834 0.8924 0.093 Uiso calc R 1
C C2 0.3860(7) 0.6354(4) 0.9060(3) 0.0863(10) Uani d . 1
H H2A 0.3992 0.6788 0.9927 0.104 Uiso calc R 1
C C3 0.5519(6) 0.6874(4) 0.8390(3) 0.0784(10) Uani d . 1
H H3 0.6796 0.7657 0.8795 0.094 Uiso calc R 1
C C4 0.5301(6) 0.6234(4) 0.7106(3) 0.0813(10) Uani d . 1
H H4 0.6419 0.6596 0.6643 0.098 Uiso calc R 1
C C5 0.3428(5) 0.5058(3) 0.6507(3) 0.0682(9) Uani d . 1
H H5 0.3307 0.4626 0.5640 0.082 Uiso calc R 1
C C6 0.1727(5) 0.4508(3) 0.7172(2) 0.0535(7) Uani d . 1
C C7 -0.0300(5) 0.3266(3) 0.6549(3) 0.0596(7) Uani d . 1
H H7 -0.1529 0.3024 0.7027 0.071 Uiso calc R 1
C C8 -0.2668(5) 0.0419(3) 0.3702(3) 0.0536(7) Uani d . 1
C C9 -0.0709(5) 0.0639(3) 0.2847(2) 0.0641(8) Uani d . 1
H H9A 0.0980 0.0440 0.3131 0.077 Uiso calc R 1
H H9B -0.0703 0.1757 0.2893 0.077 Uiso calc R 1
C C10 -0.1205(7) -0.0485(4) 0.1498(3) 0.0891(11) Uani d . 1
H H10A -0.1256 -0.1594 0.1447 0.134 Uiso calc R 1
H H10B 0.0147 -0.0328 0.1003 0.134 Uiso calc R 1
H H10C -0.2820 -0.0242 0.1191 0.134 Uiso calc R 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 0.0640(13) 0.0637(12) 0.0708(13) -0.0252(10) -0.0097(10) 0.0181(10)
N1 0.0564(14) 0.0497(12) 0.0561(14) -0.0141(10) -0.0086(11) 0.0157(11)
N2 0.0586(14) 0.0567(13) 0.0576(14) -0.0214(11) -0.0017(11) 0.0149(12)
C1 0.096(2) 0.076(2) 0.0572(19) -0.0216(18) -0.0023(17) 0.0216(17)
C2 0.104(3) 0.075(2) 0.061(2) -0.018(2) -0.018(2) 0.0056(18)
C3 0.070(2) 0.0627(19) 0.084(2) -0.0173(16) -0.0155(19) 0.0081(19)
C4 0.077(2) 0.074(2) 0.078(2) -0.0273(17) -0.0031(17) 0.0126(18)
C5 0.0701(19) 0.0655(18) 0.0564(17) -0.0216(15) 0.0000(15) 0.0090(15)
C6 0.0602(17) 0.0448(14) 0.0523(16) -0.0039(13) -0.0010(14) 0.0147(14)
C7 0.0617(18) 0.0545(16) 0.0608(18) -0.0142(13) -0.0019(14) 0.0203(15)
C8 0.0488(16) 0.0488(15) 0.0606(18) -0.0080(13) -0.0070(14) 0.0183(14)
C9 0.0638(19) 0.0571(16) 0.0630(18) -0.0106(14) -0.0018(15) 0.0129(15)
C10 0.117(3) 0.078(2) 0.063(2) -0.0226(19) 0.0082(18) 0.0168(17)
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
C7 N1 N2 115.5(2)
C8 N2 N1 121.9(2)
C8 N2 H2 119.0
N1 N2 H2 119.0
C6 C1 C2 121.4(3)
C6 C1 H1 119.3
C2 C1 H1 119.3
C3 C2 C1 120.1(3)
C3 C2 H2A 119.9
C1 C2 H2A 119.9
C2 C3 C4 119.6(3)
C2 C3 H3 120.2
C4 C3 H3 120.2
C5 C4 C3 120.1(3)
C5 C4 H4 120.0
C3 C4 H4 120.0
C4 C5 C6 121.2(3)
C4 C5 H5 119.4
C6 C5 H5 119.4
C1 C6 C5 117.6(3)
C1 C6 C7 120.5(3)
C5 C6 C7 121.9(2)
N1 C7 C6 121.7(3)
N1 C7 H7 119.1
C6 C7 H7 119.1
O1 C8 N2 120.1(2)
O1 C8 C9 122.5(2)
N2 C8 C9 117.4(2)
C8 C9 C10 113.1(2)
C8 C9 H9A 109.0
C10 C9 H9A 109.0
C8 C9 H9B 109.0
C10 C9 H9B 109.0
H9A C9 H9B 107.8
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C8 1.228(3)
N1 C7 1.273(3)
N1 N2 1.374(3)
N2 C8 1.349(3)
N2 H2 0.8600
C1 C6 1.378(3)
C1 C2 1.386(4)
C1 H1 0.9300
C2 C3 1.358(4)
C2 H2A 0.9300
C3 C4 1.378(4)
C3 H3 0.9300
C4 C5 1.378(3)
C4 H4 0.9300
C5 C6 1.382(4)
C5 H5 0.9300
C6 C7 1.471(3)
C7 H7 0.9300
C8 C9 1.500(4)
C9 C10 1.519(3)
C9 H9A 0.9700
C9 H9B 0.9700
C10 H10A 0.9600
C10 H10B 0.9600
C10 H10C 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 H2 O1 2_456 0.86 2.07 2.906(3) 163.0
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
C7 N1 N2 C8 -174.7(2)
C6 C1 C2 C3 0.2(5)
C1 C2 C3 C4 0.5(5)
C2 C3 C4 C5 -0.8(5)
C3 C4 C5 C6 0.6(5)
C2 C1 C6 C5 -0.4(4)
C2 C1 C6 C7 -179.7(3)
C4 C5 C6 C1 0.0(4)
C4 C5 C6 C7 179.3(3)
N2 N1 C7 C6 -179.6(2)
C1 C6 C7 N1 -173.1(3)
C5 C6 C7 N1 7.6(4)
N1 N2 C8 O1 178.2(2)
N1 N2 C8 C9 -2.0(4)
O1 C8 C9 C10 1.3(4)
N2 C8 C9 C10 -178.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 13478587
