# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_ldfav150706
_database_code_depnum_ccdc_archive 'CCDC 1580851'
_audit_update_record             
;
2017-10-19 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C40 H34 Cl N3 O5), H2 O'
_chemical_formula_sum            'C80 H70 Cl2 N6 O11'
_chemical_formula_weight         1362.32

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

_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, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   21.758(5)
_cell_length_b                   50.304(5)
_cell_length_c                   13.416(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14684(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9874
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      26.74

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_F_000             5712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_exptl_absorpt_coefficient_mu    0.152
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7055
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            65610
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -66
_diffrn_reflns_limit_k_max       66
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.619
_diffrn_reflns_theta_max         28.011
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8880
_reflns_number_gt                7603
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.918
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0824P)²+6.6158P] 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 3231 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.009(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8880
_refine_ls_number_parameters     459
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1378
_refine_ls_wR_factor_gt          0.1321
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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
C1 C 0.31249(13) 0.02075(6) 0.2761(2) 0.0379(6) Uani 1 1 d . . . . .
C2 C 0.29739(13) 0.01438(6) 0.1630(2) 0.0371(6) Uani 1 1 d . . . . .
H2 H 0.2563 0.0223 0.1477 0.044 Uiso 1 1 calc R U . . .
C3 C 0.34541(11) 0.03014(5) 0.1055(2) 0.0338(5) Uani 1 1 d . . . . .
C4 C 0.37440(11) 0.04733(5) 0.1712(2) 0.0314(5) Uani 1 1 d . . . . .
C5 C 0.25535(15) 0.02899(6) 0.3340(3) 0.0465(7) Uani 1 1 d . . . . .
H5A H 0.2660 0.0316 0.4043 0.070 Uiso 1 1 calc R U . . .
H5B H 0.2240 0.0151 0.3283 0.070 Uiso 1 1 calc R U . . .
H5C H 0.2392 0.0456 0.3066 0.070 Uiso 1 1 calc R U . . .
C6 C 0.34902(13) -0.00264(6) 0.3225(2) 0.0411(6) Uani 1 1 d . . . . .
C7 C 0.33928(13) -0.04475(6) 0.4148(2) 0.0386(6) Uani 1 1 d . . . . .
C8 C 0.30248(13) -0.05759(6) 0.4845(2) 0.0391(6) Uani 1 1 d . . . . .
H8 H 0.2649 -0.0498 0.5056 0.047 Uiso 1 1 calc R U . . .
C9 C 0.32092(15) -0.08170(6) 0.5229(2) 0.0442(7) Uani 1 1 d . . . . .
C10 C 0.37504(18) -0.09361(8) 0.4953(3) 0.0575(9) Uani 1 1 d . . . . .
H10 H 0.3874 -0.1101 0.5234 0.069 Uiso 1 1 calc R U . . .
C11 C 0.4113(2) -0.08075(9) 0.4248(4) 0.0724(13) Uani 1 1 d . . . . .
H11 H 0.4485 -0.0888 0.4036 0.087 Uiso 1 1 calc R U . . .
C12 C 0.39409(19) -0.05643(8) 0.3849(3) 0.0632(10) Uani 1 1 d . . . . .
H12 H 0.4196 -0.0478 0.3374 0.076 Uiso 1 1 calc R U . . .
C13 C 0.29364(14) -0.01497(6) 0.1400(2) 0.0407(6) Uani 1 1 d . . . . .
C14 C 0.23773(15) -0.02853(7) 0.1516(3) 0.0489(7) Uani 1 1 d . . . . .
H14 H 0.2020 -0.0190 0.1710 0.059 Uiso 1 1 calc R U . . .
C15 C 0.23398(18) -0.05584(7) 0.1348(3) 0.0546(8) Uani 1 1 d . . . . .
H15 H 0.1957 -0.0646 0.1439 0.066 Uiso 1 1 calc R U . . .
C16 C 0.28407(17) -0.07037(7) 0.1055(3) 0.0519(8) Uani 1 1 d . . . . .
C17 C 0.33946(17) -0.05689(7) 0.0912(3) 0.0526(8) Uani 1 1 d . . . . .
H17 H 0.3746 -0.0665 0.0693 0.063 Uiso 1 1 calc R U . . .
C18 C 0.34425(14) -0.02983(6) 0.1082(3) 0.0477(7) Uani 1 1 d . . . . .
H18 H 0.3826 -0.0212 0.0980 0.057 Uiso 1 1 calc R U . . .
C19 C 0.2795(2) -0.10013(8) 0.0872(4) 0.0715(12) Uani 1 1 d . . . . .
H19A H 0.2569 -0.1085 0.1421 0.107 Uiso 1 1 calc R U . . .
H19B H 0.3208 -0.1077 0.0833 0.107 Uiso 1 1 calc R U . . .
H19C H 0.2577 -0.1033 0.0244 0.107 Uiso 1 1 calc R U . . .
C20 C 0.34984(12) 0.02910(5) 0.0002(2) 0.0339(5) Uani 1 1 d . . . . .
C21 C 0.40395(12) 0.04021(6) -0.0558(2) 0.0348(5) Uani 1 1 d . . . . .
C22 C 0.39334(16) 0.05549(6) -0.1405(2) 0.0450(7) Uani 1 1 d . . . . .
H22 H 0.3524 0.0592 -0.1606 0.054 Uiso 1 1 calc R U . . .
C23 C 0.44194(19) 0.06522(8) -0.1954(3) 0.0585(9) Uani 1 1 d . . . . .
H23 H 0.4351 0.0763 -0.2515 0.070 Uiso 1 1 calc R U . . .
C24 C 0.50094(18) 0.05835(9) -0.1666(3) 0.0607(9) Uani 1 1 d . . . . .
C25 C 0.51305(16) 0.04296(8) -0.0838(3) 0.0531(8) Uani 1 1 d . . . . .
H25 H 0.5541 0.0385 -0.0662 0.064 Uiso 1 1 calc R U . . .
C26 C 0.46393(13) 0.03419(6) -0.0269(2) 0.0381(6) Uani 1 1 d . . . . .
H26 H 0.4711 0.0241 0.0317 0.046 Uiso 1 1 calc R U . . .
C27 C 0.41765(12) 0.06952(5) 0.1504(2) 0.0319(5) Uani 1 1 d . . . . .
C28 C 0.39904(13) 0.09089(6) 0.0929(2) 0.0399(6) Uani 1 1 d . . . . .
H28 H 0.3592 0.0910 0.0640 0.048 Uiso 1 1 calc R U . . .
C29 C 0.43856(14) 0.11214(6) 0.0773(2) 0.0447(7) Uani 1 1 d . . . . .
H29 H 0.4250 0.1268 0.0386 0.054 Uiso 1 1 calc R U . . .
C30 C 0.49701(14) 0.11236(6) 0.1169(2) 0.0403(6) Uani 1 1 d . . . . .
C31 C 0.51559(13) 0.09077(7) 0.1732(2) 0.0434(7) Uani 1 1 d . . . . .
H31 H 0.5559 0.0905 0.2003 0.052 Uiso 1 1 calc R U . . .
C32 C 0.47671(13) 0.06954(6) 0.1909(2) 0.0402(6) Uani 1 1 d . . . . .
H32 H 0.4902 0.0550 0.2305 0.048 Uiso 1 1 calc R U . . .
C33 C 0.53956(17) 0.13591(7) 0.0995(3) 0.0565(9) Uani 1 1 d . . . . .
H33A H 0.5682 0.1375 0.1556 0.085 Uiso 1 1 calc R U . . .
H33B H 0.5151 0.1522 0.0941 0.085 Uiso 1 1 calc R U . . .
H33C H 0.5627 0.1332 0.0377 0.085 Uiso 1 1 calc R U . . .
C34 C 0.37048(16) 0.06017(7) 0.3490(2) 0.0474(7) Uani 1 1 d . . . . .
C35 C 0.34360(17) 0.08477(7) 0.3579(3) 0.0520(8) Uani 1 1 d . . . . .
H35 H 0.3146 0.0903 0.3093 0.062 Uiso 1 1 calc R U . . .
C36 C 0.3580(2) 0.10189(9) 0.4370(3) 0.0660(11) Uani 1 1 d . . . . .
H36 H 0.3399 0.1190 0.4410 0.079 Uiso 1 1 calc R U . . .
C37 C 0.3983(3) 0.09355(12) 0.5079(3) 0.0840(15) Uani 1 1 d . . . . .
C38 C 0.4253(3) 0.06927(15) 0.5010(3) 0.0993(19) Uani 1 1 d . . . . .
H38 H 0.4536 0.0639 0.5510 0.119 Uiso 1 1 calc R U . . .
C39 C 0.4120(2) 0.05192(11) 0.4211(3) 0.0742(12) Uani 1 1 d . . . . .
H39 H 0.4311 0.0350 0.4168 0.089 Uiso 1 1 calc R U . . .
C40 C 0.3930(5) 0.13449(17) 0.5948(5) 0.140(3) Uani 1 1 d . . . . .
H40A H 0.4054 0.1439 0.5341 0.210 Uiso 1 1 calc R U . . .
H40B H 0.4108 0.1434 0.6530 0.210 Uiso 1 1 calc R U . . .
H40C H 0.3481 0.1345 0.6002 0.210 Uiso 1 1 calc R U . . .
N1 N 0.35566(12) 0.04351(5) 0.26592(18) 0.0393(5) Uani 1 1 d . . . . .
N2 N 0.31693(12) -0.02029(5) 0.37680(19) 0.0393(5) Uani 1 1 d . . . . .
N3 N 0.5535(2) 0.06662(13) -0.2276(4) 0.1068(18) Uani 1 1 d . . . . .
O1 O 0.40404(10) -0.00464(5) 0.3066(2) 0.0553(6) Uani 1 1 d . . . . .
O2 O 0.30915(9) 0.01843(4) -0.05154(17) 0.0446(5) Uani 1 1 d . . . . .
O3 O 0.6046(2) 0.05800(13) -0.2089(4) 0.135(2) Uani 1 1 d . . . . .
O4 O 0.5427(2) 0.08310(15) -0.2959(4) 0.151(3) Uani 1 1 d . . . . .
O5 O 0.4141(3) 0.10822(12) 0.5905(3) 0.1371(19) Uani 1 1 d . . . . .
O6 O 0.5000 0.0000 0.1735(2) 0.0483(7) Uani 1 2 d S T P . .
Cl1 Cl 0.27380(4) -0.09747(2) 0.60979(8) 0.0683(3) Uani 1 1 d . . . . .
H2N H 0.2791(18) -0.0170(7) 0.386(3) 0.037(8) Uiso 1 1 d . . . . .
H1W H 0.5353(19) 0.0004(8) 0.222(3) 0.058(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.487(4) . ?
C1 C5 1.524(4) . ?
C1 C6 1.551(4) . ?
C1 C2 1.584(4) . ?
C2 C13 1.511(4) . ?
C2 C3 1.522(4) . ?
C2 H2 1.0000 . ?
C3 C4 1.387(4) . ?
C3 C20 1.417(4) . ?
C4 N1 1.349(4) . ?
C4 C27 1.486(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 O1 1.220(4) . ?
C6 N2 1.344(4) . ?
C7 C12 1.389(5) . ?
C7 C8 1.390(4) . ?
C7 N2 1.418(4) . ?
C8 C9 1.377(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.372(5) . ?
C9 Cl1 1.743(3) . ?
C10 C11 1.391(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.398(5) . ?
C13 C14 1.403(4) . ?
C14 C15 1.395(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.370(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.396(5) . ?
C16 C19 1.520(5) . ?
C17 C18 1.384(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 O2 1.246(3) . ?
C20 C21 1.504(4) . ?
C21 C22 1.392(4) . ?
C21 C26 1.395(4) . ?
C22 C23 1.378(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.384(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(6) . ?
C24 N3 1.466(5) . ?
C25 C26 1.385(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.384(4) . ?
C27 C32 1.395(4) . ?
C28 C29 1.387(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.378(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.383(5) . ?
C30 C33 1.522(4) . ?
C31 C32 1.383(4) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.374(5) . ?
C34 C39 1.387(5) . ?
C34 N1 1.432(4) . ?
C35 C36 1.402(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.360(7) . ?
C36 H36 0.9500 . ?
C37 C38 1.358(9) . ?
C37 O5 1.376(6) . ?
C38 C39 1.413(7) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 O5 1.400(10) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
N2 H2N 0.85(4) . ?
N3 O3 1.219(7) . ?
N3 O4 1.258(7) . ?
O6 H1W 1.00(4) . ?

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
N1 C1 C5 110.7(3) . . ?
N1 C1 C6 107.3(2) . . ?
C5 C1 C6 114.8(2) . . ?
N1 C1 C2 101.5(2) . . ?
C5 C1 C2 112.0(2) . . ?
C6 C1 C2 109.7(2) . . ?
C13 C2 C3 116.3(2) . . ?
C13 C2 C1 113.8(2) . . ?
C3 C2 C1 103.8(2) . . ?
C13 C2 H2 107.5 . . ?
C3 C2 H2 107.5 . . ?
C1 C2 H2 107.5 . . ?
C4 C3 C20 128.7(2) . . ?
C4 C3 C2 108.3(2) . . ?
C20 C3 C2 122.2(2) . . ?
N1 C4 C3 111.9(2) . . ?
N1 C4 C27 118.4(2) . . ?
C3 C4 C27 129.6(2) . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 N2 123.4(3) . . ?
O1 C6 C1 119.7(3) . . ?
N2 C6 C1 116.9(2) . . ?
C12 C7 C8 119.5(3) . . ?
C12 C7 N2 123.9(3) . . ?
C8 C7 N2 116.6(3) . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C10 C9 C8 122.3(3) . . ?
C10 C9 Cl1 119.1(3) . . ?
C8 C9 Cl1 118.6(3) . . ?
C9 C10 C11 117.8(3) . . ?
C9 C10 H10 121.1 . . ?
C11 C10 H10 121.1 . . ?
C12 C11 C10 121.4(3) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C7 119.5(3) . . ?
C11 C12 H12 120.2 . . ?
C7 C12 H12 120.2 . . ?
C18 C13 C14 117.2(3) . . ?
C18 C13 C2 122.9(3) . . ?
C14 C13 C2 120.0(3) . . ?
C15 C14 C13 120.8(3) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C14 121.7(3) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 117.9(3) . . ?
C15 C16 C19 121.3(3) . . ?
C17 C16 C19 120.8(4) . . ?
C18 C17 C16 121.3(3) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C13 121.1(3) . . ?
C17 C18 H18 119.4 . . ?
C13 C18 H18 119.4 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C20 C3 121.5(3) . . ?
O2 C20 C21 116.0(3) . . ?
C3 C20 C21 122.5(2) . . ?
C22 C21 C26 120.1(3) . . ?
C22 C21 C20 118.9(3) . . ?
C26 C21 C20 120.9(2) . . ?
C23 C22 C21 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 118.3(3) . . ?
C22 C23 H23 120.9 . . ?
C24 C23 H23 120.9 . . ?
C25 C24 C23 122.8(3) . . ?
C25 C24 N3 117.3(4) . . ?
C23 C24 N3 119.8(4) . . ?
C24 C25 C26 118.3(3) . . ?
C24 C25 H25 120.8 . . ?
C26 C25 H25 120.8 . . ?
C25 C26 C21 120.0(3) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C28 C27 C32 119.1(2) . . ?
C28 C27 C4 120.2(2) . . ?
C32 C27 C4 120.7(2) . . ?
C27 C28 C29 120.1(3) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C30 C29 C28 121.4(3) . . ?
C30 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
C29 C30 C31 118.3(3) . . ?
C29 C30 C33 120.6(3) . . ?
C31 C30 C33 121.1(3) . . ?
C32 C31 C30 121.4(3) . . ?
C32 C31 H31 119.3 . . ?
C30 C31 H31 119.3 . . ?
C31 C32 C27 119.8(3) . . ?
C31 C32 H32 120.1 . . ?
C27 C32 H32 120.1 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C39 119.1(4) . . ?
C35 C34 N1 119.9(3) . . ?
C39 C34 N1 121.0(4) . . ?
C34 C35 C36 121.6(4) . . ?
C34 C35 H35 119.2 . . ?
C36 C35 H35 119.2 . . ?
C37 C36 C35 118.9(5) . . ?
C37 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
C38 C37 C36 120.6(4) . . ?
C38 C37 O5 115.4(5) . . ?
C36 C37 O5 124.0(6) . . ?
C37 C38 C39 121.2(5) . . ?
C37 C38 H38 119.4 . . ?
C39 C38 H38 119.4 . . ?
C34 C39 C38 118.5(5) . . ?
C34 C39 H39 120.7 . . ?
C38 C39 H39 120.7 . . ?
O5 C40 H40A 109.5 . . ?
O5 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O5 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C4 N1 C34 125.6(2) . . ?
C4 N1 C1 112.8(2) . . ?
C34 N1 C1 121.4(2) . . ?
C6 N2 C7 126.2(3) . . ?
C6 N2 H2N 117(2) . . ?
C7 N2 H2N 117(2) . . ?
O3 N3 O4 123.7(5) . . ?
O3 N3 C24 119.7(4) . . ?
O4 N3 C24 116.6(5) . . ?
C37 O5 C40 117.2(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
N1 C1 C2 C13 140.1(2) . . . . ?
C5 C1 C2 C13 -101.9(3) . . . . ?
C6 C1 C2 C13 26.8(3) . . . . ?
N1 C1 C2 C3 12.7(3) . . . . ?
C5 C1 C2 C3 130.8(2) . . . . ?
C6 C1 C2 C3 -100.5(2) . . . . ?
C13 C2 C3 C4 -137.2(3) . . . . ?
C1 C2 C3 C4 -11.4(3) . . . . ?
C13 C2 C3 C20 51.5(4) . . . . ?
C1 C2 C3 C20 177.3(2) . . . . ?
C20 C3 C4 N1 175.7(3) . . . . ?
C2 C3 C4 N1 5.2(3) . . . . ?
C20 C3 C4 C27 0.5(5) . . . . ?
C2 C3 C4 C27 -170.0(3) . . . . ?
N1 C1 C6 O1 -29.8(4) . . . . ?
C5 C1 C6 O1 -153.3(3) . . . . ?
C2 C1 C6 O1 79.6(4) . . . . ?
N1 C1 C6 N2 152.0(3) . . . . ?
C5 C1 C6 N2 28.6(4) . . . . ?
C2 C1 C6 N2 -98.6(3) . . . . ?
C12 C7 C8 C9 0.0(5) . . . . ?
N2 C7 C8 C9 178.7(3) . . . . ?
C7 C8 C9 C10 0.5(5) . . . . ?
C7 C8 C9 Cl1 -179.7(2) . . . . ?
C8 C9 C10 C11 -1.1(6) . . . . ?
Cl1 C9 C10 C11 179.1(3) . . . . ?
C9 C10 C11 C12 1.2(7) . . . . ?
C10 C11 C12 C7 -0.8(8) . . . . ?
C8 C7 C12 C11 0.1(6) . . . . ?
N2 C7 C12 C11 -178.4(4) . . . . ?
C3 C2 C13 C18 29.2(4) . . . . ?
C1 C2 C13 C18 -91.4(4) . . . . ?
C3 C2 C13 C14 -151.6(3) . . . . ?
C1 C2 C13 C14 87.9(4) . . . . ?
C18 C13 C14 C15 2.0(5) . . . . ?
C2 C13 C14 C15 -177.3(3) . . . . ?
C13 C14 C15 C16 -0.8(6) . . . . ?
C14 C15 C16 C17 -1.0(6) . . . . ?
C14 C15 C16 C19 -179.8(4) . . . . ?
C15 C16 C17 C18 1.5(6) . . . . ?
C19 C16 C17 C18 -179.7(4) . . . . ?
C16 C17 C18 C13 -0.2(6) . . . . ?
C14 C13 C18 C17 -1.6(5) . . . . ?
C2 C13 C18 C17 177.7(3) . . . . ?
C4 C3 C20 O2 -158.5(3) . . . . ?
C2 C3 C20 O2 10.9(4) . . . . ?
C4 C3 C20 C21 22.7(4) . . . . ?
C2 C3 C20 C21 -167.9(2) . . . . ?
O2 C20 C21 C22 46.0(4) . . . . ?
C3 C20 C21 C22 -135.1(3) . . . . ?
O2 C20 C21 C26 -130.5(3) . . . . ?
C3 C20 C21 C26 48.4(4) . . . . ?
C26 C21 C22 C23 -1.3(5) . . . . ?
C20 C21 C22 C23 -177.8(3) . . . . ?
C21 C22 C23 C24 3.0(6) . . . . ?
C22 C23 C24 C25 -2.2(7) . . . . ?
C22 C23 C24 N3 175.3(5) . . . . ?
C23 C24 C25 C26 -0.4(7) . . . . ?
N3 C24 C25 C26 -177.9(4) . . . . ?
C24 C25 C26 C21 2.1(5) . . . . ?
C22 C21 C26 C25 -1.3(5) . . . . ?
C20 C21 C26 C25 175.1(3) . . . . ?
N1 C4 C27 C28 -114.0(3) . . . . ?
C3 C4 C27 C28 60.9(4) . . . . ?
N1 C4 C27 C32 64.1(4) . . . . ?
C3 C4 C27 C32 -121.0(3) . . . . ?
C32 C27 C28 C29 -1.0(5) . . . . ?
C4 C27 C28 C29 177.1(3) . . . . ?
C27 C28 C29 C30 1.1(5) . . . . ?
C28 C29 C30 C31 -0.2(5) . . . . ?
C28 C29 C30 C33 -179.6(3) . . . . ?
C29 C30 C31 C32 -0.7(5) . . . . ?
C33 C30 C31 C32 178.7(3) . . . . ?
C30 C31 C32 C27 0.8(5) . . . . ?
C28 C27 C32 C31 0.1(5) . . . . ?
C4 C27 C32 C31 -178.0(3) . . . . ?
C39 C34 C35 C36 1.2(5) . . . . ?
N1 C34 C35 C36 -178.5(3) . . . . ?
C34 C35 C36 C37 -1.8(6) . . . . ?
C35 C36 C37 C38 1.4(8) . . . . ?
C35 C36 C37 O5 -177.5(5) . . . . ?
C36 C37 C38 C39 -0.5(9) . . . . ?
O5 C37 C38 C39 178.5(5) . . . . ?
C35 C34 C39 C38 -0.2(6) . . . . ?
N1 C34 C39 C38 179.5(4) . . . . ?
C37 C38 C39 C34 -0.1(8) . . . . ?
C3 C4 N1 C34 -171.3(3) . . . . ?
C27 C4 N1 C34 4.5(4) . . . . ?
C3 C4 N1 C1 4.1(3) . . . . ?
C27 C4 N1 C1 179.9(2) . . . . ?
C35 C34 N1 C4 72.8(4) . . . . ?
C39 C34 N1 C4 -106.9(4) . . . . ?
C35 C34 N1 C1 -102.2(4) . . . . ?
C39 C34 N1 C1 78.1(4) . . . . ?
C5 C1 N1 C4 -129.8(3) . . . . ?
C6 C1 N1 C4 104.2(3) . . . . ?
C2 C1 N1 C4 -10.8(3) . . . . ?
C5 C1 N1 C34 45.8(4) . . . . ?
C6 C1 N1 C34 -80.2(3) . . . . ?
C2 C1 N1 C34 164.8(3) . . . . ?
O1 C6 N2 C7 -6.7(5) . . . . ?
C1 C6 N2 C7 171.3(3) . . . . ?
C12 C7 N2 C6 -13.3(5) . . . . ?
C8 C7 N2 C6 168.1(3) . . . . ?
C25 C24 N3 O3 6.2(9) . . . . ?
C23 C24 N3 O3 -171.4(6) . . . . ?
C25 C24 N3 O4 -172.0(6) . . . . ?
C23 C24 N3 O4 10.4(8) . . . . ?
C38 C37 O5 C40 172.9(7) . . . . ?
C36 C37 O5 C40 -8.1(10) . . . . ?

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 H2N O2 0.85(4) 2.10(4) 2.908(3) 160(3) 10
O6 H1W O1 1.00(4) 1.76(4) 2.757(3) 174(4) 2_655

_refine_diff_density_max         0.785
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.070

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.135 152.5 13.3
2 0.750 0.250 -0.115 152.5 20.4
3 0.500 0.500 0.135 152.5 13.3
4 0.250 0.750 -0.115 152.5 20.4
5 0.250 0.250 0.385 152.5 20.4
6 0.750 0.750 0.385 152.5 20.4
7 0.500 0.000 0.635 152.5 13.3
8 1.000 0.500 0.635 152.5 13.3
_platon_squeeze_details          
;
;

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1822869'
_audit_update_record             
;
2018-02-08 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_audit_creation_date             2016-12-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C41 H35 Cl2 N3 O3, C4 H8 O, C3 H6'
_chemical_formula_sum            'C48 H49 Cl2 N3 O4'
_chemical_formula_weight         802.80
_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'
Cl Cl 0.1484 0.1585 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.043(3)
_cell_length_b                   13.174(4)
_cell_length_c                   13.616(4)
_cell_angle_alpha                98.819(9)
_cell_angle_beta                 97.641(6)
_cell_angle_gamma                98.079(5)
_cell_volume                     2086.9(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3214
_cell_measurement_temperature    113
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.1
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.411
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    "'not measured'"
_exptl_crystal_description       Prism
_exptl_crystal_F_000             848
_exptl_crystal_preparation       Fiber
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26425
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.603
_diffrn_reflns_theta_min         3.067
_diffrn_ambient_temperature      113
_diffrn_detector                 PILT
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -105.0000 - 75.0000
	     Image width: 0.5000
	        Exp time: 40.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 44.9752
	          2theta: -15.0855
scan:
	Number of images: 360
	           Slice: -105.0000 - 75.0000
	     Image width: 0.5000
	        Exp time: 40.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 44.9752
	          2theta: -15.0855
scan:
	Number of images: 360
	           Slice: -105.0000 - 75.0000
	     Image width: 0.5000
	        Exp time: 40.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 180.0000
	             XTD: 44.9752
	          2theta: -15.0855
;
_diffrn_measurement_device       
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.022704
_diffrn_orient_matrix_UB_12      -0.001546
_diffrn_orient_matrix_UB_13      -0.081829
_diffrn_orient_matrix_UB_21      0.003085
_diffrn_orient_matrix_UB_22      0.076566
_diffrn_orient_matrix_UB_23      -0.013873
_diffrn_orient_matrix_UB_31      0.073900
_diffrn_orient_matrix_UB_32      0.011881
_diffrn_orient_matrix_UB_33      0.007941
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6643
_reflns_number_total             9393
_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       
;
CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         9393
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0568
_refine_ls_restrained_S_all      1.070
_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)+(0.0723P)²+1.1140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1572
_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
2. Restrained distances
 N1-H1 = N3-H3
 0.9 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C42) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C45)
\\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C48) \\sim Ueq,
Uanis(O4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 C10(H10)
4.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,
 H45B), C46(H46A,H46B), C47(H47A,H47B), C48(H48A,H48B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16),
 C22(H22), C23(H23), C24(H24), C26(H26), C29(H29), C30(H30), C31(H31), C32(H32),
  C33(H33), C36(H36), C37(H37), C39(H39), C40(H40)
4.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C41(H41A,H41B,H41C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 1.06924(5) 0.40908(6) 0.06734(5) 0.04782(19) Uani 1 1 d . . . . .
Cl2 Cl 0.37451(7) 0.16010(6) 0.97118(8) 0.0708(3) Uani 1 1 d . . . . .
O1 O 0.81712(12) 0.46860(10) 0.33123(11) 0.0244(3) Uani 1 1 d . . . . .
O2 O 0.54845(12) 0.40750(11) 0.34057(10) 0.0228(3) Uani 1 1 d . . . . .
O3 O 0.64573(13) 0.30488(12) 0.76696(12) 0.0324(4) Uani 1 1 d . . . . .
N1 N 0.70878(14) 0.32576(13) 0.22579(13) 0.0220(4) Uani 1 1 d D . . . .
H1 H 0.6470(13) 0.2788(14) 0.2235(18) 0.026 Uiso 1 1 d DR . . . .
N2 N 0.76964(14) 0.37848(12) 0.63318(12) 0.0203(3) Uani 1 1 d . . . . .
N3 N 0.54032(15) 0.43594(13) 0.77702(13) 0.0227(4) Uani 1 1 d D . . . .
H3 H 0.526(2) 0.4904(13) 0.7481(16) 0.027 Uiso 1 1 d DR . . . .
C1 C 0.76733(17) 0.31647(15) 0.14296(15) 0.0223(4) Uani 1 1 d . . . . .
C2 C 0.70889(19) 0.25593(17) 0.05276(17) 0.0303(5) Uani 1 1 d . . . . .
H2 H 0.6330 0.2224 0.0495 0.036 Uiso 1 1 calc R . . . .
C3 C 0.7614(2) 0.24478(19) -0.03164(17) 0.0352(5) Uani 1 1 d . . . . .
H3A H 0.7208 0.2041 -0.0929 0.042 Uiso 1 1 calc R . . . .
C4 C 0.8723(2) 0.29216(19) -0.02820(17) 0.0331(5) Uani 1 1 d . . . . .
H4 H 0.9085 0.2847 -0.0861 0.040 Uiso 1 1 calc R . . . .
C5 C 0.92838(19) 0.35059(18) 0.06200(17) 0.0296(5) Uani 1 1 d . . . . .
C6 C 0.87925(18) 0.36399(17) 0.14788(16) 0.0269(4) Uani 1 1 d . . . . .
H6 H 0.9206 0.4046 0.2088 0.032 Uiso 1 1 calc R . . . .
C7 C 0.73541(16) 0.39829(15) 0.31115(14) 0.0195(4) Uani 1 1 d . . . . .
C8 C 0.64341(16) 0.39153(14) 0.37878(15) 0.0188(4) Uani 1 1 d . . . . .
C9 C 0.66939(16) 0.38155(14) 0.48076(15) 0.0197(4) Uani 1 1 d . . . . .
C10 C 0.58745(16) 0.40028(15) 0.55427(14) 0.0196(4) Uani 1 1 d . . . . .
H10 H 0.5513 0.4618 0.5414 0.024 Uiso 1 1 calc R . . . .
C11 C 0.49467(17) 0.30691(15) 0.54984(15) 0.0216(4) Uani 1 1 d . . . . .
C12 C 0.5153(2) 0.20524(18) 0.5351(2) 0.0361(5) Uani 1 1 d . . . . .
H12 H 0.5882 0.1917 0.5231 0.043 Uiso 1 1 calc R . . . .
C13 C 0.4306(2) 0.12299(18) 0.5377(2) 0.0429(6) Uani 1 1 d . . . . .
H13 H 0.4467 0.0540 0.5263 0.051 Uiso 1 1 calc R . . . .
C14 C 0.3236(2) 0.13851(17) 0.55636(18) 0.0333(5) Uani 1 1 d . . . . .
C15 C 0.30305(19) 0.24002(17) 0.57174(18) 0.0313(5) Uani 1 1 d . . . . .
H15 H 0.2305 0.2534 0.5851 0.038 Uiso 1 1 calc R . . . .
C16 C 0.38716(18) 0.32285(16) 0.56791(17) 0.0270(5) Uani 1 1 d . . . . .
H16 H 0.3706 0.3917 0.5779 0.032 Uiso 1 1 calc R . . . .
C17 C 0.2330(2) 0.0483(2) 0.5608(3) 0.0510(7) Uani 1 1 d . . . . .
H17A H 0.2444 -0.0140 0.5162 0.077 Uiso 1 1 calc GR . . . .
H17B H 0.1580 0.0653 0.5391 0.077 Uiso 1 1 calc GR . . . .
H17C H 0.2379 0.0350 0.6300 0.077 Uiso 1 1 calc GR . . . .
C18 C 0.67166(16) 0.42999(15) 0.65690(15) 0.0203(4) Uani 1 1 d . . . . .
C19 C 0.71202(18) 0.54771(15) 0.68337(16) 0.0240(4) Uani 1 1 d . . . . .
H19A H 0.7673 0.5639 0.7455 0.036 Uiso 1 1 calc GR . . . .
H19B H 0.6469 0.5831 0.6930 0.036 Uiso 1 1 calc GR . . . .
H19C H 0.7477 0.5716 0.6285 0.036 Uiso 1 1 calc GR . . . .
C20 C 0.61944(17) 0.38350(15) 0.74023(15) 0.0219(4) Uani 1 1 d . . . . .
C21 C 0.46771(17) 0.40450(17) 0.84450(15) 0.0244(4) Uani 1 1 d . . . . .
C22 C 0.4033(2) 0.47574(19) 0.88334(17) 0.0328(5) Uani 1 1 d . . . . .
H22 H 0.4095 0.5428 0.8649 0.039 Uiso 1 1 calc R . . . .
C23 C 0.3301(2) 0.4493(2) 0.9489(2) 0.0422(6) Uani 1 1 d . . . . .
H23 H 0.2858 0.4983 0.9747 0.051 Uiso 1 1 calc R . . . .
C24 C 0.3206(2) 0.3528(2) 0.9772(2) 0.0446(7) Uani 1 1 d . . . . .
H24 H 0.2707 0.3345 1.0225 0.054 Uiso 1 1 calc R . . . .
C25 C 0.3855(2) 0.2839(2) 0.9379(2) 0.0395(6) Uani 1 1 d . . . . .
C26 C 0.45898(19) 0.30716(18) 0.87165(18) 0.0329(5) Uani 1 1 d . . . . .
H26 H 0.5023 0.2575 0.8454 0.039 Uiso 1 1 calc R . . . .
C27 C 0.86858(17) 0.38736(15) 0.71182(15) 0.0223(4) Uani 1 1 d . . . . .
H27A H 0.8450 0.4070 0.7781 0.027 Uiso 1 1 calc R . . . .
H27B H 0.9269 0.4448 0.7032 0.027 Uiso 1 1 calc R . . . .
C28 C 0.92249(18) 0.29074(16) 0.71337(15) 0.0233(4) Uani 1 1 d . . . . .
C29 C 1.03937(19) 0.30231(19) 0.74240(18) 0.0321(5) Uani 1 1 d . . . . .
H29 H 1.0842 0.3697 0.7554 0.039 Uiso 1 1 calc R . . . .
C30 C 1.0906(2) 0.2158(2) 0.7525(2) 0.0439(6) Uani 1 1 d . . . . .
H30 H 1.1704 0.2240 0.7725 0.053 Uiso 1 1 calc R . . . .
C31 C 1.0261(2) 0.1185(2) 0.7334(2) 0.0481(7) Uani 1 1 d . . . . .
H31 H 1.0612 0.0594 0.7410 0.058 Uiso 1 1 calc R . . . .
C32 C 0.9095(2) 0.1061(2) 0.7032(2) 0.0444(6) Uani 1 1 d . . . . .
H32 H 0.8654 0.0383 0.6888 0.053 Uiso 1 1 calc R . . . .
C33 C 0.8574(2) 0.19224(17) 0.69390(18) 0.0308(5) Uani 1 1 d . . . . .
H33 H 0.7775 0.1838 0.6743 0.037 Uiso 1 1 calc R . . . .
C34 C 0.76984(16) 0.36289(14) 0.53256(14) 0.0189(4) Uani 1 1 d . . . . .
C35 C 0.86291(16) 0.32344(14) 0.48573(14) 0.0192(4) Uani 1 1 d . . . . .
C36 C 0.97556(17) 0.37252(15) 0.51102(15) 0.0208(4) Uani 1 1 d . . . . .
H36 H 0.9959 0.4320 0.5629 0.025 Uiso 1 1 calc R . . . .
C37 C 1.05804(17) 0.33489(15) 0.46075(16) 0.0233(4) Uani 1 1 d . . . . .
H37 H 1.1346 0.3691 0.4787 0.028 Uiso 1 1 calc R . . . .
C38 C 1.03112(18) 0.24803(15) 0.38447(16) 0.0250(4) Uani 1 1 d . . . . .
C39 C 0.91830(18) 0.19821(15) 0.36065(16) 0.0263(4) Uani 1 1 d . . . . .
H39 H 0.8983 0.1381 0.3096 0.032 Uiso 1 1 calc R . . . .
C40 C 0.83515(17) 0.23516(14) 0.41039(15) 0.0218(4) Uani 1 1 d . . . . .
H40 H 0.7588 0.2003 0.3932 0.026 Uiso 1 1 calc R . . . .
C41 C 1.1205(2) 0.20846(18) 0.3283(2) 0.0364(5) Uani 1 1 d . . . . .
H41A H 1.1254 0.2421 0.2693 0.055 Uiso 1 1 calc GR . . . .
H41B H 1.1002 0.1329 0.3066 0.055 Uiso 1 1 calc GR . . . .
H41C H 1.1942 0.2246 0.3727 0.055 Uiso 1 1 calc GR . . . .
O4 O 0.53278(17) 0.16259(15) 0.2371(2) 0.0669(7) Uani 1 1 d . U . . .
C42 C 0.4175(2) 0.1655(2) 0.2530(2) 0.0506(7) Uani 1 1 d . U . . .
H42A H 0.3765 0.1964 0.2001 0.061 Uiso 1 1 calc R . . . .
H42B H 0.4156 0.2073 0.3195 0.061 Uiso 1 1 calc R . . . .
C43 C 0.3644(3) 0.0539(2) 0.2481(3) 0.0621(9) Uani 1 1 d . U . . .
H43A H 0.3576 0.0390 0.3163 0.074 Uiso 1 1 calc R . . . .
H43B H 0.2881 0.0385 0.2066 0.074 Uiso 1 1 calc R . . . .
C44 C 0.4427(4) -0.0079(3) 0.2013(4) 0.0914(13) Uani 1 1 d . U . . .
H44A H 0.4466 -0.0719 0.2305 0.110 Uiso 1 1 calc R . . . .
H44B H 0.4175 -0.0279 0.1277 0.110 Uiso 1 1 calc R . . . .
C45 C 0.5526(3) 0.0595(3) 0.2228(5) 0.1001(16) Uani 1 1 d . U . . .
H45A H 0.5978 0.0457 0.2841 0.120 Uiso 1 1 calc R . . . .
H45B H 0.5951 0.0466 0.1660 0.120 Uiso 1 1 calc R . . . .
C46 C 0.8843(3) 0.0120(3) -0.0008(4) 0.0825(12) Uani 1 1 d . U . . .
H46A H 0.8703 0.0486 -0.0585 0.099 Uiso 1 1 calc R . . . .
H46B H 0.8126 0.0004 0.0271 0.099 Uiso 1 1 calc R . . . .
C47 C 0.9735(3) 0.0797(2) 0.0781(3) 0.0578(8) Uani 1 1 d . U . . .
H47A H 0.9510 0.1487 0.0965 0.069 Uiso 1 1 calc R . . . .
H47B H 0.9823 0.0476 0.1393 0.069 Uiso 1 1 calc R . . . .
C48 C 1.0832(3) 0.0920(2) 0.0379(3) 0.0638(9) Uani 1 1 d . U . . .
H48A H 1.1440 0.1324 0.0915 0.077 Uiso 1 1 calc R . . . .
H48B H 1.0763 0.1317 -0.0182 0.077 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
Cl1 C5 1.749(2) . ?
Cl2 C25 1.750(3) . ?
O1 C7 1.223(2) . ?
O2 C8 1.251(2) . ?
O3 C20 1.218(2) . ?
N1 H1 0.892(10) . ?
N1 C1 1.406(3) . ?
N1 C7 1.357(3) . ?
N2 C18 1.489(2) . ?
N2 C27 1.471(3) . ?
N2 C34 1.354(3) . ?
N3 H3 0.897(10) . ?
N3 C20 1.357(3) . ?
N3 C21 1.417(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.392(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.384(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(3) . ?
C5 C6 1.378(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.534(3) . ?
C8 C9 1.413(3) . ?
C9 C10 1.514(3) . ?
C9 C34 1.390(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.529(3) . ?
C10 C18 1.574(3) . ?
C11 C12 1.386(3) . ?
C11 C16 1.388(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(3) . ?
C14 C15 1.384(3) . ?
C14 C17 1.511(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.530(3) . ?
C18 C20 1.534(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C21 C22 1.387(3) . ?
C21 C26 1.382(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.378(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.373(4) . ?
C25 C26 1.383(3) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.510(3) . ?
C28 C29 1.391(3) . ?
C28 C33 1.386(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.386(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.371(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.389(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.386(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.478(3) . ?
C35 C36 1.392(3) . ?
C35 C40 1.397(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.384(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.391(3) . ?
C38 C39 1.396(3) . ?
C38 C41 1.507(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.384(3) . ?
C40 H40 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
O4 C42 1.437(3) . ?
O4 C45 1.401(4) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.506(4) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.475(5) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.453(5) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.495(5) . ?
C46 C48 1.509(5) 2_755 ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.494(5) . ?
C48 C46 1.509(5) 2_755 ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 H1 117.6(15) . . ?
C7 N1 H1 114.7(15) . . ?
C7 N1 C1 127.61(17) . . ?
C27 N2 C18 119.42(16) . . ?
C34 N2 C18 109.75(15) . . ?
C34 N2 C27 126.28(16) . . ?
C20 N3 H3 115.6(16) . . ?
C20 N3 C21 126.56(17) . . ?
C21 N3 H3 117.1(16) . . ?
C2 C1 N1 117.33(18) . . ?
C6 C1 N1 122.94(18) . . ?
C6 C1 C2 119.73(19) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3A 119.6 . . ?
C2 C3 C4 120.9(2) . . ?
C4 C3 H3A 119.6 . . ?
C3 C4 H4 121.1 . . ?
C5 C4 C3 117.9(2) . . ?
C5 C4 H4 121.1 . . ?
C4 C5 Cl1 118.08(17) . . ?
C6 C5 Cl1 118.74(17) . . ?
C6 C5 C4 123.2(2) . . ?
C1 C6 H6 120.9 . . ?
C5 C6 C1 118.3(2) . . ?
C5 C6 H6 120.9 . . ?
O1 C7 N1 126.02(18) . . ?
O1 C7 C8 121.21(17) . . ?
N1 C7 C8 112.47(16) . . ?
O2 C8 C7 115.11(17) . . ?
O2 C8 C9 122.93(18) . . ?
C9 C8 C7 121.47(17) . . ?
C8 C9 C10 121.83(17) . . ?
C34 C9 C8 129.07(18) . . ?
C34 C9 C10 108.92(16) . . ?
C9 C10 H10 109.2 . . ?
C9 C10 C11 113.92(16) . . ?
C9 C10 C18 100.86(15) . . ?
C11 C10 H10 109.2 . . ?
C11 C10 C18 114.00(15) . . ?
C18 C10 H10 109.2 . . ?
C12 C11 C10 122.43(19) . . ?
C12 C11 C16 117.54(19) . . ?
C16 C11 C10 119.88(18) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.7(2) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.0 . . ?
C14 C13 C12 122.0(2) . . ?
C14 C13 H13 119.0 . . ?
C13 C14 C15 117.4(2) . . ?
C13 C14 C17 121.3(2) . . ?
C15 C14 C17 121.3(2) . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 120.9(2) . . ?
C16 C15 H15 119.5 . . ?
C11 C16 C15 121.4(2) . . ?
C11 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C10 102.34(15) . . ?
N2 C18 C19 108.63(15) . . ?
N2 C18 C20 109.67(15) . . ?
C19 C18 C10 111.00(16) . . ?
C19 C18 C20 113.79(16) . . ?
C20 C18 C10 110.78(15) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 N3 124.60(19) . . ?
O3 C20 C18 121.68(18) . . ?
N3 C20 C18 113.68(17) . . ?
C22 C21 N3 117.34(19) . . ?
C26 C21 N3 122.73(19) . . ?
C26 C21 C22 119.9(2) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(2) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.9(2) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 121.1 . . ?
C25 C24 C23 117.9(2) . . ?
C25 C24 H24 121.1 . . ?
C24 C25 Cl2 119.12(19) . . ?
C24 C25 C26 122.9(2) . . ?
C26 C25 Cl2 117.9(2) . . ?
C21 C26 C25 118.3(2) . . ?
C21 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?
N2 C27 H27A 108.4 . . ?
N2 C27 H27B 108.4 . . ?
N2 C27 C28 115.69(16) . . ?
H27A C27 H27B 107.4 . . ?
C28 C27 H27A 108.4 . . ?
C28 C27 H27B 108.4 . . ?
C29 C28 C27 118.59(19) . . ?
C33 C28 C27 121.47(19) . . ?
C33 C28 C29 119.8(2) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.2(2) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0(2) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.2(2) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.2(2) . . ?
C33 C32 H32 119.9 . . ?
C28 C33 H33 120.2 . . ?
C32 C33 C28 119.7(2) . . ?
C32 C33 H33 120.2 . . ?
N2 C34 C9 111.41(17) . . ?
N2 C34 C35 123.02(17) . . ?
C9 C34 C35 125.42(17) . . ?
C36 C35 C34 122.86(17) . . ?
C36 C35 C40 119.02(18) . . ?
C40 C35 C34 118.08(17) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.14(18) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 119.3 . . ?
C36 C37 C38 121.36(19) . . ?
C38 C37 H37 119.3 . . ?
C37 C38 C39 118.17(19) . . ?
C37 C38 C41 121.32(19) . . ?
C39 C38 C41 120.51(19) . . ?
C38 C39 H39 119.5 . . ?
C40 C39 C38 120.95(19) . . ?
C40 C39 H39 119.5 . . ?
C35 C40 H40 119.8 . . ?
C39 C40 C35 120.34(19) . . ?
C39 C40 H40 119.8 . . ?
C38 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
C38 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C45 O4 C42 110.0(2) . . ?
O4 C42 H42A 110.6 . . ?
O4 C42 H42B 110.6 . . ?
O4 C42 C43 105.8(2) . . ?
H42A C42 H42B 108.7 . . ?
C43 C42 H42A 110.6 . . ?
C43 C42 H42B 110.6 . . ?
C42 C43 H43A 110.8 . . ?
C42 C43 H43B 110.8 . . ?
H43A C43 H43B 108.9 . . ?
C44 C43 C42 104.6(3) . . ?
C44 C43 H43A 110.8 . . ?
C44 C43 H43B 110.8 . . ?
C43 C44 H44A 110.6 . . ?
C43 C44 H44B 110.6 . . ?
H44A C44 H44B 108.8 . . ?
C45 C44 C43 105.5(3) . . ?
C45 C44 H44A 110.6 . . ?
C45 C44 H44B 110.6 . . ?
O4 C45 C44 107.5(3) . . ?
O4 C45 H45A 110.2 . . ?
O4 C45 H45B 110.2 . . ?
C44 C45 H45A 110.2 . . ?
C44 C45 H45B 110.2 . . ?
H45A C45 H45B 108.5 . . ?
H46A C46 H46B 107.8 . . ?
C47 C46 H46A 109.0 . . ?
C47 C46 H46B 109.0 . . ?
C47 C46 C48 112.8(3) . 2_755 ?
C48 C46 H46A 109.0 2_755 . ?
C48 C46 H46B 109.0 2_755 . ?
C46 C47 H47A 109.9 . . ?
C46 C47 H47B 109.9 . . ?
H47A C47 H47B 108.3 . . ?
C48 C47 C46 108.9(3) . . ?
C48 C47 H47A 109.9 . . ?
C48 C47 H47B 109.9 . . ?
C46 C48 H48A 109.3 2_755 . ?
C46 C48 H48B 109.3 2_755 . ?
C47 C48 C46 111.6(3) . 2_755 ?
C47 C48 H48A 109.3 . . ?
C47 C48 H48B 109.3 . . ?
H48A C48 H48B 108.0 . . ?

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 O4 0.892(10) 1.958(11) 2.836(3) 168(2) .
N3 H3 O2 0.897(10) 2.148(11) 3.023(2) 165(2) 2_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
Cl1 C5 C6 C1 -179.55(16) . . . . ?
Cl2 C25 C26 C21 179.61(19) . . . . ?
O1 C7 C8 O2 111.9(2) . . . . ?
O1 C7 C8 C9 -60.2(3) . . . . ?
O2 C8 C9 C10 -6.3(3) . . . . ?
O2 C8 C9 C34 179.30(18) . . . . ?
N1 C1 C2 C3 179.3(2) . . . . ?
N1 C1 C6 C5 -179.5(2) . . . . ?
N1 C7 C8 O2 -62.1(2) . . . . ?
N1 C7 C8 C9 125.75(19) . . . . ?
N2 C18 C20 O3 -11.3(3) . . . . ?
N2 C18 C20 N3 170.88(16) . . . . ?
N2 C27 C28 C29 146.54(19) . . . . ?
N2 C27 C28 C33 -38.3(3) . . . . ?
N2 C34 C35 C36 -56.9(3) . . . . ?
N2 C34 C35 C40 125.5(2) . . . . ?
N3 C21 C22 C23 179.4(2) . . . . ?
N3 C21 C26 C25 -179.9(2) . . . . ?
C1 N1 C7 O1 -0.8(3) . . . . ?
C1 N1 C7 C8 172.89(18) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 Cl1 179.07(18) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
C6 C1 C2 C3 -1.1(3) . . . . ?
C7 N1 C1 C2 -162.2(2) . . . . ?
C7 N1 C1 C6 18.1(3) . . . . ?
C7 C8 C9 C10 165.23(17) . . . . ?
C7 C8 C9 C34 -9.2(3) . . . . ?
C8 C9 C10 C11 82.1(2) . . . . ?
C8 C9 C10 C18 -155.34(17) . . . . ?
C8 C9 C34 N2 168.06(18) . . . . ?
C8 C9 C34 C35 -16.3(3) . . . . ?
C9 C10 C11 C12 38.1(3) . . . . ?
C9 C10 C11 C16 -146.48(19) . . . . ?
C9 C10 C18 N2 -24.74(17) . . . . ?
C9 C10 C18 C19 90.99(17) . . . . ?
C9 C10 C18 C20 -141.58(15) . . . . ?
C9 C34 C35 C36 127.9(2) . . . . ?
C9 C34 C35 C40 -49.7(3) . . . . ?
C10 C9 C34 N2 -6.9(2) . . . . ?
C10 C9 C34 C35 168.74(17) . . . . ?
C10 C11 C12 C13 176.0(2) . . . . ?
C10 C11 C16 C15 -175.3(2) . . . . ?
C10 C18 C20 O3 100.9(2) . . . . ?
C10 C18 C20 N3 -76.9(2) . . . . ?
C11 C10 C18 N2 97.77(18) . . . . ?
C11 C10 C18 C19 -146.50(17) . . . . ?
C11 C10 C18 C20 -19.1(2) . . . . ?
C11 C12 C13 C14 -1.0(4) . . . . ?
C12 C11 C16 C15 0.4(3) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C12 C13 C14 C17 -178.9(3) . . . . ?
C13 C14 C15 C16 0.3(4) . . . . ?
C14 C15 C16 C11 -0.8(4) . . . . ?
C16 C11 C12 C13 0.5(4) . . . . ?
C17 C14 C15 C16 179.7(2) . . . . ?
C18 N2 C27 C28 141.54(17) . . . . ?
C18 N2 C34 C9 -10.8(2) . . . . ?
C18 N2 C34 C35 173.36(16) . . . . ?
C18 C10 C11 C12 -76.9(2) . . . . ?
C18 C10 C11 C16 98.5(2) . . . . ?
C19 C18 C20 O3 -133.2(2) . . . . ?
C19 C18 C20 N3 49.0(2) . . . . ?
C20 N3 C21 C22 171.7(2) . . . . ?
C20 N3 C21 C26 -8.7(3) . . . . ?
C21 N3 C20 O3 -6.3(3) . . . . ?
C21 N3 C20 C18 171.40(18) . . . . ?
C21 C22 C23 C24 0.5(4) . . . . ?
C22 C21 C26 C25 -0.3(3) . . . . ?
C22 C23 C24 C25 -0.3(4) . . . . ?
C23 C24 C25 Cl2 -179.3(2) . . . . ?
C23 C24 C25 C26 -0.2(4) . . . . ?
C24 C25 C26 C21 0.5(4) . . . . ?
C26 C21 C22 C23 -0.2(3) . . . . ?
C27 N2 C18 C10 -179.61(15) . . . . ?
C27 N2 C18 C19 63.0(2) . . . . ?
C27 N2 C18 C20 -62.0(2) . . . . ?
C27 N2 C34 C9 -166.47(17) . . . . ?
C27 N2 C34 C35 17.7(3) . . . . ?
C27 C28 C29 C30 174.8(2) . . . . ?
C27 C28 C33 C32 -175.4(2) . . . . ?
C28 C29 C30 C31 0.2(4) . . . . ?
C29 C28 C33 C32 -0.3(3) . . . . ?
C29 C30 C31 C32 0.6(4) . . . . ?
C30 C31 C32 C33 -1.3(4) . . . . ?
C31 C32 C33 C28 1.1(4) . . . . ?
C33 C28 C29 C30 -0.4(3) . . . . ?
C34 N2 C18 C10 22.83(19) . . . . ?
C34 N2 C18 C19 -94.61(18) . . . . ?
C34 N2 C18 C20 140.47(16) . . . . ?
C34 N2 C27 C28 -64.9(2) . . . . ?
C34 C9 C10 C11 -102.47(19) . . . . ?
C34 C9 C10 C18 20.10(19) . . . . ?
C34 C35 C36 C37 -176.61(18) . . . . ?
C34 C35 C40 C39 176.74(18) . . . . ?
C35 C36 C37 C38 0.0(3) . . . . ?
C36 C35 C40 C39 -1.0(3) . . . . ?
C36 C37 C38 C39 -1.0(3) . . . . ?
C36 C37 C38 C41 178.7(2) . . . . ?
C37 C38 C39 C40 1.0(3) . . . . ?
C38 C39 C40 C35 0.0(3) . . . . ?
C40 C35 C36 C37 1.0(3) . . . . ?
C41 C38 C39 C40 -178.7(2) . . . . ?
O4 C42 C43 C44 -15.7(4) . . . . ?
C42 O4 C45 C44 15.7(5) . . . . ?
C42 C43 C44 C45 24.8(5) . . . . ?
C43 C44 C45 O4 -25.4(6) . . . . ?
C45 O4 C42 C43 0.3(4) . . . . ?
C46 C47 C48 C46 -54.8(5) . . . 2_755 ?
C48 C46 C47 C48 55.5(5) 2_755 . . . ?

_shelx_SHELXL_version_number     2014/8
_olex2_submission_special_instructions 'No special instructions were received'
