#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:31:16 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/56/7225616.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_7225616
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 102.337(10)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 4.8107(6)
_cell_length_b 9.3013(8)
_cell_length_c 20.411(3)
_cell_measurement_reflns_used 5254
_cell_measurement_temperature 125(2)
_cell_measurement_theta_max 29.41
_cell_measurement_theta_min 2.04
_cell_volume 892.22(19)
_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 125(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 0.992
_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 0.0483
_diffrn_reflns_av_unetI/netI 0.0485
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_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 -27
_diffrn_reflns_number 7901
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.200
_diffrn_reflns_theta_min 2.043
_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 0.159
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.676
_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 0.285
_refine_diff_density_min -0.453
_refine_diff_density_rms 0.081
_refine_ls_extinction_coef 0.018(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 1.013
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 168
_refine_ls_number_reflns 2412
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.013
_refine_ls_R_factor_all 0.0744
_refine_ls_R_factor_gt 0.0378
_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^)+(0.0580P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0892
_refine_ls_wR_factor_ref 0.1116
_reflns_Friedel_coverage 0.000
_reflns_number_gt 1516
_reflns_number_total 2412
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file c6ce00561f17.cif
_cod_data_source_block gta125K
_cod_depositor_comments
'Adding full bibliography for 7225609--7225638.cif.'
_cod_original_cell_volume 892.23(18)
_cod_database_code 7225616
_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 0.940
_shelx_estimated_absorpt_t_max 0.983
_shelx_res_file
;
D:\IPDS\2014\glytart\cooling\125\deposit\new.res created by SHELXL-2014/7
TITL
CELL 0.71073 4.81070 9.30130 20.41130 90.00000 102.33700 90.00000
ZERR 4 0.00060 0.00080 0.00260 0.00000 0.01000 0.00000
LATT 1
SYMM -X, Y+ 0.50000, -Z+ 0.50000
SFAC C H N O
UNIT 24 44 4 32
TEMP -148
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 0.058000
EXTI 0.017638
FVAR 0.75879
O6 4 0.761696 0.120266 0.564908 11.00000 0.01345 0.01850 =
0.02167 0.00112 0.00007 -0.00244
H6 2 0.579332 0.132473 0.542922 11.00000 -1.20000
O3 4 0.601294 0.355619 0.432755 11.00000 0.02372 0.01872 =
0.01966 0.00168 -0.00131 0.00306
H3 2 0.458122 0.356970 0.395451 11.00000 -1.20000
O5 4 1.223469 0.145474 0.492759 11.00000 0.01765 0.01975 =
0.02304 -0.00458 0.00099 0.00144
H5 2 1.147989 0.075505 0.470144 11.00000 -1.20000
O8 4 1.221389 0.157430 0.662937 11.00000 0.01976 0.02136 =
0.02038 0.00405 0.00078 -0.00145
O7 4 1.328469 0.364703 0.616694 11.00000 0.02397 0.02130 =
0.02131 0.00173 -0.00291 -0.00775
AFIX 147
H7 2 1.467537 0.365484 0.649547 11.00000 -1.20000
AFIX 0
O4 4 0.748769 0.146386 0.395312 11.00000 0.02107 0.02286 =
0.02059 -0.00374 0.00029 0.00018
O1 4 1.222139 0.587071 0.293480 11.00000 0.01855 0.01772 =
0.02356 -0.00126 -0.00086 -0.00254
C3 1 0.774525 0.247174 0.434705 11.00000 0.01849 0.01683 =
0.01815 0.00282 0.00562 -0.00139
O2 4 1.180835 0.362340 0.331642 11.00000 0.02359 0.02063 =
0.02354 0.00416 -0.00223 0.00081
C5 1 0.917941 0.248151 0.561148 11.00000 0.01573 0.01499 =
0.01870 0.00066 0.00318 -0.00160
H5A 2 0.804272 0.333769 0.563378 11.00000 -1.20000
C2 1 1.098595 0.467773 0.293709 11.00000 0.01697 0.01756 =
0.01656 -0.00290 0.00421 0.00171
C6 1 1.172124 0.250192 0.619971 11.00000 0.01766 0.01563 =
0.01832 -0.00219 0.00555 0.00105
C4 1 1.023409 0.256411 0.494640 11.00000 0.01805 0.01601 =
0.01800 -0.00062 0.00303 -0.00041
H4 2 1.113581 0.347461 0.492704 11.00000 -1.20000
N1 3 0.791787 0.549821 0.187118 11.00000 0.02000 0.01865 =
0.01909 -0.00165 -0.00056 0.00382
H1A 2 0.600386 0.566345 0.163843 11.00000 -1.50000
H1B 2 0.850063 0.636464 0.201761 11.00000 -1.50000
H1C 2 0.898470 0.509965 0.160604 11.00000 -1.50000
C1 1 0.815713 0.449703 0.244926 11.00000 0.01876 0.01784 =
0.01819 -0.00073 0.00288 0.00050
H1D 2 0.661369 0.472572 0.266381 11.00000 -1.20000
H1E 2 0.786621 0.352307 0.227772 11.00000 -1.20000
HKLF 4
REM
REM R1 = 0.0378 for 1516 Fo > 4sig(Fo) and 0.0744 for all 2412 data
REM 168 parameters refined using 0 restraints
END
WGHT 0.0580 0.0000
REM Highest difference peak 0.285, deepest hole -0.453, 1-sigma level 0.081
Q1 1 1.1658 0.6430 0.2295 11.00000 0.05 0.29
Q2 1 1.2606 0.4058 0.3495 11.00000 0.05 0.27
Q3 1 1.2483 0.4666 0.6069 11.00000 0.05 0.27
Q4 1 0.7281 0.6682 0.2140 11.00000 0.05 0.27
Q5 1 1.2138 0.6311 0.2734 11.00000 0.05 0.27
Q6 1 0.5811 0.4902 0.3905 11.00000 0.05 0.27
Q7 1 0.9880 0.2656 0.5319 11.00000 0.05 0.27
Q8 1 1.2146 0.1620 0.7204 11.00000 0.05 0.26
Q9 1 1.2187 0.0426 0.7002 11.00000 0.05 0.25
Q10 1 0.7993 0.5505 0.1311 11.00000 0.05 0.25
Q11 1 0.8232 0.0229 0.4374 11.00000 0.05 0.25
Q12 1 1.3197 0.2731 0.4997 11.00000 0.05 0.25
Q13 1 1.2089 0.0625 0.5367 11.00000 0.05 0.25
Q14 1 1.1242 0.0882 0.6505 11.00000 0.05 0.25
Q15 1 0.6200 0.1188 0.4413 11.00000 0.05 0.25
Q16 1 0.4190 0.3072 0.4686 11.00000 0.05 0.24
Q17 1 0.7909 0.1267 0.4592 11.00000 0.05 0.24
Q18 1 1.2486 0.2811 0.5283 11.00000 0.05 0.24
Q19 1 1.2886 0.4911 0.3426 11.00000 0.05 0.24
Q20 1 0.9583 0.1186 0.4812 11.00000 0.05 0.24
Q21 1 0.9269 0.2741 0.5214 11.00000 0.05 0.24
Q22 1 1.1682 0.3637 0.4827 11.00000 0.05 0.23
Q23 1 0.6215 0.5323 0.1204 11.00000 0.05 0.23
Q24 1 0.3656 0.2399 0.5600 11.00000 0.05 0.23
Q25 1 1.5955 0.3633 0.6456 11.00000 0.05 0.23
Q26 1 0.6661 0.3007 0.4336 11.00000 0.05 0.23
Q27 1 1.1303 0.4184 0.3182 11.00000 0.05 0.23
Q28 1 1.2118 0.5596 0.2297 11.00000 0.05 0.23
Q29 1 0.3718 0.5019 0.2286 11.00000 0.05 0.23
Q30 1 1.5871 0.4216 0.6439 11.00000 0.05 0.22
;
_shelx_res_checksum 80452
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 0.7617(3) 0.12027(13) 0.56491(6) 0.0184(3) Uani 1 1 d . .
H6 H 0.579(5) 0.132(2) 0.5429(11) 0.022 Uiso 1 1 d . U
O3 O 0.6013(3) 0.35562(13) 0.43276(6) 0.0216(3) Uani 1 1 d . .
H3 H 0.458(5) 0.357(2) 0.3955(11) 0.026 Uiso 1 1 d . U
O5 O 1.2235(3) 0.14547(14) 0.49276(6) 0.0206(3) Uani 1 1 d . .
H5 H 1.148(5) 0.076(2) 0.4701(11) 0.025 Uiso 1 1 d . U
O8 O 1.2214(3) 0.15743(13) 0.66294(6) 0.0210(3) Uani 1 1 d . .
O7 O 1.3285(3) 0.36470(14) 0.61669(6) 0.0233(3) Uani 1 1 d . .
H7 H 1.4675 0.3655 0.6495 0.028 Uiso 1 1 calc R U
O4 O 0.7488(3) 0.14639(14) 0.39531(6) 0.0221(3) Uani 1 1 d . .
O1 O 1.2221(3) 0.58707(13) 0.29348(6) 0.0207(3) Uani 1 1 d . .
C3 C 0.7745(4) 0.24717(18) 0.43470(8) 0.0176(4) Uani 1 1 d . .
O2 O 1.1808(3) 0.36234(14) 0.33164(6) 0.0237(3) Uani 1 1 d . .
C5 C 0.9179(4) 0.24815(18) 0.56115(8) 0.0165(3) Uani 1 1 d . .
H5A H 0.804(5) 0.334(2) 0.5634(10) 0.020 Uiso 1 1 d . U
C2 C 1.0986(4) 0.46777(18) 0.29371(8) 0.0169(3) Uani 1 1 d . .
C6 C 1.1721(4) 0.25019(18) 0.61997(8) 0.0170(4) Uani 1 1 d . .
C4 C 1.0234(4) 0.25641(19) 0.49464(8) 0.0175(4) Uani 1 1 d . .
H4 H 1.114(5) 0.347(2) 0.4927(10) 0.021 Uiso 1 1 d . U
N1 N 0.7918(4) 0.54982(17) 0.18712(8) 0.0200(3) Uani 1 1 d . .
H1A H 0.600(5) 0.566(2) 0.1638(11) 0.030 Uiso 1 1 d . U
H1B H 0.850(5) 0.636(3) 0.2018(11) 0.030 Uiso 1 1 d . U
H1C H 0.898(5) 0.510(2) 0.1606(11) 0.030 Uiso 1 1 d . U
C1 C 0.8157(4) 0.44970(19) 0.24493(9) 0.0184(4) Uani 1 1 d . .
H1D H 0.661(5) 0.473(2) 0.2664(10) 0.022 Uiso 1 1 d . U
H1E H 0.787(5) 0.352(2) 0.2278(11) 0.022 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 0.0134(6) 0.0185(6) 0.0217(6) 0.0011(5) 0.0001(5) -0.0024(5)
O3 0.0237(7) 0.0187(6) 0.0197(6) 0.0017(5) -0.0013(5) 0.0031(5)
O5 0.0176(6) 0.0197(6) 0.0230(6) -0.0046(5) 0.0010(5) 0.0014(5)
O8 0.0198(6) 0.0214(6) 0.0204(6) 0.0040(5) 0.0008(5) -0.0014(5)
O7 0.0240(7) 0.0213(6) 0.0213(6) 0.0017(5) -0.0029(5) -0.0077(5)
O4 0.0211(7) 0.0229(7) 0.0206(6) -0.0037(5) 0.0003(5) 0.0002(5)
O1 0.0185(6) 0.0177(6) 0.0236(7) -0.0013(5) -0.0009(5) -0.0025(5)
C3 0.0185(9) 0.0168(8) 0.0181(8) 0.0028(7) 0.0056(7) -0.0014(7)
O2 0.0236(7) 0.0206(6) 0.0235(7) 0.0042(5) -0.0022(5) 0.0008(5)
C5 0.0157(8) 0.0150(8) 0.0187(8) 0.0007(6) 0.0032(6) -0.0016(7)
C2 0.0170(8) 0.0176(8) 0.0166(8) -0.0029(6) 0.0042(7) 0.0017(7)
C6 0.0177(9) 0.0156(8) 0.0183(8) -0.0022(7) 0.0056(7) 0.0010(6)
C4 0.0181(9) 0.0160(8) 0.0180(8) -0.0006(7) 0.0030(7) -0.0004(7)
N1 0.0200(8) 0.0186(8) 0.0191(8) -0.0016(6) -0.0006(6) 0.0038(6)
C1 0.0188(8) 0.0178(9) 0.0182(8) -0.0007(7) 0.0029(7) 0.0005(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 109.7(14)
C3 O3 H3 113.6(14)
C4 O5 H5 111.4(16)
C6 O7 H7 109.5
O4 C3 O3 126.75(17)
O4 C3 C4 121.58(15)
O3 C3 C4 111.67(14)
O6 C5 C6 108.30(13)
O6 C5 C4 111.45(14)
C6 C5 C4 109.44(14)
O6 C5 H5A 112.0(12)
C6 C5 H5A 108.6(13)
C4 C5 H5A 107.0(12)
O1 C2 O2 127.00(17)
O1 C2 C1 117.00(15)
O2 C2 C1 115.97(15)
O8 C6 O7 125.87(17)
O8 C6 C5 124.08(15)
O7 C6 C5 110.04(14)
O5 C4 C3 111.08(14)
O5 C4 C5 109.82(14)
C3 C4 C5 110.68(14)
O5 C4 H4 109.1(13)
C3 C4 H4 107.6(13)
C5 C4 H4 108.5(12)
C1 N1 H1A 113.5(13)
C1 N1 H1B 109.7(15)
H1A N1 H1B 103(2)
C1 N1 H1C 105.1(14)
H1A N1 H1C 112.3(19)
H1B N1 H1C 113(2)
N1 C1 C2 111.00(14)
N1 C1 H1D 106.6(12)
C2 C1 H1D 110.4(13)
N1 C1 H1E 108.5(13)
C2 C1 H1E 112.4(13)
H1D C1 H1E 107.7(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O6 C5 1.418(2)
O6 H6 0.90(2)
O3 C3 1.304(2)
O3 H3 0.91(2)
O5 C4 1.417(2)
O5 H5 0.83(2)
O8 C6 1.217(2)
O7 C6 1.314(2)
O7 H7 0.8400
O4 C3 1.224(2)
O1 C2 1.259(2)
C3 C4 1.520(2)
O2 C2 1.260(2)
C5 C6 1.520(3)
C5 C4 1.549(2)
C5 H5A 0.97(2)
C2 C1 1.514(3)
C4 H4 0.96(2)
N1 C1 1.488(2)
N1 H1A 0.95(2)
N1 H1B 0.88(2)
N1 H1C 0.90(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 0.90(2) 1.80(2) 2.7016(19) 174(2) 1_455
O3 H3 O2 0.91(2) 1.65(2) 2.5634(19) 175(2) 1_455
O5 H5 O6 0.83(2) 2.04(2) 2.7452(18) 142(2) 3_756
O7 H7 O1 0.84 1.74 2.5579(19) 163.3 3_866
N1 H1C O6 0.90(2) 2.27(2) 2.931(2) 129.6(18) 4_565
N1 H1C O8 0.90(2) 2.19(2) 2.944(2) 140.4(19) 4_565
N1 H1A O4 0.95(2) 1.99(2) 2.921(2) 164(2) 2_655
N1 H1B O2 0.88(2) 2.20(2) 2.939(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 -1.8(2)
C4 C5 C6 O8 -123.43(17)
O6 C5 C6 O7 177.55(13)
C4 C5 C6 O7 55.87(18)
O4 C3 C4 O5 6.5(2)
O3 C3 C4 O5 -174.54(13)
O4 C3 C4 C5 -115.77(17)
O3 C3 C4 C5 63.19(18)
O6 C5 C4 O5 -65.55(18)
C6 C5 C4 O5 54.21(18)
O6 C5 C4 C3 57.46(18)
C6 C5 C4 C3 177.22(14)
O1 C2 C1 N1 23.9(2)
O2 C2 C1 N1 -158.05(14)