Synthesis, crystal structure and charge transport characteristics of stable <i>peri</i>-tetracene analogues.
Mamada, Masashi; Nakamura, Ryota; Adachi, Chihaya; Chemical science 12 (2020) 552–558; doi:10.1039/d0sc04699j

data_1559359
_publ_section_title
;
 Synthesis, crystal structure and charge transport characteristics of
 stable <i>peri</i>-tetracene analogues.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              552
_journal_page_last               558
_journal_paper_doi               10.1039/d0sc04699j
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C H2 Cl2, C64 H56 Si2'
_chemical_formula_sum            'C65 H58 Cl2 Si2'
_chemical_formula_weight         966.19
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_audit_update_record
;
2020-08-25 deposited with the CCDC.	2020-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                92.613(2)
_cell_angle_beta                 102.408(2)
_cell_angle_gamma                104.007(2)
_cell_formula_units_Z            2
_cell_length_a                   11.6467(3)
_cell_length_b                   13.8960(4)
_cell_length_c                   16.8565(4)
_cell_measurement_reflns_used    22077
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.1020
_cell_measurement_theta_min      2.4200
_cell_volume                     2571.41(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -23.00   3.00   0.50    1.00    --    5.00  45.00  90.00   52
  2  \w     15.00  40.00   0.50    1.00    --    5.00  45.00 150.00   50
  3  \w    -44.00  -9.00   0.50    1.00    --    5.00  45.00 150.00   70
  4  \w    -99.00  79.00   0.50    1.00    --  -10.30  45.00  60.00  356
  5  \w    -66.00  61.00   0.50    1.00    --  -10.30  45.00   0.00  254
  6  \w    -99.00  79.00   0.50    1.00    --  -10.30  45.00 120.00  356
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC HyPix-6000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0140108000
_diffrn_orient_matrix_UB_12      -0.0041859000
_diffrn_orient_matrix_UB_13      -0.0387284000
_diffrn_orient_matrix_UB_21      0.0629365000
_diffrn_orient_matrix_UB_22      0.0125151000
_diffrn_orient_matrix_UB_23      0.0191280000
_diffrn_orient_matrix_UB_31      -0.0029711000
_diffrn_orient_matrix_UB_32      -0.0512163000
_diffrn_orient_matrix_UB_33      0.0032326000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            44915
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.071
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR-E+
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.813
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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    1.248
_exptl_crystal_description       prism
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     634
_refine_ls_number_reflns         11784
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0663P)^2^+1.9235P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1257
_refine_ls_wR_factor_ref         0.1329
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9808
_reflns_number_total             11784
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc04699j2.cif
_cod_data_source_block           TBP5
_cod_depositor_comments
;Adding full bibliography for 1559358--1559359.cif.

 Adding full bibliography for 1559358--1559359.cif.
;
_cod_database_code               1559359
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_chemical_oxdiff_usercomment     '100K TBP-MT_1'
_shelx_estimated_absorpt_t_max   0.977
_shelx_estimated_absorpt_t_min   0.946
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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.a Secondary CH2 refined with riding coordinates:
 C65(H65A,H65B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C13(H13), C14(H14), C15(H15), C16(H16),
 C21(H21), C23(H23), C36(H36), C37(H37), C38(H38), C39(H39), C45(H45), C46(H46),
  C47(H47), C48(H48), C53(H53), C55(H55)
2.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C57(H57A,H57B,H57C), C58(H58A,
 H58B,H58C), C59(H59A,H59B,H59C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C),
 C64(H64A,H64B,H64C)
;
_shelx_res_checksum              65840
_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 1.149
_oxdiff_exptl_absorpt_empirical_full_min 0.895