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

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

data_naka324
_database_code_depnum_ccdc_archive 'CCDC 2052725'
loop_
_audit_author_name
_audit_author_address
'Norio Nakata'
;Saitama University
Japan
;
_audit_update_record             
;
2020-12-28 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H46 N3 P Si3'
_chemical_formula_sum            'C26 H46 N3 P Si3'
_chemical_formula_weight         515.90

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'
Si Si 0.0817 0.0704 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   11.204(5)
_cell_length_b                   17.824(5)
_cell_length_c                   15.275(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 97.916(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3021.4(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8171
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      27.58

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.229
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9819
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Bruker TXS fine-focus rotating anode'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            14881
_diffrn_reflns_av_unetI/netI     0.0694
_diffrn_reflns_av_R_equivalents  0.0930
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.765
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5626
_reflns_number_gt                4813
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0539P)²+0.3216P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5626
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.1062
_refine_ls_wR_factor_gt          0.1028
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.64591(3) 0.21617(2) 0.19956(3) 0.01558(12) Uani 1 1 d . . . . .
Si1 Si 0.48989(4) 0.31112(2) 0.23514(3) 0.01548(12) Uani 1 1 d . . . . .
Si3 Si 0.23711(4) 0.36962(3) 0.14641(3) 0.01998(13) Uani 1 1 d . . . . .
Si2 Si 0.51431(4) 0.37715(2) 0.37142(3) 0.02052(13) Uani 1 1 d . . . . .
N2 N 0.63041(11) 0.30661(7) 0.18728(9) 0.0167(3) Uani 1 1 d . . . . .
N3 N 0.52991(11) 0.21184(7) 0.25304(9) 0.0163(3) Uani 1 1 d . . . . .
C11 C 0.78571(14) 0.18600(9) 0.26163(11) 0.0186(3) Uani 1 1 d . . . . .
N1 N 0.37143(12) 0.32873(8) 0.16582(10) 0.0222(3) Uani 1 1 d . . . . .
C5 C 0.16439(16) 0.38750(11) 0.24771(12) 0.0296(4) Uani 1 1 d . . . . .
H13 H 0.158695 0.340320 0.279826 0.044 Uiso 1 1 calc R U . . .
H14 H 0.083424 0.408029 0.230465 0.044 Uiso 1 1 calc R U . . .
H15 H 0.212995 0.423496 0.285858 0.044 Uiso 1 1 calc R U . . .
C17 C 0.62573(13) 0.16382(9) 0.09754(11) 0.0184(3) Uani 1 1 d . . . . .
C18 C 0.67524(14) 0.09341(9) 0.08762(11) 0.0210(4) Uani 1 1 d . . . . .
H33 H 0.731832 0.073139 0.133573 0.025 Uiso 1 1 calc R U . . .
C3 C 0.66908(16) 0.36935(11) 0.43628(13) 0.0340(5) Uani 1 1 d . . . . .
H7 H 0.667579 0.388558 0.496234 0.051 Uiso 1 1 calc R U . . .
H8 H 0.726155 0.398781 0.407162 0.051 Uiso 1 1 calc R U . . .
H9 H 0.694175 0.316633 0.439261 0.051 Uiso 1 1 calc R U . . .
C23 C 0.44867(14) 0.14705(9) 0.26599(12) 0.0203(4) Uani 1 1 d . . . . .
C19 C 0.64215(15) 0.05250(10) 0.01056(12) 0.0260(4) Uani 1 1 d . . . . .
H34 H 0.675614 0.004196 0.003961 0.031 Uiso 1 1 calc R U . . .
C25 C 0.36522(15) 0.12868(10) 0.18055(13) 0.0281(4) Uani 1 1 d . . . . .
H41 H 0.323004 0.174294 0.157761 0.042 Uiso 1 1 calc R U . . .
H42 H 0.306230 0.090844 0.192752 0.042 Uiso 1 1 calc R U . . .
H43 H 0.413055 0.109173 0.136492 0.042 Uiso 1 1 calc R U . . .
C24 C 0.52410(16) 0.07821(9) 0.29791(14) 0.0294(4) Uani 1 1 d . . . . .
H38 H 0.577685 0.065453 0.254552 0.044 Uiso 1 1 calc R U . . .
H39 H 0.470548 0.035759 0.304701 0.044 Uiso 1 1 calc R U . . .
H40 H 0.572348 0.089357 0.354925 0.044 Uiso 1 1 calc R U . . .
C12 C 0.88910(14) 0.17468(9) 0.22143(12) 0.0230(4) Uani 1 1 d . . . . .
H28 H 0.885762 0.181061 0.159395 0.028 Uiso 1 1 calc R U . . .
C14 C 1.00122(16) 0.14369(10) 0.36274(13) 0.0303(4) Uani 1 1 d . . . . .
H30 H 1.074467 0.128554 0.397054 0.036 Uiso 1 1 calc R U . . .
C2 C 0.48448(19) 0.47964(10) 0.34849(14) 0.0350(5) Uani 1 1 d . . . . .
H4 H 0.406484 0.485533 0.311314 0.053 Uiso 1 1 calc R U . . .
H5 H 0.548289 0.500412 0.317792 0.053 Uiso 1 1 calc R U . . .
H6 H 0.483123 0.506362 0.404412 0.053 Uiso 1 1 calc R U . . .
C9 C 0.75727(16) 0.33554(10) 0.07063(12) 0.0291(4) Uani 1 1 d . . . . .
H22 H 0.808861 0.291980 0.087142 0.044 Uiso 1 1 calc R U . . .
H23 H 0.804797 0.375132 0.047319 0.044 Uiso 1 1 calc R U . . .
H24 H 0.690875 0.320828 0.025263 0.044 Uiso 1 1 calc R U . . .
C13 C 0.99699(15) 0.15404(10) 0.27225(13) 0.0290(4) Uani 1 1 d . . . . .
H29 H 1.067513 0.147062 0.245073 0.035 Uiso 1 1 calc R U . . .
C26 C 0.37316(15) 0.17074(10) 0.33690(13) 0.0269(4) Uani 1 1 d . . . . .
H44 H 0.426289 0.181596 0.391919 0.040 Uiso 1 1 calc R U . . .
H45 H 0.317783 0.130088 0.347047 0.040 Uiso 1 1 calc R U . . .
H46 H 0.326811 0.215771 0.317348 0.040 Uiso 1 1 calc R U . . .
C16 C 0.79276(15) 0.17696(9) 0.35320(11) 0.0219(4) Uani 1 1 d . . . . .
H32 H 0.723562 0.185799 0.381346 0.026 Uiso 1 1 calc R U . . .
C7 C 0.70641(14) 0.36461(9) 0.15174(11) 0.0194(4) Uani 1 1 d . . . . .
C1 C 0.40748(15) 0.34544(10) 0.44823(12) 0.0258(4) Uani 1 1 d . . . . .
H1 H 0.432090 0.295923 0.472114 0.039 Uiso 1 1 calc R U . . .
H2 H 0.325787 0.342393 0.415859 0.039 Uiso 1 1 calc R U . . .
H3 H 0.408711 0.381423 0.496851 0.039 Uiso 1 1 calc R U . . .
C20 C 0.56011(15) 0.08248(10) -0.05664(12) 0.0267(4) Uani 1 1 d . . . . .
H35 H 0.537211 0.054515 -0.109212 0.032 Uiso 1 1 calc R U . . .
C21 C 0.51156(15) 0.15279(10) -0.04746(12) 0.0264(4) Uani 1 1 d . . . . .
H36 H 0.456569 0.173305 -0.094234 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2435(2) 0.46209(12) 0.08798(16) 0.0451(6) Uani 1 1 d . . . . .
H10 H 0.297325 0.496322 0.124870 0.068 Uiso 1 1 calc R U . . .
H11 H 0.162464 0.483887 0.077091 0.068 Uiso 1 1 calc R U . . .
H12 H 0.273883 0.454262 0.031520 0.068 Uiso 1 1 calc R U . . .
C15 C 0.90005(16) 0.15519(10) 0.40324(13) 0.0279(4) Uani 1 1 d . . . . .
H31 H 0.903791 0.148218 0.465216 0.034 Uiso 1 1 calc R U . . .
C8 C 0.81037(17) 0.38744(12) 0.22236(14) 0.0362(5) Uani 1 1 d . . . . .
H19 H 0.777926 0.407102 0.274159 0.054 Uiso 1 1 calc R U . . .
H20 H 0.858856 0.426254 0.198549 0.054 Uiso 1 1 calc R U . . .
H21 H 0.860952 0.343582 0.239602 0.054 Uiso 1 1 calc R U . . .
C22 C 0.54248(15) 0.19357(10) 0.02940(12) 0.0233(4) Uani 1 1 d . . . . .
H37 H 0.507515 0.241442 0.035978 0.028 Uiso 1 1 calc R U . . .
C10 C 0.62593(16) 0.43253(10) 0.12548(14) 0.0326(4) Uani 1 1 d . . . . .
H25 H 0.559233 0.417555 0.080495 0.049 Uiso 1 1 calc R U . . .
H26 H 0.673354 0.471836 0.101549 0.049 Uiso 1 1 calc R U . . .
H27 H 0.593638 0.451708 0.177584 0.049 Uiso 1 1 calc R U . . .
C6 C 0.12493(16) 0.31022(13) 0.07408(14) 0.0399(5) Uani 1 1 d . . . . .
H16 H 0.155298 0.299954 0.018106 0.060 Uiso 1 1 calc R U . . .
H17 H 0.047988 0.336986 0.062324 0.060 Uiso 1 1 calc R U . . .
H18 H 0.113070 0.262772 0.104134 0.060 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
P1 N2 1.6293(14) . ?
P1 N3 1.6294(15) . ?
P1 C11 1.7979(16) . ?
P1 C17 1.8036(17) . ?
P1 Si1 2.5449(9) . ?
Si1 N1 1.6107(14) . ?
Si1 N2 1.8266(15) . ?
Si1 N3 1.8366(14) . ?
Si1 Si2 2.3742(9) . ?
Si3 N1 1.6616(15) . ?
Si3 C5 1.873(2) . ?
Si3 C4 1.880(2) . ?
Si3 C6 1.881(2) . ?
Si2 C1 1.8750(19) . ?
Si2 C3 1.8801(19) . ?
Si2 C2 1.881(2) . ?
N2 C7 1.488(2) . ?
N3 C23 1.500(2) . ?
C11 C12 1.399(2) . ?
C11 C16 1.399(2) . ?
C17 C18 1.389(2) . ?
C17 C22 1.403(2) . ?
C18 C19 1.391(2) . ?
C23 C26 1.523(2) . ?
C23 C24 1.531(2) . ?
C23 C25 1.533(2) . ?
C19 C20 1.387(3) . ?
C12 C13 1.393(2) . ?
C14 C15 1.379(3) . ?
C14 C13 1.389(3) . ?
C9 C7 1.524(2) . ?
C16 C15 1.388(2) . ?
C7 C8 1.530(2) . ?
C7 C10 1.530(2) . ?
C20 C21 1.381(3) . ?
C21 C22 1.384(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 P1 N3 91.42(7) . . ?
N2 P1 C11 115.33(7) . . ?
N3 P1 C11 114.74(8) . . ?
N2 P1 C17 114.44(7) . . ?
N3 P1 C17 113.26(7) . . ?
C11 P1 C17 107.30(8) . . ?
N2 P1 Si1 45.67(5) . . ?
N3 P1 Si1 46.03(5) . . ?
C11 P1 Si1 131.33(6) . . ?
C17 P1 Si1 121.36(5) . . ?
N1 Si1 N2 115.04(8) . . ?
N1 Si1 N3 116.60(7) . . ?
N2 Si1 N3 79.11(6) . . ?
N1 Si1 Si2 117.70(6) . . ?
N2 Si1 Si2 111.79(5) . . ?
N3 Si1 Si2 110.54(5) . . ?
N1 Si1 P1 121.15(6) . . ?
N2 Si1 P1 39.65(4) . . ?
N3 Si1 P1 39.68(4) . . ?
Si2 Si1 P1 121.15(2) . . ?
N1 Si3 C5 114.43(8) . . ?
N1 Si3 C4 112.13(9) . . ?
C5 Si3 C4 106.99(10) . . ?
N1 Si3 C6 111.92(9) . . ?
C5 Si3 C6 104.45(9) . . ?
C4 Si3 C6 106.29(11) . . ?
C1 Si2 C3 105.66(9) . . ?
C1 Si2 C2 107.27(9) . . ?
C3 Si2 C2 107.29(9) . . ?
C1 Si2 Si1 113.13(6) . . ?
C3 Si2 Si1 114.32(7) . . ?
C2 Si2 Si1 108.79(7) . . ?
C7 N2 P1 132.21(11) . . ?
C7 N2 Si1 133.10(11) . . ?
P1 N2 Si1 94.68(7) . . ?
C23 N3 P1 130.00(11) . . ?
C23 N3 Si1 128.41(10) . . ?
P1 N3 Si1 94.30(7) . . ?
C12 C11 C16 119.09(15) . . ?
C12 C11 P1 121.72(13) . . ?
C16 C11 P1 119.13(13) . . ?
Si1 N1 Si3 147.88(10) . . ?
C18 C17 C22 119.70(15) . . ?
C18 C17 P1 123.87(12) . . ?
C22 C17 P1 115.91(13) . . ?
C17 C18 C19 120.13(16) . . ?
N3 C23 C26 106.67(13) . . ?
N3 C23 C24 109.92(13) . . ?
C26 C23 C24 109.39(15) . . ?
N3 C23 C25 111.23(14) . . ?
C26 C23 C25 109.35(14) . . ?
C24 C23 C25 110.21(14) . . ?
C20 C19 C18 119.78(16) . . ?
C13 C12 C11 120.07(17) . . ?
C15 C14 C13 120.60(16) . . ?
C14 C13 C12 119.85(18) . . ?
C15 C16 C11 120.53(17) . . ?
N2 C7 C9 110.93(14) . . ?
N2 C7 C8 110.24(14) . . ?
C9 C7 C8 109.27(15) . . ?
N2 C7 C10 107.41(13) . . ?
C9 C7 C10 109.19(14) . . ?
C8 C7 C10 109.78(15) . . ?
C21 C20 C19 120.31(16) . . ?
C20 C21 C22 120.44(16) . . ?
C14 C15 C16 119.83(18) . . ?
C21 C22 C17 119.62(16) . . ?

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
N3 P1 N2 C7 172.95(15) . . . . ?
C11 P1 N2 C7 54.59(17) . . . . ?
C17 P1 N2 C7 -70.62(16) . . . . ?
Si1 P1 N2 C7 178.57(18) . . . . ?
N3 P1 N2 Si1 -5.62(7) . . . . ?
C11 P1 N2 Si1 -123.98(8) . . . . ?
C17 P1 N2 Si1 110.81(8) . . . . ?
N1 Si1 N2 C7 72.11(16) . . . . ?
N3 Si1 N2 C7 -173.47(15) . . . . ?
Si2 Si1 N2 C7 -65.55(15) . . . . ?
P1 Si1 N2 C7 -178.55(18) . . . . ?
N1 Si1 N2 P1 -109.34(8) . . . . ?
N3 Si1 N2 P1 5.08(6) . . . . ?
Si2 Si1 N2 P1 113.00(5) . . . . ?
N2 P1 N3 C23 156.79(14) . . . . ?
C11 P1 N3 C23 -84.34(15) . . . . ?
C17 P1 N3 C23 39.33(16) . . . . ?
Si1 P1 N3 C23 151.20(16) . . . . ?
N2 P1 N3 Si1 5.59(6) . . . . ?
C11 P1 N3 Si1 124.45(7) . . . . ?
C17 P1 N3 Si1 -111.87(7) . . . . ?
N1 Si1 N3 C23 -44.30(16) . . . . ?
N2 Si1 N3 C23 -156.98(14) . . . . ?
Si2 Si1 N3 C23 93.66(13) . . . . ?
P1 Si1 N3 C23 -151.91(17) . . . . ?
N1 Si1 N3 P1 107.60(8) . . . . ?
N2 Si1 N3 P1 -5.08(6) . . . . ?
Si2 Si1 N3 P1 -114.44(5) . . . . ?
N2 P1 C11 C12 -86.19(15) . . . . ?
N3 P1 C11 C12 169.42(12) . . . . ?
C17 P1 C11 C12 42.63(15) . . . . ?
Si1 P1 C11 C12 -138.37(11) . . . . ?
N2 P1 C11 C16 90.81(14) . . . . ?
N3 P1 C11 C16 -13.57(15) . . . . ?
C17 P1 C11 C16 -140.37(13) . . . . ?
Si1 P1 C11 C16 38.63(16) . . . . ?
N2 Si1 N1 Si3 -145.88(16) . . . . ?
N3 Si1 N1 Si3 124.08(17) . . . . ?
Si2 Si1 N1 Si3 -10.8(2) . . . . ?
P1 Si1 N1 Si3 169.41(15) . . . . ?
C5 Si3 N1 Si1 -22.5(2) . . . . ?
C4 Si3 N1 Si1 99.6(2) . . . . ?
C6 Si3 N1 Si1 -141.05(18) . . . . ?
N2 P1 C17 C18 155.66(13) . . . . ?
N3 P1 C17 C18 -101.34(15) . . . . ?
C11 P1 C17 C18 26.33(16) . . . . ?
Si1 P1 C17 C18 -152.80(12) . . . . ?
N2 P1 C17 C22 -32.63(15) . . . . ?
N3 P1 C17 C22 70.38(14) . . . . ?
C11 P1 C17 C22 -161.95(13) . . . . ?
Si1 P1 C17 C22 18.92(15) . . . . ?
C22 C17 C18 C19 -0.2(2) . . . . ?
P1 C17 C18 C19 171.24(13) . . . . ?
P1 N3 C23 C26 168.31(12) . . . . ?
Si1 N3 C23 C26 -49.50(18) . . . . ?
P1 N3 C23 C24 49.8(2) . . . . ?
Si1 N3 C23 C24 -168.00(12) . . . . ?
P1 N3 C23 C25 -72.53(17) . . . . ?
Si1 N3 C23 C25 69.67(18) . . . . ?
C17 C18 C19 C20 0.4(2) . . . . ?
C16 C11 C12 C13 0.6(2) . . . . ?
P1 C11 C12 C13 177.56(13) . . . . ?
C15 C14 C13 C12 -1.4(3) . . . . ?
C11 C12 C13 C14 0.9(3) . . . . ?
C12 C11 C16 C15 -1.6(2) . . . . ?
P1 C11 C16 C15 -178.71(13) . . . . ?
P1 N2 C7 C9 40.19(19) . . . . ?
Si1 N2 C7 C9 -141.76(13) . . . . ?
P1 N2 C7 C8 -80.97(19) . . . . ?
Si1 N2 C7 C8 97.08(17) . . . . ?
P1 N2 C7 C10 159.45(13) . . . . ?
Si1 N2 C7 C10 -22.5(2) . . . . ?
C18 C19 C20 C21 0.2(3) . . . . ?
C19 C20 C21 C22 -1.2(3) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C11 C16 C15 C14 1.2(3) . . . . ?
C20 C21 C22 C17 1.4(3) . . . . ?
C18 C17 C22 C21 -0.7(2) . . . . ?
P1 C17 C22 C21 -172.82(13) . . . . ?

_refine_diff_density_max         0.455
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_488
_database_code_depnum_ccdc_archive 'CCDC 2052726'
loop_
_audit_author_name
_audit_author_address
'Norio Nakata'
;Saitama University
Japan
;
_audit_update_record             
;
2020-12-28 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H46 N3 P Se Si3, C6 H6'
_chemical_formula_sum            'C32 H52 N3 P Se Si3'
_chemical_formula_weight         672.96

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'
Si Si 0.0817 0.0704 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   10.9693(8)
_cell_length_b                   19.9448(15)
_cell_length_c                   15.9939(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.8748(10)
_cell_angle_gamma                90
_cell_volume                     3497.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9630
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      25.38

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.248
_shelx_estimated_absorpt_T_min   0.816
_shelx_estimated_absorpt_T_max   0.885
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8159
_exptl_absorpt_correction_T_max  0.8854
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Bruker TXS fine-focus rotating anode'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            17420
_diffrn_reflns_av_unetI/netI     0.0869
_diffrn_reflns_av_R_equivalents  0.1284
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.633
_diffrn_reflns_theta_max         25.389
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6415
_reflns_number_gt                5601
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0342P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6415
_refine_ls_number_parameters     428
_refine_ls_number_restraints     198
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0861
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.002

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
Se1 Se 0.20085(2) 0.06146(2) 0.34603(2) 0.02172(8) Uani 1 1 d . . . . .
P1 P 0.32835(5) 0.21420(2) 0.21278(3) 0.01279(12) Uani 1 1 d . . . . .
Si1 Si 0.16481(5) 0.12764(3) 0.24097(3) 0.01264(12) Uani 1 1 d . . . . .
Si3 Si -0.04956(5) 0.16225(3) 0.11456(3) 0.01460(13) Uani 1 1 d . . . . .
Si2 Si -0.05509(5) 0.03743(3) 0.21813(3) 0.01619(13) Uani 1 1 d . . . . .
N2 N 0.28922(14) 0.14180(8) 0.17088(10) 0.0135(3) Uani 1 1 d . . . . .
N3 N 0.20078(15) 0.21557(8) 0.26459(9) 0.0128(3) Uani 1 1 d . . . . .
N1 N 0.02778(14) 0.11054(8) 0.18861(9) 0.0137(3) Uani 1 1 d . . . . .
C23 C 0.16988(18) 0.25508(10) 0.34108(11) 0.0170(4) Uani 1 1 d . . . . .
C12 C 0.49551(19) 0.15081(10) 0.31981(12) 0.0204(4) Uani 1 1 d . . . . .
H28 H 0.448183 0.111620 0.309399 0.024 Uiso 1 1 calc R U . . .
C5 C -0.20260(18) 0.18775(12) 0.15393(13) 0.0235(5) Uani 1 1 d . . . . .
H13 H -0.244644 0.148189 0.175137 0.035 Uiso 1 1 calc R U . . .
H14 H -0.251650 0.207726 0.108073 0.035 Uiso 1 1 calc R U . . .
H15 H -0.191193 0.220593 0.199078 0.035 Uiso 1 1 calc R U . . .
C17 C 0.35607(19) 0.28370(10) 0.14273(12) 0.0165(4) Uani 1 1 d . . . . .
C11 C 0.46547(18) 0.21056(10) 0.27891(11) 0.0154(4) Uani 1 1 d . . . . .
C6 C 0.02908(19) 0.24292(10) 0.09595(12) 0.0188(4) Uani 1 1 d . . . . .
H16 H 0.034313 0.268707 0.148107 0.028 Uiso 1 1 calc R U . . .
H17 H -0.016946 0.268592 0.053271 0.028 Uiso 1 1 calc R U . . .
H18 H 0.111423 0.234112 0.076647 0.028 Uiso 1 1 calc R U . . .
C7 C 0.34186(18) 0.10163(10) 0.10218(12) 0.0171(4) Uani 1 1 d . . . . .
C16 C 0.53481(19) 0.26820(10) 0.29576(12) 0.0187(4) Uani 1 1 d . . . . .
H32 H 0.514649 0.309144 0.268299 0.022 Uiso 1 1 calc R U . . .
C1 C 0.0312(2) -0.04354(10) 0.21733(14) 0.0236(5) Uani 1 1 d . . . . .
H1 H 0.056038 -0.053274 0.160299 0.035 Uiso 1 1 calc R U . . .
H2 H -0.021083 -0.079799 0.236818 0.035 Uiso 1 1 calc R U . . .
H3 H 0.103737 -0.039938 0.254462 0.035 Uiso 1 1 calc R U . . .
C4 C -0.0624(2) 0.11953(11) 0.00976(12) 0.0223(5) Uani 1 1 d . . . . .
H10 H -0.010636 0.079496 0.010381 0.033 Uiso 1 1 calc R U . . .
H11 H -0.035982 0.150366 -0.033769 0.033 Uiso 1 1 calc R U . . .
H12 H -0.147440 0.106485 -0.001916 0.033 Uiso 1 1 calc R U . . .
C13 C 0.5952(2) 0.14876(11) 0.37604(13) 0.0235(5) Uani 1 1 d . . . . .
H29 H 0.616635 0.107918 0.403315 0.028 Uiso 1 1 calc R U . . .
C14 C 0.66310(19) 0.20609(11) 0.39225(12) 0.0227(5) Uani 1 1 d . . . . .
H30 H 0.730696 0.204471 0.430871 0.027 Uiso 1 1 calc R U . . .
C2 C -0.1813(2) 0.01745(12) 0.13872(14) 0.0279(5) Uani 1 1 d . . . . .
H4 H -0.227135 0.058392 0.125062 0.042 Uiso 1 1 calc R U . . .
H5 H -0.236232 -0.015928 0.162055 0.042 Uiso 1 1 calc R U . . .
H6 H -0.145910 -0.000482 0.087875 0.042 Uiso 1 1 calc R U . . .
C10 C 0.3104(2) 0.13462(11) 0.01754(12) 0.0244(5) Uani 1 1 d . . . . .
H25 H 0.221784 0.140042 0.011125 0.037 Uiso 1 1 calc R U . . .
H26 H 0.339571 0.106232 -0.027646 0.037 Uiso 1 1 calc R U . . .
H27 H 0.349723 0.178663 0.015067 0.037 Uiso 1 1 calc R U . . .
C18 C 0.27182(19) 0.33474(9) 0.12933(12) 0.0178(4) Uani 1 1 d . . . . .
H33 H 0.195149 0.332750 0.155170 0.021 Uiso 1 1 calc R U . . .
C24 C 0.2459(2) 0.23247(11) 0.41869(12) 0.0220(5) Uani 1 1 d . . . . .
H38 H 0.240402 0.183656 0.424450 0.033 Uiso 1 1 calc R U . . .
H39 H 0.214345 0.253954 0.468676 0.033 Uiso 1 1 calc R U . . .
H40 H 0.331262 0.245422 0.412345 0.033 Uiso 1 1 calc R U . . .
C19 C 0.2989(2) 0.38876(11) 0.07832(12) 0.0255(5) Uani 1 1 d . . . . .
H34 H 0.241191 0.423815 0.069874 0.031 Uiso 1 1 calc R U . . .
C3 C -0.1303(2) 0.05059(11) 0.31929(14) 0.0280(5) Uani 1 1 d . . . . .
H7 H -0.068982 0.048929 0.365173 0.042 Uiso 1 1 calc R U . . .
H8 H -0.191118 0.015323 0.327129 0.042 Uiso 1 1 calc R U . . .
H9 H -0.170603 0.094458 0.318892 0.042 Uiso 1 1 calc R U . . .
C8 C 0.48009(19) 0.09470(12) 0.11400(14) 0.0271(5) Uani 1 1 d . . . . .
H19 H 0.517657 0.139279 0.113946 0.041 Uiso 1 1 calc R U . . .
H20 H 0.511942 0.067937 0.068192 0.041 Uiso 1 1 calc R U . . .
H21 H 0.499329 0.072433 0.167436 0.041 Uiso 1 1 calc R U . . .
C15 C 0.63311(19) 0.26550(11) 0.35263(12) 0.0224(5) Uani 1 1 d . . . . .
H31 H 0.679812 0.304710 0.364267 0.027 Uiso 1 1 calc R U . . .
C25 C 0.03443(18) 0.24281(11) 0.35392(12) 0.0215(5) Uani 1 1 d . . . . .
H41 H -0.012798 0.257758 0.304291 0.032 Uiso 1 1 calc R U . . .
H42 H 0.008637 0.267952 0.402927 0.032 Uiso 1 1 calc R U . . .
H43 H 0.020472 0.194836 0.362785 0.032 Uiso 1 1 calc R U . . .
C9 C 0.2847(2) 0.03191(10) 0.10450(13) 0.0234(5) Uani 1 1 d . . . . .
H22 H 0.299922 0.011983 0.159871 0.035 Uiso 1 1 calc R U . . .
H23 H 0.320828 0.003522 0.061876 0.035 Uiso 1 1 calc R U . . .
H24 H 0.196547 0.035462 0.093260 0.035 Uiso 1 1 calc R U . . .
C26 C 0.1923(2) 0.32951(10) 0.32756(13) 0.0230(5) Uani 1 1 d . . . . .
H44 H 0.277438 0.336537 0.312903 0.035 Uiso 1 1 calc R U . . .
H45 H 0.175794 0.354087 0.379020 0.035 Uiso 1 1 calc R U . . .
H46 H 0.138222 0.345862 0.282035 0.035 Uiso 1 1 calc R U . . .
C20 C 0.4099(2) 0.39150(12) 0.03983(13) 0.0308(6) Uani 1 1 d . . . . .
H35 H 0.428676 0.428730 0.005499 0.037 Uiso 1 1 calc R U . . .
C21 C 0.4930(2) 0.34063(12) 0.05110(13) 0.0295(5) Uani 1 1 d . . . . .
H36 H 0.568120 0.342184 0.023276 0.035 Uiso 1 1 calc R U . . .
C22 C 0.4678(2) 0.28678(11) 0.10304(12) 0.0230(5) Uani 1 1 d . . . . .
H37 H 0.526334 0.252138 0.111565 0.028 Uiso 1 1 calc R U . . .
C31 C 0.0032(5) 0.4554(2) 0.1887(4) 0.0221(12) Uani 0.627(9) 1 d D U P A 1
H51 H 0.071851 0.478879 0.211451 0.027 Uiso 0.627(9) 1 calc R U P A 1
C32 C -0.0207(6) 0.4562(3) 0.1033(3) 0.0336(14) Uani 0.627(9) 1 d D U P A 1
H52 H 0.030062 0.481100 0.067700 0.040 Uiso 0.627(9) 1 calc R U P A 1
C30 C -0.0722(6) 0.4206(3) 0.2412(4) 0.0319(15) Uani 0.627(9) 1 d D U P A 1
H50 H -0.057392 0.421379 0.300043 0.038 Uiso 0.627(9) 1 calc R U P A 1
C29 C -0.1678(6) 0.3853(3) 0.2073(6) 0.0460(18) Uani 0.627(9) 1 d D U P A 1
H49 H -0.219008 0.360606 0.242828 0.055 Uiso 0.627(9) 1 calc R U P A 1
C28 C -0.1913(6) 0.3850(3) 0.1223(6) 0.0519(19) Uani 0.627(9) 1 d D U P A 1
H48 H -0.258191 0.359858 0.099690 0.062 Uiso 0.627(9) 1 calc R U P A 1
C27 C -0.1189(7) 0.4205(4) 0.0698(4) 0.0470(17) Uani 0.627(9) 1 d D U P A 1
H47 H -0.135984 0.420677 0.011177 0.056 Uiso 0.627(9) 1 calc R U P A 1
C35 C -0.2063(8) 0.3794(4) 0.1680(6) 0.0201(18) Uani 0.373(9) 1 d D U P A 2
H55 H -0.272816 0.349895 0.176122 0.024 Uiso 0.373(9) 1 calc R U P A 2
C33 C -0.0892(11) 0.4462(4) 0.0741(7) 0.040(2) Uani 0.373(9) 1 d D U P A 2
H53 H -0.075633 0.463344 0.019839 0.048 Uiso 0.373(9) 1 calc R U P A 2
C36 C -0.1327(12) 0.3967(5) 0.2360(6) 0.035(2) Uani 0.373(9) 1 d D U P A 2
H56 H -0.147394 0.380203 0.290470 0.042 Uiso 0.373(9) 1 calc R U P A 2
C37 C -0.0357(11) 0.4395(5) 0.2210(9) 0.041(3) Uani 0.373(9) 1 d D U P A 2
H57 H 0.016115 0.453241 0.266610 0.049 Uiso 0.373(9) 1 calc R U P A 2
C38 C -0.0125(9) 0.4628(5) 0.1409(10) 0.043(2) Uani 0.373(9) 1 d D U P A 2
H58 H 0.056676 0.490346 0.132207 0.051 Uiso 0.373(9) 1 calc R U P A 2
C34 C -0.1870(9) 0.4036(4) 0.0881(5) 0.024(2) Uani 0.373(9) 1 d D U P A 2
H54 H -0.240633 0.391030 0.042930 0.029 Uiso 0.373(9) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 Si1 2.1630(5) . ?
P1 N2 1.6431(16) . ?
P1 N3 1.6497(18) . ?
P1 C11 1.8116(18) . ?
P1 C17 1.814(2) . ?
P1 Si1 2.5406(7) . ?
Si1 N1 1.7306(15) . ?
Si1 N2 1.8164(18) . ?
Si1 N3 1.8341(16) . ?
Si3 N1 1.7665(15) . ?
Si3 C6 1.854(2) . ?
Si3 C4 1.881(2) . ?
Si3 C5 1.882(2) . ?
Si2 N1 1.7898(17) . ?
Si2 C3 1.859(2) . ?
Si2 C1 1.872(2) . ?
Si2 C2 1.8902(19) . ?
N2 C7 1.491(3) . ?
N3 C23 1.503(2) . ?
C23 C26 1.522(3) . ?
C23 C25 1.526(3) . ?
C23 C24 1.540(2) . ?
C12 C13 1.394(3) . ?
C12 C11 1.394(3) . ?
C17 C18 1.387(3) . ?
C17 C22 1.400(3) . ?
C11 C16 1.400(3) . ?
C7 C9 1.526(3) . ?
C7 C8 1.528(3) . ?
C7 C10 1.534(3) . ?
C16 C15 1.389(3) . ?
C13 C14 1.384(3) . ?
C14 C15 1.378(3) . ?
C18 C19 1.389(3) . ?
C19 C20 1.383(4) . ?
C20 C21 1.372(3) . ?
C21 C22 1.391(3) . ?
C31 C30 1.384(6) . ?
C31 C32 1.382(5) . ?
C32 C27 1.383(8) . ?
C30 C29 1.361(8) . ?
C29 C28 1.376(8) . ?
C28 C27 1.371(9) . ?
C35 C36 1.377(9) . ?
C35 C34 1.389(9) . ?
C33 C34 1.392(10) . ?
C33 C38 1.378(11) . ?
C36 C37 1.391(12) . ?
C37 C38 1.395(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 P1 N3 90.28(8) . . ?
N2 P1 C11 113.82(8) . . ?
N3 P1 C11 114.15(8) . . ?
N2 P1 C17 117.80(8) . . ?
N3 P1 C17 117.36(9) . . ?
C11 P1 C17 103.79(9) . . ?
N2 P1 Si1 45.47(6) . . ?
N3 P1 Si1 46.10(5) . . ?
C11 P1 Si1 116.54(7) . . ?
C17 P1 Si1 139.67(6) . . ?
N1 Si1 N2 112.97(7) . . ?
N1 Si1 N3 117.76(7) . . ?
N2 Si1 N3 79.49(8) . . ?
N1 Si1 Se1 112.92(6) . . ?
N2 Si1 Se1 116.90(5) . . ?
N3 Si1 Se1 113.01(5) . . ?
N1 Si1 P1 130.94(6) . . ?
N2 Si1 P1 40.15(5) . . ?
N3 Si1 P1 40.40(5) . . ?
Se1 Si1 P1 116.13(2) . . ?
N1 Si3 C6 113.49(8) . . ?
N1 Si3 C4 110.69(9) . . ?
C6 Si3 C4 105.77(10) . . ?
N1 Si3 C5 110.33(9) . . ?
C6 Si3 C5 104.12(10) . . ?
C4 Si3 C5 112.24(9) . . ?
N1 Si2 C3 111.00(9) . . ?
N1 Si2 C1 116.09(9) . . ?
C3 Si2 C1 111.52(10) . . ?
N1 Si2 C2 111.20(9) . . ?
C3 Si2 C2 106.16(11) . . ?
C1 Si2 C2 99.95(10) . . ?
C7 N2 P1 132.10(14) . . ?
C7 N2 Si1 133.48(13) . . ?
P1 N2 Si1 94.38(8) . . ?
C23 N3 P1 129.43(13) . . ?
C23 N3 Si1 128.03(13) . . ?
P1 N3 Si1 93.50(8) . . ?
Si1 N1 Si3 126.86(10) . . ?
Si1 N1 Si2 118.26(8) . . ?
Si3 N1 Si2 114.56(8) . . ?
N3 C23 C26 110.73(16) . . ?
N3 C23 C25 105.78(15) . . ?
C26 C23 C25 109.78(18) . . ?
N3 C23 C24 111.84(16) . . ?
C26 C23 C24 108.32(16) . . ?
C25 C23 C24 110.38(17) . . ?
C13 C12 C11 119.76(19) . . ?
C18 C17 C22 119.12(19) . . ?
C18 C17 P1 122.14(16) . . ?
C22 C17 P1 118.71(16) . . ?
C12 C11 C16 119.55(17) . . ?
C12 C11 P1 119.16(15) . . ?
C16 C11 P1 121.01(15) . . ?
N2 C7 C9 107.58(17) . . ?
N2 C7 C8 111.34(15) . . ?
C9 C7 C8 108.75(17) . . ?
N2 C7 C10 109.78(16) . . ?
C9 C7 C10 109.36(15) . . ?
C8 C7 C10 109.98(18) . . ?
C15 C16 C11 119.98(19) . . ?
C14 C13 C12 120.18(19) . . ?
C15 C14 C13 120.33(18) . . ?
C17 C18 C19 120.4(2) . . ?
C20 C19 C18 120.0(2) . . ?
C14 C15 C16 120.2(2) . . ?
C21 C20 C19 120.2(2) . . ?
C20 C21 C22 120.4(2) . . ?
C21 C22 C17 119.9(2) . . ?
C30 C31 C32 120.5(5) . . ?
C31 C32 C27 119.8(6) . . ?
C29 C30 C31 119.0(5) . . ?
C30 C29 C28 120.9(6) . . ?
C27 C28 C29 120.6(5) . . ?
C28 C27 C32 119.2(5) . . ?
C36 C35 C34 122.5(9) . . ?
C34 C33 C38 118.5(9) . . ?
C35 C36 C37 116.7(9) . . ?
C38 C37 C36 121.8(8) . . ?
C37 C38 C33 120.4(8) . . ?
C35 C34 C33 120.0(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
N3 P1 N2 C7 170.09(16) . . . . ?
C11 P1 N2 C7 -73.21(18) . . . . ?
C17 P1 N2 C7 48.61(19) . . . . ?
Si1 P1 N2 C7 -177.7(2) . . . . ?
N3 P1 N2 Si1 -12.18(7) . . . . ?
C11 P1 N2 Si1 104.53(9) . . . . ?
C17 P1 N2 Si1 -133.65(9) . . . . ?
N1 Si1 N2 C7 -55.35(18) . . . . ?
N3 Si1 N2 C7 -171.19(17) . . . . ?
Se1 Si1 N2 C7 78.22(16) . . . . ?
P1 Si1 N2 C7 177.7(2) . . . . ?
N1 Si1 N2 P1 126.97(8) . . . . ?
N3 Si1 N2 P1 11.12(7) . . . . ?
Se1 Si1 N2 P1 -99.46(6) . . . . ?
N2 P1 N3 C23 160.18(16) . . . . ?
C11 P1 N3 C23 43.77(18) . . . . ?
C17 P1 N3 C23 -77.97(17) . . . . ?
Si1 P1 N3 C23 148.14(19) . . . . ?
N2 P1 N3 Si1 12.04(7) . . . . ?
C11 P1 N3 Si1 -104.36(9) . . . . ?
C17 P1 N3 Si1 133.89(8) . . . . ?
N1 Si1 N3 C23 89.57(16) . . . . ?
N2 Si1 N3 C23 -159.89(16) . . . . ?
Se1 Si1 N3 C23 -44.99(16) . . . . ?
P1 Si1 N3 C23 -148.82(18) . . . . ?
N1 Si1 N3 P1 -121.60(8) . . . . ?
N2 Si1 N3 P1 -11.07(7) . . . . ?
Se1 Si1 N3 P1 103.84(6) . . . . ?
N2 Si1 N1 Si3 -58.53(14) . . . . ?
N3 Si1 N1 Si3 31.42(15) . . . . ?
Se1 Si1 N1 Si3 166.02(9) . . . . ?
P1 Si1 N1 Si3 -15.53(16) . . . . ?
N2 Si1 N1 Si2 128.33(10) . . . . ?
N3 Si1 N1 Si2 -141.71(9) . . . . ?
Se1 Si1 N1 Si2 -7.11(12) . . . . ?
P1 Si1 N1 Si2 171.34(5) . . . . ?
C6 Si3 N1 Si1 -1.10(16) . . . . ?
C4 Si3 N1 Si1 117.64(12) . . . . ?
C5 Si3 N1 Si1 -117.51(13) . . . . ?
C6 Si3 N1 Si2 172.25(10) . . . . ?
C4 Si3 N1 Si2 -69.01(12) . . . . ?
C5 Si3 N1 Si2 55.84(12) . . . . ?
C3 Si2 N1 Si1 74.82(13) . . . . ?
C1 Si2 N1 Si1 -53.89(13) . . . . ?
C2 Si2 N1 Si1 -167.24(11) . . . . ?
C3 Si2 N1 Si3 -99.14(12) . . . . ?
C1 Si2 N1 Si3 132.15(10) . . . . ?
C2 Si2 N1 Si3 18.80(14) . . . . ?
P1 N3 C23 C26 54.1(2) . . . . ?
Si1 N3 C23 C26 -167.91(13) . . . . ?
P1 N3 C23 C25 172.95(13) . . . . ?
Si1 N3 C23 C25 -49.0(2) . . . . ?
P1 N3 C23 C24 -66.8(2) . . . . ?
Si1 N3 C23 C24 71.2(2) . . . . ?
N2 P1 C17 C18 103.12(17) . . . . ?
N3 P1 C17 C18 -3.08(19) . . . . ?
C11 P1 C17 C18 -130.05(16) . . . . ?
Si1 P1 C17 C18 50.3(2) . . . . ?
N2 P1 C17 C22 -78.88(17) . . . . ?
N3 P1 C17 C22 174.92(14) . . . . ?
C11 P1 C17 C22 47.95(17) . . . . ?
Si1 P1 C17 C22 -131.73(13) . . . . ?
C13 C12 C11 C16 -1.0(3) . . . . ?
C13 C12 C11 P1 -174.89(17) . . . . ?
N2 P1 C11 C12 -28.5(2) . . . . ?
N3 P1 C11 C12 73.26(19) . . . . ?
C17 P1 C11 C12 -157.79(17) . . . . ?
Si1 P1 C11 C12 21.98(19) . . . . ?
N2 P1 C11 C16 157.67(16) . . . . ?
N3 P1 C11 C16 -100.57(17) . . . . ?
C17 P1 C11 C16 28.38(19) . . . . ?
Si1 P1 C11 C16 -151.86(15) . . . . ?
P1 N2 C7 C9 167.36(13) . . . . ?
Si1 N2 C7 C9 -9.5(2) . . . . ?
P1 N2 C7 C8 48.3(2) . . . . ?
Si1 N2 C7 C8 -128.60(17) . . . . ?
P1 N2 C7 C10 -73.7(2) . . . . ?
Si1 N2 C7 C10 109.38(18) . . . . ?
C12 C11 C16 C15 0.3(3) . . . . ?
P1 C11 C16 C15 174.09(16) . . . . ?
C11 C12 C13 C14 1.0(3) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C22 C17 C18 C19 -1.1(3) . . . . ?
P1 C17 C18 C19 176.89(14) . . . . ?
C17 C18 C19 C20 0.7(3) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C11 C16 C15 C14 0.4(3) . . . . ?
C18 C19 C20 C21 0.7(3) . . . . ?
C19 C20 C21 C22 -1.7(3) . . . . ?
C20 C21 C22 C17 1.3(3) . . . . ?
C18 C17 C22 C21 0.1(3) . . . . ?
P1 C17 C22 C21 -177.96(15) . . . . ?
C30 C31 C32 C27 -1.7(8) . . . . ?
C32 C31 C30 C29 2.2(8) . . . . ?
C31 C30 C29 C28 -1.2(8) . . . . ?
C30 C29 C28 C27 -0.3(8) . . . . ?
C29 C28 C27 C32 0.9(8) . . . . ?
C31 C32 C27 C28 0.1(8) . . . . ?
C34 C35 C36 C37 -0.7(14) . . . . ?
C35 C36 C37 C38 -1.2(15) . . . . ?
C36 C37 C38 C33 2.9(15) . . . . ?
C34 C33 C38 C37 -2.5(14) . . . . ?
C36 C35 C34 C33 1.0(12) . . . . ?
C38 C33 C34 C35 0.7(11) . . . . ?

_refine_diff_density_max         0.642
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_naka318
_database_code_depnum_ccdc_archive 'CCDC 2052727'
loop_
_audit_author_name
_audit_author_address
'Norio Nakata'
;Saitama University
Japan
;
_audit_update_record             
;
2020-12-28 deposited with the CCDC.	2021-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H28 Cl N2 P Se Si'
_chemical_formula_sum            'C20 H28 Cl N2 P Se Si'
_chemical_formula_weight         469.91

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'
Si Si 0.0817 0.0704 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   15.6803(19)
_cell_length_b                   10.0386(12)
_cell_length_c                   42.425(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.403(2)
_cell_angle_gamma                90
_cell_volume                     6672.2(14)
_cell_formula_units_Z            12
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4576
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.69

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             2904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.941
_shelx_estimated_absorpt_T_min   0.892
_shelx_estimated_absorpt_T_max   0.944
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8924
_exptl_absorpt_correction_T_max  0.9441
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Bruker TXS fine-focus rotating anode'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            16835
_diffrn_reflns_av_unetI/netI     0.0822
_diffrn_reflns_av_R_equivalents  0.0840
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_theta_min         0.961
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6563
_reflns_number_gt                4804
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material  'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0698P)²+2.1956P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6563
_refine_ls_number_parameters     390
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1404
_refine_ls_wR_factor_gt          0.1330
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000

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
Se1 Se 0.24673(4) -0.48722(6) 0.60453(2) 0.0250(2) Uani 0.875(3) 1 d . . P A -1
P2 P 0.000000 0.16499(13) 0.750000 0.0163(3) Uani 1 2 d S T P . .
Cl1 Cl 0.16898(17) -0.3651(2) 0.53130(4) 0.0217(4) Uani 0.875(3) 1 d . . P A -1
P1 P 0.22073(6) -0.06686(10) 0.58574(2) 0.0177(2) Uani 1 1 d . . . . .
Se3 Se -0.03812(7) -0.24061(10) 0.77695(3) 0.0463(3) Uani 0.5 1 d . . P . .
Si1 Si 0.21427(7) -0.31419(10) 0.57706(3) 0.0212(3) Uani 1 1 d D . . . .
Si2 Si 0.000000 -0.08445(16) 0.750000 0.0324(4) Uani 1 2 d S T P . .
N1 N 0.1479(2) -0.1823(3) 0.59022(8) 0.0191(7) Uani 1 1 d . . . . .
N2 N 0.2871(2) -0.1796(3) 0.57336(7) 0.0181(7) Uani 1 1 d . . . . .
C11 C 0.1921(2) 0.0576(4) 0.55682(10) 0.0208(9) Uani 1 1 d . . . . .
C17 C 0.3816(2) -0.1746(4) 0.57000(9) 0.0207(9) Uani 1 1 d . . . . .
C5 C 0.2549(2) 0.0100(4) 0.62217(10) 0.0207(9) Uani 1 1 d . . . . .
C25 C 0.0329(2) 0.2659(4) 0.71794(9) 0.0213(9) Uani 1 1 d . . . . .
C15 C 0.1655(3) 0.1028(4) 0.50141(11) 0.0304(10) Uani 1 1 d . . . . .
H18 H 0.164313 0.074476 0.480028 0.036 Uiso 1 1 calc R U . . .
C30 C 0.0869(3) 0.2041(4) 0.69638(9) 0.0274(10) Uani 1 1 d . . . . .
H42 H 0.106785 0.115958 0.700186 0.033 Uiso 1 1 calc R U . . .
C1 C 0.0545(3) -0.1698(4) 0.59509(10) 0.0235(9) Uani 1 1 d . . . . .
C14 C 0.1404(3) 0.2324(4) 0.50894(11) 0.0326(11) Uani 1 1 d . . . . .
H17 H 0.122288 0.292063 0.492615 0.039 Uiso 1 1 calc R U . . .
N3 N -0.0691(2) 0.0503(3) 0.73919(8) 0.0208(7) Uani 1 1 d . . . . .
C21 C -0.1492(3) 0.0602(4) 0.71961(10) 0.0302(10) Uani 1 1 d . . . . .
C10 C 0.2972(3) 0.1340(4) 0.62393(10) 0.0256(10) Uani 1 1 d . . . . .
H14 H 0.304275 0.184922 0.605342 0.031 Uiso 1 1 calc R U . . .
C20 C 0.4037(3) -0.2932(4) 0.54854(10) 0.0246(9) Uani 1 1 d . . . . .
H26 H 0.388959 -0.376885 0.558873 0.037 Uiso 1 1 calc R U . . .
H27 H 0.464970 -0.292172 0.544779 0.037 Uiso 1 1 calc R U . . .
H28 H 0.371298 -0.285653 0.528361 0.037 Uiso 1 1 calc R U . . .
C6 C 0.2451(3) -0.0618(4) 0.64985(10) 0.0279(10) Uani 1 1 d . . . . .
H10 H 0.216166 -0.145012 0.649137 0.033 Uiso 1 1 calc R U . . .
C12 C 0.1663(3) 0.1865(4) 0.56404(11) 0.0271(10) Uani 1 1 d . . . . .
H15 H 0.165459 0.214462 0.585422 0.033 Uiso 1 1 calc R U . . .
C26 C 0.0036(3) 0.3951(4) 0.71166(12) 0.0347(11) Uani 1 1 d . . . . .
H38 H -0.033313 0.437788 0.725694 0.042 Uiso 1 1 calc R U . . .
C13 C 0.1419(3) 0.2740(4) 0.54006(12) 0.0301(11) Uani 1 1 d . . . . .
H16 H 0.126100 0.362669 0.544998 0.036 Uiso 1 1 calc R U . . .
C9 C 0.3285(3) 0.1815(4) 0.65290(11) 0.0307(10) Uani 1 1 d . . . . .
H13 H 0.357014 0.264964 0.654106 0.037 Uiso 1 1 calc R U . . .
C16 C 0.1919(3) 0.0168(4) 0.52498(10) 0.0258(9) Uani 1 1 d . . . . .
H19 H 0.210129 -0.070526 0.519852 0.031 Uiso 1 1 calc R U . . .
C19 C 0.4048(3) -0.0442(4) 0.55415(10) 0.0263(10) Uani 1 1 d . . . . .
H23 H 0.376908 -0.040012 0.533070 0.039 Uiso 1 1 calc R U . . .
H24 H 0.466866 -0.039427 0.552335 0.039 Uiso 1 1 calc R U . . .
H25 H 0.385717 0.030843 0.566840 0.039 Uiso 1 1 calc R U . . .
C7 C 0.2771(3) -0.0126(4) 0.67837(11) 0.0346(11) Uani 1 1 d . . . . .
H11 H 0.270511 -0.062797 0.697096 0.042 Uiso 1 1 calc R U . . .
C8 C 0.3183(3) 0.1079(4) 0.67994(11) 0.0356(11) Uani 1 1 d . . . . .
H12 H 0.339846 0.140729 0.699706 0.043 Uiso 1 1 calc R U . . .
C18 C 0.4284(3) -0.1885(4) 0.60205(10) 0.0317(10) Uani 1 1 d . . . . .
H20 H 0.416046 -0.111036 0.615141 0.047 Uiso 1 1 calc R U . . .
H21 H 0.489963 -0.193884 0.599153 0.047 Uiso 1 1 calc R U . . .
H22 H 0.409220 -0.269724 0.612457 0.047 Uiso 1 1 calc R U . . .
C4 C 0.0047(3) -0.1587(5) 0.56386(10) 0.0356(11) Uani 1 1 d . . . . .
H7 H 0.019935 -0.075674 0.553351 0.053 Uiso 1 1 calc R U . . .
H8 H -0.056596 -0.158808 0.567568 0.053 Uiso 1 1 calc R U . . .
H9 H 0.018398 -0.234609 0.550447 0.053 Uiso 1 1 calc R U . . .
C3 C 0.0371(3) -0.0482(4) 0.61557(12) 0.0364(12) Uani 1 1 d . . . . .
H4 H 0.062301 -0.062266 0.636839 0.055 Uiso 1 1 calc R U . . .
H5 H -0.024695 -0.035600 0.616755 0.055 Uiso 1 1 calc R U . . .
H6 H 0.062376 0.031046 0.606256 0.055 Uiso 1 1 calc R U . . .
C27 C 0.0290(3) 0.4610(5) 0.68468(13) 0.0499(15) Uani 1 1 d . . . . .
H39 H 0.009323 0.548932 0.680337 0.060 Uiso 1 1 calc R U . . .
C28 C 0.0824(3) 0.3990(6) 0.66430(12) 0.0452(14) Uani 1 1 d . . . . .
H40 H 0.100012 0.444760 0.646087 0.054 Uiso 1 1 calc R U . . .
C29 C 0.1104(3) 0.2710(5) 0.67017(10) 0.0385(12) Uani 1 1 d . . . . .
H41 H 0.146455 0.228767 0.655768 0.046 Uiso 1 1 calc R U . . .
C23 C -0.2010(3) 0.1794(4) 0.72996(12) 0.0395(12) Uani 1 1 d . . . . .
H32 H -0.213872 0.169582 0.752244 0.059 Uiso 1 1 calc R U . . .
H33 H -0.254451 0.184180 0.717171 0.059 Uiso 1 1 calc R U . . .
H34 H -0.168108 0.261201 0.727121 0.059 Uiso 1 1 calc R U . . .
C2 C 0.0294(3) -0.2972(5) 0.61282(12) 0.0385(12) Uani 1 1 d . . . . .
H1 H 0.036371 -0.374812 0.599156 0.058 Uiso 1 1 calc R U . . .
H2 H -0.030311 -0.290677 0.618622 0.058 Uiso 1 1 calc R U . . .
H3 H 0.066124 -0.307018 0.631941 0.058 Uiso 1 1 calc R U . . .
C22 C -0.2013(3) -0.0665(5) 0.72520(15) 0.0543(16) Uani 1 1 d . . . . .
H29 H -0.167383 -0.144865 0.720024 0.081 Uiso 1 1 calc R U . . .
H30 H -0.253667 -0.064730 0.711748 0.081 Uiso 1 1 calc R U . . .
H31 H -0.216152 -0.070699 0.747386 0.081 Uiso 1 1 calc R U . . .
C24 C -0.1291(4) 0.0737(8) 0.68459(12) 0.082(2) Uani 1 1 d . . . . .
H35 H -0.112357 0.165675 0.680218 0.124 Uiso 1 1 calc R U . . .
H36 H -0.179934 0.050632 0.671479 0.124 Uiso 1 1 calc R U . . .
H37 H -0.082325 0.013352 0.679765 0.124 Uiso 1 1 calc R U . . .
Cl3 Cl 0.04136(17) -0.1556(2) 0.70350(6) 0.0425(6) Uani 0.5 1 d . . P . .
Se2 Se 0.1617(9) -0.3864(14) 0.5327(2) 0.110(6) Uani 0.125(3) 1 d D U P A -2
Cl2 Cl 0.2586(13) -0.437(2) 0.6150(4) 0.099(7) Uani 0.125(3) 1 d D U P A -2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 Si1 2.1413(12) . ?
P2 N3 1.633(3) 2_556 ?
P2 N3 1.633(3) . ?
P2 C25 1.789(4) . ?
P2 C25 1.790(4) 2_556 ?
P2 Si2 2.504(2) . ?
Cl1 Si1 2.102(2) . ?
P1 N2 1.639(3) . ?
P1 N1 1.644(3) . ?
P1 C5 1.789(4) . ?
P1 C11 1.795(4) . ?
P1 Si1 2.5115(14) . ?
Se3 Cl3 1.192(3) 2_556 ?
Se3 Si2 2.0444(15) . ?
Se3 Se3 2.625(2) 2_556 ?
Si1 N2 1.780(3) . ?
Si1 N1 1.788(3) . ?
Si1 Cl2 2.122(9) . ?
Si1 Se2 2.147(9) . ?
Si2 N3 1.781(3) 2_556 ?
Si2 N3 1.781(3) . ?
Si2 Cl3 2.220(2) 2_556 ?
Si2 Cl3 2.220(2) . ?
N1 C1 1.492(5) . ?
N2 C17 1.494(5) . ?
C11 C12 1.394(5) . ?
C11 C16 1.411(6) . ?
C17 C18 1.524(6) . ?
C17 C19 1.523(5) . ?
C17 C20 1.547(5) . ?
C5 C6 1.392(6) . ?
C5 C10 1.412(5) . ?
C25 C26 1.398(5) . ?
C25 C30 1.415(5) . ?
C15 C16 1.372(6) . ?
C15 C14 1.400(6) . ?
C30 C29 1.363(6) . ?
C1 C4 1.514(6) . ?
C1 C3 1.529(6) . ?
C1 C2 1.544(6) . ?
C14 C13 1.384(6) . ?
N3 C21 1.481(5) . ?
C21 C23 1.521(6) . ?
C21 C22 1.536(6) . ?
C21 C24 1.537(7) . ?
C10 C9 1.388(6) . ?
C6 C7 1.382(6) . ?
C12 C13 1.385(6) . ?
C26 C27 1.394(6) . ?
C9 C8 1.380(6) . ?
C7 C8 1.371(6) . ?
C27 C28 1.378(7) . ?
C28 C29 1.377(7) . ?

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
N3 P2 N3 90.4(2) 2_556 . ?
N3 P2 C25 113.79(17) 2_556 . ?
N3 P2 C25 113.26(18) . . ?
N3 P2 C25 113.26(18) 2_556 2_556 ?
N3 P2 C25 113.79(17) . 2_556 ?
C25 P2 C25 111.0(3) . 2_556 ?
N3 P2 Si2 45.18(12) 2_556 . ?
N3 P2 Si2 45.18(12) . . ?
C25 P2 Si2 124.49(13) . . ?
C25 P2 Si2 124.49(13) 2_556 . ?
N2 P1 N1 90.22(16) . . ?
N2 P1 C5 113.75(18) . . ?
N1 P1 C5 112.86(18) . . ?
N2 P1 C11 113.94(17) . . ?
N1 P1 C11 114.52(18) . . ?
C5 P1 C11 110.35(18) . . ?
N2 P1 Si1 44.97(11) . . ?
N1 P1 Si1 45.25(11) . . ?
C5 P1 Si1 124.16(14) . . ?
C11 P1 Si1 125.49(14) . . ?
Cl3 Se3 Si2 82.08(12) 2_556 . ?
Cl3 Se3 Se3 129.81(12) 2_556 2_556 ?
Si2 Se3 Se3 50.07(5) . 2_556 ?
N2 Si1 N1 81.36(14) . . ?
N2 Si1 Cl1 107.25(13) . . ?
N1 Si1 Cl1 106.85(14) . . ?
N2 Si1 Cl2 108.4(7) . . ?
N1 Si1 Cl2 111.6(7) . . ?
N2 Si1 Se1 121.63(12) . . ?
N1 Si1 Se1 123.98(12) . . ?
Cl1 Si1 Se1 111.65(8) . . ?
N2 Si1 Se2 113.8(4) . . ?
N1 Si1 Se2 108.5(4) . . ?
Cl2 Si1 Se2 124.8(8) . . ?
N2 Si1 P1 40.60(10) . . ?
N1 Si1 P1 40.76(10) . . ?
Cl1 Si1 P1 112.69(8) . . ?
Cl2 Si1 P1 116.9(8) . . ?
Se1 Si1 P1 135.64(6) . . ?
Se2 Si1 P1 118.3(4) . . ?
N3 Si2 N3 81.1(2) 2_556 . ?
N3 Si2 Se3 128.86(11) 2_556 . ?
N3 Si2 Se3 122.52(11) . . ?
N3 Si2 Se3 122.52(11) 2_556 2_556 ?
N3 Si2 Se3 128.86(11) . 2_556 ?
Se3 Si2 Se3 79.87(9) . 2_556 ?
N3 Si2 Cl3 102.29(13) 2_556 2_556 ?
N3 Si2 Cl3 106.02(12) . 2_556 ?
Se3 Si2 Cl3 32.13(7) . 2_556 ?
Se3 Si2 Cl3 110.69(10) 2_556 2_556 ?
N3 Si2 Cl3 106.02(12) 2_556 . ?
N3 Si2 Cl3 102.29(13) . . ?
Se3 Si2 Cl3 110.69(10) . . ?
Se3 Si2 Cl3 32.13(7) 2_556 . ?
Cl3 Si2 Cl3 142.46(15) 2_556 . ?
N3 Si2 P2 40.56(11) 2_556 . ?
N3 Si2 P2 40.56(11) . . ?
Se3 Si2 P2 140.07(5) . . ?
Se3 Si2 P2 140.07(5) 2_556 . ?
Cl3 Si2 P2 108.77(7) 2_556 . ?
Cl3 Si2 P2 108.77(8) . . ?
C1 N1 P1 130.3(3) . . ?
C1 N1 Si1 133.9(3) . . ?
P1 N1 Si1 94.00(16) . . ?
C17 N2 P1 130.7(2) . . ?
C17 N2 Si1 132.6(2) . . ?
P1 N2 Si1 94.42(16) . . ?
C12 C11 C16 119.4(4) . . ?
C12 C11 P1 124.2(3) . . ?
C16 C11 P1 116.3(3) . . ?
N2 C17 C18 110.7(3) . . ?
N2 C17 C19 109.2(3) . . ?
C18 C17 C19 111.0(3) . . ?
N2 C17 C20 106.1(3) . . ?
C18 C17 C20 110.0(3) . . ?
C19 C17 C20 109.7(3) . . ?
C6 C5 C10 118.7(4) . . ?
C6 C5 P1 117.8(3) . . ?
C10 C5 P1 123.3(3) . . ?
C26 C25 C30 119.0(4) . . ?
C26 C25 P2 124.6(3) . . ?
C30 C25 P2 116.3(3) . . ?
C16 C15 C14 119.8(4) . . ?
C29 C30 C25 120.0(4) . . ?
N1 C1 C4 111.0(3) . . ?
N1 C1 C3 110.3(3) . . ?
C4 C1 C3 109.9(4) . . ?
N1 C1 C2 105.7(3) . . ?
C4 C1 C2 110.7(4) . . ?
C3 C1 C2 109.2(3) . . ?
C13 C14 C15 120.3(4) . . ?
C21 N3 P2 130.4(3) . . ?
C21 N3 Si2 133.5(3) . . ?
P2 N3 Si2 94.26(17) . . ?
N3 C21 C23 110.0(3) . . ?
N3 C21 C22 107.6(4) . . ?
C23 C21 C22 108.2(4) . . ?
N3 C21 C24 110.2(4) . . ?
C23 C21 C24 110.1(5) . . ?
C22 C21 C24 110.7(4) . . ?
C9 C10 C5 119.8(4) . . ?
C7 C6 C5 120.3(4) . . ?
C13 C12 C11 120.0(4) . . ?
C27 C26 C25 119.6(4) . . ?
C12 C13 C14 120.2(4) . . ?
C8 C9 C10 120.2(4) . . ?
C15 C16 C11 120.2(4) . . ?
C8 C7 C6 120.7(4) . . ?
C7 C8 C9 120.2(4) . . ?
C28 C27 C26 120.2(4) . . ?
C29 C28 C27 120.4(4) . . ?
C30 C29 C28 120.8(4) . . ?
Se3 Cl3 Si2 65.78(12) 2_556 . ?

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
N2 P1 N1 C1 -166.1(4) . . . . ?
C5 P1 N1 C1 77.9(4) . . . . ?
C11 P1 N1 C1 -49.5(4) . . . . ?
Si1 P1 N1 C1 -166.0(4) . . . . ?
N2 P1 N1 Si1 -0.09(16) . . . . ?
C5 P1 N1 Si1 -116.11(18) . . . . ?
C11 P1 N1 Si1 116.51(18) . . . . ?
N2 Si1 N1 C1 165.2(4) . . . . ?
Cl1 Si1 N1 C1 59.7(4) . . . . ?
Cl2 Si1 N1 C1 -88.3(8) . . . . ?
Se1 Si1 N1 C1 -72.3(4) . . . . ?
Se2 Si1 N1 C1 52.9(6) . . . . ?
P1 Si1 N1 C1 165.2(5) . . . . ?
N2 Si1 N1 P1 0.08(15) . . . . ?
Cl1 Si1 N1 P1 -105.42(15) . . . . ?
Cl2 Si1 N1 P1 106.5(7) . . . . ?
Se1 Si1 N1 P1 122.59(12) . . . . ?
Se2 Si1 N1 P1 -112.2(4) . . . . ?
N1 P1 N2 C17 -164.0(4) . . . . ?
C5 P1 N2 C17 -48.8(4) . . . . ?
C11 P1 N2 C17 78.9(4) . . . . ?
Si1 P1 N2 C17 -164.1(4) . . . . ?
N1 P1 N2 Si1 0.09(16) . . . . ?
C5 P1 N2 Si1 115.31(18) . . . . ?
C11 P1 N2 Si1 -117.03(18) . . . . ?
N1 Si1 N2 C17 163.5(4) . . . . ?
Cl1 Si1 N2 C17 -91.4(3) . . . . ?
Cl2 Si1 N2 C17 53.5(8) . . . . ?
Se1 Si1 N2 C17 38.8(4) . . . . ?
Se2 Si1 N2 C17 -90.0(6) . . . . ?
P1 Si1 N2 C17 163.6(4) . . . . ?
N1 Si1 N2 P1 -0.08(15) . . . . ?
Cl1 Si1 N2 P1 104.98(15) . . . . ?
Cl2 Si1 N2 P1 -110.1(7) . . . . ?
Se1 Si1 N2 P1 -124.86(12) . . . . ?
Se2 Si1 N2 P1 106.4(5) . . . . ?
N2 P1 C11 C12 -153.7(3) . . . . ?
N1 P1 C11 C12 104.3(4) . . . . ?
C5 P1 C11 C12 -24.3(4) . . . . ?
Si1 P1 C11 C12 155.6(3) . . . . ?
N2 P1 C11 C16 29.9(4) . . . . ?
N1 P1 C11 C16 -72.1(3) . . . . ?
C5 P1 C11 C16 159.3(3) . . . . ?
Si1 P1 C11 C16 -20.8(4) . . . . ?
P1 N2 C17 C18 76.6(4) . . . . ?
Si1 N2 C17 C18 -81.6(4) . . . . ?
P1 N2 C17 C19 -45.8(5) . . . . ?
Si1 N2 C17 C19 156.0(3) . . . . ?
P1 N2 C17 C20 -164.0(3) . . . . ?
Si1 N2 C17 C20 37.8(5) . . . . ?
N2 P1 C5 C6 -77.1(3) . . . . ?
N1 P1 C5 C6 23.8(4) . . . . ?
C11 P1 C5 C6 153.4(3) . . . . ?
Si1 P1 C5 C6 -26.6(4) . . . . ?
N2 P1 C5 C10 97.7(3) . . . . ?
N1 P1 C5 C10 -161.4(3) . . . . ?
C11 P1 C5 C10 -31.8(4) . . . . ?
Si1 P1 C5 C10 148.2(3) . . . . ?
N3 P2 C25 C26 -155.8(4) 2_556 . . . ?
N3 P2 C25 C26 102.8(4) . . . . ?
C25 P2 C25 C26 -26.7(3) 2_556 . . . ?
Si2 P2 C25 C26 153.3(3) . . . . ?
N3 P2 C25 C30 29.6(4) 2_556 . . . ?
N3 P2 C25 C30 -71.8(4) . . . . ?
C25 P2 C25 C30 158.8(4) 2_556 . . . ?
Si2 P2 C25 C30 -21.2(4) . . . . ?
C26 C25 C30 C29 0.8(7) . . . . ?
P2 C25 C30 C29 175.7(4) . . . . ?
P1 N1 C1 C4 86.1(4) . . . . ?
Si1 N1 C1 C4 -74.4(5) . . . . ?
P1 N1 C1 C3 -36.0(5) . . . . ?
Si1 N1 C1 C3 163.6(3) . . . . ?
P1 N1 C1 C2 -153.8(3) . . . . ?
Si1 N1 C1 C2 45.7(5) . . . . ?
C16 C15 C14 C13 -0.2(6) . . . . ?
N3 P2 N3 C21 -165.7(4) 2_556 . . . ?
C25 P2 N3 C21 -49.5(4) . . . . ?
C25 P2 N3 C21 78.6(4) 2_556 . . . ?
Si2 P2 N3 C21 -165.7(4) . . . . ?
N3 P2 N3 Si2 0.002(4) 2_556 . . . ?
C25 P2 N3 Si2 116.22(17) . . . . ?
C25 P2 N3 Si2 -115.74(18) 2_556 . . . ?
N3 Si2 N3 C21 164.9(5) 2_556 . . . ?
Se3 Si2 N3 C21 -64.2(4) . . . . ?
Se3 Si2 N3 C21 40.0(4) 2_556 . . . ?
Cl3 Si2 N3 C21 -94.7(4) 2_556 . . . ?
Cl3 Si2 N3 C21 60.4(4) . . . . ?
P2 Si2 N3 C21 164.9(5) . . . . ?
N3 Si2 N3 P2 -0.002(3) 2_556 . . . ?
Se3 Si2 N3 P2 130.81(11) . . . . ?
Se3 Si2 N3 P2 -124.96(12) 2_556 . . . ?
Cl3 Si2 N3 P2 100.33(14) 2_556 . . . ?
Cl3 Si2 N3 P2 -104.59(14) . . . . ?
P2 N3 C21 C23 -45.6(5) . . . . ?
Si2 N3 C21 C23 154.3(3) . . . . ?
P2 N3 C21 C22 -163.3(3) . . . . ?
Si2 N3 C21 C22 36.6(5) . . . . ?
P2 N3 C21 C24 75.9(5) . . . . ?
Si2 N3 C21 C24 -84.2(5) . . . . ?
C6 C5 C10 C9 0.5(6) . . . . ?
P1 C5 C10 C9 -174.3(3) . . . . ?
C10 C5 C6 C7 -0.7(6) . . . . ?
P1 C5 C6 C7 174.3(3) . . . . ?
C16 C11 C12 C13 -0.9(6) . . . . ?
P1 C11 C12 C13 -177.2(3) . . . . ?
C30 C25 C26 C27 -0.9(7) . . . . ?
P2 C25 C26 C27 -175.4(4) . . . . ?
C11 C12 C13 C14 2.1(6) . . . . ?
C15 C14 C13 C12 -1.5(7) . . . . ?
C5 C10 C9 C8 -0.1(6) . . . . ?
C14 C15 C16 C11 1.3(6) . . . . ?
C12 C11 C16 C15 -0.8(6) . . . . ?
P1 C11 C16 C15 175.8(3) . . . . ?
C5 C6 C7 C8 0.6(7) . . . . ?
C6 C7 C8 C9 -0.2(7) . . . . ?
C10 C9 C8 C7 -0.1(6) . . . . ?
C25 C26 C27 C28 0.2(8) . . . . ?
C26 C27 C28 C29 0.8(8) . . . . ?
C25 C30 C29 C28 0.2(7) . . . . ?
C27 C28 C29 C30 -1.0(8) . . . . ?

_refine_diff_density_max         0.778
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.091

