#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006576.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_2006576 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 1490 _journal_page_last 1493 _publ_section_title ; Unique trans-syn-cis [6.6.7] Tricycle Derivative from Transannular Diels-Alder Contraction of a Model 15-Membered trans-cis-cis Macrocyclic Triene ; loop_ _publ_author_name ' Drouin, Marc' 'Hall, Dennis G.' "Caill\'e, Alain-S\'ebastien" 'Pierre Deslongchamps' _chemical_formula_moiety '3C31 H37 Br1 O10 , 0.76C2 H6 O1' _chemical_formula_sum 'C94.52 H115.56 O30.76 Br3' _chemical_formula_weight 1983.6 _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 13.549(2) _cell_length_b 15.413(2) _cell_length_c 24.490(2) _cell_angle_alpha 79.073(11) _cell_angle_beta 75.749(9) _cell_angle_gamma 70.254(12) _cell_volume 4633.8(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.422 _diffrn_ambient_temperature 193(2) _refine_ls_R_factor_obs .0614 _refine_ls_wR_factor_obs .1568 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 _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol C101 .7672(4) .9675(3) .9344(2) .0564(12) Uani d . 1 . C C102 .6532(4) .9634(4) .9596(2) .0622(13) Uani d . 1 . C H10A .6040 1.0260 .9580 .075 Uiso calc . 1 . H H10B .6490 .9381 .9992 .075 Uiso calc . 1 . H C103 .6176(4) .9042(3) .9289(2) .0532(11) Uani d . 1 . C H10C .6607 .8398 .9345 .064 Uiso calc . 1 . H H10D .5435 .9079 .9450 .064 Uiso calc . 1 . H C104 .6296(3) .9379(3) .8653(2) .0425(9) Uani d . 1 . C H104 .5871 1.0035 .8623 .051 Uiso calc . 1 . H C105 .5868(3) .8903(3) .8295(2) .0382(8) Uani d . 1 . C C106 .6555(3) .7877(2) .82631(14) .0355(8) Uani d . 1 . C H10E .7262 .7863 .8046 .043 Uiso calc . 1 . H H10F .6635 .7590 .8645 .043 Uiso calc . 1 . H C107 .6132(3) .7287(3) .8002(2) .0389(8) Uani d . 1 . C H10G .5358 .7528 .8073 .047 Uiso calc . 1 . H H10H .6324 .6659 .8194 .047 Uiso calc . 1 . H C108 .6549(3) .7248(2) .73551(15) .0361(8) Uani d . 1 . C C109 .6638(3) .8182(3) .70328(15) .0399(8) Uani d . 1 . C H10I .6681 .8170 .6633 .048 Uiso calc . 1 . H H10J .7298 .8258 .7073 .048 Uiso calc . 1 . H C110 .5702(3) .9024(3) .7235(2) .0413(9) Uani d . 1 . C H11A .5065 .8832 .7380 .050 Uiso calc . 1 . H H11B .5569 .9488 .6911 .050 Uiso calc . 1 . H C111 .5885(3) .9475(3) .7699(2) .0419(9) Uani d . 1 . C H111 .5296 1.0055 .7745 .050 Uiso calc . 1 . H C112 .6888(4) .9741(3) .7481(2) .0502(10) Uani d . 1 . C H112 .7013 .9989 .7103 .060 Uiso calc . 1 . H C113 .7613(4) .9653(3) .7782(2) .0524(10) Uani d . 1 . C H113 .8244 .9783 .7598 .063 Uiso calc . 1 . H C114 .7457(3) .9352(3) .8406(2) .0444(9) Uani d . 1 . C H114 .7916 .8711 .8468 .053 Uiso calc . 1 . H C115 .7793(4) .9959(3) .8702(2) .0537(11) Uani d . 1 . C H11C .7361 1.0600 .8632 .064 Uiso calc . 1 . H H11D .8533 .9922 .8541 .064 Uiso calc . 1 . H C116 .4696(3) .8970(3) .8555(2) .0465(9) Uani d . 1 . C H11E .4317 .9578 .8680 .056 Uiso calc . 1 . H H11F .4353 .8887 .8273 .056 Uiso calc . 1 . H C117 .3903(3) .7850(3) .9134(2) .0507(10) Uani d . 1 . C C118 .4017(3) .7115(3) .9622(2) .0461(9) Uani d . 1 . C C119 .4852(4) .6859(3) .9901(2) .0552(11) Uani d . 1 . C H119 .5390 .7139 .9769 .066 Uiso calc . 1 . H C120 .4923(4) .6204(4) 1.0367(2) .0642(13) Uani d . 1 . C H120 .5500 .6042 1.0548 .077 Uiso calc . 1 . H C121 .4140(4) .5799(3) 1.0560(2) .0569(11) Uani d . 1 . C C122 .3295(4) .6001(4) 1.0284(2) .0663(13) Uani d . 1 . C H122 .2775 .5701 1.0413 .080 Uiso calc . 1 . H C123 .3246(4) .6658(4) .9815(2) .0631(12) Uani d . 1 . C H123 .2687 .6799 .9624 .076 Uiso calc . 1 . H C124 .7637(3) .6509(2) .7251(2) .0373(8) Uani d . 1 . C C125 .8951(4) .5686(4) .6551(2) .069(2) Uani d . 1 . C H12A .9129 .5681 .6147 .104 Uiso calc . 1 . H H12B .8853 .5102 .6730 .104 Uiso calc . 1 . H H12C .9520 .5781 .6677 .104 Uiso calc . 1 . H C126 .5808(3) .6917(3) .7124(2) .0408(9) Uani d . 1 . C C127 .5322(4) .5596(3) .7105(3) .0688(15) Uani d . 1 . C H12D .5412 .4975 .7292 .103 Uiso calc . 1 . H H12E .5617 .5575 .6707 .103 Uiso calc . 1 . H H12F .4573 .5937 .7157 .103 Uiso calc . 1 . H C128 .8479(4) .8732(3) .9490(2) .0539(11) Uani d . 1 . C C129 1.0230(5) .7750(4) .9224(2) .085(2) Uani d . 1 . C H12G 1.0875 .7750 .8952 .127 Uiso calc . 1 . H H12H .9986 .7259 .9174 .127 Uiso calc . 1 . H H12I 1.0368 .7656 .9600 .127 Uiso calc . 1 . H O101 .4657(2) .8258(2) .90327(12) .0500(7) Uani d . 1 . O O102 .3216(3) .8049(3) .8861(2) .0811(11) Uani d . 1 . O O103 .8137(2) .6059(2) .76080(11) .0451(6) Uani d . 1 . O O104 .7976(2) .6426(2) .67000(11) .0538(8) Uani d . 1 . O O105 .5258(2) .7358(2) .67888(13) .0561(8) Uani d . 1 . O O106 .5866(2) .6047(2) .73434(13) .0539(8) Uani d . 1 . O O107 .8297(3) .8162(3) .9863(2) .0746(10) Uani d . 1 . O O108 .9420(3) .8627(3) .91429(14) .0775(11) Uani d . 1 . O C130 .7690(7) 1.0383(5) .9671(4) .041(2) Uiso d PD .50 1 C O110 .8662(6) 1.0202(6) .9780(4) .069(3) Uiso d PD .50 1 O C131 .8797(10) 1.0946(9) 1.0026(6) .079(4) Uiso d PD .50 1 C H13A .9512 1.0767 1.0093 .119 Uiso calc P .50 1 H H13B .8296 1.1051 1.0378 .119 Uiso calc P .50 1 H H13C .8671 1.1506 .9767 .119 Uiso calc P .50 1 H O109 .7026(7) 1.1144(6) .9717(4) .085(2) Uiso d PD .50 1 O C132 .8068(9) 1.0460(6) .9528(4) .051(2) Uiso d PD .50 2 C O112 .8519(5) 1.0087(4) .9977(3) .042(2) Uiso d PD .50 2 O C133 .8758(7) 1.0760(6) 1.0226(4) .047(2) Uiso d PD .50 2 C H13D .9080 1.0456 1.0547 .071 Uiso calc P .50 2 H H13E .8108 1.1239 1.0345 .071 Uiso calc P .50 2 H H13F .9243 1.1029 .9949 .071 Uiso calc P .50 2 H O111 .7631(7) 1.1278(6) .9419(4) .088(2) Uiso d PD .50 2 O Br10 .41637(5) .49533(4) 1.12362(3) .0756(2) Uani d . 1 . Br C201 .9341(2) .6792(2) .45663(14) .0266(6) Uani d . 1 . C C202 .9355(3) .6411(2) .40235(14) .0299(7) Uani d . 1 . C H20A .9868 .6605 .3714 .036 Uiso calc . 1 . H H20B .9591 .5738 .4084 .036 Uiso calc . 1 . H C203 .8266(3) .6742(2) .38553(13) .0284(7) Uani d . 1 . C H20C .8080 .7404 .3735 .034 Uiso calc . 1 . H H20D .8305 .6433 .3537 .034 Uiso calc . 1 . H C204 .7401(2) .6545(2) .43427(13) .0248(6) Uani d . 1 . C H204 .7636 .5874 .4456 .030 Uiso calc . 1 . H C205 .6274(2) .6778(2) .41982(13) .0243(6) Uani d . 1 . C C206 .5807(2) .7836(2) .40540(14) .0265(6) Uani d . 1 . C H20E .5716 .8128 .4389 .032 Uiso calc . 1 . H H20F .6331 .8048 .3761 .032 Uiso calc . 1 . H C207 .4743(3) .8183(2) .38528(14) .0284(7) Uani d . 1 . C H20G .4701 .7712 .3655 .034 Uiso calc . 1 . H H20H .4734 .8733 .3583 .034 Uiso calc . 1 . H C208 .3747(3) .8419(2) .43293(14) .0322(7) Uani d . 1 . C C209 .3715(3) .7609(3) .4820(2) .0397(8) Uani d . 1 . C H20I .3943 .7740 .5133 .048 Uiso calc . 1 . H H20J .2976 .7615 .4951 .048 Uiso calc . 1 . H C210 .4388(3) .6626(3) .4686(2) .0357(8) Uani d . 1 . C H21A .4333 .6558 .4310 .043 Uiso calc . 1 . H H21B .4085 .6188 .4953 .043 Uiso calc . 1 . H C211 .5582(3) .6366(2) .47071(15) .0305(7) Uani d . 1 . C H211 .5867 .5691 .4705 .037 Uiso calc . 1 . H C212 .5705(3) .6552(2) .52651(14) .0331(7) Uani d . 1 . C H212 .5204 .6451 .5586 .040 Uiso calc . 1 . H C213 .6469(3) .6849(2) .53343(14) .0307(7) Uani d . 1 . C H213 .6460 .6967 .5694 .037 Uiso calc . 1 . H C214 .7348(2) .7004(2) .48580(13) .0252(6) Uani d . 1 . C H214 .7197 .7673 .4745 .030 Uiso calc . 1 . H C215 .8429(3) .6630(2) .50425(13) .0280(7) Uani d . 1 . C H21C .8579 .5970 .5164 .034 Uiso calc . 1 . H H21D .8391 .6932 .5364 .034 Uiso calc . 1 . H C216 .6395(3) .6329(2) .36649(15) .0301(7) Uani d . 1 . C H21E .5696 .6352 .3618 .036 Uiso calc . 1 . H H21F .6707 .6673 .3333 .036 Uiso calc . 1 . H O202 .5708(2) .4848(2) .37133(14) .0515(7) Uani d . 1 . O C218 .7436(3) .3775(2) .37637(15) .0332(7) Uani d . 1 . C C219 .8405(3) .3638(3) .3909(2) .0445(9) Uani d . 1 . C H219 .8559 .4137 .3993 .053 Uiso calc . 1 . H C220 .9147(4) .2766(3) .3930(2) .0535(11) Uani d . 1 . C H220 .9793 .2671 .4036 .064 Uiso calc . 1 . H C221 .8917(4) .2038(3) .3793(2) .0471(10) Uani d . 1 . C C222 .7949(4) .2148(3) .3660(2) .0464(10) Uani d . 1 . C H222 .7802 .1647 .3574 .056 Uiso calc . 1 . H C223 .7198(3) .3020(3) .3655(2) .0401(8) Uani d . 1 . C H223 .6531 .3103 .3580 .048 Uiso calc . 1 . H C224 .3685(3) .9266(3) .4596(2) .0382(8) Uani d . 1 . C C225 .3845(4) 1.0760(3) .4446(2) .0602(12) Uani d . 1 . C H22A .4039 1.1201 .4140 .090 Uiso calc . 1 . H H22B .4316 1.0607 .4709 .090 Uiso calc . 1 . H H22C .3122 1.1024 .4637 .090 Uiso calc . 1 . H C226 .2740(3) .8686(3) .4084(2) .0385(8) Uani d . 1 . C C227 .1848(3) .8303(3) .3498(2) .0506(10) Uani d . 1 . C H22D .1967 .7828 .3265 .076 Uiso calc . 1 . H H22E .1738 .8894 .3270 .076 Uiso calc . 1 . H H22F .1227 .8315 .3792 .076 Uiso calc . 1 . H C228 .9258(2) .7820(2) .44410(15) .0295(7) Uani d . 1 . C C229 .9203(4) .9117(3) .4843(2) .0578(12) Uani d . 1 . C H22G .9195 .9286 .5202 .087 Uiso calc . 1 . H H22H .8566 .9499 .4709 .087 Uiso calc . 1 . H H22I .9819 .9204 .4574 .087 Uiso calc . 1 . H C230 1.0417(3) .6279(2) .47471(15) .0307(7) Uani d . 1 . C C231 1.2284(3) .5947(3) .4426(2) .0572(12) Uani d . 1 . C H23A 1.2791 .6105 .4106 .086 Uiso calc . 1 . H H23B 1.2399 .5290 .4472 .086 Uiso calc . 1 . H H23C 1.2377 .6122 .4762 .086 Uiso calc . 1 . H O201 .7068(2) .5375(2) .37136(10) .0326(5) Uani d . 1 . O C217 .6628(3) .4705(2) .3729(2) .0335(7) Uani d . 1 . C O203 .3458(4) .9328(3) .50853(14) .0844(13) Uani d . 1 . O O204 .3930(3) .9927(2) .42209(12) .0561(8) Uani d . 1 . O O205 .2006(3) .9361(3) .4176(2) .100(2) Uani d . 1 . O O206 .2776(2) .8106(2) .37536(13) .0517(8) Uani d . 1 . O O207 .9215(2) .8277(2) .39930(12) .0482(7) Uani d . 1 . O O208 .9244(2) .8150(2) .49103(11) .0431(6) Uani d . 1 . O O209 1.0543(2) .5789(2) .51794(11) .0392(6) Uani d . 1 . O O210 1.1217(2) .6430(2) .43343(12) .0444(6) Uani d . 1 . O Br20 .99963(5) .08761(3) .37590(3) .0721(2) Uani d . 1 . Br C301 .1430(3) .0078(2) .76428(15) .0343(7) Uani d . 1 . C C302 .0420(3) .0688(3) .7411(2) .0359(8) Uani d . 1 . C H30A .0491 .0564 .7027 .043 Uiso calc . 1 . H H30B -.0200 .0527 .7643 .043 Uiso calc . 1 . H C303 .0248(3) .1719(2) .74124(14) .0329(7) Uani d . 1 . C H30C -.0396 .2081 .7270 .039 Uiso calc . 1 . H H30D .0846 .1890 .7161 .039 Uiso calc . 1 . H C304 .0144(3) .1946(2) .80107(14) .0306(7) Uani d . 1 . C H304 -.0448 .1738 .8250 .037 Uiso calc . 1 . H C305 -.0135(3) .2984(2) .80813(14) .0303(7) Uani d . 1 . C C306 .0819(3) .3349(2) .77757(14) .0316(7) Uani d . 1 . C H30E .1393 .3060 .7985 .038 Uiso calc . 1 . H H30F .1073 .3137 .7403 .038 Uiso calc . 1 . H C307 .0618(3) .4406(2) .7699(2) .0362(8) Uani d . 1 . C H30G -.0116 .4715 .7654 .043 Uiso calc . 1 . H H30H .1080 .4570 .7353 .043 Uiso calc . 1 . H C308 .0812(3) .4780(3) .8195(2) .0368(8) Uani d . 1 . C C309 .0516(3) .4257(3) .8781(2) .0409(8) Uani d . 1 . C H30I .1089 .3681 .8825 .049 Uiso calc . 1 . H H30J .0472 .4628 .9070 .049 Uiso calc . 1 . H C310 -.0536(3) .4030(3) .8886(2) .0391(8) Uani d . 1 . C H31A -.1017 .4507 .8670 .047 Uiso calc . 1 . H H31B -.0864 .4053 .9284 .047 Uiso calc . 1 . H C311 -.0423(3) .3074(3) .87243(15) .0353(8) Uani d . 1 . C H311 -.1121 .2970 .8867 .042 Uiso calc . 1 . H C312 .0358(3) .2322(3) .90351(14) .0373(8) Uani d . 1 . C H312 .0346 .2394 .9405 .045 Uiso calc . 1 . H C313 .1055(3) .1574(3) .88279(15) .0368(8) Uani d . 1 . C H313 .1510 .1161 .9055 .044 Uiso calc . 1 . H C314 .1148(3) .1357(2) .82441(14) .0341(7) Uani d . 1 . C H314 .1757 .1535 .8000 .041 Uiso calc . 1 . H C315 .1375(3) .0328(2) .8229(2) .0370(8) Uani d . 1 . C H31C .0820 .0124 .8500 .044 Uiso calc . 1 . H H31D .2050 -.0006 .8347 .044 Uiso calc . 1 . H C316 -.1086(3) .3554(2) .7803(2) .0356(8) Uani d . 1 . C H31E -.1338 .4184 .7901 .043 Uiso calc . 1 . H H31F -.0865 .3579 .7394 .043 Uiso calc . 1 . H C317 -.2613(3) .3293(3) .7641(2) .0378(8) Uani d . 1 . C C318 -.3514(3) .2908(3) .7892(2) .0391(8) Uani d . 1 . C C319 -.3712(3) .2560(3) .8459(2) .0460(9) Uani d . 1 . C H319 -.3253 .2540 .8691 .055 Uiso calc . 1 . H C320 -.4590(4) .2242(3) .8683(2) .0525(10) Uani d . 1 . C H320 -.4728 .2009 .9064 .063 Uiso calc . 1 . H C321 -.5252(3) .2279(3) .8325(2) .0525(11) Uani d . 1 . C C322 -.5068(3) .2606(4) .7761(2) .0562(11) Uani d . 1 . C H322 -.5518 .2608 .7529 .067 Uiso calc . 1 . H C323 -.4202(3) .2929(3) .7546(2) .0518(10) Uani d . 1 . C H323 -.4075 .3165 .7166 .062 Uiso calc . 1 . H C324 .1991(3) .4709(3) .8095(2) .0473(9) Uani d . 1 . C C325 .3257(4) .5041(4) .8470(3) .077(2) Uani d . 1 . C H32A .3292 .5356 .8764 .116 Uiso calc . 1 . H H32B .3549 .5317 .8107 .116 Uiso calc . 1 . H H32C .3662 .4398 .8525 .116 Uiso calc . 1 . H C326 .0159(3) .5808(3) .8193(2) .0412(9) Uani d . 1 . C C327 -.0185(4) .7250(3) .7633(2) .0572(12) Uani d . 1 . C H32D .0063 .7531 .7263 .086 Uiso calc . 1 . H H32E -.0093 .7555 .7916 .086 Uiso calc . 1 . H H32F -.0928 .7311 .7678 .086 Uiso calc . 1 . H C328 .2426(3) .0177(3) .7221(2) .0388(8) Uani d . 1 . C C329 .3416(4) -.0114(4) .6302(2) .0632(13) Uani d . 1 . C H32G .3364 -.0331 .5970 .095 Uiso calc . 1 . H H32H .4038 -.0519 .6440 .095 Uiso calc . 1 . H H32I .3473 .0503 .6206 .095 Uiso calc . 1 . H C330 .1471(3) -.0938(3) .7728(2) .0446(9) Uani d . 1 . C C331 .2629(4) -.2478(3) .7814(2) .0616(13) Uani d . 1 . C H33A .3378 -.2803 .7786 .092 Uiso calc . 1 . H H33B .2363 -.2664 .7541 .092 Uiso calc . 1 . H H33C .2252 -.2624 .8189 .092 Uiso calc . 1 . H O301 -.1947(2) .3134(2) .79943(11) .0378(6) Uani d . 1 . O O302 -.2498(2) .3706(2) .71700(12) .0546(7) Uani d . 1 . O O303 .2690(2) .4323(3) .77383(15) .0653(9) Uani d . 1 . O O304 .2154(2) .5123(2) .84887(15) .0590(8) Uani d . 1 . O O305 -.0509(3) .6151(2) .85766(13) .0602(8) Uani d . 1 . O O306 .0424(2) .6279(2) .76966(13) .0492(7) Uani d . 1 . O O307 .3088(2) .0458(3) .73102(15) .0686(10) Uani d . 1 . O O308 .2478(2) -.0107(2) .67326(11) .0434(6) Uani d . 1 . O O309 .0717(3) -.1206(2) .7815(2) .0786(11) Uani d . 1 . O O310 .2468(3) -.1488(2) .77053(13) .0543(7) Uani d . 1 . O Br30 -.64864(4) .18813(4) .86344(3) .0762(2) Uani d . 1 . Br H400 .7258 .7227 1.0190 .122 Uiso d P .301(12) 1 H H403 .8131 .6102 .9260 .188 Uiso d P .458(12) 2 H O400 .7091(14) .6752(11) 1.0226(7) .076(5) Uiso d PDU .301(12) 1 O C401 .7773(19) .6211(15) .9891(9) .071(6) Uiso d PDU .301(12) 1 C H40A .8373 .6448 .9725 .086 Uiso calc P .30 1 H H40B .7455 .6169 .9586 .086 Uiso calc P .30 1 H C402 .813(2) .5337(16) 1.0188(11) .100(8) Uiso d PDU .301(12) 1 C H40C .8647 .4923 .9934 .149 Uiso calc P .30 1 H H40D .7530 .5103 1.0347 .149 Uiso calc P .30 1 H H40E .8443 .5383 1.0487 .149 Uiso calc P .30 1 H O403 .7674(11) .6070(9) .9552(6) .128(5) Uiso d PDU .458(12) 2 O C404 .8084(12) .5963(12) .9977(7) .077(4) Uiso d PDU .458(12) 2 C H40F .8748 .6118 .9873 .092 Uiso calc P .46 2 H H40G .8222 .5329 1.0159 .092 Uiso calc P .46 2 H C405 .729(2) .6592(17) 1.0339(9) .113(8) Uiso d PDU .458(12) 2 C H40H .7532 .6551 1.0683 .170 Uiso calc P .46 2 H H40I .6636 .6436 1.0427 .170 Uiso calc P .46 2 H H40J .7171 .7214 1.0150 .170 Uiso calc P .46 2 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 C101 .072(3) .048(2) .051(3) -.002(2) -.029(2) -.016(2) C102 .070(3) .066(3) .041(2) .004(2) -.016(2) -.022(2) C103 .054(3) .062(3) .036(2) -.005(2) -.006(2) -.014(2) C104 .047(2) .036(2) .037(2) .000(2) -.011(2) -.009(2) C105 .038(2) .037(2) .033(2) -.001(2) -.008(2) -.0070(15) C106 .039(2) .032(2) .028(2) -.0035(15) -.0059(15) -.0012(14) C107 .039(2) .038(2) .033(2) -.006(2) -.005(2) -.0045(15) C108 .039(2) .035(2) .030(2) .000(2) -.0122(15) -.0068(14) C109 .049(2) .036(2) .028(2) -.004(2) -.010(2) -.0006(14) C110 .046(2) .035(2) .037(2) -.002(2) -.015(2) -.001(2) C111 .048(2) .036(2) .036(2) -.001(2) -.014(2) -.004(2) C112 .070(3) .041(2) .039(2) -.016(2) -.014(2) .001(2) C113 .065(3) .050(2) .042(2) -.020(2) -.011(2) -.001(2) C114 .054(2) .039(2) .039(2) -.008(2) -.016(2) -.005(2) C115 .066(3) .043(2) .057(3) -.011(2) -.028(2) -.007(2) C116 .040(2) .051(2) .038(2) -.001(2) -.006(2) -.005(2) C117 .043(2) .065(3) .041(2) -.012(2) -.001(2) -.015(2) C118 .041(2) .052(2) .045(2) -.013(2) -.001(2) -.017(2) C119 .053(3) .064(3) .054(3) -.029(2) -.010(2) .000(2) C120 .066(3) .066(3) .068(3) -.033(3) -.019(3) .007(2) C121 .059(3) .046(2) .061(3) -.016(2) .003(2) -.014(2) C122 .050(3) .062(3) .083(4) -.027(2) .007(3) -.011(3) C123 .046(3) .073(3) .070(3) -.020(2) -.006(2) -.011(3) C124 .040(2) .034(2) .035(2) -.006(2) -.007(2) -.0050(15) C125 .063(3) .061(3) .045(2) .023(2) .000(2) -.005(2) C126 .041(2) .038(2) .038(2) -.001(2) -.010(2) -.010(2) C127 .069(3) .054(3) .097(4) -.013(2) -.042(3) -.019(3) C128 .068(3) .052(3) .044(2) -.008(2) -.024(2) -.014(2) C129 .086(4) .081(4) .058(3) .024(3) -.021(3) -.023(3) O101 .042(2) .063(2) .041(2) -.0131(14) -.0061(12) -.0034(13) O102 .061(2) .118(3) .073(2) -.037(2) -.030(2) .008(2) O103 .044(2) .0443(15) .0421(15) -.0021(12) -.0173(12) -.0032(12) O104 .055(2) .048(2) .0365(15) .0118(14) -.0059(13) -.0062(12) O105 .055(2) .056(2) .055(2) -.0010(15) -.029(2) -.0067(14) O106 .062(2) .041(2) .067(2) -.0120(14) -.034(2) -.0054(14) O107 .071(2) .064(2) .090(3) -.017(2) -.035(2) .006(2) O108 .086(3) .070(2) .046(2) .017(2) -.011(2) -.012(2) Br10 .0854(4) .0540(3) .0778(4) -.0275(3) .0015(3) .0031(3) C201 .024(2) .0258(15) .031(2) -.0078(12) -.0061(13) -.0034(13) C202 .025(2) .031(2) .033(2) -.0067(13) -.0041(13) -.0061(13) C203 .026(2) .034(2) .026(2) -.0079(13) -.0040(13) -.0088(13) C204 .0226(15) .0222(14) .030(2) -.0053(12) -.0068(12) -.0055(12) C205 .0198(14) .0234(14) .029(2) -.0042(12) -.0055(12) -.0058(12) C206 .0229(15) .0245(15) .031(2) -.0053(12) -.0057(13) -.0034(12) C207 .026(2) .029(2) .027(2) -.0020(13) -.0079(13) -.0044(13) C208 .025(2) .034(2) .032(2) .0002(13) -.0077(14) -.0067(14) C209 .024(2) .046(2) .037(2) -.0008(15) -.0030(15) .000(2) C210 .023(2) .040(2) .045(2) -.0137(14) -.0090(15) .001(2) C211 .023(2) .030(2) .039(2) -.0073(13) -.0088(14) .0002(14) C212 .024(2) .039(2) .030(2) -.0060(14) -.0029(13) .0018(14) C213 .028(2) .037(2) .026(2) -.0063(14) -.0054(13) -.0048(13) C214 .0205(14) .0272(15) .028(2) -.0063(12) -.0052(12) -.0050(12) C215 .026(2) .032(2) .027(2) -.0094(13) -.0067(13) -.0032(13) C216 .028(2) .024(2) .040(2) -.0027(13) -.0160(14) -.0055(13) O202 .0349(14) .0409(15) .087(2) -.0110(12) -.0212(15) -.0171(15) C218 .041(2) .027(2) .033(2) -.0109(15) -.0082(15) -.0072(14) C219 .049(2) .030(2) .059(3) -.005(2) -.025(2) -.011(2) C220 .052(3) .041(2) .067(3) -.001(2) -.027(2) -.010(2) C221 .062(3) .027(2) .044(2) -.002(2) -.014(2) -.004(2) C222 .060(3) .029(2) .050(2) -.015(2) -.005(2) -.010(2) C223 .043(2) .034(2) .046(2) -.013(2) -.007(2) -.012(2) C224 .034(2) .042(2) .035(2) -.006(2) -.005(2) -.010(2) C225 .078(3) .043(2) .063(3) -.012(2) -.016(2) -.023(2) C226 .029(2) .040(2) .045(2) -.0008(15) -.011(2) -.012(2) C227 .037(2) .057(3) .066(3) -.013(2) -.020(2) -.016(2) C228 .022(2) .029(2) .038(2) -.0070(13) -.0079(14) -.0056(14) C229 .071(3) .031(2) .072(3) -.015(2) -.007(2) -.017(2) C230 .026(2) .029(2) .040(2) -.0083(13) -.0087(14) -.0067(14) C231 .022(2) .057(3) .087(3) -.009(2) -.016(2) .006(2) O201 .0278(11) .0256(11) .0485(14) -.0047(9) -.0140(10) -.0123(10) C217 .033(2) .031(2) .041(2) -.0088(14) -.0117(15) -.0105(15) O203 .152(4) .069(2) .040(2) -.042(2) -.015(2) -.015(2) O204 .081(2) .0380(15) .047(2) -.0149(15) -.008(2) -.0116(13) O205 .053(2) .087(3) .167(4) .034(2) -.063(2) -.082(3) O206 .0324(14) .058(2) .069(2) .0005(13) -.0196(13) -.031(2) O207 .069(2) .0372(14) .043(2) -.0233(14) -.0166(14) .0046(12) O208 .060(2) .0316(13) .0435(15) -.0165(12) -.0131(13) -.0093(11) O209 .0334(13) .0419(14) .0425(15) -.0087(11) -.0167(11) .0017(11) O210 .0214(12) .048(2) .058(2) -.0101(11) -.0103(11) .0106(13) Br20 .0829(4) .0328(2) .0807(4) .0108(2) -.0203(3) -.0067(2) C301 .038(2) .031(2) .036(2) -.0111(15) -.010(2) -.0047(14) C302 .034(2) .038(2) .040(2) -.0111(15) -.012(2) -.009(2) C303 .036(2) .036(2) .031(2) -.0094(15) -.0134(14) -.0046(14) C304 .031(2) .032(2) .030(2) -.0098(14) -.0084(14) -.0017(13) C305 .030(2) .032(2) .029(2) -.0087(14) -.0046(13) -.0035(13) C306 .031(2) .036(2) .027(2) -.0100(14) -.0039(14) -.0045(14) C307 .037(2) .034(2) .036(2) -.0108(15) -.005(2) -.0056(15) C308 .037(2) .036(2) .039(2) -.014(2) -.006(2) -.007(2) C309 .046(2) .042(2) .037(2) -.014(2) -.009(2) -.010(2) C310 .040(2) .043(2) .032(2) -.011(2) .000(2) -.012(2) C311 .033(2) .042(2) .030(2) -.013(2) -.0006(14) -.0077(15) C312 .049(2) .043(2) .024(2) -.019(2) -.008(2) -.0022(14) C313 .041(2) .041(2) .030(2) -.013(2) -.012(2) .0024(15) C314 .038(2) .034(2) .030(2) -.0072(15) -.0119(15) -.0047(14) C315 .039(2) .035(2) .037(2) -.008(2) -.012(2) -.0022(15) C316 .034(2) .036(2) .039(2) -.0136(15) -.008(2) -.0040(15) C317 .031(2) .037(2) .044(2) -.0043(15) -.010(2) -.011(2) C318 .029(2) .034(2) .053(2) -.0031(14) -.008(2) -.013(2) C319 .041(2) .043(2) .057(3) -.010(2) -.018(2) -.006(2) C320 .047(2) .048(2) .062(3) -.016(2) -.010(2) -.001(2) C321 .035(2) .043(2) .078(3) -.009(2) -.009(2) -.012(2) C322 .040(2) .069(3) .066(3) -.017(2) -.015(2) -.015(2) C323 .041(2) .065(3) .052(3) -.013(2) -.014(2) -.013(2) C324 .043(2) .043(2) .060(3) -.017(2) -.012(2) -.004(2) C325 .055(3) .076(4) .119(5) -.029(3) -.040(3) -.006(3) C326 .044(2) .038(2) .046(2) -.015(2) -.010(2) -.012(2) C327 .059(3) .032(2) .076(3) -.013(2) -.008(2) -.005(2) C328 .036(2) .036(2) .044(2) -.007(2) -.008(2) -.011(2) C329 .064(3) .080(3) .047(3) -.035(3) .012(2) -.020(2) C330 .053(2) .037(2) .045(2) -.012(2) -.011(2) -.009(2) C331 .082(3) .032(2) .059(3) -.005(2) -.009(3) -.008(2) O301 .0291(12) .0412(14) .0430(14) -.0092(11) -.0107(11) -.0031(11) O302 .050(2) .071(2) .046(2) -.023(2) -.0191(14) .0046(15) O303 .039(2) .080(2) .074(2) -.013(2) -.006(2) -.019(2) O304 .047(2) .064(2) .078(2) -.025(2) -.020(2) -.014(2) O305 .072(2) .046(2) .056(2) -.009(2) .000(2) -.0218(15) O306 .046(2) .0360(14) .062(2) -.0138(12) -.0015(14) -.0047(13) O307 .048(2) .098(3) .074(2) -.037(2) .010(2) -.049(2) O308 .048(2) .050(2) .0355(14) -.0208(13) -.0053(12) -.0053(12) O309 .067(2) .043(2) .131(3) -.026(2) -.011(2) -.016(2) O310 .062(2) .0344(14) .060(2) -.0064(14) -.015(2) -.0011(13) Br30 .0464(3) .0730(4) .1119(5) -.0271(3) -.0143(3) -.0024(3) 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 C101 C130 . 1.480(8) no C101 C115 . 1.532(6) no C101 C102 . 1.533(7) no C101 C128 . 1.536(6) no C101 C132 . 1.649(10) no C102 C103 . 1.539(7) no C102 H10A . .970(5) no C102 H10B . .970(5) no C103 C104 . 1.533(6) no C103 H10C . .970(5) no C103 H10D . .970(5) no C104 C114 . 1.530(6) no C104 C105 . 1.556(5) no C104 H104 . .980(4) no C105 C116 . 1.534(6) no C105 C106 . 1.547(5) no C105 C111 . 1.555(5) no C106 C107 . 1.521(5) no C106 H10E . .970(4) no C106 H10F . .970(3) no C107 C108 . 1.552(5) no C107 H10G . .970(4) no C107 H10H . .970(4) no C108 C124 . 1.524(5) no C108 C126 . 1.525(5) no C108 C109 . 1.533(5) no C109 C110 . 1.537(5) no C109 H10I . .970(3) no C109 H10J . .970(4) no C110 C111 . 1.546(5) no C110 H11A . .970(4) no C110 H11B . .970(4) no C111 C112 . 1.496(6) no C111 H111 . .980(4) no C112 C113 . 1.325(6) no C112 H112 . .930(4) no C113 C114 . 1.493(6) no C113 H113 . .930(5) no C114 C115 . 1.523(6) no C114 H114 . .980(4) no C115 H11C . .970(4) no C115 H11D . .970(5) no C116 O101 . 1.449(5) no C116 H11E . .970(4) no C116 H11F . .970(4) no C117 O102 . 1.200(5) no C117 O101 . 1.323(5) no C117 C118 . 1.482(6) no C118 C119 . 1.371(6) no C118 C123 . 1.393(6) no C119 C120 . 1.373(7) no C119 H119 . .930(4) no C120 C121 . 1.353(7) no C120 H120 . .930(5) no C121 C122 . 1.387(7) no C121 Br10 . 1.902(5) no C122 C123 . 1.379(7) no C122 H122 . .930(5) no C123 H123 . .930(5) no C124 O103 . 1.203(4) no C124 O104 . 1.331(4) no C125 O104 . 1.443(5) no C125 H12A . .960(5) no C125 H12B . .960(6) no C125 H12C . .960(6) no C126 O105 . 1.200(4) no C126 O106 . 1.329(5) no C127 O106 . 1.443(5) no C127 H12D . .960(5) no C127 H12E . .960(6) no C127 H12F . .960(5) no C128 O107 . 1.182(6) no C128 O108 . 1.324(6) no C129 O108 . 1.440(6) no C129 H12G . .960(7) no C129 H12H . .960(7) no C129 H12I . .960(5) no C130 O109 . 1.218(9) no C130 O110 . 1.335(9) no O110 C131 . 1.472(11) no C131 H13A . .960(12) no C131 H13B . .960(14) no C131 H13C . .960(15) no C132 O111 . 1.208(10) no C132 O112 . 1.329(9) no O112 C133 . 1.454(8) no C133 H13D . .960(9) no C133 H13E . .960(9) no C133 H13F . .960(11) no C201 C228 . 1.527(4) no C201 C215 . 1.530(4) no C201 C230 . 1.534(4) no C201 C202 . 1.545(4) no C202 C203 . 1.522(4) no C202 H20A . .970(3) no C202 H20B . .970(3) no C203 C204 . 1.518(4) no C203 H20C . .970(3) no C203 H20D . .970(3) no C204 C214 . 1.535(4) no C204 C205 . 1.560(4) no C204 H204 . .980(3) no C205 C211 . 1.537(5) no C205 C216 . 1.540(4) no C205 C206 . 1.543(4) no C206 C207 . 1.528(4) no C206 H20E . .970(3) no C206 H20F . .970(3) no C207 C208 . 1.539(4) no C207 H20G . .970(3) no C207 H20H . .970(3) no C208 C226 . 1.524(5) no C208 C224 . 1.535(5) no C208 C209 . 1.565(5) no C209 C210 . 1.530(5) no C209 H20I . .970(4) no C209 H20J . .970(4) no C210 C211 . 1.542(4) no C210 H21A . .970(4) no C210 H21B . .970(4) no C211 C212 . 1.507(5) no C211 H211 . .980(3) no C212 C213 . 1.321(5) no C212 H212 . .930(3) no C213 C214 . 1.496(4) no C213 H213 . .930(3) no C214 C215 . 1.529(4) no C214 H214 . .980(3) no C215 H21C . .970(3) no C215 H21D . .970(3) no C216 O201 . 1.445(4) no C216 H21E . .970(3) no C216 H21F . .970(4) no O202 C217 . 1.200(4) no C218 C219 . 1.383(5) no C218 C223 . 1.392(5) no C218 C217 . 1.484(5) no C219 C220 . 1.381(5) no C219 H219 . .930(4) no C220 C221 . 1.379(6) no C220 H220 . .930(4) no C221 C222 . 1.377(6) no C221 Br20 . 1.892(4) no C222 C223 . 1.385(5) no C222 H222 . .930(4) no C223 H223 . .930(4) no C224 O203 . 1.176(5) no C224 O204 . 1.310(5) no C225 O204 . 1.449(5) no C225 H22A . .960(5) no C225 H22B . .960(5) no C225 H22C . .960(5) no C226 O205 . 1.184(4) no C226 O206 . 1.297(4) no C227 O206 . 1.456(4) no C227 H22D . .960(4) no C227 H22E . .960(5) no C227 H22F . .960(5) no C228 O207 . 1.189(4) no C228 O208 . 1.335(4) no C229 O208 . 1.451(5) no C229 H22G . .960(5) no C229 H22H . .960(5) no C229 H22I . .960(5) no C230 O209 . 1.191(4) no C230 O210 . 1.339(4) no C231 O210 . 1.437(4) no C231 H23A . .960(5) no C231 H23B . .960(5) no C231 H23C . .960(5) no O201 C217 . 1.346(4) no C301 C328 . 1.518(5) no C301 C330 . 1.524(5) no C301 C315 . 1.534(5) no C301 C302 . 1.545(5) no C302 C303 . 1.528(5) no C302 H30A . .970(3) no C302 H30B . .970(4) no C303 C304 . 1.533(4) no C303 H30C . .970(3) no C303 H30D . .970(4) no C311 C312 . 1.509(5) no C311 C310 . 1.546(5) no C311 C305 . 1.547(5) no C311 H311 . .980(4) no C305 C316 . 1.528(5) no C305 C304 . 1.548(5) no C305 C306 . 1.550(5) no C306 C307 . 1.541(5) no C306 H30E . .970(3) no C306 H30F . .970(3) no C307 C308 . 1.548(5) no C307 H30G . .970(4) no C307 H30H . .970(4) no C308 C324 . 1.524(5) no C308 C326 . 1.532(5) no C308 C309 . 1.537(5) no C309 C310 . 1.531(5) no C309 H30I . .970(4) no C309 H30J . .970(4) no C310 H31A . .970(4) no C310 H31B . .970(4) no C304 C314 . 1.534(5) no C304 H304 . .980(3) no C312 C313 . 1.314(5) no C312 H312 . .930(3) no C313 C314 . 1.495(5) no C313 H313 . .930(3) no C314 C315 . 1.516(5) no C314 H314 . .980(4) no C315 H31C . .970(4) no C315 H31D . .970(4) no C316 O301 . 1.458(4) no C316 H31E . .970(4) no C316 H31F . .970(4) no C317 O302 . 1.209(5) no C317 O301 . 1.333(4) no C317 C318 . 1.484(5) no C318 C319 . 1.385(6) no C318 C323 . 1.395(5) no C319 C320 . 1.389(6) no C319 H319 . .930(4) no C320 C321 . 1.382(6) no C320 H320 . .930(5) no C321 C322 . 1.368(7) no C321 Br30 . 1.908(4) no C322 C323 . 1.376(6) no C322 H322 . .930(4) no C323 H323 . .930(5) no C324 O303 . 1.193(5) no C324 O304 . 1.349(5) no C325 O304 . 1.446(5) no C325 H32A . .960(6) no C325 H32B . .960(7) no C325 H32C . .960(6) no C326 O305 . 1.195(5) no C326 O306 . 1.327(5) no C327 O306 . 1.444(5) no C327 H32D . .960(5) no C327 H32E . .960(5) no C327 H32F . .960(5) no C328 O307 . 1.199(5) no C328 O308 . 1.328(4) no C329 O308 . 1.436(5) no C329 H32G . .960(5) no C329 H32H . .960(6) no C329 H32I . .960(5) no C330 O309 . 1.184(5) no C330 O310 . 1.324(5) no C331 O310 . 1.448(5) no C331 H33A . .960(5) no C331 H33B . .960(5) no C331 H33C . .960(5) no O400 C401 . 1.26(2) no C401 C402 . 1.39(2) no C401 H40A . .97(2) no C401 H40B . .97(2) no C402 H40C . .96(2) no C402 H40D . .96(3) no C402 H40E . .96(2) no O403 C404 . 1.26(2) no C404 C405 . 1.43(2) no C404 H40F . .97(2) no C404 H40G . .97(2) no C405 H40H . .96(2) no C405 H40I . .96(3) no C405 H40J . .96(3) no