# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1030984'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        'methyl (E)-2-cyano-3-(p-tolyl)acrylate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H11 N O2'
_chemical_formula_sum            'C12 H11 N O2'
_chemical_formula_weight         201.22

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   4.00444(19)
_cell_length_b                   11.1381(6)
_cell_length_c                   12.2020(7)
_cell_angle_alpha                71.955(5)
_cell_angle_beta                 89.514(4)
_cell_angle_gamma                80.992(4)
_cell_volume                     510.62(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    3345
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      28.67

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             212
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Goniometer KM4/Xcalibur, detector: Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            7897
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.005
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2342
_reflns_number_gt                1907
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'

_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)+(0.0546P)²+0.1016P]
 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         2342
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.1126
_refine_ls_wR_factor_gt          0.1083
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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
C1 C 0.8527(3) -0.37269(13) 0.58489(11) 0.0256(3) Uani 1 1 d . . . . .
H1A H 0.6811 -0.3756 0.6430 0.038 Uiso 1 1 calc R U . . .
H1B H 1.0620 -0.3548 0.6131 0.038 Uiso 1 1 calc R U . . .
H1C H 0.8973 -0.4553 0.5702 0.038 Uiso 1 1 calc R U . . .
C2 C 0.7263(3) -0.26898(12) 0.47495(11) 0.0210(3) Uani 1 1 d . . . . .
C3 C 0.7613(3) -0.14270(13) 0.45964(11) 0.0236(3) Uani 1 1 d . . . . .
H3 H 0.8663 -0.1224 0.5197 0.028 Uiso 1 1 calc R U . . .
C4 C 0.6472(3) -0.04582(12) 0.35913(11) 0.0228(3) Uani 1 1 d . . . . .
H4 H 0.6752 0.0396 0.3509 0.027 Uiso 1 1 calc R U . . .
C5 C 0.4897(3) -0.07314(11) 0.26894(10) 0.0188(3) Uani 1 1 d . . . . .
C6 C 0.4529(3) -0.20010(11) 0.28486(11) 0.0209(3) Uani 1 1 d . . . . .
H6 H 0.3463 -0.2209 0.2254 0.025 Uiso 1 1 calc R U . . .
C7 C 0.5695(3) -0.29591(12) 0.38583(11) 0.0221(3) Uani 1 1 d . . . . .
H7 H 0.5421 -0.3815 0.3945 0.027 Uiso 1 1 calc R U . . .
C8 C 0.3520(3) 0.02103(12) 0.16092(11) 0.0196(3) Uani 1 1 d . . . . .
H8 H 0.2388 -0.0126 0.1117 0.023 Uiso 1 1 calc R U . . .
C9 C 0.3573(3) 0.14790(11) 0.11856(10) 0.0192(3) Uani 1 1 d . . . . .
C10 C 0.5246(3) 0.21949(11) 0.17434(11) 0.0209(3) Uani 1 1 d . . . . .
C11 C 0.1724(3) 0.22167(11) 0.00692(10) 0.0201(3) Uani 1 1 d . . . . .
C12 C 0.0145(3) 0.42678(12) -0.12730(12) 0.0277(3) Uani 1 1 d . . . . .
H12A H 0.0804 0.3939 -0.1915 0.042 Uiso 1 1 calc R U . . .
H12B H 0.0643 0.5140 -0.1448 0.042 Uiso 1 1 calc R U . . .
H12C H -0.2284 0.4275 -0.1162 0.042 Uiso 1 1 calc R U . . .
N1 N 0.6612(3) 0.27817(11) 0.21641(10) 0.0288(3) Uani 1 1 d . . . . .
O1 O 0.0105(3) 0.17618(9) -0.04813(8) 0.0282(2) Uani 1 1 d . . . . .
O2 O 0.2021(2) 0.34551(8) -0.02326(7) 0.0230(2) 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
C1 C2 1.5028(17) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.3896(18) . ?
C2 C7 1.3928(18) . ?
C3 C4 1.3831(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.4073(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.3977(16) . ?
C5 C8 1.4548(17) . ?
C6 C7 1.3834(17) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.3495(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.4350(16) . ?
C9 C11 1.4874(17) . ?
C10 N1 1.1464(16) . ?
C11 O1 1.2039(15) . ?
C11 O2 1.3373(14) . ?
C12 O2 1.4445(15) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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
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 . . ?
C3 C2 C7 117.99(11) . . ?
C3 C2 C1 120.70(11) . . ?
C7 C2 C1 121.31(11) . . ?
C4 C3 C2 121.64(11) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 120.35(11) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 117.89(11) . . ?
C6 C5 C8 116.87(11) . . ?
C4 C5 C8 125.22(11) . . ?
C7 C6 C5 121.01(11) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C2 121.12(11) . . ?
C6 C7 H7 119.4 . . ?
C2 C7 H7 119.4 . . ?
C9 C8 C5 131.10(12) . . ?
C9 C8 H8 114.5 . . ?
C5 C8 H8 114.5 . . ?
C8 C9 C10 124.89(12) . . ?
C8 C9 C11 118.68(11) . . ?
C10 C9 C11 116.42(10) . . ?
N1 C10 C9 178.37(13) . . ?
O1 C11 O2 124.25(11) . . ?
O1 C11 C9 124.29(11) . . ?
O2 C11 C9 111.44(10) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 O2 C12 115.66(10) . . ?

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
C7 C2 C3 C4 -0.42(19) . . . . ?
C1 C2 C3 C4 179.94(11) . . . . ?
C2 C3 C4 C5 0.23(19) . . . . ?
C3 C4 C5 C6 0.17(18) . . . . ?
C3 C4 C5 C8 178.28(11) . . . . ?
C4 C5 C6 C7 -0.37(18) . . . . ?
C8 C5 C6 C7 -178.63(11) . . . . ?
C5 C6 C7 C2 0.17(19) . . . . ?
C3 C2 C7 C6 0.22(18) . . . . ?
C1 C2 C7 C6 179.86(11) . . . . ?
C6 C5 C8 C9 -177.29(12) . . . . ?
C4 C5 C8 C9 4.6(2) . . . . ?
C5 C8 C9 C10 2.8(2) . . . . ?
C5 C8 C9 C11 -176.01(11) . . . . ?
C8 C9 C11 O1 1.50(19) . . . . ?
C10 C9 C11 O1 -177.37(12) . . . . ?
C8 C9 C11 O2 -179.94(10) . . . . ?
C10 C9 C11 O2 1.18(15) . . . . ?
O1 C11 O2 C12 2.05(17) . . . . ?
C9 C11 O2 C12 -176.50(10) . . . . ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.046

_shelxl_version_number           2013-2


####################################################################### 
# 
# 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_C6C6
_database_code_depnum_ccdc_archive 'CCDC 1030985'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H48 N2 O4'
_chemical_formula_sum            'C38 H48 N2 O4'
_chemical_formula_weight         596.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   14.93217(16)
_cell_length_b                   14.22602(15)
_cell_length_c                   15.93712(17)
_cell_angle_alpha                90
_cell_angle_beta                 100.8897(10)
_cell_angle_gamma                90
_cell_volume                     3324.48(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    12778
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      72.00

_exptl_crystal_description       'irregular block'
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    0.603
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        .
_diffrn_reflns_number            22101
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.014
_diffrn_reflns_theta_max         71.897
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6527
_reflns_number_gt                5792
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'

_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)+(0.0454P)²+0.7014P]
 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         6527
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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_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
C1 C 0.87342(7) 0.23009(8) 1.91597(7) 0.0301(2) Uani 1 1 d . . . . .
H1A H 0.9207 0.2699 1.8993 0.045 Uiso 1 1 calc R U . . .
H1B H 0.9016 0.1860 1.9605 0.045 Uiso 1 1 calc R U . . .
H1C H 0.8293 0.2696 1.9380 0.045 Uiso 1 1 calc R U . . .
C2 C 0.82469(7) 0.17532(7) 1.83841(6) 0.0253(2) Uani 1 1 d . . . . .
H2A H 0.7746 0.1382 1.8548 0.030 Uiso 1 1 calc R U . . .
H2B H 0.8682 0.1308 1.8200 0.030 Uiso 1 1 calc R U . . .
C3 C 0.78563(7) 0.23954(7) 1.76381(6) 0.0230(2) Uani 1 1 d . . . . .
H3A H 0.8359 0.2773 1.7485 0.028 Uiso 1 1 calc R U . . .
H3B H 0.7420 0.2836 1.7825 0.028 Uiso 1 1 calc R U . . .
C4 C 0.73720(7) 0.18733(7) 1.68439(6) 0.0220(2) Uani 1 1 d . . . . .
H4A H 0.6842 0.1530 1.6983 0.026 Uiso 1 1 calc R U . . .
H4B H 0.7794 0.1404 1.6675 0.026 Uiso 1 1 calc R U . . .
C5 C 0.70439(7) 0.25327(7) 1.60919(6) 0.0237(2) Uani 1 1 d . . . . .
H5A H 0.6599 0.2986 1.6247 0.028 Uiso 1 1 calc R U . . .
H5B H 0.7568 0.2893 1.5960 0.028 Uiso 1 1 calc R U . . .
C6 C 0.66041(7) 0.19807(7) 1.53161(6) 0.0232(2) Uani 1 1 d . . . . .
H6A H 0.7047 0.1527 1.5157 0.028 Uiso 1 1 calc R U . . .
H6B H 0.6075 0.1625 1.5442 0.028 Uiso 1 1 calc R U . . .
C7 C 0.58862(7) 0.22214(7) 1.38925(6) 0.0213(2) Uani 1 1 d . . . . .
C8 C 0.55677(6) 0.29043(7) 1.31852(6) 0.01988(19) Uani 1 1 d . . . . .
C9 C 0.57579(6) 0.38841(7) 1.33428(6) 0.0212(2) Uani 1 1 d . . . . .
C10 C 0.51299(6) 0.25395(7) 1.24357(6) 0.0206(2) Uani 1 1 d . . . . .
H10 H 0.5059 0.1876 1.2444 0.025 Uiso 1 1 calc R U . . .
C11 C 0.47468(6) 0.29709(7) 1.16201(6) 0.01963(19) Uani 1 1 d . . . . .
C12 C 0.47175(6) 0.39412(7) 1.14507(6) 0.0209(2) Uani 1 1 d . . . . .
H12 H 0.4959 0.4372 1.1891 0.025 Uiso 1 1 calc R U . . .
C13 C 0.43391(6) 0.42703(7) 1.06465(6) 0.0213(2) Uani 1 1 d . . . . .
H13 H 0.4323 0.4928 1.0544 0.026 Uiso 1 1 calc R U . . .
C14 C 0.39785(6) 0.36616(7) 0.99790(6) 0.0215(2) Uani 1 1 d . . . . .
C15 C 0.40052(7) 0.26987(7) 1.01475(6) 0.0256(2) Uani 1 1 d . . . . .
H15 H 0.3763 0.2270 0.9705 0.031 Uiso 1 1 calc R U . . .
C16 C 0.43810(7) 0.23599(7) 1.09541(6) 0.0240(2) Uani 1 1 d . . . . .
H16 H 0.4390 0.1702 1.1056 0.029 Uiso 1 1 calc R U . . .
C17 C 0.35751(7) 0.40689(7) 0.91146(6) 0.0266(2) Uani 1 1 d . . . . .
H17A H 0.4082 0.4256 0.8830 0.032 Uiso 1 1 calc R U . . .
H17B H 0.3236 0.4647 0.9204 0.032 Uiso 1 1 calc R U . . .
C18 C 0.29400(7) 0.34282(7) 0.85153(6) 0.0238(2) Uani 1 1 d . . . . .
H18A H 0.2454 0.3200 0.8810 0.029 Uiso 1 1 calc R U . . .
H18B H 0.3288 0.2875 0.8378 0.029 Uiso 1 1 calc R U . . .
C19 C 0.25011(7) 0.39124(7) 0.76853(6) 0.0242(2) Uani 1 1 d . . . . .
H19A H 0.2200 0.4498 0.7821 0.029 Uiso 1 1 calc R U . . .
H19B H 0.2981 0.4085 0.7362 0.029 Uiso 1 1 calc R U . . .
C20 C 0.18011(7) 0.32856(8) 0.71322(6) 0.0283(2) Uani 1 1 d . . . . .
H20A H 0.1310 0.3139 0.7451 0.034 Uiso 1 1 calc R U . . .
H20B H 0.2099 0.2686 0.7030 0.034 Uiso 1 1 calc R U . . .
C21 C 0.13720(7) 0.37117(8) 0.62713(6) 0.0256(2) Uani 1 1 d . . . . .
H21A H 0.1139 0.4347 0.6366 0.031 Uiso 1 1 calc R U . . .
H21B H 0.0846 0.3321 0.6006 0.031 Uiso 1 1 calc R U . . .
C22 C 0.20386(7) 0.37866(8) 0.56527(6) 0.0250(2) Uani 1 1 d . . . . .
H22A H 0.2536 0.4228 0.5887 0.030 Uiso 1 1 calc R U . . .
H22B H 0.2314 0.3163 0.5592 0.030 Uiso 1 1 calc R U . . .
C23 C 0.15624(6) 0.41264(7) 0.47911(6) 0.0216(2) Uani 1 1 d . . . . .
C24 C 0.14937(7) 0.50827(7) 0.46010(6) 0.0241(2) Uani 1 1 d . . . . .
H24 H 0.1780 0.5526 0.5011 0.029 Uiso 1 1 calc R U . . .
C25 C 0.10145(7) 0.53943(7) 0.38228(6) 0.0238(2) Uani 1 1 d . . . . .
H25 H 0.0964 0.6050 0.3710 0.029 Uiso 1 1 calc R U . . .
C26 C 0.06008(6) 0.47552(7) 0.31963(6) 0.0205(2) Uani 1 1 d . . . . .
C27 C 0.06716(6) 0.37896(7) 0.33885(6) 0.0218(2) Uani 1 1 d . . . . .
H27 H 0.0398 0.3342 0.2976 0.026 Uiso 1 1 calc R U . . .
C28 C 0.11380(7) 0.34901(7) 0.41758(6) 0.0227(2) Uani 1 1 d . . . . .
H28 H 0.1170 0.2837 0.4301 0.027 Uiso 1 1 calc R U . . .
C29 C 0.01245(6) 0.51508(7) 0.23998(6) 0.0220(2) Uani 1 1 d . . . . .
H29 H 0.0114 0.5818 0.2393 0.026 Uiso 1 1 calc R U . . .
C30 C -0.03084(6) 0.47534(7) 0.16640(6) 0.0210(2) Uani 1 1 d . . . . .
C31 C -0.03797(6) 0.37600(7) 0.15041(6) 0.0215(2) Uani 1 1 d . . . . .
C32 C -0.07363(7) 0.54024(7) 0.09670(6) 0.0228(2) Uani 1 1 d . . . . .
C33 C -0.15913(7) 0.55559(7) -0.04263(6) 0.0243(2) Uani 1 1 d . . . . .
H33A H -0.1116 0.5944 -0.0615 0.029 Uiso 1 1 calc R U . . .
H33B H -0.2038 0.5982 -0.0236 0.029 Uiso 1 1 calc R U . . .
C34 C -0.20620(7) 0.49514(7) -0.11541(6) 0.0242(2) Uani 1 1 d . . . . .
H34A H -0.2560 0.4592 -0.0972 0.029 Uiso 1 1 calc R U . . .
H34B H -0.1621 0.4498 -0.1316 0.029 Uiso 1 1 calc R U . . .
C35 C -0.24526(7) 0.55654(7) -0.19220(6) 0.0227(2) Uani 1 1 d . . . . .
H35A H -0.2863 0.6041 -0.1743 0.027 Uiso 1 1 calc R U . . .
H35B H -0.1946 0.5904 -0.2110 0.027 Uiso 1 1 calc R U . . .
C36 C -0.29798(7) 0.50123(7) -0.26746(6) 0.0233(2) Uani 1 1 d . . . . .
H36A H -0.3487 0.4672 -0.2488 0.028 Uiso 1 1 calc R U . . .
H36B H -0.2570 0.4539 -0.2858 0.028 Uiso 1 1 calc R U . . .
C37 C -0.33670(7) 0.56398(7) -0.34328(6) 0.0239(2) Uani 1 1 d . . . . .
H37A H -0.3798 0.6093 -0.3255 0.029 Uiso 1 1 calc R U . . .
H37B H -0.2863 0.6004 -0.3599 0.029 Uiso 1 1 calc R U . . .
C38 C -0.38576(8) 0.50938(8) -0.42059(7) 0.0294(2) Uani 1 1 d . . . . .
H38A H -0.3426 0.4669 -0.4406 0.044 Uiso 1 1 calc R U . . .
H38B H -0.4108 0.5534 -0.4663 0.044 Uiso 1 1 calc R U . . .
H38C H -0.4355 0.4727 -0.4046 0.044 Uiso 1 1 calc R U . . .
N1 N 0.59110(6) 0.46696(6) 1.34610(6) 0.0282(2) Uani 1 1 d . . . . .
N2 N -0.04351(6) 0.29658(6) 0.13770(6) 0.0287(2) Uani 1 1 d . . . . .
O1 O 0.63039(5) 0.26346(5) 1.46111(4) 0.02276(16) Uani 1 1 d . . . . .
O2 O 0.57732(6) 0.13852(5) 1.38078(5) 0.03036(18) Uani 1 1 d . . . . .
O3 O -0.06896(6) 0.62459(5) 0.10252(5) 0.03223(18) Uani 1 1 d . . . . .
O4 O -0.11768(5) 0.49449(5) 0.02773(4) 0.02469(16) 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
C1 C2 1.5247(14) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.5253(13) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.5267(13) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.5279(13) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.5066(13) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 O1 1.4623(11) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 O2 1.2055(12) . ?
C7 O1 1.3328(12) . ?
C7 C8 1.4959(13) . ?
C8 C10 1.3523(13) . ?
C8 C9 1.4351(13) . ?
C9 N1 1.1489(14) . ?
C10 C11 1.4534(13) . ?
C10 H10 0.9500 . ?
C11 C16 1.4005(14) . ?
C11 C12 1.4056(13) . ?
C12 C13 1.3812(13) . ?
C12 H12 0.9500 . ?
C13 C14 1.3982(14) . ?
C13 H13 0.9500 . ?
C14 C15 1.3949(14) . ?
C14 C17 1.5109(13) . ?
C15 C16 1.3883(14) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.5166(13) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.5251(13) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.5221(13) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.5259(13) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.5312(14) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.5020(13) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.3933(14) . ?
C23 C28 1.3956(14) . ?
C24 C25 1.3825(14) . ?
C24 H24 0.9500 . ?
C25 C26 1.4044(13) . ?
C25 H25 0.9500 . ?
C26 C27 1.4070(14) . ?
C26 C29 1.4466(13) . ?
C27 C28 1.3823(13) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C30 1.3513(14) . ?
C29 H29 0.9500 . ?
C30 C31 1.4364(14) . ?
C30 C32 1.4920(13) . ?
C31 N2 1.1482(14) . ?
C32 O3 1.2046(13) . ?
C32 O4 1.3384(12) . ?
C33 O4 1.4608(11) . ?
C33 C34 1.5069(14) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.5269(13) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.5233(13) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.5257(13) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.5222(14) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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
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 . . ?
C1 C2 C3 112.30(9) . . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 113.98(8) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C3 C4 C5 112.52(8) . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C4 110.43(8) . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
O1 C6 C5 108.77(8) . . ?
O1 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
O1 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
O2 C7 O1 124.36(9) . . ?
O2 C7 C8 122.59(9) . . ?
O1 C7 C8 113.05(8) . . ?
C10 C8 C9 125.02(9) . . ?
C10 C8 C7 116.63(9) . . ?
C9 C8 C7 118.34(8) . . ?
N1 C9 C8 179.35(11) . . ?
C8 C10 C11 132.14(9) . . ?
C8 C10 H10 113.9 . . ?
C11 C10 H10 113.9 . . ?
C16 C11 C12 118.06(9) . . ?
C16 C11 C10 116.55(9) . . ?
C12 C11 C10 125.39(9) . . ?
C13 C12 C11 120.24(9) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.82(9) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C15 C14 C13 117.96(9) . . ?
C15 C14 C17 122.96(9) . . ?
C13 C14 C17 119.08(9) . . ?
C16 C15 C14 120.73(9) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C11 121.19(9) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C14 C17 C18 115.97(8) . . ?
C14 C17 H17A 108.3 . . ?
C18 C17 H17A 108.3 . . ?
C14 C17 H17B 108.3 . . ?
C18 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C17 C18 C19 112.95(8) . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C18 111.92(8) . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19A 109.2 . . ?
C20 C19 H19B 109.2 . . ?
C18 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C19 C20 C21 114.44(8) . . ?
C19 C20 H20A 108.6 . . ?
C21 C20 H20A 108.6 . . ?
C19 C20 H20B 108.6 . . ?
C21 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
C20 C21 C22 113.14(8) . . ?
C20 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C20 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C21 110.98(8) . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C21 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C28 118.40(9) . . ?
C24 C23 C22 121.04(9) . . ?
C28 C23 C22 120.49(9) . . ?
C25 C24 C23 120.83(9) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 120.92(9) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C25 C26 C27 118.19(9) . . ?
C25 C26 C29 116.70(9) . . ?
C27 C26 C29 125.11(9) . . ?
C28 C27 C26 120.19(9) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C23 121.45(9) . . ?
C27 C28 H28 119.3 . . ?
C23 C28 H28 119.3 . . ?
C30 C29 C26 132.38(9) . . ?
C30 C29 H29 113.8 . . ?
C26 C29 H29 113.8 . . ?
C29 C30 C31 124.95(9) . . ?
C29 C30 C32 117.04(9) . . ?
C31 C30 C32 118.01(8) . . ?
N2 C31 C30 179.88(14) . . ?
O3 C32 O4 124.06(9) . . ?
O3 C32 C30 123.27(9) . . ?
O4 C32 C30 112.67(8) . . ?
O4 C33 C34 108.64(8) . . ?
O4 C33 H33A 110.0 . . ?
C34 C33 H33A 110.0 . . ?
O4 C33 H33B 110.0 . . ?
C34 C33 H33B 110.0 . . ?
H33A C33 H33B 108.3 . . ?
C33 C34 C35 110.03(8) . . ?
C33 C34 H34A 109.7 . . ?
C35 C34 H34A 109.7 . . ?
C33 C34 H34B 109.7 . . ?
C35 C34 H34B 109.7 . . ?
H34A C34 H34B 108.2 . . ?
C36 C35 C34 113.45(8) . . ?
C36 C35 H35A 108.9 . . ?
C34 C35 H35A 108.9 . . ?
C36 C35 H35B 108.9 . . ?
C34 C35 H35B 108.9 . . ?
H35A C35 H35B 107.7 . . ?
C35 C36 C37 112.55(8) . . ?
C35 C36 H36A 109.1 . . ?
C37 C36 H36A 109.1 . . ?
C35 C36 H36B 109.1 . . ?
C37 C36 H36B 109.1 . . ?
H36A C36 H36B 107.8 . . ?
C38 C37 C36 113.26(8) . . ?
C38 C37 H37A 108.9 . . ?
C36 C37 H37A 108.9 . . ?
C38 C37 H37B 108.9 . . ?
C36 C37 H37B 108.9 . . ?
H37A C37 H37B 107.7 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C7 O1 C6 113.92(7) . . ?
C32 O4 C33 114.35(8) . . ?

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
C1 C2 C3 C4 179.31(8) . . . . ?
C2 C3 C4 C5 -176.29(8) . . . . ?
C3 C4 C5 C6 177.82(8) . . . . ?
C4 C5 C6 O1 -179.74(7) . . . . ?
O2 C7 C8 C10 0.77(14) . . . . ?
O1 C7 C8 C10 -179.48(8) . . . . ?
O2 C7 C8 C9 -178.27(9) . . . . ?
O1 C7 C8 C9 1.49(12) . . . . ?
C9 C8 C10 C11 0.25(17) . . . . ?
C7 C8 C10 C11 -178.72(9) . . . . ?
C8 C10 C11 C16 176.41(10) . . . . ?
C8 C10 C11 C12 -3.46(17) . . . . ?
C16 C11 C12 C13 -0.20(14) . . . . ?
C10 C11 C12 C13 179.67(9) . . . . ?
C11 C12 C13 C14 -0.20(14) . . . . ?
C12 C13 C14 C15 0.37(14) . . . . ?
C12 C13 C14 C17 -179.97(9) . . . . ?
C13 C14 C15 C16 -0.14(15) . . . . ?
C17 C14 C15 C16 -179.78(10) . . . . ?
C14 C15 C16 C11 -0.26(16) . . . . ?
C12 C11 C16 C15 0.43(15) . . . . ?
C10 C11 C16 C15 -179.45(9) . . . . ?
C15 C14 C17 C18 18.48(15) . . . . ?
C13 C14 C17 C18 -161.16(9) . . . . ?
C14 C17 C18 C19 175.41(9) . . . . ?
C17 C18 C19 C20 -174.66(9) . . . . ?
C18 C19 C20 C21 -177.04(9) . . . . ?
C19 C20 C21 C22 69.78(12) . . . . ?
C20 C21 C22 C23 174.80(9) . . . . ?
C21 C22 C23 C24 89.52(11) . . . . ?
C21 C22 C23 C28 -87.25(11) . . . . ?
C28 C23 C24 C25 0.19(15) . . . . ?
C22 C23 C24 C25 -176.64(9) . . . . ?
C23 C24 C25 C26 -1.38(15) . . . . ?
C24 C25 C26 C27 1.26(14) . . . . ?
C24 C25 C26 C29 -179.27(9) . . . . ?
C25 C26 C27 C28 0.01(14) . . . . ?
C29 C26 C27 C28 -179.40(9) . . . . ?
C26 C27 C28 C23 -1.20(15) . . . . ?
C24 C23 C28 C27 1.10(14) . . . . ?
C22 C23 C28 C27 177.95(9) . . . . ?
C25 C26 C29 C30 176.94(10) . . . . ?
C27 C26 C29 C30 -3.63(17) . . . . ?
C26 C29 C30 C31 -0.98(17) . . . . ?
C26 C29 C30 C32 179.50(9) . . . . ?
C29 C30 C32 O3 2.12(15) . . . . ?
C31 C30 C32 O3 -177.43(10) . . . . ?
C29 C30 C32 O4 -177.66(8) . . . . ?
C31 C30 C32 O4 2.79(12) . . . . ?
O4 C33 C34 C35 -176.48(8) . . . . ?
C33 C34 C35 C36 -177.33(8) . . . . ?
C34 C35 C36 C37 179.77(8) . . . . ?
C35 C36 C37 C38 177.27(8) . . . . ?
O2 C7 O1 C6 -1.44(14) . . . . ?
C8 C7 O1 C6 178.81(8) . . . . ?
C5 C6 O1 C7 -178.74(8) . . . . ?
O3 C32 O4 C33 1.31(14) . . . . ?
C30 C32 O4 C33 -178.91(8) . . . . ?
C34 C33 O4 C32 -179.89(8) . . . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.032

_shelxl_version_number           2013-2



####################################################################### 
# 
# 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_Si4C1
_database_code_depnum_ccdc_archive 'CCDC 1030986'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H40 N2 O4 Si4'
_chemical_formula_sum            'C30 H40 N2 O4 Si4'
_chemical_formula_weight         605.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.5558(5)
_cell_length_b                   11.8870(4)
_cell_length_c                   17.0071(8)
_cell_angle_alpha                99.115(3)
_cell_angle_beta                 92.129(4)
_cell_angle_gamma                94.397(4)
_cell_volume                     1700.67(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    4935
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      71.84

_exptl_crystal_description       needle
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             644
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.901
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            18214
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.779
_diffrn_reflns_theta_max         71.891
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             6566
_reflns_number_gt                4730
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'

_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)+(0.1067P)²+0.7535P]
 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         6566
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1941
_refine_ls_wR_factor_gt          0.1706
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
C1 C -0.1023(7) 0.1099(4) 0.9375(3) 0.096(2) Uani 1 1 d . . . . .
H1A H -0.0642 0.1220 0.9935 0.145 Uiso 1 1 calc R U . . .
H1B H -0.1087 0.0281 0.9160 0.145 Uiso 1 1 calc R U . . .
H1C H -0.2066 0.1380 0.9337 0.145 Uiso 1 1 calc R U . . .
C2 C 0.0206(5) 0.2851(3) 0.9161(2) 0.0510(9) Uani 1 1 d . . . . .
C3 C 0.1342(4) 0.3402(3) 0.8650(2) 0.0451(8) Uani 1 1 d . . . . .
C4 C 0.2052(6) 0.2649(3) 0.8050(2) 0.0587(10) Uani 1 1 d . . . . .
C5 C 0.1623(4) 0.4542(3) 0.87805(19) 0.0419(7) Uani 1 1 d . . . . .
H5 H 0.1118 0.4917 0.9224 0.050 Uiso 1 1 calc R U . . .
C6 C 0.2566(4) 0.5308(3) 0.83635(19) 0.0376(7) Uani 1 1 d . . . . .
C7 C 0.3409(4) 0.4974(3) 0.7688(2) 0.0428(8) Uani 1 1 d . . . . .
H7 H 0.3441 0.4184 0.7488 0.051 Uiso 1 1 calc R U . . .
C8 C 0.4195(4) 0.5776(3) 0.7310(2) 0.0420(8) Uani 1 1 d . . . . .
H8 H 0.4756 0.5524 0.6852 0.050 Uiso 1 1 calc R U . . .
C9 C 0.4188(4) 0.6951(3) 0.75817(19) 0.0363(7) Uani 1 1 d . . . . .
C10 C 0.3357(4) 0.7268(3) 0.8269(2) 0.0439(8) Uani 1 1 d . . . . .
H10 H 0.3344 0.8056 0.8480 0.053 Uiso 1 1 calc R U . . .
C11 C 0.2563(4) 0.6474(3) 0.8645(2) 0.0447(8) Uani 1 1 d . . . . .
H11 H 0.2004 0.6724 0.9104 0.054 Uiso 1 1 calc R U . . .
C12 C 0.6872(4) 0.7517(3) 0.6515(2) 0.0499(9) Uani 1 1 d . . . . .
H12A H 0.7713 0.7488 0.6917 0.075 Uiso 1 1 calc R U . . .
H12B H 0.7227 0.8033 0.6150 0.075 Uiso 1 1 calc R U . . .
H12C H 0.6603 0.6748 0.6214 0.075 Uiso 1 1 calc R U . . .
C13 C 0.5712(5) 0.9398(3) 0.7744(2) 0.0538(9) Uani 1 1 d . . . . .
H13A H 0.4790 0.9818 0.7874 0.081 Uiso 1 1 calc R U . . .
H13B H 0.6480 0.9876 0.7502 0.081 Uiso 1 1 calc R U . . .
H13C H 0.6185 0.9199 0.8232 0.081 Uiso 1 1 calc R U . . .
C14 C 0.1237(4) 0.8399(4) 0.6625(2) 0.0638(11) Uani 1 1 d . . . . .
H14A H 0.1334 0.8925 0.7133 0.096 Uiso 1 1 calc R U . . .
H14B H 0.0961 0.7620 0.6723 0.096 Uiso 1 1 calc R U . . .
H14C H 0.0415 0.8625 0.6279 0.096 Uiso 1 1 calc R U . . .
C15 C 0.3631(5) 0.9958(3) 0.5922(2) 0.0541(9) Uani 1 1 d . . . . .
H15A H 0.2804 1.0159 0.5567 0.081 Uiso 1 1 calc R U . . .
H15B H 0.4638 0.9999 0.5667 0.081 Uiso 1 1 calc R U . . .
H15C H 0.3701 1.0494 0.6425 0.081 Uiso 1 1 calc R U . . .
C16 C 0.2209(5) 0.5688(3) 0.5156(2) 0.0526(9) Uani 1 1 d . . . . .
H16A H 0.2026 0.5150 0.4655 0.079 Uiso 1 1 calc R U . . .
H16B H 0.1226 0.5748 0.5432 0.079 Uiso 1 1 calc R U . . .
H16C H 0.2997 0.5412 0.5496 0.079 Uiso 1 1 calc R U . . .
C17 C 0.4868(4) 0.7004(3) 0.4449(2) 0.0459(8) Uani 1 1 d . . . . .
H17A H 0.5595 0.6675 0.4791 0.069 Uiso 1 1 calc R U . . .
H17B H 0.5313 0.7761 0.4371 0.069 Uiso 1 1 calc R U . . .
H17C H 0.4702 0.6504 0.3931 0.069 Uiso 1 1 calc R U . . .
C18 C -0.0932(4) 0.7330(3) 0.4282(2) 0.0423(8) Uani 1 1 d . . . . .
H18A H -0.1663 0.7500 0.3867 0.063 Uiso 1 1 calc R U . . .
H18B H -0.1113 0.7803 0.4791 0.063 Uiso 1 1 calc R U . . .
H18C H -0.1100 0.6520 0.4331 0.063 Uiso 1 1 calc R U . . .
C19 C 0.1414(5) 0.9181(3) 0.3855(3) 0.0548(9) Uani 1 1 d . . . . .
H19A H 0.2502 0.9354 0.3723 0.082 Uiso 1 1 calc R U . . .
H19B H 0.1190 0.9681 0.4347 0.082 Uiso 1 1 calc R U . . .
H19C H 0.0701 0.9306 0.3419 0.082 Uiso 1 1 calc R U . . .
C20 C 0.1546(4) 0.6698(3) 0.3055(2) 0.0427(8) Uani 1 1 d . . . . .
C21 C 0.0996(4) 0.5551(3) 0.2915(2) 0.0456(8) Uani 1 1 d . . . . .
H21 H 0.0291 0.5274 0.3272 0.055 Uiso 1 1 calc R U . . .
C22 C 0.1441(5) 0.4795(4) 0.2268(2) 0.0545(10) Uani 1 1 d . . . . .
H22 H 0.1042 0.4015 0.2186 0.065 Uiso 1 1 calc R U . . .
C23 C 0.2488(5) 0.5197(4) 0.1739(2) 0.0578(11) Uani 1 1 d . . . . .
C24 C 0.3014(5) 0.6332(4) 0.1863(2) 0.0605(11) Uani 1 1 d . . . . .
H24 H 0.3708 0.6614 0.1502 0.073 Uiso 1 1 calc R U . . .
C25 C 0.2548(4) 0.7070(4) 0.2503(2) 0.0545(9) Uani 1 1 d . . . . .
H25 H 0.2920 0.7855 0.2570 0.065 Uiso 1 1 calc R U . . .
C26 C 0.3106(5) 0.4438(5) 0.1066(2) 0.0729(15) Uani 1 1 d . . . . .
H26 H 0.3790 0.4816 0.0745 0.088 Uiso 1 1 calc R U . . .
C27 C 0.2857(6) 0.3313(5) 0.0839(2) 0.0759(16) Uani 1 1 d . . . . .
C28 C 0.1812(9) 0.2564(6) 0.1167(3) 0.0835(19) Uani 1 1 d . . . . .
C29 C 0.3737(7) 0.2755(6) 0.0144(3) 0.092(2) Uani 1 1 d . . . . .
C30 C 0.4105(11) 0.1015(7) -0.0657(3) 0.160(4) Uani 1 1 d . . . . .
H30A H 0.3687 0.1229 -0.1152 0.240 Uiso 1 1 calc R U . . .
H30B H 0.3912 0.0187 -0.0678 0.240 Uiso 1 1 calc R U . . .
H30C H 0.5237 0.1230 -0.0595 0.240 Uiso 1 1 calc R U . . .
N1 N 0.2655(7) 0.2038(3) 0.7588(2) 0.0898(15) Uani 1 1 d . . . . .
N2 N 0.0948(8) 0.1934(4) 0.1418(3) 0.0973(18) Uani 1 1 d . . . . .
O1 O 0.0050(4) 0.1714(2) 0.89227(18) 0.0708(9) Uani 1 1 d . . . . .
O2 O -0.0429(3) 0.3358(2) 0.96985(16) 0.0580(7) Uani 1 1 d . . . . .
O3 O 0.4642(5) 0.3260(5) -0.0222(2) 0.1160(19) Uani 1 1 d . . . . .
O4 O 0.3332(6) 0.1607(4) 0.0018(2) 0.1159(18) Uani 1 1 d . . . . .
Si1 Si 0.51021(10) 0.80516(8) 0.70202(5) 0.0372(2) Uani 1 1 d . . . . .
Si2 Si 0.31479(10) 0.84504(7) 0.61273(5) 0.0367(2) Uani 1 1 d . . . . .
Si3 Si 0.29396(9) 0.71433(7) 0.49348(5) 0.0332(2) Uani 1 1 d . . . . .
Si4 Si 0.11271(9) 0.76503(7) 0.40046(5) 0.0345(2) 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
C1 O1 1.448(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O2 1.186(5) . ?
C2 O1 1.343(4) . ?
C2 C3 1.509(5) . ?
C3 C5 1.339(5) . ?
C3 C4 1.432(5) . ?
C4 N1 1.147(5) . ?
C5 C6 1.455(5) . ?
C5 H5 0.9500 . ?
C6 C11 1.394(5) . ?
C6 C7 1.399(5) . ?
C7 C8 1.380(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.401(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.406(4) . ?
C9 Si1 1.878(3) . ?
C10 C11 1.373(5) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 Si1 1.873(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 Si1 1.883(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 Si2 1.870(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 Si2 1.897(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 Si3 1.893(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 Si3 1.880(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 Si4 1.867(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 Si4 1.875(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.389(5) . ?
C20 C25 1.395(5) . ?
C20 Si4 1.882(3) . ?
C21 C22 1.390(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.403(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.371(6) . ?
C23 C26 1.481(5) . ?
C24 C25 1.378(5) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.331(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.407(9) . ?
C27 C29 1.515(6) . ?
C28 N2 1.153(8) . ?
C29 O3 1.196(8) . ?
C29 O4 1.362(9) . ?
C30 O4 1.458(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
Si1 Si2 2.3425(12) . ?
Si2 Si3 2.3435(12) . ?
Si3 Si4 2.3524(12) . ?

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 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 O1 125.8(4) . . ?
O2 C2 C3 124.3(3) . . ?
O1 C2 C3 109.9(4) . . ?
C5 C3 C4 124.5(4) . . ?
C5 C3 C2 119.0(3) . . ?
C4 C3 C2 116.6(3) . . ?
N1 C4 C3 177.7(5) . . ?
C3 C5 C6 131.4(3) . . ?
C3 C5 H5 114.3 . . ?
C6 C5 H5 114.3 . . ?
C11 C6 C7 117.8(3) . . ?
C11 C6 C5 116.6(3) . . ?
C7 C6 C5 125.6(3) . . ?
C8 C7 C6 121.0(3) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 121.8(3) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C10 116.3(3) . . ?
C8 C9 Si1 122.1(2) . . ?
C10 C9 Si1 121.4(2) . . ?
C11 C10 C9 122.1(3) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C10 C11 C6 121.0(3) . . ?
C10 C11 H11 119.5 . . ?
C6 C11 H11 119.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si2 C14 H14A 109.5 . . ?
Si2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si3 C16 H16A 109.5 . . ?
Si3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si3 C17 H17A 109.5 . . ?
Si3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si4 C18 H18A 109.5 . . ?
Si4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si4 C19 H19A 109.5 . . ?
Si4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 116.8(3) . . ?
C21 C20 Si4 120.8(3) . . ?
C25 C20 Si4 122.1(3) . . ?
C20 C21 C22 122.2(4) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C21 C22 C23 119.2(4) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 119.1(3) . . ?
C24 C23 C26 118.0(4) . . ?
C22 C23 C26 122.9(5) . . ?
C23 C24 C25 120.8(4) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 121.9(4) . . ?
C24 C25 H25 119.1 . . ?
C20 C25 H25 119.1 . . ?
C27 C26 C23 130.3(5) . . ?
C27 C26 H26 114.8 . . ?
C23 C26 H26 114.8 . . ?
C26 C27 C28 126.6(4) . . ?
C26 C27 C29 118.5(6) . . ?
C28 C27 C29 114.9(6) . . ?
N2 C28 C27 178.4(6) . . ?
O3 C29 O4 126.6(5) . . ?
O3 C29 C27 124.4(7) . . ?
O4 C29 C27 109.0(6) . . ?
O4 C30 H30A 109.5 . . ?
O4 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O4 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C2 O1 C1 114.4(4) . . ?
C29 O4 C30 112.1(6) . . ?
C12 Si1 C9 110.28(16) . . ?
C12 Si1 C13 109.12(18) . . ?
C9 Si1 C13 108.92(16) . . ?
C12 Si1 Si2 113.11(12) . . ?
C9 Si1 Si2 106.82(10) . . ?
C13 Si1 Si2 108.49(14) . . ?
C14 Si2 C15 108.6(2) . . ?
C14 Si2 Si1 107.99(14) . . ?
C15 Si2 Si1 107.85(13) . . ?
C14 Si2 Si3 109.39(15) . . ?
C15 Si2 Si3 110.50(12) . . ?
Si1 Si2 Si3 112.39(4) . . ?
C17 Si3 C16 108.08(18) . . ?
C17 Si3 Si2 112.65(11) . . ?
C16 Si3 Si2 108.80(13) . . ?
C17 Si3 Si4 107.90(13) . . ?
C16 Si3 Si4 107.38(12) . . ?
Si2 Si3 Si4 111.82(4) . . ?
C18 Si4 C19 109.41(17) . . ?
C18 Si4 C20 110.47(15) . . ?
C19 Si4 C20 109.04(18) . . ?
C18 Si4 Si3 111.04(12) . . ?
C19 Si4 Si3 114.10(14) . . ?
C20 Si4 Si3 102.59(11) . . ?

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
O2 C2 C3 C5 -2.7(6) . . . . ?
O1 C2 C3 C5 178.2(3) . . . . ?
O2 C2 C3 C4 177.3(4) . . . . ?
O1 C2 C3 C4 -1.9(5) . . . . ?
C4 C3 C5 C6 4.2(6) . . . . ?
C2 C3 C5 C6 -175.9(3) . . . . ?
C3 C5 C6 C11 177.8(4) . . . . ?
C3 C5 C6 C7 0.9(6) . . . . ?
C11 C6 C7 C8 -0.7(5) . . . . ?
C5 C6 C7 C8 176.2(3) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C7 C8 C9 C10 1.0(5) . . . . ?
C7 C8 C9 Si1 -174.5(3) . . . . ?
C8 C9 C10 C11 -1.4(5) . . . . ?
Si1 C9 C10 C11 174.0(3) . . . . ?
C9 C10 C11 C6 0.8(6) . . . . ?
C7 C6 C11 C10 0.3(5) . . . . ?
C5 C6 C11 C10 -176.9(3) . . . . ?
C25 C20 C21 C22 1.5(5) . . . . ?
Si4 C20 C21 C22 -172.0(3) . . . . ?
C20 C21 C22 C23 0.3(5) . . . . ?
C21 C22 C23 C24 -1.6(5) . . . . ?
C21 C22 C23 C26 175.9(3) . . . . ?
C22 C23 C24 C25 1.1(6) . . . . ?
C26 C23 C24 C25 -176.6(4) . . . . ?
C23 C24 C25 C20 0.8(6) . . . . ?
C21 C20 C25 C24 -2.0(5) . . . . ?
Si4 C20 C25 C24 171.3(3) . . . . ?
C24 C23 C26 C27 176.4(4) . . . . ?
C22 C23 C26 C27 -1.1(6) . . . . ?
C23 C26 C27 C28 5.2(7) . . . . ?
C23 C26 C27 C29 -176.4(4) . . . . ?
C26 C27 C29 O3 -0.5(7) . . . . ?
C28 C27 C29 O3 178.0(5) . . . . ?
C26 C27 C29 O4 179.1(4) . . . . ?
C28 C27 C29 O4 -2.4(6) . . . . ?
O2 C2 O1 C1 1.0(6) . . . . ?
C3 C2 O1 C1 -179.8(4) . . . . ?
O3 C29 O4 C30 -1.9(7) . . . . ?
C27 C29 O4 C30 178.5(4) . . . . ?
C8 C9 Si1 C12 -33.9(3) . . . . ?
C10 C9 Si1 C12 150.9(3) . . . . ?
C8 C9 Si1 C13 -153.6(3) . . . . ?
C10 C9 Si1 C13 31.2(3) . . . . ?
C8 C9 Si1 Si2 89.4(3) . . . . ?
C10 C9 Si1 Si2 -85.8(3) . . . . ?
C21 C20 Si4 C18 -40.6(3) . . . . ?
C25 C20 Si4 C18 146.2(3) . . . . ?
C21 C20 Si4 C19 -160.9(3) . . . . ?
C25 C20 Si4 C19 26.0(3) . . . . ?
C21 C20 Si4 Si3 77.8(3) . . . . ?
C25 C20 Si4 Si3 -95.3(3) . . . . ?

_refine_diff_density_max         0.968
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.077

_shelxl_version_number           2013-2



####################################################################### 
# 
# 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_Si6C1
_database_code_depnum_ccdc_archive 'CCDC 1030987'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H52 N2 O4 Si6'
_chemical_formula_sum            'C34 H52 N2 O4 Si6'
_chemical_formula_weight         721.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.6514(2)
_cell_length_b                   11.8373(4)
_cell_length_c                   20.4256(6)
_cell_angle_alpha                82.751(3)
_cell_angle_beta                 87.339(2)
_cell_angle_gamma                86.175(2)
_cell_volume                     2068.90(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    7030
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      71.81

_exptl_crystal_description       lath
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_F_000             772
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    2.172
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.668
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            28024
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_av_R_equivalents  0.0906
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.771
_diffrn_reflns_theta_max         71.743
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8119
_reflns_number_gt                6072
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL v6.10 (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL v6.10 (Sheldrick, 2008)'

_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)+(0.1019P)²+0.0878P]
 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         8119
_refine_ls_number_parameters     430
_refine_ls_number_restraints     93
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0643
_refine_ls_wR_factor_ref         0.1887
_refine_ls_wR_factor_gt          0.1681
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.040
_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_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
C1 C -0.0948(6) 0.8878(4) 0.9474(2) 0.0809(16) Uani 1 1 d . . . . .
H1A H -0.1958 0.8562 0.9445 0.121 Uiso 1 1 calc R U . . .
H1B H -0.1002 0.9683 0.9287 0.121 Uiso 1 1 calc R U . . .
H1C H -0.0672 0.8813 0.9938 0.121 Uiso 1 1 calc R U . . .
O1 O 0.0210(4) 0.8255(2) 0.91104(14) 0.0599(8) Uani 1 1 d . . . . .
C2 C 0.0346(4) 0.7130(3) 0.93046(17) 0.0429(8) Uani 1 1 d . . . . .
O2 O -0.0379(3) 0.6645(2) 0.97493(12) 0.0497(6) Uani 1 1 d . . . . .
C3 C 0.1573(4) 0.6572(3) 0.88864(15) 0.0383(7) Uani 1 1 d . . . . .
C4 C 0.2368(5) 0.7300(3) 0.83864(18) 0.0516(9) Uani 1 1 d . . . . .
N1 N 0.3020(6) 0.7893(3) 0.80025(18) 0.0765(12) Uani 1 1 d . . . . .
C5 C 0.1838(3) 0.5423(3) 0.90002(14) 0.0331(6) Uani 1 1 d . . . . .
H5 H 0.1258 0.5066 0.9366 0.040 Uiso 1 1 calc R U . . .
C6 C 0.2858(3) 0.4645(3) 0.86585(14) 0.0311(6) Uani 1 1 d . . . . .
C7 C 0.2809(3) 0.3486(3) 0.88913(14) 0.0341(6) Uani 1 1 d . . . . .
H7 H 0.2177 0.3254 0.9271 0.041 Uiso 1 1 calc R U . . .
C8 C 0.3666(3) 0.2673(3) 0.85770(14) 0.0338(6) Uani 1 1 d . . . . .
H8 H 0.3615 0.1890 0.8746 0.041 Uiso 1 1 calc R U . . .
C9 C 0.4611(3) 0.2977(3) 0.80142(13) 0.0293(6) Uani 1 1 d . . . . .
C10 C 0.4668(3) 0.4141(3) 0.77953(14) 0.0326(6) Uani 1 1 d . . . . .
H10 H 0.5318 0.4375 0.7422 0.039 Uiso 1 1 calc R U . . .
C11 C 0.3813(4) 0.4959(3) 0.81020(15) 0.0347(6) Uani 1 1 d . . . . .
H11 H 0.3872 0.5742 0.7935 0.042 Uiso 1 1 calc R U . . .
Si1 Si 0.56206(8) 0.18498(7) 0.75456(3) 0.02635(19) Uani 1 1 d . . . . .
C12 C 0.7460(3) 0.2382(3) 0.71368(15) 0.0370(7) Uani 1 1 d . . . . .
H12A H 0.7234 0.3115 0.6867 0.056 Uiso 1 1 calc R U . . .
H12B H 0.7919 0.1828 0.6854 0.056 Uiso 1 1 calc R U . . .
H12C H 0.8190 0.2483 0.7475 0.056 Uiso 1 1 calc R U . . .
C13 C 0.6098(4) 0.0538(3) 0.81391(15) 0.0396(7) Uani 1 1 d . . . . .
H13A H 0.6509 0.0761 0.8540 0.059 Uiso 1 1 calc R U . . .
H13B H 0.6876 0.0042 0.7932 0.059 Uiso 1 1 calc R U . . .
H13C H 0.5157 0.0127 0.8255 0.059 Uiso 1 1 calc R U . . .
Si2 Si 0.38450(9) 0.13668(7) 0.68068(4) 0.02762(19) Uani 1 1 d . . . . .
C14 C 0.4424(5) -0.0134(3) 0.66265(16) 0.0466(8) Uani 1 1 d . . . . .
H14A H 0.4521 -0.0640 0.7043 0.070 Uiso 1 1 calc R U . . .
H14B H 0.5420 -0.0140 0.6378 0.070 Uiso 1 1 calc R U . . .
H14C H 0.3631 -0.0400 0.6365 0.070 Uiso 1 1 calc R U . . .
C15 C 0.1899(4) 0.1359(4) 0.72540(18) 0.0541(10) Uani 1 1 d . . . . .
H15A H 0.1137 0.1091 0.6978 0.081 Uiso 1 1 calc R U . . .
H15B H 0.1576 0.2134 0.7348 0.081 Uiso 1 1 calc R U . . .
H15C H 0.1969 0.0849 0.7670 0.081 Uiso 1 1 calc R U . . .
Si3 Si 0.37587(8) 0.26195(6) 0.58201(3) 0.02327(18) Uani 1 1 d . . . . .
C16 C 0.5751(3) 0.2683(3) 0.54074(16) 0.0416(8) Uani 1 1 d . . . . .
H16A H 0.5721 0.3253 0.5015 0.062 Uiso 1 1 calc R U . . .
H16B H 0.6085 0.1934 0.5276 0.062 Uiso 1 1 calc R U . . .
H16C H 0.6483 0.2896 0.5716 0.062 Uiso 1 1 calc R U . . .
C17 C 0.3077(4) 0.4088(3) 0.60161(18) 0.0463(9) Uani 1 1 d . . . . .
H17A H 0.3776 0.4337 0.6326 0.069 Uiso 1 1 calc R U . . .
H17B H 0.2025 0.4069 0.6216 0.069 Uiso 1 1 calc R U . . .
H17C H 0.3074 0.4623 0.5609 0.069 Uiso 1 1 calc R U . . .
Si4 Si 0.20443(7) 0.20218(6) 0.50918(3) 0.02121(18) Uani 1 1 d . . . . .
C18 C 0.2549(4) 0.0484(2) 0.49663(15) 0.0371(7) Uani 1 1 d . . . . .
H18A H 0.2397 -0.0005 0.5386 0.056 Uiso 1 1 calc R U . . .
H18B H 0.3634 0.0398 0.4811 0.056 Uiso 1 1 calc R U . . .
H18C H 0.1877 0.0261 0.4637 0.056 Uiso 1 1 calc R U . . .
C19 C 0.0001(3) 0.2130(3) 0.54476(15) 0.0342(6) Uani 1 1 d . . . . .
H19A H -0.0708 0.1885 0.5140 0.051 Uiso 1 1 calc R U . . .
H19B H -0.0283 0.2923 0.5517 0.051 Uiso 1 1 calc R U . . .
H19C H -0.0068 0.1639 0.5870 0.051 Uiso 1 1 calc R U . . .
Si5 Si 0.21097(8) 0.31559(6) 0.40637(3) 0.02213(18) Uani 1 1 d . . . . .
C20 C 0.4105(3) 0.3203(3) 0.36624(15) 0.0334(6) Uani 1 1 d . . . . .
H20A H 0.4044 0.3607 0.3214 0.050 Uiso 1 1 calc R U . . .
H20B H 0.4546 0.2423 0.3642 0.050 Uiso 1 1 calc R U . . .
H20C H 0.4767 0.3603 0.3922 0.050 Uiso 1 1 calc R U . . .
C21 C 0.1412(4) 0.4670(2) 0.41816(15) 0.0342(6) Uani 1 1 d . . . . .
H21A H 0.2161 0.5001 0.4436 0.051 Uiso 1 1 calc R U . . .
H21B H 0.0403 0.4666 0.4420 0.051 Uiso 1 1 calc R U . . .
H21C H 0.1310 0.5127 0.3749 0.051 Uiso 1 1 calc R U . . .
Si6 Si 0.04556(8) 0.25434(6) 0.33139(3) 0.02441(18) Uani 1 1 d . . . . .
C22 C 0.0782(4) 0.0993(3) 0.32036(16) 0.0400(7) Uani 1 1 d . . . . .
H22A H 0.0201 0.0834 0.2828 0.060 Uiso 1 1 calc R U . . .
H22B H 0.0425 0.0525 0.3605 0.060 Uiso 1 1 calc R U . . .
H22C H 0.1890 0.0813 0.3120 0.060 Uiso 1 1 calc R U . . .
C23 C -0.1635(3) 0.2853(3) 0.35454(15) 0.0344(6) Uani 1 1 d . . . . .
H23A H -0.1813 0.3664 0.3597 0.052 Uiso 1 1 calc R U . . .
H23B H -0.1903 0.2391 0.3963 0.052 Uiso 1 1 calc R U . . .
H23C H -0.2283 0.2668 0.3198 0.052 Uiso 1 1 calc R U . . .
C24 C 0.1016(3) 0.3430(3) 0.25192(13) 0.0299(6) Uani 1 1 d . U . . .
C25 C 0.2131(4) 0.3024(3) 0.20714(15) 0.0390(7) Uani 1 1 d . U . . .
H25 H 0.2508 0.2247 0.2138 0.047 Uiso 1 1 calc R U . . .
C26 C 0.2696(4) 0.3732(3) 0.15331(16) 0.0458(8) Uani 1 1 d . U . . .
H26 H 0.3450 0.3433 0.1237 0.055 Uiso 1 1 calc R U . . .
C27 C 0.2179(4) 0.4866(3) 0.14213(15) 0.0435(8) Uani 1 1 d . U . . .
C28 C 0.1029(4) 0.5276(3) 0.18518(15) 0.0413(7) Uani 1 1 d . U . . .
H28 H 0.0630 0.6046 0.1775 0.050 Uiso 1 1 calc R U . . .
C29 C 0.0472(3) 0.4568(3) 0.23874(14) 0.0353(7) Uani 1 1 d . U . . .
H29 H -0.0304 0.4865 0.2675 0.042 Uiso 1 1 calc R U . . .
C30 C 0.2920(4) 0.5584(4) 0.08724(15) 0.0542(10) Uani 1 1 d . U . . .
H30 H 0.3667 0.5187 0.0616 0.065 Uiso 1 1 calc R U . . .
C31 C 0.2720(5) 0.6705(4) 0.06716(17) 0.0594(11) Uani 1 1 d . U . . .
C32 C 0.1594(6) 0.7474(4) 0.09458(19) 0.0642(12) Uani 1 1 d . U . . .
N2 N 0.0700(6) 0.8112(4) 0.1152(2) 0.0779(13) Uani 1 1 d . U . . .
C33 C 0.3735(6) 0.7214(5) 0.01100(19) 0.0751(14) Uani 1 1 d . U . . .
O3 O 0.4686(4) 0.6709(4) -0.01918(15) 0.0884(13) Uani 1 1 d . U . . .
O4 O 0.3360(5) 0.8358(4) 0.00009(15) 0.0951(13) Uani 1 1 d . U . . .
C34 C 0.4242(9) 0.8959(6) -0.0541(2) 0.127(3) Uani 1 1 d . U . . .
H34A H 0.5353 0.8809 -0.0470 0.191 Uiso 1 1 calc R U . . .
H34B H 0.3976 0.9780 -0.0564 0.191 Uiso 1 1 calc R U . . .
H34C H 0.3992 0.8693 -0.0957 0.191 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
C1 O1 1.439(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O1 C2 1.340(4) . ?
C2 O2 1.188(5) . ?
C2 C3 1.502(5) . ?
C3 C5 1.356(4) . ?
C3 C4 1.432(5) . ?
C4 N1 1.139(5) . ?
C5 C6 1.453(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(4) . ?
C6 C11 1.400(4) . ?
C7 C8 1.380(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.402(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(4) . ?
C9 Si1 1.884(3) . ?
C10 C11 1.375(4) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
Si1 C12 1.872(3) . ?
Si1 C13 1.881(3) . ?
Si1 Si2 2.3481(10) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
Si2 C15 1.878(3) . ?
Si2 C14 1.890(3) . ?
Si2 Si3 2.3476(10) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
Si3 C17 1.884(3) . ?
Si3 C16 1.885(3) . ?
Si3 Si4 2.3504(9) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
Si4 C19 1.882(3) . ?
Si4 C18 1.890(3) . ?
Si4 Si5 2.3458(10) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
Si5 C20 1.878(3) . ?
Si5 C21 1.894(3) . ?
Si5 Si6 2.3541(9) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
Si6 C23 1.872(3) . ?
Si6 C22 1.878(3) . ?
Si6 C24 1.880(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C29 1.395(4) . ?
C24 C25 1.402(4) . ?
C25 C26 1.387(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.400(5) . ?
C27 C30 1.468(4) . ?
C28 C29 1.380(4) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C31 1.341(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.432(7) . ?
C31 C33 1.501(5) . ?
C32 N2 1.148(7) . ?
C33 O3 1.181(7) . ?
C33 O4 1.364(7) . ?
O4 C34 1.453(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 O1 C1 114.9(4) . . ?
O2 C2 O1 125.1(3) . . ?
O2 C2 C3 124.9(3) . . ?
O1 C2 C3 110.1(3) . . ?
C5 C3 C4 124.7(3) . . ?
C5 C3 C2 118.3(3) . . ?
C4 C3 C2 117.0(3) . . ?
N1 C4 C3 178.0(4) . . ?
C3 C5 C6 131.0(3) . . ?
C3 C5 H5 114.5 . . ?
C6 C5 H5 114.5 . . ?
C7 C6 C11 118.2(3) . . ?
C7 C6 C5 116.4(3) . . ?
C11 C6 C5 125.4(3) . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C9 121.5(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 116.9(3) . . ?
C10 C9 Si1 122.2(2) . . ?
C8 C9 Si1 120.7(2) . . ?
C11 C10 C9 122.2(3) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C10 C11 C6 120.4(3) . . ?
C10 C11 H11 119.8 . . ?
C6 C11 H11 119.8 . . ?
C12 Si1 C13 109.03(15) . . ?
C12 Si1 C9 109.95(14) . . ?
C13 Si1 C9 109.09(14) . . ?
C12 Si1 Si2 113.91(10) . . ?
C13 Si1 Si2 107.66(11) . . ?
C9 Si1 Si2 107.08(9) . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 Si2 C14 108.37(19) . . ?
C15 Si2 Si3 110.83(13) . . ?
C14 Si2 Si3 110.22(11) . . ?
C15 Si2 Si1 106.70(12) . . ?
C14 Si2 Si1 107.32(11) . . ?
Si3 Si2 Si1 113.19(4) . . ?
Si2 C14 H14A 109.5 . . ?
Si2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 Si3 C16 108.92(17) . . ?
C17 Si3 Si2 108.94(12) . . ?
C16 Si3 Si2 110.05(10) . . ?
C17 Si3 Si4 109.04(10) . . ?
C16 Si3 Si4 109.03(11) . . ?
Si2 Si3 Si4 110.83(4) . . ?
Si3 C16 H16A 109.5 . . ?
Si3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si3 C17 H17A 109.5 . . ?
Si3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 Si4 C18 108.16(15) . . ?
C19 Si4 Si5 107.78(9) . . ?
C18 Si4 Si5 109.13(10) . . ?
C19 Si4 Si3 109.87(10) . . ?
C18 Si4 Si3 110.19(10) . . ?
Si5 Si4 Si3 111.61(4) . . ?
Si4 C18 H18A 109.5 . . ?
Si4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si4 C19 H19A 109.5 . . ?
Si4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C20 Si5 C21 107.63(14) . . ?
C20 Si5 Si4 113.05(10) . . ?
C21 Si5 Si4 108.97(10) . . ?
C20 Si5 Si6 107.77(10) . . ?
C21 Si5 Si6 106.79(10) . . ?
Si4 Si5 Si6 112.34(4) . . ?
Si5 C20 H20A 109.5 . . ?
Si5 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si5 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Si5 C21 H21A 109.5 . . ?
Si5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 Si6 C22 109.22(15) . . ?
C23 Si6 C24 110.61(13) . . ?
C22 Si6 C24 108.88(14) . . ?
C23 Si6 Si5 111.75(10) . . ?
C22 Si6 Si5 114.07(11) . . ?
C24 Si6 Si5 102.09(9) . . ?
Si6 C22 H22A 109.5 . . ?
Si6 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si6 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si6 C23 H23A 109.5 . . ?
Si6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 116.9(3) . . ?
C29 C24 Si6 121.0(2) . . ?
C25 C24 Si6 121.7(2) . . ?
C26 C25 C24 121.4(3) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C25 120.9(3) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 118.4(3) . . ?
C26 C27 C30 117.7(4) . . ?
C28 C27 C30 123.8(4) . . ?
C29 C28 C27 120.5(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C24 121.9(3) . . ?
C28 C29 H29 119.0 . . ?
C24 C29 H29 119.0 . . ?
C31 C30 C27 130.9(4) . . ?
C31 C30 H30 114.6 . . ?
C27 C30 H30 114.6 . . ?
C30 C31 C32 125.3(4) . . ?
C30 C31 C33 118.4(5) . . ?
C32 C31 C33 116.2(4) . . ?
N2 C32 C31 178.2(4) . . ?
O3 C33 O4 125.7(4) . . ?
O3 C33 C31 125.8(5) . . ?
O4 C33 C31 108.4(5) . . ?
C33 O4 C34 114.3(5) . . ?
O4 C34 H34A 109.5 . . ?
O4 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O4 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
C1 O1 C2 O2 -1.7(5) . . . . ?
C1 O1 C2 C3 179.4(3) . . . . ?
O2 C2 C3 C5 3.1(5) . . . . ?
O1 C2 C3 C5 -178.1(3) . . . . ?
O2 C2 C3 C4 -177.8(3) . . . . ?
O1 C2 C3 C4 1.1(4) . . . . ?
C4 C3 C5 C6 -3.4(5) . . . . ?
C2 C3 C5 C6 175.7(3) . . . . ?
C3 C5 C6 C7 -177.5(3) . . . . ?
C3 C5 C6 C11 -0.8(5) . . . . ?
C11 C6 C7 C8 -0.7(4) . . . . ?
C5 C6 C7 C8 176.3(3) . . . . ?
C6 C7 C8 C9 -0.2(4) . . . . ?
C7 C8 C9 C10 1.3(4) . . . . ?
C7 C8 C9 Si1 -174.1(2) . . . . ?
C8 C9 C10 C11 -1.6(4) . . . . ?
Si1 C9 C10 C11 173.7(2) . . . . ?
C9 C10 C11 C6 0.8(4) . . . . ?
C7 C6 C11 C10 0.4(4) . . . . ?
C5 C6 C11 C10 -176.3(3) . . . . ?
C10 C9 Si1 C12 33.8(3) . . . . ?
C8 C9 Si1 C12 -151.1(2) . . . . ?
C10 C9 Si1 C13 153.3(2) . . . . ?
C8 C9 Si1 C13 -31.5(3) . . . . ?
C10 C9 Si1 Si2 -90.4(2) . . . . ?
C8 C9 Si1 Si2 84.7(2) . . . . ?
C23 Si6 C24 C29 40.3(3) . . . . ?
C22 Si6 C24 C29 160.3(2) . . . . ?
Si5 Si6 C24 C29 -78.7(2) . . . . ?
C23 Si6 C24 C25 -147.3(2) . . . . ?
C22 Si6 C24 C25 -27.3(3) . . . . ?
Si5 Si6 C24 C25 93.6(2) . . . . ?
C29 C24 C25 C26 1.7(4) . . . . ?
Si6 C24 C25 C26 -170.9(2) . . . . ?
C24 C25 C26 C27 0.2(5) . . . . ?
C25 C26 C27 C28 -2.2(4) . . . . ?
C25 C26 C27 C30 175.2(3) . . . . ?
C26 C27 C28 C29 2.3(4) . . . . ?
C30 C27 C28 C29 -175.0(3) . . . . ?
C27 C28 C29 C24 -0.4(4) . . . . ?
C25 C24 C29 C28 -1.6(4) . . . . ?
Si6 C24 C29 C28 171.1(2) . . . . ?
C26 C27 C30 C31 -176.1(3) . . . . ?
C28 C27 C30 C31 1.1(5) . . . . ?
C27 C30 C31 C32 -4.4(6) . . . . ?
C27 C30 C31 C33 176.2(3) . . . . ?
C30 C31 C33 O3 2.3(6) . . . . ?
C32 C31 C33 O3 -177.2(4) . . . . ?
C30 C31 C33 O4 -178.5(3) . . . . ?
C32 C31 C33 O4 2.0(4) . . . . ?
O3 C33 O4 C34 0.2(6) . . . . ?
C31 C33 O4 C34 -178.9(4) . . . . ?

_refine_diff_density_max         1.152
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.096

_shelxl_version_number           2013-2



