Syntheses of heterotriptycenes and their Pt complexes that emit circularly polarised fluorescence and phosphorescence.
Inoue, Ryo; Furumoto, Kyosuke; Morisaki, Yasuhiro; Chemical communications (Cambridge, England) 59 (2023) 5571–5574; doi:10.1039/d3cc01190a

data_7131542
_publ_section_title
;
 Syntheses of heterotriptycenes and their Pt complexes that emit
 circularly polarised fluorescence and phosphorescence.
;
_journal_issue                   37
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5571
_journal_page_last               5574
_journal_paper_doi               10.1039/d3cc01190a
_journal_volume                  59
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety
'Br, 0.5(C29 H20.978 N O4), 0.5(C29 H22 N O4), 0.5(C4 O)'
_chemical_formula_sum            'C33 H22 Br N O6'
_chemical_formula_weight         608.42
_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_Hall           'C 2c 2'
_space_group_name_H-M_alt        'C 2 2 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2023-02-16
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-03-04 deposited with the CCDC.	2023-04-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   12.3684(14)
_cell_length_b                   14.0492(13)
_cell_length_c                   60.098(8)
_cell_measurement_reflns_used    3216
_cell_measurement_temperature    150
_cell_measurement_theta_max      30.7780
_cell_measurement_theta_min      2.2390
_cell_volume                     10443(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.901
_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   -110.00  70.00   0.50   60.00    --  -20.00  45.00   0.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0269672000
_diffrn_orient_matrix_UB_12      0.0375669000
_diffrn_orient_matrix_UB_13      0.0055993000
_diffrn_orient_matrix_UB_21      0.0115454000
_diffrn_orient_matrix_UB_22      0.0216793000
_diffrn_orient_matrix_UB_23      -0.0103819000
_diffrn_orient_matrix_UB_31      -0.0492765000
_diffrn_orient_matrix_UB_32      0.0257718000
_diffrn_orient_matrix_UB_33      0.0006040000
_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  0.0920
_diffrn_reflns_av_unetI/netI     0.1646
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       86
_diffrn_reflns_limit_l_min       -81
_diffrn_reflns_number            23524
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.856
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.213
_diffrn_reflns_theta_min         2.033
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.625
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28376
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_description       plate
_exptl_crystal_F_000             4960
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.408
_refine_diff_density_min         -1.527
_refine_diff_density_rms         0.228
_refine_ls_abs_structure_details
;
 Flack x determined using 2035 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.095(18)
_refine_ls_extinction_coef       0.0152(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     691
_refine_ls_number_reflns         14515
_refine_ls_number_restraints     664
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.2190
_refine_ls_R_factor_gt           0.1719
_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^)+(0.1696P)^2^+258.7294P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3799
_refine_ls_wR_factor_ref         0.4118
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_full    0.933
_reflns_Friedel_fraction_max     0.802
_reflns_number_gt                9237
_reflns_number_total             14515
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc01190a2.cif
_cod_data_source_block           20230209-pydmadf1-hbr2
_cod_depositor_comments
'Adding full bibliography for 7131542--7131543.cif.'
_cod_database_code               7131542
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         C26H30NO4Br
_shelx_estimated_absorpt_t_max   0.984
_shelx_estimated_absorpt_t_min   0.923
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C45-C61 \\sim C45-C61A
 with sigma of 0.02
 O4-O8 \\sim O4A-O8A
 with sigma of 0.04
 C61-O4 \\sim C61A-O4A
 with sigma of 0.02
 C61-O8 \\sim C61A-O8A
 with sigma of 0.02
 C61-C12 \\sim C61A-C12A
 with sigma of 0.04
 C45-O8 \\sim C45-O8A
 with sigma of 0.04
 O8-C12 \\sim O8A-C12A
 with sigma of 0.02
 C45-O4 \\sim C45-O4A
 with sigma of 0.04
 C56-C7 \\sim C56A-C7A
 with sigma of 0.04
 C60-O7 \\sim C60-O7A
 with sigma of 0.04
 C56-C60 \\sim C56A-C60
 with sigma of 0.02
 C60-O5 \\sim C60-O5A
 with sigma of 0.04
 C56-O5 \\sim C56A-O5A
 with sigma of 0.02
 O5-O7 \\sim O5A-O7A
 with sigma of 0.04
 C56-O7 \\sim C56A-O7A
 with sigma of 0.02
 O5-C7 \\sim O5A-C7A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C56 \\sim O7 \\sim O5 \\sim C60: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
C14 \\sim C20 \\sim C1 \\sim C38: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
Uanis(C12) \\sim Ueq, Uanis(O8) \\sim Ueq, : with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O8) \\sim Ueq, Uanis(C12) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C41) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C14) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C56) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C12, O8, C61, O4, C45
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C56, C60, O5, C7
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=Sof(O8A)=Sof(C61A)=Sof(O4A)=1-FVAR(1)
 Sof(C61)=Sof(O4)=Sof(O8)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
 Sof(O7A)=Sof(C56A)=Sof(O5A)=Sof(C7A)=1-FVAR(2)
 Sof(C56)=Sof(O5)=Sof(O7)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(H7C)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C2(H2), C9(H9), C24(H24), C38(H38)
6.b Aromatic/amide H refined with riding coordinates:
 N7(H7), C8(H8), C10(H10), N12(H12), C17(H17), C18(H18), C20(H20), C22(H22),
 C29(H29), C26(H26), C27(H27), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34),
  C39(H39), C43(H43), C44(H44), C47(H47), C48(H48), C51(H51), C52(H52),
 C62(H62), C63(H63), C65(H65), C66(H66), C21(H21)
6.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C7(H7A,H7B,H7C), C12(H12A,H12B,H12C), C12A(H12D,H12E,
 H12F), C67(H67A,H67B,H67C)
;
_shelx_res_checksum              35089
_shelx_hkl_checksum              99114
_olex2_exptl_crystal_mounting_method fiber
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.198
_oxdiff_exptl_absorpt_empirical_full_min 0.576