Structural variety of heterosynthons in linezolid cocrystals with modified thermal properties
Khalaji, Mehrnaz; Wróblewska, Aneta; Wielgus, Ewelina; Bujacz, Grzegorz D.; Dudek, Marta K.; Potrzebowski, Marek J.; Acta Crystallographica Section B 76 (2020) –; doi:10.1107/S2052520620010896

data_2108676
_publ_section_title
;
 Structural variety of heterosynthons in linezolid cocrystals with
 modified thermal properties
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520620010896
_journal_volume                  76
_journal_year                    2020
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C16 H20 F N3 O4, C7 H6 O4'
_chemical_formula_sum            'C23 H26 F N3 O8'
_chemical_formula_weight         491.47
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-03-31
_audit_creation_method
;
Olex2 1.2
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_audit_update_record
;
2020-06-02 # Formatted by publCIF

2020-08-21 # Formatted by IUCr publCIF
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.7535(3)
_cell_length_b                   15.8010(6)
_cell_length_c                   29.8550(11)
_cell_measurement_reflns_used    11050
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.6670
_cell_measurement_theta_min      2.9660
_cell_volume                     2242.41(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.1685
_diffrn_detector_type            TitanS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
  1 omega   94.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  125.0000 -180.0000 84

  2 omega   24.00  109.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -94.0000  -90.0000 85

  3 omega   34.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000   90.0000 57

  4 omega   36.00   98.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -45.0000  150.0000 62

  5 omega   34.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000  -60.0000 57

  6 omega   34.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000  -90.0000 57

  7 omega   94.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  125.0000 -150.0000 84

  8 omega   34.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000 -120.0000 57

  9 omega -112.00  -17.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.7274  -57.0000   30.0000 95

 10 omega -112.00  -17.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.7274  -57.0000  120.0000 95

 11 omega -112.00  -17.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.7274  -57.0000  -60.0000 95

 12 omega -112.00  -17.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.7274  -57.0000 -150.0000 95

 13 omega   81.00  177.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   45.0000  -60.0000 96

 14 omega   67.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   15.0000 -180.0000 111

 15 omega   80.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   30.0000  -90.0000 98

 16 omega   80.00  177.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   61.0000   90.0000 97

 17 omega   80.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   30.0000   60.0000 98

 18 omega   81.00  177.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   45.0000 -150.0000 96

 19 omega   33.00  121.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090 -125.0000 -150.0000 88

 20 omega   80.00  177.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   61.0000  -30.0000 97

 21 omega -124.00  -79.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.7274  -99.0000   30.0000 45

 22 omega   11.00  117.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       42.7274   77.0000    0.0000 106

 23 omega   11.00  117.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       42.7274   77.0000  150.0000 106

 24 omega   23.00   96.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       42.7274 -125.0000  -60.0000 73

 25 omega   80.00  177.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   61.0000    0.0000 97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, TitanS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0640993000
_diffrn_orient_matrix_UB_12      -0.0884049000
_diffrn_orient_matrix_UB_13      0.0192003000
_diffrn_orient_matrix_UB_21      -0.1476165000
_diffrn_orient_matrix_UB_22      0.0244853000
_diffrn_orient_matrix_UB_23      0.0440667000
_diffrn_orient_matrix_UB_31      -0.2814157000
_diffrn_orient_matrix_UB_32      -0.0329941000
_diffrn_orient_matrix_UB_33      -0.0187450000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0873
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            29271
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.468
_diffrn_reflns_theta_min         2.960
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.987
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_description       needle
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.4687
_exptl_crystal_size_mid          0.0939
_exptl_crystal_size_min          0.0458
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 1310 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.13(11)
_refine_ls_extinction_coef       0.0018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4581
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0418
_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/[\s^2^(Fo^2^)+(0.0746P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1216
_reflns_Friedel_coverage         0.684
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.955
_reflns_number_gt                3744
_reflns_number_total             4581
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {543a7142-de05-4fba-867d-dded79e92cd8}
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
_cod_data_source_file            xk5072sup1.cif
_cod_data_source_block           LIN:2,6-DHBA
_cod_original_cell_volume        2242.42(17)
_cod_database_code               2108676
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
 C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C8(H8), C11(H11), C12(H12), C23(H23), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
2.e Idealised tetrahedral OH refined as rotating group:
 O5(H5), O7(H7), O8(H8A)
;
_shelx_res_checksum              67264
_shelx_hkl_checksum              67817
_olex2_submission_special_instructions 'No special instructions were received'