#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/59/2205993.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_2205993
loop_
_publ_author_name
'Ocak Ískeleli, Nazan'
'Kazak, Canan'
'Kırılmış, Cumhur'
'Koca, Murat'
_publ_section_title
;
 2-Acetyl-3-(benzoylamino)-1-benzofuran
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1571
_journal_page_last               o1573
_journal_paper_doi               10.1107/S1600536805013073
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C17 H13 N O3'
_chemical_formula_moiety         'C17 H13 N O3'
_chemical_formula_sum            'C17 H13 N O3'
_chemical_formula_weight         279.28
_chemical_name_systematic
;
2-Acetyl-3-(benzoylamino)-1-benzofuran
;
_space_group_IT_number           14
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 97.032(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9283(12)
_cell_length_b                   7.4852(12)
_cell_length_c                   20.273(3)
_cell_measurement_reflns_used    7057
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.85
_cell_measurement_theta_min      2.02
_cell_volume                     1344.7(3)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        X-RED32
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Stoe IPDS-2'
_diffrn_measurement_method       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  0.1411
_diffrn_reflns_av_sigmaI/netI    0.1436
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7795
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        'not measured'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9939
_exptl_absorpt_correction_T_min  0.9532
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.343
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.293
_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
_refine_ls_goodness_of_fit_ref   0.835
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2615
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.835
_refine_ls_R_factor_all          0.1803
_refine_ls_R_factor_gt           0.0728
_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)+(0.0791P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1572
_refine_ls_wR_factor_ref         0.1954
_reflns_number_gt                964
_reflns_number_total             2615
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jh6004.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (13 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (13 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2205993
_cod_database_fobs_code          2205993
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_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_type_symbol
C1 0.3567(6) 0.3758(6) 0.40667(19) 0.0650(12) Uani d . 1 C
C2 0.3090(7) 0.4302(6) 0.3406(2) 0.0827(15) Uani d . 1 C
H2 0.2205 0.4936 0.3282 0.099 Uiso calc R 1 H
C3 0.4075(7) 0.3796(7) 0.2964(2) 0.0898(17) Uani d . 1 C
H3 0.3852 0.4132 0.2521 0.108 Uiso calc R 1 H
C4 0.5338(7) 0.2843(7) 0.3141(2) 0.0860(16) Uani d . 1 C
H4 0.5925 0.2508 0.2813 0.103 Uiso calc R 1 H
C5 0.5805(6) 0.2336(6) 0.38013(19) 0.0714(13) Uani d . 1 C
H5 0.6691 0.1697 0.3920 0.086 Uiso calc R 1 H
C6 0.4861(5) 0.2847(6) 0.42700(17) 0.0620(12) Uani d . 1 C
C7 0.4824(5) 0.2553(5) 0.49818(18) 0.0603(11) Uani d . 1 C
C8 0.3517(5) 0.3264(6) 0.51268(18) 0.0631(11) Uani d . 1 C
C9 0.2817(6) 0.3266(6) 0.5743(2) 0.0694(12) Uani d . 1 C
C10 0.1326(5) 0.4068(7) 0.5752(2) 0.0846(15) Uani d . 1 C
H10A 0.1020 0.3945 0.6187 0.127 Uiso calc R 1 H
H10B 0.0610 0.3474 0.5433 0.127 Uiso calc R 1 H
H10C 0.1368 0.5312 0.5640 0.127 Uiso calc R 1 H
C11 0.7248(6) 0.1290(6) 0.5454(2) 0.0687(12) Uani d . 1 C
C12 0.8068(5) 0.0512(6) 0.60972(19) 0.0632(12) Uani d . 1 C
C13 0.9417(6) -0.0347(6) 0.6083(2) 0.0791(14) Uani d . 1 C
H13 0.9832 -0.0426 0.5684 0.095 Uiso calc R 1 H
C14 1.0165(6) -0.1089(8) 0.6647(3) 0.0934(16) Uani d . 1 C
H14 1.1101 -0.1626 0.6635 0.112 Uiso calc R 1 H
C15 0.9529(6) -0.1039(7) 0.7228(2) 0.0850(15) Uani d . 1 C
H15 1.0012 -0.1601 0.7604 0.102 Uiso calc R 1 H
C16 0.8208(6) -0.0181(7) 0.7259(2) 0.0804(15) Uani d . 1 C
H16 0.7811 -0.0110 0.7662 0.097 Uiso calc R 1 H
C17 0.7441(6) 0.0594(6) 0.6695(2) 0.0716(13) Uani d . 1 C
H17 0.6520 0.1160 0.6714 0.086 Uiso calc R 1 H
N1 0.5810(4) 0.1738(5) 0.54640(14) 0.0627(10) Uani d . 1 N
H1 0.5442 0.1480 0.5825 0.075 Uiso calc R 1 H
O1 0.2679(3) 0.4062(4) 0.45681(12) 0.0698(9) Uani d . 1 O
O2 0.3532(4) 0.2526(4) 0.62297(13) 0.0832(11) Uani d . 1 O
O3 0.7954(4) 0.1508(5) 0.49755(14) 0.0961(12) Uani d . 1 O
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
C6 C1 O1 113.7(4)
C6 C1 C2 125.2(4)
O1 C1 C2 121.0(5)
C3 C2 C1 113.1(5)
C3 C2 H2 123.4
C1 C2 H2 123.4
C4 C3 C2 123.5(4)
C4 C3 H3 118.3
C2 C3 H3 118.3
C3 C4 C5 122.6(5)
C3 C4 H4 118.7
C5 C4 H4 118.7
C6 C5 C4 116.1(5)
C6 C5 H5 122.0
C4 C5 H5 122.0
C1 C6 C5 119.4(4)
C1 C6 C7 104.7(4)
C5 C6 C7 135.8(5)
C8 C7 N1 121.1(3)
C8 C7 C6 106.3(4)
N1 C7 C6 132.6(4)
C7 C8 O1 112.4(3)
C7 C8 C9 131.2(4)
O1 C8 C9 116.4(4)
O2 C9 C10 123.8(4)
O2 C9 C8 116.5(4)
C10 C9 C8 119.7(4)
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
O3 C11 N1 124.5(4)
O3 C11 C12 119.0(4)
N1 C11 C12 116.5(4)
C13 C12 C17 119.1(4)
C13 C12 C11 119.4(4)
C17 C12 C11 121.5(4)
C12 C13 C14 120.8(4)
C12 C13 H13 119.6
C14 C13 H13 119.6
C15 C14 C13 119.8(5)
C15 C14 H14 120.1
C13 C14 H14 120.1
C16 C15 C14 120.7(5)
C16 C15 H15 119.7
C14 C15 H15 119.7
C15 C16 C17 120.3(4)
C15 C16 H16 119.8
C17 C16 H16 119.8
C16 C17 C12 119.2(4)
C16 C17 H17 120.4
C12 C17 H17 120.4
C11 N1 C7 129.5(4)
C11 N1 H1 115.2
C7 N1 H1 115.2
C1 O1 C8 103.0(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 1.361(6) y
C1 O1 1.382(5) y
C1 C2 1.415(6) y
C2 C3 1.383(7) y
C2 H2 0.9300 ?
C3 C4 1.346(7) y
C3 H3 0.9300 ?
C4 C5 1.405(6) y
C4 H4 0.9300 ?
C5 C6 1.399(6) y
C5 H5 0.9300 ?
C6 C7 1.464(5) y
C7 C8 1.347(6) y
C7 N1 1.376(5) y
C8 O1 1.412(5) y
C8 C9 1.464(6) ?
C9 O2 1.239(5) y
C9 C10 1.462(6) ?
C10 H10A 0.9600 ?
C10 H10B 0.9600 ?
C10 H10C 0.9600 ?
C11 O3 1.232(5) y
C11 N1 1.330(5) ?
C11 C12 1.530(6) ?
C12 C13 1.369(6) ?
C12 C17 1.397(5) ?
C13 C14 1.370(6) ?
C13 H13 0.9300 ?
C14 C15 1.368(7) ?
C14 H14 0.9300 ?
C15 C16 1.352(6) ?
C15 H15 0.9300 ?
C16 C17 1.387(6) ?
C16 H16 0.9300 ?
C17 H17 0.9300 ?
N1 H1 0.8600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O2 0.86 2.13 2.768(5) 131
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
C6 C1 C2 C3 0.8(7)
O1 C1 C2 C3 -176.3(4)
C1 C2 C3 C4 1.6(7)
C2 C3 C4 C5 -2.7(8)
C3 C4 C5 C6 1.3(7)
O1 C1 C6 C5 175.3(4)
C2 C1 C6 C5 -2.0(7)
O1 C1 C6 C7 -1.0(5)
C2 C1 C6 C7 -178.3(4)
C4 C5 C6 C1 1.0(6)
C4 C5 C6 C7 175.8(5)
C1 C6 C7 C8 1.5(5)
C5 C6 C7 C8 -173.9(5)
C1 C6 C7 N1 -179.1(4)
C5 C6 C7 N1 5.6(8)
N1 C7 C8 O1 179.0(3)
C6 C7 C8 O1 -1.5(5)
N1 C7 C8 C9 -4.3(8)
C6 C7 C8 C9 175.2(5)
C7 C8 C9 O2 1.6(8)
O1 C8 C9 O2 178.2(4)
C7 C8 C9 C10 -176.6(5)
O1 C8 C9 C10 0.1(6)
O3 C11 C12 C13 -16.9(6)
N1 C11 C12 C13 165.2(4)
O3 C11 C12 C17 165.8(5)
N1 C11 C12 C17 -12.2(6)
C17 C12 C13 C14 -1.3(7)
C11 C12 C13 C14 -178.7(4)
C12 C13 C14 C15 2.7(8)
C13 C14 C15 C16 -3.5(8)
C14 C15 C16 C17 2.9(8)
C15 C16 C17 C12 -1.5(7)
C13 C12 C17 C16 0.7(7)
C11 C12 C17 C16 178.0(4)
O3 C11 N1 C7 -2.1(8)
C12 C11 N1 C7 175.8(4)
C8 C7 N1 C11 -165.0(5)
C6 C7 N1 C11 15.6(8)
C6 C1 O1 C8 0.2(5)
C2 C1 O1 C8 177.6(4)
C7 C8 O1 C1 0.9(5)
C9 C8 O1 C1 -176.4(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21129428
