#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:31:16 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/56/7225609.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_7225609
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 103.494(11)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 4.8563(7)
_cell_length_b 9.3274(9)
_cell_length_c 20.671(3)
_cell_measurement_reflns_used 5284
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 29.40
_cell_measurement_theta_min 2.04
_cell_volume 910.5(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 293(2)
_diffrn_detector 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type STOE
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_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 0.0399
_diffrn_reflns_av_unetI/netI 0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_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 28
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_number 8609
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.275
_diffrn_reflns_theta_min 2.026
_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 0.156
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.643
_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 0.193
_refine_diff_density_min -0.215
_refine_diff_density_rms 0.045
_refine_ls_extinction_coef 0.022(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 0.870
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 168
_refine_ls_number_reflns 2463
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 0.870
_refine_ls_R_factor_all 0.0774
_refine_ls_R_factor_gt 0.0341
_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^)+(0.0535P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0800
_refine_ls_wR_factor_ref 0.0957
_reflns_Friedel_coverage 0.000
_reflns_number_gt 1383
_reflns_number_total 2463
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file c6ce00561f17.cif
_cod_data_source_block gta293K
_cod_depositor_comments
'Adding full bibliography for 7225609--7225638.cif.'
_cod_database_code 7225609
_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 0.942
_shelx_estimated_absorpt_t_max 0.983
_shelx_res_file
;
D:\IPDS\2014\glytart\cooling\293\deposit\new\new.res created by SHELXL-2014/7
TITL
CELL 0.71073 4.85630 9.32740 20.67150 90.00000 103.49400 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
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/N:B2
REM
REM
REM
REM
REM
REM
WGHT 0.053500
EXTI 0.021972
FVAR 0.97513
O6 4 0.759721 0.122497 0.564300 11.00000 0.02429 0.03627 =
0.03991 0.00289 -0.00181 -0.00566
H6 2 0.573321 0.134597 0.541536 11.00000 -1.20000
O3 4 0.594809 0.354107 0.433148 11.00000 0.04420 0.04001 =
0.03813 0.00423 -0.00732 0.00804
H3 2 0.459342 0.359788 0.396070 11.00000 -1.20000
O5 4 1.213338 0.144276 0.493822 11.00000 0.02876 0.04189 =
0.04400 -0.00910 -0.00128 0.00311
H5 2 1.143403 0.077598 0.470232 11.00000 -1.20000
O8 4 1.221143 0.162212 0.662187 11.00000 0.03647 0.04951 =
0.04035 0.01219 -0.00628 -0.00847
O7 4 1.324009 0.366547 0.616161 11.00000 0.04592 0.04449 =
0.04198 0.00478 -0.01133 -0.01961
AFIX 147
H7 2 1.462322 0.366665 0.647727 11.00000 -1.20000
AFIX 0
O4 4 0.742045 0.148922 0.395424 11.00000 0.04137 0.04751 =
0.03928 -0.00953 -0.00509 0.00032
O1 4 1.229506 0.582980 0.292867 11.00000 0.03460 0.03669 =
0.04621 -0.00189 -0.00889 -0.00656
C3 1 0.768037 0.247225 0.435055 11.00000 0.03156 0.03175 =
0.03058 0.00395 0.00215 -0.00367
O2 4 1.178881 0.362738 0.331486 11.00000 0.04473 0.04460 =
0.04789 0.01139 -0.01188 -0.00032
C5 1 0.915803 0.249187 0.560192 11.00000 0.02556 0.02811 =
0.03367 -0.00026 0.00012 -0.00020
H5A 2 0.807416 0.330894 0.562678 11.00000 -1.20000
C2 1 1.101486 0.466918 0.293208 11.00000 0.02633 0.03276 =
0.03155 -0.00321 0.00059 0.00258
C6 1 1.170152 0.252810 0.619266 11.00000 0.02805 0.03241 =
0.03094 -0.00359 0.00392 -0.00243
C4 1 1.016979 0.255428 0.494998 11.00000 0.02873 0.02970 =
0.03312 0.00008 0.00002 -0.00258
H4 2 1.107030 0.344774 0.492888 11.00000 -1.20000
N1 3 0.798287 0.548026 0.186584 11.00000 0.03811 0.03825 =
0.03500 -0.00315 -0.00881 0.00839
H1A 2 0.613972 0.568036 0.164451 11.00000 -1.50000
H1B 2 0.861175 0.632267 0.200761 11.00000 -1.50000
H1C 2 0.898048 0.506875 0.159703 11.00000 -1.50000
C1 1 0.820040 0.450110 0.243571 11.00000 0.02629 0.03996 =
0.03620 -0.00428 -0.00111 0.00162
H1D 2 0.676902 0.474119 0.263458 11.00000 -1.20000
H1E 2 0.793901 0.352172 0.227813 11.00000 -1.20000
HKLF 4
REM
REM R1 = 0.0341 for 1383 Fo > 4sig(Fo) and 0.0774 for all 2463 data
REM 168 parameters refined using 0 restraints
END
WGHT 0.0535 0.0000
REM Highest difference peak 0.193, deepest hole -0.215, 1-sigma level 0.045
Q1 1 0.9716 0.2586 0.5278 11.00000 0.05 0.19
Q2 1 1.0475 0.4169 0.1885 11.00000 0.05 0.19
Q3 1 1.1119 0.4185 0.3499 11.00000 0.05 0.18
Q4 1 1.0779 0.2186 0.5027 11.00000 0.05 0.18
Q5 1 0.9225 0.2165 0.4676 11.00000 0.05 0.17
Q6 1 1.5521 0.4276 0.6594 11.00000 0.05 0.16
Q7 1 1.2546 0.5190 0.3511 11.00000 0.05 0.16
Q8 1 1.0734 0.1068 0.6533 11.00000 0.05 0.15
Q9 1 1.0725 0.2534 0.3317 11.00000 0.05 0.15
Q10 1 0.6378 0.1271 0.4313 11.00000 0.05 0.15
Q11 1 0.2463 0.4005 0.3876 11.00000 0.05 0.15
Q12 1 0.9248 0.1602 0.6610 11.00000 0.05 0.15
Q13 1 1.1863 0.6331 0.2787 11.00000 0.05 0.14
Q14 1 0.4876 0.0517 0.4279 11.00000 0.05 0.14
Q15 1 0.4519 0.4941 0.1100 11.00000 0.05 0.14
Q16 1 1.3105 0.6568 0.3326 11.00000 0.05 0.14
Q17 1 0.7267 0.1186 0.3823 11.00000 0.05 0.14
Q18 1 0.6178 0.5063 0.1391 11.00000 0.05 0.14
Q19 1 0.4171 0.4684 0.3746 11.00000 0.05 0.14
Q20 1 0.7370 0.3655 0.4088 11.00000 0.05 0.13
Q21 1 1.0373 0.5509 0.2367 11.00000 0.05 0.13
Q22 1 0.5026 0.1217 0.3962 11.00000 0.05 0.13
Q23 1 0.9938 0.4262 0.2708 11.00000 0.05 0.13
Q24 1 1.2375 0.1286 0.6732 11.00000 0.05 0.13
Q25 1 1.2038 0.5084 0.2349 11.00000 0.05 0.13
Q26 1 1.3720 0.4796 0.6451 11.00000 0.05 0.13
Q27 1 1.2190 0.0782 0.7088 11.00000 0.05 0.13
Q28 1 0.8197 0.2272 0.2245 11.00000 0.05 0.13
Q29 1 1.1958 0.3224 0.3454 11.00000 0.05 0.13
Q30 1 0.6247 0.4608 0.3978 11.00000 0.05 0.13
;
_shelx_res_checksum 28620
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 0.7597(2) 0.12250(11) 0.56430(5) 0.0350(3) Uani 1 1 d . .
H6 H 0.573(4) 0.1346(18) 0.5415(9) 0.042 Uiso 1 1 d . U
O3 O 0.5948(3) 0.35411(12) 0.43315(6) 0.0436(3) Uani 1 1 d . .
H3 H 0.459(4) 0.360(2) 0.3961(10) 0.052 Uiso 1 1 d . U
O5 O 1.2133(2) 0.14428(13) 0.49382(6) 0.0398(3) Uani 1 1 d . .
H5 H 1.143(4) 0.078(2) 0.4702(9) 0.048 Uiso 1 1 d . U
O8 O 1.2211(2) 0.16221(13) 0.66219(6) 0.0446(3) Uani 1 1 d . .
O7 O 1.3240(3) 0.36655(13) 0.61616(6) 0.0477(3) Uani 1 1 d . .
H7 H 1.4623 0.3667 0.6477 0.057 Uiso 1 1 calc R U
O4 O 0.7420(2) 0.14892(13) 0.39542(6) 0.0451(3) Uani 1 1 d . .
O1 O 1.2295(2) 0.58298(12) 0.29287(6) 0.0422(3) Uani 1 1 d . .
C3 C 0.7680(3) 0.24723(15) 0.43505(7) 0.0321(3) Uani 1 1 d . .
O2 O 1.1789(3) 0.36274(13) 0.33149(6) 0.0495(3) Uani 1 1 d . .
C5 C 0.9158(3) 0.24919(16) 0.56019(7) 0.0302(3) Uani 1 1 d . .
H5A H 0.807(4) 0.3309(18) 0.5627(8) 0.036 Uiso 1 1 d . U
C2 C 1.1015(3) 0.46692(15) 0.29321(7) 0.0312(3) Uani 1 1 d . .
C6 C 1.1702(3) 0.25281(16) 0.61927(7) 0.0310(3) Uani 1 1 d . .
C4 C 1.0170(3) 0.25543(16) 0.49500(7) 0.0317(3) Uani 1 1 d . .
H4 H 1.107(4) 0.3448(19) 0.4929(8) 0.038 Uiso 1 1 d . U
N1 N 0.7983(3) 0.54803(16) 0.18658(7) 0.0400(3) Uani 1 1 d . .
H1A H 0.614(5) 0.568(2) 0.1645(10) 0.060 Uiso 1 1 d . U
H1B H 0.861(5) 0.632(2) 0.2008(10) 0.060 Uiso 1 1 d . U
H1C H 0.898(4) 0.507(2) 0.1597(10) 0.060 Uiso 1 1 d . U
C1 C 0.8200(3) 0.45011(18) 0.24357(8) 0.0355(4) Uani 1 1 d . .
H1D H 0.677(4) 0.4741(18) 0.2635(8) 0.043 Uiso 1 1 d . U
H1E H 0.794(4) 0.352(2) 0.2278(9) 0.043 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 0.0243(5) 0.0363(6) 0.0399(6) 0.0029(5) -0.0018(5) -0.0057(5)
O3 0.0442(7) 0.0400(6) 0.0381(6) 0.0042(5) -0.0073(5) 0.0080(6)
O5 0.0288(6) 0.0419(6) 0.0440(6) -0.0091(5) -0.0013(5) 0.0031(5)
O8 0.0365(6) 0.0495(7) 0.0404(6) 0.0122(5) -0.0063(5) -0.0085(5)
O7 0.0459(7) 0.0445(7) 0.0420(6) 0.0048(5) -0.0113(5) -0.0196(6)
O4 0.0414(7) 0.0475(7) 0.0393(6) -0.0095(5) -0.0051(5) 0.0003(5)
O1 0.0346(6) 0.0367(6) 0.0462(7) -0.0019(5) -0.0089(5) -0.0066(5)
C3 0.0316(8) 0.0317(7) 0.0306(7) 0.0040(7) 0.0022(6) -0.0037(6)
O2 0.0447(7) 0.0446(7) 0.0479(7) 0.0114(6) -0.0119(6) -0.0003(6)
C5 0.0256(7) 0.0281(7) 0.0337(8) -0.0003(6) 0.0001(6) -0.0002(6)
C2 0.0263(7) 0.0328(7) 0.0316(7) -0.0032(6) 0.0006(6) 0.0026(6)
C6 0.0280(8) 0.0324(7) 0.0309(7) -0.0036(6) 0.0039(6) -0.0024(6)
C4 0.0287(8) 0.0297(7) 0.0331(7) 0.0001(6) 0.0000(6) -0.0026(6)
N1 0.0381(8) 0.0382(8) 0.0350(7) -0.0031(6) -0.0088(6) 0.0084(6)
C1 0.0263(7) 0.0400(9) 0.0362(8) -0.0043(7) -0.0011(6) 0.0016(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 110.0(11)
C3 O3 H3 114.6(12)
C4 O5 H5 112.5(14)
C6 O7 H7 109.5
O4 C3 O3 126.40(14)
O4 C3 C4 121.71(13)
O3 C3 C4 111.89(13)
O6 C5 C6 108.41(12)
O6 C5 C4 111.62(12)
C6 C5 C4 109.67(12)
O6 C5 H5A 111.1(10)
C6 C5 H5A 107.5(11)
C4 C5 H5A 108.4(10)
O1 C2 O2 126.78(14)
O1 C2 C1 117.25(13)
O2 C2 C1 115.96(13)
O8 C6 O7 125.58(14)
O8 C6 C5 124.25(13)
O7 C6 C5 110.17(12)
O5 C4 C3 111.18(12)
O5 C4 C5 109.99(12)
C3 C4 C5 110.89(12)
O5 C4 H4 108.9(10)
C3 C4 H4 107.2(10)
C5 C4 H4 108.6(10)
C1 N1 H1A 113.6(12)
C1 N1 H1B 109.7(14)
H1A N1 H1B 102.0(19)
C1 N1 H1C 106.2(13)
H1A N1 H1C 112.2(18)
H1B N1 H1C 113(2)
N1 C1 C2 111.25(13)
N1 C1 H1D 106.7(11)
C2 C1 H1D 109.3(11)
N1 C1 H1E 109.6(11)
C2 C1 H1E 110.6(11)
H1D C1 H1E 109.2(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O6 C5 1.4171(18)
O6 H6 0.92(2)
O3 C3 1.2991(18)
O3 H3 0.89(2)
O5 C4 1.4127(19)
O5 H5 0.81(2)
O8 C6 1.2083(18)
O7 C6 1.3078(18)
O7 H7 0.8200
O4 C3 1.2164(18)
O1 C2 1.2492(18)
C3 C4 1.518(2)
O2 C2 1.2541(18)
C5 C6 1.521(2)
C5 C4 1.539(2)
C5 H5A 0.934(17)
C2 C1 1.514(2)
C4 H4 0.947(18)
N1 C1 1.475(2)
N1 H1A 0.92(2)
N1 H1B 0.87(2)
N1 H1C 0.90(2)
C1 H1D 0.914(18)
C1 H1E 0.968(18)
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) 1.80(2) 2.7203(16) 175.2(16) 1_455
O3 H3 O2 0.89(2) 1.67(2) 2.5538(17) 173.3(19) 1_455
O5 H5 O6 0.81(2) 2.091(19) 2.7795(16) 142.3(18) 3_756
O7 H7 O1 0.82 1.76 2.5606(16) 163.5 3_866
N1 H1C O6 0.90(2) 2.28(2) 2.9553(18) 131.8(17) 4_565
N1 H1C O8 0.90(2) 2.22(2) 2.9665(19) 140.0(17) 4_565
N1 H1A O4 0.92(2) 2.02(2) 2.9273(19) 165.7(18) 2_655
N1 H1B O2 0.87(2) 2.25(2) 2.9645(19) 140.0(18) 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 -1.2(2)
C4 C5 C6 O8 -123.29(16)
O6 C5 C6 O7 178.24(12)
C4 C5 C6 O7 56.14(17)
O4 C3 C4 O5 5.0(2)
O3 C3 C4 O5 -175.83(12)
O4 C3 C4 C5 -117.70(16)
O3 C3 C4 C5 61.46(16)
O6 C5 C4 O5 -65.36(16)
C6 C5 C4 O5 54.81(16)
O6 C5 C4 C3 58.04(16)
C6 C5 C4 C3 178.20(12)
O1 C2 C1 N1 22.8(2)
O2 C2 C1 N1 -158.61(14)