#------------------------------------------------------------------------------
#$Date: 2024-09-06 02:06:43 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294404 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/34/7133483.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_7133483
loop_
_publ_author_name
'Rui, Kanghua'
'Huang, Shaoying'
'Wu, Yinong'
'Shen, Hanxiao'
'Lin, Xufeng'
_publ_section_title
;
 Organocatalytic enantioselective (4+3) cyclization for the synthesis of
 spiro-fused heterocyclic compounds containing isoindolinone, oxepine and
 indole moieties.
;
_journal_issue                   70
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9400
_journal_page_last               9403
_journal_paper_doi               10.1039/d4cc03230f
_journal_volume                  60
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C37 H25 I N2 O2, C H2 Cl2, C3 H7'
_chemical_formula_sum            'C41 H34 Cl2 I N2 O2'
_chemical_formula_weight         784.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-12-11
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-12-18 deposited with the CCDC.	2024-08-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 122.7760(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.7116(11)
_cell_length_b                   10.1135(4)
_cell_length_c                   16.0912(6)
_cell_measurement_reflns_used    9863
_cell_measurement_temperature    170.00
_cell_measurement_theta_max      27.470
_cell_measurement_theta_min      2.208
_cell_volume                     3654.9(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 0.998
_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  0.0412
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            57727
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.516
_diffrn_reflns_theta_min         2.208
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.060
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6522
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1313 before and 0.0659 after correction.
The Ratio of minimum to maximum transmission is 0.8747.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_description       block
_exptl_crystal_F_000             1588
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Flack x determined using 3148 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         8380
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0366
_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)+(0.0344P)²+4.8415P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0852
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                7592
_reflns_number_total             8380
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03230f2.cif
_cod_data_source_block           mo_231204_rkh012_0m
_cod_depositor_comments          'Adding full bibliography for 7133483.cif.'
_cod_database_code               7133483
_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   0.901
_shelx_estimated_absorpt_t_min   0.665
_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
 C39-C40
 1.53 with sigma of 0.01
 C41-C41_$1
 1.53 with sigma of 0.01
 C40-C41
 1.53 with sigma of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C38(H38A,H38B), C40(H40A,H40B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C18(H18), C16(H16), C22(H22), C33(H33), C15(H15), C31(H31),
 C34(H34), C4(H4), C3(H3), C19(H19), C23(H23), C37(H37), C2(H2A), C9(H9),
 C27(H27), C25(H25), C36(H36), C29(H29), C24(H24), C35(H35), C1(H1A), C28(H28),
 C30(H30)
3.c Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C)
;
_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 0.34898(2) 0.01116(4) 0.01602(2) 0.05097(11) Uani 1 1 d . . . . .
Cl1 Cl 0.19743(10) 0.95081(19) 0.09568(16) 0.0792(5) Uani 1 1 d . . . . .
Cl2 Cl 0.07808(10) 0.8994(3) 0.05061(16) 0.1045(8) Uani 1 1 d . . . . .
O2 O 0.37922(14) 0.5574(3) 0.4913(2) 0.0267(7) Uani 1 1 d . . . . .
O1 O 0.33710(15) 0.3015(4) 0.6670(2) 0.0408(8) Uani 1 1 d . . . . .
N1 N 0.22244(15) 0.5946(4) 0.3048(3) 0.0279(7) Uani 1 1 d . . . . .
H1 H 0.215513 0.674409 0.318156 0.034 Uiso 1 1 calc R U . . .
N2 N 0.33725(15) 0.3791(4) 0.5321(3) 0.0271(7) Uani 1 1 d . . . . .
H2 H 0.298383 0.381106 0.490427 0.032 Uiso 1 1 calc R U . . .
C21 C 0.17962(16) 0.5041(6) 0.2436(3) 0.0278(7) Uani 1 1 d . . . . .
C11 C 0.27135(18) 0.4129(4) 0.3045(3) 0.0257(8) Uani 1 1 d . . . . .
C18 C 0.3006(2) 0.2223(5) 0.0875(3) 0.0341(10) Uani 1 1 d . . . . .
H18 H 0.282125 0.254202 0.021751 0.041 Uiso 1 1 calc R U . . .
C12 C 0.27788(17) 0.5401(4) 0.3417(3) 0.0248(9) Uani 1 1 d . . . . .
C8 C 0.36368(19) 0.3399(4) 0.6280(3) 0.0295(9) Uani 1 1 d . . . . .
C13 C 0.33408(18) 0.6206(4) 0.3998(3) 0.0251(8) Uani 1 1 d . . . . .
C14 C 0.32158(18) 0.2466(4) 0.2532(3) 0.0265(8) Uani 1 1 d . . . . .
C26 C 0.36034(19) 0.6459(4) 0.3365(3) 0.0259(8) Uani 1 1 d . . . . .
C17 C 0.3335(2) 0.1081(5) 0.1153(3) 0.0342(10) Uani 1 1 d . . . . .
C20 C 0.20860(19) 0.3890(4) 0.2413(3) 0.0281(9) Uani 1 1 d . . . . .
C16 C 0.3584(2) 0.0571(5) 0.2093(3) 0.0356(10) Uani 1 1 d . . . . .
H16 H 0.379362 -0.024409 0.226869 0.043 Uiso 1 1 calc R U . . .
C10 C 0.32238(19) 0.3299(4) 0.3296(3) 0.0258(8) Uani 1 1 d . . . . .
C7 C 0.37940(19) 0.4175(4) 0.5046(3) 0.0247(9) Uani 1 1 d . . . . .
C32 C 0.32128(19) 0.7522(4) 0.4321(3) 0.0286(9) Uani 1 1 d . . . . .
C22 C 0.11770(16) 0.5144(7) 0.1923(3) 0.0361(8) Uani 1 1 d . . . . .
H22 H 0.098966 0.592350 0.195491 0.043 Uiso 1 1 calc R U . . .
C5 C 0.42847(19) 0.3492(4) 0.6729(3) 0.0283(9) Uani 1 1 d . . . . .
C33 C 0.3026(2) 0.8628(5) 0.3718(4) 0.0358(10) Uani 1 1 d . . . . .
H33 H 0.299044 0.858429 0.309853 0.043 Uiso 1 1 calc R U . . .
C15 C 0.3522(2) 0.1268(4) 0.2778(3) 0.0325(9) Uani 1 1 d . . . . .
H15 H 0.369239 0.092093 0.342549 0.039 Uiso 1 1 calc R U . . .
C31 C 0.3257(2) 0.6432(5) 0.2339(3) 0.0340(10) Uani 1 1 d . . . . .
H31 H 0.284607 0.622107 0.200730 0.041 Uiso 1 1 calc R U . . .
C34 C 0.2888(2) 0.9802(5) 0.4001(4) 0.0468(13) Uani 1 1 d . . . . .
H34 H 0.274673 1.054205 0.356882 0.056 Uiso 1 1 calc R U . . .
C6 C 0.43808(18) 0.3913(4) 0.6015(3) 0.0256(8) Uani 1 1 d . . . . .
C4 C 0.4751(2) 0.3212(5) 0.7688(3) 0.0399(11) Uani 1 1 d . . . . .
H4 H 0.468020 0.292014 0.817674 0.048 Uiso 1 1 calc R U . . .
C3 C 0.5324(2) 0.3379(5) 0.7901(4) 0.0417(12) Uani 1 1 d . . . . .
H3 H 0.565353 0.321868 0.855379 0.050 Uiso 1 1 calc R U . . .
C19 C 0.2944(2) 0.2909(5) 0.1561(3) 0.0322(9) Uani 1 1 d . . . . .
H19 H 0.271136 0.369347 0.136537 0.039 Uiso 1 1 calc R U . . .
C23 C 0.0850(2) 0.4076(6) 0.1372(4) 0.0450(12) Uani 1 1 d . . . . .
H23 H 0.042807 0.412438 0.100297 0.054 Uiso 1 1 calc R U . . .
C37 C 0.3267(2) 0.7609(5) 0.5231(4) 0.0366(10) Uani 1 1 d . . . . .
H37 H 0.338795 0.685613 0.564955 0.044 Uiso 1 1 calc R U . . .
C2 C 0.5426(2) 0.3771(5) 0.7185(3) 0.0376(10) Uani 1 1 d . . . . .
H2A H 0.582399 0.384746 0.734706 0.045 Uiso 1 1 calc R U . . .
C9 C 0.37289(19) 0.3380(4) 0.4202(3) 0.0268(8) Uani 1 1 d . . . . .
H9 H 0.406648 0.290208 0.431435 0.032 Uiso 1 1 calc R U . . .
C27 C 0.4199(2) 0.6790(5) 0.3828(4) 0.0367(10) Uani 1 1 d . . . . .
H27 H 0.444313 0.682372 0.452889 0.044 Uiso 1 1 calc R U . . .
C25 C 0.1736(2) 0.2805(5) 0.1850(3) 0.0365(10) Uani 1 1 d . . . . .
H25 H 0.191833 0.201373 0.182233 0.044 Uiso 1 1 calc R U . . .
C36 C 0.3146(2) 0.8788(6) 0.5527(4) 0.0479(13) Uani 1 1 d . . . . .
H36 H 0.319406 0.884050 0.615573 0.058 Uiso 1 1 calc R U . . .
C29 C 0.4099(3) 0.7039(5) 0.2261(4) 0.0449(12) Uani 1 1 d . . . . .
H29 H 0.426910 0.723991 0.188843 0.054 Uiso 1 1 calc R U . . .
C24 C 0.1127(2) 0.2911(6) 0.1341(4) 0.0471(13) Uani 1 1 d . . . . .
H24 H 0.088724 0.218211 0.096056 0.057 Uiso 1 1 calc R U . . .
C35 C 0.2958(2) 0.9885(5) 0.4923(4) 0.0488(14) Uani 1 1 d . . . . .
H35 H 0.287650 1.068953 0.513225 0.059 Uiso 1 1 calc R U . . .
C1 C 0.49575(19) 0.4057(5) 0.6230(3) 0.0314(9) Uani 1 1 d . . . . .
H1A H 0.502814 0.434077 0.573988 0.038 Uiso 1 1 calc R U . . .
C41 C 0.4974(3) 0.0258(9) 0.5427(4) 0.0640(16) Uani 1 1 d D . . . .
H41A H 0.516120 0.111443 0.573876 0.077 Uiso 1 1 calc R U . . .
H41B H 0.527472 -0.041377 0.585343 0.077 Uiso 1 1 calc R U . . .
C28 C 0.4442(2) 0.7074(6) 0.3271(4) 0.0451(12) Uani 1 1 d . . . . .
H28 H 0.485232 0.729535 0.359725 0.054 Uiso 1 1 calc R U . . .
C30 C 0.3510(2) 0.6713(5) 0.1791(4) 0.0432(12) Uani 1 1 d . . . . .
H30 H 0.327094 0.667652 0.108999 0.052 Uiso 1 1 calc R U . . .
C38 C 0.1529(3) 0.8621(8) 0.1271(5) 0.074(2) Uani 1 1 d . . . . .
H38A H 0.158564 0.766172 0.123040 0.088 Uiso 1 1 calc R U . . .
H38B H 0.166127 0.882793 0.196207 0.088 Uiso 1 1 calc R U . . .
C39 C 0.4764(3) -0.0130(9) 0.6872(7) 0.096(3) Uani 1 1 d D . . . .
H39A H 0.446972 -0.064875 0.691827 0.145 Uiso 1 1 calc R U . . .
H39B H 0.482228 0.072515 0.719859 0.145 Uiso 1 1 calc R U . . .
H39C H 0.514228 -0.061063 0.719499 0.145 Uiso 1 1 calc R U . . .
C40 C 0.4525(4) 0.0108(15) 0.5716(7) 0.131(4) Uani 1 1 d D . . . .
H40A H 0.426202 -0.064266 0.533461 0.158 Uiso 1 1 calc R U . . .
H40B H 0.427472 0.091327 0.549522 0.158 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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'
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
C7 O2 C13 121.4(3) . . ?
C21 N1 H1 125.5 . . ?
C21 N1 C12 109.0(4) . . ?
C12 N1 H1 125.5 . . ?
C8 N2 H2 123.0 . . ?
C8 N2 C7 114.0(3) . . ?
C7 N2 H2 123.0 . . ?
N1 C21 C20 108.2(3) . . ?
N1 C21 C22 129.2(5) . . ?
C22 C21 C20 122.5(5) . . ?
C12 C11 C20 106.7(4) . . ?
C12 C11 C10 122.2(4) . . ?
C20 C11 C10 131.1(4) . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.5(4) . . ?
C19 C18 H18 120.2 . . ?
N1 C12 C11 109.3(3) . . ?
N1 C12 C13 121.9(3) . . ?
C11 C12 C13 128.2(4) . . ?
O1 C8 N2 125.3(4) . . ?
O1 C8 C5 128.0(4) . . ?
N2 C8 C5 106.7(4) . . ?
O2 C13 C12 113.1(3) . . ?
O2 C13 C26 108.6(3) . . ?
O2 C13 C32 104.7(3) . . ?
C12 C13 C26 109.7(3) . . ?
C12 C13 C32 110.4(3) . . ?
C32 C13 C26 110.2(3) . . ?
C15 C14 C10 121.1(4) . . ?
C19 C14 C10 120.8(4) . . ?
C19 C14 C15 117.9(4) . . ?
C31 C26 C13 122.3(4) . . ?
C27 C26 C13 119.1(4) . . ?
C27 C26 C31 118.5(4) . . ?
C18 C17 I1 120.1(3) . . ?
C18 C17 C16 121.0(4) . . ?
C16 C17 I1 118.9(3) . . ?
C21 C20 C11 106.9(4) . . ?
C25 C20 C21 118.6(4) . . ?
C25 C20 C11 134.5(4) . . ?
C17 C16 H16 120.5 . . ?
C17 C16 C15 119.0(4) . . ?
C15 C16 H16 120.5 . . ?
C11 C10 C14 120.4(4) . . ?
C9 C10 C11 120.1(4) . . ?
C9 C10 C14 119.2(4) . . ?
O2 C7 N2 111.5(4) . . ?
O2 C7 C6 104.1(4) . . ?
O2 C7 C9 113.8(3) . . ?
N2 C7 C6 100.3(3) . . ?
N2 C7 C9 113.5(4) . . ?
C9 C7 C6 112.6(4) . . ?
C33 C32 C13 121.8(4) . . ?
C33 C32 C37 118.6(4) . . ?
C37 C32 C13 119.6(4) . . ?
C21 C22 H22 121.3 . . ?
C23 C22 C21 117.4(5) . . ?
C23 C22 H22 121.3 . . ?
C6 C5 C8 108.1(4) . . ?
C6 C5 C4 122.0(4) . . ?
C4 C5 C8 129.8(4) . . ?
C32 C33 H33 119.4 . . ?
C32 C33 C34 121.3(4) . . ?
C34 C33 H33 119.4 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.2(4) . . ?
C16 C15 H15 119.4 . . ?
C26 C31 H31 119.8 . . ?
C26 C31 C30 120.5(5) . . ?
C30 C31 H31 119.8 . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.6(5) . . ?
C35 C34 H34 120.2 . . ?
C5 C6 C7 110.9(4) . . ?
C5 C6 C1 120.5(4) . . ?
C1 C6 C7 128.7(4) . . ?
C5 C4 H4 121.4 . . ?
C3 C4 C5 117.1(4) . . ?
C3 C4 H4 121.4 . . ?
C4 C3 H3 119.3 . . ?
C2 C3 C4 121.3(4) . . ?
C2 C3 H3 119.3 . . ?
C18 C19 C14 121.1(4) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
C22 C23 H23 119.3 . . ?
C22 C23 C24 121.4(5) . . ?
C24 C23 H23 119.3 . . ?
C32 C37 H37 119.8 . . ?
C36 C37 C32 120.3(5) . . ?
C36 C37 H37 119.8 . . ?
C3 C2 H2A 119.4 . . ?
C3 C2 C1 121.1(4) . . ?
C1 C2 H2A 119.4 . . ?
C10 C9 C7 124.5(4) . . ?
C10 C9 H9 117.8 . . ?
C7 C9 H9 117.8 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.3(5) . . ?
C28 C27 H27 119.9 . . ?
C20 C25 H25 120.6 . . ?
C24 C25 C20 118.8(5) . . ?
C24 C25 H25 120.6 . . ?
C37 C36 H36 119.5 . . ?
C35 C36 C37 120.9(5) . . ?
C35 C36 H36 119.5 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.6(5) . . ?
C30 C29 H29 120.2 . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.3(5) . . ?
C25 C24 H24 119.4 . . ?
C34 C35 H35 120.3 . . ?
C36 C35 C34 119.3(5) . . ?
C36 C35 H35 120.3 . . ?
C6 C1 H1A 121.1 . . ?
C2 C1 C6 117.9(4) . . ?
C2 C1 H1A 121.1 . . ?
C41 C41 H41A 101.5 2_656 . ?
C41 C41 H41B 101.5 2_656 . ?
C41 C41 C40 142.0(8) 2_656 . ?
H41A C41 H41B 104.6 . . ?
C40 C41 H41A 101.5 . . ?
C40 C41 H41B 101.5 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.9(5) . . ?
C29 C28 H28 119.6 . . ?
C31 C30 H30 119.9 . . ?
C29 C30 C31 120.2(5) . . ?
C29 C30 H30 119.9 . . ?
Cl1 C38 H38A 109.1 . . ?
Cl1 C38 H38B 109.1 . . ?
Cl2 C38 Cl1 112.6(4) . . ?
Cl2 C38 H38A 109.1 . . ?
Cl2 C38 H38B 109.1 . . ?
H38A C38 H38B 107.8 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C40 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
C40 C39 H39C 109.5 . . ?
C41 C40 C39 118.9(6) . . ?
C41 C40 H40A 107.6 . . ?
C41 C40 H40B 107.6 . . ?
C39 C40 H40A 107.6 . . ?
C39 C40 H40B 107.6 . . ?
H40A C40 H40B 107.0 . . ?
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 C17 2.098(4) . ?
Cl1 C38 1.769(8) . ?
Cl2 C38 1.727(8) . ?
O2 C13 1.452(5) . ?
O2 C7 1.431(5) . ?
O1 C8 1.237(5) . ?
N1 H1 0.8800 . ?
N1 C21 1.377(6) . ?
N1 C12 1.378(5) . ?
N2 H2 0.8800 . ?
N2 C8 1.363(5) . ?
N2 C7 1.467(5) . ?
C21 C20 1.409(7) . ?
C21 C22 1.396(5) . ?
C11 C12 1.389(6) . ?
C11 C20 1.434(6) . ?
C11 C10 1.459(6) . ?
C18 H18 0.9500 . ?
C18 C17 1.372(7) . ?
C18 C19 1.387(6) . ?
C12 C13 1.507(6) . ?
C8 C5 1.474(6) . ?
C13 C26 1.540(6) . ?
C13 C32 1.533(6) . ?
C14 C10 1.482(6) . ?
C14 C15 1.394(6) . ?
C14 C19 1.393(6) . ?
C26 C31 1.388(6) . ?
C26 C27 1.384(6) . ?
C17 C16 1.380(7) . ?
C20 C25 1.408(6) . ?
C16 H16 0.9500 . ?
C16 C15 1.391(6) . ?
C10 C9 1.350(6) . ?
C7 C6 1.521(6) . ?
C7 C9 1.506(6) . ?
C32 C33 1.385(6) . ?
C32 C37 1.393(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.369(8) . ?
C5 C6 1.373(6) . ?
C5 C4 1.390(6) . ?
C33 H33 0.9500 . ?
C33 C34 1.391(7) . ?
C15 H15 0.9500 . ?
C31 H31 0.9500 . ?
C31 C30 1.399(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.393(8) . ?
C6 C1 1.392(6) . ?
C4 H4 0.9500 . ?
C4 C3 1.386(7) . ?
C3 H3 0.9500 . ?
C3 C2 1.378(7) . ?
C19 H19 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.406(8) . ?
C37 H37 0.9500 . ?
C37 C36 1.386(7) . ?
C2 H2A 0.9500 . ?
C2 C1 1.389(6) . ?
C9 H9 0.9500 . ?
C27 H27 0.9500 . ?
C27 C28 1.392(6) . ?
C25 H25 0.9500 . ?
C25 C24 1.375(7) . ?
C36 H36 0.9500 . ?
C36 C35 1.379(9) . ?
C29 H29 0.9500 . ?
C29 C28 1.367(8) . ?
C29 C30 1.367(8) . ?
C24 H24 0.9500 . ?
C35 H35 0.9500 . ?
C1 H1A 0.9500 . ?
C41 C41 1.454(9) 2_656 ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C40 1.510(9) . ?
C28 H28 0.9500 . ?
C30 H30 0.9500 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C39 C40 1.625(9) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
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 C17 C16 C15 174.9(4) . . . . ?
O2 C13 C26 C31 148.1(4) . . . . ?
O2 C13 C26 C27 -35.2(5) . . . . ?
O2 C13 C32 C33 151.0(4) . . . . ?
O2 C13 C32 C37 -31.0(5) . . . . ?
O2 C7 C6 C5 113.3(4) . . . . ?
O2 C7 C6 C1 -66.3(6) . . . . ?
O2 C7 C9 C10 -70.6(6) . . . . ?
O1 C8 C5 C6 177.3(5) . . . . ?
O1 C8 C5 C4 -2.0(8) . . . . ?
N1 C21 C20 C11 0.3(5) . . . . ?
N1 C21 C20 C25 178.5(4) . . . . ?
N1 C21 C22 C23 -179.0(4) . . . . ?
N1 C12 C13 O2 131.2(4) . . . . ?
N1 C12 C13 C26 -107.3(4) . . . . ?
N1 C12 C13 C32 14.3(5) . . . . ?
N2 C8 C5 C6 -1.0(5) . . . . ?
N2 C8 C5 C4 179.7(5) . . . . ?
N2 C7 C6 C5 -2.1(5) . . . . ?
N2 C7 C6 C1 178.3(4) . . . . ?
N2 C7 C9 C10 58.3(6) . . . . ?
C21 N1 C12 C11 0.0(4) . . . . ?
C21 N1 C12 C13 171.4(3) . . . . ?
C21 C20 C25 C24 0.3(7) . . . . ?
C21 C22 C23 C24 1.4(8) . . . . ?
C11 C12 C13 O2 -59.1(5) . . . . ?
C11 C12 C13 C26 62.3(5) . . . . ?
C11 C12 C13 C32 -176.1(4) . . . . ?
C11 C20 C25 C24 177.8(5) . . . . ?
C11 C10 C9 C7 7.1(6) . . . . ?
C18 C17 C16 C15 -3.3(7) . . . . ?
C12 N1 C21 C20 -0.2(5) . . . . ?
C12 N1 C21 C22 178.1(4) . . . . ?
C12 C11 C20 C21 -0.3(4) . . . . ?
C12 C11 C20 C25 -178.0(5) . . . . ?
C12 C11 C10 C14 -139.7(4) . . . . ?
C12 C11 C10 C9 33.9(6) . . . . ?
C12 C13 C26 C31 24.0(5) . . . . ?
C12 C13 C26 C27 -159.3(4) . . . . ?
C12 C13 C32 C33 -86.9(5) . . . . ?
C12 C13 C32 C37 91.1(5) . . . . ?
C8 N2 C7 O2 -108.2(4) . . . . ?
C8 N2 C7 C6 1.5(5) . . . . ?
C8 N2 C7 C9 121.7(4) . . . . ?
C8 C5 C6 C7 2.0(5) . . . . ?
C8 C5 C6 C1 -178.4(4) . . . . ?
C8 C5 C4 C3 179.3(5) . . . . ?
C13 O2 C7 N2 -81.3(5) . . . . ?
C13 O2 C7 C6 171.4(3) . . . . ?
C13 O2 C7 C9 48.5(5) . . . . ?
C13 C26 C31 C30 177.8(4) . . . . ?
C13 C26 C27 C28 -177.5(5) . . . . ?
C13 C32 C33 C34 177.4(4) . . . . ?
C13 C32 C37 C36 -179.2(4) . . . . ?
C14 C10 C9 C7 -179.2(4) . . . . ?
C26 C13 C32 C33 34.4(6) . . . . ?
C26 C13 C32 C37 -147.6(4) . . . . ?
C26 C31 C30 C29 -1.1(8) . . . . ?
C26 C27 C28 C29 0.4(8) . . . . ?
C17 C18 C19 C14 0.8(7) . . . . ?
C17 C16 C15 C14 0.0(7) . . . . ?
C20 C21 C22 C23 -0.9(6) . . . . ?
C20 C11 C12 N1 0.2(4) . . . . ?
C20 C11 C12 C13 -170.5(4) . . . . ?
C20 C11 C10 C14 39.3(6) . . . . ?
C20 C11 C10 C9 -147.1(5) . . . . ?
C20 C25 C24 C23 0.2(8) . . . . ?
C10 C11 C12 N1 179.4(4) . . . . ?
C10 C11 C12 C13 8.7(6) . . . . ?
C10 C11 C20 C21 -179.5(4) . . . . ?
C10 C11 C20 C25 2.8(8) . . . . ?
C10 C14 C15 C16 -171.2(4) . . . . ?
C10 C14 C19 C18 170.8(4) . . . . ?
C7 O2 C13 C12 22.7(5) . . . . ?
C7 O2 C13 C26 -99.4(4) . . . . ?
C7 O2 C13 C32 143.0(4) . . . . ?
C7 N2 C8 O1 -178.8(5) . . . . ?
C7 N2 C8 C5 -0.4(5) . . . . ?
C7 C6 C1 C2 179.0(4) . . . . ?
C32 C13 C26 C31 -97.8(5) . . . . ?
C32 C13 C26 C27 78.9(5) . . . . ?
C32 C33 C34 C35 2.2(8) . . . . ?
C32 C37 C36 C35 1.5(8) . . . . ?
C22 C21 C20 C11 -178.1(4) . . . . ?
C22 C21 C20 C25 0.0(6) . . . . ?
C22 C23 C24 C25 -1.1(9) . . . . ?
C5 C6 C1 C2 -0.5(7) . . . . ?
C5 C4 C3 C2 -1.6(8) . . . . ?
C33 C32 C37 C36 -1.2(7) . . . . ?
C33 C34 C35 C36 -1.9(8) . . . . ?
C15 C14 C10 C11 -149.1(4) . . . . ?
C15 C14 C10 C9 37.2(6) . . . . ?
C15 C14 C19 C18 -3.9(7) . . . . ?
C31 C26 C27 C28 -0.7(7) . . . . ?
C6 C7 C9 C10 171.3(4) . . . . ?
C6 C5 C4 C3 0.1(7) . . . . ?
C4 C5 C6 C7 -178.6(4) . . . . ?
C4 C5 C6 C1 1.0(7) . . . . ?
C4 C3 C2 C1 2.1(8) . . . . ?
C3 C2 C1 C6 -1.0(7) . . . . ?
C19 C18 C17 I1 -175.2(3) . . . . ?
C19 C18 C17 C16 2.9(7) . . . . ?
C19 C14 C10 C11 36.3(6) . . . . ?
C19 C14 C10 C9 -137.4(4) . . . . ?
C19 C14 C15 C16 3.5(7) . . . . ?
C37 C32 C33 C34 -0.6(7) . . . . ?
C37 C36 C35 C34 0.1(8) . . . . ?
C9 C7 C6 C5 -123.0(4) . . . . ?
C9 C7 C6 C1 57.4(6) . . . . ?
C27 C26 C31 C30 1.0(7) . . . . ?
C41 C41 C40 C39 166.0(5) 2_656 . . . ?
C28 C29 C30 C31 0.8(8) . . . . ?
C30 C29 C28 C27 -0.4(9) . . . . ?
