# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2295589'
loop_
_audit_author_name
_audit_author_address
'Magdalena Ceborska'
;Faculty of Mathematics and Natural Sciences, Cardinal Stefan Wyszynski University, Warsaw (Poland)
Poland
;
_audit_update_record             
;
2023-09-18 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H19 Cl N4 O4'
_chemical_formula_weight         402.83

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                   7.4735(5)
_cell_length_b                   9.0284(5)
_cell_length_c                   14.9080(10)
_cell_angle_alpha                99.521(5)
_cell_angle_beta                 91.777(5)
_cell_angle_gamma                107.572(5)
_cell_volume                     942.24(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3869
_cell_measurement_theta_min      5.2240
_cell_measurement_theta_max      69.9810

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_F_000             420
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.095
_shelx_estimated_absorpt_T_min   0.758
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73354
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5983
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.017
_diffrn_reflns_theta_max         69.999
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3475
_reflns_number_gt                3239
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_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)+(0.0698P)²+0.2275P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3475
_refine_ls_number_parameters     276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1081
_refine_ls_wR_factor_gt          0.1052
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
H4P H 0.098(3) 0.654(2) 0.8641(13) 0.020(4) Uiso 1 1 d . . . . .
H2P H -0.661(3) 0.250(2) 0.9567(14) 0.027(5) Uiso 1 1 d . . . . .
H1N H -0.654(3) 0.354(3) 0.8314(15) 0.034(5) Uiso 1 1 d . . . . .
H4R H 0.080(3) 0.576(2) 0.9447(15) 0.026(5) Uiso 1 1 d . . . . .
H2R H -0.483(3) 0.271(2) 1.0156(15) 0.029(5) Uiso 1 1 d . . . . .
C1A C -0.4363(2) 0.37920(16) 0.91543(9) 0.0152(3) Uani 1 1 d . . . . .
C2A C -0.1523(2) 0.52595(16) 0.87475(10) 0.0150(3) Uani 1 1 d . . . . .
C3A C -0.2415(2) 0.54792(16) 0.79255(10) 0.0155(3) Uani 1 1 d . . . . .
C4A C -0.4324(2) 0.48594(16) 0.78003(10) 0.0165(3) Uani 1 1 d . . . . .
C5A C -0.5538(2) 0.49582(18) 0.69961(10) 0.0205(3) Uani 1 1 d . . . . .
H5A1 H -0.486716 0.589005 0.673271 0.025 Uiso 1 1 calc R U . . .
H5A2 H -0.671922 0.511267 0.721212 0.025 Uiso 1 1 calc R U . . .
C6A C -0.6021(3) 0.3485(2) 0.62541(12) 0.0365(4) Uani 1 1 d . . . . .
H6A1 H -0.485695 0.332920 0.603402 0.055 Uiso 1 1 calc R U . . .
H6A2 H -0.679043 0.361446 0.574633 0.055 Uiso 1 1 calc R U . . .
H6A3 H -0.672653 0.256288 0.650472 0.055 Uiso 1 1 calc R U . . .
C7A C -0.12919(19) 0.62696(17) 0.72321(9) 0.0154(3) Uani 1 1 d . . . . .
C8A C -0.01338(19) 0.55479(17) 0.67293(10) 0.0167(3) Uani 1 1 d . . . . .
H8A H 0.000815 0.459611 0.686569 0.020 Uiso 1 1 calc R U . . .
C9A C 0.0811(2) 0.62081(18) 0.60326(10) 0.0186(3) Uani 1 1 d . . . . .
H9A H 0.159817 0.571458 0.569314 0.022 Uiso 1 1 calc R U . . .
C10A C 0.0592(2) 0.75958(18) 0.58387(10) 0.0181(3) Uani 1 1 d . . . . .
C11A C -0.0516(2) 0.83542(18) 0.63333(11) 0.0206(3) Uani 1 1 d . . . . .
H11A H -0.064063 0.931249 0.619834 0.025 Uiso 1 1 calc R U . . .
C12A C -0.1442(2) 0.76872(18) 0.70299(10) 0.0193(3) Uani 1 1 d . . . . .
H12A H -0.219641 0.820502 0.737803 0.023 Uiso 1 1 calc R U . . .
N1A N -0.52826(17) 0.40341(15) 0.84158(8) 0.0170(3) Uani 1 1 d . . . . .
N2A N -0.53970(18) 0.29318(15) 0.97030(9) 0.0177(3) Uani 1 1 d . . . . .
N3A N -0.24987(16) 0.44070(14) 0.93346(8) 0.0155(3) Uani 1 1 d . . . . .
N4A N 0.03170(17) 0.59118(15) 0.89545(9) 0.0178(3) Uani 1 1 d . . . . .
Cl1 Cl 0.17707(5) 0.84215(5) 0.49595(2) 0.02623(14) Uani 1 1 d . . . . .
C1B C -0.7970(2) -0.11025(16) 1.18471(10) 0.0158(3) Uani 1 1 d . . . . .
C2B C -0.6797(2) -0.02283(17) 1.12762(10) 0.0159(3) Uani 1 1 d . . . . .
C3B C -0.4901(2) 0.05529(17) 1.15699(10) 0.0172(3) Uani 1 1 d . . . . .
C4B C -0.4200(2) 0.04843(18) 1.24265(11) 0.0207(3) Uani 1 1 d . . . . .
H4B H -0.291400 0.102702 1.262649 0.025 Uiso 1 1 calc R U . . .
C5B C -0.5365(2) -0.03746(19) 1.29997(10) 0.0221(3) Uani 1 1 d . . . . .
H5B H -0.487581 -0.041131 1.358860 0.027 Uiso 1 1 calc R U . . .
C6B C -0.7230(2) -0.11701(17) 1.27071(10) 0.0177(3) Uani 1 1 d . . . . .
H6B H -0.801834 -0.176905 1.309312 0.021 Uiso 1 1 calc R U . . .
C7B C -1.0021(2) -0.18860(17) 1.15601(10) 0.0180(3) Uani 1 1 d . . . . .
O1B O -1.10394(14) -0.26596(13) 1.20771(7) 0.0227(2) Uani 1 1 d . . . . .
O2B O -1.06131(15) -0.16922(14) 1.07843(7) 0.0247(3) Uani 1 1 d . . . . .
O3B O -0.74790(14) -0.01124(13) 1.04431(7) 0.0215(2) Uani 1 1 d . . . . .
H3B H -0.864977 -0.055522 1.037499 0.032 Uiso 1 1 calc R U . . .
O4B O -0.37369(14) 0.14729(13) 1.10326(7) 0.0211(2) Uani 1 1 d . . . . .
H4B1 H -0.347438 0.088516 1.059285 0.032 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A N2A 1.3253(19) . ?
C1A N3A 1.3348(18) . ?
C1A N1A 1.3624(18) . ?
C2A N4A 1.3258(19) . ?
C2A N3A 1.3466(19) . ?
C2A C3A 1.4476(19) . ?
C3A C4A 1.360(2) . ?
C3A C7A 1.4897(19) . ?
C4A N1A 1.3620(19) . ?
C4A C5A 1.5114(19) . ?
C5A C6A 1.524(2) . ?
C7A C12A 1.398(2) . ?
C7A C8A 1.398(2) . ?
C8A C9A 1.389(2) . ?
C9A C10A 1.386(2) . ?
C10A C11A 1.383(2) . ?
C10A Cl1 1.7457(15) . ?
C11A C12A 1.386(2) . ?
C1B C6B 1.3983(19) . ?
C1B C2B 1.402(2) . ?
C1B C7B 1.496(2) . ?
C2B O3B 1.3600(17) . ?
C2B C3B 1.398(2) . ?
C3B C4B 1.383(2) . ?
C3B O4B 1.3839(18) . ?
C4B C5B 1.395(2) . ?
C5B C6B 1.380(2) . ?
C7B O1B 1.2470(19) . ?
C7B O2B 1.2830(18) . ?

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
N2A C1A N3A 120.64(13) . . ?
N2A C1A N1A 117.34(13) . . ?
N3A C1A N1A 122.01(13) . . ?
N4A C2A N3A 117.09(12) . . ?
N4A C2A C3A 120.51(13) . . ?
N3A C2A C3A 122.40(13) . . ?
C4A C3A C2A 116.44(13) . . ?
C4A C3A C7A 121.86(12) . . ?
C2A C3A C7A 121.63(12) . . ?
C3A C4A N1A 119.92(13) . . ?
C3A C4A C5A 125.25(13) . . ?
N1A C4A C5A 114.81(12) . . ?
C4A C5A C6A 112.70(12) . . ?
C12A C7A C8A 118.43(13) . . ?
C12A C7A C3A 121.53(13) . . ?
C8A C7A C3A 119.94(12) . . ?
C9A C8A C7A 120.68(13) . . ?
C10A C9A C8A 119.18(13) . . ?
C11A C10A C9A 121.58(14) . . ?
C11A C10A Cl1 119.19(12) . . ?
C9A C10A Cl1 119.21(12) . . ?
C10A C11A C12A 118.61(13) . . ?
C11A C12A C7A 121.49(13) . . ?
C4A N1A C1A 121.23(13) . . ?
C1A N3A C2A 117.86(12) . . ?
C6B C1B C2B 119.53(13) . . ?
C6B C1B C7B 120.11(13) . . ?
C2B C1B C7B 120.29(13) . . ?
O3B C2B C3B 119.29(13) . . ?
O3B C2B C1B 121.05(13) . . ?
C3B C2B C1B 119.65(13) . . ?
C4B C3B O4B 119.39(13) . . ?
C4B C3B C2B 119.94(14) . . ?
O4B C3B C2B 120.57(13) . . ?
C3B C4B C5B 120.62(14) . . ?
C6B C5B C4B 119.68(13) . . ?
C5B C6B C1B 120.57(14) . . ?
O1B C7B O2B 124.33(13) . . ?
O1B C7B C1B 119.29(13) . . ?
O2B C7B C1B 116.37(13) . . ?

_refine_diff_density_max         0.257
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2295670'
loop_
_audit_author_name
_audit_author_address
'Magdalena Ceborska'
;Faculty of Mathematics and Natural Sciences, Cardinal Stefan Wyszynski University, Warsaw (Poland)
Poland
;
_audit_update_record             
;
2023-09-18 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H23 B0 Cl N4 O5'
_chemical_formula_weight         434.87

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'
B B 0.0090 0.0039 '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                   7.3072(3)
_cell_length_b                   11.7178(6)
_cell_length_c                   13.0913(4)
_cell_angle_alpha                99.716(4)
_cell_angle_beta                 95.622(3)
_cell_angle_gamma                105.755(4)
_cell_volume                     1051.06(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4666
_cell_measurement_theta_min      3.9910
_cell_measurement_theta_max      70.5690

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.953
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84230
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.66a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6770
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.465
_diffrn_reflns_theta_max         70.328
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3923
_reflns_number_gt                3604
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_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)+(0.0798P)²+0.2421P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3923
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1226
_refine_ls_wR_factor_gt          0.1193
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
O1M O 0.80843(15) 0.59683(10) 1.81193(8) 0.0299(2) Uani 1 1 d . . . . .
H1M H 0.720774 0.541761 1.826657 0.045 Uiso 1 1 calc R U . . .
C1M C 0.9406(3) 0.65940(18) 1.90408(13) 0.0422(4) Uani 1 1 d . . . . .
H1M1 H 1.024265 0.734720 1.891027 0.063 Uiso 1 1 calc R U . . .
H1M2 H 1.019022 0.608340 1.923552 0.063 Uiso 1 1 calc R U . . .
H1M3 H 0.869748 0.678328 1.961290 0.063 Uiso 1 1 calc R U . . .
H4X H 0.394(3) 0.3635(16) 1.3075(16) 0.024(4) Uiso 1 1 d . . . . .
H2Y H 0.892(3) 0.4909(17) 1.6781(15) 0.029(4) Uiso 1 1 d . . . . .
H4Y H 0.406(3) 0.4459(19) 1.4118(17) 0.034(5) Uiso 1 1 d . . . . .
H2X H 1.038(3) 0.4258(18) 1.6611(16) 0.032(5) Uiso 1 1 d . . . . .
H1X H 1.022(3) 0.301(2) 1.5076(18) 0.042(5) Uiso 1 1 d . . . . .
C1A C 0.8503(2) 0.39455(12) 1.53970(11) 0.0215(3) Uani 1 1 d . . . . .
C2A C 0.6068(2) 0.36868(12) 1.40492(11) 0.0223(3) Uani 1 1 d . . . . .
C3A C 0.6768(2) 0.28409(12) 1.33811(11) 0.0221(3) Uani 1 1 d . . . . .
C4A C 0.8361(2) 0.25904(12) 1.37975(11) 0.0220(3) Uani 1 1 d . . . . .
C5A C 0.9307(2) 0.17274(13) 1.32412(11) 0.0246(3) Uani 1 1 d . . . . .
H5A1 H 1.070785 0.212744 1.332543 0.030 Uiso 1 1 calc R U . . .
H5A2 H 0.879828 0.152673 1.248302 0.030 Uiso 1 1 calc R U . . .
C6A C 0.8962(2) 0.05542(13) 1.36626(12) 0.0310(3) Uani 1 1 d . . . . .
H6A1 H 0.949207 0.074628 1.440920 0.047 Uiso 1 1 calc R U . . .
H6A2 H 0.959544 0.001854 1.327673 0.047 Uiso 1 1 calc R U . . .
H6A3 H 0.757659 0.014814 1.357105 0.047 Uiso 1 1 calc R U . . .
C7A C 0.5713(2) 0.22750(13) 1.23041(11) 0.0234(3) Uani 1 1 d . . . . .
C8A C 0.4566(2) 0.10745(14) 1.20630(12) 0.0311(3) Uani 1 1 d . . . . .
H8A H 0.450537 0.059353 1.258184 0.037 Uiso 1 1 calc R U . . .
C9A C 0.3507(3) 0.05727(15) 1.10661(14) 0.0374(4) Uani 1 1 d . . . . .
H9A H 0.272804 -0.024714 1.090073 0.045 Uiso 1 1 calc R U . . .
C10A C 0.3609(2) 0.12863(16) 1.03237(12) 0.0340(4) Uani 1 1 d . . . . .
C11A C 0.4750(2) 0.24781(15) 1.05334(12) 0.0313(3) Uani 1 1 d . . . . .
H11A H 0.482033 0.295050 1.000782 0.038 Uiso 1 1 calc R U . . .
C12A C 0.5789(2) 0.29662(14) 1.15304(11) 0.0265(3) Uani 1 1 d . . . . .
H12A H 0.656723 0.378623 1.168939 0.032 Uiso 1 1 calc R U . . .
N1A N 0.92053(17) 0.31468(10) 1.48017(9) 0.0221(3) Uani 1 1 d . . . . .
N2A N 0.94362(17) 0.44705(11) 1.63558(9) 0.0233(3) Uani 1 1 d . . . . .
N3A N 0.69432(17) 0.42290(10) 1.50316(9) 0.0223(3) Uani 1 1 d . . . . .
N4A N 0.44862(18) 0.39460(11) 1.37110(10) 0.0252(3) Uani 1 1 d . . . . .
C1B C 1.4893(2) 0.26250(12) 1.68575(11) 0.0243(3) Uani 1 1 d . . . . .
C2B C 1.5928(2) 0.31009(13) 1.78741(11) 0.0258(3) Uani 1 1 d . . . . .
C3B C 1.7535(2) 0.27651(14) 1.82075(12) 0.0301(3) Uani 1 1 d . . . . .
H3B H 1.822327 0.309053 1.889631 0.036 Uiso 1 1 calc R U . . .
C4B C 1.8115(2) 0.19454(14) 1.75147(13) 0.0303(3) Uani 1 1 d . . . . .
H4B H 1.921374 0.171434 1.773910 0.036 Uiso 1 1 calc R U . . .
C5B C 1.7141(2) 0.14547(13) 1.65072(12) 0.0282(3) Uani 1 1 d . . . . .
H5B H 1.755931 0.088941 1.604977 0.034 Uiso 1 1 calc R U . . .
C6B C 1.5532(2) 0.18016(13) 1.61695(11) 0.0252(3) Uani 1 1 d . . . . .
C7B C 1.3175(2) 0.30003(13) 1.65147(11) 0.0250(3) Uani 1 1 d . . . . .
O1B O 1.23256(15) 0.25763(10) 1.55825(8) 0.0305(2) Uani 1 1 d . . . . .
O2B O 1.26359(15) 0.37223(10) 1.71703(8) 0.0296(2) Uani 1 1 d . . . . .
O3B O 1.53993(16) 0.39440(10) 1.85451(8) 0.0297(2) Uani 1 1 d . . . . .
H3B1 H 1.436170 0.402324 1.827452 0.045 Uiso 1 1 calc R U . . .
O4B O 1.46501(16) 0.13458(9) 1.51720(8) 0.0291(2) Uani 1 1 d . . . . .
H4B1 H 1.370025 0.160663 1.506435 0.044 Uiso 1 1 calc R U . . .
Cl1 Cl 0.22302(7) 0.06837(5) 0.90843(3) 0.05157(17) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1M C1M 1.419(2) . ?
C1A N2A 1.3278(19) . ?
C1A N3A 1.3381(19) . ?
C1A N1A 1.3563(18) . ?
C2A N4A 1.3266(19) . ?
C2A N3A 1.3450(18) . ?
C2A C3A 1.4424(19) . ?
C3A C4A 1.361(2) . ?
C3A C7A 1.4887(19) . ?
C4A N1A 1.3666(18) . ?
C4A C5A 1.5033(18) . ?
C5A C6A 1.534(2) . ?
C7A C8A 1.392(2) . ?
C7A C12A 1.396(2) . ?
C8A C9A 1.394(2) . ?
C9A C10A 1.380(3) . ?
C10A C11A 1.384(3) . ?
C10A Cl1 1.7472(15) . ?
C11A C12A 1.387(2) . ?
C1B C2B 1.406(2) . ?
C1B C6B 1.412(2) . ?
C1B C7B 1.4923(19) . ?
C2B O3B 1.3701(18) . ?
C2B C3B 1.390(2) . ?
C3B C4B 1.388(2) . ?
C4B C5B 1.384(2) . ?
C5B C6B 1.401(2) . ?
C6B O4B 1.3485(18) . ?
C7B O1B 1.2652(18) . ?
C7B O2B 1.2687(18) . ?

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
N2A C1A N3A 120.18(12) . . ?
N2A C1A N1A 118.10(13) . . ?
N3A C1A N1A 121.71(13) . . ?
N4A C2A N3A 117.15(12) . . ?
N4A C2A C3A 120.28(13) . . ?
N3A C2A C3A 122.57(13) . . ?
C4A C3A C2A 116.76(13) . . ?
C4A C3A C7A 123.92(12) . . ?
C2A C3A C7A 119.30(12) . . ?
C3A C4A N1A 119.25(12) . . ?
C3A C4A C5A 125.27(13) . . ?
N1A C4A C5A 115.48(12) . . ?
C4A C5A C6A 112.25(11) . . ?
C8A C7A C12A 118.91(13) . . ?
C8A C7A C3A 121.04(12) . . ?
C12A C7A C3A 119.97(13) . . ?
C7A C8A C9A 120.52(14) . . ?
C10A C9A C8A 118.92(15) . . ?
C9A C10A C11A 122.05(14) . . ?
C9A C10A Cl1 119.40(13) . . ?
C11A C10A Cl1 118.54(13) . . ?
C10A C11A C12A 118.35(14) . . ?
C11A C12A C7A 121.24(14) . . ?
C1A N1A C4A 121.84(12) . . ?
C1A N3A C2A 117.87(12) . . ?
C2B C1B C6B 118.56(13) . . ?
C2B C1B C7B 120.37(13) . . ?
C6B C1B C7B 121.06(13) . . ?
O3B C2B C3B 118.68(14) . . ?
O3B C2B C1B 120.04(13) . . ?
C3B C2B C1B 121.25(14) . . ?
C4B C3B C2B 118.75(14) . . ?
C5B C4B C3B 121.96(14) . . ?
C4B C5B C6B 119.22(13) . . ?
O4B C6B C5B 118.09(13) . . ?
O4B C6B C1B 121.65(13) . . ?
C5B C6B C1B 120.25(14) . . ?
O1B C7B O2B 123.36(13) . . ?
O1B C7B C1B 118.07(13) . . ?
O2B C7B C1B 118.57(13) . . ?

_refine_diff_density_max         0.366
_refine_diff_density_min         -0.289
_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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2295609'
loop_
_audit_author_name
_audit_author_address
'Magdalena Ceborska'
;Faculty of Mathematics and Natural Sciences, Cardinal Stefan Wyszynski University, Warsaw (Poland)
Poland
;
_audit_update_record             
;
2023-09-18 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H21 Cl N4 O5'
_chemical_formula_weight         420.85

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                   8.6158(5)
_cell_length_b                   10.2919(5)
_cell_length_c                   11.9567(7)
_cell_angle_alpha                70.718(5)
_cell_angle_beta                 78.374(5)
_cell_angle_gamma                80.575(4)
_cell_volume                     974.80(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3657
_cell_measurement_theta_min      5.0400
_cell_measurement_theta_max      69.8930

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.087
_shelx_estimated_absorpt_T_min   0.705
_shelx_estimated_absorpt_T_max   0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.53345
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6137
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.967
_diffrn_reflns_theta_max         69.755
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3603
_reflns_number_gt                3430
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_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)+(0.0688P)²+0.3700P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3603
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0396
_refine_ls_wR_factor_ref         0.1116
_refine_ls_wR_factor_gt          0.1100
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
O1W O 1.01347(13) 0.60266(13) 0.10850(11) 0.0232(3) Uani 1 1 d G . . . .
H1W H 1.100541 0.591691 0.062734 0.045(7) Uiso 1 1 d G . . . .
H1V H 1.034810 0.586084 0.178588 0.054(8) Uiso 1 1 d G . . . .
C1A C 0.20859(17) 1.22638(15) 1.49431(13) 0.0152(3) Uani 1 1 d . . . . .
C2A C 0.32803(17) 1.09094(15) 1.37575(13) 0.0153(3) Uani 1 1 d . . . . .
C3A C 0.19688(17) 1.12798(15) 1.30912(13) 0.0153(3) Uani 1 1 d . . . . .
C4A C 0.06954(17) 1.20864(15) 1.34815(13) 0.0152(3) Uani 1 1 d . . . . .
C5A C -0.08009(17) 1.25717(15) 1.29374(14) 0.0173(3) Uani 1 1 d . . . . .
H5A1 H -0.058421 1.251539 1.210855 0.021 Uiso 1 1 calc R U . . .
H5A2 H -0.112189 1.355411 1.289227 0.021 Uiso 1 1 calc R U . . .
C6A C -0.21725(19) 1.17227(18) 1.36508(16) 0.0237(3) Uani 1 1 d . . . . .
H6A1 H -0.191889 1.077461 1.360890 0.036 Uiso 1 1 calc R U . . .
H6A2 H -0.314835 1.214156 1.331163 0.036 Uiso 1 1 calc R U . . .
H6A3 H -0.233138 1.170654 1.449005 0.036 Uiso 1 1 calc R U . . .
C7A C 0.20339(17) 1.07411(15) 1.20701(14) 0.0157(3) Uani 1 1 d . . . . .
C8A C 0.12505(19) 0.95983(17) 1.22087(15) 0.0218(3) Uani 1 1 d . . . . .
H8A H 0.062077 0.918721 1.295642 0.026 Uiso 1 1 calc R U . . .
C9A C 0.1378(2) 0.90547(17) 1.12719(16) 0.0246(4) Uani 1 1 d . . . . .
H9A H 0.082879 0.828569 1.137058 0.030 Uiso 1 1 calc R U . . .
C10A C 0.23115(19) 0.96455(17) 1.01965(15) 0.0216(3) Uani 1 1 d . . . . .
C11A C 0.3102(2) 1.07826(18) 1.00257(15) 0.0268(4) Uani 1 1 d . . . . .
H11A H 0.373624 1.118271 0.927721 0.032 Uiso 1 1 calc R U . . .
C12A C 0.2952(2) 1.13268(17) 1.09637(15) 0.0235(3) Uani 1 1 d . . . . .
H12A H 0.348215 1.211084 1.085154 0.028 Uiso 1 1 calc R U . . .
N1A N 0.07477(15) 1.25176(13) 1.44370(11) 0.0155(3) Uani 1 1 d . . . . .
N2A N 0.21102(16) 1.28312(14) 1.57838(12) 0.0193(3) Uani 1 1 d . . . . .
N3A N 0.33474(14) 1.14341(13) 1.46333(11) 0.0155(3) Uani 1 1 d . . . . .
N4A N 0.44984(15) 1.00084(14) 1.35212(12) 0.0181(3) Uani 1 1 d . . . . .
Cl1A Cl 0.25416(5) 0.89365(5) 0.90288(4) 0.03184(15) Uani 1 1 d . . . . .
H4N H 0.440(2) 0.955(2) 1.3069(18) 0.017(4) Uiso 1 1 d . . . . .
H2N H 0.130(3) 1.344(2) 1.597(2) 0.031(5) Uiso 1 1 d . . . . .
H2M H 0.300(3) 1.278(2) 1.6008(19) 0.026(5) Uiso 1 1 d . . . . .
H4M H 0.517(3) 0.967(2) 1.406(2) 0.025(5) Uiso 1 1 d . . . . .
H1N H -0.006(3) 1.302(2) 1.473(2) 0.029(5) Uiso 1 1 d . . . . .
C1B C 0.35051(17) 0.55774(15) 0.28730(13) 0.0157(3) Uani 1 1 d . . . . .
C2B C 0.48512(18) 0.61848(16) 0.28794(14) 0.0169(3) Uani 1 1 d . . . . .
C3B C 0.62890(17) 0.59733(16) 0.21559(14) 0.0177(3) Uani 1 1 d . . . . .
H3G H 0.718422 0.640615 0.215115 0.021 Uiso 1 1 calc R U . . .
C4B C 0.64100(17) 0.51270(15) 0.14410(13) 0.0159(3) Uani 1 1 d . . . . .
C5B C 0.51110(18) 0.44603(15) 0.14609(13) 0.0169(3) Uani 1 1 d . . . . .
H5B H 0.521011 0.384696 0.100003 0.020 Uiso 1 1 calc R U . . .
C6B C 0.36816(17) 0.47080(15) 0.21618(14) 0.0165(3) Uani 1 1 d . . . . .
H6B H 0.279030 0.427400 0.216041 0.020 Uiso 1 1 calc R U . . .
C7B C 0.19334(17) 0.58877(15) 0.35854(14) 0.0166(3) Uani 1 1 d . . . . .
O1B O 0.06830(12) 0.56012(11) 0.33709(10) 0.0190(2) Uani 1 1 d . . . . .
O2B O 0.19528(12) 0.64652(12) 0.43791(10) 0.0206(3) Uani 1 1 d . . . . .
O3B O 0.47801(13) 0.70275(12) 0.35592(11) 0.0231(3) Uani 1 1 d . . . . .
H3B H 0.387964 0.703855 0.398807 0.035 Uiso 1 1 calc R U . . .
O4B O 0.77842(12) 0.49295(12) 0.06982(10) 0.0194(2) Uani 1 1 d . . . . .
H4B H 0.850607 0.529581 0.082619 0.029 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A N2A 1.324(2) . ?
C1A N3A 1.3380(19) . ?
C1A N1A 1.357(2) . ?
C2A N4A 1.3326(19) . ?
C2A N3A 1.3415(19) . ?
C2A C3A 1.441(2) . ?
C3A C4A 1.365(2) . ?
C3A C7A 1.487(2) . ?
C4A N1A 1.3660(19) . ?
C4A C5A 1.499(2) . ?
C5A C6A 1.526(2) . ?
C7A C12A 1.395(2) . ?
C7A C8A 1.397(2) . ?
C8A C9A 1.387(2) . ?
C9A C10A 1.377(2) . ?
C10A C11A 1.386(2) . ?
C10A Cl1A 1.7422(16) . ?
C11A C12A 1.386(2) . ?
C1B C6B 1.397(2) . ?
C1B C2B 1.407(2) . ?
C1B C7B 1.495(2) . ?
C2B O3B 1.3582(18) . ?
C2B C3B 1.391(2) . ?
C3B C4B 1.388(2) . ?
C4B O4B 1.3596(18) . ?
C4B C5B 1.398(2) . ?
C5B C6B 1.381(2) . ?
C7B O1B 1.2564(19) . ?
C7B O2B 1.2792(19) . ?

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
N2A C1A N3A 119.93(13) . . ?
N2A C1A N1A 118.43(13) . . ?
N3A C1A N1A 121.62(14) . . ?
N4A C2A N3A 116.75(13) . . ?
N4A C2A C3A 120.43(14) . . ?
N3A C2A C3A 122.82(13) . . ?
C4A C3A C2A 116.33(14) . . ?
C4A C3A C7A 123.82(13) . . ?
C2A C3A C7A 119.81(13) . . ?
C3A C4A N1A 119.28(13) . . ?
C3A C4A C5A 125.28(14) . . ?
N1A C4A C5A 115.43(12) . . ?
C4A C5A C6A 112.68(13) . . ?
C12A C7A C8A 118.42(14) . . ?
C12A C7A C3A 120.37(13) . . ?
C8A C7A C3A 121.13(14) . . ?
C9A C8A C7A 121.04(15) . . ?
C10A C9A C8A 119.07(15) . . ?
C9A C10A C11A 121.45(15) . . ?
C9A C10A Cl1A 119.63(13) . . ?
C11A C10A Cl1A 118.90(13) . . ?
C12A C11A C10A 118.98(15) . . ?
C11A C12A C7A 121.02(15) . . ?
C1A N1A C4A 121.56(13) . . ?
C1A N3A C2A 117.70(13) . . ?
C6B C1B C2B 117.90(13) . . ?
C6B C1B C7B 121.55(13) . . ?
C2B C1B C7B 120.53(13) . . ?
O3B C2B C3B 117.84(13) . . ?
O3B C2B C1B 121.40(13) . . ?
C3B C2B C1B 120.73(14) . . ?
C4B C3B C2B 119.70(13) . . ?
O4B C4B C3B 121.20(13) . . ?
O4B C4B C5B 118.16(13) . . ?
C3B C4B C5B 120.64(13) . . ?
C6B C5B C4B 118.88(13) . . ?
C5B C6B C1B 122.05(14) . . ?
O1B C7B O2B 123.71(13) . . ?
O1B C7B C1B 119.69(13) . . ?
O2B C7B C1B 116.58(13) . . ?

_refine_diff_density_max         0.329
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2295612'
loop_
_audit_author_name
_audit_author_address
'Magdalena Ceborska'
;Faculty of Mathematics and Natural Sciences, Cardinal Stefan Wyszynski University, Warsaw (Poland)
Poland
;
_audit_update_record             
;
2023-09-18 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H44 Cl2 N8 O9'
_chemical_formula_weight         851.73

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                   9.2777(4)
_cell_length_b                   14.0027(5)
_cell_length_c                   16.4264(6)
_cell_angle_alpha                78.593(3)
_cell_angle_beta                 80.510(3)
_cell_angle_gamma                85.005(3)
_cell_volume                     2059.94(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7102
_cell_measurement_theta_min      4.6310
_cell_measurement_theta_max      69.6690

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             892
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.964
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77209
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13743
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.776
_diffrn_reflns_theta_max         70.021
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7635
_reflns_number_gt                6859
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_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)+(0.0724P)²+0.7483P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7635
_refine_ls_number_parameters     590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.1181
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
C1E C 0.7807(2) 0.89397(15) 0.40961(14) 0.0372(4) Uani 1 1 d . . . . .
H1E1 H 0.7258 0.8341 0.4288 0.045 Uiso 1 1 calc R U . A 1
H1E2 H 0.7434 0.9315 0.3589 0.045 Uiso 1 1 calc R U . A 1
O1E O 0.93509(16) 0.86695(11) 0.38803(10) 0.0204(3) Uani 0.7 1 d . . P B 1
H1E H 0.9732 0.8510 0.4321 0.031 Uiso 0.7 1 calc R U P B 1
C2E C 0.7541(4) 0.9542(2) 0.4774(2) 0.0452(8) Uani 0.7 1 d . . P B 1
H2E1 H 0.7908 0.9173 0.5278 0.068 Uiso 0.7 1 calc R U P B 1
H2E2 H 0.6489 0.9697 0.4908 0.068 Uiso 0.7 1 calc R U P B 1
H2E3 H 0.8052 1.0148 0.4579 0.068 Uiso 0.7 1 calc R U P B 1
O1E' O 0.8781(7) 0.8734(5) 0.3405(5) 0.0624(15) Uiso 0.3 1 d . . P B 2
H1E' H 0.8318 0.8725 0.3009 0.094 Uiso 0.3 1 calc R U P B 2
C2E' C 0.8292(15) 0.9453(10) 0.4706(9) 0.077(3) Uiso 0.3 1 d . . P B 2
H2E4 H 0.9020 0.9034 0.5000 0.116 Uiso 0.3 1 calc R U P B 2
H2E5 H 0.7447 0.9601 0.5115 0.116 Uiso 0.3 1 calc R U P B 2
H2E6 H 0.8727 1.0061 0.4406 0.116 Uiso 0.3 1 calc R U P B 2
H2M H 0.982(2) 0.7258(18) 0.3631(14) 0.031(5) Uiso 1 1 d . . . . .
H4M H 1.430(2) 0.7729(17) 0.2008(13) 0.029(5) Uiso 1 1 d . . . . .
H4N H 1.529(2) 0.6836(16) 0.1822(14) 0.026(5) Uiso 1 1 d . . . . .
H2N H 0.935(2) 0.6208(17) 0.3945(14) 0.028(5) Uiso 1 1 d . . . . .
H2P H 0.657(2) 0.8945(17) 0.1331(14) 0.028(5) Uiso 1 1 d . . . . .
H4P H 0.087(3) 0.9238(16) 0.2725(14) 0.026(5) Uiso 1 1 d . . . . .
H2R H 0.688(2) 0.9803(16) 0.0600(14) 0.027(5) Uiso 1 1 d . . . . .
H1M H 1.082(3) 0.4912(17) 0.3627(14) 0.030(5) Uiso 1 1 d . . . . .
H1P H 0.515(3) 1.1063(19) 0.0528(16) 0.038(6) Uiso 1 1 d . . . . .
H4R H 0.198(3) 0.847(2) 0.2674(15) 0.035(6) Uiso 1 1 d . . . . .
C1A C 1.12898(17) 0.62433(11) 0.33057(10) 0.0198(3) Uani 1 1 d . . . . .
C2A C 1.35356(17) 0.64598(11) 0.24946(10) 0.0203(3) Uani 1 1 d . . . . .
C3A C 1.38513(17) 0.54188(11) 0.25851(10) 0.0211(3) Uani 1 1 d . . . . .
C4A C 1.27747(18) 0.48411(11) 0.30289(10) 0.0211(3) Uani 1 1 d . . . . .
C5A C 1.28463(18) 0.37446(11) 0.31653(11) 0.0247(3) Uani 1 1 d . . . . .
H5A1 H 1.3665 0.3522 0.2766 0.030 Uiso 1 1 calc R U . . .
H5A2 H 1.1929 0.3531 0.3042 0.030 Uiso 1 1 calc R U . . .
C6A C 1.3063(2) 0.32601(13) 0.40613(12) 0.0324(4) Uani 1 1 d . . . . .
H6A1 H 1.4014 0.3419 0.4169 0.049 Uiso 1 1 calc R U . . .
H6A2 H 1.3031 0.2551 0.4125 0.049 Uiso 1 1 calc R U . . .
H6A3 H 1.2282 0.3501 0.4462 0.049 Uiso 1 1 calc R U . . .
C7A C 1.52859(17) 0.50061(11) 0.22107(10) 0.0217(3) Uani 1 1 d . . . . .
C8A C 1.62790(18) 0.45254(11) 0.27262(11) 0.0247(3) Uani 1 1 d . . . . .
H8A H 1.6049 0.4482 0.3317 0.030 Uiso 1 1 calc R U . . .
C9A C 1.76012(19) 0.41083(12) 0.23885(12) 0.0280(4) Uani 1 1 d . . . . .
H9A H 1.8270 0.3776 0.2743 0.034 Uiso 1 1 calc R U . . .
C10A C 1.79250(18) 0.41874(11) 0.15243(12) 0.0264(4) Uani 1 1 d . . . . .
C11A C 1.6967(2) 0.46682(13) 0.09950(12) 0.0289(4) Uani 1 1 d . . . . .
H11A H 1.7210 0.4717 0.0404 0.035 Uiso 1 1 calc R U . . .
C12A C 1.56483(19) 0.50777(12) 0.13397(11) 0.0257(3) Uani 1 1 d . . . . .
H12A H 1.4985 0.5410 0.0982 0.031 Uiso 1 1 calc R U . . .
N1A N 1.15031(15) 0.52628(10) 0.33835(9) 0.0213(3) Uani 1 1 d . . . . .
N2A N 1.00368(15) 0.65901(10) 0.36934(9) 0.0228(3) Uani 1 1 d . . . . .
N3A N 1.22805(14) 0.68505(9) 0.28637(8) 0.0199(3) Uani 1 1 d . . . . .
N4A N 1.44988(15) 0.70758(10) 0.20401(9) 0.0226(3) Uani 1 1 d . . . . .
Cl1A Cl 1.95732(5) 0.36687(3) 0.10915(3) 0.03566(13) Uani 1 1 d . . . . .
C1B C 1.27450(17) 0.64823(12) 0.49538(10) 0.0217(3) Uani 1 1 d . . . . .
C2B C 1.22555(18) 0.74730(12) 0.48396(10) 0.0223(3) Uani 1 1 d . . . . .
C3B C 1.31354(19) 0.81722(12) 0.43193(11) 0.0255(3) Uani 1 1 d . . . . .
H3B H 1.2797 0.8839 0.4237 0.031 Uiso 1 1 calc R U . . .
C4B C 1.44975(18) 0.79043(12) 0.39210(11) 0.0245(3) Uani 1 1 d . . . . .
H4B H 1.5092 0.8387 0.3568 0.029 Uiso 1 1 calc R U . . .
C5B C 1.50002(17) 0.69266(12) 0.40365(10) 0.0234(3) Uani 1 1 d . . . . .
C6B C 1.41214(17) 0.62214(12) 0.45383(10) 0.0222(3) Uani 1 1 d . . . . .
H6B H 1.4456 0.5554 0.4601 0.027 Uiso 1 1 calc R U . . .
C7B C 1.17968(17) 0.57103(12) 0.54835(10) 0.0226(3) Uani 1 1 d . . . . .
O1B O 1.22310(13) 0.48304(9) 0.55510(8) 0.0274(3) Uani 1 1 d . . . . .
O2B O 1.05558(13) 0.60047(9) 0.58407(8) 0.0282(3) Uani 1 1 d . . . . .
O3B O 1.09107(13) 0.77732(9) 0.52122(8) 0.0268(3) Uani 1 1 d . . . . .
H3B1 H 1.0478 0.7287 0.5500 0.040 Uiso 1 1 calc R U . . .
O4B O 1.63614(13) 0.66913(9) 0.36252(8) 0.0292(3) Uani 1 1 d . . . . .
H4B1 H 1.6695 0.6160 0.3882 0.044 Uiso 1 1 calc R U . . .
C1C C 0.49130(17) 0.98052(11) 0.12351(10) 0.0209(3) Uani 1 1 d . . . . .
C2C C 0.26393(17) 0.96292(11) 0.20245(10) 0.0213(3) Uani 1 1 d . . . . .
C3C C 0.21657(17) 1.06118(12) 0.16735(11) 0.0225(3) Uani 1 1 d . . . . .
C4C C 0.31362(18) 1.11252(12) 0.10697(11) 0.0254(3) Uani 1 1 d . . . . .
C5C C 0.2845(2) 1.21411(13) 0.05919(12) 0.0307(4) Uani 1 1 d . . . . .
H5C1 H 0.1781 1.2262 0.0580 0.037 Uiso 1 1 calc R U . . .
H5C2 H 0.3345 1.2195 0.0005 0.037 Uiso 1 1 calc R U . . .
C6C C 0.3381(2) 1.29090(14) 0.09908(14) 0.0397(5) Uani 1 1 d . . . . .
H6C1 H 0.2857 1.2876 0.1564 0.060 Uiso 1 1 calc R U . . .
H6C2 H 0.3199 1.3558 0.0658 0.060 Uiso 1 1 calc R U . . .
H6C3 H 0.4433 1.2788 0.1008 0.060 Uiso 1 1 calc R U . . .
C7C C 0.06276(18) 1.09644(11) 0.19344(11) 0.0222(3) Uani 1 1 d . . . . .
C8C C 0.02198(19) 1.12700(12) 0.27031(11) 0.0266(3) Uani 1 1 d . . . . .
H8C H 0.0945 1.1301 0.3042 0.032 Uiso 1 1 calc R U . . .
C9C C -0.1235(2) 1.15302(13) 0.29796(12) 0.0293(4) Uani 1 1 d . . . . .
H9C H -0.1509 1.1741 0.3502 0.035 Uiso 1 1 calc R U . . .
C10C C -0.22699(18) 1.14756(12) 0.24781(12) 0.0272(4) Uani 1 1 d . . . . .
C11C C -0.18964(18) 1.11974(12) 0.17053(12) 0.0263(3) Uani 1 1 d . . . . .
H11C H -0.2624 1.1185 0.1363 0.032 Uiso 1 1 calc R U . . .
C12C C -0.04409(18) 1.09355(11) 0.14356(11) 0.0235(3) Uani 1 1 d . . . . .
H12C H -0.0173 1.0736 0.0908 0.028 Uiso 1 1 calc R U . . .
N1C N 0.45098(15) 1.07194(10) 0.08640(9) 0.0238(3) Uani 1 1 d . . . . .
N2C N 0.62682(15) 0.94598(10) 0.10065(10) 0.0237(3) Uani 1 1 d . . . . .
N3C N 0.39970(14) 0.92465(9) 0.18076(9) 0.0212(3) Uani 1 1 d . . . . .
N4C N 0.17306(16) 0.90534(11) 0.25694(10) 0.0252(3) Uani 1 1 d . . . . .
Cl1C Cl -0.41091(5) 1.17562(4) 0.28317(3) 0.04069(14) Uani 1 1 d . . . . .
C1D C 0.88396(17) 0.22267(11) 0.91202(10) 0.0207(3) Uani 1 1 d . . . . .
C2D C 0.85335(18) 0.32390(12) 0.90424(10) 0.0227(3) Uani 1 1 d . . . . .
C3D C 0.95710(19) 0.38801(12) 0.85867(11) 0.0256(3) Uani 1 1 d . . . . .
H3D H 0.9377 0.4564 0.8546 0.031 Uiso 1 1 calc R U . . .
C4D C 1.08842(19) 0.35232(12) 0.81926(11) 0.0260(3) Uani 1 1 d . . . . .
H4D H 1.1589 0.3963 0.7882 0.031 Uiso 1 1 calc R U . . .
C5D C 1.11749(18) 0.25204(12) 0.82498(11) 0.0247(3) Uani 1 1 d . . . . .
C6D C 1.01720(18) 0.18776(12) 0.87212(11) 0.0233(3) Uani 1 1 d . . . . .
H6D H 1.0390 0.1194 0.8774 0.028 Uiso 1 1 calc R U . . .
C7D C 0.77542(17) 0.15141(12) 0.96139(10) 0.0220(3) Uani 1 1 d . . . . .
O1D O 0.81027(13) 0.06266(8) 0.97373(8) 0.0252(3) Uani 1 1 d . . . . .
O2D O 0.64940(13) 0.18825(9) 0.98903(8) 0.0276(3) Uani 1 1 d . . . . .
O3D O 0.72402(13) 0.36204(8) 0.93959(8) 0.0268(3) Uani 1 1 d . . . . .
H3D1 H 0.6686 0.3167 0.9622 0.040 Uiso 1 1 calc R U . . .
O4D O 1.24677(13) 0.21413(9) 0.78503(9) 0.0334(3) Uani 1 1 d . . . . .
H4D1 H 1.2785 0.2547 0.7423 0.050 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1E O1E' 1.390(7) . ?
C1E O1E 1.453(2) . ?
C1E C2E' 1.487(13) . ?
C1E C2E 1.502(4) . ?
C1A N3A 1.329(2) . ?
C1A N2A 1.331(2) . ?
C1A N1A 1.354(2) . ?
C2A N4A 1.326(2) . ?
C2A N3A 1.345(2) . ?
C2A C3A 1.445(2) . ?
C3A C4A 1.360(2) . ?
C3A C7A 1.490(2) . ?
C4A N1A 1.367(2) . ?
C4A C5A 1.504(2) . ?
C5A C6A 1.531(2) . ?
C7A C8A 1.394(2) . ?
C7A C12A 1.400(2) . ?
C8A C9A 1.390(2) . ?
C9A C10A 1.386(3) . ?
C10A C11A 1.385(3) . ?
C10A Cl1A 1.7389(16) . ?
C11A C12A 1.387(2) . ?
C1B C6B 1.400(2) . ?
C1B C2B 1.408(2) . ?
C1B C7B 1.497(2) . ?
C2B O3B 1.366(2) . ?
C2B C3B 1.390(2) . ?
C3B C4B 1.381(2) . ?
C4B C5B 1.394(2) . ?
C5B O4B 1.376(2) . ?
C5B C6B 1.384(2) . ?
C7B O1B 1.252(2) . ?
C7B O2B 1.277(2) . ?
C1C N2C 1.329(2) . ?
C1C N3C 1.334(2) . ?
C1C N1C 1.354(2) . ?
C2C N4C 1.321(2) . ?
C2C N3C 1.346(2) . ?
C2C C3C 1.443(2) . ?
C3C C4C 1.359(2) . ?
C3C C7C 1.491(2) . ?
C4C N1C 1.367(2) . ?
C4C C5C 1.508(2) . ?
C5C C6C 1.521(3) . ?
C7C C12C 1.394(2) . ?
C7C C8C 1.396(2) . ?
C8C C9C 1.392(2) . ?
C9C C10C 1.380(3) . ?
C10C C11C 1.382(3) . ?
C10C Cl1C 1.7464(17) . ?
C11C C12C 1.391(2) . ?
C1D C6D 1.397(2) . ?
C1D C2D 1.406(2) . ?
C1D C7D 1.501(2) . ?
C2D O3D 1.358(2) . ?
C2D C3D 1.393(2) . ?
C3D C4D 1.384(2) . ?
C4D C5D 1.394(2) . ?
C5D C6D 1.381(2) . ?
C5D O4D 1.385(2) . ?
C7D O1D 1.242(2) . ?
C7D O2D 1.285(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1E' C1E C2E' 120.4(6) . . ?
O1E C1E C2E 112.1(2) . . ?
N3A C1A N2A 120.27(14) . . ?
N3A C1A N1A 122.22(14) . . ?
N2A C1A N1A 117.51(14) . . ?
N4A C2A N3A 117.03(14) . . ?
N4A C2A C3A 120.46(14) . . ?
N3A C2A C3A 122.51(14) . . ?
C4A C3A C2A 116.53(14) . . ?
C4A C3A C7A 122.11(14) . . ?
C2A C3A C7A 121.36(14) . . ?
C3A C4A N1A 119.35(14) . . ?
C3A C4A C5A 125.27(15) . . ?
N1A C4A C5A 115.38(14) . . ?
C4A C5A C6A 113.01(14) . . ?
C8A C7A C12A 118.92(15) . . ?
C8A C7A C3A 120.29(15) . . ?
C12A C7A C3A 120.77(15) . . ?
C9A C8A C7A 121.00(16) . . ?
C10A C9A C8A 118.69(16) . . ?
C11A C10A C9A 121.67(16) . . ?
C11A C10A Cl1A 119.04(14) . . ?
C9A C10A Cl1A 119.29(14) . . ?
C10A C11A C12A 119.10(16) . . ?
C11A C12A C7A 120.61(16) . . ?
C1A N1A C4A 121.53(14) . . ?
C1A N3A C2A 117.76(13) . . ?
C6B C1B C2B 118.89(15) . . ?
C6B C1B C7B 120.04(14) . . ?
C2B C1B C7B 121.03(15) . . ?
O3B C2B C3B 118.31(15) . . ?
O3B C2B C1B 121.78(14) . . ?
C3B C2B C1B 119.90(15) . . ?
C4B C3B C2B 120.52(15) . . ?
C3B C4B C5B 120.09(15) . . ?
O4B C5B C6B 121.87(15) . . ?
O4B C5B C4B 118.18(14) . . ?
C6B C5B C4B 119.93(15) . . ?
C5B C6B C1B 120.65(15) . . ?
O1B C7B O2B 123.61(15) . . ?
O1B C7B C1B 119.99(15) . . ?
O2B C7B C1B 116.40(14) . . ?
N2C C1C N3C 119.66(14) . . ?
N2C C1C N1C 117.99(14) . . ?
N3C C1C N1C 122.34(14) . . ?
N4C C2C N3C 116.76(14) . . ?
N4C C2C C3C 120.72(15) . . ?
N3C C2C C3C 122.51(14) . . ?
C4C C3C C2C 116.66(15) . . ?
C4C C3C C7C 124.39(14) . . ?
C2C C3C C7C 118.72(14) . . ?
C3C C4C N1C 119.47(15) . . ?
C3C C4C C5C 125.47(15) . . ?
N1C C4C C5C 115.06(14) . . ?
C4C C5C C6C 111.52(16) . . ?
C12C C7C C8C 119.13(15) . . ?
C12C C7C C3C 120.18(15) . . ?
C8C C7C C3C 120.57(15) . . ?
C9C C8C C7C 120.89(16) . . ?
C10C C9C C8C 118.53(16) . . ?
C9C C10C C11C 121.95(16) . . ?
C9C C10C Cl1C 119.20(14) . . ?
C11C C10C Cl1C 118.86(14) . . ?
C10C C11C C12C 119.09(16) . . ?
C11C C12C C7C 120.38(16) . . ?
C1C N1C C4C 121.31(14) . . ?
C1C N3C C2C 117.60(13) . . ?
C6D C1D C2D 119.34(14) . . ?
C6D C1D C7D 119.36(14) . . ?
C2D C1D C7D 121.29(14) . . ?
O3D C2D C3D 118.25(15) . . ?
O3D C2D C1D 121.93(14) . . ?
C3D C2D C1D 119.82(15) . . ?
C4D C3D C2D 120.15(15) . . ?
C3D C4D C5D 120.17(15) . . ?
C6D C5D O4D 118.33(15) . . ?
C6D C5D C4D 120.13(16) . . ?
O4D C5D C4D 121.54(15) . . ?
C5D C6D C1D 120.35(15) . . ?
O1D C7D O2D 123.97(14) . . ?
O1D C7D C1D 119.93(14) . . ?
O2D C7D C1D 116.10(14) . . ?

_refine_diff_density_max         0.596
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4

