#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020839.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_4020839
loop_
_publ_author_name
'Fei Ding'
'Mark T. Valahovic'
'Joseph M. Keane'
'Mitchell R. Anstey'
'Michal Sabat'
'Carl O. Trindle'
'W. Dean Harman'
_publ_section_title
;
 Diastereo- and Enantioselective Dearomatization
 of Rhenium-Bound Naphthalenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2257
_journal_page_last               2267
_journal_paper_doi               10.1021/jo030318k
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C38 H44 B N7 O8 Re'
_chemical_formula_weight         923.81
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                96.4390(10)
_cell_angle_beta                 103.1900(10)
_cell_angle_gamma                108.5630(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6577(7)
_cell_length_b                   14.0528(10)
_cell_length_c                   15.9393(11)
_cell_measurement_temperature    153(2)
_cell_volume                     1956.2(2)
_diffrn_ambient_temperature      153(2)
_exptl_crystal_density_diffrn    1.568
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4020839
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Re Re 1.023220(7) 0.361782(5) 0.240127(4) 0.01166(2) Uani 1 1 d . . .
O1 O 0.62799(15) 0.01692(11) 0.16738(9) 0.0238(3) Uani 1 1 d . . .
O1S O 0.6086(2) 0.70650(16) 0.16376(17) 0.0661(6) Uani 1 1 d . . .
O2 O 0.64939(16) -0.07279(12) 0.27444(10) 0.0298(3) Uani 1 1 d . . .
O2S O 0.5600(2) 0.12795(13) 0.52753(13) 0.0463(5) Uani 1 1 d . . .
O3 O 0.84050(15) -0.09372(10) 0.11356(8) 0.0191(3) Uani 1 1 d . . .
O4 O 0.97319(16) -0.12201(10) 0.23791(9) 0.0250(3) Uani 1 1 d . . .
O5 O 1.17051(16) 0.24463(10) 0.52007(8) 0.0224(3) Uani 1 1 d . . .
O6 O 1.21555(17) 0.32027(11) 0.12490(10) 0.0263(3) Uani 1 1 d . . .
N1 N 1.00787(17) 0.49266(11) 0.18269(10) 0.0157(3) Uani 1 1 d . . .
N2 N 1.03506(17) 0.58450(11) 0.23392(10) 0.0171(3) Uani 1 1 d . . .
N3 N 0.90712(16) 0.42000(11) 0.32877(10) 0.0154(3) Uani 1 1 d . . .
N4 N 0.95702(17) 0.52279(11) 0.36185(10) 0.0161(3) Uani 1 1 d . . .
N5 N 1.22746(16) 0.47650(11) 0.32487(10) 0.0156(3) Uani 1 1 d . . .
N6 N 1.22967(17) 0.57095(11) 0.35878(10) 0.0171(3) Uani 1 1 d . . .
N7 N 0.81232(17) 0.28762(11) 0.13569(10) 0.0164(3) Uani 1 1 d . . .
C1 C 1.06343(19) 0.27418(12) 0.34355(11) 0.0136(3) Uani 1 1 d . . .
C1S C 0.5277(3) 0.6189(2) 0.15779(18) 0.0413(6) Uani 1 1 d . . .
C2 C 0.94021(19) 0.20882(12) 0.27028(11) 0.0130(3) Uani 1 1 d . . .
C2S C 0.5932(4) 0.5381(3) 0.1786(2) 0.0621(9) Uani 1 1 d . . .
H2S1 H 0.6179 0.5114 0.1280 0.093 Uiso 1 1 calc R . .
H2S2 H 0.5201 0.4836 0.1939 0.093 Uiso 1 1 calc R . .
H2S3 H 0.6837 0.5674 0.2270 0.093 Uiso 1 1 calc R . .
C3 C 0.95681(19) 0.11813(13) 0.21721(11) 0.0141(3) Uani 1 1 d . . .
C3S C 0.3599(3) 0.5887(2) 0.1348(2) 0.0589(9) Uani 1 1 d . . .
H3S1 H 0.3258 0.5733 0.1854 0.088 Uiso 1 1 calc R . .
H3S2 H 0.3138 0.5293 0.0882 0.088 Uiso 1 1 calc R . .
H3S3 H 0.3314 0.6441 0.1160 0.088 Uiso 1 1 calc R . .
C4 C 1.1613(2) 0.08314(14) 0.15802(13) 0.0208(4) Uani 1 1 d . . .
C4S C 0.6696(3) 0.10416(15) 0.52510(15) 0.0298(5) Uani 1 1 d . . .
C5 C 1.3101(2) 0.08989(15) 0.16551(15) 0.0256(4) Uani 1 1 d . . .
C5S C 0.7431(3) 0.0630(2) 0.59770(18) 0.0451(6) Uani 1 1 d . . .
H5S1 H 0.7731 0.1108 0.6523 0.068 Uiso 1 1 calc R . .
H5S2 H 0.8312 0.0527 0.5862 0.068 Uiso 1 1 calc R . .
H5S3 H 0.6724 -0.0012 0.6015 0.068 Uiso 1 1 calc R . .
C6 C 1.4234(2) 0.14614(16) 0.24106(16) 0.0274(4) Uani 1 1 d . . .
C6S C 0.7373(4) 0.1149(3) 0.4512(2) 0.0711(10) Uani 1 1 d . . .
H6S1 H 0.6734 0.1327 0.4049 0.107 Uiso 1 1 calc R . .
H6S2 H 0.7464 0.0512 0.4297 0.107 Uiso 1 1 calc R . .
H6S3 H 0.8362 0.1677 0.4708 0.107 Uiso 1 1 calc R . .
C7 C 1.3879(2) 0.19692(15) 0.30784(14) 0.0227(4) Uani 1 1 d . . .
C8 C 1.20465(19) 0.24847(13) 0.37502(11) 0.0151(3) Uani 1 1 d . . .
C9 C 1.2381(2) 0.19019(13) 0.30132(12) 0.0163(3) Uani 1 1 d . . .
C10 C 1.1229(2) 0.13120(13) 0.22608(12) 0.0160(3) Uani 1 1 d . . .
C11 C 0.87612(19) 0.01710(13) 0.24561(11) 0.0148(3) Uani 1 1 d . . .
C12 C 0.7043(2) -0.01018(13) 0.22323(12) 0.0168(3) Uani 1 1 d . . .
C13 C 0.4847(3) -0.1157(2) 0.2546(2) 0.0393(6) Uani 1 1 d . . .
C14 C 0.90322(19) -0.07450(13) 0.20037(12) 0.0165(3) Uani 1 1 d . . .
C15 C 0.8635(3) -0.17749(16) 0.06416(15) 0.0261(4) Uani 1 1 d . . .
C16 C 1.1937(2) 0.18742(14) 0.44883(12) 0.0181(3) Uani 1 1 d . . .
C17 C 1.1832(3) 0.1987(2) 0.59494(16) 0.0346(5) Uani 1 1 d . . .
C18 C 1.0065(2) 0.64977(15) 0.18230(13) 0.0218(4) Uani 1 1 d . . .
C19 C 0.9596(2) 0.59987(15) 0.09592(13) 0.0238(4) Uani 1 1 d . . .
C20 C 0.9624(2) 0.50198(14) 0.09923(12) 0.0197(3) Uani 1 1 d . . .
C21 C 0.8766(2) 0.54139(15) 0.41687(12) 0.0212(4) Uani 1 1 d . . .
C22 C 0.7724(2) 0.45013(16) 0.42006(13) 0.0238(4) Uani 1 1 d . . .
C23 C 0.7958(2) 0.37662(15) 0.36468(13) 0.0200(4) Uani 1 1 d . . .
C24 C 1.3746(2) 0.63266(15) 0.39961(13) 0.0222(4) Uani 1 1 d . . .
C25 C 1.4692(2) 0.57838(15) 0.39341(14) 0.0235(4) Uani 1 1 d . . .
C26 C 1.3726(2) 0.48181(14) 0.34583(13) 0.0193(3) Uani 1 1 d . . .
C27 C 0.8021(2) 0.22285(14) 0.06345(12) 0.0212(4) Uani 1 1 d . . .
C28 C 0.6687(3) 0.17397(17) -0.00274(14) 0.0295(5) Uani 1 1 d . . .
C29 C 0.5385(3) 0.19292(18) 0.00243(15) 0.0329(5) Uani 1 1 d . . .
C30 C 0.5480(2) 0.26130(17) 0.07460(14) 0.0288(4) Uani 1 1 d . . .
C31 C 0.6849(2) 0.30654(15) 0.13926(13) 0.0217(4) Uani 1 1 d . . .
C32 C 1.1378(2) 0.33085(13) 0.17053(11) 0.0162(3) Uani 1 1 d . . .
B B 1.0853(2) 0.59825(15) 0.33493(13) 0.0174(4) Uani 1 1 d . . .
H1 H 1.028(2) 0.3023(16) 0.3922(14) 0.020(5) Uiso 1 1 d . . .
H1B H 1.110(2) 0.6775(14) 0.3643(12) 0.009(5) Uiso 1 1 d . . .
H2 H 0.845(2) 0.1959(15) 0.2741(13) 0.013(5) Uiso 1 1 d . . .
H3 H 0.905(2) 0.1081(14) 0.1538(13) 0.010(5) Uiso 1 1 d . . .
H4 H 1.087(2) 0.0469(15) 0.1078(14) 0.014(5) Uiso 1 1 d . . .
H5 H 1.332(2) 0.0578(17) 0.1193(15) 0.024(6) Uiso 1 1 d . . .
H6 H 1.522(3) 0.151(2) 0.2464(17) 0.045(8) Uiso 1 1 d . . .
H7 H 1.469(3) 0.2406(17) 0.3607(15) 0.024(6) Uiso 1 1 d . . .
H8 H 1.294(2) 0.3124(15) 0.4003(13) 0.015(5) Uiso 1 1 d . . .
H11 H 0.911(2) 0.0225(14) 0.3057(13) 0.007(4) Uiso 1 1 d . . .
H13A H 0.445(3) -0.059(2) 0.2487(17) 0.045(8) Uiso 1 1 d . . .
H13B H 0.470(3) -0.143(2) 0.3066(18) 0.044(8) Uiso 1 1 d . . .
H13C H 0.446(4) -0.170(2) 0.202(2) 0.066(10) Uiso 1 1 d . . .
H15A H 0.973(3) -0.1638(18) 0.0747(15) 0.031(6) Uiso 1 1 d . . .
H15B H 0.819(3) -0.238(2) 0.0827(16) 0.036(7) Uiso 1 1 d . . .
H15C H 0.827(3) -0.1777(18) 0.0060(17) 0.029(6) Uiso 1 1 d . . .
H16A H 1.107(3) 0.1183(17) 0.4276(14) 0.023(6) Uiso 1 1 d . . .
H16B H 1.287(2) 0.1735(16) 0.4692(14) 0.020(5) Uiso 1 1 d . . .
H17A H 1.110(3) 0.1288(19) 0.5806(16) 0.031(6) Uiso 1 1 d . . .
H17B H 1.168(3) 0.2414(19) 0.6399(17) 0.037(7) Uiso 1 1 d . . .
H17C H 1.283(4) 0.199(2) 0.616(2) 0.057(9) Uiso 1 1 d . . .
H18 H 1.022(2) 0.7146(17) 0.2082(14) 0.022(6) Uiso 1 1 d . . .
H19 H 0.933(3) 0.6271(19) 0.0486(17) 0.036(7) Uiso 1 1 d . . .
H20 H 0.940(2) 0.4493(15) 0.0534(13) 0.011(5) Uiso 1 1 d . . .
H21 H 0.892(2) 0.6050(17) 0.4446(14) 0.022(6) Uiso 1 1 d . . .
H22 H 0.701(3) 0.4399(18) 0.4558(16) 0.034(7) Uiso 1 1 d . . .
H23 H 0.750(2) 0.3064(15) 0.3521(13) 0.013(5) Uiso 1 1 d . . .
H24 H 1.391(3) 0.7021(19) 0.4219(16) 0.033(7) Uiso 1 1 d . . .
H25 H 1.573(3) 0.6011(17) 0.4167(15) 0.024(6) Uiso 1 1 d . . .
H26 H 1.394(2) 0.4254(17) 0.3291(14) 0.022(6) Uiso 1 1 d . . .
H27 H 0.885(3) 0.2098(17) 0.0586(14) 0.022(6) Uiso 1 1 d . . .
H28 H 0.665(3) 0.1266(19) -0.0495(16) 0.034(7) Uiso 1 1 d . . .
H29 H 0.450(3) 0.164(2) -0.0400(18) 0.045(8) Uiso 1 1 d . . .
H30 H 0.460(3) 0.2764(19) 0.0828(17) 0.041(7) Uiso 1 1 d . . .
H31 H 0.697(2) 0.3586(16) 0.1892(14) 0.019(5) Uiso 1 1 d . . .
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
Re C32 1.8443(17) . ?
Re N5 2.1413(15) . ?
Re N7 2.1721(15) . ?
Re N1 2.1753(15) . ?
Re C2 2.1919(17) . ?
Re C1 2.2025(17) . ?
Re N3 2.2296(14) . ?
O1 C12 1.198(2) . ?
O1S C1S 1.209(3) . ?
O2 C12 1.335(2) . ?
O2 C13 1.453(3) . ?
O2S C4S 1.214(3) . ?
O3 C14 1.336(2) . ?
O3 C15 1.447(2) . ?
O4 C14 1.205(2) . ?
O5 C16 1.418(2) . ?
O5 C17 1.418(3) . ?
O6 C32 1.188(2) . ?
N1 C20 1.337(2) . ?
N1 N2 1.3608(19) . ?
N2 C18 1.349(2) . ?
N2 B 1.542(3) . ?
N3 C23 1.340(2) . ?
N3 N4 1.3663(19) . ?
N4 C21 1.352(2) . ?
N4 B 1.534(3) . ?
N5 C26 1.341(2) . ?
N5 N6 1.3675(19) . ?
N6 C24 1.349(2) . ?
N6 B 1.538(3) . ?
N7 C27 1.349(2) . ?
N7 C31 1.351(2) . ?
C1 C2 1.433(2) . ?
C1 C8 1.511(2) . ?
C1S C3S 1.483(4) . ?
C1S C2S 1.499(4) . ?
C2 C3 1.522(2) . ?
C3 C10 1.526(2) . ?
C3 C11 1.558(2) . ?
C4 C5 1.386(3) . ?
C4 C10 1.396(2) . ?
C4S C6S 1.472(4) . ?
C4S C5S 1.488(3) . ?
C5 C6 1.381(3) . ?
C6 C7 1.383(3) . ?
C7 C9 1.398(2) . ?
C8 C9 1.510(2) . ?
C8 C16 1.535(2) . ?
C9 C10 1.394(2) . ?
C11 C12 1.524(2) . ?
C11 C14 1.529(2) . ?
C18 C19 1.374(3) . ?
C19 C20 1.391(3) . ?
C21 C22 1.370(3) . ?
C22 C23 1.390(3) . ?
C24 C25 1.377(3) . ?
C25 C26 1.388(3) . ?
C27 C28 1.378(3) . ?
C28 C29 1.384(3) . ?
C29 C30 1.379(3) . ?
C30 C31 1.383(3) . ?
