#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:03:07 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179553 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/22/4502256.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_4502256
loop_
_publ_author_name
'Yang, Ai-Hong'
'Zhao, Li-Hua'
'Quan, Ying-Ping'
'Gao, Hong-Ling'
'Cui, Jian-Zhong'
'Shi, Wei'
'Cheng, Peng'
_publ_section_title
;
 Formation of the Water Layer in Lanthanide Coordination Polymers with
 6-Methyl-2,3,5-Pyridinetricarboxylate as a Novel Bridging Ligand
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              218
_journal_paper_doi               10.1021/cg9008575
_journal_volume                  10
_journal_year                    2010
_chemical_formula_sum            'C9 H18 N O13 Pr'
_chemical_formula_weight         489.15
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 96.93(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.173(2)
_cell_length_b                   7.3496(15)
_cell_length_c                   18.450(4)
_cell_measurement_reflns_used    4565
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.876
_cell_measurement_theta_min      1.904
_cell_volume                     1638.6(6)
_computing_cell_refinement       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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      113(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12156
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         1.90
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.041
_exptl_absorpt_correction_T_max  0.9417
_exptl_absorpt_correction_T_min  0.7117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_density_diffrn    1.983
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.141
_refine_diff_density_min         -1.067
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       0.0004(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3886
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0283
_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)+(0.0553P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0743
_refine_ls_wR_factor_ref         0.0805
_reflns_number_gt                3468
_reflns_number_total             3886
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg9008575_si_002.cif
_cod_data_source_block           r70913f
_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 2.4.2 from
2011-04-26.

'_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 2.4.2 from
2011-04-26.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed
to 'constr' 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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4502256
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Pr1 Pr 0.696827(14) 0.77084(2) 0.631049(9) 0.00786(8) Uani 1 1 d .
O1 O 0.8503(2) 0.7784(3) 0.56163(14) 0.0151(5) Uani 1 1 d .
O2 O 1.0146(2) 0.8062(4) 0.62734(13) 0.0187(5) Uani 1 1 d .
O3 O 1.3539(2) 0.7439(3) 0.51018(14) 0.0124(5) Uani 1 1 d .
O4 O 1.34233(19) 0.5043(3) 0.43601(13) 0.0151(5) Uani 1 1 d .
O5 O 1.1967(2) 0.4679(3) 0.30429(12) 0.0137(5) Uani 1 1 d .
O6 O 1.1431(2) 0.7368(3) 0.25849(14) 0.0099(5) Uani 1 1 d .
O7 O 0.85955(19) 0.8997(3) 0.71078(12) 0.0134(5) Uani 1 1 d .
H7A H 0.8519 0.9361 0.7536 0.016 Uiso 1 1 d R
H7B H 0.9223 0.9072 0.6951 0.016 Uiso 1 1 d R
O8 O 0.64452(19) 1.0912(3) 0.65391(12) 0.0141(5) Uani 1 1 d .
H8A H 0.5773 1.1180 0.6571 0.017 Uiso 1 1 d R
H8B H 0.6938 1.1742 0.6584 0.017 Uiso 1 1 d R
O9 O 0.4949(2) 0.6989(3) 0.63047(13) 0.0153(5) Uani 1 1 d .
H9A H 0.4629 0.7219 0.6680 0.018 Uiso 1 1 d R
H9B H 0.4585 0.6519 0.5928 0.018 Uiso 1 1 d R
O10 O 0.61519(19) 0.8942(3) 0.51339(12) 0.0142(5) Uani 1 1 d .
H10A H 0.5458 0.8862 0.5007 0.017 Uiso 1 1 d R
H10B H 0.6563 0.9454 0.4852 0.017 Uiso 1 1 d R
N1 N 1.0078(3) 0.7236(4) 0.37170(16) 0.0115(6) Uani 1 1 d .
C1 C 0.9538(3) 0.7618(4) 0.4292(2) 0.0119(7) Uani 1 1 d .
C2 C 1.0098(3) 0.7546(4) 0.5003(2) 0.0112(7) Uani 1 1 d .
C3 C 1.1222(3) 0.7181(4) 0.50911(19) 0.0109(6) Uani 1 1 d .
H3 H 1.1613 0.7224 0.5556 0.013 Uiso 1 1 calc R
C4 C 1.1781(3) 0.6751(4) 0.44956(17) 0.0102(6) Uani 1 1 d .
C5 C 1.1151(3) 0.6752(4) 0.38137(17) 0.0096(6) Uani 1 1 d .
C6 C 0.8350(3) 0.8147(6) 0.4113(2) 0.0208(8) Uani 1 1 d .
H6A H 0.8231 0.8614 0.3624 0.031 Uiso 1 1 calc R
H6B H 0.8167 0.9067 0.4448 0.031 Uiso 1 1 calc R
H6C H 0.7889 0.7100 0.4152 0.031 Uiso 1 1 calc R
C7 C 0.9541(3) 0.7820(4) 0.5684(2) 0.0114(6) Uani 1 1 d .
C8 C 1.3010(3) 0.6373(4) 0.46500(17) 0.0105(6) Uani 1 1 d .
C9 C 1.1570(2) 0.6239(4) 0.31026(17) 0.0093(6) Uani 1 1 d .
O11 O 0.6277(2) 0.1631(4) 0.26353(13) 0.0179(5) Uani 1 1 d .
H11A H 0.5799 0.1953 0.2282 0.027 Uiso 1 1 d R
H11B H 0.6496 0.0529 0.2630 0.027 Uiso 1 1 d R
O12 O 0.6530(2) 0.7807(4) 0.25317(16) 0.0230(6) Uani 1 1 d .
H12A H 0.7130 0.7304 0.2723 0.035 Uiso 1 1 d R
H12B H 0.6379 0.7742 0.2069 0.035 Uiso 1 1 d R
O13 O 0.5462(2) 0.7119(3) 0.38021(15) 0.0185(6) Uani 1 1 d .
H13A H 0.5270 0.6036 0.3902 0.028 Uiso 1 1 d R
H13B H 0.5799 0.7222 0.3422 0.028 Uiso 1 1 d 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'
Pr Pr -0.2180 2.8214 '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
O4 Pr1 O1 82.07(8) 3_766 .
O4 Pr1 O5 72.65(8) 3_766 3_766
O1 Pr1 O5 82.75(8) . 3_766
O4 Pr1 O10 79.64(8) 3_766 .
O1 Pr1 O10 77.06(8) . .
O5 Pr1 O10 147.62(8) 3_766 .
O4 Pr1 O8 148.19(8) 3_766 .
O1 Pr1 O8 107.54(8) . .
O5 Pr1 O8 137.58(8) 3_766 .
O10 Pr1 O8 73.45(8) . .
O4 Pr1 O7 135.90(8) 3_766 .
O1 Pr1 O7 72.08(8) . .
O5 Pr1 O7 69.18(8) 3_766 .
O10 Pr1 O7 125.98(8) . .
O8 Pr1 O7 75.12(7) . .
O4 Pr1 O9 71.68(8) 3_766 .
O1 Pr1 O9 146.11(8) . .
O5 Pr1 O9 108.44(8) 3_766 .
O10 Pr1 O9 77.42(8) . .
O8 Pr1 O9 85.97(8) . .
O7 Pr1 O9 141.76(8) . .
O4 Pr1 O6 114.02(8) 3_766 4_576
O1 Pr1 O6 144.06(8) . 4_576
O5 Pr1 O6 72.91(8) 3_766 4_576
O10 Pr1 O6 135.47(8) . 4_576
O8 Pr1 O6 76.23(7) . 4_576
O7 Pr1 O6 74.70(8) . 4_576
O9 Pr1 O6 68.58(8) . 4_576
C7 O1 Pr1 142.2(2) . .
C8 O4 Pr1 145.0(2) . 3_766
C9 O5 Pr1 144.3(2) . 3_766
C9 O6 Pr1 131.8(2) . 4_675
Pr1 O7 H7A 119.8 . .
Pr1 O7 H7B 120.2 . .
H7A O7 H7B 120.0 . .
Pr1 O8 H8A 119.9 . .
Pr1 O8 H8B 120.1 . .
H8A O8 H8B 119.9 . .
Pr1 O9 H9A 119.9 . .
Pr1 O9 H9B 120.1 . .
H9A O9 H9B 120.0 . .
Pr1 O10 H10A 120.1 . .
Pr1 O10 H10B 119.9 . .
H10A O10 H10B 120.0 . .
C1 N1 C5 120.7(3) . .
N1 C1 C2 120.1(3) . .
N1 C1 C6 115.6(3) . .
C2 C1 C6 124.3(3) . .
C3 C2 C1 118.5(3) . .
C3 C2 C7 117.7(3) . .
C1 C2 C7 123.8(3) . .
C2 C3 C4 121.3(3) . .
C2 C3 H3 119.3 . .
C4 C3 H3 119.3 . .
C5 C4 C3 116.3(3) . .
C5 C4 C8 126.5(3) . .
C3 C4 C8 117.2(3) . .
N1 C5 C4 122.7(3) . .
N1 C5 C9 112.0(3) . .
C4 C5 C9 125.2(3) . .
C1 C6 H6A 109.5 . .
C1 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C1 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
O2 C7 O1 124.7(3) . .
O2 C7 C2 117.8(3) . .
O1 C7 C2 117.5(3) . .
O4 C8 O3 124.6(3) . .
O4 C8 C4 120.2(3) . .
O3 C8 C4 115.1(3) . .
O5 C9 O6 123.6(3) . .
O5 C9 C5 118.6(3) . .
O6 C9 C5 117.7(3) . .
H11A O11 H11B 116.1 . .
H12A O12 H12B 117.2 . .
H13A O13 H13B 115.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pr1 O4 2.389(2) 3_766
Pr1 O1 2.389(3) .
Pr1 O5 2.410(2) 3_766
Pr1 O10 2.450(2) .
Pr1 O8 2.489(2) .
Pr1 O7 2.506(2) .
Pr1 O9 2.513(3) .
Pr1 O6 2.516(3) 4_576
O1 C7 1.255(4) .
O2 C7 1.251(4) .
O3 C8 1.263(4) .
O4 C8 1.248(4) .
O4 Pr1 2.389(2) 3_766
O5 C9 1.254(4) .
O5 Pr1 2.410(2) 3_766
O6 C9 1.261(4) .
O6 Pr1 2.516(3) 4_675
O7 H7A 0.8507 .
O7 H7B 0.8509 .
O8 H8A 0.8511 .
O8 H8B 0.8517 .
O9 H9A 0.8507 .
O9 H9B 0.8508 .
O10 H10A 0.8510 .
O10 H10B 0.8510 .
N1 C1 1.343(5) .
N1 C5 1.345(4) .
C1 C2 1.404(5) .
C1 C6 1.496(5) .
C2 C3 1.385(5) .
C2 C7 1.510(5) .
C3 C4 1.397(5) .
C3 H3 0.9300 .
C4 C5 1.392(4) .
C4 C8 1.514(4) .
C5 C9 1.512(4) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
O11 H11A 0.8531 .
O11 H11B 0.8526 .
O12 H12A 0.8558 .
O12 H12B 0.8533 .
O13 H13A 0.8553 .
O13 H13B 0.8571 .
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
O4 Pr1 O1 C7 -121.1(4) 3_766
O5 Pr1 O1 C7 -47.7(3) 3_766
O10 Pr1 O1 C7 157.8(4) .
O8 Pr1 O1 C7 90.1(4) .
O7 Pr1 O1 C7 22.7(3) .
O9 Pr1 O1 C7 -160.2(3) .
O6 Pr1 O1 C7 -0.6(4) 4_576
C5 N1 C1 C2 1.1(5) .
C5 N1 C1 C6 179.7(3) .
N1 C1 C2 C3 3.8(5) .
C6 C1 C2 C3 -174.7(3) .
N1 C1 C2 C7 -175.4(3) .
C6 C1 C2 C7 6.1(5) .
C1 C2 C3 C4 -5.0(5) .
C7 C2 C3 C4 174.2(3) .
C2 C3 C4 C5 1.4(5) .
C2 C3 C4 C8 -179.9(3) .
C1 N1 C5 C4 -5.0(5) .
C1 N1 C5 C9 175.5(3) .
C3 C4 C5 N1 3.6(5) .
C8 C4 C5 N1 -174.9(3) .
C3 C4 C5 C9 -176.8(3) .
C8 C4 C5 C9 4.6(5) .
Pr1 O1 C7 O2 -9.8(6) .
Pr1 O1 C7 C2 170.1(2) .
C3 C2 C7 O2 13.9(4) .
C1 C2 C7 O2 -166.9(3) .
C3 C2 C7 O1 -166.0(3) .
C1 C2 C7 O1 13.2(5) .
Pr1 O4 C8 O3 164.9(3) 3_766
Pr1 O4 C8 C4 -12.2(6) 3_766
C5 C4 C8 O4 -46.4(5) .
C3 C4 C8 O4 135.0(3) .
C5 C4 C8 O3 136.2(3) .
C3 C4 C8 O3 -42.3(4) .
Pr1 O5 C9 O6 149.7(3) 3_766
Pr1 O5 C9 C5 -35.4(5) 3_766
Pr1 O6 C9 O5 -6.1(5) 4_675
Pr1 O6 C9 C5 178.87(19) 4_675
N1 C5 C9 O5 -121.7(3) .
C4 C5 C9 O5 58.7(4) .
N1 C5 C9 O6 53.5(4) .
C4 C5 C9 O6 -126.1(3) .
