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_4125658
_publ_section_title
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 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         'C66 H84 O12, C8 H10'
_chemical_formula_sum            'C74 H94 O12'
_chemical_formula_weight         1175.49
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-03-01
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 91.391(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.6120(6)
_cell_length_b                   12.9629(6)
_cell_length_c                   22.2541(11)
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    240
_cell_measurement_theta_max      73.886
_cell_measurement_theta_min      3.950
_cell_volume                     3348.8(3)
_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      240.0
_diffrn_detector                 'PHOTON 100 CMOS detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'PHOTON 100 CMOS detector'
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'KAPPA four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture with PHOTON 100 detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            43349
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        74.400
_diffrn_reflns_theta_max         74.463
_diffrn_reflns_theta_min         3.947
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.6921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0818 before and 0.0575 after correction.
The Ratio of minimum to maximum transmission is 0.9181.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_description       needle
_exptl_crystal_F_000             1268
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.092
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         6740
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0765
_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^)+(0.0757P)^2^+1.4446P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1663
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5161
_reflns_number_total             6740
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b13300_si_005.cif
_cod_data_source_block           pillar6arene_ethylbenzene_240k
_cod_database_code               4125658
_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
2. Restrained distances
 C37-C36 = C38-C37 = C38-C36_$1
 1.39 with sigma of 0.001
 C13-C12 \\sim C13-C12B
 with sigma of 0.02
 O4-C20 \\sim O4-C22
 with sigma of 0.02
 C21-C20 \\sim C23-C22
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 O3, C13, C12, C12B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C40, C36, C37, C38, C39
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O4, C22, C23, C20, C21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H13C)=Sof(H13D)=Sof(C12B)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=Sof(H13A)=Sof(H13B)=FVAR(1)
 Fixed Sof: C20(0.5) H20A(0.5) H20B(0.5) C21(0.5) H21A(0.5) H21B(0.5)
 H21C(0.5) C22(0.5) H22A(0.5) H22B(0.5) C23(0.5) H23A(0.5) H23B(0.5) H23C(0.5)
 H38(0.5) C39(0.5) H39A(0.5) H39B(0.5) C40(0.5) H40A(0.5) H40B(0.5) H40C(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C9(H9A,H9B), C11(H11A,H11B), C13(H13A,H13B), C13(H13C,H13D),
 C24(H24A,H24B), C31(H31A,H31B), C33(H33A,H33B), C34(H34A,H34B), C20(H20A,H20B),
  C22(H22A,H22B), C39(H39A,H39B)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C8(H8), C15(H15), C18(H18), C27(H27), C30(H30), C36(H36), C37(H37),
 C38(H38)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C32(H32A,H32B,
 H32C), C35(H35A,H35B,H35C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C40(H40A,
 H40B,H40C), C12B(H12D,H12E,H12F)
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_plat410_alert_2_b
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Problem:  Short Intra H...H Contact H15 .. H13C .. 1.88 Ang.
Response: H-atoms were therefore placed in estimated positions and refined 
using the riding model. The estimated positions of the H-atoms for the 
disordered EtP6 -CH2-CH3 groups are unlikely to be correct. This resulted 
in an unlikely close intramolecular H-H contacts between one of the -CH2- 
H-atoms and one aryl -C-H H-atom 
;
_shelx_res_checksum              58579
_shelx_hkl_checksum              79901
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'