#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/88/2238828.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_2238828
loop_
_publ_author_name
'Hoxha, Kreshnik'
'Prior, Timothy J.'
_publ_section_title
;
Bis(2,4,6-triamino-1,3,5-triazin-1-ium)
2-[bis(carboxylatomethyl)azaniumyl]acetate trihydrate
;
_journal_issue 11
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first o1674
_journal_page_last o1675
_journal_paper_doi 10.1107/S1600536813028250
_journal_volume 69
_journal_year 2013
_chemical_formula_iupac '2C3 H7 N6 +, C6 H7 N O6 2-, 3H2 O'
_chemical_formula_moiety '2(C3 H7 N6 +), C6 H7 N O6 2-, 3(H2 O)'
_chemical_formula_sum 'C12 H27 N13 O9'
_chemical_formula_weight 497.43
_chemical_name_systematic
;
Bis(2,4,6-triamino-1,3,5-triazin-1-ium)
2-[bis(carboxylatomethyl)azaniumyl]acetate trihydrate
;
_space_group_IT_number 2
_symmetry_cell_setting triclinic
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 82.714(15)
_cell_angle_beta 89.252(16)
_cell_angle_gamma 83.238(13)
_cell_formula_units_Z 2
_cell_length_a 6.7117(11)
_cell_length_b 12.1495(19)
_cell_length_c 13.102(3)
_cell_measurement_reflns_used 4000
_cell_measurement_temperature 150(2)
_cell_measurement_theta_max 29.45
_cell_measurement_theta_min 1.7
_cell_volume 1052.4(3)
_computing_cell_refinement 'X-AREA (Stoe & Cie, 2002)'
_computing_data_collection 'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction 'X-RED (Stoe & Cie, 2002)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS86 (Sheldrick, 2008)'
_diffrn_ambient_temperature 150(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type 'Stoe IPDS2'
_diffrn_measurement_method '\w scans'
_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 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0931
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 10946
_diffrn_reflns_theta_full 25.30
_diffrn_reflns_theta_max 25.30
_diffrn_reflns_theta_min 1.70
_exptl_absorpt_coefficient_mu 0.133
_exptl_absorpt_correction_T_max 0.9937
_exptl_absorpt_correction_T_min 0.9566
_exptl_absorpt_correction_type analytical
_exptl_absorpt_process_details
;
(X-RED and X-SHAPE; Stoe & Cie, 2002)
;
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.570
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 524
_exptl_crystal_size_max 0.36
_exptl_crystal_size_mid 0.16
_exptl_crystal_size_min 0.04
_refine_diff_density_max 0.396
_refine_diff_density_min -0.481
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.951
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 327
_refine_ls_number_reflns 10946
_refine_ls_number_restraints 10
_refine_ls_restrained_S_all 0.950
_refine_ls_R_factor_all 0.1410
_refine_ls_R_factor_gt 0.0843
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1396P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2137
_refine_ls_wR_factor_ref 0.2435
_reflns_number_gt 5515
_reflns_number_total 10946
_reflns_threshold_expression I>2sigma(I)
_iucr_refine_instructions_details
;
TITL Melamine NTA
CELL 0.71073 6.7117 12.1495 13.1020 82.714 89.252 83.238
ZERR 2.00 0.0011 0.0019 0.0029 0.015 0.016 0.013
LATT 1
SFAC C 2.31000 20.84392 1.02000 10.20751 1.58860 0.56870 =
0.86500 51.65125 0.21560 0.003 0.002 11.500 0.770 12.011
SFAC H 0.49300 10.51091 0.32291 26.12573 0.14019 3.14236 =
0.04081 57.79977 0.00304 0.000 0.000 0.620 0.320 1.008
SFAC N 12.21261 0.00570 3.13220 9.89331 2.01250 28.99754 =
1.16630 0.58260 -11.52901 0.006 0.003 19.600 0.700 14.007
SFAC O 3.04850 13.27711 2.28680 5.70111 1.54630 0.32390 =
0.86700 32.90894 0.25080 0.011 0.006 32.500 0.660 15.999
UNIT 24 54 26 18
MERG 0
OMIT -2.00 50.60
dfix 21 o1w h1aw o1w h1bw o2w h2aw o2w h2bw o3w h3aw o3w h3bw
dfix 21.583 0.05 h1aw h1bw h2aw h2bw h3aw h3bw
DFIX 2.1 H2BW O4
FMAP 2
PLAN 8
ACTA 50.60
BOND $H
L.S. 8
HTAB
HTAB N3 O5
HTAB N3 O6
EQIV $1 x, y, z-1
HTAB N11 O3_$1
EQIV $2 x+1, y, z-1
HTAB N11 O1W_$2
HTAB N12 N21
EQIV $3 -x+1, -y+1, -z+1
HTAB N12 O2_$3
HTAB N12 O6
EQIV $4 x, y-1, z
HTAB N13 N22_$4
HTAB N13 O5
EQIV $5 -x+2, -y+1, -z
HTAB N23 O2W_$5
EQIV $6 -x+2, -y+1, -z+1
HTAB N31 O3W_$6
HTAB N31 O2_$3
EQIV $7 x, y+1, z
HTAB N32 N1_$7
EQIV $8 x, y+1, z-1
HTAB N32 O3_$8
HTAB N33 N2
HTAB N33 O1W_$2
HTAB N50 O1_$3
EQIV $9 x, y, z+1
HTAB C51 N11_$9
HTAB C53 O1_$3
HTAB C53 O6
EQIV $10 x-1, y, z
HTAB C55 O4_$10
EQIV $11 -x, -y+1, -z+1
HTAB O1W O1_$11
HTAB O1W O2
EQIV $12 -x+2, -y, -z+1
HTAB O2W O3_$12
HTAB O2W O4_$12
HTAB O2W O4
HTAB O3W O4
HTAB O3W O5_$12
TEMP -123.00
WGHT 0.139600
BASF 0.40817
FVAR 0.50971 0.83281
C1 1 0.794697 0.339636 -0.078816 11.00000 0.01765 0.02775 =
0.03863 -0.00020 -0.00221 -0.00217
C2 1 0.725566 0.423115 0.065439 11.00000 0.01983 0.02305 =
0.04094 -0.00026 -0.00193 -0.00334
C3 1 0.712451 0.230417 0.066522 11.00000 0.01667 0.02522 =
0.03796 -0.00029 -0.00143 -0.00272
N1 3 0.766954 0.237105 -0.031854 11.00000 0.02407 0.02380 =
0.03742 0.00182 -0.00168 -0.00414
N2 3 0.775258 0.435468 -0.033919 11.00000 0.02866 0.02202 =
0.03397 -0.00111 -0.00112 -0.00409
N3 3 0.689095 0.323704 0.116702 11.00000 0.03055 0.02509 =
0.03629 0.00002 0.00252 -0.00627
AFIX 43
H3 2 0.650844 0.318860 0.181458 11.00000 -1.20000
AFIX 0
N11 3 0.847115 0.348460 -0.177047 11.00000 0.03417 0.02528 =
0.03402 -0.00089 0.00231 -0.00612
AFIX 93
H11A 2 0.862610 0.288746 -0.209286 11.00000 -1.20000
H11B 2 0.866452 0.414038 -0.210082 11.00000 -1.20000
AFIX 0
N12 3 0.710798 0.511097 0.116991 11.00000 0.04129 0.02357 =
0.03483 -0.00333 0.00500 -0.00776
AFIX 93
H12A 2 0.733724 0.576806 0.085571 11.00000 -1.20000
H12B 2 0.678090 0.503665 0.182558 11.00000 -1.20000
AFIX 0
N13 3 0.679807 0.134599 0.118412 11.00000 0.03497 0.02296 =
0.04068 0.00054 0.00413 -0.00827
AFIX 93
H13A 2 0.693888 0.073474 0.088184 11.00000 -1.20000
H13B 2 0.643829 0.131447 0.183448 11.00000 -1.20000
AFIX 0
C21 1 0.736120 0.823817 0.055390 11.00000 0.02003 0.02473 =
0.03801 0.00265 -0.00071 -0.00209
C22 1 0.784710 0.941188 -0.090661 11.00000 0.02357 0.02276 =
0.03897 -0.00469 -0.00270 -0.00229
C23 1 0.797150 0.746982 -0.093719 11.00000 0.01915 0.02181 =
0.04746 -0.00511 -0.00177 -0.00129
N21 3 0.757147 0.730248 0.006230 11.00000 0.02633 0.02214 =
0.03595 -0.00115 0.00079 -0.00361
N22 3 0.743899 0.929400 0.009404 11.00000 0.02810 0.02542 =
0.03533 -0.00271 0.00024 -0.00233
N23 3 0.815668 0.849940 -0.143654 11.00000 0.02965 0.02218 =
0.03536 0.00092 -0.00181 -0.00434
AFIX 43
H23 2 0.847200 0.858355 -0.209361 11.00000 -1.20000
AFIX 0
N31 3 0.703142 0.808708 0.155212 11.00000 0.03564 0.02540 =
0.03963 -0.00292 0.00305 -0.00379
AFIX 93
H31A 2 0.686887 0.866433 0.190078 11.00000 -1.20000
H31B 2 0.697360 0.740886 0.187048 11.00000 -1.20000
AFIX 0
N32 3 0.796525 1.040365 -0.142289 11.00000 0.04618 0.02408 =
0.03365 -0.00207 0.00281 -0.00427
AFIX 93
H32A 2 0.777269 1.100404 -0.110599 11.00000 -1.20000
H32B 2 0.823685 1.046679 -0.208521 11.00000 -1.20000
AFIX 0
N33 3 0.820907 0.659452 -0.146463 11.00000 0.03259 0.02153 =
0.03729 0.00003 0.00223 -0.00197
AFIX 93
H33A 2 0.810026 0.591999 -0.115012 11.00000 -1.20000
H33B 2 0.847467 0.669130 -0.212729 11.00000 -1.20000
AFIX 0
N50 3 0.644957 0.314127 0.520804 11.00000 0.02533 0.02498 =
0.03135 0.00187 0.00263 -0.00673
AFIX 13
H50 2 0.609939 0.379928 0.477139 11.00000 -1.20000
AFIX 0
C51 1 0.553603 0.334250 0.621309 11.00000 0.02859 0.03281 =
0.03244 -0.00277 0.00074 -0.00568
AFIX 23
H51A 2 0.640289 0.377177 0.657734 11.00000 -1.20000
H51B 2 0.544715 0.261753 0.664113 11.00000 -1.20000
AFIX 0
C52 1 0.345277 0.398456 0.607686 11.00000 0.02753 0.02835 =
0.03843 -0.00307 0.00082 -0.00968
C53 1 0.870479 0.295766 0.518699 11.00000 0.02521 0.03015 =
0.03156 -0.00060 0.00394 -0.00366
AFIX 23
H53A 2 0.923549 0.361176 0.541761 11.00000 -1.20000
H53B 2 0.914926 0.291112 0.446868 11.00000 -1.20000
AFIX 0
C54 1 0.959936 0.190439 0.586167 11.00000 0.02248 0.03009 =
0.03997 -0.00656 -0.00171 -0.00407
C55 1 0.552252 0.226086 0.474079 11.00000 0.02933 0.02609 =
0.03143 -0.00253 0.00100 -0.00555
AFIX 23
H55A 2 0.412146 0.224759 0.498349 11.00000 -1.20000
H55B 2 0.627125 0.152086 0.497001 11.00000 -1.20000
AFIX 0
C56 1 0.553982 0.247498 0.356621 11.00000 0.02628 0.02937 =
0.03995 0.00051 -0.00018 -0.00574
O1 4 0.294867 0.446068 0.520371 11.00000 0.03070 0.03186 =
0.03810 0.00284 -0.00079 -0.00176
O2 4 0.242888 0.401716 0.689395 11.00000 0.03016 0.03561 =
0.03952 -0.00410 0.00611 -0.00132
O3 4 0.899351 0.172083 0.676318 11.00000 0.03451 0.03479 =
0.04408 0.00492 0.00223 0.00327
O4 4 1.097085 0.130764 0.546017 11.00000 0.04792 0.05940 =
0.03828 -0.00582 0.00025 0.02289
O5 4 0.493392 0.172989 0.311126 11.00000 0.03871 0.03498 =
0.04061 -0.00677 0.00108 -0.00950
O6 4 0.608929 0.337530 0.316230 11.00000 0.04246 0.03427 =
0.03314 -0.00005 -0.00046 -0.00872
O1W 4 -0.104742 0.551170 0.673854 11.00000 0.02999 0.03624 =
0.03786 -0.00325 0.00127 -0.00149
H1AW 2 -0.152360 0.546070 0.615878 11.00000 -1.50000
H1BW 2 0.012247 0.520062 0.667196 11.00000 -1.50000
O2W 4 1.035509 0.095427 0.341346 11.00000 0.05540 0.04089 =
0.04351 -0.00402 0.00465 -0.01721
H2AW 2 1.002214 0.031597 0.354713 11.00000 -1.50000
H2BW 2 1.086539 0.116929 0.389432 11.00000 -1.50000
O3W 4 1.406688 0.055633 0.684256 11.00000 0.04831 0.03603 =
0.05217 -0.00561 -0.00637 0.00200
H3AW 2 1.301838 0.066666 0.647689 11.00000 -1.50000
H3BW 2 1.454693 -0.009595 0.679065 11.00000 -1.50000
HKLF 5
;
_cod_data_source_file zl2565.cif
_cod_data_source_block I
_cod_database_code 2238828
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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_symmetry_multiplicity
C C1 0.7947(5) 0.3396(3) -0.0788(3) 0.0284(8) Uani d . 1 1
C C2 0.7256(5) 0.4231(3) 0.0654(3) 0.0282(8) Uani d . 1 1
C C3 0.7125(5) 0.2304(3) 0.0665(3) 0.0269(8) Uani d . 1 1
N N1 0.7670(4) 0.2371(2) -0.0319(2) 0.0288(7) Uani d . 1 1
N N2 0.7753(4) 0.4355(2) -0.0339(2) 0.0283(7) Uani d . 1 1
N N3 0.6891(4) 0.3237(2) 0.1167(2) 0.0308(7) Uani d . 1 1
H H3 0.6508 0.3189 0.1815 0.037 Uiso calc R 1 1
N N11 0.8471(4) 0.3485(2) -0.1770(2) 0.0312(7) Uani d . 1 1
H H11A 0.8626 0.2887 -0.2093 0.037 Uiso calc R 1 1
H H11B 0.8665 0.4140 -0.2101 0.037 Uiso calc R 1 1
N N12 0.7108(4) 0.5111(2) 0.1170(2) 0.0330(7) Uani d . 1 1
H H12A 0.7337 0.5768 0.0856 0.040 Uiso calc R 1 1
H H12B 0.6781 0.5037 0.1826 0.040 Uiso calc R 1 1
N N13 0.6798(4) 0.1346(2) 0.1184(3) 0.0329(7) Uani d . 1 1
H H13A 0.6939 0.0735 0.0882 0.039 Uiso calc R 1 1
H H13B 0.6438 0.1314 0.1834 0.039 Uiso calc R 1 1
C C21 0.7361(5) 0.8238(3) 0.0554(3) 0.0282(8) Uani d . 1 1
C C22 0.7847(5) 0.9412(3) -0.0907(3) 0.0284(8) Uani d . 1 1
C C23 0.7972(5) 0.7470(3) -0.0937(3) 0.0295(8) Uani d . 1 1
N N21 0.7571(4) 0.7302(2) 0.0062(2) 0.0283(7) Uani d . 1 1
N N22 0.7439(4) 0.9294(2) 0.0094(2) 0.0298(7) Uani d . 1 1
N N23 0.8157(4) 0.8499(2) -0.1437(2) 0.0293(7) Uani d . 1 1
H H23 0.8472 0.8584 -0.2094 0.035 Uiso calc R 1 1
N N31 0.7031(4) 0.8087(2) 0.1552(2) 0.0337(7) Uani d . 1 1
H H31A 0.6869 0.8664 0.1901 0.040 Uiso calc R 1 1
H H31B 0.6974 0.7409 0.1870 0.040 Uiso calc R 1 1
N N32 0.7965(5) 1.0404(2) -0.1423(2) 0.0348(7) Uani d . 1 1
H H32A 0.7773 1.1004 -0.1106 0.042 Uiso calc R 1 1
H H32B 0.8237 1.0467 -0.2085 0.042 Uiso calc R 1 1
N N33 0.8209(4) 0.6595(2) -0.1465(2) 0.0309(7) Uani d . 1 1
H H33A 0.8100 0.5920 -0.1150 0.037 Uiso calc R 1 1
H H33B 0.8475 0.6691 -0.2127 0.037 Uiso calc R 1 1
N N50 0.6450(4) 0.3141(2) 0.5208(2) 0.0274(6) Uani d . 1 1
H H50 0.6099 0.3799 0.4771 0.033 Uiso calc R 1 1
C C51 0.5536(5) 0.3342(3) 0.6213(3) 0.0312(8) Uani d . 1 1
H H51A 0.6403 0.3772 0.6577 0.037 Uiso calc R 1 1
H H51B 0.5447 0.2618 0.6641 0.037 Uiso calc R 1 1
C C52 0.3453(5) 0.3985(3) 0.6077(3) 0.0310(8) Uani d . 1 1
C C53 0.8705(5) 0.2958(3) 0.5187(3) 0.0293(8) Uani d . 1 1
H H53A 0.9235 0.3612 0.5418 0.035 Uiso calc R 1 1
H H53B 0.9149 0.2911 0.4469 0.035 Uiso calc R 1 1
C C54 0.9599(5) 0.1904(3) 0.5862(3) 0.0306(8) Uani d . 1 1
C C55 0.5523(5) 0.2261(3) 0.4741(3) 0.0289(8) Uani d . 1 1
H H55A 0.4121 0.2248 0.4983 0.035 Uiso calc R 1 1
H H55B 0.6271 0.1521 0.4970 0.035 Uiso calc R 1 1
C C56 0.5540(5) 0.2475(3) 0.3566(3) 0.0321(8) Uani d . 1 1
O O1 0.2949(4) 0.4461(2) 0.5204(2) 0.0343(6) Uani d . 1 1
O O2 0.2429(4) 0.4017(2) 0.6894(2) 0.0354(6) Uani d . 1 1
O O3 0.8994(4) 0.1721(2) 0.6763(2) 0.0393(7) Uani d . 1 1
O O4 1.0971(4) 0.1308(2) 0.5460(2) 0.0509(8) Uani d D 1 1
O O5 0.4934(4) 0.1730(2) 0.3111(2) 0.0375(6) Uani d . 1 1
O O6 0.6089(4) 0.3375(2) 0.3162(2) 0.0366(6) Uani d . 1 1
O O1W -0.1047(4) 0.5512(2) 0.6739(2) 0.0350(6) Uani d D 1 1
H H1AW -0.152(6) 0.546(4) 0.616(2) 0.053 Uiso d D 1 1
H H1BW 0.012(4) 0.520(3) 0.667(3) 0.053 Uiso d D 1 1
O O2W 1.0355(5) 0.0954(2) 0.3413(2) 0.0458(7) Uani d D 1 1
H H2AW 1.002(8) 0.032(2) 0.355(4) 0.069 Uiso d D 1 1
H H2BW 1.087(7) 0.117(4) 0.3894(16) 0.069 Uiso d D 1 1
O O3W 1.4067(5) 0.0556(2) 0.6843(2) 0.0460(7) Uani d D 1 1
H H3AW 1.302(5) 0.067(4) 0.648(4) 0.069 Uiso d D 1 1
H H3BW 1.455(7) -0.010(2) 0.679(4) 0.069 Uiso d D 1 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0177(17) 0.0277(19) 0.039(2) -0.0022(13) -0.0022(15) -0.0002(16)
C2 0.0198(17) 0.0231(18) 0.041(2) -0.0033(13) -0.0019(15) -0.0003(15)
C3 0.0167(16) 0.0252(18) 0.038(2) -0.0027(13) -0.0014(15) -0.0003(16)
N1 0.0241(15) 0.0238(15) 0.0374(18) -0.0041(12) -0.0017(13) 0.0018(13)
N2 0.0287(15) 0.0220(15) 0.0340(17) -0.0041(12) -0.0011(13) -0.0011(13)
N3 0.0306(16) 0.0251(15) 0.0363(18) -0.0063(12) 0.0025(13) 0.0000(13)
N11 0.0342(16) 0.0253(15) 0.0340(18) -0.0061(12) 0.0023(13) -0.0009(13)
N12 0.0413(18) 0.0236(15) 0.0348(18) -0.0078(12) 0.0050(14) -0.0033(13)
N13 0.0350(17) 0.0230(15) 0.0407(19) -0.0083(12) 0.0041(14) 0.0005(14)
C21 0.0200(17) 0.0247(18) 0.038(2) -0.0021(13) -0.0007(15) 0.0027(16)
C22 0.0236(18) 0.0228(18) 0.039(2) -0.0023(13) -0.0027(15) -0.0047(16)
C23 0.0191(17) 0.0218(18) 0.047(2) -0.0013(13) -0.0018(15) -0.0051(16)
N21 0.0263(15) 0.0221(15) 0.0360(18) -0.0036(11) 0.0008(13) -0.0011(13)
N22 0.0281(15) 0.0254(16) 0.0353(18) -0.0023(12) 0.0002(13) -0.0027(13)
N23 0.0297(16) 0.0222(15) 0.0354(17) -0.0043(12) -0.0018(13) 0.0009(13)
N31 0.0356(17) 0.0254(16) 0.0396(19) -0.0038(13) 0.0031(14) -0.0029(14)
N32 0.0462(18) 0.0241(16) 0.0337(18) -0.0043(13) 0.0028(15) -0.0021(14)
N33 0.0326(16) 0.0215(15) 0.0373(18) -0.0020(12) 0.0022(13) 0.0000(13)
N50 0.0253(15) 0.0250(15) 0.0314(16) -0.0067(11) 0.0026(12) 0.0019(12)
C51 0.0286(19) 0.0328(19) 0.032(2) -0.0057(14) 0.0007(15) -0.0028(16)
C52 0.0275(18) 0.0283(19) 0.038(2) -0.0097(14) 0.0008(16) -0.0031(17)
C53 0.0252(18) 0.0302(19) 0.032(2) -0.0037(14) 0.0039(15) -0.0006(16)
C54 0.0225(18) 0.0301(19) 0.040(2) -0.0041(14) -0.0017(16) -0.0066(17)
C55 0.0293(18) 0.0261(18) 0.031(2) -0.0056(14) 0.0010(15) -0.0025(16)
C56 0.0263(19) 0.029(2) 0.040(2) -0.0057(15) -0.0002(16) 0.0005(17)
O1 0.0307(13) 0.0319(14) 0.0381(16) -0.0018(10) -0.0008(11) 0.0028(12)
O2 0.0302(14) 0.0356(14) 0.0395(15) -0.0013(10) 0.0061(12) -0.0041(12)
O3 0.0345(15) 0.0348(15) 0.0441(17) 0.0033(11) 0.0022(13) 0.0049(13)
O4 0.0479(17) 0.0594(19) 0.0383(16) 0.0229(14) 0.0003(14) -0.0058(14)
O5 0.0387(15) 0.0350(14) 0.0406(15) -0.0095(11) 0.0011(12) -0.0068(12)
O6 0.0425(15) 0.0343(14) 0.0331(15) -0.0087(12) -0.0005(12) -0.0001(12)
O1W 0.0300(14) 0.0362(15) 0.0379(15) -0.0015(11) 0.0013(12) -0.0033(12)
O2W 0.0554(18) 0.0409(17) 0.0435(17) -0.0172(14) 0.0046(14) -0.0040(14)
O3W 0.0483(18) 0.0360(15) 0.0522(19) 0.0020(13) -0.0064(14) -0.0056(14)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 '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
N11 C1 N1 117.6(3)
N11 C1 N2 116.6(3)
N1 C1 N2 125.8(3)
N12 C2 N2 119.4(3)
N12 C2 N3 118.1(3)
N2 C2 N3 122.5(3)
N13 C3 N1 121.0(3)
N13 C3 N3 118.1(3)
N1 C3 N3 120.9(3)
C3 N1 C1 116.5(3)
C2 N2 C1 115.0(3)
C2 N3 C3 119.2(3)
C2 N3 H3 120.4
C3 N3 H3 120.4
C1 N11 H11A 120.0
C1 N11 H11B 120.0
H11A N11 H11B 120.0
C2 N12 H12A 120.0
C2 N12 H12B 120.0
H12A N12 H12B 120.0
C3 N13 H13A 120.0
C3 N13 H13B 120.0
H13A N13 H13B 120.0
N31 C21 N22 118.1(3)
N31 C21 N21 116.6(3)
N22 C21 N21 125.2(3)
N32 C22 N22 121.2(3)
N32 C22 N23 117.8(3)
N22 C22 N23 121.0(3)
N21 C23 N33 118.9(3)
N21 C23 N23 122.2(3)
N33 C23 N23 119.0(3)
C23 N21 C21 115.6(3)
C22 N22 C21 116.5(3)
C23 N23 C22 119.4(3)
C23 N23 H23 120.3
C22 N23 H23 120.3
C21 N31 H31A 120.0
C21 N31 H31B 120.0
H31A N31 H31B 120.0
C22 N32 H32A 120.0
C22 N32 H32B 120.0
H32A N32 H32B 120.0
C23 N33 H33A 120.0
C23 N33 H33B 120.0
H33A N33 H33B 120.0
C51 N50 C55 112.0(3)
C51 N50 C53 115.8(3)
C55 N50 C53 112.2(3)
C51 N50 H50 105.2
C55 N50 H50 105.2
C53 N50 H50 105.2
N50 C51 C52 111.3(3)
N50 C51 H51A 109.4
C52 C51 H51A 109.4
N50 C51 H51B 109.4
C52 C51 H51B 109.4
H51A C51 H51B 108.0
O1 C52 O2 126.5(3)
O1 C52 C51 118.3(3)
O2 C52 C51 115.1(3)
N50 C53 C54 113.7(3)
N50 C53 H53A 108.8
C54 C53 H53A 108.8
N50 C53 H53B 108.8
C54 C53 H53B 108.8
H53A C53 H53B 107.7
O3 C54 O4 125.1(3)
O3 C54 C53 118.9(3)
O4 C54 C53 115.9(3)
N50 C55 C56 111.5(3)
N50 C55 H55A 109.3
C56 C55 H55A 109.3
N50 C55 H55B 109.3
C56 C55 H55B 109.3
H55A C55 H55B 108.0
O6 C56 O5 126.9(4)
O6 C56 C55 117.4(3)
O5 C56 C55 115.6(3)
H1AW O1W H1BW 100(4)
H2AW O2W H2BW 113(4)
H3AW O3W H3BW 105(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N11 1.324(5)
C1 N1 1.350(4)
C1 N2 1.362(4)
C2 N12 1.329(4)
C2 N2 1.334(5)
C2 N3 1.353(4)
C3 N13 1.312(4)
C3 N1 1.330(5)
C3 N3 1.373(4)
N3 H3 0.8800
N11 H11A 0.8800
N11 H11B 0.8800
N12 H12A 0.8800
N12 H12B 0.8800
N13 H13A 0.8800
N13 H13B 0.8800
C21 N31 1.317(5)
C21 N22 1.353(4)
C21 N21 1.368(4)
C22 N32 1.315(4)
C22 N22 1.329(5)
C22 N23 1.375(4)
C23 N21 1.328(5)
C23 N33 1.333(4)
C23 N23 1.355(4)
N23 H23 0.8800
N31 H31A 0.8800
N31 H31B 0.8800
N32 H32A 0.8800
N32 H32B 0.8800
N33 H33A 0.8800
N33 H33B 0.8800
N50 C51 1.482(4)
N50 C55 1.496(4)
N50 C53 1.504(5)
N50 H50 0.9300
C51 C52 1.520(5)
C51 H51A 0.9900
C51 H51B 0.9900
C52 O1 1.247(5)
C52 O2 1.267(4)
C53 C54 1.525(5)
C53 H53A 0.9900
C53 H53B 0.9900
C54 O3 1.246(5)
C54 O4 1.256(4)
C55 C56 1.528(5)
C55 H55A 0.9900
C55 H55B 0.9900
C56 O6 1.247(4)
C56 O5 1.253(4)
O1W H1AW 0.84(2)
O1W H1BW 0.84(2)
O2W H2AW 0.83(2)
O2W H2BW 0.81(2)
O3W H3AW 0.84(2)
O3W H3BW 0.83(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N3 H3 O5 . 0.88 2.60 3.296(4) 136.3
N3 H3 O6 . 0.88 1.82 2.684(4) 165.7
N11 H11A O3 1_554 0.88 2.18 3.042(4) 165.5
N11 H11B O1W 1_654 0.88 2.13 2.989(4) 164.1
N12 H12A N21 . 0.88 2.04 2.915(4) 173.9
N12 H12B O2 2_666 0.88 2.25 2.904(4) 130.7
N12 H12B O6 . 0.88 2.58 3.260(4) 134.6
N13 H13A N22 1_545 0.88 2.13 3.012(4) 176.3
N13 H13B O5 . 0.88 2.03 2.870(4) 159.2
N23 H23 O2W 2_765 0.88 1.94 2.793(4) 164.2
N31 H31A O3W 2_766 0.88 2.06 2.870(4) 153.2
N31 H31B O2 2_666 0.88 2.22 3.048(4) 156.9
N32 H32A N1 1_565 0.88 2.06 2.933(4) 173.3
N32 H32B O3 1_564 0.88 2.11 2.817(4) 137.4
N33 H33A N2 . 0.88 2.09 2.973(4) 176.9
N33 H33B O1W 1_654 0.88 2.19 2.850(4) 131.7
N50 H50 O1 2_666 0.93 2.28 2.969(4) 130.1
C55 H55A O4 1_455 0.99 2.55 3.470(5) 154.0
O1W H1AW O1 2_566 0.84(2) 2.02(2) 2.856(4) 172(4)
O1W H1BW O2 . 0.84(2) 1.98(3) 2.775(3) 157(4)
O2W H2AW O3 2_756 0.83(2) 2.57(3) 3.265(4) 143(4)
O2W H2AW O4 2_756 0.83(2) 2.38(3) 3.168(4) 159(4)
O2W H2BW O4 . 0.81(2) 2.082(17) 2.812(4) 150(4)
O3W H3AW O4 . 0.84(2) 1.95(3) 2.768(4) 163(5)
O3W H3BW O5 2_756 0.83(2) 1.96(3) 2.773(4) 165(5)