# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1021301'
_audit_update_record             
;
2014-08-27 deposited with the CCDC.
2016-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H17 I N2 O5, CH3 OH'

_chemical_formula_sum            'C25 H21 I N2 O6'
_chemical_formula_weight         572.34

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   C222(1)
_chemical_absolute_configuration syn


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, -z'
'-x, y, -z+1/2'
'-x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'

_cell_length_a                   14.6769(8)
_cell_length_b                   25.2457(8)
_cell_length_c                   13.0633(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4840.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5725
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      19.50

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2288
_exptl_absorpt_coefficient_mu    1.366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6425
_exptl_absorpt_correction_T_max  0.6897
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29859
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4280
_reflns_number_gt                2894
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'


_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0527P)²+5.6548P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(3)
_refine_ls_number_reflns         4280
_refine_ls_number_parameters     326
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1169
_refine_ls_wR_factor_gt          0.0934
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.1027(4) 0.9298(2) 0.0972(4) 0.0558(14) Uani 1 1 d . . .
C2 C 1.0692(5) 0.9790(3) 0.1165(4) 0.0627(17) Uani 1 1 d . . .
H2 H 1.1094 1.0072 0.1240 0.075 Uiso 1 1 calc R . .
C3 C 0.9767(5) 0.9880(2) 0.1251(4) 0.0579(16) Uani 1 1 d . . .
H3 H 0.9540 1.0216 0.1389 0.069 Uiso 1 1 calc R . .
C4 C 0.9197(4) 0.9453(2) 0.1127(4) 0.0454(13) Uani 1 1 d . . .
C5 C 0.9543(4) 0.89479(19) 0.0941(4) 0.0455(12) Uani 1 1 d . . .
C6 C 1.0451(4) 0.8861(2) 0.0858(4) 0.0499(13) Uani 1 1 d . . .
H6 H 1.0681 0.8525 0.0730 0.060 Uiso 1 1 calc R . .
C7 C 0.7659(5) 0.9884(2) 0.1349(4) 0.0690(18) Uani 1 1 d . . .
H7A H 0.7520 0.9894 0.2067 0.103 Uiso 1 1 calc R . .
H7B H 0.7105 0.9847 0.0965 0.103 Uiso 1 1 calc R . .
H7C H 0.7960 1.0206 0.1154 0.103 Uiso 1 1 calc R . .
C8 C 0.7928(4) 0.8944(2) 0.0896(5) 0.0487(13) Uani 1 1 d . . .
C9 C 0.8759(3) 0.85592(17) 0.0878(4) 0.0425(11) Uani 1 1 d . . .
C10 C 0.8716(4) 0.8236(2) 0.1842(4) 0.0488(14) Uani 1 1 d . . .
H10 H 0.8642 0.8416 0.2458 0.059 Uiso 1 1 calc R . .
C11 C 0.8775(4) 0.7719(2) 0.1876(4) 0.0456(14) Uani 1 1 d . . .
C12 C 0.8838(4) 0.7671(2) 0.0058(4) 0.0430(13) Uani 1 1 d . . .
C13 C 0.8764(4) 0.8197(2) -0.0048(4) 0.0451(13) Uani 1 1 d . . .
C14 C 0.8722(4) 0.8429(2) -0.1063(4) 0.0507(14) Uani 1 1 d . . .
C15 C 0.8703(4) 0.8075(2) -0.1956(4) 0.0468(14) Uani 1 1 d . . .
C16 C 0.8778(4) 0.7529(3) -0.1850(4) 0.0525(15) Uani 1 1 d . . .
C17 C 0.8888(4) 0.7298(2) -0.0830(5) 0.0540(14) Uani 1 1 d . . .
C18 C 0.8749(5) 0.7205(3) -0.2708(5) 0.0613(17) Uani 1 1 d . . .
H18 H 0.8826 0.6841 -0.2635 0.074 Uiso 1 1 calc R . .
C19 C 0.8607(5) 0.7416(3) -0.3654(5) 0.071(2) Uani 1 1 d . . .
H19 H 0.8553 0.7195 -0.4221 0.086 Uiso 1 1 calc R . .
C20 C 0.8547(5) 0.7951(3) -0.3770(5) 0.076(2) Uani 1 1 d . . .
H20 H 0.8476 0.8092 -0.4422 0.091 Uiso 1 1 calc R . .
C21 C 0.8588(5) 0.8286(3) -0.2942(5) 0.0642(17) Uani 1 1 d . . .
H21 H 0.8539 0.8650 -0.3034 0.077 Uiso 1 1 calc R . .
C22 C 0.8751(4) 0.7423(2) 0.2867(5) 0.0515(15) Uani 1 1 d . . .
C23 C 0.8802(6) 0.6571(3) 0.3606(5) 0.080(2) Uani 1 1 d . . .
H23A H 0.9356 0.6609 0.4003 0.096 Uiso 1 1 calc R . .
H23B H 0.8288 0.6666 0.4034 0.096 Uiso 1 1 calc R . .
C24 C 0.8707(8) 0.6024(3) 0.3241(8) 0.130(4) Uani 1 1 d . . .
H24A H 0.8175 0.5996 0.2817 0.195 Uiso 1 1 calc R . .
H24B H 0.8648 0.5790 0.3817 0.195 Uiso 1 1 calc R . .
H24C H 0.9237 0.5928 0.2852 0.195 Uiso 1 1 calc R . .
N1 N 0.8253(3) 0.94367(17) 0.1139(3) 0.0524(12) Uani 1 1 d . . .
O1 O 0.7142(3) 0.88251(17) 0.0790(4) 0.0672(11) Uani 1 1 d . . .
O2 O 0.8662(3) 0.89096(17) -0.1163(3) 0.0699(13) Uani 1 1 d . . .
O3 O 0.9021(3) 0.68330(16) -0.0665(4) 0.0791(14) Uani 1 1 d . . .
O4 O 0.8652(4) 0.76232(18) 0.3678(3) 0.0777(15) Uani 1 1 d . . .
O5 O 0.8834(3) 0.69103(16) 0.2695(3) 0.0627(11) Uani 1 1 d . . .
N2 N 0.8877(4) 0.74218(18) 0.0994(4) 0.0517(12) Uani 1 1 d D . .
I1 I 1.24275(3) 0.91737(2) 0.08155(4) 0.0925(2) Uani 1 1 d . . .
C25 C 0.486(3) 1.0000 0.0000 0.306(13) Uani 1 2 d SDU . 1
O6 O 0.490(2) 0.9812(11) 0.1052(15) 0.269(10) Uani 0.50 1 d PDU . 1
O6' O 0.500(2) 0.9373(10) 0.1909(18) 0.250(10) Uani 0.50 1 d PDU . 2
C25' C 0.500(3) 0.9398(15) 0.081(2) 0.237(11) Uani 0.50 1 d PDU A 2
H2A H 0.879(5) 0.7102(12) 0.085(6) 0.09(2) Uiso 1 1 d 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
C1 C2 1.359(8) . ?
C1 C6 1.396(7) . ?
C1 I1 2.090(6) . ?
C2 C3 1.380(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(8) . ?
C3 H3 0.9300 . ?
C4 N1 1.386(7) . ?
C4 C5 1.395(7) . ?
C5 C6 1.355(7) . ?
C5 C9 1.514(7) . ?
C6 H6 0.9300 . ?
C7 N1 1.452(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 O1 1.200(6) . ?
C8 N1 1.370(7) . ?
C8 C9 1.560(7) . ?
C9 C10 1.501(8) . ?
C9 C13 1.517(8) . ?
C10 C11 1.309(8) . ?
C10 H10 0.9300 . ?
C11 N2 1.384(8) . ?
C11 C22 1.496(8) . ?
C12 C13 1.340(7) . ?
C12 N2 1.376(7) . ?
C12 C17 1.496(8) . ?
C13 C14 1.450(8) . ?
C14 O2 1.223(7) . ?
C14 C15 1.472(8) . ?
C15 C16 1.388(9) . ?
C15 C21 1.404(8) . ?
C16 C18 1.388(8) . ?
C16 C17 1.464(9) . ?
C17 O3 1.210(7) . ?
C18 C19 1.363(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(10) . ?
C19 H19 0.9300 . ?
C20 C21 1.374(9) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O4 1.182(7) . ?
C22 O5 1.320(7) . ?
C23 C24 1.466(11) . ?
C23 O5 1.467(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N2 H2A 0.84(2) . ?
C25 O6 1.455(18) . ?
C25 O6 1.455(18) 2_575 ?
O6' C25' 1.437(19) . ?
O6' O6' 1.55(5) 3_655 ?

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
C2 C1 C6 121.4(6) . . ?
C2 C1 I1 120.7(4) . . ?
C6 C1 I1 117.8(4) . . ?
C1 C2 C3 121.4(6) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C4 C3 C2 117.4(6) . . ?
C4 C3 H3 121.3 . . ?
C2 C3 H3 121.3 . . ?
C3 C4 N1 129.2(5) . . ?
C3 C4 C5 121.1(5) . . ?
N1 C4 C5 109.7(5) . . ?
C6 C5 C4 121.3(5) . . ?
C6 C5 C9 129.7(5) . . ?
C4 C5 C9 109.0(4) . . ?
C5 C6 C1 117.4(5) . . ?
C5 C6 H6 121.3 . . ?
C1 C6 H6 121.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N1 126.1(5) . . ?
O1 C8 C9 126.5(5) . . ?
N1 C8 C9 107.3(4) . . ?
C10 C9 C5 109.8(4) . . ?
C10 C9 C13 110.0(4) . . ?
C5 C9 C13 115.5(5) . . ?
C10 C9 C8 107.0(5) . . ?
C5 C9 C8 100.9(4) . . ?
C13 C9 C8 113.0(4) . . ?
C11 C10 C9 124.5(5) . . ?
C11 C10 H10 117.7 . . ?
C9 C10 H10 117.7 . . ?
C10 C11 N2 121.4(5) . . ?
C10 C11 C22 121.7(5) . . ?
N2 C11 C22 116.9(5) . . ?
C13 C12 N2 123.3(5) . . ?
C13 C12 C17 123.2(5) . . ?
N2 C12 C17 113.5(4) . . ?
C12 C13 C14 119.9(5) . . ?
C12 C13 C9 121.0(5) . . ?
C14 C13 C9 119.1(4) . . ?
O2 C14 C13 120.1(5) . . ?
O2 C14 C15 121.1(5) . . ?
C13 C14 C15 118.7(5) . . ?
C16 C15 C21 118.5(5) . . ?
C16 C15 C14 121.5(5) . . ?
C21 C15 C14 119.9(6) . . ?
C15 C16 C18 120.2(6) . . ?
C15 C16 C17 119.6(5) . . ?
C18 C16 C17 120.2(6) . . ?
O3 C17 C16 124.5(6) . . ?
O3 C17 C12 118.7(6) . . ?
C16 C17 C12 116.7(5) . . ?
C19 C18 C16 120.4(6) . . ?
C19 C18 H18 119.8 . . ?
C16 C18 H18 119.8 . . ?
C20 C19 C18 119.9(6) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C21 121.3(6) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C15 119.6(6) . . ?
C20 C21 H21 120.2 . . ?
C15 C21 H21 120.2 . . ?
O4 C22 O5 125.7(6) . . ?
O4 C22 C11 124.4(6) . . ?
O5 C22 C11 109.9(5) . . ?
C24 C23 O5 106.8(6) . . ?
C24 C23 H23A 110.4 . . ?
O5 C23 H23A 110.4 . . ?
C24 C23 H23B 110.4 . . ?
O5 C23 H23B 110.4 . . ?
H23A C23 H23B 108.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C8 N1 C4 111.9(5) . . ?
C8 N1 C7 122.7(5) . . ?
C4 N1 C7 125.3(5) . . ?
C22 O5 C23 115.6(5) . . ?
C12 N2 C11 119.1(4) . . ?
C12 N2 H2A 104(6) . . ?
C11 N2 H2A 133(6) . . ?
O6 C25 O6 175(4) . 2_575 ?
C25' O6' O6' 177(3) . 3_655 ?

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
C6 C1 C2 C3 -0.3(9) . . . . ?
I1 C1 C2 C3 178.8(4) . . . . ?
C1 C2 C3 C4 -0.5(9) . . . . ?
C2 C3 C4 N1 -177.6(5) . . . . ?
C2 C3 C4 C5 1.3(8) . . . . ?
C3 C4 C5 C6 -1.3(8) . . . . ?
N1 C4 C5 C6 177.8(5) . . . . ?
C3 C4 C5 C9 177.9(5) . . . . ?
N1 C4 C5 C9 -3.1(6) . . . . ?
C4 C5 C6 C1 0.4(9) . . . . ?
C9 C5 C6 C1 -178.6(5) . . . . ?
C2 C1 C6 C5 0.4(9) . . . . ?
I1 C1 C6 C5 -178.8(4) . . . . ?
C6 C5 C9 C10 74.4(7) . . . . ?
C4 C5 C9 C10 -104.7(5) . . . . ?
C6 C5 C9 C13 -50.7(8) . . . . ?
C4 C5 C9 C13 130.2(5) . . . . ?
C6 C5 C9 C8 -172.8(6) . . . . ?
C4 C5 C9 C8 8.1(6) . . . . ?
O1 C8 C9 C10 -70.7(8) . . . . ?
N1 C8 C9 C10 104.3(5) . . . . ?
O1 C8 C9 C5 174.5(7) . . . . ?
N1 C8 C9 C5 -10.5(6) . . . . ?
O1 C8 C9 C13 50.6(9) . . . . ?
N1 C8 C9 C13 -134.4(5) . . . . ?
C5 C9 C10 C11 -121.3(6) . . . . ?
C13 C9 C10 C11 6.9(7) . . . . ?
C8 C9 C10 C11 130.0(6) . . . . ?
C9 C10 C11 N2 -0.5(9) . . . . ?
C9 C10 C11 C22 178.4(5) . . . . ?
N2 C12 C13 C14 -179.7(5) . . . . ?
C17 C12 C13 C14 0.4(9) . . . . ?
N2 C12 C13 C9 2.8(9) . . . . ?
C17 C12 C13 C9 -177.2(5) . . . . ?
C10 C9 C13 C12 -7.8(7) . . . . ?
C5 C9 C13 C12 117.1(6) . . . . ?
C8 C9 C13 C12 -127.4(6) . . . . ?
C10 C9 C13 C14 174.6(5) . . . . ?
C5 C9 C13 C14 -60.5(6) . . . . ?
C8 C9 C13 C14 55.0(6) . . . . ?
C12 C13 C14 O2 -179.3(6) . . . . ?
C9 C13 C14 O2 -1.7(8) . . . . ?
C12 C13 C14 C15 3.9(8) . . . . ?
C9 C13 C14 C15 -178.5(5) . . . . ?
O2 C14 C15 C16 179.5(6) . . . . ?
C13 C14 C15 C16 -3.7(8) . . . . ?
O2 C14 C15 C21 -2.0(9) . . . . ?
C13 C14 C15 C21 174.8(6) . . . . ?
C21 C15 C16 C18 0.8(9) . . . . ?
C14 C15 C16 C18 179.3(6) . . . . ?
C21 C15 C16 C17 -179.3(5) . . . . ?
C14 C15 C16 C17 -0.8(9) . . . . ?
C15 C16 C17 O3 -174.7(6) . . . . ?
C18 C16 C17 O3 5.2(10) . . . . ?
C15 C16 C17 C12 4.8(8) . . . . ?
C18 C16 C17 C12 -175.3(6) . . . . ?
C13 C12 C17 O3 174.8(6) . . . . ?
N2 C12 C17 O3 -5.2(8) . . . . ?
C13 C12 C17 C16 -4.8(8) . . . . ?
N2 C12 C17 C16 175.3(5) . . . . ?
C15 C16 C18 C19 -2.9(10) . . . . ?
C17 C16 C18 C19 177.2(6) . . . . ?
C16 C18 C19 C20 3.8(11) . . . . ?
C18 C19 C20 C21 -2.7(12) . . . . ?
C19 C20 C21 C15 0.6(11) . . . . ?
C16 C15 C21 C20 0.3(9) . . . . ?
C14 C15 C21 C20 -178.2(6) . . . . ?
C10 C11 C22 O4 2.3(9) . . . . ?
N2 C11 C22 O4 -178.7(6) . . . . ?
C10 C11 C22 O5 -179.2(6) . . . . ?
N2 C11 C22 O5 -0.2(7) . . . . ?
O1 C8 N1 C4 -175.4(7) . . . . ?
C9 C8 N1 C4 9.6(6) . . . . ?
O1 C8 N1 C7 2.8(11) . . . . ?
C9 C8 N1 C7 -172.2(5) . . . . ?
C3 C4 N1 C8 174.6(5) . . . . ?
C5 C4 N1 C8 -4.4(7) . . . . ?
C3 C4 N1 C7 -3.5(9) . . . . ?
C5 C4 N1 C7 177.5(5) . . . . ?
O4 C22 O5 C23 -0.3(9) . . . . ?
C11 C22 O5 C23 -178.8(5) . . . . ?
C24 C23 O5 C22 168.1(7) . . . . ?
C13 C12 N2 C11 4.5(8) . . . . ?
C17 C12 N2 C11 -175.6(5) . . . . ?
C10 C11 N2 C12 -5.6(8) . . . . ?
C22 C11 N2 C12 175.4(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
C3 H3 O2 0.93 2.57 3.463(8) 160.3 2_575
C6 H6 O4 0.93 2.60 3.445(7) 152.2 3_755
C7 H7A I1 0.96 3.31 4.117(6) 142.7 3_755
C7 H7C O2 0.96 2.46 3.392(8) 163.9 2_575
N2 H2A O3 0.84(2) 2.12(7) 2.636(7) 119(7) .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.066
