#------------------------------------------------------------------------------
#$Date: 2021-07-18 00:30:58 +0300 (Sun, 18 Jul 2021) $
#$Revision: 267619 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/88/4518899.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_4518899
loop_
_publ_author_name
'Herbort, James H.'
'Lalisse, Remy F.'
'Hadad, Christopher M.'
'RajanBabu, T. V.'
_publ_section_title
;
 Cationic Co(I) Catalysts for Regiodivergent Hydroalkenylation of
 1,6-Enynes: An Uncommon cis-β-C--H Activation Leads to Z-Selective
 Coupling of Acrylates
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              9605
_journal_page_last               9617
_journal_paper_doi               10.1021/acscatal.1c02530
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C29 H25 F N2 O4 S'
_chemical_formula_sum            'C29 H25 F N2 O4 S'
_chemical_formula_weight         516.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-11-09
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.05 svn.r0a1fe1be for OlexSys, GUI svn.r6182)
;
_cell_angle_alpha                90
_cell_angle_beta                 112.7640(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5115(7)
_cell_length_b                   10.1690(4)
_cell_length_c                   15.2635(6)
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      27.079
_cell_measurement_theta_min      3.018
_cell_volume                     2506.32(17)
_computing_cell_refinement       'SAINT v8.40A (Bruker, 2019)'
_computing_data_collection       'APEX3 v2019.1-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT v8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker Photon II area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Curved-Graphite, Bruker TRIUMPH'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            44924
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.135
_diffrn_reflns_theta_min         3.019
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              fine-focus
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  0.0943
_exptl_absorpt_correction_T_min  0.0700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0488 before and 0.0464 after correction.
The Ratio of minimum to maximum transmission is 0.7423.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_colour_primary    Colorless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_description       Block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.238
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details
;
 Flack x determined using 2513 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         5510
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0267
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0307P)²+1.2183P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0639
_refine_ls_wR_factor_ref         0.0663
_reflns_Friedel_coverage         0.992
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                5243
_reflns_number_total             5510
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs1c02530_si_005.cif
_cod_data_source_block           RBabu_JHH-4269-1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               4518899
_shelx_shelxl_version_number     2018/3
_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   0.959
_shelx_estimated_absorpt_t_min   0.947
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C13(H13), C14(H14), C19(H19), C20(H20), C21(H21),
 C22(H22), C24(H24), C25(H25), C27(H27), C28(H28)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
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
S1 S 0.60470(3) 0.71050(5) 0.81070(4) 0.03093(13) Uani 1 1 d . . . . .
F1 F 0.73098(9) 0.71574(14) 0.35611(10) 0.0374(3) Uani 1 1 d . . . . .
O1 O 0.33517(10) 0.88442(17) 0.20731(11) 0.0345(4) Uani 1 1 d . . . . .
O2 O 0.39247(10) 0.62134(15) 0.46919(11) 0.0322(4) Uani 1 1 d . . . . .
O3 O 0.56831(13) 0.69327(18) 0.87938(12) 0.0434(4) Uani 1 1 d . . . . .
O4 O 0.69017(10) 0.74692(18) 0.84037(12) 0.0399(4) Uani 1 1 d . . . . .
N1 N 0.55196(11) 0.82593(18) 0.73889(13) 0.0270(4) Uani 1 1 d . . . . .
N2 N 0.37127(11) 0.78286(17) 0.35349(12) 0.0257(4) Uani 1 1 d . . . . .
C1 C 0.45999(13) 0.8184(2) 0.70086(16) 0.0302(5) Uani 1 1 d . . . . .
H1A H 0.438403 0.847017 0.748918 0.036 Uiso 1 1 calc R U . . .
H1B H 0.440341 0.728094 0.679842 0.036 Uiso 1 1 calc R U . . .
C2 C 0.43411(13) 0.9135(2) 0.61684(16) 0.0273(4) Uani 1 1 d . . . . .
H2 H 0.440250 1.005695 0.641369 0.033 Uiso 1 1 calc R U . . .
C3 C 0.49987(13) 0.88723(19) 0.57812(15) 0.0241(4) Uani 1 1 d . . . . .
C4 C 0.58008(13) 0.8626(2) 0.66156(15) 0.0256(4) Uani 1 1 d . . . . .
H4A H 0.611692 0.790147 0.648057 0.031 Uiso 1 1 calc R U . . .
H4B H 0.614930 0.942679 0.678277 0.031 Uiso 1 1 calc R U . . .
C5 C 0.34684(13) 0.8953(2) 0.54241(17) 0.0317(5) Uani 1 1 d . . . . .
H5A H 0.306153 0.935668 0.564734 0.038 Uiso 1 1 calc R U . . .
H5B H 0.333976 0.800418 0.531532 0.038 Uiso 1 1 calc R U . . .
C6 C 0.34152(14) 0.9606(2) 0.45037(17) 0.0331(5) Uani 1 1 d . . . . .
H6A H 0.352852 1.055764 0.461905 0.040 Uiso 1 1 calc R U . . .
H6B H 0.284483 0.950815 0.402174 0.040 Uiso 1 1 calc R U . . .
C7 C 0.40251(13) 0.9023(2) 0.41097(16) 0.0276(4) Uani 1 1 d . . . . .
H7 H 0.410321 0.970028 0.367639 0.033 Uiso 1 1 calc R U . . .
C8 C 0.48742(12) 0.8754(2) 0.48728(15) 0.0245(4) Uani 1 1 d . . . . .
C9 C 0.55263(13) 0.8337(2) 0.45309(14) 0.0245(4) Uani 1 1 d . . . . .
C10 C 0.58348(14) 0.9215(2) 0.40467(15) 0.0279(4) Uani 1 1 d . . . . .
H10 H 0.563047 1.009029 0.394026 0.034 Uiso 1 1 calc R U . . .
C11 C 0.64390(14) 0.8824(2) 0.37168(16) 0.0295(4) Uani 1 1 d . . . . .
H11 H 0.664977 0.942022 0.338613 0.035 Uiso 1 1 calc R U . . .
C12 C 0.67206(13) 0.7549(2) 0.38849(15) 0.0281(4) Uani 1 1 d . . . . .
C13 C 0.64348(14) 0.6646(2) 0.43560(15) 0.0282(4) Uani 1 1 d . . . . .
H13 H 0.664330 0.577224 0.445766 0.034 Uiso 1 1 calc R U . . .
C14 C 0.58320(14) 0.7049(2) 0.46788(15) 0.0258(4) Uani 1 1 d . . . . .
H14 H 0.562396 0.644228 0.500505 0.031 Uiso 1 1 calc R U . . .
C15 C 0.34010(12) 0.7866(2) 0.25431(15) 0.0261(4) Uani 1 1 d . . . . .
C16 C 0.31601(13) 0.6492(2) 0.22135(15) 0.0286(4) Uani 1 1 d . . . . .
C17 C 0.33506(13) 0.5701(2) 0.30080(15) 0.0269(4) Uani 1 1 d . . . . .
C18 C 0.36958(13) 0.6547(2) 0.38722(15) 0.0259(4) Uani 1 1 d . . . . .
C19 C 0.28252(14) 0.5976(3) 0.13048(16) 0.0348(5) Uani 1 1 d . . . . .
H19 H 0.269597 0.652063 0.076055 0.042 Uiso 1 1 calc R U . . .
C20 C 0.26855(15) 0.4627(3) 0.12207(18) 0.0400(6) Uani 1 1 d . . . . .
H20 H 0.245783 0.423968 0.060693 0.048 Uiso 1 1 calc R U . . .
C21 C 0.28726(15) 0.3838(3) 0.20165(19) 0.0381(6) Uani 1 1 d . . . . .
H21 H 0.276638 0.292034 0.193720 0.046 Uiso 1 1 calc R U . . .
C22 C 0.32142(13) 0.4362(2) 0.29335(17) 0.0320(5) Uani 1 1 d . . . . .
H22 H 0.334644 0.382113 0.348004 0.038 Uiso 1 1 calc R U . . .
C23 C 0.58840(13) 0.5650(2) 0.74312(15) 0.0280(4) Uani 1 1 d . . . . .
C24 C 0.64132(13) 0.5329(2) 0.69809(16) 0.0299(5) Uani 1 1 d . . . . .
H24 H 0.688058 0.586480 0.706362 0.036 Uiso 1 1 calc R U . . .
C25 C 0.62530(15) 0.4222(2) 0.64110(17) 0.0334(5) Uani 1 1 d . . . . .
H25 H 0.661082 0.400730 0.609707 0.040 Uiso 1 1 calc R U . . .
C26 C 0.55751(15) 0.3416(2) 0.62895(17) 0.0322(5) Uani 1 1 d . . . . .
C27 C 0.50581(14) 0.3761(2) 0.67520(17) 0.0329(5) Uani 1 1 d . . . . .
H27 H 0.459271 0.322266 0.667385 0.039 Uiso 1 1 calc R U . . .
C28 C 0.52033(14) 0.4864(2) 0.73219(17) 0.0315(5) Uani 1 1 d . . . . .
H28 H 0.484425 0.508139 0.763373 0.038 Uiso 1 1 calc R U . . .
C29 C 0.5409(2) 0.2211(3) 0.5679(2) 0.0473(7) Uani 1 1 d . . . . .
H29A H 0.508181 0.244997 0.501733 0.071 Uiso 1 1 calc R U . . .
H29B H 0.510181 0.157090 0.589560 0.071 Uiso 1 1 calc R U . . .
H29C H 0.593612 0.182360 0.572569 0.071 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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 -1.00 0.1330
1.00 0.00 1.00 0.1140
0.00 0.00 1.00 0.1180
0.00 0.00 -1.00 0.1270
0.00 -1.00 0.00 0.1330
0.00 1.00 0.00 0.1070
1.00 -1.00 -1.00 0.1590
-1.00 1.00 1.00 0.1230
1.00 0.00 -1.00 0.1700
-1.00 0.00 1.00 0.1580
1.00 -1.00 0.00 0.1460
-1.00 1.00 0.00 0.1630
0.00 1.00 -1.00 0.1140
0.00 -1.00 1.00 0.1190
-1.00 -1.00 1.00 0.1030
-1.00 0.00 0.00 0.1500
1.00 0.00 0.00 0.1420
1.00 1.00 -1.00 0.1340
1.00 1.00 0.00 0.1220
-1.00 -1.00 0.00 0.1220
1.00 1.00 1.00 0.1220
-1.00 -1.00 -1.00 0.1410
1.00 0.00 -2.00 0.1390
1.00 -1.00 -2.00 0.1480
0.00 1.00 1.00 0.1080
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 S1 O4 120.38(11) . . ?
O3 S1 N1 106.48(10) . . ?
O3 S1 C23 107.96(11) . . ?
O4 S1 N1 106.10(10) . . ?
O4 S1 C23 108.32(11) . . ?
N1 S1 C23 106.86(10) . . ?
C1 N1 S1 118.20(15) . . ?
C1 N1 C4 110.06(16) . . ?
C4 N1 S1 115.99(14) . . ?
C15 N2 C7 121.45(17) . . ?
C15 N2 C18 111.56(17) . . ?
C18 N2 C7 126.99(17) . . ?
N1 C1 H1A 111.2 . . ?
N1 C1 H1B 111.2 . . ?
N1 C1 C2 102.71(17) . . ?
H1A C1 H1B 109.1 . . ?
C2 C1 H1A 111.2 . . ?
C2 C1 H1B 111.2 . . ?
C1 C2 H2 109.0 . . ?
C3 C2 C1 101.16(17) . . ?
C3 C2 H2 109.0 . . ?
C3 C2 C5 112.61(18) . . ?
C5 C2 C1 115.83(19) . . ?
C5 C2 H2 109.0 . . ?
C2 C3 C4 107.55(17) . . ?
C8 C3 C2 125.86(19) . . ?
C8 C3 C4 126.29(19) . . ?
N1 C4 C3 103.01(17) . . ?
N1 C4 H4A 111.2 . . ?
N1 C4 H4B 111.2 . . ?
C3 C4 H4A 111.2 . . ?
C3 C4 H4B 111.2 . . ?
H4A C4 H4B 109.1 . . ?
C2 C5 H5A 109.9 . . ?
C2 C5 H5B 109.9 . . ?
C2 C5 C6 108.70(19) . . ?
H5A C5 H5B 108.3 . . ?
C6 C5 H5A 109.9 . . ?
C6 C5 H5B 109.9 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C5 C6 C7 112.95(18) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
N2 C7 C6 113.42(17) . . ?
N2 C7 H7 106.7 . . ?
N2 C7 C8 109.60(17) . . ?
C6 C7 H7 106.7 . . ?
C8 C7 C6 113.16(18) . . ?
C8 C7 H7 106.7 . . ?
C3 C8 C7 120.20(19) . . ?
C3 C8 C9 123.75(19) . . ?
C9 C8 C7 116.04(18) . . ?
C10 C9 C8 120.69(19) . . ?
C10 C9 C14 118.8(2) . . ?
C14 C9 C8 120.49(19) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 121.0 . . ?
C12 C11 C10 117.9(2) . . ?
C12 C11 H11 121.0 . . ?
F1 C12 C11 118.3(2) . . ?
F1 C12 C13 118.3(2) . . ?
C13 C12 C11 123.4(2) . . ?
C12 C13 H13 121.0 . . ?
C12 C13 C14 117.9(2) . . ?
C14 C13 H13 121.0 . . ?
C9 C14 H14 119.5 . . ?
C13 C14 C9 121.0(2) . . ?
C13 C14 H14 119.5 . . ?
O1 C15 N2 125.0(2) . . ?
O1 C15 C16 128.7(2) . . ?
N2 C15 C16 106.33(18) . . ?
C17 C16 C15 107.97(19) . . ?
C19 C16 C15 130.5(2) . . ?
C19 C16 C17 121.5(2) . . ?
C16 C17 C18 108.49(19) . . ?
C22 C17 C16 121.7(2) . . ?
C22 C17 C18 129.8(2) . . ?
O2 C18 N2 126.5(2) . . ?
O2 C18 C17 127.8(2) . . ?
N2 C18 C17 105.62(17) . . ?
C16 C19 H19 121.4 . . ?
C16 C19 C20 117.3(2) . . ?
C20 C19 H19 121.4 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.1(2) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.5(2) . . ?
C22 C21 H21 119.3 . . ?
C17 C22 C21 116.9(2) . . ?
C17 C22 H22 121.6 . . ?
C21 C22 H22 121.6 . . ?
C24 C23 S1 119.92(17) . . ?
C24 C23 C28 120.7(2) . . ?
C28 C23 S1 119.35(17) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 C23 119.4(2) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.4 . . ?
C24 C25 C26 121.1(2) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C29 120.9(2) . . ?
C27 C26 C25 118.2(2) . . ?
C27 C26 C29 120.9(2) . . ?
C26 C27 H27 119.1 . . ?
C28 C27 C26 121.8(2) . . ?
C28 C27 H27 119.1 . . ?
C23 C28 H28 120.6 . . ?
C27 C28 C23 118.9(2) . . ?
C27 C28 H28 120.6 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
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
S1 O3 1.4328(18) . ?
S1 O4 1.4345(18) . ?
S1 N1 1.627(2) . ?
S1 C23 1.762(2) . ?
F1 C12 1.365(2) . ?
O1 C15 1.210(3) . ?
O2 C18 1.205(3) . ?
N1 C1 1.488(3) . ?
N1 C4 1.492(3) . ?
N2 C7 1.474(3) . ?
N2 C15 1.397(3) . ?
N2 C18 1.406(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.528(3) . ?
C2 H2 1.0000 . ?
C2 C3 1.508(3) . ?
C2 C5 1.522(3) . ?
C3 C4 1.508(3) . ?
C3 C8 1.323(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.524(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.533(3) . ?
C7 H7 1.0000 . ?
C7 C8 1.518(3) . ?
C8 C9 1.489(3) . ?
C9 C10 1.394(3) . ?
C9 C14 1.399(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.376(3) . ?
C12 C13 1.375(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.490(3) . ?
C16 C17 1.384(3) . ?
C16 C19 1.383(3) . ?
C17 C18 1.493(3) . ?
C17 C22 1.380(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.397(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(3) . ?
C23 C28 1.391(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.394(3) . ?
C26 C27 1.391(3) . ?
C26 C29 1.498(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.381(3) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
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
S1 N1 C1 C2 -163.49(14) . . . . ?
S1 N1 C4 C3 142.04(14) . . . . ?
S1 C23 C24 C25 -176.54(17) . . . . ?
S1 C23 C28 C27 176.80(18) . . . . ?
F1 C12 C13 C14 -179.65(19) . . . . ?
O1 C15 C16 C17 178.4(2) . . . . ?
O1 C15 C16 C19 0.1(4) . . . . ?
O3 S1 N1 C1 -47.06(18) . . . . ?
O3 S1 N1 C4 178.96(15) . . . . ?
O3 S1 C23 C24 -155.46(18) . . . . ?
O3 S1 C23 C28 27.3(2) . . . . ?
O4 S1 N1 C1 -176.44(16) . . . . ?
O4 S1 N1 C4 49.59(17) . . . . ?
O4 S1 C23 C24 -23.6(2) . . . . ?
O4 S1 C23 C28 159.16(18) . . . . ?
N1 S1 C23 C24 90.34(19) . . . . ?
N1 S1 C23 C28 -86.91(19) . . . . ?
N1 C1 C2 C3 37.8(2) . . . . ?
N1 C1 C2 C5 159.86(17) . . . . ?
N2 C7 C8 C3 -119.7(2) . . . . ?
N2 C7 C8 C9 59.3(2) . . . . ?
N2 C15 C16 C17 -1.2(2) . . . . ?
N2 C15 C16 C19 -179.5(2) . . . . ?
C1 N1 C4 C3 4.5(2) . . . . ?
C1 C2 C3 C4 -36.8(2) . . . . ?
C1 C2 C3 C8 137.2(2) . . . . ?
C1 C2 C5 C6 -160.21(18) . . . . ?
C2 C3 C4 N1 20.5(2) . . . . ?
C2 C3 C8 C7 6.5(3) . . . . ?
C2 C3 C8 C9 -172.38(19) . . . . ?
C2 C5 C6 C7 60.0(2) . . . . ?
C3 C2 C5 C6 -44.5(2) . . . . ?
C3 C8 C9 C10 -112.4(2) . . . . ?
C3 C8 C9 C14 68.5(3) . . . . ?
C4 N1 C1 C2 -27.0(2) . . . . ?
C4 C3 C8 C7 179.35(19) . . . . ?
C4 C3 C8 C9 0.5(3) . . . . ?
C5 C2 C3 C4 -161.06(18) . . . . ?
C5 C2 C3 C8 12.9(3) . . . . ?
C5 C6 C7 N2 83.9(2) . . . . ?
C5 C6 C7 C8 -41.7(3) . . . . ?
C6 C7 C8 C3 8.0(3) . . . . ?
C6 C7 C8 C9 -173.03(18) . . . . ?
C7 N2 C15 O1 -0.5(3) . . . . ?
C7 N2 C15 C16 179.12(17) . . . . ?
C7 N2 C18 O2 1.1(3) . . . . ?
C7 N2 C18 C17 -178.05(18) . . . . ?
C7 C8 C9 C10 68.7(3) . . . . ?
C7 C8 C9 C14 -110.4(2) . . . . ?
C8 C3 C4 N1 -153.4(2) . . . . ?
C8 C9 C10 C11 -179.3(2) . . . . ?
C8 C9 C14 C13 179.44(19) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C9 C14 C13 0.3(3) . . . . ?
C10 C11 C12 F1 179.75(19) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C11 C12 C13 C14 -0.2(3) . . . . ?
C12 C13 C14 C9 -0.1(3) . . . . ?
C14 C9 C10 C11 -0.2(3) . . . . ?
C15 N2 C7 C6 102.4(2) . . . . ?
C15 N2 C7 C8 -130.10(19) . . . . ?
C15 N2 C18 O2 180.0(2) . . . . ?
C15 N2 C18 C17 0.8(2) . . . . ?
C15 C16 C17 C18 1.7(2) . . . . ?
C15 C16 C17 C22 -178.66(19) . . . . ?
C15 C16 C19 C20 178.2(2) . . . . ?
C16 C17 C18 O2 179.3(2) . . . . ?
C16 C17 C18 N2 -1.6(2) . . . . ?
C16 C17 C22 C21 -0.1(3) . . . . ?
C16 C19 C20 C21 0.2(4) . . . . ?
C17 C16 C19 C20 0.1(3) . . . . ?
C18 N2 C7 C6 -78.9(3) . . . . ?
C18 N2 C7 C8 48.6(3) . . . . ?
C18 N2 C15 O1 -179.5(2) . . . . ?
C18 N2 C15 C16 0.2(2) . . . . ?
C18 C17 C22 C21 179.5(2) . . . . ?
C19 C16 C17 C18 -179.83(19) . . . . ?
C19 C16 C17 C22 -0.2(3) . . . . ?
C19 C20 C21 C22 -0.5(4) . . . . ?
C20 C21 C22 C17 0.4(3) . . . . ?
C22 C17 C18 O2 -0.3(4) . . . . ?
C22 C17 C18 N2 178.8(2) . . . . ?
C23 S1 N1 C1 68.14(17) . . . . ?
C23 S1 N1 C4 -65.84(17) . . . . ?
C23 C24 C25 C26 -0.7(3) . . . . ?
C24 C23 C28 C27 -0.4(3) . . . . ?
C24 C25 C26 C27 0.5(3) . . . . ?
C24 C25 C26 C29 -179.4(2) . . . . ?
C25 C26 C27 C28 -0.2(3) . . . . ?
C26 C27 C28 C23 0.2(3) . . . . ?
C28 C23 C24 C25 0.7(3) . . . . ?
C29 C26 C27 C28 179.6(2) . . . . ?
