#------------------------------------------------------------------------------
#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/03/8000313.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_8000313
loop_
_publ_author_name
'Malaspina, Lorraine A.'
'Wieduwilt, Erna K.'
'Bergmann, Justin'
'Kleemiss, Florian'
'Meyer, Benjamin'
'Ruiz-López, Manuel F'
'Pal, Rumpa'
'Hupf, Emanuel'
'Beckmann, Jens'
'Piltz, Ross O.'
'Edwards, Alison J.'
'Grabowsky, Simon'
'Genoni, Alessandro'
_publ_section_title
;
 Fast and Accurate Quantum Crystallography: From Small to Large, from
 Light to Heavy.
;
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              6973
_journal_page_last               6982
_journal_paper_doi               10.1021/acs.jpclett.9b02646
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C3 H7 N O2'
_chemical_formula_sum            'C3 H7 N O2'
_chemical_formula_weight         89.0947
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2018-12-20T15:54:32-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.9279(10)
_cell_length_b                   12.2597(17)
_cell_length_c                   5.7939(9)
_cell_measurement_reflns_used    1524
_cell_measurement_temperature    23
_cell_measurement_theta_max      22.50
_cell_measurement_theta_min      15.00
_cell_measurement_wavelength     0.71073
_cell_volume                     421.07(11)
_computing_structure_refinement
'Tonto 18.12.17 github v. 2b3dd9c (Capelli, 2014)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      23
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'P-1 four circle diffractometer'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2519
_diffrn_reflns_point_group_measured_fraction_full 0.618
_diffrn_reflns_point_group_measured_fraction_max 0.567
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         50.138
_diffrn_reflns_theta_min         3.323
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sphere
_exptl_crystal_F_000             192
_exptl_crystal_size_rad          0.18
_refine_diff_density_max         0.1122
_refine_diff_density_min         -0.0981
_refine_diff_density_rms         0.0236
_refine_ls_abs_structure_details
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.6(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.1829
_refine_ls_goodness_of_fit_gt    1.1829
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2405
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0195
_refine_ls_R_factor_gt           0.0195
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/σ(F)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0163
_refine_ls_wR_factor_gt          0.0163
_refine_ls_wR_factor_ref         0.0694
_reflns_Friedel_coverage         0
_reflns_Friedel_fraction_full    0
_reflns_Friedel_fraction_max     0
_reflns_number_gt                2405
_reflns_number_total             2405
_reflns_threshold_expression     'F>0 & F/u(F)>3.0 & |F_calc|>10^-3'
_iucr_refine_instructions_details
;
!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
!!!                                                                         !!!
!!!                        This stdin was written with lamaGOET             !!!
!!!                                                                         !!!
!!!                    script written by Lorraine Andrade Malaspina         !!!
!!!                        contact: lorraine.malaspina@gmail.com            !!!
!!!                                                                         !!!
!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
{ 

   keyword_echo_on

   name= L-Ala_23K_HAR

   ! Process the CIF
   CIF= {
       file_name= L-ala_experiment.cif
    }

   process_CIF

   name= L-Ala_23K_HAR

   basis_directory= /usr/local/bin/basis_sets
   basis_name= 6-311G(d,p)

   charge= 0
   multiplicity= 1

   crystal= {    
      xray_data= {   
         thermal_smearing_model= hirshfeld
         partition_model= mulliken
         optimise_extinction= false
         correct_dispersion= no
         optimise_scale_factor= true
         wavelength= 0.71073 Angstrom
         REDIRECT L-ala_experiment.hkl
         f_sigma_cutoff= 3
         tol_for_shift_on_esd= 0.010000
         refine_H_U_iso= no

      }  
   }  

   ! Geometry    
   put

   ! Normal SCF
   scfdata= {
      initial_density= promolecule 
      kind= rhf
      use_SC_cluster_charges= FALSE
      convergence= 0.001
      diis= { convergence_tolerance= 0.0002 }
   }

   scf

   ! SC cluster charge SCF
   scfdata= {
      initial_MOs= restricted
      kind= rhf
      use_SC_cluster_charges= FALSE
      convergence= 0.001
      diis= {
         convergence_tolerance= 0.0002
      }
   }

   ! Make Hirshfeld structure factors
   refine_hirshfeld_atoms

}
;
_cod_data_source_file            L-Ala_23K.cif
_cod_data_source_block           L-Ala_23K_HAR
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_sg_symbol_Hall     'p 2ac 2ab'
_cod_original_sg_symbol_H-M      'p 21 21 21'
_cod_database_code               8000313
_refine_ls_coordinate_system     cartesian
loop_
_symmetry_equiv_pos_as_xyz
'+x, +y, +z'
'-x+1/2, -y, +z+1/2'
'+x+1/2, -y+1/2, -z'
'-x, +y+1/2, -z+1/2'
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_occupancy
_atom_site_disorder_group
N1 0.64725(5) 0.13752(2) 0.18292(5) 0.00534(8) Uani 1 0
H1 0.7038(12) 0.0591(6) 0.2016(15) 0.026(5) Uani 1 0
H2 0.7775(12) 0.1899(5) 0.2117(14) 0.023(4) Uani 1 0
H3 0.5803(12) 0.1495(5) 0.0186(13) 0.024(4) Uani 1 0
C1 0.46640(5) 0.16112(2) 0.35430(5) 0.00462(8) Uani 1 0
H4 0.4265(10) 0.2481(4) 0.3424(12) 0.022(4) Uani 1 0
C2 0.25991(5) 0.09066(3) 0.30333(6) 0.00707(10) Uani 1 0
H5 0.1909(11) 0.1101(5) 0.1334(13) 0.030(5) Uani 1 0
H6 0.1259(11) 0.1046(5) 0.4305(13) 0.030(5) Uani 1 0
H7 0.3031(10) 0.0051(5) 0.3083(14) 0.030(4) Uani 1 0
C3 0.55407(5) 0.14079(2) 0.59983(5) 0.00439(8) Uani 1 0
O1 0.72667(4) 0.083801(18) 0.62429(4) 0.00651(8) Uani 1 0
O2 0.44092(4) 0.184003(18) 0.76109(4) 0.00631(7) Uani 1 0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.00556(8) 0.00614(7) 0.00433(9) -0.00014(7) 0.00069(7) 0.00011(7)
H1 0.029(5) 0.033(4) 0.016(5) -0.003(4) 0.008(4) -0.004(4)
H2 0.023(4) 0.024(4) 0.022(5) -0.003(4) 0.002(4) 0.005(4)
H3 0.023(4) 0.015(4) 0.033(5) -0.008(4) 0.021(4) -0.003(4)
C1 0.00533(8) 0.00488(7) 0.00366(10) 0.00011(7) -0.00053(7) 0.00039(7)
H4 0.027(4) 0.015(3) 0.023(4) 0.002(3) -0.008(4) 0.006(3)
C2 0.00600(9) 0.00899(9) 0.00623(11) -0.00042(8) -0.00058(8) -0.00134(8)
H5 0.023(4) 0.045(5) 0.021(5) 0.004(4) -0.004(4) -0.011(4)
H6 0.022(4) 0.039(4) 0.028(5) 0.002(4) 0.004(4) -0.007(4)
H7 0.028(5) 0.025(3) 0.037(5) 0.001(4) 0.002(4) -0.008(3)
C3 0.00498(8) 0.00458(7) 0.00361(9) -0.00008(7) -0.00017(7) 0.00046(7)
O1 0.00682(7) 0.00707(7) 0.00563(9) 0.00047(6) -0.00060(6) 0.00236(6)
O2 0.00747(7) 0.00752(7) 0.00394(8) -0.00042(6) 0.00043(7) 0.00210(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0 0 'Hirshfeld partitioning of a quantum chemical wavefunction.'
H H 0 0 'Hirshfeld partitioning of a quantum chemical wavefunction.'
N N 0 0 'Hirshfeld partitioning of a quantum chemical wavefunction.'
O O 0 0 'Hirshfeld partitioning of a quantum chemical wavefunction.'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O1 C3 O2 125.81(3) yes
O1 C3 C1 118.30(3) yes
O2 C3 C1 115.88(2) yes
N1 C1 C2 109.76(2) yes
N1 C1 C3 110.03(2) yes
N1 C1 H4 107.6(3) yes
C1 N1 H1 110.4(4) yes
C1 N1 H2 108.3(4) yes
C1 N1 H3 107.9(4) yes
C2 C1 C3 111.02(2) yes
C1 C2 H5 110.6(3) yes
C1 C2 H6 111.3(3) yes
C1 C2 H7 110.7(3) yes
C2 C1 H4 111.4(3) yes
C3 C1 H4 106.8(4) yes
H1 N1 H2 109.1(5) yes
H1 N1 H3 110.7(6) yes
H2 N1 H3 110.5(5) yes
H5 C2 H6 107.4(4) yes
H5 C2 H7 109.0(5) yes
H6 C2 H7 107.8(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C3 1.2470(4) yes
O2 C3 1.2663(4) yes
N1 C1 1.4896(4) yes
N1 H1 1.023(7) yes
N1 H2 1.018(7) yes
N1 H3 1.042(8) yes
C1 C2 1.5270(4) yes
C1 C3 1.5349(4) yes
C1 H4 1.094(5) yes
C2 H5 1.093(7) yes
C2 H6 1.097(7) yes
C2 H7 1.080(6) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 7311724
