# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ty051_c1_2_auto
_database_code_depnum_ccdc_archive 'CCDC 2420890'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-18 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_ty051_c1_2_auto     
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01794 Ang.
RESPONSE: Although amounts of attempts have been conducted, our best 
single crystal could only diffracted to 0.84. Under such low 
resolution,the low bond precision is acceptable and it will not 
influence our conclusion based on this structure.
;
# end Validation Reply Form

_audit_creation_date             2025-02-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        (Bn)2NC(=Se)PPh2
_chemical_formula_moiety         'C27 H24 N P Se'
_chemical_formula_sum            'C27 H24 N P Se'
_chemical_formula_weight         472.40
_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'
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'
Se Se -0.0929 2.2259 '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           9
_space_group_name_H-M_alt        'I 1 a 1'
_space_group_name_Hall           'I -2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z'
'x+1/2, y+1/2, z+1/2'
'x+1, -y+1/2, z+1/2'

_cell_length_a                   9.8139(7)
_cell_length_b                   17.3013(11)
_cell_length_c                   26.7081(18)
_cell_angle_alpha                90
_cell_angle_beta                 98.701(6)
_cell_angle_gamma                90
_cell_volume                     4482.7(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5394
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      27.3490
_cell_measurement_theta_min      2.3360
_shelx_estimated_absorpt_T_max   0.949
_shelx_estimated_absorpt_T_min   0.830
_exptl_absorpt_coefficient_mu    1.761
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86532
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1936
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: AcOEt/hexane'
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0852
_diffrn_reflns_av_unetI/netI     0.1080
_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       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            17101
_diffrn_reflns_point_group_measured_fraction_full 0.878
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.354
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00 109.00   0.50  140.00    --   20.00  54.00 -60.00  360
  2  ω    -50.00 -25.00   0.50  140.00    --   20.00  54.00 120.00   50
  3  ω     73.00 108.50   0.50  140.00    --   20.00  54.00 120.00   71
  4  ω    -54.00 107.00   0.50  140.00    --   20.00  54.00 150.00  322
  5  ω    -48.00  71.00   0.50  140.00    --   20.00  54.00-120.00  238
  6  ω    -10.00  16.50   0.50  140.00    --   20.00  54.00  60.00   53
  7  ω     61.00  85.50   0.50  140.00    --   20.00  54.00  60.00   49
  8  ω      2.00  29.00   0.50  140.00    --   20.00  54.00-180.00   54
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0530705000
_diffrn_orient_matrix_UB_12      0.0179353000
_diffrn_orient_matrix_UB_13      -0.0111297000
_diffrn_orient_matrix_UB_21      0.0356758000
_diffrn_orient_matrix_UB_22      0.0088595000
_diffrn_orient_matrix_UB_23      0.0244599000
_diffrn_orient_matrix_UB_31      0.0354542000
_diffrn_orient_matrix_UB_32      -0.0357699000
_diffrn_orient_matrix_UB_33      0.0004710000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.755
_reflns_Friedel_fraction_full    0.756
_reflns_Friedel_fraction_max     0.756
_reflns_number_gt                4874
_reflns_number_total             6923
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.902
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details 
;
 Flack x determined using 1585 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         6923
_refine_ls_number_restraints     225
_refine_ls_R_factor_all          0.1012
_refine_ls_R_factor_gt           0.0619
_refine_ls_restrained_S_all      1.008
_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)+(0.0536P)²+21.8373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1309
_refine_ls_wR_factor_ref         0.1480
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C01H-C00A \\sim C01B-C00P \\sim C00J-C009 \\sim C01L-C00Z \\sim C01N-C00Q
\\sim C01J-C00F \\sim C013-
 C00L \\sim C014-C00C
 with sigma of 0.1
 C01O-C01J \\sim C01O-C01N \\sim C00O-C00C \\sim C00O-C00L \\sim C00V-C00J
\\sim C00Z-C00V \\sim C00P-
 C00B \\sim C01H-C00B
 with sigma of 0.1
 C00I-C00A \\sim C01B-C00I \\sim C010-C009 \\sim C01L-C010 \\sim C00Y-C00Q
\\sim C00Y-C00F \\sim C013-
 C00L \\sim C013-C00R
 with sigma of 0.1
 C01M-C012 \\sim C01F-C012 \\sim C00M-C007 \\sim C00M-C00K \\sim C00S-C00N
\\sim C00N-C00D \\sim C01I-
 C017 \\sim C01I-C018
 with sigma of 0.1
 C01A-C00S \\sim C01D-C00D \\sim C017-C00U \\sim C018-C00G \\sim C01M-C01E
\\sim C01F-C01C \\sim C019-
 C007 \\sim C01K-C00K
 with sigma of 0.1
 C01K-C015 \\sim C019-C015 \\sim C01C-C00T \\sim C01E-C00T \\sim C01A-C008
\\sim C01D-C008 \\sim C00W-
 C00U \\sim C00W-C00G
 with sigma of 0.1
 C016-C010 \\sim C011-C00I \\sim C013-C00X \\sim C01G-C00Y
 with sigma of 0.1
3.a Secondary CH2 refined with riding coordinates:
 C00X(H00E,H00H), C011(H01A,H01B), C016(H01C,H01D), C01G(H01M,H01N)
3.b Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C009(H009), C00A(H00A), C00B(H00B), C00C(H00C),
 C00D(H00D), C00F(H00F), C00G(H00G), C00J(H00J), C00K(H00K), C00L(H00L),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W), C00Z(H00Z), C014(H014), C015(H015),
 C017(H017), C018(H018), C019(H019), C01A(H01E), C01B(H01F), C01C(H01I),
 C01D(H01G), C01E(H01J), C01F(H01K), C01H(H01H), C01J(H01O), C01K(H01P),
 C01L(H01L), C01M(H01Q), C01N(H01R), C01O(H01S)
;
_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
Se01 Se 0.25950(10) 0.25809(7) 0.31794(5) 0.0284(4) Uani 1 1 d . . . . .
Se02 Se 0.20055(11) 0.74283(8) 0.67947(5) 0.0316(4) Uani 1 1 d . . . . .
P003 P 0.4991(3) 0.26425(17) 0.41252(12) 0.0205(7) Uani 1 1 d . . . . .
P004 P 0.3665(3) 0.73544(17) 0.58591(11) 0.0213(7) Uani 1 1 d . . . . .
N005 N 0.3632(10) 0.6202(5) 0.6556(4) 0.021(2) Uani 1 1 d . . . . .
N006 N 0.4411(10) 0.3808(5) 0.3438(3) 0.020(2) Uani 1 1 d . . . . .
C007 C 0.3466(12) 0.8972(6) 0.6023(4) 0.019(3) Uani 1 1 d D . . . .
H007 H 0.436210 0.894681 0.621560 0.023 Uiso 1 1 calc R U . . .
C008 C 0.2873(13) 0.0319(8) 0.4338(5) 0.026(3) Uani 1 1 d D . . . .
H008 H 0.243291 -0.015818 0.438655 0.031 Uiso 1 1 calc R U . . .
C009 C 0.5711(13) 0.5660(7) 0.3907(5) 0.025(3) Uani 1 1 d D . . . .
H009 H 0.638904 0.569233 0.368868 0.030 Uiso 1 1 calc R U . . .
C00A C 0.5284(12) 0.4183(7) 0.2402(5) 0.022(3) Uani 1 1 d D . . . .
H00A H 0.526055 0.363716 0.243677 0.027 Uiso 1 1 calc R U . . .
C00B C 0.6096(13) 0.5311(7) 0.2013(4) 0.025(3) Uani 1 1 d D . . . .
H00B H 0.662491 0.554145 0.178311 0.029 Uiso 1 1 calc R U . . .
C00C C 0.6436(14) 0.4671(7) 0.7978(5) 0.028(3) Uani 1 1 d D . . . .
H00C H 0.715269 0.443462 0.820570 0.033 Uiso 1 1 calc R U . . .
C00D C 0.4561(12) 0.1036(6) 0.3972(4) 0.020(3) Uani 1 1 d D . . . .
H00D H 0.528845 0.104830 0.377488 0.024 Uiso 1 1 calc R U . . .
C00E C 0.3187(11) 0.6905(7) 0.6447(4) 0.019(3) Uani 1 1 d . . . . .
C00F C 0.4421(15) 0.4351(7) 0.6038(6) 0.032(3) Uani 1 1 d D . . . .
H00F H 0.526082 0.427543 0.626147 0.039 Uiso 1 1 calc R U . . .
C00G C 0.8226(14) 0.2256(8) 0.3314(5) 0.028(3) Uani 1 1 d D . . . .
H00G H 0.846051 0.236861 0.298904 0.033 Uiso 1 1 calc R U . . .
C00H C 0.4040(12) 0.3106(6) 0.3546(4) 0.021(3) Uani 1 1 d . . . . .
C00I C 0.4542(13) 0.4631(7) 0.2677(5) 0.021(3) Uani 1 1 d D . . . .
C00J C 0.5332(13) 0.6316(7) 0.4137(5) 0.029(3) Uani 1 1 d D . . . .
H00J H 0.575291 0.679613 0.407977 0.035 Uiso 1 1 calc R U . . .
C00K C 0.1526(13) 0.8359(8) 0.5526(5) 0.026(3) Uani 1 1 d D . . . .
H00K H 0.108542 0.790681 0.537769 0.031 Uiso 1 1 calc R U . . .
C00L C 0.4393(13) 0.4564(7) 0.7364(5) 0.022(3) Uani 1 1 d D . . . .
H00L H 0.371222 0.425154 0.716972 0.027 Uiso 1 1 calc R U . . .
C00M C 0.2821(12) 0.8298(7) 0.5817(4) 0.021(3) Uani 1 1 d D . . . .
C00N C 0.4132(12) 0.1718(6) 0.4173(4) 0.021(3) Uani 1 1 d D . . . .
C00O C 0.5439(13) 0.4223(8) 0.7699(5) 0.030(3) Uani 1 1 d D . . . .
H00O H 0.546650 0.367731 0.773582 0.036 Uiso 1 1 calc R U . . .
C00P C 0.5349(14) 0.5770(7) 0.2291(5) 0.026(3) Uani 1 1 d D . . . .
H00P H 0.537240 0.631673 0.225740 0.031 Uiso 1 1 calc R U . . .
C00Q C 0.2572(13) 0.5164(7) 0.5678(5) 0.027(3) Uani 1 1 d D . . . .
H00Q H 0.213838 0.565635 0.564261 0.032 Uiso 1 1 calc R U . . .
C00R C 0.5333(13) 0.5807(8) 0.7597(5) 0.030(3) Uani 1 1 d D . . . .
H00R H 0.528801 0.635340 0.756562 0.036 Uiso 1 1 calc R U . . .
C00S C 0.3077(12) 0.1679(8) 0.4456(5) 0.024(3) Uani 1 1 d D . . . .
H00S H 0.276978 0.214157 0.459422 0.029 Uiso 1 1 calc R U . . .
C00T C 0.8204(12) 0.8094(7) 0.6319(5) 0.029(3) Uani 1 1 d D . . . .
H00T H 0.913367 0.825815 0.640615 0.035 Uiso 1 1 calc R U . . .
C00U C 0.8824(13) 0.1721(7) 0.4145(5) 0.031(3) Uani 1 1 d D . . . .
H00U H 0.946675 0.145882 0.438800 0.037 Uiso 1 1 calc R U . . .
C00V C 0.4328(14) 0.6282(7) 0.4454(5) 0.032(3) Uani 1 1 d D . . . .
H00V H 0.406014 0.673333 0.461722 0.039 Uiso 1 1 calc R U . . .
C00W C 0.9142(12) 0.1870(7) 0.3667(5) 0.028(3) Uani 1 1 d D . . . .
H00W H 1.000031 0.170296 0.358184 0.033 Uiso 1 1 calc R U . . .
C00X C 0.3165(13) 0.5736(7) 0.6971(5) 0.026(3) Uani 1 1 d D . . . .
H00E H 0.251955 0.533057 0.681868 0.031 Uiso 1 1 calc R U . . .
H00H H 0.265859 0.607648 0.717678 0.031 Uiso 1 1 calc R U . . .
C00Y C 0.3835(12) 0.5075(7) 0.5996(5) 0.022(3) Uani 1 1 d D . . . .
C00Z C 0.3723(13) 0.5565(8) 0.4527(5) 0.032(3) Uani 1 1 d D . . . .
H00Z H 0.303105 0.552918 0.473945 0.038 Uiso 1 1 calc R U . . .
C010 C 0.5127(13) 0.4946(7) 0.3985(5) 0.026(3) Uani 1 1 d D . . . .
C011 C 0.3651(13) 0.4281(7) 0.3029(5) 0.027(3) Uani 1 1 d D . . . .
H01A H 0.317022 0.470174 0.318277 0.033 Uiso 1 1 calc R U . . .
H01B H 0.293888 0.395428 0.282858 0.033 Uiso 1 1 calc R U . . .
C012 C 0.5473(12) 0.7624(6) 0.6069(4) 0.018(2) Uani 1 1 d D . . . .
C013 C 0.4344(12) 0.5358(7) 0.7312(5) 0.020(3) Uani 1 1 d D . . . .
C014 C 0.6392(14) 0.5471(7) 0.7927(5) 0.031(3) Uani 1 1 d D . . . .
H014 H 0.708027 0.578392 0.811637 0.037 Uiso 1 1 calc R U . . .
C015 C 0.1514(14) 0.9727(8) 0.5658(5) 0.028(3) Uani 1 1 d D . . . .
H015 H 0.107657 1.021630 0.560438 0.033 Uiso 1 1 calc R U . . .
C016 C 0.5575(13) 0.4230(7) 0.3737(5) 0.026(3) Uani 1 1 d D . . . .
H01C H 0.624624 0.437460 0.351166 0.031 Uiso 1 1 calc R U . . .
H01D H 0.604939 0.388102 0.400207 0.031 Uiso 1 1 calc R U . . .
C017 C 0.7553(13) 0.1958(7) 0.4269(5) 0.024(3) Uani 1 1 d D . . . .
H017 H 0.733088 0.185649 0.459719 0.029 Uiso 1 1 calc R U . . .
C018 C 0.6970(14) 0.2478(7) 0.3432(5) 0.026(3) Uani 1 1 d D . . . .
H018 H 0.632924 0.272914 0.318179 0.031 Uiso 1 1 calc R U . . .
C019 C 0.2805(14) 0.9668(7) 0.5948(5) 0.029(3) Uani 1 1 d D . . . .
H019 H 0.323997 1.011979 0.609736 0.034 Uiso 1 1 calc R U . . .
C01A C 0.2444(13) 0.0986(7) 0.4547(5) 0.026(3) Uani 1 1 d D . . . .
H01E H 0.172879 0.097221 0.474999 0.032 Uiso 1 1 calc R U . . .
C01B C 0.4556(13) 0.5432(8) 0.2622(5) 0.027(3) Uani 1 1 d D . . . .
H01F H 0.402534 0.574697 0.281120 0.033 Uiso 1 1 calc R U . . .
C01C C 0.7524(13) 0.8208(8) 0.5836(5) 0.026(3) Uani 1 1 d D . . . .
H01I H 0.798255 0.845815 0.559258 0.031 Uiso 1 1 calc R U . . .
C01D C 0.3950(13) 0.0342(7) 0.4054(5) 0.026(3) Uani 1 1 d D . . . .
H01G H 0.426293 -0.012082 0.391802 0.031 Uiso 1 1 calc R U . . .
C01E C 0.7547(14) 0.7744(8) 0.6676(5) 0.029(3) Uani 1 1 d D . . . .
H01J H 0.802378 0.765901 0.700865 0.034 Uiso 1 1 calc R U . . .
C01F C 0.6173(13) 0.7961(7) 0.5702(5) 0.024(3) Uani 1 1 d D . . . .
H01K H 0.572330 0.802045 0.536325 0.029 Uiso 1 1 calc R U . . .
C01G C 0.4530(13) 0.5767(7) 0.6263(5) 0.024(3) Uani 1 1 d D . . . .
H01M H 0.535801 0.559353 0.649429 0.029 Uiso 1 1 calc R U . . .
H01N H 0.484038 0.611565 0.600853 0.029 Uiso 1 1 calc R U . . .
C01H C 0.6085(14) 0.4513(7) 0.2066(5) 0.032(3) Uani 1 1 d D . . . .
H01H H 0.661263 0.419610 0.187768 0.038 Uiso 1 1 calc R U . . .
C01I C 0.6613(12) 0.2345(6) 0.3911(4) 0.019(3) Uani 1 1 d D . . . .
C01J C 0.3816(13) 0.3736(7) 0.5764(5) 0.034(3) Uani 1 1 d D . . . .
H01O H 0.425005 0.324346 0.579173 0.041 Uiso 1 1 calc R U . . .
C01K C 0.0865(14) 0.9065(7) 0.5446(5) 0.029(3) Uani 1 1 d D . . . .
H01P H -0.002440 0.909700 0.524915 0.035 Uiso 1 1 calc R U . . .
C01L C 0.4127(13) 0.4906(7) 0.4293(5) 0.027(3) Uani 1 1 d D . . . .
H01L H 0.370939 0.442383 0.434570 0.033 Uiso 1 1 calc R U . . .
C01M C 0.6186(14) 0.7513(7) 0.6552(5) 0.023(3) Uani 1 1 d D . . . .
H01Q H 0.573426 0.727514 0.680191 0.028 Uiso 1 1 calc R U . . .
C01N C 0.1956(15) 0.4534(7) 0.5415(5) 0.032(3) Uani 1 1 d D . . . .
H01R H 0.108527 0.459189 0.520839 0.039 Uiso 1 1 calc R U . . .
C01O C 0.2586(14) 0.3833(8) 0.5452(5) 0.038(4) Uani 1 1 d D . . . .
H01S H 0.217293 0.340910 0.525946 0.046 Uiso 1 1 calc R U . . .


_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
Se01 C00H 1.836(12) . ?
Se02 C00E 1.830(11) . ?
P003 C00H 1.864(12) . ?
P003 C00N 1.822(11) . ?
P003 C01I 1.845(12) . ?
P004 C00E 1.875(12) . ?
P004 C00M 1.826(12) . ?
P004 C012 1.839(12) . ?
N005 C00E 1.310(14) . ?
N005 C00X 1.498(14) . ?
N005 C01G 1.471(15) . ?
N006 C00H 1.312(14) . ?
N006 C011 1.474(14) . ?
N006 C016 1.484(15) . ?
C007 H007 0.9500 . ?
C007 C00M 1.399(15) . ?
C007 C019 1.368(16) . ?
C008 H008 0.9500 . ?
C008 C01A 1.375(18) . ?
C008 C01D 1.390(17) . ?
C009 H009 0.9500 . ?
C009 C00J 1.369(17) . ?
C009 C010 1.390(17) . ?
C00A H00A 0.9500 . ?
C00A C00I 1.353(16) . ?
C00A C01H 1.400(18) . ?
C00B H00B 0.9500 . ?
C00B C00P 1.372(17) . ?
C00B C01H 1.388(17) . ?
C00C H00C 0.9500 . ?
C00C C00O 1.376(18) . ?
C00C C014 1.390(17) . ?
C00D H00D 0.9500 . ?
C00D C00N 1.387(16) . ?
C00D C01D 1.374(16) . ?
C00F H00F 0.9500 . ?
C00F C00Y 1.375(17) . ?
C00F C01J 1.376(18) . ?
C00G H00G 0.9500 . ?
C00G C00W 1.374(18) . ?
C00G C018 1.373(18) . ?
C00I C011 1.505(17) . ?
C00I C01B 1.394(17) . ?
C00J H00J 0.9500 . ?
C00J C00V 1.396(18) . ?
C00K H00K 0.9500 . ?
C00K C00M 1.391(16) . ?
C00K C01K 1.385(17) . ?
C00L H00L 0.9500 . ?
C00L C00O 1.387(16) . ?
C00L C013 1.380(16) . ?
C00N C00S 1.374(17) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00P C01B 1.393(17) . ?
C00Q H00Q 0.9500 . ?
C00Q C00Y 1.402(17) . ?
C00Q C01N 1.386(17) . ?
C00R H00R 0.9500 . ?
C00R C013 1.378(17) . ?
C00R C014 1.385(18) . ?
C00S H00S 0.9500 . ?
C00S C01A 1.389(17) . ?
C00T H00T 0.9500 . ?
C00T C01C 1.374(17) . ?
C00T C01E 1.370(18) . ?
C00U H00U 0.9500 . ?
C00U C00W 1.383(18) . ?
C00U C017 1.400(17) . ?
C00V H00V 0.9500 . ?
C00V C00Z 1.402(18) . ?
C00W H00W 0.9500 . ?
C00X H00E 0.9900 . ?
C00X H00H 0.9900 . ?
C00X C013 1.509(16) . ?
C00Y C01G 1.504(16) . ?
C00Z H00Z 0.9500 . ?
C00Z C01L 1.386(18) . ?
C010 C016 1.503(17) . ?
C010 C01L 1.374(17) . ?
C011 H01A 0.9900 . ?
C011 H01B 0.9900 . ?
C012 C01F 1.407(16) . ?
C012 C01M 1.384(17) . ?
C014 H014 0.9500 . ?
C015 H015 0.9500 . ?
C015 C019 1.385(18) . ?
C015 C01K 1.388(18) . ?
C016 H01C 0.9900 . ?
C016 H01D 0.9900 . ?
C017 H017 0.9500 . ?
C017 C01I 1.395(16) . ?
C018 H018 0.9500 . ?
C018 C01I 1.396(18) . ?
C019 H019 0.9500 . ?
C01A H01E 0.9500 . ?
C01B H01F 0.9500 . ?
C01C H01I 0.9500 . ?
C01C C01F 1.387(16) . ?
C01D H01G 0.9500 . ?
C01E H01J 0.9500 . ?
C01E C01M 1.385(18) . ?
C01F H01K 0.9500 . ?
C01G H01M 0.9900 . ?
C01G H01N 0.9900 . ?
C01H H01H 0.9500 . ?
C01J H01O 0.9500 . ?
C01J C01O 1.371(18) . ?
C01K H01P 0.9500 . ?
C01L H01L 0.9500 . ?
C01M H01Q 0.9500 . ?
C01N H01R 0.9500 . ?
C01N C01O 1.357(18) . ?
C01O H01S 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
C00N P003 C00H 104.9(5) . . ?
C00N P003 C01I 101.9(5) . . ?
C01I P003 C00H 102.1(5) . . ?
C00M P004 C00E 104.7(5) . . ?
C00M P004 C012 101.5(5) . . ?
C012 P004 C00E 101.6(5) . . ?
C00E N005 C00X 122.3(10) . . ?
C00E N005 C01G 124.3(10) . . ?
C01G N005 C00X 113.1(9) . . ?
C00H N006 C011 123.4(10) . . ?
C00H N006 C016 123.6(10) . . ?
C011 N006 C016 112.9(9) . . ?
C00M C007 H007 120.0 . . ?
C019 C007 H007 120.0 . . ?
C019 C007 C00M 119.9(11) . . ?
C01A C008 H008 119.9 . . ?
C01A C008 C01D 120.1(12) . . ?
C01D C008 H008 119.9 . . ?
C00J C009 H009 119.2 . . ?
C00J C009 C010 121.5(13) . . ?
C010 C009 H009 119.2 . . ?
C00I C00A H00A 119.5 . . ?
C00I C00A C01H 121.0(11) . . ?
C01H C00A H00A 119.5 . . ?
C00P C00B H00B 119.7 . . ?
C00P C00B C01H 120.5(12) . . ?
C01H C00B H00B 119.7 . . ?
C00O C00C H00C 120.1 . . ?
C00O C00C C014 119.9(13) . . ?
C014 C00C H00C 120.1 . . ?
C00N C00D H00D 119.4 . . ?
C01D C00D H00D 119.4 . . ?
C01D C00D C00N 121.1(11) . . ?
Se02 C00E P004 118.5(6) . . ?
N005 C00E Se02 124.2(9) . . ?
N005 C00E P004 116.9(8) . . ?
C00Y C00F H00F 119.3 . . ?
C00Y C00F C01J 121.3(13) . . ?
C01J C00F H00F 119.3 . . ?
C00W C00G H00G 120.2 . . ?
C018 C00G H00G 120.2 . . ?
C018 C00G C00W 119.7(13) . . ?
Se01 C00H P003 118.6(6) . . ?
N006 C00H Se01 124.0(9) . . ?
N006 C00H P003 117.3(9) . . ?
C00A C00I C011 121.4(11) . . ?
C00A C00I C01B 119.8(12) . . ?
C01B C00I C011 118.8(12) . . ?
C009 C00J H00J 119.9 . . ?
C009 C00J C00V 120.1(12) . . ?
C00V C00J H00J 119.9 . . ?
C00M C00K H00K 119.3 . . ?
C01K C00K H00K 119.3 . . ?
C01K C00K C00M 121.3(12) . . ?
C00O C00L H00L 120.0 . . ?
C013 C00L H00L 120.0 . . ?
C013 C00L C00O 119.9(12) . . ?
C007 C00M P004 123.2(9) . . ?
C00K C00M P004 118.0(9) . . ?
C00K C00M C007 118.5(11) . . ?
C00D C00N P003 123.4(9) . . ?
C00S C00N P003 118.5(10) . . ?
C00S C00N C00D 117.9(11) . . ?
C00C C00O C00L 120.4(12) . . ?
C00C C00O H00O 119.8 . . ?
C00L C00O H00O 119.8 . . ?
C00B C00P H00P 120.2 . . ?
C00B C00P C01B 119.7(11) . . ?
C01B C00P H00P 120.2 . . ?
C00Y C00Q H00Q 120.1 . . ?
C01N C00Q H00Q 120.1 . . ?
C01N C00Q C00Y 119.9(12) . . ?
C013 C00R H00R 119.6 . . ?
C013 C00R C014 120.9(12) . . ?
C014 C00R H00R 119.6 . . ?
C00N C00S H00S 118.9 . . ?
C00N C00S C01A 122.2(13) . . ?
C01A C00S H00S 118.9 . . ?
C01C C00T H00T 119.9 . . ?
C01E C00T H00T 119.9 . . ?
C01E C00T C01C 120.2(12) . . ?
C00W C00U H00U 120.1 . . ?
C00W C00U C017 119.9(12) . . ?
C017 C00U H00U 120.0 . . ?
C00J C00V H00V 120.8 . . ?
C00J C00V C00Z 118.3(12) . . ?
C00Z C00V H00V 120.8 . . ?
C00G C00W C00U 120.6(12) . . ?
C00G C00W H00W 119.7 . . ?
C00U C00W H00W 119.7 . . ?
N005 C00X H00E 109.0 . . ?
N005 C00X H00H 109.0 . . ?
N005 C00X C013 112.8(10) . . ?
H00E C00X H00H 107.8 . . ?
C013 C00X H00E 109.0 . . ?
C013 C00X H00H 109.0 . . ?
C00F C00Y C00Q 118.1(12) . . ?
C00F C00Y C01G 122.1(12) . . ?
C00Q C00Y C01G 119.7(11) . . ?
C00V C00Z H00Z 119.7 . . ?
C01L C00Z C00V 120.6(13) . . ?
C01L C00Z H00Z 119.7 . . ?
C009 C010 C016 120.7(12) . . ?
C01L C010 C009 118.9(12) . . ?
C01L C010 C016 120.4(12) . . ?
N006 C011 C00I 114.2(10) . . ?
N006 C011 H01A 108.7 . . ?
N006 C011 H01B 108.7 . . ?
C00I C011 H01A 108.7 . . ?
C00I C011 H01B 108.7 . . ?
H01A C011 H01B 107.6 . . ?
C01F C012 P004 116.3(9) . . ?
C01M C012 P004 125.3(9) . . ?
C01M C012 C01F 118.4(11) . . ?
C00L C013 C00X 120.2(11) . . ?
C00R C013 C00L 119.6(11) . . ?
C00R C013 C00X 120.0(11) . . ?
C00C C014 H014 120.4 . . ?
C00R C014 C00C 119.3(13) . . ?
C00R C014 H014 120.4 . . ?
C019 C015 H015 120.3 . . ?
C019 C015 C01K 119.4(12) . . ?
C01K C015 H015 120.3 . . ?
N006 C016 C010 113.0(11) . . ?
N006 C016 H01C 109.0 . . ?
N006 C016 H01D 109.0 . . ?
C010 C016 H01C 109.0 . . ?
C010 C016 H01D 109.0 . . ?
H01C C016 H01D 107.8 . . ?
C00U C017 H017 120.1 . . ?
C01I C017 C00U 119.8(12) . . ?
C01I C017 H017 120.1 . . ?
C00G C018 H018 119.2 . . ?
C00G C018 C01I 121.5(13) . . ?
C01I C018 H018 119.2 . . ?
C007 C019 C015 121.4(12) . . ?
C007 C019 H019 119.3 . . ?
C015 C019 H019 119.3 . . ?
C008 C01A C00S 118.7(13) . . ?
C008 C01A H01E 120.7 . . ?
C00S C01A H01E 120.7 . . ?
C00I C01B H01F 120.0 . . ?
C00P C01B C00I 120.0(12) . . ?
C00P C01B H01F 120.0 . . ?
C00T C01C H01I 119.7 . . ?
C00T C01C C01F 120.6(12) . . ?
C01F C01C H01I 119.7 . . ?
C008 C01D H01G 120.1 . . ?
C00D C01D C008 119.9(12) . . ?
C00D C01D H01G 120.1 . . ?
C00T C01E H01J 120.1 . . ?
C00T C01E C01M 119.9(13) . . ?
C01M C01E H01J 120.1 . . ?
C012 C01F H01K 120.1 . . ?
C01C C01F C012 119.7(11) . . ?
C01C C01F H01K 120.1 . . ?
N005 C01G C00Y 113.2(10) . . ?
N005 C01G H01M 108.9 . . ?
N005 C01G H01N 108.9 . . ?
C00Y C01G H01M 108.9 . . ?
C00Y C01G H01N 108.9 . . ?
H01M C01G H01N 107.7 . . ?
C00A C01H H01H 120.5 . . ?
C00B C01H C00A 119.0(13) . . ?
C00B C01H H01H 120.5 . . ?
C017 C01I P003 115.6(9) . . ?
C017 C01I C018 118.5(12) . . ?
C018 C01I P003 125.9(9) . . ?
C00F C01J H01O 120.0 . . ?
C01O C01J C00F 119.9(12) . . ?
C01O C01J H01O 120.0 . . ?
C00K C01K C015 119.4(13) . . ?
C00K C01K H01P 120.3 . . ?
C015 C01K H01P 120.3 . . ?
C00Z C01L H01L 119.7 . . ?
C010 C01L C00Z 120.5(12) . . ?
C010 C01L H01L 119.7 . . ?
C012 C01M C01E 121.2(12) . . ?
C012 C01M H01Q 119.4 . . ?
C01E C01M H01Q 119.4 . . ?
C00Q C01N H01R 119.7 . . ?
C01O C01N C00Q 120.5(13) . . ?
C01O C01N H01R 119.7 . . ?
C01J C01O H01S 119.9 . . ?
C01N C01O C01J 120.2(13) . . ?
C01N C01O H01S 119.9 . . ?

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
P003 C00N C00S C01A -174.5(10) . . . . ?
P004 C012 C01F C01C 177.5(10) . . . . ?
P004 C012 C01M C01E -179.3(10) . . . . ?
N005 C00X C013 C00L -120.5(12) . . . . ?
N005 C00X C013 C00R 63.3(15) . . . . ?
C009 C00J C00V C00Z -0.3(19) . . . . ?
C009 C010 C016 N006 -125.3(12) . . . . ?
C009 C010 C01L C00Z -1.0(19) . . . . ?
C00A C00I C011 N006 60.7(16) . . . . ?
C00A C00I C01B C00P -1.0(19) . . . . ?
C00B C00P C01B C00I 1.1(19) . . . . ?
C00D C00N C00S C01A 0.3(19) . . . . ?
C00E P004 C00M C007 92.3(11) . . . . ?
C00E P004 C00M C00K -93.9(10) . . . . ?
C00E P004 C012 C01F 177.9(9) . . . . ?
C00E P004 C012 C01M -1.4(11) . . . . ?
C00E N005 C00X C013 -132.7(11) . . . . ?
C00E N005 C01G C00Y -113.3(12) . . . . ?
C00F C00Y C01G N005 -129.0(13) . . . . ?
C00F C01J C01O C01N -1(2) . . . . ?
C00G C018 C01I P003 177.8(10) . . . . ?
C00G C018 C01I C017 -1.6(18) . . . . ?
C00H P003 C00N C00D 93.4(10) . . . . ?
C00H P003 C00N C00S -92.2(10) . . . . ?
C00H P003 C01I C017 -178.9(9) . . . . ?
C00H P003 C01I C018 1.7(11) . . . . ?
C00H N006 C011 C00I -130.1(12) . . . . ?
C00H N006 C016 C010 -116.5(12) . . . . ?
C00I C00A C01H C00B -0.9(19) . . . . ?
C00J C009 C010 C016 -178.9(12) . . . . ?
C00J C009 C010 C01L 1(2) . . . . ?
C00J C00V C00Z C01L 0.6(19) . . . . ?
C00M P004 C00E Se02 3.6(8) . . . . ?
C00M P004 C00E N005 177.7(8) . . . . ?
C00M P004 C012 C01F -74.3(10) . . . . ?
C00M P004 C012 C01M 106.4(10) . . . . ?
C00M C007 C019 C015 -1.8(19) . . . . ?
C00M C00K C01K C015 1(2) . . . . ?
C00N P003 C00H Se01 -0.5(8) . . . . ?
C00N P003 C00H N006 176.4(9) . . . . ?
C00N P003 C01I C017 -70.6(10) . . . . ?
C00N P003 C01I C018 110.0(10) . . . . ?
C00N C00D C01D C008 0.8(18) . . . . ?
C00N C00S C01A C008 -1.3(19) . . . . ?
C00O C00C C014 C00R 1(2) . . . . ?
C00O C00L C013 C00R -0.3(18) . . . . ?
C00O C00L C013 C00X -176.5(11) . . . . ?
C00P C00B C01H C00A 0.9(19) . . . . ?
C00Q C00Y C01G N005 53.4(15) . . . . ?
C00Q C01N C01O C01J 3(2) . . . . ?
C00T C01C C01F C012 2.9(19) . . . . ?
C00T C01E C01M C012 0.6(19) . . . . ?
C00U C017 C01I P003 -178.9(9) . . . . ?
C00U C017 C01I C018 0.5(17) . . . . ?
C00V C00Z C01L C010 0.0(19) . . . . ?
C00W C00G C018 C01I 2.2(19) . . . . ?
C00W C00U C017 C01I -0.1(18) . . . . ?
C00X N005 C00E Se02 2.5(15) . . . . ?
C00X N005 C00E P004 -171.2(8) . . . . ?
C00X N005 C01G C00Y 61.7(13) . . . . ?
C00Y C00F C01J C01O -2(2) . . . . ?
C00Y C00Q C01N C01O -2.0(19) . . . . ?
C010 C009 C00J C00V -1(2) . . . . ?
C011 N006 C00H Se01 4.3(16) . . . . ?
C011 N006 C00H P003 -172.5(9) . . . . ?
C011 N006 C016 C010 59.4(14) . . . . ?
C011 C00I C01B C00P -178.6(11) . . . . ?
C012 P004 C00E Se02 109.0(6) . . . . ?
C012 P004 C00E N005 -76.9(9) . . . . ?
C012 P004 C00M C007 -13.1(11) . . . . ?
C012 P004 C00M C00K 160.6(10) . . . . ?
C013 C00L C00O C00C -0.5(19) . . . . ?
C013 C00R C014 C00C -1(2) . . . . ?
C014 C00C C00O C00L 0.4(19) . . . . ?
C014 C00R C013 C00L 1.2(19) . . . . ?
C014 C00R C013 C00X 177.4(12) . . . . ?
C016 N006 C00H Se01 179.7(9) . . . . ?
C016 N006 C00H P003 2.9(14) . . . . ?
C016 N006 C011 C00I 54.1(14) . . . . ?
C016 C010 C01L C00Z 179.2(11) . . . . ?
C017 C00U C00W C00G 0.7(18) . . . . ?
C018 C00G C00W C00U -1.7(19) . . . . ?
C019 C007 C00M P004 175.5(10) . . . . ?
C019 C007 C00M C00K 1.9(18) . . . . ?
C019 C015 C01K C00K -1(2) . . . . ?
C01A C008 C01D C00D -1.8(19) . . . . ?
C01B C00I C011 N006 -121.7(13) . . . . ?
C01C C00T C01E C01M -1(2) . . . . ?
C01D C008 C01A C00S 2.0(18) . . . . ?
C01D C00D C00N P003 174.5(9) . . . . ?
C01D C00D C00N C00S 0.0(18) . . . . ?
C01E C00T C01C C01F -1(2) . . . . ?
C01F C012 C01M C01E 1.4(18) . . . . ?
C01G N005 C00E Se02 177.0(9) . . . . ?
C01G N005 C00E P004 3.3(14) . . . . ?
C01G N005 C00X C013 52.2(13) . . . . ?
C01H C00A C00I C011 178.5(12) . . . . ?
C01H C00A C00I C01B 0.9(19) . . . . ?
C01H C00B C00P C01B -1.0(19) . . . . ?
C01I P003 C00H Se01 105.5(7) . . . . ?
C01I P003 C00H N006 -77.6(9) . . . . ?
C01I P003 C00N C00D -12.8(11) . . . . ?
C01I P003 C00N C00S 161.7(10) . . . . ?
C01J C00F C00Y C00Q 2(2) . . . . ?
C01J C00F C00Y C01G -175.4(12) . . . . ?
C01K C00K C00M P004 -175.3(10) . . . . ?
C01K C00K C00M C007 -1.3(19) . . . . ?
C01K C015 C019 C007 1(2) . . . . ?
C01L C010 C016 N006 54.5(16) . . . . ?
C01M C012 C01F C01C -3.1(17) . . . . ?
C01N C00Q C00Y C00F -0.4(19) . . . . ?
C01N C00Q C00Y C01G 177.4(12) . . . . ?

_olex2_submission_original_sample_id TY051_c1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.306
_oxdiff_exptl_absorpt_empirical_full_min 0.785
# start Validation Reply Form
_vrf_PLAT341_ALERT_3_B           
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01794 Ang.
RESPONSE: Although amounts of attempts have been conducted, our best single crystal could only diffracted to 0.84. Under such low resolution, the low bond precision is acceptable and it will not influence our conclusion based on this structure.
;
####################################################################### 
# 
# 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_ty036_auto
_database_code_depnum_ccdc_archive 'CCDC 2420895'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-01 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2025-01-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        
(N,N'-dibenzylselenocarbamoyl)(di-o-tolyl)phosphine
_chemical_formula_moiety         'C29 H28 N O P Se'
_chemical_formula_sum            'C29 H28 N O P Se'
_chemical_formula_weight         516.45
_chemical_melting_point          448.0-450.0
_chemical_oxdiff_formula         C29H28NPOSe
_chemical_oxdiff_usercomment     ether/hexane
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'
Se Se -0.0929 2.2259 '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                   10.9052(2)
_cell_length_b                   17.7869(4)
_cell_length_c                   12.6940(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.305(2)
_cell_angle_gamma                90
_cell_volume                     2436.43(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11361
_cell_measurement_temperature    100.4(9)
_cell_measurement_theta_max      30.4440
_cell_measurement_theta_min      2.0820
_shelx_estimated_absorpt_T_max   0.841
_shelx_estimated_absorpt_T_min   0.716
_exptl_absorpt_coefficient_mu    1.629
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Et2O/hexane'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25222
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.692
_diffrn_reflns_theta_min         2.208
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.4(9)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00 110.00   0.50   59.72    --   20.00  54.00   0.00  220
  2  ω    -73.00  65.00   0.50   59.72    --   20.00  54.00-180.00  276
  3  ω     78.00 108.00   0.50   59.72    --   20.00  54.00-180.00   60
  4  ω    -28.00  -3.00   0.50   59.72    --   20.00  54.00-120.00   50
  5  ω      3.00  52.00   0.50   59.72    --   20.00  54.00-120.00   98
  6  ω     78.00 103.00   0.50   59.72    --   20.00  54.00-120.00   50
  7  ω    -29.00   7.00   0.50   59.72    --   20.00  54.00 -60.00   72
  8  ω     37.00  64.00   0.50   59.72    --   20.00  54.00 -60.00   54
  9  ω    -64.00  34.00   0.50   59.72    --   20.00  54.00  90.00  196
 10  ω    -16.00   9.00   0.50   59.72    --   20.00  54.00  30.00   50
 11  ω    -52.00 -27.00   0.50   59.72    --   20.00  54.00   0.00   50
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0460040000
_diffrn_orient_matrix_UB_12      -0.0089359000
_diffrn_orient_matrix_UB_13      -0.0321565000
_diffrn_orient_matrix_UB_21      -0.0434620000
_diffrn_orient_matrix_UB_22      -0.0223746000
_diffrn_orient_matrix_UB_23      -0.0331803000
_diffrn_orient_matrix_UB_31      -0.0176813000
_diffrn_orient_matrix_UB_32      0.0317983000
_diffrn_orient_matrix_UB_33      -0.0324526000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5815
_reflns_number_total             7284
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         7284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0334
_refine_ls_restrained_S_all      1.035
_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)+(0.0365P)²+0.5704P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0716
_refine_ls_wR_factor_ref         0.0757
_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.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00O(H00M,H00O)
2.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00B(H00C), C00C(H00D), C00F(H00F), C00G(H00G),
 C00H(H00H), C00K(H00K), C00L(H00L), C00N(H00N), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00W(H00Y), C00X(H00Z)
2.c Idealised Me refined as rotating group:
 C00J(H00E,H00I,H00J), C00V(H00V,H00W,H00X)
;
_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
Se01 Se 0.95279(2) 0.45991(2) 0.32183(2) 0.02098(5) Uani 1 1 d . . . . .
P002 P 0.82056(3) 0.31870(2) 0.20741(3) 0.01318(8) Uani 1 1 d . . . . .
O003 O 0.69463(10) 0.31454(7) 0.14473(8) 0.0184(2) Uani 1 1 d . . . . .
N004 N 0.74154(11) 0.38914(7) 0.37749(9) 0.0133(2) Uani 1 1 d . . . . .
C005 C 0.82819(13) 0.39155(9) 0.31346(11) 0.0136(3) Uani 1 1 d . . . . .
C006 C 0.86715(13) 0.23351(9) 0.28116(11) 0.0148(3) Uani 1 1 d . . . . .
C007 C 0.93856(14) 0.33908(9) 0.12572(11) 0.0147(3) Uani 1 1 d . . . . .
C008 C 1.00739(15) 0.39882(10) -0.02484(12) 0.0212(3) Uani 1 1 d . . . . .
H008 H 0.994165 0.433182 -0.082664 0.025 Uiso 1 1 calc R U . . .
C009 C 1.11680(15) 0.35783(10) -0.00809(13) 0.0217(3) Uani 1 1 d . . . . .
H009 H 1.177025 0.364145 -0.054474 0.026 Uiso 1 1 calc R U . . .
C00A C 0.63970(13) 0.33366(9) 0.37023(12) 0.0150(3) Uani 1 1 d . . . . .
H00A H 0.638243 0.310798 0.441150 0.018 Uiso 1 1 calc R U . . .
H00B H 0.655529 0.293065 0.320560 0.018 Uiso 1 1 calc R U . . .
C00B C 1.04896(14) 0.29864(9) 0.14215(12) 0.0177(3) Uani 1 1 d . . . . .
H00C H 1.063384 0.264124 0.199728 0.021 Uiso 1 1 calc R U . . .
C00C C 1.13825(15) 0.30800(10) 0.07564(13) 0.0204(3) Uani 1 1 d . . . . .
H00D H 1.213466 0.280316 0.087740 0.024 Uiso 1 1 calc R U . . .
C00D C 0.91667(14) 0.39084(9) 0.04088(12) 0.0178(3) Uani 1 1 d . . . . .
C00E C 0.82921(14) 0.16273(9) 0.24021(12) 0.0183(3) Uani 1 1 d . . . . .
C00F C 0.67458(16) 0.40136(10) 0.63996(13) 0.0231(4) Uani 1 1 d . . . . .
H00F H 0.596962 0.425314 0.619323 0.028 Uiso 1 1 calc R U . . .
C00G C 0.49417(14) 0.40961(9) 0.23802(13) 0.0198(3) Uani 1 1 d . . . . .
H00G H 0.560347 0.417982 0.198290 0.024 Uiso 1 1 calc R U . . .
C00H C 0.93800(15) 0.23840(10) 0.38214(13) 0.0209(3) Uani 1 1 d . . . . .
H00H H 0.964970 0.286300 0.409378 0.025 Uiso 1 1 calc R U . . .
C00I C 0.51477(14) 0.36862(9) 0.33210(12) 0.0157(3) Uani 1 1 d . . . . .
C00J C 0.80050(16) 0.43752(10) 0.01958(14) 0.0239(4) Uani 1 1 d . . . . .
H00E H 0.729430 0.404695 -0.003185 0.036 Uiso 1 1 calc R U . . .
H00I H 0.808789 0.474129 -0.036663 0.036 Uiso 1 1 calc R U . . .
H00J H 0.787691 0.464119 0.084716 0.036 Uiso 1 1 calc R U . . .
C00K C 0.69761(19) 0.36475(11) 0.73700(13) 0.0297(4) Uani 1 1 d . . . . .
H00K H 0.636463 0.364542 0.783252 0.036 Uiso 1 1 calc R U . . .
C00L C 0.37748(15) 0.43835(10) 0.20184(13) 0.0228(3) Uani 1 1 d . . . . .
H00L H 0.364271 0.466570 0.137653 0.027 Uiso 1 1 calc R U . . .
C00M C 0.76418(15) 0.40335(9) 0.57251(12) 0.0175(3) Uani 1 1 d . . . . .
C00N C 0.41710(15) 0.35703(10) 0.38884(13) 0.0241(4) Uani 1 1 d . . . . .
H00N H 0.430066 0.329272 0.453429 0.029 Uiso 1 1 calc R U . . .
C00O C 0.73994(15) 0.44283(9) 0.46648(12) 0.0165(3) Uani 1 1 d . . . . .
H00M H 0.658248 0.468073 0.459358 0.020 Uiso 1 1 calc R U . . .
H00O H 0.803980 0.481854 0.463036 0.020 Uiso 1 1 calc R U . . .
C00P C 0.93083(16) 0.10564(11) 0.40319(14) 0.0262(4) Uani 1 1 d . . . . .
H00P H 0.951527 0.061718 0.444520 0.031 Uiso 1 1 calc R U . . .
C00Q C 0.96957(16) 0.17482(11) 0.44313(13) 0.0254(4) Uani 1 1 d . . . . .
H00Q H 1.017359 0.179007 0.511637 0.030 Uiso 1 1 calc R U . . .
C00R C 0.28030(15) 0.42620(10) 0.25860(13) 0.0229(3) Uani 1 1 d . . . . .
H00R H 0.200350 0.445670 0.233265 0.027 Uiso 1 1 calc R U . . .
C00S C 0.86187(16) 0.09956(10) 0.30317(14) 0.0246(4) Uani 1 1 d . . . . .
H00S H 0.836162 0.051243 0.276748 0.030 Uiso 1 1 calc R U . . .
C00T C 0.8088(2) 0.32865(11) 0.76665(14) 0.0326(4) Uani 1 1 d . . . . .
H00T H 0.823466 0.302583 0.832587 0.039 Uiso 1 1 calc R U . . .
C00U C 0.87722(15) 0.36813(10) 0.60380(13) 0.0227(3) Uani 1 1 d . . . . .
H00U H 0.939653 0.369966 0.558842 0.027 Uiso 1 1 calc R U . . .
C00V C 0.75624(18) 0.15117(11) 0.13107(14) 0.0293(4) Uani 1 1 d . . . . .
H00V H 0.667599 0.156709 0.134953 0.044 Uiso 1 1 calc R U . . .
H00W H 0.772272 0.100622 0.105519 0.044 Uiso 1 1 calc R U . . .
H00X H 0.781464 0.188658 0.081847 0.044 Uiso 1 1 calc R U . . .
C00W C 0.89973(18) 0.33021(12) 0.70044(14) 0.0317(4) Uani 1 1 d . . . . .
H00Y H 0.976712 0.305531 0.721057 0.038 Uiso 1 1 calc R U . . .
C00X C 0.29972(15) 0.38584(11) 0.35180(14) 0.0266(4) Uani 1 1 d . . . . .
H00Z H 0.233149 0.377536 0.391105 0.032 Uiso 1 1 calc R U . . .


_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
Se01 C005 1.8151(15) . ?
P002 O003 1.4862(11) . ?
P002 C005 1.8617(15) . ?
P002 C006 1.8146(16) . ?
P002 C007 1.8023(15) . ?
N004 C005 1.3332(18) . ?
N004 C00A 1.4786(19) . ?
N004 C00O 1.4812(19) . ?
C006 C00E 1.402(2) . ?
C006 C00H 1.401(2) . ?
C007 C00B 1.392(2) . ?
C007 C00D 1.411(2) . ?
C008 H008 0.9500 . ?
C008 C009 1.388(2) . ?
C008 C00D 1.390(2) . ?
C009 H009 0.9500 . ?
C009 C00C 1.378(2) . ?
C00A H00A 0.9900 . ?
C00A H00B 0.9900 . ?
C00A C00I 1.512(2) . ?
C00B H00C 0.9500 . ?
C00B C00C 1.388(2) . ?
C00C H00D 0.9500 . ?
C00D C00J 1.506(2) . ?
C00E C00S 1.395(2) . ?
C00E C00V 1.509(2) . ?
C00F H00F 0.9500 . ?
C00F C00K 1.384(2) . ?
C00F C00M 1.390(2) . ?
C00G H00G 0.9500 . ?
C00G C00I 1.390(2) . ?
C00G C00L 1.387(2) . ?
C00H H00H 0.9500 . ?
C00H C00Q 1.386(2) . ?
C00I C00N 1.385(2) . ?
C00J H00E 0.9800 . ?
C00J H00I 0.9800 . ?
C00J H00J 0.9800 . ?
C00K H00K 0.9500 . ?
C00K C00T 1.376(3) . ?
C00L H00L 0.9500 . ?
C00L C00R 1.382(2) . ?
C00M C00O 1.507(2) . ?
C00M C00U 1.389(2) . ?
C00N H00N 0.9500 . ?
C00N C00X 1.396(2) . ?
C00O H00M 0.9900 . ?
C00O H00O 0.9900 . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.374(3) . ?
C00P C00S 1.383(3) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00R C00X 1.374(2) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00T C00W 1.390(3) . ?
C00U H00U 0.9500 . ?
C00U C00W 1.390(2) . ?
C00V H00V 0.9800 . ?
C00V H00W 0.9800 . ?
C00V H00X 0.9800 . ?
C00W H00Y 0.9500 . ?
C00X H00Z 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
O003 P002 C005 111.29(6) . . ?
O003 P002 C006 113.76(7) . . ?
O003 P002 C007 112.54(7) . . ?
C006 P002 C005 103.19(7) . . ?
C007 P002 C005 108.36(7) . . ?
C007 P002 C006 107.15(7) . . ?
C005 N004 C00A 125.14(13) . . ?
C005 N004 C00O 122.12(13) . . ?
C00A N004 C00O 112.73(12) . . ?
Se01 C005 P002 117.61(8) . . ?
N004 C005 Se01 125.20(11) . . ?
N004 C005 P002 117.19(11) . . ?
C00E C006 P002 120.87(11) . . ?
C00H C006 P002 119.78(12) . . ?
C00H C006 C00E 119.31(14) . . ?
C00B C007 P002 118.93(12) . . ?
C00B C007 C00D 119.94(14) . . ?
C00D C007 P002 120.96(11) . . ?
C009 C008 H008 119.2 . . ?
C009 C008 C00D 121.65(15) . . ?
C00D C008 H008 119.2 . . ?
C008 C009 H009 119.9 . . ?
C00C C009 C008 120.17(15) . . ?
C00C C009 H009 119.9 . . ?
N004 C00A H00A 109.1 . . ?
N004 C00A H00B 109.1 . . ?
N004 C00A C00I 112.29(12) . . ?
H00A C00A H00B 107.9 . . ?
C00I C00A H00A 109.1 . . ?
C00I C00A H00B 109.1 . . ?
C007 C00B H00C 119.5 . . ?
C00C C00B C007 120.95(15) . . ?
C00C C00B H00C 119.5 . . ?
C009 C00C C00B 119.38(15) . . ?
C009 C00C H00D 120.3 . . ?
C00B C00C H00D 120.3 . . ?
C007 C00D C00J 122.82(14) . . ?
C008 C00D C007 117.90(15) . . ?
C008 C00D C00J 119.27(15) . . ?
C006 C00E C00V 123.46(15) . . ?
C00S C00E C006 118.28(15) . . ?
C00S C00E C00V 118.26(15) . . ?
C00K C00F H00F 119.8 . . ?
C00K C00F C00M 120.47(17) . . ?
C00M C00F H00F 119.8 . . ?
C00I C00G H00G 119.8 . . ?
C00L C00G H00G 119.8 . . ?
C00L C00G C00I 120.32(15) . . ?
C006 C00H H00H 119.3 . . ?
C00Q C00H C006 121.36(16) . . ?
C00Q C00H H00H 119.3 . . ?
C00G C00I C00A 121.15(13) . . ?
C00N C00I C00A 119.83(14) . . ?
C00N C00I C00G 118.96(14) . . ?
C00D C00J H00E 109.5 . . ?
C00D C00J H00I 109.5 . . ?
C00D C00J H00J 109.5 . . ?
H00E C00J H00I 109.5 . . ?
H00E C00J H00J 109.5 . . ?
H00I C00J H00J 109.5 . . ?
C00F C00K H00K 119.9 . . ?
C00T C00K C00F 120.18(17) . . ?
C00T C00K H00K 119.9 . . ?
C00G C00L H00L 119.8 . . ?
C00R C00L C00G 120.38(16) . . ?
C00R C00L H00L 119.8 . . ?
C00F C00M C00O 120.92(15) . . ?
C00U C00M C00F 119.10(15) . . ?
C00U C00M C00O 119.97(14) . . ?
C00I C00N H00N 119.8 . . ?
C00I C00N C00X 120.46(16) . . ?
C00X C00N H00N 119.8 . . ?
N004 C00O C00M 111.14(12) . . ?
N004 C00O H00M 109.4 . . ?
N004 C00O H00O 109.4 . . ?
C00M C00O H00M 109.4 . . ?
C00M C00O H00O 109.4 . . ?
H00M C00O H00O 108.0 . . ?
C00Q C00P H00P 119.8 . . ?
C00Q C00P C00S 120.41(16) . . ?
C00S C00P H00P 119.8 . . ?
C00H C00Q H00Q 120.4 . . ?
C00P C00Q C00H 119.11(16) . . ?
C00P C00Q H00Q 120.4 . . ?
C00L C00R H00R 120.1 . . ?
C00X C00R C00L 119.76(15) . . ?
C00X C00R H00R 120.1 . . ?
C00E C00S H00S 119.2 . . ?
C00P C00S C00E 121.52(17) . . ?
C00P C00S H00S 119.2 . . ?
C00K C00T H00T 119.9 . . ?
C00K C00T C00W 120.20(17) . . ?
C00W C00T H00T 119.9 . . ?
C00M C00U H00U 119.8 . . ?
C00M C00U C00W 120.50(16) . . ?
C00W C00U H00U 119.8 . . ?
C00E C00V H00V 109.5 . . ?
C00E C00V H00W 109.5 . . ?
C00E C00V H00X 109.5 . . ?
H00V C00V H00W 109.5 . . ?
H00V C00V H00X 109.5 . . ?
H00W C00V H00X 109.5 . . ?
C00T C00W C00U 119.53(18) . . ?
C00T C00W H00Y 120.2 . . ?
C00U C00W H00Y 120.2 . . ?
C00N C00X H00Z 119.9 . . ?
C00R C00X C00N 120.12(15) . . ?
C00R C00X H00Z 119.9 . . ?

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 C006 C00E C00S -176.33(12) . . . . ?
P002 C006 C00E C00V 4.4(2) . . . . ?
P002 C006 C00H C00Q 176.47(13) . . . . ?
P002 C007 C00B C00C 174.69(12) . . . . ?
P002 C007 C00D C008 -174.26(12) . . . . ?
P002 C007 C00D C00J 6.1(2) . . . . ?
O003 P002 C005 Se01 -129.25(8) . . . . ?
O003 P002 C005 N004 50.91(13) . . . . ?
O003 P002 C006 C00E 34.12(14) . . . . ?
O003 P002 C006 C00H -143.42(12) . . . . ?
O003 P002 C007 C00B -135.99(12) . . . . ?
O003 P002 C007 C00D 39.09(15) . . . . ?
N004 C00A C00I C00G 53.94(19) . . . . ?
N004 C00A C00I C00N -129.03(15) . . . . ?
C005 P002 C006 C00E 154.83(12) . . . . ?
C005 P002 C006 C00H -22.72(14) . . . . ?
C005 P002 C007 C00B 100.52(13) . . . . ?
C005 P002 C007 C00D -84.41(13) . . . . ?
C005 N004 C00A C00I -109.98(16) . . . . ?
C005 N004 C00O C00M -113.84(15) . . . . ?
C006 P002 C005 Se01 108.38(9) . . . . ?
C006 P002 C005 N004 -71.46(12) . . . . ?
C006 P002 C007 C00B -10.22(14) . . . . ?
C006 P002 C007 C00D 164.85(12) . . . . ?
C006 C00E C00S C00P -0.6(2) . . . . ?
C006 C00H C00Q C00P 0.3(2) . . . . ?
C007 P002 C005 Se01 -5.01(10) . . . . ?
C007 P002 C005 N004 175.15(11) . . . . ?
C007 P002 C006 C00E -90.91(13) . . . . ?
C007 P002 C006 C00H 91.54(13) . . . . ?
C007 C00B C00C C009 -0.3(2) . . . . ?
C008 C009 C00C C00B 0.7(2) . . . . ?
C009 C008 C00D C007 -0.4(2) . . . . ?
C009 C008 C00D C00J 179.26(15) . . . . ?
C00A N004 C005 Se01 179.66(11) . . . . ?
C00A N004 C005 P002 -0.51(19) . . . . ?
C00A N004 C00O C00M 65.15(16) . . . . ?
C00A C00I C00N C00X -176.84(16) . . . . ?
C00B C007 C00D C008 0.8(2) . . . . ?
C00B C007 C00D C00J -178.85(15) . . . . ?
C00D C007 C00B C00C -0.4(2) . . . . ?
C00D C008 C009 C00C -0.4(2) . . . . ?
C00E C006 C00H C00Q -1.1(2) . . . . ?
C00F C00K C00T C00W 1.5(3) . . . . ?
C00F C00M C00O N004 -116.34(16) . . . . ?
C00F C00M C00U C00W 1.2(3) . . . . ?
C00G C00I C00N C00X 0.3(3) . . . . ?
C00G C00L C00R C00X 0.5(3) . . . . ?
C00H C006 C00E C00S 1.2(2) . . . . ?
C00H C006 C00E C00V -178.00(15) . . . . ?
C00I C00G C00L C00R -0.4(3) . . . . ?
C00I C00N C00X C00R -0.2(3) . . . . ?
C00K C00F C00M C00O 179.79(15) . . . . ?
C00K C00F C00M C00U 0.0(2) . . . . ?
C00K C00T C00W C00U -0.4(3) . . . . ?
C00L C00G C00I C00A 177.06(15) . . . . ?
C00L C00G C00I C00N 0.0(2) . . . . ?
C00L C00R C00X C00N -0.2(3) . . . . ?
C00M C00F C00K C00T -1.3(3) . . . . ?
C00M C00U C00W C00T -1.0(3) . . . . ?
C00O N004 C005 Se01 -1.5(2) . . . . ?
C00O N004 C005 P002 178.35(10) . . . . ?
C00O N004 C00A C00I 71.07(15) . . . . ?
C00O C00M C00U C00W -178.67(16) . . . . ?
C00Q C00P C00S C00E -0.2(3) . . . . ?
C00S C00P C00Q C00H 0.4(3) . . . . ?
C00U C00M C00O N004 63.49(19) . . . . ?
C00V C00E C00S C00P 178.69(16) . . . . ?

_olex2_exptl_crystal_mounting_method 'sample loop'
_olex2_submission_original_sample_id TY036_c9
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.266
_oxdiff_exptl_absorpt_empirical_full_min 0.803
####################################################################### 
# 
# 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_ty085_c1_2_auto
_database_code_depnum_ccdc_archive 'CCDC 2420891'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-18 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2025-02-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        
(N,N'-dibenzylselenocarbamoyl)di[bis(trifluoromethyl)phenyl]phosphine
_chemical_formula_moiety         'C31 H20 F12 N P Se'
_chemical_formula_sum            'C31 H20 F12 N P Se'
_chemical_formula_weight         744.41
_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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.8359(5)
_cell_length_b                   12.3127(10)
_cell_length_c                   35.205(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2963.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4467
_cell_measurement_temperature    99.97(18)
_cell_measurement_theta_max      24.3260
_cell_measurement_theta_min      2.0970
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.764
_exptl_absorpt_coefficient_mu    1.421
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1480
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Et2O/hexane'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_av_unetI/netI     0.1095
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            15390
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         2.314
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(18)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  31.00   0.50  190.00    --   20.00  54.00   0.00   72
  2  ω    -72.00 -33.00   0.50  190.00    --   20.00  54.00-120.00   78
  3  ω    -13.00 100.00   0.50  190.00    --   20.00  54.00-120.00  226
  4  ω    -72.00 -21.00   0.50  190.00    --   20.00  54.00  60.00  102
  5  ω      8.00  39.00   0.50  190.00    --   20.00  54.00  60.00   62
  6  ω     77.00 109.00   0.50  190.00    --   20.00  54.00  60.00   64
  7  ω    -71.00 -46.00   0.50  190.00    --   20.00  54.00 -90.00   50
  8  ω     -7.00  18.00   0.50  190.00    --   20.00  54.00 -90.00   50
  9  ω     84.00 109.00   0.50  190.00    --   20.00  54.00 -90.00   50
 10  ω    -49.00 -24.50   0.50  190.00    --   20.00  54.00   0.00   49
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0687763000
_diffrn_orient_matrix_UB_12      -0.0429981000
_diffrn_orient_matrix_UB_13      -0.0012453000
_diffrn_orient_matrix_UB_21      0.0070412000
_diffrn_orient_matrix_UB_22      -0.0081965000
_diffrn_orient_matrix_UB_23      0.0198952000
_diffrn_orient_matrix_UB_31      -0.0773650000
_diffrn_orient_matrix_UB_32      0.0374556000
_diffrn_orient_matrix_UB_33      0.0029321000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    0.962
_reflns_Friedel_fraction_max     0.962
_reflns_number_gt                3576
_reflns_number_total             5123
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 1108 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0520
_refine_ls_restrained_S_all      0.981
_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)+(0.0323P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0784
_refine_ls_wR_factor_ref         0.0885
_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:
 C00O(H00A,H00B), C00S(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00I(H00I), C00J(H00J), C00K(H00K), C00M(H00M), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C010(H010),
 C014(H014), C016(H016), C019(H019), C01A(H01A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Se01 Se 0.85447(10) 0.51627(6) 0.64852(2) 0.0315(2) Uani 1 1 d . . . . .
P002 P 0.4107(2) 0.59696(13) 0.64816(6) 0.0179(4) Uani 1 1 d . . . . .
F003 F 0.7880(6) 0.9579(3) 0.59724(13) 0.0473(13) Uani 1 1 d . . . . .
F004 F 0.1436(7) 0.1890(3) 0.64364(13) 0.0501(13) Uani 1 1 d . . . . .
F005 F -0.1337(7) 0.7490(4) 0.55281(12) 0.0511(13) Uani 1 1 d . . . . .
N006 N 0.6940(7) 0.6769(4) 0.69500(15) 0.0152(13) Uani 1 1 d . . . . .
F007 F 0.1501(7) 0.1336(3) 0.58577(14) 0.0536(13) Uani 1 1 d . . . . .
F008 F 0.5384(7) 1.0596(3) 0.60206(15) 0.0592(16) Uani 1 1 d . . . . .
F009 F -0.0536(6) 0.2557(4) 0.60296(15) 0.0525(15) Uani 1 1 d . . . . .
F00A F 0.6359(8) 1.0113(4) 0.54784(12) 0.0675(16) Uani 1 1 d . . . . .
F00B F 0.7822(8) 0.4532(4) 0.52282(14) 0.0711(17) Uani 1 1 d . . . . .
F00C F 0.0610(7) 0.6830(5) 0.51274(14) 0.0633(16) Uani 1 1 d . . . . .
F00D F 0.5353(9) 0.4044(5) 0.49234(15) 0.0806(19) Uani 1 1 d . . . . .
F00E F 0.0083(8) 0.8516(4) 0.51223(17) 0.078(2) Uani 1 1 d . . . . .
C00F C 0.2769(11) 0.3091(6) 0.5986(2) 0.0210(18) Uani 1 1 d . . . . .
C00G C 1.1261(10) 0.9230(5) 0.6664(2) 0.0223(17) Uani 1 1 d . . . . .
H00G H 1.143785 0.949747 0.641359 0.027 Uiso 1 1 calc R U . . .
C00H C 0.4800(10) 0.8780(5) 0.5851(2) 0.0206(18) Uani 1 1 d . . . . .
C00I C 0.2842(10) 0.5750(6) 0.7853(2) 0.0205(17) Uani 1 1 d . . . . .
H00I H 0.215445 0.507989 0.786324 0.025 Uiso 1 1 calc R U . . .
C00J C 1.2087(9) 0.9766(6) 0.6969(2) 0.0223(17) Uani 1 1 d . . . . .
H00J H 1.285589 1.039852 0.693005 0.027 Uiso 1 1 calc R U . . .
C00K C 0.2911(10) 0.3966(5) 0.62317(19) 0.0198(17) Uani 1 1 d . . . . .
H00K H 0.215238 0.398045 0.645777 0.024 Uiso 1 1 calc R U . . .
C00L C 0.4680(9) 0.7063(5) 0.7494(2) 0.0175(17) Uani 1 1 d . . . . .
C00M C 1.0169(9) 0.8295(5) 0.6728(2) 0.0202(18) Uani 1 1 d . . . . .
H00M H 0.961784 0.792311 0.651758 0.024 Uiso 1 1 calc R U . . .
F00N F 0.7119(10) 0.2858(4) 0.51798(16) 0.090(2) Uani 1 1 d . . . . .
C00O C 0.8819(9) 0.6839(5) 0.71560(19) 0.0171(16) Uani 1 1 d . . . . .
H00A H 0.967309 0.623263 0.707494 0.021 Uiso 1 1 calc R U . . .
H00B H 0.857238 0.675740 0.743161 0.021 Uiso 1 1 calc R U . . .
C00P C 0.6650(10) 0.6080(5) 0.66608(19) 0.0183(16) Uani 1 1 d . . . . .
C00Q C 0.4157(9) 0.4820(6) 0.61482(18) 0.0200(16) Uani 1 1 d . . . . .
C00R C 0.3906(10) 0.7083(5) 0.61383(18) 0.0170(16) Uani 1 1 d . . . . .
C00S C 0.5396(10) 0.7461(5) 0.7114(2) 0.0168(17) Uani 1 1 d . . . . .
H00C H 0.427875 0.749099 0.693593 0.020 Uiso 1 1 calc R U . . .
H00D H 0.590877 0.820793 0.714411 0.020 Uiso 1 1 calc R U . . .
C00T C 0.4859(10) 0.7677(6) 0.7817(2) 0.0199(18) Uani 1 1 d . . . . .
H00T H 0.556852 0.834015 0.780786 0.024 Uiso 1 1 calc R U . . .
C00U C 1.0691(9) 0.8464(5) 0.7393(2) 0.0195(17) Uani 1 1 d . . . . .
H00U H 1.049178 0.821445 0.764492 0.023 Uiso 1 1 calc R U . . .
C00V C 0.5155(10) 0.7978(5) 0.61146(19) 0.0188(17) Uani 1 1 d . . . . .
H00V H 0.624861 0.803354 0.628007 0.023 Uiso 1 1 calc R U . . .
C00W C 0.3681(10) 0.6085(5) 0.75155(18) 0.0165(15) Uani 1 1 d . . . . .
H00W H 0.357042 0.564015 0.729604 0.020 Uiso 1 1 calc R U . . .
C00X C 0.2345(10) 0.7023(6) 0.5889(2) 0.0234(19) Uani 1 1 d . . . . .
H00X H 0.148702 0.641744 0.590171 0.028 Uiso 1 1 calc R U . . .
C00Y C 1.1787(9) 0.9377(5) 0.7329(2) 0.0203(18) Uani 1 1 d . . . . .
H00Y H 1.235034 0.974863 0.753839 0.024 Uiso 1 1 calc R U . . .
C00Z C 0.6119(11) 0.9765(6) 0.5828(2) 0.035(2) Uani 1 1 d . . . . .
C010 C 0.5280(9) 0.4783(6) 0.58200(19) 0.0245(17) Uani 1 1 d . . . . .
H010 H 0.613648 0.536564 0.576006 0.029 Uiso 1 1 calc R U . . .
C011 C 0.0354(11) 0.7694(7) 0.5351(2) 0.036(2) Uani 1 1 d . . . . .
C012 C 0.5150(11) 0.3894(6) 0.5580(2) 0.0274(19) Uani 1 1 d . . . . .
C013 C 0.9863(9) 0.7895(5) 0.7087(2) 0.0163(17) Uani 1 1 d . . . . .
C014 C 0.2993(10) 0.6378(6) 0.8176(2) 0.0266(19) Uani 1 1 d . . . . .
H014 H 0.240059 0.615048 0.840628 0.032 Uiso 1 1 calc R U . . .
C015 C 0.1300(12) 0.2213(6) 0.6072(2) 0.033(2) Uani 1 1 d . . . . .
C016 C 0.4025(10) 0.7351(6) 0.8159(2) 0.0282(19) Uani 1 1 d . . . . .
H016 H 0.415825 0.778949 0.837903 0.034 Uiso 1 1 calc R U . . .
C017 C 0.2004(10) 0.7820(6) 0.5622(2) 0.0222(18) Uani 1 1 d . . . . .
C018 C 0.6361(16) 0.3828(6) 0.5231(2) 0.044(2) Uani 1 1 d . . . . .
C019 C 0.3231(10) 0.8715(6) 0.5601(2) 0.0249(18) Uani 1 1 d . . . . .
H019 H 0.300397 0.927164 0.541940 0.030 Uiso 1 1 calc R U . . .
C01A C 0.3883(11) 0.3040(6) 0.5666(2) 0.031(2) Uani 1 1 d . . . . .
H01A H 0.379940 0.242777 0.550271 0.037 Uiso 1 1 calc R U . . .


_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
Se01 C00P 1.827(7) . ?
P002 C00P 1.854(7) . ?
P002 C00Q 1.839(7) . ?
P002 C00R 1.832(7) . ?
F003 C00Z 1.326(8) . ?
F004 C015 1.345(8) . ?
F005 C011 1.337(9) . ?
N006 C00O 1.478(8) . ?
N006 C00P 1.340(8) . ?
N006 C00S 1.475(8) . ?
F007 C015 1.325(8) . ?
F008 C00Z 1.326(8) . ?
F009 C015 1.333(9) . ?
F00A C00Z 1.315(8) . ?
F00B C018 1.322(10) . ?
F00C C011 1.335(9) . ?
F00D C018 1.310(10) . ?
F00E C011 1.306(9) . ?
C00F C00K 1.385(9) . ?
C00F C015 1.506(10) . ?
C00F C01A 1.362(10) . ?
C00G H00G 0.9500 . ?
C00G C00J 1.381(9) . ?
C00G C00M 1.391(9) . ?
C00H C00V 1.377(9) . ?
C00H C00Z 1.514(10) . ?
C00H C019 1.390(9) . ?
C00I H00I 0.9500 . ?
C00I C00W 1.384(9) . ?
C00I C014 1.376(9) . ?
C00J H00J 0.9500 . ?
C00J C00Y 1.368(9) . ?
C00K H00K 0.9500 . ?
C00K C00Q 1.385(9) . ?
C00L C00S 1.504(9) . ?
C00L C00T 1.374(9) . ?
C00L C00W 1.386(9) . ?
C00M H00M 0.9500 . ?
C00M C013 1.373(9) . ?
F00N C018 1.314(9) . ?
C00O H00A 0.9900 . ?
C00O H00B 0.9900 . ?
C00O C013 1.502(8) . ?
C00Q C010 1.388(9) . ?
C00R C00V 1.397(9) . ?
C00R C00X 1.384(9) . ?
C00S H00C 0.9900 . ?
C00S H00D 0.9900 . ?
C00T H00T 0.9500 . ?
C00T C016 1.389(10) . ?
C00U H00U 0.9500 . ?
C00U C00Y 1.370(9) . ?
C00U C013 1.402(9) . ?
C00V H00V 0.9500 . ?
C00W H00W 0.9500 . ?
C00X H00X 0.9500 . ?
C00X C017 1.379(9) . ?
C00Y H00Y 0.9500 . ?
C010 H010 0.9500 . ?
C010 C012 1.385(9) . ?
C011 C017 1.485(10) . ?
C012 C018 1.484(11) . ?
C012 C01A 1.396(10) . ?
C014 H014 0.9500 . ?
C014 C016 1.392(10) . ?
C016 H016 0.9500 . ?
C017 C019 1.386(9) . ?
C019 H019 0.9500 . ?
C01A H01A 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
C00Q P002 C00P 104.9(3) . . ?
C00R P002 C00P 103.9(3) . . ?
C00R P002 C00Q 99.0(3) . . ?
C00P N006 C00O 122.6(5) . . ?
C00P N006 C00S 123.9(5) . . ?
C00S N006 C00O 113.3(5) . . ?
C00K C00F C015 118.6(7) . . ?
C01A C00F C00K 120.9(7) . . ?
C01A C00F C015 120.4(7) . . ?
C00J C00G H00G 120.4 . . ?
C00J C00G C00M 119.3(6) . . ?
C00M C00G H00G 120.4 . . ?
C00V C00H C00Z 120.3(6) . . ?
C00V C00H C019 121.4(6) . . ?
C019 C00H C00Z 118.2(6) . . ?
C00W C00I H00I 119.7 . . ?
C014 C00I H00I 119.7 . . ?
C014 C00I C00W 120.6(6) . . ?
C00G C00J H00J 120.3 . . ?
C00Y C00J C00G 119.4(6) . . ?
C00Y C00J H00J 120.3 . . ?
C00F C00K H00K 119.9 . . ?
C00F C00K C00Q 120.1(7) . . ?
C00Q C00K H00K 119.9 . . ?
C00T C00L C00S 121.9(6) . . ?
C00T C00L C00W 118.4(7) . . ?
C00W C00L C00S 119.5(6) . . ?
C00G C00M H00M 119.1 . . ?
C013 C00M C00G 121.9(7) . . ?
C013 C00M H00M 119.1 . . ?
N006 C00O H00A 109.1 . . ?
N006 C00O H00B 109.1 . . ?
N006 C00O C013 112.6(5) . . ?
H00A C00O H00B 107.8 . . ?
C013 C00O H00A 109.1 . . ?
C013 C00O H00B 109.1 . . ?
Se01 C00P P002 120.3(4) . . ?
N006 C00P Se01 122.9(5) . . ?
N006 C00P P002 116.4(5) . . ?
C00K C00Q P002 115.9(5) . . ?
C00K C00Q C010 119.4(7) . . ?
C010 C00Q P002 124.6(5) . . ?
C00V C00R P002 125.7(5) . . ?
C00X C00R P002 115.9(5) . . ?
C00X C00R C00V 118.4(6) . . ?
N006 C00S C00L 113.2(5) . . ?
N006 C00S H00C 108.9 . . ?
N006 C00S H00D 108.9 . . ?
C00L C00S H00C 108.9 . . ?
C00L C00S H00D 108.9 . . ?
H00C C00S H00D 107.8 . . ?
C00L C00T H00T 119.3 . . ?
C00L C00T C016 121.4(6) . . ?
C016 C00T H00T 119.3 . . ?
C00Y C00U H00U 119.8 . . ?
C00Y C00U C013 120.4(7) . . ?
C013 C00U H00U 119.8 . . ?
C00H C00V C00R 119.9(7) . . ?
C00H C00V H00V 120.1 . . ?
C00R C00V H00V 120.1 . . ?
C00I C00W C00L 120.7(6) . . ?
C00I C00W H00W 119.6 . . ?
C00L C00W H00W 119.6 . . ?
C00R C00X H00X 119.2 . . ?
C017 C00X C00R 121.7(7) . . ?
C017 C00X H00X 119.2 . . ?
C00J C00Y C00U 121.4(7) . . ?
C00J C00Y H00Y 119.3 . . ?
C00U C00Y H00Y 119.3 . . ?
F003 C00Z C00H 112.5(6) . . ?
F008 C00Z F003 106.4(6) . . ?
F008 C00Z C00H 111.4(6) . . ?
F00A C00Z F003 107.5(7) . . ?
F00A C00Z F008 105.9(7) . . ?
F00A C00Z C00H 112.6(6) . . ?
C00Q C010 H010 120.0 . . ?
C012 C010 C00Q 119.9(7) . . ?
C012 C010 H010 120.0 . . ?
F005 C011 C017 112.1(7) . . ?
F00C C011 F005 103.8(7) . . ?
F00C C011 C017 111.3(7) . . ?
F00E C011 F005 108.1(7) . . ?
F00E C011 F00C 105.8(7) . . ?
F00E C011 C017 115.0(7) . . ?
C010 C012 C018 120.8(7) . . ?
C010 C012 C01A 120.1(7) . . ?
C01A C012 C018 119.0(7) . . ?
C00M C013 C00O 122.1(6) . . ?
C00M C013 C00U 117.7(6) . . ?
C00U C013 C00O 120.1(6) . . ?
C00I C014 H014 120.4 . . ?
C00I C014 C016 119.1(7) . . ?
C016 C014 H014 120.4 . . ?
F004 C015 C00F 111.0(6) . . ?
F007 C015 F004 107.2(6) . . ?
F007 C015 F009 107.0(7) . . ?
F007 C015 C00F 113.6(7) . . ?
F009 C015 F004 105.5(7) . . ?
F009 C015 C00F 112.1(7) . . ?
C00T C016 C014 119.6(7) . . ?
C00T C016 H016 120.2 . . ?
C014 C016 H016 120.2 . . ?
C00X C017 C011 119.4(7) . . ?
C00X C017 C019 120.0(7) . . ?
C019 C017 C011 120.6(7) . . ?
F00B C018 C012 113.0(7) . . ?
F00D C018 F00B 105.0(7) . . ?
F00D C018 F00N 106.2(7) . . ?
F00D C018 C012 112.3(8) . . ?
F00N C018 F00B 107.3(8) . . ?
F00N C018 C012 112.5(7) . . ?
C00H C019 H019 120.7 . . ?
C017 C019 C00H 118.6(7) . . ?
C017 C019 H019 120.7 . . ?
C00F C01A C012 119.5(7) . . ?
C00F C01A H01A 120.3 . . ?
C012 C01A H01A 120.3 . . ?

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
P002 C00Q C010 C012 -177.4(5) . . . . ?
P002 C00R C00V C00H -177.7(5) . . . . ?
P002 C00R C00X C017 178.6(5) . . . . ?
F005 C011 C017 C00X 52.6(10) . . . . ?
F005 C011 C017 C019 -129.3(8) . . . . ?
N006 C00O C013 C00M -50.0(9) . . . . ?
N006 C00O C013 C00U 134.9(6) . . . . ?
F00C C011 C017 C00X -63.2(9) . . . . ?
F00C C011 C017 C019 114.9(8) . . . . ?
F00E C011 C017 C00X 176.6(7) . . . . ?
F00E C011 C017 C019 -5.4(11) . . . . ?
C00F C00K C00Q P002 176.5(5) . . . . ?
C00F C00K C00Q C010 -1.0(10) . . . . ?
C00G C00J C00Y C00U 0.3(10) . . . . ?
C00G C00M C013 C00O -175.1(6) . . . . ?
C00G C00M C013 C00U 0.1(10) . . . . ?
C00I C014 C016 C00T 0.8(10) . . . . ?
C00J C00G C00M C013 0.9(10) . . . . ?
C00K C00F C015 F004 -48.6(10) . . . . ?
C00K C00F C015 F007 -169.5(6) . . . . ?
C00K C00F C015 F009 69.0(9) . . . . ?
C00K C00F C01A C012 -1.6(11) . . . . ?
C00K C00Q C010 C012 -0.1(10) . . . . ?
C00L C00T C016 C014 0.4(10) . . . . ?
C00M C00G C00J C00Y -1.1(10) . . . . ?
C00O N006 C00P Se01 -0.7(8) . . . . ?
C00O N006 C00P P002 171.7(4) . . . . ?
C00O N006 C00S C00L -70.0(7) . . . . ?
C00P P002 C00Q C00K 121.0(5) . . . . ?
C00P P002 C00Q C010 -61.6(6) . . . . ?
C00P P002 C00R C00V -17.8(6) . . . . ?
C00P P002 C00R C00X 163.6(5) . . . . ?
C00P N006 C00O C013 111.8(7) . . . . ?
C00P N006 C00S C00L 105.2(7) . . . . ?
C00Q P002 C00P Se01 1.6(4) . . . . ?
C00Q P002 C00P N006 -171.1(5) . . . . ?
C00Q P002 C00R C00V -125.6(6) . . . . ?
C00Q P002 C00R C00X 55.8(5) . . . . ?
C00Q C010 C012 C018 -179.0(7) . . . . ?
C00Q C010 C012 C01A 0.4(11) . . . . ?
C00R P002 C00P Se01 -101.8(4) . . . . ?
C00R P002 C00P N006 85.6(5) . . . . ?
C00R P002 C00Q C00K -131.9(5) . . . . ?
C00R P002 C00Q C010 45.4(6) . . . . ?
C00R C00X C017 C011 177.6(7) . . . . ?
C00R C00X C017 C019 -0.6(10) . . . . ?
C00S N006 C00O C013 -72.9(7) . . . . ?
C00S N006 C00P Se01 -175.5(5) . . . . ?
C00S N006 C00P P002 -3.0(8) . . . . ?
C00S C00L C00T C016 173.6(6) . . . . ?
C00S C00L C00W C00I -173.7(6) . . . . ?
C00T C00L C00S N006 118.5(7) . . . . ?
C00T C00L C00W C00I 1.6(10) . . . . ?
C00V C00H C00Z F003 22.8(10) . . . . ?
C00V C00H C00Z F008 -96.6(8) . . . . ?
C00V C00H C00Z F00A 144.6(7) . . . . ?
C00V C00H C019 C017 0.3(10) . . . . ?
C00V C00R C00X C017 -0.1(10) . . . . ?
C00W C00I C014 C016 -0.8(10) . . . . ?
C00W C00L C00S N006 -66.4(8) . . . . ?
C00W C00L C00T C016 -1.6(10) . . . . ?
C00X C00R C00V C00H 0.9(10) . . . . ?
C00X C017 C019 C00H 0.5(10) . . . . ?
C00Y C00U C013 C00M -0.9(10) . . . . ?
C00Y C00U C013 C00O 174.4(6) . . . . ?
C00Z C00H C00V C00R 178.7(6) . . . . ?
C00Z C00H C019 C017 -179.4(6) . . . . ?
C010 C012 C018 F00B 15.2(12) . . . . ?
C010 C012 C018 F00D -103.4(9) . . . . ?
C010 C012 C018 F00N 136.9(8) . . . . ?
C010 C012 C01A C00F 0.5(11) . . . . ?
C011 C017 C019 C00H -177.6(7) . . . . ?
C013 C00U C00Y C00J 0.7(10) . . . . ?
C014 C00I C00W C00L -0.4(10) . . . . ?
C015 C00F C00K C00Q -175.9(6) . . . . ?
C015 C00F C01A C012 176.1(7) . . . . ?
C018 C012 C01A C00F 179.8(7) . . . . ?
C019 C00H C00V C00R -1.0(10) . . . . ?
C019 C00H C00Z F003 -157.4(6) . . . . ?
C019 C00H C00Z F008 83.2(8) . . . . ?
C019 C00H C00Z F00A -35.7(9) . . . . ?
C01A C00F C00K C00Q 1.9(10) . . . . ?
C01A C00F C015 F004 133.6(7) . . . . ?
C01A C00F C015 F007 12.7(11) . . . . ?
C01A C00F C015 F009 -108.8(8) . . . . ?
C01A C012 C018 F00B -164.1(7) . . . . ?
C01A C012 C018 F00D 77.3(9) . . . . ?
C01A C012 C018 F00N -42.4(12) . . . . ?

_olex2_exptl_crystal_mounting_method 'sample loop'
_olex2_submission_original_sample_id TY085_c1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.211
_oxdiff_exptl_absorpt_empirical_full_min 0.825
_chemical_properties_physical    
Air-sensitive,Oxygen-sensitive,Light-sensitive
####################################################################### 
# 
# 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_ty044_3_auto
_database_code_depnum_ccdc_archive 'CCDC 2420894'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-01 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-09-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        
"(N,N'-dibenzylselenocarbamoyl)(diphenyl)phosphine oxide"
_chemical_formula_moiety         'C27 H24 N O P Se'
_chemical_formula_sum            'C27 H24 N O P Se'
_chemical_formula_weight         488.40
_chemical_melting_point          424.8-425.2
_chemical_oxdiff_formula         C27H42NPSe
_chemical_oxdiff_usercomment     Et2O/hexane
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'
Se Se -0.0929 2.2259 '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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.4280(6)
_cell_length_b                   9.6355(3)
_cell_length_c                   26.6337(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4472.5(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10138
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      30.3070
_cell_measurement_theta_min      2.0090
_shelx_estimated_absorpt_T_max   0.871
_shelx_estimated_absorpt_T_min   0.741
_exptl_absorpt_coefficient_mu    1.770
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: AcOEt/hexane'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            24587
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.640
_diffrn_reflns_theta_min         2.337
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  28.50   0.50   98.57    --   20.00  54.00  30.00   81
  2  ω     41.00  85.50   0.50   98.57    --   20.00  54.00  30.00   89
  3  ω    -74.00  78.50   0.50   98.57    --   20.00  54.00-120.00  305
  4  ω    -59.00 -34.50   0.50   98.57    --   20.00  54.00 150.00   49
  5  ω     27.00  67.50   0.50   98.57    --   20.00  54.00 150.00   81
  6  ω    -54.00 -26.50   0.50   98.57    --   20.00  54.00  30.00   55
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0118378000
_diffrn_orient_matrix_UB_12      -0.0501737000
_diffrn_orient_matrix_UB_13      -0.0178921000
_diffrn_orient_matrix_UB_21      0.0356200000
_diffrn_orient_matrix_UB_22      0.0068259000
_diffrn_orient_matrix_UB_23      -0.0126103000
_diffrn_orient_matrix_UB_31      0.0156789000
_diffrn_orient_matrix_UB_32      -0.0534903000
_diffrn_orient_matrix_UB_33      0.0151659000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5150
_reflns_number_total             6686
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.065
_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     280
_refine_ls_number_reflns         6686
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.045
_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)+(0.0407P)²+1.3955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0830
_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:
 C00A(H00A,H00B), C00N(H00D,H00G)
2.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C008(H008), C009(H009), C00C(H00C), C00E(H00E), C00F(H00F),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V)
;
_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
Se5 Se 0.51128(2) 0.88899(2) 0.68532(2) 0.02460(6) Uani 1 1 d . . . . .
P3 P 0.50644(2) 0.70302(4) 0.58954(2) 0.01438(8) Uani 1 1 d . . . . .
O4 O 0.54844(7) 0.71751(12) 0.54136(4) 0.0206(2) Uani 1 1 d . . . . .
N2 N 0.63459(7) 0.73192(14) 0.64851(4) 0.0153(3) Uani 1 1 d . . . . .
C005 C 0.71635(9) 0.68983(17) 0.72361(5) 0.0169(3) Uani 1 1 d . . . . .
C006 C 0.35025(9) 0.73322(17) 0.60832(5) 0.0185(3) Uani 1 1 d . . . . .
H006 H 0.354198 0.650789 0.627713 0.022 Uiso 1 1 calc R U . . .
C007 C 0.48312(9) 0.52709(16) 0.60670(5) 0.0152(3) Uani 1 1 d . . . . .
C008 C 0.45316(9) 0.44267(17) 0.56902(6) 0.0182(3) Uani 1 1 d . . . . .
H008 H 0.448363 0.477456 0.535796 0.022 Uiso 1 1 calc R U . . .
C009 C 0.79501(10) 0.68114(17) 0.73102(6) 0.0193(3) Uani 1 1 d . . . . .
H009 H 0.828593 0.738046 0.711899 0.023 Uiso 1 1 calc R U . . .
C00A C 0.67214(9) 0.62459(16) 0.61720(6) 0.0170(3) Uani 1 1 d . . . . .
H00A H 0.635335 0.590908 0.591644 0.020 Uiso 1 1 calc R U . . .
H00B H 0.686657 0.544885 0.638646 0.020 Uiso 1 1 calc R U . . .
C00B C 0.74268(9) 0.67991(17) 0.59131(5) 0.0166(3) Uani 1 1 d . . . . .
C00C C 0.66807(10) 0.60597(17) 0.75182(6) 0.0214(3) Uani 1 1 d . . . . .
H00C H 0.614110 0.611617 0.747198 0.026 Uiso 1 1 calc R U . . .
C1 C 0.56175(9) 0.77133(16) 0.64351(5) 0.0150(3) Uani 1 1 d . . . . .
C00E C 0.81421(10) 0.62275(17) 0.60111(6) 0.0209(3) Uani 1 1 d . . . . .
H00E H 0.818829 0.548738 0.624479 0.025 Uiso 1 1 calc R U . . .
C00F C 0.40944(10) 0.91183(17) 0.55874(6) 0.0208(3) Uani 1 1 d . . . . .
H00F H 0.453742 0.951621 0.543751 0.025 Uiso 1 1 calc R U . . .
C00G C 0.41560(9) 0.79100(16) 0.58723(5) 0.0161(3) Uani 1 1 d . . . . .
C00H C 0.43728(10) 0.25726(18) 0.62815(6) 0.0224(3) Uani 1 1 d . . . . .
H00H H 0.421124 0.165337 0.635545 0.027 Uiso 1 1 calc R U . . .
C00I C 0.43042(10) 0.30863(17) 0.57977(6) 0.0213(3) Uani 1 1 d . . . . .
H00I H 0.410028 0.251517 0.553942 0.026 Uiso 1 1 calc R U . . .
C00J C 0.73661(10) 0.78817(18) 0.55698(6) 0.0216(3) Uani 1 1 d . . . . .
H00J H 0.687806 0.827063 0.549600 0.026 Uiso 1 1 calc R U . . .
C00K C 0.27913(10) 0.79495(18) 0.60130(6) 0.0222(3) Uani 1 1 d . . . . .
H00K H 0.234445 0.754503 0.615547 0.027 Uiso 1 1 calc R U . . .
C00L C 0.49047(10) 0.47460(18) 0.65517(6) 0.0199(3) Uani 1 1 d . . . . .
H00L H 0.511139 0.531138 0.681074 0.024 Uiso 1 1 calc R U . . .
C00M C 0.27367(10) 0.91511(18) 0.57357(6) 0.0242(4) Uani 1 1 d . . . . .
H00M H 0.225065 0.957936 0.569024 0.029 Uiso 1 1 calc R U . . .
C00N C 0.68516(10) 0.79402(17) 0.68683(5) 0.0184(3) Uani 1 1 d . . . . .
H00D H 0.656096 0.865710 0.705460 0.022 Uiso 1 1 calc R U . . .
H00G H 0.728615 0.840578 0.669813 0.022 Uiso 1 1 calc R U . . .
C00O C 0.69808(10) 0.51403(19) 0.78669(6) 0.0242(4) Uani 1 1 d . . . . .
H00O H 0.664723 0.456428 0.805703 0.029 Uiso 1 1 calc R U . . .
C00P C 0.77632(10) 0.50615(18) 0.79379(6) 0.0231(4) Uani 1 1 d . . . . .
H00P H 0.796851 0.443079 0.817683 0.028 Uiso 1 1 calc R U . . .
C00Q C 0.46763(11) 0.33975(18) 0.66564(6) 0.0232(3) Uani 1 1 d . . . . .
H00Q H 0.472870 0.304006 0.698703 0.028 Uiso 1 1 calc R U . . .
C00R C 0.33798(10) 0.97379(17) 0.55239(6) 0.0240(4) Uani 1 1 d . . . . .
H00R H 0.333573 1.056826 0.533372 0.029 Uiso 1 1 calc R U . . .
C00S C 0.82484(10) 0.58985(18) 0.76619(6) 0.0227(4) Uani 1 1 d . . . . .
H00S H 0.878719 0.584876 0.771303 0.027 Uiso 1 1 calc R U . . .
C00T C 0.87888(10) 0.6730(2) 0.57701(6) 0.0249(4) Uani 1 1 d . . . . .
H00T H 0.927631 0.632985 0.583729 0.030 Uiso 1 1 calc R U . . .
C00U C 0.87266(10) 0.78119(19) 0.54320(6) 0.0245(4) Uani 1 1 d . . . . .
H00U H 0.917052 0.815531 0.526646 0.029 Uiso 1 1 calc R U . . .
C00V C 0.80172(11) 0.8393(2) 0.53354(6) 0.0250(4) Uani 1 1 d . . . . .
H00V H 0.797552 0.914677 0.510707 0.030 Uiso 1 1 calc R U . . .


_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
Se5 C1 1.8163(15) . ?
P3 O4 1.4840(11) . ?
P3 C007 1.8021(16) . ?
P3 C1 1.8516(15) . ?
P3 C00G 1.7970(16) . ?
N2 C00A 1.4808(19) . ?
N2 C1 1.332(2) . ?
N2 C00N 1.4752(19) . ?
C005 C009 1.388(2) . ?
C005 C00C 1.388(2) . ?
C005 C00N 1.504(2) . ?
C006 H006 0.9500 . ?
C006 C00G 1.387(2) . ?
C006 C00K 1.387(2) . ?
C007 C008 1.393(2) . ?
C007 C00L 1.392(2) . ?
C008 H008 0.9500 . ?
C008 C00I 1.381(2) . ?
C009 H009 0.9500 . ?
C009 C00S 1.386(2) . ?
C00A H00A 0.9900 . ?
C00A H00B 0.9900 . ?
C00A C00B 1.507(2) . ?
C00B C00E 1.388(2) . ?
C00B C00J 1.391(2) . ?
C00C H00C 0.9500 . ?
C00C C00O 1.386(2) . ?
C00E H00E 0.9500 . ?
C00E C00T 1.384(2) . ?
C00F H00F 0.9500 . ?
C00F C00G 1.394(2) . ?
C00F C00R 1.391(2) . ?
C00H H00H 0.9500 . ?
C00H C00I 1.386(2) . ?
C00H C00Q 1.381(2) . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00J C00V 1.386(2) . ?
C00K H00K 0.9500 . ?
C00K C00M 1.377(2) . ?
C00L H00L 0.9500 . ?
C00L C00Q 1.387(2) . ?
C00M H00M 0.9500 . ?
C00M C00R 1.376(3) . ?
C00N H00D 0.9900 . ?
C00N H00G 0.9900 . ?
C00O H00O 0.9500 . ?
C00O C00P 1.379(2) . ?
C00P H00P 0.9500 . ?
C00P C00S 1.381(3) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00T C00U 1.382(3) . ?
C00U H00U 0.9500 . ?
C00U C00V 1.381(3) . ?
C00V H00V 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
O4 P3 C007 114.78(7) . . ?
O4 P3 C1 112.40(7) . . ?
O4 P3 C00G 111.13(7) . . ?
C007 P3 C1 104.77(7) . . ?
C00G P3 C007 104.70(7) . . ?
C00G P3 C1 108.52(7) . . ?
C1 N2 C00A 124.34(13) . . ?
C1 N2 C00N 121.53(13) . . ?
C00N N2 C00A 114.13(13) . . ?
C009 C005 C00N 119.34(14) . . ?
C00C C005 C009 119.14(15) . . ?
C00C C005 C00N 121.47(15) . . ?
C00G C006 H006 119.8 . . ?
C00G C006 C00K 120.47(15) . . ?
C00K C006 H006 119.8 . . ?
C008 C007 P3 116.81(11) . . ?
C00L C007 P3 123.78(12) . . ?
C00L C007 C008 119.35(15) . . ?
C007 C008 H008 119.9 . . ?
C00I C008 C007 120.28(14) . . ?
C00I C008 H008 119.9 . . ?
C005 C009 H009 119.8 . . ?
C00S C009 C005 120.33(16) . . ?
C00S C009 H009 119.8 . . ?
N2 C00A H00A 109.3 . . ?
N2 C00A H00B 109.3 . . ?
N2 C00A C00B 111.79(13) . . ?
H00A C00A H00B 107.9 . . ?
C00B C00A H00A 109.3 . . ?
C00B C00A H00B 109.3 . . ?
C00E C00B C00A 120.43(14) . . ?
C00E C00B C00J 119.31(15) . . ?
C00J C00B C00A 120.26(14) . . ?
C005 C00C H00C 119.8 . . ?
C00O C00C C005 120.41(16) . . ?
C00O C00C H00C 119.8 . . ?
Se5 C1 P3 116.47(8) . . ?
N2 C1 Se5 125.34(11) . . ?
N2 C1 P3 118.19(11) . . ?
C00B C00E H00E 119.8 . . ?
C00T C00E C00B 120.36(16) . . ?
C00T C00E H00E 119.8 . . ?
C00G C00F H00F 120.2 . . ?
C00R C00F H00F 120.2 . . ?
C00R C00F C00G 119.57(16) . . ?
C006 C00G P3 121.36(12) . . ?
C006 C00G C00F 119.51(15) . . ?
C00F C00G P3 118.73(13) . . ?
C00I C00H H00H 120.0 . . ?
C00Q C00H H00H 120.0 . . ?
C00Q C00H C00I 119.97(16) . . ?
C008 C00I C00H 120.14(15) . . ?
C008 C00I H00I 119.9 . . ?
C00H C00I H00I 119.9 . . ?
C00B C00J H00J 120.0 . . ?
C00V C00J C00B 120.03(16) . . ?
C00V C00J H00J 120.0 . . ?
C006 C00K H00K 120.2 . . ?
C00M C00K C006 119.65(16) . . ?
C00M C00K H00K 120.2 . . ?
C007 C00L H00L 120.0 . . ?
C00Q C00L C007 120.01(15) . . ?
C00Q C00L H00L 120.0 . . ?
C00K C00M H00M 119.7 . . ?
C00R C00M C00K 120.60(16) . . ?
C00R C00M H00M 119.7 . . ?
N2 C00N C005 113.31(13) . . ?
N2 C00N H00D 108.9 . . ?
N2 C00N H00G 108.9 . . ?
C005 C00N H00D 108.9 . . ?
C005 C00N H00G 108.9 . . ?
H00D C00N H00G 107.7 . . ?
C00C C00O H00O 120.0 . . ?
C00P C00O C00C 120.02(16) . . ?
C00P C00O H00O 120.0 . . ?
C00O C00P H00P 120.0 . . ?
C00O C00P C00S 120.04(16) . . ?
C00S C00P H00P 120.0 . . ?
C00H C00Q C00L 120.24(15) . . ?
C00H C00Q H00Q 119.9 . . ?
C00L C00Q H00Q 119.9 . . ?
C00F C00R H00R 119.9 . . ?
C00M C00R C00F 120.18(16) . . ?
C00M C00R H00R 119.9 . . ?
C009 C00S H00S 120.0 . . ?
C00P C00S C009 120.05(16) . . ?
C00P C00S H00S 120.0 . . ?
C00E C00T H00T 119.9 . . ?
C00U C00T C00E 120.13(17) . . ?
C00U C00T H00T 119.9 . . ?
C00T C00U H00U 120.1 . . ?
C00V C00U C00T 119.83(16) . . ?
C00V C00U H00U 120.1 . . ?
C00J C00V H00V 119.8 . . ?
C00U C00V C00J 120.32(16) . . ?
C00U C00V H00V 119.8 . . ?

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
P3 C007 C008 C00I -176.88(12) . . . . ?
P3 C007 C00L C00Q 176.82(13) . . . . ?
O4 P3 C007 C008 -45.09(14) . . . . ?
O4 P3 C007 C00L 137.62(13) . . . . ?
O4 P3 C1 Se5 130.77(8) . . . . ?
O4 P3 C1 N2 -48.77(14) . . . . ?
O4 P3 C00G C006 139.50(12) . . . . ?
O4 P3 C00G C00F -33.17(14) . . . . ?
N2 C00A C00B C00E 118.36(16) . . . . ?
N2 C00A C00B C00J -62.19(18) . . . . ?
C005 C009 C00S C00P 0.5(2) . . . . ?
C005 C00C C00O C00P 0.5(2) . . . . ?
C006 C00K C00M C00R 0.6(2) . . . . ?
C007 P3 C1 Se5 -103.96(9) . . . . ?
C007 P3 C1 N2 76.50(13) . . . . ?
C007 P3 C00G C006 15.04(14) . . . . ?
C007 P3 C00G C00F -157.64(12) . . . . ?
C007 C008 C00I C00H 0.0(2) . . . . ?
C007 C00L C00Q C00H -0.2(3) . . . . ?
C008 C007 C00L C00Q -0.4(2) . . . . ?
C009 C005 C00C C00O -0.5(2) . . . . ?
C009 C005 C00N N2 125.97(15) . . . . ?
C00A N2 C1 Se5 173.19(11) . . . . ?
C00A N2 C1 P3 -7.3(2) . . . . ?
C00A N2 C00N C005 -59.87(17) . . . . ?
C00A C00B C00E C00T 179.51(15) . . . . ?
C00A C00B C00J C00V 179.55(14) . . . . ?
C00B C00E C00T C00U 0.4(3) . . . . ?
C00B C00J C00V C00U 1.5(3) . . . . ?
C00C C005 C009 C00S 0.0(2) . . . . ?
C00C C005 C00N N2 -56.7(2) . . . . ?
C00C C00O C00P C00S 0.0(2) . . . . ?
C1 P3 C007 C008 -168.85(12) . . . . ?
C1 P3 C007 C00L 13.86(16) . . . . ?
C1 P3 C00G C006 -96.42(13) . . . . ?
C1 P3 C00G C00F 90.91(13) . . . . ?
C1 N2 C00A C00B 123.37(16) . . . . ?
C1 N2 C00N C005 120.13(16) . . . . ?
C00E C00B C00J C00V -1.0(2) . . . . ?
C00E C00T C00U C00V 0.1(3) . . . . ?
C00G P3 C007 C008 77.02(13) . . . . ?
C00G P3 C007 C00L -100.26(14) . . . . ?
C00G P3 C1 Se5 7.45(11) . . . . ?
C00G P3 C1 N2 -172.09(12) . . . . ?
C00G C006 C00K C00M -0.6(2) . . . . ?
C00G C00F C00R C00M -0.8(2) . . . . ?
C00I C00H C00Q C00L 0.8(3) . . . . ?
C00J C00B C00E C00T 0.1(2) . . . . ?
C00K C006 C00G P3 -172.72(12) . . . . ?
C00K C006 C00G C00F -0.1(2) . . . . ?
C00K C00M C00R C00F 0.1(2) . . . . ?
C00L C007 C008 C00I 0.5(2) . . . . ?
C00N N2 C00A C00B -56.64(16) . . . . ?
C00N N2 C1 Se5 -6.8(2) . . . . ?
C00N N2 C1 P3 172.70(11) . . . . ?
C00N C005 C009 C00S 177.40(14) . . . . ?
C00N C005 C00C C00O -177.82(15) . . . . ?
C00O C00P C00S C009 -0.5(2) . . . . ?
C00Q C00H C00I C008 -0.6(3) . . . . ?
C00R C00F C00G P3 173.63(12) . . . . ?
C00R C00F C00G C006 0.8(2) . . . . ?
C00T C00U C00V C00J -1.0(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'sample loop'
_olex2_submission_original_sample_id TY044
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.407
_oxdiff_exptl_absorpt_empirical_full_min 0.730
####################################################################### 
# 
# 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_ty_selenocarbamoylphosphine_auto
_database_code_depnum_ccdc_archive 'CCDC 2420893'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-01 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2025-01-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        
"(N,N'-dibenzylselenocarbamoyl)(diphenyl)phosphine selenide"
_chemical_formula_moiety         'C27 H24 N P Se2'
_chemical_formula_sum            'C27 H24 N P Se2'
_chemical_formula_weight         551.36
_chemical_melting_point          442.4
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'
'-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                   16.0502(5)
_cell_length_b                   10.1153(4)
_cell_length_c                   29.8261(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.173(3)
_cell_angle_gamma                90
_cell_volume                     4714.9(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11813
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      30.7310
_cell_measurement_theta_min      2.4020
_shelx_estimated_absorpt_T_max   0.718
_shelx_estimated_absorpt_T_min   0.538
_exptl_absorpt_coefficient_mu    3.220
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62654
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2208
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: AcOEt/hexane'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            25289
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.690
_diffrn_reflns_theta_min         2.398
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     13.00  58.00   0.50   78.92    --   20.00  54.00  30.00   90
  2  ω     80.00 106.00   0.50   78.92    --   20.00  54.00  30.00   52
  3  ω    -70.00 -43.00   0.50   78.92    --   20.00  54.00 -90.00   54
  4  ω     61.00 108.00   0.50   78.92    --   20.00  54.00 -90.00   94
  5  ω    -74.00 108.00   0.50   78.92    --   20.00  54.00-150.00  364
  6  ω    -74.00  22.00   0.50   78.92    --   20.00  54.00 150.00  192
  7  ω     62.00 108.00   0.50   78.92    --   20.00  54.00 150.00   92
  8  ω     -9.00  16.00   0.50   78.92    --   20.00  54.00  60.00   50
  9  ω      2.00  27.00   0.50   78.92    --   20.00  54.00-120.00   50
 10  ω     34.00  75.00   0.50   78.92    --   20.00  54.00-120.00   82
 11  ω     76.00 101.00   0.50   78.92    --   20.00  54.00-120.00   50
 12  ω    -73.00 -36.00   0.50   78.92    --   20.00  54.00  30.00   74
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0401534000
_diffrn_orient_matrix_UB_12      0.0177102000
_diffrn_orient_matrix_UB_13      0.0044032000
_diffrn_orient_matrix_UB_21      0.0150459000
_diffrn_orient_matrix_UB_22      -0.0176474000
_diffrn_orient_matrix_UB_23      0.0234726000
_diffrn_orient_matrix_UB_31      0.0148888000
_diffrn_orient_matrix_UB_32      0.0655086000
_diffrn_orient_matrix_UB_33      0.0051295000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5764
_reflns_number_total             7063
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         7063
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+1.2369P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0697
_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:
 C006(H00a,H00b), C00C(H00c,H00d)
2.b Aromatic/amide H refined with riding coordinates:
 C007(H007), C00D(H00e), C00E(H00f), C00F(H00g), C00G(H00h), C00H(H00i),
 C00I(H00j), C00J(H00k), C00K(H00l), C00L(H00m), C00M(H00n), C00N(H00o),
 C00O(H00p), C00P(H00q), C00Q(H00r), C00R(H00s), C00S(H00t), C00T(H00u),
 C00U(H00v), C00V(H00w)
;
_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
Se01 Se 0.49972(2) 0.10567(2) 0.55660(2) 0.02574(5) Uani 1 1 d . . . . .
Se02 Se 0.49384(2) 0.35497(2) 0.67798(2) 0.02577(5) Uani 1 1 d . . . . .
P003 P 0.55547(2) 0.18570(4) 0.66027(2) 0.01646(8) Uani 1 1 d . . . . .
N004 N 0.63567(8) 0.27355(13) 0.59368(4) 0.0173(3) Uani 1 1 d . . . . .
C005 C 0.66119(9) 0.15351(16) 0.69625(5) 0.0176(3) Uani 1 1 d . . . . .
C006 C 0.68091(10) 0.37428(15) 0.62597(5) 0.0186(3) Uani 1 1 d . . . . .
H00A H 0.743076 0.355528 0.633094 0.022 Uiso 1 1 calc R U . . .
H00B H 0.661313 0.369289 0.655083 0.022 Uiso 1 1 calc R U . . .
C007 C 0.68538(10) 0.21067(17) 0.73963(5) 0.0219(3) Uani 1 1 d . . . . .
H007 H 0.648512 0.272087 0.749513 0.026 Uiso 1 1 calc R U . . .
C008 C 0.71204(10) 0.15419(17) 0.54237(5) 0.0213(3) Uani 1 1 d . . . . .
C009 C 0.57254(9) 0.19663(16) 0.60104(5) 0.0174(3) Uani 1 1 d . . . . .
C00A C 0.50107(10) 0.03213(17) 0.66676(5) 0.0210(3) Uani 1 1 d . . . . .
C00B C 0.66537(11) 0.51143(17) 0.60638(6) 0.0227(3) Uani 1 1 d . . . . .
C00C C 0.65862(10) 0.27242(17) 0.54822(5) 0.0203(3) Uani 1 1 d . . . . .
H00C H 0.690708 0.354049 0.544893 0.024 Uiso 1 1 calc R U . . .
H00D H 0.605572 0.272158 0.523566 0.024 Uiso 1 1 calc R U . . .
C00D C 0.71634(10) 0.06491(17) 0.68155(6) 0.0226(3) Uani 1 1 d . . . . .
H00E H 0.700970 0.027398 0.651601 0.027 Uiso 1 1 calc R U . . .
C00E C 0.68514(12) 0.06929(19) 0.50523(6) 0.0285(4) Uani 1 1 d . . . . .
H00F H 0.632029 0.084605 0.484117 0.034 Uiso 1 1 calc R U . . .
C00F C 0.79341(11) 0.03229(19) 0.71091(7) 0.0295(4) Uani 1 1 d . . . . .
H00G H 0.830693 -0.028636 0.701135 0.035 Uiso 1 1 calc R U . . .
C00G C 0.52722(11) -0.08852(18) 0.65238(6) 0.0275(4) Uani 1 1 d . . . . .
H00H H 0.569629 -0.090974 0.634778 0.033 Uiso 1 1 calc R U . . .
C00H C 0.81676(11) 0.0877(2) 0.75451(7) 0.0334(4) Uani 1 1 d . . . . .
H00I H 0.869340 0.063573 0.774688 0.040 Uiso 1 1 calc R U . . .
C00I C 0.43973(11) 0.0345(2) 0.69321(6) 0.0294(4) Uani 1 1 d . . . . .
H00J H 0.421632 0.116417 0.703351 0.035 Uiso 1 1 calc R U . . .
C00J C 0.76327(12) 0.1782(2) 0.76853(6) 0.0305(4) Uani 1 1 d . . . . .
H00K H 0.779950 0.218205 0.798034 0.037 Uiso 1 1 calc R U . . .
C00K C 0.58520(13) 0.5497(2) 0.58162(7) 0.0377(5) Uani 1 1 d . . . . .
H00L H 0.538942 0.488801 0.575899 0.045 Uiso 1 1 calc R U . . .
C00L C 0.73208(14) 0.60198(19) 0.61428(6) 0.0338(4) Uani 1 1 d . . . . .
H00M H 0.787282 0.576111 0.631098 0.041 Uiso 1 1 calc R U . . .
C00M C 0.78989(12) 0.1302(2) 0.57255(7) 0.0320(4) Uani 1 1 d . . . . .
H00N H 0.809539 0.187857 0.597884 0.038 Uiso 1 1 calc R U . . .
C00N C 0.49178(13) -0.2048(2) 0.66358(7) 0.0361(5) Uani 1 1 d . . . . .
H00O H 0.509015 -0.286996 0.653193 0.043 Uiso 1 1 calc R U . . .
C00O C 0.83962(13) 0.0221(2) 0.56604(8) 0.0415(5) Uani 1 1 d . . . . .
H00P H 0.892469 0.005406 0.587207 0.050 Uiso 1 1 calc R U . . .
C00P C 0.81220(15) -0.0605(2) 0.52896(8) 0.0438(6) Uani 1 1 d . . . . .
H00Q H 0.846523 -0.133361 0.524232 0.053 Uiso 1 1 calc R U . . .
C00Q C 0.43077(13) -0.2017(2) 0.69012(7) 0.0416(5) Uani 1 1 d . . . . .
H00R H 0.406856 -0.281775 0.698115 0.050 Uiso 1 1 calc R U . . .
C00R C 0.40522(13) -0.0831(2) 0.70469(7) 0.0409(5) Uani 1 1 d . . . . .
H00S H 0.363576 -0.081407 0.722775 0.049 Uiso 1 1 calc R U . . .
C00S C 0.73516(14) -0.0374(2) 0.49879(8) 0.0389(5) Uani 1 1 d . . . . .
H00T H 0.716095 -0.094975 0.473351 0.047 Uiso 1 1 calc R U . . .
C00T C 0.7184(2) 0.7302(2) 0.59769(8) 0.0544(7) Uani 1 1 d . . . . .
H00U H 0.764160 0.791980 0.603548 0.065 Uiso 1 1 calc R U . . .
C00U C 0.57334(19) 0.6796(3) 0.56513(8) 0.0595(8) Uani 1 1 d . . . . .
H00V H 0.518499 0.706773 0.548219 0.071 Uiso 1 1 calc R U . . .
C00V C 0.6399(2) 0.7680(2) 0.57308(9) 0.0632(9) Uani 1 1 d . . . . .
H00W H 0.631189 0.855523 0.561417 0.076 Uiso 1 1 calc R U . . .


_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
Se01 C009 1.8065(15) . ?
Se02 P003 2.1041(4) . ?
P003 C005 1.8185(16) . ?
P003 C009 1.8515(15) . ?
P003 C00A 1.8138(17) . ?
N004 C006 1.474(2) . ?
N004 C009 1.3348(19) . ?
N004 C00C 1.4841(19) . ?
C005 C007 1.389(2) . ?
C005 C00D 1.399(2) . ?
C006 H00A 0.9900 . ?
C006 H00B 0.9900 . ?
C006 C00B 1.504(2) . ?
C007 H007 0.9500 . ?
C007 C00J 1.386(2) . ?
C008 C00C 1.505(2) . ?
C008 C00E 1.390(2) . ?
C008 C00M 1.385(3) . ?
C00A C00G 1.390(2) . ?
C00A C00I 1.395(2) . ?
C00B C00K 1.385(3) . ?
C00B C00L 1.388(3) . ?
C00C H00C 0.9900 . ?
C00C H00D 0.9900 . ?
C00D H00E 0.9500 . ?
C00D C00F 1.383(2) . ?
C00E H00F 0.9500 . ?
C00E C00S 1.384(3) . ?
C00F H00G 0.9500 . ?
C00F C00H 1.387(3) . ?
C00G H00H 0.9500 . ?
C00G C00N 1.380(3) . ?
C00H H00I 0.9500 . ?
C00H C00J 1.383(3) . ?
C00I H00J 0.9500 . ?
C00I C00R 1.388(3) . ?
C00J H00K 0.9500 . ?
C00K H00L 0.9500 . ?
C00K C00U 1.400(3) . ?
C00L H00M 0.9500 . ?
C00L C00T 1.388(3) . ?
C00M H00N 0.9500 . ?
C00M C00O 1.393(3) . ?
C00N H00O 0.9500 . ?
C00N C00Q 1.393(3) . ?
C00O H00P 0.9500 . ?
C00O C00P 1.376(3) . ?
C00P H00Q 0.9500 . ?
C00P C00S 1.373(3) . ?
C00Q H00R 0.9500 . ?
C00Q C00R 1.370(3) . ?
C00R H00S 0.9500 . ?
C00S H00T 0.9500 . ?
C00T H00U 0.9500 . ?
C00T C00V 1.360(4) . ?
C00U H00V 0.9500 . ?
C00U C00V 1.372(4) . ?
C00V H00W 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
C005 P003 Se02 115.23(5) . . ?
C005 P003 C009 104.64(7) . . ?
C009 P003 Se02 111.79(5) . . ?
C00A P003 Se02 113.88(6) . . ?
C00A P003 C005 100.99(7) . . ?
C00A P003 C009 109.41(7) . . ?
C006 N004 C00C 114.47(12) . . ?
C009 N004 C006 125.08(13) . . ?
C009 N004 C00C 120.10(13) . . ?
C007 C005 P003 120.02(12) . . ?
C007 C005 C00D 119.74(15) . . ?
C00D C005 P003 120.12(12) . . ?
N004 C006 H00A 109.3 . . ?
N004 C006 H00B 109.3 . . ?
N004 C006 C00B 111.75(13) . . ?
H00A C006 H00B 107.9 . . ?
C00B C006 H00A 109.3 . . ?
C00B C006 H00B 109.3 . . ?
C005 C007 H007 120.0 . . ?
C00J C007 C005 120.09(16) . . ?
C00J C007 H007 120.0 . . ?
C00E C008 C00C 120.11(15) . . ?
C00M C008 C00C 121.18(16) . . ?
C00M C008 C00E 118.67(17) . . ?
Se01 C009 P003 117.25(8) . . ?
N004 C009 Se01 124.38(11) . . ?
N004 C009 P003 118.34(11) . . ?
C00G C00A P003 122.19(12) . . ?
C00G C00A C00I 119.41(16) . . ?
C00I C00A P003 117.68(14) . . ?
C00K C00B C006 121.13(16) . . ?
C00K C00B C00L 119.54(18) . . ?
C00L C00B C006 119.32(16) . . ?
N004 C00C C008 112.25(13) . . ?
N004 C00C H00C 109.2 . . ?
N004 C00C H00D 109.2 . . ?
C008 C00C H00C 109.2 . . ?
C008 C00C H00D 109.2 . . ?
H00C C00C H00D 107.9 . . ?
C005 C00D H00E 120.2 . . ?
C00F C00D C005 119.55(16) . . ?
C00F C00D H00E 120.2 . . ?
C008 C00E H00F 119.8 . . ?
C00S C00E C008 120.50(19) . . ?
C00S C00E H00F 119.7 . . ?
C00D C00F H00G 119.7 . . ?
C00D C00F C00H 120.59(17) . . ?
C00H C00F H00G 119.7 . . ?
C00A C00G H00H 119.9 . . ?
C00N C00G C00A 120.24(17) . . ?
C00N C00G H00H 119.9 . . ?
C00F C00H H00I 120.1 . . ?
C00J C00H C00F 119.81(16) . . ?
C00J C00H H00I 120.1 . . ?
C00A C00I H00J 120.1 . . ?
C00R C00I C00A 119.83(19) . . ?
C00R C00I H00J 120.1 . . ?
C007 C00J H00K 119.9 . . ?
C00H C00J C007 120.18(17) . . ?
C00H C00J H00K 119.9 . . ?
C00B C00K H00L 120.5 . . ?
C00B C00K C00U 119.0(2) . . ?
C00U C00K H00L 120.5 . . ?
C00B C00L H00M 119.9 . . ?
C00T C00L C00B 120.2(2) . . ?
C00T C00L H00M 119.9 . . ?
C008 C00M H00N 119.7 . . ?
C008 C00M C00O 120.53(19) . . ?
C00O C00M H00N 119.7 . . ?
C00G C00N H00O 120.0 . . ?
C00G C00N C00Q 120.0(2) . . ?
C00Q C00N H00O 120.0 . . ?
C00M C00O H00P 120.0 . . ?
C00P C00O C00M 120.0(2) . . ?
C00P C00O H00P 120.0 . . ?
C00O C00P H00Q 120.0 . . ?
C00S C00P C00O 119.94(19) . . ?
C00S C00P H00Q 120.0 . . ?
C00N C00Q H00R 120.0 . . ?
C00R C00Q C00N 120.03(19) . . ?
C00R C00Q H00R 120.0 . . ?
C00I C00R H00S 119.8 . . ?
C00Q C00R C00I 120.48(18) . . ?
C00Q C00R H00S 119.8 . . ?
C00E C00S H00T 119.8 . . ?
C00P C00S C00E 120.4(2) . . ?
C00P C00S H00T 119.8 . . ?
C00L C00T H00U 119.8 . . ?
C00V C00T C00L 120.5(2) . . ?
C00V C00T H00U 119.8 . . ?
C00K C00U H00V 119.6 . . ?
C00V C00U C00K 120.8(2) . . ?
C00V C00U H00V 119.6 . . ?
C00T C00V C00U 119.9(2) . . ?
C00T C00V H00W 120.0 . . ?
C00U C00V H00W 120.0 . . ?

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
Se02 P003 C005 C007 19.53(15) . . . . ?
Se02 P003 C005 C00D -164.39(11) . . . . ?
Se02 P003 C009 Se01 -101.61(8) . . . . ?
Se02 P003 C009 N004 76.47(12) . . . . ?
Se02 P003 C00A C00G 173.36(12) . . . . ?
Se02 P003 C00A C00I -16.42(15) . . . . ?
P003 C005 C007 C00J 174.97(13) . . . . ?
P003 C005 C00D C00F -174.26(13) . . . . ?
P003 C00A C00G C00N 171.07(14) . . . . ?
P003 C00A C00I C00R -170.82(14) . . . . ?
N004 C006 C00B C00K 40.4(2) . . . . ?
N004 C006 C00B C00L -141.25(15) . . . . ?
C005 P003 C009 Se01 133.01(9) . . . . ?
C005 P003 C009 N004 -48.91(14) . . . . ?
C005 P003 C00A C00G -62.51(15) . . . . ?
C005 P003 C00A C00I 107.71(14) . . . . ?
C005 C007 C00J C00H -0.7(3) . . . . ?
C005 C00D C00F C00H -0.7(3) . . . . ?
C006 N004 C009 Se01 163.21(12) . . . . ?
C006 N004 C009 P003 -14.7(2) . . . . ?
C006 N004 C00C C008 107.93(15) . . . . ?
C006 C00B C00K C00U 178.29(17) . . . . ?
C006 C00B C00L C00T -178.06(16) . . . . ?
C007 C005 C00D C00F 1.8(2) . . . . ?
C008 C00E C00S C00P -0.2(3) . . . . ?
C008 C00M C00O C00P 1.1(3) . . . . ?
C009 P003 C005 C007 142.71(13) . . . . ?
C009 P003 C005 C00D -41.21(14) . . . . ?
C009 P003 C00A C00G 47.45(16) . . . . ?
C009 P003 C00A C00I -142.33(13) . . . . ?
C009 N004 C006 C00B -115.21(17) . . . . ?
C009 N004 C00C C008 -78.46(18) . . . . ?
C00A P003 C005 C007 -103.67(14) . . . . ?
C00A P003 C005 C00D 72.41(14) . . . . ?
C00A P003 C009 Se01 25.49(11) . . . . ?
C00A P003 C009 N004 -156.43(12) . . . . ?
C00A C00G C00N C00Q -1.2(3) . . . . ?
C00A C00I C00R C00Q -0.2(3) . . . . ?
C00B C00K C00U C00V 0.3(3) . . . . ?
C00B C00L C00T C00V -0.8(3) . . . . ?
C00C N004 C006 C00B 58.03(17) . . . . ?
C00C N004 C009 Se01 -9.7(2) . . . . ?
C00C N004 C009 P003 172.39(11) . . . . ?
C00C C008 C00E C00S 177.98(15) . . . . ?
C00C C008 C00M C00O -178.41(16) . . . . ?
C00D C005 C007 C00J -1.1(2) . . . . ?
C00D C00F C00H C00J -1.1(3) . . . . ?
C00E C008 C00C N004 123.87(16) . . . . ?
C00E C008 C00M C00O -0.8(3) . . . . ?
C00F C00H C00J C007 1.9(3) . . . . ?
C00G C00A C00I C00R -0.3(3) . . . . ?
C00G C00N C00Q C00R 0.7(3) . . . . ?
C00I C00A C00G C00N 1.0(3) . . . . ?
C00K C00B C00L C00T 0.4(3) . . . . ?
C00K C00U C00V C00T -0.7(3) . . . . ?
C00L C00B C00K C00U -0.1(3) . . . . ?
C00L C00T C00V C00U 1.0(3) . . . . ?
C00M C008 C00C N004 -58.5(2) . . . . ?
C00M C008 C00E C00S 0.3(3) . . . . ?
C00M C00O C00P C00S -1.0(3) . . . . ?
C00N C00Q C00R C00I 0.0(3) . . . . ?
C00O C00P C00S C00E 0.6(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'sample loop'
_olex2_submission_original_sample_id TY
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.429
_oxdiff_exptl_absorpt_empirical_full_min 0.704
_chemical_properties_physical    Air-sensitive,Heat-sensitive
####################################################################### 
# 
# 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_ty094_iminophosphorane_auto
_database_code_depnum_ccdc_archive 'CCDC 2420892'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-01 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-11-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        (Bn)2NC(=Se)P(=N-2,6--dClPh)Ph2
_chemical_formula_moiety         'C33 H27 Cl2 N2 P Se'
_chemical_formula_sum            'C33 H27 Cl2 N2 P Se'
_chemical_formula_weight         632.39
_chemical_melting_point          443.3-444.7
_chemical_oxdiff_usercomment     hexane/AcOEt
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Se Se -0.0929 2.2259 '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                   16.6851(3)
_cell_length_b                   9.8964(2)
_cell_length_c                   18.0914(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.983(2)
_cell_angle_gamma                90
_cell_volume                     2871.82(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14601
_cell_measurement_temperature    101(3)
_cell_measurement_theta_max      30.4520
_cell_measurement_theta_min      2.0780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.576
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: AcOEt/hexane'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            31657
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.753
_diffrn_reflns_theta_min         2.368
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      101(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     49.00 110.00   0.50   80.00    --   20.00  54.00 120.00  122
  2  ω    -64.00 -31.00   0.50   80.00    --   20.00  54.00-180.00   66
  3  ω     22.00  59.00   0.50   80.00    --   20.00  54.00-180.00   74
  4  ω    -10.00  51.00   0.50   80.00    --   20.00  54.00 -60.00  122
  5  ω    -19.00  72.00   0.50   80.00    --   20.00  54.00-150.00  182
  6  ω    -74.00  39.00   0.50   80.00    --   20.00  54.00  90.00  226
  7  ω     48.00 107.50   0.50   80.00    --   20.00  54.00  90.00  119
  8  ω    -70.00  84.00   0.50   80.00    --   20.00  54.00 150.00  308
  9  ω    -61.00 -34.00   0.50   80.00    --   20.00  54.00 120.00   54
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0266262000
_diffrn_orient_matrix_UB_12      0.0572015000
_diffrn_orient_matrix_UB_13      -0.0060504000
_diffrn_orient_matrix_UB_21      0.0336037000
_diffrn_orient_matrix_UB_22      0.0415759000
_diffrn_orient_matrix_UB_23      -0.0030032000
_diffrn_orient_matrix_UB_31      -0.0108937000
_diffrn_orient_matrix_UB_32      -0.0116977000
_diffrn_orient_matrix_UB_33      -0.0402139000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6893
_reflns_number_total             8607
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         8607
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.019
_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)+(0.0330P)²+1.2153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0726
_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:
 C009(H00A,H00B), C00Q(H00F,H00G)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00C), C00C(H00D), C00E(H00E), C00I(H00I), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R),
 C00S(H00S), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013)
;
_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
Se01 Se 0.19383(2) 0.74865(2) 0.62874(2) 0.01763(4) Uani 1 1 d . . . . .
Cl1 Cl 0.18300(2) 0.44649(4) 0.45242(2) 0.02074(8) Uani 1 1 d . . . . .
P003 P 0.33549(2) 0.68518(4) 0.55040(2) 0.01338(8) Uani 1 1 d . . . . .
Cl Cl 0.43164(3) 0.71583(5) 0.37884(3) 0.03366(11) Uani 1 1 d . . . . .
N005 N 0.27629(7) 0.50045(13) 0.63826(7) 0.0150(2) Uani 1 1 d . . . . .
N006 N 0.34960(7) 0.58722(13) 0.48773(7) 0.0154(2) Uani 1 1 d . . . . .
C007 C 0.15447(9) 0.35408(16) 0.63447(8) 0.0169(3) Uani 1 1 d . . . . .
C008 C 0.26724(8) 0.62566(15) 0.61031(8) 0.0139(3) Uani 1 1 d . . . . .
C009 C 0.22130(9) 0.44515(17) 0.68311(8) 0.0175(3) Uani 1 1 d . . . . .
H00A H 0.194638 0.520747 0.703275 0.021 Uiso 1 1 calc R U . . .
H00B H 0.255397 0.393365 0.727521 0.021 Uiso 1 1 calc R U . . .
C00A C 0.23363(9) 0.49697(16) 0.38473(8) 0.0166(3) Uani 1 1 d . . . . .
C00B C 0.07737(9) 0.40713(17) 0.59364(8) 0.0180(3) Uani 1 1 d . . . . .
H00C H 0.066588 0.500897 0.596831 0.022 Uiso 1 1 calc R U . . .
C00C C 0.19878(10) 0.46382(17) 0.30821(9) 0.0210(3) Uani 1 1 d . . . . .
H00D H 0.149295 0.411255 0.293322 0.025 Uiso 1 1 calc R U . . .
C00D C 0.30816(9) 0.57103(15) 0.41144(8) 0.0157(3) Uani 1 1 d . . . . .
C00E C 0.01628(10) 0.32341(18) 0.54832(9) 0.0222(3) Uani 1 1 d . . . . .
H00E H -0.036106 0.360090 0.520963 0.027 Uiso 1 1 calc R U . . .
C00F C 0.39286(9) 0.34280(16) 0.69720(8) 0.0163(3) Uani 1 1 d . . . . .
C00G C 0.43360(9) 0.71099(15) 0.62153(8) 0.0154(3) Uani 1 1 d . . . . .
C00H C 0.34188(10) 0.61818(17) 0.35300(9) 0.0203(3) Uani 1 1 d . . . . .
C00I C 0.51387(10) 0.77645(16) 0.74877(9) 0.0218(3) Uani 1 1 d . . . . .
H00I H 0.516329 0.808995 0.798747 0.026 Uiso 1 1 calc R U . . .
C00J C 0.43706(10) 0.76132(15) 0.69436(9) 0.0185(3) Uani 1 1 d . . . . .
H00J H 0.387175 0.785194 0.706810 0.022 Uiso 1 1 calc R U . . .
C00K C 0.42967(9) 0.42523(17) 0.75980(9) 0.0210(3) Uani 1 1 d . . . . .
H00K H 0.417104 0.519011 0.757979 0.025 Uiso 1 1 calc R U . . .
C00L C 0.03170(11) 0.18679(19) 0.54303(10) 0.0271(4) Uani 1 1 d . . . . .
H00L H -0.009886 0.129950 0.511701 0.033 Uiso 1 1 calc R U . . .
C00M C 0.58694(10) 0.74399(17) 0.73004(10) 0.0230(3) Uani 1 1 d . . . . .
H00M H 0.639251 0.753816 0.767356 0.028 Uiso 1 1 calc R U . . .
C00N C 0.50712(9) 0.67931(16) 0.60272(9) 0.0201(3) Uani 1 1 d . . . . .
H00N H 0.504985 0.645596 0.553048 0.024 Uiso 1 1 calc R U . . .
C00O C 0.16857(11) 0.21624(18) 0.62953(10) 0.0248(3) Uani 1 1 d . . . . .
H00O H 0.220259 0.178658 0.657963 0.030 Uiso 1 1 calc R U . . .
C00P C 0.23690(10) 0.50815(18) 0.25375(9) 0.0245(4) Uani 1 1 d . . . . .
H00P H 0.214561 0.484107 0.201253 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.33632(9) 0.40044(16) 0.62396(8) 0.0173(3) Uani 1 1 d . . . . .
H00F H 0.370849 0.444166 0.594187 0.021 Uiso 1 1 calc R U . . .
H00G H 0.305094 0.325724 0.592422 0.021 Uiso 1 1 calc R U . . .
C00R C 0.30770(11) 0.58766(19) 0.27601(9) 0.0252(4) Uani 1 1 d . . . . .
H00R H 0.332832 0.621279 0.238548 0.030 Uiso 1 1 calc R U . . .
C00S C 0.58363(10) 0.69742(18) 0.65721(10) 0.0240(3) Uani 1 1 d . . . . .
H00S H 0.633817 0.677661 0.644257 0.029 Uiso 1 1 calc R U . . .
C00T C 0.29511(10) 0.84572(16) 0.51020(9) 0.0193(3) Uani 1 1 d . . . . .
C00U C 0.50391(10) 0.2346(2) 0.82769(10) 0.0282(4) Uani 1 1 d . . . . .
H00U H 0.542093 0.197863 0.872142 0.034 Uiso 1 1 calc R U . . .
C00V C 0.41156(10) 0.20589(18) 0.70108(10) 0.0214(3) Uani 1 1 d . . . . .
H00V H 0.385907 0.148469 0.659161 0.026 Uiso 1 1 calc R U . . .
C00W C 0.48463(10) 0.37039(19) 0.82476(10) 0.0246(4) Uani 1 1 d . . . . .
H00W H 0.509169 0.426713 0.867525 0.030 Uiso 1 1 calc R U . . .
C00X C 0.21791(11) 0.84943(19) 0.45426(9) 0.0253(4) Uani 1 1 d . . . . .
H00X H 0.184600 0.770258 0.442713 0.030 Uiso 1 1 calc R U . . .
C00Y C 0.10807(11) 0.13286(18) 0.58359(11) 0.0291(4) Uani 1 1 d . . . . .
H00Y H 0.118849 0.039204 0.579901 0.035 Uiso 1 1 calc R U . . .
C00Z C 0.19044(13) 0.9693(2) 0.41588(10) 0.0352(5) Uani 1 1 d . . . . .
H00Z H 0.138175 0.971957 0.377941 0.042 Uiso 1 1 calc R U . . .
C010 C 0.34423(12) 0.96131(17) 0.52500(10) 0.0276(4) Uani 1 1 d . . . . .
H010 H 0.397373 0.958931 0.561643 0.033 Uiso 1 1 calc R U . . .
C011 C 0.46783(11) 0.15232(19) 0.76621(10) 0.0270(4) Uani 1 1 d . . . . .
H011 H 0.481300 0.058876 0.768180 0.032 Uiso 1 1 calc R U . . .
C012 C 0.23817(16) 1.0843(2) 0.43228(11) 0.0426(6) Uani 1 1 d . . . . .
H012 H 0.218138 1.166516 0.406700 0.051 Uiso 1 1 calc R U . . .
C013 C 0.31528(16) 1.08067(19) 0.48592(11) 0.0395(5) Uani 1 1 d . . . . .
H013 H 0.348668 1.159892 0.496167 0.047 Uiso 1 1 calc R U . . .


_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
Se01 C008 1.8214(14) . ?
Cl1 C00A 1.7413(15) . ?
P003 N006 1.5581(13) . ?
P003 C008 1.8704(15) . ?
P003 C00G 1.8002(15) . ?
P003 C00T 1.7993(16) . ?
Cl C00H 1.7348(16) . ?
N005 C008 1.3312(19) . ?
N005 C009 1.4864(18) . ?
N005 C00Q 1.4807(19) . ?
N006 C00D 1.3724(18) . ?
C007 C009 1.513(2) . ?
C007 C00B 1.397(2) . ?
C007 C00O 1.391(2) . ?
C009 H00A 0.9900 . ?
C009 H00B 0.9900 . ?
C00A C00C 1.385(2) . ?
C00A C00D 1.409(2) . ?
C00B H00C 0.9500 . ?
C00B C00E 1.392(2) . ?
C00C H00D 0.9500 . ?
C00C C00P 1.383(2) . ?
C00D C00H 1.407(2) . ?
C00E H00E 0.9500 . ?
C00E C00L 1.385(3) . ?
C00F C00K 1.394(2) . ?
C00F C00Q 1.511(2) . ?
C00F C00V 1.388(2) . ?
C00G C00J 1.395(2) . ?
C00G C00N 1.396(2) . ?
C00H C00R 1.385(2) . ?
C00I H00I 0.9500 . ?
C00I C00J 1.392(2) . ?
C00I C00M 1.390(2) . ?
C00J H00J 0.9500 . ?
C00K H00K 0.9500 . ?
C00K C00W 1.387(2) . ?
C00L H00L 0.9500 . ?
C00L C00Y 1.390(3) . ?
C00M H00M 0.9500 . ?
C00M C00S 1.383(2) . ?
C00N H00N 0.9500 . ?
C00N C00S 1.393(2) . ?
C00O H00O 0.9500 . ?
C00O C00Y 1.389(2) . ?
C00P H00P 0.9500 . ?
C00P C00R 1.384(2) . ?
C00Q H00F 0.9900 . ?
C00Q H00G 0.9900 . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00T C00X 1.402(2) . ?
C00T C010 1.390(2) . ?
C00U H00U 0.9500 . ?
C00U C00W 1.380(3) . ?
C00U C011 1.376(3) . ?
C00V H00V 0.9500 . ?
C00V C011 1.394(2) . ?
C00W H00W 0.9500 . ?
C00X H00X 0.9500 . ?
C00X C00Z 1.388(2) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
C00Z C012 1.374(3) . ?
C010 H010 0.9500 . ?
C010 C013 1.393(3) . ?
C011 H011 0.9500 . ?
C012 H012 0.9500 . ?
C012 C013 1.382(3) . ?
C013 H013 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
N006 P003 C008 117.63(7) . . ?
N006 P003 C00G 108.58(7) . . ?
N006 P003 C00T 111.72(7) . . ?
C00G P003 C008 102.08(7) . . ?
C00T P003 C008 107.00(7) . . ?
C00T P003 C00G 109.23(8) . . ?
C008 N005 C009 121.84(12) . . ?
C008 N005 C00Q 124.56(12) . . ?
C00Q N005 C009 113.47(12) . . ?
C00D N006 P003 132.01(11) . . ?
C00B C007 C009 120.49(14) . . ?
C00O C007 C009 120.72(14) . . ?
C00O C007 C00B 118.80(15) . . ?
Se01 C008 P003 116.30(8) . . ?
N005 C008 Se01 124.35(11) . . ?
N005 C008 P003 119.32(10) . . ?
N005 C009 C007 111.63(12) . . ?
N005 C009 H00A 109.3 . . ?
N005 C009 H00B 109.3 . . ?
C007 C009 H00A 109.3 . . ?
C007 C009 H00B 109.3 . . ?
H00A C009 H00B 108.0 . . ?
C00C C00A Cl1 118.91(12) . . ?
C00C C00A C00D 123.61(14) . . ?
C00D C00A Cl1 117.47(11) . . ?
C007 C00B H00C 119.8 . . ?
C00E C00B C007 120.39(15) . . ?
C00E C00B H00C 119.8 . . ?
C00A C00C H00D 120.4 . . ?
C00P C00C C00A 119.22(15) . . ?
C00P C00C H00D 120.4 . . ?
N006 C00D C00A 123.92(13) . . ?
N006 C00D C00H 121.47(14) . . ?
C00H C00D C00A 114.37(13) . . ?
C00B C00E H00E 119.9 . . ?
C00L C00E C00B 120.14(15) . . ?
C00L C00E H00E 119.9 . . ?
C00K C00F C00Q 121.38(14) . . ?
C00V C00F C00K 119.19(14) . . ?
C00V C00F C00Q 119.36(14) . . ?
C00J C00G P003 121.26(11) . . ?
C00J C00G C00N 120.00(14) . . ?
C00N C00G P003 118.74(12) . . ?
C00D C00H Cl 118.45(12) . . ?
C00R C00H Cl 118.57(12) . . ?
C00R C00H C00D 122.96(15) . . ?
C00J C00I H00I 120.0 . . ?
C00M C00I H00I 120.0 . . ?
C00M C00I C00J 120.08(15) . . ?
C00G C00J H00J 120.1 . . ?
C00I C00J C00G 119.79(14) . . ?
C00I C00J H00J 120.1 . . ?
C00F C00K H00K 120.0 . . ?
C00W C00K C00F 120.01(16) . . ?
C00W C00K H00K 120.0 . . ?
C00E C00L H00L 120.0 . . ?
C00E C00L C00Y 119.95(16) . . ?
C00Y C00L H00L 120.0 . . ?
C00I C00M H00M 119.9 . . ?
C00S C00M C00I 120.12(15) . . ?
C00S C00M H00M 119.9 . . ?
C00G C00N H00N 120.2 . . ?
C00S C00N C00G 119.61(15) . . ?
C00S C00N H00N 120.2 . . ?
C007 C00O H00O 119.6 . . ?
C00Y C00O C007 120.87(16) . . ?
C00Y C00O H00O 119.6 . . ?
C00C C00P H00P 120.1 . . ?
C00C C00P C00R 119.74(15) . . ?
C00R C00P H00P 120.1 . . ?
N005 C00Q C00F 112.84(12) . . ?
N005 C00Q H00F 109.0 . . ?
N005 C00Q H00G 109.0 . . ?
C00F C00Q H00F 109.0 . . ?
C00F C00Q H00G 109.0 . . ?
H00F C00Q H00G 107.8 . . ?
C00H C00R H00R 120.0 . . ?
C00P C00R C00H 119.92(15) . . ?
C00P C00R H00R 120.0 . . ?
C00M C00S C00N 120.38(15) . . ?
C00M C00S H00S 119.8 . . ?
C00N C00S H00S 119.8 . . ?
C00X C00T P003 118.82(13) . . ?
C010 C00T P003 120.90(13) . . ?
C010 C00T C00X 119.56(16) . . ?
C00W C00U H00U 120.0 . . ?
C011 C00U H00U 120.0 . . ?
C011 C00U C00W 119.99(15) . . ?
C00F C00V H00V 119.9 . . ?
C00F C00V C011 120.26(16) . . ?
C011 C00V H00V 119.9 . . ?
C00K C00W H00W 119.8 . . ?
C00U C00W C00K 120.44(17) . . ?
C00U C00W H00W 119.8 . . ?
C00T C00X H00X 120.2 . . ?
C00Z C00X C00T 119.65(18) . . ?
C00Z C00X H00X 120.2 . . ?
C00L C00Y H00Y 120.1 . . ?
C00O C00Y C00L 119.83(17) . . ?
C00O C00Y H00Y 120.1 . . ?
C00X C00Z H00Z 119.7 . . ?
C012 C00Z C00X 120.55(19) . . ?
C012 C00Z H00Z 119.7 . . ?
C00T C010 H010 120.1 . . ?
C00T C010 C013 119.77(18) . . ?
C013 C010 H010 120.1 . . ?
C00U C011 C00V 120.09(17) . . ?
C00U C011 H011 120.0 . . ?
C00V C011 H011 120.0 . . ?
C00Z C012 H012 119.9 . . ?
C00Z C012 C013 120.15(18) . . ?
C013 C012 H012 119.9 . . ?
C010 C013 H013 119.9 . . ?
C012 C013 C010 120.3(2) . . ?
C012 C013 H013 119.9 . . ?

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
Cl1 C00A C00C C00P 177.47(12) . . . . ?
Cl1 C00A C00D N006 10.6(2) . . . . ?
Cl1 C00A C00D C00H -174.90(11) . . . . ?
P003 N006 C00D C00A -81.0(2) . . . . ?
P003 N006 C00D C00H 104.89(17) . . . . ?
P003 C00G C00J C00I 178.17(12) . . . . ?
P003 C00G C00N C00S -179.42(13) . . . . ?
P003 C00T C00X C00Z -172.20(13) . . . . ?
P003 C00T C010 C013 172.18(14) . . . . ?
Cl C00H C00R C00P 178.96(13) . . . . ?
N006 P003 C008 Se01 -137.70(8) . . . . ?
N006 P003 C008 N005 44.17(13) . . . . ?
N006 P003 C00G C00J -161.62(12) . . . . ?
N006 P003 C00G C00N 18.23(15) . . . . ?
N006 P003 C00T C00X 61.02(14) . . . . ?
N006 P003 C00T C010 -109.27(14) . . . . ?
N006 C00D C00H Cl -7.6(2) . . . . ?
N006 C00D C00H C00R 170.89(16) . . . . ?
C007 C00B C00E C00L -0.4(2) . . . . ?
C007 C00O C00Y C00L -1.3(3) . . . . ?
C008 P003 N006 C00D 91.49(15) . . . . ?
C008 P003 C00G C00J -36.71(14) . . . . ?
C008 P003 C00G C00N 143.14(13) . . . . ?
C008 P003 C00T C00X -69.06(13) . . . . ?
C008 P003 C00T C010 120.65(13) . . . . ?
C008 N005 C009 C007 101.00(16) . . . . ?
C008 N005 C00Q C00F 125.67(15) . . . . ?
C009 N005 C008 Se01 4.98(19) . . . . ?
C009 N005 C008 P003 -177.05(10) . . . . ?
C009 N005 C00Q C00F -58.47(16) . . . . ?
C009 C007 C00B C00E 179.36(13) . . . . ?
C009 C007 C00O C00Y -178.55(15) . . . . ?
C00A C00C C00P C00R -1.7(2) . . . . ?
C00A C00D C00H Cl 177.72(12) . . . . ?
C00A C00D C00H C00R -3.7(2) . . . . ?
C00B C007 C009 N005 -90.21(16) . . . . ?
C00B C007 C00O C00Y 1.4(2) . . . . ?
C00B C00E C00L C00Y 0.6(2) . . . . ?
C00C C00A C00D N006 -169.95(15) . . . . ?
C00C C00A C00D C00H 4.5(2) . . . . ?
C00C C00P C00R C00H 2.5(3) . . . . ?
C00D C00A C00C C00P -2.0(2) . . . . ?
C00D C00H C00R C00P 0.4(3) . . . . ?
C00E C00L C00Y C00O 0.2(3) . . . . ?
C00F C00K C00W C00U 0.6(2) . . . . ?
C00F C00V C011 C00U 1.3(2) . . . . ?
C00G P003 N006 C00D -153.34(14) . . . . ?
C00G P003 C008 Se01 103.62(8) . . . . ?
C00G P003 C008 N005 -74.51(12) . . . . ?
C00G P003 C00T C00X -178.84(12) . . . . ?
C00G P003 C00T C010 10.87(15) . . . . ?
C00G C00N C00S C00M 1.3(3) . . . . ?
C00I C00M C00S C00N -1.7(3) . . . . ?
C00J C00G C00N C00S 0.4(2) . . . . ?
C00J C00I C00M C00S 0.4(3) . . . . ?
C00K C00F C00Q N005 -43.85(19) . . . . ?
C00K C00F C00V C011 -1.3(2) . . . . ?
C00M C00I C00J C00G 1.3(2) . . . . ?
C00N C00G C00J C00I -1.7(2) . . . . ?
C00O C007 C009 N005 89.79(17) . . . . ?
C00O C007 C00B C00E -0.6(2) . . . . ?
C00Q N005 C008 Se01 -179.49(11) . . . . ?
C00Q N005 C008 P003 -1.52(19) . . . . ?
C00Q N005 C009 C007 -74.99(15) . . . . ?
C00Q C00F C00K C00W -176.69(14) . . . . ?
C00Q C00F C00V C011 175.80(14) . . . . ?
C00T P003 N006 C00D -32.82(17) . . . . ?
C00T P003 C008 Se01 -11.06(10) . . . . ?
C00T P003 C008 N005 170.81(11) . . . . ?
C00T P003 C00G C00J 76.33(14) . . . . ?
C00T P003 C00G C00N -103.82(13) . . . . ?
C00T C00X C00Z C012 -0.1(3) . . . . ?
C00T C010 C013 C012 -0.3(3) . . . . ?
C00V C00F C00K C00W 0.4(2) . . . . ?
C00V C00F C00Q N005 139.08(14) . . . . ?
C00W C00U C011 C00V -0.3(3) . . . . ?
C00X C00T C010 C013 2.0(3) . . . . ?
C00X C00Z C012 C013 1.7(3) . . . . ?
C00Z C012 C013 C010 -1.5(3) . . . . ?
C010 C00T C00X C00Z -1.8(2) . . . . ?
C011 C00U C00W C00K -0.7(2) . . . . ?

_olex2_exptl_crystal_mounting_method 'sample loop'
_olex2_submission_original_sample_id TY094
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.201
_oxdiff_exptl_absorpt_empirical_full_min 0.840
####################################################################### 
# 
# 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_ty162_revised2
_database_code_depnum_ccdc_archive 'CCDC 2420896'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-18 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2025-02-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        
Chloro[(N,N'-dibenzylselenocarbamoyl)(diphenyl)phosphine]gold(I)
_chemical_formula_moiety         'C27 H24 Au Cl N P Se'
_chemical_formula_sum            'C27 H24 Au Cl N P Se'
_chemical_formula_weight         704.82
_chemical_melting_point          ?
_chemical_oxdiff_formula         C27H24PNSeAuCl
_chemical_oxdiff_usercomment     CH2Cl2/hexane
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'
P P 0.1023 0.0942 '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'
Se Se -0.0929 2.2259 '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'

_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.2293(7)
_cell_length_b                   14.1326(5)
_cell_length_c                   19.9231(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4851.2(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10323
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      30.5760
_cell_measurement_theta_min      2.2090
_shelx_estimated_absorpt_T_max   0.152
_shelx_estimated_absorpt_T_min   0.069
_exptl_absorpt_coefficient_mu    7.758
_exptl_absorpt_correction_T_max  0.141
_exptl_absorpt_correction_T_min  0.047
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2704
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -2 -1 0.2718
-2 2 1 0.2828
-2 -1 0 0.2719
2 1 0 0.3107
-2 -1 -1 0.2587
2 1 1 0.2181
1 -1 -1 0.3164
1 -2 0 0.1983
-2 1 0 0.2801
-1 2 0 0.2662
0 2 1 0.2338
1 2 1 0.2249
2 2 1 0.2305
-1 -2 -1 0.2970
-1 0 0 0.2805
-1 2 1 0.2731
0 -1 -2 0.3295
-1 -1 -2 0.2328
-2 -1 -2 0.2368
2 -1 -2 0.3598
2 1 2 0.1882
1 1 2 0.1941
-1 1 2 0.2744
1 -1 2 0.2477
-1 1 -2 0.1936
-2 1 -2 0.1811
2 0 -1 0.3985
1 2 -2 0.2853
0 1 -1 0.2480
-1 0 2 0.2993
0 -1 2 0.2838
-1 -1 2 0.3099
1 1 -2 0.3598
2 -1 1 0.2257
-1 1 -1 0.2167
-2 1 -1 0.2325
1 2 -1 0.2853
-1 -2 1 0.2868
0 -2 1 0.2841
-2 -2 1 0.3049
1 0 -2 0.4072
-1 0 -2 0.2067
0 0 1 0.2505
1 0 2 0.1879
0 1 -2 0.2884

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/hexane'
_exptl_crystal_size_max          0.74
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.39
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.0029 -2.0017 -0.9992 0.0934 0.0274 0.0932
-2.0029 2.0017 0.9992 -0.0934 -0.0274 -0.0932
-2.0009 -1.0009 0.0003 0.0567 0.0071 -0.0777
2.0009 1.0009 -0.0003 -0.0567 -0.0071 0.0777
-2.0011 -1.0009 -1.0002 0.0567 0.0425 -0.0746
2.0011 1.0009 1.0002 -0.0567 -0.0425 0.0746
1.0014 -1.0009 -0.9998 0.0467 0.0314 0.0482
1.0022 -2.0017 0.0011 0.0968 -0.0044 0.0491
-2.0023 1.0009 -0.0007 -0.0434 0.0077 -0.0859
-1.0022 2.0017 -0.0011 -0.0968 0.0044 -0.0491
-0.0013 2.0017 0.9995 -0.1001 -0.0348 -0.0114
0.9995 2.0018 0.9996 -0.1034 -0.0385 0.0295
2.0004 2.0018 0.9997 -0.1067 -0.0422 0.0705
-0.9995 -2.0018 -0.9996 0.1034 0.0385 -0.0295
-1.0008 -0.0000 -0.0001 0.0033 0.0037 -0.0409
-1.0021 2.0017 0.9994 -0.0968 -0.0311 -0.0523
0.0004 -1.0009 -2.0004 0.0501 0.0706 0.0104
-1.0004 -1.0009 -2.0005 0.0534 0.0743 -0.0305
-2.0012 -1.0009 -2.0006 0.0567 0.0780 -0.0714
2.0021 -1.0009 -2.0002 0.0434 0.0632 0.0922
2.0012 1.0009 2.0006 -0.0567 -0.0780 0.0714
1.0004 1.0009 2.0005 -0.0534 -0.0743 0.0305
-1.0012 1.0009 2.0003 -0.0467 -0.0669 -0.0513
1.0018 -1.0009 2.0015 0.0467 -0.0750 0.0387
-1.0018 1.0009 -2.0015 -0.0467 0.0750 -0.0387
-2.0026 1.0009 -2.0016 -0.0434 0.0787 -0.0796
2.0015 0.0000 -1.0002 -0.0066 0.0281 0.0850
0.9991 2.0018 -2.0018 -0.1034 0.0680 0.0390
-0.0008 1.0009 -1.0009 -0.0500 0.0358 -0.0009
-1.0005 -0.0000 2.0008 0.0033 -0.0673 -0.0472
0.0010 -1.0009 2.0014 0.0500 -0.0713 -0.0022
-0.9998 -1.0009 2.0013 0.0534 -0.0676 -0.0431
0.9998 1.0009 -2.0013 -0.0534 0.0676 0.0431
2.0025 -1.0009 1.0012 0.0434 -0.0432 0.0828
-1.0016 1.0009 -1.0011 -0.0467 0.0395 -0.0418
-2.0025 1.0009 -1.0012 -0.0434 0.0432 -0.0828
0.9993 2.0018 -1.0013 -0.1034 0.0325 0.0359
-0.9993 -2.0018 1.0013 0.1034 -0.0325 -0.0359
0.0015 -2.0017 1.0014 0.1001 -0.0362 0.0050
-2.0001 -2.0018 1.0012 0.1067 -0.0288 -0.0768
1.0005 0.0000 -2.0008 -0.0033 0.0673 0.0472
-1.0011 -0.0000 -2.0010 0.0033 0.0747 -0.0346
0.0001 0.0000 1.0004 -0.0000 -0.0355 -0.0032
1.0011 0.0000 2.0010 -0.0033 -0.0747 0.0346
-0.0010 1.0009 -2.0014 -0.0500 0.0713 0.0022

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22371
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.362
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     12.00  99.00   0.50   11.50    --   20.00  54.00 120.00  174
  2  ω    -74.00  26.00   0.50   11.50    --   20.00  54.00   0.00  200
  3  ω     69.00 109.00   0.50   11.50    --   20.00  54.00   0.00   80
  4  ω    -64.00 -39.00   0.50   11.50    --   20.00  54.00-120.00   50
  5  ω      6.00  83.00   0.50   11.50    --   20.00  54.00-120.00  154
  6  ω    -70.00 -43.00   0.50   11.50    --   20.00  54.00 -60.00   54
  7  ω    -33.00  -8.00   0.50   11.50    --   20.00  54.00 120.00   50
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0033228000
_diffrn_orient_matrix_UB_12      -0.0500019000
_diffrn_orient_matrix_UB_13      -0.0000040000
_diffrn_orient_matrix_UB_21      -0.0036920000
_diffrn_orient_matrix_UB_22      0.0003270000
_diffrn_orient_matrix_UB_23      -0.0354700000
_diffrn_orient_matrix_UB_31      0.0408740000
_diffrn_orient_matrix_UB_32      -0.0040704000
_diffrn_orient_matrix_UB_33      -0.0031643000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3661
_reflns_number_total             4267
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.107a 64-bit (release 07-02-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.877
_refine_diff_density_min         -1.274
_refine_diff_density_rms         0.156
_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     289
_refine_ls_number_reflns         4267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.045
_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)+(0.0427P)²+4.4249P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0752
_refine_ls_wR_factor_ref         0.0785
_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:
 C00H(H00H,H00I), C00I(H00J,H00K)
2.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C007(H007), C009(H009), C00A(H00A), C00B(H00B), C00C(H00C),
 C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00L(H00L), C00M(H00M),
 C00N(H00N), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U),
 C00V(H00V), C00W(H00W)
;
_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
Au01 Au 0.46703(2) 0.29218(2) 0.41167(2) 0.01966(9) Uani 1 1 d . . . . .
Se02 Se 0.50326(3) 0.62808(3) 0.42728(2) 0.02181(13) Uani 1 1 d . . . . .
P03 P 0.49801(7) 0.42743(8) 0.35985(6) 0.0188(3) Uani 1 1 d . . . . .
Cl04 Cl 0.43875(8) 0.15641(8) 0.46942(6) 0.0272(3) Uani 1 1 d . . . . .
N005 N 0.3680(2) 0.5330(3) 0.38739(18) 0.0191(8) Uani 1 1 d . . . . .
C006 C 0.4683(3) 0.5282(3) 0.2418(3) 0.0238(11) Uani 1 1 d . . . . .
H006 H 0.461997 0.582025 0.269819 0.029 Uiso 1 1 calc R U . . .
C007 C 0.2936(3) 0.7581(4) 0.2466(2) 0.0270(12) Uani 1 1 d . . . . .
H007 H 0.324710 0.791918 0.215336 0.032 Uiso 1 1 calc R U . . .
C008 C 0.4809(3) 0.4389(3) 0.2702(2) 0.0198(10) Uani 1 1 d . . . . .
C009 C 0.4844(3) 0.3720(4) 0.1592(2) 0.0255(11) Uani 1 1 d . . . . .
H009 H 0.488410 0.318364 0.130671 0.031 Uiso 1 1 calc R U . . .
C00A C 0.4742(3) 0.4602(4) 0.1321(3) 0.0278(12) Uani 1 1 d . . . . .
H00A H 0.473527 0.467384 0.084682 0.033 Uiso 1 1 calc R U . . .
C00B C 0.7628(3) 0.4577(3) 0.3705(3) 0.0264(11) Uani 1 1 d . . . . .
H00B H 0.817919 0.460605 0.371415 0.032 Uiso 1 1 calc R U . . .
C00C C 0.1694(3) 0.7042(3) 0.2835(3) 0.0286(12) Uani 1 1 d . . . . .
H00C H 0.114704 0.701165 0.277940 0.034 Uiso 1 1 calc R U . . .
C00D C 0.3020(3) 0.3867(3) 0.4810(2) 0.0234(11) Uani 1 1 d . . . . .
H00D H 0.356345 0.393822 0.487552 0.028 Uiso 1 1 calc R U . . .
C00E C 0.2040(3) 0.6586(3) 0.3377(2) 0.0224(11) Uani 1 1 d . . . . .
H00E H 0.172906 0.624125 0.368603 0.027 Uiso 1 1 calc R U . . .
C00F C 0.1891(3) 0.4059(3) 0.4120(2) 0.0250(12) Uani 1 1 d . . . . .
H00F H 0.165686 0.425023 0.371020 0.030 Uiso 1 1 calc R U . . .
C00G C 0.4890(3) 0.3606(3) 0.2283(2) 0.0237(11) Uani 1 1 d . . . . .
H00G H 0.497642 0.299647 0.246931 0.028 Uiso 1 1 calc R U . . .
C00H C 0.3207(3) 0.6163(3) 0.4066(2) 0.0201(10) Uani 1 1 d . . . . .
H00H H 0.354191 0.662740 0.429906 0.024 Uiso 1 1 calc R U . . .
H00I H 0.279716 0.596095 0.438278 0.024 Uiso 1 1 calc R U . . .
C00I C 0.3194(3) 0.4524(3) 0.3642(2) 0.0213(10) Uani 1 1 d . . . . .
H00J H 0.353555 0.401289 0.347369 0.026 Uiso 1 1 calc R U . . .
H00K H 0.286162 0.473592 0.326569 0.026 Uiso 1 1 calc R U . . .
C00J C 0.6018(3) 0.4483(3) 0.3670(2) 0.0189(10) Uani 1 1 d . . . . .
C00K C 0.2686(3) 0.4140(3) 0.4202(2) 0.0202(10) Uani 1 1 d . . . . .
C00L C 0.7242(3) 0.4019(3) 0.4164(2) 0.0247(11) Uani 1 1 d . . . . .
H00L H 0.752470 0.366966 0.449059 0.030 Uiso 1 1 calc R U . . .
C00M C 0.1435(3) 0.3700(3) 0.4632(3) 0.0307(12) Uani 1 1 d . . . . .
H00M H 0.088956 0.364744 0.457376 0.037 Uiso 1 1 calc R U . . .
C00N C 0.6432(3) 0.3971(3) 0.4146(2) 0.0214(11) Uani 1 1 d . . . . .
H00N H 0.616278 0.358732 0.446076 0.026 Uiso 1 1 calc R U . . .
C00O C 0.2835(3) 0.6632(3) 0.3468(2) 0.0198(10) Uani 1 1 d . . . . .
C00P C 0.2139(3) 0.7540(4) 0.2376(3) 0.0293(12) Uani 1 1 d . . . . .
H00P H 0.190114 0.784871 0.200572 0.035 Uiso 1 1 calc R U . . .
C00Q C 0.4651(3) 0.5380(4) 0.1722(2) 0.0264(12) Uani 1 1 d . . . . .
H00Q H 0.456546 0.598469 0.152683 0.032 Uiso 1 1 calc R U . . .
C00R C 0.3286(3) 0.7133(3) 0.3008(3) 0.0243(11) Uani 1 1 d . . . . .
H00R H 0.383214 0.716752 0.306602 0.029 Uiso 1 1 calc R U . . .
C00S C 0.4445(3) 0.5321(3) 0.3932(2) 0.0176(10) Uani 1 1 d . . . . .
C00T C 0.2570(3) 0.3498(3) 0.5312(2) 0.0242(11) Uani 1 1 d . . . . .
H00T H 0.280616 0.329667 0.571859 0.029 Uiso 1 1 calc R U . . .
C00U C 0.7224(3) 0.5097(3) 0.3231(2) 0.0267(11) Uani 1 1 d . . . . .
H00U H 0.749555 0.548982 0.292346 0.032 Uiso 1 1 calc R U . . .
C00V C 0.6422(3) 0.5041(3) 0.3206(2) 0.0238(11) Uani 1 1 d . . . . .
H00V H 0.614437 0.538373 0.287355 0.029 Uiso 1 1 calc R U . . .
C00W C 0.1779(3) 0.3417(3) 0.5234(3) 0.0299(12) Uani 1 1 d . . . . .
H00W H 0.146863 0.316882 0.558691 0.036 Uiso 1 1 calc R U . . .


_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
Au01 P03 2.2369(12) . ?
Au01 Cl04 2.2898(11) . ?
Se02 C00S 1.824(5) . ?
P03 C008 1.817(5) . ?
P03 C00J 1.819(5) . ?
P03 C00S 1.865(5) . ?
N005 C00H 1.482(6) . ?
N005 C00I 1.486(5) . ?
N005 C00S 1.322(6) . ?
C006 H006 0.9500 . ?
C006 C008 1.401(6) . ?
C006 C00Q 1.394(7) . ?
C007 H007 0.9500 . ?
C007 C00P 1.387(6) . ?
C007 C00R 1.390(6) . ?
C008 C00G 1.393(7) . ?
C009 H009 0.9500 . ?
C009 C00A 1.370(7) . ?
C009 C00G 1.387(7) . ?
C00A H00A 0.9500 . ?
C00A C00Q 1.369(7) . ?
C00B H00B 0.9500 . ?
C00B C00L 1.380(7) . ?
C00B C00U 1.384(7) . ?
C00C H00C 0.9500 . ?
C00C C00E 1.392(7) . ?
C00C C00P 1.385(7) . ?
C00D H00D 0.9500 . ?
C00D C00K 1.395(6) . ?
C00D C00T 1.369(6) . ?
C00E H00E 0.9500 . ?
C00E C00O 1.383(6) . ?
C00F H00F 0.9500 . ?
C00F C00K 1.385(7) . ?
C00F C00M 1.382(7) . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9900 . ?
C00H H00I 0.9900 . ?
C00H C00O 1.506(6) . ?
C00I H00J 0.9900 . ?
C00I H00K 0.9900 . ?
C00I C00K 1.519(6) . ?
C00J C00N 1.390(6) . ?
C00J C00V 1.399(6) . ?
C00L H00L 0.9500 . ?
C00L C00N 1.398(7) . ?
C00M H00M 0.9500 . ?
C00M C00W 1.397(7) . ?
C00N H00N 0.9500 . ?
C00O C00R 1.393(6) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00T H00T 0.9500 . ?
C00T C00W 1.378(7) . ?
C00U H00U 0.9500 . ?
C00U C00V 1.385(7) . ?
C00V H00V 0.9500 . ?
C00W H00W 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
P03 Au01 Cl04 177.07(4) . . ?
C008 P03 Au01 119.38(16) . . ?
C008 P03 C00J 102.8(2) . . ?
C008 P03 C00S 101.5(2) . . ?
C00J P03 Au01 109.73(15) . . ?
C00J P03 C00S 109.3(2) . . ?
C00S P03 Au01 113.27(15) . . ?
C00H N005 C00I 112.3(4) . . ?
C00S N005 C00H 122.2(4) . . ?
C00S N005 C00I 125.5(4) . . ?
C008 C006 H006 120.1 . . ?
C00Q C006 H006 120.1 . . ?
C00Q C006 C008 119.9(5) . . ?
C00P C007 H007 119.7 . . ?
C00P C007 C00R 120.7(5) . . ?
C00R C007 H007 119.7 . . ?
C006 C008 P03 120.2(4) . . ?
C00G C008 P03 120.2(4) . . ?
C00G C008 C006 119.2(4) . . ?
C00A C009 H009 119.9 . . ?
C00A C009 C00G 120.3(5) . . ?
C00G C009 H009 119.9 . . ?
C009 C00A H00A 119.5 . . ?
C00Q C00A C009 121.0(5) . . ?
C00Q C00A H00A 119.5 . . ?
C00L C00B H00B 119.6 . . ?
C00L C00B C00U 120.9(5) . . ?
C00U C00B H00B 119.6 . . ?
C00E C00C H00C 119.6 . . ?
C00P C00C H00C 119.6 . . ?
C00P C00C C00E 120.7(5) . . ?
C00K C00D H00D 119.8 . . ?
C00T C00D H00D 119.8 . . ?
C00T C00D C00K 120.4(5) . . ?
C00C C00E H00E 119.9 . . ?
C00O C00E C00C 120.2(5) . . ?
C00O C00E H00E 119.9 . . ?
C00K C00F H00F 119.8 . . ?
C00M C00F H00F 119.8 . . ?
C00M C00F C00K 120.3(5) . . ?
C008 C00G H00G 120.1 . . ?
C009 C00G C008 119.8(5) . . ?
C009 C00G H00G 120.1 . . ?
N005 C00H H00H 109.1 . . ?
N005 C00H H00I 109.1 . . ?
N005 C00H C00O 112.3(3) . . ?
H00H C00H H00I 107.9 . . ?
C00O C00H H00H 109.1 . . ?
C00O C00H H00I 109.1 . . ?
N005 C00I H00J 109.3 . . ?
N005 C00I H00K 109.3 . . ?
N005 C00I C00K 111.7(4) . . ?
H00J C00I H00K 107.9 . . ?
C00K C00I H00J 109.3 . . ?
C00K C00I H00K 109.3 . . ?
C00N C00J P03 118.2(3) . . ?
C00N C00J C00V 119.3(4) . . ?
C00V C00J P03 121.9(3) . . ?
C00D C00K C00I 119.9(4) . . ?
C00F C00K C00D 119.2(4) . . ?
C00F C00K C00I 120.9(4) . . ?
C00B C00L H00L 120.3 . . ?
C00B C00L C00N 119.4(5) . . ?
C00N C00L H00L 120.3 . . ?
C00F C00M H00M 120.1 . . ?
C00F C00M C00W 119.9(5) . . ?
C00W C00M H00M 120.1 . . ?
C00J C00N C00L 120.3(4) . . ?
C00J C00N H00N 119.9 . . ?
C00L C00N H00N 119.9 . . ?
C00E C00O C00H 120.3(4) . . ?
C00E C00O C00R 119.3(4) . . ?
C00R C00O C00H 120.4(4) . . ?
C007 C00P H00P 120.5 . . ?
C00C C00P C007 119.0(5) . . ?
C00C C00P H00P 120.5 . . ?
C006 C00Q H00Q 120.1 . . ?
C00A C00Q C006 119.7(5) . . ?
C00A C00Q H00Q 120.1 . . ?
C007 C00R C00O 120.1(4) . . ?
C007 C00R H00R 120.0 . . ?
C00O C00R H00R 120.0 . . ?
Se02 C00S P03 116.6(2) . . ?
N005 C00S Se02 125.4(3) . . ?
N005 C00S P03 118.0(3) . . ?
C00D C00T H00T 119.7 . . ?
C00D C00T C00W 120.7(5) . . ?
C00W C00T H00T 119.7 . . ?
C00B C00U H00U 120.1 . . ?
C00B C00U C00V 119.7(5) . . ?
C00V C00U H00U 120.1 . . ?
C00J C00V H00V 119.8 . . ?
C00U C00V C00J 120.3(5) . . ?
C00U C00V H00V 119.8 . . ?
C00M C00W H00W 120.2 . . ?
C00T C00W C00M 119.5(5) . . ?
C00T C00W H00W 120.2 . . ?

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
Au01 P03 C008 C006 153.4(3) . . . . ?
Au01 P03 C008 C00G -34.1(4) . . . . ?
Au01 P03 C00J C00N -16.0(4) . . . . ?
Au01 P03 C00J C00V 155.4(3) . . . . ?
Au01 P03 C00S Se02 120.7(2) . . . . ?
Au01 P03 C00S N005 -62.5(4) . . . . ?
P03 C008 C00G C009 -172.8(4) . . . . ?
P03 C00J C00N C00L 172.0(4) . . . . ?
P03 C00J C00V C00U -172.5(4) . . . . ?
N005 C00H C00O C00E 110.6(5) . . . . ?
N005 C00H C00O C00R -70.7(5) . . . . ?
N005 C00I C00K C00D -53.9(6) . . . . ?
N005 C00I C00K C00F 125.9(5) . . . . ?
C006 C008 C00G C009 -0.1(7) . . . . ?
C008 P03 C00J C00N -144.1(4) . . . . ?
C008 P03 C00J C00V 27.3(4) . . . . ?
C008 P03 C00S Se02 -110.1(3) . . . . ?
C008 P03 C00S N005 66.7(4) . . . . ?
C008 C006 C00Q C00A 0.0(7) . . . . ?
C009 C00A C00Q C006 1.8(8) . . . . ?
C00A C009 C00G C008 1.9(8) . . . . ?
C00B C00L C00N C00J -0.1(7) . . . . ?
C00B C00U C00V C00J 1.7(7) . . . . ?
C00C C00E C00O C00H 178.2(4) . . . . ?
C00C C00E C00O C00R -0.5(7) . . . . ?
C00D C00T C00W C00M 1.0(7) . . . . ?
C00E C00C C00P C007 -0.3(7) . . . . ?
C00E C00O C00R C007 0.1(7) . . . . ?
C00F C00M C00W C00T 0.1(7) . . . . ?
C00G C009 C00A C00Q -2.8(8) . . . . ?
C00H N005 C00I C00K -65.1(5) . . . . ?
C00H N005 C00S Se02 2.1(6) . . . . ?
C00H N005 C00S P03 -174.3(3) . . . . ?
C00H C00O C00R C007 -178.6(4) . . . . ?
C00I N005 C00H C00O -70.0(5) . . . . ?
C00I N005 C00S Se02 -175.4(3) . . . . ?
C00I N005 C00S P03 8.1(6) . . . . ?
C00J P03 C008 C006 -84.9(4) . . . . ?
C00J P03 C008 C00G 87.6(4) . . . . ?
C00J P03 C00S Se02 -2.0(3) . . . . ?
C00J P03 C00S N005 174.8(3) . . . . ?
C00K C00D C00T C00W -2.0(7) . . . . ?
C00K C00F C00M C00W -0.2(7) . . . . ?
C00L C00B C00U C00V -1.4(7) . . . . ?
C00M C00F C00K C00D -0.8(7) . . . . ?
C00M C00F C00K C00I 179.4(4) . . . . ?
C00N C00J C00V C00U -1.2(7) . . . . ?
C00P C007 C00R C00O 0.3(7) . . . . ?
C00P C00C C00E C00O 0.6(7) . . . . ?
C00Q C006 C008 P03 171.8(4) . . . . ?
C00Q C006 C008 C00G -0.8(7) . . . . ?
C00R C007 C00P C00C -0.2(8) . . . . ?
C00S P03 C008 C006 28.1(4) . . . . ?
C00S P03 C008 C00G -159.3(4) . . . . ?
C00S P03 C00J C00N 108.7(4) . . . . ?
C00S P03 C00J C00V -79.9(4) . . . . ?
C00S N005 C00H C00O 112.2(5) . . . . ?
C00S N005 C00I C00K 112.7(5) . . . . ?
C00T C00D C00K C00F 1.9(7) . . . . ?
C00T C00D C00K C00I -178.4(4) . . . . ?
C00U C00B C00L C00N 0.6(7) . . . . ?
C00V C00J C00N C00L 0.4(7) . . . . ?

_olex2_exptl_crystal_mounting_method 'sample loop'
_olex2_submission_original_sample_id TY162
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.281
_oxdiff_exptl_absorpt_empirical_full_min 0.605
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_250110_yphos_pd_g3_2_auto
_database_code_depnum_ccdc_archive 'CCDC 2420898'
loop_
_audit_author_name
_audit_author_address
'Ryosuke Masuda'
;Gakushuin University
Japan
;
_audit_update_record             
;
2025-02-01 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2025-01-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
?
_chemical_name_common            'TPhos Pd G3'
_chemical_name_systematic        '(selenocarbamoyl)phosphine Pd G3'
_chemical_formula_moiety         'C39 H34 N2 P Pd Se, C H3 O3 S, C H2 Cl2'
_chemical_formula_sum            'C41 H39 Cl2 N2 O3 P Pd S Se'
_chemical_formula_weight         927.03
_chemical_melting_point          429.6-434.9
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Pd Pd -0.9988 1.0072 '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'
Se Se -0.0929 2.2259 '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                   12.1825(5)
_cell_length_b                   15.4090(6)
_cell_length_c                   21.4921(8)
_cell_angle_alpha                90
_cell_angle_beta                 105.099(4)
_cell_angle_gamma                90
_cell_volume                     3895.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12973
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      30.4830
_cell_measurement_theta_min      2.0450
_shelx_estimated_absorpt_T_max   0.836
_shelx_estimated_absorpt_T_min   0.708
_exptl_absorpt_coefficient_mu    1.684
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72437
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.107a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1872
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2CL2/n-pentane'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            37587
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.760
_diffrn_reflns_theta_min         2.178
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     16.00  52.00   0.50   82.00    --   20.00  54.00-180.00   72
  2  ω    -74.00 108.00   0.50   82.00    --   20.00  54.00 -30.00  364
  3  ω     29.00  56.00   0.50   82.00    --   20.00  54.00  90.00   54
  4  ω     85.00 110.00   0.50   82.00    --   20.00  54.00  90.00   50
  5  ω     65.00  90.00   0.50   82.00    --   20.00  54.00  30.00   50
  6  ω     44.00  88.00   0.50   82.00    --   20.00  54.00 -90.00   88
  7  ω    -47.00  82.00   0.50   82.00    --   20.00  54.00-150.00  258
  8  ω     16.00  41.00   0.50   82.00    --   20.00  54.00 150.00   50
  9  ω     62.00  91.00   0.50   82.00    --   20.00  54.00 150.00   58
 10  ω    -49.00 -24.00   0.50   82.00    --   20.00  54.00-180.00   50
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0276995000
_diffrn_orient_matrix_UB_12      0.0343771000
_diffrn_orient_matrix_UB_13      0.0117736000
_diffrn_orient_matrix_UB_21      0.0528898000
_diffrn_orient_matrix_UB_22      0.0136153000
_diffrn_orient_matrix_UB_23      0.0203047000
_diffrn_orient_matrix_UB_31      0.0085046000
_diffrn_orient_matrix_UB_32      0.0274180000
_diffrn_orient_matrix_UB_33      -0.0248479000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8873
_reflns_number_total             11683
_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       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.107a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.938
_refine_diff_density_min         -0.882
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     489
_refine_ls_number_reflns         11683
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      1.024
_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)+(0.0301P)²+3.6708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0818
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S004-O00T \\sim S004-O00U
 with sigma of 0.02
 S004-O014 \\sim S004-O0
 with sigma of 0.02
3. Others
 Sof(O00U)=Sof(O0)=1-FVAR(1)
 Sof(O00T)=Sof(O014)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 N009(H00A,H00B), C00G(H00D,H00E), C00L(H00G,H00H), C01F(H01I,H01J)
4.b Aromatic/amide H refined with riding coordinates:
 C00B(H00C), C00F(H00F), C00I(H00I), C00J(H00J), C00N(H00N), C00P(H00P),
 C00Q(H00Q), C00S(H00S), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013),
 C015(H015), C016(H016), C017(H017), C018(H018), C019(H019), C01A(H01A),
 C01B(H01B), C01C(H01C), C01D(H01D), C01E(H01E)
4.c Idealised Me refined as rotating group:
 C01G(H01F,H01G,H01H)
;
_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
Pd00 Pd 0.23936(2) 0.38933(2) 0.65217(2) 0.01319(5) Uani 1 1 d . . . . .
Se00 Se 0.27503(2) 0.54502(2) 0.67962(2) 0.01789(6) Uani 1 1 d . . . . .
P003 P 0.07812(5) 0.43472(4) 0.67110(3) 0.01375(13) Uani 1 1 d . . . . .
S004 S 0.60444(7) 0.52993(5) 0.71504(4) 0.03073(17) Uani 1 1 d D . . . .
Cl Cl 0.67633(8) 0.60551(7) 0.92471(6) 0.0600(3) Uani 1 1 d . . . . .
Cl1 Cl 0.86604(12) 0.48679(8) 0.95760(6) 0.0814(4) Uani 1 1 d . . . . .
O007 O 0.51814(17) 0.51515(14) 0.65549(10) 0.0310(5) Uani 1 1 d . . . . .
N008 N 0.07084(17) 0.61737(14) 0.69670(10) 0.0155(4) Uani 1 1 d . . . . .
N009 N 0.39462(17) 0.36033(14) 0.63196(10) 0.0163(4) Uani 1 1 d . . . . .
H00A H 0.442386 0.406612 0.641910 0.020 Uiso 1 1 calc R U . . .
H00B H 0.427942 0.314277 0.656117 0.020 Uiso 1 1 calc R U . . .
C00A C 0.1980(2) 0.26394(17) 0.62972(11) 0.0156(5) Uani 1 1 d . . . . .
C00B C -0.0633(2) 0.40105(17) 0.75391(12) 0.0186(5) Uani 1 1 d . . . . .
H00C H -0.126592 0.416830 0.719519 0.022 Uiso 1 1 calc R U . . .
C00C C 0.2407(2) 0.22377(17) 0.58168(12) 0.0176(5) Uani 1 1 d . . . . .
C00D C 0.3739(2) 0.34004(16) 0.56447(12) 0.0164(5) Uani 1 1 d . . . . .
C00E C -0.0506(2) 0.43253(17) 0.60648(11) 0.0157(5) Uani 1 1 d . . . . .
C00F C 0.3267(2) 0.3038(2) 0.43458(13) 0.0273(6) Uani 1 1 d . . . . .
H00F H 0.309790 0.291394 0.389790 0.033 Uiso 1 1 calc R U . . .
C00G C -0.0507(2) 0.61761(17) 0.69784(12) 0.0183(5) Uani 1 1 d . . . . .
H00D H -0.079674 0.557290 0.694181 0.022 Uiso 1 1 calc R U . . .
H00E H -0.095812 0.650759 0.660389 0.022 Uiso 1 1 calc R U . . .
C00H C 0.2967(2) 0.27401(17) 0.53942(12) 0.0173(5) Uani 1 1 d . . . . .
C00I C 0.4036(2) 0.36906(19) 0.46033(13) 0.0254(6) Uani 1 1 d . . . . .
H00I H 0.439394 0.401259 0.433431 0.030 Uiso 1 1 calc R U . . .
C00J C -0.0791(2) 0.37776(19) 0.81371(14) 0.0261(6) Uani 1 1 d . . . . .
H00J H -0.153383 0.377430 0.820065 0.031 Uiso 1 1 calc R U . . .
C00K C 0.0801(2) 0.76362(17) 0.65050(13) 0.0196(5) Uani 1 1 d . . . . .
C00L C 0.1270(2) 0.70302(17) 0.70606(13) 0.0195(5) Uani 1 1 d . . . . .
H00G H 0.209579 0.695211 0.711153 0.023 Uiso 1 1 calc R U . . .
H00H H 0.116952 0.729453 0.746194 0.023 Uiso 1 1 calc R U . . .
C00M C 0.0462(2) 0.40098(16) 0.74507(12) 0.0168(5) Uani 1 1 d . . . . .
C00N C 0.4276(2) 0.38683(18) 0.52592(12) 0.0193(5) Uani 1 1 d . . . . .
H00N H 0.480724 0.430930 0.544220 0.023 Uiso 1 1 calc R U . . .
C00O C 0.1255(2) 0.54854(17) 0.68472(11) 0.0153(5) Uani 1 1 d . . . . .
C00P C -0.1177(2) 0.35824(18) 0.59561(13) 0.0215(6) Uani 1 1 d . . . . .
H00P H -0.099766 0.310655 0.624593 0.026 Uiso 1 1 calc R U . . .
C00Q C -0.2111(2) 0.3537(2) 0.54229(13) 0.0249(6) Uani 1 1 d . . . . .
H00Q H -0.256299 0.302627 0.534569 0.030 Uiso 1 1 calc R U . . .
C00R C -0.0656(2) 0.65750(18) 0.75895(14) 0.0226(6) Uani 1 1 d . . . . .
C00S C -0.0772(2) 0.50165(18) 0.56295(12) 0.0199(5) Uani 1 1 d . . . . .
H00S H -0.031001 0.552194 0.569381 0.024 Uiso 1 1 calc R U . . .
O00T O 0.7185(8) 0.5172(10) 0.7262(9) 0.025(3) Uani 0.31(3) 1 d D . P A 2
C00U C -0.2383(2) 0.4230(2) 0.50061(13) 0.0248(6) Uani 1 1 d . . . . .
H00U H -0.303543 0.420288 0.464981 0.030 Uiso 1 1 calc R U . . .
C00V C 0.0790(2) 0.73977(19) 0.58768(13) 0.0252(6) Uani 1 1 d . . . . .
H00V H 0.104806 0.683837 0.579421 0.030 Uiso 1 1 calc R U . . .
C00W C 0.2745(2) 0.25679(19) 0.47342(13) 0.0246(6) Uani 1 1 d . . . . .
H00W H 0.222630 0.211961 0.455039 0.030 Uiso 1 1 calc R U . . .
C00X C 0.1405(2) 0.21176(17) 0.66382(12) 0.0185(5) Uani 1 1 d . . . . .
H00X H 0.108026 0.237936 0.694906 0.022 Uiso 1 1 calc R U . . .
C00Y C 0.1384(2) 0.37762(18) 0.79601(13) 0.0236(6) Uani 1 1 d . . . . .
H00Y H 0.213037 0.377365 0.790084 0.028 Uiso 1 1 calc R U . . .
C00Z C 0.0402(3) 0.7976(2) 0.53729(15) 0.0332(7) Uani 1 1 d . . . . .
H00Z H 0.037713 0.780975 0.494389 0.040 Uiso 1 1 calc R U . . .
C010 C 0.1289(2) 0.12263(17) 0.65388(13) 0.0216(6) Uani 1 1 d . . . . .
H010 H 0.088269 0.088876 0.677435 0.026 Uiso 1 1 calc R U . . .
C011 C -0.1712(2) 0.49624(19) 0.51046(13) 0.0240(6) Uani 1 1 d . . . . .
H011 H -0.189506 0.543347 0.481055 0.029 Uiso 1 1 calc R U . . .
C012 C 0.2307(2) 0.13414(18) 0.57313(14) 0.0256(6) Uani 1 1 d . . . . .
H012 H 0.261366 0.107175 0.541640 0.031 Uiso 1 1 calc R U . . .
C013 C 0.1770(2) 0.08374(19) 0.60955(15) 0.0271(6) Uani 1 1 d . . . . .
H013 H 0.173200 0.022544 0.604049 0.033 Uiso 1 1 calc R U . . .
O014 O 0.5518(8) 0.4902(8) 0.7650(5) 0.019(3) Uani 0.31(3) 1 d D . P A 2
C015 C -0.0148(3) 0.6198(2) 0.81836(15) 0.0327(7) Uani 1 1 d . . . . .
H015 H 0.031245 0.569640 0.820373 0.039 Uiso 1 1 calc R U . . .
C016 C 0.0418(2) 0.84505(18) 0.66205(15) 0.0263(6) Uani 1 1 d . . . . .
H016 H 0.040664 0.861402 0.704490 0.032 Uiso 1 1 calc R U . . .
C017 C -0.1308(2) 0.7315(2) 0.75673(18) 0.0379(8) Uani 1 1 d . . . . .
H017 H -0.164025 0.758722 0.716570 0.045 Uiso 1 1 calc R U . . .
C018 C 0.0131(3) 0.3552(2) 0.86373(14) 0.0322(7) Uani 1 1 d . . . . .
H018 H 0.001713 0.339704 0.904384 0.039 Uiso 1 1 calc R U . . .
C019 C 0.1215(3) 0.3548(2) 0.85523(14) 0.0319(7) Uani 1 1 d . . . . .
H019 H 0.184313 0.338947 0.889846 0.038 Uiso 1 1 calc R U . . .
C01A C 0.0052(3) 0.90264(19) 0.61136(18) 0.0349(8) Uani 1 1 d . . . . .
H01A H -0.020079 0.958825 0.619419 0.042 Uiso 1 1 calc R U . . .
C01B C -0.0312(3) 0.6552(3) 0.87458(17) 0.0485(11) Uani 1 1 d . . . . .
H01B H 0.004063 0.629438 0.915025 0.058 Uiso 1 1 calc R U . . .
C01C C 0.0051(3) 0.8796(2) 0.54982(17) 0.0369(8) Uani 1 1 d . . . . .
H01C H -0.019151 0.920074 0.515647 0.044 Uiso 1 1 calc R U . . .
C01D C -0.1478(3) 0.7663(3) 0.8136(2) 0.0572(13) Uani 1 1 d . . . . .
H01D H -0.193436 0.816656 0.812042 0.069 Uiso 1 1 calc R U . . .
C01E C -0.0982(3) 0.7273(3) 0.8718(2) 0.0602(14) Uani 1 1 d . . . . .
H01E H -0.110627 0.750513 0.910302 0.072 Uiso 1 1 calc R U . . .
C01F C 0.7548(3) 0.5261(2) 0.8960(2) 0.0505(10) Uani 1 1 d . . . . .
H01I H 0.703938 0.477563 0.876853 0.061 Uiso 1 1 calc R U . . .
H01J H 0.785734 0.551543 0.861752 0.061 Uiso 1 1 calc R U . . .
C01G C 0.5873(3) 0.6396(2) 0.73480(17) 0.0410(9) Uani 1 1 d . . . . .
H01F H 0.602167 0.677248 0.701179 0.062 Uiso 1 1 calc R U . . .
H01G H 0.640880 0.653369 0.776196 0.062 Uiso 1 1 calc R U . . .
H01H H 0.509364 0.648827 0.737972 0.062 Uiso 1 1 calc R U . . .
O00U O 0.7154(4) 0.5264(5) 0.6980(9) 0.048(3) Uani 0.69(3) 1 d D . P A 1
O0 O 0.603(2) 0.4723(8) 0.7668(3) 0.098(6) Uani 0.69(3) 1 d D . P A 1


_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
Pd00 Se00 2.4816(3) . ?
Pd00 P003 2.2202(6) . ?
Pd00 N009 2.096(2) . ?
Pd00 C00A 2.023(3) . ?
Se00 C00O 1.854(2) . ?
P003 C00E 1.804(3) . ?
P003 C00M 1.809(2) . ?
P003 C00O 1.846(3) . ?
S004 O007 1.447(2) . ?
S004 O00T 1.361(10) . ?
S004 O014 1.515(9) . ?
S004 C01G 1.767(3) . ?
S004 O00U 1.491(9) . ?
S004 O0 1.426(5) . ?
Cl C01F 1.761(4) . ?
Cl1 C01F 1.739(4) . ?
N008 C00G 1.487(3) . ?
N008 C00L 1.476(3) . ?
N008 C00O 1.313(3) . ?
N009 H00A 0.9100 . ?
N009 H00B 0.9100 . ?
N009 C00D 1.440(3) . ?
C00A C00C 1.414(3) . ?
C00A C00X 1.394(3) . ?
C00B H00C 0.9500 . ?
C00B C00J 1.395(4) . ?
C00B C00M 1.396(3) . ?
C00C C00H 1.488(3) . ?
C00C C012 1.394(4) . ?
C00D C00H 1.395(4) . ?
C00D C00N 1.385(3) . ?
C00E C00P 1.391(4) . ?
C00E C00S 1.399(4) . ?
C00F H00F 0.9500 . ?
C00F C00I 1.387(4) . ?
C00F C00W 1.379(4) . ?
C00G H00D 0.9900 . ?
C00G H00E 0.9900 . ?
C00G C00R 1.503(4) . ?
C00H C00W 1.398(4) . ?
C00I H00I 0.9500 . ?
C00I C00N 1.390(4) . ?
C00J H00J 0.9500 . ?
C00J C018 1.382(4) . ?
C00K C00L 1.506(4) . ?
C00K C00V 1.396(4) . ?
C00K C016 1.383(4) . ?
C00L H00G 0.9900 . ?
C00L H00H 0.9900 . ?
C00M C00Y 1.397(4) . ?
C00N H00N 0.9500 . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.391(4) . ?
C00Q H00Q 0.9500 . ?
C00Q C00U 1.378(4) . ?
C00R C015 1.392(4) . ?
C00R C017 1.384(4) . ?
C00S H00S 0.9500 . ?
C00S C011 1.385(4) . ?
C00U H00U 0.9500 . ?
C00U C011 1.377(4) . ?
C00V H00V 0.9500 . ?
C00V C00Z 1.387(4) . ?
C00W H00W 0.9500 . ?
C00X H00X 0.9500 . ?
C00X C010 1.391(4) . ?
C00Y H00Y 0.9500 . ?
C00Y C019 1.387(4) . ?
C00Z H00Z 0.9500 . ?
C00Z C01C 1.383(5) . ?
C010 H010 0.9500 . ?
C010 C013 1.379(4) . ?
C011 H011 0.9500 . ?
C012 H012 0.9500 . ?
C012 C013 1.382(4) . ?
C013 H013 0.9500 . ?
C015 H015 0.9500 . ?
C015 C01B 1.386(4) . ?
C016 H016 0.9500 . ?
C016 C01A 1.386(4) . ?
C017 H017 0.9500 . ?
C017 C01D 1.398(5) . ?
C018 H018 0.9500 . ?
C018 C019 1.379(4) . ?
C019 H019 0.9500 . ?
C01A H01A 0.9500 . ?
C01A C01C 1.369(5) . ?
C01B H01B 0.9500 . ?
C01B C01E 1.371(6) . ?
C01C H01C 0.9500 . ?
C01D H01D 0.9500 . ?
C01D C01E 1.378(6) . ?
C01E H01E 0.9500 . ?
C01F H01I 0.9900 . ?
C01F H01J 0.9900 . ?
C01G H01F 0.9800 . ?
C01G H01G 0.9800 . ?
C01G H01H 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
P003 Pd00 Se00 76.139(19) . . ?
N009 Pd00 Se00 98.26(6) . . ?
N009 Pd00 P003 173.86(6) . . ?
C00A Pd00 Se00 175.73(7) . . ?
C00A Pd00 P003 99.63(7) . . ?
C00A Pd00 N009 85.93(9) . . ?
C00O Se00 Pd00 85.90(8) . . ?
C00E P003 Pd00 119.08(8) . . ?
C00E P003 C00M 109.18(12) . . ?
C00E P003 C00O 108.24(12) . . ?
C00M P003 Pd00 118.28(9) . . ?
C00M P003 C00O 105.28(11) . . ?
C00O P003 Pd00 94.22(8) . . ?
O007 S004 O014 102.6(4) . . ?
O007 S004 C01G 105.00(16) . . ?
O007 S004 O00U 105.9(6) . . ?
O00T S004 O007 127.3(7) . . ?
O00T S004 O014 114.7(7) . . ?
O00T S004 C01G 105.9(6) . . ?
O014 S004 C01G 96.8(5) . . ?
O00U S004 C01G 105.4(3) . . ?
O0 S004 O007 116.0(6) . . ?
O0 S004 C01G 112.5(7) . . ?
O0 S004 O00U 111.3(8) . . ?
C00L N008 C00G 115.1(2) . . ?
C00O N008 C00G 124.3(2) . . ?
C00O N008 C00L 120.5(2) . . ?
Pd00 N009 H00A 109.9 . . ?
Pd00 N009 H00B 109.9 . . ?
H00A N009 H00B 108.3 . . ?
C00D N009 Pd00 108.91(15) . . ?
C00D N009 H00A 109.9 . . ?
C00D N009 H00B 109.9 . . ?
C00C C00A Pd00 118.44(18) . . ?
C00X C00A Pd00 123.61(19) . . ?
C00X C00A C00C 117.5(2) . . ?
C00J C00B H00C 120.3 . . ?
C00J C00B C00M 119.4(2) . . ?
C00M C00B H00C 120.3 . . ?
C00A C00C C00H 122.2(2) . . ?
C012 C00C C00A 119.6(2) . . ?
C012 C00C C00H 118.2(2) . . ?
C00H C00D N009 118.1(2) . . ?
C00N C00D N009 120.2(2) . . ?
C00N C00D C00H 121.7(2) . . ?
C00P C00E P003 120.0(2) . . ?
C00P C00E C00S 119.4(2) . . ?
C00S C00E P003 120.3(2) . . ?
C00I C00F H00F 119.7 . . ?
C00W C00F H00F 119.7 . . ?
C00W C00F C00I 120.6(3) . . ?
N008 C00G H00D 109.4 . . ?
N008 C00G H00E 109.4 . . ?
N008 C00G C00R 111.2(2) . . ?
H00D C00G H00E 108.0 . . ?
C00R C00G H00D 109.4 . . ?
C00R C00G H00E 109.4 . . ?
C00D C00H C00C 121.0(2) . . ?
C00D C00H C00W 117.6(2) . . ?
C00W C00H C00C 121.5(2) . . ?
C00F C00I H00I 120.4 . . ?
C00F C00I C00N 119.3(3) . . ?
C00N C00I H00I 120.4 . . ?
C00B C00J H00J 119.9 . . ?
C018 C00J C00B 120.2(3) . . ?
C018 C00J H00J 119.9 . . ?
C00V C00K C00L 120.6(2) . . ?
C016 C00K C00L 119.7(3) . . ?
C016 C00K C00V 119.6(3) . . ?
N008 C00L C00K 112.3(2) . . ?
N008 C00L H00G 109.1 . . ?
N008 C00L H00H 109.1 . . ?
C00K C00L H00G 109.1 . . ?
C00K C00L H00H 109.1 . . ?
H00G C00L H00H 107.9 . . ?
C00B C00M P003 123.5(2) . . ?
C00B C00M C00Y 119.7(2) . . ?
C00Y C00M P003 116.72(19) . . ?
C00D C00N C00I 119.8(3) . . ?
C00D C00N H00N 120.1 . . ?
C00I C00N H00N 120.1 . . ?
P003 C00O Se00 103.54(12) . . ?
N008 C00O Se00 126.26(19) . . ?
N008 C00O P003 130.19(19) . . ?
C00E C00P H00P 120.0 . . ?
C00Q C00P C00E 119.9(3) . . ?
C00Q C00P H00P 120.0 . . ?
C00P C00Q H00Q 119.9 . . ?
C00U C00Q C00P 120.2(3) . . ?
C00U C00Q H00Q 119.9 . . ?
C015 C00R C00G 120.3(2) . . ?
C017 C00R C00G 120.4(3) . . ?
C017 C00R C015 119.3(3) . . ?
C00E C00S H00S 120.1 . . ?
C011 C00S C00E 119.9(3) . . ?
C011 C00S H00S 120.1 . . ?
C00Q C00U H00U 119.9 . . ?
C011 C00U C00Q 120.2(3) . . ?
C011 C00U H00U 119.9 . . ?
C00K C00V H00V 120.0 . . ?
C00Z C00V C00K 120.1(3) . . ?
C00Z C00V H00V 120.0 . . ?
C00F C00W C00H 121.1(3) . . ?
C00F C00W H00W 119.5 . . ?
C00H C00W H00W 119.5 . . ?
C00A C00X H00X 118.9 . . ?
C010 C00X C00A 122.2(2) . . ?
C010 C00X H00X 118.9 . . ?
C00M C00Y H00Y 119.9 . . ?
C019 C00Y C00M 120.2(3) . . ?
C019 C00Y H00Y 119.9 . . ?
C00V C00Z H00Z 120.2 . . ?
C01C C00Z C00V 119.7(3) . . ?
C01C C00Z H00Z 120.2 . . ?
C00X C010 H010 120.3 . . ?
C013 C010 C00X 119.4(3) . . ?
C013 C010 H010 120.3 . . ?
C00S C011 H011 119.8 . . ?
C00U C011 C00S 120.4(3) . . ?
C00U C011 H011 119.8 . . ?
C00C C012 H012 119.3 . . ?
C013 C012 C00C 121.3(3) . . ?
C013 C012 H012 119.3 . . ?
C010 C013 C012 119.7(3) . . ?
C010 C013 H013 120.1 . . ?
C012 C013 H013 120.1 . . ?
C00R C015 H015 119.8 . . ?
C01B C015 C00R 120.4(3) . . ?
C01B C015 H015 119.8 . . ?
C00K C016 H016 120.2 . . ?
C00K C016 C01A 119.6(3) . . ?
C01A C016 H016 120.2 . . ?
C00R C017 H017 120.0 . . ?
C00R C017 C01D 120.0(4) . . ?
C01D C017 H017 120.0 . . ?
C00J C018 H018 119.7 . . ?
C019 C018 C00J 120.7(3) . . ?
C019 C018 H018 119.7 . . ?
C00Y C019 H019 120.1 . . ?
C018 C019 C00Y 119.8(3) . . ?
C018 C019 H019 120.1 . . ?
C016 C01A H01A 119.6 . . ?
C01C C01A C016 120.8(3) . . ?
C01C C01A H01A 119.6 . . ?
C015 C01B H01B 120.0 . . ?
C01E C01B C015 119.9(4) . . ?
C01E C01B H01B 120.0 . . ?
C00Z C01C H01C 119.9 . . ?
C01A C01C C00Z 120.2(3) . . ?
C01A C01C H01C 119.9 . . ?
C017 C01D H01D 120.1 . . ?
C01E C01D C017 119.8(3) . . ?
C01E C01D H01D 120.1 . . ?
C01B C01E C01D 120.6(3) . . ?
C01B C01E H01E 119.7 . . ?
C01D C01E H01E 119.7 . . ?
Cl C01F H01I 109.4 . . ?
Cl C01F H01J 109.4 . . ?
Cl1 C01F Cl 111.2(2) . . ?
Cl1 C01F H01I 109.4 . . ?
Cl1 C01F H01J 109.4 . . ?
H01I C01F H01J 108.0 . . ?
S004 C01G H01F 109.5 . . ?
S004 C01G H01G 109.5 . . ?
S004 C01G H01H 109.5 . . ?
H01F C01G H01G 109.5 . . ?
H01F C01G H01H 109.5 . . ?
H01G C01G H01H 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
Pd00 Se00 C00O P003 3.69(9) . . . . ?
Pd00 Se00 C00O N008 -177.6(2) . . . . ?
Pd00 P003 C00E C00P 88.2(2) . . . . ?
Pd00 P003 C00E C00S -85.0(2) . . . . ?
Pd00 P003 C00M C00B -159.17(19) . . . . ?
Pd00 P003 C00M C00Y 23.7(2) . . . . ?
Pd00 P003 C00O Se00 -4.12(10) . . . . ?
Pd00 P003 C00O N008 177.2(2) . . . . ?
Pd00 N009 C00D C00H -55.6(3) . . . . ?
Pd00 N009 C00D C00N 122.8(2) . . . . ?
Pd00 C00A C00C C00H -11.2(3) . . . . ?
Pd00 C00A C00C C012 168.8(2) . . . . ?
Pd00 C00A C00X C010 -169.6(2) . . . . ?
P003 C00E C00P C00Q -174.1(2) . . . . ?
P003 C00E C00S C011 174.7(2) . . . . ?
P003 C00M C00Y C019 177.1(2) . . . . ?
N008 C00G C00R C015 -62.2(3) . . . . ?
N008 C00G C00R C017 118.5(3) . . . . ?
N009 C00D C00H C00C -2.3(4) . . . . ?
N009 C00D C00H C00W 178.0(2) . . . . ?
N009 C00D C00N C00I -177.4(2) . . . . ?
C00A C00C C00H C00D 42.4(4) . . . . ?
C00A C00C C00H C00W -137.8(3) . . . . ?
C00A C00C C012 C013 1.8(4) . . . . ?
C00A C00X C010 C013 0.9(4) . . . . ?
C00B C00J C018 C019 -0.4(5) . . . . ?
C00B C00M C00Y C019 -0.2(4) . . . . ?
C00C C00A C00X C010 2.9(4) . . . . ?
C00C C00H C00W C00F 179.9(3) . . . . ?
C00C C012 C013 C010 2.1(5) . . . . ?
C00D C00H C00W C00F -0.4(4) . . . . ?
C00E P003 C00M C00B -18.7(3) . . . . ?
C00E P003 C00M C00Y 164.2(2) . . . . ?
C00E P003 C00O Se00 -126.63(12) . . . . ?
C00E P003 C00O N008 54.7(3) . . . . ?
C00E C00P C00Q C00U -0.9(4) . . . . ?
C00E C00S C011 C00U -0.3(4) . . . . ?
C00F C00I C00N C00D -0.7(4) . . . . ?
C00G N008 C00L C00K -67.3(3) . . . . ?
C00G N008 C00O Se00 177.55(18) . . . . ?
C00G N008 C00O P003 -4.1(4) . . . . ?
C00G C00R C015 C01B -178.1(3) . . . . ?
C00G C00R C017 C01D 177.5(3) . . . . ?
C00H C00C C012 C013 -178.3(3) . . . . ?
C00H C00D C00N C00I 0.9(4) . . . . ?
C00I C00F C00W C00H 0.6(4) . . . . ?
C00J C00B C00M P003 -177.0(2) . . . . ?
C00J C00B C00M C00Y 0.0(4) . . . . ?
C00J C018 C019 C00Y 0.2(5) . . . . ?
C00K C00V C00Z C01C 1.5(4) . . . . ?
C00K C016 C01A C01C 0.8(4) . . . . ?
C00L N008 C00G C00R -55.3(3) . . . . ?
C00L N008 C00O Se00 1.6(3) . . . . ?
C00L N008 C00O P003 179.97(18) . . . . ?
C00L C00K C00V C00Z -177.1(2) . . . . ?
C00L C00K C016 C01A 176.0(2) . . . . ?
C00M P003 C00E C00P -51.9(2) . . . . ?
C00M P003 C00E C00S 134.9(2) . . . . ?
C00M P003 C00O Se00 116.71(12) . . . . ?
C00M P003 C00O N008 -62.0(3) . . . . ?
C00M C00B C00J C018 0.2(4) . . . . ?
C00M C00Y C019 C018 0.0(5) . . . . ?
C00N C00D C00H C00C 179.4(2) . . . . ?
C00N C00D C00H C00W -0.4(4) . . . . ?
C00O P003 C00E C00P -166.0(2) . . . . ?
C00O P003 C00E C00S 20.7(2) . . . . ?
C00O P003 C00M C00B 97.3(2) . . . . ?
C00O P003 C00M C00Y -79.8(2) . . . . ?
C00O N008 C00G C00R 128.6(3) . . . . ?
C00O N008 C00L C00K 109.0(3) . . . . ?
C00P C00E C00S C011 1.4(4) . . . . ?
C00P C00Q C00U C011 1.9(4) . . . . ?
C00Q C00U C011 C00S -1.3(4) . . . . ?
C00R C015 C01B C01E 0.4(5) . . . . ?
C00R C017 C01D C01E 0.8(5) . . . . ?
C00S C00E C00P C00Q -0.8(4) . . . . ?
C00V C00K C00L N008 -55.8(3) . . . . ?
C00V C00K C016 C01A -1.4(4) . . . . ?
C00V C00Z C01C C01A -2.1(5) . . . . ?
C00W C00F C00I C00N -0.1(4) . . . . ?
C00X C00A C00C C00H 175.9(2) . . . . ?
C00X C00A C00C C012 -4.2(4) . . . . ?
C00X C010 C013 C012 -3.4(4) . . . . ?
C012 C00C C00H C00D -137.5(3) . . . . ?
C012 C00C C00H C00W 42.3(4) . . . . ?
C015 C00R C017 C01D -1.8(4) . . . . ?
C015 C01B C01E C01D -1.4(5) . . . . ?
C016 C00K C00L N008 126.8(2) . . . . ?
C016 C00K C00V C00Z 0.3(4) . . . . ?
C016 C01A C01C C00Z 0.9(5) . . . . ?
C017 C00R C015 C01B 1.2(4) . . . . ?
C017 C01D C01E C01B 0.8(5) . . . . ?

_olex2_exptl_crystal_mounting_method 'sample loop'
_olex2_submission_original_sample_id 'YPhos Pd G3'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.393
_oxdiff_exptl_absorpt_empirical_full_min 0.723
_chemical_properties_physical    Air-sensitive,Oxygen-sensitive
