A Water-Soluble Cyclotriveratrylene-Based Supra-amphiphile: Synthesis, pH-Responsive Self-Assembly in Water, and Its Application in Controlled Drug Release.
Xia, Danyu; Li, Yang; Jie, Kecheng; Shi, Bingbing; Yao, Yong; Organic letters 18 (2016) 2910–2913; doi:10.1021/acs.orglett.6b01264

data_1543833
_publ_section_title
;
 A Water-Soluble Cyclotriveratrylene-Based Supra-amphiphile: Synthesis,
 pH-Responsive Self-Assembly in Water, and Its Application in Controlled
 Drug Release.
;
_journal_issue                   12
_journal_name_full               'Organic letters'
_journal_page_first              2910
_journal_page_last               2913
_journal_paper_doi               10.1021/acs.orglett.6b01264
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C39 H42 O18'
_chemical_formula_sum            'C39 H42 O18'
_chemical_formula_weight         798.73
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-10-15
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 121.374(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   39.372(2)
_cell_length_b                   8.0823(2)
_cell_length_c                   27.4716(14)
_cell_measurement_reflns_used    10230
_cell_measurement_temperature    171.8
_cell_measurement_theta_max      67.5280
_cell_measurement_theta_min      3.2833
_cell_volume                     7463.7(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      171.8
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0225452000
_diffrn_orient_matrix_UB_12      0.0034472000
_diffrn_orient_matrix_UB_13      0.0656180000
_diffrn_orient_matrix_UB_21      0.0392545000
_diffrn_orient_matrix_UB_22      0.0318581000
_diffrn_orient_matrix_UB_23      0.0019282000
_diffrn_orient_matrix_UB_31      -0.0070606000
_diffrn_orient_matrix_UB_32      0.1879892000
_diffrn_orient_matrix_UB_33      -0.0014937000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            27172
_diffrn_reflns_theta_full        66.59
_diffrn_reflns_theta_max         66.59
_diffrn_reflns_theta_min         3.29
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.965
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3360
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.711
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     540
_refine_ls_number_reflns         6583
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0809P)^2^+7.2270P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1304
_refine_ls_wR_factor_ref         0.1431
_reflns_number_gt                5440
_reflns_number_total             6583
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol6b01264_si_003.cif
_cod_data_source_block           141014_xdy_62_cu
_cod_original_cell_volume        7463.8(6)
_cod_database_code               1543833
_chemical_oxdiff_formula         'c10 h10 o10 n2'
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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
 Sof(O18A)=Sof(C39A)=Sof(H39D)=Sof(H39E)=Sof(H39F)=1-FVAR(1)
 Sof(O18)=Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(H39C)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B), C14(H14A,H14B), C7(H7A,H7B), C25(H25A,H25B), C28(H28A,H28B),
 C21(H21A,H21B), C37(H37A,H37B), C31(H31A,H31B), C22(H22A,H22B)
3.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C16(H16), C9(H9), C5(H5), C2(H2), C19(H19)
3.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C24(H24A,H24B,H24C), C36(H36A,H36B,H36C), C27(H27A,H27B,
 H27C), C33(H33A,H33B,H33C), C39(H39A,H39B,H39C), C39A(H39D,H39E,H39F)
;