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

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

data_MPDA-Br-me-TBAF-2b
_database_code_depnum_ccdc_archive 'CCDC 1536474'
_audit_update_record             
;
2017-06-28 deposited with the CCDC.
2017-06-30 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         'C22 H20 Br2 N4 O2, C16 H36 N, F'
_chemical_formula_sum            'C38 H56 Br2 F N5 O2'
_chemical_formula_weight         793.68

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'
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'

_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                   9.5946(10)
_cell_length_b                   18.9239(12)
_cell_length_c                   22.0437(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4002.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2771
_cell_measurement_theta_min      3.4870
_cell_measurement_theta_max      23.5520

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_F_000             1656.0
_exptl_transmission_factor_min   0.555
_exptl_transmission_factor_max   0.648
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    2.067
_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            12928
_diffrn_reflns_av_unetI/netI     0.1653
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.974
_diffrn_reflns_theta_max         28.676
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9727
_reflns_number_gt                6225
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.505
_reflns_Friedel_fraction_max     0.564
_reflns_Friedel_fraction_full    0.695

_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)+(0.0623P)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 612 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9727
_refine_ls_number_parameters     439
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1951
_refine_ls_R_factor_gt           0.0808
_refine_ls_wR_factor_ref         0.2026
_refine_ls_wR_factor_gt          0.1491
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          0.005
_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
Br1 Br 0.53350(14) 0.04698(7) 0.54092(5) 0.0770(4) Uani 1 1 d . . . . .
Br2 Br 0.3955(2) 0.86339(8) 0.50807(8) 0.1187(7) Uani 1 1 d . . . . .
O0AA O 0.2164(8) 0.5437(4) 0.3649(3) 0.069(2) Uani 1 1 d . . . . .
O1AA O 0.3076(8) 0.3322(3) 0.3571(3) 0.0583(19) Uani 1 1 d . . . . .
F1 F 0.5527(8) 0.3301(3) 0.7389(3) 0.083(2) Uani 1 1 d . . . . .
N1 N 0.2326(9) 0.2167(4) 0.3477(3) 0.054(2) Uani 1 1 d . . . . .
H1N H 0.1777 0.1908 0.3263 0.064 Uiso 1 1 calc R U . . .
C6 C 0.3047(10) 0.1814(5) 0.3933(4) 0.043(2) Uani 1 1 d . . . . .
N2 N 0.1520(9) 0.2998(4) 0.2835(3) 0.053(2) Uani 1 1 d . . . . .
H2N H 0.1150 0.2629 0.2674 0.064 Uiso 1 1 calc R U . . .
N4 N 0.1267(10) 0.6514(5) 0.3374(4) 0.066(3) Uani 1 1 d . . . . .
H4N H 0.0674 0.6707 0.3132 0.079 Uiso 1 1 calc R U . . .
N5 N 0.6010(10) 0.4757(5) 0.3302(4) 0.068(3) Uani 1 1 d . . . . .
C3 C 0.4449(11) 0.1029(5) 0.4813(4) 0.051(2) Uani 1 1 d . . . . .
C8 C 0.2367(10) 0.2878(5) 0.3316(4) 0.043(2) Uani 1 1 d . . . . .
C15 C 0.1429(10) 0.5810(5) 0.3322(5) 0.046(2) Uani 1 1 d . . . . .
N3 N 0.0647(9) 0.5554(5) 0.2847(3) 0.059(2) Uani 1 1 d . . . . .
H3N H 0.0067 0.5847 0.2688 0.071 Uiso 1 1 calc R U . . .
C16 C 0.1964(11) 0.6974(6) 0.3782(5) 0.059(3) Uani 1 1 d . . . . .
C13 C 0.0671(10) 0.4876(5) 0.2585(4) 0.042(2) Uani 1 1 d . . . . .
C2 C 0.4715(11) 0.1744(5) 0.4763(4) 0.052(2) Uani 1 1 d . . . . .
C4 C 0.3439(12) 0.0717(5) 0.4444(4) 0.058(3) Uani 1 1 d . . . . .
H4 H 0.3207 0.0245 0.4499 0.070 Uiso 1 1 calc R U . . .
C5 C 0.2786(12) 0.1105(6) 0.4001(5) 0.056(3) Uani 1 1 d . . . . .
H5 H 0.2157 0.0883 0.3742 0.067 Uiso 1 1 calc R U . . .
C22 C 0.2499(12) 0.6759(5) 0.4328(4) 0.060(3) Uani 1 1 d . . . . .
H22 H 0.2449 0.6284 0.4435 0.072 Uiso 1 1 calc R U . . .
C14 C 0.1168(11) 0.4279(5) 0.2877(4) 0.046(2) Uani 1 1 d . . . . .
H14 H 0.1497 0.4304 0.3273 0.055 Uiso 1 1 calc R U . . .
C9 C 0.1165(10) 0.3643(5) 0.2565(4) 0.047(2) Uani 1 1 d . . . . .
C7 C 0.4026(11) 0.2143(6) 0.4315(4) 0.057(3) Uani 1 1 d . . . . .
H7 H 0.4217 0.2623 0.4273 0.069 Uiso 1 1 calc R U . . .
C12 C 0.0195(14) 0.4848(7) 0.1992(5) 0.075(4) Uani 1 1 d . . . . .
H12 H -0.0117 0.5254 0.1797 0.090 Uiso 1 1 calc R U . . .
C10 C 0.0684(12) 0.3616(6) 0.1971(4) 0.065(3) Uani 1 1 d . . . . .
H10 H 0.0694 0.3192 0.1757 0.078 Uiso 1 1 calc R U . . .
C19 C 0.3156(13) 0.7935(6) 0.4580(6) 0.075(3) Uani 1 1 d . . . . .
C18 C 0.2657(13) 0.8160(6) 0.4028(6) 0.072(3) Uani 1 1 d . . . . .
H18 H 0.2740 0.8632 0.3918 0.087 Uiso 1 1 calc R U . . .
C20 C 0.3119(13) 0.7239(6) 0.4724(5) 0.071(3) Uani 1 1 d . . . . .
C11 C 0.0194(14) 0.4221(7) 0.1702(5) 0.077(4) Uani 1 1 d . . . . .
H11 H -0.0150 0.4197 0.1308 0.093 Uiso 1 1 calc R U . . .
C17 C 0.2024(13) 0.7679(6) 0.3633(5) 0.068(3) Uani 1 1 d . . . . .
H17 H 0.1645 0.7835 0.3269 0.082 Uiso 1 1 calc R U . . .
C1 C 0.5791(14) 0.2107(6) 0.5151(6) 0.098(5) Uani 1 1 d . . . . .
H1B H 0.5436 0.2163 0.5555 0.147 Uiso 1 1 calc R U . . .
H1C H 0.5999 0.2564 0.4983 0.147 Uiso 1 1 calc R U . . .
H1A H 0.6625 0.1827 0.5162 0.147 Uiso 1 1 calc R U . . .
C29 C 0.485(2) 0.4855(8) 0.5009(7) 0.113(5) Uani 1 1 d . . . . .
H29A H 0.5300 0.5043 0.5368 0.135 Uiso 1 1 calc R U . . .
H29B H 0.4079 0.5163 0.4904 0.135 Uiso 1 1 calc R U . . .
C21 C 0.3711(19) 0.6965(7) 0.5331(6) 0.137(7) Uani 1 1 d . . . . .
H21A H 0.3145 0.6582 0.5476 0.205 Uiso 1 1 calc R U . . .
H21C H 0.3707 0.7341 0.5624 0.205 Uiso 1 1 calc R U . . .
H21B H 0.4649 0.6803 0.5271 0.205 Uiso 1 1 calc R U . . .
C31 C 0.7176(13) 0.4205(7) 0.3304(7) 0.083(4) Uani 1 1 d . . . . .
H31A H 0.7716 0.4260 0.2935 0.100 Uiso 1 1 calc R U . . .
H31B H 0.7791 0.4303 0.3643 0.100 Uiso 1 1 calc R U . . .
C36 C 0.5609(15) 0.4652(8) 0.2140(5) 0.096(5) Uani 1 1 d . . . . .
H36A H 0.6135 0.5084 0.2080 0.115 Uiso 1 1 calc R U . . .
H36B H 0.6240 0.4256 0.2090 0.115 Uiso 1 1 calc R U . . .
C28 C 0.5904(15) 0.4826(8) 0.4479(6) 0.098(5) Uani 1 1 d . . . . .
H28B H 0.6423 0.5265 0.4461 0.118 Uiso 1 1 calc R U . . .
H28A H 0.6561 0.4444 0.4546 0.118 Uiso 1 1 calc R U . . .
C30 C 0.432(2) 0.4129(10) 0.5134(7) 0.144(7) Uani 1 1 d . . . . .
H30A H 0.4016 0.3916 0.4762 0.216 Uiso 1 1 calc R U . . .
H30B H 0.3555 0.4154 0.5413 0.216 Uiso 1 1 calc R U . . .
H30C H 0.5055 0.3849 0.5308 0.216 Uiso 1 1 calc R U . . .
C27 C 0.5136(13) 0.4707(6) 0.3871(4) 0.073(3) Uani 1 1 d . . . . .
H27A H 0.4707 0.4243 0.3882 0.087 Uiso 1 1 calc R U . . .
H27B H 0.4390 0.5052 0.3841 0.087 Uiso 1 1 calc R U . . .
C23 C 0.6733(15) 0.5476(7) 0.3256(7) 0.095(4) Uani 1 1 d . . . . .
H23A H 0.7356 0.5525 0.3600 0.114 Uiso 1 1 calc R U . . .
H23B H 0.7303 0.5477 0.2892 0.114 Uiso 1 1 calc R U . . .
C35 C 0.4999(12) 0.4642(6) 0.2785(4) 0.070(3) Uani 1 1 d . . . . .
H35A H 0.4286 0.5005 0.2809 0.084 Uiso 1 1 calc R U . . .
H35B H 0.4543 0.4191 0.2846 0.084 Uiso 1 1 calc R U . . .
C34 C 0.7537(19) 0.2213(9) 0.3407(10) 0.156(8) Uani 1 1 d . . . . .
H34A H 0.7112 0.2060 0.3035 0.233 Uiso 1 1 calc R U . . .
H34B H 0.6890 0.2153 0.3735 0.233 Uiso 1 1 calc R U . . .
H34C H 0.8357 0.1936 0.3483 0.233 Uiso 1 1 calc R U . . .
C32 C 0.6705(14) 0.3453(7) 0.3347(7) 0.096(4) Uani 1 1 d . . . . .
H32B H 0.6159 0.3389 0.3713 0.115 Uiso 1 1 calc R U . . .
H32A H 0.6116 0.3341 0.3002 0.115 Uiso 1 1 calc R U . . .
C37 C 0.4461(18) 0.4607(9) 0.1675(6) 0.112(6) Uani 1 1 d . . . . .
H37A H 0.3787 0.4253 0.1799 0.135 Uiso 1 1 calc R U . . .
H37B H 0.4848 0.4464 0.1288 0.135 Uiso 1 1 calc R U . . .
C24 C 0.5784(18) 0.6126(7) 0.3237(8) 0.120(6) Uani 1 1 d . . . . .
H24B H 0.5265 0.6123 0.2859 0.144 Uiso 1 1 calc R U . . .
H24A H 0.5118 0.6096 0.3567 0.144 Uiso 1 1 calc R U . . .
C25 C 0.657(2) 0.6807(9) 0.3287(11) 0.158(9) Uani 1 1 d . . . . .
H25A H 0.7007 0.6824 0.3682 0.189 Uiso 1 1 calc R U . . .
H25B H 0.7302 0.6807 0.2985 0.189 Uiso 1 1 calc R U . . .
C38 C 0.3745(19) 0.5314(10) 0.1609(7) 0.142(7) Uani 1 1 d . . . . .
H38C H 0.2832 0.5245 0.1440 0.213 Uiso 1 1 calc R U . . .
H38B H 0.4282 0.5611 0.1344 0.213 Uiso 1 1 calc R U . . .
H38A H 0.3666 0.5534 0.2000 0.213 Uiso 1 1 calc R U . . .
C26 C 0.578(2) 0.7422(8) 0.3212(11) 0.188(11) Uani 1 1 d . . . . .
H26B H 0.5083 0.7345 0.2907 0.281 Uiso 1 1 calc R U . . .
H26C H 0.6382 0.7801 0.3089 0.281 Uiso 1 1 calc R U . . .
H26A H 0.5340 0.7542 0.3589 0.281 Uiso 1 1 calc R U . . .
C33 C 0.7922(17) 0.2963(9) 0.3357(10) 0.132(6) Uani 1 1 d . . . . .
H33A H 0.8459 0.3030 0.2989 0.158 Uiso 1 1 calc R U . . .
H33B H 0.8515 0.3087 0.3697 0.158 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 C3 1.890(9) . ?
Br2 C19 1.885(12) . ?
O0AA C15 1.231(11) . ?
O1AA C8 1.220(10) . ?
N1 C6 1.391(12) . ?
N1 C8 1.392(12) . ?
C6 C5 1.374(13) . ?
C6 C7 1.407(13) . ?
N2 C8 1.354(11) . ?
N2 C9 1.400(12) . ?
N4 C15 1.346(12) . ?
N4 C16 1.420(13) . ?
N5 C27 1.511(13) . ?
N5 C35 1.512(13) . ?
N5 C31 1.530(14) . ?
N5 C23 1.532(14) . ?
C3 C2 1.382(12) . ?
C3 C4 1.395(13) . ?
C15 N3 1.376(12) . ?
N3 C13 1.406(11) . ?
C16 C22 1.370(13) . ?
C16 C17 1.374(15) . ?
C13 C14 1.384(12) . ?
C13 C12 1.387(13) . ?
C2 C7 1.407(12) . ?
C2 C1 1.507(13) . ?
C4 C5 1.372(13) . ?
C22 C20 1.394(14) . ?
C14 C9 1.387(12) . ?
C9 C10 1.390(12) . ?
C12 C11 1.348(15) . ?
C10 C11 1.371(14) . ?
C19 C20 1.356(15) . ?
C19 C18 1.374(15) . ?
C18 C17 1.399(14) . ?
C20 C21 1.544(15) . ?
C29 C30 1.49(2) . ?
C29 C28 1.547(19) . ?
C31 C32 1.497(16) . ?
C36 C37 1.507(18) . ?
C36 C35 1.537(14) . ?
C28 C27 1.546(15) . ?
C23 C24 1.530(18) . ?
C34 C33 1.47(2) . ?
C32 C33 1.490(18) . ?
C37 C38 1.51(2) . ?
C24 C25 1.496(19) . ?
C25 C26 1.39(2) . ?

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
C6 N1 C8 129.3(8) . . ?
C5 C6 N1 117.2(10) . . ?
C5 C6 C7 119.3(10) . . ?
N1 C6 C7 123.6(9) . . ?
C8 N2 C9 128.7(8) . . ?
C15 N4 C16 127.4(9) . . ?
C27 N5 C35 105.1(8) . . ?
C27 N5 C31 111.2(9) . . ?
C35 N5 C31 111.9(9) . . ?
C27 N5 C23 111.2(10) . . ?
C35 N5 C23 111.6(9) . . ?
C31 N5 C23 106.0(9) . . ?
C2 C3 C4 119.7(9) . . ?
C2 C3 Br1 121.4(8) . . ?
C4 C3 Br1 118.8(7) . . ?
O1AA C8 N2 125.4(9) . . ?
O1AA C8 N1 124.4(9) . . ?
N2 C8 N1 110.2(8) . . ?
O0AA C15 N4 125.7(10) . . ?
O0AA C15 N3 123.8(9) . . ?
N4 C15 N3 110.5(9) . . ?
C15 N3 C13 128.6(8) . . ?
C22 C16 C17 118.9(11) . . ?
C22 C16 N4 123.4(10) . . ?
C17 C16 N4 117.6(10) . . ?
C14 C13 C12 121.3(9) . . ?
C14 C13 N3 124.0(8) . . ?
C12 C13 N3 114.6(9) . . ?
C3 C2 C7 119.7(9) . . ?
C3 C2 C1 121.9(9) . . ?
C7 C2 C1 118.4(9) . . ?
C5 C4 C3 120.4(9) . . ?
C4 C5 C6 121.1(11) . . ?
C16 C22 C20 121.0(10) . . ?
C13 C14 C9 118.5(9) . . ?
C14 C9 C10 120.0(10) . . ?
C14 C9 N2 123.0(8) . . ?
C10 C9 N2 116.8(9) . . ?
C2 C7 C6 119.7(9) . . ?
C11 C12 C13 118.8(10) . . ?
C11 C10 C9 119.4(10) . . ?
C20 C19 C18 119.9(11) . . ?
C20 C19 Br2 123.7(10) . . ?
C18 C19 Br2 116.3(10) . . ?
C19 C18 C17 120.1(11) . . ?
C19 C20 C22 119.9(10) . . ?
C19 C20 C21 121.3(12) . . ?
C22 C20 C21 118.8(10) . . ?
C12 C11 C10 121.9(10) . . ?
C16 C17 C18 120.0(11) . . ?
C30 C29 C28 109.2(14) . . ?
C32 C31 N5 115.4(10) . . ?
C37 C36 C35 110.5(11) . . ?
C27 C28 C29 110.4(11) . . ?
N5 C27 C28 116.5(10) . . ?
C24 C23 N5 116.5(11) . . ?
N5 C35 C36 116.8(10) . . ?
C33 C32 C31 110.8(12) . . ?
C36 C37 C38 110.4(14) . . ?
C25 C24 C23 113.1(14) . . ?
C26 C25 C24 116.1(16) . . ?
C34 C33 C32 113.8(14) . . ?

_refine_diff_density_max         0.706
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_MPDA-Cl-Me-TBABr-1d
_database_code_depnum_ccdc_archive 'CCDC 1536472'
_audit_update_record             
;
2017-06-28 deposited with the CCDC.
2017-06-30 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         'C22 H20 Cl2 N4 O2, 2(C16 H36 N), 2(Br)'
_chemical_formula_sum            'C54 H92 Br2 Cl2 N6 O2'
_chemical_formula_weight         1088.04

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   15.3010(5)
_cell_length_b                   25.2965(8)
_cell_length_c                   31.7134(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12275.0(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8479
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      17.24

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_F_000             4624.0
_exptl_transmission_factor_min   0.673
_exptl_transmission_factor_max   0.759
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    1.448
_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            96099
_diffrn_reflns_av_unetI/netI     0.1293
_diffrn_reflns_av_R_equivalents  0.1291
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.284
_diffrn_reflns_theta_max         25.321
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.876
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.876
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.876
_reflns_number_total             10728
_reflns_number_gt                5199
_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)+(0.1000P)²+0.5885P] 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         10728
_refine_ls_number_parameters     615
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.2381
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.2327
_refine_ls_wR_factor_gt          0.1537
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.007
_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
C26A C 0.0284(11) 0.7730(8) 0.7648(7) 0.214(12) Uani 0.5 1 d D . P A 1
H26E H 0.0059 0.7505 0.7430 0.321 Uiso 0.5 1 calc R U P A 1
H26D H 0.0511 0.8048 0.7525 0.321 Uiso 0.5 1 calc R U P A 1
H26C H -0.0177 0.7818 0.7842 0.321 Uiso 0.5 1 calc R U P A 1
C26B C 0.1208(12) 0.7335(7) 0.7427(4) 0.136(8) Uani 0.5 1 d D . P A 2
H26H H 0.1623 0.7052 0.7411 0.204 Uiso 0.5 1 calc R U P A 2
H26G H 0.1451 0.7646 0.7298 0.204 Uiso 0.5 1 calc R U P A 2
H26F H 0.0683 0.7236 0.7281 0.204 Uiso 0.5 1 calc R U P A 2
Br2 Br 0.63958(5) 0.39960(3) 0.02322(3) 0.0884(4) Uani 1 1 d . . . . .
Br1 Br 0.63152(6) 0.13297(4) 0.74820(3) 0.1043(4) Uani 1 1 d . . . . .
C15 C 0.6397(4) 0.1081(3) 0.8693(3) 0.066(2) Uani 1 1 d . . . . .
C13 C 0.6501(4) 0.2067(3) 0.8717(3) 0.066(2) Uani 1 1 d . . . . .
C16 C 0.6289(5) 0.0146(3) 0.8453(3) 0.074(2) Uani 1 1 d . . . . .
C9 C 0.6542(4) 0.2660(3) 0.9313(3) 0.070(2) Uani 1 1 d . . . . .
C14 C 0.6456(4) 0.2149(3) 0.9152(2) 0.0613(19) Uani 1 1 d . . . . .
H14 H 0.6369 0.1865 0.9333 0.074 Uiso 1 1 calc R U . . .
C2 C 0.6453(6) 0.2085(4) 1.1712(3) 0.095(3) Uani 1 1 d . . . . .
C6 C 0.6334(4) 0.2799(3) 1.1208(3) 0.085(2) Uani 1 1 d . . . . .
H6 H 0.6266 0.3160 1.1162 0.102 Uiso 1 1 calc R U . . .
C17 C 0.6397(5) -0.0171(4) 0.8110(3) 0.097(3) Uani 1 1 d . . . . .
H17 H 0.6533 -0.0025 0.7849 0.117 Uiso 1 1 calc R U . . .
C19 C 0.6049(6) -0.0957(4) 0.8520(4) 0.097(3) Uani 1 1 d . . . . .
C7 C 0.6353(5) 0.2613(4) 1.1615(3) 0.096(3) Uani 1 1 d . . . . .
H7 H 0.6296 0.2854 1.1835 0.116 Uiso 1 1 calc R U . . .
C4 C 0.6506(5) 0.1918(3) 1.0950(3) 0.089(3) Uani 1 1 d . . . . .
H4 H 0.6542 0.1674 1.0731 0.107 Uiso 1 1 calc R U . . .
C18 C 0.6304(6) -0.0705(4) 0.8152(3) 0.111(3) Uani 1 1 d . . . . .
C5 C 0.6414(4) 0.2463(3) 1.0863(3) 0.071(2) Uani 1 1 d . . . . .
C3 C 0.6542(5) 0.1753(3) 1.1362(3) 0.095(3) Uani 1 1 d . . . . .
C12 C 0.6664(5) 0.2496(4) 0.8453(3) 0.094(3) Uani 1 1 d . . . . .
H11 H 0.6713 0.2445 0.8164 0.113 Uiso 1 1 calc R U . . .
C11 C 0.6755(6) 0.3001(3) 0.8620(3) 0.102(3) Uani 1 1 d . . . . .
H10 H 0.6853 0.3286 0.8441 0.122 Uiso 1 1 calc R U . . .
C10 C 0.6700(5) 0.3083(3) 0.9052(3) 0.093(3) Uani 1 1 d . . . . .
H9 H 0.6770 0.3421 0.9163 0.111 Uiso 1 1 calc R U . . .
C22 C 0.6057(5) -0.0083(4) 0.8833(3) 0.099(3) Uani 1 1 d . . . . .
H22 H 0.5979 0.0126 0.9071 0.119 Uiso 1 1 calc R U . . .
C8 C 0.6472(5) 0.2417(4) 1.0078(3) 0.076(2) Uani 1 1 d . . . . .
C1 C 0.6498(6) 0.1911(4) 1.2153(3) 0.154(4) Uani 1 1 d . . . . .
H1C H 0.5998 0.1696 1.2217 0.231 Uiso 1 1 calc R U . . .
H1A H 0.6504 0.2214 1.2335 0.231 Uiso 1 1 calc R U . . .
H1B H 0.7021 0.1709 1.2195 0.231 Uiso 1 1 calc R U . . .
C21 C 0.5942(6) -0.0624(4) 0.8858(3) 0.104(3) Uani 1 1 d . . . . .
H21 H 0.5785 -0.0770 0.9116 0.125 Uiso 1 1 calc R U . . .
C20 C 0.5898(6) -0.1557(3) 0.8552(3) 0.134(4) Uani 1 1 d . . . . .
H20B H 0.5528 -0.1632 0.8789 0.201 Uiso 1 1 calc R U . . .
H20C H 0.6449 -0.1733 0.8589 0.201 Uiso 1 1 calc R U . . .
H20A H 0.5624 -0.1682 0.8299 0.201 Uiso 1 1 calc R U . . .
Cl1 Cl 0.6662(2) 0.10781(11) 1.14410(8) 0.1626(12) Uani 1 1 d . . . . .
Cl2 Cl 0.6481(3) -0.10873(12) 0.76998(11) 0.1969(16) Uani 1 1 d . . . . .
N2 N 0.6466(4) 0.2771(2) 0.9748(2) 0.0819(19) Uani 1 1 d . . . . .
H3A H 0.6409 0.3099 0.9815 0.098 Uiso 1 1 calc R U . . .
N1 N 0.6399(4) 0.2680(2) 1.0454(2) 0.0806(18) Uani 1 1 d . . . . .
H4A H 0.6337 0.3017 1.0439 0.097 Uiso 1 1 calc R U . . .
N4 N 0.6385(4) 0.0692(3) 0.83956(19) 0.0856(19) Uani 1 1 d . . . . .
H1 H 0.6444 0.0796 0.8139 0.103 Uiso 1 1 calc R U . . .
N3 N 0.6448(4) 0.1571(3) 0.85198(19) 0.0846(19) Uani 1 1 d . . . . .
H2 H 0.6449 0.1579 0.8249 0.102 Uiso 1 1 calc R U . . .
O2 O 0.6346(3) 0.10022(19) 0.90755(17) 0.0863(16) Uani 1 1 d . . . . .
O1 O 0.6558(4) 0.1948(2) 1.00441(16) 0.0982(19) Uani 1 1 d . . . . .
N5 N 0.1483(4) 0.6090(2) 0.84137(19) 0.0723(17) Uani 1 1 d . . . . .
C23 C 0.1602(5) 0.6640(3) 0.8216(2) 0.090(3) Uani 1 1 d . . . . .
H23A H 0.1925 0.6600 0.7955 0.108 Uiso 1 1 calc R U . . .
H23B H 0.1958 0.6851 0.8405 0.108 Uiso 1 1 calc R U . . .
C24 C 0.0757(6) 0.6946(4) 0.8122(3) 0.112(3) Uani 1 1 d . . . . .
H24A H 0.0365 0.6730 0.7954 0.134 Uiso 1 1 calc R U . . .
H24B H 0.0463 0.7037 0.8383 0.134 Uiso 1 1 calc R U . . .
C28 C 0.1319(6) 0.5673(4) 0.7686(3) 0.114(3) Uani 1 1 d . . . . .
H28B H 0.1918 0.5550 0.7706 0.137 Uiso 1 1 calc R U . . .
H28A H 0.1325 0.6012 0.7543 0.137 Uiso 1 1 calc R U . . .
C27 C 0.0955(5) 0.5745(3) 0.8122(3) 0.093(3) Uani 1 1 d . . . . .
H27A H 0.0896 0.5399 0.8251 0.111 Uiso 1 1 calc R U . . .
H27B H 0.0374 0.5895 0.8098 0.111 Uiso 1 1 calc R U . . .
C29 C 0.0793(7) 0.5282(4) 0.7424(3) 0.143(4) Uani 1 1 d . . . . .
H29A H 0.0179 0.5374 0.7441 0.172 Uiso 1 1 calc R U . . .
H29B H 0.0970 0.5311 0.7132 0.172 Uiso 1 1 calc R U . . .
C30 C 0.0907(7) 0.4724(4) 0.7565(3) 0.177(5) Uani 1 1 d . . . . .
H30C H 0.1507 0.4621 0.7531 0.265 Uiso 1 1 calc R U . . .
H30A H 0.0542 0.4497 0.7398 0.265 Uiso 1 1 calc R U . . .
H30B H 0.0745 0.4693 0.7856 0.265 Uiso 1 1 calc R U . . .
C31 C 0.2389(5) 0.5886(3) 0.8488(2) 0.079(2) Uani 1 1 d . . . . .
H32B H 0.2686 0.6127 0.8678 0.095 Uiso 1 1 calc R U . . .
H31A H 0.2702 0.5892 0.8222 0.095 Uiso 1 1 calc R U . . .
C32 C 0.2449(6) 0.5334(3) 0.8670(3) 0.106(3) Uani 1 1 d . . . . .
H32A H 0.2096 0.5097 0.8501 0.127 Uiso 1 1 calc R U . . .
H31B H 0.2211 0.5336 0.8954 0.127 Uiso 1 1 calc R U . . .
C33 C 0.3395(6) 0.5125(4) 0.8685(3) 0.122(3) Uani 1 1 d . . . . .
H33A H 0.3769 0.5395 0.8806 0.147 Uiso 1 1 calc R U . . .
H33B H 0.3416 0.4819 0.8869 0.147 Uiso 1 1 calc R U . . .
C34 C 0.3739(7) 0.4977(5) 0.8273(4) 0.187(6) Uani 1 1 d . . . . .
H34B H 0.3366 0.4715 0.8148 0.280 Uiso 1 1 calc R U . . .
H34C H 0.4317 0.4836 0.8305 0.280 Uiso 1 1 calc R U . . .
H34A H 0.3759 0.5284 0.8094 0.280 Uiso 1 1 calc R U . . .
C36 C 0.1373(5) 0.6468(3) 0.9181(3) 0.088(2) Uani 1 1 d . . . . .
H36A H 0.1927 0.6312 0.9263 0.106 Uiso 1 1 calc R U . . .
H36B H 0.1486 0.6823 0.9079 0.106 Uiso 1 1 calc R U . . .
C35 C 0.0963(5) 0.6139(3) 0.8828(3) 0.084(2) Uani 1 1 d . . . . .
H35B H 0.0396 0.6290 0.8763 0.101 Uiso 1 1 calc R U . . .
H35A H 0.0861 0.5785 0.8936 0.101 Uiso 1 1 calc R U . . .
C37 C 0.0777(6) 0.6492(4) 0.9558(3) 0.116(3) Uani 1 1 d . . . . .
H37B H 0.0232 0.6656 0.9473 0.139 Uiso 1 1 calc R U . . .
H37A H 0.0646 0.6134 0.9647 0.139 Uiso 1 1 calc R U . . .
C38 C 0.1138(7) 0.6787(5) 0.9921(3) 0.158(5) Uani 1 1 d . . . . .
H38A H 0.1532 0.6563 1.0074 0.238 Uiso 1 1 calc R U . . .
H38B H 0.0669 0.6896 1.0102 0.238 Uiso 1 1 calc R U . . .
H38C H 0.1446 0.7093 0.9821 0.238 Uiso 1 1 calc R U . . .
N6 N 0.3469(4) 0.4100(2) 0.0196(2) 0.0778(18) Uani 1 1 d . . . . .
C39 C 0.2527(5) 0.4222(3) 0.0084(2) 0.076(2) Uani 1 1 d . . . . .
H39A H 0.2257 0.3902 -0.0022 0.092 Uiso 1 1 calc R U . . .
H39B H 0.2221 0.4323 0.0339 0.092 Uiso 1 1 calc R U . . .
C41 C 0.1460(7) 0.4899(4) -0.0208(3) 0.143(4) Uani 1 1 d D . . . .
H41A H 0.1349 0.5020 0.0077 0.172 Uiso 1 1 calc R U . . .
H41B H 0.1408 0.5197 -0.0398 0.172 Uiso 1 1 calc R U . . .
C40 C 0.2404(5) 0.4653(3) -0.0239(3) 0.106(3) Uani 1 1 d . . . . .
H40A H 0.2493 0.4509 -0.0519 0.127 Uiso 1 1 calc R U . . .
H40B H 0.2836 0.4928 -0.0193 0.127 Uiso 1 1 calc R U . . .
C42 C 0.0799(7) 0.4466(5) -0.0330(4) 0.218(6) Uani 1 1 d D . . . .
H42A H 0.0960 0.4316 -0.0597 0.327 Uiso 1 1 calc R U . . .
H42B H 0.0226 0.4618 -0.0350 0.327 Uiso 1 1 calc R U . . .
H42C H 0.0799 0.4195 -0.0118 0.327 Uiso 1 1 calc R U . . .
C44 C 0.3506(5) 0.4798(3) 0.0785(3) 0.105(3) Uani 1 1 d . . . . .
H44A H 0.3465 0.4527 0.1001 0.126 Uiso 1 1 calc R U . . .
H44B H 0.2919 0.4918 0.0720 0.126 Uiso 1 1 calc R U . . .
C45 C 0.4048(6) 0.5260(4) 0.0950(3) 0.125(3) Uani 1 1 d . . . . .
H45A H 0.4630 0.5136 0.1019 0.150 Uiso 1 1 calc R U . . .
H45B H 0.4104 0.5524 0.0729 0.150 Uiso 1 1 calc R U . . .
C43 C 0.3922(5) 0.4569(3) 0.0394(3) 0.091(3) Uani 1 1 d . . . . .
H43A H 0.3959 0.4847 0.0184 0.109 Uiso 1 1 calc R U . . .
H43B H 0.4515 0.4465 0.0463 0.109 Uiso 1 1 calc R U . . .
C46 C 0.3648(6) 0.5513(4) 0.1333(3) 0.147(4) Uani 1 1 d . . . . .
H46A H 0.3090 0.5661 0.1261 0.220 Uiso 1 1 calc R U . . .
H46B H 0.4026 0.5788 0.1435 0.220 Uiso 1 1 calc R U . . .
H46C H 0.3572 0.5251 0.1550 0.220 Uiso 1 1 calc R U . . .
C47 C 0.3395(5) 0.3638(3) 0.0502(3) 0.104(3) Uani 1 1 d . . . . .
H47A H 0.3080 0.3760 0.0749 0.125 Uiso 1 1 calc R U . . .
H47B H 0.3037 0.3369 0.0369 0.125 Uiso 1 1 calc R U . . .
C48 C 0.4220(6) 0.3383(4) 0.0648(4) 0.161(5) Uani 1 1 d . . . . .
H48A H 0.4616 0.3649 0.0756 0.193 Uiso 1 1 calc R U . . .
H48B H 0.4503 0.3207 0.0413 0.193 Uiso 1 1 calc R U . . .
C51 C 0.3985(5) 0.3968(4) -0.0195(3) 0.099(3) Uani 1 1 d . . . . .
H51A H 0.3999 0.4281 -0.0372 0.119 Uiso 1 1 calc R U . . .
H51B H 0.4582 0.3895 -0.0111 0.119 Uiso 1 1 calc R U . . .
C52 C 0.3673(6) 0.3512(4) -0.0463(3) 0.132(4) Uani 1 1 d D . . . .
H52A H 0.3086 0.3577 -0.0566 0.158 Uiso 1 1 calc R U . . .
H52B H 0.3671 0.3187 -0.0300 0.158 Uiso 1 1 calc R U . . .
C50 C 0.3893(10) 0.3232(8) 0.1425(4) 0.243(9) Uani 1 1 d . . . . .
H50C H 0.4294 0.3523 0.1449 0.364 Uiso 1 1 calc R U . . .
H50A H 0.4005 0.2982 0.1646 0.364 Uiso 1 1 calc R U . . .
H50B H 0.3305 0.3361 0.1449 0.364 Uiso 1 1 calc R U . . .
C49 C 0.4012(7) 0.2968(5) 0.1004(5) 0.184(7) Uani 1 1 d . . . . .
H49A H 0.3483 0.2776 0.0931 0.220 Uiso 1 1 calc R U . . .
H49B H 0.4487 0.2715 0.1022 0.220 Uiso 1 1 calc R U . . .
C54 C 0.4076(9) 0.3011(5) -0.1130(5) 0.294(9) Uani 1 1 d D . . . .
H54B H 0.3949 0.2701 -0.0965 0.442 Uiso 1 1 calc R U . . .
H54C H 0.4557 0.2938 -0.1315 0.442 Uiso 1 1 calc R U . . .
H54A H 0.3572 0.3106 -0.1292 0.442 Uiso 1 1 calc R U . . .
C53 C 0.4320(6) 0.3470(5) -0.0834(4) 0.204(6) Uani 1 1 d D . . . .
H53A H 0.4317 0.3798 -0.0991 0.245 Uiso 1 1 calc R U . . .
H53B H 0.4905 0.3415 -0.0725 0.245 Uiso 1 1 calc R U . . .
C25 C 0.1000(7) 0.7448(4) 0.7880(3) 0.151(4) Uani 1 1 d D . . . .
H25A H 0.1256 0.7695 0.8079 0.181 Uiso 1 1 calc R U . A 1
H25B H 0.1451 0.7357 0.7678 0.181 Uiso 1 1 calc R U . A 1


_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
C26A C25 1.4995(10) . ?
C26B C25 1.4996(10) . ?
C15 O2 1.233(8) . ?
C15 N3 1.358(9) . ?
C15 N4 1.362(9) . ?
C13 C12 1.393(10) . ?
C13 C14 1.397(9) . ?
C13 N3 1.403(9) . ?
C16 C17 1.363(10) . ?
C16 C22 1.384(10) . ?
C16 N4 1.401(9) . ?
C9 C10 1.375(10) . ?
C9 C14 1.397(9) . ?
C9 N2 1.412(9) . ?
C2 C7 1.381(11) . ?
C2 C3 1.398(11) . ?
C2 C1 1.466(11) . ?
C6 C7 1.374(11) . ?
C6 C5 1.392(10) . ?
C17 C18 1.363(12) . ?
C19 C21 1.371(11) . ?
C19 C18 1.386(12) . ?
C19 C20 1.540(11) . ?
C4 C3 1.372(10) . ?
C4 C5 1.412(10) . ?
C18 Cl2 1.752(9) . ?
C5 N1 1.407(9) . ?
C3 Cl1 1.736(9) . ?
C12 C11 1.388(10) . ?
C11 C10 1.388(10) . ?
C22 C21 1.382(10) . ?
C8 O1 1.199(8) . ?
C8 N1 1.371(9) . ?
C8 N2 1.377(9) . ?
N5 C31 1.499(8) . ?
N5 C27 1.506(8) . ?
N5 C23 1.536(9) . ?
N5 C35 1.542(9) . ?
C23 C24 1.538(10) . ?
C24 C25 1.530(11) . ?
C28 C27 1.502(10) . ?
C28 C29 1.522(11) . ?
C29 C30 1.491(13) . ?
C31 C32 1.514(9) . ?
C32 C33 1.542(10) . ?
C33 C34 1.456(12) . ?
C36 C37 1.504(10) . ?
C36 C35 1.529(9) . ?
C37 C38 1.478(11) . ?
N6 C51 1.510(9) . ?
N6 C43 1.510(9) . ?
N6 C39 1.516(8) . ?
N6 C47 1.522(9) . ?
C39 C40 1.507(9) . ?
C41 C42 1.5391(10) . ?
C41 C40 1.575(11) . ?
C44 C43 1.510(10) . ?
C44 C45 1.526(11) . ?
C45 C46 1.505(11) . ?
C47 C48 1.493(10) . ?
C48 C49 1.573(12) . ?
C51 C52 1.509(11) . ?
C52 C53 1.5401(10) . ?
C50 C49 1.505(19) . ?
C54 C53 1.5388(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
O2 C15 N3 123.3(7) . . ?
O2 C15 N4 124.3(7) . . ?
N3 C15 N4 112.4(8) . . ?
C12 C13 C14 119.0(7) . . ?
C12 C13 N3 116.1(8) . . ?
C14 C13 N3 124.7(7) . . ?
C17 C16 C22 118.6(8) . . ?
C17 C16 N4 117.6(8) . . ?
C22 C16 N4 123.7(8) . . ?
C10 C9 C14 121.0(8) . . ?
C10 C9 N2 116.7(8) . . ?
C14 C9 N2 122.3(7) . . ?
C13 C14 C9 119.7(7) . . ?
C7 C2 C3 114.5(8) . . ?
C7 C2 C1 120.5(10) . . ?
C3 C2 C1 125.0(10) . . ?
C7 C6 C5 121.9(8) . . ?
C16 C17 C18 119.5(9) . . ?
C21 C19 C18 114.1(9) . . ?
C21 C19 C20 122.4(10) . . ?
C18 C19 C20 123.5(10) . . ?
C6 C7 C2 122.9(9) . . ?
C3 C4 C5 119.2(8) . . ?
C17 C18 C19 124.5(9) . . ?
C17 C18 Cl2 116.8(9) . . ?
C19 C18 Cl2 118.6(9) . . ?
C6 C5 N1 119.0(8) . . ?
C6 C5 C4 116.8(8) . . ?
N1 C5 C4 124.2(7) . . ?
C4 C3 C2 124.7(8) . . ?
C4 C3 Cl1 116.2(7) . . ?
C2 C3 Cl1 119.0(8) . . ?
C11 C12 C13 120.4(8) . . ?
C12 C11 C10 120.5(8) . . ?
C9 C10 C11 119.3(8) . . ?
C21 C22 C16 119.8(9) . . ?
O1 C8 N1 124.5(8) . . ?
O1 C8 N2 125.3(8) . . ?
N1 C8 N2 110.2(8) . . ?
C19 C21 C22 123.2(9) . . ?
C8 N2 C9 127.7(7) . . ?
C8 N1 C5 127.7(7) . . ?
C15 N4 C16 128.5(7) . . ?
C15 N3 C13 129.8(7) . . ?
C31 N5 C27 113.2(6) . . ?
C31 N5 C23 105.4(6) . . ?
C27 N5 C23 109.8(6) . . ?
C31 N5 C35 111.8(6) . . ?
C27 N5 C35 107.1(6) . . ?
C23 N5 C35 109.6(6) . . ?
N5 C23 C24 115.8(6) . . ?
C25 C24 C23 108.2(8) . . ?
C27 C28 C29 112.6(8) . . ?
C28 C27 N5 115.9(7) . . ?
C30 C29 C28 113.0(9) . . ?
N5 C31 C32 115.7(6) . . ?
C31 C32 C33 112.6(7) . . ?
C34 C33 C32 113.6(8) . . ?
C37 C36 C35 110.7(7) . . ?
C36 C35 N5 117.1(6) . . ?
C38 C37 C36 114.3(8) . . ?
C51 N6 C43 106.0(6) . . ?
C51 N6 C39 110.4(6) . . ?
C43 N6 C39 112.0(6) . . ?
C51 N6 C47 113.1(6) . . ?
C43 N6 C47 111.9(6) . . ?
C39 N6 C47 103.6(5) . . ?
C40 C39 N6 115.2(6) . . ?
C42 C41 C40 107.9(9) . . ?
C39 C40 C41 111.0(7) . . ?
C43 C44 C45 110.2(7) . . ?
C46 C45 C44 112.4(8) . . ?
N6 C43 C44 116.7(7) . . ?
C48 C47 N6 117.9(7) . . ?
C47 C48 C49 109.9(7) . . ?
C52 C51 N6 117.8(7) . . ?
C51 C52 C53 106.2(8) . . ?
C50 C49 C48 111.3(13) . . ?
C54 C53 C52 111.2(10) . . ?
C26A C25 C24 117.5(12) . . ?
C26B C25 C24 111.9(11) . . ?

_refine_diff_density_max         0.512
_refine_diff_density_min         -0.481
_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_mpda-Br-Me-TBASO4-2a
_database_code_depnum_ccdc_archive 'CCDC 1536473'
_audit_update_record             
;
2017-06-28 deposited with the CCDC.
2017-06-30 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         
'C22 H19 Br2 N4 O2, C22 H20 Br2 N4 O2, 2(C16 H36 N), O4 S'
_chemical_formula_sum            'C76 H111 Br4 N10 O8 S'
_chemical_formula_weight         1644.41

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'
Br Br -0.2901 2.4595 '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                   12.8001(8)
_cell_length_b                   16.2776(7)
_cell_length_c                   20.7926(9)
_cell_angle_alpha                74.842(4)
_cell_angle_beta                 84.573(4)
_cell_angle_gamma                84.538(4)
_cell_volume                     4151.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3223
_cell_measurement_theta_min      3.3340
_cell_measurement_theta_max      18.7770

_exptl_crystal_description       block
_exptl_crystal_colour            'yellowish white'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_F_000             1714.0
_exptl_transmission_factor_min   0.551
_exptl_transmission_factor_max   0.654
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    2.020
_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            37580
_diffrn_reflns_av_unetI/netI     0.1943
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.865
_diffrn_reflns_theta_max         28.849
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             20041
_reflns_number_gt                9516
_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)+(0.0400P)²+0.0010P] 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       0.00040(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         20041
_refine_ls_number_parameters     915
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.3260
_refine_ls_R_factor_gt           0.0930
_refine_ls_wR_factor_ref         0.2317
_refine_ls_wR_factor_gt          0.1699
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
Br2 Br 0.04240(9) -0.28866(7) 0.48424(5) 0.1710(5) Uani 1 1 d . . . . .
Br3 Br 0.84744(14) 0.55384(9) -0.43036(6) 0.2482(8) Uani 1 1 d . . . . .
S1 S 0.52772(18) 0.12551(13) 0.85670(11) 0.0927(6) Uani 1 1 d . . . . .
Br4 Br 0.34366(13) -0.16080(10) 0.54139(6) 0.2526(8) Uani 1 1 d . . . . .
Br1 Br 0.35546(14) 0.55257(9) -0.46452(6) 0.2508(8) Uani 1 1 d . . . . .
C36 C 0.5813(5) 0.1951(4) 0.0527(4) 0.0732(18) Uani 1 1 d . . . . .
H36 H 0.5429 0.1636 0.0331 0.088 Uiso 1 1 calc R U . . .
C38 C 0.4379(5) -0.0247(6) 0.3223(4) 0.084(2) Uani 1 1 d . . . . .
C16 C 0.1813(5) -0.1083(5) 0.2874(4) 0.0740(18) Uani 1 1 d . . . . .
C31 C 0.6408(5) 0.2591(4) 0.0111(4) 0.0733(18) Uani 1 1 d . . . . .
C3 C 0.3496(12) 0.4712(10) -0.3782(5) 0.146(5) Uani 1 1 d . . . . .
C17 C 0.1350(5) -0.0771(4) 0.3409(4) 0.084(2) Uani 1 1 d . . . . .
H17 H 0.1330 -0.0185 0.3362 0.101 Uiso 1 1 calc R U . . .
C30 C 0.6852(5) 0.3338(4) -0.1078(4) 0.084(2) Uani 1 1 d . . . . .
C6 C 0.3336(7) 0.3661(7) -0.2517(5) 0.097(2) Uani 1 1 d . . . . .
C20 C 0.0982(6) -0.2128(6) 0.4061(4) 0.104(2) Uani 1 1 d . . . . .
C18 C 0.0928(6) -0.1256(6) 0.3991(4) 0.099(2) Uani 1 1 d . . . . .
C15 C 0.1782(6) 0.0183(5) 0.1956(4) 0.0786(19) Uani 1 1 d . . . . .
C11 C 0.1868(6) 0.1233(4) 0.0845(4) 0.0714(18) Uani 1 1 d . . . . .
C37 C 0.4954(5) 0.0945(5) 0.2259(4) 0.085(2) Uani 1 1 d . . . . .
C9 C 0.2131(6) 0.2154(5) -0.0240(4) 0.0767(19) Uani 1 1 d . . . . .
C10 C 0.2487(5) 0.1522(4) 0.0266(4) 0.0739(18) Uani 1 1 d . . . . .
H10 H 0.3167 0.1275 0.0224 0.089 Uiso 1 1 calc R U . . .
C7 C 0.2827(7) 0.4462(7) -0.2645(5) 0.120(3) Uani 1 1 d . . . . .
H7 H 0.2432 0.4633 -0.2298 0.144 Uiso 1 1 calc R U . . .
C33 C 0.6929(7) 0.2874(5) 0.1093(5) 0.114(3) Uani 1 1 d . . . . .
H33 H 0.7309 0.3185 0.1294 0.137 Uiso 1 1 calc R U . . .
C35 C 0.5773(5) 0.1768(4) 0.1216(4) 0.0780(19) Uani 1 1 d . . . . .
C22 C 0.1868(5) -0.1971(5) 0.2979(4) 0.092(2) Uani 1 1 d . . . . .
H22 H 0.2187 -0.2219 0.2648 0.110 Uiso 1 1 calc R U . . .
C42 C 0.3812(8) -0.1037(9) 0.4533(4) 0.148(4) Uani 1 1 d . . . . .
C28 C 0.7143(7) 0.3839(4) -0.2292(4) 0.085(2) Uani 1 1 d . . . . .
C14 C 0.1119(7) 0.2538(4) -0.0182(4) 0.093(2) Uani 1 1 d . . . . .
H14 H 0.0869 0.2979 -0.0527 0.111 Uiso 1 1 calc R U . . .
C12 C 0.0838(6) 0.1611(5) 0.0920(4) 0.097(2) Uani 1 1 d . . . . .
H12 H 0.0410 0.1431 0.1309 0.116 Uiso 1 1 calc R U . . .
C8 C 0.2622(7) 0.3063(6) -0.1359(5) 0.093(2) Uani 1 1 d . . . . .
C44 C 0.4227(5) -0.1109(5) 0.3416(4) 0.095(2) Uani 1 1 d . . . . .
H44 H 0.4327 -0.1422 0.3097 0.114 Uiso 1 1 calc R U . . .
C13 C 0.0494(6) 0.2250(5) 0.0399(4) 0.100(2) Uani 1 1 d . . . . .
H13 H -0.0185 0.2501 0.0437 0.120 Uiso 1 1 calc R U . . .
C43 C 0.3926(6) -0.1530(5) 0.4078(4) 0.120(3) Uani 1 1 d D . . . .
C32 C 0.6976(6) 0.3072(4) 0.0399(4) 0.103(2) Uani 1 1 d . . . . .
H32 H 0.7369 0.3508 0.0139 0.124 Uiso 1 1 calc R U . . .
C19 C 0.0458(7) -0.0872(5) 0.4539(4) 0.137(3) Uani 1 1 d . . . . .
H19A H 0.0564 -0.0273 0.4420 0.206 Uiso 1 1 calc R U . . .
H19B H 0.0789 -0.1146 0.4943 0.206 Uiso 1 1 calc R U . . .
H19C H -0.0283 -0.0949 0.4606 0.206 Uiso 1 1 calc R U . . .
C26 C 0.6972(10) 0.4577(6) -0.3455(5) 0.152(4) Uani 1 1 d . . . . .
H26 H 0.6587 0.4725 -0.3832 0.182 Uiso 1 1 calc R U . . .
C34 C 0.6346(6) 0.2238(5) 0.1498(4) 0.098(2) Uani 1 1 d . . . . .
H34 H 0.6342 0.2129 0.1960 0.118 Uiso 1 1 calc R U . . .
C40 C 0.3951(9) -0.0174(8) 0.4328(6) 0.152(4) Uani 1 1 d D . . . .
C2 C 0.2884(9) 0.5037(7) -0.3289(7) 0.140(4) Uani 1 1 d . . . . .
C5 C 0.3920(7) 0.3399(6) -0.3032(6) 0.129(3) Uani 1 1 d . . . . .
H5 H 0.4258 0.2855 -0.2957 0.155 Uiso 1 1 calc R U . . .
C4 C 0.3995(9) 0.3960(9) -0.3662(7) 0.159(4) Uani 1 1 d . . . . .
H4 H 0.4410 0.3794 -0.4005 0.191 Uiso 1 1 calc R U . . .
C29 C 0.8145(7) 0.4111(5) -0.2347(4) 0.110(3) Uani 1 1 d . . . . .
H29 H 0.8549 0.3950 -0.1979 0.132 Uiso 1 1 calc R U . . .
C21 C 0.1460(6) -0.2479(5) 0.3564(5) 0.105(3) Uani 1 1 d . . . . .
H21 H 0.1507 -0.3068 0.3626 0.126 Uiso 1 1 calc R U . . .
C27 C 0.6577(7) 0.4071(5) -0.2840(5) 0.116(3) Uani 1 1 d . . . . .
H27 H 0.5903 0.3888 -0.2807 0.139 Uiso 1 1 calc R U . . .
C25 C 0.7953(12) 0.4837(6) -0.3464(6) 0.140(4) Uani 1 1 d . . . . .
N6 N 0.6397(4) 0.2723(3) -0.0584(3) 0.0813(16) Uani 1 1 d . . . . .
H6N H 0.6061 0.2370 -0.0715 0.098 Uiso 1 1 calc R U . . .
N4 N 0.2221(4) -0.0588(4) 0.2276(3) 0.0781(15) Uani 1 1 d . . . . .
H4N H 0.2792 -0.0781 0.2095 0.094 Uiso 1 1 calc R U . . .
N3 N 0.2260(4) 0.0548(4) 0.1347(3) 0.0843(16) Uani 1 1 d . . . . .
H3N H 0.2879 0.0331 0.1259 0.101 Uiso 1 1 calc R U . . .
N5 N 0.6724(4) 0.3295(3) -0.1703(3) 0.0897(18) Uani 1 1 d . . . . .
H5N H 0.6354 0.2900 -0.1745 0.108 Uiso 1 1 calc R U . . .
N7 N 0.5234(4) 0.1093(3) 0.1584(3) 0.0837(16) Uani 1 1 d . . . . .
H7N H 0.5058 0.0736 0.1380 0.100 Uiso 1 1 calc R U . . .
N2 N 0.2769(4) 0.2382(4) -0.0830(3) 0.0867(16) Uani 1 1 d . . . . .
H2N H 0.3324 0.2050 -0.0862 0.104 Uiso 1 1 calc R U . . .
N1 N 0.3336(5) 0.3054(4) -0.1902(3) 0.0992(18) Uani 1 1 d . . . . .
H1N H 0.3818 0.2641 -0.1856 0.119 Uiso 1 1 calc R U . . .
N8 N 0.4705(4) 0.0128(4) 0.2547(3) 0.0865(16) Uani 1 1 d . . . . .
H8N H 0.4752 -0.0205 0.2284 0.104 Uiso 1 1 calc R U . . .
O3 O 0.7280(4) 0.3930(3) -0.0971(2) 0.1136(18) Uani 1 1 d . . . . .
O2 O 0.0974(4) 0.0510(3) 0.2189(2) 0.1147(17) Uani 1 1 d . . . . .
O1 O 0.1922(4) 0.3623(3) -0.1385(3) 0.1161(18) Uani 1 1 d . . . . .
O4 O 0.4970(5) 0.1469(3) 0.2578(3) 0.149(2) Uani 1 1 d . . . . .
C41B C 0.3856(9) -0.2459(6) 0.4278(5) 0.076(4) Uani 0.5 1 d D . P . .
H41A H 0.4468 -0.2728 0.4503 0.113 Uiso 0.5 1 calc R U P . .
H41B H 0.3815 -0.2664 0.3889 0.113 Uiso 0.5 1 calc R U P . .
H41C H 0.3238 -0.2594 0.4574 0.113 Uiso 0.5 1 calc R U P . .
C39 C 0.4254(7) 0.0220(5) 0.3692(5) 0.125(3) Uani 1 1 d . . . . .
H39 H 0.4377 0.0796 0.3573 0.150 Uiso 1 1 calc R U . . .
N9 N 0.2666(5) 0.3560(3) 0.1633(3) 0.0840(16) Uani 1 1 d . . . . .
C53 C 0.2437(6) 0.2710(4) 0.2072(4) 0.103(2) Uani 1 1 d . . . . .
H53A H 0.3092 0.2354 0.2125 0.124 Uiso 1 1 calc R U . . .
H53B H 0.1981 0.2449 0.1847 0.124 Uiso 1 1 calc R U . . .
C49 C 0.3415(6) 0.4011(4) 0.1935(4) 0.096(2) Uani 1 1 d . . . . .
H49A H 0.3496 0.4576 0.1643 0.115 Uiso 1 1 calc R U . . .
H49B H 0.3094 0.4080 0.2361 0.115 Uiso 1 1 calc R U . . .
C45 C 0.3117(5) 0.3405(4) 0.0980(4) 0.090(2) Uani 1 1 d . . . . .
H45A H 0.2623 0.3097 0.0824 0.108 Uiso 1 1 calc R U . . .
H45B H 0.3758 0.3035 0.1060 0.108 Uiso 1 1 calc R U . . .
C46 C 0.3369(6) 0.4180(5) 0.0430(4) 0.107(2) Uani 1 1 d D . . . .
H46A H 0.3844 0.4510 0.0579 0.128 Uiso 1 1 calc R U . . .
H46B H 0.2729 0.4536 0.0313 0.128 Uiso 1 1 calc R U . . .
C57 C 0.1682(6) 0.4179(4) 0.1522(4) 0.098(2) Uani 1 1 d . . . . .
H57A H 0.1415 0.4279 0.1949 0.118 Uiso 1 1 calc R U . . .
H57B H 0.1891 0.4719 0.1236 0.118 Uiso 1 1 calc R U . . .
C50 C 0.4461(6) 0.3573(4) 0.2040(4) 0.123(3) Uani 1 1 d . . . . .
H50A H 0.4854 0.3622 0.1611 0.148 Uiso 1 1 calc R U . . .
H50B H 0.4389 0.2971 0.2245 0.148 Uiso 1 1 calc R U . . .
C51 C 0.5083(7) 0.3942(5) 0.2488(4) 0.144(3) Uani 1 1 d D . . . .
H51A H 0.5832 0.3822 0.2401 0.173 Uiso 1 1 calc R U . . .
H51B H 0.4937 0.4556 0.2392 0.173 Uiso 1 1 calc R U . . .
C58 C 0.0802(6) 0.3909(4) 0.1220(4) 0.115(3) Uani 1 1 d . . . . .
H58A H 0.0565 0.3370 0.1493 0.138 Uiso 1 1 calc R U . . .
H58B H 0.1020 0.3848 0.0775 0.138 Uiso 1 1 calc R U . . .
C47 C 0.3885(6) 0.3896(4) -0.0183(3) 0.133(3) Uani 1 1 d D . . . .
H47A H 0.4526 0.3547 -0.0055 0.160 Uiso 1 1 calc R U . . .
H47B H 0.3415 0.3536 -0.0305 0.160 Uiso 1 1 calc R U . . .
C54 C 0.1927(7) 0.2706(5) 0.2754(4) 0.132(3) Uani 1 1 d . . . . .
H54A H 0.1232 0.3000 0.2710 0.159 Uiso 1 1 calc R U . . .
H54B H 0.2342 0.3010 0.2970 0.159 Uiso 1 1 calc R U . . .
C52 C 0.4749(9) 0.3529(6) 0.3224(4) 0.210(5) Uani 1 1 d D . . . .
H52A H 0.3995 0.3574 0.3290 0.316 Uiso 1 1 calc R U . . .
H52B H 0.5041 0.3818 0.3505 0.316 Uiso 1 1 calc R U . . .
H52C H 0.5002 0.2939 0.3335 0.316 Uiso 1 1 calc R U . . .
N10 N 0.8190(5) 0.9338(5) 0.2535(4) 0.125(2) Uani 1 1 d . . . . .
C61 C 0.7676(7) 0.9701(5) 0.1878(5) 0.134(3) Uani 1 1 d . . . . .
H61A H 0.7364 0.9240 0.1768 0.161 Uiso 1 1 calc R U . . .
H61B H 0.7106 1.0112 0.1951 0.161 Uiso 1 1 calc R U . . .
C62 C 0.8370(8) 1.0132(7) 0.1276(6) 0.159(4) Uani 1 1 d . . . . .
H62A H 0.9044 0.9807 0.1261 0.191 Uiso 1 1 calc R U . . .
H62B H 0.8491 1.0703 0.1298 0.191 Uiso 1 1 calc R U . . .
C63 C 0.7782(10) 1.0169(7) 0.0652(6) 0.185(5) Uani 1 1 d . . . . .
H63A H 0.7705 0.9593 0.0624 0.222 Uiso 1 1 calc R U . . .
H63B H 0.7083 1.0446 0.0697 0.222 Uiso 1 1 calc R U . . .
C69 C 0.7343(7) 0.8922(6) 0.3041(5) 0.162(4) Uani 1 1 d . . . . .
H69A H 0.7042 0.8505 0.2868 0.194 Uiso 1 1 calc R U . . .
H69B H 0.6787 0.9355 0.3089 0.194 Uiso 1 1 calc R U . . .
C70 C 0.7720(9) 0.8481(8) 0.3729(7) 0.230(6) Uani 1 1 d . . . . .
H70A H 0.8231 0.8009 0.3702 0.276 Uiso 1 1 calc R U . . .
H70B H 0.8044 0.8880 0.3909 0.276 Uiso 1 1 calc R U . . .
C71 C 0.6769(10) 0.8167(9) 0.4158(6) 0.244(7) Uani 1 1 d D . . . .
H71A H 0.6434 0.7815 0.3939 0.293 Uiso 1 1 calc R U . . .
H71B H 0.6283 0.8657 0.4173 0.293 Uiso 1 1 calc R U . . .
C73 C 0.9116(7) 0.8739(5) 0.2432(5) 0.149(4) Uani 1 1 d . . . . .
H73A H 0.9445 0.8521 0.2850 0.178 Uiso 1 1 calc R U . . .
H73B H 0.9626 0.9055 0.2110 0.178 Uiso 1 1 calc R U . . .
C65 C 0.8661(6) 1.0044(5) 0.2754(4) 0.129(3) Uani 1 1 d . . . . .
H65A H 0.9019 0.9788 0.3157 0.154 Uiso 1 1 calc R U . . .
H65B H 0.9185 1.0299 0.2409 0.154 Uiso 1 1 calc R U . . .
C74 C 0.8841(8) 0.7980(5) 0.2185(6) 0.187(5) Uani 1 1 d . . . . .
H74A H 0.8445 0.7595 0.2539 0.225 Uiso 1 1 calc R U . . .
H74B H 0.8407 0.8184 0.1809 0.225 Uiso 1 1 calc R U . . .
O6 O 0.4898(3) 0.1579(3) 0.9139(2) 0.1001(14) Uani 1 1 d . . . . .
O5 O 0.5611(4) 0.0298(3) 0.8790(3) 0.144(2) Uani 1 1 d . . . . .
O7 O 0.6211(4) 0.1670(3) 0.8242(3) 0.144(2) Uani 1 1 d . . . . .
O8 O 0.4458(4) 0.1350(3) 0.8133(2) 0.1088(16) Uani 1 1 d . . . . .
C48 C 0.4159(6) 0.4614(5) -0.0806(4) 0.137(3) Uani 1 1 d D . . . .
H48A H 0.3660 0.4657 -0.1132 0.206 Uiso 1 1 calc R U . . .
H48B H 0.4853 0.4488 -0.0991 0.206 Uiso 1 1 calc R U . . .
H48C H 0.4135 0.5145 -0.0683 0.206 Uiso 1 1 calc R U . . .
C24 C 0.8559(9) 0.4624(6) -0.2947(6) 0.121(3) Uani 1 1 d . . . . .
C66 C 0.7868(8) 1.0741(7) 0.2884(5) 0.178(4) Uani 1 1 d . . . . .
H66A H 0.7582 1.1067 0.2470 0.213 Uiso 1 1 calc R U . . .
H66B H 0.7294 1.0495 0.3191 0.213 Uiso 1 1 calc R U . . .
C67 C 0.8419(12) 1.1307(8) 0.3181(6) 0.245(7) Uani 1 1 d D . . . .
H67A H 0.9032 1.0997 0.3395 0.294 Uiso 1 1 calc R U . . .
H67B H 0.7952 1.1502 0.3515 0.294 Uiso 1 1 calc R U . . .
C1 C 0.2292(8) 0.5905(7) -0.3395(6) 0.222(6) Uani 1 1 d . . . . .
H1A H 0.1718 0.5884 -0.3060 0.332 Uiso 1 1 calc R U . . .
H1B H 0.2023 0.6063 -0.3830 0.332 Uiso 1 1 calc R U . . .
H1C H 0.2758 0.6318 -0.3363 0.332 Uiso 1 1 calc R U . . .
C68 C 0.8755(11) 1.2073(8) 0.2614(7) 0.335(10) Uani 1 1 d D . . . .
H68A H 0.8607 1.1987 0.2193 0.502 Uiso 1 1 calc R U . . .
H68B H 0.9495 1.2124 0.2616 0.502 Uiso 1 1 calc R U . . .
H68C H 0.8372 1.2585 0.2679 0.502 Uiso 1 1 calc R U . . .
C72 C 0.6914(12) 0.7652(11) 0.4883(6) 0.351(10) Uani 1 1 d D . . . .
H72A H 0.7572 0.7314 0.4901 0.527 Uiso 1 1 calc R U . . .
H72B H 0.6349 0.7284 0.5036 0.527 Uiso 1 1 calc R U . . .
H72C H 0.6909 0.8036 0.5163 0.527 Uiso 1 1 calc R U . . .
C75 C 0.9853(10) 0.7502(7) 0.1971(6) 0.223(7) Uani 1 1 d D . . . .
H75A H 0.9657 0.7010 0.1843 0.267 Uiso 1 1 calc R U . . .
H75B H 1.0263 0.7291 0.2358 0.267 Uiso 1 1 calc R U . . .
C64 C 0.8337(10) 1.0634(8) 0.0037(7) 0.230(6) Uani 1 1 d . . . . .
H64A H 0.8436 1.1199 0.0068 0.345 Uiso 1 1 calc R U . . .
H64B H 0.7930 1.0669 -0.0335 0.345 Uiso 1 1 calc R U . . .
H64C H 0.9010 1.0339 -0.0026 0.345 Uiso 1 1 calc R U . . .
C55 C 0.1834(8) 0.1799(5) 0.3185(5) 0.152(3) Uani 1 1 d . . . . .
H55A H 0.1432 0.1494 0.2962 0.183 Uiso 1 1 calc R U . . .
H55B H 0.2532 0.1510 0.3231 0.183 Uiso 1 1 calc R U . . .
C56 C 0.1322(10) 0.1766(7) 0.3855(5) 0.229(6) Uani 1 1 d . . . . .
H56A H 0.1675 0.2113 0.4063 0.344 Uiso 1 1 calc R U . . .
H56B H 0.1360 0.1187 0.4123 0.344 Uiso 1 1 calc R U . . .
H56C H 0.0598 0.1977 0.3818 0.344 Uiso 1 1 calc R U . . .
C59 C -0.0070(7) 0.4625(6) 0.1198(5) 0.169(4) Uani 1 1 d D . . . .
H59A H 0.0190 0.5160 0.0932 0.203 Uiso 1 1 calc R U . . .
H59B H -0.0263 0.4684 0.1647 0.203 Uiso 1 1 calc R U . . .
C60 C -0.1047(8) 0.4442(6) 0.0896(6) 0.241(6) Uani 1 1 d D . . . .
H60A H -0.0833 0.4125 0.0570 0.361 Uiso 1 1 calc R U . . .
H60B H -0.1417 0.4971 0.0686 0.361 Uiso 1 1 calc R U . . .
H60C H -0.1502 0.4115 0.1243 0.361 Uiso 1 1 calc R U . . .
C76 C 1.0569(11) 0.8009(9) 0.1395(6) 0.220(6) Uani 1 1 d D . . . .
H76A H 1.0976 0.7623 0.1175 0.330 Uiso 1 1 calc R U . . .
H76B H 1.1033 0.8313 0.1571 0.330 Uiso 1 1 calc R U . . .
H76C H 1.0143 0.8408 0.1082 0.330 Uiso 1 1 calc R U . . .
C23 C 0.9669(8) 0.4915(6) -0.3040(5) 0.203(5) Uani 1 1 d . . . . .
H23A H 1.0166 0.4442 -0.3064 0.305 Uiso 1 1 calc R U . . .
H23B H 0.9800 0.5131 -0.2670 0.305 Uiso 1 1 calc R U . . .
H23C H 0.9744 0.5358 -0.3447 0.305 Uiso 1 1 calc R U . . .
C41A C 0.3505(17) 0.0178(15) 0.4886(8) 0.289(16) Uani 0.5 1 d D . P . .
H41D H 0.3940 0.0603 0.4935 0.433 Uiso 0.5 1 calc R U P . .
H41E H 0.3475 -0.0272 0.5291 0.433 Uiso 0.5 1 calc R U P . .
H41F H 0.2808 0.0431 0.4797 0.433 Uiso 0.5 1 calc R U 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
Br2 C20 1.891(8) . ?
Br3 C25 1.918(10) . ?
S1 O8 1.419(4) . ?
S1 O6 1.449(4) . ?
S1 O7 1.450(5) . ?
S1 O5 1.535(5) . ?
Br4 C42 1.864(9) . ?
Br1 C3 1.932(10) . ?
C36 C35 1.381(8) . ?
C36 C31 1.403(8) . ?
C38 C39 1.375(9) . ?
C38 C44 1.383(8) . ?
C38 N8 1.418(8) . ?
C16 N4 1.378(7) . ?
C16 C22 1.400(8) . ?
C16 C17 1.402(8) . ?
C31 C32 1.392(8) . ?
C31 N6 1.406(7) . ?
C3 C4 1.301(13) . ?
C3 C2 1.412(14) . ?
C17 C18 1.355(8) . ?
C30 O3 1.231(7) . ?
C30 N5 1.345(8) . ?
C30 N6 1.362(7) . ?
C6 C7 1.372(10) . ?
C6 C5 1.383(10) . ?
C6 N1 1.398(9) . ?
C20 C21 1.374(9) . ?
C20 C18 1.386(9) . ?
C18 C19 1.490(9) . ?
C15 O2 1.234(7) . ?
C15 N4 1.355(7) . ?
C15 N3 1.364(8) . ?
C11 C10 1.376(8) . ?
C11 N3 1.403(7) . ?
C11 C12 1.413(8) . ?
C37 O4 1.213(7) . ?
C37 N8 1.362(8) . ?
C37 N7 1.377(8) . ?
C9 C10 1.344(8) . ?
C9 C14 1.392(9) . ?
C9 N2 1.392(8) . ?
C7 C2 1.419(11) . ?
C33 C34 1.382(9) . ?
C33 C32 1.390(9) . ?
C35 N7 1.370(7) . ?
C35 C34 1.375(8) . ?
C22 C21 1.368(9) . ?
C42 C40 1.380(12) . ?
C42 C43 1.382(11) . ?
C28 C27 1.358(9) . ?
C28 C29 1.380(9) . ?
C28 N5 1.405(8) . ?
C14 C13 1.383(9) . ?
C12 C13 1.364(8) . ?
C8 O1 1.210(8) . ?
C8 N2 1.355(9) . ?
C8 N1 1.386(9) . ?
C44 C43 1.403(9) . ?
C43 C41B 1.4694(10) . ?
C26 C25 1.360(12) . ?
C26 C27 1.406(10) . ?
C40 C41A 1.4697(10) . ?
C40 C39 1.349(11) . ?
C2 C1 1.511(12) . ?
C5 C4 1.387(11) . ?
C29 C24 1.397(10) . ?
C25 C24 1.338(11) . ?
N9 C53 1.483(7) . ?
N9 C45 1.498(7) . ?
N9 C49 1.530(7) . ?
N9 C57 1.532(7) . ?
C53 C54 1.503(9) . ?
C49 C50 1.463(8) . ?
C45 C46 1.502(8) . ?
C46 C47 1.5386(10) . ?
C57 C58 1.492(8) . ?
C50 C51 1.545(8) . ?
C51 C52 1.5390(10) . ?
C58 C59 1.530(9) . ?
C47 C48 1.5381(10) . ?
C54 C55 1.523(9) . ?
N10 C73 1.497(9) . ?
N10 C69 1.514(10) . ?
N10 C61 1.523(9) . ?
N10 C65 1.532(8) . ?
C61 C62 1.515(10) . ?
C62 C63 1.546(13) . ?
C63 C64 1.462(13) . ?
C69 C70 1.524(11) . ?
C70 C71 1.488(13) . ?
C71 C72 1.5390(10) . ?
C73 C74 1.536(9) . ?
C65 C66 1.510(10) . ?
C74 C75 1.537(13) . ?
C24 C23 1.520(11) . ?
C66 C67 1.493(13) . ?
C67 C68 1.5382(10) . ?
C75 C76 1.5403(10) . ?
C55 C56 1.473(11) . ?
C59 C60 1.5384(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
O8 S1 O6 109.8(3) . . ?
O8 S1 O7 113.2(3) . . ?
O6 S1 O7 110.0(3) . . ?
O8 S1 O5 107.1(3) . . ?
O6 S1 O5 110.5(3) . . ?
O7 S1 O5 106.2(3) . . ?
C35 C36 C31 122.8(6) . . ?
C39 C38 C44 119.5(7) . . ?
C39 C38 N8 121.5(8) . . ?
C44 C38 N8 118.9(8) . . ?
N4 C16 C22 119.5(7) . . ?
N4 C16 C17 125.0(7) . . ?
C22 C16 C17 115.5(7) . . ?
C32 C31 C36 119.1(7) . . ?
C32 C31 N6 122.7(7) . . ?
C36 C31 N6 118.2(6) . . ?
C4 C3 C2 123.7(12) . . ?
C4 C3 Br1 123.7(14) . . ?
C2 C3 Br1 112.6(12) . . ?
C18 C17 C16 125.0(7) . . ?
O3 C30 N5 121.6(7) . . ?
O3 C30 N6 123.3(8) . . ?
N5 C30 N6 114.9(7) . . ?
C7 C6 C5 119.2(9) . . ?
C7 C6 N1 126.5(9) . . ?
C5 C6 N1 114.2(10) . . ?
C21 C20 C18 121.0(8) . . ?
C21 C20 Br2 117.3(7) . . ?
C18 C20 Br2 121.7(7) . . ?
C17 C18 C20 116.9(8) . . ?
C17 C18 C19 121.6(8) . . ?
C20 C18 C19 121.5(8) . . ?
O2 C15 N4 121.8(7) . . ?
O2 C15 N3 122.6(7) . . ?
N4 C15 N3 115.5(7) . . ?
C10 C11 N3 119.3(7) . . ?
C10 C11 C12 119.8(7) . . ?
N3 C11 C12 120.9(7) . . ?
O4 C37 N8 122.5(8) . . ?
O4 C37 N7 124.2(8) . . ?
N8 C37 N7 113.2(7) . . ?
C10 C9 C14 120.0(7) . . ?
C10 C9 N2 118.9(7) . . ?
C14 C9 N2 121.1(8) . . ?
C9 C10 C11 121.5(7) . . ?
C6 C7 C2 122.2(10) . . ?
C34 C33 C32 123.3(7) . . ?
N7 C35 C34 123.0(7) . . ?
N7 C35 C36 118.9(7) . . ?
C34 C35 C36 117.9(7) . . ?
C21 C22 C16 120.8(7) . . ?
C40 C42 C43 120.6(9) . . ?
C40 C42 Br4 123.7(10) . . ?
C43 C42 Br4 115.7(10) . . ?
C27 C28 C29 118.4(8) . . ?
C27 C28 N5 119.5(8) . . ?
C29 C28 N5 122.0(9) . . ?
C13 C14 C9 118.7(7) . . ?
C13 C12 C11 117.6(7) . . ?
O1 C8 N2 125.1(9) . . ?
O1 C8 N1 121.2(9) . . ?
N2 C8 N1 113.6(8) . . ?
C38 C44 C43 122.3(7) . . ?
C12 C13 C14 122.3(7) . . ?
C41B C43 C42 122.6(9) . . ?
C41B C43 C44 120.9(9) . . ?
C42 C43 C44 116.2(8) . . ?
C33 C32 C31 117.1(7) . . ?
C25 C26 C27 115.6(10) . . ?
C35 C34 C33 119.8(7) . . ?
C41A C40 C39 130.7(14) . . ?
C41A C40 C42 105.6(14) . . ?
C39 C40 C42 122.6(10) . . ?
C3 C2 C7 114.4(10) . . ?
C3 C2 C1 126.2(13) . . ?
C7 C2 C1 119.3(14) . . ?
C6 C5 C4 119.1(10) . . ?
C3 C4 C5 121.2(13) . . ?
C28 C29 C24 120.9(9) . . ?
C22 C21 C20 120.7(7) . . ?
C28 C27 C26 122.5(9) . . ?
C24 C25 C26 125.1(11) . . ?
C24 C25 Br3 119.8(11) . . ?
C26 C25 Br3 115.2(10) . . ?
C30 N6 C31 128.3(6) . . ?
C15 N4 C16 124.2(6) . . ?
C15 N3 C11 128.1(6) . . ?
C30 N5 C28 125.5(6) . . ?
C35 N7 C37 124.6(6) . . ?
C8 N2 C9 128.0(7) . . ?
C8 N1 C6 125.3(8) . . ?
C37 N8 C38 128.7(6) . . ?
C40 C39 C38 118.7(9) . . ?
C53 N9 C45 105.9(5) . . ?
C53 N9 C49 112.2(5) . . ?
C45 N9 C49 112.0(5) . . ?
C53 N9 C57 112.7(5) . . ?
C45 N9 C57 109.7(5) . . ?
C49 N9 C57 104.4(5) . . ?
N9 C53 C54 115.8(6) . . ?
C50 C49 N9 115.1(6) . . ?
N9 C45 C46 116.6(5) . . ?
C45 C46 C47 109.2(6) . . ?
C58 C57 N9 116.7(6) . . ?
C49 C50 C51 112.3(7) . . ?
C52 C51 C50 108.6(7) . . ?
C57 C58 C59 104.7(6) . . ?
C48 C47 C46 116.2(6) . . ?
C53 C54 C55 111.3(7) . . ?
C73 N10 C69 113.9(7) . . ?
C73 N10 C61 109.5(7) . . ?
C69 N10 C61 106.7(7) . . ?
C73 N10 C65 104.4(6) . . ?
C69 N10 C65 111.8(7) . . ?
C61 N10 C65 110.7(7) . . ?
C62 C61 N10 117.4(8) . . ?
C61 C62 C63 106.8(9) . . ?
C64 C63 C62 112.1(12) . . ?
N10 C69 C70 114.6(8) . . ?
C71 C70 C69 106.3(9) . . ?
C70 C71 C72 118.2(12) . . ?
N10 C73 C74 114.1(7) . . ?
C66 C65 N10 114.4(8) . . ?
C75 C74 C73 110.0(8) . . ?
C25 C24 C29 117.6(10) . . ?
C25 C24 C23 119.4(11) . . ?
C29 C24 C23 123.0(11) . . ?
C67 C66 C65 107.9(9) . . ?
C66 C67 C68 108.0(11) . . ?
C74 C75 C76 117.0(12) . . ?
C56 C55 C54 113.0(8) . . ?
C58 C59 C60 111.3(8) . . ?

_refine_diff_density_max         0.537
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_MPDA-Cl-Me-TBACO3-H2O-1a
_database_code_depnum_ccdc_archive 'CCDC 1536469'
_audit_update_record             
;
2017-06-28 deposited with the CCDC.
2017-06-30 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         
'C22 H18 Cl2 N4 O2, 3(C22 H20 Cl2 N4 O2), 4(C16 H36 N), 2(C O3), 2(H2O)'
_chemical_formula_sum            'C154 H226 Cl8 N20 O16'
_chemical_formula_weight         2893.11

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      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

_cell_length_a                   28.8876(14)
_cell_length_b                   23.2640(9)
_cell_length_c                   24.7611(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.383(4)
_cell_angle_gamma                90
_cell_volume                     16502.5(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3481
_cell_measurement_theta_min      3.3420
_cell_measurement_theta_max      18.3330

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_F_000             6208.0
_exptl_transmission_factor_min   0.946
_exptl_transmission_factor_max   0.963
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.200
_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            42484
_diffrn_reflns_av_unetI/netI     0.2174
_diffrn_reflns_av_R_equivalents  0.0940
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.043
_diffrn_reflns_theta_max         28.770
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.603
_diffrn_reflns_point_group_measured_fraction_full 0.716
_reflns_number_total             39853
_reflns_number_gt                12984
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.366
_reflns_Friedel_fraction_max     0.323
_reflns_Friedel_fraction_full    0.434

_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)+(0.1683P)²+0.7269P] 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       0.00000(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.21(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         39853
_refine_ls_number_parameters     1748
_refine_ls_number_restraints     982
_refine_ls_R_factor_all          0.2800
_refine_ls_R_factor_gt           0.1042
_refine_ls_wR_factor_ref         0.3864
_refine_ls_wR_factor_gt          0.2619
_refine_ls_goodness_of_fit_ref   0.868
_refine_ls_restrained_S_all      0.939
_refine_ls_shift/su_max          0.008
_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
C57 C 0.3738(3) 0.6119(3) 0.3730(5) 0.083(5) Uani 1 1 d G U . . .
C56 C 0.4211(3) 0.6146(4) 0.3925(5) 0.088(5) Uani 1 1 d G U . . .
H56 H 0.4380 0.5810 0.4003 0.106 Uiso 1 1 calc R U . . .
C55 C 0.4430(3) 0.6677(5) 0.4004(5) 0.106(6) Uani 1 1 d G U . . .
H55 H 0.4747 0.6696 0.4134 0.127 Uiso 1 1 calc R U . . .
C54 C 0.4177(4) 0.7180(4) 0.3887(5) 0.112(6) Uani 1 1 d G U . . .
H54 H 0.4324 0.7535 0.3940 0.134 Uiso 1 1 calc R U . . .
C53 C 0.3705(3) 0.7152(4) 0.3692(4) 0.086(5) Uani 1 1 d G U . . .
C58 C 0.3485(3) 0.6622(4) 0.3613(4) 0.061(3) Uani 1 1 d G U . . .
H58 H 0.3169 0.6603 0.3483 0.074 Uiso 1 1 calc R U . . .
C33 C 0.4969(3) 0.8753(4) 0.7256(5) 0.098(5) Uani 1 1 d G U . . .
H33 H 0.4655 0.8745 0.7114 0.118 Uiso 1 1 calc R U . . .
C32 C 0.5209(3) 0.9272(3) 0.7301(5) 0.080(4) Uani 1 1 d G U . . .
H32 H 0.5056 0.9611 0.7189 0.097 Uiso 1 1 calc R U . . .
C31 C 0.5678(3) 0.9284(3) 0.7515(4) 0.060(3) Uani 1 1 d G U . . .
C36 C 0.5907(3) 0.8777(4) 0.7683(4) 0.063(4) Uani 1 1 d G U . . .
H36 H 0.6221 0.8785 0.7826 0.075 Uiso 1 1 calc R U . . .
C35 C 0.5667(3) 0.8258(3) 0.7638(4) 0.061(3) Uani 1 1 d G U . . .
C34 C 0.5198(3) 0.8246(3) 0.7425(5) 0.079(4) Uani 1 1 d G U . . .
H34 H 0.5037 0.7899 0.7394 0.094 Uiso 1 1 calc R U . . .
C10 C 0.8049(3) 0.9106(4) 0.7083(4) 0.057(3) Uani 1 1 d G U . . .
H10 H 0.7857 0.9088 0.7357 0.068 Uiso 1 1 calc R U . . .
C9 C 0.8186(3) 0.9637(3) 0.6901(4) 0.066(4) Uani 1 1 d G U . . .
C14 C 0.8473(3) 0.9664(4) 0.6492(4) 0.085(5) Uani 1 1 d G U . . .
H14 H 0.8565 1.0019 0.6370 0.102 Uiso 1 1 calc R U . . .
C13 C 0.8623(3) 0.9161(5) 0.6266(4) 0.082(4) Uani 1 1 d G U . . .
H13 H 0.8815 0.9180 0.5992 0.098 Uiso 1 1 calc R U . . .
C12 C 0.8485(3) 0.8631(4) 0.6448(4) 0.079(4) Uani 1 1 d G U . . .
H12 H 0.8586 0.8294 0.6297 0.095 Uiso 1 1 calc R U . . .
C11 C 0.8198(3) 0.8603(3) 0.6857(4) 0.073(4) Uani 1 1 d G U . . .
C77 C 0.5745(3) 0.1118(5) 0.5024(4) 0.097(5) Uani 1 1 d G U . . .
H77 H 0.5537 0.1076 0.5279 0.117 Uiso 1 1 calc R U . . .
C78 C 0.5896(4) 0.0639(4) 0.4762(4) 0.074(4) Uani 1 1 d G U . . .
H78 H 0.5789 0.0275 0.4840 0.088 Uiso 1 1 calc R U . . .
C79 C 0.6207(3) 0.0702(3) 0.4381(4) 0.065(4) Uani 1 1 d G U . . .
C80 C 0.6367(3) 0.1246(4) 0.4264(4) 0.055(3) Uani 1 1 d G U . . .
H80 H 0.6575 0.1288 0.4010 0.066 Uiso 1 1 calc R U . . .
C75 C 0.6217(3) 0.1726(3) 0.4527(4) 0.061(4) Uani 1 1 d G U . . .
C76 C 0.5906(3) 0.1662(4) 0.4907(4) 0.088(5) Uani 1 1 d G U . . .
H76 H 0.5805 0.1983 0.5083 0.105 Uiso 1 1 calc R U . . .
C16 C 0.7723(4) 0.6558(4) 0.6915(5) 0.091(5) Uani 1 1 d G U . . .
C22 C 0.7412(4) 0.6243(6) 0.7182(5) 0.115(6) Uani 1 1 d G U . . .
H22 H 0.7269 0.6413 0.7457 0.138 Uiso 1 1 calc R U . . .
C21 C 0.7316(5) 0.5674(6) 0.7037(6) 0.133(8) Uani 1 1 d G U . . .
H21 H 0.7108 0.5463 0.7215 0.160 Uiso 1 1 calc R U . . .
C19 C 0.7530(5) 0.5420(4) 0.6626(6) 0.113(6) Uani 1 1 d G U . . .
C18 C 0.7841(5) 0.5736(6) 0.6359(5) 0.100(5) Uani 1 1 d G U . . .
C17 C 0.7938(4) 0.6305(5) 0.6504(5) 0.097(5) Uani 1 1 d G U . . .
H17 H 0.8145 0.6515 0.6326 0.116 Uiso 1 1 calc R U . . .
C28 C 0.5962(4) 1.1382(4) 0.6665(5) 0.082(4) Uani 1 1 d G U . . .
H28 H 0.5929 1.1069 0.6429 0.099 Uiso 1 1 calc R U . . .
C27 C 0.6074(3) 1.1295(4) 0.7221(5) 0.084(5) Uani 1 1 d G U . . .
C26 C 0.6122(3) 1.1763(5) 0.7574(4) 0.081(4) Uani 1 1 d G U . . .
H26 H 0.6197 1.1705 0.7946 0.097 Uiso 1 1 calc R U . . .
C25 C 0.6058(4) 1.2317(4) 0.7369(5) 0.082(4) Uani 1 1 d G U . . .
C24 C 0.5946(4) 1.2404(4) 0.6812(5) 0.098(5) Uani 1 1 d G U . . .
C29 C 0.5898(4) 1.1936(5) 0.6460(4) 0.082(4) Uani 1 1 d G U . . .
H29 H 0.5823 1.1995 0.6087 0.098 Uiso 1 1 calc R U . . .
C72 C 0.6437(3) 0.3977(6) 0.5053(5) 0.118(7) Uani 1 1 d G U . . .
H72 H 0.6213 0.3746 0.5181 0.141 Uiso 1 1 calc R U . . .
C71 C 0.6712(4) 0.3759(4) 0.4679(5) 0.086(5) Uani 1 1 d G U . . .
C70 C 0.7047(4) 0.4105(6) 0.4486(5) 0.107(6) Uani 1 1 d G U . . .
H70 H 0.7231 0.3959 0.4236 0.129 Uiso 1 1 calc R U . . .
C69 C 0.7108(4) 0.4669(5) 0.4668(5) 0.102(6) Uani 1 1 d G U . . .
H69 H 0.7333 0.4900 0.4539 0.123 Uiso 1 1 calc R U . . .
C68 C 0.6834(4) 0.4887(4) 0.5042(5) 0.123(7) Uani 1 1 d G U . . .
C73 C 0.6498(4) 0.4541(6) 0.5234(5) 0.099(5) Uani 1 1 d G U . . .
C49 C 0.3179(4) 0.9152(4) 0.3694(5) 0.089(5) Uani 1 1 d G U . . .
C50 C 0.2801(4) 0.9481(6) 0.3468(5) 0.112(6) Uani 1 1 d G U . . .
H50 H 0.2552 0.9307 0.3254 0.135 Uiso 1 1 calc R U . . .
C51 C 0.2796(5) 1.0069(6) 0.3563(6) 0.122(7) Uani 1 1 d G U . . .
C46 C 0.3168(6) 1.0329(4) 0.3884(7) 0.140(8) Uani 1 1 d G U . . .
C47 C 0.3546(5) 1.0000(6) 0.4109(6) 0.131(7) Uani 1 1 d G U . . .
C48 C 0.3552(4) 0.9411(6) 0.4014(6) 0.114(6) Uani 1 1 d G U . . .
H48 H 0.3804 0.9191 0.4165 0.137 Uiso 1 1 calc R U . . .
C60 C 0.3383(4) 0.4080(4) 0.4033(5) 0.066(4) Uani 1 1 d G U . . .
C61 C 0.3491(4) 0.4034(4) 0.4595(5) 0.087(4) Uani 1 1 d G U . . .
H61 H 0.3528 0.4364 0.4809 0.104 Uiso 1 1 calc R U . . .
C62 C 0.3543(4) 0.3495(6) 0.4837(4) 0.098(5) Uani 1 1 d G U . . .
C63 C 0.3488(4) 0.3002(4) 0.4518(6) 0.097(5) Uani 1 1 d G U . . .
C64 C 0.3380(4) 0.3049(4) 0.3956(5) 0.070(4) Uani 1 1 d G U . . .
C65 C 0.3328(4) 0.3588(5) 0.3714(4) 0.091(5) Uani 1 1 d G U . . .
H65 H 0.3256 0.3619 0.3338 0.109 Uiso 1 1 calc R U . . .
C82 C 0.6648(5) -0.1268(7) 0.4005(5) 0.063(4) Uani 1 1 d . U . . .
C83 C 0.6297(6) -0.1620(6) 0.4182(6) 0.074(4) Uani 1 1 d . U . . .
H83 H 0.6023 -0.1455 0.4269 0.089 Uiso 1 1 calc R U . . .
C84 C 0.6358(6) -0.2192(7) 0.4225(6) 0.081(4) Uani 1 1 d . U . . .
C85 C 0.6755(8) -0.2510(9) 0.4064(7) 0.104(6) Uani 1 1 d . U . . .
C87 C 0.7085(7) -0.2080(10) 0.3874(7) 0.102(6) Uani 1 1 d . U . . .
H87 H 0.7364 -0.2224 0.3781 0.122 Uiso 1 1 calc R U . . .
C88 C 0.7025(6) -0.1530(10) 0.3825(7) 0.100(5) Uani 1 1 d . U . . .
H88 H 0.7240 -0.1310 0.3667 0.120 Uiso 1 1 calc R U . . .
C39 C 0.5824(6) 0.5960(6) 0.7460(8) 0.088(5) Uani 1 1 d D U . . .
H39 H 0.5597 0.6162 0.7237 0.105 Uiso 1 1 calc R U . . .
C38 C 0.6123(6) 0.6221(6) 0.7850(8) 0.076(4) Uani 1 1 d . U . . .
C44 C 0.6450(7) 0.5955(8) 0.8178(9) 0.114(6) Uani 1 1 d . U . . .
H44 H 0.6646 0.6153 0.8442 0.136 Uiso 1 1 calc R U . . .
C43 C 0.6488(7) 0.5347(9) 0.8108(10) 0.117(6) Uani 1 1 d . U . . .
H43 H 0.6703 0.5136 0.8340 0.141 Uiso 1 1 calc R U . . .
C41 C 0.6185(8) 0.5057(7) 0.7667(12) 0.122(7) Uani 1 1 d . U . . .
C40 C 0.5879(7) 0.5369(6) 0.7414(9) 0.107(6) Uani 1 1 d D U . . .
Cl3 Cl 0.6100(2) 1.2882(2) 0.7796(3) 0.1285(19) Uani 1 1 d . . . . .
Cl8 Cl 0.5939(3) -0.2618(2) 0.4464(3) 0.132(2) Uani 1 1 d . . . . .
Cl1 Cl 0.8540(3) 1.2923(3) 0.6997(3) 0.171(3) Uani 1 1 d . . . . .
Cl6A Cl 0.3357(3) 0.2464(3) 0.3569(3) 0.1218(19) Uani 0.9 1 d . . P . .
O11 O 0.2608(3) 0.5214(4) 0.3075(4) 0.072(3) Uani 1 1 d . . . . .
O10 O 0.2089(4) 0.4507(4) 0.2939(5) 0.081(3) Uani 1 1 d . . . . .
O9 O 0.1865(3) 0.5394(4) 0.3160(4) 0.072(3) Uani 1 1 d . . . . .
Cl5A Cl 0.3991(4) 1.0314(4) 0.4473(5) 0.178(4) Uani 0.8 1 d . . P . .
C52 C 0.3523(6) 0.8155(9) 0.3657(8) 0.091(5) Uani 1 1 d . . . . .
O8 O 0.6213(4) -0.0509(5) 0.4662(4) 0.083(3) Uani 1 1 d . . . . .
O6 O 0.3996(4) 0.5020(4) 0.4238(5) 0.083(3) Uani 1 1 d . U . . .
O7 O 0.6077(4) 0.2877(4) 0.4975(5) 0.090(3) Uani 1 1 d . . . . .
N10 N 0.3399(5) 0.7646(5) 0.3566(6) 0.076(4) Uani 1 1 d . . . . .
H10N H 0.3117 0.7583 0.3420 0.091 Uiso 1 1 calc R U . . .
N1 N 0.7778(4) 1.1024(5) 0.7339(5) 0.073(3) Uani 1 1 d . . . . .
H1N H 0.7640 1.0861 0.7586 0.088 Uiso 1 1 calc R U . . .
N12 N 0.3317(4) 0.4633(5) 0.3786(5) 0.069(3) Uani 1 1 d . U . . .
H12N H 0.3075 0.4692 0.3552 0.082 Uiso 1 1 calc R U . . .
O1 O 0.8219(4) 1.0863(4) 0.6642(4) 0.080(3) Uani 1 1 d . . . . .
N14 N 0.6397(4) 0.2259(5) 0.4380(5) 0.069(3) Uani 1 1 d . . . . .
H13P H 0.6544 0.2263 0.4100 0.082 Uiso 1 1 calc R U . . .
O12 O 0.6830(4) 0.2320(5) 0.3430(4) 0.087(3) Uani 1 1 d . . . . .
N6 N 0.5940(4) 0.9792(5) 0.7548(5) 0.069(3) Uani 1 1 d . . . . .
H6N H 0.6212 0.9778 0.7734 0.083 Uiso 1 1 calc R U . . .
N3 N 0.8025(4) 0.8063(6) 0.7060(5) 0.075(3) Uani 1 1 d . . . . .
H3N H 0.7877 0.8080 0.7339 0.090 Uiso 1 1 calc R U . . .
N13 N 0.6659(4) 0.3186(5) 0.4501(5) 0.074(3) Uani 1 1 d . . . . .
H13N H 0.6842 0.3079 0.4272 0.089 Uiso 1 1 calc R U . . .
N5 N 0.6137(4) 1.0725(6) 0.7447(5) 0.073(3) Uani 1 1 d . . . . .
H5N H 0.6385 1.0648 0.7665 0.087 Uiso 1 1 calc R U . . .
N15 N 0.6376(4) 0.0232(6) 0.4119(5) 0.075(3) Uani 1 1 d . . . . .
H15N H 0.6498 0.0300 0.3826 0.091 Uiso 1 1 calc R U . . .
N20 N 0.4942(4) 0.3789(6) 0.4016(4) 0.089(4) Uani 1 1 d D U . . .
N11 N 0.3498(4) 0.5587(4) 0.3681(5) 0.065(3) Uani 1 1 d . U . . .
H11N H 0.3233 0.5589 0.3479 0.078 Uiso 1 1 calc R U . . .
C59 C 0.3633(5) 0.5075(5) 0.3912(6) 0.061(3) Uani 1 1 d . U . . .
N9 N 0.3172(5) 0.8571(5) 0.3613(5) 0.081(4) Uani 1 1 d . . . . .
H9N H 0.2897 0.8435 0.3517 0.097 Uiso 1 1 calc R U . . .
C37 C 0.5805(6) 0.7196(7) 0.7731(7) 0.072(4) Uani 1 1 d . . . . .
O4 O 0.5409(4) 0.7077(5) 0.7491(6) 0.110(4) Uani 1 1 d . . . . .
O2 O 0.8340(4) 0.7414(5) 0.6519(5) 0.093(3) Uani 1 1 d . . . . .
O13 O 0.7286(4) 0.3044(5) 0.3714(6) 0.120(5) Uani 1 1 d . U . . .
O14 O 0.7484(4) 0.2477(5) 0.3078(5) 0.094(3) Uani 1 1 d . . . . .
C8 C 0.8010(5) 1.0660(6) 0.6999(6) 0.068(4) Uani 1 1 d . . . . .
N16 N 0.6592(4) -0.0692(6) 0.3936(5) 0.083(4) Uani 1 1 d . . . . .
H16N H 0.6702 -0.0540 0.3662 0.100 Uiso 1 1 calc R U . . .
N2 N 0.8013(4) 1.0102(6) 0.7159(5) 0.073(3) Uani 1 1 d . . . . .
H2N H 0.7895 1.0029 0.7453 0.088 Uiso 1 1 calc R U . . .
C153 C 0.2175(5) 0.5008(8) 0.3053(5) 0.073(5) Uani 1 1 d . . . . .
N18 N 0.4492(3) 0.8453(6) 0.2365(4) 0.094(4) Uani 1 1 d D U . . .
C81 C 0.6367(5) -0.0311(6) 0.4278(6) 0.055(3) Uani 1 1 d . . . . .
N17 N 0.6319(5) 0.8574(7) 0.6011(5) 0.098(5) Uani 1 1 d . . . . .
N4 N 0.7796(4) 0.7147(5) 0.7071(6) 0.079(4) Uani 1 1 d . . . . .
H4N H 0.7650 0.7266 0.7332 0.095 Uiso 1 1 calc R U . . .
C4 C 0.8107(6) 1.1954(8) 0.7172(7) 0.089(5) Uani 1 1 d . U . . .
H4 H 0.8377 1.1787 0.7073 0.107 Uiso 1 1 calc R U . . .
N19 N 0.3140(4) 0.6810(5) 0.5324(5) 0.098(4) Uani 1 1 d D . . . .
C74 C 0.6356(5) 0.2770(7) 0.4644(7) 0.074(4) Uani 1 1 d . . . . .
C5 C 0.7756(5) 1.1603(6) 0.7309(6) 0.067(4) Uani 1 1 d . U . . .
C15 C 0.8079(6) 0.7559(7) 0.6848(7) 0.074(4) Uani 1 1 d . . . . .
C124 C 0.2533(7) 0.4792(8) 0.5032(9) 0.129(8) Uani 1 1 d D U . . .
H12B H 0.2815 0.4636 0.5226 0.194 Uiso 1 1 calc R U . . .
H12C H 0.2406 0.4525 0.4757 0.194 Uiso 1 1 calc R U . . .
H12D H 0.2311 0.4857 0.5283 0.194 Uiso 1 1 calc R U . . .
C105 C 0.4638(6) 0.8518(9) 0.1808(5) 0.108(6) Uani 1 1 d D U . . .
H10A H 0.4767 0.8901 0.1787 0.130 Uiso 1 1 calc R U . . .
H10B H 0.4891 0.8249 0.1783 0.130 Uiso 1 1 calc R U . . .
C117 C 0.4919(4) 0.8636(10) 0.2734(6) 0.124(6) Uani 1 1 d D U . . .
H11A H 0.5014 0.9009 0.2612 0.149 Uiso 1 1 calc R U . . .
H11Z H 0.5168 0.8367 0.2689 0.149 Uiso 1 1 calc R U . . .
C3 C 0.8073(7) 1.2509(8) 0.7177(7) 0.090(5) Uani 1 1 d . U . . .
C141 C 0.5343(5) 0.4183(7) 0.4018(7) 0.089(5) Uani 1 1 d . U . . .
H14A H 0.5469 0.4137 0.3676 0.107 Uiso 1 1 calc R U . . .
H14B H 0.5583 0.4063 0.4307 0.107 Uiso 1 1 calc R U . . .
C110 C 0.4698(8) 0.7377(10) 0.2431(11) 0.137(7) Uani 1 1 d . U . . .
H11Y H 0.4816 0.7388 0.2082 0.164 Uiso 1 1 calc R U . . .
H11B H 0.4960 0.7419 0.2716 0.164 Uiso 1 1 calc R U . . .
C6 C 0.7368(6) 1.1884(7) 0.7471(7) 0.082(4) Uani 1 1 d . U . . .
H6 H 0.7118 1.1671 0.7564 0.098 Uiso 1 1 calc R U . . .
C149 C 0.4560(4) 0.3938(8) 0.3593(4) 0.094(5) Uani 1 1 d D U . . .
H14C H 0.4298 0.3689 0.3632 0.113 Uiso 1 1 calc R U . . .
H14D H 0.4464 0.4329 0.3656 0.113 Uiso 1 1 calc R U . . .
C137 C 0.5142(6) 0.3231(9) 0.3953(8) 0.101(6) Uani 1 1 d . U . . .
H13A H 0.5399 0.3179 0.4241 0.122 Uiso 1 1 calc R U . . .
H13B H 0.5271 0.3224 0.3610 0.122 Uiso 1 1 calc R U . . .
C154 C 0.7191(6) 0.2656(7) 0.3412(7) 0.074(4) Uani 1 1 d . U . . .
C121 C 0.2988(8) 0.6329(6) 0.4938(6) 0.119(7) Uani 1 1 d D U . . .
H21E H 0.3224 0.6283 0.4695 0.143 Uiso 1 1 calc R U . . .
H12E H 0.2703 0.6448 0.4716 0.143 Uiso 1 1 calc R U . . .
C125 C 0.2795(5) 0.6934(9) 0.5728(6) 0.104(6) Uani 1 1 d D U . . .
H13Y H 0.2907 0.7259 0.5953 0.125 Uiso 1 1 calc R U . . .
H12G H 0.2784 0.6604 0.5966 0.125 Uiso 1 1 calc R U . . .
C109 C 0.4349(6) 0.7860(6) 0.2467(9) 0.096(5) Uani 1 1 d . U . . .
H10C H 0.4075 0.7774 0.2210 0.116 Uiso 1 1 calc R U . . .
H10D H 0.4254 0.7849 0.2828 0.116 Uiso 1 1 calc R U . . .
C66 C 0.3542(7) 0.2414(9) 0.4812(9) 0.129(7) Uani 1 1 d . U . . .
H66A H 0.3269 0.2185 0.4707 0.193 Uiso 1 1 calc R U . . .
H66B H 0.3580 0.2473 0.5199 0.193 Uiso 1 1 calc R U . . .
H66C H 0.3811 0.2219 0.4712 0.193 Uiso 1 1 calc R U . . .
C150 C 0.4665(6) 0.3895(11) 0.3033(5) 0.143(8) Uani 1 1 d D U . . .
H15A H 0.4733 0.3498 0.2951 0.172 Uiso 1 1 calc R U . . .
H15B H 0.4939 0.4124 0.2991 0.172 Uiso 1 1 calc R U . . .
C113 C 0.4091(4) 0.8840(6) 0.2425(8) 0.114(7) Uani 1 1 d D U . . .
H11C H 0.4023 0.8814 0.2798 0.137 Uiso 1 1 calc R U . . .
H11D H 0.3820 0.8697 0.2192 0.137 Uiso 1 1 calc R U . . .
C145 C 0.4738(5) 0.3840(8) 0.4575(6) 0.096(5) Uani 1 1 d . U . . .
H14E H 0.4500 0.3548 0.4587 0.115 Uiso 1 1 calc R U . . .
H14F H 0.4587 0.4212 0.4588 0.115 Uiso 1 1 calc R U . . .
C101 C 0.5873(5) 0.8691(10) 0.5655(8) 0.114(7) Uani 1 1 d . U . . .
H10E H 0.5788 0.8347 0.5444 0.137 Uiso 1 1 calc R U . . .
H10F H 0.5932 0.8991 0.5399 0.137 Uiso 1 1 calc R U . . .
C89 C 0.6504(7) 0.9058(9) 0.6370(6) 0.099(6) Uani 1 1 d . U . . .
H89A H 0.6804 0.8943 0.6563 0.119 Uiso 1 1 calc R U . . .
H89B H 0.6294 0.9119 0.6641 0.119 Uiso 1 1 calc R U . . .
C2 C 0.7689(8) 1.2802(8) 0.7333(8) 0.103(5) Uani 1 1 d . U . . .
C94 C 0.7170(6) 0.8304(9) 0.5874(7) 0.110(6) Uani 1 1 d . U . . .
H94A H 0.7307 0.8673 0.5985 0.132 Uiso 1 1 calc R U . . .
H94B H 0.7182 0.8062 0.6195 0.132 Uiso 1 1 calc R U . . .
C127 C 0.2004(7) 0.7279(11) 0.5875(9) 0.151(9) Uani 1 1 d D U . . .
H12F H 0.1676 0.7244 0.5734 0.181 Uiso 1 1 calc R U . . .
H12H H 0.2062 0.7040 0.6198 0.181 Uiso 1 1 calc R U . . .
C90 C 0.6567(7) 0.9630(7) 0.6082(7) 0.095(5) Uani 1 1 d . U . . .
H90A H 0.6738 0.9561 0.5775 0.114 Uiso 1 1 calc R U . . .
H90B H 0.6262 0.9779 0.5940 0.114 Uiso 1 1 calc R U . . .
C114 C 0.4155(5) 0.9479(6) 0.2289(8) 0.114(6) Uani 1 1 d D U . . .
H11E H 0.4452 0.9623 0.2464 0.137 Uiso 1 1 calc R U . . .
H11F H 0.4138 0.9537 0.1899 0.137 Uiso 1 1 calc R U . . .
C86 C 0.6829(8) -0.3137(7) 0.4069(9) 0.131(8) Uani 1 1 d . U . . .
H86A H 0.7137 -0.3220 0.3981 0.197 Uiso 1 1 calc R U . . .
H86B H 0.6601 -0.3315 0.3805 0.197 Uiso 1 1 calc R U . . .
H86C H 0.6799 -0.3286 0.4425 0.197 Uiso 1 1 calc R U . . .
C111 C 0.4458(8) 0.6830(9) 0.2495(11) 0.140(8) Uani 1 1 d D U . . .
H11H H 0.4327 0.6831 0.2836 0.168 Uiso 1 1 calc R U . . .
H11G H 0.4204 0.6786 0.2201 0.168 Uiso 1 1 calc R U . . .
C138 C 0.4796(7) 0.2696(7) 0.3963(8) 0.108(6) Uani 1 1 d . U . . .
H13C H 0.4703 0.2670 0.4326 0.129 Uiso 1 1 calc R U . . .
H13D H 0.4516 0.2776 0.3713 0.129 Uiso 1 1 calc R U . . .
C146 C 0.5109(6) 0.3775(12) 0.5100(6) 0.157(9) Uani 1 1 d D U . . .
H14G H 0.5257 0.3401 0.5099 0.188 Uiso 1 1 calc R U . . .
H14H H 0.5349 0.4066 0.5096 0.188 Uiso 1 1 calc R U . . .
C1 C 0.7687(11) 1.3491(8) 0.7397(12) 0.191(12) Uani 1 1 d . U . . .
H1A H 0.7983 1.3615 0.7581 0.287 Uiso 1 1 calc R U . . .
H1B H 0.7443 1.3602 0.7606 0.287 Uiso 1 1 calc R U . . .
H1C H 0.7634 1.3665 0.7044 0.287 Uiso 1 1 calc R U . . .
C126 C 0.2297(6) 0.7065(11) 0.5451(7) 0.132(7) Uani 1 1 d D U . . .
H12T H 0.2308 0.7355 0.5172 0.158 Uiso 1 1 calc R U . . .
H12I H 0.2158 0.6720 0.5279 0.158 Uiso 1 1 calc R U . . .
C115 C 0.3746(6) 0.9778(9) 0.2517(9) 0.137(7) Uani 1 1 d D U . . .
H11I H 0.3768 0.9728 0.2909 0.164 Uiso 1 1 calc R U . . .
H11J H 0.3449 0.9625 0.2350 0.164 Uiso 1 1 calc R U . . .
C7 C 0.7357(7) 1.2450(7) 0.7493(7) 0.090(5) Uani 1 1 d . U . . .
H7 H 0.7104 1.2620 0.7628 0.108 Uiso 1 1 calc R U . . .
C129 C 0.3207(7) 0.7330(6) 0.4998(6) 0.116(7) Uani 1 1 d D U . . .
H12Z H 0.3435 0.7250 0.4752 0.139 Uiso 1 1 calc R U . . .
H12W H 0.2915 0.7430 0.4780 0.139 Uiso 1 1 calc R U . . .
C118 C 0.4875(6) 0.8679(10) 0.3344(7) 0.142(8) Uani 1 1 d D U . . .
H11V H 0.4897 0.8293 0.3494 0.171 Uiso 1 1 calc R U . . .
H11W H 0.4566 0.8822 0.3381 0.171 Uiso 1 1 calc R U . . .
C140 C 0.4668(10) 0.1598(8) 0.3804(11) 0.159(10) Uani 1 1 d . U . . .
H14I H 0.4387 0.1665 0.3560 0.239 Uiso 1 1 calc R U . . .
H14J H 0.4590 0.1520 0.4162 0.239 Uiso 1 1 calc R U . . .
H14K H 0.4831 0.1275 0.3678 0.239 Uiso 1 1 calc R U . . .
C123 C 0.2640(7) 0.5350(8) 0.4771(7) 0.134(8) Uani 1 1 d D U . . .
H12J H 0.2823 0.5275 0.4477 0.160 Uiso 1 1 calc R U . . .
H12K H 0.2350 0.5530 0.4616 0.160 Uiso 1 1 calc R U . . .
C144 C 0.5623(10) 0.5786(9) 0.4119(15) 0.205(13) Uani 1 1 d D U . . .
H14L H 0.5876 0.5969 0.3968 0.307 Uiso 1 1 calc R U . . .
H14M H 0.5644 0.5874 0.4500 0.307 Uiso 1 1 calc R U . . .
H12P H 0.5331 0.5925 0.3936 0.307 Uiso 1 1 calc R U . . .
C92 C 0.6900(6) 1.0591(8) 0.6163(8) 0.102(6) Uani 1 1 d . U . . .
H92A H 0.6610 1.0769 0.6022 0.153 Uiso 1 1 calc R U . . .
H92B H 0.7080 1.0518 0.5870 0.153 Uiso 1 1 calc R U . . .
H92C H 0.7072 1.0842 0.6424 0.153 Uiso 1 1 calc R U . . .
C95 C 0.7435(7) 0.8037(10) 0.5481(8) 0.113(7) Uani 1 1 d . U . . .
H95A H 0.7764 0.8119 0.5585 0.135 Uiso 1 1 calc R U . . .
H95B H 0.7343 0.8211 0.5127 0.135 Uiso 1 1 calc R U . . .
C106 C 0.4293(7) 0.8435(11) 0.1313(6) 0.145(8) Uani 1 1 d D U . . .
H10G H 0.4178 0.8043 0.1314 0.174 Uiso 1 1 calc R U . . .
H10H H 0.4029 0.8688 0.1341 0.174 Uiso 1 1 calc R U . . .
C128 C 0.2110(7) 0.7890(11) 0.6027(10) 0.141(8) Uani 1 1 d D U . . .
H12Y H 0.2032 0.8131 0.5714 0.212 Uiso 1 1 calc R U . . .
H12X H 0.2437 0.7927 0.6156 0.212 Uiso 1 1 calc R U . . .
H12L H 0.1931 0.8004 0.6309 0.212 Uiso 1 1 calc R U . . .
C93 C 0.6668(5) 0.8387(9) 0.5626(7) 0.113(6) Uani 1 1 d . U . . .
H93A H 0.6559 0.8028 0.5456 0.136 Uiso 1 1 calc R U . . .
H93B H 0.6663 0.8672 0.5340 0.136 Uiso 1 1 calc R U . . .
C96 C 0.7373(9) 0.7395(14) 0.5429(11) 0.176(11) Uani 1 1 d . U . . .
H96A H 0.7048 0.7308 0.5330 0.264 Uiso 1 1 calc R U . . .
H96B H 0.7483 0.7215 0.5770 0.264 Uiso 1 1 calc R U . . .
H96C H 0.7548 0.7253 0.5152 0.264 Uiso 1 1 calc R U . . .
C97 C 0.6275(8) 0.8048(7) 0.6379(7) 0.105(6) Uani 1 1 d . U . . .
H97A H 0.6574 0.7980 0.6595 0.126 Uiso 1 1 calc R U . . .
H97B H 0.6053 0.8139 0.6630 0.126 Uiso 1 1 calc R U . . .
C91 C 0.6808(7) 1.0053(9) 0.6424(8) 0.113(6) Uani 1 1 d . U . . .
H91A H 0.7104 0.9891 0.6584 0.135 Uiso 1 1 calc R U . . .
H91B H 0.6627 1.0134 0.6719 0.135 Uiso 1 1 calc R U . . .
C122 C 0.2903(8) 0.5751(7) 0.5174(7) 0.155(8) Uani 1 1 d D U . . .
H12M H 0.3201 0.5578 0.5310 0.186 Uiso 1 1 calc R U . . .
H10X H 0.2728 0.5801 0.5480 0.186 Uiso 1 1 calc R U . . .
C130 C 0.3370(9) 0.7822(7) 0.5352(8) 0.153(8) Uani 1 1 d D U . . .
H13X H 0.3694 0.7752 0.5493 0.184 Uiso 1 1 calc R U . . .
H13F H 0.3194 0.7818 0.5660 0.184 Uiso 1 1 calc R U . . .
C139 C 0.4976(9) 0.2127(11) 0.3822(10) 0.154(9) Uani 1 1 d . U . . .
H13E H 0.5251 0.2048 0.4079 0.185 Uiso 1 1 calc R U . . .
H12V H 0.5080 0.2163 0.3466 0.185 Uiso 1 1 calc R U . . .
C23 C 0.5895(9) 1.3013(7) 0.6593(10) 0.153(9) Uani 1 1 d . U . . .
H23A H 0.5832 1.3003 0.6202 0.229 Uiso 1 1 calc R U . . .
H23B H 0.6178 1.3222 0.6699 0.229 Uiso 1 1 calc R U . . .
H23C H 0.5641 1.3200 0.6738 0.229 Uiso 1 1 calc R U . . .
C98 C 0.6124(9) 0.7515(6) 0.6090(8) 0.141(8) Uani 1 1 d D U . . .
H98A H 0.6295 0.7466 0.5781 0.170 Uiso 1 1 calc R U . . .
H98B H 0.5794 0.7540 0.5953 0.170 Uiso 1 1 calc R U . . .
C102 C 0.5446(6) 0.8876(12) 0.5933(8) 0.169(9) Uani 1 1 d D U . . .
H10I H 0.5403 0.8613 0.6227 0.203 Uiso 1 1 calc R U . . .
H10J H 0.5493 0.9260 0.6083 0.203 Uiso 1 1 calc R U . . .
C103 C 0.5033(7) 0.8864(13) 0.5513(10) 0.260(15) Uani 1 1 d D U . . .
H10K H 0.5109 0.8856 0.5143 0.313 Uiso 1 1 calc R U . . .
H10L H 0.4809 0.8566 0.5570 0.313 Uiso 1 1 calc R U . . .
C142 C 0.5247(5) 0.4818(8) 0.4095(9) 0.102(5) Uani 1 1 d . U . . .
H14O H 0.4994 0.4941 0.3824 0.122 Uiso 1 1 calc R U . . .
H14P H 0.5152 0.4879 0.4452 0.122 Uiso 1 1 calc R U . . .
C119 C 0.5232(8) 0.9058(9) 0.3698(10) 0.201(12) Uani 1 1 d D U . . .
H11Q H 0.5545 0.8994 0.3610 0.241 Uiso 1 1 calc R U . . .
H11R H 0.5226 0.8982 0.4082 0.241 Uiso 1 1 calc R U . . .
C99 C 0.6207(11) 0.7006(8) 0.6461(9) 0.173(10) Uani 1 1 d D U . . .
H99A H 0.6012 0.7041 0.6751 0.207 Uiso 1 1 calc R U . . .
H99B H 0.6530 0.7008 0.6627 0.207 Uiso 1 1 calc R U . . .
C100 C 0.6102(15) 0.6429(13) 0.6168(15) 0.266(19) Uani 1 1 d . U . . .
H10M H 0.6176 0.6119 0.6421 0.399 Uiso 1 1 calc R U . . .
H17P H 0.6289 0.6395 0.5876 0.399 Uiso 1 1 calc R U . . .
H10O H 0.5778 0.6412 0.6025 0.399 Uiso 1 1 calc R U . . .
C132 C 0.3411(14) 0.9003(11) 0.5426(12) 0.250(17) Uani 1 1 d D U . . .
H13G H 0.3142 0.9243 0.5340 0.375 Uiso 1 1 calc R U . . .
H13H H 0.3681 0.9195 0.5324 0.375 Uiso 1 1 calc R U . . .
H13I H 0.3457 0.8925 0.5810 0.375 Uiso 1 1 calc R U . . .
C45 C 0.3151(12) 1.0973(10) 0.3991(15) 0.232(15) Uani 1 1 d . U . . .
H45A H 0.2833 1.1089 0.3997 0.347 Uiso 1 1 calc R U . . .
H45B H 0.3280 1.1177 0.3709 0.347 Uiso 1 1 calc R U . . .
H45C H 0.3329 1.1058 0.4337 0.347 Uiso 1 1 calc R U . . .
C116 C 0.3796(10) 1.0454(13) 0.2362(15) 0.200(13) Uani 1 1 d . U . . .
H11K H 0.3572 1.0547 0.2054 0.301 Uiso 1 1 calc R U . . .
H11L H 0.4105 1.0525 0.2275 0.301 Uiso 1 1 calc R U . . .
H11M H 0.3740 1.0688 0.2667 0.301 Uiso 1 1 calc R U . . .
C151 C 0.4262(8) 0.4101(11) 0.2647(8) 0.179(11) Uani 1 1 d D U . . .
H15C H 0.3972 0.3973 0.2766 0.215 Uiso 1 1 calc R U . A 1
H15D H 0.4280 0.3946 0.2287 0.215 Uiso 1 1 calc R U . A 1
C131 C 0.3337(14) 0.8433(8) 0.5110(12) 0.230(14) Uani 1 1 d D U . . .
H13J H 0.3556 0.8440 0.4844 0.276 Uiso 1 1 calc R U . . .
H13K H 0.3029 0.8459 0.4905 0.276 Uiso 1 1 calc R U . . .
C120 C 0.5067(14) 0.9675(10) 0.3552(15) 0.266(19) Uani 1 1 d D U . . .
H12O H 0.5238 0.9941 0.3798 0.399 Uiso 1 1 calc R U . . .
H12Q H 0.4740 0.9708 0.3580 0.399 Uiso 1 1 calc R U . . .
H12R H 0.5121 0.9761 0.3186 0.399 Uiso 1 1 calc R U . . .
Cl7 Cl 0.6143(2) 0.4830(3) 0.5686(3) 0.139(2) Uani 1 1 d . . . . .
C133 C 0.3580(4) 0.6650(9) 0.5648(5) 0.120(7) Uani 1 1 d D U . . .
H13L H 0.3521 0.6317 0.5864 0.144 Uiso 1 1 calc R U . . .
H13M H 0.3670 0.6962 0.5899 0.144 Uiso 1 1 calc R U . . .
O3 O 0.5445(4) 1.0403(5) 0.7054(5) 0.092(3) Uani 1 1 d . . . . .
N8 N 0.6140(5) 0.6811(6) 0.7950(5) 0.084(4) Uani 1 1 d . . . . .
H8N H 0.6374 0.6943 0.8163 0.101 Uiso 1 1 calc R U . . .
N7 N 0.5916(4) 0.7740(7) 0.7795(5) 0.083(4) Uani 1 1 d . . . . .
H7N H 0.6191 0.7797 0.7965 0.099 Uiso 1 1 calc R U . . .
C42 C 0.6230(8) 0.4362(8) 0.7601(12) 0.159(10) Uani 1 1 d . U . . .
H42A H 0.6305 0.4274 0.7243 0.239 Uiso 1 1 calc R U . . .
H42B H 0.5939 0.4183 0.7651 0.239 Uiso 1 1 calc R U . . .
H42C H 0.6472 0.4219 0.7869 0.239 Uiso 1 1 calc R U . . .
C134 C 0.4000(5) 0.6510(12) 0.5345(7) 0.167(9) Uani 1 1 d D U . . .
H13O H 0.3916 0.6203 0.5086 0.200 Uiso 1 1 calc R U . . .
H13Q H 0.4080 0.6847 0.5145 0.200 Uiso 1 1 calc R U . . .
C13C C 0.4414(6) 0.6331(11) 0.5738(9) 0.234(13) Uani 1 1 d D U . . .
H14Z H 0.4636 0.6124 0.5549 0.281 Uiso 1 1 calc R U . B 1
H13Z H 0.4317 0.6083 0.6017 0.281 Uiso 1 1 calc R U . B 1
C30 C 0.5807(6) 1.0301(6) 0.7318(7) 0.065(4) Uani 1 1 d . . . . .
C67 C 0.6862(6) 0.5558(6) 0.5204(9) 0.119(7) Uani 1 1 d . U . . .
H67A H 0.7004 0.5768 0.4935 0.179 Uiso 1 1 calc R U . . .
H67B H 0.7045 0.5603 0.5553 0.179 Uiso 1 1 calc R U . . .
H67C H 0.6553 0.5703 0.5220 0.179 Uiso 1 1 calc R U . . .
O5 O 0.3937(4) 0.8359(5) 0.3778(7) 0.119(5) Uani 1 1 d . . . . .
C143 C 0.5652(7) 0.5148(9) 0.4044(11) 0.155(9) Uani 1 1 d D U . . .
H14Q H 0.5741 0.5077 0.3686 0.186 Uiso 1 1 calc R U . . .
H14R H 0.5903 0.5004 0.4308 0.186 Uiso 1 1 calc R U . . .
O16 O 0.7107(4) 0.1489(5) 0.2506(5) 0.105(4) Uani 1 1 d . . . . .
O15 O 0.2405(5) 0.6278(7) 0.3752(6) 0.149(5) Uani 1 1 d . . . . .
Cl4 Cl 0.5473(3) 0.5033(3) 0.6916(3) 0.157(2) Uani 1 1 d . . . . .
C15A C 0.4276(15) 0.4763(11) 0.263(2) 0.186(18) Uani 0.5 1 d D U P C 1
H15E H 0.4310 0.4911 0.2995 0.279 Uiso 0.5 1 calc R U P C 1
H15F H 0.3991 0.4904 0.2433 0.279 Uiso 0.5 1 calc R U P C 1
H15G H 0.4535 0.4885 0.2452 0.279 Uiso 0.5 1 calc R U P C 1
C15B C 0.4375(16) 0.413(3) 0.2056(8) 0.23(2) Uani 0.5 1 d D U P C 2
H15H H 0.4154 0.3894 0.1828 0.344 Uiso 0.5 1 calc R U P C 2
H15I H 0.4684 0.3981 0.2042 0.344 Uiso 0.5 1 calc R U P C 2
H15J H 0.4356 0.4516 0.1930 0.344 Uiso 0.5 1 calc R U P C 2
C112 C 0.4782(10) 0.6350(12) 0.2488(16) 0.248(17) Uani 1 1 d D U . . .
H10P H 0.4611 0.5995 0.2452 0.372 Uiso 1 1 calc R U . . .
H11O H 0.4992 0.6345 0.2821 0.372 Uiso 1 1 calc R U . . .
H11P H 0.4958 0.6392 0.2186 0.372 Uiso 1 1 calc R U . . .
C147 C 0.4883(8) 0.3838(10) 0.5592(7) 0.192(12) Uani 1 1 d D U . . .
H14S H 0.4611 0.3591 0.5563 0.230 Uiso 1 1 calc R U . . .
H14T H 0.5097 0.3711 0.5903 0.230 Uiso 1 1 calc R U . . .
C18B C 0.4461(9) 0.8542(10) 0.0782(7) 0.191(11) Uani 1 1 d D U . . .
H18H H 0.4217 0.8428 0.0496 0.229 Uiso 1 1 calc R U . D 1
H18G H 0.4728 0.8295 0.0757 0.229 Uiso 1 1 calc R U . D 1
C148 C 0.4741(10) 0.4428(10) 0.5683(16) 0.30(2) Uani 1 1 d D U . . .
H14U H 0.4407 0.4448 0.5655 0.452 Uiso 1 1 calc R U . . .
H14V H 0.4849 0.4675 0.5414 0.452 Uiso 1 1 calc R U . . .
H14W H 0.4875 0.4551 0.6039 0.452 Uiso 1 1 calc R U . . .
Cl2 Cl 0.8118(2) 0.5450(3) 0.5871(3) 0.155(3) Uani 1 1 d . . . . .
C20 C 0.7420(9) 0.4805(8) 0.6492(11) 0.160(10) Uani 1 1 d . U . . .
H20A H 0.7582 0.4686 0.6197 0.239 Uiso 1 1 calc R U . . .
H20B H 0.7090 0.4763 0.6389 0.239 Uiso 1 1 calc R U . . .
H20C H 0.7516 0.4571 0.6806 0.239 Uiso 1 1 calc R U . . .
C104 C 0.4905(19) 0.9440(12) 0.570(2) 0.43(3) Uani 1 1 d D U . . .
H10R H 0.4769 0.9404 0.6031 0.650 Uiso 1 1 calc R U . . .
H10S H 0.4683 0.9614 0.5425 0.650 Uiso 1 1 calc R U . . .
H10T H 0.5179 0.9676 0.5759 0.650 Uiso 1 1 calc R U . . .
C18C C 0.4600(17) 0.9148(10) 0.0673(15) 0.180(19) Uani 0.5 1 d D U P E 1
H18A H 0.4348 0.9338 0.0452 0.270 Uiso 0.5 1 calc R U P E 1
H18B H 0.4871 0.9145 0.0486 0.270 Uiso 0.5 1 calc R U P E 1
H18C H 0.4670 0.9350 0.1012 0.270 Uiso 0.5 1 calc R U P E 1
C18A C 0.4692(18) 0.8001(14) 0.062(2) 0.25(3) Uani 0.5 1 d D U P E 2
H18D H 0.5023 0.8063 0.0646 0.370 Uiso 0.5 1 calc R U P E 2
H18E H 0.4569 0.7897 0.0259 0.370 Uiso 0.5 1 calc R U P E 2
H18F H 0.4633 0.7697 0.0869 0.370 Uiso 0.5 1 calc R U P E 2
C13A C 0.4629(18) 0.6871(15) 0.599(3) 0.31(4) Uani 0.5 1 d D U P F 1
H13R H 0.4561 0.6905 0.6355 0.465 Uiso 0.5 1 calc R U P F 1
H13S H 0.4504 0.7197 0.5780 0.465 Uiso 0.5 1 calc R U P F 1
H13T H 0.4961 0.6858 0.5985 0.465 Uiso 0.5 1 calc R U P F 1
C13B C 0.4645(17) 0.5779(13) 0.561(3) 0.27(3) Uani 0.5 1 d D U P F 2
H13U H 0.4413 0.5515 0.5444 0.400 Uiso 0.5 1 calc R U P F 2
H13W H 0.4802 0.5615 0.5938 0.400 Uiso 0.5 1 calc R U P F 2
H13V H 0.4867 0.5855 0.5360 0.400 Uiso 0.5 1 calc R U P F 2
Cl5B Cl 0.2486(10) 1.0501(10) 0.3425(19) 0.185(18) Uani 0.2 1 d . . P . .
Cl6B Cl 0.3807(9) 0.3143(14) 0.5228(11) 0.051(7) Uani 0.1 1 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
C57 C56 1.3900 . ?
C57 C58 1.3900 . ?
C57 N11 1.415(12) . ?
C56 C55 1.3900 . ?
C55 C54 1.3900 . ?
C54 C53 1.3900 . ?
C53 C58 1.3900 . ?
C53 N10 1.457(14) . ?
C33 C32 1.3900 . ?
C33 C34 1.3900 . ?
C32 C31 1.3900 . ?
C31 C36 1.3900 . ?
C31 N6 1.399(13) . ?
C36 C35 1.3900 . ?
C35 C34 1.3900 . ?
C35 N7 1.431(15) . ?
C10 C9 1.3900 . ?
C10 C11 1.3900 . ?
C9 N2 1.383(13) . ?
C9 C14 1.3900 . ?
C14 C13 1.3900 . ?
C13 C12 1.3900 . ?
C12 C11 1.3900 . ?
C11 N3 1.463(14) . ?
C77 C78 1.3900 . ?
C77 C76 1.3900 . ?
C78 C79 1.3900 . ?
C79 C80 1.3900 . ?
C79 N15 1.394(14) . ?
C80 C75 1.3900 . ?
C75 C76 1.3900 . ?
C75 N14 1.412(13) . ?
C16 C22 1.3900 . ?
C16 C17 1.3900 . ?
C16 N4 1.432(14) . ?
C22 C21 1.3900 . ?
C21 C19 1.3900 . ?
C19 C18 1.3900 . ?
C19 C20 1.494(18) . ?
C18 C17 1.3900 . ?
C18 Cl2 1.670(12) . ?
C28 C27 1.3900 . ?
C28 C29 1.3900 . ?
C27 C26 1.3900 . ?
C27 N5 1.441(14) . ?
C26 C25 1.3900 . ?
C25 C24 1.3900 . ?
C25 Cl3 1.681(10) . ?
C24 C29 1.3900 . ?
C24 C23 1.518(18) . ?
C72 C71 1.3900 . ?
C72 C73 1.3900 . ?
C71 C70 1.3900 . ?
C71 N13 1.407(14) . ?
C70 C69 1.3900 . ?
C69 C68 1.3900 . ?
C68 C73 1.3900 . ?
C68 C67 1.612(16) . ?
C73 Cl7 1.747(10) . ?
C49 N9 1.365(14) . ?
C49 C50 1.3900 . ?
C49 C48 1.3900 . ?
C50 C51 1.3900 . ?
C51 Cl5B 1.36(3) . ?
C51 C46 1.3900 . ?
C46 C47 1.3900 . ?
C46 C45 1.52(2) . ?
C47 C48 1.3900 . ?
C47 Cl5A 1.643(13) . ?
C60 C61 1.3900 . ?
C60 C65 1.3900 . ?
C60 N12 1.425(14) . ?
C61 C62 1.3900 . ?
C62 C63 1.3900 . ?
C62 Cl6B 1.41(3) . ?
C63 C64 1.3900 . ?
C63 C66 1.55(2) . ?
C63 Cl6B 1.91(3) . ?
C64 C65 1.3900 . ?
C64 Cl6A 1.660(10) . ?
C82 N16 1.358(17) . ?
C82 C88 1.37(2) . ?
C82 C83 1.415(19) . ?
C83 C84 1.34(2) . ?
C84 C85 1.46(2) . ?
C84 Cl8 1.727(16) . ?
C85 C86 1.48(2) . ?
C85 C87 1.50(3) . ?
C87 C88 1.29(2) . ?
C39 C38 1.36(2) . ?
C39 C40 1.3903(12) . ?
C38 C44 1.32(2) . ?
C38 N8 1.393(18) . ?
C44 C43 1.43(2) . ?
C43 C41 1.47(3) . ?
C41 C40 1.25(3) . ?
C41 C42 1.63(2) . ?
C40 Cl4 1.77(2) . ?
Cl1 C3 1.763(17) . ?
O11 C153 1.333(17) . ?
O10 C153 1.218(18) . ?
O9 C153 1.319(16) . ?
C52 N10 1.25(2) . ?
C52 O5 1.29(2) . ?
C52 N9 1.396(19) . ?
O8 C81 1.191(14) . ?
O6 C59 1.245(16) . ?
O7 C74 1.248(16) . ?
N1 C5 1.350(16) . ?
N1 C8 1.420(18) . ?
N12 C59 1.385(17) . ?
O1 C8 1.230(15) . ?
N14 C74 1.369(18) . ?
O12 C154 1.307(17) . ?
N6 C30 1.347(16) . ?
N3 C15 1.303(17) . ?
N13 C74 1.380(18) . ?
N5 C30 1.381(18) . ?
N15 C81 1.325(17) . ?
N20 C137 1.44(2) . ?
N20 C149 1.4603(12) . ?
N20 C141 1.477(19) . ?
N20 C145 1.578(17) . ?
N11 C59 1.357(16) . ?
C37 O4 1.251(18) . ?
C37 N7 1.311(17) . ?
C37 N8 1.378(19) . ?
O2 C15 1.225(17) . ?
O13 C154 1.181(17) . ?
O14 C154 1.325(18) . ?
C8 N2 1.357(16) . ?
N16 C81 1.437(17) . ?
N18 C109 1.471(17) . ?
N18 C113 1.4902(9) . ?
N18 C105 1.5002(12) . ?
N18 C117 1.5004(12) . ?
N17 C101 1.49(2) . ?
N17 C89 1.49(2) . ?
N17 C93 1.54(2) . ?
N17 C97 1.54(2) . ?
N4 C15 1.42(2) . ?
C4 C3 1.29(2) . ?
C4 C5 1.38(2) . ?
N19 C133 1.4602(12) . ?
N19 C129 1.4800(12) . ?
N19 C121 1.5002(12) . ?
N19 C125 1.530(18) . ?
C5 C6 1.40(2) . ?
C124 C123 1.4998(12) . ?
C105 C106 1.49(2) . ?
C117 C118 1.54(2) . ?
C3 C2 1.40(3) . ?
C141 C142 1.52(2) . ?
C110 C111 1.47(3) . ?
C110 C109 1.52(2) . ?
C6 C7 1.319(19) . ?
C149 C150 1.4601(12) . ?
C137 C138 1.60(2) . ?
C121 C122 1.5004(12) . ?
C125 C126 1.543(17) . ?
C66 Cl6B 2.08(4) . ?
C150 C151 1.49(3) . ?
C113 C114 1.5402(12) . ?
C145 C146 1.58(2) . ?
C101 C102 1.55(2) . ?
C89 C90 1.53(2) . ?
C2 C7 1.36(2) . ?
C2 C1 1.61(3) . ?
C94 C95 1.45(2) . ?
C94 C93 1.51(2) . ?
C127 C128 1.492(19) . ?
C127 C126 1.516(18) . ?
C90 C91 1.42(2) . ?
C114 C115 1.5398(12) . ?
C111 C112 1.4603(12) . ?
C138 C139 1.48(2) . ?
C146 C147 1.4604(12) . ?
C115 C116 1.63(3) . ?
C129 C130 1.4799(12) . ?
C118 C119 1.5399(12) . ?
C140 C139 1.51(3) . ?
C123 C122 1.4998(12) . ?
C144 C143 1.5001(13) . ?
C92 C91 1.45(2) . ?
C95 C96 1.51(3) . ?
C106 C18B 1.4804(12) . ?
C97 C98 1.47(2) . ?
C130 C131 1.5398(13) . ?
C98 C99 1.4999(12) . ?
C102 C103 1.4801(13) . ?
C103 C104 1.4797(14) . ?
C142 C143 1.42(2) . ?
C119 C120 1.5401(12) . ?
C99 C100 1.54(3) . ?
C132 C131 1.5401(13) . ?
C151 C15A 1.5400(13) . ?
C151 C15B 1.540(2) . ?
C133 C134 1.5399(12) . ?
O3 C30 1.184(17) . ?
C134 C13C 1.5004(12) . ?
C13C C13A 1.500(2) . ?
C13C C13B 1.5000(14) . ?
C147 C148 1.4599(12) . ?
C18B C18A 1.4998(13) . ?
C18B C18C 1.4996(13) . ?

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
C56 C57 C58 120.0 . . ?
C56 C57 N11 121.3(8) . . ?
C58 C57 N11 118.6(8) . . ?
C55 C56 C57 120.0 . . ?
C56 C55 C54 120.0 . . ?
C55 C54 C53 120.0 . . ?
C58 C53 C54 120.0 . . ?
C58 C53 N10 114.6(8) . . ?
C54 C53 N10 125.3(8) . . ?
C53 C58 C57 120.0 . . ?
C32 C33 C34 120.0 . . ?
C33 C32 C31 120.0 . . ?
C36 C31 C32 120.0 . . ?
C36 C31 N6 117.8(8) . . ?
C32 C31 N6 122.2(8) . . ?
C31 C36 C35 120.0 . . ?
C34 C35 C36 120.0 . . ?
C34 C35 N7 121.2(8) . . ?
C36 C35 N7 118.8(8) . . ?
C35 C34 C33 120.0 . . ?
C9 C10 C11 120.0 . . ?
N2 C9 C14 125.9(8) . . ?
N2 C9 C10 114.1(8) . . ?
C14 C9 C10 120.0 . . ?
C9 C14 C13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C13 C12 C11 120.0 . . ?
C12 C11 C10 120.0 . . ?
C12 C11 N3 123.4(8) . . ?
C10 C11 N3 116.5(8) . . ?
C78 C77 C76 120.0 . . ?
C79 C78 C77 120.0 . . ?
C78 C79 C80 120.0 . . ?
C78 C79 N15 121.9(8) . . ?
C80 C79 N15 118.1(8) . . ?
C79 C80 C75 120.0 . . ?
C76 C75 C80 120.0 . . ?
C76 C75 N14 124.1(7) . . ?
C80 C75 N14 115.9(7) . . ?
C75 C76 C77 120.0 . . ?
C22 C16 C17 120.0 . . ?
C22 C16 N4 117.3(10) . . ?
C17 C16 N4 122.7(10) . . ?
C21 C22 C16 120.0 . . ?
C22 C21 C19 120.0 . . ?
C18 C19 C21 120.0 . . ?
C18 C19 C20 122.2(15) . . ?
C21 C19 C20 117.8(15) . . ?
C17 C18 C19 120.0 . . ?
C17 C18 Cl2 117.8(9) . . ?
C19 C18 Cl2 122.1(9) . . ?
C18 C17 C16 120.0 . . ?
C27 C28 C29 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 N5 118.7(9) . . ?
C28 C27 N5 121.3(9) . . ?
C25 C26 C27 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 Cl3 120.0(8) . . ?
C26 C25 Cl3 120.0(8) . . ?
C25 C24 C29 120.0 . . ?
C25 C24 C23 119.4(12) . . ?
C29 C24 C23 120.6(12) . . ?
C24 C29 C28 120.0 . . ?
C71 C72 C73 120.0 . . ?
C72 C71 C70 120.0 . . ?
C72 C71 N13 120.4(9) . . ?
C70 C71 N13 119.6(9) . . ?
C69 C70 C71 120.0 . . ?
C68 C69 C70 120.0 . . ?
C69 C68 C73 120.0 . . ?
C69 C68 C67 120.3(11) . . ?
C73 C68 C67 119.3(11) . . ?
C68 C73 C72 120.0 . . ?
C68 C73 Cl7 119.3(8) . . ?
C72 C73 Cl7 120.6(8) . . ?
N9 C49 C50 119.4(11) . . ?
N9 C49 C48 120.6(11) . . ?
C50 C49 C48 120.0 . . ?
C49 C50 C51 120.0 . . ?
Cl5B C51 C50 134.9(18) . . ?
Cl5B C51 C46 105.0(19) . . ?
C50 C51 C46 120.0 . . ?
C47 C46 C51 120.0 . . ?
C47 C46 C45 120.9(18) . . ?
C51 C46 C45 119.1(18) . . ?
C48 C47 C46 120.0 . . ?
C48 C47 Cl5A 120.3(11) . . ?
C46 C47 Cl5A 119.6(11) . . ?
C47 C48 C49 120.0 . . ?
C61 C60 C65 120.0 . . ?
C61 C60 N12 120.0(9) . . ?
C65 C60 N12 120.0(9) . . ?
C60 C61 C62 120.0 . . ?
C63 C62 C61 120.0 . . ?
C63 C62 Cl6B 85.7(16) . . ?
C61 C62 Cl6B 146.8(14) . . ?
C62 C63 C64 120.0 . . ?
C62 C63 C66 117.6(12) . . ?
C64 C63 C66 122.4(12) . . ?
C62 C63 Cl6B 47.6(11) . . ?
C64 C63 Cl6B 158.3(9) . . ?
C66 C63 Cl6B 73.2(13) . . ?
C65 C64 C63 120.0 . . ?
C65 C64 Cl6A 119.7(8) . . ?
C63 C64 Cl6A 120.1(8) . . ?
C64 C65 C60 120.0 . . ?
N16 C82 C88 119.0(15) . . ?
N16 C82 C83 122.2(14) . . ?
C88 C82 C83 118.2(16) . . ?
C84 C83 C82 120.4(15) . . ?
C83 C84 C85 125.3(15) . . ?
C83 C84 Cl8 120.3(14) . . ?
C85 C84 Cl8 114.3(13) . . ?
C84 C85 C86 128.0(19) . . ?
C84 C85 C87 107.5(17) . . ?
C86 C85 C87 124(2) . . ?
C88 C87 C85 127(2) . . ?
C87 C88 C82 120.8(19) . . ?
C38 C39 C40 115.6(16) . . ?
C44 C38 C39 124.7(17) . . ?
C44 C38 N8 110.3(16) . . ?
C39 C38 N8 125.0(16) . . ?
C38 C44 C43 117(2) . . ?
C44 C43 C41 119.7(17) . . ?
C40 C41 C43 114.9(17) . . ?
C40 C41 C42 126(2) . . ?
C43 C41 C42 119(2) . . ?
C41 C40 C39 128(2) . . ?
C41 C40 Cl4 117.2(14) . . ?
C39 C40 Cl4 114.9(15) . . ?
N10 C52 O5 128.9(16) . . ?
N10 C52 N9 117.1(17) . . ?
O5 C52 N9 114.0(17) . . ?
C52 N10 C53 123.8(14) . . ?
C5 N1 C8 125.8(12) . . ?
C59 N12 C60 121.7(11) . . ?
C74 N14 C75 125.7(12) . . ?
C30 N6 C31 126.5(12) . . ?
C15 N3 C11 124.8(13) . . ?
C74 N13 C71 129.1(12) . . ?
C30 N5 C27 121.3(11) . . ?
C81 N15 C79 126.0(11) . . ?
C137 N20 C149 114.4(13) . . ?
C137 N20 C141 103.6(11) . . ?
C149 N20 C141 112.0(13) . . ?
C137 N20 C145 111.4(13) . . ?
C149 N20 C145 106.2(9) . . ?
C141 N20 C145 109.2(12) . . ?
C59 N11 C57 128.3(11) . . ?
O6 C59 N11 122.4(13) . . ?
O6 C59 N12 123.1(12) . . ?
N11 C59 N12 114.4(13) . . ?
C49 N9 C52 132.7(14) . . ?
O4 C37 N7 117.8(16) . . ?
O4 C37 N8 126.6(14) . . ?
N7 C37 N8 115.6(15) . . ?
O1 C8 N2 126.4(14) . . ?
O1 C8 N1 120.6(12) . . ?
N2 C8 N1 112.6(12) . . ?
C82 N16 C81 126.1(12) . . ?
C8 N2 C9 127.0(11) . . ?
O10 C153 O9 125.0(14) . . ?
O10 C153 O11 121.2(12) . . ?
O9 C153 O11 113.9(15) . . ?
C109 N18 C113 108.2(10) . . ?
C109 N18 C105 111.7(13) . . ?
C113 N18 C105 110.2(12) . . ?
C109 N18 C117 112.9(14) . . ?
C113 N18 C117 110.8(12) . . ?
C105 N18 C117 103.0(11) . . ?
O8 C81 N15 129.0(13) . . ?
O8 C81 N16 118.4(13) . . ?
N15 C81 N16 112.6(12) . . ?
C101 N17 C89 115.5(16) . . ?
C101 N17 C93 105.8(11) . . ?
C89 N17 C93 111.7(14) . . ?
C101 N17 C97 111.3(14) . . ?
C89 N17 C97 107.2(12) . . ?
C93 N17 C97 104.8(14) . . ?
C15 N4 C16 127.8(12) . . ?
C3 C4 C5 121.9(17) . . ?
C133 N19 C129 110.0(13) . . ?
C133 N19 C121 108.8(14) . . ?
C129 N19 C121 108.1(11) . . ?
C133 N19 C125 106.4(10) . . ?
C129 N19 C125 110.2(13) . . ?
C121 N19 C125 113.3(13) . . ?
O7 C74 N14 126.1(15) . . ?
O7 C74 N13 120.9(14) . . ?
N14 C74 N13 113.0(13) . . ?
N1 C5 C4 124.9(15) . . ?
N1 C5 C6 119.0(13) . . ?
C4 C5 C6 115.8(14) . . ?
O2 C15 N3 129.2(17) . . ?
O2 C15 N4 120.5(13) . . ?
N3 C15 N4 110.2(15) . . ?
C106 C105 N18 120.4(12) . . ?
N18 C117 C118 117.0(12) . . ?
C4 C3 C2 123.6(16) . . ?
C4 C3 Cl1 118.7(16) . . ?
C2 C3 Cl1 117.6(15) . . ?
N20 C141 C142 116.7(12) . . ?
C111 C110 C109 107.9(17) . . ?
C7 C6 C5 120.2(14) . . ?
C150 C149 N20 115.8(11) . . ?
N20 C137 C138 116.1(13) . . ?
O13 C154 O12 123.9(17) . . ?
O13 C154 O14 121.2(16) . . ?
O12 C154 O14 114.2(15) . . ?
N19 C121 C122 118.0(12) . . ?
N19 C125 C126 113.3(11) . . ?
N18 C109 C110 118.7(14) . . ?
C63 C66 Cl6B 61.3(11) . . ?
C149 C150 C151 110.4(13) . . ?
N18 C113 C114 116.5(11) . . ?
N20 C145 C146 115.1(10) . . ?
N17 C101 C102 117.7(15) . . ?
N17 C89 C90 115.6(12) . . ?
C7 C2 C3 113.7(17) . . ?
C7 C2 C1 124(2) . . ?
C3 C2 C1 122(2) . . ?
C95 C94 C93 110.0(16) . . ?
C128 C127 C126 112(2) . . ?
C91 C90 C89 113.7(15) . . ?
C115 C114 C113 103.7(12) . . ?
C112 C111 C110 110(2) . . ?
C139 C138 C137 116.8(18) . . ?
C147 C146 C145 110.3(15) . . ?
C127 C126 C125 109.2(15) . . ?
C114 C115 C116 104.7(16) . . ?
C6 C7 C2 124.6(17) . . ?
C130 C129 N19 111.3(13) . . ?
C117 C118 C119 117.6(16) . . ?
C122 C123 C124 111.5(16) . . ?
C94 C95 C96 114.4(19) . . ?
C18B C106 C105 116.6(17) . . ?
C94 C93 N17 117.1(15) . . ?
C98 C97 N17 115.0(14) . . ?
C90 C91 C92 115.9(17) . . ?
C123 C122 C121 113.2(14) . . ?
C129 C130 C131 119.0(17) . . ?
C138 C139 C140 121(2) . . ?
C97 C98 C99 110.6(16) . . ?
C103 C102 C101 107.3(16) . . ?
C104 C103 C102 89(2) . . ?
C143 C142 C141 110.5(14) . . ?
C118 C119 C120 104(2) . . ?
C98 C99 C100 113(2) . . ?
C150 C151 C15A 109(3) . . ?
C150 C151 C15B 112(2) . . ?
C132 C131 C130 127(2) . . ?
N19 C133 C134 118.1(12) . . ?
C37 N8 C38 124.3(14) . . ?
C37 N7 C35 132.3(13) . . ?
C13C C134 C133 110.9(13) . . ?
C134 C13C C13A 107(3) . . ?
C134 C13C C13B 116(3) . . ?
O3 C30 N6 126.4(15) . . ?
O3 C30 N5 121.2(13) . . ?
N6 C30 N5 112.3(14) . . ?
C142 C143 C144 117.8(19) . . ?
C148 C147 C146 113(2) . . ?
C106 C18B C18A 107(3) . . ?
C106 C18B C18C 116(2) . . ?
C62 Cl6B C63 46.7(9) . . ?
C62 Cl6B C66 90.2(16) . . ?
C63 Cl6B C66 45.5(9) . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.062

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

data_mpda-cl-me-SO4-1b
_database_code_depnum_ccdc_archive 'CCDC 1536470'
_audit_update_record             
;
2017-06-29 deposited with the CCDC.
2017-06-30 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(C22 H20 Cl2 N4 O2), 2(C16 H36 N), O4 S'
_chemical_formula_sum            'C76 H112 Cl4 N10 O8 S'
_chemical_formula_weight         1467.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   12.8122(6)
_cell_length_b                   16.2196(7)
_cell_length_c                   21.0535(9)
_cell_angle_alpha                73.309(3)
_cell_angle_beta                 83.915(3)
_cell_angle_gamma                84.668(3)
_cell_volume                     4158.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6475
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      18.62

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_F_000             1572.0
_exptl_transmission_factor_min   0.938
_exptl_transmission_factor_max   0.961
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.223
_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            63157
_diffrn_reflns_av_unetI/netI     0.1114
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.416
_diffrn_reflns_theta_max         28.453
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             19182
_reflns_number_gt                12020
_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)+(0.1200P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0017(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         19182
_refine_ls_number_parameters     958
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.2412
_refine_ls_R_factor_gt           0.0754
_refine_ls_wR_factor_ref         0.2605
_refine_ls_wR_factor_gt          0.1890
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.976
_refine_ls_shift/su_max          0.007
_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
Cl2B Cl -0.1192(4) 0.2284(4) 0.9263(3) 0.168(2) Uani 0.33 1 d . . P A 2
Cl1B Cl 0.1821(14) 0.9864(12) 0.1005(10) 0.151(6) Uiso 0.1 1 d . . P B 2
S1 S 0.96512(8) 0.37957(7) 0.63870(5) 0.0711(3) Uani 1 1 d . . . . .
C9 C 0.1391(3) 0.7562(3) 0.5151(2) 0.0712(10) Uani 1 1 d . . . . .
C14 C 0.0785(3) 0.6909(2) 0.5562(2) 0.0698(10) Uani 1 1 d . . . . .
H14 H 0.0405 0.6593 0.5373 0.084 Uiso 1 1 calc R U . . .
C13 C 0.0745(3) 0.6729(2) 0.6244(2) 0.0693(10) Uani 1 1 d . . . . .
C8 C 0.1857(3) 0.8351(3) 0.3960(2) 0.0784(11) Uani 1 1 d . . . . .
C16 C -0.0683(3) 0.4581(3) 0.8243(2) 0.0739(11) Uani 1 1 d . . . . .
C10 C 0.1947(4) 0.8039(3) 0.5434(2) 0.0932(13) Uani 1 1 d . . . . .
H10 H 0.2353 0.8476 0.5167 0.112 Uiso 1 1 calc R U . . .
C12 C 0.1303(4) 0.7207(3) 0.6531(2) 0.0873(12) Uani 1 1 d . . . . .
H12 H 0.1281 0.7094 0.6991 0.105 Uiso 1 1 calc R U . . .
C15 C -0.0083(3) 0.5832(3) 0.7302(2) 0.0774(11) Uani 1 1 d . . . . .
C5 C 0.2148(4) 0.8847(3) 0.2734(3) 0.0882(13) Uani 1 1 d . . . . .
C22 C -0.0865(3) 0.3720(3) 0.8395(2) 0.0846(12) Uani 1 1 d . . . . .
H22 H -0.0747 0.3434 0.8066 0.102 Uiso 1 1 calc R U . . .
C7 C 0.3473(5) 0.9718(3) 0.2058(4) 0.1149(18) Uani 1 1 d . . . . .
C6 C 0.3098(4) 0.9200(3) 0.2659(3) 0.0976(14) Uani 1 1 d . . . . .
H6 H 0.3496 0.9087 0.3023 0.117 Uiso 1 1 calc R U . . .
C11 C 0.1889(4) 0.7854(3) 0.6115(3) 0.1024(14) Uani 1 1 d . . . . .
H11 H 0.2259 0.8177 0.6304 0.123 Uiso 1 1 calc R U . . .
C17 C -0.0858(4) 0.4999(3) 0.8733(2) 0.1065(15) Uani 1 1 d . . . . .
H17 H -0.0741 0.5580 0.8643 0.128 Uiso 1 1 calc R U . . .
C4 C 0.1576(4) 0.9015(3) 0.2189(3) 0.1155(16) Uani 1 1 d . . . . .
H4 H 0.0928 0.8784 0.2222 0.139 Uiso 1 1 calc R U . . .
C2 C 0.2938(7) 0.9912(4) 0.1491(4) 0.141(3) Uani 1 1 d . . . . .
C1 C 0.3312(6) 1.0479(4) 0.0812(3) 0.205(3) Uani 1 1 d . . . . .
H1A H 0.3810 1.0150 0.0592 0.307 Uiso 1 1 calc R U . . .
H1B H 0.3642 1.0961 0.0864 0.307 Uiso 1 1 calc R U . . .
H1C H 0.2722 1.0684 0.0551 0.307 Uiso 1 1 calc R U . . .
C3 C 0.1997(7) 0.9544(4) 0.1579(3) 0.153(2) Uani 1 1 d . . . . .
H3 H 0.1608 0.9651 0.1211 0.184 Uiso 1 1 calc R U . C 1
C20 C -0.1813(6) 0.3179(4) 1.0247(2) 0.186(3) Uani 1 1 d . . . . .
H20A H -0.2492 0.3432 1.0353 0.279 Uiso 1 1 calc R U . . .
H20B H -0.1333 0.3224 1.0554 0.279 Uiso 1 1 calc R U . . .
H20C H -0.1869 0.2582 1.0279 0.279 Uiso 1 1 calc R U . . .
Cl1A Cl 0.46571(14) 1.01422(12) 0.19543(9) 0.1522(7) Uani 0.9 1 d . . P D 1
Cl2A Cl -0.1475(3) 0.50197(19) 0.99957(10) 0.1874(12) Uani 0.67 1 d . . P E 1
N2 N 0.1411(3) 0.7698(2) 0.44588(19) 0.0777(10) Uani 1 1 d . . . . .
N3 N 0.0184(3) 0.6024(2) 0.66309(19) 0.0752(9) Uani 1 1 d . . . . .
N4 N -0.0331(2) 0.4991(2) 0.75826(16) 0.0798(9) Uani 1 1 d . . . . .
H4N H -0.0260 0.4671 0.7316 0.096 Uiso 1 1 calc R U . . .
N1 N 0.1749(3) 0.8280(3) 0.3336(2) 0.0872(12) Uani 1 1 d . . . . .
O1 O 0.2290(2) 0.89369(18) 0.40542(14) 0.1004(10) Uani 1 1 d . . . . .
O2 O -0.0100(3) 0.6341(2) 0.76284(15) 0.1151(11) Uani 1 1 d . . . . .
C35 C 0.3160(3) 0.3813(2) 0.41535(19) 0.0632(9) Uani 1 1 d . . . . .
C36 C 0.2504(3) 0.3530(2) 0.47313(18) 0.0628(9) Uani 1 1 d . . . . .
H36 H 0.1828 0.3788 0.4763 0.075 Uiso 1 1 calc R U . . .
C31 C 0.2845(3) 0.2869(2) 0.52598(19) 0.0659(10) Uani 1 1 d . . . . .
C32 C 0.3848(3) 0.2468(3) 0.5210(2) 0.0813(11) Uani 1 1 d . . . . .
H32 H 0.4081 0.2017 0.5560 0.098 Uiso 1 1 calc R U . . .
C38 C 0.3283(3) 0.6177(3) 0.2085(2) 0.0710(10) Uani 1 1 d . . . . .
C34 C 0.4154(3) 0.3411(3) 0.4101(2) 0.0815(12) Uani 1 1 d . . . . .
H34 H 0.4593 0.3584 0.3713 0.098 Uiso 1 1 calc R U . . .
C39 C 0.3765(3) 0.5823(3) 0.1591(2) 0.0819(12) Uani 1 1 d . . . . .
H39 H 0.3815 0.5229 0.1659 0.098 Uiso 1 1 calc R U . . .
C30 C 0.2292(4) 0.1945(3) 0.6389(2) 0.0798(11) Uani 1 1 d . . . . .
C37 C 0.3293(3) 0.4878(3) 0.3037(2) 0.0739(11) Uani 1 1 d . . . . .
C27 C 0.1566(3) 0.1380(3) 0.7544(2) 0.0829(12) Uani 1 1 d . . . . .
C44 C 0.3203(3) 0.7058(3) 0.1957(2) 0.0881(12) Uani 1 1 d . . . . .
H44 H 0.2873 0.7309 0.2277 0.106 Uiso 1 1 calc R U . . .
C28 C 0.2092(4) 0.0573(3) 0.7681(2) 0.1009(14) Uani 1 1 d . . . . .
H28 H 0.2476 0.0391 0.7339 0.121 Uiso 1 1 calc R U . . .
C40 C 0.4174(3) 0.6365(4) 0.0995(2) 0.0952(13) Uani 1 1 d . . . . .
C33 C 0.4488(3) 0.2751(3) 0.4632(2) 0.0899(13) Uani 1 1 d . . . . .
H33 H 0.5161 0.2491 0.4598 0.108 Uiso 1 1 calc R U . . .
C26 C 0.0991(4) 0.1606(3) 0.8066(3) 0.1056(15) Uani 1 1 d . . . . .
H26 H 0.0623 0.2143 0.7988 0.127 Uiso 1 1 calc R U . . .
C43 C 0.3608(4) 0.7576(3) 0.1358(3) 0.1042(15) Uani 1 1 d . . . . .
H43 H 0.3539 0.8171 0.1286 0.125 Uiso 1 1 calc R U . . .
C41 C 0.4109(4) 0.7253(4) 0.0861(2) 0.1037(15) Uani 1 1 d . . . . .
C29 C 0.2048(4) 0.0040(3) 0.8319(3) 0.1145(17) Uani 1 1 d . . . . .
C42 C 0.4565(5) 0.7844(4) 0.0203(3) 0.152(2) Uani 1 1 d . . . . .
H42A H 0.5267 0.7630 0.0098 0.228 Uiso 1 1 calc R U . . .
H42B H 0.4579 0.8417 0.0244 0.228 Uiso 1 1 calc R U . . .
H42C H 0.4134 0.7855 -0.0146 0.228 Uiso 1 1 calc R U . . .
C24 C 0.1473(5) 0.0252(5) 0.8851(3) 0.1234(19) Uani 1 1 d . . . . .
C25 C 0.0949(5) 0.1047(5) 0.8708(3) 0.1313(19) Uani 1 1 d . . . . .
H25 H 0.0553 0.1221 0.9049 0.158 Uiso 1 1 calc R U . . .
C23 C 0.1417(6) -0.0367(4) 0.9557(3) 0.189(3) Uani 1 1 d . . . . .
H23A H 0.2113 -0.0508 0.9703 0.284 Uiso 1 1 calc R U . . .
H23B H 0.1109 -0.0884 0.9556 0.284 Uiso 1 1 calc R U . . .
H23C H 0.0992 -0.0095 0.9854 0.284 Uiso 1 1 calc R U . . .
Cl4 Cl 0.47987(14) 0.58796(10) 0.04085(7) 0.1548(7) Uani 1 1 d . . . . .
Cl3 Cl 0.27354(15) -0.09705(12) 0.84598(10) 0.1995(9) Uani 1 1 d . . . . .
N8 N 0.2853(3) 0.5657(2) 0.27004(17) 0.0716(9) Uani 1 1 d . . . . .
N6 N 0.2155(3) 0.2652(2) 0.58460(16) 0.0757(9) Uani 1 1 d . . . . .
N7 N 0.2776(3) 0.4512(2) 0.36397(17) 0.0725(10) Uani 1 1 d . . . . .
N5 N 0.1570(3) 0.1972(2) 0.69218(16) 0.0848(10) Uani 1 1 d . . . . .
H5N H 0.1090 0.2387 0.6862 0.102 Uiso 1 1 calc R U . . .
O3 O 0.2988(2) 0.13798(19) 0.64111(14) 0.1036(10) Uani 1 1 d . . . . .
O4 O 0.4088(2) 0.4540(2) 0.28167(13) 0.1080(11) Uani 1 1 d . . . . .
O5 O 0.93494(19) 0.47295(16) 0.61598(13) 0.0879(8) Uani 1 1 d . . . . .
O7 O 0.8722(2) 0.33449(17) 0.67302(15) 0.1000(9) Uani 1 1 d . . . . .
O8 O 1.0469(2) 0.36541(17) 0.68456(13) 0.0889(8) Uani 1 1 d . . . . .
N9 N 0.7637(2) 0.8510(2) 0.66128(17) 0.0791(9) Uani 1 1 d . . . . .
C49 C 0.8111(3) 0.8366(3) 0.5960(2) 0.0870(12) Uani 1 1 d . . . . .
H49A H 0.8749 0.7994 0.6046 0.104 Uiso 1 1 calc R U . . .
H49B H 0.7623 0.8055 0.5808 0.104 Uiso 1 1 calc R U . . .
C50 C 0.8376(3) 0.9157(3) 0.5402(2) 0.0966(13) Uani 1 1 d . . . . .
H50A H 0.7740 0.9520 0.5287 0.116 Uiso 1 1 calc R U . . .
H50B H 0.8852 0.9485 0.5547 0.116 Uiso 1 1 calc R U . . .
C51 C 0.8879(5) 0.8909(4) 0.4805(3) 0.1300(18) Uani 1 1 d . . . . .
H51A H 0.9508 0.8543 0.4934 0.156 Uiso 1 1 calc R U . . .
H51B H 0.8401 0.8563 0.4681 0.156 Uiso 1 1 calc R U . . .
C52 C 0.9176(4) 0.9614(4) 0.4206(3) 0.1302(18) Uani 1 1 d . . . . .
H52A H 0.8562 0.9980 0.4064 0.195 Uiso 1 1 calc R U . . .
H52B H 0.9477 0.9373 0.3856 0.195 Uiso 1 1 calc R U . . .
H52C H 0.9682 0.9946 0.4311 0.195 Uiso 1 1 calc R U . . .
C46 C 0.5785(4) 0.8887(4) 0.6217(3) 0.1260(19) Uani 1 1 d D . . . .
H46A H 0.5531 0.8338 0.6484 0.151 Uiso 0.75 1 calc R U P F 1
H46B H 0.6004 0.8848 0.5771 0.151 Uiso 0.75 1 calc R U P F 1
H46C H 0.600(16) 0.823(14) 0.644(10) 0.151 Uiso 0.25 1 d . U P G 2
H46D H 0.602(7) 0.831(2) 0.614(4) 0.151 Uiso 0.25 1 d D U P H 2
C45 C 0.6660(3) 0.9124(3) 0.6518(2) 0.0925(13) Uani 1 1 d . . . . .
H45A H 0.6393 0.9192 0.6950 0.111 Uiso 1 1 calc R U . . .
H45B H 0.6871 0.9683 0.6244 0.111 Uiso 1 1 calc R U . . .
C47B C 0.4909(5) 0.9638(6) 0.6203(5) 0.154(4) Uani 0.75 1 d D . P I 1
H47A H 0.4717 0.9679 0.6652 0.185 Uiso 0.75 1 calc R U P I 1
H47B H 0.5179 1.0182 0.5939 0.185 Uiso 0.75 1 calc R U P I 1
C48B C 0.3925(7) 0.9465(7) 0.5902(6) 0.200(4) Uani 0.75 1 d D . P I 1
H48A H 0.3396 0.9926 0.5896 0.300 Uiso 0.75 1 calc R U P I 1
H48B H 0.4116 0.9431 0.5457 0.300 Uiso 0.75 1 calc R U P I 1
H48C H 0.3656 0.8930 0.6169 0.300 Uiso 0.75 1 calc R U P I 1
C57 C 0.7396(3) 0.7629(3) 0.7067(2) 0.0917(13) Uani 1 1 d . . . . .
H57A H 0.6928 0.7376 0.6854 0.110 Uiso 1 1 calc R U . . .
H57B H 0.8046 0.7267 0.7112 0.110 Uiso 1 1 calc R U . . .
C58 C 0.6907(4) 0.7603(3) 0.7751(2) 0.1169(16) Uani 1 1 d . . . . .
H58A H 0.6223 0.7917 0.7717 0.140 Uiso 1 1 calc R U . . .
H58B H 0.7344 0.7886 0.7962 0.140 Uiso 1 1 calc R U . . .
C59 C 0.6781(5) 0.6687(4) 0.8176(3) 0.150(2) Uani 1 1 d . . . . .
H59A H 0.6348 0.6408 0.7959 0.180 Uiso 1 1 calc R U . . .
H59B H 0.7467 0.6377 0.8204 0.180 Uiso 1 1 calc R U . . .
C60 C 0.6301(7) 0.6619(5) 0.8858(3) 0.214(4) Uani 1 1 d . . . . .
H60A H 0.6728 0.6888 0.9079 0.322 Uiso 1 1 calc R U . . .
H60B H 0.6255 0.6022 0.9100 0.322 Uiso 1 1 calc R U . . .
H60C H 0.5609 0.6904 0.8837 0.322 Uiso 1 1 calc R U . . .
C53 C 0.8384(4) 0.8961(3) 0.6914(2) 0.0958(13) Uani 1 1 d . . . . .
H53A H 0.8470 0.9536 0.6618 0.115 Uiso 1 1 calc R U . . .
H53B H 0.8047 0.9025 0.7333 0.115 Uiso 1 1 calc R U . . .
C54 C 0.9431(4) 0.8531(3) 0.7034(3) 0.1193(17) Uani 1 1 d . . . . .
H54A H 0.9848 0.8603 0.6611 0.143 Uiso 1 1 calc R U . . .
H54B H 0.9362 0.7918 0.7234 0.143 Uiso 1 1 calc R U . . .
C55 C 1.0016(5) 0.8893(4) 0.7496(3) 0.137(2) Uani 1 1 d D . . . .
H55A H 1.0767 0.8820 0.7389 0.165 Uiso 1 1 calc R U . . .
H55B H 0.9830 0.9507 0.7407 0.165 Uiso 1 1 calc R U . . .
N10 N 0.3130(3) 0.4272(3) 0.7579(2) 0.1118(13) Uani 1 1 d . . . . .
C61 C 0.3572(4) 0.4964(3) 0.7803(3) 0.1220(17) Uani 1 1 d . . . . .
H61A H 0.4103 0.5237 0.7464 0.146 Uiso 1 1 calc R U . . .
H61B H 0.3921 0.4688 0.8205 0.146 Uiso 1 1 calc R U . . .
C62 C 0.2774(5) 0.5668(4) 0.7943(4) 0.150(2) Uani 1 1 d D . . . .
H62C H 0.2404 0.5916 0.7546 0.180 Uiso 0.6 1 calc R U P J 2
H62D H 0.2260 0.5388 0.8292 0.180 Uiso 0.6 1 calc R U P J 2
H62A H 0.215(11) 0.534(10) 0.788(7) 0.180 Uiso 0.4 1 d . U P K 1
H62B H 0.287(9) 0.6281(17) 0.787(7) 0.180 Uiso 0.4 1 d D U P L 1
O9 O 1.00426(19) 0.34484(16) 0.58314(12) 0.0813(7) Uani 1 1 d . . . . .
C69 C 0.4044(4) 0.3638(3) 0.7506(3) 0.1249(18) Uani 1 1 d . . . . .
H69A H 0.4315 0.3387 0.7938 0.150 Uiso 1 1 calc R U . . .
H69B H 0.4599 0.3950 0.7211 0.150 Uiso 1 1 calc R U . . .
C70 C 0.3782(5) 0.2902(4) 0.7234(4) 0.162(3) Uani 1 1 d . . . . .
H70A H 0.3402 0.3140 0.6840 0.194 Uiso 1 1 calc R U . . .
H70B H 0.3335 0.2514 0.7566 0.194 Uiso 1 1 calc R U . . .
C71 C 0.4801(6) 0.2398(5) 0.7058(4) 0.172(3) Uani 1 1 d . . . . .
H71A H 0.4609 0.1891 0.6953 0.207 Uiso 1 1 calc R U . . .
H71B H 0.5194 0.2201 0.7449 0.207 Uiso 1 1 calc R U . . .
C66 C 0.2581(5) 0.3386(5) 0.8757(4) 0.167(3) Uani 1 1 d . . . . .
H66A H 0.3057 0.2891 0.8737 0.200 Uiso 1 1 calc R U . . .
H66B H 0.2950 0.3768 0.8921 0.200 Uiso 1 1 calc R U . . .
C65 C 0.2269(4) 0.3849(4) 0.8071(3) 0.134(2) Uani 1 1 d . . . . .
H65A H 0.1975 0.3439 0.7894 0.161 Uiso 1 1 calc R U . . .
H65B H 0.1716 0.4287 0.8108 0.161 Uiso 1 1 calc R U . . .
C67 C 0.1644(6) 0.3092(6) 0.9223(4) 0.188(3) Uani 1 1 d . . . . .
H67A H 0.1202 0.3601 0.9253 0.226 Uiso 1 1 calc R U . . .
H67B H 0.1249 0.2764 0.9024 0.226 Uiso 1 1 calc R U . . .
C68 C 0.1806(7) 0.2585(7) 0.9884(5) 0.272(5) Uani 1 1 d . . . . .
H68A H 0.1169 0.2319 1.0089 0.408 Uiso 1 1 calc R U . . .
H68B H 0.1999 0.2947 1.0136 0.408 Uiso 1 1 calc R U . . .
H68C H 0.2359 0.2146 0.9872 0.408 Uiso 1 1 calc R U . . .
C56 C 0.9780(6) 0.8483(5) 0.8203(3) 0.201(3) Uani 1 1 d D . . . .
H56A H 0.9033 0.8448 0.8298 0.301 Uiso 1 1 calc R U . . .
H56B H 1.0031 0.8818 0.8457 0.301 Uiso 1 1 calc R U . . .
H56C H 1.0119 0.7913 0.8319 0.301 Uiso 1 1 calc R U . . .
C72 C 0.5530(6) 0.2906(5) 0.6472(4) 0.184(3) Uani 1 1 d . . . . .
H72A H 0.5115 0.3234 0.6120 0.276 Uiso 1 1 calc R U . . .
H72B H 0.6018 0.2509 0.6313 0.276 Uiso 1 1 calc R U . . .
H72C H 0.5910 0.3290 0.6621 0.276 Uiso 1 1 calc R U . . .
C73 C 0.2622(4) 0.4639(4) 0.6917(3) 0.1254(18) Uani 1 1 d . . . . .
H73A H 0.2322 0.4170 0.6815 0.150 Uiso 1 1 calc R U . . .
H73B H 0.2045 0.5046 0.6983 0.150 Uiso 1 1 calc R U . . .
C74 C 0.3320(5) 0.5085(4) 0.6319(3) 0.143(2) Uani 1 1 d . . . . .
H74A H 0.3995 0.4760 0.6316 0.171 Uiso 1 1 calc R U . . .
H74B H 0.3442 0.5656 0.6346 0.171 Uiso 1 1 calc R U . . .
C75 C 0.2815(5) 0.5165(4) 0.5674(4) 0.157(2) Uani 1 1 d . . . . .
H75A H 0.2730 0.4588 0.5645 0.188 Uiso 1 1 calc R U . . .
H75B H 0.2118 0.5448 0.5701 0.188 Uiso 1 1 calc R U . . .
C76 C 0.3388(6) 0.5633(5) 0.5064(4) 0.199(3) Uani 1 1 d . . . . .
H76A H 0.3675 0.6123 0.5135 0.299 Uiso 1 1 calc R U . . .
H76B H 0.2919 0.5825 0.4717 0.299 Uiso 1 1 calc R U . . .
H76C H 0.3948 0.5261 0.4939 0.299 Uiso 1 1 calc R U . . .
C63B C 0.3154(15) 0.6397(10) 0.8142(6) 0.185(7) Uiso 0.6 1 d D . P M 2
H63A H 0.2560 0.6757 0.8258 0.222 Uiso 0.6 1 calc R U P M 2
H63B H 0.3560 0.6173 0.8526 0.222 Uiso 0.6 1 calc R U P M 2
C64B C 0.3813(8) 0.6903(7) 0.7575(5) 0.154(4) Uiso 0.6 1 d D . P M 2
H64A H 0.4066 0.7375 0.7691 0.231 Uiso 0.6 1 calc R U P M 2
H64B H 0.4400 0.6541 0.7465 0.231 Uiso 0.6 1 calc R U P M 2
H64C H 0.3404 0.7123 0.7198 0.231 Uiso 0.6 1 calc R U P M 2
C19 C -0.1412(4) 0.3646(5) 0.9549(3) 0.1236(19) Uani 1 1 d . . . . .
C18 C -0.1222(5) 0.4513(5) 0.9380(3) 0.1309(19) Uani 1 1 d . . . . .
H18 H -0.1341 0.4794 0.9712 0.157 Uiso 0.33 1 calc R U P E 2
C21 C -0.1221(4) 0.3281(3) 0.9028(3) 0.1043(15) Uani 1 1 d . . . . .
H21 H -0.1341 0.2701 0.9112 0.125 Uiso 0.67 1 calc R U P A 1
H2N H 0.101(2) 0.736(2) 0.4357(15) 0.054(11) Uiso 1 1 d . . . . .
H1N H 0.152(3) 0.784(3) 0.329(2) 0.091(16) Uiso 1 1 d . . . . .
H6N H 0.155(3) 0.298(3) 0.584(2) 0.107(16) Uiso 1 1 d . . . . .
H7N H 0.219(3) 0.474(2) 0.3726(16) 0.069(12) Uiso 1 1 d . . . . .
H8N H 0.240(3) 0.592(2) 0.2913(17) 0.071(13) Uiso 1 1 d . . . . .
H3N H 0.006(2) 0.567(2) 0.6393(16) 0.061(11) Uiso 1 1 d . . . . .
C47A C 0.4737(12) 0.9424(18) 0.6005(12) 0.118(11) Uiso 0.25 1 d D . P I 2
H47C H 0.4854 1.0034 0.5848 0.142 Uiso 0.25 1 calc R U P I 2
H47D H 0.4473 0.9253 0.5649 0.142 Uiso 0.25 1 calc R U P I 2
C48A C 0.393(3) 0.924(2) 0.6631(15) 0.217(14) Uiso 0.25 1 d D . P I 2
H48D H 0.3274 0.9561 0.6518 0.326 Uiso 0.25 1 calc R U P I 2
H48E H 0.3819 0.8635 0.6781 0.326 Uiso 0.25 1 calc R U P I 2
H48F H 0.4198 0.9413 0.6978 0.326 Uiso 0.25 1 calc R U P I 2
C63A C 0.3573(15) 0.6216(11) 0.8152(10) 0.165(9) Uiso 0.4 1 d D . P M 1
H63C H 0.3655 0.5970 0.8623 0.198 Uiso 0.4 1 calc R U P M 1
H63D H 0.4253 0.6144 0.7916 0.198 Uiso 0.4 1 calc R U P M 1
C64A C 0.330(2) 0.7168(12) 0.8029(13) 0.243(10) Uiso 0.4 1 d D . P M 1
H64D H 0.3835 0.7427 0.8175 0.365 Uiso 0.4 1 calc R U P M 1
H64E H 0.3236 0.7429 0.7562 0.365 Uiso 0.4 1 calc R U P M 1
H64F H 0.2636 0.7255 0.8272 0.365 Uiso 0.4 1 calc R U P M 1


_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
Cl2B C21 1.548(7) . ?
S1 O8 1.458(3) . ?
S1 O9 1.462(2) . ?
S1 O7 1.466(3) . ?
S1 O5 1.479(3) . ?
C9 C10 1.383(5) . ?
C9 C14 1.400(5) . ?
C9 N2 1.409(5) . ?
C14 C13 1.376(5) . ?
C13 C12 1.393(5) . ?
C13 N3 1.408(5) . ?
C8 O1 1.215(5) . ?
C8 N1 1.376(5) . ?
C8 N2 1.378(5) . ?
C16 C22 1.376(5) . ?
C16 C17 1.379(6) . ?
C16 N4 1.403(5) . ?
C10 C11 1.374(6) . ?
C12 C11 1.382(6) . ?
C15 O2 1.214(5) . ?
C15 N3 1.369(5) . ?
C15 N4 1.374(5) . ?
C5 C6 1.368(6) . ?
C5 C4 1.375(6) . ?
C5 N1 1.411(6) . ?
C22 C21 1.371(6) . ?
C7 C6 1.369(7) . ?
C7 C2 1.381(8) . ?
C7 Cl1A 1.691(6) . ?
C17 C18 1.418(7) . ?
C4 C3 1.408(7) . ?
C2 C3 1.367(8) . ?
C2 C1 1.517(8) . ?
C20 C19 1.506(7) . ?
Cl2A C18 1.712(6) . ?
C35 C34 1.384(5) . ?
C35 C36 1.390(5) . ?
C35 N7 1.415(4) . ?
C36 C31 1.382(5) . ?
C31 C32 1.392(5) . ?
C31 N6 1.416(5) . ?
C32 C33 1.380(5) . ?
C38 C44 1.373(5) . ?
C38 C39 1.391(5) . ?
C38 N8 1.414(5) . ?
C34 C33 1.380(5) . ?
C39 C40 1.390(5) . ?
C30 O3 1.213(4) . ?
C30 N6 1.380(5) . ?
C30 N5 1.383(5) . ?
C37 O4 1.222(4) . ?
C37 N8 1.362(5) . ?
C37 N7 1.365(5) . ?
C27 C26 1.376(6) . ?
C27 C28 1.382(6) . ?
C27 N5 1.384(5) . ?
C44 C43 1.378(6) . ?
C28 C29 1.373(6) . ?
C40 C41 1.382(6) . ?
C40 Cl4 1.737(5) . ?
C26 C25 1.394(6) . ?
C43 C41 1.375(6) . ?
C41 C42 1.533(6) . ?
C29 C24 1.384(7) . ?
C29 Cl3 1.749(6) . ?
C24 C25 1.365(7) . ?
C24 C23 1.534(7) . ?
N9 C57 1.513(5) . ?
N9 C49 1.514(5) . ?
N9 C45 1.518(5) . ?
N9 C53 1.541(5) . ?
C49 C50 1.509(5) . ?
C50 C51 1.493(6) . ?
C51 C52 1.480(6) . ?
C46 C45 1.475(6) . ?
C46 C47A 1.565(7) . ?
C46 C47B 1.574(7) . ?
C47B C48B 1.551(7) . ?
C57 C58 1.499(6) . ?
C58 C59 1.512(6) . ?
C59 C60 1.478(7) . ?
C53 C54 1.465(6) . ?
C54 C55 1.556(6) . ?
C55 C56 1.456(6) . ?
N10 C65 1.500(6) . ?
N10 C69 1.511(5) . ?
N10 C61 1.512(6) . ?
N10 C73 1.536(6) . ?
C61 C62 1.532(7) . ?
C62 C63B 1.498(8) . ?
C62 C63A 1.588(9) . ?
C69 C70 1.539(7) . ?
C70 C71 1.543(8) . ?
C71 C72 1.545(9) . ?
C66 C67 1.490(8) . ?
C66 C65 1.500(7) . ?
C67 C68 1.423(8) . ?
C73 C74 1.506(7) . ?
C74 C75 1.534(8) . ?
C75 C76 1.451(8) . ?
C63B C64B 1.472(9) . ?
C19 C21 1.378(7) . ?
C19 C18 1.387(7) . ?
C47A C48A 1.562(8) . ?
C63A C64A 1.506(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
O8 S1 O9 109.10(15) . . ?
O8 S1 O7 109.67(18) . . ?
O9 S1 O7 108.70(16) . . ?
O8 S1 O5 108.96(16) . . ?
O9 S1 O5 111.88(16) . . ?
O7 S1 O5 108.51(16) . . ?
C10 C9 C14 119.6(4) . . ?
C10 C9 N2 122.8(4) . . ?
C14 C9 N2 117.5(4) . . ?
C13 C14 C9 120.7(4) . . ?
C14 C13 C12 119.9(4) . . ?
C14 C13 N3 118.0(4) . . ?
C12 C13 N3 122.0(4) . . ?
O1 C8 N1 123.0(4) . . ?
O1 C8 N2 124.4(5) . . ?
N1 C8 N2 112.6(4) . . ?
C22 C16 C17 119.5(4) . . ?
C22 C16 N4 117.3(4) . . ?
C17 C16 N4 123.3(4) . . ?
C11 C10 C9 118.7(4) . . ?
C11 C12 C13 118.3(4) . . ?
O2 C15 N3 124.5(4) . . ?
O2 C15 N4 122.1(4) . . ?
N3 C15 N4 113.3(4) . . ?
C6 C5 C4 118.6(5) . . ?
C6 C5 N1 123.2(5) . . ?
C4 C5 N1 118.1(5) . . ?
C21 C22 C16 120.3(5) . . ?
C6 C7 C2 123.2(6) . . ?
C6 C7 Cl1A 121.6(6) . . ?
C2 C7 Cl1A 115.2(6) . . ?
C5 C6 C7 121.1(5) . . ?
C10 C11 C12 122.8(4) . . ?
C16 C17 C18 117.9(5) . . ?
C5 C4 C3 118.4(6) . . ?
C3 C2 C7 114.5(6) . . ?
C3 C2 C1 119.9(8) . . ?
C7 C2 C1 125.6(7) . . ?
C2 C3 C4 124.3(7) . . ?
C8 N2 C9 127.8(4) . . ?
C15 N3 C13 126.1(4) . . ?
C15 N4 C16 129.1(4) . . ?
C8 N1 C5 125.0(4) . . ?
C34 C35 C36 119.5(4) . . ?
C34 C35 N7 122.6(4) . . ?
C36 C35 N7 117.9(3) . . ?
C31 C36 C35 120.7(3) . . ?
C36 C31 C32 119.9(4) . . ?
C36 C31 N6 117.3(3) . . ?
C32 C31 N6 122.7(4) . . ?
C33 C32 C31 118.8(4) . . ?
C44 C38 C39 118.2(4) . . ?
C44 C38 N8 119.8(4) . . ?
C39 C38 N8 121.9(4) . . ?
C33 C34 C35 119.4(4) . . ?
C40 C39 C38 119.5(4) . . ?
O3 C30 N6 124.2(4) . . ?
O3 C30 N5 123.4(4) . . ?
N6 C30 N5 112.3(4) . . ?
O4 C37 N8 122.5(4) . . ?
O4 C37 N7 123.1(4) . . ?
N8 C37 N7 114.4(4) . . ?
C26 C27 C28 117.4(4) . . ?
C26 C27 N5 117.8(4) . . ?
C28 C27 N5 124.8(4) . . ?
C38 C44 C43 120.7(4) . . ?
C29 C28 C27 120.0(5) . . ?
C41 C40 C39 122.9(4) . . ?
C41 C40 Cl4 119.9(4) . . ?
C39 C40 Cl4 117.1(4) . . ?
C34 C33 C32 121.7(4) . . ?
C27 C26 C25 121.3(5) . . ?
C41 C43 C44 123.0(5) . . ?
C43 C41 C40 115.6(4) . . ?
C43 C41 C42 121.9(5) . . ?
C40 C41 C42 122.5(5) . . ?
C28 C29 C24 123.6(5) . . ?
C28 C29 Cl3 117.8(5) . . ?
C24 C29 Cl3 118.6(5) . . ?
C25 C24 C29 115.7(5) . . ?
C25 C24 C23 121.9(7) . . ?
C29 C24 C23 122.4(7) . . ?
C24 C25 C26 122.0(6) . . ?
C37 N8 C38 124.4(4) . . ?
C30 N6 C31 125.8(4) . . ?
C37 N7 C35 126.7(4) . . ?
C30 N5 C27 124.8(4) . . ?
C57 N9 C49 106.1(3) . . ?
C57 N9 C45 111.8(3) . . ?
C49 N9 C45 111.6(3) . . ?
C57 N9 C53 111.8(3) . . ?
C49 N9 C53 111.9(3) . . ?
C45 N9 C53 103.8(3) . . ?
C50 C49 N9 116.9(3) . . ?
C51 C50 C49 110.6(4) . . ?
C52 C51 C50 117.4(5) . . ?
C45 C46 C47A 128.8(13) . . ?
C45 C46 C47B 104.5(6) . . ?
C46 C45 N9 117.6(4) . . ?
C48B C47B C46 110.0(7) . . ?
C58 C57 N9 116.2(4) . . ?
C57 C58 C59 111.5(5) . . ?
C60 C59 C58 114.0(6) . . ?
C54 C53 N9 116.4(4) . . ?
C53 C54 C55 112.5(4) . . ?
C56 C55 C54 114.0(5) . . ?
C65 N10 C69 111.8(4) . . ?
C65 N10 C61 110.9(4) . . ?
C69 N10 C61 106.1(4) . . ?
C65 N10 C73 105.4(4) . . ?
C69 N10 C73 110.5(4) . . ?
C61 N10 C73 112.2(4) . . ?
N10 C61 C62 115.9(5) . . ?
C63B C62 C61 119.2(10) . . ?
C61 C62 C63A 97.7(9) . . ?
N10 C69 C70 114.9(4) . . ?
C69 C70 C71 110.3(5) . . ?
C70 C71 C72 115.5(6) . . ?
C67 C66 C65 111.3(6) . . ?
N10 C65 C66 116.1(5) . . ?
C68 C67 C66 118.6(7) . . ?
C74 C73 N10 117.3(4) . . ?
C73 C74 C75 110.8(5) . . ?
C76 C75 C74 115.8(7) . . ?
C64B C63B C62 108.0(10) . . ?
C21 C19 C18 114.2(5) . . ?
C21 C19 C20 125.0(6) . . ?
C18 C19 C20 120.8(6) . . ?
C19 C18 C17 124.0(5) . . ?
C19 C18 Cl2A 117.0(5) . . ?
C17 C18 Cl2A 119.0(6) . . ?
C22 C21 C19 124.1(5) . . ?
C22 C21 Cl2B 121.8(5) . . ?
C19 C21 Cl2B 112.6(5) . . ?
C48A C47A C46 107.2(18) . . ?
C64A C63A C62 117.3(15) . . ?

_refine_diff_density_max         0.328
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_mpda-cl-me-F-1c
_database_code_depnum_ccdc_archive 'CCDC 1536471'
_audit_update_record             
;
2017-06-28 deposited with the CCDC.
2017-06-30 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         'C22 H19 Cl2 N4 O2, C16 H36 N, F'
_chemical_formula_sum            'C38 H55 Cl2 F N5 O2'
_chemical_formula_weight         703.77

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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   9.6122(6)
_cell_length_b                   19.0787(19)
_cell_length_c                   21.6748(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.739(6)
_cell_angle_gamma                90
_cell_volume                     3973.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2818
_cell_measurement_theta_min      3.6960
_cell_measurement_theta_max      23.9890

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_F_000             1508.0
_exptl_transmission_factor_min   0.938
_exptl_transmission_factor_max   0.952
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_absorpt_coefficient_mu    0.206
_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 and area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19914
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.988
_diffrn_reflns_theta_max         28.901
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.876
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.876
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9752
_reflns_number_gt                3673
_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)+(0.0600P)²+1.4000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9752
_refine_ls_number_parameters     457
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1799
_refine_ls_R_factor_gt           0.0821
_refine_ls_wR_factor_ref         0.2402
_refine_ls_wR_factor_gt          0.1925
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_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
Cl2 Cl 0.19880(14) 0.10572(9) 0.47151(6) 0.1317(6) Uani 1 1 d . . . A 2
Cl1A Cl 0.22838(15) 0.54802(9) 0.46474(7) 0.1108(6) Uani 0.85 1 d . . P B 1
F1 F 0.7558(2) 0.57360(12) 0.75014(10) 0.0880(7) Uani 1 1 d . . . . .
O1 O 0.4853(2) 0.42765(14) 0.63754(13) 0.0818(8) Uani 1 1 d . . . . .
O2 O 0.4873(2) 0.22101(14) 0.63414(12) 0.0787(8) Uani 1 1 d . . . . .
N4 N 0.5563(3) 0.10842(17) 0.65149(14) 0.0692(8) Uani 1 1 d . . . . .
H4N H 0.6145 0.0837 0.6732 0.083 Uiso 1 1 calc R U . . .
N2 N 0.6546(3) 0.45230(17) 0.71122(13) 0.0678(8) Uani 1 1 d . . . . .
H2N H 0.7024 0.4864 0.7267 0.081 Uiso 1 1 calc R U . . .
N1 N 0.5607(3) 0.54004(17) 0.65462(14) 0.0724(9) Uani 1 1 d . . . . .
H1N H 0.6139 0.5647 0.6788 0.087 Uiso 1 1 calc R U . . .
N3 N 0.6495(3) 0.19468(17) 0.70942(14) 0.0694(9) Uani 1 1 d . . . . .
H3N H 0.6945 0.1598 0.7253 0.083 Uiso 1 1 calc R U . . .
N5 N 0.8532(3) 0.67738(18) 0.32753(13) 0.0693(9) Uani 1 1 d . . . . .
C15 C 0.5584(3) 0.1789(2) 0.66249(16) 0.0580(9) Uani 1 1 d . . . . .
C13 C 0.6800(3) 0.2605(2) 0.73553(15) 0.0570(9) Uani 1 1 d . . . . .
C9 C 0.6819(3) 0.3862(2) 0.73612(16) 0.0597(9) Uani 1 1 d . . . . .
C14 C 0.6470(3) 0.3235(2) 0.70687(15) 0.0574(9) Uani 1 1 d . . . . .
H14 H 0.6019 0.3238 0.6683 0.069 Uiso 1 1 calc R U . . .
C8 C 0.5613(3) 0.4691(2) 0.66528(17) 0.0654(10) Uani 1 1 d . . . . .
C5 C 0.4844(3) 0.5773(2) 0.60946(17) 0.0657(10) Uani 1 1 d . . . . .
C16 C 0.4710(3) 0.0713(2) 0.60915(16) 0.0650(10) Uani 1 1 d . . . . .
C10 C 0.7537(3) 0.3848(2) 0.79266(17) 0.0733(11) Uani 1 1 d . . . . .
H10 H 0.7794 0.4266 0.8120 0.088 Uiso 1 1 calc R U . . .
C12 C 0.7502(4) 0.2599(2) 0.79201(17) 0.0748(11) Uani 1 1 d . . . . .
H12 H 0.7727 0.2176 0.8111 0.090 Uiso 1 1 calc R U . . .
C27 C 0.7799(3) 0.6747(2) 0.38856(16) 0.0692(10) Uani 1 1 d . . . . .
H27A H 0.7248 0.7170 0.3923 0.083 Uiso 1 1 calc R U . . .
H27B H 0.7159 0.6353 0.3873 0.083 Uiso 1 1 calc R U . . .
C21 C 0.3054(4) 0.0628(3) 0.52477(17) 0.0770(12) Uani 1 1 d . . . . .
C7 C 0.3345(4) 0.5882(3) 0.52014(18) 0.0766(12) Uani 1 1 d . . . . .
C22 C 0.3873(3) 0.1038(2) 0.56447(16) 0.0704(10) Uani 1 1 d . . . . .
H22 H 0.3859 0.1524 0.5611 0.084 Uiso 1 1 calc R U . . .
C6 C 0.4026(3) 0.5463(2) 0.56283(17) 0.0717(11) Uani 1 1 d . . . . .
H6 H 0.3943 0.4978 0.5606 0.086 Uiso 1 1 calc R U . . .
C4 C 0.4920(4) 0.6496(2) 0.6099(2) 0.0813(12) Uani 1 1 d . . . . .
H4A H 0.5433 0.6716 0.6414 0.098 Uiso 1 1 calc R U . . .
C23 C 0.9521(4) 0.7393(3) 0.32532(19) 0.0818(13) Uani 1 1 d . . . . .
H23A H 1.0236 0.7330 0.3574 0.098 Uiso 1 1 calc R U . . .
H23B H 0.9978 0.7382 0.2860 0.098 Uiso 1 1 calc R U . . .
C2 C 0.3436(4) 0.6599(3) 0.5186(2) 0.0823(13) Uani 1 1 d . . . . .
C17 C 0.4727(4) -0.0012(2) 0.61092(19) 0.0791(11) Uani 1 1 d . . . . .
H17 H 0.5291 -0.0241 0.6402 0.095 Uiso 1 1 calc R U . . .
C19 C 0.3048(4) -0.0099(3) 0.52585(19) 0.0822(13) Uani 1 1 d . . . . .
C28 C 0.8717(4) 0.6679(3) 0.44536(18) 0.0926(14) Uani 1 1 d . . . . .
H28A H 0.9325 0.7084 0.4486 0.111 Uiso 1 1 calc R U . . .
H28B H 0.9295 0.6265 0.4418 0.111 Uiso 1 1 calc R U . . .
C11 C 0.7868(4) 0.3221(3) 0.81998(19) 0.0838(13) Uani 1 1 d . . . . .
H11 H 0.8345 0.3216 0.8579 0.101 Uiso 1 1 calc R U . . .
C31 C 0.9398(4) 0.6122(2) 0.31798(19) 0.0824(13) Uani 1 1 d . . . . .
H31A H 0.9860 0.6167 0.2790 0.099 Uiso 1 1 calc R U . . .
H31B H 1.0116 0.6102 0.3504 0.099 Uiso 1 1 calc R U . . .
C35 C 0.7382(4) 0.6837(2) 0.27808(17) 0.0807(12) Uani 1 1 d . . . . .
H35A H 0.6787 0.6428 0.2805 0.097 Uiso 1 1 calc R U . . .
H35B H 0.6820 0.7244 0.2874 0.097 Uiso 1 1 calc R U . . .
C3 C 0.4259(4) 0.6900(3) 0.5653(2) 0.0884(13) Uani 1 1 d . . . . .
C18 C 0.3921(4) -0.0401(3) 0.5700(2) 0.0897(13) Uani 1 1 d . . . . .
H18 H 0.3967 -0.0887 0.5722 0.108 Uiso 1 1 calc R U . . .
C24 C 0.8887(4) 0.8107(3) 0.3330(2) 0.0967(15) Uani 1 1 d . . . . .
H24A H 0.8205 0.8186 0.2999 0.116 Uiso 1 1 calc R U . . .
H24B H 0.8406 0.8121 0.3717 0.116 Uiso 1 1 calc R U . . .
C32 C 0.8618(4) 0.5439(3) 0.3177(2) 0.1015(15) Uani 1 1 d . . . . .
H32A H 0.8103 0.5403 0.3553 0.122 Uiso 1 1 calc R U . . .
H32B H 0.7950 0.5437 0.2832 0.122 Uiso 1 1 calc R U . . .
C29 C 0.7886(5) 0.6624(3) 0.5027(2) 0.1176(19) Uani 1 1 d . . . . .
H29A H 0.7251 0.6231 0.4982 0.141 Uiso 1 1 calc R U . . .
H29B H 0.7330 0.7046 0.5065 0.141 Uiso 1 1 calc R U . . .
C33 C 0.9526(5) 0.4834(3) 0.3129(3) 0.1216(19) Uani 1 1 d . . . . .
H33A H 1.0155 0.4829 0.3487 0.146 Uiso 1 1 calc R U . . .
H33B H 1.0087 0.4895 0.2768 0.146 Uiso 1 1 calc R U . . .
C36 C 0.7857(5) 0.6904(4) 0.2122(2) 0.122(2) Uani 1 1 d D . . . .
H36C H 0.8531 0.6545 0.2027 0.147 Uiso 0.37(3) 1 calc R U P C 2
H36D H 0.8262 0.7361 0.2049 0.147 Uiso 0.37(3) 1 calc R U P C 2
H36A H 0.807(8) 0.637(5) 0.196(4) 0.147 Uiso 0.63(3) 1 d . U P C 1
H36B H 0.853(8) 0.715(5) 0.200(4) 0.147 Uiso 0.63(3) 1 d . U P C 1
C1 C 0.2719(5) 0.7052(3) 0.4702(2) 0.1170(18) Uani 1 1 d . . . . .
H1A H 0.1762 0.7116 0.4803 0.175 Uiso 1 1 calc R U . . .
H1B H 0.2767 0.6828 0.4306 0.175 Uiso 1 1 calc R U . . .
H1C H 0.3171 0.7500 0.4687 0.175 Uiso 1 1 calc R U . . .
Cl1B Cl 0.4459(9) 0.7663(5) 0.5555(4) 0.106(3) Uani 0.15 1 d . . P D 2
C34 C 0.8830(6) 0.4139(3) 0.3083(3) 0.137(2) Uani 1 1 d . . . . .
H34A H 0.8410 0.4031 0.3467 0.205 Uiso 1 1 calc R U . . .
H34B H 0.9506 0.3786 0.2991 0.205 Uiso 1 1 calc R U . . .
H34C H 0.8126 0.4151 0.2759 0.205 Uiso 1 1 calc R U . . .
C20 C 0.2145(4) -0.0531(3) 0.4820(2) 0.1151(18) Uani 1 1 d . . . . .
H20A H 0.1192 -0.0499 0.4938 0.173 Uiso 1 1 calc R U . . .
H20B H 0.2441 -0.1011 0.4836 0.173 Uiso 1 1 calc R U . . .
H20C H 0.2229 -0.0356 0.4408 0.173 Uiso 1 1 calc R U . . .
C25 C 0.9933(5) 0.8677(3) 0.3327(3) 0.128(2) Uani 1 1 d . . . . .
H25A H 1.0585 0.8602 0.3671 0.154 Uiso 1 1 calc R U . . .
H25B H 1.0452 0.8636 0.2952 0.154 Uiso 1 1 calc R U . . .
C30 C 0.8754(6) 0.6529(4) 0.5610(2) 0.161(3) Uani 1 1 d . . . . .
H30A H 0.9370 0.6138 0.5564 0.242 Uiso 1 1 calc R U . . .
H30B H 0.8155 0.6443 0.5949 0.242 Uiso 1 1 calc R U . . .
H30C H 0.9289 0.6946 0.5691 0.242 Uiso 1 1 calc R U . . .
C26 C 0.9403(6) 0.9404(3) 0.3366(3) 0.130(2) Uani 1 1 d . . . . .
H26A H 0.8776 0.9494 0.3022 0.195 Uiso 1 1 calc R U . . .
H26B H 1.0169 0.9726 0.3357 0.195 Uiso 1 1 calc R U . . .
H26C H 0.8920 0.9462 0.3744 0.195 Uiso 1 1 calc R U . . .
C37B C 0.6481(18) 0.680(2) 0.1734(9) 0.122(3) Uiso 0.37(3) 1 d D . P C 2
H37A H 0.6163 0.6334 0.1822 0.146 Uiso 0.37(3) 1 calc R U P C 2
H37B H 0.5811 0.7120 0.1912 0.146 Uiso 0.37(3) 1 calc R U P C 2
C38A C 0.6025(9) 0.6359(6) 0.1557(4) 0.156(4) Uani 0.7 1 d D . P C 1
H38A H 0.6720 0.6047 0.1407 0.234 Uiso 0.7 1 calc R U P C 1
H38B H 0.5263 0.6387 0.1261 0.234 Uiso 0.7 1 calc R U P C 1
H38C H 0.5695 0.6187 0.1942 0.234 Uiso 0.7 1 calc R U P C 1
C38B C 0.633(2) 0.6889(13) 0.1074(9) 0.160(8) Uiso 0.3 1 d D . P C 2
H38D H 0.5379 0.6799 0.0946 0.239 Uiso 0.3 1 calc R U P C 2
H38E H 0.6573 0.7359 0.0963 0.239 Uiso 0.3 1 calc R U P C 2
H38F H 0.6929 0.6565 0.0873 0.239 Uiso 0.3 1 calc R U P C 2
C37A C 0.6647(13) 0.7077(8) 0.1652(6) 0.122(3) Uiso 0.63(3) 1 d D . P C 1
H37C H 0.5985 0.7401 0.1824 0.146 Uiso 0.63(3) 1 calc R U P C 1
H37D H 0.6991 0.7268 0.1271 0.146 Uiso 0.63(3) 1 calc R U P C 1


_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
Cl2 C21 1.727(4) . ?
Cl1A C7 1.731(4) . ?
O1 C8 1.222(4) . ?
O2 C15 1.210(4) . ?
N4 C15 1.365(4) . ?
N4 C16 1.404(4) . ?
N2 C8 1.358(4) . ?
N2 C9 1.394(4) . ?
N1 C8 1.374(5) . ?
N1 C5 1.399(4) . ?
N3 C15 1.356(4) . ?
N3 C13 1.404(4) . ?
N5 C31 1.515(5) . ?
N5 C23 1.517(5) . ?
N5 C27 1.519(4) . ?
N5 C35 1.521(4) . ?
C13 C12 1.380(5) . ?
C13 C14 1.385(5) . ?
C9 C10 1.389(5) . ?
C9 C14 1.390(5) . ?
C5 C4 1.380(5) . ?
C5 C6 1.394(5) . ?
C16 C17 1.385(5) . ?
C16 C22 1.386(5) . ?
C10 C11 1.368(5) . ?
C12 C11 1.374(5) . ?
C27 C28 1.498(5) . ?
C21 C19 1.388(6) . ?
C21 C22 1.389(5) . ?
C7 C2 1.371(6) . ?
C7 C6 1.374(5) . ?
C4 C3 1.378(6) . ?
C23 C24 1.504(6) . ?
C2 C3 1.388(6) . ?
C2 C1 1.510(6) . ?
C17 C18 1.376(5) . ?
C19 C18 1.379(6) . ?
C19 C20 1.511(5) . ?
C28 C29 1.500(5) . ?
C31 C32 1.502(6) . ?
C35 C36 1.518(6) . ?
C3 Cl1B 1.485(9) . ?
C24 C25 1.481(6) . ?
C32 C33 1.453(6) . ?
C29 C30 1.505(6) . ?
C33 C34 1.488(7) . ?
C36 C37B 1.556(14) . ?
C36 C37A 1.558(9) . ?
C25 C26 1.480(7) . ?
C37B C38B 1.444(17) . ?
C38A C37A 1.506(15) . ?

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
C15 N4 C16 128.0(3) . . ?
C8 N2 C9 127.5(3) . . ?
C8 N1 C5 128.2(3) . . ?
C15 N3 C13 128.6(3) . . ?
C31 N5 C23 106.7(3) . . ?
C31 N5 C27 111.3(3) . . ?
C23 N5 C27 111.2(3) . . ?
C31 N5 C35 111.1(3) . . ?
C23 N5 C35 111.0(3) . . ?
C27 N5 C35 105.6(2) . . ?
O2 C15 N3 125.1(4) . . ?
O2 C15 N4 124.1(3) . . ?
N3 C15 N4 110.8(3) . . ?
C12 C13 C14 120.3(4) . . ?
C12 C13 N3 116.2(4) . . ?
C14 C13 N3 123.5(3) . . ?
C10 C9 C14 119.5(4) . . ?
C10 C9 N2 116.2(4) . . ?
C14 C9 N2 124.2(3) . . ?
C13 C14 C9 119.6(3) . . ?
O1 C8 N2 125.5(4) . . ?
O1 C8 N1 123.7(3) . . ?
N2 C8 N1 110.8(3) . . ?
C4 C5 C6 117.3(4) . . ?
C4 C5 N1 118.4(3) . . ?
C6 C5 N1 124.3(4) . . ?
C17 C16 C22 118.2(4) . . ?
C17 C16 N4 118.7(3) . . ?
C22 C16 N4 123.2(4) . . ?
C11 C10 C9 120.1(4) . . ?
C11 C12 C13 119.8(4) . . ?
C28 C27 N5 116.2(3) . . ?
C19 C21 C22 123.7(4) . . ?
C19 C21 Cl2 118.9(3) . . ?
C22 C21 Cl2 117.4(4) . . ?
C2 C7 C6 124.5(4) . . ?
C2 C7 Cl1A 117.5(3) . . ?
C6 C7 Cl1A 117.9(4) . . ?
C16 C22 C21 119.2(4) . . ?
C7 C6 C5 119.2(4) . . ?
C3 C4 C5 122.0(4) . . ?
C24 C23 N5 116.4(3) . . ?
C7 C2 C3 115.4(4) . . ?
C7 C2 C1 124.0(5) . . ?
C3 C2 C1 120.6(5) . . ?
C18 C17 C16 120.9(4) . . ?
C18 C19 C21 115.2(4) . . ?
C18 C19 C20 122.4(5) . . ?
C21 C19 C20 122.4(5) . . ?
C27 C28 C29 111.8(3) . . ?
C10 C11 C12 120.8(4) . . ?
C32 C31 N5 115.9(3) . . ?
C36 C35 N5 115.9(3) . . ?
C4 C3 C2 121.4(4) . . ?
C4 C3 Cl1B 126.1(5) . . ?
C2 C3 Cl1B 112.0(5) . . ?
C17 C18 C19 122.8(5) . . ?
C25 C24 C23 112.8(4) . . ?
C33 C32 C31 112.8(4) . . ?
C28 C29 C30 114.1(4) . . ?
C32 C33 C34 116.4(5) . . ?
C35 C36 C37B 102.8(9) . . ?
C35 C36 C37A 113.2(7) . . ?
C26 C25 C24 116.9(5) . . ?
C38B C37B C36 125.5(18) . . ?
C38A C37A C36 100.5(10) . . ?

_refine_diff_density_max         0.325
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.046

