# 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_KB801_0m
_database_code_depnum_ccdc_archive 'CCDC 2373920'
loop_
_audit_author_name
_audit_author_address
'sunil Kumar Nechipadappu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-27 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        'BILASTINE HYDROCHLORIDE TRI HYDRATE'
_chemical_name_common            'BILASTINE HYDROCHLORIDE TRI HYDRATE'
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H38 N3 O3 1+, Cl 1-, 3(H2 O)'
_chemical_formula_sum            'C28 H44 Cl N3 O6'
_chemical_formula_weight         554.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   16.3631(3)
_cell_length_b                   10.4157(2)
_cell_length_c                   17.9697(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.9211(7)
_cell_angle_gamma                90
_cell_volume                     2945.15(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9912
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      30.42

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.174
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6425
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            32858
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.460
_diffrn_reflns_theta_max         30.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8597
_reflns_number_gt                6091
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²+1.9082P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8597
_refine_ls_number_parameters     376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1077
_refine_ls_wR_factor_gt          0.0907
_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
C1 C 0.98142(10) 0.74924(17) 0.19994(10) 0.0305(4) Uani 1 1 d . . . . .
H1A H 1.030390 0.802736 0.198973 0.046 Uiso 1 1 calc R U . . .
H1B H 1.000117 0.678581 0.236685 0.046 Uiso 1 1 calc R U . . .
H1C H 0.939353 0.801413 0.215929 0.046 Uiso 1 1 calc R U . . .
C2 C 0.94209(10) 0.69540(16) 0.12034(10) 0.0272(3) Uani 1 1 d . . . . .
H2A H 0.922667 0.766448 0.083088 0.033 Uiso 1 1 calc R U . . .
H2B H 0.984864 0.644691 0.103303 0.033 Uiso 1 1 calc R U . . .
C3 C 0.82900(10) 0.57064(15) 0.04646(9) 0.0242(3) Uani 1 1 d . . . . .
H3A H 0.870798 0.535002 0.021277 0.029 Uiso 1 1 calc R U . . .
H3B H 0.799112 0.642826 0.014502 0.029 Uiso 1 1 calc R U . . .
C4 C 0.76576(9) 0.46804(14) 0.05227(9) 0.0207(3) Uani 1 1 d . . . . .
H4A H 0.729208 0.500763 0.083772 0.025 Uiso 1 1 calc R U . . .
H4B H 0.728840 0.448737 -0.000140 0.025 Uiso 1 1 calc R U . . .
C5 C 0.83654(8) 0.25468(14) 0.04668(8) 0.0169(3) Uani 1 1 d . . . . .
C6 C 0.83171(9) 0.24186(15) -0.03167(9) 0.0213(3) Uani 1 1 d . . . . .
H6 H 0.807593 0.306762 -0.068247 0.026 Uiso 1 1 calc R U . . .
C7 C 0.86404(10) 0.12921(15) -0.05313(9) 0.0242(3) Uani 1 1 d . . . . .
H7 H 0.861046 0.115499 -0.106074 0.029 Uiso 1 1 calc R U . . .
C8 C 0.90112(9) 0.03482(15) 0.00140(9) 0.0229(3) Uani 1 1 d . . . . .
H8 H 0.922726 -0.041145 -0.015522 0.027 Uiso 1 1 calc R U . . .
C9 C 0.90700(9) 0.04962(14) 0.07917(9) 0.0201(3) Uani 1 1 d . . . . .
H9 H 0.933243 -0.013899 0.115915 0.024 Uiso 1 1 calc R U . . .
C10 C 0.87300(8) 0.16119(14) 0.10180(8) 0.0169(3) Uani 1 1 d . . . . .
C11 C 0.82703(8) 0.31050(14) 0.16280(8) 0.0166(3) Uani 1 1 d . . . . .
C12 C 0.80965(9) 0.38809(14) 0.22671(8) 0.0183(3) Uani 1 1 d . . . . .
H12 H 0.775570 0.465258 0.203867 0.022 Uiso 1 1 calc R U . . .
C13 C 0.76005(9) 0.31158(14) 0.27292(8) 0.0192(3) Uani 1 1 d . . . . .
H13A H 0.704041 0.286783 0.238362 0.023 Uiso 1 1 calc R U . . .
H13B H 0.791516 0.231991 0.292951 0.023 Uiso 1 1 calc R U . . .
C14 C 0.74719(8) 0.38971(15) 0.33999(8) 0.0209(3) Uani 1 1 d . . . . .
H14A H 0.711064 0.465047 0.319680 0.025 Uiso 1 1 calc R U . . .
H14B H 0.717339 0.336718 0.370059 0.025 Uiso 1 1 calc R U . . .
C15 C 0.87904(9) 0.51106(14) 0.34788(8) 0.0204(3) Uani 1 1 d . . . . .
H15A H 0.934324 0.537524 0.383057 0.025 Uiso 1 1 calc R U . . .
H15B H 0.846754 0.589644 0.327126 0.025 Uiso 1 1 calc R U . . .
C16 C 0.89408(9) 0.43305(15) 0.28187(8) 0.0203(3) Uani 1 1 d . . . . .
H16A H 0.929526 0.357378 0.302902 0.024 Uiso 1 1 calc R U . . .
H16B H 0.925324 0.485797 0.252911 0.024 Uiso 1 1 calc R U . . .
C17 C 0.81767(9) 0.50684(16) 0.46027(8) 0.0228(3) Uani 1 1 d . . . . .
H17A H 0.779477 0.457146 0.483692 0.027 Uiso 1 1 calc R U . . .
H17B H 0.789909 0.590045 0.442445 0.027 Uiso 1 1 calc R U . . .
C18 C 0.90158(9) 0.53113(16) 0.52126(8) 0.0215(3) Uani 1 1 d . . . . .
H18A H 0.935764 0.451339 0.529889 0.026 Uiso 1 1 calc R U . . .
H18B H 0.934072 0.597819 0.502330 0.026 Uiso 1 1 calc R U . . .
C19 C 0.88694(8) 0.57430(15) 0.59659(8) 0.0189(3) Uani 1 1 d . . . . .
C20 C 0.87413(9) 0.48446(15) 0.64963(8) 0.0209(3) Uani 1 1 d . . . . .
H20 H 0.873877 0.395551 0.637763 0.025 Uiso 1 1 calc R U . . .
C21 C 0.86175(9) 0.52307(14) 0.71952(8) 0.0201(3) Uani 1 1 d . . . . .
H21 H 0.854108 0.460210 0.755332 0.024 Uiso 1 1 calc R U . . .
C22 C 0.86036(8) 0.65303(14) 0.73805(8) 0.0175(3) Uani 1 1 d . . . . .
C23 C 0.87177(9) 0.74281(15) 0.68423(9) 0.0201(3) Uani 1 1 d . . . . .
H23 H 0.870232 0.831836 0.695251 0.024 Uiso 1 1 calc R U . . .
C24 C 0.88539(9) 0.70361(15) 0.61456(9) 0.0209(3) Uani 1 1 d . . . . .
H24 H 0.893733 0.766189 0.578885 0.025 Uiso 1 1 calc R U . . .
C25 C 0.85229(9) 0.69265(14) 0.81795(8) 0.0190(3) Uani 1 1 d . . . . .
C26 C 0.93481(10) 0.65497(17) 0.87888(9) 0.0269(3) Uani 1 1 d . . . . .
H26A H 0.941357 0.561417 0.879455 0.040 Uiso 1 1 calc R U . . .
H26B H 0.932300 0.684363 0.930013 0.040 Uiso 1 1 calc R U . . .
H26C H 0.983361 0.695109 0.866000 0.040 Uiso 1 1 calc R U . . .
C27 C 0.83683(10) 0.83720(15) 0.82344(9) 0.0263(3) Uani 1 1 d . . . . .
H27A H 0.888501 0.884359 0.822938 0.039 Uiso 1 1 calc R U . . .
H27B H 0.822025 0.855563 0.871633 0.039 Uiso 1 1 calc R U . . .
H27C H 0.790085 0.864009 0.779246 0.039 Uiso 1 1 calc R U . . .
C28 C 0.77871(9) 0.61657(15) 0.83433(8) 0.0199(3) Uani 1 1 d . . . . .
N1 N 0.80755(7) 0.34980(12) 0.08722(7) 0.0172(2) Uani 1 1 d . . . . .
N2 N 0.86616(7) 0.19801(12) 0.17430(7) 0.0179(2) Uani 1 1 d . . . . .
N3 N 0.83046(7) 0.43456(12) 0.39219(7) 0.0174(2) Uani 1 1 d . . . . .
H3N H 0.8608(11) 0.3591(18) 0.4115(10) 0.026 Uiso 1 1 d . U . . .
O1 O 0.87170(7) 0.61553(10) 0.12193(6) 0.0234(2) Uani 1 1 d . . . . .
O2 O 0.78769(7) 0.51570(11) 0.86819(7) 0.0294(3) Uani 1 1 d . . . . .
O3 O 0.70356(7) 0.67262(12) 0.80683(8) 0.0318(3) Uani 1 1 d . . . . .
H3O H 0.6669(14) 0.634(2) 0.8240(12) 0.048 Uiso 1 1 d . U . . .
Cl01 Cl 0.91998(2) 0.18837(4) 0.46752(2) 0.02483(9) Uani 1 1 d . . . . .
O1W O 0.58953(8) 0.56538(15) 0.86763(9) 0.0390(3) Uani 1 1 d . . . . .
H1W H 0.5395(16) 0.532(2) 0.8459(14) 0.060(7) Uiso 1 1 d . . . . .
H2W H 0.5886(16) 0.601(3) 0.9085(16) 0.070(8) Uiso 1 1 d . . . . .
O2W O 0.42663(7) 0.45488(11) 0.81270(7) 0.0265(3) Uani 1 1 d . . . . .
H3W H 0.4249(15) 0.405(2) 0.8492(15) 0.058(7) Uiso 1 1 d . . . . .
H4W H 0.4122(14) 0.404(2) 0.7722(14) 0.053(7) Uiso 1 1 d . . . . .
O3W O 0.39580(8) 0.68432(13) 0.89853(9) 0.0351(3) Uani 1 1 d . . . . .
H5W H 0.4426(18) 0.683(2) 0.9388(16) 0.072(8) Uiso 1 1 d . . . . .
H6W H 0.4006(16) 0.614(3) 0.8685(15) 0.069(8) Uiso 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
C1 C2 1.506(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O1 1.4274(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 O1 1.4235(18) . ?
C3 C4 1.511(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.4640(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.3881(18) . ?
C5 C6 1.395(2) . ?
C5 C10 1.400(2) . ?
C6 C7 1.385(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.403(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.383(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.396(2) . ?
C9 H9 0.9500 . ?
C10 N2 1.3918(18) . ?
C11 N2 1.3240(18) . ?
C11 N1 1.3697(18) . ?
C11 C12 1.494(2) . ?
C12 C13 1.534(2) . ?
C12 C16 1.5359(19) . ?
C12 H12 1.0000 . ?
C13 C14 1.516(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N3 1.5012(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N3 1.4994(19) . ?
C15 C16 1.513(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N3 1.4991(18) . ?
C17 C18 1.5247(19) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.507(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.387(2) . ?
C19 C20 1.392(2) . ?
C20 C21 1.386(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.396(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.394(2) . ?
C22 C25 1.5340(19) . ?
C23 C24 1.392(2) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C27 1.534(2) . ?
C25 C28 1.536(2) . ?
C25 C26 1.538(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O2 1.2027(18) . ?
C28 O3 1.3280(18) . ?
N3 H3N 0.944(18) . ?
O3 H3O 0.85(2) . ?
O1W H1W 0.87(3) . ?
O1W H2W 0.83(3) . ?
O2W H3W 0.84(3) . ?
O2W H4W 0.88(2) . ?
O3W H5W 0.90(3) . ?
O3W H6W 0.92(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 109.56(13) . . ?
O1 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
O1 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
O1 C3 C4 109.45(12) . . ?
O1 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
O1 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
N1 C4 C3 112.12(12) . . ?
N1 C4 H4A 109.2 . . ?
C3 C4 H4A 109.2 . . ?
N1 C4 H4B 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
N1 C5 C6 131.70(13) . . ?
N1 C5 C10 105.41(12) . . ?
C6 C5 C10 122.86(13) . . ?
C7 C6 C5 116.24(14) . . ?
C7 C6 H6 121.9 . . ?
C5 C6 H6 121.9 . . ?
C6 C7 C8 121.62(14) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C9 C8 C7 121.63(14) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 117.66(14) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 H9 121.2 . . ?
N2 C10 C9 129.99(13) . . ?
N2 C10 C5 110.03(12) . . ?
C9 C10 C5 119.95(13) . . ?
N2 C11 N1 112.98(12) . . ?
N2 C11 C12 122.99(12) . . ?
N1 C11 C12 123.98(12) . . ?
C11 C12 C13 112.06(12) . . ?
C11 C12 C16 109.50(11) . . ?
C13 C12 C16 108.96(11) . . ?
C11 C12 H12 108.8 . . ?
C13 C12 H12 108.8 . . ?
C16 C12 H12 108.8 . . ?
C14 C13 C12 111.15(12) . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N3 C14 C13 111.33(11) . . ?
N3 C14 H14A 109.4 . . ?
C13 C14 H14A 109.4 . . ?
N3 C14 H14B 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
N3 C15 C16 110.79(12) . . ?
N3 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C15 C16 C12 111.03(12) . . ?
C15 C16 H16A 109.4 . . ?
C12 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
C12 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N3 C17 C18 111.72(11) . . ?
N3 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
N3 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
C19 C18 C17 111.20(11) . . ?
C19 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
C24 C19 C20 118.53(13) . . ?
C24 C19 C18 121.11(14) . . ?
C20 C19 C18 120.37(14) . . ?
C21 C20 C19 120.83(14) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 120.92(14) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 118.10(13) . . ?
C23 C22 C25 122.09(13) . . ?
C21 C22 C25 119.69(13) . . ?
C24 C23 C22 120.82(14) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C19 C24 C23 120.80(14) . . ?
C19 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C22 C25 C27 112.46(12) . . ?
C22 C25 C28 108.29(11) . . ?
C27 C25 C28 110.01(12) . . ?
C22 C25 C26 108.27(12) . . ?
C27 C25 C26 109.44(13) . . ?
C28 C25 C26 108.26(12) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O2 C28 O3 122.99(14) . . ?
O2 C28 C25 123.65(13) . . ?
O3 C28 C25 113.36(13) . . ?
C11 N1 C5 106.68(12) . . ?
C11 N1 C4 129.13(12) . . ?
C5 N1 C4 124.19(12) . . ?
C11 N2 C10 104.91(11) . . ?
C17 N3 C15 112.30(12) . . ?
C17 N3 C14 111.12(10) . . ?
C15 N3 C14 110.86(11) . . ?
C17 N3 H3N 107.2(11) . . ?
C15 N3 H3N 109.6(11) . . ?
C14 N3 H3N 105.4(11) . . ?
C3 O1 C2 111.11(12) . . ?
C28 O3 H3O 109.1(15) . . ?
H1W O1W H2W 109(2) . . ?
H3W O2W H4W 103(2) . . ?
H5W O3W H6W 105(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C3 C4 N1 -69.41(16) . . . . ?
N1 C5 C6 C7 -176.62(14) . . . . ?
C10 C5 C6 C7 1.0(2) . . . . ?
C5 C6 C7 C8 -1.3(2) . . . . ?
C6 C7 C8 C9 0.1(2) . . . . ?
C7 C8 C9 C10 1.3(2) . . . . ?
C8 C9 C10 N2 176.40(13) . . . . ?
C8 C9 C10 C5 -1.6(2) . . . . ?
N1 C5 C10 N2 0.24(15) . . . . ?
C6 C5 C10 N2 -177.94(13) . . . . ?
N1 C5 C10 C9 178.59(12) . . . . ?
C6 C5 C10 C9 0.4(2) . . . . ?
N2 C11 C12 C13 -55.18(17) . . . . ?
N1 C11 C12 C13 127.54(14) . . . . ?
N2 C11 C12 C16 65.84(17) . . . . ?
N1 C11 C12 C16 -111.44(15) . . . . ?
C11 C12 C13 C14 177.00(11) . . . . ?
C16 C12 C13 C14 55.66(15) . . . . ?
C12 C13 C14 N3 -56.54(16) . . . . ?
N3 C15 C16 C12 58.13(16) . . . . ?
C11 C12 C16 C15 -179.48(12) . . . . ?
C13 C12 C16 C15 -56.60(16) . . . . ?
N3 C17 C18 C19 -166.27(13) . . . . ?
C17 C18 C19 C24 -95.13(17) . . . . ?
C17 C18 C19 C20 84.50(17) . . . . ?
C24 C19 C20 C21 -1.2(2) . . . . ?
C18 C19 C20 C21 179.13(13) . . . . ?
C19 C20 C21 C22 1.1(2) . . . . ?
C20 C21 C22 C23 0.0(2) . . . . ?
C20 C21 C22 C25 -176.07(12) . . . . ?
C21 C22 C23 C24 -0.9(2) . . . . ?
C25 C22 C23 C24 175.05(13) . . . . ?
C20 C19 C24 C23 0.3(2) . . . . ?
C18 C19 C24 C23 179.95(13) . . . . ?
C22 C23 C24 C19 0.8(2) . . . . ?
C23 C22 C25 C27 13.69(18) . . . . ?
C21 C22 C25 C27 -170.40(13) . . . . ?
C23 C22 C25 C28 135.47(14) . . . . ?
C21 C22 C25 C28 -48.62(17) . . . . ?
C23 C22 C25 C26 -107.36(15) . . . . ?
C21 C22 C25 C26 68.55(16) . . . . ?
C22 C25 C28 O2 92.50(17) . . . . ?
C27 C25 C28 O2 -144.22(15) . . . . ?
C26 C25 C28 O2 -24.7(2) . . . . ?
C22 C25 C28 O3 -86.99(15) . . . . ?
C27 C25 C28 O3 36.29(17) . . . . ?
C26 C25 C28 O3 155.83(13) . . . . ?
N2 C11 N1 C5 0.01(15) . . . . ?
C12 C11 N1 C5 177.53(12) . . . . ?
N2 C11 N1 C4 -179.14(13) . . . . ?
C12 C11 N1 C4 -1.6(2) . . . . ?
C6 C5 N1 C11 177.80(15) . . . . ?
C10 C5 N1 C11 -0.15(14) . . . . ?
C6 C5 N1 C4 -3.0(2) . . . . ?
C10 C5 N1 C4 179.05(12) . . . . ?
C3 C4 N1 C11 95.17(17) . . . . ?
C3 C4 N1 C5 -83.85(16) . . . . ?
N1 C11 N2 C10 0.14(15) . . . . ?
C12 C11 N2 C10 -177.41(12) . . . . ?
C9 C10 N2 C11 -178.36(14) . . . . ?
C5 C10 N2 C11 -0.23(15) . . . . ?
C18 C17 N3 C15 -65.90(16) . . . . ?
C18 C17 N3 C14 169.28(13) . . . . ?
C16 C15 N3 C17 177.48(11) . . . . ?
C16 C15 N3 C14 -57.56(15) . . . . ?
C13 C14 N3 C17 -177.52(13) . . . . ?
C13 C14 N3 C15 56.86(16) . . . . ?
C4 C3 O1 C2 169.64(12) . . . . ?
C1 C2 O1 C3 175.62(13) . . . . ?

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
O1W H2W Cl01 0.83(3) 2.45(3) 3.2700(15) 175(2) 2_656 yes
O3W H5W Cl01 0.90(3) 2.41(3) 3.3016(14) 171(2) 2_656 yes
O2W H3W Cl01 0.84(3) 2.36(3) 3.1851(14) 167(2) 4_566 yes
O2W H4W N2 0.88(2) 2.02(2) 2.8896(17) 173(2) 4_566 yes
O3W H6W O2W 0.92(3) 2.04(3) 2.9616(19) 172(2) . yes
N3 H3N Cl01 0.944(18) 2.139(18) 3.0766(13) 171.9(15) . yes
O3 H3O O1W 0.85(2) 1.81(2) 2.6536(17) 174(2) . yes
O1W H1W O2W 0.87(3) 1.95(3) 2.8215(17) 172(2) . yes

_refine_diff_density_max         0.348
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.061


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_KB828_0m
_database_code_depnum_ccdc_archive 'CCDC 2373922'
loop_
_audit_author_name
_audit_author_address
'sunil Kumar Nechipadappu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-27 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        'BILASTINE HYDROBROMIDE MONO HYDRATE'
_chemical_name_common            'BILASTINE HYDROBROMIDE MONO HYDRATE'
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H38 N3 O3 1+ , Br 1-, H2 O'
_chemical_formula_sum            'C28 H40 Br N3 O4'
_chemical_formula_weight         562.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   5.8177(3)
_cell_length_b                   12.2664(6)
_cell_length_c                   38.8851(18)
_cell_angle_alpha                90
_cell_angle_beta                 93.872(2)
_cell_angle_gamma                90
_cell_volume                     2768.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9389
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      30.55

_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.522
_shelx_estimated_absorpt_T_min   0.751
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6450
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40360
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_theta_min         2.288
_diffrn_reflns_theta_max         30.593
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8500
_reflns_number_gt                7452
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+1.9074P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8500
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0779
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_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
C1 C 0.0424(3) 0.08990(17) 0.93094(4) 0.0321(4) Uani 1 1 d . . . . .
H1A H 0.015263 0.166366 0.936747 0.048 Uiso 1 1 calc R U . . .
H1B H 0.139672 0.055775 0.949486 0.048 Uiso 1 1 calc R U . . .
H1C H -0.105254 0.051370 0.928166 0.048 Uiso 1 1 calc R U . . .
C2 C 0.1614(3) 0.08406(18) 0.89782(4) 0.0329(4) Uani 1 1 d . . . . .
H2A H 0.199234 0.007456 0.892517 0.040 Uiso 1 1 calc R U . . .
H2AB H 0.059841 0.113383 0.878548 0.040 Uiso 1 1 calc R U . . .
C3 C 0.4863(3) 0.16114(13) 0.87196(4) 0.0214(3) Uani 1 1 d . . . . .
H3A H 0.380679 0.151035 0.851160 0.026 Uiso 1 1 calc R U . . .
H3AB H 0.611860 0.106836 0.871401 0.026 Uiso 1 1 calc R U . . .
C4 C 0.5850(2) 0.27528(13) 0.87261(4) 0.0178(3) Uani 1 1 d . . . . .
H4A H 0.654690 0.291054 0.896012 0.021 Uiso 1 1 calc R U . . .
H4AB H 0.708505 0.279405 0.856358 0.021 Uiso 1 1 calc R U . . .
C5 C 0.2500(2) 0.39952(12) 0.88459(3) 0.0141(3) Uani 1 1 d . . . . .
C6 C 0.2165(3) 0.38426(13) 0.91946(3) 0.0178(3) Uani 1 1 d . . . . .
H6 H 0.315948 0.339257 0.933690 0.021 Uiso 1 1 calc R U . . .
C7 C 0.0308(3) 0.43802(13) 0.93235(4) 0.0201(3) Uani 1 1 d . . . . .
H7 H 0.001623 0.428980 0.955929 0.024 Uiso 1 1 calc R U . . .
C8 C -0.1151(3) 0.50546(13) 0.91143(4) 0.0199(3) Uani 1 1 d . . . . .
H8 H -0.241499 0.540390 0.921083 0.024 Uiso 1 1 calc R U . . .
C9 C -0.0783(3) 0.52205(13) 0.87695(4) 0.0184(3) Uani 1 1 d . . . . .
H9 H -0.176012 0.568354 0.862899 0.022 Uiso 1 1 calc R U . . .
C10 C 0.1081(2) 0.46808(12) 0.86362(3) 0.0144(3) Uani 1 1 d . . . . .
C11 C 0.3582(2) 0.40093(12) 0.83114(3) 0.0131(2) Uani 1 1 d . . . . .
C12 C 0.4741(2) 0.36799(12) 0.79949(3) 0.0134(2) Uani 1 1 d . . . . .
H12 H 0.598738 0.314282 0.806044 0.016 Uiso 1 1 calc R U . . .
C13 C 0.2936(3) 0.31338(13) 0.77474(3) 0.0176(3) Uani 1 1 d . . . . .
H13A H 0.235075 0.247171 0.785801 0.021 Uiso 1 1 calc R U . . .
H13B H 0.162197 0.363834 0.770197 0.021 Uiso 1 1 calc R U . . .
C14 C 0.3892(3) 0.28210(12) 0.74084(3) 0.0173(3) Uani 1 1 d . . . . .
H14A H 0.513706 0.227728 0.745001 0.021 Uiso 1 1 calc R U . . .
H14B H 0.265989 0.248708 0.725489 0.021 Uiso 1 1 calc R U . . .
C15 C 0.6683(2) 0.43158(14) 0.74695(3) 0.0177(3) Uani 1 1 d . . . . .
H15A H 0.729386 0.496451 0.735473 0.021 Uiso 1 1 calc R U . . .
H15B H 0.796099 0.378903 0.751092 0.021 Uiso 1 1 calc R U . . .
C16 C 0.5784(2) 0.46519(13) 0.78129(3) 0.0165(3) Uani 1 1 d . . . . .
H16A H 0.459831 0.522512 0.777290 0.020 Uiso 1 1 calc R U . . .
H16B H 0.706400 0.496113 0.796295 0.020 Uiso 1 1 calc R U . . .
C17 C 0.5638(2) 0.35643(13) 0.68880(3) 0.0155(3) Uani 1 1 d . . . . .
H17A H 0.691030 0.302785 0.691088 0.019 Uiso 1 1 calc R U . . .
H17B H 0.624148 0.424026 0.678817 0.019 Uiso 1 1 calc R U . . .
C18 C 0.3695(3) 0.31109(14) 0.66464(3) 0.0198(3) Uani 1 1 d . . . . .
H18A H 0.322345 0.238843 0.673063 0.024 Uiso 1 1 calc R U . . .
H18B H 0.234655 0.360340 0.664587 0.024 Uiso 1 1 calc R U . . .
C19 C 0.4449(2) 0.30006(13) 0.62840(3) 0.0169(3) Uani 1 1 d . . . . .
C20 C 0.5897(3) 0.21632(15) 0.61975(4) 0.0273(4) Uani 1 1 d . . . . .
H20 H 0.644524 0.165837 0.636929 0.033 Uiso 1 1 calc R U . . .
C21 C 0.6559(3) 0.20516(14) 0.58626(4) 0.0253(3) Uani 1 1 d . . . . .
H21 H 0.754738 0.146854 0.580865 0.030 Uiso 1 1 calc R U . . .
C22 C 0.5796(2) 0.27816(12) 0.56041(3) 0.0130(2) Uani 1 1 d . . . . .
C23 C 0.4350(3) 0.36157(13) 0.56923(4) 0.0196(3) Uani 1 1 d . . . . .
H23 H 0.381132 0.412743 0.552204 0.023 Uiso 1 1 calc R U . . .
C24 C 0.3673(3) 0.37150(14) 0.60284(4) 0.0222(3) Uani 1 1 d . . . . .
H24 H 0.265606 0.428694 0.608208 0.027 Uiso 1 1 calc R U . . .
C25 C 0.6559(2) 0.26057(12) 0.52389(3) 0.0131(2) Uani 1 1 d . . . . .
C26 C 0.5357(3) 0.33737(13) 0.49714(4) 0.0177(3) Uani 1 1 d . . . . .
H26A H 0.581297 0.318282 0.474098 0.027 Uiso 1 1 calc R U . . .
H26B H 0.580692 0.412814 0.502456 0.027 Uiso 1 1 calc R U . . .
H26C H 0.368303 0.330003 0.497816 0.027 Uiso 1 1 calc R U . . .
C27 C 0.9171(2) 0.27524(13) 0.52351(4) 0.0195(3) Uani 1 1 d . . . . .
H27A H 0.965764 0.259245 0.500405 0.029 Uiso 1 1 calc R U . . .
H27B H 0.994713 0.225306 0.540200 0.029 Uiso 1 1 calc R U . . .
H27C H 0.958052 0.350560 0.529699 0.029 Uiso 1 1 calc R U . . .
C28 C 0.5907(2) 0.14487(12) 0.51284(3) 0.0123(2) Uani 1 1 d . . . . .
N1 N 0.41046(19) 0.35786(10) 0.86326(3) 0.0134(2) Uani 1 1 d . . . . .
N2 N 0.1808(2) 0.46842(11) 0.83027(3) 0.0153(2) Uani 1 1 d . . . . .
N3 N 0.48163(19) 0.38080(10) 0.72389(3) 0.0113(2) Uani 1 1 d . . . . .
H3N H 0.372(3) 0.4316(16) 0.7203(5) 0.021(5) Uiso 1 1 d . . . . .
O1 O 0.3648(2) 0.14669(10) 0.90214(3) 0.0215(2) Uani 1 1 d . . . . .
O2 O 0.72880(18) 0.07913(9) 0.50285(3) 0.0185(2) Uani 1 1 d . . . . .
O3 O 0.37001(18) 0.12333(10) 0.51452(3) 0.0222(2) Uani 1 1 d . . . . .
H3O H 0.344(4) 0.0616(19) 0.5087(5) 0.028(6) Uiso 1 1 d . . . . .
Br1 Br 0.15361(2) 0.58798(2) 0.70308(2) 0.01807(5) Uani 1 1 d . . . . .
O1W O 0.0686(2) 0.65032(10) 0.78581(3) 0.0216(2) Uani 1 1 d . . . . .
H1W H 0.096(4) 0.599(2) 0.7974(7) 0.040(7) Uiso 1 1 d . . . . .
H2W H 0.084(4) 0.634(2) 0.7668(6) 0.036(6) Uiso 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
C1 C2 1.505(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O1 1.411(2) . ?
C2 H2A 0.9900 . ?
C2 H2AB 0.9900 . ?
C3 O1 1.4210(17) . ?
C3 C4 1.513(2) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C4 N1 1.4625(18) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 N1 1.3873(17) . ?
C5 C6 1.3956(18) . ?
C5 C10 1.401(2) . ?
C6 C7 1.388(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.405(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.399(2) . ?
C9 H9 0.9500 . ?
C10 N2 1.3911(16) . ?
C11 N2 1.3215(18) . ?
C11 N1 1.3715(17) . ?
C11 C12 1.4982(18) . ?
C12 C13 1.530(2) . ?
C12 C16 1.533(2) . ?
C12 H12 1.0000 . ?
C13 C14 1.5143(18) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N3 1.4959(18) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N3 1.4966(18) . ?
C15 C16 1.5233(18) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N3 1.5058(16) . ?
C17 C18 1.525(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.5101(18) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.378(2) . ?
C19 C20 1.384(2) . ?
C20 C21 1.389(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.396(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.382(2) . ?
C22 C25 1.5316(17) . ?
C23 C24 1.3957(19) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C28 1.523(2) . ?
C25 C27 1.5311(19) . ?
C25 C26 1.536(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O2 1.2201(16) . ?
C28 O3 1.3169(16) . ?
N3 H3N 0.89(2) . ?
O3 H3O 0.80(2) . ?
O1W H1W 0.78(3) . ?
O1W H2W 0.77(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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 107.63(14) . . ?
O1 C2 H2A 110.2 . . ?
C1 C2 H2A 110.2 . . ?
O1 C2 H2AB 110.2 . . ?
C1 C2 H2AB 110.2 . . ?
H2A C2 H2AB 108.5 . . ?
O1 C3 C4 108.12(12) . . ?
O1 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
O1 C3 H3AB 110.1 . . ?
C4 C3 H3AB 110.1 . . ?
H3A C3 H3AB 108.4 . . ?
N1 C4 C3 112.37(12) . . ?
N1 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
N1 C4 H4AB 109.1 . . ?
C3 C4 H4AB 109.1 . . ?
H4A C4 H4AB 107.9 . . ?
N1 C5 C6 132.47(14) . . ?
N1 C5 C10 105.49(11) . . ?
C6 C5 C10 122.03(13) . . ?
C7 C6 C5 116.78(14) . . ?
C7 C6 H6 121.6 . . ?
C5 C6 H6 121.6 . . ?
C6 C7 C8 121.68(13) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C9 C8 C7 121.30(14) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 117.56(14) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 H9 121.2 . . ?
N2 C10 C9 129.49(13) . . ?
N2 C10 C5 109.87(12) . . ?
C9 C10 C5 120.62(12) . . ?
N2 C11 N1 112.91(12) . . ?
N2 C11 C12 122.82(12) . . ?
N1 C11 C12 124.05(12) . . ?
C11 C12 C13 107.87(11) . . ?
C11 C12 C16 112.56(12) . . ?
C13 C12 C16 109.06(11) . . ?
C11 C12 H12 109.1 . . ?
C13 C12 H12 109.1 . . ?
C16 C12 H12 109.1 . . ?
C14 C13 C12 112.43(12) . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C12 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
N3 C14 C13 110.04(12) . . ?
N3 C14 H14A 109.7 . . ?
C13 C14 H14A 109.7 . . ?
N3 C14 H14B 109.7 . . ?
C13 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
N3 C15 C16 111.08(11) . . ?
N3 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
N3 C15 H15B 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 C12 111.36(12) . . ?
C15 C16 H16A 109.4 . . ?
C12 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
C12 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N3 C17 C18 111.30(11) . . ?
N3 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
N3 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C19 C18 C17 110.95(12) . . ?
C19 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
C24 C19 C20 118.15(13) . . ?
C24 C19 C18 120.95(13) . . ?
C20 C19 C18 120.88(14) . . ?
C19 C20 C21 120.83(14) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C20 C21 C22 121.13(14) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 117.73(12) . . ?
C23 C22 C25 123.61(12) . . ?
C21 C22 C25 118.65(12) . . ?
C22 C23 C24 120.79(14) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C19 C24 C23 121.36(14) . . ?
C19 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C28 C25 C27 109.59(11) . . ?
C28 C25 C22 108.08(11) . . ?
C27 C25 C22 110.01(11) . . ?
C28 C25 C26 106.68(11) . . ?
C27 C25 C26 109.18(12) . . ?
C22 C25 C26 113.20(11) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O2 C28 O3 123.24(14) . . ?
O2 C28 C25 123.28(12) . . ?
O3 C28 C25 113.46(12) . . ?
C11 N1 C5 106.60(11) . . ?
C11 N1 C4 126.93(11) . . ?
C5 N1 C4 126.18(11) . . ?
C11 N2 C10 105.10(11) . . ?
C14 N3 C15 109.92(11) . . ?
C14 N3 C17 112.59(11) . . ?
C15 N3 C17 111.33(10) . . ?
C14 N3 H3N 111.1(13) . . ?
C15 N3 H3N 106.5(13) . . ?
C17 N3 H3N 105.1(12) . . ?
C2 O1 C3 115.43(12) . . ?
C28 O3 H3O 109.9(15) . . ?
H1W O1W H2W 108(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C3 C4 N1 -76.69(15) . . . . ?
N1 C5 C6 C7 -178.37(15) . . . . ?
C10 C5 C6 C7 1.8(2) . . . . ?
C5 C6 C7 C8 -0.6(2) . . . . ?
C6 C7 C8 C9 -0.6(2) . . . . ?
C7 C8 C9 C10 0.8(2) . . . . ?
C8 C9 C10 N2 178.63(14) . . . . ?
C8 C9 C10 C5 0.4(2) . . . . ?
N1 C5 C10 N2 -0.15(16) . . . . ?
C6 C5 C10 N2 179.73(13) . . . . ?
N1 C5 C10 C9 178.41(13) . . . . ?
C6 C5 C10 C9 -1.7(2) . . . . ?
N2 C11 C12 C13 -59.19(18) . . . . ?
N1 C11 C12 C13 114.98(15) . . . . ?
N2 C11 C12 C16 61.18(18) . . . . ?
N1 C11 C12 C16 -124.65(14) . . . . ?
C11 C12 C13 C14 176.86(12) . . . . ?
C16 C12 C13 C14 54.31(16) . . . . ?
C12 C13 C14 N3 -58.02(17) . . . . ?
N3 C15 C16 C12 57.09(16) . . . . ?
C11 C12 C16 C15 -172.89(11) . . . . ?
C13 C12 C16 C15 -53.21(15) . . . . ?
N3 C17 C18 C19 172.94(12) . . . . ?
C17 C18 C19 C24 -106.07(17) . . . . ?
C17 C18 C19 C20 75.5(2) . . . . ?
C24 C19 C20 C21 0.4(3) . . . . ?
C18 C19 C20 C21 178.90(16) . . . . ?
C19 C20 C21 C22 0.3(3) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C20 C21 C22 C25 -179.16(16) . . . . ?
C21 C22 C23 C24 -0.4(2) . . . . ?
C25 C22 C23 C24 178.38(14) . . . . ?
C20 C19 C24 C23 -1.1(3) . . . . ?
C18 C19 C24 C23 -179.63(15) . . . . ?
C22 C23 C24 C19 1.1(3) . . . . ?
C23 C22 C25 C28 -124.07(15) . . . . ?
C21 C22 C25 C28 54.68(17) . . . . ?
C23 C22 C25 C27 116.31(16) . . . . ?
C21 C22 C25 C27 -64.94(18) . . . . ?
C23 C22 C25 C26 -6.1(2) . . . . ?
C21 C22 C25 C26 172.61(14) . . . . ?
C27 C25 C28 O2 -5.17(18) . . . . ?
C22 C25 C28 O2 -125.06(13) . . . . ?
C26 C25 C28 O2 112.91(14) . . . . ?
C27 C25 C28 O3 176.02(12) . . . . ?
C22 C25 C28 O3 56.14(14) . . . . ?
C26 C25 C28 O3 -65.90(14) . . . . ?
N2 C11 N1 C5 1.34(17) . . . . ?
C12 C11 N1 C5 -173.34(13) . . . . ?
N2 C11 N1 C4 175.40(13) . . . . ?
C12 C11 N1 C4 0.7(2) . . . . ?
C6 C5 N1 C11 179.47(16) . . . . ?
C10 C5 N1 C11 -0.67(15) . . . . ?
C6 C5 N1 C4 5.4(3) . . . . ?
C10 C5 N1 C4 -174.79(13) . . . . ?
C3 C4 N1 C11 -94.05(16) . . . . ?
C3 C4 N1 C5 78.90(17) . . . . ?
N1 C11 N2 C10 -1.40(16) . . . . ?
C12 C11 N2 C10 173.36(13) . . . . ?
C9 C10 N2 C11 -177.47(15) . . . . ?
C5 C10 N2 C11 0.93(16) . . . . ?
C13 C14 N3 C15 59.41(15) . . . . ?
C13 C14 N3 C17 -175.85(12) . . . . ?
C16 C15 N3 C14 -59.54(16) . . . . ?
C16 C15 N3 C17 175.00(12) . . . . ?
C18 C17 N3 C14 59.49(16) . . . . ?
C18 C17 N3 C15 -176.55(13) . . . . ?
C1 C2 O1 C3 -172.87(15) . . . . ?
C4 C3 O1 C2 143.10(15) . . . . ?

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
O3 H3O O2 0.80(2) 1.83(2) 2.6271(16) 177(2) 3_656 yes
O1W H1W N2 0.78(3) 2.09(3) 2.8707(18) 177(3) . yes
O1W H2W Br1 0.77(2) 2.60(2) 3.3754(13) 177(2) . yes
N3 H3N Br1 0.89(2) 2.37(2) 3.2475(12) 165.8(17) . yes

_refine_diff_density_max         0.472
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.065


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_KB831_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2373923'
loop_
_audit_author_name
_audit_author_address
'sunil Kumar Nechipadappu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-27 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        'BILASTINE DI NITRATE MONO HYDRATE'
_chemical_name_common            'BILASTINE DI NITRATE MONO HYDRATE'
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H39 N3 O3, 2(N O3), H2 O'
_chemical_formula_sum            'C28 H41 N5 O10'
_chemical_formula_weight         607.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.733(2)
_cell_length_b                   10.044(3)
_cell_length_c                   34.856(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.022(9)
_cell_angle_gamma                90
_cell_volume                     3050.0(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8947
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      29.78

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4450
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            25774
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.342
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5353
_reflns_number_gt                4094
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0952P)²+3.9217P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5353
_refine_ls_number_parameters     480
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0638
_refine_ls_wR_factor_ref         0.1903
_refine_ls_wR_factor_gt          0.1693
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.090
_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
C1 C -0.0374(4) 0.3492(3) 0.29910(9) 0.0486(8) Uani 1 1 d . . . . .
H1A H 0.072295 0.332777 0.296974 0.073 Uiso 1 1 calc R U . . .
H1B H -0.050546 0.417130 0.318783 0.073 Uiso 1 1 calc R U . . .
H1C H -0.083839 0.380370 0.274305 0.073 Uiso 1 1 calc R U . . .
C2 C -0.1140(4) 0.2227(3) 0.31018(9) 0.0421(7) Uani 1 1 d . . . . .
H2A H -0.223113 0.240123 0.314434 0.050 Uiso 1 1 calc R U . . .
H2B H -0.109861 0.156378 0.289277 0.050 Uiso 1 1 calc R U . . .
C3 C -0.1020(3) 0.0517(3) 0.35640(9) 0.0396(7) Uani 1 1 d . . . . .
H3A H -0.111900 -0.012247 0.334747 0.048 Uiso 1 1 calc R U . . .
H3B H -0.205310 0.067836 0.365484 0.048 Uiso 1 1 calc R U . . .
C4 C 0.0030(3) -0.0029(3) 0.38839(9) 0.0383(7) Uani 1 1 d . . . . .
H4A H -0.031107 -0.093486 0.395037 0.046 Uiso 1 1 calc R U . . .
H4B H 0.108297 -0.009715 0.379728 0.046 Uiso 1 1 calc R U . . .
C5 C -0.0990(3) 0.0684(3) 0.45116(8) 0.0336(6) Uani 1 1 d . . . . .
C6 C -0.2187(3) -0.0216(3) 0.45453(10) 0.0408(7) Uani 1 1 d . . . . .
H6 H -0.243531 -0.087796 0.435648 0.049 Uiso 1 1 calc R U . . .
C7 C -0.2987(3) -0.0084(3) 0.48704(10) 0.0445(8) Uani 1 1 d . . . . .
H7 H -0.381329 -0.067504 0.490712 0.053 Uiso 1 1 calc R U . . .
C8 C -0.2622(3) 0.0884(3) 0.51455(10) 0.0446(8) Uani 1 1 d . . . . .
H8 H -0.320704 0.093555 0.536476 0.054 Uiso 1 1 calc R U . . .
C9 C -0.1430(3) 0.1780(3) 0.51107(9) 0.0410(7) Uani 1 1 d . . . . .
H9 H -0.118198 0.244104 0.529997 0.049 Uiso 1 1 calc R U . . .
C10 C -0.0621(3) 0.1656(3) 0.47832(8) 0.0342(6) Uani 1 1 d . . . . .
C11 C 0.0979(3) 0.1849(3) 0.43187(8) 0.0305(6) Uani 1 1 d . . . . .
C12 C 0.2233(3) 0.2356(3) 0.40856(7) 0.0282(6) Uani 1 1 d . . . . .
H12 H 0.217685 0.186124 0.383605 0.034 Uiso 1 1 calc R U . . .
C13 C 0.3839(3) 0.2131(3) 0.42861(7) 0.0295(6) Uani 1 1 d . . . . .
H13A H 0.392449 0.260993 0.453493 0.035 Uiso 1 1 calc R U . . .
H13B H 0.399597 0.116990 0.433836 0.035 Uiso 1 1 calc R U . . .
C14 C 0.5062(3) 0.2632(3) 0.40323(8) 0.0285(6) Uani 1 1 d . . . . .
H14A H 0.608985 0.248654 0.416388 0.034 Uiso 1 1 calc R U . . .
H14B H 0.500541 0.212128 0.378880 0.034 Uiso 1 1 calc R U . . .
C15 C 0.3275(3) 0.4339(3) 0.37522(7) 0.0285(6) Uani 1 1 d . . . . .
H15A H 0.318515 0.388264 0.349985 0.034 Uiso 1 1 calc R U . . .
H15B H 0.314237 0.530573 0.370610 0.034 Uiso 1 1 calc R U . . .
C16 C 0.2018(3) 0.3844(3) 0.39964(7) 0.0288(6) Uani 1 1 d . . . . .
H16A H 0.100391 0.398895 0.385762 0.035 Uiso 1 1 calc R U . . .
H16B H 0.204720 0.435389 0.423987 0.035 Uiso 1 1 calc R U . . .
C17 C 0.6096(3) 0.4577(3) 0.37017(7) 0.0271(6) Uani 1 1 d . . . . .
H17A H 0.586932 0.427540 0.343326 0.033 Uiso 1 1 calc R U . . .
H17B H 0.708757 0.417946 0.379719 0.033 Uiso 1 1 calc R U . . .
C18 C 0.6240(3) 0.6085(3) 0.37073(8) 0.0348(6) Uani 1 1 d . . . . .
H18A H 0.525135 0.649247 0.361342 0.042 Uiso 1 1 calc R U . . .
H18B H 0.649402 0.639487 0.397376 0.042 Uiso 1 1 calc R U . . .
C19 C 0.7489(3) 0.6505(3) 0.34527(8) 0.0322(6) Uani 1 1 d . . . . .
C20 C 0.7140(3) 0.6761(3) 0.30651(8) 0.0423(8) Uani 1 1 d . . . . .
H20 H 0.610670 0.669855 0.296172 0.051 Uiso 1 1 calc R U . . .
C21 C 0.8282(3) 0.7107(3) 0.28276(9) 0.0419(8) Uani 1 1 d . . . . .
H21 H 0.801623 0.728341 0.256352 0.050 Uiso 1 1 calc R U . . .
C22 C 0.9811(3) 0.7201(3) 0.29666(8) 0.0296(6) Uani 1 1 d . . . . .
C23 C 1.0152(3) 0.6959(3) 0.33547(8) 0.0292(6) Uani 1 1 d . . . . .
H23 H 1.118402 0.703229 0.345859 0.035 Uiso 1 1 calc R U . . .
C24 C 0.9007(3) 0.6611(3) 0.35953(8) 0.0299(6) Uani 1 1 d . . . . .
H24 H 0.926894 0.644409 0.386001 0.036 Uiso 1 1 calc R U . . .
C25 C 1.1013(3) 0.7658(3) 0.26972(8) 0.0327(6) Uani 1 1 d . . . . .
C26 C 1.0955(4) 0.9176(3) 0.26672(10) 0.0429(7) Uani 1 1 d . . . . .
H26A H 1.170780 0.947971 0.249076 0.064 Uiso 1 1 calc R U . . .
H26B H 1.119566 0.956622 0.292197 0.064 Uiso 1 1 calc R U . . .
H26C H 0.992487 0.945416 0.256969 0.064 Uiso 1 1 calc R U . . .
C27 C 1.2651(3) 0.7225(3) 0.28420(9) 0.0393(7) Uani 1 1 d . . . . .
H27A H 1.336897 0.744255 0.264737 0.059 Uiso 1 1 calc R U . . .
H27B H 1.266643 0.626227 0.288858 0.059 Uiso 1 1 calc R U . . .
H27C H 1.295711 0.769388 0.308167 0.059 Uiso 1 1 calc R U . . .
C28 C 1.0683(3) 0.7064(3) 0.22969(8) 0.0368(7) Uani 1 1 d . . . . .
N1 N 0.0047(2) 0.0824(2) 0.42264(7) 0.0310(5) Uani 1 1 d . . . . .
N2 N 0.0610(3) 0.2362(3) 0.46526(7) 0.0336(6) Uani 1 1 d D . . . .
H2N H 0.105(4) 0.306(3) 0.4774(9) 0.055(10) Uiso 1 1 d D . . . .
N3 N 0.4849(2) 0.4085(2) 0.39453(6) 0.0250(5) Uani 1 1 d . . . . .
H3N H 0.493(3) 0.454(3) 0.4184(9) 0.033(8) Uiso 1 1 d . . . . .
O1 O -0.0371(2) 0.1728(2) 0.34437(6) 0.0373(5) Uani 1 1 d . . . . .
O2 O 1.0492(3) 0.7721(2) 0.20057(6) 0.0518(6) Uani 1 1 d . . . . .
O3 O 1.0653(3) 0.5754(2) 0.22911(7) 0.0515(6) Uani 1 1 d . . . . .
H3O H 1.057964 0.548776 0.206216 0.077 Uiso 1 1 calc R U . . .
N4 N 0.1908(3) 0.4757(3) 0.52953(7) 0.0485(7) Uani 1 1 d . . . . .
O4 O 0.2524(3) 0.5719(3) 0.54617(7) 0.0590(7) Uani 1 1 d . . . . .
O5 O 0.0791(5) 0.4205(4) 0.54090(9) 0.1308(19) Uani 1 1 d . . . . .
O6 O 0.2392(3) 0.4360(3) 0.49904(8) 0.0834(10) Uani 1 1 d . . . . .
N5 N 1.0324(10) 0.4522(9) 0.1405(2) 0.0347(18) Uani 0.401(3) 1 d D U P A 1
O7 O 1.1662(10) 0.4736(11) 0.1504(4) 0.036(2) Uani 0.401(3) 1 d D U P A 1
O8 O 0.9443(5) 0.4634(6) 0.16893(16) 0.0481(14) Uani 0.401(3) 1 d D U P A 1
O9 O 0.9669(8) 0.4255(6) 0.10948(15) 0.0340(15) Uani 0.401(3) 1 d D U P A 1
N5D N 1.0727(9) 0.4208(8) 0.1276(3) 0.0330(19) Uani 0.372(3) 1 d D U P B 2
O7D O 1.1361(11) 0.5061(11) 0.1524(4) 0.036(2) Uani 0.372(3) 1 d D U P B 2
O8D O 1.1454(11) 0.3487(12) 0.1072(3) 0.060(2) Uani 0.372(3) 1 d D U P B 2
O9D O 0.9293(8) 0.4199(9) 0.1296(4) 0.074(3) Uani 0.372(3) 1 d D U P B 2
N5' N 1.151(3) 0.331(3) 0.1071(9) 0.073(4) Uani 0.227(3) 1 d D U P C 3
O7' O 1.2225(7) 0.2362(6) 0.09197(16) 0.0116(15) Uani 0.227(3) 1 d D U P C 3
O8' O 1.0185(18) 0.3818(17) 0.0921(5) 0.107(4) Uani 0.227(3) 1 d D U P C 3
O9' O 1.169(2) 0.4140(16) 0.1361(5) 0.097(4) Uani 0.227(3) 1 d D U P C 3
O1W O 0.4472(3) 0.5867(5) 0.45575(10) 0.1005(14) Uani 1 1 d D . . . .
H1W H 0.378(6) 0.571(7) 0.4714(15) 0.151 Uiso 1 1 d D U . . .
H2W H 0.414(8) 0.646(5) 0.4393(16) 0.151 Uiso 1 1 d 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
C1 C2 1.499(5) . ?
C2 O1 1.418(3) . ?
C3 O1 1.418(4) . ?
C3 C4 1.497(4) . ?
C4 N1 1.469(4) . ?
C5 C10 1.381(4) . ?
C5 C6 1.394(4) . ?
C5 N1 1.397(3) . ?
C6 C7 1.379(4) . ?
C7 C8 1.387(5) . ?
C8 C9 1.388(5) . ?
C9 C10 1.390(4) . ?
C10 N2 1.392(3) . ?
C11 N2 1.333(4) . ?
C11 N1 1.338(4) . ?
C11 C12 1.498(3) . ?
C12 C16 1.535(4) . ?
C12 C13 1.539(4) . ?
C13 C14 1.519(3) . ?
C14 N3 1.499(3) . ?
C15 N3 1.509(3) . ?
C15 C16 1.519(3) . ?
C17 N3 1.510(3) . ?
C17 C18 1.520(4) . ?
C18 C19 1.514(4) . ?
C19 C24 1.386(4) . ?
C19 C20 1.388(4) . ?
C20 C21 1.385(4) . ?
C21 C22 1.391(4) . ?
C22 C23 1.386(4) . ?
C22 C25 1.527(4) . ?
C23 C24 1.394(4) . ?
C25 C28 1.526(4) . ?
C25 C26 1.528(4) . ?
C25 C27 1.546(4) . ?
C28 O2 1.212(3) . ?
C28 O3 1.316(4) . ?
N4 O5 1.213(4) . ?
N4 O4 1.231(4) . ?
N4 O6 1.237(3) . ?
N5 O7 1.215(12) . ?
N5 O9 1.217(10) . ?
N5 O8 1.301(9) . ?
N5D O8D 1.225(12) . ?
N5D O9D 1.259(10) . ?
N5D O7D 1.311(12) . ?
N5' O7' 1.272(15) . ?
N5' O9' 1.311(16) . ?
N5' O8' 1.339(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
O1 C2 C1 108.8(2) . . ?
O1 C3 C4 107.3(2) . . ?
N1 C4 C3 111.2(2) . . ?
C10 C5 C6 122.7(3) . . ?
C10 C5 N1 106.6(2) . . ?
C6 C5 N1 130.7(3) . . ?
C7 C6 C5 115.7(3) . . ?
C6 C7 C8 122.0(3) . . ?
C7 C8 C9 122.1(3) . . ?
C8 C9 C10 116.2(3) . . ?
C5 C10 C9 121.3(3) . . ?
C5 C10 N2 106.5(2) . . ?
C9 C10 N2 132.2(3) . . ?
N2 C11 N1 109.1(2) . . ?
N2 C11 C12 125.0(3) . . ?
N1 C11 C12 126.0(2) . . ?
C11 C12 C16 110.9(2) . . ?
C11 C12 C13 112.4(2) . . ?
C16 C12 C13 109.2(2) . . ?
C14 C13 C12 110.0(2) . . ?
N3 C14 C13 111.0(2) . . ?
N3 C15 C16 111.5(2) . . ?
C15 C16 C12 110.4(2) . . ?
N3 C17 C18 112.4(2) . . ?
C19 C18 C17 109.4(2) . . ?
C24 C19 C20 118.3(2) . . ?
C24 C19 C18 121.4(2) . . ?
C20 C19 C18 120.3(3) . . ?
C21 C20 C19 120.7(3) . . ?
C20 C21 C22 121.5(3) . . ?
C23 C22 C21 117.6(2) . . ?
C23 C22 C25 122.9(2) . . ?
C21 C22 C25 119.4(2) . . ?
C22 C23 C24 121.1(2) . . ?
C19 C24 C23 120.8(2) . . ?
C28 C25 C22 110.5(2) . . ?
C28 C25 C26 108.9(2) . . ?
C22 C25 C26 108.7(2) . . ?
C28 C25 C27 107.4(2) . . ?
C22 C25 C27 112.0(2) . . ?
C26 C25 C27 109.2(2) . . ?
O2 C28 O3 122.0(3) . . ?
O2 C28 C25 124.0(3) . . ?
O3 C28 C25 114.0(2) . . ?
C11 N1 C5 108.7(2) . . ?
C11 N1 C4 128.0(2) . . ?
C5 N1 C4 123.3(2) . . ?
C11 N2 C10 109.2(2) . . ?
C14 N3 C15 110.5(2) . . ?
C14 N3 C17 110.39(19) . . ?
C15 N3 C17 111.34(19) . . ?
C2 O1 C3 112.1(2) . . ?
O5 N4 O4 122.7(3) . . ?
O5 N4 O6 117.7(3) . . ?
O4 N4 O6 119.6(3) . . ?
O7 N5 O9 132.5(10) . . ?
O7 N5 O8 112.1(9) . . ?
O9 N5 O8 115.4(9) . . ?
O8D N5D O9D 125.9(10) . . ?
O8D N5D O7D 123.9(9) . . ?
O9D N5D O7D 110.1(11) . . ?
O7' N5' O9' 139.5(19) . . ?
O7' N5' O8' 123.9(17) . . ?
O9' N5' O8' 96.5(13) . . ?

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
N3 H3N O4 0.95(3) 2.48(3) 2.985(3) 113(2) 3_666 yes
N2 H2N N4 0.894(19) 2.56(2) 3.426(4) 162(3) . yes
N2 H2N O5 0.894(19) 2.52(3) 3.216(4) 136(3) . yes
N2 H2N O6 0.894(19) 1.88(2) 2.753(4) 167(3) . yes
N3 H3N O1W 0.95(3) 1.92(3) 2.823(4) 157(3) . yes
O3 H3O N5^a 0.84 2.48 3.321(8) 175.5 . yes
O3 H3O O7^a 0.84 2.35 3.111(12) 151.9 . yes
O3 H3O O8^a 0.84 1.80 2.544(6) 147.2 . yes
O1W H1W O6 0.859(10) 2.10(3) 2.873(5) 150(6) . yes

_refine_diff_density_max         0.755
_refine_diff_density_min         -0.765
_refine_diff_density_rms         0.059


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_KB1183_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2373925'
loop_
_audit_author_name
_audit_author_address
'sunil Kumar Nechipadappu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-27 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        'BILASTINE PHOSPHATE DIMETHANOLATE'
_chemical_name_common            'BILASTINE PHOSPHATE DIMETHANOLATE'
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H38 N3 O3, H2 O4 P, 2(C H4 O)'
_chemical_formula_sum            'C30 H48 N3 O9 P'
_chemical_formula_weight         625.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   8.9527(17)
_cell_length_b                   11.559(2)
_cell_length_c                   16.499(3)
_cell_angle_alpha                100.869(6)
_cell_angle_beta                 100.793(6)
_cell_angle_gamma                97.455(7)
_cell_volume                     1622.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9916
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.08

_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.140
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5613
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            23668
_diffrn_reflns_av_unetI/netI     0.0696
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.987
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5712
_reflns_number_gt                4107
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1011P)²+3.4348P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5712
_refine_ls_number_parameters     453
_refine_ls_number_restraints     74
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0777
_refine_ls_wR_factor_ref         0.2240
_refine_ls_wR_factor_gt          0.2019
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0638(5) 0.9675(4) 0.8210(3) 0.0435(11) Uani 1 1 d . . . . .
H1A H -0.070700 1.037033 0.795420 0.065 Uiso 1 1 calc R U . . .
H1B H -0.148743 0.956280 0.850182 0.065 Uiso 1 1 calc R U . . .
H1C H -0.070807 0.896046 0.776823 0.065 Uiso 1 1 calc R U . . .
C2 C 0.0844(6) 0.9871(4) 0.8822(3) 0.0456(12) Uani 1 1 d . . . . .
H2A H 0.169202 1.017103 0.856670 0.055 Uiso 1 1 calc R U . . .
H2B H 0.083054 1.047820 0.933006 0.055 Uiso 1 1 calc R U . . .
C3 C 0.2566(5) 0.8884(4) 0.9620(3) 0.0369(10) Uani 1 1 d . . . . .
H3A H 0.260997 0.943893 1.016318 0.044 Uiso 1 1 calc R U . . .
H3B H 0.341162 0.919398 0.936667 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2710(4) 0.7646(4) 0.9756(3) 0.0307(9) Uani 1 1 d . . . . .
H4A H 0.185272 0.735481 1.000779 0.037 Uiso 1 1 calc R U . . .
H4B H 0.261078 0.709921 0.920136 0.037 Uiso 1 1 calc R U . . .
C5 C 0.4497(4) 0.7930(3) 1.1181(2) 0.0285(9) Uani 1 1 d . . . . .
C6 C 0.3555(5) 0.8227(4) 1.1751(3) 0.0348(10) Uani 1 1 d . . . . .
H6 H 0.249174 0.825213 1.156478 0.042 Uiso 1 1 calc R U . . .
C7 C 0.4255(5) 0.8480(4) 1.2592(3) 0.0400(11) Uani 1 1 d . . . . .
H7 H 0.366060 0.868842 1.300029 0.048 Uiso 1 1 calc R U . . .
C8 C 0.5807(5) 0.8439(4) 1.2865(3) 0.0377(10) Uani 1 1 d . . . . .
H8 H 0.623986 0.862616 1.345488 0.045 Uiso 1 1 calc R U . . .
C9 C 0.6743(5) 0.8139(4) 1.2311(3) 0.0328(9) Uani 1 1 d . . . . .
H9 H 0.780534 0.811541 1.250425 0.039 Uiso 1 1 calc R U . . .
C10 C 0.6048(5) 0.7871(3) 1.1455(2) 0.0287(9) Uani 1 1 d . . . . .
C11 C 0.5520(4) 0.7343(3) 1.0087(2) 0.0250(8) Uani 1 1 d . . . . .
C12 C 0.5624(4) 0.6862(3) 0.9192(2) 0.0265(8) Uani 1 1 d . . . . .
H12 H 0.491729 0.722964 0.880928 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5112(4) 0.5495(3) 0.8944(2) 0.0243(8) Uani 1 1 d . . . . .
H13A H 0.577341 0.511905 0.933278 0.029 Uiso 1 1 calc R U . . .
H13B H 0.403383 0.529218 0.900210 0.029 Uiso 1 1 calc R U . . .
C14 C 0.5223(4) 0.5004(4) 0.8041(2) 0.0259(8) Uani 1 1 d . . . . .
H14A H 0.491517 0.412310 0.790238 0.031 Uiso 1 1 calc R U . . .
H14B H 0.450552 0.533481 0.764883 0.031 Uiso 1 1 calc R U . . .
C15 C 0.7364(5) 0.6646(3) 0.8150(2) 0.0285(9) Uani 1 1 d . . . . .
H15A H 0.671464 0.702212 0.775612 0.034 Uiso 1 1 calc R U . . .
H15B H 0.844376 0.682658 0.808938 0.034 Uiso 1 1 calc R U . . .
C16 C 0.7262(5) 0.7163(3) 0.9053(2) 0.0288(9) Uani 1 1 d . . . . .
H16A H 0.757993 0.804180 0.917991 0.035 Uiso 1 1 calc R U . . .
H16B H 0.798424 0.683882 0.944863 0.035 Uiso 1 1 calc R U . . .
C17 C 0.7057(4) 0.4735(4) 0.7081(2) 0.0259(8) Uani 1 1 d . . . . .
H17A H 0.676451 0.385955 0.700453 0.031 Uiso 1 1 calc R U . . .
H17B H 0.816795 0.490548 0.707769 0.031 Uiso 1 1 calc R U . . .
C18 C 0.6140(5) 0.5122(5) 0.6326(3) 0.0413(11) Uani 1 1 d . . . . .
H18A H 0.502090 0.494297 0.630695 0.050 Uiso 1 1 calc R U . . .
H18B H 0.643465 0.599261 0.637878 0.050 Uiso 1 1 calc R U . . .
C19 C 0.6500(5) 0.4442(4) 0.5528(2) 0.0344(10) Uani 1 1 d . . . . .
C20 C 0.5768(5) 0.3286(4) 0.5167(3) 0.0403(11) Uani 1 1 d . . . . .
H20 H 0.499510 0.292620 0.540826 0.048 Uiso 1 1 calc R U . . .
C21 C 0.6137(5) 0.2641(4) 0.4459(3) 0.0399(11) Uani 1 1 d . . . . .
H21 H 0.561613 0.184354 0.422653 0.048 Uiso 1 1 calc R U . . .
C22 C 0.7252(4) 0.3130(4) 0.4079(2) 0.0282(9) Uani 1 1 d . . . . .
C23 C 0.7989(5) 0.4296(4) 0.4443(2) 0.0332(9) Uani 1 1 d . . . . .
H23 H 0.875743 0.466026 0.419988 0.040 Uiso 1 1 calc R U . . .
C24 C 0.7615(5) 0.4942(4) 0.5161(3) 0.0370(10) Uani 1 1 d . . . . .
H24 H 0.813689 0.573726 0.540015 0.044 Uiso 1 1 calc R U . . .
C25 C 0.7722(4) 0.2373(4) 0.3332(2) 0.0281(9) Uani 1 1 d . . . . .
C26 C 0.6304(5) 0.1675(4) 0.2665(3) 0.0337(9) Uani 1 1 d . . . . .
H26A H 0.560665 0.222507 0.251319 0.051 Uiso 1 1 calc R U . . .
H26B H 0.576544 0.106209 0.289550 0.051 Uiso 1 1 calc R U . . .
H26C H 0.663174 0.129288 0.216107 0.051 Uiso 1 1 calc R U . . .
C27 C 0.8692(5) 0.1480(4) 0.3665(3) 0.0338(9) Uani 1 1 d . . . . .
H27A H 0.896504 0.096626 0.319044 0.051 Uiso 1 1 calc R U . . .
H27B H 0.808933 0.098568 0.395294 0.051 Uiso 1 1 calc R U . . .
H27C H 0.963505 0.192174 0.406404 0.051 Uiso 1 1 calc R U . . .
C28 C 0.8704(4) 0.3197(3) 0.2930(2) 0.0264(8) Uani 1 1 d . . . . .
N1 N 0.4173(3) 0.7609(3) 1.0305(2) 0.0273(7) Uani 1 1 d . . . . .
N2 N 0.6664(4) 0.7493(3) 1.0754(2) 0.0276(7) Uani 1 1 d . . . . .
N3 N 0.6833(4) 0.5322(3) 0.7928(2) 0.0236(7) Uani 1 1 d . . . . .
H3N H 0.744(5) 0.505(4) 0.827(3) 0.043(13) Uiso 1 1 d . . . . .
O1 O 0.1099(3) 0.8773(3) 0.9056(2) 0.0412(7) Uani 1 1 d . . . . .
O2 O 0.7870(3) 0.3831(3) 0.24701(17) 0.0302(6) Uani 1 1 d . . . . .
H2O H 0.855(9) 0.438(7) 0.240(5) 0.11(3) Uiso 1 1 d . . . . .
O3 O 1.0078(3) 0.3284(3) 0.30223(17) 0.0324(7) Uani 1 1 d . . . . .
P1 P 0.96433(11) 0.57999(9) 0.11772(6) 0.0245(3) Uani 1 1 d . . . . .
O4 O 0.8287(3) 0.4990(2) 0.04792(18) 0.0281(6) Uani 1 1 d . . . . .
H4O H 0.849(5) 0.474(4) 0.002(3) 0.041(13) Uiso 1 1 d . . . . .
O5 O 0.9370(3) 0.5614(2) 0.20222(16) 0.0297(6) Uani 1 1 d . . . . .
O6 O 0.9571(3) 0.7124(2) 0.10862(17) 0.0294(6) Uani 1 1 d . . . . .
H6O H 0.868(7) 0.729(5) 0.100(3) 0.062(17) Uiso 1 1 d . . . . .
O7 O 1.1182(3) 0.5535(2) 0.10025(15) 0.0273(6) Uani 1 1 d . . . . .
C29 C 0.9540(15) 0.7189(11) 0.3918(5) 0.072(2) Uani 0.749(19) 1 d D U P A 1
H29A H 0.854392 0.670906 0.360596 0.108 Uiso 0.749(19) 1 calc R U P A 1
H29B H 0.936686 0.787342 0.431970 0.108 Uiso 0.749(19) 1 calc R U P A 1
H29C H 1.014300 0.669728 0.422722 0.108 Uiso 0.749(19) 1 calc R U P A 1
O8 O 1.0348(15) 0.7600(11) 0.3351(6) 0.073(2) Uani 0.749(19) 1 d D U P A 1
H8O H 1.046334 0.701478 0.299465 0.109 Uiso 0.749(19) 1 calc R U P A 1
C29D C 1.036(5) 0.769(3) 0.3957(16) 0.070(4) Uani 0.251(19) 1 d D U P A 2
H29D H 1.033029 0.847640 0.429828 0.106 Uiso 0.251(19) 1 calc R U P A 2
H29E H 1.126377 0.738464 0.421609 0.106 Uiso 0.251(19) 1 calc R U P A 2
H29F H 0.942138 0.713752 0.392800 0.106 Uiso 0.251(19) 1 calc R U P A 2
O8D O 1.048(5) 0.781(4) 0.3127(18) 0.071(4) Uani 0.251(19) 1 d D U P A 2
H8DO H 1.020348 0.713545 0.279449 0.107 Uiso 0.251(19) 1 calc R U P A 2
C30 C 1.1938(18) 1.0231(14) 0.4294(11) 0.116(4) Uani 0.628(8) 1 d D U P B 1
H30A H 1.246727 1.096852 0.470026 0.173 Uiso 0.628(8) 1 calc R U P B 1
H30B H 1.090103 1.001465 0.439043 0.173 Uiso 0.628(8) 1 calc R U P B 1
H30C H 1.186037 1.035729 0.371767 0.173 Uiso 0.628(8) 1 calc R U P B 1
O9 O 1.2793(11) 0.9289(8) 0.4402(6) 0.107(3) Uani 0.628(8) 1 d D U P B 1
H9O H 1.218370 0.863439 0.428119 0.161 Uiso 0.628(8) 1 calc R U P B 1
C30D C 1.292(3) 1.046(3) 0.4445(17) 0.126(4) Uani 0.372(8) 1 d D U P B 2
H30D H 1.299803 0.994841 0.391500 0.189 Uiso 0.372(8) 1 calc R U P B 2
H30E H 1.308665 1.129899 0.440257 0.189 Uiso 0.372(8) 1 calc R U P B 2
H30F H 1.188308 1.025019 0.455032 0.189 Uiso 0.372(8) 1 calc R U P B 2
O9D O 1.407(2) 1.0284(16) 0.5140(11) 0.132(4) Uani 0.372(8) 1 d D U P B 2
H9DO H 1.415964 1.083758 0.556575 0.199 Uiso 0.372(8) 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.471(7) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O1 1.428(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 O1 1.434(5) . ?
C3 C4 1.509(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.458(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.386(5) . ?
C5 C10 1.392(6) . ?
C5 C6 1.401(5) . ?
C6 C7 1.370(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.378(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(6) . ?
C9 H9 0.9500 . ?
C10 N2 1.395(5) . ?
C11 N2 1.323(5) . ?
C11 N1 1.377(5) . ?
C11 C12 1.502(5) . ?
C12 C16 1.532(5) . ?
C12 C13 1.540(5) . ?
C12 H12 1.0000 . ?
C13 C14 1.518(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N3 1.496(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N3 1.495(5) . ?
C15 C16 1.522(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N3 1.494(5) . ?
C17 C18 1.532(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.513(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.376(6) . ?
C19 C24 1.381(6) . ?
C20 C21 1.382(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.389(6) . ?
C22 C25 1.531(5) . ?
C23 C24 1.397(5) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.532(6) . ?
C25 C28 1.536(5) . ?
C25 C27 1.546(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O3 1.199(4) . ?
C28 O2 1.345(5) . ?
N3 H3N 0.85(5) . ?
O2 H2O 0.87(7) . ?
P1 O5 1.509(3) . ?
P1 O7 1.516(3) . ?
P1 O4 1.566(3) . ?
P1 O6 1.575(3) . ?
O4 H4O 0.83(5) . ?
O6 H6O 0.83(6) . ?
C29 O8 1.399(10) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
O8 H8O 0.8400 . ?
C29D O8D 1.421(18) . ?
C29D H29D 0.9800 . ?
C29D H29E 0.9800 . ?
C29D H29F 0.9800 . ?
O8D H8DO 0.8400 . ?
C30 O9 1.429(13) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O9 H9O 0.8400 . ?
C30D O9D 1.458(17) . ?
C30D H30D 0.9800 . ?
C30D H30E 0.9800 . ?
C30D H30F 0.9800 . ?
O9D H9DO 0.8400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 109.5(4) . . ?
O1 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
O1 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
O1 C3 C4 106.2(3) . . ?
O1 C3 H3A 110.5 . . ?
C4 C3 H3A 110.5 . . ?
O1 C3 H3B 110.5 . . ?
C4 C3 H3B 110.5 . . ?
H3A C3 H3B 108.7 . . ?
N1 C4 C3 112.7(3) . . ?
N1 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N1 C5 C10 106.7(3) . . ?
N1 C5 C6 131.5(4) . . ?
C10 C5 C6 121.8(4) . . ?
C7 C6 C5 116.2(4) . . ?
C7 C6 H6 121.9 . . ?
C5 C6 H6 121.9 . . ?
C6 C7 C8 122.0(4) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C9 C8 C7 122.4(4) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C10 116.3(4) . . ?
C8 C9 H9 121.8 . . ?
C10 C9 H9 121.8 . . ?
C9 C10 C5 121.2(3) . . ?
C9 C10 N2 129.7(4) . . ?
C5 C10 N2 109.0(3) . . ?
N2 C11 N1 112.5(3) . . ?
N2 C11 C12 124.5(3) . . ?
N1 C11 C12 122.9(3) . . ?
C11 C12 C16 112.1(3) . . ?
C11 C12 C13 110.8(3) . . ?
C16 C12 C13 108.7(3) . . ?
C11 C12 H12 108.4 . . ?
C16 C12 H12 108.4 . . ?
C13 C12 H12 108.4 . . ?
C14 C13 C12 111.0(3) . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N3 C14 C13 110.7(3) . . ?
N3 C14 H14A 109.5 . . ?
C13 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
N3 C15 C16 110.6(3) . . ?
N3 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C15 C16 C12 111.7(3) . . ?
C15 C16 H16A 109.3 . . ?
C12 C16 H16A 109.3 . . ?
C15 C16 H16B 109.3 . . ?
C12 C16 H16B 109.3 . . ?
H16A C16 H16B 107.9 . . ?
N3 C17 C18 115.3(3) . . ?
N3 C17 H17A 108.4 . . ?
C18 C17 H17A 108.4 . . ?
N3 C17 H17B 108.4 . . ?
C18 C17 H17B 108.4 . . ?
H17A C17 H17B 107.5 . . ?
C19 C18 C17 108.2(3) . . ?
C19 C18 H18A 110.1 . . ?
C17 C18 H18A 110.1 . . ?
C19 C18 H18B 110.1 . . ?
C17 C18 H18B 110.1 . . ?
H18A C18 H18B 108.4 . . ?
C20 C19 C24 118.0(4) . . ?
C20 C19 C18 120.8(4) . . ?
C24 C19 C18 121.1(4) . . ?
C19 C20 C21 121.2(4) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C22 121.6(4) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C21 C22 C23 117.2(4) . . ?
C21 C22 C25 120.8(4) . . ?
C23 C22 C25 121.9(3) . . ?
C22 C23 C24 120.9(4) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C19 C24 C23 121.1(4) . . ?
C19 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C22 C25 C26 111.3(3) . . ?
C22 C25 C28 109.1(3) . . ?
C26 C25 C28 109.5(3) . . ?
C22 C25 C27 108.5(3) . . ?
C26 C25 C27 109.1(3) . . ?
C28 C25 C27 109.3(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O3 C28 O2 123.0(3) . . ?
O3 C28 C25 123.9(3) . . ?
O2 C28 C25 113.2(3) . . ?
C11 N1 C5 106.1(3) . . ?
C11 N1 C4 128.8(3) . . ?
C5 N1 C4 124.9(3) . . ?
C11 N2 C10 105.7(3) . . ?
C17 N3 C15 113.5(3) . . ?
C17 N3 C14 113.0(3) . . ?
C15 N3 C14 111.4(3) . . ?
C17 N3 H3N 104(3) . . ?
C15 N3 H3N 106(3) . . ?
C14 N3 H3N 109(3) . . ?
C2 O1 C3 112.6(3) . . ?
C28 O2 H2O 104(5) . . ?
O5 P1 O7 114.51(15) . . ?
O5 P1 O4 107.42(15) . . ?
O7 P1 O4 110.24(15) . . ?
O5 P1 O6 111.56(15) . . ?
O7 P1 O6 106.57(15) . . ?
O4 P1 O6 106.25(15) . . ?
P1 O4 H4O 116(3) . . ?
P1 O6 H6O 115(4) . . ?
O8 C29 H29A 109.5 . . ?
O8 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O8 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C29 O8 H8O 109.5 . . ?
O8D C29D H29D 109.5 . . ?
O8D C29D H29E 109.5 . . ?
H29D C29D H29E 109.5 . . ?
O8D C29D H29F 109.5 . . ?
H29D C29D H29F 109.5 . . ?
H29E C29D H29F 109.5 . . ?
C29D O8D H8DO 109.5 . . ?
O9 C30 H30A 109.5 . . ?
O9 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O9 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C30 O9 H9O 109.5 . . ?
O9D C30D H30D 109.5 . . ?
O9D C30D H30E 109.5 . . ?
H30D C30D H30E 109.5 . . ?
O9D C30D H30F 109.5 . . ?
H30D C30D H30F 109.5 . . ?
H30E C30D H30F 109.5 . . ?
C30D O9D H9DO 109.5 . . ?

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
N3 H3N O7 0.85(5) 1.83(5) 2.683(4) 178(5) 2_766 yes
O2 H2O O5 0.87(7) 1.78(8) 2.613(4) 160(7) . yes
O4 H4O O7 0.83(5) 1.74(5) 2.554(4) 169(5) 2_765 yes
O6 H6O N2 0.83(6) 1.83(6) 2.663(4) 174(5) 1_554 yes
O8^a H8O^a O5 0.84 2.04 2.776(11) 145.4 . yes
O9^a H9O^a O8^a 0.84 2.08 2.794(16) 142.0 . yes

_refine_diff_density_max         1.021
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.081


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: METHANOL'
####################################################################### 
# 
# 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_KB1481_0m
_database_code_depnum_ccdc_archive 'CCDC 2373921'
loop_
_audit_author_name
_audit_author_address
'sunil Kumar Nechipadappu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-27 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        'BILASTINE HYDROCHLORIDE TETRA HYDRATE'
_chemical_name_common            'BILASTINE HYDROCHLORIDE TETRA HYDRATE'
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H38 N3 O3, Cl, 4(H2 O)'
_chemical_formula_sum            'C28 H46 Cl N3 O7'
_chemical_formula_weight         572.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   9.2405(6)
_cell_length_b                   12.5720(8)
_cell_length_c                   13.1588(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.847(3)
_cell_angle_gamma                90
_cell_volume                     1517.78(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9895
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      26.84

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.173
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6788
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            41674
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_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         2.220
_diffrn_reflns_theta_max         28.373
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7562
_reflns_number_gt                5835
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.912
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0494P)²+0.2662P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2267 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7562
_refine_ls_number_parameters     393
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1053
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.032
_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
C1 C 0.6406(4) 0.0210(3) 0.3571(3) 0.0449(9) Uani 1 1 d . . . . .
H1A H 0.549431 -0.011124 0.373233 0.067 Uiso 1 1 calc R U . . .
H1B H 0.676057 0.071718 0.410885 0.067 Uiso 1 1 calc R U . . .
H1C H 0.713687 -0.034843 0.352902 0.067 Uiso 1 1 calc R U . . .
C2 C 0.6141(4) 0.0777(3) 0.2567(3) 0.0382(8) Uani 1 1 d . . . . .
H2A H 0.706546 0.108176 0.238844 0.046 Uiso 1 1 calc R U . . .
H2B H 0.576792 0.026979 0.202207 0.046 Uiso 1 1 calc R U . . .
C3 C 0.3879(3) 0.1637(3) 0.1861(3) 0.0309(7) Uani 1 1 d . . . . .
H3A H 0.303666 0.126628 0.210029 0.037 Uiso 1 1 calc R U . . .
H3B H 0.413535 0.126854 0.124241 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3489(3) 0.2788(2) 0.1612(3) 0.0268(7) Uani 1 1 d . . . . .
H4A H 0.252689 0.281688 0.119163 0.032 Uiso 1 1 calc R U . . .
H4B H 0.341131 0.318057 0.225542 0.032 Uiso 1 1 calc R U . . .
C5 C 0.4621(3) 0.3225(2) 0.0007(2) 0.0229(6) Uani 1 1 d . . . . .
C6 C 0.3697(4) 0.2727(3) -0.0770(3) 0.0321(8) Uani 1 1 d . . . . .
H6 H 0.284020 0.236301 -0.063454 0.039 Uiso 1 1 calc R U . . .
C7 C 0.4099(4) 0.2796(3) -0.1744(3) 0.0375(9) Uani 1 1 d . . . . .
H7 H 0.347975 0.249340 -0.229679 0.045 Uiso 1 1 calc R U . . .
C8 C 0.5386(4) 0.3294(3) -0.1945(2) 0.0337(8) Uani 1 1 d . . . . .
H8 H 0.564691 0.328477 -0.262163 0.040 Uiso 1 1 calc R U . . .
C9 C 0.6288(4) 0.3798(2) -0.1181(2) 0.0270(7) Uani 1 1 d . . . . .
H9 H 0.714852 0.415386 -0.132315 0.032 Uiso 1 1 calc R U . . .
C10 C 0.5882(3) 0.3766(2) -0.0190(2) 0.0211(6) Uani 1 1 d . . . . .
C11 C 0.5791(3) 0.3860(2) 0.1445(2) 0.0186(6) Uani 1 1 d . . . . .
C12 C 0.6189(3) 0.4065(2) 0.2567(2) 0.0203(6) Uani 1 1 d . . . . .
H12 H 0.577278 0.347701 0.295389 0.024 Uiso 1 1 calc R U . . .
C13 C 0.5611(4) 0.5110(3) 0.2931(2) 0.0299(7) Uani 1 1 d . . . . .
H13A H 0.453773 0.513107 0.276890 0.036 Uiso 1 1 calc R U . . .
H13B H 0.602644 0.570829 0.257166 0.036 Uiso 1 1 calc R U . . .
C14 C 0.6022(3) 0.5226(3) 0.4079(2) 0.0296(7) Uani 1 1 d . . . . .
H14A H 0.566063 0.591809 0.430476 0.035 Uiso 1 1 calc R U . . .
H14B H 0.554294 0.465615 0.443634 0.035 Uiso 1 1 calc R U . . .
C15 C 0.8254(4) 0.4168(3) 0.3988(2) 0.0291(7) Uani 1 1 d . . . . .
H15A H 0.788429 0.354825 0.434318 0.035 Uiso 1 1 calc R U . . .
H15B H 0.932911 0.417945 0.413962 0.035 Uiso 1 1 calc R U . . .
C16 C 0.7831(4) 0.4056(3) 0.2838(2) 0.0349(8) Uani 1 1 d . . . . .
H16A H 0.826266 0.464869 0.248075 0.042 Uiso 1 1 calc R U . . .
H16B H 0.822867 0.338128 0.260018 0.042 Uiso 1 1 calc R U . . .
C17 C 0.8007(3) 0.5273(2) 0.5513(2) 0.0218(6) Uani 1 1 d . . . . .
H17A H 0.759664 0.465836 0.585230 0.026 Uiso 1 1 calc R U . . .
H17B H 0.754575 0.592588 0.574442 0.026 Uiso 1 1 calc R U . . .
C18 C 0.9633(3) 0.5324(3) 0.5838(2) 0.0278(7) Uani 1 1 d . . . . .
H18A H 1.008600 0.464056 0.567663 0.033 Uiso 1 1 calc R U . . .
H18B H 1.006509 0.589300 0.544952 0.033 Uiso 1 1 calc R U . . .
C19 C 0.9951(3) 0.5545(2) 0.6969(2) 0.0229(6) Uani 1 1 d . . . . .
C20 C 0.9907(3) 0.6575(2) 0.7352(2) 0.0220(6) Uani 1 1 d . . . . .
H20 H 0.964810 0.714745 0.689541 0.026 Uiso 1 1 calc R U . . .
C21 C 1.0237(3) 0.6782(2) 0.8396(2) 0.0202(6) Uani 1 1 d . . . . .
H21 H 1.021059 0.749222 0.863934 0.024 Uiso 1 1 calc R U . . .
C22 C 1.0604(3) 0.5956(2) 0.9083(2) 0.0183(6) Uani 1 1 d . . . . .
C23 C 1.0643(3) 0.4922(2) 0.8692(2) 0.0244(6) Uani 1 1 d . . . . .
H23 H 1.090108 0.434821 0.914838 0.029 Uiso 1 1 calc R U . . .
C24 C 1.0313(4) 0.4716(2) 0.7658(2) 0.0272(7) Uani 1 1 d . . . . .
H24 H 1.033233 0.400497 0.741561 0.033 Uiso 1 1 calc R U . . .
C25 C 1.0966(3) 0.6122(2) 1.0243(2) 0.0191(6) Uani 1 1 d . . . . .
C26 C 1.2570(3) 0.5876(3) 1.0576(2) 0.0263(7) Uani 1 1 d . . . . .
H26A H 1.277233 0.513488 1.040882 0.040 Uiso 1 1 calc R U . . .
H26B H 1.278601 0.598403 1.131594 0.040 Uiso 1 1 calc R U . . .
H26C H 1.318040 0.634967 1.021695 0.040 Uiso 1 1 calc R U . . .
C27 C 1.0615(3) 0.7252(2) 1.0577(2) 0.0238(6) Uani 1 1 d . . . . .
H27A H 1.123811 0.776241 1.027120 0.036 Uiso 1 1 calc R U . . .
H27B H 1.079143 0.730382 1.132473 0.036 Uiso 1 1 calc R U . . .
H27C H 0.958951 0.741321 1.034895 0.036 Uiso 1 1 calc R U . . .
C28 C 0.9980(3) 0.5340(2) 1.0736(2) 0.0205(6) Uani 1 1 d . . . . .
N1 N 0.4578(3) 0.33050(19) 0.10566(19) 0.0218(5) Uani 1 1 d . . . . .
N2 N 0.6588(3) 0.41573(18) 0.07315(17) 0.0194(5) Uani 1 1 d . . . . .
N3 N 0.7637(3) 0.5165(2) 0.43709(18) 0.0205(5) Uani 1 1 d . . . . .
H3N H 0.806(4) 0.569(3) 0.411(3) 0.036(10) Uiso 1 1 d . . . . .
O1 O 0.5083(3) 0.16208(19) 0.26393(18) 0.0377(6) Uani 1 1 d . . . . .
O2 O 1.0436(2) 0.45902(16) 1.12742(15) 0.0260(5) Uani 1 1 d . . . . .
O3 O 0.8590(2) 0.55531(17) 1.04991(16) 0.0243(5) Uani 1 1 d . . . . .
H3O H 0.797(5) 0.508(4) 1.070(3) 0.057(13) Uiso 1 1 d . . . . .
Cl1 Cl 0.21703(10) 0.72141(8) 0.38713(7) 0.0456(2) Uani 1 1 d . . . . .
O1W O 0.8788(3) 0.70519(19) 0.36999(17) 0.0347(6) Uani 1 1 d D . . . .
H1W H 0.862(5) 0.745(3) 0.416(3) 0.052 Uiso 1 1 d D U . . .
H2W H 0.966(3) 0.701(4) 0.364(3) 0.052 Uiso 1 1 d D U . . .
O2W O 0.7843(3) 0.8140(2) 0.5304(2) 0.0385(6) Uani 1 1 d D . . . .
H3W H 0.804(5) 0.875(2) 0.563(3) 0.055(13) Uiso 1 1 d D . . . .
H4W H 0.690(3) 0.798(3) 0.533(3) 0.045(12) Uiso 1 1 d D . . . .
O3W O 0.8253(3) 0.9793(2) 0.6658(2) 0.0513(7) Uani 1 1 d D . . . .
H5W H 0.848(5) 0.973(4) 0.730(2) 0.057(13) Uiso 1 1 d D . . . .
H6W H 0.819(6) 1.048(2) 0.656(4) 0.075(17) Uiso 1 1 d D . . . .
O4W O 0.5009(3) 0.7524(2) 0.5377(2) 0.0409(6) Uani 1 1 d . . . . .
H7W H 0.488(6) 0.708(5) 0.594(4) 0.10(2) Uiso 1 1 d . . . . .
H8W H 0.432(5) 0.743(3) 0.497(3) 0.043(12) Uiso 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
C1 C2 1.495(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O1 1.453(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 O1 1.420(4) . ?
C3 C4 1.518(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.464(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.390(4) . ?
C5 C6 1.399(4) . ?
C5 C10 1.400(4) . ?
C6 C7 1.378(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.397(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.400(4) . ?
C9 H9 0.9500 . ?
C10 N2 1.396(3) . ?
C11 N2 1.315(4) . ?
C11 N1 1.367(3) . ?
C11 C12 1.501(4) . ?
C12 C13 1.516(4) . ?
C12 C16 1.517(4) . ?
C12 H12 1.0000 . ?
C13 C14 1.520(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N3 1.497(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N3 1.490(4) . ?
C15 C16 1.523(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 N3 1.507(3) . ?
C17 C18 1.514(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.508(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.393(4) . ?
C19 C24 1.396(4) . ?
C20 C21 1.395(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.400(4) . ?
C22 C25 1.538(4) . ?
C23 C24 1.383(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.526(4) . ?
C25 C27 1.534(4) . ?
C25 C28 1.536(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O2 1.223(3) . ?
C28 O3 1.313(4) . ?
N3 H3N 0.86(4) . ?
O3 H3O 0.89(5) . ?
O1W H1W 0.81(2) . ?
O1W H2W 0.82(2) . ?
O2W H3W 0.88(2) . ?
O2W H4W 0.89(2) . ?
O3W H5W 0.84(2) . ?
O3W H6W 0.87(3) . ?
O4W H7W 0.95(6) . ?
O4W H8W 0.79(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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 109.3(3) . . ?
O1 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
O1 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
O1 C3 C4 108.4(2) . . ?
O1 C3 H3A 110.0 . . ?
C4 C3 H3A 110.0 . . ?
O1 C3 H3B 110.0 . . ?
C4 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
N1 C4 C3 111.8(3) . . ?
N1 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 107.9 . . ?
N1 C5 C6 132.2(3) . . ?
N1 C5 C10 105.7(2) . . ?
C6 C5 C10 122.0(3) . . ?
C7 C6 C5 116.3(3) . . ?
C7 C6 H6 121.8 . . ?
C5 C6 H6 121.8 . . ?
C6 C7 C8 122.3(3) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
C9 C8 C7 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 117.3(3) . . ?
C8 C9 H9 121.3 . . ?
C10 C9 H9 121.3 . . ?
N2 C10 C5 108.9(2) . . ?
N2 C10 C9 130.5(3) . . ?
C5 C10 C9 120.5(3) . . ?
N2 C11 N1 112.5(2) . . ?
N2 C11 C12 124.2(2) . . ?
N1 C11 C12 123.3(3) . . ?
C11 C12 C13 113.9(2) . . ?
C11 C12 C16 110.5(2) . . ?
C13 C12 C16 108.2(2) . . ?
C11 C12 H12 108.0 . . ?
C13 C12 H12 108.0 . . ?
C16 C12 H12 108.0 . . ?
C12 C13 C14 110.0(3) . . ?
C12 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
N3 C14 C13 111.9(3) . . ?
N3 C14 H14A 109.2 . . ?
C13 C14 H14A 109.2 . . ?
N3 C14 H14B 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
N3 C15 C16 110.5(3) . . ?
N3 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C12 C16 C15 111.3(3) . . ?
C12 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C12 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N3 C17 C18 112.7(2) . . ?
N3 C17 H17A 109.1 . . ?
C18 C17 H17A 109.1 . . ?
N3 C17 H17B 109.1 . . ?
C18 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C19 C18 C17 110.9(3) . . ?
C19 C18 H18A 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.0 . . ?
C20 C19 C24 118.3(3) . . ?
C20 C19 C18 121.2(3) . . ?
C24 C19 C18 120.5(3) . . ?
C19 C20 C21 121.2(3) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C22 C21 C20 120.5(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 118.0(2) . . ?
C21 C22 C25 123.4(2) . . ?
C23 C22 C25 118.6(2) . . ?
C24 C23 C22 121.5(3) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C19 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C26 C25 C27 109.7(2) . . ?
C26 C25 C28 110.7(2) . . ?
C27 C25 C28 108.4(2) . . ?
C26 C25 C22 110.3(2) . . ?
C27 C25 C22 112.5(2) . . ?
C28 C25 C22 105.2(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O2 C28 O3 123.7(3) . . ?
O2 C28 C25 123.8(3) . . ?
O3 C28 C25 112.4(2) . . ?
C11 N1 C5 106.9(2) . . ?
C11 N1 C4 128.4(2) . . ?
C5 N1 C4 124.5(2) . . ?
C11 N2 C10 106.0(2) . . ?
C15 N3 C14 111.5(2) . . ?
C15 N3 C17 111.2(2) . . ?
C14 N3 C17 110.6(2) . . ?
C15 N3 H3N 108(2) . . ?
C14 N3 H3N 110(2) . . ?
C17 N3 H3N 105(2) . . ?
C3 O1 C2 116.0(3) . . ?
C28 O3 H3O 116(3) . . ?
H1W O1W H2W 113(4) . . ?
H3W O2W H4W 108(4) . . ?
H5W O3W H6W 105(4) . . ?
H7W O4W H8W 106(5) . . ?

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
O1 C3 C4 N1 71.7(4) . . . . ?
N1 C5 C6 C7 -178.8(3) . . . . ?
C10 C5 C6 C7 0.2(4) . . . . ?
C5 C6 C7 C8 2.6(5) . . . . ?
C6 C7 C8 C9 -3.7(5) . . . . ?
C7 C8 C9 C10 1.8(4) . . . . ?
N1 C5 C10 N2 0.4(3) . . . . ?
C6 C5 C10 N2 -178.9(3) . . . . ?
N1 C5 C10 C9 177.3(3) . . . . ?
C6 C5 C10 C9 -2.0(4) . . . . ?
C8 C9 C10 N2 177.1(3) . . . . ?
C8 C9 C10 C5 0.9(4) . . . . ?
N2 C11 C12 C13 90.0(3) . . . . ?
N1 C11 C12 C13 -92.6(3) . . . . ?
N2 C11 C12 C16 -32.0(4) . . . . ?
N1 C11 C12 C16 145.4(3) . . . . ?
C11 C12 C13 C14 177.9(3) . . . . ?
C16 C12 C13 C14 -58.7(3) . . . . ?
C12 C13 C14 N3 57.5(4) . . . . ?
C11 C12 C16 C15 -175.1(3) . . . . ?
C13 C12 C16 C15 59.5(4) . . . . ?
N3 C15 C16 C12 -57.6(4) . . . . ?
N3 C17 C18 C19 174.1(2) . . . . ?
C17 C18 C19 C20 -81.9(4) . . . . ?
C17 C18 C19 C24 98.8(3) . . . . ?
C24 C19 C20 C21 1.0(4) . . . . ?
C18 C19 C20 C21 -178.4(3) . . . . ?
C19 C20 C21 C22 -0.7(4) . . . . ?
C20 C21 C22 C23 0.5(4) . . . . ?
C20 C21 C22 C25 -179.4(3) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C25 C22 C23 C24 179.3(3) . . . . ?
C22 C23 C24 C19 1.0(5) . . . . ?
C20 C19 C24 C23 -1.1(5) . . . . ?
C18 C19 C24 C23 178.2(3) . . . . ?
C21 C22 C25 C26 -112.6(3) . . . . ?
C23 C22 C25 C26 67.5(3) . . . . ?
C21 C22 C25 C27 10.2(4) . . . . ?
C23 C22 C25 C27 -169.7(3) . . . . ?
C21 C22 C25 C28 128.0(3) . . . . ?
C23 C22 C25 C28 -51.9(3) . . . . ?
C26 C25 C28 O2 -3.8(4) . . . . ?
C27 C25 C28 O2 -124.2(3) . . . . ?
C22 C25 C28 O2 115.3(3) . . . . ?
C26 C25 C28 O3 177.5(2) . . . . ?
C27 C25 C28 O3 57.1(3) . . . . ?
C22 C25 C28 O3 -63.4(3) . . . . ?
N2 C11 N1 C5 1.2(3) . . . . ?
C12 C11 N1 C5 -176.5(3) . . . . ?
N2 C11 N1 C4 175.6(3) . . . . ?
C12 C11 N1 C4 -2.1(4) . . . . ?
C6 C5 N1 C11 178.3(3) . . . . ?
C10 C5 N1 C11 -0.9(3) . . . . ?
C6 C5 N1 C4 3.5(5) . . . . ?
C10 C5 N1 C4 -175.6(3) . . . . ?
C3 C4 N1 C11 -91.0(4) . . . . ?
C3 C4 N1 C5 82.6(3) . . . . ?
N1 C11 N2 C10 -0.9(3) . . . . ?
C12 C11 N2 C10 176.8(3) . . . . ?
C5 C10 N2 C11 0.3(3) . . . . ?
C9 C10 N2 C11 -176.2(3) . . . . ?
C16 C15 N3 C14 54.3(4) . . . . ?
C16 C15 N3 C17 178.3(3) . . . . ?
C13 C14 N3 C15 -55.1(4) . . . . ?
C13 C14 N3 C17 -179.5(3) . . . . ?
C18 C17 N3 C15 61.2(3) . . . . ?
C18 C17 N3 C14 -174.4(3) . . . . ?
C4 C3 O1 C2 -143.8(3) . . . . ?
C1 C2 O1 C3 -128.7(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
O3 H3O N2 0.89(5) 1.73(5) 2.594(3) 164(4) 1_556 yes
O1W H1W O2W 0.81(2) 1.95(3) 2.744(4) 166(4) . yes
O1W H2W Cl1 0.82(2) 2.32(3) 3.113(3) 163(4) 1_655 yes
O2W H3W O3W 0.88(2) 1.88(3) 2.734(4) 162(4) . yes
O2W H4W O4W 0.89(2) 1.85(3) 2.744(4) 174(4) . yes
O3W H5W O2 0.84(2) 2.03(3) 2.854(3) 165(4) 2_757 yes
O3W H6W Cl1 0.87(3) 2.27(3) 3.137(3) 173(5) 2_656 yes
O4W H7W O1 0.95(6) 1.95(6) 2.857(4) 159(5) 2_656 yes
O4W H8W Cl1 0.79(4) 2.33(4) 3.117(3) 175(4) . yes
N3 H3N O1W 0.86(4) 1.94(4) 2.786(3) 168(4) . yes

_refine_diff_density_max         0.322
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.047


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_KB1028_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2373924'
loop_
_audit_author_name
_audit_author_address
'sunil Kumar Nechipadappu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-27 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        'BILASTINE DI SULFATE TETRA HYDRATE'
_chemical_name_common            'BILASTINE DI SULFATE TETRA HYDRATE'
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H39 N3 O3, 2(H O4 S), 3(H2 O), O'
_chemical_formula_sum            'C28 H47 N3 O15 S2'
_chemical_formula_weight         729.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.8559(11)
_cell_length_b                   34.775(3)
_cell_length_c                   8.4372(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.259(5)
_cell_angle_gamma                90
_cell_volume                     3478.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6365
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      24.6

_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_F_000             1552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.226
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2629
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            28452
_diffrn_reflns_av_unetI/netI     0.0891
_diffrn_reflns_av_R_equivalents  0.0932
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.171
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             5986
_reflns_number_gt                4041
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0248P)²+13.3707P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0065(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5986
_refine_ls_number_parameters     513
_refine_ls_number_restraints     98
_refine_ls_R_factor_all          0.1220
_refine_ls_R_factor_gt           0.0806
_refine_ls_wR_factor_ref         0.1958
_refine_ls_wR_factor_gt          0.1755
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.105
_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
C1 C 0.4493(8) 0.5763(3) 0.6774(15) 0.062(3) Uani 0.687(11) 1 d D U P A 1
H1A H 0.423740 0.567877 0.572420 0.093 Uiso 0.687(11) 1 calc R U P A 1
H1B H 0.472749 0.603333 0.672120 0.093 Uiso 0.687(11) 1 calc R U P A 1
H1C H 0.387470 0.573682 0.753317 0.093 Uiso 0.687(11) 1 calc R U P A 1
C2 C 0.5476(7) 0.5519(3) 0.7302(13) 0.053(3) Uani 0.687(11) 1 d D U P A 1
H2A H 0.567796 0.558429 0.840978 0.063 Uiso 0.687(11) 1 calc R U P A 1
H2B H 0.525915 0.524461 0.726628 0.063 Uiso 0.687(11) 1 calc R U P A 1
C1D C 0.4577(18) 0.5611(8) 0.551(3) 0.071(7) Uani 0.313(11) 1 d D U P A 2
H1DA H 0.421113 0.551716 0.453942 0.107 Uiso 0.313(11) 1 calc R U P A 2
H1DB H 0.470771 0.588853 0.541885 0.107 Uiso 0.313(11) 1 calc R U P A 2
H1DC H 0.408834 0.556017 0.641919 0.107 Uiso 0.313(11) 1 calc R U P A 2
C2D C 0.5705(19) 0.5404(8) 0.574(4) 0.084(7) Uani 0.313(11) 1 d D U P A 2
H2DA H 0.557312 0.517676 0.642038 0.101 Uiso 0.313(11) 1 calc R U P A 2
H2DB H 0.595711 0.530934 0.469597 0.101 Uiso 0.313(11) 1 calc R U P A 2
C3 C 0.7400(5) 0.53622(17) 0.6785(7) 0.0432(15) Uani 1 1 d . . . . .
H3A H 0.724828 0.508427 0.664440 0.052 Uiso 1 1 calc R U . . .
H3B H 0.756492 0.541007 0.791885 0.052 Uiso 1 1 calc R U . . .
C4 C 0.8404(5) 0.54817(15) 0.5778(6) 0.0361(13) Uani 1 1 d . . . . .
H4A H 0.906774 0.532380 0.607260 0.043 Uiso 1 1 calc R U . . .
H4B H 0.823067 0.543267 0.464677 0.043 Uiso 1 1 calc R U . . .
C5 C 0.9336(4) 0.60384(15) 0.7229(6) 0.0288(12) Uani 1 1 d . . . . .
C6 C 0.9948(4) 0.58521(17) 0.8419(6) 0.0346(13) Uani 1 1 d . . . . .
H6 H 0.996475 0.557995 0.851582 0.042 Uiso 1 1 calc R U . . .
C7 C 1.0527(4) 0.60902(16) 0.9446(6) 0.0344(13) Uani 1 1 d . . . . .
H7 H 1.096858 0.597888 1.026851 0.041 Uiso 1 1 calc R U . . .
C8 C 1.0484(4) 0.64898(16) 0.9311(6) 0.0329(13) Uani 1 1 d . . . . .
H8 H 1.087774 0.664089 1.007108 0.040 Uiso 1 1 calc R U . . .
C9 C 0.9898(4) 0.66739(16) 0.8129(6) 0.0321(12) Uani 1 1 d . . . . .
H9 H 0.989096 0.694596 0.802648 0.038 Uiso 1 1 calc R U . . .
C10 C 0.9314(4) 0.64343(15) 0.7092(6) 0.0283(12) Uani 1 1 d . . . . .
C11 C 0.8279(4) 0.61839(15) 0.5140(6) 0.0287(12) Uani 1 1 d . . . . .
C12 C 0.7598(4) 0.61606(15) 0.3659(6) 0.0300(12) Uani 1 1 d . . . . .
H12 H 0.739229 0.588539 0.347131 0.036 Uiso 1 1 calc R U . . .
C13 C 0.6510(4) 0.63948(16) 0.3803(6) 0.0312(12) Uani 1 1 d . . . . .
H13A H 0.669605 0.666393 0.408383 0.037 Uiso 1 1 calc R U . . .
H13B H 0.603769 0.628653 0.465850 0.037 Uiso 1 1 calc R U . . .
C14 C 0.5854(4) 0.63867(17) 0.2236(6) 0.0333(13) Uani 1 1 d . . . . .
H14A H 0.561353 0.611979 0.200608 0.040 Uiso 1 1 calc R U . . .
H14B H 0.516842 0.654717 0.233461 0.040 Uiso 1 1 calc R U . . .
C15 C 0.7607(4) 0.62934(15) 0.0742(6) 0.0304(12) Uani 1 1 d . . . . .
H15A H 0.806621 0.639187 -0.014718 0.036 Uiso 1 1 calc R U . . .
H15B H 0.739425 0.602453 0.049686 0.036 Uiso 1 1 calc R U . . .
C16 C 0.8299(4) 0.63022(15) 0.2248(5) 0.0278(12) Uani 1 1 d . . . . .
H16A H 0.856064 0.656805 0.245224 0.033 Uiso 1 1 calc R U . . .
H16B H 0.897180 0.613643 0.212324 0.033 Uiso 1 1 calc R U . . .
C17 C 0.5905(4) 0.65432(16) -0.0638(6) 0.0332(13) Uani 1 1 d . . . . .
H17A H 0.546813 0.630227 -0.075594 0.040 Uiso 1 1 calc R U . . .
H17B H 0.643717 0.656057 -0.153667 0.040 Uiso 1 1 calc R U . . .
C18 C 0.5103(4) 0.68861(17) -0.0682(6) 0.0363(13) Uani 1 1 d . . . . .
H18A H 0.460105 0.687715 0.025158 0.044 Uiso 1 1 calc R U . . .
H18B H 0.554375 0.712761 -0.062903 0.044 Uiso 1 1 calc R U . . .
C19 C 0.4401(4) 0.68833(16) -0.2175(6) 0.0346(13) Uani 1 1 d . . . . .
C20 C 0.3377(4) 0.66869(18) -0.2233(6) 0.0401(14) Uani 1 1 d . . . . .
H20 H 0.313212 0.654704 -0.133084 0.048 Uiso 1 1 calc R U . . .
C21 C 0.2716(5) 0.66919(18) -0.3570(6) 0.0400(14) Uani 1 1 d . . . . .
H21 H 0.203086 0.655049 -0.358135 0.048 Uiso 1 1 calc R U . . .
C22 C 0.3025(4) 0.68995(16) -0.4914(6) 0.0307(12) Uani 1 1 d . . . . .
C23 C 0.4064(4) 0.70911(15) -0.4871(6) 0.0319(13) Uani 1 1 d . . . . .
H23 H 0.430859 0.723033 -0.577501 0.038 Uiso 1 1 calc R U . . .
C24 C 0.4740(4) 0.70806(16) -0.3528(6) 0.0323(13) Uani 1 1 d . . . . .
H24 H 0.544605 0.720986 -0.353071 0.039 Uiso 1 1 calc R U . . .
C25 C 0.2229(4) 0.69151(16) -0.6352(6) 0.0338(13) Uani 1 1 d . . . . .
C26 C 0.1040(5) 0.7041(2) -0.5838(7) 0.0488(17) Uani 1 1 d . . . . .
H26A H 0.108408 0.729119 -0.531028 0.073 Uiso 1 1 calc R U . . .
H26B H 0.073000 0.685001 -0.510352 0.073 Uiso 1 1 calc R U . . .
H26C H 0.055027 0.706027 -0.677286 0.073 Uiso 1 1 calc R U . . .
C27 C 0.2627(5) 0.71857(17) -0.7655(6) 0.0368(13) Uani 1 1 d . . . . .
H27A H 0.340920 0.712500 -0.792842 0.055 Uiso 1 1 calc R U . . .
H27B H 0.258117 0.745202 -0.728009 0.055 Uiso 1 1 calc R U . . .
H27C H 0.214583 0.715428 -0.859340 0.055 Uiso 1 1 calc R U . . .
C28 C 0.2187(5) 0.65060(18) -0.6948(6) 0.0402(14) Uani 1 1 d . . . . .
N1 N 0.8676(4) 0.58874(12) 0.5991(5) 0.0289(10) Uani 1 1 d . . . . .
N2 N 0.8637(3) 0.65137(12) 0.5778(5) 0.0282(10) Uani 1 1 d . . . . .
H2 H 0.847204 0.674506 0.542382 0.034 Uiso 1 1 calc R U . . .
N3 N 0.6557(3) 0.65332(12) 0.0894(4) 0.0270(10) Uani 1 1 d . . . . .
H3 H 0.679133 0.680223 0.115330 0.032 Uiso 1 1 calc R U . . .
O1 O 0.6434(4) 0.55817(12) 0.6298(5) 0.0515(11) Uani 1 1 d . . . . .
O2 O 0.3061(4) 0.64127(14) -0.7867(5) 0.0496(11) Uani 1 1 d . . . . .
H2O H 0.309(5) 0.613(2) -0.797(7) 0.06(2) Uiso 1 1 d . . . . .
O3 O 0.1457(4) 0.62742(13) -0.6615(5) 0.0572(12) Uani 1 1 d . . . . .
S1 S 0.77990(11) 0.74342(4) 0.29860(14) 0.0287(3) Uani 1 1 d . . . . .
O4 O 0.6821(3) 0.72527(10) 0.2279(4) 0.0332(9) Uani 1 1 d . . . . .
O5 O 0.8200(3) 0.72255(10) 0.4407(4) 0.0311(9) Uani 1 1 d . . . . .
O6 O 0.8808(3) 0.73729(11) 0.1821(4) 0.0340(9) Uani 1 1 d . . . . .
H6O H 0.866836 0.748347 0.095748 0.051 Uiso 1 1 calc R U . . .
O7 O 0.7671(3) 0.78398(10) 0.3259(4) 0.0322(9) Uani 1 1 d . . . . .
S2 S 0.23666(16) 0.49849(6) -1.1447(2) 0.0594(5) Uani 1 1 d D U . . .
O8 O 0.2266(5) 0.51160(15) -1.3026(5) 0.0821(18) Uani 1 1 d . . . . .
O9 O 0.1594(4) 0.46271(12) -1.1251(5) 0.0536(12) Uani 1 1 d D . . . .
H9O H 0.091(2) 0.470(2) -1.145(9) 0.08(3) Uiso 1 1 d D . . . .
O10 O 0.3462(6) 0.4838(3) -1.094(2) 0.079(3) Uani 0.73(3) 1 d D U P B 1
O11 O 0.2103(15) 0.5268(5) -1.026(2) 0.062(4) Uani 0.73(3) 1 d D U P B 1
O10D O 0.3423(16) 0.4811(9) -1.175(6) 0.087(6) Uani 0.27(3) 1 d D U P B 2
O11D O 0.183(3) 0.5253(13) -1.042(5) 0.044(6) Uani 0.27(3) 1 d D U P B 2
O1W O 0.3414(6) 0.57135(19) -0.8498(11) 0.120(3) Uani 1 1 d D . . . .
H1W H 0.321(9) 0.555(3) -0.921(11) 0.180 Uiso 1 1 d D U . . .
H2W H 0.409(3) 0.563(3) -0.859(15) 0.180 Uiso 1 1 d D U . . .
O2W O 0.5256(6) 0.5471(2) -0.6830(8) 0.067(3) Uani 0.683(11) 1 d . . P C 1
O2WD O 0.4594(18) 0.4443(7) -0.993(3) 0.127(10) Uani 0.317(11) 1 d . . P C 2
O3W O -0.0399(4) 0.48014(13) -1.1959(5) 0.0586(13) Uani 1 1 d D . . . .
H5W H -0.095(4) 0.477(2) -1.132(6) 0.088 Uiso 1 1 d D U . . .
H6W H -0.066(5) 0.468(2) -1.279(5) 0.088 Uiso 1 1 d D U . . .
O4W O -0.1040(4) 0.44678(14) -1.4667(6) 0.0595(13) Uani 1 1 d D . . . .
H7W H -0.122(6) 0.4244(10) -1.433(8) 0.089 Uiso 1 1 d D U . . .
H8W H -0.155(5) 0.4508(19) -1.537(7) 0.089 Uiso 1 1 d 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
C1 C2 1.508(11) . ?
C2 O1 1.437(9) . ?
C1D C2D 1.530(18) . ?
C2D O1 1.16(3) . ?
C3 O1 1.434(7) . ?
C3 C4 1.524(7) . ?
C4 N1 1.458(6) . ?
C5 C10 1.382(7) . ?
C5 C6 1.396(7) . ?
C5 N1 1.404(6) . ?
C6 C7 1.379(7) . ?
C7 C8 1.395(7) . ?
C8 C9 1.372(7) . ?
C9 C10 1.391(7) . ?
C10 N2 1.392(6) . ?
C11 N2 1.336(6) . ?
C11 N1 1.341(6) . ?
C11 C12 1.487(7) . ?
C12 C13 1.531(7) . ?
C12 C16 1.536(6) . ?
C13 C14 1.531(7) . ?
C14 N3 1.498(6) . ?
C15 N3 1.504(6) . ?
C15 C16 1.510(7) . ?
C17 N3 1.503(6) . ?
C17 C18 1.526(7) . ?
C18 C19 1.507(7) . ?
C19 C24 1.393(7) . ?
C19 C20 1.394(7) . ?
C20 C21 1.370(8) . ?
C21 C22 1.395(7) . ?
C22 C23 1.401(7) . ?
C22 C25 1.535(7) . ?
C23 C24 1.385(7) . ?
C25 C28 1.510(8) . ?
C25 C27 1.523(7) . ?
C25 C26 1.539(7) . ?
C28 O3 1.216(6) . ?
C28 O2 1.337(7) . ?
S1 O7 1.437(4) . ?
S1 O4 1.446(4) . ?
S1 O5 1.478(3) . ?
S1 O6 1.567(3) . ?
S2 O8 1.412(5) . ?
S2 O10D 1.415(10) . ?
S2 O11D 1.423(10) . ?
S2 O11 1.441(7) . ?
S2 O10 1.458(6) . ?
S2 O9 1.554(5) . ?

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
O1 C2 C1 110.7(7) . . ?
O1 C2D C1D 117(2) . . ?
O1 C3 C4 108.7(5) . . ?
N1 C4 C3 111.6(4) . . ?
C10 C5 C6 122.2(5) . . ?
C10 C5 N1 107.5(4) . . ?
C6 C5 N1 130.4(5) . . ?
C7 C6 C5 115.4(5) . . ?
C6 C7 C8 121.9(5) . . ?
C9 C8 C7 122.8(5) . . ?
C8 C9 C10 115.3(5) . . ?
C5 C10 C9 122.3(5) . . ?
C5 C10 N2 106.0(5) . . ?
C9 C10 N2 131.7(5) . . ?
N2 C11 N1 109.5(4) . . ?
N2 C11 C12 123.8(5) . . ?
N1 C11 C12 126.6(5) . . ?
C11 C12 C13 111.0(4) . . ?
C11 C12 C16 109.9(4) . . ?
C13 C12 C16 110.5(4) . . ?
C12 C13 C14 110.3(4) . . ?
N3 C14 C13 111.4(4) . . ?
N3 C15 C16 111.3(4) . . ?
C15 C16 C12 110.6(4) . . ?
N3 C17 C18 110.9(4) . . ?
C19 C18 C17 110.9(4) . . ?
C24 C19 C20 117.8(5) . . ?
C24 C19 C18 121.4(5) . . ?
C20 C19 C18 120.7(5) . . ?
C21 C20 C19 121.2(5) . . ?
C20 C21 C22 121.7(5) . . ?
C21 C22 C23 117.3(5) . . ?
C21 C22 C25 119.9(5) . . ?
C23 C22 C25 122.8(4) . . ?
C24 C23 C22 121.0(5) . . ?
C23 C24 C19 121.0(5) . . ?
C28 C25 C27 110.6(4) . . ?
C28 C25 C22 104.5(4) . . ?
C27 C25 C22 113.6(4) . . ?
C28 C25 C26 109.4(5) . . ?
C27 C25 C26 108.4(5) . . ?
C22 C25 C26 110.4(4) . . ?
O3 C28 O2 121.8(6) . . ?
O3 C28 C25 124.8(6) . . ?
O2 C28 C25 113.4(5) . . ?
C11 N1 C5 107.7(4) . . ?
C11 N1 C4 126.9(4) . . ?
C5 N1 C4 125.2(4) . . ?
C11 N2 C10 109.4(4) . . ?
C14 N3 C17 111.9(4) . . ?
C14 N3 C15 109.8(4) . . ?
C17 N3 C15 111.2(4) . . ?
C2D O1 C3 115.2(12) . . ?
C3 O1 C2 112.5(5) . . ?
O7 S1 O4 114.2(2) . . ?
O7 S1 O5 112.7(2) . . ?
O4 S1 O5 112.0(2) . . ?
O7 S1 O6 108.4(2) . . ?
O4 S1 O6 107.2(2) . . ?
O5 S1 O6 101.4(2) . . ?
O8 S2 O10D 92.3(19) . . ?
O8 S2 O11D 109(2) . . ?
O10D S2 O11D 142(3) . . ?
O8 S2 O11 114.8(10) . . ?
O8 S2 O10 117.4(7) . . ?
O11 S2 O10 103.3(13) . . ?
O8 S2 O9 108.2(3) . . ?
O10D S2 O9 101.5(14) . . ?
O11D S2 O9 101(2) . . ?
O11 S2 O9 110.0(9) . . ?
O10 S2 O9 102.3(5) . . ?

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
O6 H6O S1 0.84 2.72 3.510(4) 156.9 4_575 yes
O6 H6O O5 0.84 1.74 2.570(5) 168.0 4_575 yes
O1W H2W O2WD^b 0.862(11) 2.01(8) 2.77(2) 145(12) 3_663 yes
O3W H5W S2 0.859(10) 3.00(3) 3.783(5) 152(6) 3_563 yes
O3W H5W O11^a 0.859(10) 1.91(2) 2.769(18) 174(6) 3_563 yes
O3W H5W O11D^b 0.859(10) 1.81(5) 2.64(4) 164(6) 3_563 yes
O4W H7W O3 0.857(10) 1.990(13) 2.842(6) 173(6) 3_563 yes
O4W H8W O8 0.857(10) 2.06(3) 2.823(8) 148(6) 3_562 yes
O9 H9O O3W 0.864(10) 1.648(14) 2.509(7) 175(8) . yes
O1W H1W S2 0.861(10) 2.899(14) 3.758(6) 175(10) . yes
O1W H1W O11^a 0.861(10) 1.86(5) 2.645(17) 151(10) . yes
O1W H1W O11D^b 0.861(10) 2.18(7) 2.95(4) 148(10) . yes
O1W H2W O2W^a 0.862(11) 2.10(10) 2.726(10) 130(11) . yes
O3W H6W O4W 0.864(10) 1.811(14) 2.670(6) 172(6) . yes
N2 H2 O5 0.88 1.90 2.780(5) 172.6 . yes
N3 H3 S1 1.00 2.94 3.883(4) 158.0 . yes
N3 H3 O4 1.00 1.83 2.779(5) 156.6 . yes
O2 H2O O1W 0.99(7) 1.56(7) 2.525(7) 163(6) . yes

_refine_diff_density_max         0.563
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.078


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_KB1160_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2373926'
loop_
_audit_author_name
_audit_author_address
'sunil Kumar Nechipadappu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-07-27 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        'BILASTINE HYDROCHLORIDE PHOSPHATE TRI HYDRATE'
_chemical_name_common            'BILASTINE HYDROCHLORIDE PHOSPHATE TRI HYDRATE'
_chemical_melting_point          ?
_chemical_formula_moiety         
'C28 H38 N3 O3, C28 H37.50 N3 O3, H2.50 O4 P, Cl, 3(H2 O)'
_chemical_formula_sum            'C56 H84 Cl N6 O13 P'
_chemical_formula_weight         1115.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.5749(8)
_cell_length_b                   14.8653(9)
_cell_length_c                   16.1941(10)
_cell_angle_alpha                82.653(2)
_cell_angle_beta                 80.4795(19)
_cell_angle_gamma                76.8419(19)
_cell_volume                     2894.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9639
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      30.49

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             1196
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.161
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6903
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            64282
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.124
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             10127
_reflns_number_gt                8899
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0329P)²+1.6331P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10127
_refine_ls_number_parameters     762
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0803
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.002
_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
C1A C 0.05052(14) 0.31335(12) -0.33388(11) 0.0362(4) Uani 1 1 d . . . . .
H1AA H 0.105186 0.341818 -0.372170 0.054 Uiso 1 1 calc R U . . .
H1AB H 0.083847 0.279970 -0.285099 0.054 Uiso 1 1 calc R U . . .
H1AC H -0.012770 0.361792 -0.314995 0.054 Uiso 1 1 calc R U . . .
C2A C 0.01274(12) 0.24675(11) -0.37882(10) 0.0270(3) Uani 1 1 d . . . . .
H2AA H -0.038716 0.214520 -0.339525 0.032 Uiso 1 1 calc R U . . .
H2AB H -0.026328 0.280667 -0.425518 0.032 Uiso 1 1 calc R U . . .
C3A C 0.08257(11) 0.12146(10) -0.46322(9) 0.0204(3) Uani 1 1 d . . . . .
H3AA H 0.032203 0.157723 -0.502203 0.024 Uiso 1 1 calc R U . . .
H3AB H 0.045705 0.074397 -0.428584 0.024 Uiso 1 1 calc R U . . .
C4A C 0.18924(11) 0.07433(9) -0.51253(9) 0.0177(3) Uani 1 1 d . . . . .
H4AA H 0.171874 0.045753 -0.559267 0.021 Uiso 1 1 calc R U . . .
H4AB H 0.232270 0.121705 -0.537423 0.021 Uiso 1 1 calc R U . . .
C5A C 0.25670(10) -0.09115(9) -0.45542(8) 0.0146(3) Uani 1 1 d . . . . .
C6A C 0.20232(11) -0.14105(10) -0.49560(9) 0.0184(3) Uani 1 1 d . . . . .
H6A H 0.154408 -0.111433 -0.535181 0.022 Uiso 1 1 calc R U . . .
C7A C 0.22184(11) -0.23612(10) -0.47475(9) 0.0201(3) Uani 1 1 d . . . . .
H7A H 0.185567 -0.272598 -0.500126 0.024 Uiso 1 1 calc R U . . .
C8A C 0.29371(11) -0.27989(10) -0.41720(9) 0.0194(3) Uani 1 1 d . . . . .
H8A H 0.305266 -0.345278 -0.404570 0.023 Uiso 1 1 calc R U . . .
C9A C 0.34825(11) -0.22959(9) -0.37836(8) 0.0169(3) Uani 1 1 d . . . . .
H9A H 0.397188 -0.259573 -0.339606 0.020 Uiso 1 1 calc R U . . .
C10A C 0.32915(10) -0.13374(9) -0.39784(8) 0.0137(3) Uani 1 1 d . . . . .
C11A C 0.32666(10) 0.01304(9) -0.40811(8) 0.0134(3) Uani 1 1 d . . . . .
C12A C 0.35104(10) 0.10446(9) -0.39728(8) 0.0143(3) Uani 1 1 d . . . . .
H12A H 0.304058 0.154312 -0.430984 0.017 Uiso 1 1 calc R U . . .
C13A C 0.32350(11) 0.12431(9) -0.30454(8) 0.0154(3) Uani 1 1 d . . . . .
H13A H 0.243301 0.130125 -0.286315 0.018 Uiso 1 1 calc R U . . .
H13B H 0.362763 0.071636 -0.269603 0.018 Uiso 1 1 calc R U . . .
C14A C 0.35645(10) 0.21277(9) -0.29104(8) 0.0157(3) Uani 1 1 d . . . . .
H14A H 0.313732 0.266366 -0.322835 0.019 Uiso 1 1 calc R U . . .
H14B H 0.339893 0.223000 -0.230624 0.019 Uiso 1 1 calc R U . . .
C15A C 0.50166(11) 0.19447(9) -0.41285(8) 0.0168(3) Uani 1 1 d . . . . .
H15A H 0.580798 0.192807 -0.432850 0.020 Uiso 1 1 calc R U . . .
H15B H 0.457851 0.248163 -0.443768 0.020 Uiso 1 1 calc R U . . .
C16A C 0.47274(11) 0.10524(9) -0.42983(9) 0.0171(3) Uani 1 1 d . . . . .
H16A H 0.520220 0.051485 -0.401838 0.020 Uiso 1 1 calc R U . . .
H16B H 0.487139 0.099232 -0.491067 0.020 Uiso 1 1 calc R U . . .
C17A C 0.52243(11) 0.28291(9) -0.29922(8) 0.0163(3) Uani 1 1 d . . . . .
H17A H 0.485512 0.342026 -0.327565 0.020 Uiso 1 1 calc R U . . .
H17B H 0.602318 0.272936 -0.320414 0.020 Uiso 1 1 calc R U . . .
C18A C 0.50479(11) 0.28991(10) -0.20450(9) 0.0193(3) Uani 1 1 d . . . . .
H18A H 0.429897 0.326759 -0.187595 0.023 Uiso 1 1 calc R U . . .
H18B H 0.509676 0.226956 -0.174729 0.023 Uiso 1 1 calc R U . . .
C19A C 0.58895(11) 0.33471(9) -0.17860(8) 0.0167(3) Uani 1 1 d . . . . .
C20A C 0.55786(12) 0.41837(10) -0.14198(9) 0.0212(3) Uani 1 1 d . . . . .
H20A H 0.482389 0.449051 -0.134407 0.025 Uiso 1 1 calc R U . . .
C21A C 0.63592(12) 0.45731(10) -0.11647(9) 0.0220(3) Uani 1 1 d . . . . .
H21A H 0.613028 0.514364 -0.091593 0.026 Uiso 1 1 calc R U . . .
C22A C 0.74741(12) 0.41423(10) -0.12669(8) 0.0186(3) Uani 1 1 d . . . . .
C23A C 0.77827(11) 0.33078(10) -0.16323(8) 0.0180(3) Uani 1 1 d . . . . .
H23A H 0.853693 0.299964 -0.170745 0.022 Uiso 1 1 calc R U . . .
C24A C 0.70006(11) 0.29203(9) -0.18885(8) 0.0173(3) Uani 1 1 d . . . . .
H24A H 0.722999 0.235103 -0.213942 0.021 Uiso 1 1 calc R U . . .
C25A C 0.83148(13) 0.45917(11) -0.09747(9) 0.0244(3) Uani 1 1 d . . . . .
C26A C 0.82743(19) 0.55703(13) -0.14287(11) 0.0456(5) Uani 1 1 d . . . . .
H26A H 0.848628 0.552685 -0.203474 0.068 Uiso 1 1 calc R U . . .
H26B H 0.878685 0.586426 -0.121887 0.068 Uiso 1 1 calc R U . . .
H26C H 0.752389 0.594356 -0.132168 0.068 Uiso 1 1 calc R U . . .
C27A C 0.94988(13) 0.40152(15) -0.11072(11) 0.0397(5) Uani 1 1 d . . . . .
H27A H 0.976304 0.400622 -0.171094 0.060 Uiso 1 1 calc R U . . .
H27B H 0.951018 0.337929 -0.085210 0.060 Uiso 1 1 calc R U . . .
H27C H 0.997878 0.429220 -0.084306 0.060 Uiso 1 1 calc R U . . .
C28A C 0.79897(12) 0.46564(10) -0.00301(9) 0.0202(3) Uani 1 1 d . . . . .
N1A N 0.25702(9) 0.00269(7) -0.46121(7) 0.0144(2) Uani 1 1 d . . . . .
N2A N 0.37194(9) -0.06691(7) -0.36913(7) 0.0137(2) Uani 1 1 d . . . . .
N3A N 0.47764(9) 0.20504(8) -0.32044(7) 0.0136(2) Uani 1 1 d . . . . .
H3NA H 0.5157(13) 0.1533(12) -0.2939(10) 0.024(4) Uiso 1 1 d . . . . .
O1A O 0.10730(8) 0.18088(7) -0.41095(6) 0.0235(2) Uani 1 1 d . . . . .
O2A O 0.7441(8) 0.5379(2) 0.0291(2) 0.0281(12) Uani 0.68(3) 1 d . U P A 1
O2D O 0.800(2) 0.5380(4) 0.0220(4) 0.033(4) Uani 0.32(3) 1 d . U P A 2
O3A O 0.81500(10) 0.38771(7) 0.04267(7) 0.0309(3) Uani 1 1 d . . . . .
H3OA H 0.801(2) 0.3954(16) 0.1033(16) 0.072(7) Uiso 1 1 d . . . . .
C1B C 1.43031(14) 0.68738(11) 0.83889(10) 0.0305(4) Uani 1 1 d . . . . .
H1BA H 1.367531 0.724277 0.812550 0.046 Uiso 1 1 calc R U . . .
H1BB H 1.428546 0.621415 0.842483 0.046 Uiso 1 1 calc R U . . .
H1BC H 1.499236 0.698019 0.804988 0.046 Uiso 1 1 calc R U . . .
C2B C 1.42360(13) 0.71564(10) 0.92571(9) 0.0236(3) Uani 1 1 d . . . . .
H2BA H 1.355068 0.703654 0.960865 0.028 Uiso 1 1 calc R U . . .
H2BB H 1.487307 0.679316 0.952525 0.028 Uiso 1 1 calc R U . . .
C3B C 1.41065(11) 0.84743(10) 0.99892(9) 0.0190(3) Uani 1 1 d . . . . .
H3BA H 1.449425 0.899276 0.993851 0.023 Uiso 1 1 calc R U . . .
H3BB H 1.444935 0.797697 1.039078 0.023 Uiso 1 1 calc R U . . .
C4B C 1.29001(11) 0.88122(9) 1.03323(8) 0.0165(3) Uani 1 1 d . . . . .
H4BA H 1.248544 0.832759 1.030430 0.020 Uiso 1 1 calc R U . . .
H4BB H 1.283525 0.892722 1.092921 0.020 Uiso 1 1 calc R U . . .
C5B C 1.25898(10) 1.05308(9) 0.99535(8) 0.0151(3) Uani 1 1 d . . . . .
C6B C 1.30892(11) 1.08273(10) 1.05468(9) 0.0191(3) Uani 1 1 d . . . . .
H6B H 1.341030 1.040863 1.097657 0.023 Uiso 1 1 calc R U . . .
C7B C 1.30913(11) 1.17658(10) 1.04750(9) 0.0215(3) Uani 1 1 d . . . . .
H7B H 1.342227 1.199801 1.086631 0.026 Uiso 1 1 calc R U . . .
C8B C 1.26175(11) 1.23812(10) 0.98398(9) 0.0210(3) Uani 1 1 d . . . . .
H8B H 1.263766 1.301972 0.980931 0.025 Uiso 1 1 calc R U . . .
C9B C 1.21200(11) 1.20795(10) 0.92549(9) 0.0181(3) Uani 1 1 d . . . . .
H9B H 1.179694 1.250054 0.882734 0.022 Uiso 1 1 calc R U . . .
C10B C 1.21100(10) 1.11349(9) 0.93154(8) 0.0151(3) Uani 1 1 d . . . . .
C11B C 1.18791(10) 0.97741(9) 0.91663(8) 0.0140(3) Uani 1 1 d . . . . .
C12B C 1.15102(10) 0.89982(9) 0.88639(8) 0.0143(3) Uani 1 1 d . . . . .
H12B H 1.203123 0.840254 0.900611 0.017 Uiso 1 1 calc R U . . .
C13B C 1.03424(11) 0.89264(9) 0.92944(8) 0.0153(3) Uani 1 1 d . . . . .
H13C H 1.034528 0.878576 0.990845 0.018 Uiso 1 1 calc R U . . .
H13D H 0.982767 0.952903 0.919698 0.018 Uiso 1 1 calc R U . . .
C14B C 0.99467(11) 0.81730(9) 0.89560(8) 0.0153(3) Uani 1 1 d . . . . .
H14C H 1.042463 0.756312 0.909783 0.018 Uiso 1 1 calc R U . . .
H14D H 0.918529 0.815683 0.922857 0.018 Uiso 1 1 calc R U . . .
C15B C 1.11116(11) 0.83779(10) 0.75914(8) 0.0162(3) Uani 1 1 d . . . . .
H15C H 1.110919 0.850282 0.697629 0.019 Uiso 1 1 calc R U . . .
H15D H 1.161531 0.777223 0.770127 0.019 Uiso 1 1 calc R U . . .
C16B C 1.15226(11) 0.91369(10) 0.79114(8) 0.0168(3) Uani 1 1 d . . . . .
H16C H 1.105085 0.974648 0.775951 0.020 Uiso 1 1 calc R U . . .
H16D H 1.228424 0.914172 0.763304 0.020 Uiso 1 1 calc R U . . .
C17B C 0.95109(11) 0.76103(9) 0.77080(8) 0.0161(3) Uani 1 1 d . . . . .
H17C H 0.878449 0.757586 0.804177 0.019 Uiso 1 1 calc R U . . .
H17D H 1.001213 0.699788 0.779203 0.019 Uiso 1 1 calc R U . . .
C18B C 0.93795(12) 0.78230(10) 0.67814(9) 0.0217(3) Uani 1 1 d . . . . .
H18C H 0.900014 0.847933 0.667841 0.026 Uiso 1 1 calc R U . . .
H18D H 1.011837 0.773893 0.643950 0.026 Uiso 1 1 calc R U . . .
C19B C 0.87281(11) 0.72048(9) 0.65064(8) 0.0173(3) Uani 1 1 d . . . . .
C20B C 0.92644(11) 0.64578(10) 0.60524(9) 0.0192(3) Uani 1 1 d . . . . .
H20B H 1.004441 0.634185 0.591313 0.023 Uiso 1 1 calc R U . . .
C21B C 0.86835(11) 0.58801(10) 0.57995(9) 0.0181(3) Uani 1 1 d . . . . .
H21B H 0.907220 0.537131 0.549434 0.022 Uiso 1 1 calc R U . . .
C22B C 0.75346(11) 0.60316(9) 0.59851(8) 0.0146(3) Uani 1 1 d . . . . .
C23B C 0.69988(11) 0.67917(9) 0.64258(8) 0.0172(3) Uani 1 1 d . . . . .
H23B H 0.621693 0.692030 0.655011 0.021 Uiso 1 1 calc R U . . .
C24B C 0.75839(12) 0.73652(10) 0.66870(9) 0.0189(3) Uani 1 1 d . . . . .
H24B H 0.719764 0.787389 0.699315 0.023 Uiso 1 1 calc R U . . .
C25B C 0.69237(11) 0.53437(9) 0.57376(8) 0.0158(3) Uani 1 1 d . . . . .
C26B C 0.73324(13) 0.43851(10) 0.61931(9) 0.0231(3) Uani 1 1 d . . . . .
H26D H 0.696525 0.393348 0.603003 0.035 Uiso 1 1 calc R U . . .
H26E H 0.716058 0.441979 0.680238 0.035 Uiso 1 1 calc R U . . .
H26F H 0.813189 0.419088 0.603720 0.035 Uiso 1 1 calc R U . . .
C27B C 0.56702(11) 0.56194(11) 0.59662(9) 0.0223(3) Uani 1 1 d . . . . .
H27D H 0.540176 0.623991 0.569570 0.033 Uiso 1 1 calc R U . . .
H27E H 0.548060 0.562321 0.657775 0.033 Uiso 1 1 calc R U . . .
H27F H 0.532547 0.517176 0.577151 0.033 Uiso 1 1 calc R U . . .
C28B C 0.72052(11) 0.52938(9) 0.47815(8) 0.0158(3) Uani 1 1 d . . . . .
N1B N 1.24263(9) 0.96648(7) 0.98492(7) 0.0143(2) Uani 1 1 d . . . . .
N2B N 1.16668(9) 1.06427(8) 0.88315(7) 0.0152(2) Uani 1 1 d . . . . .
N3B N 0.99668(9) 0.83363(8) 0.80197(7) 0.0136(2) Uani 1 1 d . . . . .
H3NB H 0.9528(14) 0.8887(12) 0.7887(10) 0.023(4) Uiso 1 1 d . . . . .
O1B O 1.42418(8) 0.81280(6) 0.91873(6) 0.0185(2) Uani 1 1 d . . . . .
O2B O 0.80987(8) 0.47481(7) 0.45162(6) 0.0216(2) Uani 1 1 d . . . . .
H2OB H 0.827(3) 0.479(2) 0.386(3) 0.028(9) Uiso 0.5 1 d . . P . .
O3B O 0.65549(8) 0.57768(7) 0.43084(6) 0.0229(2) Uani 1 1 d . . . . .
O1 O 0.86552(9) 0.47762(10) 0.29727(8) 0.0316(3) Uani 1 1 d . . . . .
H1O H 0.848(4) 0.475(3) 0.337(3) 0.041(15) Uiso 0.5 1 d . . P . .
O2 O 0.79267(10) 0.39848(7) 0.19573(6) 0.0286(3) Uani 1 1 d . . . . .
O3 O 0.66262(8) 0.49985(8) 0.29653(7) 0.0262(2) Uani 1 1 d . . . . .
H3O H 0.6614(19) 0.5300(16) 0.3437(16) 0.071(7) Uiso 1 1 d . . . . .
O4 O 0.78159(9) 0.57050(7) 0.17741(7) 0.0241(2) Uani 1 1 d . . . . .
H4O H 0.7730(18) 0.5582(15) 0.1293(15) 0.057(7) Uiso 1 1 d . . . . .
P1 P 0.77775(3) 0.48258(3) 0.24171(2) 0.01805(9) Uani 1 1 d . . . . .
Cl1 Cl 0.85731(3) 1.02268(2) 0.72785(2) 0.02617(9) Uani 1 1 d . . . . .
O1W O 0.59911(9) 0.05374(8) -0.24016(7) 0.0280(3) Uani 1 1 d . . . . .
H1W H 0.5792(18) 0.0036(16) -0.2401(14) 0.053(7) Uiso 1 1 d . . . . .
H2W H 0.680(2) 0.0384(15) -0.2508(14) 0.061(6) Uiso 1 1 d . . . . .
O2W O 0.51473(9) -0.10010(8) -0.24028(8) 0.0249(2) Uani 1 1 d . . . . .
H3W H 0.4701(18) -0.0932(15) -0.2809(15) 0.057(6) Uiso 1 1 d . . . . .
H4W H 0.4820(18) -0.1220(15) -0.1938(14) 0.051(6) Uiso 1 1 d . . . . .
O3W O 0.94774(10) 1.13977(8) 0.84641(8) 0.0357(3) Uani 1 1 d . . . . .
H5W H 1.024(2) 1.1174(15) 0.8459(14) 0.060(6) Uiso 1 1 d . . . . .
H6W H 0.9271(18) 1.1078(16) 0.8085(15) 0.060(7) Uiso 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
C1A C2A 1.500(2) . ?
C2A O1A 1.4279(17) . ?
C3A O1A 1.4131(17) . ?
C3A C4A 1.5128(19) . ?
C4A N1A 1.4649(17) . ?
C5A N1A 1.3869(17) . ?
C5A C6A 1.3939(19) . ?
C5A C10A 1.4028(19) . ?
C6A C7A 1.385(2) . ?
C7A C8A 1.402(2) . ?
C8A C9A 1.386(2) . ?
C9A C10A 1.3934(19) . ?
C10A N2A 1.3918(17) . ?
C11A N2A 1.3244(17) . ?
C11A N1A 1.3691(17) . ?
C11A C12A 1.4967(18) . ?
C12A C13A 1.5353(18) . ?
C12A C16A 1.5362(18) . ?
C13A C14A 1.5166(18) . ?
C14A N3A 1.5021(16) . ?
C15A N3A 1.4981(17) . ?
C15A C16A 1.5210(18) . ?
C17A N3A 1.4960(16) . ?
C17A C18A 1.5266(19) . ?
C18A C19A 1.5096(19) . ?
C19A C24A 1.3888(19) . ?
C19A C20A 1.3934(19) . ?
C20A C21A 1.387(2) . ?
C21A C22A 1.394(2) . ?
C22A C23A 1.390(2) . ?
C22A C25A 1.5349(19) . ?
C23A C24A 1.3875(19) . ?
C25A C28A 1.526(2) . ?
C25A C27A 1.535(2) . ?
C25A C26A 1.538(2) . ?
C28A O2D 1.199(7) . ?
C28A O2A 1.260(4) . ?
C28A O3A 1.2859(18) . ?
C1B C2B 1.502(2) . ?
C2B O1B 1.4359(17) . ?
C3B O1B 1.4278(16) . ?
C3B C4B 1.5192(19) . ?
C4B N1B 1.4596(17) . ?
C5B N1B 1.3841(17) . ?
C5B C6B 1.3948(19) . ?
C5B C10B 1.4001(19) . ?
C6B C7B 1.386(2) . ?
C7B C8B 1.401(2) . ?
C8B C9B 1.386(2) . ?
C9B C10B 1.3979(19) . ?
C10B N2B 1.3917(17) . ?
C11B N2B 1.3207(17) . ?
C11B N1B 1.3702(17) . ?
C11B C12B 1.4995(18) . ?
C12B C16B 1.5278(18) . ?
C12B C13B 1.5388(18) . ?
C13B C14B 1.5176(18) . ?
C14B N3B 1.5016(17) . ?
C15B N3B 1.5021(16) . ?
C15B C16B 1.5206(18) . ?
C17B N3B 1.5050(17) . ?
C17B C18B 1.5217(19) . ?
C18B C19B 1.5106(19) . ?
C19B C20B 1.390(2) . ?
C19B C24B 1.391(2) . ?
C20B C21B 1.383(2) . ?
C21B C22B 1.3978(19) . ?
C22B C23B 1.3930(19) . ?
C22B C25B 1.5364(18) . ?
C23B C24B 1.3885(19) . ?
C25B C27B 1.5302(19) . ?
C25B C26B 1.5367(19) . ?
C25B C28B 1.5376(18) . ?
C28B O3B 1.2532(17) . ?
C28B O2B 1.2726(16) . ?
O1 P1 1.5191(12) . ?
O2 P1 1.4959(11) . ?
O3 P1 1.5537(11) . ?
O4 P1 1.5681(11) . ?

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
O1A C2A C1A 108.40(12) . . ?
O1A C3A C4A 108.46(11) . . ?
N1A C4A C3A 113.14(11) . . ?
N1A C5A C6A 131.91(13) . . ?
N1A C5A C10A 105.44(11) . . ?
C6A C5A C10A 122.64(12) . . ?
C7A C6A C5A 116.46(13) . . ?
C6A C7A C8A 121.71(13) . . ?
C9A C8A C7A 121.27(13) . . ?
C8A C9A C10A 118.02(13) . . ?
N2A C10A C9A 130.43(12) . . ?
N2A C10A C5A 109.67(11) . . ?
C9A C10A C5A 119.90(12) . . ?
N2A C11A N1A 112.57(11) . . ?
N2A C11A C12A 123.88(12) . . ?
N1A C11A C12A 123.54(12) . . ?
C11A C12A C13A 110.52(11) . . ?
C11A C12A C16A 110.17(10) . . ?
C13A C12A C16A 110.44(11) . . ?
C14A C13A C12A 111.36(11) . . ?
N3A C14A C13A 109.51(10) . . ?
N3A C15A C16A 109.69(11) . . ?
C15A C16A C12A 111.04(11) . . ?
N3A C17A C18A 111.56(11) . . ?
C19A C18A C17A 111.87(11) . . ?
C24A C19A C20A 118.00(12) . . ?
C24A C19A C18A 120.54(12) . . ?
C20A C19A C18A 121.45(12) . . ?
C21A C20A C19A 120.70(13) . . ?
C20A C21A C22A 121.19(13) . . ?
C23A C22A C21A 118.03(13) . . ?
C23A C22A C25A 122.20(13) . . ?
C21A C22A C25A 119.78(13) . . ?
C24A C23A C22A 120.69(13) . . ?
C23A C24A C19A 121.40(13) . . ?
C28A C25A C22A 107.10(11) . . ?
C28A C25A C27A 107.02(12) . . ?
C22A C25A C27A 113.21(13) . . ?
C28A C25A C26A 109.62(13) . . ?
C22A C25A C26A 109.95(12) . . ?
C27A C25A C26A 109.82(15) . . ?
O2D C28A O3A 123.1(4) . . ?
O2A C28A O3A 120.0(3) . . ?
O2D C28A C25A 116.2(5) . . ?
O2A C28A C25A 123.88(19) . . ?
O3A C28A C25A 115.13(12) . . ?
C11A N1A C5A 106.97(11) . . ?
C11A N1A C4A 128.76(11) . . ?
C5A N1A C4A 124.20(11) . . ?
C11A N2A C10A 105.35(11) . . ?
C17A N3A C15A 111.39(10) . . ?
C17A N3A C14A 114.04(10) . . ?
C15A N3A C14A 109.71(10) . . ?
C3A O1A C2A 113.07(11) . . ?
O1B C2B C1B 108.29(12) . . ?
O1B C3B C4B 112.20(11) . . ?
N1B C4B C3B 110.63(11) . . ?
N1B C5B C6B 131.59(13) . . ?
N1B C5B C10B 105.56(11) . . ?
C6B C5B C10B 122.84(13) . . ?
C7B C6B C5B 116.35(13) . . ?
C6B C7B C8B 121.67(13) . . ?
C9B C8B C7B 121.51(13) . . ?
C8B C9B C10B 117.74(13) . . ?
N2B C10B C9B 130.44(13) . . ?
N2B C10B C5B 109.66(12) . . ?
C9B C10B C5B 119.89(12) . . ?
N2B C11B N1B 112.67(11) . . ?
N2B C11B C12B 123.87(12) . . ?
N1B C11B C12B 123.37(12) . . ?
C11B C12B C16B 110.88(11) . . ?
C11B C12B C13B 111.05(10) . . ?
C16B C12B C13B 109.21(10) . . ?
C14B C13B C12B 111.03(11) . . ?
N3B C14B C13B 111.50(10) . . ?
N3B C15B C16B 110.48(10) . . ?
C15B C16B C12B 111.99(11) . . ?
N3B C17B C18B 111.87(11) . . ?
C19B C18B C17B 112.04(11) . . ?
C20B C19B C24B 117.94(12) . . ?
C20B C19B C18B 120.35(12) . . ?
C24B C19B C18B 121.70(13) . . ?
C21B C20B C19B 121.23(13) . . ?
C20B C21B C22B 121.16(13) . . ?
C23B C22B C21B 117.41(12) . . ?
C23B C22B C25B 122.88(12) . . ?
C21B C22B C25B 119.65(12) . . ?
C24B C23B C22B 121.36(12) . . ?
C23B C24B C19B 120.87(13) . . ?
C27B C25B C22B 113.21(11) . . ?
C27B C25B C26B 108.64(12) . . ?
C22B C25B C26B 108.40(11) . . ?
C27B C25B C28B 108.87(11) . . ?
C22B C25B C28B 108.12(10) . . ?
C26B C25B C28B 109.56(11) . . ?
O3B C28B O2B 123.56(12) . . ?
O3B C28B C25B 119.37(12) . . ?
O2B C28B C25B 117.07(12) . . ?
C11B N1B C5B 106.81(11) . . ?
C11B N1B C4B 129.17(11) . . ?
C5B N1B C4B 123.56(11) . . ?
C11B N2B C10B 105.28(11) . . ?
C14B N3B C15B 110.38(10) . . ?
C14B N3B C17B 110.36(10) . . ?
C15B N3B C17B 112.53(10) . . ?
C3B O1B C2B 112.29(10) . . ?
O2 P1 O1 114.24(7) . . ?
O2 P1 O3 109.90(7) . . ?
O1 P1 O3 108.82(7) . . ?
O2 P1 O4 110.04(6) . . ?
O1 P1 O4 106.46(7) . . ?
O3 P1 O4 107.09(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12A H12A O1A 1.00 2.39 3.0510(16) 123.0 . yes
O1W H2W Cl1 0.98(2) 2.17(2) 3.1378(12) 172.6(18) 1_544 yes
O2W H4W O1B 0.86(2) 2.05(2) 2.9073(15) 172(2) 1_444 yes
N3B H3NB Cl1 0.900(17) 2.276(18) 3.1624(12) 168.3(14) . yes
O2B H2OB O1 1.04(5) 1.44(5) 2.4793(16) 172(3) . yes
O2B H2OB O3 1.04(5) 2.65(4) 3.2955(14) 119(2) . yes
O1 H1O O2B 0.64(5) 1.84(5) 2.4793(16) 174(6) . yes
O1 H1O O3B 0.64(5) 2.86(5) 3.3183(16) 131(5) . yes
O1 H1O O2B 0.64(5) 1.84(5) 2.4793(16) 174(6) . yes
O3 H3O O3B 0.93(2) 1.64(3) 2.5709(15) 176(2) . yes
O4 H4O O2A^a 0.85(2) 1.80(2) 2.647(3) 176(2) . yes
O1W H1W O2W 0.84(2) 1.90(2) 2.7316(16) 172(2) . yes
O2W H3W N2A 0.91(2) 1.99(2) 2.8971(16) 175(2) . yes
O3W H5W N2B 0.94(2) 1.95(2) 2.8562(16) 162(2) . yes
O3W H6W Cl1 0.92(2) 2.32(2) 3.2383(14) 172.3(19) . yes
N3A H3NA O1W 0.906(17) 1.821(18) 2.7253(16) 176.2(15) . yes
O3A H3OA O2 0.99(2) 1.49(3) 2.4697(14) 173(2) . yes

_refine_diff_density_max         0.268
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.037

