Encapsulation of Ibuprofen in CD-MOF and Related Bioavailability Studies.
Hartlieb, Karel J.; Ferris, Daniel P.; Holcroft, James M.; Kandela, Irawati; Stern, Charlotte L.; Nassar, Majed S.; Botros, Youssry Y.; Stoddart, J. Fraser; Molecular pharmaceutics 14 (2017) 1831–1839; doi:10.1021/acs.molpharmaceut.7b00168

data_1545742
_publ_section_title
;
 Encapsulation of Ibuprofen in CD-MOF and Related Bioavailability Studies.
;
_journal_issue                   5
_journal_name_full               'Molecular pharmaceutics'
_journal_page_first              1831
_journal_page_last               1839
_journal_paper_doi               10.1021/acs.molpharmaceut.7b00168
_journal_volume                  14
_journal_year                    2017
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C96 H162 K4 O81, 5(H2 O), Cl'
_chemical_formula_sum            'C96 H172 Cl K4 O86'
_chemical_formula_weight         2894.18
_space_group_crystal_system      trigonal
_space_group_IT_number           155
_space_group_name_Hall           'R 3 2"'
_space_group_name_H-M_alt        'R 3 2 :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2016-12-01
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   42.8927(12)
_cell_length_b                   42.8927(12)
_cell_length_c                   56.6605(17)
_cell_measurement_reflns_used    9628
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.019
_cell_measurement_theta_min      3.337
_cell_volume                     90277(4)
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 V2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'Bruker SAINT'
_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      100.02
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'MX optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.944
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_k_min       -50
_diffrn_reflns_limit_l_max       62
_diffrn_reflns_limit_l_min       -66
_diffrn_reflns_number            718035
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.18
_diffrn_reflns_theta_min         0.78
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    1.570
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6344
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0808 before and 0.0600 after correction.
The Ratio of minimum to maximum transmission is 0.8429.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.958
_exptl_crystal_description       block
_exptl_crystal_F_000             27522
_exptl_crystal_size_max          0.224
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.144
_refine_diff_density_max         1.815
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.110
_refine_ls_abs_structure_details
;
 Flack x determined using 13453 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.081(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.223
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1768
_refine_ls_number_reflns         34288
_refine_ls_number_restraints     1617
_refine_ls_restrained_S_all      1.280
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0928
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2544
_refine_ls_wR_factor_ref         0.2710
_reflns_Friedel_coverage         0.914
_reflns_Friedel_fraction_full    0.941
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                30706
_reflns_number_total             34288
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            mp7b00168_si_002.cif
_cod_data_source_block           cx0892
_cod_depositor_comments          'Adding full bibliography for 1545742.cif.'
_cod_original_cell_volume        90277(6)
_cod_database_code               1545742
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.806
_shelx_estimated_absorpt_t_min   0.720
_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
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O4A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Sof(O14A)=Sof(H14A)=Sof(H18C)=Sof(H18D)=1-FVAR(1)
 Sof(O14)=Sof(H14)=Sof(H18A)=Sof(H18B)=FVAR(1)
 Sof(O4A)=Sof(H4A)=Sof(H6BC)=Sof(H6BD)=1-FVAR(2)
 Sof(O4)=Sof(H4)=Sof(H6AA)=Sof(H6AB)=FVAR(2)
 Sof(K5A)=1-FVAR(3)
 Sof(K5)=FVAR(3)
5.a Everything fixed:
 H2SA, H2SB, H3SA, H3SB
5.b Free rotating group:
 O1S(H1SA,H1SB), O4S(H4SA,H4SB), O5S(H5SA,H5SB), O7S(H7SA,H7SB)
5.c Ternary CH refined with riding coordinates:
 C1(H1A), C2(H2A), C3(H3), C4(H4B), C5(H5), C7(H7A), C8(H8), C9(H9A), C10(H10),
  C11(H11A), C13(H13), C14(H14B), C15(H15), C16(H16A), C17(H17A), C19(H19A),
 C20(H20), C21(H21A), C22(H22A), C23(H23), C25(H25), C26(H26A), C27(H27A),
 C28(H28), C29(H29A), C31(H31A), C32(H32A), C33(H33), C34(H34A), C35(H35),
 C37(H37A), C38(H38), C39(H39A), C40(H40), C41(H41), C43(H43), C44(H44),
 C45(H45), C46(H46), C47(H47), C49(H49A), C50(H50), C51(H51A), C52(H52A),
 C53(H53), C55(H55), C56(H56A), C57(H57A), C58(H58), C59(H59A), C61(H61A),
 C62(H62A), C63(H63), C64(H64A), C65(H65), C67(H67A), C68(H68), C69(H69A),
 C70(H70), C71(H71A), C73(H73), C74(H74A), C75(H75), C76(H76A), C77(H77A),
 C79(H79A), C80(H80), C81(H81), C82(H82), C83(H83), C85(H85), C86(H86),
 C87(H87), C88(H88), C89(H89), C91(H91), C92(H92), C93(H93), C94(H94), C95(H95)
5.d Secondary CH2 refined with riding coordinates:
 C6(H6AA,H6AB), C6(H6BC,H6BD), C12(H12A,H12B), C18(H18A,H18B), C18(H18C,H18D),
 C24(H24A,H24B), C30(H30A,H30B), C36(H36A,H36B), C42(H42A,H42B), C48(H48A,H48B),
  C54(H54A,H54B), C60(H60A,H60B), C66(H66A,H66B), C72(H72A,H72B), C78(H78A,
 H78B), C84(H84A,H84B), C90(H90A,H90B), C96(H96A,H96B)
5.e Tetrahedral OH refined with riding coordinates:
 O4(H4), O4A(H4A), O14A(H14A), O29(H29), O31(H31), O34(H34), O49(H49),
 O62(H62), O69(H69)
5.f Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O6(H6), O7(H7), O9(H9), O11(H11), O12(H12), O14(H14),
 O16(H16), O17(H17), O19(H19), O21(H21), O22(H22), O24(H24), O26(H26), O27(H27),
  O32(H32), O36(H36), O37(H37), O39(H39), O41(H41A), O42(H42), O44(H44A),
 O46(H46A), O47(H47A), O51(H51), O52(H52), O54(H54), O56(H56), O57(H57),
 O59(H59), O61(H61), O64(H64), O66(H66), O67(H67), O71(H71), O72(H72), O74(H74),
  O76(H76), O77(H77), O79(H79)
;
_smtbx_masks_special_details
;
The solvent masking procedure as implemented in Olex2 was used to remove the
electronic contribution of solvent molecules from the refinement.  As the exact
solvent content is not known, only the atoms used in the refinement model are
reported in the formula here.

Total solvent accessible volume / cell = 40486.9 Ang^3 [44.8%]
Total electron count / cell = 10076.4
;
_shelx_res_checksum              96975
_shelx_hkl_checksum              68368
_shelx_fab_checksum              47899
_olex2_date_sample_data_collection 2016-11-18
_olex2_date_sample_submission    2016-11-17
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id cx0892
_olex2_submission_special_instructions 'No special instructions were received'