Synthesis of Belt- and Möbius-Shaped Cycloparaphenylenes by Rhodium-Catalyzed Alkyne Cyclotrimerization.
Nishigaki, Shuhei; Shibata, Yu; Nakajima, Atsuya; Okajima, Hajime; Masumoto, Yui; Osawa, Taisei; Muranaka, Atsuya; Sugiyama, Haruki; Horikawa, Ayano; Uekusa, Hidehiro; Koshino, Hiroyuki; Uchiyama, Masanobu; Sakamoto, Akira; Tanaka, Ken; Journal of the American Chemical Society 141 (2019) 14955–14960; doi:10.1021/jacs.9b06197

data_4129000
_publ_section_title
;
 Synthesis of Belt- and M\"obius-Shaped Cycloparaphenylenes by
 Rhodium-Catalyzed Alkyne Cyclotrimerization.
;
_journal_issue                   38
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14955
_journal_page_last               14960
_journal_paper_doi               10.1021/jacs.9b06197
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C88 H96 O8,3(C6H5Cl)'
_chemical_formula_sum            'C106 H111 Cl3 O8'
_chemical_formula_weight         1619.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 91.6540(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4631(2)
_cell_length_b                   22.4492(4)
_cell_length_c                   30.1000(6)
_cell_measurement_reflns_used    116912
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      68.221
_cell_measurement_theta_min      3.537
_cell_volume                     8418.1(3)
_computing_cell_refinement       RAPID-AUTO
_computing_data_collection       RAPID-AUTO
_computing_data_reduction        RAPID-AUTO
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'RIGAKU R-AXIS RAPID'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            116912
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         68.221
_diffrn_reflns_theta_min         3.537
_diffrn_source                   'rotating anode x-ray'
_diffrn_source_type              Rigaku
_exptl_absorpt_coefficient_mu    1.461
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_T_min  0.784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'abscor T.Higashi RIGAKU'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       block
_exptl_crystal_F_000             3448
_exptl_crystal_recrystallization_method chlorobenzene
_exptl_crystal_size_max          0.127
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.066
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1194
_refine_ls_number_reflns         15260
_refine_ls_number_restraints     171
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0586
_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^)+(0.0907P)^2^+4.6060P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1587
_refine_ls_wR_factor_ref         0.1703
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12271
_reflns_number_total             15260
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b06197_si_002.cif
_cod_data_source_block           shelx_a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4129000
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.836
_shelx_estimated_absorpt_t_max   0.910
_shelx_res_checksum              98476
_shelx_hkl_checksum              58779