# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_200615_s1_kl_ll_a256
_database_code_depnum_ccdc_archive 'CCDC 2016017'
loop_
_audit_author_name
_audit_author_address
'Long Li'
;Sichuan Kelun Pharmaceutical Research Institute 
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;
_audit_creation_date             2020-06-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C24 H29 N6 O4 P, C4 H4 O4'
_chemical_formula_sum            'C28 H33 N6 O8 P'
_chemical_formula_weight         612.57
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3p1
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           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                   13.7013(6)
_cell_length_b                   6.4058(4)
_cell_length_c                   17.3373(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.021(5)
_cell_angle_gamma                90
_cell_volume                     1513.25(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1851
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6060
_cell_measurement_theta_min      3.6400
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0531
_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       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7082
_diffrn_reflns_point_group_measured_fraction_full 0.770
_diffrn_reflns_point_group_measured_fraction_max 0.752
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.990
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -22.00    4.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.4773  -99.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -83.00    0.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.4773  -57.0000 -120.0000 83

#__ type_ start__ end____ width___ exp.time_
  3 omega  -84.00  -53.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.4773  -19.0000  -60.0000 31

#__ type_ start__ end____ width___ exp.time_
  4 omega  -83.00    1.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.4773  -38.0000  150.0000 84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0051822000
_diffrn_orient_matrix_UB_12      0.0198038000
_diffrn_orient_matrix_UB_13      -0.0404864000
_diffrn_orient_matrix_UB_21      0.0516730000
_diffrn_orient_matrix_UB_22      -0.0054760000
_diffrn_orient_matrix_UB_23      -0.0001559000
_diffrn_orient_matrix_UB_31      -0.0035516000
_diffrn_orient_matrix_UB_32      -0.1088142000
_diffrn_orient_matrix_UB_33      -0.0073239000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.378
_reflns_Friedel_fraction_full    0.494
_reflns_Friedel_fraction_max     0.455
_reflns_number_gt                3761
_reflns_number_total             4629
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 944 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         4629
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.024
_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)+(0.0486P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1093
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C20(H20),
 C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C27(H27)
2.d X=CH2 refined with riding coordinates:
 N5(H5A,H5B)
2.e Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P -0.00807(7) 0.78746(19) 0.67314(6) 0.0437(3) Uani 1 1 d . . . . .
O1 O -0.15391(19) 0.6779(4) 0.74504(16) 0.0488(7) Uani 1 1 d . . . . .
O2 O -0.0263(2) 1.0118(4) 0.68354(15) 0.0509(7) Uani 1 1 d . . . . .
O3 O 0.0171(2) 0.7222(5) 0.58819(16) 0.0585(9) Uani 1 1 d . . . . .
O4 O 0.2816(2) 0.5562(6) 0.75765(18) 0.0668(9) Uani 1 1 d . . . . .
N1 N -0.1427(2) 0.5549(5) 1.14370(17) 0.0377(7) Uani 1 1 d . . . . .
N2 N -0.25001(18) 0.5766(5) 1.02428(16) 0.0332(7) Uani 1 1 d . . . . .
N3 N -0.15903(18) 0.5999(5) 0.91113(16) 0.0316(6) Uani 1 1 d . . . . .
N4 N -0.00562(19) 0.5985(5) 0.97098(16) 0.0324(6) Uani 1 1 d . . . . .
N5 N 0.02572(19) 0.5856(5) 1.14939(16) 0.0396(7) Uani 1 1 d . . . . .
H5A H 0.0289 0.5760 1.1991 0.048 Uiso 1 1 calc R . . . .
H5B H 0.0785 0.6001 1.1271 0.048 Uiso 1 1 calc R . . . .
N6 N 0.0773(3) 0.7010(6) 0.7372(2) 0.0465(9) Uani 1 1 d . . . . .
H6 H 0.108(3) 0.792(7) 0.766(2) 0.049(13) Uiso 1 1 d . . . . .
C1 C -0.0721(2) 0.5879(6) 1.02562(19) 0.0289(7) Uani 1 1 d . . . . .
C2 C -0.0612(2) 0.5779(6) 1.1069(2) 0.0312(8) Uani 1 1 d . . . . .
C3 C -0.2295(2) 0.5583(6) 1.1005(2) 0.0391(9) Uani 1 1 d . . . . .
H3 H -0.2839 0.5458 1.1281 0.047 Uiso 1 1 calc R . . . .
C4 C -0.1670(2) 0.5883(6) 0.98934(19) 0.0293(7) Uani 1 1 d . . . . .
C5 C -0.0608(2) 0.6056(6) 0.9036(2) 0.0358(8) Uani 1 1 d . . . . .
H5 H -0.0354 0.6136 0.8560 0.043 Uiso 1 1 calc R . . . .
C6 C -0.2424(2) 0.6091(7) 0.8506(2) 0.0417(9) Uani 1 1 d . . . . .
H6A H -0.2646 0.7526 0.8450 0.050 Uiso 1 1 calc R . . . .
H6B H -0.2959 0.5272 0.8672 0.050 Uiso 1 1 calc R . . . .
C7 C -0.2193(3) 0.5300(7) 0.7726(2) 0.0443(10) Uani 1 1 d . . . . .
H7 H -0.1877 0.3929 0.7783 0.053 Uiso 1 1 calc R . . . .
C8 C -0.3136(3) 0.5143(12) 0.7189(3) 0.092(2) Uani 1 1 d . . . . .
H8A H -0.3447 0.6487 0.7144 0.139 Uiso 1 1 calc GR . . . .
H8B H -0.3568 0.4159 0.7396 0.139 Uiso 1 1 calc GR . . . .
H8C H -0.2990 0.4685 0.6687 0.139 Uiso 1 1 calc GR . . . .
C9 C -0.1143(3) 0.6222(8) 0.6753(2) 0.0557(12) Uani 1 1 d . . . . .
H9A H -0.1615 0.6479 0.6305 0.067 Uiso 1 1 calc R . . . .
H9B H -0.0958 0.4760 0.6759 0.067 Uiso 1 1 calc R . . . .
C10 C 0.1116(3) 0.4871(6) 0.7477(3) 0.0557(12) Uani 1 1 d . . . . .
H10A H 0.0611 0.3941 0.7241 0.067 Uiso 1 1 calc R . . . .
H10B H 0.1205 0.4566 0.8028 0.067 Uiso 1 1 calc R . . . .
C11 C 0.2060(3) 0.4413(7) 0.7139(3) 0.0591(12) Uani 1 1 d . . . . .
H11A H 0.2203 0.2931 0.7170 0.071 Uiso 1 1 calc R . . . .
H11B H 0.2010 0.4832 0.6599 0.071 Uiso 1 1 calc R . . . .
C12 C 0.3630(3) 0.5983(9) 0.7159(3) 0.0764(15) Uani 1 1 d . . . . .
H12A H 0.4096 0.6832 0.7482 0.092 Uiso 1 1 calc R . . . .
H12B H 0.3405 0.6799 0.6703 0.092 Uiso 1 1 calc R . . . .
C13 C 0.4150(3) 0.4095(9) 0.6906(3) 0.0670(13) Uani 1 1 d . . . . .
C14 C 0.4454(4) 0.2539(10) 0.7435(4) 0.0845(17) Uani 1 1 d . . . . .
H14 H 0.4312 0.2638 0.7947 0.101 Uiso 1 1 calc R . . . .
C15 C 0.4966(5) 0.0855(12) 0.7199(6) 0.122(3) Uani 1 1 d . . . . .
H15 H 0.5168 -0.0185 0.7554 0.147 Uiso 1 1 calc R . . . .
C16 C 0.5186(6) 0.0679(17) 0.6438(8) 0.142(4) Uani 1 1 d . . . . .
H16 H 0.5541 -0.0459 0.6286 0.170 Uiso 1 1 calc R . . . .
C17 C 0.4883(5) 0.2164(17) 0.5928(6) 0.123(3) Uani 1 1 d . . . . .
H17 H 0.5016 0.2037 0.5415 0.147 Uiso 1 1 calc R . . . .
C18 C 0.4374(4) 0.3888(12) 0.6152(4) 0.094(2) Uani 1 1 d . . . . .
H18 H 0.4180 0.4919 0.5790 0.113 Uiso 1 1 calc R . . . .
C19 C 0.1025(3) 0.7828(8) 0.5569(2) 0.0509(10) Uani 1 1 d . . . . .
C20 C 0.1514(3) 0.9611(8) 0.5779(3) 0.0700(15) Uani 1 1 d . . . . .
H20 H 0.1274 1.0521 0.6132 0.084 Uiso 1 1 calc R . . . .
C21 C 0.2370(4) 1.0058(10) 0.5463(3) 0.0815(17) Uani 1 1 d . . . . .
H21 H 0.2716 1.1264 0.5615 0.098 Uiso 1 1 calc R . . . .
C22 C 0.2717(4) 0.8776(12) 0.4935(3) 0.0803(17) Uani 1 1 d . . . . .
H22 H 0.3292 0.9105 0.4720 0.096 Uiso 1 1 calc R . . . .
C23 C 0.2213(4) 0.6994(11) 0.4722(3) 0.0875(19) Uani 1 1 d . . . . .
H23 H 0.2448 0.6099 0.4362 0.105 Uiso 1 1 calc R . . . .
C24 C 0.1356(4) 0.6510(9) 0.5040(3) 0.0750(16) Uani 1 1 d . . . . .
H24 H 0.1011 0.5299 0.4893 0.090 Uiso 1 1 calc R . . . .
O5 O 0.21449(18) 0.6091(5) 1.08820(16) 0.0534(7) Uani 1 1 d . . . . .
O6 O 0.18539(18) 0.5819(5) 0.95954(15) 0.0437(6) Uani 1 1 d . . . . .
H6C H 0.121(3) 0.589(7) 0.972(2) 0.054(11) Uiso 1 1 d . . . . .
O7 O 0.5279(2) 0.6178(8) 0.88245(19) 0.0950(13) Uani 1 1 d . . . . .
O8 O 0.54935(18) 0.5887(5) 1.01015(17) 0.0479(7) Uani 1 1 d . . . . .
H8 H 0.616(4) 0.569(9) 1.000(3) 0.089(16) Uiso 1 1 d . . . . .
C25 C 0.2431(3) 0.5950(6) 1.0247(2) 0.0414(9) Uani 1 1 d . . . . .
C26 C 0.3495(2) 0.5926(7) 1.0158(2) 0.0430(9) Uani 1 1 d . . . . .
H26 H 0.3927 0.5903 1.0609 0.052 Uiso 1 1 calc R . . . .
C27 C 0.3874(2) 0.5933(7) 0.9500(2) 0.0453(9) Uani 1 1 d . . . . .
H27 H 0.3448 0.5887 0.9046 0.054 Uiso 1 1 calc R . . . .
C28 C 0.4946(3) 0.6010(8) 0.9432(2) 0.0487(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O2 1.473(3) . ?
P1 O3 1.603(3) . ?
P1 N6 1.623(4) . ?
P1 C9 1.804(4) . ?
O1 C7 1.421(4) . ?
O1 C9 1.422(4) . ?
O3 C19 1.395(5) . ?
O4 C11 1.423(5) . ?
O4 C12 1.418(5) . ?
N1 C2 1.352(4) . ?
N1 C3 1.338(4) . ?
N2 C3 1.327(4) . ?
N2 C4 1.345(4) . ?
N3 C4 1.374(4) . ?
N3 C5 1.366(4) . ?
N3 C6 1.469(4) . ?
N4 C1 1.383(4) . ?
N4 C5 1.325(4) . ?
N5 C2 1.334(4) . ?
N6 C10 1.454(5) . ?
C1 C2 1.402(4) . ?
C1 C4 1.385(4) . ?
C6 C7 1.508(5) . ?
C7 C8 1.514(5) . ?
C10 C11 1.505(6) . ?
C12 C13 1.493(7) . ?
C13 C14 1.389(8) . ?
C13 C18 1.381(7) . ?
C14 C15 1.372(9) . ?
C15 C16 1.388(11) . ?
C16 C17 1.336(12) . ?
C17 C18 1.383(10) . ?
C19 C20 1.355(6) . ?
C19 C24 1.359(6) . ?
C20 C21 1.376(6) . ?
C21 C22 1.353(7) . ?
C22 C23 1.364(8) . ?
C23 C24 1.384(7) . ?
O5 C25 1.211(4) . ?
O6 C25 1.311(4) . ?
O7 C28 1.196(5) . ?
O8 C28 1.317(4) . ?
C25 C26 1.482(5) . ?
C26 C27 1.301(5) . ?
C27 C28 1.487(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O3 114.99(18) . . ?
O2 P1 N6 111.61(19) . . ?
O2 P1 C9 115.0(2) . . ?
O3 P1 N6 109.27(18) . . ?
O3 P1 C9 96.77(17) . . ?
N6 P1 C9 108.1(2) . . ?
C7 O1 C9 115.4(3) . . ?
C19 O3 P1 123.7(3) . . ?
C12 O4 C11 113.2(4) . . ?
C3 N1 C2 117.7(3) . . ?
C3 N2 C4 110.7(3) . . ?
C4 N3 C6 124.8(3) . . ?
C5 N3 C4 106.1(3) . . ?
C5 N3 C6 129.1(3) . . ?
C5 N4 C1 104.5(3) . . ?
C10 N6 P1 127.4(3) . . ?
N4 C1 C2 133.0(3) . . ?
N4 C1 C4 110.1(3) . . ?
C4 C1 C2 116.9(3) . . ?
N1 C2 C1 118.2(3) . . ?
N5 C2 N1 118.5(3) . . ?
N5 C2 C1 123.3(3) . . ?
N2 C3 N1 129.9(3) . . ?
N2 C4 N3 127.3(3) . . ?
N2 C4 C1 126.4(3) . . ?
N3 C4 C1 106.3(3) . . ?
N4 C5 N3 113.1(3) . . ?
N3 C6 C7 114.0(3) . . ?
O1 C7 C6 106.1(3) . . ?
O1 C7 C8 111.4(4) . . ?
C6 C7 C8 109.2(3) . . ?
O1 C9 P1 104.5(3) . . ?
N6 C10 C11 114.5(4) . . ?
O4 C11 C10 107.4(4) . . ?
O4 C12 C13 114.9(4) . . ?
C14 C13 C12 120.5(5) . . ?
C18 C13 C12 121.1(6) . . ?
C18 C13 C14 118.4(6) . . ?
C15 C14 C13 119.6(7) . . ?
C14 C15 C16 121.1(9) . . ?
C17 C16 C15 119.2(10) . . ?
C16 C17 C18 120.9(9) . . ?
C13 C18 C17 120.7(7) . . ?
C20 C19 O3 122.7(4) . . ?
C20 C19 C24 121.0(4) . . ?
C24 C19 O3 116.3(5) . . ?
C19 C20 C21 119.1(5) . . ?
C22 C21 C20 121.2(6) . . ?
C21 C22 C23 119.1(5) . . ?
C22 C23 C24 120.4(5) . . ?
C19 C24 C23 119.1(5) . . ?
O5 C25 O6 124.4(3) . . ?
O5 C25 C26 120.7(4) . . ?
O6 C25 C26 114.9(3) . . ?
C27 C26 C25 125.3(4) . . ?
C26 C27 C28 123.9(4) . . ?
O7 C28 O8 123.1(4) . . ?
O7 C28 C27 123.1(4) . . ?
O8 C28 C27 113.8(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 O3 C19 C20 -27.7(6) . . . . ?
P1 O3 C19 C24 151.5(4) . . . . ?
P1 N6 C10 C11 100.8(4) . . . . ?
O2 P1 O3 C19 66.6(4) . . . . ?
O2 P1 N6 C10 176.6(4) . . . . ?
O2 P1 C9 O1 -52.1(3) . . . . ?
O3 P1 N6 C10 -55.2(4) . . . . ?
O3 P1 C9 O1 -173.7(3) . . . . ?
O3 C19 C20 C21 177.7(4) . . . . ?
O3 C19 C24 C23 -178.3(5) . . . . ?
O4 C12 C13 C14 -51.2(6) . . . . ?
O4 C12 C13 C18 131.3(5) . . . . ?
N3 C6 C7 O1 -68.9(4) . . . . ?
N3 C6 C7 C8 171.0(4) . . . . ?
N4 C1 C2 N1 -175.7(4) . . . . ?
N4 C1 C2 N5 2.9(7) . . . . ?
N4 C1 C4 N2 179.0(4) . . . . ?
N4 C1 C4 N3 -0.2(4) . . . . ?
N6 P1 O3 C19 -59.8(4) . . . . ?
N6 P1 C9 O1 73.4(3) . . . . ?
N6 C10 C11 O4 67.2(5) . . . . ?
C1 N4 C5 N3 -0.1(4) . . . . ?
C2 N1 C3 N2 1.7(6) . . . . ?
C2 C1 C4 N2 -1.1(6) . . . . ?
C2 C1 C4 N3 179.7(3) . . . . ?
C3 N1 C2 N5 176.6(3) . . . . ?
C3 N1 C2 C1 -4.7(5) . . . . ?
C3 N2 C4 N3 177.3(4) . . . . ?
C3 N2 C4 C1 -1.8(5) . . . . ?
C4 N2 C3 N1 1.6(6) . . . . ?
C4 N3 C5 N4 0.0(4) . . . . ?
C4 N3 C6 C7 -155.1(4) . . . . ?
C4 C1 C2 N1 4.5(5) . . . . ?
C4 C1 C2 N5 -176.9(3) . . . . ?
C5 N3 C4 N2 -179.1(4) . . . . ?
C5 N3 C4 C1 0.1(4) . . . . ?
C5 N3 C6 C7 26.5(6) . . . . ?
C5 N4 C1 C2 -179.6(4) . . . . ?
C5 N4 C1 C4 0.2(4) . . . . ?
C6 N3 C4 N2 2.2(6) . . . . ?
C6 N3 C4 C1 -178.6(3) . . . . ?
C6 N3 C5 N4 178.6(4) . . . . ?
C7 O1 C9 P1 -161.6(3) . . . . ?
C9 P1 O3 C19 -171.7(4) . . . . ?
C9 P1 N6 C10 49.1(4) . . . . ?
C9 O1 C7 C6 173.7(3) . . . . ?
C9 O1 C7 C8 -67.7(5) . . . . ?
C11 O4 C12 C13 -61.5(5) . . . . ?
C12 O4 C11 C10 -155.6(4) . . . . ?
C12 C13 C14 C15 -177.4(5) . . . . ?
C12 C13 C18 C17 178.0(5) . . . . ?
C13 C14 C15 C16 0.1(9) . . . . ?
C14 C13 C18 C17 0.5(8) . . . . ?
C14 C15 C16 C17 -0.9(12) . . . . ?
C15 C16 C17 C18 1.5(13) . . . . ?
C16 C17 C18 C13 -1.3(10) . . . . ?
C18 C13 C14 C15 0.1(8) . . . . ?
C19 C20 C21 C22 1.5(8) . . . . ?
C20 C19 C24 C23 0.9(8) . . . . ?
C20 C21 C22 C23 -0.9(9) . . . . ?
C21 C22 C23 C24 0.3(9) . . . . ?
C22 C23 C24 C19 -0.3(8) . . . . ?
C24 C19 C20 C21 -1.5(8) . . . . ?
O5 C25 C26 C27 -174.7(4) . . . . ?
O6 C25 C26 C27 5.0(6) . . . . ?
C25 C26 C27 C28 176.9(4) . . . . ?
C26 C27 C28 O7 -174.0(5) . . . . ?
C26 C27 C28 O8 5.7(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
