#------------------------------------------------------------------------------
#$Date: 2017-10-13 07:28:26 +0200 (vie 13 de oct de 2017) $
#$Revision: 201972 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/46/2104641.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_2104641
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                   9.1517(6)
_cell_length_b                   11.1659(16)
_cell_length_c                   12.5744(7)
_cell_measurement_reflns_used    1020
_cell_measurement_temperature    293
_cell_measurement_theta_max      16
_cell_measurement_theta_min      3
_cell_volume                     1284.9(2)
_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 0.566
_diffrn_measured_fraction_theta_max 0.543
_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  0.0789
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5289
_diffrn_reflns_reduction_process
;
 Merged with SORTAV
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
;
_diffrn_reflns_theta_full        16.100
_diffrn_reflns_theta_max         17.312
_diffrn_reflns_theta_min         2.212
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.397
_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         0.37
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0281
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         535
_refine_ls_number_restraints     213
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.000110
_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         0.0714
_refine_ls_wR_factor_gt          0.0595
_refine_ls_wR_factor_ref         0.0595
_reflns_number_gt                535
_reflns_number_total             708
_reflns_threshold_expression     I>2.0σ(I)
_cod_data_source_file            ws5073.cif
_cod_data_source_block           BTM1.6GPa
_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_sg_symbol_H-M      'P b c a '
_cod_original_formula_sum        'C5 H13 N1 O3'
_cod_database_code               2104641
_cod_database_fobs_code          2104641
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 0.23429(17) 0.3130(2) 0.11119(12) 0.0187 Uani 1.0000 . .
O O1 0.05249(17) 0.1230(2) 0.30907(12) 0.0337 Uani 1.0000 . .
O O2 -0.00811(17) 0.1572(2) 0.14052(12) 0.0351 Uani 1.0000 . .
C C1 0.1144(3) 0.4009(3) 0.0932(2) 0.0342 Uani 1.0000 . .
C C2 0.2488(3) 0.2291(3) 0.01906(15) 0.0299 Uani 1.0000 . .
C C3 0.3744(2) 0.3798(3) 0.12175(18) 0.0301 Uani 1.0000 . .
C C4 0.2095(2) 0.2444(3) 0.21284(15) 0.0229 Uani 1.0000 . .
C C5 0.07207(19) 0.1678(3) 0.21932(15) 0.0221 Uani 1.0000 . .
H H1 0.0210 0.3583 0.0883 0.0411 Uiso 1.0000 . .
H H2 0.1323 0.4445 0.0269 0.0411 Uiso 1.0000 . .
H H3 0.1110 0.4576 0.1527 0.0411 Uiso 1.0000 . .
H H4 0.1592 0.1817 0.0121 0.0359 Uiso 1.0000 . .
H H5 0.3320 0.1754 0.0310 0.0359 Uiso 1.0000 . .
H H6 0.2649 0.2751 -0.0462 0.0359 Uiso 1.0000 . .
H H7 0.3680 0.4351 0.1821 0.0361 Uiso 1.0000 . .
H H8 0.3929 0.4252 0.0564 0.0361 Uiso 1.0000 . .
H H9 0.4544 0.3230 0.1337 0.0361 Uiso 1.0000 . .
H H10 0.2945 0.1908 0.2233 0.0275 Uiso 1.0000 . .
H H11 0.2054 0.3033 0.2716 0.0275 Uiso 1.0000 . .
O O3 0.28622(18) -0.0194(3) 0.36742(14) 0.0389 Uani 1.0000 . .
H H12 0.2109(15) 0.021(2) 0.353(2) 0.0761(11) Uiso 1.0000 . .
H H13 0.3529(18) 0.0312(16) 0.358(2) 0.0761(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 0.0209(8) 0.015(2) 0.0207(8) -0.0027(8) 0.0006(6) -0.0001(9)
O1 0.0318(9) 0.033(3) 0.0366(9) -0.0063(8) 0.0048(7) 0.0126(10)
O2 0.0260(9) 0.043(3) 0.0366(9) -0.0103(8) -0.0053(6) 0.0028(10)
C1 0.0354(13) 0.029(3) 0.0386(12) 0.0111(14) 0.0026(9) 0.0058(13)
C2 0.0377(12) 0.028(3) 0.0245(10) -0.0025(12) 0.0105(9) -0.0062(12)
C3 0.0318(13) 0.026(3) 0.0326(11) -0.0131(12) 0.0001(9) 0.0023(12)
C4 0.0236(10) 0.025(3) 0.0198(9) -0.0022(9) -0.0003(7) 0.0030(11)
C5 0.0174(10) 0.019(3) 0.0299(9) 0.0051(9) 0.0039(7) 0.0041(11)
O3 0.0406(10) 0.035(3) 0.0417(10) -0.0004(10) -0.0033(7) 0.0037(11)
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 . . . 111.16(17) yes
C1 N1 C3 . . . 108.6(2) yes
C2 N1 C3 . . . 107.83(16) yes
C1 N1 C4 . . . 110.64(15) yes
C2 N1 C4 . . . 110.6(2) yes
C3 N1 C4 . . . 107.94(14) 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 . . . 117.05(14) yes
N1 C4 H10 . . . 107.5 no
C5 C4 H10 . . . 107.5 no
N1 C4 H11 . . . 107.5 no
C5 C4 H11 . . . 107.5 no
H10 C4 H11 . . . 109.5 no
C4 C5 O1 . . . 113.09(15) yes
C4 C5 O2 . . . 120.01(16) yes
O1 C5 O2 . . . 126.88(18) yes
H12 O3 H13 . . . 101.992(7) 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 . . 1.489(3) yes
N1 C2 . . 1.496(3) yes
N1 C3 . . 1.489(3) yes
N1 C4 . . 1.507(3) yes
O1 C5 . . 1.248(3) yes
O2 C5 . . 1.239(2) 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 . . 1.524(3) yes
C4 H10 . . 0.990 no
C4 H11 . . 0.990 no
O3 H12 . . 0.84059(5) no
O3 H13 . . 0.84028(6) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 75635
