#------------------------------------------------------------------------------
#$Date: 2017-10-13 07:28:26 +0200 (vie 13 de oct de 2017) $
#$Revision: 201972 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/46/2104640.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_2104640
loop_
_publ_author_name
'Johnstone, Russell D. L.'
'Lennie, Alistair R.'
'Parsons, Simon'
'Pidcock, Elna'
'Warren, John E.'
_publ_section_title
;
 Comparison of the effects of pressure on three layered hydrates: a
 partially successful attempt to predict a high-pressure phase
 transition
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              731
_journal_page_last               748
_journal_paper_doi               10.1107/S0108768109039469
_journal_volume                  65
_journal_year                    2009
_chemical_formula_moiety         'C5 H13 N1 O3'
_chemical_formula_sum            'C5 H13 N O3'
_chemical_formula_weight         135.16
_chemical_name_common            'Betaine monohydrate'
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.431(3)
_cell_length_b                   11.438(7)
_cell_length_c                   13.018(3)
_cell_measurement_reflns_used    695
_cell_measurement_temperature    293
_cell_measurement_theta_max      15
_cell_measurement_theta_min      3
_cell_volume                     1404.3(10)
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.589
_diffrn_measured_fraction_theta_max 0.571
_diffrn_measurement_device       'Bruker Kappa Apex2'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  silicon
_diffrn_radiation_type           'synchrotron '
_diffrn_radiation_wavelength     0.47620
_diffrn_reflns_av_R_equivalents  0.0902
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4791
_diffrn_reflns_reduction_process
;
 Merged with SORTAV
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
;
_diffrn_reflns_theta_full        11.976
_diffrn_reflns_theta_max         15.354
_diffrn_reflns_theta_min         2.148
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9772
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         414
_refine_ls_number_restraints     213
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0415
_refine_ls_shift/su_max          0.000072
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method= Modified Sheldrick
 w=1/[σ²(Fo) + ( 0.00P)² + 0.02P]
 ,where P=(max(Fo,0) + 2Fc)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0606
_refine_ls_wR_factor_gt          0.0465
_refine_ls_wR_factor_ref         0.0465
_reflns_number_gt                414
_reflns_number_total             578
_reflns_threshold_expression     I>2.0σ(I)
_cod_data_source_file            ws5073.cif
_cod_data_source_block           BTM0.1GPa
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1404.2(10)
_cod_original_sg_symbol_H-M      'P b c a '
_cod_original_formula_sum        'C5 H13 N1 O3'
_cod_database_code               2104640
_cod_database_fobs_code          2104640
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2
loop_
_atom_site_type_symbol
_atom_site_label
_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_disorder_assembly
_atom_site_disorder_group
N N1 0.22830(19) 0.3090(2) 0.11223(13) 0.0306 Uani 1.0000 . .
O O1 0.05394(19) 0.1214(3) 0.30387(14) 0.0522 Uani 1.0000 . .
O O2 -0.00992(18) 0.1569(3) 0.14202(13) 0.0517 Uani 1.0000 . .
C C1 0.1115(3) 0.3946(4) 0.0923(2) 0.0505 Uani 1.0000 . .
C C2 0.2441(3) 0.2261(4) 0.02408(17) 0.0491 Uani 1.0000 . .
C C3 0.3632(3) 0.3755(4) 0.1231(2) 0.0490 Uani 1.0000 . .
C C4 0.2019(2) 0.2441(4) 0.21106(15) 0.0348 Uani 1.0000 . .
C C5 0.0695(2) 0.1673(3) 0.21780(17) 0.0351 Uani 1.0000 . .
H H1 0.0211 0.3528 0.0871 0.0606 Uiso 1.0000 . .
H H2 0.1301 0.4361 0.0279 0.0606 Uiso 1.0000 . .
H H3 0.1068 0.4509 0.1489 0.0606 Uiso 1.0000 . .
H H4 0.1572 0.1799 0.0167 0.0589 Uiso 1.0000 . .
H H5 0.3244 0.1737 0.0370 0.0589 Uiso 1.0000 . .
H H6 0.2612 0.2704 -0.0392 0.0589 Uiso 1.0000 . .
H H7 0.3549 0.4308 0.1803 0.0588 Uiso 1.0000 . .
H H8 0.3823 0.4185 0.0594 0.0588 Uiso 1.0000 . .
H H9 0.4411 0.3210 0.1366 0.0588 Uiso 1.0000 . .
H H10 0.2850 0.1930 0.2233 0.0417 Uiso 1.0000 . .
H H11 0.1954 0.3030 0.2666 0.0417 Uiso 1.0000 . .
O O3 0.2839(2) -0.0162(3) 0.36726(16) 0.0557 Uani 1.0000 . .
H H12 0.2115(14) 0.024(2) 0.3529(18) 0.0760(11) Uiso 1.0000 . .
H H13 0.3492(17) 0.0332(15) 0.3602(18) 0.0760(11) Uiso 1.0000 . .
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
N1 0.0328(11) 0.028(3) 0.0312(10) 0.0001(9) 0.0029(8) 0.0007(10)
O1 0.0472(13) 0.057(3) 0.0522(11) -0.0085(12) 0.0089(8) 0.0186(13)
O2 0.0385(12) 0.061(3) 0.0552(11) -0.0116(11) -0.0062(8) 0.0049(13)
C1 0.0517(17) 0.042(4) 0.0574(16) 0.0155(18) 0.0049(13) 0.0136(19)
C2 0.0589(17) 0.052(4) 0.0359(14) -0.0059(16) 0.0123(13) -0.0116(16)
C3 0.0486(16) 0.050(4) 0.0487(15) -0.0208(16) 0.0038(12) 0.0032(18)
C4 0.0374(14) 0.038(4) 0.0293(11) -0.0038(13) -0.0005(10) 0.0043(13)
C5 0.0303(14) 0.033(4) 0.0420(12) 0.0027(13) 0.0065(9) 0.0015(14)
O3 0.0635(14) 0.040(3) 0.0639(13) -0.0074(14) -0.0062(10) 0.0077(15)
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0000 0.0010 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0010 0.0010 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0030 0.0030 'International Tables Vol C 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_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C2 . . . 110.81(19) yes
C1 N1 C3 . . . 108.1(2) yes
C2 N1 C3 . . . 108.12(18) yes
C1 N1 C4 . . . 110.42(18) yes
C2 N1 C4 . . . 111.1(2) yes
C3 N1 C4 . . . 108.18(16) yes
N1 C1 H1 . . . 109.5 no
N1 C1 H2 . . . 109.5 no
H1 C1 H2 . . . 109.5 no
N1 C1 H3 . . . 109.5 no
H1 C1 H3 . . . 109.5 no
H2 C1 H3 . . . 109.5 no
N1 C2 H4 . . . 109.5 no
N1 C2 H5 . . . 109.5 no
H4 C2 H5 . . . 109.5 no
N1 C2 H6 . . . 109.5 no
H4 C2 H6 . . . 109.5 no
H5 C2 H6 . . . 109.5 no
N1 C3 H7 . . . 109.5 no
N1 C3 H8 . . . 109.5 no
H7 C3 H8 . . . 109.5 no
N1 C3 H9 . . . 109.5 no
H7 C3 H9 . . . 109.5 no
H8 C3 H9 . . . 109.5 no
N1 C4 C5 . . . 117.84(16) yes
N1 C4 H10 . . . 107.3 no
C5 C4 H10 . . . 107.3 no
N1 C4 H11 . . . 107.3 no
C5 C4 H11 . . . 107.3 no
H10 C4 H11 . . . 109.5 no
C4 C5 O1 . . . 112.95(18) yes
C4 C5 O2 . . . 120.09(19) yes
O1 C5 O2 . . . 127.0(2) yes
H12 O3 H13 . . . 101.92(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . . 1.496(4) yes
N1 C2 . . 1.496(4) yes
N1 C3 . . 1.489(3) yes
N1 C4 . . 1.506(3) yes
O1 C5 . . 1.246(3) yes
O2 C5 . . 1.245(3) yes
C1 H1 . . 0.980 no
C1 H2 . . 0.980 no
C1 H3 . . 0.980 no
C2 H4 . . 0.980 no
C2 H5 . . 0.980 no
C2 H6 . . 0.980 no
C3 H7 . . 0.980 no
C3 H8 . . 0.980 no
C3 H9 . . 0.980 no
C4 C5 . . 1.529(4) yes
C4 H10 . . 0.990 no
C4 H11 . . 0.990 no
O3 H12 . . 0.8408(2) no
O3 H13 . . 0.8412(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 75635
