Three new co-crystals of hydroquinone: crystal structures and Hirshfeld surface analysis of intermolecular interactions
Clausen, Henrik F.; Chevallier, Marie S.; Spackman, Mark A.; Iversen, Bo B.; New Journal of Chemistry 34 (2010) 193–; doi:10.1039/b9nj00463g

data_7053335
_publ_section_title
;
 Three new co-crystals of hydroquinone: crystal structures and Hirshfeld
 surface analysis of intermolecular interactions
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              193
_journal_paper_doi               10.1039/b9nj00463g
_journal_volume                  34
_journal_year                    2010
_chemical_formula_moiety         'C6 H6 O2, C3 H8 O'
_chemical_formula_sum            'C9 H14 O3'
_chemical_formula_weight         170.2
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                88.322(7)
_cell_angle_beta                 79.154(6)
_cell_angle_gamma                67.174(8)
_cell_formula_units_Z            2.00000
_cell_length_a                   7.5561(5)
_cell_length_b                   8.1977(8)
_cell_length_c                   8.3331(6)
_cell_measurement_reflns_used    2549
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.6999
_cell_measurement_theta_min      2.6925
_cell_volume                     466.71(7)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02) and
SORTAV (Blessing, 1987 & Blessing, 1989)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_molecular_graphics
;
'XShell (Bruker, 2000)' and Crystal Explorer (Wolff <i>et al.</i>, 2005)
;
_computing_publication_material
;
enCIFer (Allen <i>et al.</i>, 2004) and WinGX (Farrugia, 1999)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.0009
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details
;
1 omega -55.00 -6.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -28.9873 75.0000 120.0000 0.0000 0.0000 49

2 omega -56.00 -11.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -28.9873 -45.0000 240.0000 0.0000 0.0000 45

3 omega -56.00 -11.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -28.9873 -45.0000 120.0000 0.0000 0.0000 45

4 omega -98.00 -52.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -28.9873 -45.0000 120.0000 0.0000 0.0000 46

5 omega -98.00 -52.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -28.9873 -45.0000 240.0000 0.0000 0.0000 46

6 omega 12.00 64.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 -90.0000 59.0000 0.0000 0.0000 52

7 omega 7.00 55.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 -75.0000 240.0000 0.0000 0.0000 48

8 omega 14.00 65.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 -92.0000 126.0000 0.0000 0.0000 51

9 omega -38.00 11.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 -75.0000 240.0000 0.0000 0.0000 49

10 omega 53.00 97.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 54.0000 34.0000 0.0000 0.0000 44

11 omega 13.00 57.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 54.0000 34.0000 0.0000 0.0000 44

12 omega 4.00 53.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 75.0000 240.0000 0.0000 0.0000 49

13 omega 53.00 98.00 1.0000 33.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 29.7686 45.0000 120.0000 0.0000 0.0000 45

;
_diffrn_measurement_device_type  'Oxford diffraction Xcalibur S system'
_diffrn_measurement_method       'omega scans'
_diffrn_orient_matrix_UB_11      -0.0014276345
_diffrn_orient_matrix_UB_12      0.0868698133
_diffrn_orient_matrix_UB_13      0.0036536097
_diffrn_orient_matrix_UB_21      0.0166025704
_diffrn_orient_matrix_UB_22      0.0001867106
_diffrn_orient_matrix_UB_23      -0.0866519096
_diffrn_orient_matrix_UB_31      -0.1023551479
_diffrn_orient_matrix_UB_32      0.0358595283
_diffrn_orient_matrix_UB_33      0.0027476909
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8574
_diffrn_reflns_reduction_process
;
Scaled and merged with SORTAV
R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        32.03
_diffrn_reflns_theta_max         32.03
_diffrn_reflns_theta_min         2.7
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             184
_exptl_crystal_size_max          0.2284
_exptl_crystal_size_mid          0.1833
_exptl_crystal_size_min          0.1404
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.413
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         3191
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.413
_refine_ls_R_factor_all          0.084
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0453P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1287
_reflns_number_gt                2117
_reflns_number_total             3191
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b9nj00463g.txt
_cod_data_source_block           hq_isoprop
_cod_database_code               7053335