#------------------------------------------------------------------------------
#$Date: 2024-03-04 22:08:36 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290150 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/79/7247962.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247962
loop_
_publ_author_name
'Nechipadappu, Sunil Kumar'
'Swain, Debasish'
_publ_section_title
;
 New drug--drug and drug--nutraceutical salts of anti-emetic drug
 domperidone: structural and physicochemical aspects of new salts
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              926
_journal_page_last               942
_journal_paper_doi               10.1039/D3CE01000G
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         '2(C22 H25 Cl N5 O2), 2(C7 H5 O3), 5(H2 O)'
_chemical_formula_sum            'C58 H70 Cl2 N10 O15'
_chemical_formula_weight         1218.14
_chemical_name_common            'Domperidone salicylate hydrate'
_chemical_name_systematic        'Domperidone salicylate hydrate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2023-09-26 deposited with the CCDC.	2024-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                102.0057(7)
_cell_angle_beta                 94.2351(8)
_cell_angle_gamma                104.6243(9)
_cell_formula_units_Z            1
_cell_length_a                   7.4744(2)
_cell_length_b                   10.1384(2)
_cell_length_c                   21.5088(5)
_cell_measurement_reflns_used    8673
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      28.6
_cell_measurement_theta_min      2.50
_cell_volume                     1528.79(6)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-III'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1197
_diffrn_reflns_av_unetI/netI     0.1624
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            34667
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.519
_diffrn_reflns_theta_min         2.136
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       block
_exptl_crystal_F_000             642
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         9336
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1703
_refine_ls_R_factor_gt           0.0572
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0760P)²+0.0150P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1423
_refine_ls_wR_factor_ref         0.1751
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4776
_reflns_number_total             9336
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01000g2.cif
_cod_data_source_block           KB541_0m
_cod_depositor_comments
'Adding full bibliography for 7247958--7247965.cif.'
_cod_database_code               7247962
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_min   0.979
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.2761(3) -0.0964(2) 0.50708(9) 0.0393(4) Uani 1 1 d . . . . .
C2 C 0.2255(3) -0.04858(19) 0.45455(8) 0.0377(4) Uani 1 1 d . . . . .
H2 H 0.205324 -0.104464 0.413118 0.045 Uiso 1 1 calc R U . . .
C3 C 0.2065(3) 0.08544(19) 0.46642(8) 0.0341(4) Uani 1 1 d . . . . .
C4 C 0.2361(3) 0.17048(19) 0.52891(8) 0.0341(4) Uani 1 1 d . . . . .
C5 C 0.2907(3) 0.1227(2) 0.58058(8) 0.0424(5) Uani 1 1 d . . . . .
H5 H 0.314755 0.179562 0.621884 0.051 Uiso 1 1 calc R U . . .
C6 C 0.3089(3) -0.0134(2) 0.56921(9) 0.0441(5) Uani 1 1 d . . . . .
H6 H 0.343232 -0.048993 0.603383 0.053 Uiso 1 1 calc R U . . .
C7 C 0.1564(3) 0.29293(19) 0.45829(8) 0.0353(4) Uani 1 1 d . . . . .
C8 C 0.2203(3) 0.42476(19) 0.57180(7) 0.0356(4) Uani 1 1 d . . . . .
H8 H 0.163399 0.485481 0.551790 0.043 Uiso 1 1 calc R U . . .
C9 C 0.4228(3) 0.5046(2) 0.59520(8) 0.0424(5) Uani 1 1 d . . . . .
H9A H 0.483305 0.448344 0.616152 0.051 Uiso 1 1 calc R U . . .
H9B H 0.486587 0.522681 0.558904 0.051 Uiso 1 1 calc R U . . .
C10 C 0.4368(3) 0.6424(2) 0.64183(8) 0.0461(5) Uani 1 1 d . . . . .
H10A H 0.567045 0.689664 0.657727 0.055 Uiso 1 1 calc R U . . .
H10B H 0.387352 0.702133 0.619532 0.055 Uiso 1 1 calc R U . . .
C11 C 0.1335(3) 0.5386(2) 0.67477(8) 0.0408(5) Uani 1 1 d . . . . .
H11A H 0.069882 0.592680 0.653474 0.049 Uiso 1 1 calc R U . . .
H11B H 0.071737 0.521470 0.711579 0.049 Uiso 1 1 calc R U . . .
C12 C 0.1191(3) 0.3997(2) 0.62903(9) 0.0441(5) Uani 1 1 d . . . . .
H12A H -0.011081 0.350195 0.614316 0.053 Uiso 1 1 calc R U . . .
H12B H 0.174132 0.342159 0.651033 0.053 Uiso 1 1 calc R U . . .
C13 C 0.3454(3) 0.7605(2) 0.74101(8) 0.0430(5) Uani 1 1 d . . . . .
H13A H 0.272400 0.809255 0.719914 0.052 Uiso 1 1 calc R U . . .
H13B H 0.474263 0.816870 0.749108 0.052 Uiso 1 1 calc R U . . .
C14 C 0.2764(3) 0.7463(2) 0.80426(8) 0.0457(5) Uani 1 1 d . . . . .
H14A H 0.321151 0.675560 0.819780 0.055 Uiso 1 1 calc R U . . .
H14B H 0.141132 0.716944 0.798467 0.055 Uiso 1 1 calc R U . . .
C15 C 0.3472(4) 0.8868(2) 0.85303(8) 0.0487(6) Uani 1 1 d . . . . .
H15A H 0.481665 0.920013 0.855266 0.058 Uiso 1 1 calc R U . . .
H15B H 0.293348 0.954943 0.838901 0.058 Uiso 1 1 calc R U . . .
C16 C 0.1551(3) 0.9177(2) 0.94229(9) 0.0483(6) Uani 1 1 d . . . . .
C17 C 0.2993(3) 0.8322(2) 1.01427(9) 0.0452(5) Uani 1 1 d . . . . .
C18 C 0.3554(4) 0.7853(3) 1.06622(11) 0.0591(7) Uani 1 1 d . . . . .
H18 H 0.294985 0.791713 1.102546 0.071 Uiso 1 1 calc R U . . .
C19 C 0.5038(5) 0.7290(4) 1.06216(13) 0.0795(10) Uani 1 1 d . . . . .
H19 H 0.544355 0.696144 1.096379 0.095 Uiso 1 1 calc R U . . .
C20 C 0.5953(5) 0.7199(4) 1.00809(14) 0.0838(10) Uani 1 1 d . . . . .
H20 H 0.696860 0.682599 1.007186 0.101 Uiso 1 1 calc R U . . .
C21 C 0.5381(4) 0.7654(3) 0.95558(12) 0.0647(7) Uani 1 1 d . . . . .
H21 H 0.597757 0.757849 0.919089 0.078 Uiso 1 1 calc R U . . .
C22 C 0.3901(3) 0.8218(2) 0.95962(9) 0.0449(5) Uani 1 1 d . . . . .
Cl1 Cl 0.29848(9) -0.26696(6) 0.49403(3) 0.05216(16) Uani 1 1 d . . . . .
N1 N 0.1604(3) 0.16206(17) 0.42498(7) 0.0385(4) Uani 1 1 d . . . . .
H1N H 0.143(3) 0.134(2) 0.3831(10) 0.056(7) Uiso 1 1 d . . . . .
N2 N 0.2030(2) 0.29715(16) 0.52256(6) 0.0355(4) Uani 1 1 d . . . . .
N3 N 0.3324(2) 0.62152(17) 0.69718(6) 0.0337(3) Uani 1 1 d . . . . .
H3N H 0.392(3) 0.574(2) 0.7217(8) 0.031(5) Uiso 1 1 d . . . . .
N4 N 0.2996(3) 0.87623(19) 0.91650(7) 0.0454(4) Uani 1 1 d . . . . .
N5 N 0.1558(3) 0.8903(2) 1.00203(7) 0.0514(5) Uani 1 1 d . . . . .
H5N H 0.095(4) 0.919(3) 1.0295(12) 0.074(9) Uiso 1 1 d . . . . .
O1 O 0.1220(2) 0.38667(15) 0.43593(6) 0.0471(4) Uani 1 1 d . . . . .
O2 O 0.0452(3) 0.9694(2) 0.91615(6) 0.0664(6) Uani 1 1 d . . . . .
C23 C 0.6230(4) 0.4466(3) 0.76495(11) 0.0573(6) Uani 1 1 d . . . . .
C24 C 0.7856(2) 0.43359(17) 0.80655(6) 0.0470(5) Uani 1 1 d G . . . .
C25 C 0.8756(3) 0.33174(18) 0.78497(7) 0.0683(8) Uani 1 1 d G . . . .
C26 C 1.0300(3) 0.3236(2) 0.82263(11) 0.0962(12) Uani 1 1 d G . . . .
H26 H 1.090220 0.255435 0.808190 0.115 Uiso 1 1 calc R U . . .
C27 C 1.0944(3) 0.4173(3) 0.88185(10) 0.0972(11) Uani 1 1 d G . . . .
H27 H 1.197637 0.411838 0.907046 0.117 Uiso 1 1 calc R U . . .
C28 C 1.0043(3) 0.5192(2) 0.90343(7) 0.0790(9) Uani 1 1 d G . . . .
H28 H 1.047394 0.581847 0.943058 0.095 Uiso 1 1 calc R U . . .
C29 C 0.8500(3) 0.52730(15) 0.86578(7) 0.0586(6) Uani 1 1 d G . . . .
H29 H 0.789731 0.595454 0.880213 0.070 Uiso 1 1 calc R U . . .
O3 O 0.5737(3) 0.5564(2) 0.77886(9) 0.0744(6) Uani 1 1 d . . . . .
O4 O 0.5494(4) 0.3458(2) 0.71766(9) 0.0954(8) Uani 1 1 d . . . . .
O5 O 0.8143(5) 0.2377(3) 0.72809(11) 0.0995(9) Uani 1 1 d D . . . .
H5O H 0.696(4) 0.222(5) 0.738(2) 0.18(2) Uiso 1 1 d D . . . .
O1W O -0.1931(4) 0.8333(3) 0.80221(10) 0.0949(8) Uani 1 1 d D . . . .
H1W H -0.117(5) 0.888(4) 0.8350(14) 0.142 Uiso 1 1 d D U . . .
H2W H -0.246(6) 0.746(2) 0.803(2) 0.142 Uiso 1 1 d D U . . .
O2W O -0.0948(5) 0.9689(3) 0.70733(9) 0.1240(12) Uani 1 1 d D . . . .
H3W H -0.114(8) 0.918(4) 0.7365(18) 0.186 Uiso 1 1 d D U . . .
H4W H -0.091(8) 1.057(3) 0.720(2) 0.186 Uiso 1 1 d D U . . .
O3W O 0.3145(10) 0.0826(6) 0.7457(2) 0.117(2) Uani 0.5 1 d D . P . .
H5W H 0.354(13) 0.105(9) 0.7860(13) 0.176 Uiso 0.5 1 d D U P . .
H6W H 0.379(12) 0.149(7) 0.729(3) 0.176 Uiso 0.5 1 d D U P . .
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'
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 C6 122.18(18) . . ?
C2 C1 Cl1 118.23(14) . . ?
C6 C1 Cl1 119.59(17) . . ?
C3 C2 C1 116.90(15) . . ?
C3 C2 H2 121.6 . . ?
C1 C2 H2 121.6 . . ?
C2 C3 N1 130.57(15) . . ?
C2 C3 C4 121.94(17) . . ?
N1 C3 C4 107.49(15) . . ?
C5 C4 N2 133.45(15) . . ?
C5 C4 C3 120.51(17) . . ?
N2 C4 C3 106.03(15) . . ?
C4 C5 C6 118.05(16) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C5 120.39(19) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O1 C7 N1 127.25(16) . . ?
O1 C7 N2 127.09(16) . . ?
N1 C7 N2 105.65(16) . . ?
N2 C8 C9 111.66(15) . . ?
N2 C8 C12 113.97(16) . . ?
C9 C8 C12 109.44(15) . . ?
N2 C8 H8 107.1 . . ?
C9 C8 H8 107.1 . . ?
C12 C8 H8 107.1 . . ?
C10 C9 C8 110.61(17) . . ?
C10 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
N3 C10 C9 111.89(17) . . ?
N3 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
N3 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N3 C11 C12 111.79(16) . . ?
N3 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
N3 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C8 109.87(17) . . ?
C11 C12 H12A 109.7 . . ?
C8 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
C8 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
N3 C13 C14 112.63(17) . . ?
N3 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
N3 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 C15 109.47(18) . . ?
C13 C14 H14A 109.8 . . ?
C15 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C15 C14 H14B 109.8 . . ?
H14A C14 H14B 108.2 . . ?
N4 C15 C14 111.86(19) . . ?
N4 C15 H15A 109.2 . . ?
C14 C15 H15A 109.2 . . ?
N4 C15 H15B 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
O2 C16 N4 126.3(2) . . ?
O2 C16 N5 127.1(2) . . ?
N4 C16 N5 106.62(19) . . ?
C18 C17 N5 132.3(2) . . ?
C18 C17 C22 121.1(2) . . ?
N5 C17 C22 106.59(19) . . ?
C19 C18 C17 117.3(2) . . ?
C19 C18 H18 121.3 . . ?
C17 C18 H18 121.3 . . ?
C18 C19 C20 121.5(3) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C21 C20 C19 121.3(3) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C20 117.2(2) . . ?
C22 C21 H21 121.4 . . ?
C20 C21 H21 121.4 . . ?
C21 C22 N4 131.7(2) . . ?
C21 C22 C17 121.5(2) . . ?
N4 C22 C17 106.85(18) . . ?
C3 N1 C7 110.67(14) . . ?
C3 N1 H1N 124.9(16) . . ?
C7 N1 H1N 124.4(16) . . ?
C7 N2 C4 110.15(13) . . ?
C7 N2 C8 120.37(15) . . ?
C4 N2 C8 129.40(14) . . ?
C10 N3 C11 111.22(14) . . ?
C10 N3 C13 110.10(15) . . ?
C11 N3 C13 111.44(15) . . ?
C10 N3 H3N 108.4(11) . . ?
C11 N3 H3N 109.9(13) . . ?
C13 N3 H3N 105.6(10) . . ?
C16 N4 C22 109.71(17) . . ?
C16 N4 C15 124.30(19) . . ?
C22 N4 C15 125.98(18) . . ?
C16 N5 C17 110.22(18) . . ?
C16 N5 H5N 124.5(19) . . ?
C17 N5 H5N 124.1(19) . . ?
O3 C23 O4 124.9(3) . . ?
O3 C23 C24 118.1(2) . . ?
O4 C23 C24 117.0(2) . . ?
C25 C24 C29 120.0 . . ?
C25 C24 C23 120.27(14) . . ?
C29 C24 C23 119.68(14) . . ?
O5 C25 C26 118.65(18) . . ?
O5 C25 C24 121.34(18) . . ?
C26 C25 C24 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C29 C24 120.0 . . ?
C28 C29 H29 120.0 . . ?
C24 C29 H29 120.0 . . ?
C25 O5 H5O 90(3) . . ?
H1W O1W H2W 119(4) . . ?
H3W O2W H4W 116(4) . . ?
H5W O3W H6W 107(3) . . ?
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 1.383(3) . ?
C1 C6 1.390(3) . ?
C1 Cl1 1.746(2) . ?
C2 C3 1.375(2) . ?
C2 H2 0.9300 . ?
C3 N1 1.376(2) . ?
C3 C4 1.406(2) . ?
C4 C5 1.376(3) . ?
C4 N2 1.399(2) . ?
C5 C6 1.394(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.223(2) . ?
C7 N1 1.379(2) . ?
C7 N2 1.390(2) . ?
C8 N2 1.4621(19) . ?
C8 C9 1.516(3) . ?
C8 C12 1.524(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.515(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N3 1.493(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N3 1.498(3) . ?
C11 C12 1.514(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N3 1.499(2) . ?
C13 C14 1.512(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.525(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N4 1.454(2) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 O2 1.240(3) . ?
C16 N4 1.368(2) . ?
C16 N5 1.370(3) . ?
C17 C18 1.379(3) . ?
C17 N5 1.382(3) . ?
C17 C22 1.398(3) . ?
C18 C19 1.370(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.390(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.383(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.368(3) . ?
C21 H21 0.9300 . ?
C22 N4 1.390(3) . ?
N1 H1N 0.87(2) . ?
N3 H3N 0.95(2) . ?
N5 H5N 0.82(2) . ?
C23 O3 1.245(3) . ?
C23 O4 1.258(3) . ?
C23 C24 1.505(3) . ?
C24 C25 1.3900 . ?
C24 C29 1.3900 . ?
C25 O5 1.352(3) . ?
C25 C26 1.3900 . ?
C26 C27 1.3900 . ?
C26 H26 0.9300 . ?
C27 C28 1.3900 . ?
C27 H27 0.9300 . ?
C28 C29 1.3900 . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
O5 H5O 0.902(19) . ?
O1W H1W 0.864(19) . ?
O1W H2W 0.884(19) . ?
O2W H3W 0.891(19) . ?
O2W H4W 0.871(19) . ?
O3W H5W 0.86(2) . ?
O3W H6W 0.87(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2W 0.87(2) 1.97(2) 2.828(2) 168(2) 2_566 yes
N5 H5N O2 0.82(2) 1.99(3) 2.794(2) 165(3) 2_577 yes
O1W H2W O3 0.884(19) 1.99(2) 2.826(3) 158(4) 1_455 yes
O2W H4W O5 0.871(19) 2.10(3) 2.925(4) 157(5) 1_465 yes
O5 H5O O4 0.902(19) 1.95(5) 2.511(4) 118(4) . yes
N3 H3N O3 0.95(2) 1.83(2) 2.719(2) 155.7(18) . yes
O1W H1W O2 0.864(19) 1.94(2) 2.791(3) 166(4) . yes
O2W H3W O1W 0.891(19) 1.86(2) 2.734(3) 167(5) . yes
O3W H6W O4 0.87(2) 2.16(3) 3.004(6) 163(7) . yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.8(3) . . . . ?
Cl1 C1 C2 C3 179.13(16) . . . . ?
C1 C2 C3 N1 179.3(2) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C5 1.8(3) . . . . ?
N1 C3 C4 C5 -177.80(19) . . . . ?
C2 C3 C4 N2 -179.49(19) . . . . ?
N1 C3 C4 N2 0.9(2) . . . . ?
N2 C4 C5 C6 179.4(2) . . . . ?
C3 C4 C5 C6 -2.3(3) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
Cl1 C1 C6 C5 -179.64(18) . . . . ?
C4 C5 C6 C1 1.3(3) . . . . ?
N2 C8 C9 C10 175.07(16) . . . . ?
C12 C8 C9 C10 -57.8(2) . . . . ?
C8 C9 C10 N3 56.2(2) . . . . ?
N3 C11 C12 C8 -57.4(2) . . . . ?
N2 C8 C12 C11 -175.91(17) . . . . ?
C9 C8 C12 C11 58.3(2) . . . . ?
N3 C13 C14 C15 162.73(18) . . . . ?
C13 C14 C15 N4 -174.68(18) . . . . ?
N5 C17 C18 C19 178.4(3) . . . . ?
C22 C17 C18 C19 0.3(4) . . . . ?
C17 C18 C19 C20 0.3(5) . . . . ?
C18 C19 C20 C21 -1.1(6) . . . . ?
C19 C20 C21 C22 1.1(5) . . . . ?
C20 C21 C22 N4 180.0(3) . . . . ?
C20 C21 C22 C17 -0.5(4) . . . . ?
C18 C17 C22 C21 -0.2(4) . . . . ?
N5 C17 C22 C21 -178.7(2) . . . . ?
C18 C17 C22 N4 179.4(2) . . . . ?
N5 C17 C22 N4 0.9(2) . . . . ?
C2 C3 N1 C7 179.6(2) . . . . ?
C4 C3 N1 C7 -0.9(2) . . . . ?
O1 C7 N1 C3 179.3(2) . . . . ?
N2 C7 N1 C3 0.4(2) . . . . ?
O1 C7 N2 C4 -178.7(2) . . . . ?
N1 C7 N2 C4 0.2(2) . . . . ?
O1 C7 N2 C8 -1.6(3) . . . . ?
N1 C7 N2 C8 177.28(17) . . . . ?
C5 C4 N2 C7 177.8(2) . . . . ?
C3 C4 N2 C7 -0.7(2) . . . . ?
C5 C4 N2 C8 1.0(4) . . . . ?
C3 C4 N2 C8 -177.44(19) . . . . ?
C9 C8 N2 C7 -102.7(2) . . . . ?
C12 C8 N2 C7 132.6(2) . . . . ?
C9 C8 N2 C4 73.7(3) . . . . ?
C12 C8 N2 C4 -50.9(3) . . . . ?
C9 C10 N3 C11 -54.3(2) . . . . ?
C9 C10 N3 C13 -178.36(18) . . . . ?
C12 C11 N3 C10 55.2(2) . . . . ?
C12 C11 N3 C13 178.45(16) . . . . ?
C14 C13 N3 C10 -168.49(19) . . . . ?
C14 C13 N3 C11 67.6(2) . . . . ?
O2 C16 N4 C22 -179.2(2) . . . . ?
N5 C16 N4 C22 0.5(3) . . . . ?
O2 C16 N4 C15 0.1(4) . . . . ?
N5 C16 N4 C15 179.73(19) . . . . ?
C21 C22 N4 C16 178.7(3) . . . . ?
C17 C22 N4 C16 -0.9(2) . . . . ?
C21 C22 N4 C15 -0.5(4) . . . . ?
C17 C22 N4 C15 179.9(2) . . . . ?
C14 C15 N4 C16 -101.2(2) . . . . ?
C14 C15 N4 C22 77.9(3) . . . . ?
O2 C16 N5 C17 179.8(2) . . . . ?
N4 C16 N5 C17 0.1(3) . . . . ?
C18 C17 N5 C16 -178.9(2) . . . . ?
C22 C17 N5 C16 -0.6(3) . . . . ?
O3 C23 C24 C25 -163.9(2) . . . . ?
O4 C23 C24 C25 14.7(3) . . . . ?
O3 C23 C24 C29 13.7(3) . . . . ?
O4 C23 C24 C29 -167.7(2) . . . . ?
C29 C24 C25 O5 178.9(3) . . . . ?
C23 C24 C25 O5 -3.5(3) . . . . ?
C29 C24 C25 C26 0.0 . . . . ?
C23 C24 C25 C26 177.6(2) . . . . ?
O5 C25 C26 C27 -178.9(2) . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C28 C29 C24 0.0 . . . . ?
C25 C24 C29 C28 0.0 . . . . ?
C23 C24 C29 C28 -177.7(2) . . . . ?
