#------------------------------------------------------------------------------
#$Date: 2023-06-29 11:27:37 +0300 (Thu, 29 Jun 2023) $
#$Revision: 284553 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/17/7131777.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_7131777
loop_
_publ_author_name
'Parsons, Leo W.'
'Fettinger, James C.'
'Berben, Louise'
_publ_section_title
;
 Group 13 ion coordination to pyridyl models NAD+ reduction potentials
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02562D
_journal_year                    2023
_chemical_formula_moiety         'C26 H40 N5, C F3 O3 S [+ solvent]'
_chemical_formula_sum            'C27 H40 F3 N5 O3 S'
_chemical_formula_weight         571.70
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-05-19 deposited with the CCDC.	2023-06-26 downloaded from the CCDC.
;
_cell_angle_alpha                110.4846(8)
_cell_angle_beta                 91.5578(8)
_cell_angle_gamma                104.6039(9)
_cell_formula_units_Z            2
_cell_length_a                   10.5277(3)
_cell_length_b                   12.2580(3)
_cell_length_c                   14.2389(4)
_cell_measurement_reflns_used    9782
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.42
_cell_measurement_theta_min      3.34
_cell_volume                     1652.15(8)
_computing_cell_refinement       'SAINT (8.38a) (Bruker, 2017)'
_computing_data_collection       'Apex3 (2019.11-0) (Bruker, 2019)'
_computing_data_reduction        'SAINT (8.38a) (Bruker, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Photon2 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0115
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11526
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.590
_diffrn_reflns_theta_min         3.340
_exptl_absorpt_coefficient_mu    1.295
_exptl_absorpt_correction_T_max  0.7672
_exptl_absorpt_correction_T_min  0.6590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2016/2 (Sheldrick, 2016)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_description       Block
_exptl_crystal_F_000             608
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: THF, Hexane'
_exptl_crystal_size_max          0.552
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.143
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         6081
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0421
_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)+(0.0543P)²+0.8887P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1142
_refine_ls_wR_factor_ref         0.1146
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5944
_reflns_number_total             6081
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc02562d2.cif
_cod_data_source_block           LP78FMI_SQ
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/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 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               7131777
_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_min   0.535
_shelx_estimated_absorpt_t_max   0.837
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
N1 N 0.24181(13) 0.26915(14) 0.43489(11) 0.0391(3) Uani 1 1 d . . . . .
N2 N 0.32831(13) 0.30864(14) 0.51885(10) 0.0388(3) Uani 1 1 d . . . . .
N3 N 0.58156(13) 0.41817(13) 0.65799(9) 0.0331(3) Uani 1 1 d . . . . .
N4 N 0.63404(12) 0.39068(12) 0.85609(9) 0.0289(3) Uani 1 1 d . . . . .
N5 N 0.68560(12) 0.42419(11) 0.95301(9) 0.0263(3) Uani 1 1 d . . . . .
C1 C 0.1539(3) 0.0695(3) 0.0785(2) 0.0729(9) Uani 0.88 1 d D U P A 1
H1A H 0.202091 0.118877 0.042641 0.109 Uiso 0.88 1 calc R U P A 1
H1B H 0.066650 0.083432 0.087493 0.109 Uiso 0.88 1 calc R U P A 1
H1C H 0.143158 -0.016493 0.039070 0.109 Uiso 0.88 1 calc R U P A 1
C2 C 0.2315(3) 0.1045(2) 0.18155(17) 0.0582(7) Uani 0.88 1 d D U P A 1
H2 H 0.187064 0.048229 0.214947 0.070 Uiso 0.88 1 calc R U P A 1
C3 C 0.3734(3) 0.0934(2) 0.1667(2) 0.0620(7) Uani 0.88 1 d D U P A 1
H3A H 0.368913 0.012593 0.117692 0.093 Uiso 0.88 1 calc R U P A 1
H3B H 0.420306 0.105240 0.231447 0.093 Uiso 0.88 1 calc R U P A 1
H3C H 0.420766 0.155163 0.141527 0.093 Uiso 0.88 1 calc R U P A 1
C4 C 0.2341(2) 0.2347(2) 0.24703(15) 0.0407(6) Uani 0.88 1 d D U P A 1
H4A H 0.279973 0.290068 0.214314 0.049 Uiso 0.88 1 calc R U P A 1
H4B H 0.141967 0.240169 0.250144 0.049 Uiso 0.88 1 calc R U P A 1
C1B C 0.182(2) 0.115(2) 0.0690(12) 0.076(4) Uani 0.12 1 d D U P A 2
H1B1 H 0.231132 0.081586 0.013679 0.114 Uiso 0.12 1 calc R U P A 2
H1B2 H 0.103862 0.050781 0.068718 0.114 Uiso 0.12 1 calc R U P A 2
H1B3 H 0.153306 0.181016 0.059851 0.114 Uiso 0.12 1 calc R U P A 2
C2B C 0.2696(16) 0.1624(13) 0.1688(10) 0.060(2) Uani 0.12 1 d D U P A 2
H2B H 0.350220 0.225859 0.168010 0.071 Uiso 0.12 1 calc R U P A 2
C3B C 0.3126(19) 0.0632(14) 0.1962(12) 0.043(3) Uani 0.12 1 d D U P A 2
H3B1 H 0.368875 0.100984 0.261449 0.064 Uiso 0.12 1 calc R U P A 2
H3B2 H 0.233843 0.002961 0.200367 0.064 Uiso 0.12 1 calc R U P A 2
H3B3 H 0.362008 0.023222 0.143802 0.064 Uiso 0.12 1 calc R U P A 2
C4B C 0.1995(13) 0.2161(19) 0.2596(8) 0.043(2) Uani 0.12 1 d D U P A 2
H4B1 H 0.159300 0.276293 0.248908 0.051 Uiso 0.12 1 calc R U P A 2
H4B2 H 0.128434 0.151156 0.268097 0.051 Uiso 0.12 1 calc R U P A 2
C5 C 0.30156(16) 0.27639(17) 0.35272(12) 0.0390(4) Uani 1 1 d D . . . .
C6 C 0.43418(16) 0.32472(17) 0.38586(12) 0.0381(4) Uani 1 1 d . . . . .
H6 H 0.503181 0.341966 0.347125 0.046 Uiso 1 1 calc R U . . .
C7 C 0.44676(15) 0.34350(16) 0.48955(12) 0.0347(4) Uani 1 1 d . . . . .
C8 C 0.57300(16) 0.39056(16) 0.55558(11) 0.0354(4) Uani 1 1 d . . . . .
C9 C 0.68905(17) 0.4079(2) 0.51167(12) 0.0444(4) Uani 1 1 d . . . . .
H9 H 0.684342 0.388709 0.440756 0.053 Uiso 1 1 calc R U . . .
C10 C 0.81009(17) 0.4524(2) 0.56940(13) 0.0475(5) Uani 1 1 d . . . . .
H10 H 0.888769 0.468177 0.539384 0.057 Uiso 1 1 calc R U . . .
C11 C 0.81688(16) 0.47404(18) 0.67191(12) 0.0404(4) Uani 1 1 d . . . . .
H11 H 0.900510 0.502636 0.712141 0.048 Uiso 1 1 calc R U . . .
C12 C 0.70230(15) 0.45412(15) 0.71546(11) 0.0324(3) Uani 1 1 d . . . . .
C13 C 0.71367(14) 0.46937(14) 0.82282(11) 0.0282(3) Uani 1 1 d . . . . .
C14 C 0.81585(14) 0.55250(14) 0.89806(11) 0.0281(3) Uani 1 1 d . . . . .
H14 H 0.884338 0.616591 0.892672 0.034 Uiso 1 1 calc R U . . .
C15 C 0.79542(14) 0.52107(13) 0.98176(10) 0.0263(3) Uani 1 1 d . . . . .
C16 C 0.87426(15) 0.57310(14) 1.08442(11) 0.0306(3) Uani 1 1 d . . . . .
H16A H 0.929249 0.519604 1.087889 0.037 Uiso 1 1 calc R U . . .
H16B H 0.812561 0.573847 1.135740 0.037 Uiso 1 1 calc R U . . .
C17 C 0.96428(16) 0.70166(15) 1.11070(12) 0.0349(3) Uani 1 1 d . . . . .
H17 H 1.013077 0.703361 1.051718 0.042 Uiso 1 1 calc R U . . .
C18 C 1.06599(17) 0.73587(16) 1.20195(13) 0.0400(4) Uani 1 1 d . . . . .
H18A H 1.123189 0.818185 1.217363 0.060 Uiso 1 1 calc R U . . .
H18B H 1.119893 0.678731 1.186741 0.060 Uiso 1 1 calc R U . . .
H18C H 1.020224 0.732653 1.260350 0.060 Uiso 1 1 calc R U . . .
C19 C 0.8855(2) 0.79360(17) 1.13007(18) 0.0576(6) Uani 1 1 d . . . . .
H19A H 0.821869 0.771415 1.070383 0.086 Uiso 1 1 calc R U . . .
H19B H 0.945809 0.874298 1.143921 0.086 Uiso 1 1 calc R U . . .
H19C H 0.837917 0.794504 1.188422 0.086 Uiso 1 1 calc R U . . .
C20 C 0.0630(3) 0.0876(3) 0.4165(3) 0.0997(11) Uani 1 1 d . . . . .
H20A H 0.087743 0.046782 0.350120 0.150 Uiso 1 1 calc R U . . .
H20B H -0.032520 0.056908 0.416014 0.150 Uiso 1 1 calc R U . . .
H20C H 0.110505 0.071582 0.468217 0.150 Uiso 1 1 calc R U . . .
C21 C 0.09914(17) 0.2228(2) 0.44014(15) 0.0496(5) Uani 1 1 d . . . . .
H21 H 0.048163 0.236952 0.387316 0.059 Uiso 1 1 calc R U . . .
C22 C 0.0639(2) 0.2913(3) 0.54154(17) 0.0784(8) Uani 1 1 d . . . . .
H22A H 0.107171 0.273609 0.594111 0.118 Uiso 1 1 calc R U . . .
H22B H -0.032265 0.266462 0.541091 0.118 Uiso 1 1 calc R U . . .
H22C H 0.093820 0.378574 0.555449 0.118 Uiso 1 1 calc R U . . .
C23 C 0.45996(17) 0.4210(2) 0.71050(13) 0.0454(4) Uani 1 1 d . . . . .
H23A H 0.413570 0.338867 0.705772 0.068 Uiso 1 1 calc R U . . .
H23B H 0.401355 0.452000 0.678241 0.068 Uiso 1 1 calc R U . . .
H23C H 0.485616 0.474140 0.781768 0.068 Uiso 1 1 calc R U . . .
C24 C 0.64842(19) 0.22532(15) 0.96606(13) 0.0412(4) Uani 1 1 d . . . . .
H24A H 0.607811 0.185806 0.895416 0.062 Uiso 1 1 calc R U . . .
H24B H 0.608543 0.175852 1.004524 0.062 Uiso 1 1 calc R U . . .
H24C H 0.743723 0.233968 0.969343 0.062 Uiso 1 1 calc R U . . .
C25 C 0.62561(15) 0.34896(14) 1.01054(11) 0.0301(3) Uani 1 1 d . . . . .
H25 H 0.669139 0.388969 1.082094 0.036 Uiso 1 1 calc R U . . .
C26 C 0.47853(17) 0.33971(17) 1.00967(15) 0.0429(4) Uani 1 1 d . . . . .
H26A H 0.466764 0.421273 1.037963 0.064 Uiso 1 1 calc R U . . .
H26B H 0.439852 0.292929 1.050466 0.064 Uiso 1 1 calc R U . . .
H26C H 0.434348 0.298996 0.940022 0.064 Uiso 1 1 calc R U . . .
S31 S 0.82052(4) 0.31954(4) 0.24996(3) 0.03744(13) Uani 1 1 d . . . . .
C31 C 0.76657(19) 0.1575(2) 0.22560(17) 0.0542(5) Uani 1 1 d . . . . .
F31 F 0.68899(12) 0.09458(11) 0.13804(11) 0.0650(3) Uani 1 1 d . . . . .
F32 F 0.69893(14) 0.13716(16) 0.29872(13) 0.0875(5) Uani 1 1 d . . . . .
F33 F 0.86979(13) 0.11201(13) 0.22255(12) 0.0740(4) Uani 1 1 d . . . . .
O31 O 0.69795(12) 0.35175(13) 0.25044(9) 0.0481(3) Uani 1 1 d . . . . .
O32 O 0.90013(13) 0.36791(14) 0.34712(9) 0.0511(3) Uani 1 1 d . . . . .
O33 O 0.89260(11) 0.32663(12) 0.16709(8) 0.0416(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
N2 N1 C5 112.83(13) . . ?
N2 N1 C21 119.12(13) . . ?
C5 N1 C21 128.05(14) . . ?
C7 N2 N1 104.64(12) . . ?
C8 N3 C12 120.77(13) . . ?
C8 N3 C23 120.25(13) . . ?
C12 N3 C23 118.72(12) . . ?
C13 N4 N5 104.23(12) . . ?
N4 N5 C15 112.95(12) . . ?
N4 N5 C25 118.14(12) . . ?
C15 N5 C25 128.71(12) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C4 109.1(2) . . ?
C1 C2 C3 108.9(2) . . ?
C4 C2 C3 110.98(17) . . ?
C1 C2 H2 109.3 . . ?
C4 C2 H2 109.3 . . ?
C3 C2 H2 109.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C2 113.67(19) . . ?
C5 C4 H4A 108.8 . . ?
C2 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C2 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C2B C1B H1B1 109.5 . . ?
C2B C1B H1B2 109.5 . . ?
H1B1 C1B H1B2 109.5 . . ?
C2B C1B H1B3 109.5 . . ?
H1B1 C1B H1B3 109.5 . . ?
H1B2 C1B H1B3 109.5 . . ?
C1B C2B C4B 112.8(12) . . ?
C1B C2B C3B 114.4(12) . . ?
C4B C2B C3B 101.6(11) . . ?
C1B C2B H2B 109.2 . . ?
C4B C2B H2B 109.2 . . ?
C3B C2B H2B 109.2 . . ?
C2B C3B H3B1 109.5 . . ?
C2B C3B H3B2 109.5 . . ?
H3B1 C3B H3B2 109.5 . . ?
C2B C3B H3B3 109.5 . . ?
H3B1 C3B H3B3 109.5 . . ?
H3B2 C3B H3B3 109.5 . . ?
C5 C4B C2B 108.0(9) . . ?
C5 C4B H4B1 110.1 . . ?
C2B C4B H4B1 110.1 . . ?
C5 C4B H4B2 110.1 . . ?
C2B C4B H4B2 110.1 . . ?
H4B1 C4B H4B2 108.4 . . ?
N1 C5 C6 106.11(14) . . ?
N1 C5 C4 126.15(16) . . ?
C6 C5 C4 127.70(16) . . ?
N1 C5 C4B 109.2(7) . . ?
C6 C5 C4B 144.2(6) . . ?
C5 C6 C7 105.49(14) . . ?
C5 C6 H6 127.3 . . ?
C7 C6 H6 127.3 . . ?
N2 C7 C6 110.93(14) . . ?
N2 C7 C8 124.54(14) . . ?
C6 C7 C8 124.49(14) . . ?
N3 C8 C9 118.86(14) . . ?
N3 C8 C7 123.12(14) . . ?
C9 C8 C7 118.02(14) . . ?
C10 C9 C8 120.81(15) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 119.47(16) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 119.96(15) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
N3 C12 C11 119.83(14) . . ?
N3 C12 C13 121.87(13) . . ?
C11 C12 C13 118.29(14) . . ?
N4 C13 C14 111.81(13) . . ?
N4 C13 C12 121.56(14) . . ?
C14 C13 C12 126.00(14) . . ?
C15 C14 C13 105.07(13) . . ?
C15 C14 H14 127.5 . . ?
C13 C14 H14 127.5 . . ?
N5 C15 C14 105.93(12) . . ?
N5 C15 C16 123.50(13) . . ?
C14 C15 C16 130.53(14) . . ?
C15 C16 C17 113.69(12) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C19 C17 C18 110.37(14) . . ?
C19 C17 C16 111.65(14) . . ?
C18 C17 C16 110.59(13) . . ?
C19 C17 H17 108.0 . . ?
C18 C17 H17 108.0 . . ?
C16 C17 H17 108.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C21 C22 110.44(17) . . ?
N1 C21 C20 110.08(18) . . ?
C22 C21 C20 112.3(2) . . ?
N1 C21 H21 108.0 . . ?
C22 C21 H21 108.0 . . ?
C20 C21 H21 108.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 C24 109.81(12) . . ?
N5 C25 C26 109.65(12) . . ?
C24 C25 C26 111.32(14) . . ?
N5 C25 H25 108.7 . . ?
C24 C25 H25 108.7 . . ?
C26 C25 H25 108.7 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O33 S31 O31 115.12(7) . . ?
O33 S31 O32 115.00(7) . . ?
O31 S31 O32 114.83(8) . . ?
O33 S31 C31 103.75(9) . . ?
O31 S31 C31 103.26(9) . . ?
O32 S31 C31 102.43(9) . . ?
F31 C31 F33 107.23(19) . . ?
F31 C31 F32 107.79(16) . . ?
F33 C31 F32 107.77(16) . . ?
F31 C31 S31 112.30(13) . . ?
F33 C31 S31 111.20(14) . . ?
F32 C31 S31 110.37(17) . . ?
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
N1 N2 1.3439(19) . ?
N1 C5 1.363(2) . ?
N1 C21 1.480(2) . ?
N2 C7 1.340(2) . ?
N3 C8 1.3716(19) . ?
N3 C12 1.374(2) . ?
N3 C23 1.5018(19) . ?
N4 C13 1.338(2) . ?
N4 N5 1.3483(16) . ?
N5 C15 1.3624(19) . ?
N5 C25 1.4777(18) . ?
C1 C2 1.523(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C4 1.533(4) . ?
C2 C3 1.548(4) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.500(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C1B C2B 1.515(9) . ?
C1B H1B1 0.9800 . ?
C1B H1B2 0.9800 . ?
C1B H1B3 0.9800 . ?
C2B C4B 1.532(10) . ?
C2B C3B 1.561(10) . ?
C2B H2B 1.0000 . ?
C3B H3B1 0.9800 . ?
C3B H3B2 0.9800 . ?
C3B H3B3 0.9800 . ?
C4B C5 1.515(9) . ?
C4B H4B1 0.9900 . ?
C4B H4B2 0.9900 . ?
C5 C6 1.369(2) . ?
C6 C7 1.410(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.466(2) . ?
C8 C9 1.390(2) . ?
C9 C10 1.370(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.377(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.471(2) . ?
C13 C14 1.401(2) . ?
C14 C15 1.382(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.4990(19) . ?
C16 C17 1.529(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C19 1.517(2) . ?
C17 C18 1.525(2) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.513(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.505(3) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.509(2) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.523(2) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
S31 O33 1.4363(11) . ?
S31 O31 1.4411(12) . ?
S31 O32 1.4423(13) . ?
S31 C31 1.824(2) . ?
C31 F31 1.330(2) . ?
C31 F33 1.336(2) . ?
C31 F32 1.336(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C6 H6 O31 0.95 2.50 3.437(2) 168.1 . yes
C9 H9 O31 0.95 2.60 3.547(2) 173.7 . yes
C11 H11 O32 0.95 2.64 3.194(2) 117.4 2_766 yes
C11 H11 O33 0.95 2.66 3.537(2) 154.3 2_766 yes
C14 H14 O33 0.95 2.53 3.3616(19) 145.7 2_766 yes
C25 H25 O31 1.00 2.62 3.4659(19) 142.9 1_556 yes
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
C5 N1 N2 C7 0.7(2) . . . . ?
C21 N1 N2 C7 179.82(16) . . . . ?
C13 N4 N5 C15 -0.27(15) . . . . ?
C13 N4 N5 C25 -175.62(12) . . . . ?
C1 C2 C4 C5 176.7(2) . . . . ?
C3 C2 C4 C5 -63.3(2) . . . . ?
C1B C2B C4B C5 -172.0(15) . . . . ?
C3B C2B C4B C5 65.0(16) . . . . ?
N2 N1 C5 C6 -0.7(2) . . . . ?
C21 N1 C5 C6 -179.73(18) . . . . ?
N2 N1 C5 C4 177.09(19) . . . . ?
C21 N1 C5 C4 -1.9(3) . . . . ?
N2 N1 C5 C4B 173.1(8) . . . . ?
C21 N1 C5 C4B -5.9(9) . . . . ?
C2 C4 C5 N1 -93.0(2) . . . . ?
C2 C4 C5 C6 84.3(3) . . . . ?
C2B C4B C5 N1 -149.1(11) . . . . ?
C2B C4B C5 C6 21(2) . . . . ?
N1 C5 C6 C7 0.4(2) . . . . ?
C4 C5 C6 C7 -177.4(2) . . . . ?
C4B C5 C6 C7 -169.5(14) . . . . ?
N1 N2 C7 C6 -0.44(19) . . . . ?
N1 N2 C7 C8 -178.29(16) . . . . ?
C5 C6 C7 N2 0.0(2) . . . . ?
C5 C6 C7 C8 177.86(17) . . . . ?
C12 N3 C8 C9 -4.6(3) . . . . ?
C23 N3 C8 C9 169.53(17) . . . . ?
C12 N3 C8 C7 175.49(15) . . . . ?
C23 N3 C8 C7 -10.4(3) . . . . ?
N2 C7 C8 N3 -8.5(3) . . . . ?
C6 C7 C8 N3 173.93(17) . . . . ?
N2 C7 C8 C9 171.59(18) . . . . ?
C6 C7 C8 C9 -6.0(3) . . . . ?
N3 C8 C9 C10 -0.3(3) . . . . ?
C7 C8 C9 C10 179.59(18) . . . . ?
C8 C9 C10 C11 3.5(3) . . . . ?
C9 C10 C11 C12 -1.8(3) . . . . ?
C8 N3 C12 C11 6.3(2) . . . . ?
C23 N3 C12 C11 -167.93(17) . . . . ?
C8 N3 C12 C13 -172.14(15) . . . . ?
C23 N3 C12 C13 13.6(2) . . . . ?
C10 C11 C12 N3 -3.0(3) . . . . ?
C10 C11 C12 C13 175.46(17) . . . . ?
N5 N4 C13 C14 0.19(15) . . . . ?
N5 N4 C13 C12 171.61(12) . . . . ?
N3 C12 C13 N4 41.1(2) . . . . ?
C11 C12 C13 N4 -137.37(17) . . . . ?
N3 C12 C13 C14 -148.78(16) . . . . ?
C11 C12 C13 C14 32.8(2) . . . . ?
N4 C13 C14 C15 -0.05(16) . . . . ?
C12 C13 C14 C15 -171.01(14) . . . . ?
N4 N5 C15 C14 0.24(16) . . . . ?
C25 N5 C15 C14 174.99(13) . . . . ?
N4 N5 C15 C16 -177.64(12) . . . . ?
C25 N5 C15 C16 -2.9(2) . . . . ?
C13 C14 C15 N5 -0.11(15) . . . . ?
C13 C14 C15 C16 177.57(14) . . . . ?
N5 C15 C16 C17 -161.92(13) . . . . ?
C14 C15 C16 C17 20.8(2) . . . . ?
C15 C16 C17 C19 71.40(18) . . . . ?
C15 C16 C17 C18 -165.29(13) . . . . ?
N2 N1 C21 C22 34.1(3) . . . . ?
C5 N1 C21 C22 -147.0(2) . . . . ?
N2 N1 C21 C20 -90.4(2) . . . . ?
C5 N1 C21 C20 88.5(3) . . . . ?
N4 N5 C25 C24 66.03(17) . . . . ?
C15 N5 C25 C24 -108.49(17) . . . . ?
N4 N5 C25 C26 -56.58(17) . . . . ?
C15 N5 C25 C26 128.90(16) . . . . ?
O33 S31 C31 F31 -60.67(16) . . . . ?
O31 S31 C31 F31 59.78(16) . . . . ?
O32 S31 C31 F31 179.36(14) . . . . ?
O33 S31 C31 F33 59.49(16) . . . . ?
O31 S31 C31 F33 179.94(14) . . . . ?
O32 S31 C31 F33 -60.48(17) . . . . ?
O33 S31 C31 F32 179.04(13) . . . . ?
O31 S31 C31 F32 -60.51(15) . . . . ?
O32 S31 C31 F32 59.07(14) . . . . ?
