#------------------------------------------------------------------------------
#$Date: 2020-10-06 09:10:49 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257243 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/71/7127168.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_7127168
loop_
_publ_author_name
'Prodius, Denis'
'Klocke, Matthew'
'Smetana, Volodymyr'
'Alammar, Tarek'
'Perez Garcia, Marilu'
'Windus, Theresa L.'
'Nlebedim, Ikenna C.'
'Mudring, Anja-Verena'
_publ_section_title
;
 Rationally designed rare earth separation by selective oxalate
 solubilization.
;
_journal_issue                   77
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11386
_journal_page_last               11389
_journal_paper_doi               10.1039/d0cc02270e
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C2.25 H2.25 Ho0.25 N0.5 O2.5'
_chemical_formula_weight         117.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.4750(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   9.6712(2)
_cell_length_b                   11.3857(3)
_cell_length_c                   12.6870(3)
_cell_measurement_reflns_used    27996
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      36.693
_cell_measurement_theta_min      2.410
_cell_volume                     1388.10(6)
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            27996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         36.693
_diffrn_reflns_theta_min         2.410
_exptl_absorpt_coefficient_mu    5.756
_exptl_absorpt_correction_T_max  0.9
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_density_diffrn    2.250
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         2.685
_refine_diff_density_min         -2.200
_refine_diff_density_rms         0.235
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         6566
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0473P)²+3.6565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.1051
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4783
_reflns_number_total             6566
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc02270e2.cif
_cod_data_source_block           820hoeim2
_cod_depositor_comments
'Adding full bibliography for 7127165--7127177.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C2.25 H2.25 Ho0.25 N0.50 O2.50'
_cod_database_code               7127168
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.392
_shelx_estimated_absorpt_t_max   0.597
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.77291(2) 0.47664(2) 0.15627(2) 0.01662(5) Uani 1 1 d . . . . .
N2 N 0.6727(10) 0.5228(7) 0.5433(6) 0.077(2) Uani 1 1 d . . . . .
H11 H 0.6679 0.5949 0.5230 0.093 Uiso 1 1 calc R U . . .
O2 O 0.8652(3) 0.6714(3) 0.1666(3) 0.0232(6) Uani 1 1 d . . . . .
C3 C 1.0584(5) 0.4872(4) 0.0452(4) 0.0218(7) Uani 1 1 d . . . . .
O4 O 1.0200(3) 0.4642(3) 0.1338(3) 0.0248(6) Uani 1 1 d . . . . .
O5 O 0.8404(3) 0.2737(3) 0.1437(2) 0.0233(6) Uani 1 1 d . . . . .
O6 O 0.8195(4) 0.5108(3) -0.0220(3) 0.0303(7) Uani 1 1 d . . . . .
O7 O 0.6607(3) 0.3528(3) 0.2716(3) 0.0240(6) Uani 1 1 d . . . . .
C8 C 0.7905(4) 0.1990(3) 0.2014(3) 0.0186(7) Uani 1 1 d . . . . .
O9 O 0.9382(4) 0.4618(3) 0.3243(3) 0.0305(7) Uani 1 1 d . . . . .
O10 O 0.6836(3) 0.5911(3) 0.2939(2) 0.0233(6) Uani 1 1 d . . . . .
O11 O 0.5938(4) 0.6065(3) 0.0753(3) 0.0284(7) Uani 1 1 d . . . . .
C12 C 0.8145(4) 0.7446(3) 0.2248(3) 0.0178(7) Uani 1 1 d . . . . .
C13 C 0.5022(4) 0.5669(4) 0.0082(3) 0.0226(8) Uani 1 1 d . . . . .
O14 O 0.5877(4) 0.3753(3) 0.0494(3) 0.0298(7) Uani 1 1 d . . . . .
C15 C 0.6759(11) 0.3345(9) 0.5361(6) 0.083(3) Uani 1 1 d . . . . .
H14 H 0.6788 0.2580 0.5107 0.100 Uiso 1 1 calc R U . . .
C20 C 0.6681(7) 0.4253(6) 0.4805(4) 0.0436(14) Uani 1 1 d . . . . .
H13 H 0.6603 0.4263 0.4068 0.052 Uiso 1 1 calc R U . . .
C25 C 0.6863(15) 0.4824(8) 0.6439(6) 0.090(4) Uani 1 1 d . . . . .
H12 H 0.6981 0.5272 0.7055 0.108 Uiso 1 1 calc R U . . .
O28 O 0.5218(6) 0.1410(4) 0.0371(4) 0.0558(13) Uani 1 1 d . . . . .
N1 N 0.6794(11) 0.3652(8) 0.6379(9) 0.115(2) Uani 1 1 d . . . . .
C31 C 0.6629(14) 0.2910(10) 0.7488(11) 0.115(2) Uani 1 1 d . . . . .
H18 H 0.6236 0.3373 0.8022 0.138 Uiso 1 1 calc R U . . .
H19 H 0.6129 0.2175 0.7366 0.138 Uiso 1 1 calc R U . . .
C32 C 0.7956(14) 0.2778(9) 0.7673(11) 0.115(2) Uani 1 1 d . . . . .
H15 H 0.8173 0.2344 0.8319 0.172 Uiso 1 1 calc R U . . .
H16 H 0.8290 0.2358 0.7097 0.172 Uiso 1 1 calc R U . . .
H17 H 0.8394 0.3535 0.7741 0.172 Uiso 1 1 calc R U . . .
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'
Ho Ho -0.2175 4.6783 '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
O7 Ho1 O6 145.76(12) . . ?
O7 Ho1 O2 135.20(10) . . ?
O6 Ho1 O2 77.98(12) . . ?
O7 Ho1 O5 67.57(10) . . ?
O6 Ho1 O5 90.69(12) . . ?
O2 Ho1 O5 142.28(11) . . ?
O7 Ho1 O14 72.65(12) . . ?
O6 Ho1 O14 75.68(13) . . ?
O2 Ho1 O14 136.34(11) . . ?
O5 Ho1 O14 72.19(11) . . ?
O7 Ho1 O10 69.51(10) . . ?
O6 Ho1 O10 135.91(11) . . ?
O2 Ho1 O10 67.75(10) . . ?
O5 Ho1 O10 133.33(10) . . ?
O14 Ho1 O10 111.15(12) . . ?
O7 Ho1 O11 105.62(12) . . ?
O6 Ho1 O11 72.57(12) . . ?
O2 Ho1 O11 72.58(11) . . ?
O5 Ho1 O11 138.14(11) . . ?
O14 Ho1 O11 66.62(11) . . ?
O10 Ho1 O11 71.30(11) . . ?
O7 Ho1 O4 123.87(11) . . ?
O6 Ho1 O4 66.88(12) . . ?
O2 Ho1 O4 72.28(11) . . ?
O5 Ho1 O4 70.19(11) . . ?
O14 Ho1 O4 125.47(12) . . ?
O10 Ho1 O4 123.37(11) . . ?
O11 Ho1 O4 130.51(12) . . ?
O7 Ho1 O9 74.34(12) . . ?
O6 Ho1 O9 129.97(12) . . ?
O2 Ho1 O9 79.53(12) . . ?
O5 Ho1 O9 80.86(11) . . ?
O14 Ho1 O9 143.34(11) . . ?
O10 Ho1 O9 70.69(11) . . ?
O11 Ho1 O9 139.08(11) . . ?
O4 Ho1 O9 63.86(11) . . ?
C25 N2 C20 105.5(7) . . ?
C12 O2 Ho1 118.9(3) . . ?
O6 C3 O4 126.9(4) 3_765 . ?
O6 C3 C3 116.9(5) 3_765 3_765 ?
O4 C3 C3 116.2(5) . 3_765 ?
C3 O4 Ho1 119.1(3) . . ?
C8 O5 Ho1 119.2(3) . . ?
C3 O6 Ho1 120.7(3) 3_765 . ?
C12 O7 Ho1 120.4(3) 2_645 . ?
O10 C8 O5 127.2(4) 2_645 . ?
O10 C8 C12 116.2(4) 2_645 2_645 ?
O5 C8 C12 116.6(3) . 2_645 ?
C8 O10 Ho1 118.5(3) 2_655 . ?
C13 O11 Ho1 119.4(3) . . ?
O2 C12 O7 126.2(4) . 2_655 ?
O2 C12 C8 117.5(3) . 2_655 ?
O7 C12 C8 116.3(4) 2_655 2_655 ?
O11 C13 O14 127.0(4) . 3_665 ?
O11 C13 C13 117.3(5) . 3_665 ?
O14 C13 C13 115.6(5) 3_665 3_665 ?
C13 O14 Ho1 119.8(3) 3_665 . ?
C20 C15 N1 108.8(8) . . ?
C15 C20 N2 110.4(6) . . ?
N1 C25 N2 106.7(8) . . ?
C15 N1 C25 108.2(9) . . ?
C15 N1 C31 133.6(9) . . ?
C25 N1 C31 117.8(10) . . ?
C32 C31 N1 91.4(11) . . ?
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
Ho1 O7 2.381(3) . ?
Ho1 O6 2.388(4) . ?
Ho1 O2 2.388(3) . ?
Ho1 O5 2.411(3) . ?
Ho1 O14 2.414(3) . ?
Ho1 O10 2.416(3) . ?
Ho1 O11 2.416(3) . ?
Ho1 O4 2.442(3) . ?
Ho1 O9 2.522(4) . ?
N2 C25 1.350(11) . ?
N2 C20 1.364(10) . ?
O2 C12 1.250(5) . ?
C3 O6 1.249(6) 3_765 ?
C3 O4 1.250(5) . ?
C3 C3 1.545(9) 3_765 ?
O5 C8 1.254(5) . ?
O6 C3 1.249(6) 3_765 ?
O7 C12 1.255(5) 2_645 ?
C8 O10 1.254(5) 2_645 ?
C8 C12 1.547(6) 2_645 ?
O10 C8 1.254(5) 2_655 ?
O11 C13 1.242(5) . ?
C12 O7 1.255(5) 2_655 ?
C12 C8 1.547(6) 2_655 ?
C13 O14 1.257(5) 3_665 ?
C13 C13 1.538(9) 3_665 ?
O14 C13 1.257(5) 3_665 ?
C15 C20 1.248(12) . ?
C15 N1 1.334(13) . ?
C25 N1 1.337(11) . ?
N1 C31 1.665(15) . ?
C31 C32 1.287(17) . ?
