Styrene Purification by Guest-Induced Restructuring of Pillar[6]arene.
Jie, Kecheng; Liu, Ming; Zhou, Yujuan; Little, Marc A.; Bonakala, Satyanarayana; Chong, Samantha Y.; Stephenson, Andrew; Chen, Linjiang; Huang, Feihe; Cooper, Andrew I.; Journal of the American Chemical Society 139 (2017) 2908–2911; doi:10.1021/jacs.6b13300

data_4125659
_publ_section_title
;
 Styrene Purification by Guest-Induced Restructuring of Pillar[6]arene.
;
_journal_issue                   8
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2908
_journal_page_last               2911
_journal_paper_doi               10.1021/jacs.6b13300
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C55 H70 O10, 2(C4 H8 O)'
_chemical_formula_sum            'C63 H86 O12'
_chemical_formula_weight         1035.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-12-14
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.11.10 svn.r3248 for OlexSys, GUI svn.r5133)
;
_cell_angle_alpha                89.286(2)
_cell_angle_beta                 87.831(2)
_cell_angle_gamma                81.840(2)
_cell_formula_units_Z            4
_cell_length_a                   11.9397(9)
_cell_length_b                   21.1861(16)
_cell_length_c                   23.6062(17)
_cell_measurement_reflns_used    9255
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.447
_cell_measurement_theta_min      2.245
_cell_volume                     5906.5(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            82752
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         0.863
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.7470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0988 before and 0.0657 after correction.
The Ratio of minimum to maximum transmission is 0.8049.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.382
_exptl_crystal_size_mid          0.332
_exptl_crystal_size_min          0.148
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1393
_refine_ls_number_reflns         24155
_refine_ls_number_restraints     155
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1203
_refine_ls_R_factor_gt           0.0681
_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^)+(0.0807P)^2^+3.3698P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.1970
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14726
_reflns_number_total             24155
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b13300_si_002.cif
_cod_data_source_block           pillar_5_arene_thf
_cod_database_code               4125659
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C1A-C113 = C1A-C14B = C15B-C14B = C116-C115 = C116-C113 = C114-C113
 1.54 with sigma of 0.02
 O16B-C113 = O16B-C15B = O16-C114 = O16-C115
 1.43 with sigma of 0.02
 O12-C107 \\sim O12-C7B
 with sigma of 0.02
 C108-C107 \\sim C7B-C108
 with sigma of 0.02
 O10-C38 \\sim O10-C38B
 with sigma of 0.02
 C39-C38 \\sim C39B-C38B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C38B) \\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C39B) \\sim Ueq, Uanis(C39)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 O24, C121, C122, C123, C124
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O21, C109, C110, C111, C112
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O23, C117, C118, C119, C120
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O10, C38, C39, C38B, C39B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O1, C46, C47
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H11C)=Sof(H11D)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(C14B)=Sof(H14C)=
 Sof(H14D)=Sof(C15B)=Sof(H15A)=Sof(H15B)=Sof(O16B)=1-FVAR(1)
 Sof(H11A)=Sof(H11B)=Sof(C114)=Sof(H11E)=Sof(H11F)=Sof(O16)=Sof(C115)=
 Sof(H11G)=Sof(H11H)=Sof(C116)=Sof(H11I)=Sof(H11J)=FVAR(1)
 Sof(H10X)=Sof(H10Y)=Sof(H)=Sof(C7B)=Sof(H7BA)=Sof(H7BB)=1-FVAR(2)
 Sof(C107)=Sof(H10S)=Sof(H10T)=Sof(H10U)=Sof(H10V)=Sof(H10W)=FVAR(2)
 Sof(C38B)=Sof(H38C)=Sof(H38D)=Sof(C39B)=Sof(H39D)=Sof(H39E)=Sof(H39F)=1-FVAR(3)
 Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(H39C)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C21(H21A,H21B), C28(H28A,H28B), C35(H35A,H35B),
 C36(H36A,H36B), C38(H38A,H38B), C40(H40A,H40B), C42(H42A,H42B), C44(H44A,H44B),
  C46(H46A,H46B), C48(H48A,H48B), C50(H50A,H50B), C52(H52A,H52B), C54(H54A,
 H54B), C62(H62A,H62B), C68(H68A,H68B), C75(H75A,H75B), C82(H82A,H82B),
 C89(H89A,H89B), C90(H90A,H90B), C92(H92A,H92B), C94(H94A,H94B), C96(H96A,H96B),
  C97(H97A,H97B), C99(H99A,H99B), C101(H10D,H10E), C103(H10I,H10J), C105(H10N,
 H10O), C107(H10S,H10T), C109(H10Z,HA), C110(H11K,H11L), C111(H11M,H11N),
 C112(H11O,H11P), C117(H11Q,H11R), C118(H11S,H11T), C119(H11U,H11V), C120(H12A,
 H12B), C121(H12C,H12D), C122(H12E,H12F), C123(H12G,H12H), C124(H12I,H12J),
 C113(H11A,H11B), C113(H11C,H11D), C114(H11E,H11F), C115(H11G,H11H), C116(H11I,
 H11J), C1A(H1AA,H1AB), C14B(H14C,H14D), C15B(H15A,H15B), C7B(H7BA,H7BB),
 C38B(H38C,H38D)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C10(H10), C13(H13), C17(H17), C20(H20), C24(H24), C27(H27),
 C31(H31), C34(H34), C56(H56), C59(H59), C64(H64), C67(H67), C70(H70), C73(H73),
  C77(H77), C80(H80), C84(H84), C87(H87)
6.c Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C41(H41A,H41B,H41C), C43(H43A,H43B,
 H43C), C45(H45A,H45B,H45C), C47(H47A,H47B,H47C), C49(H49A,H49B,H49C), C51(H51A,
 H51B,H51C), C53(H53A,H53B,H53C), C55(H55A,H55B,H55C), C03I(H03A,H03B,H03C),
 C91(H91A,H91B,H91C), C93(H93A,H93B,H93C), C95(H95A,H95B,H95C), C98(H98A,H98B,
 H98C), C100(H10A,H10B,H10C), C102(H10F,H10G,H10H), C104(H10K,H10L,H10M),
 C106(H10P,H10Q,H10R), C108(H10U,H10V,H10W), C108(H10X,H10Y,H), C39B(H39D,H39E,
 H39F)
;
_shelx_res_checksum              65846
_shelx_hkl_checksum              7002
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'