#------------------------------------------------------------------------------
#$Date: 2019-06-20 15:16:55 +0300 (Thu, 20 Jun 2019) $
#$Revision: 216318 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/17/1551706.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1551706
loop_
_publ_author_name
'BELHOUCHET, Mohamed'
'YOUSSEF, Chiraz'
'BEN AMMAR, Hamed'
'BEN SALEM, Ridha'
'MHIRI, Tahar'
_publ_section_title
;
 Synthesis and Crystal Structure of a Benzoxazole Derivative:
 (E)-2-(6-Methylbenzoxazol-2-yl)-3-phenylacrylonitrile
;
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              3
_journal_paper_doi               10.2116/xraystruct.28.3
_journal_volume                  28
_journal_year                    2012
_chemical_formula_sum            'C17 H12 N2 O'
_chemical_formula_weight         260.29
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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
_audit_update_record
;
2009-09-28 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.761(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.0508(8)
_cell_length_b                   12.0159(10)
_cell_length_c                   10.0074(9)
_cell_measurement_reflns_used    4986
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      33.2
_cell_measurement_theta_min      2.5
_cell_volume                     1324.25(19)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 software (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_publication_material  'pulbCIF (Westrip, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II area-detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15413
_diffrn_reflns_theta_full        33.16
_diffrn_reflns_theta_max         33.16
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         4986
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0521
_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)+(0.0917P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1718
_reflns_number_gt                2755
_reflns_number_total             4986
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            28_3_1.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/andrius/struct/COD-crude-data/automatic-downloads/current/J-STAGE/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 6524 2018-11-02 12:15:13Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1551706
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_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.85133(8) 0.19245(7) 0.28458(9) 0.0449(2) Uani 1 1 d .
N1 N 0.87270(9) 0.37927(8) 0.28429(11) 0.0443(3) Uani 1 1 d .
N2 N 0.69361(13) 0.49473(10) 0.51621(16) 0.0725(4) Uani 1 1 d .
C1 C 1.03501(11) 0.38307(11) 0.11928(13) 0.0482(3) Uani 1 1 d .
H1 H 1.0451 0.4599 0.1195 0.058 Uiso 1 1 calc R
C2 C 0.95261(10) 0.33262(10) 0.19797(12) 0.0412(3) Uani 1 1 d .
C3 C 0.93985(11) 0.21847(10) 0.19788(12) 0.0417(3) Uani 1 1 d .
C4 C 1.00465(13) 0.14807(12) 0.12383(14) 0.0519(3) Uani 1 1 d .
H4 H 0.9951 0.0712 0.1262 0.062 Uiso 1 1 calc R
C5 C 1.08658(12) 0.19990(12) 0.04400(14) 0.0524(3) Uani 1 1 d .
H5 H 1.1326 0.1556 -0.0087 0.063 Uiso 1 1 calc R
C6 C 1.10199(12) 0.31497(12) 0.04021(13) 0.0498(3) Uani 1 1 d .
C7 C 1.19071(14) 0.36595(15) -0.04793(16) 0.0670(4) Uani 1 1 d .
H7A H 1.2293 0.3082 -0.0953 0.101 Uiso 1 1 calc R
H7B H 1.2510 0.4069 0.0063 0.101 Uiso 1 1 calc R
H7C H 1.1484 0.4153 -0.1112 0.101 Uiso 1 1 calc R
C8 C 0.81825(11) 0.29421(9) 0.33073(12) 0.0403(3) Uani 1 1 d .
C9 C 0.72654(11) 0.29774(9) 0.42650(12) 0.0409(3) Uani 1 1 d .
C10 C 0.70609(12) 0.40782(11) 0.47628(14) 0.0494(3) Uani 1 1 d .
C11 C 0.66960(11) 0.20629(10) 0.46903(13) 0.0430(3) Uani 1 1 d .
H11 H 0.6933 0.1393 0.4327 0.052 Uiso 1 1 calc R
C12 C 0.57657(11) 0.19760(10) 0.56344(12) 0.0414(3) Uani 1 1 d .
C13 C 0.56007(13) 0.09486(11) 0.62495(14) 0.0505(3) Uani 1 1 d .
H13 H 0.6079 0.0346 0.6043 0.061 Uiso 1 1 calc R
C14 C 0.47402(14) 0.08159(12) 0.71580(15) 0.0565(4) Uani 1 1 d .
H14 H 0.4649 0.0129 0.7565 0.068 Uiso 1 1 calc R
C15 C 0.40134(13) 0.16988(13) 0.74659(14) 0.0551(3) Uani 1 1 d .
H15 H 0.3438 0.1612 0.8085 0.066 Uiso 1 1 calc R
C16 C 0.41496(12) 0.27127(12) 0.68454(14) 0.0523(3) Uani 1 1 d .
H16 H 0.3654 0.3307 0.7041 0.063 Uiso 1 1 calc R
C17 C 0.50052(12) 0.28540(11) 0.59452(14) 0.0468(3) Uani 1 1 d .
H17 H 0.5082 0.3542 0.5535 0.056 Uiso 1 1 calc R
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
C8 O1 C3 103.32(9)
C8 N1 C2 103.96(10)
C2 C1 C6 117.97(12)
C2 C1 H1 121.0
C6 C1 H1 121.0
C3 C2 C1 120.32(11)
C3 C2 N1 109.17(10)
C1 C2 N1 130.51(11)
C4 C3 C2 123.93(12)
C4 C3 O1 128.65(12)
C2 C3 O1 107.42(10)
C3 C4 C5 115.24(13)
C3 C4 H4 122.4
C5 C4 H4 122.4
C6 C5 C4 122.83(12)
C6 C5 H5 118.6
C4 C5 H5 118.6
C1 C6 C5 119.69(12)
C1 C6 C7 119.82(13)
C5 C6 C7 120.50(13)
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
N1 C8 O1 116.13(11)
N1 C8 C9 125.85(10)
O1 C8 C9 118.02(10)
C11 C9 C10 123.22(11)
C11 C9 C8 123.53(11)
C10 C9 C8 113.19(10)
N2 C10 C9 177.97(15)
C9 C11 C12 129.36(11)
C9 C11 H11 115.3
C12 C11 H11 115.3
C13 C12 C17 117.72(11)
C13 C12 C11 118.27(11)
C17 C12 C11 124.00(11)
C14 C13 C12 120.98(13)
C14 C13 H13 119.5
C12 C13 H13 119.5
C13 C14 C15 120.29(13)
C13 C14 H14 119.9
C15 C14 H14 119.9
C14 C15 C16 119.35(13)
C14 C15 H15 120.3
C16 C15 H15 120.3
C17 C16 C15 120.79(13)
C17 C16 H16 119.6
C15 C16 H16 119.6
C16 C17 C12 120.84(12)
C16 C17 H17 119.6
C12 C17 H17 119.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 1.3675(14) oui
O1 C3 1.3958(14) oui
N1 C8 1.2919(15) oui
N1 C2 1.4025(14) oui
N2 C10 1.1307(16) ?
C1 C2 1.3913(17) ?
C1 C6 1.3932(18) ?
C1 H1 0.9300 ?
C2 C3 1.3788(18) ?
C3 C4 1.3659(17) ?
C4 C5 1.4021(19) ?
C4 H4 0.9300 ?
C5 C6 1.394(2) ?
C5 H5 0.9300 ?
C6 C7 1.5027(18) ?
C7 H7A 0.9600 ?
C7 H7B 0.9600 ?
C7 H7C 0.9600 ?
C8 C9 1.4522(17) ?
C9 C11 1.3523(17) ?
C9 C10 1.4379(17) ?
C11 C12 1.4567(16) ?
C11 H11 0.9300 ?
C12 C13 1.3982(18) ?
C12 C17 1.3998(17) ?
C13 C14 1.378(2) ?
C13 H13 0.9300 ?
C14 C15 1.381(2) ?
C14 H14 0.9300 ?
C15 C16 1.381(2) ?
C15 H15 0.9300 ?
C16 C17 1.3696(17) ?
C16 H16 0.9300 ?
C17 H17 0.9300 ?
