#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/52/7205278.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_7205278
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, N O3'
_chemical_formula_sum            'C24 H25 N5 O12'
_chemical_formula_weight         575.49
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.073(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.2304(7)
_cell_length_b                   8.9608(4)
_cell_length_c                   20.0560(10)
_cell_measurement_reflns_used    1497
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      16.22
_cell_measurement_theta_min      3.07
_cell_volume                     2686.2(2)
_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  0.0733
_diffrn_reflns_av_sigmaI/netI    0.1735
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22545
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       recetangular
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         6027
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.2770
_refine_ls_R_factor_gt           0.0611
_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)+(0.0250P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                6185
_reflns_number_total             6659
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00316F.TXT
_cod_data_source_block           nitro-HNO3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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      P2(1)/n
_cod_original_formula_sum        'C24 H25 N5 O12 '
_cod_database_code               7205278
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.16395(18) 0.2159(3) 0.84253(15) 0.0650(9) Uani 1 1 d . . .
C2 C 0.1647(2) 0.2417(3) 0.91630(16) 0.0730(10) Uani 1 1 d . . .
C3 C 0.0565(2) 0.2671(4) 0.98854(18) 0.0631(9) Uani 1 1 d . . .
C4 C 0.1163(2) 0.3366(4) 1.03925(18) 0.0690(10) Uani 1 1 d . . .
C5 C 0.0863(2) 0.3936(3) 1.09484(17) 0.0725(10) Uani 1 1 d . . .
C6 C -0.0023(2) 0.3786(4) 1.09866(18) 0.0612(9) Uani 1 1 d . . .
C7 C -0.0620(2) 0.3078(4) 1.04844(19) 0.0729(10) Uani 1 1 d . . .
C8 C -0.0327(2) 0.2523(4) 0.99328(16) 0.0735(10) Uani 1 1 d . . .
C9 C 0.23288(18) -0.0421(3) 0.85097(14) 0.0679(9) Uani 1 1 d . . .
C10 C 0.32234(19) 0.0119(4) 0.83820(16) 0.0755(10) Uani 1 1 d . . .
C11 C 0.4415(2) 0.1712(4) 0.88842(18) 0.0679(10) Uani 1 1 d . . .
C12 C 0.4864(2) 0.1466(4) 0.83649(16) 0.0722(10) Uani 1 1 d . . .
C13 C 0.5680(2) 0.2153(4) 0.83708(19) 0.0819(11) Uani 1 1 d . . .
C14 C 0.6035(2) 0.3056(4) 0.8895(2) 0.0819(12) Uani 1 1 d . . .
C15 C 0.5610(3) 0.3290(4) 0.94228(18) 0.0969(13) Uani 1 1 d . . .
C16 C 0.4786(2) 0.2647(4) 0.94137(18) 0.0914(12) Uani 1 1 d . . .
C17 C 0.07083(19) -0.0231(3) 0.82313(14) 0.0690(9) Uani 1 1 d . . .
C18 C -0.01356(19) 0.0621(3) 0.79513(16) 0.0715(10) Uani 1 1 d . . .
C19 C -0.0783(2) 0.1947(4) 0.69527(19) 0.0660(10) Uani 1 1 d . . .
C20 C -0.1507(2) 0.2370(4) 0.72332(16) 0.0728(10) Uani 1 1 d . . .
C21 C -0.2118(2) 0.3337(4) 0.68819(19) 0.0753(10) Uani 1 1 d . . .
C22 C -0.2019(2) 0.3876(4) 0.62620(19) 0.0680(10) Uani 1 1 d . . .
C23 C -0.1304(2) 0.3446(4) 0.59786(16) 0.0778(11) Uani 1 1 d . . .
C24 C -0.0681(2) 0.2476(4) 0.63290(19) 0.0771(11) Uani 1 1 d . . .
N1 N 0.15585(16) 0.0565(3) 0.81883(15) 0.0605(8) Uani 1 1 d . . .
N2 N -0.0336(2) 0.4436(4) 1.15674(16) 0.0793(9) Uani 1 1 d . . .
N3 N 0.6903(2) 0.3774(4) 0.8895(2) 0.1091(13) Uani 1 1 d . . .
N4 N -0.2670(2) 0.4927(4) 0.58920(18) 0.0892(10) Uani 1 1 d . . .
N5 N 0.3225(2) 0.5386(5) 0.8444(2) 0.0920(11) Uani 1 1 d . . .
O1 O 0.07789(13) 0.2138(2) 0.93014(11) 0.0827(7) Uani 1 1 d . . .
O2 O 0.01730(18) 0.5228(3) 1.19549(13) 0.1121(10) Uani 1 1 d . . .
O3 O -0.10955(17) 0.4142(3) 1.16400(12) 0.1016(9) Uani 1 1 d . . .
O4 O 0.36066(14) 0.1111(2) 0.89212(10) 0.0748(7) Uani 1 1 d . . .
O5 O 0.72349(19) 0.3620(4) 0.83990(17) 0.1516(14) Uani 1 1 d . . .
O6 O 0.7212(2) 0.4511(4) 0.93750(18) 0.1694(16) Uani 1 1 d . . .
O7 O -0.01291(13) 0.1002(3) 0.72662(11) 0.0762(7) Uani 1 1 d . . .
O8 O -0.32785(19) 0.5310(3) 0.61760(13) 0.1347(12) Uani 1 1 d . . .
O9 O -0.25880(17) 0.5356(3) 0.53374(13) 0.1105(10) Uani 1 1 d . . .
O10 O 0.32050(15) 0.4256(3) 0.80844(13) 0.0948(9) Uani 1 1 d . . .
O11 O 0.32750(16) 0.6604(3) 0.81411(15) 0.1110(10) Uani 1 1 d . . .
O12 O 0.3185(2) 0.5326(4) 0.90350(14) 0.1510(14) Uani 1 1 d . . .
H1N H 0.1647(17) 0.069(3) 0.7696(15) 0.093(12) Uiso 1 1 d . . .
H1A H 0.2187 0.2568 0.8321 0.078 Uiso 1 1 calc R . .
H1B H 0.1145 0.2718 0.8164 0.078 Uiso 1 1 calc R . .
H2A H 0.2079 0.1758 0.9435 0.088 Uiso 1 1 calc R . .
H2B H 0.1821 0.3439 0.9282 0.088 Uiso 1 1 calc R . .
H4 H 0.1762 0.3451 1.0361 0.083 Uiso 1 1 calc R . .
H5 H 0.1258 0.4417 1.1293 0.087 Uiso 1 1 calc R . .
H7 H -0.1217 0.2978 1.0521 0.087 Uiso 1 1 calc R . .
H8 H -0.0725 0.2046 0.9589 0.088 Uiso 1 1 calc R . .
H9A H 0.2223 -0.1425 0.8332 0.081 Uiso 1 1 calc R . .
H9B H 0.2350 -0.0464 0.8996 0.081 Uiso 1 1 calc R . .
H10A H 0.3619 -0.0724 0.8366 0.091 Uiso 1 1 calc R . .
H10B H 0.3143 0.0635 0.7950 0.091 Uiso 1 1 calc R . .
H12 H 0.4621 0.0837 0.8008 0.087 Uiso 1 1 calc R . .
H13 H 0.5983 0.1996 0.8016 0.098 Uiso 1 1 calc R . .
H15 H 0.5873 0.3880 0.9788 0.116 Uiso 1 1 calc R . .
H16 H 0.4478 0.2841 0.9763 0.110 Uiso 1 1 calc R . .
H17A H 0.0712 -0.0465 0.8704 0.083 Uiso 1 1 calc R . .
H17B H 0.0695 -0.1168 0.7988 0.083 Uiso 1 1 calc R . .
H18A H -0.0655 0.0012 0.7976 0.086 Uiso 1 1 calc R . .
H18B H -0.0165 0.1519 0.8217 0.086 Uiso 1 1 calc R . .
H20 H -0.1576 0.2002 0.7654 0.087 Uiso 1 1 calc R . .
H21 H -0.2607 0.3633 0.7065 0.090 Uiso 1 1 calc R . .
H23 H -0.1243 0.3807 0.5555 0.093 Uiso 1 1 calc R . .
H24 H -0.0193 0.2180 0.6145 0.093 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'
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
C17 N1 C1 117.0(2) . . ?
C17 N1 C9 107.9(2) . . ?
C1 N1 C9 114.3(2) . . ?
O1 C3 C4 124.1(3) . . ?
O1 C3 C8 115.1(3) . . ?
C4 C3 C8 120.7(3) . . ?
C3 C4 C5 119.3(3) . . ?
C5 C6 C7 121.5(3) . . ?
C5 C6 N2 118.7(4) . . ?
C7 C6 N2 119.8(4) . . ?
C2 C1 N1 116.4(3) . . ?
C6 C5 C4 119.3(3) . . ?
C7 C8 C3 119.8(3) . . ?
O1 C2 C1 109.5(2) . . ?
C8 C7 C6 119.3(3) . . ?
C3 O1 C2 119.4(2) . . ?
O2 N2 O3 123.5(4) . . ?
O2 N2 C6 118.5(3) . . ?
O3 N2 C6 118.0(3) . . ?
N1 C9 C10 113.0(2) . . ?
O4 C11 C12 124.6(3) . . ?
O4 C11 C16 115.9(3) . . ?
C12 C11 C16 119.5(3) . . ?
C15 C16 C11 119.9(3) . . ?
C14 C13 C12 119.8(3) . . ?
C13 C14 C15 121.1(4) . . ?
C13 C14 N3 119.1(4) . . ?
C15 C14 N3 119.8(4) . . ?
C14 C15 C16 119.7(4) . . ?
C11 C12 C13 120.0(3) . . ?
O4 C10 C9 108.6(2) . . ?
O6 N3 O5 124.6(4) . . ?
O6 N3 C14 117.4(4) . . ?
O5 N3 C14 118.0(4) . . ?
C11 O4 C10 116.5(2) . . ?
O7 C19 C24 115.7(3) . . ?
O7 C19 C20 123.4(3) . . ?
C24 C19 C20 120.9(3) . . ?
C19 C24 C23 119.7(3) . . ?
C21 C22 C23 120.7(4) . . ?
C21 C22 N4 120.4(4) . . ?
C23 C22 N4 118.9(4) . . ?
O7 C18 C17 108.6(2) . . ?
C20 C21 C22 120.7(3) . . ?
C21 C20 C19 118.8(3) . . ?
C24 C23 C22 119.2(3) . . ?
N1 C17 C18 115.0(2) . . ?
C19 O7 C18 117.1(3) . . ?
O9 N4 O8 124.1(4) . . ?
O9 N4 C22 119.6(4) . . ?
O8 N4 C22 116.3(3) . . ?
O12 N5 O10 122.6(4) . . ?
O12 N5 O11 122.3(4) . . ?
O10 N5 O11 115.0(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 C17 1.495(3) . ?
N1 C1 1.503(3) . ?
N1 C9 1.511(3) . ?
C3 O1 1.361(3) . ?
C3 C4 1.377(4) . ?
C3 C8 1.387(4) . ?
C4 C5 1.381(3) . ?
C6 C5 1.373(4) . ?
C6 C7 1.376(4) . ?
C6 N2 1.462(4) . ?
C1 C2 1.495(3) . ?
C8 C7 1.363(3) . ?
C2 O1 1.424(3) . ?
N2 O2 1.215(3) . ?
N2 O3 1.222(3) . ?
C9 C10 1.513(3) . ?
C11 O4 1.359(3) . ?
C11 C12 1.369(3) . ?
C11 C16 1.385(4) . ?
C16 C15 1.378(4) . ?
C13 C14 1.355(4) . ?
C13 C12 1.385(4) . ?
C14 C15 1.359(4) . ?
C14 N3 1.470(4) . ?
C10 O4 1.435(3) . ?
N3 O6 1.187(4) . ?
N3 O5 1.208(4) . ?
C19 O7 1.365(3) . ?
C19 C24 1.374(4) . ?
C19 C20 1.384(4) . ?
C24 C23 1.376(4) . ?
C22 C21 1.369(4) . ?
C22 C23 1.377(4) . ?
C22 N4 1.462(4) . ?
C18 O7 1.418(3) . ?
C18 C17 1.508(3) . ?
C21 C20 1.364(4) . ?
O9 N4 1.206(3) . ?
O8 N4 1.227(3) . ?
N5 O12 1.198(3) . ?
N5 O10 1.240(3) . ?
N5 O11 1.259(4) . ?
