Synthesis, structure and electronic transport properties of phenanthrenone derivatives
Shen, Shan-Shan; Xiao, Ya-Ting; Bai, Zhe-Hao; Gan, Zi-Yang; Ding, Ye-Hao; Yan, Jian-Feng; Li, Yuan-Ming; Geng, Yan-Hou; Yuan, Yao-Feng; New Journal of Chemistry 49 (2025) 9177–9184; doi:10.1039/D5NJ00857C

data_7063783
_publ_section_title
;
 Synthesis, structure and electronic transport properties of
 phenanthrenone derivatives
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9177
_journal_page_last               9184
_journal_paper_doi               10.1039/D5NJ00857C
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C29 H21.696 O S2'
_chemical_formula_sum            'C29 H22 O S2'
_chemical_formula_weight         450.58
_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             2024-06-18
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-07-03 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                66.426(5)
_cell_angle_beta                 85.195(5)
_cell_angle_gamma                64.595(7)
_cell_formula_units_Z            2
_cell_length_a                   10.2519(8)
_cell_length_b                   10.7695(6)
_cell_length_c                   12.0148(6)
_cell_measurement_reflns_used    4645
_cell_measurement_temperature    296.15(10)
_cell_measurement_theta_max      27.7670
_cell_measurement_theta_min      1.8380
_cell_volume                     1092.05(15)
_computing_cell_refinement       'CrysAlisPro 1.171.43.124a (Rigaku OD, 2024)'
_computing_data_collection
'PROGRAM:BIS 8.5.0.27 Release/2023-03-20 && APEX5 2023.9-2                       '
_computing_data_reduction        'CrysAlisPro 1.171.43.124a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.15(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.719
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \f    -25.75 154.25   1.00    1.00 -25.75   0.00  73.76    --   180
  2  \f    154.25 334.25   1.00    1.00 -25.75   0.00  73.76    --   180
  3  \f    154.25 334.25   1.00    1.00 -25.75   0.00  73.76    --   180
  4  \f    -25.75 154.25   1.00    1.00 -25.75   0.00  73.76    --   180
  5  \f   -350.61   9.39   0.50    1.00  13.88  -2.95 -28.85    --   720
  6  \w    -61.89   0.11   0.50    1.00    --  -15.76  94.56 145.16  124
  7  \w    -93.92  22.58   0.50    1.00    --   -2.95 -59.25 -51.92  233
  8  \w    -61.89   0.11   0.50    1.00    --  -15.76  94.56   1.16  124
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0689751000
_diffrn_orient_matrix_UB_12      0.0007749000
_diffrn_orient_matrix_UB_13      -0.0016133000
_diffrn_orient_matrix_UB_21      0.0060323000
_diffrn_orient_matrix_UB_22      -0.0235919000
_diffrn_orient_matrix_UB_23      0.0643230000
_diffrn_orient_matrix_UB_31      0.0337555000
_diffrn_orient_matrix_UB_32      -0.0761469000
_diffrn_orient_matrix_UB_33      0.0074795000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1206
_diffrn_reflns_av_unetI/netI     0.1183
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.719
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            39858
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.719
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.614
_diffrn_reflns_theta_min         1.860
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.264
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.124a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_description       irregular
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         7241
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1424
_refine_ls_R_factor_gt           0.0631
_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^)+(0.0546P)^2^+0.2657P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1558
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4114
_reflns_number_total             7241
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj00857c2.cif
_cod_data_source_block           mo_ftoh_autored
_cod_depositor_comments
'Adding full bibliography for 7063780--7063783.cif.'
_cod_original_cell_volume        1092.05(14)
_cod_database_code               7063783
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C29 S2 O'
_shelx_estimated_absorpt_t_max   0.974
_shelx_estimated_absorpt_t_min   0.925
_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, All O(H) groups
2. Restrained distances
 O1-C15 \\sim O1A-C15
 with sigma of 0.02
 O1A-C15 \\sim O1-C15
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O1A) = Uanis(O1)
4. Others
 Sof(O1A)=Sof(H1A)=1-FVAR(1)
 Sof(O1)=Sof(H15)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C15(H15)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C11(H11), C12(H12), C13(H13), C17(H17), C18(H18),
 C20(H20), C21(H21), C24(H24), C25(H25), C27(H27), C28(H28)
5.c Tetrahedral OH refined with riding coordinates:
 O1A(H1A)
5.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C29(H29A,H29B,H29C)
5.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 1.450
_oxdiff_exptl_absorpt_empirical_full_min 0.632