#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/59/1515972.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1515972
loop_
_publ_author_name
'Lloyd, Gareth O.'
'Steed, Jonathan W.'
_publ_section_title
;
 Anion tuning of the rheology, morphology and gelation of a low molecular
 weight salt hydrogelator
;
_journal_issue                   1
_journal_name_full               'Soft Matter'
_journal_page_first              75
_journal_paper_doi               10.1039/c0sm00594k
_journal_volume                  7
_journal_year                    2011
_chemical_formula_sum            'C11 H14 B F4 N5 O4'
_chemical_formula_weight         367.08
_chemical_name_systematic
;
(3.10H+)(BF4).H2O
;
_space_group_IT_number           2
_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                94.481(2)
_cell_angle_beta                 104.643(2)
_cell_angle_gamma                110.579(2)
_cell_formula_units_Z            2
_cell_length_a                   7.7509(4)
_cell_length_b                   8.2203(5)
_cell_length_c                   13.2848(7)
_cell_measurement_temperature    120(2)
_cell_volume                     753.55(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0481
_diffrn_reflns_av_sigmaI/netI    0.0752
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12989
_diffrn_reflns_theta_full        30.53
_diffrn_reflns_theta_max         30.53
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.9804
_exptl_absorpt_correction_T_min  0.9541
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4594
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0585
_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)+(0.0622P)²+0.3504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1402
_refine_ls_wR_factor_ref         0.1671
_reflns_number_gt                2963
_reflns_number_total             4594
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0sm00594k.txt
_cod_data_source_block           z:\xraydata\gareth\09srv289\work\srv289m
_cod_original_cell_volume        753.54(7)
_cod_database_code               1515972
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
F1 F 0.57932(17) 0.25215(15) 0.28143(10) 0.0350(3) Uani 1 1 d .
O1 O 0.13502(19) 0.69185(17) 0.29029(11) 0.0271(3) Uani 1 1 d .
N1 N 0.0944(2) 0.8428(2) 0.57073(12) 0.0253(3) Uani 1 1 d .
H1N H 0.0197 0.7634 0.5983 0.030 Uiso 1 1 calc R
C1 C 0.2096(3) 1.0762(3) 0.72665(15) 0.0292(4) Uani 1 1 d .
H1A H 0.1032 0.9911 0.7457 0.044 Uiso 1 1 calc R
H1B H 0.1957 1.1903 0.7287 0.044 Uiso 1 1 calc R
H1C H 0.3329 1.0908 0.7771 0.044 Uiso 1 1 calc R
B1 B 0.6336(3) 0.4083(3) 0.35281(17) 0.0264(4) Uani 1 1 d .
H1W H 0.151(5) 0.483(2) 0.329(3) 0.086(11) Uiso 1 1 d D
F2 F 0.83179(16) 0.48046(15) 0.39809(11) 0.0368(3) Uani 1 1 d .
O2 O 0.2330(3) 0.2611(2) 0.10864(12) 0.0391(4) Uani 1 1 d .
N2 N 0.1152(2) 0.8143(2) 0.47385(12) 0.0247(3) Uani 1 1 d .
H2N H 0.0569 0.7138 0.4283 0.030 Uiso 1 1 calc R
C2 C 0.2048(3) 1.0100(2) 0.61820(15) 0.0249(4) Uani 1 1 d .
H2W H 0.2879(10) 0.406(5) 0.377(3) 0.085(11) Uiso 1 1 d D
F3 F 0.5431(2) 0.3634(2) 0.43119(11) 0.0499(4) Uani 1 1 d .
O3 O 0.2316(3) 0.2279(2) -0.05349(13) 0.0540(5) Uani 1 1 d .
N3 N 0.2873(2) 0.9835(2) 0.36593(12) 0.0247(3) Uani 1 1 d .
H3N H 0.3565 1.0899 0.3583 0.030 Uiso 1 1 calc R
C3 C 0.3007(3) 1.0918(2) 0.54923(15) 0.0256(4) Uani 1 1 d .
H3 H 0.3901 1.2106 0.5615 0.031 Uiso 1 1 calc R
F4 F 0.5740(2) 0.52818(17) 0.30346(12) 0.0505(4) Uani 1 1 d .
O4 O 0.1532(2) 0.3739(2) 0.34644(13) 0.0352(4) Uani 1 1 d D
N4 N 0.2936(2) 0.8905(2) 0.20006(13) 0.0264(3) Uani 1 1 d .
H4N H 0.3533 1.0041 0.2018 0.032 Uiso 1 1 calc R
C4 C 0.2393(2) 0.9644(2) 0.45861(14) 0.0224(4) Uani 1 1 d .
N5 N 0.2372(2) 0.3168(2) 0.02615(13) 0.0290(4) Uani 1 1 d .
C5 C 0.2317(3) 0.8427(2) 0.28421(15) 0.0236(4) Uani 1 1 d .
C6 C 0.2696(3) 0.7713(2) 0.10931(15) 0.0236(4) Uani 1 1 d .
C7 C 0.2627(3) 0.6006(2) 0.11408(15) 0.0240(4) Uani 1 1 d .
H7 H 0.2678 0.5558 0.1781 0.029 Uiso 1 1 calc R
C8 C 0.2483(3) 0.4987(2) 0.02212(15) 0.0247(4) Uani 1 1 d .
C9 C 0.2445(3) 0.5575(3) -0.07241(16) 0.0319(4) Uani 1 1 d .
H9 H 0.2361 0.4837 -0.1336 0.038 Uiso 1 1 calc R
C10 C 0.2535(3) 0.7289(3) -0.07485(17) 0.0360(5) Uani 1 1 d .
H10 H 0.2515 0.7737 -0.1387 0.043 Uiso 1 1 calc R
C11 C 0.2653(3) 0.8355(3) 0.01504(16) 0.0300(4) Uani 1 1 d .
H11 H 0.2705 0.9522 0.0123 0.036 Uiso 1 1 calc R
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'
F F 0.0171 0.0103 '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
C2 N1 N2 109.45(16)
C2 N1 H1N 125.3
N2 N1 H1N 125.3
C2 C1 H1A 109.5
C2 C1 H1B 109.5
H1A C1 H1B 109.5
C2 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
F4 B1 F2 109.91(16)
F4 B1 F1 110.93(17)
F2 B1 F1 110.03(16)
F4 B1 F3 109.23(18)
F2 B1 F3 109.72(17)
F1 B1 F3 106.97(16)
C4 N2 N1 108.66(15)
C4 N2 H2N 125.7
N1 N2 H2N 125.7
N1 C2 C3 107.73(16)
N1 C2 C1 120.50(18)
C3 C2 C1 131.77(17)
C4 N3 C5 122.98(16)
C4 N3 H3N 118.5
C5 N3 H3N 118.5
C2 C3 C4 106.07(16)
C2 C3 H3 127.0
C4 C3 H3 127.0
H1W O4 H2W 101(3)
C5 N4 C6 125.10(16)
C5 N4 H4N 117.4
C6 N4 H4N 117.4
N2 C4 N3 123.78(16)
N2 C4 C3 108.08(16)
N3 C4 C3 128.10(17)
O3 N5 O2 122.89(17)
O3 N5 C8 118.27(17)
O2 N5 C8 118.83(16)
O1 C5 N4 125.17(17)
O1 C5 N3 121.37(17)
N4 C5 N3 113.46(16)
C7 C6 C11 120.34(17)
C7 C6 N4 122.27(17)
C11 C6 N4 117.26(16)
C8 C7 C6 117.48(17)
C8 C7 H7 121.3
C6 C7 H7 121.3
C9 C8 C7 123.89(17)
C9 C8 N5 118.37(17)
C7 C8 N5 117.74(17)
C8 C9 C10 117.51(18)
C8 C9 H9 121.2
C10 C9 H9 121.2
C11 C10 C9 120.74(19)
C11 C10 H10 119.6
C9 C10 H10 119.6
C10 C11 C6 120.02(18)
C10 C11 H11 120.0
C6 C11 H11 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 B1 1.397(2)
O1 C5 1.224(2)
N1 C2 1.336(2)
N1 N2 1.350(2)
N1 H1N 0.8800
C1 C2 1.486(3)
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
B1 F4 1.372(3)
B1 F2 1.382(2)
B1 F3 1.400(3)
O2 N5 1.224(2)
N2 C4 1.338(2)
N2 H2N 0.8800
C2 C3 1.391(3)
O3 N5 1.220(2)
N3 C4 1.378(2)
N3 C5 1.386(2)
N3 H3N 0.8800
C3 C4 1.391(2)
C3 H3 0.9500
O4 H1W 0.949(2)
O4 H2W 0.950(2)
N4 C5 1.357(2)
N4 C6 1.422(2)
N4 H4N 0.8800
N5 C8 1.473(2)
C6 C7 1.393(3)
C6 C11 1.393(3)
C7 C8 1.383(3)
C7 H7 0.9500
C8 C9 1.378(3)
C9 C10 1.389(3)
C9 H9 0.9500
C10 C11 1.388(3)
C10 H10 0.9500
C11 H11 0.9500
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C2 N1 N2 C4 -0.2(2)
N2 N1 C2 C3 -0.3(2)
N2 N1 C2 C1 -179.68(16)
N1 C2 C3 C4 0.6(2)
C1 C2 C3 C4 179.94(19)
N1 N2 C4 N3 -177.35(16)
N1 N2 C4 C3 0.6(2)
C5 N3 C4 N2 -8.8(3)
C5 N3 C4 C3 173.64(17)
C2 C3 C4 N2 -0.8(2)
C2 C3 C4 N3 177.08(17)
C6 N4 C5 O1 -5.4(3)
C6 N4 C5 N3 175.00(16)
C4 N3 C5 O1 0.2(3)
C4 N3 C5 N4 179.80(16)
C5 N4 C6 C7 -30.1(3)
C5 N4 C6 C11 153.96(18)
C11 C6 C7 C8 -1.1(3)
N4 C6 C7 C8 -176.95(17)
C6 C7 C8 C9 1.4(3)
C6 C7 C8 N5 -178.87(16)
O3 N5 C8 C9 2.4(3)
O2 N5 C8 C9 -177.24(18)
O3 N5 C8 C7 -177.36(19)
O2 N5 C8 C7 3.0(3)
C7 C8 C9 C10 -0.8(3)
N5 C8 C9 C10 179.48(18)
C8 C9 C10 C11 -0.1(3)
C9 C10 C11 C6 0.4(3)
C7 C6 C11 C10 0.2(3)
N4 C6 C11 C10 176.27(18)
