# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
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data_5c

_refine_ls_number_constraints    2
#Added by publCIF

_audit_update_record             
;
2014-08-27 # Formatted by publCIF
;

# publcif _publ_body_element loop end
_audit_creation_date             2014-08-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H25 N3 O6,0.167(C2 O H6)'
_chemical_formula_sum            'C29.33 H26 N3 O6.17'
_chemical_formula_weight         519.20
_chemical_melting_point          ?
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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   28.3533(11)
_cell_length_b                   28.3533(11)
_cell_length_c                   15.9781(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     11124.0(10)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    115
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_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    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             4902
_exptl_crystal_recrystallization_method 
'The material was recrystallised from ethanol by slow evaporation'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            75304
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.507
_diffrn_reflns_theta_min         2.538
_diffrn_ambient_temperature      115.0
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean '512 x 512'
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Nonius Kappa Apex II'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4827
_reflns_number_total             5544
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5544
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.036
_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)+(0.0585P)²+12.4959P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1046
_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) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uiso(O1A) = Uiso(C1A)
3. Others
 Fixed Sof: O1A(0.16667) H1AA(0.16667)
4.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11)
4.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C16(H16), C17(H17), C18(H18), C19(H19),
 C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), N3(H3A)
4.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C13(H13A,H13B,H13C)
4.e Idealised tetrahedral OH refined as rotating group:
 O1A(H1AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
H2 H 0.3498(7) 0.3219(7) 0.3751(11) 0.026(4) Uiso 1 1 d . . . . .
C1 C 0.50738(7) 0.27650(7) 0.83347(9) 0.0353(3) Uani 1 1 d . . . . .
H1A H 0.5295 0.3163 0.8331 0.053 Uiso 1 1 calc GR . . . .
H1B H 0.5216 0.2617 0.8757 0.053 Uiso 1 1 calc GR . . . .
H1C H 0.4696 0.2656 0.8469 0.053 Uiso 1 1 calc GR . . . .
C2 C 0.48748(5) 0.26972(5) 0.68760(8) 0.0198(2) Uani 1 1 d . . . . .
C3 C 0.47055(5) 0.30771(5) 0.69219(8) 0.0198(2) Uani 1 1 d . . . . .
H3 H 0.4740 0.3265 0.7430 0.024 Uiso 1 1 calc R . . . .
C4 C 0.44832(5) 0.31815(5) 0.62159(8) 0.0188(2) Uani 1 1 d . . . . .
H4 H 0.4377 0.3450 0.6247 0.023 Uiso 1 1 calc R . . . .
C5 C 0.44132(4) 0.29039(5) 0.54691(7) 0.0147(2) Uani 1 1 d . . . . .
C6 C 0.45891(6) 0.25228(5) 0.54408(8) 0.0218(3) Uani 1 1 d . . . . .
H6 H 0.4545 0.2326 0.4938 0.026 Uiso 1 1 calc R . . . .
C7 C 0.48255(6) 0.24252(6) 0.61271(8) 0.0254(3) Uani 1 1 d . . . . .
H7 H 0.4954 0.2174 0.6088 0.030 Uiso 1 1 calc R . . . .
C8 C 0.41426(4) 0.29764(4) 0.47004(7) 0.0134(2) Uani 1 1 d . . . . .
H8 H 0.3939 0.2611 0.4426 0.016 Uiso 1 1 calc R . . . .
C9 C 0.45226(4) 0.33856(4) 0.40104(7) 0.0124(2) Uani 1 1 d . . . . .
C10 C 0.42699(4) 0.37695(4) 0.38617(7) 0.0132(2) Uani 1 1 d . . . . .
C11 C 0.37182(4) 0.31610(5) 0.48815(7) 0.0143(2) Uani 1 1 d . . . . .
H11 H 0.3840 0.3409 0.5378 0.017 Uiso 1 1 calc R . . . .
C12 C 0.31561(5) 0.26856(5) 0.50462(8) 0.0166(2) Uani 1 1 d . . . . .
C13 C 0.25083(6) 0.21824(9) 0.60789(11) 0.0495(5) Uani 1 1 d . . . . .
H13A H 0.2445 0.1834 0.5851 0.074 Uiso 1 1 calc GR . . . .
H13B H 0.2242 0.2270 0.5842 0.074 Uiso 1 1 calc GR . . . .
H13C H 0.2469 0.2155 0.6689 0.074 Uiso 1 1 calc GR . . . .
C14 C 0.45754(4) 0.42803(4) 0.44322(7) 0.0146(2) Uani 1 1 d . . . . .
C15 C 0.46551(5) 0.45940(5) 0.30980(7) 0.0160(2) Uani 1 1 d . . . . .
C16 C 0.47835(5) 0.49469(5) 0.24306(8) 0.0205(2) Uani 1 1 d . . . . .
H16 H 0.5003 0.5330 0.2501 0.025 Uiso 1 1 calc R . . . .
C17 C 0.45761(5) 0.47173(5) 0.16464(8) 0.0230(3) Uani 1 1 d . . . . .
H17 H 0.4659 0.4949 0.1173 0.028 Uiso 1 1 calc R . . . .
C18 C 0.42508(5) 0.41581(5) 0.15464(8) 0.0208(3) Uani 1 1 d . . . . .
H18 H 0.4109 0.4012 0.1009 0.025 Uiso 1 1 calc R . . . .
C19 C 0.41304(5) 0.38081(5) 0.22299(7) 0.0173(2) Uani 1 1 d . . . . .
H19 H 0.3909 0.3425 0.2161 0.021 Uiso 1 1 calc R . . . .
C20 C 0.43386(4) 0.40280(5) 0.30089(7) 0.0142(2) Uani 1 1 d . . . . .
C21 C 0.51402(4) 0.36965(5) 0.41419(7) 0.0140(2) Uani 1 1 d . . . . .
H21A H 0.5263 0.4067 0.4360 0.017 Uiso 1 1 calc R . . . .
H21B H 0.5250 0.3501 0.4541 0.017 Uiso 1 1 calc R . . . .
C22 C 0.53775(5) 0.37231(4) 0.32882(7) 0.0136(2) Uani 1 1 d . . . . .
C23 C 0.44643(4) 0.30753(4) 0.31951(7) 0.0132(2) Uani 1 1 d . . . . .
C24 C 0.50693(5) 0.31280(4) 0.20173(7) 0.0145(2) Uani 1 1 d . . . . .
C25 C 0.46740(5) 0.29160(5) 0.13937(7) 0.0184(2) Uani 1 1 d . . . . .
H25 H 0.4345 0.2925 0.1453 0.022 Uiso 1 1 calc R . . . .
C26 C 0.47667(6) 0.26908(5) 0.06802(8) 0.0238(3) Uani 1 1 d . . . . .
H26 H 0.4496 0.2540 0.0256 0.029 Uiso 1 1 calc R . . . .
C27 C 0.52485(6) 0.26850(5) 0.05854(8) 0.0252(3) Uani 1 1 d . . . . .
H27 H 0.5307 0.2528 0.0100 0.030 Uiso 1 1 calc R . . . .
C28 C 0.56459(6) 0.29095(5) 0.12003(8) 0.0237(3) Uani 1 1 d . . . . .
H28 H 0.5980 0.2913 0.1128 0.028 Uiso 1 1 calc R . . . .
C29 C 0.55589(5) 0.31289(5) 0.19195(8) 0.0185(2) Uani 1 1 d . . . . .
H29 H 0.5830 0.3279 0.2342 0.022 Uiso 1 1 calc R . . . .
N1 N 0.49667(4) 0.33237(4) 0.27834(6) 0.01263(19) Uani 1 1 d . . . . .
N2 N 0.37036(4) 0.34613(4) 0.41427(6) 0.0149(2) Uani 1 1 d . . . . .
N3 N 0.47888(4) 0.47273(4) 0.39438(6) 0.0165(2) Uani 1 1 d . . . . .
H3A H 0.4988 0.5062 0.4132 0.020 Uiso 1 1 calc R . . . .
O1 O 0.50952(5) 0.25594(5) 0.75342(6) 0.0316(2) Uani 1 1 d . . . . .
O2 O 0.28412(3) 0.24125(4) 0.45062(6) 0.0220(2) Uani 1 1 d . . . . .
O3 O 0.30535(4) 0.26080(4) 0.58639(6) 0.0298(2) Uani 1 1 d . . . . .
O4 O 0.46171(4) 0.42714(3) 0.51946(5) 0.01867(18) Uani 1 1 d . . . . .
O5 O 0.40521(3) 0.26882(3) 0.29388(5) 0.01848(18) Uani 1 1 d . . . . .
O6 O 0.58385(3) 0.40227(3) 0.30589(5) 0.01970(19) Uani 1 1 d . . . . .
C1A C 0.6667 0.3333 0.7887(5) 0.133(2) Uiso 1 3 d S T P A 1
O1A O 0.6258(8) 0.3257(8) 0.7251(12) 0.133(2) Uiso 0.1667 1 d . . . . .
H1AA H 0.6294 0.3100 0.6831 0.199 Uiso 0.1667 1 calc GR . . A .


_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
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 O1 1.4194(17) . ?
C2 C3 1.3832(17) . ?
C2 C7 1.3923(18) . ?
C2 O1 1.3760(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.3941(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.3880(16) . ?
C5 C6 1.3991(16) . ?
C5 C8 1.5157(16) . ?
C6 H6 0.9500 . ?
C6 C7 1.3832(18) . ?
C7 H7 0.9500 . ?
C8 H8 1.0000 . ?
C8 C9 1.5724(15) . ?
C8 C11 1.5607(15) . ?
C9 C10 1.5920(15) . ?
C9 C21 1.5309(15) . ?
C9 C23 1.5339(15) . ?
C10 C14 1.5571(15) . ?
C10 C20 1.5130(16) . ?
C10 N2 1.4629(14) . ?
C11 H11 1.0000 . ?
C11 C12 1.5092(15) . ?
C11 N2 1.4682(15) . ?
C12 O2 1.2041(15) . ?
C12 O3 1.3326(15) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 O3 1.4486(17) . ?
C14 N3 1.3470(15) . ?
C14 O4 1.2253(15) . ?
C15 C16 1.3807(17) . ?
C15 C20 1.4003(16) . ?
C15 N3 1.4035(15) . ?
C16 H16 0.9500 . ?
C16 C17 1.3988(18) . ?
C17 H17 0.9500 . ?
C17 C18 1.3885(18) . ?
C18 H18 0.9500 . ?
C18 C19 1.3983(17) . ?
C19 H19 0.9500 . ?
C19 C20 1.3851(16) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.5061(15) . ?
C22 N1 1.4037(14) . ?
C22 O6 1.2058(14) . ?
C23 N1 1.3982(14) . ?
C23 O5 1.2064(14) . ?
C24 C25 1.3916(16) . ?
C24 C29 1.3958(17) . ?
C24 N1 1.4327(14) . ?
C25 H25 0.9500 . ?
C25 C26 1.3944(17) . ?
C26 H26 0.9500 . ?
C26 C27 1.383(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.3863(17) . ?
C29 H29 0.9500 . ?
N2 H2 0.896(17) . ?
N3 H3A 0.8800 . ?
C1A C1A 1.425(16) 16_656 ?
C1A O1A 1.474(18) 2_655 ?
C1A O1A 1.474(18) 3_665 ?
C1A O1A 1.474(18) . ?
O1A H1AA 0.8400 . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
C3 C2 C7 119.94(11) . . ?
O1 C2 C3 124.36(11) . . ?
O1 C2 C7 115.70(11) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.49(11) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.1 . . ?
C5 C4 C3 121.79(11) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 117.43(11) . . ?
C4 C5 C8 123.94(10) . . ?
C6 C5 C8 118.60(10) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.63(11) . . ?
C7 C6 H6 119.2 . . ?
C2 C7 H7 120.2 . . ?
C6 C7 C2 119.66(11) . . ?
C6 C7 H7 120.2 . . ?
C5 C8 H8 106.5 . . ?
C5 C8 C9 117.50(9) . . ?
C5 C8 C11 115.00(9) . . ?
C9 C8 H8 106.5 . . ?
C11 C8 H8 106.5 . . ?
C11 C8 C9 103.97(9) . . ?
C8 C9 C10 103.44(8) . . ?
C21 C9 C8 119.54(9) . . ?
C21 C9 C10 113.78(9) . . ?
C21 C9 C23 102.19(8) . . ?
C23 C9 C8 109.55(9) . . ?
C23 C9 C10 108.00(9) . . ?
C14 C10 C9 108.49(9) . . ?
C20 C10 C9 118.21(9) . . ?
C20 C10 C14 101.52(9) . . ?
N2 C10 C9 106.30(9) . . ?
N2 C10 C14 108.06(9) . . ?
N2 C10 C20 113.75(9) . . ?
C8 C11 H11 109.2 . . ?
C12 C11 C8 112.33(9) . . ?
C12 C11 H11 109.2 . . ?
N2 C11 C8 107.18(9) . . ?
N2 C11 H11 109.2 . . ?
N2 C11 C12 109.56(9) . . ?
O2 C12 C11 124.17(11) . . ?
O2 C12 O3 124.47(11) . . ?
O3 C12 C11 111.36(10) . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
N3 C14 C10 108.37(10) . . ?
O4 C14 C10 125.27(10) . . ?
O4 C14 N3 126.35(10) . . ?
C16 C15 C20 122.52(11) . . ?
C16 C15 N3 127.65(11) . . ?
C20 C15 N3 109.78(10) . . ?
C15 C16 H16 121.4 . . ?
C15 C16 C17 117.23(11) . . ?
C17 C16 H16 121.4 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.27(12) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.50(12) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.5 . . ?
C20 C19 C18 118.99(11) . . ?
C20 C19 H19 120.5 . . ?
C15 C20 C10 108.49(10) . . ?
C19 C20 C10 131.96(10) . . ?
C19 C20 C15 119.46(11) . . ?
C9 C21 H21A 110.8 . . ?
C9 C21 H21B 110.8 . . ?
H21A C21 H21B 108.8 . . ?
C22 C21 C9 104.96(9) . . ?
C22 C21 H21A 110.8 . . ?
C22 C21 H21B 110.8 . . ?
N1 C22 C21 108.08(9) . . ?
O6 C22 C21 127.61(10) . . ?
O6 C22 N1 124.30(10) . . ?
N1 C23 C9 108.67(9) . . ?
O5 C23 C9 125.99(10) . . ?
O5 C23 N1 125.32(11) . . ?
C25 C24 C29 120.42(11) . . ?
C25 C24 N1 120.22(10) . . ?
C29 C24 N1 119.29(10) . . ?
C24 C25 H25 120.4 . . ?
C24 C25 C26 119.18(12) . . ?
C26 C25 H25 120.4 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.57(12) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.85(12) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.48(12) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 H29 120.3 . . ?
C28 C29 C24 119.46(12) . . ?
C28 C29 H29 120.3 . . ?
C22 N1 C24 123.80(9) . . ?
C23 N1 C22 111.19(9) . . ?
C23 N1 C24 124.05(9) . . ?
C10 N2 H2 110.0(11) . . ?
C10 N2 C11 104.62(9) . . ?
C11 N2 H2 108.2(11) . . ?
C14 N3 C15 111.77(9) . . ?
C14 N3 H3A 124.1 . . ?
C15 N3 H3A 124.1 . . ?
C2 O1 C1 116.96(11) . . ?
C12 O3 C13 115.08(11) . . ?
C1A C1A O1A 133.6(8) 16_656 2_655 ?
C1A C1A O1A 133.6(8) 16_656 3_665 ?
C1A C1A O1A 133.6(8) 16_656 . ?
O1A C1A O1A 77.7(12) 2_655 3_665 ?
O1A C1A O1A 77.7(12) 3_665 . ?
O1A C1A O1A 77.7(12) 2_655 . ?
C1A O1A H1AA 109.5 . . ?

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
N3 H3A O4 0.88 1.97 2.8303(13) 166.8 10_666

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
C2 C3 C4 C5 1.69(19) . . . . ?
C3 C2 C7 C6 -2.3(2) . . . . ?
C3 C2 O1 C1 9.3(2) . . . . ?
C3 C4 C5 C6 -1.79(18) . . . . ?
C3 C4 C5 C8 176.11(11) . . . . ?
C4 C5 C6 C7 -0.18(19) . . . . ?
C4 C5 C8 C9 95.89(13) . . . . ?
C4 C5 C8 C11 -27.00(15) . . . . ?
C5 C6 C7 C2 2.2(2) . . . . ?
C5 C8 C9 C10 -128.56(10) . . . . ?
C5 C8 C9 C21 -0.83(14) . . . . ?
C5 C8 C9 C23 116.48(10) . . . . ?
C5 C8 C11 C12 -87.06(12) . . . . ?
C5 C8 C11 N2 152.56(9) . . . . ?
C6 C5 C8 C9 -86.23(13) . . . . ?
C6 C5 C8 C11 150.87(11) . . . . ?
C7 C2 C3 C4 0.40(19) . . . . ?
C7 C2 O1 C1 -170.55(13) . . . . ?
C8 C5 C6 C7 -178.19(12) . . . . ?
C8 C9 C10 C14 93.69(10) . . . . ?
C8 C9 C10 C20 -151.58(9) . . . . ?
C8 C9 C10 N2 -22.31(11) . . . . ?
C8 C9 C21 C22 142.73(9) . . . . ?
C8 C9 C23 N1 -146.46(9) . . . . ?
C8 C9 C23 O5 34.98(15) . . . . ?
C8 C11 C12 O2 -81.44(14) . . . . ?
C8 C11 C12 O3 98.63(12) . . . . ?
C8 C11 N2 C10 -37.73(11) . . . . ?
C9 C8 C11 C12 143.07(9) . . . . ?
C9 C8 C11 N2 22.69(11) . . . . ?
C9 C10 C14 N3 122.67(10) . . . . ?
C9 C10 C14 O4 -56.57(14) . . . . ?
C9 C10 C20 C15 -116.18(10) . . . . ?
C9 C10 C20 C19 67.24(16) . . . . ?
C9 C10 N2 C11 37.17(11) . . . . ?
C9 C21 C22 N1 -18.25(11) . . . . ?
C9 C21 C22 O6 162.83(11) . . . . ?
C9 C23 N1 C22 8.13(12) . . . . ?
C9 C23 N1 C24 177.24(9) . . . . ?
C10 C9 C21 C22 -94.48(10) . . . . ?
C10 C9 C23 N1 101.54(10) . . . . ?
C10 C9 C23 O5 -77.03(14) . . . . ?
C10 C14 N3 C15 1.96(13) . . . . ?
C11 C8 C9 C10 -0.21(10) . . . . ?
C11 C8 C9 C21 127.52(10) . . . . ?
C11 C8 C9 C23 -115.17(9) . . . . ?
C11 C12 O3 C13 175.99(13) . . . . ?
C12 C11 N2 C10 -159.85(9) . . . . ?
C14 C10 C20 C15 2.28(11) . . . . ?
C14 C10 C20 C19 -174.29(12) . . . . ?
C14 C10 N2 C11 -79.12(10) . . . . ?
C15 C16 C17 C18 0.56(18) . . . . ?
C16 C15 C20 C10 -178.96(11) . . . . ?
C16 C15 C20 C19 -1.89(17) . . . . ?
C16 C15 N3 C14 177.04(11) . . . . ?
C16 C17 C18 C19 -1.20(19) . . . . ?
C17 C18 C19 C20 0.29(18) . . . . ?
C18 C19 C20 C10 177.47(11) . . . . ?
C18 C19 C20 C15 1.20(17) . . . . ?
C20 C10 C14 N3 -2.56(11) . . . . ?
C20 C10 C14 O4 178.20(11) . . . . ?
C20 C10 N2 C11 168.98(9) . . . . ?
C20 C15 C16 C17 0.99(18) . . . . ?
C20 C15 N3 C14 -0.44(13) . . . . ?
C21 C9 C10 C14 -37.55(12) . . . . ?
C21 C9 C10 C20 77.18(12) . . . . ?
C21 C9 C10 N2 -153.55(9) . . . . ?
C21 C9 C23 N1 -18.72(11) . . . . ?
C21 C9 C23 O5 162.71(11) . . . . ?
C21 C22 N1 C23 6.52(12) . . . . ?
C21 C22 N1 C24 -162.63(10) . . . . ?
C23 C9 C10 C14 -150.24(9) . . . . ?
C23 C9 C10 C20 -35.51(12) . . . . ?
C23 C9 C10 N2 93.76(10) . . . . ?
C23 C9 C21 C22 21.67(11) . . . . ?
C24 C25 C26 C27 -1.00(19) . . . . ?
C25 C24 C29 C28 -0.92(17) . . . . ?
C25 C24 N1 C22 -153.75(11) . . . . ?
C25 C24 N1 C23 38.49(16) . . . . ?
C25 C26 C27 C28 -0.6(2) . . . . ?
C26 C27 C28 C29 1.5(2) . . . . ?
C27 C28 C29 C24 -0.72(19) . . . . ?
C29 C24 C25 C26 1.77(17) . . . . ?
C29 C24 N1 C22 29.21(15) . . . . ?
C29 C24 N1 C23 -138.56(11) . . . . ?
N1 C24 C25 C26 -175.24(10) . . . . ?
N1 C24 C29 C28 176.11(11) . . . . ?
N2 C10 C14 N3 -122.48(10) . . . . ?
N2 C10 C14 O4 58.28(14) . . . . ?
N2 C10 C20 C15 118.09(10) . . . . ?
N2 C10 C20 C19 -58.48(16) . . . . ?
N2 C11 C12 O2 37.56(15) . . . . ?
N2 C11 C12 O3 -142.38(10) . . . . ?
N3 C15 C16 C17 -176.21(11) . . . . ?
N3 C15 C20 C10 -1.32(12) . . . . ?
N3 C15 C20 C19 175.75(10) . . . . ?
O1 C2 C3 C4 -179.45(12) . . . . ?
O1 C2 C7 C6 177.56(13) . . . . ?
O2 C12 O3 C13 -3.9(2) . . . . ?
O4 C14 N3 C15 -178.81(11) . . . . ?
O5 C23 N1 C22 -173.29(11) . . . . ?
O5 C23 N1 C24 -4.17(18) . . . . ?
O6 C22 N1 C23 -174.51(11) . . . . ?
O6 C22 N1 C24 16.34(17) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 976702'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
