Indenone-fused N-heteroacenes
Ding, Fangwei; Xia, Debin; Ge, Congwu; Kang, Zhenchao; Yang, Yulin; Fan, Ruiqing; Lin, Kaifeng; Gao, Xike; Journal of Materials Chemistry C 7 (2019) 14314–; doi:10.1039/C9TC04962B

data_7238029
_publ_section_title
;
 Indenone-fused N-heteroacenes
;
_journal_issue                   45
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              14314
_journal_paper_doi               10.1039/C9TC04962B
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C45 H51 N2 O Si2'
_chemical_formula_sum            'C45 H51 N2 O Si2'
_chemical_formula_weight         692.05
_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     direct
_audit_creation_date             2019-07-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-03 deposited with the CCDC.	2019-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                87.976(6)
_cell_angle_beta                 79.647(5)
_cell_angle_gamma                85.341(6)
_cell_formula_units_Z            2
_cell_length_a                   8.2528(5)
_cell_length_b                   14.9237(12)
_cell_length_c                   17.2022(12)
_cell_measurement_reflns_used    3455
_cell_measurement_temperature    297
_cell_measurement_theta_max      68.3830
_cell_measurement_theta_min      3.9140
_cell_volume                     2076.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      297
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9737
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.974
_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    -69.00  22.00   1.00    5.00    --    0.00 -57.00 -90.00   91
  2  \w    -27.00  73.00   1.00    5.00    --    0.00  37.00  30.00  100
  3  \w    -22.00  69.00   1.00    5.00    --    0.00  57.00  60.00   91
  4  \w     32.00 123.00   1.00    5.00    --   54.00  57.00 -90.00   91
  5  \w     23.00 112.00   1.00    5.00    --   54.00-125.00-180.00   89
  6  \w     35.00 108.00   1.00    5.00    --   54.00-125.00   0.00   73
  7  \w    -17.00  11.00   1.00    5.00    --   54.00 -77.00-180.00   28
  8  \w    -18.00   8.00   1.00    5.00    --   54.00 -37.00 -60.00   26
  9  \w    -11.00  28.00   1.00    5.00    --   54.00 -57.00 -30.00   39
 10  \w     32.00  64.00   1.00    5.00    --   54.00 -57.00 -30.00   32
 11  \w     34.00  62.00   1.00    5.00    --   54.00 -77.00-180.00   28
 12  \w     44.00 123.00   1.00    5.00    --   54.00  56.00-158.00   79
 13  \w     28.00 126.00   1.00    5.00    --   54.00  37.00 120.00   98
 14  \w     88.00 121.00   1.00    5.00    --  108.00  50.00 -60.00   33
 15  \w    130.00 174.00   1.00    5.00    --  108.00  63.00 -90.00   44
 16  \w     36.00  84.00   1.00    5.00    --  108.00 -37.00 -60.00   48
 17  \w    140.00 174.00   1.00    5.00    --  108.00  63.00-180.00   34
 18  \w     35.00  77.00   1.00    5.00    --  108.00-111.00   0.00   42
 19  \w     35.00 112.00   1.00    5.00    --  108.00-111.00 150.00   77
 20  \w     62.00 139.00   1.00    5.00    --  108.00 -77.00 -30.00   77
 21  \w     39.00 111.00   1.00    5.00    --  108.00-111.00 -30.00   72
 22  \w     99.00 125.00   1.00    5.00    --  108.00  63.00-180.00   26
 23  \w    103.00 178.00   1.00    5.00    --  108.00  37.00-120.00   75
 24  \w     86.00 112.00   1.00    5.00    --  108.00  63.00 -90.00   26
 25  \w     37.00 131.00   1.00    5.00    --  108.00 -50.00 120.00   94
 26  \w     87.00 112.00   1.00    5.00    --  108.00-111.00  60.00   25
 27  \w    145.00 171.00   1.00    5.00    --  108.00  50.00 -60.00   26
 28  \w     90.00 121.00   1.00    5.00    --  108.00 -37.00 -60.00   31
 29  \w     73.00 178.00   1.00    5.00    --  108.00  25.00   0.00  105
 30  \w     67.00 143.00   1.00    5.00    --  108.00 -91.00 150.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0231857000
_diffrn_orient_matrix_UB_12      -0.0886927000
_diffrn_orient_matrix_UB_13      -0.0384032000
_diffrn_orient_matrix_UB_21      -0.1778969000
_diffrn_orient_matrix_UB_22      0.0008895000
_diffrn_orient_matrix_UB_23      0.0466291000
_diffrn_orient_matrix_UB_31      -0.0635189000
_diffrn_orient_matrix_UB_32      0.0535225000
_diffrn_orient_matrix_UB_33      -0.0681369000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15146
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.733
_diffrn_reflns_theta_min         2.971
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.027
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_description       block
_exptl_crystal_F_000             742
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     607
_refine_ls_number_reflns         7776
_refine_ls_number_restraints     425
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0736
_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^)+(0.1534P)^2^+0.1781P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2164
_refine_ls_wR_factor_ref         0.2625
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4747
_reflns_number_total             7776
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc04962b4.cif
_cod_data_source_block           1
_cod_database_code               7238029
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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. Restrained distances
 C29-C28
 1.5 with sigma of 0.02
 C37A-C39A
 1.5 with sigma of 0.02
 C44-C43 = C43-C45
 1.5 with sigma of 0.02
 C38-C37 = C37-C39
 1.5 with sigma of 0.02
 C42-C40 = C40-C41
 1.5 with sigma of 0.02
 C44A-C43A = C43A-C45A
 1.5 with sigma of 0.02
 C39A-C37A = C37A-C38A
 1.5 with sigma of 0.02
 C45A-C44A
 2.5 with sigma of 0.02
 C38A-C39A
 2.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Si1) \\sim Ueq, Uanis(Si2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C29) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C28)
\\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C35) \\sim Ueq,
Uanis(C33) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C36A) \\sim Ueq, Uanis(C34A)
\\sim Ueq, Uanis(C35A) \\sim Ueq, Uanis(C32A) \\sim Ueq, Uanis(C31A) \\sim Ueq,
Uanis(C33A) \\sim Ueq, Uanis(C28A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C30A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C40) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C43)
\\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C42) \\sim Ueq, Uanis(C44) \\sim Ueq,
Uanis(C39) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C44A) \\sim Ueq, Uanis(C43A)
\\sim Ueq, Uanis(C45A) \\sim Ueq, Uanis(C38A) \\sim Ueq, Uanis(C37A) \\sim Ueq,
Uanis(C39A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 Si1, Si2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Si1, C29, C34, C31, C28, C32, C36, C35, C33, C30, C36A, C34A, C35A, C32A,
 C31A, C33A, C28A, C29A, C30A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Si2, C40, C41, C37, C43, C38, C42, C44, C39, C45, C44A, C43A, C45A, C38A,
 C37A, C39A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: C29(0.5) H29A(0.5) H29B(0.5) C34(0.5) H34(0.5) C31(0.5) H31(0.5)
 C28(0.5) H28(0.5) C32(0.5) H32A(0.5) H32B(0.5) H32C(0.5) C36(0.5) H36A(0.5)
 H36B(0.5) H36C(0.5) C35(0.5) H35A(0.5) H35B(0.5) H35C(0.5) C33(0.5) H33A(0.5)
 H33B(0.5) H33C(0.5) C30(0.5) H30A(0.5) H30B(0.5) H30C(0.5) C37(0.5) H37(0.5)
 C43(0.5) H43(0.5) C38(0.5) H38A(0.5) H38B(0.5) H38C(0.5) C44(0.5) H44A(0.5)
 H44B(0.5) H44C(0.5) C39(0.5) H39A(0.5) H39B(0.5) H39C(0.5) C45(0.5) H45A(0.5)
 H45B(0.5) H45C(0.5) C36A(0.5) H36D(0.5) H36E(0.5) H36F(0.5) C34A(0.5)
 H34A(0.5) C35A(0.5) H35D(0.5) H35E(0.5) H35F(0.5) C32A(0.5) H32D(0.5)
 H32E(0.5) H32F(0.5) C31A(0.5) H31A(0.5) C33A(0.5) H33D(0.5) H33E(0.5)
 H33F(0.5) C28A(0.5) H28A(0.5) C29A(0.5) H29C(0.5) H29D(0.5) H29E(0.5)
 C30A(0.5) H30D(0.5) H30E(0.5) H30F(0.5) C44A(0.5) H44D(0.5) H44E(0.5)
 H44F(0.5) C43A(0.5) C45A(0.5) H45D(0.5) H45E(0.5) H45F(0.5) C38A(0.5)
 H38D(0.5) H38E(0.5) H38F(0.5) C37A(0.5) H37A(0.5) C39A(0.5) H39D(0.5)
 H39E(0.5) H39F(0.5)
6.a Ternary CH refined with riding coordinates:
 C34(H34), C31(H31), C28(H28), C40(H40), C37(H37), C43(H43), C34A(H34A),
 C31A(H31A), C28A(H28A), C37A(H37A)
6.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C13(H13), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25),
 C26(H26), C27(H27)
6.c X=CH2 refined with riding coordinates:
 C29(H29A,H29B)
6.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C36(H36A,H36B,H36C), C35(H35A,H35B,H35C), C33(H33A,H33B,
 H33C), C30(H30A,H30B,H30C), C41(H41A,H41B,H41C), C38(H38A,H38B,H38C), C42(H42A,
 H42B,H42C), C44(H44A,H44B,H44C), C39(H39A,H39B,H39C), C45(H45A,H45B,H45C),
 C36A(H36D,H36E,H36F), C35A(H35D,H35E,H35F), C32A(H32D,H32E,H32F), C33A(H33D,
 H33E,H33F), C29A(H29C,H29D,H29E), C30A(H30D,H30E,H30F), C44A(H44D,H44E,H44F),
 C45A(H45D,H45E,H45F), C38A(H38D,H38E,H38F), C39A(H39D,H39E,H39F)
;
_shelx_res_checksum              58686
_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 1.722
_oxdiff_exptl_absorpt_empirical_full_min 0.619