#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/95/2219541.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_2219541
loop_
_publ_author_name
'Lu, Jiu-Fu'
_publ_section_title
;
 N'-[4-(Dimethylamino)benzylidene]-4-methoxybenzohydrazide
;
_journal_coeditor_code           CI2684
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2033
_journal_paper_doi               10.1107/S1600536808031012
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C17 H19 N3 O2'
_chemical_formula_moiety         'C17 H19 N3 O2'
_chemical_formula_sum            'C17 H19 N3 O2'
_chemical_formula_weight         297.35
_chemical_name_systematic
;
N'-[4-(Dimethylamino)benzylidene]-4-methoxybenzohydrazide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.469(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.922(4)
_cell_length_b                   13.224(5)
_cell_length_c                   9.756(4)
_cell_measurement_reflns_used    3161
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.2
_cell_measurement_theta_min      2.5
_cell_volume                     1537.6(10)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_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      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       '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  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0225
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8744
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.30
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9830
_exptl_absorpt_correction_T_min  0.9805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.179
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3296
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_max_lt       0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0597P)²+0.2298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                2507
_reflns_number_total             3296
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2684.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2219541
_cod_database_fobs_code          2219541
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_refinement_flags
_atom_site_occupancy
N N1 0.23023(11) 0.86331(9) 0.18617(12) 0.0451(3) Uani d . 1
N N2 0.27424(11) 0.77478(9) 0.24111(11) 0.0441(3) Uani d D 1
N N3 0.06781(13) 1.32361(10) 0.12512(17) 0.0665(4) Uani d . 1
O O1 0.29961(10) 0.70488(7) 0.03342(9) 0.0520(3) Uani d . 1
O O2 0.46299(11) 0.33676(8) 0.39093(12) 0.0612(3) Uani d . 1
C C1 0.10930(12) 1.23056(11) 0.15842(16) 0.0473(4) Uani d . 1
C C2 0.07206(14) 1.14376(12) 0.09023(18) 0.0552(4) Uani d . 1
H H2 0.0181 1.1495 0.0201 0.066 Uiso calc R 1
C C3 0.11325(14) 1.05048(11) 0.12429(17) 0.0517(4) Uani d . 1
H H3 0.0874 0.9943 0.0757 0.062 Uiso calc R 1
C C4 0.19240(12) 1.03716(10) 0.22919(14) 0.0428(3) Uani d . 1
C C5 0.22870(14) 1.12314(11) 0.29766(16) 0.0523(4) Uani d . 1
H H5 0.2809 1.1166 0.3696 0.063 Uiso calc R 1
C C6 0.19031(14) 1.21761(12) 0.26300(17) 0.0545(4) Uani d . 1
H H6 0.2185 1.2738 0.3096 0.065 Uiso calc R 1
C C7 0.23746(12) 0.93903(11) 0.26614(15) 0.0440(3) Uani d . 1
H H7 0.2730 0.9311 0.3514 0.053 Uiso calc R 1
C C8 0.30424(12) 0.69893(10) 0.15876(13) 0.0389(3) Uani d . 1
C C9 0.34473(11) 0.60594(10) 0.22874(13) 0.0371(3) Uani d . 1
C C10 0.41496(13) 0.54231(11) 0.15756(14) 0.0468(4) Uani d . 1
H H10 0.4359 0.5597 0.0695 0.056 Uiso calc R 1
C C11 0.45393(14) 0.45430(11) 0.21489(16) 0.0506(4) Uani d . 1
H H11 0.5018 0.4129 0.1661 0.061 Uiso calc R 1
C C12 0.42254(13) 0.42666(10) 0.34493(15) 0.0442(3) Uani d . 1
C C13 0.35380(13) 0.48939(11) 0.41792(14) 0.0452(3) Uani d . 1
H H13 0.3334 0.4719 0.5062 0.054 Uiso calc R 1
C C14 0.31545(12) 0.57821(10) 0.35951(14) 0.0421(3) Uani d . 1
H H14 0.2689 0.6203 0.4091 0.051 Uiso calc R 1
C C15 0.43137(17) 0.30433(13) 0.52240(19) 0.0676(5) Uani d . 1
H H15A 0.4527 0.3546 0.5891 0.101 Uiso calc R 1
H H15B 0.4683 0.2417 0.5444 0.101 Uiso calc R 1
H H15C 0.3516 0.2947 0.5230 0.101 Uiso calc R 1
C C16 -0.02077(16) 1.33522(15) 0.0240(2) 0.0727(6) Uani d . 1
H H16A 0.0088 1.3263 -0.0658 0.109 Uiso calc R 1
H H16B -0.0526 1.4016 0.0311 0.109 Uiso calc R 1
H H16C -0.0778 1.2855 0.0391 0.109 Uiso calc R 1
C C17 0.1166(2) 1.41355(13) 0.1829(2) 0.0810(6) Uani d . 1
H H17A 0.1116 1.4115 0.2809 0.121 Uiso calc R 1
H H17B 0.0768 1.4716 0.1481 0.121 Uiso calc R 1
H H17C 0.1939 1.4178 0.1584 0.121 Uiso calc R 1
H H2A 0.2875(17) 0.7721(14) 0.3316(10) 0.080 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 0.0016 '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 114.15(12)
C8 N2 N1 120.33(11)
C8 N2 H2A 121.3(13)
N1 N2 H2A 118.2(13)
C1 N3 C17 120.98(15)
C1 N3 C16 121.12(15)
C17 N3 C16 117.75(15)
C12 O2 C15 117.78(13)
N3 C1 C2 121.39(14)
N3 C1 C6 121.65(14)
C2 C1 C6 116.96(13)
C3 C2 C1 121.31(14)
C3 C2 H2 119.3
C1 C2 H2 119.3
C2 C3 C4 121.90(14)
C2 C3 H3 119.0
C4 C3 H3 119.0
C5 C4 C3 116.82(13)
C5 C4 C7 120.51(13)
C3 C4 C7 122.66(13)
C6 C5 C4 122.15(15)
C6 C5 H5 118.9
C4 C5 H5 118.9
C5 C6 C1 120.82(15)
C5 C6 H6 119.6
C1 C6 H6 119.6
N1 C7 C4 122.33(13)
N1 C7 H7 118.8
C4 C7 H7 118.8
O1 C8 N2 123.01(13)
O1 C8 C9 121.27(12)
N2 C8 C9 115.72(11)
C14 C9 C10 118.16(13)
C14 C9 C8 124.00(12)
C10 C9 C8 117.84(12)
C11 C10 C9 121.00(13)
C11 C10 H10 119.5
C9 C10 H10 119.5
C10 C11 C12 120.25(14)
C10 C11 H11 119.9
C12 C11 H11 119.9
O2 C12 C13 124.65(14)
O2 C12 C11 115.72(13)
C13 C12 C11 119.63(13)
C12 C13 C14 119.67(13)
C12 C13 H13 120.2
C14 C13 H13 120.2
C13 C14 C9 121.28(13)
C13 C14 H14 119.4
C9 C14 H14 119.4
O2 C15 H15A 109.5
O2 C15 H15B 109.5
H15A C15 H15B 109.5
O2 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
N3 C16 H16A 109.5
N3 C16 H16B 109.5
H16A C16 H16B 109.5
N3 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
N3 C17 H17A 109.5
N3 C17 H17B 109.5
H17A C17 H17B 109.5
N3 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C7 1.2710(18)
N1 N2 1.3851(16)
N2 C8 1.3395(17)
N2 H2A 0.893(9)
N3 C1 1.3624(19)
N3 C17 1.433(2)
N3 C16 1.435(2)
O1 C8 1.2252(16)
O2 C12 1.3550(17)
O2 C15 1.413(2)
C1 C2 1.394(2)
C1 C6 1.397(2)
C2 C3 1.366(2)
C2 H2 0.93
C3 C4 1.385(2)
C3 H3 0.93
C4 C5 1.383(2)
C4 C7 1.447(2)
C5 C6 1.370(2)
C5 H5 0.93
C6 H6 0.93
C7 H7 0.93
C8 C9 1.4814(19)
C9 C14 1.3810(19)
C9 C10 1.386(2)
C10 C11 1.367(2)
C10 H10 0.93
C11 C12 1.381(2)
C11 H11 0.93
C12 C13 1.377(2)
C13 C14 1.3784(19)
C13 H13 0.93
C14 H14 0.93
C15 H15A 0.96
C15 H15B 0.96
C15 H15C 0.96
C16 H16A 0.96
C16 H16B 0.96
C16 H16C 0.96
C17 H17A 0.96
C17 H17B 0.96
C17 H17C 0.96
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 H2A O1 4_576 0.900(10) 1.990(10) 2.873(2) 167(2)
C7 H7 O1 4_576 0.93 2.54 3.297(2) 139
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4488654
