Heterogeneous h-bonding in a foldamer helix.
Fisher, Brian F.; Guo, Li; Dolinar, Brian S.; Guzei, Ilia A.; Gellman, Samuel H.; Journal of the American Chemical Society 137 (2015) 6484–6487; doi:10.1021/jacs.5b03382

data_4123644
_publ_section_title
;
 Heterogeneous h-bonding in a foldamer helix.
;
_journal_issue                   20
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6484
_journal_page_last               6487
_journal_paper_doi               10.1021/jacs.5b03382
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C69 H94 N6 O9, C H Cl3, H2 O'
_chemical_formula_sum            'C70 H97 Cl3 N6 O10'
_chemical_formula_weight         1288.88
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-04-11
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90
_cell_angle_beta                 103.502(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.772(3)
_cell_length_b                   14.5752(11)
_cell_length_c                   25.663(3)
_cell_measurement_reflns_used    9746
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      68.31
_cell_measurement_theta_min      3.03
_cell_volume                     8282.3(16)
_computing_cell_refinement       'SAINT+ Ver. 8.34A (Bruker-AXS, 2014)'
_computing_data_collection       'APEX2 Ver. 2014.1-1 (Bruker-AXS, 2014)'
_computing_data_reduction        'SAINT+ Ver. 8.34A (Bruker-AXS, 2014)'
_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      100.0
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '0.60\ \w and 0.6\ \f scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_monochromator  'equatorially mounted graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_laue_measured_fraction_full 0.978
_diffrn_reflns_laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            136346
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         68.406
_diffrn_reflns_theta_min         1.995
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Siemens, K FFCU 2K 90'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.408
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0864 before and 0.0526 after correction.
The Ratio of minimum to maximum transmission is 0.7639.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.034
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2760
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.860
_refine_diff_density_min         -0.606
_refine_diff_density_rms         0.058
_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     937
_refine_ls_number_reflns         14871
_refine_ls_number_restraints     357
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0631
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0821P)^2^+10.7824P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1680
_refine_ls_wR_factor_ref         0.1764
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12514
_reflns_number_total             14871
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            gellman156_sq.cif
_cod_data_source_block           gellman156_sq
_cod_depositor_comments
'Adding full bibliography for 4123639--4123645.cif.'
_cod_original_cell_volume        8282.1(16)
_cod_database_code               4123644
_shelxl_version_number           2013-3
_shelx_estimated_absorpt_t_max   0.766
_shelx_estimated_absorpt_t_min   0.603
_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 C(H,H,H,H,H,
  H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 C27A-C26 \\sim C27-C26
 with sigma of 0.005
 C64B-C63 \\sim C64A-C63 \\sim C64-C63
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
C27A \\sim C32A \\sim C28A \\sim C28 \\sim C32 \\sim C27 \\sim C29A \\sim C30A
\\sim C30 \\sim C29 \\sim C31A \\sim C31: within 1.7A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C64 \\sim C69 \\sim C68 \\sim C67 \\sim C66 \\sim C65 \\sim C64A \\sim C65A
\\sim C66A \\sim C67A \\sim C68A \\sim C69A: within 1.7A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C50 \\sim C48A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
4. Same fragment restrains
{C45, C46A, C47A, C48A, C49A, C50A, C51A}
as
{C45, C46, C47, C48, C49, C50, C51}
5. Others
 1*[Sof(H63A)+Sof(H63B)+Sof(C64)+Sof(C65)+Sof(H65)+Sof(C66)+Sof(H66)+Sof(C67)+
 Sof(H67)+Sof(C68)+Sof(H68)+Sof(C69)+Sof(H69)]+1*[Sof(H63C)+Sof(H63D)+Sof(C64A)+
 Sof(C65A)+Sof(H65A)+Sof(C66A)+Sof(H66A)+Sof(C67A)+Sof(H67A)+Sof(C68A)+
 Sof(H68A)+Sof(C69A)+Sof(H69A)]+1*[Sof(H63E)+Sof(H63F)+Sof(C64B)+Sof(C65B)+
 Sof(H65B)+Sof(C66B)+Sof(H66B)+Sof(C67B)+Sof(H67B)+Sof(C68B)+Sof(H68B)+
 Sof(C69B)+Sof(H69B)]=1 with esd of 0
 Sof(H26C)=Sof(H26D)=Sof(C27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=
 Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(C32A)=Sof(H32A)=1-FVAR(1)
 Sof(H26A)=Sof(H26B)=Sof(C27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(H32)=FVAR(1)
 Sof(H45C)=Sof(H45D)=Sof(C46A)=Sof(C47A)=Sof(H47A)=Sof(C48A)=Sof(H48A)=
 Sof(C49A)=Sof(H49A)=Sof(C50A)=Sof(H50A)=Sof(C51A)=Sof(H51A)=1-FVAR(2)
 Sof(H45A)=Sof(H45B)=Sof(C46)=Sof(C47)=Sof(H47)=Sof(C48)=Sof(H48)=Sof(C49)=
 Sof(H49)=Sof(C50)=Sof(H50)=Sof(C51)=Sof(H51)=FVAR(2)
 Sof(H63A)=Sof(H63B)=Sof(C64)=Sof(C65)=Sof(H65)=Sof(C66)=Sof(H66)=Sof(C67)=
 Sof(H67)=Sof(C68)=Sof(H68)=Sof(C69)=Sof(H69)=FVAR(3)
 Sof(H63C)=Sof(H63D)=Sof(C64A)=Sof(C65A)=Sof(H65A)=Sof(C66A)=Sof(H66A)=
 Sof(C67A)=Sof(H67A)=Sof(C68A)=Sof(H68A)=Sof(C69A)=Sof(H69A)=FVAR(4)
 Sof(H63E)=Sof(H63F)=Sof(C64B)=Sof(C65B)=Sof(H65B)=Sof(C66B)=Sof(H66B)=
 Sof(C67B)=Sof(H67B)=Sof(C68B)=Sof(H68B)=Sof(C69B)=Sof(H69B)=FVAR(5)
 Uiso(C64B)=Uiso(C65B)=Uiso(C66B)=Uiso(C67B)=Uiso(C68B)=Uiso(C69B)=FVAR(6)
6.a Free rotating group:
 O1S(H1SA,H1SB)
6.b Ternary CH refined with riding coordinates:
 C6(H6A), C15(H15), C20(H20), C21(H21), C25(H25), C34(H34), C39(H39), C40(H40),
  C44(H44), C53(H53), C58(H58), C59(H59), C1S(H1S)
6.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B),
 C22(H22A,H22B), C26(H26A,H26B), C26(H26C,H26D), C35(H35A,H35B), C36(H36A,H36B),
  C37(H37A,H37B), C38(H38A,H38B), C41(H41A,H41B), C45(H45A,H45B), C45(H45C,
 H45D), C54(H54A,H54B), C55(H55A,H55B), C56(H56A,H56B), C57(H57A,H57B),
 C60(H60A,H60B), C63(H63A,H63B), C63(H63C,H63D), C63(H63E,H63F)
6.d Me refined as rotating group:
 C2(H2A,H2B,H2C)
6.e Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), N5(H5), N6(H6), C9(H9), C10(H10), C11(H11),
 C12(H12), C13(H13), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32),
 C28A(H28A), C29A(H29A), C30A(H30A), C31A(H31A), C32A(H32A), C47(H47), C48(H48),
  C49(H49), C50(H50), C51(H51), C47A(H47A), C48A(H48A), C49A(H49A), C50A(H50A),
 C51A(H51A), C65(H65), C66(H66), C67(H67), C68(H68), C69(H69), C65A(H65A),
 C66A(H66A), C67A(H67A), C68A(H68A), C69A(H69A), C65B(H65B), C66B(H66B),
 C67B(H67B), C68B(H68B), C69B(H69B)
6.f Fitted hexagon refined as free rotating group:
 C27(C28,C29,C30,C31,C32), C27A(C28A,C29A,C30A,C31A,C32A), C64(C65,C66,C67,C68,
 C69), C64A(C65A,C66A,C67A,C68A,C69A), C64B(C65B,C66B,C67B,C68B,C69B)
6.g Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C23(H23A,H23B,H23C), C42(H42A,H42B,H42C),
 C61(H61A,H61B,H61C)
;
_shelx_res_checksum              61059
_shelx_hkl_checksum              41213
_shelx_fab_checksum              63337