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_7033984
_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_formula_moiety
'2(C116.31 H161.31 Mg4 N3 O15), 2(C7 H8 O), 4.5(C7 H8), 2(C6 H15 N), C2 H3 N, 0.75(C6 H6)'
_chemical_formula_sum            'C296.64 H412.1 Mg8 N9 O32'
_chemical_formula_weight         4810.58
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-01-20
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
;
_audit_update_record
;
2015-01-21 deposited with the CCDC.
2015-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.689(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   30.0110(9)
_cell_length_b                   17.0781(7)
_cell_length_c                   60.065(2)
_cell_measurement_reflns_used    8896
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      25.0980
_cell_measurement_theta_min      3.1510
_cell_volume                     30782.9(19)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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      150.00(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
  1 omega -103.00  -72.00   0.5000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.2137  178.0000  -60.0000 62

  2 omega  -17.00   20.50   0.5000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.2137  -99.0000   90.0000 75

  3 omega   -9.00   18.00   0.5000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512  -99.0000    0.0000 54

  4 omega   16.00   80.00   0.5000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512   34.0000   44.0000 128

  5 omega  -52.00   48.00   0.5000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512  -19.0000   30.0000 200
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0214392000
_diffrn_orient_matrix_UB_12      -0.0147660000
_diffrn_orient_matrix_UB_13      0.0025342000
_diffrn_orient_matrix_UB_21      0.0034177000
_diffrn_orient_matrix_UB_22      0.0101771000
_diffrn_orient_matrix_UB_23      0.0113467000
_diffrn_orient_matrix_UB_31      -0.0093909000
_diffrn_orient_matrix_UB_32      0.0374140000
_diffrn_orient_matrix_UB_33      -0.0020897000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_av_unetI/netI     0.1325
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       80
_diffrn_reflns_limit_l_min       -60
_diffrn_reflns_number            73011
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.92
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.038
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             10428
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.508
_refine_diff_density_min         -0.843
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.728
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1694
_refine_ls_number_reflns         26585
_refine_ls_number_restraints     418
_refine_ls_restrained_S_all      1.723
_refine_ls_R_factor_all          0.2407
_refine_ls_R_factor_gt           0.1986
_refine_ls_shift/su_max          1.355
_refine_ls_shift/su_mean         0.040
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4917
_refine_ls_wR_factor_ref         0.5174
_reflns_number_gt                17411
_reflns_number_total             26585
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt03848g2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7033982--7033987.cif.'
_cod_original_formula_sum        'C296.64 H412.10 Mg8 N9 O32'
_cod_database_code               7033984
_reflns_odcompleteness_completeness 97.62
_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 O(H) groups
2. Restrained distances
 N5-C2N = N5-C4N = N5-C6N
 2.6 with sigma of 0.02
 N5-C5N
 1.54 with sigma of 0.02
 C132-C133
 1.54 with sigma of 0.02
 C133-N4
 1.2 with sigma of 0.02
 C132-N4
 2.74 with sigma of 0.02
 C125-C126
 1.54 with sigma of 0.02
 O14-H14
 0.85 with sigma of 0.01
 C2N-C4N
 3.2 with sigma of 0.02
 C4N-C3N
 1.54 with sigma of 0.02
 C2N-C1N
 1.54 with sigma of 0.02
 C3N-N5
 1.54 with sigma of 0.02
 C1N-N5
 1.54 with sigma of 0.02
 C2N-C3N
 2.75 with sigma of 0.02
 C6N-C4N
 3 with sigma of 0.02
 C111-H14
 1.939284 with sigma of 0.02
 Mg4-H14
 2.757773 with sigma of 0.02
 C138-C144 \\sim C138-C140
 with sigma of 0.02
 C125-C127 \\sim C127-C131
 with sigma of 0.02
3. Restrained atomic chiral volume
 C139
 fixed at 0 with sigma of 0.1
4. Restrained planarity
 C125, C126, C127, C128, C129, C130, C131
 with sigma of 0.1
 C1B, C2B, C3B, C4B, C5B, C6B, C7B
 with sigma of 0.1
5. Rigid bond restraints
 O1A, C1A, C2A, C3A, C4A, C5A, C6A, C7A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O1B, C1B, C2B, C3B, C4B, C5B, C6B, C7B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N5, C1N, C2N, C3N, C4N, C5N, C6N
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C125, C126, C127, C128, C129, C130, C131
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N4, C132, C133
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C138, C139, C140, C141, C142, C143, C144
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.01
 C98, C99, C100, C101, C103
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.01
 C134, C135, C136
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.01
 C44, C46, C45, C47
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.01
6. Uiso/Uaniso restraints and constraints
O1A \\sim C1A \\sim C2A \\sim C3A \\sim C4A \\sim C5A \\sim C6A \\sim C7A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
O1B \\sim C1B \\sim C2B \\sim C3B \\sim C4B \\sim C5B \\sim C6B \\sim C7B:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
C125 \\sim C126 \\sim C127 \\sim C128 \\sim C129 \\sim C130 \\sim C131: within
1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
N5 \\sim C1N \\sim C2N \\sim C3N \\sim C4N \\sim C5N \\sim C6N: within 1.7A
with sigma of 0.01 and sigma for terminal atoms of 0.02
N4 \\sim C132 \\sim C133: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C138 \\sim C139 \\sim C140 \\sim C141 \\sim C142 \\sim C143 \\sim C144: within
1.7A with sigma of 0.004 and sigma for terminal atoms of 0.08
C98 \\sim C99 \\sim C100 \\sim C101 \\sim C102 \\sim C103: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.08
C134 \\sim C135 \\sim C136: within 1.7A with sigma of 0.004 and sigma for
terminal atoms of 0.08
C47 \\sim C44 \\sim C45 \\sim C46: within 1.7A with sigma of 0.004 and sigma
for terminal atoms of 0.08
7. Others
 Sof(C100)=Sof(H100)=FVAR(1)
 Sof(C99)=Sof(H99)=FVAR(2)
 Sof(C103)=Sof(H103)=FVAR(3)
 Sof(C102)=Sof(H102)=FVAR(4)
 Sof(C101)=Sof(H101)=FVAR(5)
 Fixed Sof: C79(0.5) H79A(0.5) H79B(0.5) H79C(0.5) C79'(0.5) H79D(0.5)
 H79E(0.5) H79F(0.5) O1A(0.5) H1A(0.5) C1A(0.5) H1AA(0.5) H1AB(0.5) C2A(0.5)
 C3A(0.5) H3A(0.5) C4A(0.5) H4A(0.5) C5A(0.5) H5A(0.5) C6A(0.5) H6A(0.5)
 C7A(0.5) H7A(0.5) C138(0.75) H13D(0.75) H13E(0.75) H13F(0.75) C139(0.75)
 C140(0.75) H140(0.75) C141(0.75) H141(0.75) C142(0.75) H142(0.75) C143(0.75)
 H143(0.75) C144(0.75) H144(0.75) O1B(0.5) H1B(0.5) C1B(0.5) H1BA(0.5)
 H1BB(0.5) C2B(0.5) C3B(0.5) H3B(0.5) C4B(0.5) H4B(0.5) C5B(0.5) H5B(0.5)
 C6B(0.5) H6B(0.5) C7B(0.5) H7B(0.5) C125(0.5) H12D(0.5) H12E(0.5) H12F(0.5)
 C126(0.5) C127(0.5) H127(0.5) C128(0.5) H128(0.5) C129(0.5) H129(0.5)
 C130(0.5) H130(0.5) C131(0.5) H131(0.5) N4(0.5) C132(0.5) H13G(0.5) H13H(0.5)
 H13I(0.5) C133(0.5) C134(0.75) H134(0.75) C135(0.75) H135(0.75) C136(0.75)
 H136(0.75)
8.a Secondary CH2 refined with riding coordinates:
 C3AA(H3AA,H3AB), C22(H22A,H22B), C31(H31A,H31B), C39(H39A,H39B), C54(H54A,
 H54B), C63(H63A,H63B), C71(H71A,H71B), C86(H86A,H86B), C95(H95A,H95B),
 C97(H97A,H97B), C104(H10D,H10E), C111(H11A,H11B), C1A(H1AA,H1AB), C1B(H1BA,
 H1BB), C1N(H1NA,H1NB), C3N(H3NA,H3NB), C5N(H5NA,H5NB)
8.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C18(H18), C20(H20), C35(H35), C37(H37), C50(H50), C52(H52),
 C67(H67), C69(H69), C82(H82), C84(H84), C99(H99), C100(H100), C101(H101),
 C102(H102), C103(H103), C106(H106), C107(H107), C108(H108), C109(H109),
 C110(H110), C113(H113), C114(H114), C115(H115), C116(H116), C117(H117),
 C3A(H3A), C4A(H4A), C5A(H5A), C6A(H6A), C7A(H7A), C140(H140), C141(H141),
 C142(H142), C143(H143), C144(H144), C3B(H3B), C4B(H4B), C5B(H5B), C6B(H6B),
 C7B(H7B), C127(H127), C128(H128), C129(H129), C130(H130), C131(H131),
 C120(H120), C121(H121), C122(H122), C123(H123), C124(H124), C134(H134),
 C135(H135), C136(H136)
8.c Fitted hexagon refined as free rotating group:
 C98(C99,C100,C101,C102,C103), C2A(C3A,C4A,C5A,C6A,C7A), C139(C140,C141,C142,
 C143,C144), C2B(C3B,C4B,C5B,C6B,C7B), C126(C127,C128,C129,C130,C131),
 C119(C120,C121,C122,C123,C124)
8.d Tetrahedral OH refined with riding coordinates:
 O13(H13), O15(H15)
8.e Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,
 H30B,H30C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C),
 C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C56(H56A,H56B,
 H56C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C), C60(H60A,H60B,H60C), C61(H61A,
 H61B,H61C), C62(H62A,H62B,H62C), C73(H73A,H73B,H73C), C74(H74A,H74B,H74C),
 C75(H75A,H75B,H75C), C77(H77A,H77B,H77C), C78(H78A,H78B,H78C), C88(H88A,H88B,
 H88C), C89(H89A,H89B,H89C), C90(H90A,H90B,H90C), C92(H92A,H92B,H92C), C93(H93A,
 H93B,H93C), C94(H94A,H94B,H94C), C79(H79A,H79B,H79C), C79'(H79D,H79E,H79F),
 C138(H13D,H13E,H13F), C125(H12D,H12E,H12F), C118(H11C,H11D,H11E), C2N(H2NA,
 H2NB,H2NC), C4N(H4NA,H4NB,H4NC), C6N(H6NA,H6NB,H6NC), C132(H13G,H13H,H13I)
8.f Idealised tetrahedral OH refined as rotating group:
 O1A(H1A), O1B(H1B)
;
_olex2_date_sample_data_collection 1365740971.38
_olex2_submission_special_instructions 'No special instructions were received'