Pressure-induced preference for solvation of 5,6-dimethylbenzimidazole
Zielinski, Witold; Katrusiak, Andrzej; CrystEngComm 18 (2016) 3211–; doi:10.1039/C6CE00419A

data_7224794
_publ_section_title
;
 Pressure-induced preference for solvation of 5,6-dimethylbenzimidazole
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              3211
_journal_paper_doi               10.1039/C6CE00419A
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C H4 O, C9 H10 N2'
_chemical_formula_sum            'C10 H14 N2 O'
_chemical_formula_weight         178.23
_chemical_name_common            '5,6-dimethylbenzimidazole methanol solvate'
_chemical_name_systematic        '5,6-dimethylbenzimidazole methanol solvate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-03-29
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-03-29 deposited with the CCDC.
2016-04-01 downloaded from the CCDC.
;
_cell_angle_alpha                115.903(19)
_cell_angle_beta                 94.821(18)
_cell_angle_gamma                90.068(19)
_cell_formula_units_Z            2
_cell_length_a                   10.007(3)
_cell_length_b                   7.0202(14)
_cell_length_c                   6.5889(12)
_cell_measurement_reflns_used    641
_cell_measurement_temperature    296
_cell_measurement_theta_max      25.3800
_cell_measurement_theta_min      3.2030
_cell_volume                     414.53(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_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      296
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1544
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.262
_diffrn_measured_fraction_theta_max 0.235
_diffrn_measurement_details
;
  1 omega    1.00   33.25   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462  -53.0000   17.0000 43

  2 omega   29.00   78.50   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462 -134.0000 -123.0000 66

  3 omega  -42.00   -6.00   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462  -19.0000 -120.0000 48

  4 omega  -15.00   39.00   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462  -39.0000 -167.0000 72

  5 omega  -29.00   -2.00   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462  114.0000  -44.0000 36

  6 omega  -26.00    1.00   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.6837   19.0000 -180.0000 36

  7 omega  -37.00    3.50   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.6837   53.0000  -17.0000 54

  8 omega   -6.00   24.00   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.6837  -97.0000   35.0000 40

  9 omega  -44.25   42.00   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462  -37.0000   30.0000 115

 10 omega  -47.00   -3.50   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462  134.0000  123.0000 58

 11 omega  -10.00   34.25   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -       15.7462   37.0000  150.0000 59

 12 omega  -80.00   -3.50   0.7500   28.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.6837  134.0000  -56.0000 102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0342737000
_diffrn_orient_matrix_UB_12      0.0309177000
_diffrn_orient_matrix_UB_13      0.0582974000
_diffrn_orient_matrix_UB_21      0.0181260000
_diffrn_orient_matrix_UB_22      -0.0788279000
_diffrn_orient_matrix_UB_23      0.0362600000
_diffrn_orient_matrix_UB_31      0.1137824000
_diffrn_orient_matrix_UB_32      0.0739519000
_diffrn_orient_matrix_UB_33      0.0188554000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 0.262
_diffrn_reflns_Laue_measured_fraction_max 0.235
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2019
_diffrn_reflns_point_group_measured_fraction_full 0.262
_diffrn_reflns_point_group_measured_fraction_max 0.235
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         3.229
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.01010
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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    1.428
_exptl_crystal_description       plate
_exptl_crystal_F_000             192
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         449
_refine_ls_number_restraints     186
_refine_ls_restrained_S_all      0.874
_refine_ls_R_factor_all          0.0896
_refine_ls_R_factor_gt           0.0525
_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^)+(0.0910P)^2^+0.2100P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1324
_refine_ls_wR_factor_ref         0.1587
_reflns_Friedel_coverage         0.000
_reflns_number_gt                312
_reflns_number_total             449
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce00419a2.cif
_cod_data_source_block           dMBzIm_MeOH_2_19GPa
_cod_depositor_comments
'Adding full bibliography for 7224786--7224795.cif.'
_cod_original_cell_volume        414.53(17)
_cod_database_code               7224794
_chemical_oxdiff_formula         'C10 H14 N2 O1'
_reflns_odcompleteness_completeness 27.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 O1, N1, N3, C2, C4, C5, C6, C7, C8, C9, C10, C11, C12
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
O1 \\sim N1 \\sim N3 \\sim C2 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8
\\sim C9 \\sim C10 \\sim C11 \\sim C12: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(N1) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C2) \\sim
Ueq, Uanis(C8) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C5)
\\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq,
Uanis(O1) \\sim Ueq, Uanis(C12) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C4(H4), C7(H7)
4.b Fitted hexagon refined as free rotating group:
 C8(C9,C4,C5,C6,C7)
4.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_shelx_res_checksum              63642
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'