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#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012901.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_2012901
loop_
_publ_author_name
'Fernandes, Christiane'
'Wardell, James L.'
'Skakle, Janet M. S.'
_publ_section_title
;
Hydrogen bonding in 2-(hydroxymethyl)-1,3-propanediol and
N,N'-bis[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]malonamide
;
_journal_issue 8
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first o499
_journal_page_last o502
_journal_volume 58
_journal_year 2002
_chemical_formula_iupac 'C4 H10 O3'
_chemical_formula_moiety 'C4 H10 O3'
_chemical_formula_sum 'C4 H10 O3'
_chemical_formula_weight 106.12
_chemical_name_systematic
;
2-(hydroxymethyl)-1,2-propanediol
;
_space_group_IT_number 11
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yb'
_symmetry_space_group_name_H-M 'P 1 21/m 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-97
_cell_angle_alpha 90.00
_cell_angle_beta 107.911(4)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 4.8066(3)
_cell_length_b 9.5179(6)
_cell_length_c 6.1346(4)
_cell_measurement_reflns_used 1123
_cell_measurement_temperature 292(2)
_cell_measurement_theta_max 27.48
_cell_measurement_theta_min 2.91
_cell_volume 267.05(3)
_computing_cell_refinement 'DENZO and COLLECT'
_computing_data_collection
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)
;
_computing_data_reduction 'DENZO and COLLECT'
_computing_molecular_graphics
;
ORTEX in OSCAIL (McArdle, 1994, 2000) and ORTEP-3 for Windows (Farrugia, 1997)
;
_computing_publication_material SHELXL97
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature 292(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type 'Enraf-Nonius KappaCCD'
_diffrn_measurement_method \f-\w
_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 0.0380
_diffrn_reflns_av_sigmaI/netI 0.0360
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -5
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 7
_diffrn_reflns_limit_l_min -7
_diffrn_reflns_number 2166
_diffrn_reflns_theta_full 27.44
_diffrn_reflns_theta_max 27.44
_diffrn_reflns_theta_min 3.49
_exptl_absorpt_coefficient_mu 0.112
_exptl_absorpt_correction_T_max 0.994
_exptl_absorpt_correction_T_min 0.949
_exptl_absorpt_correction_type empirical
_exptl_absorpt_process_details '(SORTAV; Blessing, 1995, 1997)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.320
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 116
_exptl_crystal_size_max 0.26
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.05
_refine_diff_density_max 0.165
_refine_diff_density_min -0.157
_refine_ls_extinction_coef 0.21(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method SHELXL97
_refine_ls_goodness_of_fit_ref 1.044
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 46
_refine_ls_number_reflns 629
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.044
_refine_ls_R_factor_all 0.0483
_refine_ls_R_factor_gt 0.0361
_refine_ls_shift/su_max <0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0523P)^2^+0.0278P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0946
_refine_ls_wR_factor_ref 0.1030
_reflns_number_gt 504
_reflns_number_total 629
_reflns_threshold_expression I>2\s(I)
_[local]_cod_data_source_file sk1567.cif
_[local]_cod_data_source_block VI
_[local]_cod_cif_authors_sg_H-M 'P 21/m'
_cod_database_code 2012901
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
C2 0.2426(3) 0.2500 0.2648(3) 0.0329(4) Uani d S 1 C
H2A 0.0409 0.2500 0.1622 0.039 Uiso calc SR 1 H
C1 0.2268(4) 0.2500 0.5080(3) 0.0393(5) Uani d S 1 C
H1A 0.1200 0.3324 0.5304 0.047 Uiso d R 1 H
O1 0.5093(3) 0.2500 0.6743(2) 0.0468(4) Uani d S 1 O
H1 0.5682 0.1689 0.6998 0.062(9) Uiso calc PR 0.50 H
C3 0.3879(3) 0.11876(11) 0.21179(19) 0.0381(4) Uani d . 1 C
H3A 0.4199 0.1288 0.0640 0.046 Uiso calc R 1 H
H3B 0.5766 0.1062 0.3268 0.046 Uiso calc R 1 H
O2 0.2094(2) -0.00105(9) 0.20882(17) 0.0518(4) Uani d . 1 O
H2B 0.094(8) -0.001(4) 0.079(7) 0.078 Uiso d P 0.50 H
H2C 0.293(8) -0.073(5) 0.236(6) 0.078 Uiso d P 0.50 H
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
C2 0.0341(8) 0.0254(8) 0.0340(8) 0.000 0.0029(6) 0.000
C1 0.0408(9) 0.0344(9) 0.0435(10) 0.000 0.0144(7) 0.000
O1 0.0587(8) 0.0382(8) 0.0348(7) 0.000 0.0016(5) 0.000
C3 0.0466(7) 0.0277(6) 0.0380(7) 0.0000(5) 0.0102(5) -0.0030(4)
O2 0.0667(7) 0.0254(5) 0.0535(7) -0.0061(4) 0.0040(5) -0.0018(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 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_3
_geom_angle
C3 C2 C3 4_565 111.13(12)
C3 C2 C1 . 112.15(8)
C3 C2 H2A . 107.0
C1 C2 H2A . 107.0
O1 C1 C2 . 112.28(13)
O1 C1 H1A . 109.1
C2 C1 H1A . 109.1
C1 O1 H1 . 109.5
O2 C3 C2 . 110.32(10)
O2 C3 H3A . 109.6
C2 C3 H3A . 109.6
O2 C3 H3B . 109.6
C2 C3 H3B . 109.6
H3A C3 H3B . 108.1
C3 O2 H2B . 104(3)
C3 O2 H2C . 115(3)
H2B O2 H2C . 110(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C2 C3 1.5146(13)
C2 C1 1.517(2)
C2 H2A 0.9800
C1 O1 1.426(2)
C1 H1A 0.9700
O1 H1 0.8200
C3 O2 1.4239(14)
C3 H3A 0.9700
C3 H3B 0.9700
O2 H2B 0.82(4)
O2 H2C 0.79(4)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 O2 3_656 0.82 1.91 2.7130(11) 167
O2 H2B O2 3 0.82(4) 1.91(4) 2.729(2) 173(4)
O2 H2C O1 2_646 0.79(4) 1.93(4) 2.7130(11) 175(4)
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_site_symmetry_1
_geom_torsion
C3 C2 C1 O1 . 62.93(9)
C3 C2 C3 O2 4_565 -165.95(8)
C1 C2 C3 O2 . 67.63(13)