Toward Full Zigzag-Edged Nanographenes: peri-Tetracene and Its Corresponding Circumanthracene.
Ajayakumar, M. R.; Fu, Yubin; Ma, Ji; Hennersdorf, Felix; Komber, Hartmut; Weigand, Jan J.; Alfonsov, Alexey; Popov, Alexey A.; Berger, Reinhard; Liu, Junzhi; Müllen, Klaus; Feng, Xinliang; Journal of the American Chemical Society 140 (2018) 6240–6244; doi:10.1021/jacs.8b03711

data_4132404
_publ_section_title
;
 Toward Full Zigzag-Edged Nanographenes: peri-Tetracene and Its
 Corresponding Circumanthracene.
;
_journal_issue                   20
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6240
_journal_page_last               6244
_journal_paper_doi               10.1021/jacs.8b03711
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C54 H40 I2, C H2 Cl2'
_chemical_formula_sum            'C55 H42 Cl2 I2'
_chemical_formula_weight         1027.58
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-06-14
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                83.817(3)
_cell_angle_beta                 87.738(3)
_cell_angle_gamma                85.372(3)
_cell_formula_units_Z            2
_cell_length_a                   11.7244(4)
_cell_length_b                   12.9417(5)
_cell_length_c                   14.3009(5)
_cell_measurement_reflns_used    11222
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.0000
_cell_measurement_theta_min      3.4540
_cell_volume                     2149.23(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -63.00  32.00   0.50    4.00    --  -38.50  57.00 150.00  190
  2  \w    -56.00  33.00   0.50    4.00    --  -38.50  38.00 -60.00  178
  3  \w   -109.00 -13.00   0.50    4.00    --  -38.50 -57.00   0.00  192
  4  \w     41.00  78.00   0.50    4.00    --   42.50 -99.00 -90.00   74
  5  \w     60.00  94.00   0.50    4.00    --   42.50-125.00-150.00   68
  6  \w      6.00  44.00   0.50    4.00    --   42.50 -99.00-150.00   76
  7  \w     96.00 137.00   0.50   16.00    --  111.00 125.00 -30.00   82
  8  \w    129.00 178.00   0.50   16.00    --  111.00  30.00 -60.00   98
  9  \w     82.00 139.00   0.50   16.00    --  111.00 -61.00 -90.00  114
 10  \w     59.00  97.00   0.50   16.00    --  111.00 -94.00 150.00   76
 11  \w     88.00 148.00   0.50   16.00    --  111.00  30.00   0.00  120
 12  \w    136.00 175.00   0.50   16.00    --  111.00 125.00-180.00   78
 13  \w     45.00  72.00   0.50   16.00    --  111.00 -94.00   0.00   54
 14  \w    133.00 160.00   0.50   16.00    --  111.00  45.00  90.00   54
 15  \w     39.00 118.00   0.50   16.00    --  111.00-125.00 -60.00  158
 16  \w     40.00 117.00   0.50   16.00    --  111.00-125.00 150.00  154
 17  \w     80.00 125.00   0.50   16.00    --  111.00 -77.00-180.00   90
 18  \w    124.00 167.00   0.50   16.00    --  111.00  15.00-120.00   86
 19  \w     72.00 108.00   0.50   16.00    --  111.00  15.00-120.00   72
 20  \w     84.00 120.00   0.50   16.00    --  111.00 -77.00   0.00   72
 21  \w     83.00 121.00   0.50   16.00    --  111.00-125.00  60.00   76
 22  \w     84.00 173.00   0.50   16.00    --  111.00  77.00 -90.00  178
 23  \w     39.00  91.00   0.50   16.00    --  111.00 -77.00 120.00  104
 24  \w     68.00 108.00   0.50   16.00    --  111.00 -94.00 -60.00   80
 25  \w     79.00 121.00   0.50   16.00    --  111.00-125.00-120.00   84
 26  \w     31.00  73.00   0.50   16.00    --  111.00 -94.00 -30.00   84
 27  \w     54.00 135.00   0.50   16.00    --  111.00 -30.00 -60.00  162
 28  \w     40.00 129.00   0.50   16.00    --  111.00 -45.00 120.00  178
 29  \w     95.00 141.00   0.50   16.00    --  111.00 125.00-150.00   92
 30  \w     42.00  45.00   0.50   16.00    --  111.00 -61.00 -90.00    6
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1301669000
_diffrn_orient_matrix_UB_12      0.0036116000
_diffrn_orient_matrix_UB_13      0.0084862000
_diffrn_orient_matrix_UB_21      -0.0210976000
_diffrn_orient_matrix_UB_22      0.0677827000
_diffrn_orient_matrix_UB_23      0.0821049000
_diffrn_orient_matrix_UB_31      0.0026108000
_diffrn_orient_matrix_UB_32      -0.0990671000
_diffrn_orient_matrix_UB_33      0.0702774000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21125
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.647
_diffrn_reflns_theta_min         3.110
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.921
_exptl_absorpt_correction_T_max  0.798
_exptl_absorpt_correction_T_min  0.223
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_description       needle
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.024
_exptl_crystal_size_min          0.019
_refine_diff_density_max         1.544
_refine_diff_density_min         -1.232
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     578
_refine_ls_number_reflns         8896
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0305
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+1.3321P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0804
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8106
_reflns_number_total             8896
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b03711_si_002.cif
_cod_data_source_block           feng051
_cod_original_cell_volume        2149.24(14)
_cod_database_code               4132404
_chemical_oxdiff_formula         C55H42Cl2I2
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C41A) \\sim Ueq, Uanis(C41B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3. Others
 Sof(C41B)=Sof(C42B)=Sof(H42D)=Sof(H42E)=Sof(H42F)=Sof(C43B)=Sof(H43D)=
 Sof(H43E)=Sof(H43F)=Sof(C44B)=Sof(H44D)=Sof(H44E)=Sof(H44F)=1-FVAR(1)
 Sof(C41A)=Sof(C42A)=Sof(H42A)=Sof(H42B)=Sof(H42C)=Sof(C43A)=Sof(H43A)=
 Sof(H43B)=Sof(H43C)=Sof(C44A)=Sof(H44A)=Sof(H44B)=Sof(H44C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C55(H55A,H55B)
4.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C20(H20),
 C21(H21), C22(H22), C23(H23), C26(H26), C27(H27), C28(H28), C36(H36), C37(H37),
  C39(H39), C40(H40), C46(H46), C47(H47), C49(H49), C50(H50)
4.c Idealised Me refined as rotating group:
 C42A(H42A,H42B,H42C), C43A(H43A,H43B,H43C), C44A(H44A,H44B,H44C), C52(H52A,
 H52B,H52C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C), C42B(H42D,H42E,H42F),
 C43B(H43D,H43E,H43F), C44B(H44D,H44E,H44F)
;
_shelx_res_checksum              90989
_shelx_hkl_checksum              97113
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.521
_oxdiff_exptl_absorpt_empirical_full_min 0.660