Supramolecular Alcohol–Amine Crystals and Their Hydrogen-Bond Patterns
Loehlin, J. H.; Franz, K. J.; Gist, L.; Moore, R. H.; Acta Crystallographica Section B 54 (1998) 695–704; doi:10.1107/S0108768198003231

data_2002923
_publ_section_title
;
 Supramolecular Alcohol--Amine Crystals and Their Hydrogen-Bond
 Patterns
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              695
_journal_page_last               704
_journal_paper_doi               10.1107/S0108768198003231
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C6 H8 N2 , 2C6 H5 O Cl '
_chemical_formula_sum            'C18 H18 Cl2 N2 O2'
_chemical_formula_weight         365.24
_chemical_melting_point          91
_chemical_name_common            1,4-phenylenediamine.2p-chlorophenol
_chemical_name_systematic
' (1,4-diaminobenzene).2(4-chloro,1-hydroxybenzene)'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                70.000(10)
_cell_angle_beta                 86.670(10)
_cell_angle_gamma                82.180(10)
_cell_formula_units_Z            1
_cell_length_a                   4.4878(7)
_cell_length_b                   8.785(2)
_cell_length_c                   11.9870(10)
_cell_measurement_reflns_used    50
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      12.43
_cell_measurement_theta_min      4.45
_cell_volume                     439.93(13)
_computing_cell_refinement       'XSCANS (Siemens, 1993)'
_computing_data_collection       'XSCANS (Siemens, 1993)'
_computing_data_reduction        'XSCANS (Siemens, 1993)'
_computing_molecular_graphics
'XTAL3.4 (Hall et al., 1995), ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_refinement
'XTAL3.4 CRYLSQ (Hall et al., 1995), SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'XTAL3.4 (Hall et al., 1995) direct methods'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2005
_diffrn_reflns_theta_max         24.25
_diffrn_reflns_theta_min         1.81
_diffrn_standards_decay_%        1.2
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.381
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      ?
_exptl_crystal_description       cut-plate
_exptl_crystal_F_000             190
_exptl_crystal_size_max          .58
_exptl_crystal_size_mid          .42
_exptl_crystal_size_min          .30
_refine_diff_density_max         0.144
_refine_diff_density_min         -0.195
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.040
_refine_ls_goodness_of_fit_obs   1.090
_refine_ls_hydrogen_treatment
;  phenyl hydrogens calculated; riding model .96A, U = 1.2 times U attached C.
amine and hydroxyl hydrogens positions refined, U~iso~ = 1.2 times U
of O or N.
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1025
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_restrained_S_obs      1.090
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_obs          0.0401
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;w=1/[\s^2^(Fo^2^)+(0.0430P)^2^+0.0889P] where
P = (Fo^2^+2Fc^2^)/3
;
_refine_ls_wR_factor_all         0.1082
_refine_ls_wR_factor_obs         0.0952
_reflns_number_observed          1025
_reflns_number_total             1410
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bk0047.cif
_cod_data_source_block           V
_cod_original_cell_volume        439.95(12)
_cod_database_code               2002923