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

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

data_Kaasik_C18H22N3O7P
_database_code_depnum_ccdc_archive 'CCDC 2063122'
loop_
_audit_author_name
_audit_author_address
'Jevgenija Martonova'
;Tallinn University of Technology
Estonia
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_audit_creation_date             2021-02-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H21.53 N3 O7 P'
_chemical_formula_sum            'C18 H21.53 N3 O7 P'
_chemical_formula_weight         422.88
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H22 N3 O7 P'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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                   10.09140(10)
_cell_length_b                   9.98510(10)
_cell_length_c                   10.52040(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.7200(10)
_cell_angle_gamma                90
_cell_volume                     1058.879(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16906
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      67.1670
_cell_measurement_theta_min      4.2030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.541
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             443
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18922
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.296
_diffrn_reflns_theta_max         67.296
_diffrn_reflns_theta_min         4.207
_diffrn_ambient_temperature      123.0
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            Saturn944+
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000 -108.0000 179

#__ type_ start__ end____ width___ exp.time_
  2 omega -110.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.0000   60.0000   36.0000 179

#__ type_ start__ end____ width___ exp.time_
  3 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   48.0000  108.0000 179

#__ type_ start__ end____ width___ exp.time_
  4 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   48.0000    0.0000 179

#__ type_ start__ end____ width___ exp.time_
  5 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   48.0000 -180.0000 179

#__ type_ start__ end____ width___ exp.time_
  6 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000  -72.0000 179

#__ type_ start__ end____ width___ exp.time_
  7 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000   72.0000 179

#__ type_ start__ end____ width___ exp.time_
  8 omega -110.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.0000   60.0000 -108.0000 179

#__ type_ start__ end____ width___ exp.time_
  9 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000  144.0000 179

#__ type_ start__ end____ width___ exp.time_
 10 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000 -144.0000 179

#__ type_ start__ end____ width___ exp.time_
 11 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000  -36.0000 179

#__ type_ start__ end____ width___ exp.time_
 12 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000   36.0000 179

#__ type_ start__ end____ width___ exp.time_
 13 omega -110.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.0000   60.0000 -180.0000 179

#__ type_ start__ end____ width___ exp.time_
 14 omega -110.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.0000   36.0000 -108.0000 179

#__ type_ start__ end____ width___ exp.time_
 15 omega -179.00    0.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000 -180.0000 179
;
_diffrn_measurement_device       AFC11
_diffrn_measurement_device_type  'Rigaku Saturn944+ (2x2 bin mode)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1516985000
_diffrn_orient_matrix_UB_12      0.0161226000
_diffrn_orient_matrix_UB_13      -0.0002552000
_diffrn_orient_matrix_UB_21      -0.0147416000
_diffrn_orient_matrix_UB_22      -0.1514320000
_diffrn_orient_matrix_UB_23      0.0224783000
_diffrn_orient_matrix_UB_31      0.0093700000
_diffrn_orient_matrix_UB_32      0.0236059000
_diffrn_orient_matrix_UB_33      0.1451706000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-003'
_reflns_Friedel_coverage         0.869
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                3738
_reflns_number_total             3740
_reflns_odcompleteness_completeness 99.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.18
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       
;
Rigaku CollectionStrategy through HKL-3000 program package
Minor, W., Cymborowski, M., Otwinowski, Z., Chruszcz, M. (2011) 
Acta Cryst. D62, 859-866
;
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    
;
Mercury CSD 3.10 (Macrae, C. F., et al. (2006). J. Appl. Cryst. 39, 453-457)
POV-Ray 3.7 (Persistence of Vision Pty. Ltd. (2004)) 
;
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.068
_refine_ls_abs_structure_details 
;
 Flack x determined using 1718 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         3740
_refine_ls_number_restraints     181
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.022
_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)+(0.0546P)²+0.5245P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H13A,H13B,H13} of C13, All C(H,H) groups
 At 1.5 times of:
  {H13C,H13D,H13E} of C13A, {H17A,H17B,H17C} of C17, {H13F,H13G,H13H} of C13B,
   {H15A,H15B,H15C} of C15
2. Restrained distances
 C13-C13A \\sim C13A-C13B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
4. Others
 Sof(H13A)=Sof(H13B)=Sof(C13A)=Sof(H13C)=Sof(H13D)=Sof(H13E)=1-FVAR(1)
 Sof(H13)=Sof(C13B)=Sof(H13F)=Sof(H13G)=Sof(H13H)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7), C11(H11), C8(H8)
5.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C16(H16A,H16B)
5.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C2(H2), C13(H13)
5.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C13A(H13C,H13D,H13E), C13B(H13F,
 H13G,H13H)
;
_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
P001 P 0.35326(7) 0.61730(7) 0.41520(6) 0.02243(19) Uani 1 1 d . U . . .
O2 O 0.6962(2) 0.5586(3) 0.4771(2) 0.0337(5) Uani 1 1 d . U . . .
O4 O 0.4005(2) 0.7070(2) 0.51871(19) 0.0290(5) Uani 1 1 d . U . . .
O5 O 0.23869(19) 0.5186(2) 0.4469(2) 0.0272(5) Uani 1 1 d . U . . .
O3 O 0.6195(2) 0.6777(2) 0.3076(2) 0.0358(5) Uani 1 1 d . U . . .
O6 O 0.2991(2) 0.6888(2) 0.2913(2) 0.0315(5) Uani 1 1 d . U . . .
C4 C 0.3367(3) 0.3719(3) 0.2158(3) 0.0215(6) Uani 1 1 d . U . . .
C12 C 0.6139(3) 0.5803(3) 0.3937(3) 0.0258(7) Uani 1 1 d . U . . .
N2 N 0.5314(3) 0.1779(4) 0.0265(3) 0.0529(9) Uani 1 1 d . U . . .
O1A O -0.0857(3) 0.1771(4) 0.0552(4) 0.0728(10) Uani 1 1 d . U . . .
C7 C 0.4687(3) 0.4419(3) 0.2369(2) 0.0210(6) Uani 1 1 d . U . . .
H7 H 0.474520 0.515700 0.173111 0.025 Uiso 1 1 calc R . . . .
C5 C 0.3047(3) 0.2618(3) 0.2902(3) 0.0263(6) Uani 1 1 d . U . . .
H5 H 0.367193 0.230023 0.353491 0.032 Uiso 1 1 calc R . . . .
C3 C 0.2460(3) 0.4171(3) 0.1210(3) 0.0288(6) Uani 1 1 d . U . . .
H3 H 0.266602 0.492413 0.070412 0.035 Uiso 1 1 calc R . . . .
C9 C 0.5544(3) 0.2488(3) 0.1085(3) 0.0329(7) Uani 1 1 d . U . . .
N3 N 0.8119(3) 0.4570(4) 0.1836(4) 0.0563(10) Uani 1 1 d . U . . .
C11 C 0.4849(3) 0.5031(3) 0.3731(3) 0.0210(6) Uani 1 1 d . U . . .
H11 H 0.486526 0.427326 0.435366 0.025 Uiso 1 1 calc R . . . .
C8 C 0.5848(3) 0.3399(3) 0.2174(3) 0.0263(6) Uani 1 1 d . U . . .
H8 H 0.595428 0.283899 0.295998 0.032 Uiso 1 1 calc R . . . .
C10 C 0.7126(3) 0.4063(4) 0.1981(3) 0.0365(8) Uani 1 1 d . U . . .
C6 C 0.1846(3) 0.1988(3) 0.2733(3) 0.0362(7) Uani 1 1 d . U . . .
H6 H 0.161903 0.125686 0.325825 0.043 Uiso 1 1 calc R . . . .
N1 N -0.0308(4) 0.1750(4) 0.1606(4) 0.0631(11) Uani 1 1 d . U . . .
C1 C 0.0974(3) 0.2444(4) 0.1780(4) 0.0411(9) Uani 1 1 d . U . . .
C2 C 0.1250(3) 0.3509(4) 0.1010(3) 0.0379(8) Uani 1 1 d . U . . .
H2 H 0.062985 0.378973 0.035555 0.045 Uiso 1 1 calc R . . . .
O1B O -0.0782(4) 0.1218(6) 0.2539(6) 0.126(2) Uani 1 1 d . U . . .
C15 C 0.0176(3) 0.4457(5) 0.4840(4) 0.0474(9) Uani 1 1 d . U . . .
H15A H 0.037072 0.362905 0.438457 0.071 Uiso 1 1 calc GR . . . .
H15B H -0.076874 0.467131 0.471145 0.071 Uiso 1 1 calc GR . . . .
H15C H 0.039387 0.433660 0.575036 0.071 Uiso 1 1 calc GR . . . .
C13 C 0.7381(4) 0.7623(5) 0.3145(4) 0.0557(12) Uani 1 1 d D U . . .
H13A H 0.812593 0.719900 0.271658 0.067 Uiso 0.53(3) 1 calc R . P A 1
H13B H 0.766320 0.783327 0.403679 0.067 Uiso 0.53(3) 1 calc R . P A 1
H13 H 0.795747 0.772016 0.387952 0.067 Uiso 0.47(3) 1 calc R . P A 2
C14 C 0.0980(3) 0.5568(4) 0.4345(4) 0.0479(10) Uani 1 1 d . U . . .
H14A H 0.071977 0.573972 0.344080 0.058 Uiso 1 1 calc R . . . .
H14B H 0.082981 0.639608 0.483497 0.058 Uiso 1 1 calc R . . . .
C16 C 0.3275(5) 0.8264(4) 0.2575(4) 0.0505(10) Uani 1 1 d . U . . .
H16A H 0.328400 0.883276 0.334610 0.061 Uiso 1 1 calc R . . . .
H16B H 0.416057 0.831594 0.221223 0.061 Uiso 1 1 calc R . . . .
C17 C 0.2274(8) 0.8747(5) 0.1652(5) 0.087(2) Uani 1 1 d . U . . .
H17A H 0.215482 0.809465 0.095938 0.130 Uiso 1 1 calc GR . . . .
H17B H 0.255744 0.960600 0.130559 0.130 Uiso 1 1 calc GR . . . .
H17C H 0.143197 0.886634 0.206570 0.130 Uiso 1 1 calc GR . . . .
C13A C 0.6838(17) 0.8965(17) 0.2377(13) 0.072(5) Uani 0.53(3) 1 d D U P A 1
H13C H 0.643217 0.870246 0.154939 0.109 Uiso 0.53(3) 1 calc GR . P A 1
H13D H 0.758230 0.957324 0.224713 0.109 Uiso 0.53(3) 1 calc GR . P A 1
H13E H 0.617693 0.942017 0.287573 0.109 Uiso 0.53(3) 1 calc GR . P A 1
C13B C 0.755(2) 0.827(2) 0.1980(13) 0.073(6) Uani 0.47(3) 1 d D U P A 2
H13F H 0.763440 0.760324 0.130700 0.110 Uiso 0.47(3) 1 calc GR . P A 2
H13G H 0.835748 0.882169 0.204461 0.110 Uiso 0.47(3) 1 calc GR . P A 2
H13H H 0.678360 0.884679 0.177463 0.110 Uiso 0.47(3) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P001 O4 1.472(2) . ?
P001 O5 1.567(2) . ?
P001 O6 1.561(2) . ?
P001 C11 1.822(3) . ?
O2 C12 1.200(4) . ?
O5 C14 1.469(4) . ?
O3 C12 1.332(4) . ?
O3 C13 1.463(4) . ?
O6 C16 1.451(4) . ?
C4 C7 1.512(4) . ?
C4 C5 1.396(4) . ?
C4 C3 1.396(4) . ?
C12 C11 1.520(4) . ?
N2 C9 1.132(5) . ?
O1A N1 1.215(5) . ?
C7 H7 1.0000 . ?
C7 C11 1.559(4) . ?
C7 C8 1.573(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.369(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.396(5) . ?
C9 C8 1.483(4) . ?
N3 C10 1.138(5) . ?
C11 H11 1.0000 . ?
C8 H8 1.0000 . ?
C8 C10 1.473(5) . ?
C6 H6 0.9500 . ?
C6 C1 1.380(5) . ?
N1 C1 1.472(5) . ?
N1 O1B 1.233(6) . ?
C1 C2 1.373(6) . ?
C2 H2 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C15 C14 1.483(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 H13 0.9500 . ?
C13 C13A 1.645(16) . ?
C13 C13B 1.405(12) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.451(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C13A H13C 0.9800 . ?
C13A H13D 0.9800 . ?
C13A H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C13B H13G 0.9800 . ?
C13B H13H 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
O4 P001 O5 116.20(12) . . ?
O4 P001 O6 115.30(12) . . ?
O4 P001 C11 110.29(13) . . ?
O5 P001 C11 102.25(12) . . ?
O6 P001 O5 103.44(12) . . ?
O6 P001 C11 108.29(13) . . ?
C14 O5 P001 122.5(2) . . ?
C12 O3 C13 116.7(3) . . ?
C16 O6 P001 124.9(2) . . ?
C5 C4 C7 120.5(3) . . ?
C5 C4 C3 119.6(3) . . ?
C3 C4 C7 119.9(3) . . ?
O2 C12 O3 125.4(3) . . ?
O2 C12 C11 124.8(3) . . ?
O3 C12 C11 109.8(2) . . ?
C4 C7 H7 108.8 . . ?
C4 C7 C11 111.7(2) . . ?
C4 C7 C8 109.7(2) . . ?
C11 C7 H7 108.8 . . ?
C11 C7 C8 109.1(2) . . ?
C8 C7 H7 108.8 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H3 120.2 . . ?
N2 C9 C8 179.1(4) . . ?
P001 C11 H11 107.7 . . ?
C12 C11 P001 106.09(19) . . ?
C12 C11 C7 112.4(2) . . ?
C12 C11 H11 107.7 . . ?
C7 C11 P001 115.00(19) . . ?
C7 C11 H11 107.7 . . ?
C7 C8 H8 107.8 . . ?
C9 C8 C7 111.7(2) . . ?
C9 C8 H8 107.8 . . ?
C10 C8 C7 112.9(3) . . ?
C10 C8 C9 108.7(3) . . ?
C10 C8 H8 107.8 . . ?
N3 C10 C8 179.5(5) . . ?
C5 C6 H6 120.9 . . ?
C5 C6 C1 118.2(3) . . ?
C1 C6 H6 120.9 . . ?
O1A N1 C1 117.7(4) . . ?
O1A N1 O1B 123.8(4) . . ?
O1B N1 C1 118.4(4) . . ?
C6 C1 N1 117.5(3) . . ?
C2 C1 C6 123.0(3) . . ?
C2 C1 N1 119.5(3) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 C3 118.5(3) . . ?
C1 C2 H2 120.7 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
O3 C13 H13A 111.5 . . ?
O3 C13 H13B 111.5 . . ?
O3 C13 H13 124.5 . . ?
O3 C13 C13A 101.2(5) . . ?
H13A C13 H13B 109.4 . . ?
C13A C13 H13A 111.5 . . ?
C13A C13 H13B 111.5 . . ?
C13B C13 O3 110.9(5) . . ?
C13B C13 H13 124.5 . . ?
O5 C14 C15 108.5(3) . . ?
O5 C14 H14A 110.0 . . ?
O5 C14 H14B 110.0 . . ?
C15 C14 H14A 110.0 . . ?
C15 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
O6 C16 H16A 109.7 . . ?
O6 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
C17 C16 O6 109.9(4) . . ?
C17 C16 H16A 109.7 . . ?
C17 C16 H16B 109.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C13A H13C 109.5 . . ?
C13 C13A H13D 109.5 . . ?
C13 C13A H13E 109.5 . . ?
H13C C13A H13D 109.5 . . ?
H13C C13A H13E 109.5 . . ?
H13D C13A H13E 109.5 . . ?
C13 C13B H13F 109.5 . . ?
C13 C13B H13G 109.5 . . ?
C13 C13B H13H 109.5 . . ?
H13F C13B H13G 109.5 . . ?
H13F C13B H13H 109.5 . . ?
H13G C13B H13H 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MTBE/hexane'
