Preorganized aryltriazole foldamers as effective transmembrane transporters for chloride anion.
Shang, Jie; Si, Wen; Zhao, Wei; Che, Yanke; Hou, Jun-Li; Jiang, Hua; Organic letters 16 (2014) 4008–4011; doi:10.1021/ol501772v

data_1517187
_publ_section_title
;
 Preorganized aryltriazole foldamers as effective transmembrane
 transporters for chloride anion.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              4008
_journal_page_last               4011
_journal_paper_doi               10.1021/ol501772v
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C42 H52 N10 O4'
_chemical_formula_sum            'C42 H52 N10 O4'
_chemical_formula_weight         760.93
_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   mixed
_audit_creation_date             2014-06-24
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_cell_angle_alpha                90
_cell_angle_beta                 107.86(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.511(3)
_cell_length_b                   33.064(7)
_cell_length_c                   11.248(2)
_cell_measurement_reflns_used    12721
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4805
_cell_measurement_theta_min      1.2317
_cell_volume                     4782.6(19)
_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 (Sheldrick, 2013)'
_computing_structure_solution
;
'SHELXS (Sheldrick, 2013)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 1.000
_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       '\w scans at fixed \c = 45\%'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0208
_diffrn_orient_matrix_UB_12      -0.0878
_diffrn_orient_matrix_UB_13      0.0241
_diffrn_orient_matrix_UB_21      0.0725
_diffrn_orient_matrix_UB_22      0.0147
_diffrn_orient_matrix_UB_23      0.0239
_diffrn_orient_matrix_UB_31      -0.0107
_diffrn_orient_matrix_UB_32      0.0098
_diffrn_orient_matrix_UB_33      0.0265
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0875
_diffrn_reflns_av_unetI/netI     0.0884
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            30726
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.200
_diffrn_reflns_theta_min         1.232
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.2762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_description       rod
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         8605
_refine_ls_number_restraints     105
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.1289
_refine_ls_R_factor_gt           0.1038
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2996
_refine_ls_wR_factor_ref         0.3286
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5827
_reflns_number_total             8605
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol501772v_si_002.cif
_cod_data_source_block           a
_cod_depositor_comments          'Adding full bibliography for 1517187.cif.'
_cod_original_cell_volume        4782.6(18)
_cod_database_code               1517187
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.966
_diffrn_number_total             20540
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C25-O3 = C25-O3'
 1.2 with sigma of 0.02
 C42-C39 = C42A-C39 = C41-C39 = C41A-C39 = C40A-C39 = C40-C39
 1.54 with sigma of 0.01
3. Rigid bond restraints
 C4, C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O3 \\sim O3': within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02
C42 \\sim C41 \\sim C40 \\sim C39: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.04
C42 \\sim C42A \\sim C40A \\sim C40 \\sim C41A \\sim C41: within 1.7A with
sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(O3) \\sim Ueq, Uanis(O3') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C42) \\sim Ueq, Uanis(C42A) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C41A)
\\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(C40A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
5. Others
 Sof(O3')=1-FVAR(1)
 Sof(O3)=FVAR(1)
 Sof(C42A)=Sof(H42D)=Sof(H42E)=Sof(H42F)=Sof(C40A)=Sof(H40D)=Sof(H40E)=
 Sof(H40F)=Sof(C41A)=Sof(H41D)=Sof(H41E)=Sof(H41F)=1-FVAR(2)
 Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=Sof(C42)=Sof(H42A)=Sof(H42B)=Sof(H42C)=
 Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(H41C)=FVAR(2)
6.a Riding coordinates:
 C42(H42A,H42B,H42C), C41(H41A,H41B,H41C), C42A(H42D,H42E,H42F)
6.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N9(H9), N10(H10), C8(H8), C11(H11), C18(H18), C20(H20),
 C21(H21), C22(H22), C23(H23), C31(H31), C33(H33), C34(H34), C35(H35), C36(H36)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C14(H14A,H14B,H14C),
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C40(H40A,H40B,H40C), C40A(H40D,H40E,H40F),
 C41A(H41D,H41E,H41F)
;
_shelx_res_checksum              351
_shelx_hkl_checksum              40095