# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Org.Biomol.Chem.
_journal_coden_cambridge         0177
#TrackingRef 'final_shelxl.cif'

#==============================================================================
# 1. SUBMISSION DETAILS
#==============================================================================

_publ_contact_author_name        'Dr. Sascha Ott'

_publ_contact_author_address     
;
Uppsala University
Department of Photochemistry and Molecular Science
P.O. Box 523
Uppsala,
Sweden, S-75120
;

_publ_contact_author_phone       '+46 18 471 7340'
_publ_contact_author_fax         '+46 (18) 471 6844'
_publ_contact_author_email       sascha.ott@fotomol.uu.se
_publ_requested_category         FO

_publ_requested_coeditor_name    
;
to be determined
;

_publ_contact_letter             
;

Please consider this CIF submission for publication in the requested journal.
All authors have seen and approved of this submission.

The CIF has passed the CHECKCIF routines and gives a satisfactory
PRINTCIF file.

When we hear back from you by e-mail with the reference number for this
structure we will proceed in the publication process.

S. Ott.
;

#==============================================================================
# 2. PROCESSING SUMMARY (IUCr Office Use Only)
#==============================================================================

_journal_date_recd_electronic    ?

_journal_date_to_coeditor        ?
_journal_date_from_coeditor      ?
_journal_date_accepted           ?

_journal_date_printers_first     ?
_journal_date_printers_final     ?
_journal_date_proofs_out         ?
_journal_date_proofs_in          ?

_journal_coeditor_name           ?
_journal_coeditor_code           ?
_journal_coeditor_notes          
; ?
;

_journal_techeditor_code         ?
_journal_techeditor_notes        
; ?
;

_journal_coden_ASTM              ?
_journal_year                    ?
_journal_volume                  ?
_journal_issue                   ?
_journal_page_first              ?
_journal_page_last               ?

_journal_suppl_publ_number       ?
_journal_suppl_publ_pages        ?

#==============================================================================
# 3. TITLE AND AUTHOR LIST
#==============================================================================

_publ_section_title              
;
C,C-Diacetylenic Phosphaalkenes in Palladium-Catalyzed Cross-Coupling
Reactions.
;

# The loop structure below should contain the names and addresses of all
# authors, in the required order of publication. Repeat as necessary.

loop_
_publ_author_name
_publ_author_address

S.Ott
;
Uppsala University
Department of Photochemistry and Molecular Science
P.O. Box 523
Uppsala,
Sweden, S-75120
;
E.Oberg
;
Uppsala University
Department of Photochemistry and Molecular Science
P.O. Box 523
Uppsala,
Sweden, S-75120
;
'Xue-Li Geng,'
;
Uppsala University
Department of Photochemistry and Molecular Science
P.O. Box 523
Uppsala,
Sweden, S-75120
;
M.-P.Santoni
;
Uppsala University
Department of Photochemistry and Molecular Science
P.O. Box 523
Uppsala,
Sweden, S-75120
;

#==============================================================================
# 4. TEXT
#==============================================================================

_publ_section_abstract           
;
The reactivity of bis-TMS-substituted C,C-diacetylenic phosphaalkene (A2PA) 3a
in Sonogashira Hagihara cross-coupling reactions has been examined.
The selective and successive deprotection of the two silyl groups in 3a
is enabled by the steric bulk of the Mes* group which renders the acetylene
trans to Mes* more reactive and thereby facilitates selective coupling with
iodoarenes. Cis-trans isomerization across the P=C bond that is triggered by a
tertiary amine is observed in the case of nitrophenyl-substituted A2PAs.
The introduced aryl groups are integral parts of the entire ?-system as
evidenced by spectroscopic and electrochemical studies.
;

_publ_section_comment            
;
See main article
;

_publ_section_exptl_prep         
;
See main article
;

_publ_section_exptl_refinement   
;
The structure was solved by direct method with ShelxS-97.
All non-H atoms were refined by full-matrix least-squares
with anisotropic displacement parameters while hydrogen atoms
were placed in idealized position.
;

_publ_section_references         
;

Allen, F. H. & Kennard, O. (1993).
Chem. Des. Autom. News., 8, 31-37.

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C.
Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R.
(1999) J. Appl. Cryst. 32, 115-119.

APEX2 (1) ; Bruker Molecular Analysis Research Tool.
Bruker AXS Inc., Madison, WI 53719-1173.

Beurskens, P. T., Admiraal, G., Beurskens, G., Bosman, W. P.,
Garc\'ia-Granda, S., Gould, R. O., Smits, J. M. M. &
Smykalla, C. (1999) The DIRDIF99 program system,
Technical Report of the Crystallography Laboratory,
University of Nijmegen, The Netherlands.

Boer, J. L. de & Duisenberg, A. J. M. (1984). Acta Cryst. A40, C-410.

Boeyens, J. C. A. (1978). J.Cryst.Mol.Struct. 8, 317-320.

Bruker (1997). SHELXTL (1997). Release 5.10; The Complete Software Package
for Single Crystal Structure Determination. Bruker AXS Inc.,
Madison, USA.

Bruker (1999a). SAINT Release 6.06. Integration Software for Single Crystal
Data. Bruker AXS Inc., Madison, USA.

Bruker (1999b). SMART Release 5.059; Bruker Molecular Analysis Research Tool,
Bruker AXS Inc., Madison, USA.

Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.

Enraf-Nonius (1989). CAD-4 Software. Version 5. Enraf-Nonius, Delft,
The Netherlands.

Farrugia, L. J., (1997). ORTEP3 for Window, J. Appl. Cryst. 30, 565.

Farrugia, L. J., (1999). WINGX, J. App. Cryst. 32, 837-838.

Flack, H. D. (1983). Acta Cryst. A39, 876-881.

Flack, H. D. and Schwarzenbach, D. (1988). Acta Cryst. A44, 499-506.

LePage, Y. (1987). J. Appl. Cryst. 20, 264-269.

Mackay, A. L. (1984). Acta Cryst. A40, 165-166.

Maris, T. (2004). UdMX, University of Montr\'eal, Montr\'eal, QC, Canada.

Meulenaer, J. de & Tompa, H. (1965). Acta Cryst. 19, 1014-1018.

Nonius (1998). Collect Software, Nonius B.V., Delft, The Netherlands.

North, A. C. T., Phillips, D. C. & Mathews, F.S. (1968).
Acta Cryst. A24, 351-359.

Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
Macromolecular Crystallography, Part A, edited by C.W. Carter &
R.M. Sweet, pp. 307-326. London: Academic Press.

SAINT () Release V7.68A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.

Sheldrick, G. M. (1986). SHELXS86. Program for Crystal Structure
solution. University of G\"ottingen, Germany.

Sheldrick, G.M. (1996). SADABS, Bruker Area Detector Absorption Corrections.
Bruker AXS Inc., Madison, WI 53719-1173.

Sheldrick, G. M. (1997a). SHELXS97. Program for Crystal Structure
solution. University of G\"ottingen, Germany.

Sheldrick, G. M. (1997b). SHELXL97. Program for crystal structure
refinement. University of G\"ottingen, Germany.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

SHELXTL (2001) version 6.12; Bruker Analytical X-ray Systems Inc.,
Madison, WI 53719-1173.

Spek, A. L. (1987). Acta Cryst. C43, 1233-1235.

Spek, A. L. (1988). J. Appl. Cryst. 21, 578-579.

Spek, A. L. (1990). Acta Cryst. A46, C-34.

Spek, A. L. (1994). Am. Crystallogr. Assoc.-Abstracts, 22, 66.

Spek, A. L. (1997). HELENA, Program for Data Reduction, Utrecht
University, The Netherlands.

Spek, A. L. (2000). PLATON, Molecular Geometry Program, 2000 version.
University of Utrecht, Utrecht, Holland.

Spek, A.L. (2008). PLATON, A Multipurpose Crystallographic Tool,
Utrecht University, Utrecht, The Netherlands.

Watkin, D. J., Prout, C. K., Carruthers, J. R.,
Betteridge, P.W. & Cooper R.I. (2001). CRYSTALS
Issue 11. Chemical Crystallography Laboratory, OXFORD, UK.

Watkin, D. J., Prout, C. K., Pearce, L. J. (1996).
CAMERON, Chemical Crystallography Laboratory,
University of Oxford, Oxford.

Watkin, D. J., Prout, C. K., Lilley, P.M.deQ. (1994).
RC93, Chemical Crystallography Laboratory,
University of Oxford, Oxford.

Wilson, A. J. C. (1992). Ed. International Tables for Crystallography,
Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands.

XPREP (1997). Release 5.10. X-ray data Preparation and Reciprocal space
Exploration Program. Bruker AXS Inc., Madison, USA.

XPREP (2008) Version 2008/2; X-ray data Preparation and Reciprocal space
Exploration Program. Bruker AXS Inc., Madison, WI 53719-1173.
;

_publ_section_figure_captions    
;
See main article, Ortep view of the title compound.
Thermal ellipsoids are shown at 50% probability levels.
;

_publ_section_table_legends      
;
Table 1. Crystallographic data for the title compound.
;

_publ_section_acknowledgements   
;
This work was supported by the Swedish Research Council, the G\"oran
Gustafsson Foundation, the Carl Trygger Foundation and Uppsala
University through the U3MEC molecular electronics priority
initiative. We thank Mr. Jia Wang and Prof. Jin Qu
(Nankai University, China) for the X-ray
structure determination of 4.
;

# ========================================================
# STRUCTURAL DATA
# ========================================================

data_smp06
_database_code_depnum_ccdc_archive 'CCDC 815037'
#TrackingRef 'compound-E-9-.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H42 N O2 P Si'
_chemical_formula_sum            'C32 H42 N O2 P Si'
_chemical_formula_weight         531.73
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn
_symmetry_space_group_name_hall  '-P 2n 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   46.284(3)
_cell_length_b                   12.2793(7)
_cell_length_c                   11.1201(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6319.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    11697
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      23.69

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2288
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.9166
_exptl_absorpt_correction_T_max  0.9879
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'

_exptl_special_details           
;
X-ray crystallographic data set was collected from a single crystal
sample, which was mounted on a loop fiber. Collection was performed using
a Bruker SMART Apex diffractometer equiped with a APEXII CCD Detector,
a graphite monochromator and a 3-circles goniometer.
The crystal-to-detector distance
was 5.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over three different parts of the reciprocal space
(99 frames total).

;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'X-ray Sealed tube'
_diffrn_radiation_monochromator  Graphite
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            122634
_diffrn_reflns_av_R_equivalents  0.081
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_min       -67
_diffrn_reflns_limit_h_max       64
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         0.88
_diffrn_reflns_theta_max         31.24
_reflns_number_total             9959
_reflns_number_gt                5660
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 (Bruker AXS, 1)'
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, )'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, )'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_vrf_PLAT029_smp06               
;
PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.97
RESPONSE:
Due to geometrical constraints of the instrument and the use of Mo
radiation, we obtain consistently a data completeness lower than 100%
in dependence of the crystal system and the orientation of the mounted crystal,
even with appropriate data collection routines.
Besides, the compound does not exhibit diffraction at high angles.
The data collection strategy was optimized to provide the best data
set possible.
;
_vrf_PLAT213_smp06               
;
PROBLEM: Atom O1 has ADP max/min Ratio 3.30 prola
RESPONSE:
We first tried to model the thermal disorder of the nitro group,
but the occupancy was found to be not significant. We went back to
the more simple anisotropic description presented here.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1274P)^2^+0.4877P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9959
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1212
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.2376
_refine_ls_wR_factor_gt          0.2194
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Si1 Si 0.238436(17) 0.09669(6) 1.08136(7) 0.0392(2) Uani 1 1 d . . .
P1 P 0.173681(13) 0.27952(5) 0.73243(6) 0.02933(17) Uani 1 1 d . . .
N1 N -0.00847(9) 0.1208(3) 1.0168(8) 0.121(2) Uani 1 1 d . . .
O1 O -0.02379(7) 0.1085(3) 0.9289(6) 0.148(3) Uani 1 1 d . . .
C30 C 0.02271(8) 0.1445(3) 1.0012(6) 0.0902(18) Uani 1 1 d . . .
O20 O -0.01731(9) 0.1123(3) 1.1179(6) 0.160(2) Uani 1 1 d . . .
C1 C 0.16391(5) 0.22539(18) 0.8670(2) 0.0283(5) Uani 1 1 d . . .
C2 C 0.18641(5) 0.1831(2) 0.9415(2) 0.0343(5) Uani 1 1 d . . .
C3 C 0.20614(6) 0.1468(2) 1.0020(3) 0.0407(6) Uani 1 1 d . . .
C4 C 0.13485(5) 0.21555(18) 0.9082(2) 0.0294(5) Uani 1 1 d . . .
C5 C 0.11046(6) 0.20434(19) 0.9382(2) 0.0344(6) Uani 1 1 d . . .
C6 C 0.13924(5) 0.32571(18) 0.66786(19) 0.0238(4) Uani 1 1 d . . .
C7 C 0.12210(5) 0.25376(18) 0.5967(2) 0.0269(5) Uani 1 1 d . . .
C8 C 0.09479(5) 0.28951(19) 0.5613(2) 0.0309(5) Uani 1 1 d . . .
H8 H 0.0829 0.2410 0.5169 0.037 Uiso 1 1 calc R . .
C9 C 0.08415(5) 0.39237(19) 0.5877(2) 0.0294(5) Uani 1 1 d . . .
C10 C 0.10204(5) 0.46243(18) 0.6492(2) 0.0267(5) Uani 1 1 d . . .
H10 H 0.0953 0.5341 0.6650 0.032 Uiso 1 1 calc R . .
C11 C 0.12943(5) 0.43393(17) 0.68914(19) 0.0232(4) Uani 1 1 d . . .
C12 C 0.13192(6) 0.13997(19) 0.5510(2) 0.0334(5) Uani 1 1 d . . .
C13 C 0.13116(7) 0.0549(2) 0.6528(2) 0.0418(7) Uani 1 1 d . . .
H13A H 0.1363 -0.0168 0.6205 0.063 Uiso 1 1 calc R . .
H13B H 0.1117 0.0518 0.6872 0.063 Uiso 1 1 calc R . .
H13C H 0.1450 0.0754 0.7156 0.063 Uiso 1 1 calc R . .
C14 C 0.16227(6) 0.1457(2) 0.4951(3) 0.0419(6) Uani 1 1 d . . .
H14A H 0.1624 0.2003 0.4308 0.063 Uiso 1 1 calc R . .
H14B H 0.1674 0.0744 0.4618 0.063 Uiso 1 1 calc R . .
H14C H 0.1763 0.1661 0.5571 0.063 Uiso 1 1 calc R . .
C15 C 0.11204(7) 0.0971(2) 0.4516(3) 0.0425(7) Uani 1 1 d . . .
H15A H 0.1098 0.1528 0.3892 0.064 Uiso 1 1 calc R . .
H15B H 0.0931 0.0797 0.4858 0.064 Uiso 1 1 calc R . .
H15C H 0.1205 0.0312 0.4163 0.064 Uiso 1 1 calc R . .
C16 C 0.05360(5) 0.4263(2) 0.5474(3) 0.0365(6) Uani 1 1 d . . .
C17 C 0.04658(7) 0.3826(3) 0.4223(3) 0.0590(9) Uani 1 1 d . . .
H17A H 0.0611 0.4084 0.3649 0.088 Uiso 1 1 calc R . .
H17B H 0.0275 0.4085 0.3976 0.088 Uiso 1 1 calc R . .
H17C H 0.0467 0.3028 0.4240 0.088 Uiso 1 1 calc R . .
C18 C 0.04999(7) 0.5506(3) 0.5461(4) 0.0781(14) Uani 1 1 d . . .
H18A H 0.0524 0.5790 0.6279 0.117 Uiso 1 1 calc R . .
H18B H 0.0307 0.5691 0.5163 0.117 Uiso 1 1 calc R . .
H18C H 0.0646 0.5829 0.4934 0.117 Uiso 1 1 calc R . .
C19 C 0.03178(6) 0.3824(3) 0.6365(3) 0.0575(9) Uani 1 1 d . . .
H19A H 0.0327 0.3027 0.6372 0.086 Uiso 1 1 calc R . .
H19B H 0.0123 0.4058 0.6129 0.086 Uiso 1 1 calc R . .
H19C H 0.0362 0.4103 0.7169 0.086 Uiso 1 1 calc R . .
C20 C 0.14741(5) 0.52428(18) 0.7519(2) 0.0267(5) Uani 1 1 d . . .
C21 C 0.13399(6) 0.63769(19) 0.7323(3) 0.0371(6) Uani 1 1 d . . .
H21A H 0.1157 0.6427 0.7765 0.056 Uiso 1 1 calc R . .
H21B H 0.1304 0.6489 0.6463 0.056 Uiso 1 1 calc R . .
H21C H 0.1473 0.6937 0.7616 0.056 Uiso 1 1 calc R . .
C22 C 0.14867(6) 0.5059(2) 0.8882(2) 0.0368(6) Uani 1 1 d . . .
H22A H 0.1597 0.4397 0.9053 0.055 Uiso 1 1 calc R . .
H22B H 0.1290 0.4980 0.9198 0.055 Uiso 1 1 calc R . .
H22C H 0.1581 0.5684 0.9266 0.055 Uiso 1 1 calc R . .
C23 C 0.17817(5) 0.5337(2) 0.7018(2) 0.0355(6) Uani 1 1 d . . .
H23A H 0.1878 0.5967 0.7381 0.053 Uiso 1 1 calc R . .
H23B H 0.1774 0.5430 0.6144 0.053 Uiso 1 1 calc R . .
H23C H 0.1890 0.4674 0.7211 0.053 Uiso 1 1 calc R . .
C24 C 0.27007(6) 0.1320(3) 0.9872(3) 0.0486(7) Uani 1 1 d . . .
H24A H 0.2685 0.0953 0.9092 0.073 Uiso 1 1 calc R . .
H24B H 0.2878 0.1084 1.0277 0.073 Uiso 1 1 calc R . .
H24C H 0.2707 0.2110 0.9748 0.073 Uiso 1 1 calc R . .
C25 C 0.23967(7) 0.1614(3) 1.2308(3) 0.0545(8) Uani 1 1 d . . .
H25A H 0.2408 0.2406 1.2213 0.082 Uiso 1 1 calc R . .
H25B H 0.2567 0.1355 1.2746 0.082 Uiso 1 1 calc R . .
H25C H 0.2222 0.1424 1.2759 0.082 Uiso 1 1 calc R . .
C26 C 0.23661(8) -0.0538(3) 1.0978(4) 0.0681(11) Uani 1 1 d . . .
H26A H 0.2218 -0.0727 1.1573 0.102 Uiso 1 1 calc R . .
H26B H 0.2554 -0.0814 1.1245 0.102 Uiso 1 1 calc R . .
H26C H 0.2316 -0.0867 1.0202 0.102 Uiso 1 1 calc R . .
C27 C 0.08041(6) 0.1845(2) 0.9617(3) 0.0443(7) Uani 1 1 d . . .
C28 C 0.06118(6) 0.1802(3) 0.8671(4) 0.0573(9) Uani 1 1 d . . .
H28 H 0.0679 0.1917 0.7874 0.069 Uiso 1 1 calc R . .
C29 C 0.03234(8) 0.1594(3) 0.8869(5) 0.0824(14) Uani 1 1 d . . .
H29 H 0.0193 0.1556 0.8212 0.099 Uiso 1 1 calc R . .
C31 C 0.04090(10) 0.1470(3) 1.0973(5) 0.0843(15) Uani 1 1 d . . .
H31 H 0.0337 0.1350 1.1763 0.101 Uiso 1 1 calc R . .
C32 C 0.07016(8) 0.1674(3) 1.0786(4) 0.0602(9) Uani 1 1 d . . .
H32 H 0.0831 0.1698 1.1449 0.072 Uiso 1 1 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
Si1 0.0361(4) 0.0369(4) 0.0446(4) 0.0090(3) -0.0157(3) -0.0035(3)
P1 0.0232(3) 0.0316(3) 0.0332(3) 0.0050(3) -0.0014(2) 0.0041(2)
N1 0.051(2) 0.0401(18) 0.273(8) 0.021(3) 0.067(4) 0.0100(17)
O1 0.0362(18) 0.060(2) 0.348(8) -0.003(3) 0.037(3) 0.0006(15)
C30 0.0350(19) 0.0336(17) 0.202(6) 0.017(3) 0.045(3) 0.0056(15)
O20 0.072(2) 0.108(3) 0.299(7) 0.024(4) 0.102(4) 0.000(2)
C1 0.0287(11) 0.0248(11) 0.0314(12) 0.0016(9) -0.0050(9) 0.0012(9)
C2 0.0339(13) 0.0299(12) 0.0392(14) 0.0048(10) -0.0059(11) -0.0014(10)
C3 0.0388(14) 0.0390(14) 0.0444(15) 0.0103(12) -0.0100(12) -0.0021(12)
C4 0.0356(13) 0.0227(11) 0.0298(12) 0.0028(9) -0.0028(10) 0.0014(9)
C5 0.0409(14) 0.0208(11) 0.0415(14) 0.0050(10) 0.0049(11) 0.0039(10)
C6 0.0225(10) 0.0241(10) 0.0249(10) 0.0043(8) 0.0002(8) 0.0024(8)
C7 0.0298(12) 0.0215(10) 0.0295(12) 0.0040(9) -0.0001(9) 0.0006(9)
C8 0.0321(12) 0.0228(11) 0.0379(13) 0.0045(9) -0.0073(10) -0.0047(9)
C9 0.0232(11) 0.0270(11) 0.0379(13) 0.0068(10) -0.0020(9) -0.0012(9)
C10 0.0231(11) 0.0239(11) 0.0332(12) 0.0002(9) 0.0017(9) 0.0020(9)
C11 0.0224(10) 0.0236(10) 0.0235(10) 0.0009(8) 0.0013(8) -0.0008(8)
C12 0.0462(15) 0.0192(11) 0.0349(13) 0.0019(9) -0.0028(11) 0.0043(10)
C13 0.069(2) 0.0196(11) 0.0372(14) 0.0024(10) -0.0069(13) 0.0016(12)
C14 0.0506(16) 0.0304(13) 0.0446(15) -0.0012(11) 0.0029(13) 0.0126(12)
C15 0.0572(18) 0.0287(13) 0.0418(15) -0.0051(11) -0.0092(13) 0.0002(12)
C16 0.0245(12) 0.0285(13) 0.0564(17) 0.0071(11) -0.0104(11) -0.0013(9)
C17 0.0362(16) 0.083(2) 0.058(2) 0.0047(17) -0.0185(14) 0.0073(15)
C18 0.051(2) 0.0342(16) 0.150(4) 0.015(2) -0.051(2) 0.0045(14)
C19 0.0244(14) 0.077(2) 0.071(2) 0.0148(18) -0.0017(14) 0.0098(14)
C20 0.0271(11) 0.0264(11) 0.0266(11) -0.0041(9) -0.0003(9) -0.0005(9)
C21 0.0379(14) 0.0245(12) 0.0488(15) -0.0057(11) -0.0101(12) 0.0008(10)
C22 0.0431(15) 0.0386(14) 0.0287(12) -0.0071(10) -0.0003(11) -0.0006(11)
C23 0.0282(12) 0.0375(14) 0.0409(14) -0.0075(11) 0.0008(10) -0.0073(10)
C24 0.0434(16) 0.0564(18) 0.0461(17) 0.0024(14) -0.0115(13) 0.0075(14)
C25 0.0492(18) 0.071(2) 0.0430(17) 0.0025(15) -0.0032(14) -0.0026(16)
C26 0.060(2) 0.0455(18) 0.099(3) 0.0223(19) -0.033(2) -0.0105(16)
C27 0.0398(15) 0.0220(12) 0.071(2) 0.0072(12) 0.0150(14) 0.0077(11)
C28 0.0319(15) 0.0453(17) 0.095(3) 0.0115(17) 0.0003(16) 0.0029(13)
C29 0.0331(17) 0.055(2) 0.159(5) 0.017(3) 0.002(2) 0.0052(16)
C31 0.066(3) 0.042(2) 0.145(4) 0.014(2) 0.063(3) 0.0075(18)
C32 0.061(2) 0.0353(16) 0.085(3) 0.0053(16) 0.0353(18) 0.0046(14)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Si1 C3 . . 1.841(3) Y
Si1 C25 . . 1.842(3) Y
Si1 C24 . . 1.852(3) Y
Si1 C26 . . 1.859(3) Y
P1 C1 . . 1.699(2) Y
P1 C6 . . 1.838(2) Y
N1 O20 . . 1.201(9) Y
N1 O1 . . 1.217(9) Y
N1 C30 . . 1.482(5) Y
C30 C29 . . 1.359(7) Y
C30 C31 . . 1.361(7) Y
C1 C4 . . 1.426(3) Y
C1 C2 . . 1.428(3) Y
C2 C3 . . 1.219(3) Y
C4 C5 . . 1.185(3) Y
C5 C27 . . 1.436(4) Y
C6 C11 . . 1.424(3) Y
C6 C7 . . 1.427(3) Y
C7 C8 . . 1.395(3) Y
C7 C12 . . 1.555(3) Y
C8 C9 . . 1.387(3) Y
C8 H8 . . 0.95 ?
C9 C10 . . 1.376(3) Y
C9 C16 . . 1.541(3) Y
C10 C11 . . 1.388(3) Y
C10 H10 . . 0.95 ?
C11 C20 . . 1.552(3) Y
C12 C15 . . 1.532(4) Y
C12 C14 . . 1.537(4) Y
C12 C13 . . 1.542(3) Y
C13 H13a . . 0.98 ?
C13 H13b . . 0.98 ?
C13 H13c . . 0.98 ?
C14 H14a . . 0.98 ?
C14 H14b . . 0.98 ?
C14 H14c . . 0.98 ?
C15 H15a . . 0.98 ?
C15 H15b . . 0.98 ?
C15 H15c . . 0.98 ?
C16 C19 . . 1.513(4) Y
C16 C17 . . 1.527(4) Y
C16 C18 . . 1.535(4) Y
C17 H17a . . 0.98 ?
C17 H17b . . 0.98 ?
C17 H17c . . 0.98 ?
C18 H18a . . 0.98 ?
C18 H18b . . 0.98 ?
C18 H18c . . 0.98 ?
C19 H19a . . 0.98 ?
C19 H19b . . 0.98 ?
C19 H19c . . 0.98 ?
C20 C23 . . 1.533(3) Y
C20 C22 . . 1.533(3) Y
C20 C21 . . 1.540(3) Y
C21 H21a . . 0.98 ?
C21 H21b . . 0.98 ?
C21 H21c . . 0.98 ?
C22 H22a . . 0.98 ?
C22 H22b . . 0.98 ?
C22 H22c . . 0.98 ?
C23 H23a . . 0.98 ?
C23 H23b . . 0.98 ?
C23 H23c . . 0.98 ?
C24 H24a . . 0.98 ?
C24 H24b . . 0.98 ?
C24 H24c . . 0.98 ?
C25 H25a . . 0.98 ?
C25 H25b . . 0.98 ?
C25 H25c . . 0.98 ?
C26 H26a . . 0.98 ?
C26 H26b . . 0.98 ?
C26 H26c . . 0.98 ?
C27 C28 . . 1.380(5) Y
C27 C32 . . 1.399(4) Y
C28 C29 . . 1.377(5) Y
C28 H28 . . 0.95 ?
C29 H29 . . 0.95 ?
C31 C32 . . 1.393(5) Y
C31 H31 . . 0.95 ?
C32 H32 . . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 SI1 C25 . . . 108.25(15) Y
C3 SI1 C24 . . . 107.03(13) Y
C25 SI1 C24 . . . 112.62(15) Y
C3 SI1 C26 . . . 110.01(14) Y
C25 SI1 C26 . . . 109.96(18) Y
C24 SI1 C26 . . . 108.92(17) Y
C1 P1 C6 . . . 103.54(11) Y
O20 N1 O1 . . . 122.8(5) Y
O20 N1 C30 . . . 117.3(8) Y
O1 N1 C30 . . . 119.9(7) Y
C29 C30 C31 . . . 121.9(3) Y
C29 C30 N1 . . . 117.1(6) Y
C31 C30 N1 . . . 121.0(6) Y
C4 C1 C2 . . . 118.1(2) Y
C4 C1 P1 . . . 124.52(17) Y
C2 C1 P1 . . . 117.32(19) Y
C3 C2 C1 . . . 178.1(3) Y
C2 C3 SI1 . . . 174.2(3) Y
C5 C4 C1 . . . 177.1(3) Y
C4 C5 C27 . . . 173.5(3) Y
C11 C6 C7 . . . 119.5(2) Y
C11 C6 P1 . . . 119.96(16) Y
C7 C6 P1 . . . 120.51(16) Y
C8 C7 C6 . . . 117.7(2) Y
C8 C7 C12 . . . 117.1(2) Y
C6 C7 C12 . . . 125.1(2) Y
C9 C8 C7 . . . 123.3(2) Y
C9 C8 H8 . . . 118.4 ?
C7 C8 H8 . . . 118.4 ?
C10 C9 C8 . . . 117.4(2) Y
C10 C9 C16 . . . 121.9(2) Y
C8 C9 C16 . . . 120.7(2) Y
C9 C10 C11 . . . 123.4(2) Y
C9 C10 H10 . . . 118.3 ?
C11 C10 H10 . . . 118.3 ?
C10 C11 C6 . . . 118.2(2) Y
C10 C11 C20 . . . 116.95(19) Y
C6 C11 C20 . . . 124.81(19) Y
C15 C12 C14 . . . 105.8(2) Y
C15 C12 C13 . . . 106.4(2) Y
C14 C12 C13 . . . 110.4(2) Y
C15 C12 C7 . . . 111.7(2) Y
C14 C12 C7 . . . 111.0(2) Y
C13 C12 C7 . . . 111.2(2) Y
C12 C13 H13A . . . 109.5 ?
C12 C13 H13B . . . 109.5 ?
H13A C13 H13B . . . 109.5 ?
C12 C13 H13C . . . 109.5 ?
H13A C13 H13C . . . 109.5 ?
H13B C13 H13C . . . 109.5 ?
C12 C14 H14A . . . 109.5 ?
C12 C14 H14B . . . 109.5 ?
H14A C14 H14B . . . 109.5 ?
C12 C14 H14C . . . 109.5 ?
H14A C14 H14C . . . 109.5 ?
H14B C14 H14C . . . 109.5 ?
C12 C15 H15A . . . 109.5 ?
C12 C15 H15B . . . 109.5 ?
H15A C15 H15B . . . 109.5 ?
C12 C15 H15C . . . 109.5 ?
H15A C15 H15C . . . 109.5 ?
H15B C15 H15C . . . 109.5 ?
C19 C16 C17 . . . 109.2(2) Y
C19 C16 C18 . . . 106.7(3) Y
C17 C16 C18 . . . 108.5(3) Y
C19 C16 C9 . . . 109.0(2) Y
C17 C16 C9 . . . 111.4(2) Y
C18 C16 C9 . . . 111.8(2) Y
C16 C17 H17A . . . 109.5 ?
C16 C17 H17B . . . 109.5 ?
H17A C17 H17B . . . 109.5 ?
C16 C17 H17C . . . 109.5 ?
H17A C17 H17C . . . 109.5 ?
H17B C17 H17C . . . 109.5 ?
C16 C18 H18A . . . 109.5 ?
C16 C18 H18B . . . 109.5 ?
H18A C18 H18B . . . 109.5 ?
C16 C18 H18C . . . 109.5 ?
H18A C18 H18C . . . 109.5 ?
H18B C18 H18C . . . 109.5 ?
C16 C19 H19A . . . 109.5 ?
C16 C19 H19B . . . 109.5 ?
H19A C19 H19B . . . 109.5 ?
C16 C19 H19C . . . 109.5 ?
H19A C19 H19C . . . 109.5 ?
H19B C19 H19C . . . 109.5 ?
C23 C20 C22 . . . 109.5(2) Y
C23 C20 C21 . . . 104.8(2) Y
C22 C20 C21 . . . 106.75(19) Y
C23 C20 C11 . . . 112.85(18) Y
C22 C20 C11 . . . 111.09(19) Y
C21 C20 C11 . . . 111.50(19) Y
C20 C21 H21A . . . 109.5 ?
C20 C21 H21B . . . 109.5 ?
H21A C21 H21B . . . 109.5 ?
C20 C21 H21C . . . 109.5 ?
H21A C21 H21C . . . 109.5 ?
H21B C21 H21C . . . 109.5 ?
C20 C22 H22A . . . 109.5 ?
C20 C22 H22B . . . 109.5 ?
H22A C22 H22B . . . 109.5 ?
C20 C22 H22C . . . 109.5 ?
H22A C22 H22C . . . 109.5 ?
H22B C22 H22C . . . 109.5 ?
C20 C23 H23A . . . 109.5 ?
C20 C23 H23B . . . 109.5 ?
H23A C23 H23B . . . 109.5 ?
C20 C23 H23C . . . 109.5 ?
H23A C23 H23C . . . 109.5 ?
H23B C23 H23C . . . 109.5 ?
SI1 C24 H24A . . . 109.5 ?
SI1 C24 H24B . . . 109.5 ?
H24A C24 H24B . . . 109.5 ?
SI1 C24 H24C . . . 109.5 ?
H24A C24 H24C . . . 109.5 ?
H24B C24 H24C . . . 109.5 ?
SI1 C25 H25A . . . 109.5 ?
SI1 C25 H25B . . . 109.5 ?
H25A C25 H25B . . . 109.5 ?
SI1 C25 H25C . . . 109.5 ?
H25A C25 H25C . . . 109.5 ?
H25B C25 H25C . . . 109.5 ?
SI1 C26 H26A . . . 109.5 ?
SI1 C26 H26B . . . 109.5 ?
H26A C26 H26B . . . 109.5 ?
SI1 C26 H26C . . . 109.5 ?
H26A C26 H26C . . . 109.5 ?
H26B C26 H26C . . . 109.5 ?
C28 C27 C32 . . . 118.9(3) Y
C28 C27 C5 . . . 119.5(3) Y
C32 C27 C5 . . . 121.5(3) Y
C29 C28 C27 . . . 120.7(4) Y
C29 C28 H28 . . . 119.7 ?
C27 C28 H28 . . . 119.7 ?
C30 C29 C28 . . . 119.6(5) Y
C30 C29 H29 . . . 120.2 ?
C28 C29 H29 . . . 120.2 ?
C30 C31 C32 . . . 119.2(4) Y
C30 C31 H31 . . . 120.4 ?
C32 C31 H31 . . . 120.4 ?
C31 C32 C27 . . . 119.7(4) Y
C31 C32 H32 . . . 120.1 ?
C27 C32 H32 . . . 120.1 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O20 N1 C30 C29 . . . . -176.8(4) Y
O1 N1 C30 C29 . . . . 4.8(6) Y
O20 N1 C30 C31 . . . . 5.5(6) Y
O1 N1 C30 C31 . . . . -172.9(4) Y
C6 P1 C1 C4 . . . . 3.6(2) Y
C6 P1 C1 C2 . . . . -178.98(19) Y
C4 C1 C2 C3 . . . . 157(8) Y
P1 C1 C2 C3 . . . . -20(9) Y
C1 C2 C3 SI1 . . . . 23(10) Y
C25 SI1 C3 C2 . . . . 123(3) Y
C24 SI1 C3 C2 . . . . 1(3) Y
C26 SI1 C3 C2 . . . . -117(3) Y
C2 C1 C4 C5 . . . . -114(5) Y
P1 C1 C4 C5 . . . . 63(5) Y
C1 C4 C5 C27 . . . . -9(7) Y
C1 P1 C6 C11 . . . . 91.16(19) Y
C1 P1 C6 C7 . . . . -88.6(2) Y
C11 C6 C7 C8 . . . . -6.7(3) Y
P1 C6 C7 C8 . . . . 173.11(17) Y
C11 C6 C7 C12 . . . . 170.8(2) Y
P1 C6 C7 C12 . . . . -9.4(3) Y
C6 C7 C8 C9 . . . . 2.7(4) Y
C12 C7 C8 C9 . . . . -175.0(2) Y
C7 C8 C9 C10 . . . . 1.8(4) Y
C7 C8 C9 C16 . . . . -179.2(2) Y
C8 C9 C10 C11 . . . . -2.4(4) Y
C16 C9 C10 C11 . . . . 178.5(2) Y
C9 C10 C11 C6 . . . . -1.5(3) Y
C9 C10 C11 C20 . . . . 177.2(2) Y
C7 C6 C11 C10 . . . . 6.1(3) Y
P1 C6 C11 C10 . . . . -173.66(17) Y
C7 C6 C11 C20 . . . . -172.5(2) Y
P1 C6 C11 C20 . . . . 7.7(3) Y
C8 C7 C12 C15 . . . . 12.3(3) Y
C6 C7 C12 C15 . . . . -165.1(2) Y
C8 C7 C12 C14 . . . . 130.2(2) Y
C6 C7 C12 C14 . . . . -47.3(3) Y
C8 C7 C12 C13 . . . . -106.4(3) Y
C6 C7 C12 C13 . . . . 76.1(3) Y
C10 C9 C16 C19 . . . . -99.2(3) Y
C8 C9 C16 C19 . . . . 81.9(3) Y
C10 C9 C16 C17 . . . . 140.2(3) Y
C8 C9 C16 C17 . . . . -38.8(3) Y
C10 C9 C16 C18 . . . . 18.6(4) Y
C8 C9 C16 C18 . . . . -160.4(3) Y
C10 C11 C20 C23 . . . . -130.8(2) Y
C6 C11 C20 C23 . . . . 47.9(3) Y
C10 C11 C20 C22 . . . . 105.7(2) Y
C6 C11 C20 C22 . . . . -75.6(3) Y
C10 C11 C20 C21 . . . . -13.2(3) Y
C6 C11 C20 C21 . . . . 165.4(2) Y
C4 C5 C27 C28 . . . . -31(2) Y
C4 C5 C27 C32 . . . . 148(2) Y
C32 C27 C28 C29 . . . . -0.1(5) Y
C5 C27 C28 C29 . . . . 178.9(3) Y
C31 C30 C29 C28 . . . . -1.5(6) Y
N1 C30 C29 C28 . . . . -179.1(3) Y
C27 C28 C29 C30 . . . . 0.9(5) Y
C29 C30 C31 C32 . . . . 1.2(6) Y
N1 C30 C31 C32 . . . . 178.8(3) Y
C30 C31 C32 C27 . . . . -0.3(5) Y
C28 C27 C32 C31 . . . . -0.2(4) Y
C5 C27 C32 C31 . . . . -179.2(3) Y

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        31.24
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         1.124
_refine_diff_density_min         -0.835
_refine_diff_density_rms         0.081


# ========================================================
# STRUCTURAL DATA
# ========================================================

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 816322'
#TrackingRef 'final_shelxl.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H38 Cl2 Si4'
_chemical_formula_sum            'C22 H38 Cl2 Si4'
_chemical_formula_weight         485.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.502(2)
_cell_length_b                   11.404(2)
_cell_length_c                   23.465(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.20(3)
_cell_angle_gamma                90.00
_cell_volume                     3073.2(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5652
_cell_measurement_theta_min      1.738
_cell_measurement_theta_max      27.728

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.050
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    0.374
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9290
_exptl_absorpt_correction_T_max  0.9565
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            17333
_diffrn_reflns_av_R_equivalents  0.1208
_diffrn_reflns_av_sigmaI/netI    0.1273
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         25.02
_reflns_number_total             5326
_reflns_number_gt                3022
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'crystalclear(Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5326
_refine_ls_number_parameters     309
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.1575
_refine_ls_R_factor_gt           0.1168
_refine_ls_wR_factor_ref         0.3912
_refine_ls_wR_factor_gt          0.3644
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_restrained_S_all      1.149
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001

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
Si1 Si 0.0516(2) 0.2419(2) 0.20873(9) 0.0684(7) Uani 1 1 d . . .
Si2 Si 0.4711(2) 0.3467(3) 0.28467(10) 0.0953(10) Uani 1 1 d D . .
Si3 Si 0.4335(2) 0.7099(3) -0.02460(12) 0.1005(10) Uani 1 1 d D . .
Si4 Si 0.0257(2) 0.78339(18) 0.04602(8) 0.0625(6) Uani 1 1 d . . .
Cl1 Cl -0.11661(18) 0.4406(2) 0.18177(10) 0.0832(7) Uani 1 1 d . . .
Cl2 Cl -0.12310(19) 0.5670(2) 0.05759(11) 0.0878(8) Uani 1 1 d . . .
C1 C 0.0948(6) 0.4523(6) 0.1397(2) 0.0486(15) Uani 1 1 d . . .
C2 C 0.2267(6) 0.4495(6) 0.1350(3) 0.0563(17) Uani 1 1 d . A .
H2A H 0.2463 0.4040 0.1014 0.068 Uiso 1 1 calc R . .
C3 C 0.2216(6) 0.5839(6) 0.1199(3) 0.0542(16) Uani 1 1 d . A .
H3A H 0.2399 0.6316 0.1540 0.065 Uiso 1 1 calc R . .
C4 C 0.0894(6) 0.5675(6) 0.1102(2) 0.0503(15) Uani 1 1 d . . .
C5 C 0.0245(6) 0.3858(6) 0.1707(3) 0.0563(16) Uani 1 1 d . . .
C6 C 0.0872(11) 0.2776(8) 0.2841(3) 0.100(3) Uani 1 1 d . . .
H6A H 0.1013 0.2065 0.3053 0.150 Uiso 1 1 calc R . .
H6B H 0.0232 0.3190 0.2993 0.150 Uiso 1 1 calc R . .
H6C H 0.1556 0.3258 0.2870 0.150 Uiso 1 1 calc R . .
C7 C 0.1688(10) 0.1559(8) 0.1759(4) 0.093(3) Uani 1 1 d . . .
H7A H 0.1803 0.0832 0.1961 0.140 Uiso 1 1 calc R . .
H7B H 0.2399 0.2002 0.1782 0.140 Uiso 1 1 calc R . .
H7C H 0.1464 0.1401 0.1367 0.140 Uiso 1 1 calc R . .
C8 C -0.0877(11) 0.1549(10) 0.2012(5) 0.116(4) Uani 1 1 d . . .
H8A H -0.0770 0.0808 0.2202 0.174 Uiso 1 1 calc R . .
H8B H -0.1081 0.1418 0.1614 0.174 Uiso 1 1 calc R . .
H8C H -0.1489 0.1976 0.2180 0.174 Uiso 1 1 calc R . .
C9 C 0.3044(7) 0.4155(8) 0.1853(3) 0.068(2) Uani 1 1 d . . .
C10 C 0.3712(7) 0.3913(8) 0.2248(3) 0.073(2) Uani 1 1 d . A .
C11 C 0.467(2) 0.4629(18) 0.3396(8) 0.161(8) Uani 0.72(2) 1 d PDU A 1
H11A H 0.4848 0.5371 0.3230 0.241 Uiso 0.72(2) 1 calc PR A 1
H11B H 0.5225 0.4457 0.3703 0.241 Uiso 0.72(2) 1 calc PR A 1
H11C H 0.3901 0.4661 0.3539 0.241 Uiso 0.72(2) 1 calc PR A 1
C12 C 0.6177(10) 0.3241(19) 0.2574(7) 0.111(5) Uani 0.72(2) 1 d PDU A 1
H12A H 0.6484 0.3980 0.2456 0.166 Uiso 0.72(2) 1 calc PR A 1
H12B H 0.6121 0.2714 0.2255 0.166 Uiso 0.72(2) 1 calc PR A 1
H12C H 0.6686 0.2913 0.2871 0.166 Uiso 0.72(2) 1 calc PR A 1
C13 C 0.418(2) 0.2084(15) 0.3172(10) 0.154(8) Uani 0.72(2) 1 d PDU A 1
H13A H 0.3704 0.2273 0.3483 0.231 Uiso 0.72(2) 1 calc PR A 1
H13B H 0.4832 0.1622 0.3311 0.231 Uiso 0.72(2) 1 calc PR A 1
H13C H 0.3727 0.1646 0.2889 0.231 Uiso 0.72(2) 1 calc PR A 1
C11' C 0.409(5) 0.370(6) 0.3547(14) 0.162(12) Uani 0.28(2) 1 d PDU A 2
H11D H 0.4102 0.4525 0.3637 0.243 Uiso 0.28(2) 1 calc PR A 2
H11E H 0.4537 0.3280 0.3836 0.243 Uiso 0.28(2) 1 calc PR A 2
H11F H 0.3297 0.3428 0.3532 0.243 Uiso 0.28(2) 1 calc PR A 2
C12' C 0.6223(18) 0.391(5) 0.270(2) 0.112(10) Uani 0.28(2) 1 d PDU A 2
H12D H 0.6241 0.4742 0.2625 0.168 Uiso 0.28(2) 1 calc PR A 2
H12E H 0.6473 0.3493 0.2376 0.168 Uiso 0.28(2) 1 calc PR A 2
H12F H 0.6734 0.3741 0.3028 0.168 Uiso 0.28(2) 1 calc PR A 2
C13' C 0.449(6) 0.1859(15) 0.294(3) 0.149(12) Uani 0.28(2) 1 d PDU A 2
H13D H 0.4911 0.1437 0.2667 0.223 Uiso 0.28(2) 1 calc PR A 2
H13E H 0.3676 0.1679 0.2893 0.223 Uiso 0.28(2) 1 calc PR A 2
H13F H 0.4771 0.1634 0.3321 0.223 Uiso 0.28(2) 1 calc PR A 2
C14 C 0.2909(7) 0.6216(7) 0.0727(3) 0.067(2) Uani 1 1 d . . .
C15 C 0.3484(7) 0.6531(8) 0.0336(4) 0.079(2) Uani 1 1 d . B .
C16 C 0.5867(13) 0.746(3) -0.0040(16) 0.106(8) Uani 0.40(2) 1 d PDU B 3
H16A H 0.5893 0.8030 0.0262 0.159 Uiso 0.40(2) 1 calc PR B 3
H16B H 0.6235 0.7778 -0.0364 0.159 Uiso 0.40(2) 1 calc PR B 3
H16C H 0.6270 0.6765 0.0088 0.159 Uiso 0.40(2) 1 calc PR B 3
C17 C 0.360(3) 0.835(2) -0.0619(14) 0.122(8) Uani 0.40(2) 1 d PDU B 3
H17A H 0.3579 0.9006 -0.0365 0.183 Uiso 0.40(2) 1 calc PR B 3
H17B H 0.2815 0.8126 -0.0738 0.183 Uiso 0.40(2) 1 calc PR B 3
H17C H 0.4013 0.8555 -0.0948 0.183 Uiso 0.40(2) 1 calc PR B 3
C18 C 0.430(3) 0.593(2) -0.0810(10) 0.102(7) Uani 0.40(2) 1 d PDU B 3
H18A H 0.4502 0.5187 -0.0637 0.153 Uiso 0.40(2) 1 calc PR B 3
H18B H 0.4858 0.6115 -0.1088 0.153 Uiso 0.40(2) 1 calc PR B 3
H18C H 0.3539 0.5884 -0.0993 0.153 Uiso 0.40(2) 1 calc PR B 3
C16' C 0.5891(9) 0.690(2) -0.0026(10) 0.100(5) Uani 0.60(2) 1 d PDU B 4
H16D H 0.6098 0.7417 0.0286 0.150 Uiso 0.60(2) 1 calc PR B 4
H16E H 0.6358 0.7077 -0.0341 0.150 Uiso 0.60(2) 1 calc PR B 4
H16F H 0.6024 0.6102 0.0092 0.150 Uiso 0.60(2) 1 calc PR B 4
C17' C 0.405(2) 0.8711(9) -0.0230(10) 0.119(6) Uani 0.60(2) 1 d PDU B 4
H17D H 0.4180 0.8997 0.0153 0.178 Uiso 0.60(2) 1 calc PR B 4
H17E H 0.3254 0.8859 -0.0359 0.178 Uiso 0.60(2) 1 calc PR B 4
H17F H 0.4560 0.9105 -0.0476 0.178 Uiso 0.60(2) 1 calc PR B 4
C18' C 0.392(2) 0.642(2) -0.0940(6) 0.128(7) Uani 0.60(2) 1 d PDU B 4
H18D H 0.3435 0.6949 -0.1163 0.192 Uiso 0.60(2) 1 calc PR B 4
H18E H 0.3511 0.5704 -0.0880 0.192 Uiso 0.60(2) 1 calc PR B 4
H18F H 0.4614 0.6256 -0.1138 0.192 Uiso 0.60(2) 1 calc PR B 4
C19 C 0.0126(6) 0.6306(6) 0.0772(3) 0.0563(16) Uani 1 1 d . . .
C20 C 0.0512(11) 0.7663(9) -0.0296(3) 0.101(3) Uani 1 1 d . . .
H20A H 0.1240 0.7269 -0.0336 0.152 Uiso 1 1 calc R . .
H20B H 0.0535 0.8422 -0.0472 0.152 Uiso 1 1 calc R . .
H20C H -0.0107 0.7209 -0.0477 0.152 Uiso 1 1 calc R . .
C21 C 0.1411(9) 0.8685(7) 0.0857(3) 0.085(3) Uani 1 1 d . . .
H21A H 0.2151 0.8314 0.0817 0.127 Uiso 1 1 calc R . .
H21B H 0.1249 0.8716 0.1254 0.127 Uiso 1 1 calc R . .
H21C H 0.1432 0.9467 0.0706 0.127 Uiso 1 1 calc R . .
C22 C -0.1172(9) 0.8593(10) 0.0544(5) 0.107(3) Uani 1 1 d . . .
H22A H -0.1138 0.9372 0.0390 0.161 Uiso 1 1 calc R . .
H22B H -0.1326 0.8634 0.0941 0.161 Uiso 1 1 calc R . .
H22C H -0.1783 0.8161 0.0343 0.161 Uiso 1 1 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
Si1 0.0924(16) 0.0499(13) 0.0628(12) 0.0080(9) 0.0048(10) -0.0089(11)
Si2 0.0873(18) 0.130(3) 0.0667(14) 0.0176(14) -0.0132(12) 0.0218(16)
Si3 0.0798(17) 0.130(3) 0.0939(19) 0.0411(17) 0.0215(13) -0.0151(15)
Si4 0.0820(14) 0.0457(13) 0.0583(12) 0.0034(8) -0.0091(9) -0.0039(9)
Cl1 0.0639(12) 0.0794(16) 0.1080(16) 0.0108(11) 0.0218(10) -0.0021(10)
Cl2 0.0655(13) 0.0737(16) 0.1202(18) 0.0194(12) -0.0295(11) -0.0139(10)
C1 0.058(4) 0.046(4) 0.041(3) -0.001(3) 0.001(3) -0.001(3)
C2 0.061(4) 0.063(5) 0.045(3) 0.006(3) 0.001(3) 0.002(3)
C3 0.057(4) 0.060(4) 0.045(3) 0.007(3) 0.004(3) -0.004(3)
C4 0.062(4) 0.050(4) 0.040(3) -0.001(3) 0.002(3) -0.005(3)
C5 0.062(4) 0.055(4) 0.052(3) -0.001(3) 0.007(3) 0.001(3)
C6 0.161(10) 0.069(6) 0.073(6) 0.023(4) 0.021(6) 0.007(6)
C7 0.134(9) 0.051(6) 0.095(6) -0.005(4) 0.002(5) 0.014(5)
C8 0.131(9) 0.085(8) 0.133(8) 0.025(6) 0.008(7) -0.038(7)
C9 0.060(4) 0.077(6) 0.067(4) 0.009(4) 0.010(3) 0.009(4)
C10 0.062(5) 0.089(6) 0.068(4) 0.021(4) 0.001(4) 0.011(4)
C11 0.169(11) 0.168(11) 0.145(10) -0.014(8) 0.004(8) 0.005(8)
C12 0.100(8) 0.119(9) 0.112(8) 0.003(7) -0.004(6) 0.014(7)
C13 0.156(11) 0.160(11) 0.145(11) 0.028(8) 0.002(8) 0.007(8)
C11' 0.164(14) 0.164(14) 0.158(14) -0.003(9) 0.006(9) 0.002(9)
C12' 0.107(12) 0.115(13) 0.113(12) 0.003(9) 0.001(8) 0.007(9)
C13' 0.148(14) 0.150(14) 0.148(14) 0.009(9) 0.003(9) 0.008(9)
C14 0.057(4) 0.075(6) 0.067(4) 0.017(4) -0.002(3) -0.006(4)
C15 0.062(5) 0.092(7) 0.084(5) 0.023(5) 0.010(4) 0.000(4)
C16 0.101(10) 0.104(12) 0.114(10) -0.002(9) 0.005(8) -0.005(8)
C17 0.127(11) 0.120(11) 0.118(11) 0.022(8) 0.012(8) -0.001(8)
C18 0.098(10) 0.121(11) 0.088(9) 0.018(8) 0.012(8) -0.004(8)
C16' 0.086(8) 0.101(10) 0.113(8) -0.003(8) 0.014(6) -0.018(7)
C17' 0.130(9) 0.113(9) 0.114(9) 0.024(7) 0.009(7) -0.011(7)
C18' 0.126(10) 0.147(11) 0.111(9) 0.014(8) 0.005(7) -0.006(8)
C19 0.056(4) 0.042(4) 0.069(4) 0.005(3) -0.009(3) -0.004(3)
C20 0.163(10) 0.074(7) 0.064(5) 0.008(4) -0.015(5) -0.022(6)
C21 0.120(8) 0.049(5) 0.084(5) -0.008(4) -0.012(5) -0.012(5)
C22 0.094(7) 0.081(8) 0.144(9) 0.020(6) -0.012(6) 0.023(5)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Si1 C6 1.839(9) . ?
Si1 C7 1.867(10) . ?
Si1 C8 1.885(11) . ?
Si1 C5 1.885(7) . ?
Si2 C10 1.836(7) . ?
Si2 C11' 1.850(10) . ?
Si2 C11 1.850(9) . ?
Si2 C12 1.854(9) . ?
Si2 C12' 1.861(10) . ?
Si2 C13' 1.867(10) . ?
Si2 C13 1.871(9) . ?
Si3 C18' 1.840(9) . ?
Si3 C15 1.841(8) . ?
Si3 C16 1.848(10) . ?
Si3 C16' 1.848(9) . ?
Si3 C17 1.852(10) . ?
Si3 C17' 1.869(9) . ?
Si3 C18 1.878(10) . ?
Si4 C20 1.824(9) . ?
Si4 C21 1.853(8) . ?
Si4 C22 1.878(10) . ?
Si4 C19 1.898(7) . ?
Cl1 C5 1.772(7) . ?
Cl2 C19 1.759(7) . ?
C1 C5 1.351(9) . ?
C1 C4 1.484(9) . ?
C1 C2 1.528(9) . ?
C2 C9 1.491(9) . ?
C2 C3 1.572(9) . ?
C2 H2A 0.9800 . ?
C3 C14 1.465(10) . ?
C3 C4 1.537(9) . ?
C3 H3A 0.9800 . ?
C4 C19 1.350(9) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.204(10) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11' H11D 0.9600 . ?
C11' H11E 0.9600 . ?
C11' H11F 0.9600 . ?
C12' H12D 0.9600 . ?
C12' H12E 0.9600 . ?
C12' H12F 0.9600 . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?
C14 C15 1.215(10) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C16' H16D 0.9600 . ?
C16' H16E 0.9600 . ?
C16' H16F 0.9600 . ?
C17' H17D 0.9600 . ?
C17' H17E 0.9600 . ?
C17' H17F 0.9600 . ?
C18' H18D 0.9600 . ?
C18' H18E 0.9600 . ?
C18' H18F 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Si1 C7 112.7(5) . . ?
C6 Si1 C8 110.5(5) . . ?
C7 Si1 C8 108.3(6) . . ?
C6 Si1 C5 106.5(4) . . ?
C7 Si1 C5 111.5(4) . . ?
C8 Si1 C5 107.3(4) . . ?
C10 Si2 C11' 112(2) . . ?
C10 Si2 C11 107.1(8) . . ?
C11' Si2 C11 41(2) . . ?
C10 Si2 C12 108.5(6) . . ?
C11' Si2 C12 137(2) . . ?
C11 Si2 C12 113.6(10) . . ?
C10 Si2 C12' 109.6(15) . . ?
C11' Si2 C12' 122(3) . . ?
C11 Si2 C12' 89.7(18) . . ?
C12 Si2 C12' 25.6(16) . . ?
C10 Si2 C13' 106(2) . . ?
C11' Si2 C13' 88(3) . . ?
C11 Si2 C13' 128(2) . . ?
C12 Si2 C13' 92(2) . . ?
C12' Si2 C13' 115(3) . . ?
C10 Si2 C13 109.9(8) . . ?
C11' Si2 C13 67(2) . . ?
C11 Si2 C13 107.3(10) . . ?
C12 Si2 C13 110.4(9) . . ?
C12' Si2 C13 129.5(18) . . ?
C13' Si2 C13 22(2) . . ?
C18' Si3 C15 112.8(9) . . ?
C18' Si3 C16 121.3(15) . . ?
C15 Si3 C16 115.1(12) . . ?
C18' Si3 C16' 113.1(11) . . ?
C15 Si3 C16' 107.2(8) . . ?
C16 Si3 C16' 20.0(13) . . ?
C18' Si3 C17 79.4(14) . . ?
C15 Si3 C17 111.8(10) . . ?
C16 Si3 C17 110.9(16) . . ?
C16' Si3 C17 129.6(13) . . ?
C18' Si3 C17' 113.2(10) . . ?
C15 Si3 C17' 103.2(7) . . ?
C16 Si3 C17' 86.7(14) . . ?
C16' Si3 C17' 106.6(10) . . ?
C17 Si3 C17' 34.6(11) . . ?
C18' Si3 C18 23.7(10) . . ?
C15 Si3 C18 106.4(10) . . ?
C16 Si3 C18 108.8(15) . . ?
C16' Si3 C18 95.1(12) . . ?
C17 Si3 C18 102.9(14) . . ?
C17' Si3 C18 135.8(11) . . ?
C20 Si4 C21 113.3(5) . . ?
C20 Si4 C22 109.9(5) . . ?
C21 Si4 C22 108.2(5) . . ?
C20 Si4 C19 107.3(4) . . ?
C21 Si4 C19 110.9(3) . . ?
C22 Si4 C19 107.1(4) . . ?
C5 C1 C4 137.6(6) . . ?
C5 C1 C2 130.8(6) . . ?
C4 C1 C2 90.0(5) . . ?
C9 C2 C1 120.1(5) . . ?
C9 C2 C3 116.4(6) . . ?
C1 C2 C3 88.4(5) . . ?
C9 C2 H2A 110.1 . . ?
C1 C2 H2A 110.1 . . ?
C3 C2 H2A 110.1 . . ?
C14 C3 C4 119.9(5) . . ?
C14 C3 C2 116.2(6) . . ?
C4 C3 C2 86.5(5) . . ?
C14 C3 H3A 110.7 . . ?
C4 C3 H3A 110.7 . . ?
C2 C3 H3A 110.7 . . ?
C19 C4 C1 138.5(6) . . ?
C19 C4 C3 129.1(6) . . ?
C1 C4 C3 91.3(5) . . ?
C1 C5 Cl1 117.5(6) . . ?
C1 C5 Si1 131.0(6) . . ?
Cl1 C5 Si1 111.5(4) . . ?
Si1 C6 H6A 109.5 . . ?
Si1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
Si1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C2 176.9(9) . . ?
C9 C10 Si2 177.2(9) . . ?
Si2 C11 H11A 109.5 . . ?
Si2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si2 C12 H12A 109.5 . . ?
Si2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si2 C13 H13A 109.5 . . ?
Si2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si2 C11' H11D 109.5 . . ?
Si2 C11' H11E 109.5 . . ?
H11D C11' H11E 109.5 . . ?
Si2 C11' H11F 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
Si2 C12' H12D 109.5 . . ?
Si2 C12' H12E 109.5 . . ?
H12D C12' H12E 109.5 . . ?
Si2 C12' H12F 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
Si2 C13' H13D 109.5 . . ?
Si2 C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
Si2 C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C15 C14 C3 179.8(11) . . ?
C14 C15 Si3 176.6(9) . . ?
Si3 C16 H16A 109.5 . . ?
Si3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si3 C17 H17A 109.5 . . ?
Si3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si3 C18 H18A 109.5 . . ?
Si3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si3 C16' H16D 109.5 . . ?
Si3 C16' H16E 109.5 . . ?
H16D C16' H16E 109.5 . . ?
Si3 C16' H16F 109.5 . . ?
H16D C16' H16F 109.5 . . ?
H16E C16' H16F 109.5 . . ?
Si3 C17' H17D 109.5 . . ?
Si3 C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
Si3 C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
Si3 C18' H18D 109.5 . . ?
Si3 C18' H18E 109.5 . . ?
H18D C18' H18E 109.5 . . ?
Si3 C18' H18F 109.5 . . ?
H18D C18' H18F 109.5 . . ?
H18E C18' H18F 109.5 . . ?
C4 C19 Cl2 118.2(5) . . ?
C4 C19 Si4 130.3(5) . . ?
Cl2 C19 Si4 111.5(3) . . ?
Si4 C20 H20A 109.5 . . ?
Si4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Si4 C21 H21A 109.5 . . ?
Si4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si4 C22 H22A 109.5 . . ?
Si4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C9 -32.7(11) . . . . ?
C4 C1 C2 C9 134.6(7) . . . . ?
C5 C1 C2 C3 -152.6(7) . . . . ?
C4 C1 C2 C3 14.7(4) . . . . ?
C9 C2 C3 C14 100.9(7) . . . . ?
C1 C2 C3 C14 -136.0(6) . . . . ?
C9 C2 C3 C4 -137.4(6) . . . . ?
C1 C2 C3 C4 -14.3(4) . . . . ?
C5 C1 C4 C19 -41.4(13) . . . . ?
C2 C1 C4 C19 152.9(8) . . . . ?
C5 C1 C4 C3 150.6(8) . . . . ?
C2 C1 C4 C3 -15.1(5) . . . . ?
C14 C3 C4 C19 -36.7(11) . . . . ?
C2 C3 C4 C19 -155.1(7) . . . . ?
C14 C3 C4 C1 133.0(7) . . . . ?
C2 C3 C4 C1 14.7(4) . . . . ?
C4 C1 C5 Cl1 0.9(11) . . . . ?
C2 C1 C5 Cl1 161.9(6) . . . . ?
C4 C1 C5 Si1 -176.2(5) . . . . ?
C2 C1 C5 Si1 -15.2(11) . . . . ?
C6 Si1 C5 C1 97.9(8) . . . . ?
C7 Si1 C5 C1 -25.4(8) . . . . ?
C8 Si1 C5 C1 -143.8(7) . . . . ?
C6 Si1 C5 Cl1 -79.2(5) . . . . ?
C7 Si1 C5 Cl1 157.5(4) . . . . ?
C8 Si1 C5 Cl1 39.1(6) . . . . ?
C1 C2 C9 C10 -153(16) . . . . ?
C3 C2 C9 C10 -48(17) . . . . ?
C2 C9 C10 Si2 -132(16) . . . . ?
C11' Si2 C10 C9 -99(15) . . . . ?
C11 Si2 C10 C9 -143(15) . . . . ?
C12 Si2 C10 C9 94(15) . . . . ?
C12' Si2 C10 C9 121(15) . . . . ?
C13' Si2 C10 C9 -4(15) . . . . ?
C13 Si2 C10 C9 -27(15) . . . . ?
C4 C3 C14 C15 129(100) . . . . ?
C2 C3 C14 C15 -129(100) . . . . ?
C3 C14 C15 Si3 -44(100) . . . . ?
C18' Si3 C15 C14 -127(13) . . . . ?
C16 Si3 C15 C14 88(13) . . . . ?
C16' Si3 C15 C14 108(13) . . . . ?
C17 Si3 C15 C14 -40(14) . . . . ?
C17' Si3 C15 C14 -5(13) . . . . ?
C18 Si3 C15 C14 -151(13) . . . . ?
C1 C4 C19 Cl2 -3.2(12) . . . . ?
C3 C4 C19 Cl2 161.3(6) . . . . ?
C1 C4 C19 Si4 177.3(6) . . . . ?
C3 C4 C19 Si4 -18.3(11) . . . . ?
C20 Si4 C19 C4 103.8(8) . . . . ?
C21 Si4 C19 C4 -20.4(8) . . . . ?
C22 Si4 C19 C4 -138.3(7) . . . . ?
C20 Si4 C19 Cl2 -75.8(6) . . . . ?
C21 Si4 C19 Cl2 160.0(4) . . . . ?
C22 Si4 C19 Cl2 42.1(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.091

_vrf_RFACR01_shelxl              
;
PROBLEM: The value of the weighted R factor is > 0.35
RESPONSE:
The best crystal was chosen and x-ray measurement proceeded at 293K
due to technical constraints. If collection at low temperature had been
possible at that time, the disorder of the structure would probably have
been reduced. The crystal (the best available from several batches)
was a block (.12 x .18 x .2mm) and diffracted weakly at
high angles under a Mo radiation. Better crystals were not been obtained,
and since the crystals of this compound are no longer available,
we can only rely on the current data set.
;

_vrf_PLAT084_shelxl              
;
PROBLEM: High wR2 Value
RESPONSE:
see answer for RFACR01; idem for RFACG01, RINTA01, PLAT082, PLAT072.
;

_vrf_PLAT242_shelxl              
;
PROBLEM: Check Low Ueq as Compared to Neighbors for Si2
RESPONSE:
see answer for RFACR01.
;

_vrf_PLAT234_shelxl              
;
PROBLEM: Large Hirshfeld Difference Si1 -- C6 0.16 Ang
RESPONSE:
Checked and judged not problematic.
;

_vrf_PLAT199_shelxl              
;
PROBLEM: Check the Reported _cell_measurement_temperature 293 K
RESPONSE:
Checked. Though technical constraints compelled us to collect
at r.t., we could not recollect better crystals at low temperature.
We can only rely on the current data set.
;