Diazapentacene derivatives: synthesis, properties, and structures
Hoff, John J.; Zhu, Lei; Dong, Yutong; Albers, Thomas; Steel, Peter J.; Cui, Xianwei; Wen, Ying; Lebedyeva, Iryna; Miao, Shaobin; RSC Adv. 6 (2016) 86824–; doi:10.1039/C6RA15359C

data_7226545
_publ_section_title
;
 Diazapentacene derivatives: synthesis, properties, and structures
;
_journal_issue                   90
_journal_name_full               'RSC Adv.'
_journal_page_first              86824
_journal_paper_doi               10.1039/C6RA15359C
_journal_volume                  6
_journal_year                    2016
_chemical_formula_moiety         'C50 H56 N2 Si2'
_chemical_formula_sum            'C50 H56 N2 Si2'
_chemical_formula_weight         741.14
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-02-03
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.09 svn.r3130 for OlexSys, GUI svn.r4987)
;
_audit_update_record
;
2016-06-10 deposited with the CCDC.
2016-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                83.552(6)
_cell_angle_beta                 77.427(6)
_cell_angle_gamma                76.645(6)
_cell_formula_units_Z            2
_cell_length_a                   8.7368(6)
_cell_length_b                   14.7568(11)
_cell_length_c                   17.2163(11)
_cell_measurement_reflns_used    4136
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      76.4420
_cell_measurement_theta_min      3.0700
_cell_volume                     2103.3(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6501
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details
;
  1 omega  -56.00   26.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   57.0000   90.0000 82

  2 omega  -45.00   33.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   37.0000  -90.0000 78

  3 omega -124.00  -10.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000    0.0000  -90.0000 114

  4 omega   29.00   86.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       42.3755 -125.0000    0.0000 57

  5 omega   34.00   88.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       42.3755 -125.0000 -180.0000 54

  6 omega  135.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   36.0000  -87.8946 43

  7 omega   91.00  118.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   36.0000  -87.8946 27

  8 omega   43.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -61.0000 -120.0000 46

  9 omega   44.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000 -120.0000 45

 10 omega   63.00   97.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000    0.0000 34

 11 omega  114.00  176.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   45.0000 -150.0000 62

 12 omega   31.00   92.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000  150.0000 61

 13 omega   72.00  121.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000   90.0000 49

 14 omega   72.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000 -120.0000 37

 15 omega   38.00   86.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000  -30.0000 48

 16 omega   67.00  117.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000    0.0000 50

 17 omega   42.00   98.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000  -60.0000 56

 18 omega   94.00  137.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  125.0000  120.0000 43

 19 omega   67.00  134.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -61.0000  120.0000 67

 20 omega   88.00  136.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   15.0000    0.0000 48

 21 omega  142.00  173.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   15.0000    0.0000 31

 22 omega   42.00   69.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000 -120.0000 27

 23 omega   86.00  121.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000 -120.0000 35

 24 omega   61.00  132.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -77.0000  -30.0000 71

 25 omega  129.00  169.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   74.0000   48.5427 40

 26 omega   80.00  106.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000  -30.0000 26

 27 omega   91.00  127.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   30.0000  120.0000 36

 28 omega   37.00   64.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000 -120.0000 27

 29 omega   41.00   91.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000   90.0000 50

 30 omega   43.00   70.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -122.0000  179.0000 27

 31 omega   56.00  119.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000  150.0000 63

 32 omega   12.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       42.3755   77.0000  150.0000 102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1431621000
_diffrn_orient_matrix_UB_12      0.0252296000
_diffrn_orient_matrix_UB_13      0.0696573000
_diffrn_orient_matrix_UB_21      0.1015680000
_diffrn_orient_matrix_UB_22      -0.0564629000
_diffrn_orient_matrix_UB_23      0.0589764000
_diffrn_orient_matrix_UB_31      0.0581200000
_diffrn_orient_matrix_UB_32      0.0879640000
_diffrn_orient_matrix_UB_33      0.0105432000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_unetI/netI     0.0919
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15783
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.479
_diffrn_reflns_theta_min         3.084
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.661
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_description       needle
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.941
_exptl_crystal_size_mid          0.0728
_exptl_crystal_size_min          0.0325
_refine_diff_density_max         2.049
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         7255
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1313
_refine_ls_R_factor_gt           0.0967
_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^)+(0.1873P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2510
_refine_ls_wR_factor_ref         0.3022
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4701
_reflns_number_total             7255
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ra15359c2.cif
_cod_data_source_block           jrc20a
_cod_database_code               7226545
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         C50H56N2Si2
_reflns_odcompleteness_completeness 95.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C31(H31), C34(H34), C37(H37), C42(H42), C45(H45), C48(H48)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C17(H17), C18(H18),
 C19(H19), C20(H20), C23(H23), C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C36(H36A,H36B,
 H36C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C43(H43A,H43B,H43C), C44(H44A,
 H44B,H44C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C49(H49A,H49B,H49C),
 C50(H50A,H50B,H50C)
;
_shelx_res_checksum              74889
_olex2_submission_special_instructions 'No special instructions were received'