#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:52:15 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301804 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/44/2214481.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_2214481
loop_
_publ_author_name
'Duan-Lin Cao'
'Zhi-Yong Hu'
'Jin-Qiang Xue'
'Ya-Qing Feng'
_publ_section_title
;
 trans-4-[2-(1,3-Benzoxazol-2-yl)ethenyl]benzaldehyde
;
_journal_coeditor_code           AT2332
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3428
_journal_page_last               o3428
_journal_paper_doi               10.1107/S1600536807032606
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C16 H11 N O2'
_chemical_formula_moiety         'C16 H11 N O2'
_chemical_formula_sum            'C16 H11 N O2'
_chemical_formula_weight         249.26
_chemical_name_systematic
;
trans-4-[2-(1,3-Benzoxazol-2-yl)ethenyl]benzaldehyde
;
_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
_cell_angle_alpha                79.885(6)
_cell_angle_beta                 80.766(6)
_cell_angle_gamma                68.565(7)
_cell_formula_units_Z            2
_cell_length_a                   6.509(2)
_cell_length_b                   7.404(3)
_cell_length_c                   14.005(5)
_cell_measurement_reflns_used    943
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.03
_cell_measurement_theta_min      2.97
_cell_volume                     615.1(4)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_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           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3147
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.97
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_correction_T_min  0.9806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             260
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.234
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2147
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.180
_refine_ls_R_factor_all          0.1192
_refine_ls_R_factor_gt           0.0656
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0705P)²+0.2468P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1615
_refine_ls_wR_factor_ref         0.1934
_reflns_number_gt                1248
_reflns_number_total             2147
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2332.cif
_cod_data_source_block           I
_cod_database_code               2214481
_cod_database_fobs_code          2214481
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 0.0390(4) 0.7576(4) 0.18636(16) 0.0614(7) Uani d . 1
O O2 -0.5701(6) 0.8461(5) -0.3828(2) 0.1154(12) Uani d . 1
N N1 0.4016(5) 0.6624(4) 0.13459(19) 0.0626(8) Uani d . 1
C C1 0.1516(5) 0.7422(5) 0.2649(2) 0.0531(9) Uani d . 1
C C2 0.0685(7) 0.7789(7) 0.3581(3) 0.0821(13) Uani d . 1
H H2 -0.0829 0.8178 0.3780 0.098 Uiso calc R 1
C C3 0.2213(7) 0.7550(6) 0.4211(3) 0.0776(12) Uani d . 1
H H3 0.1714 0.7775 0.4855 0.093 Uiso calc R 1
C C4 0.4451(7) 0.6987(6) 0.3918(3) 0.0671(11) Uani d . 1
H H4 0.5434 0.6837 0.4365 0.080 Uiso calc R 1
C C5 0.5254(6) 0.6646(6) 0.2974(3) 0.0656(10) Uani d . 1
H H5 0.6765 0.6277 0.2771 0.079 Uiso calc R 1
C C6 0.3727(5) 0.6870(5) 0.2331(2) 0.0503(8) Uani d . 1
C C7 0.2032(6) 0.7049(5) 0.1118(2) 0.0515(8) Uani d . 1
C C8 0.1403(6) 0.7046(5) 0.0177(2) 0.0570(9) Uani d . 1
H H8 0.2536 0.6616 -0.0316 0.068 Uiso calc R 1
C C9 -0.0657(6) 0.7607(5) -0.0037(2) 0.0542(9) Uani d . 1
H H9 -0.1763 0.7984 0.0474 0.065 Uiso calc R 1
C C10 -0.1412(5) 0.7706(4) -0.0978(2) 0.0463(8) Uani d . 1
C C11 0.0027(6) 0.7232(6) -0.1820(2) 0.0635(10) Uani d . 1
H H11 0.1551 0.6820 -0.1794 0.076 Uiso calc R 1
C C12 -0.0774(6) 0.7366(6) -0.2684(2) 0.0683(11) Uani d . 1
H H12 0.0220 0.7048 -0.3237 0.082 Uiso calc R 1
C C13 -0.3023(6) 0.7960(5) -0.2757(2) 0.0527(9) Uani d . 1
C C14 -0.4468(6) 0.8462(6) -0.1935(2) 0.0677(11) Uani d . 1
H H14 -0.5991 0.8896 -0.1969 0.081 Uiso calc R 1
C C15 -0.3668(6) 0.8325(6) -0.1066(2) 0.0657(10) Uani d . 1
H H15 -0.4671 0.8657 -0.0517 0.079 Uiso calc R 1
C C16 -0.3789(7) 0.8041(6) -0.3703(3) 0.0742(12) Uani d . 1
H H16 -0.2727 0.7748 -0.4237 0.089 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
;
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
C7 O1 C1 104.0(2) ?
C7 N1 C6 104.7(3) ?
C2 C1 C6 123.2(3) ?
C2 C1 O1 129.0(3) yes
C6 C1 O1 107.7(3) yes
C1 C2 C3 116.3(4) ?
C1 C2 H2 121.8 ?
C3 C2 H2 121.8 ?
C4 C3 C2 122.0(3) ?
C4 C3 H3 119.0 ?
C2 C3 H3 119.0 ?
C5 C4 C3 120.8(3) ?
C5 C4 H4 119.6 ?
C3 C4 H4 119.6 ?
C4 C5 C6 117.8(3) ?
C4 C5 H5 121.1 ?
C6 C5 H5 121.1 ?
C1 C6 C5 119.8(3) ?
C1 C6 N1 108.9(3) yes
C5 C6 N1 131.3(3) yes
N1 C7 O1 114.7(3) ?
N1 C7 C8 127.1(3) ?
O1 C7 C8 118.2(3) ?
C9 C8 C7 124.9(3) ?
C9 C8 H8 117.5 ?
C7 C8 H8 117.5 ?
C8 C9 C10 127.8(3) ?
C8 C9 H9 116.1 ?
C10 C9 H9 116.1 ?
C15 C10 C11 116.9(3) ?
C15 C10 C9 119.8(3) ?
C11 C10 C9 123.3(3) ?
C12 C11 C10 120.8(3) ?
C12 C11 H11 119.6 ?
C10 C11 H11 119.6 ?
C11 C12 C13 121.7(3) ?
C11 C12 H12 119.2 ?
C13 C12 H12 119.2 ?
C14 C13 C12 118.3(3) ?
C14 C13 C16 122.5(3) ?
C12 C13 C16 119.3(3) ?
C15 C14 C13 120.2(3) ?
C15 C14 H14 119.9 ?
C13 C14 H14 119.9 ?
C14 C15 C10 122.2(3) ?
C14 C15 H15 118.9 ?
C10 C15 H15 118.9 ?
O2 C16 C13 124.1(4) ?
O2 C16 H16 118.0 ?
C13 C16 H16 118.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 1.365(4) ?
O1 C1 1.383(4) ?
O2 C16 1.202(4) ?
N1 C7 1.292(4) ?
N1 C6 1.397(4) ?
C1 C2 1.365(5) ?
C1 C6 1.365(4) ?
C2 C3 1.377(5) ?
C2 H2 0.9300 ?
C3 C4 1.375(5) ?
C3 H3 0.9300 ?
C4 C5 1.372(5) ?
C4 H4 0.9300 ?
C5 C6 1.393(4) ?
C5 H5 0.9300 ?
C7 C8 1.442(4) yes
C8 C9 1.318(5) ?
C8 H8 0.9300 ?
C9 C10 1.461(4) yes
C9 H9 0.9300 ?
C10 C15 1.389(5) ?
C10 C11 1.393(4) ?
C11 C12 1.367(5) ?
C11 H11 0.9300 ?
C12 C13 1.381(5) ?
C12 H12 0.9300 ?
C13 C14 1.377(5) ?
C13 C16 1.473(5) ?
C14 C15 1.373(5) ?
C14 H14 0.9300 ?
C15 H15 0.9300 ?
C16 H16 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
_geom_torsion_publ_flag
C7 O1 C1 C2 179.6(4) ?
C7 O1 C1 C6 1.5(3) ?
C6 C1 C2 C3 -0.8(6) ?
O1 C1 C2 C3 -178.6(4) ?
C1 C2 C3 C4 0.5(6) ?
C2 C3 C4 C5 0.2(6) ?
C3 C4 C5 C6 -0.6(6) ?
C2 C1 C6 C5 0.4(6) ?
O1 C1 C6 C5 178.6(3) ?
C2 C1 C6 N1 -179.7(4) ?
O1 C1 C6 N1 -1.5(4) ?
C4 C5 C6 C1 0.3(5) ?
C4 C5 C6 N1 -179.6(3) ?
C7 N1 C6 C1 0.8(4) ?
C7 N1 C6 C5 -179.3(4) ?
C6 N1 C7 O1 0.2(4) ?
C6 N1 C7 C8 179.3(3) ?
C1 O1 C7 N1 -1.1(4) ?
C1 O1 C7 C8 179.7(3) ?
N1 C7 C8 C9 -175.6(3) ?
O1 C7 C8 C9 3.5(5) ?
C7 C8 C9 C10 177.7(3) yes
C8 C9 C10 C15 179.5(3) ?
C8 C9 C10 C11 -1.4(5) ?
C15 C10 C11 C12 -0.4(5) ?
C9 C10 C11 C12 -179.5(3) ?
C10 C11 C12 C13 -0.4(6) ?
C11 C12 C13 C14 1.3(6) ?
C11 C12 C13 C16 -178.9(4) ?
C12 C13 C14 C15 -1.5(6) ?
C16 C13 C14 C15 178.7(4) ?
C13 C14 C15 C10 0.7(6) ?
C11 C10 C15 C14 0.3(5) ?
C9 C10 C15 C14 179.4(3) ?
C14 C13 C16 O2 -3.4(7) ?
C12 C13 C16 O2 176.8(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655279
2 PubChem 18936576
