The Crystalline Sponge Method: A Solvent-Based Strategy to Facilitate Noncovalent Ordered Trapping of Solid and Liquid Organic Compounds
Ramadhar, Timothy R.; Zheng, Shao-Liang; Chen, Yu-Sheng; Clardy, Jon; CrystEngComm  (2017) –; doi:10.1039/C7CE00885F

data_7228688
_publ_section_title
;
 The Crystalline Sponge Method: A Solvent-Based Strategy to Facilitate
 Noncovalent Ordered Trapping of Solid and Liquid Organic Compounds
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_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE00885F
_journal_year                    2017
_chemical_formula_moiety         'C72 H48 I12 N24 Zn6, 2.07(C8 H8 O3)'
_chemical_formula_sum            'C88.57 H64.57 I12 N24 O6.21 Zn6'
_chemical_formula_weight         3479.51
_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
_audit_creation_date             2017-04-20
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2017-04-24 deposited with the CCDC.
2017-07-14 downloaded from the CCDC.
;
_cell_angle_alpha                102.7281(10)
_cell_angle_beta                 91.7744(10)
_cell_angle_gamma                110.7963(9)
_cell_formula_units_Z            2
_cell_length_a                   14.9223(8)
_cell_length_b                   18.9078(11)
_cell_length_c                   32.5910(18)
_cell_measurement_reflns_used    9303
_cell_measurement_temperature    100
_cell_measurement_theta_max      14.415
_cell_measurement_theta_min      2.228
_cell_volume                     8324.8(8)
_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    'SHELXTL XT-2014/5 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Pilatus 1M CdTe Pixel Array Detector'
_diffrn_detector_type            'Pilatus 1M CdTe Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device
'Huber three-circle goniometer with free kappa'
_diffrn_measurement_device_type
'Huber three-circle goniometer with free kappa'
_diffrn_measurement_method       'phi scans'
_diffrn_radiation_monochromator  'Si 1 1 1'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.41328
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            175431
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        14.357
_diffrn_reflns_theta_max         14.497
_diffrn_reflns_theta_min         0.691
_diffrn_source                   synchrotron
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  0.9512
_exptl_absorpt_correction_T_min  0.8525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0635 before and 0.0569 after correction. The Ratio of minimum to maximum transmission is 0.8962. The \l/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_description       prism
_exptl_crystal_F_000             3259
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.179
_refine_diff_density_min         -1.421
_refine_diff_density_rms         0.194
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1471
_refine_ls_number_reflns         29411
_refine_ls_number_restraints     392
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0718
_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^)+(0.1312P)^2^+50.2672P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2339
_refine_ls_wR_factor_ref         0.2452
_reflns_Friedel_coverage         0.000
_reflns_number_gt                23438
_reflns_number_total             29411
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ce00885f2.cif
_cod_data_source_block           tim70c-vanillin_a
_cod_database_code               7228688
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.972
_shelx_estimated_absorpt_t_min   0.814
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 Zn1-I2 \\sim Zn1A-I2A
 with sigma of 0.02
 Zn4-N8 \\sim Zn4A-N8
 with sigma of 0.02
 Zn4-N13 \\sim Zn4A-N13
 with sigma of 0.02
 Zn4-I7 \\sim Zn4A-I7A
 with sigma of 0.02
 O2-C80 \\sim O5-C88 \\sim O8-C96 \\sim O11-C104
 with sigma of 0.02
 C73-C74 \\sim C81-C82 \\sim C89-C90 \\sim C97-C98
 with sigma of 0.02
 C79-O1 \\sim C99-O10
 with sigma of 0.02
 O7-C89 \\sim O10-C97 \\sim O4-C81
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Zn1) = Uanis(Zn1A)
Uanis(I1) = Uanis(I1A)
Uanis(I2) = Uanis(I2A)
Uanis(Zn3) = Uanis(Zn3A)
Uanis(I5) = Uanis(I5A)
Uanis(I6) = Uanis(I6A)
Uanis(Zn4) = Uanis(Zn4A)
Uanis(I7) = Uanis(I7A)
Uanis(I8) = Uanis(I8A)
Uanis(Zn5) = Uanis(Zn5A)
Uanis(I9) = Uanis(I9A)
Uanis(I10) = Uanis(I10A)
4. Rigid body (RIGU) restrains
 C80, O1, C73, C74, C75, C79, C76, C78, C77, O2, O3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C86, O4, C81, C82, C83, C87, C84, C85, O5, O6, C88
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O8, O7, C89, C90, C91, C95, C92, C94, C93, O9, C96
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C99, O10, C97, C98, C103, C100, C102, C101, O11, O12, C104
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C82, C83, C84, C85, C86, C87} sigma for 1-2: 0.02, 1-3: 0.04
{C90, C91, C92, C93, C94, C95} sigma for 1-2: 0.02, 1-3: 0.04
{C98, C99, C100, C101, C102, C103} sigma for 1-2: 0.02, 1-3: 0.04
as
{C74, C75, C76, C77, C78, C79}
6. Others
 Sof(Zn4A)=Sof(I7A)=Sof(I8A)=1-FVAR(1)
 Sof(Zn4)=Sof(I7)=Sof(I8)=FVAR(1)
 Sof(I1A)=Sof(Zn1A)=Sof(I2A)=1-FVAR(2)
 Sof(Zn1)=Sof(I1)=Sof(I2)=FVAR(2)
 Sof(Zn3A)=Sof(I5A)=Sof(I6A)=1-FVAR(3)
 Sof(Zn3)=Sof(I5)=Sof(I6)=FVAR(3)
 Sof(Zn5A)=Sof(I9A)=Sof(I10A)=1-FVAR(4)
 Sof(Zn5)=Sof(I9)=Sof(I10)=FVAR(4)
 Sof(O1)=Sof(C73)=Sof(H73)=Sof(C74)=Sof(C75)=Sof(H75)=Sof(C76)=Sof(C77)=
 Sof(C78)=Sof(H78)=Sof(C79)=Sof(H79)=Sof(O2)=Sof(C80)=Sof(H80A)=Sof(H80B)=
 Sof(H80C)=Sof(O3)=Sof(H3)=FVAR(5)
 Sof(O4)=Sof(C81)=Sof(H81)=Sof(C82)=Sof(C83)=Sof(H83)=Sof(C84)=Sof(C85)=
 Sof(C86)=Sof(H86)=Sof(C87)=Sof(H87)=Sof(O5)=Sof(C88)=Sof(H88A)=Sof(H88B)=
 Sof(H88C)=Sof(O6)=Sof(H6A)=FVAR(6)
 Sof(O7)=Sof(C89)=Sof(H89)=Sof(C90)=Sof(C91)=Sof(H91)=Sof(C92)=Sof(C93)=
 Sof(C94)=Sof(H94)=Sof(C95)=Sof(H95)=Sof(O8)=Sof(C96)=Sof(H96A)=Sof(H96B)=
 Sof(H96C)=Sof(O9)=Sof(H9A)=FVAR(7)
 Sof(O10)=Sof(C97)=Sof(H97)=Sof(C98)=Sof(C99)=Sof(H99)=Sof(C100)=Sof(C101)=
 Sof(C102)=Sof(H102)=Sof(C103)=Sof(H103)=Sof(O11)=Sof(C104)=Sof(H10A)=Sof(H10B)=
 Sof(H10C)=Sof(O12)=Sof(H12A)=FVAR(8)
7.a Me refined with riding coordinates:
 C88(H88A,H88B,H88C), C96(H96A,H96B,H96C)
7.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24),
  C25(H25), C27(H27), C28(H28), C29(H29), C30(H30), C32(H32), C33(H33),
 C37(H37), C38(H38), C40(H40), C41(H41), C42(H42), C43(H43), C45(H45), C46(H46),
  C47(H47), C48(H48), C50(H50), C51(H51), C55(H55), C56(H56), C58(H58),
 C59(H59), C60(H60), C61(H61), C63(H63), C64(H64), C1BA(H1BA), C66(H66),
 C68(H68), C69(H69), C73(H73), C75(H75), C78(H78), C79(H79), C81(H81), C83(H83),
  C86(H86), C87(H87), C89(H89), C91(H91), C94(H94), C95(H95), C97(H97),
 C99(H99), C102(H102), C103(H103)
7.c Tetrahedral OH refined with riding coordinates:
 O3(H3), O12(H12A)
7.d Idealised Me refined as rotating group:
 C80(H80A,H80B,H80C), C104(H10A,H10B,H10C)
7.e Idealised tetrahedral OH refined as rotating group:
 O6(H6A), O9(H9A)
;
_shelx_res_checksum              32803
_olex2_submission_special_instructions 'No special instructions were received'