#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/04/2210453.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_2210453
loop_
_publ_author_name
Rajnikant
Dinesh
'Rajinder K. Bamzai'
'Tej K. Razdan'
'D. Singh'
_publ_section_title
;
 4-[4-(n-Decyloxy)benzylideneamino]benzonitrile
;
_journal_coeditor_code           YM2008
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3662
_journal_page_last               o3663
_journal_paper_doi               10.1107/S160053680602931X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C24 H30 N2 O'
_chemical_formula_moiety         'C24 H30 N2 O'
_chemical_formula_sum            'C24 H30 N2 O'
_chemical_formula_weight         362.50
_chemical_melting_point          523
_chemical_name_common            4-cyano-N-[4-n-decyloxy-benzylidene]aniline
_chemical_name_systematic
;
4-[4-(n-Decyloxy)benzylideneamino]benzonitrile
;
_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                101.56(2)
_cell_angle_beta                 91.68(3)
_cell_angle_gamma                103.69(2)
_cell_formula_units_Z            2
_cell_length_a                   8.564(4)
_cell_length_b                   9.571(2)
_cell_length_c                   14.114(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      13.54
_cell_measurement_theta_min      6.22
_cell_volume                     1097.6(6)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'CAD-4 Software'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
'PARST95 (Nardelli, 1995) and PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_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  0.0112
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3886
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.24
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.107
_refine_diff_density_min         -0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3853
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0422
_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)+(0.0581P)²+0.0582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1324
_reflns_number_gt                1960
_reflns_number_total             3859
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ym2008.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_torsion_publ_flag' value 'Yes' changed to 'yes'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (2 times).

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 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_torsion_publ_flag' value 'Yes' changed to 'yes'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (2
times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2210453
_cod_database_fobs_code          2210453
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 0.10737(15) 0.73577(13) 0.52427(9) 0.0673(4) Uani d . 1
N N1 0.8487(2) -0.0469(3) -0.08978(14) 0.1108(8) Uani d . 1
N N2 0.5411(2) 0.38058(17) 0.26221(11) 0.0665(4) Uani d . 1
C C1 0.6056(2) 0.2945(2) 0.18759(13) 0.0630(5) Uani d . 1
C C2 0.7279(2) 0.2336(2) 0.21210(14) 0.0674(5) Uani d . 1
H H2 0.7654 0.2507 0.2769 0.081 Uiso calc R 1
C C3 0.7962(2) 0.1480(2) 0.14290(14) 0.0699(6) Uani d . 1
H H3 0.8774 0.1068 0.1612 0.084 Uiso calc R 1
C C4 0.7428(3) 0.1238(2) 0.04616(15) 0.0726(6) Uani d . 1
C C5 0.6260(3) 0.1906(3) 0.02079(15) 0.0980(8) Uani d . 1
H H5 0.5924 0.1780 -0.0443 0.118 Uiso calc R 1
C C6 0.5589(3) 0.2753(3) 0.09035(15) 0.0910(7) Uani d . 1
H H6 0.4812 0.3201 0.0718 0.109 Uiso calc R 1
C C7 0.3930(3) 0.3813(2) 0.25258(13) 0.0663(5) Uani d . 1
H H7 0.3305 0.3213 0.1979 0.080 Uiso calc R 1
C C8 0.3165(2) 0.47137(19) 0.32289(13) 0.0574(5) Uani d . 1
C C9 0.3985(2) 0.5564(2) 0.40956(13) 0.0602(5) Uani d . 1
H H9 0.5054 0.5564 0.4235 0.072 Uiso calc R 1
C C10 0.3238(2) 0.64020(19) 0.47483(13) 0.0614(5) Uani d . 1
H H10 0.3801 0.6945 0.5331 0.074 Uiso calc R 1
C C11 0.1660(2) 0.64530(19) 0.45542(13) 0.0559(5) Uani d . 1
C C12 0.0813(2) 0.5602(2) 0.36999(14) 0.0652(5) Uani d . 1
H H12 -0.0254 0.5606 0.3562 0.078 Uiso calc R 1
C C13 0.1574(2) 0.4742(2) 0.30519(14) 0.0669(5) Uani d . 1
H H13 0.0999 0.4168 0.2481 0.080 Uiso calc R 1
C C14 -0.0511(2) 0.75415(19) 0.50652(14) 0.0624(5) Uani d . 1
H H14A -0.1304 0.6615 0.5019 0.075 Uiso calc R 1
H H14B -0.0594 0.7858 0.4459 0.075 Uiso calc R 1
C C15 -0.0816(2) 0.8678(2) 0.58897(14) 0.0626(5) Uani d . 1
H H15A 0.0011 0.9584 0.5941 0.075 Uiso calc R 1
H H15B -0.0729 0.8343 0.6489 0.075 Uiso calc R 1
C C16 -0.2454(2) 0.8994(2) 0.57755(13) 0.0639(5) Uani d . 1
H H16A -0.2513 0.9382 0.5194 0.077 Uiso calc R 1
H H16B -0.3274 0.8075 0.5683 0.077 Uiso calc R 1
C C17 -0.2834(2) 1.0063(2) 0.66178(13) 0.0659(5) Uani d . 1
H H17A -0.2006 1.0978 0.6711 0.079 Uiso calc R 1
H H17B -0.2772 0.9672 0.7197 0.079 Uiso calc R 1
C C18 -0.4459(2) 1.0405(2) 0.65239(12) 0.0642(5) Uani d . 1
H H18A -0.4490 1.0880 0.5980 0.077 Uiso calc R 1
H H18B -0.5287 0.9487 0.6378 0.077 Uiso calc R 1
C C19 -0.4853(2) 1.1380(2) 0.74169(13) 0.0671(5) Uani d . 1
H H19A -0.4812 1.0901 0.7958 0.080 Uiso calc R 1
H H19B -0.4019 1.2293 0.7561 0.080 Uiso calc R 1
C C20 -0.6465(2) 1.1749(2) 0.73569(14) 0.0721(6) Uani d . 1
H H20A -0.7294 1.0840 0.7148 0.086 Uiso calc R 1
H H20B -0.6466 1.2324 0.6864 0.086 Uiso calc R 1
C C21 -0.6903(3) 1.2596(2) 0.82947(15) 0.0806(6) Uani d . 1
H H21A -0.6868 1.2034 0.8792 0.097 Uiso calc R 1
H H21B -0.6088 1.3517 0.8493 0.097 Uiso calc R 1
C C22 -0.8509(3) 1.2931(3) 0.8254(2) 0.1192(10) Uani d . 1
H H22A -0.9319 1.2015 0.8022 0.143 Uiso calc R 1
H H22B -0.8524 1.3537 0.7780 0.143 Uiso calc R 1
C C23 -0.8982(4) 1.3707(3) 0.9200(2) 0.1575(14) Uani d . 1
H H23A -1.0029 1.3878 0.9102 0.236 Uiso calc R 1
H H23B -0.8208 1.4630 0.9431 0.236 Uiso calc R 1
H H23C -0.9010 1.3104 0.9671 0.236 Uiso calc R 1
C C24 0.8051(3) 0.0299(3) -0.02849(16) 0.0863(7) Uani 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
_geom_angle_publ_flag
C11 O1 C14 118.72(15) ?
C7 N2 C1 118.90(17) y
C2 C1 C6 118.03(18) ?
C2 C1 N2 118.67(17) y
C6 C1 N2 123.18(19) y
C1 C2 C3 121.76(19) ?
C1 C2 H2 119.1 ?
C3 C2 H2 119.1 ?
C2 C3 C4 119.4(2) ?
C2 C3 H3 120.3 ?
C4 C3 H3 120.3 ?
C5 C4 C3 119.00(19) ?
C5 C4 C24 119.4(2) ?
C3 C4 C24 121.6(2) ?
C6 C5 C4 120.9(2) ?
C6 C5 H5 119.5 ?
C4 C5 H5 119.5 ?
C5 C6 C1 120.7(2) ?
C5 C6 H6 119.6 ?
C1 C6 H6 119.6 ?
N2 C7 C8 123.32(18) ?
N2 C7 H7 118.3 ?
C8 C7 H7 118.3 ?
C13 C8 C9 117.69(17) ?
C13 C8 C7 120.48(18) ?
C9 C8 C7 121.83(18) ?
C10 C9 C8 120.80(18) ?
C10 C9 H9 119.6 ?
C8 C9 H9 119.6 ?
C9 C10 C11 121.10(18) ?
C9 C10 H10 119.4 ?
C11 C10 H10 119.4 ?
O1 C11 C12 125.45(17) ?
O1 C11 C10 115.50(17) ?
C12 C11 C10 119.04(17) ?
C11 C12 C13 119.30(18) ?
C11 C12 H12 120.3 ?
C13 C12 H12 120.3 ?
C8 C13 C12 122.02(18) ?
C8 C13 H13 119.0 ?
C12 C13 H13 119.0 ?
O1 C14 C15 108.26(15) ?
O1 C14 H14A 110.0 ?
C15 C14 H14A 110.0 ?
O1 C14 H14B 110.0 ?
C15 C14 H14B 110.0 ?
H14A C14 H14B 108.4 ?
C14 C15 C16 113.31(16) ?
C14 C15 H15A 108.9 ?
C16 C15 H15A 108.9 ?
C14 C15 H15B 108.9 ?
C16 C15 H15B 108.9 ?
H15A C15 H15B 107.7 ?
C17 C16 C15 114.54(16) ?
C17 C16 H16A 108.6 ?
C15 C16 H16A 108.6 ?
C17 C16 H16B 108.6 ?
C15 C16 H16B 108.6 ?
H16A C16 H16B 107.6 ?
C16 C17 C18 115.79(16) ?
C16 C17 H17A 108.3 ?
C18 C17 H17A 108.3 ?
C16 C17 H17B 108.3 ?
C18 C17 H17B 108.3 ?
H17A C17 H17B 107.4 ?
C19 C18 C17 114.17(15) ?
C19 C18 H18A 108.7 ?
C17 C18 H18A 108.7 ?
C19 C18 H18B 108.7 ?
C17 C18 H18B 108.7 ?
H18A C18 H18B 107.6 ?
C20 C19 C18 116.04(16) ?
C20 C19 H19A 108.3 ?
C18 C19 H19A 108.3 ?
C20 C19 H19B 108.3 ?
C18 C19 H19B 108.3 ?
H19A C19 H19B 107.4 ?
C19 C20 C21 114.91(17) ?
C19 C20 H20A 108.5 ?
C21 C20 H20A 108.5 ?
C19 C20 H20B 108.5 ?
C21 C20 H20B 108.5 ?
H20A C20 H20B 107.5 ?
C22 C21 C20 115.49(19) ?
C22 C21 H21A 108.4 ?
C20 C21 H21A 108.4 ?
C22 C21 H21B 108.4 ?
C20 C21 H21B 108.4 ?
H21A C21 H21B 107.5 ?
C21 C22 C23 115.5(2) ?
C21 C22 H22A 108.4 ?
C23 C22 H22A 108.4 ?
C21 C22 H22B 108.4 ?
C23 C22 H22B 108.4 ?
H22A C22 H22B 107.5 ?
C22 C23 H23A 109.5 ?
C22 C23 H23B 109.5 ?
H23A C23 H23B 109.5 ?
C22 C23 H23C 109.5 ?
H23A C23 H23C 109.5 ?
H23B C23 H23C 109.5 ?
N1 C24 C4 177.3(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C11 1.357(2) y
O1 C14 1.431(2) y
N1 C24 1.149(2) y
N2 C7 1.274(2) y
N2 C1 1.412(2) y
C1 C2 1.381(3) ?
C1 C6 1.381(3) ?
C2 C3 1.381(2) ?
C2 H2 0.9300 ?
C3 C4 1.383(3) ?
C3 H3 0.9300 ?
C4 C5 1.382(3) ?
C4 C24 1.443(3) ?
C5 C6 1.373(3) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 C8 1.456(2) ?
C7 H7 0.9300 ?
C8 C13 1.385(2) ?
C8 C9 1.390(2) ?
C9 C10 1.372(2) ?
C9 H9 0.9300 ?
C10 C11 1.386(2) ?
C10 H10 0.9300 ?
C11 C12 1.385(2) ?
C12 C13 1.387(2) ?
C12 H12 0.9300 ?
C13 H13 0.9300 ?
C14 C15 1.500(2) ?
C14 H14A 0.9700 ?
C14 H14B 0.9700 ?
C15 C16 1.514(2) ?
C15 H15A 0.9700 ?
C15 H15B 0.9700 ?
C16 C17 1.503(2) ?
C16 H16A 0.9700 ?
C16 H16B 0.9700 ?
C17 C18 1.512(2) ?
C17 H17A 0.9700 ?
C17 H17B 0.9700 ?
C18 C19 1.508(2) ?
C18 H18A 0.9700 ?
C18 H18B 0.9700 ?
C19 C20 1.508(2) ?
C19 H19A 0.9700 ?
C19 H19B 0.9700 ?
C20 C21 1.514(2) ?
C20 H20A 0.9700 ?
C20 H20B 0.9700 ?
C21 C22 1.486(3) ?
C21 H21A 0.9700 ?
C21 H21B 0.9700 ?
C22 C23 1.509(3) ?
C22 H22A 0.9700 ?
C22 H22B 0.9700 ?
C23 H23A 0.9600 ?
C23 H23B 0.9600 ?
C23 H23C 0.9600 ?
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
_geom_torsion_publ_flag
C7 N2 C1 C2 -148.27(19) yes
C7 N2 C1 C6 35.7(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655048
