Bulky metallocavitands with a chiral cavity constructed by aluminum and magnesium atrane-likes: enantioselective recognition and separation of racemic alcohols.
Li, Yingguo; Yu, Dawei; Dai, Zhongran; Zhang, Jinjin; Shao, Yongliang; Tang, Ning; Wu, Jincai; Dalton transactions (Cambridge, England : 2003) 44 (2015) 5692–5702; doi:10.1039/c4dt03848g

data_7033983
_publ_section_title
;
 Bulky metallocavitands with a chiral cavity constructed by aluminum and
 magnesium atrane-likes: enantioselective recognition and separation of
 racemic alcohols.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5692
_journal_page_last               5702
_journal_paper_doi               10.1039/c4dt03848g
_journal_volume                  44
_journal_year                    2015
_chemical_absolute_configuration unk
_chemical_formula_moiety
'5.55(C7 H8), 2(C99 H144 Al3 N3 O12), 0.6(C2 H3 N)'
_chemical_formula_sum            'C238.05 H334.2 Al6 N6.6 O24'
_chemical_formula_weight         3834.20
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-01-17
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.12 svn.r3133 for OlexSys, GUI svn.r4987)
;
_audit_update_record
;
2015-01-21 deposited with the CCDC.
2015-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                80.388(3)
_cell_angle_beta                 75.485(3)
_cell_angle_gamma                88.132(3)
_cell_formula_units_Z            1
_cell_length_a                   17.0608(6)
_cell_length_b                   18.6696(6)
_cell_length_c                   19.2836(8)
_cell_measurement_reflns_used    7957
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.5278
_cell_measurement_theta_min      3.0237
_cell_volume                     5862.4(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XH (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega   -9.00   17.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.3492  -99.0000   30.0000 26

  2 omega -101.00  -74.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.3492  178.0000  -30.0000 27

  3 omega   28.00   55.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305   77.0000  -30.0000 27

  4 omega  -10.00   23.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305   77.0000  -30.0000 33

  5 omega   70.00  102.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305  178.0000  -60.0000 32

  6 omega  -47.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305  -57.0000  -90.0000 93

  7 omega   30.00   65.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305  -99.0000 -180.0000 35

  8 omega    4.00   63.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305   38.0000 -180.0000 59

  9 omega  -51.00   49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305  -38.0000  150.0000 100

 10 omega   -1.00   93.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6305   57.0000   60.0000 94
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0070755000
_diffrn_orient_matrix_UB_12      0.0146024000
_diffrn_orient_matrix_UB_13      -0.0374493000
_diffrn_orient_matrix_UB_21      0.0067657000
_diffrn_orient_matrix_UB_22      -0.0354735000
_diffrn_orient_matrix_UB_23      -0.0087632000
_diffrn_orient_matrix_UB_31      -0.0418171000
_diffrn_orient_matrix_UB_32      -0.0036526000
_diffrn_orient_matrix_UB_33      0.0020886000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_unetI/netI     0.1029
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            46811
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.03
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2079
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.869
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2494
_refine_ls_number_reflns         29342
_refine_ls_number_restraints     264
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.1213
_refine_ls_R_factor_gt           0.0865
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1221P)^2^+4.1651P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2061
_refine_ls_wR_factor_ref         0.2415
_reflns_number_gt                20594
_reflns_number_total             29342
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt03848g2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7033982--7033987.cif.'
_cod_original_formula_sum        'C238.05 H334.20 Al6 N6.60 O24'
_cod_database_code               7033983
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C221-C222
 1.54 with sigma of 0.02
 C241-C235
 1.54 with sigma of 0.02
 C221-C223 \\sim C221-C227
 with sigma of 0.02
 C241-C236 \\sim C241-C240
 with sigma of 0.02
3. Restrained atomic chiral volume
 C222
 fixed at 0 with sigma of 0.1
 C235
 fixed at 0 with sigma of 0.1
4. Rigid bond restraints
 C221, C222, C227, C226, C225, C224, C223
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C228, C229, C234, C233, C232, C231, C230
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C213, C214, C219, C218, C217, C216, C215
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C128, C126, C129, C127
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C159, C161, C160, C162
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C221 \\sim C222 \\sim C227 \\sim C226 \\sim C225 \\sim C224 \\sim C223: within
1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
C228 \\sim C229 \\sim C234 \\sim C233 \\sim C232 \\sim C231 \\sim C230: within
1.7A with sigma of 0.01 and sigma for terminal atoms of 0.08
C213 \\sim C214 \\sim C219 \\sim C218 \\sim C217 \\sim C216 \\sim C215: within
1.7A with sigma of 0.01 and sigma for terminal atoms of 0.08
C239 \\sim C238 \\sim C237 \\sim C236 \\sim C235 \\sim C240: within 1.7A with
sigma of 0.01 and sigma for terminal atoms of 0.08
C126 \\sim C128 \\sim C129 \\sim C127: within 1.7A with sigma of 0.001 and
sigma for terminal atoms of 0.002
C159 \\sim C161 \\sim C162 \\sim C160: within 1.7A with sigma of 0.01 and sigma
for terminal atoms of 0.08
6. Others
 Fixed Sof: H20A(0.5) H20B(0.5) H20C(0.5) H20D(0.5) H20E(0.5) H20F(0.5)
 C213(0.8) H21A(0.8) H21B(0.8) H21C(0.8) C214(0.8) C215(0.8) H215(0.8)
 C216(0.8) H216(0.8) C217(0.8) H217(0.8) C218(0.8) H218(0.8) C219(0.8)
 H219(0.8) C235(0.75) C236(0.75) H236(0.75) C237(0.75) H237(0.75) C238(0.75)
 H238(0.75) C239(0.75) H239(0.75) C240(0.75) H240(0.75) C242(0.6) H24G(0.6)
 H24H(0.6) H24I(0.6) C243(0.6) N7(0.6) C241(0.75) H24D(0.75) H24E(0.75)
 H24F(0.75)
7.a Ternary CH refined with riding coordinates:
 C31(H31), C64(H64), C97(H97), C130(H130), C163(H163), C196(H196)
7.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C22(H22A,H22B), C40(H40A,H40B), C55(H55A,H55B), C73(H73A,H73B),
 C88(H88A,H88B), C106(H10D,H10E), C121(H12A,H12B), C139(H13G,H13H), C154(H15D,
 H15E), C172(H17A,H17B), C187(H18D,H18E)
7.c Me refined with riding coordinates:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C24(H24A,H24B,H24C), C25(H25A,
 H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C),
 C30(H30A,H30B,H30C), C33(H33A,H33B,H33C), C42(H42A,H42B,H42C), C43(H43A,H43B,
 H43C), C44(H44A,H44B,H44C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,
 H48B,H48C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C),
 C61(H61A,H61B,H61C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C66(H66A,H66B,
 H66C), C75(H75A,H75B,H75C), C76(H76A,H76B,H76C), C77(H77A,H77B,H77C), C79(H79A,
 H79B,H79C), C80(H80A,H80B,H80C), C81(H81A,H81B,H81C), C90(H90A,H90B,H90C),
 C91(H91A,H91B,H91C), C92(H92A,H92B,H92C), C94(H94A,H94B,H94C), C95(H95A,H95B,
 H95C), C96(H96A,H96B,H96C), C99(H99A,H99B,H99C), C213(H21A,H21B,H21C),
 C221(H22F,H22G,H22H), C241(H24D,H24E,H24F)
7.d Aromatic/amide H refined with riding coordinates:
 C230(H230), C231(H231), C232(H232), C233(H233), C234(H234), C3(H3), C5(H5),
 C18(H18), C20(H20), C36(H36), C38(H38), C51(H51), C53(H53), C69(H69), C71(H71),
  C84(H84), C86(H86), C102(H102), C104(H104), C117(H117), C119(H119),
 C135(H135), C137(H137), C150(H150), C152(H152), C168(H168), C170(H170),
 C183(H183), C185(H185), C201(H201), C202(H202), C203(H203), C204(H204),
 C205(H205), C208(H208), C209(H209), C210(H210), C211(H211), C212(H212),
 C215(H215), C216(H216), C217(H217), C218(H218), C219(H219), C223(H223),
 C224(H224), C225(H225), C226(H226), C227(H227), C236(H236), C237(H237),
 C238(H238), C239(H239), C240(H240)
7.e Fitted hexagon refined as free rotating group:
 C229(C230,C231,C232,C233,C234), C200(C201,C202,C203,C204,C205), C214(C215,
 C216,C217,C218,C219), C222(C223,C224,C225,C226,C227), C235(C236,C237,C238,C239,
 C240)
7.f Disordered Me refined with riding coordinates:
 C206(H20A,H20B,H20C,H20D,H20E,H20F)
7.g Idealised Me refined as rotating group:
 C108(H10F,H10G,H10H), C109(H10I,H10J,H10K), C110(H11D,H11E,H11F), C112(H11G,
 H11H,H11I), C113(H11J,H11K,H11L), C114(H11M,H11N,H11O), C123(H12C,H12D,H12E),
 C124(H12F,H12G,H12H), C125(H12I,H12J,H12K), C127(H12L,H12M,H12N), C128(H12O,
 H12P,H12Q), C129(H12R,H12S,H12T), C132(H13D,H13E,H13F), C141(H14D,H14E,H14F),
 C142(H14G,H14H,H14I), C143(H14J,H14K,H14L), C145(H14M,H14N,H14O), C146(H14P,
 H14Q,H14R), C147(H14S,H14T,H14U), C156(H15F,H15G,H15H), C157(H15I,H15J,H15K),
 C158(H15L,H15M,H15N), C160(H16A,H16B,H16C), C161(H16D,H16E,H16F), C162(H16G,
 H16H,H16I), C165(H16J,H16K,H16L), C174(H17C,H17D,H17E), C175(H17F,H17G,H17H),
 C176(H17I,H17J,H17K), C178(H17L,H17M,H17N), C179(H17O,H17P,H17Q), C180(H18A,
 H18B,H18C), C189(H18F,H18G,H18H), C190(H19A,H19B,H19C), C191(H19D,H19E,H19F),
 C193(H19G,H19H,H19I), C194(H19J,H19K,H19L), C195(H19M,H19N,H19O), C198(H19P,
 H19Q,H19R), C199(H19S,H19T,H19U), C228(H22C,H22D,H22E), C242(H24G,H24H,H24I)
;
_olex2_submission_special_instructions 'No special instructions were received'