Stepwise deprotonation of truxene: structures, metal complexation, and charge-dependent optical properties.
Guo, Yumeng; Torchon, Herdya S.; Zhu, Yikun; Wei, Zheng; Zhang, Zhenyi; Han, Haixiang; Petrukhina, Marina A.; Zhou, Zheng; Chemical science 14 (2023) 13219–13227; doi:10.1039/d3sc04885c

data_1570223
_publ_section_title
;
 Stepwise deprotonation of truxene: structures, metal complexation, and
 charge-dependent optical properties.
;
_journal_issue                   45
_journal_name_full               'Chemical science'
_journal_page_first              13219
_journal_page_last               13227
_journal_paper_doi               10.1039/d3sc04885c
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C39 H41 Cs O6'
_chemical_formula_sum            'C39 H41 Cs O6'
_chemical_formula_weight         738.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-11-29
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-08-18 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.3751(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.9133(9)
_cell_length_b                   9.6671(3)
_cell_length_c                   17.8849(7)
_cell_measurement_reflns_used    9997
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      18.02
_cell_measurement_theta_min      2.32
_cell_volume                     3343.6(2)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX3 v.2017.3-0 (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector
;
DECTRIS PILATUS3 X 1M(CdTe) pixel array detector
;
_diffrn_detector_area_resol_mean 30
_diffrn_detector_type            'CMOS pixel array detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Huber 4-circle diffractometer'
_diffrn_measurement_method       'phi rotation'
_diffrn_radiation_collimation    '0.2 mm sinlge-pinhole'
_diffrn_radiation_monochromator  'Si(111) & Si(311)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.41329
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            56811
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        14.358
_diffrn_reflns_theta_max         18.631
_diffrn_reflns_theta_min         1.225
_diffrn_source                   synchrotron
_diffrn_source_current           103.0
_diffrn_source_power             103.0
_diffrn_source_type
'Insertion Device, Station 15 ID-B, APS, Argonne Nat'l Lab'
_diffrn_source_voltage           1000.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.7341
_exptl_absorpt_correction_T_min  0.6682
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker, 2016/2) was used for absorption correction.
wR2(int) was 0.0678 before and 0.0512 after correction.
The Ratio of minimum to maximum transmission is 0.9102.
The \l/2 correction factor is not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.948
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 5191 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.015(13)
_refine_ls_extinction_coef       0.0050(3)
_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   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     660
_refine_ls_number_reflns         12298
_refine_ls_number_restraints     1580
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0266
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0086P)^2^+1.8156P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0548
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.920
_reflns_number_gt                11472
_reflns_number_total             12298
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc04885c2.cif
_cod_data_source_block           truxene_Cs
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1570220--1570225.cif.
;
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               1570223
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_max   0.969
_shelx_estimated_absorpt_t_min   0.961
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
C2 \\sim C3 \\sim C6 \\sim C1 \\sim C5 \\sim C4 \\sim C20 \\sim C13 \\sim C12
\\sim C7 \\sim C14 \\sim C15 \\sim C9 \\sim C17 \\sim C8 \\sim C16 \\sim C19
\\sim C11 \\sim C18 \\sim C10 \\sim C27 \\sim C22 \\sim C21 \\sim C26 \\sim C25
\\sim C24 \\sim C23 \\sim C1X \\sim C2X \\sim C3X \\sim C4X \\sim C5X \\sim C6X
\\sim C7X \\sim C8X \\sim C9X \\sim C10X \\sim C11X \\sim C12X \\sim C13X \\sim
C14X \\sim C15X \\sim C16X \\sim C17X \\sim C18X \\sim C19X \\sim C20X \\sim
C21X \\sim C22X \\sim C23X \\sim C24X \\sim C25X \\sim C26X \\sim C27X: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
3. Rigid body (RIGU) restrains
 C2, C3, C6, C1, C5, C4, C20, C13, C12, C7, C14, C15, C9, C17, C8, C16, C19,
 C11, C18, C10, C27, C22, C21, C26, C25, C24, C23, C1X, C2X, C3X, C4X, C5X, C6X,
  C7X, C8X, C9X, C10X, C11X, C12X, C13X, C14X, C15X, C16X, C17X, C18X, C19X,
 C20X, C21X, C22X, C23X, C24X, C25X, C26X, C27X
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C1X)=Sof(C2X)=Sof(C3X)=Sof(C4X)=Sof(C5X)=Sof(C6X)=Sof(C7X)=Sof(C8X)=
 Sof(H8X)=Sof(C9X)=Sof(H9X)=Sof(C10X)=Sof(H10X)=Sof(C11X)=Sof(H11X)=Sof(C12X)=
 Sof(C13X)=Sof(H13X)=Sof(C14X)=Sof(H14A)=Sof(H14B)=Sof(C15X)=Sof(C16X)=
 Sof(H16X)=Sof(C17X)=Sof(H17X)=Sof(C18X)=Sof(H18X)=Sof(C19X)=Sof(H19X)=
 Sof(C20X)=Sof(C21X)=Sof(H21C)=Sof(H21D)=Sof(C22X)=Sof(C23X)=Sof(H23X)=
 Sof(C24X)=Sof(H24X)=Sof(C25X)=Sof(H25X)=Sof(C26X)=Sof(H26X)=Sof(C27X)=1-FVAR(1)
 Sof(C2)=Sof(C3)=Sof(C6)=Sof(C1)=Sof(C5)=Sof(C4)=Sof(C20)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(C12)=Sof(C7)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(C9)=Sof(H9)=Sof(C17)=
 Sof(H17)=Sof(C8)=Sof(H8)=Sof(C16)=Sof(H16)=Sof(C19)=Sof(H19)=Sof(C11)=Sof(H11)=
 Sof(C18)=Sof(H18)=Sof(C10)=Sof(H10)=Sof(C27)=Sof(C22)=Sof(C21)=Sof(H21A)=
 Sof(H21B)=Sof(C26)=Sof(H26)=Sof(C25)=Sof(H25)=Sof(C24)=Sof(H24)=Sof(C23)=
 Sof(H23)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C39(H39A,H39B), C38(H38A,H38B), C37(H37A,H37B), C36(H36A,
 H36B), C31(H31A,H31B), C29(H29A,H29B), C28(H28A,H28B), C33(H33A,H33B),
 C30(H30A,H30B), C34(H34A,H34B), C32(H32A,H32B), C35(H35A,H35B), C21(H21A,H21B),
  C14X(H14A,H14B), C21X(H21C,H21D)
5.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C9(H9), C17(H17), C8(H8), C16(H16), C19(H19), C11(H11), C18(H18),
 C10(H10), C26(H26), C25(H25), C24(H24), C23(H23), C8X(H8X), C9X(H9X),
 C10X(H10X), C11X(H11X), C13X(H13X), C16X(H16X), C17X(H17X), C18X(H18X),
 C19X(H19X), C23X(H23X), C24X(H24X), C25X(H25X), C26X(H26X)
;
_shelx_res_checksum              84846
_shelx_hkl_checksum              31235
_olex2_submission_special_instructions 'No special instructions were received'