# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_mo_2020_07_21_jdm_tg_fluh_acet_a
_database_code_depnum_ccdc_archive 'CCDC 2337480'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H32 N O P'
_chemical_formula_sum            'C27 H32 N O P'
_chemical_formula_weight         417.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.5833(3)
_cell_length_b                   25.7233(8)
_cell_length_c                   11.4020(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.2060(10)
_cell_angle_gamma                90
_cell_volume                     2346.99(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9851
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.55
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1520 before and 0.0400 after correction.
The Ratio of minimum to maximum transmission is 0.8845.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            22736
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.346
_diffrn_reflns_theta_min         2.073
_diffrn_ambient_temperature      100
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3977
_reflns_number_total             4290
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         4290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      1.081
_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+1.3199P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0888
_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 Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.53063(4) 0.75673(2) 0.52662(3) 0.01395(10) Uani 1 1 d . . . . .
O1 O 0.56259(12) 0.73933(4) 0.65797(9) 0.0190(2) Uani 1 1 d . . . . .
N1 N 0.39357(14) 0.64479(4) 0.34711(11) 0.0169(2) Uani 1 1 d . . . . .
C1 C 0.59995(17) 0.71002(5) 0.43570(13) 0.0160(3) Uani 1 1 d . . . . .
H1A H 0.565665 0.722320 0.347685 0.019 Uiso 1 1 calc R U . . .
H1B H 0.723498 0.708060 0.470627 0.019 Uiso 1 1 calc R U . . .
C2 C 0.52867(17) 0.65624(5) 0.43677(13) 0.0164(3) Uani 1 1 d . . . . .
C3 C 0.62356(19) 0.62222(6) 0.54656(14) 0.0240(3) Uani 1 1 d . . . . .
H3A H 0.625630 0.638596 0.624722 0.036 Uiso 1 1 calc R U . . .
H3B H 0.738246 0.617639 0.549474 0.036 Uiso 1 1 calc R U . . .
H3C H 0.568679 0.588250 0.537091 0.036 Uiso 1 1 calc R U . . .
C4 C 0.31066(17) 0.59644(5) 0.34200(13) 0.0179(3) Uani 1 1 d . . . . .
C5 C 0.30594(19) 0.56141(6) 0.24595(14) 0.0224(3) Uani 1 1 d . . . . .
C6 C 0.2105(2) 0.51643(6) 0.23118(16) 0.0280(3) Uani 1 1 d . . . . .
H6 H 0.206250 0.492489 0.166646 0.034 Uiso 1 1 calc R U . . .
C7 C 0.1219(2) 0.50583(6) 0.30835(16) 0.0291(4) Uani 1 1 d . . . . .
H7 H 0.057239 0.474978 0.296767 0.035 Uiso 1 1 calc R U . . .
C8 C 0.12824(19) 0.54049(6) 0.40234(15) 0.0254(3) Uani 1 1 d . . . . .
H8 H 0.067524 0.532972 0.455369 0.030 Uiso 1 1 calc R U . . .
C9 C 0.22145(18) 0.58630(5) 0.42164(13) 0.0197(3) Uani 1 1 d . . . . .
C10 C 0.4088(2) 0.57053(6) 0.16425(16) 0.0312(4) Uani 1 1 d . . . . .
H10 H 0.451402 0.607057 0.178534 0.037 Uiso 1 1 calc R U . . .
C11 C 0.3075(3) 0.56426(8) 0.02358(18) 0.0511(6) Uani 1 1 d . . . . .
H11A H 0.376494 0.574337 -0.024940 0.077 Uiso 1 1 calc R U . . .
H11B H 0.208296 0.586531 0.000031 0.077 Uiso 1 1 calc R U . . .
H11C H 0.273006 0.527906 0.005632 0.077 Uiso 1 1 calc R U . . .
C12 C 0.5596(3) 0.53428(8) 0.2061(2) 0.0540(6) Uani 1 1 d . . . . .
H12A H 0.626220 0.540650 0.294898 0.081 Uiso 1 1 calc R U . . .
H12B H 0.628113 0.540807 0.155065 0.081 Uiso 1 1 calc R U . . .
H12C H 0.521259 0.498099 0.195196 0.081 Uiso 1 1 calc R U . . .
C13 C 0.21349(18) 0.62482(6) 0.52064(13) 0.0211(3) Uani 1 1 d . . . . .
H13 H 0.303063 0.651338 0.532342 0.025 Uiso 1 1 calc R U . . .
C14 C 0.0455(2) 0.65302(7) 0.47264(15) 0.0320(4) Uani 1 1 d . . . . .
H14A H 0.034709 0.672405 0.396106 0.048 Uiso 1 1 calc R U . . .
H14B H 0.039200 0.677185 0.537233 0.048 Uiso 1 1 calc R U . . .
H14C H -0.045236 0.627558 0.453804 0.048 Uiso 1 1 calc R U . . .
C15 C 0.2440(2) 0.59958(7) 0.64824(15) 0.0370(4) Uani 1 1 d . . . . .
H15A H 0.155264 0.574309 0.640203 0.056 Uiso 1 1 calc R U . . .
H15B H 0.243945 0.626394 0.709277 0.056 Uiso 1 1 calc R U . . .
H15C H 0.352353 0.581825 0.677144 0.056 Uiso 1 1 calc R U . . .
C16 C 0.31248(17) 0.77003(5) 0.44192(12) 0.0154(3) Uani 1 1 d . . . . .
C17 C 0.22985(18) 0.75830(5) 0.31506(13) 0.0197(3) Uani 1 1 d . . . . .
H17 H 0.290139 0.744391 0.266924 0.024 Uiso 1 1 calc R U . . .
C18 C 0.05905(19) 0.76703(6) 0.25931(14) 0.0228(3) Uani 1 1 d . . . . .
H18 H 0.002477 0.758402 0.173287 0.027 Uiso 1 1 calc R U . . .
C19 C -0.02938(18) 0.78816(6) 0.32784(14) 0.0242(3) Uani 1 1 d . . . . .
H19 H -0.146439 0.793576 0.289357 0.029 Uiso 1 1 calc R U . . .
C20 C 0.05342(19) 0.80141(6) 0.45298(14) 0.0241(3) Uani 1 1 d . . . . .
H20 H -0.006579 0.816691 0.499730 0.029 Uiso 1 1 calc R U . . .
C21 C 0.22373(18) 0.79239(5) 0.51004(13) 0.0195(3) Uani 1 1 d . . . . .
H21 H 0.280000 0.801488 0.595800 0.023 Uiso 1 1 calc R U . . .
C22 C 0.64180(17) 0.81573(5) 0.52126(12) 0.0157(3) Uani 1 1 d . . . . .
C23 C 0.61991(17) 0.84093(5) 0.40778(13) 0.0182(3) Uani 1 1 d . . . . .
H23 H 0.544774 0.827197 0.330746 0.022 Uiso 1 1 calc R U . . .
C24 C 0.70837(18) 0.88608(5) 0.40818(13) 0.0206(3) Uani 1 1 d . . . . .
H24 H 0.692778 0.903488 0.331278 0.025 Uiso 1 1 calc R U . . .
C25 C 0.81958(19) 0.90595(5) 0.52042(14) 0.0222(3) Uani 1 1 d . . . . .
H25 H 0.880397 0.936751 0.519930 0.027 Uiso 1 1 calc R U . . .
C26 C 0.84228(19) 0.88104(6) 0.63318(14) 0.0230(3) Uani 1 1 d . . . . .
H26 H 0.918906 0.894636 0.709802 0.028 Uiso 1 1 calc R U . . .
C27 C 0.75272(18) 0.83614(5) 0.63387(13) 0.0192(3) Uani 1 1 d . . . . .
H27 H 0.767023 0.819291 0.711227 0.023 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 O1 1.4905(10) . ?
P1 C1 1.8219(14) . ?
P1 C16 1.8021(14) . ?
P1 C22 1.8054(14) . ?
N1 C2 1.2724(18) . ?
N1 C4 1.4235(17) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.5145(18) . ?
C2 C3 1.5028(19) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.407(2) . ?
C4 C9 1.408(2) . ?
C5 C6 1.392(2) . ?
C5 C10 1.516(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.380(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.396(2) . ?
C9 C13 1.522(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.532(3) . ?
C10 C12 1.524(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.528(2) . ?
C13 C15 1.527(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3943(19) . ?
C16 C21 1.394(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.3978(19) . ?
C22 C27 1.3951(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.387(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.389(2) . ?
C27 H27 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
O1 P1 C1 113.22(6) . . ?
O1 P1 C16 111.93(6) . . ?
O1 P1 C22 112.28(6) . . ?
C16 P1 C1 108.07(6) . . ?
C16 P1 C22 106.37(6) . . ?
C22 P1 C1 104.47(6) . . ?
C2 N1 C4 122.14(12) . . ?
P1 C1 H1A 109.1 . . ?
P1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 P1 112.45(9) . . ?
C2 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
N1 C2 C1 117.28(12) . . ?
N1 C2 C3 126.60(13) . . ?
C3 C2 C1 116.09(12) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 117.68(12) . . ?
C5 C4 C9 120.93(13) . . ?
C9 C4 N1 121.06(12) . . ?
C4 C5 C10 121.33(13) . . ?
C6 C5 C4 118.45(14) . . ?
C6 C5 C10 120.14(13) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.46(14) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 120.3 . . ?
C8 C7 C6 119.39(14) . . ?
C8 C7 H7 120.3 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.80(14) . . ?
C9 C8 H8 119.1 . . ?
C4 C9 C13 122.59(13) . . ?
C8 C9 C4 117.97(13) . . ?
C8 C9 C13 119.30(13) . . ?
C5 C10 H10 107.8 . . ?
C5 C10 C11 113.02(15) . . ?
C5 C10 C12 109.29(14) . . ?
C11 C10 H10 107.8 . . ?
C12 C10 H10 107.8 . . ?
C12 C10 C11 111.06(16) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.7 . . ?
C9 C13 C14 109.46(12) . . ?
C9 C13 C15 113.06(13) . . ?
C14 C13 H13 107.7 . . ?
C15 C13 H13 107.7 . . ?
C15 C13 C14 110.95(13) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 123.71(11) . . ?
C21 C16 P1 116.81(10) . . ?
C21 C16 C17 119.47(13) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.76(14) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.62(13) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.76(14) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.14(14) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.20(13) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 P1 121.70(10) . . ?
C27 C22 P1 118.57(10) . . ?
C27 C22 C23 119.73(13) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.69(13) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.31(13) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.28(14) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.83(13) . . ?
C27 C26 H26 120.1 . . ?
C22 C27 H27 119.9 . . ?
C26 C27 C22 120.16(13) . . ?
C26 C27 H27 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
P1 C1 C2 N1 93.11(13) . . . . ?
P1 C1 C2 C3 -85.32(13) . . . . ?
P1 C16 C17 C18 176.09(11) . . . . ?
P1 C16 C21 C20 -176.80(11) . . . . ?
P1 C22 C23 C24 -179.80(11) . . . . ?
P1 C22 C27 C26 179.03(11) . . . . ?
O1 P1 C1 C2 53.51(11) . . . . ?
O1 P1 C16 C17 -142.21(11) . . . . ?
O1 P1 C16 C21 36.52(12) . . . . ?
O1 P1 C22 C23 -175.17(11) . . . . ?
O1 P1 C22 C27 5.18(13) . . . . ?
N1 C4 C5 C6 -173.28(13) . . . . ?
N1 C4 C5 C10 9.9(2) . . . . ?
N1 C4 C9 C8 173.17(13) . . . . ?
N1 C4 C9 C13 -2.5(2) . . . . ?
C1 P1 C16 C17 -16.87(14) . . . . ?
C1 P1 C16 C21 161.86(10) . . . . ?
C1 P1 C22 C23 61.76(12) . . . . ?
C1 P1 C22 C27 -117.90(11) . . . . ?
C2 N1 C4 C5 -112.56(15) . . . . ?
C2 N1 C4 C9 74.03(18) . . . . ?
C4 N1 C2 C1 -176.62(12) . . . . ?
C4 N1 C2 C3 1.6(2) . . . . ?
C4 C5 C6 C7 -0.1(2) . . . . ?
C4 C5 C10 C11 -131.85(16) . . . . ?
C4 C5 C10 C12 103.93(18) . . . . ?
C4 C9 C13 C14 101.96(16) . . . . ?
C4 C9 C13 C15 -133.81(15) . . . . ?
C5 C4 C9 C8 0.0(2) . . . . ?
C5 C4 C9 C13 -175.69(13) . . . . ?
C5 C6 C7 C8 -0.1(2) . . . . ?
C6 C5 C10 C11 51.4(2) . . . . ?
C6 C5 C10 C12 -72.8(2) . . . . ?
C6 C7 C8 C9 0.3(2) . . . . ?
C7 C8 C9 C4 -0.2(2) . . . . ?
C7 C8 C9 C13 175.63(14) . . . . ?
C8 C9 C13 C14 -73.64(17) . . . . ?
C8 C9 C13 C15 50.59(19) . . . . ?
C9 C4 C5 C6 0.1(2) . . . . ?
C9 C4 C5 C10 -176.68(14) . . . . ?
C10 C5 C6 C7 176.80(15) . . . . ?
C16 P1 C1 C2 -71.05(11) . . . . ?
C16 P1 C22 C23 -52.42(13) . . . . ?
C16 P1 C22 C27 127.93(11) . . . . ?
C16 C17 C18 C19 1.2(2) . . . . ?
C17 C16 C21 C20 2.0(2) . . . . ?
C17 C18 C19 C20 0.8(2) . . . . ?
C18 C19 C20 C21 -1.5(2) . . . . ?
C19 C20 C21 C16 0.1(2) . . . . ?
C21 C16 C17 C18 -2.6(2) . . . . ?
C22 P1 C1 C2 175.97(9) . . . . ?
C22 P1 C16 C17 94.82(12) . . . . ?
C22 P1 C16 C21 -86.44(11) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C23 C22 C27 C26 -0.6(2) . . . . ?
C23 C24 C25 C26 -0.5(2) . . . . ?
C24 C25 C26 C27 -0.3(2) . . . . ?
C25 C26 C27 C22 0.9(2) . . . . ?
C27 C22 C23 C24 -0.1(2) . . . . ?

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

data_mo_2020_10_14_jdm_tg203_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2337481'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H32 N O P'
_chemical_formula_sum            'C27 H32 N O P'
_chemical_formula_weight         417.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   12.3073(3)
_cell_length_b                   9.7254(3)
_cell_length_c                   20.0034(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.1310(10)
_cell_angle_gamma                90
_cell_volume                     2394.27(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    125
_cell_measurement_theta_max      33.13
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.132
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1077 before and 0.0592 after correction.
The Ratio of minimum to maximum transmission is 0.9094.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Blade
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            47727
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.146
_diffrn_reflns_theta_min         1.941
_diffrn_ambient_temperature      125
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6261
_reflns_number_total             8813
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         8813
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.029
_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)+(0.0387P)²+1.1154P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1190
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H3BD)=Sof(H3BE)=Sof(H3BF)=1-FVAR(1)
 Sof(H3AA)=Sof(H3AB)=Sof(H3AC)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1A), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
3.c Idealised Me refined as rotating group:
 C3(H3AA,H3AB,H3AC), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.45147(3) 0.63295(3) 0.70014(2) 0.01550(7) Uani 1 1 d . . . . .
O1 O 0.42031(8) 0.55396(10) 0.76126(5) 0.0229(2) Uani 1 1 d . . . . .
N1 N 0.20264(9) 0.88524(12) 0.65674(5) 0.0171(2) Uani 1 1 d . . . . .
H1 H 0.1646(14) 0.9432(19) 0.6817(8) 0.030(5) Uiso 1 1 d . . . . .
C1 C 0.34816(10) 0.72036(13) 0.65708(6) 0.0173(2) Uani 1 1 d . . . . .
H1A H 0.334625 0.697598 0.611630 0.021 Uiso 1 1 calc R U . . .
C2 C 0.28643(10) 0.82010(13) 0.68661(6) 0.0162(2) Uani 1 1 d . . . . .
C3 C 0.30674(12) 0.86914(18) 0.75686(7) 0.0269(3) Uani 1 1 d . . . . .
H3AA H 0.346086 0.956708 0.755636 0.040 Uiso 0.58(3) 1 calc R U P A 1
H3AB H 0.350218 0.800691 0.780945 0.040 Uiso 0.58(3) 1 calc R U P A 1
H3AC H 0.237165 0.881962 0.779751 0.040 Uiso 0.58(3) 1 calc R U P A 1
H3BD H 0.277(3) 0.956(4) 0.7665(16) 0.008(10) Uiso 0.42(3) 1 d . . P A 2
H3BE H 0.249(5) 0.810(8) 0.791(3) 0.09(2) Uiso 0.42(3) 1 d . . P A 2
H3BF H 0.378(3) 0.842(4) 0.7770(16) 0.008(9) Uiso 0.42(3) 1 d . . P A 2
C4 C 0.16385(10) 0.85670(13) 0.59051(6) 0.0166(2) Uani 1 1 d . . . . .
C5 C 0.20152(10) 0.93776(14) 0.53739(6) 0.0192(2) Uani 1 1 d . . . . .
C6 C 0.15702(11) 0.91475(16) 0.47400(7) 0.0254(3) Uani 1 1 d . . . . .
H6 H 0.180045 0.969473 0.437329 0.030 Uiso 1 1 calc R U . . .
C7 C 0.07984(12) 0.81322(17) 0.46399(7) 0.0287(3) Uani 1 1 d . . . . .
H7 H 0.050451 0.798711 0.420605 0.034 Uiso 1 1 calc R U . . .
C8 C 0.04531(12) 0.73279(16) 0.51689(7) 0.0263(3) Uani 1 1 d . . . . .
H8 H -0.006603 0.662217 0.509200 0.032 Uiso 1 1 calc R U . . .
C9 C 0.08558(10) 0.75374(14) 0.58135(6) 0.0196(2) Uani 1 1 d . . . . .
C10 C 0.28425(11) 1.05048(15) 0.54953(6) 0.0224(3) Uani 1 1 d . . . . .
H10 H 0.333127 1.019415 0.586569 0.027 Uiso 1 1 calc R U . . .
C11 C 0.22827(14) 1.18242(18) 0.57239(9) 0.0375(4) Uani 1 1 d . . . . .
H11A H 0.184180 1.163236 0.612037 0.056 Uiso 1 1 calc R U . . .
H11B H 0.181439 1.216962 0.536433 0.056 Uiso 1 1 calc R U . . .
H11C H 0.283281 1.251753 0.583355 0.056 Uiso 1 1 calc R U . . .
C12 C 0.35516(14) 1.07956(18) 0.48864(8) 0.0335(3) Uani 1 1 d . . . . .
H12A H 0.389556 0.994029 0.473757 0.050 Uiso 1 1 calc R U . . .
H12B H 0.411400 1.146581 0.500598 0.050 Uiso 1 1 calc R U . . .
H12C H 0.310046 1.116742 0.452483 0.050 Uiso 1 1 calc R U . . .
C13 C 0.04078(11) 0.67358(15) 0.64009(7) 0.0233(3) Uani 1 1 d . . . . .
H13 H 0.097887 0.671924 0.675723 0.028 Uiso 1 1 calc R U . . .
C14 C -0.05854(14) 0.74889(19) 0.66831(8) 0.0366(4) Uani 1 1 d . . . . .
H14A H -0.038055 0.842931 0.680627 0.055 Uiso 1 1 calc R U . . .
H14B H -0.084966 0.700186 0.707966 0.055 Uiso 1 1 calc R U . . .
H14C H -0.116067 0.751674 0.634385 0.055 Uiso 1 1 calc R U . . .
C15 C 0.01215(14) 0.52475(16) 0.62310(8) 0.0318(3) Uani 1 1 d . . . . .
H15A H -0.048836 0.523261 0.591519 0.048 Uiso 1 1 calc R U . . .
H15B H -0.008316 0.475872 0.664020 0.048 Uiso 1 1 calc R U . . .
H15C H 0.075226 0.479655 0.602859 0.048 Uiso 1 1 calc R U . . .
C16 C 0.55740(10) 0.75361(13) 0.72266(6) 0.0165(2) Uani 1 1 d . . . . .
C17 C 0.57950(11) 0.87234(14) 0.68605(6) 0.0206(2) Uani 1 1 d . . . . .
H17 H 0.536939 0.893858 0.647778 0.025 Uiso 1 1 calc R U . . .
C18 C 0.66340(12) 0.95920(16) 0.70529(7) 0.0263(3) Uani 1 1 d . . . . .
H18 H 0.678803 1.039260 0.679800 0.032 Uiso 1 1 calc R U . . .
C19 C 0.72483(11) 0.92927(16) 0.76170(7) 0.0272(3) Uani 1 1 d . . . . .
H19 H 0.782074 0.989024 0.774861 0.033 Uiso 1 1 calc R U . . .
C20 C 0.70288(11) 0.81280(16) 0.79871(7) 0.0256(3) Uani 1 1 d . . . . .
H20 H 0.744642 0.792976 0.837531 0.031 Uiso 1 1 calc R U . . .
C21 C 0.61992(10) 0.72455(14) 0.77935(6) 0.0197(2) Uani 1 1 d . . . . .
H21 H 0.605581 0.644050 0.804745 0.024 Uiso 1 1 calc R U . . .
C22 C 0.51298(10) 0.51912(14) 0.63919(6) 0.0183(2) Uani 1 1 d . . . . .
C23 C 0.57815(13) 0.56733(16) 0.58745(7) 0.0298(3) Uani 1 1 d . . . . .
H23 H 0.590170 0.663270 0.582462 0.036 Uiso 1 1 calc R U . . .
C24 C 0.62570(15) 0.47532(18) 0.54307(8) 0.0368(4) Uani 1 1 d . . . . .
H24 H 0.670450 0.508717 0.508011 0.044 Uiso 1 1 calc R U . . .
C25 C 0.60829(13) 0.33589(17) 0.54964(8) 0.0327(3) Uani 1 1 d . . . . .
H25 H 0.640596 0.273487 0.519028 0.039 Uiso 1 1 calc R U . . .
C26 C 0.54393(13) 0.28738(16) 0.60070(8) 0.0301(3) Uani 1 1 d . . . . .
H26 H 0.531620 0.191373 0.605090 0.036 Uiso 1 1 calc R U . . .
C27 C 0.49684(11) 0.37825(15) 0.64591(7) 0.0246(3) Uani 1 1 d . . . . .
H27 H 0.453555 0.343961 0.681464 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
P1 O1 1.4949(10) . ?
P1 C1 1.7539(12) . ?
P1 C16 1.8102(13) . ?
P1 C22 1.8136(13) . ?
N1 H1 0.887(18) . ?
N1 C2 1.3487(15) . ?
N1 C4 1.4343(15) . ?
C1 H1A 0.9500 . ?
C1 C2 1.3672(18) . ?
C2 C3 1.5043(17) . ?
C3 H3AA 0.9800 . ?
C3 H3AB 0.9800 . ?
C3 H3AC 0.9800 . ?
C3 H3BD 0.94(4) . ?
C3 H3BE 1.14(7) . ?
C3 H3BF 1.00(3) . ?
C4 C5 1.4028(18) . ?
C4 C9 1.4012(18) . ?
C5 C6 1.3981(17) . ?
C5 C10 1.5154(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.383(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.3954(18) . ?
C9 C13 1.5150(19) . ?
C10 H10 1.0000 . ?
C10 C11 1.527(2) . ?
C10 C12 1.526(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.534(2) . ?
C13 C15 1.528(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3944(18) . ?
C16 C21 1.3979(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.3879(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.380(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.3882(19) . ?
C21 H21 0.9500 . ?
C22 C23 1.3922(19) . ?
C22 C27 1.3909(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.379(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.377(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.392(2) . ?
C27 H27 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
O1 P1 C1 117.63(6) . . ?
O1 P1 C16 108.39(6) . . ?
O1 P1 C22 110.15(6) . . ?
C1 P1 C16 109.20(6) . . ?
C1 P1 C22 105.60(6) . . ?
C16 P1 C22 105.16(6) . . ?
C2 N1 H1 116.9(11) . . ?
C2 N1 C4 124.81(11) . . ?
C4 N1 H1 117.9(11) . . ?
P1 C1 H1A 118.8 . . ?
C2 C1 P1 122.32(9) . . ?
C2 C1 H1A 118.8 . . ?
N1 C2 C1 124.54(11) . . ?
N1 C2 C3 112.97(11) . . ?
C1 C2 C3 122.49(11) . . ?
C2 C3 H3AA 109.5 . . ?
C2 C3 H3AB 109.5 . . ?
C2 C3 H3AC 109.5 . . ?
C2 C3 H3BD 114.3(19) . . ?
C2 C3 H3BE 107(3) . . ?
C2 C3 H3BF 115.9(19) . . ?
H3AA C3 H3AB 109.5 . . ?
H3AA C3 H3AC 109.5 . . ?
H3AB C3 H3AC 109.5 . . ?
H3BD C3 H3BE 95(4) . . ?
H3BD C3 H3BF 120(3) . . ?
H3BE C3 H3BF 100(4) . . ?
C5 C4 N1 118.75(11) . . ?
C9 C4 N1 119.11(11) . . ?
C9 C4 C5 122.06(11) . . ?
C4 C5 C10 120.55(11) . . ?
C6 C5 C4 117.88(12) . . ?
C6 C5 C10 121.52(12) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.83(13) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.30(12) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 121.01(13) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 C13 121.17(11) . . ?
C8 C9 C4 117.89(12) . . ?
C8 C9 C13 120.83(12) . . ?
C5 C10 H10 107.6 . . ?
C5 C10 C11 110.64(12) . . ?
C5 C10 C12 113.04(11) . . ?
C11 C10 H10 107.6 . . ?
C12 C10 H10 107.6 . . ?
C12 C10 C11 110.02(13) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.7 . . ?
C9 C13 C14 109.36(12) . . ?
C9 C13 C15 113.53(12) . . ?
C14 C13 H13 107.7 . . ?
C15 C13 H13 107.7 . . ?
C15 C13 C14 110.53(13) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 123.18(9) . . ?
C17 C16 C21 119.06(12) . . ?
C21 C16 P1 117.75(10) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.29(12) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.09(14) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.09(13) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.16(13) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.30(13) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 P1 122.43(11) . . ?
C27 C22 P1 118.45(10) . . ?
C27 C22 C23 119.09(13) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.13(15) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.41(16) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.81(14) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.36(15) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 C26 120.19(14) . . ?
C22 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O1 0.887(18) 1.887(18) 2.7719(14) 175.3(17) 2_556 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C1 C2 N1 -176.49(10) . . . . ?
P1 C1 C2 C3 4.00(19) . . . . ?
P1 C16 C17 C18 -178.68(11) . . . . ?
P1 C16 C21 C20 179.47(10) . . . . ?
P1 C22 C23 C24 178.31(12) . . . . ?
P1 C22 C27 C26 -179.11(10) . . . . ?
O1 P1 C1 C2 59.45(13) . . . . ?
O1 P1 C16 C17 -157.39(11) . . . . ?
O1 P1 C16 C21 23.06(12) . . . . ?
O1 P1 C22 C23 -160.25(11) . . . . ?
O1 P1 C22 C27 17.71(12) . . . . ?
N1 C4 C5 C6 -175.57(12) . . . . ?
N1 C4 C5 C10 1.85(18) . . . . ?
N1 C4 C9 C8 176.87(12) . . . . ?
N1 C4 C9 C13 0.61(18) . . . . ?
C1 P1 C16 C17 -28.10(13) . . . . ?
C1 P1 C16 C21 152.36(10) . . . . ?
C1 P1 C22 C23 71.78(12) . . . . ?
C1 P1 C22 C27 -110.26(11) . . . . ?
C2 N1 C4 C5 -95.68(16) . . . . ?
C2 N1 C4 C9 87.55(16) . . . . ?
C4 N1 C2 C1 2.0(2) . . . . ?
C4 N1 C2 C3 -178.43(12) . . . . ?
C4 C5 C6 C7 -1.3(2) . . . . ?
C4 C5 C10 C11 -84.03(16) . . . . ?
C4 C5 C10 C12 152.07(13) . . . . ?
C4 C9 C13 C14 89.10(15) . . . . ?
C4 C9 C13 C15 -146.96(13) . . . . ?
C5 C4 C9 C8 0.2(2) . . . . ?
C5 C4 C9 C13 -176.05(12) . . . . ?
C5 C6 C7 C8 0.1(2) . . . . ?
C6 C5 C10 C11 93.29(16) . . . . ?
C6 C5 C10 C12 -30.61(19) . . . . ?
C6 C7 C8 C9 1.3(2) . . . . ?
C7 C8 C9 C4 -1.4(2) . . . . ?
C7 C8 C9 C13 174.86(14) . . . . ?
C8 C9 C13 C14 -87.05(16) . . . . ?
C8 C9 C13 C15 36.89(19) . . . . ?
C9 C4 C5 C6 1.10(19) . . . . ?
C9 C4 C5 C10 178.51(12) . . . . ?
C10 C5 C6 C7 -178.65(14) . . . . ?
C16 P1 C1 C2 -64.57(12) . . . . ?
C16 P1 C22 C23 -43.66(13) . . . . ?
C16 P1 C22 C27 134.30(10) . . . . ?
C16 C17 C18 C19 -0.9(2) . . . . ?
C17 C16 C21 C20 -0.09(19) . . . . ?
C17 C18 C19 C20 0.2(2) . . . . ?
C18 C19 C20 C21 0.6(2) . . . . ?
C19 C20 C21 C16 -0.6(2) . . . . ?
C21 C16 C17 C18 0.85(19) . . . . ?
C22 P1 C1 C2 -177.20(11) . . . . ?
C22 P1 C16 C17 84.82(12) . . . . ?
C22 P1 C16 C21 -94.72(11) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C22 C27 C26 -1.1(2) . . . . ?
C23 C24 C25 C26 -0.4(3) . . . . ?
C24 C25 C26 C27 -0.3(2) . . . . ?
C25 C26 C27 C22 1.1(2) . . . . ?
C27 C22 C23 C24 0.4(2) . . . . ?

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

data_mo_2020_10_07_jdm_tg204_se_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2337482'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H32 N P S'
_chemical_formula_sum            'C27 H32 N P S'
_chemical_formula_weight         433.56
_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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.9711(4)
_cell_length_b                   23.6926(10)
_cell_length_c                   12.4579(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.367(2)
_cell_angle_gamma                90
_cell_volume                     2482.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9714
_cell_measurement_temperature    125
_cell_measurement_theta_max      33.14
_cell_measurement_theta_min      2.572
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.936
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0713 before and 0.0480 after correction.
The Ratio of minimum to maximum transmission is 0.9311.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Shard
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            128850
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.156
_diffrn_reflns_theta_min         1.944
_diffrn_ambient_temperature      125
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8604
_reflns_number_total             9447
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         9447
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0321
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0485P)²+0.6217P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0930
_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 Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C)
;
_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
S1 S 0.56475(3) 0.29502(2) 0.68254(2) 0.02445(5) Uani 1 1 d . . . . .
P1 P 0.52456(2) 0.25738(2) 0.53546(2) 0.01651(5) Uani 1 1 d . . . . .
N1 N 0.36948(8) 0.36205(3) 0.34139(6) 0.01859(11) Uani 1 1 d . . . . .
C1 C 0.58473(9) 0.30013(3) 0.43463(7) 0.01927(13) Uani 1 1 d . . . . .
H1A H 0.701846 0.304322 0.464222 0.023 Uiso 1 1 calc R U . . .
H1B H 0.554430 0.280212 0.360239 0.023 Uiso 1 1 calc R U . . .
C2 C 0.50899(9) 0.35816(3) 0.41606(7) 0.01871(12) Uani 1 1 d . . . . .
C3 C 0.60557(10) 0.40529(4) 0.48806(8) 0.02766(16) Uani 1 1 d . . . . .
H3A H 0.546175 0.440757 0.467590 0.041 Uiso 1 1 calc R U . . .
H3B H 0.706310 0.408774 0.474329 0.041 Uiso 1 1 calc R U . . .
H3C H 0.627164 0.397062 0.569170 0.041 Uiso 1 1 calc R U . . .
C4 C 0.28414(8) 0.41382(3) 0.32201(7) 0.01815(12) Uani 1 1 d . . . . .
C5 C 0.21077(9) 0.43257(3) 0.39909(7) 0.02078(13) Uani 1 1 d . . . . .
C6 C 0.11746(10) 0.48140(4) 0.37079(8) 0.02517(15) Uani 1 1 d . . . . .
H6 H 0.067878 0.494860 0.421917 0.030 Uiso 1 1 calc R U . . .
C7 C 0.09551(10) 0.51066(3) 0.26999(8) 0.02624(15) Uani 1 1 d . . . . .
H7 H 0.032274 0.543879 0.252762 0.031 Uiso 1 1 calc R U . . .
C8 C 0.16691(10) 0.49096(3) 0.19425(7) 0.02293(14) Uani 1 1 d . . . . .
H8 H 0.151035 0.510883 0.124961 0.028 Uiso 1 1 calc R U . . .
C9 C 0.26136(9) 0.44251(3) 0.21813(7) 0.01923(12) Uani 1 1 d . . . . .
C10 C 0.22453(11) 0.40053(4) 0.50801(8) 0.02632(15) Uani 1 1 d . . . . .
H10 H 0.300013 0.368478 0.515507 0.032 Uiso 1 1 calc R U . . .
C11 C 0.29136(14) 0.43737(5) 0.61548(9) 0.0386(2) Uani 1 1 d . . . . .
H11A H 0.394937 0.452577 0.619932 0.058 Uiso 1 1 calc R U . . .
H11B H 0.303935 0.414491 0.683617 0.058 Uiso 1 1 calc R U . . .
H11C H 0.217900 0.468563 0.611526 0.058 Uiso 1 1 calc R U . . .
C12 C 0.06349(14) 0.37549(5) 0.49961(11) 0.0408(2) Uani 1 1 d . . . . .
H12A H 0.074678 0.354681 0.569983 0.061 Uiso 1 1 calc R U . . .
H12B H 0.026765 0.349766 0.434007 0.061 Uiso 1 1 calc R U . . .
H12C H -0.014022 0.405981 0.489464 0.061 Uiso 1 1 calc R U . . .
C13 C 0.34337(10) 0.42159(3) 0.13759(7) 0.02305(14) Uani 1 1 d . . . . .
H13 H 0.359122 0.379965 0.149575 0.028 Uiso 1 1 calc R U . . .
C14 C 0.50852(12) 0.44855(5) 0.16869(10) 0.0350(2) Uani 1 1 d . . . . .
H14A H 0.497486 0.489642 0.160836 0.053 Uiso 1 1 calc R U . . .
H14B H 0.561125 0.434239 0.117172 0.053 Uiso 1 1 calc R U . . .
H14C H 0.572447 0.439000 0.247921 0.053 Uiso 1 1 calc R U . . .
C15 C 0.24760(13) 0.43113(4) 0.01050(8) 0.03278(19) Uani 1 1 d . . . . .
H15A H 0.139351 0.416691 -0.006926 0.049 Uiso 1 1 calc R U . . .
H15B H 0.298781 0.411199 -0.036312 0.049 Uiso 1 1 calc R U . . .
H15C H 0.243418 0.471605 -0.006517 0.049 Uiso 1 1 calc R U . . .
C16 C 0.63859(8) 0.19301(3) 0.54619(6) 0.01808(12) Uani 1 1 d . . . . .
C17 C 0.76315(9) 0.17990(4) 0.64698(7) 0.02284(14) Uani 1 1 d . . . . .
H17 H 0.783924 0.203128 0.712743 0.027 Uiso 1 1 calc R U . . .
C18 C 0.85735(10) 0.13237(4) 0.65074(8) 0.02702(16) Uani 1 1 d . . . . .
H18 H 0.942195 0.123281 0.719283 0.032 Uiso 1 1 calc R U . . .
C19 C 0.82734(10) 0.09849(4) 0.55485(8) 0.02636(16) Uani 1 1 d . . . . .
H19 H 0.892607 0.066563 0.557566 0.032 Uiso 1 1 calc R U . . .
C20 C 0.70214(11) 0.11105(4) 0.45471(8) 0.02547(15) Uani 1 1 d . . . . .
H20 H 0.681467 0.087639 0.389219 0.031 Uiso 1 1 calc R U . . .
C21 C 0.60708(10) 0.15803(3) 0.45059(7) 0.02177(13) Uani 1 1 d . . . . .
H21 H 0.520491 0.166315 0.382526 0.026 Uiso 1 1 calc R U . . .
C22 C 0.31778(8) 0.23824(3) 0.46547(6) 0.01779(12) Uani 1 1 d . . . . .
C23 C 0.24840(10) 0.23281(4) 0.34671(7) 0.02572(15) Uani 1 1 d . . . . .
H23 H 0.309201 0.240226 0.299246 0.031 Uiso 1 1 calc R U . . .
C24 C 0.08990(11) 0.21650(5) 0.29811(8) 0.03275(19) Uani 1 1 d . . . . .
H24 H 0.042781 0.212922 0.217335 0.039 Uiso 1 1 calc R U . . .
C25 C 0.00036(11) 0.20544(4) 0.36660(10) 0.0336(2) Uani 1 1 d . . . . .
H25 H -0.107611 0.194205 0.332832 0.040 Uiso 1 1 calc R U . . .
C26 C 0.06840(12) 0.21078(4) 0.48426(10) 0.03331(19) Uani 1 1 d . . . . .
H26 H 0.006970 0.203276 0.531245 0.040 Uiso 1 1 calc R U . . .
C27 C 0.22675(10) 0.22714(4) 0.53395(8) 0.02555(15) Uani 1 1 d . . . . .
H27 H 0.273005 0.230761 0.614773 0.031 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
S1 P1 1.9552(3) . ?
P1 C1 1.8350(8) . ?
P1 C16 1.8152(7) . ?
P1 C22 1.8114(8) . ?
N1 C2 1.2767(10) . ?
N1 C4 1.4213(9) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.5151(10) . ?
C2 C3 1.5037(11) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.4116(10) . ?
C4 C9 1.4123(11) . ?
C5 C6 1.3993(11) . ?
C5 C10 1.5219(12) . ?
C6 H6 0.9500 . ?
C6 C7 1.3871(13) . ?
C7 H7 0.9500 . ?
C7 C8 1.3926(12) . ?
C8 H8 0.9500 . ?
C8 C9 1.3959(10) . ?
C9 C13 1.5191(11) . ?
C10 H10 1.0000 . ?
C10 C11 1.5346(14) . ?
C10 C12 1.5313(14) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.5343(13) . ?
C13 C15 1.5327(13) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3947(10) . ?
C16 C21 1.3968(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.3989(12) . ?
C18 H18 0.9500 . ?
C18 C19 1.3856(14) . ?
C19 H19 0.9500 . ?
C19 C20 1.3896(13) . ?
C20 H20 0.9500 . ?
C20 C21 1.3921(11) . ?
C21 H21 0.9500 . ?
C22 C23 1.3971(11) . ?
C22 C27 1.3961(11) . ?
C23 H23 0.9500 . ?
C23 C24 1.3923(12) . ?
C24 H24 0.9500 . ?
C24 C25 1.3853(15) . ?
C25 H25 0.9500 . ?
C25 C26 1.3836(16) . ?
C26 H26 0.9500 . ?
C26 C27 1.3925(13) . ?
C27 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 S1 112.80(3) . . ?
C16 P1 S1 113.50(3) . . ?
C16 P1 C1 102.81(3) . . ?
C22 P1 S1 112.91(3) . . ?
C22 P1 C1 107.74(3) . . ?
C22 P1 C16 106.35(3) . . ?
C2 N1 C4 121.31(6) . . ?
P1 C1 H1A 109.1 . . ?
P1 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 P1 112.47(5) . . ?
C2 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
N1 C2 C1 116.78(7) . . ?
N1 C2 C3 126.59(7) . . ?
C3 C2 C1 116.62(7) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 120.48(7) . . ?
C5 C4 C9 121.25(7) . . ?
C9 C4 N1 117.94(7) . . ?
C4 C5 C10 122.50(7) . . ?
C6 C5 C4 117.93(7) . . ?
C6 C5 C10 119.53(7) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.69(8) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 120.3 . . ?
C6 C7 C8 119.47(7) . . ?
C8 C7 H7 120.3 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.29(8) . . ?
C9 C8 H8 119.4 . . ?
C4 C9 C13 119.95(7) . . ?
C8 C9 C4 118.34(7) . . ?
C8 C9 C13 121.68(7) . . ?
C5 C10 H10 107.7 . . ?
C5 C10 C11 112.34(8) . . ?
C5 C10 C12 110.52(8) . . ?
C11 C10 H10 107.7 . . ?
C12 C10 H10 107.7 . . ?
C12 C10 C11 110.66(9) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.4 . . ?
C9 C13 C14 110.15(7) . . ?
C9 C13 C15 114.07(7) . . ?
C14 C13 H13 107.4 . . ?
C15 C13 H13 107.4 . . ?
C15 C13 C14 110.14(8) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 120.52(6) . . ?
C17 C16 C21 119.77(7) . . ?
C21 C16 P1 119.61(5) . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.66(8) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.24(8) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.25(7) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.85(8) . . ?
C21 C20 H20 120.1 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.22(7) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 P1 122.48(6) . . ?
C27 C22 P1 118.15(6) . . ?
C27 C22 C23 119.35(7) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.81(8) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.53(9) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 119.91(8) . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.14(9) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 H27 119.9 . . ?
C26 C27 C22 120.26(8) . . ?
C26 C27 H27 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
S1 P1 C1 C2 -54.70(6) . . . . ?
S1 P1 C16 C17 -11.80(7) . . . . ?
S1 P1 C16 C21 171.88(5) . . . . ?
S1 P1 C22 C23 153.31(6) . . . . ?
S1 P1 C22 C27 -28.43(7) . . . . ?
P1 C1 C2 N1 -84.38(8) . . . . ?
P1 C1 C2 C3 95.28(7) . . . . ?
P1 C16 C17 C18 -175.13(6) . . . . ?
P1 C16 C21 C20 174.64(6) . . . . ?
P1 C22 C23 C24 178.28(7) . . . . ?
P1 C22 C27 C26 -178.27(7) . . . . ?
N1 C4 C5 C6 -174.82(7) . . . . ?
N1 C4 C5 C10 2.76(11) . . . . ?
N1 C4 C9 C8 174.93(7) . . . . ?
N1 C4 C9 C13 -7.14(10) . . . . ?
C1 P1 C16 C17 110.36(7) . . . . ?
C1 P1 C16 C21 -65.97(7) . . . . ?
C1 P1 C22 C23 28.08(8) . . . . ?
C1 P1 C22 C27 -153.66(6) . . . . ?
C2 N1 C4 C5 -77.01(9) . . . . ?
C2 N1 C4 C9 109.46(8) . . . . ?
C4 N1 C2 C1 176.35(6) . . . . ?
C4 N1 C2 C3 -3.27(12) . . . . ?
C4 C5 C6 C7 0.54(12) . . . . ?
C4 C5 C10 C11 123.91(9) . . . . ?
C4 C5 C10 C12 -111.96(9) . . . . ?
C4 C9 C13 C14 -88.46(9) . . . . ?
C4 C9 C13 C15 147.10(8) . . . . ?
C5 C4 C9 C8 1.45(11) . . . . ?
C5 C4 C9 C13 179.39(7) . . . . ?
C5 C6 C7 C8 0.45(13) . . . . ?
C6 C5 C10 C11 -58.55(11) . . . . ?
C6 C5 C10 C12 65.58(11) . . . . ?
C6 C7 C8 C9 -0.51(13) . . . . ?
C7 C8 C9 C4 -0.42(12) . . . . ?
C7 C8 C9 C13 -178.32(8) . . . . ?
C8 C9 C13 C14 89.41(9) . . . . ?
C8 C9 C13 C15 -35.04(11) . . . . ?
C9 C4 C5 C6 -1.51(11) . . . . ?
C9 C4 C5 C10 176.07(7) . . . . ?
C10 C5 C6 C7 -177.11(8) . . . . ?
C16 P1 C1 C2 -177.33(5) . . . . ?
C16 P1 C22 C23 -81.58(7) . . . . ?
C16 P1 C22 C27 96.68(7) . . . . ?
C16 C17 C18 C19 0.09(13) . . . . ?
C17 C16 C21 C20 -1.71(12) . . . . ?
C17 C18 C19 C20 -0.87(13) . . . . ?
C18 C19 C20 C21 0.35(13) . . . . ?
C19 C20 C21 C16 0.94(13) . . . . ?
C21 C16 C17 C18 1.19(12) . . . . ?
C22 P1 C1 C2 70.60(6) . . . . ?
C22 P1 C16 C17 -136.55(6) . . . . ?
C22 P1 C16 C21 47.13(7) . . . . ?
C22 C23 C24 C25 -0.17(15) . . . . ?
C23 C22 C27 C26 0.05(13) . . . . ?
C23 C24 C25 C26 0.22(16) . . . . ?
C24 C25 C26 C27 -0.13(16) . . . . ?
C25 C26 C27 C22 -0.01(15) . . . . ?
C27 C22 C23 C24 0.04(13) . . . . ?

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

data_mo_2021_4_06_jdm_tg253oin_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2337487'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H37 In N O P'
_chemical_formula_sum            'C29 H37 In N O P'
_chemical_formula_weight         561.38
_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'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.6720(5)
_cell_length_b                   17.5977(8)
_cell_length_c                   18.1245(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.677(2)
_cell_angle_gamma                90
_cell_volume                     2752.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9018
_cell_measurement_temperature    125
_cell_measurement_theta_max      27.11
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.683
_exptl_absorpt_coefficient_mu    0.937
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6443
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1337 before and 0.0466 after correction.
The Ratio of minimum to maximum transmission is 0.8643.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            95735
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.083
_diffrn_reflns_theta_min         2.315
_diffrn_ambient_temperature      125
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.929
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                11946
_reflns_number_total             12036
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.785
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 5696 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     609
_refine_ls_number_reflns         12036
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0160
_refine_ls_R_factor_gt           0.0158
_refine_ls_restrained_S_all      1.071
_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)+(0.0265P)²+0.4217P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0416
_refine_ls_wR_factor_ref         0.0417
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C39(H39), C42(H42)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C30(H30), C35(H35),
  C36(H36), C37(H37), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50),
 C52(H52), C53(H53), C54(H54), C55(H55), C56(H56)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C32(H32A,
 H32B,H32C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C43(H43A,H43B,H43C),
 C44(H44A,H44B,H44C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C)
;
_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
In1 In 0.76456(2) 0.28080(2) 0.60217(2) 0.01665(4) Uani 1 1 d . . . . .
P1 P 0.82761(6) 0.27320(3) 0.43100(3) 0.01785(11) Uani 1 1 d . . . . .
O1 O 0.90081(18) 0.29199(10) 0.50884(9) 0.0229(3) Uani 1 1 d . . . . .
N1 N 0.5532(2) 0.30313(10) 0.52892(10) 0.0167(4) Uani 1 1 d . . . . .
C1 C 0.6406(3) 0.23720(12) 0.42502(13) 0.0195(4) Uani 1 1 d . . . . .
H1 H 0.616398 0.196036 0.391981 0.023 Uiso 1 1 calc R U . . .
C2 C 0.5236(2) 0.26438(11) 0.46521(12) 0.0172(4) Uani 1 1 d . . . . .
C3 C 0.3570(3) 0.24680(14) 0.43653(13) 0.0222(5) Uani 1 1 d . . . . .
H3A H 0.311043 0.213514 0.471775 0.033 Uiso 1 1 calc R U . . .
H3B H 0.354695 0.221305 0.388359 0.033 Uiso 1 1 calc R U . . .
H3C H 0.297756 0.294216 0.430940 0.033 Uiso 1 1 calc R U . . .
C4 C 0.4305(3) 0.34399(13) 0.55920(12) 0.0187(4) Uani 1 1 d . . . . .
C5 C 0.4075(3) 0.42107(14) 0.53939(13) 0.0219(4) Uani 1 1 d . . . . .
C6 C 0.2866(3) 0.46037(14) 0.56805(15) 0.0276(5) Uani 1 1 d . . . . .
H6 H 0.265886 0.511468 0.553319 0.033 Uiso 1 1 calc R U . . .
C7 C 0.1963(3) 0.42597(16) 0.61769(15) 0.0313(6) Uani 1 1 d . . . . .
H7 H 0.115028 0.453701 0.636778 0.038 Uiso 1 1 calc R U . . .
C8 C 0.2241(3) 0.35189(16) 0.63932(14) 0.0282(5) Uani 1 1 d . . . . .
H8 H 0.163230 0.329410 0.674287 0.034 Uiso 1 1 calc R U . . .
C9 C 0.3405(3) 0.30904(13) 0.61067(13) 0.0211(4) Uani 1 1 d . . . . .
C10 C 0.5114(3) 0.46051(13) 0.48817(14) 0.0255(5) Uani 1 1 d . . . . .
H10 H 0.611643 0.432027 0.491196 0.031 Uiso 1 1 calc R U . . .
C11 C 0.4415(4) 0.45874(16) 0.40718(15) 0.0380(6) Uani 1 1 d . . . . .
H11A H 0.428980 0.405880 0.390668 0.057 Uiso 1 1 calc R U . . .
H11B H 0.510664 0.485303 0.376174 0.057 Uiso 1 1 calc R U . . .
H11C H 0.340241 0.483918 0.402900 0.057 Uiso 1 1 calc R U . . .
C12 C 0.5483(3) 0.54289(15) 0.51200(16) 0.0334(6) Uani 1 1 d . . . . .
H12A H 0.454067 0.573744 0.503930 0.050 Uiso 1 1 calc R U . . .
H12B H 0.627558 0.563476 0.482583 0.050 Uiso 1 1 calc R U . . .
H12C H 0.586794 0.543968 0.564683 0.050 Uiso 1 1 calc R U . . .
C13 C 0.3685(3) 0.22780(14) 0.63603(14) 0.0250(5) Uani 1 1 d . . . . .
H13 H 0.442149 0.204137 0.603624 0.030 Uiso 1 1 calc R U . . .
C14 C 0.2187(3) 0.18049(17) 0.62879(17) 0.0371(6) Uani 1 1 d . . . . .
H14A H 0.151243 0.197425 0.665889 0.056 Uiso 1 1 calc R U . . .
H14B H 0.244229 0.126690 0.636832 0.056 Uiso 1 1 calc R U . . .
H14C H 0.165011 0.187219 0.579047 0.056 Uiso 1 1 calc R U . . .
C15 C 0.4446(3) 0.22596(19) 0.71621(15) 0.0374(6) Uani 1 1 d . . . . .
H15A H 0.542451 0.254227 0.719390 0.056 Uiso 1 1 calc R U . . .
H15B H 0.465077 0.173157 0.731324 0.056 Uiso 1 1 calc R U . . .
H15C H 0.374971 0.249336 0.749081 0.056 Uiso 1 1 calc R U . . .
C16 C 0.8383(3) 0.35782(13) 0.37512(13) 0.0229(4) Uani 1 1 d . . . . .
C17 C 0.7389(3) 0.36853(16) 0.31060(15) 0.0329(5) Uani 1 1 d . . . . .
H17 H 0.661482 0.331697 0.296392 0.040 Uiso 1 1 calc R U . . .
C18 C 0.7522(4) 0.43248(18) 0.26713(17) 0.0442(7) Uani 1 1 d . . . . .
H18 H 0.683954 0.439295 0.223293 0.053 Uiso 1 1 calc R U . . .
C19 C 0.8640(4) 0.48623(17) 0.2872(2) 0.0475(8) Uani 1 1 d . . . . .
H19 H 0.872805 0.530018 0.257296 0.057 Uiso 1 1 calc R U . . .
C20 C 0.9640(4) 0.47640(17) 0.3513(2) 0.0478(8) Uani 1 1 d . . . . .
H20 H 1.041081 0.513485 0.365130 0.057 Uiso 1 1 calc R U . . .
C21 C 0.9513(3) 0.41232(15) 0.39539(17) 0.0338(6) Uani 1 1 d . . . . .
H21 H 1.019639 0.405727 0.439220 0.041 Uiso 1 1 calc R U . . .
C22 C 0.9436(2) 0.20291(13) 0.38922(12) 0.0190(4) Uani 1 1 d . . . . .
C23 C 0.9787(3) 0.13660(13) 0.43033(13) 0.0224(4) Uani 1 1 d . . . . .
H23 H 0.940087 0.130113 0.477189 0.027 Uiso 1 1 calc R U . . .
C24 C 1.0693(3) 0.08051(14) 0.40287(14) 0.0250(5) Uani 1 1 d . . . . .
H24 H 1.092935 0.035738 0.431033 0.030 Uiso 1 1 calc R U . . .
C25 C 1.1262(3) 0.08949(14) 0.33396(14) 0.0253(5) Uani 1 1 d . . . . .
H25 H 1.188262 0.050887 0.315253 0.030 Uiso 1 1 calc R U . . .
C26 C 1.0919(3) 0.15464(14) 0.29302(13) 0.0252(5) Uani 1 1 d . . . . .
H26 H 1.130561 0.160645 0.246119 0.030 Uiso 1 1 calc R U . . .
C27 C 1.0011(3) 0.21162(12) 0.32008(13) 0.0214(4) Uani 1 1 d . . . . .
H27 H 0.978084 0.256307 0.291703 0.026 Uiso 1 1 calc R U . . .
C28 C 0.7808(3) 0.16028(14) 0.62178(14) 0.0256(5) Uani 1 1 d . . . . .
H28A H 0.727604 0.133108 0.579438 0.038 Uiso 1 1 calc R U . . .
H28B H 0.732106 0.147705 0.666777 0.038 Uiso 1 1 calc R U . . .
H28C H 0.890071 0.145160 0.628063 0.038 Uiso 1 1 calc R U . . .
C29 C 0.7948(3) 0.37959(14) 0.67174(14) 0.0264(5) Uani 1 1 d . . . . .
H29A H 0.901744 0.381445 0.694866 0.040 Uiso 1 1 calc R U . . .
H29B H 0.723469 0.377039 0.710371 0.040 Uiso 1 1 calc R U . . .
H29C H 0.772891 0.425352 0.641702 0.040 Uiso 1 1 calc R U . . .
In2 In 0.41226(2) 0.69522(2) 1.06335(2) 0.02101(4) Uani 1 1 d . . . . .
P2 P 0.48086(7) 0.72847(3) 0.89689(3) 0.01942(11) Uani 1 1 d . . . . .
O2 O 0.55820(19) 0.70667(10) 0.97331(9) 0.0245(4) Uani 1 1 d . . . . .
N2 N 0.2071(2) 0.67386(11) 0.98394(10) 0.0201(4) Uani 1 1 d . . . . .
C30 C 0.2915(3) 0.76181(13) 0.89461(13) 0.0212(4) Uani 1 1 d . . . . .
H30 H 0.265914 0.807985 0.869139 0.025 Uiso 1 1 calc R U . . .
C31 C 0.1752(3) 0.72404(13) 0.92839(13) 0.0204(4) Uani 1 1 d . . . . .
C32 C 0.0081(3) 0.74135(16) 0.90235(14) 0.0278(5) Uani 1 1 d . . . . .
H32A H -0.041368 0.695847 0.879613 0.042 Uiso 1 1 calc R U . . .
H32B H 0.003632 0.782526 0.865796 0.042 Uiso 1 1 calc R U . . .
H32C H -0.046325 0.756928 0.944751 0.042 Uiso 1 1 calc R U . . .
C33 C 0.0868(3) 0.62291(14) 1.00385(13) 0.0220(5) Uani 1 1 d . . . . .
C34 C 0.0012(3) 0.63970(15) 1.06437(14) 0.0252(5) Uani 1 1 d . . . . .
C35 C -0.1048(3) 0.58579(16) 1.08550(16) 0.0326(6) Uani 1 1 d . . . . .
H35 H -0.161378 0.596135 1.126647 0.039 Uiso 1 1 calc R U . . .
C36 C -0.1289(3) 0.51800(17) 1.04788(18) 0.0365(6) Uani 1 1 d . . . . .
H36 H -0.200536 0.481933 1.063380 0.044 Uiso 1 1 calc R U . . .
C37 C -0.0473(3) 0.50273(15) 0.98696(17) 0.0332(6) Uani 1 1 d . . . . .
H37 H -0.065506 0.456441 0.960543 0.040 Uiso 1 1 calc R U . . .
C38 C 0.0611(3) 0.55465(14) 0.96408(14) 0.0242(5) Uani 1 1 d . . . . .
C39 C 0.0184(3) 0.71436(15) 1.10673(14) 0.0284(5) Uani 1 1 d . . . . .
H39 H 0.089646 0.747969 1.081295 0.034 Uiso 1 1 calc R U . . .
C40 C -0.1385(3) 0.75555(18) 1.10761(17) 0.0370(6) Uani 1 1 d . . . . .
H40A H -0.185820 0.762139 1.056642 0.055 Uiso 1 1 calc R U . . .
H40B H -0.121867 0.805437 1.131097 0.055 Uiso 1 1 calc R U . . .
H40C H -0.207404 0.725238 1.135664 0.055 Uiso 1 1 calc R U . . .
C41 C 0.0904(3) 0.7012(2) 1.18678(15) 0.0418(7) Uani 1 1 d . . . . .
H41A H 0.108348 0.750258 1.211733 0.063 Uiso 1 1 calc R U . . .
H41B H 0.189147 0.674256 1.186048 0.063 Uiso 1 1 calc R U . . .
H41C H 0.019524 0.670669 1.213542 0.063 Uiso 1 1 calc R U . . .
C42 C 0.1525(3) 0.53440(14) 0.89911(14) 0.0257(5) Uani 1 1 d . . . . .
H42 H 0.194409 0.582732 0.880038 0.031 Uiso 1 1 calc R U . . .
C43 C 0.0544(3) 0.49645(17) 0.83487(15) 0.0349(6) Uani 1 1 d . . . . .
H43A H 0.025754 0.445155 0.849546 0.052 Uiso 1 1 calc R U . . .
H43B H 0.114198 0.493352 0.791820 0.052 Uiso 1 1 calc R U . . .
H43C H -0.039574 0.526453 0.822000 0.052 Uiso 1 1 calc R U . . .
C44 C 0.2902(3) 0.48376(19) 0.92510(15) 0.0353(6) Uani 1 1 d . . . . .
H44A H 0.357691 0.510353 0.963303 0.053 Uiso 1 1 calc R U . . .
H44B H 0.348732 0.471909 0.882974 0.053 Uiso 1 1 calc R U . . .
H44C H 0.252711 0.436524 0.945703 0.053 Uiso 1 1 calc R U . . .
C45 C 0.5955(3) 0.80101(13) 0.85748(13) 0.0216(5) Uani 1 1 d . . . . .
C46 C 0.6449(3) 0.86206(16) 0.90290(14) 0.0278(5) Uani 1 1 d . . . . .
H46 H 0.613238 0.865543 0.951482 0.033 Uiso 1 1 calc R U . . .
C47 C 0.7401(3) 0.91776(15) 0.87762(16) 0.0311(5) Uani 1 1 d . . . . .
H47 H 0.774517 0.958788 0.909119 0.037 Uiso 1 1 calc R U . . .
C48 C 0.7851(3) 0.91353(15) 0.80638(15) 0.0299(5) Uani 1 1 d . . . . .
H48 H 0.849592 0.951935 0.789102 0.036 Uiso 1 1 calc R U . . .
C49 C 0.7366(3) 0.85386(16) 0.76053(14) 0.0289(5) Uani 1 1 d . . . . .
H49 H 0.767453 0.851410 0.711738 0.035 Uiso 1 1 calc R U . . .
C50 C 0.6424(3) 0.79712(13) 0.78553(13) 0.0243(5) Uani 1 1 d . . . . .
H50 H 0.609892 0.755843 0.753961 0.029 Uiso 1 1 calc R U . . .
C51 C 0.4883(3) 0.64671(13) 0.83692(13) 0.0211(4) Uani 1 1 d . . . . .
C52 C 0.6007(3) 0.59035(15) 0.85267(15) 0.0273(5) Uani 1 1 d . . . . .
H52 H 0.674394 0.595243 0.894785 0.033 Uiso 1 1 calc R U . . .
C53 C 0.6045(3) 0.52733(16) 0.80685(16) 0.0326(6) Uani 1 1 d . . . . .
H53 H 0.680377 0.488990 0.817958 0.039 Uiso 1 1 calc R U . . .
C54 C 0.4974(3) 0.52004(15) 0.74454(15) 0.0305(5) Uani 1 1 d . . . . .
H54 H 0.499763 0.476714 0.713405 0.037 Uiso 1 1 calc R U . . .
C55 C 0.3876(3) 0.57640(15) 0.72834(14) 0.0293(5) Uani 1 1 d . . . . .
H55 H 0.315671 0.572039 0.685491 0.035 Uiso 1 1 calc R U . . .
C56 C 0.3822(3) 0.63894(15) 0.77419(13) 0.0252(5) Uani 1 1 d . . . . .
H56 H 0.305731 0.676952 0.762933 0.030 Uiso 1 1 calc R U . . .
C57 C 0.4791(3) 0.59084(15) 1.11914(14) 0.0292(5) Uani 1 1 d . . . . .
H57A H 0.568562 0.600046 1.155437 0.044 Uiso 1 1 calc R U . . .
H57B H 0.506642 0.553234 1.082783 0.044 Uiso 1 1 calc R U . . .
H57C H 0.392478 0.571625 1.144632 0.044 Uiso 1 1 calc R U . . .
C58 C 0.3988(4) 0.81170(16) 1.09886(15) 0.0340(6) Uani 1 1 d . . . . .
H58A H 0.338239 0.814496 1.141656 0.051 Uiso 1 1 calc R U . . .
H58B H 0.348481 0.842395 1.058244 0.051 Uiso 1 1 calc R U . . .
H58C H 0.503485 0.831164 1.112812 0.051 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
In1 O1 2.1661(16) . ?
In1 N1 2.1898(18) . ?
In1 C28 2.153(2) . ?
In1 C29 2.148(2) . ?
P1 O1 1.5249(16) . ?
P1 C1 1.734(2) . ?
P1 C16 1.809(2) . ?
P1 C22 1.807(2) . ?
N1 C2 1.344(3) . ?
N1 C4 1.437(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.391(3) . ?
C2 C3 1.518(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.412(3) . ?
C4 C9 1.415(3) . ?
C5 C6 1.398(3) . ?
C5 C10 1.524(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.389(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.376(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.401(3) . ?
C9 C13 1.514(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.532(4) . ?
C10 C12 1.537(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.538(4) . ?
C13 C15 1.536(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.395(4) . ?
C16 C21 1.394(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.390(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.392(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.402(3) . ?
C22 C27 1.402(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.396(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.382(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.394(3) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
In2 O2 2.1712(16) . ?
In2 N2 2.2069(19) . ?
In2 C57 2.149(3) . ?
In2 C58 2.155(3) . ?
P2 O2 1.5271(17) . ?
P2 C30 1.740(2) . ?
P2 C45 1.808(2) . ?
P2 C51 1.808(2) . ?
N2 C31 1.347(3) . ?
N2 C33 1.448(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.399(3) . ?
C31 C32 1.510(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.415(3) . ?
C33 C38 1.407(3) . ?
C34 C35 1.400(4) . ?
C34 C39 1.522(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.380(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.395(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.403(4) . ?
C38 C42 1.525(3) . ?
C39 H39 1.0000 . ?
C39 C40 1.543(4) . ?
C39 C41 1.539(4) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42 1.0000 . ?
C42 C43 1.526(4) . ?
C42 C44 1.527(4) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.395(3) . ?
C45 C50 1.405(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.388(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.387(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.379(4) . ?
C49 H49 0.9500 . ?
C49 C50 1.394(4) . ?
C50 H50 0.9500 . ?
C51 C52 1.400(3) . ?
C51 C56 1.397(3) . ?
C52 H52 0.9500 . ?
C52 C53 1.388(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.395(4) . ?
C54 H54 0.9500 . ?
C54 C55 1.386(4) . ?
C55 H55 0.9500 . ?
C55 C56 1.383(4) . ?
C56 H56 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 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
O1 In1 N1 89.93(6) . . ?
C28 In1 O1 100.76(8) . . ?
C28 In1 N1 108.31(8) . . ?
C29 In1 O1 109.91(8) . . ?
C29 In1 N1 104.88(8) . . ?
C29 In1 C28 134.28(10) . . ?
O1 P1 C1 115.99(10) . . ?
O1 P1 C16 107.45(11) . . ?
O1 P1 C22 109.76(10) . . ?
C1 P1 C16 111.41(11) . . ?
C1 P1 C22 106.24(10) . . ?
C22 P1 C16 105.51(10) . . ?
P1 O1 In1 119.57(9) . . ?
C2 N1 In1 120.48(14) . . ?
C2 N1 C4 119.77(18) . . ?
C4 N1 In1 117.71(13) . . ?
P1 C1 H1 117.7 . . ?
C2 C1 P1 124.58(17) . . ?
C2 C1 H1 117.7 . . ?
N1 C2 C1 122.5(2) . . ?
N1 C2 C3 119.48(19) . . ?
C1 C2 C3 118.0(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 118.4(2) . . ?
C5 C4 C9 120.8(2) . . ?
C9 C4 N1 120.8(2) . . ?
C4 C5 C10 121.0(2) . . ?
C6 C5 C4 118.2(2) . . ?
C6 C5 C10 120.8(2) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.1(2) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.1(2) . . ?
C9 C8 H8 119.4 . . ?
C4 C9 C13 121.9(2) . . ?
C8 C9 C4 118.4(2) . . ?
C8 C9 C13 119.7(2) . . ?
C5 C10 H10 107.6 . . ?
C5 C10 C11 111.9(2) . . ?
C5 C10 C12 112.2(2) . . ?
C11 C10 H10 107.6 . . ?
C11 C10 C12 109.9(2) . . ?
C12 C10 H10 107.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.9 . . ?
C9 C13 C14 112.1(2) . . ?
C9 C13 C15 110.4(2) . . ?
C14 C13 H13 107.9 . . ?
C15 C13 H13 107.9 . . ?
C15 C13 C14 110.5(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 121.3(2) . . ?
C21 C16 P1 119.5(2) . . ?
C21 C16 C17 119.2(2) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0(3) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.1(3) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 119.9(3) . . ?
C20 C21 H21 120.0 . . ?
C23 C22 P1 116.58(16) . . ?
C23 C22 C27 119.3(2) . . ?
C27 C22 P1 124.16(18) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.2(2) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.3(2) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.9(2) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.5(2) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 H27 120.0 . . ?
C26 C27 C22 119.9(2) . . ?
C26 C27 H27 120.0 . . ?
In1 C28 H28A 109.5 . . ?
In1 C28 H28B 109.5 . . ?
In1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
In1 C29 H29A 109.5 . . ?
In1 C29 H29B 109.5 . . ?
In1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O2 In2 N2 91.01(7) . . ?
C57 In2 O2 106.43(9) . . ?
C57 In2 N2 108.89(9) . . ?
C57 In2 C58 133.85(11) . . ?
C58 In2 O2 100.90(9) . . ?
C58 In2 N2 107.02(10) . . ?
O2 P2 C30 115.78(10) . . ?
O2 P2 C45 109.05(11) . . ?
O2 P2 C51 107.86(11) . . ?
C30 P2 C45 107.88(11) . . ?
C30 P2 C51 110.11(11) . . ?
C45 P2 C51 105.70(11) . . ?
P2 O2 In2 117.95(9) . . ?
C31 N2 In2 117.96(16) . . ?
C31 N2 C33 119.47(19) . . ?
C33 N2 In2 119.80(14) . . ?
P2 C30 H30 118.3 . . ?
C31 C30 P2 123.30(18) . . ?
C31 C30 H30 118.3 . . ?
N2 C31 C30 122.3(2) . . ?
N2 C31 C32 119.1(2) . . ?
C30 C31 C32 118.6(2) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N2 120.7(2) . . ?
C38 C33 N2 118.8(2) . . ?
C38 C33 C34 120.4(2) . . ?
C33 C34 C39 122.6(2) . . ?
C35 C34 C33 118.6(2) . . ?
C35 C34 C39 118.8(2) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 C34 121.5(2) . . ?
C36 C35 H35 119.3 . . ?
C35 C36 H36 120.2 . . ?
C35 C36 C37 119.6(3) . . ?
C37 C36 H36 120.2 . . ?
C36 C37 H37 119.5 . . ?
C36 C37 C38 121.0(3) . . ?
C38 C37 H37 119.5 . . ?
C33 C38 C42 121.8(2) . . ?
C37 C38 C33 118.8(2) . . ?
C37 C38 C42 119.4(2) . . ?
C34 C39 H39 108.2 . . ?
C34 C39 C40 111.6(2) . . ?
C34 C39 C41 110.9(2) . . ?
C40 C39 H39 108.2 . . ?
C41 C39 H39 108.2 . . ?
C41 C39 C40 109.7(2) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C38 C42 H42 107.6 . . ?
C38 C42 C43 113.5(2) . . ?
C38 C42 C44 110.4(2) . . ?
C43 C42 H42 107.6 . . ?
C43 C42 C44 109.9(2) . . ?
C44 C42 H42 107.6 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 P2 117.36(18) . . ?
C46 C45 C50 119.0(2) . . ?
C50 C45 P2 123.57(18) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 C45 120.5(2) . . ?
C47 C46 H46 119.8 . . ?
C46 C47 H47 120.0 . . ?
C48 C47 C46 120.0(3) . . ?
C48 C47 H47 120.0 . . ?
C47 C48 H48 119.8 . . ?
C49 C48 C47 120.3(2) . . ?
C49 C48 H48 119.8 . . ?
C48 C49 H49 119.9 . . ?
C48 C49 C50 120.2(2) . . ?
C50 C49 H49 119.9 . . ?
C45 C50 H50 120.0 . . ?
C49 C50 C45 120.0(2) . . ?
C49 C50 H50 120.0 . . ?
C52 C51 P2 120.46(19) . . ?
C56 C51 P2 120.49(18) . . ?
C56 C51 C52 119.1(2) . . ?
C51 C52 H52 119.9 . . ?
C53 C52 C51 120.1(2) . . ?
C53 C52 H52 119.9 . . ?
C52 C53 H53 119.9 . . ?
C52 C53 C54 120.3(2) . . ?
C54 C53 H53 119.9 . . ?
C53 C54 H54 120.2 . . ?
C55 C54 C53 119.6(2) . . ?
C55 C54 H54 120.2 . . ?
C54 C55 H55 119.8 . . ?
C56 C55 C54 120.4(2) . . ?
C56 C55 H55 119.8 . . ?
C51 C56 H56 119.7 . . ?
C55 C56 C51 120.6(2) . . ?
C55 C56 H56 119.7 . . ?
In2 C57 H57A 109.5 . . ?
In2 C57 H57B 109.5 . . ?
In2 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
In2 C58 H58A 109.5 . . ?
In2 C58 H58B 109.5 . . ?
In2 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 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
In1 N1 C2 C1 -30.4(3) . . . . ?
In1 N1 C2 C3 147.47(16) . . . . ?
In1 N1 C4 C5 104.5(2) . . . . ?
In1 N1 C4 C9 -72.2(2) . . . . ?
P1 C1 C2 N1 -22.4(3) . . . . ?
P1 C1 C2 C3 159.68(17) . . . . ?
P1 C16 C17 C18 -177.8(2) . . . . ?
P1 C16 C21 C20 177.8(2) . . . . ?
P1 C22 C23 C24 -178.84(18) . . . . ?
P1 C22 C27 C26 178.89(18) . . . . ?
O1 P1 C1 C2 42.1(2) . . . . ?
O1 P1 C16 C17 -158.1(2) . . . . ?
O1 P1 C16 C21 24.1(2) . . . . ?
O1 P1 C22 C23 52.61(19) . . . . ?
O1 P1 C22 C27 -126.31(19) . . . . ?
N1 C4 C5 C6 179.1(2) . . . . ?
N1 C4 C5 C10 -1.0(3) . . . . ?
N1 C4 C9 C8 179.0(2) . . . . ?
N1 C4 C9 C13 -0.1(3) . . . . ?
C1 P1 O1 In1 -4.46(16) . . . . ?
C1 P1 C16 C17 -30.0(2) . . . . ?
C1 P1 C16 C21 152.2(2) . . . . ?
C1 P1 C22 C23 -73.51(19) . . . . ?
C1 P1 C22 C27 107.6(2) . . . . ?
C2 N1 C4 C5 -91.7(2) . . . . ?
C2 N1 C4 C9 91.6(3) . . . . ?
C4 N1 C2 C1 166.2(2) . . . . ?
C4 N1 C2 C3 -15.9(3) . . . . ?
C4 C5 C6 C7 3.2(4) . . . . ?
C4 C5 C10 C11 94.7(3) . . . . ?
C4 C5 C10 C12 -141.3(2) . . . . ?
C4 C9 C13 C14 -129.2(2) . . . . ?
C4 C9 C13 C15 107.2(3) . . . . ?
C5 C4 C9 C8 2.4(3) . . . . ?
C5 C4 C9 C13 -176.7(2) . . . . ?
C5 C6 C7 C8 -0.4(4) . . . . ?
C6 C5 C10 C11 -85.3(3) . . . . ?
C6 C5 C10 C12 38.7(3) . . . . ?
C6 C7 C8 C9 -1.6(4) . . . . ?
C7 C8 C9 C4 0.6(4) . . . . ?
C7 C8 C9 C13 179.7(2) . . . . ?
C8 C9 C13 C14 51.8(3) . . . . ?
C8 C9 C13 C15 -71.8(3) . . . . ?
C9 C4 C5 C6 -4.3(3) . . . . ?
C9 C4 C5 C10 175.7(2) . . . . ?
C10 C5 C6 C7 -176.7(2) . . . . ?
C16 P1 O1 In1 120.92(11) . . . . ?
C16 P1 C1 C2 -81.2(2) . . . . ?
C16 P1 C22 C23 168.10(17) . . . . ?
C16 P1 C22 C27 -10.8(2) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C16 C21 C20 -0.1(4) . . . . ?
C17 C18 C19 C20 0.0(5) . . . . ?
C18 C19 C20 C21 0.0(5) . . . . ?
C19 C20 C21 C16 0.1(4) . . . . ?
C21 C16 C17 C18 0.0(4) . . . . ?
C22 P1 O1 In1 -124.83(11) . . . . ?
C22 P1 C1 C2 164.3(2) . . . . ?
C22 P1 C16 C17 84.8(2) . . . . ?
C22 P1 C16 C21 -93.0(2) . . . . ?
C22 C23 C24 C25 -0.2(3) . . . . ?
C23 C22 C27 C26 0.0(3) . . . . ?
C23 C24 C25 C26 0.1(4) . . . . ?
C24 C25 C26 C27 0.1(4) . . . . ?
C25 C26 C27 C22 -0.1(4) . . . . ?
C27 C22 C23 C24 0.1(3) . . . . ?
In2 N2 C31 C30 34.4(3) . . . . ?
In2 N2 C31 C32 -144.47(18) . . . . ?
In2 N2 C33 C34 62.6(3) . . . . ?
In2 N2 C33 C38 -114.6(2) . . . . ?
P2 C30 C31 N2 21.7(3) . . . . ?
P2 C30 C31 C32 -159.35(19) . . . . ?
P2 C45 C46 C47 176.6(2) . . . . ?
P2 C45 C50 C49 -177.12(19) . . . . ?
P2 C51 C52 C53 179.3(2) . . . . ?
P2 C51 C56 C55 -179.90(19) . . . . ?
O2 P2 C30 C31 -50.0(2) . . . . ?
O2 P2 C45 C46 -46.9(2) . . . . ?
O2 P2 C45 C50 130.1(2) . . . . ?
O2 P2 C51 C52 -23.4(2) . . . . ?
O2 P2 C51 C56 156.65(19) . . . . ?
N2 C33 C34 C35 -174.7(2) . . . . ?
N2 C33 C34 C39 6.1(3) . . . . ?
N2 C33 C38 C37 175.3(2) . . . . ?
N2 C33 C38 C42 -2.2(3) . . . . ?
C30 P2 O2 In2 13.48(16) . . . . ?
C30 P2 C45 C46 79.6(2) . . . . ?
C30 P2 C45 C50 -103.4(2) . . . . ?
C30 P2 C51 C52 -150.64(19) . . . . ?
C30 P2 C51 C56 29.4(2) . . . . ?
C31 N2 C33 C34 -98.2(3) . . . . ?
C31 N2 C33 C38 84.6(3) . . . . ?
C33 N2 C31 C30 -164.5(2) . . . . ?
C33 N2 C31 C32 16.6(3) . . . . ?
C33 C34 C35 C36 -1.2(4) . . . . ?
C33 C34 C39 C40 124.0(3) . . . . ?
C33 C34 C39 C41 -113.4(3) . . . . ?
C33 C38 C42 C43 -140.6(2) . . . . ?
C33 C38 C42 C44 95.5(3) . . . . ?
C34 C33 C38 C37 -1.9(4) . . . . ?
C34 C33 C38 C42 -179.4(2) . . . . ?
C34 C35 C36 C37 -0.6(4) . . . . ?
C35 C34 C39 C40 -55.2(3) . . . . ?
C35 C34 C39 C41 67.4(3) . . . . ?
C35 C36 C37 C38 1.2(4) . . . . ?
C36 C37 C38 C33 0.1(4) . . . . ?
C36 C37 C38 C42 177.6(3) . . . . ?
C37 C38 C42 C43 42.0(3) . . . . ?
C37 C38 C42 C44 -81.9(3) . . . . ?
C38 C33 C34 C35 2.5(4) . . . . ?
C38 C33 C34 C39 -176.8(2) . . . . ?
C39 C34 C35 C36 178.1(3) . . . . ?
C45 P2 O2 In2 135.31(11) . . . . ?
C45 P2 C30 C31 -172.42(19) . . . . ?
C45 P2 C51 C52 93.1(2) . . . . ?
C45 P2 C51 C56 -86.8(2) . . . . ?
C45 C46 C47 C48 0.9(4) . . . . ?
C46 C45 C50 C49 -0.1(4) . . . . ?
C46 C47 C48 C49 -0.5(4) . . . . ?
C47 C48 C49 C50 -0.2(4) . . . . ?
C48 C49 C50 C45 0.6(4) . . . . ?
C50 C45 C46 C47 -0.6(4) . . . . ?
C51 P2 O2 In2 -110.35(12) . . . . ?
C51 P2 C30 C31 72.7(2) . . . . ?
C51 P2 C45 C46 -162.63(19) . . . . ?
C51 P2 C45 C50 14.4(2) . . . . ?
C51 C52 C53 C54 0.5(4) . . . . ?
C52 C51 C56 C55 0.2(4) . . . . ?
C52 C53 C54 C55 0.4(4) . . . . ?
C53 C54 C55 C56 -1.1(4) . . . . ?
C54 C55 C56 C51 0.8(4) . . . . ?
C56 C51 C52 C53 -0.8(4) . . . . ?

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

data_2019_08_21_jdm_tg_salme2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2337485'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H37 Al N P S'
_chemical_formula_sum            'C29 H37 Al N P S'
_chemical_formula_weight         489.60
_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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   15.5808(12)
_cell_length_b                   16.7471(13)
_cell_length_c                   21.2634(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5548.3(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9401
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.33
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.223
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1363 before and 0.0811 after correction.
The Ratio of minimum to maximum transmission is 0.9274.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1170
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            241435
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.477
_diffrn_reflns_theta_min         2.026
_diffrn_ambient_temperature      100
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5399
_reflns_number_total             6970
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_data_reduction        'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         6970
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.123
_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)+(0.0252P)²+5.2388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0982
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.60328(3) 0.69982(3) 0.43190(2) 0.01909(9) Uani 1 1 d . . . . .
P1 P 0.47539(3) 0.71488(3) 0.42017(2) 0.01655(9) Uani 1 1 d . . . . .
Al1 Al 0.63500(3) 0.77354(3) 0.34011(2) 0.01696(11) Uani 1 1 d . . . . .
N1 N 0.57172(8) 0.71109(8) 0.28185(6) 0.0156(3) Uani 1 1 d . . . . .
C1 C 0.44106(11) 0.70060(10) 0.34321(8) 0.0183(3) Uani 1 1 d . . . . .
H1 H 0.3816(14) 0.6853(12) 0.3419(9) 0.022(5) Uiso 1 1 d . . . . .
C2 C 0.48853(10) 0.69018(9) 0.28887(8) 0.0165(3) Uani 1 1 d . . . . .
C3 C 0.44259(11) 0.65229(11) 0.23404(8) 0.0215(3) Uani 1 1 d . . . . .
H3A H 0.445280 0.688069 0.197624 0.032 Uiso 1 1 calc R U . . .
H3B H 0.382460 0.642778 0.245301 0.032 Uiso 1 1 calc R U . . .
H3C H 0.470170 0.601409 0.223571 0.032 Uiso 1 1 calc R U . . .
C4 C 0.61544(10) 0.68530(10) 0.22518(7) 0.0161(3) Uani 1 1 d . . . . .
C5 C 0.65180(11) 0.60857(10) 0.22280(8) 0.0188(3) Uani 1 1 d . . . . .
C6 C 0.69630(12) 0.58662(11) 0.16856(8) 0.0232(4) Uani 1 1 d . . . . .
H6 H 0.721313 0.534972 0.166215 0.028 Uiso 1 1 calc R U . . .
C7 C 0.70492(12) 0.63810(11) 0.11813(8) 0.0239(4) Uani 1 1 d . . . . .
H7 H 0.735266 0.621789 0.081567 0.029 Uiso 1 1 calc R U . . .
C8 C 0.66895(11) 0.71368(11) 0.12132(8) 0.0213(3) Uani 1 1 d . . . . .
H8 H 0.675136 0.749107 0.086724 0.026 Uiso 1 1 calc R U . . .
C9 C 0.62363(10) 0.73872(10) 0.17470(8) 0.0179(3) Uani 1 1 d . . . . .
C10 C 0.64470(12) 0.54922(10) 0.27669(9) 0.0232(4) Uani 1 1 d . . . . .
H10 H 0.606884 0.573071 0.309723 0.028 Uiso 1 1 calc R U . . .
C11 C 0.60438(14) 0.47012(11) 0.25535(11) 0.0344(5) Uani 1 1 d . . . . .
H11A H 0.547397 0.480386 0.237589 0.052 Uiso 1 1 calc R U . . .
H11B H 0.599044 0.434158 0.291502 0.052 Uiso 1 1 calc R U . . .
H11C H 0.640940 0.445305 0.223349 0.052 Uiso 1 1 calc R U . . .
C12 C 0.73259(13) 0.53378(12) 0.30585(9) 0.0280(4) Uani 1 1 d . . . . .
H12A H 0.772297 0.515141 0.273260 0.042 Uiso 1 1 calc R U . . .
H12B H 0.727389 0.492971 0.338656 0.042 Uiso 1 1 calc R U . . .
H12C H 0.754557 0.583322 0.324365 0.042 Uiso 1 1 calc R U . . .
C13 C 0.58492(11) 0.82206(10) 0.17612(8) 0.0205(3) Uani 1 1 d . . . . .
H13 H 0.552895 0.828022 0.216609 0.025 Uiso 1 1 calc R U . . .
C14 C 0.52120(12) 0.83428(11) 0.12233(9) 0.0247(4) Uani 1 1 d . . . . .
H14A H 0.550628 0.826772 0.082030 0.037 Uiso 1 1 calc R U . . .
H14B H 0.497675 0.888490 0.124410 0.037 Uiso 1 1 calc R U . . .
H14C H 0.474445 0.795431 0.126062 0.037 Uiso 1 1 calc R U . . .
C15 C 0.65522(13) 0.88572(11) 0.17454(9) 0.0287(4) Uani 1 1 d . . . . .
H15A H 0.695134 0.876942 0.209476 0.043 Uiso 1 1 calc R U . . .
H15B H 0.629171 0.938744 0.178510 0.043 Uiso 1 1 calc R U . . .
H15C H 0.686402 0.882277 0.134604 0.043 Uiso 1 1 calc R U . . .
C16 C 0.41822(11) 0.64032(10) 0.46521(8) 0.0182(3) Uani 1 1 d . . . . .
C17 C 0.43058(12) 0.56026(11) 0.44903(9) 0.0242(4) Uani 1 1 d . . . . .
H17 H 0.468909 0.546724 0.415961 0.029 Uiso 1 1 calc R U . . .
C18 C 0.38728(13) 0.50069(11) 0.48094(9) 0.0266(4) Uani 1 1 d . . . . .
H18 H 0.396338 0.446328 0.470032 0.032 Uiso 1 1 calc R U . . .
C19 C 0.33059(12) 0.52018(11) 0.52888(8) 0.0241(4) Uani 1 1 d . . . . .
H19 H 0.301274 0.479169 0.551051 0.029 Uiso 1 1 calc R U . . .
C20 C 0.31679(12) 0.59951(11) 0.54438(8) 0.0238(4) Uani 1 1 d . . . . .
H20 H 0.276982 0.612866 0.576549 0.029 Uiso 1 1 calc R U . . .
C21 C 0.36104(11) 0.65966(10) 0.51300(8) 0.0206(3) Uani 1 1 d . . . . .
H21 H 0.352167 0.713936 0.524242 0.025 Uiso 1 1 calc R U . . .
C22 C 0.44215(11) 0.80916(10) 0.45371(8) 0.0184(3) Uani 1 1 d . . . . .
C23 C 0.48289(12) 0.83916(11) 0.50699(9) 0.0237(4) Uani 1 1 d . . . . .
H23 H 0.530498 0.811622 0.524560 0.028 Uiso 1 1 calc R U . . .
C24 C 0.45388(13) 0.90924(12) 0.53434(10) 0.0298(4) Uani 1 1 d . . . . .
H24 H 0.481214 0.929446 0.570966 0.036 Uiso 1 1 calc R U . . .
C25 C 0.38501(13) 0.94989(12) 0.50831(10) 0.0326(5) Uani 1 1 d . . . . .
H25 H 0.365418 0.998039 0.527066 0.039 Uiso 1 1 calc R U . . .
C26 C 0.34464(13) 0.92059(12) 0.45503(10) 0.0308(4) Uani 1 1 d . . . . .
H26 H 0.297648 0.948797 0.437231 0.037 Uiso 1 1 calc R U . . .
C27 C 0.37283(11) 0.85002(11) 0.42763(9) 0.0239(4) Uani 1 1 d . . . . .
H27 H 0.344961 0.829678 0.391261 0.029 Uiso 1 1 calc R U . . .
C28 C 0.75926(11) 0.76412(11) 0.32533(9) 0.0254(4) Uani 1 1 d . . . . .
H28A H 0.785398 0.733078 0.359379 0.038 Uiso 1 1 calc R U . . .
H28B H 0.784980 0.817500 0.324118 0.038 Uiso 1 1 calc R U . . .
H28C H 0.769293 0.737088 0.285115 0.038 Uiso 1 1 calc R U . . .
C29 C 0.58647(12) 0.88140(10) 0.34811(9) 0.0235(4) Uani 1 1 d . . . . .
H29A H 0.523983 0.878871 0.343218 0.035 Uiso 1 1 calc R U . . .
H29B H 0.610717 0.915972 0.315444 0.035 Uiso 1 1 calc R U . . .
H29C H 0.600503 0.903124 0.389646 0.035 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
S1 P1 2.0239(6) . ?
S1 Al1 2.3618(7) . ?
P1 C1 1.7381(17) . ?
P1 C16 1.8083(17) . ?
P1 C22 1.8084(17) . ?
Al1 N1 1.8976(14) . ?
Al1 C28 1.9678(18) . ?
Al1 C29 1.9655(18) . ?
N1 C2 1.351(2) . ?
N1 C4 1.450(2) . ?
C1 H1 0.96(2) . ?
C1 C2 1.383(2) . ?
C2 C3 1.508(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.405(2) . ?
C4 C9 1.403(2) . ?
C5 C6 1.395(2) . ?
C5 C10 1.521(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.382(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.401(2) . ?
C9 C13 1.521(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.535(3) . ?
C10 C12 1.525(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.528(2) . ?
C13 C15 1.529(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.397(2) . ?
C16 C21 1.390(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.392(2) . ?
C22 C27 1.394(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.386(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.389(3) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
P1 S1 Al1 92.24(2) . . ?
C1 P1 S1 113.70(6) . . ?
C1 P1 C16 104.60(8) . . ?
C1 P1 C22 113.78(8) . . ?
C16 P1 S1 109.49(6) . . ?
C22 P1 S1 110.01(6) . . ?
C22 P1 C16 104.65(8) . . ?
N1 Al1 S1 98.20(5) . . ?
N1 Al1 C28 111.27(7) . . ?
N1 Al1 C29 111.29(7) . . ?
C28 Al1 S1 107.22(6) . . ?
C29 Al1 S1 109.17(6) . . ?
C29 Al1 C28 117.78(8) . . ?
C2 N1 Al1 124.70(11) . . ?
C2 N1 C4 117.74(13) . . ?
C4 N1 Al1 117.55(10) . . ?
P1 C1 H1 111.1(12) . . ?
C2 C1 P1 129.74(13) . . ?
C2 C1 H1 117.2(12) . . ?
N1 C2 C1 124.95(15) . . ?
N1 C2 C3 118.62(14) . . ?
C1 C2 C3 116.43(15) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 119.45(14) . . ?
C5 C4 C9 121.25(15) . . ?
C9 C4 N1 119.25(14) . . ?
C4 C5 C10 122.75(15) . . ?
C6 C5 C4 118.11(16) . . ?
C6 C5 C10 119.14(15) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.69(16) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 120.3 . . ?
C8 C7 C6 119.49(16) . . ?
C8 C7 H7 120.3 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.12(16) . . ?
C9 C8 H8 119.4 . . ?
C4 C9 C13 122.26(15) . . ?
C8 C9 C4 118.34(15) . . ?
C8 C9 C13 119.40(15) . . ?
C5 C10 H10 108.1 . . ?
C5 C10 C11 111.78(16) . . ?
C5 C10 C12 110.59(15) . . ?
C11 C10 H10 108.1 . . ?
C12 C10 H10 108.1 . . ?
C12 C10 C11 109.96(15) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.9 . . ?
C9 C13 C14 111.45(14) . . ?
C9 C13 C15 110.82(15) . . ?
C14 C13 H13 107.9 . . ?
C14 C13 C15 110.82(15) . . ?
C15 C13 H13 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 117.66(13) . . ?
C21 C16 P1 122.83(13) . . ?
C21 C16 C17 119.47(16) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.29(17) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.09(17) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 119.94(17) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.22(17) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 119.98(16) . . ?
C16 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 P1 120.35(13) . . ?
C27 C22 P1 119.58(13) . . ?
C27 C22 C23 120.00(16) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.89(18) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.06(18) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.27(18) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.05(18) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 H27 120.1 . . ?
C26 C27 C22 119.72(17) . . ?
C26 C27 H27 120.1 . . ?
Al1 C28 H28A 109.5 . . ?
Al1 C28 H28B 109.5 . . ?
Al1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Al1 C29 H29A 109.5 . . ?
Al1 C29 H29B 109.5 . . ?
Al1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
S1 P1 C1 C2 -8.57(19) . . . . ?
S1 P1 C16 C17 -62.95(15) . . . . ?
S1 P1 C16 C21 119.42(14) . . . . ?
S1 P1 C22 C23 -33.38(15) . . . . ?
S1 P1 C22 C27 149.54(13) . . . . ?
S1 Al1 N1 C2 51.30(13) . . . . ?
S1 Al1 N1 C4 -129.94(11) . . . . ?
P1 C1 C2 N1 -19.8(3) . . . . ?
P1 C1 C2 C3 160.05(14) . . . . ?
P1 C16 C17 C18 -178.69(15) . . . . ?
P1 C16 C21 C20 177.71(14) . . . . ?
P1 C22 C23 C24 -176.47(14) . . . . ?
P1 C22 C27 C26 177.05(15) . . . . ?
Al1 N1 C2 C1 -10.3(2) . . . . ?
Al1 N1 C2 C3 169.92(12) . . . . ?
Al1 N1 C4 C5 96.74(16) . . . . ?
Al1 N1 C4 C9 -80.68(17) . . . . ?
N1 C4 C5 C6 -177.57(15) . . . . ?
N1 C4 C5 C10 2.3(2) . . . . ?
N1 C4 C9 C8 177.59(14) . . . . ?
N1 C4 C9 C13 -2.6(2) . . . . ?
C1 P1 C16 C17 59.24(16) . . . . ?
C1 P1 C16 C21 -118.38(15) . . . . ?
C1 P1 C22 C23 -162.28(14) . . . . ?
C1 P1 C22 C27 20.64(17) . . . . ?
C2 N1 C4 C5 -84.41(19) . . . . ?
C2 N1 C4 C9 98.17(18) . . . . ?
C4 N1 C2 C1 170.99(16) . . . . ?
C4 N1 C2 C3 -8.8(2) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C4 C5 C10 C11 123.77(18) . . . . ?
C4 C5 C10 C12 -113.35(18) . . . . ?
C4 C9 C13 C14 -120.86(17) . . . . ?
C4 C9 C13 C15 115.23(18) . . . . ?
C5 C4 C9 C8 0.2(2) . . . . ?
C5 C4 C9 C13 -179.98(15) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C6 C5 C10 C11 -56.4(2) . . . . ?
C6 C5 C10 C12 66.5(2) . . . . ?
C6 C7 C8 C9 -0.3(3) . . . . ?
C7 C8 C9 C4 0.0(3) . . . . ?
C7 C8 C9 C13 -179.77(16) . . . . ?
C8 C9 C13 C14 58.9(2) . . . . ?
C8 C9 C13 C15 -65.0(2) . . . . ?
C9 C4 C5 C6 -0.2(2) . . . . ?
C9 C4 C5 C10 179.65(16) . . . . ?
C10 C5 C6 C7 -179.92(17) . . . . ?
C16 P1 C1 C2 -127.96(17) . . . . ?
C16 P1 C22 C23 84.15(15) . . . . ?
C16 P1 C22 C27 -92.93(15) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
C17 C16 C21 C20 0.1(3) . . . . ?
C17 C18 C19 C20 0.6(3) . . . . ?
C18 C19 C20 C21 -1.5(3) . . . . ?
C19 C20 C21 C16 1.1(3) . . . . ?
C21 C16 C17 C18 -1.0(3) . . . . ?
C22 P1 C1 C2 118.43(17) . . . . ?
C22 P1 C16 C17 179.17(14) . . . . ?
C22 P1 C16 C21 1.54(17) . . . . ?
C22 C23 C24 C25 -0.7(3) . . . . ?
C23 C22 C27 C26 0.0(3) . . . . ?
C23 C24 C25 C26 0.3(3) . . . . ?
C24 C25 C26 C27 0.3(3) . . . . ?
C25 C26 C27 C22 -0.4(3) . . . . ?
C27 C22 C23 C24 0.6(3) . . . . ?
C28 Al1 N1 C2 163.44(13) . . . . ?
C28 Al1 N1 C4 -17.80(14) . . . . ?
C29 Al1 N1 C2 -63.05(15) . . . . ?
C29 Al1 N1 C4 115.71(12) . . . . ?

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

data_2019_05_07_jdm_tgimpph2se_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2337483'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H32 N P Se'
_chemical_formula_sum            'C27 H32 N P Se'
_chemical_formula_weight         480.46
_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   25.7547(14)
_cell_length_b                   21.8166(12)
_cell_length_c                   17.7353(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.0610(10)
_cell_angle_gamma                90
_cell_volume                     9811.9(9)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    125
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   0.856
_shelx_estimated_absorpt_T_min   0.856
_exptl_absorpt_coefficient_mu    1.609
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0793 before and 0.0517 after correction.
The Ratio of minimum to maximum transmission is 0.8477.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Shard
_exptl_crystal_F_000             4000
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            123334
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.126
_diffrn_reflns_theta_min         1.231
_diffrn_ambient_temperature      125
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                15961
_reflns_number_total             25247
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1101
_refine_ls_number_reflns         25247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0413
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0315P)²+3.3556P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0787
_refine_ls_wR_factor_ref         0.0921
_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 Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C37(H37), C40(H40), C64(H64), C67(H67), C91(H91), C94(H94)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C28(H28A,H28B), C55(H55A,H55B), C82(H82A,H82B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C33(H33), C34(H34), C35(H35),
  C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C50(H50), C51(H51),
 C52(H52), C53(H53), C54(H54), C60(H60), C61(H61), C62(H62), C71(H71), C72(H72),
  C73(H73), C74(H74), C75(H75), C77(H77), C78(H78), C79(H79), C80(H80),
 C81(H81), C87(H87), C88(H88), C89(H89), C98(H98), C99(H99), C100(H100),
 C101(H101), C102(H102), C104(H104), C105(H105), C106(H106), C107(H107),
 C108(H108)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C30(H30A,H30B,H30C), C38(H38A,H38B,H38C), C39(H39A,
 H39B,H39C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C57(H57A,H57B,H57C),
 C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C68(H68A,H68B,H68C), C69(H69A,H69B,
 H69C), C84(H84A,H84B,H84C), C92(H92A,H92B,H92C), C93(H93A,H93B,H93C), C95(H95A,
 H95B,H95C), C96(H96A,H96B,H96C)
;
_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
Se1 Se 0.38583(2) 1.24044(2) 0.26220(2) 0.03138(7) Uani 1 1 d . . . . .
P1 P 0.31045(2) 1.26312(3) 0.20161(3) 0.01819(13) Uani 1 1 d . . . . .
N1 N 0.26701(7) 1.13219(8) 0.10406(10) 0.0189(4) Uani 1 1 d . . . . .
C1 C 0.26170(9) 1.20253(10) 0.20465(13) 0.0199(5) Uani 1 1 d . . . . .
H1A H 0.256055 1.197663 0.258131 0.024 Uiso 1 1 calc R U . . .
H1B H 0.227768 1.215378 0.173416 0.024 Uiso 1 1 calc R U . . .
C2 C 0.27735(8) 1.14104(10) 0.17570(13) 0.0185(5) Uani 1 1 d . . . . .
C3 C 0.30446(10) 1.09659(11) 0.23477(13) 0.0270(6) Uani 1 1 d . . . . .
H3A H 0.337576 1.114558 0.261134 0.040 Uiso 1 1 calc R U . . .
H3B H 0.311950 1.058442 0.209527 0.040 Uiso 1 1 calc R U . . .
H3C H 0.281492 1.087857 0.272059 0.040 Uiso 1 1 calc R U . . .
C4 C 0.28073(9) 1.07626(10) 0.07102(12) 0.0183(5) Uani 1 1 d . . . . .
C5 C 0.33209(9) 1.06841(10) 0.05579(12) 0.0204(5) Uani 1 1 d . . . . .
C6 C 0.34214(10) 1.01532(11) 0.01723(13) 0.0258(6) Uani 1 1 d . . . . .
H6 H 0.376420 1.008941 0.005798 0.031 Uiso 1 1 calc R U . . .
C7 C 0.30386(10) 0.97190(11) -0.00475(13) 0.0281(6) Uani 1 1 d . . . . .
H7 H 0.311948 0.935955 -0.030631 0.034 Uiso 1 1 calc R U . . .
C8 C 0.25347(10) 0.98043(11) 0.01077(13) 0.0267(6) Uani 1 1 d . . . . .
H8 H 0.227310 0.950026 -0.004338 0.032 Uiso 1 1 calc R U . . .
C9 C 0.24059(9) 1.03302(10) 0.04826(12) 0.0214(5) Uani 1 1 d . . . . .
C10 C 0.37425(9) 1.11701(11) 0.07683(13) 0.0237(5) Uani 1 1 d . . . . .
H10 H 0.364704 1.141586 0.120007 0.028 Uiso 1 1 calc R U . . .
C11 C 0.42917(10) 1.09045(13) 0.10382(16) 0.0379(7) Uani 1 1 d . . . . .
H11A H 0.441274 1.069892 0.060906 0.057 Uiso 1 1 calc R U . . .
H11B H 0.427856 1.060814 0.144963 0.057 Uiso 1 1 calc R U . . .
H11C H 0.453654 1.123593 0.122912 0.057 Uiso 1 1 calc R U . . .
C12 C 0.37482(10) 1.16037(11) 0.00987(14) 0.0307(6) Uani 1 1 d . . . . .
H12A H 0.382525 1.137201 -0.034218 0.046 Uiso 1 1 calc R U . . .
H12B H 0.402015 1.191688 0.024330 0.046 Uiso 1 1 calc R U . . .
H12C H 0.340291 1.180161 -0.003666 0.046 Uiso 1 1 calc R U . . .
C13 C 0.18540(9) 1.04521(11) 0.06286(14) 0.0275(6) Uani 1 1 d . . . . .
H13 H 0.188883 1.064760 0.114496 0.033 Uiso 1 1 calc R U . . .
C14 C 0.15184(11) 0.98756(13) 0.06437(17) 0.0446(8) Uani 1 1 d . . . . .
H14A H 0.118411 0.998447 0.080151 0.067 Uiso 1 1 calc R U . . .
H14B H 0.170838 0.958052 0.100772 0.067 Uiso 1 1 calc R U . . .
H14C H 0.144773 0.969245 0.013143 0.067 Uiso 1 1 calc R U . . .
C15 C 0.15735(11) 1.09112(13) 0.00469(17) 0.0460(8) Uani 1 1 d . . . . .
H15A H 0.152128 1.072905 -0.046595 0.069 Uiso 1 1 calc R U . . .
H15B H 0.178863 1.128238 0.005442 0.069 Uiso 1 1 calc R U . . .
H15C H 0.123048 1.101688 0.017858 0.069 Uiso 1 1 calc R U . . .
C16 C 0.28148(9) 1.32886(10) 0.24200(13) 0.0190(5) Uani 1 1 d . . . . .
C17 C 0.29062(10) 1.33692(12) 0.32082(14) 0.0337(6) Uani 1 1 d . . . . .
H17 H 0.311699 1.308138 0.352755 0.040 Uiso 1 1 calc R U . . .
C18 C 0.26930(11) 1.38655(12) 0.35332(15) 0.0380(7) Uani 1 1 d . . . . .
H18 H 0.275668 1.391700 0.407343 0.046 Uiso 1 1 calc R U . . .
C19 C 0.23868(10) 1.42864(11) 0.30690(15) 0.0299(6) Uani 1 1 d . . . . .
H19 H 0.224087 1.462799 0.329054 0.036 Uiso 1 1 calc R U . . .
C20 C 0.22937(9) 1.42103(11) 0.22872(14) 0.0255(6) Uani 1 1 d . . . . .
H20 H 0.208256 1.449908 0.196991 0.031 Uiso 1 1 calc R U . . .
C21 C 0.25061(9) 1.37154(10) 0.19614(13) 0.0215(5) Uani 1 1 d . . . . .
H21 H 0.244096 1.366630 0.142087 0.026 Uiso 1 1 calc R U . . .
C22 C 0.30948(9) 1.28182(10) 0.10172(13) 0.0196(5) Uani 1 1 d . . . . .
C23 C 0.35456(9) 1.30720(11) 0.08116(14) 0.0252(5) Uani 1 1 d . . . . .
H23 H 0.385335 1.312637 0.118762 0.030 Uiso 1 1 calc R U . . .
C24 C 0.35475(11) 1.32452(12) 0.00639(15) 0.0327(6) Uani 1 1 d . . . . .
H24 H 0.385615 1.341973 -0.007258 0.039 Uiso 1 1 calc R U . . .
C25 C 0.31033(11) 1.31657(11) -0.04858(15) 0.0324(6) Uani 1 1 d . . . . .
H25 H 0.310707 1.328349 -0.100054 0.039 Uiso 1 1 calc R U . . .
C26 C 0.26536(10) 1.29157(11) -0.02902(14) 0.0293(6) Uani 1 1 d . . . . .
H26 H 0.234688 1.286533 -0.066926 0.035 Uiso 1 1 calc R U . . .
C27 C 0.26479(9) 1.27377(11) 0.04588(13) 0.0245(5) Uani 1 1 d . . . . .
H27 H 0.233897 1.256062 0.059105 0.029 Uiso 1 1 calc R U . . .
Se2 Se 0.37937(2) 0.69734(2) 0.46471(2) 0.02742(7) Uani 1 1 d . . . . .
P2 P 0.44230(2) 0.73841(3) 0.54006(3) 0.01688(12) Uani 1 1 d . . . . .
N2 N 0.49090(7) 0.62839(8) 0.68145(10) 0.0173(4) Uani 1 1 d . . . . .
C28 C 0.49866(9) 0.68739(10) 0.57088(13) 0.0202(5) Uani 1 1 d . . . . .
H28A H 0.514580 0.676929 0.525607 0.024 Uiso 1 1 calc R U . . .
H28B H 0.525494 0.710066 0.607108 0.024 Uiso 1 1 calc R U . . .
C29 C 0.48606(8) 0.62861(10) 0.60869(13) 0.0182(5) Uani 1 1 d . . . . .
C30 C 0.46996(11) 0.57562(11) 0.55607(13) 0.0292(6) Uani 1 1 d . . . . .
H30A H 0.441740 0.588543 0.514665 0.044 Uiso 1 1 calc R U . . .
H30B H 0.457261 0.542085 0.584813 0.044 Uiso 1 1 calc R U . . .
H30C H 0.500336 0.561584 0.534311 0.044 Uiso 1 1 calc R U . . .
C31 C 0.48236(9) 0.57309(10) 0.72044(12) 0.0170(5) Uani 1 1 d . . . . .
C32 C 0.43573(9) 0.56765(10) 0.75080(12) 0.0196(5) Uani 1 1 d . . . . .
C33 C 0.42835(10) 0.51435(11) 0.79086(13) 0.0254(5) Uani 1 1 d . . . . .
H33 H 0.396517 0.509114 0.810277 0.030 Uiso 1 1 calc R U . . .
C34 C 0.46626(10) 0.46893(11) 0.80300(13) 0.0262(6) Uani 1 1 d . . . . .
H34 H 0.460264 0.432693 0.829913 0.031 Uiso 1 1 calc R U . . .
C35 C 0.51298(10) 0.47650(10) 0.77578(13) 0.0229(5) Uani 1 1 d . . . . .
H35 H 0.539379 0.445708 0.785612 0.027 Uiso 1 1 calc R U . . .
C36 C 0.52210(9) 0.52841(10) 0.73418(13) 0.0211(5) Uani 1 1 d . . . . .
C37 C 0.39523(9) 0.61871(11) 0.74017(13) 0.0242(5) Uani 1 1 d . . . . .
H37 H 0.414078 0.657659 0.732405 0.029 Uiso 1 1 calc R U . . .
C38 C 0.35400(10) 0.60765(13) 0.66819(15) 0.0359(7) Uani 1 1 d . . . . .
H38A H 0.371470 0.605556 0.623405 0.054 Uiso 1 1 calc R U . . .
H38B H 0.328468 0.641375 0.661692 0.054 Uiso 1 1 calc R U . . .
H38C H 0.335641 0.568939 0.673382 0.054 Uiso 1 1 calc R U . . .
C39 C 0.36848(10) 0.62758(13) 0.80957(15) 0.0370(7) Uani 1 1 d . . . . .
H39A H 0.344142 0.593519 0.812695 0.055 Uiso 1 1 calc R U . . .
H39B H 0.348847 0.666265 0.804450 0.055 Uiso 1 1 calc R U . . .
H39C H 0.395267 0.628650 0.856174 0.055 Uiso 1 1 calc R U . . .
C40 C 0.57426(10) 0.53591(12) 0.70637(15) 0.0308(6) Uani 1 1 d . . . . .
H40 H 0.572092 0.573588 0.673862 0.037 Uiso 1 1 calc R U . . .
C41 C 0.58610(11) 0.48168(15) 0.65821(17) 0.0519(9) Uani 1 1 d . . . . .
H41A H 0.593018 0.445266 0.690771 0.078 Uiso 1 1 calc R U . . .
H41B H 0.617157 0.490851 0.635198 0.078 Uiso 1 1 calc R U . . .
H41C H 0.555756 0.473982 0.617633 0.078 Uiso 1 1 calc R U . . .
C42 C 0.61954(11) 0.54415(15) 0.77370(18) 0.0520(9) Uani 1 1 d . . . . .
H42A H 0.612539 0.579841 0.803947 0.078 Uiso 1 1 calc R U . . .
H42B H 0.652531 0.550468 0.754370 0.078 Uiso 1 1 calc R U . . .
H42C H 0.622598 0.507427 0.805997 0.078 Uiso 1 1 calc R U . . .
C43 C 0.47219(8) 0.80106(10) 0.49554(12) 0.0187(5) Uani 1 1 d . . . . .
C44 C 0.48468(9) 0.79101(11) 0.42303(13) 0.0243(5) Uani 1 1 d . . . . .
H44 H 0.477757 0.752184 0.399136 0.029 Uiso 1 1 calc R U . . .
C45 C 0.50696(9) 0.83693(11) 0.38576(14) 0.0275(6) Uani 1 1 d . . . . .
H45 H 0.515296 0.829614 0.336432 0.033 Uiso 1 1 calc R U . . .
C46 C 0.51716(9) 0.89344(12) 0.41997(14) 0.0281(6) Uani 1 1 d . . . . .
H46 H 0.532540 0.925045 0.394295 0.034 Uiso 1 1 calc R U . . .
C47 C 0.50497(9) 0.90399(11) 0.49168(14) 0.0268(6) Uani 1 1 d . . . . .
H47 H 0.512036 0.942922 0.515225 0.032 Uiso 1 1 calc R U . . .
C48 C 0.48252(9) 0.85820(10) 0.52947(13) 0.0219(5) Uani 1 1 d . . . . .
H48 H 0.474152 0.865858 0.578704 0.026 Uiso 1 1 calc R U . . .
C49 C 0.42348(9) 0.76727(10) 0.62678(12) 0.0181(5) Uani 1 1 d . . . . .
C50 C 0.46129(10) 0.78655(11) 0.68853(13) 0.0255(5) Uani 1 1 d . . . . .
H50 H 0.497751 0.783557 0.686063 0.031 Uiso 1 1 calc R U . . .
C51 C 0.44539(12) 0.81000(11) 0.75317(14) 0.0335(6) Uani 1 1 d . . . . .
H51 H 0.471098 0.823535 0.794917 0.040 Uiso 1 1 calc R U . . .
C52 C 0.39273(12) 0.81395(12) 0.75775(15) 0.0374(7) Uani 1 1 d . . . . .
H52 H 0.382336 0.830283 0.802491 0.045 Uiso 1 1 calc R U . . .
C53 C 0.35501(11) 0.79436(12) 0.69779(15) 0.0346(6) Uani 1 1 d . . . . .
H53 H 0.318682 0.796435 0.701397 0.042 Uiso 1 1 calc R U . . .
C54 C 0.37044(9) 0.77156(10) 0.63207(14) 0.0249(5) Uani 1 1 d . . . . .
H54 H 0.344449 0.758765 0.590255 0.030 Uiso 1 1 calc R U . . .
Se3 Se 0.11837(2) 0.77240(2) 0.25974(2) 0.02816(7) Uani 1 1 d . . . . .
P3 P 0.19037(2) 0.74087(3) 0.32297(3) 0.01708(12) Uani 1 1 d . . . . .
N3 N 0.23286(7) 0.86867(8) 0.42552(10) 0.0190(4) Uani 1 1 d . . . . .
C55 C 0.24358(8) 0.79694(10) 0.32820(13) 0.0192(5) Uani 1 1 d . . . . .
H55A H 0.274642 0.781577 0.364126 0.023 Uiso 1 1 calc R U . . .
H55B H 0.253738 0.800409 0.277042 0.023 Uiso 1 1 calc R U . . .
C56 C 0.22971(8) 0.86018(10) 0.35396(13) 0.0183(5) Uani 1 1 d . . . . .
C57 C 0.21274(10) 0.90672(11) 0.29193(13) 0.0286(6) Uani 1 1 d . . . . .
H57A H 0.179320 0.893803 0.260709 0.043 Uiso 1 1 calc R U . . .
H57B H 0.239768 0.910027 0.259502 0.043 Uiso 1 1 calc R U . . .
H57C H 0.208080 0.946645 0.315185 0.043 Uiso 1 1 calc R U . . .
C58 C 0.21995(9) 0.92678(10) 0.45476(12) 0.0178(5) Uani 1 1 d . . . . .
C59 C 0.26092(9) 0.96853(10) 0.48024(12) 0.0202(5) Uani 1 1 d . . . . .
C60 C 0.24821(9) 1.02336(11) 0.51346(13) 0.0238(5) Uani 1 1 d . . . . .
H60 H 0.275162 1.052519 0.530182 0.029 Uiso 1 1 calc R U . . .
C61 C 0.19705(10) 1.03576(11) 0.52232(13) 0.0253(6) Uani 1 1 d . . . . .
H61 H 0.188946 1.073146 0.545166 0.030 Uiso 1 1 calc R U . . .
C62 C 0.15772(9) 0.99363(11) 0.49784(13) 0.0230(5) Uani 1 1 d . . . . .
H62 H 0.122734 1.002430 0.504756 0.028 Uiso 1 1 calc R U . . .
C63 C 0.16782(9) 0.93864(10) 0.46334(12) 0.0203(5) Uani 1 1 d . . . . .
C64 C 0.31720(9) 0.95256(11) 0.47309(14) 0.0261(6) Uani 1 1 d . . . . .
H64 H 0.315468 0.931030 0.422935 0.031 Uiso 1 1 calc R U . . .
C65 C 0.35339(11) 1.00722(13) 0.47172(17) 0.0414(7) Uani 1 1 d . . . . .
H65A H 0.358181 1.028154 0.521343 0.062 Uiso 1 1 calc R U . . .
H65B H 0.337709 1.035637 0.431293 0.062 Uiso 1 1 calc R U . . .
H65C H 0.387678 0.993198 0.461637 0.062 Uiso 1 1 calc R U . . .
C66 C 0.33993(11) 0.90727(14) 0.53468(18) 0.0492(8) Uani 1 1 d . . . . .
H66A H 0.374202 0.892737 0.525154 0.074 Uiso 1 1 calc R U . . .
H66B H 0.315856 0.872399 0.533941 0.074 Uiso 1 1 calc R U . . .
H66C H 0.344444 0.927333 0.584840 0.074 Uiso 1 1 calc R U . . .
C67 C 0.12451(9) 0.89170(11) 0.43952(13) 0.0228(5) Uani 1 1 d . . . . .
H67 H 0.132915 0.869532 0.393782 0.027 Uiso 1 1 calc R U . . .
C68 C 0.06999(9) 0.92014(12) 0.41648(15) 0.0330(6) Uani 1 1 d . . . . .
H68A H 0.044665 0.888269 0.395742 0.049 Uiso 1 1 calc R U . . .
H68B H 0.071204 0.951625 0.377410 0.049 Uiso 1 1 calc R U . . .
H68C H 0.059055 0.938817 0.461461 0.049 Uiso 1 1 calc R U . . .
C69 C 0.12412(10) 0.84437(11) 0.50274(14) 0.0290(6) Uani 1 1 d . . . . .
H69A H 0.115334 0.864563 0.548249 0.043 Uiso 1 1 calc R U . . .
H69B H 0.159020 0.825367 0.515564 0.043 Uiso 1 1 calc R U . . .
H69C H 0.097738 0.812794 0.485016 0.043 Uiso 1 1 calc R U . . .
C70 C 0.18674(9) 0.71898(10) 0.42084(12) 0.0187(5) Uani 1 1 d . . . . .
C71 C 0.22911(9) 0.72500(11) 0.48059(13) 0.0238(5) Uani 1 1 d . . . . .
H71 H 0.261580 0.741342 0.471210 0.029 Uiso 1 1 calc R U . . .
C72 C 0.22403(10) 0.70718(11) 0.55376(14) 0.0294(6) Uani 1 1 d . . . . .
H72 H 0.253145 0.711019 0.594515 0.035 Uiso 1 1 calc R U . . .
C73 C 0.17682(11) 0.68384(11) 0.56788(15) 0.0310(6) Uani 1 1 d . . . . .
H73 H 0.173448 0.672112 0.618389 0.037 Uiso 1 1 calc R U . . .
C74 C 0.13450(10) 0.67748(11) 0.50880(15) 0.0319(6) Uani 1 1 d . . . . .
H74 H 0.102153 0.661004 0.518473 0.038 Uiso 1 1 calc R U . . .
C75 C 0.13936(10) 0.69520(11) 0.43550(14) 0.0268(6) Uani 1 1 d . . . . .
H75 H 0.110175 0.691107 0.394895 0.032 Uiso 1 1 calc R U . . .
C76 C 0.21705(8) 0.67496(10) 0.28015(12) 0.0180(5) Uani 1 1 d . . . . .
C77 C 0.25351(9) 0.63669(11) 0.32406(13) 0.0240(5) Uani 1 1 d . . . . .
H77 H 0.263446 0.643795 0.377481 0.029 Uiso 1 1 calc R U . . .
C78 C 0.27542(10) 0.58813(11) 0.29009(14) 0.0272(6) Uani 1 1 d . . . . .
H78 H 0.300126 0.561912 0.320470 0.033 Uiso 1 1 calc R U . . .
C79 C 0.26156(9) 0.57762(11) 0.21233(14) 0.0258(6) Uani 1 1 d . . . . .
H79 H 0.277054 0.544644 0.189184 0.031 Uiso 1 1 calc R U . . .
C80 C 0.22513(10) 0.61520(11) 0.16848(14) 0.0285(6) Uani 1 1 d . . . . .
H80 H 0.215341 0.607884 0.115078 0.034 Uiso 1 1 calc R U . . .
C81 C 0.20269(9) 0.66374(11) 0.20210(13) 0.0246(5) Uani 1 1 d . . . . .
H81 H 0.177457 0.689326 0.171669 0.029 Uiso 1 1 calc R U . . .
Se4 Se -0.12207(2) 0.71542(2) -0.01569(2) 0.03584(8) Uani 1 1 d . . . . .
P4 P -0.05550(2) 0.75182(3) 0.05612(3) 0.01795(13) Uani 1 1 d . . . . .
N4 N -0.01069(7) 0.63215(8) 0.18198(11) 0.0193(4) Uani 1 1 d . . . . .
C82 C -0.00105(9) 0.69740(10) 0.07766(14) 0.0222(5) Uani 1 1 d . . . . .
H82A H 0.013130 0.689392 0.030191 0.027 Uiso 1 1 calc R U . . .
H82B H 0.027464 0.716392 0.115038 0.027 Uiso 1 1 calc R U . . .
C83 C -0.01584(9) 0.63717(10) 0.10955(14) 0.0196(5) Uani 1 1 d . . . . .
C84 C -0.03587(11) 0.58809(11) 0.05236(14) 0.0334(6) Uani 1 1 d . . . . .
H84A H -0.070480 0.600000 0.023843 0.050 Uiso 1 1 calc R U . . .
H84B H -0.039070 0.549402 0.079259 0.050 Uiso 1 1 calc R U . . .
H84C H -0.011117 0.582856 0.016700 0.050 Uiso 1 1 calc R U . . .
C85 C -0.02292(9) 0.57517(10) 0.21484(12) 0.0179(5) Uani 1 1 d . . . . .
C86 C -0.07502(9) 0.56341(10) 0.22556(13) 0.0206(5) Uani 1 1 d . . . . .
C87 C -0.08417(10) 0.50881(11) 0.26089(13) 0.0250(5) Uani 1 1 d . . . . .
H87 H -0.118897 0.499817 0.268866 0.030 Uiso 1 1 calc R U . . .
C88 C -0.04431(10) 0.46690(11) 0.28495(13) 0.0266(6) Uani 1 1 d . . . . .
H88 H -0.051930 0.429499 0.308200 0.032 Uiso 1 1 calc R U . . .
C89 C 0.00650(10) 0.47973(10) 0.27499(13) 0.0240(5) Uani 1 1 d . . . . .
H89 H 0.033759 0.450869 0.291387 0.029 Uiso 1 1 calc R U . . .
C90 C 0.01847(9) 0.53474(10) 0.24101(13) 0.0202(5) Uani 1 1 d . . . . .
C91 C -0.11905(9) 0.60968(11) 0.20096(14) 0.0243(5) Uani 1 1 d . . . . .
H91 H -0.111719 0.630693 0.153821 0.029 Uiso 1 1 calc R U . . .
C92 C -0.17366(9) 0.58061(12) 0.18159(15) 0.0317(6) Uani 1 1 d . . . . .
H92A H -0.183725 0.563949 0.228290 0.048 Uiso 1 1 calc R U . . .
H92B H -0.172969 0.547505 0.144436 0.048 Uiso 1 1 calc R U . . .
H92C H -0.199346 0.611730 0.159607 0.048 Uiso 1 1 calc R U . . .
C93 C -0.11855(10) 0.65828(11) 0.26278(15) 0.0338(6) Uani 1 1 d . . . . .
H93A H -0.084292 0.679058 0.271789 0.051 Uiso 1 1 calc R U . . .
H93B H -0.124545 0.638759 0.310281 0.051 Uiso 1 1 calc R U . . .
H93C H -0.146508 0.688286 0.246021 0.051 Uiso 1 1 calc R U . . .
C94 C 0.07465(9) 0.54904(11) 0.23089(14) 0.0270(6) Uani 1 1 d . . . . .
H94 H 0.076074 0.593551 0.217973 0.032 Uiso 1 1 calc R U . . .
C95 C 0.08963(12) 0.51302(17) 0.16450(17) 0.0566(9) Uani 1 1 d . . . . .
H95A H 0.089057 0.469070 0.175737 0.085 Uiso 1 1 calc R U . . .
H95B H 0.125114 0.524924 0.157252 0.085 Uiso 1 1 calc R U . . .
H95C H 0.064361 0.521858 0.117715 0.085 Uiso 1 1 calc R U . . .
C96 C 0.11524(10) 0.53790(15) 0.30262(16) 0.0449(8) Uani 1 1 d . . . . .
H96A H 0.105630 0.561346 0.345271 0.067 Uiso 1 1 calc R U . . .
H96B H 0.150048 0.551033 0.293707 0.067 Uiso 1 1 calc R U . . .
H96C H 0.116235 0.494121 0.315190 0.067 Uiso 1 1 calc R U . . .
C97 C -0.02634(8) 0.81568(10) 0.01261(13) 0.0186(5) Uani 1 1 d . . . . .
C98 C -0.01974(10) 0.81045(11) -0.06353(13) 0.0273(6) Uani 1 1 d . . . . .
H98 H -0.029927 0.773765 -0.091032 0.033 Uiso 1 1 calc R U . . .
C99 C 0.00149(10) 0.85816(11) -0.09918(14) 0.0290(6) Uani 1 1 d . . . . .
H99 H 0.006282 0.854072 -0.150854 0.035 Uiso 1 1 calc R U . . .
C100 C 0.01578(9) 0.91189(11) -0.05976(14) 0.0271(6) Uani 1 1 d . . . . .
H100 H 0.029905 0.944997 -0.084501 0.033 Uiso 1 1 calc R U . . .
C101 C 0.00949(9) 0.91736(11) 0.01566(14) 0.0259(6) Uani 1 1 d . . . . .
H101 H 0.019492 0.954237 0.042837 0.031 Uiso 1 1 calc R U . . .
C102 C -0.01133(9) 0.86936(10) 0.05189(13) 0.0209(5) Uani 1 1 d . . . . .
H102 H -0.015311 0.873317 0.103920 0.025 Uiso 1 1 calc R U . . .
C103 C -0.06836(10) 0.77985(10) 0.14678(14) 0.0239(5) Uani 1 1 d . . . . .
C104 C -0.02850(11) 0.78534(12) 0.21018(14) 0.0348(7) Uani 1 1 d . . . . .
H104 H 0.006287 0.772290 0.207315 0.042 Uiso 1 1 calc R U . . .
C105 C -0.03957(16) 0.80978(14) 0.27722(17) 0.0559(10) Uani 1 1 d . . . . .
H105 H -0.012115 0.814059 0.320245 0.067 Uiso 1 1 calc R U . . .
C106 C -0.0898(2) 0.82802(14) 0.2826(2) 0.0739(14) Uani 1 1 d . . . . .
H106 H -0.097116 0.844572 0.329143 0.089 Uiso 1 1 calc R U . . .
C107 C -0.12919(17) 0.82227(15) 0.2207(2) 0.0684(12) Uani 1 1 d . . . . .
H107 H -0.163926 0.834997 0.224414 0.082 Uiso 1 1 calc R U . . .
C108 C -0.11919(11) 0.79809(12) 0.15233(17) 0.0404(7) Uani 1 1 d . . . . .
H108 H -0.146913 0.794048 0.109616 0.049 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
Se1 P1 2.1070(6) . ?
P1 C1 1.830(2) . ?
P1 C16 1.820(2) . ?
P1 C22 1.814(2) . ?
N1 C2 1.267(3) . ?
N1 C4 1.425(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.516(3) . ?
C2 C3 1.507(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.406(3) . ?
C4 C9 1.406(3) . ?
C5 C6 1.392(3) . ?
C5 C10 1.517(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.374(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.385(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.395(3) . ?
C9 C13 1.512(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.526(3) . ?
C10 C12 1.520(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.529(3) . ?
C13 C15 1.526(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.388(3) . ?
C16 C21 1.391(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.375(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.382(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.391(3) . ?
C22 C27 1.392(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.380(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.378(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(3) . ?
C27 H27 0.9500 . ?
Se2 P2 2.1117(6) . ?
P2 C28 1.835(2) . ?
P2 C43 1.816(2) . ?
P2 C49 1.805(2) . ?
N2 C29 1.274(3) . ?
N2 C31 1.427(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.508(3) . ?
C29 C30 1.498(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.404(3) . ?
C31 C36 1.404(3) . ?
C32 C33 1.393(3) . ?
C32 C37 1.515(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.381(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.382(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.394(3) . ?
C36 C40 1.519(3) . ?
C37 H37 1.0000 . ?
C37 C38 1.530(3) . ?
C37 C39 1.524(3) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40 1.0000 . ?
C40 C41 1.521(4) . ?
C40 C42 1.527(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.396(3) . ?
C43 C48 1.390(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.379(3) . ?
C45 H45 0.9500 . ?
C45 C46 1.379(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.382(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.384(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.397(3) . ?
C49 C54 1.389(3) . ?
C50 H50 0.9500 . ?
C50 C51 1.381(3) . ?
C51 H51 0.9500 . ?
C51 C52 1.375(4) . ?
C52 H52 0.9500 . ?
C52 C53 1.377(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.388(3) . ?
C54 H54 0.9500 . ?
Se3 P3 2.1077(6) . ?
P3 C55 1.827(2) . ?
P3 C70 1.818(2) . ?
P3 C76 1.816(2) . ?
N3 C56 1.271(3) . ?
N3 C58 1.431(3) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 C56 1.516(3) . ?
C56 C57 1.505(3) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 C59 1.407(3) . ?
C58 C63 1.401(3) . ?
C59 C60 1.397(3) . ?
C59 C64 1.517(3) . ?
C60 H60 0.9500 . ?
C60 C61 1.381(3) . ?
C61 H61 0.9500 . ?
C61 C62 1.380(3) . ?
C62 H62 0.9500 . ?
C62 C63 1.392(3) . ?
C63 C67 1.519(3) . ?
C64 H64 1.0000 . ?
C64 C65 1.516(3) . ?
C64 C66 1.513(4) . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67 H67 1.0000 . ?
C67 C68 1.524(3) . ?
C67 C69 1.525(3) . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 C71 1.388(3) . ?
C70 C75 1.392(3) . ?
C71 H71 0.9500 . ?
C71 C72 1.383(3) . ?
C72 H72 0.9500 . ?
C72 C73 1.381(3) . ?
C73 H73 0.9500 . ?
C73 C74 1.381(4) . ?
C74 H74 0.9500 . ?
C74 C75 1.383(3) . ?
C75 H75 0.9500 . ?
C76 C77 1.389(3) . ?
C76 C81 1.391(3) . ?
C77 H77 0.9500 . ?
C77 C78 1.387(3) . ?
C78 H78 0.9500 . ?
C78 C79 1.382(3) . ?
C79 H79 0.9500 . ?
C79 C80 1.379(3) . ?
C80 H80 0.9500 . ?
C80 C81 1.390(3) . ?
C81 H81 0.9500 . ?
Se4 P4 2.1045(6) . ?
P4 C82 1.826(2) . ?
P4 C97 1.817(2) . ?
P4 C103 1.804(2) . ?
N4 C83 1.273(3) . ?
N4 C85 1.431(3) . ?
C82 H82A 0.9900 . ?
C82 H82B 0.9900 . ?
C82 C83 1.506(3) . ?
C83 C84 1.503(3) . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
C85 C86 1.411(3) . ?
C85 C90 1.399(3) . ?
C86 C87 1.385(3) . ?
C86 C91 1.524(3) . ?
C87 H87 0.9500 . ?
C87 C88 1.385(3) . ?
C88 H88 0.9500 . ?
C88 C89 1.379(3) . ?
C89 H89 0.9500 . ?
C89 C90 1.401(3) . ?
C90 C94 1.521(3) . ?
C91 H91 1.0000 . ?
C91 C92 1.526(3) . ?
C91 C93 1.524(3) . ?
C92 H92A 0.9800 . ?
C92 H92B 0.9800 . ?
C92 H92C 0.9800 . ?
C93 H93A 0.9800 . ?
C93 H93B 0.9800 . ?
C93 H93C 0.9800 . ?
C94 H94 1.0000 . ?
C94 C95 1.520(4) . ?
C94 C96 1.518(3) . ?
C95 H95A 0.9800 . ?
C95 H95B 0.9800 . ?
C95 H95C 0.9800 . ?
C96 H96A 0.9800 . ?
C96 H96B 0.9800 . ?
C96 H96C 0.9800 . ?
C97 C98 1.395(3) . ?
C97 C102 1.383(3) . ?
C98 H98 0.9500 . ?
C98 C99 1.380(3) . ?
C99 H99 0.9500 . ?
C99 C100 1.381(3) . ?
C100 H100 0.9500 . ?
C100 C101 1.380(3) . ?
C101 H101 0.9500 . ?
C101 C102 1.385(3) . ?
C102 H102 0.9500 . ?
C103 C104 1.389(3) . ?
C103 C108 1.388(3) . ?
C104 H104 0.9500 . ?
C104 C105 1.377(4) . ?
C105 H105 0.9500 . ?
C105 C106 1.373(5) . ?
C106 H106 0.9500 . ?
C106 C107 1.364(5) . ?
C107 H107 0.9500 . ?
C107 C108 1.387(4) . ?
C108 H108 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 Se1 113.02(8) . . ?
C16 P1 Se1 112.88(7) . . ?
C16 P1 C1 103.11(10) . . ?
C22 P1 Se1 113.91(8) . . ?
C22 P1 C1 107.39(10) . . ?
C22 P1 C16 105.69(10) . . ?
C2 N1 C4 121.29(19) . . ?
P1 C1 H1A 108.8 . . ?
P1 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
C2 C1 P1 113.87(15) . . ?
C2 C1 H1A 108.8 . . ?
C2 C1 H1B 108.8 . . ?
N1 C2 C1 116.9(2) . . ?
N1 C2 C3 126.2(2) . . ?
C3 C2 C1 116.90(19) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 119.5(2) . . ?
C5 C4 C9 122.2(2) . . ?
C9 C4 N1 118.0(2) . . ?
C4 C5 C10 121.6(2) . . ?
C6 C5 C4 117.2(2) . . ?
C6 C5 C10 121.1(2) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 C5 121.8(2) . . ?
C7 C6 H6 119.1 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.1(2) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 120.9(2) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 C13 119.9(2) . . ?
C8 C9 C4 117.7(2) . . ?
C8 C9 C13 122.4(2) . . ?
C5 C10 H10 107.6 . . ?
C5 C10 C11 113.3(2) . . ?
C5 C10 C12 110.30(19) . . ?
C11 C10 H10 107.6 . . ?
C12 C10 H10 107.6 . . ?
C12 C10 C11 110.3(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.2 . . ?
C9 C13 C14 114.2(2) . . ?
C9 C13 C15 110.4(2) . . ?
C14 C13 H13 107.2 . . ?
C15 C13 H13 107.2 . . ?
C15 C13 C14 110.4(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 119.16(18) . . ?
C17 C16 C21 118.9(2) . . ?
C21 C16 P1 121.94(17) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(2) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(2) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0(2) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.3(2) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 119.8 . . ?
C20 C21 C16 120.4(2) . . ?
C20 C21 H21 119.8 . . ?
C23 C22 P1 118.41(17) . . ?
C23 C22 C27 119.2(2) . . ?
C27 C22 P1 122.34(18) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(2) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.1(2) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.1(2) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 H27 120.0 . . ?
C26 C27 C22 120.0(2) . . ?
C26 C27 H27 120.0 . . ?
C28 P2 Se2 114.26(8) . . ?
C43 P2 Se2 112.40(7) . . ?
C43 P2 C28 102.28(10) . . ?
C49 P2 Se2 113.37(8) . . ?
C49 P2 C28 105.90(10) . . ?
C49 P2 C43 107.79(10) . . ?
C29 N2 C31 119.86(18) . . ?
P2 C28 H28A 108.4 . . ?
P2 C28 H28B 108.4 . . ?
H28A C28 H28B 107.5 . . ?
C29 C28 P2 115.33(15) . . ?
C29 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
N2 C29 C28 117.6(2) . . ?
N2 C29 C30 126.5(2) . . ?
C30 C29 C28 115.9(2) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 N2 118.16(19) . . ?
C32 C31 C36 121.4(2) . . ?
C36 C31 N2 120.1(2) . . ?
C31 C32 C37 120.4(2) . . ?
C33 C32 C31 117.9(2) . . ?
C33 C32 C37 121.7(2) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 C32 121.5(2) . . ?
C34 C33 H33 119.2 . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.6(2) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 119.4 . . ?
C34 C35 C36 121.3(2) . . ?
C36 C35 H35 119.4 . . ?
C31 C36 C40 121.9(2) . . ?
C35 C36 C31 118.1(2) . . ?
C35 C36 C40 120.0(2) . . ?
C32 C37 H37 107.6 . . ?
C32 C37 C38 110.5(2) . . ?
C32 C37 C39 113.0(2) . . ?
C38 C37 H37 107.6 . . ?
C39 C37 H37 107.6 . . ?
C39 C37 C38 110.4(2) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C36 C40 H40 108.2 . . ?
C36 C40 C41 112.0(2) . . ?
C36 C40 C42 110.9(2) . . ?
C41 C40 H40 108.2 . . ?
C41 C40 C42 109.3(2) . . ?
C42 C40 H40 108.2 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 P2 117.76(17) . . ?
C48 C43 P2 123.40(17) . . ?
C48 C43 C44 118.8(2) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 C43 120.6(2) . . ?
C45 C44 H44 119.7 . . ?
C44 C45 H45 119.9 . . ?
C44 C45 C46 120.1(2) . . ?
C46 C45 H45 119.9 . . ?
C45 C46 H46 120.1 . . ?
C45 C46 C47 119.8(2) . . ?
C47 C46 H46 120.1 . . ?
C46 C47 H47 119.8 . . ?
C46 C47 C48 120.5(2) . . ?
C48 C47 H47 119.8 . . ?
C43 C48 H48 119.9 . . ?
C47 C48 C43 120.1(2) . . ?
C47 C48 H48 119.9 . . ?
C50 C49 P2 121.26(18) . . ?
C54 C49 P2 119.66(17) . . ?
C54 C49 C50 119.1(2) . . ?
C49 C50 H50 120.2 . . ?
C51 C50 C49 119.7(2) . . ?
C51 C50 H50 120.2 . . ?
C50 C51 H51 119.6 . . ?
C52 C51 C50 120.7(2) . . ?
C52 C51 H51 119.6 . . ?
C51 C52 H52 119.8 . . ?
C51 C52 C53 120.3(2) . . ?
C53 C52 H52 119.8 . . ?
C52 C53 H53 120.2 . . ?
C52 C53 C54 119.5(3) . . ?
C54 C53 H53 120.2 . . ?
C49 C54 H54 119.7 . . ?
C53 C54 C49 120.7(2) . . ?
C53 C54 H54 119.7 . . ?
C55 P3 Se3 113.01(8) . . ?
C70 P3 Se3 113.98(8) . . ?
C70 P3 C55 106.89(10) . . ?
C76 P3 Se3 113.45(7) . . ?
C76 P3 C55 102.47(10) . . ?
C76 P3 C70 106.11(10) . . ?
C56 N3 C58 120.84(19) . . ?
P3 C55 H55A 108.7 . . ?
P3 C55 H55B 108.7 . . ?
H55A C55 H55B 107.6 . . ?
C56 C55 P3 114.23(15) . . ?
C56 C55 H55A 108.7 . . ?
C56 C55 H55B 108.7 . . ?
N3 C56 C55 117.2(2) . . ?
N3 C56 C57 126.3(2) . . ?
C57 C56 C55 116.58(19) . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C59 C58 N3 118.8(2) . . ?
C63 C58 N3 119.38(19) . . ?
C63 C58 C59 121.6(2) . . ?
C58 C59 C64 119.9(2) . . ?
C60 C59 C58 118.1(2) . . ?
C60 C59 C64 122.0(2) . . ?
C59 C60 H60 119.5 . . ?
C61 C60 C59 120.9(2) . . ?
C61 C60 H60 119.5 . . ?
C60 C61 H61 120.1 . . ?
C62 C61 C60 119.7(2) . . ?
C62 C61 H61 120.1 . . ?
C61 C62 H62 119.0 . . ?
C61 C62 C63 121.9(2) . . ?
C63 C62 H62 119.0 . . ?
C58 C63 C67 121.1(2) . . ?
C62 C63 C58 117.6(2) . . ?
C62 C63 C67 121.3(2) . . ?
C59 C64 H64 106.7 . . ?
C65 C64 C59 114.8(2) . . ?
C65 C64 H64 106.7 . . ?
C66 C64 C59 110.1(2) . . ?
C66 C64 H64 106.7 . . ?
C66 C64 C65 111.3(2) . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C64 C66 H66A 109.5 . . ?
C64 C66 H66B 109.5 . . ?
C64 C66 H66C 109.5 . . ?
H66A C66 H66B 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C63 C67 H67 107.4 . . ?
C63 C67 C68 113.4(2) . . ?
C63 C67 C69 110.53(19) . . ?
C68 C67 H67 107.4 . . ?
C68 C67 C69 110.4(2) . . ?
C69 C67 H67 107.4 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C67 C69 H69A 109.5 . . ?
C67 C69 H69B 109.5 . . ?
C67 C69 H69C 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C71 C70 P3 122.63(18) . . ?
C71 C70 C75 119.4(2) . . ?
C75 C70 P3 117.99(17) . . ?
C70 C71 H71 120.0 . . ?
C72 C71 C70 119.9(2) . . ?
C72 C71 H71 120.0 . . ?
C71 C72 H72 119.8 . . ?
C73 C72 C71 120.3(2) . . ?
C73 C72 H72 119.8 . . ?
C72 C73 H73 119.9 . . ?
C74 C73 C72 120.2(2) . . ?
C74 C73 H73 119.9 . . ?
C73 C74 H74 120.1 . . ?
C73 C74 C75 119.8(2) . . ?
C75 C74 H74 120.1 . . ?
C70 C75 H75 119.8 . . ?
C74 C75 C70 120.4(2) . . ?
C74 C75 H75 119.8 . . ?
C77 C76 P3 120.64(17) . . ?
C77 C76 C81 119.2(2) . . ?
C81 C76 P3 120.09(17) . . ?
C76 C77 H77 119.9 . . ?
C78 C77 C76 120.2(2) . . ?
C78 C77 H77 119.9 . . ?
C77 C78 H78 119.8 . . ?
C79 C78 C77 120.4(2) . . ?
C79 C78 H78 119.8 . . ?
C78 C79 H79 120.1 . . ?
C80 C79 C78 119.7(2) . . ?
C80 C79 H79 120.1 . . ?
C79 C80 H80 119.9 . . ?
C79 C80 C81 120.3(2) . . ?
C81 C80 H80 119.9 . . ?
C76 C81 H81 119.9 . . ?
C80 C81 C76 120.2(2) . . ?
C80 C81 H81 119.9 . . ?
C82 P4 Se4 113.32(8) . . ?
C97 P4 Se4 112.69(7) . . ?
C97 P4 C82 103.18(10) . . ?
C103 P4 Se4 114.23(8) . . ?
C103 P4 C82 106.72(11) . . ?
C103 P4 C97 105.81(11) . . ?
C83 N4 C85 119.60(19) . . ?
P4 C82 H82A 108.7 . . ?
P4 C82 H82B 108.7 . . ?
H82A C82 H82B 107.6 . . ?
C83 C82 P4 114.23(15) . . ?
C83 C82 H82A 108.7 . . ?
C83 C82 H82B 108.7 . . ?
N4 C83 C82 117.7(2) . . ?
N4 C83 C84 125.6(2) . . ?
C84 C83 C82 116.6(2) . . ?
C83 C84 H84A 109.5 . . ?
C83 C84 H84B 109.5 . . ?
C83 C84 H84C 109.5 . . ?
H84A C84 H84B 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
C86 C85 N4 119.66(19) . . ?
C90 C85 N4 118.3(2) . . ?
C90 C85 C86 121.9(2) . . ?
C85 C86 C91 121.2(2) . . ?
C87 C86 C85 117.3(2) . . ?
C87 C86 C91 121.5(2) . . ?
C86 C87 H87 118.9 . . ?
C88 C87 C86 122.1(2) . . ?
C88 C87 H87 118.9 . . ?
C87 C88 H88 120.2 . . ?
C89 C88 C87 119.7(2) . . ?
C89 C88 H88 120.2 . . ?
C88 C89 H89 119.5 . . ?
C88 C89 C90 120.9(2) . . ?
C90 C89 H89 119.5 . . ?
C85 C90 C89 118.1(2) . . ?
C85 C90 C94 121.1(2) . . ?
C89 C90 C94 120.8(2) . . ?
C86 C91 H91 107.7 . . ?
C86 C91 C92 113.6(2) . . ?
C92 C91 H91 107.7 . . ?
C93 C91 C86 110.0(2) . . ?
C93 C91 H91 107.7 . . ?
C93 C91 C92 110.0(2) . . ?
C91 C92 H92A 109.5 . . ?
C91 C92 H92B 109.5 . . ?
C91 C92 H92C 109.5 . . ?
H92A C92 H92B 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?
C91 C93 H93A 109.5 . . ?
C91 C93 H93B 109.5 . . ?
C91 C93 H93C 109.5 . . ?
H93A C93 H93B 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
C90 C94 H94 107.5 . . ?
C95 C94 C90 111.1(2) . . ?
C95 C94 H94 107.5 . . ?
C96 C94 C90 113.5(2) . . ?
C96 C94 H94 107.5 . . ?
C96 C94 C95 109.6(2) . . ?
C94 C95 H95A 109.5 . . ?
C94 C95 H95B 109.5 . . ?
C94 C95 H95C 109.5 . . ?
H95A C95 H95B 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
C94 C96 H96A 109.5 . . ?
C94 C96 H96B 109.5 . . ?
C94 C96 H96C 109.5 . . ?
H96A C96 H96B 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 109.5 . . ?
C98 C97 P4 118.54(17) . . ?
C102 C97 P4 122.36(17) . . ?
C102 C97 C98 119.1(2) . . ?
C97 C98 H98 119.8 . . ?
C99 C98 C97 120.5(2) . . ?
C99 C98 H98 119.8 . . ?
C98 C99 H99 120.0 . . ?
C98 C99 C100 120.0(2) . . ?
C100 C99 H99 120.0 . . ?
C99 C100 H100 120.1 . . ?
C101 C100 C99 119.9(2) . . ?
C101 C100 H100 120.1 . . ?
C100 C101 H101 119.8 . . ?
C100 C101 C102 120.3(2) . . ?
C102 C101 H101 119.8 . . ?
C97 C102 C101 120.2(2) . . ?
C97 C102 H102 119.9 . . ?
C101 C102 H102 119.9 . . ?
C104 C103 P4 121.7(2) . . ?
C108 C103 P4 118.9(2) . . ?
C108 C103 C104 119.4(2) . . ?
C103 C104 H104 120.1 . . ?
C105 C104 C103 119.8(3) . . ?
C105 C104 H104 120.1 . . ?
C104 C105 H105 119.6 . . ?
C106 C105 C104 120.8(3) . . ?
C106 C105 H105 119.6 . . ?
C105 C106 H106 120.2 . . ?
C107 C106 C105 119.7(3) . . ?
C107 C106 H106 120.2 . . ?
C106 C107 H107 119.6 . . ?
C106 C107 C108 120.9(3) . . ?
C108 C107 H107 119.6 . . ?
C103 C108 H108 120.2 . . ?
C107 C108 C103 119.5(3) . . ?
C107 C108 H108 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
Se1 P1 C1 C2 -56.13(17) . . . . ?
Se1 P1 C16 C17 -35.8(2) . . . . ?
Se1 P1 C16 C21 143.85(17) . . . . ?
Se1 P1 C22 C23 -29.1(2) . . . . ?
Se1 P1 C22 C27 153.29(17) . . . . ?
P1 C1 C2 N1 -84.5(2) . . . . ?
P1 C1 C2 C3 94.6(2) . . . . ?
P1 C16 C17 C18 179.8(2) . . . . ?
P1 C16 C21 C20 -179.78(17) . . . . ?
P1 C22 C23 C24 -177.24(19) . . . . ?
P1 C22 C27 C26 176.86(18) . . . . ?
N1 C4 C5 C6 -174.3(2) . . . . ?
N1 C4 C5 C10 2.7(3) . . . . ?
N1 C4 C9 C8 175.3(2) . . . . ?
N1 C4 C9 C13 -3.1(3) . . . . ?
C1 P1 C16 C17 86.5(2) . . . . ?
C1 P1 C16 C21 -93.9(2) . . . . ?
C1 P1 C22 C23 -155.07(18) . . . . ?
C1 P1 C22 C27 27.3(2) . . . . ?
C2 N1 C4 C5 -83.5(3) . . . . ?
C2 N1 C4 C9 102.4(3) . . . . ?
C4 N1 C2 C1 179.17(19) . . . . ?
C4 N1 C2 C3 0.1(3) . . . . ?
C4 C5 C6 C7 -0.5(3) . . . . ?
C4 C5 C10 C11 143.7(2) . . . . ?
C4 C5 C10 C12 -92.2(3) . . . . ?
C4 C9 C13 C14 -157.9(2) . . . . ?
C4 C9 C13 C15 77.0(3) . . . . ?
C5 C4 C9 C8 1.3(3) . . . . ?
C5 C4 C9 C13 -177.1(2) . . . . ?
C5 C6 C7 C8 0.5(4) . . . . ?
C6 C5 C10 C11 -39.4(3) . . . . ?
C6 C5 C10 C12 84.8(3) . . . . ?
C6 C7 C8 C9 0.4(4) . . . . ?
C7 C8 C9 C4 -1.3(3) . . . . ?
C7 C8 C9 C13 177.1(2) . . . . ?
C8 C9 C13 C14 23.8(3) . . . . ?
C8 C9 C13 C15 -101.3(3) . . . . ?
C9 C4 C5 C6 -0.4(3) . . . . ?
C9 C4 C5 C10 176.6(2) . . . . ?
C10 C5 C6 C7 -177.6(2) . . . . ?
C16 P1 C1 C2 -178.32(16) . . . . ?
C16 P1 C22 C23 95.36(19) . . . . ?
C16 P1 C22 C27 -82.2(2) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C17 C16 C21 C20 -0.1(3) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C18 C19 C20 C21 -0.2(4) . . . . ?
C19 C20 C21 C16 0.2(4) . . . . ?
C21 C16 C17 C18 0.1(4) . . . . ?
C22 P1 C1 C2 70.34(18) . . . . ?
C22 P1 C16 C17 -160.9(2) . . . . ?
C22 P1 C16 C21 18.7(2) . . . . ?
C22 C23 C24 C25 -0.2(4) . . . . ?
C23 C22 C27 C26 -0.7(3) . . . . ?
C23 C24 C25 C26 0.4(4) . . . . ?
C24 C25 C26 C27 -0.6(4) . . . . ?
C25 C26 C27 C22 0.8(4) . . . . ?
C27 C22 C23 C24 0.4(4) . . . . ?
Se2 P2 C28 C29 -56.40(18) . . . . ?
Se2 P2 C43 C44 -47.55(19) . . . . ?
Se2 P2 C43 C48 131.62(17) . . . . ?
Se2 P2 C49 C50 169.21(16) . . . . ?
Se2 P2 C49 C54 -12.0(2) . . . . ?
P2 C28 C29 N2 -92.7(2) . . . . ?
P2 C28 C29 C30 88.4(2) . . . . ?
P2 C43 C44 C45 179.33(18) . . . . ?
P2 C43 C48 C47 -179.38(18) . . . . ?
P2 C49 C50 C51 178.18(18) . . . . ?
P2 C49 C54 C53 -179.15(18) . . . . ?
N2 C31 C32 C33 -178.1(2) . . . . ?
N2 C31 C32 C37 1.6(3) . . . . ?
N2 C31 C36 C35 176.9(2) . . . . ?
N2 C31 C36 C40 -2.0(3) . . . . ?
C28 P2 C43 C44 75.44(19) . . . . ?
C28 P2 C43 C48 -105.4(2) . . . . ?
C28 P2 C49 C50 43.2(2) . . . . ?
C28 P2 C49 C54 -138.04(18) . . . . ?
C29 N2 C31 C32 -106.3(2) . . . . ?
C29 N2 C31 C36 79.8(3) . . . . ?
C31 N2 C29 C28 -176.50(18) . . . . ?
C31 N2 C29 C30 2.2(3) . . . . ?
C31 C32 C33 C34 2.2(3) . . . . ?
C31 C32 C37 C38 92.2(3) . . . . ?
C31 C32 C37 C39 -143.5(2) . . . . ?
C31 C36 C40 C41 -125.5(2) . . . . ?
C31 C36 C40 C42 112.2(3) . . . . ?
C32 C31 C36 C35 3.2(3) . . . . ?
C32 C31 C36 C40 -175.7(2) . . . . ?
C32 C33 C34 C35 0.8(4) . . . . ?
C33 C32 C37 C38 -88.1(3) . . . . ?
C33 C32 C37 C39 36.1(3) . . . . ?
C33 C34 C35 C36 -1.9(4) . . . . ?
C34 C35 C36 C31 -0.1(3) . . . . ?
C34 C35 C36 C40 178.8(2) . . . . ?
C35 C36 C40 C41 55.7(3) . . . . ?
C35 C36 C40 C42 -66.7(3) . . . . ?
C36 C31 C32 C33 -4.3(3) . . . . ?
C36 C31 C32 C37 175.4(2) . . . . ?
C37 C32 C33 C34 -177.4(2) . . . . ?
C43 P2 C28 C29 -178.13(17) . . . . ?
C43 P2 C49 C50 -65.7(2) . . . . ?
C43 P2 C49 C54 113.07(19) . . . . ?
C43 C44 C45 C46 0.0(4) . . . . ?
C44 C43 C48 C47 -0.2(3) . . . . ?
C44 C45 C46 C47 -0.1(4) . . . . ?
C45 C46 C47 C48 0.0(4) . . . . ?
C46 C47 C48 C43 0.2(4) . . . . ?
C48 C43 C44 C45 0.1(3) . . . . ?
C49 P2 C28 C29 69.10(19) . . . . ?
C49 P2 C43 C44 -173.20(17) . . . . ?
C49 P2 C43 C48 6.0(2) . . . . ?
C49 C50 C51 C52 0.7(4) . . . . ?
C50 C49 C54 C53 -0.3(3) . . . . ?
C50 C51 C52 C53 0.2(4) . . . . ?
C51 C52 C53 C54 -1.1(4) . . . . ?
C52 C53 C54 C49 1.2(4) . . . . ?
C54 C49 C50 C51 -0.6(3) . . . . ?
Se3 P3 C55 C56 50.94(18) . . . . ?
Se3 P3 C70 C71 -148.68(17) . . . . ?
Se3 P3 C70 C75 31.5(2) . . . . ?
Se3 P3 C76 C77 -159.07(16) . . . . ?
Se3 P3 C76 C81 23.5(2) . . . . ?
P3 C55 C56 N3 81.3(2) . . . . ?
P3 C55 C56 C57 -97.9(2) . . . . ?
P3 C70 C71 C72 -179.60(18) . . . . ?
P3 C70 C75 C74 179.63(19) . . . . ?
P3 C76 C77 C78 -177.07(18) . . . . ?
P3 C76 C81 C80 176.65(18) . . . . ?
N3 C58 C59 C60 -175.7(2) . . . . ?
N3 C58 C59 C64 2.7(3) . . . . ?
N3 C58 C63 C62 174.8(2) . . . . ?
N3 C58 C63 C67 -2.2(3) . . . . ?
C55 P3 C70 C71 -23.1(2) . . . . ?
C55 P3 C70 C75 157.07(18) . . . . ?
C55 P3 C76 C77 78.8(2) . . . . ?
C55 P3 C76 C81 -98.63(19) . . . . ?
C56 N3 C58 C59 -96.2(3) . . . . ?
C56 N3 C58 C63 89.1(3) . . . . ?
C58 N3 C56 C55 -179.34(19) . . . . ?
C58 N3 C56 C57 -0.3(3) . . . . ?
C58 C59 C60 C61 1.2(3) . . . . ?
C58 C59 C64 C65 156.8(2) . . . . ?
C58 C59 C64 C66 -76.6(3) . . . . ?
C58 C63 C67 C68 -152.3(2) . . . . ?
C58 C63 C67 C69 83.1(3) . . . . ?
C59 C58 C63 C62 0.3(3) . . . . ?
C59 C58 C63 C67 -176.7(2) . . . . ?
C59 C60 C61 C62 -0.2(4) . . . . ?
C60 C59 C64 C65 -24.9(3) . . . . ?
C60 C59 C64 C66 101.7(3) . . . . ?
C60 C61 C62 C63 -0.7(4) . . . . ?
C61 C62 C63 C58 0.7(3) . . . . ?
C61 C62 C63 C67 177.6(2) . . . . ?
C62 C63 C67 C68 30.8(3) . . . . ?
C62 C63 C67 C69 -93.8(3) . . . . ?
C63 C58 C59 C60 -1.2(3) . . . . ?
C63 C58 C59 C64 177.2(2) . . . . ?
C64 C59 C60 C61 -177.2(2) . . . . ?
C70 P3 C55 C56 -75.25(18) . . . . ?
C70 P3 C76 C77 -33.2(2) . . . . ?
C70 P3 C76 C81 149.43(18) . . . . ?
C70 C71 C72 C73 -0.5(4) . . . . ?
C71 C70 C75 C74 -0.2(4) . . . . ?
C71 C72 C73 C74 0.7(4) . . . . ?
C72 C73 C74 C75 -0.7(4) . . . . ?
C73 C74 C75 C70 0.4(4) . . . . ?
C75 C70 C71 C72 0.3(3) . . . . ?
C76 P3 C55 C56 173.39(16) . . . . ?
C76 P3 C70 C71 85.7(2) . . . . ?
C76 P3 C70 C75 -94.11(19) . . . . ?
C76 C77 C78 C79 0.5(4) . . . . ?
C77 C76 C81 C80 -0.8(3) . . . . ?
C77 C78 C79 C80 -0.9(4) . . . . ?
C78 C79 C80 C81 0.5(4) . . . . ?
C79 C80 C81 C76 0.4(4) . . . . ?
C81 C76 C77 C78 0.4(3) . . . . ?
Se4 P4 C82 C83 -53.56(19) . . . . ?
Se4 P4 C97 C98 -44.6(2) . . . . ?
Se4 P4 C97 C102 134.33(17) . . . . ?
Se4 P4 C103 C104 157.28(18) . . . . ?
Se4 P4 C103 C108 -24.7(2) . . . . ?
P4 C82 C83 N4 -91.2(2) . . . . ?
P4 C82 C83 C84 88.4(2) . . . . ?
P4 C97 C98 C99 179.01(19) . . . . ?
P4 C97 C102 C101 -178.34(17) . . . . ?
P4 C103 C104 C105 176.8(2) . . . . ?
P4 C103 C108 C107 -177.2(2) . . . . ?
N4 C85 C86 C87 -177.0(2) . . . . ?
N4 C85 C86 C91 1.5(3) . . . . ?
N4 C85 C90 C89 178.3(2) . . . . ?
N4 C85 C90 C94 -3.4(3) . . . . ?
C82 P4 C97 C98 77.9(2) . . . . ?
C82 P4 C97 C102 -103.1(2) . . . . ?
C82 P4 C103 C104 31.2(2) . . . . ?
C82 P4 C103 C108 -150.78(19) . . . . ?
C83 N4 C85 C86 -88.0(3) . . . . ?
C83 N4 C85 C90 97.1(3) . . . . ?
C85 N4 C83 C82 -178.30(19) . . . . ?
C85 N4 C83 C84 2.1(3) . . . . ?
C85 C86 C87 C88 -0.1(3) . . . . ?
C85 C86 C91 C92 153.0(2) . . . . ?
C85 C86 C91 C93 -83.1(3) . . . . ?
C85 C90 C94 C95 -101.9(3) . . . . ?
C85 C90 C94 C96 134.1(2) . . . . ?
C86 C85 C90 C89 3.5(3) . . . . ?
C86 C85 C90 C94 -178.3(2) . . . . ?
C86 C87 C88 C89 1.1(4) . . . . ?
C87 C86 C91 C92 -28.5(3) . . . . ?
C87 C86 C91 C93 95.4(3) . . . . ?
C87 C88 C89 C90 0.2(4) . . . . ?
C88 C89 C90 C85 -2.4(3) . . . . ?
C88 C89 C90 C94 179.3(2) . . . . ?
C89 C90 C94 C95 76.3(3) . . . . ?
C89 C90 C94 C96 -47.7(3) . . . . ?
C90 C85 C86 C87 -2.2(3) . . . . ?
C90 C85 C86 C91 176.3(2) . . . . ?
C91 C86 C87 C88 -178.7(2) . . . . ?
C97 P4 C82 C83 -175.72(17) . . . . ?
C97 P4 C103 C104 -78.2(2) . . . . ?
C97 P4 C103 C108 99.8(2) . . . . ?
C97 C98 C99 C100 -0.8(4) . . . . ?
C98 C97 C102 C101 0.6(3) . . . . ?
C98 C99 C100 C101 1.0(4) . . . . ?
C99 C100 C101 C102 -0.3(4) . . . . ?
C100 C101 C102 C97 -0.5(4) . . . . ?
C102 C97 C98 C99 0.0(4) . . . . ?
C103 P4 C82 C83 73.03(19) . . . . ?
C103 P4 C97 C98 -170.13(18) . . . . ?
C103 P4 C97 C102 8.8(2) . . . . ?
C103 C104 C105 C106 0.9(4) . . . . ?
C104 C103 C108 C107 0.9(4) . . . . ?
C104 C105 C106 C107 -0.4(5) . . . . ?
C105 C106 C107 C108 0.1(5) . . . . ?
C106 C107 C108 C103 -0.4(5) . . . . ?
C108 C103 C104 C105 -1.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
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data_2019_08_28_jdm_tgsealme2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2337486'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H37 Al N P Se'
_chemical_formula_sum            'C29 H37 Al N P Se'
_chemical_formula_weight         536.50
_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'
Al Al 0.0645 0.0514 '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           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                   15.4976(3)
_cell_length_b                   16.8142(4)
_cell_length_c                   21.3983(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5576.0(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    100
_cell_measurement_theta_max      37.01
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.770
_exptl_absorpt_coefficient_mu    1.453
_exptl_absorpt_correction_T_max  0.7478
_exptl_absorpt_correction_T_min  0.6805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0655 before and 0.0489 after correction. The Ratio of minimum to maximum transmission is 0.9100. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            223922
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.784
_diffrn_reflns_theta_min         2.313
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12423
_reflns_number_total             14895
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         14895
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0289
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+1.8551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0710
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_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
Se1 Se 0.38525(2) 0.70184(2) 0.56515(2) 0.01409(2) Uani 1 1 d . . . . .
P1 P 0.52311(2) 0.71811(2) 0.57879(2) 0.01183(4) Uani 1 1 d . . . . .
Al1 Al 0.36165(2) 0.78002(2) 0.66280(2) 0.01238(4) Uani 1 1 d . . . . .
N1 N 0.42695(4) 0.71571(4) 0.71839(3) 0.01158(10) Uani 1 1 d . . . . .
C1 C 0.55728(5) 0.70359(5) 0.65545(4) 0.01409(13) Uani 1 1 d . . . . .
H1 H 0.618114 0.701929 0.660731 0.017 Uiso 1 1 calc R U . . .
C2 C 0.51022(5) 0.69406(5) 0.71005(4) 0.01206(12) Uani 1 1 d . . . . .
C3 C 0.55706(6) 0.65541(6) 0.76395(4) 0.01687(14) Uani 1 1 d . . . . .
H3A H 0.552934 0.689564 0.800937 0.025 Uiso 1 1 calc R U . . .
H3B H 0.617880 0.647900 0.752885 0.025 Uiso 1 1 calc R U . . .
H3C H 0.530768 0.603669 0.773008 0.025 Uiso 1 1 calc R U . . .
C4 C 0.38408(5) 0.68929(5) 0.77445(4) 0.01190(12) Uani 1 1 d . . . . .
C5 C 0.34791(5) 0.61254(5) 0.77675(4) 0.01437(13) Uani 1 1 d . . . . .
C6 C 0.30328(6) 0.58981(6) 0.83059(4) 0.01844(15) Uani 1 1 d . . . . .
H6 H 0.278363 0.538257 0.832673 0.022 Uiso 1 1 calc R U . . .
C7 C 0.29460(6) 0.64092(6) 0.88105(4) 0.01878(15) Uani 1 1 d . . . . .
H7 H 0.264176 0.624358 0.917327 0.023 Uiso 1 1 calc R U . . .
C8 C 0.33063(6) 0.71644(5) 0.87827(4) 0.01688(14) Uani 1 1 d . . . . .
H8 H 0.324500 0.751392 0.912868 0.020 Uiso 1 1 calc R U . . .
C9 C 0.37583(5) 0.74190(5) 0.82528(4) 0.01335(13) Uani 1 1 d . . . . .
C10 C 0.35509(6) 0.55399(5) 0.72275(4) 0.01773(15) Uani 1 1 d . . . . .
H10 H 0.393594 0.577947 0.690313 0.021 Uiso 1 1 calc R U . . .
C11 C 0.39508(7) 0.47487(6) 0.74360(6) 0.0280(2) Uani 1 1 d . . . . .
H11A H 0.450987 0.484956 0.763486 0.042 Uiso 1 1 calc R U . . .
H11B H 0.403287 0.440425 0.707135 0.042 Uiso 1 1 calc R U . . .
H11C H 0.356529 0.448672 0.773501 0.042 Uiso 1 1 calc R U . . .
C12 C 0.26659(7) 0.53960(6) 0.69305(5) 0.02318(17) Uani 1 1 d . . . . .
H12A H 0.226191 0.520811 0.725042 0.035 Uiso 1 1 calc R U . . .
H12B H 0.271835 0.499418 0.660096 0.035 Uiso 1 1 calc R U . . .
H12C H 0.245083 0.589368 0.675001 0.035 Uiso 1 1 calc R U . . .
C13 C 0.41502(6) 0.82484(5) 0.82422(4) 0.01568(13) Uani 1 1 d . . . . .
H13 H 0.447006 0.831139 0.783940 0.019 Uiso 1 1 calc R U . . .
C14 C 0.47957(6) 0.83616(6) 0.87780(4) 0.02035(16) Uani 1 1 d . . . . .
H14A H 0.450261 0.827758 0.917841 0.031 Uiso 1 1 calc R U . . .
H14B H 0.503019 0.890255 0.876348 0.031 Uiso 1 1 calc R U . . .
H14C H 0.526697 0.797687 0.873452 0.031 Uiso 1 1 calc R U . . .
C15 C 0.34470(7) 0.88898(6) 0.82673(5) 0.02364(18) Uani 1 1 d . . . . .
H15A H 0.304463 0.881337 0.791911 0.035 Uiso 1 1 calc R U . . .
H15B H 0.371377 0.941662 0.823498 0.035 Uiso 1 1 calc R U . . .
H15C H 0.313347 0.884905 0.866369 0.035 Uiso 1 1 calc R U . . .
C16 C 0.58110(5) 0.64366(5) 0.53447(4) 0.01327(12) Uani 1 1 d . . . . .
C17 C 0.56847(6) 0.56383(5) 0.55072(4) 0.01899(15) Uani 1 1 d . . . . .
H17 H 0.529516 0.550478 0.583357 0.023 Uiso 1 1 calc R U . . .
C18 C 0.61247(7) 0.50429(6) 0.51944(5) 0.02085(16) Uani 1 1 d . . . . .
H18 H 0.603272 0.450192 0.530377 0.025 Uiso 1 1 calc R U . . .
C19 C 0.67017(6) 0.52360(6) 0.47200(4) 0.01939(15) Uani 1 1 d . . . . .
H19 H 0.699876 0.482654 0.450248 0.023 Uiso 1 1 calc R U . . .
C20 C 0.68432(6) 0.60257(6) 0.45647(4) 0.01932(15) Uani 1 1 d . . . . .
H20 H 0.724673 0.615651 0.424667 0.023 Uiso 1 1 calc R U . . .
C21 C 0.63960(6) 0.66290(5) 0.48730(4) 0.01621(14) Uani 1 1 d . . . . .
H21 H 0.648943 0.716928 0.476206 0.019 Uiso 1 1 calc R U . . .
C22 C 0.55692(5) 0.81215(5) 0.54569(4) 0.01442(13) Uani 1 1 d . . . . .
C23 C 0.51791(6) 0.84109(5) 0.49146(4) 0.01927(15) Uani 1 1 d . . . . .
H23 H 0.471211 0.812968 0.473054 0.023 Uiso 1 1 calc R U . . .
C24 C 0.54752(7) 0.91113(6) 0.46444(5) 0.02532(19) Uani 1 1 d . . . . .
H24 H 0.521456 0.930670 0.427310 0.030 Uiso 1 1 calc R U . . .
C25 C 0.61531(7) 0.95254(7) 0.49183(6) 0.0282(2) Uani 1 1 d . . . . .
H25 H 0.635195 1.000638 0.473525 0.034 Uiso 1 1 calc R U . . .
C26 C 0.65406(7) 0.92393(6) 0.54579(6) 0.02645(19) Uani 1 1 d . . . . .
H26 H 0.700389 0.952471 0.564284 0.032 Uiso 1 1 calc R U . . .
C27 C 0.62521(6) 0.85346(6) 0.57293(4) 0.01951(16) Uani 1 1 d . . . . .
H27 H 0.651914 0.833703 0.609752 0.023 Uiso 1 1 calc R U . . .
C28 C 0.23759(6) 0.77355(6) 0.68121(4) 0.01964(15) Uani 1 1 d . . . . .
H28A H 0.208881 0.741666 0.649007 0.029 Uiso 1 1 calc R U . . .
H28B H 0.212884 0.827200 0.681682 0.029 Uiso 1 1 calc R U . . .
H28C H 0.229159 0.748569 0.722138 0.029 Uiso 1 1 calc R U . . .
C29 C 0.41373(6) 0.88612(5) 0.65318(4) 0.01884(15) Uani 1 1 d . . . . .
H29A H 0.476532 0.881994 0.657436 0.028 Uiso 1 1 calc R U . . .
H29B H 0.391087 0.921744 0.685508 0.028 Uiso 1 1 calc R U . . .
H29C H 0.399491 0.907428 0.611822 0.028 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
Se1 P1 2.1735(2) . ?
Se1 Al1 2.4955(3) . ?
P1 C1 1.7409(8) . ?
P1 C16 1.8093(8) . ?
P1 C22 1.8102(8) . ?
Al1 N1 1.8996(7) . ?
Al1 C28 1.9655(9) . ?
Al1 C29 1.9689(9) . ?
N1 C2 1.3528(10) . ?
N1 C4 1.4415(10) . ?
C1 H1 0.9500 . ?
C1 C2 1.3867(11) . ?
C2 C3 1.5097(11) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.4078(11) . ?
C4 C9 1.4078(11) . ?
C5 C6 1.3970(12) . ?
C5 C10 1.5221(12) . ?
C6 H6 0.9500 . ?
C6 C7 1.3866(13) . ?
C7 H7 0.9500 . ?
C7 C8 1.3884(13) . ?
C8 H8 0.9500 . ?
C8 C9 1.3998(12) . ?
C9 C13 1.5212(12) . ?
C10 H10 1.0000 . ?
C10 C11 1.5340(14) . ?
C10 C12 1.5309(14) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.5335(13) . ?
C13 C15 1.5340(13) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.4004(12) . ?
C16 C21 1.3949(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.3839(13) . ?
C18 H18 0.9500 . ?
C18 C19 1.3912(13) . ?
C19 H19 0.9500 . ?
C19 C20 1.3863(13) . ?
C20 H20 0.9500 . ?
C20 C21 1.3945(12) . ?
C21 H21 0.9500 . ?
C22 C23 1.3960(12) . ?
C22 C27 1.3938(13) . ?
C23 H23 0.9500 . ?
C23 C24 1.3897(13) . ?
C24 H24 0.9500 . ?
C24 C25 1.3900(16) . ?
C25 H25 0.9500 . ?
C25 C26 1.3876(16) . ?
C26 H26 0.9500 . ?
C26 C27 1.3931(13) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
P1 Se1 Al1 88.016(9) . . ?
C1 P1 Se1 114.07(3) . . ?
C1 P1 C16 104.22(4) . . ?
C1 P1 C22 113.77(4) . . ?
C16 P1 Se1 109.32(3) . . ?
C16 P1 C22 104.80(4) . . ?
C22 P1 Se1 110.00(3) . . ?
N1 Al1 Se1 98.42(2) . . ?
N1 Al1 C28 111.35(4) . . ?
N1 Al1 C29 111.27(4) . . ?
C28 Al1 Se1 106.39(3) . . ?
C28 Al1 C29 118.17(4) . . ?
C29 Al1 Se1 109.25(3) . . ?
C2 N1 Al1 125.36(5) . . ?
C2 N1 C4 117.81(6) . . ?
C4 N1 Al1 116.81(5) . . ?
P1 C1 H1 114.7 . . ?
C2 C1 P1 130.56(6) . . ?
C2 C1 H1 114.7 . . ?
N1 C2 C1 125.58(7) . . ?
N1 C2 C3 118.28(7) . . ?
C1 C2 C3 116.14(7) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 119.68(7) . . ?
C9 C4 N1 119.41(7) . . ?
C9 C4 C5 120.86(7) . . ?
C4 C5 C10 122.49(7) . . ?
C6 C5 C4 118.47(8) . . ?
C6 C5 C10 119.04(7) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.38(8) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.63(8) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 121.04(8) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 C13 121.90(7) . . ?
C8 C9 C4 118.62(8) . . ?
C8 C9 C13 119.49(7) . . ?
C5 C10 H10 108.1 . . ?
C5 C10 C11 111.69(8) . . ?
C5 C10 C12 110.60(7) . . ?
C11 C10 H10 108.1 . . ?
C12 C10 H10 108.1 . . ?
C12 C10 C11 110.22(8) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.9 . . ?
C9 C13 C14 111.29(7) . . ?
C9 C13 C15 111.12(8) . . ?
C14 C13 H13 107.9 . . ?
C14 C13 C15 110.50(7) . . ?
C15 C13 H13 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 117.62(6) . . ?
C21 C16 P1 122.80(6) . . ?
C21 C16 C17 119.53(8) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.30(8) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.06(9) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.01(8) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.31(8) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 120.1 . . ?
C20 C21 C16 119.78(8) . . ?
C20 C21 H21 120.1 . . ?
C23 C22 P1 120.29(7) . . ?
C27 C22 P1 119.44(7) . . ?
C27 C22 C23 120.18(8) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.88(9) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 119.91(9) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.28(9) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.19(10) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 H27 120.2 . . ?
C26 C27 C22 119.55(9) . . ?
C26 C27 H27 120.2 . . ?
Al1 C28 H28A 109.5 . . ?
Al1 C28 H28B 109.5 . . ?
Al1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Al1 C29 H29A 109.5 . . ?
Al1 C29 H29B 109.5 . . ?
Al1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
Se1 P1 C1 C2 -9.82(9) . . . . ?
Se1 P1 C16 C17 -63.12(7) . . . . ?
Se1 P1 C16 C21 119.59(7) . . . . ?
Se1 P1 C22 C23 -34.85(8) . . . . ?
Se1 P1 C22 C27 148.43(7) . . . . ?
Se1 Al1 N1 C2 53.76(7) . . . . ?
Se1 Al1 N1 C4 -127.37(5) . . . . ?
P1 C1 C2 N1 -19.66(13) . . . . ?
P1 C1 C2 C3 159.75(7) . . . . ?
P1 C16 C17 C18 -178.58(8) . . . . ?
P1 C16 C21 C20 177.78(7) . . . . ?
P1 C22 C23 C24 -176.44(8) . . . . ?
P1 C22 C27 C26 176.94(8) . . . . ?
Al1 N1 C2 C1 -11.43(12) . . . . ?
Al1 N1 C2 C3 169.17(6) . . . . ?
Al1 N1 C4 C5 98.02(8) . . . . ?
Al1 N1 C4 C9 -79.35(8) . . . . ?
N1 C4 C5 C6 -177.08(8) . . . . ?
N1 C4 C5 C10 2.45(12) . . . . ?
N1 C4 C9 C8 177.16(7) . . . . ?
N1 C4 C9 C13 -3.25(12) . . . . ?
C1 P1 C16 C17 59.21(8) . . . . ?
C1 P1 C16 C21 -118.09(7) . . . . ?
C1 P1 C22 C23 -164.24(7) . . . . ?
C1 P1 C22 C27 19.04(9) . . . . ?
C2 N1 C4 C5 -83.03(9) . . . . ?
C2 N1 C4 C9 99.61(9) . . . . ?
C4 N1 C2 C1 169.72(8) . . . . ?
C4 N1 C2 C3 -9.69(11) . . . . ?
C4 C5 C6 C7 -0.26(13) . . . . ?
C4 C5 C10 C11 124.66(9) . . . . ?
C4 C5 C10 C12 -112.18(9) . . . . ?
C4 C9 C13 C14 -120.75(9) . . . . ?
C4 C9 C13 C15 115.65(9) . . . . ?
C5 C4 C9 C8 -0.17(12) . . . . ?
C5 C4 C9 C13 179.41(8) . . . . ?
C5 C6 C7 C8 0.20(14) . . . . ?
C6 C5 C10 C11 -55.81(11) . . . . ?
C6 C5 C10 C12 67.34(11) . . . . ?
C6 C7 C8 C9 -0.12(14) . . . . ?
C7 C8 C9 C4 0.11(13) . . . . ?
C7 C8 C9 C13 -179.49(8) . . . . ?
C8 C9 C13 C14 58.83(10) . . . . ?
C8 C9 C13 C15 -64.77(10) . . . . ?
C9 C4 C5 C6 0.25(12) . . . . ?
C9 C4 C5 C10 179.77(8) . . . . ?
C10 C5 C6 C7 -179.80(9) . . . . ?
C16 P1 C1 C2 -128.97(8) . . . . ?
C16 P1 C22 C23 82.55(8) . . . . ?
C16 P1 C22 C27 -94.17(8) . . . . ?
C16 C17 C18 C19 0.59(15) . . . . ?
C17 C16 C21 C20 0.53(13) . . . . ?
C17 C18 C19 C20 0.69(15) . . . . ?
C18 C19 C20 C21 -1.35(15) . . . . ?
C19 C20 C21 C16 0.74(14) . . . . ?
C21 C16 C17 C18 -1.19(14) . . . . ?
C22 P1 C1 C2 117.48(8) . . . . ?
C22 P1 C16 C17 179.02(7) . . . . ?
C22 P1 C16 C21 1.72(8) . . . . ?
C22 C23 C24 C25 -0.62(16) . . . . ?
C23 C22 C27 C26 0.21(14) . . . . ?
C23 C24 C25 C26 0.52(18) . . . . ?
C24 C25 C26 C27 -0.04(18) . . . . ?
C25 C26 C27 C22 -0.32(17) . . . . ?
C27 C22 C23 C24 0.26(14) . . . . ?
C28 Al1 N1 C2 165.11(7) . . . . ?
C28 Al1 N1 C4 -16.02(7) . . . . ?
C29 Al1 N1 C2 -60.78(7) . . . . ?
C29 Al1 N1 C4 118.09(6) . . . . ?

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

data_s_b
_database_code_depnum_ccdc_archive 'CCDC 2337484'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H37 Al N O P'
_chemical_formula_sum            'C29 H37 Al N O P'
_chemical_formula_weight         473.54
_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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   33.496(2)
_cell_length_b                   10.7213(7)
_cell_length_c                   15.6598(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.480(2)
_cell_angle_gamma                90
_cell_volume                     5468.8(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9329
_cell_measurement_temperature    125
_cell_measurement_theta_max      25.23
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1429 before and 0.0755 after correction.
The Ratio of minimum to maximum transmission is 0.9192.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            361528
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.375
_diffrn_reflns_theta_min         2.274
_diffrn_ambient_temperature      125
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8992
_reflns_number_total             10011
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     623
_refine_ls_number_reflns         10011
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0413
_refine_ls_restrained_S_all      1.112
_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)+(0.0474P)²+3.8375P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1111
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7958(8)
 0.2042(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Others
 Sof(H28D)=Sof(H28E)=Sof(H28F)=1-FVAR(1)
 Sof(H28A)=Sof(H28B)=Sof(H28C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C39(H39), C42(H42)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C30(H30), C35(H35),
  C36(H36), C37(H37), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50),
 C52(H52), C53(H53), C54(H54), C55(H55), C56(H56)
4.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C32(H32A,
 H32B,H32C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C57(H57A,H57B,H57C),
 C58(H58A,H58B,H58C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.40897(2) 0.56118(6) 0.64771(4) 0.02246(14) Uani 1 1 d . . . . .
Al1 Al 0.36305(2) 0.54704(7) 0.78781(5) 0.02391(16) Uani 1 1 d . . . . .
O1 O 0.40751(5) 0.52307(16) 0.74136(11) 0.0274(4) Uani 1 1 d . . . . .
N1 N 0.33697(6) 0.67961(18) 0.71318(13) 0.0218(4) Uani 1 1 d . . . . .
C1 C 0.36181(7) 0.6147(2) 0.58852(15) 0.0241(5) Uani 1 1 d . . . . .
H1 H 0.354402 0.598958 0.527157 0.029 Uiso 1 1 calc R U . . .
C2 C 0.33449(7) 0.6788(2) 0.62556(15) 0.0221(5) Uani 1 1 d . . . . .
C3 C 0.30025(8) 0.7490(2) 0.56518(16) 0.0289(5) Uani 1 1 d . . . . .
H3A H 0.274027 0.727276 0.578941 0.043 Uiso 1 1 calc R U . . .
H3B H 0.299434 0.726543 0.504143 0.043 Uiso 1 1 calc R U . . .
H3C H 0.305011 0.838902 0.573192 0.043 Uiso 1 1 calc R U . . .
C4 C 0.31733(7) 0.7813(2) 0.74785(16) 0.0251(5) Uani 1 1 d . . . . .
C5 C 0.33778(8) 0.8966(2) 0.76238(18) 0.0318(6) Uani 1 1 d . . . . .
C6 C 0.31849(10) 0.9958(3) 0.7936(2) 0.0428(7) Uani 1 1 d . . . . .
H6 H 0.331937 1.074319 0.803051 0.051 Uiso 1 1 calc R U . . .
C7 C 0.28009(10) 0.9823(3) 0.8112(2) 0.0478(8) Uani 1 1 d . . . . .
H7 H 0.266962 1.051404 0.830995 0.057 Uiso 1 1 calc R U . . .
C8 C 0.26113(9) 0.8675(3) 0.7995(2) 0.0409(7) Uani 1 1 d . . . . .
H8 H 0.235155 0.857790 0.813373 0.049 Uiso 1 1 calc R U . . .
C9 C 0.27893(8) 0.7655(2) 0.76811(17) 0.0291(5) Uani 1 1 d . . . . .
C10 C 0.38027(9) 0.9171(3) 0.7455(2) 0.0423(7) Uani 1 1 d . . . . .
H10 H 0.389149 0.837158 0.722736 0.051 Uiso 1 1 calc R U . . .
C11 C 0.37996(11) 1.0164(3) 0.6773(2) 0.0567(9) Uani 1 1 d . . . . .
H11A H 0.407381 1.023331 0.665625 0.085 Uiso 1 1 calc R U . . .
H11B H 0.372196 1.096550 0.698820 0.085 Uiso 1 1 calc R U . . .
H11C H 0.360094 0.993999 0.622926 0.085 Uiso 1 1 calc R U . . .
C12 C 0.41184(12) 0.9503(4) 0.8306(3) 0.0753(12) Uani 1 1 d . . . . .
H12A H 0.405335 1.032450 0.851223 0.113 Uiso 1 1 calc R U . . .
H12B H 0.439378 0.952158 0.819133 0.113 Uiso 1 1 calc R U . . .
H12C H 0.410929 0.887528 0.875545 0.113 Uiso 1 1 calc R U . . .
C13 C 0.25627(8) 0.6419(2) 0.75786(17) 0.0299(6) Uani 1 1 d . . . . .
H13 H 0.271431 0.582334 0.727710 0.036 Uiso 1 1 calc R U . . .
C14 C 0.21235(8) 0.6541(3) 0.7021(2) 0.0394(6) Uani 1 1 d . . . . .
H14A H 0.199768 0.571191 0.692191 0.059 Uiso 1 1 calc R U . . .
H14B H 0.212896 0.692193 0.645492 0.059 Uiso 1 1 calc R U . . .
H14C H 0.196274 0.706577 0.732866 0.059 Uiso 1 1 calc R U . . .
C15 C 0.25567(9) 0.5877(3) 0.84822(19) 0.0406(7) Uani 1 1 d . . . . .
H15A H 0.283892 0.578611 0.883084 0.061 Uiso 1 1 calc R U . . .
H15B H 0.242250 0.505917 0.840777 0.061 Uiso 1 1 calc R U . . .
H15C H 0.240498 0.644013 0.878524 0.061 Uiso 1 1 calc R U . . .
C16 C 0.44907(7) 0.6757(2) 0.65838(17) 0.0264(5) Uani 1 1 d . . . . .
C17 C 0.44416(8) 0.7789(3) 0.60525(18) 0.0310(6) Uani 1 1 d . . . . .
H17 H 0.419093 0.791014 0.562871 0.037 Uiso 1 1 calc R U . . .
C18 C 0.47564(9) 0.8663(3) 0.6129(2) 0.0377(6) Uani 1 1 d . . . . .
H18 H 0.471898 0.938186 0.576346 0.045 Uiso 1 1 calc R U . . .
C19 C 0.51219(8) 0.8480(3) 0.6736(2) 0.0383(7) Uani 1 1 d . . . . .
H19 H 0.533809 0.906839 0.678399 0.046 Uiso 1 1 calc R U . . .
C20 C 0.51745(8) 0.7451(3) 0.7269(2) 0.0427(7) Uani 1 1 d . . . . .
H20 H 0.542685 0.733106 0.768808 0.051 Uiso 1 1 calc R U . . .
C21 C 0.48631(8) 0.6590(3) 0.7202(2) 0.0399(7) Uani 1 1 d . . . . .
H21 H 0.490104 0.588119 0.757652 0.048 Uiso 1 1 calc R U . . .
C22 C 0.42365(7) 0.4317(2) 0.58927(16) 0.0257(5) Uani 1 1 d . . . . .
C23 C 0.46127(8) 0.4225(2) 0.5667(2) 0.0349(6) Uani 1 1 d . . . . .
H23 H 0.480827 0.487785 0.581475 0.042 Uiso 1 1 calc R U . . .
C24 C 0.47026(10) 0.3176(3) 0.5224(2) 0.0462(8) Uani 1 1 d . . . . .
H24 H 0.496151 0.310837 0.507780 0.055 Uiso 1 1 calc R U . . .
C25 C 0.44189(10) 0.2241(3) 0.4997(2) 0.0423(7) Uani 1 1 d . . . . .
H25 H 0.448051 0.153254 0.468667 0.051 Uiso 1 1 calc R U . . .
C26 C 0.40428(9) 0.2322(3) 0.5218(2) 0.0397(7) Uani 1 1 d . . . . .
H26 H 0.384696 0.167139 0.506094 0.048 Uiso 1 1 calc R U . . .
C27 C 0.39539(8) 0.3351(2) 0.56676(18) 0.0324(6) Uani 1 1 d . . . . .
H27 H 0.369712 0.340237 0.582516 0.039 Uiso 1 1 calc R U . . .
C28 C 0.38173(10) 0.6081(3) 0.90807(18) 0.0381(7) Uani 1 1 d . . . . .
H28A H 0.411122 0.627126 0.919849 0.057 Uiso 0.51(6) 1 calc R U P A 1
H28B H 0.376958 0.543910 0.949157 0.057 Uiso 0.51(6) 1 calc R U P A 1
H28C H 0.366485 0.683719 0.915529 0.057 Uiso 0.51(6) 1 calc R U P A 1
H28D H 0.396(3) 0.690(7) 0.906(4) 0.05(2) Uiso 0.49(6) 1 d . . P A 2
H28E H 0.403(3) 0.550(7) 0.947(4) 0.05(2) Uiso 0.49(6) 1 d . . P A 2
H28F H 0.359(3) 0.638(11) 0.950(8) 0.11(4) Uiso 0.49(6) 1 d . . P A 2
C29 C 0.33459(9) 0.3857(2) 0.7734(2) 0.0369(6) Uani 1 1 d . . . . .
H29A H 0.327753 0.362421 0.711122 0.055 Uiso 1 1 calc R U . . .
H29B H 0.309329 0.392084 0.794469 0.055 Uiso 1 1 calc R U . . .
H29C H 0.352484 0.321879 0.807279 0.055 Uiso 1 1 calc R U . . .
P2 P 0.09242(2) 0.43068(6) 0.23444(4) 0.02260(14) Uani 1 1 d . . . . .
Al2 Al 0.13879(2) 0.44746(6) 0.41834(5) 0.02298(16) Uani 1 1 d . . . . .
O2 O 0.09350(5) 0.47139(16) 0.32893(11) 0.0268(4) Uani 1 1 d . . . . .
N2 N 0.16123(6) 0.30387(18) 0.37333(13) 0.0217(4) Uani 1 1 d . . . . .
C30 C 0.13905(7) 0.3711(2) 0.22400(16) 0.0233(5) Uani 1 1 d . . . . .
H30 H 0.147747 0.387446 0.171525 0.028 Uiso 1 1 calc R U . . .
C31 C 0.16408(7) 0.3010(2) 0.28853(15) 0.0217(5) Uani 1 1 d . . . . .
C32 C 0.19635(7) 0.2203(2) 0.26329(17) 0.0284(5) Uani 1 1 d . . . . .
H32A H 0.188362 0.132482 0.264059 0.043 Uiso 1 1 calc R U . . .
H32B H 0.222733 0.233207 0.305213 0.043 Uiso 1 1 calc R U . . .
H32C H 0.198951 0.242878 0.204178 0.043 Uiso 1 1 calc R U . . .
C33 C 0.17729(7) 0.2007(2) 0.43017(15) 0.0228(5) Uani 1 1 d . . . . .
C34 C 0.15284(8) 0.0930(2) 0.42863(17) 0.0303(6) Uani 1 1 d . . . . .
C35 C 0.16697(9) -0.0011(3) 0.49051(19) 0.0370(6) Uani 1 1 d . . . . .
H35 H 0.150818 -0.073976 0.490479 0.044 Uiso 1 1 calc R U . . .
C36 C 0.20385(9) 0.0101(3) 0.55134(19) 0.0384(6) Uani 1 1 d . . . . .
H36 H 0.212619 -0.053944 0.593436 0.046 Uiso 1 1 calc R U . . .
C37 C 0.22802(9) 0.1139(3) 0.55127(18) 0.0356(6) Uani 1 1 d . . . . .
H37 H 0.253579 0.119868 0.592940 0.043 Uiso 1 1 calc R U . . .
C38 C 0.21567(7) 0.2108(2) 0.49100(16) 0.0265(5) Uani 1 1 d . . . . .
C39 C 0.11228(8) 0.0769(2) 0.36309(19) 0.0349(6) Uani 1 1 d . . . . .
H39 H 0.108339 0.151156 0.323355 0.042 Uiso 1 1 calc R U . B 1
C42 C 0.24347(8) 0.3223(2) 0.49197(17) 0.0300(6) Uani 1 1 d . . . . .
H42 H 0.231348 0.375116 0.439727 0.036 Uiso 1 1 calc R U . . .
C43 C 0.28650(8) 0.2816(3) 0.4845(2) 0.0433(7) Uani 1 1 d . . . . .
H43A H 0.284145 0.227113 0.433359 0.065 Uiso 1 1 calc R U . . .
H43B H 0.300074 0.236422 0.537765 0.065 Uiso 1 1 calc R U . . .
H43C H 0.302721 0.355462 0.477676 0.065 Uiso 1 1 calc R U . . .
C44 C 0.24597(10) 0.4009(3) 0.57380(19) 0.0433(7) Uani 1 1 d . . . . .
H44A H 0.218437 0.429848 0.575662 0.065 Uiso 1 1 calc R U . . .
H44B H 0.263796 0.473019 0.572427 0.065 Uiso 1 1 calc R U . . .
H44C H 0.257304 0.350583 0.626064 0.065 Uiso 1 1 calc R U . . .
C45 C 0.05135(7) 0.3189(2) 0.20519(16) 0.0258(5) Uani 1 1 d . . . . .
C46 C 0.05536(8) 0.2163(3) 0.15478(17) 0.0318(6) Uani 1 1 d . . . . .
H46 H 0.079891 0.204958 0.135143 0.038 Uiso 1 1 calc R U . . .
C47 C 0.02366(9) 0.1289(3) 0.13223(19) 0.0393(7) Uani 1 1 d . . . . .
H47 H 0.026696 0.058210 0.097669 0.047 Uiso 1 1 calc R U . . .
C48 C -0.01203(8) 0.1457(3) 0.1605(2) 0.0391(7) Uani 1 1 d . . . . .
H48 H -0.033835 0.087390 0.144480 0.047 Uiso 1 1 calc R U . . .
C49 C -0.01604(8) 0.2466(3) 0.2115(2) 0.0419(7) Uani 1 1 d . . . . .
H49 H -0.040553 0.257184 0.231379 0.050 Uiso 1 1 calc R U . . .
C50 C 0.01523(8) 0.3332(3) 0.2345(2) 0.0382(6) Uani 1 1 d . . . . .
H50 H 0.012172 0.402502 0.270187 0.046 Uiso 1 1 calc R U . . .
C51 C 0.07957(7) 0.5598(2) 0.16020(16) 0.0246(5) Uani 1 1 d . . . . .
C52 C 0.04075(8) 0.5762(3) 0.10506(18) 0.0348(6) Uani 1 1 d . . . . .
H52 H 0.019932 0.515541 0.103752 0.042 Uiso 1 1 calc R U . . .
C53 C 0.03265(9) 0.6807(3) 0.0523(2) 0.0433(7) Uani 1 1 d . . . . .
H53 H 0.006147 0.692014 0.014969 0.052 Uiso 1 1 calc R U . . .
C54 C 0.06267(9) 0.7686(3) 0.05348(19) 0.0406(7) Uani 1 1 d . . . . .
H54 H 0.056755 0.840378 0.017138 0.049 Uiso 1 1 calc R U . . .
C55 C 0.10145(9) 0.7531(3) 0.1073(2) 0.0416(7) Uani 1 1 d . . . . .
H55 H 0.122194 0.813728 0.107808 0.050 Uiso 1 1 calc R U . . .
C56 C 0.10980(9) 0.6487(3) 0.16034(19) 0.0377(6) Uani 1 1 d . . . . .
H56 H 0.136421 0.637581 0.197189 0.045 Uiso 1 1 calc R U . . .
C57 C 0.12037(9) 0.4028(3) 0.52415(18) 0.0347(6) Uani 1 1 d . . . . .
H57A H 0.091292 0.424238 0.516080 0.052 Uiso 1 1 calc R U . . .
H57B H 0.136583 0.448798 0.574518 0.052 Uiso 1 1 calc R U . . .
H57C H 0.124029 0.312994 0.534836 0.052 Uiso 1 1 calc R U . . .
C58 C 0.17191(9) 0.5998(3) 0.42111(19) 0.0365(6) Uani 1 1 d . . . . .
H58A H 0.198629 0.588221 0.462076 0.055 Uiso 1 1 calc R U . . .
H58B H 0.157601 0.670318 0.440415 0.055 Uiso 1 1 calc R U . . .
H58C H 0.175974 0.616637 0.362211 0.055 Uiso 1 1 calc R U . . .
C40 C 0.11197(11) -0.0376(4) 0.3065(3) 0.0601(10) Uani 1 1 d . . . C 1
H40A H 0.086934 -0.037940 0.259279 0.090 Uiso 1 1 calc R U . C 1
H40B H 0.112714 -0.112643 0.342506 0.090 Uiso 1 1 calc R U . C 1
H40C H 0.136044 -0.036251 0.280971 0.090 Uiso 1 1 calc R U . C 1
C41 C 0.07663(10) 0.0732(4) 0.4067(3) 0.0724(12) Uani 1 1 d . . . D 1
H41A H 0.050809 0.074380 0.361768 0.109 Uiso 1 1 calc R U . D 1
H41B H 0.077828 0.145999 0.445103 0.109 Uiso 1 1 calc R U . D 1
H41C H 0.078104 -0.003176 0.441716 0.109 Uiso 1 1 calc R U . D 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
P1 O1 1.5341(18) . ?
P1 C1 1.733(2) . ?
P1 C16 1.799(2) . ?
P1 C22 1.793(2) . ?
Al1 O1 1.8216(18) . ?
Al1 N1 1.916(2) . ?
Al1 C28 1.954(3) . ?
Al1 C29 1.963(3) . ?
N1 C2 1.355(3) . ?
N1 C4 1.443(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.376(3) . ?
C2 C3 1.507(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.406(3) . ?
C4 C9 1.405(3) . ?
C5 C6 1.391(4) . ?
C5 C10 1.523(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.378(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.389(4) . ?
C9 C13 1.517(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.507(5) . ?
C10 C12 1.537(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.531(4) . ?
C13 C15 1.534(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.371(4) . ?
C16 C21 1.401(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.395(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.370(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.389(4) . ?
C22 C27 1.391(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.390(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.370(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.378(4) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 H28D 1.00(7) . ?
C28 H28E 1.03(7) . ?
C28 H28F 1.17(11) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
P2 O2 1.5349(18) . ?
P2 C30 1.730(2) . ?
P2 C45 1.801(2) . ?
P2 C51 1.795(2) . ?
Al2 O2 1.8268(18) . ?
Al2 N2 1.918(2) . ?
Al2 C57 1.958(3) . ?
Al2 C58 1.969(3) . ?
N2 C31 1.354(3) . ?
N2 C33 1.443(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.376(3) . ?
C31 C32 1.507(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.412(4) . ?
C33 C38 1.415(3) . ?
C34 C35 1.403(4) . ?
C34 C39 1.510(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.378(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.376(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.400(4) . ?
C38 C42 1.513(3) . ?
C39 H39 1.0000 . ?
C39 C40 1.513(4) . ?
C39 C41 1.508(5) . ?
C42 H42 1.0000 . ?
C42 C43 1.536(4) . ?
C42 C44 1.520(4) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.378(4) . ?
C45 C50 1.399(4) . ?
C46 H46 0.9500 . ?
C46 C47 1.399(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.380(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.370(5) . ?
C49 H49 0.9500 . ?
C49 C50 1.383(4) . ?
C50 H50 0.9500 . ?
C51 C52 1.394(4) . ?
C51 C56 1.390(4) . ?
C52 H52 0.9500 . ?
C52 C53 1.382(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.375(4) . ?
C54 H54 0.9500 . ?
C54 C55 1.384(4) . ?
C55 H55 0.9500 . ?
C55 C56 1.383(4) . ?
C56 H56 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 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
O1 P1 C1 111.79(11) . . ?
O1 P1 C16 106.43(11) . . ?
O1 P1 C22 110.81(11) . . ?
C1 P1 C16 113.05(11) . . ?
C1 P1 C22 107.92(12) . . ?
C22 P1 C16 106.76(11) . . ?
O1 Al1 N1 99.20(8) . . ?
O1 Al1 C28 108.92(12) . . ?
O1 Al1 C29 104.46(11) . . ?
N1 Al1 C28 109.73(11) . . ?
N1 Al1 C29 116.32(11) . . ?
C28 Al1 C29 116.37(13) . . ?
P1 O1 Al1 123.75(10) . . ?
C2 N1 Al1 121.65(16) . . ?
C2 N1 C4 117.37(19) . . ?
C4 N1 Al1 120.90(15) . . ?
P1 C1 H1 118.2 . . ?
C2 C1 P1 123.57(18) . . ?
C2 C1 H1 118.2 . . ?
N1 C2 C1 122.7(2) . . ?
N1 C2 C3 119.4(2) . . ?
C1 C2 C3 117.9(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 118.5(2) . . ?
C9 C4 N1 121.1(2) . . ?
C9 C4 C5 120.4(2) . . ?
C4 C5 C10 122.6(2) . . ?
C6 C5 C4 118.7(2) . . ?
C6 C5 C10 118.7(2) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.3(3) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 120.4 . . ?
C8 C7 C6 119.2(3) . . ?
C8 C7 H7 120.4 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.8(3) . . ?
C9 C8 H8 119.1 . . ?
C4 C9 C13 122.9(2) . . ?
C8 C9 C4 118.5(2) . . ?
C8 C9 C13 118.7(2) . . ?
C5 C10 H10 107.8 . . ?
C5 C10 C12 111.4(3) . . ?
C11 C10 C5 111.9(3) . . ?
C11 C10 H10 107.8 . . ?
C11 C10 C12 109.9(3) . . ?
C12 C10 H10 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 108.1 . . ?
C9 C13 C14 112.1(2) . . ?
C9 C13 C15 110.3(2) . . ?
C14 C13 H13 108.1 . . ?
C14 C13 C15 109.9(2) . . ?
C15 C13 H13 108.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 120.88(19) . . ?
C17 C16 C21 119.0(2) . . ?
C21 C16 P1 120.1(2) . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.6(3) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.7(3) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.3(3) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.2(3) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 P1 123.89(19) . . ?
C23 C22 C27 119.1(2) . . ?
C27 C22 P1 117.00(19) . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0(2) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.7(3) . . ?
C27 C26 H26 120.1 . . ?
C22 C27 H27 119.7 . . ?
C26 C27 C22 120.6(2) . . ?
C26 C27 H27 119.7 . . ?
Al1 C28 H28A 109.5 . . ?
Al1 C28 H28B 109.5 . . ?
Al1 C28 H28C 109.5 . . ?
Al1 C28 H28D 108(4) . . ?
Al1 C28 H28E 113(4) . . ?
Al1 C28 H28F 122(5) . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H28D C28 H28E 107(5) . . ?
H28D C28 H28F 99(6) . . ?
H28E C28 H28F 106(6) . . ?
Al1 C29 H29A 109.5 . . ?
Al1 C29 H29B 109.5 . . ?
Al1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O2 P2 C30 112.14(10) . . ?
O2 P2 C45 106.23(11) . . ?
O2 P2 C51 110.70(10) . . ?
C30 P2 C45 112.51(11) . . ?
C30 P2 C51 108.01(11) . . ?
C51 P2 C45 107.16(11) . . ?
O2 Al2 N2 99.07(8) . . ?
O2 Al2 C57 108.29(11) . . ?
O2 Al2 C58 105.27(11) . . ?
N2 Al2 C57 110.03(10) . . ?
N2 Al2 C58 114.01(11) . . ?
C57 Al2 C58 118.12(13) . . ?
P2 O2 Al2 121.86(10) . . ?
C31 N2 Al2 120.15(16) . . ?
C31 N2 C33 119.08(19) . . ?
C33 N2 Al2 120.69(15) . . ?
P2 C30 H30 118.6 . . ?
C31 C30 P2 122.76(18) . . ?
C31 C30 H30 118.6 . . ?
N2 C31 C30 122.5(2) . . ?
N2 C31 C32 119.3(2) . . ?
C30 C31 C32 118.2(2) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N2 119.0(2) . . ?
C34 C33 C38 120.5(2) . . ?
C38 C33 N2 120.4(2) . . ?
C33 C34 C39 122.1(2) . . ?
C35 C34 C33 118.4(2) . . ?
C35 C34 C39 119.5(2) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 C34 121.2(3) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.2(3) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 119.4 . . ?
C36 C37 C38 121.3(3) . . ?
C38 C37 H37 119.4 . . ?
C33 C38 C42 121.9(2) . . ?
C37 C38 C33 118.4(2) . . ?
C37 C38 C42 119.7(2) . . ?
C34 C39 H39 107.4 . . ?
C34 C39 C40 111.9(2) . . ?
C40 C39 H39 107.4 . . ?
C41 C39 C34 112.1(3) . . ?
C41 C39 H39 107.4 . . ?
C41 C39 C40 110.3(3) . . ?
C38 C42 H42 107.9 . . ?
C38 C42 C43 111.2(2) . . ?
C38 C42 C44 111.1(2) . . ?
C43 C42 H42 107.9 . . ?
C44 C42 H42 107.9 . . ?
C44 C42 C43 110.7(2) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 P2 120.40(19) . . ?
C46 C45 C50 118.8(2) . . ?
C50 C45 P2 120.8(2) . . ?
C45 C46 H46 119.7 . . ?
C45 C46 C47 120.7(3) . . ?
C47 C46 H46 119.7 . . ?
C46 C47 H47 120.2 . . ?
C48 C47 C46 119.6(3) . . ?
C48 C47 H47 120.2 . . ?
C47 C48 H48 120.0 . . ?
C49 C48 C47 120.1(3) . . ?
C49 C48 H48 120.0 . . ?
C48 C49 H49 119.7 . . ?
C48 C49 C50 120.7(3) . . ?
C50 C49 H49 119.7 . . ?
C45 C50 H50 119.9 . . ?
C49 C50 C45 120.1(3) . . ?
C49 C50 H50 119.9 . . ?
C52 C51 P2 123.13(19) . . ?
C56 C51 P2 117.59(19) . . ?
C56 C51 C52 119.3(2) . . ?
C51 C52 H52 120.1 . . ?
C53 C52 C51 119.8(3) . . ?
C53 C52 H52 120.1 . . ?
C52 C53 H53 119.8 . . ?
C54 C53 C52 120.5(3) . . ?
C54 C53 H53 119.8 . . ?
C53 C54 H54 119.8 . . ?
C53 C54 C55 120.4(3) . . ?
C55 C54 H54 119.8 . . ?
C54 C55 H55 120.2 . . ?
C56 C55 C54 119.5(3) . . ?
C56 C55 H55 120.2 . . ?
C51 C56 H56 119.7 . . ?
C55 C56 C51 120.6(2) . . ?
C55 C56 H56 119.7 . . ?
Al2 C57 H57A 109.5 . . ?
Al2 C57 H57B 109.5 . . ?
Al2 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
Al2 C58 H58A 109.5 . . ?
Al2 C58 H58B 109.5 . . ?
Al2 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C1 C2 N1 -16.8(3) . . . . ?
P1 C1 C2 C3 164.09(18) . . . . ?
P1 C16 C17 C18 -178.9(2) . . . . ?
P1 C16 C21 C20 178.4(2) . . . . ?
P1 C22 C23 C24 179.1(2) . . . . ?
P1 C22 C27 C26 -180.0(2) . . . . ?
Al1 N1 C2 C1 -24.9(3) . . . . ?
Al1 N1 C2 C3 154.17(17) . . . . ?
Al1 N1 C4 C5 103.2(2) . . . . ?
Al1 N1 C4 C9 -75.8(3) . . . . ?
O1 P1 C1 C2 33.1(2) . . . . ?
O1 P1 C16 C17 -139.3(2) . . . . ?
O1 P1 C16 C21 42.1(2) . . . . ?
O1 P1 C22 C23 -109.5(2) . . . . ?
O1 P1 C22 C27 69.7(2) . . . . ?
N1 Al1 O1 P1 -22.61(15) . . . . ?
N1 C4 C5 C6 178.3(2) . . . . ?
N1 C4 C5 C10 -1.8(4) . . . . ?
N1 C4 C9 C8 -178.6(2) . . . . ?
N1 C4 C9 C13 1.9(4) . . . . ?
C1 P1 O1 Al1 -6.09(17) . . . . ?
C1 P1 C16 C17 -16.2(3) . . . . ?
C1 P1 C16 C21 165.2(2) . . . . ?
C1 P1 C22 C23 127.8(2) . . . . ?
C1 P1 C22 C27 -53.0(2) . . . . ?
C2 N1 C4 C5 -79.8(3) . . . . ?
C2 N1 C4 C9 101.2(3) . . . . ?
C4 N1 C2 C1 158.2(2) . . . . ?
C4 N1 C2 C3 -22.7(3) . . . . ?
C4 C5 C6 C7 0.6(5) . . . . ?
C4 C5 C10 C11 119.3(3) . . . . ?
C4 C5 C10 C12 -117.2(3) . . . . ?
C4 C9 C13 C14 -126.7(3) . . . . ?
C4 C9 C13 C15 110.4(3) . . . . ?
C5 C4 C9 C8 2.4(4) . . . . ?
C5 C4 C9 C13 -177.1(2) . . . . ?
C5 C6 C7 C8 1.6(5) . . . . ?
C6 C5 C10 C11 -60.8(4) . . . . ?
C6 C5 C10 C12 62.7(4) . . . . ?
C6 C7 C8 C9 -2.0(5) . . . . ?
C7 C8 C9 C4 0.0(5) . . . . ?
C7 C8 C9 C13 179.5(3) . . . . ?
C8 C9 C13 C14 53.8(3) . . . . ?
C8 C9 C13 C15 -69.1(3) . . . . ?
C9 C4 C5 C6 -2.7(4) . . . . ?
C9 C4 C5 C10 177.2(3) . . . . ?
C10 C5 C6 C7 -179.2(3) . . . . ?
C16 P1 O1 Al1 117.79(13) . . . . ?
C16 P1 C1 C2 -86.9(2) . . . . ?
C16 P1 C22 C23 5.9(3) . . . . ?
C16 P1 C22 C27 -174.8(2) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?
C17 C16 C21 C20 -0.3(4) . . . . ?
C17 C18 C19 C20 -0.8(4) . . . . ?
C18 C19 C20 C21 0.2(5) . . . . ?
C19 C20 C21 C16 0.3(5) . . . . ?
C21 C16 C17 C18 -0.3(4) . . . . ?
C22 P1 O1 Al1 -126.52(13) . . . . ?
C22 P1 C1 C2 155.2(2) . . . . ?
C22 P1 C16 C17 102.3(2) . . . . ?
C22 P1 C16 C21 -76.3(2) . . . . ?
C22 C23 C24 C25 1.0(5) . . . . ?
C23 C22 C27 C26 -0.7(4) . . . . ?
C23 C24 C25 C26 -1.0(5) . . . . ?
C24 C25 C26 C27 0.1(5) . . . . ?
C25 C26 C27 C22 0.7(4) . . . . ?
C27 C22 C23 C24 -0.2(4) . . . . ?
C28 Al1 O1 P1 -137.26(15) . . . . ?
C29 Al1 O1 P1 97.76(15) . . . . ?
P2 C30 C31 N2 -20.6(3) . . . . ?
P2 C30 C31 C32 160.69(18) . . . . ?
P2 C45 C46 C47 179.7(2) . . . . ?
P2 C45 C50 C49 -180.0(2) . . . . ?
P2 C51 C52 C53 177.3(2) . . . . ?
P2 C51 C56 C55 -177.4(2) . . . . ?
Al2 N2 C31 C30 -24.7(3) . . . . ?
Al2 N2 C31 C32 153.95(17) . . . . ?
Al2 N2 C33 C34 100.7(2) . . . . ?
Al2 N2 C33 C38 -74.8(2) . . . . ?
O2 P2 C30 C31 36.0(2) . . . . ?
O2 P2 C45 C46 -142.2(2) . . . . ?
O2 P2 C45 C50 36.6(2) . . . . ?
O2 P2 C51 C52 -103.1(2) . . . . ?
O2 P2 C51 C56 75.1(2) . . . . ?
N2 Al2 O2 P2 -27.74(14) . . . . ?
N2 C33 C34 C35 -173.5(2) . . . . ?
N2 C33 C34 C39 6.3(4) . . . . ?
N2 C33 C38 C37 173.2(2) . . . . ?
N2 C33 C38 C42 -7.3(3) . . . . ?
C30 P2 O2 Al2 -3.73(16) . . . . ?
C30 P2 C45 C46 -19.1(2) . . . . ?
C30 P2 C45 C50 159.7(2) . . . . ?
C30 P2 C51 C52 133.8(2) . . . . ?
C30 P2 C51 C56 -48.1(2) . . . . ?
C31 N2 C33 C34 -82.6(3) . . . . ?
C31 N2 C33 C38 101.9(3) . . . . ?
C33 N2 C31 C30 158.6(2) . . . . ?
C33 N2 C31 C32 -22.8(3) . . . . ?
C33 C34 C35 C36 -0.3(4) . . . . ?
C33 C34 C39 C40 120.5(3) . . . . ?
C33 C34 C39 C41 -114.9(3) . . . . ?
C33 C38 C42 C43 -125.3(3) . . . . ?
C33 C38 C42 C44 111.0(3) . . . . ?
C34 C33 C38 C37 -2.2(4) . . . . ?
C34 C33 C38 C42 177.4(2) . . . . ?
C34 C35 C36 C37 -1.2(4) . . . . ?
C35 C34 C39 C40 -59.7(4) . . . . ?
C35 C34 C39 C41 64.9(4) . . . . ?
C35 C36 C37 C38 1.0(4) . . . . ?
C36 C37 C38 C33 0.7(4) . . . . ?
C36 C37 C38 C42 -178.9(3) . . . . ?
C37 C38 C42 C43 54.2(3) . . . . ?
C37 C38 C42 C44 -69.5(3) . . . . ?
C38 C33 C34 C35 2.0(4) . . . . ?
C38 C33 C34 C39 -178.2(2) . . . . ?
C39 C34 C35 C36 179.9(3) . . . . ?
C45 P2 O2 Al2 119.57(13) . . . . ?
C45 P2 C30 C31 -83.7(2) . . . . ?
C45 P2 C51 C52 12.3(3) . . . . ?
C45 P2 C51 C56 -169.5(2) . . . . ?
C45 C46 C47 C48 0.3(4) . . . . ?
C46 C45 C50 C49 -1.2(4) . . . . ?
C46 C47 C48 C49 -1.1(4) . . . . ?
C47 C48 C49 C50 0.8(4) . . . . ?
C48 C49 C50 C45 0.4(5) . . . . ?
C50 C45 C46 C47 0.8(4) . . . . ?
C51 P2 O2 Al2 -124.43(13) . . . . ?
C51 P2 C30 C31 158.3(2) . . . . ?
C51 P2 C45 C46 99.5(2) . . . . ?
C51 P2 C45 C50 -81.7(2) . . . . ?
C51 C52 C53 C54 0.3(5) . . . . ?
C52 C51 C56 C55 0.8(4) . . . . ?
C52 C53 C54 C55 0.3(5) . . . . ?
C53 C54 C55 C56 -0.3(5) . . . . ?
C54 C55 C56 C51 -0.2(5) . . . . ?
C56 C51 C52 C53 -0.9(4) . . . . ?
C57 Al2 O2 P2 -142.45(13) . . . . ?
C58 Al2 O2 P2 90.33(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7958(8)
2 0.2042(8)

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

data_2019_07_15_jdm_tg_imseinme_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2337490'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H37 In N P Se'
_chemical_formula_sum            'C29 H37 In N P Se'
_chemical_formula_weight         624.34
_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'
In In -0.7276 1.3100 '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           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                   15.6585(2)
_cell_length_b                   16.9162(2)
_cell_length_c                   21.4668(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5686.18(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.90
_shelx_estimated_absorpt_T_max   0.691
_shelx_estimated_absorpt_T_min   0.567
_exptl_absorpt_coefficient_mu    2.184
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0444 before and 0.0330 after correction.
The Ratio of minimum to maximum transmission is 0.9085.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       spinel
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.183
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            48155
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.286
_diffrn_reflns_theta_min         2.588
_diffrn_ambient_temperature      100
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6530
_reflns_number_total             6914
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         6914
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0165
_refine_ls_R_factor_gt           0.0150
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0153P)²+3.2767P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0375
_refine_ls_wR_factor_ref         0.0383
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   mixed
_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
In1 In 0.64498(2) 0.20796(2) 0.65853(2) 0.01338(3) Uani 1 1 d . . . . .
Se1 Se 0.61272(2) 0.30104(2) 0.56024(2) 0.01534(3) Uani 1 1 d . . . . .
P1 P 0.47713(2) 0.28511(2) 0.57867(2) 0.01300(6) Uani 1 1 d . . . . .
N1 N 0.57121(6) 0.28485(5) 0.71960(4) 0.01271(17) Uani 1 1 d . . . . .
C1 C 0.44469(7) 0.30046(7) 0.65512(5) 0.0155(2) Uani 1 1 d . . . . .
H1 H 0.3875(12) 0.3157(10) 0.6575(8) 0.027(4) Uiso 1 1 d . . . . .
C2 C 0.49096(7) 0.30926(6) 0.70995(5) 0.0133(2) Uani 1 1 d . . . . .
C3 C 0.44520(7) 0.35097(7) 0.76266(5) 0.0182(2) Uani 1 1 d . . . . .
H3A H 0.471152 0.402977 0.769454 0.027 Uiso 1 1 calc R U . . .
H3B H 0.450022 0.319381 0.800767 0.027 Uiso 1 1 calc R U . . .
H3C H 0.384798 0.357551 0.751886 0.027 Uiso 1 1 calc R U . . .
C4 C 0.61510(7) 0.31008(6) 0.77473(5) 0.0131(2) Uani 1 1 d . . . . .
C5 C 0.65309(7) 0.38566(7) 0.77682(5) 0.0161(2) Uani 1 1 d . . . . .
C6 C 0.69862(8) 0.40686(7) 0.83011(6) 0.0212(2) Uani 1 1 d . . . . .
H6 H 0.724636 0.457533 0.832124 0.025 Uiso 1 1 calc R U . . .
C7 C 0.70678(8) 0.35561(8) 0.88026(6) 0.0221(2) Uani 1 1 d . . . . .
H7 H 0.737532 0.371391 0.916331 0.027 Uiso 1 1 calc R U . . .
C8 C 0.66983(8) 0.28138(8) 0.87738(5) 0.0195(2) Uani 1 1 d . . . . .
H8 H 0.675893 0.246279 0.911637 0.023 Uiso 1 1 calc R U . . .
C9 C 0.62374(7) 0.25709(7) 0.82497(5) 0.0151(2) Uani 1 1 d . . . . .
C10 C 0.64661(8) 0.44368(7) 0.72300(6) 0.0195(2) Uani 1 1 d . . . . .
H10 H 0.607743 0.420401 0.690911 0.023 Uiso 1 1 calc R U . . .
C11 C 0.73413(8) 0.45665(8) 0.69286(6) 0.0245(3) Uani 1 1 d . . . . .
H11A H 0.754600 0.406741 0.675127 0.037 Uiso 1 1 calc R U . . .
H11B H 0.774651 0.475253 0.724411 0.037 Uiso 1 1 calc R U . . .
H11C H 0.729156 0.496261 0.659741 0.037 Uiso 1 1 calc R U . . .
C12 C 0.60889(9) 0.52307(8) 0.74369(8) 0.0313(3) Uani 1 1 d . . . . .
H12A H 0.601617 0.557418 0.707308 0.047 Uiso 1 1 calc R U . . .
H12B H 0.647622 0.548372 0.773495 0.047 Uiso 1 1 calc R U . . .
H12C H 0.553321 0.514183 0.763484 0.047 Uiso 1 1 calc R U . . .
C13 C 0.58391(8) 0.17524(7) 0.82336(5) 0.0176(2) Uani 1 1 d . . . . .
H13 H 0.551781 0.170082 0.783304 0.021 Uiso 1 1 calc R U . . .
C14 C 0.65255(9) 0.11058(8) 0.82465(7) 0.0279(3) Uani 1 1 d . . . . .
H14A H 0.625274 0.058602 0.821418 0.042 Uiso 1 1 calc R U . . .
H14B H 0.684498 0.113827 0.863816 0.042 Uiso 1 1 calc R U . . .
H14C H 0.691720 0.118008 0.789526 0.042 Uiso 1 1 calc R U . . .
C15 C 0.52033(8) 0.16396(8) 0.87676(6) 0.0218(2) Uani 1 1 d . . . . .
H15A H 0.474708 0.203389 0.873347 0.033 Uiso 1 1 calc R U . . .
H15B H 0.549903 0.170478 0.916666 0.033 Uiso 1 1 calc R U . . .
H15C H 0.495651 0.110804 0.874472 0.033 Uiso 1 1 calc R U . . .
C16 C 0.41869(7) 0.35874(7) 0.53452(5) 0.0144(2) Uani 1 1 d . . . . .
C17 C 0.43035(8) 0.43787(7) 0.55117(6) 0.0208(2) Uani 1 1 d . . . . .
H17 H 0.468386 0.451107 0.584032 0.025 Uiso 1 1 calc R U . . .
C18 C 0.38677(8) 0.49703(7) 0.52004(6) 0.0231(2) Uani 1 1 d . . . . .
H18 H 0.395330 0.550763 0.531277 0.028 Uiso 1 1 calc R U . . .
C19 C 0.33049(8) 0.47787(7) 0.47235(6) 0.0206(2) Uani 1 1 d . . . . .
H19 H 0.300603 0.518463 0.450902 0.025 Uiso 1 1 calc R U . . .
C20 C 0.31806(8) 0.39961(7) 0.45619(6) 0.0210(2) Uani 1 1 d . . . . .
H20 H 0.279154 0.386624 0.423809 0.025 Uiso 1 1 calc R U . . .
C21 C 0.36203(7) 0.33969(7) 0.48691(5) 0.0177(2) Uani 1 1 d . . . . .
H21 H 0.353396 0.286044 0.475435 0.021 Uiso 1 1 calc R U . . .
C22 C 0.44253(7) 0.19103(7) 0.54672(5) 0.0161(2) Uani 1 1 d . . . . .
C23 C 0.47986(8) 0.16061(7) 0.49299(6) 0.0210(2) Uani 1 1 d . . . . .
H23 H 0.525688 0.187989 0.473621 0.025 Uiso 1 1 calc R U . . .
C24 C 0.45013(9) 0.09022(8) 0.46768(7) 0.0276(3) Uani 1 1 d . . . . .
H24 H 0.475249 0.069642 0.430805 0.033 Uiso 1 1 calc R U . . .
C25 C 0.38360(9) 0.05004(8) 0.49641(7) 0.0315(3) Uani 1 1 d . . . . .
H25 H 0.363658 0.001607 0.479374 0.038 Uiso 1 1 calc R U . . .
C26 C 0.34626(9) 0.08020(8) 0.54973(7) 0.0300(3) Uani 1 1 d . . . . .
H26 H 0.300577 0.052533 0.569037 0.036 Uiso 1 1 calc R U . . .
C27 C 0.37529(8) 0.15096(7) 0.57525(6) 0.0219(2) Uani 1 1 d . . . . .
H27 H 0.349491 0.171738 0.611798 0.026 Uiso 1 1 calc R U . . .
C28 C 0.77731(8) 0.22507(8) 0.68231(6) 0.0227(2) Uani 1 1 d . . . . .
H28A H 0.805813 0.173613 0.685090 0.034 Uiso 1 1 calc R U . . .
H28B H 0.781314 0.252215 0.722529 0.034 Uiso 1 1 calc R U . . .
H28C H 0.805018 0.257157 0.650117 0.034 Uiso 1 1 calc R U . . .
C29 C 0.57841(9) 0.09685(7) 0.64901(6) 0.0235(2) Uani 1 1 d . . . . .
H29A H 0.518026 0.104218 0.659514 0.035 Uiso 1 1 calc R U . . .
H29B H 0.603699 0.057791 0.677230 0.035 Uiso 1 1 calc R U . . .
H29C H 0.583288 0.078108 0.605959 0.035 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
In1 Se1 2.68082(14) . ?
In1 N1 2.1782(9) . ?
In1 C28 2.1535(12) . ?
In1 C29 2.1590(12) . ?
Se1 P1 2.1765(3) . ?
P1 C1 1.7374(12) . ?
P1 C16 1.8132(11) . ?
P1 C22 1.8156(12) . ?
N1 C2 1.3389(14) . ?
N1 C4 1.4335(14) . ?
C1 H1 0.933(18) . ?
C1 C2 1.3901(15) . ?
C2 C3 1.5138(15) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.4109(15) . ?
C4 C9 1.4090(15) . ?
C5 C6 1.3948(16) . ?
C5 C10 1.5193(16) . ?
C6 H6 0.9500 . ?
C6 C7 1.3883(18) . ?
C7 H7 0.9500 . ?
C7 C8 1.3840(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.3983(16) . ?
C9 C13 1.5189(16) . ?
C10 H10 1.0000 . ?
C10 C11 1.5313(17) . ?
C10 C12 1.5329(18) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.5336(17) . ?
C13 C15 1.5304(16) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3974(16) . ?
C16 C21 1.3912(15) . ?
C17 H17 0.9500 . ?
C17 C18 1.3833(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.3891(17) . ?
C19 H19 0.9500 . ?
C19 C20 1.3823(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.3916(16) . ?
C21 H21 0.9500 . ?
C22 C23 1.3917(17) . ?
C22 C27 1.3939(17) . ?
C23 H23 0.9500 . ?
C23 C24 1.3891(17) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.383(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.3926(18) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
N1 In1 Se1 91.32(2) . . ?
C28 In1 Se1 106.79(4) . . ?
C28 In1 N1 106.70(4) . . ?
C28 In1 C29 127.16(5) . . ?
C29 In1 Se1 110.23(4) . . ?
C29 In1 N1 108.71(4) . . ?
P1 Se1 In1 88.163(8) . . ?
C1 P1 Se1 116.00(4) . . ?
C1 P1 C16 104.09(5) . . ?
C1 P1 C22 113.62(6) . . ?
C16 P1 Se1 108.19(4) . . ?
C16 P1 C22 104.72(5) . . ?
C22 P1 Se1 109.32(4) . . ?
C2 N1 In1 126.07(7) . . ?
C2 N1 C4 119.07(9) . . ?
C4 N1 In1 114.86(7) . . ?
P1 C1 H1 111.9(10) . . ?
C2 C1 P1 131.56(9) . . ?
C2 C1 H1 115.1(10) . . ?
N1 C2 C1 125.96(10) . . ?
N1 C2 C3 118.18(10) . . ?
C1 C2 C3 115.86(10) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 119.89(10) . . ?
C9 C4 N1 119.25(10) . . ?
C9 C4 C5 120.77(10) . . ?
C4 C5 C10 122.21(10) . . ?
C6 C5 C4 118.34(11) . . ?
C6 C5 C10 119.45(10) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.50(11) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.56(11) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.23(11) . . ?
C9 C8 H8 119.4 . . ?
C4 C9 C13 121.53(10) . . ?
C8 C9 C4 118.59(11) . . ?
C8 C9 C13 119.88(10) . . ?
C5 C10 H10 108.1 . . ?
C5 C10 C11 110.74(10) . . ?
C5 C10 C12 111.80(11) . . ?
C11 C10 H10 108.1 . . ?
C11 C10 C12 109.98(10) . . ?
C12 C10 H10 108.1 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.8 . . ?
C9 C13 C14 111.22(10) . . ?
C9 C13 C15 111.32(10) . . ?
C14 C13 H13 107.8 . . ?
C15 C13 H13 107.8 . . ?
C15 C13 C14 110.70(10) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 117.29(8) . . ?
C21 C16 P1 123.14(9) . . ?
C21 C16 C17 119.55(10) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.32(11) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.02(11) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.85(11) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.60(11) . . ?
C21 C20 H20 119.7 . . ?
C16 C21 C20 119.66(11) . . ?
C16 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C23 C22 P1 120.79(9) . . ?
C23 C22 C27 120.09(11) . . ?
C27 C22 P1 119.06(9) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.03(12) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.82(12) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.28(12) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.31(13) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 H27 120.3 . . ?
C26 C27 C22 119.46(12) . . ?
C26 C27 H27 120.3 . . ?
In1 C28 H28A 109.5 . . ?
In1 C28 H28B 109.5 . . ?
In1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
In1 C29 H29A 109.5 . . ?
In1 C29 H29B 109.5 . . ?
In1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
In1 N1 C2 C1 -10.73(16) . . . . ?
In1 N1 C2 C3 169.75(7) . . . . ?
In1 N1 C4 C5 99.31(10) . . . . ?
In1 N1 C4 C9 -77.20(11) . . . . ?
Se1 P1 C1 C2 -11.69(13) . . . . ?
Se1 P1 C16 C17 -66.06(10) . . . . ?
Se1 P1 C16 C21 115.82(9) . . . . ?
Se1 P1 C22 C23 -32.46(11) . . . . ?
Se1 P1 C22 C27 150.25(9) . . . . ?
P1 C1 C2 N1 -21.43(18) . . . . ?
P1 C1 C2 C3 158.10(9) . . . . ?
P1 C16 C17 C18 -179.04(10) . . . . ?
P1 C16 C21 C20 178.48(9) . . . . ?
P1 C22 C23 C24 -177.24(10) . . . . ?
P1 C22 C27 C26 177.66(10) . . . . ?
N1 C4 C5 C6 -177.10(10) . . . . ?
N1 C4 C5 C10 2.29(16) . . . . ?
N1 C4 C9 C8 177.32(10) . . . . ?
N1 C4 C9 C13 -3.02(16) . . . . ?
C1 P1 C16 C17 57.88(10) . . . . ?
C1 P1 C16 C21 -120.24(10) . . . . ?
C1 P1 C22 C23 -163.79(10) . . . . ?
C1 P1 C22 C27 18.92(12) . . . . ?
C2 N1 C4 C5 -80.81(13) . . . . ?
C2 N1 C4 C9 102.68(12) . . . . ?
C4 N1 C2 C1 169.41(11) . . . . ?
C4 N1 C2 C3 -10.11(14) . . . . ?
C4 C5 C6 C7 -0.13(18) . . . . ?
C4 C5 C10 C11 -112.67(12) . . . . ?
C4 C5 C10 C12 124.31(12) . . . . ?
C4 C9 C13 C14 115.77(12) . . . . ?
C4 C9 C13 C15 -120.27(12) . . . . ?
C5 C4 C9 C8 0.85(16) . . . . ?
C5 C4 C9 C13 -179.50(10) . . . . ?
C5 C6 C7 C8 0.70(19) . . . . ?
C6 C5 C10 C11 66.72(14) . . . . ?
C6 C5 C10 C12 -56.31(15) . . . . ?
C6 C7 C8 C9 -0.49(19) . . . . ?
C7 C8 C9 C4 -0.28(17) . . . . ?
C7 C8 C9 C13 -179.94(11) . . . . ?
C8 C9 C13 C14 -64.58(14) . . . . ?
C8 C9 C13 C15 59.38(14) . . . . ?
C9 C4 C5 C6 -0.65(16) . . . . ?
C9 C4 C5 C10 178.74(11) . . . . ?
C10 C5 C6 C7 -179.54(11) . . . . ?
C16 P1 C1 C2 -130.42(11) . . . . ?
C16 P1 C22 C23 83.28(10) . . . . ?
C16 P1 C22 C27 -94.01(10) . . . . ?
C16 C17 C18 C19 0.6(2) . . . . ?
C17 C16 C21 C20 0.40(18) . . . . ?
C17 C18 C19 C20 0.1(2) . . . . ?
C18 C19 C20 C21 -0.56(19) . . . . ?
C19 C20 C21 C16 0.30(19) . . . . ?
C21 C16 C17 C18 -0.85(18) . . . . ?
C22 P1 C1 C2 116.28(12) . . . . ?
C22 P1 C16 C17 177.42(9) . . . . ?
C22 P1 C16 C21 -0.70(11) . . . . ?
C22 C23 C24 C25 -0.5(2) . . . . ?
C23 C22 C27 C26 0.34(19) . . . . ?
C23 C24 C25 C26 0.7(2) . . . . ?
C24 C25 C26 C27 -0.3(2) . . . . ?
C25 C26 C27 C22 -0.2(2) . . . . ?
C27 C22 C23 C24 0.02(18) . . . . ?

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

data_019_08_22_jdm_tgsinme2b_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2337489'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H37 In N P S'
_chemical_formula_sum            'C29 H37 In N P S'
_chemical_formula_weight         577.44
_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'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   15.7440(7)
_cell_length_b                   16.8069(6)
_cell_length_c                   21.3702(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5654.7(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9598
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.92
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.908
_shelx_estimated_absorpt_T_min   0.875
_exptl_absorpt_coefficient_mu    0.983
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.7069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1084 before and 0.0601 after correction. The Ratio of minimum to maximum transmission is 0.9472. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       chip
_exptl_crystal_F_000             2384
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            176943
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.030
_diffrn_reflns_theta_min         2.304
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8113
_reflns_number_total             9844
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.918
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         9844
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0255
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0171P)²+5.2852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0528
_refine_ls_wR_factor_ref         0.0623
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_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
In1 In 0.35763(2) 0.21314(2) 0.34365(2) 0.01443(3) Uani 1 1 d . . . . .
S1 S 0.39823(2) 0.30215(2) 0.43748(2) 0.01687(7) Uani 1 1 d . . . . .
P1 P 0.52371(2) 0.28791(2) 0.42078(2) 0.01384(7) Uani 1 1 d . . . . .
N1 N 0.42925(8) 0.28945(7) 0.28045(6) 0.0136(2) Uani 1 1 d . . . . .
C1 C 0.55628(9) 0.30349(9) 0.34410(7) 0.0161(3) Uani 1 1 d . . . . .
H1 H 0.616103 0.305888 0.338620 0.019 Uiso 1 1 calc R U . . .
C2 C 0.50951(9) 0.31306(8) 0.28929(7) 0.0145(3) Uani 1 1 d . . . . .
C3 C 0.55482(10) 0.35416(10) 0.23576(7) 0.0192(3) Uani 1 1 d . . . . .
H3A H 0.551023 0.321119 0.198083 0.029 Uiso 1 1 calc R U . . .
H3B H 0.614638 0.362117 0.246784 0.029 Uiso 1 1 calc R U . . .
H3C H 0.528100 0.405844 0.227795 0.029 Uiso 1 1 calc R U . . .
C4 C 0.38516(9) 0.31440(9) 0.22505(7) 0.0147(3) Uani 1 1 d . . . . .
C5 C 0.34671(10) 0.39003(9) 0.22301(7) 0.0176(3) Uani 1 1 d . . . . .
C6 C 0.30119(11) 0.41105(10) 0.16945(8) 0.0220(3) Uani 1 1 d . . . . .
H6 H 0.274879 0.461855 0.167438 0.026 Uiso 1 1 calc R U . . .
C7 C 0.29348(11) 0.35948(11) 0.11912(8) 0.0230(3) Uani 1 1 d . . . . .
H7 H 0.262937 0.375213 0.082831 0.028 Uiso 1 1 calc R U . . .
C8 C 0.33055(10) 0.28502(10) 0.12211(7) 0.0202(3) Uani 1 1 d . . . . .
H8 H 0.324413 0.249526 0.087810 0.024 Uiso 1 1 calc R U . . .
C9 C 0.37704(10) 0.26082(9) 0.17475(7) 0.0165(3) Uani 1 1 d . . . . .
C10 C 0.35290(11) 0.44864(9) 0.27710(8) 0.0209(3) Uani 1 1 d . . . . .
H10 H 0.390922 0.425139 0.309708 0.025 Uiso 1 1 calc R U . . .
C11 C 0.39109(13) 0.52827(11) 0.25632(11) 0.0328(4) Uani 1 1 d . . . . .
H11A H 0.353692 0.553204 0.225348 0.049 Uiso 1 1 calc R U . . .
H11B H 0.447104 0.519085 0.237669 0.049 Uiso 1 1 calc R U . . .
H11C H 0.396891 0.563421 0.292657 0.049 Uiso 1 1 calc R U . . .
C12 C 0.26553(12) 0.46253(11) 0.30653(8) 0.0255(3) Uani 1 1 d . . . . .
H12A H 0.225951 0.481473 0.274428 0.038 Uiso 1 1 calc R U . . .
H12B H 0.270304 0.502480 0.339752 0.038 Uiso 1 1 calc R U . . .
H12C H 0.244396 0.412537 0.324266 0.038 Uiso 1 1 calc R U . . .
C13 C 0.41671(11) 0.17853(9) 0.17671(7) 0.0191(3) Uani 1 1 d . . . . .
H13 H 0.449142 0.173729 0.216764 0.023 Uiso 1 1 calc R U . . .
C14 C 0.47925(11) 0.16667(10) 0.12264(8) 0.0227(3) Uani 1 1 d . . . . .
H14A H 0.449441 0.173499 0.082740 0.034 Uiso 1 1 calc R U . . .
H14B H 0.503303 0.112957 0.124767 0.034 Uiso 1 1 calc R U . . .
H14C H 0.525041 0.205964 0.125797 0.034 Uiso 1 1 calc R U . . .
C15 C 0.34847(12) 0.11354(11) 0.17615(9) 0.0280(4) Uani 1 1 d . . . . .
H15A H 0.309069 0.122104 0.211008 0.042 Uiso 1 1 calc R U . . .
H15B H 0.375500 0.061314 0.180563 0.042 Uiso 1 1 calc R U . . .
H15C H 0.317204 0.115633 0.136536 0.042 Uiso 1 1 calc R U . . .
C16 C 0.58188(9) 0.36191(9) 0.46541(7) 0.0151(3) Uani 1 1 d . . . . .
C17 C 0.57008(11) 0.44166(9) 0.44878(8) 0.0213(3) Uani 1 1 d . . . . .
H17 H 0.532315 0.455077 0.415752 0.026 Uiso 1 1 calc R U . . .
C18 C 0.61333(12) 0.50106(10) 0.48038(8) 0.0239(3) Uani 1 1 d . . . . .
H18 H 0.604821 0.555189 0.469235 0.029 Uiso 1 1 calc R U . . .
C19 C 0.66920(11) 0.48166(10) 0.52840(8) 0.0214(3) Uani 1 1 d . . . . .
H19 H 0.698643 0.522511 0.550165 0.026 Uiso 1 1 calc R U . . .
C20 C 0.68187(11) 0.40279(10) 0.54445(8) 0.0217(3) Uani 1 1 d . . . . .
H20 H 0.720627 0.389600 0.576901 0.026 Uiso 1 1 calc R U . . .
C21 C 0.63799(10) 0.34246(9) 0.51322(7) 0.0177(3) Uani 1 1 d . . . . .
H21 H 0.646462 0.288397 0.524599 0.021 Uiso 1 1 calc R U . . .
C22 C 0.55868(10) 0.19338(9) 0.45265(7) 0.0168(3) Uani 1 1 d . . . . .
C23 C 0.51987(11) 0.16154(9) 0.50572(8) 0.0209(3) Uani 1 1 d . . . . .
H23 H 0.473200 0.188356 0.524406 0.025 Uiso 1 1 calc R U . . .
C24 C 0.54926(12) 0.09078(11) 0.53130(9) 0.0275(4) Uani 1 1 d . . . . .
H24 H 0.523158 0.069383 0.567677 0.033 Uiso 1 1 calc R U . . .
C25 C 0.61703(13) 0.05138(11) 0.50344(10) 0.0315(4) Uani 1 1 d . . . . .
H25 H 0.636938 0.002727 0.520676 0.038 Uiso 1 1 calc R U . . .
C26 C 0.65577(12) 0.08272(11) 0.45057(10) 0.0298(4) Uani 1 1 d . . . . .
H26 H 0.702113 0.055522 0.431776 0.036 Uiso 1 1 calc R U . . .
C27 C 0.62689(11) 0.15387(10) 0.42506(8) 0.0220(3) Uani 1 1 d . . . . .
H27 H 0.653545 0.175454 0.388968 0.026 Uiso 1 1 calc R U . . .
C28 C 0.22526(10) 0.23338(11) 0.32424(9) 0.0244(3) Uani 1 1 d . . . . .
H28A H 0.200357 0.265508 0.357827 0.037 Uiso 1 1 calc R U . . .
H28B H 0.195601 0.182218 0.321706 0.037 Uiso 1 1 calc R U . . .
H28C H 0.219535 0.261639 0.284349 0.037 Uiso 1 1 calc R U . . .
C29 C 0.42172(12) 0.10014(10) 0.35169(8) 0.0241(3) Uani 1 1 d . . . . .
H29A H 0.482200 0.107079 0.342322 0.036 Uiso 1 1 calc R U . . .
H29B H 0.396852 0.062270 0.322016 0.036 Uiso 1 1 calc R U . . .
H29C H 0.415216 0.079729 0.394378 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
In1 S1 2.5821(4) . ?
In1 N1 2.1772(12) . ?
In1 C28 2.1521(16) . ?
In1 C29 2.1574(16) . ?
S1 P1 2.0218(5) . ?
P1 C1 1.7367(15) . ?
P1 C16 1.8152(15) . ?
P1 C22 1.8142(15) . ?
N1 C2 1.3378(19) . ?
N1 C4 1.4351(18) . ?
C1 H1 0.9500 . ?
C1 C2 1.393(2) . ?
C2 C3 1.515(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.409(2) . ?
C4 C9 1.408(2) . ?
C5 C6 1.396(2) . ?
C5 C10 1.522(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.387(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.382(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.402(2) . ?
C9 C13 1.518(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.533(2) . ?
C10 C12 1.530(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.531(2) . ?
C13 C15 1.532(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.399(2) . ?
C16 C21 1.390(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.390(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.397(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.395(2) . ?
C22 C27 1.394(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.388(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.390(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.388(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.391(2) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
N1 In1 S1 90.70(3) . . ?
C28 In1 S1 107.33(5) . . ?
C28 In1 N1 106.79(6) . . ?
C28 In1 C29 127.40(7) . . ?
C29 In1 S1 109.42(5) . . ?
C29 In1 N1 109.01(6) . . ?
P1 S1 In1 92.073(17) . . ?
C1 P1 S1 115.93(5) . . ?
C1 P1 C16 104.09(7) . . ?
C1 P1 C22 113.37(7) . . ?
C16 P1 S1 108.61(5) . . ?
C22 P1 S1 109.50(5) . . ?
C22 P1 C16 104.46(7) . . ?
C2 N1 In1 125.20(10) . . ?
C2 N1 C4 119.11(12) . . ?
C4 N1 In1 115.68(9) . . ?
P1 C1 H1 114.5 . . ?
C2 C1 P1 130.90(12) . . ?
C2 C1 H1 114.5 . . ?
N1 C2 C1 125.71(14) . . ?
N1 C2 C3 118.26(13) . . ?
C1 C2 C3 116.03(13) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 119.81(13) . . ?
C9 C4 N1 119.13(13) . . ?
C9 C4 C5 120.96(14) . . ?
C4 C5 C10 122.22(14) . . ?
C6 C5 C4 118.32(14) . . ?
C6 C5 C10 119.46(14) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.52(15) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.54(15) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.33(15) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 C13 121.62(13) . . ?
C8 C9 C4 118.31(14) . . ?
C8 C9 C13 120.07(14) . . ?
C5 C10 H10 108.2 . . ?
C5 C10 C11 111.73(15) . . ?
C5 C10 C12 110.69(13) . . ?
C11 C10 H10 108.2 . . ?
C12 C10 H10 108.2 . . ?
C12 C10 C11 109.78(14) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.9 . . ?
C9 C13 C14 111.24(13) . . ?
C9 C13 C15 111.15(14) . . ?
C14 C13 H13 107.9 . . ?
C14 C13 C15 110.63(13) . . ?
C15 C13 H13 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 117.13(11) . . ?
C21 C16 P1 123.08(11) . . ?
C21 C16 C17 119.77(14) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.11(15) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.15(15) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 119.91(15) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.38(15) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C20 119.67(14) . . ?
C16 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C23 C22 P1 120.55(12) . . ?
C27 C22 P1 119.49(12) . . ?
C27 C22 C23 119.92(14) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.19(16) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.69(17) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.36(17) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.12(17) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 H27 120.1 . . ?
C26 C27 C22 119.73(16) . . ?
C26 C27 H27 120.1 . . ?
In1 C28 H28A 109.5 . . ?
In1 C28 H28B 109.5 . . ?
In1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
In1 C29 H29A 109.5 . . ?
In1 C29 H29B 109.5 . . ?
In1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
In1 N1 C2 C1 -10.5(2) . . . . ?
In1 N1 C2 C3 169.64(10) . . . . ?
In1 N1 C4 C5 98.29(14) . . . . ?
In1 N1 C4 C9 -78.18(15) . . . . ?
S1 P1 C1 C2 -10.67(17) . . . . ?
S1 P1 C16 C17 -65.95(13) . . . . ?
S1 P1 C16 C21 115.75(13) . . . . ?
S1 P1 C22 C23 -30.99(14) . . . . ?
S1 P1 C22 C27 151.31(12) . . . . ?
P1 C1 C2 N1 -21.1(2) . . . . ?
P1 C1 C2 C3 158.73(13) . . . . ?
P1 C16 C17 C18 -179.18(14) . . . . ?
P1 C16 C21 C20 178.53(12) . . . . ?
P1 C22 C23 C24 -177.39(13) . . . . ?
P1 C22 C27 C26 177.85(14) . . . . ?
N1 C4 C5 C6 -177.24(14) . . . . ?
N1 C4 C5 C10 2.4(2) . . . . ?
N1 C4 C9 C8 177.24(14) . . . . ?
N1 C4 C9 C13 -2.4(2) . . . . ?
C1 P1 C16 C17 58.12(14) . . . . ?
C1 P1 C16 C21 -120.18(14) . . . . ?
C1 P1 C22 C23 -162.16(13) . . . . ?
C1 P1 C22 C27 20.14(15) . . . . ?
C2 N1 C4 C5 -82.47(18) . . . . ?
C2 N1 C4 C9 101.06(16) . . . . ?
C4 N1 C2 C1 170.30(14) . . . . ?
C4 N1 C2 C3 -9.5(2) . . . . ?
C4 C5 C6 C7 0.0(2) . . . . ?
C4 C5 C10 C11 123.24(17) . . . . ?
C4 C5 C10 C12 -114.07(17) . . . . ?
C4 C9 C13 C14 -121.18(16) . . . . ?
C4 C9 C13 C15 115.06(17) . . . . ?
C5 C4 C9 C8 0.8(2) . . . . ?
C5 C4 C9 C13 -178.85(14) . . . . ?
C5 C6 C7 C8 0.9(3) . . . . ?
C6 C5 C10 C11 -57.1(2) . . . . ?
C6 C5 C10 C12 65.6(2) . . . . ?
C6 C7 C8 C9 -1.0(3) . . . . ?
C7 C8 C9 C4 0.1(2) . . . . ?
C7 C8 C9 C13 179.77(15) . . . . ?
C8 C9 C13 C14 59.16(19) . . . . ?
C8 C9 C13 C15 -64.60(19) . . . . ?
C9 C4 C5 C6 -0.8(2) . . . . ?
C9 C4 C5 C10 178.81(15) . . . . ?
C10 C5 C6 C7 -179.70(16) . . . . ?
C16 P1 C1 C2 -129.87(15) . . . . ?
C16 P1 C22 C23 85.17(14) . . . . ?
C16 P1 C22 C27 -92.53(14) . . . . ?
C16 C17 C18 C19 0.5(3) . . . . ?
C17 C16 C21 C20 0.3(2) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C18 C19 C20 C21 -0.8(3) . . . . ?
C19 C20 C21 C16 0.5(3) . . . . ?
C21 C16 C17 C18 -0.8(3) . . . . ?
C22 P1 C1 C2 117.24(15) . . . . ?
C22 P1 C16 C17 177.27(13) . . . . ?
C22 P1 C16 C21 -1.03(15) . . . . ?
C22 C23 C24 C25 -0.6(3) . . . . ?
C23 C22 C27 C26 0.1(3) . . . . ?
C23 C24 C25 C26 0.5(3) . . . . ?
C24 C25 C26 C27 -0.1(3) . . . . ?
C25 C26 C27 C22 -0.3(3) . . . . ?
C27 C22 C23 C24 0.3(2) . . . . ?

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

data_2019_04_23_jdm_impph2alme2_0m
_database_code_depnum_ccdc_archive 'CCDC 2347875'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-04-12 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
Jason.Masuda@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H37 Al N P'
_chemical_formula_sum            'C29 H37 Al N P'
_chemical_formula_weight         457.54
_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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.838(3)
_cell_length_b                   10.549(3)
_cell_length_c                   13.541(4)
_cell_angle_alpha                72.135(3)
_cell_angle_beta                 81.392(3)
_cell_angle_gamma                85.805(3)
_cell_volume                     1321.9(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4176
_cell_measurement_temperature    125
_cell_measurement_theta_max      26.75
_cell_measurement_theta_min      2.46
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.960
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0440 before and 0.0362 after correction.
The Ratio of minimum to maximum transmission is 0.9196.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       shard
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9740
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.823
_diffrn_reflns_theta_min         1.594
_diffrn_ambient_temperature      125
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4162
_reflns_number_total             5517
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         5517
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      1.023
_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)+(0.0337P)²+0.4387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0976
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.22872(5) 0.48802(5) 0.12916(4) 0.01813(12) Uani 1 1 d . . . . .
Al1 Al 0.34786(5) 0.45274(5) 0.28310(4) 0.01810(14) Uani 1 1 d . . . . .
N1 N 0.21070(15) 0.32519(14) 0.34580(11) 0.0185(3) Uani 1 1 d . . . . .
C1 C 0.07309(18) 0.43133(18) 0.21075(14) 0.0206(4) Uani 1 1 d . . . . .
H1 H -0.014001 0.457070 0.187370 0.025 Uiso 1 1 calc R U . . .
C2 C 0.08523(18) 0.34837(18) 0.30935(14) 0.0199(4) Uani 1 1 d . . . . .
C3 C -0.03941(19) 0.2835(2) 0.38073(15) 0.0273(4) Uani 1 1 d . . . . .
H3A H -0.120611 0.308999 0.344209 0.041 Uiso 1 1 calc R U . . .
H3B H -0.053029 0.312830 0.443623 0.041 Uiso 1 1 calc R U . . .
H3C H -0.025678 0.186433 0.400821 0.041 Uiso 1 1 calc R U . . .
C4 C 0.23803(17) 0.20333(18) 0.42549(14) 0.0192(4) Uani 1 1 d . . . . .
C5 C 0.24886(18) 0.20568(18) 0.52709(14) 0.0215(4) Uani 1 1 d . . . . .
C6 C 0.28983(19) 0.0885(2) 0.59927(15) 0.0285(5) Uani 1 1 d . . . . .
H6 H 0.298820 0.089240 0.667976 0.034 Uiso 1 1 calc R U . . .
C7 C 0.3175(2) -0.0279(2) 0.57336(16) 0.0327(5) Uani 1 1 d . . . . .
H7 H 0.346529 -0.106207 0.623382 0.039 Uiso 1 1 calc R U . . .
C8 C 0.3028(2) -0.0301(2) 0.47421(16) 0.0305(5) Uani 1 1 d . . . . .
H8 H 0.319016 -0.111397 0.457282 0.037 Uiso 1 1 calc R U . . .
C9 C 0.2646(2) 0.08423(19) 0.39835(15) 0.0256(4) Uani 1 1 d . . . . .
C10 C 0.21765(19) 0.33073(19) 0.56019(15) 0.0248(4) Uani 1 1 d . . . . .
H10 H 0.187312 0.402677 0.499388 0.030 Uiso 1 1 calc R U . . .
C11 C 0.1002(2) 0.3092(2) 0.65155(17) 0.0390(5) Uani 1 1 d . . . . .
H11A H 0.018607 0.280651 0.631477 0.059 Uiso 1 1 calc R U . . .
H11B H 0.078638 0.392796 0.668762 0.059 Uiso 1 1 calc R U . . .
H11C H 0.128417 0.240490 0.712767 0.059 Uiso 1 1 calc R U . . .
C12 C 0.3455(2) 0.3777(2) 0.58940(18) 0.0397(5) Uani 1 1 d . . . . .
H12A H 0.374427 0.310706 0.651216 0.060 Uiso 1 1 calc R U . . .
H12B H 0.323885 0.462356 0.604907 0.060 Uiso 1 1 calc R U . . .
H12C H 0.419945 0.390159 0.530757 0.060 Uiso 1 1 calc R U . . .
C13 C 0.2535(2) 0.0768(2) 0.28933(17) 0.0358(5) Uani 1 1 d . . . . .
H13 H 0.232137 0.168678 0.244469 0.043 Uiso 1 1 calc R U . . .
C14 C 0.1359(3) -0.0125(3) 0.2924(2) 0.0534(7) Uani 1 1 d . . . . .
H14A H 0.156308 -0.104186 0.333592 0.080 Uiso 1 1 calc R U . . .
H14B H 0.126068 -0.010340 0.220958 0.080 Uiso 1 1 calc R U . . .
H14C H 0.049976 0.019825 0.324738 0.080 Uiso 1 1 calc R U . . .
C15 C 0.3881(3) 0.0276(2) 0.23903(17) 0.0424(6) Uani 1 1 d . . . . .
H15A H 0.462326 0.086240 0.236159 0.064 Uiso 1 1 calc R U . . .
H15B H 0.378306 0.028255 0.167905 0.064 Uiso 1 1 calc R U . . .
H15C H 0.410129 -0.063402 0.280776 0.064 Uiso 1 1 calc R U . . .
C16 C 0.19631(17) 0.65373(18) 0.04167(14) 0.0192(4) Uani 1 1 d . . . . .
C17 C 0.16211(18) 0.75886(18) 0.08382(15) 0.0235(4) Uani 1 1 d . . . . .
H17 H 0.150706 0.742358 0.157558 0.028 Uiso 1 1 calc R U . . .
C18 C 0.1447(2) 0.8874(2) 0.01865(16) 0.0289(5) Uani 1 1 d . . . . .
H18 H 0.123090 0.958699 0.047914 0.035 Uiso 1 1 calc R U . . .
C19 C 0.1585(2) 0.9123(2) -0.08881(16) 0.0303(5) Uani 1 1 d . . . . .
H19 H 0.145435 1.000331 -0.133116 0.036 Uiso 1 1 calc R U . . .
C20 C 0.1912(2) 0.8092(2) -0.13130(15) 0.0286(5) Uani 1 1 d . . . . .
H20 H 0.200359 0.826229 -0.205032 0.034 Uiso 1 1 calc R U . . .
C21 C 0.21106(18) 0.68016(19) -0.06695(14) 0.0230(4) Uani 1 1 d . . . . .
H21 H 0.234723 0.609741 -0.096943 0.028 Uiso 1 1 calc R U . . .
C22 C 0.27525(18) 0.38289(18) 0.04425(14) 0.0192(4) Uani 1 1 d . . . . .
C23 C 0.17603(19) 0.3384(2) 0.00008(15) 0.0261(4) Uani 1 1 d . . . . .
H23 H 0.082050 0.363344 0.014076 0.031 Uiso 1 1 calc R U . . .
C24 C 0.2135(2) 0.2582(2) -0.06395(16) 0.0313(5) Uani 1 1 d . . . . .
H24 H 0.145581 0.229333 -0.094626 0.038 Uiso 1 1 calc R U . . .
C25 C 0.3502(2) 0.2199(2) -0.08338(16) 0.0310(5) Uani 1 1 d . . . . .
H25 H 0.375713 0.164782 -0.127339 0.037 Uiso 1 1 calc R U . . .
C26 C 0.44923(19) 0.2616(2) -0.03918(16) 0.0285(5) Uani 1 1 d . . . . .
H26 H 0.542706 0.234367 -0.052026 0.034 Uiso 1 1 calc R U . . .
C27 C 0.41211(18) 0.34355(18) 0.02427(14) 0.0230(4) Uani 1 1 d . . . . .
H27 H 0.480627 0.372848 0.054155 0.028 Uiso 1 1 calc R U . . .
C28 C 0.31443(19) 0.61754(18) 0.32257(15) 0.0245(4) Uani 1 1 d . . . . .
H28A H 0.359229 0.691387 0.266850 0.037 Uiso 1 1 calc R U . . .
H28B H 0.352127 0.606777 0.387779 0.037 Uiso 1 1 calc R U . . .
H28C H 0.215241 0.636776 0.332803 0.037 Uiso 1 1 calc R U . . .
C29 C 0.53509(18) 0.37714(19) 0.27704(15) 0.0255(4) Uani 1 1 d . . . . .
H29A H 0.540308 0.304766 0.245237 0.038 Uiso 1 1 calc R U . . .
H29B H 0.559968 0.342201 0.348060 0.038 Uiso 1 1 calc R U . . .
H29C H 0.598928 0.446538 0.234781 0.038 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 Al1 2.4594(9) . ?
P1 C1 1.7733(18) . ?
P1 C16 1.8225(18) . ?
P1 C22 1.8200(19) . ?
Al1 N1 1.8904(16) . ?
Al1 C28 1.962(2) . ?
Al1 C29 1.9533(19) . ?
N1 C2 1.375(2) . ?
N1 C4 1.440(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.370(2) . ?
C2 C3 1.506(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.404(3) . ?
C4 C9 1.410(3) . ?
C5 C6 1.396(3) . ?
C5 C10 1.516(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.376(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.379(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.393(3) . ?
C9 C13 1.523(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.535(3) . ?
C10 C12 1.531(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.532(3) . ?
C13 C15 1.528(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.395(2) . ?
C16 C21 1.397(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.395(3) . ?
C22 C27 1.392(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.378(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.391(3) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
C1 P1 Al1 90.93(6) . . ?
C1 P1 C16 108.39(8) . . ?
C1 P1 C22 108.60(9) . . ?
C16 P1 Al1 122.22(6) . . ?
C22 P1 Al1 119.32(6) . . ?
C22 P1 C16 105.34(9) . . ?
N1 Al1 P1 82.35(5) . . ?
N1 Al1 C28 113.82(8) . . ?
N1 Al1 C29 114.10(8) . . ?
C28 Al1 P1 105.40(6) . . ?
C29 Al1 P1 117.60(6) . . ?
C29 Al1 C28 118.11(8) . . ?
C2 N1 Al1 118.11(12) . . ?
C2 N1 C4 120.37(14) . . ?
C4 N1 Al1 121.42(11) . . ?
P1 C1 H1 121.8 . . ?
C2 C1 P1 116.40(13) . . ?
C2 C1 H1 121.8 . . ?
N1 C2 C3 118.78(16) . . ?
C1 C2 N1 120.69(16) . . ?
C1 C2 C3 120.51(16) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 119.98(16) . . ?
C5 C4 C9 120.45(16) . . ?
C9 C4 N1 119.37(16) . . ?
C4 C5 C10 122.09(16) . . ?
C6 C5 C4 118.42(18) . . ?
C6 C5 C10 119.48(17) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.63(19) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 120.3 . . ?
C6 C7 C8 119.49(18) . . ?
C8 C7 H7 120.3 . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.42(19) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 C13 122.30(17) . . ?
C8 C9 C4 118.54(18) . . ?
C8 C9 C13 119.16(18) . . ?
C5 C10 H10 107.9 . . ?
C5 C10 C11 111.13(16) . . ?
C5 C10 C12 111.47(17) . . ?
C11 C10 H10 107.9 . . ?
C12 C10 H10 107.9 . . ?
C12 C10 C11 110.27(17) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.9 . . ?
C9 C13 C14 110.94(19) . . ?
C9 C13 C15 111.88(18) . . ?
C14 C13 H13 107.9 . . ?
C15 C13 H13 107.9 . . ?
C15 C13 C14 110.06(18) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 119.10(14) . . ?
C17 C16 C21 118.81(17) . . ?
C21 C16 P1 122.02(14) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.34(18) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.37(19) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.82(18) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.40(18) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.25(18) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 P1 121.36(14) . . ?
C27 C22 P1 119.65(14) . . ?
C27 C22 C23 118.98(17) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.44(18) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.00(19) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.27(19) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.89(18) . . ?
C27 C26 H26 120.1 . . ?
C22 C27 H27 119.8 . . ?
C26 C27 C22 120.41(18) . . ?
C26 C27 H27 119.8 . . ?
Al1 C28 H28A 109.5 . . ?
Al1 C28 H28B 109.5 . . ?
Al1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Al1 C29 H29A 109.5 . . ?
Al1 C29 H29B 109.5 . . ?
Al1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 Al1 N1 C2 -30.06(12) . . . . ?
P1 Al1 N1 C4 146.53(13) . . . . ?
P1 C1 C2 N1 7.8(2) . . . . ?
P1 C1 C2 C3 -173.66(14) . . . . ?
P1 C16 C17 C18 176.28(14) . . . . ?
P1 C16 C21 C20 -177.16(14) . . . . ?
P1 C22 C23 C24 -179.78(15) . . . . ?
P1 C22 C27 C26 179.04(14) . . . . ?
Al1 P1 C1 C2 -24.16(14) . . . . ?
Al1 P1 C16 C17 -37.37(16) . . . . ?
Al1 P1 C16 C21 139.50(13) . . . . ?
Al1 P1 C22 C23 141.44(13) . . . . ?
Al1 P1 C22 C27 -37.28(17) . . . . ?
Al1 N1 C2 C1 22.6(2) . . . . ?
Al1 N1 C2 C3 -155.96(13) . . . . ?
Al1 N1 C4 C5 74.05(19) . . . . ?
Al1 N1 C4 C9 -100.87(17) . . . . ?
N1 C4 C5 C6 -173.26(16) . . . . ?
N1 C4 C5 C10 6.7(3) . . . . ?
N1 C4 C9 C8 174.39(16) . . . . ?
N1 C4 C9 C13 -5.4(3) . . . . ?
C1 P1 C16 C17 65.91(16) . . . . ?
C1 P1 C16 C21 -117.21(15) . . . . ?
C1 P1 C22 C23 39.40(17) . . . . ?
C1 P1 C22 C27 -139.33(15) . . . . ?
C2 N1 C4 C5 -109.43(19) . . . . ?
C2 N1 C4 C9 75.6(2) . . . . ?
C4 N1 C2 C1 -154.04(17) . . . . ?
C4 N1 C2 C3 27.4(2) . . . . ?
C4 C5 C6 C7 -0.9(3) . . . . ?
C4 C5 C10 C11 120.05(19) . . . . ?
C4 C5 C10 C12 -116.5(2) . . . . ?
C4 C9 C13 C14 -114.1(2) . . . . ?
C4 C9 C13 C15 122.6(2) . . . . ?
C5 C4 C9 C8 -0.5(3) . . . . ?
C5 C4 C9 C13 179.68(18) . . . . ?
C5 C6 C7 C8 -0.9(3) . . . . ?
C6 C5 C10 C11 -60.0(2) . . . . ?
C6 C5 C10 C12 63.5(2) . . . . ?
C6 C7 C8 C9 2.1(3) . . . . ?
C7 C8 C9 C4 -1.4(3) . . . . ?
C7 C8 C9 C13 178.46(19) . . . . ?
C8 C9 C13 C14 66.1(2) . . . . ?
C8 C9 C13 C15 -57.2(3) . . . . ?
C9 C4 C5 C6 1.6(3) . . . . ?
C9 C4 C5 C10 -178.42(16) . . . . ?
C10 C5 C6 C7 179.12(17) . . . . ?
C16 P1 C1 C2 -148.72(14) . . . . ?
C16 P1 C22 C23 -76.54(16) . . . . ?
C16 P1 C22 C27 104.73(15) . . . . ?
C16 C17 C18 C19 1.2(3) . . . . ?
C17 C16 C21 C20 -0.3(3) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C19 C20 C21 -0.3(3) . . . . ?
C19 C20 C21 C16 0.8(3) . . . . ?
C21 C16 C17 C18 -0.7(3) . . . . ?
C22 P1 C1 C2 97.32(16) . . . . ?
C22 P1 C16 C17 -178.00(14) . . . . ?
C22 P1 C16 C21 -1.13(17) . . . . ?
C22 C23 C24 C25 0.9(3) . . . . ?
C23 C22 C27 C26 0.3(3) . . . . ?
C23 C24 C25 C26 -0.1(3) . . . . ?
C24 C25 C26 C27 -0.7(3) . . . . ?
C25 C26 C27 C22 0.6(3) . . . . ?
C27 C22 C23 C24 -1.0(3) . . . . ?
C28 Al1 N1 C2 73.45(15) . . . . ?
C28 Al1 N1 C4 -109.96(14) . . . . ?
C29 Al1 N1 C2 -146.94(13) . . . . ?
C29 Al1 N1 C4 29.65(16) . . . . ?

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

data_mo_2019_08_29_jdm_tgoinme2_0m_b
_database_code_depnum_ccdc_archive 'CCDC 2337488'
loop_
_audit_author_name
_audit_author_address
'George T.'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-04-16 downloaded from the CCDC.
;
_audit_creation_date             2024-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
Tanner.George@smu.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C58 H74 In2 N2 O2 P2'
_chemical_formula_sum            'C58 H74 In2 N2 O2 P2'
_chemical_formula_weight         1122.77
_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'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   13.1361(4)
_cell_length_b                   14.1548(5)
_cell_length_c                   15.2502(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.9240(10)
_cell_angle_gamma                90
_cell_volume                     2793.18(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9821
_cell_measurement_temperature    100
_cell_measurement_theta_max      33.73
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.765
_exptl_absorpt_coefficient_mu    0.923
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_correction_T_min  0.6725
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0921 before and 0.0493 after correction.
The Ratio of minimum to maximum transmission is 0.9006.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.307
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0091
_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       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            439311
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.748
_diffrn_reflns_theta_min         2.377
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10543
_reflns_number_total             11172
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_data_collection       'APEX4 (Bruker AXS Inc., 2021)'
_computing_data_reduction        'SAINT V8.40A (Bruker AXS Inc., 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.375
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         11172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0239
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0333P)²+1.3676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0652
_refine_ls_wR_factor_ref         0.0677
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_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
In1 In 0.54924(2) 0.72758(2) 0.39785(2) 0.01976(3) Uani 1 1 d . . . . .
P1 P 0.68067(2) 0.50525(2) 0.38007(2) 0.01689(5) Uani 1 1 d . . . . .
O1 O 0.60836(6) 0.58960(6) 0.37213(6) 0.02261(15) Uani 1 1 d . . . . .
N1 N 0.58892(7) 0.32467(6) 0.55561(6) 0.01743(14) Uani 1 1 d . . . . .
C1 C 0.67765(8) 0.42778(8) 0.46757(7) 0.01888(16) Uani 1 1 d . . . . .
H1 H 0.741366 0.414080 0.505245 0.023 Uiso 1 1 calc R U . . .
C2 C 0.58956(7) 0.38415(7) 0.48697(6) 0.01647(15) Uani 1 1 d . . . . .
C3 C 0.48621(8) 0.40038(8) 0.42851(7) 0.01944(17) Uani 1 1 d . . . . .
H3A H 0.461044 0.340882 0.399798 0.029 Uiso 1 1 calc R U . . .
H3B H 0.493679 0.447379 0.382860 0.029 Uiso 1 1 calc R U . . .
H3C H 0.436744 0.423424 0.464873 0.029 Uiso 1 1 calc R U . . .
C4 C 0.68659(8) 0.29333(7) 0.60369(7) 0.01857(16) Uani 1 1 d . . . . .
C5 C 0.73547(9) 0.21629(8) 0.56898(8) 0.02303(19) Uani 1 1 d . . . . .
C6 C 0.82784(9) 0.18224(9) 0.61772(9) 0.0262(2) Uani 1 1 d . . . . .
H6 H 0.861590 0.130640 0.595038 0.031 Uiso 1 1 calc R U . . .
C7 C 0.87133(9) 0.22197(9) 0.69836(9) 0.0267(2) Uani 1 1 d . . . . .
H7 H 0.934035 0.197468 0.730748 0.032 Uiso 1 1 calc R U . . .
C8 C 0.82288(9) 0.29795(9) 0.73182(8) 0.0246(2) Uani 1 1 d . . . . .
H8 H 0.852667 0.324801 0.787432 0.030 Uiso 1 1 calc R U . . .
C9 C 0.73072(8) 0.33547(8) 0.68465(7) 0.02054(17) Uani 1 1 d . . . . .
C10 C 0.68831(12) 0.17009(10) 0.48167(10) 0.0343(3) Uani 1 1 d . . . . .
H10 H 0.640679 0.217170 0.447094 0.041 Uiso 1 1 calc R U . . .
C11 C 0.76949(19) 0.1439(2) 0.42529(14) 0.0677(7) Uani 1 1 d . . . . .
H11A H 0.815074 0.198029 0.421771 0.102 Uiso 1 1 calc R U . . .
H11B H 0.735126 0.126420 0.365261 0.102 Uiso 1 1 calc R U . . .
H11C H 0.810397 0.090294 0.452651 0.102 Uiso 1 1 calc R U . . .
C12 C 0.6228(2) 0.08418(13) 0.49882(17) 0.0638(6) Uani 1 1 d . . . . .
H12A H 0.667621 0.035974 0.531623 0.096 Uiso 1 1 calc R U . . .
H12B H 0.588529 0.058012 0.441842 0.096 Uiso 1 1 calc R U . . .
H12C H 0.570645 0.103795 0.533930 0.096 Uiso 1 1 calc R U . . .
C13 C 0.68361(9) 0.42270(9) 0.71971(8) 0.0249(2) Uani 1 1 d . . . . .
H13 H 0.613432 0.431910 0.683185 0.030 Uiso 1 1 calc R U . . .
C14 C 0.74752(14) 0.51005(10) 0.70789(11) 0.0384(3) Uani 1 1 d . . . . .
H14A H 0.816647 0.503438 0.743682 0.058 Uiso 1 1 calc R U . . .
H14B H 0.713703 0.566091 0.727384 0.058 Uiso 1 1 calc R U . . .
H14C H 0.753350 0.516858 0.644996 0.058 Uiso 1 1 calc R U . . .
C15 C 0.67023(12) 0.41348(11) 0.81687(9) 0.0345(3) Uani 1 1 d . . . . .
H15A H 0.629379 0.356930 0.823947 0.052 Uiso 1 1 calc R U . . .
H15B H 0.634474 0.469429 0.834203 0.052 Uiso 1 1 calc R U . . .
H15C H 0.738253 0.408182 0.854787 0.052 Uiso 1 1 calc R U . . .
C16 C 0.81330(8) 0.54363(8) 0.39415(8) 0.02086(18) Uani 1 1 d . . . . .
C17 C 0.87309(9) 0.53342(9) 0.32751(9) 0.0273(2) Uani 1 1 d . . . . .
H17 H 0.845104 0.503046 0.273138 0.033 Uiso 1 1 calc R U . . .
C18 C 0.97396(10) 0.56786(11) 0.34084(12) 0.0363(3) Uani 1 1 d . . . . .
H18 H 1.014515 0.561145 0.295310 0.044 Uiso 1 1 calc R U . . .
C19 C 1.01543(10) 0.61184(10) 0.42016(12) 0.0368(3) Uani 1 1 d . . . . .
H19 H 1.084153 0.635390 0.428750 0.044 Uiso 1 1 calc R U . . .
C20 C 0.95692(11) 0.62150(10) 0.48681(10) 0.0342(3) Uani 1 1 d . . . . .
H20 H 0.985800 0.650964 0.541425 0.041 Uiso 1 1 calc R U . . .
C21 C 0.85576(10) 0.58812(9) 0.47400(9) 0.0274(2) Uani 1 1 d . . . . .
H21 H 0.815442 0.595575 0.519619 0.033 Uiso 1 1 calc R U . . .
C22 C 0.65304(8) 0.44450(9) 0.27448(7) 0.02261(19) Uani 1 1 d . . . . .
C23 C 0.59558(11) 0.48952(11) 0.20137(9) 0.0321(3) Uani 1 1 d . . . . .
H23 H 0.570716 0.551880 0.206943 0.038 Uiso 1 1 calc R U . . .
C24 C 0.57451(14) 0.44278(15) 0.11967(10) 0.0454(4) Uani 1 1 d . . . . .
H24 H 0.534498 0.473320 0.069868 0.054 Uiso 1 1 calc R U . . .
C25 C 0.61103(16) 0.35314(15) 0.11060(11) 0.0501(5) Uani 1 1 d . . . . .
H25 H 0.597216 0.322387 0.054439 0.060 Uiso 1 1 calc R U . . .
C26 C 0.66750(15) 0.30781(13) 0.18250(13) 0.0462(4) Uani 1 1 d . . . . .
H26 H 0.692490 0.245663 0.176039 0.055 Uiso 1 1 calc R U . . .
C27 C 0.68826(12) 0.35277(10) 0.26502(10) 0.0333(3) Uani 1 1 d . . . . .
H27 H 0.726472 0.320838 0.314869 0.040 Uiso 1 1 calc R U . . .
C28 C 0.50438(13) 0.78883(11) 0.26713(10) 0.0360(3) Uani 1 1 d . . . . .
H28A H 0.523856 0.746031 0.222283 0.054 Uiso 1 1 calc R U . . .
H28B H 0.539512 0.849585 0.264575 0.054 Uiso 1 1 calc R U . . .
H28C H 0.429409 0.798641 0.255227 0.054 Uiso 1 1 calc R U . . .
C29 C 0.65736(12) 0.78821(11) 0.50489(10) 0.0354(3) Uani 1 1 d . . . . .
H29A H 0.698973 0.737876 0.537544 0.053 Uiso 1 1 calc R U . . .
H29B H 0.619634 0.822002 0.545345 0.053 Uiso 1 1 calc R U . . .
H29C H 0.702780 0.832384 0.480603 0.053 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
In1 O1 2.1625(8) . ?
In1 N1 2.1883(9) 3_666 ?
In1 C28 2.1606(14) . ?
In1 C29 2.1493(14) . ?
P1 O1 1.5174(8) . ?
P1 C1 1.7329(11) . ?
P1 C16 1.8022(11) . ?
P1 C22 1.8062(12) . ?
N1 C2 1.3445(13) . ?
N1 C4 1.4339(13) . ?
C1 H1 0.9500 . ?
C1 C2 1.3879(14) . ?
C2 C3 1.5078(14) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.4139(15) . ?
C4 C9 1.4033(15) . ?
C5 C6 1.3951(16) . ?
C5 C10 1.5166(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.3907(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.4019(15) . ?
C9 C13 1.5190(16) . ?
C10 H10 1.0000 . ?
C10 C11 1.527(3) . ?
C10 C12 1.538(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.523(2) . ?
C13 C15 1.5274(18) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.3949(17) . ?
C16 C21 1.3988(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.3934(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.3921(18) . ?
C21 H21 0.9500 . ?
C22 C23 1.3889(18) . ?
C22 C27 1.3943(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.396(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.372(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.373(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.394(2) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
O1 In1 N1 95.59(3) . 3_666 ?
C28 In1 O1 104.15(5) . . ?
C28 In1 N1 108.98(5) . 3_666 ?
C29 In1 O1 106.71(5) . . ?
C29 In1 N1 111.41(5) . 3_666 ?
C29 In1 C28 125.45(6) . . ?
O1 P1 C1 117.53(5) . . ?
O1 P1 C16 110.57(5) . . ?
O1 P1 C22 106.06(5) . . ?
C1 P1 C16 104.42(5) . . ?
C1 P1 C22 110.94(5) . . ?
C16 P1 C22 106.94(5) . . ?
P1 O1 In1 159.31(6) . . ?
C2 N1 In1 125.51(7) . 3_666 ?
C2 N1 C4 117.83(8) . . ?
C4 N1 In1 116.65(6) . 3_666 ?
P1 C1 H1 117.4 . . ?
C2 C1 P1 125.19(8) . . ?
C2 C1 H1 117.4 . . ?
N1 C2 C1 124.19(9) . . ?
N1 C2 C3 115.47(9) . . ?
C1 C2 C3 120.33(9) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 118.11(10) . . ?
C9 C4 N1 121.06(9) . . ?
C9 C4 C5 120.79(10) . . ?
C4 C5 C10 121.21(10) . . ?
C6 C5 C4 118.45(11) . . ?
C6 C5 C10 120.33(11) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.42(11) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.72(11) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 120.94(11) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 C13 121.57(9) . . ?
C8 C9 C4 118.66(10) . . ?
C8 C9 C13 119.71(10) . . ?
C5 C10 H10 107.4 . . ?
C5 C10 C11 112.33(14) . . ?
C5 C10 C12 110.34(14) . . ?
C11 C10 H10 107.4 . . ?
C11 C10 C12 111.65(18) . . ?
C12 C10 H10 107.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 107.6 . . ?
C9 C13 C14 110.61(10) . . ?
C9 C13 C15 113.21(10) . . ?
C14 C13 H13 107.6 . . ?
C14 C13 C15 110.01(11) . . ?
C15 C13 H13 107.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 P1 122.43(9) . . ?
C17 C16 C21 119.40(11) . . ?
C21 C16 P1 118.14(9) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.88(13) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.36(14) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.10(12) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.09(14) . . ?
C21 C20 H20 120.0 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.18(13) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 P1 119.68(10) . . ?
C23 C22 C27 119.23(12) . . ?
C27 C22 P1 121.09(10) . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.72(16) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.63(16) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.14(14) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.15(17) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C26 120.10(16) . . ?
C22 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
In1 C28 H28A 109.5 . . ?
In1 C28 H28B 109.5 . . ?
In1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
In1 C29 H29A 109.5 . . ?
In1 C29 H29B 109.5 . . ?
In1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
In1 N1 C2 C1 169.37(8) 3_666 . . . ?
In1 N1 C2 C3 -11.91(13) 3_666 . . . ?
In1 N1 C4 C5 97.66(10) 3_666 . . . ?
In1 N1 C4 C9 -79.98(11) 3_666 . . . ?
P1 C1 C2 N1 -179.57(8) . . . . ?
P1 C1 C2 C3 1.76(15) . . . . ?
P1 C16 C17 C18 177.42(10) . . . . ?
P1 C16 C21 C20 -178.07(10) . . . . ?
P1 C22 C23 C24 179.76(11) . . . . ?
P1 C22 C27 C26 -178.92(11) . . . . ?
O1 P1 C1 C2 53.32(11) . . . . ?
O1 P1 C16 C17 -109.08(10) . . . . ?
O1 P1 C16 C21 68.67(10) . . . . ?
O1 P1 C22 C23 14.56(11) . . . . ?
O1 P1 C22 C27 -165.29(10) . . . . ?
N1 C4 C5 C6 -176.72(10) . . . . ?
N1 C4 C5 C10 2.20(17) . . . . ?
N1 C4 C9 C8 175.78(10) . . . . ?
N1 C4 C9 C13 -6.96(16) . . . . ?
C1 P1 O1 In1 79.49(16) . . . . ?
C1 P1 C16 C17 123.60(10) . . . . ?
C1 P1 C16 C21 -58.65(10) . . . . ?
C1 P1 C22 C23 143.25(9) . . . . ?
C1 P1 C22 C27 -36.59(11) . . . . ?
C2 N1 C4 C5 -83.19(13) . . . . ?
C2 N1 C4 C9 99.17(12) . . . . ?
C4 N1 C2 C1 -9.70(15) . . . . ?
C4 N1 C2 C3 169.03(9) . . . . ?
C4 C5 C6 C7 0.22(18) . . . . ?
C4 C5 C10 C11 140.22(16) . . . . ?
C4 C5 C10 C12 -94.49(16) . . . . ?
C4 C9 C13 C14 -105.22(13) . . . . ?
C4 C9 C13 C15 130.80(12) . . . . ?
C5 C4 C9 C8 -1.80(16) . . . . ?
C5 C4 C9 C13 175.47(11) . . . . ?
C5 C6 C7 C8 -0.45(19) . . . . ?
C6 C5 C10 C11 -40.9(2) . . . . ?
C6 C5 C10 C12 84.41(18) . . . . ?
C6 C7 C8 C9 -0.46(19) . . . . ?
C7 C8 C9 C4 1.57(18) . . . . ?
C7 C8 C9 C13 -175.75(11) . . . . ?
C8 C9 C13 C14 72.01(14) . . . . ?
C8 C9 C13 C15 -51.97(16) . . . . ?
C9 C4 C5 C6 0.93(17) . . . . ?
C9 C4 C5 C10 179.85(12) . . . . ?
C10 C5 C6 C7 -178.72(13) . . . . ?
C16 P1 O1 In1 -40.22(17) . . . . ?
C16 P1 C1 C2 176.22(10) . . . . ?
C16 P1 C22 C23 -103.47(10) . . . . ?
C16 P1 C22 C27 76.69(11) . . . . ?
C16 C17 C18 C19 0.3(2) . . . . ?
C17 C16 C21 C20 -0.25(18) . . . . ?
C17 C18 C19 C20 0.2(2) . . . . ?
C18 C19 C20 C21 -0.8(2) . . . . ?
C19 C20 C21 C16 0.8(2) . . . . ?
C21 C16 C17 C18 -0.30(18) . . . . ?
C22 P1 O1 In1 -155.80(14) . . . . ?
C22 P1 C1 C2 -68.92(11) . . . . ?
C22 P1 C16 C17 5.95(11) . . . . ?
C22 P1 C16 C21 -176.30(9) . . . . ?
C22 C23 C24 C25 -0.8(2) . . . . ?
C23 C22 C27 C26 1.2(2) . . . . ?
C23 C24 C25 C26 1.1(2) . . . . ?
C24 C25 C26 C27 -0.2(3) . . . . ?
C25 C26 C27 C22 -1.0(2) . . . . ?
C27 C22 C23 C24 -0.39(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
