Remarkable structural similarities between organic co-crystals and a metal–organic coordination network—insights into hydrogen bonded aliphatic ammonium chlorides
Baisch, Ulrich; Rubini, Katia; Braga, Dario; CrystEngComm 10 (2008) 1939–; doi:10.1039/b812892h

data_7202450
_publ_section_title
;
 Remarkable structural similarities between organic co-crystals and a
 metal--organic coordination network---insights into hydrogen bonded
 aliphatic ammonium chlorides
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1939
_journal_paper_doi               10.1039/b812892h
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C6 H16 N2, 2(C2 H6 O S), 2(Cl)'
_chemical_formula_sum            'C10 H28 Cl2 N2 O2 S2'
_chemical_formula_weight         343.36
_chemical_name_common
;
1,2-diammonio-cyclohexane dichloride mono-sulfoxide
;
_chemical_name_systematic
;
1,2-diammonio-cyclohexane dichloride mono-sulfoxide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.659(8)
_cell_angle_beta                 76.931(8)
_cell_angle_gamma                75.820(9)
_cell_formula_units_Z            1
_cell_length_a                   5.8630(6)
_cell_length_b                   8.2478(9)
_cell_length_c                   9.5959(9)
_cell_measurement_reflns_used    4109
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.4046
_cell_measurement_theta_min      2.5502
_cell_volume                     437.64(8)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.13 (release 29-11-2007 CrysAlis171 .NET)
(compiled Nov 29 2007,17:23:28)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.13 (release 29-11-2007 CrysAlis171 .NET)
(compiled Nov 29 2007,17:23:28)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.13 (release 29-11-2007 CrysAlis171 .NET)
(compiled Nov 29 2007,17:23:28)
;
_computing_molecular_graphics    ORTEP
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measurement_details
;
1 omega -40.00 12.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 -77.0000 0.0000 0.0000 0.0000 52

2 omega -86.00 -8.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 143.0000 -22.0000 0.0000 0.0000 78

3 omega 5.00 55.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 0.0000 240.0000 0.0000 0.0000 50

4 omega -48.00 5.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 77.0000 300.0000 0.0000 0.0000 53

5 omega 5.00 55.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 0.0000 30.0000 0.0000 0.0000 50

6 omega -41.00 9.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 45.0000 210.0000 0.0000 0.0000 50

7 omega -88.00 12.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 -77.0000 210.0000 0.0000 0.0000 100

8 omega -89.00 5.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 -45.0000 60.0000 0.0000 0.0000 94

9 omega -79.00 -1.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 131.0000 78.0000 0.0000 0.0000 78

10 omega -41.00 -15.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 45.0000 30.0000 0.0000 0.0000 26

11 omega 1.00 53.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 77.0000 60.0000 0.0000 0.0000 52

12 omega -48.00 -7.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 77.0000 270.0000 0.0000 0.0000 41

13 omega -82.00 -39.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.5955 -45.0000 270.0000 0.0000 0.0000 43

14 omega 0.00 80.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.3142 77.0000 330.0000 0.0000 0.0000 80

15 omega 46.00 90.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.3142 45.0000 330.0000 0.0000 0.0000 44

16 omega 58.00 88.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.3142 77.0000 60.0000 0.0000 0.0000 30

17 omega -10.00 72.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.3142 -117.0000 333.0000 0.0000 0.0000 82

18 omega 2.00 28.00 1.0000 13.9000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.3142 77.0000 30.0000 0.0000 0.0000 26

;
_diffrn_measurement_device       '95mm CCD camera (sapphire) on \k-goniostat'
_diffrn_measurement_device_type  xcalibur
_diffrn_measurement_method       'omega scan'
_diffrn_orient_matrix_UB_11      -0.0428873959
_diffrn_orient_matrix_UB_12      0.0879473189
_diffrn_orient_matrix_UB_13      0.0149608940
_diffrn_orient_matrix_UB_21      -0.0528181960
_diffrn_orient_matrix_UB_22      -0.0134870895
_diffrn_orient_matrix_UB_23      0.0721883971
_diffrn_orient_matrix_UB_31      0.1090401219
_diffrn_orient_matrix_UB_32      0.0015047110
_diffrn_orient_matrix_UB_33      0.0198551140
_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  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0613
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9199
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.4046
_diffrn_reflns_theta_min         2.5502
_exptl_absorpt_coefficient_mu    0.607
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.13 (release 29-11-2007 CrysAlis171 .NET)
(compiled Nov 29 2007,17:23:28)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             184
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2093
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0341
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0418P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0712
_refine_ls_wR_factor_ref         0.0776
_reflns_number_gt                1483
_reflns_number_total             2093
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b812892h.txt
_cod_data_source_block           ub043m_1
_cod_database_code               7202450