#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:14:58 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179445 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/42/4334215.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_4334215
loop_
_publ_author_name
'Xiao-Yan Chen'
'George S. Goff'
'Brian L. Scott'
'Michael T. Janicke'
'Wolfgang Runde'
_publ_section_title
;
 Solid-State and Solution-State Coordination Chemistry of Lanthanide(III)
 Complexes with (Pyrazol-1-yl)acetic Acid
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3217
_journal_page_last               3224
_journal_paper_doi               10.1021/ic302696m
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C15 H21 N6 Nd O9'
_chemical_formula_weight         573.62
_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                 99.9630(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2686(7)
_cell_length_b                   15.4688(12)
_cell_length_c                   14.4631(12)
_cell_measurement_temperature    140(1)
_cell_volume                     2042.4(3)
_computing_cell_refinement       'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_data_collection       'APEX II, v. 7.0 (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_molecular_graphics    'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(1)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker D8 with APEXII CCD'
_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  0.0335
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22643
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.604
_exptl_absorpt_correction_T_max  0.9030
_exptl_absorpt_correction_T_min  0.6240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v. 1 (Sheldrick, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_description       needle
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.375
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4817
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.375
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0258
_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)+(0.0265P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0676
_reflns_number_gt                4110
_reflns_number_total             4817
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic302696m_si_001_4.cif
_cod_data_source_block           apx1599
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4334215
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
Nd1 Nd 0.260662(17) 0.007506(9) 0.479026(11) 0.00934(6) Uani 1 1 d .
N1 N 0.4858(3) 0.29944(16) 0.52073(18) 0.0129(6) Uani 1 1 d .
N2 N 0.4390(3) 0.37558(17) 0.4802(2) 0.0203(6) Uani 1 1 d .
N3 N 0.3853(3) 0.11157(16) 0.82358(18) 0.0149(6) Uani 1 1 d .
N4 N 0.3000(3) 0.18311(18) 0.8210(2) 0.0233(7) Uani 1 1 d .
N5 N -0.0304(3) 0.28615(17) 0.62820(19) 0.0151(6) Uani 1 1 d .
N6 N -0.0811(3) 0.27611(18) 0.71021(19) 0.0198(6) Uani 1 1 d .
O1 O 0.5208(2) 0.07960(13) 0.46233(15) 0.0122(4) Uani 1 1 d .
O2 O 0.3219(2) 0.15993(13) 0.44285(15) 0.0131(5) Uani 1 1 d .
O3 O 0.2220(2) -0.03897(13) 0.64439(15) 0.0135(5) Uani 1 1 d .
O4 O 0.3696(2) 0.07236(13) 0.63761(14) 0.0117(4) Uani 1 1 d .
O5 O 0.0650(2) 0.09014(14) 0.51790(15) 0.0156(5) Uani 1 1 d .
O6 O -0.1465(2) 0.13512(13) 0.55188(15) 0.0130(5) Uani 1 1 d .
O7 O 0.0716(2) 0.03047(14) 0.33591(15) 0.0150(5) Uani 1 1 d .
O8 O 0.3387(2) -0.04809(15) 0.33585(15) 0.0179(5) Uani 1 1 d .
O9 O 0.5988(2) 0.60623(14) 0.71627(16) 0.0184(5) Uani 1 1 d .
C1 C 0.4575(3) 0.15298(18) 0.4572(2) 0.0105(6) Uani 1 1 d .
C2 C 0.5532(3) 0.23376(19) 0.4712(2) 0.0149(7) Uani 1 1 d .
H2A H 0.6486 0.2191 0.5067 0.018 Uiso 1 1 calc R
H2B H 0.5670 0.2560 0.4106 0.018 Uiso 1 1 calc R
C3 C 0.3826(4) 0.4171(2) 0.5467(2) 0.0252(8) Uani 1 1 d .
H3 H 0.3418 0.4721 0.5393 0.030 Uiso 1 1 calc R
C4 C 0.3921(4) 0.3687(2) 0.6279(2) 0.0198(7) Uani 1 1 d .
H4 H 0.3603 0.3840 0.6832 0.024 Uiso 1 1 calc R
C5 C 0.4588(4) 0.2934(2) 0.6090(2) 0.0173(7) Uani 1 1 d .
H5 H 0.4812 0.2467 0.6496 0.021 Uiso 1 1 calc R
C6 C 0.3026(3) 0.02122(19) 0.6833(2) 0.0124(6) Uani 1 1 d .
C7 C 0.3187(4) 0.0311(2) 0.7890(2) 0.0188(7) Uani 1 1 d .
H7A H 0.2225 0.0271 0.8066 0.023 Uiso 1 1 calc R
H7B H 0.3775 -0.0162 0.8190 0.023 Uiso 1 1 calc R
C8 C 0.5296(4) 0.1291(2) 0.8466(2) 0.0205(7) Uani 1 1 d .
H8 H 0.6066 0.0899 0.8517 0.025 Uiso 1 1 calc R
C9 C 0.5391(4) 0.2168(3) 0.8611(3) 0.0315(10) Uani 1 1 d .
H9 H 0.6240 0.2493 0.8781 0.038 Uiso 1 1 calc R
C10 C 0.3971(5) 0.2468(2) 0.8453(2) 0.0299(9) Uani 1 1 d .
H10 H 0.3716 0.3045 0.8508 0.036 Uiso 1 1 calc R
C11 C -0.0123(3) 0.14354(19) 0.5526(2) 0.0114(6) Uani 1 1 d .
C12 C 0.0666(3) 0.22224(19) 0.6004(2) 0.0160(7) Uani 1 1 d .
H12A H 0.1341 0.2033 0.6555 0.019 Uiso 1 1 calc R
H12B H 0.1237 0.2488 0.5578 0.019 Uiso 1 1 calc R
C13 C -0.0937(4) 0.3536(2) 0.5787(2) 0.0203(7) Uani 1 1 d .
H13 H -0.0760 0.3721 0.5205 0.024 Uiso 1 1 calc R
C14 C -0.1898(4) 0.3905(2) 0.6300(2) 0.0240(8) Uani 1 1 d .
H14 H -0.2495 0.4385 0.6142 0.029 Uiso 1 1 calc R
C15 C -0.1778(4) 0.3404(2) 0.7106(2) 0.0218(7) Uani 1 1 d .
H15 H -0.2304 0.3502 0.7588 0.026 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'
Nd Nd -0.1943 3.0179 '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 Nd1 O6 101.83(7) . 3_556
O5 Nd1 O1 146.54(7) . 3_656
O6 Nd1 O1 82.74(7) 3_556 3_656
O5 Nd1 O8 137.51(7) . .
O6 Nd1 O8 73.33(7) 3_556 .
O1 Nd1 O8 75.78(7) 3_656 .
O5 Nd1 O7 70.30(7) . .
O6 Nd1 O7 76.00(7) 3_556 .
O1 Nd1 O7 141.51(7) 3_656 .
O8 Nd1 O7 67.58(7) . .
O5 Nd1 O2 75.60(7) . .
O6 Nd1 O2 156.27(7) 3_556 .
O1 Nd1 O2 112.68(7) 3_656 .
O8 Nd1 O2 92.46(7) . .
O7 Nd1 O2 81.05(7) . .
O5 Nd1 O4 76.93(7) . .
O6 Nd1 O4 127.55(7) 3_556 .
O1 Nd1 O4 74.37(7) 3_656 .
O8 Nd1 O4 140.02(7) . .
O7 Nd1 O4 143.43(7) . .
O2 Nd1 O4 75.42(7) . .
O5 Nd1 O3 72.25(7) . .
O6 Nd1 O3 78.10(7) 3_556 .
O1 Nd1 O3 76.46(7) 3_656 .
O8 Nd1 O3 142.15(7) . .
O7 Nd1 O3 128.18(7) . .
O2 Nd1 O3 121.95(7) . .
O4 Nd1 O3 51.11(6) . .
O5 Nd1 O1 122.04(7) . .
O6 Nd1 O1 135.82(6) 3_556 .
O1 Nd1 O1 64.07(8) 3_656 .
O8 Nd1 O1 70.91(7) . .
O7 Nd1 O1 112.09(7) . .
O2 Nd1 O1 49.82(6) . .
O4 Nd1 O1 72.38(6) . .
O3 Nd1 O1 117.80(6) . .
O5 Nd1 C6 72.16(8) . .
O6 Nd1 C6 103.14(8) 3_556 .
O1 Nd1 C6 74.53(8) 3_656 .
O8 Nd1 C6 150.30(8) . .
O7 Nd1 C6 141.30(8) . .
O2 Nd1 C6 98.50(8) . .
O4 Nd1 C6 25.51(7) . .
O3 Nd1 C6 25.62(7) . .
O1 Nd1 C6 95.49(8) . .
O5 Nd1 C1 97.31(8) . .
O6 Nd1 C1 157.21(8) 3_556 .
O1 Nd1 C1 88.11(8) 3_656 .
O8 Nd1 C1 84.22(8) . .
O7 Nd1 C1 99.28(8) . .
O2 Nd1 C1 24.66(7) . .
O4 Nd1 C1 68.87(7) . .
O3 Nd1 C1 119.97(7) . .
O1 Nd1 C1 25.58(7) . .
C6 Nd1 C1 94.38(8) . .
C5 N1 N2 111.9(3) . .
C5 N1 C2 126.0(3) . .
N2 N1 C2 122.1(3) . .
C3 N2 N1 104.0(3) . .
N4 N3 C8 113.0(3) . .
N4 N3 C7 118.9(3) . .
C8 N3 C7 127.4(3) . .
C10 N4 N3 103.3(3) . .
C13 N5 N6 111.7(3) . .
C13 N5 C12 128.4(3) . .
N6 N5 C12 119.5(3) . .
C15 N6 N5 104.6(3) . .
C1 O1 Nd1 148.43(19) . 3_656
C1 O1 Nd1 87.96(17) . .
Nd1 O1 Nd1 115.93(8) 3_656 .
C1 O2 Nd1 98.23(17) . .
C6 O3 Nd1 92.36(18) . .
C6 O4 Nd1 94.04(18) . .
C11 O5 Nd1 165.1(2) . .
C11 O6 Nd1 119.51(18) . 3_556
O2 C1 O1 121.9(3) . .
O2 C1 C2 120.0(3) . .
O1 C1 C2 118.1(3) . .
O2 C1 Nd1 57.11(15) . .
O1 C1 Nd1 66.46(15) . .
C2 C1 Nd1 165.3(2) . .
N1 C2 C1 110.5(2) . .
N2 C3 C4 112.1(3) . .
C5 C4 C3 104.8(3) . .
N1 C5 C4 107.1(3) . .
O4 C6 O3 122.4(3) . .
O4 C6 C7 119.5(3) . .
O3 C6 C7 118.1(3) . .
O4 C6 Nd1 60.44(16) . .
O3 C6 Nd1 62.02(16) . .
C7 C6 Nd1 177.4(2) . .
N3 C7 C6 113.5(3) . .
N3 C8 C9 105.7(3) . .
C8 C9 C10 105.9(3) . .
N4 C10 C9 112.1(3) . .
O6 C11 O5 124.4(3) . .
O6 C11 C12 119.1(3) . .
O5 C11 C12 116.5(3) . .
N5 C12 C11 113.7(3) . .
N5 C13 C14 107.4(3) . .
C13 C14 C15 104.8(3) . .
N6 C15 C14 111.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Nd1 O5 2.365(2) .
Nd1 O6 2.454(2) 3_556
Nd1 O1 2.459(2) 3_656
Nd1 O8 2.464(2) .
Nd1 O7 2.495(2) .
Nd1 O2 2.501(2) .
Nd1 O4 2.547(2) .
Nd1 O3 2.581(2) .
Nd1 O1 2.705(2) .
Nd1 C6 2.920(3) .
Nd1 C1 2.948(3) .
N1 C5 1.347(4) .
N1 N2 1.353(3) .
N1 C2 1.446(4) .
N2 C3 1.336(4) .
N3 N4 1.357(4) .
N3 C8 1.349(4) .
N3 C7 1.439(4) .
N4 C10 1.340(5) .
N5 C13 1.342(4) .
N5 N6 1.359(4) .
N5 C12 1.439(4) .
N6 C15 1.339(4) .
O1 C1 1.274(3) .
O1 Nd1 2.459(2) 3_656
O2 C1 1.243(3) .
O3 C6 1.264(4) .
O4 C6 1.261(4) .
O5 C11 1.254(3) .
O6 C11 1.249(4) .
O6 Nd1 2.454(2) 3_556
C1 C2 1.525(4) .
C3 C4 1.382(5) .
C4 C5 1.369(4) .
C6 C7 1.518(5) .
C8 C9 1.374(5) .
C9 C10 1.376(6) .
C11 C12 1.523(4) .
C13 C14 1.378(5) .
C14 C15 1.388(5) .
