#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/08/2200824.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_2200824
loop_
_publ_author_name
'Jovanovic, Jovan'
'Schürmann, Markus'
'Preut, Hans'
'Spiteller, Michael'
_publ_section_title
;
 2-(2',3'-Dihydro-1'H-inden1'-yl)-1H-indene
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o33
_journal_page_last               o34
_journal_paper_doi               10.1107/S1600536801021080
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          'C18 H16'
_chemical_formula_moiety         'C18 H16'
_chemical_formula_sum            'C18 H16'
_chemical_formula_weight         232.31
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   20.2837(8)
_cell_length_b                   42.098(2)
_cell_length_c                   6.1644(2)
_cell_measurement_reflns_used    10913
_cell_measurement_temperature    293.0(10)
_cell_measurement_theta_max      25.34
_cell_measurement_theta_min      3.49
_cell_volume                     5263.8(4)
_computing_cell_refinement
;
DENZO and SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction
;
DENZO and SCALEPACK
;
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material
;
SHELXL97, PARST95 (Nardelli, 1995) and PLATON (Spek, 2001)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293.0(10)
_diffrn_detector_area_resol_mean '10 vertical, 18 horizontal'
_diffrn_measured_fraction_theta_full .966
_diffrn_measured_fraction_theta_max .966
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method
;
319 frames via ω-rotation (Δω=1°) with 3 sets at
different κ-angles and two times 150 s per frame
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .041
_diffrn_reflns_av_sigmaI/netI    .1042
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_k_min       -50
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            10913
_diffrn_reflns_theta_full        25.34
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_min         3.49
_diffrn_standards_decay_%        0
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    .066
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          .50
_exptl_crystal_size_mid          .05
_exptl_crystal_size_min          .02
_refine_diff_density_max         .100
_refine_diff_density_min         -.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .815
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1285
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      .815
_refine_ls_R_factor_all          .1275
_refine_ls_R_factor_gt           .0358
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0275P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          .0658
_refine_ls_wR_factor_ref         .0764
_reflns_number_gt                565
_reflns_number_total             1285
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6094.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               2200824
_cod_database_fobs_code          2200824
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 .3605(2) .13592(11) -.2578(7) .1197(15) Uani d . 1 . . C
H1A .3488 .1336 -.4096 .144 Uiso calc R 1 . . H
H1B .4039 .1455 -.2482 .144 Uiso calc R 1 . . H
C2 .35917(18) .10474(10) -.1460(7) .1097(14) Uani d . 1 . . C
H2A .4038 .0973 -.1208 .132 Uiso calc R 1 . . H
H2B .3363 .0892 -.2343 .132 Uiso calc R 1 . . H
C3 .32261(16) .10933(9) .0740(6) .0755(10) Uani d . 1 . . C
H3A .3555 .1111 .1898 .091 Uiso calc R 1 . . H
C4 .29031(17) .14105(9) .0450(6) .0687(10) Uani d . 1 . . C
C5 .24549(19) .15543(10) .1801(7) .0983(13) Uani d . 1 . . C
H5A .2319 .1453 .3066 .118 Uiso calc R 1 . . H
C6 .2208(2) .18492(13) .1270(11) .1176(18) Uani d . 1 . . C
H6A .1910 .1949 .2191 .141 Uiso calc R 1 . . H
C7 .2401(3) .19964(11) -.0613(14) .129(2) Uani d . 1 . . C
H7A .2229 .2193 -.0995 .155 Uiso calc R 1 . . H
C8 .2850(3) .18486(13) -.1912(9) .1163(17) Uani d . 1 . . C
H8A .2987 .1949 -.3179 .140 Uiso calc R 1 . . H
C9 .31012(19) .15584(11) -.1401(7) .0806(11) Uani d . 1 . . C
C11 .21865(17) .07384(8) -.0097(5) .0766(11) Uani d . 1 . . C
H11A .2331 .0671 -.1524 .092 Uiso calc R 1 . . H
H11B .1882 .0914 -.0258 .092 Uiso calc R 1 . . H
C12 .27638(16) .08309(8) .1289(6) .0667(10) Uani d . 1 . . C
C13 .27698(17) .06421(8) .3037(6) .0717(10) Uani d . 1 . . C
H13A .3082 .0654 .4140 .086 Uiso calc R 1 . . H
C14 .22312(18) .04180(8) .2995(6) .0642(9) Uani d . 1 . . C
C15 .2060(2) .01784(10) .4429(6) .0830(11) Uani d . 1 . . C
H15A .2299 .0146 .5697 .100 Uiso calc R 1 . . H
C16 .1529(3) -.00105(10) .3929(8) .1007(15) Uani d . 1 . . C
H16A .1413 -.0175 .4864 .121 Uiso calc R 1 . . H
C17 .1168(2) .00378(11) .2090(11) .1064(15) Uani d . 1 . . C
H17A .0808 -.0092 .1792 .128 Uiso calc R 1 . . H
C18 .1334(2) .02803(10) .0660(7) .0911(12) Uani d . 1 . . C
H18 .1086 .0315 -.0586 .109 Uiso calc R 1 . . H
C19 .18719(19) .04683(8) .1118(6) .0712(10) Uani d . 1 . . C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 '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
C2 C1 C9 104.9(3)
C2 C1 H1A 110.8
C9 C1 H1A 110.8
C2 C1 H1B 110.8
C9 C1 H1B 110.8
H1A C1 H1B 108.8
C1 C2 C3 107.7(3)
C1 C2 H2A 110.2
C3 C2 H2A 110.2
C1 C2 H2B 110.2
C3 C2 H2B 110.2
H2A C2 H2B 108.5
C12 C3 C4 114.4(3)
C12 C3 C2 113.9(3)
C4 C3 C2 102.4(3)
C12 C3 H3A 108.6
C4 C3 H3A 108.6
C2 C3 H3A 108.6
C9 C4 C5 120.1(4)
C9 C4 C3 112.3(3)
C5 C4 C3 127.6(4)
C4 C5 C6 119.6(4)
C4 C5 H5A 120.2
C6 C5 H5A 120.2
C7 C6 C5 120.3(5)
C7 C6 H6A 119.9
C5 C6 H6A 119.9
C8 C7 C6 118.8(5)
C8 C7 H7A 120.6
C6 C7 H7A 120.6
C7 C8 C9 121.6(5)
C7 C8 H8A 119.2
C9 C8 H8A 119.2
C4 C9 C8 119.6(4)
C4 C9 C1 110.4(4)
C8 C9 C1 129.9(5)
C12 C11 C19 104.1(3)
C12 C11 H11A 110.9
C19 C11 H11A 110.9
C12 C11 H11B 110.9
C19 C11 H11B 110.9
H11A C11 H11B 109.0
C13 C12 C3 128.2(3)
C13 C12 C11 108.1(3)
C3 C12 C11 123.7(3)
C12 C13 C14 111.5(3)
C12 C13 H13A 124.2
C14 C13 H13A 124.2
C19 C14 C15 120.9(4)
C19 C14 C13 108.3(3)
C15 C14 C13 130.8(4)
C16 C15 C14 118.3(4)
C16 C15 H15A 120.8
C14 C15 H15A 120.8
C17 C16 C15 121.4(4)
C17 C16 H16A 119.3
C15 C16 H16A 119.3
C16 C17 C18 120.4(4)
C16 C17 H17A 119.8
C18 C17 H17A 119.8
C19 C18 C17 119.0(4)
C19 C18 H18 120.5
C17 C18 H18 120.5
C18 C19 C14 120.0(4)
C18 C19 C11 132.0(4)
C14 C19 C11 108.0(3)
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 . 1.483(5) ?
C1 C9 . 1.507(5) ?
C1 H1A . .9700 ?
C1 H1B . .9700 ?
C2 C3 . 1.558(5) ?
C2 H2A . .9700 ?
C2 H2B . .9700 ?
C3 C12 . 1.488(4) ?
C3 C4 . 1.498(4) ?
C3 H3A . .9800 ?
C4 C9 . 1.361(4) ?
C4 C5 . 1.374(4) ?
C5 C6 . 1.378(5) ?
C5 H5A . .9300 ?
C6 C7 . 1.373(7) ?
C6 H6A . .9300 ?
C7 C8 . 1.362(7) ?
C7 H7A . .9300 ?
C8 C9 . 1.361(5) ?
C8 H8A . .9300 ?
C11 C12 . 1.501(4) ?
C11 C19 . 1.503(4) ?
C11 H11A . .9700 ?
C11 H11B . .9700 ?
C12 C13 . 1.339(4) ?
C13 C14 . 1.444(4) ?
C13 H13A . .9300 ?
C14 C19 . 1.384(4) ?
C14 C15 . 1.385(4) ?
C15 C16 . 1.374(5) ?
C15 H15A . .9300 ?
C16 C17 . 1.365(5) ?
C16 H16A . .9300 ?
C17 C18 . 1.390(6) ?
C17 H17A . .9300 ?
C18 C19 . 1.378(5) ?
C18 H18 . .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
C9 C1 C2 C3 -15.3(4)
C1 C2 C3 C12 138.4(4)
C1 C2 C3 C4 14.3(4)
C12 C3 C4 C9 -131.6(3)
C2 C3 C4 C9 -7.8(4)
C12 C3 C4 C5 48.3(5)
C2 C3 C4 C5 172.1(3)
C9 C4 C5 C6 -.1(5)
C3 C4 C5 C6 180.0(4)
C4 C5 C6 C7 1.0(7)
C5 C6 C7 C8 -1.4(7)
C6 C7 C8 C9 1.0(8)
C5 C4 C9 C8 -.4(5)
C3 C4 C9 C8 179.6(3)
C5 C4 C9 C1 178.5(3)
C3 C4 C9 C1 -1.5(4)
C7 C8 C9 C4 .0(6)
C7 C8 C9 C1 -178.8(4)
C2 C1 C9 C4 10.7(4)
C2 C1 C9 C8 -170.5(4)
C4 C3 C12 C13 -121.5(4)
C2 C3 C12 C13 121.2(4)
C4 C3 C12 C11 57.5(5)
C2 C3 C12 C11 -59.9(4)
C19 C11 C12 C13 -.4(3)
C19 C11 C12 C3 -179.6(3)
C3 C12 C13 C14 179.2(3)
C11 C12 C13 C14 .1(4)
C12 C13 C14 C19 .3(4)
C12 C13 C14 C15 178.5(3)
C19 C14 C15 C16 .7(5)
C13 C14 C15 C16 -177.3(4)
C14 C15 C16 C17 -1.1(6)
C15 C16 C17 C18 .4(6)
C16 C17 C18 C19 .7(6)
C17 C18 C19 C14 -1.1(5)
C17 C18 C19 C11 178.1(3)
C15 C14 C19 C18 .4(5)
C13 C14 C19 C18 178.8(3)
C15 C14 C19 C11 -178.9(3)
C13 C14 C19 C11 -.6(3)
C12 C11 C19 C18 -178.7(3)
C12 C11 C19 C14 .6(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 191780
