Kekulene: On-Surface Synthesis, Orbital Structure, and Aromatic Stabilization
Haags, Anja; Reichmann, Alexander; Fan, Qitang; Egger, Larissa; Kirschner, Hans; Naumann, Tim; Werner, Simon; Vollgraff, Tobias; Sundermeyer, Jörg; Eschmann, Lukas; Yang, Xiaosheng; Brandstetter, Dominik; Bocquet, François C.; Koller, Georg; Gottwald, Alexander; Richter, Mathias; Ramsey, Michael G.; Rohlfing, Michael; Puschnig, Peter; Gottfried, J. Michael; Soubatch, Serguei; Tautz, F. Stefan; ACS Nano  (2020) –; doi:10.1021/acsnano.0c06798

data_4518238
_publ_section_title
;
 Kekulene: On-Surface Synthesis, Orbital Structure, and Aromatic
 Stabilization
;
_journal_name_full               'ACS Nano'
_journal_paper_doi               10.1021/acsnano.0c06798
_journal_year                    2020
_chemical_formula_moiety         'C48 H30, 2(C1 H1 Cl3)'
_chemical_formula_sum            'C50 H32 Cl6'
_chemical_formula_weight         845.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 101.816(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2943(4)
_cell_length_b                   19.0183(6)
_cell_length_c                   18.5286(8)
_cell_measurement_reflns_used    33418
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.96
_cell_measurement_theta_min      4.65
_cell_volume                     3895.6(3)
_computing_cell_refinement
; 
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection
; 
X-Area Pilatus3_SV 1.31.127.0 (STOE, 2016)
;
_computing_data_reduction
; 
X-Area Integrate 1.71.0.0 (STOE, 2016)
X-Area LANA 1.68.2.0 (STOE, 2016)
;
_computing_molecular_graphics
'DIAMOND 4 (H. Putz, K. Brandenburg, Crystal Impact GbR, Kreuzherrenstr. 102, 53227 Bonn, Germany)'
_computing_publication_material
; 
'WinGX 2018.3 (L.J. Farrugia, J. Appl. Cryst. 2012, 45, 849-854)'
'enCIFer (F. H. Allen, O. Johnson, G. P. Shields, B. R. Smith, M. Towler, J. Appl. Cryst. 2004, 37, 335-338.)'
'X-Area 1.81' 
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.81
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            41798
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.591
_diffrn_reflns_theta_max         66.591
_diffrn_reflns_theta_min         3.367
_diffrn_source                   'GeniX 3D HF Cu'
_exptl_absorpt_coefficient_mu    4.308
_exptl_absorpt_correction_T_max  0.7359
_exptl_absorpt_correction_T_min  0.0643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
STOE LANA, absorption correction by scaling of reflection intensities.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.134
_refine_diff_density_max         1.102
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         6873
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0535
_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^)+(0.0994P)^2^+2.6173P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1462
_refine_ls_wR_factor_ref         0.1580
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5457
_reflns_number_total             6873
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            nn0c06798_si_004.cif
_cod_data_source_block           swp148loesen
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4518238
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              33887
_shelx_hkl_checksum              68397