#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006620.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2006620
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  1445
_journal_page_last  1447
_publ_section_title
;
A trans-1,2-Diarylhexafluorocyclobutane
;
loop_
_publ_author_name
  'Swenson, Dale C.'
  'Yamamoto, Michiharu'
  'Burton, Donald J.'
_chemical_formula_moiety  'C44 H24 F6 N2 O6,C4 H10 O1 '
_chemical_formula_sum  'C48 H34 F6 N2 O7'
_chemical_formula_weight  864.81
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_h-m  'P -1 '
_cell_length_a  13.891(2)
_cell_length_b  15.426(3)
_cell_length_c  11.014(2)
_cell_angle_alpha  102.81(2)
_cell_angle_beta  104.94(2)
_cell_angle_gamma  102.71(2)
_cell_volume  2125(2)
_cell_formula_units_z  2
_cell_measurement_temperature  291
_exptl_crystal_density_diffrn  1.35
_diffrn_ambient_temperature  291
_refine_ls_R_factor_obs  .054
_refine_ls_wR_factor_obs  .078
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
  F1  .14150(10)
  .36150(10)
  -.13440(10)
  .0556(5) Uani ?
  F2  .26240(10)
  .35000(10)
  .18890(10)
  .0532(5) Uani ?
  F3B  .20450(10)
  .50080(10)
  .2576(2)  .0699(6) Uani ?
  F3A  .07830(10)
  .46150(10)
  .0723(2)  .0726(7) Uani ?
  F4A  .34820(10)
  .52080(10)
  .1362(2)  .0737(7) Uani ?
  F4B  .2279(2)  .54120(10)
  -.0164(2)  .0822(7) Uani ?
  O17  .3571(2)  .46110(10)
  -.1391(2)  .0637(7) Uani ?
  O25  .3925(2)  .1511(2)  .1508(2)  .0828(9) Uani ?
  O32  .3502(2)  .0370(2)  -.2857(2)  .0834(9) Uani ?
  O47  .0615(2)  .3365(2)  .2499(2)  .0623(7) Uani ?
  O55  -.2117(2)  .0108(2)  -.2915(2)  .0845(9) Uani ?
  O62  .1371(2)  .0367(2)  -.1682(2)  .0591(7) Uani ?
  O73  .3585(4)  .7910(4)  .3487(4)  .179(2) Uani ?
  N24  .3784(2)  .1185(2)  -.0694(2)  .0515(8) Uani ?
  N54  -.0329(2)  .0412(2)  -.1986(2)  .0486(8) Uani ?
  C1  .2262(2)  .3793(2)  -.0201(2)  .0452(9) Uani ?
  C2  .1802(2)  .3542(2)  .0884(2)  .0432(9) Uani ?
  C3  .1740(2)  .4553(2)  .1290(3)  .0530(10)
  Uani ?
  C4  .2493(3)  .4841(2)  .0540(3)  .0550(10)
  Uani ?
  C11  .3057(2)  .3374(2)  -.0564(2)  .0439(9) Uani ?
  C12  .3649(2)  .3763(2)  -.1269(3)  .0489(9) Uani ?
  C13  .4304(2)  .3319(2)  -.1751(3)  .0540(10)
  Uani ?
  C14  .4352(2)  .2473(2)  -.1561(3)  .0540(10)
  Uani ?
  C15  .3765(2)  .2078(2)  -.0863(3)  .0485(9) Uani ?
  C16  .3138(2)  .2533(2)  -.0355(2)  .0458(9) Uani ?
  C18  .3761(2)  .4893(2)  -.2452(3)  .0489(9) Uani ?
  C19  .4399(3)  .5776(2)  -.2178(3)  .0600(10)
  Uani ?
  C20  .4555(3)  .6098(3)  -.3199(4)  .0810(10)
  Uani ?
  C21  .4090(3)  .5542(3)  -.4476(3)  .0930(10)
  Uani ?
  C22  .3459(4)  .4666(3)  -.4729(3)  .094(2) Uani ?
  C23  .3289(3)  .4333(3)  -.3723(3)  .0710(10)
  Uani ?
  C25  .3806(2)  .0958(2)  .0475(3)  .0580(10)
  Uani ?
  C26  .3675(2)  -.0053(2)  .0177(3)  .0580(10)
  Uani ?
  C27  .3637(3)  -.0625(3)  .0970(3)  .0770(10)
  Uani ?
  C28  .3505(3)  -.1553(3)  .0409(4)  .0910(10)
  Uani ?
  C29  .3415(3)  -.1893(3)  -.0878(5)  .098(2) Uani ?
  C30  .3428(3)  -.1330(3)  -.1703(4)  .0840(10)
  Uani ?
  C31  .3559(2)  -.0391(2)  -.1131(3)  .0610(10)
  Uani ?
  C32  .3603(2)  .0387(2)  -.1732(3)  .0590(10)
  Uani ?
  C41  .0884(2)  .2706(2)  .0532(2)  .0438(9) Uani ?
  C42  .0291(2)  .2632(2)  .1372(3)  .0482(9) Uani ?
  C43  -.0526(2)  .1837(2)  .1095(3)  .0550(10)
  Uani ?
  C44  -.0737(2)  .1093(2)  -.0004(3)  .0520(10)
  Uani ?
  C45  -.0152(2)  .1157(2)  -.0838(3)  .0459(9) Uani ?
  C46  .0637(2)  .1962(2)  -.0587(2)  .0469(9) Uani ?
  C48  -.0099(2)  .3535(2)  .3148(3)  .0520(10)
  Uani ?
  C49  -.0936(3)  .3794(3)  .2568(4)  .0890(10)
  Uani ?
  C50  -.1576(3)  .4022(3)  .3282(5)  .114(2) Uani ?
  C51  -.1344(3)  .4003(3)  .4552(4)  .114(2) Uani ?
  C52  -.0498(3)  .3776(3)  .5129(3)  .100(2) Uani ?
  C53  .0135(3)  .3529(3)  .4425(3)  .0720(10)
  Uani ?
  C55  -.1311(3)  -.0042(2)  -.2975(3)  .0590(10)
  Uani ?
  C56  -.1105(2)  -.0686(2)  -.4035(3)  .0520(10)
  Uani ?
  C57  -.1784(3)  -.1264(3)  -.5245(3)  .0690(10)
  Uani ?
  C58  -.1353(3)  -.1750(3)  -.6064(3)  .0730(10)
  Uani ?
  C59  -.0306(3)  -.1668(2)  -.5701(3)  .0700(10)
  Uani ?
  C60  .0376(3)  -.1081(2)  -.4478(3)  .0610(10)
  Uani ?
  C61  -.0050(2)  -.0601(2)  -.3661(3)  .0480(9) Uani ?
  C62  .0466(2)  .0101(2)  -.2346(3)  .0479(9) Uani ?
  C71  .1833(5)  .7321(5)  .2289(7)  .181(3) Uani ?
  C72  .2587(6)  .7746(6)  .3532(7)  .198(4) Uani ?
  C74  .4308(9)  .8360(8)  .4770(10)
  .272(5) Uiso ?
  C75  .5237(9)  .8330(8)  .4980(10)
  .261(5) Uiso ?
  H13  .4717  .3597  -.2208  .0596 Uiso calc
  H14  .4784  .2160  -.1907  .0594 Uiso calc
  H16  .2757  .2268  .0143  .0504 Uiso calc
  H19  .4728  .6159  -.1294  .0663 Uiso calc
  H20  .4988  .6711  -.3021  .0891 Uiso calc
  H21  .4207  .5765  -.5178  .1024 Uiso calc
  H22  .3134  .4281  -.5613  .1031 Uiso calc
  H23  .2849  .3721  -.3904  .0779 Uiso calc
  H27  .3698  -.0389  .1869  .0850 Uiso calc
  H28  .3476  -.1965  .0933  .1001 Uiso calc
  H29  .3341  -.2534  -.1223  .1082 Uiso calc
  H30  .3352  -.1571  -.2606  .0929 Uiso calc
  H43  -.0940  .1803  .1658  .0609 Uiso calc
  H44  -.1282  .0541  -.0182  .0573 Uiso calc
  H46  .1016  .2008  -.1187  .0515 Uiso calc
  H49  -.1077  .3818  .1687  .0974 Uiso calc
  H50  -.2173  .4191  .2890  .1252 Uiso calc
  H51  -.1788  .4152  .5040  .1251 Uiso calc
  H52  -.0336  .3786  .6025  .1103 Uiso calc
  H53  .0728  .3357  .4823  .0797 Uiso calc
  H57  -.2508  -.1323  -.5500  .0760 Uiso calc
  H58  -.1794  -.2154  -.6903  .0799 Uiso calc
  H59  -.0040  -.2015  -.6292  .0770 Uiso calc
  H60  .1101  -.1019  -.4224  .0668 Uiso calc
  H71A  .1157  .7223  .2375  .1994 Uiso calc
  H71B  .1909  .7712  .1742  .1994 Uiso calc
  H71C  .1921  .6741  .1906  .1994 Uiso calc
  H72A  .2485  .8322  .3907  .2184 Uiso calc
  H72B  .2497  .7351  .4070  .2184 Uiso calc
  H74A  .4043  .8088  .5358  .2995 Uiso calc
  H74B  .4331  .8998  .4979  .2995 Uiso calc
  H75A  .5636  .8655  .5868  .2874 Uiso calc
  H75B  .5243  .7699  .4796  .2874 Uiso calc
  H75C  .5530  .8610  .4417  .2874 Uiso calc
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
  F1  .0575(9)  .0670(10)
  .0391(7)  .0209(8)  .0112(6)  .0120(7)
  F2  .0509(9)  .0620(10)
  .0363(7)  .0120(8)  .0081(6)  .0071(7)
  F3B  .0900(10)
  .0560(10)
  .0503(8)  .0107(9)  .0280(7)  -.0060(8)
  F3A  .0730(10)
  .0750(10)
  .0770(10)
  .0375(8)  .0271(8)  .0177(9)
  F4A  .0670(10)
  .0590(10)
  .0700(10)
  -.0060(10)
  .0221(8)  -.0052(9)
  F4B  .1260(10)
  .0610(10)
  .0840(10)
  .0400(10)
  .0529(9)  .0340(8)
  O17  .0890(10)
  .0550(10)
  .0600(10)
  .0220(10)
  .0411(8)  .0224(8)
  O25  .116(2)  .0810(10)
  .0610(10)
  .0400(10)
  .0310(10)
  .0250(10)
  O32  .114(2)  .078(2)  .0580(10)
  .0330(10)
  .0320(10)
  .0090(10)
  O47  .0580(10)
  .0670(10)
  .0480(10)
  .0050(10)
  .0270(8)  -.0080(10)
  O55  .0470(10)
  .096(2)  .0810(10)
  .0120(10)
  .0130(10)
  -.0140(10)
  O62  .0460(10)
  .0640(10)
  .0550(10)
  .0140(10)
  .0097(9)  .0040(10)
  O73  .163(4)  .198(4)  .142(3)  .039(3)  .033(3)  .016(3)
  N24  .0470(10)
  .0560(10)
  .0530(10)
  .0190(10)
  .0180(10)
  .0140(10)
  N54  .0410(10)
  .0470(10)
  .0420(10)
  .0050(10)
  .0093(9)  -.0050(10)
  C1  .047(2)  .046(2)  .0340(10)
  .0090(10)
  .0080(10)
  .0040(10)
  C2  .0420(10)
  .049(2)  .0310(10)
  .0110(10)
  .0090(10)
  .0040(10)
  C3  .060(2)  .050(2)  .0390(10)
  .0150(10)
  .0130(10)
  -.0010(10)
  C4  .065(2)  .051(2)  .0470(10)
  .0140(10)
  .0190(10)
  .0120(10)
  C11  .0410(10)
  .045(2)  .0350(10)
  .0030(10)
  .0110(10)
  .0020(10)
  C12  .048(2)  .049(2)  .0420(10)
  .0080(10)
  .0120(10)
  .0080(10)
  C13  .049(2)  .060(2)  .0510(10)
  .0070(10)
  .0230(10)
  .0140(10)
  C14  .0460(10)
  .069(2)  .0490(10)
  .0180(10)
  .0210(10)
  .0130(10)
  C15  .0420(10)
  .054(2)  .0420(10)
  .0090(10)
  .0110(10)
  .0080(10)
  C16  .0400(10)
  .053(2)  .0380(10)
  .0070(10)
  .0130(10)
  .0080(10)
  C18  .051(2)  .054(2)  .0400(10)
  .0130(10)
  .0160(10)
  .0120(10)
  C19  .059(2)  .060(2)  .0490(10)
  .006(2)  .0070(10)
  .0170(10)
  C20  .079(2)  .073(2)  .099(2)  .012(2)  .034(2)  .046(2)
  C21  .128(3)  .111(2)  .073(2)  .049(2)  .054(2)  .053(2)
  C22  .132(3)  .104(3)  .046(2)  .050(2)  .020(2)  .017(2)
  C23  .077(2)  .063(2)  .053(2)  .009(2)  .009(2)  .005(2)
  C25  .051(2)  .070(2)  .0520(10)
  .0200(10)
  .0180(10)
  .0170(10)
  C26  .045(2)  .062(2)  .077(2)  .0230(10)
  .0230(10)
  .0280(10)
  C27  .063(2)  .095(2)  .099(2)  .037(2)  .037(2)  .050(2)
  C28  .073(2)  .084(2)  .144(3)  .042(2)  .046(2)  .057(2)
  C29  .080(2)  .059(2)  .165(3)  .031(2)  .045(2)  .034(2)
  C30  .077(2)  .068(2)  .102(3)  .025(2)  .028(2)  .011(2)
  C31  .047(2)  .058(2)  .079(2)  .0170(10)
  .0210(10)
  .017(2)
  C32  .053(2)  .066(2)  .057(2)  .0220(10)
  .0180(10)
  .0080(10)
  C41  .0400(10)
  .046(2)  .0390(10)
  .0090(10)
  .0130(10)
  .0050(10)
  C42  .0470(10)
  .052(2)  .0400(10)
  .0120(10)
  .0160(10)
  .0030(10)
  C43  .052(2)  .062(2)  .0520(10)
  .0140(10)
  .0280(10)
  .0070(10)
  C44  .044(2)  .054(2)  .0500(10)
  .0060(10)
  .0170(10)
  .0050(10)
  C45  .0400(10)
  .047(2)  .0390(10)
  .0070(10)
  .0090(10) .0000(10)
  C46  .0460(10)
  .053(2)  .0390(10)
  .0120(10)
  .0170(10)
  .0070(10)
  C48  .059(2)  .048(2)  .0480(10)
  .0130(10)
  .0270(10)
  .0010(10)
  C49  .087(2)  .104(3)  .069(2)  .046(2)  .017(2)  .007(2)
  C50  .084(2)  .116(3)  .123(3)  .051(2)  .028(2)  -.017(3)
  C51  .107(2)  .086(3)  .143(2)  .010(2)  .0900(10)
  -.018(2)
  C52  .135(3)  .099(3)  .086(2)  .027(2)  .0770(10)
  .024(2)
  C53  .083(2)  .081(2)  .064(2)  .026(2)  .0370(10)
  .025(2)
  C55  .052(2)  .057(2)  .051(2)  .005(2)  .0110(10)
  .0020(10)
  C56  .059(2)  .044(2)  .0420(10)
  .0080(10)
  .0110(10)
  .0030(10)
  C57  .065(2)  .064(2)  .053(2)  .002(2)  .006(2)  .000(2)
  C58  .093(2)  .055(2)  .042(2)  .000(2)  .012(2)  -.005(2)
  C59  .101(2)  .055(2)  .047(2)  .020(2)  .0290(10)
  .0010(10)
  C60  .077(2)  .054(2)  .0550(10)
  .0240(10)
  .0270(10)
  .0120(10)
  C61  .056(2)  .039(2)  .0410(10)
  .0110(10)
  .0110(10)
  .0070(10)
  C62  .047(2)  .045(2)  .0450(10)
  .0090(10)
  .0120(10)
  .0080(10)
  C71  .160(5)  .173(5)  .257(5)  .063(4)  .091(4)  .112(4)
  C72  .197(6)  .212(6)  .214(5)  .059(5)  .077(5)  .106(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  F1 C1 1.410(3) yes
  F2 C2 1.395(3) yes
  F3B C3 1.341(3) yes
  F3A C3 1.350(4) yes
  F4A C4 1.348(3) yes
  F4B C4 1.328(4) yes
  O17 C12 1.368(4) no
  O17 C18 1.400(4) no
  O25 C25 1.208(4) no
  O32 C32 1.205(4) no
  O47 C42 1.374(3) no
  O47 C48 1.401(4) no
  O55 C55 1.206(5) no
  O62 C62 1.203(3) no
  O73 C72 1.370(10)
  no
  O73 C74 1.420(10)
  no
  N24 C15 1.434(4) no
  N24 C25 1.402(4) no
  N24 C32 1.406(4) no
  N54 C45 1.433(3) no
  N54 C55 1.419(3) no
  N54 C62 1.408(4) no
  C1 C2 1.573(4) yes
  C1 C4 1.560(4) yes
  C1 C11 1.491(5) yes
  C2 C3 1.552(5) yes
  C2 C41 1.496(4) yes
  C3 C4 1.541(5) yes
  C11 C12 1.400(5) no
  C11 C16 1.389(5) no
  C12 C13 1.393(5) no
  C13 C14 1.379(5) no
  C13 H13  .950(3) ?
  C14 C15 1.392(5) no
  C14 H14  .950(4) ?
  C15 C16 1.383(5) no
  C16 H16  .950(3) ?
  C18 C19 1.370(4) no
  C18 C23 1.370(4) no
  C19 C20 1.373(6) no
  C19 H19  .950(3) ?
  C20 C21 1.372(4) no
  C20 H20  .950(4) ?
  C21 C22 1.363(6) no
  C21 H21  .950(4) ?
  C22 C23 1.372(6) no
  C22 H22  .950(3) ?
  C23 H23  .950(4) ?
  C25 C26 1.480(5) no
  C26 C27 1.374(6) no
  C26 C31 1.372(5) no
  C27 C28 1.379(6) no
  C27 H27  .950(4) ?
  C28 C29 1.360(7) no
  C28 H28  .950(5) ?
  C29 C30 1.390(7) no
  C29 H29  .950(4) ?
  C30 C31 1.397(5) no
  C30 H30  .950(4) ?
  C31 C32 1.491(5) no
  C41 C42 1.395(5) no
  C41 C46 1.390(4) no
  C42 C43 1.389(4) no
  C43 C44 1.386(4) no
  C43 H43  .950(3) ?
  C44 C45 1.380(5) no
  C44 H44  .950(3) ?
  C45 C46 1.382(4) no
  C46 H46  .950(3) ?
  C48 C49 1.362(6) no
  C48 C53 1.361(5) no
  C49 C50 1.382(7) no
  C49 H49  .950(4) ?
  C50 C51 1.361(7) no
  C50 H50  .950(5) ?
  C51 C52 1.342(7) no
  C51 H51  .950(5) ?
  C52 C53 1.373(6) no
  C52 H52  .950(4) ?
  C53 H53  .950(4) ?
  C55 C56 1.489(5) no
  C56 C57 1.384(4) no
  C56 C61 1.384(5) no
  C57 C58 1.382(6) no
  C57 H57  .950(4) ?
  C58 C59 1.374(6) no
  C58 H58  .950(3) ?
  C59 C60 1.398(4) no
  C59 H59  .950(4) ?
  C60 C61 1.371(5) no
  C60 H60  .950(4) ?
  C61 C62 1.487(3) no
  C71 C72 1.401(9) no
  C71 H71A  .950(8) ?
  C71 H71B  .950(9) ?
  C71 H71C  .950(8) ?
  C72 H72A  .950(9) ?
  C72 H72B  .950(9) ?
  C74 C75 1.26(2) no
  C74 H74A  .950(10)
  ?
  C74 H74B  .950(10)
  ?
  C75 H75A  .950(9) ?
  C75 H75B  .950(10)
  ?
  C75 H75C  .950(10)
  ?