# Supplementary Material (ESI) for Perkin Transactions
# This journal is © The Royal Society of Chemistry 2001

data_global

_journal_coden_Cambridge      188

_publ_requested_journal       'Perkin Transactions 2'

loop_
_publ_author_name
'Bryan, Jeffrey C.'
'Levitskaia, Tatiana G.'
'Moyer, Bruce A.'
'Sachleben, Richard A.'


_publ_contact_author_name     	'Dr Bruce A Moyer'  
_publ_contact_author_address 
;
Dr Bruce A Moyer
Chemical and Analytical Sciences Division
Oak Ridge National Laboratory
Tennessee 37831
Oakr Ridge
MS-6119/4500S
UNITED STATES OF AMERICA
;


_publ_contact_author_email       ?

data_tbb4

_database_code_CSD	152308


_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common
;
tetra(t-butylbenzo)-24-crown-8
;
_chemical_melting_point           ?
_chemical_formula_moiety          'C48 H64 O8'
_chemical_formula_sum             'C48 H64 O8'
_chemical_formula_weight          768.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C'  'C'   0.0033   0.0016
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'H'  'H'   0.0000   0.0000
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'O'  'O'   0.0106   0.0060
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            Triclinic
_symmetry_space_group_name_H-M    P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                    5.8214(8)
_cell_length_b                    10.7769(19)
_cell_length_c                    17.258(3)
_cell_angle_alpha                 76.083(14)
_cell_angle_beta                  82.120(12)
_cell_angle_gamma                 89.600(13)
_cell_volume                      1040.6(3)
_cell_formula_units_Z             1
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     25
_cell_measurement_theta_min       10.1
_cell_measurement_theta_max       18.4

_exptl_crystal_description        colorless
_exptl_crystal_colour             fragment
_exptl_crystal_size_max           0.69
_exptl_crystal_size_mid           0.31
_exptl_crystal_size_min           0.26
_exptl_crystal_density_meas       'not measured'
_exptl_crystal_density_diffrn     1.23
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              416
_exptl_absorpt_coefficient_mu     0.082
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   0.946
_exptl_absorpt_correction_T_max   0.979
_exptl_absorpt_process_details    ?

_exptl_special_details
;
?
;

_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Nonius CAD4'
_diffrn_measurement_method        Omega-scans
_diffrn_standards_number          3
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   120
_diffrn_standards_decay_%         6
_diffrn_reflns_number             5827
_diffrn_reflns_av_R_equivalents   0.023
_diffrn_reflns_av_sigmaI/netI     0.039
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -13
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        14
_diffrn_reflns_theta_min          2.0
_diffrn_reflns_theta_max          27.0
_reflns_number_total              4533
_reflns_number_gt                 3514
_reflns_threshold_expression      >2sigma(I)

_computing_data_collection        'CAD4-PC (Enraf-Nonius, 1993)'
_computing_cell_refinement        'CAD4-PC (Enraf-Nonius, 1993)'
_computing_data_reduction         'XCAD4 (Harms, 1995)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'Bruker SHELXTL'
_computing_publication_material   'Bruker SHELXTL'

_refine_special_details
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0766P)^2^+0.3047P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          4533
_refine_ls_number_parameters      259
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.068
_refine_ls_R_factor_gt            0.047
_refine_ls_wR_factor_ref          0.137
_refine_ls_wR_factor_gt           0.126
_refine_ls_goodness_of_fit_ref    1.03
_refine_ls_restrained_S_all       1.03
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.61518(18) 0.96554(10) 0.13292(6) 0.0195(2) Uani 1 1 d . . .
O2 O 0.52726(19) 0.77469(10) 0.06079(6) 0.0210(3) Uani 1 1 d . . .
O3 O 0.85264(18) 0.67745(10) -0.04651(6) 0.0194(2) Uani 1 1 d . . .
O4 O 0.97058(19) 0.91156(10) -0.16681(6) 0.0201(2) Uani 1 1 d . . .
C1 C 0.4611(3) 0.86662(14) 0.17259(9) 0.0172(3) Uani 1 1 d . . .
C2 C 0.4132(3) 0.76792(14) 0.13672(9) 0.0177(3) Uani 1 1 d . . .
C3 C 0.2536(3) 0.67231(14) 0.17959(9) 0.0198(3) Uani 1 1 d . . .
H3 H 0.2209 0.6032 0.1571 0.024 Uiso 1 1 calc R . .
C4 C 0.1418(3) 0.67739(14) 0.25526(9) 0.0193(3) Uani 1 1 d . . .
H4 H 0.0345 0.6106 0.2838 0.023 Uiso 1 1 calc R . .
C5 C 0.1817(3) 0.77699(14) 0.29053(9) 0.0170(3) Uani 1 1 d . . .
C6 C 0.3453(2) 0.87097(14) 0.24713(9) 0.0170(3) Uani 1 1 d . . .
H6 H 0.3779 0.9401 0.2696 0.020 Uiso 1 1 calc R . .
C7 C 0.4685(3) 0.67997(14) 0.02070(9) 0.0195(3) Uani 1 1 d . . .
H7A H 0.3022 0.6842 0.0140 0.023 Uiso 1 1 calc R . .
H7B H 0.4982 0.5934 0.0526 0.023 Uiso 1 1 calc R . .
C8 C 0.6170(3) 0.70718(15) -0.06017(9) 0.0192(3) Uani 1 1 d . . .
H8A H 0.5633 0.6539 -0.0940 0.023 Uiso 1 1 calc R . .
H8B H 0.6076 0.7983 -0.0883 0.023 Uiso 1 1 calc R . .
C9 C 1.0057(2) 0.68227(14) -0.11619(9) 0.0175(3) Uani 1 1 d . . .
C10 C 1.0672(3) 0.79722(14) -0.17297(9) 0.0173(3) Uani 1 1 d . . .
C11 C 1.2178(3) 0.79667(14) -0.24264(9) 0.0186(3) Uani 1 1 d . . .
H11 H 1.2563 0.8753 -0.2812 0.022 Uiso 1 1 calc R . .
C12 C 1.3140(3) 0.68536(15) -0.25791(9) 0.0183(3) Uani 1 1 d . . .
C13 C 1.2587(3) 0.57181(15) -0.19852(9) 0.0200(3) Uani 1 1 d . . .
H13 H 1.3257 0.4943 -0.2062 0.024 Uiso 1 1 calc R . .
C14 C 1.1072(3) 0.57062(14) -0.12843(9) 0.0191(3) Uani 1 1 d . . .
H14 H 1.0733 0.4927 -0.0887 0.023 Uiso 1 1 calc R . .
C15 C 0.9961(3) 0.95469(14) -0.09545(9) 0.0186(3) Uani 1 1 d . . .
H15A H 1.0658 0.8868 -0.0568 0.022 Uiso 1 1 calc R . .
H15B H 0.8419 0.9731 -0.0691 0.022 Uiso 1 1 calc R . .
C16 C 1.1484(3) 1.07323(14) -0.11802(9) 0.0188(3) Uani 1 1 d . . .
H16A H 1.1052 1.1324 -0.1670 0.023 Uiso 1 1 calc R . .
H16B H 1.1306 1.1177 -0.0737 0.023 Uiso 1 1 calc R . .
C17 C 0.0459(3) 0.78271(15) 0.37206(9) 0.0197(3) Uani 1 1 d . . .
C18 C 0.0879(3) 0.66186(17) 0.43614(10) 0.0282(4) Uani 1 1 d . . .
H18A H 0.0386 0.5862 0.4199 0.042 Uiso 1 1 calc R . .
H18B H -0.0016 0.6651 0.4880 0.042 Uiso 1 1 calc R . .
H18C H 0.2534 0.6571 0.4414 0.042 Uiso 1 1 calc R . .
C19 C 0.1161(3) 0.89964(17) 0.40058(10) 0.0261(4) Uani 1 1 d . . .
H19A H 0.2814 0.8964 0.4063 0.039 Uiso 1 1 calc R . .
H19B H 0.0246 0.8992 0.4527 0.039 Uiso 1 1 calc R . .
H19C H 0.0871 0.9779 0.3610 0.039 Uiso 1 1 calc R . .
C20 C -0.2130(3) 0.79159(18) 0.36376(11) 0.0288(4) Uani 1 1 d . . .
H20A H -0.2384 0.8684 0.3223 0.043 Uiso 1 1 calc R . .
H20B H -0.3019 0.7964 0.4154 0.043 Uiso 1 1 calc R . .
H20C H -0.2642 0.7157 0.3482 0.043 Uiso 1 1 calc R . .
C21 C 1.4813(3) 0.68789(16) -0.33527(9) 0.0208(3) Uani 1 1 d . . .
C22 C 1.7304(3) 0.69035(19) -0.31591(11) 0.0307(4) Uani 1 1 d . . .
H22A H 1.7570 0.7675 -0.2974 0.046 Uiso 1 1 calc R . .
H22B H 1.8398 0.6906 -0.3645 0.046 Uiso 1 1 calc R . .
H22C H 1.7535 0.6145 -0.2735 0.046 Uiso 1 1 calc R . .
C23 C 1.4417(3) 0.56892(18) -0.36662(11) 0.0296(4) Uani 1 1 d . . .
H23A H 1.4770 0.4921 -0.3269 0.044 Uiso 1 1 calc R . .
H23B H 1.5434 0.5747 -0.4176 0.044 Uiso 1 1 calc R . .
H23C H 1.2795 0.5641 -0.3753 0.044 Uiso 1 1 calc R . .
C24 C 1.4487(3) 0.80589(18) -0.40220(10) 0.0306(4) Uani 1 1 d . . .
H24A H 1.2852 0.8111 -0.4102 0.046 Uiso 1 1 calc R . .
H24B H 1.5444 0.7994 -0.4523 0.046 Uiso 1 1 calc R . .
H24C H 1.4957 0.8828 -0.3869 0.046 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0145(5) 0.0179(5) 0.0244(6) -0.0040(4) 0.0011(4) -0.0040(4)
O2 0.0215(6) 0.0232(6) 0.0185(5) -0.0088(4) 0.0037(4) -0.0092(4)
O3 0.0160(5) 0.0240(6) 0.0171(5) -0.0038(4) -0.0003(4) -0.0029(4)
O4 0.0241(6) 0.0188(5) 0.0193(5) -0.0077(4) -0.0042(4) -0.0003(4)
C1 0.0134(7) 0.0178(7) 0.0190(7) -0.0019(6) -0.0019(6) -0.0025(5)
C2 0.0149(7) 0.0218(7) 0.0162(7) -0.0049(6) -0.0007(6) -0.0010(6)
C3 0.0195(7) 0.0188(7) 0.0216(8) -0.0060(6) -0.0025(6) -0.0029(6)
C4 0.0162(7) 0.0194(7) 0.0198(7) -0.0015(6) 0.0003(6) -0.0039(6)
C5 0.0132(7) 0.0200(7) 0.0170(7) -0.0033(6) -0.0019(6) 0.0006(5)
C6 0.0147(7) 0.0189(7) 0.0183(7) -0.0057(6) -0.0031(6) 0.0004(5)
C7 0.0174(7) 0.0215(7) 0.0208(7) -0.0081(6) -0.0011(6) -0.0060(6)
C8 0.0153(7) 0.0232(8) 0.0200(7) -0.0066(6) -0.0027(6) -0.0052(6)
C9 0.0137(7) 0.0233(8) 0.0164(7) -0.0066(6) -0.0026(6) -0.0043(6)
C10 0.0147(7) 0.0181(7) 0.0207(7) -0.0070(6) -0.0040(6) -0.0020(5)
C11 0.0172(7) 0.0205(7) 0.0176(7) -0.0033(6) -0.0033(6) -0.0052(6)
C12 0.0122(7) 0.0268(8) 0.0183(7) -0.0093(6) -0.0038(6) -0.0028(6)
C13 0.0179(7) 0.0208(7) 0.0238(8) -0.0091(6) -0.0053(6) 0.0005(6)
C14 0.0187(7) 0.0183(7) 0.0206(7) -0.0037(6) -0.0050(6) -0.0042(6)
C15 0.0192(7) 0.0198(7) 0.0173(7) -0.0069(6) 0.0007(6) -0.0036(6)
C16 0.0159(7) 0.0197(7) 0.0208(7) -0.0065(6) 0.0008(6) -0.0027(6)
C17 0.0158(7) 0.0249(8) 0.0171(7) -0.0046(6) 0.0016(6) -0.0021(6)
C18 0.0329(9) 0.0299(9) 0.0189(8) -0.0025(7) 0.0007(7) 0.0004(7)
C19 0.0255(8) 0.0307(9) 0.0230(8) -0.0110(7) 0.0013(6) -0.0025(7)
C20 0.0175(8) 0.0433(10) 0.0269(9) -0.0134(7) 0.0010(7) -0.0009(7)
C21 0.0155(7) 0.0279(8) 0.0202(7) -0.0095(6) 0.0000(6) -0.0018(6)
C22 0.0156(8) 0.0482(11) 0.0291(9) -0.0131(8) 0.0005(7) -0.0044(7)
C23 0.0277(9) 0.0371(10) 0.0272(9) -0.0170(7) 0.0016(7) -0.0033(7)
C24 0.0328(10) 0.0373(10) 0.0194(8) -0.0062(7) 0.0034(7) 0.0015(8)

_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate
(isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3798(17) . ?
O1 C16 1.4428(18) 2_775 ?
O2 C2 1.3709(18) . ?
O2 C7 1.4309(17) . ?
O3 C9 1.3856(18) . ?
O3 C8 1.4446(18) . ?
O4 C10 1.3722(18) . ?
O4 C15 1.4427(17) . ?
C1 C6 1.379(2) . ?
C1 C2 1.400(2) . ?
C2 C3 1.389(2) . ?
C3 C4 1.390(2) . ?
C4 C5 1.391(2) . ?
C5 C6 1.395(2) . ?
C5 C17 1.531(2) . ?
C7 C8 1.502(2) . ?
C9 C14 1.386(2) . ?
C9 C10 1.396(2) . ?
C10 C11 1.389(2) . ?
C11 C12 1.387(2) . ?
C12 C13 1.401(2) . ?
C12 C21 1.535(2) . ?
C13 C14 1.393(2) . ?
C15 C16 1.501(2) . ?
C16 O1 1.4428(18) 2_775 ?
C17 C20 1.534(2) . ?
C17 C18 1.535(2) . ?
C17 C19 1.536(2) . ?
C21 C24 1.529(2) . ?
C21 C22 1.534(2) . ?
C21 C23 1.537(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C16 114.17(11) . 2_775 ?
C2 O2 C7 117.58(11) . . ?
C9 O3 C8 114.16(11) . . ?
C10 O4 C15 117.16(12) . . ?
C6 C1 O1 118.11(13) . . ?
C6 C1 C2 120.55(13) . . ?
O1 C1 C2 121.25(13) . . ?
O2 C2 C3 125.09(13) . . ?
O2 C2 C1 116.67(13) . . ?
C3 C2 C1 118.24(13) . . ?
C2 C3 C4 120.24(14) . . ?
C3 C4 C5 122.19(14) . . ?
C4 C5 C6 116.70(13) . . ?
C4 C5 C17 120.61(13) . . ?
C6 C5 C17 122.67(13) . . ?
C1 C6 C5 122.02(14) . . ?
O2 C7 C8 107.36(12) . . ?
O3 C8 C7 107.51(12) . . ?
O3 C9 C14 119.08(13) . . ?
O3 C9 C10 121.83(13) . . ?
C14 C9 C10 119.04(14) . . ?
O4 C10 C11 117.22(13) . . ?
O4 C10 C9 122.93(13) . . ?
C11 C10 C9 119.63(14) . . ?
C12 C11 C10 122.36(14) . . ?
C11 C12 C13 117.16(14) . . ?
C11 C12 C21 121.17(14) . . ?
C13 C12 C21 121.64(14) . . ?
C14 C13 C12 121.18(14) . . ?
C9 C14 C13 120.50(14) . . ?
O4 C15 C16 109.60(12) . . ?
O1 C16 C15 107.53(12) 2_775 . ?
C5 C17 C20 108.63(13) . . ?
C5 C17 C18 109.71(13) . . ?
C20 C17 C18 109.88(14) . . ?
C5 C17 C19 112.49(12) . . ?
C20 C17 C19 107.82(13) . . ?
C18 C17 C19 108.28(13) . . ?
C24 C21 C22 108.85(14) . . ?
C24 C21 C12 111.64(13) . . ?
C22 C21 C12 108.31(13) . . ?
C24 C21 C23 107.87(14) . . ?
C22 C21 C23 109.49(14) . . ?
C12 C21 C23 110.66(13) . . ?

_diffrn_measured_fraction_theta_max    1.00
_diffrn_reflns_theta_full              27.0
_diffrn_measured_fraction_theta_full   1.00
_refine_diff_density_max    0.42
_refine_diff_density_min   -0.26
_refine_diff_density_rms    0.055

#end of CIF