O6-Corona[6]arenes with Expanded Cavities for Specific Complexation with C70.
Lu, Yao; Fu, Zhan-Da; Guo, Qing-Hui; Wang, Mei-Xiang; Organic letters 19 (2017) 1590–1593; doi:10.1021/acs.orglett.7b00409

data_1545960
_publ_section_title
;
 O6-Corona[6]arenes with Expanded Cavities for Specific Complexation with
 C70.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1590
_journal_page_last               1593
_journal_paper_doi               10.1021/acs.orglett.7b00409
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C36 H18 N12 O6, C3 H6 O'
_chemical_formula_sum            'C39 H24 N12 O7'
_chemical_formula_weight         772.70
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2013-12-20
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_cell_angle_alpha                90
_cell_angle_beta                 112.41(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.360(6)
_cell_length_b                   6.8093(14)
_cell_length_c                   25.381(5)
_cell_measurement_reflns_used    11400
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4802
_cell_measurement_theta_min      1.3906
_cell_volume                     4371.4(18)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL-2013 (Sheldrick, 2008)'
_computing_structure_solution
;
'ShelXS-2013 (Sheldrick, 2008)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0133
_diffrn_orient_matrix_UB_12      -0.0280
_diffrn_orient_matrix_UB_13      0.0293
_diffrn_orient_matrix_UB_21      -0.1388
_diffrn_orient_matrix_UB_22      0.0202
_diffrn_orient_matrix_UB_23      -0.0435
_diffrn_orient_matrix_UB_31      -0.0010
_diffrn_orient_matrix_UB_32      -0.0370
_diffrn_orient_matrix_UB_33      -0.0139
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0532
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            25945
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         0.805
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_description       block
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     688
_refine_ls_number_reflns         7670
_refine_ls_number_restraints     727
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.1325
_refine_ls_R_factor_gt           0.1059
_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^)+(0.1508P)^2^+2.3089P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3007
_refine_ls_wR_factor_ref         0.3263
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5533
_reflns_number_total             7670
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b00409_si_003.cif
_cod_data_source_block           a
_cod_database_code               1545960
_shelxl_version_number           2013-4
_diffrn_number_total             10835
_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
2. Restrained distances
 C21-C22 = C21A-C22A = C22A-C23A = C23-C22 = C19A-C20A = C19-C20 = C18-C19 =
 C18A-C19A = C18A-C17A = C18-C17 = C16-C17 = C16-C15 = C16A-C15A = C24A-C15A =
 C24-C15 = C23-C24 = C23A-C24A = C18-C23 = C18A-C23A = C16A-C17A
 1.39 with sigma of 0.01
 O5-C20 = O5-C20A = O4-C15 = O4-C15A
 1.36 with sigma of 0.02
3. Restrained planarity
 C21A, C20A, C19A, C18A, C23A, C22A, C24A, C15A, C16A, C17A
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C20 \\sim C15 \\sim C24 \\sim C19 \\sim C23 \\sim C17 \\sim C18 \\sim C16 \\sim
C22 \\sim C21 \\sim C21A \\sim C20A \\sim C19A \\sim C18A \\sim C23A \\sim C22A
\\sim C24A \\sim C15A \\sim C16A \\sim C17A: within 1.7A with sigma of 0.02 and
sigma for terminal atoms of 0.04
O6 \\sim O5 \\sim C25 \\sim C26 \\sim N10 \\sim N9 \\sim N11 \\sim N12 \\sim
N9A \\sim N12A \\sim O5A \\sim C25A \\sim N11A \\sim C26A \\sim N10A \\sim
O0AA: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C20) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq,
Uanis(C16) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C21A)
\\sim Ueq, Uanis(C20A) \\sim Ueq, Uanis(C19A) \\sim Ueq, Uanis(C18A) \\sim Ueq,
Uanis(C23A) \\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C24A) \\sim Ueq,
Uanis(C15A) \\sim Ueq, Uanis(C16A) \\sim Ueq, Uanis(C17A) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(O5) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C26)
\\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(N9) \\sim Ueq, Uanis(N11) \\sim Ueq,
Uanis(N12) \\sim Ueq, Uanis(N9A) \\sim Ueq, Uanis(N12A) \\sim Ueq, Uanis(O5A)
\\sim Ueq, Uanis(C25A) \\sim Ueq, Uanis(N11A) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(N10A) \\sim Ueq, Uanis(O0AA) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Others
 Sof(C21A)=Sof(H21A)=Sof(C20A)=Sof(C19A)=Sof(H19A)=Sof(C18A)=Sof(C23A)=
 Sof(C22A)=Sof(H22A)=Sof(C24A)=Sof(H24A)=Sof(C15A)=Sof(C16A)=Sof(H16A)=
 Sof(C17A)=Sof(H17A)=Sof(N9A)=Sof(N12A)=Sof(O5A)=Sof(C25A)=Sof(N11A)=Sof(C26A)=
 Sof(N10A)=Sof(O0AA)=1-FVAR(1)
 Sof(O6)=Sof(O5)=Sof(C25)=Sof(C26)=Sof(N10)=Sof(N9)=Sof(N11)=Sof(N12)=Sof(C20)=
 Sof(C15)=Sof(C24)=Sof(H24)=Sof(C19)=Sof(H19)=Sof(C23)=Sof(C17)=Sof(H17)=
 Sof(C18)=Sof(C16)=Sof(H16)=Sof(C22)=Sof(H22)=Sof(C21)=Sof(H21)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C33(H33), C31(H31), C28(H28), C35(H35), C36(H36), C30(H30), C4(H4), C12(H12),
 C24(H24), C19(H19), C6(H6), C11(H11), C17(H17), C16(H16), C9(H9), C7(H7),
 C22(H22), C21(H21), C21A(H21A), C19A(H19A), C22A(H22A), C24A(H24A), C16A(H16A),
  C17A(H17A)
6.b Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C37(H37A,H37B,H37C)
;
_shelx_res_checksum              40276
_shelx_hkl_checksum              47841