#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/71/2227132.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2227132
loop_
_publ_author_name
'Mohammadnezhad, Gholamhossein'
'Ghanbarpour, Ali Reza'
'Amini, Mostafa M.'
'Ng, Seik Weng'
_publ_section_title
;
 Bis(quinoline-2-carboxylato-κ²N,O)lead(II)
;
_journal_coeditor_code           XU2797
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m946
_journal_paper_doi               10.1107/S1600536810027509
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Pb (C10 H6 N1 O2)2]'
_chemical_formula_moiety         'C20 H12 N2 O4 Pb'
_chemical_formula_sum            'C20 H12 N2 O4 Pb'
_chemical_formula_weight         551.51
_chemical_name_systematic
;
Bis(quinoline-2-carboxylato-κ²N,O)lead(II)
;
_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                 108.9810(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.4510(15)
_cell_length_b                   7.2895(7)
_cell_length_c                   14.1877(13)
_cell_measurement_reflns_used    3819
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.6
_cell_volume                     1608.9(3)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART APEX'
_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  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0403
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9758
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.31
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    10.518
_exptl_absorpt_correction_T_max  0.6213
_exptl_absorpt_correction_T_min  0.3014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.636
_refine_diff_density_min         -0.925
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3669
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0255
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0278P)²+0.2749P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0546
_refine_ls_wR_factor_ref         0.0578
_reflns_number_gt                3119
_reflns_number_total             3669
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2797.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2227132
_cod_database_fobs_code          2227132
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb Pb1 0.747914(11) 0.70412(2) 0.535665(12) 0.00980(6) Uani d . 1 . .
O O1 0.7953(2) 0.6837(4) 0.4000(2) 0.0147(7) Uani d . 1 . .
O O2 0.7691(2) 0.6491(5) 0.2362(2) 0.0184(7) Uani d . 1 . .
O O3 0.7075(2) 1.0028(4) 0.4949(2) 0.0144(7) Uani d . 1 . .
O O4 0.7419(2) 1.2990(4) 0.4913(3) 0.0196(7) Uani d . 1 . .
N N1 0.6232(2) 0.6704(5) 0.3714(3) 0.0107(8) Uani d . 1 . .
N N2 0.8766(2) 0.9163(5) 0.5793(3) 0.0114(8) Uani d . 1 . .
C C1 0.7447(3) 0.6590(6) 0.3111(3) 0.0126(10) Uani d . 1 . .
C C2 0.6487(3) 0.6425(6) 0.2937(3) 0.0103(9) Uani d . 1 . .
C C3 0.5919(3) 0.6023(6) 0.1978(3) 0.0131(9) Uani d . 1 . .
H H3 0.6131 0.5808 0.1439 0.016 Uiso calc R 1 . .
C C4 0.5058(3) 0.5948(6) 0.1835(3) 0.0138(9) Uani d . 1 . .
H H4 0.4663 0.5701 0.1191 0.017 Uiso calc R 1 . .
C C5 0.4753(3) 0.6238(6) 0.2649(3) 0.0136(9) Uani d . 1 . .
C C6 0.3874(3) 0.6160(6) 0.2565(3) 0.0155(10) Uani d . 1 . .
H H6 0.3456 0.5914 0.1936 0.019 Uiso calc R 1 . .
C C7 0.3621(3) 0.6437(6) 0.3383(4) 0.0176(10) Uani d . 1 . .
H H7 0.3029 0.6358 0.3320 0.021 Uiso calc R 1 . .
C C8 0.4233(3) 0.6839(6) 0.4319(4) 0.0159(10) Uani d . 1 . .
H H8 0.4049 0.7041 0.4880 0.019 Uiso calc R 1 . .
C C9 0.5090(3) 0.6940(6) 0.4427(3) 0.0152(10) Uani d . 1 . .
H H9 0.5496 0.7228 0.5058 0.018 Uiso calc R 1 . .
C C10 0.5372(3) 0.6615(6) 0.3599(3) 0.0087(9) Uani d U 1 . .
C C11 0.7614(3) 1.1369(6) 0.5093(3) 0.0134(10) Uani d . 1 . .
C C12 0.8565(3) 1.0885(6) 0.5515(3) 0.0104(9) Uani d . 1 . .
C C13 0.9195(3) 1.2240(6) 0.5577(3) 0.0138(10) Uani d . 1 . .
H H13 0.9031 1.3456 0.5356 0.017 Uiso calc R 1 . .
C C14 1.0048(3) 1.1769(6) 0.5963(3) 0.0146(10) Uani d . 1 . .
H H14 1.0480 1.2657 0.6002 0.018 Uiso calc R 1 . .
C C15 1.0278(3) 0.9972(6) 0.6300(3) 0.0126(9) Uani d . 1 . .
C C16 1.1143(3) 0.9387(6) 0.6713(3) 0.0155(10) Uani d . 1 . .
H H16 1.1597 1.0243 0.6805 0.019 Uiso calc R 1 . .
C C17 1.1325(3) 0.7599(7) 0.6981(3) 0.0169(10) Uani d . 1 . .
H H17 1.1907 0.7213 0.7233 0.020 Uiso calc R 1 . .
C C18 1.0664(3) 0.6316(7) 0.6888(3) 0.0141(10) Uani d . 1 . .
H H18 1.0803 0.5082 0.7093 0.017 Uiso calc R 1 . .
C C19 0.9823(3) 0.6841(6) 0.6505(3) 0.0136(10) Uani d . 1 . .
H H19 0.9379 0.5973 0.6446 0.016 Uiso calc R 1 . .
C C20 0.9612(3) 0.8672(6) 0.6195(3) 0.0093(9) Uani d . 1 . .
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'
Pb Pb -3.3944 10.1111 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Pb1 O1 . . 89.98(11) ?
O3 Pb1 N2 . . 68.45(11) ?
O1 Pb1 N2 . . 76.13(11) ?
O3 Pb1 N1 . . 77.38(11) ?
O1 Pb1 N1 . . 67.90(11) ?
N2 Pb1 N1 . . 129.71(11) ?
O3 Pb1 O2 . 4_576 80.37(10) ?
O1 Pb1 O2 . 4_576 149.57(10) ?
N2 Pb1 O2 . 4_576 73.48(10) ?
N1 Pb1 O2 . 4_576 135.90(11) ?
O3 Pb1 O4 . 1_545 152.83(10) ?
O1 Pb1 O4 . 1_545 76.09(10) ?
N2 Pb1 O4 . 1_545 128.16(11) ?
N1 Pb1 O4 . 1_545 75.78(10) ?
O2 Pb1 O4 4_576 1_545 122.81(9) ?
C1 O1 Pb1 . . 122.9(3) ?
C11 O3 Pb1 . . 123.4(3) ?
C2 N1 C10 . . 119.3(4) ?
C2 N1 Pb1 . . 113.3(3) ?
C10 N1 Pb1 . . 127.0(3) ?
C12 N2 C20 . . 119.6(4) ?
C12 N2 Pb1 . . 113.4(3) ?
C20 N2 Pb1 . . 126.7(3) ?
O2 C1 O1 . . 123.9(4) ?
O2 C1 C2 . . 117.3(4) ?
O1 C1 C2 . . 118.8(4) ?
N1 C2 C3 . . 123.3(4) ?
N1 C2 C1 . . 116.6(4) ?
C3 C2 C1 . . 120.1(4) ?
C4 C3 C2 . . 118.8(4) ?
C4 C3 H3 . . 120.6 ?
C2 C3 H3 . . 120.6 ?
C3 C4 C5 . . 119.9(4) ?
C3 C4 H4 . . 120.0 ?
C5 C4 H4 . . 120.0 ?
C6 C5 C4 . . 123.3(4) ?
C6 C5 C10 . . 119.0(4) ?
C4 C5 C10 . . 117.8(4) ?
C7 C6 C5 . . 120.5(4) ?
C7 C6 H6 . . 119.7 ?
C5 C6 H6 . . 119.7 ?
C6 C7 C8 . . 120.5(5) ?
C6 C7 H7 . . 119.8 ?
C8 C7 H7 . . 119.8 ?
C9 C8 C7 . . 120.6(5) ?
C9 C8 H8 . . 119.7 ?
C7 C8 H8 . . 119.7 ?
C8 C9 C10 . . 120.1(4) ?
C8 C9 H9 . . 120.0 ?
C10 C9 H9 . . 120.0 ?
N1 C10 C9 . . 119.8(4) ?
N1 C10 C5 . . 120.9(4) ?
C9 C10 C5 . . 119.3(4) ?
O4 C11 O3 . . 125.2(4) ?
O4 C11 C12 . . 118.0(4) ?
O3 C11 C12 . . 116.8(4) ?
N2 C12 C13 . . 122.4(4) ?
N2 C12 C11 . . 117.5(4) ?
C13 C12 C11 . . 120.1(4) ?
C14 C13 C12 . . 118.9(4) ?
C14 C13 H13 . . 120.5 ?
C12 C13 H13 . . 120.5 ?
C13 C14 C15 . . 119.8(4) ?
C13 C14 H14 . . 120.1 ?
C15 C14 H14 . . 120.1 ?
C14 C15 C16 . . 123.0(4) ?
C14 C15 C20 . . 118.3(4) ?
C16 C15 C20 . . 118.6(4) ?
C17 C16 C15 . . 120.2(4) ?
C17 C16 H16 . . 119.9 ?
C15 C16 H16 . . 119.9 ?
C16 C17 C18 . . 121.1(5) ?
C16 C17 H17 . . 119.5 ?
C18 C17 H17 . . 119.5 ?
C19 C18 C17 . . 120.1(5) ?
C19 C18 H18 . . 119.9 ?
C17 C18 H18 . . 119.9 ?
C18 C19 C20 . . 120.2(4) ?
C18 C19 H19 . . 119.9 ?
C20 C19 H19 . . 119.9 ?
N2 C20 C19 . . 119.4(4) ?
N2 C20 C15 . . 121.0(4) ?
C19 C20 C15 . . 119.6(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pb1 O1 . 2.304(3) yes
Pb1 O2 4_576 2.952(3) yes
Pb1 O3 . 2.295(3) yes
Pb1 O4 1_545 3.014(3) yes
Pb1 N1 . 2.567(4) yes
Pb1 N2 . 2.531(4) yes
O1 C1 . 1.279(6) ?
O2 C1 . 1.255(5) ?
O3 C11 . 1.290(6) ?
O4 C11 . 1.229(5) ?
N1 C2 . 1.318(6) ?
N1 C10 . 1.370(6) ?
N2 C12 . 1.325(5) ?
N2 C20 . 1.368(6) ?
C1 C2 . 1.521(6) ?
C2 C3 . 1.408(6) ?
C3 C4 . 1.366(6) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.416(6) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.413(6) ?
C5 C10 . 1.427(6) ?
C6 C7 . 1.370(6) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.412(7) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.370(7) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.417(6) ?
C9 H9 . 0.9500 ?
C11 C12 . 1.525(6) ?
C12 C13 . 1.413(6) ?
C13 C14 . 1.373(7) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.404(6) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.417(6) ?
C15 C20 . 1.419(6) ?
C16 C17 . 1.363(6) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.408(7) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.366(6) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.413(6) ?
C19 H19 . 0.9500 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O3 Pb1 O1 C1 . . . . -79.2(3) ?
N2 Pb1 O1 C1 . . . . -147.0(3) ?
N1 Pb1 O1 C1 . . . . -2.8(3) ?
O2 Pb1 O1 C1 4_576 . . . -149.9(3) ?
O4 Pb1 O1 C1 1_545 . . . 77.2(3) ?
O1 Pb1 O3 C11 . . . . -74.7(3) ?
N2 Pb1 O3 C11 . . . . 0.4(3) ?
N1 Pb1 O3 C11 . . . . -142.0(3) ?
O2 Pb1 O3 C11 4_576 . . . 76.3(3) ?
O4 Pb1 O3 C11 1_545 . . . -132.9(3) ?
O3 Pb1 N1 C2 . . . . 100.8(3) ?
O1 Pb1 N1 C2 . . . . 5.6(3) ?
N2 Pb1 N1 C2 . . . . 53.2(3) ?
O2 Pb1 N1 C2 4_576 . . . 162.2(3) ?
O4 Pb1 N1 C2 1_545 . . . -75.0(3) ?
O3 Pb1 N1 C10 . . . . -85.8(3) ?
O1 Pb1 N1 C10 . . . . 179.0(4) ?
N2 Pb1 N1 C10 . . . . -133.3(3) ?
O2 Pb1 N1 C10 4_576 . . . -24.3(4) ?
O4 Pb1 N1 C10 1_545 . . . 98.5(3) ?
O3 Pb1 N2 C12 . . . . -3.8(3) ?
O1 Pb1 N2 C12 . . . . 91.8(3) ?
N1 Pb1 N2 C12 . . . . 46.9(3) ?
O2 Pb1 N2 C12 4_576 . . . -89.8(3) ?
O4 Pb1 N2 C12 1_545 . . . 151.2(2) ?
O3 Pb1 N2 C20 . . . . -178.2(3) ?
O1 Pb1 N2 C20 . . . . -82.6(3) ?
N1 Pb1 N2 C20 . . . . -127.5(3) ?
O2 Pb1 N2 C20 4_576 . . . 95.9(3) ?
O4 Pb1 N2 C20 1_545 . . . -23.2(4) ?
Pb1 O1 C1 O2 . . . . 179.4(3) ?
Pb1 O1 C1 C2 . . . . 0.1(5) ?
C10 N1 C2 C3 . . . . -0.4(6) ?
Pb1 N1 C2 C3 . . . . 173.6(3) ?
C10 N1 C2 C1 . . . . 178.5(4) ?
Pb1 N1 C2 C1 . . . . -7.5(5) ?
O2 C1 C2 N1 . . . . -173.8(4) ?
O1 C1 C2 N1 . . . . 5.5(6) ?
O2 C1 C2 C3 . . . . 5.2(6) ?
O1 C1 C2 C3 . . . . -175.5(4) ?
N1 C2 C3 C4 . . . . 1.2(7) ?
C1 C2 C3 C4 . . . . -177.7(4) ?
C2 C3 C4 C5 . . . . -1.1(7) ?
C3 C4 C5 C6 . . . . -179.2(4) ?
C3 C4 C5 C10 . . . . 0.4(7) ?
C4 C5 C6 C7 . . . . 179.4(5) ?
C10 C5 C6 C7 . . . . -0.2(7) ?
C5 C6 C7 C8 . . . . 1.2(7) ?
C6 C7 C8 C9 . . . . -0.7(7) ?
C7 C8 C9 C10 . . . . -0.9(7) ?
C2 N1 C10 C9 . . . . -179.1(4) ?
Pb1 N1 C10 C9 . . . . 7.8(5) ?
C2 N1 C10 C5 . . . . -0.4(6) ?
Pb1 N1 C10 C5 . . . . -173.5(3) ?
C8 C9 C10 N1 . . . . -179.5(4) ?
C8 C9 C10 C5 . . . . 1.9(6) ?
C6 C5 C10 N1 . . . . -180.0(4) ?
C4 C5 C10 N1 . . . . 0.4(6) ?
C6 C5 C10 C9 . . . . -1.3(6) ?
C4 C5 C10 C9 . . . . 179.1(4) ?
Pb1 O3 C11 O4 . . . . -177.6(3) ?
Pb1 O3 C11 C12 . . . . 2.8(5) ?
C20 N2 C12 C13 . . . . 2.8(6) ?
Pb1 N2 C12 C13 . . . . -172.1(3) ?
C20 N2 C12 C11 . . . . -178.7(3) ?
Pb1 N2 C12 C11 . . . . 6.5(4) ?
O4 C11 C12 N2 . . . . 173.9(4) ?
O3 C11 C12 N2 . . . . -6.5(6) ?
O4 C11 C12 C13 . . . . -7.6(6) ?
O3 C11 C12 C13 . . . . 172.1(4) ?
N2 C12 C13 C14 . . . . -1.7(6) ?
C11 C12 C13 C14 . . . . 179.8(4) ?
C12 C13 C14 C15 . . . . -0.9(7) ?
C13 C14 C15 C16 . . . . -179.5(4) ?
C13 C14 C15 C20 . . . . 2.3(6) ?
C14 C15 C16 C17 . . . . -176.7(4) ?
C20 C15 C16 C17 . . . . 1.5(6) ?
C15 C16 C17 C18 . . . . -2.4(7) ?
C16 C17 C18 C19 . . . . 1.5(7) ?
C17 C18 C19 C20 . . . . 0.3(7) ?
C12 N2 C20 C19 . . . . 179.0(4) ?
Pb1 N2 C20 C19 . . . . -6.9(5) ?
C12 N2 C20 C15 . . . . -1.3(6) ?
Pb1 N2 C20 C15 . . . . 172.8(3) ?
C18 C19 C20 N2 . . . . 178.6(4) ?
C18 C19 C20 C15 . . . . -1.1(6) ?
C14 C15 C20 N2 . . . . -1.3(6) ?
C16 C15 C20 N2 . . . . -179.5(4) ?
C14 C15 C20 C19 . . . . 178.5(4) ?
C16 C15 C20 C19 . . . . 0.2(6) ?
