#------------------------------------------------------------------------------
#$Date: 2022-09-28 18:08:17 +0300 (Wed, 28 Sep 2022) $
#$Revision: 278247 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/03/2010308.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_2010308
loop_
_publ_author_name
'Conole, G.'
'O'Donovan, G.J.'
'Shepherd, M.K.'
_publ_section_title
;
 5-Bromo-12-phenyltetracene
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1992
_journal_page_last               1995
_journal_paper_doi               10.1107/S0108270194002878
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C24 H15 Br1'
_chemical_formula_sum            'C24 H15 Br'
_chemical_formula_weight         383.29
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           'SHELX76 (Sheldrick, 1976)'
_cell_angle_alpha                101.64(2)
_cell_angle_beta                 119.22(4)
_cell_angle_gamma                87.420(10)
_cell_formula_units_Z            4
_cell_length_a                   12.118(3)
_cell_length_b                   13.723(3)
_cell_length_c                   11.807(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      11
_cell_measurement_theta_min      9
_cell_volume                     1675.1(9)
_diffrn_measurement_device       'Philips PW1100'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6199
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        <+-1
_diffrn_standards_interval_time  300
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.38
_exptl_absorpt_correction_T_max  1.051
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.52
_exptl_crystal_description       'rectangular block'
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.34
_refine_diff_density_max         0.9
_refine_diff_density_min         0.7
_refine_ls_goodness_of_fit_obs   'not calculated'
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     391
_refine_ls_number_reflns         3343
_refine_ls_R_factor_obs          0.0564
_refine_ls_shift/esd_max         <0.1
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(Fₒ)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0552
_reflns_number_observed          3343
_reflns_number_total             5892
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            li1080.cif
_cod_data_source_block           li1080a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/\s^2^(F~o~)' 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^(F~o~)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C24 H15 Br1'
_cod_database_code               2010308
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Br(1) -.07823(7) .20481(6) .22919(8) .0661(6)
C(1) .3952(7) .1008(5) .4300(7) .051(4)
C(2) .4033(7) .1255(6) .5516(7) .059(5)
C(3) .2979(8) .1622(6) .5613(7) .067(6)
C(4) .1889(7) .1738(5) .4566(7) .057(5)
C(4a) .1751(6) .1481(5) .3262(6) .045(4)
C(5) .0634(6) .1584(4) .2125(6) .043(4)
C(5a) .0523(6) .1356(5) .0857(6) .043(4)
C(6) -.0562(6) .1523(5) -.0282(7) .047(4)
C(6a) -.0661(6) .1276(5) -.1530(7) .044(4)
C(7) -.1777(7) .1423(5) -.2688(8) .056(5)
C(8) -.1838(8) .1159(6) -.3896(8) .062(6)
C(9) -.0783(8) .0802(6) -.4003(7) .067(6)
C(10) .0284(7) .0673(5) -.2929(8) .059(5)
C(10a) .0393(6) .0896(5) -.1655(6) .043(4)
C(11) .1472(6) .0756(5) -.0536(7) .048(4)
C(11a) .1591(6) .0980(4) .0743(7) .042(4)
C(12) .2734(6) .0850(4) .1885(6) .039(4)
C(12a) .2823(6) .1117(5) .3137(7) .046(4)
Br(2) .21672(7) .31967(6) -.16543(7) .0531(5)
C(21) .4754(6) .3922(5) .3587(6) .047(4)
C(22) .3639(7) .3770(5) .3549(7) .062(5)
C(23) .2495(7) .3561(5) .2350(8) .059(5)
C(24) .2508(6) .3470(5) .1190(7) .051(5)
C(24a) .3645(6) .3606(4) .1152(6) .037(4)
C(25) .3691(6) .3523(4) -.0029(6) .038(4)
C(25a) .4811(6) .3680(4) -.0040(6) .035(4)
C(26) .4871(6) .3626(4) -.1218(6) .043(4)
C(26a) .6002(7) .3760(5) -.1195(6) .046(4)
C(27) .6062(8) .3698(5) -.2400(7) .060(5)
C(28) .7184(9) .3840(6) -.2323(8) .075(6)
C(29) .8308(8) .4015(6) -.1144(9) .071(6)
C(210) .8303(7) .4065(5) .0014(7) .057(5)
C(210a) .7154(6) .3943(4) .0026(7) .047(4)
C(211) .7105(6) .3997(5) .1180(6) .043(4)
C(211a) .5972(6) .3879(4) .1192(6) .035(4)
C(212) .5943(6) .3957(4) .2409(6) .035(4)
C(212a) .4811(6) .3829(4) .2372(6) .038(4)
C(13) .3824(6) .0452(5) .1752(6) .040(2)
C(14) .3796(6) -.0545(5) .1186(7) .051(2)
C(15) .4813(7) -.0944(5) .1095(7) .058(2)
C(16) .5878(7) -.0355(6) .1575(8) .065(2)
C(17) .5933(7) .0604(6) .2086(8) .065(2)
C(18) .4913(6) .1042(5) .2196(7) .054(2)
C(213) .7152(6) .4167(4) .3680(6) .0380(10)
C(214) .7722(6) .5114(5) .4272(7) .048(2)
C(215) .8831(7) .5292(5) .5467(7) .057(2)
C(216) .9386(6) .4544(5) .6104(7) .055(2)
C(217) .8841(7) .3600(5) .5557(7) .061(2)
C(218) .7732(6) .3402(5) .4354(7) .049(2)
H(1) .4659 .0767 .4313 ?
H(2) .4909 .1175 .6254 ?
H(3) .2861 .1769 .6216 ?
H(4) .0961 .1987 .4354 ?
H(6) -.1312 .1779 -.0172 ?
H(7) -.2582 .1653 -.2753 ?
H(8) -.2654 .1262 -.4494 ?
H(9) -.0977 .0627 -.5158 ?
H(10) .1145 .0530 -.2850 ?
H(11) .2083 .0607 -.0502 ?
H(14) .3123 -.0927 .0842 ?
H(15) .4943 -.1786 .0768 ?
H(16) .6626 -.0809 .1404 ?
H(17) .6722 .1102 .2527 ?
H(18) .4863 .1812 .2591 ?
H(21) .5644 .4050 .4383 ?
H(22) .3844 .4022 .4321 ?
H(23) .1696 .3525 .2475 ?
H(24) .1663 .3374 .0301 ?
H(26) .4118 .3616 -.1948 ?
H(27) .5296 .3628 -.2940 ?
H(28) .7166 .3786 -.3058 ?
H(29) .9003 .4040 -.1074 ?
H(210) .9052 .4143 .0728 ?
H(211) .7720 .4107 .1803 ?
H(214) .7213 .5536 .3759 ?
H(215) .9062 .6053 .5872 ?
H(216) .9715 .4575 .7010 ?
H(217) .9207 .2948 .5824 ?
H(218) .7263 .2732 .3980 ?
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
C(26) C(25a) C(25) 123.3(5) no
C(211a) C(25a) C(26) 117.8(7) no
C(27) C(26a) C(26) 121.7(6) no
C(210a) C(26a) C(27) 117.9(8) no
C(29) C(28) C(27) 123.0(10) no
C(210a) C(210) C(29) 120.9(6) no
C(211) C(210a) C(26a) 118.2(8) no
C(211a) C(211) C(210a) 122.8(5) no
C(212) C(211a) C(25a) 119.3(7) no
C(212a) C(212) C(211a) 119.7(5) no
C(213) C(212) C(212a) 121.6(7) no
C(212) C(212a) C(21) 120.7(5) no
C(214) C(213) C(212) 122.3(6) no
C(218) C(213) C(214) 117.3(5) no
C(216) C(215) C(214) 121.0(6) no
C(218) C(217) C(216) 120.4(7) no
C(25a) C(25) C(24a) 122.4(5) no
C(211a) C(25a) C(25) 118.9(7) no
C(26a) C(26) C(25a) 121.8(5) no
C(210a) C(26a) C(26) 120.4(8) no
C(28) C(27) C(26a) 119.4(6) no
C(210) C(29) C(28) 120.0(10) no
C(210) C(210a) C(26a) 119.0(8) no
C(211) C(210a) C(210) 122.8(6) no
C(211) C(211a) C(25a) 119.1(7) no
C(212) C(211a) C(211) 121.7(5) no
C(213) C(212) C(211a) 118.7(7) no
C(24a) C(212a) C(21) 117.3(7) no
C(212) C(212a) C(24a) 122.0(7) no
C(218) C(213) C(212) 120.4(5) no
C(215) C(214) C(213) 121.1(6) no
C(217) C(216) C(215) 119.6(6) no
C(217) C(218) C(213) 120.6(6) no
C(4a) C(5) Br(1) 118.9(6) yes
C(5a) C(5) Br(1) 118.8(4) yes
C(24a) C(25) Br(2) 118.3(5) yes
C(25a) C(25) Br(2) 119.2(6) yes
C(12a) C(1) C(2) 121.1(8) no
C(4) C(3) C(2) 122.9(9) no
C(5) C(4a) C(4) 122.9(8) no
C(12a) C(4a) C(5) 119.0(7) no
C(6) C(5a) C(5) 123.0(7) no
C(11a) C(5a) C(6) 118.8(7) no
C(7) C(6a) C(6) 121.8(8) no
C(10a) C(6a) C(7) 118.7(8) no
C(9) C(8) C(7) 120.8(7) no
C(10a) C(10) C(9) 121.4(9) no
C(11) C(10a) C(6a) 118.8(7) no
C(11a) C(11) C(10a) 123.1(7) no
C(12) C(11a) C(5a) 120.6(7) no
C(12a) C(12) C(11a) 119.5(7) no
C(13) C(12) C(12a) 120.4(5) no
C(12) C(12a) C(1) 121.0(7) no
C(14) C(13) C(12) 120.4(6) no
C(18) C(13) C(14) 117.6(7) no
C(16) C(15) C(14) 119.3(7) no
C(18) C(17) C(16) 121.5(8) no
C(212a) C(21) C(22) 120.7(5) no
C(24) C(23) C(22) 119.3(9) no
C(25) C(24a) C(24) 123.5(5) no
C(212a) C(24a) C(25) 117.6(7) no
C(3) C(2) C(1) 119.2(6) no
C(4a) C(4) C(3) 120.1(9) no
C(12a) C(4a) C(4) 118.1(6) no
C(5a) C(5) C(4a) 122.3(7) no
C(11a) C(5a) C(5) 118.1(5) no
C(6a) C(6) C(5a) 122.0(7) no
C(10a) C(6a) C(6) 119.4(6) no
C(8) C(7) C(6a) 119.9(8) no
C(10) C(9) C(8) 120.5(9) no
C(10) C(10a) C(6a) 118.6(6) no
C(11) C(10a) C(10) 122.7(8) no
C(11) C(11a) C(5a) 117.7(5) no
C(12) C(11a) C(11) 121.6(7) no
C(13) C(12) C(11a) 120.1(7) no
C(4a) C(12a) C(1) 118.6(7) no
C(12) C(12a) C(4a) 120.4(5) no
C(18) C(13) C(12) 122.0(6) no
C(15) C(14) C(13) 121.7(7) no
C(17) C(16) C(15) 121.0(9) no
C(17) C(18) C(13) 118.8(6) no
C(23) C(22) C(21) 121.8(9) no
C(24a) C(24) C(23) 122.0(6) no
C(212a) C(24a) C(24) 118.9(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br(1) C(5) 1.889(8) yes
C(1) C(2) 1.362(13) yes
C(1) C(12a) 1.419(8) yes
C(2) C(3) 1.400(14) yes
C(3) C(4) 1.328(10) yes
C(4) C(4a) 1.435(12) yes
C(4a) C(5) 1.393(8) yes
C(4a) C(12a) 1.432(12) yes
C(5) C(5a) 1.406(11) yes
C(5a) C(6) 1.400(8) yes
C(5a) C(11a) 1.429(11) yes
C(6) C(6a) 1.389(12) yes
C(6a) C(7) 1.422(9) yes
C(6a) C(10a) 1.420(11) yes
C(7) C(8) 1.364(14) yes
C(8) C(9) 1.403(15) yes
C(9) C(10) 1.335(10) yes
C(10) C(10a) 1.414(12) yes
C(10a) C(11) 1.373(8) yes
C(11) C(11a) 1.414(12) yes
C(11a) C(12) 1.421(8) yes
C(12) C(12a) 1.401(11) yes
C(12) C(13) 1.474(11) yes
C(13) C(14) 1.391(9) yes
C(13) C(18) 1.386(10) yes
C(14) C(15) 1.369(12) yes
C(15) C(16) 1.355(11) yes
C(16) C(17) 1.323(11) yes
C(17) C(18) 1.402(13) yes
Br(2) C(25) 1.887(5) yes
C(21) C(22) 1.354(13) yes
C(21) C(212a) 1.450(12) yes
C(22) C(23) 1.401(9) yes
C(23) C(24) 1.358(14) yes
C(24) C(24a) 1.422(12) yes
C(24a) C(25) 1.405(12) yes
C(24a) C(212a) 1.428(7) yes
C(25) C(25a) 1.391(11) yes
C(25a) C(26) 1.415(12) yes
C(25a) C(211a) 1.430(7) yes
C(26) C(26a) 1.377(12) yes
C(26a) C(27) 1.444(13) yes
C(26a) C(210a) 1.419(8) yes
C(27) C(28) 1.339(16) yes
C(28) C(29) 1.376(10) yes
C(29) C(210) 1.357(15) yes
C(210) C(210a) 1.417(13) yes
C(210a) C(211) 1.380(12) yes
C(211) C(211a) 1.396(11) yes
C(211a) C(212) 1.437(11) yes
C(212) C(212a) 1.369(11) yes
C(212) C(213) 1.482(7) yes
C(213) C(214) 1.378(9) yes
C(213) C(218) 1.398(10) yes
C(214) C(215) 1.377(8) yes
C(215) C(216) 1.352(11) yes
C(216) C(217) 1.362(10) yes
C(217) C(218) 1.383(8) yes
