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_7202451
_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 H15 N2, Cl'
_chemical_formula_sum            'C6 H15 Cl N2'
_chemical_formula_weight         150.65
_chemical_name_common            '1-ammonio-2-amine-cyclohexane chloride'
_chemical_name_systematic        '1-ammonio-2-amine-cyclohexane chloride'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.144(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4694(2)
_cell_length_b                   15.3118(3)
_cell_length_c                   8.0970(2)
_cell_measurement_reflns_used    8550
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.2870
_cell_measurement_theta_min      2.6526
_cell_volume                     869.41(4)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_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 1.000
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_details
;
1 omega 6.00 56.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 0.0000 30.0000 0.0000 0.0000 50

2 omega -39.00 13.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 -77.0000 60.0000 0.0000 0.0000 52

3 omega -9.00 56.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 0.0000 90.0000 0.0000 0.0000 65

4 omega -88.00 6.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 -45.0000 270.0000 0.0000 0.0000 94

5 omega -87.00 -35.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 -77.0000 90.0000 0.0000 0.0000 52

6 omega -87.00 -9.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 144.0000 -5.0000 0.0000 0.0000 78

7 omega -41.00 9.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 45.0000 0.0000 0.0000 0.0000 50

8 omega 5.00 54.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 45.0000 120.0000 0.0000 0.0000 49

9 omega -42.00 6.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 -45.0000 90.0000 0.0000 0.0000 48

10 omega -47.00 -3.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 77.0000 300.0000 0.0000 0.0000 44

11 omega -41.00 9.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 45.0000 240.0000 0.0000 0.0000 50

12 omega -38.00 13.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- -17.2830 -77.0000 180.0000 0.0000 0.0000 51

13 omega 29.00 71.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 -116.0000 11.0000 0.0000 0.0000 42

14 omega 41.00 90.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 45.0000 90.0000 0.0000 0.0000 49

15 omega 5.00 54.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 -86.0000 309.0000 0.0000 0.0000 49

16 omega 46.00 90.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 45.0000 0.0000 0.0000 0.0000 44

17 omega 36.00 78.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 -127.0000 162.0000 0.0000 0.0000 42

18 omega 47.00 77.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 0.0000 150.0000 0.0000 0.0000 30

19 omega -4.00 21.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 45.0000 210.0000 0.0000 0.0000 25

20 omega -4.00 34.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 45.0000 330.0000 0.0000 0.0000 38

21 omega -51.00 -26.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 19.1580 -77.0000 210.0000 0.0000 0.0000 25

;
_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      0.0231436808
_diffrn_orient_matrix_UB_12      0.0333565008
_diffrn_orient_matrix_UB_13      -0.0500481577
_diffrn_orient_matrix_UB_21      -0.0287648353
_diffrn_orient_matrix_UB_22      -0.0275590081
_diffrn_orient_matrix_UB_23      -0.0750589341
_diffrn_orient_matrix_UB_31      -0.0942959358
_diffrn_orient_matrix_UB_32      0.0167074620
_diffrn_orient_matrix_UB_33      -0.0239174155
_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  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            18139
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.38
_diffrn_reflns_theta_min         2.66
_exptl_absorpt_coefficient_mu    0.365
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.891
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
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            colorless
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.4252
_exptl_crystal_size_mid          0.3344
_exptl_crystal_size_min          0.1268
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         2180
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0349
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0835
_refine_ls_wR_factor_ref         0.0893
_reflns_number_gt                1660
_reflns_number_total             2180
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b812892h.txt
_cod_data_source_block           exp_85_abs
_cod_database_code               7202451