# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_3AminoPyr11_07_240_00
_database_code_depnum_ccdc_archive 'CCDC 2244232'
loop_
_audit_author_name
_audit_author_address
'Daria Budzikur-Maciag'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2023-05-15 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C5 N2 H7), (H2 P2 O6), 0.5(H4 P2 O6), (H2 O)'
_chemical_formula_sum            'C10 H20 N4 O10 P3'
_chemical_formula_weight         449.21

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                   9.641(2)
_cell_length_b                   9.739(2)
_cell_length_c                   11.262(2)
_cell_angle_alpha                97.39(2)
_cell_angle_beta                 101.51(2)
_cell_angle_gamma                113.55(2)
_cell_volume                     924.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    19689
_cell_measurement_theta_min      1.8840
_cell_measurement_theta_max      42.6630

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_F_000             466
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.131
_exptl_absorpt_coefficient_mu    0.381
_shelx_estimated_absorpt_T_min   0.904
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      240(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            45055
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.897
_diffrn_reflns_theta_max         48.040
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.790
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.790
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.790
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             14010
_reflns_number_gt                8479
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0576P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14010
_refine_ls_number_parameters     345
_refine_ls_number_restraints     90
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1116
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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
P1A P 0.11790(2) 0.30369(2) 0.90741(2) 0.01696(5) Uani 1 1 d . . . . .
O1A O 0.22533(7) 0.43791(7) 1.01477(6) 0.02201(12) Uani 1 1 d . . . . .
O2A O 0.19986(8) 0.25913(7) 0.81780(6) 0.02281(12) Uani 1 1 d . . . . .
O3A O 0.02504(9) 0.15623(8) 0.95180(7) 0.02760(14) Uani 1 1 d . . . . .
H3PA H 0.0226(17) 0.1762(16) 1.0184(14) 0.041(4) Uiso 1 1 d . . . . .
P2A P -0.05585(2) 0.36454(2) 0.80089(2) 0.01765(5) Uani 1 1 d . . . . .
O4A O 0.02855(8) 0.52639(7) 0.78760(7) 0.02592(13) Uani 1 1 d . . . . .
O5A O -0.14702(8) 0.24073(8) 0.68218(6) 0.02736(13) Uani 1 1 d . . . . .
O6A O -0.17512(8) 0.34805(8) 0.88030(7) 0.02792(14) Uani 1 1 d . . . . .
H6PA H -0.1741(16) 0.4351(16) 0.9143(14) 0.044(4) Uiso 1 1 d . . . . .
P1B P 0.09783(2) -0.01802(2) 0.55087(2) 0.01800(5) Uani 1 1 d . . . . .
O1B O 0.25020(8) 0.09367(8) 0.53777(7) 0.02865(14) Uani 1 1 d . . . . .
O2B O 0.05925(8) -0.18884(7) 0.50356(6) 0.02610(13) Uani 1 1 d . . . . .
H2PB H 0.099(3) -0.213(3) 0.420(3) 0.119(8) Uiso 1 1 d . . . . .
O3B O 0.08882(8) -0.00382(7) 0.68740(6) 0.02461(13) Uani 1 1 d . . . . .
H3PB H 0.133(2) 0.110(2) 0.7315(19) 0.088(6) Uiso 1 1 d . . . . .
N1B N 0.46097(11) 0.28242(13) 0.44157(10) 0.0421(2) Uani 1 1 d D . . . .
H1NB H 0.3854(19) 0.2107(18) 0.4622(16) 0.058(5) Uiso 1 1 d . . . . .
C2B C 0.42228(11) 0.34610(13) 0.34971(10) 0.0351(2) Uani 1 1 d D . . . .
H2B H 0.316343 0.309550 0.304628 0.042 Uiso 1 1 calc R U . . .
C3B C 0.53954(11) 0.46694(12) 0.32094(9) 0.03062(19) Uani 1 1 d D . . . .
N3B N 0.50307(11) 0.53609(13) 0.23044(10) 0.0412(2) Uani 1 1 d D . . . .
H3B1 H 0.4015(18) 0.4832(17) 0.1683(15) 0.053(4) Uiso 1 1 d . . . . .
H3B2 H 0.5934(19) 0.6220(17) 0.2092(15) 0.054(4) Uiso 1 1 d . . . . .
C4B C 0.69532(11) 0.51780(14) 0.39263(10) 0.0358(2) Uani 1 1 d D . . . .
H4B H 0.777028 0.601140 0.377806 0.043 Uiso 1 1 calc R U . . .
C5B C 0.72888(13) 0.44636(16) 0.48434(11) 0.0449(3) Uani 1 1 d D . . . .
H5B H 0.833653 0.478911 0.530565 0.054 Uiso 1 1 calc R U . . .
C6B C 0.60887(14) 0.32700(17) 0.50848(12) 0.0495(3) Uani 1 1 d D . . . .
H6B H 0.630775 0.277608 0.571179 0.059 Uiso 1 1 calc R U . . .
N1A N 0.3365(7) 0.7461(10) 0.8668(9) 0.0309(10) Uani 0.501(9) 1 d D U P A 1
C2A C 0.3465(4) 0.8425(6) 0.7911(5) 0.0294(10) Uani 0.501(9) 1 d D U P A 1
H2A H 0.256256 0.827252 0.730052 0.035 Uiso 0.501(9) 1 calc R U P A 1
C3A C 0.4913(4) 0.9663(4) 0.8028(4) 0.0301(7) Uani 0.501(9) 1 d D U P A 1
N3A N 0.5050(4) 1.0671(6) 0.7285(5) 0.0499(11) Uani 0.501(9) 1 d D U P A 1
H3A1 H 0.422716 1.055712 0.671979 0.060 Uiso 0.501(9) 1 calc R U P A 1
H3A2 H 0.596079 1.143239 0.737279 0.060 Uiso 0.501(9) 1 calc R U P A 1
C4A C 0.6217(4) 0.9790(5) 0.8932(4) 0.0315(9) Uani 0.501(9) 1 d D U P A 1
H4A H 0.722388 1.056096 0.900185 0.038 Uiso 0.501(9) 1 calc R U P A 1
C5A C 0.6041(7) 0.8801(8) 0.9715(6) 0.0339(12) Uani 0.501(9) 1 d D U P A 1
H5A H 0.691845 0.891789 1.033564 0.041 Uiso 0.501(9) 1 calc R U P A 1
C6A C 0.4577(8) 0.7635(8) 0.9590(6) 0.0316(11) Uani 0.501(9) 1 d D U P A 1
H6A H 0.443463 0.697594 1.014229 0.038 Uiso 0.501(9) 1 calc R U P A 1
N1X N 0.3275(6) 0.7374(10) 0.8474(9) 0.0291(9) Uani 0.499(9) 1 d D U P A 2
C2X C 0.3454(4) 0.8263(6) 0.7653(5) 0.0285(9) Uani 0.499(9) 1 d D U P A 2
H2X H 0.257374 0.813451 0.702983 0.034 Uiso 0.499(9) 1 calc R U P A 2
C3X C 0.4953(4) 0.9386(4) 0.7719(4) 0.0288(7) Uani 0.499(9) 1 d D U P A 2
N3X N 0.5173(4) 1.0253(5) 0.6863(5) 0.0453(9) Uani 0.499(9) 1 d D U P A 2
H3X1 H 0.437562 1.011671 0.625987 0.054 Uiso 0.499(9) 1 calc R U P A 2
H3X2 H 0.611064 1.094544 0.691710 0.054 Uiso 0.499(9) 1 calc R U P A 2
C4X C 0.6213(5) 0.9510(5) 0.8668(5) 0.0345(9) Uani 0.499(9) 1 d D U P A 2
H4X H 0.723865 1.024521 0.874257 0.041 Uiso 0.499(9) 1 calc R U P A 2
C5X C 0.5965(7) 0.8569(8) 0.9488(6) 0.0335(11) Uani 0.499(9) 1 d D U P A 2
H5X H 0.681271 0.868702 1.013981 0.040 Uiso 0.499(9) 1 calc R U P A 2
C6X C 0.4472(8) 0.7450(8) 0.9358(6) 0.0308(10) Uani 0.499(9) 1 d D U P A 2
H6X H 0.430047 0.675526 0.988044 0.037 Uiso 0.499(9) 1 calc R U P A 2
O1W O 0.04777(10) 0.22825(9) 1.18677(8) 0.03582(17) Uani 1 1 d DG . . . .
H1W1 H -0.002002 0.155953 1.216328 0.045(4) Uiso 1 1 d DG . . . .
H1W2 H 0.020972 0.298691 1.200257 0.057(5) Uiso 1 1 d DG . . . .
H1N H 0.237(2) 0.664(2) 0.8414(17) 0.074(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
P1A O1A 1.5017(8) . yes
P1A O2A 1.5202(7) . yes
P1A O3A 1.5651(8) . yes
P1A P2A 2.1842(5) . yes
O2A H3PB 1.45(2) . ?
O3A H3PA 0.758(15) . ?
P2A O4A 1.5012(8) . yes
P2A O5A 1.5110(9) . yes
P2A O6A 1.5645(8) . yes
O6A H6PA 0.880(14) . ?
P1B O1B 1.4879(8) . yes
P1B O2B 1.5454(8) . yes
P1B O3B 1.5489(7) . yes
P1B P1B 2.1827(6) 2_556 yes
O2B H2PB 1.12(3) . ?
O3B H3PB 1.03(2) . ?
N1B C6B 1.3349(14) . ?
N1B C2B 1.3379(13) . ?
N1B H1NB 0.880(16) . ?
C2B C3B 1.3961(13) . ?
C2B H2B 0.9400 . ?
C3B N3B 1.3560(12) . ?
C3B C4B 1.4042(13) . ?
N3B H3B1 0.972(15) . ?
N3B H3B2 1.033(16) . ?
C4B C5B 1.3737(14) . ?
C4B H4B 0.9400 . ?
C5B C6B 1.3769(15) . ?
C5B H5B 0.9400 . ?
C6B H6B 0.9400 . ?
N1A C6A 1.3356(18) . ?
N1A C2A 1.3358(18) . ?
N1A H1N 0.927(19) . ?
C2A C3A 1.4007(16) . ?
C2A H2A 0.9400 . ?
C3A N3A 1.3539(16) . ?
C3A C4A 1.4018(17) . ?
N3A H3A1 0.8700 . ?
N3A H3A2 0.8700 . ?
C4A C5A 1.3717(17) . ?
C4A H4A 0.9400 . ?
C5A C6A 1.3789(18) . ?
C5A H5A 0.9400 . ?
C6A H6A 0.9400 . ?
N1X C2X 1.3353(18) . ?
N1X C6X 1.3355(18) . ?
N1X H1N 0.861(18) . ?
C2X C3X 1.4010(16) . ?
C2X H2X 0.9400 . ?
C3X N3X 1.3539(16) . ?
C3X C4X 1.4013(17) . ?
N3X H3X1 0.8700 . ?
N3X H3X2 0.8700 . ?
C4X C5X 1.3718(18) . ?
C4X H4X 0.9400 . ?
C5X C6X 1.3790(18) . ?
C5X H5X 0.9400 . ?
C6X H6X 0.9400 . ?
O1W H1W1 0.8311 . ?
O1W H1W2 0.8312 . ?

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 P1A O2A 114.51(4) . . yes
O1A P1A O3A 112.15(4) . . yes
O2A P1A O3A 107.32(4) . . yes
O1A P1A P2A 108.11(3) . . yes
O2A P1A P2A 107.27(3) . . yes
O3A P1A P2A 107.13(4) . . yes
P1A O2A H3PB 123.9(8) . . ?
P1A O3A H3PA 111.5(11) . . ?
O4A P2A O5A 117.05(5) . . yes
O4A P2A O6A 112.80(4) . . yes
O5A P2A O6A 105.72(5) . . yes
O4A P2A P1A 107.98(4) . . yes
O5A P2A P1A 108.03(4) . . yes
O6A P2A P1A 104.47(3) . . yes
P2A O6A H6PA 115.0(9) . . ?
O1B P1B O2B 114.43(5) . . yes
O1B P1B O3B 113.34(5) . . yes
O2B P1B O3B 104.78(4) . . yes
O1B P1B P1B 110.91(4) . 2_556 yes
O2B P1B P1B 106.89(4) . 2_556 yes
O3B P1B P1B 105.85(3) . 2_556 yes
P1B O2B H2PB 114.9(12) . . ?
P1B O3B H3PB 110.0(11) . . ?
C6B N1B C2B 123.39(10) . . ?
C6B N1B H1NB 117.6(11) . . ?
C2B N1B H1NB 118.9(11) . . ?
N1B C2B C3B 119.87(9) . . ?
N1B C2B H2B 120.1 . . ?
C3B C2B H2B 120.1 . . ?
N3B C3B C2B 121.03(9) . . ?
N3B C3B C4B 121.50(9) . . ?
C2B C3B C4B 117.42(9) . . ?
C3B N3B H3B1 119.4(9) . . ?
C3B N3B H3B2 118.8(9) . . ?
H3B1 N3B H3B2 118.3(12) . . ?
C5B C4B C3B 120.31(9) . . ?
C5B C4B H4B 119.8 . . ?
C3B C4B H4B 119.8 . . ?
C4B C5B C6B 119.92(10) . . ?
C4B C5B H5B 120.0 . . ?
C6B C5B H5B 120.0 . . ?
N1B C6B C5B 119.05(10) . . ?
N1B C6B H6B 120.5 . . ?
C5B C6B H6B 120.5 . . ?
C6A N1A C2A 123.56(19) . . ?
C6A N1A H1N 126.5(12) . . ?
C2A N1A H1N 109.8(12) . . ?
N1A C2A C3A 120.01(16) . . ?
N1A C2A H2A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
N3A C3A C2A 121.46(17) . . ?
N3A C3A C4A 121.66(17) . . ?
C2A C3A C4A 116.87(15) . . ?
C3A N3A H3A1 120.0 . . ?
C3A N3A H3A2 120.0 . . ?
H3A1 N3A H3A2 120.0 . . ?
C5A C4A C3A 120.73(16) . . ?
C5A C4A H4A 119.6 . . ?
C3A C4A H4A 119.6 . . ?
C4A C5A C6A 119.96(17) . . ?
C4A C5A H5A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
N1A C6A C5A 118.62(17) . . ?
N1A C6A H6A 120.7 . . ?
C5A C6A H6A 120.7 . . ?
C2X N1X C6X 123.51(18) . . ?
C2X N1X H1N 121.1(13) . . ?
C6X N1X H1N 115.1(13) . . ?
N1X C2X C3X 120.11(16) . . ?
N1X C2X H2X 119.9 . . ?
C3X C2X H2X 119.9 . . ?
N3X C3X C2X 121.11(17) . . ?
N3X C3X C4X 121.92(17) . . ?
C2X C3X C4X 116.89(15) . . ?
C3X N3X H3X1 120.0 . . ?
C3X N3X H3X2 120.0 . . ?
H3X1 N3X H3X2 120.0 . . ?
C5X C4X C3X 120.71(16) . . ?
C5X C4X H4X 119.6 . . ?
C3X C4X H4X 119.6 . . ?
C4X C5X C6X 120.01(17) . . ?
C4X C5X H5X 120.0 . . ?
C6X C5X H5X 120.0 . . ?
N1X C6X C5X 118.62(17) . . ?
N1X C6X H6X 120.7 . . ?
C5X C6X H6X 120.7 . . ?
H1W1 O1W H1W2 109.8 . . ?

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
O1A P1A P2A O4A 43.59(5) . . . . yes
O2A P1A P2A O4A -80.38(5) . . . . yes
O3A P1A P2A O4A 164.66(4) . . . . yes
O1A P1A P2A O5A 171.07(4) . . . . yes
O2A P1A P2A O5A 47.09(4) . . . . yes
O3A P1A P2A O5A -67.87(5) . . . . yes
O1A P1A P2A O6A -76.71(4) . . . . yes
O2A P1A P2A O6A 159.32(4) . . . . yes
O3A P1A P2A O6A 44.35(5) . . . . yes
C6B N1B C2B C3B -0.8(2) . . . . ?
N1B C2B C3B N3B -178.28(12) . . . . ?
N1B C2B C3B C4B -0.82(18) . . . . ?
N3B C3B C4B C5B 179.54(13) . . . . ?
C2B C3B C4B C5B 2.09(19) . . . . ?
C3B C4B C5B C6B -1.8(2) . . . . ?
C2B N1B C6B C5B 1.2(2) . . . . ?
C4B C5B C6B N1B 0.1(2) . . . . ?
C6A N1A C2A C3A 2.8(17) . . . . ?
N1A C2A C3A N3A -179.2(8) . . . . ?
N1A C2A C3A C4A 2.0(10) . . . . ?
N3A C3A C4A C5A 176.9(5) . . . . ?
C2A C3A C4A C5A -4.4(8) . . . . ?
C3A C4A C5A C6A 2.2(11) . . . . ?
C2A N1A C6A C5A -5.1(18) . . . . ?
C4A C5A C6A N1A 2.6(14) . . . . ?
C6X N1X C2X C3X -2.4(16) . . . . ?
N1X C2X C3X N3X 177.0(8) . . . . ?
N1X C2X C3X C4X 0.2(10) . . . . ?
N3X C3X C4X C5X -177.0(5) . . . . ?
C2X C3X C4X C5X -0.3(7) . . . . ?
C3X C4X C5X C6X 2.3(11) . . . . ?
C2X N1X C6X C5X 4.4(18) . . . . ?
C4X C5X C6X N1X -4.3(14) . . . . ?
O1B P1B P1B O1B 180.0 . . 2_556 2_556 yes
O2B P1B P1B O1B 54.63(5) . . 2_556 2_556 yes
O3B P1B P1B O1B -56.68(5) . . 2_556 2_556 yes
O1B P1B P1B O2B -54.63(5) . . 2_556 2_556 yes
O2B P1B P1B O2B 180.000(0) . . 2_556 2_556 yes
O3B P1B P1B O2B 68.69(5) . . 2_556 2_556 yes
O1B P1B P1B O3B 56.68(5) . . 2_556 2_556 yes
O2B P1B P1B O3B -68.69(5) . . 2_556 2_556 yes
O3B P1B P1B O3B 180.000(0) . . 2_556 2_556 yes

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
O3A H3PA O1W 0.758(15) 1.839(16) 2.5906(12) 171.3(16) .
O6A H6PA O1A 0.880(14) 1.674(15) 2.5253(10) 161.9(14) 2_567
O2B H2PB O5A 1.12(3) 1.36(3) 2.4745(10) 179(2) 2_556
O3B H3PB O2A 1.03(2) 1.45(2) 2.4648(12) 167.8(19) .
N1A H1N O4A 0.927(19) 1.832(18) 2.750(5) 170.3(17) .
N3A H3A1 O1B 0.87 2.20 3.043(4) 164.7 1_565
N3A H3A2 O5A 0.87 2.51 3.283(4) 148.2 1_665
N3A H3A2 O6A 0.87 2.38 3.142(4) 145.9 1_665
C4A H4A O3A 0.94 2.59 3.443(4) 151.1 1_665
C6A H6A O1A 0.94 2.56 3.296(5) 134.9 .
N1X H1N O4A 0.861(18) 1.832(18) 2.668(5) 163.2(18) .
N3X H3X1 O1B 0.87 2.35 3.132(4) 149.5 1_565
N3X H3X2 O5A 0.87 2.23 3.089(4) 170.1 1_665
C2X H2X O2B 0.94 2.63 3.555(5) 166.9 1_565
C4X H4X O3A 0.94 2.56 3.445(4) 156.7 1_665
C6X H6X O1A 0.94 2.47 3.262(4) 141.8 .
N1B H1NB O1B 0.880(16) 1.797(16) 2.6623(13) 167.2(16) .
N3B H3B1 O1A 0.972(15) 2.026(16) 2.9571(14) 159.9(12) 1_554
N3B H3B2 O2A 1.033(16) 1.974(16) 2.9682(14) 160.6(13) 2_666
C2B H2B O1W 0.94 2.41 3.3502(17) 177.1 1_554
C4B H4B O2B 0.94 2.62 3.3698(17) 137.1 1_665
C6B H6B O5A 0.94 2.44 3.1996(15) 138.1 1_655
O1W H1W1 O3B 0.83 1.96 2.786 170.0 2_557
O1W H1W2 O4A 0.83 1.94 2.7653(11) 171.6 2_567

_refine_diff_density_max         0.613
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.072


# start Validation Reply Form
_vrf_PLAT355_3AminoPyr11_07_240_00 
;
PROBLEM: Long O-H (X0.82,N0.98A) O2B - H2PB . 1.12 Ang.
RESPONSE: H2PB was located halfway between two hypodiphosphate oxygen atoms, 
and it was refined freely. The short hydrogen bond formed by this 
atom may be considered as a single-well O...H...O hydrogen bond. 
;
_vrf_PLAT772_3AminoPyr11_07_240_00 
;
PROBLEM: Suspect O-H Bond in CIF: O2A --H3PB .. 1.45 Ang.
RESPONSE: H3PB was located halfway between two hypodiphosphate oxygen atoms, 
and it was refined freely. The short hydrogen bond formed by this
atom may be considered as a single-well O...H...O hydrogen bond.  
;
_vrf_PLAT934_3AminoPyr11_07_240_00 
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers .. 2 Check
RESPONSE: The problem concerns very weak reflections, for which Sigmas 
could be overestimated, and therefore result in high 
(Iobs-Icalc)/Sigma(W) values.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_3AMINO12_d
_database_code_depnum_ccdc_archive 'CCDC 2244237'
loop_
_audit_author_name
_audit_author_address
'Daria Budzikur-Maciag'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2023-02-23 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C5 N2 H8), (H2 P2 O6)'
_chemical_formula_sum            'C5 H10 N2 O6 P2'
_chemical_formula_weight         256.09

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                   7.327(2)
_cell_length_b                   8.018(2)
_cell_length_c                   9.174(3)
_cell_angle_alpha                113.48(3)
_cell_angle_beta                 106.06(3)
_cell_angle_gamma                90.30(2)
_cell_volume                     470.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3469
_cell_measurement_theta_min      3.7510
_cell_measurement_theta_max      36.7590

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_F_000             264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.475
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75616
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.46a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            4585
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.918
_diffrn_reflns_theta_max         29.970
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.807
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.807
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.807
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2210
_reflns_number_gt                1985
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.46a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.46a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1065P)²+0.2022P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2210
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1579
_refine_ls_wR_factor_gt          0.1516
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
P1 P 0.82306(8) 0.25517(7) 0.47630(7) 0.0097(2) Uani 1 1 d . . . . .
O1 O 0.6592(2) 0.1277(2) 0.4580(2) 0.0141(4) Uani 1 1 d . . . . .
O2 O 0.7853(2) 0.4502(2) 0.5016(2) 0.0138(4) Uani 1 1 d . . . . .
O3 O 1.0045(3) 0.2719(2) 0.6252(2) 0.0141(4) Uani 1 1 d . . . . .
H3P H 0.984(6) 0.187(5) 0.650(5) 0.041(11) Uiso 1 1 d . . . . .
P2 P 0.90044(8) 0.12411(7) 0.24562(7) 0.0095(2) Uani 1 1 d . . . . .
O4 O 0.7162(2) 0.0641(2) 0.1047(2) 0.0150(4) Uani 1 1 d . . . . .
O5 O 1.0172(2) -0.0278(2) 0.2609(2) 0.0150(4) Uani 1 1 d . . . . .
O6 O 1.0299(3) 0.2711(2) 0.2304(2) 0.0160(4) Uani 1 1 d . . . . .
H6P H 1.099(7) 0.372(6) 0.324(6) 0.059(13) Uiso 1 1 d . . . . .
N1 N 0.5437(3) 0.5317(3) 0.2758(3) 0.0135(4) Uani 1 1 d . . . . .
H1N H 0.631(5) 0.512(5) 0.357(5) 0.034(10) Uiso 1 1 d . . . . .
C2 C 0.5271(4) 0.7044(3) 0.2912(3) 0.0129(5) Uani 1 1 d . . . . .
H2 H 0.615020 0.804296 0.379687 0.016 Uiso 1 1 calc R U . . .
C3 C 0.3799(3) 0.7337(3) 0.1761(3) 0.0115(5) Uani 1 1 d . . . . .
N3 N 0.3569(3) 0.9205(2) 0.1944(2) 0.0122(4) Uani 1 1 d . . . . .
H3N1 H 0.351590 0.928486 0.097061 0.015 Uiso 1 1 calc R U . . .
H3N2 H 0.458253 0.998835 0.277670 0.015 Uiso 1 1 calc R U . . .
H3C H 0.246650 0.951128 0.219749 0.015 Uiso 1 1 calc R U . . .
C4 C 0.2522(3) 0.5876(3) 0.0458(3) 0.0130(5) Uani 1 1 d . . . . .
H4 H 0.151916 0.607684 -0.034273 0.016 Uiso 1 1 calc R U . . .
C5 C 0.2743(4) 0.4106(3) 0.0349(3) 0.0164(5) Uani 1 1 d . . . . .
H5 H 0.188847 0.308158 -0.052725 0.020 Uiso 1 1 calc R U . . .
C6 C 0.4221(4) 0.3863(3) 0.1532(3) 0.0145(5) Uani 1 1 d . . . . .
H6 H 0.437827 0.266684 0.147995 0.017 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.5012(18) . yes
P1 O2 1.5250(16) . yes
P1 O3 1.581(2) . yes
P1 P2 2.1914(11) . yes
O3 H3P 0.82(4) . ?
P2 O4 1.5022(19) . yes
P2 O5 1.5217(17) . yes
P2 O6 1.5811(18) . yes
O6 H6P 0.92(5) . ?
N1 C2 1.344(3) . ?
N1 C6 1.345(3) . ?
N1 H1N 0.91(4) . ?
C2 C3 1.380(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.389(3) . ?
C3 N3 1.455(3) . ?
N3 H3N1 0.9100 . ?
N3 H3N2 0.9100 . ?
N3 H3C 0.9100 . ?
C4 C5 1.396(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?

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 P1 O2 116.85(10) . . yes
O1 P1 O3 111.58(10) . . yes
O2 P1 O3 106.78(10) . . yes
O1 P1 P2 105.22(7) . . yes
O2 P1 P2 108.87(7) . . yes
O3 P1 P2 107.16(7) . . yes
P1 O3 H3P 106(3) . . ?
O4 P2 O5 115.90(10) . . yes
O4 P2 O6 109.39(11) . . yes
O5 P2 O6 108.90(10) . . yes
O4 P2 P1 106.53(8) . . yes
O5 P2 P1 107.23(8) . . yes
O6 P2 P1 108.65(7) . . yes
P2 O6 H6P 121(3) . . ?
C2 N1 C6 122.7(2) . . ?
C2 N1 H1N 120(2) . . ?
C6 N1 H1N 117(2) . . ?
N1 C2 C3 118.7(2) . . ?
N1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C2 C3 C4 120.7(2) . . ?
C2 C3 N3 119.2(2) . . ?
C4 C3 N3 120.1(2) . . ?
C3 N3 H3N1 109.5 . . ?
C3 N3 H3N2 109.5 . . ?
H3N1 N3 H3N2 109.5 . . ?
C3 N3 H3C 109.5 . . ?
H3N1 N3 H3C 109.5 . . ?
H3N2 N3 H3C 109.5 . . ?
C3 C4 C5 118.7(2) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C6 C5 C4 119.1(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C6 C5 120.1(2) . . ?
N1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?

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 P2 O4 46.50(11) . . . . yes
O2 P1 P2 O4 -79.49(11) . . . . yes
O3 P1 P2 O4 165.37(10) . . . . yes
O1 P1 P2 O5 -78.19(11) . . . . yes
O2 P1 P2 O5 155.83(11) . . . . yes
O3 P1 P2 O5 40.69(11) . . . . yes
O1 P1 P2 O6 164.25(11) . . . . yes
O2 P1 P2 O6 38.27(12) . . . . yes
O3 P1 P2 O6 -76.88(11) . . . . yes
C6 N1 C2 C3 -0.4(3) . . . . ?
N1 C2 C3 C4 -0.6(3) . . . . ?
N1 C2 C3 N3 178.19(19) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
N3 C3 C4 C5 -177.91(19) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C2 N1 C6 C5 1.1(3) . . . . ?
C4 C5 C6 N1 -0.7(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
O3 H3P O5 0.82(4) 1.77(4) 2.582(3) 168(4) 2_756
O6 H6P O2 0.92(5) 1.65(5) 2.573(3) 176(4) 2_766
N1 H1N O2 0.91(4) 1.73(4) 2.630(3) 174(3) .
N3 H3N2 O1 0.91 1.80 2.704(3) 170.6 1_565
N3 H3N1 O4 0.91 1.80 2.699(3) 167.1 2_665
N3 H3C O5 0.91 1.82 2.718(3) 170.6 1_465
C2 H2 O1 0.95 2.39 3.131(3) 134.4 1_565
C4 H4 O6 0.95 2.46 3.375(3) 162.4 2_665
C5 H5 O5 0.95 2.43 3.381(3) 174.2 2_655
C6 H6 O4 0.95 2.63 3.345(3) 132.2 .

_refine_diff_density_max         0.562
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.133

####################################################################### 
# 
# 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_3amino11_deh_1ab
_database_code_depnum_ccdc_archive 'CCDC 2244234'
loop_
_audit_author_name
_audit_author_address
'Daria Budzikur-Maciag'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2023-05-15 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C5 N2 H7), 2(H3 P2 O6), (H2 P2 O6)'
_chemical_formula_sum            'C20 H36 N8 O18 P6'
_chemical_formula_weight         862.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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                   8.001(2)
_cell_length_b                   8.690(2)
_cell_length_c                   13.612(3)
_cell_angle_alpha                79.88(2)
_cell_angle_beta                 73.43(2)
_cell_angle_gamma                84.70(2)
_cell_volume                     892.1(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10315
_cell_measurement_theta_min      3.4030
_cell_measurement_theta_max      73.0210

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             446
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.035
_exptl_absorpt_coefficient_mu    3.582
_shelx_estimated_absorpt_T_min   0.468
_shelx_estimated_absorpt_T_max   0.885
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.481
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            13119
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.430
_diffrn_reflns_theta_max         73.290
_diffrn_reflns_theta_full        67.680
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3430
_reflns_number_gt                3136
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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


_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0647P)²+4.9503P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3430
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1974
_refine_ls_wR_factor_gt          0.1940
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.118
_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
P1A P 0.72185(16) 0.42015(15) 0.15115(9) 0.0311(3) Uani 1 1 d . . . . .
O1A O 0.7761(5) 0.2518(4) 0.1559(3) 0.0417(9) Uani 1 1 d . . . . .
O2A O 0.5353(5) 0.4568(5) 0.2187(3) 0.0384(9) Uani 1 1 d . . . . .
H2PA H 0.518(10) 0.422(9) 0.273(6) 0.058 Uiso 1 1 d . U . . .
O3A O 0.7133(5) 0.5074(4) 0.0424(3) 0.0389(8) Uani 1 1 d . . . . .
H3PA H 0.810(9) 0.485(8) -0.018(5) 0.058 Uiso 1 1 d . U . . .
P2A P 0.89785(16) 0.54596(14) 0.20214(9) 0.0304(3) Uani 1 1 d . . . . .
O4A O 1.0627(5) 0.5738(5) 0.1158(3) 0.0454(10) Uani 1 1 d . . . . .
O5A O 0.9151(4) 0.4525(4) 0.3031(3) 0.0342(8) Uani 1 1 d . . . . .
O6A O 0.8024(5) 0.7078(4) 0.2211(3) 0.0353(8) Uani 1 1 d . . . . .
H6PA H 0.734(9) 0.714(8) 0.269(6) 0.053 Uiso 1 1 d . U . . .
P1B P 0.58497(16) 0.59405(13) 0.49587(9) 0.0284(3) Uani 1 1 d . . . . .
O1B O 0.5215(5) 0.6640(4) 0.5947(3) 0.0361(8) Uani 1 1 d . . . . .
O2B O 0.5886(4) 0.7096(4) 0.3984(3) 0.0324(8) Uani 1 1 d . . . . .
O3B O 0.7695(5) 0.5125(4) 0.4906(3) 0.0328(8) Uani 1 1 d . . . . .
H3PB H 0.829(13) 0.498(11) 0.441(8) 0.10(4) Uiso 1 1 d . . . . .
N1A N 0.4959(9) 1.1039(9) 0.1324(6) 0.035(2) Uani 0.590(9) 1 d . . P A 1
H1NA H 0.588915 1.142069 0.139913 0.042 Uiso 0.590(9) 1 calc R U P A 1
C2A C 0.486(3) 0.948(2) 0.1472(14) 0.032(3) Uani 0.590(9) 1 d . . P A 1
H2A H 0.576709 0.883400 0.166665 0.038 Uiso 0.590(9) 1 calc R U P A 1
C3A C 0.344(3) 0.880(3) 0.135(3) 0.033(5) Uani 0.590(9) 1 d . . P A 1
N3A N 0.3333(10) 0.7241(10) 0.1490(7) 0.043(2) Uani 0.590(9) 1 d . . P A 1
H3A1 H 0.416932 0.662501 0.166845 0.052 Uiso 0.590(9) 1 calc R U P A 1
H3A2 H 0.242507 0.683440 0.140589 0.052 Uiso 0.590(9) 1 calc R U P A 1
C4A C 0.2112(15) 0.9838(13) 0.1082(7) 0.036(2) Uani 0.590(9) 1 d . . P A 1
H4A H 0.112713 0.943974 0.096936 0.043 Uiso 0.590(9) 1 calc R U P A 1
C5A C 0.225(6) 1.141(5) 0.099(3) 0.042(7) Uani 0.590(9) 1 d . . P A 1
H5A H 0.130566 1.208979 0.086430 0.051 Uiso 0.590(9) 1 calc R U P A 1
C6A C 0.3728(15) 1.2044(16) 0.1069(9) 0.039(2) Uani 0.590(9) 1 d . . P A 1
H6A H 0.385623 1.314268 0.094897 0.047 Uiso 0.590(9) 1 calc R U P A 1
N1X N 0.2257(16) 0.8456(15) 0.1094(9) 0.047(4) Uani 0.410(9) 1 d . . P A 2
H1NX H 0.186472 0.753883 0.110383 0.057 Uiso 0.410(9) 1 calc R U P A 2
C2X C 0.381(6) 0.849(6) 0.125(4) 0.042(9) Uani 0.410(9) 1 d . . P A 2
H2X H 0.443617 0.752829 0.137213 0.050 Uiso 0.410(9) 1 calc R U P A 2
C3X C 0.459(5) 0.986(4) 0.124(2) 0.044(7) Uani 0.410(9) 1 d . . P A 2
N3X N 0.6105(18) 0.9882(14) 0.1422(9) 0.044(3) Uani 0.410(9) 1 d . . P A 2
H3X1 H 0.668543 0.899874 0.156294 0.053 Uiso 0.410(9) 1 calc R U P A 2
H3X2 H 0.654367 1.078131 0.140667 0.053 Uiso 0.410(9) 1 calc R U P A 2
C4X C 0.352(3) 1.127(2) 0.1043(13) 0.042(4) Uani 0.410(9) 1 d . . P A 2
H4X H 0.392398 1.226120 0.105461 0.051 Uiso 0.410(9) 1 calc R U P A 2
C5X C 0.199(8) 1.119(9) 0.085(5) 0.046(11) Uani 0.410(9) 1 d . . P A 2
H5X H 0.136837 1.212760 0.065682 0.056 Uiso 0.410(9) 1 calc R U P A 2
C6X C 0.127(3) 0.971(2) 0.0928(15) 0.054(4) Uani 0.410(9) 1 d . . P A 2
H6X H 0.013148 0.963510 0.086189 0.064 Uiso 0.410(9) 1 calc R U P A 2
N1B N -0.0052(6) 1.1454(6) 0.3429(3) 0.0378(10) Uani 1 1 d . . . B 2
H1NB H -0.042(9) 1.233(9) 0.330(6) 0.06(2) Uiso 1 1 d . . . C 2
C2B C 0.1480(7) 1.1496(6) 0.3638(4) 0.0348(11) Uani 1 1 d . . . B 2
H2B H 0.193177 1.247426 0.362624 0.042 Uiso 1 1 calc R U . B 2
C3B C 0.2416(6) 1.0106(6) 0.3874(4) 0.0319(10) Uani 1 1 d . . . B 2
N3B N 0.3959(6) 1.0124(6) 0.4091(4) 0.0416(11) Uani 1 1 d . . . B 2
H3B1 H 0.458(8) 0.920(8) 0.420(5) 0.048(17) Uiso 1 1 d . . . D 2
H3B2 H 0.437(7) 1.096(7) 0.404(4) 0.034(15) Uiso 1 1 d . . . E 2
C4B C 0.1651(7) 0.8708(6) 0.3884(4) 0.0345(11) Uani 1 1 d . . . B 2
H4B H 0.224072 0.773443 0.403748 0.041 Uiso 1 1 calc R U . B 2
C5B C 0.0074(7) 0.8727(6) 0.3678(4) 0.0392(12) Uani 1 1 d . . . B 2
H5B H -0.043119 0.776909 0.370148 0.047 Uiso 1 1 calc R U . B 2
C6B C -0.0792(7) 1.0134(7) 0.3434(4) 0.0419(12) Uani 1 1 d . . . B 2
H6B H -0.187760 1.016001 0.327576 0.050 Uiso 1 1 calc R U . 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
P1A O1A 1.483(4) . yes
P1A O2A 1.551(4) . yes
P1A O3A 1.558(4) . yes
P1A P2A 2.1837(18) . yes
O2A H2PA 0.73(7) . ?
O3A H3PA 0.99(7) . ?
P2A O4A 1.501(4) . yes
P2A O5A 1.504(4) . yes
P2A O6A 1.563(4) . yes
O6A H6PA 0.73(7) . ?
P1B O1B 1.510(3) . yes
P1B O2B 1.511(3) . yes
P1B O3B 1.566(4) . yes
P1B P1B 2.189(2) 2_666 yes
O3B H3PB 0.73(10) . ?
N1A C6A 1.335(14) . ?
N1A C2A 1.34(2) . ?
N1A H1NA 0.8800 . ?
C2A C3A 1.39(4) . ?
C2A H2A 0.9500 . ?
C3A N3A 1.34(3) . ?
C3A C4A 1.42(3) . ?
N3A H3A1 0.8800 . ?
N3A H3A2 0.8800 . ?
C4A C5A 1.36(5) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.39(4) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
N1X C6X 1.31(2) . ?
N1X C2X 1.33(5) . ?
N1X H1NX 0.8800 . ?
C2X C3X 1.38(7) . ?
C2X H2X 0.9500 . ?
C3X N3X 1.31(4) . ?
C3X C4X 1.46(3) . ?
N3X H3X1 0.8800 . ?
N3X H3X2 0.8800 . ?
C4X C5X 1.34(6) . ?
C4X H4X 0.9500 . ?
C5X C6X 1.43(6) . ?
C5X H5X 0.9500 . ?
C6X H6X 0.9500 . ?
N1B C6B 1.337(8) . ?
N1B C2B 1.340(7) . ?
N1B H1NB 0.80(7) . ?
C2B C3B 1.399(7) . ?
C2B H2B 0.9500 . ?
C3B N3B 1.351(7) . ?
C3B C4B 1.406(7) . ?
N3B H3B1 0.91(7) . ?
N3B H3B2 0.81(6) . ?
C4B C5B 1.367(8) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.384(8) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?

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 P1A O2A 115.4(2) . . yes
O1A P1A O3A 115.4(2) . . yes
O2A P1A O3A 101.3(2) . . yes
O1A P1A P2A 110.69(17) . . yes
O2A P1A P2A 106.04(16) . . yes
O3A P1A P2A 107.17(16) . . yes
P1A O2A H2PA 114(6) . . ?
P1A O3A H3PA 117(4) . . ?
O4A P2A O5A 117.1(2) . . yes
O4A P2A O6A 108.4(2) . . yes
O5A P2A O6A 110.0(2) . . yes
O4A P2A P1A 108.92(17) . . yes
O5A P2A P1A 106.16(16) . . yes
O6A P2A P1A 105.63(16) . . yes
P2A O6A H6PA 120(6) . . ?
O1B P1B O2B 114.2(2) . . yes
O1B P1B O3B 108.8(2) . . yes
O2B P1B O3B 110.9(2) . . yes
O1B P1B P1B 108.77(16) . 2_666 yes
O2B P1B P1B 108.41(16) . 2_666 yes
O3B P1B P1B 105.39(16) . 2_666 yes
P1B O3B H3PB 121(8) . . ?
C6A N1A C2A 123.5(12) . . ?
C6A N1A H1NA 118.2 . . ?
C2A N1A H1NA 118.2 . . ?
N1A C2A C3A 121.4(17) . . ?
N1A C2A H2A 119.3 . . ?
C3A C2A H2A 119.3 . . ?
N3A C3A C2A 122(2) . . ?
N3A C3A C4A 122(2) . . ?
C2A C3A C4A 116(2) . . ?
C3A N3A H3A1 120.0 . . ?
C3A N3A H3A2 120.0 . . ?
H3A1 N3A H3A2 120.0 . . ?
C5A C4A C3A 120(2) . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C5A C6A 122(3) . . ?
C4A C5A H5A 119.1 . . ?
C6A C5A H5A 119.1 . . ?
N1A C6A C5A 117(2) . . ?
N1A C6A H6A 121.5 . . ?
C5A C6A H6A 121.5 . . ?
C6X N1X C2X 124(3) . . ?
C6X N1X H1NX 118.2 . . ?
C2X N1X H1NX 118.2 . . ?
N1X C2X C3X 124(4) . . ?
N1X C2X H2X 118.0 . . ?
C3X C2X H2X 118.0 . . ?
N3X C3X C2X 123(3) . . ?
N3X C3X C4X 123(3) . . ?
C2X C3X C4X 114(3) . . ?
C3X N3X H3X1 120.0 . . ?
C3X N3X H3X2 120.0 . . ?
H3X1 N3X H3X2 120.0 . . ?
C5X C4X C3X 121(4) . . ?
C5X C4X H4X 119.6 . . ?
C3X C4X H4X 119.6 . . ?
C4X C5X C6X 121(6) . . ?
C4X C5X H5X 119.6 . . ?
C6X C5X H5X 119.6 . . ?
N1X C6X C5X 117(4) . . ?
N1X C6X H6X 121.5 . . ?
C5X C6X H6X 121.5 . . ?
C6B N1B C2B 123.9(5) . . ?
C6B N1B H1NB 127(5) . . ?
C2B N1B H1NB 109(5) . . ?
N1B C2B C3B 120.3(5) . . ?
N1B C2B H2B 119.8 . . ?
C3B C2B H2B 119.8 . . ?
N3B C3B C2B 121.2(5) . . ?
N3B C3B C4B 122.4(5) . . ?
C2B C3B C4B 116.4(5) . . ?
C3B N3B H3B1 119(4) . . ?
C3B N3B H3B2 119(4) . . ?
H3B1 N3B H3B2 121(6) . . ?
C5B C4B C3B 121.1(5) . . ?
C5B C4B H4B 119.5 . . ?
C3B C4B H4B 119.5 . . ?
C4B C5B C6B 120.4(5) . . ?
C4B C5B H5B 119.8 . . ?
C6B C5B H5B 119.8 . . ?
N1B C6B C5B 117.9(5) . . ?
N1B C6B H6B 121.1 . . ?
C5B C6B H6B 121.1 . . ?

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
O1A P1A P2A O4A 77.9(3) . . . . yes
O2A P1A P2A O4A -156.2(2) . . . . yes
O3A P1A P2A O4A -48.7(2) . . . . yes
O1A P1A P2A O5A -49.0(2) . . . . yes
O2A P1A P2A O5A 76.8(2) . . . . yes
O3A P1A P2A O5A -175.6(2) . . . . yes
O1A P1A P2A O6A -165.8(2) . . . . yes
O2A P1A P2A O6A -39.9(2) . . . . yes
O3A P1A P2A O6A 67.6(2) . . . . yes
C6A N1A C2A C3A 1(3) . . . . ?
N1A C2A C3A N3A 180(2) . . . . ?
N1A C2A C3A C4A -2(4) . . . . ?
N3A C3A C4A C5A 177(3) . . . . ?
C2A C3A C4A C5A -1(4) . . . . ?
C3A C4A C5A C6A 5(5) . . . . ?
C2A N1A C6A C5A 2(3) . . . . ?
C4A C5A C6A N1A -5(4) . . . . ?
C6X N1X C2X C3X -1(6) . . . . ?
N1X C2X C3X N3X 178(3) . . . . ?
N1X C2X C3X C4X 0(6) . . . . ?
N3X C3X C4X C5X 179(3) . . . . ?
C2X C3X C4X C5X -3(5) . . . . ?
C3X C4X C5X C6X 6(6) . . . . ?
C2X N1X C6X C5X 4(4) . . . . ?
C4X C5X C6X N1X -7(6) . . . . ?
C6B N1B C2B C3B 0.5(8) . . . . ?
N1B C2B C3B N3B -179.7(5) . . . . ?
N1B C2B C3B C4B -0.6(7) . . . . ?
N3B C3B C4B C5B 178.9(5) . . . . ?
C2B C3B C4B C5B -0.3(7) . . . . ?
C3B C4B C5B C6B 1.2(8) . . . . ?
C2B N1B C6B C5B 0.4(8) . . . . ?
C4B C5B C6B N1B -1.3(8) . . . . ?
O1B P1B P1B O1B 180.000(0) . . 2_666 2_666 yes
O2B P1B P1B O1B 55.3(2) . . 2_666 2_666 yes
O3B P1B P1B O1B -63.5(2) . . 2_666 2_666 yes
O1B P1B P1B O2B -55.3(2) . . 2_666 2_666 yes
O2B P1B P1B O2B 180.000(0) . . 2_666 2_666 yes
O3B P1B P1B O2B 61.2(2) . . 2_666 2_666 yes
O1B P1B P1B O3B 63.5(2) . . 2_666 2_666 yes
O2B P1B P1B O3B -61.2(2) . . 2_666 2_666 yes
O3B P1B P1B O3B 180.0 . . 2_666 2_666 yes

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
O2A H2PA O1B 0.73(7) 1.77(7) 2.501(5) 179(9) 2_666 yes
O3A H3PA O4A 0.99(7) 1.56(7) 2.538(5) 169(6) 2_765 yes
O6A H6PA O2B 0.73(7) 1.81(7) 2.532(5) 170(8) . yes
O3B H3PB O5A 0.73(10) 1.90(10) 2.607(5) 162(11) . yes
N1A^a H1NA^a O1A 0.88 1.93 2.804(9) 172.5 1_565 yes
N3A^a H3A1^a O2A 0.88 2.05 2.883(9) 156.9 . yes
N3A^a H3A2^a O4A 0.88 1.93 2.808(9) 173.0 1_455 yes
C2A^a H2A^a O6A 0.95 2.45 3.398(17) 177.6 . yes
C6A^a H6A^a O3A 0.95 2.47 3.093(13) 122.8 2_675 yes
N1X^b H1NX^b O4A 0.88 1.91 2.779(13) 170.0 1_455 yes
N3X^b H3X1^b O6A 0.88 2.10 2.962(12) 167.1 . yes
N3X^b H3X2^b O1A 0.88 1.94 2.808(13) 168.4 1_565 yes
N1B^b H1NB^b O5A 0.80(7) 1.90(7) 2.683(6) 168(7) 1_465 yes
N3B^b H3B1^b O2B 0.91(7) 2.05(7) 2.928(6) 162(6) . yes
N3B^b H3B2^b O1B 0.81(6) 2.15(6) 2.937(6) 165(6) 2_676 yes
C4B^b H4B^b O3B 0.95 2.65 3.511(6) 151.3 2_666 yes

_refine_diff_density_max         0.749
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.112


# start Validation Reply Form
_vrf_PLAT934_3amino11_deh_1ab    
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers .. 5 Check
RESPONSE: The crystal structure was determined from the crystal after 
dehydration, which was destructive to single crystal. During heating, 
polycrystalline product was formed, which was composed of conglomerates 
of very small crystallites. Tiny conglomerate containing several 
crystallites was used for structural studies of anhydrous phase.
Therefore, the measured intensities of some reflections could be 
affected by overlapping of reflections from other crystallites.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_3amino31-deh
_database_code_depnum_ccdc_archive 'CCDC 2244236'
loop_
_audit_author_name
_audit_author_address
'Daria Budzikur-Maciag'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2023-02-23 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C5 N2 H7), (H2 P2 O6), (C5 N2 H6)'
_chemical_formula_sum            'C15 H22 N6 O6 P2'
_chemical_formula_weight         444.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   12.014(2)
_cell_length_b                   13.556(2)
_cell_length_c                   12.259(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1996.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    28552
_cell_measurement_theta_min      4.8230
_cell_measurement_theta_max      75.1520

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.401
_shelx_estimated_absorpt_T_min   0.869
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65551
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            40672
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.864
_diffrn_reflns_theta_max         75.704
_diffrn_reflns_theta_full        67.680
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             3967
_reflns_number_gt                3884
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.837
_reflns_Friedel_fraction_max     0.913
_reflns_Friedel_fraction_full    0.958

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


_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0520P)²+0.5390P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   dual
_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 1716 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3967
_refine_ls_number_parameters     296
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0755
_refine_ls_wR_factor_gt          0.0751
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
P1 P 0.60141(5) 0.21504(4) 0.52818(6) 0.01680(14) Uani 1 1 d . . . . .
O1 O 0.70589(15) 0.19504(13) 0.46335(16) 0.0225(4) Uani 1 1 d . . . . .
O2 O 0.60126(15) 0.17550(14) 0.64444(14) 0.0205(4) Uani 1 1 d . . . . .
O3 O 0.57819(16) 0.32815(13) 0.52610(18) 0.0253(4) Uani 1 1 d . . . . .
H3P H 0.545984 0.344818 0.584060 0.038 Uiso 1 1 calc R U . . .
P2 P 0.45963(5) 0.14297(4) 0.45164(5) 0.01701(15) Uani 1 1 d . . . . .
O4 O 0.47012(17) 0.03444(14) 0.47347(15) 0.0241(4) Uani 1 1 d . . . . .
O5 O 0.45205(15) 0.17017(14) 0.33203(15) 0.0214(4) Uani 1 1 d . . . . .
O6 O 0.35906(15) 0.18484(16) 0.51871(17) 0.0293(4) Uani 1 1 d . . . . .
H6P H 0.325803 0.227782 0.481596 0.044 Uiso 1 1 calc R U . . .
N1A N 0.4749(2) 0.42666(17) 0.6722(2) 0.0253(5) Uani 1 1 d . . . . .
C2A C 0.3642(2) 0.4384(2) 0.6634(2) 0.0240(6) Uani 1 1 d . . . . .
H2A H 0.325121 0.400484 0.610644 0.029 Uiso 1 1 calc R U . . .
C3A C 0.3041(2) 0.50448(19) 0.7289(2) 0.0221(5) Uani 1 1 d . . . . .
N3A N 0.1915(2) 0.51615(18) 0.7120(2) 0.0265(5) Uani 1 1 d . . . . .
H3A1 H 0.155(3) 0.552(3) 0.762(4) 0.046(11) Uiso 1 1 d . . . . .
H3A2 H 0.158(3) 0.466(3) 0.679(3) 0.030(9) Uiso 1 1 d . . . . .
C4A C 0.3638(2) 0.55871(19) 0.8065(2) 0.0242(5) Uani 1 1 d . . . . .
H4A H 0.326445 0.603867 0.853106 0.029 Uiso 1 1 calc R U . . .
C5A C 0.4785(2) 0.5458(2) 0.8147(2) 0.0267(6) Uani 1 1 d . . . . .
H5A H 0.520167 0.582475 0.866596 0.032 Uiso 1 1 calc R U . . .
C6A C 0.5312(2) 0.4791(2) 0.7467(2) 0.0262(6) Uani 1 1 d . . . . .
H6A H 0.609402 0.470168 0.752966 0.031 Uiso 1 1 calc R U . . .
N1B N 0.19242(19) 0.22946(17) 0.80433(19) 0.0222(5) Uani 1 1 d . . . . .
H1NB H 0.154(3) 0.271(3) 0.742(3) 0.043(11) Uiso 1 1 d . . . . .
C2B C 0.2937(2) 0.1958(2) 0.7775(2) 0.0219(5) Uani 1 1 d . . . . .
H2B H 0.324598 0.212277 0.708543 0.026 Uiso 1 1 calc R U . . .
C3B C 0.3541(2) 0.13710(19) 0.8494(2) 0.0211(5) Uani 1 1 d . . . . .
N3B N 0.4592(2) 0.1081(2) 0.8255(2) 0.0279(5) Uani 1 1 d . . . . .
H3B1 H 0.487(3) 0.060(3) 0.864(3) 0.021(8) Uiso 1 1 d . . . . .
H3B2 H 0.489(3) 0.125(3) 0.767(3) 0.034(10) Uiso 1 1 d . . . . .
C4B C 0.3022(2) 0.1119(2) 0.9488(2) 0.0238(5) Uani 1 1 d . . . . .
H4B H 0.339213 0.070021 0.999173 0.029 Uiso 1 1 calc R U . . .
C5B C 0.1975(2) 0.1482(2) 0.9729(2) 0.0268(6) Uani 1 1 d . . . . .
H5B H 0.162811 0.131205 1.039919 0.032 Uiso 1 1 calc R U . . .
C6B C 0.1434(2) 0.2088(2) 0.9003(2) 0.0246(6) Uani 1 1 d . . . . .
H6B H 0.072508 0.235641 0.917584 0.030 Uiso 1 1 calc R U . . .
N1C N 0.85142(19) 0.21435(17) 0.19329(19) 0.0220(5) Uani 1 1 d . . . . .
H1NC H 0.885(3) 0.252(3) 0.246(3) 0.039(10) Uiso 1 1 d . . . . .
C2C C 0.7474(2) 0.1811(2) 0.2098(2) 0.0222(5) Uani 1 1 d . . . . .
H2C H 0.708964 0.198345 0.274742 0.027 Uiso 1 1 calc R U . . .
C3C C 0.6953(2) 0.1214(2) 0.1323(2) 0.0217(5) Uani 1 1 d . . . . .
N3C N 0.5885(2) 0.0929(2) 0.1451(2) 0.0297(6) Uani 1 1 d . . . . .
H3C1 H 0.563(3) 0.049(3) 0.105(3) 0.028(9) Uiso 1 1 d . . . . .
H3C2 H 0.551(3) 0.104(3) 0.212(4) 0.046(11) Uiso 1 1 d . . . . .
C4C C 0.7584(2) 0.0948(2) 0.0399(2) 0.0249(5) Uani 1 1 d . . . . .
H4C H 0.727514 0.051969 -0.013421 0.030 Uiso 1 1 calc R U . . .
C5C C 0.8652(2) 0.1308(2) 0.0267(3) 0.0276(6) Uani 1 1 d . . . . .
H5C H 0.907181 0.113029 -0.035923 0.033 Uiso 1 1 calc R U . . .
C6C C 0.9110(2) 0.1925(2) 0.1041(3) 0.0264(6) Uani 1 1 d . . . . .
H6C H 0.983465 0.219053 0.094299 0.032 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.5102(19) . yes
P1 O2 1.5227(19) . yes
P1 O3 1.5587(19) . yes
P1 P2 2.1763(9) . yes
O3 H3P 0.8400 . ?
P2 O4 1.501(2) . yes
P2 O5 1.515(2) . yes
P2 O6 1.5678(19) . yes
O6 H6P 0.8400 . ?
N1A C6A 1.340(4) . ?
N1A C2A 1.343(4) . ?
C2A C3A 1.403(4) . ?
C2A H2A 0.9500 . ?
C3A N3A 1.377(4) . ?
C3A C4A 1.400(4) . ?
N3A H3A1 0.90(5) . ?
N3A H3A2 0.89(4) . ?
C4A C5A 1.393(4) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.384(4) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
N1B C2B 1.340(4) . ?
N1B C6B 1.345(4) . ?
N1B H1NB 1.05(4) . ?
C2B C3B 1.392(4) . ?
C2B H2B 0.9500 . ?
C3B N3B 1.355(4) . ?
C3B C4B 1.410(4) . ?
N3B H3B1 0.87(4) . ?
N3B H3B2 0.84(4) . ?
C4B C5B 1.383(4) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.374(4) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
N1C C6C 1.340(4) . ?
N1C C2C 1.344(4) . ?
N1C H1NC 0.92(4) . ?
C2C C3C 1.396(4) . ?
C2C H2C 0.9500 . ?
C3C N3C 1.349(4) . ?
C3C C4C 1.410(4) . ?
N3C H3C1 0.83(4) . ?
N3C H3C2 0.95(5) . ?
C4C C5C 1.382(4) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.379(4) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?

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 P1 O2 115.49(11) . . yes
O1 P1 O3 108.47(10) . . yes
O2 P1 O3 111.18(11) . . yes
O1 P1 P2 110.06(8) . . yes
O2 P1 P2 104.16(8) . . yes
O3 P1 P2 107.13(8) . . yes
P1 O3 H3P 109.5 . . ?
O4 P2 O5 114.61(11) . . yes
O4 P2 O6 109.03(11) . . yes
O5 P2 O6 111.92(11) . . yes
O4 P2 P1 107.30(8) . . yes
O5 P2 P1 110.80(8) . . yes
O6 P2 P1 102.39(9) . . yes
P2 O6 H6P 109.5 . . ?
C6A N1A C2A 119.5(2) . . ?
N1A C2A C3A 122.6(3) . . ?
N1A C2A H2A 118.7 . . ?
C3A C2A H2A 118.7 . . ?
N3A C3A C4A 123.0(3) . . ?
N3A C3A C2A 119.5(3) . . ?
C4A C3A C2A 117.4(3) . . ?
C3A N3A H3A1 116(3) . . ?
C3A N3A H3A2 115(2) . . ?
H3A1 N3A H3A2 120(3) . . ?
C5A C4A C3A 119.3(3) . . ?
C5A C4A H4A 120.3 . . ?
C3A C4A H4A 120.3 . . ?
C6A C5A C4A 119.5(3) . . ?
C6A C5A H5A 120.3 . . ?
C4A C5A H5A 120.3 . . ?
N1A C6A C5A 121.7(3) . . ?
N1A C6A H6A 119.1 . . ?
C5A C6A H6A 119.1 . . ?
C2B N1B C6B 122.8(2) . . ?
C2B N1B H1NB 114(2) . . ?
C6B N1B H1NB 124(2) . . ?
N1B C2B C3B 120.8(3) . . ?
N1B C2B H2B 119.6 . . ?
C3B C2B H2B 119.6 . . ?
N3B C3B C2B 121.0(3) . . ?
N3B C3B C4B 121.9(3) . . ?
C2B C3B C4B 117.0(2) . . ?
C3B N3B H3B1 117(2) . . ?
C3B N3B H3B2 120(3) . . ?
H3B1 N3B H3B2 121(3) . . ?
C5B C4B C3B 120.1(3) . . ?
C5B C4B H4B 120.0 . . ?
C3B C4B H4B 120.0 . . ?
C6B C5B C4B 120.3(3) . . ?
C6B C5B H5B 119.9 . . ?
C4B C5B H5B 119.9 . . ?
N1B C6B C5B 118.9(3) . . ?
N1B C6B H6B 120.5 . . ?
C5B C6B H6B 120.5 . . ?
C6C N1C C2C 123.0(2) . . ?
C6C N1C H1NC 117(2) . . ?
C2C N1C H1NC 120(2) . . ?
N1C C2C C3C 120.6(3) . . ?
N1C C2C H2C 119.7 . . ?
C3C C2C H2C 119.7 . . ?
N3C C3C C2C 120.8(3) . . ?
N3C C3C C4C 122.2(3) . . ?
C2C C3C C4C 117.0(2) . . ?
C3C N3C H3C1 119(2) . . ?
C3C N3C H3C2 121(2) . . ?
H3C1 N3C H3C2 117(3) . . ?
C5C C4C C3C 120.2(3) . . ?
C5C C4C H4C 119.9 . . ?
C3C C4C H4C 119.9 . . ?
C6C C5C C4C 120.3(3) . . ?
C6C C5C H5C 119.9 . . ?
C4C C5C H5C 119.9 . . ?
N1C C6C C5C 118.8(3) . . ?
N1C C6C H6C 120.6 . . ?
C5C C6C H6C 120.6 . . ?

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 P2 O4 73.55(12) . . . . yes
O2 P1 P2 O4 -50.83(11) . . . . yes
O3 P1 P2 O4 -168.71(12) . . . . yes
O1 P1 P2 O5 -52.24(12) . . . . yes
O2 P1 P2 O5 -176.63(11) . . . . yes
O3 P1 P2 O5 65.49(12) . . . . yes
O1 P1 P2 O6 -171.74(12) . . . . yes
O2 P1 P2 O6 63.88(12) . . . . yes
O3 P1 P2 O6 -54.00(12) . . . . yes
C6A N1A C2A C3A 0.5(4) . . . . ?
N1A C2A C3A N3A 177.0(3) . . . . ?
N1A C2A C3A C4A -0.6(4) . . . . ?
N3A C3A C4A C5A -176.9(3) . . . . ?
C2A C3A C4A C5A 0.6(4) . . . . ?
C3A C4A C5A C6A -0.5(4) . . . . ?
C2A N1A C6A C5A -0.4(4) . . . . ?
C4A C5A C6A N1A 0.4(4) . . . . ?
C6B N1B C2B C3B -0.3(4) . . . . ?
N1B C2B C3B N3B -175.8(3) . . . . ?
N1B C2B C3B C4B 2.4(4) . . . . ?
N3B C3B C4B C5B 175.9(3) . . . . ?
C2B C3B C4B C5B -2.3(4) . . . . ?
C3B C4B C5B C6B 0.1(4) . . . . ?
C2B N1B C6B C5B -2.0(4) . . . . ?
C4B C5B C6B N1B 2.1(4) . . . . ?
C6C N1C C2C C3C -0.5(4) . . . . ?
N1C C2C C3C N3C -175.7(3) . . . . ?
N1C C2C C3C C4C 2.7(4) . . . . ?
N3C C3C C4C C5C 175.8(3) . . . . ?
C2C C3C C4C C5C -2.7(4) . . . . ?
C3C C4C C5C C6C 0.4(5) . . . . ?
C2C N1C C6C C5C -1.9(4) . . . . ?
C4C C5C C6C N1C 1.9(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
O3 H3P N1A 0.84 1.77 2.556(3) 155.2 .
O6 H6P O1 0.84 1.79 2.549(3) 148.6 3_455
N3A H3A1 O5 0.90(5) 2.23(4) 3.083(3) 159(4) 4
N3A H3A2 O2 0.89(4) 2.08(4) 2.934(3) 161(3) 3_455
C2A H2A O1 0.95 2.64 3.592(4) 176.0 3_455
C4A H4A O3 0.95 2.58 3.176(4) 121.0 2_665
C5A H5A O3 0.95 2.59 3.178(4) 120.7 2_665
N1B H1NB O2 1.05(4) 1.54(4) 2.589(3) 175(4) 3_455
N3B H3B1 O4 0.87(4) 1.93(4) 2.783(3) 168(3) 2_655
N3B H3B2 O2 0.84(4) 2.13(4) 2.945(3) 165(4) .
C2B H2B O6 0.95 2.39 3.272(3) 153.7 .
N1C H1NC O5 0.92(4) 1.69(4) 2.609(3) 174(4) 3
N3C H3C1 O4 0.83(4) 2.01(4) 2.812(3) 162(4) 2_654
N3C H3C2 O5 0.95(5) 2.09(4) 3.005(3) 161(4) .
C2C H2C O1 0.95 2.31 3.154(3) 147.3 .
C4C H4C O4 0.95 2.65 3.357(3) 131.4 2_654

_refine_diff_density_max         0.369
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_3Aminopyr31-100
_database_code_depnum_ccdc_archive 'CCDC 2244235'
loop_
_audit_author_name
_audit_author_address
'Daria Budzikur-Maciag'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2023-05-15 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '6(C5 N2 H7), (H2 P2 O6), (P2 O4), 2(H2 O)'
_chemical_formula_sum            'C30 H48 N12 O14 P4'
_chemical_formula_weight         924.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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                   12.0257(13)
_cell_length_b                   14.6592(14)
_cell_length_c                   12.1537(11)
_cell_angle_alpha                90
_cell_angle_beta                 106.49(2)
_cell_angle_gamma                90
_cell_volume                     2054.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10827
_cell_measurement_theta_min      4.8420
_cell_measurement_theta_max      63.5840

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.345
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    2.393
_shelx_estimated_absorpt_T_min   0.492
_shelx_estimated_absorpt_T_max   0.858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            14175
_diffrn_reflns_av_unetI/netI     0.0087
_diffrn_reflns_av_R_equivalents  0.0134
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.848
_diffrn_reflns_theta_max         63.825
_diffrn_reflns_theta_full        63.825
_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             3311
_reflns_number_gt                3234
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+1.3036P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3311
_refine_ls_number_parameters     316
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0686
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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
P1A P 0.42445(3) 0.45590(2) 0.46698(3) 0.01094(11) Uani 1 1 d . . . . .
O1A O 0.31660(8) 0.51123(7) 0.46456(8) 0.0158(2) Uani 1 1 d . . . . .
O2A O 0.44047(8) 0.37418(7) 0.54773(8) 0.0145(2) Uani 1 1 d . . . . .
O3A O 0.42523(8) 0.42492(7) 0.34631(8) 0.0169(2) Uani 1 1 d . . . . .
P1B P 0.05400(3) 0.44057(2) 0.53440(3) 0.01038(11) Uani 1 1 d . . . . .
O1B O 0.04861(8) 0.37467(7) 0.43846(8) 0.0140(2) Uani 1 1 d . . . . .
O2B O 0.01717(8) 0.40445(7) 0.63563(8) 0.0158(2) Uani 1 1 d . . . . .
O3B O 0.18002(8) 0.48025(7) 0.58492(8) 0.0147(2) Uani 1 1 d . . . . .
H3PB H 0.223(2) 0.4878(16) 0.536(2) 0.052(7) Uiso 1 1 d . . . . .
N1A N 0.61938(11) 0.29672(8) 0.68208(10) 0.0171(3) Uani 1 1 d . . . . .
H1NA H 0.5599(19) 0.3297(15) 0.6292(18) 0.047(6) Uiso 1 1 d . . . . .
C2A C 0.73093(13) 0.30631(10) 0.68451(12) 0.0164(3) Uani 1 1 d . . . . .
H2A H 0.751715 0.348257 0.634125 0.020 Uiso 1 1 calc R U . . .
C3A C 0.81696(13) 0.25467(10) 0.76110(12) 0.0157(3) Uani 1 1 d . . . . .
N3A N 0.93067(11) 0.26328(10) 0.76701(12) 0.0202(3) Uani 1 1 d . . . . .
H3A1 H 0.9530(17) 0.2967(14) 0.7179(17) 0.033(5) Uiso 1 1 d . . . . .
H3A2 H 0.9771(16) 0.2235(13) 0.8101(16) 0.028(5) Uiso 1 1 d . . . . .
C4A C 0.78000(13) 0.19413(10) 0.83369(13) 0.0181(3) Uani 1 1 d . . . . .
H4A H 0.835600 0.157965 0.887034 0.022 Uiso 1 1 calc R U . . .
C5A C 0.66458(13) 0.18666(10) 0.82842(13) 0.0192(3) Uani 1 1 d . . . . .
H5A H 0.640659 0.145600 0.877760 0.023 Uiso 1 1 calc R U . . .
C6A C 0.58353(13) 0.23938(10) 0.75072(13) 0.0179(3) Uani 1 1 d . . . . .
H6A H 0.503533 0.234935 0.746164 0.021 Uiso 1 1 calc R U . . .
N1B N 0.46744(11) 0.52185(8) 0.19161(10) 0.0168(3) Uani 1 1 d . . . . .
H1NB H 0.444(2) 0.4813(17) 0.255(2) 0.065(7) Uiso 1 1 d . . . . .
C2B C 0.57783(13) 0.54776(10) 0.21568(12) 0.0164(3) Uani 1 1 d . . . . .
H2B H 0.631419 0.526650 0.284362 0.020 Uiso 1 1 calc R U . . .
C3B C 0.61707(13) 0.60504(10) 0.14294(12) 0.0161(3) Uani 1 1 d . . . . .
N3B N 0.73132(11) 0.62792(10) 0.16738(12) 0.0215(3) Uani 1 1 d . . . . .
H3B1 H 0.7726(16) 0.6189(13) 0.2358(17) 0.026(5) Uiso 1 1 d . . . . .
H3B2 H 0.7479(17) 0.6738(14) 0.1305(17) 0.032(5) Uiso 1 1 d . . . . .
C4B C 0.53369(13) 0.63453(10) 0.04256(13) 0.0191(3) Uani 1 1 d . . . . .
H4B H 0.555674 0.674229 -0.009420 0.023 Uiso 1 1 calc R U . . .
C5B C 0.42004(13) 0.60576(11) 0.01971(13) 0.0206(3) Uani 1 1 d . . . . .
H5B H 0.364051 0.625333 -0.048270 0.025 Uiso 1 1 calc R U . . .
C6B C 0.38767(14) 0.54863(10) 0.09548(13) 0.0189(3) Uani 1 1 d . . . . .
H6B H 0.309664 0.528419 0.079764 0.023 Uiso 1 1 calc R U . . .
N1C N -0.00086(11) 0.51688(9) 0.79660(10) 0.0173(3) Uani 1 1 d . . . . .
H1NC H 0.0131(18) 0.4755(15) 0.7419(18) 0.041(6) Uiso 1 1 d . . . . .
C2C C -0.10730(13) 0.55135(10) 0.77897(12) 0.0172(3) Uani 1 1 d . . . . .
H2C H -0.168127 0.531689 0.714807 0.021 Uiso 1 1 calc R U . . .
C3C C -0.12981(13) 0.61613(10) 0.85422(12) 0.0181(3) Uani 1 1 d . . . . .
N3C N -0.23777(12) 0.64999(11) 0.83819(13) 0.0284(3) Uani 1 1 d . . . . .
H3C1 H -0.2462(17) 0.6900(14) 0.8830(17) 0.031(5) Uiso 1 1 d . . . . .
H3C2 H -0.2915(18) 0.6385(14) 0.7759(18) 0.036(5) Uiso 1 1 d . . . . .
C4C C -0.03568(14) 0.64293(11) 0.94729(13) 0.0214(3) Uani 1 1 d . . . . .
H4C H -0.046808 0.687183 1.000283 0.026 Uiso 1 1 calc R U . . .
C5C C 0.07217(14) 0.60518(11) 0.96156(13) 0.0240(4) Uani 1 1 d . . . . .
H5C H 0.135226 0.623345 1.024555 0.029 Uiso 1 1 calc R U . . .
C6C C 0.08929(14) 0.54109(11) 0.88487(13) 0.0217(3) Uani 1 1 d . . . . .
H6C H 0.163570 0.514660 0.894510 0.026 Uiso 1 1 calc R U . . .
O1W O 0.24379(9) 0.27280(7) 0.48025(9) 0.0181(2) Uani 1 1 d DG . . . .
H1W1 H 0.185100 0.306592 0.467301 0.036(6) Uiso 1 1 d DG . . . .
H1W2 H 0.303060 0.305948 0.500572 0.036(6) Uiso 1 1 d DG . . . .


_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
P1A O1A 1.5229(10) . yes
P1A O2A 1.5259(10) . yes
P1A O3A 1.5378(10) . yes
P1A P1A 2.1884(7) 3_666 yes
O3A H1NB 1.45(3) . ?
P1B O1B 1.5012(10) . yes
P1B O2B 1.5165(10) . yes
P1B O3B 1.5760(10) . yes
P1B P1B 2.1922(7) 3_566 yes
O3B H3PB 0.90(2) . ?
N1A C6A 1.339(2) . ?
N1A C2A 1.341(2) . ?
N1A H1NA 0.95(2) . ?
C2A C3A 1.401(2) . ?
C2A H2A 0.9500 . ?
C3A N3A 1.355(2) . ?
C3A C4A 1.409(2) . ?
N3A H3A1 0.87(2) . ?
N3A H3A2 0.87(2) . ?
C4A C5A 1.376(2) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.385(2) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
N1B C2B 1.331(2) . ?
N1B C6B 1.343(2) . ?
N1B H1NB 1.08(2) . ?
C2B C3B 1.395(2) . ?
C2B H2B 0.9500 . ?
C3B N3B 1.363(2) . ?
C3B C4B 1.409(2) . ?
N3B H3B1 0.85(2) . ?
N3B H3B2 0.86(2) . ?
C4B C5B 1.381(2) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.380(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
N1C C2C 1.336(2) . ?
N1C C6C 1.339(2) . ?
N1C H1NC 0.95(2) . ?
C2C C3C 1.397(2) . ?
C2C H2C 0.9500 . ?
C3C N3C 1.351(2) . ?
C3C C4C 1.410(2) . ?
N3C H3C1 0.83(2) . ?
N3C H3C2 0.86(2) . ?
C4C C5C 1.375(2) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.379(2) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
O1W H1W1 0.8399 . ?
O1W H1W2 0.8398 . ?

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 P1A O2A 112.45(6) . . yes
O1A P1A O3A 112.00(6) . . yes
O2A P1A O3A 110.35(6) . . yes
O1A P1A P1A 107.84(5) . 3_666 yes
O2A P1A P1A 106.73(4) . 3_666 yes
O3A P1A P1A 107.16(5) . 3_666 yes
P1A O3A H1NB 127.1(10) . . ?
O1B P1B O2B 116.57(6) . . yes
O1B P1B O3B 111.40(6) . . yes
O2B P1B O3B 106.42(6) . . yes
O1B P1B P1B 108.96(5) . 3_566 yes
O2B P1B P1B 108.00(4) . 3_566 yes
O3B P1B P1B 104.79(4) . 3_566 yes
P1B O3B H3PB 117.4(14) . . ?
C6A N1A C2A 123.31(13) . . ?
C6A N1A H1NA 115.3(13) . . ?
C2A N1A H1NA 121.3(13) . . ?
N1A C2A C3A 120.23(14) . . ?
N1A C2A H2A 119.9 . . ?
C3A C2A H2A 119.9 . . ?
N3A C3A C2A 121.93(14) . . ?
N3A C3A C4A 121.22(13) . . ?
C2A C3A C4A 116.84(13) . . ?
C3A N3A H3A1 121.2(13) . . ?
C3A N3A H3A2 115.7(12) . . ?
H3A1 N3A H3A2 121.3(17) . . ?
C5A C4A C3A 120.96(14) . . ?
C5A C4A H4A 119.5 . . ?
C3A C4A H4A 119.5 . . ?
C4A C5A C6A 119.54(14) . . ?
C4A C5A H5A 120.2 . . ?
C6A C5A H5A 120.2 . . ?
N1A C6A C5A 119.12(14) . . ?
N1A C6A H6A 120.4 . . ?
C5A C6A H6A 120.4 . . ?
C2B N1B C6B 121.97(13) . . ?
C2B N1B H1NB 116.8(13) . . ?
C6B N1B H1NB 121.2(13) . . ?
N1B C2B C3B 121.88(13) . . ?
N1B C2B H2B 119.1 . . ?
C3B C2B H2B 119.1 . . ?
N3B C3B C2B 120.77(14) . . ?
N3B C3B C4B 122.61(14) . . ?
C2B C3B C4B 116.59(14) . . ?
C3B N3B H3B1 116.6(12) . . ?
C3B N3B H3B2 116.5(13) . . ?
H3B1 N3B H3B2 118.3(18) . . ?
C5B C4B C3B 120.05(14) . . ?
C5B C4B H4B 120.0 . . ?
C3B C4B H4B 120.0 . . ?
C6B C5B C4B 120.11(14) . . ?
C6B C5B H5B 119.9 . . ?
C4B C5B H5B 119.9 . . ?
N1B C6B C5B 119.40(14) . . ?
N1B C6B H6B 120.3 . . ?
C5B C6B H6B 120.3 . . ?
C2C N1C C6C 123.33(13) . . ?
C2C N1C H1NC 118.8(12) . . ?
C6C N1C H1NC 117.8(12) . . ?
N1C C2C C3C 120.47(14) . . ?
N1C C2C H2C 119.8 . . ?
C3C C2C H2C 119.8 . . ?
N3C C3C C2C 120.80(14) . . ?
N3C C3C C4C 122.20(14) . . ?
C2C C3C C4C 116.99(14) . . ?
C3C N3C H3C1 117.3(14) . . ?
C3C N3C H3C2 120.4(13) . . ?
H3C1 N3C H3C2 121.0(19) . . ?
C5C C4C C3C 120.18(14) . . ?
C5C C4C H4C 119.9 . . ?
C3C C4C H4C 119.9 . . ?
C4C C5C C6C 120.34(14) . . ?
C4C C5C H5C 119.8 . . ?
C6C C5C H5C 119.8 . . ?
N1C C6C C5C 118.68(14) . . ?
N1C C6C H6C 120.7 . . ?
C5C C6C H6C 120.7 . . ?
H1W1 O1W H1W2 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
C6A N1A C2A C3A 0.3(2) . . . . ?
N1A C2A C3A N3A -179.19(13) . . . . ?
N1A C2A C3A C4A -0.3(2) . . . . ?
N3A C3A C4A C5A 179.05(14) . . . . ?
C2A C3A C4A C5A 0.2(2) . . . . ?
C3A C4A C5A C6A 0.0(2) . . . . ?
C2A N1A C6A C5A -0.2(2) . . . . ?
C4A C5A C6A N1A 0.0(2) . . . . ?
C6B N1B C2B C3B 0.6(2) . . . . ?
N1B C2B C3B N3B -177.59(14) . . . . ?
N1B C2B C3B C4B 0.2(2) . . . . ?
N3B C3B C4B C5B 177.02(14) . . . . ?
C2B C3B C4B C5B -0.8(2) . . . . ?
C3B C4B C5B C6B 0.5(2) . . . . ?
C2B N1B C6B C5B -0.9(2) . . . . ?
C4B C5B C6B N1B 0.4(2) . . . . ?
C6C N1C C2C C3C 0.0(2) . . . . ?
N1C C2C C3C N3C -178.70(14) . . . . ?
N1C C2C C3C C4C 0.4(2) . . . . ?
N3C C3C C4C C5C 178.60(16) . . . . ?
C2C C3C C4C C5C -0.5(2) . . . . ?
C3C C4C C5C C6C 0.2(2) . . . . ?
C2C N1C C6C C5C -0.3(2) . . . . ?
C4C C5C C6C N1C 0.2(2) . . . . ?
O1A P1A P1A O1A 180.000(1) . . 3_666 3_666 yes
O2A P1A P1A O1A 58.96(6) . . 3_666 3_666 yes
O3A P1A P1A O1A -59.26(7) . . 3_666 3_666 yes
O1A P1A P1A O2A -58.96(6) . . 3_666 3_666 yes
O2A P1A P1A O2A 180.000(0) . . 3_666 3_666 yes
O3A P1A P1A O2A 61.78(6) . . 3_666 3_666 yes
O1A P1A P1A O3A 59.26(7) . . 3_666 3_666 yes
O2A P1A P1A O3A -61.78(6) . . 3_666 3_666 yes
O3A P1A P1A O3A 180.0 . . 3_666 3_666 yes
O1B P1B P1B O1B 180.000(1) . . 3_566 3_566 yes
O2B P1B P1B O1B 52.48(7) . . 3_566 3_566 yes
O3B P1B P1B O1B -60.67(6) . . 3_566 3_566 yes
O1B P1B P1B O2B -52.48(7) . . 3_566 3_566 yes
O2B P1B P1B O2B 180.000(0) . . 3_566 3_566 yes
O3B P1B P1B O2B 66.84(6) . . 3_566 3_566 yes
O1B P1B P1B O3B 60.67(6) . . 3_566 3_566 yes
O2B P1B P1B O3B -66.84(6) . . 3_566 3_566 yes
O3B P1B P1B O3B 180.0 . . 3_566 3_566 yes

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
O3B H3PB O1A 0.90(2) 1.64(2) 2.5314(14) 170(2) .
N1A H1NA O2A 0.95(2) 1.63(2) 2.5671(16) 169(2) .
N3A H3A1 O2B 0.87(2) 2.13(2) 2.9762(17) 164.3(18) 1_655
N3A H3A2 O1B 0.87(2) 2.12(2) 2.9606(17) 162.6(17) 4_666
C2A H2A O1A 0.95 2.41 3.1899(18) 139.5 3_666
C4A H4A O1B 0.95 2.50 3.2769(18) 138.5 4_666
N1B H1NB O3A 1.08(2) 1.45(3) 2.5206(16) 174(2) .
N3B H3B1 O2B 0.85(2) 2.59(2) 3.3158(18) 144.2(16) 3_666
N3B H3B1 O3B 0.85(2) 2.55(2) 3.3002(18) 148.7(16) 3_666
N3B H3B2 O1W 0.86(2) 2.00(2) 2.8503(18) 168.0(18) 2_655
C2B H2B O3B 0.95 2.37 3.2427(19) 152.0 3_666
N1C H1NC O2B 0.95(2) 1.67(2) 2.6138(16) 171.7(19) .
N3C H3C1 O1W 0.83(2) 2.05(2) 2.8646(19) 167.9(19) 2_556
N3C H3C2 O3A 0.86(2) 2.07(2) 2.9063(19) 162.4(19) 3_566
C2C H2C O1A 0.95 2.48 3.4217(19) 174.3 3_566
O1W H1W1 O1B 0.84 1.87 2.7058(14) 176.1 .
O1W H1W2 O2A 0.84 1.88 2.7155(14) 176.8 .

_refine_diff_density_max         0.386
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.046


# start Validation Reply Form
_vrf_PLAT772_3Aminopyr31-100     
;
PROBLEM: Suspect O-H Bond in CIF: O3A --H1NB .. 1.45 Ang.
RESPONSE: H1NB was located halfway between 3-aminopyridinium nitrogen and 
hypodiphosphate oxygen atoms, and it was refined freely. The short bond 
formed by this atom may be considered as a single-well N...H...O 
hydrogen bond. 
;
# end Validation Reply Form
####################################################################### 
# 
# 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_3AminoPyr11_21_100_00
_database_code_depnum_ccdc_archive 'CCDC 2244233'
loop_
_audit_author_name
_audit_author_address
'Daria Budzikur-Maciag'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2023-05-15 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C5 N2 H7), (H2 P2 O6), 0.5(H4 P2 O6), (H2 O)'
_chemical_formula_sum            'C10 H20 N4 O10 P3'
_chemical_formula_weight         449.21

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                   10.6024(14)
_cell_length_b                   13.234(2)
_cell_length_c                   13.848(2)
_cell_angle_alpha                73.10(2)
_cell_angle_beta                 81.56(2)
_cell_angle_gamma                81.96(2)
_cell_volume                     1829.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    33264
_cell_measurement_theta_min      1.8860
_cell_measurement_theta_max      47.7290

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_F_000             932
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.131
_exptl_absorpt_coefficient_mu    0.385
_shelx_estimated_absorpt_T_min   0.903
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.76055
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            89059
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.904
_diffrn_reflns_theta_max         48.011
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.792
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.792
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.792
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             27745
_reflns_number_gt                16336
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         27745
_refine_ls_number_parameters     577
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1282
_refine_ls_wR_factor_gt          0.1134
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
P1A P 0.24187(2) 0.13784(2) -0.04577(2) 0.00817(4) Uani 1 1 d . . . . .
O1A O 0.17661(6) 0.09614(5) -0.11351(5) 0.01099(11) Uani 1 1 d . . . . .
O2A O 0.17549(6) 0.12063(5) 0.06212(4) 0.01125(11) Uani 1 1 d . . . . .
O3A O 0.38465(6) 0.08879(5) -0.03863(5) 0.01343(12) Uani 1 1 d . . . . .
H3PA H 0.4133(14) 0.0625(12) -0.0885(12) 0.035(4) Uiso 1 1 d . . . . .
P2A P 0.24362(2) 0.30912(2) -0.11070(2) 0.00853(4) Uani 1 1 d . . . . .
O4A O 0.11387(6) 0.35312(5) -0.14501(5) 0.01282(11) Uani 1 1 d . . . . .
O5A O 0.28774(6) 0.35306(5) -0.03358(5) 0.01401(12) Uani 1 1 d . . . . .
O6A O 0.35330(6) 0.32210(5) -0.20127(5) 0.01274(11) Uani 1 1 d . . . . .
H6PA H 0.3304(16) 0.3442(14) -0.2527(14) 0.048(5) Uiso 1 1 d . . . . .
P1B P 0.23179(2) 0.16389(2) 0.28321(2) 0.00833(4) Uani 1 1 d . . . . .
O1B O 0.09318(6) 0.14849(5) 0.31227(5) 0.01359(11) Uani 1 1 d . . . . .
O2B O 0.29801(6) 0.10751(5) 0.20278(5) 0.01185(11) Uani 1 1 d . . . . .
H2PB H 0.2491(19) 0.1185(17) 0.1616(16) 0.073(7) Uiso 1 1 d . . . . .
O3B O 0.31453(6) 0.12154(5) 0.37300(5) 0.01204(11) Uani 1 1 d . . . . .
H3PB H 0.263(2) 0.1339(18) 0.4437(17) 0.090(7) Uiso 1 1 d . . . . .
P2B P 0.25717(2) 0.33199(2) 0.21762(2) 0.00864(4) Uani 1 1 d . . . . .
O4B O 0.39585(6) 0.34758(5) 0.18996(5) 0.01321(11) Uani 1 1 d . . . . .
O5B O 0.17408(6) 0.37271(5) 0.12871(5) 0.01333(11) Uani 1 1 d . . . . .
H5PB H 0.229(2) 0.361(2) 0.0505(19) 0.107(8) Uiso 1 1 d . . . . .
O6B O 0.19179(6) 0.38785(5) 0.29909(5) 0.01195(11) Uani 1 1 d . . . . .
H6PB H 0.2427(19) 0.3788(17) 0.3403(16) 0.072(7) Uiso 1 1 d . . . . .
P1C P 0.25126(2) 0.18948(2) 0.61066(2) 0.00841(4) Uani 1 1 d . . . . .
O1C O 0.38175(6) 0.14237(5) 0.64234(5) 0.01207(11) Uani 1 1 d . . . . .
O2C O 0.20203(6) 0.14669(5) 0.53460(5) 0.01217(11) Uani 1 1 d . . . . .
O3C O 0.14411(6) 0.17978(6) 0.70232(5) 0.01368(12) Uani 1 1 d . . . . .
H3PC H 0.1686(17) 0.1560(15) 0.7537(14) 0.057(6) Uiso 1 1 d . . . . .
P2C P 0.25680(2) 0.36045(2) 0.54599(2) 0.00822(4) Uani 1 1 d . . . . .
O4C O 0.32633(6) 0.39982(5) 0.61300(5) 0.01077(10) Uani 1 1 d . . . . .
O5C O 0.31893(6) 0.37921(5) 0.43688(4) 0.01133(11) Uani 1 1 d . . . . .
O6C O 0.11417(6) 0.41114(5) 0.54246(5) 0.01302(11) Uani 1 1 d . . . . .
H6PC H 0.0905(14) 0.4379(12) 0.5905(12) 0.032(4) Uiso 1 1 d . . . . .
N1A N -0.10557(7) 0.27219(6) -0.14572(6) 0.01470(14) Uani 1 1 d . . . . .
H1NA H -0.0313(13) 0.2882(11) -0.1427(11) 0.030(4) Uiso 1 1 d . . . . .
C2A C -0.19790(8) 0.35338(7) -0.15162(7) 0.01448(16) Uani 1 1 d . . . . .
H2A H -0.176292 0.422402 -0.157649 0.017 Uiso 1 1 calc R U . . .
C3A C -0.32593(8) 0.33676(7) -0.14892(7) 0.01487(16) Uani 1 1 d . . . . .
N3A N -0.42124(9) 0.41745(7) -0.15540(9) 0.0251(2) Uani 1 1 d . . . . .
H3A1 H -0.4949(14) 0.4057(12) -0.1577(12) 0.048(5) Uiso 1 1 d . . . . .
H3A2 H -0.4068(13) 0.4816(11) -0.1624(11) 0.033(4) Uiso 1 1 d . . . . .
C4A C -0.35146(9) 0.23209(7) -0.13669(8) 0.01622(17) Uani 1 1 d . . . . .
H4A H -0.437518 0.216857 -0.131617 0.019 Uiso 1 1 calc R U . . .
C5A C -0.25329(9) 0.15126(7) -0.13196(8) 0.01689(17) Uani 1 1 d . . . . .
H5A H -0.271583 0.081187 -0.125484 0.020 Uiso 1 1 calc R U . . .
C6A C -0.12769(9) 0.17249(7) -0.13669(8) 0.01655(17) Uani 1 1 d . . . . .
H6A H -0.059019 0.117612 -0.133596 0.020 Uiso 1 1 calc R U . . .
N1B N -0.15810(8) 0.19307(6) 0.34997(6) 0.01570(14) Uani 1 1 d . . . . .
H1NB H -0.0738(13) 0.1818(11) 0.3384(10) 0.029(4) Uiso 1 1 d . . . . .
C2B C -0.21519(9) 0.29067(7) 0.34733(7) 0.01454(15) Uani 1 1 d . . . . .
H2B H -0.164776 0.347847 0.336040 0.017 Uiso 1 1 calc R U . . .
C3B C -0.34892(8) 0.30836(7) 0.36118(7) 0.01282(15) Uani 1 1 d . . . . .
N3B N -0.40915(8) 0.40742(6) 0.35608(7) 0.01762(15) Uani 1 1 d . . . . .
H3B1 H -0.4975(13) 0.4119(11) 0.3782(10) 0.025(4) Uiso 1 1 d . . . . .
H3B2 H -0.3628(16) 0.4595(14) 0.3698(13) 0.053(5) Uiso 1 1 d . . . . .
C4B C -0.41873(9) 0.22069(7) 0.37690(7) 0.01421(15) Uani 1 1 d . . . . .
H4B H -0.509772 0.229943 0.385208 0.017 Uiso 1 1 calc R U . . .
C5B C -0.35519(9) 0.12127(7) 0.38029(7) 0.01639(16) Uani 1 1 d . . . . .
H5B H -0.402379 0.062028 0.392180 0.020 Uiso 1 1 calc R U . . .
C6B C -0.22273(9) 0.10844(7) 0.36630(7) 0.01738(17) Uani 1 1 d . . . . .
H6B H -0.178104 0.040551 0.368235 0.021 Uiso 1 1 calc R U . . .
N1C N 0.61094(7) 0.21920(6) 0.61921(6) 0.01406(14) Uani 1 1 d . . . . .
H1NC H 0.5364(12) 0.2019(10) 0.6272(10) 0.018(3) Uiso 1 1 d . . . . .
C2C C 0.70560(8) 0.14155(7) 0.61300(7) 0.01399(15) Uani 1 1 d . . . . .
H2C H 0.685507 0.071909 0.619738 0.017 Uiso 1 1 calc R U . . .
C3C C 0.83402(8) 0.16326(7) 0.59659(7) 0.01443(16) Uani 1 1 d . . . . .
N3C N 0.93113(8) 0.08788(7) 0.58508(8) 0.02168(18) Uani 1 1 d . . . . .
H3C1 H 1.0063(13) 0.1024(11) 0.5819(11) 0.034(4) Uiso 1 1 d . . . . .
H3C2 H 0.9194(11) 0.0203(10) 0.6078(9) 0.017(3) Uiso 1 1 d . . . . .
C4C C 0.85682(9) 0.26828(7) 0.58799(7) 0.01628(17) Uani 1 1 d . . . . .
H4C H 0.942338 0.286556 0.576428 0.020 Uiso 1 1 calc R U . . .
C5C C 0.75634(9) 0.34444(7) 0.59619(7) 0.01657(17) Uani 1 1 d . . . . .
H5C H 0.772840 0.414576 0.591356 0.020 Uiso 1 1 calc R U . . .
C6C C 0.63110(9) 0.31903(7) 0.61150(7) 0.01605(16) Uani 1 1 d . . . . .
H6C H 0.561122 0.371294 0.616423 0.019 Uiso 1 1 calc R U . . .
N1D N 0.63797(8) 0.31473(6) 0.11096(6) 0.01628(15) Uani 1 1 d . . . . .
H1ND H 0.5565(14) 0.3234(12) 0.1243(12) 0.044(5) Uiso 1 1 d . . . . .
C2D C 0.69970(9) 0.21748(7) 0.11963(7) 0.01533(16) Uani 1 1 d . . . . .
H2D H 0.652421 0.158079 0.132814 0.018 Uiso 1 1 calc R U . . .
C3D C 0.83399(8) 0.20345(7) 0.10923(7) 0.01408(15) Uani 1 1 d . . . . .
N3D N 0.89849(8) 0.10493(7) 0.12039(7) 0.01890(16) Uani 1 1 d . . . . .
H3D1 H 0.9891(14) 0.0993(12) 0.1095(11) 0.033(4) Uiso 1 1 d . . . . .
H3D2 H 0.8545(15) 0.0465(13) 0.1154(13) 0.050(5) Uiso 1 1 d . . . . .
C4D C 0.89878(9) 0.29394(7) 0.09156(7) 0.01634(16) Uani 1 1 d . . . . .
H4D H 0.989714 0.287026 0.086882 0.020 Uiso 1 1 calc R U . . .
C5D C 0.83105(9) 0.39277(8) 0.08098(8) 0.01856(18) Uani 1 1 d . . . . .
H5D H 0.875264 0.454009 0.066996 0.022 Uiso 1 1 calc R U . . .
C6D C 0.69832(9) 0.40231(8) 0.09083(8) 0.01821(18) Uani 1 1 d . . . . .
H6D H 0.650710 0.469972 0.083416 0.022 Uiso 1 1 calc R U . . .
O1W O 0.45858(7) -0.00147(6) -0.18218(5) 0.01750(13) Uani 1 1 d DG . . . .
H1W1 H 0.534436 -0.030034 -0.185139 0.039(4) Uiso 1 1 d DG . . . .
H1W2 H 0.446085 0.038224 -0.240240 0.057(5) Uiso 1 1 d DG . . . .
O2W O 0.05052(6) 0.50616(6) 0.68266(5) 0.01555(12) Uani 1 1 d DG . . . .
H2W1 H 0.059984 0.464801 0.740529 0.048(5) Uiso 1 1 d DG . . . .
H2W2 H -0.025585 0.534353 0.683422 0.035(4) Uiso 1 1 d DG . . . .


_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
P1A O1A 1.5038(7) . yes
P1A O2A 1.5224(7) . yes
P1A O3A 1.5667(7) . yes
P1A P2A 2.1837(5) . yes
O3A H3PA 0.859(16) . ?
P2A O4A 1.5047(7) . yes
P2A O5A 1.5105(7) . yes
P2A O6A 1.5676(8) . yes
O5A H5PB 1.26(3) . ?
O6A H6PA 0.749(17) . ?
P1B O1B 1.4918(7) . yes
P1B O2B 1.5483(7) . yes
P1B O3B 1.5515(7) . yes
P1B P2B 2.1834(5) . yes
O2B H2PB 0.80(2) . ?
O3B H3PB 1.09(2) . ?
P2B O4B 1.4916(7) . yes
P2B O5B 1.5434(7) . yes
P2B O6B 1.5530(7) . yes
O5B H5PB 1.19(3) . ?
O6B H6PB 0.81(2) . ?
P1C O1C 1.5077(7) . yes
P1C O2C 1.5144(7) . yes
P1C O3C 1.5624(8) . yes
P1C P2C 2.1836(5) . yes
O2C H3PB 1.37(2) . ?
O3C H3PC 0.757(18) . ?
P2C O4C 1.5051(7) . yes
P2C O5C 1.5212(7) . yes
P2C O6C 1.5678(7) . yes
O6C H6PC 0.834(16) . ?
N1A C6A 1.3392(13) . ?
N1A C2A 1.3408(12) . ?
N1A H1NA 0.853(14) . ?
C2A C3A 1.3987(12) . ?
C2A H2A 0.9500 . ?
C3A N3A 1.3559(13) . ?
C3A C4A 1.4056(13) . ?
N3A H3A1 0.825(15) . ?
N3A H3A2 0.859(15) . ?
C4A C5A 1.3783(13) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.3874(13) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
N1B C2B 1.3403(12) . ?
N1B C6B 1.3405(13) . ?
N1B H1NB 0.884(13) . ?
C2B C3B 1.3984(13) . ?
C2B H2B 0.9500 . ?
C3B N3B 1.3625(12) . ?
C3B C4B 1.4097(13) . ?
N3B H3B1 0.941(14) . ?
N3B H3B2 0.975(17) . ?
C4B C5B 1.3830(13) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.3825(13) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
N1C C6C 1.3389(12) . ?
N1C C2C 1.3448(12) . ?
N1C H1NC 0.837(13) . ?
C2C C3C 1.4031(12) . ?
C2C H2C 0.9500 . ?
C3C N3C 1.3556(13) . ?
C3C C4C 1.4119(13) . ?
N3C H3C1 0.837(14) . ?
N3C H3C2 0.878(13) . ?
C4C C5C 1.3763(13) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.3864(13) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
N1D C2D 1.3405(12) . ?
N1D C6D 1.3407(13) . ?
N1D H1ND 0.855(15) . ?
C2D C3D 1.4014(13) . ?
C2D H2D 0.9500 . ?
C3D N3D 1.3623(12) . ?
C3D C4D 1.4059(13) . ?
N3D H3D1 0.946(15) . ?
N3D H3D2 0.981(17) . ?
C4D C5D 1.3800(14) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3852(14) . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
O1W H1W1 0.8401 . ?
O1W H1W2 0.8403 . ?
O2W H2W1 0.8397 . ?
O2W H2W2 0.8402 . ?

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 P1A O2A 114.37(4) . . yes
O1A P1A O3A 112.28(4) . . yes
O2A P1A O3A 107.59(4) . . yes
O1A P1A P2A 108.21(3) . . yes
O2A P1A P2A 106.70(3) . . yes
O3A P1A P2A 107.32(3) . . yes
P1A O3A H3PA 111.3(10) . . ?
O4A P2A O5A 117.06(4) . . yes
O4A P2A O6A 112.59(4) . . yes
O5A P2A O6A 105.99(4) . . yes
O4A P2A P1A 107.76(3) . . yes
O5A P2A P1A 107.82(3) . . yes
O6A P2A P1A 104.89(4) . . yes
P2A O5A H5PB 128.1(11) . . ?
P2A O6A H6PA 114.3(13) . . ?
O1B P1B O2B 113.86(4) . . yes
O1B P1B O3B 113.96(4) . . yes
O2B P1B O3B 104.49(4) . . yes
O1B P1B P2B 110.74(4) . . yes
O2B P1B P2B 105.96(3) . . yes
O3B P1B P2B 107.24(3) . . yes
P1B O2B H2PB 105.7(15) . . ?
P1B O3B H3PB 112.0(11) . . ?
O4B P2B O5B 115.11(4) . . yes
O4B P2B O6B 112.83(4) . . yes
O5B P2B O6B 105.28(4) . . yes
O4B P2B P1B 110.76(4) . . yes
O5B P2B P1B 106.49(3) . . yes
O6B P2B P1B 105.69(3) . . yes
P2B O5B H5PB 113.2(11) . . ?
P2B O6B H6PB 106.7(14) . . ?
O1C P1C O2C 116.65(4) . . yes
O1C P1C O3C 113.05(4) . . yes
O2C P1C O3C 106.28(4) . . yes
O1C P1C P2C 107.99(3) . . yes
O2C P1C P2C 108.05(3) . . yes
O3C P1C P2C 104.01(4) . . yes
P1C O2C H3PB 128.7(9) . . ?
P1C O3C H3PC 114.0(14) . . ?
O4C P2C O5C 114.49(4) . . yes
O4C P2C O6C 112.14(4) . . yes
O5C P2C O6C 107.42(4) . . yes
O4C P2C P1C 107.98(3) . . yes
O5C P2C P1C 107.63(3) . . yes
O6C P2C P1C 106.83(3) . . yes
P2C O6C H6PC 110.8(10) . . ?
C6A N1A C2A 123.75(8) . . ?
C6A N1A H1NA 122.1(10) . . ?
C2A N1A H1NA 114.0(10) . . ?
N1A C2A C3A 120.20(8) . . ?
N1A C2A H2A 119.9 . . ?
C3A C2A H2A 119.9 . . ?
N3A C3A C2A 121.52(9) . . ?
N3A C3A C4A 121.59(8) . . ?
C2A C3A C4A 116.87(8) . . ?
C3A N3A H3A1 118.9(11) . . ?
C3A N3A H3A2 122.4(9) . . ?
H3A1 N3A H3A2 118.5(13) . . ?
C5A C4A C3A 120.87(8) . . ?
C5A C4A H4A 119.6 . . ?
C3A C4A H4A 119.6 . . ?
C4A C5A C6A 119.84(9) . . ?
C4A C5A H5A 120.1 . . ?
C6A C5A H5A 120.1 . . ?
N1A C6A C5A 118.41(9) . . ?
N1A C6A H6A 120.8 . . ?
C5A C6A H6A 120.8 . . ?
C2B N1B C6B 123.39(8) . . ?
C2B N1B H1NB 120.6(9) . . ?
C6B N1B H1NB 116.0(9) . . ?
N1B C2B C3B 120.02(9) . . ?
N1B C2B H2B 120.0 . . ?
C3B C2B H2B 120.0 . . ?
N3B C3B C2B 121.06(8) . . ?
N3B C3B C4B 121.43(8) . . ?
C2B C3B C4B 117.47(8) . . ?
C3B N3B H3B1 116.6(8) . . ?
C3B N3B H3B2 118.8(10) . . ?
H3B1 N3B H3B2 114.9(13) . . ?
C5B C4B C3B 120.26(8) . . ?
C5B C4B H4B 119.9 . . ?
C3B C4B H4B 119.9 . . ?
C6B C5B C4B 119.73(9) . . ?
C6B C5B H5B 120.1 . . ?
C4B C5B H5B 120.1 . . ?
N1B C6B C5B 119.11(9) . . ?
N1B C6B H6B 120.4 . . ?
C5B C6B H6B 120.4 . . ?
C6C N1C C2C 123.70(8) . . ?
C6C N1C H1NC 120.7(9) . . ?
C2C N1C H1NC 115.6(9) . . ?
N1C C2C C3C 120.07(8) . . ?
N1C C2C H2C 120.0 . . ?
C3C C2C H2C 120.0 . . ?
N3C C3C C2C 121.34(9) . . ?
N3C C3C C4C 121.70(8) . . ?
C2C C3C C4C 116.90(8) . . ?
C3C N3C H3C1 117.8(10) . . ?
C3C N3C H3C2 120.5(8) . . ?
H3C1 N3C H3C2 115.9(12) . . ?
C5C C4C C3C 120.64(9) . . ?
C5C C4C H4C 119.7 . . ?
C3C C4C H4C 119.7 . . ?
C4C C5C C6C 120.15(9) . . ?
C4C C5C H5C 119.9 . . ?
C6C C5C H5C 119.9 . . ?
N1C C6C C5C 118.54(9) . . ?
N1C C6C H6C 120.7 . . ?
C5C C6C H6C 120.7 . . ?
C2D N1D C6D 123.28(8) . . ?
C2D N1D H1ND 120.8(10) . . ?
C6D N1D H1ND 115.6(10) . . ?
N1D C2D C3D 119.99(9) . . ?
N1D C2D H2D 120.0 . . ?
C3D C2D H2D 120.0 . . ?
N3D C3D C2D 120.89(9) . . ?
N3D C3D C4D 121.57(8) . . ?
C2D C3D C4D 117.47(8) . . ?
C3D N3D H3D1 118.2(9) . . ?
C3D N3D H3D2 119.8(9) . . ?
H3D1 N3D H3D2 118.5(13) . . ?
C5D C4D C3D 120.38(9) . . ?
C5D C4D H4D 119.8 . . ?
C3D C4D H4D 119.8 . . ?
C4D C5D C6D 119.73(9) . . ?
C4D C5D H5D 120.1 . . ?
C6D C5D H5D 120.1 . . ?
N1D C6D C5D 119.09(9) . . ?
N1D C6D H6D 120.5 . . ?
C5D C6D H6D 120.5 . . ?
H1W1 O1W H1W2 108.0 . . ?
H2W1 O2W H2W2 108.1 . . ?

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
O1A P1A P2A O4A 43.02(4) . . . . yes
O2A P1A P2A O4A -80.50(4) . . . . yes
O3A P1A P2A O4A 164.40(4) . . . . yes
O1A P1A P2A O5A 170.22(4) . . . . yes
O2A P1A P2A O5A 46.70(4) . . . . yes
O3A P1A P2A O5A -68.40(4) . . . . yes
O1A P1A P2A O6A -77.14(4) . . . . yes
O2A P1A P2A O6A 159.33(4) . . . . yes
O3A P1A P2A O6A 44.24(4) . . . . yes
O1B P1B P2B O4B 179.16(4) . . . . yes
O2B P1B P2B O4B -56.91(4) . . . . yes
O3B P1B P2B O4B 54.26(4) . . . . yes
O1B P1B P2B O5B -55.00(4) . . . . yes
O2B P1B P2B O5B 68.93(4) . . . . yes
O3B P1B P2B O5B -179.89(3) . . . . yes
O1B P1B P2B O6B 56.64(4) . . . . yes
O2B P1B P2B O6B -179.43(3) . . . . yes
O3B P1B P2B O6B -68.26(4) . . . . yes
O1C P1C P2C O4C -43.50(4) . . . . yes
O2C P1C P2C O4C -170.49(4) . . . . yes
O3C P1C P2C O4C 76.86(4) . . . . yes
O1C P1C P2C O5C 80.59(4) . . . . yes
O2C P1C P2C O5C -46.41(4) . . . . yes
O3C P1C P2C O5C -159.06(4) . . . . yes
O1C P1C P2C O6C -164.30(4) . . . . yes
O2C P1C P2C O6C 68.70(4) . . . . yes
O3C P1C P2C O6C -43.95(4) . . . . yes
C6A N1A C2A C3A -0.29(15) . . . . ?
N1A C2A C3A N3A -179.56(10) . . . . ?
N1A C2A C3A C4A 1.95(14) . . . . ?
N3A C3A C4A C5A 178.89(10) . . . . ?
C2A C3A C4A C5A -2.62(15) . . . . ?
C3A C4A C5A C6A 1.66(15) . . . . ?
C2A N1A C6A C5A -0.76(15) . . . . ?
C4A C5A C6A N1A 0.06(15) . . . . ?
C6B N1B C2B C3B -0.54(14) . . . . ?
N1B C2B C3B N3B -178.21(9) . . . . ?
N1B C2B C3B C4B -0.44(13) . . . . ?
N3B C3B C4B C5B 179.05(9) . . . . ?
C2B C3B C4B C5B 1.29(13) . . . . ?
C3B C4B C5B C6B -1.20(14) . . . . ?
C2B N1B C6B C5B 0.67(15) . . . . ?
C4B C5B C6B N1B 0.22(15) . . . . ?
C6C N1C C2C C3C -0.65(14) . . . . ?
N1C C2C C3C N3C -176.74(9) . . . . ?
N1C C2C C3C C4C 0.42(13) . . . . ?
N3C C3C C4C C5C 177.54(10) . . . . ?
C2C C3C C4C C5C 0.39(14) . . . . ?
C3C C4C C5C C6C -0.99(15) . . . . ?
C2C N1C C6C C5C 0.05(14) . . . . ?
C4C C5C C6C N1C 0.78(14) . . . . ?
C6D N1D C2D C3D 1.09(15) . . . . ?
N1D C2D C3D N3D 178.28(9) . . . . ?
N1D C2D C3D C4D 1.10(14) . . . . ?
N3D C3D C4D C5D -179.72(9) . . . . ?
C2D C3D C4D C5D -2.56(14) . . . . ?
C3D C4D C5D C6D 1.91(15) . . . . ?
C2D N1D C6D C5D -1.80(15) . . . . ?
C4D C5D C6D N1D 0.26(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
O3A H3PA O1W 0.859(16) 1.725(16) 2.580 173.2(16) .
O6A H6PA O4C 0.749(17) 1.795(18) 2.5199(10) 162.7(18) 1_554
O2B H2PB O2A 0.80(2) 1.67(2) 2.4485(10) 165(2) .
O3B H3PB O2C 1.09(2) 1.37(2) 2.4658(10) 178(2) .
O5B H5PB O5A 1.19(3) 1.26(3) 2.4551(10) 177(2) .
O6B H6PB O5C 0.81(2) 1.66(2) 2.4609(10) 166(2) .
O3C H3PC O1A 0.757(18) 1.788(19) 2.5217(10) 162.9(19) 1_556
O6C H6PC O2W 0.834(16) 1.740(16) 2.570 173.4(16) .
N1A H1NA O4A 0.853(14) 1.857(15) 2.6964(11) 167.5(14) .
N3A H3A1 O6A 0.825(15) 2.312(16) 3.0766(12) 154.4(14) 1_455
N3A H3A2 O4B 0.859(15) 2.197(15) 3.0500(12) 171.8(13) 2_565
C4A H4A O3A 0.95 2.65 3.4843(14) 147.5 1_455
C4A H4A O6A 0.95 2.60 3.3431(13) 135.1 1_455
C6A H6A O1A 0.95 2.52 3.2767(12) 136.5 .
N1B H1NB O1B 0.884(13) 1.774(13) 2.6551(11) 174.7(13) .
N3B H3B1 O5C 0.941(14) 2.050(14) 2.9689(12) 165.0(12) 1_455
N3B H3B2 O4C 0.975(17) 2.039(18) 2.9723(11) 159.5(14) 2_566
C2B H2B O2W 0.95 2.35 3.3016(13) 175.7 2_566
C4B H4B O3B 0.95 2.56 3.2935(12) 134.5 1_455
C6B H6B O2C 0.95 2.48 3.2432(13) 137.3 2_556
N1C H1NC O1C 0.837(13) 1.875(13) 2.7046(11) 170.9(13) .
N3C H3C1 O2C 0.837(14) 2.191(14) 3.0106(12) 166.3(14) 1_655
N3C H3C2 O1B 0.878(13) 2.198(13) 3.0668(13) 169.8(11) 2_656
C2C H2C O3B 0.95 2.53 3.4654(12) 167.1 2_656
C4C H4C O6C 0.95 2.53 3.4149(13) 155.2 1_655
C6C H6C O4C 0.95 2.47 3.2576(13) 140.2 .
N1D H1ND O4B 0.855(15) 1.842(15) 2.6675(11) 161.7(15) .
N3D H3D1 O2A 0.946(15) 2.021(15) 2.9490(12) 166.6(13) 1_655
N3D H3D2 O1A 0.981(17) 1.969(17) 2.9131(11) 160.7(13) 2_655
C2D H2D O1W 0.95 2.40 3.3488(14) 174.3 2_655
C4D H4D O5B 0.95 2.60 3.3874(12) 140.1 1_655
C6D H6D O5A 0.95 2.40 3.1206(13) 132.8 2_665

_refine_diff_density_max         0.930
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.096


# start Validation Reply Form
_vrf_PLAT112_3AminoPyr11_21_100_00 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem I 96 %Fit
RESPONSE: Variable-temperature X-ray single-crystal studies have shown that 
short-range ordering occurs in 190-300 K range, which is characterized 
by the presence of diffuse scattering. Lowering the temperature increases the 
ordering range and eventually diffuse scattering turns into Bragg reflections. 
This causes an increase in unit cell parameters and a lowering of 
translational symmetry. The pseudo-translation is observed when P and O atoms 
are taken into account.
;
_vrf_PLAT355_3AminoPyr11_21_100_00 
;
PROBLEM: Long O-H (X0.82,N0.98A) O3B - H3PB . 1.09 Ang.
RESPONSE: H3PB (and H5PB) were located halfway between two hypodiphosphate 
oxygen atoms, and they were refined freely. The short hydrogen bonds formed by 
these atoms may be considered as single-well O...H...O hydrogen bonds. 
;
_vrf_PLAT934_3AminoPyr11_21_100_00 
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers .. 3 Check
RESPONSE:The problem concerns very weak reflections, for which Sigmas 
could be overestimated, and therefore result in high 
(Iobs-Icalc)/Sigma(W) values.
;
# end Validation Reply Form
