Better big or strained? Deformations of shape persistent arylene butadiynylene macrocycles
Małecki, Marcin S.; Dopieralski, Przemysław; Gulia, Nurbey; Pigulski, Bartłomiej; Lis, Tadeusz; Szafert, Sławomir; New Journal of Chemistry 47 (2023) 6086–6094; doi:10.1039/D3NJ00155E

data_7062273
_publ_section_title
;
 Better big or strained? Deformations of shape persistent arylene
 butadiynylene macrocycles
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6086
_journal_page_last               6094
_journal_paper_doi               10.1039/D3NJ00155E
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C75 H70 O5, 0.608(C7 H16)'
_chemical_formula_sum            'C79.25 H79.71 O5'
_chemical_formula_weight         1112.14
_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             2022-10-14
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-10-14 deposited with the CCDC.	2023-02-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.749(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1140(11)
_cell_length_b                   22.1265(19)
_cell_length_c                   24.9668(19)
_cell_measurement_reflns_used    2217
_cell_measurement_temperature    103(4)
_cell_measurement_theta_max      29.8147
_cell_measurement_theta_min      2.8376
_cell_volume                     7117.4(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      103(4)
_diffrn_detector_area_resol_mean 10.3456
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details
;
  1 omega  -55.00   65.00   1.0000  200.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.2780   63.0000 -147.0000 120

  2 omega  -65.00    1.00   1.0000  350.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0280  -37.0000  -60.0000 66
;
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0439934000
_diffrn_orient_matrix_UB_12      0.0192214000
_diffrn_orient_matrix_UB_13      -0.0035086000
_diffrn_orient_matrix_UB_21      -0.0189391000
_diffrn_orient_matrix_UB_22      -0.0134468000
_diffrn_orient_matrix_UB_23      -0.0257426000
_diffrn_orient_matrix_UB_31      -0.0271172000
_diffrn_orient_matrix_UB_32      -0.0218389000
_diffrn_orient_matrix_UB_33      0.0127241000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1161
_diffrn_reflns_av_unetI/netI     0.2623
_diffrn_reflns_Laue_measured_fraction_full 0.958
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            26252
_diffrn_reflns_point_group_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.843
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76563
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.038
_exptl_crystal_description       block
_exptl_crystal_F_000             2381
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.078
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     806
_refine_ls_number_reflns         13274
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.2856
_refine_ls_R_factor_gt           0.1427
_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^)+(0.0947P)^2^+38.1858P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3307
_refine_ls_wR_factor_ref         0.3806
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5269
_reflns_number_total             13274
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj00155e1.cif
_cod_data_source_block           guliab
_cod_depositor_comments
'Adding full bibliography for 7062272--7062273.cif.'
_cod_database_code               7062273
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C76) \\sim Ueq, Uanis(C77) \\sim Ueq, Uanis(C78) \\sim Ueq, Uanis(C79)
\\sim Ueq, Uanis(C80) \\sim Ueq, Uanis(C81) \\sim Ueq, Uanis(C82) \\sim Ueq:
with sigma of 0.04 and sigma for terminal atoms of 0.04
3. Others
 Sof(C76)=Sof(H76A)=Sof(H76B)=Sof(H76C)=Sof(C77)=Sof(H77A)=Sof(H77B)=Sof(C78)=
 Sof(H78A)=Sof(H78B)=Sof(C79)=Sof(H79A)=Sof(H79B)=Sof(C82)=Sof(H82A)=Sof(H82B)=
 Sof(H82C)=Sof(C81)=Sof(H81A)=Sof(H81B)=Sof(C80)=Sof(H80A)=Sof(H80B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C77(H77A,H77B), C78(H78A,H78B), C79(H79A,H79B), C81(H81A,H81B), C80(H80A,H80B)
4.b Me refined with riding coordinates:
 C82(H82A,H82B,H82C)
4.c Aromatic/amide H refined with riding coordinates:
 C47(H47), C62(H62), C3(H3), C64(H64), C34(H34), C19(H19), C32(H32), C5(H5),
 C17(H17), C49(H49)
4.d Idealised Me refined as rotating group:
 C56(H56A,H56B,H56C), C10(H10A,H10B,H10C), C9(H9A,H9B,H9C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C), C11(H11A,H11B,H11C), C26(H26A,H26B,H26C), C41(H41A,
 H41B,H41C), C37(H37A,H37B,H37C), C54(H54A,H54B,H54C), C39(H39A,H39B,H39C),
 C70(H70A,H70B,H70C), C69(H69A,H69B,H69C), C55(H55A,H55B,H55C), C22(H22A,H22B,
 H22C), C71(H71A,H71B,H71C), C40(H40A,H40B,H40C), C7(H7A,H7B,H7C), C52(H52A,
 H52B,H52C), C67(H67A,H67B,H67C), C76(H76A,H76B,H76C)
;
_shelx_res_checksum              46988
_olex2_submission_special_instructions 'No special instructions were received'