#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/44/2224415.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_2224415
loop_
_publ_author_name
'Cen, Fei-Fei'
'Xu, Chen'
'Wang, Zhi-Qiang'
'Cheng, Lin'
'Zhang, Yu-Qing'
_publ_section_title
;
 2-Benzyloxybenzaldehyde azine
;
_journal_coeditor_code           RN2064
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3051
_journal_paper_doi               10.1107/S1600536809046728
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C28 H24 N2 O2'
_chemical_formula_moiety         'C28 H24 N2 O2'
_chemical_formula_sum            'C28 H24 N2 O2'
_chemical_formula_weight         420.49
_chemical_name_systematic
;
2-Benzyloxybenzaldehyde azine
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.297(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.222(2)
_cell_length_b                   8.1157(15)
_cell_length_c                   12.799(2)
_cell_measurement_reflns_used    930
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      20.58
_cell_measurement_theta_min      2.72
_cell_volume                     1138.9(3)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'SMART (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      294(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX 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  0.0488
_diffrn_reflns_av_sigmaI/netI    0.0485
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8428
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.9954
_exptl_absorpt_correction_T_min  0.9771
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.120
_refine_diff_density_min         -0.124
_refine_ls_extinction_coef       0.015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2125
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0466
_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)+(0.0430P)²+0.1257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.1187
_reflns_number_gt                1143
_reflns_number_total             2125
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rn2064.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Monoclinic' changed to 'monoclinic'
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_original_cell_volume        1138.9(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2224415
_cod_database_fobs_code          2224415
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.76645(18) 0.1813(2) -0.07028(15) 0.0456(5) Uani d . 1 . .
C C2 0.7692(2) 0.2275(3) -0.17414(17) 0.0558(6) Uani d . 1 . .
H H2 0.8364 0.1990 -0.2022 0.067 Uiso calc R 1 . .
C C3 0.6754(2) 0.3140(3) -0.23634(18) 0.0665(7) Uani d . 1 . .
H H3 0.6790 0.3436 -0.3058 0.080 Uiso calc R 1 . .
C C4 0.5764(2) 0.3566(3) -0.1955(2) 0.0692(7) Uani d . 1 . .
H H4 0.5130 0.4163 -0.2374 0.083 Uiso calc R 1 . .
C C5 0.5694(2) 0.3123(3) -0.09323(19) 0.0651(7) Uani d . 1 . .
H H5 0.5013 0.3405 -0.0665 0.078 Uiso calc R 1 . .
C C6 0.66432(19) 0.2253(3) -0.03029(17) 0.0529(6) Uani d . 1 . .
C C7 0.86788(18) 0.0949(2) -0.00285(16) 0.0475(5) Uani d . 1 . .
H H7 0.8684 0.0807 0.0693 0.057 Uiso calc R 1 . .
C C8 0.5779(2) 0.2404(4) 0.1251(2) 0.0907(9) Uani d . 1 . .
H H8A 0.4976 0.1985 0.0925 0.109 Uiso calc R 1 . .
H H8B 0.5762 0.3596 0.1194 0.109 Uiso calc R 1 . .
C C9 0.6111(2) 0.1903(3) 0.2398(2) 0.0626(7) Uani d . 1 . .
C C10 0.7017(2) 0.2695(3) 0.3102(3) 0.0799(8) Uani d . 1 . .
H H10 0.7445 0.3551 0.2866 0.096 Uiso calc R 1 . .
C C11 0.7299(3) 0.2228(5) 0.4164(3) 0.0935(9) Uani d . 1 . .
H H11 0.7907 0.2782 0.4643 0.112 Uiso calc R 1 . .
C C12 0.6691(4) 0.0959(5) 0.4514(2) 0.0952(10) Uani d . 1 . .
H H12 0.6888 0.0640 0.5228 0.114 Uiso calc R 1 . .
C C13 0.5805(3) 0.0169(4) 0.3821(3) 0.0938(9) Uani d . 1 . .
H H13 0.5391 -0.0699 0.4059 0.113 Uiso calc R 1 . .
C C14 0.5506(2) 0.0633(3) 0.2766(2) 0.0742(8) Uani d . 1 . .
H H14 0.4888 0.0081 0.2297 0.089 Uiso calc R 1 . .
N N1 0.95554(14) 0.0385(2) -0.04001(12) 0.0503(5) Uani d . 1 . .
O O1 0.66609(13) 0.17497(19) 0.07219(12) 0.0690(5) 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 117.99(19) ?
C2 C1 C7 . . 121.61(19) ?
C6 C1 C7 . . 120.36(18) ?
C3 C2 C1 . . 121.6(2) ?
C3 C2 H2 . . 119.2 ?
C1 C2 H2 . . 119.2 ?
C4 C3 C2 . . 119.5(2) ?
C4 C3 H3 . . 120.2 ?
C2 C3 H3 . . 120.2 ?
C3 C4 C5 . . 120.8(2) ?
C3 C4 H4 . . 119.6 ?
C5 C4 H4 . . 119.6 ?
C4 C5 C6 . . 119.7(2) ?
C4 C5 H5 . . 120.2 ?
C6 C5 H5 . . 120.2 ?
O1 C6 C5 . . 124.2(2) ?
O1 C6 C1 . . 115.37(18) ?
C5 C6 C1 . . 120.4(2) ?
N1 C7 C1 . . 121.61(18) ?
N1 C7 H7 . . 119.2 ?
C1 C7 H7 . . 119.2 ?
O1 C8 C9 . . 108.35(19) ?
O1 C8 H8A . . 110.0 ?
C9 C8 H8A . . 110.0 ?
O1 C8 H8B . . 110.0 ?
C9 C8 H8B . . 110.0 ?
H8A C8 H8B . . 108.4 ?
C10 C9 C14 . . 118.7(2) ?
C10 C9 C8 . . 121.0(3) ?
C14 C9 C8 . . 120.3(3) ?
C9 C10 C11 . . 120.1(3) ?
C9 C10 H10 . . 119.9 ?
C11 C10 H10 . . 119.9 ?
C12 C11 C10 . . 120.3(3) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C13 C12 C11 . . 119.7(3) ?
C13 C12 H12 . . 120.1 ?
C11 C12 H12 . . 120.1 ?
C12 C13 C14 . . 120.6(3) ?
C12 C13 H13 . . 119.7 ?
C14 C13 H13 . . 119.7 ?
C9 C14 C13 . . 120.6(3) ?
C9 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C7 N1 N1 . 3_755 111.88(19) ?
C6 O1 C8 . . 118.49(17) ?
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
C1 C2 . 1.388(3) ?
C1 C6 . 1.398(3) ?
C1 C7 . 1.454(3) ?
C2 C3 . 1.370(3) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.370(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.376(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.384(3) ?
C5 H5 . 0.9300 ?
C6 O1 . 1.370(2) ?
C7 N1 . 1.266(2) ?
C7 H7 . 0.9300 ?
C8 O1 . 1.417(2) ?
C8 C9 . 1.492(3) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.368(3) ?
C9 C14 . 1.372(3) ?
C10 C11 . 1.382(4) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.362(4) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.346(4) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.373(4) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
N1 N1 3_755 1.414(3) ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 0.2(3) ?
C7 C1 C2 C3 . . . . -177.7(2) ?
C1 C2 C3 C4 . . . . 0.1(3) ?
C2 C3 C4 C5 . . . . -0.6(4) ?
C3 C4 C5 C6 . . . . 0.8(4) ?
C4 C5 C6 O1 . . . . -179.8(2) ?
C4 C5 C6 C1 . . . . -0.5(3) ?
C2 C1 C6 O1 . . . . 179.35(18) ?
C7 C1 C6 O1 . . . . -2.8(3) ?
C2 C1 C6 C5 . . . . 0.0(3) ?
C7 C1 C6 C5 . . . . 177.9(2) ?
C2 C1 C7 N1 . . . . -9.7(3) ?
C6 C1 C7 N1 . . . . 172.5(2) ?
O1 C8 C9 C10 . . . . 78.1(3) ?
O1 C8 C9 C14 . . . . -102.1(3) ?
C14 C9 C10 C11 . . . . -0.8(4) ?
C8 C9 C10 C11 . . . . 179.1(2) ?
C9 C10 C11 C12 . . . . 1.1(4) ?
C10 C11 C12 C13 . . . . -0.6(4) ?
C11 C12 C13 C14 . . . . -0.1(4) ?
C10 C9 C14 C13 . . . . 0.1(3) ?
C8 C9 C14 C13 . . . . -179.8(2) ?
C12 C13 C14 C9 . . . . 0.4(4) ?
C1 C7 N1 N1 . . . 3_755 179.20(19) ?
C5 C6 O1 C8 . . . . -12.4(3) ?
C1 C6 O1 C8 . . . . 168.4(2) ?
C9 C8 O1 C6 . . . . -170.5(2) ?
