Selective complexation and efficient separation of cis/trans-1,2-dichloroethene isomers by a pillar[5]arene
Li, Bin; Xu, Kaidi; Wang, Yiliang; Su, Hang; Cui, Lei; Li, Chunju; RSC Advances 10 (2020) 45112–45115; doi:10.1039/D0RA09307F

data_7241936
_publ_section_title
;
 Selective complexation and efficient separation of
 cis/trans-1,2-dichloroethene isomers by a pillar[5]arene
;
_journal_issue                   73
_journal_name_full               'RSC Advances'
_journal_page_first              45112
_journal_page_last               45115
_journal_paper_doi               10.1039/D0RA09307F
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         '4(C2 H2 Cl2), C55 H70 O10, C55 H69 O10'
_chemical_formula_sum            'C118 H147 Cl8 O20'
_chemical_formula_weight         2168.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-01-15
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2020-08-22 deposited with the CCDC.	2020-11-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.33(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.214(4)
_cell_length_b                   20.800(4)
_cell_length_c                   25.875(5)
_cell_measurement_reflns_used    34121
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4855
_cell_measurement_theta_min      1.2642
_cell_volume                     11762(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      153.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            62961
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         0.932
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_description       block
_exptl_crystal_F_000             4604
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.729
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.170
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1437
_refine_ls_number_reflns         20645
_refine_ls_number_restraints     330
_refine_ls_restrained_S_all      1.135
_refine_ls_R_factor_all          0.1781
_refine_ls_R_factor_gt           0.1578
_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^)+(0.1570P)^2^+142.9180P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4057
_refine_ls_wR_factor_ref         0.4279
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17742
_reflns_number_total             20645
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ra09307f2.cif
_cod_data_source_block           bww18009
_cod_database_code               7241936
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.948
_shelx_estimated_absorpt_t_min   0.918
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H5A,H5B,H5C} of C5, All C(H,H) groups
 At 1.5 times of:
  {H2AA,H2AB,H2AC} of C2AA, {H0AA,H0AB,H0AC} of C0AA, {H13K,H13L,H13M} of
  C134, {H13F,H13G,H13H} of C132, {H13A,H13B,H13C} of C130, {H12Q,H12R,H12S} of
  C129, {H12Z,H,HA} of C128, {H12W,H12X,H12Y} of C127, {H12L,H12M,H12N} of C125,
   {H12T,H12U,H12V} of C124, {H12I,H12J,H12K} of C123, {H12F,H12G,H12H} of C122,
   {H12C,H12D,H12E} of C121, {H11U,H11V,H11W} of C119, {H11P,H11Q,H11R} of C117,
   {H11K,H11L,H11M} of C114, {H11C,H11D,H11E} of C113, {H11H,H11I,H11J} of C110,
   {H10K,H10L,H10M} of C104
2. Restrained distances
 C3-C138
 1.33 with sigma of 0.01
 Cl3A-C138 = Cl3-C138
 1.74 with sigma of 0.02
 Cl8-C3AA = Cl8A-C3AA = Cl9A-C7 = Cl9-C7
 1.74 with sigma of 0.02
 C7-C3AA
 1.33 with sigma of 0.01
 C7-C3AA = C7A-C3AB
 1.33 with sigma of 0.02
 Cl9A-C7A = Cl9-C7 = Cl8A-C3AB = Cl8-C3AA
 1.74 with sigma of 0.02
 O32-C136 = O32-C2
 1.43 with sigma of 0.02
 C5-C136 = C5-C2
 1.54 with sigma of 0.02
 C4AA-C131 = C4AB-C4
 1.33 with sigma of 0.02
 Cl1-C4AA = Cl1A-C4AB = Cl4-C131 = Cl4A-C4
 1.74 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl3 \\sim C138 \\sim Cl5 \\sim Cl3A \\sim Cl5A: within 1.7A with sigma of 0.01
and sigma for terminal atoms of 0.01
Cl9 \\sim C3AA \\sim C7 \\sim Cl9A \\sim Cl8 \\sim Cl8A: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.01
Cl8 \\sim Cl9 \\sim C3AA \\sim C7 \\sim Cl8A \\sim Cl9A \\sim C3AB \\sim C7A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01
O32 \\sim C136 \\sim C5 \\sim C2: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.01
Cl1 \\sim C131 \\sim C4AA \\sim Cl1A \\sim C4AB \\sim Cl4 \\sim Cl4A \\sim C4:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(Cl3) \\sim Ueq, Uanis(C138) \\sim Ueq, Uanis(Cl5) \\sim Ueq, Uanis(Cl3A)
\\sim Ueq, Uanis(Cl5A) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.01
Uanis(Cl9) \\sim Ueq, Uanis(C3AA) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(Cl9A)
\\sim Ueq, Uanis(Cl8) \\sim Ueq, Uanis(Cl8A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.01
Uanis(Cl8) \\sim Ueq, Uanis(Cl9) \\sim Ueq, Uanis(C3AA) \\sim Ueq, Uanis(C7)
\\sim Ueq, Uanis(Cl9A) \\sim Ueq, Uanis(C3AB) \\sim Ueq, Uanis(C7A) \\sim Ueq,
Uanis(Cl8A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(O32) \\sim Ueq, Uanis(C136) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C2)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(Cl1) \\sim Ueq, Uanis(C131) \\sim Ueq, Uanis(C4AA) \\sim Ueq, Uanis(Cl1A)
\\sim Ueq, Uanis(Cl4A) \\sim Ueq, Uanis(C4AB) \\sim Ueq, Uanis(Cl4) \\sim Ueq,
Uanis(C4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4. Others
 Sof(Cl3A)=Sof(Cl5A)=1-FVAR(1)
 Sof(Cl3)=Sof(Cl5)=FVAR(1)
 Sof(Cl8A)=Sof(Cl9A)=Sof(C3AB)=Sof(H3AB)=Sof(C7A)=Sof(H7A)=1-FVAR(2)
 Sof(Cl8)=Sof(Cl9)=Sof(C3AA)=Sof(H3AA)=Sof(C7)=Sof(H7)=FVAR(2)
 Sof(C2)=Sof(H2A)=Sof(H2B)=1-FVAR(3)
 Sof(C136)=Sof(H13D)=Sof(H13E)=FVAR(3)
 Sof(Cl1A)=Sof(Cl4A)=Sof(C4)=Sof(H4)=Sof(C4AB)=Sof(H4AB)=1-FVAR(4)
 Sof(Cl1)=Sof(Cl4)=Sof(C131)=Sof(H131)=Sof(C4AA)=Sof(H4AA)=FVAR(4)
5.a Riding coordinates:
 C138(H138), C3(H3), C5(H5A,H5B,H5C), C2(H2A,H2B)
5.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C41(H41A,H41B), C51(H51A,H51B), C68(H68A,H68B), C73(H73A,
 H73B), C76(H76A,H76B), C81(H81A,H81B), C83(H83A,H83B), C84(H84A,H84B),
 C89(H89A,H89B), C90(H90A,H90B), C91(H91A,H91B), C95(H95A,H95B), C96(H96A,H96B),
  C98(H98A,H98B), C99(H99A,H99B), C102(H10G,H10H), C103(H10I,H10J), C105(H10A,
 H10B), C106(H10C,H10D), C108(H10E,H10F), C112(H11A,H11B), C115(H11N,H11O),
 C116(H11F,H11G), C118(H11S,H11T), C120(H12A,H12B), C126(H12O,H12P), C133(H13I,
 H13J), C136(H13D,H13E)
5.c Aromatic/amide H refined with riding coordinates:
 C29(H29), C30(H30), C39(H39), C43(H43), C52(H52), C55(H55), C56(H56),
 C61(H61), C65(H65), C67(H67), C71(H71), C74(H74), C75(H75), C86(H86), C87(H87),
  C88(H88), C97(H97), C100(H100), C107(H107), C111(H111), C131(H131),
 C137(H137), C1AA(H1AA), C1(H1), C4AA(H4AA), C3AA(H3AA), C7(H7), C3AB(H3AB),
 C7A(H7A), C4(H4), C4AB(H4AB)
5.d Idealised Me refined as rotating group:
 C104(H10K,H10L,H10M), C110(H11H,H11I,H11J), C113(H11C,H11D,H11E), C114(H11K,
 H11L,H11M), C117(H11P,H11Q,H11R), C119(H11U,H11V,H11W), C121(H12C,H12D,H12E),
 C122(H12F,H12G,H12H), C123(H12I,H12J,H12K), C124(H12T,H12U,H12V), C125(H12L,
 H12M,H12N), C127(H12W,H12X,H12Y), C128(H12Z,H,HA), C129(H12Q,H12R,H12S),
 C130(H13A,H13B,H13C), C132(H13F,H13G,H13H), C134(H13K,H13L,H13M), C0AA(H0AA,
 H0AB,H0AC), C2AA(H2AA,H2AB,H2AC)
;
_olex2_submission_special_instructions 'No special instructions were received'