#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:17:28 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180498 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/67/7216793.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_7216793
loop_
_publ_author_name
'Li, Cheng-Peng'
'Chen, Jing'
'Liu, Peng-Wen'
'Du, Miao'
_publ_section_title
;
 Structural diversity of 5-methylnicotinate coordination assemblies
 regulated by metal-ligating tendency and metal-dependent anion effect
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              6433
_journal_paper_doi               10.1039/c4ce00187g
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C14 H12 N2 O4 Pb'
_chemical_formula_weight         479.45
_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                 122.411(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.912(2)
_cell_length_b                   9.1366(16)
_cell_length_c                   14.7843(17)
_cell_measurement_reflns_used    2988
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.12
_cell_measurement_theta_min      2.76
_cell_volume                     1472.4(4)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7283
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    11.474
_exptl_absorpt_correction_T_max  0.1302
_exptl_absorpt_correction_T_min  0.0974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    2.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.834
_refine_diff_density_min         -1.810
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       0.0039(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2589
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0300
_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)+(0.0434P)²+0.2890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0743
_refine_ls_wR_factor_ref         0.0794
_reflns_number_gt                2199
_reflns_number_total             2589
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00187g2.cif
_cod_data_source_block           967578
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'NONE' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7216793
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
Pb1 Pb 0.185242(19) 0.56840(2) 0.585282(16) 0.03285(14) Uani 1 1 d .
O1 O 0.3355(5) 0.5805(5) 0.8015(5) 0.0550(14) Uani 1 1 d .
O2 O 0.3449(4) 0.7379(5) 0.6913(4) 0.0515(13) Uani 1 1 d .
O3 O 0.1454(4) 0.7007(5) 0.4277(3) 0.0463(12) Uani 1 1 d .
O4 O -0.0288(6) 0.5882(7) 0.3751(5) 0.0684(18) Uani 1 1 d .
N1 N 0.6398(6) 0.9515(6) 0.9438(5) 0.0453(15) Uani 1 1 d .
N2 N 0.0589(5) 0.7592(6) 0.6157(4) 0.0447(14) Uani 1 1 d .
C1 C 0.3806(6) 0.6900(7) 0.7846(6) 0.0409(16) Uani 1 1 d .
C2 C 0.4810(6) 0.7732(7) 0.8783(5) 0.0358(14) Uani 1 1 d .
C3 C 0.5109(6) 0.7457(7) 0.9822(5) 0.0431(16) Uani 1 1 d .
H3 H 0.4672 0.6760 0.9943 0.052 Uiso 1 1 calc R
C4 C 0.6052(7) 0.8216(7) 1.0674(5) 0.0455(16) Uani 1 1 d .
C5 C 0.6668(7) 0.9230(7) 1.0433(6) 0.0463(18) Uani 1 1 d .
H5 H 0.7311 0.9747 1.0997 0.056 Uiso 1 1 calc R
C6 C 0.5479(6) 0.8781(7) 0.8634(5) 0.0393(15) Uani 1 1 d .
H6 H 0.5276 0.8980 0.7940 0.047 Uiso 1 1 calc R
C7 C 0.6419(8) 0.7970(9) 1.1813(6) 0.064(2) Uani 1 1 d .
H7A H 0.6751 0.7003 1.2033 0.096 Uiso 1 1 calc R
H7B H 0.5712 0.8072 1.1865 0.096 Uiso 1 1 calc R
H7C H 0.7026 0.8678 1.2268 0.096 Uiso 1 1 calc R
C8 C 0.0429(6) 0.6496(7) 0.3564(5) 0.0347(14) Uani 1 1 d .
C9 C 0.0069(5) 0.6603(6) 0.2410(4) 0.0354(14) Uani 1 1 d .
C10 C 0.0830(6) 0.7685(7) 0.7161(5) 0.0403(15) Uani 1 1 d .
H10 H 0.1542 0.7250 0.7713 0.048 Uiso 1 1 calc R
C11 C -0.0459(6) 0.8230(7) 0.5372(5) 0.0416(16) Uani 1 1 d .
H11 H -0.0643 0.8168 0.4673 0.050 Uiso 1 1 calc R
C12 C -0.1261(6) 0.8960(7) 0.5545(5) 0.0374(15) Uani 1 1 d .
C13 C -0.0995(6) 0.5958(6) 0.1584(5) 0.0356(14) Uani 1 1 d .
H13 H -0.1525 0.5474 0.1727 0.043 Uiso 1 1 calc R
C14 C -0.2404(7) 0.9664(8) 0.4628(6) 0.056(2) Uani 1 1 d .
H14A H -0.3091 0.9019 0.4390 0.084 Uiso 1 1 calc R
H14B H -0.2291 0.9847 0.4047 0.084 Uiso 1 1 calc R
H14C H -0.2557 1.0571 0.4864 0.084 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Pb1 O3 88.34(15) . .
O2 Pb1 N2 81.43(18) . .
O3 Pb1 N2 90.15(17) . .
O2 Pb1 O1 51.37(15) . .
O3 Pb1 O1 139.70(14) . .
N2 Pb1 O1 83.50(17) . .
O2 Pb1 N1 81.98(18) . 2_646
O3 Pb1 N1 79.09(17) . 2_646
N2 Pb1 N1 160.45(19) . 2_646
O1 Pb1 N1 94.13(18) . 2_646
C1 O1 Pb1 85.0(4) . .
C1 O2 Pb1 100.0(4) . .
C8 O3 Pb1 101.9(4) . .
C6 N1 C5 117.8(6) . .
C6 N1 Pb1 118.3(5) . 2_656
C5 N1 Pb1 119.8(5) . 2_656
C10 N2 C11 116.9(6) . .
C10 N2 Pb1 116.1(4) . .
C11 N2 Pb1 125.1(4) . .
O1 C1 O2 123.6(6) . .
O1 C1 C2 119.1(6) . .
O2 C1 C2 117.2(6) . .
C6 C2 C3 118.2(6) . .
C6 C2 C1 120.5(6) . .
C3 C2 C1 121.3(6) . .
C4 C3 C2 120.2(6) . .
C4 C3 H3 119.9 . .
C2 C3 H3 119.9 . .
C3 C4 C5 116.7(6) . .
C3 C4 C7 122.8(7) . .
C5 C4 C7 120.6(7) . .
N1 C5 C4 124.2(7) . .
N1 C5 H5 117.9 . .
C4 C5 H5 117.9 . .
N1 C6 C2 122.8(6) . .
N1 C6 H6 118.6 . .
C2 C6 H6 118.6 . .
C4 C7 H7A 109.5 . .
C4 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C4 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
O4 C8 O3 124.0(6) . .
O4 C8 C9 117.9(6) . .
O3 C8 C9 118.0(5) . .
C10 C9 C13 118.3(6) 4_575 .
C10 C9 C8 119.9(5) 4_575 .
C13 C9 C8 121.8(6) . .
N2 C10 C9 123.0(6) . 4_576
N2 C10 H10 118.5 . .
C9 C10 H10 118.5 4_576 .
N2 C11 C12 124.0(6) . .
N2 C11 H11 118.0 . .
C12 C11 H11 118.0 . .
C11 C12 C13 118.1(6) . 4_576
C11 C12 C14 120.9(6) . .
C13 C12 C14 121.0(6) 4_576 .
C12 C13 C9 119.6(6) 4_575 .
C12 C13 H13 120.2 4_575 .
C9 C13 H13 120.2 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pb1 O2 2.375(4) .
Pb1 O3 2.423(4) .
Pb1 N2 2.587(5) .
Pb1 O1 2.710(6) .
Pb1 N1 2.734(6) 2_646
O1 C1 1.249(8) .
O2 C1 1.275(8) .
O3 C8 1.260(7) .
O4 C8 1.234(8) .
N1 C6 1.326(9) .
N1 C5 1.342(10) .
N1 Pb1 2.734(6) 2_656
N2 C10 1.346(8) .
N2 C11 1.354(8) .
C1 C2 1.500(9) .
C2 C6 1.385(9) .
C2 C3 1.392(9) .
C3 C4 1.380(9) .
C3 H3 0.9300 .
C4 C5 1.387(10) .
C4 C7 1.502(9) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 C9 1.512(8) .
C9 C10 1.383(8) 4_575
C9 C13 1.388(8) .
C10 C9 1.383(8) 4_576
C10 H10 0.9300 .
C11 C12 1.367(9) .
C11 H11 0.9300 .
C12 C13 1.384(9) 4_576
C12 C14 1.511(9) .
C13 C12 1.384(9) 4_575
C13 H13 0.9300 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
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_4
O2 Pb1 O1 C1 0.6(4) . .
O3 Pb1 O1 C1 -1.1(5) . .
N2 Pb1 O1 C1 -83.6(4) . .
N1 Pb1 O1 C1 76.9(4) 2_646 .
O3 Pb1 O2 C1 178.3(4) . .
N2 Pb1 O2 C1 87.9(4) . .
O1 Pb1 O2 C1 -0.6(4) . .
N1 Pb1 O2 C1 -102.5(4) 2_646 .
O2 Pb1 O3 C8 -166.5(4) . .
N2 Pb1 O3 C8 -85.1(4) . .
O1 Pb1 O3 C8 -165.2(4) . .
N1 Pb1 O3 C8 111.3(4) 2_646 .
O2 Pb1 N2 C10 -69.6(5) . .
O3 Pb1 N2 C10 -157.9(5) . .
O1 Pb1 N2 C10 -17.8(5) . .
N1 Pb1 N2 C10 -101.8(7) 2_646 .
O2 Pb1 N2 C11 126.9(6) . .
O3 Pb1 N2 C11 38.6(5) . .
O1 Pb1 N2 C11 178.7(6) . .
N1 Pb1 N2 C11 94.6(7) 2_646 .
Pb1 O1 C1 O2 -1.1(6) . .
Pb1 O1 C1 C2 177.8(5) . .
Pb1 O2 C1 O1 1.2(7) . .
Pb1 O2 C1 C2 -177.7(5) . .
O1 C1 C2 C6 168.3(6) . .
O2 C1 C2 C6 -12.7(9) . .
O1 C1 C2 C3 -10.5(10) . .
O2 C1 C2 C3 168.4(6) . .
C6 C2 C3 C4 -0.1(10) . .
C1 C2 C3 C4 178.7(6) . .
C2 C3 C4 C5 -0.5(10) . .
C2 C3 C4 C7 180.0(7) . .
C6 N1 C5 C4 0.2(11) . .
Pb1 N1 C5 C4 -156.6(6) 2_656 .
C3 C4 C5 N1 0.5(11) . .
C7 C4 C5 N1 -180.0(7) . .
C5 N1 C6 C2 -0.9(11) . .
Pb1 N1 C6 C2 156.3(5) 2_656 .
C3 C2 C6 N1 0.9(10) . .
C1 C2 C6 N1 -178.0(6) . .
Pb1 O3 C8 O4 20.5(8) . .
Pb1 O3 C8 C9 -157.7(5) . .
O4 C8 C9 C10 178.4(7) . 4_575
O3 C8 C9 C10 -3.3(9) . 4_575
O4 C8 C9 C13 -3.9(10) . .
O3 C8 C9 C13 174.4(6) . .
C11 N2 C10 C9 -0.4(10) . 4_576
Pb1 N2 C10 C9 -165.3(5) . 4_576
C10 N2 C11 C12 0.6(10) . .
Pb1 N2 C11 C12 164.0(5) . .
N2 C11 C12 C13 -0.6(10) . 4_576
N2 C11 C12 C14 179.1(6) . .
C10 C9 C13 C12 0.1(9) 4_575 4_575
C8 C9 C13 C12 -177.6(6) . 4_575
