Step-by-Step Strategy from Achiral Precursors to Polyoxometalates-Based Chiral Organic-Inorganic Hybrids.
Zhang, Jiangwei; Luo, Jianhui; Wang, Pingmei; Ding, Bin; Huang, Yichao; Zhao, Zhenlin; Zhang, Jin; Wei, Yongge; Inorganic chemistry 54 (2015) 2551–2559; doi:10.1021/ic502622k

data_4342637
_publ_section_title
;
 Step-by-Step Strategy from Achiral Precursors to Polyoxometalates-Based
 Chiral Organic-Inorganic Hybrids.
;
_journal_issue                   6
_journal_name_full               'Inorganic chemistry'
_journal_page_first              2551
_journal_page_last               2559
_journal_paper_doi               10.1021/ic502622k
_journal_volume                  54
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety
'C10 H19 Al Mo6 N O24, 3(C16 H36 N), 1.5(C3 H7 N O)'
_chemical_formula_sum            'C62.5 H137.5 Al Mo6 N5.5 O25.5'
_chemical_formula_weight         1976.90
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2014-12-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.6974(2)
_cell_length_b                   49.3570(7)
_cell_length_c                   25.1423(4)
_cell_measurement_reflns_used    1873
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.91
_cell_measurement_theta_min      3.21
_cell_volume                     16997.8(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       57
_diffrn_reflns_limit_k_min       -59
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            73747
_diffrn_reflns_theta_full        69.91
_diffrn_reflns_theta_max         69.91
_diffrn_reflns_theta_min         3.21
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    7.730
_exptl_absorpt_correction_T_max  0.213
_exptl_absorpt_correction_T_min  0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             8168.0
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.160
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1598
_refine_ls_number_reflns         30433
_refine_ls_number_restraints     132
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0498
_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^)+(0.0676P)^2^+243.3067P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0974
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                30244
_reflns_number_total             30433
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic502622k_si_002.cif
_cod_data_source_block           compound7
_cod_depositor_comments
'Adding full bibliography for 4342631--4342637.cif.'
_cod_original_cell_volume        16997.8(5)
_cod_database_code               4342637
_shelxl_version_number           2013-4
_refine_ls_abs_structure_hooft   0.022
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.50(2) 0.50(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H1C,H1D,H1E} of N1, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, {H2A,H2B,H2C} of N2
3. Restrained distances
 C1AA-C41
 1.53 with sigma of 0.01
 C54-C53
 1.53 with sigma of 0.01
 C19-C20
 1.53 with sigma of 0.01
 C38-C39
 1.53 with sigma of 0.01
 H50A-H65B
 2.2 with sigma of 0.01
 H36A-H42C
 2.2 with sigma of 0.01
 H36A-H42A
 2.2 with sigma of 0.01
 C42-C1AA
 1.53 with sigma of 0.01
4. Rigid bond restraints
 C99, C111
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C38, C39
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C26, C27
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
O32 \\sim O33 \\sim O34 \\sim O35 \\sim O36 \\sim O31: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08
O37 \\sim O45 \\sim O46: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C2 \\sim C3 \\sim C1: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C54 \\sim C66: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
N8 \\sim N7: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
N4 \\sim N3: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
C117: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
C19 \\sim C20: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
C38 \\sim C39: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
Uanis(Mo11) \\sim Ueq, Uanis(O26) \\sim Ueq, Uanis(O27) \\sim Ueq, Uanis(O28)
\\sim Ueq, Uanis(O29) \\sim Ueq, Uanis(O35) \\sim Ueq, Uanis(O48) \\sim Ueq,
Uanis(O2) \\sim Ueq, Uanis(O30) \\sim Ueq, Uanis(O43) \\sim Ueq: with sigma of
0.0005 and sigma for terminal atoms of 0.001
Uanis(C7) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(O25) \\sim Ueq, Uanis(O3)
\\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(C18) \\sim Ueq: with sigma of 0.0005 and
sigma for terminal atoms of 0.001
Uanis(C37) \\sim Ueq, Uanis(C98) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C39)
\\sim Ueq, Uanis(C1AA) \\sim Ueq: with sigma of 0.1 and sigma for terminal
atoms of 0.2
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C40) \\sim Ueq, Uanis(O23) \\sim Ueq, Uanis(C70) \\sim Ueq,
Uanis(C89) \\sim Ueq, Uanis(C108) \\sim Ueq, Uanis(C122) \\sim Ueq, Uanis(C9)
\\sim Ueq, Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(O22) \\sim Ueq, Uanis(O5) \\sim Ueq, Uanis(O6) \\sim
Ueq, Uanis(O39) \\sim Ueq, Uanis(O40) \\sim Ueq, Uanis(O41) \\sim Ueq,
Uanis(O44) \\sim Ueq, Uanis(C103) \\sim Ueq, Uanis(C107) \\sim Ueq, Uanis(C69)
\\sim Ueq, Uanis(C90) \\sim Ueq, Uanis(C38) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(O21) \\sim Ueq, Uanis(O20) \\sim Ueq, Uanis(Al1) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(Al2) \\sim Ueq, Uanis(C36) \\sim Ueq: with sigma of 0.0001 and sigma for
terminal atoms of 0.0002
Uanis(C119) \\sim Ueq, Uanis(O22) \\sim Ueq, Uanis(C67) \\sim Ueq, Uanis(C79)
\\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C117) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C88) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Al2) \\sim Ueq: with sigma of 0.00001 and sigma for terminal atoms of
0.00002
Uanis(C98) \\sim Ueq, Uanis(C118) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(Mo5) \\sim Ueq, Uanis(O22) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C27) = Uanis(C36)
Uanis(O34) = Uanis(O33)
Uanis(O41) = Uanis(O44) = Uanis(O39) = Uanis(O40)
Uanis(O6) = Uanis(O1) = Uanis(O5)
Uanis(C43) = Uanis(C47)
Uanis(C83) = Uanis(C91)
Uanis(C111) = Uanis(C99)
Uanis(O32) = Uanis(O33) = Uanis(O31)
Uanis(O37) = Uanis(O38)
Uanis(O46) = Uanis(O45)
Uanis(C2) = Uanis(C1)
Uanis(C53) = Uanis(C57)
Uanis(C54) = Uanis(C58)
Uanis(N8) = Uanis(N3)
Uanis(C109) = Uanis(C105)
Uanis(C19) = Uanis(C20)
Uanis(C38) = Uanis(C39)
Uanis(N7) = Uanis(N8) = Uanis(N4) = Uanis(N6) = Uanis(N5)
Uanis(O8) = Uanis(O9)
Uanis(O14) = Uanis(O13)
Uanis(C67) = Uanis(C79)
Uanis(C124) = Uanis(C123)
Uanis(C103) = Uanis(C107)
Uanis(O3) = Uanis(O4)
Uanis(C11) = Uanis(C13)
Uanis(O16) = Uanis(O15)
Uanis(C6) = Uanis(C5)
Uanis(C92) = Uanis(C85)
Uanis(O12) = Uanis(O36)
Uanis(O9) = Uanis(O7)
Uanis(Mo1) = Uanis(Mo7)
Uanis(Mo2) = Uanis(Mo8)
Uanis(Mo3) = Uanis(Mo9)
Uanis(Mo4) = Uanis(Mo10)
6.a Secondary CH2 refined with riding coordinates:
 C107(H10D,H10E), C105(H10F,H10G), C13(H13A,H13B), C104(H10H,H10I), C83(H83A,
 H83B), C11(H11A,H11B), C111(H11C,H11D), C108(H10J,H10K), C12(H12A,H12B),
 C91(H91A,H91B), C15(H15A,H15B), C103(H10L,H10M), C17(H17A,H17B), C112(H11E,
 H11F), C16(H16A,H16B), C5(H5A,H5B), C56(H56A,H56B), C99(H99A,H99B), C48(H48A,
 H48B), C21(H21A,H21B), C109(H10N,H10O), C43(H43A,H43B), C92(H92A,H92B), C2(H2D,
 H2E), C51(H51A,H51B), C1(H1A,H1B), C32(H32A,H32B), C47(H47A,H47B), C79(H79A,
 H79B), C29(H29A,H29B), C80(H80A,H80B), C113(H11G,H11H), C95(H95A,H95B),
 C93(H93A,H93B), C7(H7A,H7B), C22(H22A,H22B), C75(H75A,H75B), C88(H88A,H88B),
 C84(H84A,H84B), C96(H96A,H96B), C9(H9A,H9B), C68(H68A,H68B), C3(H3A,H3B),
 C60(H60A,H60B), C6(H6A,H6B), C81(H81A,H81B), C28(H28A,H28B), C63(H63A,H63B),
 C25(H25A,H25B), C33(H33A,H33B), C23(H23A,H23B), C89(H89A,H89B), C34(H34A,H34B),
  C100(H10S,H10T), C71(H71A,H71B), C87(H87A,H87B), C101(H10U,H10V), C76(H76A,
 H76B), C26(H26A,H26B), C97(H97A,H97B), C30(H30A,H30B), C67(H67A,H67B),
 C59(H59A,H59B), C44(H44A,H44B), C61(H61A,H61B), C19(H19A,H19B), C77(H77A,H77B),
  C55(H55A,H55B), C69(H69A,H69B), C73(H73A,H73B), C0AA(H0AA,H0AB), C85(H85A,
 H85B), C57(H57A,H57B), C40(H40A,H40B), C64(H64A,H64B), C72(H72A,H72B),
 C45(H45A,H45B), C52(H52A,H52B), C49(H49A,H49B), C41(H41A,H41B), C65(H65A,H65B),
  C27(H27A,H27B), C38(H38A,H38B), C37(H37A,H37B), C1AA(H1AA,H1AB), C53(H53A,
 H53B)
6.b Aromatic/amide H refined with riding coordinates:
 C122(H122), C125(H125), C119(H119)
6.c Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), C98(H98A,H98B,H98C), N1(H1C,H1D,H1E), C106(H10P,H10Q,H10R),
 C102(H10W,H10X,H10Y), C86(H86A,H86B,H86C), C82(H82A,H82B,H82C), C58(H58A,H58B,
 H58C), C24(H24A,H24B,H24C), C74(H74A,H74B,H74C), C114(H11I,H11J,H11K),
 C62(H62A,H62B,H62C), C35(H35A,H35B,H35C), C121(H12C,H12D,H12E), C94(H94A,H94B,
 H94C), C66(H66A,H66B,H66C), C70(H70A,H70B,H70C), C110(H11L,H11M,H11N),
 C46(H46A,H46B,H46C), C50(H50A,H50B,H50C), C90(H90A,H90B,H90C), C31(H31A,H31B,
 H31C), C39(H39A,H39B,H39C), C10(H10A,H10B,H10C), C78(H78A,H78B,H78C),
 C120(H12F,H12G,H12H), C117(H11O,H11P,H11Q), C124(H12I,H12J,H12K), C20(H20A,
 H20B,H20C), C123(H12L,H12M,H12N), C54(H54A,H54B,H54C), C118(H11R,H11S,H11T),
 C36(H36A,H36B,H36C), C42(H42A,H42B,H42C)
;