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_4125657
_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         'C33 H42 O6, 0.5(C8 H8)'
_chemical_formula_sum            'C37 H46 O6'
_chemical_formula_weight         586.74
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2016-09-29
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                95.142(6)
_cell_angle_beta                 94.750(7)
_cell_angle_gamma                102.165(6)
_cell_formula_units_Z            2
_cell_length_a                   10.7372(9)
_cell_length_b                   11.7516(8)
_cell_length_c                   13.5410(11)
_cell_measurement_reflns_used    2672
_cell_measurement_temperature    170.0
_cell_measurement_theta_max      29.3161
_cell_measurement_theta_min      2.9131
_cell_volume                     1654.4(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
  1 omega  -20.00   66.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       10.7652   77.0000    0.0000 86

  2 omega  -67.00   38.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       10.7652  -77.0000 -120.0000 105

  3 omega  -46.00   40.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.7183   77.0000  120.0000 86
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0390414000
_diffrn_orient_matrix_UB_12      -0.0006052000
_diffrn_orient_matrix_UB_13      0.0447618000
_diffrn_orient_matrix_UB_21      0.0431560000
_diffrn_orient_matrix_UB_22      0.0509392000
_diffrn_orient_matrix_UB_23      -0.0105895000
_diffrn_orient_matrix_UB_31      -0.0350770000
_diffrn_orient_matrix_UB_32      0.0355496000
_diffrn_orient_matrix_UB_33      0.0260920000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_av_unetI/netI     0.1225
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10790
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.919
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         6716
_refine_ls_number_restraints     103
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1798
_refine_ls_R_factor_gt           0.1055
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1079P)^2^+2.0228P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2429
_refine_ls_wR_factor_ref         0.2957
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3369
_reflns_number_total             6716
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b13300_si_006.cif
_cod_data_source_block           160523_p6_benyixi_lt
_cod_database_code               4125657
_chemical_oxdiff_formula         'c10 h10 n2 o8'
_reflns_odcompleteness_completeness 99.11
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C40-C46
 1.5 with sigma of 0.02
 C46-C47
 1.4 with sigma of 0.02
 C40-C47
 2.5 with sigma of 0.02
 C45-C46 \\sim C46-C41
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C40) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C46)
\\sim Ueq, Uanis(C47) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C41) \\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(C42) \\sim Ueq, Uanis(C45)
\\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C47) \\sim Ueq,
Uanis(C44) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4. Rigid body (RIGU) restrains
 C40, C41, C45, C46, C47
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C40, C41, C42, C43, C44, C45, C46, C47
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C41(0.5) H41(0.5) C40(0.5) C45(0.5) H45(0.5) C44(0.5) H44(0.5)
 C43(0.5) H43(0.5) C42(0.5) H42(0.5) C46(0.5) H46(0.5) C47(0.5) H47A(0.5)
 H47B(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C8(H8A,H8B), C12(H12A,H12B), C17(H17A,H17B), C26(H26A,H26B),
 C30(H30A,H30B), C31(H31A,H31B), C35(H35A,H35B), C37(H37A,H37B)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C14(H14), C20(H20), C21(H21), C29(H29), C41(H41), C45(H45),
 C44(H44), C43(H43), C42(H42), C46(H46)
6.c Fitted hexagon refined as free rotating group:
 C41(C40,C45,C44,C43,C42)
6.d X=CH2 refined with riding coordinates:
 C47(H47A,H47B)
6.e Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C23(H23A,H23B,H23C), C32(H32A,H32B,H32C), C36(H36A,H36B,
 H36C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C)
;
_shelx_res_checksum              25830
_shelx_hkl_checksum              18936
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'