#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:31:16 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/56/7225632.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7225632
loop_
_publ_author_name
'Losev, E. A.'
'Zakharov, B. A.'
'Boldyreva, E. V.'
_publ_section_title
;
Polymorphic transformations in glycine co-crystals at low temperature and
high pressure: two new examples as a follow-up to a glycine--glutaric
acid study
;
_journal_issue 31
_journal_name_full CrystEngComm
_journal_page_first 5869
_journal_paper_doi 10.1039/C6CE00561F
_journal_volume 18
_journal_year 2016
_chemical_formula_moiety 'C4 H6 O6, C2 H5 N O2'
_chemical_formula_sum 'C6 H11 N O8'
_chemical_formula_weight 225.16
_chemical_name_common 'glycine-DL-tartaric acid (1:1)'
_chemical_name_systematic 'glycine-DL-tartaric acid (1:1)'
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_Hall '-P 1'
_space_group_name_H-M_alt 'P -1'
_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-2014/7
_audit_update_record
;
2016-06-16 deposited with the CCDC.
2016-06-20 downloaded from the CCDC.
;
_cell_angle_alpha 99.175(8)
_cell_angle_beta 94.392(6)
_cell_angle_gamma 96.158(8)
_cell_formula_units_Z 4
_cell_length_a 4.7793(3)
_cell_length_b 9.0995(12)
_cell_length_c 18.7215(16)
_cell_measurement_pressure 1960000
_cell_measurement_reflns_used 1175
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 28.1783
_cell_measurement_theta_min 2.2095
_cell_volume 795.48(14)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics 'Mercury (Macrae et al., 2006)'
_computing_publication_material
;
Mercury (Macrae et al., 2006),
PLATON (Spek, 2009),
;
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution 'SIR2014 Version 14.10 (Burla, 2015)'
_diffrn_ambient_pressure 1960000
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean 10.3457
_diffrn_measured_fraction_theta_full 0.345
_diffrn_measured_fraction_theta_max 0.296
_diffrn_measurement_device_type 'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method \w-scan
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.1128
_diffrn_reflns_av_unetI/netI 0.0976
_diffrn_reflns_Laue_measured_fraction_full 0.345
_diffrn_reflns_Laue_measured_fraction_max 0.296
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_number 4388
_diffrn_reflns_point_group_measured_fraction_full 0.345
_diffrn_reflns_point_group_measured_fraction_max 0.296
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 28.240
_diffrn_reflns_theta_min 2.214
_diffrn_source 'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu 0.179
_exptl_absorpt_correction_T_max 0.480
_exptl_absorpt_correction_T_min 0.396
_exptl_absorpt_correction_type gaussian
_exptl_absorpt_process_details 'Absorb-7 (Angel, 2013)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.880
_exptl_crystal_description block
_exptl_crystal_F_000 472
_exptl_crystal_size_max 0.160
_exptl_crystal_size_mid 0.060
_exptl_crystal_size_min 0.030
_refine_diff_density_max 0.363
_refine_diff_density_min -0.306
_refine_diff_density_rms 0.071
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.030
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 121
_refine_ls_number_reflns 1166
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.030
_refine_ls_R_factor_all 0.1325
_refine_ls_R_factor_gt 0.0896
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1277P)^2^+1.6394P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2193
_refine_ls_wR_factor_ref 0.2573
_reflns_Friedel_coverage 0.000
_reflns_number_gt 759
_reflns_number_total 1166
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file c6ce00561f17.cif
_cod_data_source_block gta196GPa
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Gaussian' changed to
'gaussian' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.
Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas
Adding full bibliography for 7225609--7225638.cif.
;
_cod_database_code 7225632
_shelx_shelxl_version_number 2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min 0.972
_shelx_estimated_absorpt_t_max 0.995
_shelx_res_file
;
D:\Oxford_Diffraction\2014\HP\gt\Zakharov\re_done\1.96\196.res created by SHELXL-2014/7
TITL GLYDL
CELL 0.71073 4.77930 9.09950 18.72150 99.17500 94.39200 96.15800
ZERR 4 0.00030 0.00120 0.00160 0.00800 0.00600 0.00800
LATT 1
SFAC C H N O
UNIT 24 44 4 32
EQIV $1 -X,-Y,1-Z
EQIV $2 -1+X,+Y,+Z
EQIV $3 1+X,+Y,+Z
EQIV $4 2-X,1-Y,-Z
EQIV $5 2-X,-Y,-Z
EQIV $6 1-X,1-Y,-Z
EQIV $7 +X,1+Y,+Z
EQIV $8 -X,1-Y,1-Z
EQIV $9 1-X,-Y,1-Z
L.S. 20
PLAN 30
SIZE 0.16 0.06 0.03
HTAB N11 O21_$1
HTAB N11 O26_$2
HTAB N11 O26
HTAB N11 O27
HTAB O12 O18
HTAB O13 O14_$3
HTAB O14 O13_$4
HTAB O15 O17_$5
HTAB N21 O11_$2
HTAB N21 O16_$6
HTAB N21 O16_$4
HTAB N21 O17_$7
HTAB O22 O28_$8
HTAB O23 O24_$3
HTAB O24 O23_$9
HTAB O25 O27_$3
BOND $H
BOND
CONF
MORE -1
FMAP 2
ACTA
REM
REM
REM
REM
REM
REM
WGHT 0.127700 1.639400
FVAR 2.77001
C11 1 0.851422 0.227605 0.099959 11.00000 0.01477
C12 1 1.027544 0.229968 0.037022 11.00000 0.02162
AFIX 13
H12 2 1.123416 0.139479 0.030410 11.00000 -1.20000
AFIX 0
C13 1 0.848193 0.236832 -0.033759 11.00000 0.01619
AFIX 13
H13 2 0.720040 0.143297 -0.047669 11.00000 -1.20000
AFIX 0
C14 1 1.041947 0.252510 -0.093826 11.00000 0.01554
C15 1 0.343539 -0.040700 0.216025 11.00000 0.01655
C16 1 0.138890 -0.051520 0.272401 11.00000 0.01823
AFIX 23
H16A 2 -0.007371 -0.134708 0.254967 11.00000 -1.20000
H16B 2 0.237328 -0.071445 0.316452 11.00000 -1.20000
AFIX 0
N11 3 0.006462 0.088612 0.289216 11.00000 0.01936
AFIX 33
H11A 2 -0.113495 0.078812 0.322724 11.00000 -1.50000
H11B 2 0.140045 0.164839 0.305981 11.00000 -1.50000
H11C 2 -0.086602 0.106244 0.249032 11.00000 -1.50000
AFIX 0
O11 4 0.908057 0.301190 0.158879 11.00000 0.03255
O12 4 0.628027 0.126790 0.080919 11.00000 0.02434
AFIX 83
H12A 2 0.543769 0.116937 0.116728 11.00000 -1.20000
AFIX 0
O13 4 1.236847 0.360215 0.055108 11.00000 0.02236
AFIX 83
H13A 2 1.370270 0.348188 0.030627 11.00000 -1.20000
AFIX 0
O14 4 0.683457 0.359920 -0.023132 11.00000 0.01984
AFIX 83
H14 2 0.754797 0.428762 -0.041763 11.00000 -1.20000
AFIX 0
O15 4 1.170386 0.138450 -0.108867 11.00000 0.02579
AFIX 83
H15 2 1.285365 0.154326 -0.137916 11.00000 -1.20000
AFIX 0
O16 4 1.069985 0.370777 -0.118076 11.00000 0.02528
O17 4 0.473511 -0.149394 0.199719 11.00000 0.02826
O18 4 0.366870 0.076015 0.189206 11.00000 0.03778
C21 1 0.358948 0.220402 0.600631 11.00000 0.01495
C22 1 0.559776 0.249470 0.544484 11.00000 0.01530
AFIX 13
H22 2 0.682709 0.343538 0.562338 11.00000 -1.20000
AFIX 0
C23 1 0.378818 0.265188 0.473168 11.00000 0.01334
AFIX 13
H23 2 0.280798 0.354377 0.483356 11.00000 -1.20000
AFIX 0
C24 1 0.583306 0.290801 0.417263 11.00000 0.01494
C25 1 0.208515 0.494467 0.297945 11.00000 0.02094
C26 1 0.434927 0.440734 0.251240 11.00000 0.02069
AFIX 23
H26A 2 0.613669 0.450042 0.280832 11.00000 -1.20000
H26B 2 0.383650 0.336008 0.229944 11.00000 -1.20000
AFIX 0
N21 3 0.463009 0.531671 0.193638 11.00000 0.02397
AFIX 33
H21A 2 0.595756 0.500652 0.165996 11.00000 -1.50000
H21B 2 0.298859 0.522087 0.166454 11.00000 -1.50000
H21C 2 0.511463 0.627488 0.213489 11.00000 -1.50000
AFIX 0
O21 4 0.329405 0.104155 0.623962 11.00000 0.02417
O22 4 0.231371 0.336161 0.618589 11.00000 0.02751
AFIX 83
H22A 2 0.123903 0.319973 0.649313 11.00000 -1.20000
AFIX 0
O23 4 0.727106 0.132656 0.530243 11.00000 0.02208
AFIX 83
H23A 2 0.846263 0.155362 0.503347 11.00000 -1.20000
AFIX 0
O24 4 0.173583 0.140083 0.446345 11.00000 0.02107
AFIX 83
H24 2 0.248574 0.062733 0.443960 11.00000 -1.20000
AFIX 0
O25 4 0.781794 0.398207 0.439648 11.00000 0.02356
AFIX 83
H25 2 0.860274 0.421263 0.404882 11.00000 -1.20000
AFIX 0
O26 4 0.559185 0.208821 0.357460 11.00000 0.02228
O27 4 0.127477 0.412565 0.341487 11.00000 0.02451
O28 4 0.123105 0.615914 0.290632 11.00000 0.02548
HKLF 4
REM GLYDL
REM R1 = 0.0896 for 759 Fo > 4sig(Fo) and 0.1325 for all 1166 data
REM 121 parameters refined using 0 restraints
END
WGHT 0.1277 1.6394
REM Highest difference peak 0.363, deepest hole -0.306, 1-sigma level 0.071
Q1 1 0.2846 0.0914 0.1804 11.00000 0.05 0.36
Q2 1 0.2574 0.0270 0.1592 11.00000 0.05 0.30
Q3 1 0.3177 0.1569 0.1985 11.00000 0.05 0.27
Q4 1 0.4462 0.1059 0.2095 11.00000 0.05 0.27
Q5 1 0.4569 0.1401 0.2206 11.00000 0.05 0.27
Q6 1 0.9690 0.3309 -0.1384 11.00000 0.05 0.26
Q7 1 0.6242 0.0319 0.4913 11.00000 0.05 0.26
Q8 1 0.7543 0.3871 0.0090 11.00000 0.05 0.25
Q9 1 0.4568 0.0405 0.1898 11.00000 0.05 0.24
Q10 1 0.9918 0.2351 0.4807 11.00000 0.05 0.24
Q11 1 0.2007 0.4022 0.3508 11.00000 0.05 0.24
Q12 1 0.0460 0.5784 0.2617 11.00000 0.05 0.24
Q13 1 0.4605 0.0024 0.1803 11.00000 0.05 0.23
Q14 1 0.2155 0.4370 0.3613 11.00000 0.05 0.23
Q15 1 0.6094 0.3051 -0.0515 11.00000 0.05 0.22
Q16 1 0.0505 0.1199 0.4891 11.00000 0.05 0.22
Q17 1 1.2311 0.1557 -0.0868 11.00000 0.05 0.22
Q18 1 0.0297 0.3904 0.3230 11.00000 0.05 0.22
Q19 1 0.1724 0.0981 0.1214 11.00000 0.05 0.22
Q20 1 0.0126 0.3532 0.3112 11.00000 0.05 0.21
Q21 1 0.1387 0.3379 0.6006 11.00000 0.05 0.21
Q22 1 0.1866 0.1327 0.1300 11.00000 0.05 0.21
Q23 1 1.0961 0.0947 -0.1399 11.00000 0.05 0.21
Q24 1 0.7172 0.3979 0.1712 11.00000 0.05 0.21
Q25 1 0.7771 0.1516 0.5603 11.00000 0.05 0.20
Q26 1 0.3263 0.3898 0.6472 11.00000 0.05 0.20
Q27 1 0.7708 0.0783 0.1293 11.00000 0.05 0.20
Q28 1 0.8070 0.2148 0.5691 11.00000 0.05 0.20
Q29 1 0.5657 -0.1012 0.2314 11.00000 0.05 0.19
Q30 1 1.2091 0.1169 -0.0985 11.00000 0.05 0.19
;
_shelx_res_checksum 68386
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C11 C 0.8514(15) 0.228(2) 0.1000(6) 0.0148(16) Uiso 1 1 d . .
C12 C 1.0275(15) 0.230(2) 0.0370(5) 0.0216(18) Uiso 1 1 d . .
H12 H 1.1234 0.1395 0.0304 0.026 Uiso 1 1 calc R U
C13 C 0.8482(15) 0.237(2) -0.0338(5) 0.0162(16) Uiso 1 1 d . .
H13 H 0.7200 0.1433 -0.0477 0.019 Uiso 1 1 calc R U
C14 C 1.0419(15) 0.253(2) -0.0938(5) 0.0155(16) Uiso 1 1 d . .
C15 C 0.3435(15) -0.041(2) 0.2160(5) 0.0166(16) Uiso 1 1 d . .
C16 C 0.1389(16) -0.052(2) 0.2724(5) 0.0182(17) Uiso 1 1 d . .
H16A H -0.0074 -0.1347 0.2550 0.022 Uiso 1 1 calc R U
H16B H 0.2373 -0.0714 0.3165 0.022 Uiso 1 1 calc R U
N11 N 0.0065(13) 0.0886(18) 0.2892(5) 0.0194(15) Uiso 1 1 d . .
H11A H -0.1135 0.0788 0.3227 0.029 Uiso 1 1 calc R U
H11B H 0.1400 0.1648 0.3060 0.029 Uiso 1 1 calc R U
H11C H -0.0866 0.1062 0.2490 0.029 Uiso 1 1 calc R U
O11 O 0.9081(12) 0.3012(17) 0.1589(5) 0.0325(15) Uiso 1 1 d . .
O12 O 0.6280(11) 0.1268(15) 0.0809(4) 0.0243(13) Uiso 1 1 d . .
H12A H 0.5438 0.1169 0.1167 0.029 Uiso 1 1 calc R U
O13 O 1.2368(11) 0.3602(15) 0.0551(4) 0.0224(13) Uiso 1 1 d . .
H13A H 1.3703 0.3482 0.0306 0.027 Uiso 1 1 calc R U
O14 O 0.6835(11) 0.3599(14) -0.0231(4) 0.0198(12) Uiso 1 1 d . .
H14 H 0.7548 0.4288 -0.0418 0.024 Uiso 1 1 calc R U
O15 O 1.1704(12) 0.1385(16) -0.1089(4) 0.0258(13) Uiso 1 1 d . .
H15 H 1.2854 0.1543 -0.1379 0.031 Uiso 1 1 calc R U
O16 O 1.0700(11) 0.3708(15) -0.1181(4) 0.0253(13) Uiso 1 1 d . .
O17 O 0.4735(12) -0.1494(16) 0.1997(4) 0.0283(14) Uiso 1 1 d . .
O18 O 0.3669(13) 0.0760(17) 0.1892(5) 0.0378(16) Uiso 1 1 d . .
C21 C 0.3589(15) 0.220(2) 0.6006(5) 0.0150(16) Uiso 1 1 d . .
C22 C 0.5598(15) 0.249(2) 0.5445(5) 0.0153(16) Uiso 1 1 d . .
H22 H 0.6827 0.3435 0.5623 0.018 Uiso 1 1 calc R U
C23 C 0.3788(15) 0.265(2) 0.4732(5) 0.0133(15) Uiso 1 1 d . .
H23 H 0.2808 0.3544 0.4834 0.016 Uiso 1 1 calc R U
C24 C 0.5833(15) 0.291(2) 0.4173(6) 0.0149(16) Uiso 1 1 d . .
C25 C 0.2085(16) 0.494(2) 0.2979(6) 0.0209(17) Uiso 1 1 d . .
C26 C 0.4349(15) 0.441(2) 0.2512(6) 0.0207(17) Uiso 1 1 d . .
H26A H 0.6137 0.4500 0.2808 0.025 Uiso 1 1 calc R U
H26B H 0.3837 0.3360 0.2299 0.025 Uiso 1 1 calc R U
N21 N 0.4630(13) 0.5317(18) 0.1936(5) 0.0240(16) Uiso 1 1 d . .
H21A H 0.5958 0.5007 0.1660 0.036 Uiso 1 1 calc R U
H21B H 0.2989 0.5221 0.1665 0.036 Uiso 1 1 calc R U
H21C H 0.5115 0.6275 0.2135 0.036 Uiso 1 1 calc R U
O21 O 0.3294(11) 0.1042(15) 0.6240(4) 0.0242(13) Uiso 1 1 d . .
O22 O 0.2314(11) 0.3362(16) 0.6186(4) 0.0275(14) Uiso 1 1 d . .
H22A H 0.1239 0.3200 0.6493 0.033 Uiso 1 1 calc R U
O23 O 0.7271(11) 0.1327(15) 0.5302(4) 0.0221(13) Uiso 1 1 d . .
H23A H 0.8463 0.1554 0.5033 0.026 Uiso 1 1 calc R U
O24 O 0.1736(11) 0.1401(15) 0.4463(4) 0.0211(12) Uiso 1 1 d . .
H24 H 0.2486 0.0627 0.4440 0.025 Uiso 1 1 calc R U
O25 O 0.7818(11) 0.3982(16) 0.4396(4) 0.0236(13) Uiso 1 1 d . .
H25 H 0.8603 0.4213 0.4049 0.028 Uiso 1 1 calc R U
O26 O 0.5592(11) 0.2088(15) 0.3575(4) 0.0223(13) Uiso 1 1 d . .
O27 O 0.1275(11) 0.4126(15) 0.3415(4) 0.0245(13) Uiso 1 1 d . .
O28 O 0.1231(11) 0.6159(15) 0.2906(4) 0.0255(13) Uiso 1 1 d . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O11 C11 O12 124.8(7)
O11 C11 C12 125.7(12)
O12 C11 C12 109.4(13)
O13 C12 C11 107.4(13)
O13 C12 C13 110.0(9)
C11 C12 C13 112.0(5)
O13 C12 H12 109.1
C11 C12 H12 109.1
C13 C12 H12 109.1
O14 C13 C14 110.8(9)
O14 C13 C12 110.1(11)
C14 C13 C12 109.3(5)
O14 C13 H13 108.9
C14 C13 H13 108.9
C12 C13 H13 108.9
O16 C14 O15 128.3(7)
O16 C14 C13 119.6(13)
O15 C14 C13 112.0(10)
O17 C15 O18 125.4(7)
O17 C15 C16 117.0(11)
O18 C15 C16 117.6(12)
N11 C16 C15 111.6(10)
N11 C16 H16A 109.3
C15 C16 H16A 109.3
N11 C16 H16B 109.3
C15 C16 H16B 109.3
H16A C16 H16B 108.0
C16 N11 H11A 109.5
C16 N11 H11B 109.5
H11A N11 H11B 109.5
C16 N11 H11C 109.5
H11A N11 H11C 109.5
H11B N11 H11C 109.5
C11 O12 H12A 109.5
C12 O13 H13A 109.5
C13 O14 H14 109.5
C14 O15 H15 109.5
O21 C21 O22 126.8(7)
O21 C21 C22 123.3(13)
O22 C21 C22 109.9(11)
O23 C22 C21 111.3(10)
O23 C22 C23 110.1(11)
C21 C22 C23 107.9(5)
O23 C22 H22 109.2
C21 C22 H22 109.2
C23 C22 H22 109.2
O24 C23 C24 110.9(13)
O24 C23 C22 113.9(10)
C24 C23 C22 107.1(5)
O24 C23 H23 108.3
C24 C23 H23 108.3
C22 C23 H23 108.3
O26 C24 O25 125.2(7)
O26 C24 C23 120.9(15)
O25 C24 C23 113.8(14)
O28 C25 O27 125.7(10)
O28 C25 C26 118.0(9)
O27 C25 C26 116.3(13)
N21 C26 C25 109.0(10)
N21 C26 H26A 109.9
C25 C26 H26A 109.9
N21 C26 H26B 109.9
C25 C26 H26B 109.9
H26A C26 H26B 108.3
C26 N21 H21A 109.5
C26 N21 H21B 109.5
H21A N21 H21B 109.5
C26 N21 H21C 109.5
H21A N21 H21C 109.5
H21B N21 H21C 109.5
C21 O22 H22A 109.5
C22 O23 H23A 109.5
C23 O24 H24 109.5
C24 O25 H25 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C11 O11 1.191(19)
C11 O12 1.318(19)
C11 C12 1.501(9)
C12 O13 1.44(2)
C12 C13 1.536(10)
C12 H12 0.9800
C13 O14 1.434(16)
C13 C14 1.525(8)
C13 H13 0.9800
C14 O16 1.231(17)
C14 O15 1.266(18)
C15 O17 1.234(18)
C15 O18 1.243(17)
C15 C16 1.500(9)
C16 N11 1.48(2)
C16 H16A 0.9700
C16 H16B 0.9700
N11 H11A 0.8900
N11 H11B 0.8900
N11 H11C 0.8900
O12 H12A 0.8200
O13 H13A 0.8200
O14 H14 0.8200
O15 H15 0.8200
C21 O21 1.206(17)
C21 O22 1.285(19)
C21 C22 1.512(8)
C22 O23 1.402(17)
C22 C23 1.569(9)
C22 H22 0.9800
C23 O24 1.42(2)
C23 C24 1.513(8)
C23 H23 0.9800
C24 O26 1.232(19)
C24 O25 1.28(2)
C25 O28 1.242(19)
C25 O27 1.245(12)
C25 C26 1.515(14)
C26 N21 1.466(11)
C26 H26A 0.9700
C26 H26B 0.9700
N21 H21A 0.8900
N21 H21B 0.8900
N21 H21C 0.8900
O22 H22A 0.8200
O23 H23A 0.8200
O24 H24 0.8200
O25 H25 0.8200
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
N11 H11A O21 0.89 2.27 3.000(11) 139.1 2_556
N11 H11A O26 0.89 2.14 2.806(11) 131.1 1_455
N11 H11B O26 0.89 2.12 2.868(13) 140.6 .
N11 H11B O27 0.89 2.25 2.93(2) 132.9 .
O12 H12A O18 0.82 1.72 2.538(7) 173.9 .
O13 H13A O14 0.82 1.87 2.680(6) 169.3 1_655
O14 H14 O13 0.82 1.97 2.702(16) 147.9 2_765
O15 H15 O17 0.82 1.69 2.502(7) 168.4 2_755
N21 H21B O11 0.89 2.57 3.157(18) 124.0 1_455
N21 H21B O16 0.89 2.30 3.100(7) 149.8 2_665
N21 H21A O16 0.89 2.21 2.869(8) 130.6 2_765
N21 H21C O17 0.89 2.11 2.88(2) 144.2 1_565
O22 H22A O28 0.82 1.77 2.512(9) 149.3 2_566
O23 H23A O24 0.82 1.96 2.746(6) 159.0 1_655
O24 H24 O23 0.82 1.93 2.673(15) 150.6 2_656
O25 H25 O27 0.82 1.81 2.573(6) 154.5 1_655
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
O11 C11 C12 O13 -13.5(16)
O12 C11 C12 O13 169.0(8)
O11 C11 C12 C13 -134.3(14)
O12 C11 C12 C13 48.1(17)
O13 C12 C13 O14 -66.2(10)
C11 C12 C13 O14 53.2(17)
O13 C12 C13 C14 55.8(16)
C11 C12 C13 C14 175.2(16)
O14 C13 C14 O16 10.4(16)
C12 C13 C14 O16 -111.1(13)
O14 C13 C14 O15 -173.9(11)
C12 C13 C14 O15 64.6(17)
O17 C15 C16 N11 177.6(11)
O18 C15 C16 N11 -3.0(16)
O21 C21 C22 O23 -7.0(18)
O22 C21 C22 O23 172.8(10)
O21 C21 C22 C23 113.9(13)
O22 C21 C22 C23 -66.3(16)
O23 C22 C23 O24 65.9(10)
C21 C22 C23 O24 -55.8(16)
O23 C22 C23 C24 -57.1(17)
C21 C22 C23 C24 -178.8(16)
O24 C23 C24 O26 0.2(13)
C22 C23 C24 O26 125.0(12)
O24 C23 C24 O25 -176.9(8)
C22 C23 C24 O25 -52.1(17)
O28 C25 C26 N21 -13(2)
O27 C25 C26 N21 168.4(13)