Mono-functionalized derivatives and revised configurational assignment of amide naphthotubes.
Yao, Huan; Wang, Xiaoping; Xie, Mo; Wang, Yu-Mei; Quan, Mao; Yang, Liu-Pan; Jiang, Wei; Organic & biomolecular chemistry 18 (2020) 1900–1909; doi:10.1039/d0ob00290a

data_7157365
_publ_section_title
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 Mono-functionalized derivatives and revised configurational assignment of
 amide naphthotubes.
;
_journal_issue                   10
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1900
_journal_page_last               1909
_journal_paper_doi               10.1039/d0ob00290a
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety
'C58 H42 N2 O18, 2(C2 H6 O), C4 H8 O, C2 H3 N'
_chemical_formula_sum            'C68 H65 N3 O21'
_chemical_formula_weight         1260.23
_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             2019-09-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-27 deposited with the CCDC.	2020-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.438(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.6966(10)
_cell_length_b                   19.0196(10)
_cell_length_c                   18.8502(10)
_cell_measurement_reflns_used    9659
_cell_measurement_temperature    100.03
_cell_measurement_theta_max      59.682
_cell_measurement_theta_min      2.849
_cell_volume                     6239.4(6)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.03
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            76181
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        59.748
_diffrn_reflns_theta_max         59.748
_diffrn_reflns_theta_min         2.849
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1062 before and 0.0665 after correction. The Ratio of minimum to maximum transmission is 0.8654. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_description       block
_exptl_crystal_F_000             2648
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.902
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     868
_refine_ls_number_reflns         9043
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0715
_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^)+(0.0978P)^2^+13.5255P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1890
_refine_ls_wR_factor_ref         0.2028
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7315
_reflns_number_total             9043
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob00290a2.cif
_cod_data_source_block           p21n
_cod_depositor_comments
'Adding full bibliography for 7157362--7157365.cif.'
_cod_database_code               7157365
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.921
_shelx_estimated_absorpt_t_min   0.787
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O20A-C27A
 1.3 with sigma of 0.02
 O21A-C27A
 1.2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C27B) = Uanis(C27A)
4. Others
 Sof(H26C)=Sof(H26D)=Sof(O20B)=Sof(O21B)=Sof(H21B)=Sof(C27B)=1-FVAR(1)
 Sof(H26A)=Sof(H26B)=Sof(C27A)=Sof(O20A)=Sof(H20A)=Sof(O21A)=FVAR(1)
 Sof(H67C)=Sof(H67D)=Sof(C68B)=Sof(H68D)=Sof(H68E)=Sof(H68F)=1-FVAR(2)
 Sof(H67A)=Sof(H67B)=Sof(C68A)=Sof(H68A)=Sof(H68B)=Sof(H68C)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C30(H30), C28(H28), C3(H3), C1(H1A)
5.b Secondary CH2 refined with riding coordinates:
 C55(H55A,H55B), C57(H57A,H57B), C29(H29A,H29B), C41(H41A,H41B), C14(H14A,
 H14B), C53(H53A,H53B), C2(H2A,H2B), C66(H66A,H66B), C67(H67A,H67B), C67(H67C,
 H67D), C26(H26A,H26B), C26(H26C,H26D), C62(H62A,H62B), C61(H61A,H61B),
 C59(H59A,H59B), C60(H60A,H60B)
5.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C37(H37), C46(H46), C50(H50), C34(H34), C49(H49), C33(H33),
 C45(H45), C19(H19), C18(H18), C38(H38), C13(H13), C12(H12A), C4(H4), C5(H5),
 C22(H22), C23(H23)
5.d Tetrahedral OH refined with riding coordinates:
 O12(H12), O17(H17), O20A(H20A), O21B(H21B)
5.e Idealised Me refined as rotating group:
 C65(H65A,H65B,H65C), C63(H63A,H63B,H63C), C68A(H68A,H68B,H68C), C68B(H68D,
 H68E,H68F)
5.f Idealised tetrahedral OH refined as rotating group:
 O15(H15), O8(H8), O16(H16)
;
_shelx_res_checksum              73899
_shelx_fab_checksum              45652
_olex2_submission_special_instructions 'No special instructions were received'