#------------------------------------------------------------------------------
#$Date: 2025-08-19 09:12:48 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/28/2012873.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2012873
loop_
_publ_author_name
'Janczak, Jan'
'Perpétuo, Genivaldo Julio'
_publ_section_title
;
 Hexakis(melaminium) tetrakis(dihydrogenphosphate)
 monohydrogenphosphate tetrahydrate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o455
_journal_page_last               o459
_journal_paper_doi               10.1107/S0108270102010521
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         '6C3 H7 N6 + , 4H2 O4 P - , H O4 P 2- , 4H2 O'
_chemical_formula_sum            'C18 H59 N36 O24 P5'
_chemical_formula_weight         1318.86
_chemical_melting_point          dehydrated
_chemical_name_common            'melaminium phosphate hydrate'
_chemical_name_systematic
;
hexakis(2,4,6-triamino-1,3,5-triazin-1-ium) tetrakis(dihydrogenphosphate)
monohydrogenphosphate tetrahydrate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 117.80(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.341(2)
_cell_length_b                   20.965(4)
_cell_length_c                   12.334(2)
_cell_measurement_reflns_used    4999
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29
_cell_measurement_theta_min      2.7
_cell_volume                     2594.1(11)
_computing_cell_refinement       'KM-4 CCD Software'
_computing_data_collection       'KM-4 CCD Software (Kuma Diffraction, 2000)'
_computing_data_reduction        'KM-4 CCD Software'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2'
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type
'Kuma KM-4 with two dimensional CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.014
_diffrn_reflns_av_sigmaI/netI    0.026
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25398
_diffrn_reflns_theta_full        29.06
_diffrn_reflns_theta_max         29.06
_diffrn_reflns_theta_min         2.69
_exptl_absorpt_coefficient_mu    0.291
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_correction_T_min  0.913
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'face-indexed (SHELXTL; Sheldrick, 1990)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_meas      1.69
_exptl_crystal_density_method    flotation
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1372
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.28
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.11(4)
_refine_ls_extinction_coef       0.00059(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     773
_refine_ls_number_reflns         12689
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.044
_refine_ls_R_factor_gt           0.030
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0333P)²+0.2410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.062
_refine_ls_wR_factor_ref         0.067
_reflns_number_gt                10664
_reflns_number_total             12689
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd1207.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2012873
_cod_database_fobs_code          2012873
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
P11 0.92220(4) 0.56987(2) 0.40951(4) 0.02376(9) Uani d . 1 . . P
O11 0.77409(13) 0.54384(5) 0.34836(12) 0.0327(3) Uani d . 1 . . O
H111 0.7222 0.5733 0.3150 0.039 Uiso calc R 1 . . H
O12 0.93402(14) 0.61722(5) 0.32006(12) 0.0335(3) Uani d . 1 . . O
O13 1.00971(13) 0.51257(6) 0.43373(12) 0.0332(3) Uani d . 1 . . O
O14 0.94753(13) 0.60581(6) 0.52597(11) 0.0330(3) Uani d . 1 . . O
P21 0.71312(5) 0.59261(2) 0.66340(4) 0.02695(10) Uani d . 1 . . P
O21 0.74719(14) 0.55949(7) 0.78754(12) 0.0443(4) Uani d . 1 . . O
H121 0.8174 0.5739 0.8413 0.053 Uiso calc R 1 . . H
O22 0.84907(15) 0.61769(7) 0.67589(14) 0.0504(4) Uani d . 1 . . O
H122 0.8560 0.6076 0.6149 0.060 Uiso calc R 1 . . H
O23 0.62297(15) 0.64837(6) 0.64478(14) 0.0445(4) Uani d . 1 . . O
O24 0.65503(14) 0.54269(6) 0.56393(11) 0.0350(3) Uani d . 1 . . O
P31 0.45578(4) 0.601720(19) 0.26028(4) 0.02517(9) Uani d . 1 . . P
O31 0.42243(13) 0.55755(6) 0.14696(11) 0.0350(3) Uani d . 1 . . O
H131 0.4255 0.5785 0.0922 0.042 Uiso calc R 1 . . H
O32 0.45777(13) 0.55288(6) 0.35641(11) 0.0378(3) Uani d . 1 . . O
H132 0.5144 0.5635 0.4251 0.045 Uiso calc R 1 . . H
O33 0.34529(13) 0.64948(6) 0.22653(12) 0.0336(3) Uani d . 1 . . O
O34 0.59100(13) 0.63241(6) 0.30535(12) 0.0335(3) Uani d . 1 . . O
P41 1.02529(5) 0.57193(2) 0.09333(4) 0.02786(10) Uani d . 1 . . P
O41 1.09433(15) 0.63827(6) 0.11460(14) 0.0450(4) Uani d . 1 . . O
H141 1.1747 0.6341 0.1588 0.054 Uiso calc R 1 . . H
O42 0.90033(14) 0.58376(8) 0.11020(12) 0.0498(4) Uani d . 1 . . O
H142 0.9180 0.5764 0.1815 0.060 Uiso calc R 1 . . H
O43 1.11754(14) 0.52386(6) 0.18132(12) 0.0430(3) Uani d . 1 . . O
O44 0.97792(15) 0.55303(8) -0.03989(12) 0.0504(4) Uani d . 1 . . O
P51 0.23791(5) 0.57995(2) -0.16345(4) 0.02875(10) Uani d . 1 . . P
O51 0.12876(15) 0.53750(6) -0.15284(14) 0.0466(4) Uani d . 1 . . O
H151 0.0999 0.5563 -0.1119 0.056 Uiso calc R 1 . . H
O52 0.16548(16) 0.62679(7) -0.27323(13) 0.0484(4) Uani d . 1 . . O
H152 0.0876 0.6309 -0.2878 0.058 Uiso calc R 1 . . H
O53 0.30748(17) 0.62349(6) -0.05428(13) 0.0462(4) Uani d . 1 . . O
O54 0.32582(15) 0.53359(7) -0.18215(15) 0.0480(4) Uani d . 1 . . O
N11 0.29884(16) 0.91856(7) 0.39128(14) 0.0304(3) Uani d . 1 . . N
H11 0.3007 0.9596 0.3922 0.037 Uiso calc R 1 . . H
N12 0.29153(16) 0.82286(7) 0.48598(13) 0.0282(3) Uani d . 1 . . N
N13 0.29954(16) 0.82246(7) 0.29403(13) 0.0293(3) Uani d . 1 . . N
N14 0.28804(17) 0.91908(7) 0.57271(15) 0.0366(4) Uani d . 1 . . N
H14A 0.2843 0.8996 0.6324 0.044 Uiso calc R 1 . . H
H14B 0.2888 0.9601 0.5710 0.044 Uiso calc R 1 . . H
N15 0.29562(17) 0.73026(7) 0.39048(15) 0.0352(4) Uani d . 1 . . N
H15A 0.2982 0.7093 0.3317 0.042 Uiso calc R 1 . . H
H15B 0.2931 0.7102 0.4501 0.042 Uiso calc R 1 . . H
N16 0.30827(18) 0.91861(8) 0.20941(15) 0.0398(4) Uani d . 1 . . N
H16A 0.3109 0.8993 0.1490 0.048 Uiso calc R 1 . . H
H16B 0.3098 0.9596 0.2125 0.048 Uiso calc R 1 . . H
C11 0.29267(18) 0.88590(8) 0.48340(16) 0.0268(4) Uani d . 1 . . C
C12 0.29549(18) 0.79308(8) 0.38921(17) 0.0276(4) Uani d . 1 . . C
C13 0.30200(19) 0.88559(8) 0.29652(16) 0.0288(4) Uani d . 1 . . C
N21 0.29789(16) 0.75684(7) 0.88980(14) 0.0301(3) Uani d . 1 . . N
H21 0.3002 0.7158 0.8925 0.036 Uiso calc R 1 . . H
N22 0.28756(17) 0.85168(7) 0.78464(14) 0.0314(3) Uani d . 1 . . N
N23 0.29597(16) 0.85442(7) 0.98310(13) 0.0292(3) Uani d . 1 . . N
N24 0.28289(18) 0.94562(7) 0.87582(16) 0.0409(4) Uani d . 1 . . N
H24A 0.2779 0.9651 0.8125 0.049 Uiso calc R 1 . . H
H24B 0.2837 0.9671 0.9356 0.049 Uiso calc R 1 . . H
N25 0.30135(17) 0.75921(7) 1.07742(15) 0.0365(4) Uani d . 1 . . N
H25A 0.3016 0.7795 1.1381 0.044 Uiso calc R 1 . . H
H25B 0.3030 0.7182 1.0777 0.044 Uiso calc R 1 . . H
N26 0.29541(19) 0.75510(7) 0.70155(15) 0.0395(4) Uani d . 1 . . N
H26A 0.2926 0.7743 0.6388 0.047 Uiso calc R 1 . . H
H26B 0.2993 0.7141 0.7057 0.047 Uiso calc R 1 . . H
C21 0.29364(19) 0.78825(8) 0.79097(17) 0.0290(4) Uani d . 1 . . C
C22 0.28927(19) 0.88279(8) 0.88128(16) 0.0283(4) Uani d . 1 . . C
C23 0.29846(18) 0.79098(8) 0.98396(16) 0.0281(4) Uani d . 1 . . C
N31 0.62384(15) 0.75942(7) 0.34300(13) 0.0279(3) Uani d . 1 . . N
H31 0.6177 0.7185 0.3409 0.033 Uiso calc R 1 . . H
N32 0.63631(16) 0.85499(7) 0.24938(13) 0.0283(3) Uani d . 1 . . N
N33 0.63782(16) 0.85572(7) 0.44565(13) 0.0282(3) Uani d . 1 . . N
N34 0.65501(17) 0.94725(7) 0.35478(14) 0.0354(4) Uani d . 1 . . N
H34A 0.6586 0.9678 0.2960 0.042 Uiso calc R 1 . . H
H34B 0.6594 0.9676 0.4171 0.042 Uiso calc R 1 . . H
N35 0.62586(18) 0.76058(7) 0.53064(15) 0.0387(4) Uani d . 1 . . N
H35A 0.6295 0.7806 0.5930 0.046 Uiso calc R 1 . . H
H35B 0.6202 0.7197 0.5273 0.046 Uiso calc R 1 . . H
N36 0.62694(17) 0.75834(8) 0.15766(15) 0.0367(4) Uani d . 1 . . N
H36A 0.6311 0.7775 0.0979 0.044 Uiso calc R 1 . . H
H36B 0.6218 0.7174 0.1579 0.044 Uiso calc R 1 . . H
C31 0.62839(18) 0.79177(8) 0.24907(16) 0.0255(4) Uani d . 1 . . C
C32 0.64282(18) 0.88474(8) 0.34928(15) 0.0253(4) Uani d . 1 . . C
C33 0.62904(18) 0.79264(8) 0.44033(16) 0.0273(4) Uani d . 1 . . C
N41 0.96008(15) 0.74435(7) 0.35443(13) 0.0276(3) Uani d . 1 . . N
H41 0.9610 0.7033 0.3535 0.033 Uiso calc R 1 . . H
N42 0.95639(16) 0.84155(7) 0.25823(13) 0.0282(3) Uani d . 1 . . N
N43 0.96318(15) 0.83950(7) 0.45602(13) 0.0264(3) Uani d . 1 . . N
N44 0.95858(17) 0.93328(7) 0.35976(14) 0.0336(4) Uani d . 1 . . N
H44A 0.9603 0.9533 0.4213 0.040 Uiso calc R 1 . . H
H44B 0.9562 0.9543 0.2989 0.040 Uiso calc R 1 . . H
N45 0.95740(17) 0.74201(7) 0.53958(14) 0.0334(4) Uani d . 1 . . N
H45A 0.9565 0.7607 0.6013 0.040 Uiso calc R 1 . . H
H45B 0.9560 0.7010 0.5354 0.040 Uiso calc R 1 . . H
N46 0.95541(18) 0.74588(7) 0.16632(15) 0.0385(4) Uani d . 1 . . N
H46A 0.9529 0.7661 0.1046 0.046 Uiso calc R 1 . . H
H46B 0.9563 0.7049 0.1673 0.046 Uiso calc R 1 . . H
C41 0.95780(18) 0.77788(8) 0.25965(16) 0.0264(4) Uani d . 1 . . C
C42 0.95951(18) 0.86995(8) 0.35865(16) 0.0259(4) Uani d . 1 . . C
C43 0.96094(17) 0.77607(8) 0.45180(15) 0.0249(3) Uani d . 1 . . C
N51 0.95549(15) 0.90377(6) 0.85348(13) 0.0266(3) Uani d . 1 . . N
H51 0.9483 0.9446 0.8485 0.032 Uiso calc R 1 . . H
N52 0.96530(16) 0.80619(6) 0.76448(13) 0.0272(3) Uani d . 1 . . N
N53 0.97360(16) 0.80985(7) 0.96286(13) 0.0268(3) Uani d . 1 . . N
N54 0.96002(18) 0.90772(7) 1.04130(14) 0.0364(4) Uani d . 1 . . N
H54A 0.9636 0.8895 1.1053 0.044 Uiso calc R 1 . . H
H54B 0.9538 0.9486 1.0343 0.044 Uiso calc R 1 . . H
N55 0.97854(19) 0.71591(7) 0.87293(15) 0.0395(4) Uani d . 1 . . N
H55A 0.9846 0.6968 0.9370 0.047 Uiso calc R 1 . . H
H55B 0.9773 0.6941 0.8134 0.047 Uiso calc R 1 . . H
N56 0.95386(17) 0.90107(7) 0.66720(14) 0.0333(4) Uani d . 1 . . N
H56A 0.9555 0.8807 0.6074 0.040 Uiso calc R 1 . . H
H56B 0.9493 0.9420 0.6655 0.040 Uiso calc R 1 . . H
C51 0.95831(18) 0.86961(7) 0.76124(15) 0.0242(4) Uani d . 1 . . C
C52 0.97112(18) 0.77872(8) 0.86595(16) 0.0265(4) Uani d . 1 . . C
C53 0.96403(18) 0.87288(8) 0.95360(16) 0.0252(4) Uani d . 1 . . C
N61 0.62234(16) 0.92134(7) 0.84242(13) 0.0294(3) Uani d . 1 . . N
H61 0.6147 0.9622 0.8400 0.035 Uiso calc R 1 . . H
N62 0.63406(17) 0.82433(7) 0.94292(14) 0.0296(3) Uani d . 1 . . N
N63 0.63828(16) 0.82592(6) 0.74920(13) 0.0272(3) Uani d . 1 . . N
N64 0.62448(19) 0.91953(7) 1.03036(15) 0.0396(4) Uani d . 1 . . N
H64A 0.6271 0.8994 1.0922 0.047 Uiso calc R 1 . . H
H64B 0.6201 0.9605 1.0278 0.047 Uiso calc R 1 . . H
N65 0.64632(17) 0.73275(7) 0.84855(15) 0.0361(4) Uani d . 1 . . N
H65A 0.6473 0.7116 0.9088 0.043 Uiso calc R 1 . . H
H65B 0.6498 0.7129 0.7891 0.043 Uiso calc R 1 . . H
N66 0.62832(16) 0.92254(7) 0.65708(14) 0.0337(4) Uani d . 1 . . N
H66A 0.6328 0.9034 0.5974 0.040 Uiso calc R 1 . . H
H66B 0.6228 0.9634 0.6573 0.040 Uiso calc R 1 . . H
C61 0.62724(19) 0.88756(8) 0.93927(16) 0.0272(4) Uani d . 1 . . C
C62 0.63938(18) 0.79545(8) 0.84736(16) 0.0265(4) Uani d . 1 . . C
C63 0.62988(18) 0.88891(8) 0.74885(15) 0.0251(3) Uani d . 1 . . C
O1W 1.25313(15) 0.53801(7) 0.44953(14) 0.0415(3) Uani d D 1 . . O
H11W 1.235(2) 0.5422(12) 0.3775(16) 0.062 Uiso d D 1 . . H
H21W 1.1851(19) 0.5365(13) 0.451(2) 0.062 Uiso d D 1 . . H
O2W 0.35955(18) 0.64734(7) 0.59725(17) 0.0523(4) Uani d D 1 . . O
H12W 0.4386(17) 0.6419(14) 0.617(3) 0.078 Uiso d D 1 . . H
H22W 0.331(3) 0.6125(10) 0.559(2) 0.078 Uiso d D 1 . . H
O3W 0.59737(17) 0.52871(9) 0.91102(16) 0.0579(4) Uani d D 1 . . O
H13W 0.614(3) 0.5493(13) 0.859(2) 0.087 Uiso d D 1 . . H
H23W 0.5184(19) 0.5431(14) 0.882(3) 0.087 Uiso d D 1 . . H
O4W 0.6321(3) 0.64834(9) 0.0343(2) 0.0829(7) Uani d D 1 . . O
H14W 0.555(2) 0.6421(19) 0.012(3) 0.124 Uiso d D 1 . . H
H24W 0.655(4) 0.6135(11) 0.025(4) 0.124 Uiso d D 1 . . H
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O13 P11 O14 113.09(8) y
O13 P11 O12 112.97(7) y
O14 P11 O12 108.41(7) y
O13 P11 O11 106.01(7) y
O14 P11 O11 108.10(7) y
O12 P11 O11 108.01(8) y
P11 O11 H111 109.5 ?
O23 P21 O24 114.09(8) y
O23 P21 O21 109.71(9) y
O24 P21 O21 107.71(8) y
O23 P21 O22 108.84(9) y
O24 P21 O22 110.41(8) y
O21 P21 O22 105.75(9) y
P21 O21 H121 109.5 ?
P21 O22 H122 109.5 ?
O33 P31 O34 112.99(7) y
O33 P31 O32 111.26(8) y
O34 P31 O32 110.36(8) y
O33 P31 O31 108.85(8) y
O34 P31 O31 111.16(8) y
O32 P31 O31 101.65(7) y
P31 O31 H131 109.5 ?
P31 O32 H132 109.5 ?
O43 P41 O44 112.55(9) y
O43 P41 O42 112.72(9) y
O44 P41 O42 107.62(9) y
O43 P41 O41 110.71(8) y
O44 P41 O41 108.10(9) y
O42 P41 O41 104.75(9) y
P41 O41 H141 109.5 ?
P41 O42 H142 109.5 ?
O54 P51 O53 115.14(10) y
O54 P51 O52 113.39(9) y
O53 P51 O52 103.77(8) y
O54 P51 O51 104.65(8) y
O53 P51 O51 111.76(9) y
O52 P51 O51 108.11(9) y
P51 O51 H151 109.5 ?
P51 O52 H152 109.5 ?
C11 N11 C13 119.42(15) ?
C11 N11 H11 120.3 ?
C13 N11 H11 120.3 ?
C11 N12 C12 115.55(15) ?
C13 N13 C12 116.52(15) ?
C11 N14 H14A 120.0 ?
C11 N14 H14B 120.0 ?
H14A N14 H14B 120.0 ?
C12 N15 H15A 120.0 ?
C12 N15 H15B 120.0 ?
H15A N15 H15B 120.0 ?
C13 N16 H16A 120.0 ?
C13 N16 H16B 120.0 ?
H16A N16 H16B 120.0 ?
N12 C11 N14 120.03(16) ?
N12 C11 N11 121.99(16) ?
N14 C11 N11 117.98(15) ?
N15 C12 N13 117.91(16) ?
N15 C12 N12 116.55(16) ?
N13 C12 N12 125.55(15) ?
N16 C13 N13 121.25(16) ?
N16 C13 N11 117.78(16) ?
N13 C13 N11 120.97(16) ?
C23 N21 C21 119.45(15) ?
C23 N21 H21 120.3 ?
C21 N21 H21 120.3 ?
C21 N22 C22 116.83(16) ?
C23 N23 C22 115.90(15) ?
C22 N24 H24A 120.0 ?
C22 N24 H24B 120.0 ?
H24A N24 H24B 120.0 ?
C23 N25 H25A 120.0 ?
C23 N25 H25B 120.0 ?
H25A N25 H25B 120.0 ?
C21 N26 H26A 120.0 ?
C21 N26 H26B 120.0 ?
H26A N26 H26B 120.0 ?
N26 C21 N22 120.02(17) ?
N26 C21 N21 119.13(16) ?
N22 C21 N21 120.84(16) ?
N24 C22 N22 117.33(16) ?
N24 C22 N23 117.53(16) ?
N22 C22 N23 125.13(16) ?
N25 C23 N23 120.26(16) ?
N25 C23 N21 117.93(16) ?
N23 C23 N21 121.81(16) ?
C31 N31 C33 119.34(14) ?
C31 N31 H31 120.3 ?
C33 N31 H31 120.3 ?
C31 N32 C32 115.96(15) ?
C33 N33 C32 115.84(15) ?
C32 N34 H34A 120.0 ?
C32 N34 H34B 120.0 ?
H34A N34 H34B 120.0 ?
C33 N35 H35A 120.0 ?
C33 N35 H35B 120.0 ?
H35A N35 H35B 120.0 ?
C31 N36 H36A 120.0 ?
C31 N36 H36B 120.0 ?
H36A N36 H36B 120.0 ?
N36 C31 N32 120.38(16) ?
N36 C31 N31 118.08(15) ?
N32 C31 N31 121.53(15) ?
N34 C32 N32 117.77(15) ?
N34 C32 N33 116.53(15) ?
N32 C32 N33 125.70(15) ?
N35 C33 N33 119.92(16) ?
N35 C33 N31 118.48(15) ?
N33 C33 N31 121.60(16) ?
C41 N41 C43 119.66(15) ?
C41 N41 H41 120.2 ?
C43 N41 H41 120.2 ?
C41 N42 C42 115.52(14) ?
C43 N43 C42 116.60(14) ?
C42 N44 H44A 120.0 ?
C42 N44 H44B 120.0 ?
H44A N44 H44B 120.0 ?
C43 N45 H45A 120.0 ?
C43 N45 H45B 120.0 ?
H45A N45 H45B 120.0 ?
C41 N46 H46A 120.0 ?
C41 N46 H46B 120.0 ?
H46A N46 H46B 120.0 ?
N46 C41 N42 120.05(15) ?
N46 C41 N41 118.23(16) ?
N42 C41 N41 121.71(15) ?
N44 C42 N43 117.58(15) ?
N44 C42 N42 116.76(15) ?
N43 C42 N42 125.66(15) ?
N45 C43 N43 121.23(15) ?
N45 C43 N41 117.95(16) ?
N43 C43 N41 120.80(15) ?
C53 N51 C51 119.43(14) ?
C53 N51 H51 120.3 ?
C51 N51 H51 120.3 ?
C51 N52 C52 115.47(14) ?
C53 N53 C52 115.99(15) ?
C53 N54 H54A 120.0 ?
C53 N54 H54B 120.0 ?
H54A N54 H54B 120.0 ?
C52 N55 H55A 120.0 ?
C52 N55 H55B 120.0 ?
H55A N55 H55B 120.0 ?
C51 N56 H56A 120.0 ?
C51 N56 H56B 120.0 ?
H56A N56 H56B 120.0 ?
N56 C51 N52 120.31(15) ?
N56 C51 N51 117.95(15) ?
N52 C51 N51 121.74(15) ?
N55 C52 N53 116.75(16) ?
N55 C52 N52 117.38(15) ?
N53 C52 N52 125.85(15) ?
N54 C53 N53 120.80(16) ?
N54 C53 N51 117.72(15) ?
N53 C53 N51 121.46(15) ?
C61 N61 C63 118.91(14) ?
C61 N61 H61 120.5 ?
C63 N61 H61 120.5 ?
C61 N62 C62 116.33(15) ?
C63 N63 C62 116.17(14) ?
C61 N64 H64A 120.0 ?
C61 N64 H64B 120.0 ?
H64A N64 H64B 120.0 ?
C62 N65 H65A 120.0 ?
C62 N65 H65B 120.0 ?
H65A N65 H65B 120.0 ?
C63 N66 H66A 120.0 ?
C63 N66 H66B 120.0 ?
H66A N66 H66B 120.0 ?
N64 C61 N62 120.13(16) ?
N64 C61 N61 118.20(16) ?
N62 C61 N61 121.66(15) ?
N65 C62 N62 117.68(16) ?
N65 C62 N63 116.96(16) ?
N62 C62 N63 125.37(15) ?
N63 C63 N66 120.35(15) ?
N63 C63 N61 121.51(15) ?
N66 C63 N61 118.13(15) ?
H11W O1W H21W 106(2) ?
H12W O2W H22W 97(2) ?
H13W O3W H23W 93.6(19) ?
H14W O4W H24W 102(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P11 O13 . 1.4969(13) y
P11 O14 . 1.5261(12) y
P11 O12 . 1.5357(12) y
P11 O11 . 1.5832(14) y
O11 H111 . 0.8200 ?
P21 O23 . 1.4985(15) y
P21 O24 . 1.5101(13) y
P21 O21 . 1.5569(14) y
P21 O22 . 1.5672(15) y
O21 H121 . 0.8200 ?
O22 H122 . 0.8200 ?
P31 O33 . 1.5030(13) y
P31 O34 . 1.5098(14) y
P31 O32 . 1.5588(12) y
P31 O31 . 1.5688(12) y
O31 H131 . 0.8200 ?
O32 H132 . 0.8200 ?
P41 O43 . 1.4929(14) y
P41 O44 . 1.5239(15) y
P41 O42 . 1.5454(14) y
P41 O41 . 1.5571(14) y
O41 H141 . 0.8200 ?
O42 H142 . 0.8200 ?
P51 O54 . 1.4854(15) y
P51 O53 . 1.5093(15) y
P51 O52 . 1.5605(15) y
P51 O51 . 1.5787(14) y
O51 H151 . 0.8200 ?
O52 H152 . 0.8200 ?
N11 C11 . 1.356(2) ?
N11 C13 . 1.373(2) ?
N11 H11 . 0.8600 ?
N12 C11 . 1.322(2) ?
N12 C12 . 1.366(2) ?
N13 C13 . 1.324(2) ?
N13 C12 . 1.345(2) ?
N14 C11 . 1.325(2) ?
N14 H14A . 0.8600 ?
N14 H14B . 0.8600 ?
N15 C12 . 1.317(2) ?
N15 H15A . 0.8600 ?
N15 H15B . 0.8600 ?
N16 C13 . 1.308(2) ?
N16 H16A . 0.8600 ?
N16 H16B . 0.8600 ?
N21 C23 . 1.362(2) ?
N21 C21 . 1.366(2) ?
N21 H21 . 0.8600 ?
N22 C21 . 1.332(2) ?
N22 C22 . 1.351(2) ?
N23 C23 . 1.330(2) ?
N23 C22 . 1.359(2) ?
N24 C22 . 1.319(2) ?
N24 H24A . 0.8600 ?
N24 H24B . 0.8600 ?
N25 C23 . 1.319(2) ?
N25 H25A . 0.8600 ?
N25 H25B . 0.8600 ?
N26 C21 . 1.312(2) ?
N26 H26A . 0.8600 ?
N26 H26B . 0.8600 ?
N31 C31 . 1.364(2) ?
N31 C33 . 1.365(2) ?
N31 H31 . 0.8600 ?
N32 C31 . 1.328(2) ?
N32 C32 . 1.352(2) ?
N33 C33 . 1.326(2) ?
N33 C32 . 1.360(2) ?
N34 C32 . 1.316(2) ?
N34 H34A . 0.8600 ?
N34 H34B . 0.8600 ?
N35 C33 . 1.316(2) ?
N35 H35A . 0.8600 ?
N35 H35B . 0.8600 ?
N36 C31 . 1.321(2) ?
N36 H36A . 0.8600 ?
N36 H36B . 0.8600 ?
N41 C41 . 1.354(2) ?
N41 C43 . 1.369(2) ?
N41 H41 . 0.8600 ?
N42 C41 . 1.335(2) ?
N42 C42 . 1.360(2) ?
N43 C43 . 1.331(2) ?
N43 C42 . 1.343(2) ?
N44 C42 . 1.328(2) ?
N44 H44A . 0.8600 ?
N44 H44B . 0.8600 ?
N45 C43 . 1.313(2) ?
N45 H45A . 0.8600 ?
N45 H45B . 0.8600 ?
N46 C41 . 1.322(2) ?
N46 H46A . 0.8600 ?
N46 H46B . 0.8600 ?
N51 C53 . 1.357(2) ?
N51 C51 . 1.357(2) ?
N51 H51 . 0.8600 ?
N52 C51 . 1.331(2) ?
N52 C52 . 1.351(2) ?
N53 C53 . 1.326(2) ?
N53 C52 . 1.351(2) ?
N54 C53 . 1.323(2) ?
N54 H54A . 0.8600 ?
N54 H54B . 0.8600 ?
N55 C52 . 1.320(2) ?
N55 H55A . 0.8600 ?
N55 H55B . 0.8600 ?
N56 C51 . 1.315(2) ?
N56 H56A . 0.8600 ?
N56 H56B . 0.8600 ?
N61 C61 . 1.367(2) ?
N61 C63 . 1.376(2) ?
N61 H61 . 0.8600 ?
N62 C61 . 1.327(2) ?
N62 C62 . 1.351(2) ?
N63 C63 . 1.324(2) ?
N63 C62 . 1.364(2) ?
N64 C61 . 1.321(2) ?
N64 H64A . 0.8600 ?
N64 H64B . 0.8600 ?
N65 C62 . 1.316(2) ?
N65 H65A . 0.8600 ?
N65 H65B . 0.8600 ?
N66 C63 . 1.327(2) ?
N66 H66A . 0.8600 ?
N66 H66B . 0.8600 ?
O1W H11W . 0.817(15) ?
O1W H21W . 0.778(15) ?
O2W H12W . 0.819(17) ?
O2W H22W . 0.849(16) ?
O3W H13W . 0.858(16) ?
O3W H23W . 0.850(17) ?
O4W H14W . 0.80(3) ?
O4W H24W . 0.803(18) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O11 H111 O34 1_555 1_555 1_555 0.82 1.896 2.648(2) 152 yes
O21 H121 O44 1_555 1_555 1_556 0.82 1.779 2.490(2) 144 yes
O22 H122 O14 1_555 1_555 1_555 0.82 1.829 2.580(2) 152 yes
O31 H131 O53 1_555 1_555 1_555 0.82 1.921 2.599(2) 139 yes
O32 H132 O24 1_555 1_555 1_555 0.82 1.766 2.502(2) 148 yes
O41 H141 O33 1_555 1_555 1_655 0.82 1.742 2.529(2) 160 yes
O42 H142 O12 1_555 1_555 1_555 0.82 1.843 2.533(2) 141 yes
O51 H151 O44 1_555 1_555 1_455 0.82 1.963 2.683(2) 146 yes
O52 H152 O14 1_555 1_555 1_454 0.82 2.161 2.594(2) 113 yes
N11 H11 O24 1_555 1_555 2_656 0.86 1.824 2.661(2) 164 yes
N14 H14A N22 1_555 1_555 1_555 0.86 2.115 2.974(2) 177 yes
N14 H14B O11 1_555 1_555 2_656 0.86 2.290 2.987(2) 138 yes
N15 H15A O33 1_555 1_555 1_555 0.86 2.046 2.888(2) 166 yes
N15 H15B O2W 1_555 1_555 1_555 0.86 2.078 2.886(2) 156 yes
N16 H16A N23 1_555 1_555 1_554 0.86 2.186 3.043(2) 174 yes
N16 H16B O21 1_555 1_555 2_656 0.86 2.192 3.024(2) 163 yes
N21 H21 O53 1_555 1_555 1_556 0.86 2.034 2.869(2) 164 yes
N24 H24A O11 1_555 1_555 2_656 0.86 2.432 3.261(2) 162 yes
N24 H24B O3W 1_555 1_555 2_657 0.86 2.165 2.909(2) 145 yes
N25 H25A N13 1_555 1_555 1_556 0.86 2.133 2.991(2) 175 yes
N25 H25B O33 1_555 1_555 1_556 0.86 2.203 2.840(2) 131 yes
N26 H26A N12 1_555 1_555 1_555 0.86 2.137 2.997(2) 178 yes
N26 H26B O2W 1_555 1_555 1_555 0.86 2.251 2.857(2) 127 yes
N31 H31 O34 1_555 1_555 1_555 0.86 1.849 2.699(2) 169 yes
N34 H34A O54 1_555 1_555 2_655 0.86 2.034 2.879(2) 167 yes
N34 H34B O1W 1_555 1_555 2_756 0.86 2.085 2.861(2) 150 yes
N35 H35A N63 1_555 1_555 1_555 0.86 2.109 2.968(2) 178 yes
N35 H35B O23 1_555 1_555 1_555 0.86 2.072 2.750(2) 135 yes
N36 H36A N62 1_555 1_555 1_554 0.86 2.163 3.022(2) 178 yes
N36 H36B O4W 1_555 1_555 1_555 0.86 2.145 2.779(2) 130 yes
N41 H41 O12 1_555 1_555 1_555 0.86 1.845 2.693(2) 168 yes
N44 H44A O13 1_555 1_555 2_756 0.86 2.071 2.920(2) 169 yes
N44 H44B O51 1_555 1_555 2_655 0.86 2.366 3.148(2) 151 yes
N45 H45A N52 1_555 1_555 1_555 0.86 2.188 3.047(2) 177 yes
N45 H45B O14 1_555 1_555 1_555 0.86 2.000 2.859(2) 178 yes
N46 H46A N53 1_555 1_555 1_554 0.86 2.082 2.936(2) 172 yes
N46 H46B O41 1_555 1_555 1_555 0.86 2.402 2.986(2) 126 yes
N51 H51 O43 1_555 1_555 2_756 0.86 1.788 2.623(2) 163 yes
N54 H54A N42 1_555 1_555 1_556 0.86 2.173 3.031(2) 176 yes
N54 H54B O44 1_555 1_555 2_756 0.86 2.313 3.128(2) 158 yes
N55 H55A O41 1_555 1_555 1_556 0.86 2.304 3.100(2) 154 yes
N55 H55B O22 1_555 1_555 1_555 0.86 2.292 2.996(2) 139 yes
N56 H56A N43 1_555 1_555 1_555 0.86 2.096 2.953(2) 174 yes
N56 H56B O13 1_555 1_555 2_756 0.86 2.105 2.768(2) 134 yes
N61 H61 O31 1_555 1_555 2_656 0.86 2.064 2.914(2) 169 yes
N64 H64A N32 1_555 1_555 1_556 0.86 2.109 2.968(2) 177 yes
N64 H64B O54 1_555 1_555 2_656 0.86 2.293 2.925(2) 130 yes
N65 H65A O4W 1_555 1_555 1_556 0.86 2.106 2.958(2) 171 yes
N65 H65B O23 1_555 1_555 1_555 0.86 2.142 2.983(3) 166 yes
N66 H66A N33 1_555 1_555 1_555 0.86 2.146 3.006(2) 178 yes
N66 H66B O32 1_555 1_555 2_656 0.86 2.058 2.880(2) 160 yes
O1W H11W O43 1_555 1_555 1_555 0.82(2) 2.18(2) 2.941(2) 154(2) yes
O1W H21W O13 1_555 1_555 1_555 0.78(2) 1.97(2) 2.728(2) 166(2) yes
O2W H12W O23 1_555 1_555 1_555 0.82(2) 1.96(2) 2.763(2) 166(2) yes
O2W H22W O1W 1_555 1_555 1_455 0.85(2) 1.98(2) 2.825(2) 173(2) yes
O3W H13W O21 1_555 1_555 1_555 0.86(2) 2.09(2) 2.835(2) 145(2) yes
O3W H23W O54 1_555 1_555 1_556 0.85(2) 1.96(2) 2.741(2) 153(2) yes
O4W H24W O3W 1_555 1_555 1_554 0.80(2) 2.17(2) 2.863(2) 145(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21134796
2 PubChem 139058638
