#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:31:16 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/56/7225637.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_7225637
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 99.652(7)
_cell_angle_beta 96.245(5)
_cell_angle_gamma 94.537(7)
_cell_formula_units_Z 4
_cell_length_a 4.6911(3)
_cell_length_b 8.9235(11)
_cell_length_c 18.2045(11)
_cell_measurement_pressure 4400000
_cell_measurement_reflns_used 1131
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 28.3016
_cell_measurement_theta_min 2.2873
_cell_volume 743.12(11)
_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 4400000
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean 10.3457
_diffrn_measured_fraction_theta_full 0.344
_diffrn_measured_fraction_theta_max 0.289
_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 0.1160
_diffrn_reflns_av_unetI/netI 0.1005
_diffrn_reflns_Laue_measured_fraction_full 0.344
_diffrn_reflns_Laue_measured_fraction_max 0.289
_diffrn_reflns_limit_h_max 5
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 4017
_diffrn_reflns_point_group_measured_fraction_full 0.344
_diffrn_reflns_point_group_measured_fraction_max 0.289
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 28.302
_diffrn_reflns_theta_min 2.287
_diffrn_source 'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu 0.191
_exptl_absorpt_correction_T_max 0.480
_exptl_absorpt_correction_T_min 0.389
_exptl_absorpt_correction_type gaussian
_exptl_absorpt_process_details 'Absorb-7 (Angel, 2013)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 2.013
_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 0.312
_refine_diff_density_min -0.340
_refine_diff_density_rms 0.069
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.045
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 121
_refine_ls_number_reflns 1067
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.045
_refine_ls_R_factor_all 0.1233
_refine_ls_R_factor_gt 0.0790
_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^)+(0.1075P)^2^+1.2065P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1970
_refine_ls_wR_factor_ref 0.2335
_reflns_Friedel_coverage 0.000
_reflns_number_gt 670
_reflns_number_total 1067
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file c6ce00561f17.cif
_cod_data_source_block gta440GPa
_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 7225637
_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 0.970
_shelx_estimated_absorpt_t_max 0.994
_shelx_res_file
;
D:\Oxford_Diffraction\2014\HP\gt\Zakharov\re_done\4.40\440.res created by SHELXL-2014/7
TITL GLYDL
CELL 0.71073 4.69110 8.92350 18.20450 99.65200 96.24500 94.53700
ZERR 4 0.00030 0.00110 0.00110 0.00700 0.00500 0.00700
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 0.107500 1.206500
FVAR 2.69980
C11 1 0.826346 0.209252 0.098480 11.00000 0.01310
C12 1 1.011630 0.225648 0.037025 11.00000 0.01517
AFIX 13
H12 2 1.109777 0.132810 0.026754 11.00000 -1.20000
AFIX 0
C13 1 0.823162 0.241394 -0.035177 11.00000 0.01607
AFIX 13
H13 2 0.689649 0.149340 -0.053673 11.00000 -1.20000
AFIX 0
C14 1 1.023858 0.267690 -0.092171 11.00000 0.01197
C15 1 0.339773 -0.042781 0.217182 11.00000 0.01559
C16 1 0.132881 -0.057300 0.271975 11.00000 0.01619
AFIX 23
H16A 2 0.233223 -0.075018 0.318734 11.00000 -1.20000
H16B 2 -0.010418 -0.143237 0.252534 11.00000 -1.20000
AFIX 0
N11 3 -0.010520 0.087056 0.285493 11.00000 0.01423
AFIX 33
H11A 2 -0.135580 0.079459 0.318427 11.00000 -1.50000
H11B 2 0.121940 0.165303 0.303634 11.00000 -1.50000
H11C 2 -0.103207 0.102263 0.242458 11.00000 -1.50000
AFIX 0
O11 4 0.880368 0.286093 0.162056 11.00000 0.02424
O12 4 0.610130 0.113698 0.076857 11.00000 0.02137
AFIX 83
H12A 2 0.523608 0.102967 0.112712 11.00000 -1.20000
AFIX 0
O13 4 1.226643 0.353413 0.059862 11.00000 0.01835
AFIX 83
H13A 2 1.361621 0.341074 0.035119 11.00000 -1.20000
AFIX 0
O14 4 0.670992 0.372751 -0.022193 11.00000 0.01968
AFIX 83
H14 2 0.745462 0.440575 -0.041271 11.00000 -1.20000
AFIX 0
O15 4 1.162605 0.149693 -0.108795 11.00000 0.02449
AFIX 83
H15 2 1.277262 0.167149 -0.137975 11.00000 -1.20000
AFIX 0
O16 4 1.047972 0.386985 -0.116797 11.00000 0.02054
O17 4 0.483698 -0.157240 0.202015 11.00000 0.02198
O18 4 0.352614 0.066594 0.185252 11.00000 0.02688
C21 1 0.360138 0.214608 0.602293 11.00000 0.01085
C22 1 0.561307 0.252844 0.546832 11.00000 0.01158
AFIX 13
H22 2 0.683053 0.347921 0.568014 11.00000 -1.20000
AFIX 0
C23 1 0.376493 0.272084 0.474525 11.00000 0.01197
AFIX 13
H23 2 0.280764 0.365800 0.484550 11.00000 -1.20000
AFIX 0
C24 1 0.575957 0.287854 0.415918 11.00000 0.01034
C25 1 0.208067 0.490289 0.296317 11.00000 0.01752
C26 1 0.439178 0.428320 0.250329 11.00000 0.02039
AFIX 23
H26A 2 0.612031 0.421636 0.283604 11.00000 -1.20000
H26B 2 0.371947 0.326444 0.223122 11.00000 -1.20000
AFIX 0
N21 3 0.504914 0.526799 0.198057 11.00000 0.02057
AFIX 33
H21A 2 0.640054 0.489544 0.171510 11.00000 -1.50000
H21B 2 0.346590 0.531818 0.167200 11.00000 -1.50000
H21C 2 0.568720 0.619892 0.223159 11.00000 -1.50000
AFIX 0
O21 4 0.322882 0.097254 0.622109 11.00000 0.02131
O22 4 0.236350 0.337734 0.624245 11.00000 0.02129
AFIX 83
H22A 2 0.128423 0.321157 0.655133 11.00000 -1.20000
AFIX 0
O23 4 0.735372 0.131184 0.532517 11.00000 0.02094
AFIX 83
H23A 2 0.855352 0.153371 0.505534 11.00000 -1.20000
AFIX 0
O24 4 0.168091 0.149562 0.446508 11.00000 0.01948
AFIX 83
H24 2 0.243507 0.069319 0.443829 11.00000 -1.20000
AFIX 0
O25 4 0.773234 0.399796 0.440018 11.00000 0.01884
AFIX 83
H25 2 0.850842 0.422410 0.404587 11.00000 -1.20000
AFIX 0
O26 4 0.550979 0.203827 0.354888 11.00000 0.01898
O27 4 0.121984 0.407900 0.340167 11.00000 0.02112
O28 4 0.125658 0.615145 0.286330 11.00000 0.02169
HKLF 4
REM GLYDL
REM R1 = 0.0790 for 670 Fo > 4sig(Fo) and 0.1233 for all 1067 data
REM 121 parameters refined using 0 restraints
END
WGHT 0.1078 1.1953
REM Highest difference peak 0.312, deepest hole -0.340, 1-sigma level 0.069
Q1 1 0.5257 0.3433 0.0002 11.00000 0.05 0.31
Q2 1 0.2772 0.1044 0.1778 11.00000 0.05 0.31
Q3 1 0.2529 0.0392 0.1612 11.00000 0.05 0.29
Q4 1 0.5213 -0.1378 0.2321 11.00000 0.05 0.27
Q5 1 0.4434 0.0965 0.2100 11.00000 0.05 0.26
Q6 1 0.0331 0.3675 0.3179 11.00000 0.05 0.26
Q7 1 0.4385 0.0598 0.2016 11.00000 0.05 0.26
Q8 1 0.1887 0.4690 0.3682 11.00000 0.05 0.25
Q9 1 0.1449 0.3385 0.6017 11.00000 0.05 0.25
Q10 1 0.2172 0.6872 0.3102 11.00000 0.05 0.24
Q11 1 0.5815 0.2760 -0.0574 11.00000 0.05 0.24
Q12 1 0.6537 0.2830 0.3887 11.00000 0.05 0.23
Q13 1 0.5991 0.3203 -0.0493 11.00000 0.05 0.23
Q14 1 0.8036 0.2903 0.1539 11.00000 0.05 0.23
Q15 1 0.6538 0.0305 0.5034 11.00000 0.05 0.21
Q16 1 0.5240 0.1655 0.0710 11.00000 0.05 0.21
Q17 1 0.4889 0.4674 -0.0058 11.00000 0.05 0.21
Q18 1 0.5557 0.0753 0.6219 11.00000 0.05 0.21
Q19 1 0.9079 0.2542 -0.0082 11.00000 0.05 0.20
Q20 1 0.8590 0.5151 -0.0704 11.00000 0.05 0.20
Q21 1 0.6378 -0.0041 0.4917 11.00000 0.05 0.20
Q22 1 0.5672 0.1114 0.6293 11.00000 0.05 0.20
Q23 1 0.7085 0.0770 0.0702 11.00000 0.05 0.20
Q24 1 1.2318 0.2347 0.0415 11.00000 0.05 0.20
Q25 1 0.9713 0.3085 -0.1392 11.00000 0.05 0.19
Q26 1 0.9645 0.3449 -0.1335 11.00000 0.05 0.19
Q27 1 0.8693 0.3548 0.4395 11.00000 0.05 0.19
Q28 1 0.9794 0.2412 0.4783 11.00000 0.05 0.19
Q29 1 0.5305 0.0217 0.6122 11.00000 0.05 0.19
Q30 1 -0.1976 0.1023 0.2997 11.00000 0.05 0.18
;
_shelx_res_checksum 53078
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 0.8263(15) 0.209(2) 0.0985(6) 0.0131(16) Uiso 1 1 d . .
C12 C 1.0116(14) 0.226(2) 0.0370(5) 0.0152(17) Uiso 1 1 d . .
H12 H 1.1098 0.1328 0.0268 0.018 Uiso 1 1 calc R U
C13 C 0.8232(15) 0.241(2) -0.0352(5) 0.0161(16) Uiso 1 1 d . .
H13 H 0.6896 0.1493 -0.0537 0.019 Uiso 1 1 calc R U
C14 C 1.0239(15) 0.268(2) -0.0922(5) 0.0120(16) Uiso 1 1 d . .
C15 C 0.3398(15) -0.043(2) 0.2172(6) 0.0156(17) Uiso 1 1 d . .
C16 C 0.1329(15) -0.057(2) 0.2720(6) 0.0162(17) Uiso 1 1 d . .
H16A H 0.2332 -0.0750 0.3187 0.019 Uiso 1 1 calc R U
H16B H -0.0104 -0.1432 0.2525 0.019 Uiso 1 1 calc R U
N11 N -0.0105(13) 0.0871(18) 0.2855(5) 0.0142(14) Uiso 1 1 d . .
H11A H -0.1356 0.0795 0.3184 0.021 Uiso 1 1 calc R U
H11B H 0.1219 0.1653 0.3036 0.021 Uiso 1 1 calc R U
H11C H -0.1032 0.1023 0.2425 0.021 Uiso 1 1 calc R U
O11 O 0.8804(11) 0.2861(16) 0.1621(4) 0.0242(14) Uiso 1 1 d . .
O12 O 0.6101(11) 0.1137(15) 0.0769(4) 0.0214(13) Uiso 1 1 d . .
H12A H 0.5236 0.1030 0.1127 0.026 Uiso 1 1 calc R U
O13 O 1.2266(10) 0.3534(15) 0.0599(4) 0.0183(12) Uiso 1 1 d . .
H13A H 1.3616 0.3411 0.0351 0.022 Uiso 1 1 calc R U
O14 O 0.6710(11) 0.3728(15) -0.0222(4) 0.0197(13) Uiso 1 1 d . .
H14 H 0.7455 0.4406 -0.0413 0.024 Uiso 1 1 calc R U
O15 O 1.1626(11) 0.1497(16) -0.1088(4) 0.0245(14) Uiso 1 1 d . .
H15 H 1.2773 0.1671 -0.1380 0.029 Uiso 1 1 calc R U
O16 O 1.0480(10) 0.3870(15) -0.1168(4) 0.0205(13) Uiso 1 1 d . .
O17 O 0.4837(11) -0.1572(16) 0.2020(4) 0.0220(13) Uiso 1 1 d . .
O18 O 0.3526(11) 0.0666(16) 0.1853(4) 0.0269(14) Uiso 1 1 d . .
C21 C 0.3601(14) 0.215(2) 0.6023(5) 0.0108(16) Uiso 1 1 d . .
C22 C 0.5613(15) 0.253(2) 0.5468(5) 0.0116(16) Uiso 1 1 d . .
H22 H 0.6831 0.3479 0.5680 0.014 Uiso 1 1 calc R U
C23 C 0.3765(14) 0.272(2) 0.4745(5) 0.0120(16) Uiso 1 1 d . .
H23 H 0.2808 0.3658 0.4845 0.014 Uiso 1 1 calc R U
C24 C 0.5760(14) 0.288(2) 0.4159(6) 0.0103(16) Uiso 1 1 d . .
C25 C 0.2081(15) 0.490(2) 0.2963(6) 0.0175(17) Uiso 1 1 d . .
C26 C 0.4392(16) 0.428(2) 0.2503(6) 0.0204(18) Uiso 1 1 d . .
H26A H 0.6120 0.4216 0.2836 0.024 Uiso 1 1 calc R U
H26B H 0.3719 0.3264 0.2231 0.024 Uiso 1 1 calc R U
N21 N 0.5049(13) 0.5268(19) 0.1981(5) 0.0206(15) Uiso 1 1 d . .
H21A H 0.6401 0.4895 0.1715 0.031 Uiso 1 1 calc R U
H21B H 0.3466 0.5318 0.1672 0.031 Uiso 1 1 calc R U
H21C H 0.5687 0.6199 0.2232 0.031 Uiso 1 1 calc R U
O21 O 0.3229(10) 0.0973(16) 0.6221(4) 0.0213(14) Uiso 1 1 d . .
O22 O 0.2363(11) 0.3377(16) 0.6242(4) 0.0213(13) Uiso 1 1 d . .
H22A H 0.1284 0.3212 0.6551 0.026 Uiso 1 1 calc R U
O23 O 0.7354(10) 0.1312(15) 0.5325(4) 0.0209(13) Uiso 1 1 d . .
H23A H 0.8554 0.1534 0.5055 0.025 Uiso 1 1 calc R U
O24 O 0.1681(10) 0.1496(15) 0.4465(4) 0.0195(13) Uiso 1 1 d . .
H24 H 0.2435 0.0693 0.4438 0.023 Uiso 1 1 calc R U
O25 O 0.7732(11) 0.3998(15) 0.4400(4) 0.0188(13) Uiso 1 1 d . .
H25 H 0.8508 0.4224 0.4046 0.023 Uiso 1 1 calc R U
O26 O 0.5510(10) 0.2038(15) 0.3549(4) 0.0190(13) Uiso 1 1 d . .
O27 O 0.1220(10) 0.4079(16) 0.3402(4) 0.0211(13) Uiso 1 1 d . .
O28 O 0.1257(11) 0.6151(15) 0.2863(4) 0.0217(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 124.5(7)
O11 C11 C12 122.7(12)
O12 C11 C12 112.8(12)
O13 C12 C11 111.0(12)
O13 C12 C13 110.8(10)
C11 C12 C13 110.2(5)
O13 C12 H12 108.2
C11 C12 H12 108.2
C13 C12 H12 108.2
O14 C13 C14 107.0(10)
O14 C13 C12 110.1(12)
C14 C13 C12 107.1(5)
O14 C13 H13 110.8
C14 C13 H13 110.8
C12 C13 H13 110.8
O16 C14 O15 126.8(7)
O16 C14 C13 122.8(13)
O15 C14 C13 110.4(11)
O18 C15 O17 123.3(8)
O18 C15 C16 121.2(13)
O17 C15 C16 115.3(11)
C15 C16 N11 108.8(11)
C15 C16 H16A 109.9
N11 C16 H16A 109.9
C15 C16 H16B 109.9
N11 C16 H16B 109.9
H16A C16 H16B 108.3
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 126.2(7)
O21 C21 C22 126.6(13)
O22 C21 C22 107.2(12)
O23 C22 C21 108.2(10)
O23 C22 C23 110.9(11)
C21 C22 C23 108.1(5)
O23 C22 H22 109.9
C21 C22 H22 109.9
C23 C22 H22 109.9
O24 C23 C24 108.8(13)
O24 C23 C22 113.5(10)
C24 C23 C22 107.8(5)
O24 C23 H23 108.9
C24 C23 H23 108.9
C22 C23 H23 108.9
O26 C24 O25 125.8(7)
O26 C24 C23 123.6(14)
O25 C24 C23 110.6(14)
O28 C25 O27 127.3(10)
O28 C25 C26 117.4(8)
O27 C25 C26 115.3(14)
N21 C26 C25 110.2(12)
N21 C26 H26A 109.6
C25 C26 H26A 109.6
N21 C26 H26B 109.6
C25 C26 H26B 109.6
H26A C26 H26B 108.1
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 1.231(19)
C11 O12 1.255(18)
C11 C12 1.508(8)
C12 O13 1.435(19)
C12 C13 1.536(9)
C12 H12 0.9800
C13 O14 1.420(18)
C13 C14 1.509(9)
C13 H13 0.9800
C14 O16 1.224(17)
C14 O15 1.292(19)
C15 O18 1.218(16)
C15 O17 1.277(19)
C15 C16 1.479(9)
C16 N11 1.50(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 1.170(18)
C21 O22 1.31(2)
C21 C22 1.516(8)
C22 O23 1.416(17)
C22 C23 1.538(9)
C22 H22 0.9800
C23 O24 1.395(19)
C23 C24 1.510(8)
C23 H23 0.9800
C24 O26 1.220(19)
C24 O25 1.29(2)
C25 O28 1.243(18)
C25 O27 1.249(12)
C25 C26 1.523(15)
C26 N21 1.440(13)
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 2.23 2.960(11) 138.6 2_556
N11 H11A O26 0.89 2.01 2.716(10) 134.8 1_455
N11 H11B O26 0.89 2.10 2.832(12) 138.8 .
N11 H11B O27 0.89 2.16 2.864(19) 136.1 .
O12 H12A O18 0.82 1.68 2.499(6) 175.5 .
O13 H13A O14 0.82 1.91 2.704(6) 163.7 1_655
O14 H14 O13 0.82 1.92 2.668(16) 151.0 2_765
O15 H15 O17 0.82 1.70 2.504(7) 166.3 2_755
N21 H21B O11 0.89 2.95 3.427(16) 115.0 1_455
N21 H21B O16 0.89 2.20 3.061(7) 161.4 2_665
N21 H21A O16 0.89 2.19 2.825(8) 128.3 2_765
N21 H21C O17 0.89 2.15 2.82(2) 131.6 1_565
O22 H22A O28 0.82 1.75 2.489(8) 149.2 2_566
O23 H23A O24 0.82 1.91 2.706(6) 163.6 1_655
O24 H24 O23 0.82 1.92 2.663(17) 150.8 2_656
O25 H25 O27 0.82 1.82 2.580(7) 153.8 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 -7.8(15)
O12 C11 C12 O13 170.0(9)
O11 C11 C12 C13 -131.0(13)
O12 C11 C12 C13 46.8(18)
O13 C12 C13 O14 -62.9(10)
C11 C12 C13 O14 60.3(16)
O13 C12 C13 C14 53.1(16)
C11 C12 C13 C14 176.3(15)
O14 C13 C14 O16 3.3(16)
C12 C13 C14 O16 -114.7(13)
O14 C13 C14 O15 -177.7(10)
C12 C13 C14 O15 64.3(16)
O18 C15 C16 N11 -7.1(17)
O17 C15 C16 N11 178.2(10)
O21 C21 C22 O23 -10.1(17)
O22 C21 C22 O23 169.7(9)
O21 C21 C22 C23 110.1(13)
O22 C21 C22 C23 -70.2(16)
O23 C22 C23 O24 66.8(10)
C21 C22 C23 O24 -51.6(17)
O23 C22 C23 C24 -53.7(18)
C21 C22 C23 C24 -172.1(15)
O24 C23 C24 O26 -0.3(15)
C22 C23 C24 O26 123.1(12)
O24 C23 C24 O25 -179.6(8)
C22 C23 C24 O25 -56.2(17)
O28 C25 C26 N21 -4.2(19)
O27 C25 C26 N21 175.6(11)