# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_sa1
_audit_block_doi                 10.5517/cc11qvtf
_database_code_depnum_ccdc_archive 'CCDC 975285'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1038/ncomms7070 2015
_audit_update_record             
;
2013-12-04 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;
# structure Linda JW Shimom, WIS
# Alex Szpilman, Technion 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C48 H70 N O3 Si2), 0.5(C6 H14)'
_chemical_formula_sum            'C49.50 H73.50 N O3 Si2'
_chemical_formula_weight         786.77

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   15.8707(3)
_cell_length_b                   37.2414(7)
_cell_length_c                   21.2432(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 131.6830(10)
_cell_angle_gamma                90.00
_cell_volume                     9377.1(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    80183
_cell_measurement_theta_min      2.09
_cell_measurement_theta_max      27.59

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3436
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9829
_exptl_absorpt_correction_T_max  0.9908
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker KappaApexII CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            80183
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_sigmaI/netI    0.0665
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         27.59
_reflns_number_total             21575
_reflns_number_gt                14626
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Apex2'
_computing_cell_refinement       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0819P)²+6.2093P] 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         21575
_refine_ls_number_parameters     1103
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0619
_refine_ls_wR_factor_ref         0.1738
_refine_ls_wR_factor_gt          0.1528
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si -0.39993(5) 0.138401(17) -0.27235(4) 0.02072(14) Uani 1 1 d . . .
Si2 Si -0.07594(5) 0.389001(17) -0.16619(4) 0.01985(14) Uani 1 1 d . . .
O1 O -0.41508(14) 0.18093(4) -0.30227(10) 0.0228(4) Uani 1 1 d . . .
O2 O -0.15873(14) 0.35307(4) -0.21394(10) 0.0220(3) Uani 1 1 d . . .
O3 O -0.46641(13) 0.29963(4) -0.41185(10) 0.0192(3) Uani 1 1 d . . .
N1 N -0.37852(15) 0.27698(5) -0.39553(11) 0.0158(4) Uani 1 1 d . . .
C1 C -0.37800(18) 0.21222(6) -0.25711(13) 0.0179(4) Uani 1 1 d . . .
C2 C -0.36245(19) 0.21462(6) -0.18356(14) 0.0206(5) Uani 1 1 d . . .
H2 H -0.3802 0.1946 -0.1665 0.025 Uiso 1 1 calc R . .
C3 C -0.32199(19) 0.24550(6) -0.13671(14) 0.0196(5) Uani 1 1 d . . .
H3 H -0.3164 0.2474 -0.0894 0.024 Uiso 1 1 calc R . .
C4 C -0.28847(18) 0.27464(6) -0.15864(13) 0.0175(4) Uani 1 1 d . . .
C5 C -0.30504(17) 0.27222(6) -0.23301(13) 0.0158(4) Uani 1 1 d . . .
C6 C -0.35983(18) 0.24154(6) -0.28651(13) 0.0160(4) Uani 1 1 d . . .
C7 C -0.23570(19) 0.30554(6) -0.10732(14) 0.0206(5) Uani 1 1 d . . .
H7 H -0.2277 0.3079 -0.0591 0.025 Uiso 1 1 calc R . .
C8 C -0.1961(2) 0.33201(6) -0.12620(14) 0.0224(5) Uani 1 1 d . . .
H8 H -0.1626 0.3529 -0.0920 0.027 Uiso 1 1 calc R . .
C9 C -0.20496(18) 0.32830(6) -0.19672(14) 0.0181(4) Uani 1 1 d . . .
C10 C -0.25850(17) 0.29912(6) -0.24969(13) 0.0159(4) Uani 1 1 d . . .
C11 C -0.4431(2) 0.11179(7) -0.36439(17) 0.0314(6) Uani 1 1 d . . .
H11 H -0.4404 0.0860 -0.3503 0.038 Uiso 1 1 calc R . .
C12 C -0.5640(3) 0.11911(8) -0.44665(17) 0.0411(7) Uani 1 1 d . . .
H12A H -0.5726 0.1447 -0.4605 0.062 Uiso 1 1 calc R . .
H12B H -0.6172 0.1123 -0.4397 0.062 Uiso 1 1 calc R . .
H12C H -0.5797 0.1049 -0.4923 0.062 Uiso 1 1 calc R . .
C13 C -0.3560(3) 0.11633(10) -0.3745(2) 0.0511(8) Uani 1 1 d . . .
H13A H -0.3777 0.1013 -0.4211 0.077 Uiso 1 1 calc R . .
H13B H -0.2813 0.1091 -0.3223 0.077 Uiso 1 1 calc R . .
H13C H -0.3537 0.1415 -0.3865 0.077 Uiso 1 1 calc R . .
C14 C -0.4962(2) 0.12936(7) -0.25053(17) 0.0297(6) Uani 1 1 d . . .
H14 H -0.4547 0.1371 -0.1912 0.036 Uiso 1 1 calc R . .
C15 C -0.5232(3) 0.08955(8) -0.2560(2) 0.0419(7) Uani 1 1 d . . .
H15A H -0.5617 0.0858 -0.2348 0.063 Uiso 1 1 calc R . .
H15B H -0.4529 0.0757 -0.2219 0.063 Uiso 1 1 calc R . .
H15C H -0.5722 0.0817 -0.3148 0.063 Uiso 1 1 calc R . .
C16 C -0.6048(2) 0.15139(8) -0.30744(18) 0.0374(7) Uani 1 1 d . . .
H16A H -0.6457 0.1456 -0.3665 0.056 Uiso 1 1 calc R . .
H16B H -0.5862 0.1770 -0.2977 0.056 Uiso 1 1 calc R . .
H16C H -0.6522 0.1457 -0.2945 0.056 Uiso 1 1 calc R . .
C17 C -0.2486(2) 0.12743(8) -0.17498(18) 0.0360(6) Uani 1 1 d . . .
H17 H -0.2327 0.1035 -0.1865 0.043 Uiso 1 1 calc R . .
C18 C -0.1634(2) 0.15286(8) -0.1609(2) 0.0436(7) Uani 1 1 d . . .
H18A H -0.1695 0.1763 -0.1433 0.065 Uiso 1 1 calc R . .
H18B H -0.1781 0.1555 -0.2133 0.065 Uiso 1 1 calc R . .
H18C H -0.0873 0.1432 -0.1168 0.065 Uiso 1 1 calc R . .
C19 C -0.2265(3) 0.12256(10) -0.0928(2) 0.0525(9) Uani 1 1 d . . .
H19A H -0.1480 0.1153 -0.0472 0.079 Uiso 1 1 calc R . .
H19B H -0.2770 0.1040 -0.1012 0.079 Uiso 1 1 calc R . .
H19C H -0.2405 0.1453 -0.0779 0.079 Uiso 1 1 calc R . .
C20 C -0.0044(2) 0.39320(7) -0.20902(17) 0.0305(6) Uani 1 1 d . . .
H20 H 0.0667 0.3789 -0.1705 0.037 Uiso 1 1 calc R . .
C21 C -0.0701(3) 0.37724(8) -0.29653(19) 0.0399(7) Uani 1 1 d . . .
H21A H -0.1423 0.3898 -0.3368 0.060 Uiso 1 1 calc R . .
H21B H -0.0840 0.3517 -0.2955 0.060 Uiso 1 1 calc R . .
H21C H -0.0264 0.3799 -0.3136 0.060 Uiso 1 1 calc R . .
C22 C 0.0327(3) 0.43208(8) -0.2065(2) 0.0446(8) Uani 1 1 d . . .
H22A H 0.0806 0.4318 -0.2203 0.067 Uiso 1 1 calc R . .
H22B H 0.0751 0.4421 -0.1499 0.067 Uiso 1 1 calc R . .
H22C H -0.0342 0.4469 -0.2477 0.067 Uiso 1 1 calc R . .
C23 C 0.03506(19) 0.38125(6) -0.04892(15) 0.0243(5) Uani 1 1 d . . .
H23 H -0.0027 0.3826 -0.0256 0.029 Uiso 1 1 calc R . .
C24 C 0.1262(2) 0.41054(7) -0.00574(17) 0.0325(6) Uani 1 1 d . . .
H24A H 0.1799 0.4068 0.0554 0.049 Uiso 1 1 calc R . .
H24B H 0.0907 0.4342 -0.0188 0.049 Uiso 1 1 calc R . .
H24C H 0.1661 0.4094 -0.0263 0.049 Uiso 1 1 calc R . .
C25 C 0.0895(2) 0.34399(7) -0.02769(17) 0.0358(6) Uani 1 1 d . . .
H25A H 0.1275 0.3420 -0.0497 0.054 Uiso 1 1 calc R . .
H25B H 0.0311 0.3255 -0.0535 0.054 Uiso 1 1 calc R . .
H25C H 0.1448 0.3407 0.0336 0.054 Uiso 1 1 calc R . .
C26 C -0.1647(2) 0.42909(6) -0.19185(15) 0.0256(5) Uani 1 1 d . . .
H26 H -0.1131 0.4503 -0.1642 0.031 Uiso 1 1 calc R . .
C27 C -0.2241(2) 0.42642(8) -0.15726(19) 0.0353(6) Uani 1 1 d . . .
H27A H -0.2651 0.4488 -0.1693 0.053 Uiso 1 1 calc R . .
H27B H -0.1678 0.4225 -0.0962 0.053 Uiso 1 1 calc R . .
H27C H -0.2773 0.4063 -0.1842 0.053 Uiso 1 1 calc R . .
C28 C -0.2534(2) 0.43707(7) -0.28694(17) 0.0350(6) Uani 1 1 d . . .
H28A H -0.3025 0.4161 -0.3167 0.053 Uiso 1 1 calc R . .
H28B H -0.2154 0.4424 -0.3079 0.053 Uiso 1 1 calc R . .
H28C H -0.2989 0.4578 -0.2968 0.053 Uiso 1 1 calc R . .
C29 C -0.38696(18) 0.24116(6) -0.36979(13) 0.0163(4) Uani 1 1 d . . .
H29 H -0.3270 0.2262 -0.3601 0.020 Uiso 1 1 calc R . .
C30 C -0.49933(19) 0.22509(6) -0.44731(13) 0.0185(5) Uani 1 1 d . . .
C31 C -0.4999(2) 0.20958(6) -0.50844(14) 0.0223(5) Uani 1 1 d . . .
C32 C -0.6004(2) 0.19596(6) -0.58275(15) 0.0280(6) Uani 1 1 d . . .
H32 H -0.6001 0.1857 -0.6235 0.034 Uiso 1 1 calc R . .
C33 C -0.7001(2) 0.19694(7) -0.59909(15) 0.0306(6) Uani 1 1 d . . .
C34 C -0.6991(2) 0.21272(6) -0.53975(15) 0.0266(5) Uani 1 1 d . . .
H34 H -0.7676 0.2138 -0.5506 0.032 Uiso 1 1 calc R . .
C35 C -0.60081(19) 0.22719(6) -0.46395(14) 0.0208(5) Uani 1 1 d . . .
C36 C -0.3957(2) 0.20819(7) -0.49744(17) 0.0296(6) Uani 1 1 d . . .
H36A H -0.4156 0.1987 -0.5489 0.044 Uiso 1 1 calc R . .
H36B H -0.3394 0.1925 -0.4498 0.044 Uiso 1 1 calc R . .
H36C H -0.3646 0.2324 -0.4865 0.044 Uiso 1 1 calc R . .
C37 C -0.8076(3) 0.18170(9) -0.68013(18) 0.0473(8) Uani 1 1 d . . .
H37A H -0.8001 0.1556 -0.6809 0.071 Uiso 1 1 calc R . .
H37B H -0.8212 0.1925 -0.7283 0.071 Uiso 1 1 calc R . .
H37C H -0.8711 0.1871 -0.6837 0.071 Uiso 1 1 calc R . .
C38 C -0.6143(2) 0.24479(7) -0.40708(15) 0.0247(5) Uani 1 1 d . . .
H38A H -0.5873 0.2284 -0.3608 0.037 Uiso 1 1 calc R . .
H38B H -0.6941 0.2503 -0.4395 0.037 Uiso 1 1 calc R . .
H38C H -0.5702 0.2670 -0.3840 0.037 Uiso 1 1 calc R . .
C39 C -0.27206(17) 0.29580(6) -0.32682(13) 0.0155(4) Uani 1 1 d . . .
H39 H -0.2812 0.3209 -0.3474 0.019 Uiso 1 1 calc R . .
C40 C -0.18004(18) 0.27863(6) -0.32210(13) 0.0170(4) Uani 1 1 d . . .
C41 C -0.09377(19) 0.25569(6) -0.25797(14) 0.0211(5) Uani 1 1 d . . .
C42 C -0.0224(2) 0.23975(7) -0.26694(15) 0.0248(5) Uani 1 1 d . . .
H42 H 0.0350 0.2240 -0.2240 0.030 Uiso 1 1 calc R . .
C43 C -0.0315(2) 0.24591(7) -0.33542(16) 0.0250(5) Uani 1 1 d . . .
C44 C -0.1148(2) 0.26944(6) -0.39679(15) 0.0226(5) Uani 1 1 d . . .
H44 H -0.1216 0.2745 -0.4438 0.027 Uiso 1 1 calc R . .
C45 C -0.18845(18) 0.28578(6) -0.39162(14) 0.0184(5) Uani 1 1 d . . .
C46 C -0.0707(2) 0.24662(7) -0.17825(15) 0.0273(5) Uani 1 1 d . . .
H46A H -0.0589 0.2688 -0.1485 0.041 Uiso 1 1 calc R . .
H46B H -0.0031 0.2316 -0.1418 0.041 Uiso 1 1 calc R . .
H46C H -0.1354 0.2336 -0.1928 0.041 Uiso 1 1 calc R . .
C47 C 0.0477(2) 0.22829(8) -0.34242(19) 0.0378(7) Uani 1 1 d . . .
H47A H 0.0053 0.2208 -0.4009 0.057 Uiso 1 1 calc R . .
H47B H 0.0825 0.2072 -0.3055 0.057 Uiso 1 1 calc R . .
H47C H 0.1066 0.2454 -0.3254 0.057 Uiso 1 1 calc R . .
C48 C -0.2769(2) 0.31091(6) -0.46244(15) 0.0229(5) Uani 1 1 d . . .
H48A H -0.2663 0.3130 -0.5028 0.034 Uiso 1 1 calc R . .
H48B H -0.2692 0.3346 -0.4392 0.034 Uiso 1 1 calc R . .
H48C H -0.3522 0.3013 -0.4911 0.034 Uiso 1 1 calc R . .
Si3 Si -0.89462(6) 0.074298(19) -1.25233(4) 0.02495(16) Uani 1 1 d . B .
Si4 Si -0.50081(7) 0.03969(2) -0.65938(5) 0.03461(19) Uani 1 1 d D . .
O4 O -0.76405(13) 0.08018(4) -1.15974(9) 0.0224(4) Uani 1 1 d . . .
O5 O -0.48951(14) 0.05693(4) -0.72578(10) 0.0240(4) Uani 1 1 d . C .
O6 O -0.45759(13) 0.12508(4) -0.88271(10) 0.0238(4) Uani 1 1 d . . .
N2 N -0.56988(15) 0.12797(5) -0.91343(11) 0.0192(4) Uani 1 1 d . C .
C49 C -0.7016(2) 0.05904(6) -1.08858(14) 0.0210(5) Uani 1 1 d . . .
C50 C -0.6910(2) 0.02199(6) -1.09529(15) 0.0268(5) Uani 1 1 d . . .
H50 H -0.7258 0.0118 -1.1487 0.032 Uiso 1 1 calc R . .
C51 C -0.6311(2) 0.00066(7) -1.02565(16) 0.0280(5) Uani 1 1 d . . .
H51 H -0.6212 -0.0241 -1.0303 0.034 Uiso 1 1 calc R . .
C52 C -0.5839(2) 0.01501(6) -0.94685(15) 0.0225(5) Uani 1 1 d . . .
C53 C -0.59292(19) 0.05246(6) -0.93956(14) 0.0188(5) Uani 1 1 d . . .
C54 C -0.64625(18) 0.07514(6) -1.01176(14) 0.0175(4) Uani 1 1 d . . .
C55 C -0.5332(2) -0.00701(6) -0.87552(16) 0.0268(5) Uani 1 1 d . . .
H55 H -0.5217 -0.0318 -0.8783 0.032 Uiso 1 1 calc R . .
C56 C -0.5006(2) 0.00673(7) -0.80278(16) 0.0259(5) Uani 1 1 d . C .
H56 H -0.4666 -0.0085 -0.7554 0.031 Uiso 1 1 calc R . .
C57 C -0.51713(19) 0.04338(6) -0.79754(14) 0.0206(5) Uani 1 1 d . . .
C58 C -0.55975(18) 0.06667(6) -0.86344(14) 0.0174(4) Uani 1 1 d . C .
C59 C -0.8941(2) 0.03751(7) -1.31304(16) 0.0307(6) Uani 1 1 d . . .
H59 H -0.8956 0.0143 -1.2900 0.037 Uiso 1 1 calc R . .
C60 C -0.9990(3) 0.03743(10) -1.40780(19) 0.0536(9) Uani 1 1 d . . .
H60A H -1.0014 0.0597 -1.4334 0.080 Uiso 1 1 calc R . .
H60B H -1.0671 0.0356 -1.4156 0.080 Uiso 1 1 calc R . .
H60C H -0.9954 0.0169 -1.4348 0.080 Uiso 1 1 calc R . .
C61 C -0.7887(3) 0.03646(8) -1.30185(19) 0.0404(7) Uani 1 1 d . . .
H61A H -0.7886 0.0144 -1.3268 0.061 Uiso 1 1 calc R . .
H61B H -0.7214 0.0371 -1.2416 0.061 Uiso 1 1 calc R . .
H61C H -0.7884 0.0573 -1.3299 0.061 Uiso 1 1 calc R . .
C62 C -0.9280(2) 0.12011(7) -1.29997(16) 0.0310(6) Uani 1 1 d . . .
H62 H -0.9104 0.1373 -1.2564 0.037 Uiso 1 1 calc R . .
C63 C -0.8506(2) 0.13027(7) -1.31634(17) 0.0339(6) Uani 1 1 d . . .
H63A H -0.8684 0.1153 -1.3618 0.051 Uiso 1 1 calc R . .
H63B H -0.7718 0.1264 -1.2650 0.051 Uiso 1 1 calc R . .
H63C H -0.8619 0.1556 -1.3327 0.051 Uiso 1 1 calc R . .
C64 C -1.0524(3) 0.12652(9) -1.3793(2) 0.0497(8) Uani 1 1 d . . .
H64A H -1.0625 0.1515 -1.3975 0.075 Uiso 1 1 calc R . .
H64B H -1.1003 0.1216 -1.3665 0.075 Uiso 1 1 calc R . .
H64C H -1.0736 0.1105 -1.4245 0.075 Uiso 1 1 calc R . .
C65 C -0.9889(3) 0.06188(11) -1.2314(3) 0.0583(10) Uani 1 1 d . . .
H65 H -0.9406 0.0442 -1.1844 0.070 Uiso 1 1 calc R A 1
C66 C -0.9982(3) 0.09210(10) -1.1875(2) 0.0529(9) Uani 1 1 d . B .
H66A H -1.0382 0.0833 -1.1701 0.079 Uiso 1 1 calc R . .
H66B H -1.0400 0.1123 -1.2266 0.079 Uiso 1 1 calc R . .
H66C H -0.9225 0.1001 -1.1378 0.079 Uiso 1 1 calc R . .
C67A C -1.0919(4) 0.04036(16) -1.2941(4) 0.0547(17) Uani 0.628(7) 1 d P B 1
H67A H -1.0725 0.0190 -1.3092 0.082 Uiso 0.628(7) 1 calc PR B 1
H67B H -1.1470 0.0549 -1.3446 0.082 Uiso 0.628(7) 1 calc PR B 1
H67C H -1.1244 0.0329 -1.2699 0.082 Uiso 0.628(7) 1 calc PR B 1
C67B C -0.9930(7) 0.0304(2) -1.2085(5) 0.042(2) Uiso 0.372(7) 1 d P B 2
H67D H -0.9220 0.0255 -1.1511 0.064 Uiso 0.372(7) 1 calc PR B 2
H67E H -1.0041 0.0124 -1.2470 0.064 Uiso 0.372(7) 1 calc PR B 2
H67F H -1.0558 0.0293 -1.2098 0.064 Uiso 0.372(7) 1 calc PR B 2
C68A C -0.6638(3) 0.02707(11) -0.7308(2) 0.0350(10) Uani 0.720(5) 1 d P C 1
H68A H -0.7068 0.0458 -0.7759 0.042 Uiso 0.720(5) 1 calc PR C 1
C69A C -0.6907(9) -0.0056(3) -0.7722(7) 0.086(3) Uani 0.720(5) 1 d P C 1
H69A H -0.6445 -0.0247 -0.7307 0.129 Uiso 0.720(5) 1 calc PR C 1
H69B H -0.6758 -0.0042 -0.8102 0.129 Uiso 0.720(5) 1 calc PR C 1
H69C H -0.7707 -0.0109 -0.8050 0.129 Uiso 0.720(5) 1 calc PR C 1
C70A C -0.7056(5) 0.02887(17) -0.6844(4) 0.0661(16) Uani 0.720(5) 1 d P C 1
H70A H -0.7877 0.0259 -0.7246 0.099 Uiso 0.720(5) 1 calc PR C 1
H70B H -0.6856 0.0522 -0.6563 0.099 Uiso 0.720(5) 1 calc PR C 1
H70C H -0.6705 0.0096 -0.6423 0.099 Uiso 0.720(5) 1 calc PR C 1
C68B C -0.5783(10) 0.0000(3) -0.6865(7) 0.042(3) Uani 0.280(5) 1 d P C 2
H68B H -0.5278 -0.0194 -0.6776 0.051 Uiso 0.280(5) 1 calc PR C 2
C69B C -0.699(2) -0.0093(5) -0.7754(17) 0.041(3) Uani 0.280(5) 1 d P C 2
H69D H -0.7310 -0.0300 -0.7692 0.061 Uiso 0.280(5) 1 calc PR C 2
H69E H -0.6908 -0.0150 -0.8162 0.061 Uiso 0.280(5) 1 calc PR C 2
H69F H -0.7492 0.0114 -0.7955 0.061 Uiso 0.280(5) 1 calc PR C 2
C70B C -0.5956(10) -0.0094(3) -0.6256(8) 0.041(3) Uani 0.280(5) 1 d P C 2
H70D H -0.6104 0.0126 -0.6090 0.061 Uiso 0.280(5) 1 calc PR C 2
H70E H -0.5275 -0.0211 -0.5755 0.061 Uiso 0.280(5) 1 calc PR C 2
H70F H -0.6599 -0.0258 -0.6535 0.061 Uiso 0.280(5) 1 calc PR C 2
C71A C -0.4191(3) -0.00180(10) -0.6060(2) 0.0303(9) Uani 0.703(4) 1 d PD C 1
H71 H -0.4614 -0.0215 -0.6486 0.036 Uiso 0.703(4) 1 calc PR C 1
C72A C -0.3021(10) -0.0020(3) -0.5746(12) 0.049(2) Uani 0.703(4) 1 d PD C 1
H72A H -0.2588 0.0179 -0.5351 0.073 Uiso 0.703(4) 1 calc PR C 1
H72B H -0.3060 0.0007 -0.6224 0.073 Uiso 0.703(4) 1 calc PR C 1
H72C H -0.2652 -0.0248 -0.5459 0.073 Uiso 0.703(4) 1 calc PR C 1
C73A C -0.4139(5) -0.01183(13) -0.5334(3) 0.0521(12) Uani 0.703(4) 1 d PD C 1
H73A H -0.3756 -0.0350 -0.5095 0.078 Uiso 0.703(4) 1 calc PR C 1
H73B H -0.4907 -0.0136 -0.5546 0.078 Uiso 0.703(4) 1 calc PR C 1
H73C H -0.3722 0.0067 -0.4896 0.078 Uiso 0.703(4) 1 calc PR C 1
C71B C -0.3451(7) 0.0269(3) -0.5642(5) 0.041(3) Uani 0.297(4) 1 d PD C 2
H71B H -0.3008 0.0468 -0.5618 0.049 Uiso 0.297(4) 1 calc PR C 2
C73B C -0.3055(11) 0.0273(3) -0.4731(6) 0.0521(12) Uani 0.297(4) 1 d PD C 2
H73D H -0.3517 0.0105 -0.4717 0.078 Uiso 0.297(4) 1 calc PR C 2
H73E H -0.3143 0.0516 -0.4603 0.078 Uiso 0.297(4) 1 calc PR C 2
H73F H -0.2261 0.0202 -0.4311 0.078 Uiso 0.297(4) 1 calc PR C 2
C72B C -0.292(3) -0.0065(7) -0.564(3) 0.049(2) Uani 0.297(4) 1 d PD C 2
H72D H -0.2172 -0.0100 -0.5080 0.073 Uiso 0.297(4) 1 calc PR C 2
H72E H -0.2834 -0.0040 -0.6057 0.073 Uiso 0.297(4) 1 calc PR C 2
H72F H -0.3396 -0.0273 -0.5786 0.073 Uiso 0.297(4) 1 calc PR C 2
C74A C -0.4680(4) 0.07738(13) -0.5919(3) 0.0313(12) Uani 0.666(4) 1 d PD C 1
H74A H -0.4712 0.0686 -0.5490 0.038 Uiso 0.666(4) 1 calc PR C 1
C75A C -0.5494(5) 0.10891(12) -0.6381(3) 0.0502(12) Uani 0.666(4) 1 d PD C 1
H75A H -0.5288 0.1275 -0.5974 0.075 Uiso 0.666(4) 1 calc PR C 1
H75B H -0.6265 0.1007 -0.6679 0.075 Uiso 0.666(4) 1 calc PR C 1
H75C H -0.5454 0.1188 -0.6788 0.075 Uiso 0.666(4) 1 calc PR C 1
C76A C -0.3483(4) 0.08983(14) -0.5452(3) 0.0505(11) Uani 0.666(4) 1 d PD C 1
H76A H -0.3442 0.1003 -0.5854 0.076 Uiso 0.666(4) 1 calc PR C 1
H76B H -0.2968 0.0693 -0.5170 0.076 Uiso 0.666(4) 1 calc PR C 1
H76C H -0.3266 0.1079 -0.5032 0.076 Uiso 0.666(4) 1 calc PR C 1
C74B C -0.5208(8) 0.0785(2) -0.6165(7) 0.043(3) Uani 0.334(4) 1 d PD C 2
H74B H -0.5070 0.0695 -0.5660 0.051 Uiso 0.334(4) 1 calc PR C 2
C75B C -0.6446(8) 0.0904(3) -0.6801(6) 0.0502(12) Uani 0.334(4) 1 d PD C 2
H75D H -0.6623 0.1043 -0.6510 0.075 Uiso 0.334(4) 1 calc PR C 2
H75E H -0.6934 0.0692 -0.7064 0.075 Uiso 0.334(4) 1 calc PR C 2
H75F H -0.6570 0.1054 -0.7236 0.075 Uiso 0.334(4) 1 calc PR C 2
C76B C -0.4405(9) 0.1097(3) -0.5863(7) 0.0505(11) Uani 0.334(4) 1 d PD C 2
H76D H -0.4482 0.1187 -0.6333 0.076 Uiso 0.334(4) 1 calc PR C 2
H76E H -0.3628 0.1016 -0.5408 0.076 Uiso 0.334(4) 1 calc PR C 2
H76F H -0.4586 0.1289 -0.5655 0.076 Uiso 0.334(4) 1 calc PR C 2
C77 C -0.65157(18) 0.11528(6) -1.00164(13) 0.0166(4) Uani 1 1 d . . .
H77 H -0.7277 0.1195 -1.0205 0.020 Uiso 1 1 calc R . .
C78 C -0.64377(18) 0.14116(6) -1.05349(13) 0.0167(4) Uani 1 1 d . . .
C79 C -0.57232(18) 0.13622(6) -1.07022(13) 0.0183(5) Uani 1 1 d . . .
C80 C -0.56723(19) 0.16303(6) -1.11336(14) 0.0203(5) Uani 1 1 d . . .
H80 H -0.5197 0.1594 -1.1252 0.024 Uiso 1 1 calc R . .
C81 C -0.62822(19) 0.19476(6) -1.13979(14) 0.0206(5) Uani 1 1 d . . .
C82 C -0.69614(19) 0.19958(6) -1.12083(14) 0.0203(5) Uani 1 1 d . . .
H82 H -0.7376 0.2213 -1.1372 0.024 Uiso 1 1 calc R . .
C83 C -0.70495(18) 0.17350(6) -1.07859(13) 0.0173(4) Uani 1 1 d . . .
C84 C -0.4986(2) 0.10343(6) -1.04392(16) 0.0238(5) Uani 1 1 d . . .
H84A H -0.5437 0.0842 -1.0852 0.036 Uiso 1 1 calc R . .
H84B H -0.4682 0.0953 -0.9884 0.036 Uiso 1 1 calc R . .
H84C H -0.4362 0.1096 -1.0412 0.036 Uiso 1 1 calc R . .
C85 C -0.6203(2) 0.22288(7) -1.18700(17) 0.0294(6) Uani 1 1 d . . .
H85A H -0.5422 0.2245 -1.1631 0.044 Uiso 1 1 calc R . .
H85B H -0.6439 0.2462 -1.1819 0.044 Uiso 1 1 calc R . .
H85C H -0.6696 0.2162 -1.2466 0.044 Uiso 1 1 calc R . .
C86 C -0.77936(19) 0.18147(6) -1.05915(15) 0.0221(5) Uani 1 1 d . . .
H86A H -0.8032 0.2067 -1.0723 0.033 Uiso 1 1 calc R . .
H86B H -0.7370 0.1770 -0.9993 0.033 Uiso 1 1 calc R . .
H86C H -0.8460 0.1659 -1.0934 0.033 Uiso 1 1 calc R . .
C87 C -0.57137(18) 0.10623(6) -0.85601(14) 0.0180(4) Uani 1 1 d . . .
H87 H -0.5021 0.1132 -0.7976 0.022 Uiso 1 1 calc R C .
C88 C -0.67117(19) 0.12043(6) -0.86720(14) 0.0191(5) Uani 1 1 d . C .
C89 C -0.6554(2) 0.15443(6) -0.83070(14) 0.0225(5) Uani 1 1 d . . .
C90 C -0.7449(2) 0.17086(7) -0.84426(16) 0.0297(6) Uani 1 1 d . C .
H90 H -0.7337 0.1938 -0.8201 0.036 Uiso 1 1 calc R . .
C91 C -0.8499(2) 0.15489(8) -0.89171(16) 0.0337(6) Uani 1 1 d . . .
C92 C -0.8633(2) 0.12133(8) -0.92503(15) 0.0293(6) Uani 1 1 d . C .
H92 H -0.9344 0.1097 -0.9566 0.035 Uiso 1 1 calc R . .
C93 C -0.7768(2) 0.10371(7) -0.91430(14) 0.0226(5) Uani 1 1 d . . .
C94 C -0.5439(2) 0.17385(7) -0.77785(16) 0.0271(5) Uani 1 1 d . C .
H94A H -0.5510 0.1972 -0.7605 0.041 Uiso 1 1 calc R . .
H94B H -0.5219 0.1775 -0.8110 0.041 Uiso 1 1 calc R . .
H94C H -0.4862 0.1595 -0.7278 0.041 Uiso 1 1 calc R . .
C95 C -0.9478(3) 0.17376(10) -0.9090(2) 0.0502(9) Uani 1 1 d . C .
H95A H -0.9957 0.1848 -0.9650 0.075 Uiso 1 1 calc R . .
H95B H -0.9190 0.1924 -0.8664 0.075 Uiso 1 1 calc R . .
H95C H -0.9920 0.1563 -0.9069 0.075 Uiso 1 1 calc R . .
C96 C -0.8064(2) 0.06759(7) -0.95690(16) 0.0265(5) Uani 1 1 d . C .
H96A H -0.8856 0.0621 -0.9873 0.040 Uiso 1 1 calc R . .
H96B H -0.7581 0.0491 -0.9143 0.040 Uiso 1 1 calc R . .
H96C H -0.7946 0.0682 -0.9967 0.040 Uiso 1 1 calc R . .
C97 C -0.0042(5) 0.49200(11) -0.4705(3) 0.0799(14) Uani 1 1 d . . .
H97A H 0.0659 0.4781 -0.4287 0.096 Uiso 1 1 calc R . .
H97B H -0.0033 0.5121 -0.4395 0.096 Uiso 1 1 calc R . .
C98 C -0.0963(5) 0.46918(13) -0.4994(3) 0.0938(16) Uani 1 1 d . . .
H98A H -0.0987 0.4490 -0.5308 0.113 Uiso 1 1 calc R . .
H98B H -0.1671 0.4830 -0.5398 0.113 Uiso 1 1 calc R . .
C99 C -0.0947(6) 0.45367(17) -0.4324(4) 0.120(2) Uani 1 1 d . . .
H99A H -0.0251 0.4399 -0.3916 0.180 Uiso 1 1 calc R . .
H99B H -0.1599 0.4378 -0.4591 0.180 Uiso 1 1 calc R . .
H99C H -0.0981 0.4733 -0.4033 0.180 Uiso 1 1 calc R . .


_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 1.6636(17) . ?
Si1 C11 1.869(3) . ?
Si1 C17 1.899(3) . ?
Si1 C14 1.899(3) . ?
Si2 O2 1.6655(16) . ?
Si2 C26 1.868(3) . ?
Si2 C20 1.876(3) . ?
Si2 C23 1.886(2) . ?
O1 C1 1.369(3) . ?
O2 C9 1.371(3) . ?
O3 N1 1.461(2) . ?
N1 C29 1.481(3) . ?
N1 C39 1.482(3) . ?
C1 C6 1.380(3) . ?
C1 C2 1.413(3) . ?
C2 C3 1.369(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.417(3) . ?
C3 H3 0.9500 . ?
C4 C7 1.414(3) . ?
C4 C5 1.421(3) . ?
C5 C10 1.422(3) . ?
C5 C6 1.428(3) . ?
C6 C29 1.517(3) . ?
C7 C8 1.365(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.415(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(3) . ?
C10 C39 1.509(3) . ?
C11 C12 1.534(4) . ?
C11 C13 1.542(4) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.526(4) . ?
C14 C16 1.527(4) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.509(4) . ?
C17 C19 1.545(4) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.522(4) . ?
C20 C22 1.550(4) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C25 1.535(4) . ?
C23 C24 1.536(3) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.535(4) . ?
C26 C28 1.539(3) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.531(3) . ?
C29 H29 1.0000 . ?
C30 C35 1.403(3) . ?
C30 C31 1.416(3) . ?
C31 C32 1.394(3) . ?
C31 C36 1.509(3) . ?
C32 C33 1.377(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.381(4) . ?
C33 C37 1.513(3) . ?
C34 C35 1.406(3) . ?
C34 H34 0.9500 . ?
C35 C38 1.510(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C40 1.535(3) . ?
C39 H39 1.0000 . ?
C40 C41 1.407(3) . ?
C40 C45 1.417(3) . ?
C41 C42 1.399(3) . ?
C41 C46 1.514(3) . ?
C42 C43 1.382(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.387(3) . ?
C43 C47 1.510(3) . ?
C44 C45 1.385(3) . ?
C44 H44 0.9500 . ?
C45 C48 1.517(3) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
Si3 O4 1.6702(17) . ?
Si3 C62 1.871(3) . ?
Si3 C65 1.879(3) . ?
Si3 C59 1.885(3) . ?
Si4 O5 1.6645(17) . ?
Si4 C68B 1.757(11) . ?
Si4 C74A 1.818(5) . ?
Si4 C71A 1.843(3) . ?
Si4 C74B 1.845(8) . ?
Si4 C71B 1.943(7) . ?
Si4 C68A 1.999(4) . ?
O4 C49 1.376(3) . ?
O5 C57 1.372(3) . ?
O6 N2 1.438(2) . ?
N2 C87 1.477(3) . ?
N2 C77 1.478(3) . ?
C49 C54 1.374(3) . ?
C49 C50 1.409(3) . ?
C50 C51 1.361(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.407(3) . ?
C51 H51 0.9500 . ?
C52 C55 1.412(3) . ?
C52 C53 1.421(3) . ?
C53 C58 1.428(3) . ?
C53 C54 1.434(3) . ?
C54 C77 1.521(3) . ?
C55 C56 1.362(3) . ?
C55 H55 0.9500 . ?
C56 C57 1.408(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.382(3) . ?
C58 C87 1.506(3) . ?
C59 C61 1.526(4) . ?
C59 C60 1.538(4) . ?
C59 H59 1.0000 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 C63 1.531(4) . ?
C62 C64 1.540(4) . ?
C62 H62 1.0000 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 C67B 1.288(9) . ?
C65 C67A 1.481(6) . ?
C65 C66 1.530(5) . ?
C65 H65 1.0000 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67A H67A 0.9800 . ?
C67A H67B 0.9800 . ?
C67A H67C 0.9800 . ?
C67B H67D 0.9800 . ?
C67B H67E 0.9800 . ?
C67B H67F 0.9800 . ?
C68A C69A 1.393(12) . ?
C68A C70A 1.510(6) . ?
C68A H68A 1.0000 . ?
C69A H69A 0.9800 . ?
C69A H69B 0.9800 . ?
C69A H69C 0.9800 . ?
C70A H70A 0.9800 . ?
C70A H70B 0.9800 . ?
C70A H70C 0.9800 . ?
C68B C70B 1.530(14) . ?
C68B C69B 1.59(3) . ?
C68B H68B 1.0000 . ?
C69B H69D 0.9800 . ?
C69B H69E 0.9800 . ?
C69B H69F 0.9800 . ?
C70B H70D 0.9800 . ?
C70B H70E 0.9800 . ?
C70B H70F 0.9800 . ?
C71A C72A 1.499(9) . ?
C71A C73A 1.536(5) . ?
C71A H71 1.0000 . ?
C72A H72A 0.9800 . ?
C72A H72B 0.9800 . ?
C72A H72C 0.9800 . ?
C73A H73A 0.9800 . ?
C73A H73B 0.9800 . ?
C73A H73C 0.9800 . ?
C71B C72B 1.505(10) . ?
C71B C73B 1.588(11) . ?
C71B H71B 1.0000 . ?
C73B H73D 0.9800 . ?
C73B H73E 0.9800 . ?
C73B H73F 0.9800 . ?
C72B H72D 0.9800 . ?
C72B H72E 0.9800 . ?
C72B H72F 0.9800 . ?
C74A C76A 1.518(6) . ?
C74A C75A 1.525(5) . ?
C74A H74A 1.0000 . ?
C75A H75A 0.9800 . ?
C75A H75B 0.9800 . ?
C75A H75C 0.9800 . ?
C76A H76A 0.9800 . ?
C76A H76B 0.9800 . ?
C76A H76C 0.9800 . ?
C74B C76B 1.517(8) . ?
C74B C75B 1.533(8) . ?
C74B H74B 1.0000 . ?
C75B H75D 0.9800 . ?
C75B H75E 0.9800 . ?
C75B H75F 0.9800 . ?
C76B H76D 0.9800 . ?
C76B H76E 0.9800 . ?
C76B H76F 0.9800 . ?
C77 C78 1.529(3) . ?
C77 H77 1.0000 . ?
C78 C79 1.408(3) . ?
C78 C83 1.410(3) . ?
C79 C80 1.393(3) . ?
C79 C84 1.518(3) . ?
C80 C81 1.388(3) . ?
C80 H80 0.9500 . ?
C81 C82 1.391(3) . ?
C81 C85 1.512(3) . ?
C82 C83 1.391(3) . ?
C82 H82 0.9500 . ?
C83 C86 1.517(3) . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
C85 H85A 0.9800 . ?
C85 H85B 0.9800 . ?
C85 H85C 0.9800 . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
C87 C88 1.531(3) . ?
C87 H87 1.0000 . ?
C88 C93 1.403(3) . ?
C88 C89 1.417(3) . ?
C89 C90 1.390(3) . ?
C89 C94 1.508(3) . ?
C90 C91 1.382(4) . ?
C90 H90 0.9500 . ?
C91 C92 1.381(4) . ?
C91 C95 1.511(4) . ?
C92 C93 1.397(3) . ?
C92 H92 0.9500 . ?
C93 C96 1.511(3) . ?
C94 H94A 0.9800 . ?
C94 H94B 0.9800 . ?
C94 H94C 0.9800 . ?
C95 H95A 0.9800 . ?
C95 H95B 0.9800 . ?
C95 H95C 0.9800 . ?
C96 H96A 0.9800 . ?
C96 H96B 0.9800 . ?
C96 H96C 0.9800 . ?
C97 C98 1.429(7) . ?
C97 C97 1.472(8) 3_564 ?
C97 H97A 0.9900 . ?
C97 H97B 0.9900 . ?
C98 C99 1.520(6) . ?
C98 H98A 0.9900 . ?
C98 H98B 0.9900 . ?
C99 H99A 0.9800 . ?
C99 H99B 0.9800 . ?
C99 H99C 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 Si1 C11 104.24(10) . . ?
O1 Si1 C17 112.20(11) . . ?
C11 Si1 C17 110.10(13) . . ?
O1 Si1 C14 109.07(10) . . ?
C11 Si1 C14 111.53(12) . . ?
C17 Si1 C14 109.63(13) . . ?
O2 Si2 C26 109.14(10) . . ?
O2 Si2 C20 104.98(10) . . ?
C26 Si2 C20 112.00(12) . . ?
O2 Si2 C23 110.31(10) . . ?
C26 Si2 C23 111.63(11) . . ?
C20 Si2 C23 108.58(12) . . ?
C1 O1 Si1 131.08(14) . . ?
C9 O2 Si2 136.34(15) . . ?
O3 N1 C29 107.52(15) . . ?
O3 N1 C39 104.12(15) . . ?
C29 N1 C39 112.72(16) . . ?
O1 C1 C6 118.56(19) . . ?
O1 C1 C2 120.43(19) . . ?
C6 C1 C2 121.0(2) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.1(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C7 C4 C3 121.9(2) . . ?
C7 C4 C5 119.0(2) . . ?
C3 C4 C5 119.0(2) . . ?
C4 C5 C10 119.29(19) . . ?
C4 C5 C6 120.0(2) . . ?
C10 C5 C6 120.51(19) . . ?
C1 C6 C5 118.22(19) . . ?
C1 C6 C29 122.51(19) . . ?
C5 C6 C29 119.08(19) . . ?
C8 C7 C4 120.9(2) . . ?
C8 C7 H7 119.5 . . ?
C4 C7 H7 119.5 . . ?
C7 C8 C9 120.0(2) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
O2 C9 C10 117.50(19) . . ?
O2 C9 C8 121.5(2) . . ?
C10 C9 C8 121.0(2) . . ?
C9 C10 C5 119.5(2) . . ?
C9 C10 C39 121.10(19) . . ?
C5 C10 C39 119.34(18) . . ?
C12 C11 C13 112.4(2) . . ?
C12 C11 Si1 114.07(19) . . ?
C13 C11 Si1 110.40(19) . . ?
C12 C11 H11 106.5 . . ?
C13 C11 H11 106.5 . . ?
Si1 C11 H11 106.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C16 110.5(2) . . ?
C15 C14 Si1 112.55(19) . . ?
C16 C14 Si1 112.28(18) . . ?
C15 C14 H14 107.1 . . ?
C16 C14 H14 107.1 . . ?
Si1 C14 H14 107.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C19 110.4(3) . . ?
C18 C17 Si1 113.5(2) . . ?
C19 C17 Si1 115.4(2) . . ?
C18 C17 H17 105.5 . . ?
C19 C17 H17 105.5 . . ?
Si1 C17 H17 105.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C22 110.1(2) . . ?
C21 C20 Si2 114.53(18) . . ?
C22 C20 Si2 113.52(19) . . ?
C21 C20 H20 106.0 . . ?
C22 C20 H20 106.0 . . ?
Si2 C20 H20 106.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C23 C24 110.1(2) . . ?
C25 C23 Si2 112.04(17) . . ?
C24 C23 Si2 111.20(17) . . ?
C25 C23 H23 107.8 . . ?
C24 C23 H23 107.8 . . ?
Si2 C23 H23 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C28 108.9(2) . . ?
C27 C26 Si2 113.10(17) . . ?
C28 C26 Si2 113.03(18) . . ?
C27 C26 H26 107.2 . . ?
C28 C26 H26 107.2 . . ?
Si2 C26 H26 107.2 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N1 C29 C6 113.38(17) . . ?
N1 C29 C30 106.36(16) . . ?
C6 C29 C30 118.82(18) . . ?
N1 C29 H29 105.8 . . ?
C6 C29 H29 105.8 . . ?
C30 C29 H29 105.8 . . ?
C35 C30 C31 119.1(2) . . ?
C35 C30 C29 124.8(2) . . ?
C31 C30 C29 116.0(2) . . ?
C32 C31 C30 119.4(2) . . ?
C32 C31 C36 118.3(2) . . ?
C30 C31 C36 122.3(2) . . ?
C33 C32 C31 122.2(2) . . ?
C33 C32 H32 118.9 . . ?
C31 C32 H32 118.9 . . ?
C32 C33 C34 117.9(2) . . ?
C32 C33 C37 120.9(3) . . ?
C34 C33 C37 121.2(3) . . ?
C33 C34 C35 122.6(2) . . ?
C33 C34 H34 118.7 . . ?
C35 C34 H34 118.7 . . ?
C30 C35 C34 118.7(2) . . ?
C30 C35 C38 124.9(2) . . ?
C34 C35 C38 116.3(2) . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37A 109.5 . . ?
C33 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C33 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N1 C39 C10 110.74(17) . . ?
N1 C39 C40 106.20(16) . . ?
C10 C39 C40 121.38(18) . . ?
N1 C39 H39 105.8 . . ?
C10 C39 H39 105.8 . . ?
C40 C39 H39 105.8 . . ?
C41 C40 C45 118.7(2) . . ?
C41 C40 C39 126.0(2) . . ?
C45 C40 C39 115.30(19) . . ?
C42 C41 C40 118.7(2) . . ?
C42 C41 C46 116.3(2) . . ?
C40 C41 C46 125.0(2) . . ?
C43 C42 C41 123.0(2) . . ?
C43 C42 H42 118.5 . . ?
C41 C42 H42 118.5 . . ?
C42 C43 C44 117.5(2) . . ?
C42 C43 C47 121.3(2) . . ?
C44 C43 C47 121.2(2) . . ?
C45 C44 C43 122.0(2) . . ?
C45 C44 H44 119.0 . . ?
C43 C44 H44 119.0 . . ?
C44 C45 C40 120.0(2) . . ?
C44 C45 C48 117.7(2) . . ?
C40 C45 C48 122.3(2) . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C43 C47 H47A 109.5 . . ?
C43 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C43 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O4 Si3 C62 101.57(10) . . ?
O4 Si3 C65 108.26(14) . . ?
C62 Si3 C65 111.62(16) . . ?
O4 Si3 C59 109.56(10) . . ?
C62 Si3 C59 114.90(12) . . ?
C65 Si3 C59 110.41(14) . . ?
O5 Si4 C68B 119.6(3) . . ?
O5 Si4 C74A 103.6(2) . . ?
C68B Si4 C74A 132.7(4) . . ?
O5 Si4 C71A 114.62(13) . . ?
C68B Si4 C71A 63.2(4) . . ?
C74A Si4 C71A 116.5(2) . . ?
O5 Si4 C74B 105.5(4) . . ?
C68B Si4 C74B 120.5(5) . . ?
C74A Si4 C74B 19.7(3) . . ?
C71A Si4 C74B 129.4(4) . . ?
O5 Si4 C71B 101.4(3) . . ?
C68B Si4 C71B 105.2(5) . . ?
C74A Si4 C71B 82.5(3) . . ?
C71A Si4 C71B 42.9(3) . . ?
C74B Si4 C71B 101.3(4) . . ?
O5 Si4 C68A 105.18(13) . . ?
C68B Si4 C68A 44.2(4) . . ?
C74A Si4 C68A 109.1(2) . . ?
C71A Si4 C68A 107.18(18) . . ?
C74B Si4 C68A 89.9(3) . . ?
C71B Si4 C68A 147.2(3) . . ?
C49 O4 Si3 129.92(15) . . ?
C57 O5 Si4 131.68(15) . . ?
O6 N2 C87 106.24(16) . . ?
O6 N2 C77 109.21(16) . . ?
C87 N2 C77 112.91(17) . . ?
C54 C49 O4 118.7(2) . . ?
C54 C49 C50 121.5(2) . . ?
O4 C49 C50 119.8(2) . . ?
C51 C50 C49 120.4(2) . . ?
C51 C50 H50 119.8 . . ?
C49 C50 H50 119.8 . . ?
C50 C51 C52 120.4(2) . . ?
C50 C51 H51 119.8 . . ?
C52 C51 H51 119.8 . . ?
C51 C52 C55 121.9(2) . . ?
C51 C52 C53 119.3(2) . . ?
C55 C52 C53 118.7(2) . . ?
C52 C53 C58 119.9(2) . . ?
C52 C53 C54 119.5(2) . . ?
C58 C53 C54 120.3(2) . . ?
C49 C54 C53 118.0(2) . . ?
C49 C54 C77 123.0(2) . . ?
C53 C54 C77 118.46(19) . . ?
C56 C55 C52 121.0(2) . . ?
C56 C55 H55 119.5 . . ?
C52 C55 H55 119.5 . . ?
C55 C56 C57 120.2(2) . . ?
C55 C56 H56 119.9 . . ?
C57 C56 H56 119.9 . . ?
O5 C57 C58 118.3(2) . . ?
O5 C57 C56 120.4(2) . . ?
C58 C57 C56 121.3(2) . . ?
C57 C58 C53 118.6(2) . . ?
C57 C58 C87 121.3(2) . . ?
C53 C58 C87 120.17(19) . . ?
C61 C59 C60 108.9(2) . . ?
C61 C59 Si3 114.52(19) . . ?
C60 C59 Si3 113.8(2) . . ?
C61 C59 H59 106.3 . . ?
C60 C59 H59 106.3 . . ?
Si3 C59 H59 106.3 . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C59 C61 H61A 109.5 . . ?
C59 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C59 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C63 C62 C64 110.6(2) . . ?
C63 C62 Si3 111.53(18) . . ?
C64 C62 Si3 115.4(2) . . ?
C63 C62 H62 106.2 . . ?
C64 C62 H62 106.2 . . ?
Si3 C62 H62 106.2 . . ?
C62 C63 H63A 109.5 . . ?
C62 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C62 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C62 C64 H64A 109.5 . . ?
C62 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C62 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C67B C65 C67A 62.9(5) . . ?
C67B C65 C66 112.9(5) . . ?
C67A C65 C66 116.7(4) . . ?
C67B C65 Si3 124.2(5) . . ?
C67A C65 Si3 119.8(3) . . ?
C66 C65 Si3 112.2(2) . . ?
C67B C65 H65 38.8 . . ?
C67A C65 H65 101.3 . . ?
C66 C65 H65 101.3 . . ?
Si3 C65 H65 101.3 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C65 C67A H67A 109.5 . . ?
C65 C67A H67B 109.5 . . ?
C65 C67A H67C 109.5 . . ?
C65 C67B H67D 109.5 . . ?
C65 C67B H67E 109.5 . . ?
H67D C67B H67E 109.5 . . ?
C65 C67B H67F 109.5 . . ?
H67D C67B H67F 109.5 . . ?
H67E C67B H67F 109.5 . . ?
C69A C68A C70A 111.6(6) . . ?
C69A C68A Si4 112.5(5) . . ?
C70A C68A Si4 113.7(3) . . ?
C69A C68A H68A 106.1 . . ?
C70A C68A H68A 106.1 . . ?
Si4 C68A H68A 106.1 . . ?
C70B C68B C69B 101.7(11) . . ?
C70B C68B Si4 113.3(7) . . ?
C69B C68B Si4 126.7(10) . . ?
C70B C68B H68B 104.3 . . ?
C69B C68B H68B 104.3 . . ?
Si4 C68B H68B 104.3 . . ?
C68B C69B H69D 109.5 . . ?
C68B C69B H69E 109.5 . . ?
H69D C69B H69E 109.5 . . ?
C68B C69B H69F 109.5 . . ?
H69D C69B H69F 109.5 . . ?
H69E C69B H69F 109.5 . . ?
C68B C70B H70D 109.5 . . ?
C68B C70B H70E 109.5 . . ?
H70D C70B H70E 109.5 . . ?
C68B C70B H70F 109.5 . . ?
H70D C70B H70F 109.5 . . ?
H70E C70B H70F 109.5 . . ?
C72A C71A C73A 109.2(8) . . ?
C72A C71A Si4 115.7(5) . . ?
C73A C71A Si4 111.6(3) . . ?
C72A C71A H71 106.6 . . ?
C73A C71A H71 106.6 . . ?
Si4 C71A H71 106.6 . . ?
C72B C71B C73B 104(2) . . ?
C72B C71B Si4 122.0(18) . . ?
C73B C71B Si4 117.7(6) . . ?
C72B C71B H71B 103.6 . . ?
C73B C71B H71B 103.6 . . ?
Si4 C71B H71B 103.6 . . ?
C71B C73B H73D 109.5 . . ?
C71B C73B H73E 109.5 . . ?
H73D C73B H73E 109.5 . . ?
C71B C73B H73F 109.5 . . ?
H73D C73B H73F 109.5 . . ?
H73E C73B H73F 109.5 . . ?
C71B C72B H72D 109.5 . . ?
C71B C72B H72E 109.5 . . ?
H72D C72B H72E 109.5 . . ?
C71B C72B H72F 109.5 . . ?
H72D C72B H72F 109.5 . . ?
H72E C72B H72F 109.5 . . ?
C76A C74A C75A 110.0(4) . . ?
C76A C74A Si4 109.2(3) . . ?
C75A C74A Si4 114.2(3) . . ?
C76A C74A H74A 107.7 . . ?
C75A C74A H74A 107.7 . . ?
Si4 C74A H74A 107.7 . . ?
C76B C74B C75B 112.0(8) . . ?
C76B C74B Si4 115.9(7) . . ?
C75B C74B Si4 109.4(6) . . ?
C76B C74B H74B 106.3 . . ?
C75B C74B H74B 106.3 . . ?
Si4 C74B H74B 106.3 . . ?
C74B C75B H75D 109.5 . . ?
C74B C75B H75E 109.5 . . ?
H75D C75B H75E 109.5 . . ?
C74B C75B H75F 109.5 . . ?
H75D C75B H75F 109.5 . . ?
H75E C75B H75F 109.5 . . ?
C74B C76B H76D 109.5 . . ?
C74B C76B H76E 109.5 . . ?
H76D C76B H76E 109.5 . . ?
C74B C76B H76F 109.5 . . ?
H76D C76B H76F 109.5 . . ?
H76E C76B H76F 109.5 . . ?
N2 C77 C54 114.17(18) . . ?
N2 C77 C78 106.77(17) . . ?
C54 C77 C78 118.62(18) . . ?
N2 C77 H77 105.4 . . ?
C54 C77 H77 105.4 . . ?
C78 C77 H77 105.4 . . ?
C79 C78 C83 118.9(2) . . ?
C79 C78 C77 124.33(19) . . ?
C83 C78 C77 116.44(19) . . ?
C80 C79 C78 118.7(2) . . ?
C80 C79 C84 116.8(2) . . ?
C78 C79 C84 124.5(2) . . ?
C81 C80 C79 123.1(2) . . ?
C81 C80 H80 118.4 . . ?
C79 C80 H80 118.4 . . ?
C80 C81 C82 117.3(2) . . ?
C80 C81 C85 121.0(2) . . ?
C82 C81 C85 121.7(2) . . ?
C81 C82 C83 121.8(2) . . ?
C81 C82 H82 119.1 . . ?
C83 C82 H82 119.1 . . ?
C82 C83 C78 120.1(2) . . ?
C82 C83 C86 118.0(2) . . ?
C78 C83 C86 121.9(2) . . ?
C79 C84 H84A 109.5 . . ?
C79 C84 H84B 109.5 . . ?
H84A C84 H84B 109.5 . . ?
C79 C84 H84C 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
C81 C85 H85A 109.5 . . ?
C81 C85 H85B 109.5 . . ?
H85A C85 H85B 109.5 . . ?
C81 C85 H85C 109.5 . . ?
H85A C85 H85C 109.5 . . ?
H85B C85 H85C 109.5 . . ?
C83 C86 H86A 109.5 . . ?
C83 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
C83 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
N2 C87 C58 112.29(18) . . ?
N2 C87 C88 105.38(17) . . ?
C58 C87 C88 120.52(19) . . ?
N2 C87 H87 105.9 . . ?
C58 C87 H87 105.9 . . ?
C88 C87 H87 105.9 . . ?
C93 C88 C89 118.6(2) . . ?
C93 C88 C87 125.4(2) . . ?
C89 C88 C87 115.8(2) . . ?
C90 C89 C88 119.7(2) . . ?
C90 C89 C94 118.4(2) . . ?
C88 C89 C94 121.9(2) . . ?
C91 C90 C89 122.1(2) . . ?
C91 C90 H90 118.9 . . ?
C89 C90 H90 118.9 . . ?
C92 C91 C90 117.6(2) . . ?
C92 C91 C95 120.9(3) . . ?
C90 C91 C95 121.5(3) . . ?
C91 C92 C93 122.8(2) . . ?
C91 C92 H92 118.6 . . ?
C93 C92 H92 118.6 . . ?
C92 C93 C88 119.1(2) . . ?
C92 C93 C96 116.1(2) . . ?
C88 C93 C96 124.8(2) . . ?
C89 C94 H94A 109.5 . . ?
C89 C94 H94B 109.5 . . ?
H94A C94 H94B 109.5 . . ?
C89 C94 H94C 109.5 . . ?
H94A C94 H94C 109.5 . . ?
H94B C94 H94C 109.5 . . ?
C91 C95 H95A 109.5 . . ?
C91 C95 H95B 109.5 . . ?
H95A C95 H95B 109.5 . . ?
C91 C95 H95C 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
C93 C96 H96A 109.5 . . ?
C93 C96 H96B 109.5 . . ?
H96A C96 H96B 109.5 . . ?
C93 C96 H96C 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 109.5 . . ?
C98 C97 C97 121.4(6) . 3_564 ?
C98 C97 H97A 107.0 . . ?
C97 C97 H97A 107.0 3_564 . ?
C98 C97 H97B 107.0 . . ?
C97 C97 H97B 107.0 3_564 . ?
H97A C97 H97B 106.7 . . ?
C97 C98 C99 116.6(5) . . ?
C97 C98 H98A 108.1 . . ?
C99 C98 H98A 108.1 . . ?
C97 C98 H98B 108.1 . . ?
C99 C98 H98B 108.1 . . ?
H98A C98 H98B 107.3 . . ?
C98 C99 H99A 109.5 . . ?
C98 C99 H99B 109.5 . . ?
H99A C99 H99B 109.5 . . ?
C98 C99 H99C 109.5 . . ?
H99A C99 H99C 109.5 . . ?
H99B C99 H99C 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
C11 Si1 O1 C1 -166.6(2) . . . . ?
C17 Si1 O1 C1 -47.5(2) . . . . ?
C14 Si1 O1 C1 74.2(2) . . . . ?
C26 Si2 O2 C9 -85.1(2) . . . . ?
C20 Si2 O2 C9 154.7(2) . . . . ?
C23 Si2 O2 C9 37.9(2) . . . . ?
Si1 O1 C1 C6 153.29(17) . . . . ?
Si1 O1 C1 C2 -28.8(3) . . . . ?
O1 C1 C2 C3 177.9(2) . . . . ?
C6 C1 C2 C3 -4.2(3) . . . . ?
C1 C2 C3 C4 -4.0(3) . . . . ?
C2 C3 C4 C7 -173.5(2) . . . . ?
C2 C3 C4 C5 4.4(3) . . . . ?
C7 C4 C5 C10 6.1(3) . . . . ?
C3 C4 C5 C10 -171.8(2) . . . . ?
C7 C4 C5 C6 -178.9(2) . . . . ?
C3 C4 C5 C6 3.1(3) . . . . ?
O1 C1 C6 C5 -170.53(19) . . . . ?
C2 C1 C6 C5 11.6(3) . . . . ?
O1 C1 C6 C29 4.3(3) . . . . ?
C2 C1 C6 C29 -173.6(2) . . . . ?
C4 C5 C6 C1 -11.0(3) . . . . ?
C10 C5 C6 C1 163.9(2) . . . . ?
C4 C5 C6 C29 174.03(19) . . . . ?
C10 C5 C6 C29 -11.1(3) . . . . ?
C3 C4 C7 C8 174.8(2) . . . . ?
C5 C4 C7 C8 -3.1(3) . . . . ?
C4 C7 C8 C9 -1.6(3) . . . . ?
Si2 O2 C9 C10 -171.55(17) . . . . ?
Si2 O2 C9 C8 7.1(3) . . . . ?
C7 C8 C9 O2 -175.1(2) . . . . ?
C7 C8 C9 C10 3.4(3) . . . . ?
O2 C9 C10 C5 178.27(19) . . . . ?
C8 C9 C10 C5 -0.3(3) . . . . ?
O2 C9 C10 C39 -3.8(3) . . . . ?
C8 C9 C10 C39 177.6(2) . . . . ?
C4 C5 C10 C9 -4.4(3) . . . . ?
C6 C5 C10 C9 -179.3(2) . . . . ?
C4 C5 C10 C39 177.58(19) . . . . ?
C6 C5 C10 C39 2.7(3) . . . . ?
O1 Si1 C11 C12 -58.8(2) . . . . ?
C17 Si1 C11 C12 -179.3(2) . . . . ?
C14 Si1 C11 C12 58.7(2) . . . . ?
O1 Si1 C11 C13 68.8(2) . . . . ?
C17 Si1 C11 C13 -51.7(2) . . . . ?
C14 Si1 C11 C13 -173.6(2) . . . . ?
O1 Si1 C14 C15 157.90(19) . . . . ?
C11 Si1 C14 C15 43.3(2) . . . . ?
C17 Si1 C14 C15 -78.9(2) . . . . ?
O1 Si1 C14 C16 32.5(2) . . . . ?
C11 Si1 C14 C16 -82.1(2) . . . . ?
C17 Si1 C14 C16 155.67(19) . . . . ?
O1 Si1 C17 C18 -21.6(2) . . . . ?
C11 Si1 C17 C18 94.0(2) . . . . ?
C14 Si1 C17 C18 -142.9(2) . . . . ?
O1 Si1 C17 C19 107.3(2) . . . . ?
C11 Si1 C17 C19 -137.1(2) . . . . ?
C14 Si1 C17 C19 -14.1(3) . . . . ?
O2 Si2 C20 C21 26.4(2) . . . . ?
C26 Si2 C20 C21 -91.9(2) . . . . ?
C23 Si2 C20 C21 144.3(2) . . . . ?
O2 Si2 C20 C22 154.0(2) . . . . ?
C26 Si2 C20 C22 35.7(2) . . . . ?
C23 Si2 C20 C22 -88.1(2) . . . . ?
O2 Si2 C23 C25 44.9(2) . . . . ?
C26 Si2 C23 C25 166.45(18) . . . . ?
C20 Si2 C23 C25 -69.6(2) . . . . ?
O2 Si2 C23 C24 168.64(17) . . . . ?
C26 Si2 C23 C24 -69.8(2) . . . . ?
C20 Si2 C23 C24 54.1(2) . . . . ?
O2 Si2 C26 C27 64.4(2) . . . . ?
C20 Si2 C26 C27 -179.82(18) . . . . ?
C23 Si2 C26 C27 -57.8(2) . . . . ?
O2 Si2 C26 C28 -60.0(2) . . . . ?
C20 Si2 C26 C28 55.8(2) . . . . ?
C23 Si2 C26 C28 177.84(17) . . . . ?
O3 N1 C29 C6 -65.5(2) . . . . ?
C39 N1 C29 C6 48.6(2) . . . . ?
O3 N1 C29 C30 66.85(19) . . . . ?
C39 N1 C29 C30 -178.98(17) . . . . ?
C1 C6 C29 N1 170.62(19) . . . . ?
C5 C6 C29 N1 -14.6(3) . . . . ?
C1 C6 C29 C30 44.6(3) . . . . ?
C5 C6 C29 C30 -140.6(2) . . . . ?
N1 C29 C30 C35 -94.9(2) . . . . ?
C6 C29 C30 C35 34.4(3) . . . . ?
N1 C29 C30 C31 80.1(2) . . . . ?
C6 C29 C30 C31 -150.5(2) . . . . ?
C35 C30 C31 C32 -1.6(3) . . . . ?
C29 C30 C31 C32 -176.9(2) . . . . ?
C35 C30 C31 C36 176.5(2) . . . . ?
C29 C30 C31 C36 1.2(3) . . . . ?
C30 C31 C32 C33 -0.2(4) . . . . ?
C36 C31 C32 C33 -178.3(2) . . . . ?
C31 C32 C33 C34 1.3(4) . . . . ?
C31 C32 C33 C37 -179.6(2) . . . . ?
C32 C33 C34 C35 -0.8(4) . . . . ?
C37 C33 C34 C35 -179.9(2) . . . . ?
C31 C30 C35 C34 2.1(3) . . . . ?
C29 C30 C35 C34 176.9(2) . . . . ?
C31 C30 C35 C38 -176.4(2) . . . . ?
C29 C30 C35 C38 -1.6(4) . . . . ?
C33 C34 C35 C30 -0.9(3) . . . . ?
C33 C34 C35 C38 177.7(2) . . . . ?
O3 N1 C39 C10 60.1(2) . . . . ?
C29 N1 C39 C10 -56.1(2) . . . . ?
O3 N1 C39 C40 -166.27(15) . . . . ?
C29 N1 C39 C40 77.5(2) . . . . ?
C9 C10 C39 N1 -147.4(2) . . . . ?
C5 C10 C39 N1 30.5(3) . . . . ?
C9 C10 C39 C40 87.1(3) . . . . ?
C5 C10 C39 C40 -94.9(2) . . . . ?
N1 C39 C40 C41 -108.0(2) . . . . ?
C10 C39 C40 C41 19.5(3) . . . . ?
N1 C39 C40 C45 68.9(2) . . . . ?
C10 C39 C40 C45 -163.57(19) . . . . ?
C45 C40 C41 C42 -2.4(3) . . . . ?
C39 C40 C41 C42 174.4(2) . . . . ?
C45 C40 C41 C46 177.4(2) . . . . ?
C39 C40 C41 C46 -5.7(4) . . . . ?
C40 C41 C42 C43 1.0(4) . . . . ?
C46 C41 C42 C43 -178.8(2) . . . . ?
C41 C42 C43 C44 0.9(4) . . . . ?
C41 C42 C43 C47 179.7(2) . . . . ?
C42 C43 C44 C45 -1.4(4) . . . . ?
C47 C43 C44 C45 179.8(2) . . . . ?
C43 C44 C45 C40 0.0(3) . . . . ?
C43 C44 C45 C48 -179.7(2) . . . . ?
C41 C40 C45 C44 2.0(3) . . . . ?
C39 C40 C45 C44 -175.2(2) . . . . ?
C41 C40 C45 C48 -178.4(2) . . . . ?
C39 C40 C45 C48 4.4(3) . . . . ?
C62 Si3 O4 C49 164.7(2) . . . . ?
C65 Si3 O4 C49 47.1(2) . . . . ?
C59 Si3 O4 C49 -73.4(2) . . . . ?
C68B Si4 O5 C57 -10.7(5) . . . . ?
C74A Si4 O5 C57 -170.8(2) . . . . ?
C71A Si4 O5 C57 61.2(3) . . . . ?
C74B Si4 O5 C57 -150.5(3) . . . . ?
C71B Si4 O5 C57 104.3(4) . . . . ?
C68A Si4 O5 C57 -56.3(2) . . . . ?
Si3 O4 C49 C54 -133.2(2) . . . . ?
Si3 O4 C49 C50 49.9(3) . . . . ?
C54 C49 C50 C51 4.4(4) . . . . ?
O4 C49 C50 C51 -178.8(2) . . . . ?
C49 C50 C51 C52 3.2(4) . . . . ?
C50 C51 C52 C55 172.2(2) . . . . ?
C50 C51 C52 C53 -4.1(4) . . . . ?
C51 C52 C53 C58 171.2(2) . . . . ?
C55 C52 C53 C58 -5.2(3) . . . . ?
C51 C52 C53 C54 -2.3(3) . . . . ?
C55 C52 C53 C54 -178.7(2) . . . . ?
O4 C49 C54 C53 172.57(19) . . . . ?
C50 C49 C54 C53 -10.6(3) . . . . ?
O4 C49 C54 C77 0.5(3) . . . . ?
C50 C49 C54 C77 177.3(2) . . . . ?
C52 C53 C54 C49 9.5(3) . . . . ?
C58 C53 C54 C49 -164.0(2) . . . . ?
C52 C53 C54 C77 -178.1(2) . . . . ?
C58 C53 C54 C77 8.4(3) . . . . ?
C51 C52 C55 C56 -171.7(2) . . . . ?
C53 C52 C55 C56 4.5(4) . . . . ?
C52 C55 C56 C57 0.1(4) . . . . ?
Si4 O5 C57 C58 143.58(19) . . . . ?
Si4 O5 C57 C56 -37.3(3) . . . . ?
C55 C56 C57 O5 176.8(2) . . . . ?
C55 C56 C57 C58 -4.1(4) . . . . ?
O5 C57 C58 C53 -177.50(19) . . . . ?
C56 C57 C58 C53 3.4(3) . . . . ?
O5 C57 C58 C87 2.5(3) . . . . ?
C56 C57 C58 C87 -176.6(2) . . . . ?
C52 C53 C58 C57 1.3(3) . . . . ?
C54 C53 C58 C57 174.8(2) . . . . ?
C52 C53 C58 C87 -178.8(2) . . . . ?
C54 C53 C58 C87 -5.3(3) . . . . ?
O4 Si3 C59 C61 -36.2(2) . . . . ?
C62 Si3 C59 C61 77.4(2) . . . . ?
C65 Si3 C59 C61 -155.3(2) . . . . ?
O4 Si3 C59 C60 -162.3(2) . . . . ?
C62 Si3 C59 C60 -48.8(3) . . . . ?
C65 Si3 C59 C60 78.5(3) . . . . ?
O4 Si3 C62 C63 64.43(19) . . . . ?
C65 Si3 C62 C63 179.59(19) . . . . ?
C59 Si3 C62 C63 -53.7(2) . . . . ?
O4 Si3 C62 C64 -168.3(2) . . . . ?
C65 Si3 C62 C64 -53.1(3) . . . . ?
C59 Si3 C62 C64 73.6(3) . . . . ?
O4 Si3 C65 C67B -77.7(6) . . . . ?
C62 Si3 C65 C67B 171.3(5) . . . . ?
C59 Si3 C65 C67B 42.2(6) . . . . ?
O4 Si3 C65 C67A -153.5(4) . . . . ?
C62 Si3 C65 C67A 95.5(4) . . . . ?
C59 Si3 C65 C67A -33.6(4) . . . . ?
O4 Si3 C65 C66 64.0(3) . . . . ?
C62 Si3 C65 C66 -47.0(3) . . . . ?
C59 Si3 C65 C66 -176.1(3) . . . . ?
O5 Si4 C68A C69A 81.1(6) . . . . ?
C68B Si4 C68A C69A -35.9(8) . . . . ?
C74A Si4 C68A C69A -168.3(6) . . . . ?
C71A Si4 C68A C69A -41.3(6) . . . . ?
C74B Si4 C68A C69A -172.9(7) . . . . ?
C71B Si4 C68A C69A -61.9(8) . . . . ?
O5 Si4 C68A C70A -150.8(3) . . . . ?
C68B Si4 C68A C70A 92.2(6) . . . . ?
C74A Si4 C68A C70A -40.2(4) . . . . ?
C71A Si4 C68A C70A 86.8(4) . . . . ?
C74B Si4 C68A C70A -44.7(5) . . . . ?
C71B Si4 C68A C70A 66.2(7) . . . . ?
O5 Si4 C68B C70B -171.5(7) . . . . ?
C74A Si4 C68B C70B -18.3(12) . . . . ?
C71A Si4 C68B C70B 84.0(9) . . . . ?
C74B Si4 C68B C70B -37.8(11) . . . . ?
C71B Si4 C68B C70B 75.6(9) . . . . ?
C68A Si4 C68B C70B -90.2(9) . . . . ?
O5 Si4 C68B C69B -44.9(13) . . . . ?
C74A Si4 C68B C69B 108.2(12) . . . . ?
C71A Si4 C68B C69B -149.4(13) . . . . ?
C74B Si4 C68B C69B 88.8(12) . . . . ?
C71B Si4 C68B C69B -157.9(12) . . . . ?
C68A Si4 C68B C69B 36.4(11) . . . . ?
O5 Si4 C71A C72A 42.7(8) . . . . ?
C68B Si4 C71A C72A 154.8(9) . . . . ?
C74A Si4 C71A C72A -78.5(8) . . . . ?
C74B Si4 C71A C72A -96.5(9) . . . . ?
C71B Si4 C71A C72A -37.3(9) . . . . ?
C68A Si4 C71A C72A 159.0(8) . . . . ?
O5 Si4 C71A C73A 168.4(3) . . . . ?
C68B Si4 C71A C73A -79.5(5) . . . . ?
C74A Si4 C71A C73A 47.2(4) . . . . ?
C74B Si4 C71A C73A 29.2(6) . . . . ?
C71B Si4 C71A C73A 88.4(5) . . . . ?
C68A Si4 C71A C73A -75.3(4) . . . . ?
O5 Si4 C71B C72B -79(2) . . . . ?
C68B Si4 C71B C72B 47(2) . . . . ?
C74A Si4 C71B C72B 179(2) . . . . ?
C71A Si4 C71B C72B 35(2) . . . . ?
C74B Si4 C71B C72B 173(2) . . . . ?
C68A Si4 C71B C72B 65(2) . . . . ?
O5 Si4 C71B C73B 150.9(7) . . . . ?
C68B Si4 C71B C73B -83.9(8) . . . . ?
C74A Si4 C71B C73B 48.4(8) . . . . ?
C71A Si4 C71B C73B -95.1(8) . . . . ?
C74B Si4 C71B C73B 42.3(9) . . . . ?
C68A Si4 C71B C73B -65.5(10) . . . . ?
O5 Si4 C74A C76A -61.7(4) . . . . ?
C68B Si4 C74A C76A 142.2(6) . . . . ?
C71A Si4 C74A C76A 65.2(4) . . . . ?
C74B Si4 C74A C76A -159.8(17) . . . . ?
C71B Si4 C74A C76A 38.3(4) . . . . ?
C68A Si4 C74A C76A -173.3(3) . . . . ?
O5 Si4 C74A C75A 61.9(4) . . . . ?
C68B Si4 C74A C75A -94.2(7) . . . . ?
C71A Si4 C74A C75A -171.2(4) . . . . ?
C74B Si4 C74A C75A -36.2(13) . . . . ?
C71B Si4 C74A C75A 161.9(5) . . . . ?
C68A Si4 C74A C75A -49.7(5) . . . . ?
O5 Si4 C74B C76B -47.2(8) . . . . ?
C68B Si4 C74B C76B 173.5(8) . . . . ?
C74A Si4 C74B C76B 39.8(12) . . . . ?
C71A Si4 C74B C76B 94.7(9) . . . . ?
C71B Si4 C74B C76B 58.1(9) . . . . ?
C68A Si4 C74B C76B -153.0(8) . . . . ?
O5 Si4 C74B C75B 80.4(8) . . . . ?
C68B Si4 C74B C75B -58.9(10) . . . . ?
C74A Si4 C74B C75B 167(2) . . . . ?
C71A Si4 C74B C75B -137.7(6) . . . . ?
C71B Si4 C74B C75B -174.2(8) . . . . ?
C68A Si4 C74B C75B -25.3(8) . . . . ?
O6 N2 C77 C54 68.7(2) . . . . ?
C87 N2 C77 C54 -49.3(2) . . . . ?
O6 N2 C77 C78 -64.4(2) . . . . ?
C87 N2 C77 C78 177.62(17) . . . . ?
C49 C54 C77 N2 -169.1(2) . . . . ?
C53 C54 C77 N2 18.9(3) . . . . ?
C49 C54 C77 C78 -41.9(3) . . . . ?
C53 C54 C77 C78 146.1(2) . . . . ?
N2 C77 C78 C79 91.8(2) . . . . ?
C54 C77 C78 C79 -38.9(3) . . . . ?
N2 C77 C78 C83 -82.0(2) . . . . ?
C54 C77 C78 C83 147.3(2) . . . . ?
C83 C78 C79 C80 -1.9(3) . . . . ?
C77 C78 C79 C80 -175.6(2) . . . . ?
C83 C78 C79 C84 177.7(2) . . . . ?
C77 C78 C79 C84 4.0(3) . . . . ?
C78 C79 C80 C81 0.9(3) . . . . ?
C84 C79 C80 C81 -178.7(2) . . . . ?
C79 C80 C81 C82 0.7(3) . . . . ?
C79 C80 C81 C85 -179.5(2) . . . . ?
C80 C81 C82 C83 -1.3(3) . . . . ?
C85 C81 C82 C83 179.0(2) . . . . ?
C81 C82 C83 C78 0.2(3) . . . . ?
C81 C82 C83 C86 178.8(2) . . . . ?
C79 C78 C83 C82 1.4(3) . . . . ?
C77 C78 C83 C82 175.53(19) . . . . ?
C79 C78 C83 C86 -177.1(2) . . . . ?
C77 C78 C83 C86 -3.0(3) . . . . ?
O6 N2 C87 C58 -68.0(2) . . . . ?
C77 N2 C87 C58 51.7(2) . . . . ?
O6 N2 C87 C88 159.02(16) . . . . ?
C77 N2 C87 C88 -81.3(2) . . . . ?
C57 C58 C87 N2 155.1(2) . . . . ?
C53 C58 C87 N2 -24.8(3) . . . . ?
C57 C58 C87 C88 -79.8(3) . . . . ?
C53 C58 C87 C88 100.3(2) . . . . ?
N2 C87 C88 C93 102.4(2) . . . . ?
C58 C87 C88 C93 -25.9(3) . . . . ?
N2 C87 C88 C89 -73.4(2) . . . . ?
C58 C87 C88 C89 158.3(2) . . . . ?
C93 C88 C89 C90 -1.9(3) . . . . ?
C87 C88 C89 C90 174.2(2) . . . . ?
C93 C88 C89 C94 178.8(2) . . . . ?
C87 C88 C89 C94 -5.1(3) . . . . ?
C88 C89 C90 C91 0.9(4) . . . . ?
C94 C89 C90 C91 -179.8(2) . . . . ?
C89 C90 C91 C92 0.8(4) . . . . ?
C89 C90 C91 C95 -177.3(3) . . . . ?
C90 C91 C92 C93 -1.6(4) . . . . ?
C95 C91 C92 C93 176.6(3) . . . . ?
C91 C92 C93 C88 0.6(4) . . . . ?
C91 C92 C93 C96 -178.3(2) . . . . ?
C89 C88 C93 C92 1.2(3) . . . . ?
C87 C88 C93 C92 -174.5(2) . . . . ?
C89 C88 C93 C96 180.0(2) . . . . ?
C87 C88 C93 C96 4.3(4) . . . . ?
C97 C97 C98 C99 178.9(5) 3_564 . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.59
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.071
_refine_diff_density_min         -0.720
_refine_diff_density_rms         0.064
# start Validation Reply Form
_vrf_PLAT220_sa1                 
;
PROBLEM: Large Non-Solvent    C     Ueq(max)/Ueq(min) ...        5.2 Ratio 
RESPONSE: The structure contains disordered isopropyl groups and the large range
of temperature factors is due to the these groups.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_Szpilman2
_audit_block_doi                 10.5517/cc13tbpy
_database_code_depnum_ccdc_archive 'CCDC 1037250'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1038/ncomms7070 2015
_audit_update_record             
;
2014-12-02 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'Ethyl-2-hydroxy-3-mesityl-1-methyl-4,9-bis((triisopropylsilyl)oxy)-2,3-dihydro-1H-benzo[f]isoindole-1-carboxylate '
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H67 N O5 Si2'
_chemical_absolute_configuration unk
_chemical_formula_sum            'C43 H67 N O5 Si2'
_chemical_formula_weight         734.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.644(4)
_cell_length_b                   12.021(6)
_cell_length_c                   18.923(6)
_cell_angle_alpha                86.145(14)
_cell_angle_beta                 85.326(10)
_cell_angle_gamma                85.326(19)
_cell_volume                     2175.1(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5776
_cell_measurement_theta_min      1.08
_cell_measurement_theta_max      24.17

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9467
_exptl_absorpt_correction_T_max  0.9711
_exptl_absorpt_process_details   
; 
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_special_details           
;  
 ?  
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            6274
_diffrn_reflns_av_R_equivalents  0.0880
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.08
_diffrn_reflns_theta_max         24.17
_reflns_number_total             6274
_reflns_number_gt                4426
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.1'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1107P)²+1.9048P] 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_abs_structure_details unk
_refine_ls_number_reflns         6274
_refine_ls_number_parameters     462
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0763
_refine_ls_wR_factor_ref         0.2167
_refine_ls_wR_factor_gt          0.1937
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 1.09685(13) -0.30302(10) 0.33006(6) 0.0524(4) Uani 1 1 d . . .
Si2 Si 0.59789(12) 0.21591(9) 0.29361(6) 0.0478(3) Uani 1 1 d . . .
O1 O 1.1200(3) -0.1899(2) 0.27449(14) 0.0520(7) Uani 1 1 d . . .
O2 O 0.7601(3) 0.1957(2) 0.25694(13) 0.0471(7) Uani 1 1 d . . .
O3 O 0.7801(4) -0.1916(3) 0.1654(2) 0.0782(10) Uani 1 1 d . . .
O4 O 0.9532(5) -0.3026(3) 0.1144(2) 0.1060(14) Uani 1 1 d . . .
O5 O 0.8683(4) -0.0676(3) 0.03198(15) 0.0611(8) Uani 1 1 d . . .
H5A H 0.9089 -0.0529 -0.0069 0.083(18) Uiso 1 1 calc R . .
N1 N 0.9369(4) -0.0193(3) 0.08679(15) 0.0467(8) Uani 1 1 d . . .
C1 C 1.2137(8) -0.4382(5) 0.2187(3) 0.121(3) Uani 1 1 d . . .
H1A H 1.2011 -0.4988 0.1899 0.182 Uiso 1 1 calc R . .
H1B H 1.2956 -0.4556 0.2442 0.182 Uiso 1 1 calc R . .
H1C H 1.2245 -0.3712 0.1889 0.182 Uiso 1 1 calc R . .
C2 C 1.0868(6) -0.4206(4) 0.2713(3) 0.0791(15) Uani 1 1 d . . .
H2 H 1.0074 -0.3995 0.2427 0.095 Uiso 1 1 calc R . .
C3 C 1.0577(8) -0.5348(4) 0.3101(4) 0.106(2) Uani 1 1 d . . .
H3A H 1.0530 -0.5893 0.2758 0.159 Uiso 1 1 calc R . .
H3B H 0.9706 -0.5276 0.3384 0.159 Uiso 1 1 calc R . .
H3C H 1.1315 -0.5582 0.3402 0.159 Uiso 1 1 calc R . .
C4 C 0.8030(5) -0.2518(5) 0.3473(3) 0.0843(16) Uani 1 1 d . . .
H4A H 0.7230 -0.2374 0.3800 0.126 Uiso 1 1 calc R . .
H4B H 0.7899 -0.3154 0.3212 0.126 Uiso 1 1 calc R . .
H4C H 0.8142 -0.1877 0.3149 0.126 Uiso 1 1 calc R . .
C5 C 0.9320(5) -0.2754(4) 0.3881(2) 0.0571(11) Uani 1 1 d . . .
H5 H 0.9432 -0.2068 0.4116 0.069 Uiso 1 1 calc R . .
C6 C 0.9035(6) -0.3656(4) 0.4481(3) 0.0831(16) Uani 1 1 d . . .
H6A H 0.8185 -0.3441 0.4754 0.125 Uiso 1 1 calc R . .
H6B H 0.9794 -0.3734 0.4784 0.125 Uiso 1 1 calc R . .
H6C H 0.8950 -0.4357 0.4279 0.125 Uiso 1 1 calc R . .
C7 C 1.3867(6) -0.2802(6) 0.3455(4) 0.125(3) Uani 1 1 d . . .
H7A H 1.4617 -0.2936 0.3762 0.188 Uiso 1 1 calc R . .
H7B H 1.3718 -0.2014 0.3338 0.188 Uiso 1 1 calc R . .
H7C H 1.4102 -0.3186 0.3028 0.188 Uiso 1 1 calc R . .
C8 C 1.2536(5) -0.3233(5) 0.3834(3) 0.0875(18) Uani 1 1 d D . .
H8 H 1.2303 -0.2696 0.4201 0.105 Uiso 1 1 calc R . .
C9 C 1.2820(10) -0.4305(7) 0.4267(6) 0.218(6) Uani 1 1 d D . .
H9A H 1.3647 -0.4266 0.4512 0.327 Uiso 1 1 calc R . .
H9B H 1.2952 -0.4915 0.3960 0.327 Uiso 1 1 calc R . .
H9C H 1.2043 -0.4422 0.4607 0.327 Uiso 1 1 calc R . .
C10 C 1.0434(4) -0.0885(3) 0.2665(2) 0.0425(9) Uani 1 1 d . . .
C11 C 1.0340(4) -0.0121(3) 0.32128(19) 0.0423(9) Uani 1 1 d . . .
C12 C 1.1169(5) -0.0283(4) 0.3800(2) 0.0564(11) Uani 1 1 d . . .
H12 H 1.1759 -0.0931 0.3846 0.068 Uiso 1 1 calc R . .
C13 C 1.1126(5) 0.0479(5) 0.4296(2) 0.0685(13) Uani 1 1 d . . .
H13 H 1.1671 0.0345 0.4680 0.082 Uiso 1 1 calc R . .
C14 C 1.0257(5) 0.1476(5) 0.4233(2) 0.0704(14) Uani 1 1 d . . .
H14 H 1.0246 0.2007 0.4569 0.085 Uiso 1 1 calc R . .
C15 C 0.9439(5) 0.1658(4) 0.3681(2) 0.0564(11) Uani 1 1 d . . .
H15 H 0.8870 0.2319 0.3644 0.068 Uiso 1 1 calc R . .
C16 C 0.9430(4) 0.0867(3) 0.31612(19) 0.0439(10) Uani 1 1 d . . .
C17 C 0.8576(4) 0.1056(3) 0.25753(19) 0.0399(9) Uani 1 1 d . . .
C18 C 0.8866(4) 0.0399(3) 0.20085(18) 0.0401(9) Uani 1 1 d . . .
C19 C 0.9800(4) -0.0567(3) 0.20550(18) 0.0404(9) Uani 1 1 d . . .
C20 C 0.9958(5) -0.1118(3) 0.1354(2) 0.0506(10) Uani 1 1 d . . .
C21 C 1.1464(5) -0.1423(4) 0.1091(2) 0.0713(14) Uani 1 1 d . . .
H21A H 1.1853 -0.2017 0.1397 0.107 Uiso 1 1 calc R . .
H21B H 1.1994 -0.0782 0.1095 0.107 Uiso 1 1 calc R . .
H21C H 1.1496 -0.1664 0.0616 0.107 Uiso 1 1 calc R . .
C22 C 0.9085(6) -0.2142(4) 0.1365(2) 0.0664(13) Uani 1 1 d . . .
C23 C 0.6889(8) -0.2806(6) 0.1681(5) 0.137(3) Uani 1 1 d D . .
H23A H 0.6578 -0.3001 0.2170 0.165 Uiso 1 1 calc R . .
H23B H 0.7386 -0.3461 0.1483 0.165 Uiso 1 1 calc R . .
C24 C 0.5654(9) -0.2444(6) 0.1266(5) 0.161(4) Uani 1 1 d D . .
H24A H 0.5034 -0.3034 0.1296 0.241 Uiso 1 1 calc R . .
H24B H 0.5963 -0.2279 0.0778 0.241 Uiso 1 1 calc R . .
H24C H 0.5173 -0.1788 0.1459 0.241 Uiso 1 1 calc R . .
C25 C 0.8285(4) 0.0510(3) 0.12876(19) 0.0430(9) Uani 1 1 d . . .
H25 H 0.7410 0.0142 0.1323 0.052 Uiso 1 1 calc R . .
C26 C 0.8031(4) 0.1662(3) 0.09192(19) 0.0433(9) Uani 1 1 d . . .
C27 C 0.9020(4) 0.2464(3) 0.0893(2) 0.0489(10) Uani 1 1 d . . .
C28 C 0.8723(5) 0.3510(4) 0.0556(2) 0.0601(12) Uani 1 1 d . . .
H28 H 0.9377 0.4040 0.0544 0.072 Uiso 1 1 calc R . .
C29 C 0.7496(6) 0.3790(4) 0.0239(2) 0.0631(12) Uani 1 1 d . . .
C30 C 0.6558(5) 0.2997(4) 0.0255(2) 0.0602(12) Uani 1 1 d . . .
H30 H 0.5726 0.3178 0.0042 0.072 Uiso 1 1 calc R . .
C31 C 0.6794(4) 0.1926(3) 0.0575(2) 0.0495(10) Uani 1 1 d . . .
C32 C 0.5730(5) 0.1094(4) 0.0501(3) 0.0656(13) Uani 1 1 d . . .
H32A H 0.4977 0.1450 0.0247 0.098 Uiso 1 1 calc R . .
H32B H 0.5374 0.0824 0.0964 0.098 Uiso 1 1 calc R . .
H32C H 0.6163 0.0478 0.0246 0.098 Uiso 1 1 calc R . .
C33 C 1.0408(5) 0.2258(4) 0.1209(3) 0.0655(13) Uani 1 1 d . . .
H33A H 1.0910 0.2918 0.1130 0.098 Uiso 1 1 calc R . .
H33B H 1.0938 0.1647 0.0987 0.098 Uiso 1 1 calc R . .
H33C H 1.0261 0.2078 0.1710 0.098 Uiso 1 1 calc R . .
C34 C 0.7211(7) 0.4939(4) -0.0122(3) 0.0972(19) Uani 1 1 d . . .
H34A H 0.7976 0.5384 -0.0072 0.117 Uiso 1 1 calc R . .
H34B H 0.6369 0.5293 0.0095 0.146 Uiso 1 1 calc R . .
H34C H 0.7107 0.4869 -0.0617 0.146 Uiso 1 1 calc R . .
C35 C 0.4438(6) 0.2202(6) 0.4278(3) 0.109(2) Uani 1 1 d . . .
H35A H 0.4406 0.1986 0.4777 0.164 Uiso 1 1 calc R . .
H35B H 0.3689 0.1894 0.4071 0.164 Uiso 1 1 calc R . .
H35C H 0.4341 0.3003 0.4214 0.164 Uiso 1 1 calc R . .
C36 C 0.5851(5) 0.1756(5) 0.3914(3) 0.0739(14) Uani 1 1 d . . .
H36 H 0.6567 0.2145 0.4115 0.089 Uiso 1 1 calc R . .
C37 C 0.6150(7) 0.0493(5) 0.4134(3) 0.104(2) Uani 1 1 d . . .
H37A H 0.6066 0.0386 0.4643 0.156 Uiso 1 1 calc R . .
H37B H 0.7078 0.0247 0.3958 0.156 Uiso 1 1 calc R . .
H37C H 0.5490 0.0068 0.3938 0.156 Uiso 1 1 calc R . .
C38 C 0.6556(8) 0.4352(5) 0.3222(5) 0.126(3) Uani 1 1 d . . .
H38A H 0.6329 0.5140 0.3140 0.188 Uiso 1 1 calc R . .
H38B H 0.7519 0.4175 0.3073 0.188 Uiso 1 1 calc R . .
H38C H 0.6395 0.4146 0.3719 0.188 Uiso 1 1 calc R . .
C39 C 0.5631(5) 0.3703(4) 0.2796(3) 0.0677(13) Uani 1 1 d . . .
H39 H 0.4660 0.3887 0.2971 0.081 Uiso 1 1 calc R . .
C40 C 0.5773(7) 0.4095(4) 0.2003(3) 0.103(2) Uani 1 1 d . . .
H40A H 0.5572 0.4891 0.1953 0.155 Uiso 1 1 calc R . .
H40B H 0.5129 0.3734 0.1752 0.155 Uiso 1 1 calc R . .
H40C H 0.6708 0.3906 0.1810 0.155 Uiso 1 1 calc R . .
C41 C 0.4910(7) 0.0158(5) 0.2521(3) 0.098(2) Uani 1 1 d . . .
H41A H 0.4271 -0.0137 0.2232 0.148 Uiso 1 1 calc R . .
H41B H 0.4682 -0.0063 0.3011 0.148 Uiso 1 1 calc R . .
H41C H 0.5844 -0.0127 0.2383 0.148 Uiso 1 1 calc R . .
C42 C 0.4801(5) 0.1439(4) 0.2422(3) 0.0660(13) Uani 1 1 d . . .
H42 H 0.5108 0.1606 0.1922 0.079 Uiso 1 1 calc R . .
C43 C 0.3255(6) 0.1899(6) 0.2502(4) 0.105(2) Uani 1 1 d . . .
H43A H 0.2715 0.1492 0.2218 0.157 Uiso 1 1 calc R . .
H43B H 0.3181 0.2677 0.2346 0.157 Uiso 1 1 calc R . .
H43C H 0.2909 0.1814 0.2991 0.157 Uiso 1 1 calc R . .


_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 1.680(3) . ?
Si1 C2 1.870(5) . ?
Si1 C8 1.876(5) . ?
Si1 C5 1.877(4) . ?
Si2 O2 1.665(3) . ?
Si2 C42 1.855(5) . ?
Si2 C39 1.863(5) . ?
Si2 C36 1.877(5) . ?
O1 C10 1.379(5) . ?
O2 C17 1.375(5) . ?
O3 C22 1.327(6) . ?
O3 C23 1.436(6) . ?
O4 C22 1.202(6) . ?
O5 N1 1.451(4) . ?
O5 H5A 0.8200 . ?
N1 C25 1.500(5) . ?
N1 C20 1.500(5) . ?
C1 C2 1.523(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.547(7) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.515(7) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.541(6) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.529(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.4985(12) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C19 1.367(5) . ?
C10 C11 1.423(5) . ?
C11 C12 1.415(6) . ?
C11 C16 1.421(6) . ?
C12 C13 1.350(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.410(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.354(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.415(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.429(5) . ?
C17 C18 1.372(5) . ?
C18 C19 1.413(5) . ?
C18 C25 1.510(5) . ?
C19 C20 1.513(5) . ?
C20 C21 1.521(6) . ?
C20 C22 1.545(6) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 C24 1.4981(11) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.518(5) . ?
C25 H25 0.9800 . ?
C26 C27 1.406(6) . ?
C26 C31 1.409(6) . ?
C27 C28 1.391(6) . ?
C27 C33 1.505(6) . ?
C28 C29 1.377(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.364(7) . ?
C29 C34 1.513(6) . ?
C30 C31 1.395(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.511(6) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.548(7) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.557(8) . ?
C36 H36 0.9800 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 C39 1.540(8) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.542(7) . ?
C39 H39 0.9800 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.534(7) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 C43 1.547(7) . ?
C42 H42 0.9800 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Si1 C2 105.2(2) . . ?
O1 Si1 C8 106.47(18) . . ?
C2 Si1 C8 112.1(3) . . ?
O1 Si1 C5 108.39(17) . . ?
C2 Si1 C5 112.6(2) . . ?
C8 Si1 C5 111.6(2) . . ?
O2 Si2 C42 108.57(19) . . ?
O2 Si2 C39 102.02(18) . . ?
C42 Si2 C39 109.8(2) . . ?
O2 Si2 C36 112.25(19) . . ?
C42 Si2 C36 114.2(2) . . ?
C39 Si2 C36 109.4(2) . . ?
C10 O1 Si1 132.1(2) . . ?
C17 O2 Si2 133.2(2) . . ?
C22 O3 C23 115.9(5) . . ?
N1 O5 H5A 109.5 . . ?
O5 N1 C25 107.8(3) . . ?
O5 N1 C20 109.0(3) . . ?
C25 N1 C20 108.6(3) . . ?
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 108.3(4) . . ?
C1 C2 Si1 113.9(4) . . ?
C3 C2 Si1 115.5(4) . . ?
C1 C2 H2 106.2 . . ?
C3 C2 H2 106.2 . . ?
Si1 C2 H2 106.2 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C4 C5 C6 108.9(4) . . ?
C4 C5 Si1 113.8(3) . . ?
C6 C5 Si1 115.2(3) . . ?
C4 C5 H5 106.1 . . ?
C6 C5 H5 106.1 . . ?
Si1 C5 H5 106.1 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C7 112.2(6) . . ?
C9 C8 Si1 120.2(5) . . ?
C7 C8 Si1 114.6(4) . . ?
C9 C8 H8 102.2 . . ?
C7 C8 H8 102.2 . . ?
Si1 C8 H8 102.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C19 C10 O1 121.6(3) . . ?
C19 C10 C11 118.4(3) . . ?
O1 C10 C11 120.0(3) . . ?
C12 C11 C16 118.0(4) . . ?
C12 C11 C10 122.3(4) . . ?
C16 C11 C10 119.6(3) . . ?
C13 C12 C11 121.7(4) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C14 120.2(4) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 119.8(5) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 121.6(5) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C11 118.5(4) . . ?
C15 C16 C17 121.9(4) . . ?
C11 C16 C17 119.5(3) . . ?
C18 C17 O2 122.6(3) . . ?
C18 C17 C16 118.2(4) . . ?
O2 C17 C16 118.8(3) . . ?
C17 C18 C19 120.8(3) . . ?
C17 C18 C25 129.6(3) . . ?
C19 C18 C25 109.6(3) . . ?
C10 C19 C18 121.4(3) . . ?
C10 C19 C20 128.6(4) . . ?
C18 C19 C20 109.9(3) . . ?
N1 C20 C19 101.0(3) . . ?
N1 C20 C21 108.6(3) . . ?
C19 C20 C21 113.9(4) . . ?
N1 C20 C22 109.9(4) . . ?
C19 C20 C22 112.4(3) . . ?
C21 C20 C22 110.5(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 O3 125.2(5) . . ?
O4 C22 C20 123.7(5) . . ?
O3 C22 C20 111.1(4) . . ?
O3 C23 C24 109.7(5) . . ?
O3 C23 H23A 109.7 . . ?
C24 C23 H23A 109.7 . . ?
O3 C23 H23B 109.7 . . ?
C24 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 C18 100.8(3) . . ?
N1 C25 C26 111.0(3) . . ?
C18 C25 C26 119.6(3) . . ?
N1 C25 H25 108.3 . . ?
C18 C25 H25 108.3 . . ?
C26 C25 H25 108.3 . . ?
C27 C26 C31 118.9(4) . . ?
C27 C26 C25 121.7(4) . . ?
C31 C26 C25 119.4(3) . . ?
C28 C27 C26 119.1(4) . . ?
C28 C27 C33 117.1(4) . . ?
C26 C27 C33 123.7(4) . . ?
C29 C28 C27 122.4(4) . . ?
C29 C28 H28 118.8 . . ?
C27 C28 H28 118.8 . . ?
C30 C29 C28 117.9(4) . . ?
C30 C29 C34 121.3(5) . . ?
C28 C29 C34 120.8(5) . . ?
C29 C30 C31 122.8(4) . . ?
C29 C30 H30 118.6 . . ?
C31 C30 H30 118.6 . . ?
C30 C31 C26 118.8(4) . . ?
C30 C31 C32 117.6(4) . . ?
C26 C31 C32 123.6(4) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C27 C33 H33A 109.5 . . ?
C27 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C27 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C35 C36 C37 109.9(5) . . ?
C35 C36 Si2 111.5(4) . . ?
C37 C36 Si2 116.7(4) . . ?
C35 C36 H36 106.0 . . ?
C37 C36 H36 106.0 . . ?
Si2 C36 H36 106.0 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C38 C39 C40 110.4(5) . . ?
C38 C39 Si2 112.4(4) . . ?
C40 C39 Si2 112.0(3) . . ?
C38 C39 H39 107.2 . . ?
C40 C39 H39 107.2 . . ?
Si2 C39 H39 107.2 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C41 C42 C43 110.1(5) . . ?
C41 C42 Si2 115.6(4) . . ?
C43 C42 Si2 114.3(4) . . ?
C41 C42 H42 105.2 . . ?
C43 C42 H42 105.2 . . ?
Si2 C42 H42 105.2 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.17
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.022
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.054
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethylacetate/hexane'
####################################################################### 
# 
# 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_Szpilman3
_audit_block_doi                 10.5517/cc1jbpfz
_database_code_depnum_ccdc_archive 'CCDC 1410451'
_audit_update_record             
;
2015-07-03 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'ethyl cis-3-mesityl-1-methyl-4,9-bis((triisopropylsilyl)oxy)-2,3-dihydro-1H-benzo[f]isoindole-1-carboxylate'
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H67 N O4 Si2'
_chemical_formula_sum            'C43 H67 N O4 Si2'
_chemical_formula_weight         718.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7000(7)
_cell_length_b                   15.3590(10)
_cell_length_c                   17.8710(11)
_cell_angle_alpha                67.097(4)
_cell_angle_beta                 89.688(4)
_cell_angle_gamma                79.278(4)
_cell_volume                     2155.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6101
_cell_measurement_theta_min      1.24
_cell_measurement_theta_max      24.14

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9477
_exptl_absorpt_correction_T_max  0.9585
_exptl_absorpt_process_details   
; 
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_special_details           
;  
 ?  
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            6232
_diffrn_reflns_av_R_equivalents  0.0810
_diffrn_reflns_av_sigmaI/netI    0.0500
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.24
_diffrn_reflns_theta_max         24.14
_reflns_number_total             6232
_reflns_number_gt                4397
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.5'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1072P)²+1.7267P] 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         6232
_refine_ls_number_parameters     451
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0748
_refine_ls_wR_factor_ref         0.2104
_refine_ls_wR_factor_gt          0.1908
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.20588(14) 0.52172(8) 0.81889(7) 0.0607(4) Uani 1 1 d . . .
Si2 Si 0.46359(13) 0.02026(7) 0.79418(6) 0.0502(3) Uani 1 1 d . . .
O1 O 0.1390(3) 0.46777(17) 0.76524(15) 0.0557(7) Uani 1 1 d . . .
O2 O 0.2951(3) 0.10026(16) 0.76165(14) 0.0480(6) Uani 1 1 d . . .
O3 O 0.5239(3) 0.4091(2) 0.66594(18) 0.0748(9) Uani 1 1 d . . .
O4 O 0.4388(4) 0.5494(2) 0.5630(2) 0.0946(11) Uani 1 1 d . . .
N1 N 0.2766(4) 0.3833(2) 0.56359(17) 0.0533(8) Uani 1 1 d . . .
H1 H 0.2546 0.4072 0.5118 0.064 Uiso 1 1 calc R . .
C1 C 0.4209(10) 0.6514(5) 0.7811(6) 0.175(4) Uani 1 1 d . . .
H1A H 0.4652 0.6978 0.7380 0.263 Uiso 1 1 calc R . .
H1B H 0.5027 0.5981 0.8126 0.263 Uiso 1 1 calc R . .
H1C H 0.3703 0.6811 0.8155 0.263 Uiso 1 1 calc R . .
C2 C 0.3015(7) 0.6152(4) 0.7450(4) 0.0950(17) Uani 1 1 d . . .
H2 H 0.3623 0.5827 0.7136 0.114 Uiso 1 1 calc R . .
C3 C 0.1875(9) 0.6998(4) 0.6817(4) 0.124(2) Uani 1 1 d . . .
H3A H 0.2454 0.7442 0.6453 0.186 Uiso 1 1 calc R . .
H3B H 0.1175 0.7321 0.7088 0.186 Uiso 1 1 calc R . .
H3C H 0.1280 0.6762 0.6513 0.186 Uiso 1 1 calc R . .
C4 C 0.4941(7) 0.3843(4) 0.8769(4) 0.1065(19) Uani 1 1 d . . .
H4A H 0.5587 0.3391 0.9245 0.160 Uiso 1 1 calc R . .
H4B H 0.5515 0.4320 0.8447 0.160 Uiso 1 1 calc R . .
H4C H 0.4649 0.3509 0.8453 0.160 Uiso 1 1 calc R . .
C5 C 0.3505(7) 0.4322(5) 0.9019(3) 0.111(2) Uani 1 1 d D . .
H5 H 0.2948 0.3790 0.9134 0.134 Uiso 1 1 calc R . .
C6 C 0.3487(13) 0.4298(8) 0.9866(3) 0.207(5) Uani 1 1 d D . .
H6A H 0.4296 0.3781 1.0211 0.311 Uiso 1 1 calc R . .
H6B H 0.2485 0.4197 1.0072 0.311 Uiso 1 1 calc R . .
H6C H 0.3669 0.4899 0.9856 0.311 Uiso 1 1 calc R . .
C7 C 0.0599(9) 0.6494(5) 0.8920(5) 0.132(3) Uani 1 1 d . . .
H7A H -0.0329 0.6715 0.9141 0.198 Uiso 1 1 calc R . .
H7B H 0.0857 0.7027 0.8469 0.198 Uiso 1 1 calc R . .
H7C H 0.1453 0.6226 0.9332 0.198 Uiso 1 1 calc R . .
C8 C 0.0301(6) 0.5709(4) 0.8623(3) 0.0871(15) Uani 1 1 d . . .
H8 H 0.0112 0.5168 0.9110 0.104 Uiso 1 1 calc R . .
C9 C -0.1199(7) 0.6062(5) 0.8071(5) 0.133(3) Uani 1 1 d . . .
H9A H -0.2043 0.6292 0.8337 0.199 Uiso 1 1 calc R . .
H9B H -0.1442 0.5540 0.7955 0.199 Uiso 1 1 calc R . .
H9C H -0.1060 0.6576 0.7571 0.199 Uiso 1 1 calc R . .
C10 C 0.1729(4) 0.3777(2) 0.7627(2) 0.0451(9) Uani 1 1 d . . .
C11 C 0.1300(4) 0.2984(2) 0.8272(2) 0.0462(9) Uani 1 1 d . . .
C12 C 0.0395(5) 0.3093(3) 0.8899(2) 0.0613(11) Uani 1 1 d . . .
H12 H 0.0120 0.3701 0.8914 0.074 Uiso 1 1 calc R . .
C13 C -0.0088(5) 0.2332(3) 0.9485(3) 0.0660(12) Uani 1 1 d . . .
H13 H -0.0680 0.2424 0.9892 0.079 Uiso 1 1 calc R . .
C14 C 0.0308(5) 0.1415(3) 0.9472(2) 0.0638(11) Uani 1 1 d . . .
H14 H -0.0024 0.0898 0.9870 0.077 Uiso 1 1 calc R . .
C15 C 0.1175(5) 0.1273(3) 0.8881(2) 0.0542(10) Uani 1 1 d . . .
H15 H 0.1432 0.0657 0.8883 0.065 Uiso 1 1 calc R . .
C16 C 0.1701(4) 0.2045(2) 0.8259(2) 0.0449(9) Uani 1 1 d . . .
C17 C 0.2523(4) 0.1919(2) 0.7607(2) 0.0443(9) Uani 1 1 d . . .
C18 C 0.2722(4) 0.2717(2) 0.6950(2) 0.0426(8) Uani 1 1 d . . .
C19 C 0.2335(4) 0.3644(2) 0.6964(2) 0.0426(8) Uani 1 1 d . . .
C20 C 0.2605(4) 0.4400(2) 0.6140(2) 0.0475(9) Uani 1 1 d . . .
C21 C 0.1246(5) 0.5255(3) 0.5785(2) 0.0680(12) Uani 1 1 d . . .
H21A H 0.1499 0.5697 0.5270 0.102 Uiso 1 1 calc R . .
H21B H 0.1057 0.5576 0.6152 0.102 Uiso 1 1 calc R . .
H21C H 0.0322 0.5033 0.5707 0.102 Uiso 1 1 calc R . .
C22 C 0.4135(5) 0.4746(3) 0.6122(2) 0.0592(11) Uani 1 1 d . . .
C23 C 0.6796(7) 0.4331(6) 0.6553(4) 0.128(3) Uani 1 1 d D . .
H23A H 0.6781 0.4951 0.6579 0.153 Uiso 1 1 calc R . .
H23B H 0.7152 0.4355 0.6031 0.153 Uiso 1 1 calc R . .
C24 C 0.7846(9) 0.3542(8) 0.7237(5) 0.288(9) Uani 1 1 d D . .
H24A H 0.8900 0.3652 0.7191 0.432 Uiso 1 1 calc R . .
H24B H 0.7821 0.2932 0.7211 0.432 Uiso 1 1 calc R . .
H24C H 0.7490 0.3537 0.7748 0.432 Uiso 1 1 calc R . .
C25 C 0.3357(4) 0.2798(2) 0.6135(2) 0.0453(9) Uani 1 1 d . . .
H25 H 0.4504 0.2684 0.6197 0.054 Uiso 1 1 calc R . .
C26 C 0.2903(5) 0.2200(2) 0.5698(2) 0.0487(9) Uani 1 1 d . . .
C27 C 0.4047(5) 0.1826(3) 0.5291(2) 0.0590(11) Uani 1 1 d . . .
C28 C 0.3618(7) 0.1317(3) 0.4845(3) 0.0754(14) Uani 1 1 d . . .
H28 H 0.4382 0.1065 0.4578 0.090 Uiso 1 1 calc R . .
C29 C 0.2112(7) 0.1180(3) 0.4790(3) 0.0741(13) Uani 1 1 d . . .
C30 C 0.1010(6) 0.1579(3) 0.5177(3) 0.0669(12) Uani 1 1 d . . .
H30 H -0.0022 0.1511 0.5132 0.080 Uiso 1 1 calc R . .
C31 C 0.1359(5) 0.2079(3) 0.5631(2) 0.0517(10) Uani 1 1 d . . .
C32 C 0.0044(5) 0.2467(3) 0.6041(2) 0.0617(11) Uani 1 1 d . . .
H32A H -0.0912 0.2305 0.5919 0.093 Uiso 1 1 calc R . .
H32B H -0.0083 0.3156 0.5843 0.093 Uiso 1 1 calc R . .
H32C H 0.0289 0.2188 0.6619 0.093 Uiso 1 1 calc R . .
C33 C 0.5719(5) 0.1961(3) 0.5285(3) 0.0773(13) Uani 1 1 d . . .
H33A H 0.6299 0.1647 0.4970 0.116 Uiso 1 1 calc R . .
H33B H 0.6186 0.1685 0.5833 0.116 Uiso 1 1 calc R . .
H33C H 0.5737 0.2637 0.5047 0.116 Uiso 1 1 calc R . .
C34 C 0.1677(8) 0.0622(5) 0.4311(4) 0.117(2) Uani 1 1 d . . .
H34A H 0.0582 0.0600 0.4346 0.175 Uiso 1 1 calc R . .
H34B H 0.2289 -0.0023 0.4533 0.175 Uiso 1 1 calc R . .
H34C H 0.1884 0.0937 0.3751 0.175 Uiso 1 1 calc R . .
C35 C 0.7898(6) 0.0376(4) 0.7806(4) 0.0957(17) Uani 1 1 d . . .
H35A H 0.8628 0.0787 0.7767 0.144 Uiso 1 1 calc R . .
H35B H 0.7908 0.0230 0.7330 0.144 Uiso 1 1 calc R . .
H35C H 0.8193 -0.0212 0.8282 0.144 Uiso 1 1 calc R . .
C36 C 0.6244(5) 0.0890(3) 0.7871(3) 0.0660(12) Uani 1 1 d . . .
H36 H 0.5991 0.1462 0.7359 0.079 Uiso 1 1 calc R . .
C37 C 0.6266(6) 0.1283(4) 0.8547(3) 0.0897(15) Uani 1 1 d . . .
H37A H 0.7103 0.1630 0.8478 0.135 Uiso 1 1 calc R . .
H37B H 0.6425 0.0754 0.9071 0.135 Uiso 1 1 calc R . .
H37C H 0.5284 0.1707 0.8513 0.135 Uiso 1 1 calc R . .
C38 C 0.3249(6) -0.0556(3) 0.6943(3) 0.0844(15) Uani 1 1 d . . .
H38A H 0.3430 -0.0873 0.6573 0.127 Uiso 1 1 calc R . .
H38B H 0.2569 0.0062 0.6674 0.127 Uiso 1 1 calc R . .
H38C H 0.2768 -0.0943 0.7407 0.127 Uiso 1 1 calc R . .
C39 C 0.4815(6) -0.0420(3) 0.7223(3) 0.0661(12) Uani 1 1 d . . .
H39 H 0.5223 0.0008 0.6732 0.079 Uiso 1 1 calc R . .
C40 C 0.6013(6) -0.1388(3) 0.7533(3) 0.0855(15) Uani 1 1 d . . .
H40A H 0.6048 -0.1665 0.7134 0.128 Uiso 1 1 calc R . .
H40B H 0.5702 -0.1823 0.8035 0.128 Uiso 1 1 calc R . .
H40C H 0.7033 -0.1277 0.7624 0.128 Uiso 1 1 calc R . .
C41 C 0.3198(6) -0.1226(3) 0.9122(3) 0.0828(15) Uani 1 1 d . . .
H41A H 0.3155 -0.1621 0.9688 0.124 Uiso 1 1 calc R . .
H41B H 0.3452 -0.1631 0.8825 0.124 Uiso 1 1 calc R . .
H41C H 0.2197 -0.0806 0.8912 0.124 Uiso 1 1 calc R . .
C42 C 0.4462(5) -0.0620(3) 0.9029(2) 0.0635(11) Uani 1 1 d . . .
H42 H 0.4123 -0.0200 0.9319 0.076 Uiso 1 1 calc R . .
C43 C 0.6018(6) -0.1280(4) 0.9477(3) 0.0902(16) Uani 1 1 d . . .
H43A H 0.5840 -0.1668 1.0026 0.135 Uiso 1 1 calc R . .
H43B H 0.6762 -0.0892 0.9482 0.135 Uiso 1 1 calc R . .
H43C H 0.6423 -0.1690 0.9201 0.135 Uiso 1 1 calc R . .


_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 1.658(3) . ?
Si1 C2 1.858(5) . ?
Si1 C5 1.861(6) . ?
Si1 C8 1.877(5) . ?
Si2 O2 1.667(3) . ?
Si2 C39 1.867(4) . ?
Si2 C36 1.880(4) . ?
Si2 C42 1.885(4) . ?
O1 C10 1.378(4) . ?
O2 C17 1.380(4) . ?
O3 C22 1.324(5) . ?
O3 C23 1.461(6) . ?
O4 C22 1.204(5) . ?
N1 C20 1.467(5) . ?
N1 C25 1.477(4) . ?
N1 H1 0.8600 . ?
C1 C2 1.519(9) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.529(8) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.487(7) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.4984(10) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.556(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.518(8) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C19 1.367(5) . ?
C10 C11 1.421(5) . ?
C11 C12 1.412(5) . ?
C11 C16 1.429(5) . ?
C12 C13 1.366(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.396(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.356(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.421(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.422(5) . ?
C17 C18 1.366(5) . ?
C18 C19 1.411(5) . ?
C18 C25 1.523(5) . ?
C19 C20 1.528(5) . ?
C20 C22 1.518(5) . ?
C20 C21 1.519(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 C24 1.4982(10) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.519(5) . ?
C25 H25 0.9800 . ?
C26 C27 1.397(5) . ?
C26 C31 1.401(5) . ?
C27 C28 1.407(6) . ?
C27 C33 1.506(6) . ?
C28 C29 1.375(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.370(6) . ?
C29 C34 1.519(7) . ?
C30 C31 1.384(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.509(5) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.534(6) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.548(6) . ?
C36 H36 0.9800 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 C39 1.531(7) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.548(6) . ?
C39 H39 0.9800 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.537(6) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 C43 1.539(6) . ?
C42 H42 0.9800 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Si1 C2 105.1(2) . . ?
O1 Si1 C5 109.6(2) . . ?
C2 Si1 C5 110.8(3) . . ?
O1 Si1 C8 105.9(2) . . ?
C2 Si1 C8 114.4(3) . . ?
C5 Si1 C8 110.6(3) . . ?
O2 Si2 C39 103.91(17) . . ?
O2 Si2 C36 107.65(16) . . ?
C39 Si2 C36 112.4(2) . . ?
O2 Si2 C42 107.60(16) . . ?
C39 Si2 C42 113.65(19) . . ?
C36 Si2 C42 111.1(2) . . ?
C10 O1 Si1 136.3(2) . . ?
C17 O2 Si2 130.4(2) . . ?
C22 O3 C23 113.7(4) . . ?
C20 N1 C25 111.1(3) . . ?
C20 N1 H1 124.4 . . ?
C25 N1 H1 124.4 . . ?
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 110.6(5) . . ?
C1 C2 Si1 116.1(5) . . ?
C3 C2 Si1 114.4(4) . . ?
C1 C2 H2 104.8 . . ?
C3 C2 H2 104.8 . . ?
Si1 C2 H2 104.8 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C4 C5 C6 119.3(6) . . ?
C4 C5 Si1 116.8(4) . . ?
C6 C5 Si1 121.4(5) . . ?
C4 C5 H5 95.2 . . ?
C6 C5 H5 95.2 . . ?
Si1 C5 H5 95.2 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C7 110.6(5) . . ?
C9 C8 Si1 114.4(4) . . ?
C7 C8 Si1 112.9(4) . . ?
C9 C8 H8 106.1 . . ?
C7 C8 H8 106.1 . . ?
Si1 C8 H8 106.1 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C19 C10 O1 121.5(3) . . ?
C19 C10 C11 119.0(3) . . ?
O1 C10 C11 119.2(3) . . ?
C12 C11 C10 122.7(3) . . ?
C12 C11 C16 118.1(3) . . ?
C10 C11 C16 119.1(3) . . ?
C13 C12 C11 121.9(4) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C14 119.9(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 121.5(4) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 122.1(3) . . ?
C15 C16 C11 118.2(3) . . ?
C17 C16 C11 119.6(3) . . ?
C18 C17 O2 121.7(3) . . ?
C18 C17 C16 118.9(3) . . ?
O2 C17 C16 119.0(3) . . ?
C17 C18 C19 121.0(3) . . ?
C17 C18 C25 129.8(3) . . ?
C19 C18 C25 109.2(3) . . ?
C10 C19 C18 121.3(3) . . ?
C10 C19 C20 129.0(3) . . ?
C18 C19 C20 109.7(3) . . ?
N1 C20 C22 106.5(3) . . ?
N1 C20 C21 109.7(3) . . ?
C22 C20 C21 110.3(3) . . ?
N1 C20 C19 101.1(3) . . ?
C22 C20 C19 114.3(3) . . ?
C21 C20 C19 114.2(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 O3 122.4(4) . . ?
O4 C22 C20 124.5(4) . . ?
O3 C22 C20 112.8(3) . . ?
O3 C23 C24 105.6(5) . . ?
O3 C23 H23A 110.6 . . ?
C24 C23 H23A 110.6 . . ?
O3 C23 H23B 110.6 . . ?
C24 C23 H23B 110.6 . . ?
H23A C23 H23B 108.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 C26 109.5(3) . . ?
N1 C25 C18 100.8(3) . . ?
C26 C25 C18 120.8(3) . . ?
N1 C25 H25 108.3 . . ?
C26 C25 H25 108.3 . . ?
C18 C25 H25 108.3 . . ?
C27 C26 C31 119.1(4) . . ?
C27 C26 C25 118.3(4) . . ?
C31 C26 C25 122.4(3) . . ?
C26 C27 C28 118.8(4) . . ?
C26 C27 C33 123.4(4) . . ?
C28 C27 C33 117.8(4) . . ?
C29 C28 C27 122.4(4) . . ?
C29 C28 H28 118.8 . . ?
C27 C28 H28 118.8 . . ?
C30 C29 C28 117.3(4) . . ?
C30 C29 C34 121.1(5) . . ?
C28 C29 C34 121.6(5) . . ?
C29 C30 C31 123.1(5) . . ?
C29 C30 H30 118.5 . . ?
C31 C30 H30 118.5 . . ?
C30 C31 C26 119.3(4) . . ?
C30 C31 C32 117.9(4) . . ?
C26 C31 C32 122.8(3) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C27 C33 H33A 109.5 . . ?
C27 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C27 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C35 C36 C37 110.2(4) . . ?
C35 C36 Si2 115.9(3) . . ?
C37 C36 Si2 113.2(3) . . ?
C35 C36 H36 105.5 . . ?
C37 C36 H36 105.5 . . ?
Si2 C36 H36 105.5 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C38 C39 C40 110.0(4) . . ?
C38 C39 Si2 114.1(3) . . ?
C40 C39 Si2 114.0(3) . . ?
C38 C39 H39 106.0 . . ?
C40 C39 H39 106.0 . . ?
Si2 C39 H39 106.0 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C41 C42 C43 109.7(4) . . ?
C41 C42 Si2 113.4(3) . . ?
C43 C42 Si2 114.3(3) . . ?
C41 C42 H42 106.3 . . ?
C43 C42 H42 106.3 . . ?
Si2 C42 H42 106.3 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?

loop_
# start Validation Reply Form
_vrf_PLAT220_Szpilman3
;
PROBLEM: Large Non-Solvent  C     Ueq(max)/Ueq(min) Range        6.8 Ratio 
RESPONSE: Partly disordered ethoxy group of the molecule
;
_vrf_PLAT222_Szpilman3           
;
PROBLEM: Large Non-Solvent  H     Uiso(max)/Uiso(min) ...        8.0 Ratio 
RESPONSE: Partly disordered ethoxy group of the molecule
;
_vrf_PLAT230_Szpilman3           
;
PROBLEM: Hirshfeld Test Diff for    C23    --  C24     ..       10.6 su    
RESPONSE: Partly disordered ethoxy group of the molecule
;
_vrf_PLAT242_Szpilman3           
;
PROBLEM: Low       Ueq as Compared to Neighbors for .....        C23 Check 
RESPONSE: Partly disordered ethoxy group of the molecule
;
# end Validation Reply Form

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        24.14
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.974
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.051
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
####################################################################### 
# 
# 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_Szpilman12
_audit_block_doi                 10.5517/cc1jbpg0
_database_code_depnum_ccdc_archive 'CCDC 1410452'
_audit_update_record             
;
2015-07-03 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'methyl 3-isopropyl-1-methyl-4,9-dioxo-2,3,4,9-tetrahydro-1H-benzo[f]isoindole-1-carboxylate'
_chemical_name_common            Szpilman12
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H19 N O4'
_chemical_formula_sum            'C18 H19 N O4'
_chemical_formula_weight         313.34
_chemical_absolute_configuration unk

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   15.5180(4)
_cell_length_b                   12.3210(5)
_cell_length_c                   9.0570(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.742(3)
_cell_angle_gamma                90.00
_cell_volume                     1658.27(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2479
_cell_measurement_theta_min      1.37
_cell_measurement_theta_max      24.14

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9838
_exptl_absorpt_correction_T_max  0.9890
_exptl_absorpt_process_details   
; 
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_special_details           
;  
 ?  
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            2438
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.37
_diffrn_reflns_theta_max         24.14
_reflns_number_total             2438
_reflns_number_gt                2020
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.5'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0759P)²+0.3575P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2438
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1301
_refine_ls_wR_factor_gt          0.1232
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.67054(11) 0.26671(15) 0.5718(2) 0.0816(6) Uani 1 1 d . . .
O2 O 0.66183(10) -0.05378(12) 0.96884(17) 0.0550(4) Uani 1 1 d . . .
O3 O 0.78850(8) -0.15035(10) 0.78630(14) 0.0431(4) Uani 1 1 d . . .
O4 O 0.91216(9) -0.16018(10) 0.98675(16) 0.0500(4) Uani 1 1 d . . .
N1 N 0.89380(11) 0.06760(12) 0.83976(18) 0.0378(4) Uani 1 1 d . . .
H1 H 0.9419(15) 0.0964(17) 0.900(2) 0.051(6) Uiso 1 1 d . . .
C1 C 0.85060(12) -0.10857(14) 0.90591(19) 0.0343(4) Uani 1 1 d . . .
C2 C 0.83803(12) 0.01313(14) 0.92547(19) 0.0339(4) Uani 1 1 d . . .
C3 C 0.86552(14) 0.04090(16) 1.0963(2) 0.0450(5) Uani 1 1 d . . .
H3A H 0.8267 0.0038 1.1453 0.067 Uiso 1 1 calc R . .
H3B H 0.8606 0.1178 1.1088 0.067 Uiso 1 1 calc R . .
H3C H 0.9266 0.0186 1.1428 0.067 Uiso 1 1 calc R . .
C4 C 0.74491(12) 0.05291(13) 0.8426(2) 0.0348(4) Uani 1 1 d . . .
C5 C 0.66132(13) 0.01595(15) 0.8725(2) 0.0405(5) Uani 1 1 d . . .
C6 C 0.57674(13) 0.06722(16) 0.7773(2) 0.0453(5) Uani 1 1 d . . .
C7 C 0.49474(14) 0.0335(2) 0.7939(3) 0.0594(6) Uani 1 1 d . . .
H7 H 0.4928 -0.0231 0.8607 0.071 Uiso 1 1 calc R . .
C8 C 0.41612(16) 0.0836(3) 0.7117(3) 0.0814(8) Uani 1 1 d . . .
H8 H 0.3614 0.0615 0.7244 0.098 Uiso 1 1 calc R . .
C9 C 0.41876(18) 0.1660(3) 0.6111(4) 0.0990(11) Uani 1 1 d . . .
H9 H 0.3655 0.1993 0.5557 0.119 Uiso 1 1 calc R . .
C10 C 0.49902(17) 0.2000(3) 0.5910(3) 0.0801(8) Uani 1 1 d . . .
H10 H 0.4998 0.2556 0.5220 0.096 Uiso 1 1 calc R . .
C11 C 0.57898(14) 0.15103(18) 0.6741(2) 0.0529(6) Uani 1 1 d . . .
C12 C 0.66594(14) 0.18936(18) 0.6536(2) 0.0520(5) Uani 1 1 d . . .
C13 C 0.74714(12) 0.12978(14) 0.7399(2) 0.0376(5) Uani 1 1 d . . .
C14 C 0.84069(12) 0.14817(15) 0.7295(2) 0.0388(5) Uani 1 1 d . . .
H14 H 0.8604 0.2215 0.7661 0.047 Uiso 1 1 calc R . .
C15 C 0.85137(13) 0.13244(18) 0.5672(2) 0.0481(5) Uani 1 1 d . . .
H15 H 0.8141 0.1869 0.4990 0.058 Uiso 1 1 calc R . .
C16 C 0.94812(15) 0.1503(2) 0.5685(3) 0.0605(6) Uani 1 1 d . . .
H16A H 0.9533 0.1407 0.4662 0.091 Uiso 1 1 calc R . .
H16B H 0.9861 0.0989 0.6367 0.091 Uiso 1 1 calc R . .
H16C H 0.9662 0.2226 0.6033 0.091 Uiso 1 1 calc R . .
C17 C 0.8192(2) 0.0209(2) 0.5032(3) 0.0845(9) Uani 1 1 d . . .
H17A H 0.8261 0.0138 0.4017 0.127 Uiso 1 1 calc R . .
H17B H 0.7570 0.0123 0.4983 0.127 Uiso 1 1 calc R . .
H17C H 0.8543 -0.0339 0.5693 0.127 Uiso 1 1 calc R . .
C18 C 0.80045(16) -0.26316(16) 0.7535(3) 0.0583(6) Uani 1 1 d . . .
H18A H 0.7525 -0.2856 0.6657 0.088 Uiso 1 1 calc R . .
H18B H 0.7997 -0.3066 0.8411 0.088 Uiso 1 1 calc R . .
H18C H 0.8570 -0.2722 0.7318 0.088 Uiso 1 1 calc R . .


_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
O1 C12 1.222(3) . ?
O2 C5 1.223(2) . ?
O3 C1 1.329(2) . ?
O3 C18 1.444(2) . ?
O4 C1 1.204(2) . ?
N1 C14 1.479(2) . ?
N1 C2 1.480(2) . ?
N1 H1 0.86(2) . ?
C1 C2 1.529(2) . ?
C2 C4 1.506(2) . ?
C2 C3 1.521(2) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C13 1.335(2) . ?
C4 C5 1.472(3) . ?
C5 C6 1.488(3) . ?
C6 C7 1.387(3) . ?
C6 C11 1.400(3) . ?
C7 C8 1.378(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.373(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.375(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.390(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.491(3) . ?
C12 C13 1.473(3) . ?
C13 C14 1.499(3) . ?
C14 C15 1.538(3) . ?
C14 H14 0.9800 . ?
C15 C16 1.514(3) . ?
C15 C17 1.519(3) . ?
C15 H15 0.9800 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

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
C1 O3 C18 115.76(14) . . ?
C14 N1 C2 111.24(14) . . ?
C14 N1 H1 111.2(14) . . ?
C2 N1 H1 112.7(14) . . ?
O4 C1 O3 123.58(16) . . ?
O4 C1 C2 123.56(16) . . ?
O3 C1 C2 112.81(14) . . ?
N1 C2 C4 102.32(13) . . ?
N1 C2 C3 113.38(15) . . ?
C4 C2 C3 112.43(15) . . ?
N1 C2 C1 105.70(14) . . ?
C4 C2 C1 113.43(14) . . ?
C3 C2 C1 109.31(14) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C13 C4 C5 123.30(17) . . ?
C13 C4 C2 111.38(16) . . ?
C5 C4 C2 125.29(16) . . ?
O2 C5 C4 121.60(17) . . ?
O2 C5 C6 122.36(18) . . ?
C4 C5 C6 116.04(16) . . ?
C7 C6 C11 119.54(19) . . ?
C7 C6 C5 119.60(19) . . ?
C11 C6 C5 120.85(18) . . ?
C8 C7 C6 120.3(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C7 119.9(2) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 121.0(2) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C6 119.4(2) . . ?
C10 C11 C12 119.6(2) . . ?
C6 C11 C12 120.94(18) . . ?
O1 C12 C13 121.3(2) . . ?
O1 C12 C11 122.38(19) . . ?
C13 C12 C11 116.27(18) . . ?
C4 C13 C12 122.24(18) . . ?
C4 C13 C14 111.79(16) . . ?
C12 C13 C14 125.94(16) . . ?
N1 C14 C13 102.54(14) . . ?
N1 C14 C15 111.60(16) . . ?
C13 C14 C15 114.47(15) . . ?
N1 C14 H14 109.3 . . ?
C13 C14 H14 109.3 . . ?
C15 C14 H14 109.3 . . ?
C16 C15 C17 110.5(2) . . ?
C16 C15 C14 110.72(16) . . ?
C17 C15 C14 111.38(16) . . ?
C16 C15 H15 108.0 . . ?
C17 C15 H15 108.0 . . ?
C14 C15 H15 108.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        24.14
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.035
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jbph1
_database_code_depnum_ccdc_archive 'CCDC 1410453'
_audit_update_record             
;
2015-07-05 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'ethyl cis-4,7-dihydroxy-1-methyl-3-(naphthalen-1-yl)isoindoline-1-carboxylat'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H23 N O4'
_chemical_formula_sum            'C26 H23 N O4'
_chemical_formula_weight         413.45
_chemical_absolute_configuration unk

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   9.0810(6)
_cell_length_b                   11.0920(6)
_cell_length_c                   20.5970(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.188(4)
_cell_angle_gamma                90.00
_cell_volume                     2069.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3175
_cell_measurement_theta_min      0.99
_cell_measurement_theta_max      24.14

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9534
_exptl_absorpt_correction_T_max  0.9636
_exptl_absorpt_process_details   
; 
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_special_details           
;  
 ?  
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            3046
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         24.14
_reflns_number_total             3046
_reflns_number_gt                2571
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.5'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0787P)²+0.2547P] 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         3046
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1229
_refine_ls_wR_factor_gt          0.1168
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.41731(13) -0.22101(11) 0.55136(6) 0.0519(3) Uani 1 1 d . . .
H1D H 0.3887 -0.1892 0.5168 0.078 Uiso 1 1 calc R . .
O2 O 1.01767(13) -0.13580(11) 0.61030(6) 0.0553(4) Uani 1 1 d . . .
H2D H 1.0292 -0.0769 0.6342 0.083 Uiso 1 1 calc R . .
O3 O 0.94297(16) 0.04466(12) 0.69726(6) 0.0652(4) Uani 1 1 d . . .
O4 O 0.78511(14) 0.19931(11) 0.69100(6) 0.0586(4) Uani 1 1 d . . .
N1 N 0.64765(14) 0.12507(12) 0.57570(6) 0.0421(4) Uani 1 1 d . . .
H1E H 0.6273 0.1994 0.6001 0.051 Uiso 1 1 d R . .
C1 C 0.7141(2) 0.1889(2) 0.80178(10) 0.0686(6) Uani 1 1 d . . .
H1A H 0.7406 0.2130 0.8459 0.103 Uiso 1 1 calc R . .
H1B H 0.7101 0.1025 0.7993 0.103 Uiso 1 1 calc R . .
H1C H 0.6191 0.2218 0.7879 0.103 Uiso 1 1 calc R . .
C2 C 0.8264(2) 0.2346(2) 0.75873(9) 0.0644(6) Uani 1 1 d . . .
H2A H 0.8325 0.3217 0.7619 0.077 Uiso 1 1 calc R . .
H2B H 0.9225 0.2014 0.7725 0.077 Uiso 1 1 calc R . .
C3 C 0.84849(19) 0.10302(16) 0.66798(8) 0.0457(4) Uani 1 1 d . . .
C4 C 0.79465(18) 0.07460(15) 0.59719(8) 0.0417(4) Uani 1 1 d . . .
C5 C 0.9108(2) 0.12600(17) 0.55382(10) 0.0567(5) Uani 1 1 d . . .
H5A H 1.0060 0.0933 0.5673 0.085 Uiso 1 1 calc R . .
H5B H 0.9136 0.2122 0.5579 0.085 Uiso 1 1 calc R . .
H5C H 0.8851 0.1045 0.5093 0.085 Uiso 1 1 calc R . .
C6 C 0.76960(17) -0.06003(14) 0.58985(7) 0.0396(4) Uani 1 1 d . . .
C7 C 0.86987(18) -0.15203(15) 0.59370(8) 0.0426(4) Uani 1 1 d . . .
C8 C 0.82074(19) -0.27217(15) 0.58071(7) 0.0451(4) Uani 1 1 d . . .
C9 C 0.9205(2) -0.37049(17) 0.58134(9) 0.0589(5) Uani 1 1 d . . .
H9 H 1.0210 -0.3571 0.5903 0.071 Uiso 1 1 calc R . .
C10 C 0.8703(3) -0.48444(18) 0.56897(11) 0.0721(6) Uani 1 1 d . . .
H10 H 0.9371 -0.5481 0.5694 0.087 Uiso 1 1 calc R . .
C11 C 0.7193(3) -0.50705(17) 0.55558(11) 0.0707(6) Uani 1 1 d . . .
H11 H 0.6863 -0.5854 0.5475 0.085 Uiso 1 1 calc R . .
C12 C 0.6208(2) -0.41429(16) 0.55436(9) 0.0574(5) Uani 1 1 d . . .
H12 H 0.5208 -0.4303 0.5456 0.069 Uiso 1 1 calc R . .
C13 C 0.66733(19) -0.29464(14) 0.56606(7) 0.0446(4) Uani 1 1 d . . .
C14 C 0.56509(18) -0.19699(15) 0.56480(7) 0.0415(4) Uani 1 1 d . . .
C15 C 0.61690(17) -0.08329(14) 0.57822(7) 0.0383(4) Uani 1 1 d . . .
C16 C 0.53117(17) 0.03160(14) 0.58455(7) 0.0391(4) Uani 1 1 d . . .
H16 H 0.4551 0.0372 0.5484 0.047 Uiso 1 1 d R . .
C17 C 0.45926(17) 0.04538(14) 0.64850(7) 0.0407(4) Uani 1 1 d . . .
C18 C 0.36515(17) 0.14676(15) 0.65678(8) 0.0436(4) Uani 1 1 d . . .
C19 C 0.3310(2) 0.23359(17) 0.60763(9) 0.0528(5) Uani 1 1 d . . .
H19 H 0.3698 0.2247 0.5674 0.063 Uiso 1 1 calc R . .
C20 C 0.2422(2) 0.33014(19) 0.61796(11) 0.0642(5) Uani 1 1 d . . .
H20 H 0.2211 0.3855 0.5847 0.077 Uiso 1 1 calc R . .
C21 C 0.1828(2) 0.34647(19) 0.67799(11) 0.0672(6) Uani 1 1 d . . .
H21 H 0.1229 0.4126 0.6847 0.081 Uiso 1 1 calc R . .
C22 C 0.2130(2) 0.26527(19) 0.72648(10) 0.0595(5) Uani 1 1 d . . .
H22 H 0.1736 0.2770 0.7664 0.071 Uiso 1 1 calc R . .
C23 C 0.30294(18) 0.16318(16) 0.71772(8) 0.0483(4) Uani 1 1 d . . .
C24 C 0.3330(2) 0.07760(19) 0.76764(9) 0.0583(5) Uani 1 1 d . . .
H24 H 0.2908 0.0867 0.8071 0.070 Uiso 1 1 calc R . .
C25 C 0.4228(2) -0.01780(18) 0.75872(9) 0.0581(5) Uani 1 1 d . . .
H25 H 0.4422 -0.0731 0.7922 0.070 Uiso 1 1 calc R . .
C26 C 0.4867(2) -0.03354(16) 0.69908(8) 0.0500(4) Uani 1 1 d . . .
H26 H 0.5489 -0.0989 0.6939 0.060 Uiso 1 1 calc R . .


_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
O1 C14 1.376(2) . ?
O1 H1D 0.8200 . ?
O2 C7 1.372(2) . ?
O2 H2D 0.8200 . ?
O3 C3 1.201(2) . ?
O4 C3 1.318(2) . ?
O4 C2 1.471(2) . ?
N1 C4 1.485(2) . ?
N1 C16 1.502(2) . ?
N1 H1E 0.9897 . ?
C1 C2 1.489(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.536(2) . ?
C4 C6 1.516(2) . ?
C4 C5 1.540(2) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.366(2) . ?
C6 C15 1.414(2) . ?
C7 C8 1.425(2) . ?
C8 C9 1.417(2) . ?
C8 C13 1.426(2) . ?
C9 C10 1.361(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.402(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.363(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.408(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.426(2) . ?
C14 C15 1.367(2) . ?
C15 C16 1.504(2) . ?
C16 C17 1.520(2) . ?
C16 H16 0.9800 . ?
C17 C26 1.370(2) . ?
C17 C18 1.430(2) . ?
C18 C19 1.415(2) . ?
C18 C23 1.425(2) . ?
C19 C20 1.366(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.396(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.358(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.415(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.411(3) . ?
C24 C25 1.356(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.407(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 O1 H1D 109.5 . . ?
C7 O2 H2D 109.5 . . ?
C3 O4 C2 117.97(15) . . ?
C4 N1 C16 109.23(12) . . ?
C4 N1 H1E 111.1 . . ?
C16 N1 H1E 110.7 . . ?
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 . . ?
O4 C2 C1 109.63(16) . . ?
O4 C2 H2A 109.7 . . ?
C1 C2 H2A 109.7 . . ?
O4 C2 H2B 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
O3 C3 O4 124.81(16) . . ?
O3 C3 C4 122.14(16) . . ?
O4 C3 C4 113.00(15) . . ?
N1 C4 C6 102.50(13) . . ?
N1 C4 C3 114.99(13) . . ?
C6 C4 C3 109.37(13) . . ?
N1 C4 C5 109.03(13) . . ?
C6 C4 C5 114.25(14) . . ?
C3 C4 C5 106.90(14) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C15 121.00(15) . . ?
C7 C6 C4 129.44(15) . . ?
C15 C6 C4 109.56(13) . . ?
C6 C7 O2 123.51(15) . . ?
C6 C7 C8 119.31(15) . . ?
O2 C7 C8 117.17(14) . . ?
C9 C8 C7 121.81(16) . . ?
C9 C8 C13 118.77(16) . . ?
C7 C8 C13 119.41(15) . . ?
C10 C9 C8 120.55(19) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 120.80(19) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 120.01(19) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 121.34(19) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C8 118.51(16) . . ?
C12 C13 C14 121.74(16) . . ?
C8 C13 C14 119.74(15) . . ?
C15 C14 O1 122.36(14) . . ?
C15 C14 C13 118.89(15) . . ?
O1 C14 C13 118.73(14) . . ?
C14 C15 C6 121.43(14) . . ?
C14 C15 C16 128.79(14) . . ?
C6 C15 C16 109.77(13) . . ?
N1 C16 C15 101.58(12) . . ?
N1 C16 C17 112.75(12) . . ?
C15 C16 C17 114.72(13) . . ?
N1 C16 H16 109.1 . . ?
C15 C16 H16 109.2 . . ?
C17 C16 H16 109.2 . . ?
C26 C17 C18 119.28(15) . . ?
C26 C17 C16 121.94(15) . . ?
C18 C17 C16 118.73(14) . . ?
C19 C18 C23 117.56(15) . . ?
C19 C18 C17 123.47(15) . . ?
C23 C18 C17 118.96(15) . . ?
C20 C19 C18 121.54(18) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C21 120.7(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 119.67(18) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 121.62(18) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 H22 119.2 . . ?
C24 C23 C22 121.88(17) . . ?
C24 C23 C18 119.17(16) . . ?
C22 C23 C18 118.94(17) . . ?
C25 C24 C23 120.83(17) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 120.34(17) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C17 C26 C25 121.40(17) . . ?
C17 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        24.14
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.034
####################################################################### 
# 
# 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_Szpilman9
_audit_block_doi                 10.5517/cc1jbpj2
_database_code_depnum_ccdc_archive 'CCDC 1410454'
_audit_update_record             
;
2015-07-03 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'ethyl 3-(tert-butyl)-1-methyl-4,9-dioxo-2,3,4,9-tetrahydro-1H-benzo[f]isoindole-1-carboxylate'
_chemical_name_common            Szpilman9
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H23 N O4'
_chemical_formula_sum            'C20 H23 N O4'
_chemical_formula_weight         341.39
_chemical_absolute_configuration unk

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   11.1710(3)
_cell_length_b                   8.5890(3)
_cell_length_c                   19.7280(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.5320(11)
_cell_angle_gamma                90.00
_cell_volume                     1884.04(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3824
_cell_measurement_theta_min      1.83
_cell_measurement_theta_max      27.75

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             728
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9778
_exptl_absorpt_correction_T_max  0.9851
_exptl_absorpt_process_details   
; 
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_special_details           
;  
 ?  
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            3311
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         25.04
_reflns_number_total             3311
_reflns_number_gt                2417
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.5'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0669P)²+0.5132P] 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     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3311
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1491
_refine_ls_wR_factor_gt          0.1357
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.05718(12) 0.18257(19) 0.98923(8) 0.0639(4) Uani 1 1 d . . .
O2 O 0.73526(14) -0.0255(2) 0.79297(8) 0.0815(6) Uani 1 1 d . . .
O3 O 0.44715(13) 0.0886(2) 0.89173(9) 0.0801(6) Uani 1 1 d . . .
O4 O 0.58648(11) 0.24713(18) 0.85653(8) 0.0625(4) Uani 1 1 d . . .
N1 N 0.66971(14) 0.1095(2) 0.99783(9) 0.0525(4) Uani 1 1 d . . .
H1 H 0.6433 0.0219 1.0306 0.063 Uiso 1 1 d R . .
C1 C 0.7904(2) 0.3346(3) 1.04664(12) 0.0619(6) Uani 1 1 d . . .
C2 C 0.7364(4) 0.4483(3) 0.99386(19) 0.1270(15) Uani 1 1 d . . .
H2A H 0.7353 0.5506 1.0135 0.190 Uiso 1 1 calc R . .
H2B H 0.6557 0.4170 0.9788 0.190 Uiso 1 1 calc R . .
H2C H 0.7837 0.4496 0.9558 0.190 Uiso 1 1 calc R . .
C3 C 0.9159(2) 0.3886(3) 1.07407(15) 0.0839(8) Uani 1 1 d . . .
H3A H 0.9114 0.4919 1.0922 0.126 Uiso 1 1 calc R . .
H3B H 0.9675 0.3886 1.0379 0.126 Uiso 1 1 calc R . .
H3C H 0.9478 0.3191 1.1094 0.126 Uiso 1 1 calc R . .
C4 C 0.7153(3) 0.3265(4) 1.10809(17) 0.0992(10) Uani 1 1 d . . .
H4A H 0.7112 0.4281 1.1281 0.149 Uiso 1 1 calc R . .
H4B H 0.7524 0.2553 1.1413 0.149 Uiso 1 1 calc R . .
H4C H 0.6356 0.2912 1.0932 0.149 Uiso 1 1 calc R . .
C5 C 0.6327(2) -0.1353(3) 0.93061(13) 0.0670(6) Uani 1 1 d . . .
H5A H 0.6246 -0.1750 0.8849 0.101 Uiso 1 1 calc R . .
H5B H 0.5598 -0.1545 0.9514 0.101 Uiso 1 1 calc R . .
H5C H 0.6986 -0.1865 0.9564 0.101 Uiso 1 1 calc R . .
C6 C 0.55082(17) 0.1239(3) 0.89010(11) 0.0542(5) Uani 1 1 d . . .
C7 C 0.4935(2) 0.3471(3) 0.82437(15) 0.0773(7) Uani 1 1 d . . .
H7A H 0.4422 0.3842 0.8579 0.093 Uiso 1 1 calc R . .
H7B H 0.4442 0.2896 0.7897 0.093 Uiso 1 1 calc R . .
C8 C 0.5508(3) 0.4779(4) 0.7937(2) 0.1198(13) Uani 1 1 d . . .
H8A H 0.4902 0.5458 0.7722 0.180 Uiso 1 1 calc R . .
H8B H 0.6006 0.4402 0.7602 0.180 Uiso 1 1 calc R . .
H8C H 0.5993 0.5341 0.8283 0.180 Uiso 1 1 calc R . .
C9 C 0.65655(16) 0.0396(2) 0.92926(10) 0.0493(5) Uani 1 1 d . . .
C10 C 0.77585(16) 0.0764(2) 0.90327(10) 0.0465(5) Uani 1 1 d . . .
C11 C 0.80837(17) 0.0329(3) 0.83533(11) 0.0554(5) Uani 1 1 d . . .
C12 C 0.93433(17) 0.0645(3) 0.82119(11) 0.0564(5) Uani 1 1 d . . .
C13 C 0.9720(2) 0.0286(4) 0.75831(13) 0.0767(7) Uani 1 1 d . . .
H13 H 0.9180 -0.0141 0.7245 0.092 Uiso 1 1 calc R . .
C14 C 1.0893(2) 0.0561(4) 0.74553(14) 0.0903(9) Uani 1 1 d . . .
H14 H 1.1141 0.0323 0.7031 0.108 Uiso 1 1 calc R . .
C15 C 1.1698(2) 0.1186(4) 0.79531(14) 0.0803(8) Uani 1 1 d . . .
H15 H 1.2487 0.1371 0.7862 0.096 Uiso 1 1 calc R . .
C16 C 1.13464(18) 0.1538(3) 0.85833(12) 0.0622(6) Uani 1 1 d . . .
H16 H 1.1898 0.1955 0.8918 0.075 Uiso 1 1 calc R . .
C17 C 1.01649(16) 0.1271(2) 0.87219(11) 0.0504(5) Uani 1 1 d . . .
C18 C 0.98108(16) 0.1568(2) 0.94195(11) 0.0489(5) Uani 1 1 d . . .
C19 C 0.85178(16) 0.1423(2) 0.95160(10) 0.0454(5) Uani 1 1 d . . .
C20 C 0.79303(17) 0.1671(2) 1.01690(10) 0.0484(5) Uani 1 1 d . . .
H20 H 0.8407 0.0974 1.0556 0.058 Uiso 1 1 d R . .


_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
O1 C18 1.220(2) . ?
O2 C11 1.219(2) . ?
O3 C6 1.200(2) . ?
O4 C6 1.330(3) . ?
O4 C7 1.446(3) . ?
N1 C9 1.474(3) . ?
N1 C20 1.478(2) . ?
N1 H1 1.0527 . ?
C1 C2 1.510(4) . ?
C1 C3 1.525(3) . ?
C1 C4 1.541(4) . ?
C1 C20 1.555(3) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C9 1.527(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C9 1.529(3) . ?
C7 C8 1.454(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.507(3) . ?
C10 C19 1.339(3) . ?
C10 C11 1.470(3) . ?
C11 C12 1.486(3) . ?
C12 C13 1.382(3) . ?
C12 C17 1.402(3) . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.373(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.490(3) . ?
C18 C19 1.480(3) . ?
C19 C20 1.516(3) . ?
C20 H20 1.0712 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O4 C7 117.00(16) . . ?
C9 N1 C20 112.21(15) . . ?
C9 N1 H1 105.2 . . ?
C20 N1 H1 113.1 . . ?
C2 C1 C3 109.9(2) . . ?
C2 C1 C4 111.1(3) . . ?
C3 C1 C4 106.6(2) . . ?
C2 C1 C20 111.0(2) . . ?
C3 C1 C20 111.39(19) . . ?
C4 C1 C20 106.7(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C9 C5 H5A 109.5 . . ?
C9 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C9 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3 C6 O4 123.37(19) . . ?
O3 C6 C9 124.55(19) . . ?
O4 C6 C9 111.98(16) . . ?
O4 C7 C8 108.4(2) . . ?
O4 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
O4 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C10 102.33(15) . . ?
N1 C9 C5 112.77(18) . . ?
C10 C9 C5 111.95(17) . . ?
N1 C9 C6 105.94(16) . . ?
C10 C9 C6 113.22(16) . . ?
C5 C9 C6 110.29(17) . . ?
C19 C10 C11 124.14(17) . . ?
C19 C10 C9 111.51(18) . . ?
C11 C10 C9 124.15(17) . . ?
O2 C11 C10 121.42(18) . . ?
O2 C11 C12 122.1(2) . . ?
C10 C11 C12 116.52(18) . . ?
C13 C12 C17 119.64(19) . . ?
C13 C12 C11 120.2(2) . . ?
C17 C12 C11 120.11(19) . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 120.1(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C12 119.3(2) . . ?
C16 C17 C18 119.62(19) . . ?
C12 C17 C18 120.98(17) . . ?
O1 C18 C19 122.24(19) . . ?
O1 C18 C17 120.64(17) . . ?
C19 C18 C17 116.98(17) . . ?
C10 C19 C18 120.18(18) . . ?
C10 C19 C20 111.59(16) . . ?
C18 C19 C20 127.25(17) . . ?
N1 C20 C19 101.88(15) . . ?
N1 C20 C1 110.77(16) . . ?
C19 C20 C1 118.43(17) . . ?
N1 C20 H20 112.4 . . ?
C19 C20 H20 107.5 . . ?
C1 C20 H20 105.9 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.032
####################################################################### 
# 
# 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_Szpilman13
_database_code_depnum_ccdc_archive 'CCDC 1419966'
_audit_update_record             
;
2015-08-21 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;  
 ?  
;
_chemical_name_common            'Szpilman13 (Sukanta)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H34 N O'
_chemical_formula_sum            'C32 H34 N O'
_chemical_formula_weight         448.60
_chemical_absolute_configuration unk

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.736(2)
_cell_length_b                   12.285(2)
_cell_length_c                   14.643(3)
_cell_angle_alpha                71.82(2)
_cell_angle_beta                 88.31(2)
_cell_angle_gamma                73.55(2)
_cell_volume                     1265.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7409
_cell_measurement_theta_min      1.47
_cell_measurement_theta_max      25.00

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             482
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9694
_exptl_absorpt_correction_T_max  0.9776
_exptl_absorpt_process_details   
;  
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'   
;
_exptl_special_details           
;   
 ?   
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            7409
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_sigmaI/netI    0.1109
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4396
_reflns_number_gt                2182
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 3.5'
_computing_publication_material  ?

_refine_special_details          
;  
 Refinement of F² against ALL reflections.  The weighted R-factor wR and  
 goodness of fit S are based on F², conventional R-factors R are based  
 on F, with F set to zero for negative F². The threshold expression of  
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is  
 not relevant to the choice of reflections for refinement.  R-factors based  
 on F² are statistically about twice as large as those based on F, and R-  
 factors based on ALL data will be even larger.  
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0740P)²+0.0000P] 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         4396
_refine_ls_number_parameters     315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1133
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1399
_refine_ls_wR_factor_gt          0.1239
_refine_ls_goodness_of_fit_ref   0.842
_refine_ls_restrained_S_all      0.842
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9485(2) 0.36389(16) 0.22890(13) 0.0853(6) Uani 1 1 d . . .
N1 N 0.9280(2) 0.24585(16) 0.25993(13) 0.0530(5) Uani 1 1 d . . .
C1 C 0.8182(3) 0.2354(2) 0.34434(16) 0.0513(6) Uani 1 1 d . . .
H1 H 0.8975 0.2340 0.3960 0.062 Uiso 1 1 calc R . .
C2 C 0.7916(3) 0.1119(2) 0.37541(18) 0.0552(6) Uani 1 1 d . . .
C3 C 0.8024(3) 0.0492(2) 0.30683(18) 0.0557(6) Uani 1 1 d . . .
C4 C 0.8234(3) 0.1036(2) 0.20708(18) 0.0541(6) Uani 1 1 d . . .
C5 C 0.8573(3) 0.2262(2) 0.17649(16) 0.0538(6) Uani 1 1 d . . .
H5 H 0.7410 0.2871 0.1539 0.065 Uiso 1 1 calc R . .
C6 C 0.7598(3) 0.0608(2) 0.46997(19) 0.0649(7) Uani 1 1 d . . .
C7 C 0.7423(3) -0.0563(3) 0.4986(2) 0.0818(9) Uani 1 1 d . . .
H7 H 0.7241 -0.0921 0.5628 0.098 Uiso 1 1 calc R . .
C8 C 0.7509(3) -0.1180(3) 0.4363(3) 0.0817(9) Uani 1 1 d . . .
H8 H 0.7394 -0.1951 0.4580 0.098 Uiso 1 1 calc R . .
C9 C 0.7772(3) -0.0663(2) 0.3385(2) 0.0670(7) Uani 1 1 d . . .
C10 C 0.7712(3) -0.1236(2) 0.2694(3) 0.0800(9) Uani 1 1 d . . .
H10 H 0.7601 -0.2008 0.2892 0.096 Uiso 1 1 calc R . .
C11 C 0.7814(3) -0.0680(2) 0.1747(2) 0.0766(8) Uani 1 1 d . . .
H11 H 0.7724 -0.1069 0.1306 0.092 Uiso 1 1 calc R . .
C12 C 0.8052(3) 0.0473(2) 0.14093(19) 0.0608(6) Uani 1 1 d . . .
C13 C 0.7424(4) 0.1253(3) 0.54332(19) 0.0812(8) Uani 1 1 d . . .
H13A H 0.6926 0.0836 0.5997 0.122 Uiso 1 1 calc R . .
H13B H 0.6642 0.2053 0.5166 0.122 Uiso 1 1 calc R . .
H13C H 0.8594 0.1283 0.5605 0.122 Uiso 1 1 calc R . .
C14 C 0.8014(4) 0.1034(3) 0.0333(2) 0.0765(8) Uani 1 1 d . . .
H14A H 0.7514 0.0604 0.0018 0.115 Uiso 1 1 calc R . .
H14B H 0.9221 0.1004 0.0144 0.115 Uiso 1 1 calc R . .
H14C H 0.7283 0.1853 0.0153 0.115 Uiso 1 1 calc R . .
C15 C 0.6521(3) 0.3432(2) 0.33635(15) 0.0526(6) Uani 1 1 d . . .
C16 C 0.4800(3) 0.3574(2) 0.29604(16) 0.0563(6) Uani 1 1 d . . .
C17 C 0.3440(3) 0.4622(3) 0.28707(19) 0.0720(7) Uani 1 1 d . . .
H17 H 0.2320 0.4708 0.2597 0.086 Uiso 1 1 calc R . .
C18 C 0.3641(4) 0.5539(3) 0.3160(2) 0.0786(8) Uani 1 1 d . . .
C19 C 0.5289(4) 0.5366(3) 0.35968(19) 0.0777(8) Uani 1 1 d . . .
H19 H 0.5445 0.5955 0.3833 0.093 Uiso 1 1 calc R . .
C20 C 0.6736(3) 0.4345(2) 0.37010(17) 0.0632(7) Uani 1 1 d . . .
C21 C 0.9873(3) 0.24679(19) 0.09692(16) 0.0509(6) Uani 1 1 d . . .
C22 C 1.1637(3) 0.1703(2) 0.10587(16) 0.0531(6) Uani 1 1 d . . .
C23 C 1.2777(3) 0.1951(2) 0.03277(18) 0.0608(6) Uani 1 1 d . . .
H23 H 1.3946 0.1442 0.0396 0.073 Uiso 1 1 calc R . .
C24 C 1.2256(3) 0.2920(2) -0.04983(18) 0.0623(7) Uani 1 1 d . . .
C25 C 1.0515(4) 0.3664(2) -0.05740(18) 0.0658(7) Uani 1 1 d . . .
H25 H 1.0132 0.4324 -0.1125 0.079 Uiso 1 1 calc R . .
C26 C 0.9317(3) 0.3465(2) 0.01413(18) 0.0581(6) Uani 1 1 d . . .
C27 C 0.4291(3) 0.2657(2) 0.26240(19) 0.0715(7) Uani 1 1 d . . .
H27A H 0.4625 0.1898 0.3125 0.107 Uiso 1 1 calc R . .
H27B H 0.4914 0.2583 0.2060 0.107 Uiso 1 1 calc R . .
H27C H 0.3012 0.2906 0.2474 0.107 Uiso 1 1 calc R . .
C28 C 0.2128(5) 0.6694(3) 0.2993(3) 0.1247(13) Uani 1 1 d . . .
H28A H 0.1426 0.6858 0.2410 0.187 Uiso 1 1 calc R . .
H28B H 0.2632 0.7340 0.2938 0.187 Uiso 1 1 calc R . .
H28C H 0.1367 0.6614 0.3526 0.187 Uiso 1 1 calc R . .
C29 C 0.8497(4) 0.4286(3) 0.4175(2) 0.0881(9) Uani 1 1 d . . .
H29A H 0.8337 0.4986 0.4366 0.132 Uiso 1 1 calc R . .
H29B H 0.9425 0.4250 0.3726 0.132 Uiso 1 1 calc R . .
H29C H 0.8842 0.3585 0.4731 0.132 Uiso 1 1 calc R . .
C30 C 1.2347(3) 0.0594(2) 0.19218(18) 0.0698(7) Uani 1 1 d . . .
H30A H 1.3643 0.0350 0.1954 0.105 Uiso 1 1 calc R . .
H30B H 1.1912 -0.0039 0.1858 0.105 Uiso 1 1 calc R . .
H30C H 1.1935 0.0768 0.2500 0.105 Uiso 1 1 calc R . .
C31 C 1.3529(4) 0.3175(3) -0.1283(2) 0.0879(9) Uani 1 1 d . . .
H31A H 1.4291 0.2434 -0.1338 0.132 Uiso 1 1 calc R . .
H31B H 1.4262 0.3614 -0.1127 0.132 Uiso 1 1 calc R . .
H31C H 1.2846 0.3640 -0.1883 0.132 Uiso 1 1 calc R . .
C32 C 0.7440(3) 0.4348(2) -0.0030(2) 0.0819(8) Uani 1 1 d . . .
H32A H 0.7396 0.5010 -0.0599 0.123 Uiso 1 1 calc R . .
H32B H 0.7168 0.4632 0.0513 0.123 Uiso 1 1 calc R . .
H32C H 0.6569 0.3958 -0.0112 0.123 Uiso 1 1 calc R . .


_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
O1 N1 1.432(2) . ?
N1 C5 1.466(3) . ?
N1 C1 1.472(3) . ?
C1 C2 1.515(3) . ?
C1 C15 1.538(3) . ?
C1 H1 0.9800 . ?
C2 C6 1.377(3) . ?
C2 C3 1.432(3) . ?
C3 C9 1.416(3) . ?
C3 C4 1.430(3) . ?
C4 C12 1.385(3) . ?
C4 C5 1.529(3) . ?
C5 C21 1.524(3) . ?
C5 H5 0.9800 . ?
C6 C7 1.413(4) . ?
C6 C13 1.504(4) . ?
C7 C8 1.344(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.409(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.410(4) . ?
C10 C11 1.352(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.410(3) . ?
C11 H11 0.9300 . ?
C12 C14 1.507(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C20 1.410(3) . ?
C15 C16 1.415(3) . ?
C16 C17 1.384(3) . ?
C16 C27 1.509(3) . ?
C17 C18 1.369(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.374(4) . ?
C18 C28 1.518(4) . ?
C19 C20 1.395(3) . ?
C19 H19 0.9300 . ?
C20 C29 1.520(3) . ?
C21 C26 1.400(3) . ?
C21 C22 1.403(3) . ?
C22 C23 1.382(3) . ?
C22 C30 1.516(3) . ?
C23 C24 1.379(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.382(3) . ?
C24 C31 1.507(3) . ?
C25 C26 1.388(3) . ?
C25 H25 0.9300 . ?
C26 C32 1.519(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N1 C5 107.58(17) . . ?
O1 N1 C1 107.73(17) . . ?
C5 N1 C1 116.74(15) . . ?
N1 C1 C2 107.81(19) . . ?
N1 C1 C15 115.57(18) . . ?
C2 C1 C15 118.02(17) . . ?
N1 C1 H1 104.6 . . ?
C2 C1 H1 104.6 . . ?
C15 C1 H1 104.6 . . ?
C6 C2 C3 121.0(2) . . ?
C6 C2 C1 119.2(2) . . ?
C3 C2 C1 119.8(2) . . ?
C9 C3 C4 119.8(2) . . ?
C9 C3 C2 118.2(2) . . ?
C4 C3 C2 121.8(2) . . ?
C12 C4 C3 119.9(2) . . ?
C12 C4 C5 122.0(2) . . ?
C3 C4 C5 118.1(2) . . ?
N1 C5 C21 107.69(16) . . ?
N1 C5 C4 109.67(19) . . ?
C21 C5 C4 115.67(19) . . ?
N1 C5 H5 107.9 . . ?
C21 C5 H5 107.9 . . ?
C4 C5 H5 107.9 . . ?
C2 C6 C7 118.5(3) . . ?
C2 C6 C13 122.4(2) . . ?
C7 C6 C13 119.1(3) . . ?
C8 C7 C6 122.3(3) . . ?
C8 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
C7 C8 C9 120.3(3) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 122.1(3) . . ?
C8 C9 C3 119.6(3) . . ?
C10 C9 C3 118.3(3) . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 121.9(3) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C4 C12 C11 118.9(3) . . ?
C4 C12 C14 124.1(2) . . ?
C11 C12 C14 117.0(2) . . ?
C6 C13 H13A 109.5 . . ?
C6 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C6 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 117.9(2) . . ?
C20 C15 C1 117.77(18) . . ?
C16 C15 C1 124.3(2) . . ?
C17 C16 C15 118.9(2) . . ?
C17 C16 C27 115.9(2) . . ?
C15 C16 C27 125.2(2) . . ?
C18 C17 C16 124.1(2) . . ?
C18 C17 H17 118.0 . . ?
C16 C17 H17 118.0 . . ?
C17 C18 C19 116.6(3) . . ?
C17 C18 C28 121.5(3) . . ?
C19 C18 C28 121.8(3) . . ?
C18 C19 C20 122.8(3) . . ?
C18 C19 H19 118.6 . . ?
C20 C19 H19 118.6 . . ?
C19 C20 C15 119.6(2) . . ?
C19 C20 C29 117.2(2) . . ?
C15 C20 C29 123.2(2) . . ?
C26 C21 C22 119.0(2) . . ?
C26 C21 C5 119.4(2) . . ?
C22 C21 C5 121.6(2) . . ?
C23 C22 C21 119.2(2) . . ?
C23 C22 C30 118.1(2) . . ?
C21 C22 C30 122.7(2) . . ?
C24 C23 C22 122.8(2) . . ?
C24 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
C23 C24 C25 117.2(2) . . ?
C23 C24 C31 121.8(3) . . ?
C25 C24 C31 121.0(3) . . ?
C24 C25 C26 122.5(2) . . ?
C24 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
C25 C26 C21 119.3(2) . . ?
C25 C26 C32 117.4(2) . . ?
C21 C26 C32 123.3(2) . . ?
C16 C27 H27A 109.5 . . ?
C16 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C16 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C18 C28 H28A 109.5 . . ?
C18 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C18 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C20 C29 H29A 109.5 . . ?
C20 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C20 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C22 C30 H30A 109.5 . . ?
C22 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C22 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 C31 H31A 109.5 . . ?
C24 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C24 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C32 H32A 109.5 . . ?
C26 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C26 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
O1 N1 C1 C2 178.28(16) . . . . ?
C5 N1 C1 C2 57.2(2) . . . . ?
O1 N1 C1 C15 43.8(2) . . . . ?
C5 N1 C1 C15 -77.3(2) . . . . ?
N1 C1 C2 C6 154.23(18) . . . . ?
C15 C1 C2 C6 -72.6(3) . . . . ?
N1 C1 C2 C3 -24.8(3) . . . . ?
C15 C1 C2 C3 108.4(2) . . . . ?
C6 C2 C3 C9 0.8(3) . . . . ?
C1 C2 C3 C9 179.83(18) . . . . ?
C6 C2 C3 C4 175.81(19) . . . . ?
C1 C2 C3 C4 -5.2(3) . . . . ?
C9 C3 C4 C12 5.0(3) . . . . ?
C2 C3 C4 C12 -169.97(19) . . . . ?
C9 C3 C4 C5 -177.74(19) . . . . ?
C2 C3 C4 C5 7.3(3) . . . . ?
O1 N1 C5 C21 56.4(2) . . . . ?
C1 N1 C5 C21 177.52(18) . . . . ?
O1 N1 C5 C4 -177.00(17) . . . . ?
C1 N1 C5 C4 -55.8(2) . . . . ?
C12 C4 C5 N1 -161.73(19) . . . . ?
C3 C4 C5 N1 21.0(3) . . . . ?
C12 C4 C5 C21 -39.7(3) . . . . ?
C3 C4 C5 C21 143.00(19) . . . . ?
C3 C2 C6 C7 1.5(3) . . . . ?
C1 C2 C6 C7 -177.6(2) . . . . ?
C3 C2 C6 C13 -178.3(2) . . . . ?
C1 C2 C6 C13 2.7(3) . . . . ?
C2 C6 C7 C8 -1.7(4) . . . . ?
C13 C6 C7 C8 178.0(2) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C7 C8 C9 C10 -174.3(2) . . . . ?
C7 C8 C9 C3 2.7(4) . . . . ?
C4 C3 C9 C8 -178.0(2) . . . . ?
C2 C3 C9 C8 -2.9(3) . . . . ?
C4 C3 C9 C10 -0.9(3) . . . . ?
C2 C3 C9 C10 174.2(2) . . . . ?
C8 C9 C10 C11 174.3(2) . . . . ?
C3 C9 C10 C11 -2.8(4) . . . . ?
C9 C10 C11 C12 2.4(4) . . . . ?
C3 C4 C12 C11 -5.4(3) . . . . ?
C5 C4 C12 C11 177.4(2) . . . . ?
C3 C4 C12 C14 172.0(2) . . . . ?
C5 C4 C12 C14 -5.2(3) . . . . ?
C10 C11 C12 C4 1.7(4) . . . . ?
C10 C11 C12 C14 -175.8(2) . . . . ?
N1 C1 C15 C20 -91.4(2) . . . . ?
C2 C1 C15 C20 138.9(2) . . . . ?
N1 C1 C15 C16 87.6(3) . . . . ?
C2 C1 C15 C16 -42.1(3) . . . . ?
C20 C15 C16 C17 3.2(3) . . . . ?
C1 C15 C16 C17 -175.8(2) . . . . ?
C20 C15 C16 C27 -175.8(2) . . . . ?
C1 C15 C16 C27 5.2(4) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C27 C16 C17 C18 178.3(2) . . . . ?
C16 C17 C18 C19 -2.5(4) . . . . ?
C16 C17 C18 C28 176.7(3) . . . . ?
C17 C18 C19 C20 3.5(4) . . . . ?
C28 C18 C19 C20 -175.7(3) . . . . ?
C18 C19 C20 C15 -1.1(4) . . . . ?
C18 C19 C20 C29 178.4(3) . . . . ?
C16 C15 C20 C19 -2.3(3) . . . . ?
C1 C15 C20 C19 176.7(2) . . . . ?
C16 C15 C20 C29 178.2(2) . . . . ?
C1 C15 C20 C29 -2.7(3) . . . . ?
N1 C5 C21 C26 -111.1(2) . . . . ?
C4 C5 C21 C26 125.8(2) . . . . ?
N1 C5 C21 C22 66.8(3) . . . . ?
C4 C5 C21 C22 -56.3(3) . . . . ?
C26 C21 C22 C23 -0.2(3) . . . . ?
C5 C21 C22 C23 -178.10(19) . . . . ?
C26 C21 C22 C30 -179.1(2) . . . . ?
C5 C21 C22 C30 3.0(3) . . . . ?
C21 C22 C23 C24 -0.4(3) . . . . ?
C30 C22 C23 C24 178.5(2) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C22 C23 C24 C31 179.6(2) . . . . ?
C23 C24 C25 C26 0.1(3) . . . . ?
C31 C24 C25 C26 -179.0(2) . . . . ?
C24 C25 C26 C21 -0.7(3) . . . . ?
C24 C25 C26 C32 -179.9(2) . . . . ?
C22 C21 C26 C25 0.7(3) . . . . ?
C5 C21 C26 C25 178.68(19) . . . . ?
C22 C21 C26 C32 179.9(2) . . . . ?
C5 C21 C26 C32 -2.2(3) . . . . ?

loop_
# start Validation Reply Form
_vrf_PLAT230_Szpilman13
;
PROBLEM: Hirshfeld Test Diff for    O1     --  N1      ..       12.7 su    
RESPONSE: here is no doubt about the identity of the atoms from the synthesis: 
the nitrogen is introduced from an ammonium acetate in the first step of our  
synthesis and the oxygen by oxidation with a MCPBA, a peroxyacid in the  
fourth steps of our synthesis) 
;
# end Validation Reply Form

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.033

