Dimeric Resorcinarene Salt Capsules with Very Tight Encapsulation of Anions and Guest Molecules
Pan, Fangfang; Beyeh, N. Kodiah; Rissanen, Kari; RSC Adv.  (2015) –; doi:10.1039/C5RA11905G

data_7220894
_publ_section_title
;
 Dimeric Resorcinarene Salt Capsules with Very Tight Encapsulation of
 Anions and Guest Molecules
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA11905G
_journal_year                    2015
_chemical_formula_moiety         'C60 H88 N4 O8, 4(C F3 O3 S), 2(C H4 O)'
_chemical_formula_sum            'C66 H96 F12 N4 O22 S4'
_chemical_formula_weight         1653.70
_chemical_name_systematic
;
 ?
;
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-05-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_audit_update_record
;
2015-05-19 deposited with the CCDC.
2015-06-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.209(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.4805(7)
_cell_length_b                   31.8766(7)
_cell_length_c                   15.9510(5)
_cell_measurement_reflns_used    17747
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      76.1930
_cell_measurement_theta_min      4.0020
_cell_volume                     7630.5(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -49.00   33.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176   37.0000 -180.0000 82

  2 omega -113.00  -13.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176  -57.0000   30.0000 100

  3 omega  -95.00   -2.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1176  125.0000  150.0000 93

  4 omega  -35.00   74.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       41.1176  -77.0000  -60.0000 109

  5 omega   36.00  136.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000  -90.0000 100

  6 omega   36.00  116.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000   90.0000 80

  7 omega   41.00   91.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -120.0000 50

  8 omega   37.00  157.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -15.0000   30.0000 120

  9 omega   35.00  109.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -150.0000 74

 10 omega   36.00   90.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 54

 11 omega  102.00  174.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000    0.0000 72

 12 omega   40.00  129.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -61.0000   60.0000 89

 13 omega   93.00  175.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000   60.0000 82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0166242000
_diffrn_orient_matrix_UB_12      -0.0241525000
_diffrn_orient_matrix_UB_13      -0.0861672000
_diffrn_orient_matrix_UB_21      -0.0958352000
_diffrn_orient_matrix_UB_22      -0.0097009000
_diffrn_orient_matrix_UB_23      0.0057632000
_diffrn_orient_matrix_UB_31      -0.0326900000
_diffrn_orient_matrix_UB_32      0.0407261000
_diffrn_orient_matrix_UB_33      -0.0497259000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_laue_measured_fraction_full 0.998
_diffrn_reflns_laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13484
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.750
_diffrn_reflns_theta_max         66.744
_diffrn_reflns_theta_min         3.177
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.057
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.837
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
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    1.440
_exptl_crystal_description       plate
_exptl_crystal_F_000             3472
_exptl_crystal_size_max          0.3697
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.083
_refine_diff_density_max         0.773
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1168
_refine_ls_number_reflns         13484
_refine_ls_number_restraints     79
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0885
_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^)+(0.1226P)^2^+26.0562P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2750
_refine_ls_wR_factor_ref         0.2819
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11316
_reflns_number_total             13484
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ra11905g2.cif
_cod_data_source_block           OTf.MeOH_2@4.3OTf.MeOH_2
_cod_database_code               7220894
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C60 H60 O8 N4'
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, All N(H,H)
  groups, All N(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Shared sites
{C38A, C38B}
3. Restrained distances
 C38B-C39B = C38A-C39A
 1.52 with sigma of 0.02
 H1-O1 = H22-O22
 0.84 with sigma of 0.02
 S3B-O15B \\sim S3B-O16B \\sim S3B-O17B
 with sigma of 0.02
 S4-O18A \\sim S4-O18B \\sim S4-O19A \\sim S4-O19B \\sim S4-O20A \\sim S4-O20B
 with sigma of 0.02
 C64-F10A \\sim C64-F11A \\sim C64-F12A \\sim C64-F10B \\sim C64-F11B \\sim
C64-F12B \\sim C63B-F7B ~
 C63B-F8B \\sim C63B-F9B
 with sigma of 0.02
 F7B-F8B \\sim F8B-F9B \\sim F7B-F9B
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C41B) \\sim Ueq, Uanis(C58B) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(F11A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C38A) = Uanis(C38B)
Uiso(F8B) = Uiso(C63B) = Uiso(F7B) = Uiso(F9B)
5. Others
 Sof(C38B)=Sof(H38B)=Sof(C39B)=Sof(H39C)=Sof(H39D)=Sof(C40B)=Sof(H40C)=
 Sof(H40D)=Sof(C41B)=Sof(H41C)=Sof(H41D)=Sof(H42C)=Sof(H42D)=Sof(H43C)=
 Sof(H43D)=Sof(H3BC)=Sof(H3BD)=1-FVAR(1)
 Sof(C38A)=Sof(H38A)=Sof(C39A)=Sof(H39A)=Sof(H39B)=Sof(C40A)=Sof(H40A)=
 Sof(H40B)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(H42A)=Sof(H42B)=Sof(H43A)=Sof(H43B)=
 Sof(H3AA)=Sof(H3AB)=FVAR(1)
 Sof(C53B)=Sof(H53B)=Sof(C54B)=Sof(H54C)=Sof(H54D)=Sof(C55B)=Sof(H55C)=
 Sof(H55D)=Sof(C56B)=Sof(H56C)=Sof(H56D)=Sof(C57B)=Sof(H57C)=Sof(H57D)=
 Sof(C58B)=Sof(H58C)=Sof(H58D)=Sof(H4AC)=Sof(H4AD)=1-FVAR(2)
 Sof(C53A)=Sof(H53A)=Sof(C54A)=Sof(H54A)=Sof(H54B)=Sof(C55A)=Sof(H55A)=
 Sof(H55B)=Sof(C56A)=Sof(H56A)=Sof(H56B)=Sof(C57A)=Sof(H57A)=Sof(H57B)=
 Sof(C58A)=Sof(H58A)=Sof(H58B)=Sof(H4AA)=Sof(H4AB)=FVAR(2)
 Sof(F10B)=Sof(F11B)=Sof(F12B)=Sof(O18B)=Sof(O19B)=Sof(O20B)=1-FVAR(3)
 Sof(F10A)=Sof(F11A)=Sof(F12A)=Sof(O18A)=Sof(O19A)=Sof(O20A)=FVAR(3)
 Fixed Sof: C63A(0.9) C63B(0.1) F7A(0.9) F7B(0.1) F8A(0.9) F8B(0.1) F9A(0.9)
 F9B(0.1) O15A(0.9) O15B(0.1) O16A(0.9) O16B(0.1) O17A(0.9) O17B(0.1) S3A(0.9)
 S3B(0.1)
6.a Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C23(H23), C29(H29), C38A(H38A), C38B(H38B), C44(H44),
 C53A(H53A), C53B(H53B), C59(H59)
6.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C22(H22A,H22B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B), C37(H37A,H37B), C39A(H39A,H39B), C39B(H39C,
 H39D), C40A(H40A,H40B), C40B(H40C,H40D), C41(H41A,H41B), C41B(H41C,H41D),
 C42(H42A,H42B), C42(H42C,H42D), C43(H43A,H43B), C43(H43C,H43D), C52(H52A,H52B),
  C54A(H54A,H54B), C54B(H54C,H54D), C55A(H55A,H55B), C55B(H55C,H55D), C56A(H56A,
 H56B), C56B(H56C,H56D), C57A(H57A,H57B), C57B(H57C,H57D), C58A(H58A,H58B),
 C58B(H58C,H58D), N1(H1A,H1B), N2(H2A,H2B), N3(H3AA,H3AB), N3(H3BC,H3BD),
 N4A(H4AA,H4AB), N4A(H4AC,H4AD)
6.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C21(H21), C36(H36), C51(H51)
6.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C30(H30A,H30B,H30C), C45(H45A,H45B,H45C), C60(H60A,H60B,
 H60C), C66(H66A,H66B,H66C), C65(H65A,H65B,H65C)
6.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3), O4(H4), O5(H5), O6(H6A), O7(H7), O8(H8A), O21(H21A)
;
_olex2_submission_special_instructions 'No special instructions were received'