# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_13hm091
_database_code_depnum_ccdc_archive 'CCDC 1471476'
_audit_update_record             
;
2016-03-30 deposited with the CCDC.
2016-07-25 downloaded from the CCDC.
;
_audit_creation_date             2016-03-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C6 H8 O7), C8 H10 N4 O2, 2(H2 O)'
_chemical_formula_sum            'C20 H30 N4 O18'
_chemical_formula_weight         614.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H26 N5 O5'
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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.7407(6)
_cell_length_b                   9.5561(3)
_cell_length_c                   16.5918(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.525(3)
_cell_angle_gamma                90
_cell_volume                     2654.17(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4388
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.3410
_cell_measurement_theta_min      3.4430
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13722
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.633
_diffrn_reflns_theta_min         2.739
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -43.00   51.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468   38.0000  -30.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -89.00  -32.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468  -57.0000   90.0000 57

#__ type_ start__ end____ width___ exp.time_
  3 omega  -85.00    3.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468  -79.0000 -167.0000 88

#__ type_ start__ end____ width___ exp.time_
  4 omega   -1.00   45.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468   57.0000    0.0000 46

#__ type_ start__ end____ width___ exp.time_
  5 omega   29.00   65.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281 -100.0000  -30.0000 36

#__ type_ start__ end____ width___ exp.time_
  6 omega   -2.00   61.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281  -19.0000  150.0000 63

#__ type_ start__ end____ width___ exp.time_
  7 omega   22.00   65.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281 -100.0000  120.0000 43

#__ type_ start__ end____ width___ exp.time_
  8 omega   20.00   73.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281   57.0000   60.0000 53
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0136828500
_diffrn_orient_matrix_UB_12      -0.0052391500
_diffrn_orient_matrix_UB_13      0.0402242000
_diffrn_orient_matrix_UB_21      -0.0347783500
_diffrn_orient_matrix_UB_22      -0.0351612500
_diffrn_orient_matrix_UB_23      -0.0138613000
_diffrn_orient_matrix_UB_31      0.0199591500
_diffrn_orient_matrix_UB_32      -0.0651399500
_diffrn_orient_matrix_UB_33      0.0043187000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2984
_reflns_number_total             3787
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_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    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3787
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.050
_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)+(0.0400P)²+1.4915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1108
_refine_special_details          
;
The caffeine was found to be disordered over two positions across
the 2-fold rotation, the occupancies were fixed at 50% due to symmetry.
;
_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
 O5-H5
 0.9 with sigma of 0.01
3. Others
 Fixed Sof: O10(0.5) N2(0.5) N3(0.5) C11(0.5) H11(0.5) C12(0.5) H12A(0.5)
 H12B(0.5) H12C(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B)
4.b Aromatic/amide H refined with riding coordinates:
 C11(H11)
4.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
O2 O 0.37748(7) 0.34608(11) 0.37754(6) 0.0241(3) Uani 1 1 d . . . . .
O3 O 0.41641(7) 0.43554(11) 0.49626(7) 0.0206(2) Uani 1 1 d . . . . .
O4 O 0.45411(6) 0.04782(11) 0.39351(6) 0.0159(2) Uani 1 1 d . . . . .
O5 O 0.29802(7) -0.21118(11) 0.40673(8) 0.0285(3) Uani 1 1 d D . . . .
O6 O 0.41530(7) -0.29232(11) 0.45074(8) 0.0274(3) Uani 1 1 d . . . . .
O7 O 0.24435(6) 0.10577(12) 0.41553(7) 0.0223(2) Uani 1 1 d . . . . .
O8 O 0.31797(6) 0.05926(11) 0.30636(6) 0.0196(2) Uani 1 1 d . . . . .
C1 C 0.39394(8) 0.33202(14) 0.44864(9) 0.0152(3) Uani 1 1 d . . . . .
C2 C 0.38900(9) 0.19472(14) 0.49263(8) 0.0149(3) Uani 1 1 d . . . . .
H2A H 0.3418 0.1966 0.5282 0.018 Uiso 1 1 calc R . . . .
H2B H 0.4371 0.1844 0.5274 0.018 Uiso 1 1 calc R . . . .
C3 C 0.38267(8) 0.06629(13) 0.43692(8) 0.0131(3) Uani 1 1 d . . . . .
C4 C 0.37357(9) -0.06297(14) 0.49187(8) 0.0158(3) Uani 1 1 d . . . . .
H4A H 0.4207 -0.0684 0.5282 0.019 Uiso 1 1 calc R . . . .
H4B H 0.3258 -0.0499 0.5258 0.019 Uiso 1 1 calc R . . . .
C5 C 0.36552(9) -0.20034(14) 0.44719(8) 0.0159(3) Uani 1 1 d . . . . .
C6 C 0.31150(8) 0.07806(13) 0.37842(9) 0.0146(3) Uani 1 1 d . . . . .
O9 O 0.5000 0.80305(14) 0.7500 0.0261(4) Uani 1 2 d S T P . .
N1 N 0.43998(8) 0.59999(12) 0.71173(7) 0.0175(3) Uani 1 1 d . . . . .
C7 C 0.5000 0.6738(2) 0.7500 0.0184(4) Uani 1 2 d S T P . .
C8 C 0.43631(9) 0.45586(14) 0.71303(8) 0.0147(3) Uani 1 1 d . . . . .
C9 C 0.5000 0.38705(19) 0.7500 0.0135(4) Uani 1 2 d S T P A .
C10 C 0.37434(12) 0.67831(18) 0.67333(11) 0.0315(4) Uani 1 1 d . . . . .
H10A H 0.3266 0.6720 0.7068 0.047 Uiso 1 1 calc GR . . . .
H10B H 0.3628 0.6385 0.6200 0.047 Uiso 1 1 calc GR . . . .
H10C H 0.3898 0.7766 0.6675 0.047 Uiso 1 1 calc GR . . . .
O10 O 0.3754(5) 0.4007(5) 0.6805(5) 0.0223(11) Uani 0.5 1 d . . . A -2
N2 N 0.3836(6) 0.3613(6) 0.6864(6) 0.0179(11) Uani 0.5 1 d . . . A -1
N3 N 0.4860(2) 0.2455(2) 0.7438(4) 0.0157(9) Uani 0.5 1 d . . . A -1
C11 C 0.41535(17) 0.2367(3) 0.70560(17) 0.0171(6) Uani 0.5 1 d . . . A -1
H11 H 0.3901 0.1502 0.6933 0.021 Uiso 0.5 1 calc R . . A -1
C12 C 0.53833(19) 0.1331(3) 0.77039(18) 0.0191(6) Uani 0.5 1 d . . . A -1
H12A H 0.5891 0.1390 0.7417 0.029 Uiso 0.5 1 calc GR . . A -1
H12B H 0.5129 0.0428 0.7590 0.029 Uiso 0.5 1 calc GR . . A -1
H12C H 0.5482 0.1417 0.8285 0.029 Uiso 0.5 1 calc GR . . A -1
O1 O 0.26331(8) 0.55034(12) 0.34092(7) 0.0227(2) Uani 1 1 d . . . . .
H4 H 0.4510(13) 0.093(2) 0.3519(12) 0.031(5) Uiso 1 1 d . . . . .
H7 H 0.2022(16) 0.108(2) 0.3791(15) 0.053(7) Uiso 1 1 d . . . . .
H1A H 0.2459(13) 0.551(2) 0.2912(14) 0.035(6) Uiso 1 1 d . . . . .
H1B H 0.2989(14) 0.485(2) 0.3440(13) 0.037(6) Uiso 1 1 d . . . . .
H5 H 0.2926(17) -0.2960(15) 0.3824(14) 0.069(8) Uiso 1 1 d D . . . .
H3 H 0.4164(14) 0.509(2) 0.4696(14) 0.047(7) Uiso 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
O2 C1 1.2164(18) . ?
O3 C1 1.3188(17) . ?
O3 H3 0.83(2) . ?
O4 C3 1.4127(16) . ?
O4 H4 0.82(2) . ?
O5 C5 1.3133(19) . ?
O5 H5 0.909(10) . ?
O6 C5 1.2123(18) . ?
O7 C6 1.3136(17) . ?
O7 H7 0.92(3) . ?
O8 C6 1.2149(17) . ?
C1 C2 1.5040(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5395(18) . ?
C3 C4 1.5436(18) . ?
C3 C6 1.534(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.5130(19) . ?
O9 C7 1.235(2) . ?
N1 C7 1.3780(16) . ?
N1 C8 1.3789(18) . ?
N1 C10 1.470(2) . ?
C7 N1 1.3780(16) 2_656 ?
C8 C9 1.3905(17) . ?
C8 O10 1.264(9) . ?
C8 N2 1.336(10) . ?
C9 C8 1.3905(17) 2_656 ?
C9 N3 1.377(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
N2 C11 1.341(6) . ?
N3 C11 1.339(4) . ?
N3 C12 1.452(4) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
O1 H1A 0.87(2) . ?
O1 H1B 0.87(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O3 H3 108.3(16) . . ?
C3 O4 H4 108.5(15) . . ?
C5 O5 H5 112.3(18) . . ?
C6 O7 H7 110.4(15) . . ?
O2 C1 O3 123.99(13) . . ?
O2 C1 C2 123.65(13) . . ?
O3 C1 C2 112.35(12) . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
C1 C2 C3 114.07(11) . . ?
H2A C2 H2B 107.6 . . ?
C3 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
O4 C3 C2 110.59(11) . . ?
O4 C3 C4 106.85(11) . . ?
O4 C3 C6 110.05(11) . . ?
C2 C3 C4 106.85(11) . . ?
C6 C3 C2 111.73(11) . . ?
C6 C3 C4 110.61(11) . . ?
C3 C4 H4A 108.7 . . ?
C3 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C5 C4 C3 114.44(11) . . ?
C5 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
O5 C5 C4 113.03(12) . . ?
O6 C5 O5 123.75(13) . . ?
O6 C5 C4 123.18(14) . . ?
O7 C6 C3 112.42(12) . . ?
O8 C6 O7 125.12(14) . . ?
O8 C6 C3 122.42(12) . . ?
C7 N1 C8 122.46(13) . . ?
C7 N1 C10 118.56(13) . . ?
C8 N1 C10 118.82(14) . . ?
O9 C7 N1 120.80(9) . 2_656 ?
O9 C7 N1 120.80(8) . . ?
N1 C7 N1 118.40(17) 2_656 . ?
N1 C8 C9 116.43(13) . . ?
O10 C8 N1 116.5(2) . . ?
O10 C8 C9 127.1(2) . . ?
N2 C8 N1 134.4(3) . . ?
N2 C8 C9 109.1(3) . . ?
C8 C9 C8 123.56(17) 2_656 . ?
N3 C9 C8 128.84(16) . 2_656 ?
N3 C9 C8 107.59(15) . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 N2 C11 105.2(6) . . ?
C9 N3 C12 127.0(2) . . ?
C11 N3 C9 104.2(2) . . ?
C11 N3 C12 128.7(2) . . ?
N2 C11 H11 123.1 . . ?
N3 C11 N2 113.8(5) . . ?
N3 C11 H11 123.1 . . ?
N3 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
N3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H1A O1 H1B 106.5(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4 O9 0.82(2) 2.13(2) 2.8852(12) 154(2) 5_666
O7 H7 O10 0.92(3) 1.63(3) 2.550(8) 175(2) 7_556
O7 H7 N2 0.92(3) 1.82(3) 2.735(9) 171(2) 7_556
O1 H1A O8 0.87(2) 1.93(2) 2.7873(16) 166(2) 4
O1 H1B O2 0.87(2) 1.95(2) 2.7949(17) 167(2) .
O5 H5 O1 0.909(10) 1.693(11) 2.5907(15) 169(3) 1_545
O3 H3 O6 0.83(2) 1.93(2) 2.7081(15) 157(2) 1_565

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
O2 C1 C2 C3 15.1(2) . . . . ?
O3 C1 C2 C3 -166.28(12) . . . . ?
O4 C3 C4 C5 -62.22(15) . . . . ?
O4 C3 C6 O7 -175.26(11) . . . . ?
O4 C3 C6 O8 6.73(18) . . . . ?
C1 C2 C3 O4 67.11(15) . . . . ?
C1 C2 C3 C4 -176.96(12) . . . . ?
C1 C2 C3 C6 -55.84(15) . . . . ?
C2 C3 C4 C5 179.37(12) . . . . ?
C2 C3 C6 O7 -51.99(15) . . . . ?
C2 C3 C6 O8 129.99(14) . . . . ?
C3 C4 C5 O5 -68.17(16) . . . . ?
C3 C4 C5 O6 114.08(16) . . . . ?
C4 C3 C6 O7 66.91(14) . . . . ?
C4 C3 C6 O8 -111.10(14) . . . . ?
C6 C3 C4 C5 57.55(15) . . . . ?
N1 C8 C9 C8 2.30(8) . . . 2_656 ?
N1 C8 C9 N3 -178.9(3) . . . . ?
N1 C8 N2 C11 179.4(2) . . . . ?
C7 N1 C8 C9 -4.78(17) . . . . ?
C7 N1 C8 O10 175.2(4) . . . . ?
C7 N1 C8 N2 174.9(6) . . . . ?
C8 N1 C7 O9 -177.47(9) . . . . ?
C8 N1 C7 N1 2.53(9) . . . 2_656 ?
C8 C9 N3 C11 -1.2(5) . . . . ?
C8 C9 N3 C11 177.6(2) 2_656 . . . ?
C8 C9 N3 C12 -4.5(8) 2_656 . . . ?
C8 C9 N3 C12 176.8(5) . . . . ?
C8 N2 C11 N3 0.2(8) . . . . ?
C9 C8 N2 C11 -1.0(7) . . . . ?
C9 N3 C11 N2 0.6(7) . . . . ?
C10 N1 C7 O9 -2.16(14) . . . . ?
C10 N1 C7 N1 177.84(14) . . . 2_656 ?
C10 N1 C8 C9 179.92(11) . . . . ?
C10 N1 C8 O10 -0.1(5) . . . . ?
C10 N1 C8 N2 -0.4(6) . . . . ?
O10 C8 C9 C8 -177.6(5) . . . 2_656 ?
O10 C8 C9 N3 1.2(6) . . . . ?
O10 C8 N2 C11 178(3) . . . . ?
N2 C8 C9 C8 -177.4(5) . . . 2_656 ?
N2 C8 C9 N3 1.4(5) . . . . ?
C12 N3 C11 N2 -177.3(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
