#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/69/2016909.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2016909
loop_
_publ_author_name
'Puliti, R.'
'Mattia, C. A.'
'Lilley, T. H.'
_publ_section_title
;
 Structure of N-acetyl-<small>L</small>-prolylglycinamide
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2173
_journal_page_last               2176
_journal_paper_doi               10.1107/S0108270193005281
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C9 H15 N3 O3'
_chemical_formula_weight         213.24
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.0
_cell_angle_beta                 117.08(2)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   8.2820(10)
_cell_length_b                   17.099(2)
_cell_length_c                   8.3670(10)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293
_cell_measurement_theta_max      27
_cell_measurement_theta_min      21
_cell_volume                     1055.0(3)
_diffrn_measurement_device       'Enraf-Nonius CAD4F'
_diffrn_measurement_method       ω
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54056
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2247
_diffrn_reflns_theta_max         75
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  240
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.813
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.25
_refine_ls_extinction_coef       7.1E-6(2)
_refine_ls_extinction_method     'Stout & Jensen (1968)'
_refine_ls_goodness_of_fit_obs   0.89
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     361
_refine_ls_number_reflns         2177
_refine_ls_R_factor_obs          0.036
_refine_ls_shift/esd_max         0.35
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[σ²(Fₒ) + (0.01Fₒ)² + 1] (Killean & Lawrence, 1969)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.038
_reflns_number_observed          2177
_reflns_number_total             2247
_reflns_observed_criterion       I>3.0\s(I)
_cod_data_source_file            na1032.cif
_cod_data_source_block           na1032_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F~o~) +
(0.01F~o~)^2^ + 1] (Killean & Lawrence, 1969)' was changed to 'calc'.
New tag '_refine_ls_weighting_details' was created. The value of the
new tag was set to 'w = 1/[\s^2^(F~o~) + (0.01F~o~)^2^ + 1] (Killean
& Lawrence, 1969)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1055.0(6)
_cod_original_sg_symbol_Hall     'P 2y1'
_cod_database_code               2016909
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O1 .4690(2) .500 .5984(2)
O2 .0491(2) .39970(10) .5767(2)
O3 .0619(3) .59550(10) .2621(3)
N1 .3455(3) .59960(10) .2942(3)
N2 .2886(2) .40500(10) .4200(2)
N3 .2722(3) .3508(2) .8311(3)
C1 .3536(3) .5153(2) .2789(3)
C2 .3726(3) .4735(2) .4464(3)
C3 .3218(3) .3541(2) .5700(3)
C4 .2018(3) .3718(2) .6599(3)
C5 .1932(3) .6344(2) .2790(3)
C6 .1914(4) .7221(2) .2824(4)
C7 .5237(4) .5028(2) .2544(3)
C8 .6446(4) .5713(2) .3503(4)
C9 .5149(4) .6384(2) .3240(4)
O1' -.3527(2) .29880(10) -.0179(2)
O2' .0529(2) .37630(10) .0221(2)
O3' -.5431(3) .2923(2) .2486(3)
N1' -.3573(3) .20000(10) .2410(3)
N2' -.1692(2) .38370(10) .1909(2)
N3' -.1575(3) .4390(2) -.2185(3)
C1' -.2095(3) .2555(2) .2898(3)
C2' -.2519(3) .3147(2) .1408(3)
C3' -.1863(3) .4408(2) .0557(3)
C4' -.0877(3) .4146(2) -.0493(3)
C5' -.5202(3) .2241(2) .2164(3)
C6' -.6722(4) .1653(3) .1469(5)
C7' -.0467(4) .2046(2) .3179(4)
C8' -.1210(5) .1324(3) .2255(7)
C9' -.3079(4) .1221(2) .2058(4)
H1 .223(4) .387(2) .307(4)
H2 .396(4) .332(2) .883(4)
H3 .206(4) .363(3) .893(5)
H4 .247(4) .498(2) .178(4)
H5 .452(4) .355(2) .664(4)
H6 .299(4) .295(2) .532(4)
H7 .490(4) .502(3) .125(4)
H8 .572(5) .451(2) .298(5)
H9 .737(5) .584(3) .310(5)
H10 .712(5) .557(3) .485(5)
H11 .552(4) .669(2) .427(4)
H12 .506(5) .671(2) .219(5)
H13 .226(5) .744(2) .201(5)
H14 .063(5) .738(2) .273(5)
H15 .290(5) .740(2) .383(5)
H1' -.083(4) .392(2) .320(4)
H2' -.269(4) .459(2) -.261(4)
H3' -.097(4) .429(2) -.284(4)
H4' -.186(4) .284(2) .403(4)
H5' -.138(4) .494(2) .107(4)
H6' -.324(4) .449(2) -.029(4)
H7' .027(5) .187(3) .460(5)
H8' .052(5) .228(3) .295(5)
H9' -.042(6) .082(4) .271(6)
H10' -.125(6) .134(4) .102(6)
H11' -.387(5) .105(3) .094(5)
H12' -.293(5) .090(3) .298(5)
H13' -.700(5) .150(3) .024(5)
H14' -.800(5) .190(3) .130(5)
H15' -.656(5) .119(3) .215(5)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C5 120.7(2) yes
C1 N1 C9 112.7(2) yes
C5 N1 C9 126.6(2) yes
C2 N2 C3 120.5(2) yes
N1 C1 C2 112.1(2) yes
N1 C1 C7 103.5(2) no
C2 C1 C7 110.1(2) yes
O1 C2 N2 122.5(2) no
O1 C2 C1 121.5(2) no
N2 C2 C1 115.8(2) yes
N2 C3 C4 113.6(2) yes
O2 C4 N3 123.3(3) no
O2 C4 C3 122.1(2) yes
N3 C4 C3 114.5(2) yes
O3 C5 N1 120.9(3) yes
O3 C5 C6 121.9(3) no
N1 C5 C6 117.3(3) yes
C1 C7 C8 104.4(3) no
C7 C8 C9 104.8(2) no
N1 C9 C8 104.0(2) no
C1' N1' C5' 120.3(2) yes
C1' N1' C9' 112.0(2) yes
C5' N1' C9' 127.3(2) yes
C2' N2' C3' 119.8(2) yes
N1' C1' C2' 110.7(2) yes
N1' C1' C7' 104.0(2) no
C2' C1' C7' 111.3(3) yes
O1' C2' N2' 122.2(2) no
O1' C2' C1' 121.8(2) no
N2' C2' C1' 116.0(2) yes
N2' C3' C4' 111.5(2) yes
O2' C4' N3' 122.8(3) no
O2' C4' C3' 121.2(2) yes
N3' C4' C3' 115.9(2) yes
O3' C5' N1' 120.3(3) yes
O3' C5' C6' 122.2(3) no
N1' C5' C6' 117.5(3) yes
C1' C7' C8' 105.9(3) no
C7' C8' C9' 109.3(4) no
N1' C9' C8' 103.9(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.239(2) no
O2 C4 1.229(3) no
O3 C5 1.227(4) no
N1 C1 1.451(3) yes
N1 C5 1.348(4) yes
N1 C9 1.467(4) yes
N2 C2 1.328(3) yes
N2 C3 1.447(3) yes
N3 C4 1.327(3) no
C1 C2 1.516(4) yes
C1 C7 1.529(4) yes
C3 C4 1.525(4) yes
C5 C6 1.500(4) no
C7 C8 1.512(4) yes
C8 C9 1.518(5) yes
O1' C2' 1.235(2) no
O2' C4' 1.228(3) no
O3' C5' 1.230(4) no
N1' C1' 1.453(3) yes
N1' C5' 1.334(4) yes
N1' C9' 1.463(4) yes
N2' C2' 1.334(3) yes
N2' C3' 1.452(3) yes
N3' C4' 1.329(3) no
C1' C2' 1.517(4) yes
C1' C7' 1.531(4) yes
C3' C4' 1.514(4) yes
C5' C6' 1.505(5) no
C7' C8' 1.438(6) yes
C8' C9' 1.491(6) yes
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
_geom_torsion_publ_flag
C5 N1 C1 C2 -75.7(3) yes
C9 N1 C1 C7 -13.6(2) yes
C1 N1 C5 C6 -175.4(2) yes
C1 N1 C9 C8 -6.8(3) yes
C3 N2 C2 C1 169.6(2) yes
C2 N2 C3 C4 86.4(3) yes
N1 C1 C2 N2 145.2(2) yes
N1 C1 C7 C8 28.5(2) yes
N2 C3 C4 N3 -154.1(2) yes
C1 C7 C8 C9 -33.1(3) yes
C7 C8 C9 N1 24.6(3) yes
C5' N1' C1' C2' -64.2(3) yes
C9' N1' C1' C7' -10.1(3) yes
C1' N1' C5' C6' 173.6(2) yes
C1' N1' C9' C8' -3.1(3) yes
C3' N2' C2' C1' 173.4(2) yes
C2' N2' C3' C4' -68.8(3) yes
N1' C1' C2' N2' 154.4(2) yes
N1' C1' C7' C8' 19.7(3) yes
N2' C3' C4' N3' 149.6(2) yes
C1' C7' C8' C9' -22.7(4) yes
C7' C8' C9' N1' 16.3(4) yes
