#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/52/7205280.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_7205280
loop_
_publ_author_name
'Dey, Sandeep Kumar'
'Ojha, Bimlesh'
'Das, Gopal'
_publ_section_title
;
 A subtle interplay of C--H hydrogen bonds in complexation of anions of
 varied dimensionality by a nitro functionalized tripodal podand
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              269
_journal_paper_doi               10.1039/c0ce00316f
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C24 H25 N4 O9, C2 F3 O2'
_chemical_formula_sum            'C26 H25 F3 N4 O11'
_chemical_formula_weight         626.50
_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                99.533(5)
_cell_angle_beta                 94.301(6)
_cell_angle_gamma                99.636(7)
_cell_formula_units_Z            2
_cell_length_a                   6.8340(9)
_cell_length_b                   12.5542(11)
_cell_length_c                   16.8656(18)
_cell_measurement_reflns_used    1183
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.66
_cell_measurement_theta_min      3.43
_cell_volume                     1399.0(3)
_computing_cell_refinement       'Bruker Smart'
_computing_data_collection       'Bruker Smart'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and onega scans'
_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  0.101
_diffrn_reflns_av_sigmaI/netI    0.1632
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10145
_diffrn_reflns_theta_full        28.37
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_T_max  0.9684
_exptl_absorpt_correction_T_min  0.9501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6017
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.931
_refine_ls_R_factor_all          0.1700
_refine_ls_R_factor_gt           0.0688
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1081
_reflns_number_gt                6711
_reflns_number_total             7010
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00316F.TXT
_cod_data_source_block           nitro-CF3COOH
_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.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C26 H25 F3 N4 O11 '
_cod_database_code               7205280
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4439(6) 0.1577(3) 0.1507(2) 0.0524(11) Uani 1 1 d . . .
C2 C 0.5091(6) 0.1896(3) 0.0723(2) 0.0556(11) Uani 1 1 d . . .
C3 C 0.6377(6) 0.3567(3) 0.0270(2) 0.0417(9) Uani 1 1 d . . .
C4 C 0.6054(6) 0.3058(3) -0.0532(2) 0.0497(10) Uani 1 1 d . . .
C5 C 0.6608(6) 0.3661(3) -0.1125(2) 0.0598(12) Uani 1 1 d . . .
C6 C 0.7434(6) 0.4751(3) -0.0904(2) 0.0524(11) Uani 1 1 d . . .
C7 C 0.7759(5) 0.5269(3) -0.0106(2) 0.0489(10) Uani 1 1 d . . .
C8 C 0.7198(5) 0.4685(3) 0.0474(2) 0.0461(10) Uani 1 1 d . . .
C9 C 0.7884(5) 0.2259(2) 0.22510(19) 0.0407(9) Uani 1 1 d . . .
C10 C 0.7551(6) 0.3338(2) 0.27177(19) 0.0449(10) Uani 1 1 d . . .
C11 C 0.7504(5) 0.4180(2) 0.4097(2) 0.0394(9) Uani 1 1 d . . .
C12 C 0.7453(5) 0.5206(2) 0.3910(2) 0.0435(10) Uani 1 1 d . . .
C13 C 0.7471(5) 0.6084(3) 0.4524(2) 0.0492(10) Uani 1 1 d . . .
C14 C 0.7497(5) 0.5928(3) 0.5306(2) 0.0408(9) Uani 1 1 d . . .
C15 C 0.7538(5) 0.4908(3) 0.5508(2) 0.0436(9) Uani 1 1 d . . .
C16 C 0.7552(5) 0.4029(3) 0.4899(2) 0.0441(10) Uani 1 1 d . . .
C17 C 0.5151(6) 0.1026(3) 0.2792(2) 0.0469(10) Uani 1 1 d . . .
C18 C 0.6589(6) 0.0657(3) 0.3373(2) 0.0552(11) Uani 1 1 d . . .
C19 C 0.8486(6) -0.0778(3) 0.3289(2) 0.0503(10) Uani 1 1 d . . .
C20 C 0.9977(6) -0.0195(3) 0.3910(2) 0.0571(11) Uani 1 1 d . . .
C21 C 1.1618(7) -0.0604(3) 0.4101(2) 0.0598(12) Uani 1 1 d . . .
C22 C 1.1899(6) -0.1604(3) 0.3666(2) 0.0555(11) Uani 1 1 d . . .
C23 C 1.0465(6) -0.2196(3) 0.3065(2) 0.0611(12) Uani 1 1 d . . .
C24 C 0.8766(7) -0.1801(3) 0.2886(2) 0.0621(12) Uani 1 1 d . . .
C25 C 0.9983(8) 0.8804(4) 0.0880(3) 0.0733(14) Uani 1 1 d . . .
C26 C 0.9032(7) 0.9703(3) 0.1325(3) 0.0540(11) Uani 1 1 d . . .
N1 N 0.6084(4) 0.1356(2) 0.20664(16) 0.0385(7) Uani 1 1 d . . .
N2 N 0.8116(7) 0.5378(3) -0.1518(2) 0.0846(13) Uani 1 1 d . . .
N3 N 0.7514(5) 0.6853(3) 0.5958(2) 0.0594(9) Uani 1 1 d . . .
N4 N 1.3754(6) -0.1996(3) 0.3847(2) 0.0675(10) Uani 1 1 d . . .
O1 O 0.5881(4) 0.30644(18) 0.08910(14) 0.0533(7) Uani 1 1 d . . .
O2 O 0.8667(5) 0.6355(2) -0.13344(19) 0.0901(11) Uani 1 1 d . . .
O3 O 0.8200(8) 0.4871(3) -0.2184(2) 0.159(2) Uani 1 1 d . . .
O4 O 0.7561(4) 0.32581(16) 0.35488(13) 0.0486(7) Uani 1 1 d . . .
O5 O 0.7337(5) 0.6689(2) 0.66424(18) 0.0803(10) Uani 1 1 d . . .
O6 O 0.7655(6) 0.7761(2) 0.57828(19) 0.1025(13) Uani 1 1 d . . .
O7 O 0.6857(4) -0.04296(18) 0.30262(15) 0.0553(7) Uani 1 1 d . . .
O8 O 1.4052(5) -0.2807(3) 0.3401(2) 0.0947(11) Uani 1 1 d . . .
O9 O 1.4923(5) -0.1482(3) 0.4424(2) 0.0915(11) Uani 1 1 d . . .
O10 O 1.0152(4) 1.0375(2) 0.18344(17) 0.0693(9) Uani 1 1 d . . .
O11 O 0.7222(5) 0.9619(2) 0.11173(16) 0.0603(8) Uani 1 1 d . . .
F1 F 0.9093(5) 0.7810(2) 0.09113(18) 0.1147(11) Uani 1 1 d . . .
F2 F 1.1849(5) 0.8874(3) 0.1130(3) 0.195(2) Uani 1 1 d . . .
F3 F 0.9955(6) 0.8792(3) 0.0100(2) 0.1529(17) Uani 1 1 d . . .
H1N H 0.647(5) 0.067(2) 0.1735(17) 0.048(10) Uiso 1 1 d . . .
H1A H 0.3853 0.2163 0.1790 0.063 Uiso 1 1 calc R . .
H1B H 0.3407 0.0924 0.1376 0.063 Uiso 1 1 calc R . .
H2A H 0.6106 0.1491 0.0533 0.067 Uiso 1 1 calc R . .
H2B H 0.3963 0.1730 0.0310 0.067 Uiso 1 1 calc R . .
H4 H 0.5472 0.2319 -0.0673 0.060 Uiso 1 1 calc R . .
H5 H 0.6418 0.3327 -0.1667 0.072 Uiso 1 1 calc R . .
H7 H 0.8353 0.6007 0.0032 0.059 Uiso 1 1 calc R . .
H8 H 0.7362 0.5033 0.1012 0.055 Uiso 1 1 calc R . .
H9A H 0.8378 0.2389 0.1745 0.049 Uiso 1 1 calc R . .
H9B H 0.8919 0.2007 0.2557 0.049 Uiso 1 1 calc R . .
H10A H 0.8600 0.3929 0.2648 0.054 Uiso 1 1 calc R . .
H10B H 0.6281 0.3495 0.2519 0.054 Uiso 1 1 calc R . .
H12 H 0.7406 0.5304 0.3375 0.052 Uiso 1 1 calc R . .
H13 H 0.7466 0.6781 0.4405 0.059 Uiso 1 1 calc R . .
H15 H 0.7556 0.4816 0.6045 0.052 Uiso 1 1 calc R . .
H16 H 0.7594 0.3338 0.5022 0.053 Uiso 1 1 calc R . .
H17A H 0.4023 0.0432 0.2608 0.056 Uiso 1 1 calc R . .
H17B H 0.4650 0.1644 0.3077 0.056 Uiso 1 1 calc R . .
H18A H 0.7859 0.1160 0.3461 0.066 Uiso 1 1 calc R . .
H18B H 0.6055 0.0650 0.3889 0.066 Uiso 1 1 calc R . .
H20 H 0.9821 0.0482 0.4192 0.069 Uiso 1 1 calc R . .
H21 H 1.2562 -0.0220 0.4521 0.072 Uiso 1 1 calc R . .
H23 H 1.0652 -0.2865 0.2779 0.073 Uiso 1 1 calc R . .
H24 H 0.7784 -0.2218 0.2493 0.075 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C1 114.3(3) . . ?
C9 N1 C17 115.5(3) . . ?
C1 N1 C17 107.0(3) . . ?
O1 C3 C4 124.2(3) . . ?
O1 C3 C8 115.9(3) . . ?
C4 C3 C8 119.8(3) . . ?
C3 C4 C5 119.4(3) . . ?
C5 C6 C7 121.9(3) . . ?
C5 C6 N2 119.7(4) . . ?
C7 C6 N2 118.2(3) . . ?
N1 C1 C2 114.7(3) . . ?
C7 C8 C3 120.7(3) . . ?
C6 C5 C4 119.3(3) . . ?
C8 C7 C6 118.9(3) . . ?
O1 C2 C1 107.3(3) . . ?
C3 O1 C2 118.6(3) . . ?
O2 N2 O3 122.8(4) . . ?
O2 N2 C6 119.5(4) . . ?
O3 N2 C6 117.5(4) . . ?
C13 C12 C11 119.5(3) . . ?
C15 C16 C11 119.9(3) . . ?
O4 C11 C12 125.0(3) . . ?
O4 C11 C16 114.7(3) . . ?
C12 C11 C16 120.4(3) . . ?
O4 C10 C9 108.5(3) . . ?
N1 C9 C10 115.6(3) . . ?
C14 C13 C12 119.8(3) . . ?
C13 C14 C15 121.8(3) . . ?
C13 C14 N3 120.1(3) . . ?
C15 C14 N3 118.1(3) . . ?
C16 C15 C14 118.7(3) . . ?
C11 O4 C10 118.6(2) . . ?
O6 N3 O5 122.8(3) . . ?
O6 N3 C14 117.6(4) . . ?
O5 N3 C14 119.6(3) . . ?
O7 C19 C24 116.2(4) . . ?
O7 C19 C20 126.2(3) . . ?
C24 C19 C20 117.6(4) . . ?
C23 C22 C21 120.2(4) . . ?
C23 C22 N4 120.9(4) . . ?
C21 C22 N4 118.9(4) . . ?
N1 C17 C18 113.2(3) . . ?
C23 C24 C19 120.9(4) . . ?
O7 C18 C17 108.2(3) . . ?
C24 C23 C22 120.1(4) . . ?
C21 C20 C19 121.3(4) . . ?
C20 C21 C22 119.9(4) . . ?
C19 O7 C18 118.3(3) . . ?
O8 N4 O9 124.1(4) . . ?
O8 N4 C22 117.3(4) . . ?
O9 N4 C22 118.5(4) . . ?
F2 C25 F1 106.7(5) . . ?
F2 C25 F3 104.7(5) . . ?
F1 C25 F3 102.7(4) . . ?
F2 C25 C26 113.5(4) . . ?
F1 C25 C26 114.2(4) . . ?
F3 C25 C26 114.0(5) . . ?
O10 C26 O11 130.7(4) . . ?
O10 C26 C25 115.0(4) . . ?
O11 C26 C25 114.3(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.501(4) . ?
N1 C1 1.504(5) . ?
N1 C17 1.507(4) . ?
C3 O1 1.345(4) . ?
C3 C4 1.381(4) . ?
C3 C8 1.397(4) . ?
C4 C5 1.389(5) . ?
C6 C5 1.368(4) . ?
C6 C7 1.378(5) . ?
C6 N2 1.459(5) . ?
C1 C2 1.520(5) . ?
C8 C7 1.357(5) . ?
C2 O1 1.449(4) . ?
O2 N2 1.203(4) . ?
O3 N2 1.207(4) . ?
C12 C13 1.379(4) . ?
C12 C11 1.382(4) . ?
C16 C15 1.379(4) . ?
C16 C11 1.395(4) . ?
C11 O4 1.365(3) . ?
C10 O4 1.421(4) . ?
C10 C9 1.511(4) . ?
C13 C14 1.365(5) . ?
C14 C15 1.384(5) . ?
C14 N3 1.459(4) . ?
O5 N3 1.217(4) . ?
O6 N3 1.213(4) . ?
C19 O7 1.334(5) . ?
C19 C24 1.400(5) . ?
C19 C20 1.417(5) . ?
C22 C23 1.377(5) . ?
C22 C21 1.395(5) . ?
C22 N4 1.465(5) . ?
C17 C18 1.516(5) . ?
C24 C23 1.369(5) . ?
C18 O7 1.440(4) . ?
C20 C21 1.348(5) . ?
O9 N4 1.226(4) . ?
O8 N4 1.217(4) . ?
C25 F2 1.297(6) . ?
C25 F1 1.305(5) . ?
C25 F3 1.312(6) . ?
C25 C26 1.516(5) . ?
C26 O10 1.217(4) . ?
C26 O11 1.243(5) . ?
