Supramolecular interactions between ethylene-bridged oligoureas: nanorings and chains formed by cooperative positive allostery
Tilly, David P.; Žabka, Matej; Vitorica-Yrzebal, Inigo; Sparkes, Hazel Anne; Pridmore, Natalie E.; Clayden, Jonathan; Chemical Science  (2022) –; doi:10.1039/D2SC04716K

data_1567860
_publ_section_title
;
 Supramolecular interactions between ethylene-bridged oligoureas:
 nanorings and chains formed by cooperative positive allostery
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC04716K
_journal_year                    2022
_chemical_formula_moiety         '0.5(C42 H47 F6 N6 O5), 0.5(C42 H48 F6 N6 O5)'
_chemical_formula_sum            'C42 H47.5 F6 N6 O5'
_chemical_formula_weight         830.36
_chemical_melting_point          444
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-06-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-07-13 deposited with the CCDC.	2022-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                84.902(4)
_cell_angle_beta                 89.962(4)
_cell_angle_gamma                87.554(4)
_cell_formula_units_Z            4
_cell_length_a                   9.9573(5)
_cell_length_b                   19.5693(11)
_cell_length_c                   20.9138(11)
_cell_measurement_reflns_used    10052
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.4800
_cell_measurement_theta_min      1.8860
_cell_volume                     4055.4(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \f      0.00 179.00   1.00    0.20   0.00   0.00   0.00    --   179
  2  \w   -145.00  24.00   1.00    0.20    --   30.00   0.00   0.00  169
  3  \w   -145.00  24.00   1.00    0.20    --   30.00   0.00 120.00  169
  4  \w   -145.00  24.00   1.00    0.20    --   30.00   0.00 240.00  169
;
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0162077000
_diffrn_orient_matrix_UB_12      0.0195009000
_diffrn_orient_matrix_UB_13      -0.0277761000
_diffrn_orient_matrix_UB_21      -0.0398830000
_diffrn_orient_matrix_UB_22      0.0269398000
_diffrn_orient_matrix_UB_23      0.0093759000
_diffrn_orient_matrix_UB_31      0.0542492000
_diffrn_orient_matrix_UB_32      0.0120587000
_diffrn_orient_matrix_UB_33      0.0153105000
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            40914
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         24.610
_diffrn_reflns_theta_min         1.895
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_description       plate
_exptl_crystal_F_000             1742
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetonitrile'
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.154
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.508
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1070
_refine_ls_number_reflns         40914
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.508
_refine_ls_R_factor_all          0.1602
_refine_ls_R_factor_gt           0.1231
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3821
_refine_ls_wR_factor_ref         0.4043
_reflns_Friedel_coverage         0.000
_reflns_number_gt                26140
_reflns_number_total             40914
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.6779\% 
around [0.01 0.07 1.00] (reciprocal) or [0.05 -0.02 1.00] (direct)
Component 3 rotated by -179.9689\% 
around [0.00 0.08 1.00] (reciprocal) or [-0.00 -0.00 1.00] (direct)
Component 4 rotated by 3.5467\% 
around [0.35 0.93 -0.11] (reciprocal) or [0.80 0.59 -0.11] (direct)
;
_cod_data_source_file            d2sc04716k2.cif
_cod_data_source_block           m_d70_c1_col1__twin1_hklf4
_cod_original_formula_sum        'C42 H47.50 F6 N6 O5'
_cod_database_code               1567860
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.996
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.288(3)
 0.1518(15) 0.317(2) 0.243(2)
2. 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
3.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C6(H6A,H6B), C7(H7A,H7B), C20(H20A,H20B), C32(H32A,H32B),
 C27(H27A,H27B), C13(H13A,H13B), C14(H14A,H14B), C28(H28A,H28B), C15(H15A,H15B),
  C61(H61A,H61B), C62(H62A,H62B), C49(H49A,H49B), C74(H74A,H74B), C68(H68A,
 H68B), C48(H48A,H48B), C69(H69A,H69B), C70(H70A,H70B), C55(H55A,H55B),
 C56(H56A,H56B), C57(H57A,H57B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N4(H4), N6(H6), N2(H2), C23(H23), C31(H31), C10(H10A), C30(H30),
 C34(H34), C24(H24), C3(H3), C42(H42), C37(H37), C11(H11), C39(H39), C38(H38),
 C36(H36), C35(H35), C26(H26), C18(H18), C17(H17), N8(H8), N12(H12), N7(H7),
 N10(H10), C65(H65), C81(H81), C73(H73), C72(H72), C66(H66), C79(H79), C76(H76),
  C45(H45), C80(H80), C53(H53), C52(H52), C78(H78), C84(H84), C77(H77),
 C60(H60), C59(H59)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C29(H29A,H29B,H29C), C71(H71A,H71B,H71C), C58(H58A,H58B,
 H58C)
;
_shelx_res_checksum              99019
_shelx_hkl_checksum              6068
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.527
_oxdiff_exptl_absorpt_empirical_full_min 0.475
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               4