Syntheses and Structures of Functionalized [9]Cycloparaphenylenes as Carbon Nanohoops Bearing Carbomethoxy and N-Phenylphthalimido Groups.
Li, Shuangjiang; Huang, Changfeng; Thakellapalli, Haresh; Farajidizaji, Behzad; Popp, Brian V.; Petersen, Jeffrey L.; Wang, Kung K.; Organic letters 18 (2016) 2268–2271; doi:10.1021/acs.orglett.6b00904

data_1555556
_publ_section_title
;
 Syntheses and Structures of Functionalized [9]Cycloparaphenylenes as
 Carbon Nanohoops Bearing Carbomethoxy and N-Phenylphthalimido Groups.
;
_journal_issue                   9
_journal_name_full               'Organic letters'
_journal_page_first              2268
_journal_page_last               2271
_journal_paper_doi               10.1021/acs.orglett.6b00904
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C22 H18 Br2 O4'
_chemical_formula_weight         506.18
_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   geom
_audit_creation_method           'APEX2 v2014.7-1'
_cell_angle_alpha                90
_cell_angle_beta                 90.7067(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4295(3)
_cell_length_b                   10.9126(4)
_cell_length_c                   22.0700(9)
_cell_measurement_reflns_used    9831
_cell_measurement_temperature    105.(2)
_cell_measurement_theta_max      32.4791
_cell_measurement_theta_min      3.0539
_cell_volume                     2030.02(13)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      105.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker AXS D8 Venture fixed-chi'
_diffrn_measurement_method       'omega scan, PHOTON 100 CMOS'
_diffrn_radiation_monochromator  Triumph
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            21353
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.05
_diffrn_source_type              fine-focus
_exptl_absorpt_coefficient_mu    4.019
_exptl_absorpt_correction_T_max  0.52
_exptl_absorpt_correction_T_min  0.32
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/3 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       paralellopiped
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.456
_exptl_crystal_size_mid          0.296
_exptl_crystal_size_min          0.188
_refine_diff_density_max         0.994
_refine_diff_density_min         -0.825
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         5910
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0348
_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^)+(0.0359P)^2^+1.0854P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0811
_reflns_number_gt                4605
_reflns_number_total             5910
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol6b00904_si_002.cif
_cod_data_source_block           compound_3
_cod_database_code               1555556
_shelx_res_checksum              16700