# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_y
_database_code_depnum_ccdc_archive 'CCDC 1526956'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2017-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H31 Cl N6 O4'
_chemical_formula_weight         587.07

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.500(6)
_cell_length_b                   12.190(7)
_cell_length_c                   12.237(6)
_cell_angle_alpha                69.738(8)
_cell_angle_beta                 70.732(8)
_cell_angle_gamma                70.189(8)
_cell_volume                     1469.5(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    884
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      19.00

_exptl_crystal_description       CHUNK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_type   EMPERICAL
_exptl_absorpt_correction_T_min  0.9167
_exptl_absorpt_correction_T_max  0.9654
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7540
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0764
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         24.99
_reflns_number_total             5082
_reflns_number_gt                2689
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1000P)²+0.0000P] 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     SHELXL
_refine_ls_extinction_coef       0.0036(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5082
_refine_ls_number_parameters     394
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1255
_refine_ls_R_factor_gt           0.0664
_refine_ls_wR_factor_ref         0.2084
_refine_ls_wR_factor_gt          0.1723
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.021
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl 0.56029(10) 0.54467(11) 0.81278(11) 0.0807(5) Uani 1 1 d . . .
O1 O 1.1990(2) 0.5962(2) 0.4926(3) 0.0544(7) Uani 1 1 d D . .
H1O H 1.151(5) 0.558(5) 0.545(4) 0.16(3) Uiso 1 1 d D . .
O2 O 0.9481(2) 0.4713(2) 0.3045(2) 0.0551(7) Uani 1 1 d . . .
O3 O 0.1938(4) 0.7529(4) 1.1212(5) 0.1266(16) Uani 1 1 d D . .
H3O H 0.2701 0.7484 1.0936 0.152 Uiso 1 1 calc R . .
O4 O 0.4338(6) 0.7745(6) 1.0110(5) 0.189(3) Uani 1 1 d D . .
H4O H 0.4886 0.7582 0.9520 0.226 Uiso 1 1 calc R . .
N1 N 1.2123(2) 0.7969(3) 0.4041(3) 0.0450(8) Uani 1 1 d . . .
N2 N 1.1401(3) 0.9084(3) 0.3615(3) 0.0481(8) Uani 1 1 d . . .
N3 N 0.9187(2) 0.6336(3) 0.4199(3) 0.0443(8) Uani 1 1 d . . .
N4 N 1.0107(3) 0.6240(3) 0.3170(3) 0.0506(8) Uani 1 1 d D . .
H4N H 1.059(3) 0.673(3) 0.286(3) 0.051(11) Uiso 1 1 d D . .
N5 N 1.1009(3) 0.5507(3) 0.1536(3) 0.0540(9) Uani 1 1 d D . .
H5N H 1.140(3) 0.607(2) 0.126(3) 0.038(10) Uiso 1 1 d D . .
N6 N 0.6164(3) 0.7421(3) 0.7875(3) 0.0614(9) Uani 1 1 d . . .
C1 C 1.4317(4) 0.6735(4) 0.3838(4) 0.0612(11) Uani 1 1 d . . .
H1 H 1.4086 0.6139 0.3705 0.073 Uiso 1 1 calc R . .
C2 C 1.5572(4) 0.6589(5) 0.3858(4) 0.0696(13) Uani 1 1 d . . .
H2 H 1.6180 0.5873 0.3768 0.084 Uiso 1 1 calc R . .
C3 C 1.5910(4) 0.7486(5) 0.4009(4) 0.0715(13) Uani 1 1 d . . .
H3 H 1.6756 0.7399 0.3974 0.086 Uiso 1 1 calc R . .
C4 C 1.5022(4) 0.8500(5) 0.4208(5) 0.0847(15) Uani 1 1 d . . .
H4 H 1.5255 0.9094 0.4342 0.102 Uiso 1 1 calc R . .
C5 C 1.3764(4) 0.8667(4) 0.4214(4) 0.0674(12) Uani 1 1 d . . .
H5 H 1.3155 0.9369 0.4349 0.081 Uiso 1 1 calc R . .
C6 C 1.3432(3) 0.7795(3) 0.4022(3) 0.0451(9) Uani 1 1 d . . .
C7 C 1.1441(3) 0.7112(3) 0.4486(3) 0.0412(9) Uani 1 1 d . . .
C8 C 1.0217(3) 0.7705(3) 0.4367(3) 0.0423(9) Uani 1 1 d . . .
C9 C 1.0247(3) 0.8920(3) 0.3811(3) 0.0436(9) Uani 1 1 d . . .
C10 C 0.9212(3) 0.9964(3) 0.3404(3) 0.0473(9) Uani 1 1 d . . .
C11 C 0.8225(4) 0.9761(4) 0.3149(4) 0.0627(12) Uani 1 1 d . . .
H11 H 0.8207 0.8978 0.3236 0.075 Uiso 1 1 calc R . .
C12 C 0.7267(4) 1.0738(5) 0.2765(4) 0.0772(14) Uani 1 1 d . . .
H12 H 0.6605 1.0604 0.2593 0.093 Uiso 1 1 calc R . .
C13 C 0.7277(4) 1.1886(5) 0.2635(4) 0.0836(16) Uani 1 1 d . . .
H13 H 0.6625 1.2530 0.2375 0.100 Uiso 1 1 calc R . .
C14 C 0.8256(4) 1.2102(4) 0.2889(4) 0.0767(14) Uani 1 1 d . . .
H14 H 0.8264 1.2888 0.2805 0.092 Uiso 1 1 calc R . .
C15 C 0.9216(4) 1.1136(4) 0.3269(4) 0.0591(11) Uani 1 1 d . . .
H15 H 0.9878 1.1276 0.3436 0.071 Uiso 1 1 calc R . .
C16 C 0.9207(3) 0.7073(3) 0.4739(3) 0.0404(8) Uani 1 1 d . . .
C17 C 0.8154(3) 0.7188(3) 0.5825(3) 0.0422(9) Uani 1 1 d . . .
C18 C 0.7411(3) 0.6380(3) 0.6365(3) 0.0475(9) Uani 1 1 d . . .
H18 H 0.7544 0.5741 0.6051 0.057 Uiso 1 1 calc R . .
C19 C 0.6469(3) 0.6535(4) 0.7376(4) 0.0542(10) Uani 1 1 d . . .
C20 C 0.6883(4) 0.8215(4) 0.7337(4) 0.0658(12) Uani 1 1 d . . .
H20 H 0.6702 0.8861 0.7656 0.079 Uiso 1 1 calc R . .
C21 C 0.7877(3) 0.8127(4) 0.6337(3) 0.0538(10) Uani 1 1 d . . .
H21 H 0.8358 0.8693 0.6008 0.065 Uiso 1 1 calc R . .
C22 C 1.0149(3) 0.5431(3) 0.2600(3) 0.0455(9) Uani 1 1 d . . .
C23 C 1.1389(4) 0.4726(4) 0.0778(4) 0.0527(10) Uani 1 1 d . . .
C24 C 1.0895(4) 0.3777(4) 0.1015(4) 0.0680(12) Uani 1 1 d . . .
H24 H 1.0266 0.3600 0.1710 0.082 Uiso 1 1 calc R . .
C25 C 1.1339(5) 0.3077(4) 0.0211(5) 0.0798(14) Uani 1 1 d . . .
H25 H 1.1017 0.2416 0.0381 0.096 Uiso 1 1 calc R . .
C26 C 1.2246(5) 0.3338(5) -0.0832(5) 0.0861(16) Uani 1 1 d . . .
H26 H 1.2530 0.2869 -0.1374 0.103 Uiso 1 1 calc R . .
C27 C 1.2725(5) 0.4307(5) -0.1058(5) 0.0929(17) Uani 1 1 d . . .
H27 H 1.3340 0.4497 -0.1761 0.111 Uiso 1 1 calc R . .
C28 C 1.2312(4) 0.4988(4) -0.0269(4) 0.0729(13) Uani 1 1 d . . .
H28 H 1.2650 0.5637 -0.0430 0.088 Uiso 1 1 calc R . .
C29 C 0.1232(10) 0.8622(9) 1.0580(8) 0.245(6) Uani 1 1 d D . .
H29A H 0.0349 0.8769 1.1029 0.294 Uiso 1 1 calc R . .
H29B H 0.1259 0.8539 0.9811 0.294 Uiso 1 1 calc R . .
C30 C 0.1736(18) 0.9720(11) 1.0366(14) 0.504(18) Uani 1 1 d D . .
H30A H 0.1767 0.9775 1.1119 0.605 Uiso 1 1 calc R . .
H30B H 0.1180 1.0445 1.0001 0.605 Uiso 1 1 calc R . .
H30C H 0.2576 0.9623 0.9845 0.605 Uiso 1 1 calc R . .
C31 C 0.4525(12) 0.8829(14) 1.0367(15) 0.53(2) Uani 1 1 d D . .
H31A H 0.3714 0.9389 1.0547 0.637 Uiso 1 1 calc R . .
H31B H 0.5073 0.9228 0.9674 0.637 Uiso 1 1 calc R . .
H31C H 0.4904 0.8540 1.1039 0.637 Uiso 1 1 calc R . .


_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
Cl C19 1.745(4) . ?
O1 C7 1.325(4) . ?
O1 H1O 0.8201(11) . ?
O2 C22 1.225(4) . ?
O3 C29 1.415(8) . ?
O3 H3O 0.8200 . ?
O4 C31 1.555(9) . ?
O4 H4O 0.8200 . ?
N1 N2 1.356(4) . ?
N1 C7 1.372(4) . ?
N1 C6 1.440(4) . ?
N2 C9 1.340(4) . ?
N3 C16 1.296(4) . ?
N3 N4 1.362(4) . ?
N4 C22 1.372(5) . ?
N4 H4N 0.863(10) . ?
N5 C22 1.346(5) . ?
N5 C23 1.421(5) . ?
N5 H5N 0.854(10) . ?
N6 C19 1.312(5) . ?
N6 C20 1.340(5) . ?
C1 C6 1.384(5) . ?
C1 C2 1.400(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.362(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.349(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.355(5) . ?
C5 H5 0.9300 . ?
C7 C8 1.377(5) . ?
C8 C9 1.407(5) . ?
C8 C16 1.471(5) . ?
C9 C10 1.486(5) . ?
C10 C15 1.382(5) . ?
C10 C11 1.386(5) . ?
C11 C12 1.385(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.356(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.484(5) . ?
C17 C18 1.372(5) . ?
C17 C21 1.386(5) . ?
C18 C19 1.371(5) . ?
C18 H18 0.9300 . ?
C20 C21 1.378(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C23 C24 1.360(6) . ?
C23 C28 1.385(6) . ?
C24 C25 1.382(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.373(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.376(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.354(6) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.543(8) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?

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
C7 O1 H1O 115(4) . . ?
C29 O3 H3O 109.5 . . ?
C31 O4 H4O 109.5 . . ?
N2 N1 C7 111.7(3) . . ?
N2 N1 C6 120.7(3) . . ?
C7 N1 C6 127.5(3) . . ?
C9 N2 N1 104.7(3) . . ?
C16 N3 N4 116.6(3) . . ?
N3 N4 C22 118.3(3) . . ?
N3 N4 H4N 119(2) . . ?
C22 N4 H4N 122(2) . . ?
C22 N5 C23 127.1(3) . . ?
C22 N5 H5N 119(2) . . ?
C23 N5 H5N 113(2) . . ?
C19 N6 C20 114.9(3) . . ?
C6 C1 C2 117.8(4) . . ?
C6 C1 H1 121.1 . . ?
C2 C1 H1 121.1 . . ?
C3 C2 C1 120.6(4) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.7(5) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.3(4) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C1 121.4(4) . . ?
C5 C6 N1 119.0(3) . . ?
C1 C6 N1 119.6(3) . . ?
O1 C7 N1 120.6(3) . . ?
O1 C7 C8 132.5(3) . . ?
N1 C7 C8 106.9(3) . . ?
C7 C8 C9 104.8(3) . . ?
C7 C8 C16 122.6(3) . . ?
C9 C8 C16 132.6(3) . . ?
N2 C9 C8 111.9(3) . . ?
N2 C9 C10 119.4(3) . . ?
C8 C9 C10 128.7(3) . . ?
C15 C10 C11 119.2(3) . . ?
C15 C10 C9 121.2(3) . . ?
C11 C10 C9 119.5(4) . . ?
C12 C11 C10 119.2(4) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C13 C12 C11 121.2(4) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.2(4) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 119.0(5) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C10 121.1(4) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
N3 C16 C8 123.8(3) . . ?
N3 C16 C17 114.6(3) . . ?
C8 C16 C17 121.5(3) . . ?
C18 C17 C21 117.0(3) . . ?
C18 C17 C16 122.0(3) . . ?
C21 C17 C16 121.0(3) . . ?
C19 C18 C17 118.5(4) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
N6 C19 C18 126.2(4) . . ?
N6 C19 Cl 115.1(3) . . ?
C18 C19 Cl 118.6(3) . . ?
N6 C20 C21 123.7(4) . . ?
N6 C20 H20 118.2 . . ?
C21 C20 H20 118.2 . . ?
C20 C21 C17 119.6(4) . . ?
C20 C21 H21 120.2 . . ?
C17 C21 H21 120.2 . . ?
O2 C22 N5 125.1(4) . . ?
O2 C22 N4 122.3(3) . . ?
N5 C22 N4 112.6(3) . . ?
C24 C23 C28 119.8(4) . . ?
C24 C23 N5 124.3(4) . . ?
C28 C23 N5 115.9(4) . . ?
C23 C24 C25 119.2(4) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C26 C25 C24 121.3(5) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C25 C26 C27 118.5(5) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 H26 120.8 . . ?
C28 C27 C26 120.7(5) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C23 120.5(5) . . ?
C27 C28 H28 119.8 . . ?
C23 C28 H28 119.7 . . ?
O3 C29 C30 113.0(10) . . ?
O3 C29 H29A 109.0 . . ?
C30 C29 H29A 109.0 . . ?
O3 C29 H29B 109.0 . . ?
C30 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O4 C31 H31A 109.5 . . ?
O4 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O4 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
C7 N1 N2 C9 0.6(4) . . . . ?
C6 N1 N2 C9 -177.8(3) . . . . ?
C16 N3 N4 C22 177.3(3) . . . . ?
C6 C1 C2 C3 -2.5(7) . . . . ?
C1 C2 C3 C4 3.8(7) . . . . ?
C2 C3 C4 C5 -2.6(8) . . . . ?
C3 C4 C5 C6 0.3(7) . . . . ?
C4 C5 C6 C1 1.0(7) . . . . ?
C4 C5 C6 N1 179.4(4) . . . . ?
C2 C1 C6 C5 0.1(6) . . . . ?
C2 C1 C6 N1 -178.3(3) . . . . ?
N2 N1 C6 C5 35.4(5) . . . . ?
C7 N1 C6 C5 -142.7(4) . . . . ?
N2 N1 C6 C1 -146.1(4) . . . . ?
C7 N1 C6 C1 35.7(5) . . . . ?
N2 N1 C7 O1 179.0(3) . . . . ?
C6 N1 C7 O1 -2.7(5) . . . . ?
N2 N1 C7 C8 -1.4(4) . . . . ?
C6 N1 C7 C8 176.9(3) . . . . ?
O1 C7 C8 C9 -178.9(4) . . . . ?
N1 C7 C8 C9 1.5(4) . . . . ?
O1 C7 C8 C16 -1.1(6) . . . . ?
N1 C7 C8 C16 179.3(3) . . . . ?
N1 N2 C9 C8 0.3(4) . . . . ?
N1 N2 C9 C10 -177.6(3) . . . . ?
C7 C8 C9 N2 -1.2(4) . . . . ?
C16 C8 C9 N2 -178.7(4) . . . . ?
C7 C8 C9 C10 176.5(3) . . . . ?
C16 C8 C9 C10 -1.0(7) . . . . ?
N2 C9 C10 C15 -25.5(5) . . . . ?
C8 C9 C10 C15 156.9(4) . . . . ?
N2 C9 C10 C11 154.1(4) . . . . ?
C8 C9 C10 C11 -23.4(6) . . . . ?
C15 C10 C11 C12 0.0(6) . . . . ?
C9 C10 C11 C12 -179.7(4) . . . . ?
C10 C11 C12 C13 -0.1(7) . . . . ?
C11 C12 C13 C14 -0.1(8) . . . . ?
C12 C13 C14 C15 0.3(8) . . . . ?
C13 C14 C15 C10 -0.4(7) . . . . ?
C11 C10 C15 C14 0.2(6) . . . . ?
C9 C10 C15 C14 179.9(4) . . . . ?
N4 N3 C16 C8 -5.8(5) . . . . ?
N4 N3 C16 C17 177.4(3) . . . . ?
C7 C8 C16 N3 -69.1(5) . . . . ?
C9 C8 C16 N3 108.0(5) . . . . ?
C7 C8 C16 C17 107.4(4) . . . . ?
C9 C8 C16 C17 -75.4(5) . . . . ?
N3 C16 C17 C18 14.6(5) . . . . ?
C8 C16 C17 C18 -162.3(3) . . . . ?
N3 C16 C17 C21 -165.3(3) . . . . ?
C8 C16 C17 C21 17.9(5) . . . . ?
C21 C17 C18 C19 -1.2(5) . . . . ?
C16 C17 C18 C19 179.0(3) . . . . ?
C20 N6 C19 C18 -1.8(6) . . . . ?
C20 N6 C19 Cl 176.1(3) . . . . ?
C17 C18 C19 N6 2.6(6) . . . . ?
C17 C18 C19 Cl -175.3(3) . . . . ?
C19 N6 C20 C21 -0.2(6) . . . . ?
N6 C20 C21 C17 1.4(6) . . . . ?
C18 C17 C21 C20 -0.6(5) . . . . ?
C16 C17 C21 C20 179.3(3) . . . . ?
C23 N5 C22 O2 -5.7(6) . . . . ?
C23 N5 C22 N4 172.9(3) . . . . ?
N3 N4 C22 O2 -7.7(5) . . . . ?
N3 N4 C22 N5 173.6(3) . . . . ?
C22 N5 C23 C24 1.8(6) . . . . ?
C22 N5 C23 C28 -179.0(4) . . . . ?
C28 C23 C24 C25 0.9(7) . . . . ?
N5 C23 C24 C25 -180.0(4) . . . . ?
C23 C24 C25 C26 -1.5(7) . . . . ?
C24 C25 C26 C27 1.0(8) . . . . ?
C25 C26 C27 C28 0.0(8) . . . . ?
C26 C27 C28 C23 -0.6(8) . . . . ?
C24 C23 C28 C27 0.1(7) . . . . ?
N5 C23 C28 C27 -179.1(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
O1 H1O O2 0.8201(11) 1.80(3) 2.542(4) 149(7) 2_766
O1 H1O N3 0.8201(11) 2.57(5) 3.219(4) 137(6) 2_766
O3 H3O O4 0.82 1.90 2.702(6) 167.2 .
O4 H4O N6 0.82 2.09 2.904(6) 171.5 .
N4 H4N O3 0.863(10) 2.24(2) 2.992(5) 146(3) 1_654
N5 H5N O3 0.854(10) 2.051(16) 2.864(6) 159(3) 1_654

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.055
