#------------------------------------------------------------------------------
#$Date: 2018-08-12 19:45:34 +0100 (Sun, 12 Aug 2018) $
#$Revision: 209634 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/31/2003188.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_2003188
loop_
_publ_author_name
'Jones, Graham P.'
'Paleg, Leslie G.'
'Waisel, Yoav'
'Solomon, Aaron'
'Beer, Sven'
'Tiekink, Edward R. T.'
_publ_section_title
;
 trans-3-Hydroxy-N-methyl-L-proline Hydrochloride
;
_journal_coden_ASTM              ACSCEE
_journal_coeditor_code           AS1139
_journal_issue                   2
_journal_name_full
;
 Acta Crystallographica, Section C: Crystal Structure Communications
;
_journal_page_first              287
_journal_page_last               289
_journal_paper_doi               10.1107/S0108270194009431
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C6 H12 N O3 1+, Cl 1-'
_chemical_formula_sum            'C6 H12 Cl N O3'
_chemical_formula_weight         181.6
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.3118(7)
_cell_length_b                   11.5912(6)
_cell_length_c                   7.1818(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      79.6
_cell_measurement_theta_min      77.8
_cell_volume                     858.41(8)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
; MSC/AFC Diffractometer Control Software
 (Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN PROCESS (Molecular Structure Corporation, 1992)'
_computing_publication_material  'TEXSAN FINISH'
_computing_structure_refinement  'TEXSAN LS'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      20.0
_diffrn_measurement_device       AFC6R
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  'Ni filter'
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            881
_diffrn_reflns_theta_max         65.0
_diffrn_reflns_theta_min         2
_diffrn_standards_decay_%        -0.87
_diffrn_standards_interval_count 400
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.671
_exptl_absorpt_correction_T_max  1.208
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_correction_type   'refdelf (Walker & Stuart, 1983)'
_exptl_absorpt_process_details   Walker&Stuart_DIFABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_description       block
_exptl_crystal_F_000             384.00
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.23
_refine_ls_abs_structure_details 'determined from chemistry '
_refine_ls_extinction_coef       '34.9 (Zachariasen, 1967)'
_refine_ls_extinction_method     'Zachariasen type 2, Gaussian isotropic'
_refine_ls_goodness_of_fit_obs   4.25
_refine_ls_hydrogen_treatment    'refall; O(1) H atom not located'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         802
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.050
_refine_ls_shift/esd_max         '1.432 (for H atom)'
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.059
_reflns_number_observed          802
_reflns_number_total             881
_reflns_observed_criterion       'I > 3.0\s(I)'
_cod_depositor_comments
;
 Adding additional information after consulting the original
 supplementary material.

 Antanas Vaitkus,
 2018-08-12

 Updating space group information.

 Antanas Vaitkus,
 2018-08-12
;
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               2003188
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 x+1/2,-y+1/2,-z
4 -x,y+1/2,-z+1/2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
Cl(1) 0.0465(8) -0.0137(7) -0.0085(8) 0.0520(8) 0.0036(8) 0.0462(8)
O(1) 0.053(3) 0.011(3) 0.005(3) 0.080(3) -0.007(3) 0.053(3)
O(2) 0.085(4) -0.002(2) 0.004(4) 0.032(2) -0.017(3) 0.135(5)
O(3) 0.056(3) -0.010(2) -0.008(3) 0.048(2) -0.002(3) 0.071(3)
N(1) 0.037(3) 0.000(2) -0.002(2) 0.031(2) -0.001(2) 0.030(2)
C(2) 0.034(3) -0.001(2) -0.001(3) 0.030(3) -0.001(3) 0.030(3)
C(3) 0.045(3) 0.004(3) -0.003(3) 0.050(3) -0.006(3) 0.030(3)
C(4) 0.075(5) 0.004(4) 0.015(4) 0.053(4) 0.016(4) 0.051(5)
C(5) 0.055(4) -0.007(3) 0.002(4) 0.028(3) 0.006(3) 0.068(5)
C(6) 0.053(4) -0.004(3) 0.000(3) 0.043(3) -0.003(4) 0.048(3)
C(7) 0.074(5) 0.005(4) 0.002(4) 0.047(4) -0.006(3) 0.032(3)
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
Cl(1) 0.5662(1) 0.5725(1) 0.2833(2) 0.0482(4) Uani
O(1) -0.0438(5) 0.3447(4) 0.3767(7) 0.062(2) Uani
O(2) 0.2135(5) 0.5255(3) 0.217(1) 0.084(2) Uani
O(3) 0.3623(4) 0.3877(4) 0.2008(8) 0.058(1) Uani
N(1) 0.1939(5) 0.2206(4) 0.1086(6) 0.033(1) Uani
C(2) 0.1452(6) 0.3329(4) 0.1840(8) 0.032(1) Uani
C(3) 0.0864(6) 0.3039(5) 0.3769(9) 0.042(2) Uani
C(4) 0.0925(9) 0.1708(6) 0.387(1) 0.060(2) Uani
C(5) 0.1032(7) 0.1323(5) 0.190(1) 0.050(2) Uani
C(6) 0.2436(6) 0.4265(5) 0.2015(9) 0.048(2) Uani
C(7) 0.2026(9) 0.2165(7) -0.0999(10) 0.051(2) Uani
H(1) 0.288(6) 0.204(5) 0.150(8) 0.05(2) Uani
H(2) 0.075(6) 0.358(5) 0.109(8) 0.04(2) Uani
H(3) 0.132(6) 0.343(5) 0.487(8) 0.05(2) Uani
H(O3) 0.396(8) 0.482(8) 0.27(1) 0.17(4) Uani
H(4b) -0.011(8) 0.155(8) 0.44(1) 0.10(3) Uani
H(4a) 0.155(8) 0.161(8) 0.47(1) 0.08(3) Uani
H(5b) 0.148(6) 0.056(5) 0.159(9) 0.04(2) Uani
H(5a) 0.037(8) 0.143(7) 0.13(1) 0.06(3) Uani
H(7c) 0.128(8) 0.236(7) -0.18(1) 0.11(3) Uani
H(7a) 0.253(9) 0.265(8) -0.11(1) 0.08(3) Uani
H(7b) 0.228(7) 0.144(6) -0.15(1) 0.07(2) Uani
loop_
_atom_type_symbol
_atom_type_number_in_cell
_atom_type_oxidation_number
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 24 0 0.018 0.009 'International Tables'
H 48 0 0.000 0.000 'International Tables'
Cl 4 0 0.364 0.702 'International Tables'
N 4 0 0.031 0.018 'International Tables'
O 12 0 0.049 0.032 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-3 -1 0
-3 -1 -1
-3 -1 -1
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
C(6) O(3) H(O3) 87(3) no
C(2) N(1) C(5) 104.0(4) yes
C(2) N(1) C(7) 114.1(5) yes
C(2) N(1) H(1) 111(3) no
C(5) N(1) C(7) 113.9(6) yes
C(5) N(1) H(1) 109(3) no
C(7) N(1) H(1) 103(3) no
N(1) C(2) C(3) 105.4(4) yes
N(1) C(2) C(6) 115.8(5) yes
N(1) C(2) H(2) 108(3) no
C(3) C(2) C(6) 110.4(5) yes
C(3) C(2) H(2) 105(3) no
C(6) C(2) H(2) 110(3) no
O(1) C(3) C(2) 107.2(5) yes
O(1) C(3) C(4) 111.7(6) yes
O(1) C(3) H(3) 106(3) no
C(2) C(3) C(4) 104.1(5) yes
C(2) C(3) H(3) 114(3) no
C(4) C(3) H(3) 112(3) no
C(3) C(4) C(5) 104.8(6) yes
C(3) C(4) H(4b) 97(4) no
C(3) C(4) H(4a) 101(6) no
C(5) C(4) H(4b) 108(4) no
C(5) C(4) H(4a) 122(5) no
H(4b) C(4) H(4a) 117(6) no
N(1) C(5) C(4) 102.3(6) yes
N(1) C(5) H(5b) 102(3) no
N(1) C(5) H(5a) 101(5) no
C(4) C(5) H(5b) 120(3) no
C(4) C(5) H(5a) 113(5) no
H(5b) C(5) H(5a) 113(6) no
O(2) C(6) O(3) 125.2(6) yes
O(2) C(6) C(2) 122.0(6) yes
O(3) C(6) C(2) 112.8(5) yes
N(1) C(7) H(7c) 122(5) no
N(1) C(7) H(7a) 98(6) no
N(1) C(7) H(7b) 114(4) no
H(7c) C(7) H(7a) 106(7) no
H(7c) C(7) H(7b) 101(6) no
H(7a) C(7) H(7b) 113(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(3) 1.423(8) yes
O(2) C(6) 1.194(7) yes
O(3) C(6) 1.305(7) yes
O(3) H(O3) 1.24(10) no
N(1) C(2) 1.496(6) yes
N(1) C(5) 1.505(8) yes
N(1) C(7) 1.501(8) yes
N(1) H(1) 1.03(6) no
C(2) C(3) 1.550(8) yes
C(2) C(6) 1.492(8) yes
C(2) H(2) 0.95(6) no
C(3) C(4) 1.546(9) yes
C(3) H(3) 1.02(6) no
C(4) C(5) 1.490(10) yes
C(4) H(4b) 1.14(8) no
C(4) H(4a) 0.87(8) no
C(5) H(5b) 1.02(6) no
C(5) H(5a) 0.82(8) no
C(7) H(7c) 0.99(9) no
C(7) H(7a) 0.78(8) no
C(7) H(7b) 0.95(7) no