data_8000057
_journal_name_full             'Chemistry Letters'
_journal_year                  2005
_journal_volume                34
_journal_page_first            966
_publ_section_title
;
 A Bromine Adduct of 2,3,6,7,14,15-Hexamethyl-9,10-distibatriptycene.
 The First Stibonium--Stiborate Zwitterion
;
_chemical_formula_sum 'C25 H25 Br4 Cl3 Sb2'
loop_
_publ_author_name
 'Yosuke Uchiyama'
 'Gaku Yamamoto'
_cell_measurement_temperature  113(2)
_diffrn_ambient_temperature    113(2)
_cell_length_a       11.0798(4)
_cell_length_b       18.9219(7)
_cell_length_c       14.3459(8)
_cell_angle_alpha    90.0000(7)
_cell_angle_beta     100.1844(8)
_cell_angle_gamma    90.0000(7)
_cell_volume          2960.24
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
Sb1 1 -0.301955(19) 0.189275(11) 0.068305(15) 1 0.00846(6) Uani d .
Sb2 1 -0.273245(19) 0.207746(11) 0.308782(16) 1 0.00954(6) Uani d .
Br3 1 -0.36270(3) 0.077879(17) -0.03994(2) 1 0.01437(8) Uani d .
Br4 1 -0.27834(3) 0.21550(2) 0.47548(3) 1 0.02031(9) Uani d .
Br5 1 -0.44902(3) 0.259810(18) -0.06781(3) 1 0.01514(8) Uani d .
Br6 1 -0.12678(3) 0.208758(18) -0.03174(2) 1 0.01407(8) Uani d .
Cl7 1 0.15234(9) 0.42405(5) 0.19360(8) 1 0.0281(2) Uani d .
Cl8 1 0.06640(9) 0.27981(5) 0.17049(7) 1 0.0255(2) Uani d .
Cl9 1 0.32633(8) 0.30894(5) 0.21047(7) 1 0.0213(2) Uani d .
C10 1 -0.1876(3) 0.41390(17) 0.1320(3) 1 0.0133(7) Uani d .
C11 1 -0.0501(3) 0.01615(17) 0.1943(3) 1 0.0120(7) Uani d .
C12 1 -0.4567(3) 0.16729(17) 0.1401(2) 1 0.0116(7) Uani d .
C13 1 -0.4458(3) 0.17405(16) 0.2388(2) 1 0.0104(7) Uani d .
C14 1 0.0226(3) -0.03189(19) 0.3600(3) 1 0.0204(8) Uani d .
H1 1 0.0274 -0.0155 0.4254 1 0.031 Uiso calc R
H2 1 0.1055 -0.0399 0.3473 1 0.031 Uiso calc R
H3 1 -0.0240 -0.0761 0.3511 1 0.031 Uiso calc R
C15 1 -0.0406(3) 0.02320(17) 0.2930(3) 1 0.0134(7) Uani d .
C16 1 -0.1953(3) 0.36218(17) 0.2835(3) 1 0.0127(7) Uani d .
H4 1 -0.1847 0.3655 0.3505 1 0.015 Uiso calc R
C17 1 -0.7550(3) 0.11348(19) 0.2867(3) 1 0.0210(8) Uani d .
H5 1 -0.7267 0.1178 0.3552 1 0.031 Uiso calc R
H6 1 -0.7831 0.0650 0.2716 1 0.031 Uiso calc R
H7 1 -0.8229 0.1464 0.2667 1 0.031 Uiso calc R
C18 1 -0.7846(3) 0.09867(19) 0.0786(3) 1 0.0185(8) Uani d .
H8 1 -0.8057 0.0526 0.1026 1 0.028 Uiso calc R
H9 1 -0.7758 0.0941 0.0121 1 0.028 Uiso calc R
H10 1 -0.8498 0.1327 0.0837 1 0.028 Uiso calc R
C19 1 -0.5677(3) 0.14252(16) 0.0913(2) 1 0.0122(7) Uani d .
H11 1 -0.5781 0.1377 0.0244 1 0.015 Uiso calc R
C20 1 0.1803(3) 0.33548(19) 0.2323(3) 1 0.0186(8) Uani d .
H12 1 0.1791 0.3325 0.3017 1 0.022 Uiso calc R
C21 1 0.0051(3) -0.04663(18) 0.1524(3) 1 0.0164(7) Uani d .
H13 1 -0.0074 -0.0417 0.0834 1 0.025 Uiso calc R
H14 1 -0.0347 -0.0900 0.1688 1 0.025 Uiso calc R
H15 1 0.0931 -0.0489 0.1778 1 0.025 Uiso calc R
C22 1 -0.1619(3) 0.47577(18) 0.0712(3) 1 0.0195(8) Uani d .
H16 1 -0.2139 0.5158 0.0816 1 0.029 Uiso calc R
H17 1 -0.1797 0.4620 0.0043 1 0.029 Uiso calc R
H18 1 -0.0755 0.4894 0.0883 1 0.029 Uiso calc R
C23 1 -0.2366(3) 0.29904(16) 0.2381(2) 1 0.0111(7) Uani d .
C24 1 -0.6509(3) 0.13067(17) 0.2355(3) 1 0.0131(7) Uani d .
C25 1 -0.1745(3) 0.12323(16) 0.1683(2) 1 0.0099(7) Uani d .
C26 1 -0.2523(3) 0.29062(17) 0.1401(2) 1 0.0115(7) Uani d .
C27 1 -0.1617(3) 0.12950(17) 0.2665(2) 1 0.0109(7) Uani d .
C29 1 -0.5405(3) 0.15560(17) 0.2859(3) 1 0.0134(7) Uani d .
H19 1 -0.5297 0.1600 0.3528 1 0.016 Uiso calc R
C30 1 -0.6648(3) 0.12442(17) 0.1366(3) 1 0.0127(7) Uani d .
C32 1 -0.2273(3) 0.35009(17) 0.0880(2) 1 0.0129(7) Uani d .
H20 1 -0.2377 0.3468 0.0209 1 0.015 Uiso calc R
C33 1 -0.1700(3) 0.41995(17) 0.2307(3) 1 0.0122(7) Uani d .
C36 1 -0.1147(3) 0.06671(16) 0.1340(2) 1 0.0107(7) Uani d .
H21 1 -0.1178 0.0624 0.0676 1 0.013 Uiso calc R
C39 1 -0.0948(3) 0.08155(17) 0.3286(2) 1 0.0122(7) Uani d .
H22 1 -0.0860 0.0885 0.3950 1 0.015 Uiso calc R
C41 1 -0.1224(3) 0.48712(17) 0.2800(3) 1 0.0155(7) Uani d .
H23 1 -0.0396 0.4967 0.2677 1 0.023 Uiso calc R
H24 1 -0.1197 0.4821 0.3483 1 0.023 Uiso calc R
H25 1 -0.1767 0.5264 0.2560 1 0.023 Uiso 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
Sb1 0.01008(10) 0.00773(11) 0.00881(11) -0.00006(8) 0.00504(8) -0.00050(8)
Sb2 0.01257(11) 0.00818(12) 0.00942(11) -0.00065(8) 0.00615(8) -0.00063(8)
Br3 0.01699(16) 0.01206(17) 0.01468(17) -0.00354(14) 0.00444(13) -0.00166(13)
Br4 0.02409(19) 0.0284(2) 0.01073(18) -0.00369(15) 0.00930(14) -0.00603(15)
Br5 0.01570(16) 0.01493(18) 0.01498(18) 0.00387(14) 0.00324(13) 0.00132(13)
Br6 0.01537(16) 0.01552(18) 0.01376(17) -0.00026(14) 0.00927(13) -0.00183(13)
Cl7 0.0222(5) 0.0183(5) 0.0460(6) 0.0059(4) 0.0121(4) 0.0041(4)
Cl8 0.0226(5) 0.0302(5) 0.0250(5) -0.0060(4) 0.0075(4) -0.0092(4)
Cl9 0.0208(4) 0.0194(5) 0.0237(5) -0.0022(4) 0.0038(4) 0.0028(3)
C10 0.0117(15) 0.0089(17) 0.0205(19) 0.0036(14) 0.0064(13) 0.0008(13)
C11 0.0068(14) 0.0103(16) 0.0199(18) -0.0014(14) 0.0053(13) -0.0006(12)
C12 0.0134(15) 0.0069(16) 0.0169(18) 0.0016(14) 0.0089(13) 0.0013(12)
C13 0.0117(15) 0.0060(16) 0.0139(17) -0.0002(13) 0.0031(13) 0.0008(12)
C14 0.0235(19) 0.020(2) 0.020(2) 0.0048(16) 0.0086(15) 0.0075(15)
C15 0.0101(15) 0.0114(17) 0.0193(19) 0.0026(14) 0.0045(13) -0.0001(13)
C16 0.0131(15) 0.0101(17) 0.0156(18) -0.0011(14) 0.0039(13) 0.0029(13)
C17 0.0172(17) 0.021(2) 0.028(2) 0.0005(17) 0.0127(16) -0.0023(15)
C18 0.0161(17) 0.0178(19) 0.023(2) -0.0036(16) 0.0065(15) -0.0027(14)
C19 0.0149(16) 0.0095(17) 0.0130(17) -0.0006(14) 0.0044(13) 0.0013(13)
C20 0.0218(18) 0.0183(19) 0.0168(19) -0.0006(15) 0.0063(15) -0.0027(15)
C21 0.0161(17) 0.0142(18) 0.0202(19) -0.0016(15) 0.0064(14) 0.0044(14)
C22 0.028(2) 0.0106(18) 0.021(2) 0.0018(15) 0.0069(16) -0.0035(15)
C23 0.0131(15) 0.0095(17) 0.0120(17) 0.0020(13) 0.0058(13) 0.0003(12)
C24 0.0146(16) 0.0083(17) 0.0189(19) 0.0016(14) 0.0097(14) 0.0008(13)
C25 0.0101(15) 0.0077(16) 0.0128(17) -0.0020(13) 0.0048(12) -0.0035(12)
C26 0.0111(15) 0.0104(17) 0.0146(18) -0.0013(14) 0.0069(13) 0.0015(12)
C27 0.0088(14) 0.0088(16) 0.0159(17) -0.0022(14) 0.0048(13) -0.0014(12)
C29 0.0166(16) 0.0103(17) 0.0155(18) -0.0013(14) 0.0086(14) 0.0017(13)
C30 0.0129(15) 0.0049(16) 0.0220(19) 0.0009(14) 0.0080(14) 0.0003(12)
C32 0.0138(16) 0.0145(18) 0.0122(17) 0.0020(14) 0.0069(13) -0.0009(13)
C33 0.0105(15) 0.0071(16) 0.0198(19) -0.0010(14) 0.0049(13) 0.0029(12)
C36 0.0096(14) 0.0100(17) 0.0137(17) -0.0014(14) 0.0058(13) -0.0015(12)
C39 0.0140(15) 0.0156(18) 0.0081(16) -0.0003(14) 0.0052(12) -0.0021(13)
C41 0.0165(16) 0.0079(17) 0.022(2) -0.0012(15) 0.0031(14) 0.0011(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Sb1 C12 2.190(3)
Sb1 C26 2.200(3)
Sb1 C25 2.213(3)
Sb1 Br3 2.6339(4)
Sb1 Br6 2.6359(4)
Sb1 Br5 2.6691(4)
Sb2 C23 2.080(3)
Sb2 C27 2.086(3)
Sb2 C13 2.096(3)
Sb2 Br4 2.4066(4)
Cl7 C20 1.775(4)
Cl8 C20 1.759(4)
Cl9 C20 1.774(4)
C10 C32 1.397(5)
C10 C33 1.400(5)
C10 C22 1.517(5)
C11 C36 1.399(5)
C11 C15 1.408(5)
C11 C21 1.508(4)
C12 C19 1.385(5)
C12 C13 1.405(5)
C13 C29 1.389(4)
C14 C15 1.504(5)
C14 H1 0.9800
C14 H2 0.9800
C14 H3 0.9800
C15 C39 1.396(5)
C16 C33 1.386(5)
C16 C23 1.398(5)
C16 H4 0.9500
C17 C24 1.509(4)
C17 H5 0.9800
C17 H6 0.9800
C17 H7 0.9800
C18 C30 1.517(5)
C18 H8 0.9800
C18 H9 0.9800
C18 H10 0.9800
C19 C30 1.394(4)
C19 H11 0.9500
C20 H12 1.0000
C21 H13 0.9800
C21 H14 0.9800
C21 H15 0.9800
C22 H16 0.9800
C22 H17 0.9800
C22 H18 0.9800
C23 C26 1.394(5)
C24 C29 1.389(5)
C24 C30 1.405(5)
C25 C36 1.394(4)
C25 C27 1.396(5)
C26 C32 1.406(5)
C27 C39 1.389(5)
C29 H19 0.9500
C32 H20 0.9500
C33 C41 1.504(5)
C36 H21 0.9500
C39 H22 0.9500
C41 H23 0.9800
C41 H24 0.9800
C41 H25 0.9800