C-I···π Halogen Bonding Driven Supramolecular Helix of Bilateral N-Amidothioureas Bearing β-Turns.
Cao, Jinlian; Yan, Xiaosheng; He, Wenbin; Li, Xiaorui; Li, Zhao; Mo, Yirong; Liu, Maili; Jiang, Yun-Bao; Journal of the American Chemical Society 139 (2017) 6605–6610; doi:10.1021/jacs.6b13171

data_4125564
_publ_section_title
;
 C-I&#x00B7;&#x00B7;&#x00B7;\p Halogen Bonding Driven Supramolecular Helix
 of Bilateral N-Amidothioureas Bearing \b-Turns.
;
_journal_issue                   19
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6605
_journal_page_last               6610
_journal_paper_doi               10.1021/jacs.6b13171
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C28 H28 I2 N8 O4 S2, 4(C2 O S)'
_chemical_formula_sum            'C36 H28 I2 N8 O8 S6'
_chemical_formula_weight         1146.82
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-02-23
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                65.938(5)
_cell_angle_beta                 87.435(4)
_cell_angle_gamma                88.087(4)
_cell_formula_units_Z            2
_cell_length_a                   10.1456(6)
_cell_length_b                   14.9723(8)
_cell_length_c                   17.5828(9)
_cell_measurement_reflns_used    10487
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.8340
_cell_measurement_theta_min      5.0310
_cell_volume                     2436.0(2)
_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    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0765
_diffrn_reflns_av_unetI/netI     0.0991
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            24437
_diffrn_reflns_point_group_measured_fraction_full 0.899
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        60.000
_diffrn_reflns_theta_max         59.999
_diffrn_reflns_theta_min         3.285
_exptl_absorpt_coefficient_mu    12.996
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1132
_refine_diff_density_max         2.308
_refine_diff_density_min         -1.388
_refine_diff_density_rms         0.197
_refine_ls_abs_structure_details
;
 Flack x determined using 3962 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1084
_refine_ls_number_reflns         13005
_refine_ls_number_restraints     231
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0744
_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^)+(0.0720P)^2^+51.3791P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1959
_refine_ls_wR_factor_ref         0.2071
_reflns_Friedel_coverage         0.844
_reflns_Friedel_fraction_full    0.823
_reflns_Friedel_fraction_max     0.823
_reflns_number_gt                11050
_reflns_number_total             13005
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b13171_si_002.cif
_cod_data_source_block           jiang-cjl-0725
_cod_depositor_comments
'Adding full bibliography for 4125563--4125564.cif.'
_cod_database_code               4125564
_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. Uiso/Uaniso restraints and constraints
C9AA \\sim C027 \\sim C38 \\sim C71 \\sim C100 \\sim C119: within 2A with sigma
of 0.001 and sigma for terminal atoms of 0.002
S13 \\sim O41 \\sim C25 \\sim C35: within 2A with sigma of 0.001 and sigma for
terminal atoms of 0.002
S007 \\sim O18 \\sim C3AA \\sim C051: within 2A with sigma of 0.001 and sigma
for terminal atoms of 0.002
O037 \\sim N065 \\sim C1AA \\sim C7 \\sim C053: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002
N24 \\sim C15 \\sim C048 \\sim C059: within 2A with sigma of 0.001 and sigma
for terminal atoms of 0.002
O4 \\sim N4 \\sim C2BA \\sim C4BA: within 2A with sigma of 0.001 and sigma for
terminal atoms of 0.002
C022 \\sim C030 \\sim C038 \\sim C025 \\sim C72 \\sim C039: within 2A with
sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C24) \\sim Ueq, Uanis(S050) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(O072)
\\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C052) \\sim Ueq, Uanis(C55) \\sim Ueq,
Uanis(C72) \\sim Ueq, Uanis(C024) \\sim Ueq, Uanis(C4BA) \\sim Ueq: with sigma
of 0.02 and sigma for terminal atoms of 0.04
3. Others
 Fixed Sof: S035(0.5) SO35(0.5)
4.a Ternary CH refined with riding coordinates:
 C4BA(H4BA), C053(H053), C18(H18), C048(H048)
4.b Aromatic/amide H refined with riding coordinates:
 N4(H4), N5(H5), N11(H11), N29(H29), N42(H42), N057(H057), N063(H063),
 N065(H065), C0AA(H0AA), C1BA(H1BA), C2AA(H2AA), C024(H024), C30(H30),
 C031(H031), C052(H052), C58(H58), C068(H068), C069(H069), C070(H070),
 C143(H143), N3(H3), N24(H24), N029(H029), N036(H036), N045(H045), N055(H055),
 N056(H056), N058(H058), C9AA(H9AA), C027(H027), C030(H030), C038(H038),
 C38(H38), C039(H039), C41(H41), C043(H043), C047(H047), C53(H53), C72(H72),
 C100(H100)
4.c Idealised Me refined as rotating group:
 C0BA(H0BA,H0BB,H0BC), C20(H20A,H20B,H20C), C15(H15A,H15B,H15C), C042(H04A,
 H04B,H04C)
;
_shelx_res_checksum              18064
_shelx_hkl_checksum              31980
_shelx_shelxl_version_number     2014/8
_olex2_submission_special_instructions 'No special instructions were received'