A 4-tert-butylcalix[4]arene tetrahydroxamate podand based on the 1-oxypiperidine-2-one (1,2-PIPO−) chelate. Self-assembly into a supramolecular ionophore driven by coordination of tetravalent zirconium or hafnium(iv)
Jewula, Pawel; Chambron, Jean-Claude; Penouilh, Marie-José; Rousselin, Yoann; Meyer, Michel; RSC Adv. 4 (2014) 22743–; doi:10.1039/C4RA00977K

data_7235518
_publ_section_title
;
 A 4-tert-butylcalix[4]arene tetrahydroxamate podand based on the
 1-oxypiperidine-2-one (1,2-PIPO&#x2212;) chelate. Self-assembly into a
 supramolecular ionophore driven by coordination of tetravalent zirconium
 or hafnium(iv)
;
_journal_issue                   43
_journal_name_full               'RSC Adv.'
_journal_page_first              22743
_journal_paper_doi               10.1039/C4RA00977K
_journal_volume                  4
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C100 H120 N8 O16, 0.75(C H4 O), 0.25(O)'
_chemical_formula_sum            'C100.75 H123 N8 O17'
_chemical_formula_weight         1718.06
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2014-01-23
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2853 for OlexSys, GUI svn.r4736)
;
_audit_update_record
;
2014-01-22 # Formatted by publCIF
;
_cell_angle_alpha                90
_cell_angle_beta                 101.789(14)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.6125(2)
_cell_length_b                   18.2100(3)
_cell_length_c                   18.3284(3)
_cell_measurement_reflns_used    11729
_cell_measurement_temperature    115
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     5100.9(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_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    'ShelXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      115
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean '512 x 512'
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Nonius Kappa APEX2'
_diffrn_measurement_method       '\f and \w scans''
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22565
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         4.077
_diffrn_source                   'X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_description       prism
_exptl_crystal_F_000             1839
_exptl_crystal_recrystallization_method
'The material was recrystallised from methanol by slow evaporation'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.742
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Flack x determined using 8673 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     1015
_refine_ls_number_reflns         22548
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0715
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0927P)^2^+3.9606P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1805
_refine_ls_wR_factor_ref         0.1978
_reflns_Friedel_coverage         0.894
_reflns_Friedel_fraction_full    0.956
_reflns_Friedel_fraction_max     0.939
_reflns_number_gt                20078
_reflns_number_total             22548
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4ra00977k1.cif
_cod_data_source_block           11pj0408
_cod_database_code               7235518
_shelxl_version_number           2013-2
_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, All C(H,H,H,H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C68) = Uanis(C67) = Uanis(C72) = Uanis(C71) = Uanis(C70) = Uanis(C69)
Uanis(C95) = Uanis(C96) = Uanis(C97) = Uanis(C98) = Uanis(C99) = Uanis(C100)
Uanis(C56) = Uanis(C55) = Uanis(C54) = Uanis(C53) = Uanis(C58) = Uanis(C57)
Uiso(C1B) = Uiso(O2C)
3. Others
 Fixed Sof: C1B(0.25) H1BA(0.25) H1BB(0.25) H1BC(0.25) O2C(0.25) H2C(0.25)
 C1A(0.5) H1AA(0.25) H1AB(0.25) H1AC(0.25) H1AD(0.25) H1AE(0.25) H1AF(0.25)
 O2A(0.25) H2A(0.25) O3B(0.25) H3B(0.25) O2D(0.25)
4.a Ternary CH refined with riding coordinates:
 C47(H47), C61(H61), C75(H75), C89(H89)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C12(H12A,H12B), C23(H23A,H23B), C34(H34A,H34B), C45(H45A,H45B),
 C48(H48A,H48B), C49(H49A,H49B), C50(H50A,H50B), C52(H52A,H52B), C59(H59A,H59B),
  C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B), C66(H66A,H66B), C73(H73A,
 H73B), C76(H76A,H76B), C77(H77A,H77B), C78(H78A,H78B), C80(H80A,H80B),
 C87(H87A,H87B), C90(H90A,H90B), C91(H91A,H91B), C92(H92A,H92B), C94(H94A,H94B)
4.c Me refined with riding coordinates:
 C1A(H1AA,H1AB,H1AC), C1A(H1AD,H1AE,H1AF)
4.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C14(H14), C16(H16), C25(H25), C27(H27), C36(H36), C38(H38),
 C58(H58), C57(H57), C56(H56), C55(H55), C54(H54), C68(H68), C69(H69), C70(H70),
  C71(H71), C72(H72), C86(H86), C85(H85), C84(H84), C83(H83), C82(H82),
 C96(H96), C97(H97), C98(H98), C99(H99), C100(H100), N1(H1), N3(H3A), N5(H5A),
 N7(H7)
4.e Fitted hexagon refined as free rotating group:
 C53(C58,C57,C56,C55,C54), C67(C68,C69,C70,C71,C72), C81(C86,C85,C84,C83,C82),
 C95(C96,C97,C98,C99,C100)
4.f Tetrahedral OH refined with riding coordinates:
 O2C(H2C), O2A(H2A), O3B(H3B)
4.g Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C31(H31A,H31B,H31C), C32(H32A,
 H32B,H32C), C33(H33A,H33B,H33C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C),
 C44(H44A,H44B,H44C), C1B(H1BA,H1BB,H1BC)
;
_shelx_res_checksum              34683