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_2108677
_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         '2(C16 H20 F N3 O4), 2(C7 H6 O4), 1.25(H2 O)'
_chemical_formula_sum            'C46 H54.5 F2 N6 O17.25'
_chemical_formula_weight         1005.45
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   mixed
_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)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   30.3989(2)
_cell_length_b                   16.10240(15)
_cell_length_c                   9.66944(7)
_cell_measurement_reflns_used    38569
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.1220
_cell_measurement_theta_min      2.8820
_cell_volume                     4733.14(6)
_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 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
  1 omega  -69.00   26.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274   57.0000 -120.0000 95

  2 omega  -69.00   26.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274   57.0000 -180.0000 95

  3 omega   34.00   91.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000 -150.0000 57

  4 omega   34.00   91.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000  -90.0000 57

  5 omega   33.00  121.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090 -125.0000 -180.0000 88

  6 omega   80.00  178.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   30.0000   60.0000 98

  7 omega   94.00  178.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  125.0000  -60.0000 84

  8 omega -113.00  -18.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274  -57.0000   90.0000 95

  9 omega   12.00  118.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       43.7274   77.0000 -150.0000 106

 10 omega   34.00   91.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -30.0000  -30.0000 57

 11 omega   24.00  109.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -94.0000 -120.0000 85

 12 omega   67.00  178.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   15.0000 -180.0000 111

 13 omega   67.00  178.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   15.0000  -60.0000 111

 14 omega -113.00  -18.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274  -57.0000  -30.0000 95

 15 omega   30.00  104.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       43.7274 -136.0000   71.0000 74

 16 omega   81.00  177.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   45.0000    0.0000 96

 17 omega   81.00  177.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   45.0000 -150.0000 96

 18 omega   81.00  177.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   45.0000   90.0000 96

 19 omega   32.00  138.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090  -77.0000  -30.0000 106

 20 omega -118.00  -12.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.7274  -77.0000  -90.0000 106

 21 omega   12.00  118.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       43.7274   77.0000  120.0000 106

 22 omega   75.00  112.00   1.0000   24.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7090   77.0000  -60.0000 37
;
_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      -0.0491689000
_diffrn_orient_matrix_UB_12      0.0012482000
_diffrn_orient_matrix_UB_13      0.0384660000
_diffrn_orient_matrix_UB_21      -0.0122348000
_diffrn_orient_matrix_UB_22      0.0013471000
_diffrn_orient_matrix_UB_23      -0.1545940000
_diffrn_orient_matrix_UB_31      -0.0008119000
_diffrn_orient_matrix_UB_32      -0.0956680000
_diffrn_orient_matrix_UB_33      -0.0017155000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            61242
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.332
_diffrn_reflns_theta_min         2.907
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78948
_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    1.411
_exptl_crystal_description       plate
_exptl_crystal_F_000             2114
_exptl_crystal_size_max          0.3261
_exptl_crystal_size_mid          0.1461
_exptl_crystal_size_min          0.0914
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Flack x determined using 3979 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(3)
_refine_ls_extinction_coef       0.00034(10)
_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    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     684
_refine_ls_number_reflns         9687
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0443
_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^)+(0.1003P)^2^+0.4510P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1322
_refine_ls_wR_factor_ref         0.1339
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                9333
_reflns_number_total             9687
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            xk5072sup1.cif
_cod_data_source_block           LIN:3,4-DHBA:H2O
_cod_original_cell_volume        4733.14(7)
_cod_original_formula_sum        'C46 H54.50 F2 N6 O17.25'
_cod_database_code               2108677
_publcif_datablock.id            {e7f86f2b-b28d-4c31-9356-dc42048c025b}
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 99.98
_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, All O(H,H) groups
2. Others
 Sof(O2B')=Sof(O3B')=Sof(C6B')=Sof(H4BA)=1-FVAR(1)
 Sof(O2B)=Sof(O3B)=Sof(C6B)=Sof(H4B)=FVAR(1)
 Fixed Sof: O1W(0.25) H1WA(0.25) H1WB(0.25)
3.a Riding coordinates:
 O2W(H2WA,H2WB), O1W(H1WA,H1WB)
3.b Ternary CH refined with riding coordinates:
 C4A(H4A), C4B(H4B), C4B(H4BA)
3.c Secondary CH2 refined with riding coordinates:
 C3A(H3AA,H3AB), C5A(H5AA,H5AB), C13A(H13C,H13D), C14A(H14C,H14D), C15A(H15C,
 H15D), C16A(H16C,H16D), C3B(H3BA,H3BB), C5B(H5BA,H5BB), C13B(H13A,H13B),
 C14B(H14A,H14B), C15B(H15A,H15B), C16B(H16A,H16B)
3.d Aromatic/amide H refined with riding coordinates:
 N3A(H3A), C8A(H8A), C11A(H11A), C12A(H12A), C22A(H22A), C25A(H25A),
 C26A(H26A), N3B(H3B), C8B(H8B), C11B(H11B), C12B(H12B), C22B(H22B), C25B(H25B),
  C26B(H26B)
3.e Idealised Me refined as rotating group:
 C1A(H1AA,H1AB,H1AC), C1B(H1BA,H1BB,H1BC)
3.f Idealised tetrahedral OH refined as rotating group:
 O6A(H6A), O7A(H7A), O8A(H8AA), O6B(H6B), O7B(H7B), O8B(H8BA)
;
_shelx_res_checksum              84238
_shelx_hkl_checksum              49335
_olex2_date_sample_data_collection 2019-07-08
_olex2_submission_special_instructions 'No special instructions were received'
_cod_database_fobs_code 2108677