#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:33:26 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179535 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/04/4500494.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_4500494
loop_
_publ_author_name
'Marivel, S.'
'Arunachalam, M.'
'Ghosh, Pradyut'
_publ_section_title
;
 Binding of Polyatomic Anions with Protonated Ureido-pyridyl Ligands
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1642
_journal_paper_doi               10.1021/cg101595n
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C26 H26 F6 N8 O6 Si'
_chemical_formula_weight         688.64
_chemical_name_systematic
; 
 ? 
;
_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                104.36(1)
_cell_angle_beta                 100.10(1)
_cell_angle_gamma                93.24(1)
_cell_formula_units_Z            1
_cell_length_a                   6.385(1)
_cell_length_b                   7.828(1)
_cell_length_c                   14.914(2)
_cell_measurement_temperature    100(2)
_cell_volume                     707.03(18)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    PLATON
_computing_publication_material  'MERCURY 2.2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(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  0.0155
_diffrn_reflns_av_sigmaI/netI    0.0164
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6850
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_T_max  0.9856
_exptl_absorpt_correction_T_min  0.9645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             354
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         2496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0278
_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/[σ²(Fo²)+(0.0420P)²+0.3467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0736
_refine_ls_wR_factor_ref         0.0755
_reflns_number_gt                2312
_reflns_number_total             2496
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg101595n_si_002.cif
_cod_data_source_block           Complex3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        707.03(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4500494
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
O1 O 0.98461(16) 0.39882(13) 0.86073(7) 0.0229(2) Uani 1 1 d .
O2 O 0.43530(17) 0.31356(17) 1.20491(8) 0.0349(3) Uani 1 1 d .
O3 O 0.14685(16) 0.15992(15) 1.11772(8) 0.0286(3) Uani 1 1 d .
N1 N 1.21670(19) 0.66633(15) 0.58305(8) 0.0187(3) Uani 1 1 d .
H1A H 1.319(3) 0.699(2) 0.5512(13) 0.029(4) Uiso 1 1 d .
N2 N 0.93270(19) 0.21757(16) 0.71322(9) 0.0182(3) Uani 1 1 d .
H2A H 0.847(3) 0.152(2) 0.6689(13) 0.021(4) Uiso 1 1 d .
N3 N 0.68593(19) 0.19549(16) 0.80608(9) 0.0190(3) Uani 1 1 d .
H3A H 0.617(3) 0.124(2) 0.7578(13) 0.023(4) Uiso 1 1 d .
C1 C 1.0615(2) 0.77105(19) 0.60195(10) 0.0210(3) Uani 1 1 d .
H1 H 1.060(3) 0.873(2) 0.5791(12) 0.023(4) Uiso 1 1 d .
C2 C 0.9165(2) 0.7241(2) 0.65159(11) 0.0238(3) Uani 1 1 d .
H2 H 0.808(3) 0.798(2) 0.6656(12) 0.029(4) Uiso 1 1 d .
C3 C 0.9327(2) 0.57005(19) 0.68110(10) 0.0204(3) Uani 1 1 d .
H3 H 0.833(3) 0.540(2) 0.7161(12) 0.021(4) Uiso 1 1 d .
C4 C 1.0946(2) 0.46353(17) 0.66070(9) 0.0157(3) Uani 1 1 d .
C5 C 1.2368(2) 0.51681(18) 0.61069(10) 0.0176(3) Uani 1 1 d .
H5 H 1.348(3) 0.451(2) 0.5923(11) 0.019(4) Uiso 1 1 d .
C6 C 1.1239(2) 0.29662(19) 0.69330(10) 0.0182(3) Uani 1 1 d .
H6A H 1.235(3) 0.325(2) 0.7498(12) 0.023(4) Uiso 1 1 d .
C7 C 0.8759(2) 0.27983(17) 0.79826(9) 0.0167(3) Uani 1 1 d .
C8 C 0.6005(2) 0.21333(17) 0.88756(10) 0.0169(3) Uani 1 1 d .
C9 C 0.7094(2) 0.31163(19) 0.97690(10) 0.0202(3) Uani 1 1 d .
H9 H 0.845(3) 0.371(2) 0.9849(11) 0.023(4) Uiso 1 1 d .
C10 C 0.6174(2) 0.31890(19) 1.05449(10) 0.0208(3) Uani 1 1 d .
H10 H 0.690(3) 0.381(2) 1.1155(13) 0.024(4) Uiso 1 1 d .
C11 C 0.4169(2) 0.23046(18) 1.04348(10) 0.0182(3) Uani 1 1 d .
C12 C 0.3041(2) 0.13335(18) 0.95591(10) 0.0190(3) Uani 1 1 d .
H12 H 0.167(3) 0.069(2) 0.9494(12) 0.028(4) Uiso 1 1 d .
C13 C 0.3971(2) 0.12475(18) 0.87829(10) 0.0182(3) Uani 1 1 d .
H13 H 0.322(3) 0.057(2) 0.8182(12) 0.021(4) Uiso 1 1 d .
Si1 Si 0.5000 1.0000 0.5000 0.01335(14) Uani 1 2 d S
F1 F 0.23325(12) 0.99616(10) 0.47995(5) 0.0196(2) Uani 1 1 d .
F2 F 0.50094(12) 1.00744(10) 0.61412(5) 0.01911(19) Uani 1 1 d .
F3 F 0.47320(13) 0.77423(10) 0.47383(6) 0.0204(2) Uani 1 1 d .
N4 N 0.32610(19) 0.23503(16) 1.12693(9) 0.0221(3) Uani 1 1 d .
H6B H 1.172(2) 0.208(2) 0.6446(12) 0.020(4) Uiso 1 1 d .
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'
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'
Si Si 0.0817 0.0704 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C5 N1 C1 122.89(12) . .
C5 N1 H1A 117.1(11) . .
C1 N1 H1A 120.0(11) . .
C7 N2 C6 120.12(12) . .
C7 N2 H2A 120.5(12) . .
C6 N2 H2A 118.0(12) . .
C7 N3 C8 127.04(12) . .
C7 N3 H3A 116.9(12) . .
C8 N3 H3A 116.1(12) . .
N1 C1 C2 119.11(13) . .
N1 C1 H1 116.6(10) . .
C2 C1 H1 124.3(10) . .
C1 C2 C3 119.41(13) . .
C1 C2 H2 119.5(11) . .
C3 C2 H2 121.1(11) . .
C2 C3 C4 120.53(13) . .
C2 C3 H3 118.5(10) . .
C4 C3 H3 120.9(10) . .
C5 C4 C3 117.82(13) . .
C5 C4 C6 119.26(12) . .
C3 C4 C6 122.89(12) . .
N1 C5 C4 120.24(13) . .
N1 C5 H5 116.4(10) . .
C4 C5 H5 123.3(10) . .
N2 C6 C4 114.46(11) . .
N2 C6 H6A 109.1(10) . .
C4 C6 H6A 108.0(10) . .
N2 C6 H6B 107.6(9) . .
C4 C6 H6B 109.3(9) . .
H6A C6 H6B 108.2(13) . .
O1 C7 N2 122.13(13) . .
O1 C7 N3 124.19(13) . .
N2 C7 N3 113.68(12) . .
N3 C8 C9 123.08(13) . .
N3 C8 C13 117.62(12) . .
C9 C8 C13 119.29(13) . .
C10 C9 C8 119.77(13) . .
C10 C9 H9 119.4(10) . .
C8 C9 H9 120.8(10) . .
C9 C10 C11 119.82(13) . .
C9 C10 H10 121.2(10) . .
C11 C10 H10 119.0(10) . .
C10 C11 C12 121.81(13) . .
C10 C11 N4 118.81(13) . .
C12 C11 N4 119.34(13) . .
C13 C12 C11 118.36(13) . .
C13 C12 H12 120.5(10) . .
C11 C12 H12 121.1(10) . .
C12 C13 C8 120.94(13) . .
C12 C13 H13 119.1(10) . .
C8 C13 H13 120.0(10) . .
F1 Si1 F1 180.0 2_676 .
F1 Si1 F2 90.21(4) 2_676 .
F1 Si1 F2 89.79(4) . .
F1 Si1 F2 89.79(4) 2_676 2_676
F1 Si1 F2 90.21(4) . 2_676
F2 Si1 F2 180.0 . 2_676
F1 Si1 F3 90.63(4) 2_676 .
F1 Si1 F3 89.37(4) . .
F2 Si1 F3 89.28(4) . .
F2 Si1 F3 90.72(4) 2_676 .
F1 Si1 F3 89.37(4) 2_676 2_676
F1 Si1 F3 90.63(4) . 2_676
F2 Si1 F3 90.72(4) . 2_676
F2 Si1 F3 89.28(4) 2_676 2_676
F3 Si1 F3 180.000(1) . 2_676
O3 N4 O2 122.54(12) . .
O3 N4 C11 119.28(12) . .
O2 N4 C11 118.17(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C7 1.2196(17) .
O2 N4 1.2366(17) .
O3 N4 1.2260(16) .
N1 C5 1.3394(18) .
N1 C1 1.3449(18) .
N1 H1A 0.928(19) .
N2 C7 1.3611(18) .
N2 C6 1.4472(18) .
N2 H2A 0.820(18) .
N3 C7 1.3847(18) .
N3 C8 1.3967(18) .
N3 H3A 0.829(19) .
C1 C2 1.370(2) .
C1 H1 0.939(17) .
C2 C3 1.385(2) .
C2 H2 0.942(18) .
C3 C4 1.392(2) .
C3 H3 0.945(17) .
C4 C5 1.3794(19) .
C4 C6 1.5130(19) .
C5 H5 0.941(17) .
C6 H6A 0.971(17) .
C6 H6B 0.977(17) .
C8 C9 1.399(2) .
C8 C13 1.405(2) .
C9 C10 1.377(2) .
C9 H9 0.935(17) .
C10 C11 1.384(2) .
C10 H10 0.940(18) .
C11 C12 1.385(2) .
C11 N4 1.4558(18) .
C12 C13 1.380(2) .
C12 H12 0.961(18) .
C13 H13 0.948(17) .
Si1 F1 1.6740(8) 2_676
Si1 F1 1.6740(8) .
Si1 F2 1.6874(8) .
Si1 F2 1.6874(8) 2_676
Si1 F3 1.7045(8) .
Si1 F3 1.7045(8) 2_676
