Self-assembled bamboo-like carbon nanotubes based on chiral H8BINOL sensors to recognize cinchonidine efficiently by diastereoisomer complexes
Li, Fangxiu; Sun, Yue; Sun, Xiaoxia; Hu, Yu; RSC Advances 14 (2024) 1134–1140; doi:10.1039/D3RA08143E

data_7247934
_publ_section_title
;
 Self-assembled bamboo-like carbon nanotubes based on chiral H8BINOL
 sensors to recognize cinchonidine efficiently by diastereoisomer
 complexes
;
_journal_issue                   2
_journal_name_full               'RSC Advances'
_journal_page_first              1134
_journal_page_last               1140
_journal_paper_doi               10.1039/D3RA08143E
_journal_volume                  14
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C32 H30 O2, 3.6[CH3CH2OH]'
_chemical_formula_sum            'C39.2 H51.6 O5.6'
_chemical_formula_weight         612.40
_chemical_name_systematic
'R- (3,3'-phenyl)-5,5'6,6',7',8,8'-octahydro-[1,1'-dinaphthalene]-2,2'-diol'
_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     iterative
_audit_creation_date             2023-11-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-11-14 deposited with the CCDC.	2023-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.026(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.328(2)
_cell_length_b                   8.7496(15)
_cell_length_c                   15.981(3)
_cell_measurement_reflns_used    2433
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      21.421
_cell_measurement_theta_min      2.338
_cell_volume                     1686.0(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'SuperNova (Mo) X-ray Source, EosS2'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10244
_diffrn_reflns_point_group_measured_fraction_full 0.921
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.587
_diffrn_reflns_theta_min         1.303
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6047
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1270 before and 0.0412 after correction.
The Ratio of minimum to maximum transmission is 0.8110.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_description       block
_exptl_crystal_F_000             663
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.111
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0(3)
_refine_ls_extinction_coef       0.065(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         6805
_refine_ls_number_restraints     94
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.1243
_refine_ls_R_factor_gt           0.0859
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1816P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2423
_refine_ls_wR_factor_ref         0.2788
_reflns_Friedel_coverage         0.670
_reflns_Friedel_fraction_full    0.833
_reflns_Friedel_fraction_max     0.748
_reflns_number_gt                4025
_reflns_number_total             6805
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra08143e2.cif
_cod_data_source_block           231024sunxx_0m_pl
_cod_original_formula_sum        'C39.20 H51.60 O5.60'
_cod_database_code               7247934
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.991
_shelx_estimated_absorpt_t_min   0.968
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1(3)
 0(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
3. Restrained distances
 C11-C13 \\sim C11-C33
 with sigma of 0.02
 C10-C16 \\sim C10-C36
 with sigma of 0.02
 C16-C15 \\sim C36-C35
 with sigma of 0.02
 C13-C14 \\sim C33-C34
 with sigma of 0.02
 C15-C14 \\sim C35-C34
 with sigma of 0.02
 C11-C14 \\sim C11-C34
 with sigma of 0.04
 C10-C15 \\sim C10-C35
 with sigma of 0.04
 C16-C14 \\sim C36-C34
 with sigma of 0.04
 C13-C15 \\sim C33-C35
 with sigma of 0.04
 C16-C10 \\sim C36-C10
 with sigma of 0.02
 C36-C35 \\sim C15-C16
 with sigma of 0.02
 C35-C34 \\sim C14-C15
 with sigma of 0.02
 C14-C13 \\sim C33-C34
 with sigma of 0.02
 C13-C11 \\sim C33-C11
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C13 \\sim C15 \\sim C16 \\sim C14: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
C36 \\sim C35 \\sim C34 \\sim C33: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C16)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C33) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C36)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(C36)=Sof(H36A)=Sof(H36B)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(C35)=Sof(H35A)=
 Sof(H35B)=Sof(C34)=Sof(H34A)=Sof(H34B)=1-FVAR(1)
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C15)=Sof(H15A)=
 Sof(H15B)=Sof(C14)=Sof(H14A)=Sof(H14B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C19(H19A,H19B), C22(H22A,H22B), C13(H13A,H13B), C20(H20A,
 H20B), C21(H21A,H21B), C15(H15A,H15B), C14(H14A,H14B), C36(H36A,H36B),
 C33(H33A,H33B), C35(H35A,H35B), C34(H34A,H34B)
6.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C12(H12), C3(H3), C30(H30), C5(H5), C1(H1A), C2(H2A), C6(H6),
 C31(H31), C28(H28), C29(H29), C32(H32)
6.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 187 electrons were 
found in a volume of 632\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
3.6[CH3CH2OH] per Asymmetric Unit 
which account for 187 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              63156
_shelx_hkl_checksum              15388
_shelx_fab_checksum              8955
_olex2_submission_special_instructions 'No special instructions were received'