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_1567850
_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         'C43 H48 N10 O5'
_chemical_formula_sum            'C43 H48 N10 O5'
_chemical_formula_weight         784.91
_chemical_name_systematic
3-phenyl-1,1-bis(2-(3-phenyl-1-(2-(3-phenylureido)ethyl)ureido)ethyl)urea
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-08-30
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6392)
;
_audit_update_record
;
2022-08-08 deposited with the CCDC.	2022-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.052(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8818(2)
_cell_length_b                   7.74130(10)
_cell_length_c                   40.5948(6)
_cell_measurement_reflns_used    15293
_cell_measurement_temperature    174.9(3)
_cell_measurement_theta_max      76.1710
_cell_measurement_theta_min      2.1430
_cell_volume                     4008.28(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      174.9(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -34.00   0.00   1.00    1.00    --   44.70   3.00  68.00   34
  2  \w     20.00 198.00   1.00    1.00    --  108.20   3.00  68.00  178
  3  \w     61.00 133.00   1.00    1.00    --   44.70  30.00 -90.00   72
  4  \w     72.00 133.00   1.00    1.00    --   44.70  60.00 -90.00   61
  5  \w    -44.00   0.00   1.00    1.00    --   44.70  30.00 -90.00   44
  6  \w    -45.00  52.00   1.00    1.00    --   44.70  60.00 -90.00   97
  7  \w      8.00  46.00   1.00    1.00    --   44.70   3.00  68.00   38
  8  \w    111.00 142.00   1.00    1.00    --  108.20  50.00-180.00   31
  9  \w    100.00 198.00   1.00    1.00    --  108.20  50.00-120.00   98
 10  \w     19.00  45.00   1.00    1.00    --  108.20  50.00-180.00   26
 11  \w     80.00 194.00   1.00    1.00    --  108.20  50.00 -60.00  114
 12  \w     77.00 102.00   1.00    1.00    --  108.20  50.00-180.00   25
 13  \w     55.00 197.00   1.00    1.00    --  108.20  50.00-150.00  142
 14  \w    158.00 185.00   1.00    1.00    --  108.20  50.00-180.00   27
 15  \w     89.00 114.00   1.00    1.00    --  108.20  50.00 -90.00   25
 16  \w     24.00  49.00   1.00    1.00    --  108.20  50.00-150.00   25
 17  \w     27.00  52.00   1.00    1.00    --  108.20  50.00 -60.00   25
 18  \w    140.00 165.00   1.00    1.00    --  108.20  50.00 -90.00   25
 19  \w    138.00 163.00   1.00    1.00    --  108.20  50.00 -30.00   25
 20  \w     28.00  55.00   1.00    1.00    --  108.20  50.00-120.00   27
 21  \w     42.00  71.00   1.00    1.00    --   44.70   3.00  70.00   29
 22  \w    -45.00   1.00   1.00    1.00    --   44.70  50.00-120.00   46
 23  \w     67.00 108.00   1.00    1.00    --   44.70  60.00-180.00   41
 24  \w    -41.00 -11.00   1.00    1.00    --   44.70  10.00-120.00   30
 25  \w    -44.00 -18.00   1.00    1.00    --   44.70  40.00-180.00   26
 26  \w     72.00  98.00   1.00    1.00    --   44.70  60.00-120.00   26
 27  \w    -44.00 -18.00   1.00    1.00    --   44.70  60.00-180.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0721355000
_diffrn_orient_matrix_UB_12      -0.0109139000
_diffrn_orient_matrix_UB_13      -0.0271571000
_diffrn_orient_matrix_UB_21      -0.0967315000
_diffrn_orient_matrix_UB_22      0.0038601000
_diffrn_orient_matrix_UB_23      -0.0270144000
_diffrn_orient_matrix_UB_31      0.0058361000
_diffrn_orient_matrix_UB_32      0.1986822000
_diffrn_orient_matrix_UB_33      -0.0009577000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            32727
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.364
_diffrn_reflns_theta_min         2.198
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89155
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (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    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile'
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         7973
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0590
_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^)+(0.0705P)^2^+1.6066P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1543
_refine_ls_wR_factor_ref         0.1581
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7176
_reflns_number_total             7973
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc04716k2.cif
_cod_data_source_block           s5693l
_cod_database_code               1567850
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         CNHO
_shelx_estimated_absorpt_t_max   0.865
_shelx_estimated_absorpt_t_min   0.836
_diffrn_oxdiff_digest_frames
;
01548706d9665846636e651417ee1f7382011399726
;
_diffrn_oxdiff_digest_hkl
;
01c5229712f087e5b3bc9344380eae1f46a294
;
_reflns_odcompleteness_completeness 97.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Rigid body (RIGU) restrains
 C51A, C7A, C56, C12, C49, C51, C7, C55A, C12A, C56A, N48A, N48
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C47A, C47, N46, N46A, O52A, O52, N48A, N48
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
2. Others
 Sof(H45C)=Sof(H45D)=Sof(N46A)=Sof(N9A)=Sof(C15A)=Sof(H15C)=Sof(H15D)=
 Sof(C17A)=Sof(H17C)=Sof(H17D)=Sof(C49A)=Sof(C51A)=Sof(H51A)=Sof(C7A)=Sof(H7AA)=
 Sof(C55A)=Sof(H55A)=Sof(C56A)=Sof(H56A)=Sof(C12A)=Sof(H12A)=Sof(N48A)=
 Sof(H48A)=Sof(C47A)=Sof(O52A)=1-FVAR(1)
 Sof(O52)=Sof(N46)=Sof(N48)=Sof(H48)=Sof(C7)=Sof(H7A)=Sof(N9)=Sof(C12)=
 Sof(H12)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H45A)=
 Sof(H45B)=Sof(C47)=Sof(C49)=Sof(C51)=Sof(H51)=Sof(C55)=Sof(H55)=Sof(C56)=
 Sof(H56)=FVAR(1)
 Sof(H13A)=Sof(H13B)=Sof(N12B)=Sof(C11A)=Sof(H11C)=Sof(H11D)=Sof(C10A)=
 Sof(H10C)=Sof(H10D)=1-FVAR(2)
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H13C)=Sof(H13D)=
 Sof(N12A)=FVAR(2)
3.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C13(H13C,H13D), C13(H13A,H13B), C14(H14A,
 H14B), C15(H15A,H15B), C17(H17A,H17B), C44(H44A,H44B), C45(H45A,H45B),
 C45(H45C,H45D), C15A(H15C,H15D), C17A(H17C,H17D), C11A(H11C,H11D), C10A(H10C,
 H10D)
3.b Aromatic/amide H refined with riding coordinates:
 N7(H7), N15(H15), N18(H18), N21(H21), N41(H41), N43(H43), N48(H48), C2(H2),
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7A), C12(H12), C24(H24), C25(H25),
 C26(H26), C27(H27), C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34),
  C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C51(H51), C55(H55),
 C56(H56), C51A(H51A), C7A(H7AA), C55A(H55A), C56A(H56A), C12A(H12A), N48A(H48A)
;
_shelx_res_checksum              73497
_shelx_hkl_checksum              91377
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
;
_oxdiff_exptl_absorpt_empirical_full_max 1.149
_oxdiff_exptl_absorpt_empirical_full_min 0.757