# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_gm-mg-1298-1
_database_code_depnum_ccdc_archive 'CCDC 2223146'
loop_
_audit_author_name
_audit_author_address
'Guillermo Marcos Ayuso'
;University of Valladolid
Spain
;
_audit_update_record             
;
2022-11-29 deposited with the CCDC.	2023-02-17 downloaded from the CCDC.
;
_audit_creation_date             2022-11-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2014/7
_publ_section_exptl              
;
Any special experimental details
;
_chemical_name_common            ?
_chemical_name_systematic        
'tert-butyl (3R,5S)-3-(2-(4-chlorophenyl)-2-oxoethyl)-9-oxo-6,8-diphenyl-1-oxa-4,7,8-triazaspiro[4.4]non-6-ene-4-carboxylate'
_chemical_formula_moiety         'C30 H28 Cl N3 O5'
_chemical_formula_sum            'C30 H28 Cl N3 O5'
_chemical_formula_weight         546.00
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H29 N4 O5 Cl'
_chemical_oxdiff_usercomment     'Colorless block'
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'
Cl Cl 0.3639 0.7018 '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'

_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           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   8.3506(2)
_cell_length_b                   11.0548(3)
_cell_length_c                   35.8931(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3313.44(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11071
_cell_measurement_temperature    298
_cell_measurement_theta_max      75.0250
_cell_measurement_theta_min      3.8370
_shelx_estimated_absorpt_T_max   0.692
_shelx_estimated_absorpt_T_min   0.441
_exptl_absorpt_coefficient_mu    1.327
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.257
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.095
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1144
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 -6 0 0.1729
-3 1 20 0.1163
3 -1 -20 0.2223
-5 1 -1 0.1736
5 -1 1 0.1736
-2 -6 13 0.3110
2 6 -13 0.2840
-3 -6 -4 0.1498
3 6 2 0.1378

_exptl_crystal_size_max          0.737
_exptl_crystal_size_mid          0.372
_exptl_crystal_size_min          0.3
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.0019 -5.9976 -0.0053 0.4791 -0.0567 -0.8784
-2.9970 0.9998 20.0024 -0.7677 0.2279 -0.6492
2.9970 -0.9998 -20.0024 0.7677 -0.2279 0.6492
-5.0007 1.0021 -0.9914 0.0105 0.7929 -0.4939
5.0007 -1.0021 0.9914 -0.0105 -0.7929 0.4939
-1.9996 -5.9988 12.9912 -0.0002 -0.3731 -1.0030
1.9996 5.9988 -12.9912 0.0002 0.3731 1.0030
-3.0025 -5.9973 -4.0047 0.6236 -0.0024 -0.8032
3.0022 5.9974 2.0050 -0.5514 0.0295 0.8408

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            26672
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.313
_diffrn_reflns_theta_min         4.185
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4757
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -128.00 -34.00   1.00    1.13    --  -41.06 178.00  90.00   94
  2  ω   -116.00 -17.00   1.00    1.13    --  -41.06 -37.00-180.00   99
  3  ω     27.00 110.00   1.00    4.51    --  110.01 -94.00-150.00   83
  4  ω     84.00 178.00   1.00    4.51    --  110.01  45.00 -30.00   94
  5  ω     99.00 178.00   1.00    4.51    --  110.01  87.00-102.00   79
  6  ω     38.00 139.00   1.00    4.51    --  110.01 -61.00-120.00  101
  7  ω   -117.00  -8.00   1.00    1.13    --  -41.06 -77.00  90.00  109
  8  ω   -113.00 -13.00   1.00    1.13    --  -41.06 -57.00 -60.00  100
  9  ω     57.00 178.00   1.00    4.51    --  110.01  15.00 120.00  121
 10  ω     37.00 118.00   1.00    4.51    --  110.01-125.00  90.00   81
 11  ω     79.00 178.00   1.00    4.51    --  110.01  69.00  18.00   99
 12  ω     81.00 178.00   1.00    4.51    --  110.01  61.00-150.00   97
 13  ω   -117.00  -8.00   1.00    1.13    --  -41.06 -77.00-180.00  109
 14  ω     57.00 130.00   1.00    1.13    --   41.06 178.00 120.00   73
 15  ω     80.00 178.00   1.00    4.51    --  110.01  67.00 151.00   98
 16  ω     27.00  58.00   1.00    4.51    --  110.01 -94.00 120.00   31
 17  ω     84.00 178.00   1.00    4.51    --  110.01  45.00 -90.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0099371000
_diffrn_orient_matrix_UB_12      -0.0748826000
_diffrn_orient_matrix_UB_13      -0.0361251000
_diffrn_orient_matrix_UB_21      -0.1399325000
_diffrn_orient_matrix_UB_22      0.0794994000
_diffrn_orient_matrix_UB_23      -0.0135491000
_diffrn_orient_matrix_UB_31      0.1198370000
_diffrn_orient_matrix_UB_32      0.0864970000
_diffrn_orient_matrix_UB_33      -0.0188236000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.741
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                5535
_reflns_number_total             6729
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (Rigaku OD, 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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 1907 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         6729
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.102
_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)+(0.0895P)²+0.0947P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1406
_refine_ls_wR_factor_ref         0.1560
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C00F(H00F)
1.b Secondary CH2 refined with riding coordinates:
 C00J(H00A,H00B), C00K(H00C,H00D)
1.c Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00S(H00S), C00T(H00T), C00U(H00U), C00X(H00X), C00Y(H00Y), C010(H010),
 C012(H012), C013(H013)
1.d Idealised Me refined as rotating group:
 C00W(H00E,H00H,H00I), C00Z(H00J,H00K,H00L), C011(H01A,H01B,H01C)
;
_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
Cl01 Cl 0.3845(2) 0.28355(13) 0.35403(3) 0.1161(5) Uani 1 1 d . . . . .
O002 O 0.4957(3) 0.7032(2) 0.62790(7) 0.0658(6) Uani 1 1 d . . . . .
O003 O 0.0703(3) 0.5925(2) 0.59166(7) 0.0647(5) Uani 1 1 d . . . . .
O004 O 0.6056(3) 0.5427(2) 0.59697(8) 0.0785(7) Uani 1 1 d . . . . .
N005 N 0.3394(3) 0.5829(2) 0.59515(7) 0.0560(5) Uani 1 1 d . . . . .
N006 N 0.1663(3) 0.7823(2) 0.65706(7) 0.0577(6) Uani 1 1 d . . . . .
O007 O 0.1809(4) 0.5792(2) 0.67173(7) 0.0847(8) Uani 1 1 d . . . . .
N008 N 0.1777(3) 0.8540(2) 0.62494(7) 0.0561(5) Uani 1 1 d . . . . .
O009 O 0.2212(6) 0.2714(3) 0.53490(9) 0.1173(14) Uani 1 1 d . . . . .
C00A C 0.4928(4) 0.6036(3) 0.60624(9) 0.0580(7) Uani 1 1 d . . . . .
C00B C 0.2004(3) 0.7854(2) 0.59670(8) 0.0520(6) Uani 1 1 d . . . . .
C00C C 0.2021(3) 0.6527(2) 0.60724(8) 0.0539(6) Uani 1 1 d . . . . .
C00D C 0.1322(4) 0.8392(3) 0.69174(9) 0.0647(7) Uani 1 1 d . . . . .
C00E C 0.1846(4) 0.6629(3) 0.64993(9) 0.0614(7) Uani 1 1 d . . . . .
C00F C 0.2905(4) 0.4684(3) 0.57728(9) 0.0633(7) Uani 1 1 d . . . . .
H00F H 0.3462 0.4004 0.5890 0.076 Uiso 1 1 calc R U . . .
C00G C 0.4042(5) 0.4183(3) 0.45604(10) 0.0692(8) Uani 1 1 d . . . . .
H00G H 0.4560 0.4817 0.4681 0.083 Uiso 1 1 calc R U . . .
C00H C 0.2269(4) 0.8333(3) 0.55897(8) 0.0561(6) Uani 1 1 d . . . . .
C00I C 0.3037(4) 0.3426(3) 0.47613(10) 0.0634(7) Uani 1 1 d . . . . .
C00J C 0.3258(4) 0.4701(3) 0.53568(9) 0.0638(7) Uani 1 1 d . . . . .
H00A H 0.2684 0.5368 0.5243 0.077 Uiso 1 1 calc R U . . .
H00B H 0.4394 0.4838 0.5320 0.077 Uiso 1 1 calc R U . . .
C00K C 0.1137(5) 0.4662(3) 0.58782(11) 0.0718(9) Uani 1 1 d . . . . .
H00C H 0.0505 0.4277 0.5685 0.086 Uiso 1 1 calc R U . . .
H00D H 0.0975 0.4232 0.6111 0.086 Uiso 1 1 calc R U . . .
C00L C 0.2787(5) 0.3544(3) 0.51660(11) 0.0718(9) Uani 1 1 d . . . . .
C00M C 0.3230(5) 0.9337(3) 0.55392(10) 0.0716(8) Uani 1 1 d . . . . .
H00M H 0.3708 0.9711 0.5743 0.086 Uiso 1 1 calc R U . . .
C00N C 0.1554(5) 0.7802(3) 0.52824(9) 0.0674(8) Uani 1 1 d . . . . .
H00N H 0.0896 0.7131 0.5314 0.081 Uiso 1 1 calc R U . . .
C00O C 0.4282(5) 0.4010(3) 0.41885(11) 0.0754(9) Uani 1 1 d . . . . .
H00O H 0.4965 0.4517 0.4056 0.090 Uiso 1 1 calc R U . . .
C00P C 0.2775(5) 0.9238(4) 0.48788(11) 0.0822(11) Uani 1 1 d . . . . .
H00P H 0.2954 0.9534 0.4640 0.099 Uiso 1 1 calc R U . . .
C00Q C 0.2514(6) 0.2320(3) 0.41987(13) 0.0848(11) Uani 1 1 d . . . . .
H00Q H 0.1992 0.1697 0.4074 0.102 Uiso 1 1 calc R U . . .
C00R C 0.3504(5) 0.3078(3) 0.40103(10) 0.0743(9) Uani 1 1 d . . . . .
C00S C 0.1809(6) 0.8257(4) 0.49315(10) 0.0805(10) Uani 1 1 d . . . . .
H00S H 0.1318 0.7893 0.4728 0.097 Uiso 1 1 calc R U . . .
C00T C 0.2288(5) 0.2480(3) 0.45761(12) 0.0797(10) Uani 1 1 d . . . . .
H00T H 0.1630 0.1950 0.4707 0.096 Uiso 1 1 calc R U . . .
C00U C 0.3479(6) 0.9786(4) 0.51796(12) 0.0866(11) Uani 1 1 d . . . . .
H00U H 0.4127 1.0461 0.5144 0.104 Uiso 1 1 calc R U . . .
C00V C 0.6475(4) 0.7526(4) 0.64330(11) 0.0734(9) Uani 1 1 d . . . . .
C00W C 0.7517(5) 0.7920(4) 0.61116(14) 0.0908(12) Uani 1 1 d . . . . .
H00E H 0.7874 0.7220 0.5976 0.136 Uiso 1 1 calc R U . . .
H00H H 0.8428 0.8354 0.6205 0.136 Uiso 1 1 calc R U . . .
H00I H 0.6913 0.8435 0.5949 0.136 Uiso 1 1 calc R U . . .
C00X C 0.1670(9) 0.7838(5) 0.72422(11) 0.123(2) Uani 1 1 d . . . . .
H00X H 0.2172 0.7087 0.7246 0.148 Uiso 1 1 calc R U . . .
C00Y C 0.0572(9) 0.9525(7) 0.75791(16) 0.124(2) Uani 1 1 d . . . . .
H00Y H 0.0337 0.9910 0.7803 0.149 Uiso 1 1 calc R U . . .
C00Z C 0.7288(7) 0.6591(6) 0.66717(16) 0.1146(17) Uani 1 1 d . . . . .
H00J H 0.6548 0.6296 0.6855 0.172 Uiso 1 1 calc R U . . .
H00K H 0.8194 0.6948 0.6794 0.172 Uiso 1 1 calc R U . . .
H00L H 0.7640 0.5931 0.6518 0.172 Uiso 1 1 calc R U . . .
C010 C 0.0611(9) 0.9478(5) 0.69210(14) 0.117(2) Uani 1 1 d . . . . .
H010 H 0.0359 0.9860 0.6698 0.141 Uiso 1 1 calc R U . . .
C011 C 0.5874(7) 0.8598(6) 0.66559(17) 0.1160(19) Uani 1 1 d . . . . .
H01A H 0.5380 0.9172 0.6491 0.174 Uiso 1 1 calc R U . . .
H01B H 0.6757 0.8976 0.6782 0.174 Uiso 1 1 calc R U . . .
H01C H 0.5104 0.8327 0.6836 0.174 Uiso 1 1 calc R U . . .
C012 C 0.1255(12) 0.8423(7) 0.75731(14) 0.149(3) Uani 1 1 d . . . . .
H012 H 0.1460 0.8036 0.7798 0.179 Uiso 1 1 calc R U . . .
C013 C 0.0249(11) 1.0038(7) 0.72580(17) 0.148(3) Uani 1 1 d . . . . .
H013 H -0.0236 1.0795 0.7256 0.177 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
Cl01 C00R 1.732(4) . ?
O002 C00A 1.348(4) . ?
O002 C00V 1.488(4) . ?
O003 C00C 1.402(4) . ?
O003 C00K 1.449(4) . ?
O004 C00A 1.205(4) . ?
N005 C00A 1.361(4) . ?
N005 C00C 1.448(4) . ?
N005 C00F 1.476(4) . ?
N006 N008 1.402(3) . ?
N006 C00D 1.423(4) . ?
N006 C00E 1.354(4) . ?
O007 C00E 1.212(4) . ?
N008 C00B 1.280(4) . ?
O009 C00L 1.226(4) . ?
C00B C00C 1.515(4) . ?
C00B C00H 1.471(4) . ?
C00C C00E 1.543(4) . ?
C00D C00X 1.349(6) . ?
C00D C010 1.339(6) . ?
C00F H00F 0.9800 . ?
C00F C00J 1.522(5) . ?
C00F C00K 1.525(5) . ?
C00G H00G 0.9300 . ?
C00G C00I 1.387(5) . ?
C00G C00O 1.363(5) . ?
C00H C00M 1.382(5) . ?
C00H C00N 1.385(5) . ?
C00I C00L 1.473(5) . ?
C00I C00T 1.389(4) . ?
C00J H00A 0.9700 . ?
C00J H00B 0.9700 . ?
C00J C00L 1.503(4) . ?
C00K H00C 0.9700 . ?
C00K H00D 0.9700 . ?
C00M H00M 0.9300 . ?
C00M C00U 1.399(5) . ?
C00N H00N 0.9300 . ?
C00N C00S 1.373(5) . ?
C00O H00O 0.9300 . ?
C00O C00R 1.376(5) . ?
C00P H00P 0.9300 . ?
C00P C00S 1.365(6) . ?
C00P C00U 1.370(6) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.357(6) . ?
C00Q C00T 1.379(6) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00V C00W 1.509(6) . ?
C00V C00Z 1.505(7) . ?
C00V C011 1.516(6) . ?
C00W H00E 0.9600 . ?
C00W H00H 0.9600 . ?
C00W H00I 0.9600 . ?
C00X H00X 0.9300 . ?
C00X C012 1.396(7) . ?
C00Y H00Y 0.9300 . ?
C00Y C012 1.345(10) . ?
C00Y C013 1.313(9) . ?
C00Z H00J 0.9600 . ?
C00Z H00K 0.9600 . ?
C00Z H00L 0.9600 . ?
C010 H010 0.9300 . ?
C010 C013 1.392(6) . ?
C011 H01A 0.9600 . ?
C011 H01B 0.9600 . ?
C011 H01C 0.9600 . ?
C012 H012 0.9300 . ?
C013 H013 0.9300 . ?

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
C00A O002 C00V 122.0(2) . . ?
C00C O003 C00K 107.4(2) . . ?
C00A N005 C00C 124.6(2) . . ?
C00A N005 C00F 122.1(3) . . ?
C00C N005 C00F 111.6(2) . . ?
N008 N006 C00D 118.9(3) . . ?
C00E N006 N008 112.8(2) . . ?
C00E N006 C00D 128.2(3) . . ?
C00B N008 N006 109.1(2) . . ?
O002 C00A N005 108.8(2) . . ?
O004 C00A O002 127.0(3) . . ?
O004 C00A N005 124.2(3) . . ?
N008 C00B C00C 112.2(2) . . ?
N008 C00B C00H 122.6(3) . . ?
C00H C00B C00C 125.2(2) . . ?
O003 C00C N005 104.4(2) . . ?
O003 C00C C00B 110.6(2) . . ?
O003 C00C C00E 110.9(2) . . ?
N005 C00C C00B 116.6(2) . . ?
N005 C00C C00E 114.3(2) . . ?
C00B C00C C00E 100.2(2) . . ?
C00X C00D N006 120.8(4) . . ?
C010 C00D N006 119.5(4) . . ?
C010 C00D C00X 119.6(4) . . ?
N006 C00E C00C 105.6(2) . . ?
O007 C00E N006 128.3(3) . . ?
O007 C00E C00C 126.0(3) . . ?
N005 C00F H00F 109.9 . . ?
N005 C00F C00J 111.3(2) . . ?
N005 C00F C00K 100.0(3) . . ?
C00J C00F H00F 109.9 . . ?
C00J C00F C00K 115.5(3) . . ?
C00K C00F H00F 109.9 . . ?
C00I C00G H00G 119.6 . . ?
C00O C00G H00G 119.6 . . ?
C00O C00G C00I 120.9(3) . . ?
C00M C00H C00B 119.8(3) . . ?
C00M C00H C00N 119.1(3) . . ?
C00N C00H C00B 121.1(3) . . ?
C00G C00I C00L 123.0(3) . . ?
C00G C00I C00T 118.6(3) . . ?
C00T C00I C00L 118.3(3) . . ?
C00F C00J H00A 109.1 . . ?
C00F C00J H00B 109.1 . . ?
H00A C00J H00B 107.8 . . ?
C00L C00J C00F 112.7(3) . . ?
C00L C00J H00A 109.1 . . ?
C00L C00J H00B 109.1 . . ?
O003 C00K C00F 104.5(2) . . ?
O003 C00K H00C 110.9 . . ?
O003 C00K H00D 110.9 . . ?
C00F C00K H00C 110.9 . . ?
C00F C00K H00D 110.9 . . ?
H00C C00K H00D 108.9 . . ?
O009 C00L C00I 121.2(3) . . ?
O009 C00L C00J 119.7(3) . . ?
C00I C00L C00J 119.1(3) . . ?
C00H C00M H00M 120.2 . . ?
C00H C00M C00U 119.5(4) . . ?
C00U C00M H00M 120.2 . . ?
C00H C00N H00N 119.7 . . ?
C00S C00N C00H 120.6(4) . . ?
C00S C00N H00N 119.7 . . ?
C00G C00O H00O 120.3 . . ?
C00G C00O C00R 119.4(4) . . ?
C00R C00O H00O 120.3 . . ?
C00S C00P H00P 120.1 . . ?
C00S C00P C00U 119.7(4) . . ?
C00U C00P H00P 120.1 . . ?
C00R C00Q H00Q 120.2 . . ?
C00R C00Q C00T 119.6(3) . . ?
C00T C00Q H00Q 120.2 . . ?
C00O C00R Cl01 119.4(3) . . ?
C00Q C00R Cl01 119.4(3) . . ?
C00Q C00R C00O 121.2(4) . . ?
C00N C00S H00S 119.7 . . ?
C00P C00S C00N 120.6(4) . . ?
C00P C00S H00S 119.7 . . ?
C00I C00T H00T 119.8 . . ?
C00Q C00T C00I 120.3(4) . . ?
C00Q C00T H00T 119.8 . . ?
C00M C00U H00U 119.8 . . ?
C00P C00U C00M 120.4(4) . . ?
C00P C00U H00U 119.8 . . ?
O002 C00V C00W 108.3(3) . . ?
O002 C00V C00Z 110.1(4) . . ?
O002 C00V C011 101.6(3) . . ?
C00W C00V C011 111.7(4) . . ?
C00Z C00V C00W 111.9(4) . . ?
C00Z C00V C011 112.7(4) . . ?
C00V C00W H00E 109.5 . . ?
C00V C00W H00H 109.5 . . ?
C00V C00W H00I 109.5 . . ?
H00E C00W H00H 109.5 . . ?
H00E C00W H00I 109.5 . . ?
H00H C00W H00I 109.5 . . ?
C00D C00X H00X 120.9 . . ?
C00D C00X C012 118.1(6) . . ?
C012 C00X H00X 120.9 . . ?
C012 C00Y H00Y 121.2 . . ?
C013 C00Y H00Y 121.2 . . ?
C013 C00Y C012 117.7(5) . . ?
C00V C00Z H00J 109.5 . . ?
C00V C00Z H00K 109.5 . . ?
C00V C00Z H00L 109.5 . . ?
H00J C00Z H00K 109.5 . . ?
H00J C00Z H00L 109.5 . . ?
H00K C00Z H00L 109.5 . . ?
C00D C010 H010 119.9 . . ?
C00D C010 C013 120.2(5) . . ?
C013 C010 H010 119.9 . . ?
C00V C011 H01A 109.5 . . ?
C00V C011 H01B 109.5 . . ?
C00V C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
C00X C012 H012 118.7 . . ?
C00Y C012 C00X 122.6(6) . . ?
C00Y C012 H012 118.7 . . ?
C00Y C013 C010 121.8(6) . . ?
C00Y C013 H013 119.1 . . ?
C010 C013 H013 119.1 . . ?

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
O003 C00C C00E N006 -113.1(3) . . . . ?
O003 C00C C00E O007 63.8(4) . . . . ?
N005 C00C C00E N006 129.2(3) . . . . ?
N005 C00C C00E O007 -53.9(4) . . . . ?
N005 C00F C00J C00L 179.5(3) . . . . ?
N005 C00F C00K O003 28.0(3) . . . . ?
N006 N008 C00B C00C 1.7(3) . . . . ?
N006 N008 C00B C00H -176.3(3) . . . . ?
N006 C00D C00X C012 -177.8(6) . . . . ?
N006 C00D C010 C013 179.0(6) . . . . ?
N008 N006 C00D C00X -159.7(5) . . . . ?
N008 N006 C00D C010 21.9(6) . . . . ?
N008 N006 C00E O007 -180.0(4) . . . . ?
N008 N006 C00E C00C -3.2(3) . . . . ?
N008 C00B C00C O003 113.7(3) . . . . ?
N008 C00B C00C N005 -127.2(3) . . . . ?
N008 C00B C00C C00E -3.4(3) . . . . ?
N008 C00B C00H C00M 40.8(4) . . . . ?
N008 C00B C00H C00N -138.5(3) . . . . ?
C00A O002 C00V C00W 63.4(4) . . . . ?
C00A O002 C00V C00Z -59.3(5) . . . . ?
C00A O002 C00V C011 -178.9(4) . . . . ?
C00A N005 C00C O003 -174.7(3) . . . . ?
C00A N005 C00C C00B 62.9(4) . . . . ?
C00A N005 C00C C00E -53.4(4) . . . . ?
C00A N005 C00F C00J -83.5(4) . . . . ?
C00A N005 C00F C00K 154.0(3) . . . . ?
C00B C00C C00E N006 3.7(3) . . . . ?
C00B C00C C00E O007 -179.4(3) . . . . ?
C00B C00H C00M C00U 179.9(3) . . . . ?
C00B C00H C00N C00S 179.9(3) . . . . ?
C00C O003 C00K C00F -36.4(3) . . . . ?
C00C N005 C00A O002 -4.1(4) . . . . ?
C00C N005 C00A O004 177.5(3) . . . . ?
C00C N005 C00F C00J 110.8(3) . . . . ?
C00C N005 C00F C00K -11.8(3) . . . . ?
C00C C00B C00H C00M -137.0(3) . . . . ?
C00C C00B C00H C00N 43.8(4) . . . . ?
C00D N006 N008 C00B -176.6(3) . . . . ?
C00D N006 C00E O007 -2.6(6) . . . . ?
C00D N006 C00E C00C 174.2(3) . . . . ?
C00D C00X C012 C00Y -2.0(13) . . . . ?
C00D C010 C013 C00Y -0.6(13) . . . . ?
C00E N006 N008 C00B 1.0(4) . . . . ?
C00E N006 C00D C00X 23.0(6) . . . . ?
C00E N006 C00D C010 -155.4(5) . . . . ?
C00F N005 C00A O002 -168.0(3) . . . . ?
C00F N005 C00A O004 13.7(5) . . . . ?
C00F N005 C00C O003 -9.4(3) . . . . ?
C00F N005 C00C C00B -131.8(3) . . . . ?
C00F N005 C00C C00E 111.9(3) . . . . ?
C00F C00J C00L O009 -1.1(6) . . . . ?
C00F C00J C00L C00I 179.3(3) . . . . ?
C00G C00I C00L O009 -162.6(5) . . . . ?
C00G C00I C00L C00J 17.0(5) . . . . ?
C00G C00I C00T C00Q -1.6(6) . . . . ?
C00G C00O C00R Cl01 -178.5(3) . . . . ?
C00G C00O C00R C00Q -0.6(6) . . . . ?
C00H C00B C00C O003 -68.4(3) . . . . ?
C00H C00B C00C N005 50.7(4) . . . . ?
C00H C00B C00C C00E 174.6(3) . . . . ?
C00H C00M C00U C00P 0.1(6) . . . . ?
C00H C00N C00S C00P 0.2(6) . . . . ?
C00I C00G C00O C00R 0.6(6) . . . . ?
C00J C00F C00K O003 -91.5(3) . . . . ?
C00K O003 C00C N005 28.3(3) . . . . ?
C00K O003 C00C C00B 154.5(2) . . . . ?
C00K O003 C00C C00E -95.3(3) . . . . ?
C00K C00F C00J C00L -67.4(4) . . . . ?
C00L C00I C00T C00Q -178.7(4) . . . . ?
C00M C00H C00N C00S 0.7(5) . . . . ?
C00N C00H C00M C00U -0.9(5) . . . . ?
C00O C00G C00I C00L 177.5(4) . . . . ?
C00O C00G C00I C00T 0.6(6) . . . . ?
C00R C00Q C00T C00I 1.5(7) . . . . ?
C00S C00P C00U C00M 0.8(7) . . . . ?
C00T C00I C00L O009 14.4(6) . . . . ?
C00T C00I C00L C00J -166.0(4) . . . . ?
C00T C00Q C00R Cl01 177.4(3) . . . . ?
C00T C00Q C00R C00O -0.4(7) . . . . ?
C00U C00P C00S C00N -1.0(6) . . . . ?
C00V O002 C00A O004 0.7(5) . . . . ?
C00V O002 C00A N005 -177.6(3) . . . . ?
C00X C00D C010 C013 0.7(10) . . . . ?
C010 C00D C00X C012 0.6(10) . . . . ?
C012 C00Y C013 C010 -0.8(14) . . . . ?
C013 C00Y C012 C00X 2.1(14) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.398 0.250 394.9 84.3 ?
2 0.500 -0.221 0.750 394.9 84.2 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.949
_oxdiff_exptl_absorpt_empirical_full_min 0.470
