#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/72/2207203.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_2207203
loop_
_publ_author_name
'Shi Jun'
_publ_section_title
;
 (E)-1-[4-(Benzyloxy)benzylidene]-2-(4-nitrophenyl)hydrazine
;
_journal_coeditor_code           CV6594
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3895
_journal_page_last               o3896
_journal_paper_doi               10.1107/S1600536805034525
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C20 H17 N3 O3'
_chemical_formula_moiety         'C20 H17 N3 O3'
_chemical_formula_sum            'C20 H17 N3 O3'
_chemical_formula_weight         347.37
_chemical_name_systematic
;
(E)-1-[4-(Benzyloxy)benzylidene]-2-(4-nitrophenyl)hydrazine
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.551(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.148(3)
_cell_length_b                   36.651(15)
_cell_length_c                   7.938(3)
_cell_measurement_reflns_used    1822
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      22.66
_cell_measurement_theta_min      2.63
_cell_volume                     1785.2(13)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL  (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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  0.0507
_diffrn_reflns_av_sigmaI/netI    0.0651
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10028
_diffrn_reflns_theta_full        26.47
_diffrn_reflns_theta_max         26.47
_diffrn_reflns_theta_min         2.22
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.139
_refine_diff_density_min         -0.165
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3643
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1254
_refine_ls_R_factor_gt           0.0496
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0516P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1274
_reflns_number_gt                1738
_reflns_number_total             3643
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv6594.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     '-p 2ybc'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2207203
_cod_database_fobs_code          2207203
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_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
_atom_site_type_symbol
O1 0.3186(2) 0.47586(4) 0.17337(17) 0.0574(4) Uani d . 1 O
O2 1.8606(3) 0.25789(7) -0.3443(3) 0.1130(8) Uani d . 1 O
O3 1.8251(3) 0.31216(7) -0.4521(3) 0.1227(9) Uani d . 1 O
N1 0.9363(3) 0.34148(5) 0.0206(2) 0.0557(5) Uani d . 1 N
N2 1.0363(3) 0.30822(5) 0.0128(2) 0.0631(5) Uani d . 1 N
H2 0.9873 0.2900 0.0672 0.076 Uiso calc R 1 H
N3 1.7652(4) 0.28753(8) -0.3611(3) 0.0852(8) Uani d . 1 N
C1 -0.1022(4) 0.53422(6) 0.2533(3) 0.0579(6) Uani d . 1 C
H1 -0.2056 0.5203 0.1917 0.069 Uiso calc R 1 H
C2 -0.1475(4) 0.57021(7) 0.2881(3) 0.0633(7) Uani d . 1 C
H2A -0.2805 0.5803 0.2503 0.076 Uiso calc R 1 H
C3 0.0036(4) 0.59110(6) 0.3782(3) 0.0625(6) Uani d . 1 C
H3 -0.0263 0.6154 0.4017 0.075 Uiso calc R 1 H
C4 0.2006(4) 0.57584(7) 0.4339(3) 0.0662(7) Uani d . 1 C
H4 0.3037 0.5899 0.4953 0.079 Uiso calc R 1 H
C5 0.2447(4) 0.53984(7) 0.3985(3) 0.0623(6) Uani d . 1 C
H5 0.3780 0.5298 0.4360 0.075 Uiso calc R 1 H
C6 0.0934(3) 0.51841(6) 0.3081(3) 0.0483(5) Uani d . 1 C
C7 0.1387(3) 0.47883(6) 0.2791(3) 0.0587(6) Uani d . 1 C
H7A 0.1736 0.4667 0.3860 0.070 Uiso calc R 1 H
H7B 0.0110 0.4672 0.2251 0.070 Uiso calc R 1 H
C8 0.4134(3) 0.44215(6) 0.1582(2) 0.0449(5) Uani d . 1 C
C9 0.3411(3) 0.41014(6) 0.2281(3) 0.0528(6) Uani d . 1 C
H9 0.2147 0.4100 0.2867 0.063 Uiso calc R 1 H
C10 0.4584(3) 0.37834(6) 0.2103(3) 0.0545(6) Uani d . 1 C
H10 0.4094 0.3570 0.2585 0.065 Uiso calc R 1 H
C11 0.6466(3) 0.37723(6) 0.1228(3) 0.0474(5) Uani d . 1 C
C12 0.7120(3) 0.40960(6) 0.0477(3) 0.0517(6) Uani d . 1 C
H12 0.8352 0.4096 -0.0146 0.062 Uiso calc R 1 H
C13 0.5976(3) 0.44137(6) 0.0644(3) 0.0518(6) Uani d . 1 C
H13 0.6433 0.4626 0.0127 0.062 Uiso calc R 1 H
C14 0.7676(3) 0.34352(6) 0.1076(3) 0.0552(6) Uani d . 1 C
H14 0.7214 0.3228 0.1625 0.066 Uiso calc R 1 H
C15 1.2136(3) 0.30374(6) -0.0811(3) 0.0500(5) Uani d . 1 C
C16 1.3098(4) 0.26912(6) -0.0877(3) 0.0621(6) Uani d . 1 C
H16 1.2516 0.2496 -0.0308 0.075 Uiso calc R 1 H
C17 1.4903(4) 0.26419(7) -0.1786(3) 0.0657(7) Uani d . 1 C
H17 1.5563 0.2414 -0.1816 0.079 Uiso calc R 1 H
C18 1.5738(4) 0.29310(7) -0.2656(3) 0.0606(6) Uani d . 1 C
C19 1.4796(4) 0.32706(7) -0.2621(3) 0.0637(7) Uani d . 1 C
H19 1.5364 0.3463 -0.3221 0.076 Uiso calc R 1 H
C20 1.3008(3) 0.33247(6) -0.1692(3) 0.0573(6) Uani d . 1 C
H20 1.2378 0.3555 -0.1654 0.069 Uiso calc R 1 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
C8 O1 C7 117.79(16) yes
C14 N1 N2 117.18(19) yes
C15 N2 N1 120.48(19) yes
C15 N2 H2 119.8 ?
N1 N2 H2 119.8 ?
O3 N3 O2 123.5(3) yes
O3 N3 C18 119.1(3) yes
O2 N3 C18 117.4(3) yes
C2 C1 C6 121.4(2) ?
C2 C1 H1 119.3 ?
C6 C1 H1 119.3 ?
C3 C2 C1 120.0(2) ?
C3 C2 H2A 120.0 ?
C1 C2 H2A 120.0 ?
C2 C3 C4 119.5(2) ?
C2 C3 H3 120.2 ?
C4 C3 H3 120.2 ?
C5 C4 C3 120.1(2) ?
C5 C4 H4 119.9 ?
C3 C4 H4 119.9 ?
C4 C5 C6 120.9(2) ?
C4 C5 H5 119.5 ?
C6 C5 H5 119.5 ?
C1 C6 C5 118.0(2) ?
C1 C6 C7 121.7(2) ?
C5 C6 C7 120.3(2) ?
O1 C7 C6 108.73(17) ?
O1 C7 H7A 109.9 ?
C6 C7 H7A 109.9 ?
O1 C7 H7B 109.9 ?
C6 C7 H7B 109.9 ?
H7A C7 H7B 108.3 ?
O1 C8 C9 125.36(18) ?
O1 C8 C13 115.37(19) ?
C9 C8 C13 119.3(2) ?
C10 C9 C8 119.42(19) ?
C10 C9 H9 120.3 ?
C8 C9 H9 120.3 ?
C9 C10 C11 122.2(2) ?
C9 C10 H10 118.9 ?
C11 C10 H10 118.9 ?
C10 C11 C12 117.4(2) ?
C10 C11 C14 121.0(2) ?
C12 C11 C14 121.63(19) ?
C13 C12 C11 121.09(19) ?
C13 C12 H12 119.5 ?
C11 C12 H12 119.5 ?
C12 C13 C8 120.5(2) ?
C12 C13 H13 119.7 ?
C8 C13 H13 119.7 ?
N1 C14 C11 122.0(2) ?
N1 C14 H14 119.0 ?
C11 C14 H14 119.0 ?
N2 C15 C20 121.9(2) ?
N2 C15 C16 118.8(2) ?
C20 C15 C16 119.3(2) ?
C17 C16 C15 119.7(2) ?
C17 C16 H16 120.2 ?
C15 C16 H16 120.2 ?
C16 C17 C18 120.0(2) ?
C16 C17 H17 120.0 ?
C18 C17 H17 120.0 ?
C19 C18 C17 121.0(2) ?
C19 C18 N3 119.6(3) ?
C17 C18 N3 119.4(2) ?
C18 C19 C20 119.6(2) ?
C18 C19 H19 120.2 ?
C20 C19 H19 120.2 ?
C19 C20 C15 120.4(2) ?
C19 C20 H20 119.8 ?
C15 C20 H20 119.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 1.374(2) yes
O1 C7 1.433(2) yes
O2 N3 1.238(3) yes
O3 N3 1.227(3) yes
N1 C14 1.284(2) yes
N1 N2 1.368(2) yes
N2 C15 1.368(3) yes
N2 H2 0.8600 ?
N3 C18 1.453(3) yes
C1 C2 1.380(3) ?
C1 C6 1.380(3) ?
C1 H1 0.9300 ?
C2 C3 1.371(3) ?
C2 H2A 0.9300 ?
C3 C4 1.382(3) ?
C3 H3 0.9300 ?
C4 C5 1.379(3) ?
C4 H4 0.9300 ?
C5 C6 1.384(3) ?
C5 H5 0.9300 ?
C6 C7 1.498(3) ?
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C8 C9 1.383(3) ?
C8 C13 1.394(3) ?
C9 C10 1.383(3) ?
C9 H9 0.9300 ?
C10 C11 1.386(3) ?
C10 H10 0.9300 ?
C11 C12 1.398(3) ?
C11 C14 1.451(3) ?
C12 C13 1.371(3) ?
C12 H12 0.9300 ?
C13 H13 0.9300 ?
C14 H14 0.9300 ?
C15 C20 1.390(3) ?
C15 C16 1.402(3) ?
C16 C17 1.372(3) ?
C16 H16 0.9300 ?
C17 C18 1.381(3) ?
C17 H17 0.9300 ?
C18 C19 1.374(3) ?
C19 C20 1.376(3) ?
C19 H19 0.9300 ?
C20 H20 0.9300 ?
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
N2 H2 O2 4_466 0.86 2.06 2.912(3) 170 yes
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
C14 N1 N2 C15 178.30(19)
C6 C1 C2 C3 0.2(3)
C1 C2 C3 C4 -0.1(3)
C2 C3 C4 C5 0.1(3)
C3 C4 C5 C6 -0.3(3)
C2 C1 C6 C5 -0.4(3)
C2 C1 C6 C7 176.6(2)
C4 C5 C6 C1 0.5(3)
C4 C5 C6 C7 -176.6(2)
C8 O1 C7 C6 167.64(17)
C1 C6 C7 O1 117.1(2)
C5 C6 C7 O1 -65.9(3)
C7 O1 C8 C9 4.3(3)
C7 O1 C8 C13 -175.33(17)
O1 C8 C9 C10 -176.71(19)
C13 C8 C9 C10 2.9(3)
C8 C9 C10 C11 -0.5(3)
C9 C10 C11 C12 -1.8(3)
C9 C10 C11 C14 179.37(19)
C10 C11 C12 C13 1.9(3)
C14 C11 C12 C13 -179.34(19)
C11 C12 C13 C8 0.5(3)
O1 C8 C13 C12 176.77(18)
C9 C8 C13 C12 -2.9(3)
N2 N1 C14 C11 -179.08(17)
C10 C11 C14 N1 176.7(2)
C12 C11 C14 N1 -2.1(3)
N1 N2 C15 C20 1.0(3)
N1 N2 C15 C16 -179.19(18)
N2 C15 C16 C17 -178.81(19)
C20 C15 C16 C17 1.0(3)
C15 C16 C17 C18 -1.2(3)
C16 C17 C18 C19 0.4(3)
C16 C17 C18 N3 179.9(2)
O3 N3 C18 C19 -8.0(3)
O2 N3 C18 C19 171.3(2)
O3 N3 C18 C17 172.4(2)
O2 N3 C18 C17 -8.2(3)
C17 C18 C19 C20 0.7(3)
N3 C18 C19 C20 -178.85(19)
C18 C19 C20 C15 -0.8(3)
N2 C15 C20 C19 179.83(19)
C16 C15 C20 C19 0.0(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4656178
