Conformational interplay in hybrid peptide‒helical aromatic foldamer macrocycles
Dengler, Sebastian; Mandal, Pradeep K.; Allmendinger, Lars; Douat, Céline; Huc, Ivan; Chemical Science  (2021) –; doi:10.1039/D1SC03640H

data_1564322
_publ_section_title
;
 Conformational interplay in hybrid peptide--helical aromatic foldamer
 macrocycles
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC03640H
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C55 H57 Ca N14 O22 S3'
_chemical_formula_sum            'C54.26 H54 Ca0.75 N14 O39.41 S3'
_chemical_formula_weight         1659.17
_chemical_name_common            'hybrid Foldamer-peptide macrocycle'
_chemical_properties_physical    Moisture-sensitive,Heat-sensitive
_space_group_crystal_system      hexagonal
_space_group_IT_number           170
_space_group_name_Hall           'P 65'
_space_group_name_H-M_alt        'P 65'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-05-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-05-07 deposited with the CCDC.	2021-07-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   17.90824(9)
_cell_length_b                   17.90824(9)
_cell_length_c                   46.5216(2)
_cell_measurement_reflns_used    160150
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      1.48
_cell_volume                     12920.85(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  KM4CCD
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.800
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_number            160022
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        28.685
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_min         1.478
_diffrn_source                   'PXII - X10SA, SLS'
_exptl_absorpt_coefficient_mu    0.262
_exptl_absorpt_correction_T_max  1.1771
_exptl_absorpt_correction_T_min  0.9070
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'Light yellow'
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       prism
_exptl_crystal_F_000             5135
_exptl_crystal_recrystallization_method 'Vapor Diffusion Method'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.106
_refine_ls_abs_structure_details
;
 Flack x determined using 6845 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.061(8)
_refine_ls_extinction_coef       0.0032(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   1.714
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     842
_refine_ls_number_reflns         17481
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.715
_refine_ls_R_factor_all          0.1260
_refine_ls_R_factor_gt           0.1215
_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          0.3408
_refine_ls_wR_factor_ref         0.3576
_reflns_Friedel_coverage         0.966
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                15452
_reflns_number_total             17481
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc03640h2.cif
_cod_data_source_block           SD3_121
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Empirical' was
changed to 'empirical' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        12920.85(14)
_cod_database_code               1564322
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C74-C73
 1.54 with sigma of 0.02
 C22-C29
 1.54 with sigma of 0.02
 C33-C32
 1.54 with sigma of 0.02
 C85-O87
 1.27 with sigma of 0.02
 N83-C84
 1.47 with sigma of 0.02
 C85-O86
 1.27 with sigma of 0.02
 C84-C85
 1.54 with sigma of 0.02
 Ca89-O95 \\sim Ca89-O91 \\sim Ca89-O92 \\sim Ca89-O93 \\sim Ca89-O94
 with sigma of 0.02
 C84-O86 \\sim C84-O87
 with sigma of 0.02
3. Restrained planarity
 O87, C85, O86, C84
 with sigma of 0.1
4. Others
 Fixed Uiso: O86(0.25) C85(0.25)
5.a Ternary CH refined with riding coordinates:
 C65(H65), C71(H71), C63(H63), C79(H79)
5.b Secondary CH2 refined with riding coordinates:
 C59(H59A,H59B), C1(H1A,H1B), C5(H5A,H5B), C32(H32A,H32B), C80(H80A,H80B),
 C72(H72A,H72B), C73(H73A,H73B), C64(H64A,H64B), C74(H74A,H74B), C75(H75A,H75B),
  C84(H84A,H84B)
5.c Aromatic/amide H refined with riding coordinates:
 N41(H41), N4(H4), C50(H50), N31(H31), C34(H34), N70(H70), N62(H62), C45(H45),
 C23(H23), C36(H36), C7(H7), N78(H78), C43(H43), C16(H16), N83(H83), C35(H35),
 C44(H44), C9(H9), C17(H17), N58(H58), N14(H14), C18(H18), C8(H8)
5.d X=CH2 refined with riding coordinates:
 N76(H76A,H76B)
5.e Idealised Me refined as rotating group:
 C67(H67A,H67B,H67C), C66(H66A,H66B,H66C)
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_shelx_res_checksum              80082
_shelx_fab_checksum              90333
_olex2_submission_special_instructions 'No special instructions were received'