Synthesis, Structure, and Properties of Corona[6]arenes and Their Assembly with Anions in the Crystalline State.
Zhao, Meng-Yao; Wang, De-Xian; Wang, Mei-Xiang; The Journal of organic chemistry 83 (2018) 1502–1509; doi:10.1021/acs.joc.7b03136

data_4035877
_publ_section_title
;
 Synthesis, Structure, and Properties of Corona[6]arenes and Their
 Assembly with Anions in the Crystalline State.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1502
_journal_page_last               1509
_journal_paper_doi               10.1021/acs.joc.7b03136
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C30 H19 N9 O6, 2(C2 H6 O S)'
_chemical_formula_sum            'C34 H31 N9 O8 S2'
_chemical_formula_weight         757.80
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-07-14
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
????
;
_cell_angle_alpha                90
_cell_angle_beta                 98.222(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.975(3)
_cell_length_b                   22.255(7)
_cell_length_c                   20.676(7)
_cell_measurement_reflns_used    10487
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4846
_cell_measurement_theta_min      1.3518
_cell_volume                     3632(2)
_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  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22248
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        25.198
_diffrn_reflns_theta_max         25.198
_diffrn_reflns_theta_min         1.830
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.18911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       prism
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.962
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Flack x determined using 2731 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1058
_refine_ls_number_reflns         12506
_refine_ls_number_restraints     214
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.1196
_refine_ls_R_factor_gt           0.0970
_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^)+(0.1053P)^2^+3.3594P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2257
_refine_ls_wR_factor_ref         0.2462
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_full    0.909
_reflns_Friedel_fraction_max     0.909
_reflns_number_gt                9515
_reflns_number_total             12506
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b03136_si_003.cif
_cod_data_source_block           mx6111a
_cod_database_code               4035877
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.936
_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, All C(H,H,H,H,H,H) groups
2. Restrained distances
 S4A-C38A = S4A-C37A = S3-C38 = S3-C37
 1.82 with sigma of 0.02
 S4A-O9A = S3-O9
 1.45 with sigma of 0.01
 S3A-O8A
 1.45 with sigma of 0.01
 S3A-C35A
 1.82 with sigma of 0.01
 C38-C37
 2.6 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
S3 \\sim O9 \\sim C37 \\sim C38 \\sim S4A \\sim O9A \\sim C37A \\sim C38A:
within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
S3A \\sim C35A \\sim O8A \\sim C36A \\sim S4 \\sim O8 \\sim C35 \\sim C36:
within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C38) \\sim Ueq, Uanis(S3) \\sim Ueq, Uanis(O9) \\sim Ueq, Uanis(C37)
\\sim Ueq, Uanis(S4A) \\sim Ueq, Uanis(C37A) \\sim Ueq, Uanis(C38A) \\sim Ueq,
Uanis(O9A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C36A) \\sim Ueq, Uanis(S3A) \\sim Ueq, Uanis(C35A) \\sim Ueq, Uanis(O8A)
\\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(S4) \\sim Ueq, Uanis(O8) \\sim Ueq,
Uanis(C35) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(S1A)=Sof(H31D)=Sof(H31E)=Sof(H31F)=Sof(H32D)=Sof(H32E)=Sof(H32F)=1-FVAR(1)
 Sof(S1)=Sof(H31A)=Sof(H31B)=Sof(H31C)=Sof(H32A)=Sof(H32B)=Sof(H32C)=FVAR(1)
 Sof(S2A)=Sof(H33D)=Sof(H33E)=Sof(H33F)=Sof(H34D)=Sof(H34E)=Sof(H34F)=1-FVAR(2)
 Sof(S2)=Sof(H33A)=Sof(H33B)=Sof(H33C)=Sof(H34A)=Sof(H34B)=Sof(H34C)=FVAR(2)
 Sof(S3A)=Sof(C35A)=Sof(H35A)=Sof(H35B)=Sof(H35C)=Sof(O8A)=Sof(C36A)=Sof(H36A)=
 Sof(H36B)=Sof(H36C)=1-FVAR(3)
 Sof(S4)=Sof(O8)=Sof(C35)=Sof(H35D)=Sof(H35E)=Sof(H35F)=Sof(C36)=Sof(H36D)=
 Sof(H36E)=Sof(H36F)=FVAR(3)
 Sof(S4A)=Sof(O9A)=Sof(C37A)=Sof(H37D)=Sof(H37E)=Sof(H37F)=Sof(C38A)=Sof(H38D)=
 Sof(H38E)=Sof(H38F)=1-FVAR(4)
 Sof(S3)=Sof(O9)=Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(H37C)=Sof(C38)=Sof(H38A)=
 Sof(H38B)=Sof(H38C)=FVAR(4)
 Fixed Z: C35A(0.15505)
5.a Me refined with riding coordinates:
 C33(H33A,H33B,H33C), C33(H33D,H33E,H33F), C34(H34A,H34B,H34C), C34(H34D,H34E,
 H34F), C31(H31A,H31B,H31C), C31(H31D,H31E,H31F), C32(H32A,H32B,H32C), C32(H32D,
 H32E,H32F)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14),
 C18(H18), C19(H19), C21(H21), C22(H22), C26(H26), C27(H27), C29(H29), C30(H30),
  C4A(H4A), C5A(H5A), C7A(H7A), C8A(H8A), C10A(H10A), C11A(H11A), C13A(H13A),
 C14A(H14A), C18A(H18A), C19A(H19A), C21A(H21A), C22A(H22A), C26A(H26A),
 C27A(H27A), C29A(H29A), C30A(H30A)
5.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C24A(H24D,H24E,H24F), C35A(H35A,H35B,H35C), C36A(H36A,
 H36B,H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C35(H35D,H35E,H35F),
 C36(H36D,H36E,H36F), C37A(H37D,H37E,H37F), C38A(H38D,H38E,H38F)
;
_shelx_res_checksum              75632
_shelx_hkl_checksum              57489
_olex2_submission_special_instructions 'No special instructions were received'