Combined virtual and experimental screening of multicomponent crystals of 2,4-dichlorophenoxyacetic acid
Li, Jiulong; Li, Chang; Ji, Xu; Sun, Qin; Li, Zhi; Liu, He; Zhou, Lina; Jing, Dingding; Gong, Junbo; Chen, Wei; New Journal of Chemistry 46 (2022) 8708–8719; doi:10.1039/D2NJ00536K

data_7061427
_publ_section_title
;
 Combined virtual and experimental screening of multicomponent crystals of
 2,4-dichlorophenoxyacetic acid
;
_journal_issue                   18
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8708
_journal_page_last               8719
_journal_paper_doi               10.1039/D2NJ00536K
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C8 H5 Cl2 O3, C6 H9 N2'
_chemical_formula_sum            'C14 H14 Cl2 N2 O3'
_chemical_formula_weight         329.17
_chemical_name_systematic        '3-aminoanilinium 2,4-Dichlorophenoxyacetate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-08-30 deposited with the CCDC.	2022-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.1620(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0374(2)
_cell_length_b                   14.4700(2)
_cell_length_c                   7.66820(10)
_cell_measurement_reflns_used    24331
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8130
_cell_measurement_theta_min      3.8690
_cell_volume                     1446.61(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -23.00   3.00   0.50    0.50    --    5.00  45.00  60.00   52
  2  \w     -4.00  26.00   0.50    0.50    --    5.00  45.00 112.01   60
  3  \w    -36.00  -8.00   0.50    0.50    --    5.00  45.00 112.01   56
  4  \w     43.00  93.00   0.50    0.50    --    5.00  45.00  60.00  100
  5  \w      0.00  55.00   0.50    0.50    --    5.00  45.00 100.41  110
  6  \w     64.00  94.00   0.50    0.50    --    5.00  45.00 100.41   60
  7  \w     57.00  84.00   0.50    0.50    --    5.00  45.00 112.01   54
  8  \w     -1.00  94.00   0.50    0.50    --    5.00  45.00  70.82  190
  9  \w    -33.00   2.00   0.50    0.50    --    5.00  45.00 135.54   70
 10  \w    -61.00 -21.00   0.50    0.50    --    5.00  45.00 176.96   80
 11  \w    -12.00  94.00   0.50    0.50    --    5.00  45.00  90.00  212
 12  \w     57.00  94.00   0.50    0.50    --    5.00  45.00  30.00   74
 13  \w   -103.00  75.00   0.50    0.50    --  -13.80  45.00 150.00  356
 14  \w   -103.00 -38.00   0.50    0.50    --  -13.80  45.00  90.00  130
 15  \w   -103.00  75.00   0.50    0.50    --  -13.80  45.00  32.92  356
 16  \w     50.00  75.00   0.50    0.50    --  -13.80  45.00   0.00   50
 17  \w    -44.00 -18.00   0.50    0.50    --  -13.80  45.00   0.00   52
 18  \w   -103.00  75.00   0.50    0.50    --  -13.80  45.00 179.13  356
 19  \w   -102.00 -72.00   0.50    0.50    --  -13.80  45.00   0.00   60
 20  \w      7.00  65.00   0.50    0.50    --  -13.80  45.00  90.00  116
 21  \w   -103.00  74.00   0.50    0.50    --  -13.80  45.00 -19.90  354
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0194667000
_diffrn_orient_matrix_UB_12      0.0225773000
_diffrn_orient_matrix_UB_13      0.0752038000
_diffrn_orient_matrix_UB_21      0.0500287000
_diffrn_orient_matrix_UB_22      -0.0158721000
_diffrn_orient_matrix_UB_23      -0.0202436000
_diffrn_orient_matrix_UB_31      0.0087595000
_diffrn_orient_matrix_UB_32      0.0405093000
_diffrn_orient_matrix_UB_33      -0.0499531000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            43026
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.115
_diffrn_reflns_theta_min         3.385
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.460
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_description       neddle
_exptl_crystal_F_000             680
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3551
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0280
_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^)+(0.0345P)^2^+0.5255P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0703
_refine_ls_wR_factor_ref         0.0728
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3137
_reflns_number_total             3551
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj00536k2.cif
_cod_data_source_block           m20210323d
_cod_depositor_comments
'Adding full bibliography for 7061422--7061427.cif.'
_cod_database_code               7061427
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00C(H00A,H00B)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00G(H00G), C00H(H00K), C00I(H00L), C00K(H00M),
 C00L(H00N)
;
_shelx_res_checksum              94632
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.312
_oxdiff_exptl_absorpt_empirical_full_min 0.756