#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:18:11 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179684 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/06/7000684.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_7000684
loop_
_publ_author_name
'Kong, Xiang-Jian'
'Zhuang, Gui-Lin'
'Ren, Yan-Ping'
'Long, La-Sheng'
'Huang, Rong-Bin'
'Zheng, Lan-Sun'
_publ_section_title
;
 In situ cyclodehydration of iminodiacetic acid into
 2,5-diketopiperazine-1,4-diacetate in lanthanide-based coordination
 polymers
;
_journal_issue                   10
_journal_name_full               'Dalton Transactions'
_journal_page_first              1707
_journal_page_last               1709
_journal_paper_doi               10.1039/b819792j
_journal_year                    2009
_chemical_formula_sum            'C12 H12 Er2 N2 O16'
_chemical_formula_weight         774.76
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.676(4)
_cell_angle_beta                 110.170(3)
_cell_angle_gamma                93.544(4)
_cell_formula_units_Z            1
_cell_length_a                   6.6574(15)
_cell_length_b                   7.7517(18)
_cell_length_c                   9.066(2)
_cell_measurement_reflns_used    3441
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.342
_cell_measurement_theta_min      2.413
_cell_volume                     434.71(17)
_computing_cell_refinement       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_collection       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_reduction        'SHELXTL-Plus (Sheldrick, 1990)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker Smart Apex 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  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3318
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    9.685
_exptl_absorpt_correction_T_max  0.6980
_exptl_absorpt_correction_T_min  0.3442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    2.959
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             362
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.879
_refine_diff_density_min         -1.322
_refine_diff_density_rms         0.142
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1656
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0186
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0320P)²+0.0675P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0501
_refine_ls_wR_factor_ref         0.0504
_reflns_number_gt                1640
_reflns_number_total             1656
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b819792j.txt
_cod_data_source_block           complex_3
_cod_original_cell_volume        434.73(17)
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7000684
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er 0.382174(14) 0.768420(12) 0.216781(11) 0.01426(3) Uani 1 1 d . . .
O1 O 0.7185(3) 0.4253(3) 0.6389(3) 0.0371(5) Uani 1 1 d . . .
O2 O 0.7479(3) 1.0383(3) 0.6453(2) 0.0271(5) Uani 1 1 d . . .
O3 O 0.6720(3) 0.8474(3) 0.4343(2) 0.0316(5) Uani 1 1 d . . .
O4 O 0.7199(3) 1.0064(3) -0.0600(2) 0.0262(5) Uani 1 1 d . . .
O5 O 0.6619(3) 0.8742(3) 0.1296(2) 0.0267(5) Uani 1 1 d . . .
O6 O 0.7061(3) 0.3672(3) 0.0463(2) 0.0278(5) Uani 1 1 d . . .
O7 O 0.5820(3) 0.5307(3) 0.2045(2) 0.0249(5) Uani 1 1 d . . .
C1 C 0.8495(4) 0.4659(4) 0.5760(3) 0.0249(6) Uani 1 1 d . . .
C2 C 1.0934(5) 0.6758(4) 0.5222(4) 0.0300(7) Uani 1 1 d . . .
H2A H 1.2241 0.7267 0.6071 0.036 Uiso 1 1 calc R . .
H2B H 1.0392 0.7662 0.4565 0.036 Uiso 1 1 calc R . .
C3 C 0.8793(5) 0.7669(3) 0.6819(4) 0.0260(7) Uani 1 1 d . . .
H3A H 1.0093 0.8290 0.7601 0.031 Uiso 1 1 calc R . .
H3B H 0.7928 0.7189 0.7379 0.031 Uiso 1 1 calc R . .
C4 C 0.7557(4) 0.8930(3) 0.5777(3) 0.0171(6) Uani 1 1 d . . .
C5 C 0.6102(4) 0.9651(4) 0.0198(3) 0.0189(6) Uani 1 1 d . . .
C6 C 0.5835(4) 0.4701(3) 0.0734(3) 0.0184(6) Uani 1 1 d . . .
N1 N 0.9368(4) 0.6256(3) 0.5918(3) 0.0229(5) Uani 1 1 d . . .
O1W O 0.0055(3) 0.7098(3) 0.0939(3) 0.0399(6) Uani 1 1 d . . .
H1WA H -0.0459 0.6102 0.1017 0.048 Uiso 1 1 d R . .
H1WB H -0.0550 0.7916 0.1254 0.048 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'
Er Er -0.2586 4.9576 '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
_geom_angle_publ_flag
O3 Er1 O2 79.06(8) . 2_676 ?
O3 Er1 O1 85.85(8) . 2_666 ?
O2 Er1 O1 83.15(8) 2_676 2_666 ?
O3 Er1 O4 113.36(8) . 2_675 ?
O2 Er1 O4 74.14(7) 2_676 2_675 ?
O1 Er1 O4 146.10(7) 2_666 2_675 ?
O3 Er1 O7 79.88(7) . . ?
O2 Er1 O7 150.77(7) 2_676 . ?
O1 Er1 O7 75.31(8) 2_666 . ?
O4 Er1 O7 133.44(7) 2_675 . ?
O3 Er1 O1W 150.05(9) . . ?
O2 Er1 O1W 76.15(8) 2_676 . ?
O1 Er1 O1W 74.82(8) 2_666 . ?
O4 Er1 O1W 75.51(8) 2_675 . ?
O7 Er1 O1W 115.78(8) . . ?
O3 Er1 O6 139.22(8) . 2_665 ?
O2 Er1 O6 138.91(7) 2_676 2_665 ?
O1 Er1 O6 108.76(8) 2_666 2_665 ?
O4 Er1 O6 75.49(7) 2_675 2_665 ?
O7 Er1 O6 68.22(7) . 2_665 ?
O1W Er1 O6 69.91(8) . 2_665 ?
O3 Er1 O5 73.50(8) . . ?
O2 Er1 O5 117.87(7) 2_676 . ?
O1 Er1 O5 145.90(7) 2_666 . ?
O4 Er1 O5 67.99(7) 2_675 . ?
O7 Er1 O5 74.56(7) . . ?
O1W Er1 O5 133.65(8) . . ?
O6 Er1 O5 73.98(7) 2_665 . ?
C1 O1 Er1 146.1(2) . 2_666 ?
C4 O2 Er1 155.0(2) . 2_676 ?
C4 O3 Er1 151.1(2) . . ?
C5 O4 Er1 118.36(17) . 2_675 ?
C5 O5 Er1 116.89(17) . . ?
C6 O6 Er1 117.97(16) . 2_665 ?
C6 O7 Er1 118.19(17) . . ?
O1 C1 N1 122.7(3) . . ?
O1 C1 C2 117.5(3) . 2_766 ?
N1 C1 C2 119.8(3) . 2_766 ?
N1 C2 C1 116.4(2) . 2_766 ?
N1 C2 H2A 108.2 . . ?
C1 C2 H2A 108.2 2_766 . ?
N1 C2 H2B 108.2 . . ?
C1 C2 H2B 108.2 2_766 . ?
H2A C2 H2B 107.3 . . ?
N1 C3 C4 112.1(2) . . ?
N1 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
N1 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
O3 C4 O2 124.7(3) . . ?
O3 C4 C3 119.1(2) . . ?
O2 C4 C3 116.3(2) . . ?
O5 C5 O4 126.5(2) . . ?
O5 C5 C5 116.6(3) . 2_675 ?
O4 C5 C5 116.9(3) . 2_675 ?
O7 C6 O6 127.2(2) . . ?
O7 C6 C6 116.8(3) . 2_665 ?
O6 C6 C6 116.0(3) . 2_665 ?
C1 N1 C2 123.8(2) . . ?
C1 N1 C3 121.1(3) . . ?
C2 N1 C3 115.1(2) . . ?
Er1 O1W H1WA 115.2 . . ?
Er1 O1W H1WB 109.4 . . ?
H1WA O1W H1WB 112.7 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Er1 O3 2.2312(19) . ?
Er1 O2 2.257(2) 2_676 ?
Er1 O1 2.299(2) 2_666 ?
Er1 O4 2.345(2) 2_675 ?
Er1 O7 2.354(2) . ?
Er1 O1W 2.360(2) . ?
Er1 O6 2.366(2) 2_665 ?
Er1 O5 2.392(2) . ?
O1 C1 1.237(4) . ?
O1 Er1 2.299(2) 2_666 ?
O2 C4 1.241(3) . ?
O2 Er1 2.257(2) 2_676 ?
O3 C4 1.229(3) . ?
O4 C5 1.241(4) . ?
O4 Er1 2.345(2) 2_675 ?
O5 C5 1.241(3) . ?
O6 C6 1.242(3) . ?
O6 Er1 2.366(2) 2_665 ?
O7 C6 1.237(3) . ?
C1 N1 1.308(4) . ?
C1 C2 1.495(4) 2_766 ?
C2 N1 1.445(4) . ?
C2 C1 1.495(4) 2_766 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 N1 1.450(4) . ?
C3 C4 1.507(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C5 1.532(5) 2_675 ?
C6 C6 1.546(5) 2_665 ?
O1W H1WA 0.8446 . ?
O1W H1WB 0.8493 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WB O5 0.85 2.04 2.785(3) 146.1 1_455
O1W H1WB O4 0.85 2.64 3.193(3) 123.9 1_455
O1W H1WA O6 0.84 2.32 3.120(3) 158.3 1_455
