#------------------------------------------------------------------------------
#$Date: 2019-09-18 18:09:11 +0300 (Wed, 18 Sep 2019) $
#$Revision: 218466 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/04/7200476.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_7200476
loop_
_publ_author_name
'Adarsh, N. N.'
'Kumar, D. Krishna'
'Dastidar, Parthasarathi'
_publ_section_title
;
 Metal--organic frameworks derived from bis-pyridyl-bis-amide
 ligands: Effect of positional isomerism of the ligands, hydrogen
 bonding backbone, counter anions on the supramolecular structures
 and selective crystallization of the sulfate anion
;
_journal_coden_ASTM              CRECF4
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              796
_journal_page_last               802
_journal_paper_doi               10.1039/b816221b
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C18 H14 N4 O2'
_chemical_formula_weight         318.33
_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                 114.762(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.664(4)
_cell_length_b                   8.986(3)
_cell_length_c                   14.687(5)
_cell_measurement_temperature    298(2)
_cell_volume                     1517.7(9)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics    'BRUKER SHELXLTL'
_computing_publication_material  'MERCURY 1.4'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'BRUKER CCD AREA DETECTOR'
_diffrn_measurement_method       'PHI-OMEGA SCAN'
_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  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7746
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.73
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9915
_exptl_absorpt_correction_T_min  0.9685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         2942
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0430
_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)+(0.0571P)²+0.1747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1144
_reflns_number_gt                2376
_reflns_number_total             2942
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B816221B.txt
_cod_data_source_block           an0106m
_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.

'_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_enum 1527 2010-12-29 10:47:43Z saulius 

 Replaced the incorrect bibliographical reference to the original
 publication with a proper one.

 Antanas Vaitkus,
 2019-09-18
;
_cod_original_cell_volume        1517.6(9)
_cod_original_sg_symbol_H-M      P2(1)/C
_cod_database_code               7200476
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
N1 N -0.21098(12) 0.93954(15) -0.21219(10) 0.0524(4) Uani 1 1 d . . .
C2 C -0.22870(14) 0.8914(2) -0.13449(14) 0.0567(5) Uani 1 1 d . . .
H2 H -0.3037 0.8990 -0.1385 0.068 Uiso 1 1 calc R . .
C3 C -0.14514(13) 0.8310(2) -0.04838(12) 0.0527(4) Uani 1 1 d . . .
H3 H -0.1637 0.7997 0.0035 0.063 Uiso 1 1 calc R . .
C4 C -0.03298(12) 0.81791(16) -0.04080(11) 0.0405(3) Uani 1 1 d . . .
C5 C -0.01122(13) 0.87079(17) -0.11984(11) 0.0445(4) Uani 1 1 d . . .
H5 H 0.0634 0.8668 -0.1172 0.053 Uiso 1 1 calc R . .
C6 C -0.10161(14) 0.92933(18) -0.20247(12) 0.0509(4) Uani 1 1 d . . .
H6 H -0.0854 0.9640 -0.2549 0.061 Uiso 1 1 calc R . .
N7 N 0.05841(11) 0.75810(15) 0.04345(9) 0.0441(3) Uani 1 1 d . . .
C8 C 0.04555(14) 0.65731(19) 0.10781(12) 0.0498(4) Uani 1 1 d . . .
O9 O -0.04847(11) 0.60716(18) 0.09553(10) 0.0817(5) Uani 1 1 d . . .
C10 C 0.15231(13) 0.61129(17) 0.19619(11) 0.0436(4) Uani 1 1 d . . .
C11 C 0.15112(14) 0.47404(18) 0.23935(12) 0.0506(4) Uani 1 1 d . . .
H11 H 0.0864 0.4126 0.2109 0.061 Uiso 1 1 calc R . .
C12 C 0.24531(15) 0.42875(19) 0.32388(12) 0.0538(4) Uani 1 1 d . . .
H12 H 0.2441 0.3367 0.3524 0.065 Uiso 1 1 calc R . .
C13 C 0.34131(14) 0.51919(18) 0.36631(12) 0.0495(4) Uani 1 1 d . . .
H13 H 0.4050 0.4878 0.4233 0.059 Uiso 1 1 calc R . .
C14 C 0.34364(13) 0.65743(17) 0.32442(11) 0.0417(4) Uani 1 1 d . . .
C15 C 0.24856(13) 0.70238(17) 0.23910(11) 0.0421(4) Uani 1 1 d . . .
H15 H 0.2495 0.7944 0.2105 0.051 Uiso 1 1 calc R . .
C16 C 0.45163(13) 0.74817(18) 0.37296(11) 0.0443(4) Uani 1 1 d . . .
O17 O 0.54398(10) 0.68818(14) 0.42412(9) 0.0616(4) Uani 1 1 d . . .
N18 N 0.44073(11) 0.89848(15) 0.35647(9) 0.0450(3) Uani 1 1 d . . .
C19 C 0.52982(12) 1.00467(18) 0.39328(11) 0.0418(4) Uani 1 1 d . . .
C20 C 0.64438(14) 0.9730(2) 0.45527(13) 0.0552(4) Uani 1 1 d . . .
H20 H 0.6675 0.8762 0.4768 0.066 Uiso 1 1 calc R . .
C21 C 0.72358(14) 1.0877(2) 0.48452(13) 0.0603(5) Uani 1 1 d . . .
H21 H 0.8000 1.0638 0.5267 0.072 Uiso 1 1 calc R . .
N22 N 0.70072(11) 1.22895(17) 0.45796(10) 0.0537(4) Uani 1 1 d . . .
C23 C 0.58932(14) 1.2579(2) 0.40022(13) 0.0539(4) Uani 1 1 d . . .
H23 H 0.5687 1.3562 0.3813 0.065 Uiso 1 1 calc R . .
C24 C 0.50310(13) 1.15297(18) 0.36678(12) 0.0490(4) Uani 1 1 d . . .
H24 H 0.4269 1.1808 0.3265 0.059 Uiso 1 1 calc R . .
H7 H 0.1289(15) 0.767(2) 0.0473(12) 0.054(5) Uiso 1 1 d . . .
H18 H 0.3694(15) 0.9349(19) 0.3212(12) 0.050(5) 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
C2 N1 C6 115.35(14) . . ?
N1 C2 C3 125.33(16) . . ?
N1 C2 H2 117.3 . . ?
C3 C2 H2 117.3 . . ?
C2 C3 C4 118.44(16) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C5 117.51(14) . . ?
C3 C4 N7 123.02(14) . . ?
C5 C4 N7 119.45(14) . . ?
C6 C5 C4 119.09(15) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
N1 C6 C5 124.25(16) . . ?
N1 C6 H6 117.9 . . ?
C5 C6 H6 117.9 . . ?
C8 N7 C4 124.87(14) . . ?
C8 N7 H7 115.4(11) . . ?
C4 N7 H7 117.8(11) . . ?
O9 C8 N7 122.45(15) . . ?
O9 C8 C10 120.20(15) . . ?
N7 C8 C10 117.35(14) . . ?
C15 C10 C11 119.58(14) . . ?
C15 C10 C8 122.61(14) . . ?
C11 C10 C8 117.72(14) . . ?
C12 C11 C10 120.25(15) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.15(15) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 120.35(14) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.25(14) . . ?
C15 C14 C16 123.25(14) . . ?
C13 C14 C16 117.47(13) . . ?
C10 C15 C14 120.42(14) . . ?
C10 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
O17 C16 N18 123.01(15) . . ?
O17 C16 C14 120.23(15) . . ?
N18 C16 C14 116.76(13) . . ?
C16 N18 C19 126.74(13) . . ?
C16 N18 H18 117.8(11) . . ?
C19 N18 H18 115.4(11) . . ?
C20 C19 C24 116.57(15) . . ?
C20 C19 N18 124.58(15) . . ?
C24 C19 N18 118.85(13) . . ?
C21 C20 C19 118.62(16) . . ?
C21 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
N22 C21 C20 125.83(16) . . ?
N22 C21 H21 117.1 . . ?
C20 C21 H21 117.1 . . ?
C21 N22 C23 114.65(15) . . ?
N22 C23 C24 124.55(17) . . ?
N22 C23 H23 117.7 . . ?
C24 C23 H23 117.7 . . ?
C23 C24 C19 119.72(14) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?
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 C2 1.325(2) . ?
N1 C6 1.335(2) . ?
C2 C3 1.376(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(2) . ?
C4 N7 1.3999(19) . ?
C5 C6 1.377(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
N7 C8 1.367(2) . ?
N7 H7 0.875(18) . ?
C8 O9 1.2138(19) . ?
C8 C10 1.488(2) . ?
C10 C15 1.382(2) . ?
C10 C11 1.390(2) . ?
C11 C12 1.374(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.392(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(2) . ?
C14 C16 1.492(2) . ?
C15 H15 0.9300 . ?
C16 O17 1.2193(17) . ?
C16 N18 1.369(2) . ?
N18 C19 1.402(2) . ?
N18 H18 0.894(17) . ?
C19 C20 1.381(2) . ?
C19 C24 1.390(2) . ?
C20 C21 1.375(2) . ?
C20 H20 0.9300 . ?
C21 N22 1.324(2) . ?
C21 H21 0.9300 . ?
N22 C23 1.332(2) . ?
C23 C24 1.369(2) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N7 H7 N22 0.875(18) 2.217(18) 3.070(2) 165.0(16) 2_645
N18 H18 N1 0.894(17) 2.274(18) 3.1480(19) 165.6(14) 3_575
C2 H2 O17 0.93 2.58 3.408(2) 148.4 4_475
C6 H6 O9 0.93 2.51 3.322(2) 145.6 4_575
C13 H13 O17 0.93 2.59 3.363(2) 140.4 3_666
C15 H15 N1 0.93 2.44 3.252(2) 145.7 3_575
C21 H21 O9 0.93 2.33 3.180(2) 151.5 4_676
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 582342
