# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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_1-3H2O
_database_code_depnum_ccdc_archive 'CCDC 2294210'
loop_
_audit_author_name
_audit_author_address
'Arto Valkonen'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2024-01-09 deposited with the CCDC.	2024-02-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27.80 H28.40 Cl0.10 N3.90 O, Cl, 2.9(H2 O)'
_chemical_formula_sum            'C27.80 H34.20 Cl1.10 N3.90 O3.90'
_chemical_formula_weight         524.38

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

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

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

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

_cell_length_a                   7.76690(10)
_cell_length_b                   12.9440(2)
_cell_length_c                   14.03810(10)
_cell_angle_alpha                79.6140(10)
_cell_angle_beta                 83.1530(10)
_cell_angle_gamma                73.8620(10)
_cell_volume                     1329.92(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    67811
_cell_measurement_theta_min      3.1960
_cell_measurement_theta_max      76.1830

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             556
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.691
_shelx_estimated_absorpt_T_min   0.849
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            106454
_diffrn_reflns_av_unetI/netI     0.0112
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.209
_diffrn_reflns_theta_max         74.997
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5470
_reflns_number_gt                5053
_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       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    SHELXL-2019/2
_computing_publication_material  SHELXL-2019/2
_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)+(0.0570P)²+0.7845P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5470
_refine_ls_number_parameters     370
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.1163
_refine_ls_wR_factor_gt          0.1145
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.045
_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
Cl1 Cl 0.34670(6) 0.92433(4) 0.24190(3) 0.03660(13) Uani 0.9 1 d . . P A 1
Cl1B Cl 0.5712(10) 0.8532(6) 0.3936(5) 0.0407(14) Uani 0.1 1 d . . P B 2
O1 O 0.27804(14) 0.46405(9) 0.48056(7) 0.0267(2) Uani 1 1 d . . . . .
N1 N 0.21007(18) 0.63710(11) 0.50084(10) 0.0301(3) Uani 1 1 d . . . . .
N2 N 0.64306(16) 0.37432(10) 0.15114(9) 0.0227(3) Uani 1 1 d . . . . .
N3 N 1.11654(18) 0.08383(11) -0.07694(10) 0.0313(3) Uani 1 1 d . . . . .
N4 N 0.5165(4) 0.2381(2) 0.2424(2) 0.0273(5) Uani 0.9 1 d . . P C 1
Cl2 Cl 0.5634(11) 0.2043(6) 0.2312(7) 0.0394(16) Uani 0.1 1 d . . P C 2
C1 C 0.17567(19) 0.47464(14) 0.56839(11) 0.0277(3) Uani 1 1 d . . . . .
C2 C 0.1240(2) 0.39421(15) 0.63314(12) 0.0340(4) Uani 1 1 d . . . . .
H2 H 0.155428 0.320621 0.622516 0.041 Uiso 1 1 calc R U . . .
C3 C 0.0212(2) 0.42864(16) 0.71632(12) 0.0378(4) Uani 1 1 d . . . . .
H3 H -0.019841 0.376902 0.763873 0.045 Uiso 1 1 calc R U . . .
C4 C -0.0220(2) 0.53636(16) 0.73092(12) 0.0370(4) Uani 1 1 d . . . . .
H4 H -0.091335 0.556009 0.788514 0.044 Uiso 1 1 calc R U . . .
C5 C 0.0324(2) 0.61640(15) 0.66434(12) 0.0340(4) Uani 1 1 d . . . . .
H5 H 0.002699 0.690044 0.674653 0.041 Uiso 1 1 calc R U . . .
C6 C 0.1329(2) 0.58224(14) 0.58177(11) 0.0285(3) Uani 1 1 d . . . . .
C7 C 0.29690(19) 0.56467(13) 0.44088(11) 0.0262(3) Uani 1 1 d . . . . .
C8 C 0.1960(3) 0.75309(16) 0.48083(16) 0.0490(5) Uani 1 1 d . . . . .
H8A H 0.316647 0.764703 0.469405 0.073 Uiso 1 1 calc R U . . .
H8B H 0.132680 0.787223 0.536533 0.073 Uiso 1 1 calc R U . . .
H8C H 0.129118 0.785625 0.423067 0.073 Uiso 1 1 calc R U . . .
C9 C 0.3901(2) 0.58790(13) 0.35384(11) 0.0269(3) Uani 1 1 d . . . . .
H9 H 0.398376 0.660829 0.336049 0.032 Uiso 1 1 calc R U . . .
C10 C 0.47516(18) 0.51550(12) 0.28764(10) 0.0226(3) Uani 1 1 d . . . . .
C11 C 0.57217(18) 0.55460(11) 0.19965(10) 0.0219(3) Uani 1 1 d . . . . .
C12 C 0.58706(19) 0.66250(12) 0.17741(11) 0.0258(3) Uani 1 1 d . . . . .
H12 H 0.525951 0.713239 0.219336 0.031 Uiso 1 1 calc R U . . .
C13 C 0.6876(2) 0.69615(13) 0.09671(12) 0.0292(3) Uani 1 1 d . . . . .
H13 H 0.694568 0.769530 0.082751 0.035 Uiso 1 1 calc R U . . .
C14 C 0.7794(2) 0.62206(13) 0.03536(12) 0.0292(3) Uani 1 1 d . . . . .
H14 H 0.852926 0.644498 -0.019084 0.035 Uiso 1 1 calc R U . . .
C15 C 0.7646(2) 0.51671(12) 0.05288(11) 0.0267(3) Uani 1 1 d . . . . .
H15 H 0.826148 0.467302 0.009862 0.032 Uiso 1 1 calc R U . . .
C16 C 0.65881(18) 0.48175(11) 0.13429(10) 0.0223(3) Uani 1 1 d . . . . .
C17 C 0.75937(19) 0.29691(11) 0.09255(10) 0.0225(3) Uani 1 1 d . . . . .
C18 C 0.73066(19) 0.30164(12) -0.00371(10) 0.0235(3) Uani 1 1 d . . . . .
H18 H 0.629540 0.353605 -0.031128 0.028 Uiso 1 1 calc R U . . .
C19 C 0.84770(19) 0.23147(12) -0.06049(10) 0.0236(3) Uani 1 1 d . . . . .
H19 H 0.826189 0.235910 -0.126512 0.028 Uiso 1 1 calc R U . . .
C20 C 0.99916(19) 0.15315(11) -0.02124(11) 0.0233(3) Uani 1 1 d . . . . .
C21 C 1.02245(19) 0.14806(11) 0.07772(11) 0.0252(3) Uani 1 1 d . . . . .
H21 H 1.120683 0.094880 0.106699 0.030 Uiso 1 1 calc R U . . .
C22 C 0.9048(2) 0.21913(12) 0.13336(11) 0.0252(3) Uani 1 1 d . . . . .
H22 H 0.923435 0.214761 0.199787 0.030 Uiso 1 1 calc R U . . .
C23 C 1.1027(2) 0.09640(15) -0.18068(13) 0.0373(4) Uani 1 1 d . . . . .
H23A H 0.979601 0.099979 -0.193249 0.056 Uiso 1 1 calc R U . . .
H23B H 1.186156 0.034093 -0.206485 0.056 Uiso 1 1 calc R U . . .
H23C H 1.133072 0.163612 -0.212436 0.056 Uiso 1 1 calc R U . . .
C24 C 1.2839(2) 0.01421(15) -0.03877(16) 0.0449(5) Uani 1 1 d . . . . .
H24A H 1.358317 0.059565 -0.026138 0.067 Uiso 1 1 calc R U . . .
H24B H 1.348995 -0.032353 -0.086372 0.067 Uiso 1 1 calc R U . . .
H24C H 1.256908 -0.031335 0.021810 0.067 Uiso 1 1 calc R U . . .
C25 C 0.54233(19) 0.33968(11) 0.23119(10) 0.0226(3) Uani 1 1 d . . . . .
C26 C 0.46635(19) 0.40774(12) 0.29942(11) 0.0239(3) Uani 1 1 d . . . . .
H26 H 0.405544 0.379699 0.356785 0.029 Uiso 1 1 calc R U . . .
C27 C 0.4344(3) 0.20782(16) 0.16653(14) 0.0382(4) Uani 0.9 1 d . . P C 1
H27A H 0.305797 0.244862 0.168227 0.057 Uiso 0.9 1 calc R U P C 1
H27B H 0.450534 0.128868 0.177696 0.057 Uiso 0.9 1 calc R U P C 1
H27C H 0.491964 0.229467 0.102898 0.057 Uiso 0.9 1 calc R U P C 1
C28 C 0.4611(3) 0.18749(14) 0.33835(13) 0.0312(4) Uani 0.9 1 d . . P C 1
H28A H 0.530371 0.200001 0.387114 0.047 Uiso 0.9 1 calc R U P C 1
H28B H 0.482976 0.109056 0.339127 0.047 Uiso 0.9 1 calc R U P C 1
H28C H 0.332786 0.219413 0.353230 0.047 Uiso 0.9 1 calc R U P C 1
O2 O 0.95202(17) 0.92080(10) 0.64050(9) 0.0376(3) Uani 1 1 d D . . . .
H2A H 0.876(2) 0.9595(17) 0.6752(15) 0.056 Uiso 1 1 d D U . . .
H2B H 1.035(2) 0.9485(18) 0.6191(16) 0.056 Uiso 1 1 d D U . . .
O3 O 0.76737(19) 0.99685(12) 0.47184(11) 0.0471(3) Uani 1 1 d D . . . .
H3A H 0.752(4) 0.9430(15) 0.4462(17) 0.071 Uiso 1 1 d D U . . .
H3B H 0.822(3) 0.9665(19) 0.5232(12) 0.071 Uiso 1 1 d D U . . .
O4 O 0.5512(3) 0.8779(2) 0.42611(17) 0.0459(5) Uani 0.9 1 d D . P D 1
H4A H 0.511(4) 0.888(3) 0.3683(11) 0.069 Uiso 0.9 1 d D U P E 1
H4B H 0.464(3) 0.914(2) 0.4603(17) 0.069 Uiso 0.9 1 d D U P F 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
O1 C7 1.3613(19) . ?
O1 C1 1.3921(18) . ?
N1 C7 1.3565(19) . ?
N1 C6 1.392(2) . ?
N1 C8 1.452(2) . ?
N2 C25 1.3711(18) . ?
N2 C16 1.4049(18) . ?
N2 C17 1.4538(18) . ?
N3 C20 1.3696(19) . ?
N3 C23 1.449(2) . ?
N3 C24 1.460(2) . ?
N4 C25 1.363(3) . ?
N4 C28 1.459(3) . ?
N4 C27 1.466(3) . ?
Cl2 C25 1.714(7) . ?
C1 C2 1.369(2) . ?
C1 C6 1.381(2) . ?
C2 C3 1.403(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(2) . ?
C5 H5 0.9500 . ?
C7 C9 1.373(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.415(2) . ?
C9 H9 0.9500 . ?
C10 C26 1.395(2) . ?
C10 C11 1.454(2) . ?
C11 C12 1.409(2) . ?
C11 C16 1.413(2) . ?
C12 C13 1.372(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.376(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.408(2) . ?
C15 H15 0.9500 . ?
C17 C18 1.383(2) . ?
C17 C22 1.390(2) . ?
C18 C19 1.384(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.416(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.410(2) . ?
C21 C22 1.383(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.386(2) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
O2 H2A 0.832(9) . ?
O2 H2B 0.826(9) . ?
O3 H3A 0.880(10) . ?
O3 H3B 0.855(10) . ?
O4 H4A 0.880(10) . ?
O4 H4B 0.856(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O1 C1 107.09(12) . . ?
C7 N1 C6 108.67(13) . . ?
C7 N1 C8 124.90(14) . . ?
C6 N1 C8 126.40(14) . . ?
C25 N2 C16 120.01(12) . . ?
C25 N2 C17 120.62(12) . . ?
C16 N2 C17 118.49(11) . . ?
C20 N3 C23 121.16(14) . . ?
C20 N3 C24 120.01(15) . . ?
C23 N3 C24 117.01(14) . . ?
C25 N4 C28 119.4(2) . . ?
C25 N4 C27 119.6(2) . . ?
C28 N4 C27 110.7(2) . . ?
C2 C1 C6 123.99(15) . . ?
C2 C1 O1 127.40(15) . . ?
C6 C1 O1 108.61(14) . . ?
C1 C2 C3 114.97(17) . . ?
C1 C2 H2 122.5 . . ?
C3 C2 H2 122.5 . . ?
C4 C3 C2 121.66(17) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 122.31(16) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C6 C5 C4 115.89(16) . . ?
C6 C5 H5 122.1 . . ?
C4 C5 H5 122.1 . . ?
C1 C6 C5 121.18(16) . . ?
C1 C6 N1 106.32(13) . . ?
C5 C6 N1 132.50(16) . . ?
N1 C7 O1 109.31(13) . . ?
N1 C7 C9 125.92(15) . . ?
O1 C7 C9 124.78(13) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 C10 127.34(14) . . ?
C7 C9 H9 116.3 . . ?
C10 C9 H9 116.3 . . ?
C26 C10 C9 123.75(14) . . ?
C26 C10 C11 116.76(13) . . ?
C9 C10 C11 119.44(13) . . ?
C12 C11 C16 118.09(13) . . ?
C12 C11 C10 122.60(13) . . ?
C16 C11 C10 119.29(13) . . ?
C13 C12 C11 121.66(14) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C14 119.62(14) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C15 C14 C13 120.62(14) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.31(14) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
N2 C16 C15 119.95(13) . . ?
N2 C16 C11 120.46(13) . . ?
C15 C16 C11 119.58(13) . . ?
C18 C17 C22 119.67(13) . . ?
C18 C17 N2 121.05(13) . . ?
C22 C17 N2 119.25(13) . . ?
C17 C18 C19 120.71(13) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C20 120.71(13) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
N3 C20 C21 121.38(14) . . ?
N3 C20 C19 121.21(14) . . ?
C21 C20 C19 117.40(13) . . ?
C22 C21 C20 121.15(13) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C17 120.32(14) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 N2 119.28(16) . . ?
N4 C25 C26 120.47(16) . . ?
N2 C25 C26 120.25(13) . . ?
N2 C25 Cl2 106.9(3) . . ?
C26 C25 Cl2 132.2(3) . . ?
C25 C26 C10 122.97(13) . . ?
C25 C26 H26 118.5 . . ?
C10 C26 H26 118.5 . . ?
N4 C27 H27A 109.5 . . ?
N4 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N4 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N4 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H2A O2 H2B 111.8(19) . . ?
H3A O3 H3B 105.3(18) . . ?
H4A O4 H4B 104.8(19) . . ?

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
C7 O1 C1 C2 -179.69(15) . . . . ?
C7 O1 C1 C6 -0.11(15) . . . . ?
C6 C1 C2 C3 0.3(2) . . . . ?
O1 C1 C2 C3 179.77(14) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 C6 0.1(2) . . . . ?
C2 C1 C6 C5 0.2(2) . . . . ?
O1 C1 C6 C5 -179.37(13) . . . . ?
C2 C1 C6 N1 179.77(14) . . . . ?
O1 C1 C6 N1 0.18(16) . . . . ?
C4 C5 C6 C1 -0.4(2) . . . . ?
C4 C5 C6 N1 -179.82(15) . . . . ?
C7 N1 C6 C1 -0.18(17) . . . . ?
C8 N1 C6 C1 177.72(17) . . . . ?
C7 N1 C6 C5 179.30(16) . . . . ?
C8 N1 C6 C5 -2.8(3) . . . . ?
C6 N1 C7 O1 0.12(17) . . . . ?
C8 N1 C7 O1 -177.83(16) . . . . ?
C6 N1 C7 C9 -179.71(14) . . . . ?
C8 N1 C7 C9 2.3(3) . . . . ?
C1 O1 C7 N1 0.00(15) . . . . ?
C1 O1 C7 C9 179.83(14) . . . . ?
N1 C7 C9 C10 -176.94(14) . . . . ?
O1 C7 C9 C10 3.3(3) . . . . ?
C7 C9 C10 C26 4.2(2) . . . . ?
C7 C9 C10 C11 -178.39(14) . . . . ?
C26 C10 C11 C12 178.19(13) . . . . ?
C9 C10 C11 C12 0.6(2) . . . . ?
C26 C10 C11 C16 -3.21(19) . . . . ?
C9 C10 C11 C16 179.24(13) . . . . ?
C16 C11 C12 C13 -2.3(2) . . . . ?
C10 C11 C12 C13 176.30(14) . . . . ?
C11 C12 C13 C14 -0.7(2) . . . . ?
C12 C13 C14 C15 2.5(2) . . . . ?
C13 C14 C15 C16 -1.2(2) . . . . ?
C25 N2 C16 C15 178.98(13) . . . . ?
C17 N2 C16 C15 9.6(2) . . . . ?
C25 N2 C16 C11 0.3(2) . . . . ?
C17 N2 C16 C11 -169.00(12) . . . . ?
C14 C15 C16 N2 179.39(14) . . . . ?
C14 C15 C16 C11 -2.0(2) . . . . ?
C12 C11 C16 N2 -177.73(12) . . . . ?
C10 C11 C16 N2 3.6(2) . . . . ?
C12 C11 C16 C15 3.6(2) . . . . ?
C10 C11 C16 C15 -175.04(13) . . . . ?
C25 N2 C17 C18 117.28(15) . . . . ?
C16 N2 C17 C18 -73.45(18) . . . . ?
C25 N2 C17 C22 -64.69(18) . . . . ?
C16 N2 C17 C22 104.58(15) . . . . ?
C22 C17 C18 C19 -1.6(2) . . . . ?
N2 C17 C18 C19 176.43(13) . . . . ?
C17 C18 C19 C20 0.1(2) . . . . ?
C23 N3 C20 C21 -173.69(14) . . . . ?
C24 N3 C20 C21 -9.5(2) . . . . ?
C23 N3 C20 C19 7.5(2) . . . . ?
C24 N3 C20 C19 171.69(14) . . . . ?
C18 C19 C20 N3 -179.53(13) . . . . ?
C18 C19 C20 C21 1.6(2) . . . . ?
N3 C20 C21 C22 179.19(13) . . . . ?
C19 C20 C21 C22 -1.9(2) . . . . ?
C20 C21 C22 C17 0.5(2) . . . . ?
C18 C17 C22 C21 1.2(2) . . . . ?
N2 C17 C22 C21 -176.81(13) . . . . ?
C28 N4 C25 N2 160.74(17) . . . . ?
C27 N4 C25 N2 -57.4(3) . . . . ?
C28 N4 C25 C26 -19.8(3) . . . . ?
C27 N4 C25 C26 122.0(2) . . . . ?
C16 N2 C25 N4 174.78(18) . . . . ?
C17 N2 C25 N4 -16.1(2) . . . . ?
C16 N2 C25 C26 -4.7(2) . . . . ?
C17 N2 C25 C26 164.46(13) . . . . ?
C16 N2 C25 Cl2 -176.9(4) . . . . ?
C17 N2 C25 Cl2 -7.8(4) . . . . ?
N4 C25 C26 C10 -174.33(18) . . . . ?
N2 C25 C26 C10 5.1(2) . . . . ?
Cl2 C25 C26 C10 175.1(5) . . . . ?
C9 C10 C26 C25 176.37(14) . . . . ?
C11 C10 C26 C25 -1.1(2) . . . . ?

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
O2 H2A Cl1^a 0.832(9) 2.305(10) 3.1339(13) 175(2) 2_676 yes
O2 H2B O3 0.826(9) 2.070(11) 2.870(2) 163(2) 2_776 yes
O3 H3A O4^a 0.880(10) 2.039(19) 2.766(3) 139(2) . yes
O3 H3B O2 0.855(10) 1.948(10) 2.7957(19) 171(2) . yes
O4^a H4A^a Cl1^a 0.880(10) 2.213(13) 3.076(2) 166(3) . yes
O4^a H4B^a O3 0.856(10) 2.076(11) 2.927(3) 172(3) 2_676 yes

_refine_diff_density_max         0.387
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.045

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

data_3-CH3CN-H2O
_database_code_depnum_ccdc_archive 'CCDC 2294211'
loop_
_audit_author_name
_audit_author_address
'Arto Valkonen'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2024-01-09 deposited with the CCDC.	2024-02-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C27 H26 N3 O2), 0.65(C2 H3 N), 0.4(I), 1.6(Cl), H2 O'
_chemical_formula_sum            'C55.30 H55.95 Cl1.60 I0.40 N6.65 O5'
_chemical_formula_weight         1001.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.21834(4)
_cell_length_b                   21.85441(10)
_cell_length_c                   24.63787(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.2872(3)
_cell_angle_gamma                90
_cell_volume                     4949.69(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    94559
_cell_measurement_theta_min      2.6960
_cell_measurement_theta_max      77.9260

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             2091
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    3.390
_shelx_estimated_absorpt_T_min   0.352
_shelx_estimated_absorpt_T_max   0.905
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.347
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            201293
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.598
_diffrn_reflns_theta_max         79.060
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10470
_reflns_number_gt                10072
_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       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    SHELXL-2019/2
_computing_publication_material  SHELXL-2019/2
_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)+(0.0519P)²+7.3281P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10470
_refine_ls_number_parameters     673
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1426
_refine_ls_wR_factor_gt          0.1417
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.091
_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
O1 O 0.75108(16) 0.97722(7) 0.71861(6) 0.0219(3) Uani 1 1 d . . . . .
O2 O 0.00174(19) 0.70520(8) 0.48846(7) 0.0325(4) Uani 1 1 d . . . . .
N1 N 0.77585(19) 0.99405(8) 0.80752(7) 0.0211(4) Uani 1 1 d . . . . .
N2 N 0.39348(18) 0.80571(8) 0.64768(7) 0.0190(3) Uani 1 1 d . . . . .
N3 N 0.52818(19) 0.85543(8) 0.58176(8) 0.0234(4) Uani 1 1 d . . . . .
C1 C 0.8508(2) 1.02422(9) 0.72815(9) 0.0213(4) Uani 1 1 d . . . . .
C2 C 0.9256(2) 1.05475(10) 0.69030(9) 0.0257(4) Uani 1 1 d . . . . .
H2 H 0.912912 1.045946 0.652484 0.031 Uiso 1 1 calc R U . . .
C3 C 1.0220(2) 1.09990(10) 0.71157(10) 0.0281(5) Uani 1 1 d . . . . .
H3 H 1.076450 1.123088 0.687576 0.034 Uiso 1 1 calc R U . . .
C4 C 1.0392(3) 1.11122(11) 0.76717(10) 0.0303(5) Uani 1 1 d . . . . .
H4 H 1.105726 1.142090 0.780029 0.036 Uiso 1 1 calc R U . . .
C5 C 0.9631(2) 1.07927(10) 0.80484(10) 0.0271(5) Uani 1 1 d . . . . .
H5 H 0.976239 1.087265 0.842796 0.033 Uiso 1 1 calc R U . . .
C6 C 0.8673(2) 1.03516(9) 0.78362(9) 0.0213(4) Uani 1 1 d . . . . .
C7 C 0.7072(2) 0.95928(9) 0.76786(8) 0.0195(4) Uani 1 1 d . . . . .
C8 C 0.7612(3) 0.98810(11) 0.86588(9) 0.0265(5) Uani 1 1 d . . . . .
H8A H 0.822369 1.018743 0.885532 0.040 Uiso 0.5 1 calc R U P . .
H8B H 0.659355 0.994512 0.873370 0.040 Uiso 0.5 1 calc R U P . .
H8C H 0.791909 0.947051 0.877908 0.040 Uiso 0.5 1 calc R U P . .
H8D H 0.693386 0.954794 0.872342 0.040 Uiso 0.5 1 calc R U P . .
H8E H 0.856401 0.979025 0.884503 0.040 Uiso 0.5 1 calc R U P . .
H8F H 0.723846 1.026487 0.879965 0.040 Uiso 0.5 1 calc R U P . .
C9 C 0.6101(2) 0.91256(9) 0.77401(8) 0.0202(4) Uani 1 1 d . . . . .
H9 H 0.586968 0.903462 0.810068 0.024 Uiso 1 1 calc R U . . .
C10 C 0.5410(2) 0.87653(9) 0.73158(8) 0.0186(4) Uani 1 1 d . . . . .
C11 C 0.4409(2) 0.82794(9) 0.74468(8) 0.0183(4) Uani 1 1 d . . . . .
C12 C 0.4157(2) 0.81254(10) 0.79861(9) 0.0234(4) Uani 1 1 d . . . . .
H12 H 0.465905 0.834087 0.827771 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3197(2) 0.76689(11) 0.80994(9) 0.0261(5) Uani 1 1 d . . . . .
H13 H 0.307418 0.755851 0.846607 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2407(2) 0.73692(10) 0.76750(9) 0.0227(4) Uani 1 1 d . . . . .
H14 H 0.171639 0.706522 0.775390 0.027 Uiso 1 1 calc R U . . .
C15 C 0.2618(2) 0.75097(9) 0.71426(8) 0.0204(4) Uani 1 1 d . . . . .
H15 H 0.205699 0.731037 0.685558 0.025 Uiso 1 1 calc R U . . .
C16 C 0.3661(2) 0.79475(9) 0.70232(8) 0.0179(4) Uani 1 1 d . . . . .
C17 C 0.2923(2) 0.78019(9) 0.60550(8) 0.0195(4) Uani 1 1 d . . . . .
C18 C 0.2980(2) 0.71838(10) 0.59248(9) 0.0239(4) Uani 1 1 d . . . . .
H18 H 0.370267 0.692777 0.610086 0.029 Uiso 1 1 calc R U . . .
C19 C 0.1978(3) 0.69455(10) 0.55379(9) 0.0259(4) Uani 1 1 d . . . . .
H19 H 0.199518 0.652211 0.545134 0.031 Uiso 1 1 calc R U . . .
C20 C 0.0940(2) 0.73270(10) 0.52742(8) 0.0244(4) Uani 1 1 d . . . . .
C21 C 0.0881(2) 0.79454(10) 0.54017(8) 0.0230(4) Uani 1 1 d . . . . .
H21 H 0.017356 0.820422 0.521994 0.028 Uiso 1 1 calc R U . . .
C22 C 0.1882(2) 0.81790(10) 0.58013(8) 0.0204(4) Uani 1 1 d . . . . .
H22 H 0.184560 0.859892 0.589904 0.024 Uiso 1 1 calc R U . . .
C23 C -0.1230(3) 0.73935(13) 0.46812(12) 0.0437(7) Uani 1 1 d . . . . .
H23A H -0.179860 0.751262 0.498475 0.066 Uiso 1 1 calc R U . . .
H23B H -0.183129 0.714072 0.442443 0.066 Uiso 1 1 calc R U . . .
H23C H -0.091479 0.776123 0.449513 0.066 Uiso 1 1 calc R U . . .
C24 C 0.4970(2) 0.84789(9) 0.63537(8) 0.0196(4) Uani 1 1 d . . . . .
C25 C 0.5657(2) 0.88320(9) 0.67683(8) 0.0202(4) Uani 1 1 d . . . . .
H25 H 0.633084 0.913485 0.667199 0.024 Uiso 1 1 calc R U . . .
C26 C 0.5318(3) 0.80559(11) 0.54342(9) 0.0288(5) Uani 1 1 d . . . . .
H26A H 0.543091 0.766798 0.563251 0.043 Uiso 1 1 calc R U . . .
H26B H 0.613973 0.811196 0.520864 0.043 Uiso 1 1 calc R U . . .
H26C H 0.440872 0.804929 0.520137 0.043 Uiso 1 1 calc R U . . .
C27 C 0.6145(3) 0.90980(11) 0.56858(9) 0.0312(5) Uani 1 1 d . . . . .
H27A H 0.576418 0.945955 0.586266 0.047 Uiso 1 1 calc R U . . .
H27B H 0.607850 0.915946 0.529067 0.047 Uiso 1 1 calc R U . . .
H27C H 0.716436 0.903513 0.581663 0.047 Uiso 1 1 calc R U . . .
O1A O 0.27591(16) 0.46931(7) 0.70787(6) 0.0227(3) Uani 1 1 d . . . . .
O2A O 0.60368(17) 0.07708(7) 0.54928(6) 0.0273(3) Uani 1 1 d . . . . .
N1A N 0.22055(19) 0.48860(8) 0.79199(7) 0.0216(4) Uani 1 1 d . . . . .
N2A N 0.63032(19) 0.28883(8) 0.67757(7) 0.0201(3) Uani 1 1 d . . . . .
N3A N 0.5328(2) 0.34337(9) 0.60075(7) 0.0252(4) Uani 1 1 d . . . . .
C1A C 0.1752(2) 0.51678(10) 0.70586(9) 0.0235(4) Uani 1 1 d . . . . .
C2A C 0.1203(3) 0.54853(11) 0.66093(10) 0.0310(5) Uani 1 1 d . . . . .
H2A H 0.147676 0.539764 0.625332 0.037 Uiso 1 1 calc R U . . .
C3A C 0.0211(3) 0.59481(11) 0.67128(11) 0.0360(6) Uani 1 1 d . . . . .
H3A H -0.020717 0.618528 0.641809 0.043 Uiso 1 1 calc R U . . .
C4A C -0.0177(3) 0.60686(11) 0.72350(11) 0.0349(5) Uani 1 1 d . . . . .
H4A H -0.086387 0.638331 0.728651 0.042 Uiso 1 1 calc R U . . .
C5A C 0.0406(2) 0.57442(10) 0.76875(10) 0.0292(5) Uani 1 1 d . . . . .
H5A H 0.014334 0.583003 0.804518 0.035 Uiso 1 1 calc R U . . .
C6A C 0.1393(2) 0.52887(10) 0.75824(9) 0.0228(4) Uani 1 1 d . . . . .
C7A C 0.3042(2) 0.45354(9) 0.76119(8) 0.0196(4) Uani 1 1 d . . . . .
C8A C 0.2204(3) 0.48858(11) 0.85092(9) 0.0287(5) Uani 1 1 d . . . . .
H8G H 0.282606 0.455378 0.865929 0.043 Uiso 1 1 calc R U . . .
H8H H 0.120906 0.482509 0.861358 0.043 Uiso 1 1 calc R U . . .
H8I H 0.257617 0.527846 0.865238 0.043 Uiso 1 1 calc R U . . .
C9A C 0.4025(2) 0.40888(9) 0.77879(8) 0.0205(4) Uani 1 1 d . . . . .
H9A H 0.417333 0.402850 0.816990 0.025 Uiso 1 1 calc R U . . .
C10A C 0.4834(2) 0.37111(9) 0.74535(8) 0.0181(4) Uani 1 1 d . . . . .
C11A C 0.5789(2) 0.32318(9) 0.76919(8) 0.0185(4) Uani 1 1 d . . . . .
C12A C 0.5997(2) 0.31381(10) 0.82579(9) 0.0225(4) Uani 1 1 d . . . . .
H12A H 0.551522 0.339861 0.849529 0.027 Uiso 1 1 calc R U . . .
C13A C 0.6883(2) 0.26780(10) 0.84763(9) 0.0248(4) Uani 1 1 d . . . . .
H13A H 0.697869 0.261347 0.885861 0.030 Uiso 1 1 calc R U . . .
C14A C 0.7636(2) 0.23080(10) 0.81318(9) 0.0237(4) Uani 1 1 d . . . . .
H14A H 0.827064 0.199907 0.828176 0.028 Uiso 1 1 calc R U . . .
C15A C 0.7468(2) 0.23865(10) 0.75752(9) 0.0222(4) Uani 1 1 d . . . . .
H15A H 0.798902 0.213318 0.734422 0.027 Uiso 1 1 calc R U . . .
C16A C 0.6529(2) 0.28390(9) 0.73497(8) 0.0186(4) Uani 1 1 d . . . . .
C17A C 0.6342(2) 0.23284(9) 0.64532(8) 0.0194(4) Uani 1 1 d . . . . .
C18A C 0.7612(2) 0.20770(10) 0.62858(9) 0.0224(4) Uani 1 1 d . . . . .
H18A H 0.852102 0.226304 0.639168 0.027 Uiso 1 1 calc R U . . .
C19A C 0.7567(2) 0.15516(10) 0.59621(9) 0.0222(4) Uani 1 1 d . . . . .
H19A H 0.843985 0.138054 0.584672 0.027 Uiso 1 1 calc R U . . .
C20A C 0.6227(2) 0.12800(9) 0.58096(8) 0.0204(4) Uani 1 1 d . . . . .
C21A C 0.4947(2) 0.15328(10) 0.59791(8) 0.0222(4) Uani 1 1 d . . . . .
H21A H 0.403492 0.134738 0.587670 0.027 Uiso 1 1 calc R U . . .
C22A C 0.5013(2) 0.20539(10) 0.62965(8) 0.0207(4) Uani 1 1 d . . . . .
H22A H 0.414011 0.222767 0.640956 0.025 Uiso 1 1 calc R U . . .
C23A C 0.7265(3) 0.05504(11) 0.52286(10) 0.0302(5) Uani 1 1 d . . . . .
H23D H 0.766418 0.088242 0.501774 0.045 Uiso 1 1 calc R U . . .
H23E H 0.696087 0.021275 0.498423 0.045 Uiso 1 1 calc R U . . .
H23F H 0.801051 0.040521 0.550286 0.045 Uiso 1 1 calc R U . . .
C24A C 0.5493(2) 0.33720(9) 0.65566(8) 0.0199(4) Uani 1 1 d . . . . .
C25A C 0.4812(2) 0.37766(9) 0.68901(8) 0.0199(4) Uani 1 1 d . . . . .
H25A H 0.430408 0.411537 0.672583 0.024 Uiso 1 1 calc R U . . .
C26A C 0.6456(3) 0.32788(11) 0.56456(10) 0.0317(5) Uani 1 1 d . . . . .
H26D H 0.738777 0.322781 0.585977 0.048 Uiso 1 1 calc R U . . .
H26E H 0.654044 0.360814 0.537985 0.048 Uiso 1 1 calc R U . . .
H26F H 0.619853 0.289640 0.545422 0.048 Uiso 1 1 calc R U . . .
C27A C 0.4135(3) 0.38139(11) 0.57629(9) 0.0285(5) Uani 1 1 d . . . . .
H27D H 0.327607 0.376525 0.597047 0.043 Uiso 1 1 calc R U . . .
H27E H 0.389908 0.368576 0.538549 0.043 Uiso 1 1 calc R U . . .
H27F H 0.443559 0.424417 0.576993 0.043 Uiso 1 1 calc R U . . .
Cl1 Cl 0.38169(6) 0.59270(3) 0.94819(2) 0.02971(13) Uani 1 1 d . . . . .
Cl2 Cl 0.4930(3) 0.89705(10) 0.91221(8) 0.0600(5) Uani 0.4 1 d . . P . .
I3 I 0.38534(15) 0.54686(5) 0.54100(6) 0.0600(3) Uani 0.2 1 d . . P A 2
Cl3 Cl 0.4056(7) 0.3438(3) 0.4274(3) 0.0751(18) Uani 0.2 1 d . . P B 3
I2 I 0.34252(19) 0.36108(6) 0.43271(5) 0.0407(3) Uani 0.15 1 d . . P C 4
I4 I 0.4405(12) 0.5353(5) 0.5203(4) 0.147(5) Uani 0.05 1 d . . P D 5
N4 N 0.1333(5) 0.49312(17) 0.52471(18) 0.0611(11) Uani 0.65 1 d D . P E -1
C28 C 0.1397(5) 0.45071(16) 0.49656(16) 0.0407(9) Uani 0.65 1 d D . P E -1
C29 C 0.1308(5) 0.40018(16) 0.45744(14) 0.0393(9) Uani 0.65 1 d D . P E -1
H29A H 0.084758 0.364803 0.473528 0.059 Uiso 0.65 1 calc R U P E -1
H29B H 0.228991 0.389035 0.448218 0.059 Uiso 0.65 1 calc R U P E -1
H29C H 0.072859 0.412872 0.424397 0.059 Uiso 0.65 1 calc R U P E -1
O5 O 0.4950(2) 0.45086(9) 0.93262(8) 0.0342(4) Uani 1 1 d . . . . .
H5O H 0.468(4) 0.4867(17) 0.9374(14) 0.051 Uiso 1 1 d . U . . .
H5P H 0.533(4) 0.4389(16) 0.9658(15) 0.051 Uiso 1 1 d . 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 C7 1.365(2) . ?
O1 C1 1.387(2) . ?
O2 C20 1.372(3) . ?
O2 C23 1.430(3) . ?
N1 C7 1.357(3) . ?
N1 C6 1.392(3) . ?
N1 C8 1.460(3) . ?
N2 C24 1.377(3) . ?
N2 C16 1.408(3) . ?
N2 C17 1.455(3) . ?
N3 C24 1.383(3) . ?
N3 C26 1.444(3) . ?
N3 C27 1.480(3) . ?
C1 C2 1.373(3) . ?
C1 C6 1.384(3) . ?
C2 C3 1.403(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.389(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9500 . ?
C7 C9 1.374(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 H8D 0.9800 . ?
C8 H8E 0.9800 . ?
C8 H8F 0.9800 . ?
C9 C10 1.421(3) . ?
C9 H9 0.9500 . ?
C10 C25 1.392(3) . ?
C10 C11 1.459(3) . ?
C11 C12 1.407(3) . ?
C11 C16 1.409(3) . ?
C12 C13 1.376(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.403(3) . ?
C15 H15 0.9500 . ?
C17 C22 1.379(3) . ?
C17 C18 1.390(3) . ?
C18 C19 1.379(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.390(3) . ?
C21 C22 1.394(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.394(3) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
O1A C7A 1.364(2) . ?
O1A C1A 1.391(3) . ?
O2A C20A 1.363(3) . ?
O2A C23A 1.431(3) . ?
N1A C7A 1.358(3) . ?
N1A C6A 1.391(3) . ?
N1A C8A 1.452(3) . ?
N2A C24A 1.381(3) . ?
N2A C16A 1.418(3) . ?
N2A C17A 1.461(3) . ?
N3A C24A 1.357(3) . ?
N3A C26A 1.460(3) . ?
N3A C27A 1.471(3) . ?
C1A C2A 1.371(3) . ?
C1A C6A 1.382(3) . ?
C2A C3A 1.400(3) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.386(4) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.394(4) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.386(3) . ?
C5A H5A 0.9500 . ?
C7A C9A 1.379(3) . ?
C8A H8G 0.9800 . ?
C8A H8H 0.9800 . ?
C8A H8I 0.9800 . ?
C9A C10A 1.417(3) . ?
C9A H9A 0.9500 . ?
C10A C25A 1.394(3) . ?
C10A C11A 1.463(3) . ?
C11A C12A 1.408(3) . ?
C11A C16A 1.414(3) . ?
C12A C13A 1.379(3) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.395(3) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.379(3) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.401(3) . ?
C15A H15A 0.9500 . ?
C17A C18A 1.384(3) . ?
C17A C22A 1.392(3) . ?
C18A C19A 1.397(3) . ?
C18A H18A 0.9500 . ?
C19A C20A 1.396(3) . ?
C19A H19A 0.9500 . ?
C20A C21A 1.395(3) . ?
C21A C22A 1.380(3) . ?
C21A H21A 0.9500 . ?
C22A H22A 0.9500 . ?
C23A H23D 0.9800 . ?
C23A H23E 0.9800 . ?
C23A H23F 0.9800 . ?
C24A C25A 1.389(3) . ?
C25A H25A 0.9500 . ?
C26A H26D 0.9800 . ?
C26A H26E 0.9800 . ?
C26A H26F 0.9800 . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
I4 I4 2.179(16) 3_666 ?
N4 C28 1.1617(10) . ?
C28 C29 1.4640(10) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
O5 H5O 0.83(4) . ?
O5 H5P 0.90(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O1 C1 107.38(16) . . ?
C20 O2 C23 117.16(19) . . ?
C7 N1 C6 108.75(17) . . ?
C7 N1 C8 125.93(18) . . ?
C6 N1 C8 125.28(18) . . ?
C24 N2 C16 120.08(17) . . ?
C24 N2 C17 121.14(16) . . ?
C16 N2 C17 117.80(16) . . ?
C24 N3 C26 123.48(18) . . ?
C24 N3 C27 117.34(18) . . ?
C26 N3 C27 115.03(18) . . ?
C2 C1 C6 124.2(2) . . ?
C2 C1 O1 127.2(2) . . ?
C6 C1 O1 108.52(18) . . ?
C1 C2 C3 115.1(2) . . ?
C1 C2 H2 122.5 . . ?
C3 C2 H2 122.5 . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 122.8(2) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 H4 118.6 . . ?
C6 C5 C4 115.9(2) . . ?
C6 C5 H5 122.1 . . ?
C4 C5 H5 122.1 . . ?
C5 C6 C1 120.9(2) . . ?
C5 C6 N1 132.8(2) . . ?
C1 C6 N1 106.31(18) . . ?
N1 C7 O1 109.03(17) . . ?
N1 C7 C9 127.57(19) . . ?
O1 C7 C9 123.39(18) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H8D C8 H8E 109.5 . . ?
H8D C8 H8F 109.5 . . ?
H8E C8 H8F 109.5 . . ?
C7 C9 C10 126.21(19) . . ?
C7 C9 H9 116.9 . . ?
C10 C9 H9 116.9 . . ?
C25 C10 C9 123.92(19) . . ?
C25 C10 C11 116.27(18) . . ?
C9 C10 C11 119.78(18) . . ?
C12 C11 C16 118.06(19) . . ?
C12 C11 C10 122.36(19) . . ?
C16 C11 C10 119.58(18) . . ?
C13 C12 C11 121.3(2) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 119.8(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.03(19) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 N2 119.41(18) . . ?
C15 C16 C11 120.07(18) . . ?
N2 C16 C11 120.52(18) . . ?
C22 C17 C18 120.86(19) . . ?
C22 C17 N2 118.83(18) . . ?
C18 C17 N2 120.27(19) . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 119.8(2) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
O2 C20 C21 123.5(2) . . ?
O2 C20 C19 115.6(2) . . ?
C21 C20 C19 120.9(2) . . ?
C20 C21 C22 118.7(2) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C17 C22 C21 120.2(2) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
O2 C23 H23A 109.5 . . ?
O2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 N3 119.17(18) . . ?
N2 C24 C25 119.58(18) . . ?
N3 C24 C25 121.23(19) . . ?
C10 C25 C24 123.62(19) . . ?
C10 C25 H25 118.2 . . ?
C24 C25 H25 118.2 . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C7A O1A C1A 107.58(16) . . ?
C20A O2A C23A 117.57(17) . . ?
C7A N1A C6A 109.02(17) . . ?
C7A N1A C8A 126.98(18) . . ?
C6A N1A C8A 123.87(18) . . ?
C24A N2A C16A 118.88(17) . . ?
C24A N2A C17A 117.59(17) . . ?
C16A N2A C17A 118.10(16) . . ?
C24A N3A C26A 123.63(19) . . ?
C24A N3A C27A 119.30(18) . . ?
C26A N3A C27A 115.21(18) . . ?
C2A C1A C6A 123.9(2) . . ?
C2A C1A O1A 127.7(2) . . ?
C6A C1A O1A 108.37(18) . . ?
C1A C2A C3A 115.2(2) . . ?
C1A C2A H2A 122.4 . . ?
C3A C2A H2A 122.4 . . ?
C4A C3A C2A 121.6(2) . . ?
C4A C3A H3A 119.2 . . ?
C2A C3A H3A 119.2 . . ?
C3A C4A C5A 122.3(2) . . ?
C3A C4A H4A 118.8 . . ?
C5A C4A H4A 118.8 . . ?
C6A C5A C4A 115.8(2) . . ?
C6A C5A H5A 122.1 . . ?
C4A C5A H5A 122.1 . . ?
C1A C6A C5A 121.2(2) . . ?
C1A C6A N1A 106.35(18) . . ?
C5A C6A N1A 132.4(2) . . ?
N1A C7A O1A 108.64(17) . . ?
N1A C7A C9A 127.62(19) . . ?
O1A C7A C9A 123.74(18) . . ?
N1A C8A H8G 109.5 . . ?
N1A C8A H8H 109.5 . . ?
H8G C8A H8H 109.5 . . ?
N1A C8A H8I 109.5 . . ?
H8G C8A H8I 109.5 . . ?
H8H C8A H8I 109.5 . . ?
C7A C9A C10A 126.23(19) . . ?
C7A C9A H9A 116.9 . . ?
C10A C9A H9A 116.9 . . ?
C25A C10A C9A 123.36(19) . . ?
C25A C10A C11A 115.92(18) . . ?
C9A C10A C11A 120.70(18) . . ?
C12A C11A C16A 117.78(19) . . ?
C12A C11A C10A 122.35(19) . . ?
C16A C11A C10A 119.87(18) . . ?
C13A C12A C11A 121.7(2) . . ?
C13A C12A H12A 119.2 . . ?
C11A C12A H12A 119.2 . . ?
C12A C13A C14A 119.5(2) . . ?
C12A C13A H13A 120.2 . . ?
C14A C13A H13A 120.2 . . ?
C15A C14A C13A 120.6(2) . . ?
C15A C14A H14A 119.7 . . ?
C13A C14A H14A 119.7 . . ?
C14A C15A C16A 120.2(2) . . ?
C14A C15A H15A 119.9 . . ?
C16A C15A H15A 119.9 . . ?
C15A C16A C11A 120.21(19) . . ?
C15A C16A N2A 119.31(18) . . ?
C11A C16A N2A 120.46(18) . . ?
C18A C17A C22A 119.53(19) . . ?
C18A C17A N2A 123.37(19) . . ?
C22A C17A N2A 117.07(18) . . ?
C17A C18A C19A 120.43(19) . . ?
C17A C18A H18A 119.8 . . ?
C19A C18A H18A 119.8 . . ?
C20A C19A C18A 119.43(19) . . ?
C20A C19A H19A 120.3 . . ?
C18A C19A H19A 120.3 . . ?
O2A C20A C21A 114.77(19) . . ?
O2A C20A C19A 125.08(19) . . ?
C21A C20A C19A 120.15(19) . . ?
C22A C21A C20A 119.58(19) . . ?
C22A C21A H21A 120.2 . . ?
C20A C21A H21A 120.2 . . ?
C21A C22A C17A 120.88(19) . . ?
C21A C22A H22A 119.6 . . ?
C17A C22A H22A 119.6 . . ?
O2A C23A H23D 109.5 . . ?
O2A C23A H23E 109.5 . . ?
H23D C23A H23E 109.5 . . ?
O2A C23A H23F 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
N3A C24A N2A 118.88(18) . . ?
N3A C24A C25A 120.30(19) . . ?
N2A C24A C25A 120.78(18) . . ?
C24A C25A C10A 123.36(19) . . ?
C24A C25A H25A 118.3 . . ?
C10A C25A H25A 118.3 . . ?
N3A C26A H26D 109.5 . . ?
N3A C26A H26E 109.5 . . ?
H26D C26A H26E 109.5 . . ?
N3A C26A H26F 109.5 . . ?
H26D C26A H26F 109.5 . . ?
H26E C26A H26F 109.5 . . ?
N3A C27A H27D 109.5 . . ?
N3A C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
N3A C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
N4 C28 C29 172.8(5) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
H5O O5 H5P 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
C7 O1 C1 C2 178.2(2) . . . . ?
C7 O1 C1 C6 -0.3(2) . . . . ?
C6 C1 C2 C3 -0.8(3) . . . . ?
O1 C1 C2 C3 -178.9(2) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C4 C5 C6 N1 178.7(2) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
O1 C1 C6 C5 178.73(19) . . . . ?
C2 C1 C6 N1 -178.5(2) . . . . ?
O1 C1 C6 N1 0.0(2) . . . . ?
C7 N1 C6 C5 -178.2(2) . . . . ?
C8 N1 C6 C5 -0.4(4) . . . . ?
C7 N1 C6 C1 0.3(2) . . . . ?
C8 N1 C6 C1 178.20(19) . . . . ?
C6 N1 C7 O1 -0.5(2) . . . . ?
C8 N1 C7 O1 -178.34(18) . . . . ?
C6 N1 C7 C9 178.7(2) . . . . ?
C8 N1 C7 C9 0.8(3) . . . . ?
C1 O1 C7 N1 0.4(2) . . . . ?
C1 O1 C7 C9 -178.72(19) . . . . ?
N1 C7 C9 C10 -179.3(2) . . . . ?
O1 C7 C9 C10 -0.3(3) . . . . ?
C7 C9 C10 C25 1.5(3) . . . . ?
C7 C9 C10 C11 179.46(19) . . . . ?
C25 C10 C11 C12 174.32(19) . . . . ?
C9 C10 C11 C12 -3.8(3) . . . . ?
C25 C10 C11 C16 -5.6(3) . . . . ?
C9 C10 C11 C16 176.26(18) . . . . ?
C16 C11 C12 C13 -0.7(3) . . . . ?
C10 C11 C12 C13 179.4(2) . . . . ?
C11 C12 C13 C14 -2.9(3) . . . . ?
C12 C13 C14 C15 2.5(3) . . . . ?
C13 C14 C15 C16 1.6(3) . . . . ?
C14 C15 C16 N2 175.73(18) . . . . ?
C14 C15 C16 C11 -5.2(3) . . . . ?
C24 N2 C16 C15 -179.06(18) . . . . ?
C17 N2 C16 C15 12.1(3) . . . . ?
C24 N2 C16 C11 1.8(3) . . . . ?
C17 N2 C16 C11 -166.96(18) . . . . ?
C12 C11 C16 C15 4.7(3) . . . . ?
C10 C11 C16 C15 -175.38(18) . . . . ?
C12 C11 C16 N2 -176.22(18) . . . . ?
C10 C11 C16 N2 3.7(3) . . . . ?
C24 N2 C17 C22 -68.2(3) . . . . ?
C16 N2 C17 C22 100.5(2) . . . . ?
C24 N2 C17 C18 114.0(2) . . . . ?
C16 N2 C17 C18 -77.4(2) . . . . ?
C22 C17 C18 C19 -0.2(3) . . . . ?
N2 C17 C18 C19 177.64(19) . . . . ?
C17 C18 C19 C20 1.3(3) . . . . ?
C23 O2 C20 C21 -12.7(3) . . . . ?
C23 O2 C20 C19 168.1(2) . . . . ?
C18 C19 C20 O2 178.1(2) . . . . ?
C18 C19 C20 C21 -1.1(3) . . . . ?
O2 C20 C21 C22 -179.36(19) . . . . ?
C19 C20 C21 C22 -0.2(3) . . . . ?
C18 C17 C22 C21 -1.1(3) . . . . ?
N2 C17 C22 C21 -178.96(18) . . . . ?
C20 C21 C22 C17 1.3(3) . . . . ?
C16 N2 C24 N3 176.31(18) . . . . ?
C17 N2 C24 N3 -15.3(3) . . . . ?
C16 N2 C24 C25 -5.3(3) . . . . ?
C17 N2 C24 C25 163.13(18) . . . . ?
C26 N3 C24 N2 -37.3(3) . . . . ?
C27 N3 C24 N2 166.81(19) . . . . ?
C26 N3 C24 C25 144.3(2) . . . . ?
C27 N3 C24 C25 -11.6(3) . . . . ?
C9 C10 C25 C24 -179.7(2) . . . . ?
C11 C10 C25 C24 2.3(3) . . . . ?
N2 C24 C25 C10 3.2(3) . . . . ?
N3 C24 C25 C10 -178.43(19) . . . . ?
C7A O1A C1A C2A 177.0(2) . . . . ?
C7A O1A C1A C6A -1.5(2) . . . . ?
C6A C1A C2A C3A -0.9(3) . . . . ?
O1A C1A C2A C3A -179.2(2) . . . . ?
C1A C2A C3A C4A -0.1(4) . . . . ?
C2A C3A C4A C5A 0.8(4) . . . . ?
C3A C4A C5A C6A -0.5(4) . . . . ?
C2A C1A C6A C5A 1.3(3) . . . . ?
O1A C1A C6A C5A 179.86(19) . . . . ?
C2A C1A C6A N1A -178.0(2) . . . . ?
O1A C1A C6A N1A 0.6(2) . . . . ?
C4A C5A C6A C1A -0.5(3) . . . . ?
C4A C5A C6A N1A 178.5(2) . . . . ?
C7A N1A C6A C1A 0.6(2) . . . . ?
C8A N1A C6A C1A 176.58(19) . . . . ?
C7A N1A C6A C5A -178.6(2) . . . . ?
C8A N1A C6A C5A -2.6(4) . . . . ?
C6A N1A C7A O1A -1.5(2) . . . . ?
C8A N1A C7A O1A -177.38(19) . . . . ?
C6A N1A C7A C9A 178.6(2) . . . . ?
C8A N1A C7A C9A 2.8(3) . . . . ?
C1A O1A C7A N1A 1.9(2) . . . . ?
C1A O1A C7A C9A -178.29(19) . . . . ?
N1A C7A C9A C10A 176.9(2) . . . . ?
O1A C7A C9A C10A -2.9(3) . . . . ?
C7A C9A C10A C25A 4.9(3) . . . . ?
C7A C9A C10A C11A -176.86(19) . . . . ?
C25A C10A C11A C12A 175.80(19) . . . . ?
C9A C10A C11A C12A -2.6(3) . . . . ?
C25A C10A C11A C16A -4.9(3) . . . . ?
C9A C10A C11A C16A 176.71(18) . . . . ?
C16A C11A C12A C13A -0.4(3) . . . . ?
C10A C11A C12A C13A 178.93(19) . . . . ?
C11A C12A C13A C14A 2.3(3) . . . . ?
C12A C13A C14A C15A -2.0(3) . . . . ?
C13A C14A C15A C16A -0.3(3) . . . . ?
C14A C15A C16A C11A 2.2(3) . . . . ?
C14A C15A C16A N2A -176.20(18) . . . . ?
C12A C11A C16A C15A -1.9(3) . . . . ?
C10A C11A C16A C15A 178.77(18) . . . . ?
C12A C11A C16A N2A 176.54(18) . . . . ?
C10A C11A C16A N2A -2.8(3) . . . . ?
C24A N2A C16A C15A -173.67(18) . . . . ?
C17A N2A C16A C15A 32.9(3) . . . . ?
C24A N2A C16A C11A 7.9(3) . . . . ?
C17A N2A C16A C11A -145.48(19) . . . . ?
C24A N2A C17A C18A 120.7(2) . . . . ?
C16A N2A C17A C18A -85.6(2) . . . . ?
C24A N2A C17A C22A -57.1(2) . . . . ?
C16A N2A C17A C22A 96.6(2) . . . . ?
C22A C17A C18A C19A 0.0(3) . . . . ?
N2A C17A C18A C19A -177.80(19) . . . . ?
C17A C18A C19A C20A -0.2(3) . . . . ?
C23A O2A C20A C21A 169.47(19) . . . . ?
C23A O2A C20A C19A -10.0(3) . . . . ?
C18A C19A C20A O2A 179.51(19) . . . . ?
C18A C19A C20A C21A 0.1(3) . . . . ?
O2A C20A C21A C22A -179.24(18) . . . . ?
C19A C20A C21A C22A 0.2(3) . . . . ?
C20A C21A C22A C17A -0.5(3) . . . . ?
C18A C17A C22A C21A 0.4(3) . . . . ?
N2A C17A C22A C21A 178.27(18) . . . . ?
C26A N3A C24A N2A -35.2(3) . . . . ?
C27A N3A C24A N2A 161.07(19) . . . . ?
C26A N3A C24A C25A 147.2(2) . . . . ?
C27A N3A C24A C25A -16.6(3) . . . . ?
C16A N2A C24A N3A 177.27(18) . . . . ?
C17A N2A C24A N3A -29.2(3) . . . . ?
C16A N2A C24A C25A -5.1(3) . . . . ?
C17A N2A C24A C25A 148.40(19) . . . . ?
N3A C24A C25A C10A 174.51(19) . . . . ?
N2A C24A C25A C10A -3.1(3) . . . . ?
C9A C10A C25A C24A -173.7(2) . . . . ?
C11A C10A C25A C24A 7.9(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
_geom_hbond_publ_flag
O5 H5O Cl1 0.83(4) 2.47(4) 3.303(2) 178(3) . yes
O5 H5P Cl1 0.90(4) 2.31(4) 3.213(2) 177(3) 3_667 yes

_refine_diff_density_max         0.863
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.064

