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

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

data_ML026F1_0m
_audit_block_doi                 10.5517/ccdc.csd.cc1mlnzv
_database_code_depnum_ccdc_archive 'CCDC 1507498'
_audit_update_record             
;
2016-09-30 deposited with the CCDC.
2018-08-15 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT412_ML026F1_0m          
;
PROBLEM: Short Intra XH3 .. XHn     H29B   ..  H22D    ..       1.77 Ang.
RESPONSE: Due to disorder
;
# Added during the CSD deposition process: Friday 30 September 2016 08:40 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C62 H72 N10, 4(C H Cl3)'
_chemical_formula_sum            'C66 H76 Cl12 N10'
_chemical_formula_weight         1434.76

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'
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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.7078(4)
_cell_length_b                   23.2759(7)
_cell_length_c                   12.9884(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.620(3)
_cell_angle_gamma                90
_cell_volume                     3539.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      2.3498
_cell_measurement_theta_max      25.2361

_exptl_crystal_description       plate
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1492
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.516
_shelx_estimated_absorpt_T_min   0.865
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.9
_diffrn_reflns_number            35003
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.350
_diffrn_reflns_theta_max         25.324
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6438
_reflns_number_gt                4815
_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 APEX2 2014.9-0'
_computing_cell_refinement       'BRUKER SAINT'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  ?
_refine_special_details          ', Twin,SQUEEZE'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0392P)²+4.6534P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6438
_refine_ls_number_parameters     602
_refine_ls_number_restraints     203
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1178
_refine_ls_wR_factor_gt          0.1051
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.46545(16) 0.57666(8) 0.44525(14) 0.0153(4) Uani 1 1 d . . . . .
H1 H 0.4794 0.5422 0.4702 0.018 Uiso 0.5 1 calc R U P . .
C2 C 0.3647(2) 0.60621(10) 0.45428(17) 0.0157(5) Uani 1 1 d . . . . .
C3 C 0.3755(2) 0.66129(10) 0.40227(17) 0.0156(5) Uani 1 1 d . . . . .
C4 C 0.30198(19) 0.70643(10) 0.38898(17) 0.0184(5) Uani 0.75 1 d . . P A 1
H4 H 0.2271 0.7051 0.4164 0.022 Uiso 0.75 1 calc R U P A 1
N4 N 0.30198(19) 0.70643(10) 0.38898(17) 0.0184(5) Uani 0.25 1 d . . P A 2
C5 C 0.3388(2) 0.75406(11) 0.33488(19) 0.0204(5) Uani 1 1 d . . . . .
C6 C 0.2532(2) 0.80284(11) 0.3170(2) 0.0268(6) Uani 1 1 d . . . . .
C7 C 0.3150(2) 0.85787(12) 0.2849(2) 0.0333(7) Uani 1 1 d . . . . .
H7A H 0.2580 0.8864 0.2607 0.040 Uiso 1 1 calc R U . . .
H7B H 0.3550 0.8743 0.3457 0.040 Uiso 1 1 calc R U . . .
H1S H 0.373(4) 1.0953(19) 0.312(4) 0.102(15) Uiso 1 1 d . . . . .
C8 C 0.4002(2) 0.84750(12) 0.2011(2) 0.0338(7) Uani 1 1 d . . . . .
H8A H 0.4332 0.8848 0.1799 0.041 Uiso 1 1 calc R U . . .
H8B H 0.3602 0.8308 0.1407 0.041 Uiso 1 1 calc R U . . .
C9 C 0.4967(2) 0.80731(11) 0.2343(2) 0.0268(6) Uani 1 1 d . . . . .
C10 C 0.4506(2) 0.75531(11) 0.29354(18) 0.0202(5) Uani 1 1 d . . . . .
C11 C 0.5243(2) 0.70961(10) 0.30888(17) 0.0193(5) Uani 0.75 1 d . . P B 1
H11 H 0.5995 0.7104 0.2823 0.023 Uiso 0.75 1 calc R U P B 1
N11 N 0.5243(2) 0.70961(10) 0.30888(17) 0.0193(5) Uani 0.25 1 d . . P B 2
C12 C 0.4863(2) 0.66329(10) 0.36324(17) 0.0160(5) Uani 1 1 d . . . . .
C13 C 0.54049(19) 0.60941(10) 0.39127(17) 0.0154(5) Uani 1 1 d . . . . .
N14 N 0.27091(16) 0.59019(8) 0.50347(14) 0.0148(4) Uani 1 1 d . . . . .
N15 N 0.64678(16) 0.59652(8) 0.36288(15) 0.0171(4) Uani 1 1 d . . . . .
C15 C 0.26385(19) 0.54088(10) 0.55360(17) 0.0151(5) Uani 1 1 d . . . . .
N16 N 0.65576(16) 0.50203(8) 0.44055(14) 0.0152(4) Uani 1 1 d . . . . .
H16 H 0.5879 0.5008 0.4690 0.018 Uiso 0.5 1 calc R U P . .
C17 C 0.6968(2) 0.54665(10) 0.38416(17) 0.0161(5) Uani 1 1 d . . . . .
C18 C 0.81001(19) 0.53126(10) 0.34750(17) 0.0154(5) Uani 1 1 d . . . . .
C19 C 0.88411(19) 0.55965(10) 0.28424(17) 0.0177(5) Uani 0.75 1 d . . P C 1
H19 H 0.8663 0.5968 0.2582 0.021 Uiso 0.75 1 calc R U P C 1
N19 N 0.88411(19) 0.55965(10) 0.28424(17) 0.0177(5) Uani 0.25 1 d . . P C 2
C20 C 0.9858(2) 0.53270(10) 0.25919(18) 0.0178(5) Uani 1 1 d . . . . .
C21 C 1.0653(2) 0.56474(11) 0.18526(19) 0.0230(6) Uani 1 1 d . . . . .
C22 C 1.1584(4) 0.5251(2) 0.1448(4) 0.0275(11) Uani 0.8 1 d . . P D 1
H22A H 1.2186 0.5484 0.1120 0.033 Uiso 0.8 1 calc R U P D 1
H22B H 1.1253 0.4993 0.0917 0.033 Uiso 0.8 1 calc R U P D 1
C23 C 1.2118(3) 0.48884(18) 0.2312(3) 0.0250(9) Uani 0.8 1 d . . P D 1
H23A H 1.2405 0.5145 0.2865 0.030 Uiso 0.8 1 calc R U P D 1
H23B H 1.2775 0.4670 0.2040 0.030 Uiso 0.8 1 calc R U P D 1
C22A C 1.1861(17) 0.5330(11) 0.1886(15) 0.039(6) Uani 0.2 1 d . . P D 2
H22C H 1.2323 0.5470 0.1303 0.047 Uiso 0.2 1 calc R U P D 2
H22D H 1.2265 0.5440 0.2529 0.047 Uiso 0.2 1 calc R U P D 2
C23A C 1.1811(17) 0.4745(8) 0.1838(17) 0.040(4) Uani 0.2 1 d . . P D 2
H23C H 1.2597 0.4592 0.1783 0.048 Uiso 0.2 1 calc R U P D 2
H23D H 1.1388 0.4633 0.1205 0.048 Uiso 0.2 1 calc R U P D 2
C24 C 1.1240(2) 0.44669(11) 0.27591(18) 0.0190(5) Uani 1 1 d . . . . .
C25 C 1.0129(2) 0.47795(10) 0.30069(17) 0.0170(5) Uani 1 1 d . . . . .
C26 C 0.93612(18) 0.45022(10) 0.36436(17) 0.0162(5) Uani 0.75 1 d . . P E 1
H26 H 0.9532 0.4134 0.3920 0.019 Uiso 0.75 1 calc R U P E 1
N26 N 0.93612(18) 0.45022(10) 0.36436(17) 0.0162(5) Uani 0.25 1 d . . P E 2
C27 C 0.83524(19) 0.47700(10) 0.38659(17) 0.0158(5) Uani 1 1 d . . . . .
C28 C 0.9988(3) 0.58457(17) 0.0908(2) 0.0527(10) Uani 1 1 d . . . . .
H28A H 1.0514 0.6018 0.0414 0.079 Uiso 1 1 calc R U . . .
H28B H 0.9417 0.6131 0.1111 0.079 Uiso 1 1 calc R U . . .
H28C H 0.9603 0.5516 0.0589 0.079 Uiso 1 1 calc R U . . .
C29 C 1.1156(3) 0.61711(13) 0.2400(3) 0.0416(8) Uani 1 1 d . . . . .
H29A H 1.1697 0.6364 0.1945 0.062 Uiso 1 1 calc R U . . .
H29B H 1.1553 0.6048 0.3031 0.062 Uiso 1 1 calc R U . . .
H29C H 1.0540 0.6438 0.2577 0.062 Uiso 1 1 calc R U . . .
C30 C 1.1785(5) 0.4210(2) 0.3759(4) 0.0294(12) Uani 0.8 1 d . . P D 1
H30A H 1.1319 0.3888 0.3999 0.044 Uiso 0.8 1 calc R U P D 1
H30B H 1.1820 0.4506 0.4294 0.044 Uiso 0.8 1 calc R U P D 1
H30C H 1.2559 0.4074 0.3613 0.044 Uiso 0.8 1 calc R U P D 1
C31 C 1.1000(5) 0.3983(2) 0.2006(4) 0.0241(11) Uani 0.8 1 d . . P D 1
H31A H 1.0472 0.3708 0.2317 0.036 Uiso 0.8 1 calc R U P D 1
H31B H 1.1716 0.3788 0.1839 0.036 Uiso 0.8 1 calc R U P D 1
H31C H 1.0655 0.4141 0.1375 0.036 Uiso 0.8 1 calc R U P D 1
C30A C 1.193(2) 0.4464(8) 0.3646(18) 0.035(6) Uani 0.2 1 d . . P D 2
H30D H 1.1548 0.4244 0.4188 0.052 Uiso 0.2 1 calc R U P D 2
H30E H 1.2052 0.4859 0.3880 0.052 Uiso 0.2 1 calc R U P D 2
H30F H 1.2664 0.4285 0.3491 0.052 Uiso 0.2 1 calc R U P D 2
C31A C 1.0955(19) 0.3834(11) 0.2407(18) 0.031(5) Uani 0.2 1 d . . P D 2
H31D H 1.0643 0.3619 0.2988 0.047 Uiso 0.2 1 calc R U P D 2
H31E H 1.1654 0.3646 0.2169 0.047 Uiso 0.2 1 calc R U P D 2
H31F H 1.0392 0.3844 0.1844 0.047 Uiso 0.2 1 calc R U P D 2
C33 C 0.1689(2) 0.78408(13) 0.2317(2) 0.0380(7) Uani 1 1 d . . . . .
H33A H 0.1170 0.8159 0.2154 0.057 Uiso 1 1 calc R U . . .
H33B H 0.1247 0.7510 0.2555 0.057 Uiso 1 1 calc R U . . .
H33C H 0.2114 0.7734 0.1700 0.057 Uiso 1 1 calc R U . . .
C34 C 0.1873(3) 0.81629(13) 0.4147(3) 0.0427(8) Uani 1 1 d . . . . .
H34A H 0.1391 0.8502 0.4031 0.064 Uiso 1 1 calc R U . . .
H34B H 0.2413 0.8240 0.4712 0.064 Uiso 1 1 calc R U . . .
H34C H 0.1392 0.7834 0.4325 0.064 Uiso 1 1 calc R U . . .
C35 C 0.5593(3) 0.78816(14) 0.1376(2) 0.0475(9) Uani 1 1 d . . . . .
H35A H 0.6271 0.7659 0.1574 0.071 Uiso 1 1 calc R U . . .
H35B H 0.5826 0.8220 0.0982 0.071 Uiso 1 1 calc R U . . .
H35C H 0.5084 0.7643 0.0952 0.071 Uiso 1 1 calc R U . . .
C36 C 0.5807(3) 0.83935(13) 0.3052(3) 0.0411(8) Uani 1 1 d . . . . .
H36A H 0.6457 0.8143 0.3217 0.062 Uiso 1 1 calc R U . . .
H36B H 0.5421 0.8502 0.3689 0.062 Uiso 1 1 calc R U . . .
H36C H 0.6081 0.8740 0.2704 0.062 Uiso 1 1 calc R U . . .
C1S C 0.4189(4) 1.07467(18) 0.3759(3) 0.0589(10) Uani 1 1 d . U . . .
Cl1 Cl 0.3082(13) 0.9987(7) 0.4049(13) 0.087(4) Uani 0.089(3) 1 d . U P F 2
Cl2 Cl 0.384(2) 0.9986(8) 0.3634(16) 0.080(4) Uani 0.079(3) 1 d . U P F 2
Cl3 Cl 0.4567(5) 1.00427(14) 0.3302(4) 0.0668(13) Uani 0.635(3) 1 d . U P F 1
Cl4 Cl 0.4849(10) 1.0172(5) 0.3321(10) 0.069(3) Uani 0.234(3) 1 d . U P F 2
Cl5 Cl 0.5264(15) 1.0658(9) 0.3633(14) 0.080(4) Uani 0.070(2) 1 d . U P F 2
Cl6 Cl 0.54339(12) 1.11200(7) 0.41534(12) 0.0615(4) Uani 0.843(3) 1 d . U P F 1
Cl7 Cl 0.488(3) 1.1245(12) 0.411(2) 0.077(6) Uani 0.054(3) 1 d . U P F 2
Cl8 Cl 0.345(2) 1.1101(9) 0.4684(17) 0.137(8) Uani 0.103(3) 1 d . U P F 2
Cl9 Cl 0.31974(12) 1.07437(15) 0.47132(11) 0.0788(8) Uani 0.794(3) 1 d . U P F
1
Cl10 Cl 0.3195(16) 1.0394(10) 0.4564(17) 0.098(5) Uani 0.099(3) 1 d . U P F 2
C2S C 0.8490(3) 0.70760(18) 0.4147(3) 0.0404(10) Uani 0.9 1 d . U P G 1
H2S H 0.7907 0.6764 0.4201 0.048 Uiso 0.9 1 calc R U P G 1
C2SA C 0.962(4) 0.733(2) 0.560(4) 0.078(6) Uani 0.1 1 d . U P H 2
H2SA H 1.0422 0.7411 0.5841 0.093 Uiso 0.1 1 calc R U P H 2
Cl11 Cl 0.844(2) 0.7483(13) 0.650(2) 0.092(6) Uani 0.049(2) 1 d . U P H 2
Cl12 Cl 0.788(2) 0.8059(13) 0.5125(17) 0.090(5) Uani 0.058(3) 1 d . U P H 2
Cl13 Cl 0.80543(14) 0.76779(9) 0.49037(10) 0.0609(5) Uani 0.785(3) 1 d . U P G
1
Cl14 Cl 0.7662(10) 0.7308(7) 0.4884(9) 0.088(3) Uani 0.123(3) 1 d . U P H 2
Cl15 Cl 0.887(2) 0.7915(12) 0.4584(19) 0.097(5) Uani 0.058(2) 1 d . U P H 2
Cl16 Cl 0.7871(13) 0.6961(7) 0.4299(14) 0.090(5) Uani 0.095(3) 1 d . U P H 2
Cl17 Cl 0.85946(7) 0.72932(4) 0.28604(6) 0.0343(3) Uani 0.884(2) 1 d . U P G 1
Cl18 Cl 0.9371(18) 0.6712(10) 0.4653(18) 0.068(5) Uani 0.079(3) 1 d . U P H 2
Cl19 Cl 0.98215(13) 0.68209(7) 0.46156(13) 0.0437(4) Uani 0.809(3) 1 d . U P G
1
Cl20 Cl 0.9905(18) 0.7094(11) 0.524(2) 0.081(5) Uani 0.061(3) 1 d . U P H 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C13 1.363(3) . ?
N1 C2 1.371(3) . ?
N1 H1 0.8800 . ?
C2 N14 1.330(3) . ?
C2 C3 1.455(3) . ?
C3 N4 1.368(3) . ?
C3 C4 1.368(3) . ?
C3 C12 1.398(3) . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
N4 C5 1.384(3) . ?
C5 C10 1.421(3) . ?
C5 C6 1.531(3) . ?
C6 C34 1.524(4) . ?
C6 C7 1.532(4) . ?
C6 C33 1.539(4) . ?
C7 C8 1.503(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.525(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C35 1.527(4) . ?
C9 C36 1.534(4) . ?
C9 C10 1.535(3) . ?
C10 N11 1.382(3) . ?
C10 C11 1.382(3) . ?
C11 C12 1.366(3) . ?
C11 H11 0.9500 . ?
N11 C12 1.366(3) . ?
C12 C13 1.450(3) . ?
C13 N15 1.336(3) . ?
N14 C15 1.323(3) . ?
N15 C17 1.328(3) . ?
C15 N16 1.374(3) 3_666 ?
C15 C27 1.464(3) 3_666 ?
N16 C17 1.362(3) . ?
N16 C15 1.374(3) 3_666 ?
N16 H16 0.8800 . ?
C17 C18 1.458(3) . ?
C18 N19 1.371(3) . ?
C18 C19 1.371(3) . ?
C18 C27 1.392(3) . ?
C19 C20 1.388(3) . ?
C19 H19 0.9500 . ?
N19 C20 1.388(3) . ?
C20 C25 1.418(3) . ?
C20 C21 1.537(3) . ?
C21 C28 1.518(4) . ?
C21 C29 1.527(4) . ?
C21 C22 1.527(6) . ?
C21 C22A 1.60(2) . ?
C22 C23 1.531(6) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.539(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C22A C23A 1.36(3) . ?
C22A H22C 0.9900 . ?
C22A H22D 0.9900 . ?
C23A C24 1.521(19) . ?
C23A H23C 0.9900 . ?
C23A H23D 0.9900 . ?
C24 C30A 1.40(3) . ?
C24 C31 1.516(7) . ?
C24 C25 1.528(3) . ?
C24 C30 1.561(6) . ?
C24 C31A 1.58(3) . ?
C25 N26 1.387(3) . ?
C25 C26 1.387(3) . ?
C26 C27 1.369(3) . ?
C26 H26 0.9500 . ?
N26 C27 1.369(3) . ?
C27 C15 1.464(3) 3_666 ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C30A H30D 0.9800 . ?
C30A H30E 0.9800 . ?
C30A H30F 0.9800 . ?
C31A H31D 0.9800 . ?
C31A H31E 0.9800 . ?
C31A H31F 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C1S Cl5 1.287(17) . ?
C1S Cl7 1.48(3) . ?
C1S Cl4 1.648(12) . ?
C1S Cl8 1.701(18) . ?
C1S Cl9 1.708(4) . ?
C1S Cl6 1.768(5) . ?
C1S Cl10 1.774(18) . ?
C1S Cl3 1.799(6) . ?
C1S Cl2 1.82(2) . ?
C1S Cl1 2.227(18) . ?
C1S H1S 1.09(5) . ?
Cl1 Cl2 1.04(3) . ?
Cl1 Cl10 1.17(3) . ?
Cl1 Cl4 2.32(2) . ?
Cl2 Cl4 1.33(3) . ?
Cl2 Cl10 1.72(3) . ?
Cl2 Cl5 2.29(3) . ?
Cl4 Cl5 1.29(2) . ?
Cl5 Cl7 1.57(4) . ?
Cl7 Cl8 1.87(4) . ?
Cl8 Cl10 1.68(3) . ?
C2S Cl17 1.751(4) . ?
C2S Cl19 1.770(4) . ?
C2S Cl13 1.789(5) . ?
C2S H2S 1.0000 . ?
C2SA Cl11 1.85(6) . ?
C2SA Cl18 1.92(6) . ?
C2SA Cl15 2.08(6) . ?
C2SA H2SA 1.0000 . ?
Cl11 Cl14 2.32(3) . ?
Cl11 Cl12 2.32(4) . ?
Cl12 Cl15 1.40(3) . ?
Cl12 Cl14 1.79(3) . ?
Cl14 Cl16 1.138(18) . ?
Cl14 Cl15 2.04(3) . ?
Cl14 Cl18 2.46(2) . ?
Cl15 Cl20 2.41(3) . ?
Cl16 Cl18 1.90(2) . ?
Cl18 Cl20 1.32(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N1 C2 108.86(19) . . ?
C13 N1 H1 125.6 . . ?
C2 N1 H1 125.6 . . ?
N14 C2 N1 128.0(2) . . ?
N14 C2 C3 123.1(2) . . ?
N1 C2 C3 108.85(19) . . ?
N4 C3 C12 120.9(2) . . ?
C4 C3 C12 120.9(2) . . ?
N4 C3 C2 132.7(2) . . ?
C4 C3 C2 132.7(2) . . ?
C12 C3 C2 106.4(2) . . ?
C3 C4 C5 118.7(2) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C3 N4 C5 118.7(2) . . ?
N4 C5 C10 120.1(2) . . ?
C4 C5 C10 120.1(2) . . ?
N4 C5 C6 117.7(2) . . ?
C4 C5 C6 117.7(2) . . ?
C10 C5 C6 122.2(2) . . ?
C34 C6 C5 111.3(2) . . ?
C34 C6 C7 107.4(2) . . ?
C5 C6 C7 110.5(2) . . ?
C34 C6 C33 109.4(2) . . ?
C5 C6 C33 108.2(2) . . ?
C7 C6 C33 110.1(2) . . ?
C8 C7 C6 112.5(2) . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 C9 112.9(2) . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C8 C9 C35 107.9(2) . . ?
C8 C9 C36 109.8(2) . . ?
C35 C9 C36 109.0(3) . . ?
C8 C9 C10 111.2(2) . . ?
C35 C9 C10 110.9(2) . . ?
C36 C9 C10 108.0(2) . . ?
N11 C10 C5 120.4(2) . . ?
C11 C10 C5 120.4(2) . . ?
N11 C10 C9 117.2(2) . . ?
C11 C10 C9 117.2(2) . . ?
C5 C10 C9 122.4(2) . . ?
C12 C11 C10 118.4(2) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
C12 N11 C10 118.4(2) . . ?
N11 C12 C3 121.5(2) . . ?
C11 C12 C3 121.5(2) . . ?
N11 C12 C13 131.9(2) . . ?
C11 C12 C13 131.9(2) . . ?
C3 C12 C13 106.58(19) . . ?
N15 C13 N1 128.6(2) . . ?
N15 C13 C12 122.1(2) . . ?
N1 C13 C12 109.27(19) . . ?
C15 N14 C2 122.4(2) . . ?
C17 N15 C13 123.3(2) . . ?
N14 C15 N16 127.7(2) . 3_666 ?
N14 C15 C27 124.2(2) . 3_666 ?
N16 C15 C27 108.09(19) 3_666 3_666 ?
C17 N16 C15 109.80(19) . 3_666 ?
C17 N16 H16 125.1 . . ?
C15 N16 H16 125.1 3_666 . ?
N15 C17 N16 128.4(2) . . ?
N15 C17 C18 123.2(2) . . ?
N16 C17 C18 108.4(2) . . ?
N19 C18 C27 121.5(2) . . ?
C19 C18 C27 121.5(2) . . ?
N19 C18 C17 131.3(2) . . ?
C19 C18 C17 131.3(2) . . ?
C27 C18 C17 107.1(2) . . ?
C18 C19 C20 118.2(2) . . ?
C18 C19 H19 120.9 . . ?
C20 C19 H19 120.9 . . ?
C18 N19 C20 118.2(2) . . ?
N19 C20 C25 120.4(2) . . ?
C19 C20 C25 120.4(2) . . ?
N19 C20 C21 117.0(2) . . ?
C19 C20 C21 117.0(2) . . ?
C25 C20 C21 122.6(2) . . ?
C28 C21 C29 109.0(3) . . ?
C28 C21 C22 105.5(3) . . ?
C29 C21 C22 111.7(3) . . ?
C28 C21 C20 110.1(2) . . ?
C29 C21 C20 109.2(2) . . ?
C22 C21 C20 111.1(3) . . ?
C28 C21 C22A 127.5(7) . . ?
C29 C21 C22A 91.1(10) . . ?
C20 C21 C22A 107.5(8) . . ?
C21 C22 C23 111.6(3) . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
C23 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C22 C23 C24 111.0(3) . . ?
C22 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23A C22A C21 115.0(18) . . ?
C23A C22A H22C 108.5 . . ?
C21 C22A H22C 108.5 . . ?
C23A C22A H22D 108.5 . . ?
C21 C22A H22D 108.5 . . ?
H22C C22A H22D 107.5 . . ?
C22A C23A C24 114.1(16) . . ?
C22A C23A H23C 108.7 . . ?
C24 C23A H23C 108.7 . . ?
C22A C23A H23D 108.7 . . ?
C24 C23A H23D 108.7 . . ?
H23C C23A H23D 107.6 . . ?
C30A C24 C23A 113.4(13) . . ?
C30A C24 C25 108.2(9) . . ?
C31 C24 C25 109.7(3) . . ?
C23A C24 C25 110.2(8) . . ?
C31 C24 C23 110.5(3) . . ?
C25 C24 C23 110.5(2) . . ?
C31 C24 C30 108.9(3) . . ?
C25 C24 C30 110.4(3) . . ?
C23 C24 C30 106.9(3) . . ?
C30A C24 C31A 110.6(12) . . ?
C23A C24 C31A 105.2(11) . . ?
C25 C24 C31A 109.1(8) . . ?
N26 C25 C20 120.1(2) . . ?
C26 C25 C20 120.1(2) . . ?
N26 C25 C24 117.6(2) . . ?
C26 C25 C24 117.6(2) . . ?
C20 C25 C24 122.4(2) . . ?
C27 C26 C25 118.7(2) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C27 N26 C25 118.7(2) . . ?
N26 C27 C18 121.1(2) . . ?
C26 C27 C18 121.1(2) . . ?
N26 C27 C15 132.3(2) . 3_666 ?
C26 C27 C15 132.3(2) . 3_666 ?
C18 C27 C15 106.6(2) . 3_666 ?
C21 C28 H28A 109.5 . . ?
C21 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C21 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C21 C29 H29A 109.5 . . ?
C21 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C21 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C24 C30 H30A 109.5 . . ?
C24 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C24 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 C31 H31A 109.5 . . ?
C24 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C24 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C24 C30A H30D 109.5 . . ?
C24 C30A H30E 109.5 . . ?
H30D C30A H30E 109.5 . . ?
C24 C30A H30F 109.5 . . ?
H30D C30A H30F 109.5 . . ?
H30E C30A H30F 109.5 . . ?
C24 C31A H31D 109.5 . . ?
C24 C31A H31E 109.5 . . ?
H31D C31A H31E 109.5 . . ?
C24 C31A H31F 109.5 . . ?
H31D C31A H31F 109.5 . . ?
H31E C31A H31F 109.5 . . ?
C6 C33 H33A 109.5 . . ?
C6 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C6 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C6 C34 H34A 109.5 . . ?
C6 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C6 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C9 C35 H35A 109.5 . . ?
C9 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C9 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C9 C36 H36A 109.5 . . ?
C9 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C9 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
Cl5 C1S Cl7 68.5(16) . . ?
Cl5 C1S Cl4 50.5(11) . . ?
Cl7 C1S Cl4 118.9(14) . . ?
Cl5 C1S Cl8 132.2(13) . . ?
Cl7 C1S Cl8 71.5(15) . . ?
Cl4 C1S Cl8 151.7(9) . . ?
Cl9 C1S Cl6 110.9(2) . . ?
Cl5 C1S Cl10 130.5(11) . . ?
Cl7 C1S Cl10 122.5(14) . . ?
Cl4 C1S Cl10 98.1(9) . . ?
Cl8 C1S Cl10 57.7(9) . . ?
Cl9 C1S Cl3 114.0(3) . . ?
Cl6 C1S Cl3 109.8(3) . . ?
Cl5 C1S Cl2 92.9(13) . . ?
Cl7 C1S Cl2 155.0(14) . . ?
Cl4 C1S Cl2 44.5(9) . . ?
Cl8 C1S Cl2 114.7(11) . . ?
Cl10 C1S Cl2 57.1(11) . . ?
Cl5 C1S Cl1 117.8(11) . . ?
Cl7 C1S Cl1 152.2(11) . . ?
Cl4 C1S Cl1 72.0(6) . . ?
Cl8 C1S Cl1 87.9(9) . . ?
Cl10 C1S Cl1 31.4(8) . . ?
Cl2 C1S Cl1 27.7(8) . . ?
Cl5 C1S H1S 116(3) . . ?
Cl7 C1S H1S 99(3) . . ?
Cl4 C1S H1S 109(2) . . ?
Cl8 C1S H1S 94(3) . . ?
Cl9 C1S H1S 103(2) . . ?
Cl6 C1S H1S 114(2) . . ?
Cl10 C1S H1S 109(3) . . ?
Cl3 C1S H1S 106(2) . . ?
Cl2 C1S H1S 105(2) . . ?
Cl1 C1S H1S 101(2) . . ?
Cl2 Cl1 Cl10 102(2) . . ?
Cl2 Cl1 C1S 54.2(13) . . ?
Cl10 Cl1 C1S 52.4(11) . . ?
Cl2 Cl1 Cl4 12.7(13) . . ?
Cl10 Cl1 Cl4 89.2(13) . . ?
C1S Cl1 Cl4 42.4(4) . . ?
Cl1 Cl2 Cl4 157(2) . . ?
Cl1 Cl2 Cl10 41.6(14) . . ?
Cl4 Cl2 Cl10 115.7(15) . . ?
Cl1 Cl2 C1S 98.2(16) . . ?
Cl4 Cl2 C1S 60.7(9) . . ?
Cl10 Cl2 C1S 60.0(9) . . ?
Cl1 Cl2 Cl5 128.5(18) . . ?
Cl4 Cl2 Cl5 28.8(8) . . ?
Cl10 Cl2 Cl5 87.0(12) . . ?
C1S Cl2 Cl5 34.2(6) . . ?
Cl5 Cl4 Cl2 121.5(13) . . ?
Cl5 Cl4 C1S 50.1(8) . . ?
Cl2 Cl4 C1S 74.8(9) . . ?
Cl5 Cl4 Cl1 111.6(11) . . ?
Cl2 Cl4 Cl1 10.0(10) . . ?
C1S Cl4 Cl1 65.6(6) . . ?
C1S Cl5 Cl4 79.4(13) . . ?
C1S Cl5 Cl7 61.7(14) . . ?
Cl4 Cl5 Cl7 141.0(19) . . ?
C1S Cl5 Cl2 52.8(9) . . ?
Cl4 Cl5 Cl2 29.6(9) . . ?
Cl7 Cl5 Cl2 112.6(16) . . ?
C1S Cl7 Cl5 49.8(11) . . ?
C1S Cl7 Cl8 59.6(13) . . ?
Cl5 Cl7 Cl8 105.2(19) . . ?
Cl10 Cl8 C1S 63.3(10) . . ?
Cl10 Cl8 Cl7 107.3(15) . . ?
C1S Cl8 Cl7 48.8(10) . . ?
Cl1 Cl10 Cl8 150(2) . . ?
Cl1 Cl10 Cl2 36.5(12) . . ?
Cl8 Cl10 Cl2 121.9(15) . . ?
Cl1 Cl10 C1S 96.2(15) . . ?
Cl8 Cl10 C1S 59.0(9) . . ?
Cl2 Cl10 C1S 62.9(10) . . ?
Cl17 C2S Cl19 110.8(2) . . ?
Cl17 C2S Cl13 108.8(2) . . ?
Cl19 C2S Cl13 109.2(2) . . ?
Cl17 C2S H2S 109.4 . . ?
Cl19 C2S H2S 109.4 . . ?
Cl13 C2S H2S 109.4 . . ?
Cl11 C2SA Cl18 116(3) . . ?
Cl11 C2SA Cl15 88(3) . . ?
Cl18 C2SA Cl15 91(2) . . ?
Cl11 C2SA H2SA 118.1 . . ?
Cl18 C2SA H2SA 118.1 . . ?
Cl15 C2SA H2SA 118.1 . . ?
C2SA Cl11 Cl14 71.6(19) . . ?
C2SA Cl11 Cl12 80(2) . . ?
Cl14 Cl11 Cl12 45.5(9) . . ?
Cl15 Cl12 Cl14 78.4(18) . . ?
Cl15 Cl12 Cl11 91.2(18) . . ?
Cl14 Cl12 Cl11 67.0(12) . . ?
Cl16 Cl14 Cl12 140.9(17) . . ?
Cl16 Cl14 Cl15 102.1(14) . . ?
Cl12 Cl14 Cl15 42.2(11) . . ?
Cl16 Cl14 Cl11 130.2(13) . . ?
Cl12 Cl14 Cl11 67.4(12) . . ?
Cl15 Cl14 Cl11 77.6(11) . . ?
Cl16 Cl14 Cl18 48.4(10) . . ?
Cl12 Cl14 Cl18 117.0(11) . . ?
Cl15 Cl14 Cl18 78.4(9) . . ?
Cl11 Cl14 Cl18 84.1(10) . . ?
Cl12 Cl15 Cl14 59.4(17) . . ?
Cl12 Cl15 C2SA 101(2) . . ?
Cl14 Cl15 C2SA 73.6(18) . . ?
Cl12 Cl15 Cl20 115(2) . . ?
Cl14 Cl15 Cl20 74.4(11) . . ?
C2SA Cl15 Cl20 18.9(14) . . ?
Cl14 Cl16 Cl18 105.0(13) . . ?
Cl20 Cl18 Cl16 111.4(17) . . ?
Cl20 Cl18 C2SA 19.4(18) . . ?
Cl16 Cl18 C2SA 93.5(19) . . ?
Cl20 Cl18 Cl14 86.0(15) . . ?
Cl16 Cl18 Cl14 26.6(6) . . ?
C2SA Cl18 Cl14 67.4(17) . . ?
Cl18 Cl20 Cl15 95.7(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N1 C2 N14 -178.1(2) . . . . ?
C13 N1 C2 C3 0.4(3) . . . . ?
N14 C2 C3 N4 -1.0(4) . . . . ?
N1 C2 C3 N4 -179.5(2) . . . . ?
N14 C2 C3 C4 -1.0(4) . . . . ?
N1 C2 C3 C4 -179.5(2) . . . . ?
N14 C2 C3 C12 178.0(2) . . . . ?
N1 C2 C3 C12 -0.5(3) . . . . ?
C12 C3 C4 C5 0.8(3) . . . . ?
C2 C3 C4 C5 179.7(2) . . . . ?
C12 C3 N4 C5 0.8(3) . . . . ?
C2 C3 N4 C5 179.7(2) . . . . ?
C3 N4 C5 C10 0.5(3) . . . . ?
C3 N4 C5 C6 177.4(2) . . . . ?
C3 C4 C5 C10 0.5(3) . . . . ?
C3 C4 C5 C6 177.4(2) . . . . ?
N4 C5 C6 C34 44.4(3) . . . . ?
C4 C5 C6 C34 44.4(3) . . . . ?
C10 C5 C6 C34 -138.8(3) . . . . ?
N4 C5 C6 C7 163.7(2) . . . . ?
C4 C5 C6 C7 163.7(2) . . . . ?
C10 C5 C6 C7 -19.5(3) . . . . ?
N4 C5 C6 C33 -75.7(3) . . . . ?
C4 C5 C6 C33 -75.7(3) . . . . ?
C10 C5 C6 C33 101.0(3) . . . . ?
C34 C6 C7 C8 169.3(3) . . . . ?
C5 C6 C7 C8 47.8(3) . . . . ?
C33 C6 C7 C8 -71.7(3) . . . . ?
C6 C7 C8 C9 -62.9(3) . . . . ?
C7 C8 C9 C35 166.0(3) . . . . ?
C7 C8 C9 C36 -75.4(3) . . . . ?
C7 C8 C9 C10 44.1(3) . . . . ?
N4 C5 C10 N11 -1.4(4) . . . . ?
C6 C5 C10 N11 -178.1(2) . . . . ?
C4 C5 C10 C11 -1.4(4) . . . . ?
C6 C5 C10 C11 -178.1(2) . . . . ?
N4 C5 C10 C9 -179.1(2) . . . . ?
C4 C5 C10 C9 -179.1(2) . . . . ?
C6 C5 C10 C9 4.2(4) . . . . ?
C8 C9 C10 N11 166.5(2) . . . . ?
C35 C9 C10 N11 46.4(3) . . . . ?
C36 C9 C10 N11 -72.9(3) . . . . ?
C8 C9 C10 C11 166.5(2) . . . . ?
C35 C9 C10 C11 46.4(3) . . . . ?
C36 C9 C10 C11 -72.9(3) . . . . ?
C8 C9 C10 C5 -15.7(3) . . . . ?
C35 C9 C10 C5 -135.9(3) . . . . ?
C36 C9 C10 C5 104.8(3) . . . . ?
C5 C10 C11 C12 0.9(4) . . . . ?
C9 C10 C11 C12 178.7(2) . . . . ?
C5 C10 N11 C12 0.9(4) . . . . ?
C9 C10 N11 C12 178.7(2) . . . . ?
C10 N11 C12 C3 0.5(4) . . . . ?
C10 N11 C12 C13 179.3(2) . . . . ?
C10 C11 C12 C3 0.5(4) . . . . ?
C10 C11 C12 C13 179.3(2) . . . . ?
N4 C3 C12 N11 -1.4(4) . . . . ?
C2 C3 C12 N11 179.5(2) . . . . ?
C4 C3 C12 C11 -1.4(4) . . . . ?
C2 C3 C12 C11 179.5(2) . . . . ?
N4 C3 C12 C13 179.6(2) . . . . ?
C4 C3 C12 C13 179.6(2) . . . . ?
C2 C3 C12 C13 0.5(2) . . . . ?
C2 N1 C13 N15 -178.1(2) . . . . ?
C2 N1 C13 C12 -0.1(3) . . . . ?
N11 C12 C13 N15 -1.0(4) . . . . ?
C11 C12 C13 N15 -1.0(4) . . . . ?
C3 C12 C13 N15 177.9(2) . . . . ?
N11 C12 C13 N1 -179.2(2) . . . . ?
C11 C12 C13 N1 -179.2(2) . . . . ?
C3 C12 C13 N1 -0.3(3) . . . . ?
N1 C2 N14 C15 0.8(4) . . . . ?
C3 C2 N14 C15 -177.5(2) . . . . ?
N1 C13 N15 C17 0.5(4) . . . . ?
C12 C13 N15 C17 -177.4(2) . . . . ?
C2 N14 C15 N16 -3.8(4) . . . 3_666 ?
C2 N14 C15 C27 176.5(2) . . . 3_666 ?
C13 N15 C17 N16 -3.7(4) . . . . ?
C13 N15 C17 C18 176.0(2) . . . . ?
C15 N16 C17 N15 -178.2(2) 3_666 . . . ?
C15 N16 C17 C18 2.1(3) 3_666 . . . ?
N15 C17 C18 N19 -3.4(4) . . . . ?
N16 C17 C18 N19 176.3(2) . . . . ?
N15 C17 C18 C19 -3.4(4) . . . . ?
N16 C17 C18 C19 176.3(2) . . . . ?
N15 C17 C18 C27 178.6(2) . . . . ?
N16 C17 C18 C27 -1.7(3) . . . . ?
C27 C18 C19 C20 0.3(3) . . . . ?
C17 C18 C19 C20 -177.4(2) . . . . ?
C27 C18 N19 C20 0.3(3) . . . . ?
C17 C18 N19 C20 -177.4(2) . . . . ?
C18 N19 C20 C25 -1.7(3) . . . . ?
C18 N19 C20 C21 178.0(2) . . . . ?
C18 C19 C20 C25 -1.7(3) . . . . ?
C18 C19 C20 C21 178.0(2) . . . . ?
N19 C20 C21 C28 -50.0(3) . . . . ?
C19 C20 C21 C28 -50.0(3) . . . . ?
C25 C20 C21 C28 129.7(3) . . . . ?
N19 C20 C21 C29 69.7(3) . . . . ?
C19 C20 C21 C29 69.7(3) . . . . ?
C25 C20 C21 C29 -110.6(3) . . . . ?
C19 C20 C21 C22 -166.6(3) . . . . ?
C25 C20 C21 C22 13.1(4) . . . . ?
N19 C20 C21 C22A 167.3(9) . . . . ?
C25 C20 C21 C22A -13.0(10) . . . . ?
C28 C21 C22 C23 -164.4(3) . . . . ?
C29 C21 C22 C23 77.3(4) . . . . ?
C20 C21 C22 C23 -45.0(4) . . . . ?
C21 C22 C23 C24 65.6(4) . . . . ?
C28 C21 C22A C23A -89.0(17) . . . . ?
C29 C21 C22A C23A 155.8(16) . . . . ?
C20 C21 C22A C23A 45.2(18) . . . . ?
C21 C22A C23A C24 -65(2) . . . . ?
C22A C23A C24 C30A -75(2) . . . . ?
C22A C23A C24 C25 46.6(19) . . . . ?
C22A C23A C24 C31A 164.1(18) . . . . ?
C22 C23 C24 C31 72.6(4) . . . . ?
C22 C23 C24 C25 -48.9(4) . . . . ?
C22 C23 C24 C30 -169.0(4) . . . . ?
N19 C20 C25 N26 1.9(3) . . . . ?
C21 C20 C25 N26 -177.8(2) . . . . ?
C19 C20 C25 C26 1.9(3) . . . . ?
C21 C20 C25 C26 -177.8(2) . . . . ?
N19 C20 C25 C24 -179.7(2) . . . . ?
C19 C20 C25 C24 -179.7(2) . . . . ?
C21 C20 C25 C24 0.6(3) . . . . ?
C30A C24 C25 N26 -71.5(9) . . . . ?
C23A C24 C25 N26 164.0(9) . . . . ?
C31A C24 C25 N26 49.0(9) . . . . ?
C31 C24 C25 C26 73.7(3) . . . . ?
C23 C24 C25 C26 -164.2(3) . . . . ?
C30 C24 C25 C26 -46.3(3) . . . . ?
C30A C24 C25 C20 110.0(9) . . . . ?
C31 C24 C25 C20 -104.8(3) . . . . ?
C23A C24 C25 C20 -14.4(9) . . . . ?
C23 C24 C25 C20 17.3(3) . . . . ?
C30 C24 C25 C20 135.2(3) . . . . ?
C31A C24 C25 C20 -129.5(9) . . . . ?
C20 C25 C26 C27 -0.6(3) . . . . ?
C24 C25 C26 C27 -179.1(2) . . . . ?
C20 C25 N26 C27 -0.6(3) . . . . ?
C24 C25 N26 C27 -179.1(2) . . . . ?
C25 N26 C27 C18 -0.8(3) . . . . ?
C25 N26 C27 C15 177.3(2) . . . 3_666 ?
C25 C26 C27 C18 -0.8(3) . . . . ?
C25 C26 C27 C15 177.3(2) . . . 3_666 ?
N19 C18 C27 N26 0.9(4) . . . . ?
C17 C18 C27 N26 179.1(2) . . . . ?
C19 C18 C27 C26 0.9(4) . . . . ?
C17 C18 C27 C26 179.1(2) . . . . ?
N19 C18 C27 C15 -177.6(2) . . . 3_666 ?
C19 C18 C27 C15 -177.6(2) . . . 3_666 ?
C17 C18 C27 C15 0.6(2) . . . 3_666 ?
Cl10 Cl1 Cl2 Cl4 -3(6) . . . . ?
C1S Cl1 Cl2 Cl4 20(4) . . . . ?
C1S Cl1 Cl2 Cl10 22.8(17) . . . . ?
Cl4 Cl1 Cl2 Cl10 3(6) . . . . ?
Cl10 Cl1 Cl2 C1S -22.8(17) . . . . ?
Cl4 Cl1 Cl2 C1S -20(4) . . . . ?
Cl10 Cl1 Cl2 Cl5 -5(2) . . . . ?
C1S Cl1 Cl2 Cl5 17.6(10) . . . . ?
Cl4 Cl1 Cl2 Cl5 -2(4) . . . . ?
Cl5 C1S Cl2 Cl1 155.2(16) . . . . ?
Cl7 C1S Cl2 Cl1 115(3) . . . . ?
Cl4 C1S Cl2 Cl1 171(2) . . . . ?
Cl8 C1S Cl2 Cl1 15.3(19) . . . . ?
Cl10 C1S Cl2 Cl1 17.3(14) . . . . ?
Cl5 C1S Cl2 Cl4 -16.2(12) . . . . ?
Cl7 C1S Cl2 Cl4 -57(3) . . . . ?
Cl8 C1S Cl2 Cl4 -156.1(13) . . . . ?
Cl10 C1S Cl2 Cl4 -154.0(15) . . . . ?
Cl1 C1S Cl2 Cl4 -171(2) . . . . ?
Cl5 C1S Cl2 Cl10 137.8(12) . . . . ?
Cl7 C1S Cl2 Cl10 97(3) . . . . ?
Cl4 C1S Cl2 Cl10 154.0(15) . . . . ?
Cl8 C1S Cl2 Cl10 -2.1(15) . . . . ?
Cl1 C1S Cl2 Cl10 -17.3(14) . . . . ?
Cl7 C1S Cl2 Cl5 -41(3) . . . . ?
Cl4 C1S Cl2 Cl5 16.2(12) . . . . ?
Cl8 C1S Cl2 Cl5 -139.9(13) . . . . ?
Cl10 C1S Cl2 Cl5 -137.8(12) . . . . ?
Cl1 C1S Cl2 Cl5 -155.2(16) . . . . ?
Cl1 Cl2 Cl4 Cl5 -4(6) . . . . ?
Cl10 Cl2 Cl4 Cl5 -6(2) . . . . ?
C1S Cl2 Cl4 Cl5 18.9(14) . . . . ?
Cl1 Cl2 Cl4 C1S -23(5) . . . . ?
Cl10 Cl2 Cl4 C1S -24.9(13) . . . . ?
Cl5 Cl2 Cl4 C1S -18.9(14) . . . . ?
Cl10 Cl2 Cl4 Cl1 -2(4) . . . . ?
C1S Cl2 Cl4 Cl1 23(5) . . . . ?
Cl5 Cl2 Cl4 Cl1 4(6) . . . . ?
Cl7 C1S Cl4 Cl5 -2.7(17) . . . . ?
Cl8 C1S Cl4 Cl5 -108(2) . . . . ?
Cl10 C1S Cl4 Cl5 -137.0(14) . . . . ?
Cl2 C1S Cl4 Cl5 -158.9(16) . . . . ?
Cl1 C1S Cl4 Cl5 -154.6(12) . . . . ?
Cl5 C1S Cl4 Cl2 158.9(16) . . . . ?
Cl7 C1S Cl4 Cl2 156.2(15) . . . . ?
Cl8 C1S Cl4 Cl2 51(2) . . . . ?
Cl10 C1S Cl4 Cl2 21.8(13) . . . . ?
Cl1 C1S Cl4 Cl2 4.2(10) . . . . ?
Cl5 C1S Cl4 Cl1 154.6(12) . . . . ?
Cl7 C1S Cl4 Cl1 152.0(13) . . . . ?
Cl8 C1S Cl4 Cl1 47(2) . . . . ?
Cl10 C1S Cl4 Cl1 17.6(9) . . . . ?
Cl2 C1S Cl4 Cl1 -4.2(10) . . . . ?
Cl7 C1S Cl5 Cl4 177.5(16) . . . . ?
Cl8 C1S Cl5 Cl4 142.4(14) . . . . ?
Cl10 C1S Cl5 Cl4 62.4(18) . . . . ?
Cl2 C1S Cl5 Cl4 14.7(11) . . . . ?
Cl1 C1S Cl5 Cl4 27.4(13) . . . . ?
Cl4 C1S Cl5 Cl7 -177.5(16) . . . . ?
Cl8 C1S Cl5 Cl7 -35.0(18) . . . . ?
Cl10 C1S Cl5 Cl7 -115.0(18) . . . . ?
Cl2 C1S Cl5 Cl7 -162.8(13) . . . . ?
Cl1 C1S Cl5 Cl7 -150.1(12) . . . . ?
Cl7 C1S Cl5 Cl2 162.8(13) . . . . ?
Cl4 C1S Cl5 Cl2 -14.7(11) . . . . ?
Cl8 C1S Cl5 Cl2 127.8(15) . . . . ?
Cl10 C1S Cl5 Cl2 47.8(15) . . . . ?
Cl1 C1S Cl5 Cl2 12.7(9) . . . . ?
Cl2 Cl4 Cl5 C1S -24.1(18) . . . . ?
Cl1 Cl4 Cl5 C1S -24.8(11) . . . . ?
Cl2 Cl4 Cl5 Cl7 -21(4) . . . . ?
C1S Cl4 Cl5 Cl7 4(2) . . . . ?
Cl1 Cl4 Cl5 Cl7 -21(3) . . . . ?
C1S Cl4 Cl5 Cl2 24.1(18) . . . . ?
Cl1 Cl4 Cl5 Cl2 -0.7(11) . . . . ?
Cl4 C1S Cl7 Cl5 2.2(14) . . . . ?
Cl8 C1S Cl7 Cl5 153.4(14) . . . . ?
Cl10 C1S Cl7 Cl5 125.1(14) . . . . ?
Cl2 C1S Cl7 Cl5 44(3) . . . . ?
Cl1 C1S Cl7 Cl5 109(3) . . . . ?
Cl5 C1S Cl7 Cl8 -153.4(14) . . . . ?
Cl4 C1S Cl7 Cl8 -151.2(11) . . . . ?
Cl10 C1S Cl7 Cl8 -28.2(17) . . . . ?
Cl2 C1S Cl7 Cl8 -109(3) . . . . ?
Cl1 C1S Cl7 Cl8 -44(3) . . . . ?
Cl4 Cl5 Cl7 C1S -4(2) . . . . ?
Cl2 Cl5 Cl7 C1S -14.8(11) . . . . ?
C1S Cl5 Cl7 Cl8 23.6(13) . . . . ?
Cl4 Cl5 Cl7 Cl8 20(3) . . . . ?
Cl2 Cl5 Cl7 Cl8 9(2) . . . . ?
Cl5 C1S Cl8 Cl10 -117.6(17) . . . . ?
Cl7 C1S Cl8 Cl10 -151.8(17) . . . . ?
Cl4 C1S Cl8 Cl10 -35(3) . . . . ?
Cl2 C1S Cl8 Cl10 2.1(15) . . . . ?
Cl1 C1S Cl8 Cl10 9.1(11) . . . . ?
Cl5 C1S Cl8 Cl7 34.3(19) . . . . ?
Cl4 C1S Cl8 Cl7 117(2) . . . . ?
Cl10 C1S Cl8 Cl7 151.8(17) . . . . ?
Cl2 C1S Cl8 Cl7 153.9(14) . . . . ?
Cl1 C1S Cl8 Cl7 160.9(13) . . . . ?
C1S Cl7 Cl8 Cl10 26.2(16) . . . . ?
Cl5 Cl7 Cl8 Cl10 5(2) . . . . ?
Cl5 Cl7 Cl8 C1S -20.8(11) . . . . ?
Cl2 Cl1 Cl10 Cl8 55(4) . . . . ?
C1S Cl1 Cl10 Cl8 31(3) . . . . ?
Cl4 Cl1 Cl10 Cl8 54(4) . . . . ?
C1S Cl1 Cl10 Cl2 -23.4(18) . . . . ?
Cl4 Cl1 Cl10 Cl2 -0.6(13) . . . . ?
Cl2 Cl1 Cl10 C1S 23.4(17) . . . . ?
Cl4 Cl1 Cl10 C1S 22.8(9) . . . . ?
C1S Cl8 Cl10 Cl1 -37(4) . . . . ?
Cl7 Cl8 Cl10 Cl1 -59(5) . . . . ?
C1S Cl8 Cl10 Cl2 -2.3(17) . . . . ?
Cl7 Cl8 Cl10 Cl2 -24(3) . . . . ?
Cl7 Cl8 Cl10 C1S -21.8(13) . . . . ?
Cl4 Cl2 Cl10 Cl1 179(2) . . . . ?
C1S Cl2 Cl10 Cl1 154(2) . . . . ?
Cl5 Cl2 Cl10 Cl1 175.9(19) . . . . ?
Cl1 Cl2 Cl10 Cl8 -151(3) . . . . ?
Cl4 Cl2 Cl10 Cl8 27(3) . . . . ?
C1S Cl2 Cl10 Cl8 2.2(17) . . . . ?
Cl5 Cl2 Cl10 Cl8 24(2) . . . . ?
Cl1 Cl2 Cl10 C1S -154(2) . . . . ?
Cl4 Cl2 Cl10 C1S 25.1(14) . . . . ?
Cl5 Cl2 Cl10 C1S 22.2(6) . . . . ?
Cl5 C1S Cl10 Cl1 -77(2) . . . . ?
Cl7 C1S Cl10 Cl1 -165.6(18) . . . . ?
Cl4 C1S Cl10 Cl1 -33.5(15) . . . . ?
Cl8 C1S Cl10 Cl1 162(2) . . . . ?
Cl2 C1S Cl10 Cl1 -15.4(12) . . . . ?
Cl5 C1S Cl10 Cl8 120.4(18) . . . . ?
Cl7 C1S Cl10 Cl8 32(2) . . . . ?
Cl4 C1S Cl10 Cl8 164.1(13) . . . . ?
Cl2 C1S Cl10 Cl8 -177.8(16) . . . . ?
Cl1 C1S Cl10 Cl8 -162(2) . . . . ?
Cl5 C1S Cl10 Cl2 -61.8(18) . . . . ?
Cl7 C1S Cl10 Cl2 -150.2(17) . . . . ?
Cl4 C1S Cl10 Cl2 -18.1(10) . . . . ?
Cl8 C1S Cl10 Cl2 177.8(16) . . . . ?
Cl1 C1S Cl10 Cl2 15.4(12) . . . . ?
Cl18 C2SA Cl11 Cl14 -42(3) . . . . ?
Cl15 C2SA Cl11 Cl14 48.2(15) . . . . ?
Cl18 C2SA Cl11 Cl12 -89(3) . . . . ?
Cl15 C2SA Cl11 Cl12 1.9(17) . . . . ?
Cl15 Cl12 Cl14 Cl16 -30(3) . . . . ?
Cl11 Cl12 Cl14 Cl16 -127(2) . . . . ?
Cl11 Cl12 Cl14 Cl15 -96.4(16) . . . . ?
Cl15 Cl12 Cl14 Cl11 96.4(16) . . . . ?
Cl15 Cl12 Cl14 Cl18 26.1(18) . . . . ?
Cl11 Cl12 Cl14 Cl18 -70.3(12) . . . . ?
Cl11 Cl12 Cl15 Cl14 66.3(11) . . . . ?
Cl14 Cl12 Cl15 C2SA -64(2) . . . . ?
Cl11 Cl12 Cl15 C2SA 3(2) . . . . ?
Cl14 Cl12 Cl15 Cl20 -51.3(17) . . . . ?
Cl11 Cl12 Cl15 Cl20 15(2) . . . . ?
Cl12 Cl14 Cl16 Cl18 83(2) . . . . ?
Cl15 Cl14 Cl16 Cl18 62.3(15) . . . . ?
Cl11 Cl14 Cl16 Cl18 -22(3) . . . . ?
Cl16 Cl18 Cl20 Cl15 -27.6(18) . . . . ?
C2SA Cl18 Cl20 Cl15 -52(6) . . . . ?
Cl14 Cl18 Cl20 Cl15 -35.9(11) . . . . ?

_refine_diff_density_max         0.491
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_ML153F_0m
_audit_block_doi                 10.5517/ccdc.csd.cc1mlp1y
_database_code_depnum_ccdc_archive 'CCDC 1507500'
_audit_update_record             
;
2016-09-30 deposited with the CCDC.
2018-08-15 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         'C48 H54 B Cl N6, C H2 Cl2'
_chemical_formula_sum            'C49 H56 B Cl3 N6'
_chemical_formula_weight         846.15

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'
B B 0.0013 0.0007 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'

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

_cell_length_a                   24.8236(10)
_cell_length_b                   16.3090(6)
_cell_length_c                   10.9728(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4442.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9874
_cell_measurement_theta_min      2.3828
_cell_measurement_theta_max      25.3835

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             1792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.248
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.9
_diffrn_reflns_number            28577
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.498
_diffrn_reflns_theta_max         25.384
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4177
_reflns_number_gt                4031
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.892
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'BRUKER APEX2 2014.9-0'
_computing_cell_refinement       'BRUKER SAINT'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  ?
_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)+(0.0404P)²+2.8741P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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 1839 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.001(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4177
_refine_ls_number_parameters     311
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0754
_refine_ls_wR_factor_gt          0.0739
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5000 0.08718(16) 0.7070(3) 0.0163(6) Uani 1 2 d S T P . .
N3 N 0.54732(7) 0.15242(11) 0.54643(17) 0.0130(4) Uani 1 1 d . . . . .
N15 N 0.59330(7) 0.26327(11) 0.45407(16) 0.0136(4) Uani 1 1 d . . . . .
N17 N 0.5000 0.24139(16) 0.4157(2) 0.0127(5) Uani 1 2 d S T P . .
C2 C 0.54616(9) 0.11154(13) 0.6547(2) 0.0149(4) Uani 1 1 d . . . . .
C4 C 0.59270(8) 0.19816(13) 0.5299(2) 0.0128(4) Uani 1 1 d . . . . .
C5 C 0.62944(9) 0.17210(13) 0.6260(2) 0.0138(4) Uani 1 1 d . . . . .
C6 C 0.68271(9) 0.19023(13) 0.6541(2) 0.0141(4) Uani 1 1 d . . . . .
H6 H 0.7022 0.2278 0.6048 0.017 Uiso 1 1 calc R U . . .
C7 C 0.70788(9) 0.15358(13) 0.7545(2) 0.0144(4) Uani 1 1 d . . . . .
C8 C 0.76727(10) 0.17460(14) 0.7780(2) 0.0186(5) Uani 1 1 d . . . . .
C9 C 0.79202(10) 0.11748(16) 0.8738(2) 0.0253(6) Uani 1 1 d . . . . .
H9A H 0.8016 0.0648 0.8344 0.030 Uiso 1 1 calc R U . . .
H9B H 0.8257 0.1425 0.9048 0.030 Uiso 1 1 calc R U . . .
C10 C 0.75505(11) 0.10051(17) 0.9799(2) 0.0257(6) Uani 1 1 d . . . . .
H10A H 0.7454 0.1530 1.0196 0.031 Uiso 1 1 calc R U . . .
H10B H 0.7743 0.0665 1.0405 0.031 Uiso 1 1 calc R U . . .
C11 C 0.70338(10) 0.05628(15) 0.9411(2) 0.0197(5) Uani 1 1 d . . . . .
C12 C 0.67783(9) 0.10049(13) 0.8318(2) 0.0150(4) Uani 1 1 d . . . . .
C13 C 0.62411(9) 0.08414(14) 0.8058(2) 0.0162(5) Uani 1 1 d . . . . .
H13 H 0.6038 0.0496 0.8582 0.019 Uiso 1 1 calc R U . . .
C14 C 0.60011(9) 0.11829(13) 0.7033(2) 0.0148(5) Uani 1 1 d . . . . .
C16 C 0.54605(9) 0.28670(13) 0.40512(19) 0.0137(4) Uani 1 1 d . . . . .
C18 C 0.52856(9) 0.36689(14) 0.3620(2) 0.0145(4) Uani 1 1 d . . . . .
C19 C 0.55637(9) 0.43836(13) 0.3359(2) 0.0174(5) Uani 1 1 d . . . . .
H19 H 0.5946 0.4383 0.3364 0.021 Uiso 1 1 calc R U . . .
C20 C 0.52846(9) 0.51054(14) 0.3088(2) 0.0180(5) Uani 1 1 d . U . . .
C21 C 0.56208(11) 0.58749(16) 0.2815(3) 0.0287(6) Uani 1 1 d . U . . .
C22 C 0.5284(2) 0.6650(3) 0.2921(7) 0.0259(11) Uani 0.5 1 d . U P A -1
H22A H 0.5486 0.7120 0.2629 0.031 Uiso 0.5 1 d R U P A -1
H22B H 0.5187 0.6744 0.3766 0.031 Uiso 0.5 1 d R U P A -1
C23 C 0.4778(2) 0.6530(3) 0.2168(6) 0.0242(11) Uani 0.5 1 d . U P A -1
H23A H 0.4878 0.6332 0.1366 0.029 Uiso 0.5 1 d R U P A -1
H23B H 0.4593 0.7050 0.2071 0.029 Uiso 0.5 1 d R U P A -1
C24 C 0.66584(12) 0.05663(19) 1.0520(2) 0.0328(6) Uani 1 1 d . . . . .
H24A H 0.6331 0.0256 1.0330 0.049 Uiso 1 1 calc R U . . .
H24B H 0.6562 0.1133 1.0725 0.049 Uiso 1 1 calc R U . . .
H24C H 0.6842 0.0313 1.1215 0.049 Uiso 1 1 calc R U . . .
C25 C 0.71454(12) -0.03249(16) 0.9045(3) 0.0306(6) Uani 1 1 d . . . . .
H25A H 0.6806 -0.0596 0.8834 0.046 Uiso 1 1 calc R U . . .
H25B H 0.7315 -0.0614 0.9727 0.046 Uiso 1 1 calc R U . . .
H25C H 0.7387 -0.0334 0.8339 0.046 Uiso 1 1 calc R U . . .
C26 C 0.80131(9) 0.16592(17) 0.6619(2) 0.0267(6) Uani 1 1 d . . . . .
H26A H 0.8392 0.1772 0.6810 0.040 Uiso 1 1 calc R U . . .
H26B H 0.7886 0.2050 0.6005 0.040 Uiso 1 1 calc R U . . .
H26C H 0.7979 0.1100 0.6302 0.040 Uiso 1 1 calc R U . . .
C27 C 0.77020(10) 0.26457(15) 0.8206(2) 0.0242(5) Uani 1 1 d . . . . .
H27A H 0.8079 0.2797 0.8350 0.036 Uiso 1 1 calc R U . . .
H27B H 0.7497 0.2709 0.8963 0.036 Uiso 1 1 calc R U . . .
H27C H 0.7549 0.3003 0.7577 0.036 Uiso 1 1 calc R U . . .
C28 C 0.59861(12) 0.57227(19) 0.1717(3) 0.0376(7) Uani 1 1 d . U . . .
H28A H 0.6183 0.6227 0.1519 0.056 Uiso 1 1 calc R U . . .
H28B H 0.5767 0.5558 0.1016 0.056 Uiso 1 1 calc R U . . .
H28C H 0.6243 0.5286 0.1911 0.056 Uiso 1 1 calc R U . . .
C29 C 0.5886(4) 0.6179(6) 0.3816(10) 0.033(2) Uani 0.5 1 d . U P A 1
H29A H 0.6135 0.5764 0.4130 0.050 Uiso 0.5 1 calc R U P A 1
H29B H 0.5623 0.6320 0.4449 0.050 Uiso 0.5 1 calc R U P A 1
H29C H 0.6088 0.6671 0.3584 0.050 Uiso 0.5 1 calc R U P A 1
C29A C 0.6058(3) 0.6001(6) 0.3970(9) 0.0251(17) Uani 0.5 1 d . . P A 2
H29D H 0.6335 0.5572 0.3933 0.038 Uiso 0.5 1 calc R U P A 2
H29E H 0.5866 0.5963 0.4748 0.038 Uiso 0.5 1 calc R U P A 2
H29F H 0.6230 0.6540 0.3904 0.038 Uiso 0.5 1 calc R U P A 2
B1 B 0.5000 0.1569(2) 0.4646(3) 0.0130(7) Uani 1 2 d S T P . .
Cl1 Cl 0.5000 0.07386(5) 0.34930(7) 0.02119(19) Uani 1 2 d S T P . .
C1S C 0.5136(3) 0.1520(5) 1.0477(6) 0.054(3) Uani 0.5 1 d D U P B -1
H1S1 H 0.5212 0.1388 0.9613 0.065 Uiso 0.5 1 calc R U P B -1
H1S2 H 0.5160 0.1006 1.0955 0.065 Uiso 0.5 1 calc R U P B -1
Cl1S Cl 0.56140(14) 0.22218(19) 1.1014(2) 0.0507(6) Uani 0.5 1 d D U P B -1
Cl2S Cl 0.44951(15) 0.1926(3) 1.0606(5) 0.1026(15) Uani 0.5 1 d D U P B -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
N1 C2 1.342(3) . ?
N1 C2 1.342(3) 4_655 ?
N3 C2 1.363(3) . ?
N3 C4 1.363(3) . ?
N3 B1 1.480(3) . ?
N15 C16 1.345(3) . ?
N15 C4 1.349(3) . ?
N17 C16 1.366(3) . ?
N17 C16 1.366(3) 4_655 ?
N17 B1 1.479(4) . ?
C2 C14 1.446(3) . ?
C4 C5 1.457(3) . ?
C5 C6 1.390(3) . ?
C5 C14 1.421(3) . ?
C6 C7 1.401(3) . ?
C6 H6 0.9500 . ?
C7 C12 1.423(3) . ?
C7 C8 1.536(3) . ?
C8 C9 1.533(3) . ?
C8 C26 1.535(3) . ?
C8 C27 1.542(3) . ?
C9 C10 1.508(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.532(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C25 1.528(4) . ?
C11 C24 1.533(4) . ?
C11 C12 1.537(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.390(3) . ?
C13 H13 0.9500 . ?
C16 C18 1.457(3) . ?
C18 C19 1.385(3) . ?
C18 C18 1.418(4) 4_655 ?
C19 C20 1.398(3) . ?
C19 H19 0.9500 . ?
C20 C20 1.413(5) 4_655 ?
C20 C21 1.537(3) . ?
C21 C29 1.374(10) . ?
C21 C22 1.521(6) . ?
C21 C28 1.528(4) . ?
C21 C29A 1.682(8) . ?
C22 C23 1.514(7) . ?
C22 C29 1.947(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9701 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C29A H29D 0.9800 . ?
C29A H29E 0.9800 . ?
C29A H29F 0.9800 . ?
B1 N3 1.480(3) 4_655 ?
B1 Cl1 1.853(4) . ?
C1S Cl2S 1.730(9) . ?
C1S Cl1S 1.750(7) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C2 117.3(3) . 4_655 ?
C2 N3 C4 113.63(19) . . ?
C2 N3 B1 122.4(2) . . ?
C4 N3 B1 123.3(2) . . ?
C16 N15 C4 117.41(18) . . ?
C16 N17 C16 113.6(3) . 4_655 ?
C16 N17 B1 122.34(13) . . ?
C16 N17 B1 122.34(13) 4_655 . ?
N1 C2 N3 122.4(2) . . ?
N1 C2 C14 131.0(2) . . ?
N3 C2 C14 105.34(19) . . ?
N15 C4 N3 121.43(19) . . ?
N15 C4 C5 131.98(19) . . ?
N3 C4 C5 105.18(18) . . ?
C6 C5 C14 119.1(2) . . ?
C6 C5 C4 133.9(2) . . ?
C14 C5 C4 106.92(19) . . ?
C5 C6 C7 120.5(2) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C12 119.6(2) . . ?
C6 C7 C8 117.7(2) . . ?
C12 C7 C8 122.6(2) . . ?
C9 C8 C26 107.0(2) . . ?
C9 C8 C7 111.37(19) . . ?
C26 C8 C7 111.61(19) . . ?
C9 C8 C27 110.59(19) . . ?
C26 C8 C27 108.3(2) . . ?
C7 C8 C27 107.97(19) . . ?
C10 C9 C8 113.4(2) . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 C11 112.4(2) . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C11 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C25 C11 C10 111.6(2) . . ?
C25 C11 C24 108.8(2) . . ?
C10 C11 C24 106.7(2) . . ?
C25 C11 C12 108.3(2) . . ?
C10 C11 C12 110.0(2) . . ?
C24 C11 C12 111.6(2) . . ?
C13 C12 C7 119.9(2) . . ?
C13 C12 C11 117.8(2) . . ?
C7 C12 C11 122.30(19) . . ?
C12 C13 C14 120.0(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C5 120.7(2) . . ?
C13 C14 C2 131.7(2) . . ?
C5 C14 C2 107.56(19) . . ?
N15 C16 N17 122.8(2) . . ?
N15 C16 C18 130.1(2) . . ?
N17 C16 C18 105.30(19) . . ?
C19 C18 C18 119.90(13) . 4_655 ?
C19 C18 C16 132.4(2) . . ?
C18 C18 C16 107.34(12) 4_655 . ?
C18 C19 C20 120.4(2) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C20 119.71(13) . 4_655 ?
C19 C20 C21 117.4(2) . . ?
C20 C20 C21 122.90(13) 4_655 . ?
C29 C21 C22 84.4(5) . . ?
C29 C21 C28 113.9(5) . . ?
C22 C21 C28 121.5(3) . . ?
C29 C21 C20 113.5(5) . . ?
C22 C21 C20 111.4(3) . . ?
C28 C21 C20 110.1(2) . . ?
C28 C21 C29A 103.4(4) . . ?
C20 C21 C29A 107.6(4) . . ?
C23 C22 C21 107.8(4) . . ?
C23 C22 C29 149.3(5) . . ?
C21 C22 C29 44.6(4) . . ?
C23 C22 H22A 110.5 . . ?
C21 C22 H22A 110.3 . . ?
C29 C22 H22A 94.7 . . ?
C23 C22 H22B 109.7 . . ?
C21 C22 H22B 109.9 . . ?
C29 C22 H22B 76.7 . . ?
H22A C22 H22B 108.6 . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.8 . . ?
H23A C23 H23B 108.2 . . ?
C11 C24 H24A 109.5 . . ?
C11 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C11 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C11 C25 H25A 109.5 . . ?
C11 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C11 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C8 C26 H26A 109.5 . . ?
C8 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C8 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C27 H27A 109.5 . . ?
C8 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C8 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C28 H28A 109.5 . . ?
C21 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C21 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C21 C29 C22 51.0(3) . . ?
C21 C29 H29A 109.5 . . ?
C22 C29 H29A 159.2 . . ?
C21 C29 H29B 109.5 . . ?
C22 C29 H29B 75.8 . . ?
H29A C29 H29B 109.5 . . ?
C21 C29 H29C 109.5 . . ?
C22 C29 H29C 86.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C21 C29A H29D 109.5 . . ?
C21 C29A H29E 109.5 . . ?
H29D C29A H29E 109.5 . . ?
C21 C29A H29F 109.5 . . ?
H29D C29A H29F 109.5 . . ?
H29E C29A H29F 109.5 . . ?
N17 B1 N3 105.42(18) . 4_655 ?
N17 B1 N3 105.42(18) . . ?
N3 B1 N3 105.0(3) 4_655 . ?
N17 B1 Cl1 115.7(2) . . ?
N3 B1 Cl1 112.22(16) 4_655 . ?
N3 B1 Cl1 112.22(16) . . ?
Cl2S C1S Cl1S 110.2(4) . . ?
Cl2S C1S H1S1 109.6 . . ?
Cl1S C1S H1S1 109.6 . . ?
Cl2S C1S H1S2 109.6 . . ?
Cl1S C1S H1S2 109.6 . . ?
H1S1 C1S H1S2 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C2 N3 -6.4(4) 4_655 . . . ?
C2 N1 C2 C14 158.84(17) 4_655 . . . ?
C4 N3 C2 N1 156.6(2) . . . . ?
B1 N3 C2 N1 -14.2(3) . . . . ?
C4 N3 C2 C14 -11.9(2) . . . . ?
B1 N3 C2 C14 177.3(2) . . . . ?
C16 N15 C4 N3 6.9(3) . . . . ?
C16 N15 C4 C5 -157.4(2) . . . . ?
C2 N3 C4 N15 -156.0(2) . . . . ?
B1 N3 C4 N15 14.7(3) . . . . ?
C2 N3 C4 C5 12.0(2) . . . . ?
B1 N3 C4 C5 -177.4(2) . . . . ?
N15 C4 C5 C6 -19.3(4) . . . . ?
N3 C4 C5 C6 174.6(2) . . . . ?
N15 C4 C5 C14 159.3(2) . . . . ?
N3 C4 C5 C14 -6.9(2) . . . . ?
C14 C5 C6 C7 2.4(3) . . . . ?
C4 C5 C6 C7 -179.2(2) . . . . ?
C5 C6 C7 C12 -3.1(3) . . . . ?
C5 C6 C7 C8 178.3(2) . . . . ?
C6 C7 C8 C9 -168.6(2) . . . . ?
C12 C7 C8 C9 12.9(3) . . . . ?
C6 C7 C8 C26 -49.0(3) . . . . ?
C12 C7 C8 C26 132.4(2) . . . . ?
C6 C7 C8 C27 69.8(3) . . . . ?
C12 C7 C8 C27 -108.7(2) . . . . ?
C26 C8 C9 C10 -163.7(2) . . . . ?
C7 C8 C9 C10 -41.5(3) . . . . ?
C27 C8 C9 C10 78.6(3) . . . . ?
C8 C9 C10 C11 62.5(3) . . . . ?
C9 C10 C11 C25 71.0(3) . . . . ?
C9 C10 C11 C24 -170.3(2) . . . . ?
C9 C10 C11 C12 -49.2(3) . . . . ?
C6 C7 C12 C13 1.2(3) . . . . ?
C8 C7 C12 C13 179.7(2) . . . . ?
C6 C7 C12 C11 178.1(2) . . . . ?
C8 C7 C12 C11 -3.4(3) . . . . ?
C25 C11 C12 C13 75.7(3) . . . . ?
C10 C11 C12 C13 -162.2(2) . . . . ?
C24 C11 C12 C13 -44.1(3) . . . . ?
C25 C11 C12 C7 -101.3(3) . . . . ?
C10 C11 C12 C7 20.8(3) . . . . ?
C24 C11 C12 C7 139.0(2) . . . . ?
C7 C12 C13 C14 1.3(3) . . . . ?
C11 C12 C13 C14 -175.7(2) . . . . ?
C12 C13 C14 C5 -2.0(3) . . . . ?
C12 C13 C14 C2 179.6(2) . . . . ?
C6 C5 C14 C13 0.1(3) . . . . ?
C4 C5 C14 C13 -178.7(2) . . . . ?
C6 C5 C14 C2 178.88(19) . . . . ?
C4 C5 C14 C2 0.1(2) . . . . ?
N1 C2 C14 C13 18.2(4) . . . . ?
N3 C2 C14 C13 -174.7(2) . . . . ?
N1 C2 C14 C5 -160.4(3) . . . . ?
N3 C2 C14 C5 6.7(2) . . . . ?
C4 N15 C16 N17 -9.1(3) . . . . ?
C4 N15 C16 C18 153.4(2) . . . . ?
C16 N17 C16 N15 155.38(15) 4_655 . . . ?
B1 N17 C16 N15 -10.0(4) . . . . ?
C16 N17 C16 C18 -10.8(3) 4_655 . . . ?
B1 N17 C16 C18 -176.2(2) . . . . ?
N15 C16 C18 C19 14.2(4) . . . . ?
N17 C16 C18 C19 179.0(3) . . . . ?
N15 C16 C18 C18 -158.6(2) . . . 4_655 ?
N17 C16 C18 C18 6.19(19) . . . 4_655 ?
C18 C18 C19 C20 -0.4(3) 4_655 . . . ?
C16 C18 C19 C20 -172.5(2) . . . . ?
C18 C19 C20 C20 0.4(3) . . . 4_655 ?
C18 C19 C20 C21 179.7(2) . . . . ?
C19 C20 C21 C29 -69.4(5) . . . . ?
C20 C20 C21 C29 109.9(4) 4_655 . . . ?
C19 C20 C21 C22 -162.6(4) . . . . ?
C20 C20 C21 C22 16.7(4) 4_655 . . . ?
C19 C20 C21 C28 59.7(3) . . . . ?
C20 C20 C21 C28 -121.05(18) 4_655 . . . ?
C19 C20 C21 C29A -52.3(4) . . . . ?
C20 C20 C21 C29A 127.0(4) 4_655 . . . ?
C29 C21 C22 C23 -163.8(6) . . . . ?
C28 C21 C22 C23 81.5(5) . . . . ?
C20 C21 C22 C23 -50.7(5) . . . . ?
C28 C21 C22 C29 -114.6(6) . . . . ?
C20 C21 C22 C29 113.1(5) . . . . ?
C28 C21 C29 C22 122.0(4) . . . . ?
C20 C21 C29 C22 -110.9(4) . . . . ?
C16 N17 B1 N3 137.5(2) . . . 4_655 ?
C16 N17 B1 N3 -26.6(3) 4_655 . . 4_655 ?
C16 N17 B1 N3 26.6(3) . . . . ?
C16 N17 B1 N3 -137.5(2) 4_655 . . . ?
C16 N17 B1 Cl1 -98.0(2) . . . . ?
C16 N17 B1 Cl1 98.0(2) 4_655 . . . ?
C2 N3 B1 N17 140.7(2) . . . . ?
C4 N3 B1 N17 -29.2(3) . . . . ?
C2 N3 B1 N3 29.6(3) . . . 4_655 ?
C4 N3 B1 N3 -140.25(18) . . . 4_655 ?
C2 N3 B1 Cl1 -92.6(2) . . . . ?
C4 N3 B1 Cl1 97.6(2) . . . . ?

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.038

####################################################################### 
# 
# 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_mL105c2_0m_sq
_audit_block_doi                 10.5517/ccdc.csd.cc1mlp0x
_database_code_depnum_ccdc_archive 'CCDC 1507499'
_audit_update_record             
;
2016-09-30 deposited with the CCDC.
2018-08-15 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_mL105c2_0m_sq       
;
PROBLEM: D-H Without Acceptor      *O1W    -- *H1WA   ...     Please Check
RESPONSE: correct !
;
# Added during the CSD deposition process: Friday 30 September 2016 08:40 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C60 H70 N12 O Zn'
_chemical_formula_sum            'C60 H70 N12 O Zn'
_chemical_formula_weight         1040.65

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'
H H 0.0000 0.0000 '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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   6.0419(5)
_cell_length_b                   16.2175(13)
_cell_length_c                   31.008(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.305(3)
_cell_angle_gamma                90
_cell_volume                     3025.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    9556
_cell_measurement_theta_min      2.3438
_cell_measurement_theta_max      25.1616

_exptl_crystal_description       prism
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.454
_shelx_estimated_absorpt_T_min   0.887
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   'Numerical Mu Calculated'
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_process_details   
; 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.9
_diffrn_reflns_number            32818
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.344
_diffrn_reflns_theta_max         25.290
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5598
_reflns_number_gt                4276
_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. 
  
 Structure factors included contributions from the .fab file. 
  
 _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       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  ?
_refine_special_details          'Refined as a 2-component twin., SQUEEZE'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0742P)²+1.8384P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5598
_refine_ls_number_parameters     353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.1467
_refine_ls_wR_factor_gt          0.1364
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Zn1 Zn 1.49975(18) 0.51807(4) 0.50622(3) 0.0242(2) Uani 0.5 1 d . . P . .
N1 N 1.5282(5) 0.39227(14) 0.59501(8) 0.0354(6) Uani 1 1 d . . . . .
C2 C 1.3557(6) 0.37918(17) 0.56599(9) 0.0336(7) Uani 1 1 d . . . . .
N3 N 1.3123(5) 0.41696(14) 0.52645(8) 0.0330(6) Uani 1 1 d . . . . .
C4 C 1.1271(6) 0.38191(18) 0.50470(10) 0.0357(8) Uani 1 1 d . . . . .
C5 C 1.0459(5) 0.31799(17) 0.53226(9) 0.0324(7) Uani 1 1 d . . . . .
C6 C 0.8816(5) 0.26266(17) 0.52335(9) 0.0369(7) Uani 0.5 1 d . . P . .
H6 H 0.7937 0.2632 0.4967 0.044 Uiso 0.5 1 calc R U P . .
N6 N 0.8816(5) 0.26266(17) 0.52335(9) 0.0369(7) Uani 0.5 1 d . . P . .
C7 C 0.8475(6) 0.20533(19) 0.55472(10) 0.0378(8) Uani 1 1 d . . . . .
C8 C 0.6829(6) 0.1355(2) 0.54251(11) 0.0459(9) Uani 1 1 d . . . . .
C9 C 0.6011(7) 0.0982(3) 0.58286(13) 0.0594(11) Uani 1 1 d . . . . .
H9A H 0.4972 0.1366 0.5947 0.071 Uiso 1 1 calc R U . . .
H9B H 0.5197 0.0473 0.5750 0.071 Uiso 1 1 calc R U . . .
C10 C 0.7865(8) 0.0790(2) 0.61729(13) 0.0609(11) Uani 1 1 d . . . . .
H10A H 0.8878 0.0393 0.6056 0.073 Uiso 1 1 calc R U . . .
H10B H 0.7234 0.0529 0.6419 0.073 Uiso 1 1 calc R U . . .
C11 C 0.9179(6) 0.1542(2) 0.63326(11) 0.0446(9) Uani 1 1 d . . . . .
C12 C 0.9761(6) 0.20836(19) 0.59537(10) 0.0362(8) Uani 1 1 d . . . . .
C13 C 1.1473(5) 0.26387(16) 0.60328(9) 0.0362(7) Uani 0.5 1 d . . P . .
H13 H 1.2358 0.2649 0.6298 0.043 Uiso 0.5 1 calc R U P . .
N13 N 1.1473(5) 0.26387(16) 0.60328(9) 0.0362(7) Uani 0.5 1 d . . P . .
C14 C 1.1822(5) 0.31757(16) 0.57052(9) 0.0306(7) Uani 1 1 d . . . . .
N15 N 1.0358(5) 0.39883(15) 0.46520(8) 0.0350(6) Uani 1 1 d . . . . .
C16 C 1.1103(6) 0.45652(18) 0.43907(9) 0.0345(7) Uani 1 1 d . . . . .
N17 N 1.2882(5) 0.50688(15) 0.44710(8) 0.0348(6) Uani 1 1 d . . . . .
C18 C 1.3091(6) 0.55471(17) 0.41116(9) 0.0335(7) Uani 1 1 d . . . . .
C19 C 1.1260(6) 0.53481(17) 0.37847(9) 0.0339(7) Uani 1 1 d . . . . .
C20 C 1.0650(5) 0.56503(17) 0.33820(9) 0.0357(7) Uani 0.5 1 d . . P . .
H20 H 1.1406 0.6097 0.3269 0.043 Uiso 0.5 1 calc R U P . .
N20 N 1.0650(5) 0.56503(17) 0.33820(9) 0.0357(7) Uani 0.5 1 d . . P . .
C21 C 0.8899(6) 0.52815(19) 0.31471(10) 0.0392(8) Uani 1 1 d . . . . .
C22 C 0.8002(6) 0.5685(2) 0.27201(11) 0.0448(8) Uani 1 1 d . . . . .
C23 C 0.6709(8) 0.5058(3) 0.24279(13) 0.0640(11) Uani 1 1 d . . . . .
H23A H 0.5900 0.5351 0.2186 0.077 Uiso 1 1 calc R U . . .
H23B H 0.7766 0.4684 0.2307 0.077 Uiso 1 1 calc R U . . .
C24 C 0.5072(8) 0.4553(3) 0.26589(15) 0.0672(12) Uani 1 1 d . . . . .
H24A H 0.3981 0.4925 0.2771 0.081 Uiso 1 1 calc R U . . .
H24B H 0.4270 0.4181 0.2450 0.081 Uiso 1 1 calc R U . . .
C25 C 0.6171(6) 0.4051(2) 0.30292(12) 0.0492(9) Uani 1 1 d . . . . .
C26 C 0.7813(6) 0.4578(2) 0.33098(11) 0.0417(8) Uani 1 1 d . . . . .
C27 C 0.8404(5) 0.43133(18) 0.37254(9) 0.0404(7) Uani 0.5 1 d . . P . .
H27 H 0.7666 0.3870 0.3845 0.049 Uiso 0.5 1 calc R U P . .
N27 N 0.8404(5) 0.43133(18) 0.37254(9) 0.0404(7) Uani 0.5 1 d . . P . .
C28 C 1.0081(6) 0.47124(18) 0.39565(10) 0.0347(7) Uani 1 1 d . . . . .
C29 C 0.8078(7) 0.0725(2) 0.51705(15) 0.0657(12) Uani 1 1 d . . . . .
H29A H 0.7083 0.0278 0.5076 0.099 Uiso 1 1 calc R U . . .
H29B H 0.9329 0.0508 0.5355 0.099 Uiso 1 1 calc R U . . .
H29C H 0.8614 0.0991 0.4920 0.099 Uiso 1 1 calc R U . . .
C30 C 0.4821(7) 0.1666(3) 0.51310(14) 0.0660(12) Uani 1 1 d . . . . .
H30A H 0.3726 0.1229 0.5088 0.099 Uiso 1 1 calc R U . . .
H30B H 0.5300 0.1829 0.4853 0.099 Uiso 1 1 calc R U . . .
H30C H 0.4169 0.2136 0.5265 0.099 Uiso 1 1 calc R U . . .
C31 C 1.1256(7) 0.1267(3) 0.66111(13) 0.0644(12) Uani 1 1 d . . . . .
H31A H 1.2093 0.1748 0.6717 0.097 Uiso 1 1 calc R U . . .
H31B H 1.2170 0.0931 0.6439 0.097 Uiso 1 1 calc R U . . .
H31C H 1.0829 0.0947 0.6854 0.097 Uiso 1 1 calc R U . . .
C32 C 0.7765(7) 0.2076(3) 0.66089(12) 0.0589(11) Uani 1 1 d . . . . .
H32A H 0.8638 0.2541 0.6725 0.088 Uiso 1 1 calc R U . . .
H32B H 0.7291 0.1749 0.6846 0.088 Uiso 1 1 calc R U . . .
H32C H 0.6470 0.2276 0.6431 0.088 Uiso 1 1 calc R U . . .
C33 C 0.9850(7) 0.6044(3) 0.24761(13) 0.0650(12) Uani 1 1 d . . . . .
H33A H 0.9209 0.6314 0.2215 0.098 Uiso 1 1 calc R U . . .
H33B H 1.0830 0.5604 0.2399 0.098 Uiso 1 1 calc R U . . .
H33C H 1.0691 0.6441 0.2658 0.098 Uiso 1 1 calc R U . . .
C34 C 0.6459(7) 0.6390(2) 0.28378(15) 0.0665(12) Uani 1 1 d . . . . .
H34A H 0.5716 0.6623 0.2575 0.100 Uiso 1 1 calc R U . . .
H34B H 0.7330 0.6814 0.2995 0.100 Uiso 1 1 calc R U . . .
H34C H 0.5359 0.6176 0.3018 0.100 Uiso 1 1 calc R U . . .
C35 C 0.7495(7) 0.3332(2) 0.28583(14) 0.0601(11) Uani 1 1 d . . . . .
H35A H 0.8144 0.3006 0.3100 0.090 Uiso 1 1 calc R U . . .
H35B H 0.8668 0.3547 0.2697 0.090 Uiso 1 1 calc R U . . .
H35C H 0.6510 0.2988 0.2670 0.090 Uiso 1 1 calc R U . . .
C36 C 0.4342(8) 0.3688(3) 0.32869(17) 0.0783(14) Uani 1 1 d . . . . .
H36A H 0.5014 0.3338 0.3517 0.118 Uiso 1 1 calc R U . . .
H36B H 0.3323 0.3364 0.3095 0.118 Uiso 1 1 calc R U . . .
H36C H 0.3536 0.4132 0.3412 0.118 Uiso 1 1 calc R U . . .
O1W O 1.3888(7) 0.6241(3) 0.53911(14) 0.0403(11) Uani 0.5 1 d . . P . .
H1WA H 1.4889 0.6385 0.5594 0.060 Uiso 0.5 1 d R U P . .
H1WB H 1.2668 0.6126 0.5504 0.060 Uiso 0.5 1 d 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
Zn1 Zn1 0.7019(11) 3_866 ?
Zn1 N17 1.886(3) 3_866 ?
Zn1 N3 1.908(3) 3_866 ?
Zn1 N3 2.121(3) . ?
Zn1 O1W 2.138(4) . ?
Zn1 N17 2.143(3) . ?
N1 C2 1.330(4) . ?
N1 C18 1.333(4) 3_866 ?
C2 N3 1.374(4) . ?
C2 C14 1.464(4) . ?
N3 C4 1.375(4) . ?
N3 Zn1 1.908(3) 3_866 ?
C4 N15 1.325(4) . ?
C4 C5 1.457(4) . ?
C5 C6 1.348(4) . ?
C5 C14 1.380(4) . ?
C6 C7 1.375(4) . ?
C6 H6 0.9400 . ?
C7 C12 1.419(5) . ?
C7 C8 1.531(5) . ?
C8 C9 1.513(5) . ?
C8 C29 1.531(5) . ?
C8 C30 1.534(5) . ?
C9 C10 1.507(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.514(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C11 C31 1.523(5) . ?
C11 C32 1.533(5) . ?
C11 C12 1.533(4) . ?
C12 C13 1.376(4) . ?
C13 C14 1.369(4) . ?
C13 H13 0.9400 . ?
N15 C16 1.343(4) . ?
C16 N17 1.355(4) . ?
C16 C28 1.448(4) . ?
N17 C18 1.373(4) . ?
N17 Zn1 1.886(3) 3_866 ?
C18 N1 1.333(4) 3_866 ?
C18 C19 1.465(5) . ?
C19 C20 1.360(4) . ?
C19 C28 1.387(4) . ?
C20 C21 1.366(5) . ?
C20 H20 0.9400 . ?
C21 C26 1.431(5) . ?
C21 C22 1.531(5) . ?
C22 C33 1.521(5) . ?
C22 C23 1.528(5) . ?
C22 C34 1.540(5) . ?
C23 C24 1.514(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 C25 1.510(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C25 C26 1.521(5) . ?
C25 C35 1.537(5) . ?
C25 C36 1.540(6) . ?
C26 C27 1.373(5) . ?
C27 C28 1.351(4) . ?
C27 H27 0.9400 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 H36C 0.9700 . ?
O1W H1WA 0.8643 . ?
O1W H1WB 0.8644 . ?

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
Zn1 Zn1 N17 101.9(2) 3_866 3_866 ?
Zn1 Zn1 N3 97.8(2) 3_866 3_866 ?
N17 Zn1 N3 97.51(12) 3_866 3_866 ?
Zn1 Zn1 N3 63.01(17) 3_866 . ?
N17 Zn1 N3 87.16(11) 3_866 . ?
N3 Zn1 N3 160.86(4) 3_866 . ?
Zn1 Zn1 O1W 162.0(2) 3_866 . ?
N17 Zn1 O1W 91.56(14) 3_866 . ?
N3 Zn1 O1W 92.15(14) 3_866 . ?
N3 Zn1 O1W 106.33(14) . . ?
Zn1 Zn1 N17 59.45(17) 3_866 . ?
N17 Zn1 N17 161.30(4) 3_866 . ?
N3 Zn1 N17 85.97(11) 3_866 . ?
N3 Zn1 N17 83.97(10) . . ?
O1W Zn1 N17 106.71(14) . . ?
C2 N1 C18 123.2(2) . 3_866 ?
N1 C2 N3 127.3(3) . . ?
N1 C2 C14 124.6(3) . . ?
N3 C2 C14 108.1(3) . . ?
C2 N3 C4 109.4(3) . . ?
C2 N3 Zn1 130.3(2) . 3_866 ?
C4 N3 Zn1 117.73(19) . 3_866 ?
C2 N3 Zn1 123.1(2) . . ?
C4 N3 Zn1 127.40(19) . . ?
Zn1 N3 Zn1 19.14(4) 3_866 . ?
N15 C4 N3 128.2(3) . . ?
N15 C4 C5 123.8(3) . . ?
N3 C4 C5 108.0(3) . . ?
C6 C5 C14 122.9(3) . . ?
C6 C5 C4 129.4(3) . . ?
C14 C5 C4 107.5(3) . . ?
C5 C6 C7 117.4(3) . . ?
C5 C6 H6 121.3 . . ?
C7 C6 H6 121.3 . . ?
C6 C7 C12 120.0(3) . . ?
C6 C7 C8 117.5(3) . . ?
C12 C7 C8 122.3(3) . . ?
C9 C8 C29 111.9(3) . . ?
C9 C8 C7 110.2(3) . . ?
C29 C8 C7 106.3(3) . . ?
C9 C8 C30 108.8(3) . . ?
C29 C8 C30 108.2(3) . . ?
C7 C8 C30 111.3(3) . . ?
C10 C9 C8 112.9(3) . . ?
C10 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C9 C10 C11 113.5(3) . . ?
C9 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C10 C11 C31 109.2(3) . . ?
C10 C11 C32 109.6(3) . . ?
C31 C11 C32 108.7(3) . . ?
C10 C11 C12 111.2(3) . . ?
C31 C11 C12 111.5(3) . . ?
C32 C11 C12 106.5(3) . . ?
C13 C12 C7 121.5(3) . . ?
C13 C12 C11 117.4(3) . . ?
C7 C12 C11 121.0(3) . . ?
C14 C13 C12 116.6(3) . . ?
C14 C13 H13 121.7 . . ?
C12 C13 H13 121.7 . . ?
C13 C14 C5 121.4(3) . . ?
C13 C14 C2 131.8(3) . . ?
C5 C14 C2 106.8(2) . . ?
C4 N15 C16 124.6(3) . . ?
N15 C16 N17 127.9(3) . . ?
N15 C16 C28 122.6(3) . . ?
N17 C16 C28 109.5(3) . . ?
C16 N17 C18 108.8(3) . . ?
C16 N17 Zn1 118.9(2) . 3_866 ?
C18 N17 Zn1 129.6(2) . 3_866 ?
C16 N17 Zn1 127.5(2) . . ?
C18 N17 Zn1 123.7(2) . . ?
Zn1 N17 Zn1 18.69(4) 3_866 . ?
N1 C18 N17 127.2(3) 3_866 . ?
N1 C18 C19 124.2(3) 3_866 . ?
N17 C18 C19 108.5(3) . . ?
C20 C19 C28 121.0(3) . . ?
C20 C19 C18 132.7(3) . . ?
C28 C19 C18 106.2(3) . . ?
C19 C20 C21 117.5(3) . . ?
C19 C20 H20 121.2 . . ?
C21 C20 H20 121.2 . . ?
C20 C21 C26 121.3(3) . . ?
C20 C21 C22 118.0(3) . . ?
C26 C21 C22 120.6(3) . . ?
C33 C22 C23 108.5(3) . . ?
C33 C22 C21 112.1(3) . . ?
C23 C22 C21 110.4(3) . . ?
C33 C22 C34 108.8(3) . . ?
C23 C22 C34 110.3(3) . . ?
C21 C22 C34 106.6(3) . . ?
C24 C23 C22 113.6(3) . . ?
C24 C23 H23A 108.9 . . ?
C22 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C25 C24 C23 113.0(4) . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
C23 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C24 C25 C26 110.5(3) . . ?
C24 C25 C35 110.7(3) . . ?
C26 C25 C35 106.9(3) . . ?
C24 C25 C36 108.4(4) . . ?
C26 C25 C36 112.3(3) . . ?
C35 C25 C36 108.1(3) . . ?
C27 C26 C21 119.5(3) . . ?
C27 C26 C25 117.4(3) . . ?
C21 C26 C25 122.8(3) . . ?
C28 C27 C26 117.7(3) . . ?
C28 C27 H27 121.1 . . ?
C26 C27 H27 121.1 . . ?
C27 C28 C19 122.6(3) . . ?
C27 C28 C16 130.4(3) . . ?
C19 C28 C16 106.8(3) . . ?
C8 C29 H29A 109.5 . . ?
C8 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C8 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C8 C30 H30A 109.5 . . ?
C8 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C8 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C11 C31 H31A 109.5 . . ?
C11 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C11 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C11 C32 H32A 109.5 . . ?
C11 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C11 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C22 C33 H33A 109.5 . . ?
C22 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C22 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C22 C34 H34A 109.5 . . ?
C22 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C22 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C25 C35 H35A 109.5 . . ?
C25 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C25 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C25 C36 H36A 109.5 . . ?
C25 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C25 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
Zn1 O1W H1WA 109.6 . . ?
Zn1 O1W H1WB 109.6 . . ?
H1WA O1W H1WB 109.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C18 N1 C2 N3 -1.2(5) 3_866 . . . ?
C18 N1 C2 C14 175.7(3) 3_866 . . . ?
N1 C2 N3 C4 175.4(3) . . . . ?
C14 C2 N3 C4 -2.0(3) . . . . ?
N1 C2 N3 Zn1 14.4(5) . . . 3_866 ?
C14 C2 N3 Zn1 -163.0(2) . . . 3_866 ?
N1 C2 N3 Zn1 -7.8(4) . . . . ?
C14 C2 N3 Zn1 174.78(18) . . . . ?
C2 N3 C4 N15 -177.5(3) . . . . ?
Zn1 N3 C4 N15 -13.8(4) 3_866 . . . ?
Zn1 N3 C4 N15 5.9(5) . . . . ?
C2 N3 C4 C5 0.4(3) . . . . ?
Zn1 N3 C4 C5 164.15(19) 3_866 . . . ?
Zn1 N3 C4 C5 -176.16(19) . . . . ?
N15 C4 C5 C6 4.4(5) . . . . ?
N3 C4 C5 C6 -173.6(3) . . . . ?
N15 C4 C5 C14 179.4(3) . . . . ?
N3 C4 C5 C14 1.4(3) . . . . ?
C14 C5 C6 C7 1.9(4) . . . . ?
C4 C5 C6 C7 176.1(3) . . . . ?
C5 C6 C7 C12 2.9(4) . . . . ?
C5 C6 C7 C8 -171.9(3) . . . . ?
C6 C7 C8 C9 -159.1(3) . . . . ?
C12 C7 C8 C9 26.2(4) . . . . ?
C6 C7 C8 C29 79.4(4) . . . . ?
C12 C7 C8 C29 -95.3(4) . . . . ?
C6 C7 C8 C30 -38.3(4) . . . . ?
C12 C7 C8 C30 147.0(3) . . . . ?
C29 C8 C9 C10 70.3(4) . . . . ?
C7 C8 C9 C10 -47.8(4) . . . . ?
C30 C8 C9 C10 -170.1(3) . . . . ?
C8 C9 C10 C11 61.1(5) . . . . ?
C9 C10 C11 C31 -169.2(3) . . . . ?
C9 C10 C11 C32 71.8(4) . . . . ?
C9 C10 C11 C12 -45.7(5) . . . . ?
C6 C7 C12 C13 -5.0(5) . . . . ?
C8 C7 C12 C13 169.6(3) . . . . ?
C6 C7 C12 C11 170.3(3) . . . . ?
C8 C7 C12 C11 -15.1(5) . . . . ?
C10 C11 C12 C13 -160.9(3) . . . . ?
C31 C11 C12 C13 -38.7(4) . . . . ?
C32 C11 C12 C13 79.8(4) . . . . ?
C10 C11 C12 C7 23.6(4) . . . . ?
C31 C11 C12 C7 145.8(3) . . . . ?
C32 C11 C12 C7 -95.7(4) . . . . ?
C7 C12 C13 C14 2.1(4) . . . . ?
C11 C12 C13 C14 -173.4(3) . . . . ?
C12 C13 C14 C5 2.7(4) . . . . ?
C12 C13 C14 C2 -174.4(3) . . . . ?
C6 C5 C14 C13 -4.8(5) . . . . ?
C4 C5 C14 C13 179.8(3) . . . . ?
C6 C5 C14 C2 172.9(3) . . . . ?
C4 C5 C14 C2 -2.5(3) . . . . ?
N1 C2 C14 C13 2.8(5) . . . . ?
N3 C2 C14 C13 -179.8(3) . . . . ?
N1 C2 C14 C5 -174.6(3) . . . . ?
N3 C2 C14 C5 2.8(3) . . . . ?
N3 C4 N15 C16 -1.3(5) . . . . ?
C5 C4 N15 C16 -178.9(3) . . . . ?
C4 N15 C16 N17 0.7(5) . . . . ?
C4 N15 C16 C28 178.3(3) . . . . ?
N15 C16 N17 C18 178.1(3) . . . . ?
C28 C16 N17 C18 0.2(3) . . . . ?
N15 C16 N17 Zn1 15.1(4) . . . 3_866 ?
C28 C16 N17 Zn1 -162.8(2) . . . 3_866 ?
N15 C16 N17 Zn1 -4.8(5) . . . . ?
C28 C16 N17 Zn1 177.3(2) . . . . ?
C16 N17 C18 N1 -174.9(3) . . . 3_866 ?
Zn1 N17 C18 N1 -14.3(4) 3_866 . . 3_866 ?
Zn1 N17 C18 N1 7.9(4) . . . 3_866 ?
C16 N17 C18 C19 1.9(3) . . . . ?
Zn1 N17 C18 C19 162.5(2) 3_866 . . . ?
Zn1 N17 C18 C19 -175.29(19) . . . . ?
N1 C18 C19 C20 -5.1(5) 3_866 . . . ?
N17 C18 C19 C20 177.9(3) . . . . ?
N1 C18 C19 C28 173.5(3) 3_866 . . . ?
N17 C18 C19 C28 -3.4(3) . . . . ?
C28 C19 C20 C21 -2.8(4) . . . . ?
C18 C19 C20 C21 175.7(3) . . . . ?
C19 C20 C21 C26 -3.0(5) . . . . ?
C19 C20 C21 C22 172.1(3) . . . . ?
C20 C21 C22 C33 37.8(4) . . . . ?
C26 C21 C22 C33 -147.2(3) . . . . ?
C20 C21 C22 C23 159.0(3) . . . . ?
C26 C21 C22 C23 -26.0(4) . . . . ?
C20 C21 C22 C34 -81.2(4) . . . . ?
C26 C21 C22 C34 93.9(4) . . . . ?
C33 C22 C23 C24 170.3(3) . . . . ?
C21 C22 C23 C24 47.0(4) . . . . ?
C34 C22 C23 C24 -70.6(4) . . . . ?
C22 C23 C24 C25 -60.7(5) . . . . ?
C23 C24 C25 C26 46.8(5) . . . . ?
C23 C24 C25 C35 -71.4(4) . . . . ?
C23 C24 C25 C36 170.3(4) . . . . ?
C20 C21 C26 C27 6.1(5) . . . . ?
C22 C21 C26 C27 -168.8(3) . . . . ?
C20 C21 C26 C25 -167.9(3) . . . . ?
C22 C21 C26 C25 17.2(5) . . . . ?
C24 C25 C26 C27 159.3(3) . . . . ?
C35 C25 C26 C27 -80.1(4) . . . . ?
C36 C25 C26 C27 38.2(4) . . . . ?
C24 C25 C26 C21 -26.5(5) . . . . ?
C35 C25 C26 C21 94.0(4) . . . . ?
C36 C25 C26 C21 -147.7(3) . . . . ?
C21 C26 C27 C28 -3.2(5) . . . . ?
C25 C26 C27 C28 171.1(3) . . . . ?
C26 C27 C28 C19 -2.5(5) . . . . ?
C26 C27 C28 C16 -178.1(3) . . . . ?
C20 C19 C28 C27 5.8(5) . . . . ?
C18 C19 C28 C27 -173.1(3) . . . . ?
C20 C19 C28 C16 -177.7(3) . . . . ?
C18 C19 C28 C16 3.4(3) . . . . ?
N15 C16 C28 C27 -4.3(5) . . . . ?
N17 C16 C28 C27 173.8(3) . . . . ?
N15 C16 C28 C19 179.6(3) . . . . ?
N17 C16 C28 C19 -2.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WB N15 0.86 1.86 2.583(5) 140.6 3_766
O1W H1WB N27 0.86 2.63 3.307(5) 135.7 3_766

_refine_diff_density_max         0.288
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.052



