#------------------------------------------------------------------------------
#$Date: 2021-07-18 00:31:44 +0300 (Sun, 18 Jul 2021) $
#$Revision: 267622 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/89/4518901.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_4518901
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_formula_moiety         'C24 H26 F N O4 S'
_chemical_formula_sum            'C24 H26 F N O4 S'
_chemical_formula_weight         443.52
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -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                109.2290(10)
_cell_angle_beta                 111.1650(10)
_cell_angle_gamma                92.2160(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6410(4)
_cell_length_b                   10.3467(5)
_cell_length_c                   13.3148(5)
_cell_measurement_reflns_used    9856
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      27.125
_cell_measurement_theta_min      3.412
_cell_volume                     1150.61(9)
_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 0.993
_diffrn_measured_fraction_theta_max 0.992
_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  0.0223
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            37824
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.127
_diffrn_reflns_theta_min         2.946
_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    0.178
_exptl_absorpt_correction_T_max  0.0943
_exptl_absorpt_correction_T_min  0.0693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0432 before and 0.0401 after correction.
The Ratio of minimum to maximum transmission is 0.7349.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_colour_primary    Colorless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       Block
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.524
_exptl_crystal_size_mid          0.434
_exptl_crystal_size_min          0.232
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5047
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0351
_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)+(0.0343P)²+0.7028P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0887
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4665
_reflns_number_total             5047
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs1c02530_si_003.cif
_cod_data_source_block           RBabu_JHH-3191-3
_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               4518901
_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   0.960
_shelx_estimated_absorpt_t_min   0.912
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C4) = Uanis(C4B)
Uanis(C3B) = Uanis(C3)
3. Others
 Sof(C3B)=Sof(H3B)=Sof(C4B)=Sof(H4BA)=Sof(H4BB)=Sof(H12C)=Sof(H12D)=1-FVAR(1)
 Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H12A)=Sof(H12B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3(H3), C3B(H3B)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C4(H4A,H4B), C4B(H4BA,H4BB), C12(H12A,H12B), C12(H12C,H12D)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C14(H14), C19(H19), C20(H20),
 C22(H22), C23(H23)
4.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C24(H24A,H24B,H24C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
S1 S 0.16883(3) 0.53576(3) 0.72299(2) 0.01909(9) Uani 1 1 d . . . . .
F1 F 0.16025(11) 0.22266(11) 0.00295(7) 0.0422(2) Uani 1 1 d . . . . .
O1 O 0.38196(13) 0.05348(12) 0.71306(9) 0.0392(3) Uani 1 1 d . . . . .
O2 O 0.43522(11) 0.05729(10) 0.89231(8) 0.0280(2) Uani 1 1 d . . . . .
O3 O 0.08548(10) 0.60615(9) 0.65041(8) 0.02283(19) Uani 1 1 d . . . . .
O4 O 0.22573(11) 0.60346(10) 0.84645(8) 0.0253(2) Uani 1 1 d . . . . .
N1 N 0.31435(12) 0.50128(11) 0.69067(9) 0.0218(2) Uani 1 1 d . . . . .
C1 C 0.28701(14) 0.44032(14) 0.56626(10) 0.0213(2) Uani 1 1 d . . . . .
H1A H 0.281460 0.513401 0.532850 0.026 Uiso 1 1 calc R U . . .
H1B H 0.191996 0.371176 0.521803 0.026 Uiso 1 1 calc R U . . .
C2 C 0.42207(15) 0.37192(13) 0.56584(11) 0.0222(3) Uani 1 1 d . . . . .
C3 C 0.52287(15) 0.39012(14) 0.69057(11) 0.0191(3) Uani 0.904(3) 1 d . . P A 1
H3 H 0.604929 0.472843 0.723679 0.023 Uiso 0.904(3) 1 calc R U P A 1
C3B C 0.4444(16) 0.3320(14) 0.6681(11) 0.0191(3) Uani 0.096(3) 1 d . . P A 2
H3B H 0.353001 0.268556 0.654292 0.023 Uiso 0.096(3) 1 calc R U P A 2
C4 C 0.41578(16) 0.42224(17) 0.75307(12) 0.0206(3) Uani 0.904(3) 1 d . . P A 1
H4A H 0.358022 0.335825 0.745398 0.025 Uiso 0.904(3) 1 calc R U P A 1
H4B H 0.471422 0.479569 0.836262 0.025 Uiso 0.904(3) 1 calc R U P A 1
C4B C 0.4541(17) 0.4773(17) 0.7486(12) 0.0206(3) Uani 0.096(3) 1 d . . P A 2
H4BA H 0.467731 0.480500 0.826741 0.025 Uiso 0.096(3) 1 calc R U P A 2
H4BB H 0.536306 0.543795 0.754887 0.025 Uiso 0.096(3) 1 calc R U P A 2
C5 C 0.45449(15) 0.30907(14) 0.47404(11) 0.0232(3) Uani 1 1 d . . . . .
H5 H 0.545507 0.272506 0.490316 0.028 Uiso 1 1 calc R U . . .
C6 C 0.37025(14) 0.28789(13) 0.35119(11) 0.0201(2) Uani 1 1 d . . . . .
C7 C 0.44222(16) 0.23778(14) 0.27532(11) 0.0257(3) Uani 1 1 d . . . . .
H7 H 0.540853 0.217470 0.304723 0.031 Uiso 1 1 calc R U . . .
C8 C 0.37406(17) 0.21682(16) 0.15848(12) 0.0311(3) Uani 1 1 d . . . . .
H8 H 0.425568 0.185564 0.108541 0.037 Uiso 1 1 calc R U . . .
C9 C 0.22914(16) 0.24291(15) 0.11743(11) 0.0283(3) Uani 1 1 d . . . . .
C10 C 0.15229(15) 0.29114(15) 0.18741(12) 0.0263(3) Uani 1 1 d . . . . .
H10 H 0.052516 0.308369 0.156406 0.032 Uiso 1 1 calc R U . . .
C11 C 0.22356(15) 0.31409(14) 0.30427(11) 0.0247(3) Uani 1 1 d . . . . .
H11 H 0.171912 0.348320 0.353658 0.030 Uiso 1 1 calc R U . . .
C12 C 0.59431(15) 0.26341(14) 0.70216(11) 0.0221(3) Uani 1 1 d . . . . .
H12A H 0.516427 0.178015 0.655973 0.027 Uiso 0.904(3) 1 calc R U P A 1
H12B H 0.674217 0.255211 0.671301 0.027 Uiso 0.904(3) 1 calc R U P A 1
H12C H 0.568744 0.163511 0.652294 0.027 Uiso 0.096(3) 1 calc R U P A 2
H12D H 0.671536 0.308244 0.685434 0.027 Uiso 0.096(3) 1 calc R U P A 2
C13 C 0.66183(14) 0.27661(13) 0.82737(11) 0.0222(3) Uani 1 1 d . . . . .
C14 C 0.60305(15) 0.20428(14) 0.87419(11) 0.0239(3) Uani 1 1 d . . . . .
H14 H 0.657165 0.222862 0.954311 0.029 Uiso 1 1 calc R U . . .
C15 C 0.46368(15) 0.09922(13) 0.81467(11) 0.0245(3) Uani 1 1 d . . . . .
C16 C 0.80280(15) 0.38469(16) 0.90347(12) 0.0288(3) Uani 1 1 d . . . . .
H16A H 0.780044 0.476688 0.905163 0.043 Uiso 1 1 calc R U . . .
H16B H 0.880879 0.363567 0.872601 0.043 Uiso 1 1 calc R U . . .
H16C H 0.839252 0.384161 0.982209 0.043 Uiso 1 1 calc R U . . .
C17 C 0.29965(17) -0.04409(15) 0.84727(14) 0.0316(3) Uani 1 1 d . . . . .
H17A H 0.308794 -0.131034 0.793219 0.047 Uiso 1 1 calc R U . . .
H17B H 0.212423 -0.008629 0.806673 0.047 Uiso 1 1 calc R U . . .
H17C H 0.285674 -0.061484 0.911338 0.047 Uiso 1 1 calc R U . . .
C18 C 0.05780(14) 0.37435(13) 0.68374(11) 0.0202(2) Uani 1 1 d . . . . .
C19 C 0.08344(15) 0.30912(14) 0.76352(11) 0.0252(3) Uani 1 1 d . . . . .
H19 H 0.154524 0.354822 0.841113 0.030 Uiso 1 1 calc R U . . .
C20 C 0.00394(17) 0.17671(15) 0.72824(12) 0.0290(3) Uani 1 1 d . . . . .
H20 H 0.019980 0.132434 0.782686 0.035 Uiso 1 1 calc R U . . .
C21 C -0.09893(16) 0.10745(14) 0.61456(12) 0.0283(3) Uani 1 1 d . . . . .
C22 C -0.12370(15) 0.17463(14) 0.53629(12) 0.0258(3) Uani 1 1 d . . . . .
H22 H -0.194347 0.128570 0.458598 0.031 Uiso 1 1 calc R U . . .
C23 C -0.04677(14) 0.30786(14) 0.57003(11) 0.0221(3) Uani 1 1 d . . . . .
H23 H -0.065212 0.353242 0.516172 0.027 Uiso 1 1 calc R U . . .
C24 C -0.1845(2) -0.03650(17) 0.57724(15) 0.0424(4) Uani 1 1 d . . . . .
H24A H -0.269694 -0.030202 0.601243 0.064 Uiso 1 1 calc R U . . .
H24B H -0.117000 -0.091359 0.613431 0.064 Uiso 1 1 calc R U . . .
H24C H -0.222601 -0.081619 0.492775 0.064 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'
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'
F F 0.0171 0.0103 '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 0.2020
1.00 0.00 1.00 0.2160
-1.00 -1.00 1.00 0.2360
1.00 1.00 -1.00 0.2080
1.00 1.00 0.00 0.2120
0.00 0.00 1.00 0.1160
0.00 0.00 -1.00 0.1020
0.00 2.00 1.00 0.1380
0.00 -2.00 -1.00 0.1450
0.00 1.00 0.00 0.1640
0.00 -1.00 0.00 0.1480
-1.00 2.00 0.00 0.2560
1.00 -2.00 0.00 0.2450
-1.00 1.00 2.00 0.1160
2.00 -2.00 -1.00 0.2440
-1.00 0.00 1.00 0.1710
1.00 0.00 -1.00 0.2120
-1.00 -2.00 2.00 0.2000
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 N1 106.59(6) . . ?
O3 S1 C18 108.59(6) . . ?
O4 S1 O3 119.61(6) . . ?
O4 S1 N1 106.76(6) . . ?
O4 S1 C18 108.22(6) . . ?
N1 S1 C18 106.33(6) . . ?
C15 O2 C17 116.22(11) . . ?
C1 N1 S1 117.45(8) . . ?
C1 N1 C4 108.74(10) . . ?
C4 N1 S1 116.22(9) . . ?
C4B N1 S1 134.2(6) . . ?
C4B N1 C1 105.5(6) . . ?
N1 C1 H1A 111.0 . . ?
N1 C1 H1B 111.0 . . ?
N1 C1 C2 103.68(10) . . ?
H1A C1 H1B 109.0 . . ?
C2 C1 H1A 111.0 . . ?
C2 C1 H1B 111.0 . . ?
C1 C2 C3 108.90(10) . . ?
C3B C2 C1 96.8(5) . . ?
C5 C2 C1 126.78(12) . . ?
C5 C2 C3 124.29(12) . . ?
C5 C2 C3B 128.8(5) . . ?
C2 C3 H3 109.0 . . ?
C4 C3 C2 103.07(10) . . ?
C4 C3 H3 109.0 . . ?
C4 C3 C12 112.28(11) . . ?
C12 C3 C2 114.23(11) . . ?
C12 C3 H3 109.0 . . ?
C2 C3B H3B 111.1 . . ?
C2 C3B C4B 94.8(10) . . ?
C2 C3B C12 111.4(8) . . ?
C4B C3B H3B 111.1 . . ?
C4B C3B C12 116.2(10) . . ?
C12 C3B H3B 111.1 . . ?
N1 C4 C3 102.28(11) . . ?
N1 C4 H4A 111.3 . . ?
N1 C4 H4B 111.3 . . ?
C3 C4 H4A 111.3 . . ?
C3 C4 H4B 111.3 . . ?
H4A C4 H4B 109.2 . . ?
N1 C4B C3B 99.5(10) . . ?
N1 C4B H4BA 111.9 . . ?
N1 C4B H4BB 111.9 . . ?
C3B C4B H4BA 111.9 . . ?
C3B C4B H4BB 111.9 . . ?
H4BA C4B H4BB 109.6 . . ?
C2 C5 H5 115.1 . . ?
C2 C5 C6 129.72(12) . . ?
C6 C5 H5 115.1 . . ?
C7 C6 C5 117.51(11) . . ?
C7 C6 C11 117.35(11) . . ?
C11 C6 C5 125.14(11) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 C6 122.11(12) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 H8 121.1 . . ?
C9 C8 C7 117.72(13) . . ?
C9 C8 H8 121.1 . . ?
F1 C9 C8 118.57(12) . . ?
F1 C9 C10 118.59(12) . . ?
C10 C9 C8 122.83(12) . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.52(12) . . ?
C11 C10 H10 120.7 . . ?
C6 C11 H11 119.3 . . ?
C10 C11 C6 121.45(12) . . ?
C10 C11 H11 119.3 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3B C12 H12C 108.7 . . ?
C3B C12 H12D 108.7 . . ?
H12A C12 H12B 108.1 . . ?
H12C C12 H12D 107.6 . . ?
C13 C12 C3 110.72(11) . . ?
C13 C12 C3B 114.2(5) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 108.7 . . ?
C13 C12 H12D 108.7 . . ?
C14 C13 C12 125.19(12) . . ?
C14 C13 C16 119.35(12) . . ?
C16 C13 C12 115.41(11) . . ?
C13 C14 H14 116.5 . . ?
C13 C14 C15 126.94(12) . . ?
C15 C14 H14 116.5 . . ?
O1 C15 O2 122.18(13) . . ?
O1 C15 C14 128.21(13) . . ?
O2 C15 C14 109.61(11) . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 S1 119.90(10) . . ?
C19 C18 C23 120.58(12) . . ?
C23 C18 S1 119.32(10) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.15(12) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.19(12) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C22 118.82(13) . . ?
C20 C21 C24 120.69(13) . . ?
C22 C21 C24 120.48(13) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 120.98(12) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 H23 120.4 . . ?
C22 C23 C18 119.26(12) . . ?
C22 C23 H23 120.4 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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 1.4347(9) . ?
S1 O4 1.4333(9) . ?
S1 N1 1.6291(11) . ?
S1 C18 1.7581(13) . ?
F1 C9 1.3625(15) . ?
O1 C15 1.2062(17) . ?
O2 C15 1.3503(16) . ?
O2 C17 1.4429(17) . ?
N1 C1 1.4815(15) . ?
N1 C4 1.4961(17) . ?
N1 C4B 1.368(14) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.5068(17) . ?
C2 C3 1.5337(18) . ?
C2 C3B 1.496(13) . ?
C2 C5 1.3352(18) . ?
C3 H3 1.0000 . ?
C3 C4 1.5277(19) . ?
C3 C12 1.5308(18) . ?
C3B H3B 1.0000 . ?
C3B C4B 1.51(2) . ?
C3B C12 1.618(13) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4B H4BA 0.9900 . ?
C4B H4BB 0.9900 . ?
C5 H5 0.9500 . ?
C5 C6 1.4744(17) . ?
C6 C7 1.3999(18) . ?
C6 C11 1.4025(18) . ?
C7 H7 0.9500 . ?
C7 C8 1.3884(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.378(2) . ?
C9 C10 1.374(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.3862(18) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 H12C 0.9900 . ?
C12 H12D 0.9900 . ?
C12 C13 1.5103(17) . ?
C13 C14 1.3414(18) . ?
C13 C16 1.5053(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.4717(18) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.3930(17) . ?
C18 C23 1.3929(17) . ?
C19 H19 0.9500 . ?
C19 C20 1.3856(19) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(2) . ?
C21 C22 1.3916(19) . ?
C21 C24 1.506(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.3873(18) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 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 -158.89(9) . . . . ?
S1 N1 C4 C3 172.03(9) . . . . ?
S1 N1 C4B C3B 119.4(8) . . . . ?
S1 C18 C19 C20 -174.50(10) . . . . ?
S1 C18 C23 C22 173.75(10) . . . . ?
F1 C9 C10 C11 -178.85(13) . . . . ?
O3 S1 N1 C1 -46.47(11) . . . . ?
O3 S1 N1 C4 -177.73(9) . . . . ?
O3 S1 N1 C4B 156.0(10) . . . . ?
O3 S1 C18 C19 -156.18(10) . . . . ?
O3 S1 C18 C23 28.99(12) . . . . ?
O4 S1 N1 C1 -175.38(9) . . . . ?
O4 S1 N1 C4 53.36(11) . . . . ?
O4 S1 N1 C4B 27.1(10) . . . . ?
O4 S1 C18 C19 -24.92(12) . . . . ?
O4 S1 C18 C23 160.25(10) . . . . ?
N1 S1 C18 C19 89.45(11) . . . . ?
N1 S1 C18 C23 -85.37(11) . . . . ?
N1 C1 C2 C3 2.08(13) . . . . ?
N1 C1 C2 C3B 32.8(6) . . . . ?
N1 C1 C2 C5 -175.85(13) . . . . ?
C1 N1 C4 C3 36.81(14) . . . . ?
C1 N1 C4B C3B -39.9(11) . . . . ?
C1 C2 C3 C4 19.74(14) . . . . ?
C1 C2 C3 C12 141.83(11) . . . . ?
C1 C2 C3B C4B -54.8(9) . . . . ?
C1 C2 C3B C12 -175.4(7) . . . . ?
C1 C2 C5 C6 -0.7(2) . . . . ?
C2 C3 C4 N1 -33.17(13) . . . . ?
C2 C3 C12 C13 -167.29(11) . . . . ?
C2 C3B C4B N1 60.6(11) . . . . ?
C2 C3B C12 C13 155.2(6) . . . . ?
C2 C5 C6 C7 170.05(14) . . . . ?
C2 C5 C6 C11 -9.9(2) . . . . ?
C3 C2 C5 C6 -178.30(12) . . . . ?
C3 C12 C13 C14 106.41(15) . . . . ?
C3 C12 C13 C16 -71.08(14) . . . . ?
C3B C2 C5 C6 141.7(7) . . . . ?
C3B C12 C13 C14 73.2(6) . . . . ?
C3B C12 C13 C16 -104.3(6) . . . . ?
C4 N1 C1 C2 -24.30(13) . . . . ?
C4 C3 C12 C13 -50.39(15) . . . . ?
C4B N1 C1 C2 4.6(8) . . . . ?
C4B C3B C12 C13 48.1(13) . . . . ?
C5 C2 C3 C4 -162.27(13) . . . . ?
C5 C2 C3 C12 -40.18(18) . . . . ?
C5 C2 C3B C4B 154.7(7) . . . . ?
C5 C2 C3B C12 34.1(12) . . . . ?
C5 C6 C7 C8 -178.72(13) . . . . ?
C5 C6 C11 C10 -179.93(13) . . . . ?
C6 C7 C8 C9 -2.0(2) . . . . ?
C7 C6 C11 C10 0.1(2) . . . . ?
C7 C8 C9 F1 -179.86(13) . . . . ?
C7 C8 C9 C10 1.5(2) . . . . ?
C8 C9 C10 C11 -0.2(2) . . . . ?
C9 C10 C11 C6 -0.6(2) . . . . ?
C11 C6 C7 C8 1.2(2) . . . . ?
C12 C3 C4 N1 -156.56(11) . . . . ?
C12 C3B C4B N1 177.4(8) . . . . ?
C12 C13 C14 C15 0.0(2) . . . . ?
C13 C14 C15 O1 4.5(2) . . . . ?
C13 C14 C15 O2 -175.21(13) . . . . ?
C16 C13 C14 C15 177.45(13) . . . . ?
C17 O2 C15 O1 -0.98(19) . . . . ?
C17 O2 C15 C14 178.73(11) . . . . ?
C18 S1 N1 C1 69.25(10) . . . . ?
C18 S1 N1 C4 -62.01(11) . . . . ?
C18 S1 N1 C4B -88.3(10) . . . . ?
C18 C19 C20 C21 0.9(2) . . . . ?
C19 C18 C23 C22 -1.04(19) . . . . ?
C19 C20 C21 C22 -1.3(2) . . . . ?
C19 C20 C21 C24 179.94(14) . . . . ?
C20 C21 C22 C23 0.5(2) . . . . ?
C21 C22 C23 C18 0.6(2) . . . . ?
C23 C18 C19 C20 0.3(2) . . . . ?
C24 C21 C22 C23 179.26(14) . . . . ?
