Anion binding by biotin[6]uril in water.
Lisbjerg, Micke; Nielsen, Bjarne E.; Milhøj, Birgitte O; Sauer, Stephan P. A.; Pittelkow, Michael; Organic & biomolecular chemistry 13 (2015) 369–373; doi:10.1039/c4ob02211d

data_7154207
_publ_section_title
;
 Anion binding by biotin[6]uril in water.
;
_journal_issue                   2
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              369
_journal_page_last               373
_journal_paper_doi               10.1039/c4ob02211d
_journal_volume                  13
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C66 H96 N12 O18 S6, 2(H2 O)'
_chemical_formula_sum            'C66 H100 N12 O20 S6'
_chemical_formula_weight         1573.93
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-10-15
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.775(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.2582(11)
_cell_length_b                   16.6588(13)
_cell_length_c                   20.6422(17)
_cell_measurement_reflns_used    9948
_cell_measurement_temperature    122
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.36
_cell_volume                     4126.6(6)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker Instrument Service v3.0.26'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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_temperature      122
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1066
_diffrn_reflns_av_unetI/netI     0.1019
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            58643
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.417
_diffrn_reflns_theta_min         2.143
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7038
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2014/3 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.1498 before and 0.0833 after correction.
The Ratio of minimum to maximum transmission is 0.7038.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       needle
_exptl_crystal_F_000             1672
_exptl_crystal_size_max          0.98
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.115
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details
;
 Flack x determined using 3731 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.13(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     934
_refine_ls_number_reflns         16755
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.1368
_refine_ls_R_factor_gt           0.0804
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1440P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2055
_refine_ls_wR_factor_ref         0.2307
_reflns_Friedel_coverage         0.922
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                9880
_reflns_number_total             16755
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4ob02211d2.cif
_cod_data_source_block           mo_d8v457_0m
_cod_depositor_comments          'Adding full bibliography for 7154207.cif.'
_cod_database_code               7154207
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.973
_shelx_estimated_absorpt_t_min   0.801
_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 O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C53) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C54) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C53) = Uanis(C52)
3.a Everything fixed:
 H3, H6, H12, H9, H18, H19C, H19D, H15A
3.b Free rotating group:
 O20(H20C,H20D)
3.c Ternary CH refined with riding coordinates:
 C26(H26), C38(H38), C4(H4), C14(H14), C16(H16), C3(H3A), C59(H59), C27(H27),
 C5(H5), C60(H60), C48(H48), C36(H36), C37(H37), C58(H58), C25(H25), C15(H15),
 C47(H47), C49(H49)
3.d Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C7(H7A,H7B), C6(H6A,H6B), C41(H41A,H41B), C11(H11A,H11B),
 C19(H19A,H19B), C8(H8A,H8B), C39(H39A,H39B), C40(H40A,H40B), C66(H66A,H66B),
 C9(H9A,H9B), C24(H24A,H24B), C22(H22A,H22B), C20(H20A,H20B), C57(H57A,H57B),
 C33(H33A,H33B), C18(H18A,H18B), C55(H55A,H55B), C13(H13A,H13B), C2(H2A,H2B),
 C44(H44A,H44B), C46(H46A,H46B), C42(H42A,H42B), C35(H35A,H35B), C61(H61A,H61B),
  C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B), C29(H29A,H29B), C28(H28A,
 H28B), C31(H31A,H31B), C30(H30A,H30B), C52(H52A,H52B), C50(H50A,H50B),
 C51(H51A,H51B), C53(H53A,H53B)
;
_shelx_res_checksum              92360
_shelx_hkl_checksum              99850
_olex2_submission_special_instructions 'No special instructions were received'