Synthesis of a cone-conformer bimodal calix[4]arene-crown-5 which forms a sensitive cesium ion sensing layer on gold-coated microcantilevers
Valluru, Gopikishore; Rahman, Shofiur; Georghiou, Paris E.; Dawe, Louise N.; Alodhayb, Abdullah N.; Beaulieu, Luc Y.; New J. Chem. 38 (2014) 5868–; doi:10.1039/C4NJ01213E

data_7054427
_publ_section_title
;
 Synthesis of a cone-conformer bimodal calix[4]arene-crown-5 which forms a
 sensitive cesium ion sensing layer on gold-coated microcantilevers
;
_journal_issue                   12
_journal_name_full               'New J. Chem.'
_journal_page_first              5868
_journal_paper_doi               10.1039/C4NJ01213E
_journal_volume                  38
_journal_year                    2014
_chemical_formula_moiety
'0.33(C61.92 H73 O9 S2), 0.33(C62 H69.37 O9 S2), 0.33(C61.41 H71.71 O8 S2)'
_chemical_formula_sum            'C62 H88 O9 S2'
_chemical_formula_weight         1041.44
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2014-06-11
_audit_creation_method
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_cell_angle_alpha                90
_cell_angle_beta                 95.471(3)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   21.9907(9)
_cell_length_b                   27.7429(14)
_cell_length_c                   29.1299(12)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      63.158
_cell_measurement_theta_min      2.571
_cell_volume                     17690.8(14)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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      100.15
_diffrn_measured_fraction_theta_full 0.511
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1965
_diffrn_reflns_av_unetI/netI     0.1372
_diffrn_reflns_Laue_measured_fraction_full 0.511
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            236792
_diffrn_reflns_point_group_measured_fraction_full 0.511
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         47.836
_diffrn_reflns_theta_min         2.410
_exptl_absorpt_coefficient_mu    1.242
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_F_000             6768
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.595
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2207
_refine_ls_number_reflns         16373
_refine_ls_number_restraints     621
_refine_ls_restrained_S_all      1.606
_refine_ls_R_factor_all          0.2306
_refine_ls_R_factor_gt           0.1519
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_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          0.3980
_refine_ls_wR_factor_ref         0.4584
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8707
_reflns_number_total             16373
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4nj01213e2.cif
_cod_data_source_block           LTS02_14
_cod_depositor_comments          'Adding full bibliography for 7054427.cif.'
_cod_database_code               7054427
_shelxl_version_number           2013-4
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,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. Restrained distances
 C115-C116
 1.55 with sigma of 0.002
 C115-C117
 1.55 with sigma of 0.002
 C116-S6
 1.7 with sigma of 0.002
 C117-S5
 1.7 with sigma of 0.002
 S5-C118
 1.7 with sigma of 0.002
 S6-C118
 1.7 with sigma of 0.002
 C47-S2
 1.7 with sigma of 0.02
 C47-S1
 1.7 with sigma of 0.02
 S1-C48
 1.7 with sigma of 0.02
 S2-C48
 1.7 with sigma of 0.02
 C48-O2
 1.2 with sigma of 0.02
 C129-O22
 1.5 with sigma of 0.02
 C130-O22
 1.5 with sigma of 0.02
 C48-O2
 1.2 with sigma of 0.02
 S3-C54
 2.8 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C48A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 O32, C196, C195, O31, C194, C193, O30, C192, C191, O29, C190, C189, O28
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O18, C120, C121, O20, C1A, O19, C123, C124, C125, C127, O21, O22, C126, C128,
 C129, C130, C131, O23
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O12, C64, C63, O10, O11, C62, C61, O9, O8, C60, C59, C58, O7, O6, C56, C57,
 C55, O5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C115, C117, C116, S6, S5, C118, C119, O16, O17
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C33, C35
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O26, C181, C182, C184, S8, S9, C187, C186, O27
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O1, C45, C46, C47, S1, S2, C48, O1A, O2, C48A, C49A, C46A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O26, C181, C182, C183, C184, S8, S9, C185, C187, O27, C188, C186
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(S6)=Sof(O16)=Sof(H16A)=Sof(C116)=Sof(H11M)=Sof(H11N)=1-FVAR(1)
 Sof(S5)=Sof(O17)=Sof(H11J)=Sof(H11K)=Sof(C117)=Sof(H11L)=Sof(H117)=FVAR(1)
 Sof(S2)=Sof(O1A)=Sof(H45A)=Sof(H45B)=Sof(C46A)=Sof(H46A)=Sof(H45C)=Sof(H47A)=
 Sof(H47B)=Sof(C48)=Sof(H49A)=Sof(H49B)=Sof(H49C)=1-FVAR(2)
 Sof(S1)=Sof(O2)=Sof(H45D)=Sof(H45E)=Sof(C46)=Sof(H45F)=Sof(H46)=Sof(H47C)=
 Sof(H47D)=Sof(C48A)=Sof(H49D)=Sof(H49E)=Sof(H49F)=FVAR(2)
 Sof(O6)=Sof(O9)=Sof(O10)=Sof(C56)=Sof(C58)=Sof(H63)=1-FVAR(3)
 Sof(O7)=Sof(O8)=Sof(O11)=Sof(C57)=Sof(C59)=Sof(H63A)=FVAR(3)
 Sof(S8)=Sof(H18D)=Sof(H18E)=Sof(C183)=Sof(H18H)=Sof(H18I)=Sof(H184)=Sof(C185)=
 Sof(C186)=1-FVAR(4)
 Sof(S9)=Sof(H18F)=Sof(H18G)=Sof(C182)=Sof(H182)=Sof(H18J)=Sof(C187)=Sof(C188)=
 FVAR(4)
 Fixed Sof: O19(0.5) O20(0.5) O21(0.5) O22(0.5) C1A(0.5) C121(0.5) C123(0.5)
 C124(0.5) C125(0.5) C126(0.5) C127(0.5) C129(0.5) H12A(0.5) H12B(0.5)
 C130(0.5) H13A(0.5) H13B(0.5)
6.a Ternary CH refined with riding coordinates:
 C184(H184)
6.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C21(H21A,H21B), C28(H28A,H28B), C45(H45D,H45E),
 C45(H45A,H45B), C46(H45F,H46), C46A(H46A,H45C), C47(H47C,H47D), C47(H47A,H47B),
  C50(H50A,H50B), C51(H51A,H51B), C52(H52A,H52B), C64(H64A,H64B), C138(H13C,
 H13D), C145(H14C,H14D), C152(H15A,H15B), C159(H15C,H15D), C176(H17P,H17Q),
 C177(H17R,H17S), C178(H17T,H17U), C181(H18F,H18G), C181(H18D,H18E), C183(H18H,
 H18I), C189(H18K,H18L), C194(H19A,H19B), C71(H71A,H71B), C78(H78A,H78B),
 C85(H85A,H85B), C92(H92A,H92B), C109(H10V,H10W), C110(H11A,H11B), C111(H11C,
 H11D), C114(H11H,H11I), C115(H11J,H11K), C116(H11M,H11N), C117(H11L,H117),
 C129(H12A,H12B), C130(H13A,H13B)
6.c Me refined with riding coordinates:
 C30(H30A,H30B,H30C), C49A(H49A,H49B,H49C), C49A(H49D,H49E,H49F)
6.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C11(H11), C16(H16), C18(H18), C23(H23), C25(H25),
 C63(H63A), C63(H63), C134(H134), C136(H136), C140(H140), C142(H142),
 C147(H147), C149(H149), C154(H154), C156(H156), C182(H182), C184(H18J),
 C67(H67), C69(H69), C73(H73), C75(H75), C80(H80), C82(H82), C87(H87), C89(H89)
6.e Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C),
 C54(H54A,H54B,H54C), C161(H16B,H16C,H16D), C162(H16E,H16F,H16G), C163(H16H,
 H16I,H16J), C165(H16K,H16L,H16M), C166(H16N,H16O,H16P), C167(H16Q,H16R,H16S),
 C169(H16T,H16U,H16V), C170(H17A,H17B,H17C), C171(H17D,H17E,H17F), C173(H17G,
 H17H,H17I), C174(H17J,H17K,H17L), C175(H17M,H17N,H17O), C180(H18A,H18B,H18C),
 C94(H94A,H94B,H94C), C95(H95A,H95B,H95C), C96(H96A,H96B,H96C), C98(H98A,H98B,
 H98C), C99(H99A,H99B,H99C), C100(H10A,H10B,H10C), C102(H10D,H10E,H10F),
 C103(H10G,H10H,H10I), C104(H10J,H10K,H10L), C106(H10M,H10N,H10O), C107(H10P,
 H10Q,H10R), C108(H10S,H10T,H10U), C113(H11E,H11F,H11G), C119(H11O,H11P,H11Q)
6.f Idealised tetrahedral OH refined as rotating group:
 O16(H16A)
;
_shelx_res_checksum              37760
_olex2_submission_special_instructions 'No special instructions were received'