data_2012153
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  978
_journal_page_last  981
_publ_section_title
;
Methoxyether and crown-ether derivatives of tetrahomodioxa- and
octahomotetraoxa-calix[4]arenes
;
loop_
_publ_author_name
  'Masci, Bernardo'
  'Saccheo, Stefano'
  'Fonsi, Massimiliano'
  'Varrone, Maurizio'
  'Finelli, Marco'
  'Nierlich, Martine'
  "Thu\'ery, Pierre"
_chemical_formula_moiety  'C42 H50 O9'
_chemical_formula_sum  'C42 H50 O9'
_chemical_formula_weight  698.82
_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  8.6669(6)
_cell_length_b  13.7665(11)
_cell_length_c  16.8072(9)
_cell_angle_alpha  113.671(4)
_cell_angle_beta  94.723(4)
_cell_angle_gamma  97.119(3)
_cell_volume  1803.1(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.287
_diffrn_ambient_temperature  100(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .93668(19)  .03106(14)  .34728(11)  .0287(4) Uani d . 1 . . O
  O2  .5790(2)  -.04427(16)  .28296(12)  .0336(5) Uani d . 1 . . O
  O3  .7303(2)  -.01658(14)  .13467(11)  .0282(4) Uani d . 1 . . O
  O4 1.1515(2)  -.17797(14)  .33189(11)  .0293(4) Uani d . 1 . . O
  O5 1.1002(2)  -.27544(15)  .09373(12)  .0343(5) Uani d . 1 . . O
  O6  .6537(2)  -.33091(14)  -.04754(12)  .0330(4) Uani d . 1 . . O
  O7  .7328(2)  .22424(14)  .09683(11)  .0311(4) Uani d . 1 . . O
  O8 1.0482(2)  .35417(14)  .28074(12)  .0320(4) Uani d . 1 . . O
  O9 1.0047(2)  .34056(14)  .52388(11)  .0310(4) Uani d . 1 . . O
  C1  .8319(3)  -.0500(2)  .35962(17)  .0284(6) Uani d . 1 . . C
  H1A  .7857  -.0172  .4127  .034 Uiso calc R 1 . . H
  H1B  .8895  -.1034  .3655  .034 Uiso calc R 1 . . H
  C2  .7048(3)  -.1026(2)  .28149(17)  .0291(6) Uani d . 1 . . C
  H2A  .7520  -.1132  .2289  .035 Uiso calc R 1 . . H
  H2B  .6615  -.1732  .2774  .035 Uiso calc R 1 . . H
  C3  .6097(3)  .0480(2)  .26381(17)  .0303(6) Uani d . 1 . . C
  H3A  .7162  .0850  .2900  .036 Uiso calc R 1 . . H
  H3B  .5390  .0969  .2912  .036 Uiso calc R 1 . . H
  C4  .5910(3)  .0227(2)  .16736(17)  .0308(6) Uani d . 1 . . C
  H4A  .4985  -.0316  .1367  .037 Uiso calc R 1 . . H
  H4B  .5792  .0869  .1584  .037 Uiso calc R 1 . . H
  C5 1.0974(3)  .1678(2)  .47622(16)  .0265(6) Uani d . 1 . . C
  C6 1.0790(3)  .0690(2)  .40369(16)  .0261(6) Uani d . 1 . . C
  C7 1.2038(3)  .0125(2)  .38249(16)  .0245(6) Uani d . 1 . . C
  C8 1.3487(3)  .0579(2)  .43506(16)  .0268(6) Uani d . 1 . . C
  H8 1.4325  .0209  .4216  .032 Uiso calc R 1 . . H
  C9 1.3724(3)  .1569(2)  .50722(16)  .0271(6) Uani d . 1 . . C
  C10 1.2450(3)  .2105(2)  .52708(16)  .0266(6) Uani d . 1 . . C
  H10 1.2588  .2765  .5755  .032 Uiso calc R 1 . . H
  C11 1.5311(3)  .2051(2)  .56245(18)  .0351(7) Uani d . 1 . . C
  H11A 1.5470  .2819  .5826  .053 Uiso calc R 1 . . H
  H11B 1.6113  .1770  .5280  .053 Uiso calc R 1 . . H
  H11C 1.5362  .1870  .6120  .053 Uiso calc R 1 . . H
  C12 1.1847(3)  -.0930(2)  .30316(17)  .0280(6) Uani d . 1 . . C
  H12A 1.0990  -.0980  .2600  .034 Uiso calc R 1 . . H
  H12B 1.2802  -.0988  .2765  .034 Uiso calc R 1 . . H
  C13 1.1444(3)  -.2827(2)  .26254(17)  .0317(6) Uani d . 1 . . C
  H13A 1.1613  -.3333  .2879  .038 Uiso calc R 1 . . H
  H13B 1.2283  -.2801  .2282  .038 Uiso calc R 1 . . H
  C14  .9888(3)  -.3226(2)  .20257(17)  .0281(6) Uani d . 1 . . C
  C15  .9706(3)  -.3175(2)  .12135(17)  .0287(6) Uani d . 1 . . C
  C16  .8250(3)  -.3495(2)  .06788(17)  .0289(6) Uani d . 1 . . C
  C17  .6961(3)  -.3873(2)  .09806(17)  .0298(6) Uani d . 1 . . C
  H17  .5984  -.4089  .0632  .036 Uiso calc R 1 . . H
  C18  .7087(3)  -.3939(2)  .17870(17)  .0280(6) Uani d . 1 . . C
  C19  .8559(3)  -.3616(2)  .22998(17)  .0284(6) Uani d . 1 . . C
  H19  .8662  -.3660  .2839  .034 Uiso calc R 1 . . H
  C20  .5647(3)  -.4312(2)  .21081(18)  .0339(6) Uani d . 1 . . C
  H20A  .5015  -.3756  .2284  .051 Uiso calc R 1 . . H
  H20B  .5966  -.4465  .2600  .051 Uiso calc R 1 . . H
  H20C  .5047  -.4951  .1644  .051 Uiso calc R 1 . . H
  C21 1.1840(4)  -.3559(2)  .0412(2)  .0405(7) Uani d . 1 . . C
  H21A 1.2261  -.3907  .0753  .061 Uiso calc R 1 . . H
  H21B 1.2684  -.3226  .0221  .061 Uiso calc R 1 . . H
  H21C 1.1138  -.4082  -.0091  .061 Uiso calc R 1 . . H
  C22  .8090(3)  -.3404(2)  -.01948(18)  .0347(7) Uani d . 1 . . C
  H22A  .8817  -.2780  -.0144  .042 Uiso calc R 1 . . H
  H22B  .8382  -.4036  -.0638  .042 Uiso calc R 1 . . H
  C23  .6166(3)  -.2272(2)  .00261(18)  .0315(6) Uani d . 1 . . C
  H23A  .6447  -.2094  .0645  .038 Uiso calc R 1 . . H
  H23B  .5039  -.2307  -.0083  .038 Uiso calc R 1 . . H
  C24  .6983(3)  -.1383(2)  -.01740(16)  .0256(6) Uani d . 1 . . C
  C25  .7411(3)  -.0338(2)  .04815(16)  .0257(6) Uani d . 1 . . C
  C26  .8068(3)  .0508(2)  .02899(16)  .0264(6) Uani d . 1 . . C
  C27  .8336(3)  .0287(2)  -.05658(17)  .0279(6) Uani d . 1 . . C
  H27  .8764  .0848  -.0698  .033 Uiso calc R 1 . . H
  C28  .7982(3)  -.0750(2)  -.12275(16)  .0260(6) Uani d . 1 . . C
  C29  .7298(3)  -.1569(2)  -.10173(17)  .0273(6) Uani d . 1 . . C
  H29  .7041  -.2265  -.1456  .033 Uiso calc R 1 . . H
  C30  .8354(3)  -.0977(2)  -.21405(17)  .0338(6) Uani d . 1 . . C
  H30A  .8427  -.1725  -.2440  .051 Uiso calc R 1 . . H
  H30B  .9336  -.0543  -.2103  .051 Uiso calc R 1 . . H
  H30C  .7535  -.0809  -.2459  .051 Uiso calc R 1 . . H
  C31  .8543(3)  .1632(2)  .09953(17)  .0286(6) Uani d . 1 . . C
  H31A  .8702  .1610  .1566  .034 Uiso calc R 1 . . H
  H31B  .9522  .1969  .0903  .034 Uiso calc R 1 . . H
  C32  .7742(4)  .3341(2)  .16010(17)  .0347(7) Uani d . 1 . . C
  H32A  .7027  .3762  .1467  .042 Uiso calc R 1 . . H
  H32B  .8795  .3628  .1555  .042 Uiso calc R 1 . . H
  C33  .7682(3)  .3460(2)  .25276(17)  .0303(6) Uani d . 1 . . C
  C34  .9009(3)  .3538(2)  .30889(17)  .0291(6) Uani d . 1 . . C
  C35  .8907(3)  .3572(2)  .39237(17)  .0281(6) Uani d . 1 . . C
  C36  .7432(3)  .3549(2)  .41930(17)  .0305(6) Uani d . 1 . . C
  H36  .7349  .3573  .4749  .037 Uiso calc R 1 . . H
  C37  .6076(3)  .3491(2)  .36598(18)  .0310(6) Uani d . 1 . . C
  C38  .6236(3)  .3439(2)  .28330(18)  .0326(6) Uani d . 1 . . C
  H38  .5339  .3387  .2464  .039 Uiso calc R 1 . . H
  C39  .4496(3)  .3473(3)  .3975(2)  .0422(7) Uani d . 1 . . C
  H39A  .3737  .3574  .3578  .063 Uiso calc R 1 . . H
  H39B  .4574  .4042  .4551  .063 Uiso calc R 1 . . H
  H39C  .4171  .2793  .3997  .063 Uiso calc R 1 . . H
  C40 1.1261(3)  .4600(2)  .2962(2)  .0389(7) Uani d . 1 . . C
  H40A 1.0671  .4875  .2614  .058 Uiso calc R 1 . . H
  H40B 1.2297  .4563  .2803  .058 Uiso calc R 1 . . H
  H40C 1.1333  .5071  .3573  .058 Uiso calc R 1 . . H
  C41 1.0377(3)  .3623(2)  .45033(17)  .0308(6) Uani d . 1 . . C
  H41A 1.0989  .3105  .4156  .037 Uiso calc R 1 . . H
  H41B 1.1010  .4334  .4713  .037 Uiso calc R 1 . . H
  C42  .9611(3)  .2275(2)  .49944(17)  .0307(6) Uani d . 1 . . C
  H42A  .8782  .1977  .4494  .037 Uiso calc R 1 . . H
  H42B  .9197  .2166  .5477  .037 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1  .0239(9)  .0333(11)  .0303(10)  -.0023(8)  -.0006(8)  .0177(8)
  O2  .0250(10)  .0432(12)  .0393(11)  .0064(8)  .0069(8)  .0233(9)
  O3  .0250(9)  .0369(11)  .0264(10)  .0097(8)  .0068(8)  .0153(8)
  O4  .0335(10)  .0261(10)  .0301(10)  .0013(8)  .0017(8)  .0152(8)
  O5  .0320(10)  .0320(11)  .0411(11)  .0026(8)  .0075(9)  .0179(9)
  O6  .0350(11)  .0282(11)  .0325(10)  -.0007(8)  -.0038(8)  .0127(8)
  O7  .0344(10)  .0271(10)  .0307(10)  .0115(8)  .0015(8)  .0099(8)
  O8  .0322(10)  .0297(11)  .0380(11)  .0071(8)  .0121(8)  .0164(8)
  O9  .0340(10)  .0306(11)  .0256(10)  .0069(8)  .0051(8)  .0083(8)
  C1  .0256(14)  .0318(15)  .0305(14)  .0007(11)  .0059(11)  .0168(12)
  C2  .0274(14)  .0287(15)  .0322(15)  .0037(11)  .0057(11)  .0137(12)
  C3  .0277(14)  .0326(16)  .0308(15)  .0101(12)  .0067(12)  .0117(12)
  C4  .0238(14)  .0394(17)  .0335(15)  .0109(12)  .0095(12)  .0169(13)
  C5  .0262(14)  .0313(15)  .0270(14)  .0042(11)  .0074(11)  .0168(12)
  C6  .0247(13)  .0299(15)  .0265(14)  .0002(11)  .0035(11)  .0160(11)
  C7  .0261(13)  .0260(14)  .0258(14)  .0034(11)  .0054(11)  .0153(11)
  C8  .0274(14)  .0300(15)  .0293(14)  .0064(11)  .0077(11)  .0176(12)
  C9  .0280(14)  .0301(15)  .0264(14)  .0027(11)  .0040(11)  .0157(11)
  C10  .0269(14)  .0291(15)  .0240(14)  .0023(11)  .0048(11)  .0118(11)
  C11  .0285(15)  .0395(17)  .0329(15)  .0044(12)  .0024(12)  .0113(13)
  C12  .0273(14)  .0297(15)  .0298(14)  .0015(11)  .0038(11)  .0161(12)
  C13  .0332(15)  .0262(15)  .0354(15)  .0061(12)  .0026(12)  .0128(12)
  C14  .0293(14)  .0213(14)  .0327(15)  .0035(11)  .0023(11)  .0109(11)
  C15  .0273(14)  .0228(14)  .0365(15)  .0041(11)  .0078(12)  .0123(12)
  C16  .0325(15)  .0217(14)  .0317(15)  .0033(11)  .0044(12)  .0109(11)
  C17  .0291(14)  .0248(14)  .0330(15)  .0048(11)  .0017(12)  .0100(11)
  C18  .0287(14)  .0221(14)  .0329(15)  .0074(11)  .0075(12)  .0098(11)
  C19  .0312(14)  .0247(14)  .0305(14)  .0073(11)  .0035(12)  .0123(11)
  C20  .0342(15)  .0278(15)  .0408(16)  .0049(12)  .0085(13)  .0149(12)
  C21  .0406(17)  .0426(18)  .0467(18)  .0115(14)  .0171(14)  .0241(15)
  C22  .0354(16)  .0342(16)  .0378(16)  .0067(13)  .0054(13)  .0182(13)
  C23  .0285(14)  .0317(16)  .0366(16)  .0044(12)  .0022(12)  .0172(12)
  C24  .0218(13)  .0281(15)  .0291(14)  .0060(11)  .0001(11)  .0143(11)
  C25  .0226(13)  .0300(15)  .0273(14)  .0075(11)  .0041(11)  .0139(11)
  C26  .0225(13)  .0275(14)  .0305(14)  .0076(11)  .0016(11)  .0129(11)
  C27  .0243(13)  .0292(15)  .0359(15)  .0071(11)  .0044(11)  .0185(12)
  C28  .0247(13)  .0312(15)  .0244(14)  .0081(11)  .0018(11)  .0135(11)
  C29  .0262(14)  .0253(14)  .0293(14)  .0034(11)  -.0022(11)  .0118(11)
  C30  .0389(16)  .0351(16)  .0288(15)  .0081(13)  .0050(12)  .0143(12)
  C31  .0255(14)  .0305(15)  .0316(15)  .0089(11)  .0048(11)  .0136(12)
  C32  .0440(17)  .0252(15)  .0346(16)  .0095(13)  .0053(13)  .0111(12)
  C33  .0372(16)  .0216(14)  .0322(15)  .0085(12)  .0042(12)  .0104(11)
  C34  .0303(15)  .0207(14)  .0341(15)  .0067(11)  .0094(12)  .0078(11)
  C35  .0299(14)  .0230(14)  .0306(15)  .0040(11)  .0048(11)  .0103(11)
  C36  .0334(15)  .0270(15)  .0310(15)  .0038(12)  .0061(12)  .0120(12)
  C37  .0289(15)  .0271(15)  .0353(15)  .0034(12)  .0033(12)  .0119(12)
  C38  .0307(15)  .0282(15)  .0357(16)  .0041(12)  -.0014(12)  .0116(12)
  C39  .0340(16)  .047(2)  .0469(18)  .0054(14)  .0058(14)  .0219(15)
  C40  .0388(17)  .0320(17)  .0485(18)  .0027(13)  .0108(14)  .0196(14)
  C41  .0284(14)  .0286(15)  .0360(16)  .0035(12)  .0051(12)  .0145(12)
  C42  .0305(15)  .0351(16)  .0302(15)  .0051(12)  .0068(12)  .0172(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C6 . 1.394(3) ?
  O1 C1 . 1.441(3) ?
  O2 C2 . 1.429(3) ?
  O2 C3 . 1.431(3) ?
  O3 C25 . 1.389(3) ?
  O3 C4 . 1.444(3) ?
  O4 C13 . 1.435(3) ?
  O4 C12 . 1.441(3) ?
  O5 C15 . 1.398(3) ?
  O5 C21 . 1.433(3) ?
  O6 C22 . 1.429(3) ?
  O6 C23 . 1.430(3) ?
  O7 C32 . 1.434(3) ?
  O7 C31 . 1.435(3) ?
  O8 C34 . 1.398(3) ?
  O8 C40 . 1.439(3) ?
  O9 C41 . 1.426(3) ?
  O9 C42 . 1.432(3) ?
  C1 C2 . 1.504(3) ?
  C3 C4 . 1.505(3) ?
  C5 C10 . 1.394(3) ?
  C5 C6 . 1.394(4) ?
  C5 C42 . 1.511(4) ?
  C6 C7 . 1.397(4) ?
  C7 C8 . 1.388(3) ?
  C7 C12 . 1.505(3) ?
  C8 C9 . 1.390(4) ?
  C9 C10 . 1.393(4) ?
  C9 C11 . 1.504(3) ?
  C13 C14 . 1.512(3) ?
  C14 C15 . 1.392(4) ?
  C14 C19 . 1.400(4) ?
  C15 C16 . 1.397(4) ?
  C16 C17 . 1.392(4) ?
  C16 C22 . 1.519(4) ?
  C17 C18 . 1.391(4) ?
  C18 C19 . 1.392(3) ?
  C18 C20 . 1.512(4) ?
  C23 C24 . 1.505(4) ?
  C24 C29 . 1.392(3) ?
  C24 C25 . 1.396(4) ?
  C25 C26 . 1.398(4) ?
  C26 C27 . 1.391(4) ?
  C26 C31 . 1.502(4) ?
  C27 C28 . 1.389(4) ?
  C28 C29 . 1.391(4) ?
  C28 C30 . 1.509(3) ?
  C32 C33 . 1.505(4) ?
  C33 C34 . 1.390(4) ?
  C33 C38 . 1.394(4) ?
  C34 C35 . 1.396(4) ?
  C35 C36 . 1.392(4) ?
  C35 C41 . 1.515(4) ?
  C36 C37 . 1.391(4) ?
  C37 C38 . 1.382(4) ?
  C37 C39 . 1.510(4) ?