#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/64/2006470.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_2006470
loop_
_publ_author_name
'M. Paz Martinez-Alcazar'
'Isabel Fonseca'
'Felix H. Cano'
'J. Gonzalo Rodriguez'
'Anahi Urrutia'
_publ_section_title
;
 3-Benzoyl-2-methylindole
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1345
_journal_page_last               1347
_journal_paper_doi               10.1107/S0108270197005180
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C16 H13 N O'
_chemical_formula_weight         235.27
_chemical_melting_point          .354E-305
_chemical_name_systematic
;
 3-benzoyl-2-methylindole
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 106.310(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.822(3)
_cell_length_b                   7.6670(10)
_cell_length_c                   14.6970(10)
_cell_measurement_reflns_used    60
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      35
_cell_measurement_theta_min      6
_cell_volume                     2468.1(5)
_computing_cell_refinement       'LSUCREB (Appleman, 1971)'
_computing_data_collection       'Seifert XRD 3000S'
_computing_data_reduction        'XRAY80 (Stewart, Kundel & Baldwin, 1980)'
_computing_molecular_graphics    'XTAL3.0 (Hall & Stewart, 1990)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'MULTAN80 (Main et al., 1980)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Seifert XRD 3000S'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0108
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1965
_diffrn_reflns_theta_max         64.85
_diffrn_reflns_theta_min         4.04
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  90
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.624
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.425
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.130
_refine_ls_goodness_of_fit_obs   1.203
_refine_ls_hydrogen_treatment    'H atoms: riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1965
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_restrained_S_obs      1.203
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_obs          .0644
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1059P)²+0.4338P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1547
_refine_ls_wR_factor_obs         .1503
_reflns_number_observed          1660
_reflns_number_total             1965
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            fg1244.cif
_cod_data_source_block           b2o3
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2006470
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N1 .76425(7) .0340(2) .69921(11) .0456(4) Uani d . 1 . N
H1 .75616 .0333 .63843 .055 Uiso calc R 1 . H
C2 .72191(8) .0210(2) .74814(12) .0392(4) Uani d . 1 . C
C3 .75184(8) .0257(2) .84531(12) .0369(4) Uani d . 1 . C
C4 .81656(8) .0430(2) .85363(13) .0385(4) Uani d . 1 . C
C5 .86890(8) .0604(3) .92956(14) .0507(5) Uani d . 1 . C
H5 .86667 .0571 .99175 .061 Uiso calc R 1 . H
C6 .92442(9) .0827(3) .9099(2) .0627(6) Uani d . 1 . C
H6 .95961 .0965 .9599 .075 Uiso calc R 1 . H
C7 .92884(10) .0851(3) .8180(2) .0647(6) Uani d . 1 . C
H7 .96696 .0981 .8075 .078 Uiso calc R 1 . H
C8 .87805(10) .0686(3) .7419(2) .0561(6) Uani d . 1 . C
H8 .88089 .0707 .6800 .067 Uiso calc R 1 . H
C9 .82214(9) .0487(2) .76114(13) .0424(5) Uani d . 1 . C
C10 .72769(8) .0051(2) .92488(13) .0398(4) Uani d . 1 . C
O11 .76218(6) -.0201(2) 1.00529(10) .0586(4) Uani d . 1 . O
C12 .66043(8) .0114(2) .91364(13) .0421(5) Uani d . 1 . C
C13 .62522(9) .1517(3) .8710(2) .0589(6) Uani d . 1 . C
H13 .64310 .2437 .8472 .071 Uiso calc R 1 . H
C14 .56343(11) .1555(4) .8635(2) .0780(8) Uani d . 1 . C
H14 .53980 .2502 .8352 .094 Uiso calc R 1 . H
C15 .53692(11) .0180(4) .8983(2) .0839(9) Uani d . 1 . C
H15 .49527 .0193 .8924 .101 Uiso calc R 1 . H
C16 .57199(10) -.1205(4) .9416(2) .0725(7) Uani d . 1 . C
H16 .55395 -.2124 .9650 .087 Uiso calc R 1 . H
C17 .63383(9) -.1242(3) .95057(14) .0528(5) Uani d . 1 . C
H17 .65756 -.2170 .98119 .063 Uiso calc R 1 . H
C18 .65666(9) .0035(3) .69231(14) .0528(5) Uani d . 1 . C
H18A .6389 .1173 .6782 .079 Uiso calc R 1 . H
H18B .6349 -.0609 .7285 .079 Uiso calc R 1 . H
H18C .65418 -.0572 .6342 .079 Uiso calc R 1 . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
C2 N1 C9 110.3(2) no
N1 C2 C3 108.8(2) no
N1 C2 C18 117.6(2) no
C3 C2 C18 133.6(2) no
C2 C3 C10 129.8(2) no
C2 C3 C4 106.35(15) no
C10 C3 C4 123.7(2) no
C5 C4 C9 118.9(2) no
C5 C4 C3 134.3(2) no
C9 C4 C3 106.75(15) no
C6 C5 C4 118.2(2) no
C7 C6 C5 121.8(2) no
C8 C7 C6 121.2(2) no
C7 C8 C9 117.2(2) no
N1 C9 C8 129.5(2) no
N1 C9 C4 107.8(2) no
C8 C9 C4 122.7(2) no
O11 C10 C3 120.6(2) no
O11 C10 C12 117.9(2) no
C3 C10 C12 121.5(2) no
C13 C12 C17 119.8(2) no
C13 C12 C10 121.4(2) no
C17 C12 C10 118.7(2) no
C12 C13 C14 120.1(2) no
C15 C14 C13 119.8(2) no
C16 C15 C14 120.1(2) no
C15 C16 C17 120.5(2) no
C16 C17 C12 119.6(2) no
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 C2 . 1.361(2) no
N1 C9 . 1.382(3) no
C2 C3 . 1.400(3) no
C2 C18 . 1.491(3) no
C3 C10 . 1.435(3) no
C3 C4 . 1.453(2) no
C4 C5 . 1.393(3) no
C4 C9 . 1.401(3) no
C5 C6 . 1.387(3) no
C6 C7 . 1.384(4) no
C7 C8 . 1.372(3) no
C8 C9 . 1.391(3) no
C10 O11 . 1.237(2) no
C10 C12 . 1.498(2) no
C12 C13 . 1.384(3) no
C12 C17 . 1.388(3) no
C13 C14 . 1.384(3) no
C14 C15 . 1.383(4) no
C15 C16 . 1.373(4) no
C16 C17 . 1.380(3) no
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
C9 N1 C2 C3 -0.4(2) no
C9 N1 C2 C18 -179.8(2) no
N1 C2 C3 C10 -175.5(2) ?
C18 C2 C3 C10 3.8(3) ?
N1 C2 C3 C4 0.1(2) no
C18 C2 C3 C4 179.3(2) ?
C2 C3 C4 C5 177.4(2) no
C10 C3 C4 C5 -6.7(3) ?
C2 C3 C4 C9 0.3(2) no
C10 C3 C4 C9 176.2(2) ?
C9 C4 C5 C6 0.0(3) no
C3 C4 C5 C6 -176.8(2) no
C4 C5 C6 C7 -1.1(3) no
C5 C6 C7 C8 1.3(4) no
C6 C7 C8 C9 -0.3(3) no
C2 N1 C9 C8 -178.4(2) no
C2 N1 C9 C4 0.6(2) no
C7 C8 C9 N1 178.1(2) no
C7 C8 C9 C4 -0.8(3) no
C5 C4 C9 N1 -178.2(2) no
C3 C4 C9 N1 -0.6(2) no
C5 C4 C9 C8 0.9(3) no
C3 C4 C9 C8 178.6(2) no
C2 C3 C10 O11 166.0(2) ?
C4 C3 C10 O11 -8.8(3) no
C2 C3 C10 C12 -13.3(3) no
C4 C3 C10 C12 171.8(2) ?
O11 C10 C12 C13 126.0(2) no
C3 C10 C12 C13 -54.6(2) ?
O11 C10 C12 C17 -51.4(2) ?
C3 C10 C12 C17 128.0(2) ?
C17 C12 C13 C14 -1.2(3) no
C10 C12 C13 C14 -178.5(2) ?
C12 C13 C14 C15 -0.4(4) no
C13 C14 C15 C16 1.1(4) no
C14 C15 C16 C17 -0.2(4) no
C15 C16 C17 C12 -1.4(3) no
C13 C12 C17 C16 2.1(3) no
C10 C12 C17 C16 179.6(2) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 535778
