# Electronic Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012
data_global
_journal_name_full 'New J.Chem.'
#TrackingRef '- stpf1_01.cif'
_journal_coden_Cambridge 0440
# SUBMISSION DETAILS
_publ_contact_author_name 'Prof. Dr. Edwin Kroke'
_publ_contact_author_address
; Institut f\"ur Anorganische Chemie
TU Bergakademie Freiberg
Leipziger Strasse 29
D-09596 Freiberg/Sachsen
Germany
;
_publ_contact_author_email edwin.kroke@chemie.tu-freiberg.de
_publ_contact_author_fax '49(03731) 393174'
_publ_contact_author_phone '49(03731) 394058'
# TITLE, ABSTRACT AND AUTHOR LIST
_publ_section_title
;
Precursos for pyromellit-bridged silica sol-gel hybrid materials
;
_publ_section_abstract
;
Bridged bis(trialkoxysilylalkyl)pyromellitic diimides 3-6
were prepared as single-source precursors for sol-gel derived
organic-inorganic hybrid materials. The synthesis route starts
with the formation pyromellit diimide 1 from pyromellitic
dianhydride and hexamethyldisilazane (HMDS), followed by metallation
of the NH groups to give the dipotassium salt 2. The four
molecular hybrid precursors 3-6 were obtained according to
the first step of the Gabriel synthesis. The reaction rates were
studied as a function of the alkyl chain length and the nature of the halide.
All products 1-6 were comprehensively analysed using vibrational,
1H, 13C and 29Si NMR spectroscopy.
For compounds 3 (with propylene groups and methoxy substituents)
and 6 (with methylene groups and ethoxy substituents) single
crystal X-ray structures were determined and discussed. Finally,
hydrolysis and condensation of the alkoxides 3-6 were carefully
monitored with solution 29Si and 1H-NMR spectroscopy
providing a basis for further studies on the formation silica-pyromellit
organic-inorganic hybrids from precursors 3-6.
;
loop_
_publ_author_name
_publ_author_address
S.Pfeifer
; University of Applied Science
Westphalia
August-Schmidt-Ring 10
45665 Recklinghausen
Germany
;
A.Schwarzer
; Institut f\"ur Anorganische Chemie
TU Bergakademie Freiberg
Leipziger Strasse 29
D-09596 Freiberg/Sachsen
Germany
;
D.Schmidt
; Institut f\"ur Anorganische Chemie
TU Bergakademie Freiberg
Leipziger Strasse 29
D-09596 Freiberg/Sachsen
Germany
;
E.Brendler
; Institut f\"ur Analytische Chemie
TU Bergakademie Freiberg
Leipziger Strasse 29
D-09596 Freiberg/Sachsen
Germany
;
M.Veith
; University of Applied Science
Westphalia
August-Schmidt-Ring 10
45665 Recklinghausen
Germany
;
E.Kroke
; Institut f\"ur Anorganische Chemie
TU Bergakademie Freiberg
Leipziger Strasse 29
D-09596 Freiberg/Sachsen
Germany
;
data_stpf1_01
_database_code_depnum_ccdc_archive 'CCDC 883128'
#TrackingRef '- stpf1_01.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
2,6-bis(3-(trimethoxysilyl)propyl)pyrrolo[3,4-f]isoindole
-1,3,5,7(2H,6H)-tetraone
;
_chemical_formula_moiety 'C22 H32 N2 O10 Si2'
_chemical_formula_sum 'C22 H32 N2 O10 Si2'
_chemical_formula_weight 540.68
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'
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/n'
_symmetry_Int_Tables_number 14
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'
_cell_length_a 7.7341(6)
_cell_length_b 8.1924(4)
_cell_length_c 20.4587(14)
_cell_angle_alpha 90.00
_cell_angle_beta 98.448(6)
_cell_angle_gamma 90.00
_cell_volume 1282.22(15)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 20237
_cell_measurement_theta_min 2.49
_cell_measurement_theta_max 27.24
_exptl_crystal_description plate
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.400
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 572
_exptl_absorpt_coefficient_mu 0.196
_exptl_absorpt_correction_type none
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_process_details ?
_exptl_special_details
;
?
;
_diffrn_measurement_device '2-circle goniometer'
_diffrn_measurement_device_type 'STOE IPDS 2'
_diffrn_detector 'image plate (34 cm diameter)'
_diffrn_detector_type STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage 50
_diffrn_source_current 40
_diffrn_source_power 2.00
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_monochromator 'plane graphite'
_diffrn_radiation_polarisn_norm 0
_diffrn_radiation_collimation '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature 200(2)
_diffrn_measurement_method 'rotation method'
_diffrn_measurement_details
; 272 frames, detector distance = 120 mm
;
_diffrn_reflns_number 11991
_diffrn_reflns_av_R_equivalents 0.0604
_diffrn_reflns_av_sigmaI/netI 0.0304
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_theta_min 2.01
_diffrn_reflns_theta_max 25.00
_reflns_number_total 2258
_reflns_number_gt 1977
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'STOE X-AREA'
_computing_cell_refinement 'STOE X-AREA'
_computing_data_reduction 'STOE X-RED'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_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.
The Si(OMe)3 group is disordered in two positions (89:11) including SADI
restraints on the geometry, EXYZ and EADP restraints.
;
_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^)+(0.0583P)^2^+0.4490P] 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 2258
_refine_ls_number_parameters 194
_refine_ls_number_restraints 23
_refine_ls_R_factor_all 0.0468
_refine_ls_R_factor_gt 0.0403
_refine_ls_wR_factor_ref 0.1090
_refine_ls_wR_factor_gt 0.1053
_refine_ls_goodness_of_fit_ref 1.085
_refine_ls_restrained_S_all 1.079
_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 0.10448(11) 0.06418(9) 0.21684(4) 0.0306(2) Uani 0.8912(19) 1 d PD A 1
O1 O -0.0402(4) 0.2076(3) 0.21503(18) 0.0406(4) Uani 0.8912(19) 1 d PD A 1
O2 O 0.2425(2) 0.1194(2) 0.16828(8) 0.0436(4) Uani 0.8912(19) 1 d PD A 1
O3 O 0.01811(18) -0.10418(19) 0.18521(7) 0.0392(4) Uani 0.8912(19) 1 d PD A 1
C1 C -0.1393(14) 0.2642(15) 0.1555(4) 0.0455(10) Uani 0.8912(19) 1 d PD A 1
H1A H -0.0654 0.2714 0.1218 0.068 Uiso 0.8912(19) 1 d PR A 1
H1B H -0.1867 0.3699 0.1626 0.068 Uiso 0.8912(19) 1 d PR A 1
H1C H -0.2330 0.1892 0.1418 0.068 Uiso 0.8912(19) 1 d PR A 1
C2 C 0.3963(3) 0.0314(3) 0.16086(14) 0.0483(6) Uani 0.8912(19) 1 d PD A 1
H2A H 0.4832 0.0498 0.1987 0.072 Uiso 0.8912(19) 1 d PR A 1
H2B H 0.4399 0.0678 0.1218 0.072 Uiso 0.8912(19) 1 d PR A 1
H2C H 0.3699 -0.0830 0.1571 0.072 Uiso 0.8912(19) 1 d PR A 1
C3 C -0.1423(3) -0.1724(4) 0.19779(16) 0.0507(7) Uani 0.8912(19) 1 d PD A 1
H3A H -0.1192 -0.2611 0.2285 0.076 Uiso 0.8912(19) 1 d PR A 1
H3B H -0.2068 -0.2120 0.1572 0.076 Uiso 0.8912(19) 1 d PR A 1
H3C H -0.2096 -0.0903 0.2162 0.076 Uiso 0.8912(19) 1 d PR A 1
C4 C 0.2096(8) 0.043(3) 0.30377(12) 0.0371(12) Uani 0.8912(19) 1 d PD A 1
H4A H 0.2920 -0.0464 0.3056 0.044 Uiso 0.8912(19) 1 calc PR A 1
H4B H 0.2771 0.1416 0.3153 0.044 Uiso 0.8912(19) 1 calc PR A 1
C5 C 0.0956(2) 0.0147(2) 0.35744(10) 0.0381(5) Uani 0.8912(19) 1 d PD A 1
H5A H 0.0285 -0.0845 0.3473 0.046 Uiso 0.8912(19) 1 calc PR A 1
H5B H 0.0135 0.1044 0.3569 0.046 Uiso 0.8912(19) 1 calc PR A 1
Si1A Si 0.0466(9) 0.0335(8) 0.2338(4) 0.0448(19) Uani 0.1088(19) 1 d PD A 2
O1A O -0.034(3) 0.2180(17) 0.2170(14) 0.0406(4) Uani 0.1088(19) 1 d PD A 2
O2A O 0.1624(15) -0.0188(15) 0.1753(6) 0.0483(6) Uani 0.1088(19) 1 d PD A 2
O3A O -0.1180(17) -0.0959(15) 0.2319(7) 0.0507(7) Uani 0.1088(19) 1 d PD A 2
C1A C -0.135(11) 0.276(13) 0.158(3) 0.0455(10) Uani 0.1088(19) 1 d PD A 2
H1D H -0.0958 0.3831 0.1483 0.068 Uiso 0.1088(19) 1 d PR A 2
H1E H -0.2554 0.2796 0.1637 0.068 Uiso 0.1088(19) 1 d PR A 2
H1F H -0.1212 0.2039 0.1218 0.068 Uiso 0.1088(19) 1 d PR A 2
C2A C 0.324(2) 0.056(4) 0.1683(14) 0.0483(6) Uani 0.1088(19) 1 d PD A 2
H2D H 0.3317 0.1625 0.1882 0.072 Uiso 0.1088(19) 1 d PR A 2
H2E H 0.3337 0.0659 0.1222 0.072 Uiso 0.1088(19) 1 d PR A 2
H2F H 0.4170 -0.0113 0.1896 0.072 Uiso 0.1088(19) 1 d PR A 2
C3A C -0.157(4) -0.227(3) 0.1868(14) 0.0507(7) Uani 0.1088(19) 1 d PD A 2
H3D H -0.2615 -0.2776 0.1971 0.076 Uiso 0.1088(19) 1 d PR A 2
H3E H -0.0641 -0.3056 0.1908 0.076 Uiso 0.1088(19) 1 d PR A 2
H3F H -0.1772 -0.1856 0.1424 0.076 Uiso 0.1088(19) 1 d PR A 2
C4A C 0.217(6) 0.05(3) 0.3071(8) 0.0371(12) Uani 0.1088(19) 1 d PD A 2
H4C H 0.3096 -0.0268 0.3074 0.044 Uiso 0.1088(19) 1 calc PR A 2
H4D H 0.2655 0.1621 0.3122 0.044 Uiso 0.1088(19) 1 calc PR A 2
C5A C 0.0956(2) 0.0147(2) 0.35744(10) 0.0381(5) Uani 0.1088(19) 1 d PD A 2
H5C H 0.0343 -0.0868 0.3456 0.046 Uiso 0.1088(19) 1 calc PR A 2
H5D H 0.0092 0.1008 0.3569 0.046 Uiso 0.1088(19) 1 calc PR A 2
O4 O 0.57044(16) 0.08097(16) 0.43122(6) 0.0358(3) Uani 1 1 d . A .
O5 O 0.06180(16) 0.28659(18) 0.48517(8) 0.0450(4) Uani 1 1 d . A .
N1 N 0.29088(18) 0.15169(18) 0.44855(7) 0.0291(3) Uani 1 1 d . A .
C6 C 0.1991(2) -0.0002(2) 0.42688(9) 0.0344(4) Uani 1 1 d . . .
H6A H 0.1199 -0.0283 0.4577 0.041 Uiso 1 1 calc R A 1
H6B H 0.2837 -0.0877 0.4274 0.041 Uiso 1 1 calc R A 1
C7 C 0.4696(2) 0.1781(2) 0.44881(8) 0.0278(4) Uani 1 1 d . . .
C8 C 0.2124(2) 0.2827(2) 0.47553(9) 0.0308(4) Uani 1 1 d . . .
C9 C 0.3507(2) 0.4102(2) 0.49091(8) 0.0260(4) Uani 1 1 d . . .
C10 C 0.5059(2) 0.3467(2) 0.47518(8) 0.0254(4) Uani 1 1 d . A .
C11 C 0.6617(2) 0.4331(2) 0.48413(8) 0.0275(4) Uani 1 1 d . . .
H11 H 0.7659 0.3898 0.4742 0.033 Uiso 1 1 calc R A .
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 0.0306(5) 0.0272(4) 0.0322(4) -0.0005(3) -0.0010(3) 0.0023(3)
O1 0.0453(8) 0.0396(9) 0.0356(7) 0.0035(7) 0.0018(6) 0.0126(7)
O2 0.0410(9) 0.0411(9) 0.0502(10) 0.0054(7) 0.0117(7) 0.0054(8)
O3 0.0340(8) 0.0361(9) 0.0457(9) -0.0095(7) 0.0002(6) -0.0028(6)
C1 0.0425(15) 0.048(2) 0.0446(13) 0.0125(16) 0.0014(9) 0.0115(13)
C2 0.0381(14) 0.0493(15) 0.0581(15) -0.0059(11) 0.0090(12) 0.0044(11)
C3 0.0627(16) 0.041(2) 0.0519(17) -0.0088(13) 0.0190(14) -0.0123(15)
C4 0.0348(11) 0.029(3) 0.0435(11) -0.0023(18) -0.0083(9) -0.0013(12)
C5 0.0318(10) 0.0285(10) 0.0493(11) -0.0020(8) -0.0093(8) -0.0050(8)
Si1A 0.040(4) 0.042(4) 0.050(4) 0.007(3) 0.000(3) -0.007(3)
O1A 0.0453(8) 0.0396(9) 0.0356(7) 0.0035(7) 0.0018(6) 0.0126(7)
O2A 0.0381(14) 0.0493(15) 0.0581(15) -0.0059(11) 0.0090(12) 0.0044(11)
O3A 0.0627(16) 0.041(2) 0.0519(17) -0.0088(13) 0.0190(14) -0.0123(15)
C1A 0.0425(15) 0.048(2) 0.0446(13) 0.0125(16) 0.0014(9) 0.0115(13)
C2A 0.0381(14) 0.0493(15) 0.0581(15) -0.0059(11) 0.0090(12) 0.0044(11)
C3A 0.0627(16) 0.041(2) 0.0519(17) -0.0088(13) 0.0190(14) -0.0123(15)
C4A 0.0348(11) 0.029(3) 0.0435(11) -0.0023(18) -0.0083(9) -0.0013(12)
C5A 0.0318(10) 0.0285(10) 0.0493(11) -0.0020(8) -0.0093(8) -0.0050(8)
O4 0.0315(7) 0.0300(7) 0.0441(8) -0.0084(6) -0.0001(6) 0.0051(6)
O5 0.0235(7) 0.0404(8) 0.0717(10) -0.0073(7) 0.0093(6) -0.0041(6)
N1 0.0244(7) 0.0235(8) 0.0370(8) -0.0031(6) -0.0030(6) -0.0020(6)
C6 0.0326(10) 0.0236(9) 0.0444(10) 0.0017(8) -0.0027(8) -0.0061(7)
C7 0.0260(9) 0.0267(9) 0.0285(8) -0.0010(7) -0.0029(7) 0.0015(7)
C8 0.0243(9) 0.0291(10) 0.0370(9) 0.0001(7) -0.0021(7) -0.0023(7)
C9 0.0199(8) 0.0273(9) 0.0294(8) -0.0009(7) -0.0012(6) 0.0006(7)
C10 0.0232(8) 0.0251(9) 0.0260(8) -0.0007(7) -0.0026(6) 0.0017(7)
C11 0.0196(8) 0.0282(9) 0.0334(9) -0.0032(7) -0.0008(7) 0.0030(7)
_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 O1 1.619(2) . ?
Si1 O3 1.6249(16) . ?
Si1 O2 1.6256(18) . ?
Si1 C4 1.851(3) . ?
O1 C1 1.4186(17) . ?
O2 C2 1.4180(17) . ?
O2 H2D 0.8276 . ?
O2 H2E 1.3318 . ?
O3 C3 1.4186(17) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 H1D 1.0486 . ?
C1 H1E 0.9456 . ?
C1 H1F 0.8759 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 H2D 1.3410 . ?
C2 H2E 0.9098 . ?
C2 H2F 0.6832 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 H3D 1.2603 . ?
C3 H3E 1.2663 . ?
C3 H3F 1.1310 . ?
C4 C5 1.524(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.530(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
Si1A O3A 1.653(10) . ?
Si1A O1A 1.653(10) . ?
Si1A O2A 1.653(10) . ?
Si1A C4A 1.851(4) . ?
O1A C1A 1.4184(18) . ?
O2A C2A 1.4183(18) . ?
O3A C3A 1.4184(18) . ?
O3A H3A 1.3548 . ?
O3A H3C 0.7349 . ?
C1A H1A 0.9731 . ?
C1A H1B 0.8837 . ?
C1A H1C 1.0561 . ?
C1A H1D 0.9600 . ?
C1A H1E 0.9600 . ?
C1A H1F 0.9600 . ?
C2A H2A 1.2967 . ?
C2A H2B 1.4032 . ?
C2A H2C 1.2256 . ?
C2A H2D 0.9600 . ?
C2A H2E 0.9600 . ?
C2A H2F 0.9600 . ?
C3A H3A 0.9049 . ?
C3A H3B 0.6792 . ?
C3A H3C 1.3601 . ?
C3A H3D 0.9600 . ?
C3A H3E 0.9600 . ?
C3A H3F 0.9600 . ?
C4A H4C 0.9700 . ?
C4A H4D 0.9700 . ?
O4 C7 1.206(2) . ?
O5 C8 1.210(2) . ?
N1 C8 1.387(2) . ?
N1 C7 1.398(2) . ?
N1 C6 1.468(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C10 1.494(2) . ?
C8 C9 1.495(2) . ?
C9 C10 1.389(2) . ?
C9 C11 1.390(2) 3_666 ?
C10 C11 1.386(2) . ?
C11 C9 1.390(2) 3_666 ?
C11 H11 0.9300 . ?
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
O1 Si1 O3 111.38(14) . . ?
O1 Si1 O2 107.32(12) . . ?
O3 Si1 O2 105.14(9) . . ?
O1 Si1 C4 107.1(7) . . ?
O3 Si1 C4 113.6(7) . . ?
O2 Si1 C4 112.20(10) . . ?
C1 O1 Si1 122.8(6) . . ?
C2 O2 Si1 124.08(17) . . ?
C2 O2 H2D 67.5 . . ?
Si1 O2 H2D 113.1 . . ?
C2 O2 H2E 38.5 . . ?
Si1 O2 H2E 143.6 . . ?
H2D O2 H2E 90.0 . . ?
C3 O3 Si1 125.56(15) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.6 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.3 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C1 H1D 106.3 . . ?
H1A C1 H1D 66.7 . . ?
H1B C1 H1D 47.1 . . ?
H1C C1 H1D 142.9 . . ?
O1 C1 H1E 107.4 . . ?
H1A C1 H1E 143.2 . . ?
H1B C1 H1E 57.3 . . ?
H1C C1 H1E 56.0 . . ?
H1D C1 H1E 103.5 . . ?
O1 C1 H1F 111.3 . . ?
H1A C1 H1F 44.6 . . ?
H1B C1 H1F 137.4 . . ?
H1C C1 H1F 67.1 . . ?
H1D C1 H1F 108.8 . . ?
H1E C1 H1F 118.7 . . ?
O2 C2 H2A 109.4 . . ?
O2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O2 C2 H2C 109.4 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O2 C2 H2D 34.8 . . ?
H2A C2 H2D 78.3 . . ?
H2B C2 H2D 107.3 . . ?
H2C C2 H2D 136.7 . . ?
O2 C2 H2E 65.6 . . ?
H2A C2 H2E 150.8 . . ?
H2B C2 H2E 52.1 . . ?
H2C C2 H2E 98.9 . . ?
H2D C2 H2E 86.0 . . ?
O2 C2 H2F 105.2 . . ?
H2A C2 H2F 48.5 . . ?
H2B C2 H2F 144.1 . . ?
H2C C2 H2F 65.7 . . ?
H2D C2 H2F 96.0 . . ?
H2E C2 H2F 159.3 . . ?
O3 C3 H3A 109.4 . . ?
O3 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
O3 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O3 C3 H3D 157.6 . . ?
H3A C3 H3D 63.6 . . ?
H3B C3 H3D 58.2 . . ?
H3C C3 H3D 92.7 . . ?
O3 C3 H3E 82.7 . . ?
H3A C3 H3E 51.3 . . ?
H3B C3 H3E 78.9 . . ?
H3C C3 H3E 160.6 . . ?
H3D C3 H3E 76.7 . . ?
O3 C3 H3F 86.7 . . ?
H3A C3 H3F 125.3 . . ?
H3B C3 H3F 23.6 . . ?
H3C C3 H3F 113.4 . . ?
H3D C3 H3F 81.7 . . ?
H3E C3 H3F 81.5 . . ?
C5 C4 Si1 119.2(3) . . ?
C5 C4 H4A 107.5 . . ?
Si1 C4 H4A 107.5 . . ?
C5 C4 H4B 107.5 . . ?
Si1 C4 H4B 107.5 . . ?
H4A C4 H4B 107.0 . . ?
C4 C5 C6 113.7(2) . . ?
C4 C5 H5A 108.8 . . ?
C6 C5 H5A 108.8 . . ?
C4 C5 H5B 108.8 . . ?
C6 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
O3A Si1A O1A 108.4(5) . . ?
O3A Si1A O2A 108.4(5) . . ?
O1A Si1A O2A 108.4(5) . . ?
O3A Si1A C4A 122(4) . . ?
O1A Si1A C4A 107(7) . . ?
O2A Si1A C4A 102(3) . . ?
C1A O1A Si1A 129(5) . . ?
C2A O2A Si1A 122.7(15) . . ?
C3A O3A Si1A 126.0(15) . . ?
C3A O3A H3A 38.0 . . ?
Si1A O3A H3A 129.8 . . ?
C3A O3A H3C 70.3 . . ?
Si1A O3A H3C 131.2 . . ?
H3A O3A H3C 92.4 . . ?
O1A C1A H1A 110.0 . . ?
O1A C1A H1B 113.5 . . ?
H1A C1A H1B 115.1 . . ?
O1A C1A H1C 108.7 . . ?
H1A C1A H1C 101.1 . . ?
H1B C1A H1C 107.5 . . ?
O1A C1A H1D 109.3 . . ?
H1A C1A H1D 69.8 . . ?
H1B C1A H1D 51.7 . . ?
H1C C1A H1D 141.7 . . ?
O1A C1A H1E 109.0 . . ?
H1A C1A H1E 138.5 . . ?
H1B C1A H1E 59.3 . . ?
H1C C1A H1E 52.5 . . ?
H1D C1A H1E 109.5 . . ?
O1A C1A H1F 110.2 . . ?
H1A C1A H1F 42.5 . . ?
H1B C1A H1F 136.2 . . ?
H1C C1A H1F 60.4 . . ?
H1D C1A H1F 109.5 . . ?
H1E C1A H1F 109.5 . . ?
O2A C2A H2A 136.3 . . ?
O2A C2A H2B 139.3 . . ?
H2A C2A H2B 70.9 . . ?
O2A C2A H2C 84.2 . . ?
H2A C2A H2C 76.8 . . ?
H2B C2A H2C 72.9 . . ?
O2A C2A H2D 110.5 . . ?
H2A C2A H2D 80.6 . . ?
H2B C2A H2D 102.8 . . ?
H2C C2A H2D 157.2 . . ?
O2A C2A H2E 109.4 . . ?
H2A C2A H2E 105.6 . . ?
H2B C2A H2E 34.8 . . ?
H2C C2A H2E 80.1 . . ?
H2D C2A H2E 109.5 . . ?
O2A C2A H2F 108.5 . . ?
H2A C2A H2F 33.2 . . ?
H2B C2A H2F 80.6 . . ?
H2C C2A H2F 48.0 . . ?
H2D C2A H2F 109.5 . . ?
H2E C2A H2F 109.5 . . ?
O3A C3A H3A 67.2 . . ?
O3A C3A H3B 118.9 . . ?
H3A C3A H3B 163.3 . . ?
O3A C3A H3C 30.6 . . ?
H3A C3A H3C 85.1 . . ?
H3B C3A H3C 94.5 . . ?
O3A C3A H3D 106.9 . . ?
H3A C3A H3D 79.9 . . ?
H3B C3A H3D 83.4 . . ?
H3C C3A H3D 86.7 . . ?
O3A C3A H3E 111.6 . . ?
H3A C3A H3E 65.0 . . ?
H3B C3A H3E 121.1 . . ?
H3C C3A H3E 141.6 . . ?
H3D C3A H3E 109.5 . . ?
O3A C3A H3F 109.9 . . ?
H3A C3A H3F 170.6 . . ?
H3B C3A H3F 26.1 . . ?
H3C C3A H3F 96.4 . . ?
H3D C3A H3F 109.5 . . ?
H3E C3A H3F 109.5 . . ?
Si1A C4A H4C 112.6 . . ?
Si1A C4A H4D 112.7 . . ?
H4C C4A H4D 110.1 . . ?
C8 N1 C7 111.63(14) . . ?
C8 N1 C6 123.77(14) . . ?
C7 N1 C6 124.47(15) . . ?
N1 C6 C5 112.14(15) . . ?
N1 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
N1 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
O4 C7 N1 125.38(17) . . ?
O4 C7 C10 128.49(16) . . ?
N1 C7 C10 106.13(14) . . ?
O5 C8 N1 124.96(17) . . ?
O5 C8 C9 128.58(17) . . ?
N1 C8 C9 106.45(14) . . ?
C10 C9 C11 122.67(16) . 3_666 ?
C10 C9 C8 107.79(15) . . ?
C11 C9 C8 129.54(15) 3_666 . ?
C11 C10 C9 122.82(16) . . ?
C11 C10 C7 129.30(15) . . ?
C9 C10 C7 107.88(14) . . ?
C10 C11 C9 114.50(15) . 3_666 ?
C10 C11 H11 122.8 . . ?
C9 C11 H11 122.8 3_666 . ?
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
O3 Si1 O1 C1 -59.2(6) . . . . ?
O2 Si1 O1 C1 55.3(6) . . . . ?
C4 Si1 O1 C1 176.0(7) . . . . ?
O1 Si1 O2 C2 174.8(2) . . . . ?
O3 Si1 O2 C2 -66.6(2) . . . . ?
C4 Si1 O2 C2 57.4(8) . . . . ?
O1 Si1 O3 C3 -44.3(3) . . . . ?
O2 Si1 O3 C3 -160.2(2) . . . . ?
C4 Si1 O3 C3 76.7(4) . . . . ?
O1 Si1 C4 C5 54.4(16) . . . . ?
O3 Si1 C4 C5 -69.0(16) . . . . ?
O2 Si1 C4 C5 171.9(12) . . . . ?
Si1 C4 C5 C6 -180.0(10) . . . . ?
O3A Si1A O1A C1A -64(5) . . . . ?
O2A Si1A O1A C1A 53(5) . . . . ?
C4A Si1A O1A C1A 163(5) . . . . ?
O3A Si1A O2A C2A -172.7(18) . . . . ?
O1A Si1A O2A C2A 70(2) . . . . ?
C4A Si1A O2A C2A -43(6) . . . . ?
O1A Si1A O3A C3A 116(3) . . . . ?
O2A Si1A O3A C3A -2(2) . . . . ?
C4A Si1A O3A C3A -120(7) . . . . ?
C8 N1 C6 C5 82.4(2) . . . . ?
C7 N1 C6 C5 -102.12(19) . . . . ?
C4 C5 C6 N1 64.2(10) . . . . ?
C8 N1 C7 O4 176.24(17) . . . . ?
C6 N1 C7 O4 0.3(3) . . . . ?
C8 N1 C7 C10 -3.37(19) . . . . ?
C6 N1 C7 C10 -179.32(15) . . . . ?
C7 N1 C8 O5 -174.87(17) . . . . ?
C6 N1 C8 O5 1.1(3) . . . . ?
C7 N1 C8 C9 3.72(19) . . . . ?
C6 N1 C8 C9 179.70(15) . . . . ?
O5 C8 C9 C10 175.95(19) . . . . ?
N1 C8 C9 C10 -2.57(19) . . . . ?
O5 C8 C9 C11 -4.6(3) . . . 3_666 ?
N1 C8 C9 C11 176.91(17) . . . 3_666 ?
C11 C9 C10 C11 1.2(3) 3_666 . . . ?
C8 C9 C10 C11 -179.32(15) . . . . ?
C11 C9 C10 C7 -178.96(15) 3_666 . . . ?
C8 C9 C10 C7 0.57(18) . . . . ?
O4 C7 C10 C11 1.9(3) . . . . ?
N1 C7 C10 C11 -178.51(16) . . . . ?
O4 C7 C10 C9 -177.98(18) . . . . ?
N1 C7 C10 C9 1.61(18) . . . . ?
C9 C10 C11 C9 -1.1(3) . . . 3_666 ?
C7 C10 C11 C9 179.07(16) . . . 3_666 ?
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max 0.204
_refine_diff_density_min -0.265
_refine_diff_density_rms 0.051
_chemical_name_common
;
2,6-bis(3-(trimethoxysilyl)propyl)pyrrolo(3,4-f)isoindole - 1,3,5,7(2H,6H)-
tetraone
;
# Attachment '- stpf03_001.cif'
data_stpf03_001
_database_code_depnum_ccdc_archive 'CCDC 883129'
#TrackingRef '- stpf03_001.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
2,6-bis((triethoxysilyl)methyl)pyrrolo[3,4-f]
isoindole-1,3,5,7(2H,6H)-tetraone
;
_chemical_name_common
;2,6-bis((triethoxysilyl)methyl)pyrrolo(3,4-f) isoindole-
1,3,5,7(2H,6H)-tetraone
;
_chemical_formula_moiety 'C24 H36 N2 O10 Si2'
_chemical_formula_sum 'C24 H36 N2 O10 Si2'
_chemical_formula_weight 568.73
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'
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/c'
_symmetry_Int_Tables_number 14
_symmetry_hall_group '-P 2ybc'
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 14.2971(4)
_cell_length_b 7.7793(3)
_cell_length_c 25.6231(7)
_cell_angle_alpha 90.00
_cell_angle_beta 99.546(2)
_cell_angle_gamma 90.00
_cell_volume 2810.38(15)
_cell_formula_units_Z 4
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 41553
_cell_measurement_theta_min 1.44
_cell_measurement_theta_max 26.54
_exptl_crystal_description needle
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.344
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1208
_exptl_absorpt_coefficient_mu 0.183
_exptl_absorpt_correction_type none
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_process_details ?
_exptl_special_details
;
?
;
_diffrn_measurement_device '2-circle goniometer'
_diffrn_measurement_device_type 'STOE IPDS 2'
_diffrn_detector 'image plate (34 cm diameter)'
_diffrn_detector_type STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage 50
_diffrn_source_current 40
_diffrn_source_power 2.00
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_monochromator 'plane graphite'
_diffrn_radiation_polarisn_norm 0
_diffrn_radiation_collimation '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature 200(2)
_diffrn_measurement_method 'rotation method'
_diffrn_measurement_details
; 358 frames, detector distance = 120 mm
;
_diffrn_reflns_number 36889
_diffrn_reflns_av_R_equivalents 0.1208
_diffrn_reflns_av_sigmaI/netI 0.0493
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_l_min -30
_diffrn_reflns_limit_l_max 30
_diffrn_reflns_theta_min 1.98
_diffrn_reflns_theta_max 25.50
_reflns_number_total 5229
_reflns_number_gt 4634
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'STOE X-AREA'
_computing_cell_refinement 'STOE X-AREA'
_computing_data_reduction 'STOE X-RED'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_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.
Three ethoxy groups are disordered in two positions (92:8; 71:29; 27:73)
including SADI restraints on the geometry, EXYZ and EADP restraints.
The highest left electron density peak close to Si1 cannot be assigned to
a specific disorder.
;
_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^)+(0.0875P)^2^+1.9990P] 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 5229
_refine_ls_number_parameters 374
_refine_ls_number_restraints 7
_refine_ls_R_factor_all 0.0634
_refine_ls_R_factor_gt 0.0577
_refine_ls_wR_factor_ref 0.1604
_refine_ls_wR_factor_gt 0.1557
_refine_ls_goodness_of_fit_ref 1.092
_refine_ls_restrained_S_all 1.091
_refine_ls_shift/su_max 0.000
_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 0.37270(4) 0.37671(8) 0.12252(3) 0.02801(19) Uani 1 1 d . . .
O1 O 0.36465(13) 0.1730(2) 0.10863(7) 0.0391(4) Uani 1 1 d . A .
O2A O 0.47756(12) 0.4524(2) 0.12273(7) 0.0361(4) Uani 0.275(8) 1 d PD A 1
C3A C 0.5866(12) 0.3605(18) 0.0697(7) 0.0650(15) Uani 0.275(8) 1 d PD A 1
H3A H 0.6277 0.3227 0.1021 0.097 Uiso 0.275(8) 1 calc PR A 1
H3B H 0.6257 0.3926 0.0432 0.097 Uiso 0.275(8) 1 calc PR A 1
H3C H 0.5438 0.2667 0.0558 0.097 Uiso 0.275(8) 1 calc PR A 1
C4A C 0.5292(9) 0.5134(14) 0.0817(5) 0.0457(11) Uani 0.275(8) 1 d PD A 1
H4A H 0.5711 0.6111 0.0947 0.055 Uiso 0.275(8) 1 calc PR A 1
H4B H 0.4848 0.5502 0.0498 0.055 Uiso 0.275(8) 1 calc PR A 1
O2B O 0.47756(12) 0.4524(2) 0.12273(7) 0.0361(4) Uani 0.725(8) 1 d PD A 2
C3B C 0.6238(3) 0.4210(9) 0.0874(2) 0.0650(15) Uani 0.725(8) 1 d PD A 2
H3D H 0.6517 0.5199 0.1080 0.097 Uiso 0.725(8) 1 calc PR A 2
H3E H 0.6505 0.4123 0.0546 0.097 Uiso 0.725(8) 1 calc PR A 2
H3F H 0.6380 0.3157 0.1082 0.097 Uiso 0.725(8) 1 calc PR A 2
C4B C 0.5180(3) 0.4441(8) 0.07403(14) 0.0457(11) Uani 0.725(8) 1 d PD A 2
H4C H 0.5033 0.5513 0.0535 0.055 Uiso 0.725(8) 1 calc PR A 2
H4D H 0.4897 0.3465 0.0521 0.055 Uiso 0.725(8) 1 calc PR A 2
O3 O 0.29921(12) 0.4749(2) 0.07762(7) 0.0378(4) Uani 1 1 d . A .
O4 O 0.15655(11) 0.5590(2) 0.17481(7) 0.0354(4) Uani 1 1 d . . .
O5 O 0.46337(11) 0.6728(2) 0.24890(7) 0.0338(4) Uani 1 1 d . . .
O6 O 0.34275(11) 1.3561(2) 0.32756(7) 0.0348(4) Uani 1 1 d . . .
O7 O 0.03734(11) 1.2520(2) 0.24831(7) 0.0320(4) Uani 1 1 d . A .
O8 O 0.20313(12) 1.3926(2) 0.42492(7) 0.0365(4) Uani 1 1 d D . .
Si2A Si 0.12277(4) 1.49122(8) 0.38395(2) 0.02777(19) Uani 0.921(8) 1 d PD A 1
O9A O 0.11257(15) 1.6818(2) 0.40809(12) 0.0296(6) Uani 0.921(8) 1 d PD A 1
C21A C 0.0421(2) 1.8053(4) 0.38646(14) 0.0315(7) Uani 0.921(8) 1 d PD A 1
H21A H 0.0120 1.8544 0.4152 0.038 Uiso 0.921(8) 1 calc PR A 1
H21B H -0.0077 1.7478 0.3610 0.038 Uiso 0.921(8) 1 calc PR A 1
C22A C 0.0863(3) 1.9472(4) 0.35890(12) 0.0378(8) Uani 0.921(8) 1 d PD A 1
H22A H 0.1322 2.0075 0.3853 0.057 Uiso 0.921(8) 1 d PR A 1
H22B H 0.0372 2.0279 0.3429 0.057 Uiso 0.921(8) 1 d PR A 1
H22C H 0.1188 1.8995 0.3314 0.057 Uiso 0.921(8) 1 d PR A 1
Si2B Si 0.12277(4) 1.49122(8) 0.38395(2) 0.02777(19) Uani 0.079(8) 1 d PD A 2
O9B O 0.1279(18) 1.6994(3) 0.3873(14) 0.0296(6) Uani 0.079(8) 1 d PD A 2
C21B C 0.059(2) 1.834(4) 0.3754(19) 0.0315(7) Uani 0.079(8) 1 d PD A 2
H21C H 0.0226 1.8540 0.4044 0.038 Uiso 0.079(8) 1 calc PR A 2
H21D H 0.0156 1.8148 0.3417 0.038 Uiso 0.079(8) 1 calc PR A 2
C22B C 0.129(3) 1.976(5) 0.3712(17) 0.0378(8) Uani 0.079(8) 1 d PD A 2
H22D H 0.1816 2.0359 0.3935 0.057 Uiso 0.079(8) 1 d PR A 2
H22E H 0.0796 2.0590 0.3576 0.057 Uiso 0.079(8) 1 d PR A 2
H22F H 0.1528 1.9208 0.3416 0.057 Uiso 0.079(8) 1 d PR A 2
O10 O 0.02529(11) 1.3818(2) 0.37690(7) 0.0333(4) Uani 1 1 d . . .
N1 N 0.31755(12) 0.5785(2) 0.20587(7) 0.0257(4) Uani 1 1 d . . .
N2 N 0.18247(12) 1.3393(2) 0.29507(7) 0.0256(4) Uani 1 1 d . A .
C1 C 0.3996(3) -0.1274(4) 0.10967(13) 0.0572(8) Uani 1 1 d . A .
H1A H 0.3351 -0.1520 0.1158 0.086 Uiso 1 1 calc R . .
H1B H 0.4429 -0.2163 0.1266 0.086 Uiso 1 1 calc R . .
H1C H 0.4007 -0.1264 0.0715 0.086 Uiso 1 1 calc R . .
C2 C 0.4301(2) 0.0425(3) 0.13243(12) 0.0461(7) Uani 1 1 d . . .
H2A H 0.4315 0.0407 0.1712 0.055 Uiso 1 1 calc R A .
H2B H 0.4947 0.0689 0.1257 0.055 Uiso 1 1 calc R . .
C5 C 0.20417(19) 0.4181(4) 0.05837(11) 0.0461(7) Uani 1 1 d . . .
H5A H 0.1629 0.4462 0.0846 0.055 Uiso 1 1 calc R A .
H5B H 0.2037 0.2918 0.0536 0.055 Uiso 1 1 calc R . .
C6 C 0.1672(2) 0.5012(5) 0.00793(14) 0.0626(9) Uani 1 1 d . A .
H6A H 0.1688 0.6263 0.0126 0.094 Uiso 1 1 calc R . .
H6B H 0.1017 0.4640 -0.0041 0.094 Uiso 1 1 calc R . .
H6C H 0.2064 0.4691 -0.0185 0.094 Uiso 1 1 calc R . .
C7 C 0.34453(16) 0.4067(3) 0.19035(9) 0.0288(5) Uani 1 1 d . A .
H7A H 0.2922 0.3271 0.1944 0.035 Uiso 1 1 calc R . .
H7B H 0.4007 0.3700 0.2159 0.035 Uiso 1 1 calc R . .
C8 C 0.22421(15) 0.6394(3) 0.19691(9) 0.0266(5) Uani 1 1 d . A .
C9 C 0.37917(15) 0.6947(3) 0.23522(8) 0.0256(4) Uani 1 1 d . A .
C10 C 0.32003(14) 0.8458(3) 0.24548(8) 0.0238(4) Uani 1 1 d . . .
C11 C 0.34695(15) 0.9943(3) 0.27399(9) 0.0263(5) Uani 1 1 d . A .
H11 H 0.4104 1.0157 0.2906 0.032 Uiso 1 1 calc R . .
C12 C 0.27336(14) 1.1093(3) 0.27630(8) 0.0236(4) Uani 1 1 d . . .
C13 C 0.27548(15) 1.2795(3) 0.30358(9) 0.0259(5) Uani 1 1 d . A .
C14 C 0.12125(15) 1.2280(3) 0.26316(8) 0.0251(4) Uani 1 1 d . . .
C15 C 0.18062(15) 1.0789(3) 0.25161(8) 0.0239(4) Uani 1 1 d . A .
C16 C 0.15369(15) 0.9297(3) 0.22301(9) 0.0256(4) Uani 1 1 d . . .
H16 H 0.0904 0.9087 0.2062 0.031 Uiso 1 1 calc R A .
C17 C 0.22704(14) 0.8145(3) 0.22122(8) 0.0241(4) Uani 1 1 d . A .
C18 C 0.15382(16) 1.5041(3) 0.31554(9) 0.0290(5) Uani 1 1 d . . .
H18A H 0.0982 1.5486 0.2910 0.035 Uiso 1 1 calc R A 1
H18B H 0.2062 1.5876 0.3159 0.035 Uiso 1 1 calc R A 1
C19A C 0.2739(3) 1.4673(6) 0.4653(2) 0.0404(12) Uani 0.716(12) 1 d PD A 3
H19A H 0.2547 1.4546 0.5004 0.048 Uiso 0.716(12) 1 calc PR A 3
H19B H 0.2812 1.5913 0.4582 0.048 Uiso 0.716(12) 1 calc PR A 3
C20A C 0.3652(13) 1.375(3) 0.4642(6) 0.063(3) Uani 0.716(12) 1 d PD A 3
H20A H 0.3574 1.2533 0.4718 0.094 Uiso 0.716(12) 1 calc PR A 3
H20B H 0.4148 1.4248 0.4909 0.094 Uiso 0.716(12) 1 calc PR A 3
H20C H 0.3832 1.3879 0.4291 0.094 Uiso 0.716(12) 1 calc PR A 3
C19B C 0.2896(6) 1.4840(15) 0.4447(7) 0.0404(12) Uani 0.284(12) 1 d PD A 4
H19C H 0.2753 1.5772 0.4685 0.048 Uiso 0.284(12) 1 calc PR A 4
H19D H 0.3139 1.5377 0.4146 0.048 Uiso 0.284(12) 1 calc PR A 4
C20B C 0.365(4) 1.371(8) 0.4741(19) 0.063(3) Uani 0.284(12) 1 d PD A 4
H20D H 0.3381 1.3017 0.4998 0.094 Uiso 0.284(12) 1 calc PR A 4
H20E H 0.4164 1.4429 0.4927 0.094 Uiso 0.284(12) 1 calc PR A 4
H20F H 0.3900 1.2957 0.4491 0.094 Uiso 0.284(12) 1 calc PR A 4
C23 C -0.0187(2) 1.3226(4) 0.42041(11) 0.0433(6) Uani 1 1 d . A .
H23A H 0.0307 1.3046 0.4519 0.052 Uiso 1 1 calc R . .
H23B H -0.0504 1.2111 0.4110 0.052 Uiso 1 1 calc R . .
C24 C -0.0901(3) 1.4499(5) 0.43339(15) 0.0657(9) Uani 1 1 d . . .
H24A H -0.0588 1.5604 0.4427 0.099 Uiso 1 1 calc R A .
H24B H -0.1180 1.4076 0.4634 0.099 Uiso 1 1 calc R . .
H24C H -0.1401 1.4650 0.4026 0.099 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 0.0270(3) 0.0236(3) 0.0330(3) -0.0024(2) 0.0036(2) -0.0006(2)
O1 0.0422(10) 0.0256(9) 0.0474(10) -0.0078(7) 0.0017(8) 0.0027(7)
O2A 0.0303(9) 0.0404(10) 0.0384(9) 0.0003(7) 0.0082(7) -0.0042(7)
C3A 0.051(3) 0.085(4) 0.066(3) -0.002(3) 0.031(3) 0.005(3)
C4A 0.042(2) 0.054(4) 0.0431(19) -0.0003(19) 0.0145(16) -0.023(2)
O2B 0.0303(9) 0.0404(10) 0.0384(9) 0.0003(7) 0.0082(7) -0.0042(7)
C3B 0.051(3) 0.085(4) 0.066(3) -0.002(3) 0.031(3) 0.005(3)
C4B 0.042(2) 0.054(4) 0.0431(19) -0.0003(19) 0.0145(16) -0.023(2)
O3 0.0353(9) 0.0345(9) 0.0405(9) 0.0048(7) -0.0029(7) -0.0036(7)
O4 0.0242(8) 0.0303(9) 0.0505(10) -0.0104(7) 0.0030(7) -0.0043(7)
O5 0.0220(8) 0.0322(9) 0.0454(10) -0.0052(7) 0.0006(7) 0.0055(7)
O6 0.0259(8) 0.0315(9) 0.0461(10) -0.0098(7) 0.0036(7) -0.0041(7)
O7 0.0226(8) 0.0299(8) 0.0421(9) -0.0023(7) 0.0012(6) 0.0045(6)
O8 0.0328(9) 0.0303(9) 0.0431(10) 0.0022(7) -0.0033(7) 0.0023(7)
Si2A 0.0266(3) 0.0237(3) 0.0323(3) -0.0023(2) 0.0026(2) 0.0025(2)
O9A 0.0363(10) 0.0233(8) 0.0283(13) -0.0027(8) 0.0030(9) 0.0052(7)
C21A 0.0330(14) 0.0254(13) 0.0367(17) 0.0018(10) 0.0077(11) 0.0041(11)
C22A 0.041(2) 0.0321(15) 0.0393(16) 0.0041(12) 0.0050(14) 0.0011(13)
Si2B 0.0266(3) 0.0237(3) 0.0323(3) -0.0023(2) 0.0026(2) 0.0025(2)
O9B 0.0363(10) 0.0233(8) 0.0283(13) -0.0027(8) 0.0030(9) 0.0052(7)
C21B 0.0330(14) 0.0254(13) 0.0367(17) 0.0018(10) 0.0077(11) 0.0041(11)
C22B 0.041(2) 0.0321(15) 0.0393(16) 0.0041(12) 0.0050(14) 0.0011(13)
O10 0.0299(9) 0.0335(9) 0.0373(9) 0.0000(7) 0.0075(7) -0.0031(7)
N1 0.0225(9) 0.0207(9) 0.0338(10) -0.0015(7) 0.0042(7) 0.0011(7)
N2 0.0232(9) 0.0213(9) 0.0323(9) -0.0010(7) 0.0048(7) 0.0015(7)
C1 0.087(2) 0.0259(14) 0.0568(18) 0.0008(12) 0.0053(16) 0.0034(14)
C2 0.0536(17) 0.0302(13) 0.0517(16) -0.0007(12) 0.0009(13) 0.0049(12)
C5 0.0351(14) 0.0513(16) 0.0484(15) -0.0013(13) -0.0040(11) -0.0040(12)
C6 0.0544(19) 0.066(2) 0.060(2) 0.0066(16) -0.0140(15) 0.0041(16)
C7 0.0292(11) 0.0195(10) 0.0384(12) 0.0006(9) 0.0076(9) 0.0032(9)
C8 0.0249(11) 0.0229(10) 0.0321(11) 0.0004(8) 0.0056(9) 0.0001(8)
C9 0.0238(11) 0.0236(10) 0.0294(10) 0.0010(8) 0.0042(8) 0.0008(8)
C10 0.0197(10) 0.0242(10) 0.0273(10) 0.0007(8) 0.0040(8) 0.0003(8)
C11 0.0207(10) 0.0246(11) 0.0333(11) 0.0002(8) 0.0034(8) -0.0005(8)
C12 0.0196(10) 0.0225(10) 0.0289(10) 0.0017(8) 0.0042(8) -0.0019(8)
C13 0.0244(11) 0.0218(10) 0.0322(11) 0.0002(8) 0.0064(8) -0.0007(8)
C14 0.0231(11) 0.0234(10) 0.0286(10) 0.0018(8) 0.0043(8) 0.0001(8)
C15 0.0208(10) 0.0211(10) 0.0298(11) 0.0025(8) 0.0042(8) -0.0001(8)
C16 0.0197(10) 0.0249(10) 0.0318(11) -0.0010(9) 0.0031(8) -0.0017(8)
C17 0.0211(10) 0.0216(10) 0.0296(10) 0.0022(8) 0.0043(8) -0.0019(8)
C18 0.0296(11) 0.0191(10) 0.0383(12) -0.0014(9) 0.0061(9) 0.0022(8)
C19A 0.0389(19) 0.0413(18) 0.037(3) -0.002(2) -0.006(2) 0.0012(15)
C20A 0.0399(17) 0.098(3) 0.046(7) -0.010(5) -0.005(4) 0.0097(18)
C19B 0.0389(19) 0.0413(18) 0.037(3) -0.002(2) -0.006(2) 0.0012(15)
C20B 0.0399(17) 0.098(3) 0.046(7) -0.010(5) -0.005(4) 0.0097(18)
C23 0.0453(15) 0.0385(14) 0.0497(15) 0.0015(12) 0.0184(12) -0.0059(12)
C24 0.063(2) 0.071(2) 0.073(2) 0.0044(18) 0.0387(18) 0.0063(18)
_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 O2A 1.6100(17) . ?
Si1 O3 1.6156(18) . ?
Si1 O1 1.6238(17) . ?
Si1 C7 1.863(2) . ?
O1 C2 1.445(3) . ?
O2A C4A 1.461(4) . ?
C3A C4A 1.505(6) . ?
C3A H3A 0.9800 . ?
C3A H3B 0.9800 . ?
C3A H3C 0.9800 . ?
C4A H4A 0.9900 . ?
C4A H4B 0.9900 . ?
C3B C4B 1.505(5) . ?
C3B H3D 0.9800 . ?
C3B H3E 0.9800 . ?
C3B H3F 0.9800 . ?
C4B H4C 0.9900 . ?
C4B H4D 0.9900 . ?
O3 C5 1.436(3) . ?
O4 C8 1.211(3) . ?
O5 C9 1.209(3) . ?
O6 C13 1.209(3) . ?
O7 C14 1.211(3) . ?
O8 C19A 1.443(3) . ?
O8 C19B 1.443(3) . ?
O8 Si2A 1.6156(17) . ?
Si2A O10 1.6174(17) . ?
Si2A O9A 1.6223(17) . ?
Si2A C18 1.881(2) . ?
O9A C21A 1.435(3) . ?
C21A C22A 1.504(4) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
C22A H22E 0.8755 . ?
C22A H22F 1.1322 . ?
O9B C21B 1.435(3) . ?
C21B C22B 1.504(4) . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B H22A 0.4310 . ?
C22B H22B 1.4509 . ?
C22B H22C 1.1701 . ?
C22B H22D 0.9803 . ?
C22B H22E 0.9793 . ?
C22B H22F 0.9791 . ?
O10 C23 1.443(3) . ?
N1 C9 1.393(3) . ?
N1 C8 1.399(3) . ?
N1 C7 1.464(3) . ?
N2 C13 1.391(3) . ?
N2 C14 1.395(3) . ?
N2 C18 1.469(3) . ?
C1 C2 1.481(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C5 C6 1.463(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C17 1.496(3) . ?
C9 C10 1.496(3) . ?
C10 C11 1.387(3) . ?
C10 C17 1.392(3) . ?
C11 C12 1.390(3) . ?
C11 H11 0.9500 . ?
C12 C15 1.391(3) . ?
C12 C13 1.495(3) . ?
C14 C15 1.495(3) . ?
C15 C16 1.392(3) . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19A C20A 1.492(9) . ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C19B C20B 1.492(9) . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C23 C24 1.498(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
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
O2A Si1 O3 108.95(10) . . ?
O2A Si1 O1 112.95(10) . . ?
O3 Si1 O1 106.92(10) . . ?
O2A Si1 C7 107.24(10) . . ?
O3 Si1 C7 112.93(10) . . ?
O1 Si1 C7 107.95(10) . . ?
C2 O1 Si1 125.15(16) . . ?
C4A O2A Si1 134.3(6) . . ?
O2A C4A C3A 104.4(8) . . ?
O2A C4A H4A 110.9 . . ?
C3A C4A H4A 110.9 . . ?
O2A C4A H4B 110.9 . . ?
C3A C4A H4B 110.9 . . ?
H4A C4A H4B 108.9 . . ?
C4B C3B H3D 109.5 . . ?
C4B C3B H3E 109.5 . . ?
H3D C3B H3E 109.5 . . ?
C4B C3B H3F 109.5 . . ?
H3D C3B H3F 109.5 . . ?
H3E C3B H3F 109.5 . . ?
C3B C4B H4C 109.7 . . ?
C3B C4B H4D 109.7 . . ?
H4C C4B H4D 108.2 . . ?
C5 O3 Si1 124.45(17) . . ?
C19A O8 C19B 24.8(5) . . ?
C19A O8 Si2A 127.8(2) . . ?
C19B O8 Si2A 118.0(6) . . ?
O8 Si2A O10 109.23(9) . . ?
O8 Si2A O9A 106.58(10) . . ?
O10 Si2A O9A 113.15(11) . . ?
O8 Si2A C18 112.25(10) . . ?
O10 Si2A C18 104.84(10) . . ?
O9A Si2A C18 110.89(14) . . ?
C21A O9A Si2A 124.50(19) . . ?
O9A C21A C22A 110.5(2) . . ?
O9A C21A H21A 109.5 . . ?
C22A C21A H21A 109.5 . . ?
O9A C21A H21B 109.5 . . ?
C22A C21A H21B 109.5 . . ?
H21A C21A H21B 108.1 . . ?
C21A C22A H22A 108.2 . . ?
C21A C22A H22B 109.9 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 110.3 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C21A C22A H22E 134.0 . . ?
H22A C22A H22E 66.8 . . ?
H22B C22A H22E 44.0 . . ?
H22C C22A H22E 114.3 . . ?
C21A C22A H22F 119.7 . . ?
H22A C22A H22F 81.2 . . ?
H22B C22A H22F 122.7 . . ?
H22C C22A H22F 28.3 . . ?
H22E C22A H22F 105.0 . . ?
O9B C21B C22B 96(2) . . ?
O9B C21B H21C 112.5 . . ?
C22B C21B H21C 112.5 . . ?
O9B C21B H21D 112.5 . . ?
C22B C21B H21D 112.5 . . ?
H21C C21B H21D 110.0 . . ?
C21B C22B H22A 109.2 . . ?
C21B C22B H22B 71.4 . . ?
H22A C22B H22B 102.5 . . ?
C21B C22B H22C 72.4 . . ?
H22A C22B H22C 176.0 . . ?
H22B C22B H22C 74.4 . . ?
C21B C22B H22D 139.3 . . ?
H22A C22B H22D 44.4 . . ?
H22B C22B H22D 134.6 . . ?
H22C C22B H22D 136.5 . . ?
C21B C22B H22E 93.2 . . ?
H22A C22B H22E 83.6 . . ?
H22B C22B H22E 25.2 . . ?
H22C C22B H22E 92.6 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 92.9 . . ?
H22A C22B H22F 153.9 . . ?
H22B C22B H22F 97.7 . . ?
H22C C22B H22F 27.2 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.6 . . ?
C23 O10 Si2A 124.01(17) . . ?
C9 N1 C8 111.69(17) . . ?
C9 N1 C7 124.59(18) . . ?
C8 N1 C7 123.48(18) . . ?
C13 N2 C14 112.00(17) . . ?
C13 N2 C18 123.48(18) . . ?
C14 N2 C18 124.46(18) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 109.5(2) . . ?
O1 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
O1 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
O3 C5 C6 110.5(3) . . ?
O3 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
O3 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 Si1 118.36(15) . . ?
N1 C7 H7A 107.7 . . ?
Si1 C7 H7A 107.7 . . ?
N1 C7 H7B 107.7 . . ?
Si1 C7 H7B 107.7 . . ?
H7A C7 H7B 107.1 . . ?
O4 C8 N1 124.6(2) . . ?
O4 C8 C17 129.0(2) . . ?
N1 C8 C17 106.32(17) . . ?
O5 C9 N1 125.1(2) . . ?
O5 C9 C10 128.6(2) . . ?
N1 C9 C10 106.22(17) . . ?
C11 C10 C17 122.8(2) . . ?
C11 C10 C9 129.14(19) . . ?
C17 C10 C9 108.06(18) . . ?
C10 C11 C12 114.38(19) . . ?
C10 C11 H11 122.8 . . ?
C12 C11 H11 122.8 . . ?
C11 C12 C15 122.9(2) . . ?
C11 C12 C13 129.28(19) . . ?
C15 C12 C13 107.86(18) . . ?
O6 C13 N2 125.0(2) . . ?
O6 C13 C12 128.8(2) . . ?
N2 C13 C12 106.15(17) . . ?
O7 C14 N2 125.5(2) . . ?
O7 C14 C15 128.5(2) . . ?
N2 C14 C15 106.01(17) . . ?
C12 C15 C16 122.7(2) . . ?
C12 C15 C14 107.93(18) . . ?
C16 C15 C14 129.35(19) . . ?
C17 C16 C15 114.32(19) . . ?
C17 C16 H16 122.8 . . ?
C15 C16 H16 122.8 . . ?
C16 C17 C10 122.9(2) . . ?
C16 C17 C8 129.39(19) . . ?
C10 C17 C8 107.63(18) . . ?
N2 C18 Si2A 114.14(15) . . ?
N2 C18 H18A 108.7 . . ?
Si2A C18 H18A 108.7 . . ?
N2 C18 H18B 108.7 . . ?
Si2A C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
O8 C19A C20A 107.8(10) . . ?
O8 C19A H19A 110.2 . . ?
C20A C19A H19A 110.2 . . ?
O8 C19A H19B 110.2 . . ?
C20A C19A H19B 110.2 . . ?
H19A C19A H19B 108.5 . . ?
O8 C19B C20B 113(3) . . ?
O8 C19B H19C 108.9 . . ?
C20B C19B H19C 108.9 . . ?
O8 C19B H19D 108.9 . . ?
C20B C19B H19D 108.9 . . ?
H19C C19B H19D 107.8 . . ?
O10 C23 C24 111.1(2) . . ?
O10 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
O10 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
O2A Si1 O1 C2 47.8(2) . . . . ?
O3 Si1 O1 C2 167.6(2) . . . . ?
C7 Si1 O1 C2 -70.6(2) . . . . ?
O3 Si1 O2A C4A -36.3(7) . . . . ?
O1 Si1 O2A C4A 82.4(7) . . . . ?
C7 Si1 O2A C4A -158.8(6) . . . . ?
Si1 O2A C4A C3A -96.2(13) . . . . ?
O2A Si1 O3 C5 166.2(2) . . . . ?
O1 Si1 O3 C5 43.9(2) . . . . ?
C7 Si1 O3 C5 -74.7(2) . . . . ?
C19A O8 Si2A O10 -140.9(4) . . . . ?
C19B O8 Si2A O10 -168.2(8) . . . . ?
C19A O8 Si2A O9A -18.3(4) . . . . ?
C19B O8 Si2A O9A -45.6(8) . . . . ?
C19A O8 Si2A C18 103.3(4) . . . . ?
C19B O8 Si2A C18 76.0(8) . . . . ?
O8 Si2A O9A C21A -173.6(2) . . . . ?
O10 Si2A O9A C21A -53.6(3) . . . . ?
C18 Si2A O9A C21A 63.9(2) . . . . ?
Si2A O9A C21A C22A -106.7(3) . . . . ?
O8 Si2A O10 C23 51.8(2) . . . . ?
O9A Si2A O10 C23 -66.7(2) . . . . ?
C18 Si2A O10 C23 172.30(18) . . . . ?
Si1 O1 C2 C1 -179.8(2) . . . . ?
Si1 O3 C5 C6 -162.5(2) . . . . ?
C9 N1 C7 Si1 -98.0(2) . . . . ?
C8 N1 C7 Si1 88.1(2) . . . . ?
O2A Si1 C7 N1 77.03(18) . . . . ?
O3 Si1 C7 N1 -43.0(2) . . . . ?
O1 Si1 C7 N1 -160.99(16) . . . . ?
C9 N1 C8 O4 -176.0(2) . . . . ?
C7 N1 C8 O4 -1.4(3) . . . . ?
C9 N1 C8 C17 2.3(2) . . . . ?
C7 N1 C8 C17 176.92(19) . . . . ?
C8 N1 C9 O5 179.1(2) . . . . ?
C7 N1 C9 O5 4.6(3) . . . . ?
C8 N1 C9 C10 -0.8(2) . . . . ?
C7 N1 C9 C10 -175.44(19) . . . . ?
O5 C9 C10 C11 -1.7(4) . . . . ?
N1 C9 C10 C11 178.3(2) . . . . ?
O5 C9 C10 C17 179.0(2) . . . . ?
N1 C9 C10 C17 -1.0(2) . . . . ?
C17 C10 C11 C12 0.0(3) . . . . ?
C9 C10 C11 C12 -179.3(2) . . . . ?
C10 C11 C12 C15 -0.7(3) . . . . ?
C10 C11 C12 C13 179.3(2) . . . . ?
C14 N2 C13 O6 176.1(2) . . . . ?
C18 N2 C13 O6 -1.4(3) . . . . ?
C14 N2 C13 C12 -2.5(2) . . . . ?
C18 N2 C13 C12 -179.99(19) . . . . ?
C11 C12 C13 O6 3.4(4) . . . . ?
C15 C12 C13 O6 -176.6(2) . . . . ?
C11 C12 C13 N2 -178.0(2) . . . . ?
C15 C12 C13 N2 1.9(2) . . . . ?
C13 N2 C14 O7 -177.5(2) . . . . ?
C18 N2 C14 O7 -0.1(3) . . . . ?
C13 N2 C14 C15 2.1(2) . . . . ?
C18 N2 C14 C15 179.53(19) . . . . ?
C11 C12 C15 C16 0.7(3) . . . . ?
C13 C12 C15 C16 -179.3(2) . . . . ?
C11 C12 C15 C14 179.27(19) . . . . ?
C13 C12 C15 C14 -0.7(2) . . . . ?
O7 C14 C15 C12 178.8(2) . . . . ?
N2 C14 C15 C12 -0.8(2) . . . . ?
O7 C14 C15 C16 -2.7(4) . . . . ?
N2 C14 C15 C16 177.6(2) . . . . ?
C12 C15 C16 C17 -0.1(3) . . . . ?
C14 C15 C16 C17 -178.3(2) . . . . ?
C15 C16 C17 C10 -0.6(3) . . . . ?
C15 C16 C17 C8 176.6(2) . . . . ?
C11 C10 C17 C16 0.7(3) . . . . ?
C9 C10 C17 C16 -179.9(2) . . . . ?
C11 C10 C17 C8 -177.1(2) . . . . ?
C9 C10 C17 C8 2.4(2) . . . . ?
O4 C8 C17 C16 -2.2(4) . . . . ?
N1 C8 C17 C16 179.6(2) . . . . ?
O4 C8 C17 C10 175.3(2) . . . . ?
N1 C8 C17 C10 -2.9(2) . . . . ?
C13 N2 C18 Si2A -88.3(2) . . . . ?
C14 N2 C18 Si2A 94.5(2) . . . . ?
O8 Si2A C18 N2 49.58(19) . . . . ?
O10 Si2A C18 N2 -68.88(17) . . . . ?
O9A Si2A C18 N2 168.67(15) . . . . ?
C19B O8 C19A C20A -62.9(18) . . . . ?
Si2A O8 C19A C20A -137.9(10) . . . . ?
C19A O8 C19B C20B 70(3) . . . . ?
Si2A O8 C19B C20B -170(2) . . . . ?
Si2A O10 C23 C24 92.3(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full 25.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max 1.037
_refine_diff_density_min -0.462
_refine_diff_density_rms 0.081