Structural deformation and host‒guest properties of doubly-reduced cycloparaphenylenes, [n]CPPs2− (n = 6, 8, 10, and 12)
Zhou, Zheng; Wei, Zheng; Schaub, Tobias A.; Jasti, Ramesh; Petrukhina, Marina A.; Chemical Science  (2020) –; doi:10.1039/D0SC03072D

data_1558820
_publ_section_title
;
 Structural deformation and host--guest properties of doubly-reduced
 cycloparaphenylenes, [n]CPPs2&#x2212; (n = 6, 8, 10, and 12)
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC03072D
_journal_year                    2020
_chemical_formula_moiety         '2(C28 H40 K O10), 7(C4 H8 O), C72 H48'
_chemical_formula_sum            'C156 H184 K2 O27'
_chemical_formula_weight         2569.22
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-03-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-05-23 deposited with the CCDC.	2020-07-27 downloaded from the CCDC.
;
_cell_angle_alpha                104.7300(10)
_cell_angle_beta                 103.0350(10)
_cell_angle_gamma                108.1510(10)
_cell_formula_units_Z            1
_cell_length_a                   13.3620(5)
_cell_length_b                   14.3577(5)
_cell_length_c                   19.7293(7)
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.47
_cell_measurement_theta_min      2.53
_cell_volume                     3281.6(2)
_computing_cell_refinement       'SAINT V.8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 v.2014.9-0 (Bruker AXS Inc., 2014)'
_computing_data_reduction        'SAINT V.8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics
;
OLEX2: a complete structure solution, refinement and analysis program 
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann.
J. Appl. Cryst. (2009). 42, 339-341;
;
_computing_publication_material
;
 APEX2 v.2014.9-0 (Bruker AXS Inc., 2014)
 OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement  'XL-2014/7 (Sheldrick, 2015b)'
_computing_structure_solution    'XT 2014/5 (Sheldrick, 2015a)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_type            'Pilatus3 \\times 2M detector'
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'Bruker D8 fixed-chi'
_diffrn_measurement_method       '\f scans'
_diffrn_radiation_collimation    '0.2 mm sinlge-pinhole'
_diffrn_radiation_monochromator  'Silicon 111'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.61992
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.934
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            56692
_diffrn_reflns_point_group_measured_fraction_full 0.934
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        21.647
_diffrn_reflns_theta_max         21.647
_diffrn_reflns_theta_min         0.987
_diffrn_source                   synchrotron
_diffrn_source_type
'Insertion Device, Station 15 ID-B, APS, Argonne Nat'l Lab'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.7309
_exptl_absorpt_correction_T_min  0.6084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption 
correction. wR2(int) was 0.1209 before and 0.0611 after 
correction. The Ratio of minimum to maximum transmission 
is 0.8324. The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       block
_exptl_crystal_F_000             1374
_exptl_crystal_size_max          0.006
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_min          0.002
_refine_diff_density_max         0.697
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.058
_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     721
_refine_ls_number_reflns         10827
_refine_ls_number_restraints     542
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0794
_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^)+(0.1521P)^2^+1.4510P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2462
_refine_ls_wR_factor_ref         0.2534
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9347
_reflns_number_total             10827
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc03072d2.cif
_cod_data_source_block           3
_cod_database_code               1558820
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   1.000
_shelx_estimated_absorpt_t_min   0.999
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O11-C68 = O11-C65
 1.43 with sigma of 0.02
 C67-C68 = C66-C67 = C66-C65
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1 \\sim C1 \\sim C2 \\sim C2 \\sim C3 \\sim C3 \\sim C4 \\sim C4 \\sim C5
\\sim C5 \\sim C6 \\sim C6 \\sim C7 \\sim C7 \\sim C8 \\sim C8 \\sim C9 \\sim
C9 \\sim C10 \\sim C10 \\sim C11 \\sim C11 \\sim C12 \\sim C12 \\sim C13 \\sim
C13 \\sim C14 \\sim C14 \\sim C15 \\sim C15 \\sim C16 \\sim C16 \\sim C17 \\sim
C17 \\sim C18 \\sim C18 \\sim C19 \\sim C19 \\sim C20 \\sim C20 \\sim C21 \\sim
C21 \\sim C22 \\sim C22 \\sim C23 \\sim C23 \\sim C24 \\sim C24 \\sim C25 \\sim
C25 \\sim C26 \\sim C26 \\sim C27 \\sim C27 \\sim C28 \\sim C28 \\sim C29 \\sim
C29 \\sim C30 \\sim C30 \\sim C31 \\sim C31 \\sim C32 \\sim C32 \\sim C33 \\sim
C33 \\sim C34 \\sim C34 \\sim C35 \\sim C35 \\sim C36 \\sim C36: within 2A with
sigma of 0.005 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C1, C1, C2, C2, C3, C3, C4, C4, C5, C5, C6, C6, C7, C7, C8, C8, C9, C9, C10,
 C10, C11, C11, C12, C12, C13, C13, C14, C14, C15, C15, C16, C16, C17, C17, C18,
  C18, C19, C19, C20, C20, C21, C21, C22, C22, C23, C23, C24, C24, C25, C25,
 C26, C26, C27, C27, C28, C28, C29, C29, C30, C30, C31, C31, C32, C32, C33, C33,
  C34, C34, C35, C35, C36, C36
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,
 H47B), C48(H48A,H48B), C49(H49A,H49B), C50(H50A,H50B), C57(H57A,H57B),
 C58(H58A,H58B), C59(H59A,H59B), C60(H60A,H60B), C61(H61A,H61B), C62(H62A,H62B),
  C63(H63A,H63B), C64(H64A,H64B), C65(H65A,H65B), C66(H66A,H66B), C67(H67A,
 H67B), C68(H68A,H68B)
5.b Aromatic/amide H refined with riding coordinates:
 C38(H38), C39(H39), C40(H40), C41(H41), C52(H52), C53(H53), C54(H54),
 C55(H55), C1(H1), C2(H2), C4(H4), C5(H5), C8(H8), C9(H9), C11(H11), C12(H12),
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24),
  C26(H26), C27(H27), C29(H29), C30(H30), C32(H32), C33(H33), C35(H35), C36(H36)
;
_shelx_res_checksum              63646
_shelx_fab_checksum              8760
_olex2_submission_special_instructions 'No special instructions were received'