#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/66/2006632.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_2006632
loop_
_publ_author_name
'Toscano, Rubén A.'
'Enríquez, Raúl G.'
'Reynolds, William F.'
'Magos, Gil A.'
'Gnecco, Dino'
_publ_section_title
;
 <small>L</small>-1-Methylproline Monohydrate
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1690
_journal_page_last               1692
_journal_paper_doi               10.1107/S0108270197008706
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C6 H11 N O2, H2 O'
_chemical_formula_sum            'C6 H13 N O3'
_chemical_formula_weight         147.17
_chemical_name_common            'Hygric acid'
_chemical_name_systematic
;
L-1-Methylproline
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.9950(10)
_cell_length_b                   8.7260(10)
_cell_length_c                   14.535(2)
_cell_measurement_reflns_used    38
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.50
_cell_measurement_theta_min      5.00
_cell_volume                     760.36(19)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1993)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  SHELXL93
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4/PC'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.052
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            809
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.50
_diffrn_standards_decay_%        3
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.18
_refine_ls_abs_structure_details
;
assigned to agree with the known chirality at C2 arising from its precursor
L-1-methylproline
;
_refine_ls_extinction_coef       0.13(2)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.05
_refine_ls_goodness_of_fit_obs   1.10
_refine_ls_hydrogen_treatment    'noref, Uiso = 1.3U~eq~ of parent atom'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.06
_refine_ls_restrained_S_obs      1.10
_refine_ls_R_factor_all          0.067
_refine_ls_R_factor_obs          .048
_refine_ls_shift/esd_max         -0.003
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0524P)²+0.1226P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.119
_refine_ls_wR_factor_obs         .108
_reflns_number_observed          631
_reflns_number_total             809
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bk1308.cif
_cod_data_source_block           meprol
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0524P)^2^+0.1226P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0524P)^2^+0.1226P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        760.4(2)
_cod_database_code               2006632
_cod_database_fobs_code          2006632
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 .057(2) .0447(15) .052(2) .012(2) -.002(2) .0164(14)
O2 .074(2) .0400(13) .056(2) .012(2) .007(2) -.0055(14)
O3 .125(4) .053(2) .0445(15) .020(2) -.010(2) .0064(15)
N1 .036(2) .0264(14) .035(2) -.0035(14) .0013(14) .0028(13)
C2 .039(2) .034(2) .032(2) .006(2) .003(2) .002(2)
C3 .070(4) .099(4) .057(3) .044(3) -.029(3) -.031(3)
C4 .050(3) .058(3) .060(3) .013(2) -.012(2) .001(2)
C5 .043(2) .035(2) .051(2) .009(2) .004(2) .007(2)
C6 .050(2) .049(2) .046(2) -.011(2) -.004(2) -.010(2)
C7 .031(2) .031(2) .047(2) .000(2) -.007(2) .001(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
O1 .1203(6) .3118(3) .0423(2) .0512(9) Uani d . 1 . O
O2 .0168(6) .3237(3) .1897(2) .0568(9) Uani d . 1 . O
O3 .5662(9) -.1571(4) -.1477(2) .0744(14) Uani d . 1 . O
H3C .545(12) -.201(7) -.199(4) .097 Uiso d . 1 . H
H3D .546(13) -.072(8) -.154(4) .097 Uiso d . 1 . H
N1 .2957(5) .0312(3) .0540(2) .0326(7) Uani d . 1 . N
H1 .360(8) .103(5) .020(3) .042 Uiso d . 1 . H
C2 .2156(7) .1055(4) .1409(2) .0349(9) Uani d . 1 . C
H2 .1062 .0382 .1705 .045 Uiso calc R 1 . H
C3 .4238(9) .1144(7) .2014(3) .075(2) Uani d . 1 . C
H3A .4799 .2186 .2037 .098 Uiso calc R 1 . H
H3B .3899 .0813 .2636 .098 Uiso calc R 1 . H
C4 .5935(9) .0095(6) .1581(3) .0563(12) Uani d . 1 . C
H4A .7148 .0685 .1317 .073 Uiso calc R 1 . H
H4B .6545 -.0599 .2038 .073 Uiso calc R 1 . H
C5 .4738(7) -.0785(4) .0845(3) .0429(10) Uani d . 1 . C
H5A .4093 -.1720 .1089 .056 Uiso calc R 1 . H
H5B .5733 -.1040 .0342 .056 Uiso calc R 1 . H
C6 .1173(8) -.0378(5) -.0026(3) .0483(11) Uani d . 1 . C
H6A .1814 -.0828 -.0567 .063 Uiso calc R 1 . H
H6B .0125 .0401 -.0202 .063 Uiso calc R 1 . H
H6C .0419 -.1155 .0324 .063 Uiso calc R 1 . H
C7 .1067(7) .2608(4) .1219(3) .0365(9) Uani d . 1 . C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 2 5
1 1 4
1 2 3
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
H3C O3 H3D 109(6) no
C6 N1 C2 114.4(3) yes
C6 N1 C5 114.8(3) yes
C2 N1 C5 104.8(3) yes
C6 N1 H1 107(3) no
C2 N1 H1 108(3) no
C5 N1 H1 108(3) no
N1 C2 C3 104.2(3) yes
N1 C2 C7 111.6(3) yes
C3 C2 C7 114.1(3) yes
N1 C2 H2 108.9(2) no
C3 C2 H2 108.9(3) no
C7 C2 H2 108.9(2) no
C4 C3 C2 106.3(3) yes
C4 C3 H3A 110.5(3) no
C2 C3 H3A 110.5(3) no
C4 C3 H3B 110.5(3) no
C2 C3 H3B 110.5(3) no
H3A C3 H3B 108.7 no
C5 C4 C3 106.6(4) yes
C5 C4 H4A 110.4(3) no
C3 C4 H4A 110.4(3) no
C5 C4 H4B 110.4(2) no
C3 C4 H4B 110.4(3) no
H4A C4 H4B 108.6 no
C4 C5 N1 103.0(3) yes
C4 C5 H5A 111.2(2) no
N1 C5 H5A 111.2(2) no
C4 C5 H5B 111.2(3) no
N1 C5 H5B 111.2(2) no
H5A C5 H5B 109.1 no
N1 C6 H6A 109.5(2) no
N1 C6 H6B 109.5(2) no
H6A C6 H6B 109.5 no
N1 C6 H6C 109.5(2) no
H6A C6 H6C 109.5 no
H6B C6 H6C 109.5 no
O1 C7 O2 127.2(4) yes
O1 C7 C2 117.3(4) yes
O2 C7 C2 115.5(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 . 1.241(5) yes
O2 C7 . 1.251(5) yes
O3 H3C . .85(6) yes
O3 H3D . .76(6) yes
N1 C6 . 1.478(5) yes
N1 C2 . 1.499(4) yes
N1 C5 . 1.501(5) yes
N1 H1 . .88(4) yes
C2 C3 . 1.529(6) yes
C2 C7 . 1.529(5) yes
C2 H2 . .98 no
C3 C4 . 1.506(6) yes
C3 H3A . .97 no
C3 H3B . .97 no
C4 C5 . 1.500(6) yes
C4 H4A . .97 no
C4 H4B . .97 no
C5 H5A . .97 no
C5 H5B . .97 no
C6 H6A . .96 no
C6 H6B . .96 no
C6 H6C . .96 no
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
C6 N1 C2 C3 160.2(4)
C5 N1 C2 C3 33.6(4)
C6 N1 C2 C7 -76.3(4)
C5 N1 C2 C7 157.1(3)
N1 C2 C3 C4 -14.7(5)
C7 C2 C3 C4 -136.6(4)
C2 C3 C4 C5 -9.5(5)
C3 C4 C5 N1 30.0(5)
C6 N1 C5 C4 -165.9(3)
C2 N1 C5 C4 -39.5(4)
N1 C2 C7 O1 -7.8(5)
C3 C2 C7 O1 110.0(4)
N1 C2 C7 O2 173.6(4)
C3 C2 C7 O2 -68.7(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 17339870
