#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/25/2212598.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2212598
loop_
_publ_author_name
'Chun-Yang Pan'
'Guo-Ming Wang'
'Shou-Tian Zheng'
'Guo-Yu Yang'
_publ_section_title
;
 Cyclohexane-1,4-diammonium tetrahydroxotetraborate 2.5-hydrate
;
_journal_coeditor_code           HK2187
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1207
_journal_page_last               o1209
_journal_paper_doi               10.1107/S1600536807005478
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C6 H16 N2 2+, B4 H4 O9 2-, 2.5H2 O'
_chemical_formula_moiety         '(C6 H16 N2 2+), (B4 H4 O9 2-), 2.5(H2 O)'
_chemical_formula_sum            'C6 H25 B4 N4 O11.5'
_chemical_formula_weight         352.52
_chemical_name_systematic
;
Cyclohexane-1,4-diammonium tetrahydroxotetraborate 2.5-hydrate
;
_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                110.517(3)
_cell_angle_beta                 108.380(2)
_cell_angle_gamma                96.470(5)
_cell_formula_units_Z            2
_cell_length_a                   8.3581(4)
_cell_length_b                   9.9625(5)
_cell_length_c                   10.8064(2)
_cell_measurement_reflns_used    3179
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.50
_cell_measurement_theta_min      2.41
_cell_volume                     774.13(6)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1999)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Siemens SMART CCD area-dedector'
_diffrn_measurement_method       'φ and ω'
_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  0.0157
_diffrn_reflns_av_sigmaI/netI    0.0260
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5590
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.41
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             374
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.393
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3179
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.188
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0493
_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/[σ²(Fo²)+(0.0652P)²+0.4252P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1349
_reflns_number_gt                2526
_reflns_number_total             3179
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hk2187.cif
_cod_data_source_block           I
_cod_original_cell_volume        774.12(6)
_cod_database_code               2212598
_cod_database_fobs_code          2212598
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
B B1 1.6013(3) 1.7011(3) 0.5106(3) 0.0272(5) Uani d . 1
B B2 1.3916(3) 1.6556(3) 0.2705(3) 0.0260(5) Uani d . 1
B B3 1.6260(3) 1.6828(3) 0.1821(3) 0.0268(5) Uani d . 1
B B4 1.6266(3) 1.8777(3) 0.4020(3) 0.0248(5) Uani d . 1
O O1 1.6584(3) 1.6726(2) 0.63005(18) 0.0376(4) Uani d . 1
O O2 1.2042(2) 1.59781(19) 0.20694(18) 0.0366(4) Uani d . 1
H H2 1.1795 1.5117 0.1491 0.055 Uiso calc R 1
O O3 1.7090(2) 1.6376(2) 0.08980(19) 0.0364(4) Uani d . 1
O O4 1.6766(2) 2.03708(17) 0.45242(18) 0.0287(4) Uani d . 1
O O5 1.4664(2) 1.60562(17) 0.38770(17) 0.0308(4) Uani d . 1
O O6 1.4708(2) 1.59975(17) 0.16121(16) 0.0287(4) Uani d . 1
O O7 1.71269(19) 1.81393(17) 0.29993(17) 0.0290(4) Uani d . 1
O O8 1.6889(2) 1.83332(17) 0.52380(16) 0.0286(4) Uani d . 1
O O9 1.43750(19) 1.81723(16) 0.32957(16) 0.0256(4) Uani d . 1
N N1 1.0406(3) 0.7249(2) -0.6021(2) 0.0336(5) Uani d . 1
N N2 1.6859(3) 1.0108(3) -0.1798(3) 0.0451(6) Uani d . 1
C C1 0.8796(3) 0.4802(3) -0.6415(3) 0.0396(6) Uani d . 1
H H1A 0.9379 0.4328 -0.7032 0.048 Uiso calc R 1
H H1B 0.7725 0.4926 -0.7002 0.048 Uiso calc R 1
C C2 0.9960(3) 0.6306(3) -0.5308(3) 0.0313(5) Uani d . 1
H H2A 0.9323 0.6793 -0.4733 0.038 Uiso calc R 1
C C3 1.1625(3) 0.6175(3) -0.4318(3) 0.0366(6) Uani d . 1
H H3A 1.2312 0.7152 -0.3602 0.044 Uiso calc R 1
H H3B 1.2308 0.5749 -0.4861 0.044 Uiso calc R 1
C C4 1.5502(4) 0.8674(3) -0.0751(3) 0.0409(6) Uani d . 1
H H4A 1.6635 0.8794 -0.0053 0.049 Uiso calc R 1
H H4B 1.5247 0.7766 -0.1587 0.049 Uiso calc R 1
C C5 1.5526(3) 0.9979(3) -0.1163(3) 0.0358(6) Uani d . 1
H H5B 1.4378 0.9823 -0.1882 0.043 Uiso calc R 1
C C6 1.5882(4) 1.1419(3) 0.0124(3) 0.0392(6) Uani d . 1
H H6B 1.7023 1.1602 0.0844 0.047 Uiso calc R 1
H H6C 1.5880 1.2237 -0.0166 0.047 Uiso calc R 1
O O1W 1.0094(3) 1.3048(3) -0.0041(3) 0.0656(6) Uani d D 1
H H1G 1.0883 1.2980 -0.0517 0.098 Uiso d RD 1
H H1H 1.0553 1.3851 0.0771 0.098 Uiso d RD 1
O O2W 1.0369(4) 0.9823(4) -0.2793(3) 0.1001(11) Uani d DU 1
H H2G 0.9178 0.9752 -0.3235 0.150 Uiso d RD 1
H H2F 1.1081 1.0444 -0.3015 0.150 Uiso d RD 1
O O3W 0.9944(5) 1.0628(5) 0.0626(5) 0.0587(11) Uani d PD 0.50
H H3E 1.0340 1.1614 0.0671 0.088 Uiso d PRD 0.50
H H3D 0.9902 1.0838 0.1475 0.088 Uiso d PRD 0.50
H H7 1.086(4) 0.673(3) -0.669(3) 0.045(8) Uiso d . 1
H H3 1.650(4) 1.560(4) 0.013(4) 0.052(9) Uiso d . 1
H H6 1.135(4) 0.821(4) -0.527(3) 0.053(9) Uiso d . 1
H H4 1.630(5) 2.075(4) 0.516(4) 0.063(10) Uiso d . 1
H H5 0.944(5) 0.753(4) -0.641(4) 0.071(11) Uiso d . 1
H H10 1.674(5) 1.084(4) -0.218(4) 0.073(12) Uiso d . 1
H H1 1.606(5) 1.595(4) 0.625(4) 0.068(11) Uiso d . 1
H H9 1.676(6) 0.909(5) -0.256(5) 0.093(14) Uiso d . 1
H H8 1.794(6) 1.041(5) -0.116(5) 0.084(13) Uiso d . 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O5 B1 O1 . . 122.7(2) yes
O5 B1 O8 . . 122.4(2) yes
O1 B1 O8 . . 114.9(2) yes
O2 B2 O9 . . 110.55(19) yes
O2 B2 O5 . . 109.11(19) yes
O9 B2 O5 . . 109.39(18) yes
O2 B2 O6 . . 110.79(18) yes
O9 B2 O6 . . 108.38(18) yes
O5 B2 O6 . . 108.58(18) yes
O6 B3 O3 . . 121.9(2) yes
O6 B3 O7 . . 122.4(2) yes
O3 B3 O7 . . 115.6(2) yes
O4 B4 O9 . . 112.39(18) yes
O4 B4 O8 . . 110.32(18) yes
O9 B4 O8 . . 108.36(18) yes
O4 B4 O7 . . 107.46(18) yes
O9 B4 O7 . . 109.54(17) yes
O8 B4 O7 . . 108.70(18) yes
B1 O1 H1 . . 117(3) no
B2 O2 H2 . . 109.5 no
B3 O3 H3 . . 115(2) no
B4 O4 H4 . . 107(2) no
B1 O5 B2 . . 119.37(18) no
B3 O6 B2 . . 118.34(17) no
B3 O7 B4 . . 119.46(18) no
B1 O8 B4 . . 118.24(18) no
B2 O9 B4 . . 111.19(17) no
C2 N1 H7 . . 109.4(18) no
C2 N1 H6 . . 110.2(17) no
H7 N1 H6 . . 108(3) no
C2 N1 H5 . . 108(2) no
H7 N1 H5 . . 114(3) no
H6 N1 H5 . . 107(3) no
C5 N2 H10 . . 110(2) no
C5 N2 H9 . . 110(2) no
H10 N2 H9 . . 112(3) no
C5 N2 H8 . . 113(3) no
H10 N2 H8 . . 105(3) no
H9 N2 H8 . . 106(4) no
C2 C1 C3 . 2_764 110.3(2) no
C2 C1 H1A . . 109.6 no
C3 C1 H1A 2_764 . 109.6 no
C2 C1 H1B . . 109.6 no
C3 C1 H1B 2_764 . 109.6 no
H1A C1 H1B . . 108.1 no
N1 C2 C3 . . 109.23(19) no
N1 C2 C1 . . 110.4(2) no
C3 C2 C1 . . 111.9(2) no
N1 C2 H2A . . 108.4 no
C3 C2 H2A . . 108.4 no
C1 C2 H2A . . 108.4 no
C2 C3 C1 . 2_764 110.3(2) no
C2 C3 H3A . . 109.6 no
C1 C3 H3A 2_764 . 109.6 no
C2 C3 H3B . . 109.6 no
C1 C3 H3B 2_764 . 109.6 no
H3A C3 H3B . . 108.1 no
C5 C4 C6 . 2_875 109.4(2) no
C5 C4 H4A . . 109.8 no
C6 C4 H4A 2_875 . 109.8 no
C5 C4 H4B . . 109.8 no
C6 C4 H4B 2_875 . 109.8 no
H4A C4 H4B . . 108.2 no
N2 C5 C4 . . 111.3(2) no
N2 C5 C6 . . 109.6(2) no
C4 C5 C6 . . 111.0(2) no
N2 C5 H5B . . 108.3 no
C4 C5 H5B . . 108.3 no
C6 C5 H5B . . 108.3 no
C4 C6 C5 2_875 . 110.3(2) no
C4 C6 H6B 2_875 . 109.6 no
C5 C6 H6B . . 109.6 no
C4 C6 H6C 2_875 . 109.6 no
C5 C6 H6C . . 109.6 no
H6B C6 H6C . . 108.1 no
H1G O1W H1H . . 108.3 no
H2G O2W H2F . . 112.0 no
O3W O3W H3E 2_775 . 113.7 no
O3W O3W H3D 2_775 . 141.8 no
H3E O3W H3D . . 102.1 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O5 . 1.367(3) yes
B1 O1 . 1.368(3) yes
B1 O8 . 1.370(3) yes
B2 O2 . 1.449(3) yes
B2 O9 . 1.460(3) yes
B2 O5 . 1.502(3) yes
B2 O6 . 1.503(3) yes
B3 O6 . 1.364(3) yes
B3 O3 . 1.368(3) yes
B3 O7 . 1.375(3) yes
B4 O4 . 1.447(3) yes
B4 O9 . 1.465(3) yes
B4 O8 . 1.493(3) yes
B4 O7 . 1.500(3) yes
O1 H1 . 0.82(4) no
O2 H2 . 0.8200 no
O3 H3 . 0.86(4) no
O4 H4 . 0.88(4) no
N1 C2 . 1.492(3) no
N1 H7 . 0.95(3) no
N1 H6 . 1.04(3) no
N1 H5 . 0.92(4) no
N2 C5 . 1.496(3) no
N2 H10 . 0.96(4) no
N2 H9 . 1.03(5) no
N2 H8 . 0.90(5) no
C1 C2 . 1.518(3) no
C1 C3 2_764 1.529(4) no
C1 H1A . 0.9700 no
C1 H1B . 0.9700 no
C2 C3 . 1.516(3) no
C2 H2A . 0.9800 no
C3 C1 2_764 1.529(4) no
C3 H3A . 0.9700 no
C3 H3B . 0.9700 no
C4 C5 . 1.515(4) ?
C4 C6 2_875 1.524(4) no
C4 H4A . 0.9700 no
C4 H4B . 0.9700 no
C5 C6 . 1.525(4) no
C5 H5B . 0.9800 no
C6 C4 2_875 1.524(4) no
C6 H6B . 0.9700 no
C6 H6C . 0.9700 no
O1W H1G . 0.9506 no
O1W H1H . 0.8855 no
O2W H2G . 0.9408 no
O2W H2F . 0.9512 no
O3W O3W 2_775 1.525(10) no
O3W H3E . 0.9795 no
O3W H3D . 0.8790 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1W H1G O3 2_885 0.95 1.96 2.858(3) 157.3 yes
O1W H1H O2 . 0.89 2.06 2.880(3) 154.3 yes
O2W H2G O8 1_444 0.94 2.04 2.846(3) 143.3 yes
O2W H2F O7 2_885 0.95 1.93 2.864(3) 166.5 yes
O3W H3E O1W . 0.98 1.85 2.749(5) 151.6 yes
O3W H3D O2W 2_775 0.88 1.83 2.617(5) 148.3 yes
N1 H7 O2 1_544 0.95(3) 1.90(3) 2.840(3) 171(3) yes
O3 H3 O6 2_885 0.86(4) 1.85(4) 2.709(2) 175(3) yes
N1 H6 O4 2_885 1.04(3) 1.74(3) 2.732(3) 158(3) yes
O4 H4 O9 2_896 0.88(4) 1.94(4) 2.810(2) 171(3) yes
N1 H5 O7 1_444 0.91(4) 2.06(4) 2.965(3) 170(3) yes
N2 H10 O9 2_885 0.96(4) 1.90(4) 2.813(3) 158(3) yes
O1 H1 O5 2_886 0.82(4) 1.97(4) 2.767(2) 166(4) yes
N2 H9 O8 1_544 1.03(5) 2.27(5) 3.079(3) 134(3) yes
N2 H8 O3W 1_655 0.89(5) 2.04(5) 2.875(5) 157(4) yes
