#------------------------------------------------------------------------------
#$Date: 2023-03-16 02:02:40 +0200 (Thu, 16 Mar 2023) $
#$Revision: 281900 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/26/7712644.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7712644
loop_
_publ_author_name
'Karmakar, Himadri'
'Kumar, Ravi'
'Sharma, Jyoti'
'Bag, Jayanta'
'Pal, Kuntal'
'Panda, Tarun K.'
'Chandrasekhar, Vadapalli'
_publ_section_title
;
 N^N vs. N^E (E = S or Se) coordination behavior of
 imino-phosphanamidinate chalcogenide ligands towards aluminum alkyls:
 efficient hydroboration catalysis of nitriles, alkynes, and alkenes.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d3dt00038a
_journal_year                    2023
_chemical_formula_moiety         'C29 H41 N4 P S'
_chemical_formula_sum            'C29 H41 N4 P S'
_chemical_formula_weight         508.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-01-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-02-09 deposited with the CCDC.	2023-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.918(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8855(6)
_cell_length_b                   15.1007(6)
_cell_length_c                   14.1929(7)
_cell_measurement_reflns_used    43846
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.130
_cell_measurement_theta_min      1.971
_cell_volume                     2972.1(2)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43812
_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         27.130
_diffrn_reflns_theta_min         1.971
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_description       plate
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         6564
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0598
_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)+(0.0675P)²+1.7237P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1493
_refine_ls_wR_factor_ref         0.1666
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4531
_reflns_number_total             6564
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00038a2.cif
_cod_data_source_block           4a
_cod_database_code               7712644
_shelx_shelxl_version_number     2016/6
_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.
;
_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. Restrained distances
 N1-H1
 0.96 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C22) = Uanis(C30) = Uanis(C6)
Uanis(C23) = Uanis(C31) = Uanis(C5)
Uanis(C9) = Uanis(C11)
Uanis(C10) = Uanis(C11A)
Uanis(C8) = Uanis(C34)
Uanis(C33) = Uanis(C10A)
Uanis(C19) = Uanis(C32) = Uanis(C7)
4. Rigid body (RIGU) restrains
 C4, C5, C6, C7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C7(0.5) H7A(0.5) H7B(0.5) H7C(0.5) C6(0.5) H6A(0.5) H6B(0.5)
 H6C(0.5) C5(0.5) H5A(0.5) H5B(0.5) H5C(0.5) C30(0.5) H30A(0.5) H30B(0.5)
 H30C(0.5) C31(0.5) H31A(0.5) H31B(0.5) H31C(0.5) C32(0.5) H32A(0.5) H32B(0.5)
 H32C(0.5) C8(0.5) C9(0.5) H9A(0.5) H9B(0.5) C10A(0.5) H10A(0.5) C11A(0.5)
 H11A(0.5) H11B(0.5) C34(0.5) C10(0.5) H10B(0.5) H10C(0.5) H10D(0.5) C11(0.5)
 H11C(0.5) H11D(0.5) H11E(0.5) C33(0.5) H33A(0.5) H33B(0.5) H33C(0.5)
6.a Ternary CH refined with riding coordinates:
 C18(H18), C21(H21)
6.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11A(H11A,H11B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C14(H14), C15(H15), C16(H16), C25(H25), C26(H26), C27(H27),
 C28(H28), C29(H29), C10A(H10A)
6.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C7(H7A,H7B,H7C), C6(H6A,H6B,H6C), C5(H5A,H5B,H5C), C30(H30A,H30B,H30C),
 C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C10(H10B,H10C,H10D), C11(H11C,H11D,
 H11E), C33(H33A,H33B,H33C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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 0.64458(4) 0.23526(4) 0.50732(4) 0.04318(18) Uani 1 1 d . . . . .
S1 S 0.63141(6) 0.17838(6) 0.38290(5) 0.0687(2) Uani 1 1 d . . . . .
N1 N 0.54886(13) 0.30301(14) 0.51948(14) 0.0448(5) Uani 1 1 d D . . . .
N2 N 0.74183(13) 0.28871(13) 0.53157(14) 0.0474(5) Uani 1 1 d . . . . .
N3 N 0.90615(14) 0.25850(16) 0.49729(17) 0.0618(6) Uani 1 1 d . . . . .
N4 N 0.83656(15) 0.36911(15) 0.42078(16) 0.0577(6) Uani 1 1 d . . . . .
C1 C 0.82017(16) 0.30341(16) 0.48448(18) 0.0479(6) Uani 1 1 d . . . . .
C2 C 0.9721(2) 0.2959(2) 0.4394(3) 0.0788(10) Uani 1 1 d . . . . .
H2 H 1.035454 0.277394 0.434162 0.095 Uiso 1 1 calc R U . . .
C3 C 0.9304(2) 0.3618(2) 0.3929(3) 0.0765(9) Uani 1 1 d . . . . .
H3 H 0.958977 0.397532 0.348790 0.092 Uiso 1 1 calc R U . . .
C4 C 0.7740(2) 0.44578(19) 0.3897(2) 0.0673(8) Uani 1 1 d . . . . .
C12 C 0.48531(15) 0.30555(15) 0.59684(16) 0.0416(5) Uani 1 1 d . . . . .
C13 C 0.39930(16) 0.25654(16) 0.59075(18) 0.0471(6) Uani 1 1 d . . . . .
C14 C 0.33741(19) 0.26512(19) 0.6645(2) 0.0615(7) Uani 1 1 d . . . . .
H14 H 0.279294 0.234391 0.661367 0.074 Uiso 1 1 calc R U . . .
C15 C 0.3595(2) 0.3173(2) 0.7411(2) 0.0689(8) Uani 1 1 d . . . . .
H15 H 0.316993 0.321601 0.789440 0.083 Uiso 1 1 calc R U . . .
C16 C 0.4446(2) 0.36314(19) 0.74644(19) 0.0610(7) Uani 1 1 d . . . . .
H16 H 0.459656 0.397915 0.799215 0.073 Uiso 1 1 calc R U . . .
C17 C 0.50881(17) 0.35891(16) 0.67478(18) 0.0476(6) Uani 1 1 d . . . . .
C18 C 0.59930(19) 0.41485(18) 0.6817(2) 0.0580(7) Uani 1 1 d . . . . .
H18 H 0.644241 0.391171 0.636959 0.070 Uiso 1 1 calc R U . . .
C19 C 0.6498(3) 0.4134(3) 0.7802(3) 0.0961(10) Uani 1 1 d . . . . .
H19A H 0.610011 0.442413 0.824072 0.144 Uiso 1 1 calc R U . . .
H19B H 0.710536 0.443623 0.778567 0.144 Uiso 1 1 calc R U . . .
H19C H 0.660631 0.353128 0.799579 0.144 Uiso 1 1 calc R U . . .
C20 C 0.5751(2) 0.5099(2) 0.6528(3) 0.0816(10) Uani 1 1 d . . . . .
H20A H 0.545294 0.510339 0.590273 0.122 Uiso 1 1 calc R U . . .
H20B H 0.633170 0.544452 0.653902 0.122 Uiso 1 1 calc R U . . .
H20C H 0.531539 0.534760 0.696098 0.122 Uiso 1 1 calc R U . . .
C21 C 0.37203(18) 0.19932(18) 0.5063(2) 0.0580(7) Uani 1 1 d . . . . .
H21 H 0.431948 0.179649 0.479271 0.070 Uiso 1 1 calc R U . . .
C22 C 0.3166(3) 0.2530(2) 0.4318(3) 0.0930(10) Uani 1 1 d . . . . .
H22A H 0.256554 0.272068 0.455704 0.139 Uiso 1 1 calc R U . . .
H22B H 0.304083 0.217230 0.376588 0.139 Uiso 1 1 calc R U . . .
H22C H 0.353885 0.303842 0.415681 0.139 Uiso 1 1 calc R U . . .
C23 C 0.3145(2) 0.1164(2) 0.5300(3) 0.0819(9) Uani 1 1 d . . . . .
H23A H 0.348993 0.083638 0.578942 0.123 Uiso 1 1 calc R U . . .
H23B H 0.305835 0.079996 0.474778 0.123 Uiso 1 1 calc R U . . .
H23C H 0.252647 0.133498 0.551244 0.123 Uiso 1 1 calc R U . . .
C24 C 0.62949(15) 0.15664(15) 0.60331(17) 0.0438(5) Uani 1 1 d . . . . .
C25 C 0.66100(19) 0.17547(17) 0.69475(19) 0.0535(6) Uani 1 1 d . . . . .
H25 H 0.690960 0.229393 0.708293 0.064 Uiso 1 1 calc R U . . .
C26 C 0.6487(2) 0.11532(19) 0.7668(2) 0.0612(7) Uani 1 1 d . . . . .
H26 H 0.670955 0.128776 0.828019 0.073 Uiso 1 1 calc R U . . .
C27 C 0.6034(2) 0.03515(19) 0.7478(2) 0.0649(8) Uani 1 1 d . . . . .
H27 H 0.595673 -0.005754 0.795790 0.078 Uiso 1 1 calc R U . . .
C28 C 0.5699(2) 0.01676(19) 0.6571(2) 0.0661(8) Uani 1 1 d . . . . .
H28 H 0.538036 -0.036320 0.643950 0.079 Uiso 1 1 calc R U . . .
C29 C 0.58332(19) 0.07655(17) 0.5856(2) 0.0565(7) Uani 1 1 d . . . . .
H29 H 0.561003 0.062921 0.524466 0.068 Uiso 1 1 calc R U . . .
C7 C 0.6980(7) 0.4057(7) 0.3037(6) 0.0961(10) Uani 0.5 1 d . . P A 2
H7A H 0.734144 0.386721 0.251429 0.144 Uiso 0.5 1 calc R U P A 2
H7B H 0.653390 0.451161 0.283100 0.144 Uiso 0.5 1 calc R U P A 2
H7C H 0.663051 0.356291 0.327430 0.144 Uiso 0.5 1 calc R U P A 2
C6 C 0.7601(6) 0.4970(5) 0.4802(6) 0.0930(10) Uani 0.5 1 d . . P A 1
H6A H 0.724096 0.550016 0.465988 0.139 Uiso 0.5 1 calc R U P A 1
H6B H 0.821897 0.512294 0.509042 0.139 Uiso 0.5 1 calc R U P A 1
H6C H 0.725490 0.460972 0.522827 0.139 Uiso 0.5 1 calc R U P A 1
C5 C 0.8354(5) 0.5263(5) 0.3575(6) 0.0819(9) Uani 0.5 1 d . . P A 2
H5A H 0.873338 0.549019 0.410523 0.123 Uiso 0.5 1 calc R U P A 2
H5B H 0.793169 0.571951 0.332576 0.123 Uiso 0.5 1 calc R U P A 2
H5C H 0.877239 0.507417 0.309591 0.123 Uiso 0.5 1 calc R U P A 2
C30 C 0.7061(6) 0.4791(5) 0.4617(6) 0.0930(10) Uani 0.5 1 d . . P A 2
H30A H 0.674714 0.532018 0.438564 0.139 Uiso 0.5 1 calc R U P A 2
H30B H 0.741933 0.491853 0.519762 0.139 Uiso 0.5 1 calc R U P A 2
H30C H 0.658530 0.434623 0.472574 0.139 Uiso 0.5 1 calc R U P A 2
C31 C 0.8224(5) 0.4954(5) 0.3146(6) 0.0819(9) Uani 0.5 1 d . . P A 1
H31A H 0.883821 0.516653 0.339139 0.123 Uiso 0.5 1 calc R U P A 1
H31B H 0.782910 0.544674 0.294238 0.123 Uiso 0.5 1 calc R U P A 1
H31C H 0.831635 0.456829 0.262048 0.123 Uiso 0.5 1 calc R U P A 1
C32 C 0.6880(7) 0.4181(6) 0.3481(6) 0.0961(10) Uani 0.5 1 d . . P A 1
H32A H 0.692509 0.356586 0.331639 0.144 Uiso 0.5 1 calc R U P A 1
H32B H 0.673429 0.452293 0.292171 0.144 Uiso 0.5 1 calc R U P A 1
H32C H 0.637682 0.425867 0.391335 0.144 Uiso 0.5 1 calc R U P A 1
C8 C 0.9368(13) 0.188(2) 0.5785(13) 0.070(3) Uani 0.5 1 d . . P B 2
C9 C 0.910(2) 0.206(2) 0.655(2) 0.097(5) Uani 0.5 1 d . . P B 2
H9A H 0.906333 0.267982 0.673764 0.116 Uiso 0.5 1 calc R U P B 2
H9B H 0.900796 0.160699 0.701150 0.116 Uiso 0.5 1 calc R U P B 2
C10A C 0.8764(16) 0.1184(11) 0.544(2) 0.092(3) Uani 0.5 1 d . . P B 2
H10A H 0.839172 0.068756 0.528471 0.110 Uiso 0.5 1 calc R U P B 2
C11A C 1.036(4) 0.174(3) 0.571(4) 0.117(9) Uani 0.5 1 d . . P B 2
H11A H 1.065388 0.117909 0.587971 0.141 Uiso 0.5 1 calc R U P B 2
H11B H 1.077877 0.223552 0.556344 0.141 Uiso 0.5 1 calc R U P B 2
C34 C 0.9181(13) 0.183(2) 0.5526(13) 0.070(3) Uani 0.5 1 d . . P B .
C10 C 1.034(4) 0.148(3) 0.551(4) 0.117(9) Uani 0.5 1 d . . P B 1
H10B H 1.049573 0.134429 0.487737 0.176 Uiso 0.5 1 calc R U P B 1
H10C H 1.042122 0.095541 0.589520 0.176 Uiso 0.5 1 calc R U P B 1
H10D H 1.076262 0.193481 0.576088 0.176 Uiso 0.5 1 calc R U P B 1
C11 C 0.914(3) 0.234(2) 0.673(2) 0.097(5) Uani 0.5 1 d . . P B 1
H11C H 0.953677 0.286454 0.676194 0.146 Uiso 0.5 1 calc R U P B 1
H11D H 0.938109 0.192585 0.720076 0.146 Uiso 0.5 1 calc R U P B 1
H11E H 0.848965 0.249766 0.685431 0.146 Uiso 0.5 1 calc R U P B 1
C33 C 0.8587(17) 0.0959(12) 0.535(2) 0.092(3) Uani 0.5 1 d . . P B 1
H33A H 0.791098 0.109075 0.535313 0.138 Uiso 0.5 1 calc R U P B 1
H33B H 0.875352 0.053940 0.584031 0.138 Uiso 0.5 1 calc R U P B 1
H33C H 0.873249 0.071298 0.475046 0.138 Uiso 0.5 1 calc R U P B 1
H1 H 0.517(2) 0.307(2) 0.4622(15) 0.074(9) Uiso 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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 P1 S1 108.56(8) . . ?
N1 P1 C24 101.31(10) . . ?
N2 P1 S1 117.02(8) . . ?
N2 P1 N1 109.42(11) . . ?
N2 P1 C24 107.20(11) . . ?
C24 P1 S1 112.16(8) . . ?
P1 N1 H1 107.4(19) . . ?
C12 N1 P1 127.37(16) . . ?
C12 N1 H1 113(2) . . ?
C1 N2 P1 133.15(19) . . ?
C1 N3 C2 108.4(2) . . ?
C1 N3 C8 128.0(8) . . ?
C1 N3 C34 123.8(9) . . ?
C2 N3 C8 122.5(8) . . ?
C2 N3 C34 127.4(9) . . ?
C34 N3 C8 14.8(17) . . ?
C1 N4 C3 108.8(2) . . ?
C1 N4 C4 129.8(2) . . ?
C3 N4 C4 121.1(2) . . ?
N2 C1 N3 125.4(2) . . ?
N2 C1 N4 128.6(2) . . ?
N4 C1 N3 105.8(2) . . ?
N3 C2 H2 125.6 . . ?
C3 C2 N3 108.7(2) . . ?
C3 C2 H2 125.6 . . ?
N4 C3 H3 125.9 . . ?
C2 C3 N4 108.3(3) . . ?
C2 C3 H3 125.9 . . ?
N4 C4 C7 105.5(4) . . ?
N4 C4 C6 103.9(4) . . ?
N4 C4 C5 111.7(3) . . ?
N4 C4 C30 115.4(4) . . ?
C5 C4 C7 113.4(5) . . ?
C30 C4 C7 102.7(5) . . ?
C30 C4 C5 107.8(5) . . ?
C31 C4 N4 108.8(3) . . ?
C31 C4 C6 115.5(5) . . ?
C32 C4 N4 111.7(5) . . ?
C32 C4 C6 112.0(5) . . ?
C32 C4 C31 105.1(6) . . ?
C13 C12 N1 119.4(2) . . ?
C17 C12 N1 119.4(2) . . ?
C17 C12 C13 121.2(2) . . ?
C12 C13 C21 121.9(2) . . ?
C14 C13 C12 117.4(2) . . ?
C14 C13 C21 120.7(2) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 C13 122.0(3) . . ?
C15 C14 H14 119.0 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.7(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.4(3) . . ?
C17 C16 H16 119.3 . . ?
C12 C17 C18 122.3(2) . . ?
C16 C17 C12 118.3(2) . . ?
C16 C17 C18 119.3(2) . . ?
C17 C18 H18 108.0 . . ?
C17 C18 C19 113.0(3) . . ?
C17 C18 C20 109.7(2) . . ?
C19 C18 H18 108.0 . . ?
C20 C18 H18 108.0 . . ?
C20 C18 C19 110.1(3) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C13 C21 H21 107.5 . . ?
C13 C21 C22 110.3(2) . . ?
C13 C21 C23 113.9(3) . . ?
C22 C21 H21 107.5 . . ?
C22 C21 C23 109.8(3) . . ?
C23 C21 H21 107.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 P1 121.68(18) . . ?
C25 C24 C29 118.2(2) . . ?
C29 C24 P1 120.1(2) . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.1(3) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.4 . . ?
C28 C27 C26 119.2(3) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.3(3) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 H29 119.4 . . ?
C28 C29 C24 121.1(3) . . ?
C28 C29 H29 119.4 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C30 H30A 109.5 . . ?
C4 C30 H30B 109.5 . . ?
C4 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C4 C31 H31A 109.5 . . ?
C4 C31 H31B 109.5 . . ?
C4 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C4 C32 H32A 109.5 . . ?
C4 C32 H32B 109.5 . . ?
C4 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C9 C8 N3 114(3) . . ?
C9 C8 C10A 107(3) . . ?
C9 C8 C11A 117(3) . . ?
C10A C8 N3 96.4(12) . . ?
C11A C8 N3 105(3) . . ?
C11A C8 C10A 116(3) . . ?
C8 C9 H9A 120.4 . . ?
C8 C9 H9B 120.4 . . ?
C8 C9 C34 13.8(13) . . ?
H9A C9 H9B 118.7 . . ?
C34 C9 H9A 120.4 . . ?
C34 C9 H9B 120.4 . . ?
C8 C10A H10A 172.1 . . ?
C34 C10A C8 15.8(14) . . ?
C34 C10A H10A 172.1 . . ?
C8 C11A H11A 120.4 . . ?
C8 C11A H11B 120.4 . . ?
C8 C11A C34 14.0(16) . . ?
H11A C11A H11B 118.7 . . ?
C34 C11A H11A 120.4 . . ?
C34 C11A H11B 120.4 . . ?
N3 C34 C9 110(2) . . ?
N3 C34 C11A 104(2) . . ?
N3 C34 C10 110(2) . . ?
N3 C34 C11 100(2) . . ?
N3 C34 C33 123.6(13) . . ?
C9 C34 C11A 89(2) . . ?
C10A C34 N3 126.5(17) . . ?
C10A C34 C9 104(3) . . ?
C10A C34 C11A 117(3) . . ?
C10 C34 C11 102(2) . . ?
C33 C34 C10 103(2) . . ?
C33 C34 C11 117(2) . . ?
C34 C10 H10B 109.5 . . ?
C34 C10 H10C 109.5 . . ?
C34 C10 H10D 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H10B C10 H10D 109.5 . . ?
H10C C10 H10D 109.5 . . ?
C34 C11 H11C 109.5 . . ?
C34 C11 H11D 109.5 . . ?
C34 C11 H11E 109.5 . . ?
H11C C11 H11D 109.5 . . ?
H11C C11 H11E 109.5 . . ?
H11D C11 H11E 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
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 S1 1.9639(9) . ?
P1 N1 1.693(2) . ?
P1 N2 1.596(2) . ?
P1 C24 1.827(2) . ?
N1 C12 1.444(3) . ?
N1 H1 0.910(17) . ?
N2 C1 1.324(3) . ?
N3 C1 1.377(3) . ?
N3 C2 1.382(4) . ?
N3 C8 1.613(19) . ?
N3 C34 1.39(2) . ?
N4 C1 1.369(3) . ?
N4 C3 1.386(3) . ?
N4 C4 1.500(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.312(4) . ?
C3 H3 0.9300 . ?
C4 C7 1.685(9) . ?
C4 C6 1.521(9) . ?
C4 C5 1.567(7) . ?
C4 C30 1.512(9) . ?
C4 C31 1.491(8) . ?
C4 C32 1.371(9) . ?
C12 C13 1.404(3) . ?
C12 C17 1.394(3) . ?
C13 C14 1.393(4) . ?
C13 C21 1.510(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.365(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(3) . ?
C17 C18 1.513(3) . ?
C18 H18 0.9800 . ?
C18 C19 1.532(4) . ?
C18 C20 1.526(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21 0.9800 . ?
C21 C22 1.512(4) . ?
C21 C23 1.532(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.378(4) . ?
C24 C29 1.386(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.384(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.385(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.374(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.378(4) . ?
C29 H29 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C8 C9 1.19(4) . ?
C8 C10A 1.41(3) . ?
C8 C11A 1.41(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C34 1.50(3) . ?
C10A H10A 0.9300 . ?
C10A C34 1.14(3) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A C34 1.65(6) . ?
C34 C10 1.70(5) . ?
C34 C11 1.89(4) . ?
C34 C33 1.56(3) . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 H10D 0.9600 . ?
C11 H11C 0.9600 . ?
C11 H11D 0.9600 . ?
C11 H11E 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
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 N1 C12 C13 -93.9(2) . . . . ?
P1 N1 C12 C17 88.2(3) . . . . ?
P1 N2 C1 N3 -99.8(3) . . . . ?
P1 N2 C1 N4 86.5(4) . . . . ?
P1 C24 C25 C26 179.8(2) . . . . ?
P1 C24 C29 C28 -179.1(2) . . . . ?
S1 P1 N1 C12 128.57(19) . . . . ?
S1 P1 N2 C1 -0.8(3) . . . . ?
S1 P1 C24 C25 162.01(18) . . . . ?
S1 P1 C24 C29 -19.6(2) . . . . ?
N1 P1 N2 C1 -124.7(2) . . . . ?
N1 P1 C24 C25 -82.4(2) . . . . ?
N1 P1 C24 C29 96.0(2) . . . . ?
N1 C12 C13 C14 -176.2(2) . . . . ?
N1 C12 C13 C21 1.4(3) . . . . ?
N1 C12 C17 C16 177.3(2) . . . . ?
N1 C12 C17 C18 -0.1(3) . . . . ?
N2 P1 N1 C12 -102.6(2) . . . . ?
N2 P1 C24 C25 32.3(2) . . . . ?
N2 P1 C24 C29 -149.33(19) . . . . ?
N3 C2 C3 N4 0.7(4) . . . . ?
N3 C8 C9 C34 61(9) . . . . ?
N3 C8 C10A C34 8(7) . . . . ?
N3 C8 C11A C34 -56(8) . . . . ?
C1 N3 C2 C3 0.7(4) . . . . ?
C1 N3 C8 C9 -40(3) . . . . ?
C1 N3 C8 C10A 71.8(19) . . . . ?
C1 N3 C8 C11A -169(2) . . . . ?
C1 N3 C34 C9 -68.9(19) . . . . ?
C1 N3 C34 C10A 58(3) . . . . ?
C1 N3 C34 C11A -163.2(19) . . . . ?
C1 N3 C34 C10 -180(2) . . . . ?
C1 N3 C34 C11 -73.0(15) . . . . ?
C1 N3 C34 C33 58(3) . . . . ?
C1 N4 C3 C2 -1.8(4) . . . . ?
C1 N4 C4 C7 -84.4(5) . . . . ?
C1 N4 C4 C6 59.7(5) . . . . ?
C1 N4 C4 C5 151.9(4) . . . . ?
C1 N4 C4 C30 28.3(5) . . . . ?
C1 N4 C4 C31 -176.7(4) . . . . ?
C1 N4 C4 C32 -61.1(6) . . . . ?
C2 N3 C1 N2 -176.6(3) . . . . ?
C2 N3 C1 N4 -1.7(3) . . . . ?
C2 N3 C8 C9 127(2) . . . . ?
C2 N3 C8 C10A -121.2(14) . . . . ?
C2 N3 C8 C11A -2(3) . . . . ?
C2 N3 C34 C9 118.3(18) . . . . ?
C2 N3 C34 C10A -115(3) . . . . ?
C2 N3 C34 C11A 24(3) . . . . ?
C2 N3 C34 C10 8(3) . . . . ?
C2 N3 C34 C11 114.3(15) . . . . ?
C2 N3 C34 C33 -114.3(19) . . . . ?
C3 N4 C1 N2 176.8(3) . . . . ?
C3 N4 C1 N3 2.2(3) . . . . ?
C3 N4 C4 C7 103.3(5) . . . . ?
C3 N4 C4 C6 -112.6(4) . . . . ?
C3 N4 C4 C5 -20.4(5) . . . . ?
C3 N4 C4 C30 -144.0(4) . . . . ?
C3 N4 C4 C31 10.9(5) . . . . ?
C3 N4 C4 C32 126.5(5) . . . . ?
C4 N4 C1 N2 3.7(5) . . . . ?
C4 N4 C1 N3 -170.9(3) . . . . ?
C4 N4 C3 C2 172.0(3) . . . . ?
C12 C13 C14 C15 -1.5(4) . . . . ?
C12 C13 C21 C22 -88.4(3) . . . . ?
C12 C13 C21 C23 147.5(2) . . . . ?
C12 C17 C18 C19 -138.7(3) . . . . ?
C12 C17 C18 C20 98.0(3) . . . . ?
C13 C12 C17 C16 -0.5(4) . . . . ?
C13 C12 C17 C18 -177.9(2) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C14 C13 C21 C22 89.1(3) . . . . ?
C14 C13 C21 C23 -35.0(3) . . . . ?
C14 C15 C16 C17 0.9(4) . . . . ?
C15 C16 C17 C12 -0.8(4) . . . . ?
C15 C16 C17 C18 176.7(3) . . . . ?
C16 C17 C18 C19 44.0(3) . . . . ?
C16 C17 C18 C20 -79.3(3) . . . . ?
C17 C12 C13 C14 1.6(3) . . . . ?
C17 C12 C13 C21 179.2(2) . . . . ?
C21 C13 C14 C15 -179.1(3) . . . . ?
C24 P1 N1 C12 10.3(2) . . . . ?
C24 P1 N2 C1 126.2(2) . . . . ?
C24 C25 C26 C27 -0.6(4) . . . . ?
C25 C24 C29 C28 -0.6(4) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C26 C27 C28 C29 1.5(4) . . . . ?
C27 C28 C29 C24 -0.8(4) . . . . ?
C29 C24 C25 C26 1.3(4) . . . . ?
C8 N3 C1 N2 -8.1(12) . . . . ?
C8 N3 C1 N4 166.7(12) . . . . ?
C8 N3 C2 C3 -168.6(11) . . . . ?
C8 N3 C34 C9 43(6) . . . . ?
C8 N3 C34 C10A 169(9) . . . . ?
C8 N3 C34 C11A -52(6) . . . . ?
C8 C9 C34 N3 -101(11) . . . . ?
C8 C9 C34 C10A 120(11) . . . . ?
C8 C9 C34 C11A 3(9) . . . . ?
C8 C10A C34 N3 -168(10) . . . . ?
C8 C10A C34 C9 -40(7) . . . . ?
C8 C10A C34 C11A 57(7) . . . . ?
C8 C11A C34 N3 107(10) . . . . ?
C8 C11A C34 C9 -3(8) . . . . ?
C8 C11A C34 C10A -108(9) . . . . ?
C9 C8 C10A C34 126(9) . . . . ?
C9 C8 C11A C34 176(11) . . . . ?
C10A C8 C9 C34 -44(9) . . . . ?
C10A C8 C11A C34 49(8) . . . . ?
C11A C8 C9 C34 -176(12) . . . . ?
C11A C8 C10A C34 -102(9) . . . . ?
C34 N3 C1 N2 9.4(12) . . . . ?
C34 N3 C1 N4 -175.7(12) . . . . ?
C34 N3 C2 C3 174.3(12) . . . . ?
C34 N3 C8 C9 -119(8) . . . . ?
C34 N3 C8 C10A -7(6) . . . . ?
C34 N3 C8 C11A 112(8) . . . . ?
