# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2015

 
data_TAND
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C82 H102 N6 O2 Si4' 
_chemical_formula_weight          1316.06 
 
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' 
 'Si'  'Si'   0.0817   0.0704 
 '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' 
 
_space_group_crystal_system             triclinic
_space_group_name_H-M_alt               'P -1'
_space_group_name_Hall                  '-P 1'
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    7.9319(8) 
_cell_length_b                    14.4277(12) 
_cell_length_c                    18.4216(16) 
_cell_angle_alpha                 110.316(3) 
_cell_angle_beta                  97.166(3) 
_cell_angle_gamma                 101.674(3) 
_cell_volume                      1892.0(3) 
_cell_formula_units_Z             1 
_cell_measurement_temperature     103(2) 
_cell_measurement_reflns_used     2615 
_cell_measurement_theta_min             2.4129
_cell_measurement_theta_max             23.5010 
 
_exptl_crystal_description              plate
_exptl_crystal_colour                   colourless 
_exptl_crystal_size_max           0.22 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.02 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.155 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              708 
_exptl_absorpt_coefficient_mu     0.128 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.84 
_exptl_absorpt_correction_T_max   1.0 
_exptl_absorpt_process_details    'SADABS V2014/4 (Bruker AXS Inc.)'
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       103(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type         'CCD area detector'
_diffrn_measurement_method              'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             30885 
_diffrn_reflns_av_R_equivalents   0.1013 
_diffrn_reflns_av_sigmaI/netI     0.1350 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -18 
_diffrn_reflns_limit_k_max        19 
_diffrn_reflns_limit_l_min        -24 
_diffrn_reflns_limit_l_max        24 
_diffrn_reflns_theta_min          1.56 
_diffrn_reflns_theta_max          27.91 
_reflns_number_total              9032 
_reflns_number_gt                 4918 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection              'APEX2 (Bruker AXS Inc., 2014)'
_computing_cell_refinement              'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction               'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution           ?
_computing_structure_refinement         'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics           'XP (Bruker AXS Inc., 2014)'
_computing_publication_material         'APEX2 (Bruker AXS Inc., 2014)'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0417P)²+0.2694P] where P=(Fo²+2Fc²)/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          9032 
_refine_ls_number_parameters      437 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1398 
_refine_ls_R_factor_gt            0.0611 
_refine_ls_wR_factor_ref          0.1346 
_refine_ls_wR_factor_gt           0.1056 
_refine_ls_goodness_of_fit_ref    0.993 
_refine_ls_restrained_S_all       0.993 
_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 1.21567(10) 0.97129(5) 0.33964(4) 0.01621(18) Uani 1 1 d . . . 
Si2 Si 0.40480(10) 0.58300(5) -0.31678(4) 0.01517(18) Uani 1 1 d . . . 
C1 C 0.9077(3) 0.44673(19) -0.08572(14) 0.0162(6) Uani 1 1 d . . . 
C2 C 0.9091(3) 0.55524(19) -0.03837(14) 0.0139(6) Uani 1 1 d . . . 
C3 C 1.0002(3) 0.60707(19) 0.04321(14) 0.0152(6) Uani 1 1 d . . . 
C4 C 0.9224(3) 0.75251(18) 0.04668(13) 0.0138(6) Uani 1 1 d . . . 
C5 C 0.9356(3) 0.85697(19) 0.08755(13) 0.0141(6) Uani 1 1 d . . . 
C6 C 0.8544(3) 0.91057(18) 0.04816(13) 0.0131(6) Uani 1 1 d . . . 
C7 C 0.8723(3) 1.01630(19) 0.08476(14) 0.0151(6) Uani 1 1 d . . . 
H7 H 0.9397 1.0524 0.1373 0.018 Uiso 1 1 calc R . . 
C8 C 0.7947(3) 1.06947(19) 0.04645(14) 0.0148(6) Uani 1 1 d . . . 
C9 C 0.8157(3) 1.17769(19) 0.08254(14) 0.0169(6) Uani 1 1 d . . . 
H9 H 0.8863 1.2152 0.1343 0.020 Uiso 1 1 calc R . . 
C10 C 0.7365(4) 1.2276(2) 0.04400(14) 0.0193(6) Uani 1 1 d . . . 
H10 H 0.7509 1.2992 0.0693 0.023 Uiso 1 1 calc R . . 
C11 C 0.6323(3) 1.1734(2) -0.03386(15) 0.0188(6) Uani 1 1 d . . . 
H11 H 0.5782 1.2093 -0.0603 0.023 Uiso 1 1 calc R . . 
C12 C 0.6090(3) 1.07095(19) -0.07110(14) 0.0169(6) Uani 1 1 d . . . 
H12 H 0.5385 1.0360 -0.1231 0.020 Uiso 1 1 calc R . . 
C13 C 0.6896(3) 1.01519(19) -0.03271(14) 0.0147(6) Uani 1 1 d . . . 
C14 C 0.6706(3) 0.91079(19) -0.06962(14) 0.0154(6) Uani 1 1 d . . . 
H14 H 0.6013 0.8751 -0.1218 0.019 Uiso 1 1 calc R . . 
C15 C 0.7510(3) 0.85628(19) -0.03188(13) 0.0133(6) Uani 1 1 d . . . 
C16 C 0.7351(3) 0.74977(18) -0.07119(13) 0.0135(6) Uani 1 1 d . . . 
C17 C 0.8250(3) 0.69910(19) -0.03334(14) 0.0133(6) Uani 1 1 d . . . 
C18 C 1.0317(3) 0.90551(18) 0.16802(14) 0.0146(6) Uani 1 1 d . . . 
C19 C 1.1089(4) 0.94031(19) 0.23619(14) 0.0179(6) Uani 1 1 d . . . 
C20 C 1.4285(4) 0.9332(2) 0.33894(15) 0.0225(7) Uani 1 1 d . . . 
H20 H 1.4753 0.9392 0.3938 0.027 Uiso 1 1 calc R . . 
C21 C 1.5666(4) 1.0048(2) 0.31847(17) 0.0344(8) Uani 1 1 d . . . 
H21A H 1.6721 0.9794 0.3146 0.052 Uiso 1 1 calc R . . 
H21B H 1.5974 1.0737 0.3600 0.052 Uiso 1 1 calc R . . 
H21C H 1.5191 1.0072 0.2676 0.052 Uiso 1 1 calc R . . 
C22 C 1.4021(4) 0.8211(2) 0.28329(18) 0.0391(8) Uani 1 1 d . . . 
H22A H 1.3551 0.8122 0.2288 0.059 Uiso 1 1 calc R . . 
H22B H 1.3190 0.7758 0.2995 0.059 Uiso 1 1 calc R . . 
H22C H 1.5153 0.8037 0.2861 0.059 Uiso 1 1 calc R . . 
C23 C 1.0586(4) 0.8962(2) 0.38174(15) 0.0208(6) Uani 1 1 d . . . 
H23 H 0.9846 0.9415 0.4071 0.025 Uiso 1 1 calc R . . 
C24 C 1.1570(4) 0.8717(2) 0.44721(16) 0.0310(8) Uani 1 1 d . . . 
H24A H 1.0716 0.8365 0.4695 0.046 Uiso 1 1 calc R . . 
H24B H 1.2306 0.9355 0.4891 0.046 Uiso 1 1 calc R . . 
H24C H 1.2316 0.8274 0.4248 0.046 Uiso 1 1 calc R . . 
C25 C 0.9315(4) 0.7977(2) 0.31894(16) 0.0291(7) Uani 1 1 d . . . 
H25A H 0.9988 0.7504 0.2934 0.044 Uiso 1 1 calc R . . 
H25B H 0.8646 0.8146 0.2791 0.044 Uiso 1 1 calc R . . 
H25C H 0.8500 0.7653 0.3443 0.044 Uiso 1 1 calc R . . 
C26 C 1.2514(4) 1.11299(19) 0.39496(14) 0.0196(6) Uani 1 1 d . . . 
H26 H 1.3404 1.1487 0.3728 0.023 Uiso 1 1 calc R . . 
C27 C 1.3271(4) 1.1490(2) 0.48401(15) 0.0297(7) Uani 1 1 d . . . 
H27A H 1.3488 1.2235 0.5090 0.045 Uiso 1 1 calc R . . 
H27B H 1.4381 1.1302 0.4918 0.045 Uiso 1 1 calc R . . 
H27C H 1.2428 1.1161 0.5081 0.045 Uiso 1 1 calc R . . 
C28 C 1.0826(4) 1.1459(2) 0.38040(16) 0.0265(7) Uani 1 1 d . . . 
H28A H 0.9895 1.1090 0.3983 0.040 Uiso 1 1 calc R . . 
H28B H 1.0453 1.1300 0.3237 0.040 Uiso 1 1 calc R . . 
H28C H 1.1051 1.2198 0.4099 0.040 Uiso 1 1 calc R . . 
C29 C 0.6304(3) 0.69380(18) -0.14991(14) 0.0146(6) Uani 1 1 d . . . 
C30 C 0.5397(3) 0.64760(19) -0.21544(14) 0.0158(6) Uani 1 1 d . . . 
C31 C 0.3554(4) 0.69040(19) -0.34413(14) 0.0189(6) Uani 1 1 d . . . 
H31 H 0.4720 0.7403 -0.3336 0.023 Uiso 1 1 calc R . . 
C32 C 0.2475(4) 0.7496(2) -0.29106(16) 0.0282(7) Uani 1 1 d . . . 
H32A H 0.2445 0.8117 -0.3010 0.042 Uiso 1 1 calc R . . 
H32B H 0.3018 0.7684 -0.2354 0.042 Uiso 1 1 calc R . . 
H32C H 0.1271 0.7064 -0.3028 0.042 Uiso 1 1 calc R . . 
C33 C 0.2733(4) 0.6600(2) -0.43191(15) 0.0315(8) Uani 1 1 d . . . 
H33A H 0.1535 0.6159 -0.4445 0.047 Uiso 1 1 calc R . . 
H33B H 0.3447 0.6230 -0.4650 0.047 Uiso 1 1 calc R . . 
H33C H 0.2694 0.7218 -0.4422 0.047 Uiso 1 1 calc R . . 
C34 C 0.2111(4) 0.48433(19) -0.31563(14) 0.0192(6) Uani 1 1 d . . . 
H34 H 0.2613 0.4329 -0.3018 0.023 Uiso 1 1 calc R . . 
C35 C 0.1050(4) 0.5238(2) -0.25260(15) 0.0265(7) Uani 1 1 d . . . 
H35A H 0.0404 0.5684 -0.2668 0.040 Uiso 1 1 calc R . . 
H35B H 0.1855 0.5627 -0.2010 0.040 Uiso 1 1 calc R . . 
H35C H 0.0214 0.4656 -0.2498 0.040 Uiso 1 1 calc R . . 
C36 C 0.0892(4) 0.4249(2) -0.39775(15) 0.0275(7) Uani 1 1 d . . . 
H36A H -0.0022 0.3696 -0.3955 0.041 Uiso 1 1 calc R . . 
H36B H 0.1582 0.3958 -0.4362 0.041 Uiso 1 1 calc R . . 
H36C H 0.0338 0.4715 -0.4140 0.041 Uiso 1 1 calc R . . 
C37 C 0.5459(4) 0.5165(2) -0.38066(14) 0.0196(6) Uani 1 1 d . . . 
H37 H 0.4731 0.4789 -0.4357 0.023 Uiso 1 1 calc R . . 
C38 C 0.7058(4) 0.5943(2) -0.38392(16) 0.0281(7) Uani 1 1 d . . . 
H38A H 0.7767 0.6344 -0.3303 0.042 Uiso 1 1 calc R . . 
H38B H 0.6651 0.6403 -0.4064 0.042 Uiso 1 1 calc R . . 
H38C H 0.7775 0.5577 -0.4172 0.042 Uiso 1 1 calc R . . 
C39 C 0.6053(4) 0.4372(2) -0.35202(16) 0.0272(7) Uani 1 1 d . . . 
H39A H 0.6808 0.4051 -0.3856 0.041 Uiso 1 1 calc R . . 
H39B H 0.5015 0.3845 -0.3553 0.041 Uiso 1 1 calc R . . 
H39C H 0.6712 0.4716 -0.2970 0.041 Uiso 1 1 calc R . . 
C40 C 0.6150(4) 0.5033(2) 0.08409(17) 0.0259(7) Uani 1 1 d . . . 
C41 C 0.5714(4) 0.5853(2) 0.14517(16) 0.0353(8) Uani 1 1 d . . . 
H41A H 0.5315 0.6310 0.1221 0.053 Uiso 1 1 calc R . . 
H41B H 0.6760 0.6244 0.1876 0.053 Uiso 1 1 calc R . . 
H41C H 0.4775 0.5559 0.1669 0.053 Uiso 1 1 calc R . . 
N1 N 0.8204(3) 0.59943(15) -0.07496(11) 0.0141(5) Uani 1 1 d . . . 
N2 N 1.0067(3) 0.70261(15) 0.08472(11) 0.0142(5) Uani 1 1 d . . . 
N3 N 0.6488(4) 0.44002(19) 0.03563(15) 0.0320(6) Uani 1 1 d . . . 
O1 O 0.8373(3) 0.40498(13) -0.15528(10) 0.0233(5) Uani 1 1 d . . . 
 
 
_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 C19 1.844(3) . ? 
Si1 C20 1.878(3) . ? 
Si1 C26 1.883(3) . ? 
Si1 C23 1.899(3) . ? 
Si2 C30 1.841(3) . ? 
Si2 C34 1.879(3) . ? 
Si2 C37 1.881(3) . ? 
Si2 C31 1.883(3) . ? 
C1 O1 1.211(3) . ? 
C1 C2 1.501(3) . ? 
C1 C3 1.503(3) 2_765 ? 
C2 N1 1.310(3) . ? 
C2 C3 1.439(3) . ? 
C3 N2 1.310(3) . ? 
C3 C1 1.503(3) 2_765 ? 
C4 N2 1.373(3) . ? 
C4 C5 1.406(3) . ? 
C4 C17 1.432(3) . ? 
C5 C6 1.419(3) . ? 
C5 C18 1.432(3) . ? 
C6 C7 1.406(3) . ? 
C6 C15 1.448(3) . ? 
C7 C8 1.387(3) . ? 
C8 C9 1.433(3) . ? 
C8 C13 1.440(3) . ? 
C9 C10 1.357(3) . ? 
C10 C11 1.420(3) . ? 
C11 C12 1.358(3) . ? 
C12 C13 1.431(3) . ? 
C13 C14 1.387(3) . ? 
C14 C15 1.408(3) . ? 
C15 C16 1.424(3) . ? 
C16 C17 1.403(3) . ? 
C16 C29 1.435(3) . ? 
C17 N1 1.365(3) . ? 
C18 C19 1.204(3) . ? 
C20 C21 1.525(4) . ? 
C20 C22 1.539(4) . ? 
C23 C25 1.537(3) . ? 
C23 C24 1.537(4) . ? 
C26 C28 1.532(4) . ? 
C26 C27 1.536(3) . ? 
C29 C30 1.204(3) . ? 
C31 C32 1.530(4) . ? 
C31 C33 1.536(3) . ? 
C34 C36 1.535(3) . ? 
C34 C35 1.536(4) . ? 
C37 C38 1.536(3) . ? 
C37 C39 1.544(4) . ? 
C40 N3 1.138(4) . ? 
C40 C41 1.458(4) . ? 
 
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 
C19 Si1 C20 107.93(12) . . ? 
C19 Si1 C26 107.33(11) . . ? 
C20 Si1 C26 112.19(12) . . ? 
C19 Si1 C23 107.40(12) . . ? 
C20 Si1 C23 111.53(12) . . ? 
C26 Si1 C23 110.23(12) . . ? 
C30 Si2 C34 107.89(11) . . ? 
C30 Si2 C37 106.75(12) . . ? 
C34 Si2 C37 109.12(12) . . ? 
C30 Si2 C31 104.36(11) . . ? 
C34 Si2 C31 116.90(13) . . ? 
C37 Si2 C31 111.21(12) . . ? 
O1 C1 C2 121.4(2) . . ? 
O1 C1 C3 121.6(2) . 2_765 ? 
C2 C1 C3 117.0(2) . 2_765 ? 
N1 C2 C3 121.9(2) . . ? 
N1 C2 C1 116.4(2) . . ? 
C3 C2 C1 121.7(2) . . ? 
N2 C3 C2 122.4(2) . . ? 
N2 C3 C1 116.3(2) . 2_765 ? 
C2 C3 C1 121.2(2) . 2_765 ? 
N2 C4 C5 118.7(2) . . ? 
N2 C4 C17 120.4(2) . . ? 
C5 C4 C17 121.0(2) . . ? 
C4 C5 C6 119.4(2) . . ? 
C4 C5 C18 118.3(2) . . ? 
C6 C5 C18 122.3(2) . . ? 
C7 C6 C5 121.6(2) . . ? 
C7 C6 C15 118.5(2) . . ? 
C5 C6 C15 119.9(2) . . ? 
C8 C7 C6 122.0(2) . . ? 
C7 C8 C9 122.4(2) . . ? 
C7 C8 C13 119.5(2) . . ? 
C9 C8 C13 118.1(2) . . ? 
C10 C9 C8 121.2(2) . . ? 
C9 C10 C11 120.4(2) . . ? 
C12 C11 C10 120.9(2) . . ? 
C11 C12 C13 120.6(2) . . ? 
C14 C13 C12 122.0(2) . . ? 
C14 C13 C8 119.2(2) . . ? 
C12 C13 C8 118.8(2) . . ? 
C13 C14 C15 121.9(2) . . ? 
C14 C15 C16 121.4(2) . . ? 
C14 C15 C6 119.0(2) . . ? 
C16 C15 C6 119.6(2) . . ? 
C17 C16 C15 119.9(2) . . ? 
C17 C16 C29 119.5(2) . . ? 
C15 C16 C29 120.7(2) . . ? 
N1 C17 C16 118.6(2) . . ? 
N1 C17 C4 121.3(2) . . ? 
C16 C17 C4 120.1(2) . . ? 
C19 C18 C5 175.7(3) . . ? 
C18 C19 Si1 170.4(2) . . ? 
C21 C20 C22 110.6(2) . . ? 
C21 C20 Si1 111.9(2) . . ? 
C22 C20 Si1 112.16(19) . . ? 
C25 C23 C24 110.1(2) . . ? 
C25 C23 Si1 113.94(18) . . ? 
C24 C23 Si1 111.89(19) . . ? 
C28 C26 C27 111.0(2) . . ? 
C28 C26 Si1 111.28(18) . . ? 
C27 C26 Si1 113.28(18) . . ? 
C30 C29 C16 178.6(3) . . ? 
C29 C30 Si2 177.0(2) . . ? 
C32 C31 C33 110.6(2) . . ? 
C32 C31 Si2 112.85(18) . . ? 
C33 C31 Si2 115.23(18) . . ? 
C36 C34 C35 110.9(2) . . ? 
C36 C34 Si2 112.39(17) . . ? 
C35 C34 Si2 115.34(18) . . ? 
C38 C37 C39 110.8(2) . . ? 
C38 C37 Si2 111.06(18) . . ? 
C39 C37 Si2 111.38(17) . . ? 
N3 C40 C41 178.9(3) . . ? 
C2 N1 C17 117.0(2) . . ? 
C3 N2 C4 116.9(2) . . ? 
 
_diffrn_measured_fraction_theta_max    0.995 
_diffrn_reflns_theta_full              27.91 
_diffrn_measured_fraction_theta_full   0.995 
_refine_diff_density_max    0.391 
_refine_diff_density_min   -0.444 
_refine_diff_density_rms    0.072 
