Quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0). A rudimentary chemosensor.
Tan, Bingbin; Ding, Wenjing; Yin, Yu; Xu, Kui; Yin, Ying; Chen, Xi; Huang, Zhengxi; Wu, Lamei; Sessler, Jonathan L.; Zhang, Zhan; Chemical communications (Cambridge, England) 59 (2023) 708–711; doi:10.1039/d2cc05604f

data_7131103
_publ_section_title
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 Quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0). A rudimentary chemosensor.
;
_journal_issue                   6
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              708
_journal_page_last               711
_journal_paper_doi               10.1039/d2cc05604f
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C64 H60 N12'
_chemical_formula_sum            'C64 H60 N12'
_chemical_formula_weight         997.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-06-07
_audit_creation_method
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_audit_update_record
;
2022-06-13 deposited with the CCDC.	2022-12-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.891(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.533(3)
_cell_length_b                   17.889(3)
_cell_length_c                   27.961(5)
_cell_measurement_reflns_used    5307
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      18.21
_cell_measurement_theta_min      2.21
_cell_volume                     10746(3)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1526
_diffrn_reflns_av_unetI/netI     0.1353
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            80925
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        19.999
_diffrn_reflns_theta_max         19.999
_diffrn_reflns_theta_min         1.235
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_correction_T_min  0.6552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_description       block
_exptl_crystal_F_000             4224
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.00015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1446
_refine_ls_number_reflns         10015
_refine_ls_number_restraints     88
_refine_ls_restrained_S_all      0.915
_refine_ls_R_factor_all          0.1722
_refine_ls_R_factor_gt           0.0559
_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^)+(0.0404P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.1183
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4220
_reflns_number_total             10015
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc05604f2.cif
_cod_data_source_block           mo_200107e_0m
_cod_depositor_comments          'Adding full bibliography for 7131103.cif.'
_cod_database_code               7131103
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.993
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups, All N(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2. Restrained distances 
 C31-C27 
 1.51 with sigma of 0.02 
 C31-C27 = C32-C31 
 1.51 with sigma of 0.02 
 C31A-C27 = C32A-C31A 
 1.51 with sigma of 0.02 
 C32-C27 
 2.54 with sigma of 0.04 
 C27-C32A 
 2.54 with sigma of 0.04 
 C42-C45 \\sim C42-C45A 
 with sigma of 0.02 
 C45-C46 \\sim C45A-C46A 
 with sigma of 0.02 
 C42-C46 \\sim C42-C46A 
 with sigma of 0.04 
 C35-C40 \\sim C35-C40A 
 with sigma of 0.04 
 C35-C39 \\sim C35-C39A 
 with sigma of 0.02 
 C39-C40 \\sim C39A-C40A 
 with sigma of 0.02 
 C27-C31 \\sim C27-C31A 
 with sigma of 0.02 
 C31-C32 \\sim C31A-C32A 
 with sigma of 0.02 
 C27-C32 \\sim C27-C32A 
 with sigma of 0.04 
3. Uiso/Uaniso restraints and constraints 
Uanis(C39A) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(C45A) 
\\sim Ueq, Uanis(C46A) \\sim Ueq, Uanis(C124) \\sim Ueq, Uanis(C125) \\sim Ueq, 
Uanis(C126) \\sim Ueq, Uanis(C127) \\sim Ueq: with sigma of 0.01 and sigma for 
terminal atoms of 0.02 
Uanis(C27) \\sim Ueq, Uanis(C31A) \\sim Ueq, Uanis(C32A) \\sim Ueq: with sigma 
of 0.01 and sigma for terminal atoms of 0.02 
4. Others 
 Sof(C39A)=Sof(H39C)=Sof(H39D)=Sof(C40A)=Sof(H40D)=Sof(H40E)=Sof(H40F)=1-FVAR(1) 
 Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=FVAR(1) 
 Sof(C45A)=Sof(H45C)=Sof(H45D)=Sof(C46A)=Sof(H46D)=Sof(H46E)=Sof(H46F)=1-FVAR(2) 
 Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(H46C)=FVAR(2) 
 Sof(C31A)=Sof(H31C)=Sof(H31D)=Sof(C32A)=Sof(H32D)=Sof(H32E)=Sof(H32F)=1-FVAR(3) 
 Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=FVAR(3) 
 Fixed Sof: H3(0.5) H4(0.5) H5(0.5) H6(0.5) H7(0.5) H8(0.5) H9(0.5) H10(0.5) 
 H15A(0.5) H16(0.5) H17(0.5) H18(0.5) H19(0.5) H20(0.5) H21(0.5) H22(0.5) 
5.a Secondary CH2 refined with riding coordinates: 
 C21(H21A,H21B), C23(H23A,H23B), C29(H29A,H29B), C31(H31A,H31B), C37(H37A, 
 H37B), C39(H39A,H39B), C45(H45A,H45B), C47(H47A,H47B), C85(H85A,H85B), 
 C87(H87A,H87B), C93(H93A,H93B), C95(H95A,H95B), C101(H10B,H10C), C103(H10G, 
 H10H), C109(H10L,H10M), C111(H11D,H11E), C39A(H39C,H39D), C45A(H45C,H45D), 
 C31A(H31C,H31D) 
5.b Aromatic/amide H refined with riding coordinates: 
 N3(H3), N4(H4), N5(H5), N6(H6), N7(H7), N8(H8), N9(H9), N10(H10), N15(H15A), 
 N16(H16), N17(H17), N18(H18), N19(H19), N20(H20), N21(H21), N22(H22), C2(H2), 
 C3(H3A), C4(H4A), C5(H5A), C10(H10A), C11(H11), C14(H14), C15(H15), C50(H50), 
 C51(H51), C54(H54), C55(H55), C60(H60), C61(H61), C62(H62), C63(H63), C66(H66), 
  C67(H67), C68(H68), C69(H69), C74(H74), C75(H75), C78(H78), C79(H79), 
 C114(H114), C115(H115), C118(H118), C119(H119), C124(H124), C125(H125), 
 C126(H126), C127(H127) 
5.c Idealised Me refined as rotating group: 
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C30(H30A,H30B,H30C), C32(H32A,H32B, 
 H32C), C38(H38A,H38B,H38C), C40(H40A,H40B,H40C), C46(H46A,H46B,H46C), C48(H48A, 
 H48B,H48C), C86(H86A,H86B,H86C), C88(H88A,H88B,H88C), C94(H94A,H94B,H94C), 
 C96(H96A,H96B,H96C), C102(H10D,H10E,H10F), C104(H10I,H10J,H10K), C110(H11A, 
 H11B,H11C), C112(H11F,H11G,H11H), C40A(H40D,H40E,H40F), C46A(H46D,H46E,H46F), 
 C32A(H32D,H32E,H32F) 
;
_olex2_submission_special_instructions 'No special instructions were received'