Sustainable solid form screening: mechanochemical control over nucleobase hydrogen-bonded organic framework polymorphism
Stolar, Tomislav; Alić, Jasna; Lončarić, Ivor; Etter, Martin; Jung, Dahee; Farha, Omar K.; Đilović, Ivica; Meštrović, Ernest; Užarević, Krunoslav; CrystEngComm  (2022) –; doi:10.1039/D2CE00668E

data_7245422
_publ_section_title
;
 Sustainable solid form screening: mechanochemical control over nucleobase
 hydrogen-bonded organic framework polymorphism
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00668E
_journal_year                    2022
_chemical_formula_moiety         '0.333(O1), C5 H6 N6'
_chemical_formula_sum            'C5 H6 N6 O0.33'
_chemical_formula_weight         155.49
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-23
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-04-23 deposited with the CCDC.	2022-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   18.8845(7)
_cell_length_b                   18.8845(7)
_cell_length_c                   10.7786(4)
_cell_measurement_reflns_used    3531
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      76.6470
_cell_measurement_theta_min      4.6810
_cell_volume                     3328.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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     92.00 119.00   0.50    0.80    --  111.75  45.00 -30.00   54
  2  \w     99.00 149.00   0.50    0.80    --  111.75 125.00 -90.00  100
  3  \w     73.00 121.00   0.50    0.40    --   42.29 178.00 -90.00   96
  4  \w    139.00 167.00   0.50    0.80    --  111.75  45.00 -30.00   56
  5  \w    114.00 142.00   0.50    0.80    --  111.75 157.00 167.00   56
  6  \w     80.00 106.00   0.50    0.80    --  111.75 157.00 167.00   52
  7  \w    -26.00  36.00   0.50    0.40    --  -42.29  24.00 164.00  124
  8  \w    -76.00 -22.00   0.50    0.80    --  -90.25 110.00  -1.00  108
  9  \w     38.00  69.00   0.50    0.80    --  111.75 -61.00  60.00   62
 10  \w     42.00  68.00   0.50    0.80    --  111.75 -61.00 -30.00   52
 11  \w     57.00  98.00   0.50    0.80    --  111.75 -77.00-150.00   82
 12  \w     38.00  63.00   0.50    0.80    --  111.75 -61.00-120.00   50
 13  \w     41.00 109.00   0.50    0.80    --  111.75-125.00 -30.00  136
 14  \w     43.00 105.00   0.50    0.80    --  111.75-125.00-150.00  124
 15  \w     45.00 108.00   0.50    0.80    --  111.75-123.00 148.00  126
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0926134000
_diffrn_orient_matrix_UB_12      0.0610264000
_diffrn_orient_matrix_UB_13      0.0053907000
_diffrn_orient_matrix_UB_21      0.0149877000
_diffrn_orient_matrix_UB_22      -0.0689678000
_diffrn_orient_matrix_UB_23      0.0444376000
_diffrn_orient_matrix_UB_31      0.0087634000
_diffrn_orient_matrix_UB_32      -0.0201547000
_diffrn_orient_matrix_UB_33      -0.1355913000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3511
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.808
_diffrn_reflns_theta_min         4.914
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.861
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.92a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_description       rhombohedral
_exptl_crystal_F_000             1452
_exptl_crystal_recrystallization_method Butan-1-ol
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.107
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1326
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0754
_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^)+(0.1382P)^2^+9.6866P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2165
_refine_ls_wR_factor_ref         0.2189
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1256
_reflns_number_total             1326
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00668e2.cif
_cod_data_source_block           exp_3525_auto_CCDC1
_cod_original_cell_volume        3328.9(3)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7245422
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.919
_shelx_estimated_absorpt_t_min   0.820
_reflns_odcompleteness_completeness 99.15
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2. Rigid body (RIGU) restrains
 O3, O1, O2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 1*[Sof(O1)]+1*[Sof(O2)]+1*[Sof(O3)]=1 with esd of 0.001
 Fixed Uiso: O1(0.1) O2(0.1) O3(0.1)
 Fixed X: O1(0.33333) O2(0.33333) O3(0.33333)
 Fixed Y: O1(0.66667) O2(0.66667) O3(0.66667)
 Fixed Z: O1(0.486329) O2(0.66667) O3(0.357821)
4.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C5(H5)
4.b X=CH2 refined with riding coordinates:
 N5(H5A,H5B)
;
_shelx_res_checksum              33422
_shelx_hkl_checksum              93517
_olex2_exptl_crystal_mounting_method 'Mounted in cryo loop'
_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 4.472
_oxdiff_exptl_absorpt_empirical_full_min 0.656