#------------------------------------------------------------------------------
#$Date: 2019-11-23 21:48:07 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235187 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/36/1553600.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_1553600
loop_
_publ_author_name
'Lo, Yuan-Chih'
'Ting, Hao-Chun'
'Li, Ya-Ze'
'Li, Yi-Hua'
'Liu, Shun-Wei'
'Huang, Kuo-Wei'
'Wong, Ken-Tsung'
_publ_section_title
;
 The synthesis, structure, and properties of
 5,6,11,12-tetraarylindeno[1,2-b]fluorenes and their applications as
 donors for organic photovoltaic devices
;
_journal_issue                   5
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              675
_journal_paper_doi               10.1039/C6QO00673F
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C44 H28'
_chemical_formula_weight         556.66
_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_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-11-01 deposited with the CCDC.
2016-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                78.931(2)
_cell_angle_beta                 75.805(2)
_cell_angle_gamma                83.409(2)
_cell_formula_units_Z            1
_cell_length_a                   7.5970(4)
_cell_length_b                   8.9994(4)
_cell_length_c                   11.0344(5)
_cell_measurement_reflns_used    10507
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.93
_cell_volume                     715.94(6)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'NONIUS COLLECT'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'NONIUS KappaCCD'
_diffrn_measurement_method       'ω scans'
_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  0.0645
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10507
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.9964
_exptl_absorpt_correction_T_min  0.9699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing, 1995)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3262
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0504
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0682P)²+0.0178P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1326
_reflns_number_gt                2038
_reflns_number_total             3262
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6qo00673f2.cif
_cod_data_source_block           ic16772
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        715.95(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1553600
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 1.0678(2) 0.92153(17) 0.10994(13) 0.0332(4) Uani 1 1 d .
C2 C 0.9569(2) 0.85232(17) 0.06087(14) 0.0336(4) Uani 1 1 d .
C3 C 0.8875(2) 0.69970(18) 0.09980(14) 0.0341(4) Uani 1 1 d .
C4 C 0.9000(2) 0.58199(18) 0.19936(15) 0.0387(4) Uani 1 1 d .
H4 H 0.9616 0.5925 0.2622 0.046 Uiso 1 1 calc R
C5 C 0.8203(2) 0.44756(18) 0.20563(15) 0.0400(4) Uani 1 1 d .
H5 H 0.8289 0.3659 0.2732 0.048 Uiso 1 1 calc R
C6 C 0.7291(2) 0.43106(19) 0.11526(15) 0.0401(4) Uani 1 1 d .
H6 H 0.6779 0.3379 0.1206 0.048 Uiso 1 1 calc R
C7 C 0.7121(2) 0.54942(18) 0.01721(15) 0.0381(4) Uani 1 1 d .
H7 H 0.6483 0.5388 -0.0444 0.046 Uiso 1 1 calc R
C8 C 0.7894(2) 0.68340(18) 0.01048(14) 0.0340(4) Uani 1 1 d .
C9 C 0.7860(2) 0.82523(18) -0.08043(14) 0.0335(4) Uani 1 1 d .
C10 C 0.8875(2) 0.92573(18) -0.04998(14) 0.0333(4) Uani 1 1 d .
C11 C 1.1409(2) 0.84119(17) 0.22065(14) 0.0330(4) Uani 1 1 d .
C12 C 1.0629(2) 0.86785(19) 0.34279(15) 0.0408(4) Uani 1 1 d .
H12 H 0.9627 0.9409 0.3571 0.049 Uiso 1 1 calc R
C13 C 1.1309(2) 0.7881(2) 0.44388(15) 0.0490(5) Uani 1 1 d .
H13 H 1.0770 0.8069 0.5273 0.059 Uiso 1 1 calc R
C14 C 1.2758(3) 0.6818(2) 0.42464(17) 0.0518(5) Uani 1 1 d .
H14 H 1.3210 0.6270 0.4946 0.062 Uiso 1 1 calc R
C15 C 1.3553(2) 0.65496(19) 0.30351(16) 0.0453(4) Uani 1 1 d .
H15 H 1.4563 0.5825 0.2896 0.054 Uiso 1 1 calc R
C16 C 1.2873(2) 0.73409(18) 0.20248(15) 0.0384(4) Uani 1 1 d .
H16 H 1.3416 0.7148 0.1193 0.046 Uiso 1 1 calc R
C17 C 0.6802(2) 0.84472(18) -0.17969(14) 0.0341(4) Uani 1 1 d .
C18 C 0.7239(2) 0.75218(19) -0.27196(15) 0.0411(4) Uani 1 1 d .
H18 H 0.8229 0.6774 -0.2718 0.049 Uiso 1 1 calc R
C19 C 0.6245(3) 0.7678(2) -0.36419(15) 0.0470(5) Uani 1 1 d .
H19 H 0.6574 0.7057 -0.4279 0.056 Uiso 1 1 calc R
C20 C 0.4784(2) 0.8734(2) -0.36331(16) 0.0478(5) Uani 1 1 d .
H20 H 0.4097 0.8835 -0.4261 0.057 Uiso 1 1 calc R
C21 C 0.4314(2) 0.9645(2) -0.27166(16) 0.0462(5) Uani 1 1 d .
H21 H 0.3304 1.0373 -0.2711 0.055 Uiso 1 1 calc R
C22 C 0.5320(2) 0.94963(19) -0.18029(15) 0.0397(4) Uani 1 1 d .
H22 H 0.4987 1.0124 -0.1171 0.048 Uiso 1 1 calc R
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C10 117.57(14) . 2_775
C2 C1 C11 120.89(14) . .
C10 C1 C11 121.53(12) 2_775 .
C1 C2 C10 122.39(14) . .
C1 C2 C3 130.56(15) . .
C10 C2 C3 107.03(12) . .
C4 C3 C8 119.54(14) . .
C4 C3 C2 133.88(13) . .
C8 C3 C2 106.58(13) . .
C3 C4 C5 118.73(14) . .
C6 C5 C4 121.24(15) . .
C5 C6 C7 120.43(15) . .
C8 C7 C6 118.84(14) . .
C7 C8 C3 121.16(14) . .
C7 C8 C9 129.38(13) . .
C3 C8 C9 109.45(13) . .
C10 C9 C8 107.84(13) . .
C10 C9 C17 130.89(14) . .
C8 C9 C17 121.23(12) . .
C9 C10 C1 130.97(14) . 2_775
C9 C10 C2 109.00(14) . .
C1 C10 C2 120.02(12) 2_775 .
C12 C11 C16 118.76(14) . .
C12 C11 C1 121.58(14) . .
C16 C11 C1 119.64(14) . .
C13 C12 C11 120.08(16) . .
C14 C13 C12 120.61(17) . .
C13 C14 C15 119.88(16) . .
C14 C15 C16 119.61(17) . .
C15 C16 C11 121.06(15) . .
C22 C17 C18 118.28(14) . .
C22 C17 C9 121.48(14) . .
C18 C17 C9 120.18(14) . .
C19 C18 C17 120.74(16) . .
C20 C19 C18 119.94(16) . .
C19 C20 C21 120.16(15) . .
C20 C21 C22 119.80(17) . .
C17 C22 C21 121.06(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.365(2) .
C1 C10 1.446(2) 2_775
C1 C11 1.492(2) .
C2 C10 1.462(2) .
C2 C3 1.476(2) .
C3 C4 1.385(2) .
C3 C8 1.411(2) .
C4 C5 1.396(2) .
C5 C6 1.384(2) .
C6 C7 1.384(2) .
C7 C8 1.383(2) .
C8 C9 1.466(2) .
C9 C10 1.389(2) .
C9 C17 1.4837(19) .
C10 C1 1.446(2) 2_775
C11 C12 1.387(2) .
C11 C16 1.388(2) .
C12 C13 1.384(2) .
C13 C14 1.376(2) .
C14 C15 1.380(2) .
C15 C16 1.382(2) .
C17 C22 1.384(2) .
C17 C18 1.392(2) .
C18 C19 1.387(2) .
C19 C20 1.375(2) .
C20 C21 1.377(2) .
C21 C22 1.386(2) .
