Controlling the Recognition and Reactivity of Alkyl Ammonium Guests Using an Anion Coordination-Based Tetrahedral Cage.
Zhang, Wenyao; Yang, Dong; Zhao, Jie; Hou, Lekai; Sessler, Jonathan L.; Yang, Xiao-Juan; Wu, Biao; Journal of the American Chemical Society 140 (2018) 5248–5256; doi:10.1021/jacs.8b01488

data_4132091
_publ_section_title
;
 Controlling the Recognition and Reactivity of Alkyl Ammonium Guests Using
 an Anion Coordination-Based Tetrahedral Cage.
;
_journal_issue                   15
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5248
_journal_page_last               5256
_journal_paper_doi               10.1021/jacs.8b01488
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety
'4(C66 H48 K N18 O18), C136 H96 K2 N36 O32, 6(C15 N), 2(C), 2(C6 N), C4 K O4, 2(C9 N), 8(O4 P), 2(C5 N), 2(C63 H48 N18 O12), 2(C7.31 H17.77 N0.72)'
_chemical_formula_sum            'C676.5 H419.5 K7 N157.25 O164 P8'
_chemical_formula_weight         13896.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-12-22
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.340(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   43.470(3)
_cell_length_b                   39.035(3)
_cell_length_c                   58.398(5)
_cell_measurement_reflns_used    9858
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      57.72
_cell_measurement_theta_min      2.56
_cell_volume                     98045(13)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      152.99
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1388
_diffrn_reflns_av_unetI/netI     0.1002
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       69
_diffrn_reflns_limit_l_min       -69
_diffrn_reflns_number            370540
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        66.902
_diffrn_reflns_theta_max         66.902
_diffrn_reflns_theta_min         2.264
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.959
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8533
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    0.941
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             28577
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.705
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     4392
_refine_ls_number_reflns         85668
_refine_ls_number_restraints     68
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.2138
_refine_ls_R_factor_gt           0.1407
_refine_ls_shift/su_max          0.078
_refine_ls_shift/su_mean         0.002
_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          0.3616
_refine_ls_wR_factor_ref         0.4381
_reflns_Friedel_coverage         0.000
_reflns_number_gt                27927
_reflns_number_total             85668
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b01488_si_002.cif
_cod_data_source_block           Cage3-N2223
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'none' was changed to
'?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_formula_sum        'C676.50 H419.50 K7 N157.25 O164 P8'
_cod_database_code               4132091
_shelx_estimated_absorpt_t_max   0.910
_shelx_estimated_absorpt_t_min   0.762
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C308-C307 = C308-C309 = C291-C292
 1.55 with sigma of 0.01
 N77-C406 = N77-C400 = N77-C401 = N77-C402 = N78-C425 = N78-C421
 1.5 with sigma of 0.01
 N78-C411 = N78-C412
 1.5 with sigma of 0.01
 N82-C441 = N82-C443 = N77-C400
 1.5 with sigma of 0.01
 C406-C407 = C400-C401 = C402-C403 = C421-C426 = C401-C409
 1.55 with sigma of 0.01
 C410-C400 = C441-C442
 1.55 with sigma of 0.01
 N73-C259
 1.5 with sigma of 0.01
 N62-O39 = N62-O40
 1.2 with sigma of 0.01
 N54-O35 = N54-O36
 1.2 with sigma of 0.01
 N36-O23 = N36-O24
 1.2 with sigma of 0.01
 O39-O40
 2.2 with sigma of 0.01
 O35-O36
 2.2 with sigma of 0.01
 O23-O24
 2.2 with sigma of 0.01
 O69-O70
 2.6 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C441) \\sim Ueq, Uanis(C411) \\sim Ueq, Uanis(C406) \\sim Ueq, Uanis(O74)
\\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(O67) \\sim Ueq, Uanis(C325) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
4. Others
 Sof(C256)=Sof(H25B)=Sof(H25C)=Sof(H25D)=Sof(C254)=Sof(H25E)=Sof(H25F)=
 Sof(H25G)=Sof(C258)=Sof(H25H)=Sof(H25I)=Sof(H25J)=Sof(N73)=Sof(C255)=Sof(H25K)=
 Sof(H25L)=Sof(C253)=Sof(H25M)=Sof(H25N)=Sof(C257)=Sof(H25O)=Sof(H25P)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C255(H25K,H25L), C253(H25M,H25N), C257(H25O,H25P), C259(H25Q,H25R), C260(H26D,
 H26E)
5.b Aromatic/amide H refined with riding coordinates:
 C68(H68), C69(H69), C71(H71), C72(H72), C75(H75), C76(H76), C77(H77),
 C78(H78), C82(H82), C83(H83), C85(H85), C86(H86), C88(H88), C89(H89), C91(H91),
  C92(H92), C95(H95), C96(H96), C97(H97), C98(H98), C102(H102), C103(H103),
 C105(H105), C106(H106), C108(H108), C109(H109), C111(H111), C112(H112),
 C115(H115), C116(H116), C117(H117), C118(H118), C122(H122), C123(H123),
 C125(H125), C126(H126), C131(H131), C132(H132), C134(H134), C135(H135),
 C138(H138), C139(H139), C140(H140), C141(H141), C145(H145), C146(H146),
 C148(H148), C149(H149), C151(H151), C152(H152), C154(H154), C155(H155),
 C158(H158), C159(H159), C160(H160), C161(H161), C165(H165), C166(H166),
 C168(H168), C169(H169), C171(H171), C172(H172), C174(H174), C175(H175),
 C178(H178), C179(H179), C180(H180), C181(H181), C185(H185), C186(H186),
 C188(H188), C189(H189), C194(H194), C195(H195), C197(H197), C198(H198),
 C201(H201), C202(H202), C203(H203), C204(H204), C208(H208), C209(H209),
 C211(H211), C212(H212), C214(H214), C215(H215), C217(H217), C218(H218),
 C221(H221), C222(H222), C223(H223), C224(H224), C228(H228), C229(H229),
 C231(H231), C232(H232), C234(H234), C235(H235), C237(H237), C238(H238),
 C241(H241), C242(H242), C243(H243), C244(H244), C248(H248), C249(H249),
 C251(H251), C252(H252), N22(H22), N23(H23), N24(H24), N25(H25), N27(H27),
 N28(H28), N29(H29), N30(H30), N32(H32), N33(H33), N34(H34), N35(H35), N40(H40),
  N41(H41), N42(H42), N43(H43), N45(H45), N46(H46), N47(H47), N48(H48),
 N50(H50), N51(H51), N52(H52), N53(H53), N58(H58), N59(H59), N60(H60), N61(H61),
  N63(H63), N64(H64), N65(H65), N66(H66), N68(H68A), N69(H69A), N70(H70),
 N71(H71A), N5(H5), N4(H4), N7(H7), N6(H6), C19(H19), C8(H8), C15(H15),
 C12(H12), C14(H14), C13(H13), C35(H35A), C32(H32A), C34(H34A), C33(H33A),
 N14(H14A), C48(H48A), C46(H46A), C49(H49), C45(H45A), C9(H9), C22(H22A),
 C55(H55), C54(H54), C52(H52A), C53(H53A), C6(H6A), C23(H23A), C20(H20),
 C5(H5A), N9(H9A), N11(H11), N10(H10), N16(H16), N15(H15A), C28(H28A), C26(H26),
  N17(H17), N12(H12A), C38(H38), C40(H40A), C39(H39), C42(H42A), C29(H29A),
 C58(H58A), C60(H60A), C61(H61A), C62(H62), C25(H25A)
5.c Fitted hexagon refined as free rotating group:
 C74(C75,C76,C77,C78,C79), C81(C82,C83,C84,C85,C86), C101(C102,C103,C104,C105,
 C106), C114(C115,C116,C117,C118,C119), C121(C122,C123,C124,C125,C126),
 C144(C145,C146,C147,C148,C149), C164(C165,C166,C167,C168,C169), C177(C178,C179,
 C180,C181,C182), C184(C185,C186,C187,C188,C189), C207(C208,C209,C210,C211,
 C212), C227(C228,C229,C230,C231,C232), C247(C248,C249,C250,C251,C252), C31(C36,
 C35,C32,C34,C33), C48(C47,C46,C49,C44,C45), C51(C56,C55,C54,C52,C53), C38(C43,
 C40,C39,C41,C42)
5.d Idealised Me refined as rotating group:
 C256(H25B,H25C,H25D), C254(H25E,H25F,H25G), C258(H25H,H25I,H25J), C261(H26A,
 H26B,H26C)
;
_shelx_fab_checksum              22344
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'