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#$Date: 2023-08-03 03:00:19 +0300 (Thu, 03 Aug 2023) $
#$Revision: 285432 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/71/7247139.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_7247139
loop_
_publ_author_name
'Palica, Katarzyna'
'Deufel, Fritz'
'Skagseth, Susann'
'Di Santo-Meztler, Paula'
'Thoma, Johannes'
'Andersson Rasmussen, Anna'
'Valkonen, Arto'
'Sunnerhagen, Per'
'Leiros, Hanna-Kirsti S.'
'Andersson, Hanna'
'Erdelyi, Mate'
_publ_section_title
;
 α-Aminophosphonate inhibitors of metallo-β-lactamases NDM-1 and VIM-2
;
_journal_name_full               'RSC Medicinal Chemistry'
_journal_paper_doi               10.1039/D3MD00286A
_journal_year                    2023
_chemical_formula_moiety         'C24 H35 N2 O6 P S'
_chemical_formula_sum            'C24 H35 N2 O6 P S'
_chemical_formula_weight         510.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2022-08-26 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.482(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2580(5)
_cell_length_b                   17.1642(5)
_cell_length_c                   14.6705(4)
_cell_measurement_reflns_used    3867
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.6620
_cell_measurement_theta_min      2.6860
_cell_volume                     2582.95(16)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    SHELXL-2019/2
_computing_publication_material  SHELXL-2019/2
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.0107
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0823
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9815
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_min         2.313
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.837
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       prism
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.938
_refine_diff_density_min         -0.951
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4680
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0782
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1714P)²+1.0242P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2331
_refine_ls_wR_factor_ref         0.2910
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3302
_reflns_number_total             4680
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3md00286a2.cif
_cod_data_source_block           4g-1
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7247139
_shelx_shelxl_version_number     2019/2
_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   0.973
_shelx_estimated_absorpt_t_max   0.982
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'
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
S12 S 0.70495(12) 0.16474(6) 0.55481(8) 0.0382(4) Uani 1 1 d . . . . .
P1 P 0.68131(11) 0.52739(6) 0.60504(7) 0.0264(4) Uani 1 1 d . . . . .
O1 O 0.5954(3) 0.57256(15) 0.5443(2) 0.0318(7) Uani 1 1 d . . . . .
O10 O 0.7326(3) 0.30298(16) 0.6663(2) 0.0367(8) Uani 1 1 d . . . . .
O1A O 0.8052(3) 0.49268(17) 0.55671(19) 0.0324(7) Uani 1 1 d . . . . .
O1B O 0.7425(3) 0.57266(15) 0.6880(2) 0.0360(8) Uani 1 1 d . . . . .
O4C O 0.3327(3) 0.60179(18) 0.7164(2) 0.0428(8) Uani 1 1 d . . . . .
O5C O 0.4252(3) 0.63218(16) 0.8528(2) 0.0371(8) Uani 1 1 d . . . . .
N4 N 0.4959(3) 0.52806(18) 0.7768(2) 0.0270(8) Uani 1 1 d . . . . .
N9 N 0.5841(3) 0.38229(17) 0.5958(2) 0.0258(8) Uani 1 1 d D . . . .
H9 H 0.535(4) 0.389(2) 0.545(2) 0.031 Uiso 1 1 d D U . . .
C2 C 0.6044(4) 0.4450(2) 0.6614(3) 0.0254(9) Uani 1 1 d . . . . .
H2 H 0.667044 0.425414 0.708664 0.031 Uiso 1 1 calc R U . . .
C3 C 0.4765(4) 0.4660(2) 0.7107(3) 0.0267(9) Uani 1 1 d . . . . .
H3 H 0.413506 0.485517 0.663539 0.032 Uiso 1 1 calc R U . . .
C5 C 0.5748(4) 0.5064(2) 0.8573(3) 0.0284(9) Uani 1 1 d . . . . .
H5A H 0.581960 0.551561 0.899077 0.034 Uiso 1 1 calc R U . . .
H5B H 0.663768 0.491761 0.838060 0.034 Uiso 1 1 calc R U . . .
C6 C 0.5118(5) 0.4385(2) 0.9064(3) 0.0359(11) Uani 1 1 d . . . . .
H6A H 0.427220 0.455360 0.931667 0.043 Uiso 1 1 calc R U . . .
H6B H 0.568520 0.422007 0.957777 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4898(5) 0.3697(2) 0.8420(3) 0.0386(11) Uani 1 1 d . . . . .
H7A H 0.440840 0.328345 0.874038 0.046 Uiso 1 1 calc R U . . .
H7B H 0.575015 0.347843 0.823717 0.046 Uiso 1 1 calc R U . . .
C8 C 0.4136(5) 0.3952(2) 0.7571(3) 0.0349(10) Uani 1 1 d . . . . .
H8A H 0.323278 0.408534 0.774531 0.042 Uiso 1 1 calc R U . . .
H8B H 0.409462 0.351387 0.713341 0.042 Uiso 1 1 calc R U . . .
C10 C 0.6502(4) 0.3146(2) 0.6057(3) 0.0292(10) Uani 1 1 d . . . . .
C11 C 0.6178(4) 0.2506(2) 0.5411(3) 0.0283(9) Uani 1 1 d . . . . .
C13 C 0.6143(5) 0.1201(2) 0.4699(3) 0.0325(10) Uani 1 1 d . . . . .
C14 C 0.6288(5) 0.0435(2) 0.4375(3) 0.0398(11) Uani 1 1 d . . . . .
H14 H 0.693723 0.010141 0.462532 0.048 Uiso 1 1 calc R U . . .
C15 C 0.5477(5) 0.0180(2) 0.3694(3) 0.0418(12) Uani 1 1 d . . . . .
H15 H 0.557206 -0.033475 0.346687 0.050 Uiso 1 1 calc R U . . .
C16 C 0.4513(5) 0.0662(3) 0.3328(3) 0.0418(12) Uani 1 1 d . . . . .
H16 H 0.396643 0.047159 0.285145 0.050 Uiso 1 1 calc R U . . .
C17 C 0.4338(5) 0.1415(3) 0.3648(3) 0.0381(11) Uani 1 1 d . . . . .
H17 H 0.366010 0.173559 0.341016 0.046 Uiso 1 1 calc R U . . .
C18 C 0.5193(4) 0.1695(2) 0.4336(3) 0.0274(9) Uani 1 1 d . . . . .
C19 C 0.5241(4) 0.2453(2) 0.4751(3) 0.0273(9) Uani 1 1 d . . . . .
H19 H 0.468128 0.287095 0.458340 0.033 Uiso 1 1 calc R U . . .
C2A C 0.7995(5) 0.4648(3) 0.4629(3) 0.0374(11) Uani 1 1 d . . . . .
H2A1 H 0.707946 0.453501 0.445661 0.045 Uiso 1 1 calc R U . . .
H2A2 H 0.850159 0.415920 0.457595 0.045 Uiso 1 1 calc R U . . .
C3A C 0.8540(5) 0.5248(3) 0.4000(3) 0.0429(12) Uani 1 1 d . . . . .
H3A1 H 0.849708 0.505420 0.337161 0.064 Uiso 1 1 calc R U . . .
H3A2 H 0.803041 0.572866 0.404769 0.064 Uiso 1 1 calc R U . . .
H3A3 H 0.944990 0.535355 0.416681 0.064 Uiso 1 1 calc R U . . .
C2B C 0.7893(5) 0.6524(2) 0.6795(3) 0.0379(11) Uani 1 1 d . . . . .
H2B1 H 0.746020 0.686073 0.724905 0.046 Uiso 1 1 calc R U . . .
H2B2 H 0.768438 0.672767 0.617888 0.046 Uiso 1 1 calc R U . . .
C3B C 0.9309(6) 0.6534(3) 0.6946(5) 0.0689(19) Uani 1 1 d . . . . .
H3B1 H 0.963216 0.706916 0.689004 0.103 Uiso 1 1 calc R U . . .
H3B2 H 0.950802 0.633632 0.755808 0.103 Uiso 1 1 calc R U . . .
H3B3 H 0.973155 0.620365 0.649101 0.103 Uiso 1 1 calc R U . . .
C4C C 0.4115(4) 0.5888(2) 0.7770(3) 0.0295(9) Uani 1 1 d . . . . .
C6C C 0.3576(5) 0.7080(2) 0.8602(3) 0.0361(11) Uani 1 1 d . . . . .
C7C C 0.2114(6) 0.6957(3) 0.8626(4) 0.0548(15) Uani 1 1 d . . . . .
H7C1 H 0.167552 0.746253 0.867470 0.082 Uiso 1 1 calc R U . . .
H7C2 H 0.182865 0.669549 0.806474 0.082 Uiso 1 1 calc R U . . .
H7C3 H 0.189192 0.663394 0.915268 0.082 Uiso 1 1 calc R U . . .
C8C C 0.4066(7) 0.7391(3) 0.9504(4) 0.0656(19) Uani 1 1 d . . . . .
H8C1 H 0.367083 0.790052 0.962063 0.098 Uiso 1 1 calc R U . . .
H8C2 H 0.382935 0.702863 0.999182 0.098 Uiso 1 1 calc R U . . .
H8C3 H 0.501659 0.744497 0.948541 0.098 Uiso 1 1 calc R U . . .
C9C C 0.4019(6) 0.7603(3) 0.7845(4) 0.0492(13) Uani 1 1 d . . . . .
H9C1 H 0.357454 0.810718 0.788995 0.074 Uiso 1 1 calc R U . . .
H9C2 H 0.496332 0.768238 0.789344 0.074 Uiso 1 1 calc R U . . .
H9C3 H 0.380850 0.736229 0.725598 0.074 Uiso 1 1 calc R U . . .
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'
S S 0.1246 0.1234 '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
C13 S12 C11 91.1(2) . . ?
O1 P1 O1B 116.27(17) . . ?
O1 P1 O1A 114.11(17) . . ?
O1B P1 O1A 102.52(17) . . ?
O1 P1 C2 115.14(19) . . ?
O1B P1 C2 101.82(17) . . ?
O1A P1 C2 105.34(17) . . ?
C2A O1A P1 121.5(3) . . ?
C2B O1B P1 121.9(3) . . ?
C4C O5C C6C 120.1(3) . . ?
C4C N4 C3 118.8(3) . . ?
C4C N4 C5 122.6(3) . . ?
C3 N4 C5 115.0(3) . . ?
C10 N9 C2 119.7(3) . . ?
C10 N9 H9 118(3) . . ?
C2 N9 H9 122(3) . . ?
N9 C2 C3 111.4(3) . . ?
N9 C2 P1 109.5(3) . . ?
C3 C2 P1 113.8(3) . . ?
N9 C2 H2 107.3 . . ?
C3 C2 H2 107.3 . . ?
P1 C2 H2 107.3 . . ?
N4 C3 C8 109.8(3) . . ?
N4 C3 C2 111.8(3) . . ?
C8 C3 C2 112.6(3) . . ?
N4 C3 H3 107.5 . . ?
C8 C3 H3 107.5 . . ?
C2 C3 H3 107.5 . . ?
N4 C5 C6 109.9(3) . . ?
N4 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
N4 C5 H5B 109.7 . . ?
C6 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 C7 111.3(3) . . ?
C5 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C6 C7 C8 110.7(4) . . ?
C6 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C7 C8 C3 112.0(4) . . ?
C7 C8 H8A 109.2 . . ?
C3 C8 H8A 109.2 . . ?
C7 C8 H8B 109.2 . . ?
C3 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
O10 C10 N9 123.6(4) . . ?
O10 C10 C11 119.2(4) . . ?
N9 C10 C11 117.2(4) . . ?
C19 C11 C10 131.0(4) . . ?
C19 C11 S12 112.7(3) . . ?
C10 C11 S12 116.2(3) . . ?
C18 C13 C14 121.1(4) . . ?
C18 C13 S12 112.1(3) . . ?
C14 C13 S12 126.9(4) . . ?
C15 C14 C13 118.7(5) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C16 121.2(4) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 121.1(5) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 118.4(5) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
C13 C18 C17 119.5(4) . . ?
C13 C18 C19 111.6(4) . . ?
C17 C18 C19 128.9(4) . . ?
C11 C19 C18 112.5(4) . . ?
C11 C19 H19 123.8 . . ?
C18 C19 H19 123.8 . . ?
O1A C2A C3A 110.2(4) . . ?
O1A C2A H2A1 109.6 . . ?
C3A C2A H2A1 109.6 . . ?
O1A C2A H2A2 109.6 . . ?
C3A C2A H2A2 109.6 . . ?
H2A1 C2A H2A2 108.1 . . ?
C2A C3A H3A1 109.5 . . ?
C2A C3A H3A2 109.5 . . ?
H3A1 C3A H3A2 109.5 . . ?
C2A C3A H3A3 109.5 . . ?
H3A1 C3A H3A3 109.5 . . ?
H3A2 C3A H3A3 109.5 . . ?
O1B C2B C3B 108.9(4) . . ?
O1B C2B H2B1 109.9 . . ?
C3B C2B H2B1 109.9 . . ?
O1B C2B H2B2 109.9 . . ?
C3B C2B H2B2 109.9 . . ?
H2B1 C2B H2B2 108.3 . . ?
C2B C3B H3B1 109.5 . . ?
C2B C3B H3B2 109.5 . . ?
H3B1 C3B H3B2 109.5 . . ?
C2B C3B H3B3 109.5 . . ?
H3B1 C3B H3B3 109.5 . . ?
H3B2 C3B H3B3 109.5 . . ?
O4C C4C O5C 124.5(4) . . ?
O4C C4C N4 124.0(4) . . ?
O5C C4C N4 111.4(4) . . ?
O5C C6C C9C 109.1(4) . . ?
O5C C6C C8C 102.9(4) . . ?
C9C C6C C8C 109.7(4) . . ?
O5C C6C C7C 110.1(4) . . ?
C9C C6C C7C 113.9(4) . . ?
C8C C6C C7C 110.6(5) . . ?
C6C C7C H7C1 109.5 . . ?
C6C C7C H7C2 109.5 . . ?
H7C1 C7C H7C2 109.5 . . ?
C6C C7C H7C3 109.5 . . ?
H7C1 C7C H7C3 109.5 . . ?
H7C2 C7C H7C3 109.5 . . ?
C6C C8C H8C1 109.5 . . ?
C6C C8C H8C2 109.5 . . ?
H8C1 C8C H8C2 109.5 . . ?
C6C C8C H8C3 109.5 . . ?
H8C1 C8C H8C3 109.5 . . ?
H8C2 C8C H8C3 109.5 . . ?
C6C C9C H9C1 109.5 . . ?
C6C C9C H9C2 109.5 . . ?
H9C1 C9C H9C2 109.5 . . ?
C6C C9C H9C3 109.5 . . ?
H9C1 C9C H9C3 109.5 . . ?
H9C2 C9C H9C3 109.5 . . ?
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
S12 C13 1.728(5) . ?
S12 C11 1.734(4) . ?
P1 O1 1.469(3) . ?
P1 O1B 1.570(3) . ?
P1 O1A 1.577(3) . ?
P1 C2 1.821(4) . ?
O10 C10 1.238(5) . ?
O1A C2A 1.458(5) . ?
O1B C2B 1.457(5) . ?
O4C C4C 1.217(5) . ?
O5C C4C 1.345(5) . ?
O5C C6C 1.479(5) . ?
N4 C4C 1.356(5) . ?
N4 C3 1.453(5) . ?
N4 C5 1.474(5) . ?
N9 C10 1.353(5) . ?
N9 C2 1.457(5) . ?
N9 H9 0.911(19) . ?
C2 C3 1.546(6) . ?
C2 H2 1.0000 . ?
C3 C8 1.537(6) . ?
C3 H3 1.0000 . ?
C5 C6 1.517(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.528(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.529(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 C11 1.487(5) . ?
C11 C19 1.361(6) . ?
C13 C18 1.394(6) . ?
C13 C14 1.406(6) . ?
C14 C15 1.367(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.417(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.437(5) . ?
C19 H19 0.9500 . ?
C2A C3A 1.495(6) . ?
C2A H2A1 0.9900 . ?
C2A H2A2 0.9900 . ?
C3A H3A1 0.9800 . ?
C3A H3A2 0.9800 . ?
C3A H3A3 0.9800 . ?
C2B C3B 1.467(8) . ?
C2B H2B1 0.9900 . ?
C2B H2B2 0.9900 . ?
C3B H3B1 0.9800 . ?
C3B H3B2 0.9800 . ?
C3B H3B3 0.9800 . ?
C6C C9C 1.503(7) . ?
C6C C8C 1.509(7) . ?
C6C C7C 1.515(7) . ?
C7C H7C1 0.9800 . ?
C7C H7C2 0.9800 . ?
C7C H7C3 0.9800 . ?
C8C H8C1 0.9800 . ?
C8C H8C2 0.9800 . ?
C8C H8C3 0.9800 . ?
C9C H9C1 0.9800 . ?
C9C H9C2 0.9800 . ?
C9C H9C3 0.9800 . ?
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
N9 H9 O1 0.911(19) 1.97(2) 2.856(4) 163(4) 3_666 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
O1 P1 O1A C2A -35.8(3) . . . . ?
O1B P1 O1A C2A -162.4(3) . . . . ?
C2 P1 O1A C2A 91.5(3) . . . . ?
O1 P1 O1B C2B -39.7(4) . . . . ?
O1A P1 O1B C2B 85.5(4) . . . . ?
C2 P1 O1B C2B -165.7(3) . . . . ?
C10 N9 C2 C3 -119.4(4) . . . . ?
C10 N9 C2 P1 113.9(3) . . . . ?
O1 P1 C2 N9 74.1(3) . . . . ?
O1B P1 C2 N9 -159.2(3) . . . . ?
O1A P1 C2 N9 -52.5(3) . . . . ?
O1 P1 C2 C3 -51.3(3) . . . . ?
O1B P1 C2 C3 75.4(3) . . . . ?
O1A P1 C2 C3 -177.9(3) . . . . ?
C4C N4 C3 C8 -102.1(4) . . . . ?
C5 N4 C3 C8 56.7(5) . . . . ?
C4C N4 C3 C2 132.2(4) . . . . ?
C5 N4 C3 C2 -68.9(4) . . . . ?
N9 C2 C3 N4 179.5(3) . . . . ?
P1 C2 C3 N4 -56.1(4) . . . . ?
N9 C2 C3 C8 55.4(4) . . . . ?
P1 C2 C3 C8 179.7(3) . . . . ?
C4C N4 C5 C6 99.6(4) . . . . ?
C3 N4 C5 C6 -58.4(5) . . . . ?
N4 C5 C6 C7 55.1(5) . . . . ?
C5 C6 C7 C8 -53.6(5) . . . . ?
C6 C7 C8 C3 52.4(5) . . . . ?
N4 C3 C8 C7 -52.9(5) . . . . ?
C2 C3 C8 C7 72.4(4) . . . . ?
C2 N9 C10 O10 -2.9(6) . . . . ?
C2 N9 C10 C11 175.3(4) . . . . ?
O10 C10 C11 C19 173.0(4) . . . . ?
N9 C10 C11 C19 -5.3(7) . . . . ?
O10 C10 C11 S12 -2.2(5) . . . . ?
N9 C10 C11 S12 179.5(3) . . . . ?
C13 S12 C11 C19 0.1(3) . . . . ?
C13 S12 C11 C10 176.2(3) . . . . ?
C11 S12 C13 C18 -0.9(3) . . . . ?
C11 S12 C13 C14 179.1(4) . . . . ?
C18 C13 C14 C15 0.0(7) . . . . ?
S12 C13 C14 C15 -180.0(4) . . . . ?
C13 C14 C15 C16 -0.6(7) . . . . ?
C14 C15 C16 C17 -0.5(7) . . . . ?
C15 C16 C17 C18 2.2(7) . . . . ?
C14 C13 C18 C17 1.7(6) . . . . ?
S12 C13 C18 C17 -178.4(3) . . . . ?
C14 C13 C18 C19 -178.6(4) . . . . ?
S12 C13 C18 C19 1.4(5) . . . . ?
C16 C17 C18 C13 -2.7(6) . . . . ?
C16 C17 C18 C19 177.6(4) . . . . ?
C10 C11 C19 C18 -174.6(4) . . . . ?
S12 C11 C19 C18 0.7(5) . . . . ?
C13 C18 C19 C11 -1.4(5) . . . . ?
C17 C18 C19 C11 178.4(4) . . . . ?
P1 O1A C2A C3A 100.4(4) . . . . ?
P1 O1B C2B C3B -115.1(5) . . . . ?
C6C O5C C4C O4C -10.4(7) . . . . ?
C6C O5C C4C N4 170.3(4) . . . . ?
C3 N4 C4C O4C -12.5(7) . . . . ?
C5 N4 C4C O4C -169.7(4) . . . . ?
C3 N4 C4C O5C 166.8(4) . . . . ?
C5 N4 C4C O5C 9.7(5) . . . . ?
C4C O5C C6C C9C -59.4(6) . . . . ?
C4C O5C C6C C8C -175.8(4) . . . . ?
C4C O5C C6C C7C 66.3(5) . . . . ?
