#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006120.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_2006120
loop_
_publ_author_name
'Gerhard Jany'
'Marina Gustafsson'
'Timo Repo'
'Martti Klinga'
'Markku Leskelä'
_publ_section_title
;
 2-(7,9-Diphenylcyclopenta[a]acenaphthadien-6b-yl)ethylbromide
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              644
_journal_page_last               646
_journal_paper_doi               10.1107/S0108270197000632
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C29 H21 Br'
_chemical_formula_weight         449.37
_chemical_name_systematic
;
 2-(7,9-Diphenylcyclopenta[a]acenaphtadien-6b-yl)ethylbromide
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_method           SHELXL-92
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.353(9)
_cell_length_b                   30.264(9)
_cell_length_c                   8.461(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      10
_cell_measurement_theta_min      3
_cell_volume                     4187(5)
_computing_cell_refinement       TEXSAN
_computing_data_collection
'TEXSAN (Molecular Structure Corporation, 1993)'
_computing_data_reduction        TEXSAN
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-92
_computing_structure_refinement  'SHELXL-92 (Sheldrick, 1992)'
_computing_structure_solution    'SHELXTL/PC (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measurement_device       'Rigaku AFC7S'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0447
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2913
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.58
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.977
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_type   '\y scan (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         1.060
_refine_diff_density_min         -1.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.119
_refine_ls_goodness_of_fit_obs   1.188
_refine_ls_hydrogen_treatment    'H atoms riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         2869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.400
_refine_ls_restrained_S_obs      1.188
_refine_ls_R_factor_all          0.1290
_refine_ls_R_factor_obs          .0712
_refine_ls_shift/esd_max         0.005
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1120P)²+10.8000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2757
_refine_ls_wR_factor_obs         .1871
_reflns_number_observed          1936
_reflns_number_total             2913
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ha1185.cif
_cod_data_source_block           ja4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.1120P)^2^+10.8000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.1120P)^2^+10.8000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2006120
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
Br .64309(6) .21722(3) .18760(10) .0683(4) Uani d . 1 . Br
C1 .5568(5) .1845(3) .2901(10) .060(2) Uani d . 1 . C
H1A .5373(5) .2012(3) .3833(10) .080 Uiso calc R 1 . H
H1B .5103(5) .1811(3) .2161(10) .104 Uiso calc R 1 . H
C2 .5859(4) .1392(3) .3423(8) .048(2) Uani d . 1 . C
H2A .6365(4) .1426(3) .4053(8) .063 Uiso calc R 1 . H
H2B .5996(4) .1215(3) .2475(8) .063 Uiso calc R 1 . H
C3 .5204(4) .1129(2) .4444(8) .041(2) Uani d . 1 . C
C4 .4361(4) .1167(2) .3742(8) .043(2) Uani d . 1 . C
C5 .3920(4) .1434(2) .4708(8) .043(2) Uani d . 1 . C
H5A .3381(4) .1532(2) .4482(8) .055 Uiso calc R 1 . H
C6 .4373(4) .1552(2) .6142(8) .041(2) Uani d . 1 . C
C7 .5131(4) .1366(2) .6036(8) .043(2) Uani d . 1 . C
C8 .5736(4) .1182(3) .7133(8) .043(2) Uani d . 1 . C
C9 .6057(5) .1293(3) .8557(8) .054(2) Uani d . 1 . C
H9A .5936(5) .1570(3) .9029(8) .070 Uiso calc R 1 . H
C10 .6578(4) .0984(4) .9328(9) .064(3) Uani d . 1 . C
H10A .6813(4) .1067(4) 1.0312(9) .084 Uiso calc R 1 . H
C11 .6760(5) .0580(3) .8738(10) .064(2) Uani d . 1 . C
H11A .7096(5) .0382(3) .9322(10) .084 Uiso calc R 1 . H
C12 .6568(5) .0047(3) .6434(11) .063(2) Uani d . 1 . C
H12A .6887(5) -.0178(3) .6921(11) .082 Uiso calc R 1 . H
C13 .6246(5) -.0030(3) .5004(12) .060(2) Uani d . 1 . C
H13A .6338(5) -.0308(3) .4512(12) .078 Uiso calc R 1 . H
C14 .5767(4) .0295(2) .4201(10) .050(2) Uani d . 1 . C
H14A .5556(4) .0238(2) .3175(10) .065 Uiso calc R 1 . H
C15 .5616(4) .0694(2) .4941(8) .042(2) Uani d . 1 . C
C16 .5952(4) .0767(3) .6454(8) .046(2) Uani d . 1 . C
C17 .6448(4) .0453(3) .7249(9) .053(2) Uani d . 1 . C
C18 .4101(4) .0995(2) .2206(8) .045(2) Uani d . 1 . C
C19 .3280(5) .1037(3) .1721(8) .049(2) Uani d . 1 . C
H19A .2907(5) .1198(3) .2361(8) .063 Uiso calc R 1 . H
C20 .3012(5) .0849(3) .0338(9) .056(2) Uani d . 1 . C
H20A .2454(5) .0876(3) .0045(9) .072 Uiso calc R 1 . H
C21 .3547(5) .0621(3) -.0634(9) .059(2) Uani d . 1 . C
H21A .3359(5) .0492(3) -.1591(9) .076 Uiso calc R 1 . H
C22 .4348(5) .0583(3) -.0199(8) .053(2) Uani d . 1 . C
H22A .4721(5) .0431(3) -.0865(8) .069 Uiso calc R 1 . H
C23 .4620(5) .0766(3) .1206(8) .050(2) Uani d . 1 . C
H23A .5178(5) .0733(3) .1492(8) .065 Uiso calc R 1 . H
C24 .4011(4) .1794(2) .7491(8) .045(2) Uani d . 1 . C
C25 .3179(5) .1758(3) .7835(9) .050(2) Uani d . 1 . C
H25A .2840(5) .1578(3) .7190(9) .065 Uiso calc R 1 . H
C26 .2843(5) .1980(3) .9095(10) .063(2) Uani d . 1 . C
H26A .2275(5) .1956(3) .9312(10) .082 Uiso calc R 1 . H
C27 .3340(6) .2239(3) 1.0050(10) .061(2) Uani d . 1 . C
H27A .3110(6) .2387(3) 1.0936(10) .079 Uiso calc R 1 . H
C28 .4155(6) .2283(3) .9731(9) .058(2) Uani d . 1 . C
H28A .4486(6) .2467(3) 1.0377(9) .075 Uiso calc R 1 . H
C29 .4496(5) .2060(3) .8466(8) .052(2) Uani d . 1 . C
H29A .5064(5) .2088(3) .8256(8) .068 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 0.0033 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'
Br Br -0.2901 2.4595 '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 C1 Br 111.4(5) ?
C2 C1 H1A 109.3 ?
Br C1 H1A 109.3 ?
C2 C1 H1B 109.3 ?
Br C1 H1B 109.3 ?
H1A C1 H1B 108.0 ?
C1 C2 C3 113.5(6) ?
C1 C2 H2A 108.9 ?
C3 C2 H2A 108.9 ?
C1 C2 H2B 108.9 ?
C3 C2 H2B 108.9 ?
H2A C2 H2B 107.7 ?
C4 C3 C7 103.9(6) ?
C4 C3 C15 125.0(6) ?
C7 C3 C15 101.2(5) ?
C4 C3 C2 111.4(6) yes
C7 C3 C2 107.4(6) yes
C15 C3 C2 106.4(5) yes
C5 C4 C18 126.4(6) ?
C5 C4 C3 107.1(6) ?
C18 C4 C3 126.1(6) ?
C4 C5 C6 112.0(6) ?
C4 C5 H5A 124.0 ?
C6 C5 H5A 124.0 ?
C7 C6 C5 107.7(6) ?
C7 C6 C24 128.3(6) ?
C5 C6 C24 123.8(6) ?
C6 C7 C8 136.7(6) ?
C6 C7 C3 108.8(6) ?
C8 C7 C3 109.1(6) ?
C9 C8 C16 118.6(7) ?
C9 C8 C7 136.9(7) ?
C16 C8 C7 104.3(6) ?
C8 C9 C10 118.5(8) ?
C8 C9 H9A 120.7 ?
C10 C9 H9A 120.7 ?
C11 C10 C9 123.8(8) ?
C11 C10 H10A 118.1 ?
C9 C10 H10A 118.1 ?
C10 C11 C17 119.6(8) ?
C10 C11 H11A 120.2 ?
C17 C11 H11A 120.2 ?
C13 C12 C17 122.2(8) ?
C13 C12 H12A 118.9 ?
C17 C12 H12A 118.9 ?
C12 C13 C14 121.7(8) ?
C12 C13 H13A 119.1 ?
C14 C13 H13A 119.1 ?
C15 C14 C13 118.9(7) ?
C15 C14 H14A 120.5 ?
C13 C14 H14A 120.5 ?
C14 C15 C16 118.6(7) ?
C14 C15 C3 134.6(6) ?
C16 C15 C3 106.5(6) ?
C15 C16 C17 123.2(7) ?
C15 C16 C8 114.0(6) ?
C17 C16 C8 122.8(7) ?
C11 C17 C16 116.6(8) ?
C11 C17 C12 128.0(8) ?
C16 C17 C12 115.3(7) ?
C23 C18 C19 116.8(6) ?
C23 C18 C4 122.9(6) ?
C19 C18 C4 120.2(7) ?
C20 C19 C18 121.0(7) ?
C20 C19 H19A 119.5 ?
C18 C19 H19A 119.5 ?
C19 C20 C21 120.7(7) ?
C19 C20 H20A 119.6 ?
C21 C20 H20A 119.6 ?
C22 C21 C20 119.2(7) ?
C22 C21 H21A 120.4 ?
C20 C21 H21A 120.4 ?
C21 C22 C23 120.4(8) ?
C21 C22 H22A 119.8 ?
C23 C22 H22A 119.8 ?
C18 C23 C22 121.8(7) ?
C18 C23 H23A 119.1 ?
C22 C23 H23A 119.1 ?
C25 C24 C29 118.2(7) ?
C25 C24 C6 120.9(7) ?
C29 C24 C6 120.9(7) ?
C26 C25 C24 121.0(8) ?
C26 C25 H25A 119.5 ?
C24 C25 H25A 119.5 ?
C25 C26 C27 119.5(8) ?
C25 C26 H26A 120.2 ?
C27 C26 H26A 120.2 ?
C28 C27 C26 120.8(8) ?
C28 C27 H27A 119.6 ?
C26 C27 H27A 119.6 ?
C27 C28 C29 119.8(8) ?
C27 C28 H28A 120.1 ?
C29 C28 H28A 120.1 ?
C28 C29 C24 120.7(8) ?
C28 C29 H29A 119.7 ?
C24 C29 H29A 119.7 ?
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
Br C1 . 1.930(8) yes
C1 C2 . 1.518(11) yes
C1 H1A . .99 ?
C1 H1B . .99 ?
C2 C3 . 1.589(9) yes
C2 H2A . .99 ?
C2 H2B . .99 ?
C3 C4 . 1.507(9) yes
C3 C7 . 1.529(9) yes
C3 C15 . 1.538(10) yes
C4 C5 . 1.356(10) ?
C4 C18 . 1.464(10) yes
C5 C6 . 1.467(9) ?
C5 H5A . .95 ?
C6 C7 . 1.364(10) ?
C6 C24 . 1.478(10) yes
C7 C8 . 1.465(10) ?
C8 C9 . 1.356(10) ?
C8 C16 . 1.426(10) ?
C9 C10 . 1.423(11) ?
C9 H9A . .95 ?
C10 C11 . 1.356(12) ?
C10 H10A . .95 ?
C11 C17 . 1.412(12) ?
C11 H11A . .95 ?
C12 C13 . 1.340(13) yes
C12 C17 . 1.423(12) ?
C12 H12A . .95 ?
C13 C14 . 1.429(11) yes
C13 H13A . .95 ?
C14 C15 . 1.382(10) ?
C14 H14A . .95 ?
C15 C16 . 1.411(9) ?
C16 C17 . 1.418(10) ?
C18 C23 . 1.384(10) ?
C18 C19 . 1.409(10) ?
C19 C20 . 1.373(10) ?
C19 H19A . .95 ?
C20 C21 . 1.384(11) ?
C20 H20A . .95 ?
C21 C22 . 1.365(11) ?
C21 H21A . .95 ?
C22 C23 . 1.384(10) ?
C22 H22A . .95 ?
C23 H23A . .95 ?
C24 C25 . 1.396(10) ?
C24 C29 . 1.400(10) ?
C25 C26 . 1.374(11) ?
C25 H25A . .95 ?
C26 C27 . 1.388(12) ?
C26 H26A . .95 ?
C27 C28 . 1.367(12) ?
C27 H27A . .95 ?
C28 C29 . 1.383(11) ?
C28 H28A . .95 ?
C29 H29A . .95 ?
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
Br C1 C2 C3 173.4(5)
C1 C2 C3 C4 43.8(8)
C1 C2 C3 C7 -69.3(8)
C1 C2 C3 C15 -177.0(6)
C7 C3 C4 C5 6.8(8)
C15 C3 C4 C5 121.5(7)
C2 C3 C4 C5 -108.5(7)
C7 C3 C4 C18 179.8(7)
C15 C3 C4 C18 -65.5(10)
C2 C3 C4 C18 64.5(9)
C18 C4 C5 C6 -178.8(7)
C3 C4 C5 C6 -5.8(8)
C4 C5 C6 C7 2.2(8)
C4 C5 C6 C24 -172.4(7)
C5 C6 C7 C8 -147.6(8)
C24 C6 C7 C8 26.6(14)
C5 C6 C7 C3 2.4(8)
C24 C6 C7 C3 176.6(7)
C4 C3 C7 C6 -5.6(8)
C15 C3 C7 C6 -136.3(6)
C2 C3 C7 C6 112.5(7)
C4 C3 C7 C8 153.1(6)
C15 C3 C7 C8 22.5(7)
C2 C3 C7 C8 -88.8(7)
C6 C7 C8 C9 -43.3(15)
C3 C7 C8 C9 166.7(8)
C6 C7 C8 C16 131.1(9)
C3 C7 C8 C16 -18.9(7)
C16 C8 C9 C10 -1.6(10)
C7 C8 C9 C10 172.3(8)
C8 C9 C10 C11 -1.6(12)
C9 C10 C11 C17 2.4(13)
C17 C12 C13 C14 0.7(13)
C12 C13 C14 C15 -1.8(12)
C13 C14 C15 C16 1.0(10)
C13 C14 C15 C3 174.1(7)
C4 C3 C15 C14 52.9(11)
C7 C3 C15 C14 168.8(8)
C2 C3 C15 C14 -79.1(9)
C4 C3 C15 C16 -133.5(7)
C7 C3 C15 C16 -17.5(7)
C2 C3 C15 C16 94.5(6)
C14 C15 C16 C17 0.8(10)
C3 C15 C16 C17 -174.1(6)
C14 C15 C16 C8 -177.9(6)
C3 C15 C16 C8 7.2(8)
C9 C8 C16 C15 -177.2(6)
C7 C8 C16 C15 7.1(8)
C9 C8 C16 C17 4.1(10)
C7 C8 C16 C17 -171.6(6)
C10 C11 C17 C16 0.1(11)
C10 C11 C17 C12 179.9(8)
C15 C16 C17 C11 178.1(7)
C8 C16 C17 C11 -3.3(10)
C15 C16 C17 C12 -1.8(10)
C8 C16 C17 C12 176.8(7)
C13 C12 C17 C11 -178.8(8)
C13 C12 C17 C16 1.0(11)
C5 C4 C18 C23 172.4(8)
C3 C4 C18 C23 0.7(12)
C5 C4 C18 C19 -11.1(12)
C3 C4 C18 C19 177.2(7)
C23 C18 C19 C20 1.5(11)
C4 C18 C19 C20 -175.2(7)
C18 C19 C20 C21 -1.4(12)
C19 C20 C21 C22 0.2(13)
C20 C21 C22 C23 0.8(13)
C19 C18 C23 C22 -0.5(11)
C4 C18 C23 C22 176.1(7)
C21 C22 C23 C18 -0.6(13)
C7 C6 C24 C25 -144.6(8)
C5 C6 C24 C25 28.8(11)
C7 C6 C24 C29 34.7(11)
C5 C6 C24 C29 -151.9(7)
C29 C24 C25 C26 0.2(11)
C6 C24 C25 C26 179.5(7)
C24 C25 C26 C27 -0.7(12)
C25 C26 C27 C28 1.4(13)
C26 C27 C28 C29 -1.5(13)
C27 C28 C29 C24 1.0(12)
C25 C24 C29 C28 -0.3(11)
C6 C24 C29 C28 -179.6(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139055485
