#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/97/2219787.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_2219787
loop_
_publ_author_name
'Jiang, Xiao'
'Wu, Shu-Li'
'Shao, Zhi-Dong'
'Liang, Yun-Xiao'
_publ_section_title
;
 Bis[(m-phenylenedimethylene)diammonium] tetradecaborate
;
_journal_coeditor_code           BT2801
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2129
_journal_paper_doi               10.1107/S1600536808033333
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '2C8 H14 N2 2+ , B14 H6 O26 4-'
_chemical_formula_moiety         '2C8 H14 N2 2+ , B14 H6 O26 4-'
_chemical_formula_sum            'C16 H34 B14 N4 O26'
_chemical_formula_weight         849.81
_chemical_name_systematic
;
Bis[(m-phenylenedimethylene)diammonium] tetradecaborate
;
_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           SHELXL97
_cell_angle_alpha                109.68(3)
_cell_angle_beta                 108.24(3)
_cell_angle_gamma                102.19(3)
_cell_formula_units_Z            1
_cell_length_a                   9.1025(18)
_cell_length_b                   10.293(2)
_cell_length_c                   10.942(2)
_cell_measurement_reflns_used    4940
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      54.92
_cell_measurement_theta_min      6.73
_cell_volume                     857.4(5)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'Crystal Structure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       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  0.0233
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6803
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.37
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.458
_refine_ls_extinction_coef       0.012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.237
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3009
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.237
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0351
_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)+(0.0299P)²+1.2547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0764
_refine_ls_wR_factor_ref         0.1275
_reflns_number_gt                2002
_reflns_number_total             3009
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2801.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     -P1
_cod_database_code               2219787
_cod_database_fobs_code          2219787
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 0.6460(5) 0.4668(4) 0.7888(4) 0.0240(8) Uani d . 1
B B2 0.7413(4) 0.3345(4) 0.6060(4) 0.0222(8) Uani d . 1
B B3 0.5338(4) 0.1936(4) 0.6602(4) 0.0247(8) Uani d . 1
B B4 0.6535(4) 0.6248(4) 1.0187(4) 0.0209(7) Uani d . 1
B B5 0.4617(5) 0.6104(4) 0.8040(4) 0.0233(8) Uani d . 1
B B6 0.7437(4) 0.3478(4) 0.3829(4) 0.0225(8) Uani d . 1
B B7 0.9709(5) 0.3173(4) 0.5343(4) 0.0252(8) Uani d . 1
O O1 0.7649(3) 0.4597(2) 0.7304(2) 0.0238(5) Uani d . 1
O O2 0.6220(3) 0.1961(2) 0.5811(2) 0.0279(5) Uani d . 1
O O3 0.5410(3) 0.3195(2) 0.7601(2) 0.0266(5) Uani d . 1
O O4 0.7324(3) 0.5555(2) 0.9474(2) 0.0231(5) Uani d . 1
O O5 0.5160(3) 0.6519(2) 0.9489(2) 0.0259(5) Uani d . 1
O O6 0.5330(3) 0.5377(2) 0.7283(2) 0.0248(5) Uani d . 1
O O7 0.6718(3) 0.3576(2) 0.4736(2) 0.0263(5) Uani d . 1
O O8 0.8946(3) 0.3301(3) 0.4095(2) 0.0297(6) Uani d . 1
O O9 0.9009(3) 0.3166(2) 0.6244(2) 0.0260(5) Uani d . 1
O O10 0.4275(3) 0.0652(3) 0.6413(3) 0.0447(7) Uani d . 1
H H10A 0.4225 -0.0042 0.5733 0.067 Uiso calc R 1
O O11 0.7074(3) 0.6690(2) 1.1630(2) 0.0269(5) Uani d . 1
H H11A 0.6297 0.6722 1.1852 0.040 Uiso calc R 1
O O12 0.3292(3) 0.6490(3) 0.7475(2) 0.0284(5) Uani d . 1
O O13 1.1239(3) 0.3064(3) 0.5617(2) 0.0374(6) Uani d . 1
H H13A 1.1659 0.3147 0.6433 0.056 Uiso calc R 1
N N1 0.3291(3) 0.3057(3) 0.4112(3) 0.0329(7) Uani d . 1
H H1A 0.4353 0.3287 0.4654 0.049 Uiso calc R 1
H H1B 0.2747 0.3228 0.4662 0.049 Uiso calc R 1
H H1C 0.3203 0.3605 0.3633 0.049 Uiso calc R 1
N N2 -0.1153(3) 0.4082(3) 0.0950(3) 0.0320(7) Uani d . 1
H H2A -0.1372 0.4667 0.0531 0.048 Uiso calc R 1
H H2B -0.0078 0.4427 0.1513 0.048 Uiso calc R 1
H H2C -0.1730 0.4060 0.1471 0.048 Uiso calc R 1
C C1 0.0788(4) 0.1079(4) 0.2176(4) 0.0316(8) Uani d . 1
C C2 0.0378(4) 0.1765(4) 0.1291(4) 0.0313(8) Uani d . 1
H H2D 0.1214 0.2350 0.1185 0.038 Uiso calc R 1
C C3 -0.1245(4) 0.1600(4) 0.0564(4) 0.0310(8) Uani d . 1
C C4 -0.2492(4) 0.0650(4) 0.0667(4) 0.0380(9) Uani d . 1
H H4A -0.3593 0.0505 0.0165 0.046 Uiso calc R 1
C C5 -0.2107(5) -0.0074(4) 0.1508(4) 0.0452(10) Uani d . 1
H H5A -0.2949 -0.0713 0.1563 0.054 Uiso calc R 1
C C6 -0.0475(5) 0.0143(4) 0.2272(4) 0.0387(9) Uani d . 1
H H6A -0.0220 -0.0337 0.2850 0.046 Uiso calc R 1
C C7 0.2573(5) 0.1467(4) 0.3083(4) 0.0413(9) Uani d . 1
H H7A 0.2681 0.0865 0.3600 0.050 Uiso calc R 1
H H7B 0.3166 0.1274 0.2483 0.050 Uiso calc R 1
C C8 -0.1624(5) 0.2555(4) -0.0168(4) 0.0373(9) Uani d . 1
H H8A -0.2794 0.2172 -0.0789 0.045 Uiso calc R 1
H H8B -0.1006 0.2570 -0.0744 0.045 Uiso calc R 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_3
_geom_angle
O1 B1 O3 . 112.6(3)
O1 B1 O4 . 109.6(3)
O3 B1 O4 . 107.5(2)
O1 B1 O6 . 111.1(3)
O3 B1 O6 . 107.2(3)
O4 B1 O6 . 108.6(2)
O1 B2 O9 . 108.6(3)
O1 B2 O2 . 112.9(2)
O9 B2 O2 . 109.0(3)
O1 B2 O7 . 110.2(3)
O9 B2 O7 . 110.1(2)
O2 B2 O7 . 105.9(3)
O2 B3 O3 . 121.8(3)
O2 B3 O10 . 122.5(3)
O3 B3 O10 . 115.7(3)
O4 B4 O11 . 120.4(3)
O4 B4 O5 . 121.5(3)
O11 B4 O5 . 118.1(3)
O6 B5 O12 . 124.5(3)
O6 B5 O5 . 121.6(3)
O12 B5 O5 . 113.8(3)
O7 B6 O8 . 122.9(3)
O7 B6 O12 2_666 122.9(3)
O8 B6 O12 2_666 114.2(3)
O9 B7 O13 . 120.9(3)
O9 B7 O8 . 122.5(3)
O13 B7 O8 . 116.6(3)
B1 O1 B2 . 123.5(3)
B3 O2 B2 . 122.1(3)
B3 O3 B1 . 121.8(2)
B4 O4 B1 . 119.7(3)
B5 O5 B4 . 118.9(2)
B5 O6 B1 . 120.7(2)
B6 O7 B2 . 122.4(2)
B6 O8 B7 . 117.6(3)
B7 O9 B2 . 124.2(3)
B3 O10 H10A . 109.5
B4 O11 H11A . 109.5
B5 O12 B6 2_666 132.5(3)
B7 O13 H13A . 109.5
C7 N1 H1A . 109.5
C7 N1 H1B . 109.5
H1A N1 H1B . 109.5
C7 N1 H1C . 109.5
H1A N1 H1C . 109.5
H1B N1 H1C . 109.5
C8 N2 H2A . 109.5
C8 N2 H2B . 109.5
H2A N2 H2B . 109.5
C8 N2 H2C . 109.5
H2A N2 H2C . 109.5
H2B N2 H2C . 109.5
C2 C1 C6 . 118.9(3)
C2 C1 C7 . 118.6(3)
C6 C1 C7 . 122.2(3)
C3 C2 C1 . 121.5(3)
C3 C2 H2D . 119.2
C1 C2 H2D . 119.2
C2 C3 C4 . 118.6(3)
C2 C3 C8 . 120.2(3)
C4 C3 C8 . 120.9(3)
C5 C4 C3 . 120.5(3)
C5 C4 H4A . 119.8
C3 C4 H4A . 119.8
C4 C5 C6 . 120.3(4)
C4 C5 H5A . 119.8
C6 C5 H5A . 119.8
C5 C6 C1 . 120.1(3)
C5 C6 H6A . 120.0
C1 C6 H6A . 120.0
N1 C7 C1 . 109.5(3)
N1 C7 H7A . 109.8
C1 C7 H7A . 109.8
N1 C7 H7B . 109.8
C1 C7 H7B . 109.8
H7A C7 H7B . 108.2
C3 C8 N2 . 108.3(3)
C3 C8 H8A . 110.0
N2 C8 H8A . 110.0
C3 C8 H8B . 110.0
N2 C8 H8B . 110.0
H8A C8 H8B . 108.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
B1 O1 . 1.421(4)
B1 O3 . 1.480(4)
B1 O4 . 1.496(4)
B1 O6 . 1.499(4)
B2 O1 . 1.442(4)
B2 O9 . 1.463(4)
B2 O2 . 1.477(4)
B2 O7 . 1.509(4)
B3 O2 . 1.354(4)
B3 O3 . 1.358(4)
B3 O10 . 1.370(4)
B4 O4 . 1.351(4)
B4 O11 . 1.370(4)
B4 O5 . 1.386(4)
B5 O6 . 1.338(4)
B5 O12 . 1.377(4)
B5 O5 . 1.380(4)
B6 O7 . 1.338(4)
B6 O8 . 1.377(4)
B6 O12 2_666 1.388(4)
B7 O9 . 1.332(4)
B7 O13 . 1.368(4)
B7 O8 . 1.388(4)
O10 H10A . 0.8200
O11 H11A . 0.8200
O12 B6 2_666 1.388(4)
O13 H13A . 0.8200
N1 C7 . 1.489(5)
N1 H1A . 0.8900
N1 H1B . 0.8900
N1 H1C . 0.8900
N2 C8 . 1.497(4)
N2 H2A . 0.8900
N2 H2B . 0.8900
N2 H2C . 0.8900
C1 C2 . 1.385(5)
C1 C6 . 1.391(5)
C1 C7 . 1.495(5)
C2 C3 . 1.383(5)
C2 H2D . 0.9300
C3 C4 . 1.394(5)
C3 C8 . 1.492(5)
C4 C5 . 1.377(6)
C4 H4A . 0.9300
C5 C6 . 1.383(5)
C5 H5A . 0.9300
C6 H6A . 0.9300
C7 H7A . 0.9700
C7 H7B . 0.9700
C8 H8A . 0.9700
C8 H8B . 0.9700
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
O10 H10A O2 2_656 0.82 1.98 2.784(2) 168 yes
O11 H11A O3 2_667 0.82 1.84 2.659(2) 179 yes
O13 H13A O11 2_767 0.82 2.00 2.815(2) 173 yes
N1 H1A O7 1_555 0.89 2.08 2.863(2) 146 yes
N1 H1B O13 1_455 0.89 1.98 2.850(2) 166 yes
N1 H1C O6 2_666 0.89 2.20 2.916(2) 137 yes
N1 H1C O1 2_666 0.89 2.54 3.394(2) 161 yes
N2 H2A O4 1_454 0.89 1.97 2.822(2) 159 yes
N2 H2B O1 2_666 0.89 1.99 2.877(2) 173 yes
N2 H2B O9 2_666 0.89 2.55 3.052(2) 116 yes
N2 H2C O12 2_566 0.89 2.19 3.067(2) 168 yes
