#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:21:30 +0100 (Sat 06 de Jan de 2024) $
#$Revision: 288816 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/75/7247573.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247573
loop_
_publ_author_name
'Zhou, Hai-Jie'
'Yao, Yi-Ping'
'Zhang, Tonghui'
'Chen, Biao'
'Wang, Xu'
'Zhao, Hang'
'Zeng, Jie'
'Chen, Jian-Ai'
'Xiao, Xiao'
'Chen, Fen-Er'
_publ_section_title
;
 New conformationally flexible and recyclable aryl iodine catalysts from
 an inexpensive chiral source for asymmetric oxidations
;
_journal_issue                   24
_journal_name_full               'Green Chemistry'
_journal_page_first              10447
_journal_page_last               10457
_journal_paper_doi               10.1039/D3GC02429F
_journal_volume                  25
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C76 H81 I N4 O10 Si2'
_chemical_formula_sum            'C76 H81 I N4 O10 Si2'
_chemical_formula_weight         1393.52
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-04
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-01-14 deposited with the CCDC.	2023-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.3936(3)
_cell_length_b                   27.4740(6)
_cell_length_c                   9.5840(2)
_cell_measurement_reflns_used    9985
_cell_measurement_temperature    170.00
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.59
_cell_volume                     3526.68(13)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'zju Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            54725
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_min         2.124
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0868 before and 0.0619 after correction.
The Ratio of minimum to maximum transmission is 0.9103.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_description       block
_exptl_crystal_F_000             1452
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 3146 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.014(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         8123
_refine_ls_number_restraints     111
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0245
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0255P)²+0.5841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0560
_refine_ls_wR_factor_ref         0.0584
_reflns_Friedel_coverage         0.784
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                7539
_reflns_number_total             8123
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc02429f2.cif
_cod_data_source_block           mo_230104_zhj_mes
_cod_depositor_comments
'Adding full bibliography for 7247573--7247574.cif.'
_cod_database_code               7247573
_shelx_shelxl_version_number     2019/2
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.853
_shelx_estimated_absorpt_t_min   0.779
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Si1-C34 \\sim Si1-C34A
 with sigma of 0.02
 C38-C36 \\sim C38A-C36A
 with sigma of 0.04
 C39-C34 \\sim C39A-C34A
 with sigma of 0.02
 C34-C38 \\sim C34A-C38A
 with sigma of 0.04
 C39-C38 \\sim C39A-C38A
 with sigma of 0.02
 C34-C35 \\sim C34A-C35A
 with sigma of 0.02
 C38-C37 \\sim C38A-C37A
 with sigma of 0.02
 C37-C35 \\sim C37A-C35A
 with sigma of 0.04
 C37-C36 \\sim C37A-C36A
 with sigma of 0.02
 C34-C36 \\sim C34A-C36A
 with sigma of 0.04
 C35-C36 \\sim C35A-C36A
 with sigma of 0.02
 Si1-C39 \\sim Si1-C39A
 with sigma of 0.04
 Si1-C35 \\sim Si1-C35A
 with sigma of 0.04
 C39-C37 \\sim C39A-C37A
 with sigma of 0.04
 C39-C35 \\sim C39A-C35A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Si1 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C34A
\\sim C39A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
within 2A
4. Others
 Sof(C34A)=Sof(C39A)=Sof(H39A)=Sof(C38A)=Sof(H38A)=Sof(C37A)=Sof(H37A)=
 Sof(C36A)=Sof(H36A)=Sof(C35A)=Sof(H35A)=1-FVAR(1)
 Sof(C34)=Sof(C35)=Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(H37)=Sof(C38)=
 Sof(H38)=Sof(C39)=Sof(H39)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C12(H12)
5.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B)
5.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C7(H7), C8(H8), C10(H10), C11(H11), C16(H16),
 C18(H18), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C35(H35), C36(H36),
  C37(H37), C38(H38), C39(H39), C39A(H39A), C38A(H38A), C37A(H37A), C36A(H36A),
 C35A(H35A)
5.d Fitted hexagon refined as free rotating group:
 C34A(C39A,C38A,C37A,C36A,C35A)
5.e Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.500000 0.500000 1.03429(2) 0.04045(7) Uani 1 2 d S T P . .
Si1 Si 0.83400(6) 0.40827(3) 0.69208(8) 0.04070(17) Uani 1 1 d D U . . .
O1 O 0.51782(13) 0.41505(5) 0.82541(16) 0.0328(4) Uani 1 1 d . . . . .
O2 O 0.61635(18) 0.26165(7) 1.0461(2) 0.0545(5) Uani 1 1 d . . . . .
O3 O 0.76781(13) 0.36623(6) 0.77213(19) 0.0386(4) Uani 1 1 d . . . . .
O4 O 0.2328(2) 0.23889(9) 0.4338(3) 0.0708(7) Uani 1 1 d . . . . .
O5 O 0.1488(2) 0.25083(10) 0.6229(3) 0.0773(8) Uani 1 1 d . . . . .
N1 N 0.62982(15) 0.29394(7) 0.8298(2) 0.0330(4) Uani 1 1 d . . . . .
H1 H 0.636140 0.287190 0.740514 0.040 Uiso 1 1 calc R U . . .
N2 N 0.2226(2) 0.25634(9) 0.5516(3) 0.0544(6) Uani 1 1 d . . . . .
C1 C 0.500000 0.500000 0.8167(3) 0.0295(5) Uani 1 2 d S T P . .
C2 C 0.5094(2) 0.45621(7) 0.7448(2) 0.0301(4) Uani 1 1 d . . . . .
C3 C 0.5085(2) 0.45615(7) 0.5995(2) 0.0370(5) Uani 1 1 d . . . . .
H3 H 0.513678 0.426429 0.549371 0.044 Uiso 1 1 calc R U . . .
C4 C 0.500000 0.500000 0.5291(3) 0.0418(7) Uani 1 2 d S T P . .
H4 H 0.500001 0.499999 0.429969 0.050 Uiso 1 2 calc R U P . .
C5 C 0.54848(18) 0.37014(8) 0.7594(3) 0.0313(5) Uani 1 1 d . . . . .
H5 H 0.592774 0.378006 0.678486 0.038 Uiso 1 1 calc R U . . .
C6 C 0.46067(18) 0.34084(8) 0.7077(3) 0.0328(5) Uani 1 1 d . . . . .
C7 C 0.4668(2) 0.31920(9) 0.5761(3) 0.0405(6) Uani 1 1 d . . . . .
H7 H 0.524885 0.323783 0.520747 0.049 Uiso 1 1 calc R U . . .
C8 C 0.3889(2) 0.29113(9) 0.5258(3) 0.0458(6) Uani 1 1 d . . . . .
H8 H 0.393220 0.276009 0.436814 0.055 Uiso 1 1 calc R U . . .
C9 C 0.3055(2) 0.28562(9) 0.6069(3) 0.0418(6) Uani 1 1 d . . . . .
C10 C 0.2969(2) 0.30591(9) 0.7386(3) 0.0423(6) Uani 1 1 d . . . . .
H10 H 0.238788 0.300821 0.793587 0.051 Uiso 1 1 calc R U . . .
C11 C 0.37554(19) 0.33384(9) 0.7880(3) 0.0379(5) Uani 1 1 d . . . . .
H11 H 0.371142 0.348366 0.877741 0.045 Uiso 1 1 calc R U . . .
C12 C 0.61037(18) 0.34400(8) 0.8715(3) 0.0314(5) Uani 1 1 d . . . . .
H12 H 0.571831 0.343832 0.960855 0.038 Uiso 1 1 calc R U . . .
C13 C 0.63849(19) 0.25749(9) 0.9236(3) 0.0357(5) Uani 1 1 d . . . . .
C14 C 0.6806(2) 0.21123(8) 0.8619(3) 0.0374(5) Uani 1 1 d . . . . .
C15 C 0.6166(2) 0.17612(9) 0.8057(3) 0.0433(6) Uani 1 1 d . . . . .
C16 C 0.6588(3) 0.13518(10) 0.7444(3) 0.0547(8) Uani 1 1 d . . . . .
H16 H 0.616221 0.111115 0.705364 0.066 Uiso 1 1 calc R U . . .
C17 C 0.7610(3) 0.12847(11) 0.7387(4) 0.0597(9) Uani 1 1 d . . . . .
C18 C 0.8227(2) 0.16314(10) 0.7973(4) 0.0538(8) Uani 1 1 d . . . . .
H18 H 0.892917 0.158250 0.796085 0.065 Uiso 1 1 calc R U . . .
C19 C 0.7840(2) 0.20516(10) 0.8580(3) 0.0434(6) Uani 1 1 d . . . . .
C20 C 0.5059(3) 0.18313(10) 0.8082(3) 0.0587(7) Uani 1 1 d . . . . .
H20A H 0.485483 0.194999 0.900294 0.088 Uiso 1 1 calc R U . . .
H20B H 0.472769 0.152028 0.788970 0.088 Uiso 1 1 calc R U . . .
H20C H 0.486791 0.206946 0.736875 0.088 Uiso 1 1 calc R U . . .
C21 C 0.8059(4) 0.08417(14) 0.6666(6) 0.0950(16) Uani 1 1 d . . . . .
H21A H 0.866510 0.074092 0.715995 0.143 Uiso 1 1 calc R U . . .
H21B H 0.822606 0.092474 0.569909 0.143 Uiso 1 1 calc R U . . .
H21C H 0.757419 0.057446 0.667382 0.143 Uiso 1 1 calc R U . . .
C22 C 0.8527(2) 0.24435(12) 0.9126(4) 0.0584(9) Uani 1 1 d . . . . .
H22A H 0.846478 0.273498 0.854291 0.088 Uiso 1 1 calc R U . . .
H22B H 0.921838 0.232674 0.909929 0.088 Uiso 1 1 calc R U . . .
H22C H 0.834461 0.252316 1.008929 0.088 Uiso 1 1 calc R U . . .
C23 C 0.70894(19) 0.37046(9) 0.8950(3) 0.0357(5) Uani 1 1 d . . . . .
H23A H 0.696283 0.405208 0.915909 0.043 Uiso 1 1 calc R U . . .
H23B H 0.744717 0.355921 0.975201 0.043 Uiso 1 1 calc R U . . .
C24 C 0.9650(2) 0.38390(11) 0.6771(4) 0.0602(9) Uani 1 1 d . . . . .
C25 C 1.0050(3) 0.36742(13) 0.8180(5) 0.0812(11) Uani 1 1 d . . . . .
H25A H 1.012395 0.395690 0.879490 0.122 Uiso 1 1 calc R U . . .
H25B H 1.070011 0.351708 0.805311 0.122 Uiso 1 1 calc R U . . .
H25C H 0.958170 0.344231 0.860026 0.122 Uiso 1 1 calc R U . . .
C26 C 1.0338(3) 0.42244(15) 0.6126(6) 0.0912(15) Uani 1 1 d . . . . .
H26A H 1.008996 0.431244 0.519735 0.137 Uiso 1 1 calc R U . . .
H26B H 1.101552 0.409280 0.604513 0.137 Uiso 1 1 calc R U . . .
H26C H 1.034750 0.451410 0.672198 0.137 Uiso 1 1 calc R U . . .
C27 C 0.9615(3) 0.33946(13) 0.5797(5) 0.0820(14) Uani 1 1 d . . . . .
H27A H 0.915326 0.315200 0.617746 0.123 Uiso 1 1 calc R U . . .
H27B H 1.028429 0.325238 0.572237 0.123 Uiso 1 1 calc R U . . .
H27C H 0.938659 0.349631 0.487067 0.123 Uiso 1 1 calc R U . . .
C28 C 0.8203(2) 0.46770(10) 0.7874(3) 0.0482(7) Uani 1 1 d . . . . .
C29 C 0.8703(3) 0.47747(13) 0.9107(4) 0.0618(9) Uani 1 1 d . . . . .
H29 H 0.915737 0.454119 0.946918 0.074 Uiso 1 1 calc R U . . .
C30 C 0.8552(3) 0.52083(15) 0.9824(4) 0.0775(12) Uani 1 1 d . . . . .
H30 H 0.890792 0.526820 1.066437 0.093 Uiso 1 1 calc R U . . .
C31 C 0.7898(3) 0.55488(14) 0.9335(5) 0.0797(14) Uani 1 1 d . . . . .
H31 H 0.779447 0.584309 0.983442 0.096 Uiso 1 1 calc R U . . .
C32 C 0.7396(3) 0.54630(12) 0.8123(5) 0.0743(12) Uani 1 1 d . . . . .
H32 H 0.694579 0.570010 0.776830 0.089 Uiso 1 1 calc R U . . .
C33 C 0.7540(2) 0.50291(13) 0.7404(4) 0.0578(7) Uani 1 1 d . . . . .
H33 H 0.717592 0.497207 0.656948 0.069 Uiso 1 1 calc R U . . .
C34 C 0.7693(7) 0.4119(3) 0.5117(7) 0.0397(16) Uani 0.592(16) 1 d D U P A 1
C35 C 0.7784(6) 0.4512(2) 0.4192(7) 0.0512(19) Uani 0.592(16) 1 d D U P A 1
H35 H 0.817041 0.478538 0.446878 0.061 Uiso 0.592(16) 1 calc R U P A 1
C36 C 0.7334(7) 0.4518(3) 0.2894(7) 0.063(3) Uani 0.592(16) 1 d D U P A 1
H36 H 0.739859 0.479604 0.231085 0.075 Uiso 0.592(16) 1 calc R U P A 1
C37 C 0.6794(7) 0.4123(3) 0.2445(6) 0.057(2) Uani 0.592(16) 1 d D U P A 1
H37 H 0.647977 0.412914 0.155677 0.069 Uiso 0.592(16) 1 calc R U P A 1
C38 C 0.6706(6) 0.3716(3) 0.3285(6) 0.0469(17) Uani 0.592(16) 1 d D U P A 1
H38 H 0.634116 0.343962 0.297467 0.056 Uiso 0.592(16) 1 calc R U P A 1
C39 C 0.7163(7) 0.3716(3) 0.4596(8) 0.0402(14) Uani 0.592(16) 1 d D U P A 1
H39 H 0.711219 0.343263 0.515973 0.048 Uiso 0.592(16) 1 calc R U P A 1
C34A C 0.8005(11) 0.4170(4) 0.5134(7) 0.054(4) Uani 0.408(16) 1 d DG U P A 2
C39A C 0.7400(10) 0.3826(4) 0.4486(11) 0.057(4) Uani 0.408(16) 1 d DG U P A 2
H39A H 0.717427 0.355002 0.499177 0.069 Uiso 0.408(16) 1 calc R U P A 2
C38A C 0.7125(12) 0.3887(5) 0.3098(11) 0.076(4) Uani 0.408(16) 1 d DG . P A 2
H38A H 0.671159 0.365244 0.265576 0.091 Uiso 0.408(16) 1 calc R U P A 2
C37A C 0.7456(18) 0.4291(4) 0.2358(8) 0.116(7) Uani 0.408(16) 1 d DG . P A 2
H37A H 0.726769 0.433290 0.140987 0.139 Uiso 0.408(16) 1 calc R U P A 2
C36A C 0.806(2) 0.4635(3) 0.3006(8) 0.129(8) Uani 0.408(16) 1 d DG . P A 2
H36A H 0.828647 0.491094 0.249997 0.154 Uiso 0.408(16) 1 calc R U P A 2
C35A C 0.8336(15) 0.4574(3) 0.4393(8) 0.092(6) Uani 0.408(16) 1 d DG . P A 2
H35A H 0.874916 0.480853 0.483598 0.111 Uiso 0.408(16) 1 calc R U P A 2
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'
I I -0.4742 1.8119 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Si1 C24 106.72(13) . . ?
O3 Si1 C28 109.30(11) . . ?
O3 Si1 C34 102.2(3) . . ?
O3 Si1 C34A 113.9(4) . . ?
C24 Si1 C34 111.5(3) . . ?
C28 Si1 C24 115.88(15) . . ?
C28 Si1 C34 110.3(3) . . ?
C34A Si1 C24 102.0(5) . . ?
C34A Si1 C28 109.0(4) . . ?
C2 O1 C5 118.64(17) . . ?
C23 O3 Si1 128.84(15) . . ?
C12 N1 H1 118.9 . . ?
C13 N1 H1 118.9 . . ?
C13 N1 C12 122.2(2) . . ?
O4 N2 C9 117.3(3) . . ?
O5 N2 O4 123.9(3) . . ?
O5 N2 C9 118.8(3) . . ?
C2 C1 I1 119.69(13) 2_665 . ?
C2 C1 I1 119.69(13) . . ?
C2 C1 C2 120.6(3) . 2_665 ?
O1 C2 C1 116.09(18) . . ?
O1 C2 C3 124.19(18) . . ?
C3 C2 C1 119.72(19) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.1(2) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C3 121.7(3) . 2_665 ?
C3 C4 H4 119.2 2_665 . ?
C3 C4 H4 119.2 . . ?
O1 C5 H5 108.9 . . ?
O1 C5 C6 112.17(19) . . ?
O1 C5 C12 104.25(18) . . ?
C6 C5 H5 108.9 . . ?
C6 C5 C12 113.64(19) . . ?
C12 C5 H5 108.9 . . ?
C7 C6 C5 118.5(2) . . ?
C11 C6 C5 122.1(2) . . ?
C11 C6 C7 119.3(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.5(3) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 120.7 . . ?
C9 C8 C7 118.6(3) . . ?
C9 C8 H8 120.7 . . ?
C8 C9 N2 118.2(3) . . ?
C8 C9 C10 122.8(3) . . ?
C10 C9 N2 119.0(3) . . ?
C9 C10 H10 121.0 . . ?
C9 C10 C11 118.0(3) . . ?
C11 C10 H10 121.0 . . ?
C6 C11 H11 119.6 . . ?
C10 C11 C6 120.8(3) . . ?
C10 C11 H11 119.6 . . ?
N1 C12 C5 110.28(19) . . ?
N1 C12 H12 108.8 . . ?
N1 C12 C23 109.65(19) . . ?
C5 C12 H12 108.8 . . ?
C23 C12 C5 110.37(19) . . ?
C23 C12 H12 108.8 . . ?
O2 C13 N1 123.5(2) . . ?
O2 C13 C14 123.2(2) . . ?
N1 C13 C14 113.3(2) . . ?
C15 C14 C13 120.1(2) . . ?
C19 C14 C13 118.8(2) . . ?
C19 C14 C15 121.1(2) . . ?
C14 C15 C20 120.9(2) . . ?
C16 C15 C14 118.2(3) . . ?
C16 C15 C20 121.0(3) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.9(3) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 C21 121.0(4) . . ?
C18 C17 C16 119.0(3) . . ?
C18 C17 C21 119.9(4) . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.3(3) . . ?
C19 C18 H18 119.4 . . ?
C14 C19 C22 120.7(3) . . ?
C18 C19 C14 118.6(3) . . ?
C18 C19 C22 120.6(3) . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O3 C23 C12 108.6(2) . . ?
O3 C23 H23A 110.0 . . ?
O3 C23 H23B 110.0 . . ?
C12 C23 H23A 110.0 . . ?
C12 C23 H23B 110.0 . . ?
H23A C23 H23B 108.4 . . ?
C25 C24 Si1 111.5(3) . . ?
C25 C24 C26 110.6(3) . . ?
C25 C24 C27 108.3(3) . . ?
C26 C24 Si1 110.2(2) . . ?
C26 C24 C27 108.7(3) . . ?
C27 C24 Si1 107.5(2) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 Si1 122.4(3) . . ?
C29 C28 C33 116.8(3) . . ?
C33 C28 Si1 120.6(2) . . ?
C28 C29 H29 119.4 . . ?
C28 C29 C30 121.2(4) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.7(4) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 120.3 . . ?
C32 C31 C30 119.4(3) . . ?
C32 C31 H31 120.3 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 120.1(4) . . ?
C33 C32 H32 120.0 . . ?
C28 C33 C32 121.7(3) . . ?
C28 C33 H33 119.1 . . ?
C32 C33 H33 119.1 . . ?
C35 C34 Si1 124.4(6) . . ?
C35 C34 C39 115.2(6) . . ?
C39 C34 Si1 120.2(5) . . ?
C34 C35 H35 118.7 . . ?
C36 C35 C34 122.7(6) . . ?
C36 C35 H35 118.7 . . ?
C35 C36 H36 120.0 . . ?
C37 C36 C35 120.1(6) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.9 . . ?
C36 C37 C38 120.1(6) . . ?
C38 C37 H37 119.9 . . ?
C37 C38 H38 120.5 . . ?
C37 C38 C39 119.0(6) . . ?
C39 C38 H38 120.5 . . ?
C34 C39 H39 118.6 . . ?
C38 C39 C34 122.7(6) . . ?
C38 C39 H39 118.6 . . ?
C39A C34A Si1 118.9(5) . . ?
C39A C34A C35A 120.0 . . ?
C35A C34A Si1 121.1(5) . . ?
C34A C39A H39A 120.0 . . ?
C38A C39A C34A 120.0 . . ?
C38A C39A H39A 120.0 . . ?
C39A C38A H38A 120.0 . . ?
C39A C38A C37A 120.0 . . ?
C37A C38A H38A 120.0 . . ?
C38A C37A H37A 120.0 . . ?
C36A C37A C38A 120.0 . . ?
C36A C37A H37A 120.0 . . ?
C37A C36A H36A 120.0 . . ?
C37A C36A C35A 120.0 . . ?
C35A C36A H36A 120.0 . . ?
C34A C35A H35A 120.0 . . ?
C36A C35A C34A 120.0 . . ?
C36A C35A H35A 120.0 . . ?
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
I1 C1 2.085(3) . ?
Si1 O3 1.6460(19) . ?
Si1 C24 1.884(3) . ?
Si1 C28 1.880(3) . ?
Si1 C34 1.937(8) . ?
Si1 C34A 1.787(6) . ?
O1 C2 1.374(2) . ?
O1 C5 1.446(3) . ?
O2 C13 1.216(4) . ?
O3 C23 1.422(3) . ?
O4 N2 1.234(4) . ?
O5 N2 1.212(4) . ?
N1 H1 0.8800 . ?
N1 C12 1.456(3) . ?
N1 C13 1.350(3) . ?
N2 C9 1.470(4) . ?
C1 C2 1.393(2) 2_665 ?
C1 C2 1.392(2) . ?
C2 C3 1.392(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9500 . ?
C5 H5 1.0000 . ?
C5 C6 1.509(3) . ?
C5 C12 1.535(3) . ?
C6 C7 1.397(4) . ?
C6 C11 1.389(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.369(4) . ?
C9 C10 1.385(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(4) . ?
C11 H11 0.9500 . ?
C12 H12 1.0000 . ?
C12 C23 1.524(3) . ?
C13 C14 1.511(3) . ?
C14 C15 1.398(4) . ?
C14 C19 1.396(4) . ?
C15 C16 1.389(4) . ?
C15 C20 1.496(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.382(5) . ?
C17 C18 1.380(5) . ?
C17 C21 1.524(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.393(4) . ?
C19 C22 1.510(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
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 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.521(6) . ?
C24 C26 1.534(5) . ?
C24 C27 1.538(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.384(5) . ?
C28 C33 1.388(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.390(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.364(6) . ?
C31 H31 0.9500 . ?
C31 C32 1.363(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.390(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.403(8) . ?
C34 C39 1.406(9) . ?
C35 H35 0.9500 . ?
C35 C36 1.382(9) . ?
C36 H36 0.9500 . ?
C36 C37 1.374(9) . ?
C37 H37 0.9500 . ?
C37 C38 1.383(8) . ?
C38 H38 0.9500 . ?
C38 C39 1.398(8) . ?
C39 H39 0.9500 . ?
C34A C39A 1.3900 . ?
C34A C35A 1.3900 . ?
C39A H39A 0.9500 . ?
C39A C38A 1.3900 . ?
C38A H38A 0.9500 . ?
C38A C37A 1.3900 . ?
C37A H37A 0.9500 . ?
C37A C36A 1.3900 . ?
C36A H36A 0.9500 . ?
C36A C35A 1.3900 . ?
C35A H35A 0.9500 . ?
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
I1 C1 C2 O1 0.3(3) . . . . ?
I1 C1 C2 C3 179.4(2) . . . . ?
Si1 O3 C23 C12 136.17(18) . . . . ?
Si1 C28 C29 C30 -177.0(2) . . . . ?
Si1 C28 C33 C32 177.3(2) . . . . ?
Si1 C34 C35 C36 178.0(6) . . . . ?
Si1 C34 C39 C38 -178.0(7) . . . . ?
Si1 C34A C39A C38A 179.7(10) . . . . ?
Si1 C34A C35A C36A -179.7(10) . . . . ?
O1 C2 C3 C4 -179.8(2) . . . . ?
O1 C5 C6 C7 137.0(2) . . . . ?
O1 C5 C6 C11 -44.6(3) . . . . ?
O1 C5 C12 N1 168.73(18) . . . . ?
O1 C5 C12 C23 -70.0(2) . . . . ?
O2 C13 C14 C15 90.9(3) . . . . ?
O2 C13 C14 C19 -91.2(3) . . . . ?
O3 Si1 C24 C25 -52.8(3) . . . . ?
O3 Si1 C24 C26 -176.0(3) . . . . ?
O3 Si1 C24 C27 65.6(3) . . . . ?
O3 Si1 C28 C29 77.1(3) . . . . ?
O3 Si1 C28 C33 -99.0(2) . . . . ?
O3 Si1 C34A C39A -13.3(8) . . . . ?
O3 Si1 C34A C35A 166.3(6) . . . . ?
O4 N2 C9 C8 -0.9(4) . . . . ?
O4 N2 C9 C10 179.9(3) . . . . ?
O5 N2 C9 C8 179.4(3) . . . . ?
O5 N2 C9 C10 0.2(4) . . . . ?
N1 C12 C23 O3 55.1(3) . . . . ?
N1 C13 C14 C15 -90.3(3) . . . . ?
N1 C13 C14 C19 87.6(3) . . . . ?
N2 C9 C10 C11 -179.3(2) . . . . ?
C1 C2 C3 C4 1.1(5) . . . . ?
C2 O1 C5 C6 -90.7(3) . . . . ?
C2 O1 C5 C12 145.9(2) . . . . ?
C2 C1 C2 O1 -179.7(3) 2_665 . . . ?
C2 C1 C2 C3 -0.6(2) 2_665 . . . ?
C2 C3 C4 C3 -0.6(2) . . . 2_665 ?
C5 O1 C2 C1 -167.25(18) . . . . ?
C5 O1 C2 C3 13.7(4) . . . . ?
C5 C6 C7 C8 178.6(2) . . . . ?
C5 C6 C11 C10 -178.7(2) . . . . ?
C5 C12 C23 O3 -66.6(2) . . . . ?
C6 C5 C12 N1 46.3(3) . . . . ?
C6 C5 C12 C23 167.6(2) . . . . ?
C6 C7 C8 C9 0.8(4) . . . . ?
C7 C6 C11 C10 -0.3(4) . . . . ?
C7 C8 C9 N2 179.1(2) . . . . ?
C7 C8 C9 C10 -1.7(4) . . . . ?
C8 C9 C10 C11 1.6(4) . . . . ?
C9 C10 C11 C6 -0.5(4) . . . . ?
C11 C6 C7 C8 0.1(4) . . . . ?
C12 N1 C13 O2 11.4(4) . . . . ?
C12 N1 C13 C14 -167.3(2) . . . . ?
C12 C5 C6 C7 -105.1(3) . . . . ?
C12 C5 C6 C11 73.3(3) . . . . ?
C13 N1 C12 C5 -148.2(2) . . . . ?
C13 N1 C12 C23 90.1(3) . . . . ?
C13 C14 C15 C16 177.2(2) . . . . ?
C13 C14 C15 C20 -1.3(4) . . . . ?
C13 C14 C19 C18 -178.1(2) . . . . ?
C13 C14 C19 C22 -0.9(4) . . . . ?
C14 C15 C16 C17 0.4(5) . . . . ?
C15 C14 C19 C18 -0.2(4) . . . . ?
C15 C14 C19 C22 177.0(3) . . . . ?
C15 C16 C17 C18 0.9(5) . . . . ?
C15 C16 C17 C21 -177.8(3) . . . . ?
C16 C17 C18 C19 -1.8(5) . . . . ?
C17 C18 C19 C14 1.5(4) . . . . ?
C17 C18 C19 C22 -175.7(3) . . . . ?
C19 C14 C15 C16 -0.7(4) . . . . ?
C19 C14 C15 C20 -179.1(3) . . . . ?
C20 C15 C16 C17 178.8(3) . . . . ?
C21 C17 C18 C19 176.9(3) . . . . ?
C24 Si1 O3 C23 125.0(2) . . . . ?
C24 Si1 C28 C29 -43.5(3) . . . . ?
C24 Si1 C28 C33 140.4(3) . . . . ?
C24 Si1 C34A C39A 101.3(7) . . . . ?
C24 Si1 C34A C35A -79.1(8) . . . . ?
C28 Si1 O3 C23 -1.0(3) . . . . ?
C28 Si1 C24 C25 69.1(3) . . . . ?
C28 Si1 C24 C26 -54.1(3) . . . . ?
C28 Si1 C24 C27 -172.4(3) . . . . ?
C28 Si1 C34A C39A -135.7(5) . . . . ?
C28 Si1 C34A C35A 44.0(8) . . . . ?
C28 C29 C30 C31 0.5(5) . . . . ?
C29 C28 C33 C32 1.0(4) . . . . ?
C29 C30 C31 C32 -0.5(5) . . . . ?
C30 C31 C32 C33 0.8(5) . . . . ?
C31 C32 C33 C28 -1.1(5) . . . . ?
C33 C28 C29 C30 -0.7(4) . . . . ?
C34 Si1 O3 C23 -117.8(3) . . . . ?
C34 Si1 C24 C25 -163.6(3) . . . . ?
C34 Si1 C24 C26 73.1(4) . . . . ?
C34 Si1 C24 C27 -45.2(4) . . . . ?
C34 Si1 C28 C29 -171.4(4) . . . . ?
C34 Si1 C28 C33 12.5(4) . . . . ?
C34 C35 C36 C37 -1.9(10) . . . . ?
C35 C34 C39 C38 -3.6(10) . . . . ?
C35 C36 C37 C38 -0.6(9) . . . . ?
C36 C37 C38 C39 0.9(9) . . . . ?
C37 C38 C39 C34 1.4(10) . . . . ?
C39 C34 C35 C36 3.8(10) . . . . ?
C34A Si1 O3 C23 -123.2(5) . . . . ?
C34A Si1 C24 C25 -172.6(4) . . . . ?
C34A Si1 C24 C26 64.2(5) . . . . ?
C34A Si1 C24 C27 -54.2(5) . . . . ?
C34A Si1 C28 C29 -157.8(6) . . . . ?
C34A Si1 C28 C33 26.1(6) . . . . ?
C34A C39A C38A C37A 0.0 . . . . ?
C39A C34A C35A C36A 0.0 . . . . ?
C39A C38A C37A C36A 0.0 . . . . ?
C38A C37A C36A C35A 0.0 . . . . ?
C37A C36A C35A C34A 0.0 . . . . ?
C35A C34A C39A C38A 0.0 . . . . ?
