#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:52:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179601 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/65/4506556.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_4506556
loop_
_publ_author_name
'Jing, Xuemin'
'Zhou, Xiaoying'
'Zhao, Tingting'
'Huo, Qisheng'
'Liu, Yunling'
_publ_section_title
;
 Construction of Lanthanide--Organic Frameworks from
 2-(pyridine-3-yl)-1H-4,5-imidazoledicarboxylate and Oxalate
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4225
_journal_paper_doi               10.1021/cg300719z
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         C11H10ClN3O8Pr
_chemical_formula_sum            'C11 H10 Cl N3 O8 Pr'
_chemical_formula_weight         488.58
_chemical_melting_point          ?
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 125.03(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.302(6)
_cell_length_b                   7.0921(14)
_cell_length_c                   16.752(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2753.4(14)
_computing_cell_refinement       Process-auto
_computing_data_collection       Process-auto
_computing_data_reduction        Process-auto
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       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  0.0733
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9748
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.76
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.786
_exptl_absorpt_correction_T_max  0.7617
_exptl_absorpt_correction_T_min  0.7149
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Process-auto
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    2.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1896
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.444
_refine_diff_density_min         -1.849
_refine_diff_density_rms         0.215
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3433
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0378
_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)+(0.0646P)²+15.3933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1094
_reflns_number_gt                3065
_reflns_number_total             3433
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300719z_si_002.cif
_cod_data_source_block           y
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_symmetry_cell_setting' value
'Monoclinic' changed to 'monoclinic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z 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_cell_volume        2753.3(10)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4506556
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
C10 C 0.31024(17) 0.2332(6) 0.3143(3) 0.0117(8) Uani 1 1 d .
C11 C 0.28135(18) 0.7389(6) 0.5136(3) 0.0133(8) Uani 1 1 d .
Pr1 Pr 0.209838(9) 0.38603(3) 0.361737(16) 0.01217(11) Uani 1 1 d .
O6 O 0.28807(17) 0.6122(5) 0.4695(3) 0.0254(8) Uani 1 1 d .
O2 O 0.20393(13) 0.2809(5) 0.5056(2) 0.0176(7) Uani 1 1 d .
O1 O 0.12217(14) 0.2891(6) 0.3596(2) 0.0247(8) Uani 1 1 d .
C9 C 0.14899(18) 0.2731(6) 0.4506(3) 0.0137(8) Uani 1 1 d .
Cl1 Cl 0.20921(11) 0.1146(4) 0.36153(18) 0.0240(6) Uani 0.50 1 d P
Cl1' Cl 0.1953(2) 0.0317(7) 0.3342(3) 0.0542(10) Uani 0.50 1 d PU
O4 O 0.18937(16) 0.6543(5) 0.2531(3) 0.0231(7) Uani 1 1 d .
O3 O 0.18084(15) 0.6549(5) 0.4213(3) 0.0209(7) Uani 1 1 d .
O5 O 0.26645(15) 0.3031(7) 0.3024(2) 0.0289(9) Uani 1 1 d .
N1 N 0.12198(17) 0.2930(7) 0.1742(3) 0.0215(8) Uani 1 1 d .
C7 C 0.11612(17) 0.2558(6) 0.4934(3) 0.0118(8) Uani 1 1 d .
N3 N 0.05663(15) 0.2560(5) 0.4328(3) 0.0136(7) Uani 1 1 d .
C4 C 0.02211(18) 0.2549(6) 0.0422(3) 0.0146(9) Uani 1 1 d .
C5 C 0.0661(2) 0.2871(8) 0.1401(3) 0.0210(10) Uani 1 1 d .
H5 H 0.0562 0.3053 0.1836 0.008 Uiso 1 1 calc .
C1 C 0.13580(19) 0.2618(7) 0.1107(3) 0.0199(10) Uani 1 1 d .
H1 H 0.1746 0.2590 0.1342 0.008 Uiso 1 1 calc .
C2 C 0.0951(2) 0.2338(8) 0.0121(4) 0.0259(11) Uani 1 1 d .
H2 H 0.1061 0.2166 -0.0301 0.008 Uiso 1 1 calc .
C3 C 0.0370(2) 0.2320(8) -0.0226(3) 0.0251(11) Uani 1 1 d .
H3 H 0.0086 0.2156 -0.0887 0.008 Uiso 1 1 calc .
N2 N 0.08356(15) 0.2561(5) 0.5856(3) 0.0128(7) Uani 1 1 d .
H2A H 0.0815 0.2567 0.6348 0.008 Uiso 1 1 calc .
C6 C 0.03836(18) 0.2538(6) 0.4901(3) 0.0120(8) Uani 1 1 d .
C8 C 0.13300(17) 0.2573(6) 0.5888(3) 0.0104(8) Uani 1 1 d .
O1W O 0.0883(2) 0.8447(8) 0.2556(3) 0.0461(12) Uani 1 1 d .
O2W O 0.0000 0.0446(10) 0.2500 0.0345(13) Uani 1 2 d S
O3W O 0.0000 0.523(2) 0.2500 0.108(4) Uani 1 2 d S
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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.2180 2.8214 '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'
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
O5 C10 O4 123.6(4) . 4_545
O5 C10 C8 120.6(4) . 7_556
O4 C10 C8 115.8(4) 4_545 7_556
O6 C11 O3 127.4(4) . 7_566
O6 C11 C11 115.7(5) . 7_566
O3 C11 C11 116.9(5) 7_566 7_566
Cl1 Pr1 O5 76.17(14) . .
Cl1 Pr1 O4 140.68(12) . .
O5 Pr1 O4 79.20(14) . .
Cl1 Pr1 O2 61.60(11) . 7_556
O5 Pr1 O2 72.75(12) . 7_556
O4 Pr1 O2 136.82(12) . 7_556
Cl1 Pr1 O6 130.67(12) . .
O5 Pr1 O6 86.00(15) . .
O4 Pr1 O6 76.76(13) . .
O2 Pr1 O6 69.26(12) 7_556 .
Cl1 Pr1 O3 139.37(11) . .
O5 Pr1 O3 143.60(15) . .
O4 Pr1 O3 73.36(13) . .
O2 Pr1 O3 112.90(12) 7_556 .
O6 Pr1 O3 64.94(12) . .
Cl1 Pr1 Cl1' 8.92(12) . .
O5 Pr1 Cl1' 76.02(16) . .
O4 Pr1 Cl1' 133.15(14) . .
O2 Pr1 Cl1' 70.26(13) 7_556 .
O6 Pr1 Cl1' 138.98(13) . .
O3 Pr1 Cl1' 140.36(13) . .
Cl1 Pr1 O1 73.93(12) . .
O5 Pr1 O1 143.52(14) . .
O4 Pr1 O1 112.53(13) . .
O2 Pr1 O1 109.56(12) 7_556 .
O6 Pr1 O1 129.70(13) . .
O3 Pr1 O1 70.86(13) . .
Cl1' Pr1 O1 71.20(14) . .
Cl1 Pr1 O2 73.24(11) . .
O5 Pr1 O2 136.37(12) . .
O4 Pr1 O2 142.05(12) . .
O2 Pr1 O2 65.59(13) 7_556 .
O6 Pr1 O2 90.94(13) . .
O3 Pr1 O2 68.94(11) . .
Cl1' Pr1 O2 78.29(13) . .
O1 Pr1 O2 50.34(10) . .
Cl1 Pr1 N1 75.88(12) . .
O5 Pr1 N1 81.27(12) . .
O4 Pr1 N1 70.43(13) . .
O2 Pr1 N1 134.02(13) 7_556 .
O6 Pr1 N1 146.45(14) . .
O3 Pr1 N1 110.57(12) . .
Cl1' Pr1 N1 66.97(14) . .
O1 Pr1 N1 71.60(12) . .
O2 Pr1 N1 119.41(12) . .
Cl1 Pr1 C9 73.92(12) . .
O5 Pr1 C9 149.70(15) . .
O4 Pr1 C9 128.54(12) . .
O2 Pr1 C9 88.72(12) 7_556 .
O6 Pr1 C9 110.07(13) . .
O3 Pr1 C9 65.58(12) . .
Cl1' Pr1 C9 75.20(14) . .
O1 Pr1 C9 25.03(11) . .
O2 Pr1 C9 25.47(11) . .
N1 Pr1 C9 95.99(12) . .
C11 O6 Pr1 121.5(3) . .
C9 O2 Pr1 142.8(3) . 7_556
C9 O2 Pr1 92.4(3) . .
Pr1 O2 Pr1 114.41(13) 7_556 .
C9 O1 Pr1 95.8(3) . .
O1 C9 O2 120.6(4) . .
O1 C9 C7 119.2(4) . .
O2 C9 C7 120.1(4) . .
O1 C9 Pr1 59.1(2) . .
O2 C9 Pr1 62.1(2) . .
C7 C9 Pr1 169.0(3) . .
Cl1' Cl1 Pr1 146.2(5) . .
Cl1 Cl1' Pr1 24.9(3) . .
C10 O4 Pr1 152.0(3) 4 .
C11 O3 Pr1 119.7(3) 7_566 .
C10 O5 Pr1 151.3(3) . .
C5 N1 C1 117.7(4) . .
C5 N1 Pr1 124.7(3) . .
C1 N1 Pr1 117.5(3) . .
C8 C7 N3 108.5(4) . .
C8 C7 C9 132.0(4) . .
N3 C7 C9 119.2(4) . .
C6 N3 C7 106.6(4) . .
C3 C4 C5 118.2(4) . .
C3 C4 C6 121.8(4) . 2
C5 C4 C6 119.9(4) . 2
N1 C5 C4 123.1(4) . .
N1 C5 H5 118.4 . .
C4 C5 H5 118.4 . .
N1 C1 C2 123.1(4) . .
N1 C1 H1 118.4 . .
C2 C1 H1 118.4 . .
C1 C2 C3 118.4(5) . .
C1 C2 H2 120.8 . .
C3 C2 H2 120.8 . .
C4 C3 C2 119.3(4) . .
C4 C3 H3 120.3 . .
C2 C3 H3 120.3 . .
C6 N2 C8 107.3(4) . .
C6 N2 H2A 126.4 . .
C8 N2 H2A 126.4 . .
N3 C6 N2 110.9(4) . .
N3 C6 C4 126.1(4) . 2
N2 C6 C4 123.0(4) . 2
N2 C8 C7 106.7(3) . .
N2 C8 C10 118.7(4) . 7_556
C7 C8 C10 134.5(4) . 7_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C10 O5 1.240(6) .
C10 O4 1.266(6) 4_545
C10 C8 1.493(5) 7_556
C11 O6 1.246(6) .
C11 O3 1.250(5) 7_566
C11 C11 1.566(9) 7_566
Pr1 Cl1 1.925(3) .
Pr1 O5 2.393(4) .
Pr1 O4 2.461(4) .
Pr1 O2 2.464(3) 7_556
Pr1 O6 2.479(4) .
Pr1 O3 2.499(4) .
Pr1 Cl1' 2.546(5) .
Pr1 O1 2.555(3) .
Pr1 O2 2.619(3) .
Pr1 N1 2.742(4) .
Pr1 C9 2.961(4) .
O2 C9 1.275(5) .
O2 Pr1 2.464(3) 7_556
O1 C9 1.259(5) .
C9 C7 1.470(6) .
Cl1 Cl1' 0.710(4) .
O4 C10 1.266(6) 4
O3 C11 1.250(5) 7_566
N1 C5 1.338(6) .
N1 C1 1.346(6) .
C7 C8 1.379(6) .
C7 N3 1.380(5) .
N3 C6 1.326(6) .
C4 C3 1.381(7) .
C4 C5 1.395(6) .
C4 C6 1.469(6) 2
C5 H5 0.9300 .
C1 C2 1.382(7) .
C1 H1 0.9300 .
C2 C3 1.393(7) .
C2 H2 0.9300 .
C3 H3 0.9300 .
N2 C6 1.358(5) .
N2 C8 1.369(5) .
N2 H2A 0.8600 .
C6 C4 1.469(6) 2
C8 C10 1.493(5) 7_556
