#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:39:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180348 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/17/7201771.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_7201771
loop_
_publ_author_name
'Goswami, Shyamaprosad'
'Jana, Subrata'
'Fun, Hoong-Kun'
_publ_section_title
;
 Recognition of dicarboxylic acids by 3,3′-bipyridine amide
 based receptors and its supramolecular behavior in solid state
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              507
_journal_paper_doi               10.1039/b715136e
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C30 H36 N4 O6'
_chemical_formula_weight         548.63
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 93.739(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.4295(3)
_cell_length_b                   9.8850(4)
_cell_length_c                   21.8431(9)
_cell_measurement_reflns_used    3225
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      30.81
_cell_measurement_theta_min      1.87
_cell_volume                     1385.30(10)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material
;
SHELXTL and PLATON (Spek, 2003)
;
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
;
Brucker SMART APEX2 CCD diffractometer
;
_diffrn_measurement_method       'ω 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  0.0492
_diffrn_reflns_av_sigmaI/netI    0.0540
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            17515
_diffrn_reflns_theta_full        30.81
_diffrn_reflns_theta_max         30.81
_diffrn_reflns_theta_min         1.87
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9921
_exptl_absorpt_correction_T_min  0.9491
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4325
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0523
_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)+(0.0636P)²+0.0469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1337
_reflns_number_gt                2950
_reflns_number_total             4325
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            b715136e.txt
_cod_data_source_block           spg376b
_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 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1385.3(1)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7201771
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O1 O 0.46055(18) 0.20324(9) 0.15766(5) 0.0318(3) Uani 1 1 d . . .
O2 O 0.45613(16) 0.79729(10) 0.09654(5) 0.0271(3) Uani 1 1 d . . .
O3 O 0.19477(16) 0.69011(10) 0.13800(5) 0.0314(3) Uani 1 1 d . . .
N1 N 0.62397(18) 0.56130(11) 0.07535(5) 0.0211(3) Uani 1 1 d . . .
N2 N 0.41336(19) 0.42253(12) 0.12859(5) 0.0216(3) Uani 1 1 d . . .
C1 C 0.7854(2) 0.58396(14) 0.04071(6) 0.0220(3) Uani 1 1 d . . .
C2 C 0.9079(2) 0.48304(13) 0.01735(5) 0.0180(3) Uani 1 1 d . . .
C3 C 0.8441(2) 0.35073(14) 0.02858(6) 0.0216(3) Uani 1 1 d . . .
C4 C 0.6758(2) 0.32449(13) 0.06320(6) 0.0223(3) Uani 1 1 d . . .
C5 C 0.5730(2) 0.43341(13) 0.08817(6) 0.0188(3) Uani 1 1 d . . .
C6 C 0.3788(2) 0.31256(13) 0.16561(6) 0.0204(3) Uani 1 1 d . . .
C7 C 0.2349(2) 0.33920(13) 0.21772(6) 0.0205(3) Uani 1 1 d . . .
C8 C 0.0142(2) 0.36940(17) 0.19121(7) 0.0296(3) Uani 1 1 d . . .
C9 C 0.3212(3) 0.45886(16) 0.25683(7) 0.0277(3) Uani 1 1 d . . .
C10 C 0.2326(3) 0.21223(15) 0.25819(7) 0.0294(4) Uani 1 1 d . . .
C11 C 0.2741(2) 0.79397(13) 0.12076(6) 0.0211(3) Uani 1 1 d . . .
C12 C 0.1715(2) 0.93138(14) 0.12324(6) 0.0228(3) Uani 1 1 d . . .
C13 C 0.0810(2) 0.97060(13) 0.06001(6) 0.0202(3) Uani 1 1 d . . .
C14 C -0.1300(2) 0.95379(13) 0.04353(6) 0.0216(3) Uani 1 1 d . . .
C15 C -0.2106(2) 0.98145(13) -0.01567(6) 0.0218(3) Uani 1 1 d . . .
H1 H 0.812(3) 0.6781(17) 0.0327(7) 0.026(4) Uiso 1 1 d . . .
H3 H 0.914(2) 0.2748(16) 0.0139(7) 0.021(4) Uiso 1 1 d . . .
H4 H 0.629(3) 0.2358(18) 0.0697(7) 0.028(4) Uiso 1 1 d . . .
H8A H -0.079(3) 0.3865(18) 0.2261(7) 0.037(5) Uiso 1 1 d . . .
H8B H 0.013(3) 0.4512(18) 0.1641(7) 0.033(4) Uiso 1 1 d . . .
H8C H -0.040(3) 0.2867(19) 0.1661(8) 0.040(5) Uiso 1 1 d . . .
H9A H 0.243(3) 0.4670(17) 0.2939(8) 0.033(4) Uiso 1 1 d . . .
H9B H 0.476(3) 0.4439(19) 0.2676(8) 0.043(5) Uiso 1 1 d . . .
H9C H 0.303(3) 0.5446(19) 0.2333(7) 0.036(5) Uiso 1 1 d . . .
H10A H 0.181(3) 0.133(2) 0.2330(8) 0.044(5) Uiso 1 1 d . . .
H10B H 0.137(3) 0.2281(17) 0.2917(7) 0.030(4) Uiso 1 1 d . . .
H10C H 0.379(3) 0.190(2) 0.2767(8) 0.046(5) Uiso 1 1 d . . .
H12A H 0.058(2) 0.9265(15) 0.1513(7) 0.023(4) Uiso 1 1 d . . .
H12B H 0.276(3) 0.9914(17) 0.1389(7) 0.027(4) Uiso 1 1 d . . .
H14A H -0.227(3) 0.9195(17) 0.0729(7) 0.032(4) Uiso 1 1 d . . .
H15A H -0.355(3) 0.9679(16) -0.0257(6) 0.023(4) Uiso 1 1 d . . .
H1N2 H 0.349(3) 0.4970(18) 0.1356(7) 0.028(4) Uiso 1 1 d . . .
H1O2 H 0.518(3) 0.700(2) 0.0933(9) 0.065(7) 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'
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
C5 N1 C1 118.93(11) . . ?
C6 N2 C5 125.57(11) . . ?
N1 C1 C2 124.40(12) . . ?
C1 C2 C3 115.36(11) . . ?
C1 C2 C2 121.03(14) . 3_765 ?
C3 C2 C2 123.62(14) . 3_765 ?
C4 C3 C2 121.33(12) . . ?
C3 C4 C5 118.48(12) . . ?
N1 C5 C4 121.23(11) . . ?
N1 C5 N2 113.79(11) . . ?
C4 C5 N2 124.98(11) . . ?
O1 C6 N2 121.80(11) . . ?
O1 C6 C7 122.95(11) . . ?
N2 C6 C7 115.24(11) . . ?
C8 C7 C10 109.54(12) . . ?
C8 C7 C6 110.03(11) . . ?
C10 C7 C6 108.39(11) . . ?
C8 C7 C9 110.63(12) . . ?
C10 C7 C9 108.96(12) . . ?
C6 C7 C9 109.26(11) . . ?
O3 C11 O2 123.18(12) . . ?
O3 C11 C12 123.61(12) . . ?
O2 C11 C12 113.19(11) . . ?
C11 C12 C13 109.88(11) . . ?
C14 C13 C15 118.40(13) . 3_575 ?
C14 C13 C12 121.07(11) . . ?
C15 C13 C12 120.45(13) 3_575 . ?
C15 C14 C13 121.06(12) . . ?
C14 C15 C13 120.52(14) . 3_575 ?
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
O1 C6 1.2189(15) . ?
O2 C11 1.3156(15) . ?
O3 C11 1.2171(16) . ?
N1 C5 1.3402(16) . ?
N1 C1 1.3428(16) . ?
N2 C6 1.3814(16) . ?
N2 C5 1.4011(15) . ?
C1 C2 1.3884(18) . ?
C2 C3 1.3972(19) . ?
C2 C2 1.486(2) 3_765 ?
C3 C4 1.3845(17) . ?
C4 C5 1.3931(18) . ?
C6 C7 1.5356(16) . ?
C7 C8 1.527(2) . ?
C7 C10 1.5358(19) . ?
C7 C9 1.541(2) . ?
C11 C12 1.5127(19) . ?
C12 C13 1.514(2) . ?
C13 C14 1.390(2) . ?
C13 C15 1.4008(17) 3_575 ?
C14 C15 1.388(2) . ?
C15 C13 1.4008(17) 3_575 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -0.9(2) . . . . ?
N1 C1 C2 C3 4.3(2) . . . . ?
N1 C1 C2 C2 -176.12(15) . . . 3_765 ?
C1 C2 C3 C4 -2.9(2) . . . . ?
C2 C2 C3 C4 177.51(15) 3_765 . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
C1 N1 C5 C4 -4.0(2) . . . . ?
C1 N1 C5 N2 175.12(12) . . . . ?
C3 C4 C5 N1 5.2(2) . . . . ?
C3 C4 C5 N2 -173.85(13) . . . . ?
C6 N2 C5 N1 -156.17(13) . . . . ?
C6 N2 C5 C4 22.9(2) . . . . ?
C5 N2 C6 O1 -14.7(2) . . . . ?
C5 N2 C6 C7 164.06(13) . . . . ?
O1 C6 C7 C8 -114.88(16) . . . . ?
N2 C6 C7 C8 66.33(16) . . . . ?
O1 C6 C7 C10 4.9(2) . . . . ?
N2 C6 C7 C10 -173.91(13) . . . . ?
O1 C6 C7 C9 123.48(16) . . . . ?
N2 C6 C7 C9 -55.31(16) . . . . ?
O3 C11 C12 C13 -102.24(16) . . . . ?
O2 C11 C12 C13 76.07(15) . . . . ?
C11 C12 C13 C14 99.19(14) . . . . ?
C11 C12 C13 C15 -77.61(16) . . . 3_575 ?
C15 C13 C14 C15 1.1(2) 3_575 . . . ?
C12 C13 C14 C15 -175.76(12) . . . . ?
C13 C14 C15 C13 -1.1(2) . . . 3_575 ?
