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_4132403
_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         'C82 H56 N4, 2(C H2 Cl2)'
_chemical_formula_sum            'C84 H60 Cl4 N4'
_chemical_formula_weight         1267.16
_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             2017-06-15
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                100.537(3)
_cell_angle_beta                 95.652(3)
_cell_angle_gamma                91.759(2)
_cell_formula_units_Z            1
_cell_length_a                   9.2425(2)
_cell_length_b                   12.1233(4)
_cell_length_c                   14.1393(6)
_cell_measurement_reflns_used    6583
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3630
_cell_measurement_theta_min      3.7000
_cell_volume                     1548.09(9)
_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      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.981
_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    -49.00 -19.00   0.50    2.25    --  -38.50 -77.00 -90.00   60
  2  \w   -105.00 -77.00   0.50    2.25    --  -38.50 -77.00 -90.00   56
  3  \w     50.00  82.00   0.50    2.25    --   42.25 -99.00  60.00   64
  4  \w     65.00  94.00   0.50    2.25    --   42.25-125.00  90.00   58
  5  \w     48.00  76.00   0.50    9.00    --  111.00 -30.00  90.00   56
  6  \w    108.00 135.00   0.50    9.00    --  111.00 -30.00  90.00   54
  7  \w     95.00 178.00   0.50    9.00    --  111.00  30.00  90.00  166
  8  \w    112.00 172.00   0.50    9.00    --  111.00  45.00 120.00  120
  9  \w     96.00 147.00   0.50    9.00    --  111.00 125.00 -60.00  102
 10  \w     91.00 152.00   0.50    9.00    --  111.00  30.00 -90.00  122
 11  \w     91.00 177.00   0.50    9.00    --  111.00  15.00-150.00  172
 12  \w     93.00 121.00   0.50    9.00    --  111.00-125.00-150.00   56
 13  \w     96.00 121.00   0.50    9.00    --  111.00-125.00-180.00   50
 14  \w     53.00 130.00   0.50    9.00    --  111.00 -30.00 -90.00  154
 15  \w     65.00 121.00   0.50    9.00    --  111.00-125.00  30.00  112
 16  \w     63.00 140.00   0.50    9.00    --  111.00 -77.00  60.00  154
 17  \w     48.00 128.00   0.50    9.00    --  111.00 -45.00   0.00  160
 18  \w     46.00 105.00   0.50    9.00    --  111.00 -94.00  30.00  118
 19  \w     39.00  67.00   0.50    9.00    --  111.00-125.00   0.00   56
 20  \w     37.00  72.00   0.50    9.00    --  111.00 -94.00 -30.00   70
 21  \w     32.00 102.00   0.50    9.00    --  111.00 -94.00 -60.00  140
 22  \w     39.00  79.00   0.50    9.00    --  111.00 -94.00-120.00   80
 23  \w     41.00  81.00   0.50    9.00    --  111.00-125.00-180.00   80
 24  \w     37.00 105.00   0.50    9.00    --  111.00 -94.00-150.00  136
 25  \w     31.00 102.00   0.50    9.00    --  111.00 -94.00 -90.00  142
 26  \w    -64.00  32.00   0.50    2.25    --  -38.50  57.00  60.00  192
 27  \w    -65.00  32.00   0.50    2.25    --  -38.50  57.00 -60.00  194
 28  \w   -109.00 -18.00   0.50    2.25    --  -38.50 -57.00 150.00  182
;
_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      -0.0160362000
_diffrn_orient_matrix_UB_12      -0.0267317000
_diffrn_orient_matrix_UB_13      -0.1114232000
_diffrn_orient_matrix_UB_21      0.0424902000
_diffrn_orient_matrix_UB_22      0.1233891000
_diffrn_orient_matrix_UB_23      -0.0019013000
_diffrn_orient_matrix_UB_31      0.1614384000
_diffrn_orient_matrix_UB_32      -0.0284380000
_diffrn_orient_matrix_UB_33      0.0016974000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14623
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.930
_diffrn_reflns_theta_min         3.197
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.147
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.623
_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            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_description       plate
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.005
_refine_diff_density_max         1.030
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         6427
_refine_ls_number_restraints     87
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0560
_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/[\s^2^(Fo^2^)+(0.1075P)^2^+0.5664P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1608
_refine_ls_wR_factor_ref         0.1684
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5654
_reflns_number_total             6427
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b03711_si_004.cif
_cod_data_source_block           feng054
_cod_original_cell_volume        1548.08(9)
_cod_database_code               4132403
_chemical_oxdiff_formula         'C88 H66 Cl4 '
_reflns_odcompleteness_completeness 99.87
_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
Cl1A \\sim Cl2A \\sim C42A \\sim Cl1B \\sim Cl2B \\sim C42B: within 3A with
sigma of 0.01 and sigma for terminal atoms of 0.02
3. Same fragment restrains
{Cl1B, Cl2B, C42B} sigma for 1-2: 0.02, 1-3: 0.02
as
{Cl1A, Cl2A, C42A}
4. Others
 Sof(Cl1B)=Sof(Cl2B)=Sof(C42B)=Sof(H42C)=Sof(H42D)=1-FVAR(1)
 Sof(Cl1A)=Sof(Cl2A)=Sof(C42A)=Sof(H42A)=Sof(H42B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C42A(H42A,H42B), C42B(H42C,H42D)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C19(H19), C20(H20), C25(H25), C27(H27), C33(H33),
 C34(H34), C36(H36), C37(H37)
5.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C39(H39A,H39B,
 H39C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C)
;
_shelx_res_checksum              42891
_shelx_hkl_checksum              34516
_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 1.676
_oxdiff_exptl_absorpt_empirical_full_min 0.537