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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
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# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_007-15146
_database_code_depnum_ccdc_archive 'CCDC 1453124'
_audit_update_record             
;
2016-02-12 deposited with the CCDC.
2016-03-02 downloaded from the CCDC.
;

_vrf_PLAT413_007-15146           
; 
PROBLEM: Short Inter XH3 .. XHn     H23D   ..  H24B    ..       1.97 Ang. 
RESPONSE: Hydrogen atom H23D is a part of the terminal methyl in a disordered portion model. The hydrogen position could not be 
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H44 N5 O7'
_chemical_formula_sum            'C26 H44 N5 O7'
_chemical_formula_weight         538.66

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'

_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'

_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. 
;

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                   11.9360(8)
_cell_length_b                   16.0501(11)
_cell_length_c                   16.5597(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3172.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    228(2)
_cell_measurement_reflns_used    554
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      68.3

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_F_000             1164
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.676
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private Communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      228(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  'Rigaku Saturn 944+ CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 22.2
_diffrn_reflns_number            109326
_diffrn_reflns_av_unetI/netI     0.0108
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.566
_diffrn_reflns_theta_max         67.916
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5733
_reflns_number_gt                5308
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.778
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.998

_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. 
;

_computing_data_collection       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
; 
Dolomanov, O.V.; Bourhis, L.J.; Gildea, R.J.; Howard, J.A.K.; Puschmann, H., 
OLEX2: A complete structure solution, refinement and analysis program 
(2009). J. Appl. Cryst., 42, 339-341. 
;
_computing_publication_material  'SHELXL-2013/2 (Sheldrick, 2014)'
_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
  
The hydrogen atoms were first found in the difference map, then generated 
geometrically and refined as riding atoms with C-H distances = 0.95 - 0.99 
angstroms and Uiso(H) = 1.2 times Ueq(C) for CH and CH2 groups and Uiso(H) 
= 1.5 times Ueq(C) for CH3 groups. This data was collected at -45 degrees 
Celsius, which obscured the already difficult to locate 
heteroatom hydrogen atoms.  The model reported 
here uses a riding models and geometrically placed hydrogen atoms for all 
heteroatoms.  The ester and butyl residues are disordered over two equally 
occupied positions.  The atoms involved are distinguished with the suffix "a" and 
"b". The atomic displacement parameters are large (due to the relatively high 
temperature need for data collection). Subsequently, rigid bond restrains were used to 
aid the refinement. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1081P)²+0.2464P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0045(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2207 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.01(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5733
_refine_ls_number_parameters     425
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1513
_refine_ls_wR_factor_gt          0.1454
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.8430(3) 0.4476(4) 0.3983(2) 0.1550(16) Uani 1 1 d . . . . .
O2 O 0.6224(2) 0.56508(14) 0.25553(18) 0.0917(7) Uani 1 1 d . . . . .
O3 O 0.47281(15) 0.35772(13) 0.25681(10) 0.0670(5) Uani 1 1 d . . . . .
O4 O 0.68087(16) 0.26469(13) 0.16622(13) 0.0707(5) Uani 1 1 d . . . . .
O5 O 0.67500(16) 0.14012(14) 0.23221(14) 0.0810(6) Uani 1 1 d . . . . .
O6A O 0.6199(15) 0.2326(6) 0.4321(7) 0.183(6) Uani 0.5 1 d . . P A 1
O6B O 0.7211(16) 0.2544(8) 0.4560(5) 0.201(7) Uani 0.5 1 d . . P B 2
O7A O 0.6099(11) 0.2807(4) 0.5595(4) 0.153(4) Uani 0.5 1 d . U P A 1
O7B O 0.7235(9) 0.3347(6) 0.5668(4) 0.143(3) Uani 0.5 1 d . U P B 2
N1 N 0.6715(2) 0.3971(2) 0.37081(16) 0.0863(8) Uani 1 1 d . . . . .
H1 H 0.6252 0.3808 0.3335 0.104 Uiso 1 1 calc R U . . .
N2 N 0.69024(17) 0.44359(16) 0.21002(14) 0.0687(6) Uani 1 1 d . . . . .
H2 H 0.6830 0.4019 0.1768 0.082 Uiso 1 1 calc R U . . .
N3 N 0.48924(17) 0.40901(13) 0.13171(12) 0.0566(5) Uani 1 1 d . . . . .
N4 N 0.5179(2) 0.19871(15) 0.19194(15) 0.0687(6) Uani 1 1 d . . . . .
H4 H 0.4855 0.1569 0.2159 0.082 Uiso 1 1 calc R U . . .
N5 N 0.2544(2) 0.2856(2) 0.1096(2) 0.0931(9) Uani 1 1 d . . . . .
C1A C 0.3613(14) 0.5150(13) 0.4628(11) 0.160(5) Uani 0.5 1 d . U P C 1
H1AA H 0.3174 0.4893 0.4204 0.241 Uiso 0.5 1 calc R U P C 1
H1AB H 0.3503 0.5749 0.4615 0.241 Uiso 0.5 1 calc R U P C 1
H1AC H 0.3376 0.4935 0.5148 0.241 Uiso 0.5 1 calc R U P C 1
C1B C 0.458(3) 0.5389(17) 0.4837(11) 0.222(9) Uani 0.5 1 d . U P D 2
H1BA H 0.4387 0.5317 0.5402 0.333 Uiso 0.5 1 calc R U P D 2
H1BB H 0.4071 0.5788 0.4593 0.333 Uiso 0.5 1 calc R U P D 2
H1BC H 0.5342 0.5592 0.4793 0.333 Uiso 0.5 1 calc R U P D 2
C2A C 0.5554(15) 0.5560(8) 0.4966(11) 0.150(5) Uani 0.5 1 d . U P C 1
H2AA H 0.6346 0.5458 0.4881 0.225 Uiso 0.5 1 calc R U P C 1
H2AB H 0.5379 0.5504 0.5535 0.225 Uiso 0.5 1 calc R U P C 1
H2AC H 0.5371 0.6120 0.4788 0.225 Uiso 0.5 1 calc R U P C 1
C2B C 0.332(2) 0.428(2) 0.4360(15) 0.255(10) Uani 0.5 1 d . U P D 2
H2BA H 0.2885 0.4709 0.4635 0.382 Uiso 0.5 1 calc R U P D 2
H2BB H 0.3214 0.3753 0.4630 0.382 Uiso 0.5 1 calc R U P D 2
H2BC H 0.3067 0.4239 0.3804 0.382 Uiso 0.5 1 calc R U P D 2
C3A C 0.4889(9) 0.4948(7) 0.4495(6) 0.090(2) Uani 0.5 1 d . U P C 1
H3A H 0.5056 0.5040 0.3916 0.109 Uiso 0.5 1 calc R U P C 1
C3B C 0.4473(18) 0.4503(17) 0.4375(9) 0.175(6) Uani 0.5 1 d . U P D 2
H3B H 0.4662 0.4628 0.3805 0.210 Uiso 0.5 1 calc R U P D 2
C4A C 0.5110(12) 0.4046(9) 0.4673(10) 0.091(3) Uani 0.5 1 d . U P C 1
H4AA H 0.4667 0.3693 0.4310 0.109 Uiso 0.5 1 calc R U P C 1
H4AB H 0.4894 0.3918 0.5230 0.109 Uiso 0.5 1 calc R U P C 1
C4B C 0.531(2) 0.3873(17) 0.4630(16) 0.161(8) Uani 0.5 1 d . U P D 2
H4B H 0.5008 0.3403 0.4890 0.193 Uiso 0.5 1 calc R U P D 2
C5 C 0.6415(4) 0.3868(3) 0.4547(2) 0.1000(12) Uani 1 1 d . U . . .
H5 H 0.6908 0.4173 0.4926 0.120 Uiso 0.5 1 calc R U P C 1
C6 C 0.7702(3) 0.4315(3) 0.3493(3) 0.1004(12) Uani 1 1 d . . . . .
C7 C 0.7870(2) 0.4492(3) 0.2611(2) 0.0858(9) Uani 1 1 d . . . . .
C8 C 0.8725(3) 0.5141(4) 0.2384(4) 0.1239(17) Uani 1 1 d . . . . .
H8A H 0.8576 0.5482 0.1905 0.149 Uiso 1 1 calc R U . . .
H8B H 0.9116 0.5430 0.2822 0.149 Uiso 1 1 calc R U . . .
C9 C 0.8976(3) 0.4252(4) 0.2261(4) 0.1173(15) Uani 1 1 d . . . . .
H9A H 0.9525 0.3992 0.2621 0.141 Uiso 1 1 calc R U . . .
H9B H 0.8985 0.4044 0.1704 0.141 Uiso 1 1 calc R U . . .
C10 C 0.6112(2) 0.50251(18) 0.21361(18) 0.0675(6) Uani 1 1 d . . . . .
C11 C 0.5083(2) 0.49312(16) 0.16210(17) 0.0636(6) Uani 1 1 d . . . . .
H11 H 0.4420 0.5111 0.1935 0.076 Uiso 1 1 calc R U . . .
C12 C 0.5172(4) 0.5469(2) 0.0854(2) 0.0900(9) Uani 1 1 d . . . . .
H12A H 0.4843 0.6021 0.0940 0.108 Uiso 1 1 calc R U . . .
H12B H 0.5955 0.5535 0.0687 0.108 Uiso 1 1 calc R U . . .
C13 C 0.4519(3) 0.4985(2) 0.0235(2) 0.0849(9) Uani 1 1 d . . . . .
H13A H 0.4768 0.5123 -0.0312 0.102 Uiso 1 1 calc R U . . .
H13B H 0.3716 0.5102 0.0281 0.102 Uiso 1 1 calc R U . . .
C14 C 0.4764(3) 0.40856(19) 0.04303(15) 0.0695(7) Uani 1 1 d . . . . .
H14A H 0.4143 0.3724 0.0264 0.083 Uiso 1 1 calc R U . . .
H14B H 0.5453 0.3898 0.0165 0.083 Uiso 1 1 calc R U . . .
C15 C 0.47128(18) 0.34636(15) 0.18373(14) 0.0550(5) Uani 1 1 d . . . . .
C16 C 0.4508(2) 0.25940(16) 0.14922(16) 0.0619(6) Uani 1 1 d . . . . .
H16 H 0.4703 0.2586 0.0911 0.074 Uiso 1 1 calc R U . . .
C17 C 0.6298(2) 0.20637(19) 0.19495(16) 0.0645(6) Uani 1 1 d . . . . .
C18 C 0.7971(3) 0.1314(2) 0.2423(2) 0.0840(9) Uani 1 1 d . . . . .
C19 C 0.8048(4) 0.0474(4) 0.2838(4) 0.143(2) Uani 1 1 d . . . . .
H19A H 0.7634 0.0492 0.3341 0.214 Uiso 1 1 calc R U . . .
H19B H 0.8827 0.0345 0.2948 0.214 Uiso 1 1 calc R U . . .
H19C H 0.7732 0.0049 0.2490 0.214 Uiso 1 1 calc R U . . .
C20 C 0.8415(5) 0.2002(4) 0.2929(4) 0.142(2) Uani 1 1 d . . . . .
H20A H 0.8406 0.2517 0.2621 0.213 Uiso 1 1 calc R U . . .
H20B H 0.9177 0.1875 0.3090 0.213 Uiso 1 1 calc R U . . .
H20C H 0.7951 0.2065 0.3406 0.213 Uiso 1 1 calc R U . . .
C21 C 0.8526(4) 0.1290(4) 0.1612(3) 0.1153(15) Uani 1 1 d . . . . .
H21A H 0.8178 0.0863 0.1282 0.173 Uiso 1 1 calc R U . . .
H21B H 0.9316 0.1164 0.1678 0.173 Uiso 1 1 calc R U . . .
H21C H 0.8445 0.1827 0.1350 0.173 Uiso 1 1 calc R U . . .
C22A C 0.6214(11) 0.2876(6) 0.4788(6) 0.108(2) Uani 0.5 1 d . U P A 1
C22B C 0.7027(10) 0.3184(8) 0.4885(5) 0.116(3) Uani 0.5 1 d . U P B 2
C23A C 0.596(3) 0.1978(9) 0.5912(11) 0.269(16) Uani 0.5 1 d . U P A 1
H23A H 0.5889 0.2004 0.6495 0.404 Uiso 0.5 1 calc R U P A 1
H23B H 0.5296 0.1727 0.5682 0.404 Uiso 0.5 1 calc R U P A 1
H23C H 0.6613 0.1645 0.5773 0.404 Uiso 0.5 1 calc R U P A 1
C23B C 0.768(2) 0.2605(14) 0.6100(9) 0.247(12) Uani 0.5 1 d . U P B 2
H23D H 0.7822 0.2747 0.6660 0.370 Uiso 0.5 1 calc R U P B 2
H23E H 0.7143 0.2155 0.6072 0.370 Uiso 0.5 1 calc R U P B 2
H23F H 0.8379 0.2430 0.5848 0.370 Uiso 0.5 1 calc R U P B 2
C24 C 0.3271(2) 0.2369(2) 0.1601(2) 0.0769(8) Uani 1 1 d . . . . .
H24A H 0.3167 0.1777 0.1475 0.092 Uiso 1 1 calc R U . . .
H24B H 0.3061 0.2454 0.2167 0.092 Uiso 1 1 calc R U . . .
C25 C 0.1472(5) 0.3017(6) 0.1501(6) 0.182(4) Uani 1 1 d . . . . .
H25A H 0.1008 0.2522 0.1475 0.274 Uiso 1 1 calc R U . . .
H25B H 0.1092 0.3475 0.1235 0.274 Uiso 1 1 calc R U . . .
H25C H 0.1609 0.3160 0.2062 0.274 Uiso 1 1 calc R U . . .
C26 C 0.2352(7) 0.2447(5) 0.0345(4) 0.170(3) Uani 1 1 d . . . . .
H26A H 0.1779 0.2025 0.0414 0.254 Uiso 1 1 calc R U . . .
H26B H 0.3040 0.2188 0.0162 0.254 Uiso 1 1 calc R U . . .
H26C H 0.2104 0.2852 -0.0052 0.254 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
O1 C6 1.216(4) . ?
O2 C10 1.228(3) . ?
O3 C15 1.224(3) . ?
O4 C17 1.214(4) . ?
O5 C17 1.343(4) . ?
O5 C18 1.473(3) . ?
O6A C22A 1.174(12) . ?
O6B C22B 1.181(14) . ?
O7A C22A 1.348(12) . ?
O7A C23A 1.440(15) . ?
O7B C22B 1.346(11) . ?
O7B C23B 1.488(16) . ?
N1 C6 1.349(5) . ?
N1 C5 1.444(5) . ?
N1 H1 0.8700 . ?
N2 C10 1.337(4) . ?
N2 C7 1.435(4) . ?
N2 H2 0.8700 . ?
N3 C15 1.341(3) . ?
N3 C11 1.459(3) . ?
N3 C14 1.476(3) . ?
N4 C17 1.342(4) . ?
N4 C16 1.446(3) . ?
N4 H4 0.8700 . ?
N5 C26 1.424(8) . ?
N5 C24 1.437(4) . ?
N5 C25 1.468(7) . ?
C1A C3A 1.573(18) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A H1AC 0.9700 . ?
C1B C3B 1.62(4) . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?
C1B H1BC 0.9700 . ?
C2A C3A 1.49(2) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A H2AC 0.9700 . ?
C2B C3B 1.42(3) . ?
C2B H2BA 0.9700 . ?
C2B H2BB 0.9700 . ?
C2B H2BC 0.9700 . ?
C3A C4A 1.500(17) . ?
C3A H3A 0.9900 . ?
C3B C4B 1.48(3) . ?
C3B H3B 0.9900 . ?
C4A C5 1.598(15) . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4B C5 1.33(3) . ?
C4B H4B 0.9400 . ?
C5 C22B 1.433(10) . ?
C5 C22A 1.659(11) . ?
C5 H5 0.9900 . ?
C6 C7 1.501(6) . ?
C7 C9 1.493(5) . ?
C7 C8 1.506(6) . ?
C8 C9 1.471(8) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.503(4) . ?
C11 C12 1.539(5) . ?
C11 H11 0.9900 . ?
C12 C13 1.503(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 C14 1.507(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.528(4) . ?
C16 C24 1.531(4) . ?
C16 H16 0.9900 . ?
C18 C20 1.484(7) . ?
C18 C21 1.499(6) . ?
C18 C19 1.515(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C23A H23C 0.9700 . ?
C23B H23D 0.9700 . ?
C23B H23E 0.9700 . ?
C23B H23F 0.9700 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?

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
C17 O5 C18 121.7(3) . . ?
C22A O7A C23A 116.7(9) . . ?
C22B O7B C23B 111.9(11) . . ?
C6 N1 C5 121.2(3) . . ?
C6 N1 H1 119.4 . . ?
C5 N1 H1 119.4 . . ?
C10 N2 C7 119.8(3) . . ?
C10 N2 H2 120.1 . . ?
C7 N2 H2 120.1 . . ?
C15 N3 C11 119.8(2) . . ?
C15 N3 C14 128.2(2) . . ?
C11 N3 C14 111.3(2) . . ?
C17 N4 C16 120.5(2) . . ?
C17 N4 H4 119.7 . . ?
C16 N4 H4 119.7 . . ?
C26 N5 C24 110.8(4) . . ?
C26 N5 C25 109.9(6) . . ?
C24 N5 C25 110.9(4) . . ?
C3A C1A H1AA 109.5 . . ?
C3A C1A H1AB 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
C3A C1A H1AC 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C3B C1B H1BA 109.5 . . ?
C3B C1B H1BB 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
C3B C1B H1BC 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
C3A C2A H2AA 109.5 . . ?
C3A C2A H2AB 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
C3A C2A H2AC 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C3B C2B H2BA 109.5 . . ?
C3B C2B H2BB 109.5 . . ?
H2BA C2B H2BB 109.5 . . ?
C3B C2B H2BC 109.5 . . ?
H2BA C2B H2BC 109.5 . . ?
H2BB C2B H2BC 109.5 . . ?
C2A C3A C4A 116.2(11) . . ?
C2A C3A C1A 107.9(13) . . ?
C4A C3A C1A 110.0(12) . . ?
C2A C3A H3A 107.5 . . ?
C4A C3A H3A 107.5 . . ?
C1A C3A H3A 107.5 . . ?
C2B C3B C4B 119(3) . . ?
C2B C3B C1B 107.6(19) . . ?
C4B C3B C1B 114(2) . . ?
C2B C3B H3B 104.8 . . ?
C4B C3B H3B 104.8 . . ?
C1B C3B H3B 104.8 . . ?
C3A C4A C5 108.5(10) . . ?
C3A C4A H4AA 110.0 . . ?
C5 C4A H4AA 110.0 . . ?
C3A C4A H4AB 110.0 . . ?
C5 C4A H4AB 110.0 . . ?
H4AA C4A H4AB 108.4 . . ?
C5 C4B C3B 130(2) . . ?
C5 C4B H4B 115.0 . . ?
C3B C4B H4B 115.0 . . ?
C4B C5 C22B 118.1(14) . . ?
C4B C5 N1 110.2(12) . . ?
C22B C5 N1 109.7(5) . . ?
N1 C5 C4A 110.3(6) . . ?
N1 C5 C22A 112.1(4) . . ?
C4A C5 C22A 89.9(7) . . ?
N1 C5 H5 114.0 . . ?
C4A C5 H5 114.0 . . ?
C22A C5 H5 114.0 . . ?
O1 C6 N1 122.3(4) . . ?
O1 C6 C7 120.9(4) . . ?
N1 C6 C7 116.8(3) . . ?
N2 C7 C9 117.8(3) . . ?
N2 C7 C6 117.0(3) . . ?
C9 C7 C6 116.6(3) . . ?
N2 C7 C8 116.2(4) . . ?
C9 C7 C8 58.8(3) . . ?
C6 C7 C8 117.7(3) . . ?
C9 C8 C7 60.2(3) . . ?
C9 C8 H8A 117.8 . . ?
C7 C8 H8A 117.8 . . ?
C9 C8 H8B 117.8 . . ?
C7 C8 H8B 117.8 . . ?
H8A C8 H8B 114.9 . . ?
C8 C9 C7 61.1(3) . . ?
C8 C9 H9A 117.7 . . ?
C7 C9 H9A 117.7 . . ?
C8 C9 H9B 117.7 . . ?
C7 C9 H9B 117.7 . . ?
H9A C9 H9B 114.8 . . ?
O2 C10 N2 121.8(3) . . ?
O2 C10 C11 119.4(3) . . ?
N2 C10 C11 118.7(2) . . ?
N3 C11 C10 114.6(2) . . ?
N3 C11 C12 104.2(2) . . ?
C10 C11 C12 110.9(3) . . ?
N3 C11 H11 109.0 . . ?
C10 C11 H11 109.0 . . ?
C12 C11 H11 109.0 . . ?
C13 C12 C11 103.7(3) . . ?
C13 C12 H12A 111.0 . . ?
C11 C12 H12A 111.0 . . ?
C13 C12 H12B 111.0 . . ?
C11 C12 H12B 111.0 . . ?
H12A C12 H12B 109.0 . . ?
C12 C13 C14 104.4(3) . . ?
C12 C13 H13A 110.9 . . ?
C14 C13 H13A 110.9 . . ?
C12 C13 H13B 110.9 . . ?
C14 C13 H13B 110.9 . . ?
H13A C13 H13B 108.9 . . ?
N3 C14 C13 103.2(2) . . ?
N3 C14 H14A 111.1 . . ?
C13 C14 H14A 111.1 . . ?
N3 C14 H14B 111.1 . . ?
C13 C14 H14B 111.1 . . ?
H14A C14 H14B 109.1 . . ?
O3 C15 N3 121.4(2) . . ?
O3 C15 C16 120.5(2) . . ?
N3 C15 C16 118.0(2) . . ?
N4 C16 C15 110.1(2) . . ?
N4 C16 C24 108.5(2) . . ?
C15 C16 C24 109.0(2) . . ?
N4 C16 H16 109.7 . . ?
C15 C16 H16 109.7 . . ?
C24 C16 H16 109.7 . . ?
O4 C17 N4 123.8(3) . . ?
O4 C17 O5 126.0(2) . . ?
N4 C17 O5 110.2(3) . . ?
O5 C18 C20 110.3(3) . . ?
O5 C18 C21 109.8(3) . . ?
C20 C18 C21 111.5(5) . . ?
O5 C18 C19 101.3(3) . . ?
C20 C18 C19 112.6(4) . . ?
C21 C18 C19 110.9(4) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O6A C22A O7A 126.2(10) . . ?
O6A C22A C5 124.4(9) . . ?
O7A C22A C5 109.4(6) . . ?
O6B C22B O7B 125.1(10) . . ?
O6B C22B C5 125.6(9) . . ?
O7B C22B C5 108.8(9) . . ?
O7A C23A H23A 109.5 . . ?
O7A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
O7A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
O7B C23B H23D 109.5 . . ?
O7B C23B H23E 109.5 . . ?
H23D C23B H23E 109.5 . . ?
O7B C23B H23F 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
N5 C24 C16 112.7(3) . . ?
N5 C24 H24A 109.1 . . ?
C16 C24 H24A 109.1 . . ?
N5 C24 H24B 109.1 . . ?
C16 C24 H24B 109.1 . . ?
H24A C24 H24B 107.8 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N5 C26 H26A 109.5 . . ?
N5 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N5 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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
C2A C3A C4A C5 -56.1(14) . . . . ?
C1A C3A C4A C5 -179.0(11) . . . . ?
C2B C3B C4B C5 165(2) . . . . ?
C1B C3B C4B C5 -65(3) . . . . ?
C3B C4B C5 C22B 177(2) . . . . ?
C3B C4B C5 N1 -55(3) . . . . ?
C6 N1 C5 C4B 152.9(14) . . . . ?
C6 N1 C5 C22B -75.5(8) . . . . ?
C6 N1 C5 C4A 142.1(6) . . . . ?
C6 N1 C5 C22A -119.3(7) . . . . ?
C3A C4A C5 N1 -65.7(10) . . . . ?
C3A C4A C5 C22A -179.4(10) . . . . ?
C5 N1 C6 O1 7.7(7) . . . . ?
C5 N1 C6 C7 -172.5(4) . . . . ?
C10 N2 C7 C9 -140.5(4) . . . . ?
C10 N2 C7 C6 72.7(4) . . . . ?
C10 N2 C7 C8 -73.7(4) . . . . ?
O1 C6 C7 N2 -168.3(5) . . . . ?
N1 C6 C7 N2 11.9(5) . . . . ?
O1 C6 C7 C9 44.5(7) . . . . ?
N1 C6 C7 C9 -135.3(4) . . . . ?
O1 C6 C7 C8 -22.4(7) . . . . ?
N1 C6 C7 C8 157.8(4) . . . . ?
N2 C7 C8 C9 -108.0(4) . . . . ?
C6 C7 C8 C9 105.9(4) . . . . ?
N2 C7 C9 C8 105.4(4) . . . . ?
C6 C7 C9 C8 -107.7(4) . . . . ?
C7 N2 C10 O2 5.3(5) . . . . ?
C7 N2 C10 C11 -177.3(3) . . . . ?
C15 N3 C11 C10 62.4(3) . . . . ?
C14 N3 C11 C10 -126.1(3) . . . . ?
C15 N3 C11 C12 -176.3(2) . . . . ?
C14 N3 C11 C12 -4.8(3) . . . . ?
O2 C10 C11 N3 -164.8(3) . . . . ?
N2 C10 C11 N3 17.7(4) . . . . ?
O2 C10 C11 C12 77.6(4) . . . . ?
N2 C10 C11 C12 -99.8(3) . . . . ?
N3 C11 C12 C13 25.2(3) . . . . ?
C10 C11 C12 C13 149.0(3) . . . . ?
C11 C12 C13 C14 -36.2(4) . . . . ?
C15 N3 C14 C13 153.2(3) . . . . ?
C11 N3 C14 C13 -17.4(3) . . . . ?
C12 C13 C14 N3 33.0(3) . . . . ?
C11 N3 C15 O3 -1.5(3) . . . . ?
C14 N3 C15 O3 -171.5(3) . . . . ?
C11 N3 C15 C16 179.6(2) . . . . ?
C14 N3 C15 C16 9.6(4) . . . . ?
C17 N4 C16 C15 -57.8(3) . . . . ?
C17 N4 C16 C24 -177.1(3) . . . . ?
O3 C15 C16 N4 -45.5(3) . . . . ?
N3 C15 C16 N4 133.4(2) . . . . ?
O3 C15 C16 C24 73.4(3) . . . . ?
N3 C15 C16 C24 -107.7(3) . . . . ?
C16 N4 C17 O4 3.3(4) . . . . ?
C16 N4 C17 O5 -175.3(2) . . . . ?
C18 O5 C17 O4 0.0(5) . . . . ?
C18 O5 C17 N4 178.6(3) . . . . ?
C17 O5 C18 C20 62.5(5) . . . . ?
C17 O5 C18 C21 -60.7(4) . . . . ?
C17 O5 C18 C19 -178.0(4) . . . . ?
C23A O7A C22A O6A 1(3) . . . . ?
C23A O7A C22A C5 -177.6(18) . . . . ?
N1 C5 C22A O6A -7.6(18) . . . . ?
C4A C5 C22A O6A 104.4(18) . . . . ?
N1 C5 C22A O7A 171.1(9) . . . . ?
C4A C5 C22A O7A -76.9(12) . . . . ?
C23B O7B C22B O6B -3(2) . . . . ?
C23B O7B C22B C5 169.7(14) . . . . ?
C4B C5 C22B O6B 87(2) . . . . ?
N1 C5 C22B O6B -40.4(18) . . . . ?
C4B C5 C22B O7B -85.2(18) . . . . ?
N1 C5 C22B O7B 147.4(9) . . . . ?
C26 N5 C24 C16 91.7(5) . . . . ?
C25 N5 C24 C16 -146.1(5) . . . . ?
N4 C16 C24 N5 -170.8(3) . . . . ?
C15 C16 C24 N5 69.3(4) . . . . ?

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
N1 H1 O3 0.87 2.25 3.097(3) 164.8 .
N2 H2 O4 0.87 2.21 2.964(3) 144.8 .
N4 H4 O2 0.87 2.01 2.857(3) 162.9 3_645

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_007-15126
_database_code_depnum_ccdc_archive 'CCDC 1453125'
_audit_update_record             
;
2016-02-12 deposited with the CCDC.
2016-03-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H48 N6 O6'
_chemical_formula_sum            'C27 H48 N6 O6'
_chemical_formula_weight         552.71

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'

_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'

_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. 
;

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                   11.7899(8)
_cell_length_b                   15.9908(11)
_cell_length_c                   16.3363(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3079.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    240
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      68.3

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.691
_shelx_estimated_absorpt_T_min   0.809
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private Communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  'Rigaku Saturn 944+ CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 22.2
_diffrn_reflns_number            74850
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.868
_diffrn_reflns_theta_max         67.777
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5554
_reflns_number_gt                5230
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.772
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_fraction_full    0.993

_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. 
;

_computing_data_collection       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
; 
Dolomanov, O.V.; Bourhis, L.J.; Gildea, R.J.; Howard, J.A.K.; Puschmann, H., 
OLEX2: A complete structure solution, refinement and analysis program 
(2009). J. Appl. Cryst., 42, 339-341. 
;
_computing_publication_material  'SHELXL-2013/2 (Sheldrick, 2014)'
_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The hydrogen atoms were first found in the difference map, then generated geometrically and refined as riding atoms with C-H distances = 0.95 - 0.99 angstroms and Uiso(H) = 1.2 times Ueq(C) for CH and CH2 groups and Uiso(H) = 1.5 times Ueq(C) for CH3 groups. The only exceptions are hydrogen atoms H2, H3 and H5, which are freely refining and a part of refined hydrogen bond interactions.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+0.3457P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2221 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.01(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5554
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0792
_refine_ls_wR_factor_gt          0.0784
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.69418(17) 0.29813(12) 0.51480(10) 0.0531(5) Uani 1 1 d . . . . .
O2 O 0.41319(14) 0.33637(10) 0.32048(12) 0.0524(5) Uani 1 1 d . . . . .
O3 O 0.61877(12) 0.49418(8) 0.19703(8) 0.0299(3) Uani 1 1 d . . . . .
O4 O 0.78646(11) 0.48542(8) 0.39890(8) 0.0268(3) Uani 1 1 d . . . . .
O5 O 0.57655(12) 0.57096(8) 0.49362(8) 0.0266(3) Uani 1 1 d . . . . .
O6 O 0.58541(11) 0.50886(8) 0.61948(8) 0.0283(3) Uani 1 1 d . . . . .
N1 N 0.56421(19) 0.19741(11) 0.49555(11) 0.0412(5) Uani 1 1 d . . . . .
N2 N 0.58777(14) 0.37035(10) 0.36774(10) 0.0266(3) Uani 1 1 d . . . . .
H2 H 0.635(2) 0.4084(14) 0.3777(13) 0.026(6) Uiso 1 1 d . . . . .
N3 N 0.55845(13) 0.53575(9) 0.32177(10) 0.0233(3) Uani 1 1 d . . . . .
H3 H 0.575(2) 0.5569(14) 0.3674(15) 0.030(6) Uiso 1 1 d . . . . .
N4 N 0.76366(13) 0.61638(9) 0.35185(9) 0.0222(3) Uani 1 1 d . . . . .
N5 N 0.74336(14) 0.54958(10) 0.55859(10) 0.0262(3) Uani 1 1 d . . . . .
H5 H 0.777(2) 0.5305(14) 0.5988(15) 0.026(6) Uiso 1 1 d . . . . .
N6 N 1.00351(14) 0.64166(12) 0.46758(11) 0.0349(4) Uani 1 1 d . . . . .
C1 C 0.4675(2) 0.16275(18) 0.45014(16) 0.0533(6) Uani 1 1 d . . . . .
H1A H 0.4308 0.2073 0.4186 0.080 Uiso 1 1 calc R U . . .
H1B H 0.4128 0.1387 0.4887 0.080 Uiso 1 1 calc R U . . .
H1C H 0.4942 0.1190 0.4128 0.080 Uiso 1 1 calc R U . . .
C2 C 0.5799(3) 0.17089(17) 0.58034(14) 0.0568(7) Uani 1 1 d . . . . .
H2A H 0.6610 0.1702 0.5934 0.085 Uiso 1 1 calc R U . . .
H2B H 0.5483 0.1147 0.5876 0.085 Uiso 1 1 calc R U . . .
H2C H 0.5408 0.2100 0.6169 0.085 Uiso 1 1 calc R U . . .
C3 C 0.63054(19) 0.26097(12) 0.46888(12) 0.0321(4) Uani 1 1 d . . . . .
C4 C 0.62620(18) 0.28448(12) 0.37781(12) 0.0305(4) Uani 1 1 d . . . . .
H4 H 0.5726 0.2461 0.3489 0.037 Uiso 1 1 calc R U . . .
C5 C 0.48613(17) 0.38908(13) 0.33575(13) 0.0324(5) Uani 1 1 d . . . . .
C6 C 0.46352(16) 0.48041(12) 0.32039(12) 0.0279(4) Uani 1 1 d . . . . .
C7 C 0.36754(19) 0.50056(15) 0.26280(14) 0.0396(5) Uani 1 1 d . . . . .
H7A H 0.3753 0.5508 0.2278 0.048 Uiso 1 1 calc R U . . .
H7B H 0.3269 0.4532 0.2371 0.048 Uiso 1 1 calc R U . . .
C8 C 0.35205(18) 0.51370(15) 0.35278(15) 0.0401(5) Uani 1 1 d . . . . .
H8A H 0.3020 0.4744 0.3825 0.048 Uiso 1 1 calc R U . . .
H8B H 0.3504 0.5720 0.3732 0.048 Uiso 1 1 calc R U . . .
C9 C 0.63444(16) 0.53445(11) 0.26029(11) 0.0226(4) Uani 1 1 d . . . . .
C10 C 0.74111(16) 0.58686(12) 0.26858(11) 0.0242(4) Uani 1 1 d . . . . .
H10 H 0.8076 0.5537 0.2488 0.029 Uiso 1 1 calc R U . . .
C11 C 0.73109(19) 0.66727(13) 0.21764(12) 0.0326(5) Uani 1 1 d . . . . .
H11A H 0.7620 0.6589 0.1619 0.039 Uiso 1 1 calc R U . . .
H11B H 0.6510 0.6855 0.2134 0.039 Uiso 1 1 calc R U . . .
C12 C 0.80064(18) 0.73026(13) 0.26457(13) 0.0334(5) Uani 1 1 d . . . . .
H12A H 0.7760 0.7880 0.2520 0.040 Uiso 1 1 calc R U . . .
H12B H 0.8823 0.7246 0.2516 0.040 Uiso 1 1 calc R U . . .
C13 C 0.77744(17) 0.70844(11) 0.35417(12) 0.0274(4) Uani 1 1 d . . . . .
H13A H 0.8419 0.7248 0.3896 0.033 Uiso 1 1 calc R U . . .
H13B H 0.7076 0.7361 0.3741 0.033 Uiso 1 1 calc R U . . .
C14 C 0.78593(15) 0.56098(11) 0.41190(11) 0.0221(4) Uani 1 1 d . . . . .
C15 C 0.80889(16) 0.59554(12) 0.49825(11) 0.0249(4) Uani 1 1 d . . . . .
H15 H 0.7881 0.6561 0.5004 0.030 Uiso 1 1 calc R U . . .
C16 C 0.63069(16) 0.54470(11) 0.55214(11) 0.0232(4) Uani 1 1 d . . . . .
C17 C 0.46295(16) 0.48987(13) 0.62356(12) 0.0314(4) Uani 1 1 d . . . . .
C18 C 0.4341(2) 0.42404(16) 0.56073(15) 0.0455(6) Uani 1 1 d . . . . .
H18A H 0.4461 0.4468 0.5057 0.068 Uiso 1 1 calc R U . . .
H18B H 0.3546 0.4075 0.5670 0.068 Uiso 1 1 calc R U . . .
H18C H 0.4830 0.3752 0.5687 0.068 Uiso 1 1 calc R U . . .
C19 C 0.39252(18) 0.56916(15) 0.61402(14) 0.0404(5) Uani 1 1 d . . . . .
H19A H 0.4189 0.6114 0.6531 0.061 Uiso 1 1 calc R U . . .
H19B H 0.3126 0.5564 0.6246 0.061 Uiso 1 1 calc R U . . .
H19C H 0.4008 0.5907 0.5582 0.061 Uiso 1 1 calc R U . . .
C20 C 0.45096(19) 0.45585(16) 0.71016(14) 0.0442(6) Uani 1 1 d . . . . .
H20A H 0.4976 0.4055 0.7161 0.066 Uiso 1 1 calc R U . . .
H20B H 0.3713 0.4419 0.7207 0.066 Uiso 1 1 calc R U . . .
H20C H 0.4762 0.4983 0.7495 0.066 Uiso 1 1 calc R U . . .
C21 C 0.7448(2) 0.27447(13) 0.34129(13) 0.0362(5) Uani 1 1 d . . . . .
H21A H 0.7987 0.3084 0.3738 0.043 Uiso 1 1 calc R U . . .
H21B H 0.7680 0.2152 0.3464 0.043 Uiso 1 1 calc R U . . .
C22 C 0.7543(2) 0.30034(13) 0.25160(13) 0.0369(5) Uani 1 1 d . . . . .
H22 H 0.7341 0.3609 0.2478 0.044 Uiso 1 1 calc R U . . .
C23 C 0.6745(3) 0.25282(19) 0.19705(15) 0.0580(7) Uani 1 1 d . . . . .
H23A H 0.6835 0.1927 0.2066 0.087 Uiso 1 1 calc R U . . .
H23B H 0.6916 0.2655 0.1397 0.087 Uiso 1 1 calc R U . . .
H23C H 0.5962 0.2693 0.2093 0.087 Uiso 1 1 calc R U . . .
C24 C 0.8763(2) 0.29064(17) 0.22187(16) 0.0526(7) Uani 1 1 d . . . . .
H24A H 0.9271 0.3225 0.2577 0.079 Uiso 1 1 calc R U . . .
H24B H 0.8825 0.3118 0.1657 0.079 Uiso 1 1 calc R U . . .
H24C H 0.8976 0.2314 0.2231 0.079 Uiso 1 1 calc R U . . .
C25 C 0.93450(17) 0.58531(13) 0.51701(12) 0.0303(4) Uani 1 1 d . . . . .
H25A H 0.9480 0.5969 0.5757 0.036 Uiso 1 1 calc R U . . .
H25B H 0.9574 0.5268 0.5060 0.036 Uiso 1 1 calc R U . . .
C26 C 1.1158(2) 0.6064(2) 0.45348(19) 0.0599(8) Uani 1 1 d . . . . .
H26A H 1.1560 0.6014 0.5058 0.090 Uiso 1 1 calc R U . . .
H26B H 1.1587 0.6432 0.4168 0.090 Uiso 1 1 calc R U . . .
H26C H 1.1083 0.5510 0.4284 0.090 Uiso 1 1 calc R U . . .
C27 C 1.0125(2) 0.72342(16) 0.50630(16) 0.0492(6) Uani 1 1 d . . . . .
H27A H 0.9364 0.7468 0.5142 0.074 Uiso 1 1 calc R U . . .
H27B H 1.0569 0.7608 0.4713 0.074 Uiso 1 1 calc R U . . .
H27C H 1.0501 0.7176 0.5595 0.074 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
O1 C3 1.216(3) . ?
O2 C5 1.230(3) . ?
O3 C9 1.232(2) . ?
O4 C14 1.227(2) . ?
O5 C16 1.224(2) . ?
O6 C16 1.351(2) . ?
O6 C17 1.477(2) . ?
N1 C3 1.354(3) . ?
N1 C2 1.460(3) . ?
N1 C1 1.469(3) . ?
N2 C5 1.341(3) . ?
N2 C4 1.455(2) . ?
N2 H2 0.84(2) . ?
N3 C9 1.346(2) . ?
N3 C6 1.427(2) . ?
N3 H3 0.84(3) . ?
N4 C14 1.348(2) . ?
N4 C10 1.464(2) . ?
N4 C13 1.481(2) . ?
N5 C16 1.335(3) . ?
N5 C15 1.452(2) . ?
N5 H5 0.82(3) . ?
N6 C27 1.456(3) . ?
N6 C26 1.457(3) . ?
N6 C25 1.458(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.535(3) . ?
C4 C21 1.529(3) . ?
C4 H4 1.0000 . ?
C5 C6 1.506(3) . ?
C6 C7 1.506(3) . ?
C6 C8 1.513(3) . ?
C7 C8 1.496(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.517(3) . ?
C10 C11 1.536(3) . ?
C10 H10 1.0000 . ?
C11 C12 1.508(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.529(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.539(2) . ?
C15 C25 1.521(3) . ?
C15 H15 1.0000 . ?
C17 C18 1.509(3) . ?
C17 C20 1.522(3) . ?
C17 C19 1.524(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.527(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.503(4) . ?
C22 C24 1.526(4) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 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
C16 O6 C17 120.69(14) . . ?
C3 N1 C2 116.7(2) . . ?
C3 N1 C1 124.68(19) . . ?
C2 N1 C1 117.9(2) . . ?
C5 N2 C4 122.20(18) . . ?
C5 N2 H2 120.5(15) . . ?
C4 N2 H2 116.9(15) . . ?
C9 N3 C6 120.05(16) . . ?
C9 N3 H3 120.5(16) . . ?
C6 N3 H3 116.7(16) . . ?
C14 N4 C10 119.98(15) . . ?
C14 N4 C13 127.82(15) . . ?
C10 N4 C13 111.35(14) . . ?
C16 N5 C15 120.36(16) . . ?
C16 N5 H5 121.2(16) . . ?
C15 N5 H5 118.2(16) . . ?
C27 N6 C26 110.5(2) . . ?
C27 N6 C25 110.77(18) . . ?
C26 N6 C25 110.85(18) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C3 N1 121.64(19) . . ?
O1 C3 C4 119.91(19) . . ?
N1 C3 C4 118.43(17) . . ?
N2 C4 C21 109.85(17) . . ?
N2 C4 C3 110.54(16) . . ?
C21 C4 C3 108.78(17) . . ?
N2 C4 H4 109.2 . . ?
C21 C4 H4 109.2 . . ?
C3 C4 H4 109.2 . . ?
O2 C5 N2 123.43(19) . . ?
O2 C5 C6 120.48(18) . . ?
N2 C5 C6 116.09(17) . . ?
N3 C6 C5 117.39(16) . . ?
N3 C6 C7 117.80(17) . . ?
C5 C6 C7 116.39(17) . . ?
N3 C6 C8 117.22(17) . . ?
C5 C6 C8 115.89(17) . . ?
C7 C6 C8 59.39(15) . . ?
C8 C7 C6 60.54(14) . . ?
C8 C7 H7A 117.7 . . ?
C6 C7 H7A 117.7 . . ?
C8 C7 H7B 117.7 . . ?
C6 C7 H7B 117.7 . . ?
H7A C7 H7B 114.8 . . ?
C7 C8 C6 60.07(14) . . ?
C7 C8 H8A 117.8 . . ?
C6 C8 H8A 117.8 . . ?
C7 C8 H8B 117.8 . . ?
C6 C8 H8B 117.8 . . ?
H8A C8 H8B 114.9 . . ?
O3 C9 N3 122.30(17) . . ?
O3 C9 C10 119.21(16) . . ?
N3 C9 C10 118.46(15) . . ?
N4 C10 C9 114.30(15) . . ?
N4 C10 C11 104.33(15) . . ?
C9 C10 C11 110.50(16) . . ?
N4 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
C11 C10 H10 109.2 . . ?
C12 C11 C10 103.99(16) . . ?
C12 C11 H11A 111.0 . . ?
C10 C11 H11A 111.0 . . ?
C12 C11 H11B 111.0 . . ?
C10 C11 H11B 111.0 . . ?
H11A C11 H11B 109.0 . . ?
C11 C12 C13 103.70(16) . . ?
C11 C12 H12A 111.0 . . ?
C13 C12 H12A 111.0 . . ?
C11 C12 H12B 111.0 . . ?
C13 C12 H12B 111.0 . . ?
H12A C12 H12B 109.0 . . ?
N4 C13 C12 102.81(15) . . ?
N4 C13 H13A 111.2 . . ?
C12 C13 H13A 111.2 . . ?
N4 C13 H13B 111.2 . . ?
C12 C13 H13B 111.2 . . ?
H13A C13 H13B 109.1 . . ?
O4 C14 N4 121.49(17) . . ?
O4 C14 C15 120.77(16) . . ?
N4 C14 C15 117.74(16) . . ?
N5 C15 C25 109.08(15) . . ?
N5 C15 C14 110.29(15) . . ?
C25 C15 C14 108.50(15) . . ?
N5 C15 H15 109.6 . . ?
C25 C15 H15 109.6 . . ?
C14 C15 H15 109.6 . . ?
O5 C16 N5 124.11(17) . . ?
O5 C16 O6 125.15(17) . . ?
N5 C16 O6 110.73(16) . . ?
O6 C17 C18 109.44(16) . . ?
O6 C17 C20 101.90(16) . . ?
C18 C17 C20 111.22(19) . . ?
O6 C17 C19 110.91(16) . . ?
C18 C17 C19 112.85(19) . . ?
C20 C17 C19 109.99(17) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C4 114.42(18) . . ?
C22 C21 H21A 108.7 . . ?
C4 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
C4 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C23 C22 C24 110.5(2) . . ?
C23 C22 C21 112.7(2) . . ?
C24 C22 C21 110.32(19) . . ?
C23 C22 H22 107.7 . . ?
C24 C22 H22 107.7 . . ?
C21 C22 H22 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N6 C25 C15 111.43(16) . . ?
N6 C25 H25A 109.3 . . ?
C15 C25 H25A 109.3 . . ?
N6 C25 H25B 109.3 . . ?
C15 C25 H25B 109.3 . . ?
H25A C25 H25B 108.0 . . ?
N6 C26 H26A 109.5 . . ?
N6 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N6 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C27 H27A 109.5 . . ?
N6 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N6 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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 N1 C3 O1 -5.1(3) . . . . ?
C1 N1 C3 O1 165.0(2) . . . . ?
C2 N1 C3 C4 173.4(2) . . . . ?
C1 N1 C3 C4 -16.4(3) . . . . ?
C5 N2 C4 C21 129.6(2) . . . . ?
C5 N2 C4 C3 -110.3(2) . . . . ?
O1 C3 C4 N2 -62.5(3) . . . . ?
N1 C3 C4 N2 118.9(2) . . . . ?
O1 C3 C4 C21 58.1(3) . . . . ?
N1 C3 C4 C21 -120.4(2) . . . . ?
C4 N2 C5 O2 7.9(3) . . . . ?
C4 N2 C5 C6 -173.35(17) . . . . ?
C9 N3 C6 C5 71.9(2) . . . . ?
C9 N3 C6 C7 -75.2(2) . . . . ?
C9 N3 C6 C8 -143.07(18) . . . . ?
O2 C5 C6 N3 -166.3(2) . . . . ?
N2 C5 C6 N3 14.9(3) . . . . ?
O2 C5 C6 C7 -18.8(3) . . . . ?
N2 C5 C6 C7 162.38(19) . . . . ?
O2 C5 C6 C8 48.2(3) . . . . ?
N2 C5 C6 C8 -130.6(2) . . . . ?
N3 C6 C7 C8 -106.8(2) . . . . ?
C5 C6 C7 C8 105.8(2) . . . . ?
N3 C6 C8 C7 107.8(2) . . . . ?
C5 C6 C8 C7 -106.7(2) . . . . ?
C6 N3 C9 O3 9.0(3) . . . . ?
C6 N3 C9 C10 -173.04(16) . . . . ?
C14 N4 C10 C9 64.3(2) . . . . ?
C13 N4 C10 C9 -125.44(17) . . . . ?
C14 N4 C10 C11 -174.90(16) . . . . ?
C13 N4 C10 C11 -4.6(2) . . . . ?
O3 C9 C10 N4 -166.82(16) . . . . ?
N3 C9 C10 N4 15.2(2) . . . . ?
O3 C9 C10 C11 75.9(2) . . . . ?
N3 C9 C10 C11 -102.14(19) . . . . ?
N4 C10 C11 C12 25.9(2) . . . . ?
C9 C10 C11 C12 149.14(16) . . . . ?
C10 C11 C12 C13 -37.0(2) . . . . ?
C14 N4 C13 C12 151.32(18) . . . . ?
C10 N4 C13 C12 -18.0(2) . . . . ?
C11 C12 C13 N4 33.6(2) . . . . ?
C10 N4 C14 O4 -1.0(3) . . . . ?
C13 N4 C14 O4 -169.44(18) . . . . ?
C10 N4 C14 C15 -179.94(15) . . . . ?
C13 N4 C14 C15 11.6(3) . . . . ?
C16 N5 C15 C25 -175.82(17) . . . . ?
C16 N5 C15 C14 -56.8(2) . . . . ?
O4 C14 C15 N5 -46.4(2) . . . . ?
N4 C14 C15 N5 132.58(17) . . . . ?
O4 C14 C15 C25 73.0(2) . . . . ?
N4 C14 C15 C25 -108.00(18) . . . . ?
C15 N5 C16 O5 6.5(3) . . . . ?
C15 N5 C16 O6 -172.02(15) . . . . ?
C17 O6 C16 O5 6.9(3) . . . . ?
C17 O6 C16 N5 -174.59(16) . . . . ?
C16 O6 C17 C18 65.3(2) . . . . ?
C16 O6 C17 C20 -176.90(17) . . . . ?
C16 O6 C17 C19 -59.9(2) . . . . ?
N2 C4 C21 C22 -55.8(2) . . . . ?
C3 C4 C21 C22 -176.90(17) . . . . ?
C4 C21 C22 C23 -57.7(3) . . . . ?
C4 C21 C22 C24 178.20(19) . . . . ?
C27 N6 C25 C15 85.5(2) . . . . ?
C26 N6 C25 C15 -151.5(2) . . . . ?
N5 C15 C25 N6 -169.92(16) . . . . ?
C14 C15 C25 N6 69.9(2) . . . . ?

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
N2 H2 O4 0.84(2) 2.19(3) 3.022(2) 167(2) .
N3 H3 O5 0.84(3) 2.07(3) 2.871(2) 158(2) .
N5 H5 O3 0.82(3) 2.06(3) 2.872(2) 168(2) 2_665

_refine_diff_density_max         0.274
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.030

