# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_2fin
_database_code_depnum_ccdc_archive 'CCDC 1533703'
_audit_update_record             
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H29 Cl2 N3 O3, H2 O'
_chemical_formula_sum            'C24 H31 Cl2 N3 O4'
_chemical_formula_weight         496.42

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'
Cl Cl 0.3639 0.7018 '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
_symmetry_space_group_name_Hall  -P1

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

_cell_length_a                   9.7883(3)
_cell_length_b                   10.7161(4)
_cell_length_c                   12.5654(4)
_cell_angle_alpha                83.489(2)
_cell_angle_beta                 71.694(2)
_cell_angle_gamma                81.618(2)
_cell_volume                     1234.74(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2196
_cell_measurement_theta_min      3.71
_cell_measurement_theta_max      66.97

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_absorpt_coefficient_mu    2.655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.716
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7511
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.71
_diffrn_reflns_theta_max         66.97
_reflns_number_total             3749
_reflns_number_gt                3023
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_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)+(0.0839P)²+0.4368P] 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_number_reflns         3749
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1531
_refine_ls_wR_factor_gt          0.1431
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
Cl1 Cl -0.00586(10) 0.39238(8) 0.39619(9) 0.0859(3) Uani 1 1 d . . .
Cl2 Cl 0.22320(11) 1.43013(9) 0.05752(9) 0.0884(3) Uani 1 1 d . . .
O1 O -0.42221(18) 0.70944(16) 0.20373(16) 0.0525(5) Uani 1 1 d . . .
O2 O 0.0015(2) 0.84730(19) 0.2517(2) 0.0711(6) Uani 1 1 d . . .
O3 O -0.6230(2) 0.8870(2) 0.13263(18) 0.0675(6) Uani 1 1 d . . .
H3O H -0.6537 0.9088 0.1972 0.101 Uiso 1 1 calc R . .
N1 N -0.1998(3) 0.8062(2) 0.2133(2) 0.0566(6) Uani 1 1 d . . .
N2 N -0.1211(3) 0.9986(2) 0.1614(2) 0.0594(7) Uani 1 1 d . . .
N3 N -0.6843(2) 0.8564(2) 0.3534(2) 0.0555(6) Uani 1 1 d . . .
C1 C -0.2105(3) 0.6804(2) 0.2567(2) 0.0491(6) Uani 1 1 d . . .
C2 C -0.1108(3) 0.6064(3) 0.3016(2) 0.0565(7) Uani 1 1 d . . .
H2 H -0.0307 0.6396 0.3069 0.068 Uiso 1 1 calc R . .
C3 C -0.1324(3) 0.4827(3) 0.3380(2) 0.0557(7) Uani 1 1 d . . .
C4 C -0.2477(3) 0.4296(3) 0.3302(2) 0.0551(7) Uani 1 1 d . . .
H4 H -0.2570 0.3450 0.3539 0.066 Uiso 1 1 calc R . .
C5 C -0.3515(3) 0.5022(2) 0.2867(2) 0.0484(6) Uani 1 1 d . . .
C6 C -0.4802(3) 0.4443(2) 0.2775(2) 0.0549(6) Uani 1 1 d . . .
C7 C -0.5649(3) 0.5389(3) 0.2125(2) 0.0575(7) Uani 1 1 d . . .
H7A H -0.5236 0.5252 0.1332 0.069 Uiso 1 1 calc R . .
H7B H -0.6640 0.5189 0.2354 0.069 Uiso 1 1 calc R . .
C8 C -0.5690(3) 0.6790(2) 0.2262(2) 0.0497(6) Uani 1 1 d . . .
C9 C -0.3313(3) 0.6271(2) 0.2508(2) 0.0469(6) Uani 1 1 d . . .
C10 C -0.0976(3) 0.8812(3) 0.2118(2) 0.0515(6) Uani 1 1 d . . .
C11 C -0.0346(3) 1.0971(2) 0.1384(2) 0.0509(6) Uani 1 1 d . . .
C12 C 0.0711(4) 1.1040(3) 0.1894(3) 0.0705(9) Uani 1 1 d . . .
H12 H 0.0882 1.0400 0.2417 0.085 Uiso 1 1 calc R . .
C13 C 0.1502(4) 1.2050(3) 0.1627(3) 0.0742(9) Uani 1 1 d . . .
H13 H 0.2223 1.2077 0.1958 0.089 Uiso 1 1 calc R . .
C14 C 0.1246(3) 1.3016(3) 0.0880(3) 0.0608(7) Uani 1 1 d . . .
C15 C 0.0192(3) 1.2975(3) 0.0375(3) 0.0637(8) Uani 1 1 d . . .
H15 H 0.0007 1.3632 -0.0130 0.076 Uiso 1 1 calc R . .
C16 C -0.0580(3) 1.1954(3) 0.0624(3) 0.0590(7) Uani 1 1 d . . .
H16 H -0.1280 1.1923 0.0273 0.071 Uiso 1 1 calc R . .
C17 C -0.6224(3) 0.7547(3) 0.1340(3) 0.0629(8) Uani 1 1 d . . .
H17A H -0.5612 0.7264 0.0618 0.075 Uiso 1 1 calc R . .
H17B H -0.7200 0.7368 0.1433 0.075 Uiso 1 1 calc R . .
C18 C -0.6611(3) 0.7183(3) 0.3424(2) 0.0545(7) Uani 1 1 d . . .
H18A H -0.7547 0.6875 0.3602 0.065 Uiso 1 1 calc R . .
H18B H -0.6149 0.6777 0.3973 0.065 Uiso 1 1 calc R . .
C19 C -0.5698(4) 0.9079(3) 0.3808(3) 0.0744(9) Uani 1 1 d . . .
H19A H -0.4849 0.9132 0.3156 0.089 Uiso 1 1 calc R . .
H19B H -0.5420 0.8560 0.4408 0.089 Uiso 1 1 calc R . .
C20 C -0.6369(5) 1.0363(4) 0.4173(5) 0.1134(17) Uani 1 1 d . . .
H20A H -0.6123 1.0995 0.3548 0.136 Uiso 1 1 calc R . .
H20B H -0.6030 1.0577 0.4769 0.136 Uiso 1 1 calc R . .
C21 C -0.7982(5) 1.0310(4) 0.4587(4) 0.0895(11) Uani 1 1 d . . .
H21A H -0.8468 1.0921 0.4155 0.107 Uiso 1 1 calc R . .
H21B H -0.8372 1.0481 0.5374 0.107 Uiso 1 1 calc R . .
C22 C -0.8165(4) 0.8971(3) 0.4420(3) 0.0735(8) Uani 1 1 d . . .
H22A H -0.8249 0.8431 0.5106 0.088 Uiso 1 1 calc R . .
H22B H -0.9018 0.8957 0.4187 0.088 Uiso 1 1 calc R . .
C23 C -0.5778(3) 0.4038(3) 0.3949(3) 0.0652(8) Uani 1 1 d . . .
H23A H -0.5232 0.3417 0.4316 0.098 Uiso 1 1 calc R . .
H23B H -0.6587 0.3683 0.3877 0.098 Uiso 1 1 calc R . .
H23C H -0.6124 0.4761 0.4387 0.098 Uiso 1 1 calc R . .
C24 C -0.4263(4) 0.3265(3) 0.2097(3) 0.0745(9) Uani 1 1 d . . .
H24A H -0.3602 0.3488 0.1378 0.112 Uiso 1 1 calc R . .
H24B H -0.5073 0.2942 0.1992 0.112 Uiso 1 1 calc R . .
H24C H -0.3777 0.2629 0.2498 0.112 Uiso 1 1 calc R . .
O4 O -0.3603(3) 0.9928(3) 0.0756(3) 0.0844(8) Uani 1 1 d . . .
H4AO H -0.344(5) 1.017(5) 0.023(4) 0.101(18) Uiso 1 1 d . . .
H4BO H -0.423(5) 0.954(4) 0.088(3) 0.083(13) Uiso 1 1 d . . .
H2N H -0.183(3) 1.015(3) 0.139(2) 0.054(9) Uiso 1 1 d . . .
H1N H -0.249(3) 0.830(3) 0.179(2) 0.050(8) 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
Cl1 C3 1.750(3) . ?
Cl2 C14 1.736(3) . ?
O1 C9 1.380(3) . ?
O1 C8 1.453(3) . ?
O2 C10 1.219(3) . ?
O3 C17 1.415(4) . ?
O3 H3O 0.8200 . ?
N1 C10 1.366(3) . ?
N1 C1 1.401(3) . ?
N1 H1N 0.74(3) . ?
N2 C10 1.365(4) . ?
N2 C11 1.396(4) . ?
N2 H2N 0.73(3) . ?
N3 C22 1.464(4) . ?
N3 C19 1.465(4) . ?
N3 C18 1.480(4) . ?
C1 C2 1.386(4) . ?
C1 C9 1.411(4) . ?
C2 C3 1.376(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(4) . ?
C4 C5 1.400(4) . ?
C4 H4 0.9300 . ?
C5 C9 1.385(4) . ?
C5 C6 1.523(4) . ?
C6 C24 1.538(4) . ?
C6 C23 1.539(4) . ?
C6 C7 1.541(4) . ?
C7 C8 1.524(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C17 1.522(4) . ?
C8 C18 1.524(4) . ?
C11 C16 1.383(4) . ?
C11 C12 1.392(4) . ?
C12 C13 1.371(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.367(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(4) . ?
C15 C16 1.371(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.492(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.507(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.517(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
O4 H4AO 0.66(5) . ?
O4 H4BO 0.75(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
C9 O1 C8 117.29(18) . . ?
C17 O3 H3O 109.5 . . ?
C10 N1 C1 128.2(2) . . ?
C10 N1 H1N 117(2) . . ?
C1 N1 H1N 114(2) . . ?
C10 N2 C11 127.9(2) . . ?
C10 N2 H2N 121(2) . . ?
C11 N2 H2N 111(2) . . ?
C22 N3 C19 104.1(2) . . ?
C22 N3 C18 113.3(2) . . ?
C19 N3 C18 115.2(2) . . ?
C2 C1 N1 124.8(2) . . ?
C2 C1 C9 119.0(2) . . ?
N1 C1 C9 116.1(2) . . ?
C3 C2 C1 118.7(2) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C4 C3 C2 122.5(2) . . ?
C4 C3 Cl1 119.9(2) . . ?
C2 C3 Cl1 117.6(2) . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C9 C5 C4 117.6(2) . . ?
C9 C5 C6 121.6(2) . . ?
C4 C5 C6 120.8(2) . . ?
C5 C6 C24 109.8(2) . . ?
C5 C6 C23 110.5(2) . . ?
C24 C6 C23 108.2(2) . . ?
C5 C6 C7 109.8(2) . . ?
C24 C6 C7 106.8(2) . . ?
C23 C6 C7 111.5(2) . . ?
C8 C7 C6 117.2(2) . . ?
C8 C7 H7A 108.0 . . ?
C6 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
C6 C7 H7B 108.0 . . ?
H7A C7 H7B 107.2 . . ?
O1 C8 C17 104.6(2) . . ?
O1 C8 C18 109.7(2) . . ?
C17 C8 C18 111.5(2) . . ?
O1 C8 C7 109.4(2) . . ?
C17 C8 C7 108.2(2) . . ?
C18 C8 C7 113.0(2) . . ?
O1 C9 C5 124.3(2) . . ?
O1 C9 C1 113.8(2) . . ?
C5 C9 C1 121.9(2) . . ?
O2 C10 N2 124.3(2) . . ?
O2 C10 N1 123.8(2) . . ?
N2 C10 N1 111.8(2) . . ?
C16 C11 C12 117.9(3) . . ?
C16 C11 N2 118.0(2) . . ?
C12 C11 N2 124.0(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 Cl2 120.2(2) . . ?
C15 C14 Cl2 119.9(2) . . ?
C16 C15 C14 119.3(3) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C11 121.8(3) . . ?
C15 C16 H16 119.1 . . ?
C11 C16 H16 119.1 . . ?
O3 C17 C8 114.1(2) . . ?
O3 C17 H17A 108.7 . . ?
C8 C17 H17A 108.7 . . ?
O3 C17 H17B 108.7 . . ?
C8 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
N3 C18 C8 114.3(2) . . ?
N3 C18 H18A 108.7 . . ?
C8 C18 H18A 108.7 . . ?
N3 C18 H18B 108.7 . . ?
C8 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
N3 C19 C20 103.9(3) . . ?
N3 C19 H19A 111.0 . . ?
C20 C19 H19A 111.0 . . ?
N3 C19 H19B 111.0 . . ?
C20 C19 H19B 111.0 . . ?
H19A C19 H19B 109.0 . . ?
C19 C20 C21 106.2(3) . . ?
C19 C20 H20A 110.5 . . ?
C21 C20 H20A 110.5 . . ?
C19 C20 H20B 110.5 . . ?
C21 C20 H20B 110.5 . . ?
H20A C20 H20B 108.7 . . ?
C20 C21 C22 104.7(3) . . ?
C20 C21 H21A 110.8 . . ?
C22 C21 H21A 110.8 . . ?
C20 C21 H21B 110.8 . . ?
C22 C21 H21B 110.8 . . ?
H21A C21 H21B 108.9 . . ?
N3 C22 C21 104.0(3) . . ?
N3 C22 H22A 111.0 . . ?
C21 C22 H22A 111.0 . . ?
N3 C22 H22B 111.0 . . ?
C21 C22 H22B 111.0 . . ?
H22A C22 H22B 109.0 . . ?
C6 C23 H23A 109.5 . . ?
C6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C6 C24 H24A 109.5 . . ?
C6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
H4AO O4 H4BO 110(5) . . ?

_diffrn_measured_fraction_theta_max 0.852
_diffrn_reflns_theta_full        66.97
_diffrn_measured_fraction_theta_full 0.852
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.045
####################################################################### 
# 
# 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_4fina
_database_code_depnum_ccdc_archive 'CCDC 1533704'
_audit_update_record             
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H30 Cl2 N3 O3, C3 H5 O3'
_chemical_formula_sum            'C27 H35 Cl2 N3 O6'
_chemical_formula_weight         568.48

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)
_symmetry_space_group_name_Hall  P2yb

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

_cell_length_a                   15.3308(4)
_cell_length_b                   11.5720(3)
_cell_length_c                   15.6536(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.625(2)
_cell_angle_gamma                90.00
_cell_volume                     2752.52(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4262
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      65.76

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    2.510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.732
_exptl_absorpt_correction_T_max  0.778
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11331
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0762
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         67.08
_reflns_number_total             5426
_reflns_number_gt                4682
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_computing_publication_material  'Bruker SHELXTL'
_chemical_absolute_configuration rm

_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)+(0.0982P)²+1.2948P] 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   0.02(3)
_refine_ls_number_reflns         5426
_refine_ls_number_parameters     716
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1748
_refine_ls_wR_factor_gt          0.1650
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.003

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
Cl1 Cl -0.17803(10) 0.32789(16) 0.31354(13) 0.0583(5) Uani 1 1 d . . .
Cl2 Cl 0.14763(14) 0.3976(2) -0.30549(15) 0.0750(7) Uani 1 1 d . . .
O1 O 0.1452(2) 0.0596(4) 0.3058(3) 0.0371(10) Uani 1 1 d . A .
O2 O 0.0348(3) 0.3086(4) 0.0941(3) 0.0436(11) Uani 1 1 d . . .
O3 O 0.1302(4) -0.2329(6) 0.3885(6) 0.097(3) Uani 1 1 d . . .
H3O H 0.1681 -0.2763 0.3744 0.145 Uiso 1 1 calc R . .
N1 N 0.0556(3) 0.1301(5) 0.1552(3) 0.0426(13) Uani 1 1 d . . .
H1N H 0.0766 0.0619 0.1500 0.051 Uiso 1 1 calc R . .
N2 N 0.0860(3) 0.1634(5) 0.0178(4) 0.0454(14) Uani 1 1 d . . .
H2N H 0.0996 0.0913 0.0190 0.054 Uiso 1 1 calc R . .
N3 N 0.3041(3) -0.0677(5) 0.2906(4) 0.0410(14) Uani 1 1 d . . .
H3N H 0.2679 -0.1158 0.2563 0.049 Uiso 1 1 calc R . .
C1 C -0.0545(4) 0.2222(6) 0.2343(5) 0.0427(16) Uani 1 1 d . . .
H1 H -0.0852 0.2502 0.1832 0.051 Uiso 1 1 calc R . .
C2 C -0.0835(3) 0.2442(6) 0.3104(4) 0.0392(16) Uani 1 1 d . . .
C3 C -0.0401(4) 0.2010(6) 0.3888(4) 0.0385(15) Uani 1 1 d . . .
H3 H -0.0622 0.2147 0.4404 0.046 Uiso 1 1 calc R . .
C4 C 0.0370(3) 0.1371(5) 0.3872(4) 0.0349(15) Uani 1 1 d . A .
C5 C 0.0898(5) 0.0900(7) 0.4719(5) 0.057(2) Uani 1 1 d D . .
C6 C 0.1504(8) 0.0055(11) 0.4574(5) 0.117(5) Uani 1 1 d . A .
H6A H 0.1339 -0.0636 0.4864 0.140 Uiso 1 1 calc R . .
H6B H 0.2066 0.0302 0.4879 0.140 Uiso 1 1 calc R . .
C7 C 0.1684(4) -0.0331(6) 0.3657(4) 0.0461(17) Uani 1 1 d . . .
C8 C 0.0670(3) 0.1145(5) 0.3102(4) 0.0277(13) Uani 1 1 d . . .
C9 C 0.0218(4) 0.1572(5) 0.2330(5) 0.0395(16) Uani 1 1 d . A .
C10 C 0.0569(3) 0.2051(6) 0.0881(4) 0.0388(16) Uani 1 1 d . . .
C11 C 0.0972(4) 0.2230(6) -0.0576(5) 0.0398(16) Uani 1 1 d . . .
C12 C 0.0842(5) 0.3403(8) -0.0708(6) 0.063(2) Uani 1 1 d . . .
H12 H 0.0646 0.3843 -0.0273 0.076 Uiso 1 1 calc R . .
C13 C 0.0989(5) 0.3937(9) -0.1447(6) 0.069(3) Uani 1 1 d . . .
H13 H 0.0892 0.4728 -0.1511 0.082 Uiso 1 1 calc R . .
C14 C 0.1283(4) 0.3314(8) -0.2104(5) 0.0524(19) Uani 1 1 d . . .
C15 C 0.1436(4) 0.2120(7) -0.1995(5) 0.056(2) Uani 1 1 d . . .
H15 H 0.1626 0.1688 -0.2436 0.067 Uiso 1 1 calc R . .
C16 C 0.1304(5) 0.1598(7) -0.1242(5) 0.0527(19) Uani 1 1 d . . .
H16 H 0.1434 0.0817 -0.1163 0.063 Uiso 1 1 calc R . .
C17 C 0.1187(4) -0.1377(7) 0.3305(7) 0.062(2) Uani 1 1 d . A .
H17A H 0.0566 -0.1190 0.3187 0.075 Uiso 1 1 calc R . .
H17B H 0.1386 -0.1595 0.2764 0.075 Uiso 1 1 calc R . .
C18 C 0.2660(4) -0.0491(6) 0.3722(5) 0.0450(16) Uani 1 1 d . A .
H18A H 0.2940 0.0186 0.4005 0.054 Uiso 1 1 calc R . .
H18B H 0.2820 -0.1147 0.4096 0.054 Uiso 1 1 calc R . .
C19 C 0.3188(4) 0.0397(6) 0.2401(5) 0.0469(17) Uani 1 1 d . . .
H19A H 0.3413 0.1021 0.2782 0.056 Uiso 1 1 calc R . .
H19B H 0.2646 0.0647 0.2061 0.056 Uiso 1 1 calc R . .
C20 C 0.3858(5) 0.0034(7) 0.1828(6) 0.057(2) Uani 1 1 d . . .
H20A H 0.3577 -0.0357 0.1316 0.068 Uiso 1 1 calc R . .
H20B H 0.4181 0.0696 0.1656 0.068 Uiso 1 1 calc R . .
C21 C 0.4457(5) -0.0777(8) 0.2386(6) 0.065(2) Uani 1 1 d . . .
H21A H 0.4637 -0.1412 0.2045 0.078 Uiso 1 1 calc R . .
H21B H 0.4979 -0.0371 0.2647 0.078 Uiso 1 1 calc R . .
C22 C 0.3944(4) -0.1219(7) 0.3067(5) 0.0522(19) Uani 1 1 d . . .
H22A H 0.4234 -0.1008 0.3635 0.063 Uiso 1 1 calc R . .
H22B H 0.3898 -0.2054 0.3036 0.063 Uiso 1 1 calc R . .
C23A C 0.1726(6) 0.1877(11) 0.4902(8) 0.042(3) Uani 0.521(11) 1 d P A 1
H23A H 0.1483 0.2635 0.4956 0.062 Uiso 0.521(11) 1 calc PR A 1
H23B H 0.2065 0.1869 0.4429 0.062 Uiso 0.521(11) 1 calc PR A 1
H23C H 0.2098 0.1682 0.5425 0.062 Uiso 0.521(11) 1 calc PR A 1
C24A C 0.0491(6) 0.0936(8) 0.5508(7) 0.030(2) Uani 0.521(11) 1 d P A 1
H24A H 0.0912 0.0699 0.5986 0.045 Uiso 0.521(11) 1 calc PR A 1
H24B H -0.0005 0.0422 0.5456 0.045 Uiso 0.521(11) 1 calc PR A 1
H24C H 0.0299 0.1709 0.5604 0.045 Uiso 0.521(11) 1 calc PR A 1
C23B C 0.0958(8) 0.1721(12) 0.5387(8) 0.049(4) Uani 0.479(11) 1 d P A 2
H23D H 0.1256 0.1386 0.5906 0.073 Uiso 0.479(11) 1 calc PR A 2
H23E H 0.0378 0.1958 0.5479 0.073 Uiso 0.479(11) 1 calc PR A 2
H23F H 0.1282 0.2381 0.5230 0.073 Uiso 0.479(11) 1 calc PR A 2
C24B C 0.0206(7) -0.0116(9) 0.5027(8) 0.039(3) Uani 0.479(11) 1 d PD A 2
H24D H 0.0497 -0.0535 0.5513 0.058 Uiso 0.479(11) 1 calc PR A 2
H24E H 0.0041 -0.0641 0.4559 0.058 Uiso 0.479(11) 1 calc PR A 2
H24F H -0.0311 0.0252 0.5184 0.058 Uiso 0.479(11) 1 calc PR A 2
Cl3 Cl 0.67815(10) 0.10293(16) 0.18394(12) 0.0570(5) Uani 1 1 d . . .
Cl4 Cl 0.34994(14) 0.0377(2) 0.80369(15) 0.0773(7) Uani 1 1 d . . .
O4 O 0.3579(2) 0.3732(4) 0.1957(3) 0.0396(11) Uani 1 1 d . . .
O5 O 0.4759(3) 0.1247(5) 0.4071(3) 0.0518(13) Uani 1 1 d . . .
O6 O 0.3816(4) 0.6727(5) 0.1254(5) 0.085(2) Uani 1 1 d . . .
H6 H 0.3292 0.6881 0.1133 0.128 Uiso 1 1 calc R . .
N4 N 0.4483(3) 0.3013(5) 0.3446(4) 0.0445(14) Uani 1 1 d . . .
H4N H 0.4262 0.3688 0.3504 0.053 Uiso 1 1 calc R . .
N5 N 0.4172(4) 0.2713(5) 0.4825(4) 0.0481(14) Uani 1 1 d . . .
H5N H 0.4040 0.3436 0.4798 0.058 Uiso 1 1 calc R . .
N6 N 0.2004(3) 0.5042(5) 0.2122(3) 0.0352(12) Uani 1 1 d . . .
H6N H 0.2361 0.5512 0.2480 0.042 Uiso 1 1 calc R . .
C25 C 0.5578(3) 0.2127(5) 0.2638(4) 0.0383(16) Uani 1 1 d . . .
H25 H 0.5906 0.1860 0.3142 0.046 Uiso 1 1 calc R . .
C26 C 0.5855(3) 0.1899(6) 0.1835(4) 0.0350(14) Uani 1 1 d . . .
C27 C 0.5406(3) 0.2289(5) 0.1088(4) 0.0372(15) Uani 1 1 d . . .
H27 H 0.5600 0.2103 0.0567 0.045 Uiso 1 1 calc R . .
C28 C 0.4659(3) 0.2962(5) 0.1094(4) 0.0333(14) Uani 1 1 d . . .
C29 C 0.4098(4) 0.3389(7) 0.0308(5) 0.0507(18) Uani 1 1 d . . .
C30 C 0.3687(7) 0.4541(9) 0.0511(6) 0.079(3) Uani 1 1 d . . .
H30A H 0.4116 0.5142 0.0453 0.095 Uiso 1 1 calc R . .
H30B H 0.3190 0.4679 0.0071 0.095 Uiso 1 1 calc R . .
C31 C 0.3375(4) 0.4693(6) 0.1360(5) 0.0436(17) Uani 1 1 d . . .
C32 C 0.4364(3) 0.3148(6) 0.1895(4) 0.0367(15) Uani 1 1 d . . .
C33 C 0.4816(4) 0.2750(6) 0.2674(4) 0.0343(14) Uani 1 1 d . . .
C34 C 0.4496(4) 0.2230(6) 0.4116(4) 0.0363(15) Uani 1 1 d . . .
C35 C 0.4040(4) 0.2112(7) 0.5588(5) 0.0432(17) Uani 1 1 d . . .
C36 C 0.4172(6) 0.0920(7) 0.5689(6) 0.062(2) Uani 1 1 d . . .
H36 H 0.4377 0.0477 0.5262 0.075 Uiso 1 1 calc R . .
C37 C 0.3982(5) 0.0416(7) 0.6464(6) 0.062(2) Uani 1 1 d . . .
H37 H 0.4046 -0.0377 0.6545 0.074 Uiso 1 1 calc R . .
C38 C 0.3708(4) 0.1076(8) 0.7088(5) 0.053(2) Uani 1 1 d . . .
C39 C 0.3591(5) 0.2229(9) 0.6995(5) 0.061(2) Uani 1 1 d . . .
H39 H 0.3396 0.2664 0.7432 0.073 Uiso 1 1 calc R . .
C40 C 0.3766(4) 0.2760(7) 0.6235(5) 0.0504(18) Uani 1 1 d . . .
H40 H 0.3697 0.3555 0.6168 0.061 Uiso 1 1 calc R . .
C41 C 0.3907(4) 0.5743(6) 0.1756(6) 0.053(2) Uani 1 1 d . . .
H41A H 0.3723 0.5916 0.2311 0.064 Uiso 1 1 calc R . .
H41B H 0.4525 0.5533 0.1855 0.064 Uiso 1 1 calc R . .
C42 C 0.2387(4) 0.4907(6) 0.1294(4) 0.0416(15) Uani 1 1 d . . .
H42A H 0.2252 0.5600 0.0953 0.050 Uiso 1 1 calc R . .
H42B H 0.2088 0.4269 0.0976 0.050 Uiso 1 1 calc R . .
C43 C 0.1851(4) 0.3951(6) 0.2594(5) 0.0498(19) Uani 1 1 d . . .
H43A H 0.2390 0.3681 0.2931 0.060 Uiso 1 1 calc R . .
H43B H 0.1619 0.3346 0.2198 0.060 Uiso 1 1 calc R . .
C44 C 0.1183(4) 0.4318(7) 0.3167(5) 0.055(2) Uani 1 1 d . . .
H44A H 0.1473 0.4674 0.3691 0.065 Uiso 1 1 calc R . .
H44B H 0.0847 0.3658 0.3322 0.065 Uiso 1 1 calc R . .
C45 C 0.0577(4) 0.5196(7) 0.2636(6) 0.064(2) Uani 1 1 d . . .
H45A H 0.0032 0.4831 0.2389 0.077 Uiso 1 1 calc R . .
H45B H 0.0439 0.5837 0.2994 0.077 Uiso 1 1 calc R . .
C46 C 0.1101(4) 0.5613(6) 0.1924(5) 0.0478(17) Uani 1 1 d . . .
H46A H 0.0814 0.5378 0.1361 0.057 Uiso 1 1 calc R . .
H46B H 0.1156 0.6448 0.1935 0.057 Uiso 1 1 calc R . .
C47 C 0.3240(6) 0.2493(12) 0.0177(7) 0.098(4) Uani 1 1 d . . .
H47A H 0.2827 0.2748 -0.0300 0.147 Uiso 1 1 calc R . .
H47B H 0.2961 0.2487 0.0691 0.147 Uiso 1 1 calc R . .
H47C H 0.3438 0.1727 0.0064 0.147 Uiso 1 1 calc R . .
C48 C 0.4525(9) 0.342(2) -0.0454(8) 0.212(13) Uani 1 1 d . . .
H48A H 0.5053 0.3875 -0.0345 0.319 Uiso 1 1 calc R . .
H48B H 0.4137 0.3766 -0.0917 0.319 Uiso 1 1 calc R . .
H48C H 0.4670 0.2652 -0.0611 0.319 Uiso 1 1 calc R . .
O7 O 0.7589(6) 0.0620(11) 0.4537(5) 0.123(3) Uani 1 1 d . . .
H7O H 0.7671 0.1010 0.4117 0.185 Uiso 1 1 calc R . .
O8 O 0.6533(3) -0.0185(5) 0.5996(4) 0.0589(13) Uani 1 1 d . . .
O9 O 0.7284(3) 0.1381(4) 0.6463(3) 0.0437(11) Uani 1 1 d . . .
C49 C 0.6847(4) 0.2360(4) 0.4843(4) 0.0482(14) Uani 1 1 d . . .
H49A H 0.7417 0.2650 0.5070 0.072 Uiso 1 1 calc R . .
H49B H 0.6410 0.2692 0.5156 0.072 Uiso 1 1 calc R . .
H49C H 0.6719 0.2564 0.4245 0.072 Uiso 1 1 calc R . .
C50 C 0.6837(4) 0.1108(6) 0.4931(5) 0.0467(16) Uani 1 1 d . . .
H50 H 0.6288 0.0812 0.4614 0.056 Uiso 1 1 calc R . .
C51 C 0.6874(3) 0.0764(6) 0.5884(4) 0.0359(14) Uani 1 1 d . . .
O10 O 0.8779(3) 0.4094(4) 1.0478(4) 0.0730(16) Uani 1 1 d . . .
H10O H 0.9287 0.3952 1.0402 0.110 Uiso 1 1 calc R . .
O11 O 0.8453(4) 0.4461(6) 0.8817(4) 0.0800(19) Uani 1 1 d . . .
O12 O 0.7660(3) 0.2889(5) 0.8520(3) 0.0488(12) Uani 1 1 d . . .
C52 C 0.8108(3) 0.3569(6) 0.9055(5) 0.0434(17) Uani 1 1 d . . .
C53 C 0.8183(5) 0.3288(7) 0.9980(5) 0.056(2) Uani 1 1 d . . .
H53 H 0.8379 0.2489 1.0086 0.067 Uiso 1 1 calc R . .
C54 C 0.7323(6) 0.3496(15) 1.0308(7) 0.118(5) Uani 1 1 d . . .
H54A H 0.6903 0.2927 1.0070 0.177 Uiso 1 1 calc R . .
H54B H 0.7111 0.4253 1.0138 0.177 Uiso 1 1 calc R . .
H54C H 0.7404 0.3439 1.0925 0.177 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 C2 1.750(6) . ?
Cl2 C14 1.734(8) . ?
O1 C8 1.367(7) . ?
O1 C7 1.438(8) . ?
O2 C10 1.251(8) . ?
O3 C17 1.425(10) . ?
O3 H3O 0.8200 . ?
N1 C10 1.364(9) . ?
N1 C9 1.421(9) . ?
N1 H1N 0.8600 . ?
N2 C10 1.331(9) . ?
N2 C11 1.397(9) . ?
N2 H2N 0.8600 . ?
N3 C18 1.489(8) . ?
N3 C19 1.505(9) . ?
N3 C22 1.510(7) . ?
N3 H3N 0.9100 . ?
C1 C2 1.349(9) . ?
C1 C9 1.394(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.408(9) . ?
C3 C4 1.398(8) . ?
C3 H3 0.9300 . ?
C4 C8 1.371(8) . ?
C4 C5 1.558(8) . ?
C5 C6 1.388(11) . ?
C5 C23B 1.406(14) . ?
C5 C24A 1.456(13) . ?
C5 C24B 1.695(12) . ?
C5 C23A 1.696(13) . ?
C6 C7 1.563(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C17 1.496(11) . ?
C7 C18 1.499(9) . ?
C8 C9 1.400(9) . ?
C11 C12 1.384(11) . ?
C11 C16 1.423(11) . ?
C12 C13 1.357(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.381(12) . ?
C13 H13 0.9300 . ?
C14 C15 1.408(12) . ?
C15 C16 1.363(11) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.510(10) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.508(12) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.496(10) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23A H23A 0.9600 . ?
C23A H23B 0.9600 . ?
C23A H23C 0.9600 . ?
C24A H24A 0.9600 . ?
C24A H24B 0.9600 . ?
C24A H24C 0.9600 . ?
C23B H23D 0.9600 . ?
C23B H23E 0.9600 . ?
C23B H23F 0.9600 . ?
C24B H24D 0.9600 . ?
C24B H24E 0.9600 . ?
C24B H24F 0.9600 . ?
Cl3 C26 1.739(6) . ?
Cl4 C38 1.757(8) . ?
O4 C32 1.395(7) . ?
O4 C31 1.460(8) . ?
O5 C34 1.212(9) . ?
O6 C41 1.380(10) . ?
O6 H6 0.8200 . ?
N4 C34 1.383(9) . ?
N4 C33 1.406(8) . ?
N4 H4N 0.8600 . ?
N5 C34 1.392(8) . ?
N5 C35 1.420(9) . ?
N5 H5N 0.8600 . ?
N6 C43 1.496(9) . ?
N6 C42 1.502(8) . ?
N6 C46 1.527(7) . ?
N6 H6N 0.9100 . ?
C25 C33 1.380(8) . ?
C25 C26 1.406(9) . ?
C25 H25 0.9300 . ?
C26 C27 1.353(9) . ?
C27 C28 1.386(8) . ?
C27 H27 0.9300 . ?
C28 C32 1.406(9) . ?
C28 C29 1.488(10) . ?
C29 C48 1.435(11) . ?
C29 C30 1.527(11) . ?
C29 C47 1.666(13) . ?
C30 C31 1.481(11) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C42 1.524(8) . ?
C31 C41 1.546(11) . ?
C32 C33 1.399(9) . ?
C35 C40 1.370(11) . ?
C35 C36 1.400(11) . ?
C36 C37 1.409(11) . ?
C36 H36 0.9300 . ?
C37 C38 1.350(12) . ?
C37 H37 0.9300 . ?
C38 C39 1.352(14) . ?
C39 C40 1.396(11) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C44 1.510(10) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.543(11) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.536(10) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
O7 C50 1.489(10) . ?
O7 H7O 0.8200 . ?
O8 C51 1.239(8) . ?
O9 C51 1.256(8) . ?
C49 C50 1.456(9) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 C51 1.538(10) . ?
C50 H50 0.9800 . ?
O10 C53 1.457(8) . ?
O10 H10O 0.8200 . ?
O11 C52 1.239(9) . ?
O12 C52 1.281(8) . ?
C52 C53 1.473(11) . ?
C53 C54 1.496(12) . ?
C53 H53 0.9800 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 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
C8 O1 C7 117.1(5) . . ?
C17 O3 H3O 109.5 . . ?
C10 N1 C9 124.3(5) . . ?
C10 N1 H1N 117.8 . . ?
C9 N1 H1N 117.8 . . ?
C10 N2 C11 127.7(6) . . ?
C10 N2 H2N 116.2 . . ?
C11 N2 H2N 116.2 . . ?
C18 N3 C19 115.7(6) . . ?
C18 N3 C22 111.8(5) . . ?
C19 N3 C22 103.5(5) . . ?
C18 N3 H3N 108.5 . . ?
C19 N3 H3N 108.5 . . ?
C22 N3 H3N 108.5 . . ?
C2 C1 C9 119.3(6) . . ?
C2 C1 H1 120.3 . . ?
C9 C1 H1 120.3 . . ?
C1 C2 C3 122.0(5) . . ?
C1 C2 Cl1 120.0(5) . . ?
C3 C2 Cl1 118.0(5) . . ?
C4 C3 C2 118.3(6) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?
C8 C4 C3 120.0(5) . . ?
C8 C4 C5 119.0(5) . . ?
C3 C4 C5 120.9(6) . . ?
C6 C5 C23B 128.1(8) . . ?
C6 C5 C24A 122.0(8) . . ?
C23B C5 C24A 49.0(8) . . ?
C6 C5 C4 113.0(7) . . ?
C23B C5 C4 111.8(7) . . ?
C24A C5 C4 118.7(6) . . ?
C6 C5 C24B 90.9(9) . . ?
C23B C5 C24B 103.9(9) . . ?
C24A C5 C24B 54.9(6) . . ?
C4 C5 C24B 102.2(6) . . ?
C6 C5 C23A 89.7(8) . . ?
C23B C5 C23A 56.6(8) . . ?
C24A C5 C23A 103.5(7) . . ?
C4 C5 C23A 101.7(7) . . ?
C24B C5 C23A 153.8(8) . . ?
C5 C6 C7 123.7(7) . . ?
C5 C6 H6A 106.4 . . ?
C7 C6 H6A 106.4 . . ?
C5 C6 H6B 106.4 . . ?
C7 C6 H6B 106.4 . . ?
H6A C6 H6B 106.5 . . ?
O1 C7 C17 107.1(5) . . ?
O1 C7 C18 107.1(6) . . ?
C17 C7 C18 112.3(6) . . ?
O1 C7 C6 109.2(6) . . ?
C17 C7 C6 115.3(8) . . ?
C18 C7 C6 105.6(6) . . ?
O1 C8 C4 122.1(5) . . ?
O1 C8 C9 117.2(5) . . ?
C4 C8 C9 120.4(5) . . ?
C1 C9 C8 119.9(6) . . ?
C1 C9 N1 122.2(6) . . ?
C8 C9 N1 117.9(5) . . ?
O2 C10 N2 122.2(6) . . ?
O2 C10 N1 121.3(6) . . ?
N2 C10 N1 116.5(6) . . ?
C12 C11 N2 125.4(7) . . ?
C12 C11 C16 116.9(7) . . ?
N2 C11 C16 117.5(6) . . ?
C13 C12 C11 122.5(9) . . ?
C13 C12 H12 118.7 . . ?
C11 C12 H12 118.7 . . ?
C12 C13 C14 120.4(9) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C15 119.2(8) . . ?
C13 C14 Cl2 121.2(7) . . ?
C15 C14 Cl2 119.6(7) . . ?
C16 C15 C14 119.9(8) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 121.0(7) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
O3 C17 C7 112.2(7) . . ?
O3 C17 H17A 109.2 . . ?
C7 C17 H17A 109.2 . . ?
O3 C17 H17B 109.2 . . ?
C7 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
N3 C18 C7 117.5(5) . . ?
N3 C18 H18A 107.9 . . ?
C7 C18 H18A 107.9 . . ?
N3 C18 H18B 107.9 . . ?
C7 C18 H18B 107.9 . . ?
H18A C18 H18B 107.2 . . ?
N3 C19 C20 104.1(6) . . ?
N3 C19 H19A 110.9 . . ?
C20 C19 H19A 110.9 . . ?
N3 C19 H19B 110.9 . . ?
C20 C19 H19B 110.9 . . ?
H19A C19 H19B 109.0 . . ?
C21 C20 C19 103.8(7) . . ?
C21 C20 H20A 111.0 . . ?
C19 C20 H20A 111.0 . . ?
C21 C20 H20B 111.0 . . ?
C19 C20 H20B 111.0 . . ?
H20A C20 H20B 109.0 . . ?
C22 C21 C20 106.7(6) . . ?
C22 C21 H21A 110.4 . . ?
C20 C21 H21A 110.4 . . ?
C22 C21 H21B 110.4 . . ?
C20 C21 H21B 110.4 . . ?
H21A C21 H21B 108.6 . . ?
C21 C22 N3 107.2(6) . . ?
C21 C22 H22A 110.3 . . ?
N3 C22 H22A 110.3 . . ?
C21 C22 H22B 110.3 . . ?
N3 C22 H22B 110.3 . . ?
H22A C22 H22B 108.5 . . ?
C5 C23A H23A 109.5 . . ?
C5 C23A H23B 109.5 . . ?
C5 C23A H23C 109.5 . . ?
C5 C24A H24A 109.5 . . ?
C5 C24A H24B 109.5 . . ?
C5 C24A H24C 109.5 . . ?
C5 C23B H23D 109.5 . . ?
C5 C23B H23E 109.5 . . ?
H23D C23B H23E 109.5 . . ?
C5 C23B H23F 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
C5 C24B H24D 109.5 . . ?
C5 C24B H24E 109.5 . . ?
H24D C24B H24E 109.5 . . ?
C5 C24B H24F 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?
C32 O4 C31 116.0(5) . . ?
C41 O6 H6 109.5 . . ?
C34 N4 C33 122.5(5) . . ?
C34 N4 H4N 118.7 . . ?
C33 N4 H4N 118.7 . . ?
C34 N5 C35 125.5(6) . . ?
C34 N5 H5N 117.3 . . ?
C35 N5 H5N 117.3 . . ?
C43 N6 C42 116.3(5) . . ?
C43 N6 C46 105.6(4) . . ?
C42 N6 C46 108.5(5) . . ?
C43 N6 H6N 108.7 . . ?
C42 N6 H6N 108.7 . . ?
C46 N6 H6N 108.7 . . ?
C33 C25 C26 119.5(5) . . ?
C33 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 122.1(5) . . ?
C27 C26 Cl3 121.2(5) . . ?
C25 C26 Cl3 116.6(4) . . ?
C26 C27 C28 120.5(6) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C27 C28 C32 117.1(5) . . ?
C27 C28 C29 124.6(6) . . ?
C32 C28 C29 117.9(5) . . ?
C48 C29 C28 114.8(6) . . ?
C48 C29 C30 113.3(10) . . ?
C28 C29 C30 109.1(7) . . ?
C48 C29 C47 110.7(11) . . ?
C28 C29 C47 104.8(7) . . ?
C30 C29 C47 103.1(7) . . ?
C31 C30 C29 118.9(7) . . ?
C31 C30 H30A 107.6 . . ?
C29 C30 H30A 107.6 . . ?
C31 C30 H30B 107.6 . . ?
C29 C30 H30B 107.6 . . ?
H30A C30 H30B 107.0 . . ?
O4 C31 C30 114.6(6) . . ?
O4 C31 C42 107.1(5) . . ?
C30 C31 C42 113.2(6) . . ?
O4 C31 C41 106.6(5) . . ?
C30 C31 C41 103.7(7) . . ?
C42 C31 C41 111.5(6) . . ?
O4 C32 C33 115.6(6) . . ?
O4 C32 C28 121.3(5) . . ?
C33 C32 C28 123.1(5) . . ?
C25 C33 C32 117.4(6) . . ?
C25 C33 N4 123.7(5) . . ?
C32 C33 N4 118.9(5) . . ?
O5 C34 N4 122.9(6) . . ?
O5 C34 N5 125.4(6) . . ?
N4 C34 N5 111.7(6) . . ?
C40 C35 C36 120.6(7) . . ?
C40 C35 N5 116.4(7) . . ?
C36 C35 N5 122.9(7) . . ?
C35 C36 C37 117.5(8) . . ?
C35 C36 H36 121.3 . . ?
C37 C36 H36 121.3 . . ?
C38 C37 C36 120.6(8) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C37 C38 C39 121.9(8) . . ?
C37 C38 Cl4 117.4(7) . . ?
C39 C38 Cl4 120.6(7) . . ?
C38 C39 C40 119.3(9) . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
C35 C40 C39 120.0(8) . . ?
C35 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
O6 C41 C31 114.3(7) . . ?
O6 C41 H41A 108.7 . . ?
C31 C41 H41A 108.7 . . ?
O6 C41 H41B 108.7 . . ?
C31 C41 H41B 108.7 . . ?
H41A C41 H41B 107.6 . . ?
N6 C42 C31 117.2(5) . . ?
N6 C42 H42A 108.0 . . ?
C31 C42 H42A 108.0 . . ?
N6 C42 H42B 108.0 . . ?
C31 C42 H42B 108.0 . . ?
H42A C42 H42B 107.2 . . ?
N6 C43 C44 102.6(6) . . ?
N6 C43 H43A 111.2 . . ?
C44 C43 H43A 111.2 . . ?
N6 C43 H43B 111.2 . . ?
C44 C43 H43B 111.2 . . ?
H43A C43 H43B 109.2 . . ?
C43 C44 C45 105.8(6) . . ?
C43 C44 H44A 110.6 . . ?
C45 C44 H44A 110.6 . . ?
C43 C44 H44B 110.6 . . ?
C45 C44 H44B 110.6 . . ?
H44A C44 H44B 108.7 . . ?
C46 C45 C44 105.2(5) . . ?
C46 C45 H45A 110.7 . . ?
C44 C45 H45A 110.7 . . ?
C46 C45 H45B 110.7 . . ?
C44 C45 H45B 110.7 . . ?
H45A C45 H45B 108.8 . . ?
N6 C46 C45 105.3(5) . . ?
N6 C46 H46A 110.7 . . ?
C45 C46 H46A 110.7 . . ?
N6 C46 H46B 110.7 . . ?
C45 C46 H46B 110.7 . . ?
H46A C46 H46B 108.8 . . ?
C29 C47 H47A 109.5 . . ?
C29 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C29 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C29 C48 H48A 109.5 . . ?
C29 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C29 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 O7 H7O 109.5 . . ?
C50 C49 H49A 109.5 . . ?
C50 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C50 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C49 C50 O7 108.7(7) . . ?
C49 C50 C51 110.5(6) . . ?
O7 C50 C51 111.9(6) . . ?
C49 C50 H50 108.6 . . ?
O7 C50 H50 108.6 . . ?
C51 C50 H50 108.6 . . ?
O8 C51 O9 125.6(6) . . ?
O8 C51 C50 113.9(6) . . ?
O9 C51 C50 120.3(6) . . ?
C53 O10 H10O 109.5 . . ?
O11 C52 O12 121.9(8) . . ?
O11 C52 C53 119.9(7) . . ?
O12 C52 C53 118.2(6) . . ?
O10 C53 C52 110.3(6) . . ?
O10 C53 C54 103.4(8) . . ?
C52 C53 C54 110.1(7) . . ?
O10 C53 H53 110.9 . . ?
C52 C53 H53 110.9 . . ?
C54 C53 H53 110.9 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.806
_diffrn_reflns_theta_full        67.08
_diffrn_measured_fraction_theta_full 0.806
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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_19fin
_database_code_depnum_ccdc_archive 'CCDC 1533701'
_audit_update_record             
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H29 Cl2 N3 O3, C H4 O'
_chemical_formula_sum            'C25 H33 Cl2 N3 O4'
_chemical_formula_weight         510.44

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

loop_
_symmetry_equiv_pos_as_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                   9.0157(9)
_cell_length_b                   14.4040(15)
_cell_length_c                   19.6135(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2547.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9017
_cell_measurement_theta_min      4.51
_cell_measurement_theta_max      66.66

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    2.589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.659
_exptl_absorpt_correction_T_max  0.772
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14000
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_sigmaI/netI    0.0687
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.51
_diffrn_reflns_theta_max         67.36
_reflns_number_total             3963
_reflns_number_gt                3436
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_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)+(0.0835P)²+9.0607P] 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   0.20(4)
_refine_ls_number_reflns         3963
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0843
_refine_ls_wR_factor_ref         0.2285
_refine_ls_wR_factor_gt          0.2116
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_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
Cl1 Cl 1.0092(2) 0.88904(13) 0.98318(8) 0.0527(5) Uani 1 1 d . . .
Cl2 Cl 0.1637(3) 0.72167(16) 0.56297(12) 0.0666(7) Uani 1 1 d . . .
O1 O 0.9999(5) 1.1378(3) 0.7481(2) 0.0302(9) Uani 1 1 d . . .
O2 O 0.6246(6) 0.9018(3) 0.7981(2) 0.0445(12) Uani 1 1 d . . .
O3 O 1.2501(6) 1.2550(3) 0.6318(2) 0.0468(13) Uani 1 1 d . . .
H3O H 1.2237 1.2512 0.5919 0.070 Uiso 1 1 calc R . .
N1 N 0.7624(6) 1.0302(4) 0.7695(3) 0.0352(13) Uani 1 1 d . . .
H1N H 0.7577 1.0794 0.7447 0.042 Uiso 1 1 calc R . .
N2 N 0.5786(7) 0.9806(4) 0.6995(3) 0.0393(14) Uani 1 1 d . . .
H2N H 0.5938 1.0322 0.6786 0.047 Uiso 1 1 calc R . .
N3 N 1.0126(7) 1.0722(4) 0.6030(3) 0.0365(13) Uani 1 1 d . . .
C1 C 0.8820(9) 0.9684(5) 0.8743(3) 0.0372(16) Uani 1 1 d . . .
H1 H 0.7998 0.9324 0.8853 0.045 Uiso 1 1 calc R . .
C2 C 1.0055(9) 0.9664(4) 0.9143(3) 0.0356(16) Uani 1 1 d . . .
C3 C 1.1308(9) 1.0200(5) 0.9022(3) 0.0381(16) Uani 1 1 d . . .
H3 H 1.2133 1.0159 0.9305 0.046 Uiso 1 1 calc R . .
C4 C 1.1292(8) 1.0803(4) 0.8462(3) 0.0315(14) Uani 1 1 d . . .
C5 C 1.2545(8) 1.1455(5) 0.8279(3) 0.0343(15) Uani 1 1 d . . .
C6 C 1.2776(7) 1.1334(5) 0.7515(3) 0.0364(15) Uani 1 1 d . . .
H6A H 1.3187 1.0721 0.7434 0.044 Uiso 1 1 calc R . .
H6B H 1.3503 1.1785 0.7363 0.044 Uiso 1 1 calc R . .
C7 C 1.1367(8) 1.1443(4) 0.7077(3) 0.0321(14) Uani 1 1 d . . .
C8 C 1.0042(8) 1.0800(4) 0.8038(3) 0.0292(14) Uani 1 1 d . . .
C9 C 0.8806(8) 1.0253(4) 0.8161(3) 0.0298(14) Uani 1 1 d . . .
C12 C 0.3774(9) 0.8641(5) 0.7070(3) 0.0424(17) Uani 1 1 d . . .
H12 H 0.3742 0.8692 0.7542 0.051 Uiso 1 1 calc R . .
C10 C 0.6544(8) 0.9655(4) 0.7592(3) 0.0361(15) Uani 1 1 d . . .
C11 C 0.4774(7) 0.9173(4) 0.6701(3) 0.0315(14) Uani 1 1 d . . .
C13 C 0.2821(9) 0.8034(5) 0.6741(4) 0.0423(18) Uani 1 1 d . . .
H13 H 0.2172 0.7665 0.6990 0.051 Uiso 1 1 calc R . .
C14 C 0.2844(9) 0.7984(5) 0.6060(4) 0.0396(17) Uani 1 1 d . . .
C15 C 0.3768(8) 0.8512(5) 0.5668(4) 0.0439(18) Uani 1 1 d . . .
H15 H 0.3750 0.8466 0.5196 0.053 Uiso 1 1 calc R . .
C16 C 0.4735(8) 0.9121(5) 0.5991(3) 0.0396(16) Uani 1 1 d . . .
H16 H 0.5359 0.9496 0.5732 0.047 Uiso 1 1 calc R . .
C17 C 1.3990(9) 1.1199(7) 0.8640(4) 0.058(2) Uani 1 1 d . . .
H17A H 1.3869 1.1272 0.9123 0.087 Uiso 1 1 calc R . .
H17B H 1.4772 1.1599 0.8484 0.087 Uiso 1 1 calc R . .
H17C H 1.4239 1.0566 0.8540 0.087 Uiso 1 1 calc R . .
C18 C 1.2088(11) 1.2446(5) 0.8480(4) 0.055(2) Uani 1 1 d . . .
H18A H 1.1132 1.2584 0.8290 0.083 Uiso 1 1 calc R . .
H18B H 1.2805 1.2879 0.8308 0.083 Uiso 1 1 calc R . .
H18C H 1.2042 1.2493 0.8968 0.083 Uiso 1 1 calc R . .
C19 C 1.1252(9) 1.2402(4) 0.6755(3) 0.0370(16) Uani 1 1 d . . .
H19A H 1.0342 1.2448 0.6494 0.044 Uiso 1 1 calc R . .
H19B H 1.1231 1.2873 0.7108 0.044 Uiso 1 1 calc R . .
C20 C 1.1328(8) 1.0656(4) 0.6541(3) 0.0370(16) Uani 1 1 d . . .
H20A H 1.2271 1.0650 0.6302 0.044 Uiso 1 1 calc R . .
H20B H 1.1233 1.0068 0.6778 0.044 Uiso 1 1 calc R . .
C21 C 0.9643(11) 0.9797(5) 0.5802(5) 0.061(2) Uani 1 1 d . . .
H21A H 0.8989 0.9515 0.6136 0.073 Uiso 1 1 calc R . .
H21B H 1.0489 0.9392 0.5731 0.073 Uiso 1 1 calc R . .
C22 C 0.8838(11) 0.9969(6) 0.5143(4) 0.060(2) Uani 1 1 d . . .
H22A H 0.7778 1.0016 0.5221 0.072 Uiso 1 1 calc R . .
H22B H 0.9022 0.9469 0.4823 0.072 Uiso 1 1 calc R . .
C23 C 0.9451(11) 1.0874(7) 0.4877(4) 0.067(3) Uani 1 1 d . . .
H23A H 0.8683 1.1345 0.4860 0.080 Uiso 1 1 calc R . .
H23B H 0.9861 1.0794 0.4424 0.080 Uiso 1 1 calc R . .
C24 C 1.0662(11) 1.1145(6) 0.5383(3) 0.056(2) Uani 1 1 d . . .
H24A H 1.1615 1.0891 0.5250 0.067 Uiso 1 1 calc R . .
H24B H 1.0745 1.1814 0.5423 0.067 Uiso 1 1 calc R . .
O4 O 0.2633(7) 0.6329(4) 0.8595(3) 0.0554(14) Uani 1 1 d . . .
H4O H 0.2478 0.6308 0.8184 0.083 Uiso 1 1 calc R . .
C25 C 0.3104(11) 0.7230(6) 0.8776(4) 0.062(2) Uani 1 1 d . . .
H25A H 0.2408 0.7677 0.8606 0.093 Uiso 1 1 calc R . .
H25B H 0.4064 0.7347 0.8582 0.093 Uiso 1 1 calc R . .
H25C H 0.3162 0.7278 0.9264 0.093 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 C2 1.751(6) . ?
Cl2 C14 1.766(7) . ?
O1 C8 1.374(7) . ?
O1 C7 1.469(8) . ?
O2 C10 1.223(8) . ?
O3 C19 1.431(9) . ?
O3 H3O 0.8200 . ?
N1 C10 1.362(9) . ?
N1 C9 1.406(8) . ?
N1 H1N 0.8600 . ?
N2 C10 1.373(9) . ?
N2 C11 1.413(9) . ?
N2 H2N 0.8600 . ?
N3 C21 1.472(9) . ?
N3 C20 1.479(9) . ?
N3 C24 1.488(9) . ?
C1 C2 1.363(10) . ?
C1 C9 1.405(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.388(11) . ?
C3 C4 1.400(9) . ?
C3 H3 0.9300 . ?
C4 C8 1.400(9) . ?
C4 C5 1.512(9) . ?
C5 C6 1.524(9) . ?
C5 C17 1.528(11) . ?
C5 C18 1.536(11) . ?
C6 C7 1.541(10) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C19 1.522(9) . ?
C7 C20 1.548(9) . ?
C8 C9 1.386(10) . ?
C12 C13 1.386(10) . ?
C12 C11 1.387(10) . ?
C12 H12 0.9300 . ?
C11 C16 1.395(9) . ?
C13 C14 1.338(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.364(10) . ?
C15 C16 1.389(10) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.503(12) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.510(13) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.525(12) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
O4 C25 1.411(10) . ?
O4 H4O 0.8200 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
C8 O1 C7 116.3(5) . . ?
C19 O3 H3O 109.5 . . ?
C10 N1 C9 127.1(5) . . ?
C10 N1 H1N 116.4 . . ?
C9 N1 H1N 116.4 . . ?
C10 N2 C11 124.6(5) . . ?
C10 N2 H2N 117.7 . . ?
C11 N2 H2N 117.7 . . ?
C21 N3 C20 111.3(6) . . ?
C21 N3 C24 102.0(6) . . ?
C20 N3 C24 111.5(6) . . ?
C2 C1 C9 119.2(6) . . ?
C2 C1 H1 120.4 . . ?
C9 C1 H1 120.4 . . ?
C1 C2 C3 123.7(6) . . ?
C1 C2 Cl1 118.2(5) . . ?
C3 C2 Cl1 118.1(5) . . ?
C2 C3 C4 118.1(6) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C3 C4 C8 118.2(6) . . ?
C3 C4 C5 124.4(6) . . ?
C8 C4 C5 117.5(6) . . ?
C4 C5 C6 105.3(5) . . ?
C4 C5 C17 112.1(6) . . ?
C6 C5 C17 108.1(6) . . ?
C4 C5 C18 108.4(6) . . ?
C6 C5 C18 113.3(6) . . ?
C17 C5 C18 109.5(6) . . ?
C5 C6 C7 115.0(6) . . ?
C5 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
O1 C7 C19 103.0(5) . . ?
O1 C7 C6 112.7(5) . . ?
C19 C7 C6 112.4(6) . . ?
O1 C7 C20 107.5(5) . . ?
C19 C7 C20 112.4(5) . . ?
C6 C7 C20 108.8(5) . . ?
O1 C8 C9 117.3(6) . . ?
O1 C8 C4 119.6(6) . . ?
C9 C8 C4 123.1(6) . . ?
C8 C9 C1 117.7(6) . . ?
C8 C9 N1 117.9(5) . . ?
C1 C9 N1 124.3(6) . . ?
C13 C12 C11 120.6(6) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
O2 C10 N1 125.3(6) . . ?
O2 C10 N2 122.7(6) . . ?
N1 C10 N2 112.0(5) . . ?
C12 C11 C16 118.4(6) . . ?
C12 C11 N2 124.3(6) . . ?
C16 C11 N2 117.3(6) . . ?
C14 C13 C12 119.3(7) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 122.8(7) . . ?
C13 C14 Cl2 120.0(6) . . ?
C15 C14 Cl2 117.2(6) . . ?
C14 C15 C16 118.6(7) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C15 C16 C11 120.2(6) . . ?
C15 C16 H16 119.9 . . ?
C11 C16 H16 119.9 . . ?
C5 C17 H17A 109.5 . . ?
C5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 C7 109.2(6) . . ?
O3 C19 H19A 109.8 . . ?
C7 C19 H19A 109.8 . . ?
O3 C19 H19B 109.8 . . ?
C7 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
N3 C20 C7 115.5(5) . . ?
N3 C20 H20A 108.4 . . ?
C7 C20 H20A 108.4 . . ?
N3 C20 H20B 108.4 . . ?
C7 C20 H20B 108.4 . . ?
H20A C20 H20B 107.5 . . ?
N3 C21 C22 104.7(7) . . ?
N3 C21 H21A 110.8 . . ?
C22 C21 H21A 110.8 . . ?
N3 C21 H21B 110.8 . . ?
C22 C21 H21B 110.8 . . ?
H21A C21 H21B 108.9 . . ?
C21 C22 C23 105.2(7) . . ?
C21 C22 H22A 110.7 . . ?
C23 C22 H22A 110.7 . . ?
C21 C22 H22B 110.7 . . ?
C23 C22 H22B 110.7 . . ?
H22A C22 H22B 108.8 . . ?
C22 C23 C24 105.0(7) . . ?
C22 C23 H23A 110.7 . . ?
C24 C23 H23A 110.7 . . ?
C22 C23 H23B 110.7 . . ?
C24 C23 H23B 110.7 . . ?
H23A C23 H23B 108.8 . . ?
N3 C24 C23 102.5(7) . . ?
N3 C24 H24A 111.3 . . ?
C23 C24 H24A 111.3 . . ?
N3 C24 H24B 111.3 . . ?
C23 C24 H24B 111.3 . . ?
H24A C24 H24B 109.2 . . ?
C25 O4 H4O 109.5 . . ?
O4 C25 H25A 109.5 . . ?
O4 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O4 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.896
_diffrn_reflns_theta_full        67.36
_diffrn_measured_fraction_theta_full 0.896
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.110
####################################################################### 
# 
# 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_14fin
_database_code_depnum_ccdc_archive 'CCDC 1533706'
_audit_update_record             
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H33 Cl2 N5 O9'
_chemical_formula_sum            'C31 H33 Cl2 N5 O9'
_chemical_formula_weight         690.52

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   12.2705(5)
_cell_length_b                   15.0706(6)
_cell_length_c                   17.1904(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.145(3)
_cell_angle_gamma                90.00
_cell_volume                     3178.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3249
_cell_measurement_theta_min      3.90
_cell_measurement_theta_max      64.70

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    2.377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_T_max  0.788
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18079
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_sigmaI/netI    0.0740
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.60
_diffrn_reflns_theta_max         67.36
_reflns_number_total             5091
_reflns_number_gt                3305
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5091
_refine_ls_number_parameters     427
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1737
_refine_ls_R_factor_gt           0.1294
_refine_ls_wR_factor_ref         0.3777
_refine_ls_wR_factor_gt          0.3075
_refine_ls_goodness_of_fit_ref   2.166
_refine_ls_restrained_S_all      2.166
_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
Cl1 Cl 0.9080(2) -0.17311(17) -0.2424(2) 0.0942(12) Uani 1 1 d . . .
Cl2 Cl 0.13064(16) 0.02731(13) 0.06488(13) 0.0543(6) Uani 1 1 d . . .
O1 O 0.6195(4) -0.4715(3) -0.1772(3) 0.0363(12) Uani 1 1 d . . .
O2 O 0.5575(4) -0.1603(3) -0.1057(3) 0.0465(14) Uani 1 1 d . . .
O3 O 0.6217(5) -0.6624(3) -0.1667(3) 0.0537(15) Uani 1 1 d . . .
H3O H 0.6422 -0.6362 -0.1272 0.081 Uiso 1 1 calc R . .
N1 N 0.5708(5) -0.3110(4) -0.1173(3) 0.0365(14) Uani 1 1 d . . .
H1N H 0.5372 -0.3598 -0.1078 0.044 Uiso 1 1 calc R . .
N2 N 0.4370(5) -0.2490(4) -0.0438(4) 0.0402(15) Uani 1 1 d . . .
H2N H 0.4220 -0.3029 -0.0315 0.048 Uiso 1 1 calc R . .
N3 N 0.4086(5) -0.4485(4) -0.2469(4) 0.0367(14) Uani 1 1 d . . .
H3N H 0.4279 -0.4480 -0.1955 0.044 Uiso 1 1 calc R . .
C1 C 0.7347(6) -0.2482(5) -0.1747(6) 0.051(2) Uani 1 1 d . . .
H1 H 0.7219 -0.1922 -0.1539 0.061 Uiso 1 1 calc R . .
C2 C 0.8233(6) -0.2630(5) -0.2214(5) 0.048(2) Uani 1 1 d . . .
C3 C 0.8468(6) -0.3447(5) -0.2520(5) 0.0444(19) Uani 1 1 d . . .
H3 H 0.9075 -0.3516 -0.2830 0.053 Uiso 1 1 calc R . .
C4 C 0.7814(6) -0.4162(4) -0.2372(4) 0.0364(16) Uani 1 1 d . . .
C5 C 0.8013(6) -0.5095(5) -0.2661(5) 0.0412(18) Uani 1 1 d . . .
C6 C 0.6912(6) -0.5478(5) -0.2931(4) 0.0365(16) Uani 1 1 d . . .
H6A H 0.6768 -0.5275 -0.3459 0.044 Uiso 1 1 calc R . .
H6B H 0.6981 -0.6119 -0.2951 0.044 Uiso 1 1 calc R . .
C7 C 0.5924(6) -0.5258(4) -0.2450(4) 0.0360(16) Uani 1 1 d . . .
C8 C 0.6897(5) -0.4018(4) -0.1937(4) 0.0334(15) Uani 1 1 d . . .
C9 C 0.6654(5) -0.3185(4) -0.1594(4) 0.0306(15) Uani 1 1 d . . .
C10 C 0.5245(5) -0.2354(4) -0.0889(4) 0.0328(15) Uani 1 1 d . . .
C11 C 0.3678(5) -0.1814(4) -0.0152(4) 0.0327(15) Uani 1 1 d . . .
C12 C 0.4019(5) -0.0961(4) 0.0033(4) 0.0298(14) Uani 1 1 d . . .
H12 H 0.4750 -0.0812 -0.0015 0.036 Uiso 1 1 calc R . .
C13 C 0.3301(6) -0.0333(4) 0.0287(4) 0.0354(16) Uani 1 1 d . . .
H13 H 0.3550 0.0231 0.0418 0.043 Uiso 1 1 calc R . .
C14 C 0.2215(6) -0.0535(5) 0.0349(4) 0.0372(16) Uani 1 1 d . . .
C15 C 0.1839(6) -0.1394(5) 0.0185(5) 0.051(2) Uani 1 1 d . . .
H15 H 0.1110 -0.1541 0.0247 0.061 Uiso 1 1 calc R . .
C16 C 0.2578(6) -0.2021(5) -0.0074(5) 0.0462(19) Uani 1 1 d . . .
H16 H 0.2335 -0.2590 -0.0196 0.055 Uiso 1 1 calc R . .
C17 C 0.8814(6) -0.5128(6) -0.3314(5) 0.055(2) Uani 1 1 d . . .
H17A H 0.8513 -0.4828 -0.3761 0.082 Uiso 1 1 calc R . .
H17B H 0.8961 -0.5735 -0.3444 0.082 Uiso 1 1 calc R . .
H17C H 0.9480 -0.4843 -0.3151 0.082 Uiso 1 1 calc R . .
C18 C 0.8475(7) -0.5642(5) -0.1983(5) 0.0488(19) Uani 1 1 d . . .
H18A H 0.8551 -0.6249 -0.2142 0.073 Uiso 1 1 calc R . .
H18B H 0.7989 -0.5609 -0.1553 0.073 Uiso 1 1 calc R . .
H18C H 0.9175 -0.5411 -0.1827 0.073 Uiso 1 1 calc R . .
C19 C 0.5452(6) -0.6115(4) -0.2061(4) 0.0399(17) Uani 1 1 d . . .
H19A H 0.4894 -0.5940 -0.1700 0.048 Uiso 1 1 calc R . .
H19B H 0.5106 -0.6476 -0.2462 0.048 Uiso 1 1 calc R . .
C20 C 0.5074(6) -0.4776(4) -0.2903(4) 0.0351(16) Uani 1 1 d . . .
H20A H 0.4832 -0.5155 -0.3330 0.042 Uiso 1 1 calc R . .
H20B H 0.5405 -0.4255 -0.3129 0.042 Uiso 1 1 calc R . .
C21 C 0.3750(6) -0.3543(5) -0.2679(5) 0.0429(18) Uani 1 1 d . . .
H21A H 0.4278 -0.3114 -0.2485 0.051 Uiso 1 1 calc R . .
H21B H 0.3657 -0.3471 -0.3237 0.051 Uiso 1 1 calc R . .
C22 C 0.2673(8) -0.3455(6) -0.2268(7) 0.071(3) Uani 1 1 d . . .
H22A H 0.2198 -0.3036 -0.2536 0.085 Uiso 1 1 calc R . .
H22B H 0.2786 -0.3260 -0.1735 0.085 Uiso 1 1 calc R . .
C23 C 0.2188(8) -0.4396(7) -0.2295(7) 0.074(3) Uani 1 1 d . . .
H23A H 0.1928 -0.4562 -0.1786 0.088 Uiso 1 1 calc R . .
H23B H 0.1581 -0.4419 -0.2664 0.088 Uiso 1 1 calc R . .
C24 C 0.3086(6) -0.5026(6) -0.2543(5) 0.049(2) Uani 1 1 d . . .
H24A H 0.3125 -0.5541 -0.2206 0.059 Uiso 1 1 calc R . .
H24B H 0.2968 -0.5222 -0.3076 0.059 Uiso 1 1 calc R . .
C25 C 0.8107(6) -0.0547(5) -0.5086(5) 0.0460(19) Uani 1 1 d . . .
H25 H 0.8414 -0.0036 -0.5291 0.055 Uiso 1 1 calc R . .
C26 C 0.7091(6) -0.0536(4) -0.4756(4) 0.0333(15) Uani 1 1 d . . .
C27 C 0.6671(6) -0.1287(4) -0.4444(4) 0.0383(16) Uani 1 1 d . . .
H27 H 0.5988 -0.1269 -0.4219 0.046 Uiso 1 1 calc R . .
C28 C 0.7237(7) -0.2071(5) -0.4455(5) 0.0438(18) Uani 1 1 d . . .
C29 C 0.8228(7) -0.2142(6) -0.4809(4) 0.050(2) Uani 1 1 d . . .
H29 H 0.8585 -0.2684 -0.4850 0.060 Uiso 1 1 calc R . .
C30 C 0.8665(6) -0.1377(6) -0.5100(5) 0.053(2) Uani 1 1 d . . .
N4 N 0.9728(6) -0.1403(8) -0.5476(6) 0.080(3) Uani 1 1 d . . .
O4 O 1.0130(8) -0.2142(7) -0.5560(7) 0.142(4) Uani 1 1 d . . .
O5 O 1.0099(6) -0.0739(6) -0.5754(5) 0.089(2) Uani 1 1 d . . .
C31 C 0.6492(6) 0.0351(4) -0.4686(4) 0.0388(17) Uani 1 1 d . . .
O6 O 0.6722(5) 0.0943(3) -0.5146(3) 0.0495(14) Uani 1 1 d . . .
O7 O 0.5790(4) 0.0401(3) -0.4174(3) 0.0432(13) Uani 1 1 d . . .
N5 N 0.6734(8) -0.2869(5) -0.4126(4) 0.061(2) Uani 1 1 d . . .
O8 O 0.5959(7) -0.2774(5) -0.3710(6) 0.096(3) Uani 1 1 d . . .
O9 O 0.7169(7) -0.3600(4) -0.4295(5) 0.092(3) Uani 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
Cl1 C2 1.749(8) . ?
Cl2 C14 1.736(7) . ?
O1 C8 1.391(8) . ?
O1 C7 1.456(9) . ?
O2 C10 1.238(8) . ?
O3 C19 1.379(9) . ?
O3 H3O 0.8200 . ?
N1 C10 1.368(9) . ?
N1 C9 1.384(9) . ?
N1 H1N 0.8600 . ?
N2 C10 1.353(9) . ?
N2 C11 1.420(9) . ?
N2 H2N 0.8600 . ?
N3 C24 1.478(9) . ?
N3 C20 1.502(9) . ?
N3 C21 1.520(9) . ?
N3 H3N 0.9100 . ?
C1 C2 1.383(11) . ?
C1 C9 1.387(10) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(11) . ?
C3 C4 1.371(10) . ?
C3 H3 0.9300 . ?
C4 C8 1.380(10) . ?
C4 C5 1.514(9) . ?
C5 C17 1.507(11) . ?
C5 C18 1.527(11) . ?
C5 C6 1.533(10) . ?
C6 C7 1.518(9) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C20 1.481(10) . ?
C7 C19 1.570(10) . ?
C8 C9 1.421(9) . ?
C11 C12 1.387(9) . ?
C11 C16 1.395(10) . ?
C12 C13 1.370(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.402(11) . ?
C15 C16 1.389(11) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.516(13) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.537(14) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.522(12) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.380(10) . ?
C25 C30 1.426(12) . ?
C25 H25 0.9300 . ?
C26 C27 1.359(10) . ?
C26 C31 1.532(9) . ?
C27 C28 1.371(10) . ?
C27 H27 0.9300 . ?
C28 C29 1.374(12) . ?
C28 N5 1.470(11) . ?
C29 C30 1.370(12) . ?
C29 H29 0.9300 . ?
C30 N4 1.467(11) . ?
N4 O5 1.202(12) . ?
N4 O4 1.228(13) . ?
C31 O6 1.229(9) . ?
C31 O7 1.246(9) . ?
N5 O8 1.210(11) . ?
N5 O9 1.261(10) . ?

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
C8 O1 C7 113.2(5) . . ?
C19 O3 H3O 109.5 . . ?
C10 N1 C9 127.8(6) . . ?
C10 N1 H1N 116.1 . . ?
C9 N1 H1N 116.1 . . ?
C10 N2 C11 125.2(6) . . ?
C10 N2 H2N 117.4 . . ?
C11 N2 H2N 117.4 . . ?
C24 N3 C20 118.1(6) . . ?
C24 N3 C21 105.9(6) . . ?
C20 N3 C21 111.9(6) . . ?
C24 N3 H3N 106.8 . . ?
C20 N3 H3N 106.8 . . ?
C21 N3 H3N 106.8 . . ?
C2 C1 C9 118.6(7) . . ?
C2 C1 H1 120.7 . . ?
C9 C1 H1 120.7 . . ?
C3 C2 C1 122.8(7) . . ?
C3 C2 Cl1 119.1(6) . . ?
C1 C2 Cl1 118.1(6) . . ?
C4 C3 C2 120.4(7) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C8 117.6(6) . . ?
C3 C4 C5 124.8(6) . . ?
C8 C4 C5 117.6(6) . . ?
C17 C5 C4 112.8(7) . . ?
C17 C5 C18 108.2(7) . . ?
C4 C5 C18 108.1(6) . . ?
C17 C5 C6 110.2(7) . . ?
C4 C5 C6 107.6(6) . . ?
C18 C5 C6 109.9(6) . . ?
C7 C6 C5 117.4(6) . . ?
C7 C6 H6A 107.9 . . ?
C5 C6 H6A 107.9 . . ?
C7 C6 H6B 107.9 . . ?
C5 C6 H6B 107.9 . . ?
H6A C6 H6B 107.2 . . ?
O1 C7 C20 107.0(5) . . ?
O1 C7 C6 112.8(6) . . ?
C20 C7 C6 112.5(6) . . ?
O1 C7 C19 101.7(5) . . ?
C20 C7 C19 111.4(6) . . ?
C6 C7 C19 111.0(6) . . ?
C4 C8 O1 120.4(6) . . ?
C4 C8 C9 122.9(6) . . ?
O1 C8 C9 116.5(6) . . ?
N1 C9 C1 124.1(6) . . ?
N1 C9 C8 118.3(6) . . ?
C1 C9 C8 117.5(6) . . ?
O2 C10 N2 122.7(6) . . ?
O2 C10 N1 122.6(6) . . ?
N2 C10 N1 114.7(6) . . ?
C12 C11 C16 118.2(6) . . ?
C12 C11 N2 124.4(6) . . ?
C16 C11 N2 117.3(6) . . ?
C13 C12 C11 121.3(6) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 120.3(6) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 120.3(7) . . ?
C13 C14 Cl2 119.9(6) . . ?
C15 C14 Cl2 119.8(6) . . ?
C16 C15 C14 118.6(7) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C15 C16 C11 121.2(7) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C5 C17 H17A 109.5 . . ?
C5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 C7 114.4(6) . . ?
O3 C19 H19A 108.7 . . ?
C7 C19 H19A 108.7 . . ?
O3 C19 H19B 108.7 . . ?
C7 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C7 C20 N3 116.6(6) . . ?
C7 C20 H20A 108.1 . . ?
N3 C20 H20A 108.1 . . ?
C7 C20 H20B 108.1 . . ?
N3 C20 H20B 108.1 . . ?
H20A C20 H20B 107.3 . . ?
C22 C21 N3 101.9(7) . . ?
C22 C21 H21A 111.4 . . ?
N3 C21 H21A 111.4 . . ?
C22 C21 H21B 111.4 . . ?
N3 C21 H21B 111.4 . . ?
H21A C21 H21B 109.3 . . ?
C21 C22 C23 104.2(7) . . ?
C21 C22 H22A 110.9 . . ?
C23 C22 H22A 110.9 . . ?
C21 C22 H22B 110.9 . . ?
C23 C22 H22B 110.9 . . ?
H22A C22 H22B 108.9 . . ?
C24 C23 C22 107.6(7) . . ?
C24 C23 H23A 110.2 . . ?
C22 C23 H23A 110.2 . . ?
C24 C23 H23B 110.2 . . ?
C22 C23 H23B 110.2 . . ?
H23A C23 H23B 108.5 . . ?
N3 C24 C23 103.6(7) . . ?
N3 C24 H24A 111.0 . . ?
C23 C24 H24A 111.0 . . ?
N3 C24 H24B 111.0 . . ?
C23 C24 H24B 111.0 . . ?
H24A C24 H24B 109.0 . . ?
C26 C25 C30 117.1(7) . . ?
C26 C25 H25 121.4 . . ?
C30 C25 H25 121.4 . . ?
C27 C26 C25 120.4(7) . . ?
C27 C26 C31 120.6(6) . . ?
C25 C26 C31 118.8(7) . . ?
C26 C27 C28 121.0(7) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C29 121.8(7) . . ?
C27 C28 N5 118.8(7) . . ?
C29 C28 N5 119.3(7) . . ?
C30 C29 C28 116.9(7) . . ?
C30 C29 H29 121.5 . . ?
C28 C29 H29 121.5 . . ?
C29 C30 C25 122.7(7) . . ?
C29 C30 N4 119.8(8) . . ?
C25 C30 N4 117.5(9) . . ?
O5 N4 O4 123.4(9) . . ?
O5 N4 C30 120.0(9) . . ?
O4 N4 C30 116.0(11) . . ?
O6 C31 O7 125.6(7) . . ?
O6 C31 C26 117.7(7) . . ?
O7 C31 C26 116.6(6) . . ?
O8 N5 O9 125.5(8) . . ?
O8 N5 C28 118.2(7) . . ?
O9 N5 C28 116.3(8) . . ?

_diffrn_measured_fraction_theta_max 0.890
_diffrn_reflns_theta_full        67.36
_diffrn_measured_fraction_theta_full 0.890
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.159
####################################################################### 
# 
# 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_19fin
_database_code_depnum_ccdc_archive 'CCDC 1533702'
_audit_update_record             
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H37 Cl2 N3 O6'
_chemical_formula_sum            'C32 H37 Cl2 N3 O6'
_chemical_formula_weight         630.55

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)
_symmetry_space_group_name_Hall  P22ab

loop_
_symmetry_equiv_pos_as_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                   8.4007(6)
_cell_length_b                   14.3494(10)
_cell_length_c                   26.2774(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3167.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2310
_cell_measurement_theta_min      3.36
_cell_measurement_theta_max      66.46

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_absorpt_coefficient_mu    2.238
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.721
_exptl_absorpt_correction_T_max  0.799
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16604
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_av_sigmaI/netI    0.0787
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         66.46
_reflns_number_total             5179
_reflns_number_gt                3386
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_computing_publication_material  'Bruker SHELXTL'
_chemical_absolute_configuration rm

_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)+(0.0828P)²+5.5447P] 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   0.14(5)
_refine_ls_number_reflns         5179
_refine_ls_number_parameters     393
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1339
_refine_ls_R_factor_gt           0.0961
_refine_ls_wR_factor_ref         0.2546
_refine_ls_wR_factor_gt          0.2332
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
Cl1 Cl 0.3052(4) 0.4760(2) 0.98169(9) 0.0981(8) Uani 1 1 d . . .
Cl2 Cl 0.7153(5) 0.6874(2) 0.56976(11) 0.1276(13) Uani 1 1 d . . .
O1 O -0.0158(6) 0.3290(4) 0.8026(2) 0.0644(14) Uani 1 1 d . . .
O2 O 0.3493(6) 0.5465(3) 0.7867(2) 0.0640(14) Uani 1 1 d . . .
O3 O -0.0888(12) 0.1418(6) 0.7551(4) 0.143(4) Uani 1 1 d . . .
H3O H -0.1601 0.1076 0.7449 0.215 Uiso 1 1 calc R . .
N1 N 0.2718(7) 0.3937(4) 0.7917(2) 0.0600(16) Uani 1 1 d . . .
H1N H 0.2665 0.3413 0.7759 0.072 Uiso 1 1 calc R . .
N2 N 0.4005(8) 0.4465(4) 0.7215(2) 0.0608(17) Uani 1 1 d . . .
H2N H 0.3884 0.3895 0.7122 0.073 Uiso 1 1 calc R . .
N3 N -0.1247(10) 0.3191(6) 0.7091(3) 0.089(2) Uani 1 1 d . . .
H3N H -0.0378 0.2841 0.7169 0.107 Uiso 1 1 calc R . .
C1 C 0.2774(12) 0.4341(5) 0.8817(3) 0.067(2) Uani 1 1 d . . .
H1 H 0.3764 0.4623 0.8781 0.081 Uiso 1 1 calc R . .
C2 C 0.2087(10) 0.4306(5) 0.9292(3) 0.0618(19) Uani 1 1 d . . .
C3 C 0.0591(11) 0.3931(6) 0.9350(3) 0.067(2) Uani 1 1 d . . .
H3 H 0.0121 0.3922 0.9670 0.080 Uiso 1 1 calc R . .
C4 C -0.0230(10) 0.3565(5) 0.8934(3) 0.0571(19) Uani 1 1 d . . .
C5 C -0.1957(11) 0.3170(6) 0.8986(4) 0.073(2) Uani 1 1 d . . .
C6 C -0.2649(10) 0.3155(7) 0.8461(4) 0.082(3) Uani 1 1 d . . .
H6A H -0.3608 0.2780 0.8474 0.098 Uiso 1 1 calc R . .
H6B H -0.2978 0.3787 0.8381 0.098 Uiso 1 1 calc R . .
C7 C -0.1677(9) 0.2811(6) 0.8022(4) 0.074(2) Uani 1 1 d . . .
C8 C 0.0480(10) 0.3599(5) 0.8461(3) 0.0552(18) Uani 1 1 d . . .
C9 C 0.2059(11) 0.3981(5) 0.8401(3) 0.0602(19) Uani 1 1 d . . .
C10 C 0.3458(10) 0.4676(5) 0.7670(3) 0.0590(19) Uani 1 1 d . . .
C11 C 0.4773(10) 0.5062(5) 0.6855(3) 0.0579(19) Uani 1 1 d . . .
C12 C 0.5530(8) 0.5876(5) 0.7009(3) 0.0577(19) Uani 1 1 d . . .
H12 H 0.5523 0.6056 0.7349 0.069 Uiso 1 1 calc R . .
C13 C 0.6292(11) 0.6409(6) 0.6647(3) 0.069(2) Uani 1 1 d . . .
H13 H 0.6837 0.6941 0.6749 0.083 Uiso 1 1 calc R . .
C14 C 0.6271(11) 0.6181(5) 0.6148(3) 0.069(2) Uani 1 1 d . . .
C15 C 0.5480(12) 0.5383(6) 0.5991(3) 0.077(3) Uani 1 1 d . . .
H15 H 0.5436 0.5225 0.5648 0.093 Uiso 1 1 calc R . .
C16 C 0.4746(11) 0.4820(6) 0.6360(3) 0.065(2) Uani 1 1 d . . .
H16 H 0.4237 0.4273 0.6262 0.078 Uiso 1 1 calc R . .
C17 C -0.1306(15) 0.1782(7) 0.8038(5) 0.113(4) Uani 1 1 d . . .
H17A H -0.0433 0.1676 0.8272 0.136 Uiso 1 1 calc R . .
H17B H -0.2227 0.1448 0.8166 0.136 Uiso 1 1 calc R . .
C18 C -0.2401(11) 0.3086(9) 0.7514(4) 0.096(3) Uani 1 1 d . . .
H18A H -0.3180 0.2619 0.7419 0.115 Uiso 1 1 calc R . .
H18B H -0.2962 0.3672 0.7557 0.115 Uiso 1 1 calc R . .
C19 C -0.0678(16) 0.4184(8) 0.7005(4) 0.106(4) Uani 1 1 d . . .
H19A H -0.1538 0.4625 0.7057 0.128 Uiso 1 1 calc R . .
H19B H 0.0190 0.4337 0.7233 0.128 Uiso 1 1 calc R . .
C20 C -0.013(3) 0.4195(13) 0.6461(5) 0.173(8) Uani 1 1 d . . .
H20A H -0.0417 0.4785 0.6305 0.208 Uiso 1 1 calc R . .
H20B H 0.1018 0.4134 0.6449 0.208 Uiso 1 1 calc R . .
C21 C -0.084(2) 0.3455(11) 0.6186(5) 0.131(5) Uani 1 1 d . . .
H21A H -0.0031 0.3067 0.6031 0.158 Uiso 1 1 calc R . .
H21B H -0.1530 0.3697 0.5921 0.158 Uiso 1 1 calc R . .
C22 C -0.1829(17) 0.2880(11) 0.6581(5) 0.128(5) Uani 1 1 d . . .
H22A H -0.2958 0.3007 0.6544 0.154 Uiso 1 1 calc R . .
H22B H -0.1652 0.2218 0.6535 0.154 Uiso 1 1 calc R . .
C23 C -0.1873(14) 0.2220(7) 0.9261(4) 0.105(4) Uani 1 1 d . . .
H23A H -0.2923 0.1959 0.9285 0.157 Uiso 1 1 calc R . .
H23B H -0.1445 0.2305 0.9596 0.157 Uiso 1 1 calc R . .
H23C H -0.1200 0.1804 0.9072 0.157 Uiso 1 1 calc R . .
C24 C -0.2962(11) 0.3812(7) 0.9315(4) 0.086(3) Uani 1 1 d . . .
H24A H -0.2833 0.4443 0.9202 0.129 Uiso 1 1 calc R . .
H24B H -0.2627 0.3761 0.9664 0.129 Uiso 1 1 calc R . .
H24C H -0.4061 0.3636 0.9288 0.129 Uiso 1 1 calc R . .
O4 O 0.5777(7) 0.7678(4) 0.8190(3) 0.0802(18) Uani 1 1 d . . .
O5 O 0.8116(8) 0.7497(4) 0.7799(2) 0.0804(17) Uani 1 1 d . . .
O6 O 0.8241(10) 0.5689(4) 0.8048(3) 0.095(2) Uani 1 1 d . . .
H6 H 0.7912 0.5151 0.8032 0.143 Uiso 1 1 calc R . .
C25 C 0.6949(10) 0.7227(5) 0.8078(3) 0.0604(19) Uani 1 1 d . . .
C26 C 0.7133(13) 0.6248(5) 0.8327(3) 0.078(3) Uani 1 1 d . . .
H26 H 0.6095 0.5939 0.8307 0.093 Uiso 1 1 calc R . .
C27 C 0.7535(12) 0.6342(5) 0.8877(4) 0.076(3) Uani 1 1 d . . .
C28 C 0.9122(12) 0.6156(7) 0.9062(4) 0.082(3) Uani 1 1 d . . .
H28 H 0.9923 0.5959 0.8843 0.098 Uiso 1 1 calc R . .
C29 C 0.9406(15) 0.6275(7) 0.9559(5) 0.099(3) Uani 1 1 d . . .
H29 H 1.0426 0.6137 0.9674 0.119 Uiso 1 1 calc R . .
C30 C 0.839(2) 0.6565(9) 0.9894(5) 0.126(5) Uani 1 1 d . . .
H30 H 0.8695 0.6653 1.0231 0.151 Uiso 1 1 calc R . .
C31 C 0.678(3) 0.6746(12) 0.9738(5) 0.171(8) Uani 1 1 d . . .
H31 H 0.5993 0.6915 0.9968 0.205 Uiso 1 1 calc R . .
C32 C 0.6492(14) 0.6654(9) 0.9224(4) 0.110(4) Uani 1 1 d . . .
H32 H 0.5486 0.6823 0.9108 0.132 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 C2 1.728(8) . ?
Cl2 C14 1.715(8) . ?
O1 C8 1.338(9) . ?
O1 C7 1.450(10) . ?
O2 C10 1.246(9) . ?
O3 C17 1.425(14) . ?
O3 H3O 0.8200 . ?
N1 C9 1.387(9) . ?
N1 C10 1.390(9) . ?
N1 H1N 0.8600 . ?
N2 C10 1.317(9) . ?
N2 C11 1.431(9) . ?
N2 H2N 0.8600 . ?
N3 C18 1.483(12) . ?
N3 C22 1.495(13) . ?
N3 C19 1.520(14) . ?
N3 H3N 0.9100 . ?
C1 C9 1.351(11) . ?
C1 C2 1.376(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.376(12) . ?
C3 C4 1.395(11) . ?
C3 H3 0.9300 . ?
C4 C8 1.380(10) . ?
C4 C5 1.564(13) . ?
C5 C6 1.499(13) . ?
C5 C24 1.519(12) . ?
C5 C23 1.544(12) . ?
C6 C7 1.496(12) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C17 1.510(13) . ?
C7 C18 1.519(13) . ?
C8 C9 1.443(12) . ?
C11 C16 1.345(10) . ?
C11 C12 1.390(10) . ?
C12 C13 1.378(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.351(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.387(12) . ?
C15 C16 1.406(11) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.501(17) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.42(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.564(19) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
O4 C25 1.214(10) . ?
O5 C25 1.283(10) . ?
O6 C26 1.432(11) . ?
O6 H6 0.8200 . ?
C25 C26 1.558(10) . ?
C26 C27 1.489(12) . ?
C26 H26 0.9800 . ?
C27 C32 1.342(13) . ?
C27 C28 1.444(14) . ?
C28 C29 1.338(14) . ?
C28 H28 0.9300 . ?
C29 C30 1.296(17) . ?
C29 H29 0.9300 . ?
C30 C31 1.43(2) . ?
C30 H30 0.9300 . ?
C31 C32 1.379(17) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?

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
C8 O1 C7 121.0(7) . . ?
C17 O3 H3O 109.5 . . ?
C9 N1 C10 124.8(6) . . ?
C9 N1 H1N 117.6 . . ?
C10 N1 H1N 117.6 . . ?
C10 N2 C11 128.4(6) . . ?
C10 N2 H2N 115.8 . . ?
C11 N2 H2N 115.8 . . ?
C18 N3 C22 115.3(9) . . ?
C18 N3 C19 114.4(8) . . ?
C22 N3 C19 104.4(9) . . ?
C18 N3 H3N 107.4 . . ?
C22 N3 H3N 107.4 . . ?
C19 N3 H3N 107.4 . . ?
C9 C1 C2 122.3(9) . . ?
C9 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 119.9(8) . . ?
C3 C2 Cl1 119.2(7) . . ?
C1 C2 Cl1 120.9(7) . . ?
C2 C3 C4 120.8(8) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C8 C4 C3 118.6(8) . . ?
C8 C4 C5 119.5(7) . . ?
C3 C4 C5 121.7(7) . . ?
C6 C5 C24 108.5(8) . . ?
C6 C5 C23 115.8(9) . . ?
C24 C5 C23 107.1(8) . . ?
C6 C5 C4 106.5(7) . . ?
C24 C5 C4 110.2(8) . . ?
C23 C5 C4 108.6(7) . . ?
C7 C6 C5 120.1(8) . . ?
C7 C6 H6A 107.3 . . ?
C5 C6 H6A 107.3 . . ?
C7 C6 H6B 107.3 . . ?
C5 C6 H6B 107.3 . . ?
H6A C6 H6B 106.9 . . ?
O1 C7 C6 108.6(7) . . ?
O1 C7 C17 106.3(7) . . ?
C6 C7 C17 114.6(9) . . ?
O1 C7 C18 103.6(7) . . ?
C6 C7 C18 111.8(8) . . ?
C17 C7 C18 111.1(9) . . ?
O1 C8 C4 125.8(7) . . ?
O1 C8 C9 113.6(7) . . ?
C4 C8 C9 120.6(7) . . ?
C1 C9 N1 125.5(8) . . ?
C1 C9 C8 117.7(7) . . ?
N1 C9 C8 116.7(7) . . ?
O2 C10 N2 125.3(7) . . ?
O2 C10 N1 120.7(7) . . ?
N2 C10 N1 113.9(6) . . ?
C16 C11 C12 120.5(7) . . ?
C16 C11 N2 118.4(7) . . ?
C12 C11 N2 121.1(7) . . ?
C13 C12 C11 118.5(7) . . ?
C13 C12 H12 120.8 . . ?
C11 C12 H12 120.8 . . ?
C14 C13 C12 122.0(8) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 119.7(8) . . ?
C13 C14 Cl2 121.6(6) . . ?
C15 C14 Cl2 118.7(7) . . ?
C14 C15 C16 118.6(8) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C11 C16 C15 120.7(8) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
O3 C17 C7 112.6(10) . . ?
O3 C17 H17A 109.1 . . ?
C7 C17 H17A 109.1 . . ?
O3 C17 H17B 109.1 . . ?
C7 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
N3 C18 C7 115.1(8) . . ?
N3 C18 H18A 108.5 . . ?
C7 C18 H18A 108.5 . . ?
N3 C18 H18B 108.5 . . ?
C7 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C20 C19 N3 104.3(11) . . ?
C20 C19 H19A 110.9 . . ?
N3 C19 H19A 110.9 . . ?
C20 C19 H19B 110.9 . . ?
N3 C19 H19B 110.9 . . ?
H19A C19 H19B 108.9 . . ?
C21 C20 C19 110.4(17) . . ?
C21 C20 H20A 109.6 . . ?
C19 C20 H20A 109.6 . . ?
C21 C20 H20B 109.6 . . ?
C19 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C20 C21 C22 106.3(12) . . ?
C20 C21 H21A 110.5 . . ?
C22 C21 H21A 110.5 . . ?
C20 C21 H21B 110.5 . . ?
C22 C21 H21B 110.5 . . ?
H21A C21 H21B 108.7 . . ?
N3 C22 C21 105.3(11) . . ?
N3 C22 H22A 110.7 . . ?
C21 C22 H22A 110.7 . . ?
N3 C22 H22B 110.7 . . ?
C21 C22 H22B 110.7 . . ?
H22A C22 H22B 108.8 . . ?
C5 C23 H23A 109.5 . . ?
C5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C5 C24 H24A 109.5 . . ?
C5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 O6 H6 109.5 . . ?
O4 C25 O5 126.7(7) . . ?
O4 C25 C26 117.3(8) . . ?
O5 C25 C26 115.9(7) . . ?
O6 C26 C27 113.7(8) . . ?
O6 C26 C25 110.7(7) . . ?
C27 C26 C25 110.4(7) . . ?
O6 C26 H26 107.2 . . ?
C27 C26 H26 107.2 . . ?
C25 C26 H26 107.2 . . ?
C32 C27 C28 115.8(9) . . ?
C32 C27 C26 122.8(10) . . ?
C28 C27 C26 121.3(9) . . ?
C29 C28 C27 118.0(10) . . ?
C29 C28 H28 121.0 . . ?
C27 C28 H28 121.0 . . ?
C30 C29 C28 126.0(13) . . ?
C30 C29 H29 117.0 . . ?
C28 C29 H29 117.0 . . ?
C29 C30 C31 118.9(13) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
C32 C31 C30 115.5(13) . . ?
C32 C31 H31 122.2 . . ?
C30 C31 H31 122.2 . . ?
C27 C32 C31 125.5(12) . . ?
C27 C32 H32 117.2 . . ?
C31 C32 H32 117.2 . . ?

_diffrn_measured_fraction_theta_max 0.953
_diffrn_reflns_theta_full        66.46
_diffrn_measured_fraction_theta_full 0.953
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.064
####################################################################### 
# 
# 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_invertida
_database_code_depnum_ccdc_archive 'CCDC 1533707'
_audit_update_record             
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H30 Cl2 N3 O3, C10 H12 N O4 S'
_chemical_formula_sum            'C68 H84 Cl4 N8 O14 S2'
_chemical_formula_weight         1443.35

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)
_symmetry_space_group_name_Hall  P22ab

loop_
_symmetry_equiv_pos_as_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                   10.7729(6)
_cell_length_b                   23.4747(12)
_cell_length_c                   28.9321(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7316.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5293
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      51.01

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3040
_exptl_absorpt_coefficient_mu    2.554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.727
_exptl_absorpt_correction_T_max  0.775
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43084
_diffrn_reflns_av_R_equivalents  0.1354
_diffrn_reflns_av_sigmaI/netI    0.1343
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         67.35
_reflns_number_total             12237
_reflns_number_gt                6134
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_computing_publication_material  'Bruker SHELXTL'
_chemical_absolute_configuration rm

_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)+(0.1895P)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       0.00061(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.09(3)
_refine_ls_number_reflns         12237
_refine_ls_number_parameters     884
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1695
_refine_ls_R_factor_gt           0.1055
_refine_ls_wR_factor_ref         0.3292
_refine_ls_wR_factor_gt          0.2699
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.084
_refine_ls_shift/su_mean         0.003

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
Cl1 Cl -0.1053(4) -0.22974(16) 0.57745(15) 0.1652(17) Uani 1 1 d . . .
Cl2 Cl 0.5331(3) 0.17572(12) 0.54480(12) 0.1285(11) Uani 1 1 d . . .
O1 O -0.2514(8) -0.0205(3) 0.6710(3) 0.147(4) Uani 1 1 d . . .
O2 O 0.0962(7) -0.0356(3) 0.5675(2) 0.108(2) Uani 1 1 d . . .
O3 O -0.3760(14) -0.0058(7) 0.7821(3) 0.270(10) Uani 1 1 d . . .
H3O H -0.3486 0.0152 0.8024 0.405 Uiso 1 1 calc R . .
N1 N -0.0636(7) -0.0157(3) 0.6161(3) 0.093(2) Uani 1 1 d . . .
H1N H -0.0988 0.0121 0.6304 0.112 Uiso 1 1 calc R . .
N2 N 0.0780(7) 0.0520(3) 0.6002(3) 0.087(2) Uani 1 1 d . . .
N3 N -0.3380(7) 0.0932(3) 0.6948(3) 0.100(2) Uani 1 1 d . . .
H3N H -0.2556 0.0846 0.6946 0.120 Uiso 1 1 calc R . .
C1 C -0.0851(9) -0.1173(5) 0.5966(3) 0.099(3) Uani 1 1 d . . .
H1 H -0.0178 -0.1164 0.5764 0.119 Uiso 1 1 calc R . .
C2 C -0.1531(10) -0.1677(4) 0.6044(3) 0.097(3) Uani 1 1 d . . .
C3 C -0.2486(9) -0.1702(4) 0.6340(3) 0.095(3) Uani 1 1 d . . .
H3 H -0.2898 -0.2046 0.6382 0.114 Uiso 1 1 calc R . .
C4 C -0.2873(8) -0.1232(4) 0.6583(3) 0.081(2) Uani 1 1 d . . .
C5 C -0.3923(9) -0.1245(4) 0.6933(3) 0.091(3) Uani 1 1 d . . .
C6 C -0.4436(8) -0.0646(4) 0.6989(3) 0.086(2) Uani 1 1 d . . .
H6A H -0.4963 -0.0640 0.7260 0.103 Uiso 1 1 calc R . .
H6B H -0.4958 -0.0563 0.6724 0.103 Uiso 1 1 calc R . .
C7 C -0.3480(7) -0.0164(3) 0.7035(3) 0.0695(19) Uani 1 1 d . . .
C8 C -0.2244(8) -0.0726(4) 0.6511(2) 0.079(2) Uani 1 1 d . . .
C9 C -0.1226(8) -0.0700(4) 0.6199(2) 0.078(2) Uani 1 1 d . . .
C10 C 0.0415(9) -0.0027(4) 0.5925(3) 0.088(2) Uani 1 1 d . . .
C11 C 0.1868(9) 0.0802(4) 0.5852(3) 0.088(3) Uani 1 1 d . . .
C12 C 0.2859(11) 0.0512(5) 0.5644(5) 0.150(6) Uani 1 1 d . . .
H12 H 0.2802 0.0126 0.5573 0.180 Uiso 1 1 calc R . .
C13 C 0.3920(14) 0.0816(5) 0.5548(6) 0.164(7) Uani 1 1 d . . .
H13 H 0.4615 0.0623 0.5438 0.197 Uiso 1 1 calc R . .
C14 C 0.3984(10) 0.1400(4) 0.5611(4) 0.106(3) Uani 1 1 d . . .
C15 C 0.3048(10) 0.1670(4) 0.5812(3) 0.094(3) Uani 1 1 d . . .
H15 H 0.3098 0.2058 0.5872 0.112 Uiso 1 1 calc R . .
C16 C 0.1985(10) 0.1362(4) 0.5934(3) 0.094(3) Uani 1 1 d . . .
H16 H 0.1334 0.1553 0.6078 0.113 Uiso 1 1 calc R . .
C17 C -0.5032(12) -0.1620(6) 0.6740(5) 0.134(5) Uani 1 1 d . . .
H17A H -0.5430 -0.1423 0.6490 0.200 Uiso 1 1 calc R . .
H17B H -0.5622 -0.1687 0.6983 0.200 Uiso 1 1 calc R . .
H17C H -0.4714 -0.1978 0.6631 0.200 Uiso 1 1 calc R . .
C18 C -0.3483(14) -0.1508(5) 0.7384(3) 0.125(4) Uani 1 1 d . . .
H18A H -0.3244 -0.1896 0.7331 0.187 Uiso 1 1 calc R . .
H18B H -0.4142 -0.1495 0.7607 0.187 Uiso 1 1 calc R . .
H18C H -0.2783 -0.1298 0.7499 0.187 Uiso 1 1 calc R . .
C19 C -0.2868(10) -0.0135(5) 0.7484(3) 0.108(3) Uani 1 1 d . . .
H19A H -0.2415 -0.0485 0.7542 0.130 Uiso 1 1 calc R . .
H19B H -0.2284 0.0179 0.7489 0.130 Uiso 1 1 calc R . .
C20 C -0.4094(9) 0.0378(5) 0.6883(5) 0.118(4) Uani 1 1 d . . .
H20A H -0.4875 0.0412 0.7048 0.142 Uiso 1 1 calc R . .
H20B H -0.4291 0.0342 0.6557 0.142 Uiso 1 1 calc R . .
C21 C -0.3632(13) 0.1322(6) 0.6539(5) 0.139(5) Uani 1 1 d . . .
H21A H -0.3134 0.1215 0.6273 0.167 Uiso 1 1 calc R . .
H21B H -0.4503 0.1315 0.6453 0.167 Uiso 1 1 calc R . .
C22 C -0.3261(19) 0.1896(6) 0.6721(7) 0.174(7) Uani 1 1 d . . .
H22A H -0.3844 0.2183 0.6615 0.209 Uiso 1 1 calc R . .
H22B H -0.2442 0.1996 0.6607 0.209 Uiso 1 1 calc R . .
C23 C -0.3253(14) 0.1875(6) 0.7249(6) 0.141(5) Uani 1 1 d . . .
H23A H -0.2431 0.1960 0.7367 0.170 Uiso 1 1 calc R . .
H23B H -0.3835 0.2149 0.7375 0.170 Uiso 1 1 calc R . .
C24 C -0.3632(9) 0.1276(4) 0.7373(4) 0.096(3) Uani 1 1 d . . .
H24A H -0.3147 0.1136 0.7632 0.115 Uiso 1 1 calc R . .
H24B H -0.4505 0.1261 0.7454 0.115 Uiso 1 1 calc R . .
C25 C -0.3483(9) -0.1014(4) 1.0305(4) 0.093(3) Uani 1 1 d . . .
H25 H -0.2867 -0.0948 1.0524 0.112 Uiso 1 1 calc R . .
Cl3 Cl -0.3838(4) -0.20531(16) 1.06955(15) 0.1532(13) Uani 1 1 d . . .
Cl4 Cl 0.2476(4) 0.2008(2) 1.06361(17) 0.198(2) Uani 1 1 d . . .
N4 N -0.3206(7) -0.0072(3) 0.9965(3) 0.104(3) Uani 1 1 d . . .
H4N H -0.3481 0.0165 0.9763 0.125 Uiso 1 1 calc R . .
N5 N -0.1911(7) 0.0667(3) 1.0093(3) 0.096(2) Uani 1 1 d . . .
N6 N -0.5725(7) 0.0756(3) 0.9158(4) 0.112(3) Uani 1 1 d D . .
H6N H -0.4887 0.0708 0.9151 0.134 Uiso 1 1 calc R . .
O4 O -0.4956(9) -0.0271(3) 0.9366(5) 0.190(6) Uani 1 1 d . . .
O5 O -0.1741(6) -0.0155(3) 1.0525(3) 0.107(2) Uani 1 1 d . . .
O6 O -0.5293(12) -0.0713(5) 0.8283(3) 0.172(5) Uani 1 1 d D . .
H6O H -0.5088 -0.0483 0.8084 0.259 Uiso 1 1 calc R . .
C26 C -0.4153(10) -0.1533(4) 1.0290(4) 0.102(3) Uani 1 1 d . . .
C27 C -0.5041(9) -0.1643(4) 0.9958(4) 0.097(3) Uani 1 1 d . . .
H27 H -0.5424 -0.1998 0.9952 0.116 Uiso 1 1 calc R . .
C28 C -0.5371(9) -0.1245(4) 0.9640(4) 0.092(3) Uani 1 1 d . . .
C29 C -0.6392(13) -0.1327(4) 0.9290(5) 0.135(5) Uani 1 1 d . . .
C30 C -0.6803(8) -0.0745(4) 0.9089(3) 0.083(2) Uani 1 1 d . . .
H30A H -0.7186 -0.0812 0.8791 0.100 Uiso 1 1 calc R . .
H30B H -0.7434 -0.0586 0.9291 0.100 Uiso 1 1 calc R . .
C31 C -0.5778(9) -0.0301(4) 0.9028(3) 0.087(3) Uani 1 1 d . . .
C32 C -0.4740(10) -0.0712(4) 0.9663(5) 0.112(4) Uani 1 1 d . . .
C33 C -0.3791(8) -0.0614(4) 0.9980(4) 0.088(2) Uani 1 1 d . . .
C34 C -0.2271(8) 0.0111(4) 1.0232(4) 0.090(3) Uani 1 1 d . . .
C35 C -0.0879(9) 0.0954(4) 1.0252(3) 0.096(3) Uani 1 1 d . . .
C36 C 0.0140(11) 0.0718(5) 1.0471(5) 0.139(5) Uani 1 1 d . . .
H36 H 0.0139 0.0331 1.0541 0.167 Uiso 1 1 calc R . .
C37 C 0.1154(14) 0.1043(6) 1.0588(6) 0.163(7) Uani 1 1 d . . .
H37 H 0.1818 0.0876 1.0742 0.195 Uiso 1 1 calc R . .
C38 C 0.1195(12) 0.1609(6) 1.0479(5) 0.120(4) Uani 1 1 d . . .
C39 C 0.0231(16) 0.1846(6) 1.0264(4) 0.130(5) Uani 1 1 d . . .
H39 H 0.0268 0.2231 1.0189 0.156 Uiso 1 1 calc R . .
C40 C -0.0822(12) 0.1542(4) 1.0146(4) 0.109(3) Uani 1 1 d . . .
H40 H -0.1483 0.1721 0.9999 0.131 Uiso 1 1 calc R . .
C41 C -0.577(2) -0.1679(10) 0.8850(9) 0.33(2) Uani 1 1 d . . .
H41A H -0.4911 -0.1753 0.8912 0.499 Uiso 1 1 calc R . .
H41B H -0.5842 -0.1455 0.8574 0.499 Uiso 1 1 calc R . .
H41C H -0.6202 -0.2034 0.8808 0.499 Uiso 1 1 calc R . .
C42 C -0.7439(19) -0.1641(10) 0.9467(12) 0.31(2) Uani 1 1 d . . .
H42A H -0.7151 -0.1978 0.9621 0.470 Uiso 1 1 calc R . .
H42B H -0.7974 -0.1746 0.9216 0.470 Uiso 1 1 calc R . .
H42C H -0.7889 -0.1407 0.9682 0.470 Uiso 1 1 calc R . .
S1 S 0.2453(2) 0.17193(12) 0.74674(9) 0.0979(8) Uani 1 1 d . . .
O7 O 0.3095(7) 0.1838(4) 0.7880(3) 0.127(3) Uani 1 1 d . . .
O8 O 0.3077(7) 0.1746(4) 0.7034(3) 0.124(3) Uani 1 1 d . . .
O9 O -0.0782(5) 0.0857(2) 0.67933(18) 0.0751(14) Uani 1 1 d . . .
O10 O -0.0722(5) 0.0967(3) 0.75465(19) 0.0846(15) Uani 1 1 d . . .
N7 N 0.1853(6) 0.1087(3) 0.7521(3) 0.0850(19) Uani 1 1 d . . .
H7N H 0.1946 0.0912 0.7780 0.102 Uiso 1 1 calc R . .
C43 C -0.4717(14) -0.0563(7) 0.8719(4) 0.135(4) Uani 1 1 d D . .
H43A H -0.4060 -0.0287 0.8671 0.162 Uiso 1 1 calc R . .
H43B H -0.4366 -0.0897 0.8866 0.162 Uiso 1 1 calc R . .
C44 C -0.6233(14) 0.0208(5) 0.8980(13) 0.44(3) Uani 1 1 d D . .
H44A H -0.7071 0.0185 0.9101 0.529 Uiso 1 1 calc R . .
H44B H -0.6320 0.0262 0.8649 0.529 Uiso 1 1 calc R . .
C45 C -0.5981(18) 0.1016(9) 0.9627(7) 0.215(11) Uani 1 1 d . . .
H45A H -0.6821 0.0928 0.9724 0.259 Uiso 1 1 calc R . .
H45B H -0.5409 0.0863 0.9854 0.259 Uiso 1 1 calc R . .
C46 C -0.583(3) 0.1585(8) 0.9590(7) 0.245(14) Uani 1 1 d . . .
H46A H -0.5060 0.1696 0.9737 0.294 Uiso 1 1 calc R . .
H46B H -0.6506 0.1777 0.9750 0.294 Uiso 1 1 calc R . .
C47 C -0.5817(15) 0.1754(5) 0.9132(6) 0.147(5) Uani 1 1 d . . .
H47A H -0.5040 0.1944 0.9062 0.176 Uiso 1 1 calc R . .
H47B H -0.6490 0.2019 0.9074 0.176 Uiso 1 1 calc R . .
C48 C -0.5963(13) 0.1236(5) 0.8832(5) 0.132(5) Uani 1 1 d . . .
H48A H -0.6793 0.1215 0.8704 0.159 Uiso 1 1 calc R . .
H48B H -0.5364 0.1238 0.8582 0.159 Uiso 1 1 calc R . .
C49 C -0.0440(12) -0.0266(6) 0.9276(4) 0.114(3) Uani 1 1 d . . .
H49 H -0.0171 -0.0038 0.9519 0.136 Uiso 1 1 calc R . .
C50 C -0.0953(14) -0.0786(6) 0.9369(4) 0.125(4) Uani 1 1 d . . .
H50 H -0.1012 -0.0912 0.9673 0.150 Uiso 1 1 calc R . .
C51 C -0.1383(10) -0.1126(5) 0.9013(4) 0.111(3) Uani 1 1 d . . .
C52 C -0.1244(13) -0.0922(5) 0.8555(4) 0.114(3) Uani 1 1 d . . .
H52 H -0.1479 -0.1149 0.8307 0.137 Uiso 1 1 calc R . .
C53 C -0.0761(12) -0.0388(6) 0.8478(4) 0.116(4) Uani 1 1 d . . .
H53 H -0.0743 -0.0242 0.8180 0.139 Uiso 1 1 calc R . .
C54 C -0.0315(8) -0.0073(4) 0.8829(3) 0.077(2) Uani 1 1 d . . .
C55 C -0.1559(8) 0.1275(4) 0.8805(3) 0.092(3) Uani 1 1 d . . .
H55 H -0.1230 0.1349 0.9115 0.110 Uiso 1 1 calc R . .
C56 C -0.2682(7) 0.0880(3) 0.8848(3) 0.076(2) Uani 1 1 d . . .
C57 C -0.1971(13) 0.1844(4) 0.8592(5) 0.134(5) Uani 1 1 d . . .
H57A H -0.1262 0.2088 0.8555 0.201 Uiso 1 1 calc R . .
H57B H -0.2563 0.2024 0.8792 0.201 Uiso 1 1 calc R . .
H57C H -0.2344 0.1776 0.8296 0.201 Uiso 1 1 calc R . .
S2 S 0.0387(2) 0.05800(14) 0.87304(8) 0.0992(8) Uani 1 1 d . . .
O11 O 0.0818(7) 0.0788(4) 0.9165(2) 0.133(3) Uani 1 1 d . . .
O12 O 0.1276(6) 0.0486(4) 0.8368(2) 0.114(2) Uani 1 1 d . . .
O13 O -0.3066(6) 0.0648(3) 0.8484(2) 0.1013(19) Uani 1 1 d . . .
O14 O -0.3226(5) 0.0856(3) 0.92235(19) 0.0802(14) Uani 1 1 d . . .
N8 N -0.0560(6) 0.1021(3) 0.8520(2) 0.0853(19) Uani 1 1 d . . .
H8N H -0.0495 0.1116 0.8234 0.102 Uiso 1 1 calc R . .
C58 C -0.1956(16) -0.1717(5) 0.9100(6) 0.147(5) Uani 1 1 d . . .
H58A H -0.1710 -0.1852 0.9399 0.221 Uiso 1 1 calc R . .
H58B H -0.1673 -0.1978 0.8867 0.221 Uiso 1 1 calc R . .
H58C H -0.2845 -0.1689 0.9087 0.221 Uiso 1 1 calc R . .
C59 C 0.0709(12) 0.2441(6) 0.7825(5) 0.125(4) Uani 1 1 d . . .
H59 H 0.0952 0.2314 0.8116 0.150 Uiso 1 1 calc R . .
C60 C -0.0211(16) 0.2862(6) 0.7780(5) 0.140(5) Uani 1 1 d . . .
H60 H -0.0513 0.3033 0.8047 0.167 Uiso 1 1 calc R . .
C61 C -0.0681(13) 0.3032(6) 0.7368(7) 0.136(5) Uani 1 1 d . . .
C62 C -0.0177(15) 0.2769(7) 0.6973(6) 0.143(5) Uani 1 1 d . . .
H62 H -0.0474 0.2866 0.6682 0.171 Uiso 1 1 calc R . .
C63 C 0.0776(13) 0.2358(5) 0.7015(4) 0.119(4) Uani 1 1 d . . .
H63 H 0.1082 0.2182 0.6750 0.143 Uiso 1 1 calc R . .
C64 C 0.1249(10) 0.2217(4) 0.7431(3) 0.093(3) Uani 1 1 d . . .
C65 C 0.1168(8) 0.0803(4) 0.7157(3) 0.080(2) Uani 1 1 d . . .
H65 H 0.1477 0.0947 0.6861 0.096 Uiso 1 1 calc R . .
C66 C 0.1474(10) 0.0150(5) 0.7181(4) 0.110(3) Uani 1 1 d . . .
H66A H 0.2350 0.0095 0.7143 0.165 Uiso 1 1 calc R . .
H66B H 0.1036 -0.0046 0.6940 0.165 Uiso 1 1 calc R . .
H66C H 0.1221 0.0002 0.7476 0.165 Uiso 1 1 calc R . .
C67 C -0.0209(7) 0.0892(3) 0.7167(3) 0.0688(19) Uani 1 1 d . . .
C68 C -0.168(2) 0.3481(7) 0.7327(8) 0.210(9) Uani 1 1 d . . .
H68A H -0.2464 0.3320 0.7411 0.315 Uiso 1 1 calc R . .
H68B H -0.1714 0.3614 0.7013 0.315 Uiso 1 1 calc R . .
H68C H -0.1487 0.3793 0.7529 0.315 Uiso 1 1 calc R . .
H2N H 0.026(7) 0.069(3) 0.621(2) 0.054(17) Uiso 1 1 d . . .
H5N H -0.242(16) 0.079(7) 0.976(5) 0.20(6) 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
Cl1 C2 1.731(9) . ?
Cl2 C14 1.741(10) . ?
O1 C8 1.382(11) . ?
O1 C7 1.406(9) . ?
O2 C10 1.210(10) . ?
O3 C19 1.381(15) . ?
O3 H3O 0.8200 . ?
N1 C10 1.357(11) . ?
N1 C9 1.430(11) . ?
N1 H1N 0.8600 . ?
N2 C10 1.363(12) . ?
N2 C11 1.415(11) . ?
N2 H2N 0.91(7) . ?
N3 C24 1.496(13) . ?
N3 C21 1.522(13) . ?
N3 C20 1.522(13) . ?
N3 H3N 0.9100 . ?
C1 C9 1.361(13) . ?
C1 C2 1.410(14) . ?
C1 H1 0.9300 . ?
C2 C3 1.339(13) . ?
C3 C4 1.374(12) . ?
C3 H3 0.9300 . ?
C4 C8 1.383(12) . ?
C4 C5 1.519(12) . ?
C5 C6 1.519(14) . ?
C5 C18 1.520(15) . ?
C5 C17 1.586(14) . ?
C6 C7 1.536(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C19 1.458(11) . ?
C7 C20 1.502(14) . ?
C8 C9 1.421(11) . ?
C11 C16 1.342(13) . ?
C11 C12 1.403(13) . ?
C12 C13 1.375(16) . ?
C12 H12 0.9300 . ?
C13 C14 1.385(15) . ?
C13 H13 0.9300 . ?
C14 C15 1.325(13) . ?
C15 C16 1.399(14) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.50(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.53(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.509(15) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C33 1.371(13) . ?
C25 C26 1.418(14) . ?
C25 H25 0.9300 . ?
Cl3 C26 1.726(12) . ?
Cl4 C38 1.729(12) . ?
N4 C34 1.339(11) . ?
N4 C33 1.420(12) . ?
N4 H4N 0.8600 . ?
N5 C35 1.378(12) . ?
N5 C34 1.421(13) . ?
N5 H5N 1.13(16) . ?
N6 C48 1.491(13) . ?
N6 C44 1.490(15) . ?
N6 C45 1.51(2) . ?
N6 H6N 0.9100 . ?
O4 C31 1.322(12) . ?
O4 C32 1.364(13) . ?
O5 C34 1.197(11) . ?
O6 C43 1.450(13) . ?
O6 H6O 0.8200 . ?
C26 C27 1.380(14) . ?
C27 C28 1.359(13) . ?
C27 H27 0.9300 . ?
C28 C32 1.424(13) . ?
C28 C29 1.508(15) . ?
C29 C42 1.44(2) . ?
C29 C30 1.550(14) . ?
C29 C41 1.66(3) . ?
C30 C31 1.530(12) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C44 1.298(16) . ?
C31 C43 1.576(16) . ?
C32 C33 1.393(13) . ?
C35 C36 1.383(15) . ?
C35 C40 1.416(14) . ?
C36 C37 1.375(17) . ?
C36 H36 0.9300 . ?
C37 C38 1.37(2) . ?
C37 H37 0.9300 . ?
C38 C39 1.331(19) . ?
C39 C40 1.383(17) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
S1 O7 1.408(7) . ?
S1 O8 1.425(8) . ?
S1 N7 1.626(7) . ?
S1 C64 1.749(11) . ?
O9 C67 1.247(9) . ?
O10 C67 1.242(9) . ?
N7 C65 1.449(11) . ?
N7 H7N 0.8600 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.35(3) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 C47 1.38(2) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 C48 1.500(18) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C54 1.376(13) . ?
C49 C50 1.368(18) . ?
C49 H49 0.9300 . ?
C50 C51 1.382(17) . ?
C50 H50 0.9300 . ?
C51 C52 1.417(16) . ?
C51 C58 1.538(18) . ?
C52 C53 1.376(16) . ?
C52 H52 0.9300 . ?
C53 C54 1.344(14) . ?
C53 H53 0.9300 . ?
C54 S2 1.733(10) . ?
C55 N8 1.481(11) . ?
C55 C56 1.530(12) . ?
C55 C57 1.537(16) . ?
C55 H55 0.9800 . ?
C56 O14 1.235(10) . ?
C56 O13 1.257(10) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
S2 O11 1.426(7) . ?
S2 O12 1.437(7) . ?
S2 N8 1.575(8) . ?
N8 H8N 0.8600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 C64 1.385(17) . ?
C59 C60 1.41(2) . ?
C59 H59 0.9300 . ?
C60 C61 1.36(2) . ?
C60 H60 0.9300 . ?
C61 C62 1.41(2) . ?
C61 C68 1.51(2) . ?
C62 C63 1.413(19) . ?
C62 H62 0.9300 . ?
C63 C64 1.348(14) . ?
C63 H63 0.9300 . ?
C65 C67 1.498(11) . ?
C65 C66 1.570(13) . ?
C65 H65 0.9800 . ?
C66 H66A 0.9600 . ?
C66 H66B 0.9600 . ?
C66 H66C 0.9600 . ?
C68 H68A 0.9600 . ?
C68 H68B 0.9600 . ?
C68 H68C 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
C8 O1 C7 119.7(7) . . ?
C19 O3 H3O 109.5 . . ?
C10 N1 C9 127.6(8) . . ?
C10 N1 H1N 116.2 . . ?
C9 N1 H1N 116.2 . . ?
C10 N2 C11 129.1(7) . . ?
C10 N2 H2N 110(4) . . ?
C11 N2 H2N 121(4) . . ?
C24 N3 C21 106.4(9) . . ?
C24 N3 C20 118.1(8) . . ?
C21 N3 C20 109.0(9) . . ?
C24 N3 H3N 107.6 . . ?
C21 N3 H3N 107.6 . . ?
C20 N3 H3N 107.6 . . ?
C9 C1 C2 116.7(7) . . ?
C9 C1 H1 121.6 . . ?
C2 C1 H1 121.6 . . ?
C3 C2 C1 122.7(8) . . ?
C3 C2 Cl1 118.6(8) . . ?
C1 C2 Cl1 118.6(7) . . ?
C2 C3 C4 121.6(9) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C8 117.7(8) . . ?
C3 C4 C5 123.5(8) . . ?
C8 C4 C5 118.8(7) . . ?
C6 C5 C18 113.5(7) . . ?
C6 C5 C4 108.9(8) . . ?
C18 C5 C4 110.4(9) . . ?
C6 C5 C17 106.1(9) . . ?
C18 C5 C17 108.1(9) . . ?
C4 C5 C17 109.7(7) . . ?
C5 C6 C7 116.5(7) . . ?
C5 C6 H6A 108.2 . . ?
C7 C6 H6A 108.2 . . ?
C5 C6 H6B 108.2 . . ?
C7 C6 H6B 108.2 . . ?
H6A C6 H6B 107.3 . . ?
O1 C7 C19 105.4(8) . . ?
O1 C7 C20 100.8(8) . . ?
C19 C7 C20 114.9(9) . . ?
O1 C7 C6 112.8(7) . . ?
C19 C7 C6 114.5(7) . . ?
C20 C7 C6 107.7(7) . . ?
O1 C8 C4 126.4(7) . . ?
O1 C8 C9 112.9(7) . . ?
C4 C8 C9 120.7(8) . . ?
C1 C9 C8 120.6(8) . . ?
C1 C9 N1 123.9(7) . . ?
C8 C9 N1 115.5(8) . . ?
O2 C10 N1 124.3(9) . . ?
O2 C10 N2 124.0(8) . . ?
N1 C10 N2 111.7(8) . . ?
C16 C11 C12 118.7(9) . . ?
C16 C11 N2 118.8(8) . . ?
C12 C11 N2 122.4(8) . . ?
C13 C12 C11 117.9(9) . . ?
C13 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
C12 C13 C14 121.9(10) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C15 C14 C13 119.6(9) . . ?
C15 C14 Cl2 121.5(7) . . ?
C13 C14 Cl2 118.9(8) . . ?
C14 C15 C16 119.1(9) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C11 C16 C15 122.5(9) . . ?
C11 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
C5 C17 H17A 109.5 . . ?
C5 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C5 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 C7 108.7(10) . . ?
O3 C19 H19A 109.9 . . ?
C7 C19 H19A 109.9 . . ?
O3 C19 H19B 109.9 . . ?
C7 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
C7 C20 N3 117.7(7) . . ?
C7 C20 H20A 107.9 . . ?
N3 C20 H20A 107.9 . . ?
C7 C20 H20B 107.9 . . ?
N3 C20 H20B 107.9 . . ?
H20A C20 H20B 107.2 . . ?
C22 C21 N3 102.7(12) . . ?
C22 C21 H21A 111.2 . . ?
N3 C21 H21A 111.2 . . ?
C22 C21 H21B 111.2 . . ?
N3 C21 H21B 111.2 . . ?
H21A C21 H21B 109.1 . . ?
C21 C22 C23 108.8(13) . . ?
C21 C22 H22A 109.9 . . ?
C23 C22 H22A 109.9 . . ?
C21 C22 H22B 109.9 . . ?
C23 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
C24 C23 C22 105.5(13) . . ?
C24 C23 H23A 110.6 . . ?
C22 C23 H23A 110.6 . . ?
C24 C23 H23B 110.6 . . ?
C22 C23 H23B 110.6 . . ?
H23A C23 H23B 108.8 . . ?
N3 C24 C23 104.9(9) . . ?
N3 C24 H24A 110.8 . . ?
C23 C24 H24A 110.8 . . ?
N3 C24 H24B 110.8 . . ?
C23 C24 H24B 110.8 . . ?
H24A C24 H24B 108.8 . . ?
C33 C25 C26 116.4(9) . . ?
C33 C25 H25 121.8 . . ?
C26 C25 H25 121.8 . . ?
C34 N4 C33 127.1(8) . . ?
C34 N4 H4N 116.5 . . ?
C33 N4 H4N 116.5 . . ?
C35 N5 C34 125.1(9) . . ?
C35 N5 H5N 123(9) . . ?
C34 N5 H5N 110(8) . . ?
C48 N6 C44 111.9(13) . . ?
C48 N6 C45 103.3(10) . . ?
C44 N6 C45 126.2(18) . . ?
C48 N6 H6N 104.5 . . ?
C44 N6 H6N 104.5 . . ?
C45 N6 H6N 104.5 . . ?
C31 O4 C32 122.6(8) . . ?
C43 O6 H6O 109.5 . . ?
C27 C26 C25 122.4(10) . . ?
C27 C26 Cl3 118.5(8) . . ?
C25 C26 Cl3 119.2(8) . . ?
C28 C27 C26 121.6(9) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C32 116.7(9) . . ?
C27 C28 C29 123.8(9) . . ?
C32 C28 C29 119.4(9) . . ?
C42 C29 C28 113.5(15) . . ?
C42 C29 C30 111.1(12) . . ?
C28 C29 C30 110.3(8) . . ?
C42 C29 C41 109.5(18) . . ?
C28 C29 C41 106.6(11) . . ?
C30 C29 C41 105.4(14) . . ?
C31 C30 C29 116.0(8) . . ?
C31 C30 H30A 108.3 . . ?
C29 C30 H30A 108.3 . . ?
C31 C30 H30B 108.3 . . ?
C29 C30 H30B 108.3 . . ?
H30A C30 H30B 107.4 . . ?
C44 C31 O4 106.5(13) . . ?
C44 C31 C30 111.5(10) . . ?
O4 C31 C30 115.7(8) . . ?
C44 C31 C43 124.9(18) . . ?
O4 C31 C43 87.4(10) . . ?
C30 C31 C43 108.9(9) . . ?
O4 C32 C33 114.4(8) . . ?
O4 C32 C28 123.8(9) . . ?
C33 C32 C28 121.7(9) . . ?
C25 C33 C32 121.1(9) . . ?
C25 C33 N4 121.8(8) . . ?
C32 C33 N4 117.0(8) . . ?
O5 C34 N4 126.8(10) . . ?
O5 C34 N5 123.3(8) . . ?
N4 C34 N5 109.6(9) . . ?
C36 C35 N5 126.7(10) . . ?
C36 C35 C40 117.1(10) . . ?
N5 C35 C40 116.0(10) . . ?
C37 C36 C35 121.4(13) . . ?
C37 C36 H36 119.3 . . ?
C35 C36 H36 119.3 . . ?
C38 C37 C36 120.6(14) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C39 C38 C37 119.2(12) . . ?
C39 C38 Cl4 121.3(12) . . ?
C37 C38 Cl4 119.4(13) . . ?
C38 C39 C40 122.7(13) . . ?
C38 C39 H39 118.7 . . ?
C40 C39 H39 118.7 . . ?
C39 C40 C35 119.0(13) . . ?
C39 C40 H40 120.5 . . ?
C35 C40 H40 120.5 . . ?
C29 C41 H41A 109.5 . . ?
C29 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C29 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C29 C42 H42A 109.5 . . ?
C29 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C29 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O7 S1 O8 120.4(5) . . ?
O7 S1 N7 107.2(4) . . ?
O8 S1 N7 108.2(5) . . ?
O7 S1 C64 106.4(5) . . ?
O8 S1 C64 105.5(5) . . ?
N7 S1 C64 108.7(4) . . ?
C65 N7 S1 123.5(6) . . ?
C65 N7 H7N 118.2 . . ?
S1 N7 H7N 118.2 . . ?
O6 C43 C31 106.2(11) . . ?
O6 C43 H43A 110.5 . . ?
C31 C43 H43A 110.5 . . ?
O6 C43 H43B 110.5 . . ?
C31 C43 H43B 110.5 . . ?
H43A C43 H43B 108.7 . . ?
C31 C44 N6 128.2(13) . . ?
C31 C44 H44A 105.2 . . ?
N6 C44 H44A 105.2 . . ?
C31 C44 H44B 105.3 . . ?
N6 C44 H44B 105.3 . . ?
H44A C44 H44B 106.0 . . ?
C46 C45 N6 107.9(12) . . ?
C46 C45 H45A 110.1 . . ?
N6 C45 H45A 110.1 . . ?
C46 C45 H45B 110.1 . . ?
N6 C45 H45B 110.1 . . ?
H45A C45 H45B 108.4 . . ?
C45 C46 C47 111.1(19) . . ?
C45 C46 H46A 109.4 . . ?
C47 C46 H46A 109.4 . . ?
C45 C46 H46B 109.4 . . ?
C47 C46 H46B 109.4 . . ?
H46A C46 H46B 108.0 . . ?
C46 C47 C48 108.7(14) . . ?
C46 C47 H47A 110.0 . . ?
C48 C47 H47A 110.0 . . ?
C46 C47 H47B 109.9 . . ?
C48 C47 H47B 110.0 . . ?
H47A C47 H47B 108.3 . . ?
N6 C48 C47 103.3(10) . . ?
N6 C48 H48A 111.1 . . ?
C47 C48 H48A 111.1 . . ?
N6 C48 H48B 111.1 . . ?
C47 C48 H48B 111.1 . . ?
H48A C48 H48B 109.1 . . ?
C54 C49 C50 121.2(12) . . ?
C54 C49 H49 119.4 . . ?
C50 C49 H49 119.4 . . ?
C49 C50 C51 120.3(11) . . ?
C49 C50 H50 119.8 . . ?
C51 C50 H50 119.8 . . ?
C50 C51 C52 117.7(12) . . ?
C50 C51 C58 122.3(12) . . ?
C52 C51 C58 119.9(12) . . ?
C53 C52 C51 120.0(12) . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C54 C53 C52 120.9(10) . . ?
C54 C53 H53 119.5 . . ?
C52 C53 H53 119.5 . . ?
C53 C54 C49 119.6(11) . . ?
C53 C54 S2 121.2(7) . . ?
C49 C54 S2 119.2(9) . . ?
N8 C55 C56 112.1(7) . . ?
N8 C55 C57 109.8(8) . . ?
C56 C55 C57 109.3(8) . . ?
N8 C55 H55 108.5 . . ?
C56 C55 H55 108.5 . . ?
C57 C55 H55 108.5 . . ?
O14 C56 O13 124.2(7) . . ?
O14 C56 C55 118.3(8) . . ?
O13 C56 C55 117.0(8) . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
O11 S2 O12 118.5(5) . . ?
O11 S2 N8 109.1(5) . . ?
O12 S2 N8 104.5(4) . . ?
O11 S2 C54 107.4(5) . . ?
O12 S2 C54 106.0(5) . . ?
N8 S2 C54 111.3(4) . . ?
C55 N8 S2 121.4(6) . . ?
C55 N8 H8N 119.3 . . ?
S2 N8 H8N 119.3 . . ?
C51 C58 H58A 109.5 . . ?
C51 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C51 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C64 C59 C60 119.1(12) . . ?
C64 C59 H59 120.5 . . ?
C60 C59 H59 120.5 . . ?
C61 C60 C59 123.6(14) . . ?
C61 C60 H60 118.2 . . ?
C59 C60 H60 118.2 . . ?
C60 C61 C62 116.1(14) . . ?
C60 C61 C68 122.8(19) . . ?
C62 C61 C68 121.1(17) . . ?
C61 C62 C63 120.7(13) . . ?
C61 C62 H62 119.6 . . ?
C63 C62 H62 119.6 . . ?
C64 C63 C62 121.2(13) . . ?
C64 C63 H63 119.4 . . ?
C62 C63 H63 119.4 . . ?
C63 C64 C59 118.9(11) . . ?
C63 C64 S1 119.9(9) . . ?
C59 C64 S1 121.0(8) . . ?
N7 C65 C67 115.2(7) . . ?
N7 C65 C66 108.1(8) . . ?
C67 C65 C66 110.0(8) . . ?
N7 C65 H65 107.8 . . ?
C67 C65 H65 107.8 . . ?
C66 C65 H65 107.8 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
O10 C67 O9 123.7(7) . . ?
O10 C67 C65 118.5(8) . . ?
O9 C67 C65 117.6(7) . . ?
C61 C68 H68A 109.5 . . ?
C61 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C61 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.947
_diffrn_reflns_theta_full        67.35
_diffrn_measured_fraction_theta_full 0.947
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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_5fin
_database_code_depnum_ccdc_archive 'CCDC 1533705'
_audit_update_record             
;
2017-02-19 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C24 H30 Cl2 N3 O3), C4 H4 O6, O'
_chemical_formula_sum            'C52 H64 Cl4 N6 O13'
_chemical_formula_weight         1122.89

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2
_symmetry_space_group_name_Hall  ?

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

_cell_length_a                   17.4116(8)
_cell_length_b                   19.0364(9)
_cell_length_c                   17.3720(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.836(3)
_cell_angle_gamma                90.00
_cell_volume                     5704.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2465
_cell_measurement_theta_min      4.09
_cell_measurement_theta_max      54.63

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2360
_exptl_absorpt_coefficient_mu    2.431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.747
_exptl_absorpt_correction_T_max  0.784
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15518
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_sigmaI/netI    0.0707
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.57
_diffrn_reflns_theta_max         67.12
_reflns_number_total             8225
_reflns_number_gt                5320
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2 (Bruker 2006)'
_computing_cell_refinement       'SAINT (Bruker 2006)'
_computing_data_reduction        'SAINT (Bruker 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 2.3 (Macrae et al, 2008)'
_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)+(0.0978P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(3)
_refine_ls_number_reflns         8225
_refine_ls_number_parameters     698
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1078
_refine_ls_R_factor_gt           0.0724
_refine_ls_wR_factor_ref         0.2145
_refine_ls_wR_factor_gt          0.1928
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_restrained_S_all      1.167
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_chemical_absolute_configuration rm

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
Cl1 Cl 0.02765(13) 0.47685(15) 0.11668(12) 0.0859(8) Uani 1 1 d . . .
Cl2 Cl -0.1656(2) 0.5456(2) 0.73543(12) 0.1470(15) Uani 1 1 d . . .
O1 O -0.7185(3) 0.2797(3) 0.3640(3) 0.0547(13) Uani 1 1 d . . .
O2 O -0.8953(3) 0.3134(3) 0.1526(3) 0.0552(13) Uani 1 1 d . . .
O3 O -0.5796(5) 0.3361(4) 0.5277(4) 0.104(2) Uani 1 1 d . . .
H3O H -0.5604 0.3747 0.5388 0.156 Uiso 1 1 calc R . .
N1 N -0.7916(3) 0.3441(4) 0.2419(3) 0.0545(16) Uani 1 1 d . . .
N2 N -0.7831(4) 0.3560(4) 0.1128(3) 0.0608(18) Uani 1 1 d . . .
N3 N -0.5788(3) 0.2401(4) 0.3305(3) 0.0568(16) Uani 1 1 d . . .
C1 C -0.8285(4) 0.3382(4) 0.3090(3) 0.0484(17) Uani 1 1 d . . .
C2 C -0.9029(4) 0.3640(4) 0.3116(4) 0.0525(19) Uani 1 1 d . . .
H2 H -0.9313 0.3834 0.2675 0.063 Uiso 1 1 calc R . .
C3 C -0.9340(4) 0.3605(5) 0.3799(4) 0.063(2) Uani 1 1 d . . .
C4 C -0.8931(5) 0.3289(5) 0.4445(4) 0.063(2) Uani 1 1 d . . .
H4 H -0.9156 0.3260 0.4900 0.075 Uiso 1 1 calc R . .
C5 C -0.8191(4) 0.3012(4) 0.4435(4) 0.053(2) Uani 1 1 d . . .
C6 C -0.7749(5) 0.2678(5) 0.5160(4) 0.069(2) Uani 1 1 d . . .
C7 C -0.7008(5) 0.2321(5) 0.4932(4) 0.067(2) Uani 1 1 d . . .
H7A H -0.6634 0.2275 0.5397 0.081 Uiso 1 1 calc R . .
H7B H -0.7144 0.1851 0.4746 0.081 Uiso 1 1 calc R . .
C8 C -0.6629(4) 0.2688(5) 0.4334(4) 0.056(2) Uani 1 1 d . . .
C9 C -0.7904(4) 0.3079(4) 0.3751(4) 0.0464(17) Uani 1 1 d . . .
C10 C -0.8306(4) 0.3373(4) 0.1685(4) 0.0495(18) Uani 1 1 d . . .
C11 C -0.8032(4) 0.3484(4) 0.0324(4) 0.0518(19) Uani 1 1 d . . .
C12 C -0.8776(4) 0.3396(5) -0.0072(4) 0.062(2) Uani 1 1 d . . .
H12 H -0.9196 0.3393 0.0206 0.074 Uiso 1 1 calc R . .
C13 C -0.8901(5) 0.3313(5) -0.0857(4) 0.073(2) Uani 1 1 d . . .
H13 H -0.9403 0.3250 -0.1108 0.088 Uiso 1 1 calc R . .
C14 C -0.8300(6) 0.3323(6) -0.1276(4) 0.087(3) Uani 1 1 d . . .
C15 C -0.7537(6) 0.3457(7) -0.0914(5) 0.093(3) Uani 1 1 d . . .
H15 H -0.7128 0.3503 -0.1203 0.112 Uiso 1 1 calc R . .
C16 C -0.7424(5) 0.3516(5) -0.0125(4) 0.072(3) Uani 1 1 d . . .
H16 H -0.6922 0.3580 0.0126 0.087 Uiso 1 1 calc R . .
C17 C -0.6297(5) 0.3406(5) 0.4569(4) 0.067(2) Uani 1 1 d . . .
H17A H -0.6014 0.3586 0.4167 0.080 Uiso 1 1 calc R . .
H17B H -0.6716 0.3730 0.4625 0.080 Uiso 1 1 calc R . .
C18 C -0.6008(5) 0.2228(5) 0.4081(4) 0.064(2) Uani 1 1 d . . .
H18A H -0.5550 0.2262 0.4465 0.077 Uiso 1 1 calc R . .
H18B H -0.6185 0.1745 0.4073 0.077 Uiso 1 1 calc R . .
C19 C -0.6256(5) 0.2041(5) 0.2613(4) 0.069(2) Uani 1 1 d . . .
H19A H -0.6359 0.1554 0.2731 0.083 Uiso 1 1 calc R . .
H19B H -0.6745 0.2280 0.2462 0.083 Uiso 1 1 calc R . .
C20 C -0.5744(6) 0.2090(6) 0.1980(5) 0.087(3) Uani 1 1 d . . .
H20A H -0.5805 0.2540 0.1718 0.104 Uiso 1 1 calc R . .
H20B H -0.5862 0.1718 0.1601 0.104 Uiso 1 1 calc R . .
C21 C -0.4927(6) 0.2008(7) 0.2414(6) 0.108(4) Uani 1 1 d . . .
H21A H -0.4744 0.1532 0.2354 0.129 Uiso 1 1 calc R . .
H21B H -0.4577 0.2328 0.2202 0.129 Uiso 1 1 calc R . .
C22 C -0.4939(5) 0.2160(6) 0.3232(6) 0.083(3) Uani 1 1 d . . .
H22A H -0.4573 0.2530 0.3405 0.099 Uiso 1 1 calc R . .
H22B H -0.4806 0.1745 0.3545 0.099 Uiso 1 1 calc R . .
C23 C -0.7585(6) 0.3217(6) 0.5815(4) 0.091(3) Uani 1 1 d . . .
H23A H -0.7265 0.3585 0.5655 0.137 Uiso 1 1 calc R . .
H23B H -0.7321 0.2991 0.6270 0.137 Uiso 1 1 calc R . .
H23C H -0.8065 0.3411 0.5930 0.137 Uiso 1 1 calc R . .
C24 C -0.8246(6) 0.2086(6) 0.5457(6) 0.095(3) Uani 1 1 d . . .
H24A H -0.8701 0.2286 0.5625 0.142 Uiso 1 1 calc R . .
H24B H -0.7948 0.1848 0.5884 0.142 Uiso 1 1 calc R . .
H24C H -0.8397 0.1757 0.5044 0.142 Uiso 1 1 calc R . .
Cl3 Cl -1.02505(13) 0.39505(15) 0.38479(12) 0.0887(9) Uani 1 1 d . . .
Cl4 Cl -0.8453(2) 0.3256(2) -0.22820(12) 0.1382(14) Uani 1 1 d . . .
N4 N -0.2015(3) 0.5236(4) 0.2666(3) 0.0529(16) Uani 1 1 d . . .
N5 N -0.2129(4) 0.5160(4) 0.3937(3) 0.0581(18) Uani 1 1 d . . .
N6 N -0.4293(4) 0.6301(4) 0.1775(4) 0.0611(17) Uani 1 1 d . . .
H6N H -0.4407 0.5834 0.1776 0.073 Uiso 1 1 calc R . .
O4 O -0.2799(3) 0.5892(3) 0.1467(2) 0.0472(11) Uani 1 1 d . . .
O5 O -0.0989(3) 0.5533(3) 0.3576(3) 0.0612(14) Uani 1 1 d . . .
O6 O -0.4252(4) 0.5324(5) -0.0110(4) 0.113(3) Uani 1 1 d . . .
H6O H -0.4405 0.4934 -0.0264 0.169 Uiso 1 1 calc R . .
C25 C -0.1649(4) 0.5313(4) 0.1991(3) 0.0470(17) Uani 1 1 d . . .
C26 C -0.0914(4) 0.5054(5) 0.1949(4) 0.055(2) Uani 1 1 d . . .
H26 H -0.0618 0.4851 0.2378 0.066 Uiso 1 1 calc R . .
C27 C -0.0635(4) 0.5111(5) 0.1240(4) 0.0523(18) Uani 1 1 d . . .
C28 C -0.1049(4) 0.5405(4) 0.0596(4) 0.054(2) Uani 1 1 d . . .
H28 H -0.0840 0.5426 0.0132 0.065 Uiso 1 1 calc R . .
C29 C -0.1791(4) 0.5676(4) 0.0637(3) 0.0496(18) Uani 1 1 d . . .
C30 C -0.2235(4) 0.6034(5) -0.0071(4) 0.055(2) Uani 1 1 d . . .
C31 C -0.2991(5) 0.6368(5) 0.0164(4) 0.066(2) Uani 1 1 d . . .
H31A H -0.2871 0.6842 0.0345 0.079 Uiso 1 1 calc R . .
H31B H -0.3370 0.6402 -0.0299 0.079 Uiso 1 1 calc R . .
C32 C -0.3369(4) 0.5982(4) 0.0788(4) 0.0506(18) Uani 1 1 d . . .
C33 C -0.2095(4) 0.5631(4) 0.1346(3) 0.0439(17) Uani 1 1 d . . .
C34 C -0.1672(4) 0.5313(4) 0.3407(3) 0.0485(18) Uani 1 1 d . . .
C35 C -0.1972(4) 0.5224(4) 0.4757(3) 0.0508(19) Uani 1 1 d . . .
C36 C -0.1237(5) 0.5325(5) 0.5160(4) 0.066(2) Uani 1 1 d . . .
H36 H -0.0807 0.5345 0.4897 0.079 Uiso 1 1 calc R . .
C37 C -0.1151(6) 0.5395(5) 0.5965(4) 0.081(3) Uani 1 1 d . . .
H37 H -0.0664 0.5483 0.6238 0.097 Uiso 1 1 calc R . .
C38 C -0.1776(6) 0.5336(6) 0.6357(4) 0.083(3) Uani 1 1 d . . .
C39 C -0.2484(6) 0.5242(5) 0.5963(4) 0.078(3) Uani 1 1 d . . .
H39 H -0.2907 0.5225 0.6237 0.094 Uiso 1 1 calc R . .
C40 C -0.2613(5) 0.5169(5) 0.5155(4) 0.069(2) Uani 1 1 d . . .
H40 H -0.3107 0.5087 0.4893 0.082 Uiso 1 1 calc R . .
C41 C -0.3689(5) 0.5249(5) 0.0571(4) 0.074(3) Uani 1 1 d . . .
H41A H -0.3274 0.4938 0.0465 0.089 Uiso 1 1 calc R . .
H41B H -0.3929 0.5052 0.0994 0.089 Uiso 1 1 calc R . .
C42 C -0.3992(5) 0.6470(5) 0.1050(4) 0.065(2) Uani 1 1 d . . .
H42A H -0.3778 0.6941 0.1100 0.078 Uiso 1 1 calc R . .
H42B H -0.4427 0.6482 0.0637 0.078 Uiso 1 1 calc R . .
C43 C -0.3791(5) 0.6477(5) 0.2516(4) 0.075(2) Uani 1 1 d . . .
H43A H -0.3495 0.6901 0.2459 0.090 Uiso 1 1 calc R . .
H43B H -0.3434 0.6096 0.2675 0.090 Uiso 1 1 calc R . .
C44 C -0.4342(7) 0.6582(7) 0.3094(7) 0.105(4) Uani 1 1 d . . .
H44A H -0.4313 0.6186 0.3447 0.126 Uiso 1 1 calc R . .
H44B H -0.4202 0.7003 0.3396 0.126 Uiso 1 1 calc R . .
C45 C -0.5119(7) 0.6649(8) 0.2698(7) 0.118(4) Uani 1 1 d . . .
H45A H -0.5368 0.7064 0.2874 0.141 Uiso 1 1 calc R . .
H45B H -0.5425 0.6240 0.2788 0.141 Uiso 1 1 calc R . .
C46 C -0.5030(6) 0.6714(6) 0.1824(7) 0.099(3) Uani 1 1 d . . .
H46A H -0.5469 0.6508 0.1497 0.118 Uiso 1 1 calc R . .
H46B H -0.4974 0.7200 0.1675 0.118 Uiso 1 1 calc R . .
C47 C -0.1766(6) 0.6597(5) -0.0378(6) 0.086(3) Uani 1 1 d . . .
H47A H -0.2093 0.6873 -0.0752 0.128 Uiso 1 1 calc R . .
H47B H -0.1360 0.6388 -0.0623 0.128 Uiso 1 1 calc R . .
H47C H -0.1544 0.6892 0.0042 0.128 Uiso 1 1 calc R . .
C48 C -0.2449(5) 0.5487(6) -0.0730(4) 0.078(3) Uani 1 1 d . . .
H48A H -0.2723 0.5102 -0.0536 0.117 Uiso 1 1 calc R . .
H48B H -0.1984 0.5316 -0.0906 0.117 Uiso 1 1 calc R . .
H48C H -0.2772 0.5705 -0.1155 0.117 Uiso 1 1 calc R . .
O7 O -0.6236(3) 0.3680(3) 0.2661(3) 0.0768(15) Uani 1 1 d . . .
O8 O -0.6362(3) 0.4208(4) 0.1511(3) 0.0875(19) Uani 1 1 d . . .
O9 O -0.5213(3) 0.5048(3) 0.1852(3) 0.0795(16) Uani 1 1 d . . .
H9 H -0.5552 0.4991 0.1481 0.119 Uiso 1 1 calc R . .
O10 O -0.4502(3) 0.3672(4) 0.1985(4) 0.106(2) Uani 1 1 d . . .
H10O H -0.4220 0.3880 0.1719 0.160 Uiso 1 1 calc R . .
O11 O -0.3818(4) 0.4812(6) 0.3535(4) 0.147(4) Uani 1 1 d . . .
O12 O -0.3457(4) 0.4609(6) 0.2420(4) 0.151(4) Uani 1 1 d . . .
C49 C -0.6039(4) 0.4102(5) 0.2189(4) 0.058(2) Uani 1 1 d . . .
C50 C -0.5326(4) 0.4567(5) 0.2447(4) 0.059(2) Uani 1 1 d . . .
H50 H -0.5414 0.4831 0.2911 0.071 Uiso 1 1 calc R . .
C51 C -0.4619(4) 0.4103(5) 0.2648(5) 0.069(2) Uani 1 1 d . . .
H51 H -0.4712 0.3791 0.3075 0.083 Uiso 1 1 calc R . .
C52 C -0.3905(5) 0.4524(6) 0.2907(5) 0.080(3) Uani 1 1 d . . .
H1N H -0.739(4) 0.325(4) 0.267(4) 0.08(2) Uiso 1 1 d . . .
H2N H -0.722(4) 0.350(3) 0.131(3) 0.046(16) Uiso 1 1 d . . .
H3N H -0.593(4) 0.298(4) 0.331(4) 0.07(2) Uiso 1 1 d . . .
H5N H -0.254(4) 0.493(3) 0.381(3) 0.035(15) Uiso 1 1 d . . .
H4N H -0.248(3) 0.504(3) 0.255(3) 0.035(15) Uiso 1 1 d . . .
O13 O -0.5000 0.3302(10) 0.0000 0.192(6) Uiso 1 2 d S . .
O14 O -0.5000 0.4992(13) 0.5000 0.247 Uiso 1 2 d S . .


_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 C27 1.737(7) . ?
Cl2 C38 1.731(8) . ?
O1 C9 1.400(8) . ?
O1 C8 1.455(8) . ?
O2 C10 1.212(8) . ?
O3 C17 1.411(9) . ?
O3 H3O 0.8200 . ?
N1 C10 1.367(8) . ?
N1 C1 1.409(8) . ?
N1 H1N 1.03(8) . ?
N2 C11 1.401(9) . ?
N2 C10 1.402(8) . ?
N2 H2N 1.07(6) . ?
N3 C18 1.488(10) . ?
N3 C19 1.521(10) . ?
N3 C22 1.569(10) . ?
N3 H3N 1.13(8) . ?
C1 C9 1.373(9) . ?
C1 C2 1.391(9) . ?
C2 C3 1.371(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(10) . ?
C3 Cl3 1.730(8) . ?
C4 C5 1.394(11) . ?
C4 H4 0.9300 . ?
C5 C9 1.356(9) . ?
C5 C6 1.523(10) . ?
C6 C23 1.529(13) . ?
C6 C24 1.550(14) . ?
C6 C7 1.556(12) . ?
C7 C8 1.479(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C18 1.502(11) . ?
C8 C17 1.519(12) . ?
C11 C12 1.391(10) . ?
C11 C16 1.399(11) . ?
C12 C13 1.361(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.355(13) . ?
C13 H13 0.9300 . ?
C14 C15 1.413(14) . ?
C14 Cl4 1.736(8) . ?
C15 C16 1.362(12) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.510(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.524(13) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.454(13) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N4 C34 1.351(8) . ?
N4 C25 1.415(8) . ?
N4 H4N 0.89(6) . ?
N5 C34 1.330(9) . ?
N5 C35 1.418(8) . ?
N5 H5N 0.85(6) . ?
N6 C42 1.465(10) . ?
N6 C43 1.493(10) . ?
N6 C46 1.516(11) . ?
N6 H6N 0.9100 . ?
O4 C33 1.364(8) . ?
O4 C32 1.444(7) . ?
O5 C34 1.258(8) . ?
O6 C41 1.438(9) . ?
O6 H6O 0.8200 . ?
C25 C26 1.383(10) . ?
C25 C33 1.410(9) . ?
C26 C27 1.389(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.365(10) . ?
C28 C29 1.400(10) . ?
C28 H28 0.9300 . ?
C29 C33 1.409(9) . ?
C29 C30 1.522(10) . ?
C30 C47 1.490(12) . ?
C30 C48 1.554(11) . ?
C30 C31 1.565(11) . ?
C31 C32 1.530(11) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C41 1.531(12) . ?
C32 C42 1.543(11) . ?
C35 C36 1.386(11) . ?
C35 C40 1.395(11) . ?
C36 C37 1.392(10) . ?
C36 H36 0.9300 . ?
C37 C38 1.364(13) . ?
C37 H37 0.9300 . ?
C38 C39 1.338(14) . ?
C39 C40 1.398(11) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C44 1.494(12) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.436(16) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.552(15) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
O7 C49 1.231(9) . ?
O8 C49 1.251(9) . ?
O9 C50 1.414(8) . ?
O9 H9 0.8200 . ?
O10 C51 1.451(11) . ?
O10 H10O 0.8200 . ?
O11 C52 1.211(12) . ?
O12 C52 1.237(11) . ?
C49 C50 1.541(10) . ?
C50 C51 1.517(9) . ?
C50 H50 0.9800 . ?
C51 C52 1.496(12) . ?
C51 H51 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
C9 O1 C8 116.6(5) . . ?
C17 O3 H3O 109.5 . . ?
C10 N1 C1 122.7(6) . . ?
C10 N1 H1N 131(4) . . ?
C1 N1 H1N 96(4) . . ?
C11 N2 C10 124.8(6) . . ?
C11 N2 H2N 112(3) . . ?
C10 N2 H2N 116(3) . . ?
C18 N3 C19 116.1(6) . . ?
C18 N3 C22 111.7(6) . . ?
C19 N3 C22 102.3(6) . . ?
C18 N3 H3N 97(3) . . ?
C19 N3 H3N 111(4) . . ?
C22 N3 H3N 120(4) . . ?
C9 C1 C2 117.8(6) . . ?
C9 C1 N1 120.2(6) . . ?
C2 C1 N1 122.0(6) . . ?
C3 C2 C1 119.4(6) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.2(7) . . ?
C2 C3 Cl3 119.8(5) . . ?
C4 C3 Cl3 120.0(6) . . ?
C3 C4 C5 121.9(6) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
C9 C5 C4 115.3(6) . . ?
C9 C5 C6 123.9(7) . . ?
C4 C5 C6 120.8(6) . . ?
C5 C6 C23 110.9(8) . . ?
C5 C6 C24 109.7(8) . . ?
C23 C6 C24 107.3(7) . . ?
C5 C6 C7 108.3(6) . . ?
C23 C6 C7 113.8(8) . . ?
C24 C6 C7 106.7(8) . . ?
C8 C7 C6 116.0(7) . . ?
C8 C7 H7A 108.3 . . ?
C6 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
C6 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
O1 C8 C7 109.8(7) . . ?
O1 C8 C18 105.4(6) . . ?
C7 C8 C18 109.8(7) . . ?
O1 C8 C17 106.3(6) . . ?
C7 C8 C17 115.2(7) . . ?
C18 C8 C17 110.0(7) . . ?
C5 C9 C1 125.4(7) . . ?
C5 C9 O1 121.9(6) . . ?
C1 C9 O1 112.6(6) . . ?
O2 C10 N1 125.2(6) . . ?
O2 C10 N2 123.8(6) . . ?
N1 C10 N2 110.9(6) . . ?
C12 C11 C16 117.0(6) . . ?
C12 C11 N2 126.5(7) . . ?
C16 C11 N2 116.5(7) . . ?
C13 C12 C11 121.4(7) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C14 C13 C12 120.5(8) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.7(7) . . ?
C13 C14 Cl4 121.1(8) . . ?
C15 C14 Cl4 117.9(7) . . ?
C16 C15 C14 117.4(9) . . ?
C16 C15 H15 121.3 . . ?
C14 C15 H15 121.3 . . ?
C15 C16 C11 122.8(9) . . ?
C15 C16 H16 118.6 . . ?
C11 C16 H16 118.6 . . ?
O3 C17 C8 110.3(7) . . ?
O3 C17 H17A 109.6 . . ?
C8 C17 H17A 109.6 . . ?
O3 C17 H17B 109.6 . . ?
C8 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
N3 C18 C8 114.9(6) . . ?
N3 C18 H18A 108.6 . . ?
C8 C18 H18A 108.6 . . ?
N3 C18 H18B 108.6 . . ?
C8 C18 H18B 108.6 . . ?
H18A C18 H18B 107.5 . . ?
C20 C19 N3 103.9(7) . . ?
C20 C19 H19A 111.0 . . ?
N3 C19 H19A 111.0 . . ?
C20 C19 H19B 111.0 . . ?
N3 C19 H19B 111.0 . . ?
H19A C19 H19B 109.0 . . ?
C19 C20 C21 103.8(7) . . ?
C19 C20 H20A 111.0 . . ?
C21 C20 H20A 111.0 . . ?
C19 C20 H20B 111.0 . . ?
C21 C20 H20B 111.0 . . ?
H20A C20 H20B 109.0 . . ?
C22 C21 C20 109.0(8) . . ?
C22 C21 H21A 109.9 . . ?
C20 C21 H21A 109.9 . . ?
C22 C21 H21B 109.9 . . ?
C20 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
C21 C22 N3 106.1(7) . . ?
C21 C22 H22A 110.5 . . ?
N3 C22 H22A 110.5 . . ?
C21 C22 H22B 110.5 . . ?
N3 C22 H22B 110.5 . . ?
H22A C22 H22B 108.7 . . ?
C6 C23 H23A 109.5 . . ?
C6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C6 C24 H24A 109.5 . . ?
C6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C34 N4 C25 126.0(6) . . ?
C34 N4 H4N 122(3) . . ?
C25 N4 H4N 111(3) . . ?
C34 N5 C35 128.6(6) . . ?
C34 N5 H5N 120(4) . . ?
C35 N5 H5N 111(4) . . ?
C42 N6 C43 117.1(6) . . ?
C42 N6 C46 109.8(7) . . ?
C43 N6 C46 103.7(7) . . ?
C42 N6 H6N 108.7 . . ?
C43 N6 H6N 108.7 . . ?
C46 N6 H6N 108.7 . . ?
C33 O4 C32 116.7(5) . . ?
C41 O6 H6O 109.5 . . ?
C26 C25 C33 121.7(6) . . ?
C26 C25 N4 122.1(6) . . ?
C33 C25 N4 116.2(6) . . ?
C25 C26 C27 117.2(6) . . ?
C25 C26 H26 121.4 . . ?
C27 C26 H26 121.4 . . ?
C28 C27 C26 123.3(7) . . ?
C28 C27 Cl1 118.7(5) . . ?
C26 C27 Cl1 118.0(5) . . ?
C27 C28 C29 119.8(6) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 H28 120.1 . . ?
C28 C29 C33 118.8(6) . . ?
C28 C29 C30 119.6(6) . . ?
C33 C29 C30 121.5(7) . . ?
C47 C30 C29 111.6(7) . . ?
C47 C30 C48 107.8(7) . . ?
C29 C30 C48 109.8(7) . . ?
C47 C30 C31 108.8(7) . . ?
C29 C30 C31 108.9(6) . . ?
C48 C30 C31 109.8(7) . . ?
C32 C31 C30 116.6(7) . . ?
C32 C31 H31A 108.1 . . ?
C30 C31 H31A 108.1 . . ?
C32 C31 H31B 108.1 . . ?
C30 C31 H31B 108.1 . . ?
H31A C31 H31B 107.3 . . ?
O4 C32 C31 108.8(6) . . ?
O4 C32 C41 106.2(6) . . ?
C31 C32 C41 116.1(7) . . ?
O4 C32 C42 105.2(5) . . ?
C31 C32 C42 107.9(7) . . ?
C41 C32 C42 112.0(7) . . ?
O4 C33 C29 124.4(6) . . ?
O4 C33 C25 116.3(5) . . ?
C29 C33 C25 119.2(6) . . ?
O5 C34 N5 123.2(6) . . ?
O5 C34 N4 122.7(6) . . ?
N5 C34 N4 114.1(6) . . ?
C36 C35 C40 120.4(6) . . ?
C36 C35 N5 124.0(7) . . ?
C40 C35 N5 115.6(7) . . ?
C35 C36 C37 119.1(8) . . ?
C35 C36 H36 120.5 . . ?
C37 C36 H36 120.5 . . ?
C38 C37 C36 120.7(9) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C39 C38 C37 119.8(7) . . ?
C39 C38 Cl2 120.4(8) . . ?
C37 C38 Cl2 119.6(8) . . ?
C38 C39 C40 122.5(9) . . ?
C38 C39 H39 118.7 . . ?
C40 C39 H39 118.7 . . ?
C35 C40 C39 117.4(8) . . ?
C35 C40 H40 121.3 . . ?
C39 C40 H40 121.3 . . ?
O6 C41 C32 107.3(8) . . ?
O6 C41 H41A 110.3 . . ?
C32 C41 H41A 110.3 . . ?
O6 C41 H41B 110.3 . . ?
C32 C41 H41B 110.3 . . ?
H41A C41 H41B 108.5 . . ?
N6 C42 C32 118.1(7) . . ?
N6 C42 H42A 107.8 . . ?
C32 C42 H42A 107.8 . . ?
N6 C42 H42B 107.8 . . ?
C32 C42 H42B 107.8 . . ?
H42A C42 H42B 107.1 . . ?
N6 C43 C44 104.7(8) . . ?
N6 C43 H43A 110.8 . . ?
C44 C43 H43A 110.8 . . ?
N6 C43 H43B 110.8 . . ?
C44 C43 H43B 110.8 . . ?
H43A C43 H43B 108.9 . . ?
C45 C44 C43 109.8(10) . . ?
C45 C44 H44A 109.7 . . ?
C43 C44 H44A 109.7 . . ?
C45 C44 H44B 109.7 . . ?
C43 C44 H44B 109.7 . . ?
H44A C44 H44B 108.2 . . ?
C44 C45 C46 105.2(9) . . ?
C44 C45 H45A 110.7 . . ?
C46 C45 H45A 110.7 . . ?
C44 C45 H45B 110.7 . . ?
C46 C45 H45B 110.7 . . ?
H45A C45 H45B 108.8 . . ?
N6 C46 C45 102.2(9) . . ?
N6 C46 H46A 111.3 . . ?
C45 C46 H46A 111.3 . . ?
N6 C46 H46B 111.3 . . ?
C45 C46 H46B 111.3 . . ?
H46A C46 H46B 109.2 . . ?
C30 C47 H47A 109.5 . . ?
C30 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C30 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C30 C48 H48A 109.5 . . ?
C30 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C30 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 O9 H9 109.5 . . ?
C51 O10 H10O 109.5 . . ?
O7 C49 O8 127.0(8) . . ?
O7 C49 C50 117.9(6) . . ?
O8 C49 C50 115.1(7) . . ?
O9 C50 C51 110.9(5) . . ?
O9 C50 C49 110.2(5) . . ?
C51 C50 C49 109.2(6) . . ?
O9 C50 H50 108.9 . . ?
C51 C50 H50 108.9 . . ?
C49 C50 H50 108.9 . . ?
O10 C51 C52 110.0(7) . . ?
O10 C51 C50 110.1(6) . . ?
C52 C51 C50 111.9(7) . . ?
O10 C51 H51 108.3 . . ?
C52 C51 H51 108.3 . . ?
C50 C51 H51 108.3 . . ?
O11 C52 O12 123.0(10) . . ?
O11 C52 C51 120.6(9) . . ?
O12 C52 C51 116.1(8) . . ?

_diffrn_measured_fraction_theta_max 0.912
_diffrn_reflns_theta_full        67.12
_diffrn_measured_fraction_theta_full 0.912
_refine_diff_density_max         1.256
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.066
