#------------------------------------------------------------------------------
#$Date: 2025-08-19 14:52:15 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301804 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/68/2216860.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_2216860
loop_
_publ_author_name
'Trzebiatowska-Gusowska, Monika'
'Gagor, Anna'
_publ_section_title
;
 [²H₃]Sarcosine
;
_journal_coeditor_code           ZL2085
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4694
_journal_page_last               o4694
_journal_paper_doi               10.1107/S1600536807057443
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C3 H4 D3 N O2'
_chemical_formula_moiety         'C3 H4 D3 N O2'
_chemical_formula_sum            'C3 H4 D3 N O2'
_chemical_formula_weight         92.11
_chemical_name_common            '[²H₃]Sarcosine'
_chemical_name_systematic
;
methyl[²H₃]ammoniobenzoate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7998(13)
_cell_length_b                   7.9208(16)
_cell_length_c                   8.5874(18)
_cell_measurement_reflns_used    734
_cell_measurement_temperature    286(2)
_cell_measurement_theta_max      29.41
_cell_measurement_theta_min      3.82
_cell_volume                     462.52(16)
_computing_cell_refinement       'CrysAlis (Mayer, 2006)'
_computing_data_collection       'CrysAlis (Mayer, 2006)'
_computing_data_reduction        'CrysAlis (Mayer, 2006)'
_computing_molecular_graphics    'Diamond (Brandenburg, 2005)'
_computing_publication_material  'publCIF (Westrip, 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      286(2)
_diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2, 33.133pixel/mm'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type
'Kuma KM-4 diffractometer with CCD area detector'
_diffrn_measurement_method       ω-scan
_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  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5729
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         29.41
_diffrn_reflns_theta_min         3.82
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             192
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.131
_refine_ls_extinction_coef       0.077(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     77
_refine_ls_number_reflns         734
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0277
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0530P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0686
_refine_ls_wR_factor_ref         0.0745
_reflns_number_gt                608
_reflns_number_total             734
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            zl2085.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Removing duplicate rows from the ATOM_TYPE loop.

 Antanas Vaitkus,
 2018-08-07
;
_cod_database_code               2216860
_cod_database_fobs_code          2216860
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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_calc_flag
_atom_site_occupancy
O O1 0.21502(16) 0.18017(13) 0.32862(12) 0.0404(3) Uani d 1
O O2 0.2292(2) -0.09212(14) 0.26347(14) 0.0525(4) Uani d 1
N N1 -0.01173(18) -0.06244(15) 0.01915(14) 0.0293(3) Uani d 1
H H4 -0.046(3) -0.141(2) 0.084(2) 0.035 Uiso d 1
H H3 0.092(2) -0.102(2) -0.036(2) 0.035 Uiso d 1
C C1 0.1734(2) 0.05453(18) 0.24312(17) 0.0314(3) Uani d 1
C C2 0.0441(2) 0.09257(18) 0.10361(17) 0.0320(3) Uani d 1
H H2 -0.074(3) 0.146(2) 0.135(2) 0.038 Uiso d 1
H H1 0.104(2) 0.163(2) 0.030(2) 0.038 Uiso d 1
C C3 -0.1714(3) -0.0354(2) -0.0949(2) 0.0467(4) Uani d 1
D D5 -0.199(3) -0.146(3) -0.147(3) 0.056 Uiso d 1
D D6 -0.134(3) 0.056(3) -0.170(2) 0.056 Uiso d 1
D D7 -0.285(3) 0.003(2) -0.043(2) 0.056 Uiso d 1
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
O1 0.0485(6) 0.0358(6) 0.0370(6) 0.0047(5) -0.0085(5) -0.0113(5)
O2 0.0736(8) 0.0307(6) 0.0532(7) 0.0042(5) -0.0275(6) -0.0011(5)
N1 0.0361(6) 0.0255(6) 0.0263(6) -0.0012(5) -0.0016(5) 0.0013(5)
C1 0.0352(6) 0.0307(7) 0.0282(7) -0.0019(6) 0.0001(6) -0.0012(6)
C2 0.0417(7) 0.0256(7) 0.0289(7) 0.0003(6) 0.0001(6) -0.0011(6)
C3 0.0532(10) 0.0388(9) 0.0481(10) -0.0016(8) -0.0219(8) 0.0011(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
D D 0.0000 0.0000 '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
C2 N1 C3 113.22(12)
C2 N1 H4 110.9(11)
C3 N1 H4 109.1(11)
C2 N1 H3 110.2(11)
C3 N1 H3 106.2(10)
H4 N1 H3 107.0(16)
O2 C1 O1 126.00(14)
O2 C1 C2 118.49(12)
O1 C1 C2 115.51(12)
N1 C2 C1 111.84(11)
N1 C2 H2 107.0(11)
C1 C2 H2 111.1(11)
N1 C2 H1 106.0(11)
C1 C2 H1 113.5(10)
H2 C2 H1 106.9(15)
D5 C3 D6 113.5(17)
D5 C3 D7 109.8(16)
D6 C3 D7 105.7(18)
D5 C3 N1 107.8(13)
D6 C3 N1 110.2(12)
D7 C3 N1 109.8(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2687(17)
O2 C1 1.2343(18)
N1 C2 1.4757(18)
N1 C3 1.4782(19)
N1 H4 0.867(18)
N1 H3 0.905(18)
C1 C2 1.516(2)
C2 H2 0.949(18)
C2 H1 0.931(18)
C3 D5 1.00(2)
C3 D6 1.00(2)
C3 D7 0.94(2)
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
N1 H4 O1 3_545 0.867(18) 1.971(18) 2.7886(16) 156.9(16)
N1 H3 O1 2_554 0.905(18) 1.860(19) 2.7599(17) 172.4(15)
C3 D5 O2 4_445 1.00(2) 2.35(2) 3.355(2) 178.6(17)
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
C1 C2 N1 C3 167.20(14)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 17341303
2 PubChem 139073899
