# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers
# This journal is © The Partner Organisations 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_08192013_0m
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_Int_Tables_number      61
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2+x,1/2-y,-z
3 -x,1/2+y,1/2-z
4 1/2-x,-y,1/2+z
5 -x,-y,-z
6 1/2-x,1/2+y,z
7 x,1/2-y,1/2+z
8 1/2+x,y,1/2-z
_cell_length_a                   10.4893(11)
_cell_length_b                   33.088(3)
_cell_length_c                   33.742(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     11710.8
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
C1 C 1.09878(19) 0.45054(6) 0.96754(6)
C2 C 1.0736(2) 0.48635(6) 0.94081(6)
H2A H 1.1547 0.4973 0.9303
H2B H 1.0290 0.5080 0.9556
C3 C 0.98956(19) 0.47065(6) 0.90681(6)
C4 C 0.84933(19) 0.47804(6) 0.91613(6)
H4A H 0.7963 0.4679 0.8940
H4B H 0.8341 0.5074 0.9188
C5 C 0.8099(2) 0.45689(6) 0.95437(6)
H5A H 0.7199 0.4634 0.9604
H5B H 0.8631 0.4669 0.9765
C6 C 0.8256(2) 0.41096(6) 0.95051(6)
H6A H 0.8206 0.3988 0.9773
H6B H 0.7533 0.4002 0.9349
C7 C 0.94915(19) 0.39741(6) 0.93112(6)
C8 C 1.08114(19) 0.41275(5) 0.94372(6)
H8 H 1.1535 0.3931 0.9430
C9 C 1.02232(18) 0.42524(5) 0.90431(6)
H9 H 1.0591 0.4143 0.8792
C10 C 0.94607(19) 0.35323(6) 0.92000(6)
C11 C 0.9101(2) 0.34097(6) 0.88235(7)
H11 H 0.8910 0.3607 0.8628
C12 C 0.9015(2) 0.30021(6) 0.87284(7)
H12 H 0.8764 0.2924 0.8469
C13 C 0.9291(2) 0.27099(6) 0.90083(6)
H13 H 0.9231 0.2431 0.8943
C14 C 0.9655(2) 0.28276(6) 0.93819(7)
H14 H 0.9851 0.2629 0.9576
C15 C 0.9738(2) 0.32354(6) 0.94768(7)
H15 H 0.9989 0.3312 0.9737
C16 C 0.8865(2) 0.44132(6) 0.81373(7)
H16A H 0.9533 0.4206 0.8124
H16B H 0.8441 0.4435 0.7879
H16C H 0.8239 0.4338 0.8340
C17 C 0.8340(2) 0.53060(6) 0.82497(7)
H17A H 0.7592 0.5216 0.8400
H17B H 0.8096 0.5354 0.7973
H17C H 0.8670 0.5557 0.8365
C18 C 1.0934(2) 0.50302(6) 0.79170(6)
C19 C 1.1994(2) 0.47154(7) 0.79581(7)
H19A H 1.1660 0.4448 0.7889
H19B H 1.2304 0.4712 0.8232
H19C H 1.2698 0.4784 0.7779
C20 C 1.1485(3) 0.54509(7) 0.80074(7)
H20A H 1.2175 0.5511 0.7821
H20B H 1.1818 0.5455 0.8279
H20C H 1.0812 0.5655 0.7980
C21 C 1.0443(2) 0.50265(7) 0.74869(7)
H21A H 0.9790 0.5236 0.7454
H21B H 1.0073 0.4761 0.7427
H21C H 1.1152 0.5080 0.7305
O1 O 1.13560(14) 0.45217(4) 1.00163(4)
O2 O 1.02738(13) 0.49052(4) 0.87095(4)
Si1 Si 0.95935(6) 0.490908(16) 0.826902(17)
C22 C 0.38168(19) 0.37879(6) 0.03030(6)
C23 C 0.3952(2) 0.34315(6) 0.05820(6)
H23A H 0.4448 0.3213 0.0455
H23B H 0.3103 0.3325 0.0655
C24 C 0.46507(19) 0.35892(6) 0.09504(6)
C25 C 0.60758(19) 0.34988(6) 0.09183(6)
H25A H 0.6516 0.3600 0.1158
H25B H 0.6206 0.3203 0.0904
C26 C 0.6653(2) 0.36970(6) 0.05518(6)
H26A H 0.6208 0.3599 0.0312
H26B H 0.7564 0.3622 0.0530
C27 C 0.6530(2) 0.41575(6) 0.05798(6)
H27A H 0.7189 0.4259 0.0765
H27B H 0.6712 0.4274 0.0316
C28 C 0.52395(19) 0.43114(6) 0.07173(6)
C29 C 0.39598(19) 0.41691(6) 0.05371(6)
H29 H 0.3263 0.4374 0.0514
C30 C 0.43670(18) 0.40458(5) 0.09538(6)
H30 H 0.3907 0.4164 0.1186
C31 C 0.52579(19) 0.47560(6) 0.08166(6)
C32 C 0.5009(2) 0.48976(6) 0.11956(6)
H32 H 0.4810 0.4711 0.1401
C33 C 0.5047(2) 0.53092(6) 0.12797(7)
H33 H 0.4868 0.5401 0.1541
C34 C 0.5343(2) 0.55860(6) 0.09856(7)
H34 H 0.5353 0.5867 0.1042
C35 C 0.5623(2) 0.54471(6) 0.06092(7)
H35 H 0.5847 0.5634 0.0407
C36 C 0.5580(2) 0.50373(6) 0.05252(7)
H36 H 0.5773 0.4946 0.0265
C37 C 0.5364(2) 0.38821(6) 0.19085(6)
H37A H 0.6023 0.3959 0.1717
H37B H 0.5751 0.3851 0.2171
H37C H 0.4709 0.4093 0.1918
C38 C 0.5783(2) 0.29718(6) 0.18140(7)
H38A H 0.5447 0.2728 0.1686
H38B H 0.5916 0.2919 0.2097
H38C H 0.6595 0.3047 0.1691
C39 C 0.3169(2) 0.32948(6) 0.20645(6)
C40 C 0.3537(2) 0.33086(7) 0.25052(7)
H40A H 0.2783 0.3254 0.2668
H40B H 0.3874 0.3577 0.2570
H40C H 0.4190 0.3104 0.2559
C41 C 0.2610(3) 0.28782(7) 0.19683(8)
H41A H 0.1836 0.2835 0.2126
H41B H 0.3237 0.2668 0.2032
H41C H 0.2398 0.2865 0.1686
C42 C 0.2158(2) 0.36178(7) 0.19861(7)
H42A H 0.1948 0.3622 0.1703
H42B H 0.2488 0.3883 0.2065
H42C H 0.1389 0.3556 0.2140
O3 O 0.35254(14) 0.37666(4) -0.00445(4)
O4 O 0.40982(13) 0.34026(4) 0.12940(4)
Si2 Si 0.46220(5) 0.339298(16) 0.175452(17)
C43 C 1.1057(2) 0.21268(6) 0.04129(7)
C44 C 1.0600(2) 0.17722(6) 0.06592(6)
H44A H 1.1327 0.1635 0.0789
H44B H 1.0144 0.1574 0.0491
C45 C 0.96954(19) 0.19547(6) 0.09702(6)
C46 C 0.8326(2) 0.19487(6) 0.08168(6)
H46A H 0.8060 0.1666 0.0769
H46B H 0.7752 0.2066 0.1020
C47 C 0.8207(2) 0.21892(6) 0.04328(6)
H47A H 0.7323 0.2170 0.0332
H47B H 0.8783 0.2073 0.0230
C48 C 0.8548(2) 0.26338(6) 0.05014(6)
H48A H 0.8668 0.2765 0.0240
H48B H 0.7818 0.2768 0.0633
C49 C 0.97327(19) 0.27058(5) 0.07485(6)
C50 C 1.1007(2) 0.24958(6) 0.06704(6)
H50 H 1.1810 0.2653 0.0712
C51 C 1.02092(19) 0.23873(5) 0.10308(6)
H51 H 1.0512 0.2471 0.1300
C52 C 0.98439(19) 0.31416(6) 0.08723(6)
C53 C 0.92917(19) 0.32757(6) 0.12229(6)
H53 H 0.8924 0.3086 0.1400
C54 C 0.9271(2) 0.36846(6) 0.13164(7)
H54 H 0.8888 0.3772 0.1557
C55 C 0.9805(2) 0.39653(6) 0.10615(7)
H55 H 0.9778 0.4245 0.1125
C56 C 1.0381(2) 0.38363(6) 0.07129(7)
H56 H 1.0758 0.4027 0.0538
C57 C 1.0403(2) 0.34261(6) 0.06213(7)
H57 H 1.0805 0.3338 0.0384
C58 C 0.8340(2) 0.22463(6) 0.18611(7)
H58A H 0.9054 0.2435 0.1892
H58B H 0.7855 0.2233 0.2109
H58C H 0.7782 0.2340 0.1647
C59 C 0.7608(2) 0.13751(7) 0.16927(7)
H59A H 0.6960 0.1490 0.1516
H59B H 0.7235 0.1328 0.1955
H59C H 0.7913 0.1119 0.1583
C60 C 1.0125(2) 0.15692(6) 0.21305(6)
C61 C 1.0646(3) 0.11479(7) 0.20374(8)
H61A H 1.1063 0.1151 0.1777
H61B H 0.9943 0.0953 0.2034
H61C H 1.1266 0.1070 0.2241
C62 C 0.9503(2) 0.15619(7) 0.25417(7)
H62A H 1.0139 0.1484 0.2740
H62B H 0.8803 0.1366 0.2543
H62C H 0.9169 0.1831 0.2604
C63 C 1.1232(2) 0.18703(8) 0.21429(8)
H63A H 1.0902 0.2141 0.2200
H63B H 1.1667 0.1872 0.1886
H63C H 1.1835 0.1790 0.2350
O5 O 1.14377(15) 0.21154(4) 0.00742(5)
O6 O 0.98248(13) 0.17275(4) 0.13297(4)
Si3 Si 0.89661(5) 0.173408(16) 0.173814(17)

#END
_database_code_depnum_ccdc_archive 'CCDC 957441'