#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:31:16 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/56/7225613.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_7225613
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 monoclinic
_space_group_IT_number 14
_space_group_name_Hall '-P 2ybc'
_space_group_name_H-M_alt 'P 1 21/c 1'
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-2014/7
_audit_update_record
;
2016-06-02 deposited with the CCDC.
2016-06-20 downloaded from the CCDC.
;
_cell_angle_alpha 90
_cell_angle_beta 102.850(11)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 4.8273(7)
_cell_length_b 9.3086(9)
_cell_length_c 20.535(3)
_cell_measurement_reflns_used 4450
_cell_measurement_temperature 200(2)
_cell_measurement_theta_max 29.41
_cell_measurement_theta_min 2.00
_cell_volume 899.6(2)
_computing_cell_refinement 'STOE X-AREA (Stoe & Cie, 2006)'
_computing_data_collection 'STOE X-AREA (Stoe & Cie, 2006)'
_computing_data_reduction 'STOE X-RED (Stoe & Cie, 2006)'
_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 'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 200(2)
_diffrn_detector 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type STOE
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device '2-circle goniometer'
_diffrn_measurement_device_type 'STOE IPDS 2'
_diffrn_measurement_method 'rotation method'
_diffrn_radiation_collimation '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator 'plane graphite'
_diffrn_radiation_polarisn_norm 0
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0485
_diffrn_reflns_av_unetI/netI 0.0536
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 27
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_number 7961
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.244
_diffrn_reflns_theta_min 2.034
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current 30
_diffrn_source_power 1.500
_diffrn_source_voltage 50
_exptl_absorpt_coefficient_mu 0.158
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.662
_exptl_crystal_description block
_exptl_crystal_F_000 472
_exptl_crystal_size_max 0.390
_exptl_crystal_size_mid 0.130
_exptl_crystal_size_min 0.110
_refine_diff_density_max 0.322
_refine_diff_density_min -0.333
_refine_diff_density_rms 0.071
_refine_ls_extinction_coef 0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref 0.939
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 168
_refine_ls_number_reflns 2433
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.939
_refine_ls_R_factor_all 0.0839
_refine_ls_R_factor_gt 0.0357
_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^)+(0.0522P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0815
_refine_ls_wR_factor_ref 0.1034
_reflns_Friedel_coverage 0.000
_reflns_number_gt 1375
_reflns_number_total 2433
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file c6ce00561f17.cif
_cod_data_source_block gta200K
_cod_depositor_comments
'Adding full bibliography for 7225609--7225638.cif.'
_cod_original_cell_volume 899.7(2)
_cod_database_code 7225613
_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 0.941
_shelx_estimated_absorpt_t_max 0.983
_shelx_res_file
;
D:\IPDS\2014\glytart\cooling\200\deposit\new.res created by SHELXL-2014/7
TITL
CELL 0.71073 4.82730 9.30860 20.53540 90.00000 102.85000 90.00000
ZERR 4 0.00070 0.00090 0.00280 0.00000 0.01100 0.00000
LATT 1
SYMM -X, Y+ 0.50000, -Z+ 0.50000
SFAC C H N O
UNIT 24 44 4 32
TEMP -73
EQIV $1 -1+X,+Y,+Z
EQIV $2 2-X,-Y,1-Z
EQIV $3 3-X,1-Y,1-Z
EQIV $4 +X,0.5-Y,-0.5+Z
EQIV $5 1-X,0.5+Y,0.5-Z
EQIV $6 2-X,0.5+Y,0.5-Z
L.S. 20
PLAN 30
SIZE 0.39 0.13 0.11
HTAB O6 O5_$1
HTAB O3 O2_$1
HTAB O5 O6_$2
HTAB O7 O1_$3
HTAB N1 O6_$4
HTAB N1 O8_$4
HTAB N1 O4_$5
HTAB N1 O2_$6
BOND $H
CONF
MORE -1
FMAP 2
ACTA
REM TRANSFORMED TO SPACE GROUP : P21/C:B1
REM TRANSFORMED TO SPACE GROUP : P21/C:B1
REM TRANSFORMED TO SPACE GROUP : P21/N:B2
REM
REM
REM
REM
REM
REM
WGHT 0.052200
EXTI 0.021178
FVAR 0.77314
O6 4 0.760627 0.121006 0.564743 11.00000 0.01702 0.02530 =
0.02922 0.00166 -0.00085 -0.00386
H6 2 0.573399 0.133107 0.543591 11.00000 -1.20000
O3 4 0.597750 0.354858 0.432949 11.00000 0.03227 0.02636 =
0.02726 0.00287 -0.00342 0.00558
H3 2 0.458155 0.360926 0.394500 11.00000 -1.20000
O5 4 1.218936 0.145112 0.493340 11.00000 0.02133 0.02799 =
0.03084 -0.00656 0.00006 0.00185
H5 2 1.145030 0.074062 0.469950 11.00000 -1.20000
O8 4 1.220881 0.159479 0.662605 11.00000 0.02665 0.03214 =
0.02819 0.00706 -0.00149 -0.00424
O7 4 1.326322 0.365649 0.616503 11.00000 0.03278 0.03018 =
0.02918 0.00297 -0.00654 -0.01255
AFIX 147
H7 2 1.464547 0.366983 0.649600 11.00000 -1.20000
AFIX 0
O4 4 0.745566 0.147455 0.395525 11.00000 0.02871 0.03222 =
0.02730 -0.00667 -0.00200 0.00102
O1 4 1.225192 0.585313 0.293131 11.00000 0.02441 0.02516 =
0.03182 -0.00155 -0.00392 -0.00473
C3 1 0.771587 0.247166 0.435054 11.00000 0.02301 0.02261 =
0.02131 0.00334 0.00366 -0.00168
O2 4 1.179972 0.362298 0.331537 11.00000 0.03175 0.02982 =
0.03279 0.00674 -0.00564 0.00105
C5 1 0.916374 0.248692 0.560783 11.00000 0.01920 0.01980 =
0.02414 -0.00067 0.00051 -0.00113
H5A 2 0.801651 0.332845 0.563029 11.00000 -1.20000
C2 1 1.099735 0.467284 0.293455 11.00000 0.02217 0.02311 =
0.02192 -0.00236 0.00333 0.00169
C6 1 1.170590 0.251324 0.619589 11.00000 0.02159 0.02271 =
0.02320 -0.00328 0.00492 -0.00131
C4 1 1.019725 0.256192 0.494983 11.00000 0.02202 0.02074 =
0.02476 -0.00051 0.00137 -0.00131
H4 2 1.112390 0.347581 0.493312 11.00000 -1.20000
N1 3 0.795030 0.548996 0.186890 11.00000 0.02657 0.02621 =
0.02489 -0.00267 -0.00457 0.00544
H1A 2 0.607221 0.566032 0.163344 11.00000 -1.50000
H1B 2 0.857673 0.635299 0.201211 11.00000 -1.50000
H1C 2 0.896962 0.507886 0.159069 11.00000 -1.50000
C1 1 0.817505 0.449850 0.244306 11.00000 0.02112 0.02688 =
0.02525 -0.00218 0.00138 0.00006
H1D 2 0.664389 0.474616 0.265234 11.00000 -1.20000
H1E 2 0.786696 0.352460 0.226807 11.00000 -1.20000
HKLF 4
REM
REM R1 = 0.0357 for 1375 Fo > 4sig(Fo) and 0.0839 for all 2433 data
REM 168 parameters refined using 0 restraints
END
WGHT 0.0522 0.0000
REM Highest difference peak 0.322, deepest hole -0.333, 1-sigma level 0.071
Q1 1 1.2875 0.6386 0.3228 11.00000 0.05 0.32
Q2 1 1.1833 0.6384 0.2811 11.00000 0.05 0.29
Q3 1 1.2255 0.3606 0.3048 11.00000 0.05 0.26
Q4 1 1.5758 0.4152 0.6459 11.00000 0.05 0.25
Q5 1 1.1699 0.3637 0.4871 11.00000 0.05 0.25
Q6 1 0.9476 0.1479 0.6621 11.00000 0.05 0.24
Q7 1 1.2884 0.5028 0.5816 11.00000 0.05 0.23
Q8 1 1.2524 0.4112 0.3517 11.00000 0.05 0.23
Q9 1 1.2382 0.0274 0.5264 11.00000 0.05 0.22
Q10 1 1.0867 0.2187 0.5029 11.00000 0.05 0.22
Q11 1 1.3519 0.7015 0.2907 11.00000 0.05 0.22
Q12 1 0.8022 0.0953 0.4564 11.00000 0.05 0.22
Q13 1 1.2047 0.4640 0.6188 11.00000 0.05 0.22
Q14 1 1.1070 0.2924 0.5012 11.00000 0.05 0.22
Q15 1 1.3272 0.3235 0.5772 11.00000 0.05 0.22
Q16 1 0.6772 0.1423 0.4223 11.00000 0.05 0.22
Q17 1 1.4578 0.5042 0.3103 11.00000 0.05 0.22
Q18 1 1.1207 0.6846 0.3125 11.00000 0.05 0.21
Q19 1 0.9992 0.2944 0.4634 11.00000 0.05 0.21
Q20 1 0.9557 0.1212 0.4869 11.00000 0.05 0.21
Q21 1 0.7925 0.2361 0.2070 11.00000 0.05 0.21
Q22 1 1.1246 0.4585 0.5785 11.00000 0.05 0.21
Q23 1 0.7671 0.7647 0.2121 11.00000 0.05 0.21
Q24 1 0.6673 0.2112 0.3704 11.00000 0.05 0.21
Q25 1 0.6659 0.1211 0.6027 11.00000 0.05 0.21
Q26 1 1.2798 0.4950 0.3471 11.00000 0.05 0.21
Q27 1 0.8314 0.5013 0.1012 11.00000 0.05 0.20
Q28 1 0.6561 0.0457 0.6024 11.00000 0.05 0.20
Q29 1 0.9876 0.0626 0.4077 11.00000 0.05 0.20
Q30 1 0.9895 0.2589 0.5326 11.00000 0.05 0.20
;
_shelx_res_checksum 660
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O6 O 0.7606(3) 0.12101(13) 0.56474(6) 0.0248(3) Uani 1 1 d . .
H6 H 0.573(5) 0.133(2) 0.5436(10) 0.030 Uiso 1 1 d . U
O3 O 0.5977(3) 0.35486(14) 0.43295(7) 0.0302(3) Uani 1 1 d . .
H3 H 0.458(5) 0.361(2) 0.3945(11) 0.036 Uiso 1 1 d . U
O5 O 1.2189(3) 0.14511(14) 0.49334(7) 0.0276(3) Uani 1 1 d . .
H5 H 1.145(5) 0.074(2) 0.4700(11) 0.033 Uiso 1 1 d . U
O8 O 1.2209(3) 0.15948(14) 0.66260(6) 0.0302(3) Uani 1 1 d . .
O7 O 1.3263(3) 0.36565(14) 0.61650(7) 0.0328(3) Uani 1 1 d . .
H7 H 1.4645 0.3670 0.6496 0.039 Uiso 1 1 calc R U
O4 O 0.7456(3) 0.14746(14) 0.39553(6) 0.0307(3) Uani 1 1 d . .
O1 O 1.2252(3) 0.58531(13) 0.29313(6) 0.0287(3) Uani 1 1 d . .
C3 C 0.7716(4) 0.24717(18) 0.43505(8) 0.0225(4) Uani 1 1 d . .
O2 O 1.1800(3) 0.36230(14) 0.33154(7) 0.0334(3) Uani 1 1 d . .
C5 C 0.9164(4) 0.24869(19) 0.56078(8) 0.0217(4) Uani 1 1 d . .
H5A H 0.802(4) 0.333(2) 0.5630(9) 0.026 Uiso 1 1 d . U
C2 C 1.0997(4) 0.46728(18) 0.29346(8) 0.0226(4) Uani 1 1 d . .
C6 C 1.1706(4) 0.25132(18) 0.61959(8) 0.0225(4) Uani 1 1 d . .
C4 C 1.0197(4) 0.25619(19) 0.49498(9) 0.0231(4) Uani 1 1 d . .
H4 H 1.112(4) 0.348(2) 0.4933(10) 0.028 Uiso 1 1 d . U
N1 N 0.7950(4) 0.54900(18) 0.18689(8) 0.0275(4) Uani 1 1 d . .
H1A H 0.607(5) 0.566(2) 0.1633(11) 0.041 Uiso 1 1 d . U
H1B H 0.858(5) 0.635(3) 0.2012(11) 0.041 Uiso 1 1 d . U
H1C H 0.897(5) 0.508(2) 0.1591(11) 0.041 Uiso 1 1 d . U
C1 C 0.8175(4) 0.4498(2) 0.24431(9) 0.0250(4) Uani 1 1 d . .
H1D H 0.664(4) 0.475(2) 0.2652(10) 0.030 Uiso 1 1 d . U
H1E H 0.787(4) 0.352(2) 0.2268(10) 0.030 Uiso 1 1 d . U
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O6 0.0170(6) 0.0253(7) 0.0292(7) 0.0017(5) -0.0009(5) -0.0039(5)
O3 0.0323(8) 0.0264(7) 0.0273(7) 0.0029(6) -0.0034(6) 0.0056(6)
O5 0.0213(7) 0.0280(7) 0.0308(7) -0.0066(6) 0.0001(5) 0.0019(5)
O8 0.0266(7) 0.0321(7) 0.0282(7) 0.0071(6) -0.0015(5) -0.0042(6)
O7 0.0328(8) 0.0302(7) 0.0292(7) 0.0030(6) -0.0065(6) -0.0125(6)
O4 0.0287(7) 0.0322(7) 0.0273(7) -0.0067(6) -0.0020(6) 0.0010(6)
O1 0.0244(7) 0.0252(6) 0.0318(7) -0.0015(5) -0.0039(5) -0.0047(5)
C3 0.0230(9) 0.0226(8) 0.0213(8) 0.0033(7) 0.0037(7) -0.0017(7)
O2 0.0317(7) 0.0298(7) 0.0328(7) 0.0067(6) -0.0056(6) 0.0011(6)
C5 0.0192(8) 0.0198(8) 0.0241(8) -0.0007(7) 0.0005(7) -0.0011(7)
C2 0.0222(8) 0.0231(8) 0.0219(8) -0.0024(7) 0.0033(7) 0.0017(7)
C6 0.0216(9) 0.0227(8) 0.0232(8) -0.0033(7) 0.0049(7) -0.0013(7)
C4 0.0220(9) 0.0207(8) 0.0248(8) -0.0005(7) 0.0014(7) -0.0013(7)
N1 0.0266(9) 0.0262(8) 0.0249(8) -0.0027(6) -0.0046(7) 0.0054(7)
C1 0.0211(9) 0.0269(10) 0.0252(9) -0.0022(7) 0.0014(7) 0.0001(7)
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
C5 O6 H6 110.4(13)
C3 O3 H3 114.8(13)
C4 O5 H5 112.3(15)
C6 O7 H7 109.5
O4 C3 O3 126.37(17)
O4 C3 C4 121.83(15)
O3 C3 C4 111.79(15)
O6 C5 C6 108.23(14)
O6 C5 C4 111.53(14)
C6 C5 C4 109.53(14)
O6 C5 H5A 111.1(12)
C6 C5 H5A 108.6(12)
C4 C5 H5A 107.8(11)
O1 C2 O2 126.95(17)
O1 C2 C1 117.02(15)
O2 C2 C1 116.01(15)
O8 C6 O7 125.59(17)
O8 C6 C5 124.23(16)
O7 C6 C5 110.18(14)
O5 C4 C3 110.96(14)
O5 C4 C5 109.94(14)
C3 C4 C5 110.93(14)
O5 C4 H4 108.7(12)
C3 C4 H4 108.0(12)
C5 C4 H4 108.3(12)
C1 N1 H1A 113.9(13)
C1 N1 H1B 110.0(15)
H1A N1 H1B 104(2)
C1 N1 H1C 106.3(14)
H1A N1 H1C 109.8(19)
H1B N1 H1C 113(2)
N1 C1 C2 111.08(15)
N1 C1 H1D 106.2(12)
C2 C1 H1D 110.1(12)
N1 C1 H1E 107.9(12)
C2 C1 H1E 112.8(12)
H1D C1 H1E 108.6(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O6 C5 1.418(2)
O6 H6 0.92(2)
O3 C3 1.302(2)
O3 H3 0.92(2)
O5 C4 1.418(2)
O5 H5 0.85(2)
O8 C6 1.214(2)
O7 C6 1.313(2)
O7 H7 0.8400
O4 C3 1.221(2)
O1 C2 1.255(2)
C3 C4 1.517(2)
O2 C2 1.258(2)
C5 C6 1.518(2)
C5 C4 1.543(2)
C5 H5A 0.97(2)
C2 C1 1.513(3)
C4 H4 0.97(2)
N1 C1 1.482(2)
N1 H1A 0.94(2)
N1 H1B 0.89(2)
N1 H1C 0.92(2)
C1 H1D 0.96(2)
C1 H1E 0.97(2)
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
O6 H6 O5 0.92(2) 1.79(2) 2.7079(18) 172.7(19) 1_455
O3 H3 O2 0.92(2) 1.64(2) 2.5575(19) 172(2) 1_455
O5 H5 O6 0.85(2) 2.04(2) 2.7606(18) 143(2) 3_756
O7 H7 O1 0.84 1.74 2.5597(19) 163.4 3_866
N1 H1C O6 0.92(2) 2.25(2) 2.939(2) 131.7(18) 4_565
N1 H1C O8 0.92(2) 2.20(2) 2.949(2) 138.8(18) 4_565
N1 H1A O4 0.94(2) 2.01(2) 2.924(2) 165(2) 2_655
N1 H1B O2 0.89(2) 2.21(2) 2.947(2) 140(2) 2_755
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
O6 C5 C6 O8 -1.7(2)
C4 C5 C6 O8 -123.47(18)
O6 C5 C6 O7 177.80(14)
C4 C5 C6 O7 56.01(19)
O4 C3 C4 O5 6.0(2)
O3 C3 C4 O5 -174.97(14)
O4 C3 C4 C5 -116.50(18)
O3 C3 C4 C5 62.51(18)
O6 C5 C4 O5 -65.40(18)
C6 C5 C4 O5 54.39(18)
O6 C5 C4 C3 57.72(18)
C6 C5 C4 C3 177.50(14)
O1 C2 C1 N1 23.5(2)
O2 C2 C1 N1 -158.21(15)