# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_eli64_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2039023'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C35 H35 N2 O P'
_chemical_formula_sum            'C35 H35 N2 O P'
_chemical_formula_weight         530.62
_chemical_melting_point          ?
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'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9009(6)
_cell_length_b                   10.4501(7)
_cell_length_c                   17.0815(11)
_cell_angle_alpha                104.343(2)
_cell_angle_beta                 91.133(2)
_cell_angle_gamma                112.507(2)
_cell_volume                     1410.36(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      72.21
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.883
_shelx_estimated_absorpt_T_min   0.725
_exptl_absorpt_coefficient_mu    1.092
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6844
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0655 before and 0.0412 after correction. The Ratio of minimum to maximum transmission is 0.9082. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.315
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.117
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16775
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.234
_diffrn_reflns_theta_min         2.692
_diffrn_ambient_temperature      110.03
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4835
_reflns_number_total             5050
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         5050
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.051
_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)+(0.0374P)²+0.6634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0874
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C008(H008), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F),
 C00G(H00G), C00J(H00J), C00K(H00K), C00M(H00M), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00X(H00X), C00Y(H00Y), C010(H010), C011(H011)
2.b Idealised Me refined as rotating group:
 C00W(H00A,H00H,H00I), C00Z(H00L,H00N,H00W), C012(H01A,H01B,H01C), C013(H01D,
 H01E,H01F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
P001 P 0.24138(4) 0.31108(3) 0.14506(2) 0.01595(9) Uani 1 1 d . . . . .
O002 O 0.42099(11) 0.15529(9) 0.21775(5) 0.01868(19) Uani 1 1 d . . . . .
N003 N 0.91774(14) 0.80282(12) 0.23526(7) 0.0239(2) Uani 1 1 d . . . . .
C004 C 0.18754(15) 0.30750(13) 0.24910(7) 0.0161(2) Uani 1 1 d . . . . .
N005 N 0.76995(15) 0.15986(14) 0.54286(8) 0.0297(3) Uani 1 1 d . . . . .
C006 C 0.53658(14) 0.24706(13) 0.35586(7) 0.0158(2) Uani 1 1 d . . . . .
C007 C 0.56995(14) 0.41650(13) 0.27079(7) 0.0152(2) Uani 1 1 d . . . . .
C008 C 0.57452(15) 0.55110(13) 0.31271(7) 0.0174(2) Uani 1 1 d . . . . .
H008 H 0.4981 0.5559 0.3502 0.021 Uiso 1 1 calc R . . . .
C009 C 0.03745(15) 0.24788(14) 0.08799(7) 0.0181(3) Uani 1 1 d . . . . .
C00A C 0.45276(14) 0.27706(13) 0.28739(7) 0.0157(2) Uani 1 1 d . . . . .
C00B C 0.53615(15) 0.11134(13) 0.34825(8) 0.0199(3) Uani 1 1 d . . . . .
H00B H 0.4815 0.0364 0.3000 0.024 Uiso 1 1 calc R . . . .
C00C C 0.23583(15) 0.28193(13) 0.38273(8) 0.0179(3) Uani 1 1 d . . . . .
H00C H 0.3022 0.2698 0.4222 0.022 Uiso 1 1 calc R . . . .
C00D C 0.68718(15) 0.67789(13) 0.30124(8) 0.0187(3) Uani 1 1 d . . . . .
H00D H 0.6874 0.7676 0.3313 0.022 Uiso 1 1 calc R . . . .
C00E C 0.08912(16) 0.29250(14) 0.40231(8) 0.0210(3) Uani 1 1 d . . . . .
H00E H 0.0564 0.2870 0.4544 0.025 Uiso 1 1 calc R . . . .
C00F C -0.01882(16) 0.33362(14) 0.05522(8) 0.0203(3) Uani 1 1 d . . . . .
H00F H 0.0496 0.4325 0.0630 0.024 Uiso 1 1 calc R . . . .
C00G C 0.04058(15) 0.31768(13) 0.27015(8) 0.0195(3) Uani 1 1 d . . . . .
H00G H -0.0273 0.3295 0.2313 0.023 Uiso 1 1 calc R . . . .
C00H C 0.32998(15) 0.50292(13) 0.15059(7) 0.0179(3) Uani 1 1 d . . . . .
C00I C 0.80101(15) 0.67568(14) 0.24576(8) 0.0186(3) Uani 1 1 d . . . . .
C00J C -0.00897(15) 0.31102(14) 0.34607(8) 0.0213(3) Uani 1 1 d . . . . .
H00J H -0.1088 0.3191 0.3592 0.026 Uiso 1 1 calc R . . . .
C00K C 0.69360(16) 0.32511(14) 0.48965(8) 0.0207(3) Uani 1 1 d . . . . .
H00K H 0.7465 0.4000 0.5382 0.025 Uiso 1 1 calc R . . . .
C00L C 0.69369(15) 0.18777(14) 0.48159(8) 0.0206(3) Uani 1 1 d . . . . .
C00M C 0.68413(15) 0.41430(14) 0.21609(8) 0.0183(3) Uani 1 1 d . . . . .
H00M H 0.6853 0.3245 0.1872 0.022 Uiso 1 1 calc R . . . .
C00N C 0.28808(14) 0.28868(12) 0.30689(7) 0.0153(2) Uani 1 1 d . . . . .
C00O C 0.79550(15) 0.53991(14) 0.20304(8) 0.0205(3) Uani 1 1 d . . . . .
H00O H 0.8698 0.5344 0.1644 0.025 Uiso 1 1 calc R . . . .
C00P C 0.61277(16) 0.08150(14) 0.40873(9) 0.0227(3) Uani 1 1 d . . . . .
H00P H 0.6104 -0.0126 0.4007 0.027 Uiso 1 1 calc R . . . .
C00Q C 0.61782(15) 0.35329(13) 0.42815(8) 0.0190(3) Uani 1 1 d . . . . .
H00Q H 0.6213 0.4475 0.4354 0.023 Uiso 1 1 calc R . . . .
C00R C 0.27744(17) 0.60319(15) 0.19843(8) 0.0244(3) Uani 1 1 d . . . . .
H00R H 0.1900 0.5721 0.2295 0.029 Uiso 1 1 calc R . . . .
C00S C 0.45651(16) 0.55056(15) 0.10462(8) 0.0215(3) Uani 1 1 d . . . . .
H00S H 0.4936 0.4837 0.0717 0.026 Uiso 1 1 calc R . . . .
C00T C -0.06435(17) 0.10261(15) 0.07415(9) 0.0260(3) Uani 1 1 d . . . . .
H00T H -0.0273 0.0422 0.0952 0.031 Uiso 1 1 calc R . . . .
C00U C 0.35173(18) 0.74772(15) 0.20098(9) 0.0291(3) Uani 1 1 d . . . . .
H00U H 0.3158 0.8151 0.2343 0.035 Uiso 1 1 calc R . . . .
C00V C 0.52926(17) 0.69545(16) 0.10649(9) 0.0270(3) Uani 1 1 d . . . . .
H00V H 0.6145 0.7267 0.0742 0.032 Uiso 1 1 calc R . . . .
C00W C 0.90405(17) 0.93794(14) 0.27332(9) 0.0277(3) Uani 1 1 d . . . . .
H00A H 0.8011 0.9360 0.2505 0.042 Uiso 1 1 calc GR . . . .
H00H H 0.9966 1.0179 0.2630 0.042 Uiso 1 1 calc GR . . . .
H00I H 0.9052 0.9510 0.3322 0.042 Uiso 1 1 calc GR . . . .
C00X C -0.17414(17) 0.27563(15) 0.01129(8) 0.0247(3) Uani 1 1 d . . . . .
H00X H -0.2117 0.3353 -0.0102 0.030 Uiso 1 1 calc R . . . .
C00Y C -0.27427(17) 0.13148(16) -0.00126(9) 0.0271(3) Uani 1 1 d . . . . .
H00Y H -0.3804 0.0921 -0.0313 0.032 Uiso 1 1 calc R . . . .
C00Z C 0.99058(18) 0.79819(17) 0.15976(10) 0.0311(3) Uani 1 1 d . . . . .
H00L H 1.0348 0.7238 0.1498 0.047 Uiso 1 1 calc GR . . . .
H00N H 1.0793 0.8921 0.1640 0.047 Uiso 1 1 calc GR . . . .
H00W H 0.9068 0.7756 0.1146 0.047 Uiso 1 1 calc GR . . . .
C010 C 0.47789(17) 0.79427(15) 0.15526(9) 0.0282(3) Uani 1 1 d . . . . .
H010 H 0.5290 0.8934 0.1573 0.034 Uiso 1 1 calc R . . . .
C011 C -0.21899(18) 0.04499(15) 0.03017(9) 0.0297(3) Uani 1 1 d . . . . .
H011 H -0.2872 -0.0541 0.0216 0.036 Uiso 1 1 calc R . . . .
C012 C 0.78592(19) 0.02294(17) 0.52774(10) 0.0320(3) Uani 1 1 d . . . . .
H01A H 0.6772 -0.0561 0.5111 0.048 Uiso 1 1 calc GR . . . .
H01B H 0.8365 0.0174 0.5776 0.048 Uiso 1 1 calc GR . . . .
H01C H 0.8548 0.0150 0.4843 0.048 Uiso 1 1 calc GR . . . .
C013 C 0.8731(2) 0.2761(2) 0.61016(9) 0.0408(4) Uani 1 1 d . . . . .
H01D H 0.9692 0.3385 0.5906 0.061 Uiso 1 1 calc GR . . . .
H01E H 0.9087 0.2372 0.6501 0.061 Uiso 1 1 calc GR . . . .
H01F H 0.8117 0.3323 0.6358 0.061 Uiso 1 1 calc GR . . . .
H002 H 0.386(2) 0.176(2) 0.1767(12) 0.040(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P001 C004 1.8553(13) . ?
P001 C009 1.8371(13) . ?
P001 C00H 1.8283(13) . ?
O002 C00A 1.4407(14) . ?
O002 H002 0.87(2) . ?
N003 C00I 1.3947(16) . ?
N003 C00W 1.4531(18) . ?
N003 C00Z 1.4534(18) . ?
C004 C00G 1.3992(17) . ?
C004 C00N 1.4177(17) . ?
N005 C00L 1.3842(17) . ?
N005 C012 1.4520(19) . ?
N005 C013 1.433(2) . ?
C006 C00A 1.5327(16) . ?
C006 C00B 1.3903(17) . ?
C006 C00Q 1.3967(17) . ?
C007 C008 1.3961(17) . ?
C007 C00A 1.5311(16) . ?
C007 C00M 1.3969(17) . ?
C008 H008 0.9500 . ?
C008 C00D 1.3852(18) . ?
C009 C00F 1.3957(18) . ?
C009 C00T 1.3936(18) . ?
C00A C00N 1.5524(16) . ?
C00B H00B 0.9500 . ?
C00B C00P 1.3872(18) . ?
C00C H00C 0.9500 . ?
C00C C00E 1.3924(18) . ?
C00C C00N 1.3941(17) . ?
C00D H00D 0.9500 . ?
C00D C00I 1.4037(18) . ?
C00E H00E 0.9500 . ?
C00E C00J 1.3823(19) . ?
C00F H00F 0.9500 . ?
C00F C00X 1.3907(18) . ?
C00G H00G 0.9500 . ?
C00G C00J 1.3875(19) . ?
C00H C00R 1.3966(19) . ?
C00H C00S 1.3901(18) . ?
C00I C00O 1.4073(18) . ?
C00J H00J 0.9500 . ?
C00K H00K 0.9500 . ?
C00K C00L 1.4078(19) . ?
C00K C00Q 1.3866(18) . ?
C00L C00P 1.4029(19) . ?
C00M H00M 0.9500 . ?
C00M C00O 1.3831(18) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00R C00U 1.386(2) . ?
C00S H00S 0.9500 . ?
C00S C00V 1.3919(19) . ?
C00T H00T 0.9500 . ?
C00T C011 1.386(2) . ?
C00U H00U 0.9500 . ?
C00U C010 1.383(2) . ?
C00V H00V 0.9500 . ?
C00V C010 1.386(2) . ?
C00W H00A 0.9800 . ?
C00W H00H 0.9800 . ?
C00W H00I 0.9800 . ?
C00X H00X 0.9500 . ?
C00X C00Y 1.383(2) . ?
C00Y H00Y 0.9500 . ?
C00Y C011 1.385(2) . ?
C00Z H00L 0.9800 . ?
C00Z H00N 0.9800 . ?
C00Z H00W 0.9800 . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C012 H01A 0.9800 . ?
C012 H01B 0.9800 . ?
C012 H01C 0.9800 . ?
C013 H01D 0.9800 . ?
C013 H01E 0.9800 . ?
C013 H01F 0.9800 . ?

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
C009 P001 C004 100.98(6) . . ?
C00H P001 C004 103.89(6) . . ?
C00H P001 C009 102.67(6) . . ?
C00A O002 H002 106.0(12) . . ?
C00I N003 C00W 118.54(11) . . ?
C00I N003 C00Z 118.95(12) . . ?
C00W N003 C00Z 114.95(11) . . ?
C00G C004 P001 119.25(9) . . ?
C00G C004 C00N 118.97(11) . . ?
C00N C004 P001 121.72(9) . . ?
C00L N005 C012 119.32(12) . . ?
C00L N005 C013 120.01(13) . . ?
C013 N005 C012 118.16(12) . . ?
C00B C006 C00A 120.99(11) . . ?
C00B C006 C00Q 116.68(11) . . ?
C00Q C006 C00A 122.33(11) . . ?
C008 C007 C00A 121.93(11) . . ?
C008 C007 C00M 117.18(11) . . ?
C00M C007 C00A 120.78(11) . . ?
C007 C008 H008 119.0 . . ?
C00D C008 C007 121.93(11) . . ?
C00D C008 H008 119.0 . . ?
C00F C009 P001 124.55(10) . . ?
C00T C009 P001 117.01(10) . . ?
C00T C009 C00F 118.39(12) . . ?
O002 C00A C006 105.05(9) . . ?
O002 C00A C007 110.80(10) . . ?
O002 C00A C00N 109.03(9) . . ?
C006 C00A C00N 113.08(10) . . ?
C007 C00A C006 109.03(9) . . ?
C007 C00A C00N 109.78(9) . . ?
C006 C00B H00B 118.9 . . ?
C00P C00B C006 122.28(12) . . ?
C00P C00B H00B 118.9 . . ?
C00E C00C H00C 119.1 . . ?
C00E C00C C00N 121.84(12) . . ?
C00N C00C H00C 119.1 . . ?
C008 C00D H00D 119.5 . . ?
C008 C00D C00I 120.91(12) . . ?
C00I C00D H00D 119.5 . . ?
C00C C00E H00E 120.0 . . ?
C00J C00E C00C 120.09(12) . . ?
C00J C00E H00E 120.0 . . ?
C009 C00F H00F 119.7 . . ?
C00X C00F C009 120.58(12) . . ?
C00X C00F H00F 119.7 . . ?
C004 C00G H00G 119.0 . . ?
C00J C00G C004 121.95(12) . . ?
C00J C00G H00G 119.0 . . ?
C00R C00H P001 123.50(10) . . ?
C00S C00H P001 117.82(10) . . ?
C00S C00H C00R 118.68(12) . . ?
N003 C00I C00D 121.39(12) . . ?
N003 C00I C00O 121.44(12) . . ?
C00D C00I C00O 117.14(11) . . ?
C00E C00J C00G 118.99(12) . . ?
C00E C00J H00J 120.5 . . ?
C00G C00J H00J 120.5 . . ?
C00L C00K H00K 119.3 . . ?
C00Q C00K H00K 119.3 . . ?
C00Q C00K C00L 121.31(12) . . ?
N005 C00L C00K 121.29(12) . . ?
N005 C00L C00P 122.02(12) . . ?
C00P C00L C00K 116.69(12) . . ?
C007 C00M H00M 119.3 . . ?
C00O C00M C007 121.49(12) . . ?
C00O C00M H00M 119.3 . . ?
C004 C00N C00A 121.48(11) . . ?
C00C C00N C004 118.14(11) . . ?
C00C C00N C00A 120.37(11) . . ?
C00I C00O H00O 119.3 . . ?
C00M C00O C00I 121.33(12) . . ?
C00M C00O H00O 119.3 . . ?
C00B C00P C00L 121.16(12) . . ?
C00B C00P H00P 119.4 . . ?
C00L C00P H00P 119.4 . . ?
C006 C00Q H00Q 119.1 . . ?
C00K C00Q C006 121.87(12) . . ?
C00K C00Q H00Q 119.1 . . ?
C00H C00R H00R 119.7 . . ?
C00U C00R C00H 120.64(13) . . ?
C00U C00R H00R 119.7 . . ?
C00H C00S H00S 119.8 . . ?
C00H C00S C00V 120.49(13) . . ?
C00V C00S H00S 119.8 . . ?
C009 C00T H00T 119.5 . . ?
C011 C00T C009 120.90(13) . . ?
C011 C00T H00T 119.5 . . ?
C00R C00U H00U 119.9 . . ?
C010 C00U C00R 120.29(13) . . ?
C010 C00U H00U 119.9 . . ?
C00S C00V H00V 119.9 . . ?
C010 C00V C00S 120.27(13) . . ?
C010 C00V H00V 119.9 . . ?
N003 C00W H00A 109.5 . . ?
N003 C00W H00H 109.5 . . ?
N003 C00W H00I 109.5 . . ?
H00A C00W H00H 109.5 . . ?
H00A C00W H00I 109.5 . . ?
H00H C00W H00I 109.5 . . ?
C00F C00X H00X 119.9 . . ?
C00Y C00X C00F 120.30(12) . . ?
C00Y C00X H00X 119.9 . . ?
C00X C00Y H00Y 120.2 . . ?
C00X C00Y C011 119.63(13) . . ?
C011 C00Y H00Y 120.2 . . ?
N003 C00Z H00L 109.5 . . ?
N003 C00Z H00N 109.5 . . ?
N003 C00Z H00W 109.5 . . ?
H00L C00Z H00N 109.5 . . ?
H00L C00Z H00W 109.5 . . ?
H00N C00Z H00W 109.5 . . ?
C00U C010 C00V 119.61(13) . . ?
C00U C010 H010 120.2 . . ?
C00V C010 H010 120.2 . . ?
C00T C011 H011 119.9 . . ?
C00Y C011 C00T 120.19(13) . . ?
C00Y C011 H011 119.9 . . ?
N005 C012 H01A 109.5 . . ?
N005 C012 H01B 109.5 . . ?
N005 C012 H01C 109.5 . . ?
H01A C012 H01B 109.5 . . ?
H01A C012 H01C 109.5 . . ?
H01B C012 H01C 109.5 . . ?
N005 C013 H01D 109.5 . . ?
N005 C013 H01E 109.5 . . ?
N005 C013 H01F 109.5 . . ?
H01D C013 H01E 109.5 . . ?
H01D C013 H01F 109.5 . . ?
H01E C013 H01F 109.5 . . ?

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
P001 C004 C00G C00J 177.91(10) . . . . ?
P001 C004 C00N C00A 2.84(16) . . . . ?
P001 C004 C00N C00C -177.68(9) . . . . ?
P001 C009 C00F C00X 178.60(10) . . . . ?
P001 C009 C00T C011 -178.65(12) . . . . ?
P001 C00H C00R C00U 178.91(11) . . . . ?
P001 C00H C00S C00V -179.80(10) . . . . ?
O002 C00A C00N C004 -59.72(14) . . . . ?
O002 C00A C00N C00C 120.81(12) . . . . ?
N003 C00I C00O C00M 177.23(11) . . . . ?
C004 P001 C009 C00F 110.66(11) . . . . ?
C004 P001 C009 C00T -72.00(11) . . . . ?
C004 P001 C00H C00R -34.11(12) . . . . ?
C004 P001 C00H C00S 145.78(10) . . . . ?
C004 C00G C00J C00E -0.58(19) . . . . ?
N005 C00L C00P C00B 179.58(12) . . . . ?
C006 C00A C00N C004 -176.18(10) . . . . ?
C006 C00A C00N C00C 4.35(15) . . . . ?
C006 C00B C00P C00L 0.7(2) . . . . ?
C007 C008 C00D C00I 0.73(19) . . . . ?
C007 C00A C00N C004 61.82(14) . . . . ?
C007 C00A C00N C00C -117.65(12) . . . . ?
C007 C00M C00O C00I 1.48(19) . . . . ?
C008 C007 C00A O002 156.05(11) . . . . ?
C008 C007 C00A C006 -88.81(13) . . . . ?
C008 C007 C00A C00N 35.57(15) . . . . ?
C008 C007 C00M C00O -0.93(18) . . . . ?
C008 C00D C00I N003 -178.31(11) . . . . ?
C008 C00D C00I C00O -0.20(18) . . . . ?
C009 P001 C004 C00G -24.20(11) . . . . ?
C009 P001 C004 C00N 153.13(10) . . . . ?
C009 P001 C00H C00R 70.76(12) . . . . ?
C009 P001 C00H C00S -109.35(10) . . . . ?
C009 C00F C00X C00Y -0.7(2) . . . . ?
C009 C00T C011 C00Y 0.4(2) . . . . ?
C00A C006 C00B C00P 179.15(11) . . . . ?
C00A C006 C00Q C00K -179.85(11) . . . . ?
C00A C007 C008 C00D 176.06(11) . . . . ?
C00A C007 C00M C00O -177.20(11) . . . . ?
C00B C006 C00A O002 -13.37(15) . . . . ?
C00B C006 C00A C007 -132.16(12) . . . . ?
C00B C006 C00A C00N 105.42(13) . . . . ?
C00B C006 C00Q C00K -0.39(18) . . . . ?
C00C C00E C00J C00G 0.50(19) . . . . ?
C00D C00I C00O C00M -0.88(18) . . . . ?
C00E C00C C00N C004 0.28(18) . . . . ?
C00E C00C C00N C00A 179.77(11) . . . . ?
C00F C009 C00T C011 -1.1(2) . . . . ?
C00F C00X C00Y C011 0.0(2) . . . . ?
C00G C004 C00N C00A -179.83(11) . . . . ?
C00G C004 C00N C00C -0.35(17) . . . . ?
C00H P001 C004 C00G 81.95(11) . . . . ?
C00H P001 C004 C00N -100.72(10) . . . . ?
C00H P001 C009 C00F 3.54(12) . . . . ?
C00H P001 C009 C00T -179.12(10) . . . . ?
C00H C00R C00U C010 0.8(2) . . . . ?
C00H C00S C00V C010 1.0(2) . . . . ?
C00K C00L C00P C00B -0.33(19) . . . . ?
C00L C00K C00Q C006 0.7(2) . . . . ?
C00M C007 C008 C00D -0.16(18) . . . . ?
C00M C007 C00A O002 -27.86(15) . . . . ?
C00M C007 C00A C006 87.28(13) . . . . ?
C00M C007 C00A C00N -148.34(11) . . . . ?
C00N C004 C00G C00J 0.51(18) . . . . ?
C00N C00C C00E C00J -0.36(19) . . . . ?
C00Q C006 C00A O002 166.07(11) . . . . ?
C00Q C006 C00A C007 47.28(15) . . . . ?
C00Q C006 C00A C00N -75.14(14) . . . . ?
C00Q C006 C00B C00P -0.32(19) . . . . ?
C00Q C00K C00L N005 179.72(12) . . . . ?
C00Q C00K C00L C00P -0.36(19) . . . . ?
C00R C00H C00S C00V 0.09(19) . . . . ?
C00R C00U C010 C00V 0.3(2) . . . . ?
C00S C00H C00R C00U -1.0(2) . . . . ?
C00S C00V C010 C00U -1.2(2) . . . . ?
C00T C009 C00F C00X 1.29(19) . . . . ?
C00W N003 C00I C00D -9.52(18) . . . . ?
C00W N003 C00I C00O 172.45(12) . . . . ?
C00X C00Y C011 C00T 0.2(2) . . . . ?
C00Z N003 C00I C00D -157.68(12) . . . . ?
C00Z N003 C00I C00O 24.29(18) . . . . ?
C012 N005 C00L C00K -171.87(12) . . . . ?
C012 N005 C00L C00P 8.2(2) . . . . ?
C013 N005 C00L C00K -10.2(2) . . . . ?
C013 N005 C00L C00P 169.93(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli57_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2039025'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C33 H30 N O P'
_chemical_formula_sum            'C33 H30 N O P'
_chemical_formula_weight         487.55
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2229(5)
_cell_length_b                   12.4346(6)
_cell_length_c                   13.1943(7)
_cell_angle_alpha                108.632(2)
_cell_angle_beta                 96.250(2)
_cell_angle_gamma                93.485(2)
_cell_volume                     1264.23(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8901
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1444 before and 0.0811 after correction.
The Ratio of minimum to maximum transmission is 0.6856.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.508
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            29288
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_min         2.505
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5748
_reflns_number_total             7371
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         7371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.030
_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)+(0.0503P)²+0.6094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1335
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
P1 P 0.64176(5) 0.74422(3) 0.32465(3) 0.01902(10) Uani 1 1 d . . . . .
O1 O 0.49103(14) 0.56516(10) 0.11645(9) 0.0248(2) Uani 1 1 d . . . . .
H1 H 0.5821 0.6013 0.1476 0.037 Uiso 1 1 calc GR . . . .
N1 N -0.08979(17) 0.16506(11) -0.07657(11) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.42693(17) 0.70157(12) 0.33743(11) 0.0170(3) Uani 1 1 d . . . . .
C2 C 0.34055(17) 0.59783(12) 0.26891(11) 0.0162(3) Uani 1 1 d . . . . .
C3 C 0.17777(18) 0.57308(13) 0.28220(12) 0.0198(3) Uani 1 1 d . . . . .
H3 H 0.1190 0.5031 0.2369 0.024 Uiso 1 1 calc R . . . .
C4 C 0.09889(18) 0.64774(13) 0.35973(12) 0.0217(3) Uani 1 1 d . . . . .
H4 H -0.0125 0.6291 0.3660 0.026 Uiso 1 1 calc R . . . .
C5 C 0.18375(18) 0.74911(12) 0.42757(12) 0.0204(3) Uani 1 1 d . . . . .
H5 H 0.1316 0.8008 0.4810 0.025 Uiso 1 1 calc R . . . .
C6 C 0.34650(18) 0.77425(12) 0.41643(12) 0.0199(3) Uani 1 1 d . . . . .
H6 H 0.4053 0.8432 0.4641 0.024 Uiso 1 1 calc R . . . .
C7 C 0.61794(18) 0.86794(13) 0.27916(12) 0.0203(3) Uani 1 1 d . . . . .
C8 C 0.6644(2) 0.85910(15) 0.17869(15) 0.0324(4) Uani 1 1 d . . . . .
H8 H 0.7065 0.7913 0.1383 0.039 Uiso 1 1 calc R . . . .
C9 C 0.6504(3) 0.94760(16) 0.13647(16) 0.0416(5) Uani 1 1 d . . . . .
H9 H 0.6812 0.9394 0.0672 0.050 Uiso 1 1 calc R . . . .
C10 C 0.5920(2) 1.04756(15) 0.19464(15) 0.0327(4) Uani 1 1 d . . . . .
H10 H 0.5854 1.1088 0.1665 0.039 Uiso 1 1 calc R . . . .
C11 C 0.5431(2) 1.05792(13) 0.29414(13) 0.0257(3) Uani 1 1 d . . . . .
H11 H 0.5016 1.1260 0.3342 0.031 Uiso 1 1 calc R . . . .
C12 C 0.5550(2) 0.96871(13) 0.33516(12) 0.0232(3) Uani 1 1 d . . . . .
H12 H 0.5196 0.9762 0.4030 0.028 Uiso 1 1 calc R . . . .
C13 C 0.73198(18) 0.80704(13) 0.46675(12) 0.0204(3) Uani 1 1 d . . . . .
C14 C 0.73913(19) 0.73404(14) 0.52843(13) 0.0251(3) Uani 1 1 d . . . . .
H14 H 0.6859 0.6586 0.4986 0.030 Uiso 1 1 calc R . . . .
C15 C 0.8228(2) 0.77016(16) 0.63268(14) 0.0306(4) Uani 1 1 d . . . . .
H15 H 0.8260 0.7195 0.6735 0.037 Uiso 1 1 calc R . . . .
C16 C 0.9018(2) 0.87967(16) 0.67746(14) 0.0318(4) Uani 1 1 d . . . . .
H16 H 0.9591 0.9043 0.7487 0.038 Uiso 1 1 calc R . . . .
C17 C 0.8966(2) 0.95300(15) 0.61755(14) 0.0305(4) Uani 1 1 d . . . . .
H17 H 0.9504 1.0282 0.6479 0.037 Uiso 1 1 calc R . . . .
C18 C 0.81282(19) 0.91690(14) 0.51302(13) 0.0249(3) Uani 1 1 d . . . . .
H18 H 0.8106 0.9678 0.4725 0.030 Uiso 1 1 calc R . . . .
C19 C 0.42315(18) 0.50905(12) 0.18442(11) 0.0172(3) Uani 1 1 d . . . . .
C20 C 0.29686(18) 0.41307(12) 0.11142(11) 0.0176(3) Uani 1 1 d . . . . .
C21 C 0.19493(18) 0.43082(12) 0.02800(11) 0.0190(3) Uani 1 1 d . . . . .
H21 H 0.2128 0.5002 0.0133 0.023 Uiso 1 1 calc R . . . .
C22 C 0.06830(19) 0.35054(13) -0.03416(12) 0.0210(3) Uani 1 1 d . . . . .
H22 H 0.0026 0.3654 -0.0911 0.025 Uiso 1 1 calc R . . . .
C23 C 0.03554(19) 0.24752(12) -0.01437(12) 0.0201(3) Uani 1 1 d . . . . .
C24 C 0.14016(19) 0.22882(12) 0.06881(12) 0.0211(3) Uani 1 1 d . . . . .
H24 H 0.1226 0.1596 0.0840 0.025 Uiso 1 1 calc R . . . .
C25 C 0.26813(18) 0.30900(12) 0.12897(12) 0.0198(3) Uani 1 1 d . . . . .
H25 H 0.3380 0.2929 0.1834 0.024 Uiso 1 1 calc R . . . .
C26 C 0.55662(18) 0.45924(12) 0.24138(12) 0.0185(3) Uani 1 1 d . . . . .
C27 C 0.54115(19) 0.44674(13) 0.34128(12) 0.0222(3) Uani 1 1 d . . . . .
H27 H 0.4502 0.4742 0.3769 0.027 Uiso 1 1 calc R . . . .
C28 C 0.6564(2) 0.39490(14) 0.38951(13) 0.0277(3) Uani 1 1 d . . . . .
H28 H 0.6434 0.3865 0.4574 0.033 Uiso 1 1 calc R . . . .
C29 C 0.7901(2) 0.35537(14) 0.33902(14) 0.0290(3) Uani 1 1 d . . . . .
H29 H 0.8703 0.3212 0.3726 0.035 Uiso 1 1 calc R . . . .
C30 C 0.8062(2) 0.36591(14) 0.23900(15) 0.0287(3) Uani 1 1 d . . . . .
H30 H 0.8970 0.3378 0.2035 0.034 Uiso 1 1 calc R . . . .
C31 C 0.6903(2) 0.41725(13) 0.19048(13) 0.0252(3) Uani 1 1 d . . . . .
H31 H 0.7024 0.4238 0.1218 0.030 Uiso 1 1 calc R . . . .
C32 C -0.1767(3) 0.09836(18) -0.02330(17) 0.0437(5) Uani 1 1 d . . . . .
H32A H -0.0971 0.0671 0.0177 0.066 Uiso 1 1 calc GR . . . .
H32B H -0.2481 0.0357 -0.0775 0.066 Uiso 1 1 calc GR . . . .
H32C H -0.2436 0.1472 0.0259 0.066 Uiso 1 1 calc GR . . . .
C33 C -0.1996(2) 0.19507(16) -0.15503(15) 0.0344(4) Uani 1 1 d . . . . .
H33A H -0.2613 0.2573 -0.1174 0.052 Uiso 1 1 calc GR . . . .
H33B H -0.2765 0.1285 -0.1973 0.052 Uiso 1 1 calc GR . . . .
H33C H -0.1351 0.2196 -0.2034 0.052 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P1 C1 1.8543(15) . ?
P1 C7 1.8347(16) . ?
P1 C13 1.8348(15) . ?
O1 H1 0.8400 . ?
O1 C19 1.4366(17) . ?
N1 C23 1.3917(19) . ?
N1 C32 1.450(2) . ?
N1 C33 1.453(2) . ?
C1 C2 1.4106(19) . ?
C1 C6 1.4005(19) . ?
C2 C3 1.397(2) . ?
C2 C19 1.5467(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(2) . ?
C7 C12 1.398(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.399(2) . ?
C13 C18 1.396(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.526(2) . ?
C19 C26 1.534(2) . ?
C20 C21 1.393(2) . ?
C20 C25 1.397(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.403(2) . ?
C23 C24 1.407(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.384(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.394(2) . ?
C26 C31 1.393(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.382(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.387(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.388(2) . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

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 P1 C1 102.02(6) . . ?
C7 P1 C13 103.96(7) . . ?
C13 P1 C1 101.50(7) . . ?
C19 O1 H1 109.5 . . ?
C23 N1 C32 117.81(13) . . ?
C23 N1 C33 117.28(13) . . ?
C32 N1 C33 112.05(15) . . ?
C2 C1 P1 121.86(10) . . ?
C6 C1 P1 119.56(11) . . ?
C6 C1 C2 118.58(13) . . ?
C1 C2 C19 122.04(12) . . ?
C3 C2 C1 118.36(13) . . ?
C3 C2 C19 119.53(12) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.14(14) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.60(14) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 118.97(13) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 H6 118.8 . . ?
C5 C6 C1 122.32(13) . . ?
C5 C6 H6 118.8 . . ?
C8 C7 P1 116.56(12) . . ?
C8 C7 C12 117.42(14) . . ?
C12 C7 P1 126.01(12) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.17(16) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.32(16) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.60(16) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.83(15) . . ?
C12 C11 H11 120.1 . . ?
C7 C12 H12 119.2 . . ?
C11 C12 C7 121.63(14) . . ?
C11 C12 H12 119.2 . . ?
C14 C13 P1 116.90(12) . . ?
C18 C13 P1 124.64(12) . . ?
C18 C13 C14 117.87(14) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.00(16) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.33(16) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.52(16) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.22(17) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 121.06(16) . . ?
C17 C18 H18 119.5 . . ?
O1 C19 C2 107.92(11) . . ?
O1 C19 C20 106.82(11) . . ?
O1 C19 C26 111.35(12) . . ?
C20 C19 C2 111.01(11) . . ?
C20 C19 C26 109.67(11) . . ?
C26 C19 C2 110.03(11) . . ?
C21 C20 C19 119.80(12) . . ?
C21 C20 C25 117.03(13) . . ?
C25 C20 C19 122.97(13) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 C20 122.12(13) . . ?
C22 C21 H21 118.9 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.00(13) . . ?
C23 C22 H22 119.5 . . ?
N1 C23 C22 122.00(13) . . ?
N1 C23 C24 121.09(13) . . ?
C22 C23 C24 116.86(13) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.46(14) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 119.3 . . ?
C24 C25 C20 121.48(13) . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C19 121.08(13) . . ?
C31 C26 C19 120.50(13) . . ?
C31 C26 C27 118.23(14) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.10(14) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.09(15) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.51(15) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.36(15) . . ?
C31 C30 H30 119.8 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.68(15) . . ?
C30 C31 H31 119.7 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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
P1 C1 C2 C3 -178.60(10) . . . . ?
P1 C1 C2 C19 4.58(18) . . . . ?
P1 C1 C6 C5 177.64(11) . . . . ?
P1 C7 C8 C9 179.61(16) . . . . ?
P1 C7 C12 C11 179.51(12) . . . . ?
P1 C13 C14 C15 172.14(12) . . . . ?
P1 C13 C18 C17 -171.46(13) . . . . ?
O1 C19 C20 C21 -39.48(17) . . . . ?
O1 C19 C20 C25 145.76(13) . . . . ?
O1 C19 C26 C27 151.62(13) . . . . ?
O1 C19 C26 C31 -33.35(18) . . . . ?
N1 C23 C24 C25 178.08(14) . . . . ?
C1 P1 C7 C8 -118.58(13) . . . . ?
C1 P1 C7 C12 60.23(15) . . . . ?
C1 P1 C13 C14 63.96(13) . . . . ?
C1 P1 C13 C18 -125.07(13) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
C1 C2 C19 O1 -55.53(16) . . . . ?
C1 C2 C19 C20 -172.27(12) . . . . ?
C1 C2 C19 C26 66.15(16) . . . . ?
C2 C1 C6 C5 -1.8(2) . . . . ?
C2 C3 C4 C5 -1.1(2) . . . . ?
C2 C19 C20 C21 77.93(16) . . . . ?
C2 C19 C20 C25 -96.83(15) . . . . ?
C2 C19 C26 C27 32.01(18) . . . . ?
C2 C19 C26 C31 -152.97(14) . . . . ?
C3 C2 C19 O1 127.69(13) . . . . ?
C3 C2 C19 C20 10.95(17) . . . . ?
C3 C2 C19 C26 -110.63(14) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
C4 C5 C6 C1 1.3(2) . . . . ?
C6 C1 C2 C3 0.8(2) . . . . ?
C6 C1 C2 C19 -176.01(12) . . . . ?
C7 P1 C1 C2 112.88(12) . . . . ?
C7 P1 C1 C6 -66.53(12) . . . . ?
C7 P1 C13 C14 169.60(11) . . . . ?
C7 P1 C13 C18 -19.43(15) . . . . ?
C7 C8 C9 C10 1.0(3) . . . . ?
C8 C7 C12 C11 -1.7(2) . . . . ?
C8 C9 C10 C11 -1.8(3) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C10 C11 C12 C7 1.0(3) . . . . ?
C12 C7 C8 C9 0.7(3) . . . . ?
C13 P1 C1 C2 -139.96(12) . . . . ?
C13 P1 C1 C6 40.64(13) . . . . ?
C13 P1 C7 C8 136.17(13) . . . . ?
C13 P1 C7 C12 -45.02(15) . . . . ?
C13 C14 C15 C16 -0.3(2) . . . . ?
C14 C13 C18 C17 -0.6(2) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C16 C17 C18 -0.1(3) . . . . ?
C16 C17 C18 C13 0.3(3) . . . . ?
C18 C13 C14 C15 0.5(2) . . . . ?
C19 C2 C3 C4 177.52(13) . . . . ?
C19 C20 C21 C22 -173.89(13) . . . . ?
C19 C20 C25 C24 172.53(13) . . . . ?
C19 C26 C27 C28 175.74(14) . . . . ?
C19 C26 C31 C30 -176.12(14) . . . . ?
C20 C19 C26 C27 -90.37(16) . . . . ?
C20 C19 C26 C31 84.66(16) . . . . ?
C20 C21 C22 C23 1.0(2) . . . . ?
C21 C20 C25 C24 -2.4(2) . . . . ?
C21 C22 C23 N1 -179.24(14) . . . . ?
C21 C22 C23 C24 -1.9(2) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C23 C24 C25 C20 1.5(2) . . . . ?
C25 C20 C21 C22 1.2(2) . . . . ?
C26 C19 C20 C21 -160.28(13) . . . . ?
C26 C19 C20 C25 24.96(18) . . . . ?
C26 C27 C28 C29 0.5(3) . . . . ?
C27 C26 C31 C30 -1.0(2) . . . . ?
C27 C28 C29 C30 -1.3(3) . . . . ?
C28 C29 C30 C31 0.9(3) . . . . ?
C29 C30 C31 C26 0.2(3) . . . . ?
C31 C26 C27 C28 0.6(2) . . . . ?
C32 N1 C23 C22 -145.93(17) . . . . ?
C32 N1 C23 C24 36.8(2) . . . . ?
C33 N1 C23 C22 -7.4(2) . . . . ?
C33 N1 C23 C24 175.39(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli53a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2039031'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         
'O2.53 S0.61, C0.63 F1.04 O0.47 S0.39, C31 H22 O P, 1.96(F), 0.37(C)'
_chemical_formula_sum            'C32 H22 F3 O4 P S'
_chemical_formula_weight         590.52
_chemical_melting_point          ?
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.4114(4)
_cell_length_b                   15.7070(7)
_cell_length_c                   22.5898(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.536(2)
_cell_angle_gamma                90
_cell_volume                     2627.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      70.14
_cell_measurement_theta_min      3.43
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.200
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1127 before and 0.0702 after correction. The Ratio of minimum to maximum transmission is 0.7353. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.046
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34873
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.067
_diffrn_reflns_theta_min         3.428
_diffrn_ambient_temperature      109.98
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4520
_reflns_number_total             4965
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.770
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         4965
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0821
_refine_ls_restrained_S_all      1.042
_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)+(0.1339P)²+5.3550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2302
_refine_ls_wR_factor_ref         0.2373
_refine_special_details          'Anion disorder'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Sof(S1A)=1-FVAR(1)
 Sof(S1)=FVAR(1)
 Sof(F2)=1-FVAR(2)
 Sof(F2A)=FVAR(2)
 Sof(O3A)=1-FVAR(3)
 Sof(O3)=FVAR(3)
 Sof(F1)=1-FVAR(4)
 Sof(F1A)=FVAR(4)
 Sof(C32A)=1-FVAR(5)
 Sof(C32)=FVAR(5)
 Sof(F3A)=1-FVAR(6)
 Sof(F3)=FVAR(6)
3.a Ternary CH refined with riding coordinates:
 C19(H19)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24),
  C28(H28), C29(H29), C30(H30), C31(H31)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.2580(2) 0.63198(11) 0.86521(14) 0.0416(8) Uani 0.612(7) 1 d . . P A 1
O1 O 0.1516(7) 0.5684(3) 0.83898(19) 0.1033(17) Uani 1 1 d . . . A 1
O2 O 0.1974(6) 0.7200(3) 0.85014(18) 0.0794(11) Uani 1 1 d . . . A 1
O3 O 0.2911(9) 0.6288(5) 0.9276(3) 0.0441(17) Uani 0.533(12) 1 d . . P A 1
S1A S 0.2452(3) 0.64907(17) 0.82899(19) 0.0374(11) Uani 0.388(7) 1 d . . P A 2
F2 F 0.507(7) 0.537(2) 0.8531(6) 0.128(8) Uani 0.62(7) 1 d . . P A 2
F3A F 0.582(2) 0.660(3) 0.8622(15) 0.187(12) Uani 0.41(4) 1 d . . P A 2
O3A O 0.3164(10) 0.6576(5) 0.7711(3) 0.058(3) Uani 0.467(12) 1 d . . P A 2
C32 C 0.4915(15) 0.6322(6) 0.8399(5) 0.067(4) Uani 0.63(3) 1 d . . P A 2
P1 P 0.52726(11) 0.73389(5) 0.58139(4) 0.0321(3) Uani 1 1 d . . . . .
O0AA O 0.2214(4) 0.44309(17) 0.55610(13) 0.0482(7) Uani 1 1 d . . . . .
C1 C 0.6635(5) 0.6713(2) 0.63198(16) 0.0351(7) Uani 1 1 d . . . . .
C2 C 0.5944(5) 0.5922(2) 0.64955(15) 0.0354(7) Uani 1 1 d . . . . .
C3 C 0.7075(6) 0.5414(3) 0.6852(2) 0.0496(10) Uani 1 1 d . . . . .
H3 H 0.6668 0.4869 0.6970 0.060 Uiso 1 1 calc R . . . .
C4 C 0.8791(6) 0.5687(3) 0.7039(2) 0.0619(13) Uani 1 1 d . . . . .
H4 H 0.9546 0.5323 0.7277 0.074 Uiso 1 1 calc R . . . .
C5 C 0.9413(6) 0.6482(3) 0.6883(2) 0.0570(11) Uani 1 1 d . . . . .
H5 H 1.0560 0.6677 0.7031 0.068 Uiso 1 1 calc R . . . .
C6 C 0.8344(5) 0.6993(3) 0.65094(18) 0.0434(8) Uani 1 1 d . . . . .
H6 H 0.885(6) 0.749(3) 0.6381(19) 0.044(11) Uiso 1 1 d . . . . .
C7 C 0.6645(5) 0.8009(2) 0.53800(16) 0.0368(8) Uani 1 1 d . . . . .
C8 C 0.6452(5) 0.8894(2) 0.5391(2) 0.0459(9) Uani 1 1 d . . . . .
H8 H 0.5612 0.9155 0.5640 0.055 Uiso 1 1 calc R . . . .
C9 C 0.7518(6) 0.9383(3) 0.5031(2) 0.0558(11) Uani 1 1 d . . . . .
H9 H 0.7378 0.9985 0.5023 0.067 Uiso 1 1 calc R . . . .
C10 C 0.8773(6) 0.9003(3) 0.4685(2) 0.0543(11) Uani 1 1 d . . . . .
H10 H 0.9491 0.9345 0.4441 0.065 Uiso 1 1 calc R . . . .
C11 C 0.9002(6) 0.8127(3) 0.46892(19) 0.0516(10) Uani 1 1 d . . . . .
H11 H 0.9893 0.7871 0.4457 0.062 Uiso 1 1 calc R . . . .
C12 C 0.7921(6) 0.7626(2) 0.50353(18) 0.0445(9) Uani 1 1 d . . . . .
H12 H 0.8054 0.7025 0.5036 0.053 Uiso 1 1 calc R . . . .
C13 C 0.3671(5) 0.7961(2) 0.61992(16) 0.0355(7) Uani 1 1 d . . . . .
C14 C 0.3716(5) 0.7978(2) 0.68111(17) 0.0438(8) Uani 1 1 d . . . . .
H14 H 0.4599 0.7660 0.7034 0.053 Uiso 1 1 calc R . . . .
C15 C 0.2448(6) 0.8470(3) 0.7098(2) 0.0569(11) Uani 1 1 d . . . . .
H15 H 0.2437 0.8474 0.7518 0.068 Uiso 1 1 calc R . . . .
C16 C 0.1212(6) 0.8949(3) 0.6766(2) 0.0600(12) Uani 1 1 d . . . . .
H16 H 0.0385 0.9304 0.6961 0.072 Uiso 1 1 calc R . . . .
C17 C 0.1165(5) 0.8918(2) 0.6156(2) 0.0527(11) Uani 1 1 d . . . . .
H17 H 0.0294 0.9245 0.5935 0.063 Uiso 1 1 calc R . . . .
C18 C 0.2363(5) 0.8421(2) 0.58649(19) 0.0428(8) Uani 1 1 d . . . . .
H18 H 0.2307 0.8389 0.5445 0.051 Uiso 1 1 calc R . . . .
C19 C 0.3979(5) 0.5711(2) 0.63108(17) 0.0397(8) Uani 1 1 d . . . . .
H19 H 0.3230 0.6156 0.6500 0.048 Uiso 1 1 calc R . . . .
C20 C 0.3618(4) 0.5813(2) 0.56494(16) 0.0341(7) Uani 1 1 d . . . . .
C21 C 0.4117(5) 0.6561(2) 0.53593(16) 0.0344(7) Uani 1 1 d . . . . .
C22 C 0.3745(5) 0.6697(2) 0.47589(16) 0.0385(8) Uani 1 1 d . . . . .
H22 H 0.4091 0.7212 0.4575 0.046 Uiso 1 1 calc R . . . .
C23 C 0.2851(6) 0.6058(3) 0.44329(18) 0.0462(9) Uani 1 1 d . . . . .
H23 H 0.2588 0.6134 0.4021 0.055 Uiso 1 1 calc R . . . .
C24 C 0.2350(5) 0.5318(2) 0.47064(19) 0.0452(9) Uani 1 1 d . . . . .
H24 H 0.1735 0.4888 0.4482 0.054 Uiso 1 1 calc R . . . .
C25 C 0.2732(5) 0.5193(2) 0.53078(17) 0.0369(8) Uani 1 1 d . . . . .
C26 C 0.3301(5) 0.4866(2) 0.65330(16) 0.0369(8) Uani 1 1 d . . . . .
C27 C 0.2416(5) 0.4310(2) 0.61707(18) 0.0438(8) Uani 1 1 d . . . . .
C28 C 0.1589(7) 0.3581(3) 0.6394(2) 0.0561(11) Uani 1 1 d . . . . .
H28 H 0.0899 0.3223 0.6132 0.067 Uiso 1 1 calc R . . . .
C29 C 0.1756(6) 0.3383(3) 0.6968(2) 0.0564(11) Uani 1 1 d . . . . .
H29 H 0.1309 0.2857 0.7107 0.068 Uiso 1 1 calc R . . . .
C30 C 0.2601(6) 0.3963(3) 0.7365(2) 0.0494(9) Uani 1 1 d . . . . .
H30 H 0.2652 0.3848 0.7778 0.059 Uiso 1 1 calc R . . . .
C31 C 0.3357(5) 0.4697(3) 0.71527(19) 0.0481(9) Uani 1 1 d . . . . .
H31 H 0.3917 0.5093 0.7421 0.058 Uiso 1 1 calc R . . . .
F1A F 0.4892(9) 0.6499(4) 0.7817(2) 0.067(3) Uani 0.476(11) 1 d . . P B 1
F3 F 0.5873(12) 0.6917(7) 0.8684(3) 0.076(3) Uani 0.59(4) 1 d . . P A 1
F1 F 0.385(2) 0.6066(6) 0.9305(4) 0.115(4) Uani 0.524(11) 1 d . . P B 2
F2A F 0.5708(15) 0.5630(13) 0.8487(7) 0.059(6) Uani 0.38(7) 1 d . . P A 1
C32A C 0.430(3) 0.6117(10) 0.8752(6) 0.073(7) Uani 0.37(3) 1 d . . P A 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 1.389(4) . ?
S1 O2 1.489(4) . ?
S1 O3 1.420(8) . ?
S1A O3A 1.439(8) . ?
S1A C32 1.850(11) . ?
F2 C32 1.52(3) . ?
F3A C32 0.93(3) . ?
P1 C1 1.786(4) . ?
P1 C7 1.786(4) . ?
P1 C13 1.792(4) . ?
P1 C21 1.789(3) . ?
O0AA C25 1.388(4) . ?
O0AA C27 1.392(5) . ?
C1 C2 1.408(5) . ?
C1 C6 1.390(5) . ?
C2 C3 1.388(5) . ?
C2 C19 1.533(5) . ?
C3 C4 1.391(6) . ?
C4 C5 1.382(7) . ?
C5 C6 1.387(6) . ?
C7 C8 1.398(5) . ?
C7 C12 1.388(6) . ?
C8 C9 1.391(6) . ?
C9 C10 1.377(7) . ?
C10 C11 1.387(6) . ?
C11 C12 1.388(6) . ?
C13 C14 1.382(5) . ?
C13 C18 1.403(5) . ?
C14 C15 1.398(6) . ?
C15 C16 1.381(7) . ?
C16 C17 1.378(7) . ?
C17 C18 1.372(6) . ?
C19 C20 1.515(5) . ?
C19 C26 1.513(5) . ?
C20 C21 1.403(5) . ?
C20 C25 1.389(5) . ?
C21 C22 1.389(5) . ?
C22 C23 1.396(5) . ?
C23 C24 1.374(6) . ?
C24 C25 1.389(6) . ?
C26 C27 1.347(5) . ?
C26 C31 1.423(6) . ?
C27 C28 1.403(6) . ?
C28 C29 1.333(7) . ?
C29 C30 1.405(6) . ?
C30 C31 1.378(6) . ?

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
O1 S1 O2 114.2(4) . . ?
O1 S1 O3 117.9(4) . . ?
O3 S1 O2 107.2(3) . . ?
O3A S1A C32 74.7(5) . . ?
F2 C32 S1A 104(2) . . ?
F3A C32 S1A 133(2) . . ?
F3A C32 F2 108(3) . . ?
C1 P1 C7 110.84(17) . . ?
C1 P1 C13 110.93(17) . . ?
C1 P1 C21 103.55(16) . . ?
C7 P1 C13 110.54(17) . . ?
C7 P1 C21 110.90(17) . . ?
C21 P1 C13 109.89(16) . . ?
C25 O0AA C27 120.3(3) . . ?
C2 C1 P1 117.6(3) . . ?
C6 C1 P1 120.4(3) . . ?
C6 C1 C2 122.0(3) . . ?
C1 C2 C19 117.8(3) . . ?
C3 C2 C1 116.9(3) . . ?
C3 C2 C19 125.1(3) . . ?
C2 C3 C4 121.3(4) . . ?
C5 C4 C3 120.8(4) . . ?
C4 C5 C6 119.3(4) . . ?
C5 C6 C1 119.6(4) . . ?
C8 C7 P1 121.0(3) . . ?
C12 C7 P1 118.1(3) . . ?
C12 C7 C8 120.9(3) . . ?
C9 C8 C7 118.5(4) . . ?
C10 C9 C8 120.5(4) . . ?
C9 C10 C11 120.8(4) . . ?
C10 C11 C12 119.5(4) . . ?
C11 C12 C7 119.7(4) . . ?
C14 C13 P1 120.6(3) . . ?
C14 C13 C18 120.9(3) . . ?
C18 C13 P1 118.5(3) . . ?
C13 C14 C15 119.2(4) . . ?
C16 C15 C14 119.5(4) . . ?
C17 C16 C15 120.7(4) . . ?
C18 C17 C16 120.8(4) . . ?
C17 C18 C13 118.8(4) . . ?
C20 C19 C2 111.7(3) . . ?
C26 C19 C2 115.1(3) . . ?
C26 C19 C20 111.9(3) . . ?
C21 C20 C19 120.7(3) . . ?
C25 C20 C19 122.2(3) . . ?
C25 C20 C21 117.1(3) . . ?
C20 C21 P1 115.7(3) . . ?
C22 C21 P1 121.7(3) . . ?
C22 C21 C20 122.7(3) . . ?
C21 C22 C23 118.3(3) . . ?
C24 C23 C22 120.2(4) . . ?
C23 C24 C25 120.8(3) . . ?
O0AA C25 C20 120.5(3) . . ?
O0AA C25 C24 118.5(3) . . ?
C20 C25 C24 121.0(3) . . ?
C27 C26 C19 121.8(3) . . ?
C27 C26 C31 118.0(3) . . ?
C31 C26 C19 119.6(3) . . ?
O0AA C27 C28 115.9(4) . . ?
C26 C27 O0AA 122.8(3) . . ?
C26 C27 C28 121.2(4) . . ?
C29 C28 C27 121.1(4) . . ?
C28 C29 C30 119.2(4) . . ?
C31 C30 C29 119.9(4) . . ?
C30 C31 C26 120.2(4) . . ?

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
O3A S1A C32 F2 -108.9(8) . . . . ?
O3A S1A C32 F3A 120(3) . . . . ?
P1 C1 C2 C3 175.1(3) . . . . ?
P1 C1 C2 C19 -8.4(4) . . . . ?
P1 C1 C6 C5 -177.4(3) . . . . ?
P1 C7 C8 C9 -178.1(3) . . . . ?
P1 C7 C12 C11 179.5(3) . . . . ?
P1 C13 C14 C15 180.0(3) . . . . ?
P1 C13 C18 C17 -178.1(3) . . . . ?
P1 C21 C22 C23 179.5(3) . . . . ?
O0AA C27 C28 C29 177.2(4) . . . . ?
C1 P1 C7 C8 -120.6(3) . . . . ?
C1 P1 C7 C12 58.8(3) . . . . ?
C1 P1 C13 C14 6.1(3) . . . . ?
C1 P1 C13 C18 -173.3(3) . . . . ?
C1 P1 C21 C20 36.1(3) . . . . ?
C1 P1 C21 C22 -143.9(3) . . . . ?
C1 C2 C3 C4 1.7(6) . . . . ?
C1 C2 C19 C20 53.1(4) . . . . ?
C1 C2 C19 C26 -177.8(3) . . . . ?
C2 C1 C6 C5 0.0(6) . . . . ?
C2 C3 C4 C5 1.1(8) . . . . ?
C2 C19 C20 C21 -50.4(4) . . . . ?
C2 C19 C20 C25 131.9(3) . . . . ?
C2 C19 C26 C27 -131.8(4) . . . . ?
C2 C19 C26 C31 57.5(5) . . . . ?
C3 C2 C19 C20 -130.7(4) . . . . ?
C3 C2 C19 C26 -1.6(5) . . . . ?
C3 C4 C5 C6 -3.5(8) . . . . ?
C4 C5 C6 C1 2.9(7) . . . . ?
C6 C1 C2 C3 -2.3(5) . . . . ?
C6 C1 C2 C19 174.2(3) . . . . ?
C7 P1 C1 C2 -152.3(3) . . . . ?
C7 P1 C1 C6 25.2(4) . . . . ?
C7 P1 C13 C14 -117.3(3) . . . . ?
C7 P1 C13 C18 63.3(3) . . . . ?
C7 P1 C21 C20 155.1(3) . . . . ?
C7 P1 C21 C22 -25.0(4) . . . . ?
C7 C8 C9 C10 -2.0(7) . . . . ?
C8 C7 C12 C11 -1.1(6) . . . . ?
C8 C9 C10 C11 -0.1(7) . . . . ?
C9 C10 C11 C12 1.6(7) . . . . ?
C10 C11 C12 C7 -1.0(6) . . . . ?
C12 C7 C8 C9 2.6(6) . . . . ?
C13 P1 C1 C2 84.6(3) . . . . ?
C13 P1 C1 C6 -98.0(3) . . . . ?
C13 P1 C7 C8 2.8(4) . . . . ?
C13 P1 C7 C12 -177.8(3) . . . . ?
C13 P1 C21 C20 -82.4(3) . . . . ?
C13 P1 C21 C22 97.5(3) . . . . ?
C13 C14 C15 C16 -2.0(6) . . . . ?
C14 C13 C18 C17 2.5(5) . . . . ?
C14 C15 C16 C17 2.9(7) . . . . ?
C15 C16 C17 C18 -1.0(6) . . . . ?
C16 C17 C18 C13 -1.7(6) . . . . ?
C18 C13 C14 C15 -0.6(6) . . . . ?
C19 C2 C3 C4 -174.5(4) . . . . ?
C19 C20 C21 P1 2.7(4) . . . . ?
C19 C20 C21 C22 -177.2(3) . . . . ?
C19 C20 C25 O0AA -3.0(5) . . . . ?
C19 C20 C25 C24 177.2(3) . . . . ?
C19 C26 C27 O0AA 6.4(6) . . . . ?
C19 C26 C27 C28 -171.6(4) . . . . ?
C19 C26 C31 C30 174.3(4) . . . . ?
C20 C19 C26 C27 -2.8(5) . . . . ?
C20 C19 C26 C31 -173.5(3) . . . . ?
C20 C21 C22 C23 -0.5(5) . . . . ?
C21 P1 C1 C2 -33.3(3) . . . . ?
C21 P1 C1 C6 144.2(3) . . . . ?
C21 P1 C7 C8 125.0(3) . . . . ?
C21 P1 C7 C12 -55.6(3) . . . . ?
C21 P1 C13 C14 120.0(3) . . . . ?
C21 P1 C13 C18 -59.4(3) . . . . ?
C21 C20 C25 O0AA 179.2(3) . . . . ?
C21 C20 C25 C24 -0.6(5) . . . . ?
C21 C22 C23 C24 0.4(6) . . . . ?
C22 C23 C24 C25 -0.4(6) . . . . ?
C23 C24 C25 O0AA -179.3(4) . . . . ?
C23 C24 C25 C20 0.5(6) . . . . ?
C25 O0AA C27 C26 -8.1(5) . . . . ?
C25 O0AA C27 C28 169.9(4) . . . . ?
C25 C20 C21 P1 -179.5(3) . . . . ?
C25 C20 C21 C22 0.6(5) . . . . ?
C26 C19 C20 C21 178.9(3) . . . . ?
C26 C19 C20 C25 1.2(5) . . . . ?
C26 C27 C28 C29 -4.6(7) . . . . ?
C27 O0AA C25 C20 6.3(5) . . . . ?
C27 O0AA C25 C24 -174.0(3) . . . . ?
C27 C26 C31 C30 3.2(6) . . . . ?
C27 C28 C29 C30 7.2(8) . . . . ?
C28 C29 C30 C31 -4.5(7) . . . . ?
C29 C30 C31 C26 -0.7(6) . . . . ?
C31 C26 C27 O0AA 177.3(3) . . . . ?
C31 C26 C27 C28 -0.7(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli58_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2039030'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        C33H25F3NO3PS
_chemical_formula_moiety         'C F3 O3 S, C32 H25 N P'
_chemical_formula_sum            'C33 H25 F3 N O3 P S'
_chemical_formula_weight         603.57
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   8.0035(7)
_cell_length_b                   27.389(2)
_cell_length_c                   12.6664(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2776.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9961
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1466 before and 0.0969 after correction.
The Ratio of minimum to maximum transmission is 0.7544.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.057
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            63857
_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         27.523
_diffrn_reflns_theta_min         2.651
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                5860
_reflns_number_total             6410
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.06(10)
_refine_ls_extinction_coef       .
_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     381
_refine_ls_number_reflns         6410
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0448
_refine_ls_restrained_S_all      1.096
_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)+(0.0340P)²+1.6470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1003
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.94(10)
 0.06(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00F(H00F), C00G(H00G), C00H(H00H), C00K(H00K),
 C00N(H00N), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U),
 C00V(H00V), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011),
 C012(H012), C014(H014), C015(H015), C016(H016)
3.b Idealised Me refined as rotating group:
 C00W(H00A,H00D,H00E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
S001 S 0.23623(11) 0.63611(3) 0.80710(7) 0.02246(19) Uani 1 1 d . . . . .
P002 P 0.65045(12) 0.63927(3) 0.27747(7) 0.0211(2) Uani 1 1 d . . . . .
F003 F 0.2047(4) 0.54514(9) 0.8679(2) 0.0399(6) Uani 1 1 d . . . . .
F004 F 0.3320(5) 0.59077(11) 0.9779(2) 0.0611(9) Uani 1 1 d . . . . .
O005 O 0.0813(4) 0.64633(10) 0.8592(2) 0.0329(7) Uani 1 1 d . . . . .
O006 O 0.2213(4) 0.61927(11) 0.7003(2) 0.0385(8) Uani 1 1 d . . . . .
N007 N 0.6641(4) 0.67382(11) 0.6850(2) 0.0188(6) Uani 1 1 d . . . . .
O008 O 0.3639(4) 0.67152(12) 0.8241(3) 0.0414(8) Uani 1 1 d . . . . .
F009 F 0.4555(4) 0.56637(13) 0.8356(3) 0.0683(10) Uani 1 1 d . . . . .
C00A C 0.3866(5) 0.62137(12) 0.4184(3) 0.0187(7) Uani 1 1 d . . . . .
C00B C 0.1162(5) 0.59009(13) 0.3708(3) 0.0227(8) Uani 1 1 d . . . . .
H00B H 0.0053 0.5816 0.3902 0.027 Uiso 1 1 calc R . . . .
C00C C 0.4213(5) 0.72564(13) 0.4635(3) 0.0222(7) Uani 1 1 d . . . . .
H00C H 0.3604 0.7152 0.4032 0.027 Uiso 1 1 calc R . . . .
C00D C 0.4396(4) 0.61746(12) 0.3131(3) 0.0198(7) Uani 1 1 d . . . . .
C00E C 0.4994(4) 0.69037(13) 0.5290(3) 0.0186(7) Uani 1 1 d . . . . .
C00F C 0.6960(5) 0.54358(14) 0.2030(3) 0.0265(8) Uani 1 1 d . . . . .
H00F H 0.6380 0.5339 0.2650 0.032 Uiso 1 1 calc R . . . .
C00G C 0.1675(4) 0.58516(13) 0.2666(3) 0.0227(7) Uani 1 1 d . . . . .
H00G H 0.0928 0.5728 0.2149 0.027 Uiso 1 1 calc R . . . .
C00H C 0.4319(5) 0.77424(14) 0.4853(3) 0.0251(8) Uani 1 1 d . . . . .
H00H H 0.3824 0.7975 0.4393 0.030 Uiso 1 1 calc R . . . .
C00I C 0.5925(4) 0.60834(13) 0.5654(3) 0.0195(7) Uani 1 1 d . . . . .
C00J C 0.7157(5) 0.59324(13) 0.1807(3) 0.0220(7) Uani 1 1 d . . . . .
C00K C 0.2259(5) 0.60728(13) 0.4461(3) 0.0226(8) Uani 1 1 d . . . . .
H00K H 0.1911 0.6095 0.5177 0.027 Uiso 1 1 calc R . . . .
C00L C 0.6039(5) 0.69238(13) 0.1944(3) 0.0226(7) Uani 1 1 d . . . . .
C00M C 0.6814(4) 0.62584(13) 0.6550(3) 0.0200(7) Uani 1 1 d . . . . .
C00N C 0.5168(5) 0.78969(13) 0.5764(3) 0.0241(8) Uani 1 1 d . . . . .
H00N H 0.5236 0.8236 0.5913 0.029 Uiso 1 1 calc R . . . .
C00O C 0.4960(4) 0.64031(13) 0.5048(3) 0.0188(7) Uani 1 1 d . . . . .
C00P C 0.6484(5) 0.73769(14) 0.2348(3) 0.0288(8) Uani 1 1 d . . . . .
H00P H 0.6969 0.7398 0.3031 0.035 Uiso 1 1 calc R . . . .
C00Q C 0.5857(4) 0.70670(13) 0.6213(3) 0.0193(7) Uani 1 1 d . . . . .
C00R C 0.8687(5) 0.57144(14) 0.0240(3) 0.0276(8) Uani 1 1 d . . . . .
H00R H 0.9286 0.5811 -0.0373 0.033 Uiso 1 1 calc R . . . .
C00S C 0.5900(5) 0.75737(13) 0.6443(3) 0.0237(8) Uani 1 1 d . . . . .
H00S H 0.6434 0.7688 0.7065 0.028 Uiso 1 1 calc R . . . .
C00T C 0.8037(5) 0.60645(14) 0.0912(3) 0.0249(8) Uani 1 1 d . . . . .
H00T H 0.8197 0.6401 0.0756 0.030 Uiso 1 1 calc R . . . .
C00U C 0.3277(5) 0.59834(13) 0.2390(3) 0.0227(8) Uani 1 1 d . . . . .
H00U H 0.3631 0.5943 0.1679 0.027 Uiso 1 1 calc R . . . .
C00V C 0.5292(5) 0.69066(13) 0.0953(3) 0.0260(8) Uani 1 1 d . . . . .
H00V H 0.4945 0.6601 0.0674 0.031 Uiso 1 1 calc R . . . .
C00W C 0.7289(5) 0.68944(14) 0.7885(3) 0.0242(8) Uani 1 1 d . . . . .
H00A H 0.7259 0.6618 0.8377 0.036 Uiso 1 1 calc GR . . . .
H00D H 0.6595 0.7160 0.8160 0.036 Uiso 1 1 calc GR . . . .
H00E H 0.8443 0.7008 0.7806 0.036 Uiso 1 1 calc GR . . . .
C00X C 0.6067(5) 0.55775(13) 0.5399(3) 0.0238(8) Uani 1 1 d . . . . .
H00X H 0.5443 0.5448 0.4826 0.029 Uiso 1 1 calc R . . . .
C00Y C 0.7872(5) 0.59419(14) 0.7117(3) 0.0249(8) Uani 1 1 d . . . . .
H00Y H 0.8488 0.6060 0.7706 0.030 Uiso 1 1 calc R . . . .
C00Z C 0.7078(5) 0.52792(14) 0.5964(3) 0.0308(9) Uani 1 1 d . . . . .
H00Z H 0.7160 0.4943 0.5784 0.037 Uiso 1 1 calc R . . . .
C010 C 0.8009(5) 0.54649(15) 0.6817(3) 0.0316(9) Uani 1 1 d . . . . .
H010 H 0.8746 0.5255 0.7190 0.038 Uiso 1 1 calc R . . . .
C011 C 0.5046(5) 0.73282(15) 0.0366(3) 0.0317(9) Uani 1 1 d . . . . .
H011 H 0.4541 0.7311 -0.0312 0.038 Uiso 1 1 calc R . . . .
C012 C 0.5543(5) 0.77734(15) 0.0777(4) 0.0337(10) Uani 1 1 d . . . . .
H012 H 0.5409 0.8063 0.0372 0.040 Uiso 1 1 calc R . . . .
C013 C 0.3123(6) 0.58236(17) 0.8757(3) 0.0335(9) Uani 1 1 d . . . . .
C014 C 0.8465(5) 0.52222(15) 0.0462(3) 0.0306(9) Uani 1 1 d . . . . .
H014 H 0.8907 0.4982 0.0000 0.037 Uiso 1 1 calc R . . . .
C015 C 0.6228(6) 0.77984(15) 0.1769(4) 0.0364(10) Uani 1 1 d . . . . .
H015 H 0.6528 0.8106 0.2059 0.044 Uiso 1 1 calc R . . . .
C016 C 0.7599(6) 0.50828(15) 0.1358(3) 0.0320(9) Uani 1 1 d . . . . .
H016 H 0.7443 0.4746 0.1513 0.038 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S001 O005 1.432(3) . ?
S001 O006 1.434(3) . ?
S001 O008 1.425(3) . ?
S001 C013 1.815(4) . ?
P002 C00D 1.846(4) . ?
P002 C00J 1.834(4) . ?
P002 C00L 1.834(4) . ?
F003 C013 1.338(5) . ?
F004 C013 1.324(5) . ?
N007 C00M 1.375(5) . ?
N007 C00Q 1.362(5) . ?
N007 C00W 1.473(4) . ?
F009 C013 1.328(5) . ?
C00A C00D 1.404(5) . ?
C00A C00K 1.388(5) . ?
C00A C00O 1.494(5) . ?
C00B H00B 0.9500 . ?
C00B C00G 1.388(5) . ?
C00B C00K 1.379(5) . ?
C00C H00C 0.9500 . ?
C00C C00E 1.418(5) . ?
C00C C00H 1.362(5) . ?
C00D C00U 1.399(5) . ?
C00E C00O 1.405(5) . ?
C00E C00Q 1.430(5) . ?
C00F H00F 0.9500 . ?
C00F C00J 1.398(5) . ?
C00F C016 1.386(6) . ?
C00G H00G 0.9500 . ?
C00G C00U 1.377(5) . ?
C00H H00H 0.9500 . ?
C00H C00N 1.405(6) . ?
C00I C00M 1.423(5) . ?
C00I C00O 1.397(5) . ?
C00I C00X 1.427(5) . ?
C00J C00T 1.382(5) . ?
C00K H00K 0.9500 . ?
C00L C00P 1.389(5) . ?
C00L C00V 1.391(5) . ?
C00M C00Y 1.409(5) . ?
C00N H00N 0.9500 . ?
C00N C00S 1.366(5) . ?
C00P H00P 0.9500 . ?
C00P C015 1.383(6) . ?
C00Q C00S 1.418(5) . ?
C00R H00R 0.9500 . ?
C00R C00T 1.384(5) . ?
C00R C014 1.389(6) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00V C011 1.387(5) . ?
C00W H00A 0.9800 . ?
C00W H00D 0.9800 . ?
C00W H00E 0.9800 . ?
C00X H00X 0.9500 . ?
C00X C00Z 1.354(5) . ?
C00Y H00Y 0.9500 . ?
C00Y C010 1.365(5) . ?
C00Z H00Z 0.9500 . ?
C00Z C010 1.408(6) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C011 C012 1.385(6) . ?
C012 H012 0.9500 . ?
C012 C015 1.372(7) . ?
C014 H014 0.9500 . ?
C014 C016 1.384(6) . ?
C015 H015 0.9500 . ?
C016 H016 0.9500 . ?

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
O005 S001 O006 115.1(2) . . ?
O005 S001 C013 103.23(19) . . ?
O006 S001 C013 102.63(19) . . ?
O008 S001 O005 114.74(19) . . ?
O008 S001 O006 114.9(2) . . ?
O008 S001 C013 103.8(2) . . ?
C00J P002 C00D 101.60(16) . . ?
C00L P002 C00D 102.19(16) . . ?
C00L P002 C00J 102.68(17) . . ?
C00M N007 C00W 119.2(3) . . ?
C00Q N007 C00M 121.0(3) . . ?
C00Q N007 C00W 119.8(3) . . ?
C00D C00A C00O 123.0(3) . . ?
C00K C00A C00D 120.0(3) . . ?
C00K C00A C00O 117.0(3) . . ?
C00G C00B H00B 119.9 . . ?
C00K C00B H00B 119.9 . . ?
C00K C00B C00G 120.2(3) . . ?
C00E C00C H00C 119.3 . . ?
C00H C00C H00C 119.3 . . ?
C00H C00C C00E 121.3(4) . . ?
C00A C00D P002 118.9(3) . . ?
C00U C00D P002 122.9(3) . . ?
C00U C00D C00A 118.2(3) . . ?
C00C C00E C00Q 118.6(3) . . ?
C00O C00E C00C 121.9(3) . . ?
C00O C00E C00Q 119.5(3) . . ?
C00J C00F H00F 119.6 . . ?
C016 C00F H00F 119.6 . . ?
C016 C00F C00J 120.9(4) . . ?
C00B C00G H00G 120.3 . . ?
C00U C00G C00B 119.4(3) . . ?
C00U C00G H00G 120.3 . . ?
C00C C00H H00H 120.3 . . ?
C00C C00H C00N 119.4(3) . . ?
C00N C00H H00H 120.3 . . ?
C00M C00I C00X 117.9(3) . . ?
C00O C00I C00M 120.2(3) . . ?
C00O C00I C00X 121.9(3) . . ?
C00F C00J P002 120.1(3) . . ?
C00T C00J P002 120.9(3) . . ?
C00T C00J C00F 118.5(3) . . ?
C00A C00K H00K 119.7 . . ?
C00B C00K C00A 120.6(3) . . ?
C00B C00K H00K 119.7 . . ?
C00P C00L P002 116.4(3) . . ?
C00P C00L C00V 118.2(4) . . ?
C00V C00L P002 125.3(3) . . ?
N007 C00M C00I 119.5(3) . . ?
N007 C00M C00Y 120.5(3) . . ?
C00Y C00M C00I 120.0(3) . . ?
C00H C00N H00N 119.0 . . ?
C00S C00N C00H 121.9(3) . . ?
C00S C00N H00N 119.0 . . ?
C00E C00O C00A 120.7(3) . . ?
C00I C00O C00A 120.6(3) . . ?
C00I C00O C00E 118.7(3) . . ?
C00L C00P H00P 119.6 . . ?
C015 C00P C00L 120.8(4) . . ?
C015 C00P H00P 119.6 . . ?
N007 C00Q C00E 120.0(3) . . ?
N007 C00Q C00S 121.0(3) . . ?
C00S C00Q C00E 119.0(3) . . ?
C00T C00R H00R 120.0 . . ?
C00T C00R C014 120.0(4) . . ?
C014 C00R H00R 120.0 . . ?
C00N C00S C00Q 119.7(4) . . ?
C00N C00S H00S 120.2 . . ?
C00Q C00S H00S 120.2 . . ?
C00J C00T C00R 121.0(3) . . ?
C00J C00T H00T 119.5 . . ?
C00R C00T H00T 119.5 . . ?
C00D C00U H00U 119.2 . . ?
C00G C00U C00D 121.6(3) . . ?
C00G C00U H00U 119.2 . . ?
C00L C00V H00V 119.5 . . ?
C011 C00V C00L 121.1(4) . . ?
C011 C00V H00V 119.5 . . ?
N007 C00W H00A 109.5 . . ?
N007 C00W H00D 109.5 . . ?
N007 C00W H00E 109.5 . . ?
H00A C00W H00D 109.5 . . ?
H00A C00W H00E 109.5 . . ?
H00D C00W H00E 109.5 . . ?
C00I C00X H00X 119.5 . . ?
C00Z C00X C00I 120.9(3) . . ?
C00Z C00X H00X 119.5 . . ?
C00M C00Y H00Y 120.2 . . ?
C010 C00Y C00M 119.7(4) . . ?
C010 C00Y H00Y 120.2 . . ?
C00X C00Z H00Z 119.9 . . ?
C00X C00Z C010 120.3(4) . . ?
C010 C00Z H00Z 119.9 . . ?
C00Y C010 C00Z 121.1(4) . . ?
C00Y C010 H010 119.4 . . ?
C00Z C010 H010 119.4 . . ?
C00V C011 H011 120.3 . . ?
C012 C011 C00V 119.4(4) . . ?
C012 C011 H011 120.3 . . ?
C011 C012 H012 119.9 . . ?
C015 C012 C011 120.2(4) . . ?
C015 C012 H012 119.9 . . ?
F003 C013 S001 111.5(3) . . ?
F004 C013 S001 111.5(3) . . ?
F004 C013 F003 106.4(3) . . ?
F004 C013 F009 109.2(4) . . ?
F009 C013 S001 112.0(3) . . ?
F009 C013 F003 106.0(4) . . ?
C00R C014 H014 120.1 . . ?
C016 C014 C00R 119.9(4) . . ?
C016 C014 H014 120.1 . . ?
C00P C015 H015 119.9 . . ?
C012 C015 C00P 120.2(4) . . ?
C012 C015 H015 119.9 . . ?
C00F C016 H016 120.1 . . ?
C014 C016 C00F 119.7(4) . . ?
C014 C016 H016 120.1 . . ?

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
P002 C00D C00U C00G -175.9(3) . . . . ?
P002 C00J C00T C00R 172.9(3) . . . . ?
P002 C00L C00P C015 178.2(3) . . . . ?
P002 C00L C00V C011 -177.6(3) . . . . ?
O005 S001 C013 F003 59.6(3) . . . . ?
O005 S001 C013 F004 -59.1(4) . . . . ?
O005 S001 C013 F009 178.2(3) . . . . ?
O006 S001 C013 F003 -60.4(3) . . . . ?
O006 S001 C013 F004 -179.1(3) . . . . ?
O006 S001 C013 F009 58.2(4) . . . . ?
N007 C00M C00Y C010 179.0(4) . . . . ?
N007 C00Q C00S C00N 176.9(3) . . . . ?
O008 S001 C013 F003 179.7(3) . . . . ?
O008 S001 C013 F004 60.9(4) . . . . ?
O008 S001 C013 F009 -61.7(4) . . . . ?
C00A C00D C00U C00G 2.3(5) . . . . ?
C00B C00G C00U C00D -1.2(5) . . . . ?
C00C C00E C00O C00A -9.9(5) . . . . ?
C00C C00E C00O C00I 172.2(3) . . . . ?
C00C C00E C00Q N007 -179.0(3) . . . . ?
C00C C00E C00Q C00S 0.1(5) . . . . ?
C00C C00H C00N C00S 0.1(6) . . . . ?
C00D P002 C00J C00F -47.9(3) . . . . ?
C00D P002 C00J C00T 140.4(3) . . . . ?
C00D P002 C00L C00P 112.8(3) . . . . ?
C00D P002 C00L C00V -67.5(4) . . . . ?
C00D C00A C00K C00B -1.0(5) . . . . ?
C00D C00A C00O C00E 89.8(4) . . . . ?
C00D C00A C00O C00I -92.4(4) . . . . ?
C00E C00C C00H C00N -2.3(6) . . . . ?
C00E C00Q C00S C00N -2.2(5) . . . . ?
C00F C00J C00T C00R 1.0(6) . . . . ?
C00G C00B C00K C00A 2.2(5) . . . . ?
C00H C00C C00E C00O -177.0(3) . . . . ?
C00H C00C C00E C00Q 2.1(5) . . . . ?
C00H C00N C00S C00Q 2.1(6) . . . . ?
C00I C00M C00Y C010 -1.5(6) . . . . ?
C00I C00X C00Z C010 0.1(6) . . . . ?
C00J P002 C00D C00A 142.1(3) . . . . ?
C00J P002 C00D C00U -39.8(3) . . . . ?
C00J P002 C00L C00P -142.2(3) . . . . ?
C00J P002 C00L C00V 37.6(4) . . . . ?
C00J C00F C016 C014 0.9(7) . . . . ?
C00K C00A C00D P002 177.1(3) . . . . ?
C00K C00A C00D C00U -1.2(5) . . . . ?
C00K C00A C00O C00E -90.2(4) . . . . ?
C00K C00A C00O C00I 87.6(4) . . . . ?
C00K C00B C00G C00U -1.1(5) . . . . ?
C00L P002 C00D C00A -112.1(3) . . . . ?
C00L P002 C00D C00U 66.1(3) . . . . ?
C00L P002 C00J C00F -153.4(3) . . . . ?
C00L P002 C00J C00T 34.9(3) . . . . ?
C00L C00P C015 C012 -0.6(6) . . . . ?
C00L C00V C011 C012 -0.4(6) . . . . ?
C00M N007 C00Q C00E 8.8(5) . . . . ?
C00M N007 C00Q C00S -170.3(3) . . . . ?
C00M C00I C00O C00A -172.8(3) . . . . ?
C00M C00I C00O C00E 5.1(5) . . . . ?
C00M C00I C00X C00Z -3.1(5) . . . . ?
C00M C00Y C010 C00Z -1.6(6) . . . . ?
C00O C00A C00D P002 -3.0(5) . . . . ?
C00O C00A C00D C00U 178.8(3) . . . . ?
C00O C00A C00K C00B 179.0(3) . . . . ?
C00O C00E C00Q N007 0.2(5) . . . . ?
C00O C00E C00Q C00S 179.3(3) . . . . ?
C00O C00I C00M N007 3.6(5) . . . . ?
C00O C00I C00M C00Y -175.8(3) . . . . ?
C00O C00I C00X C00Z 176.5(4) . . . . ?
C00P C00L C00V C011 2.1(6) . . . . ?
C00Q N007 C00M C00I -10.7(5) . . . . ?
C00Q N007 C00M C00Y 168.7(3) . . . . ?
C00Q C00E C00O C00A 170.9(3) . . . . ?
C00Q C00E C00O C00I -6.9(5) . . . . ?
C00R C014 C016 C00F -0.1(6) . . . . ?
C00T C00R C014 C016 -0.3(6) . . . . ?
C00V C00L C00P C015 -1.6(6) . . . . ?
C00V C011 C012 C015 -1.9(6) . . . . ?
C00W N007 C00M C00I 168.1(3) . . . . ?
C00W N007 C00M C00Y -12.4(5) . . . . ?
C00W N007 C00Q C00E -170.0(3) . . . . ?
C00W N007 C00Q C00S 10.9(5) . . . . ?
C00X C00I C00M N007 -176.8(3) . . . . ?
C00X C00I C00M C00Y 3.8(5) . . . . ?
C00X C00I C00O C00A 7.6(5) . . . . ?
C00X C00I C00O C00E -174.5(3) . . . . ?
C00X C00Z C010 C00Y 2.3(7) . . . . ?
C011 C012 C015 C00P 2.4(6) . . . . ?
C014 C00R C00T C00J -0.2(6) . . . . ?
C016 C00F C00J P002 -173.3(3) . . . . ?
C016 C00F C00J C00T -1.4(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.94(10)
2 0.06(10)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli60_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2039033'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C33 H29 N P, C F3 O3 S'
_chemical_formula_sum            'C34 H29 F3 N O3 P S'
_chemical_formula_weight         619.61
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.9602(5)
_cell_length_b                   11.4072(6)
_cell_length_c                   28.9126(15)
_cell_angle_alpha                90
_cell_angle_beta                 93.074(2)
_cell_angle_gamma                90
_cell_volume                     2950.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9169
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.37
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.951
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0922 before and 0.0652 after correction.
The Ratio of minimum to maximum transmission is 0.9286.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.203
_exptl_crystal_size_min          0.061
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            70033
_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         27.518
_diffrn_reflns_theta_min         1.920
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker CMOS area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6188
_reflns_number_total             6781
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.340
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         6781
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0776
_refine_ls_restrained_S_all      1.340
_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)+(0.0496P)²+6.5038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1780
_refine_ls_wR_factor_ref         0.1880
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19)
2.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C25(H25), C6(H6), C24(H24), C31(H31), C14(H14), C8(H8), C15(H15),
 C27(H27), C18(H18), C3(H3), C9(H9), C5(H5), C16(H16), C12(H12), C29(H29),
 C30(H30), C10(H10), C28(H28), C11(H11), C17(H17), C4(H4)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P1 P 0.62916(9) 0.82502(7) 0.63592(3) 0.01535(18) Uani 1 1 d . . . . .
S1 S 0.70620(10) 0.76206(8) 0.39480(3) 0.0259(2) Uani 1 1 d . . . . .
O2 O 0.7837(3) 0.6549(2) 0.38604(9) 0.0320(6) Uani 1 1 d . . . . .
F3 F 0.5112(3) 0.6427(3) 0.43978(10) 0.0562(8) Uani 1 1 d . . . . .
O1 O 0.6880(4) 0.8394(3) 0.35554(12) 0.0450(8) Uani 1 1 d . . . . .
F1 F 0.4622(3) 0.6517(3) 0.36681(11) 0.0642(9) Uani 1 1 d . . . . .
N1 N 0.8537(3) 0.4908(3) 0.54563(10) 0.0241(6) Uani 1 1 d . . . . .
O3 O 0.7489(4) 0.8184(3) 0.43774(12) 0.0512(9) Uani 1 1 d . . . . .
F2 F 0.4254(3) 0.8004(3) 0.40905(13) 0.0741(11) Uani 1 1 d . . . . .
C26 C 0.9755(4) 0.7437(3) 0.73780(11) 0.0204(6) Uani 1 1 d . . . . .
C1 C 0.6358(3) 0.8788(3) 0.69341(11) 0.0190(6) Uani 1 1 d . . . . .
C22 C 0.7469(3) 0.6404(3) 0.59321(11) 0.0180(6) Uani 1 1 d . . . . .
H22 H 0.6944 0.6726 0.5668 0.022 Uiso 1 1 calc R . . . .
C20 C 0.8086(4) 0.6517(3) 0.67633(11) 0.0191(6) Uani 1 1 d . . . . .
C21 C 0.7364(3) 0.6950(3) 0.63606(11) 0.0168(6) Uani 1 1 d . . . . .
C7 C 0.4415(3) 0.7937(3) 0.61503(11) 0.0167(6) Uani 1 1 d . . . . .
C25 C 0.8893(4) 0.5476(3) 0.67161(12) 0.0221(7) Uani 1 1 d . . . . .
H25 H 0.9377 0.5138 0.6984 0.027 Uiso 1 1 calc R . . . .
C2 C 0.7191(4) 0.8206(3) 0.72900(11) 0.0220(7) Uani 1 1 d . . . . .
C19 C 0.8133(4) 0.7110(3) 0.72337(11) 0.0208(7) Uani 1 1 d . . . . .
H19 H 0.7800 0.6519 0.7462 0.025 Uiso 1 1 calc R . . . .
C6 C 0.5587(4) 0.9831(3) 0.70192(12) 0.0227(7) Uani 1 1 d . . . . .
H6 H 0.5036 1.0213 0.6773 0.027 Uiso 1 1 calc R . . . .
C23 C 0.8332(3) 0.5391(3) 0.58830(11) 0.0188(6) Uani 1 1 d . . . . .
C24 C 0.9013(4) 0.4928(3) 0.62987(12) 0.0226(7) Uani 1 1 d . . . . .
H24 H 0.9566 0.4219 0.6287 0.027 Uiso 1 1 calc R . . . .
C31 C 1.0401(4) 0.7084(3) 0.78013(12) 0.0246(7) Uani 1 1 d . . . . .
H31 H 0.9854 0.6604 0.8001 0.030 Uiso 1 1 calc R . . . .
C14 C 0.6827(4) 0.9254(3) 0.55125(12) 0.0260(7) Uani 1 1 d . . . . .
H14 H 0.6072 0.8751 0.5382 0.031 Uiso 1 1 calc R . . . .
C13 C 0.7112(3) 0.9296(3) 0.59884(11) 0.0180(6) Uani 1 1 d . . . . .
C8 C 0.3460(4) 0.8844(3) 0.60079(11) 0.0215(7) Uani 1 1 d . . . . .
H8 H 0.3819 0.9627 0.5996 0.026 Uiso 1 1 calc R . . . .
C15 C 0.7653(5) 0.9952(3) 0.52279(13) 0.0336(9) Uani 1 1 d . . . . .
H15 H 0.7469 0.9922 0.4901 0.040 Uiso 1 1 calc R . . . .
C27 C 1.0578(4) 0.8130(3) 0.70914(12) 0.0258(7) Uani 1 1 d . . . . .
H27 H 1.0147 0.8371 0.6799 0.031 Uiso 1 1 calc R . . . .
C18 C 0.8208(4) 1.0050(3) 0.61805(12) 0.0225(7) Uani 1 1 d . . . . .
H18 H 0.8400 1.0080 0.6507 0.027 Uiso 1 1 calc R . . . .
C3 C 0.7189(4) 0.8701(4) 0.77315(12) 0.0295(8) Uani 1 1 d . . . . .
H3 H 0.7714 0.8316 0.7982 0.035 Uiso 1 1 calc R . . . .
C9 C 0.1978(4) 0.8595(3) 0.58833(12) 0.0255(7) Uani 1 1 d . . . . .
H9 H 0.1319 0.9208 0.5784 0.031 Uiso 1 1 calc R . . . .
C5 C 0.5629(4) 1.0302(3) 0.74575(13) 0.0280(8) Uani 1 1 d . . . . .
H5 H 0.5108 1.1007 0.7517 0.034 Uiso 1 1 calc R . . . .
C16 C 0.8750(4) 1.0695(3) 0.54198(14) 0.0320(9) Uani 1 1 d . . . . .
H16 H 0.9320 1.1165 0.5223 0.038 Uiso 1 1 calc R . . . .
C12 C 0.3885(4) 0.6784(3) 0.61664(11) 0.0209(7) Uani 1 1 d . . . . .
H12 H 0.4542 0.6166 0.6261 0.025 Uiso 1 1 calc R . . . .
C29 C 1.2658(4) 0.8123(3) 0.76467(13) 0.0285(8) Uani 1 1 d . . . . .
H29 H 1.3648 0.8353 0.7739 0.034 Uiso 1 1 calc R . . . .
C30 C 1.1849(4) 0.7431(3) 0.79349(13) 0.0304(8) Uani 1 1 d . . . . .
H30 H 1.2285 0.7190 0.8226 0.036 Uiso 1 1 calc R . . . .
C10 C 0.1454(4) 0.7455(3) 0.59028(12) 0.0268(8) Uani 1 1 d . . . . .
H10 H 0.0435 0.7295 0.5819 0.032 Uiso 1 1 calc R . . . .
C28 C 1.2023(4) 0.8478(4) 0.72253(13) 0.0289(8) Uani 1 1 d . . . . .
H28 H 1.2572 0.8959 0.7027 0.035 Uiso 1 1 calc R . . . .
C32 C 0.7637(5) 0.5349(3) 0.50590(12) 0.0308(8) Uani 1 1 d . . . . .
H32A H 0.6593 0.5114 0.5086 0.046 Uiso 1 1 calc GR . . . .
H32B H 0.8010 0.5022 0.4774 0.046 Uiso 1 1 calc GR . . . .
H32C H 0.7702 0.6206 0.5050 0.046 Uiso 1 1 calc GR . . . .
C11 C 0.2394(4) 0.6547(3) 0.60432(12) 0.0244(7) Uani 1 1 d . . . . .
H11 H 0.2025 0.5768 0.6055 0.029 Uiso 1 1 calc R . . . .
C17 C 0.9014(4) 1.0753(3) 0.58932(14) 0.0279(8) Uani 1 1 d . . . . .
H17 H 0.9749 1.1275 0.6023 0.034 Uiso 1 1 calc R . . . .
C33 C 0.8963(4) 0.3675(3) 0.54249(14) 0.0298(8) Uani 1 1 d . . . . .
H33A H 0.9841 0.3525 0.5633 0.045 Uiso 1 1 calc GR . . . .
H33B H 0.9203 0.3493 0.5106 0.045 Uiso 1 1 calc GR . . . .
H33C H 0.8132 0.3180 0.5514 0.045 Uiso 1 1 calc GR . . . .
C4 C 0.6448(4) 0.9728(4) 0.78136(13) 0.0328(9) Uani 1 1 d . . . . .
H4 H 0.6494 1.0052 0.8117 0.039 Uiso 1 1 calc R . . . .
C34 C 0.5172(4) 0.7119(4) 0.40328(16) 0.0383(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P1 C1 1.770(3) . ?
P1 C21 1.768(3) . ?
P1 C7 1.792(3) . ?
P1 C13 1.788(3) . ?
S1 O2 1.435(3) . ?
S1 O1 1.440(3) . ?
S1 O3 1.432(3) . ?
S1 C34 1.817(4) . ?
F3 C34 1.321(5) . ?
F1 C34 1.330(5) . ?
N1 C23 1.372(4) . ?
N1 C32 1.457(5) . ?
N1 C33 1.462(4) . ?
F2 C34 1.319(5) . ?
C26 C19 1.536(4) . ?
C26 C31 1.385(5) . ?
C26 C27 1.386(5) . ?
C1 C2 1.405(5) . ?
C1 C6 1.404(5) . ?
C22 H22 0.9500 . ?
C22 C21 1.394(4) . ?
C22 C23 1.402(4) . ?
C20 C21 1.391(4) . ?
C20 C25 1.401(5) . ?
C20 C19 1.517(5) . ?
C7 C8 1.391(4) . ?
C7 C12 1.400(5) . ?
C25 H25 0.9500 . ?
C25 C24 1.369(5) . ?
C2 C19 1.522(5) . ?
C2 C3 1.396(5) . ?
C19 H19 1.0000 . ?
C6 H6 0.9500 . ?
C6 C5 1.375(5) . ?
C23 C24 1.421(5) . ?
C24 H24 0.9500 . ?
C31 H31 0.9500 . ?
C31 C30 1.391(5) . ?
C14 H14 0.9500 . ?
C14 C13 1.387(5) . ?
C14 C15 1.387(5) . ?
C13 C18 1.398(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.390(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.385(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.374(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.395(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(6) . ?
C12 H12 0.9500 . ?
C12 C11 1.390(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.381(6) . ?
C29 C28 1.378(5) . ?
C30 H30 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.382(5) . ?
C28 H28 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C11 H11 0.9500 . ?
C17 H17 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C4 H4 0.9500 . ?

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
C1 P1 C7 111.67(15) . . ?
C1 P1 C13 109.74(16) . . ?
C21 P1 C1 107.33(15) . . ?
C21 P1 C7 109.49(15) . . ?
C21 P1 C13 108.71(15) . . ?
C13 P1 C7 109.83(15) . . ?
O2 S1 O1 114.72(18) . . ?
O2 S1 C34 102.62(19) . . ?
O1 S1 C34 103.46(19) . . ?
O3 S1 O2 115.23(19) . . ?
O3 S1 O1 115.0(2) . . ?
O3 S1 C34 103.4(2) . . ?
C23 N1 C32 118.4(3) . . ?
C23 N1 C33 119.4(3) . . ?
C32 N1 C33 114.7(3) . . ?
C31 C26 C19 120.9(3) . . ?
C31 C26 C27 119.0(3) . . ?
C27 C26 C19 120.1(3) . . ?
C2 C1 P1 120.9(3) . . ?
C6 C1 P1 117.8(3) . . ?
C6 C1 C2 121.3(3) . . ?
C21 C22 H22 119.3 . . ?
C21 C22 C23 121.5(3) . . ?
C23 C22 H22 119.3 . . ?
C21 C20 C25 116.0(3) . . ?
C21 C20 C19 125.5(3) . . ?
C25 C20 C19 118.4(3) . . ?
C22 C21 P1 115.8(2) . . ?
C20 C21 P1 121.9(2) . . ?
C20 C21 C22 122.3(3) . . ?
C8 C7 P1 120.2(2) . . ?
C8 C7 C12 120.3(3) . . ?
C12 C7 P1 119.3(2) . . ?
C20 C25 H25 118.7 . . ?
C24 C25 C20 122.6(3) . . ?
C24 C25 H25 118.7 . . ?
C1 C2 C19 125.8(3) . . ?
C3 C2 C1 116.9(3) . . ?
C3 C2 C19 117.2(3) . . ?
C26 C19 H19 107.2 . . ?
C20 C19 C26 109.4(3) . . ?
C20 C19 C2 118.2(3) . . ?
C20 C19 H19 107.2 . . ?
C2 C19 C26 107.1(3) . . ?
C2 C19 H19 107.2 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
N1 C23 C22 121.5(3) . . ?
N1 C23 C24 122.6(3) . . ?
C22 C23 C24 115.8(3) . . ?
C25 C24 C23 121.7(3) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C26 C31 H31 120.0 . . ?
C26 C31 C30 120.1(3) . . ?
C30 C31 H31 120.0 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.6(3) . . ?
C15 C14 H14 120.2 . . ?
C14 C13 P1 120.8(3) . . ?
C14 C13 C18 120.2(3) . . ?
C18 C13 P1 118.3(3) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8 120.4 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.1(4) . . ?
C16 C15 H15 120.0 . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 120.9(3) . . ?
C28 C27 H27 119.5 . . ?
C13 C18 H18 120.1 . . ?
C17 C18 C13 119.7(3) . . ?
C17 C18 H18 120.1 . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.8(3) . . ?
C4 C3 H3 119.1 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.8 . . ?
C6 C5 H5 120.5 . . ?
C6 C5 C4 119.0(3) . . ?
C4 C5 H5 120.5 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C7 C12 H12 120.1 . . ?
C11 C12 C7 119.8(3) . . ?
C11 C12 H12 120.1 . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C28 C29 C30 119.8(3) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 C31 120.5(3) . . ?
C29 C30 H30 119.8 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.8(3) . . ?
C29 C28 H28 120.1 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C12 C11 H11 120.3 . . ?
C10 C11 C12 119.5(3) . . ?
C10 C11 H11 120.3 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.0(4) . . ?
C16 C17 H17 120.0 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
F3 C34 S1 112.0(3) . . ?
F3 C34 F1 107.2(4) . . ?
F1 C34 S1 111.3(3) . . ?
F2 C34 S1 111.6(3) . . ?
F2 C34 F3 107.7(4) . . ?
F2 C34 F1 106.7(4) . . ?

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
P1 C1 C2 C19 1.6(5) . . . . ?
P1 C1 C2 C3 179.4(3) . . . . ?
P1 C1 C6 C5 -178.6(3) . . . . ?
P1 C7 C8 C9 -174.8(3) . . . . ?
P1 C7 C12 C11 174.4(3) . . . . ?
P1 C13 C18 C17 170.9(3) . . . . ?
O2 S1 C34 F3 63.2(4) . . . . ?
O2 S1 C34 F1 -56.9(3) . . . . ?
O2 S1 C34 F2 -176.0(3) . . . . ?
O1 S1 C34 F3 -177.2(3) . . . . ?
O1 S1 C34 F1 62.7(3) . . . . ?
O1 S1 C34 F2 -56.4(4) . . . . ?
N1 C23 C24 C25 174.6(3) . . . . ?
O3 S1 C34 F3 -57.0(4) . . . . ?
O3 S1 C34 F1 -177.0(3) . . . . ?
O3 S1 C34 F2 63.8(4) . . . . ?
C26 C31 C30 C29 -0.4(6) . . . . ?
C26 C27 C28 C29 0.6(6) . . . . ?
C1 P1 C21 C22 -178.8(2) . . . . ?
C1 P1 C21 C20 -0.3(3) . . . . ?
C1 P1 C7 C8 77.3(3) . . . . ?
C1 P1 C7 C12 -97.6(3) . . . . ?
C1 P1 C13 C14 -161.4(3) . . . . ?
C1 P1 C13 C18 27.6(3) . . . . ?
C1 C2 C19 C26 118.5(3) . . . . ?
C1 C2 C19 C20 -5.5(5) . . . . ?
C1 C2 C3 C4 -2.0(5) . . . . ?
C1 C6 C5 C4 0.1(5) . . . . ?
C22 C23 C24 C25 -3.3(5) . . . . ?
C20 C25 C24 C23 0.7(5) . . . . ?
C21 P1 C1 C2 1.4(3) . . . . ?
C21 P1 C1 C6 179.5(2) . . . . ?
C21 P1 C7 C8 -164.0(3) . . . . ?
C21 P1 C7 C12 21.1(3) . . . . ?
C21 P1 C13 C14 81.5(3) . . . . ?
C21 P1 C13 C18 -89.5(3) . . . . ?
C21 C22 C23 N1 -174.5(3) . . . . ?
C21 C22 C23 C24 3.5(5) . . . . ?
C21 C20 C25 C24 1.9(5) . . . . ?
C21 C20 C19 C26 -116.2(3) . . . . ?
C21 C20 C19 C2 6.7(5) . . . . ?
C7 P1 C1 C2 121.4(3) . . . . ?
C7 P1 C1 C6 -60.5(3) . . . . ?
C7 P1 C21 C22 59.8(3) . . . . ?
C7 P1 C21 C20 -121.7(3) . . . . ?
C7 P1 C13 C14 -38.3(3) . . . . ?
C7 P1 C13 C18 150.7(3) . . . . ?
C7 C8 C9 C10 0.3(5) . . . . ?
C7 C12 C11 C10 0.4(5) . . . . ?
C25 C20 C21 P1 179.8(2) . . . . ?
C25 C20 C21 C22 -1.8(5) . . . . ?
C25 C20 C19 C26 60.2(4) . . . . ?
C25 C20 C19 C2 -176.9(3) . . . . ?
C2 C1 C6 C5 -0.4(5) . . . . ?
C2 C3 C4 C5 1.8(6) . . . . ?
C19 C26 C31 C30 -177.2(3) . . . . ?
C19 C26 C27 C28 177.1(3) . . . . ?
C19 C20 C21 P1 -3.8(5) . . . . ?
C19 C20 C21 C22 174.7(3) . . . . ?
C19 C20 C25 C24 -174.8(3) . . . . ?
C19 C2 C3 C4 176.0(3) . . . . ?
C6 C1 C2 C19 -176.6(3) . . . . ?
C6 C1 C2 C3 1.3(5) . . . . ?
C6 C5 C4 C3 -0.8(6) . . . . ?
C23 C22 C21 P1 177.6(2) . . . . ?
C23 C22 C21 C20 -1.0(5) . . . . ?
C31 C26 C19 C20 -126.5(3) . . . . ?
C31 C26 C19 C2 104.2(4) . . . . ?
C31 C26 C27 C28 -0.5(5) . . . . ?
C14 C13 C18 C17 -0.2(5) . . . . ?
C14 C15 C16 C17 -0.7(6) . . . . ?
C13 P1 C1 C2 -116.6(3) . . . . ?
C13 P1 C1 C6 61.6(3) . . . . ?
C13 P1 C21 C22 -60.2(3) . . . . ?
C13 P1 C21 C20 118.3(3) . . . . ?
C13 P1 C7 C8 -44.7(3) . . . . ?
C13 P1 C7 C12 140.4(3) . . . . ?
C13 C14 C15 C16 -0.5(6) . . . . ?
C13 C18 C17 C16 -1.0(5) . . . . ?
C8 C7 C12 C11 -0.5(5) . . . . ?
C8 C9 C10 C11 -0.4(5) . . . . ?
C15 C14 C13 P1 -169.9(3) . . . . ?
C15 C14 C13 C18 0.9(5) . . . . ?
C15 C16 C17 C18 1.4(5) . . . . ?
C27 C26 C19 C20 55.9(4) . . . . ?
C27 C26 C19 C2 -73.4(4) . . . . ?
C27 C26 C31 C30 0.4(5) . . . . ?
C3 C2 C19 C26 -59.3(4) . . . . ?
C3 C2 C19 C20 176.6(3) . . . . ?
C9 C10 C11 C12 0.0(5) . . . . ?
C12 C7 C8 C9 0.1(5) . . . . ?
C30 C29 C28 C27 -0.5(6) . . . . ?
C28 C29 C30 C31 0.4(6) . . . . ?
C32 N1 C23 C22 -10.3(5) . . . . ?
C32 N1 C23 C24 171.9(3) . . . . ?
C33 N1 C23 C22 -158.3(3) . . . . ?
C33 N1 C23 C24 23.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli52_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2039028'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-10-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        C33H25F3NO3PS
_chemical_formula_moiety         'C F3 O3 S, C32 H25 N P'
_chemical_formula_sum            'C33 H25 F3 N O3 P S'
_chemical_formula_weight         603.57
_chemical_melting_point          ?
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'
P P 0.2955 0.4335 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.1620(10)
_cell_length_b                   12.9217(8)
_cell_length_c                   14.4246(9)
_cell_angle_alpha                90
_cell_angle_beta                 107.362(2)
_cell_angle_gamma                90
_cell_volume                     2875.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9225
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      72.21
_cell_measurement_theta_min      4.46
_shelx_estimated_absorpt_T_max   0.781
_shelx_estimated_absorpt_T_min   0.601
_exptl_absorpt_coefficient_mu    2.005
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1006 before and 0.0627 after correction. The Ratio of minimum to maximum transmission is 0.7967. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.283
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            41983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.200
_diffrn_reflns_theta_min         2.865
_diffrn_ambient_temperature      110.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5067
_reflns_number_total             5662
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.482
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         5662
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0428
_refine_ls_restrained_S_all      1.045
_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)+(0.0555P)²+2.5537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1170
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C7(H7), C17(H17), C26(H26), C14(H14), C12(H12), C10(H10), C8(H8),
 C13(H13), C20(H20), C18(H18), C19(H19), C25(H25), C9(H9), C28(H28), C24(H24),
 C22(H22), C23(H23), C29(H29), C32(H32), C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.43727(3) 0.75357(3) 0.35534(3) 0.02573(12) Uani 1 1 d . . . . .
P1 P 0.89237(3) 0.72871(4) 0.88320(4) 0.02984(13) Uani 1 1 d . . . . .
F2 F 0.27386(8) 0.72829(11) 0.34643(10) 0.0468(3) Uani 1 1 d . . . . .
F1 F 0.30825(9) 0.88544(10) 0.32713(11) 0.0494(3) Uani 1 1 d . . . . .
F3 F 0.34874(9) 0.81617(13) 0.46953(10) 0.0531(4) Uani 1 1 d . . . . .
O1 O 0.49608(9) 0.83849(11) 0.39205(11) 0.0355(3) Uani 1 1 d . . . . .
O2 O 0.41334(10) 0.73807(11) 0.25229(10) 0.0363(3) Uani 1 1 d . . . . .
O3 O 0.45626(10) 0.66067(11) 0.41318(10) 0.0379(3) Uani 1 1 d . . . . .
N1 N 0.58774(9) 0.85256(12) 0.72611(11) 0.0237(3) Uani 1 1 d . . . . .
C5 C 0.68100(11) 0.85634(14) 0.89165(13) 0.0231(3) Uani 1 1 d . . . . .
C4 C 0.62187(11) 0.90641(13) 0.81053(13) 0.0229(3) Uani 1 1 d . . . . .
C3 C 0.66142(11) 0.69662(14) 0.80010(13) 0.0242(4) Uani 1 1 d . . . . .
C11 C 0.59957(11) 1.01178(14) 0.81989(14) 0.0261(4) Uani 1 1 d . . . . .
H11 H 0.5593 1.0460 0.7671 0.031 Uiso 1 1 calc R . . . .
C15 C 0.76066(12) 0.69723(13) 0.97084(13) 0.0241(3) Uani 1 1 d . . . . .
C6 C 0.70114(11) 0.75119(13) 0.88524(13) 0.0233(4) Uani 1 1 d . . . . .
C2 C 0.60477(11) 0.74924(13) 0.71861(14) 0.0238(4) Uani 1 1 d . . . . .
C16 C 0.84864(12) 0.68173(14) 0.98027(13) 0.0253(4) Uani 1 1 d . . . . .
C7 C 0.56670(12) 0.69293(15) 0.63220(14) 0.0286(4) Uani 1 1 d . . . . .
H7 H 0.5299 0.7270 0.5768 0.034 Uiso 1 1 calc R . . . .
C17 C 0.89998(12) 0.63142(15) 1.06339(14) 0.0290(4) Uani 1 1 d . . . . .
H17 H 0.9598 0.6206 1.0710 0.035 Uiso 1 1 calc R . . . .
C26 C 0.88226(12) 0.51092(15) 0.84491(14) 0.0289(4) Uani 1 1 d . . . . .
H26 H 0.8743 0.5017 0.9070 0.035 Uiso 1 1 calc R . . . .
C14 C 0.71768(12) 0.91443(14) 0.97818(14) 0.0276(4) Uani 1 1 d . . . . .
H14 H 0.7579 0.8822 1.0323 0.033 Uiso 1 1 calc R . . . .
C12 C 0.63603(12) 1.06341(14) 0.90456(14) 0.0286(4) Uani 1 1 d . . . . .
H12 H 0.6206 1.1336 0.9099 0.034 Uiso 1 1 calc R . . . .
C21 C 0.89313(12) 0.61044(15) 0.81305(13) 0.0283(4) Uani 1 1 d . . . . .
C10 C 0.67456(12) 0.58794(14) 0.79250(15) 0.0288(4) Uani 1 1 d . . . . .
H10 H 0.7109 0.5518 0.8469 0.035 Uiso 1 1 calc R . . . .
C8 C 0.58291(12) 0.58941(16) 0.62852(15) 0.0317(4) Uani 1 1 d . . . . .
H8 H 0.5575 0.5528 0.5698 0.038 Uiso 1 1 calc R . . . .
C13 C 0.69600(12) 1.01547(15) 0.98443(14) 0.0291(4) Uani 1 1 d . . . . .
H13 H 0.7212 1.0535 1.0424 0.035 Uiso 1 1 calc R . . . .
C20 C 0.72588(12) 0.66151(15) 1.04260(14) 0.0298(4) Uani 1 1 d . . . . .
H20 H 0.6660 0.6714 1.0354 0.036 Uiso 1 1 calc R . . . .
C18 C 0.86523(13) 0.59697(15) 1.13485(14) 0.0310(4) Uani 1 1 d . . . . .
H18 H 0.9012 0.5633 1.1910 0.037 Uiso 1 1 calc R . . . .
C19 C 0.77807(13) 0.61169(15) 1.12433(15) 0.0314(4) Uani 1 1 d . . . . .
H19 H 0.7541 0.5877 1.1730 0.038 Uiso 1 1 calc R . . . .
C25 C 0.88296(12) 0.42497(17) 0.78728(15) 0.0330(4) Uani 1 1 d . . . . .
H25 H 0.8745 0.3578 0.8097 0.040 Uiso 1 1 calc R . . . .
C1 C 0.52610(13) 0.90511(15) 0.64211(14) 0.0308(4) Uani 1 1 d . . . . .
H1A H 0.4667 0.8936 0.6439 0.046 Uiso 1 1 calc GR . . . .
H1B H 0.5326 0.8769 0.5816 0.046 Uiso 1 1 calc GR . . . .
H1C H 0.5383 0.9795 0.6453 0.046 Uiso 1 1 calc GR . . . .
C27 C 1.00781(13) 0.74257(16) 0.95061(15) 0.0324(4) Uani 1 1 d . . . . .
C9 C 0.63640(13) 0.53533(15) 0.70947(16) 0.0332(4) Uani 1 1 d . . . . .
H9 H 0.6455 0.4630 0.7057 0.040 Uiso 1 1 calc R . . . .
C33 C 0.33702(12) 0.79817(16) 0.37521(15) 0.0320(4) Uani 1 1 d . . . . .
C28 C 1.07129(13) 0.67111(17) 0.94691(16) 0.0355(4) Uani 1 1 d . . . . .
H28 H 1.0557 0.6114 0.9071 0.043 Uiso 1 1 calc R . . . .
C24 C 0.89593(14) 0.43671(18) 0.69748(15) 0.0376(5) Uani 1 1 d . . . . .
H24 H 0.8967 0.3780 0.6581 0.045 Uiso 1 1 calc R . . . .
C22 C 0.90538(14) 0.62169(18) 0.72183(15) 0.0384(5) Uani 1 1 d . . . . .
H22 H 0.9122 0.6888 0.6981 0.046 Uiso 1 1 calc R . . . .
C23 C 0.90771(16) 0.5351(2) 0.66559(16) 0.0443(5) Uani 1 1 d . . . . .
H23 H 0.9175 0.5435 0.6043 0.053 Uiso 1 1 calc R . . . .
C29 C 1.15728(15) 0.6865(2) 1.00093(18) 0.0466(6) Uani 1 1 d . . . . .
H29 H 1.2000 0.6375 0.9974 0.056 Uiso 1 1 calc R . . . .
C32 C 1.03296(17) 0.8306(2) 1.00787(19) 0.0490(6) Uani 1 1 d . . . . .
H32 H 0.9911 0.8816 1.0096 0.059 Uiso 1 1 calc R . . . .
C30 C 1.18085(17) 0.7717(2) 1.0592(2) 0.0564(7) Uani 1 1 d . . . . .
H30 H 1.2395 0.7810 1.0972 0.068 Uiso 1 1 calc R . . . .
C31 C 1.1192(2) 0.8440(3) 1.0625(2) 0.0611(8) Uani 1 1 d . . . . .
H31 H 1.1356 0.9035 1.1025 0.073 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 1.4448(14) . ?
S1 O2 1.4340(15) . ?
S1 O3 1.4417(14) . ?
S1 C33 1.821(2) . ?
P1 C16 1.8490(18) . ?
P1 C21 1.835(2) . ?
P1 C27 1.837(2) . ?
F2 C33 1.333(2) . ?
F1 C33 1.333(2) . ?
F3 C33 1.337(2) . ?
N1 C4 1.368(2) . ?
N1 C2 1.374(2) . ?
N1 C1 1.484(2) . ?
C5 C4 1.426(2) . ?
C5 C6 1.407(2) . ?
C5 C14 1.425(3) . ?
C4 C11 1.425(2) . ?
C3 C6 1.395(3) . ?
C3 C2 1.428(3) . ?
C3 C10 1.429(2) . ?
C11 C12 1.362(3) . ?
C15 C6 1.492(2) . ?
C15 C16 1.402(2) . ?
C15 C20 1.396(3) . ?
C2 C7 1.416(3) . ?
C16 C17 1.398(3) . ?
C7 C8 1.367(3) . ?
C17 C18 1.386(3) . ?
C26 C21 1.394(3) . ?
C26 C25 1.389(3) . ?
C14 C13 1.362(3) . ?
C12 C13 1.409(3) . ?
C21 C22 1.396(3) . ?
C10 C9 1.355(3) . ?
C8 C9 1.413(3) . ?
C20 C19 1.386(3) . ?
C18 C19 1.384(3) . ?
C25 C24 1.381(3) . ?
C27 C28 1.393(3) . ?
C27 C32 1.393(3) . ?
C28 C29 1.390(3) . ?
C24 C23 1.384(3) . ?
C22 C23 1.390(3) . ?
C29 C30 1.369(4) . ?
C32 C31 1.392(4) . ?
C30 C31 1.377(5) . ?

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
O1 S1 C33 102.77(9) . . ?
O2 S1 O1 115.50(9) . . ?
O2 S1 O3 115.37(9) . . ?
O2 S1 C33 103.29(9) . . ?
O3 S1 O1 114.65(9) . . ?
O3 S1 C33 102.61(10) . . ?
C21 P1 C16 102.19(8) . . ?
C21 P1 C27 101.55(9) . . ?
C27 P1 C16 100.87(9) . . ?
C4 N1 C2 121.84(15) . . ?
C4 N1 C1 119.24(15) . . ?
C2 N1 C1 118.80(15) . . ?
C6 C5 C4 119.73(16) . . ?
C6 C5 C14 121.49(17) . . ?
C14 C5 C4 118.78(16) . . ?
N1 C4 C5 119.55(16) . . ?
N1 C4 C11 121.62(16) . . ?
C11 C4 C5 118.83(16) . . ?
C6 C3 C2 119.82(16) . . ?
C6 C3 C10 121.61(17) . . ?
C2 C3 C10 118.56(17) . . ?
C12 C11 C4 119.94(17) . . ?
C16 C15 C6 122.12(16) . . ?
C20 C15 C6 117.73(16) . . ?
C20 C15 C16 120.15(17) . . ?
C5 C6 C15 120.10(16) . . ?
C3 C6 C5 119.42(17) . . ?
C3 C6 C15 120.38(16) . . ?
N1 C2 C3 119.47(16) . . ?
N1 C2 C7 121.62(17) . . ?
C7 C2 C3 118.91(16) . . ?
C15 C16 P1 119.04(14) . . ?
C17 C16 P1 122.61(14) . . ?
C17 C16 C15 118.35(17) . . ?
C8 C7 C2 119.95(18) . . ?
C18 C17 C16 121.24(17) . . ?
C25 C26 C21 121.05(18) . . ?
C13 C14 C5 120.99(18) . . ?
C11 C12 C13 121.74(17) . . ?
C26 C21 P1 124.34(14) . . ?
C26 C21 C22 118.31(19) . . ?
C22 C21 P1 117.35(16) . . ?
C9 C10 C3 121.45(18) . . ?
C7 C8 C9 121.92(18) . . ?
C14 C13 C12 119.70(18) . . ?
C19 C20 C15 120.44(17) . . ?
C19 C18 C17 119.95(18) . . ?
C18 C19 C20 119.87(18) . . ?
C24 C25 C26 120.3(2) . . ?
C28 C27 P1 123.93(17) . . ?
C28 C27 C32 118.4(2) . . ?
C32 C27 P1 117.64(17) . . ?
C10 C9 C8 119.16(18) . . ?
F2 C33 S1 111.80(14) . . ?
F2 C33 F3 107.31(16) . . ?
F1 C33 S1 111.99(14) . . ?
F1 C33 F2 107.17(17) . . ?
F1 C33 F3 107.69(17) . . ?
F3 C33 S1 110.65(14) . . ?
C29 C28 C27 120.5(2) . . ?
C25 C24 C23 119.2(2) . . ?
C23 C22 C21 120.2(2) . . ?
C24 C23 C22 121.0(2) . . ?
C30 C29 C28 120.5(2) . . ?
C31 C32 C27 120.2(3) . . ?
C29 C30 C31 119.7(2) . . ?
C30 C31 C32 120.6(3) . . ?

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
P1 C16 C17 C18 -179.92(15) . . . . ?
P1 C21 C22 C23 179.19(17) . . . . ?
P1 C27 C28 C29 -179.30(16) . . . . ?
P1 C27 C32 C31 178.33(19) . . . . ?
O1 S1 C33 F2 -179.21(14) . . . . ?
O1 S1 C33 F1 60.49(16) . . . . ?
O1 S1 C33 F3 -59.66(16) . . . . ?
O2 S1 C33 F2 60.32(16) . . . . ?
O2 S1 C33 F1 -59.98(16) . . . . ?
O2 S1 C33 F3 179.87(14) . . . . ?
O3 S1 C33 F2 -59.94(16) . . . . ?
O3 S1 C33 F1 179.76(14) . . . . ?
O3 S1 C33 F3 59.61(16) . . . . ?
N1 C4 C11 C12 -178.86(16) . . . . ?
N1 C2 C7 C8 -177.81(17) . . . . ?
C5 C4 C11 C12 1.4(3) . . . . ?
C5 C14 C13 C12 0.4(3) . . . . ?
C4 N1 C2 C3 -1.6(2) . . . . ?
C4 N1 C2 C7 177.59(16) . . . . ?
C4 C5 C6 C3 -1.4(2) . . . . ?
C4 C5 C6 C15 -177.97(15) . . . . ?
C4 C5 C14 C13 1.0(3) . . . . ?
C4 C11 C12 C13 0.0(3) . . . . ?
C3 C2 C7 C8 1.4(3) . . . . ?
C3 C10 C9 C8 0.4(3) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C15 C20 C19 C18 -0.2(3) . . . . ?
C6 C5 C4 N1 -2.3(2) . . . . ?
C6 C5 C4 C11 177.42(15) . . . . ?
C6 C5 C14 C13 -178.29(17) . . . . ?
C6 C3 C2 N1 -2.2(2) . . . . ?
C6 C3 C2 C7 178.57(16) . . . . ?
C6 C3 C10 C9 -179.50(18) . . . . ?
C6 C15 C16 P1 -0.5(2) . . . . ?
C6 C15 C16 C17 179.30(17) . . . . ?
C6 C15 C20 C19 -179.36(17) . . . . ?
C2 N1 C4 C5 3.9(2) . . . . ?
C2 N1 C4 C11 -175.86(16) . . . . ?
C2 C3 C6 C5 3.6(3) . . . . ?
C2 C3 C6 C15 -179.83(15) . . . . ?
C2 C3 C10 C9 1.7(3) . . . . ?
C2 C7 C8 C9 0.7(3) . . . . ?
C16 P1 C21 C26 -13.21(18) . . . . ?
C16 P1 C21 C22 166.75(15) . . . . ?
C16 P1 C27 C28 101.21(18) . . . . ?
C16 P1 C27 C32 -79.51(18) . . . . ?
C16 C15 C6 C5 -98.9(2) . . . . ?
C16 C15 C6 C3 84.6(2) . . . . ?
C16 C15 C20 C19 0.9(3) . . . . ?
C16 C17 C18 C19 0.3(3) . . . . ?
C7 C8 C9 C10 -1.7(3) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C26 C21 C22 C23 -0.8(3) . . . . ?
C26 C25 C24 C23 -0.3(3) . . . . ?
C14 C5 C4 N1 178.37(15) . . . . ?
C14 C5 C4 C11 -1.9(2) . . . . ?
C14 C5 C6 C3 177.89(16) . . . . ?
C14 C5 C6 C15 1.3(3) . . . . ?
C21 P1 C16 C15 -99.20(15) . . . . ?
C21 P1 C16 C17 81.06(17) . . . . ?
C21 P1 C27 C28 -3.78(19) . . . . ?
C21 P1 C27 C32 175.51(17) . . . . ?
C21 C26 C25 C24 1.1(3) . . . . ?
C21 C22 C23 C24 1.6(3) . . . . ?
C10 C3 C6 C5 -175.18(16) . . . . ?
C10 C3 C6 C15 1.4(3) . . . . ?
C10 C3 C2 N1 176.66(16) . . . . ?
C10 C3 C2 C7 -2.6(2) . . . . ?
C20 C15 C6 C5 81.4(2) . . . . ?
C20 C15 C6 C3 -95.2(2) . . . . ?
C20 C15 C16 P1 179.31(14) . . . . ?
C20 C15 C16 C17 -0.9(3) . . . . ?
C25 C26 C21 P1 179.51(15) . . . . ?
C25 C26 C21 C22 -0.4(3) . . . . ?
C25 C24 C23 C22 -1.0(3) . . . . ?
C1 N1 C4 C5 179.85(15) . . . . ?
C1 N1 C4 C11 0.1(2) . . . . ?
C1 N1 C2 C3 -177.65(16) . . . . ?
C1 N1 C2 C7 1.6(2) . . . . ?
C27 P1 C16 C15 156.32(15) . . . . ?
C27 P1 C16 C17 -23.42(18) . . . . ?
C27 P1 C21 C26 90.74(17) . . . . ?
C27 P1 C21 C22 -89.30(17) . . . . ?
C27 C28 C29 C30 0.5(3) . . . . ?
C27 C32 C31 C30 1.4(4) . . . . ?
C28 C27 C32 C31 -2.3(3) . . . . ?
C28 C29 C30 C31 -1.5(4) . . . . ?
C29 C30 C31 C32 0.6(4) . . . . ?
C32 C27 C28 C29 1.4(3) . . . . ?

_olex2_submission_original_sample_id Eli52
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli73_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2039032'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H34 N2 P, C F3 O3 S'
_chemical_formula_sum            'C36 H34 F3 N2 O3 P S'
_chemical_formula_weight         662.68
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.0775(9)
_cell_length_b                   19.2817(16)
_cell_length_c                   15.3042(13)
_cell_angle_alpha                90
_cell_angle_beta                 104.000(3)
_cell_angle_gamma                90
_cell_volume                     3171.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.35
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1553 before and 0.0945 after correction.
The Ratio of minimum to maximum transmission is 0.7008.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.434
_exptl_crystal_size_mid          0.155
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0997
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            73823
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.101
_diffrn_reflns_theta_min         1.895
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker CMOS area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5265
_reflns_number_total             7019
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_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     419
_refine_ls_number_reflns         7019
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.044
_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)+(0.0443P)²+3.0609P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1277
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C24(H24), C14(H14), C31(H31), C25(H25), C22(H22), C12(H12), C30(H30),
 C27(H27), C8(H8), C18(H18), C3(H3), C15(H15), C11(H11), C4(H4), C10(H10),
 C28(H28), C9(H9), C17(H17), C16(H16), C5(H5)
2.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
P1 P 0.35247(5) 0.66943(3) 0.30903(4) 0.01865(13) Uani 1 1 d . . . . .
S1 S 0.04574(6) 0.39267(3) 0.25618(4) 0.02916(15) Uani 1 1 d . . . . .
F3 F -0.09925(15) 0.46224(8) 0.33666(11) 0.0439(4) Uani 1 1 d . . . . .
F1 F 0.01815(18) 0.52618(9) 0.27801(13) 0.0556(5) Uani 1 1 d . . . . .
O3 O 0.02516(19) 0.33429(9) 0.30903(13) 0.0385(5) Uani 1 1 d . . . . .
F2 F 0.09294(18) 0.46996(11) 0.40077(13) 0.0689(6) Uani 1 1 d . . . . .
O1 O 0.17319(19) 0.40378(11) 0.25389(16) 0.0510(6) Uani 1 1 d . . . . .
O2 O -0.0447(2) 0.40106(12) 0.17271(13) 0.0517(6) Uani 1 1 d . . . . .
N1 N -0.06720(18) 0.67693(12) 0.39888(14) 0.0335(5) Uani 1 1 d . . . . .
N2 N 0.7194(2) 0.90080(12) 0.59603(15) 0.0353(5) Uani 1 1 d . . . . .
C13 C 0.3960(2) 0.75803(11) 0.29690(14) 0.0197(4) Uani 1 1 d . . . . .
C26 C 0.5246(2) 0.71006(12) 0.53954(14) 0.0221(5) Uani 1 1 d . . . . .
C7 C 0.2695(2) 0.63516(12) 0.20252(14) 0.0212(4) Uani 1 1 d . . . . .
C21 C 0.2616(2) 0.66152(11) 0.38973(14) 0.0206(4) Uani 1 1 d . . . . .
C20 C 0.3220(2) 0.64710(11) 0.47909(14) 0.0212(4) Uani 1 1 d . . . . .
C2 C 0.5240(2) 0.60495(11) 0.44522(15) 0.0218(5) Uani 1 1 d . . . . .
C6 C 0.5554(2) 0.59232(12) 0.29359(16) 0.0244(5) Uani 1 1 d . . . . .
H6 H 0.5294 0.6019 0.2310 0.029 Uiso 1 1 calc R . . . .
C1 C 0.4878(2) 0.61850(11) 0.35252(15) 0.0217(5) Uani 1 1 d . . . . .
C24 C 0.1214(2) 0.65690(12) 0.51513(15) 0.0240(5) Uani 1 1 d . . . . .
H24 H 0.0748 0.6564 0.5597 0.029 Uiso 1 1 calc R . . . .
C14 C 0.3122(2) 0.81161(12) 0.30014(15) 0.0231(5) Uani 1 1 d . . . . .
H14 H 0.2307 0.8015 0.3062 0.028 Uiso 1 1 calc R . . . .
C31 C 0.4633(2) 0.77301(13) 0.52136(15) 0.0250(5) Uani 1 1 d . . . . .
H31 H 0.3763 0.7731 0.4952 0.030 Uiso 1 1 calc R . . . .
C25 C 0.2476(2) 0.64524(12) 0.54040(15) 0.0234(5) Uani 1 1 d . . . . .
H25 H 0.2852 0.6356 0.6018 0.028 Uiso 1 1 calc R . . . .
C22 C 0.1333(2) 0.67210(12) 0.36200(15) 0.0224(5) Uani 1 1 d . . . . .
H22 H 0.0957 0.6811 0.3004 0.027 Uiso 1 1 calc R . . . .
C23 C 0.0598(2) 0.66953(12) 0.42472(15) 0.0238(5) Uani 1 1 d . . . . .
C12 C 0.2289(2) 0.67815(13) 0.12814(15) 0.0267(5) Uani 1 1 d . . . . .
H12 H 0.2461 0.7265 0.1327 0.032 Uiso 1 1 calc R . . . .
C19 C 0.4616(2) 0.63962(12) 0.51201(15) 0.0224(5) Uani 1 1 d . . . . .
H19 H 0.4779 0.6099 0.5672 0.027 Uiso 1 1 calc R . . . .
C30 C 0.5254(2) 0.83606(13) 0.54023(15) 0.0269(5) Uani 1 1 d . . . . .
H30 H 0.4802 0.8782 0.5274 0.032 Uiso 1 1 calc R . . . .
C27 C 0.6512(2) 0.71238(13) 0.58181(15) 0.0268(5) Uani 1 1 d . . . . .
H27 H 0.6952 0.6702 0.5983 0.032 Uiso 1 1 calc R . . . .
C8 C 0.2432(2) 0.56428(13) 0.19629(15) 0.0263(5) Uani 1 1 d . . . . .
H8 H 0.2703 0.5352 0.2474 0.032 Uiso 1 1 calc R . . . .
C18 C 0.5146(2) 0.77312(13) 0.28631(16) 0.0279(5) Uani 1 1 d . . . . .
H18 H 0.5709 0.7366 0.2829 0.034 Uiso 1 1 calc R . . . .
C3 C 0.6264(2) 0.56120(12) 0.47596(16) 0.0268(5) Uani 1 1 d . . . . .
H3 H 0.6501 0.5488 0.5378 0.032 Uiso 1 1 calc R . . . .
C15 C 0.3493(2) 0.87944(12) 0.29435(16) 0.0273(5) Uani 1 1 d . . . . .
H15 H 0.2929 0.9162 0.2966 0.033 Uiso 1 1 calc R . . . .
C11 C 0.1630(2) 0.64974(14) 0.04719(16) 0.0297(5) Uani 1 1 d . . . . .
H11 H 0.1354 0.6787 -0.0040 0.036 Uiso 1 1 calc R . . . .
C4 C 0.6937(2) 0.53584(12) 0.41761(17) 0.0290(5) Uani 1 1 d . . . . .
H4 H 0.7635 0.5068 0.4401 0.035 Uiso 1 1 calc R . . . .
C29 C 0.6532(2) 0.83793(13) 0.57773(15) 0.0282(5) Uani 1 1 d . . . . .
C10 C 0.1376(2) 0.57940(14) 0.04091(16) 0.0294(5) Uani 1 1 d . . . . .
H10 H 0.0927 0.5603 -0.0147 0.035 Uiso 1 1 calc R . . . .
C28 C 0.7138(2) 0.77448(14) 0.60010(16) 0.0289(5) Uani 1 1 d . . . . .
H28 H 0.8001 0.7742 0.6286 0.035 Uiso 1 1 calc R . . . .
C9 C 0.1774(2) 0.53657(14) 0.11536(16) 0.0318(6) Uani 1 1 d . . . . .
H9 H 0.1595 0.4883 0.1107 0.038 Uiso 1 1 calc R . . . .
C17 C 0.5502(2) 0.84172(13) 0.28068(17) 0.0313(5) Uani 1 1 d . . . . .
H17 H 0.6311 0.8523 0.2737 0.038 Uiso 1 1 calc R . . . .
C16 C 0.4678(2) 0.89443(13) 0.28530(16) 0.0300(5) Uani 1 1 d . . . . .
H16 H 0.4925 0.9414 0.2822 0.036 Uiso 1 1 calc R . . . .
C5 C 0.6607(2) 0.55218(13) 0.32688(16) 0.0283(5) Uani 1 1 d . . . . .
H5 H 0.7095 0.5361 0.2878 0.034 Uiso 1 1 calc R . . . .
C36 C 0.0134(2) 0.46646(14) 0.32093(17) 0.0322(6) Uani 1 1 d . . . . .
C33 C -0.1345(2) 0.69959(16) 0.46364(18) 0.0374(6) Uani 1 1 d . . . . .
H33A H -0.1125 0.6700 0.5172 0.056 Uiso 1 1 calc GR . . . .
H33B H -0.2241 0.6963 0.4369 0.056 Uiso 1 1 calc GR . . . .
H33C H -0.1125 0.7478 0.4807 0.056 Uiso 1 1 calc GR . . . .
C32 C -0.1244(2) 0.69294(16) 0.30559(17) 0.0356(6) Uani 1 1 d . . . . .
H32A H -0.0958 0.7385 0.2906 0.053 Uiso 1 1 calc GR . . . .
H32B H -0.2151 0.6936 0.2964 0.053 Uiso 1 1 calc GR . . . .
H32C H -0.1010 0.6576 0.2667 0.053 Uiso 1 1 calc GR . . . .
C34 C 0.6526(3) 0.96318(15) 0.5619(2) 0.0440(7) Uani 1 1 d . . . . .
H34A H 0.6256 0.9606 0.4960 0.066 Uiso 1 1 calc GR . . . .
H34B H 0.7071 1.0034 0.5792 0.066 Uiso 1 1 calc GR . . . .
H34C H 0.5796 0.9678 0.5871 0.066 Uiso 1 1 calc GR . . . .
C35 C 0.8456(3) 0.90084(17) 0.5812(2) 0.0444(7) Uani 1 1 d . . . . .
H35A H 0.8940 0.8630 0.6157 0.067 Uiso 1 1 calc GR . . . .
H35B H 0.8860 0.9452 0.6010 0.067 Uiso 1 1 calc GR . . . .
H35C H 0.8409 0.8942 0.5169 0.067 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P1 C13 1.797(2) . ?
P1 C7 1.793(2) . ?
P1 C21 1.778(2) . ?
P1 C1 1.781(2) . ?
S1 O3 1.4362(18) . ?
S1 O1 1.437(2) . ?
S1 O2 1.429(2) . ?
S1 C36 1.818(3) . ?
F3 C36 1.329(3) . ?
F1 C36 1.333(3) . ?
F2 C36 1.324(3) . ?
N1 C23 1.373(3) . ?
N1 C33 1.444(3) . ?
N1 C32 1.448(3) . ?
N2 C29 1.410(3) . ?
N2 C34 1.442(4) . ?
N2 C35 1.469(3) . ?
C13 C14 1.398(3) . ?
C13 C18 1.393(3) . ?
C26 C31 1.386(3) . ?
C26 C19 1.539(3) . ?
C26 C27 1.396(3) . ?
C7 C12 1.392(3) . ?
C7 C8 1.396(3) . ?
C21 C20 1.397(3) . ?
C21 C22 1.397(3) . ?
C20 C25 1.391(3) . ?
C20 C19 1.513(3) . ?
C2 C1 1.402(3) . ?
C2 C19 1.521(3) . ?
C2 C3 1.400(3) . ?
C6 H6 0.9500 . ?
C6 C1 1.399(3) . ?
C6 C5 1.390(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.375(3) . ?
C24 C23 1.408(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(3) . ?
C31 H31 0.9500 . ?
C31 C30 1.392(3) . ?
C25 H25 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.402(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.389(3) . ?
C19 H19 1.0000 . ?
C30 H30 0.9500 . ?
C30 C29 1.393(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.378(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C17 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.384(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C29 C28 1.398(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.390(4) . ?
C28 H28 0.9500 . ?
C9 H9 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.380(4) . ?
C16 H16 0.9500 . ?
C5 H5 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?

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 P1 C13 110.36(10) . . ?
C21 P1 C13 111.36(10) . . ?
C21 P1 C7 110.36(10) . . ?
C21 P1 C1 105.05(10) . . ?
C1 P1 C13 109.90(10) . . ?
C1 P1 C7 109.67(10) . . ?
O3 S1 O1 114.92(12) . . ?
O3 S1 C36 103.14(11) . . ?
O1 S1 C36 102.77(13) . . ?
O2 S1 O3 114.81(13) . . ?
O2 S1 O1 116.21(13) . . ?
O2 S1 C36 102.16(12) . . ?
C23 N1 C33 119.8(2) . . ?
C23 N1 C32 118.65(19) . . ?
C33 N1 C32 115.9(2) . . ?
C29 N2 C34 116.6(2) . . ?
C29 N2 C35 116.0(2) . . ?
C34 N2 C35 111.6(2) . . ?
C14 C13 P1 120.15(16) . . ?
C18 C13 P1 119.66(17) . . ?
C18 C13 C14 120.2(2) . . ?
C31 C26 C19 123.4(2) . . ?
C31 C26 C27 117.0(2) . . ?
C27 C26 C19 119.6(2) . . ?
C12 C7 P1 121.14(18) . . ?
C12 C7 C8 120.4(2) . . ?
C8 C7 P1 118.41(17) . . ?
C20 C21 P1 118.66(16) . . ?
C22 C21 P1 118.81(16) . . ?
C22 C21 C20 122.50(19) . . ?
C21 C20 C19 123.60(19) . . ?
C25 C20 C21 116.4(2) . . ?
C25 C20 C19 119.84(19) . . ?
C1 C2 C19 122.18(19) . . ?
C3 C2 C1 117.6(2) . . ?
C3 C2 C19 120.1(2) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C1 119.8(2) . . ?
C2 C1 P1 119.35(17) . . ?
C6 C1 P1 119.44(17) . . ?
C6 C1 C2 121.2(2) . . ?
C25 C24 H24 119.2 . . ?
C25 C24 C23 121.5(2) . . ?
C23 C24 H24 119.2 . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.2(2) . . ?
C15 C14 H14 120.4 . . ?
C26 C31 H31 119.0 . . ?
C26 C31 C30 122.0(2) . . ?
C30 C31 H31 119.0 . . ?
C20 C25 H25 118.9 . . ?
C24 C25 C20 122.3(2) . . ?
C24 C25 H25 118.9 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.3(2) . . ?
C23 C22 H22 119.9 . . ?
N1 C23 C24 121.4(2) . . ?
N1 C23 C22 121.6(2) . . ?
C22 C23 C24 117.1(2) . . ?
C7 C12 H12 120.3 . . ?
C11 C12 C7 119.4(2) . . ?
C11 C12 H12 120.3 . . ?
C26 C19 H19 107.3 . . ?
C20 C19 C26 111.51(18) . . ?
C20 C19 C2 114.36(18) . . ?
C20 C19 H19 107.3 . . ?
C2 C19 C26 108.79(18) . . ?
C2 C19 H19 107.3 . . ?
C31 C30 H30 119.7 . . ?
C31 C30 C29 120.7(2) . . ?
C29 C30 H30 119.7 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.4(2) . . ?
C28 C27 H27 119.3 . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.7(2) . . ?
C9 C8 H8 120.2 . . ?
C13 C18 H18 120.1 . . ?
C17 C18 C13 119.8(2) . . ?
C17 C18 H18 120.1 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(2) . . ?
C4 C3 H3 119.5 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C12 C11 H11 119.9 . . ?
C10 C11 C12 120.2(2) . . ?
C10 C11 H11 119.9 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C30 C29 N2 122.2(2) . . ?
C30 C29 C28 117.3(2) . . ?
C28 C29 N2 120.5(2) . . ?
C11 C10 H10 119.8 . . ?
C11 C10 C9 120.4(2) . . ?
C9 C10 H10 119.8 . . ?
C27 C28 C29 121.5(2) . . ?
C27 C28 H28 119.2 . . ?
C29 C28 H28 119.2 . . ?
C8 C9 C10 119.9(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.8(2) . . ?
C16 C17 H17 120.1 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.5(2) . . ?
C17 C16 H16 119.8 . . ?
C6 C5 H5 120.4 . . ?
C4 C5 C6 119.3(2) . . ?
C4 C5 H5 120.4 . . ?
F3 C36 S1 111.60(18) . . ?
F3 C36 F1 107.0(2) . . ?
F1 C36 S1 111.77(18) . . ?
F2 C36 S1 111.58(18) . . ?
F2 C36 F3 106.3(2) . . ?
F2 C36 F1 108.3(2) . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N2 C34 H34A 109.5 . . ?
N2 C34 H34B 109.5 . . ?
N2 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N2 C35 H35A 109.5 . . ?
N2 C35 H35B 109.5 . . ?
N2 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?

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
P1 C13 C14 C15 177.38(17) . . . . ?
P1 C13 C18 C17 -177.32(19) . . . . ?
P1 C7 C12 C11 -178.89(18) . . . . ?
P1 C7 C8 C9 178.89(18) . . . . ?
P1 C21 C20 C25 176.56(17) . . . . ?
P1 C21 C20 C19 1.7(3) . . . . ?
P1 C21 C22 C23 -176.95(17) . . . . ?
O3 S1 C36 F3 -55.1(2) . . . . ?
O3 S1 C36 F1 -174.96(18) . . . . ?
O3 S1 C36 F2 63.6(2) . . . . ?
O1 S1 C36 F3 -174.92(18) . . . . ?
O1 S1 C36 F1 65.3(2) . . . . ?
O1 S1 C36 F2 -56.2(2) . . . . ?
O2 S1 C36 F3 64.3(2) . . . . ?
O2 S1 C36 F1 -55.5(2) . . . . ?
O2 S1 C36 F2 -177.0(2) . . . . ?
N2 C29 C28 C27 -179.2(2) . . . . ?
C13 P1 C7 C12 -10.5(2) . . . . ?
C13 P1 C7 C8 171.29(17) . . . . ?
C13 P1 C21 C20 -92.74(19) . . . . ?
C13 P1 C21 C22 85.3(2) . . . . ?
C13 P1 C1 C2 96.77(19) . . . . ?
C13 P1 C1 C6 -83.7(2) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C13 C18 C17 C16 -0.2(4) . . . . ?
C26 C31 C30 C29 0.6(3) . . . . ?
C26 C27 C28 C29 0.4(4) . . . . ?
C7 P1 C13 C14 85.14(19) . . . . ?
C7 P1 C13 C18 -96.3(2) . . . . ?
C7 P1 C21 C20 144.33(18) . . . . ?
C7 P1 C21 C22 -37.6(2) . . . . ?
C7 P1 C1 C2 -141.74(18) . . . . ?
C7 P1 C1 C6 37.8(2) . . . . ?
C7 C12 C11 C10 0.3(4) . . . . ?
C7 C8 C9 C10 -0.2(4) . . . . ?
C21 P1 C13 C14 -37.8(2) . . . . ?
C21 P1 C13 C18 140.74(19) . . . . ?
C21 P1 C7 C12 113.05(19) . . . . ?
C21 P1 C7 C8 -65.2(2) . . . . ?
C21 P1 C1 C2 -23.1(2) . . . . ?
C21 P1 C1 C6 156.37(18) . . . . ?
C21 C20 C25 C24 0.0(3) . . . . ?
C21 C20 C19 C26 87.6(3) . . . . ?
C21 C20 C19 C2 -36.4(3) . . . . ?
C21 C22 C23 N1 -177.3(2) . . . . ?
C21 C22 C23 C24 0.8(3) . . . . ?
C20 C21 C22 C23 1.0(3) . . . . ?
C2 C3 C4 C5 -0.9(4) . . . . ?
C1 P1 C13 C14 -153.79(18) . . . . ?
C1 P1 C13 C18 24.8(2) . . . . ?
C1 P1 C7 C12 -131.68(18) . . . . ?
C1 P1 C7 C8 50.1(2) . . . . ?
C1 P1 C21 C20 26.2(2) . . . . ?
C1 P1 C21 C22 -155.78(18) . . . . ?
C1 C2 C19 C26 -85.8(2) . . . . ?
C1 C2 C19 C20 39.6(3) . . . . ?
C1 C2 C3 C4 3.9(3) . . . . ?
C1 C6 C5 C4 3.2(3) . . . . ?
C14 C13 C18 C17 1.2(4) . . . . ?
C14 C15 C16 C17 0.9(4) . . . . ?
C31 C26 C19 C20 -10.5(3) . . . . ?
C31 C26 C19 C2 116.6(2) . . . . ?
C31 C26 C27 C28 -3.5(3) . . . . ?
C31 C30 C29 N2 178.7(2) . . . . ?
C31 C30 C29 C28 -3.6(3) . . . . ?
C25 C20 C19 C26 -87.1(2) . . . . ?
C25 C20 C19 C2 148.9(2) . . . . ?
C25 C24 C23 N1 176.0(2) . . . . ?
C25 C24 C23 C22 -2.2(3) . . . . ?
C22 C21 C20 C25 -1.4(3) . . . . ?
C22 C21 C20 C19 -176.2(2) . . . . ?
C23 C24 C25 C20 1.8(4) . . . . ?
C12 C7 C8 C9 0.6(3) . . . . ?
C12 C11 C10 C9 0.1(4) . . . . ?
C19 C26 C31 C30 -174.4(2) . . . . ?
C19 C26 C27 C28 174.0(2) . . . . ?
C19 C20 C25 C24 175.1(2) . . . . ?
C19 C2 C1 P1 -7.9(3) . . . . ?
C19 C2 C1 C6 172.6(2) . . . . ?
C19 C2 C3 C4 -172.2(2) . . . . ?
C30 C29 C28 C27 3.2(3) . . . . ?
C27 C26 C31 C30 3.0(3) . . . . ?
C27 C26 C19 C20 172.25(19) . . . . ?
C27 C26 C19 C2 -60.7(3) . . . . ?
C8 C7 C12 C11 -0.7(3) . . . . ?
C18 C13 C14 C15 -1.2(3) . . . . ?
C18 C17 C16 C15 -0.8(4) . . . . ?
C3 C2 C1 P1 176.16(17) . . . . ?
C3 C2 C1 C6 -3.3(3) . . . . ?
C3 C2 C19 C26 90.1(2) . . . . ?
C3 C2 C19 C20 -144.5(2) . . . . ?
C3 C4 C5 C6 -2.7(4) . . . . ?
C11 C10 C9 C8 -0.2(4) . . . . ?
C5 C6 C1 P1 -179.63(18) . . . . ?
C5 C6 C1 C2 -0.1(3) . . . . ?
C33 N1 C23 C24 24.9(4) . . . . ?
C33 N1 C23 C22 -157.0(2) . . . . ?
C32 N1 C23 C24 177.3(2) . . . . ?
C32 N1 C23 C22 -4.7(4) . . . . ?
C34 N2 C29 C30 -9.0(3) . . . . ?
C34 N2 C29 C28 173.4(2) . . . . ?
C35 N2 C29 C30 -143.6(2) . . . . ?
C35 N2 C29 C28 38.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli72_1_0m_c
_database_code_depnum_ccdc_archive 'CCDC 2039036'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-10-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        C33H29AuBClF4NP
_chemical_formula_moiety         'C33 H29 Au Cl N P, B F4'
_chemical_formula_sum            'C33 H29 Au B Cl F4 N P'
_chemical_formula_weight         789.77
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.2171(6)
_cell_length_b                   20.0635(13)
_cell_length_c                   9.9302(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.472(2)
_cell_angle_gamma                90
_cell_volume                     1523.51(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9859
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      29.45
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.733
_shelx_estimated_absorpt_T_min   0.219
_exptl_absorpt_coefficient_mu    5.017
_exptl_absorpt_correction_T_max  0.3807
_exptl_absorpt_correction_T_min  0.2670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0883 before and 0.0480 after correction.
The Ratio of minimum to maximum transmission is 0.7013.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.435
_exptl_crystal_size_mid          0.079
_exptl_crystal_size_min          0.066
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            44729
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.115
_diffrn_reflns_theta_min         2.427
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.949
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                8504
_reflns_number_total             8965
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.349
_refine_diff_density_min         -1.388
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.490(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         8965
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      1.100
_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)+3.3738P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0558
_refine_ls_wR_factor_ref         0.0571
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.510(8)
 0.490(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
C10 \\sim C11: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C8 \\sim C9: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C29 \\sim C28: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C30 \\sim C31: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C30) = Uanis(C29)
4. Others
 Sof(F1A)=1-FVAR(1)
 Sof(F1)=FVAR(1)
 Sof(F3A)=1-FVAR(2)
 Sof(F3)=FVAR(2)
 Sof(F4A)=1-FVAR(3)
 Sof(F4)=FVAR(3)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C24(H24),
  C25(H25), C30(H30), C29(H29), C28(H28), C27(H27), C31(H31)
5.b Fitted hexagon refined as free rotating group:
 C7(C8,C9,C10,C11,C12), C30(C29,C28,C27,C26,C31)
5.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au1 Au 0.48523(3) 0.43686(3) 0.52680(2) 0.03030(5) Uani 1 1 d . . . . .
Cl1 Cl 0.4761(2) 0.44563(16) 0.75347(15) 0.0400(6) Uani 1 1 d . . . . .
P1 P 0.48538(19) 0.42524(8) 0.30324(17) 0.0286(5) Uani 1 1 d . . . . .
N1 N 1.2332(8) 0.2925(3) 0.6286(8) 0.0448(15) Uani 1 1 d . . . . .
C1 C 0.5760(10) 0.4945(3) 0.2331(8) 0.0359(16) Uani 1 1 d . . . . .
C2 C 0.7168(12) 0.5314(3) 0.3261(8) 0.0420(18) Uani 1 1 d . . . . .
C3 C 0.7799(15) 0.5855(4) 0.2697(11) 0.064(3) Uani 1 1 d . . . . .
H3 H 0.8700 0.6128 0.3328 0.076 Uiso 1 1 calc R . . . .
C4 C 0.712(2) 0.5994(5) 0.1230(15) 0.067(4) Uani 1 1 d . . . . .
H4 H 0.7617 0.6337 0.0844 0.080 Uiso 1 1 calc R . . . .
C5 C 0.5721(15) 0.5632(4) 0.0334(10) 0.063(3) Uani 1 1 d . . . . .
H5 H 0.5211 0.5744 -0.0664 0.076 Uiso 1 1 calc R . . . .
C6 C 0.5051(12) 0.5109(3) 0.0871(8) 0.0461(19) Uani 1 1 d . . . . .
H6 H 0.4097 0.4858 0.0237 0.055 Uiso 1 1 calc R . . . .
C7 C 0.2620(5) 0.4160(2) 0.1761(4) 0.0388(17) Uani 1 1 d . . . . .
C8 C 0.1518(8) 0.4710(2) 0.1387(6) 0.067(3) Uani 1 1 d G U . . .
H8 H 0.1956 0.5139 0.1741 0.080 Uiso 1 1 calc R . . . .
C9 C -0.0226(7) 0.4633(4) 0.0495(6) 0.108(7) Uani 1 1 d G U . . .
H9 H -0.0979 0.5009 0.0239 0.129 Uiso 1 1 calc R . . . .
C10 C -0.0866(4) 0.4004(5) -0.0024(5) 0.109(6) Uani 1 1 d G U . . .
H10 H -0.2058 0.3951 -0.0634 0.131 Uiso 1 1 calc R . . . .
C11 C 0.0236(7) 0.3454(4) 0.0350(6) 0.094(5) Uani 1 1 d G U . . .
H11 H -0.0202 0.3025 -0.0004 0.113 Uiso 1 1 calc R . . . .
C12 C 0.1979(6) 0.3532(2) 0.1243(6) 0.056(2) Uani 1 1 d G . . . .
H12 H 0.2732 0.3155 0.1498 0.067 Uiso 1 1 calc R . . . .
C13 C 0.5968(9) 0.3508(3) 0.2813(9) 0.0342(15) Uani 1 1 d . . . . .
C14 C 0.6113(10) 0.3372(4) 0.1486(10) 0.0455(18) Uani 1 1 d . . . . .
H14 H 0.5674 0.3674 0.0698 0.055 Uiso 1 1 calc R . . . .
C15 C 0.6913(17) 0.2785(6) 0.1353(18) 0.065(4) Uani 1 1 d . . . . .
H15 H 0.6968 0.2672 0.0442 0.078 Uiso 1 1 calc R . . . .
C16 C 0.7630(12) 0.2361(5) 0.2499(15) 0.083(4) Uani 1 1 d . . . . .
H16 H 0.8219 0.1970 0.2386 0.099 Uiso 1 1 calc R . . . .
C17 C 0.7503(12) 0.2498(4) 0.3790(13) 0.069(3) Uani 1 1 d . . . . .
H17 H 0.7993 0.2199 0.4577 0.083 Uiso 1 1 calc R . . . .
C18 C 0.6668(8) 0.3068(3) 0.3978(9) 0.0440(18) Uani 1 1 d . . . . .
H18 H 0.6570 0.3160 0.4884 0.053 Uiso 1 1 calc R . . . .
C19 C 0.8086(10) 0.5148(3) 0.4822(8) 0.0401(17) Uani 1 1 d . . . . .
C20 C 0.9082(8) 0.4584(3) 0.5187(7) 0.0388(17) Uani 1 1 d . . . . .
C21 C 0.9642(7) 0.4285(5) 0.6610(6) 0.038(2) Uani 1 1 d . . . . .
H21 H 0.9273 0.4482 0.7320 0.046 Uiso 1 1 calc R . . . .
C22 C 1.0656(9) 0.3743(4) 0.6969(8) 0.0441(18) Uani 1 1 d . . . . .
H22 H 1.0965 0.3559 0.7911 0.053 Uiso 1 1 calc R . . . .
C23 C 1.1286(8) 0.3437(4) 0.5943(8) 0.0412(17) Uani 1 1 d . . . . .
C24 C 1.0682(8) 0.3701(4) 0.4500(8) 0.0436(18) Uani 1 1 d . . . . .
H24 H 1.1020 0.3493 0.3784 0.052 Uiso 1 1 calc R . . . .
C25 C 0.9640(7) 0.4243(4) 0.4151(6) 0.038(2) Uani 1 1 d . . . . .
H25 H 0.9259 0.4407 0.3188 0.046 Uiso 1 1 calc R . . . .
C30 C 0.5967(11) 0.6372(3) 0.6512(8) 0.137(6) Uani 1 1 d . U . . .
H30 H 0.4861 0.6581 0.6288 0.164 Uiso 1 1 calc R . . . .
C29 C 0.7318(14) 0.6510(3) 0.7816(8) 0.137(6) Uani 1 1 d G U . . .
H29 H 0.7135 0.6814 0.8481 0.164 Uiso 1 1 calc R . . A .
C28 C 0.8936(12) 0.6205(3) 0.8144(6) 0.129(7) Uani 1 1 d G U . B 2
H28 H 0.9860 0.6299 0.9035 0.155 Uiso 1 1 calc R . . B 2
C27 C 0.9203(9) 0.5761(3) 0.7170(6) 0.093(5) Uani 1 1 d G . . B 2
H27 H 1.0309 0.5553 0.7395 0.112 Uiso 1 1 calc R . . B 2
C26 C 0.7852(9) 0.5623(2) 0.5867(6) 0.061(3) Uani 1 1 d G . . . .
C31 C 0.6234(9) 0.5928(3) 0.5538(6) 0.083(4) Uani 1 1 d G U . . .
H31 H 0.5311 0.5834 0.4648 0.100 Uiso 1 1 calc R . . . .
C32 C 1.2903(12) 0.2567(4) 0.5277(10) 0.058(2) Uani 1 1 d . . . . .
H32A H 1.1881 0.2426 0.4444 0.087 Uiso 1 1 calc GR . . . .
H32B H 1.3576 0.2174 0.5754 0.087 Uiso 1 1 calc GR . . . .
H32C H 1.3639 0.2858 0.4946 0.087 Uiso 1 1 calc GR . . . .
C33 C 1.3133(12) 0.2707(4) 0.7830(10) 0.056(2) Uani 1 1 d . . . . .
H33A H 1.3642 0.3094 0.8443 0.084 Uiso 1 1 calc GR . . . .
H33B H 1.4050 0.2378 0.7929 0.084 Uiso 1 1 calc GR . . . .
H33C H 1.2231 0.2507 0.8130 0.084 Uiso 1 1 calc GR . . . .
B1 B -0.1946(15) 0.1917(6) -0.2234(12) 0.058(3) Uani 1 1 d . . . . .
F2 F -0.3015(11) 0.2457(4) -0.2640(9) 0.118(3) Uani 1 1 d . . . C 1
F3 F -0.238(4) 0.1388(16) -0.201(6) 0.23(3) Uani 0.48(4) 1 d . . P C 1
F4 F -0.217(3) 0.1727(9) -0.0929(16) 0.110(7) Uani 0.55(2) 1 d . . P C 1
F1 F -0.0509(19) 0.2013(6) -0.226(4) 0.164(17) Uani 0.65(4) 1 d . . P C 2
F3A F -0.291(4) 0.1445(11) -0.321(2) 0.104(10) Uani 0.52(4) 1 d . . P C 2
F4A F -0.043(2) 0.2139(9) -0.1127(14) 0.080(6) Uani 0.45(2) 1 d . . P C 2
F1A F -0.140(5) 0.172(3) -0.332(2) 0.18(3) Uani 0.35(4) 1 d . . P C 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au1 Cl1 2.2861(14) . ?
Au1 P1 2.2327(16) . ?
Au1 C19 3.250(6) . ?
P1 C1 1.831(7) . ?
P1 C7 1.817(4) . ?
P1 C13 1.805(7) . ?
N1 C23 1.302(10) . ?
N1 C32 1.443(9) . ?
N1 C33 1.495(11) . ?
C1 C2 1.399(11) . ?
C1 C6 1.389(10) . ?
C2 C3 1.405(9) . ?
C2 C19 1.492(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.375(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.381(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.3900 . ?
C7 C12 1.3900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3900 . ?
C9 H9 0.9500 . ?
C9 C10 1.3900 . ?
C10 H10 0.9500 . ?
C10 C11 1.3900 . ?
C11 H11 0.9500 . ?
C11 C12 1.3900 . ?
C12 H12 0.9500 . ?
C13 C14 1.393(11) . ?
C13 C18 1.401(11) . ?
C14 H14 0.9500 . ?
C14 C15 1.378(13) . ?
C15 H15 0.9500 . ?
C15 C16 1.369(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.353(16) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(10) . ?
C18 H18 0.9500 . ?
C19 C20 1.366(10) . ?
C19 C26 1.472(7) . ?
C20 C21 1.447(9) . ?
C20 C25 1.442(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.336(13) . ?
C22 H22 0.9500 . ?
C22 C23 1.438(9) . ?
C23 C24 1.436(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.348(11) . ?
C25 H25 0.9500 . ?
C30 H30 0.9500 . ?
C30 C29 1.3900 . ?
C30 C31 1.3900 . ?
C29 H29 0.9500 . ?
C29 C28 1.3900 . ?
C28 H28 0.9500 . ?
C28 C27 1.3900 . ?
C27 H27 0.9500 . ?
C27 C26 1.3900 . ?
C26 C31 1.3900 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
B1 F2 1.360(12) . ?
B1 F3 1.17(2) . ?
B1 F4 1.424(18) . ?
B1 F1 1.207(17) . ?
B1 F3A 1.381(17) . ?
B1 F4A 1.401(19) . ?
B1 F1A 1.37(2) . ?
F3 F4 1.23(6) . ?
F1 F4A 1.13(3) . ?

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
Cl1 Au1 C19 114.85(13) . . ?
P1 Au1 Cl1 177.66(9) . . ?
P1 Au1 C19 67.46(13) . . ?
C1 P1 Au1 116.6(2) . . ?
C7 P1 Au1 109.48(15) . . ?
C7 P1 C1 105.2(3) . . ?
C13 P1 Au1 113.0(3) . . ?
C13 P1 C1 106.7(3) . . ?
C13 P1 C7 105.0(3) . . ?
C23 N1 C32 124.2(7) . . ?
C23 N1 C33 119.9(6) . . ?
C32 N1 C33 115.7(7) . . ?
C2 C1 P1 120.2(5) . . ?
C6 C1 P1 120.2(6) . . ?
C6 C1 C2 119.6(6) . . ?
C1 C2 C3 118.8(8) . . ?
C1 C2 C19 123.4(6) . . ?
C3 C2 C19 117.8(8) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(9) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(8) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.5(9) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.6(9) . . ?
C5 C6 H6 119.7 . . ?
C8 C7 P1 119.9(3) . . ?
C8 C7 C12 120.0 . . ?
C12 C7 P1 120.0(3) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0 . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 120.0 . . ?
C11 C12 C7 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 P1 120.0(6) . . ?
C14 C13 C18 120.4(7) . . ?
C18 C13 P1 119.7(6) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 C13 117.9(10) . . ?
C15 C14 H14 121.1 . . ?
C14 C15 H15 119.1 . . ?
C16 C15 C14 121.8(13) . . ?
C16 C15 H15 119.1 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.1(9) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.8(10) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 H18 120.5 . . ?
C17 C18 C13 119.0(9) . . ?
C17 C18 H18 120.5 . . ?
C2 C19 Au1 97.0(4) . . ?
C20 C19 Au1 90.3(4) . . ?
C20 C19 C2 119.1(6) . . ?
C20 C19 C26 124.7(7) . . ?
C26 C19 Au1 83.8(3) . . ?
C26 C19 C2 116.2(6) . . ?
C19 C20 C21 123.3(6) . . ?
C19 C20 C25 121.3(6) . . ?
C25 C20 C21 115.4(7) . . ?
C20 C21 H21 118.6 . . ?
C22 C21 C20 122.8(6) . . ?
C22 C21 H21 118.6 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.7(7) . . ?
C23 C22 H22 119.7 . . ?
N1 C23 C22 121.8(7) . . ?
N1 C23 C24 120.4(6) . . ?
C24 C23 C22 117.8(7) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(6) . . ?
C25 C24 H24 119.7 . . ?
C20 C25 H25 118.8 . . ?
C24 C25 C20 122.5(6) . . ?
C24 C25 H25 118.8 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C26 C19 121.3(5) . . ?
C31 C26 C19 118.7(5) . . ?
C31 C26 C27 120.0 . . ?
C30 C31 H31 120.0 . . ?
C26 C31 C30 120.0 . . ?
C26 C31 H31 120.0 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
F2 B1 F4 101.5(11) . . ?
F3 B1 F2 125(2) . . ?
F3 B1 F4 55(3) . . ?
F1 B1 F3A 114.1(17) . . ?
F1 B1 F4A 50.8(16) . . ?
F3A B1 F4A 152.7(17) . . ?
B1 F3 F4 73(3) . . ?
F3 F4 B1 51.7(13) . . ?
F4A F1 B1 73.5(18) . . ?
F1 F4A B1 55.7(11) . . ?

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
Au1 P1 C1 C2 34.7(6) . . . . ?
Au1 P1 C1 C6 -145.3(5) . . . . ?
Au1 P1 C7 C8 74.3(3) . . . . ?
Au1 P1 C7 C12 -101.2(3) . . . . ?
Au1 P1 C13 C14 -178.7(5) . . . . ?
Au1 P1 C13 C18 1.9(6) . . . . ?
Au1 C19 C20 C21 -65.1(6) . . . . ?
Au1 C19 C20 C25 114.6(5) . . . . ?
Au1 C19 C26 C27 121.2(3) . . . . ?
Au1 C19 C26 C31 -57.9(3) . . . . ?
P1 C1 C2 C3 -178.1(6) . . . . ?
P1 C1 C2 C19 4.1(10) . . . . ?
P1 C1 C6 C5 179.7(6) . . . . ?
P1 C7 C8 C9 -175.5(3) . . . . ?
P1 C7 C12 C11 175.5(3) . . . . ?
P1 C13 C14 C15 -177.5(7) . . . . ?
P1 C13 C18 C17 179.4(6) . . . . ?
N1 C23 C24 C25 -178.1(6) . . . . ?
C1 P1 C7 C8 -51.7(3) . . . . ?
C1 P1 C7 C12 132.8(3) . . . . ?
C1 P1 C13 C14 -49.3(6) . . . . ?
C1 P1 C13 C18 131.3(6) . . . . ?
C1 C2 C3 C4 -4.4(14) . . . . ?
C1 C2 C19 Au1 -25.1(7) . . . . ?
C1 C2 C19 C20 69.2(9) . . . . ?
C1 C2 C19 C26 -111.5(7) . . . . ?
C2 C1 C6 C5 -0.2(11) . . . . ?
C2 C3 C4 C5 5.3(17) . . . . ?
C2 C19 C20 C21 -163.2(6) . . . . ?
C2 C19 C20 C25 16.4(9) . . . . ?
C2 C19 C26 C27 -144.1(5) . . . . ?
C2 C19 C26 C31 36.8(7) . . . . ?
C3 C2 C19 Au1 157.1(6) . . . . ?
C3 C2 C19 C20 -108.6(8) . . . . ?
C3 C2 C19 C26 70.7(9) . . . . ?
C3 C4 C5 C6 -3.6(16) . . . . ?
C4 C5 C6 C1 1.1(13) . . . . ?
C6 C1 C2 C3 1.8(11) . . . . ?
C6 C1 C2 C19 -176.0(6) . . . . ?
C7 P1 C1 C2 156.1(5) . . . . ?
C7 P1 C1 C6 -23.8(6) . . . . ?
C7 P1 C13 C14 62.0(6) . . . . ?
C7 P1 C13 C18 -117.4(5) . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C8 C7 C12 C11 0.0 . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C11 C12 C7 0.0 . . . . ?
C12 C7 C8 C9 0.0 . . . . ?
C13 P1 C1 C2 -92.7(7) . . . . ?
C13 P1 C1 C6 87.4(6) . . . . ?
C13 P1 C7 C8 -164.0(3) . . . . ?
C13 P1 C7 C12 20.5(4) . . . . ?
C13 C14 C15 C16 -3.4(15) . . . . ?
C14 C13 C18 C17 0.0(10) . . . . ?
C14 C15 C16 C17 2.8(17) . . . . ?
C15 C16 C17 C18 -0.7(15) . . . . ?
C16 C17 C18 C13 -0.7(12) . . . . ?
C18 C13 C14 C15 1.9(11) . . . . ?
C19 C2 C3 C4 173.6(9) . . . . ?
C19 C20 C21 C22 -178.1(7) . . . . ?
C19 C20 C25 C24 177.3(6) . . . . ?
C19 C26 C31 C30 179.1(5) . . . . ?
C20 C19 C26 C27 35.1(7) . . . . ?
C20 C19 C26 C31 -144.0(6) . . . . ?
C20 C21 C22 C23 1.6(11) . . . . ?
C21 C20 C25 C24 -3.1(9) . . . . ?
C21 C22 C23 N1 177.2(7) . . . . ?
C21 C22 C23 C24 -4.6(10) . . . . ?
C22 C23 C24 C25 3.7(9) . . . . ?
C23 C24 C25 C20 0.1(10) . . . . ?
C25 C20 C21 C22 2.2(10) . . . . ?
C30 C29 C28 C27 0.0 . . . . ?
C29 C30 C31 C26 0.0 . . . . ?
C29 C28 C27 C26 0.0 . . . . ?
C28 C27 C26 C19 -179.1(5) . . . . ?
C28 C27 C26 C31 0.0 . . . . ?
C27 C26 C31 C30 0.0 . . . . ?
C26 C19 C20 C21 17.6(10) . . . . ?
C26 C19 C20 C25 -162.8(6) . . . . ?
C31 C30 C29 C28 0.0 . . . . ?
C32 N1 C23 C22 175.3(6) . . . . ?
C32 N1 C23 C24 -2.9(10) . . . . ?
C33 N1 C23 C22 -9.7(10) . . . . ?
C33 N1 C23 C24 172.2(6) . . . . ?
F2 B1 F3 F4 -79(2) . . . . ?
F2 B1 F4 F3 124(2) . . . . ?
F3A B1 F1 F4A -153.0(17) . . . . ?
F3A B1 F4A F1 65(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.510(8)
2 0.490(8)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lw172c_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2039040'
loop_
_audit_author_name
_audit_author_address
'Lewis Wilkins'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C36 H33 Au N P S, 2(B F4)'
_chemical_formula_sum            'C36 H33 Au B2 F8 N P S'
_chemical_formula_weight         913.25
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.5012(19)
_cell_length_b                   15.8634(17)
_cell_length_c                   13.7254(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.673(4)
_cell_angle_gamma                90
_cell_volume                     3588.9(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9918
_cell_measurement_temperature    110.04(2)
_cell_measurement_theta_max      30.015
_cell_measurement_theta_min      2.283
_shelx_estimated_absorpt_T_max   0.687
_shelx_estimated_absorpt_T_min   0.165
_exptl_absorpt_coefficient_mu    4.271
_exptl_absorpt_correction_T_max  0.3807
_exptl_absorpt_correction_T_min  0.2012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. 
 wR2(int) was 0.1196 before and 0.0799 after correction. The Ratio 
 of minimum to maximum transmission is 0.5285. The λ/2 correction 
 factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.095
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            43201
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.092
_diffrn_reflns_theta_min         2.568
_diffrn_ambient_temperature      110.04(2)
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8347
_reflns_number_total             10407
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         3.508
_refine_diff_density_min         -2.794
_refine_diff_density_rms         0.200
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         10407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0450
_refine_ls_restrained_S_all      1.056
_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)+(0.0619P)²+12.0785P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1132
_refine_ls_wR_factor_ref         0.1286
_refine_special_details          
;
 ?
;
_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. Others
 Sof(F9)=1-FVAR(1)
 Sof(F8)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C36(H36A,H36B), C34(H34A,H34B), C35(H35A,H35B)
3.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C16(H16), C8(H8), C9(H9), C18(H18), C31(H31), C21(H21), C19(H19),
 C17(H17), C25(H25), C10(H10), C4(H4), C11(H11), C3(H3), C28(H28), C29(H29),
 C22(H22), C1(H1), C23(H23), C24(H24), C30(H30), C2(H2)
3.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Au1 Au 0.73936(2) 0.44852(2) 0.60184(2) 0.01933(7) Uani 1 1 d . . . . .
P1 P 0.63461(7) 0.35571(7) 0.60044(8) 0.0153(2) Uani 1 1 d . . . . .
S1 S 0.84789(8) 0.54312(7) 0.60957(10) 0.0252(2) Uani 1 1 d . . . . .
F1 F 0.6988(3) 0.9127(3) 0.3686(4) 0.0631(13) Uani 1 1 d . . . . .
F2 F 1.0353(2) 0.3095(3) 0.5709(3) 0.0546(10) Uani 1 1 d . . . . .
F3 F 0.7261(3) 0.7825(2) 0.4243(4) 0.0648(13) Uani 1 1 d . . . . .
F4 F 0.5952(2) 0.8308(3) 0.4149(3) 0.0540(10) Uani 1 1 d . . . . .
N1 N 0.8554(2) 0.3885(3) 0.3663(3) 0.0235(8) Uani 1 1 d . . . . .
F5 F 0.6863(3) 0.8812(3) 0.5265(3) 0.0659(13) Uani 1 1 d . . . . .
F6 F 0.9535(3) 0.2322(3) 0.6653(4) 0.0712(14) Uani 1 1 d . . . . .
C15 C 0.5674(3) 0.3643(3) 0.4912(3) 0.0157(8) Uani 1 1 d . . . . .
C14 C 0.5996(3) 0.3680(3) 0.3978(3) 0.0166(8) Uani 1 1 d . . . . .
C7 C 0.7371(3) 0.3005(3) 0.3790(3) 0.0178(8) Uani 1 1 d . . . . .
C26 C 0.6664(3) 0.2464(3) 0.6040(3) 0.0186(8) Uani 1 1 d . . . . .
C6 C 0.6888(3) 0.3725(3) 0.3820(3) 0.0172(8) Uani 1 1 d . . . . .
C12 C 0.8228(3) 0.3096(3) 0.3719(3) 0.0220(9) Uani 1 1 d . . . . .
C20 C 0.5722(3) 0.3732(3) 0.7039(3) 0.0187(8) Uani 1 1 d . . . . .
C27 C 0.7476(3) 0.2278(3) 0.6313(3) 0.0223(9) Uani 1 1 d . . . . .
H27 H 0.7844 0.2717 0.6492 0.027 Uiso 1 1 calc R . . . .
C5 C 0.7234(3) 0.4520(3) 0.3656(3) 0.0183(8) Uani 1 1 d . . . . .
C13 C 0.8088(3) 0.4587(3) 0.3563(3) 0.0221(9) Uani 1 1 d . . . . .
C16 C 0.4839(3) 0.3679(3) 0.4991(3) 0.0216(9) Uani 1 1 d . . . . .
H16 H 0.4620 0.3668 0.5619 0.026 Uiso 1 1 calc R . . . .
C8 C 0.7033(3) 0.2176(3) 0.3808(3) 0.0191(8) Uani 1 1 d . . . . .
H8 H 0.6463 0.2106 0.3842 0.023 Uiso 1 1 calc R . . . .
C9 C 0.7522(3) 0.1486(3) 0.3776(3) 0.0244(9) Uani 1 1 d . . . . .
H9 H 0.7293 0.0937 0.3791 0.029 Uiso 1 1 calc R . . . .
C18 C 0.4626(3) 0.3750(3) 0.3249(3) 0.0220(9) Uani 1 1 d . . . . .
H18 H 0.4272 0.3774 0.2684 0.026 Uiso 1 1 calc R . . . .
C31 C 0.6122(3) 0.1816(3) 0.5786(3) 0.0224(9) Uani 1 1 d . . . . .
H31 H 0.5573 0.1939 0.5600 0.027 Uiso 1 1 calc R . . . .
C21 C 0.5889(3) 0.4434(3) 0.7629(3) 0.0200(9) Uani 1 1 d . . . . .
H21 H 0.6310 0.4811 0.7470 0.024 Uiso 1 1 calc R . . . .
C19 C 0.5463(3) 0.3736(3) 0.3165(3) 0.0207(9) Uani 1 1 d . . . . .
H19 H 0.5676 0.3764 0.2535 0.025 Uiso 1 1 calc R . . . .
F7 F 0.9065(3) 0.3481(3) 0.5922(5) 0.090(2) Uani 1 1 d . . . . .
C33 C 0.8073(3) 0.6481(3) 0.5777(4) 0.0286(10) Uani 1 1 d . . . . .
H33A H 0.8480 0.6816 0.5439 0.034 Uiso 1 1 calc R . . . .
H33B H 0.7578 0.6430 0.5344 0.034 Uiso 1 1 calc R . . . .
C17 C 0.4318(3) 0.3731(3) 0.4169(4) 0.0244(9) Uani 1 1 d . . . . .
H17 H 0.3748 0.3752 0.4238 0.029 Uiso 1 1 calc R . . . .
C25 C 0.5103(3) 0.3185(3) 0.7284(3) 0.0207(9) Uani 1 1 d . . . . .
H25 H 0.4987 0.2700 0.6896 0.025 Uiso 1 1 calc R . . . .
C10 C 0.8377(3) 0.1587(3) 0.3720(4) 0.0321(11) Uani 1 1 d . . . . .
H10 H 0.8716 0.1104 0.3701 0.038 Uiso 1 1 calc R . . . .
C4 C 0.6757(3) 0.5267(3) 0.3582(4) 0.0241(9) Uani 1 1 d . . . . .
H4 H 0.6190 0.5233 0.3663 0.029 Uiso 1 1 calc R . . . .
C11 C 0.8710(3) 0.2366(3) 0.3692(5) 0.0336(12) Uani 1 1 d . . . . .
H11 H 0.9281 0.2421 0.3653 0.040 Uiso 1 1 calc R . . . .
C3 C 0.7096(3) 0.6028(3) 0.3397(4) 0.0286(10) Uani 1 1 d . . . . .
H3 H 0.6769 0.6521 0.3339 0.034 Uiso 1 1 calc R . . . .
C36 C 0.8619(4) 0.5679(3) 0.7411(4) 0.0300(11) Uani 1 1 d . . . . .
H36A H 0.8192 0.5409 0.7787 0.036 Uiso 1 1 calc R . . . .
H36B H 0.9157 0.5484 0.7672 0.036 Uiso 1 1 calc R . . . .
C28 C 0.7737(4) 0.1442(3) 0.6317(4) 0.0288(11) Uani 1 1 d . . . . .
H28 H 0.8287 0.1311 0.6485 0.035 Uiso 1 1 calc R . . . .
C29 C 0.7191(4) 0.0801(3) 0.6076(4) 0.0326(12) Uani 1 1 d . . . . .
H29 H 0.7366 0.0230 0.6095 0.039 Uiso 1 1 calc R . . . .
C22 C 0.5442(4) 0.4585(3) 0.8448(4) 0.0266(10) Uani 1 1 d . . . . .
H22 H 0.5559 0.5064 0.8846 0.032 Uiso 1 1 calc R . . . .
C1 C 0.8430(3) 0.5388(3) 0.3368(4) 0.0278(10) Uani 1 1 d . . . . .
H1 H 0.8997 0.5443 0.3290 0.033 Uiso 1 1 calc R . . . .
C23 C 0.4835(3) 0.4042(3) 0.8678(4) 0.0269(10) Uani 1 1 d . . . . .
H23 H 0.4536 0.4142 0.9242 0.032 Uiso 1 1 calc R . . . .
C32 C 0.9455(3) 0.3966(4) 0.3689(5) 0.0374(13) Uani 1 1 d . . . . .
H32A H 0.9698 0.3551 0.4143 0.056 Uiso 1 1 calc GR . . . .
H32B H 0.9611 0.4535 0.3905 0.056 Uiso 1 1 calc GR . . . .
H32C H 0.9650 0.3867 0.3035 0.056 Uiso 1 1 calc GR . . . .
C24 C 0.4655(3) 0.3349(3) 0.8095(4) 0.0256(10) Uani 1 1 d . . . . .
H24 H 0.4223 0.2984 0.8251 0.031 Uiso 1 1 calc R . . . .
C34 C 0.7875(4) 0.6894(4) 0.6731(4) 0.0327(11) Uani 1 1 d . . . . .
H34A H 0.7343 0.6698 0.6946 0.039 Uiso 1 1 calc R . . . .
H34B H 0.7860 0.7515 0.6661 0.039 Uiso 1 1 calc R . . . .
C30 C 0.6398(4) 0.0988(3) 0.5809(4) 0.0271(10) Uani 1 1 d . . . . .
H30 H 0.6032 0.0544 0.5637 0.033 Uiso 1 1 calc R . . . .
C35 C 0.8558(3) 0.6629(3) 0.7465(4) 0.0307(11) Uani 1 1 d . . . . .
H35A H 0.9077 0.6892 0.7296 0.037 Uiso 1 1 calc R . . . .
H35B H 0.8430 0.6807 0.8131 0.037 Uiso 1 1 calc R . . . .
F8 F 1.0154(8) 0.3365(9) 0.7263(7) 0.056(4) Uani 0.59(3) 1 d . . P A 1
C2 C 0.7943(4) 0.6072(3) 0.3293(4) 0.0310(11) Uani 1 1 d . . . . .
H2 H 0.8180 0.6604 0.3166 0.037 Uiso 1 1 calc R . . . .
B1 B 0.6771(4) 0.8506(4) 0.4330(5) 0.0304(12) Uani 1 1 d . . . . .
B2 B 0.9749(5) 0.3128(6) 0.6366(6) 0.0489(19) Uani 1 1 d . . . . .
F9 F 0.9801(11) 0.3876(16) 0.6973(13) 0.064(8) Uani 0.41(3) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au1 P1 2.2699(11) . ?
Au1 S1 2.3352(12) . ?
P1 C15 1.828(4) . ?
P1 C26 1.811(4) . ?
P1 C20 1.814(5) . ?
S1 C33 1.840(5) . ?
S1 C36 1.852(6) . ?
F1 B1 1.382(7) . ?
F2 B2 1.375(8) . ?
F3 B1 1.359(7) . ?
F4 B1 1.398(8) . ?
N1 C12 1.366(6) . ?
N1 C13 1.356(6) . ?
N1 C32 1.491(6) . ?
F5 B1 1.374(7) . ?
F6 B2 1.388(10) . ?
C15 C14 1.410(6) . ?
C15 C16 1.389(6) . ?
C14 C6 1.500(6) . ?
C14 C19 1.392(6) . ?
C7 C6 1.395(6) . ?
C7 C12 1.430(6) . ?
C7 C8 1.428(6) . ?
C26 C27 1.405(7) . ?
C26 C31 1.396(6) . ?
C6 C5 1.406(6) . ?
C12 C11 1.406(7) . ?
C20 C21 1.397(6) . ?
C20 C25 1.393(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.394(6) . ?
C5 C13 1.426(7) . ?
C5 C4 1.424(7) . ?
C13 C1 1.421(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.362(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.427(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.391(7) . ?
C18 C17 1.383(7) . ?
C31 H31 0.9500 . ?
C31 C30 1.390(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.393(7) . ?
C19 H19 0.9500 . ?
F7 B2 1.376(10) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.513(8) . ?
C17 H17 0.9500 . ?
C25 H25 0.9500 . ?
C25 C24 1.389(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.354(8) . ?
C4 H4 0.9500 . ?
C4 C3 1.359(7) . ?
C11 H11 0.9500 . ?
C3 H3 0.9500 . ?
C3 C2 1.414(8) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C35 1.512(7) . ?
C28 H28 0.9500 . ?
C28 C29 1.388(8) . ?
C29 H29 0.9500 . ?
C29 C30 1.374(8) . ?
C22 H22 0.9500 . ?
C22 C23 1.369(8) . ?
C1 H1 0.9500 . ?
C1 C2 1.351(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(7) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C24 H24 0.9500 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.534(8) . ?
C30 H30 0.9500 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
F8 B2 1.424(12) . ?
C2 H2 0.9500 . ?
B2 F9 1.450(17) . ?

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
P1 Au1 S1 177.84(4) . . ?
C15 P1 Au1 113.03(14) . . ?
C26 P1 Au1 113.64(16) . . ?
C26 P1 C15 104.9(2) . . ?
C26 P1 C20 107.4(2) . . ?
C20 P1 Au1 110.75(15) . . ?
C20 P1 C15 106.6(2) . . ?
C33 S1 Au1 107.48(18) . . ?
C33 S1 C36 93.9(2) . . ?
C36 S1 Au1 103.99(19) . . ?
C12 N1 C32 118.2(4) . . ?
C13 N1 C12 122.3(4) . . ?
C13 N1 C32 119.4(4) . . ?
C14 C15 P1 120.6(3) . . ?
C16 C15 P1 120.3(3) . . ?
C16 C15 C14 119.1(4) . . ?
C15 C14 C6 123.2(4) . . ?
C19 C14 C15 118.7(4) . . ?
C19 C14 C6 118.0(4) . . ?
C6 C7 C12 119.2(4) . . ?
C6 C7 C8 122.0(4) . . ?
C8 C7 C12 118.8(4) . . ?
C27 C26 P1 118.7(3) . . ?
C31 C26 P1 121.1(4) . . ?
C31 C26 C27 120.1(4) . . ?
C7 C6 C14 122.1(4) . . ?
C7 C6 C5 119.6(4) . . ?
C5 C6 C14 118.3(4) . . ?
N1 C12 C7 119.3(4) . . ?
N1 C12 C11 121.9(4) . . ?
C11 C12 C7 118.8(4) . . ?
C21 C20 P1 118.2(4) . . ?
C25 C20 P1 122.9(3) . . ?
C25 C20 C21 118.9(4) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 119.5(5) . . ?
C28 C27 H27 120.2 . . ?
C6 C5 C13 119.4(4) . . ?
C6 C5 C4 122.1(4) . . ?
C4 C5 C13 118.5(4) . . ?
N1 C13 C5 119.2(4) . . ?
N1 C13 C1 121.7(5) . . ?
C1 C13 C5 119.1(4) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.2(4) . . ?
C17 C16 H16 119.4 . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.5(4) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0(5) . . ?
C10 C9 H9 120.0 . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 119.0(4) . . ?
C26 C31 H31 120.5 . . ?
C30 C31 C26 119.1(5) . . ?
C30 C31 H31 120.5 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(5) . . ?
C22 C21 H21 119.7 . . ?
C14 C19 H19 119.1 . . ?
C18 C19 C14 121.8(4) . . ?
C18 C19 H19 119.1 . . ?
S1 C33 H33A 110.5 . . ?
S1 C33 H33B 110.5 . . ?
H33A C33 H33B 108.7 . . ?
C34 C33 S1 106.1(4) . . ?
C34 C33 H33A 110.5 . . ?
C34 C33 H33B 110.5 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.2(4) . . ?
C18 C17 H17 119.9 . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 120.0(4) . . ?
C24 C25 H25 120.0 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(5) . . ?
C11 C10 H10 119.7 . . ?
C5 C4 H4 119.2 . . ?
C3 C4 C5 121.5(5) . . ?
C3 C4 H4 119.2 . . ?
C12 C11 H11 119.4 . . ?
C10 C11 C12 121.3(5) . . ?
C10 C11 H11 119.4 . . ?
C4 C3 H3 120.7 . . ?
C4 C3 C2 118.6(5) . . ?
C2 C3 H3 120.7 . . ?
S1 C36 H36A 110.8 . . ?
S1 C36 H36B 110.8 . . ?
H36A C36 H36B 108.9 . . ?
C35 C36 S1 104.7(4) . . ?
C35 C36 H36A 110.8 . . ?
C35 C36 H36B 110.8 . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.9(5) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.3(5) . . ?
C30 C29 H29 119.8 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.8(4) . . ?
C23 C22 H22 120.1 . . ?
C13 C1 H1 120.3 . . ?
C2 C1 C13 119.5(5) . . ?
C2 C1 H1 120.3 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(5) . . ?
C24 C23 H23 119.8 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C25 C24 H24 119.9 . . ?
C23 C24 C25 120.2(5) . . ?
C23 C24 H24 119.9 . . ?
C33 C34 H34A 110.6 . . ?
C33 C34 H34B 110.6 . . ?
C33 C34 C35 105.6(4) . . ?
H34A C34 H34B 108.8 . . ?
C35 C34 H34A 110.6 . . ?
C35 C34 H34B 110.6 . . ?
C31 C30 H30 119.5 . . ?
C29 C30 C31 121.1(5) . . ?
C29 C30 H30 119.5 . . ?
C36 C35 C34 106.9(4) . . ?
C36 C35 H35A 110.3 . . ?
C36 C35 H35B 110.3 . . ?
C34 C35 H35A 110.3 . . ?
C34 C35 H35B 110.3 . . ?
H35A C35 H35B 108.6 . . ?
C3 C2 H2 118.6 . . ?
C1 C2 C3 122.8(5) . . ?
C1 C2 H2 118.6 . . ?
F1 B1 F4 108.9(5) . . ?
F3 B1 F1 109.8(5) . . ?
F3 B1 F4 112.3(5) . . ?
F3 B1 F5 108.7(5) . . ?
F5 B1 F1 109.0(5) . . ?
F5 B1 F4 108.0(5) . . ?
F2 B2 F6 110.6(7) . . ?
F2 B2 F7 109.2(7) . . ?
F2 B2 F8 104.5(7) . . ?
F2 B2 F9 112.4(7) . . ?
F6 B2 F8 96.4(8) . . ?
F6 B2 F9 126.8(11) . . ?
F7 B2 F6 106.7(6) . . ?
F7 B2 F8 128.2(10) . . ?
F7 B2 F9 87.0(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli70_0m_c
_database_code_depnum_ccdc_archive 'CCDC 2039043'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        C37H37AuB2F8NPS
_chemical_formula_moiety         'C37 H37 Au N P S, 2(B F4)'
_chemical_formula_sum            'C37 H37 Au B2 F8 N P S'
_chemical_formula_weight         929.29
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Au Au -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 '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'
P P 0.2955 0.4335 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.2911(7)
_cell_length_b                   15.0763(13)
_cell_length_c                   14.2431(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.960(4)
_cell_angle_gamma                90
_cell_volume                     1763.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9583
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      68.37
_cell_measurement_theta_min      3.13
_shelx_estimated_absorpt_T_max   0.483
_shelx_estimated_absorpt_T_min   0.065
_exptl_absorpt_coefficient_mu    9.453
_exptl_absorpt_correction_T_max  0.4215
_exptl_absorpt_correction_T_min  0.1793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1335 before and 0.0852 after correction.
The Ratio of minimum to maximum transmission is 0.4254.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.634
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20913
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.368
_diffrn_reflns_theta_min         3.133
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker CMOS area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.921
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                6254
_reflns_number_total             6337
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.119
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.158
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.080(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         6337
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.115
_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)+(0.0638P)²+2.4053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1054
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.920(15)
 0.080(15)
2. 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
3. Others
 Sof(F1A)=1-FVAR(1)
 Sof(F1)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C35(H35A,H35B), C34(H34A,H34B), C37(H37A,H37B)
4.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C17(H17), C3(H3), C24(H24), C25(H25), C14(H14), C9(H9), C21(H21),
 C16(H16), C5(H5), C15(H15), C6(H6), C22(H22), C4(H4), C12(H12), C18(H18),
 C10(H10), C11(H11), C28(H28), C30(H30), C31(H31), C27(H27), C29(H29)
4.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Au1 Au 0.04428(4) 0.63513(5) 0.79932(2) 0.02944(14) Uani 1 1 d . . . . .
P1 P 0.1547(3) 0.51590(15) 0.73298(15) 0.0235(4) Uani 1 1 d . . . . .
C8 C -0.1422(13) 0.4793(7) 0.6267(7) 0.032(2) Uani 1 1 d . . . . .
H8 H -0.1360 0.5390 0.6061 0.039 Uiso 1 1 calc R . . . .
C2 C 0.3386(10) 0.6271(10) 0.6257(6) 0.028(2) Uani 1 1 d . . . . .
C26 C 0.4902(10) 0.6460(8) 0.7900(6) 0.0220(18) Uani 1 1 d . . . . .
C17 C 0.4178(14) 0.3991(7) 0.9629(7) 0.035(2) Uani 1 1 d . . . . .
H17 H 0.4277 0.4039 1.0300 0.042 Uiso 1 1 calc R . . . .
C3 C 0.3951(12) 0.6470(9) 0.5399(7) 0.033(2) Uani 1 1 d . . . . .
H3 H 0.4512 0.7013 0.5345 0.040 Uiso 1 1 calc R . . . .
F6 F 0.2534(17) 0.5877(10) 0.2399(7) 0.109(5) Uani 1 1 d . . . . .
F7 F 0.0319(10) 0.5992(7) 0.1376(9) 0.079(3) Uani 1 1 d . . . . .
C32 C 0.0956(16) 1.0788(8) 0.6340(9) 0.047(3) Uani 1 1 d . . . . .
H32A H 0.0916 1.1436 0.6387 0.070 Uiso 1 1 calc GR . . . .
H32B H 0.0003 1.0531 0.6576 0.070 Uiso 1 1 calc GR . . . .
H32C H 0.0953 1.0617 0.5676 0.070 Uiso 1 1 calc GR . . . .
C24 C 0.4297(14) 0.9270(8) 0.7518(8) 0.034(2) Uani 1 1 d . . . . .
H24 H 0.5013 0.9671 0.7883 0.041 Uiso 1 1 calc R . . . .
C25 C 0.4605(12) 0.8395(7) 0.7580(7) 0.030(2) Uani 1 1 d . . . . .
H25 H 0.5505 0.8192 0.8013 0.036 Uiso 1 1 calc R . . . .
N1 N 0.2469(12) 1.0453(6) 0.6918(6) 0.0360(19) Uani 1 1 d . . . . .
C14 C 0.3873(14) 0.3829(8) 0.7675(8) 0.033(2) Uani 1 1 d . . . . .
H14 H 0.3774 0.3777 0.7005 0.039 Uiso 1 1 calc R . . . .
C9 C -0.2800(14) 0.4281(10) 0.5949(9) 0.042(3) Uani 1 1 d . . . . .
H9 H -0.3689 0.4529 0.5541 0.050 Uiso 1 1 calc R . . . .
C20 C 0.3611(12) 0.7754(6) 0.7011(7) 0.0274(19) Uani 1 1 d . . . . .
F5 F 0.2503(12) 0.5154(6) 0.1099(7) 0.069(2) Uani 1 1 d . . . . .
F8 F 0.2642(10) 0.6644(6) 0.1083(10) 0.083(3) Uani 1 1 d . . . . .
F2 F 0.723(3) 0.8048(11) 0.5923(14) 0.141(7) Uani 1 1 d . . . A 1
C21 C 0.2344(13) 0.8108(7) 0.6334(7) 0.031(2) Uani 1 1 d . . . . .
H21 H 0.1734 0.7718 0.5897 0.037 Uiso 1 1 calc R . . . .
C13 C 0.2975(11) 0.4460(6) 0.8087(7) 0.0265(18) Uani 1 1 d . . . . .
F4 F 0.6752(12) 0.7496(10) 0.4534(8) 0.098(4) Uani 1 1 d . . . . .
C16 C 0.5053(13) 0.3363(7) 0.9219(8) 0.037(2) Uani 1 1 d . . . . .
H16 H 0.5767 0.2983 0.9613 0.044 Uiso 1 1 calc R . . . .
C5 C 0.2904(13) 0.5119(7) 0.4682(7) 0.033(2) Uani 1 1 d . . . . .
H5 H 0.2759 0.4730 0.4153 0.040 Uiso 1 1 calc R . . . .
C7 C -0.0137(12) 0.4427(7) 0.6888(6) 0.0263(18) Uani 1 1 d . . . . .
C15 C 0.4923(12) 0.3273(7) 0.8256(8) 0.032(2) Uani 1 1 d . . . . .
H15 H 0.5542 0.2835 0.7985 0.039 Uiso 1 1 calc R . . . .
C6 C 0.2291(11) 0.4899(6) 0.5516(7) 0.0265(18) Uani 1 1 d . . . . .
H6 H 0.1716 0.4358 0.5547 0.032 Uiso 1 1 calc R . . . .
C33 C 0.3325(16) 1.1126(7) 0.7539(10) 0.048(3) Uani 1 1 d . . . . .
H33A H 0.3357 1.1684 0.7190 0.072 Uiso 1 1 calc GR . . . .
H33B H 0.4439 1.0925 0.7755 0.072 Uiso 1 1 calc GR . . . .
H33C H 0.2752 1.1218 0.8089 0.072 Uiso 1 1 calc GR . . . .
C22 C 0.1984(12) 0.8989(7) 0.6297(7) 0.0288(19) Uani 1 1 d . . . . .
H22 H 0.1101 0.9195 0.5854 0.035 Uiso 1 1 calc R . . . .
B2 B 0.788(2) 0.7559(11) 0.5303(15) 0.059(4) Uani 1 1 d . . . . .
F1 F 0.9169(13) 0.7934(10) 0.4933(11) 0.069(5) Uani 0.77(4) 1 d . . P A 1
C1 C 0.2503(11) 0.5453(7) 0.6300(6) 0.0252(18) Uani 1 1 d . . . . .
C4 C 0.3724(13) 0.5913(8) 0.4639(8) 0.035(2) Uani 1 1 d . . . . .
H4 H 0.4136 0.6072 0.4072 0.042 Uiso 1 1 calc R . . . .
C12 C -0.0218(13) 0.3545(8) 0.7179(8) 0.035(2) Uani 1 1 d . . . . .
H12 H 0.0652 0.3294 0.7600 0.042 Uiso 1 1 calc R . . . .
C18 C 0.3142(12) 0.4557(7) 0.9055(7) 0.030(2) Uani 1 1 d . . . . .
H18 H 0.2557 0.5007 0.9330 0.036 Uiso 1 1 calc R . . . .
C19 C 0.3879(11) 0.6853(6) 0.7081(7) 0.0270(19) Uani 1 1 d . . . . .
C10 C -0.2845(13) 0.3397(8) 0.6243(8) 0.038(2) Uani 1 1 d . . . . .
H10 H -0.3762 0.3040 0.6020 0.046 Uiso 1 1 calc R . . . .
C23 C 0.2909(13) 0.9610(7) 0.6912(7) 0.031(2) Uani 1 1 d . . . . .
C11 C -0.1580(16) 0.3037(8) 0.6851(10) 0.048(3) Uani 1 1 d . . . . .
H11 H -0.1637 0.2437 0.7048 0.057 Uiso 1 1 calc R . . . .
S1 S -0.1094(3) 0.74830(16) 0.85506(18) 0.0322(5) Uani 1 1 d . . . . .
C28 C 0.5736(12) 0.6362(12) 0.9591(6) 0.0378(19) Uani 1 1 d . . . . .
H28 H 0.5632 0.6559 1.0213 0.045 Uiso 1 1 calc R . . . .
C30 C 0.6984(13) 0.5412(7) 0.8546(8) 0.034(2) Uani 1 1 d . . . . .
H30 H 0.7741 0.4961 0.8444 0.040 Uiso 1 1 calc R . . . .
C31 C 0.5985(12) 0.5775(6) 0.7779(7) 0.0272(19) Uani 1 1 d . . . . .
H31 H 0.6041 0.5553 0.7161 0.033 Uiso 1 1 calc R . . . .
C36 C 0.0473(15) 0.8656(9) 0.9807(9) 0.045(3) Uani 1 1 d . . . . .
H36A H -0.0347 0.9099 0.9940 0.054 Uiso 1 1 calc R . . . .
H36B H 0.1427 0.8701 1.0307 0.054 Uiso 1 1 calc R . . . .
C27 C 0.4758(12) 0.6726(7) 0.8819(7) 0.032(2) Uani 1 1 d . . . . .
H27 H 0.3977 0.7164 0.8920 0.038 Uiso 1 1 calc R . . . .
C29 C 0.6883(13) 0.5703(7) 0.9456(8) 0.036(2) Uani 1 1 d . . . . .
H29 H 0.7577 0.5463 0.9982 0.043 Uiso 1 1 calc R . . . .
C35 C 0.0984(15) 0.8829(9) 0.8843(10) 0.047(3) Uani 1 1 d . . . . .
H35A H 0.1984 0.8491 0.8771 0.057 Uiso 1 1 calc R . . . .
H35B H 0.1201 0.9468 0.8763 0.057 Uiso 1 1 calc R . . . .
C34 C -0.0427(15) 0.8524(8) 0.8115(8) 0.040(2) Uani 1 1 d . . . . .
H34A H -0.0064 0.8445 0.7487 0.049 Uiso 1 1 calc R . . . .
H34B H -0.1321 0.8965 0.8056 0.049 Uiso 1 1 calc R . . . .
C37 C -0.0258(16) 0.7713(9) 0.9794(8) 0.045(3) Uani 1 1 d . . . . .
H37A H -0.1128 0.7685 1.0204 0.054 Uiso 1 1 calc R . . . .
H37B H 0.0595 0.7275 1.0025 0.054 Uiso 1 1 calc R . . . .
B1 B 0.1941(19) 0.5929(9) 0.1448(10) 0.041(3) Uani 1 1 d . . . . .
F3 F 0.836(4) 0.6787(9) 0.5619(12) 0.216(14) Uani 1 1 d . . . . .
F1A F 0.877(4) 0.829(2) 0.567(4) 0.07(2) Uani 0.23(4) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au1 P1 2.281(2) . ?
Au1 C19 3.376(10) . ?
Au1 S1 2.334(2) . ?
P1 C13 1.823(10) . ?
P1 C7 1.822(10) . ?
P1 C1 1.816(9) . ?
C8 H8 0.9500 . ?
C8 C9 1.401(16) . ?
C8 C7 1.400(15) . ?
C2 C3 1.401(13) . ?
C2 C1 1.439(16) . ?
C2 C19 1.477(14) . ?
C26 C19 1.469(13) . ?
C26 C31 1.394(13) . ?
C26 C27 1.390(13) . ?
C17 H17 0.9500 . ?
C17 C16 1.371(17) . ?
C17 C18 1.393(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.362(16) . ?
F6 B1 1.378(17) . ?
F7 B1 1.337(18) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C32 N1 1.490(14) . ?
C24 H24 0.9500 . ?
C24 C25 1.344(17) . ?
C24 C23 1.434(16) . ?
C25 H25 0.9500 . ?
C25 C20 1.445(14) . ?
N1 C33 1.464(15) . ?
N1 C23 1.322(14) . ?
C14 H14 0.9500 . ?
C14 C13 1.387(15) . ?
C14 C15 1.395(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.40(2) . ?
C20 C21 1.428(14) . ?
C20 C19 1.378(14) . ?
F5 B1 1.376(18) . ?
F8 B1 1.362(16) . ?
F2 B2 1.32(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.360(15) . ?
C13 C18 1.374(14) . ?
F4 B2 1.34(2) . ?
C16 H16 0.9500 . ?
C16 C15 1.369(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(14) . ?
C5 C4 1.382(16) . ?
C7 C12 1.397(15) . ?
C15 H15 0.9500 . ?
C6 H6 0.9500 . ?
C6 C1 1.386(13) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C23 1.431(14) . ?
B2 F1 1.38(2) . ?
B2 F3 1.29(2) . ?
B2 F1A 1.39(4) . ?
C4 H4 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.391(17) . ?
C18 H18 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.376(19) . ?
C11 H11 0.9500 . ?
S1 C34 1.803(12) . ?
S1 C37 1.843(12) . ?
C28 H28 0.9500 . ?
C28 C27 1.386(15) . ?
C28 C29 1.407(19) . ?
C30 H30 0.9500 . ?
C30 C31 1.388(15) . ?
C30 C29 1.382(16) . ?
C31 H31 0.9500 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C35 1.514(19) . ?
C36 C37 1.545(18) . ?
C27 H27 0.9500 . ?
C29 H29 0.9500 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C34 1.523(18) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?

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
P1 Au1 C19 66.96(18) . . ?
P1 Au1 S1 170.62(9) . . ?
S1 Au1 C19 119.79(18) . . ?
C13 P1 Au1 118.4(3) . . ?
C7 P1 Au1 106.8(3) . . ?
C7 P1 C13 105.0(4) . . ?
C1 P1 Au1 112.8(3) . . ?
C1 P1 C13 107.4(4) . . ?
C1 P1 C7 105.6(4) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.1(11) . . ?
C3 C2 C1 117.0(10) . . ?
C3 C2 C19 118.5(10) . . ?
C1 C2 C19 124.2(8) . . ?
C31 C26 C19 120.8(8) . . ?
C27 C26 C19 121.1(9) . . ?
C27 C26 C31 118.0(9) . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.5(10) . . ?
C18 C17 H17 120.2 . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.3(12) . . ?
C4 C3 H3 118.8 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
C25 C24 H24 119.4 . . ?
C25 C24 C23 121.3(10) . . ?
C23 C24 H24 119.4 . . ?
C24 C25 H25 119.0 . . ?
C24 C25 C20 122.1(10) . . ?
C20 C25 H25 119.0 . . ?
C33 N1 C32 113.6(9) . . ?
C23 N1 C32 122.3(10) . . ?
C23 N1 C33 123.9(10) . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.3(10) . . ?
C15 C14 H14 120.4 . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.9(12) . . ?
C10 C9 H9 120.6 . . ?
C21 C20 C25 116.0(9) . . ?
C19 C20 C25 123.0(9) . . ?
C19 C20 C21 120.9(9) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.9(9) . . ?
C22 C21 H21 119.1 . . ?
C14 C13 P1 119.2(8) . . ?
C18 C13 P1 119.9(7) . . ?
C18 C13 C14 120.8(9) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 C17 121.5(10) . . ?
C15 C16 H16 119.2 . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.9(9) . . ?
C8 C7 P1 117.3(8) . . ?
C12 C7 P1 122.7(8) . . ?
C12 C7 C8 120.0(10) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(10) . . ?
C16 C15 H15 120.3 . . ?
C5 C6 H6 119.2 . . ?
C1 C6 C5 121.5(9) . . ?
C1 C6 H6 119.2 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.3(9) . . ?
C23 C22 H22 119.4 . . ?
F2 B2 F4 106.4(18) . . ?
F2 B2 F1 115.9(17) . . ?
F4 B2 F1 101.9(15) . . ?
F4 B2 F1A 130(2) . . ?
F3 B2 F2 114(2) . . ?
F3 B2 F4 111.5(18) . . ?
F3 B2 F1 106.8(19) . . ?
F3 B2 F1A 118(2) . . ?
C2 C1 P1 121.7(7) . . ?
C6 C1 P1 118.9(7) . . ?
C6 C1 C2 119.3(8) . . ?
C3 C4 C5 120.9(10) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C7 C12 H12 120.2 . . ?
C11 C12 C7 119.6(11) . . ?
C11 C12 H12 120.2 . . ?
C17 C18 H18 120.3 . . ?
C13 C18 C17 119.5(9) . . ?
C13 C18 H18 120.3 . . ?
C2 C19 Au1 91.0(5) . . ?
C26 C19 Au1 91.7(5) . . ?
C26 C19 C2 117.2(9) . . ?
C20 C19 Au1 96.5(6) . . ?
C20 C19 C2 120.3(9) . . ?
C20 C19 C26 121.6(9) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(10) . . ?
C11 C10 H10 119.5 . . ?
N1 C23 C24 122.6(10) . . ?
N1 C23 C22 120.5(10) . . ?
C22 C23 C24 116.9(9) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 C12 120.4(11) . . ?
C10 C11 H11 119.8 . . ?
C34 S1 Au1 108.1(4) . . ?
C34 S1 C37 94.3(6) . . ?
C37 S1 Au1 108.3(4) . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.2(9) . . ?
C29 C28 H28 119.9 . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.3(10) . . ?
C26 C31 H31 119.3 . . ?
C30 C31 C26 121.3(9) . . ?
C30 C31 H31 119.3 . . ?
H36A C36 H36B 108.5 . . ?
C35 C36 H36A 110.1 . . ?
C35 C36 H36B 110.1 . . ?
C35 C36 C37 107.8(10) . . ?
C37 C36 H36A 110.1 . . ?
C37 C36 H36B 110.1 . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.1(10) . . ?
C28 C27 H27 119.5 . . ?
C28 C29 H29 120.6 . . ?
C30 C29 C28 118.8(9) . . ?
C30 C29 H29 120.6 . . ?
C36 C35 H35A 110.5 . . ?
C36 C35 H35B 110.5 . . ?
C36 C35 C34 106.3(9) . . ?
H35A C35 H35B 108.7 . . ?
C34 C35 H35A 110.5 . . ?
C34 C35 H35B 110.5 . . ?
S1 C34 H34A 110.6 . . ?
S1 C34 H34B 110.6 . . ?
C35 C34 S1 105.8(8) . . ?
C35 C34 H34A 110.6 . . ?
C35 C34 H34B 110.6 . . ?
H34A C34 H34B 108.7 . . ?
S1 C37 H37A 110.5 . . ?
S1 C37 H37B 110.5 . . ?
C36 C37 S1 106.2(8) . . ?
C36 C37 H37A 110.5 . . ?
C36 C37 H37B 110.5 . . ?
H37A C37 H37B 108.7 . . ?
F7 B1 F6 107.3(14) . . ?
F7 B1 F5 114.8(12) . . ?
F7 B1 F8 113.1(12) . . ?
F5 B1 F6 102.4(12) . . ?
F8 B1 F6 107.9(14) . . ?
F8 B1 F5 110.5(12) . . ?

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
Au1 P1 C13 C14 -168.8(7) . . . . ?
Au1 P1 C13 C18 11.7(9) . . . . ?
Au1 P1 C7 C8 54.4(8) . . . . ?
Au1 P1 C7 C12 -122.5(8) . . . . ?
Au1 P1 C1 C2 37.2(9) . . . . ?
Au1 P1 C1 C6 -138.9(7) . . . . ?
Au1 S1 C34 C35 -87.7(8) . . . . ?
Au1 S1 C37 C36 113.1(7) . . . . ?
P1 C13 C18 C17 176.9(8) . . . . ?
P1 C7 C12 C11 176.7(8) . . . . ?
C8 C9 C10 C11 1.5(16) . . . . ?
C8 C7 C12 C11 -0.1(15) . . . . ?
C2 C3 C4 C5 0.5(17) . . . . ?
C17 C16 C15 C14 -0.2(16) . . . . ?
C3 C2 C1 P1 -174.4(8) . . . . ?
C3 C2 C1 C6 1.6(14) . . . . ?
C3 C2 C19 Au1 152.2(9) . . . . ?
C3 C2 C19 C26 -115.4(12) . . . . ?
C3 C2 C19 C20 54.1(14) . . . . ?
C32 N1 C23 C24 -175.3(11) . . . . ?
C32 N1 C23 C22 3.9(15) . . . . ?
C24 C25 C20 C21 3.9(14) . . . . ?
C24 C25 C20 C19 -178.2(10) . . . . ?
C25 C24 C23 N1 172.0(10) . . . . ?
C25 C24 C23 C22 -7.2(15) . . . . ?
C25 C20 C21 C22 -6.7(14) . . . . ?
C25 C20 C19 Au1 112.5(8) . . . . ?
C25 C20 C19 C2 -152.6(9) . . . . ?
C25 C20 C19 C26 16.5(15) . . . . ?
C14 C13 C18 C17 -2.6(15) . . . . ?
C9 C8 C7 P1 -176.0(8) . . . . ?
C9 C8 C7 C12 1.0(15) . . . . ?
C9 C10 C11 C12 -0.6(17) . . . . ?
C20 C21 C22 C23 2.7(16) . . . . ?
C21 C20 C19 Au1 -69.7(9) . . . . ?
C21 C20 C19 C2 25.3(14) . . . . ?
C21 C20 C19 C26 -165.7(9) . . . . ?
C21 C22 C23 C24 4.4(15) . . . . ?
C21 C22 C23 N1 -174.8(10) . . . . ?
C13 P1 C7 C8 -179.1(7) . . . . ?
C13 P1 C7 C12 4.0(9) . . . . ?
C13 P1 C1 C2 -95.0(9) . . . . ?
C13 P1 C1 C6 88.9(8) . . . . ?
C13 C14 C15 C16 -0.4(16) . . . . ?
C16 C17 C18 C13 2.1(15) . . . . ?
C5 C6 C1 P1 175.7(8) . . . . ?
C5 C6 C1 C2 -0.5(14) . . . . ?
C7 P1 C13 C14 72.2(9) . . . . ?
C7 P1 C13 C18 -107.3(8) . . . . ?
C7 P1 C1 C2 153.4(8) . . . . ?
C7 P1 C1 C6 -22.7(9) . . . . ?
C7 C8 C9 C10 -1.7(15) . . . . ?
C7 C12 C11 C10 -0.1(16) . . . . ?
C15 C14 C13 P1 -177.7(8) . . . . ?
C15 C14 C13 C18 1.8(15) . . . . ?
C6 C5 C4 C3 0.7(16) . . . . ?
C33 N1 C23 C24 -0.6(17) . . . . ?
C33 N1 C23 C22 178.6(10) . . . . ?
C1 P1 C13 C14 -39.7(9) . . . . ?
C1 P1 C13 C18 140.7(8) . . . . ?
C1 P1 C7 C8 -65.8(8) . . . . ?
C1 P1 C7 C12 117.3(8) . . . . ?
C1 C2 C3 C4 -1.7(16) . . . . ?
C1 C2 C19 Au1 -34.8(10) . . . . ?
C1 C2 C19 C26 57.6(13) . . . . ?
C1 C2 C19 C20 -132.9(11) . . . . ?
C4 C5 C6 C1 -0.7(15) . . . . ?
C18 C17 C16 C15 -0.7(16) . . . . ?
C19 C2 C3 C4 171.8(10) . . . . ?
C19 C2 C1 P1 12.5(14) . . . . ?
C19 C2 C1 C6 -171.4(9) . . . . ?
C19 C26 C31 C30 178.6(9) . . . . ?
C19 C26 C27 C28 -179.3(11) . . . . ?
C19 C20 C21 C22 175.3(10) . . . . ?
C23 C24 C25 C20 3.1(16) . . . . ?
C31 C26 C19 Au1 122.3(9) . . . . ?
C31 C26 C19 C2 30.3(14) . . . . ?
C31 C26 C19 C20 -139.0(10) . . . . ?
C31 C26 C27 C28 4.1(16) . . . . ?
C31 C30 C29 C28 1.0(16) . . . . ?
C36 C35 C34 S1 -43.0(11) . . . . ?
C27 C26 C19 Au1 -54.3(10) . . . . ?
C27 C26 C19 C2 -146.3(10) . . . . ?
C27 C26 C19 C20 44.4(15) . . . . ?
C27 C26 C31 C30 -4.7(15) . . . . ?
C27 C28 C29 C30 -1.6(18) . . . . ?
C29 C28 C27 C26 -0.9(19) . . . . ?
C29 C30 C31 C26 2.3(15) . . . . ?
C35 C36 C37 S1 -27.8(12) . . . . ?
C34 S1 C37 C36 2.4(9) . . . . ?
C37 S1 C34 C35 23.1(9) . . . . ?
C37 C36 C35 C34 46.0(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.920(15)
2 0.080(15)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli78_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2039042'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        C39H42AuB2F8N2PS
_chemical_formula_moiety         'C39 H42 Au N2 P S, 2(B F4)'
_chemical_formula_sum            'C39 H42 Au B2 F8 N2 P S'
_chemical_formula_weight         972.36
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.2268(8)
_cell_length_b                   8.5127(8)
_cell_length_c                   45.347(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.336(2)
_cell_angle_gamma                90
_cell_volume                     3936.5(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9972
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      30.44
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.371
_exptl_absorpt_coefficient_mu    3.900
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_correction_T_min  0.5943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1306 before and 0.0795 after correction. The Ratio of minimum to maximum transmission is 0.7958. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1928
_exptl_crystal_size_max          0.317
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1225
_diffrn_reflns_av_unetI/netI     0.1125
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_number            57644
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         1.801
_diffrn_ambient_temperature      125.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6369
_reflns_number_total             9009
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         3.361
_refine_diff_density_min         -7.164
_refine_diff_density_rms         0.267
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.265
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         9009
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1908
_refine_ls_R_factor_gt           0.1456
_refine_ls_restrained_S_all      1.265
_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)+(0.0001P)²+195.1725P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2693
_refine_ls_wR_factor_ref         0.2860
_refine_special_details          
;
 ?
;
_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. Uiso/Uaniso restraints and constraints
Uanis(C38) = Uanis(C39)
Uanis(C37) = Uanis(C36)
Uanis(C32) = Uanis(N1)
Uanis(C9) = Uanis(C10)
3.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C8(H8),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(H28), C30(H30), C31(H31)
3.c Fitted hexagon refined as free rotating group:
 C4(C5,C6,C1,C2,C3), C9(C10,C11,C12,C7,C8)
3.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au1 Au 0.50088(7) 0.70143(11) 0.36076(2) 0.0389(2) Uani 1 1 d . . . . .
S1 S 0.3184(5) 0.8461(5) 0.36865(13) 0.0385(12) Uani 1 1 d . . . . .
P1 P 0.6923(4) 0.5981(7) 0.34867(10) 0.0330(12) Uani 1 1 d . . . . .
N1 N 0.3738(14) 0.0304(18) 0.2975(3) 0.029(3) Uani 1 1 d . . . . .
N2 N 0.2986(17) 0.629(2) 0.4881(4) 0.043(4) Uani 1 1 d . . . . .
C4 C 0.9310(10) 0.3229(15) 0.4215(2) 0.038(5) Uani 1 1 d . . . . .
H4 H 0.9816 0.2695 0.4368 0.046 Uiso 1 1 calc R . . . .
C5 C 0.9931(8) 0.4063(15) 0.4002(3) 0.039(5) Uani 1 1 d G . . . .
H5 H 1.0862 0.4101 0.4010 0.047 Uiso 1 1 calc R . . . .
C6 C 0.9191(10) 0.4844(14) 0.3778(2) 0.034(4) Uani 1 1 d G . . . .
H6 H 0.9616 0.5414 0.3632 0.040 Uiso 1 1 calc R . . . .
C1 C 0.7830(10) 0.4789(15) 0.3766(2) 0.038(5) Uani 1 1 d G . . . .
C2 C 0.7209(8) 0.3954(17) 0.3979(3) 0.034(4) Uani 1 1 d G . . . .
C3 C 0.7949(10) 0.3174(16) 0.4203(2) 0.048(6) Uani 1 1 d G . . . .
H3 H 0.7524 0.2604 0.4348 0.057 Uiso 1 1 calc R . . . .
C9 C 0.5411(9) 0.3701(16) 0.2753(2) 0.041(4) Uani 1 1 d . . . . .
H9 H 0.4571 0.3559 0.2652 0.050 Uiso 1 1 calc R . . . .
C10 C 0.6496(12) 0.2935(15) 0.2654(2) 0.041(4) Uani 1 1 d G . . . .
H10 H 0.6398 0.2271 0.2485 0.050 Uiso 1 1 calc R . . . .
C11 C 0.7725(10) 0.3142(16) 0.2802(2) 0.046(5) Uani 1 1 d G . . . .
H11 H 0.8467 0.2619 0.2734 0.056 Uiso 1 1 calc R . . . .
C12 C 0.7869(8) 0.4114(16) 0.3048(2) 0.037(5) Uani 1 1 d G . . . .
H12 H 0.8709 0.4255 0.3149 0.044 Uiso 1 1 calc R . . . .
C7 C 0.6784(10) 0.4879(14) 0.3147(2) 0.029(4) Uani 1 1 d G . . . .
C8 C 0.5555(8) 0.4673(14) 0.2999(2) 0.030(4) Uani 1 1 d G . . . .
H8 H 0.4813 0.5196 0.3067 0.035 Uiso 1 1 calc R . . . .
C13 C 0.7988(16) 0.7629(18) 0.3434(4) 0.028(4) Uani 1 1 d . . . . .
C14 C 0.839(2) 0.797(3) 0.3154(5) 0.051(6) Uani 1 1 d . . . . .
H14 H 0.8213 0.7288 0.2991 0.061 Uiso 1 1 calc R . . . .
C15 C 0.909(2) 0.941(3) 0.3126(5) 0.061(7) Uani 1 1 d . . . . .
H15 H 0.9325 0.9719 0.2935 0.073 Uiso 1 1 calc R . . . .
C16 C 0.9440(18) 1.034(2) 0.3361(5) 0.038(5) Uani 1 1 d . . . . .
H16 H 0.9942 1.1259 0.3335 0.046 Uiso 1 1 calc R . . . .
C17 C 0.9061(16) 0.994(2) 0.3641(5) 0.037(5) Uani 1 1 d . . . . .
H17 H 0.9311 1.0570 0.3808 0.045 Uiso 1 1 calc R . . . .
C18 C 0.8311(19) 0.860(2) 0.3668(5) 0.041(5) Uani 1 1 d . . . . .
H18 H 0.8012 0.8342 0.3856 0.049 Uiso 1 1 calc R . . . .
C19 C 0.5745(17) 0.371(2) 0.3959(4) 0.033(4) Uani 1 1 d . . . . .
C20 C 0.5201(14) 0.284(2) 0.3710(3) 0.027(4) Uani 1 1 d . . . . .
C21 C 0.3882(16) 0.302(3) 0.3598(4) 0.034(4) Uani 1 1 d . . . . .
H21 H 0.3325 0.3733 0.3690 0.040 Uiso 1 1 calc R . . . .
C22 C 0.3394(16) 0.216(2) 0.3353(4) 0.029(4) Uani 1 1 d . . . . .
H22 H 0.2499 0.2269 0.3283 0.035 Uiso 1 1 calc R . . . .
C23 C 0.4190(16) 0.114(2) 0.3209(4) 0.030(4) Uani 1 1 d . . . . .
C24 C 0.5527(17) 0.097(2) 0.3323(4) 0.033(4) Uani 1 1 d . . . . .
H24 H 0.6085 0.0237 0.3238 0.040 Uiso 1 1 calc R . . . .
C25 C 0.5996(17) 0.189(3) 0.3559(4) 0.037(5) Uani 1 1 d . . . . .
H25 H 0.6905 0.1857 0.3619 0.044 Uiso 1 1 calc R . . . .
C26 C 0.5068(17) 0.433(2) 0.4198(4) 0.031(4) Uani 1 1 d . . . . .
C27 C 0.3816(18) 0.367(2) 0.4272(4) 0.036(4) Uani 1 1 d . . . . .
H27 H 0.3435 0.2826 0.4159 0.043 Uiso 1 1 calc R . . . .
C28 C 0.3196(16) 0.428(2) 0.4501(4) 0.031(4) Uani 1 1 d . . . . .
H28 H 0.2394 0.3812 0.4548 0.037 Uiso 1 1 calc R . . . .
C29 C 0.3684(17) 0.557(2) 0.4673(4) 0.031(4) Uani 1 1 d . . . . .
C30 C 0.4912(17) 0.612(2) 0.4605(4) 0.033(4) Uani 1 1 d . . . . .
H30 H 0.5287 0.6973 0.4718 0.039 Uiso 1 1 calc R . . . .
C31 C 0.5605(19) 0.550(2) 0.4386(4) 0.034(4) Uani 1 1 d . . . . .
H31 H 0.6464 0.5879 0.4360 0.040 Uiso 1 1 calc R . . . .
C32 C 0.2404(17) 0.040(2) 0.2861(4) 0.029(3) Uani 1 1 d . . . . .
H32A H 0.2031 -0.0661 0.2844 0.044 Uiso 1 1 calc GR . . . .
H32B H 0.2355 0.0895 0.2666 0.044 Uiso 1 1 calc GR . . . .
H32C H 0.1908 0.1025 0.2995 0.044 Uiso 1 1 calc GR . . . .
C33 C 0.4563(18) -0.079(2) 0.2826(4) 0.038(5) Uani 1 1 d . . . . .
H33A H 0.5305 -0.0227 0.2752 0.056 Uiso 1 1 calc GR . . . .
H33B H 0.4047 -0.1287 0.2660 0.056 Uiso 1 1 calc GR . . . .
H33C H 0.4890 -0.1605 0.2966 0.056 Uiso 1 1 calc GR . . . .
C34 C 0.172(2) 0.564(3) 0.4950(5) 0.048(6) Uani 1 1 d . . . . .
H34A H 0.1098 0.5720 0.4776 0.072 Uiso 1 1 calc GR . . . .
H34B H 0.1389 0.6221 0.5115 0.072 Uiso 1 1 calc GR . . . .
H34C H 0.1836 0.4530 0.5006 0.072 Uiso 1 1 calc GR . . . .
C35 C 0.352(2) 0.757(3) 0.5035(5) 0.051(6) Uani 1 1 d . . . . .
H35A H 0.4283 0.7234 0.5162 0.077 Uiso 1 1 calc GR . . . .
H35B H 0.2859 0.8018 0.5158 0.077 Uiso 1 1 calc GR . . . .
H35C H 0.3781 0.8365 0.4896 0.077 Uiso 1 1 calc GR . . . .
C36 C 0.185(2) 0.733(4) 0.3808(5) 0.068(6) Uani 1 1 d . . . . .
H36A H 0.1050 0.7477 0.3673 0.082 Uiso 1 1 calc R . . . .
H36B H 0.2072 0.6203 0.3818 0.082 Uiso 1 1 calc R . . . .
C37 C 0.164(2) 0.799(4) 0.4120(6) 0.068(6) Uani 1 1 d . . . . .
H37A H 0.0691 0.8125 0.4140 0.082 Uiso 1 1 calc R . . . .
H37B H 0.1983 0.7228 0.4271 0.082 Uiso 1 1 calc R . . . .
C38 C 0.227(2) 0.943(3) 0.4172(7) 0.077(6) Uani 1 1 d . . . . .
H38A H 0.2409 0.9616 0.4387 0.092 Uiso 1 1 calc R . . . .
H38B H 0.1715 1.0288 0.4084 0.092 Uiso 1 1 calc R . . . .
C39 C 0.351(2) 0.940(4) 0.4041(7) 0.077(6) Uani 1 1 d . . . . .
H39A H 0.4167 0.8802 0.4167 0.092 Uiso 1 1 calc R . . . .
H39B H 0.3842 1.0484 0.4016 0.092 Uiso 1 1 calc R . . . .
F5 F 0.6838(16) 0.950(2) 0.4320(4) 0.094(6) Uani 1 1 d . . . . .
F6 F 0.8388(14) 0.7587(15) 0.4401(4) 0.073(4) Uani 1 1 d . . . . .
F7 F 0.8738(14) 1.0076(19) 0.4587(4) 0.079(5) Uani 1 1 d . . . . .
F8 F 0.7226(16) 0.853(2) 0.4770(3) 0.088(5) Uani 1 1 d . . . . .
B2 B 0.779(3) 0.893(4) 0.4514(7) 0.065(8) Uani 1 1 d . . . . .
F1 F 1.0657(12) 0.6332(16) 0.2819(3) 0.058(4) Uani 1 1 d . . . . .
F2 F 1.2247(13) 0.4458(16) 0.2842(3) 0.059(4) Uani 1 1 d . . . . .
F3 F 1.2553(13) 0.6558(16) 0.3115(3) 0.071(4) Uani 1 1 d . . . . .
F4 F 1.1057(11) 0.4843(18) 0.3231(3) 0.060(4) Uani 1 1 d . . . . .
B1 B 1.1607(19) 0.557(2) 0.2993(5) 0.029(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au1 S1 2.286(5) . ?
Au1 P1 2.251(5) . ?
S1 C36 1.79(2) . ?
S1 C39 1.81(3) . ?
P1 C1 1.821(10) . ?
P1 C7 1.799(10) . ?
P1 C13 1.803(17) . ?
N1 C23 1.34(2) . ?
N1 C32 1.42(2) . ?
N1 C33 1.46(2) . ?
N2 C29 1.37(2) . ?
N2 C34 1.46(2) . ?
N2 C35 1.38(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.3900 . ?
C4 C3 1.3900 . ?
C5 H5 0.9500 . ?
C5 C6 1.3900 . ?
C6 H6 0.9500 . ?
C6 C1 1.3900 . ?
C1 C2 1.3900 . ?
C2 C3 1.3900 . ?
C2 C19 1.507(19) . ?
C3 H3 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.3900 . ?
C9 C8 1.3900 . ?
C10 H10 0.9500 . ?
C10 C11 1.3900 . ?
C11 H11 0.9500 . ?
C11 C12 1.3900 . ?
C12 H12 0.9500 . ?
C12 C7 1.3900 . ?
C7 C8 1.3900 . ?
C8 H8 0.9500 . ?
C13 C14 1.40(3) . ?
C13 C18 1.36(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.42(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.35(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.40(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.39(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.43(2) . ?
C19 C26 1.43(2) . ?
C20 C21 1.41(2) . ?
C20 C25 1.37(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.39(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.38(2) . ?
C23 C24 1.43(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.38(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.46(2) . ?
C26 C31 1.40(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.36(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.42(3) . ?
C29 C30 1.40(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.37(2) . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.55(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.39(4) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C39 1.44(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
F5 B2 1.35(4) . ?
F6 B2 1.41(4) . ?
F7 B2 1.40(3) . ?
F8 B2 1.37(3) . ?
F1 B1 1.37(2) . ?
F2 B1 1.36(2) . ?
F3 B1 1.37(2) . ?
F4 B1 1.40(2) . ?

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
P1 Au1 S1 169.57(19) . . ?
C36 S1 Au1 114.2(9) . . ?
C36 S1 C39 93.3(12) . . ?
C39 S1 Au1 106.3(9) . . ?
C1 P1 Au1 117.1(4) . . ?
C7 P1 Au1 113.5(4) . . ?
C7 P1 C1 107.9(7) . . ?
C7 P1 C13 107.6(7) . . ?
C13 P1 Au1 105.9(6) . . ?
C13 P1 C1 104.1(7) . . ?
C23 N1 C32 121.5(15) . . ?
C23 N1 C33 122.3(15) . . ?
C32 N1 C33 116.2(14) . . ?
C29 N2 C34 119.2(17) . . ?
C29 N2 C35 119.9(18) . . ?
C35 N2 C34 120.8(17) . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 120.0 . . ?
C1 C6 C5 120.0 . . ?
C1 C6 H6 120.0 . . ?
C6 C1 P1 117.6(7) . . ?
C6 C1 C2 120.0 . . ?
C2 C1 P1 122.1(7) . . ?
C1 C2 C19 122.2(10) . . ?
C3 C2 C1 120.0 . . ?
C3 C2 C19 117.5(10) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3 120.0 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C7 120.0 . . ?
C7 C12 H12 120.0 . . ?
C12 C7 P1 120.4(6) . . ?
C8 C7 P1 119.3(6) . . ?
C8 C7 C12 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C14 C13 P1 120.5(15) . . ?
C18 C13 P1 118.7(15) . . ?
C18 C13 C14 120.7(19) . . ?
C13 C14 H14 121.7 . . ?
C13 C14 C15 117(2) . . ?
C15 C14 H14 121.7 . . ?
C14 C15 H15 118.9 . . ?
C16 C15 C14 122(2) . . ?
C16 C15 H15 118.9 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120(2) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.8 . . ?
C18 C17 C16 118.3(19) . . ?
C18 C17 H17 120.8 . . ?
C13 C18 C17 122(2) . . ?
C13 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C20 C19 C2 116.3(15) . . ?
C20 C19 C26 127.5(16) . . ?
C26 C19 C2 116.1(15) . . ?
C21 C20 C19 122.4(17) . . ?
C25 C20 C19 119.5(15) . . ?
C25 C20 C21 118.0(16) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.5(17) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.1(16) . . ?
C23 C22 H22 119.5 . . ?
N1 C23 C22 121.9(16) . . ?
N1 C23 C24 119.8(17) . . ?
C22 C23 C24 118.3(16) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 C23 119.2(17) . . ?
C25 C24 H24 120.4 . . ?
C20 C25 C24 122.6(17) . . ?
C20 C25 H25 118.7 . . ?
C24 C25 H25 118.7 . . ?
C19 C26 C27 121.0(16) . . ?
C31 C26 C19 122.3(16) . . ?
C31 C26 C27 116.6(17) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.8(18) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 118.3 . . ?
C27 C28 C29 123.3(17) . . ?
C29 C28 H28 118.3 . . ?
N2 C29 C28 123.2(17) . . ?
N2 C29 C30 121.5(18) . . ?
C30 C29 C28 115.2(15) . . ?
C29 C30 H30 118.2 . . ?
C31 C30 C29 123.6(17) . . ?
C31 C30 H30 118.2 . . ?
C26 C31 H31 119.5 . . ?
C30 C31 C26 121.0(18) . . ?
C30 C31 H31 119.5 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N2 C34 H34A 109.5 . . ?
N2 C34 H34B 109.5 . . ?
N2 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N2 C35 H35A 109.5 . . ?
N2 C35 H35B 109.5 . . ?
N2 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
S1 C36 H36A 110.9 . . ?
S1 C36 H36B 110.9 . . ?
H36A C36 H36B 108.9 . . ?
C37 C36 S1 104.3(19) . . ?
C37 C36 H36A 110.9 . . ?
C37 C36 H36B 110.9 . . ?
C36 C37 H37A 109.1 . . ?
C36 C37 H37B 109.1 . . ?
H37A C37 H37B 107.9 . . ?
C38 C37 C36 112(2) . . ?
C38 C37 H37A 109.1 . . ?
C38 C37 H37B 109.1 . . ?
C37 C38 H38A 109.9 . . ?
C37 C38 H38B 109.9 . . ?
C37 C38 C39 109(2) . . ?
H38A C38 H38B 108.3 . . ?
C39 C38 H38A 109.9 . . ?
C39 C38 H38B 109.9 . . ?
S1 C39 H39A 110.7 . . ?
S1 C39 H39B 110.7 . . ?
C38 C39 S1 105.3(19) . . ?
C38 C39 H39A 110.7 . . ?
C38 C39 H39B 110.7 . . ?
H39A C39 H39B 108.8 . . ?
F5 B2 F6 111(2) . . ?
F5 B2 F7 111(3) . . ?
F5 B2 F8 108(2) . . ?
F7 B2 F6 110(2) . . ?
F8 B2 F6 109(3) . . ?
F8 B2 F7 107(2) . . ?
F1 B1 F4 110.2(15) . . ?
F2 B1 F1 112.8(17) . . ?
F2 B1 F3 106.2(16) . . ?
F2 B1 F4 108.6(17) . . ?
F3 B1 F1 112.7(17) . . ?
F3 B1 F4 106.0(17) . . ?

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
Au1 S1 C36 C37 117.3(16) . . . . ?
Au1 S1 C39 C38 -144.4(19) . . . . ?
Au1 P1 C1 C6 -145.9(6) . . . . ?
Au1 P1 C1 C2 28.5(9) . . . . ?
Au1 P1 C7 C12 -177.4(5) . . . . ?
Au1 P1 C7 C8 -3.6(8) . . . . ?
Au1 P1 C13 C14 -113.0(15) . . . . ?
Au1 P1 C13 C18 62.3(15) . . . . ?
S1 C36 C37 C38 15(3) . . . . ?
P1 C1 C2 C3 -174.3(10) . . . . ?
P1 C1 C2 C19 12.3(14) . . . . ?
P1 C7 C8 C9 -173.8(9) . . . . ?
P1 C13 C14 C15 172.2(17) . . . . ?
P1 C13 C18 C17 -176.1(15) . . . . ?
N1 C23 C24 C25 177.6(18) . . . . ?
N2 C29 C30 C31 -175.4(19) . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C5 C4 C3 C2 0.0 . . . . ?
C5 C6 C1 P1 174.5(10) . . . . ?
C5 C6 C1 C2 0.0 . . . . ?
C6 C1 C2 C3 0.0 . . . . ?
C6 C1 C2 C19 -173.4(14) . . . . ?
C1 P1 C7 C12 -45.9(8) . . . . ?
C1 P1 C7 C8 127.8(7) . . . . ?
C1 P1 C13 C14 122.9(16) . . . . ?
C1 P1 C13 C18 -61.7(16) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C1 C2 C19 C20 63(2) . . . . ?
C1 C2 C19 C26 -119.6(15) . . . . ?
C2 C19 C20 C21 -154.9(17) . . . . ?
C2 C19 C20 C25 20(3) . . . . ?
C2 C19 C26 C27 -155.0(17) . . . . ?
C2 C19 C26 C31 20(3) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C3 C2 C19 C20 -111.0(16) . . . . ?
C3 C2 C19 C26 66.8(19) . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C10 C11 C12 C7 0.0 . . . . ?
C11 C12 C7 P1 173.7(9) . . . . ?
C11 C12 C7 C8 0.0 . . . . ?
C12 C7 C8 C9 0.0 . . . . ?
C7 P1 C1 C6 84.6(8) . . . . ?
C7 P1 C1 C2 -100.9(8) . . . . ?
C7 P1 C13 C14 8.5(17) . . . . ?
C7 P1 C13 C18 -176.1(14) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C13 P1 C1 C6 -29.5(10) . . . . ?
C13 P1 C1 C2 144.9(9) . . . . ?
C13 P1 C7 C12 65.9(9) . . . . ?
C13 P1 C7 C8 -120.4(8) . . . . ?
C13 C14 C15 C16 5(4) . . . . ?
C14 C13 C18 C17 -1(3) . . . . ?
C14 C15 C16 C17 -3(4) . . . . ?
C15 C16 C17 C18 -1(3) . . . . ?
C16 C17 C18 C13 3(3) . . . . ?
C18 C13 C14 C15 -3(3) . . . . ?
C19 C2 C3 C4 173.7(13) . . . . ?
C19 C20 C21 C22 179.5(18) . . . . ?
C19 C20 C25 C24 177.6(19) . . . . ?
C19 C26 C27 C28 179.6(18) . . . . ?
C19 C26 C31 C30 177.3(19) . . . . ?
C20 C19 C26 C27 23(3) . . . . ?
C20 C19 C26 C31 -162(2) . . . . ?
C20 C21 C22 C23 -2(3) . . . . ?
C21 C20 C25 C24 -7(3) . . . . ?
C21 C22 C23 N1 179.8(17) . . . . ?
C21 C22 C23 C24 1(3) . . . . ?
C22 C23 C24 C25 -4(3) . . . . ?
C23 C24 C25 C20 7(3) . . . . ?
C25 C20 C21 C22 4(3) . . . . ?
C26 C19 C20 C21 28(3) . . . . ?
C26 C19 C20 C25 -157(2) . . . . ?
C26 C27 C28 C29 2(3) . . . . ?
C27 C26 C31 C30 -7(3) . . . . ?
C27 C28 C29 N2 172.1(19) . . . . ?
C27 C28 C29 C30 -4(3) . . . . ?
C28 C29 C30 C31 1(3) . . . . ?
C29 C30 C31 C26 5(3) . . . . ?
C31 C26 C27 C28 4(3) . . . . ?
C32 N1 C23 C22 -1(3) . . . . ?
C32 N1 C23 C24 177.7(17) . . . . ?
C33 N1 C23 C22 -178.6(17) . . . . ?
C33 N1 C23 C24 0(3) . . . . ?
C34 N2 C29 C28 5(3) . . . . ?
C34 N2 C29 C30 -178.1(19) . . . . ?
C35 N2 C29 C28 -178.4(18) . . . . ?
C35 N2 C29 C30 -2(3) . . . . ?
C36 S1 C39 C38 -28(2) . . . . ?
C36 C37 C38 C39 -38(3) . . . . ?
C37 C38 C39 S1 42(3) . . . . ?
C39 S1 C36 C37 7.8(19) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.104 0.168 0.477 12.3 7.3 ?
2 -0.074 0.425 0.966 12.2 0.5 ?
3 0.074 0.575 0.034 12.2 1.0 ?
4 -0.104 0.832 0.523 12.3 7.2 ?
5 0.396 0.668 0.023 12.3 7.2 ?
6 0.426 0.075 0.466 12.2 0.5 ?
7 0.574 -0.075 0.534 12.2 1.0 ?
8 0.604 0.332 0.977 12.3 7.3 ?

_olex2_submission_original_sample_id Eli78
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli65_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2039034'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-10-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C35 H34 Au Cl N2 P, B F4'
_chemical_formula_sum            'C35 H34 Au B Cl F4 N2 P'
_chemical_formula_weight         832.84
_chemical_melting_point          ?
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'
Au Au -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.6017(8)
_cell_length_b                   8.5026(3)
_cell_length_c                   20.5690(7)
_cell_angle_alpha                90
_cell_angle_beta                 118.0120(10)
_cell_angle_gamma                90
_cell_volume                     3180.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9495
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      72.56
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.570
_shelx_estimated_absorpt_T_min   0.420
_exptl_absorpt_coefficient_mu    10.383
_exptl_absorpt_correction_T_max  0.4245
_exptl_absorpt_correction_T_min  0.2331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0984 before and 0.0553 after correction.
The Ratio of minimum to maximum transmission is 0.5491.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'dark Blue'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.101
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.061
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            35290
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.274
_diffrn_reflns_theta_min         4.301
_diffrn_ambient_temperature      110.02
_diffrn_detector                 'Bruker CMOS area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5310
_reflns_number_total             5780
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.822
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         5780
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0248
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0198P)²+6.7517P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0578
_refine_ls_wR_factor_ref         0.0616
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(H28), C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Au1 Au 0.83770(2) 0.51540(2) 0.78911(2) 0.01987(5) Uani 1 1 d . . . . .
Cl1 Cl 0.88975(5) 0.59918(11) 0.90894(4) 0.03008(18) Uani 1 1 d . . . . .
P1 P 0.78924(4) 0.44170(9) 0.67124(4) 0.01745(15) Uani 1 1 d . . . . .
N1 N 0.92981(17) 1.1439(4) 0.90820(16) 0.0284(6) Uani 1 1 d . . . . .
N2 N 0.48766(16) 0.4439(4) 0.68624(17) 0.0276(6) Uani 1 1 d . . . . .
C1 C 0.76830(17) 0.6073(4) 0.60726(17) 0.0200(6) Uani 1 1 d . . . . .
C2 C 0.73482(17) 0.7452(4) 0.61558(17) 0.0212(6) Uani 1 1 d . . . . .
C3 C 0.71699(19) 0.8648(4) 0.56398(19) 0.0262(7) Uani 1 1 d . . . . .
H3 H 0.6938 0.9573 0.5689 0.031 Uiso 1 1 calc R . . . .
C4 C 0.7324(2) 0.8518(4) 0.50517(19) 0.0278(7) Uani 1 1 d . . . . .
H4 H 0.7184 0.9333 0.4695 0.033 Uiso 1 1 calc R . . . .
C5 C 0.7684(2) 0.7197(4) 0.49893(18) 0.0270(7) Uani 1 1 d . . . . .
H5 H 0.7811 0.7121 0.4602 0.032 Uiso 1 1 calc R . . . .
C6 C 0.78588(18) 0.5982(4) 0.54970(17) 0.0225(7) Uani 1 1 d . . . . .
H6 H 0.8102 0.5074 0.5450 0.027 Uiso 1 1 calc R . . . .
C7 C 0.70383(16) 0.3311(4) 0.63649(17) 0.0185(6) Uani 1 1 d . . . . .
C8 C 0.68376(18) 0.2626(4) 0.68646(18) 0.0220(6) Uani 1 1 d . . . . .
H8 H 0.7137 0.2765 0.7379 0.026 Uiso 1 1 calc R . . . .
C9 C 0.61968(19) 0.1744(4) 0.66000(19) 0.0252(7) Uani 1 1 d . . . . .
H9 H 0.6055 0.1291 0.6936 0.030 Uiso 1 1 calc R . . . .
C10 C 0.57612(18) 0.1518(4) 0.58493(19) 0.0258(7) Uani 1 1 d . . . . .
H10 H 0.5328 0.0897 0.5674 0.031 Uiso 1 1 calc R . . . .
C11 C 0.59582(18) 0.2198(4) 0.53541(18) 0.0239(7) Uani 1 1 d . . . . .
H11 H 0.5660 0.2039 0.4840 0.029 Uiso 1 1 calc R . . . .
C12 C 0.65873(17) 0.3107(4) 0.56057(17) 0.0205(6) Uani 1 1 d . . . . .
H12 H 0.6714 0.3592 0.5265 0.025 Uiso 1 1 calc R . . . .
C13 C 0.85239(17) 0.3168(4) 0.65537(18) 0.0202(6) Uani 1 1 d . . . . .
C14 C 0.82873(19) 0.2048(4) 0.59925(19) 0.0239(7) Uani 1 1 d . . . . .
H14 H 0.7777 0.1915 0.5671 0.029 Uiso 1 1 calc R . . . .
C15 C 0.8796(2) 0.1127(4) 0.5903(2) 0.0285(7) Uani 1 1 d . . . . .
H15 H 0.8631 0.0374 0.5517 0.034 Uiso 1 1 calc R . . . .
C16 C 0.9537(2) 0.1294(4) 0.6368(2) 0.0290(7) Uani 1 1 d . . . . .
H16 H 0.9880 0.0652 0.6304 0.035 Uiso 1 1 calc R . . . .
C17 C 0.9782(2) 0.2393(4) 0.6927(2) 0.0317(8) Uani 1 1 d . . . . .
H17 H 1.0294 0.2509 0.7247 0.038 Uiso 1 1 calc R . . . .
C18 C 0.92802(19) 0.3331(4) 0.70221(19) 0.0271(7) Uani 1 1 d . . . . .
H18 H 0.9451 0.4087 0.7407 0.033 Uiso 1 1 calc R . . . .
C19 C 0.72282(18) 0.7707(4) 0.68133(18) 0.0221(6) Uani 1 1 d . . . . .
C20 C 0.77159(18) 0.8739(4) 0.73651(18) 0.0216(6) Uani 1 1 d . . . . .
C21 C 0.75831(18) 0.9369(4) 0.79357(19) 0.0231(7) Uani 1 1 d . . . . .
H21 H 0.7127 0.9157 0.7928 0.028 Uiso 1 1 calc R . . . .
C22 C 0.8091(2) 1.0266(4) 0.84913(19) 0.0246(7) Uani 1 1 d . . . . .
H22 H 0.7985 1.0653 0.8864 0.030 Uiso 1 1 calc R . . . .
C23 C 0.8779(2) 1.0628(4) 0.85189(19) 0.0256(7) Uani 1 1 d . . . . .
C24 C 0.8890(2) 1.0128(4) 0.7915(2) 0.0244(7) Uani 1 1 d . . . . .
H24 H 0.9324 1.0432 0.7895 0.029 Uiso 1 1 calc R . . . .
C25 C 0.83820(18) 0.9224(4) 0.73704(18) 0.0226(7) Uani 1 1 d . . . . .
H25 H 0.8473 0.8901 0.6978 0.027 Uiso 1 1 calc R . . . .
C26 C 0.66370(18) 0.6879(4) 0.68360(19) 0.0228(7) Uani 1 1 d . . . . .
C27 C 0.66407(18) 0.6422(4) 0.75028(19) 0.0222(6) Uani 1 1 d . . . . .
H27 H 0.7053 0.6693 0.7957 0.027 Uiso 1 1 calc R . . . .
C28 C 0.60751(18) 0.5611(4) 0.75157(19) 0.0236(7) Uani 1 1 d . . . . .
H28 H 0.6106 0.5315 0.7975 0.028 Uiso 1 1 calc R . . . .
C29 C 0.54393(18) 0.5202(4) 0.6850(2) 0.0232(7) Uani 1 1 d . . . . .
C30 C 0.54379(18) 0.5603(4) 0.61749(19) 0.0251(7) Uani 1 1 d . . . . .
H30 H 0.5029 0.5318 0.5720 0.030 Uiso 1 1 calc R . . . .
C31 C 0.60154(18) 0.6388(4) 0.61743(19) 0.0236(7) Uani 1 1 d . . . . .
H31 H 0.6002 0.6616 0.5716 0.028 Uiso 1 1 calc R . . . .
C32 C 0.9984(2) 1.1900(5) 0.9091(2) 0.0392(9) Uani 1 1 d . . . . .
H32A H 1.0231 1.0964 0.9035 0.059 Uiso 1 1 calc GR . . . .
H32B H 1.0304 1.2418 0.9559 0.059 Uiso 1 1 calc GR . . . .
H32C H 0.9878 1.2628 0.8684 0.059 Uiso 1 1 calc GR . . . .
C33 C 0.9180(2) 1.1962(5) 0.9699(2) 0.0356(9) Uani 1 1 d . . . . .
H33A H 0.8791 1.2759 0.9526 0.053 Uiso 1 1 calc GR . . . .
H33B H 0.9637 1.2414 1.0085 0.053 Uiso 1 1 calc GR . . . .
H33C H 0.9035 1.1062 0.9899 0.053 Uiso 1 1 calc GR . . . .
C34 C 0.4851(2) 0.4196(5) 0.7553(2) 0.0329(8) Uani 1 1 d . . . . .
H34A H 0.5198 0.3365 0.7838 0.049 Uiso 1 1 calc GR . . . .
H34B H 0.4353 0.3886 0.7447 0.049 Uiso 1 1 calc GR . . . .
H34C H 0.4985 0.5175 0.7838 0.049 Uiso 1 1 calc GR . . . .
C35 C 0.4258(2) 0.3852(5) 0.6195(2) 0.0370(9) Uani 1 1 d . . . . .
H35A H 0.3939 0.4733 0.5922 0.056 Uiso 1 1 calc GR . . . .
H35B H 0.3978 0.3099 0.6325 0.056 Uiso 1 1 calc GR . . . .
H35C H 0.4440 0.3330 0.5887 0.056 Uiso 1 1 calc GR . . . .
F1 F 0.72107(13) 0.3578(3) 0.43814(12) 0.0375(5) Uani 1 1 d . . . . .
F2 F 0.63763(12) 0.1593(3) 0.40722(12) 0.0350(5) Uani 1 1 d . . . . .
F3 F 0.73125(12) 0.1431(3) 0.37823(13) 0.0388(5) Uani 1 1 d . . . . .
F4 F 0.63795(12) 0.3176(3) 0.31856(11) 0.0357(5) Uani 1 1 d . . . . .
B1 B 0.6822(2) 0.2440(5) 0.3853(2) 0.0257(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au1 Cl1 2.2912(8) . ?
Au1 P1 2.2347(8) . ?
P1 C1 1.835(3) . ?
P1 C7 1.819(3) . ?
P1 C13 1.824(3) . ?
N1 C23 1.340(5) . ?
N1 C32 1.459(5) . ?
N1 C33 1.469(5) . ?
N2 C29 1.339(5) . ?
N2 C34 1.461(5) . ?
N2 C35 1.455(5) . ?
C1 C2 1.411(5) . ?
C1 C6 1.393(4) . ?
C2 C3 1.389(5) . ?
C2 C19 1.500(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.402(4) . ?
C7 C12 1.403(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.387(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(5) . ?
C13 C18 1.402(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.375(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.413(5) . ?
C19 C26 1.427(5) . ?
C20 C21 1.429(5) . ?
C20 C25 1.428(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.363(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.426(5) . ?
C23 C24 1.429(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.357(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.422(5) . ?
C26 C31 1.424(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.365(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.424(5) . ?
C29 C30 1.428(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.365(5) . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
F1 B1 1.394(4) . ?
F2 B1 1.397(4) . ?
F3 B1 1.384(5) . ?
F4 B1 1.390(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
P1 Au1 Cl1 177.68(3) . . ?
C1 P1 Au1 113.44(10) . . ?
C7 P1 Au1 115.35(11) . . ?
C7 P1 C1 104.86(14) . . ?
C7 P1 C13 105.57(14) . . ?
C13 P1 Au1 111.39(11) . . ?
C13 P1 C1 105.40(15) . . ?
C23 N1 C32 121.6(3) . . ?
C23 N1 C33 120.9(3) . . ?
C32 N1 C33 117.4(3) . . ?
C29 N2 C34 120.9(3) . . ?
C29 N2 C35 122.1(3) . . ?
C35 N2 C34 117.0(3) . . ?
C2 C1 P1 121.0(2) . . ?
C6 C1 P1 120.0(3) . . ?
C6 C1 C2 119.1(3) . . ?
C1 C2 C19 121.7(3) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 C19 119.1(3) . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.3(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.6(3) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.2(3) . . ?
C5 C6 H6 119.4 . . ?
C8 C7 P1 119.4(2) . . ?
C8 C7 C12 119.7(3) . . ?
C12 C7 P1 120.9(2) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.0(3) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 H12 120.0 . . ?
C11 C12 C7 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C14 C13 P1 123.0(2) . . ?
C14 C13 C18 118.6(3) . . ?
C18 C13 P1 118.4(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.1(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.4(3) . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C2 117.2(3) . . ?
C20 C19 C26 125.2(3) . . ?
C26 C19 C2 117.6(3) . . ?
C19 C20 C21 123.7(3) . . ?
C19 C20 C25 120.2(3) . . ?
C25 C20 C21 116.1(3) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.1(3) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.8(3) . . ?
C23 C22 H22 119.6 . . ?
N1 C23 C22 121.3(3) . . ?
N1 C23 C24 121.1(3) . . ?
C22 C23 C24 117.6(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C20 C25 H25 118.8 . . ?
C24 C25 C20 122.4(3) . . ?
C24 C25 H25 118.8 . . ?
C27 C26 C19 123.3(3) . . ?
C27 C26 C31 115.9(3) . . ?
C31 C26 C19 120.8(3) . . ?
C26 C27 H27 118.7 . . ?
C28 C27 C26 122.6(3) . . ?
C28 C27 H27 118.7 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.8(3) . . ?
C29 C28 H28 119.6 . . ?
N2 C29 C28 120.9(3) . . ?
N2 C29 C30 121.8(3) . . ?
C28 C29 C30 117.3(3) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 120.9(3) . . ?
C31 C30 H30 119.5 . . ?
C26 C31 H31 118.8 . . ?
C30 C31 C26 122.4(3) . . ?
C30 C31 H31 118.8 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N2 C34 H34A 109.5 . . ?
N2 C34 H34B 109.5 . . ?
N2 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N2 C35 H35A 109.5 . . ?
N2 C35 H35B 109.5 . . ?
N2 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
F1 B1 F2 109.3(3) . . ?
F3 B1 F1 109.3(3) . . ?
F3 B1 F2 109.7(3) . . ?
F3 B1 F4 110.4(3) . . ?
F4 B1 F1 109.1(3) . . ?
F4 B1 F2 109.0(3) . . ?

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
Au1 P1 C1 C2 -43.1(3) . . . . ?
Au1 P1 C1 C6 136.5(2) . . . . ?
Au1 P1 C7 C8 -16.9(3) . . . . ?
Au1 P1 C7 C12 164.5(2) . . . . ?
Au1 P1 C13 C14 152.7(2) . . . . ?
Au1 P1 C13 C18 -26.5(3) . . . . ?
P1 C1 C2 C3 -177.2(2) . . . . ?
P1 C1 C2 C19 7.2(4) . . . . ?
P1 C1 C6 C5 177.8(3) . . . . ?
P1 C7 C8 C9 -178.1(2) . . . . ?
P1 C7 C12 C11 176.9(2) . . . . ?
P1 C13 C14 C15 -179.6(3) . . . . ?
P1 C13 C18 C17 179.3(3) . . . . ?
N1 C23 C24 C25 175.8(3) . . . . ?
N2 C29 C30 C31 179.7(3) . . . . ?
C1 P1 C7 C8 -142.4(3) . . . . ?
C1 P1 C7 C12 39.0(3) . . . . ?
C1 P1 C13 C14 -83.8(3) . . . . ?
C1 P1 C13 C18 96.9(3) . . . . ?
C1 C2 C3 C4 -0.9(5) . . . . ?
C1 C2 C19 C20 102.9(4) . . . . ?
C1 C2 C19 C26 -76.5(4) . . . . ?
C2 C1 C6 C5 -2.6(5) . . . . ?
C2 C3 C4 C5 -2.1(5) . . . . ?
C2 C19 C20 C21 165.7(3) . . . . ?
C2 C19 C20 C25 -13.6(5) . . . . ?
C2 C19 C26 C27 150.9(3) . . . . ?
C2 C19 C26 C31 -25.8(4) . . . . ?
C3 C2 C19 C20 -72.7(4) . . . . ?
C3 C2 C19 C26 107.9(4) . . . . ?
C3 C4 C5 C6 2.8(5) . . . . ?
C4 C5 C6 C1 -0.5(5) . . . . ?
C6 C1 C2 C3 3.2(5) . . . . ?
C6 C1 C2 C19 -172.5(3) . . . . ?
C7 P1 C1 C2 83.6(3) . . . . ?
C7 P1 C1 C6 -96.8(3) . . . . ?
C7 P1 C13 C14 26.8(3) . . . . ?
C7 P1 C13 C18 -152.4(3) . . . . ?
C7 C8 C9 C10 0.9(5) . . . . ?
C8 C7 C12 C11 -1.7(5) . . . . ?
C8 C9 C10 C11 -1.1(5) . . . . ?
C9 C10 C11 C12 -0.2(5) . . . . ?
C10 C11 C12 C7 1.6(5) . . . . ?
C12 C7 C8 C9 0.5(5) . . . . ?
C13 P1 C1 C2 -165.2(3) . . . . ?
C13 P1 C1 C6 14.4(3) . . . . ?
C13 P1 C7 C8 106.5(3) . . . . ?
C13 P1 C7 C12 -72.1(3) . . . . ?
C13 C14 C15 C16 0.6(5) . . . . ?
C14 C13 C18 C17 0.0(5) . . . . ?
C14 C15 C16 C17 -0.5(5) . . . . ?
C15 C16 C17 C18 0.2(6) . . . . ?
C16 C17 C18 C13 0.1(5) . . . . ?
C18 C13 C14 C15 -0.4(5) . . . . ?
C19 C2 C3 C4 174.9(3) . . . . ?
C19 C20 C21 C22 174.9(3) . . . . ?
C19 C20 C25 C24 -175.5(3) . . . . ?
C19 C26 C27 C28 -179.1(3) . . . . ?
C19 C26 C31 C30 -179.6(3) . . . . ?
C20 C19 C26 C27 -28.5(5) . . . . ?
C20 C19 C26 C31 154.8(3) . . . . ?
C20 C21 C22 C23 0.8(5) . . . . ?
C21 C20 C25 C24 5.1(5) . . . . ?
C21 C22 C23 N1 -176.5(3) . . . . ?
C21 C22 C23 C24 5.0(5) . . . . ?
C22 C23 C24 C25 -5.6(5) . . . . ?
C23 C24 C25 C20 0.6(5) . . . . ?
C25 C20 C21 C22 -5.7(5) . . . . ?
C26 C19 C20 C21 -14.9(5) . . . . ?
C26 C19 C20 C25 165.7(3) . . . . ?
C26 C27 C28 C29 -1.1(5) . . . . ?
C27 C26 C31 C30 3.5(5) . . . . ?
C27 C28 C29 N2 -178.4(3) . . . . ?
C27 C28 C29 C30 3.2(5) . . . . ?
C28 C29 C30 C31 -2.0(5) . . . . ?
C29 C30 C31 C26 -1.4(5) . . . . ?
C31 C26 C27 C28 -2.2(5) . . . . ?
C32 N1 C23 C22 -176.0(3) . . . . ?
C32 N1 C23 C24 2.4(5) . . . . ?
C33 N1 C23 C22 1.1(5) . . . . ?
C33 N1 C23 C24 179.5(3) . . . . ?
C34 N2 C29 C28 8.7(5) . . . . ?
C34 N2 C29 C30 -173.1(3) . . . . ?
C35 N2 C29 C28 -173.0(3) . . . . ?
C35 N2 C29 C30 5.3(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_eli77_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2039041'
loop_
_audit_author_name
_audit_author_address
'Elishua Litle'
;Texas A and M University
United States of America
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2020-05-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H30 Au O P S, C H2 Cl2, 2(B F4)'
_chemical_formula_sum            'C36 H32 Au B2 Cl2 F8 O P S'
_chemical_formula_weight         985.13
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0106(7)
_cell_length_b                   12.2124(12)
_cell_length_c                   19.0728(18)
_cell_angle_alpha                99.359(3)
_cell_angle_beta                 93.578(3)
_cell_angle_gamma                101.894(3)
_cell_volume                     1792.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9975
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      30.12
_cell_measurement_theta_min      2.18
_shelx_estimated_absorpt_T_max   0.292
_shelx_estimated_absorpt_T_min   0.145
_exptl_absorpt_coefficient_mu    4.428
_exptl_absorpt_correction_T_max  0.3812
_exptl_absorpt_correction_T_min  0.2715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1059 before and 0.0618 after correction. The Ratio of minimum to maximum transmission is 0.7122. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.709
_exptl_crystal_size_mid          0.377
_exptl_crystal_size_min          0.369
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            52071
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.034
_diffrn_reflns_theta_min         1.873
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8821
_reflns_number_total             10490
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.955
_refine_diff_density_min         -1.454
_refine_diff_density_rms         0.142
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         10490
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.040
_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)+(0.0121P)²+3.9772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0671
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24),
  C25(H25), C28(H28), C29(H29), C30(H30), C31(H31)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Au1 Au -0.14112(2) 0.21052(2) 0.27004(2) 0.01859(4) Uani 1 1 d . . . . .
S1 S -0.36322(11) 0.08532(7) 0.30822(5) 0.02127(18) Uani 1 1 d . . . . .
P1 P 0.05100(11) 0.34013(7) 0.22625(5) 0.01610(17) Uani 1 1 d . . . . .
O1 O -0.1333(3) 0.6791(2) 0.38739(13) 0.0203(5) Uani 1 1 d . . . . .
C1 C -0.0565(4) 0.4028(3) 0.16014(18) 0.0167(6) Uani 1 1 d . . . . .
C2 C -0.1190(4) 0.5027(3) 0.17557(18) 0.0163(6) Uani 1 1 d . . . . .
C3 C -0.1907(4) 0.5452(3) 0.11999(19) 0.0202(7) Uani 1 1 d . . . . .
H3 H -0.2287 0.6143 0.1301 0.024 Uiso 1 1 calc R . . . .
C4 C -0.2071(4) 0.4875(3) 0.05016(19) 0.0223(7) Uani 1 1 d . . . . .
H4 H -0.2559 0.5171 0.0127 0.027 Uiso 1 1 calc R . . . .
C5 C -0.1521(4) 0.3867(3) 0.03518(19) 0.0213(7) Uani 1 1 d . . . . .
H5 H -0.1659 0.3461 -0.0125 0.026 Uiso 1 1 calc R . . . .
C6 C -0.0772(4) 0.3452(3) 0.08941(18) 0.0192(7) Uani 1 1 d . . . . .
H6 H -0.0390 0.2762 0.0785 0.023 Uiso 1 1 calc R . . . .
C7 C 0.2110(4) 0.2811(3) 0.17874(18) 0.0181(7) Uani 1 1 d . . . . .
C8 C 0.3049(4) 0.3386(3) 0.13098(18) 0.0204(7) Uani 1 1 d . . . . .
H8 H 0.2850 0.4097 0.1227 0.025 Uiso 1 1 calc R . . . .
C9 C 0.4266(4) 0.2915(3) 0.09580(19) 0.0221(7) Uani 1 1 d . . . . .
H9 H 0.4893 0.3299 0.0630 0.027 Uiso 1 1 calc R . . . .
C10 C 0.4568(5) 0.1882(3) 0.1085(2) 0.0259(8) Uani 1 1 d . . . . .
H10 H 0.5415 0.1566 0.0849 0.031 Uiso 1 1 calc R . . . .
C11 C 0.3640(5) 0.1312(3) 0.1555(2) 0.0259(8) Uani 1 1 d . . . . .
H11 H 0.3851 0.0604 0.1639 0.031 Uiso 1 1 calc R . . . .
C12 C 0.2401(4) 0.1768(3) 0.19052(18) 0.0206(7) Uani 1 1 d . . . . .
H12 H 0.1755 0.1370 0.2223 0.025 Uiso 1 1 calc R . . . .
C13 C 0.1644(4) 0.4577(3) 0.29491(18) 0.0174(7) Uani 1 1 d . . . . .
C14 C 0.2931(4) 0.5425(3) 0.27807(18) 0.0190(7) Uani 1 1 d . . . . .
H14 H 0.3264 0.5370 0.2309 0.023 Uiso 1 1 calc R . . . .
C15 C 0.3724(4) 0.6349(3) 0.3302(2) 0.0215(7) Uani 1 1 d . . . . .
H15 H 0.4601 0.6926 0.3187 0.026 Uiso 1 1 calc R . . . .
C16 C 0.3233(5) 0.6428(3) 0.39907(19) 0.0233(7) Uani 1 1 d . . . . .
H16 H 0.3759 0.7067 0.4346 0.028 Uiso 1 1 calc R . . . .
C17 C 0.1974(5) 0.5575(3) 0.41595(19) 0.0231(7) Uani 1 1 d . . . . .
H17 H 0.1648 0.5628 0.4632 0.028 Uiso 1 1 calc R . . . .
C18 C 0.1188(4) 0.4646(3) 0.36440(18) 0.0193(7) Uani 1 1 d . . . . .
H18 H 0.0340 0.4058 0.3764 0.023 Uiso 1 1 calc R . . . .
C19 C -0.1234(4) 0.5644(3) 0.24865(18) 0.0160(6) Uani 1 1 d . . . . .
C20 C -0.0271(4) 0.6768(3) 0.27222(18) 0.0176(7) Uani 1 1 d . . . . .
C21 C -0.0354(4) 0.7317(3) 0.34218(18) 0.0178(7) Uani 1 1 d . . . . .
C22 C 0.0558(4) 0.8423(3) 0.3696(2) 0.0223(7) Uani 1 1 d . . . . .
H22 H 0.0484 0.8772 0.4173 0.027 Uiso 1 1 calc R . . . .
C23 C 0.1560(5) 0.8987(3) 0.3257(2) 0.0243(8) Uani 1 1 d . . . . .
H23 H 0.2158 0.9751 0.3425 0.029 Uiso 1 1 calc R . . . .
C24 C 0.1724(5) 0.8456(3) 0.2558(2) 0.0242(8) Uani 1 1 d . . . . .
H24 H 0.2459 0.8859 0.2268 0.029 Uiso 1 1 calc R . . . .
C25 C 0.0845(4) 0.7377(3) 0.2294(2) 0.0210(7) Uani 1 1 d . . . . .
H25 H 0.0972 0.7027 0.1823 0.025 Uiso 1 1 calc R . . . .
C26 C -0.2341(4) 0.5145(3) 0.29529(18) 0.0168(6) Uani 1 1 d . . . . .
C27 C -0.2301(4) 0.5733(3) 0.36569(19) 0.0184(7) Uani 1 1 d . . . . .
C28 C -0.3249(4) 0.5256(3) 0.41645(19) 0.0212(7) Uani 1 1 d . . . . .
H28 H -0.3155 0.5652 0.4642 0.025 Uiso 1 1 calc R . . . .
C29 C -0.4311(4) 0.4213(3) 0.39609(19) 0.0212(7) Uani 1 1 d . . . . .
H29 H -0.4954 0.3875 0.4302 0.025 Uiso 1 1 calc R . . . .
C30 C -0.4474(4) 0.3626(3) 0.32519(19) 0.0196(7) Uani 1 1 d . . . . .
H30 H -0.5263 0.2915 0.3115 0.023 Uiso 1 1 calc R . . . .
C31 C -0.3501(4) 0.4075(3) 0.27569(18) 0.0176(7) Uani 1 1 d . . . . .
H31 H -0.3605 0.3667 0.2282 0.021 Uiso 1 1 calc R . . . .
C32 C -0.3627(5) 0.1319(3) 0.4051(2) 0.0252(8) Uani 1 1 d . . . . .
H32A H -0.2819 0.2063 0.4214 0.030 Uiso 1 1 calc R . . . .
H32B H -0.4787 0.1394 0.4172 0.030 Uiso 1 1 calc R . . . .
C33 C -0.3061(5) 0.0402(3) 0.4399(2) 0.0257(8) Uani 1 1 d . . . . .
H33A H -0.1802 0.0595 0.4515 0.031 Uiso 1 1 calc R . . . .
H33B H -0.3605 0.0342 0.4848 0.031 Uiso 1 1 calc R . . . .
C34 C -0.3599(5) -0.0717(3) 0.3879(2) 0.0274(8) Uani 1 1 d . . . . .
H34A H -0.4860 -0.0992 0.3835 0.033 Uiso 1 1 calc R . . . .
H34B H -0.3058 -0.1302 0.4044 0.033 Uiso 1 1 calc R . . . .
C35 C -0.3001(5) -0.0481(3) 0.3166(2) 0.0298(9) Uani 1 1 d . . . . .
H35A H -0.3574 -0.1100 0.2770 0.036 Uiso 1 1 calc R . . . .
H35B H -0.1743 -0.0393 0.3170 0.036 Uiso 1 1 calc R . . . .
Cl1 Cl 0.80971(16) 1.02125(11) 0.11767(8) 0.0542(3) Uani 1 1 d . . . . .
Cl2 Cl 1.02881(18) 0.86959(10) 0.06531(7) 0.0505(3) Uani 1 1 d . . . . .
C36 C 0.8304(6) 0.9070(4) 0.0515(3) 0.0434(11) Uani 1 1 d . . . . .
H36A H 0.7366 0.8405 0.0524 0.052 Uiso 1 1 calc R . . . .
H36B H 0.8198 0.9288 0.0039 0.052 Uiso 1 1 calc R . . . .
F3 F 0.5536(3) 0.6896(2) 0.07140(12) 0.0328(5) Uani 1 1 d . . . . .
F2 F 0.4007(4) 0.8069(2) 0.12814(16) 0.0508(8) Uani 1 1 d . . . . .
F1 F 0.5588(3) 0.7153(2) 0.19223(12) 0.0386(6) Uani 1 1 d . . . . .
F4 F 0.3171(3) 0.61685(19) 0.12279(12) 0.0314(5) Uani 1 1 d . . . . .
B1 B 0.4577(6) 0.7075(4) 0.1286(2) 0.0269(9) Uani 1 1 d . . . . .
F6 F -0.0527(3) 0.74303(18) 0.55071(12) 0.0293(5) Uani 1 1 d . . . . .
F7 F -0.1223(3) 0.91224(17) 0.54392(12) 0.0287(5) Uani 1 1 d . . . . .
F8 F -0.2107(3) 0.8186(2) 0.63353(12) 0.0333(5) Uani 1 1 d . . . . .
F5 F -0.3294(3) 0.75082(19) 0.51980(12) 0.0286(5) Uani 1 1 d . . . . .
B2 B -0.1774(5) 0.8062(3) 0.5619(2) 0.0207(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au1 S1 2.3315(9) . ?
Au1 P1 2.2710(9) . ?
S1 C32 1.842(4) . ?
S1 C35 1.830(4) . ?
P1 C1 1.835(3) . ?
P1 C7 1.816(3) . ?
P1 C13 1.818(4) . ?
O1 C21 1.352(4) . ?
O1 C27 1.348(4) . ?
C1 C2 1.407(4) . ?
C1 C6 1.399(5) . ?
C2 C3 1.397(5) . ?
C2 C19 1.479(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.381(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.401(5) . ?
C7 C12 1.392(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.385(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(5) . ?
C13 C18 1.391(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.414(5) . ?
C19 C26 1.415(4) . ?
C20 C21 1.405(5) . ?
C20 C25 1.427(5) . ?
C21 C22 1.395(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.365(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.411(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.358(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.411(5) . ?
C26 C31 1.417(5) . ?
C27 C28 1.395(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.359(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.408(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.372(5) . ?
C31 H31 0.9500 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.522(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.517(5) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.522(5) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
Cl1 C36 1.764(5) . ?
Cl2 C36 1.758(5) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
F3 B1 1.387(5) . ?
F2 B1 1.383(5) . ?
F1 B1 1.395(5) . ?
F4 B1 1.392(5) . ?
F6 B2 1.389(4) . ?
F7 B2 1.385(4) . ?
F8 B2 1.398(5) . ?
F5 B2 1.395(5) . ?

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
P1 Au1 S1 173.30(3) . . ?
C32 S1 Au1 107.26(12) . . ?
C35 S1 Au1 110.53(13) . . ?
C35 S1 C32 94.64(18) . . ?
C1 P1 Au1 110.83(11) . . ?
C7 P1 Au1 114.17(11) . . ?
C7 P1 C1 104.34(15) . . ?
C7 P1 C13 107.44(15) . . ?
C13 P1 Au1 112.89(11) . . ?
C13 P1 C1 106.55(15) . . ?
C27 O1 C21 120.7(3) . . ?
C2 C1 P1 125.0(3) . . ?
C6 C1 P1 116.5(3) . . ?
C6 C1 C2 118.6(3) . . ?
C1 C2 C19 124.1(3) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 C19 116.2(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.2(3) . . ?
C5 C6 H6 119.4 . . ?
C8 C7 P1 121.3(3) . . ?
C12 C7 P1 118.8(3) . . ?
C12 C7 C8 119.9(3) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.9(3) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0(3) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.3(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.3(3) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 H12 120.2 . . ?
C11 C12 C7 119.6(3) . . ?
C11 C12 H12 120.2 . . ?
C14 C13 P1 120.6(3) . . ?
C18 C13 P1 119.5(3) . . ?
C18 C13 C14 119.9(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(3) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(3) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 H18 120.1 . . ?
C17 C18 C13 119.8(3) . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C2 121.5(3) . . ?
C20 C19 C26 118.2(3) . . ?
C26 C19 C2 120.2(3) . . ?
C19 C20 C25 123.5(3) . . ?
C21 C20 C19 119.3(3) . . ?
C21 C20 C25 117.2(3) . . ?
O1 C21 C20 121.3(3) . . ?
O1 C21 C22 115.8(3) . . ?
C22 C21 C20 122.9(3) . . ?
C21 C22 H22 121.1 . . ?
C23 C22 C21 117.7(3) . . ?
C23 C22 H22 121.1 . . ?
C22 C23 H23 119.3 . . ?
C22 C23 C24 121.3(3) . . ?
C24 C23 H23 119.3 . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 120.0(3) . . ?
C24 C25 H25 120.0 . . ?
C19 C26 C31 123.8(3) . . ?
C27 C26 C19 119.0(3) . . ?
C27 C26 C31 117.3(3) . . ?
O1 C27 C26 121.3(3) . . ?
O1 C27 C28 116.4(3) . . ?
C28 C27 C26 122.3(3) . . ?
C27 C28 H28 120.7 . . ?
C29 C28 C27 118.6(3) . . ?
C29 C28 H28 120.7 . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 121.1(3) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.5(3) . . ?
C31 C30 H30 119.7 . . ?
C26 C31 H31 119.9 . . ?
C30 C31 C26 120.1(3) . . ?
C30 C31 H31 119.9 . . ?
S1 C32 H32A 110.6 . . ?
S1 C32 H32B 110.6 . . ?
H32A C32 H32B 108.7 . . ?
C33 C32 S1 105.8(2) . . ?
C33 C32 H32A 110.6 . . ?
C33 C32 H32B 110.6 . . ?
C32 C33 H33A 110.1 . . ?
C32 C33 H33B 110.1 . . ?
H33A C33 H33B 108.4 . . ?
C34 C33 C32 108.1(3) . . ?
C34 C33 H33A 110.1 . . ?
C34 C33 H33B 110.1 . . ?
C33 C34 H34A 110.5 . . ?
C33 C34 H34B 110.5 . . ?
C33 C34 C35 106.3(3) . . ?
H34A C34 H34B 108.7 . . ?
C35 C34 H34A 110.5 . . ?
C35 C34 H34B 110.5 . . ?
S1 C35 H35A 111.1 . . ?
S1 C35 H35B 111.1 . . ?
C34 C35 S1 103.4(3) . . ?
C34 C35 H35A 111.1 . . ?
C34 C35 H35B 111.1 . . ?
H35A C35 H35B 109.1 . . ?
Cl1 C36 H36A 109.4 . . ?
Cl1 C36 H36B 109.4 . . ?
Cl2 C36 Cl1 111.4(3) . . ?
Cl2 C36 H36A 109.4 . . ?
Cl2 C36 H36B 109.4 . . ?
H36A C36 H36B 108.0 . . ?
F3 B1 F1 109.5(3) . . ?
F3 B1 F4 109.7(3) . . ?
F2 B1 F3 109.3(3) . . ?
F2 B1 F1 110.1(4) . . ?
F2 B1 F4 109.3(3) . . ?
F4 B1 F1 109.0(3) . . ?
F6 B2 F8 109.9(3) . . ?
F6 B2 F5 110.2(3) . . ?
F7 B2 F6 109.8(3) . . ?
F7 B2 F8 109.8(3) . . ?
F7 B2 F5 108.8(3) . . ?
F5 B2 F8 108.4(3) . . ?

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
Au1 S1 C32 C33 -111.4(2) . . . . ?
Au1 S1 C35 C34 135.0(2) . . . . ?
Au1 P1 C1 C2 91.8(3) . . . . ?
Au1 P1 C1 C6 -87.9(3) . . . . ?
Au1 P1 C7 C8 160.6(2) . . . . ?
Au1 P1 C7 C12 -19.5(3) . . . . ?
Au1 P1 C13 C14 177.0(2) . . . . ?
Au1 P1 C13 C18 -4.9(3) . . . . ?
S1 C32 C33 C34 -28.5(3) . . . . ?
P1 C1 C2 C3 176.7(2) . . . . ?
P1 C1 C2 C19 -6.9(5) . . . . ?
P1 C1 C6 C5 -178.2(3) . . . . ?
P1 C7 C8 C9 179.7(3) . . . . ?
P1 C7 C12 C11 -179.0(3) . . . . ?
P1 C13 C14 C15 176.6(3) . . . . ?
P1 C13 C18 C17 -176.1(3) . . . . ?
O1 C21 C22 C23 -179.8(3) . . . . ?
O1 C27 C28 C29 176.7(3) . . . . ?
C1 P1 C7 C8 39.5(3) . . . . ?
C1 P1 C7 C12 -140.6(3) . . . . ?
C1 P1 C13 C14 -61.2(3) . . . . ?
C1 P1 C13 C18 117.0(3) . . . . ?
C1 C2 C3 C4 2.6(5) . . . . ?
C1 C2 C19 C20 116.7(4) . . . . ?
C1 C2 C19 C26 -67.6(4) . . . . ?
C2 C1 C6 C5 2.1(5) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C2 C19 C20 C21 -179.9(3) . . . . ?
C2 C19 C20 C25 -2.1(5) . . . . ?
C2 C19 C26 C27 177.2(3) . . . . ?
C2 C19 C26 C31 -2.4(5) . . . . ?
C3 C2 C19 C20 -66.8(4) . . . . ?
C3 C2 C19 C26 108.8(4) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C6 C1 C2 C3 -3.6(5) . . . . ?
C6 C1 C2 C19 172.8(3) . . . . ?
C7 P1 C1 C2 -144.9(3) . . . . ?
C7 P1 C1 C6 35.4(3) . . . . ?
C7 P1 C13 C14 50.2(3) . . . . ?
C7 P1 C13 C18 -131.6(3) . . . . ?
C7 C8 C9 C10 -0.8(5) . . . . ?
C8 C7 C12 C11 1.0(5) . . . . ?
C8 C9 C10 C11 0.9(6) . . . . ?
C9 C10 C11 C12 -0.2(6) . . . . ?
C10 C11 C12 C7 -0.8(5) . . . . ?
C12 C7 C8 C9 -0.2(5) . . . . ?
C13 P1 C1 C2 -31.4(3) . . . . ?
C13 P1 C1 C6 148.9(3) . . . . ?
C13 P1 C7 C8 -73.4(3) . . . . ?
C13 P1 C7 C12 106.5(3) . . . . ?
C13 C14 C15 C16 -0.1(5) . . . . ?
C14 C13 C18 C17 2.1(5) . . . . ?
C14 C15 C16 C17 1.2(5) . . . . ?
C15 C16 C17 C18 -0.6(5) . . . . ?
C16 C17 C18 C13 -1.0(5) . . . . ?
C18 C13 C14 C15 -1.5(5) . . . . ?
C19 C2 C3 C4 -174.1(3) . . . . ?
C19 C20 C21 O1 0.1(5) . . . . ?
C19 C20 C21 C22 179.8(3) . . . . ?
C19 C20 C25 C24 179.9(3) . . . . ?
C19 C26 C27 O1 5.3(5) . . . . ?
C19 C26 C27 C28 -174.6(3) . . . . ?
C19 C26 C31 C30 176.9(3) . . . . ?
C20 C19 C26 C27 -7.0(5) . . . . ?
C20 C19 C26 C31 173.4(3) . . . . ?
C20 C21 C22 C23 0.4(5) . . . . ?
C21 O1 C27 C26 -0.7(5) . . . . ?
C21 O1 C27 C28 179.2(3) . . . . ?
C21 C20 C25 C24 -2.3(5) . . . . ?
C21 C22 C23 C24 -2.4(5) . . . . ?
C22 C23 C24 C25 2.0(6) . . . . ?
C23 C24 C25 C20 0.4(5) . . . . ?
C25 C20 C21 O1 -177.8(3) . . . . ?
C25 C20 C21 C22 1.9(5) . . . . ?
C26 C19 C20 C21 4.4(5) . . . . ?
C26 C19 C20 C25 -177.8(3) . . . . ?
C26 C27 C28 C29 -3.4(5) . . . . ?
C27 O1 C21 C20 -2.0(5) . . . . ?
C27 O1 C21 C22 178.2(3) . . . . ?
C27 C26 C31 C30 -2.8(5) . . . . ?
C27 C28 C29 C30 -0.7(5) . . . . ?
C28 C29 C30 C31 2.9(5) . . . . ?
C29 C30 C31 C26 -1.1(5) . . . . ?
C31 C26 C27 O1 -175.0(3) . . . . ?
C31 C26 C27 C28 5.1(5) . . . . ?
C32 S1 C35 C34 24.6(3) . . . . ?
C32 C33 C34 C35 48.9(4) . . . . ?
C33 C34 C35 S1 -44.9(3) . . . . ?
C35 S1 C32 C33 1.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
