# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ac12
_audit_block_doi                 10.5517/cc1knx15
_database_code_depnum_ccdc_archive 'CCDC 1450057'
_audit_update_record             
;
2016-01-26 deposited with the CCDC.
2016-08-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H30 N4 O6 Si'
_chemical_formula_sum            'C25 H30 N4 O6 Si'
_chemical_formula_weight         510.62

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.465(4)
_cell_length_b                   14.136(4)
_cell_length_c                   11.506(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.140(7)
_cell_angle_gamma                90
_cell_volume                     2515.4(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    35925
_cell_measurement_theta_min      1.317
_cell_measurement_theta_max      28.453

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.141
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   'SADABS (Sheldrick 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35925
_diffrn_reflns_av_unetI/netI     0.2567
_diffrn_reflns_av_R_equivalents  0.1742
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.317
_diffrn_reflns_theta_max         28.453
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6281
_reflns_number_gt                1166
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'APEX2 (Bruker, 2013)'
_computing_data_reduction        'APEX2 (Bruker, 2013)'
_computing_structure_solution    'SHELXT-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXP-2014/6 (Sheldrick, 2014)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1117P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6281
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3379
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.2767
_refine_ls_wR_factor_gt          0.1807
_refine_ls_goodness_of_fit_ref   0.764
_refine_ls_restrained_S_all      0.764
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.04579(14) 0.46690(18) -0.26727(17) 0.1098(8) Uani 1 1 d . . . . .
O1 O 0.0654(4) 0.3931(5) -0.1637(5) 0.172(3) Uani 1 1 d . . . . .
O2 O -0.0046(4) 0.5652(4) -0.2388(4) 0.1405(18) Uani 1 1 d . . . . .
O3 O 0.0472(4) 0.4261(5) -0.4004(4) 0.171(2) Uani 1 1 d . . . . .
O4 O 0.3570(3) 0.6123(3) 0.3148(4) 0.0910(13) Uani 1 1 d . . . . .
O5 O 0.4648(3) 0.5022(3) 0.8267(4) 0.1053(16) Uani 1 1 d . . . . .
O6 O 0.7083(4) 0.7343(4) 0.9022(4) 0.1216(16) Uani 1 1 d . . . . .
N1 N -0.0821(5) 0.4061(8) -0.2678(8) 0.159(3) Uani 1 1 d . . . . .
N2 N 0.2908(4) 0.6502(4) -0.0402(5) 0.0920(16) Uani 1 1 d . . . . .
N3 N 0.2449(4) 0.7230(5) 0.0053(6) 0.1049(17) Uani 1 1 d . . . . .
N4 N 0.2801(4) 0.7393(4) 0.1093(5) 0.1010(17) Uani 1 1 d . . . . .
C1 C 0.0075(8) 0.3327(9) -0.1214(11) 0.221(3) Uani 1 1 d . . . . .
H1A H -0.0170 0.3596 -0.0492 0.265 Uiso 1 1 calc R U . . .
H1B H 0.0373 0.2731 -0.1006 0.265 Uiso 1 1 calc R U . . .
C2 C -0.0643(8) 0.3107(9) -0.2024(11) 0.231(5) Uani 1 1 d . . . . .
H2A H -0.1162 0.2898 -0.1594 0.278 Uiso 1 1 calc R U . . .
H2B H -0.0473 0.2604 -0.2577 0.278 Uiso 1 1 calc R U . . .
C3 C -0.0994(9) 0.5686(9) -0.2353(11) 0.221(3) Uani 1 1 d . . . . .
H3A H -0.1223 0.5893 -0.3116 0.265 Uiso 1 1 calc R U . . .
H3B H -0.1185 0.6145 -0.1757 0.265 Uiso 1 1 calc R U . . .
C4 C -0.1334(7) 0.4695(11) -0.2061(10) 0.219(6) Uani 1 1 d . . . . .
H4A H -0.1288 0.4574 -0.1215 0.263 Uiso 1 1 calc R U . . .
H4B H -0.1947 0.4633 -0.2296 0.263 Uiso 1 1 calc R U . . .
C5 C -0.0202(8) 0.3674(9) -0.4440(11) 0.221(3) Uani 1 1 d . . . . .
H5A H -0.0078 0.3007 -0.4237 0.265 Uiso 1 1 calc R U . . .
H5B H -0.0222 0.3724 -0.5298 0.265 Uiso 1 1 calc R U . . .
C6 C -0.1041(7) 0.3946(9) -0.3959(11) 0.239(6) Uani 1 1 d . . . . .
H6A H -0.1479 0.3446 -0.4082 0.286 Uiso 1 1 calc R U . . .
H6B H -0.1251 0.4547 -0.4301 0.286 Uiso 1 1 calc R U . . .
C7 C 0.1570(4) 0.5181(5) -0.2691(5) 0.118(2) Uani 1 1 d . . . . .
H7A H 0.1989 0.4680 -0.2897 0.142 Uiso 1 1 calc R U . . .
H7B H 0.1600 0.5678 -0.3297 0.142 Uiso 1 1 calc R U . . .
C8 C 0.1829(5) 0.5617(5) -0.1496(5) 0.110(2) Uani 1 1 d . . . . .
H8A H 0.1365 0.6050 -0.1236 0.132 Uiso 1 1 calc R U . . .
H8B H 0.1881 0.5104 -0.0916 0.132 Uiso 1 1 calc R U . . .
C9 C 0.2645(5) 0.6140(5) -0.1540(5) 0.108(2) Uani 1 1 d . . . . .
H9A H 0.2583 0.6676 -0.2087 0.130 Uiso 1 1 calc R U . . .
H9B H 0.3103 0.5718 -0.1842 0.130 Uiso 1 1 calc R U . . .
C10 C 0.3527(5) 0.6201(5) 0.0316(7) 0.093(2) Uani 1 1 d . . . . .
H10 H 0.3926 0.5701 0.0193 0.112 Uiso 1 1 calc R U . . .
C11 C 0.3459(5) 0.6770(5) 0.1269(6) 0.0826(18) Uani 1 1 d . . . . .
C12 C 0.3976(4) 0.6775(5) 0.2320(6) 0.097(2) Uani 1 1 d . . . . .
H12A H 0.3999 0.7421 0.2651 0.116 Uiso 1 1 calc R U . . .
H12B H 0.4573 0.6568 0.2148 0.116 Uiso 1 1 calc R U . . .
C13 C 0.3970(5) 0.6064(5) 0.4235(6) 0.0838(18) Uani 1 1 d . . . . .
C14 C 0.3604(4) 0.5380(5) 0.4976(6) 0.0907(19) Uani 1 1 d . . . . .
H14 H 0.3120 0.5018 0.4729 0.109 Uiso 1 1 calc R U . . .
C15 C 0.3953(5) 0.5245(5) 0.6055(6) 0.0874(19) Uani 1 1 d . . . . .
H15 H 0.3720 0.4772 0.6549 0.105 Uiso 1 1 calc R U . . .
C16 C 0.4646(5) 0.5790(5) 0.6440(6) 0.0806(18) Uani 1 1 d . . . . .
C17 C 0.4984(4) 0.6469(5) 0.5706(7) 0.0892(19) Uani 1 1 d . . . . .
H17 H 0.5455 0.6846 0.5962 0.107 Uiso 1 1 calc R U . . .
C18 C 0.4651(5) 0.6607(5) 0.4617(7) 0.0899(19) Uani 1 1 d . . . . .
H18 H 0.4891 0.7077 0.4125 0.108 Uiso 1 1 calc R U . . .
C19 C 0.4995(5) 0.5611(6) 0.7650(6) 0.091(2) Uani 1 1 d . . . . .
C20 C 0.5717(5) 0.6198(5) 0.8041(7) 0.095(2) Uani 1 1 d . . . . .
H20 H 0.6025 0.6569 0.7493 0.113 Uiso 1 1 calc R U . . .
C21 C 0.5951(5) 0.6219(5) 0.9174(8) 0.102(2) Uani 1 1 d . . . . .
H21 H 0.5622 0.5825 0.9674 0.123 Uiso 1 1 calc R U . . .
C22 C 0.6623(5) 0.6750(6) 0.9728(9) 0.101(2) Uani 1 1 d . . . . .
C23 C 0.6893(7) 0.6771(7) 1.0839(8) 0.130(3) Uani 1 1 d . . . . .
H23 H 0.6665 0.6429 1.1480 0.156 Uiso 1 1 calc R U . . .
C24 C 0.7602(7) 0.7424(7) 1.0843(10) 0.148(3) Uani 1 1 d . . . . .
H24 H 0.7946 0.7593 1.1495 0.177 Uiso 1 1 calc R U . . .
C25 C 0.7691(6) 0.7754(6) 0.9751(11) 0.147(3) Uani 1 1 d . . . . .
H25 H 0.8110 0.8205 0.9515 0.177 Uiso 1 1 calc R U . . .


_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 1.613(6) . ?
Si1 O2 1.626(6) . ?
Si1 O3 1.637(5) . ?
Si1 C7 1.866(6) . ?
Si1 N1 2.156(7) . ?
O1 C1 1.330(12) . ?
O2 C3 1.467(12) . ?
O3 C5 1.422(10) . ?
O4 C13 1.396(7) . ?
O4 C12 1.468(6) . ?
O5 C19 1.220(7) . ?
O6 C22 1.368(8) . ?
O6 C25 1.386(9) . ?
N1 C4 1.394(11) . ?
N1 C6 1.520(11) . ?
N1 C2 1.568(12) . ?
N2 C10 1.333(7) . ?
N2 N3 1.356(6) . ?
N2 C9 1.463(7) . ?
N3 N4 1.334(6) . ?
N4 C11 1.360(7) . ?
C1 C2 1.481(11) . ?
C3 C4 1.535(14) . ?
C5 C6 1.463(14) . ?
C7 C8 1.558(7) . ?
C8 C9 1.462(8) . ?
C10 C11 1.364(8) . ?
C11 C12 1.449(8) . ?
C13 C18 1.375(8) . ?
C13 C14 1.408(8) . ?
C14 C15 1.366(7) . ?
C15 C16 1.391(8) . ?
C16 C17 1.381(7) . ?
C16 C19 1.514(9) . ?
C17 C18 1.367(7) . ?
C19 C20 1.461(9) . ?
C20 C21 1.353(8) . ?
C21 C22 1.431(9) . ?
C22 C23 1.344(9) . ?
C23 C24 1.433(10) . ?
C24 C25 1.347(10) . ?

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 O2 119.5(3) . . ?
O1 Si1 O3 117.4(4) . . ?
O2 Si1 O3 119.8(3) . . ?
O1 Si1 C7 95.0(3) . . ?
O2 Si1 C7 96.5(3) . . ?
O3 Si1 C7 96.4(3) . . ?
O1 Si1 N1 85.1(3) . . ?
O2 Si1 N1 84.3(4) . . ?
O3 Si1 N1 82.6(3) . . ?
C7 Si1 N1 179.0(4) . . ?
C1 O1 Si1 124.0(7) . . ?
C3 O2 Si1 120.9(6) . . ?
C5 O3 Si1 121.6(7) . . ?
C13 O4 C12 115.4(5) . . ?
C22 O6 C25 104.5(7) . . ?
C4 N1 C6 115.9(10) . . ?
C4 N1 C2 114.1(10) . . ?
C6 N1 C2 114.4(10) . . ?
C4 N1 Si1 105.4(7) . . ?
C6 N1 Si1 104.4(6) . . ?
C2 N1 Si1 100.5(6) . . ?
C10 N2 N3 112.3(6) . . ?
C10 N2 C9 129.9(7) . . ?
N3 N2 C9 117.8(7) . . ?
N4 N3 N2 105.3(5) . . ?
N3 N4 C11 109.0(6) . . ?
O1 C1 C2 114.2(10) . . ?
C1 C2 N1 104.6(9) . . ?
O2 C3 C4 108.6(10) . . ?
N1 C4 C3 106.2(10) . . ?
O3 C5 C6 111.3(10) . . ?
C5 C6 N1 101.4(9) . . ?
C8 C7 Si1 112.3(4) . . ?
C9 C8 C7 112.9(5) . . ?
C8 C9 N2 112.6(5) . . ?
N2 C10 C11 104.7(6) . . ?
N4 C11 C10 108.8(7) . . ?
N4 C11 C12 122.1(7) . . ?
C10 C11 C12 129.1(8) . . ?
C11 C12 O4 107.6(5) . . ?
C18 C13 O4 126.2(7) . . ?
C18 C13 C14 119.9(6) . . ?
O4 C13 C14 113.9(7) . . ?
C15 C14 C13 119.2(6) . . ?
C14 C15 C16 121.0(6) . . ?
C17 C16 C15 118.8(7) . . ?
C17 C16 C19 123.0(7) . . ?
C15 C16 C19 118.2(7) . . ?
C18 C17 C16 121.2(7) . . ?
C17 C18 C13 120.0(6) . . ?
O5 C19 C20 123.1(7) . . ?
O5 C19 C16 119.5(8) . . ?
C20 C19 C16 117.3(8) . . ?
C21 C20 C19 120.8(7) . . ?
C20 C21 C22 129.3(8) . . ?
C23 C22 O6 113.0(8) . . ?
C23 C22 C21 131.2(10) . . ?
O6 C22 C21 115.8(9) . . ?
C22 C23 C24 104.6(9) . . ?
C25 C24 C23 107.5(10) . . ?
C24 C25 O6 110.4(9) . . ?

_refine_diff_density_max         0.314
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.042

_shelxl_version_number           2013-3

# start Validation Reply Form
_vrf_PLAT026_ac12                
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low .. 19 %
RESPONSE: Many attempts were made to rectify this alert, however due to the weakly diffracting crystals, the data quality could not be improved in this case.To obtain better signal to noise ratio, we tried cutting the data at 1.1 A, which eliminated the alert, however, this gave rise to many resolution alerts. As the purpose of this crystal structure determination is to determine the general connectivity of atoms and their conformations, we believe that the obtained results will present reasonable structure model.In addition, attempts were made to grow bigger/better crystals as well but similar data sets were obtained. 

;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ac13
_audit_block_doi                 10.5517/cc1knx26
_database_code_depnum_ccdc_archive 'CCDC 1450058'
_audit_update_record             
;
2016-01-26 deposited with the CCDC.
2016-08-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H26 N4 O5 S Si'
_chemical_formula_sum            'C25 H26 N4 O5 S Si'
_chemical_formula_weight         522.65

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   16.2440(17)
_cell_length_b                   13.0978(10)
_cell_length_c                   11.7360(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.611(5)
_cell_angle_gamma                90
_cell_volume                     2496.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    6075
_cell_measurement_theta_min      1.254
_cell_measurement_theta_max      28.298

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.222
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'SADABS (Sheldrick 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14297
_diffrn_reflns_av_unetI/netI     0.3064
_diffrn_reflns_av_R_equivalents  0.1088
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.254
_diffrn_reflns_theta_max         28.298
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             6075
_reflns_number_gt                1587
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'APEX2 (Bruker, 2013)'
_computing_data_reduction        'APEX2 (Bruker, 2013)'
_computing_structure_solution    'SHELXT-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXP-2014/6 (Sheldrick, 2014)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0516P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6075
_refine_ls_number_parameters     337
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2445
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_ref         0.1497
_refine_ls_wR_factor_gt          0.1137
_refine_ls_goodness_of_fit_ref   0.729
_refine_ls_restrained_S_all      0.729
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.95796(8) 0.51959(8) 1.26718(11) 0.0403(3) Uani 1 1 d . . . . .
S1 S 0.28426(8) 0.25222(9) 0.14818(11) 0.0576(4) Uani 1 1 d . . . . .
O5 O 0.55109(19) 0.4983(2) 0.1839(3) 0.0573(9) Uani 1 1 d . . . . .
O4 O 0.65366(18) 0.3951(2) 0.6935(3) 0.0492(9) Uani 1 1 d . . . . .
N2 N 0.7177(3) 0.3471(3) 1.0433(4) 0.0680(14) Uani 1 1 d . . . . .
N3 N 0.7594(3) 0.2686(3) 0.9948(4) 0.0658(12) Uani 1 1 d . . . . .
N4 N 0.7262(3) 0.2547(3) 0.8944(3) 0.0554(11) Uani 1 1 d . . . . .
C25 C 0.2144(3) 0.2332(4) 0.0400(4) 0.0551(14) Uani 1 1 d . . . . .
C24 C 0.2382(4) 0.2808(4) -0.0543(4) 0.0695(16) Uani 1 1 d . . . . .
H24 H 0.2075 0.2793 -0.1217 0.083 Uiso 1 1 calc R U . . .
C23 C 0.3140(3) 0.3342(3) -0.0440(4) 0.0586(15) Uani 1 1 d . . . . .
H23 H 0.3388 0.3696 -0.1031 0.070 Uiso 1 1 calc R U . . .
C22 C 0.3455(3) 0.3269(3) 0.0629(4) 0.0428(12) Uani 1 1 d . . . . .
C21 C 0.4179(3) 0.3779(3) 0.1067(5) 0.0473(13) Uani 1 1 d . . . . .
C20 C 0.4432(3) 0.3830(3) 0.2152(5) 0.0443(12) Uani 1 1 d . . . . .
C19 C 0.5165(3) 0.4401(3) 0.2512(4) 0.0419(12) Uani 1 1 d . . . . .
C16 C 0.5504(3) 0.4255(3) 0.3685(4) 0.0380(11) Uani 1 1 d . . . . .
C17 C 0.5157(3) 0.3588(3) 0.4458(4) 0.0461(12) Uani 1 1 d . . . . .
H17 H 0.4696 0.3211 0.4239 0.055 Uiso 1 1 calc R U . . .
C18 C 0.5475(3) 0.3469(3) 0.5539(4) 0.0464(13) Uani 1 1 d . . . . .
H18 H 0.5224 0.3021 0.6043 0.056 Uiso 1 1 calc R U . . .
C13 C 0.6167(3) 0.4011(3) 0.5885(4) 0.0409(12) Uani 1 1 d . . . . .
C14 C 0.6528(3) 0.4691(3) 0.5122(4) 0.0460(12) Uani 1 1 d . . . . .
H14 H 0.6990 0.5066 0.5341 0.055 Uiso 1 1 calc R U . . .
C15 C 0.6197(3) 0.4805(3) 0.4045(4) 0.0454(12) Uani 1 1 d . . . . .
H15 H 0.6442 0.5260 0.3542 0.055 Uiso 1 1 calc R U . . .
C12 C 0.6141(3) 0.3278(3) 0.7740(4) 0.0517(13) Uani 1 1 d . . . . .
H12A H 0.6095 0.2597 0.7422 0.062 Uiso 1 1 calc R U . . .
H12B H 0.5591 0.3525 0.7903 0.062 Uiso 1 1 calc R U . . .
C11 C 0.6642(3) 0.3254(3) 0.8795(4) 0.0447(12) Uani 1 1 d . . . . .
C10 C 0.6595(4) 0.3814(4) 0.9741(5) 0.0664(16) Uani 1 1 d . . . . .
H10 H 0.6226 0.4341 0.9884 0.080 Uiso 1 1 calc R U . . .
C7 C 0.8462(3) 0.4891(3) 1.2676(4) 0.0561(14) Uani 1 1 d . . . . .
H7A H 0.8346 0.4442 1.3312 0.067 Uiso 1 1 calc R U . . .
H7B H 0.8150 0.5515 1.2780 0.067 Uiso 1 1 calc R U . . .
O3 O 0.9591(2) 0.5835(2) 1.1452(3) 0.0673(10) Uani 1 1 d . . . . .
O1 O 0.98906(19) 0.39861(19) 1.2683(3) 0.0518(9) Uani 1 1 d . . . . .
O2 O 0.9628(2) 0.5856(2) 1.3880(3) 0.0553(9) Uani 1 1 d . . . . .
N1 N 1.0885(3) 0.5472(3) 1.2642(4) 0.0663(13) Uani 1 1 d . . . . .
C5 C 1.0347(4) 0.6180(5) 1.0904(5) 0.090(2) Uani 1 1 d . . . . .
C1 C 1.0715(4) 0.3689(4) 1.2720(5) 0.089(2) Uani 1 1 d . . . . .
H1A H 1.0789 0.3067 1.2285 0.107 Uiso 1 1 calc R U . A 2
H1B H 1.0886 0.3562 1.3501 0.107 Uiso 1 1 calc R U . A 2
C6' C 1.0920(6) 0.6405(7) 1.1871(9) 0.079(3) Uiso 0.6 1 d . . P B 2
H6'A H 1.0746 0.7012 1.2276 0.095 Uiso 0.6 1 calc R U P B 2
H6'B H 1.1475 0.6511 1.1598 0.095 Uiso 0.6 1 calc R U P B 2
H25 H 0.170(2) 0.195(2) 0.052(3) 0.022(11) Uiso 1 1 d . . . . .
H20 H 0.413(2) 0.352(2) 0.273(3) 0.020(10) Uiso 1 1 d . . . . .
H21 H 0.459(2) 0.417(3) 0.047(3) 0.048(12) Uiso 1 1 d . . . . .
C2' C 1.1260(7) 0.4604(7) 1.2180(10) 0.086(3) Uiso 0.6 1 d . . P B 2
H2' H 1.1705 0.4563 1.1691 0.103 Uiso 0.6 1 calc R U P B 2
C6 C 1.1103(10) 0.5484(12) 1.1413(14) 0.096(5) Uiso 0.4 1 d . . P B 1
H6A H 1.1102 0.4802 1.1089 0.115 Uiso 0.4 1 calc R U P B 1
H6B H 1.1634 0.5802 1.1289 0.115 Uiso 0.4 1 calc R U P B 1
C2 C 1.1273(10) 0.4424(10) 1.2968(13) 0.073(4) Uiso 0.4 1 d . . P B 1
H2 H 1.1795 0.4321 1.3279 0.087 Uiso 0.4 1 calc R U P B 1
C3 C 1.0382(4) 0.6314(4) 1.4262(4) 0.0739(18) Uani 1 1 d . . . . .
H3A H 1.0392 0.6326 1.5088 0.089 Uiso 1 1 calc R U . B 2
H3B H 1.0401 0.7014 1.3996 0.089 Uiso 1 1 calc R U . B 2
C4 C 1.1097(6) 0.5779(8) 1.3864(9) 0.069(3) Uiso 0.6 1 d . . P B 2
H4 H 1.124(4) 0.504(5) 1.428(6) 0.083 Uiso 0.6 1 d . U P C 2
C4' C 1.1078(9) 0.6236(10) 1.3317(13) 0.065(4) Uiso 0.4 1 d . . P B 1
H4' H 1.1537 0.6656 1.3255 0.078 Uiso 0.4 1 calc R U P B 1
C9 C 0.7419(4) 0.3843(4) 1.1563(4) 0.0824(19) Uani 1 1 d . . . . .
H9A H 0.6995 0.4298 1.1843 0.099 Uiso 1 1 calc R U . . .
H9B H 0.7459 0.3269 1.2083 0.099 Uiso 1 1 calc R U . . .
C8 C 0.8184(3) 0.4370(4) 1.1552(4) 0.0757(17) Uani 1 1 d . . . . .
H8A H 0.8155 0.4888 1.0963 0.091 Uiso 1 1 calc R U . . .
H8B H 0.8608 0.3888 1.1335 0.091 Uiso 1 1 calc R U . . .


_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 O3 1.658(3) . ?
Si1 O2 1.662(3) . ?
Si1 O1 1.663(3) . ?
Si1 C7 1.859(5) . ?
Si1 N1 2.152(4) . ?
S1 C25 1.713(5) . ?
S1 C22 1.723(4) . ?
O5 C19 1.237(4) . ?
O4 C13 1.367(5) . ?
O4 C12 1.447(4) . ?
N2 C10 1.319(6) . ?
N2 N3 1.360(5) . ?
N2 C9 1.462(6) . ?
N3 N4 1.304(5) . ?
N4 C11 1.378(6) . ?
C25 C24 1.331(6) . ?
C24 C23 1.420(7) . ?
C23 C22 1.353(6) . ?
C22 C21 1.441(6) . ?
C21 C20 1.336(6) . ?
C20 C19 1.465(6) . ?
C19 C16 1.490(6) . ?
C16 C17 1.384(5) . ?
C16 C15 1.398(6) . ?
C17 C18 1.374(6) . ?
C18 C13 1.388(6) . ?
C13 C14 1.397(5) . ?
C14 C15 1.376(6) . ?
C12 C11 1.474(6) . ?
C11 C10 1.334(6) . ?
C7 C8 1.548(6) . ?
O3 C5 1.465(6) . ?
O1 C1 1.394(6) . ?
O2 C3 1.430(5) . ?
N1 C4' 1.312(14) . ?
N1 C2' 1.402(10) . ?
N1 C6 1.490(15) . ?
N1 C6' 1.522(9) . ?
N1 C4 1.525(11) . ?
N1 C2 1.557(14) . ?
C5 C6' 1.489(11) . ?
C5 C6 1.637(17) . ?
C1 C2 1.351(15) . ?
C1 C2' 1.622(11) . ?
C3 C4 1.439(10) . ?
C3 C4' 1.596(13) . ?
C9 C8 1.422(6) . ?

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
O3 Si1 O2 118.23(16) . . ?
O3 Si1 O1 118.78(17) . . ?
O2 Si1 O1 118.51(17) . . ?
O3 Si1 C7 97.5(2) . . ?
O2 Si1 C7 98.47(18) . . ?
O1 Si1 C7 95.26(19) . . ?
O3 Si1 N1 83.21(18) . . ?
O2 Si1 N1 83.58(17) . . ?
O1 Si1 N1 82.01(16) . . ?
C7 Si1 N1 177.16(19) . . ?
C25 S1 C22 92.0(3) . . ?
C13 O4 C12 115.4(3) . . ?
C10 N2 N3 110.9(4) . . ?
C10 N2 C9 129.0(5) . . ?
N3 N2 C9 120.1(5) . . ?
N4 N3 N2 106.4(4) . . ?
N3 N4 C11 108.4(4) . . ?
C24 C25 S1 110.6(4) . . ?
C25 C24 C23 114.8(6) . . ?
C22 C23 C24 111.4(5) . . ?
C23 C22 C21 126.7(5) . . ?
C23 C22 S1 111.3(4) . . ?
C21 C22 S1 122.0(4) . . ?
C20 C21 C22 127.2(5) . . ?
C21 C20 C19 122.8(5) . . ?
O5 C19 C20 120.3(5) . . ?
O5 C19 C16 120.2(4) . . ?
C20 C19 C16 119.5(4) . . ?
C17 C16 C15 117.4(5) . . ?
C17 C16 C19 122.5(4) . . ?
C15 C16 C19 120.1(4) . . ?
C18 C17 C16 121.6(5) . . ?
C17 C18 C13 120.5(4) . . ?
O4 C13 C18 125.5(4) . . ?
O4 C13 C14 115.6(4) . . ?
C18 C13 C14 118.9(5) . . ?
C15 C14 C13 119.7(5) . . ?
C14 C15 C16 121.7(4) . . ?
O4 C12 C11 108.4(4) . . ?
C10 C11 N4 108.2(5) . . ?
C10 C11 C12 130.7(5) . . ?
N4 C11 C12 121.1(4) . . ?
N2 C10 C11 106.2(5) . . ?
C8 C7 Si1 111.6(3) . . ?
C5 O3 Si1 123.5(3) . . ?
C1 O1 Si1 123.9(3) . . ?
C3 O2 Si1 121.2(3) . . ?
C4' N1 C6 121.2(9) . . ?
C2' N1 C6' 113.7(6) . . ?
C2' N1 C4 118.9(7) . . ?
C6' N1 C4 109.8(6) . . ?
C4' N1 C2 115.5(9) . . ?
C6 N1 C2 98.5(8) . . ?
C4' N1 Si1 110.4(6) . . ?
C2' N1 Si1 107.6(5) . . ?
C6 N1 Si1 105.2(7) . . ?
C6' N1 Si1 100.8(5) . . ?
C4 N1 Si1 104.0(4) . . ?
C2 N1 Si1 104.1(6) . . ?
O3 C5 C6' 104.3(5) . . ?
O3 C5 C6 107.4(7) . . ?
C2 C1 O1 116.7(7) . . ?
O1 C1 C2' 108.0(5) . . ?
C5 C6' N1 105.5(6) . . ?
N1 C2' C1 102.0(7) . . ?
N1 C6 C5 100.0(9) . . ?
C1 C2 N1 107.9(11) . . ?
O2 C3 C4 112.7(5) . . ?
O2 C3 C4' 111.5(7) . . ?
C3 C4 N1 104.9(7) . . ?
N1 C4' C3 107.5(10) . . ?
C8 C9 N2 112.3(4) . . ?
C9 C8 C7 117.0(4) . . ?

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.055

_shelxl_version_number           2013-3

# start Validation Reply Form
_vrf_PLAT026_ac13                
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low .. 26 %
RESPONSE: Many attempts were made to rectify this alert, however due to the weakly
diffracting crystals, the data quality could not be improved in this case.
To obtain better signal to noise ratio, we tried cutting the data at 1.1 A, which eliminated the alert, however, 
this gave rise to many resolution alerts. As the purpose of this crystal structure determination is to determine the general
connectivity of atoms and their conformations, we believe that the obtained results will present reasonable structure model.
 In addition, attempts were made to grow bigger/better crystals as well but similar data sets were obtained. 

;
