#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/77/2217757.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_2217757
loop_
_publ_author_name
'Wang, Bin'
'Wan, Rong'
'Yin, Li-He'
'Han, Feng'
'Wang, Jin-Tang'
_publ_section_title
N-{(E)-4-[(E)-(Dodecylimino)methyl]benzylidene}dodecan-1-imine
_journal_coeditor_code           EZ2115
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o565
_journal_paper_doi               10.1107/S1600536808001463
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C32 H56 N2'
_chemical_formula_moiety         'C32 H56 N2'
_chemical_formula_sum            'C32 H56 N2'
_chemical_formula_weight         468.80
_chemical_melting_point          .332E-305
_chemical_name_systematic
;
N-{(E)-4-[(E)-(Dodecylimino)methyl]benzylidene}dodecan-\
1-imine ?
;
_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           SHELXL-97
_cell_angle_alpha                91.18(3)
_cell_angle_beta                 93.44(3)
_cell_angle_gamma                101.75(3)
_cell_formula_units_Z            1
_cell_length_a                   4.7370(9)
_cell_length_b                   5.5190(11)
_cell_length_c                   30.315(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      9
_cell_volume                     774.1(3)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_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 0.999
_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  0.0442
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3409
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.35
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.057
_exptl_absorpt_correction_T_max  0.9643
_exptl_absorpt_correction_T_min  0.9531
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.006
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             262
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.108
_refine_diff_density_min         -0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3020
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.1484
_refine_ls_R_factor_gt           0.0645
_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)+(0.06P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1428
_refine_ls_wR_factor_ref         0.1714
_reflns_number_gt                1271
_reflns_number_total             3020
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ez2115.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.

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2217757
_cod_database_fobs_code          2217757
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
N N1 0.2538(4) -0.7333(4) 0.10048(7) 0.0778(7) Uani d . 1
C C1 0.7923(7) 1.2784(5) 0.45915(9) 0.1139(11) Uani d . 1
H H1A 0.6948 1.3606 0.4799 0.171 Uiso calc R 1
H H1B 0.8934 1.3977 0.4400 0.171 Uiso calc R 1
H H1C 0.9278 1.1985 0.4749 0.171 Uiso calc R 1
C C2 0.5752(6) 1.0886(5) 0.43217(9) 0.0957(9) Uani d . 1
H H2A 0.4702 0.9734 0.4521 0.115 Uiso calc R 1
H H2B 0.4372 1.1718 0.4171 0.115 Uiso calc R 1
C C3 0.6950(5) 0.9444(4) 0.39859(8) 0.0776(7) Uani d . 1
H H3A 0.8330 0.8612 0.4136 0.093 Uiso calc R 1
H H3B 0.8002 1.0596 0.3786 0.093 Uiso calc R 1
C C4 0.4773(5) 0.7540(4) 0.37145(8) 0.0748(7) Uani d . 1
H H4A 0.3727 0.6382 0.3914 0.090 Uiso calc R 1
H H4B 0.3389 0.8370 0.3565 0.090 Uiso calc R 1
C C5 0.6000(5) 0.6097(4) 0.33745(7) 0.0698(7) Uani d . 1
H H5A 0.7367 0.5248 0.3524 0.084 Uiso calc R 1
H H5B 0.7060 0.7252 0.3176 0.084 Uiso calc R 1
C C6 0.3788(5) 0.4215(4) 0.31028(7) 0.0683(7) Uani d . 1
H H6A 0.2450 0.5068 0.2947 0.082 Uiso calc R 1
H H6B 0.2695 0.3084 0.3301 0.082 Uiso calc R 1
C C7 0.5035(5) 0.2726(4) 0.27696(7) 0.0672(7) Uani d . 1
H H7A 0.6154 0.3861 0.2574 0.081 Uiso calc R 1
H H7B 0.6351 0.1855 0.2926 0.081 Uiso calc R 1
C C8 0.2832(5) 0.0869(4) 0.24921(7) 0.0665(7) Uani d . 1
H H8A 0.1536 0.1742 0.2331 0.080 Uiso calc R 1
H H8B 0.1691 -0.0251 0.2687 0.080 Uiso calc R 1
C C9 0.4102(5) -0.0638(4) 0.21653(7) 0.0680(7) Uani d . 1
H H9A 0.5357 -0.1544 0.2327 0.082 Uiso calc R 1
H H9B 0.5289 0.0487 0.1976 0.082 Uiso calc R 1
C C10 0.1910(5) -0.2461(4) 0.18760(7) 0.0706(7) Uani d . 1
H H10A 0.0643 -0.3528 0.2064 0.085 Uiso calc R 1
H H10B 0.0734 -0.1553 0.1698 0.085 Uiso calc R 1
C C11 0.3247(5) -0.4049(4) 0.15738(7) 0.0679(7) Uani d . 1
H H11A 0.4605 -0.2978 0.1400 0.081 Uiso calc R 1
H H11B 0.4328 -0.5029 0.1753 0.081 Uiso calc R 1
C C12 0.1100(5) -0.5762(5) 0.12654(8) 0.0814(8) Uani d . 1
H H12A -0.0327 -0.6788 0.1435 0.098 Uiso calc R 1
H H12B 0.0105 -0.4797 0.1069 0.098 Uiso calc R 1
C C13 0.2374(5) -0.7155(4) 0.05935(9) 0.0691(7) Uani d . 1
H H13A 0.1336 -0.6041 0.0472 0.083 Uiso calc R 1
C C14 0.3736(5) -0.8616(4) 0.02936(8) 0.0599(6) Uani d . 1
C C15 0.5322(5) -1.0284(4) 0.04476(8) 0.0662(7) Uani d . 1
H H15A 0.5576 -1.0479 0.0750 0.079 Uiso calc R 1
C C16 0.3458(5) -0.8331(4) -0.01595(9) 0.0705(7) Uani d . 1
H H16A 0.2430 -0.7184 -0.0270 0.085 Uiso calc R 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C13 N1 C12 . . 117.7(2)
C2 C1 H1A . . 109.5
C2 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
C2 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
C3 C2 C1 . . 115.7(2)
C3 C2 H2A . . 108.4
C1 C2 H2A . . 108.4
C3 C2 H2B . . 108.4
C1 C2 H2B . . 108.4
H2A C2 H2B . . 107.4
C2 C3 C4 . . 115.7(2)
C2 C3 H3A . . 108.3
C4 C3 H3A . . 108.3
C2 C3 H3B . . 108.3
C4 C3 H3B . . 108.3
H3A C3 H3B . . 107.4
C5 C4 C3 . . 115.43(18)
C5 C4 H4A . . 108.4
C3 C4 H4A . . 108.4
C5 C4 H4B . . 108.4
C3 C4 H4B . . 108.4
H4A C4 H4B . . 107.5
C4 C5 C6 . . 114.74(17)
C4 C5 H5A . . 108.6
C6 C5 H5A . . 108.6
C4 C5 H5B . . 108.6
C6 C5 H5B . . 108.6
H5A C5 H5B . . 107.6
C5 C6 C7 . . 114.56(17)
C5 C6 H6A . . 108.6
C7 C6 H6A . . 108.6
C5 C6 H6B . . 108.6
C7 C6 H6B . . 108.6
H6A C6 H6B . . 107.6
C8 C7 C6 . . 114.84(18)
C8 C7 H7A . . 108.6
C6 C7 H7A . . 108.6
C8 C7 H7B . . 108.6
C6 C7 H7B . . 108.6
H7A C7 H7B . . 107.5
C7 C8 C9 . . 114.44(18)
C7 C8 H8A . . 108.7
C9 C8 H8A . . 108.7
C7 C8 H8B . . 108.7
C9 C8 H8B . . 108.7
H8A C8 H8B . . 107.6
C8 C9 C10 . . 114.96(18)
C8 C9 H9A . . 108.5
C10 C9 H9A . . 108.5
C8 C9 H9B . . 108.5
C10 C9 H9B . . 108.5
H9A C9 H9B . . 107.5
C11 C10 C9 . . 113.62(18)
C11 C10 H10A . . 108.8
C9 C10 H10A . . 108.8
C11 C10 H10B . . 108.8
C9 C10 H10B . . 108.8
H10A C10 H10B . . 107.7
C12 C11 C10 . . 114.14(18)
C12 C11 H11A . . 108.7
C10 C11 H11A . . 108.7
C12 C11 H11B . . 108.7
C10 C11 H11B . . 108.7
H11A C11 H11B . . 107.6
N1 C12 C11 . . 110.77(19)
N1 C12 H12A . . 109.5
C11 C12 H12A . . 109.5
N1 C12 H12B . . 109.5
C11 C12 H12B . . 109.5
H12A C12 H12B . . 108.1
N1 C13 C14 . . 123.2(3)
N1 C13 H13A . . 118.4
C14 C13 H13A . . 118.4
C15 C14 C16 . . 118.0(2)
C15 C14 C13 . . 121.8(2)
C16 C14 C13 . . 120.2(2)
C14 C15 C16 . 2_635 120.9(2)
C14 C15 H15A . . 119.6
C16 C15 H15A 2_635 . 119.6
C15 C16 C14 2_635 . 121.1(2)
C15 C16 H16A 2_635 . 119.5
C14 C16 H16A . . 119.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C13 . 1.252(3) yes
N1 C12 . 1.454(2) yes
C1 C2 . 1.500(3) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 C3 . 1.487(3) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.505(3) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.504(2) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.508(3) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.510(2) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.507(3) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.509(2) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.513(3) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C11 . 1.507(2) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 C12 . 1.503(3) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.464(3) ?
C13 H13A . 0.9300 ?
C14 C15 . 1.374(3) ?
C14 C16 . 1.387(3) ?
C15 C16 2_635 1.376(3) ?
C15 H15A . 0.9300 ?
C16 C15 2_635 1.376(3) ?
C16 H16A . 0.9300 ?
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_site_symmetry_4
_geom_torsion
C1 C2 C3 C4 . -179.9(2)
C2 C3 C4 C5 . 179.8(2)
C3 C4 C5 C6 . -179.4(2)
C4 C5 C6 C7 . -178.6(2)
C5 C6 C7 C8 . -179.1(2)
C6 C7 C8 C9 . -179.04(19)
C7 C8 C9 C10 . -178.4(2)
C8 C9 C10 C11 . -176.34(19)
C9 C10 C11 C12 . -176.5(2)
C13 N1 C12 C11 . -118.5(3)
C10 C11 C12 N1 . -176.5(2)
C12 N1 C13 C14 . 179.61(18)
N1 C13 C14 C15 . -0.5(3)
N1 C13 C14 C16 . 179.8(2)
C16 C14 C15 C16 2_635 -1.5(3)
C13 C14 C15 C16 2_635 178.85(19)
C15 C14 C16 C15 2_635 1.5(3)
C13 C14 C16 C15 2_635 -178.85(19)
