#------------------------------------------------------------------------------
#$Date: 2022-03-22 10:58:18 +0200 (Tue, 22 Mar 2022) $
#$Revision: 273885 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/48/8104822.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_8104822
loop_
_publ_author_name
'Hosten, Eric C.'
'Betz, Richard'
_publ_section_title
;
 Redetermination of the crystal structure of
 2-amino-2-methyl-propane-1,3-diole, C4H11NO2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              333
_journal_page_last               334
_journal_paper_doi               10.1515/ncrs-2020-0514
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C4 H11 N O2'
_chemical_formula_sum            'C4 H11 N O2'
_chemical_formula_weight         105.14
_chemical_name_common            2-amino-2-methyl-propane-1,3-diole
_chemical_name_systematic        2-amino-2-methyl-propane-1,3-diole
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     SHELXS
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 93.360(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.0864(4)
_cell_length_b                   10.9696(8)
_cell_length_c                   8.5928(5)
_cell_measurement_reflns_used    4813
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.37
_cell_volume                     572.72(7)
_computing_cell_refinement       'SAINT [1]'
_computing_data_collection       'APEX2 [1]'
_computing_data_reduction        'SAINT [1]'
_computing_molecular_graphics    'ORTEP3 [3], Mercury [4]'
_computing_publication_material  'SHELXL-97 [2], PLATON [5]'
_computing_structure_refinement  'SHELXL-97 [2]'
_computing_structure_solution    'SHELXS-97 [2]'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6559
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.296
_diffrn_reflns_theta_min         3.015
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8625
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;                                                              
SADABS [6]                                       
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_description       blocks
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.589
_exptl_crystal_size_mid          0.530
_exptl_crystal_size_min          0.351
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1422
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0307
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0506P)²+0.1080P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.0891
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1299
_reflns_number_total             1422
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0514_suppl.cif
_cod_data_source_block           g
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8104822
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.946
_shelx_estimated_absorpt_t_max   0.967
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.75720(9) 0.32652(6) 0.52692(7) 0.02653(17) Uani 1 1 d . . . . .
H1 H 0.861363 0.306999 0.590497 0.040 Uiso 1 1 calc R U . . .
O2 O 0.52222(11) 0.55170(6) 0.29563(8) 0.03188(18) Uani 1 1 d . . . . .
H2 H 0.436659 0.585810 0.355318 0.048 Uiso 1 1 calc R U . . .
N1 N 0.59156(12) 0.22262(6) 0.23927(8) 0.02410(18) Uani 1 1 d . . . . .
C1 C 0.66847(12) 0.35027(7) 0.25099(9) 0.01995(18) Uani 1 1 d . . . . .
C2 C 0.76768(15) 0.38609(9) 0.09854(10) 0.0298(2) Uani 1 1 d . . . . .
H2A H 0.657587 0.374985 0.011835 0.045 Uiso 1 1 calc R U . . .
H2B H 0.895809 0.334561 0.082129 0.045 Uiso 1 1 calc R U . . .
H2C H 0.813381 0.471728 0.103728 0.045 Uiso 1 1 calc R U . . .
C3 C 0.84325(13) 0.36530(8) 0.38456(9) 0.02338(19) Uani 1 1 d . . . . .
H3A H 0.974613 0.316158 0.363340 0.028 Uiso 1 1 calc R U . . .
H3B H 0.888401 0.451857 0.393101 0.028 Uiso 1 1 calc R U . . .
C4 C 0.46442(13) 0.42694(7) 0.27876(9) 0.02309(19) Uani 1 1 d . . . . .
H4A H 0.355016 0.417145 0.189757 0.028 Uiso 1 1 calc R U . . .
H4B H 0.396708 0.398216 0.374115 0.028 Uiso 1 1 calc R U . . .
H1A H 0.548(2) 0.2002(12) 0.3331(16) 0.037(3) Uiso 1 1 d . . . . .
H1B H 0.704(2) 0.1733(13) 0.2192(15) 0.039(3) Uiso 1 1 d . . . . .
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'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C3 O1 H1 109.5 . .
C4 O2 H2 109.5 . .
C1 N1 H1A 107.9(8) . .
C1 N1 H1B 110.0(8) . .
H1A N1 H1B 106.0(11) . .
N1 C1 C2 108.98(7) . .
N1 C1 C3 110.93(6) . .
C2 C1 C3 108.91(6) . .
N1 C1 C4 105.94(6) . .
C2 C1 C4 110.98(6) . .
C3 C1 C4 111.07(6) . .
C1 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
O1 C3 C1 109.78(6) . .
O1 C3 H3A 109.7 . .
C1 C3 H3A 109.7 . .
O1 C3 H3B 109.7 . .
C1 C3 H3B 109.7 . .
H3A C3 H3B 108.2 . .
O2 C4 C1 110.34(6) . .
O2 C4 H4A 109.6 . .
C1 C4 H4A 109.6 . .
O2 C4 H4B 109.6 . .
C1 C4 H4B 109.6 . .
H4A C4 H4B 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C3 1.4237(10) .
O1 H1 0.8400 .
O2 C4 1.4184(10) .
O2 H2 0.8400 .
N1 C1 1.4780(10) .
N1 H1A 0.897(14) .
N1 H1B 0.898(14) .
C1 C2 1.5257(11) .
C1 C3 1.5274(10) .
C1 C4 1.5301(11) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.84 1.87 2.7067(9) 175.0 4_666
N1 H1A O1 0.897(14) 2.463(13) 2.8518(9) 106.6(9) .
N1 H1B O2 0.898(14) 2.144(14) 3.0354(10) 172.3(12) 2_645
O2 H2 O1 0.84 1.87 2.7029(9) 174.4 3_666
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
N1 C1 C3 O1 -57.18(8) . . . .
C2 C1 C3 O1 -177.12(7) . . . .
C4 C1 C3 O1 60.36(9) . . . .
N1 C1 C4 O2 178.56(6) . . . .
C2 C1 C4 O2 -63.30(9) . . . .
C3 C1 C4 O2 58.01(9) . . . .
