TetrazineBox: A Structurally Transformative ToolBox.
Guo, Qing-Hui; Zhou, Jiawang; Mao, Haochuan; Qiu, Yunyan; Nguyen, Minh T.; Feng, Yuanning; Liang, Jiaqi; Shen, Dengke; Li, Penghao; Liu, Zhichang; Wasielewski, Michael R.; Stoddart, J. Fraser; Journal of the American Chemical Society  (2020) –; doi:10.1021/jacs.0c01114

data_4134340
_publ_section_title
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 TetrazineBox: A Structurally Transformative ToolBox.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c01114
_journal_year                    2020
_chemical_formula_moiety         'C44 H36 N8, C20 H12, 4(F6 P), 4(C2 H3 N)'
_chemical_formula_sum            'C72 H60 F24 N12 P4'
_chemical_formula_weight         1673.22
_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_Int_Tables_number      2
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
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_cell_angle_alpha                74.1610(15)
_cell_angle_beta                 78.6350(15)
_cell_angle_gamma                65.1600(10)
_cell_formula_units_Z            1
_cell_length_a                   10.4662(5)
_cell_length_b                   11.0351(5)
_cell_length_c                   17.4251(8)
_cell_measurement_reflns_used    9736
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.35
_cell_measurement_theta_min      4.52
_cell_volume                     1749.15(14)
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2017)'
_computing_data_collection       'APEX2 V2017.3 (Bruker, 2017)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.04
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.9718
_diffrn_measured_fraction_theta_max 0.9718
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            45698
_diffrn_reflns_theta_full        68.3422
_diffrn_reflns_theta_max         68.34
_diffrn_reflns_theta_min         4.52
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    2.061
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0647 before and 0.0325 after correction. The Ratio of minimum to maximum transmission is 0.8885. The \l/2 correction factor is Not present.'
_exptl_crystal_density_diffrn    1.5883
_exptl_crystal_description       block
_exptl_crystal_F_000             856.6607
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   0.7531
_exptl_transmission_factor_min   0.6691
_refine_diff_density_max         0.6785
_refine_diff_density_min         -0.4976
_refine_diff_density_rms         0.0549
_refine_ls_d_res_high            0.8294
_refine_ls_d_res_low             9.7828
_refine_ls_goodness_of_fit_ref   1.0535
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    54
_refine_ls_number_parameters     543
_refine_ls_number_reflns         6242
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0535
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0454
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0593P)^2^+1.6275P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1191
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              13
_reflns_limit_k_min              -12
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                6183
_reflns_number_total             6242
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            ja0c01114_si_010.cif
_cod_data_source_block           7_Perylene
_cod_database_code               4134340
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: F12a(0.5) F9a(0.5) F10a(0.5) F11a(0.5) F11(0.5) F12(0.5) F10(0.5)
 F9(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C22(H22a,H22b)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C9(H9), C6(H6), C21(H21), C5(H5), C19(H19),
 C11(H11), C18(H18), C20(H20), C14(H14), C8(H8), C23(H23), C15(H15), C32(H32),
 C28(H28), C24(H24), C27(H27), C26(H26)
3.c Idealised Me refined as rotating group:
 C36(H36a,H36b,H36c), C34(H34a,H34b,H34c)
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_olex2_submission_special_instructions 'No special instructions were received'