Chalcogen bonding mediates the formation of supramolecular helices of azapeptides in crystals.
Shi, Di; Cao, Jinlian; Weng, Peimin; Yan, Xiaosheng; Li, Zhao; Jiang, Yun-Bao; Organic & biomolecular chemistry 19 (2021) 6397–6401; doi:10.1039/d1ob01053k

data_7158163
_publ_section_title
;
 Chalcogen bonding mediates the formation of supramolecular helices of
 azapeptides in crystals.
;
_journal_issue                   29
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6397
_journal_page_last               6401
_journal_paper_doi               10.1039/d1ob01053k
_journal_volume                  19
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C15 H16 N4 O2 S2'
_chemical_formula_sum            'C15 H16 N4 O2 S2'
_chemical_formula_weight         348.44
_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   mixed
_audit_creation_date             2021-05-13
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2021-05-17 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.545(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.1096(3)
_cell_length_b                   8.1557(2)
_cell_length_c                   10.7216(4)
_cell_measurement_reflns_used    2449
_cell_measurement_temperature    99.97(11)
_cell_measurement_theta_max      70.4320
_cell_measurement_theta_min      4.3980
_cell_volume                     827.78(5)
_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, 2015)'
_diffrn_ambient_temperature      99.97(11)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4847
_diffrn_reflns_point_group_measured_fraction_full 0.839
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.386
_diffrn_reflns_theta_min         4.404
_exptl_absorpt_coefficient_mu    3.044
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75574
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       block
_exptl_crystal_F_000             364
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
 Flack x determined using 884 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2570
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0379
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0575P)^2^+0.0991P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.0965
_reflns_Friedel_coverage         0.574
_reflns_Friedel_fraction_full    0.673
_reflns_Friedel_fraction_max     0.630
_reflns_number_gt                2511
_reflns_number_total             2570
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob01053k2.cif
_cod_data_source_block           exp_1885
_cod_depositor_comments
'Adding full bibliography for 7158162--7158163.cif.'
_cod_database_code               7158163
_shelx_shelxl_version_number     2014/8
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{S002, C002}
{C005, S005}
3. Restrained distances
 C00I-H00I
 0.93 with sigma of 0.02
 C005-H005
 0.93 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C005) = Uanis(S005)
Uanis(S002) = Uanis(C002)
5. Rigid body (RIGU) restrains
 S002, C005, C00E, C00I, C00J, C00B, N007, C00C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Fixed Sof: S002(0.8) C005(0.8) H00J(0.8) H00A(0.2) C002(0.2) S005(0.2)
7.a Ternary CH refined with riding coordinates:
 C00C(H00C)
7.b Aromatic/amide H refined with riding coordinates:
 N006(H006), N007(H007), N008(H008), N009(H009), C00F(H00F), C00H(H00H),
 C00J(H00J), C00J(H00A), C00L(H00L), C00M(H00M), C00N(H00N)
7.c Idealised Me refined as rotating group:
 C00K(H00B,H00D,H00E)
;
_shelx_res_checksum              9496
_olex2_submission_special_instructions 'No special instructions were received'