#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:31:16 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/56/7225635.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_7225635
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 99.633(7)
_cell_angle_beta 95.811(5)
_cell_angle_gamma 94.695(6)
_cell_formula_units_Z 4
_cell_length_a 4.7136(3)
_cell_length_b 8.9774(10)
_cell_length_c 18.3305(11)
_cell_measurement_pressure 3570000
_cell_measurement_reflns_used 1158
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 28.0726
_cell_measurement_theta_min 2.2695
_cell_volume 756.94(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 3570000
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean 10.3457
_diffrn_measured_fraction_theta_full 0.350
_diffrn_measured_fraction_theta_max 0.301
_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 0.1274
_diffrn_reflns_av_unetI/netI 0.1099
_diffrn_reflns_Laue_measured_fraction_full 0.350
_diffrn_reflns_Laue_measured_fraction_max 0.301
_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 23
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_number 4161
_diffrn_reflns_point_group_measured_fraction_full 0.350
_diffrn_reflns_point_group_measured_fraction_max 0.301
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 28.072
_diffrn_reflns_theta_min 2.269
_diffrn_source 'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu 0.188
_exptl_absorpt_correction_T_max 0.480
_exptl_absorpt_correction_T_min 0.395
_exptl_absorpt_correction_type gaussian
_exptl_absorpt_process_details 'Absorb-7 (Angel, 2013)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.976
_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 0.432
_refine_diff_density_min -0.427
_refine_diff_density_rms 0.084
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.083
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 121
_refine_ls_number_reflns 1105
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.083
_refine_ls_R_factor_all 0.1464
_refine_ls_R_factor_gt 0.0943
_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^)+(0.1536P)^2^+0.7060P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2387
_refine_ls_wR_factor_ref 0.2875
_reflns_Friedel_coverage 0.000
_reflns_number_gt 665
_reflns_number_total 1105
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file c6ce00561f17.cif
_cod_data_source_block gta357GPa
_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_original_cell_volume 756.93(11)
_cod_database_code 7225635
_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 0.971
_shelx_estimated_absorpt_t_max 0.994
_shelx_res_file
;
D:\Oxford_Diffraction\2014\HP\gt\Zakharov\re_done\3.57\357.res created by SHELXL-2014/7
TITL GLYDL
CELL 0.71073 4.71360 8.97740 18.33050 99.63300 95.81100 94.69500
ZERR 4 0.00030 0.00100 0.00110 0.00700 0.00500 0.00600
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 0.153600 0.706000
FVAR 2.73625
C11 1 0.831810 0.214993 0.099284 11.00000 0.01388
C12 1 1.014152 0.227846 0.037131 11.00000 0.01847
AFIX 13
H12 2 1.110156 0.135130 0.026609 11.00000 -1.20000
AFIX 0
C13 1 0.827839 0.247048 -0.033756 11.00000 0.01677
AFIX 13
H13 2 0.693469 0.155778 -0.051034 11.00000 -1.20000
AFIX 0
C14 1 1.022476 0.265736 -0.092437 11.00000 0.01332
C15 1 0.342347 -0.041245 0.217096 11.00000 0.01823
C16 1 0.136251 -0.055774 0.272540 11.00000 0.01937
AFIX 23
H16A 2 0.236592 -0.073468 0.318693 11.00000 -1.20000
H16B 2 -0.006959 -0.141038 0.253644 11.00000 -1.20000
AFIX 0
N11 3 -0.005859 0.089031 0.286412 11.00000 0.01611
AFIX 33
H11A 2 -0.129774 0.081822 0.319508 11.00000 -1.50000
H11B 2 0.126636 0.166623 0.304012 11.00000 -1.50000
H11C 2 -0.098389 0.104193 0.243911 11.00000 -1.50000
AFIX 0
O11 4 0.882652 0.290146 0.161739 11.00000 0.02566
O12 4 0.613235 0.112891 0.077405 11.00000 0.02087
AFIX 83
H12A 2 0.526531 0.101784 0.113024 11.00000 -1.20000
AFIX 0
O13 4 1.225881 0.354813 0.058951 11.00000 0.02104
AFIX 83
H13A 2 1.360516 0.342503 0.034276 11.00000 -1.20000
AFIX 0
O14 4 0.675074 0.372886 -0.021596 11.00000 0.02182
AFIX 83
H14 2 0.748210 0.441005 -0.040439 11.00000 -1.20000
AFIX 0
O15 4 1.162321 0.148621 -0.108679 11.00000 0.02411
AFIX 83
H15 2 1.276611 0.165980 -0.137828 11.00000 -1.20000
AFIX 0
O16 4 1.049369 0.386525 -0.116690 11.00000 0.02113
O17 4 0.482279 -0.157757 0.201324 11.00000 0.02388
O18 4 0.354989 0.066914 0.186126 11.00000 0.02894
C21 1 0.361950 0.223045 0.603925 11.00000 0.01545
C22 1 0.561998 0.252314 0.547232 11.00000 0.01593
AFIX 13
H22 2 0.687985 0.345971 0.566437 11.00000 -1.20000
AFIX 0
C23 1 0.376675 0.270016 0.474033 11.00000 0.01064
AFIX 13
H23 2 0.279485 0.362492 0.483838 11.00000 -1.20000
AFIX 0
C24 1 0.576721 0.287579 0.416272 11.00000 0.01323
C25 1 0.207958 0.488532 0.296080 11.00000 0.01525
C26 1 0.437751 0.431711 0.250599 11.00000 0.02142
AFIX 23
H26A 2 0.611576 0.429725 0.283480 11.00000 -1.20000
H26B 2 0.377225 0.328707 0.225024 11.00000 -1.20000
AFIX 0
N21 3 0.497092 0.526118 0.196725 11.00000 0.02295
AFIX 33
H21A 2 0.633595 0.489655 0.170755 11.00000 -1.50000
H21B 2 0.338664 0.526772 0.165969 11.00000 -1.50000
H21C 2 0.555735 0.620341 0.220116 11.00000 -1.50000
AFIX 0
O21 4 0.322807 0.097082 0.621968 11.00000 0.01980
O22 4 0.236180 0.339848 0.623365 11.00000 0.02408
AFIX 83
H22A 2 0.128728 0.323432 0.654245 11.00000 -1.20000
AFIX 0
O23 4 0.732296 0.127583 0.531197 11.00000 0.01989
AFIX 83
H23A 2 0.852301 0.149368 0.504278 11.00000 -1.20000
AFIX 0
O24 4 0.170497 0.147038 0.446683 11.00000 0.01923
AFIX 83
H24 2 0.246590 0.067687 0.444156 11.00000 -1.20000
AFIX 0
O25 4 0.773851 0.401129 0.440520 11.00000 0.01947
AFIX 83
H25 2 0.851834 0.424061 0.405378 11.00000 -1.20000
AFIX 0
O26 4 0.554229 0.206851 0.355974 11.00000 0.02016
O27 4 0.124410 0.410165 0.340561 11.00000 0.02273
O28 4 0.123450 0.612007 0.286494 11.00000 0.02182
HKLF 4
REM GLYDL
REM R1 = 0.0943 for 665 Fo > 4sig(Fo) and 0.1464 for all 1105 data
REM 121 parameters refined using 0 restraints
END
WGHT 0.1536 0.7060
REM Highest difference peak 0.432, deepest hole -0.427, 1-sigma level 0.084
Q1 1 0.0366 0.3651 0.3194 11.00000 0.05 0.43
Q2 1 0.2700 0.0777 0.1723 11.00000 0.05 0.41
Q3 1 0.0200 0.3273 0.3075 11.00000 0.05 0.40
Q4 1 0.4327 0.1020 0.2095 11.00000 0.05 0.39
Q5 1 0.2503 0.0367 0.1616 11.00000 0.05 0.37
Q6 1 0.2032 0.6159 0.3023 11.00000 0.05 0.34
Q7 1 0.0655 0.0199 0.2899 11.00000 0.05 0.33
Q8 1 0.0616 -0.0150 0.2797 11.00000 0.05 0.32
Q9 1 0.0686 0.0543 0.3000 11.00000 0.05 0.30
Q10 1 0.8564 0.3836 0.4513 11.00000 0.05 0.30
Q11 1 0.1765 0.3845 0.6087 11.00000 0.05 0.30
Q12 1 0.5451 -0.1540 0.2185 11.00000 0.05 0.30
Q13 1 0.2036 0.4681 0.3685 11.00000 0.05 0.30
Q14 1 0.5811 0.5231 0.2089 11.00000 0.05 0.29
Q15 1 0.2027 0.4275 0.3605 11.00000 0.05 0.29
Q16 1 0.4357 0.1408 0.6492 11.00000 0.05 0.29
Q17 1 0.3228 0.3744 0.6519 11.00000 0.05 0.28
Q18 1 0.4300 0.1050 0.6416 11.00000 0.05 0.28
Q19 1 0.5827 0.3167 -0.0497 11.00000 0.05 0.28
Q20 1 0.1522 0.3295 0.5986 11.00000 0.05 0.28
Q21 1 1.1452 0.4453 -0.0906 11.00000 0.05 0.28
Q22 1 1.0928 0.1017 -0.1313 11.00000 0.05 0.27
Q23 1 0.5176 0.4236 0.0093 11.00000 0.05 0.27
Q24 1 0.4204 0.4950 0.1713 11.00000 0.05 0.27
Q25 1 0.5724 0.4865 0.2015 11.00000 0.05 0.27
Q26 1 0.2016 0.3862 0.3514 11.00000 0.05 0.27
Q27 1 0.3085 0.3428 0.6409 11.00000 0.05 0.26
Q28 1 0.4241 -0.1636 0.1833 11.00000 0.05 0.26
Q29 1 1.2751 0.2011 -0.0777 11.00000 0.05 0.25
Q30 1 0.8977 0.4968 -0.0789 11.00000 0.05 0.25
;
_shelx_res_checksum 73568
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 0.8318(16) 0.215(2) 0.0993(6) 0.0139(18) Uiso 1 1 d . .
C12 C 1.0142(16) 0.228(2) 0.0371(6) 0.018(2) Uiso 1 1 d . .
H12 H 1.1102 0.1351 0.0266 0.022 Uiso 1 1 calc R U
C13 C 0.8278(16) 0.247(2) -0.0338(6) 0.0168(18) Uiso 1 1 d . .
H13 H 0.6935 0.1558 -0.0510 0.020 Uiso 1 1 calc R U
C14 C 1.0225(16) 0.266(2) -0.0924(6) 0.0133(17) Uiso 1 1 d . .
C15 C 0.3423(17) -0.041(2) 0.2171(6) 0.0182(19) Uiso 1 1 d . .
C16 C 0.1363(17) -0.056(2) 0.2725(6) 0.0194(19) Uiso 1 1 d . .
H16A H 0.2366 -0.0735 0.3187 0.023 Uiso 1 1 calc R U
H16B H -0.0070 -0.1410 0.2536 0.023 Uiso 1 1 calc R U
N11 N -0.0059(14) 0.089(2) 0.2864(5) 0.0161(15) Uiso 1 1 d . .
H11A H -0.1298 0.0818 0.3195 0.024 Uiso 1 1 calc R U
H11B H 0.1266 0.1666 0.3040 0.024 Uiso 1 1 calc R U
H11C H -0.0984 0.1042 0.2439 0.024 Uiso 1 1 calc R U
O11 O 0.8827(12) 0.2901(18) 0.1617(5) 0.0257(15) Uiso 1 1 d . .
O12 O 0.6132(11) 0.1129(16) 0.0774(4) 0.0209(14) Uiso 1 1 d . .
H12A H 0.5265 0.1018 0.1130 0.025 Uiso 1 1 calc R U
O13 O 1.2259(12) 0.3548(17) 0.0590(4) 0.0210(14) Uiso 1 1 d . .
H13A H 1.3605 0.3425 0.0343 0.025 Uiso 1 1 calc R U
O14 O 0.6751(11) 0.3729(16) -0.0216(4) 0.0218(14) Uiso 1 1 d . .
H14 H 0.7482 0.4410 -0.0404 0.026 Uiso 1 1 calc R U
O15 O 1.1623(12) 0.1486(18) -0.1087(4) 0.0241(15) Uiso 1 1 d . .
H15 H 1.2766 0.1660 -0.1378 0.029 Uiso 1 1 calc R U
O16 O 1.0494(11) 0.3865(17) -0.1167(4) 0.0211(14) Uiso 1 1 d . .
O17 O 0.4823(12) -0.1578(17) 0.2013(4) 0.0239(15) Uiso 1 1 d . .
O18 O 0.3550(12) 0.0669(18) 0.1861(5) 0.0289(16) Uiso 1 1 d . .
C21 C 0.3619(16) 0.223(2) 0.6039(6) 0.0154(19) Uiso 1 1 d . .
C22 C 0.5620(16) 0.252(2) 0.5472(6) 0.0159(18) Uiso 1 1 d . .
H22 H 0.6880 0.3460 0.5664 0.019 Uiso 1 1 calc R U
C23 C 0.3767(15) 0.270(2) 0.4740(6) 0.0106(17) Uiso 1 1 d . .
H23 H 0.2795 0.3625 0.4838 0.013 Uiso 1 1 calc R U
C24 C 0.5767(16) 0.288(2) 0.4163(6) 0.0132(18) Uiso 1 1 d . .
C25 C 0.2080(16) 0.489(2) 0.2961(6) 0.0153(18) Uiso 1 1 d . .
C26 C 0.4378(17) 0.432(2) 0.2506(6) 0.021(2) Uiso 1 1 d . .
H26A H 0.6116 0.4297 0.2835 0.026 Uiso 1 1 calc R U
H26B H 0.3772 0.3287 0.2250 0.026 Uiso 1 1 calc R U
N21 N 0.4971(14) 0.526(2) 0.1967(5) 0.0229(17) Uiso 1 1 d . .
H21A H 0.6336 0.4897 0.1708 0.034 Uiso 1 1 calc R U
H21B H 0.3387 0.5268 0.1660 0.034 Uiso 1 1 calc R U
H21C H 0.5557 0.6203 0.2201 0.034 Uiso 1 1 calc R U
O21 O 0.3228(11) 0.0971(17) 0.6220(4) 0.0198(14) Uiso 1 1 d . .
O22 O 0.2362(12) 0.3398(17) 0.6234(4) 0.0241(15) Uiso 1 1 d . .
H22A H 0.1287 0.3234 0.6542 0.029 Uiso 1 1 calc R U
O23 O 0.7323(11) 0.1276(16) 0.5312(4) 0.0199(14) Uiso 1 1 d . .
H23A H 0.8523 0.1494 0.5043 0.024 Uiso 1 1 calc R U
O24 O 0.1705(11) 0.1470(17) 0.4467(4) 0.0192(14) Uiso 1 1 d . .
H24 H 0.2466 0.0677 0.4442 0.023 Uiso 1 1 calc R U
O25 O 0.7739(12) 0.4011(17) 0.4405(4) 0.0195(14) Uiso 1 1 d . .
H25 H 0.8518 0.4241 0.4054 0.023 Uiso 1 1 calc R U
O26 O 0.5542(11) 0.2069(17) 0.3560(4) 0.0202(14) Uiso 1 1 d . .
O27 O 0.1244(11) 0.4102(18) 0.3406(5) 0.0227(15) Uiso 1 1 d . .
O28 O 0.1235(11) 0.6120(17) 0.2865(4) 0.0218(14) 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 124.3(13)
O12 C11 C12 111.2(13)
O13 C12 C11 109.9(13)
O13 C12 C13 109.4(11)
C11 C12 C13 110.5(5)
O13 C12 H12 109.0
C11 C12 H12 109.0
C13 C12 H12 109.0
O14 C13 C14 109.2(11)
O14 C13 C12 111.9(13)
C14 C13 C12 108.0(5)
O14 C13 H13 109.2
C14 C13 H13 109.2
C12 C13 H13 109.2
O16 C14 O15 126.8(7)
O16 C14 C13 120.8(14)
O15 C14 C13 112.2(12)
O18 C15 O17 124.2(9)
O18 C15 C16 121.0(14)
O17 C15 C16 114.6(13)
C15 C16 N11 108.6(12)
C15 C16 H16A 110.0
N11 C16 H16A 110.0
C15 C16 H16B 110.0
N11 C16 H16B 110.0
H16A C16 H16B 108.4
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 128.0(8)
O21 C21 C22 121.8(15)
O22 C21 C22 109.9(13)
O23 C22 C21 110.7(12)
O23 C22 C23 109.1(12)
C21 C22 C23 108.3(6)
O23 C22 H22 109.6
C21 C22 H22 109.6
C23 C22 H22 109.6
O24 C23 C24 109.4(14)
O24 C23 C22 113.4(11)
C24 C23 C22 107.8(5)
O24 C23 H23 108.7
C24 C23 H23 108.7
C22 C23 H23 108.7
O26 C24 O25 125.4(8)
O26 C24 C23 123.7(16)
O25 C24 C23 110.9(15)
O27 C25 O28 125.9(11)
O27 C25 C26 117.3(15)
O28 C25 C26 116.8(9)
N21 C26 C25 111.6(13)
N21 C26 H26A 109.3
C25 C26 H26A 109.3
N21 C26 H26B 109.3
C25 C26 H26B 109.3
H26A C26 H26B 108.0
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 1.22(2)
C11 O12 1.30(2)
C11 C12 1.509(9)
C12 O13 1.43(2)
C12 C13 1.536(10)
C12 H12 0.9800
C13 O14 1.388(19)
C13 C14 1.504(9)
C13 H13 0.9800
C14 O16 1.241(19)
C14 O15 1.29(2)
C15 O18 1.204(17)
C15 O17 1.29(2)
C15 C16 1.489(10)
C16 N11 1.51(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 1.24(2)
C21 O22 1.26(2)
C21 C22 1.512(9)
C22 O23 1.439(19)
C22 C23 1.564(10)
C22 H22 0.9800
C23 O24 1.40(2)
C23 C24 1.506(9)
C23 H23 0.9800
C24 O26 1.21(2)
C24 O25 1.31(2)
C25 O27 1.236(12)
C25 O28 1.24(2)
C25 C26 1.503(16)
C26 N21 1.438(14)
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 2.26 2.980(12) 138.3 2_556
N11 H11A O26 0.89 2.04 2.736(11) 134.6 1_455
N11 H11B O26 0.89 2.12 2.850(13) 139.3 .
N11 H11B O27 0.89 2.18 2.88(2) 135.5 .
O12 H12A O18 0.82 1.69 2.512(7) 176.1 .
O13 H13A O14 0.82 1.91 2.710(7) 164.2 1_655
O14 H14 O13 0.82 1.92 2.665(18) 151.4 2_765
O15 H15 O17 0.82 1.70 2.509(7) 166.7 2_755
N21 H21B O11 0.89 2.88 3.384(18) 117.4 1_455
N21 H21B O16 0.89 2.21 3.058(7) 158.2 2_665
N21 H21A O16 0.89 2.20 2.843(8) 128.6 2_765
N21 H21C O17 0.89 2.13 2.83(2) 135.5 1_565
O22 H22A O28 0.82 1.76 2.498(9) 149.1 2_566
O23 H23A O24 0.82 1.92 2.716(6) 163.7 1_655
O24 H24 O23 0.82 1.89 2.633(18) 150.2 2_656
O25 H25 O27 0.82 1.83 2.595(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 -8.6(17)
O12 C11 C12 O13 171.5(9)
O11 C11 C12 C13 -129.5(15)
O12 C11 C12 C13 50.6(19)
O13 C12 C13 O14 -63.7(11)
C11 C12 C13 O14 57.4(18)
O13 C12 C13 C14 56.5(17)
C11 C12 C13 C14 177.7(17)
O14 C13 C14 O16 7.0(17)
C12 C13 C14 O16 -114.8(14)
O14 C13 C14 O15 -177.2(11)
C12 C13 C14 O15 61.0(18)
O18 C15 C16 N11 -6.8(19)
O17 C15 C16 N11 178.9(11)
O21 C21 C22 O23 -11.6(17)
O22 C21 C22 O23 173.1(10)
O21 C21 C22 C23 107.9(14)
O22 C21 C22 C23 -67.4(19)
O23 C22 C23 O24 65.9(11)
C21 C22 C23 O24 -54.6(19)
O23 C22 C23 C24 -55.4(19)
C21 C22 C23 C24 -175.9(18)
O24 C23 C24 O26 0.7(16)
C22 C23 C24 O26 124.5(14)
O24 C23 C24 O25 -179.5(8)
C22 C23 C24 O25 -55.7(18)
O27 C25 C26 N21 174.9(13)
O28 C25 C26 N21 -7(2)