#------------------------------------------------------------------------------
#$Date: 2019-11-25 08:09:20 +0200 (Mon, 25 Nov 2019) $
#$Revision: 240456 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/98/4129803.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4129803
loop_
_publ_author_name
'Korovina, Nadezhda V.'
'Das, Saptaparna'
'Nett, Zachary'
'Feng, Xintian'
'Joy, Jimmy'
'Haiges, Ralf'
'Krylov, Anna I.'
'Bradforth, Stephen E.'
'Thompson, Mark E.'
_publ_section_title
;
 Singlet Fission in a Covalently Linked Cofacial Alkynyltetracene Dimer.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              617
_journal_page_last               627
_journal_paper_doi               10.1021/jacs.5b10550
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C46 H26'
_chemical_formula_sum            'C46 H26'
_chemical_formula_weight         578.67
_chemical_name_common            BETA
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 130.1720(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.5497(14)
_cell_length_b                   13.1892(9)
_cell_length_c                   14.0762(10)
_cell_measurement_temperature    100.(2)
_cell_volume                     2915.2(4)
_computing_cell_refinement       'APEX2 v2014.11-0 (Bruker AXS, 2014)'
_computing_data_collection
'Bruker Instrument Service v2012.12.0.3 (Bruker AXS, 2012)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS, 2013)'
_computing_publication_material  'SHELXTL XT 2014/4 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXTL XL 2014/7 (Bruker AXS, 2014)'
_computing_structure_solution    'SHELXTL XT 2014/4 (Bruker AXS, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            31210
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.02
_diffrn_source                   'fine-focus tube'
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5 (Bruker AXS, 2014)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.446
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.172
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.216
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3626
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0881P)²+1.4213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1341
_reflns_number_gt                3058
_reflns_number_total             3626
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja5b10550_si_002.cif
_cod_data_source_block           I
_cod_database_code               4129803
loop_
_space_group_symop_operation_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_type_symbol
_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_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
C C1 0.53493(7) -0.06931(8) 0.31346(10) 0.0242(2) Uani d . . 1
H H1 0.5591 -0.1317 0.3564 0.029 Uiso calc U R 1
C C2 0.56921(7) 0.02150(8) 0.37714(9) 0.0217(2) Uani d . . 1
H H2 0.6166 0.0209 0.4637 0.026 Uiso calc U R 1
C C3 0.53465(6) 0.11427(7) 0.31514(9) 0.0184(2) Uani d . . 1
C C4 0.56696(6) 0.20799(8) 0.38223(9) 0.0198(2) Uani d . . 1
C C5 0.59144(6) 0.28701(8) 0.43767(9) 0.0196(2) Uani d . . 1
C C6 0.61939(6) 0.38351(7) 0.49823(9) 0.0170(2) Uani d . . 1
C C7 0.70440(6) 0.39650(8) 0.60847(9) 0.0179(2) Uani d . . 1
C C8 0.76515(6) 0.31570(8) 0.66387(9) 0.0215(2) Uani d . . 1
H H8 0.7483 0.2507 0.6259 0.026 Uiso calc U R 1
C C9 0.84695(7) 0.33067(9) 0.77036(10) 0.0241(2) Uani d . . 1
H H9 0.8865 0.2762 0.8052 0.029 Uiso calc U R 1
C C10 0.87375(7) 0.42730(9) 0.82989(10) 0.0252(2) Uani d . . 1
H H10 0.9305 0.4364 0.905 0.03 Uiso calc U R 1
C C11 0.81826(7) 0.50638(9) 0.77934(10) 0.0231(2) Uani d . . 1
H H11 0.837 0.5705 0.8195 0.028 Uiso calc U R 1
C C12 0.73202(6) 0.49485(8) 0.66651(9) 0.0188(2) Uani d . . 1
C C13 0.67544(7) 0.57603(8) 0.61201(9) 0.0200(2) Uani d . . 1
H H13 0.6943 0.6405 0.6512 0.024 Uiso calc U R 1
C C14 0.59099(6) 0.56518(8) 0.50032(9) 0.0183(2) Uani d . . 1
C C15 0.53517(7) 0.64874(8) 0.44215(10) 0.0213(2) Uani d . . 1
H H15 0.5549 0.7139 0.4794 0.026 Uiso calc U R 1
C C16 0.45189(7) 0.63809(8) 0.33160(10) 0.0211(2) Uani d . . 1
C C17 0.39515(8) 0.72288(9) 0.26942(11) 0.0267(3) Uani d . . 1
H H17 0.4141 0.7886 0.305 0.032 Uiso calc U R 1
C C18 0.31461(7) 0.71028(9) 0.16018(11) 0.0288(3) Uani d . . 1
H H18 0.2782 0.7674 0.1195 0.035 Uiso calc U R 1
C C19 0.28418(7) 0.61208(9) 0.10594(11) 0.0274(3) Uani d . . 1
H H19 0.2277 0.6044 0.0296 0.033 Uiso calc U R 1
C C20 0.33535(7) 0.52934(9) 0.16274(10) 0.0229(2) Uani d . . 1
H H20 0.3138 0.4643 0.1263 0.027 Uiso calc U R 1
C C21 0.42131(6) 0.53900(8) 0.27676(9) 0.0192(2) Uani d . . 1
C C22 0.47594(6) 0.45617(8) 0.33341(9) 0.0183(2) Uani d . . 1
H H22 0.4553 0.3909 0.297 0.022 Uiso calc U R 1
C C23 0.56103(6) 0.46659(7) 0.44330(9) 0.0170(2) Uani d . . 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 C1 C1 . 2_655 120.17(6)
C2 C1 H1 . . 119.9
C1 C1 H1 2_655 . 119.9
C1 C2 C3 . . 120.66(9)
C1 C2 H2 . . 119.7
C3 C2 H2 . . 119.7
C2 C3 C3 . 2_655 119.13(6)
C2 C3 C4 . . 120.65(9)
C3 C3 C4 2_655 . 120.20(5)
C5 C4 C3 . . 177.73(11)
C4 C5 C6 . . 177.15(10)
C7 C6 C23 . . 120.90(9)
C7 C6 C5 . . 119.99(9)
C23 C6 C5 . . 119.08(9)
C6 C7 C8 . . 122.34(9)
C6 C7 C12 . . 119.24(9)
C8 C7 C12 . . 118.41(9)
C9 C8 C7 . . 120.98(10)
C9 C8 H8 . . 119.5
C7 C8 H8 . . 119.5
C8 C9 C10 . . 120.66(10)
C8 C9 H9 . . 119.7
C10 C9 H9 . . 119.7
C11 C10 C9 . . 120.16(10)
C11 C10 H10 . . 119.9
C9 C10 H10 . . 119.9
C10 C11 C12 . . 121.24(10)
C10 C11 H11 . . 119.4
C12 C11 H11 . . 119.4
C13 C12 C11 . . 121.69(10)
C13 C12 C7 . . 119.80(9)
C11 C12 C7 . . 118.50(9)
C12 C13 C14 . . 121.80(9)
C12 C13 H13 . . 119.1
C14 C13 H13 . . 119.1
C13 C14 C15 . . 121.59(9)
C13 C14 C23 . . 119.30(9)
C15 C14 C23 . . 119.11(9)
C16 C15 C14 . . 121.57(10)
C16 C15 H15 . . 119.2
C14 C15 H15 . . 119.2
C15 C16 C17 . . 122.20(10)
C15 C16 C21 . . 119.21(9)
C17 C16 C21 . . 118.59(10)
C18 C17 C16 . . 120.79(11)
C18 C17 H17 . . 119.6
C16 C17 H17 . . 119.6
C17 C18 C19 . . 120.66(10)
C17 C18 H18 . . 119.7
C19 C18 H18 . . 119.7
C20 C19 C18 . . 120.52(10)
C20 C19 H19 . . 119.7
C18 C19 H19 . . 119.7
C19 C20 C21 . . 120.92(11)
C19 C20 H20 . . 119.5
C21 C20 H20 . . 119.5
C22 C21 C20 . . 121.87(10)
C22 C21 C16 . . 119.60(9)
C20 C21 C16 . . 118.51(9)
C21 C22 C23 . . 121.64(9)
C21 C22 H22 . . 119.2
C23 C22 H22 . . 119.2
C22 C23 C6 . . 122.29(9)
C22 C23 C14 . . 118.81(9)
C6 C23 C14 . . 118.87(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.3855(14)
C1 C1 2_655 1.394(2)
C1 H1 . 0.95
C2 C3 . 1.4012(14)
C2 H2 . 0.95
C3 C3 2_655 1.4218(19)
C3 C4 . 1.4324(14)
C4 C5 . 1.2007(15)
C5 C6 . 1.4300(14)
C6 C7 . 1.4113(13)
C6 C23 . 1.4284(13)
C7 C8 . 1.4304(14)
C7 C12 . 1.4401(14)
C8 C9 . 1.3641(14)
C8 H8 . 0.95
C9 C10 . 1.4263(16)
C9 H9 . 0.95
C10 C11 . 1.3593(16)
C10 H10 . 0.95
C11 C12 . 1.4335(14)
C11 H11 . 0.95
C12 C13 . 1.3913(15)
C13 C14 . 1.4084(14)
C13 H13 . 0.95
C14 C15 . 1.4104(14)
C14 C23 . 1.4411(14)
C15 C16 . 1.3908(15)
C15 H15 . 0.95
C16 C17 . 1.4351(15)
C16 C21 . 1.4398(15)
C17 C18 . 1.3594(17)
C17 H17 . 0.95
C18 C19 . 1.4266(17)
C18 H18 . 0.95
C19 C20 . 1.3606(15)
C19 H19 . 0.95
C20 C21 . 1.4334(14)
C20 H20 . 0.95
C21 C22 . 1.3909(14)
C22 C23 . 1.4069(13)
C22 H22 . 0.95
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C1 C1 C2 C3 2_655 . -0.3(2)
C1 C2 C3 C3 . 2_655 -1.90(18)
C1 C2 C3 C4 . . 176.43(10)
C23 C6 C7 C8 . . -178.09(9)
C5 C6 C7 C8 . . -0.25(15)
C23 C6 C7 C12 . . 0.62(15)
C5 C6 C7 C12 . . 178.46(9)
C6 C7 C8 C9 . . 179.86(9)
C12 C7 C8 C9 . . 1.15(15)
C7 C8 C9 C10 . . 0.61(16)
C8 C9 C10 C11 . . -1.44(17)
C9 C10 C11 C12 . . 0.45(17)
C10 C11 C12 C13 . . -178.03(10)
C10 C11 C12 C7 . . 1.31(16)
C6 C7 C12 C13 . . -1.48(15)
C8 C7 C12 C13 . . 177.28(9)
C6 C7 C12 C11 . . 179.16(9)
C8 C7 C12 C11 . . -2.08(14)
C11 C12 C13 C14 . . 179.18(9)
C7 C12 C13 C14 . . -0.15(15)
C12 C13 C14 C15 . . -176.77(9)
C12 C13 C14 C23 . . 2.61(15)
C13 C14 C15 C16 . . 179.74(9)
C23 C14 C15 C16 . . 0.36(16)
C14 C15 C16 C17 . . -178.11(10)
C14 C15 C16 C21 . . 1.49(16)
C15 C16 C17 C18 . . 178.70(10)
C21 C16 C17 C18 . . -0.90(16)
C16 C17 C18 C19 . . 1.09(17)
C17 C18 C19 C20 . . -0.01(17)
C18 C19 C20 C21 . . -1.24(17)
C19 C20 C21 C22 . . -176.99(10)
C19 C20 C21 C16 . . 1.38(15)
C15 C16 C21 C22 . . -1.52(15)
C17 C16 C21 C22 . . 178.09(9)
C15 C16 C21 C20 . . -179.93(9)
C17 C16 C21 C20 . . -0.31(14)
C20 C21 C22 C23 . . 178.02(9)
C16 C21 C22 C23 . . -0.33(15)
C21 C22 C23 C6 . . -175.94(9)
C21 C22 C23 C14 . . 2.17(15)
C7 C6 C23 C22 . . 179.91(9)
C5 C6 C23 C22 . . 2.05(15)
C7 C6 C23 C14 . . 1.81(15)
C5 C6 C23 C14 . . -176.05(9)
C13 C14 C23 C22 . . 178.43(9)
C15 C14 C23 C22 . . -2.17(15)
C13 C14 C23 C6 . . -3.39(14)
C15 C14 C23 C6 . . 176.00(9)
