<i>Cis</i>-<i>Trans</i> Selectivity of Haloalkene Isomers in Nonporous Adaptive Pillararene Crystals.
Zhou, Yujuan; Jie, Kecheng; Zhao, Run; Huang, Feihe; Journal of the American Chemical Society 141 (2019) 11847–11851; doi:10.1021/jacs.9b06188

data_4128552
_publ_section_title
;
 <i>Cis</i>-<i>Trans</i> Selectivity of Haloalkene Isomers in Nonporous
 Adaptive Pillararene Crystals.
;
_journal_issue                   30
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11847
_journal_page_last               11851
_journal_paper_doi               10.1021/jacs.9b06188
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C4 H6 Cl2, C55 H70 O10'
_chemical_formula_sum            'C59 H76 Cl2 O10'
_chemical_formula_weight         1016.09
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   42.9147(15)
_cell_length_b                   15.7637(5)
_cell_length_c                   16.3301(5)
_cell_measurement_reflns_used    9803
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      53.620
_cell_measurement_theta_min      3.508
_cell_volume                     11047.2(6)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       52
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            90616
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.995
_diffrn_reflns_theta_min         3.507
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.983
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1793 before and 0.0721 after correction. The Ratio of minimum to maximum transmission is 0.7948. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       block
_exptl_crystal_F_000             4352
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.047
_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     686
_refine_ls_number_reflns         10505
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1229
_refine_ls_R_factor_gt           0.0715
_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^)+(0.0577P)^2^+13.7048P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1553
_refine_ls_wR_factor_ref         0.1850
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6390
_reflns_number_total             10505
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b06188_si_002.cif
_cod_data_source_block           zyj20181129_2
_cod_database_code               4128552
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.891
_shelx_estimated_absorpt_t_min   0.828
_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
 Cl02-C56 = Cl01-C59 = Cl01-C62
 1.78 with sigma of 0.02
 C57-C56 = C58-C59 = C61-C62
 1.5 with sigma of 0.02
 C57-C58
 1.3 with sigma of 0.02
 Cl02-C63
 1.78 with sigma of 0.02
 C63-C60
 1.5 with sigma of 0.02
 C61-C60
 1.33 with sigma of 0.02
 C63-C61
 2.3 with sigma of 0.02
3. Restrained planarity
 C56, C57, C58, C59
 with sigma of 0.01
 C60, C61, C62, C63
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Cl01 \\sim Cl02 \\sim C61: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C61 \\sim C62: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Cl02 \\sim C60 \\sim C63: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
5. Others
 Fixed Sof: C60(0.5) H60(0.5) C61(0.5) H61(0.5) C62(0.5) H62A(0.5) H62B(0.5)
 C63(0.5) H63A(0.5) H63B(0.5) C56(0.5) H56A(0.5) H56B(0.5) C57(0.5) H57(0.5)
 C58(0.5) H58(0.5) C59(0.5) H59A(0.5) H59B(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C62(H62A,H62B), C63(H63A,H63B), C56(H56A,H56B), C59(H59A,H59B), 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)
6.b Aromatic/amide H refined with riding coordinates:
 C60(H60), C61(H61), C57(H57), C58(H58), C2(H2), C5(H5), C9(H9), C12(H12),
 C16(H16), C19(H19), C23(H23), C26(H26), C30(H30), C33(H33)
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)
;
_shelx_res_checksum              26295
_shelx_hkl_checksum              88060
_olex2_submission_special_instructions 'No special instructions were received'