# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_m_sq
_database_code_depnum_ccdc_archive 'CCDC 1995455'
loop_
_audit_author_name
_audit_author_address
'Michael Bolte'
;Institut fur Anorganische Chemie, Goethe Universitat Frankfurt
Germany
;
_audit_update_record             
;
2020-04-07 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT220_m_sq                
;
PROBLEM: Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        6.4 Ratio 
RESPONSE: One of the two terminal methyl C atoms (C22) of 
an isopropyl group has an enlarged displacement ellipsoid. 
Since the second methyl group looks normal no split model 
was employed for this group.
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H34 N4 O2, 2(Cl), 0.5(H2 O)'
_chemical_formula_sum            'C22 H35 Cl2 N4 O2.50'
_chemical_formula_weight         466.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'

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

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

_cell_length_a                   11.20540(10)
_cell_length_b                   11.20540(10)
_cell_length_c                   83.0175(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10423.8(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    16074
_cell_measurement_theta_min      3.8980
_cell_measurement_theta_max      72.1790

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_F_000             3984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.098
_exptl_absorpt_coefficient_mu    2.446
_shelx_estimated_absorpt_T_min   0.624
_shelx_estimated_absorpt_T_max   0.796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.76086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48906
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -100
_diffrn_reflns_limit_l_max       102
_diffrn_reflns_theta_min         3.981
_diffrn_reflns_theta_max         72.224
_diffrn_reflns_theta_full        66.4915
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10188
_reflns_number_gt                9550
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.681
_reflns_Friedel_fraction_max     0.982
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          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)+(0.0719P)²+14.7752P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3369 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.030(6)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         10188
_refine_ls_number_parameters     571
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.1783
_refine_ls_wR_factor_gt          0.1758
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.110
_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
Cl1' Cl 0.5262(3) 0.7193(4) 0.52197(3) 0.0710(14) Uani 0.614(8) 1 d . . P A 1
Cl1 Cl 0.5503(6) 0.8303(9) 0.52709(7) 0.096(3) Uani 0.386(8) 1 d . . P A 2
Cl2 Cl 0.03191(17) 1.20148(14) 0.46379(2) 0.0551(4) Uani 1 1 d . . . . .
Cl3 Cl 0.64909(12) 0.88286(11) 0.58663(2) 0.0377(3) Uani 1 1 d . . . . .
Cl4 Cl 0.71717(15) 0.01446(15) 0.65251(2) 0.0538(4) Uani 1 1 d . . . . .
O1 O 0.5470(4) 0.8645(4) 0.45650(6) 0.0567(12) Uani 1 1 d . . . . .
O2 O 0.1850(4) 0.9020(4) 0.41753(5) 0.0432(9) Uani 1 1 d . . . . .
N1 N 0.4498(5) 0.8683(6) 0.49231(6) 0.0605(17) Uani 1 1 d . . . . .
H1 H 0.499846 0.849965 0.501974 0.073 Uiso 1 1 calc R U . . .
N2 N -0.0332(4) 0.8303(4) 0.44417(5) 0.0314(9) Uani 1 1 d . . . . .
H2 H -0.113330 0.793305 0.442393 0.038 Uiso 1 1 calc R U . . .
N3 N 0.4142(4) 1.0147(4) 0.45757(5) 0.0373(10) Uani 1 1 d . . . . .
H3 H 0.377810 1.068971 0.463457 0.045 Uiso 1 1 calc R U . . .
N4 N 0.1667(4) 1.0341(4) 0.43790(5) 0.0302(9) Uani 1 1 d . . . . .
H4 H 0.123412 1.060625 0.445990 0.036 Uiso 1 1 calc R U . . .
C1 C 0.2476(6) 0.8704(6) 0.48502(7) 0.0462(15) Uani 1 1 d . . . . .
C2 C 0.3005(5) 0.7774(6) 0.47681(7) 0.0442(14) Uani 1 1 d . . . . .
C3 C 0.2453(5) 0.7248(5) 0.46379(7) 0.0419(13) Uani 1 1 d . . . . .
H3B H 0.281617 0.661050 0.458048 0.050 Uiso 1 1 calc R U . . .
C4 C 0.1347(5) 0.7690(5) 0.45947(6) 0.0336(11) Uani 1 1 d . . . . .
C5 C 0.0812(5) 0.8617(5) 0.46769(6) 0.0351(11) Uani 1 1 d . . . . .
C6 C 0.1370(5) 0.9166(6) 0.48077(6) 0.0411(13) Uani 1 1 d . . . . .
H6 H 0.101607 0.981341 0.486401 0.049 Uiso 1 1 calc R U . . .
C7 C 0.3304(7) 0.9137(9) 0.49827(8) 0.069(2) Uani 1 1 d . . . . .
H7A H 0.329561 1.001798 0.499154 0.083 Uiso 1 1 calc R U . . .
H7B H 0.309164 0.878365 0.508820 0.083 Uiso 1 1 calc R U . . .
C8 C 0.4210(6) 0.7507(7) 0.48406(9) 0.065(2) Uani 1 1 d . . . . .
H8A H 0.480600 0.731112 0.475665 0.078 Uiso 1 1 calc R U . . .
H8B H 0.416547 0.684312 0.491909 0.078 Uiso 1 1 calc R U . . .
C9 C -0.0364(5) 0.8921(5) 0.46044(6) 0.0333(11) Uani 1 1 d . . . . .
H9A H -0.045351 0.979541 0.459171 0.040 Uiso 1 1 calc R U . . .
H9B H -0.102808 0.861567 0.467137 0.040 Uiso 1 1 calc R U . . .
C10 C 0.0563(5) 0.7297(5) 0.44574(7) 0.0355(12) Uani 1 1 d . . . . .
H10A H 0.016011 0.653293 0.448260 0.043 Uiso 1 1 calc R U . . .
H10B H 0.103170 0.720091 0.435710 0.043 Uiso 1 1 calc R U . . .
C11 C 0.5174(7) 0.9603(8) 0.48219(8) 0.0609(19) Uani 1 1 d . . . . .
H11 H 0.487508 1.041348 0.485204 0.073 Uiso 1 1 calc R U . . .
C12 C 0.4927(5) 0.9415(6) 0.46426(7) 0.0419(13) Uani 1 1 d . . . . .
C13 C 0.3883(5) 1.0048(6) 0.44036(6) 0.0378(12) Uani 1 1 d . . . . .
H13A H 0.368959 0.920729 0.437798 0.045 Uiso 1 1 calc R U . . .
H13B H 0.460459 1.026971 0.434175 0.045 Uiso 1 1 calc R U . . .
C14 C 0.2850(5) 1.0838(5) 0.43506(6) 0.0348(11) Uani 1 1 d . . . . .
H14A H 0.291001 1.161007 0.440808 0.042 Uiso 1 1 calc R U . . .
H14B H 0.293584 1.100313 0.423406 0.042 Uiso 1 1 calc R U . . .
C15 C 0.1233(5) 0.9484(5) 0.42832(6) 0.0317(11) Uani 1 1 d . . . . .
C16 C -0.0072(5) 0.9099(4) 0.42976(6) 0.0305(10) Uani 1 1 d . . . . .
H16 H -0.022159 0.858544 0.420113 0.037 Uiso 1 1 calc R U . . .
C21 C 0.6528(8) 0.9575(10) 0.48517(11) 0.099(4) Uani 1 1 d D . . . .
H21 H 0.683406 0.885560 0.479370 0.118 Uiso 1 1 calc R U . . .
C22 C 0.6938(11) 0.9462(19) 0.50181(15) 0.194(10) Uani 1 1 d D . . . .
H22A H 0.701129 0.861482 0.504595 0.291 Uiso 1 1 calc R U . . .
H22B H 0.636152 0.984323 0.509041 0.291 Uiso 1 1 calc R U . . .
H22C H 0.771675 0.985068 0.502960 0.291 Uiso 1 1 calc R U . . .
C23 C 0.7064(8) 1.0639(9) 0.47676(12) 0.087(3) Uani 1 1 d D . . . .
H23A H 0.679505 1.065575 0.465528 0.130 Uiso 1 1 calc R U . . .
H23B H 0.793675 1.058082 0.477066 0.130 Uiso 1 1 calc R U . . .
H23C H 0.681043 1.137215 0.482203 0.130 Uiso 1 1 calc R U . . .
C31 C -0.0950(5) 1.0150(5) 0.42809(6) 0.0346(11) Uani 1 1 d . . . . .
H31 H -0.078725 1.074404 0.436798 0.042 Uiso 1 1 calc R U . . .
C32 C -0.2248(5) 0.9740(6) 0.42929(8) 0.0468(14) Uani 1 1 d . . . . .
H32A H -0.241730 0.948282 0.440338 0.070 Uiso 1 1 calc R U . . .
H32B H -0.238114 0.907175 0.421883 0.070 Uiso 1 1 calc R U . . .
H32C H -0.277823 1.040197 0.426411 0.070 Uiso 1 1 calc R U . . .
C33 C -0.0724(6) 1.0735(6) 0.41168(8) 0.0502(15) Uani 1 1 d . . . . .
H33A H 0.009624 1.103717 0.411282 0.075 Uiso 1 1 calc R U . . .
H33B H -0.128312 1.139789 0.410156 0.075 Uiso 1 1 calc R U . . .
H33C H -0.084011 1.014421 0.403121 0.075 Uiso 1 1 calc R U . . .
O1A O 0.5391(4) 0.4357(4) 0.55394(5) 0.0488(11) Uani 1 1 d . . . . .
O2A O 0.3441(4) 0.1967(4) 0.60752(5) 0.0474(10) Uani 1 1 d . . . . .
N1A N 0.5534(4) 0.6209(4) 0.58223(5) 0.0356(10) Uani 1 1 d . . . . .
H1A H 0.569149 0.703142 0.578072 0.043 Uiso 1 1 calc R U . . .
N2A N 0.5758(4) 0.1182(4) 0.62512(5) 0.0313(9) Uani 1 1 d . . . . .
H2A H 0.608127 0.066996 0.633977 0.038 Uiso 1 1 calc R U . . .
N3A N 0.4180(4) 0.3523(4) 0.57250(5) 0.0342(9) Uani 1 1 d . . . . .
H3A H 0.375358 0.361633 0.581309 0.041 Uiso 1 1 calc R U . . .
N4A N 0.4418(4) 0.0910(4) 0.58829(5) 0.0341(9) Uani 1 1 d . . . . .
H4A H 0.501750 0.042500 0.586297 0.041 Uiso 1 1 calc R U . . .
C1A C 0.5614(5) 0.5053(5) 0.60553(6) 0.0343(11) Uani 1 1 d . . . . .
C2A C 0.6450(4) 0.4577(5) 0.59475(6) 0.0331(11) Uani 1 1 d . . . . .
C3A C 0.6908(4) 0.3455(5) 0.59658(6) 0.0323(11) Uani 1 1 d . . . . .
H3C H 0.748343 0.314247 0.589309 0.039 Uiso 1 1 calc R U . . .
C4A C 0.6492(5) 0.2790(5) 0.60958(6) 0.0314(10) Uani 1 1 d . . . . .
C5A C 0.5658(5) 0.3255(5) 0.62025(6) 0.0314(10) Uani 1 1 d . . . . .
C6A C 0.5192(5) 0.4393(5) 0.61859(6) 0.0349(11) Uani 1 1 d . . . . .
H6A H 0.461845 0.470447 0.625891 0.042 Uiso 1 1 calc R U . . .
C7A C 0.5252(6) 0.6270(5) 0.60011(6) 0.0387(12) Uani 1 1 d . . . . .
H7D H 0.572552 0.689790 0.605554 0.046 Uiso 1 1 calc R U . . .
H7E H 0.439251 0.641539 0.602030 0.046 Uiso 1 1 calc R U . . .
C8A C 0.6669(5) 0.5493(5) 0.58172(7) 0.0405(12) Uani 1 1 d . . . . .
H8D H 0.737257 0.599489 0.584221 0.049 Uiso 1 1 calc R U . . .
H8E H 0.678317 0.511082 0.571084 0.049 Uiso 1 1 calc R U . . .
C9A C 0.5325(6) 0.2332(5) 0.63266(6) 0.0371(12) Uani 1 1 d . . . . .
H9D H 0.445169 0.231393 0.634439 0.044 Uiso 1 1 calc R U . . .
H9E H 0.573097 0.248641 0.643041 0.044 Uiso 1 1 calc R U . . .
C10A C 0.6806(5) 0.1531(5) 0.61428(6) 0.0346(11) Uani 1 1 d . . . . .
H10D H 0.757174 0.150079 0.620214 0.041 Uiso 1 1 calc R U . . .
H10E H 0.685675 0.100505 0.604720 0.041 Uiso 1 1 calc R U . . .
C11A C 0.4462(5) 0.5665(5) 0.57314(7) 0.0349(11) Uani 1 1 d . . . . .
H11A H 0.380705 0.554847 0.581175 0.042 Uiso 1 1 calc R U . . .
C12A C 0.4730(5) 0.4457(5) 0.56583(6) 0.0354(11) Uani 1 1 d . . . . .
C13A C 0.4291(6) 0.2354(5) 0.56516(6) 0.0408(13) Uani 1 1 d . . . . .
H13D H 0.514779 0.216283 0.563856 0.049 Uiso 1 1 calc R U . . .
H13E H 0.392828 0.237786 0.554285 0.049 Uiso 1 1 calc R U . . .
C14A C 0.3698(5) 0.1365(5) 0.57486(6) 0.0401(13) Uani 1 1 d . . . . .
H14D H 0.293321 0.166872 0.579182 0.048 Uiso 1 1 calc R U . . .
H14E H 0.351242 0.069382 0.567518 0.048 Uiso 1 1 calc R U . . .
C15A C 0.4178(5) 0.1219(5) 0.60355(6) 0.0307(10) Uani 1 1 d . . . . .
C16A C 0.4843(4) 0.0456(4) 0.61612(5) 0.0286(10) Uani 1 1 d . . . . .
H16A H 0.527863 -0.018723 0.610181 0.034 Uiso 1 1 calc R U . . .
C21A C 0.4001(6) 0.6550(6) 0.56043(8) 0.0462(14) Uani 1 1 d . . . . .
H21A H 0.465469 0.671724 0.552539 0.055 Uiso 1 1 calc R U . . .
C22A C 0.3597(8) 0.7725(7) 0.56796(12) 0.072(2) Uani 1 1 d . . . . .
H22D H 0.295637 0.756899 0.575716 0.109 Uiso 1 1 calc R U . . .
H22E H 0.330236 0.825886 0.559496 0.109 Uiso 1 1 calc R U . . .
H22F H 0.427167 0.810051 0.573491 0.109 Uiso 1 1 calc R U . . .
C23A C 0.2941(7) 0.6003(8) 0.55147(10) 0.069(2) Uani 1 1 d . . . . .
H23D H 0.319931 0.527515 0.545919 0.104 Uiso 1 1 calc R U . . .
H23E H 0.263659 0.657611 0.543560 0.104 Uiso 1 1 calc R U . . .
H23F H 0.230937 0.580615 0.559183 0.104 Uiso 1 1 calc R U . . .
C31A C 0.3934(5) -0.0149(6) 0.62717(7) 0.0412(13) Uani 1 1 d . . . . .
H31A H 0.349012 0.048500 0.633161 0.049 Uiso 1 1 calc R U . . .
C32A C 0.4490(8) -0.0990(9) 0.63934(10) 0.088(3) Uani 1 1 d . . . . .
H32D H 0.504681 -0.152722 0.633852 0.131 Uiso 1 1 calc R U . . .
H32E H 0.386130 -0.145950 0.644563 0.131 Uiso 1 1 calc R U . . .
H32F H 0.492022 -0.052609 0.647494 0.131 Uiso 1 1 calc R U . . .
C33A C 0.3045(6) -0.0837(7) 0.61683(9) 0.0527(16) Uani 1 1 d . . . . .
H33D H 0.259827 -0.027740 0.610054 0.079 Uiso 1 1 calc R U . . .
H33E H 0.248904 -0.127149 0.623816 0.079 Uiso 1 1 calc R U . . .
H33F H 0.347481 -0.140495 0.609984 0.079 Uiso 1 1 calc R U . . .
O1W O 0.7180(5) 0.7416(4) 0.55075(6) 0.0536(11) Uani 1 1 d G . . . .
H1WA H 0.763161 0.683813 0.548069 0.080 Uiso 1 1 d G U . . .
H1WB H 0.674171 0.753044 0.542515 0.080 Uiso 1 1 d G 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
O1 C12 1.237(8) . ?
O2 C15 1.245(6) . ?
N1 C7 1.515(11) . ?
N1 C8 1.520(11) . ?
N1 C11 1.530(9) . ?
N1 H1 1.0000 . ?
N2 C10 1.515(7) . ?
N2 C9 1.519(6) . ?
N2 C16 1.521(6) . ?
N2 H2 1.0000 . ?
N3 C12 1.325(7) . ?
N3 C13 1.462(7) . ?
N3 H3 0.8800 . ?
N4 C15 1.339(7) . ?
N4 C14 1.457(7) . ?
N4 H4 0.8800 . ?
C1 C2 1.380(10) . ?
C1 C6 1.389(9) . ?
C1 C7 1.518(8) . ?
C2 C3 1.378(9) . ?
C2 C8 1.509(9) . ?
C3 C4 1.383(8) . ?
C3 H3B 0.9500 . ?
C4 C5 1.380(8) . ?
C4 C10 1.505(7) . ?
C5 C6 1.396(8) . ?
C5 C9 1.488(8) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.528(9) . ?
C11 C21 1.537(11) . ?
C11 H11 1.0000 . ?
C13 C14 1.521(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.529(7) . ?
C16 C31 1.541(7) . ?
C16 H16 1.0000 . ?
C21 C22 1.461(9) . ?
C21 C23 1.507(10) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C31 C32 1.528(8) . ?
C31 C33 1.533(8) . ?
C31 H31 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
O1A C12A 1.239(7) . ?
O2A C15A 1.222(6) . ?
N1A C8A 1.504(7) . ?
N1A C7A 1.519(7) . ?
N1A C11A 1.544(7) . ?
N1A H1A 1.0000 . ?
N2A C16A 1.507(6) . ?
N2A C9A 1.513(7) . ?
N2A C10A 1.531(7) . ?
N2A H2A 1.0000 . ?
N3A C12A 1.334(7) . ?
N3A C13A 1.451(7) . ?
N3A H3A 0.8800 . ?
N4A C15A 1.340(6) . ?
N4A C14A 1.468(6) . ?
N4A H4A 0.8800 . ?
C1A C6A 1.395(7) . ?
C1A C2A 1.400(7) . ?
C1A C7A 1.492(7) . ?
C2A C3A 1.367(8) . ?
C2A C8A 1.511(7) . ?
C3A C4A 1.391(7) . ?
C3A H3C 0.9500 . ?
C4A C5A 1.389(7) . ?
C4A C10A 1.506(7) . ?
C5A C6A 1.384(8) . ?
C5A C9A 1.506(7) . ?
C6A H6A 0.9500 . ?
C7A H7D 0.9900 . ?
C7A H7E 0.9900 . ?
C8A H8D 0.9900 . ?
C8A H8E 0.9900 . ?
C9A H9D 0.9900 . ?
C9A H9E 0.9900 . ?
C10A H10D 0.9900 . ?
C10A H10E 0.9900 . ?
C11A C12A 1.514(8) . ?
C11A C21A 1.537(8) . ?
C11A H11A 1.0000 . ?
C13A C14A 1.522(8) . ?
C13A H13D 0.9900 . ?
C13A H13E 0.9900 . ?
C14A H14D 0.9900 . ?
C14A H14E 0.9900 . ?
C15A C16A 1.542(6) . ?
C16A C31A 1.529(7) . ?
C16A H16A 1.0000 . ?
C21A C22A 1.526(10) . ?
C21A C23A 1.530(9) . ?
C21A H21A 1.0000 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C23A H23D 0.9800 . ?
C23A H23E 0.9800 . ?
C23A H23F 0.9800 . ?
C31A C32A 1.515(10) . ?
C31A C33A 1.524(9) . ?
C31A H31A 1.0000 . ?
C32A H32D 0.9800 . ?
C32A H32E 0.9800 . ?
C32A H32F 0.9800 . ?
C33A H33D 0.9800 . ?
C33A H33E 0.9800 . ?
C33A H33F 0.9800 . ?
O1W H1WA 0.8512 . ?
O1W H1WB 0.8518 . ?

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
C7 N1 C8 104.5(5) . . ?
C7 N1 C11 113.0(6) . . ?
C8 N1 C11 116.2(6) . . ?
C7 N1 H1 107.6 . . ?
C8 N1 H1 107.6 . . ?
C11 N1 H1 107.6 . . ?
C10 N2 C9 106.2(4) . . ?
C10 N2 C16 112.2(4) . . ?
C9 N2 C16 115.9(4) . . ?
C10 N2 H2 107.4 . . ?
C9 N2 H2 107.4 . . ?
C16 N2 H2 107.4 . . ?
C12 N3 C13 119.6(5) . . ?
C12 N3 H3 120.2 . . ?
C13 N3 H3 120.2 . . ?
C15 N4 C14 120.6(4) . . ?
C15 N4 H4 119.7 . . ?
C14 N4 H4 119.7 . . ?
C2 C1 C6 122.6(5) . . ?
C2 C1 C7 109.7(6) . . ?
C6 C1 C7 127.6(7) . . ?
C3 C2 C1 121.2(6) . . ?
C3 C2 C8 129.1(7) . . ?
C1 C2 C8 109.7(6) . . ?
C2 C3 C4 116.9(6) . . ?
C2 C3 H3B 121.5 . . ?
C4 C3 H3B 121.5 . . ?
C5 C4 C3 122.1(5) . . ?
C5 C4 C10 110.0(5) . . ?
C3 C4 C10 127.9(5) . . ?
C4 C5 C6 121.4(5) . . ?
C4 C5 C9 110.9(5) . . ?
C6 C5 C9 127.6(6) . . ?
C1 C6 C5 115.7(6) . . ?
C1 C6 H6 122.1 . . ?
C5 C6 H6 122.1 . . ?
N1 C7 C1 101.3(6) . . ?
N1 C7 H7A 111.5 . . ?
C1 C7 H7A 111.5 . . ?
N1 C7 H7B 111.5 . . ?
C1 C7 H7B 111.5 . . ?
H7A C7 H7B 109.3 . . ?
C2 C8 N1 101.4(6) . . ?
C2 C8 H8A 111.5 . . ?
N1 C8 H8A 111.5 . . ?
C2 C8 H8B 111.5 . . ?
N1 C8 H8B 111.5 . . ?
H8A C8 H8B 109.3 . . ?
C5 C9 N2 103.5(4) . . ?
C5 C9 H9A 111.1 . . ?
N2 C9 H9A 111.1 . . ?
C5 C9 H9B 111.1 . . ?
N2 C9 H9B 111.1 . . ?
H9A C9 H9B 109.0 . . ?
C4 C10 N2 103.5(4) . . ?
C4 C10 H10A 111.1 . . ?
N2 C10 H10A 111.1 . . ?
C4 C10 H10B 111.1 . . ?
N2 C10 H10B 111.1 . . ?
H10A C10 H10B 109.0 . . ?
C12 C11 N1 110.7(6) . . ?
C12 C11 C21 109.4(7) . . ?
N1 C11 C21 112.7(6) . . ?
C12 C11 H11 108.0 . . ?
N1 C11 H11 108.0 . . ?
C21 C11 H11 108.0 . . ?
O1 C12 N3 122.7(5) . . ?
O1 C12 C11 120.9(6) . . ?
N3 C12 C11 116.3(6) . . ?
N3 C13 C14 112.9(5) . . ?
N3 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
N3 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
N4 C14 C13 115.0(4) . . ?
N4 C14 H14A 108.5 . . ?
C13 C14 H14A 108.5 . . ?
N4 C14 H14B 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
O2 C15 N4 121.7(5) . . ?
O2 C15 C16 118.0(5) . . ?
N4 C15 C16 120.2(4) . . ?
N2 C16 C15 114.2(4) . . ?
N2 C16 C31 113.4(4) . . ?
C15 C16 C31 112.9(4) . . ?
N2 C16 H16 105.1 . . ?
C15 C16 H16 105.1 . . ?
C31 C16 H16 105.1 . . ?
C22 C21 C23 112.4(9) . . ?
C22 C21 C11 117.7(9) . . ?
C23 C21 C11 107.6(7) . . ?
C22 C21 H21 106.1 . . ?
C23 C21 H21 106.1 . . ?
C11 C21 H21 106.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C32 C31 C33 110.1(5) . . ?
C32 C31 C16 111.9(5) . . ?
C33 C31 C16 107.5(5) . . ?
C32 C31 H31 109.1 . . ?
C33 C31 H31 109.1 . . ?
C16 C31 H31 109.1 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C8A N1A C7A 103.1(4) . . ?
C8A N1A C11A 115.7(4) . . ?
C7A N1A C11A 109.5(4) . . ?
C8A N1A H1A 109.4 . . ?
C7A N1A H1A 109.4 . . ?
C11A N1A H1A 109.4 . . ?
C16A N2A C9A 116.5(4) . . ?
C16A N2A C10A 111.6(4) . . ?
C9A N2A C10A 105.7(4) . . ?
C16A N2A H2A 107.5 . . ?
C9A N2A H2A 107.5 . . ?
C10A N2A H2A 107.5 . . ?
C12A N3A C13A 119.7(4) . . ?
C12A N3A H3A 120.2 . . ?
C13A N3A H3A 120.2 . . ?
C15A N4A C14A 121.2(5) . . ?
C15A N4A H4A 119.4 . . ?
C14A N4A H4A 119.4 . . ?
C6A C1A C2A 121.4(5) . . ?
C6A C1A C7A 128.8(5) . . ?
C2A C1A C7A 109.7(5) . . ?
C3A C2A C1A 122.0(5) . . ?
C3A C2A C8A 130.1(5) . . ?
C1A C2A C8A 107.9(5) . . ?
C2A C3A C4A 116.9(5) . . ?
C2A C3A H3C 121.5 . . ?
C4A C3A H3C 121.5 . . ?
C5A C4A C3A 121.3(5) . . ?
C5A C4A C10A 110.1(4) . . ?
C3A C4A C10A 128.6(5) . . ?
C6A C5A C4A 122.4(5) . . ?
C6A C5A C9A 127.4(5) . . ?
C4A C5A C9A 110.2(5) . . ?
C5A C6A C1A 115.9(5) . . ?
C5A C6A H6A 122.0 . . ?
C1A C6A H6A 122.0 . . ?
C1A C7A N1A 101.3(4) . . ?
C1A C7A H7D 111.5 . . ?
N1A C7A H7D 111.5 . . ?
C1A C7A H7E 111.5 . . ?
N1A C7A H7E 111.5 . . ?
H7D C7A H7E 109.3 . . ?
N1A C8A C2A 101.8(4) . . ?
N1A C8A H8D 111.4 . . ?
C2A C8A H8D 111.4 . . ?
N1A C8A H8E 111.4 . . ?
C2A C8A H8E 111.4 . . ?
H8D C8A H8E 109.3 . . ?
C5A C9A N2A 102.9(4) . . ?
C5A C9A H9D 111.2 . . ?
N2A C9A H9D 111.2 . . ?
C5A C9A H9E 111.2 . . ?
N2A C9A H9E 111.2 . . ?
H9D C9A H9E 109.1 . . ?
C4A C10A N2A 102.3(4) . . ?
C4A C10A H10D 111.3 . . ?
N2A C10A H10D 111.3 . . ?
C4A C10A H10E 111.3 . . ?
N2A C10A H10E 111.3 . . ?
H10D C10A H10E 109.2 . . ?
C12A C11A C21A 111.6(5) . . ?
C12A C11A N1A 113.2(5) . . ?
C21A C11A N1A 110.0(4) . . ?
C12A C11A H11A 107.2 . . ?
C21A C11A H11A 107.2 . . ?
N1A C11A H11A 107.2 . . ?
O1A C12A N3A 122.4(5) . . ?
O1A C12A C11A 121.2(5) . . ?
N3A C12A C11A 116.3(5) . . ?
N3A C13A C14A 113.5(5) . . ?
N3A C13A H13D 108.9 . . ?
C14A C13A H13D 108.9 . . ?
N3A C13A H13E 108.9 . . ?
C14A C13A H13E 108.9 . . ?
H13D C13A H13E 107.7 . . ?
N4A C14A C13A 114.6(5) . . ?
N4A C14A H14D 108.6 . . ?
C13A C14A H14D 108.6 . . ?
N4A C14A H14E 108.6 . . ?
C13A C14A H14E 108.6 . . ?
H14D C14A H14E 107.6 . . ?
O2A C15A N4A 124.6(5) . . ?
O2A C15A C16A 121.6(4) . . ?
N4A C15A C16A 113.5(4) . . ?
N2A C16A C31A 113.3(4) . . ?
N2A C16A C15A 111.4(4) . . ?
C31A C16A C15A 109.3(4) . . ?
N2A C16A H16A 107.6 . . ?
C31A C16A H16A 107.6 . . ?
C15A C16A H16A 107.6 . . ?
C22A C21A C23A 108.3(6) . . ?
C22A C21A C11A 112.0(6) . . ?
C23A C21A C11A 109.6(5) . . ?
C22A C21A H21A 108.9 . . ?
C23A C21A H21A 108.9 . . ?
C11A C21A H21A 108.9 . . ?
C21A C22A H22D 109.5 . . ?
C21A C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C21A C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C21A C23A H23D 109.5 . . ?
C21A C23A H23E 109.5 . . ?
H23D C23A H23E 109.5 . . ?
C21A C23A H23F 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C32A C31A C33A 109.3(6) . . ?
C32A C31A C16A 113.7(5) . . ?
C33A C31A C16A 108.8(5) . . ?
C32A C31A H31A 108.3 . . ?
C33A C31A H31A 108.3 . . ?
C16A C31A H31A 108.3 . . ?
C31A C32A H32D 109.5 . . ?
C31A C32A H32E 109.5 . . ?
H32D C32A H32E 109.5 . . ?
C31A C32A H32F 109.5 . . ?
H32D C32A H32F 109.5 . . ?
H32E C32A H32F 109.5 . . ?
C31A C33A H33D 109.5 . . ?
C31A C33A H33E 109.5 . . ?
H33D C33A H33E 109.5 . . ?
C31A C33A H33F 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?
H1WA O1W H1WB 104.3 . . ?

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
C6 C1 C2 C3 -0.1(9) . . . . ?
C7 C1 C2 C3 -177.7(6) . . . . ?
C6 C1 C2 C8 178.4(6) . . . . ?
C7 C1 C2 C8 0.8(7) . . . . ?
C1 C2 C3 C4 -0.4(8) . . . . ?
C8 C2 C3 C4 -178.6(6) . . . . ?
C2 C3 C4 C5 0.2(8) . . . . ?
C2 C3 C4 C10 179.1(5) . . . . ?
C3 C4 C5 C6 0.6(8) . . . . ?
C10 C4 C5 C6 -178.5(5) . . . . ?
C3 C4 C5 C9 179.5(5) . . . . ?
C10 C4 C5 C9 0.4(6) . . . . ?
C2 C1 C6 C5 0.8(8) . . . . ?
C7 C1 C6 C5 178.0(6) . . . . ?
C4 C5 C6 C1 -1.1(8) . . . . ?
C9 C5 C6 C1 -179.7(5) . . . . ?
C8 N1 C7 C1 -34.5(6) . . . . ?
C11 N1 C7 C1 92.7(7) . . . . ?
C2 C1 C7 N1 21.2(7) . . . . ?
C6 C1 C7 N1 -156.3(6) . . . . ?
C3 C2 C8 N1 155.9(6) . . . . ?
C1 C2 C8 N1 -22.4(6) . . . . ?
C7 N1 C8 C2 35.1(6) . . . . ?
C11 N1 C8 C2 -90.2(7) . . . . ?
C4 C5 C9 N2 -15.0(6) . . . . ?
C6 C5 C9 N2 163.8(5) . . . . ?
C10 N2 C9 C5 23.4(5) . . . . ?
C16 N2 C9 C5 -101.9(5) . . . . ?
C5 C4 C10 N2 14.4(6) . . . . ?
C3 C4 C10 N2 -164.6(5) . . . . ?
C9 N2 C10 C4 -23.1(5) . . . . ?
C16 N2 C10 C4 104.4(5) . . . . ?
C7 N1 C11 C12 -94.4(7) . . . . ?
C8 N1 C11 C12 26.4(8) . . . . ?
C7 N1 C11 C21 142.7(8) . . . . ?
C8 N1 C11 C21 -96.5(8) . . . . ?
C13 N3 C12 O1 0.7(9) . . . . ?
C13 N3 C12 C11 178.2(5) . . . . ?
N1 C11 C12 O1 -81.2(8) . . . . ?
C21 C11 C12 O1 43.5(9) . . . . ?
N1 C11 C12 N3 101.1(7) . . . . ?
C21 C11 C12 N3 -134.1(7) . . . . ?
C12 N3 C13 C14 172.5(5) . . . . ?
C15 N4 C14 C13 -76.3(6) . . . . ?
N3 C13 C14 N4 -82.2(6) . . . . ?
C14 N4 C15 O2 5.6(7) . . . . ?
C14 N4 C15 C16 -170.8(4) . . . . ?
C10 N2 C16 C15 -47.4(6) . . . . ?
C9 N2 C16 C15 74.8(6) . . . . ?
C10 N2 C16 C31 -178.6(4) . . . . ?
C9 N2 C16 C31 -56.4(6) . . . . ?
O2 C15 C16 N2 107.0(5) . . . . ?
N4 C15 C16 N2 -76.5(6) . . . . ?
O2 C15 C16 C31 -121.6(5) . . . . ?
N4 C15 C16 C31 54.9(6) . . . . ?
C12 C11 C21 C22 -166.2(12) . . . . ?
N1 C11 C21 C22 -42.6(16) . . . . ?
C12 C11 C21 C23 65.6(11) . . . . ?
N1 C11 C21 C23 -170.8(8) . . . . ?
N2 C16 C31 C32 -49.1(6) . . . . ?
C15 C16 C31 C32 179.1(4) . . . . ?
N2 C16 C31 C33 -170.2(5) . . . . ?
C15 C16 C31 C33 58.0(6) . . . . ?
C6A C1A C2A C3A -1.1(8) . . . . ?
C7A C1A C2A C3A -178.1(5) . . . . ?
C6A C1A C2A C8A 177.4(5) . . . . ?
C7A C1A C2A C8A 0.3(6) . . . . ?
C1A C2A C3A C4A 1.0(8) . . . . ?
C8A C2A C3A C4A -177.1(5) . . . . ?
C2A C3A C4A C5A -0.6(8) . . . . ?
C2A C3A C4A C10A 178.1(5) . . . . ?
C3A C4A C5A C6A 0.3(8) . . . . ?
C10A C4A C5A C6A -178.6(5) . . . . ?
C3A C4A C5A C9A 177.4(5) . . . . ?
C10A C4A C5A C9A -1.5(6) . . . . ?
C4A C5A C6A C1A -0.3(8) . . . . ?
C9A C5A C6A C1A -176.9(5) . . . . ?
C2A C1A C6A C5A 0.7(8) . . . . ?
C7A C1A C6A C5A 177.1(5) . . . . ?
C6A C1A C7A N1A -153.3(5) . . . . ?
C2A C1A C7A N1A 23.5(6) . . . . ?
C8A N1A C7A C1A -37.9(5) . . . . ?
C11A N1A C7A C1A 85.8(5) . . . . ?
C7A N1A C8A C2A 38.2(5) . . . . ?
C11A N1A C8A C2A -81.3(5) . . . . ?
C3A C2A C8A N1A 154.0(5) . . . . ?
C1A C2A C8A N1A -24.3(6) . . . . ?
C6A C5A C9A N2A 160.2(5) . . . . ?
C4A C5A C9A N2A -16.7(6) . . . . ?
C16A N2A C9A C5A -96.6(5) . . . . ?
C10A N2A C9A C5A 28.0(5) . . . . ?
C5A C4A C10A N2A 18.9(5) . . . . ?
C3A C4A C10A N2A -160.0(5) . . . . ?
C16A N2A C10A C4A 98.9(4) . . . . ?
C9A N2A C10A C4A -28.8(5) . . . . ?
C8A N1A C11A C12A 2.8(6) . . . . ?
C7A N1A C11A C12A -113.2(5) . . . . ?
C8A N1A C11A C21A -122.9(5) . . . . ?
C7A N1A C11A C21A 121.1(5) . . . . ?
C13A N3A C12A O1A -3.9(8) . . . . ?
C13A N3A C12A C11A 173.5(5) . . . . ?
C21A C11A C12A O1A 52.9(7) . . . . ?
N1A C11A C12A O1A -71.8(7) . . . . ?
C21A C11A C12A N3A -124.6(5) . . . . ?
N1A C11A C12A N3A 110.7(5) . . . . ?
C12A N3A C13A C14A 175.4(5) . . . . ?
C15A N4A C14A C13A 103.7(6) . . . . ?
N3A C13A C14A N4A -81.4(7) . . . . ?
C14A N4A C15A O2A -7.0(9) . . . . ?
C14A N4A C15A C16A 167.6(5) . . . . ?
C9A N2A C16A C31A -71.5(5) . . . . ?
C10A N2A C16A C31A 166.9(4) . . . . ?
C9A N2A C16A C15A 52.1(5) . . . . ?
C10A N2A C16A C15A -69.5(5) . . . . ?
O2A C15A C16A N2A -72.7(6) . . . . ?
N4A C15A C16A N2A 112.5(5) . . . . ?
O2A C15A C16A C31A 53.2(7) . . . . ?
N4A C15A C16A C31A -121.6(5) . . . . ?
C12A C11A C21A C22A 173.6(6) . . . . ?
N1A C11A C21A C22A -59.9(7) . . . . ?
C12A C11A C21A C23A 53.3(7) . . . . ?
N1A C11A C21A C23A 179.9(5) . . . . ?
N2A C16A C31A C32A -59.0(8) . . . . ?
C15A C16A C31A C32A 176.2(6) . . . . ?
N2A C16A C31A C33A 179.0(5) . . . . ?
C15A C16A C31A C33A 54.2(6) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 Cl1'^a 1.00 2.23 3.096(6) 143.6 . yes
N1 H1 Cl1^b 1.00 2.17 3.128(7) 159.6 . yes
N2 H2 Cl3 1.00 2.90 3.398(4) 111.5 7_456 yes
N2 H2 O1W 1.00 1.92 2.851(7) 154.1 7_456 yes
N4 H4 Cl2 0.88 2.39 3.228(4) 158.5 . yes
N1A H1A Cl3 1.00 2.32 3.147(5) 139.8 . yes
N2A H2A Cl4 1.00 2.05 3.005(4) 158.7 . yes
N3A H3A Cl4 0.88 2.62 3.406(5) 148.9 5_456 yes
N4A H4A Cl3 0.88 2.43 3.295(5) 165.8 1_545 yes

_refine_diff_density_max         1.327
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.066



