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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_L1
_audit_block_doi                 10.5517/cc1kn82k
_database_code_depnum_ccdc_archive 'CCDC 1449438'
_audit_update_record             
;
2016-05-19 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H33 N7 O6'
_chemical_formula_sum            'C27 H33 N7 O6'
_chemical_formula_weight         551.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.8182(14)
_cell_length_b                   12.3712(13)
_cell_length_c                   18.764(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2743.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1796
_cell_measurement_theta_min      3.455
_cell_measurement_theta_max      24.003

_exptl_crystal_description       neeldle
_exptl_crystal_colour            'reddish yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_F_000             1168.0
_exptl_transmission_factor_min   0.971
_exptl_transmission_factor_max   0.983
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8071
_diffrn_reflns_av_unetI/netI     0.1063
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.225
_diffrn_reflns_theta_max         29.040
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.874
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.783
_diffrn_reflns_point_group_measured_fraction_full 0.941
_reflns_number_total             5742
_reflns_number_gt                1802
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.606
_reflns_Friedel_fraction_max     0.669
_reflns_Friedel_fraction_full    0.871

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0800P)²+0.6024P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0012(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 358 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -5.4(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5742
_refine_ls_number_parameters     362
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.2251
_refine_ls_R_factor_gt           0.1122
_refine_ls_wR_factor_ref         0.3493
_refine_ls_wR_factor_gt          0.2715
_refine_ls_goodness_of_fit_ref   1.194
_refine_ls_restrained_S_all      1.194
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.3667(7) -0.1423(7) 0.5261(5) 0.084(3) Uani 1 1 d . . . . .
C1 C 0.3238(13) -0.1917(10) 0.5916(8) 0.129(5) Uani 1 1 d . . . . .
H1A H 0.3769 -0.1798 0.6303 0.155 Uiso 1 1 calc R U . . .
H1B H 0.3150 -0.2690 0.5850 0.155 Uiso 1 1 calc R U . . .
C2 C 0.2107(14) -0.1413(12) 0.6098(10) 0.156(7) Uani 1 1 d . . . . .
H2B H 0.1728 -0.1844 0.6458 0.187 Uiso 1 1 calc R U . . .
H2A H 0.1631 -0.1393 0.5677 0.187 Uiso 1 1 calc R U . . .
N2 N 0.2290(10) -0.0272(12) 0.6376(8) 0.140(4) Uani 1 1 d . U . . .
H2N H 0.2660 -0.0130 0.6759 0.168 Uiso 1 1 calc R U . . .
C3 C 0.1866(11) 0.0418(13) 0.6006(10) 0.141(6) Uani 1 1 d . U . . .
H3A H 0.1058 0.0283 0.5986 0.169 Uiso 1 1 calc R U . . .
H3B H 0.2158 0.0333 0.5526 0.169 Uiso 1 1 calc R U . . .
C4 C 0.2042(8) 0.1595(11) 0.6228(7) 0.084(3) Uani 1 1 d . U . . .
C5 C 0.1605(8) 0.2374(11) 0.5761(6) 0.084(3) Uani 1 1 d . . . . .
H5 H 0.1242 0.2140 0.5349 0.101 Uiso 1 1 calc R U . . .
C6 C 0.2618(8) 0.3109(13) 0.6994(6) 0.093(4) Uani 1 1 d . . . . .
H6 H 0.2958 0.3370 0.7407 0.111 Uiso 1 1 calc R U . . .
C7 C 0.2190(9) 0.3795(11) 0.6514(7) 0.083(3) Uani 1 1 d . . . . .
C8 C 0.1683(7) 0.3445(11) 0.5880(6) 0.079(3) Uani 1 1 d . . . . .
H8 H 0.1407 0.3940 0.5550 0.095 Uiso 1 1 calc R U . . .
C9 C 0.2549(8) 0.2002(13) 0.6871(7) 0.097(4) Uani 1 1 d . . . . .
H9 H 0.2833 0.1521 0.7207 0.117 Uiso 1 1 calc R U . . .
N3 N 0.2289(9) 0.4951(11) 0.6648(8) 0.109(4) Uani 1 1 d . . . . .
O1 O 0.1724(9) 0.5576(9) 0.6315(7) 0.160(5) Uani 1 1 d . . . . .
O2 O 0.2918(9) 0.5246(9) 0.7127(7) 0.152(4) Uani 1 1 d . . . . .
C10 C 0.3114(10) -0.1826(9) 0.4630(7) 0.106(4) Uani 1 1 d . . . . .
H10B H 0.2303 -0.1748 0.4692 0.127 Uiso 1 1 calc R U . . .
H10A H 0.3274 -0.2592 0.4588 0.127 Uiso 1 1 calc R U . . .
C11 C 0.3446(12) -0.1281(9) 0.3941(7) 0.114(4) Uani 1 1 d . . . . .
H11A H 0.4212 -0.1487 0.3814 0.137 Uiso 1 1 calc R U . . .
H11B H 0.2945 -0.1515 0.3562 0.137 Uiso 1 1 calc R U . . .
N4 N 0.3377(7) -0.0099(7) 0.4021(5) 0.087(3) Uani 1 1 d . . . . .
H4N H 0.3117 0.0223 0.4393 0.104 Uiso 1 1 calc R U . . .
C12 C 0.3786(9) 0.0433(10) 0.3419(6) 0.090(3) Uani 1 1 d . . . . .
H12B H 0.3328 0.0227 0.3012 0.108 Uiso 1 1 calc R U . . .
H12A H 0.4553 0.0191 0.3328 0.108 Uiso 1 1 calc R U . . .
C13 C 0.3786(8) 0.1635(9) 0.3478(5) 0.068(3) Uani 1 1 d . . . . .
C14 C 0.3321(7) 0.2159(9) 0.4078(5) 0.073(3) Uani 1 1 d . . . . .
H14 H 0.2994 0.1757 0.4443 0.087 Uiso 1 1 calc R U . . .
C15 C 0.3355(7) 0.3265(9) 0.4120(6) 0.081(3) Uani 1 1 d . . . . .
H15 H 0.3027 0.3624 0.4503 0.097 Uiso 1 1 calc R U . . .
C16 C 0.3881(8) 0.3831(9) 0.3587(7) 0.079(3) Uani 1 1 d . . . . .
C17 C 0.4331(9) 0.3340(12) 0.2989(6) 0.093(4) Uani 1 1 d . . . . .
H17 H 0.4654 0.3740 0.2622 0.111 Uiso 1 1 calc R U . . .
C18 C 0.4279(9) 0.2253(11) 0.2965(6) 0.085(3) Uani 1 1 d . . . . .
H18 H 0.4599 0.1904 0.2575 0.102 Uiso 1 1 calc R U . . .
N5 N 0.3899(10) 0.5022(11) 0.3647(9) 0.116(4) Uani 1 1 d . . . . .
O3 O 0.4272(9) 0.5532(10) 0.3160(7) 0.155(4) Uani 1 1 d . . . . .
O4 O 0.3647(11) 0.5422(9) 0.4213(8) 0.168(5) Uani 1 1 d . . . . .
C19 C 0.4890(9) -0.1612(9) 0.5232(6) 0.093(3) Uani 1 1 d . . . . .
H19A H 0.5171 -0.1393 0.4768 0.111 Uiso 1 1 calc R U . . .
H19B H 0.5036 -0.2379 0.5287 0.111 Uiso 1 1 calc R U . . .
C20 C 0.5538(10) -0.0988(9) 0.5814(7) 0.100(4) Uani 1 1 d . . . . .
H20A H 0.5347 -0.1282 0.6278 0.119 Uiso 1 1 calc R U . . .
H20B H 0.6345 -0.1081 0.5743 0.119 Uiso 1 1 calc R U . . .
N6 N 0.5264(8) 0.0150(8) 0.5797(5) 0.097(3) Uani 1 1 d . . . . .
H6N H 0.4952 0.0457 0.5436 0.117 Uiso 1 1 calc R U . . .
C21 C 0.5553(8) 0.0713(8) 0.6426(6) 0.078(3) Uani 1 1 d . . . . .
H21B H 0.6327 0.0529 0.6547 0.093 Uiso 1 1 calc R U . . .
H21A H 0.5075 0.0445 0.6808 0.093 Uiso 1 1 calc R U . . .
C22 C 0.5461(7) 0.1888(8) 0.6416(5) 0.065(2) Uani 1 1 d . . . . .
C23 C 0.5870(8) 0.2491(9) 0.6986(5) 0.074(3) Uani 1 1 d . . . . .
H23 H 0.6162 0.2127 0.7379 0.089 Uiso 1 1 calc R U . . .
C24 C 0.5860(8) 0.3593(9) 0.6993(5) 0.073(3) Uani 1 1 d . . . . .
H24 H 0.6137 0.3977 0.7382 0.088 Uiso 1 1 calc R U . . .
C25 C 0.5428(7) 0.4121(8) 0.6406(5) 0.063(2) Uani 1 1 d . . . . .
C26 C 0.4998(8) 0.3579(10) 0.5839(6) 0.075(3) Uani 1 1 d . . . . .
H26 H 0.4693 0.3962 0.5458 0.090 Uiso 1 1 calc R U . . .
C27 C 0.5009(8) 0.2469(9) 0.5823(5) 0.072(3) Uani 1 1 d . . . . .
H27 H 0.4726 0.2099 0.5430 0.086 Uiso 1 1 calc R U . . .
N7 N 0.5440(8) 0.5317(8) 0.6376(6) 0.092(3) Uani 1 1 d . . . . .
O6 O 0.5795(7) 0.5798(7) 0.6901(5) 0.111(3) Uani 1 1 d . . . . .
O5 O 0.5088(10) 0.5758(8) 0.5840(7) 0.157(4) 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
N1 C10 1.442(12) . ?
N1 C1 1.463(13) . ?
N1 C19 1.465(12) . ?
C1 C2 1.514(18) . ?
C2 N2 1.520(17) . ?
N2 C3 1.209(15) . ?
C3 C4 1.529(18) . ?
C4 C5 1.402(14) . ?
C4 C9 1.437(16) . ?
C5 C8 1.347(14) . ?
C6 C7 1.338(15) . ?
C6 C9 1.392(18) . ?
C7 C8 1.400(14) . ?
C7 N3 1.457(16) . ?
N3 O1 1.198(14) . ?
N3 O2 1.223(14) . ?
C10 C11 1.510(15) . ?
C11 N4 1.472(13) . ?
N4 C12 1.394(12) . ?
C12 C13 1.492(14) . ?
C13 C18 1.361(14) . ?
C13 C14 1.409(12) . ?
C14 C15 1.372(13) . ?
C15 C16 1.370(14) . ?
C16 C17 1.382(15) . ?
C16 N5 1.477(16) . ?
C17 C18 1.347(17) . ?
N5 O3 1.194(13) . ?
N5 O4 1.210(14) . ?
C19 C20 1.540(15) . ?
C20 N6 1.445(13) . ?
N6 C21 1.414(13) . ?
C21 C22 1.457(13) . ?
C22 C23 1.391(13) . ?
C22 C27 1.427(13) . ?
C23 C24 1.364(14) . ?
C24 C25 1.379(12) . ?
C25 C26 1.356(13) . ?
C25 N7 1.481(13) . ?
C26 C27 1.374(13) . ?
N7 O5 1.217(12) . ?
N7 O6 1.225(11) . ?

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
C10 N1 C1 112.8(10) . . ?
C10 N1 C19 111.2(9) . . ?
C1 N1 C19 107.9(10) . . ?
N1 C1 C2 108.9(12) . . ?
C1 C2 N2 109.5(12) . . ?
C3 N2 C2 113.6(17) . . ?
N2 C3 C4 117.3(17) . . ?
C5 C4 C9 116.0(12) . . ?
C5 C4 C3 115.7(12) . . ?
C9 C4 C3 128.3(12) . . ?
C8 C5 C4 123.2(12) . . ?
C7 C6 C9 119.3(12) . . ?
C6 C7 C8 122.6(12) . . ?
C6 C7 N3 118.4(13) . . ?
C8 C7 N3 119.0(12) . . ?
C5 C8 C7 118.3(11) . . ?
C6 C9 C4 120.6(11) . . ?
O1 N3 O2 122.0(15) . . ?
O1 N3 C7 119.9(14) . . ?
O2 N3 C7 118.0(13) . . ?
N1 C10 C11 115.5(11) . . ?
N4 C11 C10 110.0(10) . . ?
C12 N4 C11 111.6(9) . . ?
N4 C12 C13 114.2(10) . . ?
C18 C13 C14 118.3(10) . . ?
C18 C13 C12 120.5(10) . . ?
C14 C13 C12 121.2(10) . . ?
C15 C14 C13 119.5(10) . . ?
C14 C15 C16 118.8(10) . . ?
C15 C16 C17 122.8(11) . . ?
C15 C16 N5 117.5(12) . . ?
C17 C16 N5 119.6(13) . . ?
C18 C17 C16 116.7(11) . . ?
C17 C18 C13 123.8(11) . . ?
O3 N5 O4 123.1(15) . . ?
O3 N5 C16 118.4(15) . . ?
O4 N5 C16 118.1(13) . . ?
N1 C19 C20 112.6(10) . . ?
N6 C20 C19 111.1(10) . . ?
C21 N6 C20 114.1(9) . . ?
N6 C21 C22 117.5(9) . . ?
C23 C22 C27 117.4(9) . . ?
C23 C22 C21 119.9(10) . . ?
C27 C22 C21 122.7(10) . . ?
C24 C23 C22 122.7(10) . . ?
C23 C24 C25 118.0(10) . . ?
C26 C25 C24 122.1(10) . . ?
C26 C25 N7 117.8(10) . . ?
C24 C25 N7 120.0(10) . . ?
C25 C26 C27 120.5(10) . . ?
C26 C27 C22 119.3(10) . . ?
O5 N7 O6 124.3(11) . . ?
O5 N7 C25 118.5(11) . . ?
O6 N7 C25 117.2(11) . . ?

_refine_diff_density_max         0.263
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_2L1H6_Cl6
_audit_block_doi                 10.5517/cc1kn83l
_database_code_depnum_ccdc_archive 'CCDC 1449439'
_audit_update_record             
;
2016-05-19 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H36 N7 O6, 3(Cl)'
_chemical_formula_sum            'C27 H36 Cl3 N7 O6'
_chemical_formula_weight         660.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.3519(9)
_cell_length_b                   21.1721(13)
_cell_length_c                   21.6903(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6590.8(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4604
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      17.60

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_F_000             2768.0
_exptl_transmission_factor_min   0.913
_exptl_transmission_factor_max   0.940
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.328
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealedd tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45425
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_av_R_equivalents  0.0737
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.344
_diffrn_reflns_theta_max         20.725
_diffrn_reflns_theta_full        20.725
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6776
_reflns_number_gt                5479
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_max     0.989
_reflns_Friedel_fraction_full    0.989

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.7808P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1986 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6776
_refine_ls_number_parameters     770
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1481
_refine_ls_wR_factor_gt          0.1341
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.993
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.78074(14) 0.36263(9) 0.91082(9) 0.0581(6) Uani 1 1 d . . . A 4
Cl2 Cl 0.00390(15) 0.72608(11) 0.98866(10) 0.0681(7) Uani 1 1 d . . . B 4
Cl3 Cl 0.29626(14) 0.14899(9) 0.61215(10) 0.0573(6) Uani 1 1 d . . . C 4
Cl4 Cl 0.48598(15) 0.25609(12) 0.98603(10) 0.0706(7) Uani 1 1 d . . . D 4
Cl5 Cl 0.8437(2) 0.24803(12) 0.70466(11) 0.0869(8) Uani 1 1 d . . . E 4
Cl6 Cl 0.3163(2) 0.26844(12) 0.79264(11) 0.0912(8) Uani 1 1 d . . . F 4
N1 N 0.2477(4) 0.3137(3) 0.5970(3) 0.0465(17) Uani 1 1 d . . . G 4
C1 C 0.3061(5) 0.3474(4) 0.6422(4) 0.055(2) Uani 1 1 d . . . G 4
H1A H 0.2803 0.3410 0.6830 0.066 Uiso 1 1 calc R U . G 4
H1B H 0.3037 0.3923 0.6334 0.066 Uiso 1 1 calc R U . G 4
C2 C 0.4070(5) 0.3264(4) 0.6423(4) 0.053(2) Uani 1 1 d . . . G 4
H2A H 0.4314 0.3282 0.6007 0.064 Uiso 1 1 calc R U . G 4
H2B H 0.4433 0.3550 0.6677 0.064 Uiso 1 1 calc R U . G 4
N2 N 0.4162(4) 0.2607(3) 0.6666(3) 0.0505(17) Uani 1 1 d . . . G 4
H2D H 0.3795 0.2349 0.6451 0.061 Uiso 1 1 calc R U . G 4
H2C H 0.3980 0.2596 0.7058 0.061 Uiso 1 1 calc R U . G 4
C3 C 0.5151(6) 0.2385(4) 0.6619(4) 0.060(2) Uani 1 1 d . . . G 4
H3A H 0.5309 0.2336 0.6187 0.072 Uiso 1 1 calc R U . G 4
H3B H 0.5555 0.2709 0.6789 0.072 Uiso 1 1 calc R U . G 4
C4 C 0.5344(6) 0.1776(4) 0.6945(4) 0.049(2) Uani 1 1 d . . . G 4
C5 C 0.6247(6) 0.1554(4) 0.6936(4) 0.064(2) Uani 1 1 d . . . G 4
H5 H 0.6700 0.1794 0.6738 0.077 Uiso 1 1 calc R U . G 4
C6 C 0.6508(6) 0.0992(5) 0.7209(4) 0.065(2) Uani 1 1 d . . . G 4
H6 H 0.7121 0.0851 0.7196 0.078 Uiso 1 1 calc R U . G 4
C7 C 0.5833(7) 0.0656(4) 0.7495(4) 0.067(3) Uani 1 1 d . . . G 4
C8 C 0.4927(7) 0.0859(4) 0.7534(4) 0.067(3) Uani 1 1 d . . . G 4
H8 H 0.4484 0.0622 0.7745 0.081 Uiso 1 1 calc R U . G 4
C9 C 0.4685(6) 0.1423(4) 0.7253(4) 0.061(2) Uani 1 1 d . . . G 4
H9 H 0.4072 0.1565 0.7273 0.073 Uiso 1 1 calc R U . G 4
N3 N 0.6060(5) 0.0034(4) 0.7785(5) 0.110(3) Uani 1 1 d D . . G 4
O1A O 0.6908(6) -0.0048(7) 0.7863(7) 0.097(5) Uiso 0.5 1 d D . P G 4
O1B O 0.6721(8) -0.0266(6) 0.7561(6) 0.076(4) Uiso 0.5 1 d D . P G 4
O2A O 0.5576(10) -0.0118(7) 0.8235(5) 0.093(5) Uiso 0.5 1 d D . P G 4
O2B O 0.5405(8) -0.0330(5) 0.7897(7) 0.085(4) Uiso 0.5 1 d D . P G 4
C10 C 0.1495(6) 0.3227(4) 0.6129(4) 0.055(2) Uani 1 1 d . . . G 4
H10A H 0.1122 0.3184 0.5759 0.066 Uiso 1 1 calc R U . G 4
H10B H 0.1409 0.3653 0.6284 0.066 Uiso 1 1 calc R U . G 4
C11 C 0.1149(6) 0.2765(4) 0.6606(4) 0.058(2) Uani 1 1 d . . . G 4
H11A H 0.1581 0.2753 0.6950 0.070 Uiso 1 1 calc R U . G 4
H11B H 0.0548 0.2903 0.6761 0.070 Uiso 1 1 calc R U . G 4
N4 N 0.1057(4) 0.2119(3) 0.6336(3) 0.0509(17) Uani 1 1 d . . . G 4
H4C H 0.1614 0.1995 0.6202 0.061 Uiso 1 1 calc R U . G 4
H4D H 0.0679 0.2140 0.6011 0.061 Uiso 1 1 calc R U . G 4
C12 C 0.0688(7) 0.1629(4) 0.6774(4) 0.069(3) Uani 1 1 d . . . G 4
H12A H 0.0200 0.1813 0.7025 0.083 Uiso 1 1 calc R U . G 4
H12B H 0.1185 0.1491 0.7046 0.083 Uiso 1 1 calc R U . G 4
C13 C 0.0306(6) 0.1067(4) 0.6427(4) 0.056(2) Uani 1 1 d . . . G 4
C14 C -0.0643(7) 0.1039(4) 0.6299(5) 0.075(3) Uani 1 1 d . . . G 4
H14 H -0.1033 0.1367 0.6420 0.090 Uiso 1 1 calc R U . G 4
C15 C -0.1007(7) 0.0522(5) 0.5991(5) 0.081(3) Uani 1 1 d . . . G 4
H15 H -0.1641 0.0501 0.5905 0.097 Uiso 1 1 calc R U . G 4
C16 C -0.0426(7) 0.0045(4) 0.5816(4) 0.063(2) Uani 1 1 d . . . G 4
C17 C 0.0516(7) 0.0054(4) 0.5924(4) 0.068(3) Uani 1 1 d . . . G 4
H17 H 0.0900 -0.0274 0.5792 0.082 Uiso 1 1 calc R U . G 4
C18 C 0.0879(6) 0.0581(5) 0.6242(4) 0.071(3) Uani 1 1 d . . . G 4
H18 H 0.1514 0.0600 0.6329 0.085 Uiso 1 1 calc R U . G 4
N5 N -0.0838(6) -0.0518(5) 0.5528(5) 0.092(3) Uani 1 1 d D . . G 4
O3 O -0.0348(6) -0.0918(4) 0.5329(5) 0.133(3) Uani 1 1 d . . . G 4
O4A O -0.1667(6) -0.0638(6) 0.5640(6) 0.063(3) Uiso 0.5 1 d D . P G 4
O4B O -0.1626(9) -0.0421(11) 0.5313(10) 0.156(8) Uiso 0.5 1 d D . P G 4
C19 C 0.2679(6) 0.3355(3) 0.5346(3) 0.051(2) Uani 1 1 d . . . G 4
H19A H 0.3346 0.3417 0.5305 0.061 Uiso 1 1 calc R U . G 4
H19B H 0.2380 0.3760 0.5282 0.061 Uiso 1 1 calc R U . G 4
C20 C 0.2358(5) 0.2904(4) 0.4849(4) 0.055(2) Uani 1 1 d . . . G 4
H20A H 0.1696 0.2826 0.4896 0.066 Uiso 1 1 calc R U . G 4
H20B H 0.2457 0.3095 0.4448 0.066 Uiso 1 1 calc R U . G 4
N6 N 0.2875(4) 0.2290(3) 0.4884(3) 0.0481(16) Uani 1 1 d . . . G 4
H6C H 0.2830 0.2136 0.5264 0.058 Uiso 1 1 calc R U . G 4
H6D H 0.3476 0.2359 0.4806 0.058 Uiso 1 1 calc R U . G 4
C21 C 0.2506(6) 0.1809(4) 0.4433(4) 0.063(2) Uani 1 1 d . . . G 4
H21A H 0.2508 0.1989 0.4022 0.075 Uiso 1 1 calc R U . G 4
H21B H 0.1867 0.1706 0.4539 0.075 Uiso 1 1 calc R U . G 4
C22 C 0.3088(6) 0.1214(4) 0.4439(4) 0.055(2) Uani 1 1 d . . . G 4
C23 C 0.3896(7) 0.1192(4) 0.4092(4) 0.070(3) Uani 1 1 d . . . G 4
H23 H 0.4061 0.1536 0.3850 0.085 Uiso 1 1 calc R U . G 4
C24 C 0.4462(7) 0.0661(5) 0.4102(5) 0.076(3) Uani 1 1 d . . . G 4
H24 H 0.5018 0.0653 0.3882 0.091 Uiso 1 1 calc R U . G 4
C25 C 0.4192(8) 0.0157(5) 0.4435(5) 0.070(3) Uani 1 1 d . . . G 4
C26 C 0.3374(8) 0.0141(4) 0.4776(4) 0.071(3) Uani 1 1 d . . . G 4
H26 H 0.3192 -0.0218 0.4992 0.085 Uiso 1 1 calc R U . G 4
C27 C 0.2839(7) 0.0689(5) 0.4777(4) 0.066(2) Uani 1 1 d . . . G 4
H27 H 0.2297 0.0701 0.5012 0.080 Uiso 1 1 calc R U . G 4
N7 N 0.4785(9) -0.0416(5) 0.4435(5) 0.100(3) Uani 1 1 d . . . G 4
O5 O 0.4459(8) -0.0906(4) 0.4635(5) 0.139(4) Uani 1 1 d . . . G 4
O6 O 0.5589(8) -0.0358(5) 0.4245(5) 0.148(4) Uani 1 1 d . . . G 4
N8 N 0.7500(4) 0.1949(3) 0.9070(3) 0.0458(16) Uani 1 1 d . . . H 4
C28 C 0.8124(6) 0.1667(4) 0.8610(4) 0.056(2) Uani 1 1 d . . . H 4
H28A H 0.7855 0.1726 0.8204 0.067 Uiso 1 1 calc R U . H 4
H28B H 0.8164 0.1216 0.8685 0.067 Uiso 1 1 calc R U . H 4
C29 C 0.9092(6) 0.1939(3) 0.8612(4) 0.053(2) Uani 1 1 d . . . H 4
H29A H 0.9344 0.1923 0.9027 0.063 Uiso 1 1 calc R U . H 4
H29B H 0.9491 0.1687 0.8347 0.063 Uiso 1 1 calc R U . H 4
N9 N 0.9086(4) 0.2603(3) 0.8391(3) 0.0521(17) Uani 1 1 d . . . H 4
H9D H 0.8876 0.2614 0.8005 0.062 Uiso 1 1 calc R U . H 4
H9C H 0.8697 0.2828 0.8623 0.062 Uiso 1 1 calc R U . H 4
C30 C 1.0026(6) 0.2895(4) 0.8413(4) 0.060(2) Uani 1 1 d . . . H 4
H30A H 1.0471 0.2604 0.8231 0.072 Uiso 1 1 calc R U . H 4
H30B H 1.0201 0.2955 0.8841 0.072 Uiso 1 1 calc R U . H 4
C31 C 1.0094(6) 0.3528(4) 0.8080(4) 0.051(2) Uani 1 1 d . . . H 4
C32 C 0.9334(6) 0.3848(4) 0.7857(4) 0.064(2) Uani 1 1 d . . . H 4
H32 H 0.8743 0.3671 0.7892 0.077 Uiso 1 1 calc R U . H 4
C33 C 0.9443(7) 0.4436(4) 0.7578(4) 0.067(3) Uani 1 1 d . . . H 4
H33 H 0.8929 0.4653 0.7424 0.080 Uiso 1 1 calc R U . H 4
C34 C 1.0308(7) 0.4686(4) 0.7534(4) 0.064(3) Uani 1 1 d . . . H 4
C35 C 1.1094(7) 0.4366(5) 0.7739(4) 0.067(3) Uani 1 1 d . . . H 4
H35 H 1.1685 0.4540 0.7696 0.080 Uiso 1 1 calc R U . H 4
C36 C 1.0973(6) 0.3783(4) 0.8006(4) 0.067(2) Uani 1 1 d . . . H 4
H36 H 1.1491 0.3557 0.8139 0.080 Uiso 1 1 calc R U . H 4
N10 N 1.0392(8) 0.5334(4) 0.7281(4) 0.076(2) Uani 1 1 d . . . H 4
O7 O 0.9706(6) 0.5604(3) 0.7093(4) 0.098(2) Uani 1 1 d . . . H 4
O8 O 1.1168(6) 0.5568(4) 0.7276(4) 0.115(3) Uani 1 1 d . . . H 4
C37 C 0.7718(6) 0.1678(4) 0.9679(4) 0.057(2) Uani 1 1 d . . . H 4
H37A H 0.8389 0.1654 0.9726 0.069 Uiso 1 1 calc R U . H 4
H37B H 0.7474 0.1251 0.9698 0.069 Uiso 1 1 calc R U . H 4
C38 C 0.7314(6) 0.2061(4) 1.0212(4) 0.055(2) Uani 1 1 d . . . H 4
H38A H 0.6648 0.2108 1.0153 0.066 Uiso 1 1 calc R U . H 4
H38B H 0.7412 0.1833 1.0595 0.066 Uiso 1 1 calc R U . H 4
N11 N 0.7747(4) 0.2700(3) 1.0264(3) 0.0521(17) Uani 1 1 d . . . H 4
H11C H 0.7685 0.2905 0.9908 0.063 Uiso 1 1 calc R U . H 4
H11D H 0.8352 0.2660 1.0343 0.063 Uiso 1 1 calc R U . H 4
C39 C 0.7291(6) 0.3070(4) 1.0768(4) 0.065(2) Uani 1 1 d . . . H 4
H39A H 0.6653 0.3156 1.0645 0.078 Uiso 1 1 calc R U . H 4
H39B H 0.7266 0.2806 1.1133 0.078 Uiso 1 1 calc R U . H 4
C40 C 0.7739(7) 0.3681(4) 1.0939(4) 0.062(2) Uani 1 1 d . . . H 4
C41 C 0.7341(7) 0.4004(5) 1.1433(5) 0.088(3) Uani 1 1 d . . . H 4
H41 H 0.6839 0.3827 1.1641 0.105 Uiso 1 1 calc R U . H 4
C42 C 0.7677(9) 0.4579(6) 1.1616(6) 0.098(4) Uani 1 1 d . . . H 4
H42 H 0.7423 0.4779 1.1958 0.117 Uiso 1 1 calc R U . H 4
C43 C 0.8384(9) 0.4861(4) 1.1296(6) 0.093(4) Uani 1 1 d D . . H 4
C44 C 0.8815(8) 0.4548(5) 1.0815(5) 0.085(3) Uani 1 1 d . . . H 4
H44 H 0.9314 0.4731 1.0607 0.103 Uiso 1 1 calc R U . H 4
C45 C 0.8487(7) 0.3957(5) 1.0647(4) 0.073(3) Uani 1 1 d . . . H 4
H45 H 0.8781 0.3740 1.0329 0.088 Uiso 1 1 calc R U . H 4
N12A N 0.8652(8) 0.5508(4) 1.1485(5) 0.02(6) Uiso 0.5 1 d D . P H 4
N12B N 0.8650(8) 0.5508(4) 1.1484(4) 0.18(5) Uiso 0.5 1 d D . P H 4
O9 O 0.8348(8) 0.5709(5) 1.1968(6) 0.190(5) Uani 1 1 d . . . H 4
O10A O 0.9070(13) 0.5861(9) 1.1123(7) 0.094(8) Uiso 0.5 1 d D . P H 4
O10B O 0.9194(15) 0.5699(12) 1.1081(9) 0.139(13) Uiso 0.5 1 d D . P H 4
C46 C 0.6518(6) 0.1824(4) 0.8900(4) 0.059(2) Uani 1 1 d . . . H 4
H46A H 0.6135 0.1843 0.9268 0.071 Uiso 1 1 calc R U . H 4
H46B H 0.6469 0.1401 0.8732 0.071 Uiso 1 1 calc R U . H 4
C47 C 0.6155(6) 0.2291(4) 0.8434(4) 0.062(2) Uani 1 1 d . . . H 4
H47A H 0.6601 0.2328 0.8100 0.075 Uiso 1 1 calc R U . H 4
H47B H 0.5577 0.2131 0.8262 0.075 Uiso 1 1 calc R U . H 4
N13 N 0.5986(4) 0.2928(3) 0.8703(3) 0.0512(17) Uani 1 1 d . . . H 4
H13D H 0.5581 0.2892 0.9012 0.061 Uiso 1 1 calc R U . H 4
H13C H 0.6517 0.3075 0.8858 0.061 Uiso 1 1 calc R U . H 4
C48 C 0.5247(7) 0.3987(4) 0.8539(4) 0.063(2) Uani 1 1 d . . . H 4
C49 C 0.4330(8) 0.4008(4) 0.8733(5) 0.079(3) Uani 1 1 d . . . H 4
H49 H 0.3953 0.3654 0.8684 0.095 Uiso 1 1 calc R U . H 4
C50 C 0.3964(7) 0.4551(5) 0.9001(5) 0.082(3) Uani 1 1 d . . . H 4
H50 H 0.3350 0.4560 0.9137 0.099 Uiso 1 1 calc R U . H 4
C51 C 0.4516(7) 0.5064(4) 0.9060(4) 0.058(2) Uani 1 1 d . . . H 4
C52 C 0.5432(7) 0.5064(4) 0.8870(4) 0.068(3) Uani 1 1 d . . . H 4
H52 H 0.5799 0.5423 0.8916 0.082 Uiso 1 1 calc R U . H 4
C53 C 0.5797(7) 0.4519(5) 0.8611(4) 0.072(3) Uani 1 1 d . . . H 4
H53 H 0.6416 0.4511 0.8485 0.087 Uiso 1 1 calc R U . H 4
C54 C 0.5617(7) 0.3390(4) 0.8247(4) 0.072(3) Uani 1 1 d . . . H 4
H54A H 0.5122 0.3191 0.8013 0.086 Uiso 1 1 calc R U . H 4
H54B H 0.6111 0.3500 0.7961 0.086 Uiso 1 1 calc R U . H 4
N14 N 0.4139(8) 0.5639(4) 0.9321(4) 0.075(2) Uani 1 1 d . . . H 4
O11 O 0.4637(6) 0.6068(4) 0.9457(4) 0.104(3) Uani 1 1 d . . . H 4
O12 O 0.3295(7) 0.5679(4) 0.9371(4) 0.125(3) Uani 1 1 d . . . H 4


_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
N1 C19 1.460(9) . ?
N1 C10 1.464(10) . ?
N1 C1 1.473(9) . ?
C1 C2 1.514(11) . ?
C2 N2 1.494(9) . ?
N2 C3 1.498(10) . ?
C3 C4 1.498(10) . ?
C4 C5 1.377(11) . ?
C4 C9 1.378(11) . ?
C5 C6 1.380(12) . ?
C6 C7 1.353(12) . ?
C7 C8 1.372(12) . ?
C7 N3 1.496(12) . ?
C8 C9 1.385(11) . ?
N3 O2A 1.2401(15) . ?
N3 O1B 1.2401(15) . ?
N3 O1A 1.2401(15) . ?
N3 O2B 1.2404(15) . ?
O1A O1B 0.844(16) . ?
O2A O2B 0.894(16) . ?
C10 C11 1.508(11) . ?
C11 N4 1.493(10) . ?
N4 C12 1.502(10) . ?
C12 C13 1.512(12) . ?
C13 C18 1.377(12) . ?
C13 C14 1.391(12) . ?
C14 C15 1.382(12) . ?
C15 C16 1.364(12) . ?
C16 C17 1.372(12) . ?
C16 N5 1.469(12) . ?
C17 C18 1.412(13) . ?
N5 O3 1.182(10) . ?
N5 O4B 1.2402(15) . ?
N5 O4A 1.2404(15) . ?
O4A O4B 0.85(2) . ?
C19 C20 1.511(10) . ?
C20 N6 1.499(9) . ?
N6 C21 1.507(9) . ?
C21 C22 1.513(11) . ?
C22 C27 1.378(11) . ?
C22 C23 1.383(12) . ?
C23 C24 1.388(12) . ?
C24 C25 1.345(13) . ?
C25 C26 1.387(13) . ?
C25 N7 1.483(14) . ?
C26 C27 1.392(12) . ?
N7 O5 1.217(13) . ?
N7 O6 1.232(13) . ?
N8 C28 1.468(9) . ?
N8 C37 1.474(9) . ?
N8 C46 1.480(10) . ?
C28 C29 1.504(11) . ?
C29 N9 1.486(9) . ?
N9 C30 1.484(10) . ?
C30 C31 1.527(10) . ?
C31 C32 1.372(11) . ?
C31 C36 1.382(11) . ?
C32 C33 1.393(12) . ?
C33 C34 1.354(12) . ?
C34 C35 1.390(13) . ?
C34 N10 1.482(12) . ?
C35 C36 1.373(12) . ?
N10 O7 1.210(10) . ?
N10 O8 1.219(10) . ?
C37 C38 1.527(10) . ?
C38 N11 1.492(9) . ?
N11 C39 1.495(10) . ?
C39 C40 1.491(12) . ?
C40 C45 1.376(12) . ?
C40 C41 1.394(12) . ?
C41 C42 1.367(14) . ?
C42 C43 1.366(16) . ?
C43 C44 1.383(16) . ?
C43 N12A 1.4805(15) . ?
C43 N12B 1.4803(15) . ?
C44 C45 1.387(13) . ?
N12A O9 1.211(13) . ?
N12A O10A 1.2395(15) . ?
N12A O10B 1.2397(15) . ?
N12B O9 1.211(12) . ?
N12B O10A 1.2395(15) . ?
N12B O10B 1.2402(15) . ?
C46 C47 1.508(11) . ?
C47 N13 1.490(10) . ?
N13 C54 1.489(10) . ?
C48 C49 1.383(13) . ?
C48 C53 1.384(13) . ?
C48 C54 1.511(12) . ?
C49 C50 1.391(13) . ?
C50 C51 1.352(12) . ?
C51 C52 1.376(12) . ?
C51 N14 1.448(12) . ?
C52 C53 1.387(12) . ?
N14 O11 1.193(10) . ?
N14 O12 1.219(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
C19 N1 C10 111.7(6) . . ?
C19 N1 C1 110.6(6) . . ?
C10 N1 C1 109.2(6) . . ?
N1 C1 C2 113.8(6) . . ?
N2 C2 C1 111.0(6) . . ?
C2 N2 C3 110.6(6) . . ?
C4 C3 N2 114.4(6) . . ?
C5 C4 C9 117.9(7) . . ?
C5 C4 C3 117.4(7) . . ?
C9 C4 C3 124.6(7) . . ?
C4 C5 C6 122.9(8) . . ?
C7 C6 C5 117.1(8) . . ?
C6 C7 C8 122.9(8) . . ?
C6 C7 N3 120.0(8) . . ?
C8 C7 N3 117.1(8) . . ?
C7 C8 C9 118.7(8) . . ?
C4 C9 C8 120.5(8) . . ?
O2A N3 O1B 127.2(12) . . ?
O2A N3 O1A 114.0(13) . . ?
O1B N3 O1A 39.8(8) . . ?
O2A N3 O2B 42.3(8) . . ?
O1B N3 O2B 109.8(12) . . ?
O1A N3 O2B 129.1(12) . . ?
O2A N3 C7 115.9(10) . . ?
O1B N3 C7 116.9(9) . . ?
O1A N3 C7 113.2(10) . . ?
O2B N3 C7 117.7(9) . . ?
O1B O1A N3 70.1(4) . . ?
O1A O1B N3 70.1(4) . . ?
O2B O2A N3 68.9(4) . . ?
O2A O2B N3 68.8(4) . . ?
N1 C10 C11 113.2(7) . . ?
N4 C11 C10 110.7(6) . . ?
C11 N4 C12 114.6(6) . . ?
N4 C12 C13 110.9(7) . . ?
C18 C13 C14 119.7(8) . . ?
C18 C13 C12 121.0(8) . . ?
C14 C13 C12 119.3(9) . . ?
C15 C14 C13 120.0(9) . . ?
C16 C15 C14 119.3(9) . . ?
C15 C16 C17 123.0(9) . . ?
C15 C16 N5 118.2(9) . . ?
C17 C16 N5 118.7(9) . . ?
C16 C17 C18 117.3(9) . . ?
C13 C18 C17 120.8(8) . . ?
O3 N5 O4B 121.6(14) . . ?
O3 N5 O4A 119.6(10) . . ?
O4B N5 O4A 39.9(11) . . ?
O3 N5 C16 119.7(8) . . ?
O4B N5 C16 113.1(13) . . ?
O4A N5 C16 118.1(10) . . ?
O4B O4A N5 70.1(6) . . ?
O4A O4B N5 70.1(6) . . ?
N1 C19 C20 113.7(6) . . ?
N6 C20 C19 111.1(6) . . ?
C20 N6 C21 112.3(6) . . ?
N6 C21 C22 111.3(7) . . ?
C27 C22 C23 118.6(8) . . ?
C27 C22 C21 122.2(8) . . ?
C23 C22 C21 119.1(8) . . ?
C22 C23 C24 120.7(9) . . ?
C25 C24 C23 118.8(9) . . ?
C24 C25 C26 123.4(9) . . ?
C24 C25 N7 118.9(11) . . ?
C26 C25 N7 117.7(11) . . ?
C25 C26 C27 116.5(9) . . ?
C22 C27 C26 121.9(9) . . ?
O5 N7 O6 124.4(12) . . ?
O5 N7 C25 118.4(12) . . ?
O6 N7 C25 117.2(12) . . ?
C28 N8 C37 108.7(6) . . ?
C28 N8 C46 109.8(6) . . ?
C37 N8 C46 110.8(6) . . ?
N8 C28 C29 113.9(6) . . ?
N9 C29 C28 110.8(6) . . ?
C30 N9 C29 112.2(6) . . ?
N9 C30 C31 114.0(7) . . ?
C32 C31 C36 119.4(7) . . ?
C32 C31 C30 123.4(7) . . ?
C36 C31 C30 117.2(8) . . ?
C31 C32 C33 120.3(8) . . ?
C34 C33 C32 118.9(8) . . ?
C33 C34 C35 122.1(8) . . ?
C33 C34 N10 117.6(10) . . ?
C35 C34 N10 120.3(9) . . ?
C36 C35 C34 118.1(8) . . ?
C35 C36 C31 121.1(8) . . ?
O7 N10 O8 123.3(9) . . ?
O7 N10 C34 119.7(9) . . ?
O8 N10 C34 117.0(10) . . ?
N8 C37 C38 113.0(6) . . ?
N11 C38 C37 112.4(6) . . ?
C38 N11 C39 110.3(6) . . ?
C40 C39 N11 116.6(7) . . ?
C45 C40 C41 117.7(9) . . ?
C45 C40 C39 126.2(8) . . ?
C41 C40 C39 116.2(9) . . ?
C42 C41 C40 121.1(11) . . ?
C43 C42 C41 120.2(11) . . ?
C42 C43 C44 120.4(9) . . ?
C42 C43 N12A 117.2(12) . . ?
C44 C43 N12A 122.4(13) . . ?
C42 C43 N12B 117.2(12) . . ?
C44 C43 N12B 122.4(13) . . ?
N12A C43 N12B 0.1(8) . . ?
C43 C44 C45 118.6(11) . . ?
C40 C45 C44 121.8(10) . . ?
O9 N12A O10A 120.7(14) . . ?
O9 N12A O10B 136.3(17) . . ?
O10A N12A O10B 18.5(19) . . ?
O9 N12A C43 118.0(11) . . ?
O10A N12A C43 120.6(14) . . ?
O10B N12A C43 105.6(16) . . ?
O9 N12B O10A 120.7(14) . . ?
O9 N12B O10B 136.3(17) . . ?
O10A N12B O10B 18.5(19) . . ?
O9 N12B C43 118.0(11) . . ?
O10A N12B C43 120.6(14) . . ?
O10B N12B C43 105.6(16) . . ?
N12B O9 N12A 0.1(9) . . ?
N12B O10A N12A 0.1(9) . . ?
N12A O10B N12B 0.1(9) . . ?
N8 C46 C47 112.3(7) . . ?
N13 C47 C46 112.7(7) . . ?
C54 N13 C47 113.1(6) . . ?
C49 C48 C53 118.8(8) . . ?
C49 C48 C54 119.3(9) . . ?
C53 C48 C54 121.9(9) . . ?
C48 C49 C50 120.9(9) . . ?
C51 C50 C49 118.8(9) . . ?
C50 C51 C52 122.1(9) . . ?
C50 C51 N14 119.6(9) . . ?
C52 C51 N14 118.3(9) . . ?
C51 C52 C53 118.8(9) . . ?
C48 C53 C52 120.5(9) . . ?
N13 C54 C48 113.4(7) . . ?
O11 N14 O12 121.5(10) . . ?
O11 N14 C51 120.8(10) . . ?
O12 N14 C51 117.7(10) . . ?

_refine_diff_density_max         0.432
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_2L1H6_3SO4_8H2O_3DMF
_audit_block_doi                 10.5517/cc1kn84m
_database_code_depnum_ccdc_archive 'CCDC 1449440'
_audit_update_record             
;
2016-05-19 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C27 H33 N7 O6), 3(O4 S), 3(C3 H7 N O), 0.5(H4O2), 7(H2O)'
_chemical_formula_sum            'C63 H103 N17 O35 S3'
_chemical_formula_weight         1754.786

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   15.3493(11)
_cell_length_b                   15.4384(13)
_cell_length_c                   21.0130(16)
_cell_angle_alpha                84.839(6)
_cell_angle_beta                 75.566(5)
_cell_angle_gamma                61.549(5)
_cell_volume                     4237.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2356
_cell_measurement_theta_min      3.57
_cell_measurement_theta_max      20.56

_exptl_crystal_description       plate
_exptl_crystal_colour            'yellowish white'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             1832.0
_exptl_transmission_factor_min   0.950
_exptl_transmission_factor_max   0.965
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.177
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD and area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25922
_diffrn_reflns_av_unetI/netI     0.0725
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.001
_diffrn_reflns_theta_max         19.056
_diffrn_reflns_theta_full        19.056
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             6719
_reflns_number_gt                4731
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1671P)²+10.7458P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6719
_refine_ls_number_parameters     1013
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1012
_refine_ls_R_factor_gt           0.0749
_refine_ls_wR_factor_ref         0.2383
_refine_ls_wR_factor_gt          0.2137
_refine_ls_goodness_of_fit_ref   0.895
_refine_ls_restrained_S_all      0.894
_refine_ls_shift/su_max          0.006
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.98914(17) 0.28520(17) 0.15657(11) 0.0528(7) Uani 1 1 d . . . . .
O15 O 0.9686(5) 0.3246(5) 0.0940(3) 0.090(2) Uani 1 1 d . . . . .
O16 O 0.9046(4) 0.2672(4) 0.1939(3) 0.0647(16) Uani 1 1 d . . . . .
O17 O 1.0846(5) 0.1907(5) 0.1477(4) 0.098(2) Uani 1 1 d . . . . .
O18 O 1.0018(4) 0.3544(4) 0.1928(3) 0.0618(16) Uani 1 1 d . . . . .
S2 S 0.46047(16) 0.32053(17) 0.15624(10) 0.0505(7) Uani 1 1 d . . . . .
O19 O 0.5038(4) 0.3874(4) 0.1595(3) 0.0790(19) Uani 1 1 d . . . . .
O20 O 0.5050(4) 0.2354(4) 0.1950(3) 0.0831(19) Uani 1 1 d . . . . .
O21 O 0.4799(5) 0.2894(6) 0.0889(3) 0.100(2) Uani 1 1 d . . . . .
O22 O 0.3495(4) 0.3746(4) 0.1837(2) 0.0566(15) Uani 1 1 d . . . . .
S3 S 0.04435(16) 0.18762(15) 0.83383(10) 0.0494(7) Uani 1 1 d . . . . .
O23 O 0.0088(4) 0.1883(4) 0.9051(2) 0.0675(17) Uani 1 1 d . . . . .
O24 O -0.0408(4) 0.2475(5) 0.8039(3) 0.086(2) Uani 1 1 d . . . . .
O25 O 0.0983(4) 0.0855(3) 0.8064(2) 0.0495(14) Uani 1 1 d . . . . .
O26 O 0.1196(5) 0.2256(4) 0.8175(3) 0.086(2) Uani 1 1 d . . . . .
N1 N 0.1490(4) 0.4855(4) 0.0851(3) 0.0373(16) Uani 1 1 d . . . . .
C1 C 0.2403(6) 0.4996(6) 0.0594(3) 0.046(2) Uani 1 1 d . . . . .
H1A H 0.2470 0.5113 0.0127 0.055 Uiso 1 1 calc R U . . .
H1B H 0.3001 0.4391 0.0645 0.055 Uiso 1 1 calc R U . . .
C2 C 0.2386(6) 0.5843(6) 0.0928(4) 0.047(2) Uani 1 1 d . . . . .
H2B H 0.3000 0.5892 0.0722 0.056 Uiso 1 1 calc R U . . .
H2A H 0.1808 0.6455 0.0858 0.056 Uiso 1 1 calc R U . . .
N2 N 0.2317(4) 0.5729(4) 0.1641(3) 0.0439(17) Uani 1 1 d . . . . .
H2N H 0.2069 0.5379 0.1878 0.053 Uiso 1 1 calc R U . . .
C3 C 0.2731(6) 0.6291(6) 0.1905(4) 0.057(2) Uani 1 1 d . . . . .
H3A H 0.2407 0.6970 0.1773 0.068 Uiso 1 1 calc R U . . .
H3B H 0.3456 0.6013 0.1707 0.068 Uiso 1 1 calc R U . . .
C4 C 0.2573(6) 0.6283(7) 0.2643(4) 0.050(2) Uani 1 1 d . . . . .
C5 C 0.3105(7) 0.5442(8) 0.2950(5) 0.078(3) Uani 1 1 d . . . . .
H5 H 0.3537 0.4857 0.2704 0.094 Uiso 1 1 calc R U . . .
C6 C 0.3012(8) 0.5450(8) 0.3618(5) 0.084(3) Uani 1 1 d . . . . .
H6 H 0.3391 0.4883 0.3825 0.101 Uiso 1 1 calc R U . . .
C7 C 0.2341(8) 0.6318(9) 0.3973(4) 0.067(3) Uani 1 1 d . . . . .
C8 C 0.1793(8) 0.7148(8) 0.3686(5) 0.093(4) Uani 1 1 d . . . . .
H8 H 0.1336 0.7725 0.3936 0.111 Uiso 1 1 calc R U . . .
C9 C 0.1919(8) 0.7128(8) 0.3020(6) 0.088(3) Uani 1 1 d . . . . .
H9 H 0.1552 0.7703 0.2816 0.105 Uiso 1 1 calc R U . . .
N3 N 0.2233(7) 0.6323(7) 0.4706(5) 0.093(3) Uani 1 1 d D . . . .
O1 O 0.2961(8) 0.5792(7) 0.4910(4) 0.117(3) Uani 1 1 d . . . . .
O2A O 0.1610(15) 0.7109(11) 0.4993(10) 0.158(8) Uiso 0.5 1 d D . P A 1
O2B O 0.1369(7) 0.6725(10) 0.5053(5) 0.064(3) Uiso 0.5 1 d D . P A 2
C10 C 0.1714(6) 0.3883(6) 0.0599(4) 0.048(2) Uani 1 1 d . . . . .
H10A H 0.2008 0.3826 0.0129 0.058 Uiso 1 1 calc R U . . .
H10B H 0.1078 0.3857 0.0666 0.058 Uiso 1 1 calc R U . . .
C11 C 0.2431(6) 0.3020(6) 0.0923(4) 0.048(2) Uani 1 1 d . . . . .
H11A H 0.2509 0.2415 0.0756 0.057 Uiso 1 1 calc R U . . .
H11B H 0.3095 0.2994 0.0811 0.057 Uiso 1 1 calc R U . . .
N4 N 0.2053(5) 0.3088(4) 0.1650(3) 0.0469(17) Uani 1 1 d . . . . .
H4N H 0.1537 0.3596 0.1864 0.056 Uiso 1 1 calc R U . . .
C12 C 0.2678(7) 0.2173(6) 0.1957(4) 0.057(2) Uani 1 1 d . . . . .
H12B H 0.3385 0.2033 0.1822 0.068 Uiso 1 1 calc R U . . .
H12A H 0.2630 0.1631 0.1797 0.068 Uiso 1 1 calc R U . . .
C13 C 0.2358(7) 0.2232(6) 0.2691(4) 0.055(2) Uani 1 1 d . . . . .
C14A C 0.1709(15) 0.1930(15) 0.2959(9) 0.050(5) Uiso 0.5 1 d . . P B 1
H14A H 0.1435 0.1711 0.2702 0.060 Uiso 0.5 1 calc R U P B 1
C15A C 0.1416(16) 0.1938(17) 0.3655(10) 0.065(6) Uiso 0.5 1 d . . P B 1
H15A H 0.0979 0.1681 0.3854 0.078 Uiso 0.5 1 calc R U P B 1
C14B C 0.1284(14) 0.2374(15) 0.3055(8) 0.047(5) Uiso 0.5 1 d . . P B 2
H14B H 0.0828 0.2430 0.2814 0.057 Uiso 0.5 1 calc R U P B 2
C15B C 0.1009(16) 0.2417(16) 0.3710(9) 0.056(6) Uiso 0.5 1 d . . P B 2
H15B H 0.0367 0.2509 0.3938 0.067 Uiso 0.5 1 calc R U P B 2
C16 C 0.1761(8) 0.2313(7) 0.4040(4) 0.062(2) Uani 1 1 d . . . . .
C17 C 0.2593(7) 0.2450(7) 0.3748(5) 0.071(3) Uani 1 1 d . . . . .
H17 H 0.2952 0.2562 0.3998 0.085 Uiso 1 1 calc R U . . .
C18 C 0.2880(6) 0.2412(6) 0.3056(4) 0.061(2) Uani 1 1 d . . . . .
H18 H 0.3433 0.2512 0.2845 0.073 Uiso 1 1 calc R U . . .
N5 N 0.1452(9) 0.2334(7) 0.4766(5) 0.087(3) Uani 1 1 d . . . . .
O3 O 0.0779(8) 0.2168(8) 0.5020(4) 0.140(4) Uani 1 1 d . . . . .
O4 O 0.1902(7) 0.2530(6) 0.5079(4) 0.115(3) Uani 1 1 d . . . . .
C19 C 0.0594(6) 0.5657(6) 0.0650(4) 0.044(2) Uani 1 1 d . . . . .
H19A H 0.0702 0.5605 0.0177 0.052 Uiso 1 1 calc R U . . .
H19B H 0.0541 0.6283 0.0753 0.052 Uiso 1 1 calc R U . . .
C20 C -0.0393(6) 0.5657(6) 0.0971(3) 0.047(2) Uani 1 1 d . . . . .
H20B H -0.0338 0.5025 0.0881 0.057 Uiso 1 1 calc R U . . .
H20A H -0.0929 0.6162 0.0781 0.057 Uiso 1 1 calc R U . . .
N6 N -0.0682(4) 0.5841(4) 0.1701(3) 0.0433(17) Uani 1 1 d . . . . .
H6N H -0.0333 0.5950 0.1916 0.052 Uiso 1 1 calc R U . . .
C21 C -0.1659(6) 0.5811(6) 0.2008(4) 0.054(2) Uani 1 1 d . . . . .
H21B H -0.1585 0.5179 0.1897 0.065 Uiso 1 1 calc R U . . .
H21A H -0.2198 0.6319 0.1822 0.065 Uiso 1 1 calc R U . . .
C22 C -0.1968(7) 0.5959(7) 0.2743(4) 0.050(2) Uani 1 1 d . . . . .
C23 C -0.1490(6) 0.5185(7) 0.3127(5) 0.055(2) Uani 1 1 d . . . . .
H23 H -0.0971 0.4585 0.2931 0.066 Uiso 1 1 calc R U . . .
C24 C -0.1791(7) 0.5306(7) 0.3813(5) 0.056(2) Uani 1 1 d . . . . .
H24 H -0.1462 0.4797 0.4078 0.067 Uiso 1 1 calc R U . . .
C25 C -0.2587(7) 0.6198(8) 0.4090(4) 0.055(2) Uani 1 1 d . . . . .
C26 C -0.3081(7) 0.6957(7) 0.3726(5) 0.061(2) Uani 1 1 d . . . . .
H26 H -0.3616 0.7548 0.3924 0.073 Uiso 1 1 calc R U . . .
C27 C -0.2768(7) 0.6832(8) 0.3047(5) 0.065(3) Uani 1 1 d . . . . .
H27 H -0.3105 0.7347 0.2789 0.078 Uiso 1 1 calc R U . . .
N7 N -0.2905(8) 0.6313(8) 0.4824(4) 0.076(2) Uani 1 1 d . . . . .
O5 O -0.2311(7) 0.5727(6) 0.5139(3) 0.096(2) Uani 1 1 d . . . . .
O6 O -0.3715(6) 0.7014(7) 0.5066(3) 0.104(3) Uani 1 1 d . . . . .
N8 N 0.1778(4) 0.8651(4) 0.9136(3) 0.0367(15) Uani 1 1 d . . . . .
C28 C 0.1846(5) 0.9510(6) 0.9331(3) 0.042(2) Uani 1 1 d . . . . .
H28A H 0.1833 0.9484 0.9796 0.050 Uiso 1 1 calc R U . . .
H28B H 0.1257 1.0110 0.9262 0.050 Uiso 1 1 calc R U . . .
C29 C 0.2820(6) 0.9539(6) 0.8940(3) 0.047(2) Uani 1 1 d . . . . .
H29A H 0.2837 1.0105 0.9091 0.056 Uiso 1 1 calc R U . . .
H29B H 0.3410 0.8950 0.9022 0.056 Uiso 1 1 calc R U . . .
N9 N 0.2875(4) 0.9599(4) 0.8226(3) 0.0447(17) Uani 1 1 d . . . . .
H9N H 0.2525 0.9443 0.8042 0.054 Uiso 1 1 calc R U . . .
C30 C 0.3593(6) 0.9957(6) 0.7861(4) 0.055(2) Uani 1 1 d . . . . .
H30A H 0.4258 0.9548 0.7953 0.066 Uiso 1 1 calc R U . . .
H30B H 0.3355 1.0627 0.8009 0.066 Uiso 1 1 calc R U . . .
C31 C 0.3683(7) 0.9932(7) 0.7131(4) 0.046(2) Uani 1 1 d . . . . .
C32 C 0.4488(7) 0.9183(7) 0.6738(5) 0.065(3) Uani 1 1 d . . . . .
H32 H 0.4990 0.8688 0.6924 0.079 Uiso 1 1 calc R U . . .
C33 C 0.4578(7) 0.9140(8) 0.6072(5) 0.070(3) Uani 1 1 d . . . . .
H33 H 0.5134 0.8624 0.5808 0.084 Uiso 1 1 calc R U . . .
C34 C 0.3847(8) 0.9860(8) 0.5809(4) 0.060(2) Uani 1 1 d . . . . .
C35 C 0.3019(8) 1.0639(8) 0.6168(5) 0.077(3) Uani 1 1 d . . . . .
H35 H 0.2521 1.1126 0.5976 0.092 Uiso 1 1 calc R U . . .
C36 C 0.2961(8) 1.0663(8) 0.6840(5) 0.076(3) Uani 1 1 d . . . . .
H36 H 0.2417 1.1190 0.7101 0.091 Uiso 1 1 calc R U . . .
N10 N 0.3953(7) 0.9811(7) 0.5085(5) 0.091(3) Uani 1 1 d D . . . .
O7 O 0.4682(7) 0.9150(7) 0.4758(4) 0.112(3) Uani 1 1 d . . . . .
O8A O 0.3461(10) 1.0581(7) 0.4835(6) 0.078(4) Uiso 0.5 1 d D . P C 1
O8B O 0.3163(9) 1.0229(14) 0.4897(8) 0.126(6) Uiso 0.5 1 d D . P C 2
C37 C 0.0709(5) 0.8824(6) 0.9349(4) 0.043(2) Uani 1 1 d . . . . .
H37A H 0.0444 0.9051 0.9806 0.052 Uiso 1 1 calc R U . . .
H37B H 0.0703 0.8203 0.9322 0.052 Uiso 1 1 calc R U . . .
C38 C 0.0009(5) 0.9569(6) 0.8946(4) 0.045(2) Uani 1 1 d . . . . .
H38A H -0.0661 0.9609 0.9094 0.053 Uiso 1 1 calc R U . . .
H38B H -0.0062 1.0213 0.9021 0.053 Uiso 1 1 calc R U . . .
N11 N 0.0394(4) 0.9310(4) 0.8228(3) 0.0424(16) Uani 1 1 d . . . . .
H11N H 0.0993 0.8849 0.8056 0.051 Uiso 1 1 calc R U . . .
C39 C -0.0366(6) 0.9931(6) 0.7839(4) 0.054(2) Uani 1 1 d . . . . .
H39A H -0.0655 1.0618 0.7971 0.065 Uiso 1 1 calc R U . . .
H39B H -0.0915 0.9759 0.7936 0.065 Uiso 1 1 calc R U . . .
C40 C 0.0090(6) 0.9807(7) 0.7118(4) 0.046(2) Uani 1 1 d . . . . .
C41 C 0.0384(8) 1.0458(8) 0.6778(5) 0.075(3) Uani 1 1 d . . . . .
H41 H 0.0320 1.0981 0.7007 0.090 Uiso 1 1 calc R U . . .
C42 C 0.0767(8) 1.0370(8) 0.6116(6) 0.089(3) Uani 1 1 d . . . . .
H42 H 0.0952 1.0828 0.5894 0.107 Uiso 1 1 calc R U . . .
C43 C 0.0870(7) 0.9609(11) 0.5796(4) 0.078(3) Uani 1 1 d . . . . .
C44 C 0.0597(9) 0.8920(10) 0.6104(6) 0.098(4) Uani 1 1 d . . . . .
H44 H 0.0665 0.8400 0.5870 0.117 Uiso 1 1 calc R U . . .
C45 C 0.0224(7) 0.9034(9) 0.6764(5) 0.078(3) Uani 1 1 d . . . . .
H45 H 0.0053 0.8568 0.6986 0.094 Uiso 1 1 calc R U . . .
N12 N 0.1274(7) 0.9505(7) 0.5056(5) 0.112(3) Uani 1 1 d D . . . .
O9A O 0.1645(13) 0.8682(8) 0.4810(8) 0.109(5) Uiso 0.5 1 d D . P D 1
O10A O 0.1891(11) 0.9810(13) 0.4847(9) 0.138(6) Uiso 0.5 1 d D . P D 1
O9B O 0.1031(15) 0.9086(14) 0.4724(8) 0.144(7) Uiso 0.5 1 d D . P D 2
O10B O 0.1123(14) 1.0256(10) 0.4753(7) 0.124(6) Uiso 0.5 1 d D . P D 2
C46 C 0.2447(6) 0.7776(6) 0.9438(4) 0.045(2) Uani 1 1 d . . . . .
H46A H 0.2204 0.7872 0.9911 0.054 Uiso 1 1 calc R U . . .
H46B H 0.3124 0.7723 0.9324 0.054 Uiso 1 1 calc R U . . .
C47 C 0.2536(6) 0.6816(6) 0.9250(4) 0.050(2) Uani 1 1 d . . . . .
H47A H 0.2959 0.6296 0.9500 0.060 Uiso 1 1 calc R U . . .
H47B H 0.1863 0.6859 0.9369 0.060 Uiso 1 1 calc R U . . .
N13 N 0.2974(5) 0.6546(5) 0.8542(3) 0.0509(18) Uani 1 1 d . . . . .
H13N H 0.3160 0.6888 0.8247 0.061 Uiso 1 1 calc R U . . .
C48 C 0.3040(7) 0.5567(7) 0.8428(4) 0.072(3) Uani 1 1 d . . . . .
H48A H 0.3391 0.5104 0.8735 0.086 Uiso 1 1 calc R U . . .
H48B H 0.2354 0.5644 0.8521 0.086 Uiso 1 1 calc R U . . .
C49 C 0.3578(7) 0.5145(7) 0.7747(5) 0.059(2) Uani 1 1 d . . . . .
C50 C 0.4516(9) 0.4292(9) 0.7643(6) 0.086(3) Uani 1 1 d . . . . .
H50 H 0.4808 0.4019 0.7998 0.103 Uiso 1 1 calc R U . . .
C51 C 0.5025(8) 0.3839(8) 0.7026(6) 0.085(3) Uani 1 1 d . . . . .
H51 H 0.5652 0.3273 0.6966 0.102 Uiso 1 1 calc R U . . .
C52 C 0.4591(8) 0.4238(9) 0.6507(6) 0.069(3) Uani 1 1 d . . . . .
C53 C 0.3672(9) 0.5086(10) 0.6586(5) 0.078(3) Uani 1 1 d . . . . .
H53 H 0.3391 0.5362 0.6227 0.093 Uiso 1 1 calc R U . . .
C54 C 0.3169(7) 0.5524(7) 0.7213(6) 0.072(3) Uani 1 1 d . . . . .
H54 H 0.2540 0.6089 0.7270 0.087 Uiso 1 1 calc R U . . .
N14 N 0.5059(9) 0.3802(9) 0.5842(6) 0.097(3) Uani 1 1 d . . . . .
O11 O 0.5840(8) 0.3023(9) 0.5784(4) 0.141(4) Uani 1 1 d . . . . .
O12 O 0.4680(8) 0.4210(8) 0.5394(5) 0.136(4) Uani 1 1 d . . . . .
O13 O 0.0929(4) 0.5028(4) 0.2461(3) 0.0570(15) Uani 1 1 d . . . . .
N15 N 0.0359(5) 0.5634(6) 0.3521(3) 0.0581(19) Uani 1 1 d . . . . .
C55 C -0.0272(7) 0.6635(7) 0.3372(4) 0.066(3) Uani 1 1 d . . . . .
H55C H -0.0136 0.6706 0.2904 0.099 Uiso 1 1 calc R U . . .
H55A H -0.0126 0.7069 0.3574 0.099 Uiso 1 1 calc R U . . .
H55B H -0.0977 0.6800 0.3537 0.099 Uiso 1 1 calc R U . . .
C56 C 0.0327(7) 0.5419(8) 0.4223(4) 0.084(3) Uani 1 1 d . . . . .
H56A H -0.0329 0.5480 0.4441 0.127 Uiso 1 1 calc R U . . .
H56B H 0.0445 0.5877 0.4422 0.127 Uiso 1 1 calc R U . . .
H56C H 0.0846 0.4760 0.4262 0.127 Uiso 1 1 calc R U . . .
C57 C 0.0899(6) 0.4930(7) 0.3044(6) 0.059(2) Uani 1 1 d . . . . .
H57 H 0.1294 0.4298 0.3174 0.071 Uiso 1 1 calc R U . . .
O14 O 0.2682(4) 0.8193(4) 0.7505(3) 0.0628(17) Uani 1 1 d . . . . .
N16 N 0.3664(6) 0.7482(6) 0.6501(3) 0.065(2) Uani 1 1 d . . . . .
C58 C 0.3718(8) 0.7403(9) 0.5799(5) 0.105(4) Uani 1 1 d . . . . .
H58B H 0.3051 0.7792 0.5719 0.158 Uiso 1 1 calc R U . . .
H58C H 0.3969 0.6726 0.5677 0.158 Uiso 1 1 calc R U . . .
H58A H 0.4170 0.7639 0.5544 0.158 Uiso 1 1 calc R U . . .
C59 C 0.4582(8) 0.6847(8) 0.6725(5) 0.090(3) Uani 1 1 d . . . . .
H59B H 0.4484 0.7017 0.7175 0.135 Uiso 1 1 calc R U . . .
H59A H 0.5142 0.6930 0.6457 0.135 Uiso 1 1 calc R U . . .
H59C H 0.4729 0.6172 0.6691 0.135 Uiso 1 1 calc R U . . .
C60 C 0.2825(8) 0.8101(7) 0.6920(6) 0.069(3) Uani 1 1 d . . . . .
H60 H 0.2278 0.8517 0.6738 0.082 Uiso 1 1 calc R U . . .
O27 O 0.2591(8) 0.0447(7) 0.0709(6) 0.176(4) Uani 1 1 d . . . . .
O28 O 0.5192(7) 0.5081(7) 0.0558(5) 0.164(4) Uani 1 1 d . . . . .
O30 O 0.2799(7) 0.8550(7) 0.1060(5) 0.165(4) Uani 1 1 d . . . . .
O31A O 0.6345(13) 0.7883(12) 0.1027(8) 0.114(5) Uiso 0.5 1 d . . P E 1
O31B O 0.6433(13) 0.6739(13) 0.1000(8) 0.135(6) Uiso 0.5 1 d . . P F 2
O32 O 0.1243(5) 0.1993(5) 0.9828(3) 0.098(2) Uani 1 1 d . . . . .
O29 O 0.4678(10) 0.7046(9) 0.0478(5) 0.199(5) Uani 1 1 d . . . . .
O33A O 0.493(2) 0.041(2) 0.0654(15) 0.212(10) Uiso 0.5 1 d . . P G 1
O34A O 0.710(2) 0.792(2) 0.1079(13) 0.202(9) Uiso 0.5 1 d . . P H 1
O33B O 0.509(3) 0.027(3) 0.002(2) 0.239(13) Uiso 0.5 1 d . . P I 2
O34B O 0.6839(16) 0.8391(17) 0.0533(11) 0.165(7) Uiso 0.5 1 d . . P J 2


_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
S1 O15 1.442(6) . ?
S1 O16 1.474(5) . ?
S1 O18 1.475(5) . ?
S1 O17 1.478(7) . ?
S2 O20 1.444(6) . ?
S2 O21 1.449(6) . ?
S2 O22 1.473(5) . ?
S2 O19 1.484(6) . ?
S3 O24 1.454(6) . ?
S3 O23 1.460(5) . ?
S3 O25 1.479(5) . ?
S3 O26 1.486(6) . ?
N1 C19 1.474(9) . ?
N1 C1 1.480(9) . ?
N1 C10 1.487(9) . ?
C1 C2 1.526(10) . ?
C2 N2 1.476(9) . ?
N2 C3 1.500(9) . ?
C3 C4 1.510(11) . ?
C4 C5 1.368(12) . ?
C4 C9 1.370(12) . ?
C5 C6 1.375(12) . ?
C6 C7 1.377(13) . ?
C7 C8 1.342(13) . ?
C7 N3 1.507(12) . ?
C8 C9 1.367(13) . ?
N3 O1 1.188(10) . ?
N3 O2A 1.2198(11) . ?
N3 O2B 1.2203(11) . ?
C10 C11 1.505(10) . ?
C11 N4 1.486(9) . ?
N4 C12 1.478(9) . ?
C12 C13 1.494(11) . ?
C13 C14A 1.281(19) . ?
C13 C18 1.366(11) . ?
C13 C14B 1.55(2) . ?
C14A C15A 1.42(2) . ?
C15A C16 1.36(2) . ?
C14B C15B 1.33(2) . ?
C15B C16 1.43(2) . ?
C16 C17 1.376(11) . ?
C16 N5 1.480(12) . ?
C17 C18 1.407(11) . ?
N5 O3 1.171(10) . ?
N5 O4 1.208(10) . ?
C19 C20 1.497(10) . ?
C20 N6 1.499(8) . ?
N6 C21 1.498(9) . ?
C21 C22 1.503(11) . ?
C22 C23 1.379(11) . ?
C22 C27 1.386(11) . ?
C23 C24 1.399(11) . ?
C24 C25 1.384(12) . ?
C25 C26 1.347(12) . ?
C25 N7 1.498(11) . ?
C26 C27 1.385(11) . ?
N7 O6 1.216(10) . ?
N7 O5 1.222(10) . ?
N8 C46 1.460(9) . ?
N8 C28 1.479(9) . ?
N8 C37 1.485(9) . ?
C28 C29 1.535(10) . ?
C29 N9 1.478(9) . ?
N9 C30 1.480(9) . ?
C30 C31 1.508(11) . ?
C31 C32 1.359(11) . ?
C31 C36 1.377(12) . ?
C32 C33 1.378(12) . ?
C33 C34 1.345(12) . ?
C34 C35 1.364(12) . ?
C34 N10 1.494(12) . ?
C35 C36 1.396(12) . ?
N10 O7 1.191(9) . ?
N10 O8B 1.2202(11) . ?
N10 O8A 1.2203(11) . ?
C37 C38 1.515(10) . ?
C38 N11 1.493(9) . ?
N11 C39 1.488(9) . ?
C39 C40 1.489(11) . ?
C40 C45 1.366(12) . ?
C40 C41 1.367(12) . ?
C41 C42 1.359(12) . ?
C42 C43 1.331(14) . ?
C43 C44 1.375(14) . ?
C43 N12 1.515(12) . ?
C44 C45 1.354(13) . ?
N12 O9B 1.2197(11) . ?
N12 O10B 1.2198(11) . ?
N12 O10A 1.2200(11) . ?
N12 O9A 1.2201(11) . ?
C46 C47 1.502(10) . ?
C47 N13 1.478(9) . ?
N13 C48 1.503(10) . ?
C48 C49 1.490(12) . ?
C49 C54 1.370(12) . ?
C49 C50 1.394(13) . ?
C50 C51 1.386(13) . ?
C51 C52 1.364(13) . ?
C52 C53 1.376(13) . ?
C52 N14 1.460(14) . ?
C53 C54 1.394(12) . ?
N14 O12 1.199(11) . ?
N14 O11 1.216(12) . ?
O13 C57 1.213(10) . ?
N15 C57 1.341(11) . ?
N15 C55 1.436(11) . ?
N15 C56 1.476(10) . ?
O14 C60 1.203(10) . ?
N16 C60 1.327(11) . ?
N16 C59 1.449(11) . ?
N16 C58 1.469(11) . ?
O33B O33B 1.03(6) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O15 S1 O16 108.8(3) . . ?
O15 S1 O18 109.9(4) . . ?
O16 S1 O18 111.3(3) . . ?
O15 S1 O17 111.0(4) . . ?
O16 S1 O17 108.4(4) . . ?
O18 S1 O17 107.4(3) . . ?
O20 S2 O21 109.8(4) . . ?
O20 S2 O22 109.4(3) . . ?
O21 S2 O22 109.3(3) . . ?
O20 S2 O19 109.3(4) . . ?
O21 S2 O19 110.9(4) . . ?
O22 S2 O19 108.1(3) . . ?
O24 S3 O23 110.5(3) . . ?
O24 S3 O25 109.9(3) . . ?
O23 S3 O25 110.2(3) . . ?
O24 S3 O26 110.1(4) . . ?
O23 S3 O26 109.6(4) . . ?
O25 S3 O26 106.5(3) . . ?
C19 N1 C1 110.9(5) . . ?
C19 N1 C10 110.7(5) . . ?
C1 N1 C10 108.4(5) . . ?
N1 C1 C2 114.5(6) . . ?
N2 C2 C1 113.5(6) . . ?
C2 N2 C3 112.4(5) . . ?
N2 C3 C4 114.0(6) . . ?
C5 C4 C9 118.4(8) . . ?
C5 C4 C3 120.9(8) . . ?
C9 C4 C3 120.6(9) . . ?
C4 C5 C6 120.9(9) . . ?
C5 C6 C7 118.3(9) . . ?
C8 C7 C6 122.1(8) . . ?
C8 C7 N3 119.7(10) . . ?
C6 C7 N3 118.2(10) . . ?
C7 C8 C9 118.6(9) . . ?
C8 C9 C4 121.8(9) . . ?
O1 N3 O2A 119.7(15) . . ?
O1 N3 O2B 123.4(11) . . ?
O1 N3 C7 117.8(9) . . ?
O2A N3 C7 114.9(14) . . ?
O2B N3 C7 117.2(10) . . ?
N1 C10 C11 113.6(6) . . ?
N4 C11 C10 111.8(6) . . ?
C12 N4 C11 111.4(6) . . ?
N4 C12 C13 113.1(7) . . ?
C14A C13 C18 121.0(11) . . ?
C14A C13 C12 117.0(10) . . ?
C18 C13 C12 120.8(8) . . ?
C18 C13 C14B 116.2(9) . . ?
C12 C13 C14B 121.0(9) . . ?
C13 C14A C15A 118.8(16) . . ?
C16 C15A C14A 121.4(17) . . ?
C15B C14B C13 120.6(15) . . ?
C14B C15B C16 116.0(16) . . ?
C15A C16 C17 117.6(11) . . ?
C17 C16 C15B 124.0(10) . . ?
C15A C16 N5 121.9(12) . . ?
C17 C16 N5 118.7(9) . . ?
C15B C16 N5 115.1(11) . . ?
C16 C17 C18 117.6(8) . . ?
C13 C18 C17 121.0(8) . . ?
O3 N5 O4 122.1(10) . . ?
O3 N5 C16 119.3(10) . . ?
O4 N5 C16 118.7(10) . . ?
N1 C19 C20 114.4(6) . . ?
C19 C20 N6 112.7(5) . . ?
C21 N6 C20 111.2(5) . . ?
N6 C21 C22 113.5(6) . . ?
C23 C22 C27 119.0(8) . . ?
C23 C22 C21 119.3(8) . . ?
C27 C22 C21 121.6(9) . . ?
C22 C23 C24 119.7(8) . . ?
C25 C24 C23 118.7(8) . . ?
C26 C25 C24 122.7(8) . . ?
C26 C25 N7 119.3(9) . . ?
C24 C25 N7 118.0(10) . . ?
C25 C26 C27 118.1(8) . . ?
C26 C27 C22 121.8(8) . . ?
O6 N7 O5 124.3(9) . . ?
O6 N7 C25 117.6(10) . . ?
O5 N7 C25 118.0(9) . . ?
C46 N8 C28 108.8(5) . . ?
C46 N8 C37 110.5(5) . . ?
C28 N8 C37 110.0(5) . . ?
N8 C28 C29 112.3(6) . . ?
N9 C29 C28 111.8(6) . . ?
C29 N9 C30 113.1(5) . . ?
N9 C30 C31 111.1(6) . . ?
C32 C31 C36 117.8(8) . . ?
C32 C31 C30 120.7(8) . . ?
C36 C31 C30 121.5(8) . . ?
C31 C32 C33 121.6(8) . . ?
C34 C33 C32 118.7(8) . . ?
C33 C34 C35 123.4(8) . . ?
C33 C34 N10 118.4(9) . . ?
C35 C34 N10 118.2(10) . . ?
C34 C35 C36 116.2(9) . . ?
C31 C36 C35 122.3(9) . . ?
O7 N10 O8B 119.6(13) . . ?
O7 N10 O8A 120.5(11) . . ?
O7 N10 C34 119.5(8) . . ?
O8B N10 C34 116.2(12) . . ?
O8A N10 C34 116.4(11) . . ?
N8 C37 C38 113.8(6) . . ?
N11 C38 C37 112.5(6) . . ?
C39 N11 C38 113.1(5) . . ?
N11 C39 C40 112.4(6) . . ?
C45 C40 C41 116.8(8) . . ?
C45 C40 C39 121.1(9) . . ?
C41 C40 C39 122.1(8) . . ?
C42 C41 C40 122.4(9) . . ?
C43 C42 C41 118.1(10) . . ?
C42 C43 C44 122.9(8) . . ?
C42 C43 N12 119.1(12) . . ?
C44 C43 N12 118.0(12) . . ?
C45 C44 C43 117.0(9) . . ?
C44 C45 C40 122.7(9) . . ?
O9B N12 O10B 101.2(16) . . ?
O10A N12 O9A 106.9(14) . . ?
O9B N12 C43 120.3(13) . . ?
O10B N12 C43 117.7(12) . . ?
O10A N12 C43 114.6(12) . . ?
O9A N12 C43 116.6(12) . . ?
N8 C46 C47 116.0(6) . . ?
N13 C47 C46 113.6(6) . . ?
C47 N13 C48 107.9(6) . . ?
C49 C48 N13 113.9(7) . . ?
C54 C49 C50 117.5(8) . . ?
C54 C49 C48 123.1(9) . . ?
C50 C49 C48 119.4(10) . . ?
C51 C50 C49 121.8(10) . . ?
C52 C51 C50 118.9(10) . . ?
C51 C52 C53 121.2(9) . . ?
C51 C52 N14 122.8(11) . . ?
C53 C52 N14 116.0(12) . . ?
C52 C53 C54 118.9(10) . . ?
C49 C54 C53 121.7(9) . . ?
O12 N14 O11 124.0(11) . . ?
O12 N14 C52 120.5(12) . . ?
O11 N14 C52 115.5(12) . . ?
C57 N15 C55 120.9(7) . . ?
C57 N15 C56 122.4(8) . . ?
C55 N15 C56 116.6(7) . . ?
O13 C57 N15 127.0(8) . . ?
C60 N16 C59 120.4(8) . . ?
C60 N16 C58 122.8(9) . . ?
C59 N16 C58 116.8(8) . . ?
O14 C60 N16 128.2(9) . . ?

_refine_diff_density_max         0.671
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.066
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.139 0.677 0.645 14 1 ' '
2 0.376 0.908 0.266 173 45 ' '
3 0.624 0.092 0.734 173 46 ' '
4 0.861 0.323 0.355 14 1 ' '
_platon_squeeze_details          
;
one highly disordered C3H7NO molecule is accounted for using the Platon SQUEEZE function.
A total of 93 electrons were removed from the unit-cell contents by SQUEEZE, which implies  
that 93/2 = 46 of the squeezed-out electrons associated with the formula unit in 1b complex 
of triclinic space group P-1 with Z = 2. As one DMF molecule contains 40 electrons,so it 
implies the contributions of 46/40 = 1 DMF molecule was removed from the Formula unit
by the SQUEEZE process.
;
####################################################################### 
# 
# 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_L2H3_F3
_audit_block_doi                 10.5517/cc1kn85n
_database_code_depnum_ccdc_archive 'CCDC 1449441'
_audit_update_record             
;
2016-05-19 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H36 Br3 N4, 7(F)'
_chemical_formula_sum            'C27 H36 Br3 F7 N4'
_chemical_formula_weight         789.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3'
_space_group_name_Hall           'R 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   15.1064(3)
_cell_length_b                   15.1064(3)
_cell_length_c                   12.4344(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2457.41(16)
_cell_formula_units_Z            3
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3711
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      23.00

_exptl_crystal_description       block
_exptl_crystal_colour            'whitish yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_F_000             1182.0
_exptl_transmission_factor_min   0.352
_exptl_transmission_factor_max   0.472
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    3.757
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13573
_diffrn_reflns_av_unetI/netI     0.0996
_diffrn_reflns_av_R_equivalents  0.1634
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.260
_diffrn_reflns_theta_max         28.505
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2681
_reflns_number_gt                1648
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.947
_reflns_Friedel_fraction_max     0.941
_reflns_Friedel_fraction_full    0.995

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0659P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 673 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.010(19)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2681
_refine_ls_number_parameters     124
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1319
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   0.891
_refine_ls_restrained_S_all      0.891
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.22131(7) 0.08943(7) 0.24759(5) 0.0648(3) Uani 1 1 d . . . . .
F1 F 0.0000 0.0000 0.6959(4) 0.0426(17) Uani 1 3 d S T P . .
F2 F 0.2821(6) 0.0520(6) 0.8084(5) 0.097(2) Uani 1 1 d . . . . .
F3 F 0.2713(6) 0.9177(5) 0.6777(5) 0.093(2) Uani 1 1 d . . . . .
N1 N 0.0000 0.0000 0.9382(7) 0.042(3) Uani 1 3 d S T P . .
C1 C 0.1018(7) 0.0772(7) 0.9725(5) 0.051(2) Uani 1 1 d . . . . .
H1B H 0.1451 0.0468 0.9760 0.061 Uiso 1 1 calc R U . . .
H1A H 0.0978 0.1003 1.0442 0.061 Uiso 1 1 calc R U . . .
C2 C 0.1500(7) 0.1681(7) 0.8977(5) 0.051(2) Uani 1 1 d . . . . .
H2A H 0.1057 0.1973 0.8922 0.061 Uiso 1 1 calc R U . . .
H2B H 0.2146 0.2199 0.9277 0.061 Uiso 1 1 calc R U . . .
N2 N 0.1678(5) 0.1398(5) 0.7877(4) 0.0440(15) Uani 1 1 d . . . . .
H2D H 0.2062 0.1105 0.7931 0.053 Uiso 1 1 calc R U . . .
H2C H 0.1081 0.0942 0.7592 0.053 Uiso 1 1 calc R U . . .
C3 C 0.2192(7) 0.2297(6) 0.7148(6) 0.050(2) Uani 1 1 d . . . . .
H3B H 0.2885 0.2747 0.7395 0.060 Uiso 1 1 calc R U . . .
H3A H 0.1830 0.2676 0.7165 0.060 Uiso 1 1 calc R U . . .
C4 C 0.2215(7) 0.1961(7) 0.6003(6) 0.0474(19) Uani 1 1 d . . . . .
C5 C 0.2986(7) 0.1806(7) 0.5632(6) 0.054(2) Uani 1 1 d . . . . .
H5 H 0.3515 0.1915 0.6094 0.065 Uiso 1 1 calc R U . . .
C6 C 0.2995(7) 0.1494(8) 0.4596(6) 0.056(2) Uani 1 1 d . . . . .
H6 H 0.3529 0.1406 0.4357 0.067 Uiso 1 1 calc R U . . .
C7 C 0.2204(7) 0.1315(6) 0.3918(5) 0.0469(19) Uani 1 1 d . . . . .
C8 C 0.1420(7) 0.1466(7) 0.4255(6) 0.053(2) Uani 1 1 d . . . . .
H8 H 0.0899 0.1360 0.3784 0.063 Uiso 1 1 calc R U . . .
C9 C 0.1416(6) 0.1777(7) 0.5303(6) 0.0506(19) Uani 1 1 d . . . . .
H9 H 0.0880 0.1864 0.5541 0.061 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C7 1.904(7) . ?
N1 C1 1.454(9) 3 ?
N1 C1 1.454(8) 2 ?
N1 C1 1.454(9) . ?
C1 C2 1.511(12) . ?
C2 N2 1.498(9) . ?
N2 C3 1.489(10) . ?
C3 C4 1.517(10) . ?
C4 C5 1.376(12) . ?
C4 C9 1.400(11) . ?
C5 C6 1.373(11) . ?
C6 C7 1.374(12) . ?
C7 C8 1.379(12) . ?
C8 C9 1.386(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C1 111.8(4) 3 2 ?
C1 N1 C1 111.8(4) 3 . ?
C1 N1 C1 111.8(4) 2 . ?
N1 C1 C2 112.6(6) . . ?
N2 C2 C1 112.1(7) . . ?
C3 N2 C2 112.4(6) . . ?
N2 C3 C4 110.7(6) . . ?
C5 C4 C9 118.5(7) . . ?
C5 C4 C3 122.4(7) . . ?
C9 C4 C3 119.2(8) . . ?
C6 C5 C4 121.8(7) . . ?
C5 C6 C7 119.1(8) . . ?
C6 C7 C8 120.9(7) . . ?
C6 C7 Br1 119.6(6) . . ?
C8 C7 Br1 119.5(6) . . ?
C7 C8 C9 119.5(7) . . ?
C8 C9 C4 120.1(8) . . ?

_refine_diff_density_max         0.481
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_2L2H6_3SO4_8H2O_4DMF
_audit_block_doi                 10.5517/cc1kn86p
_database_code_depnum_ccdc_archive 'CCDC 1449442'
_audit_update_record             
;
2016-05-19 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C27 H36 Br3 N4), 3(O4 S), 4(C3 H7 N O), 0.5(H4O2), 7(H2O)'
_chemical_formula_sum            'C66 H116 Br6 N12 O24 S3'
_chemical_formula_weight         2030.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   15.3545(17)
_cell_length_b                   15.5993(18)
_cell_length_c                   21.362(2)
_cell_angle_alpha                83.354(6)
_cell_angle_beta                 72.763(6)
_cell_angle_gamma                62.704(6)
_cell_volume                     4341.4(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4500
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      13.17

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_F_000             1996.0
_exptl_transmission_factor_min   0.452
_exptl_transmission_factor_max   0.592
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    2.910
_shelx_estimated_absorpt_T_min   0.486
_shelx_estimated_absorpt_T_max   0.622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38150
_diffrn_reflns_av_unetI/netI     0.2498
_diffrn_reflns_av_R_equivalents  0.0929
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.553
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measured_fraction_theta_full 0.857
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_Laue_measured_fraction_full 0.857
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_point_group_measured_fraction_full 0.857
_reflns_number_total             14721
_reflns_number_gt                4507
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1020P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14721
_refine_ls_number_parameters     803
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.2168
_refine_ls_R_factor_gt           0.0843
_refine_ls_wR_factor_ref         0.2540
_refine_ls_wR_factor_gt          0.2171
_refine_ls_goodness_of_fit_ref   0.837
_refine_ls_restrained_S_all      0.837
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.15487(13) 0.91710(10) -0.01622(6) 0.1273(6) Uani 1 1 d . . . . .
Br2 Br 0.41368(11) 0.63836(10) -0.02580(6) 0.1164(6) Uani 1 1 d . . . . .
N1 N 0.1802(5) 0.8439(4) 0.4002(3) 0.0363(18) Uani 1 1 d . . . . .
N2 N 0.0396(5) 0.9400(5) 0.3186(4) 0.057(2) Uani 1 1 d . . . . .
H2A H 0.0457 0.9998 0.3104 0.068 Uiso 1 1 calc R U . . .
H2B H 0.1068 0.8873 0.3018 0.068 Uiso 1 1 calc R U . . .
N3 N 0.2803(5) 0.6764(4) 0.3104(3) 0.049(2) Uani 1 1 d . . . . .
H3A H 0.2992 0.7279 0.2941 0.059 Uiso 1 1 calc R U . . .
H3B H 0.2141 0.6946 0.3039 0.059 Uiso 1 1 calc R U . . .
N41 N 0.3676(8) 0.9356(5) 0.3932(5) 0.094(3) Uani 0.5 1 d . . P A 1
H41A H 0.4311 0.8803 0.3734 0.113 Uiso 0.5 1 calc R U P A 1
H41B H 0.3530 0.9278 0.4403 0.113 Uiso 0.5 1 calc R U P A 1
N42 N 0.3676(8) 0.9356(5) 0.3932(5) 0.094(3) Uani 0.5 1 d . . P A 2
H42A H 0.3484 0.9434 0.4405 0.113 Uiso 0.5 1 calc R U P A 2
H42B H 0.4305 0.8767 0.3798 0.113 Uiso 0.5 1 calc R U P A 2
C1 C 0.0807(8) 0.9188(7) 0.4257(5) 0.074(3) Uani 1 1 d . . . . .
H1A H 0.0850 0.9793 0.4233 0.088 Uiso 1 1 calc R U . . .
H1B H 0.0563 0.9071 0.4717 0.088 Uiso 1 1 calc R U . . .
C2 C 0.0037(6) 0.9297(6) 0.3916(5) 0.044(2) Uani 1 1 d . . . . .
H2C H -0.0597 0.9861 0.4095 0.053 Uiso 1 1 calc R U . . .
H2D H -0.0096 0.8738 0.3999 0.053 Uiso 1 1 calc R U . . .
C3 C -0.0298(7) 0.9401(7) 0.2822(5) 0.062(3) Uani 1 1 d . . . . .
H3C H -0.0431 0.8845 0.2945 0.074 Uiso 1 1 calc R U . . .
H3D H -0.0943 0.9976 0.2945 0.074 Uiso 1 1 calc R U . . .
C4 C 0.0146(5) 0.9373(5) 0.2102(2) 0.051(3) Uani 1 1 d G . . . .
C5 C 0.0736(5) 0.8479(3) 0.1781(3) 0.071(3) Uani 1 1 d G . . . .
H5 H 0.0860 0.7917 0.2020 0.085 Uiso 1 1 calc R U . . .
C6 C 0.1143(5) 0.8424(4) 0.1105(3) 0.087(4) Uani 1 1 d G . . . .
H6 H 0.1539 0.7825 0.0890 0.104 Uiso 1 1 calc R U . . .
C7 C 0.0959(6) 0.9264(5) 0.0749(3) 0.077(3) Uani 1 1 d G . . . .
C8 C 0.0368(6) 1.0158(4) 0.1069(3) 0.102(4) Uani 1 1 d G . . . .
H8 H 0.0245 1.0720 0.0831 0.122 Uiso 1 1 calc R U . . .
C9 C -0.0038(5) 1.0213(3) 0.1746(3) 0.073(3) Uani 1 1 d G . . . .
H9 H -0.0434 1.0812 0.1961 0.087 Uiso 1 1 calc R U . . .
C10 C 0.1864(8) 0.7473(6) 0.4206(5) 0.070(3) Uani 1 1 d . . . . .
H10A H 0.1888 0.7385 0.4658 0.084 Uiso 1 1 calc R U . . .
H10B H 0.1242 0.7465 0.4190 0.084 Uiso 1 1 calc R U . . .
C11 C 0.2725(6) 0.6657(5) 0.3818(4) 0.040(2) Uani 1 1 d . . . . .
H11A H 0.2657 0.6073 0.3964 0.048 Uiso 1 1 calc R U . . .
H11B H 0.3347 0.6591 0.3889 0.048 Uiso 1 1 calc R U . . .
C12 C 0.3566(7) 0.5861(6) 0.2720(4) 0.053(3) Uani 1 1 d . . . . .
H12A H 0.3362 0.5352 0.2870 0.063 Uiso 1 1 calc R U . . .
H12B H 0.4223 0.5665 0.2798 0.063 Uiso 1 1 calc R U . . .
C13 C 0.3672(8) 0.5984(6) 0.2001(5) 0.051(3) Uani 1 1 d . . . . .
C14 C 0.4519(8) 0.6144(7) 0.1592(7) 0.077(3) Uani 1 1 d . . . . .
H14 H 0.4992 0.6161 0.1773 0.092 Uiso 1 1 calc R U . . .
C15 C 0.4612(9) 0.6267(8) 0.0943(6) 0.078(4) Uani 1 1 d . . . . .
H15 H 0.5148 0.6381 0.0678 0.094 Uiso 1 1 calc R U . . .
C16 C 0.3933(12) 0.6226(7) 0.0667(6) 0.083(4) Uani 1 1 d . . . . .
C17 C 0.3116(10) 0.6050(8) 0.1047(7) 0.081(4) Uani 1 1 d . . . . .
H17 H 0.2666 0.6004 0.0858 0.097 Uiso 1 1 calc R U . . .
C18 C 0.3009(9) 0.5949(7) 0.1696(6) 0.067(3) Uani 1 1 d . . . . .
H18 H 0.2459 0.5851 0.1954 0.081 Uiso 1 1 calc R U . . .
C19 C 0.2618(8) 0.8549(7) 0.4192(6) 0.083(4) Uani 1 1 d . . . . .
H19A H 0.3225 0.7935 0.4139 0.100 Uiso 1 1 calc R U . . .
H19B H 0.2380 0.8762 0.4646 0.100 Uiso 1 1 calc R U . . .
C20 C 0.2874(7) 0.9337(7) 0.3720(6) 0.073(4) Uani 1 1 d . . . . .
H20A H 0.3108 0.9138 0.3262 0.087 Uiso 1 1 calc R U . A 1
H20B H 0.2284 0.9964 0.3783 0.087 Uiso 1 1 calc R U . A 1
C21A C 0.384(3) 1.027(2) 0.3771(10) 0.104(3) Uiso 0.5 1 d D . P A 1
H21A H 0.3205 1.0830 0.3959 0.125 Uiso 0.5 1 calc R U P A 1
H21B H 0.4336 1.0235 0.3984 0.125 Uiso 0.5 1 calc R U P A 1
C22A C 0.4206(15) 1.0443(12) 0.3051(7) 0.104(3) Uiso 0.5 1 d DG . P A 1
C23A C 0.5252(14) 1.0049(11) 0.2760(9) 0.104(3) Uiso 0.5 1 d G . P A 1
H23A H 0.5702 0.9688 0.3008 0.125 Uiso 0.5 1 calc R U P A 1
C24A C 0.5623(10) 1.0192(11) 0.2100(9) 0.104(3) Uiso 0.5 1 d G . P A 1
H24A H 0.6323 0.9928 0.1906 0.125 Uiso 0.5 1 calc R U P A 1
C25A C 0.4950(14) 1.0731(11) 0.1731(7) 0.104(3) Uiso 0.5 1 d G . P A 1
C26A C 0.3905(13) 1.1125(11) 0.2021(9) 0.104(3) Uiso 0.5 1 d G . P A 1
H26A H 0.3454 1.1486 0.1774 0.125 Uiso 0.5 1 calc R U P A 1
C27A C 0.3533(11) 1.0982(12) 0.2681(10) 0.104(3) Uiso 0.5 1 d G . P A 1
H27A H 0.2833 1.1246 0.2876 0.125 Uiso 0.5 1 calc R U P A 1
Br3A Br 0.5397(3) 1.0960(3) 0.0826(2) 0.1516(10) Uiso 0.5 1 d . . P A 1
C21B C 0.379(3) 1.015(2) 0.3622(10) 0.104(3) Uiso 0.5 1 d D . P A 2
H21C H 0.4308 1.0191 0.3770 0.125 Uiso 0.5 1 calc R U P A 2
H21D H 0.3156 1.0711 0.3814 0.125 Uiso 0.5 1 calc R U P A 2
C22B C 0.4035(15) 1.0329(12) 0.2902(7) 0.104(3) Uiso 0.5 1 d DG . P A 2
C23B C 0.5062(14) 0.9927(11) 0.2558(9) 0.104(3) Uiso 0.5 1 d G . P A 2
H23B H 0.5554 0.9562 0.2776 0.125 Uiso 0.5 1 calc R U P A 2
C24B C 0.5353(11) 1.0071(11) 0.1889(9) 0.104(3) Uiso 0.5 1 d G . P A 2
H24B H 0.6040 0.9803 0.1660 0.125 Uiso 0.5 1 calc R U P A 2
C25B C 0.4617(15) 1.0618(11) 0.1564(7) 0.104(3) Uiso 0.5 1 d G . P A 2
C26B C 0.3590(13) 1.1020(11) 0.1907(9) 0.104(3) Uiso 0.5 1 d G . P A 2
H26B H 0.3098 1.1385 0.1689 0.125 Uiso 0.5 1 calc R U P A 2
C27B C 0.3299(11) 1.0875(12) 0.2576(9) 0.104(3) Uiso 0.5 1 d G . P A 2
H27B H 0.2612 1.1144 0.2806 0.125 Uiso 0.5 1 calc R U P A 2
Br3B Br 0.5055(3) 1.0833(3) 0.0686(2) 0.1516(10) Uiso 0.5 1 d . . P A 2
Br4 Br 0.87731(11) 0.34176(10) 0.01142(6) 0.0993(5) Uani 1 1 d . . . . .
Br5 Br 1.29158(11) 0.34877(11) 0.01096(6) 0.1128(6) Uani 1 1 d . . . . .
Br6 Br 0.81780(12) 0.83595(10) 0.01025(6) 0.1134(6) Uani 1 1 d . . . . .
N5 N 0.8241(5) 0.5154(4) 0.4213(3) 0.0333(17) Uani 1 1 d . . . . .
N6 N 0.7676(5) 0.4162(5) 0.3438(3) 0.047(2) Uani 1 1 d . . . . .
H6A H 0.7612 0.4777 0.3249 0.056 Uiso 1 1 calc R U . . .
H6B H 0.8397 0.3720 0.3346 0.056 Uiso 1 1 calc R U . . .
N7 N 1.0411(5) 0.4219(5) 0.3418(3) 0.049(2) Uani 1 1 d . . . . .
H7A H 0.9941 0.4101 0.3264 0.059 Uiso 1 1 calc R U . . .
H7B H 1.0350 0.4853 0.3275 0.059 Uiso 1 1 calc R U . . .
N8 N 0.7767(5) 0.6912(4) 0.3364(3) 0.0419(19) Uani 1 1 d . . . . .
H8C H 0.8479 0.6467 0.3182 0.050 Uiso 1 1 calc R U . . .
H8D H 0.7354 0.6676 0.3242 0.050 Uiso 1 1 calc R U . . .
C28 C 0.7876(10) 0.4425(8) 0.4492(5) 0.093(4) Uani 1 1 d . . . . .
H28A H 0.7488 0.4606 0.4945 0.112 Uiso 1 1 calc R U . . .
H28B H 0.8464 0.3809 0.4489 0.112 Uiso 1 1 calc R U . . .
C29 C 0.7228(6) 0.4291(6) 0.4146(4) 0.039(2) Uani 1 1 d . . . . .
H29A H 0.7125 0.3731 0.4318 0.047 Uiso 1 1 calc R U . . .
H29B H 0.6566 0.4850 0.4237 0.047 Uiso 1 1 calc R U . . .
C30 C 0.7184(7) 0.3786(7) 0.3135(5) 0.062(3) Uani 1 1 d . . . . .
H30A H 0.6457 0.4206 0.3256 0.074 Uiso 1 1 calc R U . . .
H30B H 0.7287 0.3154 0.3308 0.074 Uiso 1 1 calc R U . . .
C31 C 0.7574(7) 0.3702(7) 0.2398(5) 0.050(2) Uani 1 1 d . . . . .
C32 C 0.8580(8) 0.2955(6) 0.2063(5) 0.070(3) Uani 1 1 d . . . . .
H32 H 0.8993 0.2509 0.2306 0.084 Uiso 1 1 calc R U . . .
C33 C 0.8907(8) 0.2910(7) 0.1406(6) 0.063(3) Uani 1 1 d . . . . .
H33 H 0.9565 0.2457 0.1203 0.076 Uiso 1 1 calc R U . . .
C34 C 0.8313(8) 0.3501(7) 0.1028(5) 0.055(3) Uani 1 1 d . . . . .
C35 C 0.7339(9) 0.4239(9) 0.1324(6) 0.086(4) Uani 1 1 d . . . . .
H35 H 0.6923 0.4651 0.1070 0.103 Uiso 1 1 calc R U . . .
C36 C 0.7011(7) 0.4337(8) 0.2011(5) 0.074(3) Uani 1 1 d . . . . .
H36 H 0.6391 0.4850 0.2208 0.089 Uiso 1 1 calc R U . . .
C37 C 0.9066(8) 0.5030(8) 0.4459(5) 0.086(4) Uani 1 1 d . . . . .
H37A H 0.8881 0.4929 0.4927 0.103 Uiso 1 1 calc R U . . .
H37B H 0.9124 0.5630 0.4400 0.103 Uiso 1 1 calc R U . . .
C38 C 1.0131(6) 0.4202(6) 0.4154(4) 0.047(2) Uani 1 1 d . . . . .
H38A H 1.0636 0.4264 0.4306 0.056 Uiso 1 1 calc R U . . .
H38B H 1.0134 0.3588 0.4298 0.056 Uiso 1 1 calc R U . . .
C39 C 1.1473(6) 0.3476(6) 0.3125(5) 0.052(3) Uani 1 1 d . . . . .
H39A H 1.1937 0.3589 0.3290 0.063 Uiso 1 1 calc R U . . .
H39B H 1.1526 0.2844 0.3266 0.063 Uiso 1 1 calc R U . . .
C40 C 1.1791(7) 0.3474(6) 0.2409(5) 0.046(2) Uani 1 1 d . . . . .
C41 C 1.2536(8) 0.3763(6) 0.2093(6) 0.066(3) Uani 1 1 d . . . . .
H41 H 1.2814 0.3972 0.2340 0.079 Uiso 1 1 calc R U . . .
C42 C 1.2886(8) 0.3744(7) 0.1394(6) 0.072(3) Uani 1 1 d . . . . .
H42 H 1.3395 0.3931 0.1189 0.087 Uiso 1 1 calc R U . . .
C43 C 1.2474(9) 0.3452(7) 0.1027(5) 0.068(3) Uani 1 1 d . . . . .
C44 C 1.1731(8) 0.3179(8) 0.1356(6) 0.070(3) Uani 1 1 d . . . . .
H44 H 1.1465 0.2957 0.1109 0.084 Uiso 1 1 calc R U . . .
C45 C 1.1365(7) 0.3211(6) 0.2011(5) 0.057(3) Uani 1 1 d . . . . .
H45 H 1.0826 0.3059 0.2202 0.068 Uiso 1 1 calc R U . . .
C46 C 0.7393(8) 0.6109(7) 0.4428(5) 0.088(4) Uani 1 1 d . . . . .
H46A H 0.7271 0.6182 0.4896 0.106 Uiso 1 1 calc R U . . .
H46B H 0.6786 0.6128 0.4362 0.106 Uiso 1 1 calc R U . . .
C47 C 0.7523(6) 0.6956(6) 0.4099(4) 0.045(2) Uani 1 1 d . . . . .
H47A H 0.8068 0.6999 0.4215 0.053 Uiso 1 1 calc R U . . .
H47B H 0.6901 0.7539 0.4264 0.053 Uiso 1 1 calc R U . . .
C48 C 0.7569(8) 0.7851(6) 0.3102(5) 0.067(3) Uani 1 1 d . . . . .
H48A H 0.7996 0.8071 0.3223 0.080 Uiso 1 1 calc R U . . .
H48B H 0.6865 0.8293 0.3306 0.080 Uiso 1 1 calc R U . . .
C49 C 0.7751(8) 0.7909(6) 0.2371(6) 0.058(3) Uani 1 1 d . . . . .
C50 C 0.7392(8) 0.7529(8) 0.2021(6) 0.073(3) Uani 1 1 d . . . . .
H50 H 0.7065 0.7159 0.2237 0.088 Uiso 1 1 calc R U . . .
C51 C 0.7498(8) 0.7677(8) 0.1347(6) 0.081(3) Uani 1 1 d . . . . .
H51 H 0.7227 0.7425 0.1123 0.097 Uiso 1 1 calc R U . . .
C52 C 0.8013(9) 0.8207(7) 0.1018(5) 0.066(3) Uani 1 1 d . . . . .
C53 C 0.8404(9) 0.8546(8) 0.1349(7) 0.086(4) Uani 1 1 d . . . . .
H53 H 0.8759 0.8891 0.1132 0.103 Uiso 1 1 calc R U . . .
C54 C 0.8286(9) 0.8390(8) 0.2015(6) 0.076(3) Uani 1 1 d . . . . .
H54 H 0.8583 0.8622 0.2229 0.091 Uiso 1 1 calc R U . . .
S1 S -0.0028(2) 0.18690(15) 0.35516(12) 0.0475(7) Uani 1 1 d . . . . .
O1 O 0.0783(6) 0.1647(5) 0.3848(4) 0.110(3) Uani 1 1 d . . . . .
O2 O -0.0898(6) 0.1855(5) 0.4045(4) 0.108(3) Uani 1 1 d . . . . .
O3 O -0.0310(4) 0.2839(4) 0.3247(3) 0.0489(16) Uani 1 1 d . . . . .
O4A O 0.0632(14) 0.1055(12) 0.3042(8) 0.059(6) Uiso 0.4 1 d . . P B 1
O4B O 0.0138(10) 0.1246(8) 0.3027(6) 0.057(4) Uiso 0.6 1 d . . P B 2
S2 S 0.54423(19) 0.67301(17) 0.33867(13) 0.0560(7) Uani 1 1 d . . . . .
O5 O 0.6557(4) 0.6129(4) 0.3109(3) 0.0602(18) Uani 1 1 d . . . . .
O6 O 0.4889(6) 0.6904(6) 0.2908(4) 0.099(3) Uani 1 1 d . . . . .
O7A O 0.5084(12) 0.6061(12) 0.3895(8) 0.052(5) Uiso 0.4 1 d . . P C 1
O8A O 0.5224(16) 0.7478(15) 0.3801(11) 0.091(7) Uiso 0.4 1 d . . P C 1
O7B O 0.5038(9) 0.6452(9) 0.4012(6) 0.067(4) Uiso 0.6 1 d . . P C 2
O8B O 0.5398(9) 0.7712(8) 0.3478(7) 0.071(4) Uiso 0.6 1 d . . P C 2
S3 S 0.04709(19) 0.65092(17) 0.34697(12) 0.0513(7) Uani 1 1 d . . . . .
O9 O -0.0046(5) 0.6161(5) 0.3155(3) 0.0654(19) Uani 1 1 d . . . . .
O10A O 0.1037(12) 0.5847(11) 0.3891(8) 0.085(5) Uiso 0.5 1 d . . P D 1
O11A O -0.0447(10) 0.7324(9) 0.3930(6) 0.064(4) Uiso 0.5 1 d . . P D 1
O10B O 0.1455(11) 0.5532(10) 0.3502(7) 0.071(4) Uiso 0.5 1 d . . P D 2
O11B O -0.0015(10) 0.6824(10) 0.4133(7) 0.067(4) Uiso 0.5 1 d . . P D 2
O12 O 0.0938(5) 0.7093(4) 0.3042(3) 0.0666(19) Uani 1 1 d . . . . .
O13 O 0.1007(5) 0.4909(4) 0.7430(3) 0.0536(18) Uani 1 1 d . . . . .
N9 N 0.0405(7) 0.4616(5) 0.8510(4) 0.057(2) Uani 1 1 d . . . . .
C55 C 0.0389(10) 0.4697(9) 0.9195(5) 0.103(4) Uani 1 1 d . . . . .
H55A H 0.0865 0.4931 0.9204 0.155 Uiso 1 1 calc R U . . .
H55B H 0.0576 0.4074 0.9391 0.155 Uiso 1 1 calc R U . . .
H55C H -0.0284 0.5138 0.9437 0.155 Uiso 1 1 calc R U . . .
C56 C -0.0194(7) 0.4193(7) 0.8401(5) 0.064(3) Uani 1 1 d . . . . .
H56A H -0.0898 0.4574 0.8626 0.095 Uiso 1 1 calc R U . . .
H56B H 0.0033 0.3550 0.8564 0.095 Uiso 1 1 calc R U . . .
H56C H -0.0119 0.4173 0.7940 0.095 Uiso 1 1 calc R U . . .
C57 C 0.0937(7) 0.4935(6) 0.8006(6) 0.058(3) Uani 1 1 d . . . . .
H57 H 0.1298 0.5211 0.8115 0.069 Uiso 1 1 calc R U . . .
O14 O 0.2960(7) 0.2450(6) 0.4242(5) 0.133(3) Uani 1 1 d . . . . .
O15 O 0.5310(8) 0.8454(7) 0.5327(6) 0.181(5) Uani 1 1 d . . . . .
O16A O 0.4613(12) 0.4601(12) 0.4102(8) 0.083(5) Uiso 0.5 1 d . . P . .
O16B O 0.4620(18) 0.4172(18) 0.3947(12) 0.154(9) Uiso 0.5 1 d . . P . .
O17 O 0.7507(5) 0.1508(5) 0.4053(4) 0.098(3) Uani 1 1 d . . . . .
O18 O 0.4460(6) 0.7190(6) 0.5220(4) 0.117(3) Uani 1 1 d . . . . .
O19 O 0.3008(6) 0.4145(5) 0.3762(4) 0.110(3) Uani 1 1 d . . . . .
O20 O 0.8651(5) 0.8132(4) 0.5111(3) 0.083(2) Uani 1 1 d . . . . .
O21 O 0.7298(6) 0.9889(6) 0.4730(5) 0.130(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
Br1 C7 1.878(5) . ?
Br2 C16 1.911(12) . ?
N1 C1 1.418(10) . ?
N1 C10 1.487(10) . ?
N1 C19 1.510(11) . ?
N2 C3 1.494(11) . ?
N2 C2 1.508(10) . ?
N2 H2A 0.9700 . ?
N2 H2B 0.9700 . ?
N3 C11 1.490(10) . ?
N3 C12 1.489(9) . ?
N3 H3A 0.9700 . ?
N3 H3B 0.9700 . ?
N41 C20 1.446(12) . ?
N41 C21A 1.55(2) . ?
N41 H41A 0.9700 . ?
N41 H41B 0.9700 . ?
C1 C2 1.502(12) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C3 C4 1.482(11) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 C5 1.3900 . ?
C4 C9 1.3900 . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 C7 1.3900 . ?
C6 H6 0.9300 . ?
C7 C8 1.3900 . ?
C8 C9 1.3900 . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.451(11) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.496(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C18 1.384(13) . ?
C13 C14 1.445(13) . ?
C14 C15 1.352(14) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(15) . ?
C15 H15 0.9300 . ?
C16 C17 1.403(16) . ?
C17 C18 1.345(14) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.613(13) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21A C22A 1.510(17) . ?
C21A H21A 0.9700 . ?
C21A H21B 0.9700 . ?
C22A C23A 1.3900 . ?
C22A C27A 1.3900 . ?
C23A C24A 1.3900 . ?
C23A H23A 0.9300 . ?
C24A C25A 1.3900 . ?
C24A H24A 0.9300 . ?
C25A C26A 1.3900 . ?
C25A Br3A 1.900(14) . ?
C26A C27A 1.3900 . ?
C26A H26A 0.9300 . ?
C27A H27A 0.9300 . ?
C21B C22B 1.495(17) . ?
C21B H21C 0.9700 . ?
C21B H21D 0.9700 . ?
C22B C23B 1.3900 . ?
C22B C27B 1.3900 . ?
C23B C24B 1.3900 . ?
C23B H23B 0.9300 . ?
C24B C25B 1.3900 . ?
C24B H24B 0.9300 . ?
C25B C26B 1.3900 . ?
C25B Br3B 1.843(14) . ?
C26B C27B 1.3900 . ?
C26B H26B 0.9300 . ?
C27B H27B 0.9300 . ?
Br4 C34 1.867(10) . ?
Br5 C43 1.878(10) . ?
Br6 C52 1.898(11) . ?
N5 C37 1.436(11) . ?
N5 C46 1.466(10) . ?
N5 C28 1.481(11) . ?
N6 C30 1.456(10) . ?
N6 C29 1.459(9) . ?
N6 H6A 0.9700 . ?
N6 H6B 0.9700 . ?
N7 C39 1.491(10) . ?
N7 C38 1.502(10) . ?
N7 H7A 0.9700 . ?
N7 H7B 0.9700 . ?
N8 C48 1.433(10) . ?
N8 C47 1.506(10) . ?
N8 H8C 0.9700 . ?
N8 H8D 0.9700 . ?
C28 C29 1.496(13) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.508(12) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C36 1.364(12) . ?
C31 C32 1.464(13) . ?
C32 C33 1.341(12) . ?
C32 H32 0.9300 . ?
C33 C34 1.351(13) . ?
C33 H33 0.9300 . ?
C34 C35 1.411(13) . ?
C35 C36 1.404(14) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 C38 1.547(12) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.461(12) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.383(12) . ?
C40 C45 1.406(12) . ?
C41 C42 1.428(14) . ?
C41 H41 0.9300 . ?
C42 C43 1.364(14) . ?
C42 H42 0.9300 . ?
C43 C44 1.370(13) . ?
C44 C45 1.342(13) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 C47 1.491(12) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 C49 1.503(13) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C50 1.364(13) . ?
C49 C54 1.370(13) . ?
C50 C51 1.405(14) . ?
C50 H50 0.9300 . ?
C51 C52 1.392(14) . ?
C51 H51 0.9300 . ?
C52 C53 1.329(14) . ?
C53 C54 1.386(14) . ?
C53 H53 0.9300 . ?
C54 H54 0.9300 . ?
S1 O2 1.443(7) . ?
S1 O1 1.448(8) . ?
S1 O4B 1.457(11) . ?
S1 O3 1.496(5) . ?
S1 O4A 1.520(17) . ?
S2 O8A 1.40(2) . ?
S2 O7B 1.406(12) . ?
S2 O6 1.443(7) . ?
S2 O5 1.488(6) . ?
S2 O8B 1.534(12) . ?
S2 O7A 1.575(17) . ?
S3 O11B 1.416(13) . ?
S3 O10A 1.436(16) . ?
S3 O9 1.475(6) . ?
S3 O12 1.482(6) . ?
S3 O11A 1.547(13) . ?
S3 O10B 1.592(14) . ?
O13 C57 1.206(11) . ?
N9 C57 1.342(12) . ?
N9 C56 1.433(11) . ?
N9 C55 1.476(11) . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 H57 0.9300 . ?
O16A O16B 0.78(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C10 111.8(7) . . ?
C1 N1 C19 113.6(7) . . ?
C10 N1 C19 108.5(7) . . ?
C3 N2 C2 113.5(7) . . ?
C3 N2 H2A 108.9 . . ?
C2 N2 H2A 108.9 . . ?
C3 N2 H2B 108.9 . . ?
C2 N2 H2B 108.9 . . ?
H2A N2 H2B 107.7 . . ?
C11 N3 C12 112.3(6) . . ?
C11 N3 H3A 109.1 . . ?
C12 N3 H3A 109.1 . . ?
C11 N3 H3B 109.1 . . ?
C12 N3 H3B 109.1 . . ?
H3A N3 H3B 107.9 . . ?
C20 N41 C21A 116.4(16) . . ?
C20 N41 H41A 108.2 . . ?
C21A N41 H41A 108.2 . . ?
C20 N41 H41B 108.2 . . ?
C21A N41 H41B 108.2 . . ?
H41A N41 H41B 107.3 . . ?
N1 C1 C2 115.2(7) . . ?
N1 C1 H1A 108.5 . . ?
C2 C1 H1A 108.5 . . ?
N1 C1 H1B 108.5 . . ?
C2 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C1 C2 N2 112.1(7) . . ?
C1 C2 H2C 109.2 . . ?
N2 C2 H2C 109.2 . . ?
C1 C2 H2D 109.2 . . ?
N2 C2 H2D 109.2 . . ?
H2C C2 H2D 107.9 . . ?
C4 C3 N2 111.8(7) . . ?
C4 C3 H3C 109.2 . . ?
N2 C3 H3C 109.2 . . ?
C4 C3 H3D 109.2 . . ?
N2 C3 H3D 109.2 . . ?
H3C C3 H3D 107.9 . . ?
C5 C4 C9 120.0 . . ?
C5 C4 C3 118.3(6) . . ?
C9 C4 C3 121.7(6) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C8 120.0 . . ?
C6 C7 Br1 119.2(4) . . ?
C8 C7 Br1 120.8(4) . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C4 120.0 . . ?
C8 C9 H9 120.0 . . ?
C4 C9 H9 120.0 . . ?
C11 C10 N1 115.8(7) . . ?
C11 C10 H10A 108.3 . . ?
N1 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
N1 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C10 C11 N3 112.4(7) . . ?
C10 C11 H11A 109.1 . . ?
N3 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
N3 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
N3 C12 C13 112.1(7) . . ?
N3 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
N3 C12 H12B 109.2 . . ?
C13 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C18 C13 C14 117.3(10) . . ?
C18 C13 C12 124.0(10) . . ?
C14 C13 C12 118.6(11) . . ?
C15 C14 C13 118.9(11) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C16 121.3(12) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C15 C16 C17 121.2(12) . . ?
C15 C16 Br2 118.5(12) . . ?
C17 C16 Br2 120.3(12) . . ?
C18 C17 C16 117.6(12) . . ?
C18 C17 H17 121.2 . . ?
C16 C17 H17 121.2 . . ?
C17 C18 C13 123.7(11) . . ?
C17 C18 H18 118.2 . . ?
C13 C18 H18 118.2 . . ?
N1 C19 C20 107.8(8) . . ?
N1 C19 H19A 110.1 . . ?
C20 C19 H19A 110.1 . . ?
N1 C19 H19B 110.1 . . ?
C20 C19 H19B 110.1 . . ?
H19A C19 H19B 108.5 . . ?
N41 C20 C19 102.6(9) . . ?
N41 C20 H20A 111.2 . . ?
C19 C20 H20A 111.2 . . ?
N41 C20 H20B 111.2 . . ?
C19 C20 H20B 111.2 . . ?
H20A C20 H20B 109.2 . . ?
C22A C21A N41 115.5(11) . . ?
C22A C21A H21A 108.4 . . ?
N41 C21A H21A 108.4 . . ?
C22A C21A H21B 108.4 . . ?
N41 C21A H21B 108.4 . . ?
H21A C21A H21B 107.5 . . ?
C23A C22A C27A 120.0 . . ?
C23A C22A C21A 118(2) . . ?
C27A C22A C21A 122(2) . . ?
C24A C23A C22A 120.0 . . ?
C24A C23A H23A 120.0 . . ?
C22A C23A H23A 120.0 . . ?
C23A C24A C25A 120.0 . . ?
C23A C24A H24A 120.0 . . ?
C25A C24A H24A 120.0 . . ?
C26A C25A C24A 120.0 . . ?
C26A C25A Br3A 117.4(11) . . ?
C24A C25A Br3A 122.6(11) . . ?
C25A C26A C27A 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C26A C27A C22A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C22A C27A H27A 120.0 . . ?
C22B C21B H21C 105.5 . . ?
C22B C21B H21D 105.5 . . ?
H21C C21B H21D 106.0 . . ?
C23B C22B C27B 120.0 . . ?
C23B C22B C21B 117(2) . . ?
C27B C22B C21B 123(2) . . ?
C22B C23B C24B 120.0 . . ?
C22B C23B H23B 120.0 . . ?
C24B C23B H23B 120.0 . . ?
C25B C24B C23B 120.0 . . ?
C25B C24B H24B 120.0 . . ?
C23B C24B H24B 120.0 . . ?
C26B C25B C24B 120.0 . . ?
C26B C25B Br3B 122.0(11) . . ?
C24B C25B Br3B 117.9(11) . . ?
C25B C26B C27B 120.0 . . ?
C25B C26B H26B 120.0 . . ?
C27B C26B H26B 120.0 . . ?
C26B C27B C22B 120.0 . . ?
C26B C27B H27B 120.0 . . ?
C22B C27B H27B 120.0 . . ?
C37 N5 C46 108.5(8) . . ?
C37 N5 C28 110.2(8) . . ?
C46 N5 C28 107.7(8) . . ?
C30 N6 C29 111.8(7) . . ?
C30 N6 H6A 109.3 . . ?
C29 N6 H6A 109.3 . . ?
C30 N6 H6B 109.3 . . ?
C29 N6 H6B 109.3 . . ?
H6A N6 H6B 107.9 . . ?
C39 N7 C38 111.4(7) . . ?
C39 N7 H7A 109.4 . . ?
C38 N7 H7A 109.4 . . ?
C39 N7 H7B 109.4 . . ?
C38 N7 H7B 109.4 . . ?
H7A N7 H7B 108.0 . . ?
C48 N8 C47 110.1(6) . . ?
C48 N8 H8C 109.6 . . ?
C47 N8 H8C 109.6 . . ?
C48 N8 H8D 109.6 . . ?
C47 N8 H8D 109.6 . . ?
H8C N8 H8D 108.2 . . ?
N5 C28 C29 115.6(9) . . ?
N5 C28 H28A 108.4 . . ?
C29 C28 H28A 108.4 . . ?
N5 C28 H28B 108.4 . . ?
C29 C28 H28B 108.4 . . ?
H28A C28 H28B 107.4 . . ?
N6 C29 C28 112.9(7) . . ?
N6 C29 H29A 109.0 . . ?
C28 C29 H29A 109.0 . . ?
N6 C29 H29B 109.0 . . ?
C28 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
N6 C30 C31 113.7(7) . . ?
N6 C30 H30A 108.8 . . ?
C31 C30 H30A 108.8 . . ?
N6 C30 H30B 108.8 . . ?
C31 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
C36 C31 C32 116.8(9) . . ?
C36 C31 C30 121.2(9) . . ?
C32 C31 C30 121.9(9) . . ?
C33 C32 C31 120.3(10) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 122.3(10) . . ?
C32 C33 H33 118.9 . . ?
C34 C33 H33 118.9 . . ?
C33 C34 C35 119.8(10) . . ?
C33 C34 Br4 121.7(8) . . ?
C35 C34 Br4 118.3(8) . . ?
C36 C35 C34 118.6(10) . . ?
C36 C35 H35 120.7 . . ?
C34 C35 H35 120.7 . . ?
C31 C36 C35 121.9(9) . . ?
C31 C36 H36 119.0 . . ?
C35 C36 H36 119.0 . . ?
N5 C37 C38 117.6(8) . . ?
N5 C37 H37A 107.9 . . ?
C38 C37 H37A 107.9 . . ?
N5 C37 H37B 107.9 . . ?
C38 C37 H37B 107.9 . . ?
H37A C37 H37B 107.2 . . ?
N7 C38 C37 111.4(7) . . ?
N7 C38 H38A 109.3 . . ?
C37 C38 H38A 109.3 . . ?
N7 C38 H38B 109.3 . . ?
C37 C38 H38B 109.3 . . ?
H38A C38 H38B 108.0 . . ?
C40 C39 N7 113.6(7) . . ?
C40 C39 H39A 108.9 . . ?
N7 C39 H39A 108.9 . . ?
C40 C39 H39B 108.9 . . ?
N7 C39 H39B 108.9 . . ?
H39A C39 H39B 107.7 . . ?
C41 C40 C45 116.9(9) . . ?
C41 C40 C39 119.4(10) . . ?
C45 C40 C39 123.7(10) . . ?
C40 C41 C42 120.9(10) . . ?
C40 C41 H41 119.5 . . ?
C42 C41 H41 119.5 . . ?
C43 C42 C41 120.1(10) . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C43 C44 117.5(10) . . ?
C42 C43 Br5 118.7(10) . . ?
C44 C43 Br5 123.7(10) . . ?
C45 C44 C43 124.1(11) . . ?
C45 C44 H44 118.0 . . ?
C43 C44 H44 118.0 . . ?
C44 C45 C40 120.3(9) . . ?
C44 C45 H45 119.8 . . ?
C40 C45 H45 119.8 . . ?
N5 C46 C47 116.6(8) . . ?
N5 C46 H46A 108.1 . . ?
C47 C46 H46A 108.1 . . ?
N5 C46 H46B 108.1 . . ?
C47 C46 H46B 108.1 . . ?
H46A C46 H46B 107.3 . . ?
C46 C47 N8 113.7(7) . . ?
C46 C47 H47A 108.8 . . ?
N8 C47 H47A 108.8 . . ?
C46 C47 H47B 108.8 . . ?
N8 C47 H47B 108.8 . . ?
H47A C47 H47B 107.7 . . ?
N8 C48 C49 115.3(8) . . ?
N8 C48 H48A 108.5 . . ?
C49 C48 H48A 108.5 . . ?
N8 C48 H48B 108.5 . . ?
C49 C48 H48B 108.5 . . ?
H48A C48 H48B 107.5 . . ?
C50 C49 C54 115.8(11) . . ?
C50 C49 C48 124.3(10) . . ?
C54 C49 C48 120.0(11) . . ?
C49 C50 C51 122.4(11) . . ?
C49 C50 H50 118.8 . . ?
C51 C50 H50 118.8 . . ?
C52 C51 C50 119.0(11) . . ?
C52 C51 H51 120.5 . . ?
C50 C51 H51 120.5 . . ?
C53 C52 C51 119.1(11) . . ?
C53 C52 Br6 122.9(10) . . ?
C51 C52 Br6 117.9(10) . . ?
C52 C53 C54 120.6(11) . . ?
C52 C53 H53 119.7 . . ?
C54 C53 H53 119.7 . . ?
C49 C54 C53 123.0(11) . . ?
C49 C54 H54 118.5 . . ?
C53 C54 H54 118.5 . . ?
O2 S1 O1 109.5(5) . . ?
O2 S1 O4B 103.8(6) . . ?
O1 S1 O4B 119.7(6) . . ?
O2 S1 O3 110.5(4) . . ?
O1 S1 O3 109.5(4) . . ?
O4B S1 O3 103.6(5) . . ?
O2 S1 O4A 120.4(7) . . ?
O1 S1 O4A 93.5(8) . . ?
O3 S1 O4A 111.9(7) . . ?
O8A S2 O6 120.7(10) . . ?
O7B S2 O6 117.0(6) . . ?
O8A S2 O5 112.5(9) . . ?
O7B S2 O5 113.9(6) . . ?
O6 S2 O5 111.9(4) . . ?
O7B S2 O8B 106.7(7) . . ?
O6 S2 O8B 104.0(6) . . ?
O5 S2 O8B 101.4(5) . . ?
O8A S2 O7A 101.0(11) . . ?
O6 S2 O7A 103.7(7) . . ?
O5 S2 O7A 104.6(6) . . ?
O11B S3 O9 116.5(6) . . ?
O10A S3 O9 116.3(7) . . ?
O11B S3 O12 116.4(6) . . ?
O10A S3 O12 116.7(7) . . ?
O9 S3 O12 114.3(4) . . ?
O10A S3 O11A 105.3(9) . . ?
O9 S3 O11A 101.5(6) . . ?
O12 S3 O11A 99.1(5) . . ?
O11B S3 O10B 103.9(8) . . ?
O9 S3 O10B 100.9(6) . . ?
O12 S3 O10B 101.4(6) . . ?
C57 N9 C56 120.7(8) . . ?
C57 N9 C55 122.4(10) . . ?
C56 N9 C55 117.0(9) . . ?
N9 C55 H55A 109.5 . . ?
N9 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
N9 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
N9 C56 H56A 109.5 . . ?
N9 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
N9 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O13 C57 N9 128.3(9) . . ?
O13 C57 H57 115.8 . . ?
N9 C57 H57 115.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 N1 C1 C2 -76.0(10) . . . . ?
C19 N1 C1 C2 160.8(8) . . . . ?
N1 C1 C2 N2 -53.5(11) . . . . ?
C3 N2 C2 C1 173.6(7) . . . . ?
C2 N2 C3 C4 -172.5(6) . . . . ?
N2 C3 C4 C5 90.5(7) . . . . ?
N2 C3 C4 C9 -91.3(8) . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C3 C4 C5 C6 178.3(7) . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C8 0.0 . . . . ?
C5 C6 C7 Br1 178.2(6) . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
Br1 C7 C8 C9 -178.2(6) . . . . ?
C7 C8 C9 C4 0.0 . . . . ?
C5 C4 C9 C8 0.0 . . . . ?
C3 C4 C9 C8 -178.2(7) . . . . ?
C1 N1 C10 C11 161.2(9) . . . . ?
C19 N1 C10 C11 -72.7(10) . . . . ?
N1 C10 C11 N3 -53.4(11) . . . . ?
C12 N3 C11 C10 -169.8(7) . . . . ?
C11 N3 C12 C13 -177.7(8) . . . . ?
N3 C12 C13 C18 -80.7(11) . . . . ?
N3 C12 C13 C14 99.7(9) . . . . ?
C18 C13 C14 C15 1.2(14) . . . . ?
C12 C13 C14 C15 -179.2(9) . . . . ?
C13 C14 C15 C16 -1.2(16) . . . . ?
C14 C15 C16 C17 -0.3(17) . . . . ?
C14 C15 C16 Br2 -178.8(8) . . . . ?
C15 C16 C17 C18 1.8(16) . . . . ?
Br2 C16 C17 C18 -179.7(8) . . . . ?
C16 C17 C18 C13 -1.8(16) . . . . ?
C14 C13 C18 C17 0.4(15) . . . . ?
C12 C13 C18 C17 -179.2(9) . . . . ?
C1 N1 C19 C20 -79.0(10) . . . . ?
C10 N1 C19 C20 156.0(7) . . . . ?
C21A N41 C20 C19 -158.5(12) . . . . ?
N1 C19 C20 N41 -178.3(8) . . . . ?
C20 N41 C21A C22A -65(3) . . . . ?
N41 C21A C22A C23A -90(3) . . . . ?
N41 C21A C22A C27A 91(3) . . . . ?
C27A C22A C23A C24A 0.0 . . . . ?
C21A C22A C23A C24A -179.4(6) . . . . ?
C22A C23A C24A C25A 0.0 . . . . ?
C23A C24A C25A C26A 0.0 . . . . ?
C23A C24A C25A Br3A -180.0(10) . . . . ?
C24A C25A C26A C27A 0.0 . . . . ?
Br3A C25A C26A C27A 180.0(9) . . . . ?
C25A C26A C27A C22A 0.0 . . . . ?
C23A C22A C27A C26A 0.0 . . . . ?
C21A C22A C27A C26A 179.3(6) . . . . ?
C27B C22B C23B C24B 0.0 . . . . ?
C21B C22B C23B C24B -179.0(6) . . . . ?
C22B C23B C24B C25B 0.0 . . . . ?
C23B C24B C25B C26B 0.0 . . . . ?
C23B C24B C25B Br3B 177.0(9) . . . . ?
C24B C25B C26B C27B 0.0 . . . . ?
Br3B C25B C26B C27B -176.9(10) . . . . ?
C25B C26B C27B C22B 0.0 . . . . ?
C23B C22B C27B C26B 0.0 . . . . ?
C21B C22B C27B C26B 179.0(7) . . . . ?
C37 N5 C28 C29 -163.8(8) . . . . ?
C46 N5 C28 C29 78.1(10) . . . . ?
C30 N6 C29 C28 164.9(8) . . . . ?
N5 C28 C29 N6 49.3(11) . . . . ?
C29 N6 C30 C31 176.2(7) . . . . ?
N6 C30 C31 C36 -105.5(11) . . . . ?
N6 C30 C31 C32 73.0(11) . . . . ?
C36 C31 C32 C33 -0.5(14) . . . . ?
C30 C31 C32 C33 -179.1(9) . . . . ?
C31 C32 C33 C34 -4.2(16) . . . . ?
C32 C33 C34 C35 4.4(16) . . . . ?
C32 C33 C34 Br4 -179.0(8) . . . . ?
C33 C34 C35 C36 0.0(16) . . . . ?
Br4 C34 C35 C36 -176.7(8) . . . . ?
C32 C31 C36 C35 4.8(16) . . . . ?
C30 C31 C36 C35 -176.6(10) . . . . ?
C34 C35 C36 C31 -4.7(17) . . . . ?
C46 N5 C37 C38 -164.6(8) . . . . ?
C28 N5 C37 C38 77.8(10) . . . . ?
C39 N7 C38 C37 175.0(8) . . . . ?
N5 C37 C38 N7 49.4(12) . . . . ?
C38 N7 C39 C40 -178.9(8) . . . . ?
N7 C39 C40 C41 111.8(9) . . . . ?
N7 C39 C40 C45 -66.9(11) . . . . ?
C45 C40 C41 C42 -3.1(13) . . . . ?
C39 C40 C41 C42 178.2(8) . . . . ?
C40 C41 C42 C43 0.9(14) . . . . ?
C41 C42 C43 C44 -0.4(15) . . . . ?
C41 C42 C43 Br5 177.4(7) . . . . ?
C42 C43 C44 C45 2.2(16) . . . . ?
Br5 C43 C44 C45 -175.4(8) . . . . ?
C43 C44 C45 C40 -4.6(16) . . . . ?
C41 C40 C45 C44 4.8(13) . . . . ?
C39 C40 C45 C44 -176.5(8) . . . . ?
C37 N5 C46 C47 72.5(11) . . . . ?
C28 N5 C46 C47 -168.3(9) . . . . ?
N5 C46 C47 N8 55.3(12) . . . . ?
C48 N8 C47 C46 162.0(8) . . . . ?
C47 N8 C48 C49 -178.1(8) . . . . ?
N8 C48 C49 C50 48.4(14) . . . . ?
N8 C48 C49 C54 -133.5(10) . . . . ?
C54 C49 C50 C51 -4.3(15) . . . . ?
C48 C49 C50 C51 173.9(9) . . . . ?
C49 C50 C51 C52 1.9(16) . . . . ?
C50 C51 C52 C53 1.0(16) . . . . ?
C50 C51 C52 Br6 178.1(8) . . . . ?
C51 C52 C53 C54 -1.1(17) . . . . ?
Br6 C52 C53 C54 -178.1(9) . . . . ?
C50 C49 C54 C53 4.2(16) . . . . ?
C48 C49 C54 C53 -174.1(10) . . . . ?
C52 C53 C54 C49 -1.6(19) . . . . ?
C56 N9 C57 O13 -1.2(15) . . . . ?
C55 N9 C57 O13 -179.9(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O4A 0.97 1.77 2.738(18) 172.7 1_565
N2 H2A O4B 0.97 1.78 2.715(13) 161.7 1_565
N3 H3B O12 0.97 1.75 2.710(10) 168.3 .
N7 H7A O3 0.97 2.18 2.932(9) 133.7 1_655
N7 H7B O9 0.97 1.85 2.806(9) 166.8 1_655
N8 H8C O9 0.97 2.07 2.910(9) 143.5 1_655
N8 H8D O5 0.97 1.88 2.841(9) 172.4 .

_refine_diff_density_max         0.844
_refine_diff_density_min         -1.147
_refine_diff_density_rms         0.098


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.352 -0.077 0.136 159 56 ' '
2 0.389 0.818 0.744 189 73 ' '
3 0.611 0.182 0.256 189 75 ' '
4 0.648 0.078 0.864 159 51 ' '
_platon_squeeze_details          
;
Three highly disordered C₃H₇NO molecules were accounted for using the Platon SQUEEZE function.
A total of 255 electrons was removed from the unit-cell contents by SQUEEZE, which implies  
that 255/2 = 128 of the squeezed-out electrons associated with the formula unit in this 2b complex 
in triclinic space group P-1 with Z = 2. As one DMF molecule contains 40 electrons, this 
implies the contributions of 128/40 = 3 DMF molecules were removed from the Formula unit
by the SQUEEZE process.
;





_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2L3H6_Cl6
_audit_block_doi                 10.5517/cc1kn87q
_database_code_depnum_ccdc_archive 'CCDC 1449443'
_audit_update_record             
;
2016-05-19 deposited with the CCDC.
2016-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H36 N7 O6, 3(Cl)'
_chemical_formula_sum            'C27 H36 Cl3 N7 O6'
_chemical_formula_weight         660.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.8600(6)
_cell_length_b                   11.1738(10)
_cell_length_c                   19.0870(17)
_cell_angle_alpha                77.214(6)
_cell_angle_beta                 85.475(5)
_cell_angle_gamma                75.105(6)
_cell_volume                     1579.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2983
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      18.55

_exptl_crystal_description       block
_exptl_crystal_colour            'whitish yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_F_000             692.0
_exptl_transmission_factor_min   0.909
_exptl_transmission_factor_max   0.940
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.342
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11560
_diffrn_reflns_av_unetI/netI     0.1469
_diffrn_reflns_av_R_equivalents  0.1001
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.094
_diffrn_reflns_theta_max         27.316
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.709
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.709
_diffrn_reflns_Laue_measured_fraction_full 0.806
_diffrn_reflns_point_group_measured_fraction_max 0.521
_diffrn_reflns_point_group_measured_fraction_full 0.603
_reflns_number_total             7427
_reflns_number_gt                3934
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.470
_reflns_Friedel_fraction_max     0.333
_reflns_Friedel_fraction_full    0.401

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.0935P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1148 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7427
_refine_ls_number_parameters     771
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.1279
_refine_ls_R_factor_gt           0.0825
_refine_ls_wR_factor_ref         0.2112
_refine_ls_wR_factor_gt          0.1866
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.0942(7) 0.2366(6) 0.6693(3) 0.0602(12) Uani 1 1 d . . . . .
Cl2 Cl 0.8744(7) 0.8685(6) 0.6870(3) 0.0517(10) Uani 1 1 d . . . . .
Cl3 Cl 0.5739(7) 0.6207(6) 0.9865(3) 0.0606(12) Uani 1 1 d . . . . .
Cl4 Cl 0.3573(7) 0.2638(6) 0.9724(3) 0.0504(10) Uani 1 1 d . . . . .
Cl5 Cl 0.0066(7) 0.9587(6) 0.9478(3) 0.0554(11) Uani 1 1 d . . . . .
Cl6 Cl 0.5192(8) 0.5456(6) 0.7121(3) 0.0561(11) Uani 1 1 d . . . . .
N1 N 0.5239(15) 1.0013(12) 0.7986(6) 0.044(3) Uani 1 1 d . . . . .
C1 C 0.4961(18) 1.1388(14) 0.7903(8) 0.044(4) Uani 1 1 d . . . . .
H1A H 0.4559 1.1624 0.8358 0.053 Uiso 1 1 calc R U . . .
H1B H 0.4051 1.1819 0.7555 0.053 Uiso 1 1 calc R U . . .
C2 C 0.670(2) 1.1828(14) 0.7646(8) 0.053(4) Uani 1 1 d . . . . .
H2B H 0.6472 1.2735 0.7610 0.063 Uiso 1 1 calc R U . . .
H2A H 0.7599 1.1415 0.8000 0.063 Uiso 1 1 calc R U . . .
N2 N 0.7382(13) 1.1509(10) 0.6906(5) 0.026(2) Uani 1 1 d . . . . .
H2D H 0.8472 1.1608 0.6813 0.031 Uiso 1 1 calc R U . . .
H2C H 0.7390 1.0713 0.6902 0.031 Uiso 1 1 calc R U . . .
C3 C 0.6117(19) 1.2430(14) 0.6346(7) 0.047(4) Uani 1 1 d . . . . .
H3B H 0.4915 1.2387 0.6482 0.057 Uiso 1 1 calc R U . . .
H3A H 0.6203 1.3289 0.6321 0.057 Uiso 1 1 calc R U . . .
C4 C 0.659(2) 1.2077(13) 0.5624(8) 0.042(3) Uani 1 1 d . . . . .
C5 C 0.529(2) 1.1889(14) 0.5243(8) 0.056(4) Uani 1 1 d . . . . .
H5 H 0.4179 1.1914 0.5454 0.067 Uiso 1 1 calc R U . . .
C6 C 0.561(2) 1.1664(16) 0.4558(10) 0.069(5) Uani 1 1 d . . . . .
H6 H 0.4724 1.1548 0.4307 0.083 Uiso 1 1 calc R U . . .
C7 C 0.725(3) 1.1615(17) 0.4252(9) 0.080(6) Uani 1 1 d . . . . .
H7 H 0.7487 1.1454 0.3792 0.096 Uiso 1 1 calc R U . . .
C8 C 0.854(2) 1.1803(15) 0.4626(9) 0.062(5) Uani 1 1 d . . . . .
C9 C 0.826(2) 1.2018(15) 0.5307(8) 0.065(4) Uani 1 1 d . . . . .
H9 H 0.9166 1.2123 0.5554 0.077 Uiso 1 1 calc R U . . .
N3 N 1.038(3) 1.1874(16) 0.4321(9) 0.097(6) Uani 1 1 d . . . . .
O1 O 1.157(2) 1.2001(17) 0.4648(9) 0.132(7) Uani 1 1 d . . . . .
O2 O 1.0589(19) 1.1613(15) 0.3702(9) 0.118(5) Uani 1 1 d . . . . .
C10 C 0.3603(19) 0.9605(14) 0.7942(8) 0.051(4) Uani 1 1 d . . . . .
H10A H 0.2986 0.9579 0.8404 0.061 Uiso 1 1 calc R U . . .
H10B H 0.2850 1.0241 0.7591 0.061 Uiso 1 1 calc R U . . .
C11 C 0.386(2) 0.8357(14) 0.7747(7) 0.047(4) Uani 1 1 d . . . . .
H11A H 0.4571 0.7711 0.8106 0.056 Uiso 1 1 calc R U . . .
H11B H 0.2720 0.8166 0.7752 0.056 Uiso 1 1 calc R U . . .
N4 N 0.4712(16) 0.8307(11) 0.7034(6) 0.045(3) Uani 1 1 d . . . . .
H4C H 0.4937 0.7519 0.6965 0.054 Uiso 1 1 calc R U . . .
H4D H 0.5733 0.8519 0.7019 0.054 Uiso 1 1 calc R U . . .
C12 C 0.360(2) 0.9168(15) 0.6453(8) 0.055(4) Uani 1 1 d . . . . .
H12A H 0.3664 1.0028 0.6439 0.067 Uiso 1 1 calc R U . . .
H12B H 0.2383 0.9130 0.6564 0.067 Uiso 1 1 calc R U . . .
C13 C 0.411(2) 0.8866(13) 0.5712(8) 0.045(4) Uani 1 1 d . . . . .
C14 C 0.281(2) 0.8874(14) 0.5270(8) 0.059(4) Uani 1 1 d . . . . .
H14 H 0.1649 0.9007 0.5443 0.071 Uiso 1 1 calc R U . . .
C15 C 0.315(2) 0.8695(15) 0.4595(9) 0.062(5) Uani 1 1 d . . . . .
H15 H 0.2249 0.8671 0.4317 0.075 Uiso 1 1 calc R U . . .
C16 C 0.489(3) 0.8543(15) 0.4306(8) 0.062(5) Uani 1 1 d . . . . .
H16 H 0.5133 0.8496 0.3827 0.074 Uiso 1 1 calc R U . . .
C17 C 0.621(2) 0.8465(14) 0.4770(10) 0.056(4) Uani 1 1 d . . . . .
C18 C 0.582(2) 0.8675(13) 0.5448(7) 0.048(4) Uani 1 1 d . . . . .
H18 H 0.6716 0.8690 0.5735 0.057 Uiso 1 1 calc R U . . .
N5 N 0.805(2) 0.8354(14) 0.4477(9) 0.074(4) Uani 1 1 d . . . . .
O3 O 0.9167(16) 0.8270(14) 0.4871(7) 0.098(5) Uani 1 1 d . . . . .
O4 O 0.8272(18) 0.8347(15) 0.3822(8) 0.116(5) Uani 1 1 d . . . . .
C19 C 0.6285(18) 0.9255(13) 0.8600(7) 0.038(3) Uani 1 1 d . . . . .
H19A H 0.7448 0.9416 0.8552 0.045 Uiso 1 1 calc R U . . .
H19B H 0.6419 0.8363 0.8612 0.045 Uiso 1 1 calc R U . . .
C20 C 0.536(2) 0.9590(15) 0.9323(8) 0.054(4) Uani 1 1 d . . . . .
H20A H 0.5233 1.0478 0.9319 0.065 Uiso 1 1 calc R U . . .
H20B H 0.4208 0.9418 0.9381 0.065 Uiso 1 1 calc R U . . .
N6 N 0.6549(15) 0.8759(11) 0.9936(6) 0.037(3) Uani 1 1 d . . . . .
H6D H 0.6598 0.7948 0.9956 0.045 Uiso 1 1 calc R U . . .
H6C H 0.7635 0.8869 0.9856 0.045 Uiso 1 1 calc R U . . .
C21 C 0.585(2) 0.9098(14) 1.0630(7) 0.053(4) Uani 1 1 d . . . . .
H21B H 0.4643 0.9020 1.0702 0.063 Uiso 1 1 calc R U . . .
H21A H 0.5842 0.9973 1.0612 0.063 Uiso 1 1 calc R U . . .
C22 C 0.6924(19) 0.8266(14) 1.1250(8) 0.041(4) Uani 1 1 d . . . . .
C23 C 0.606(2) 0.7639(17) 1.1814(9) 0.070(5) Uani 1 1 d . . . . .
H23 H 0.4880 0.7649 1.1788 0.084 Uiso 1 1 calc R U . . .
C24 C 0.706(3) 0.6973(18) 1.2440(10) 0.086(6) Uani 1 1 d . . . . .
H24 H 0.6498 0.6586 1.2842 0.104 Uiso 1 1 calc R U . . .
C25 C 0.884(2) 0.6897(16) 1.2456(10) 0.061(5) Uani 1 1 d . . . . .
H25 H 0.9501 0.6414 1.2851 0.074 Uiso 1 1 calc R U . . .
C26 C 0.961(2) 0.7534(15) 1.1889(9) 0.050(4) Uani 1 1 d . . . . .
C27 C 0.869(2) 0.8236(14) 1.1286(8) 0.050(4) Uani 1 1 d . . . . .
H27 H 0.9246 0.8684 1.0909 0.060 Uiso 1 1 calc R U . . .
N7 N 1.1522(17) 0.7485(13) 1.1892(6) 0.073(4) Uani 1 1 d D . . . .
O5A O 1.209(3) 0.8273(19) 1.1435(11) 0.072(8) Uiso 0.5 1 d D . P . .
O5B O 1.225(2) 0.776(2) 1.1298(7) 0.050(6) Uiso 0.5 1 d D . P . .
O6 O 1.2275(16) 0.6851(13) 1.2444(8) 0.092(4) Uani 1 1 d . . . . .
N8 N 0.0198(15) 0.4753(11) 0.8613(6) 0.038(3) Uani 1 1 d . . . . .
C28 C 0.1293(18) 0.4467(13) 0.7976(7) 0.040(3) Uani 1 1 d . . . . .
H28A H 0.1413 0.3588 0.7957 0.049 Uiso 1 1 calc R U . . .
H28B H 0.2461 0.4575 0.8025 0.049 Uiso 1 1 calc R U . . .
C29 C 0.051(2) 0.5323(15) 0.7258(8) 0.055(5) Uani 1 1 d . . . . .
H29A H -0.0647 0.5216 0.7195 0.066 Uiso 1 1 calc R U . . .
H29B H 0.0408 0.6206 0.7262 0.066 Uiso 1 1 calc R U . . .
N9 N 0.1749(15) 0.4934(10) 0.6654(6) 0.033(3) Uani 1 1 d . . . . .
H9C H 0.2837 0.4952 0.6741 0.040 Uiso 1 1 calc R U . . .
H9D H 0.1761 0.4146 0.6628 0.040 Uiso 1 1 calc R U . . .
C30 C 0.117(2) 0.5796(14) 0.5973(7) 0.049(4) Uani 1 1 d . . . . .
H30A H 0.1167 0.6651 0.6005 0.059 Uiso 1 1 calc R U . . .
H30B H -0.0025 0.5785 0.5888 0.059 Uiso 1 1 calc R U . . .
C31 C 0.2332(19) 0.5446(13) 0.5353(8) 0.043(3) Uani 1 1 d . . . . .
C32 C 0.164(2) 0.5159(16) 0.4776(9) 0.075(5) Uani 1 1 d . . . . .
H32 H 0.0462 0.5126 0.4796 0.090 Uiso 1 1 calc R U . . .
C33 C 0.266(3) 0.4923(18) 0.4176(9) 0.085(6) Uani 1 1 d . . . . .
H33 H 0.2179 0.4753 0.3791 0.102 Uiso 1 1 calc R U . . .
C34 C 0.448(2) 0.4944(16) 0.4151(9) 0.059(5) Uani 1 1 d . . . . .
H34 H 0.5217 0.4749 0.3764 0.071 Uiso 1 1 calc R U . . .
C35 C 0.5077(18) 0.5248(13) 0.4696(8) 0.041(3) Uani 1 1 d . . . . .
C36 C 0.412(2) 0.5511(13) 0.5300(8) 0.045(4) Uani 1 1 d . . . . .
H36 H 0.4622 0.5726 0.5665 0.054 Uiso 1 1 calc R U . . .
N10 N 0.6974(14) 0.5247(12) 0.4698(5) 0.071(4) Uani 1 1 d D . . . .
O7A O 0.744(3) 0.566(2) 0.5184(9) 0.063(7) Uiso 0.5 1 d D . P . .
O7B O 0.762(3) 0.501(2) 0.5300(7) 0.061(7) Uiso 0.5 1 d D . P . .
O8 O 0.7814(16) 0.5123(14) 0.4140(7) 0.096(4) Uani 1 1 d . . . . .
C37 C -0.1481(19) 0.4335(15) 0.8648(8) 0.051(4) Uani 1 1 d . . . . .
H37A H -0.2042 0.4650 0.8186 0.062 Uiso 1 1 calc R U . . .
H37B H -0.2275 0.4701 0.9004 0.062 Uiso 1 1 calc R U . . .
C38 C -0.117(2) 0.2914(15) 0.8842(8) 0.053(4) Uani 1 1 d . . . . .
H38A H -0.2277 0.2693 0.8813 0.064 Uiso 1 1 calc R U . . .
H38B H -0.0356 0.2551 0.8492 0.064 Uiso 1 1 calc R U . . .
N11 N -0.0464(16) 0.2352(11) 0.9568(6) 0.046(3) Uani 1 1 d . . . . .
H11C H 0.0583 0.2510 0.9585 0.055 Uiso 1 1 calc R U . . .
H11D H -0.0309 0.1516 0.9649 0.055 Uiso 1 1 calc R U . . .
C39 C -0.165(2) 0.2856(16) 1.0155(8) 0.064(5) Uani 1 1 d . . . . .
H39A H -0.2874 0.2941 1.0053 0.077 Uiso 1 1 calc R U . . .
H39B H -0.1515 0.3686 1.0176 0.077 Uiso 1 1 calc R U . . .
C40 C -0.117(2) 0.1938(14) 1.0882(9) 0.047(4) Uani 1 1 d . . . . .
C41 C 0.052(2) 0.1512(14) 1.1154(8) 0.050(4) Uani 1 1 d . . . . .
H41 H 0.1473 0.1717 1.0875 0.060 Uiso 1 1 calc R U . . .
C42 C 0.0778(19) 0.0791(15) 1.1831(10) 0.048(4) Uani 1 1 d . . . . .
C43 C -0.249(2) 0.1587(16) 1.1319(10) 0.065(5) Uani 1 1 d . . . . .
H43 H -0.3629 0.1857 1.1144 0.078 Uiso 1 1 calc R U . . .
C44 C -0.225(2) 0.0862(18) 1.1999(10) 0.070(5) Uani 1 1 d . . . . .
H44 H -0.3193 0.0638 1.2275 0.085 Uiso 1 1 calc R U . . .
C45 C -0.0061(17) 0.6063(14) 0.8675(8) 0.047(4) Uani 1 1 d . . . . .
H45A H -0.1022 0.6263 0.9015 0.056 Uiso 1 1 calc R U . . .
H45B H -0.0395 0.6614 0.8212 0.056 Uiso 1 1 calc R U . . .
N12 N 0.264(2) 0.0397(12) 1.2108(6) 0.074(4) Uani 1 1 d D . . . .
O9A O 0.281(4) -0.011(3) 1.2754(7) 0.091(11) Uiso 0.5 1 d D . P . .
O9B O 0.276(3) -0.0492(18) 1.2637(9) 0.066(9) Uiso 0.5 1 d D . P . .
O10 O 0.3760(17) 0.0757(14) 1.1751(7) 0.094(4) Uani 1 1 d . . . . .
C46 C 0.159(2) 0.6324(14) 0.8922(8) 0.049(4) Uani 1 1 d . . . . .
H46A H 0.1345 0.7210 0.8946 0.058 Uiso 1 1 calc R U . . .
H46B H 0.2531 0.6162 0.8571 0.058 Uiso 1 1 calc R U . . .
C47 C 0.089(2) 0.5958(15) 1.0231(8) 0.053(4) Uani 1 1 d . . . . .
H47A H 0.0920 0.6811 1.0254 0.063 Uiso 1 1 calc R U . . .
H47B H -0.0293 0.5978 1.0106 0.063 Uiso 1 1 calc R U . . .
N13 N 0.2191(13) 0.5500(10) 0.9664(6) 0.028(2) Uani 1 1 d . . . . .
H13D H 0.2244 0.4692 0.9671 0.034 Uiso 1 1 calc R U . . .
H13C H 0.3259 0.5560 0.9751 0.034 Uiso 1 1 calc R U . . .
C48 C 0.133(2) 0.5107(14) 1.0935(9) 0.047(4) Uani 1 1 d . . . . .
C49 C -0.003(2) 0.4684(15) 1.1334(9) 0.063(5) Uani 1 1 d . . . . .
H49 H -0.1154 0.4904 1.1144 0.075 Uiso 1 1 calc R U . . .
C50 C 0.029(2) 0.3910(17) 1.2036(12) 0.071(5) Uani 1 1 d . . . . .
H50 H -0.0633 0.3620 1.2295 0.085 Uiso 1 1 calc R U . . .
C51 C 0.189(3) 0.3585(16) 1.2335(9) 0.075(5) Uani 1 1 d . . . . .
H51 H 0.2129 0.3059 1.2786 0.090 Uiso 1 1 calc R U . . .
C52 C 0.314(3) 0.4105(18) 1.1910(11) 0.072(5) Uani 1 1 d . . . . .
C53 C 0.295(2) 0.4791(15) 1.1242(8) 0.054(4) Uani 1 1 d . . . . .
H53 H 0.3892 0.5049 1.0987 0.065 Uiso 1 1 calc R U . . .
C54 C -0.054(3) 0.0468(15) 1.2266(9) 0.069(5) Uani 1 1 d . . . . .
H54 H -0.0323 -0.0004 1.2731 0.083 Uiso 1 1 calc R U . . .
N14 N 0.514(2) 0.3890(16) 1.2203(8) 0.111(7) Uani 1 1 d D . . . .
O11 O 0.530(2) 0.3201(17) 1.2804(9) 0.132(6) Uani 1 1 d . . . . .
O12A O 0.613(3) 0.459(2) 1.1945(14) 0.079(8) Uiso 0.5 1 d D . P . .
O12B O 0.635(3) 0.409(3) 1.1770(13) 0.089(9) Uiso 0.5 1 d D . P . .


_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
N1 C19 1.455(15) . ?
N1 C1 1.469(16) . ?
N1 C10 1.485(16) . ?
C1 C2 1.575(19) . ?
C2 N2 1.554(15) . ?
N2 C3 1.531(15) . ?
C3 C4 1.510(18) . ?
C4 C5 1.382(19) . ?
C4 C9 1.39(2) . ?
C5 C6 1.38(2) . ?
C6 C7 1.36(2) . ?
C7 C8 1.37(2) . ?
C8 C9 1.364(19) . ?
C8 N3 1.53(2) . ?
N3 O1 1.22(2) . ?
N3 O2 1.266(18) . ?
C10 C11 1.483(17) . ?
C11 N4 1.475(15) . ?
N4 C12 1.473(17) . ?
C12 C13 1.526(19) . ?
C13 C14 1.372(19) . ?
C13 C18 1.382(18) . ?
C14 C15 1.343(19) . ?
C15 C16 1.41(2) . ?
C16 C17 1.39(2) . ?
C17 C18 1.363(18) . ?
C17 N5 1.50(2) . ?
N5 O3 1.173(16) . ?
N5 O4 1.250(15) . ?
C19 C20 1.582(19) . ?
C20 N6 1.531(16) . ?
N6 C21 1.482(15) . ?
C21 C22 1.499(18) . ?
C22 C23 1.381(18) . ?
C22 C27 1.386(19) . ?
C23 C24 1.43(2) . ?
C24 C25 1.39(2) . ?
C25 C26 1.35(2) . ?
C26 C27 1.378(19) . ?
C26 N7 1.492(18) . ?
N7 O6 1.231(15) . ?
N7 O5B 1.2400(13) . ?
N7 O5A 1.2400(13) . ?
O5A O5B 0.66(3) . ?
N8 C45 1.455(15) . ?
N8 C28 1.479(14) . ?
N8 C37 1.501(16) . ?
C28 C29 1.554(19) . ?
C29 N9 1.513(14) . ?
N9 C30 1.463(15) . ?
C30 C31 1.496(17) . ?
C31 C32 1.400(19) . ?
C31 C36 1.417(18) . ?
C32 C33 1.38(2) . ?
C33 C34 1.43(2) . ?
C34 C35 1.315(18) . ?
C35 C36 1.373(17) . ?
C35 N10 1.491(17) . ?
N10 O8 1.223(14) . ?
N10 O7B 1.2400(13) . ?
N10 O7A 1.2398(13) . ?
O7A O7B 0.69(3) . ?
C37 C38 1.507(18) . ?
C38 N11 1.477(17) . ?
N11 C39 1.515(16) . ?
C39 C40 1.54(2) . ?
C40 C43 1.36(2) . ?
C40 C41 1.40(2) . ?
C41 C42 1.363(19) . ?
C42 C54 1.35(2) . ?
C42 N12 1.52(2) . ?
C43 C44 1.37(2) . ?
C44 C54 1.40(2) . ?
C45 C46 1.528(18) . ?
N12 O10 1.169(15) . ?
N12 O9B 1.2403(13) . ?
N12 O9A 1.2399(13) . ?
O9A O9B 0.54(4) . ?
C46 N13 1.544(17) . ?
C47 C48 1.473(19) . ?
C47 N13 1.511(15) . ?
C48 C53 1.37(2) . ?
C48 C49 1.386(19) . ?
C49 C50 1.43(2) . ?
C50 C51 1.35(2) . ?
C51 C52 1.39(2) . ?
C52 C53 1.33(2) . ?
C52 N14 1.65(2) . ?
N14 O11 1.228(18) . ?
N14 O12B 1.2399(14) . ?
N14 O12A 1.2400(14) . ?
O12A O12B 0.69(3) . ?

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
C19 N1 C1 114.9(10) . . ?
C19 N1 C10 112.1(10) . . ?
C1 N1 C10 113.9(10) . . ?
N1 C1 C2 111.7(11) . . ?
N2 C2 C1 111.7(10) . . ?
C3 N2 C2 106.3(10) . . ?
C4 C3 N2 109.0(11) . . ?
C5 C4 C9 118.8(13) . . ?
C5 C4 C3 118.8(13) . . ?
C9 C4 C3 122.3(13) . . ?
C6 C5 C4 121.3(14) . . ?
C7 C6 C5 119.4(14) . . ?
C6 C7 C8 119.6(15) . . ?
C9 C8 C7 122.2(16) . . ?
C9 C8 N3 113.2(17) . . ?
C7 C8 N3 124.5(16) . . ?
C8 C9 C4 118.7(15) . . ?
O1 N3 O2 123.1(19) . . ?
O1 N3 C8 125.9(15) . . ?
O2 N3 C8 110.4(19) . . ?
C11 C10 N1 115.5(12) . . ?
N4 C11 C10 113.2(11) . . ?
C11 N4 C12 111.7(11) . . ?
N4 C12 C13 113.9(12) . . ?
C14 C13 C18 118.5(13) . . ?
C14 C13 C12 119.2(14) . . ?
C18 C13 C12 122.2(13) . . ?
C15 C14 C13 122.2(15) . . ?
C14 C15 C16 120.3(14) . . ?
C17 C16 C15 117.0(14) . . ?
C18 C17 C16 121.4(14) . . ?
C18 C17 N5 119.3(15) . . ?
C16 C17 N5 118.6(15) . . ?
C17 C18 C13 120.3(14) . . ?
O3 N5 O4 125.1(17) . . ?
O3 N5 C17 118.6(14) . . ?
O4 N5 C17 116.4(17) . . ?
N1 C19 C20 110.4(10) . . ?
N6 C20 C19 107.0(11) . . ?
C21 N6 C20 110.1(11) . . ?
N6 C21 C22 111.8(11) . . ?
C23 C22 C27 121.2(14) . . ?
C23 C22 C21 117.8(13) . . ?
C27 C22 C21 120.6(14) . . ?
C22 C23 C24 117.3(15) . . ?
C25 C24 C23 120.9(15) . . ?
C26 C25 C24 118.8(16) . . ?
C25 C26 C27 122.4(14) . . ?
C25 C26 N7 120.2(15) . . ?
C27 C26 N7 117.3(14) . . ?
C26 C27 C22 119.2(13) . . ?
O6 N7 O5B 125.6(16) . . ?
O6 N7 O5A 125.4(17) . . ?
O5B N7 O5A 30.8(13) . . ?
O6 N7 C26 114.6(13) . . ?
O5B N7 C26 116.6(15) . . ?
O5A N7 C26 117.9(16) . . ?
O5B O5A N7 74.6(7) . . ?
O5A O5B N7 74.6(7) . . ?
C45 N8 C28 112.4(10) . . ?
C45 N8 C37 113.8(10) . . ?
C28 N8 C37 111.5(9) . . ?
N8 C28 C29 113.0(11) . . ?
N9 C29 C28 107.6(11) . . ?
C30 N9 C29 109.8(10) . . ?
N9 C30 C31 112.2(11) . . ?
C32 C31 C36 118.1(12) . . ?
C32 C31 C30 120.4(13) . . ?
C36 C31 C30 121.2(12) . . ?
C33 C32 C31 121.1(16) . . ?
C32 C33 C34 119.5(15) . . ?
C35 C34 C33 117.6(14) . . ?
C34 C35 C36 125.6(14) . . ?
C34 C35 N10 119.0(13) . . ?
C36 C35 N10 115.3(12) . . ?
C35 C36 C31 118.1(12) . . ?
O8 N10 O7B 125.2(15) . . ?
O8 N10 O7A 124.8(15) . . ?
O7B N10 O7A 32.2(13) . . ?
O8 N10 C35 116.1(12) . . ?
O7B N10 C35 115.3(14) . . ?
O7A N10 C35 116.8(14) . . ?
O7B O7A N10 73.9(7) . . ?
O7A O7B N10 73.9(7) . . ?
N8 C37 C38 112.3(11) . . ?
N11 C38 C37 113.3(11) . . ?
C38 N11 C39 113.0(12) . . ?
N11 C39 C40 109.4(13) . . ?
C43 C40 C41 116.9(15) . . ?
C43 C40 C39 118.6(14) . . ?
C41 C40 C39 124.3(13) . . ?
C42 C41 C40 119.5(14) . . ?
C54 C42 C41 123.3(15) . . ?
C54 C42 N12 119.5(16) . . ?
C41 C42 N12 117.1(14) . . ?
C40 C43 C44 124.1(16) . . ?
C43 C44 C54 118.0(15) . . ?
N8 C45 C46 112.6(11) . . ?
O10 N12 O9B 129(2) . . ?
O10 N12 O9A 123(2) . . ?
O9B N12 O9A 25.1(18) . . ?
O10 N12 C42 119.6(12) . . ?
O9B N12 C42 109.7(19) . . ?
O9A N12 C42 116(2) . . ?
O9B O9A N12 77.5(9) . . ?
O9A O9B N12 77.4(9) . . ?
C45 C46 N13 112.5(10) . . ?
C48 C47 N13 109.8(12) . . ?
C47 N13 C46 108.6(10) . . ?
C53 C48 C49 118.2(15) . . ?
C53 C48 C47 124.4(13) . . ?
C49 C48 C47 117.1(14) . . ?
C48 C49 C50 119.8(15) . . ?
C51 C50 C49 121.9(16) . . ?
C50 C51 C52 114.0(17) . . ?
C53 C52 C51 127.0(17) . . ?
C53 C52 N14 111.9(17) . . ?
C51 C52 N14 121.2(17) . . ?
C52 C53 C48 118.9(15) . . ?
C42 C54 C44 118.2(15) . . ?
O11 N14 O12B 126(2) . . ?
O11 N14 O12A 124(2) . . ?
O12B N14 O12A 32.5(16) . . ?
O11 N14 C52 110.4(15) . . ?
O12B N14 C52 120.0(19) . . ?
O12A N14 C52 123.2(19) . . ?
O12B O12A N14 73.7(8) . . ?
O12A O12B N14 73.8(8) . . ?

_refine_diff_density_max         0.747
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.100

