Extraction and structural studies of an unexplored monoamide, N,N'-dioctyl, α-hydroxy acetamide with lanthanide(iii) and actinide(iii) ions.
Kannan, Shanmugaperumal; Vats, Bal Govind; Pius, Illipparambil C.; Noronha, Donald M.; Dhami, Prem S.; Naik, Prashant W.; Kumar, Mukesh; Dalton transactions (Cambridge, England : 2003) 43 (2014) 5252–5255; doi:10.1039/c3dt53529k

data_7029355
_publ_section_title
;
 Extraction and structural studies of an unexplored monoamide,
 N,N'-dioctyl, \a-hydroxy acetamide with lanthanide(iii) and actinide(iii)
 ions.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5252
_journal_page_last               5255
_journal_paper_doi               10.1039/c3dt53529k
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C24 H53 Eu N4 O10, 2(N O3)'
_chemical_formula_sum            'C24 H53 Eu N6 O16'
_chemical_formula_weight         833.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2013-12-12
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.5301(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9253(2)
_cell_length_b                   26.9890(5)
_cell_length_c                   13.0207(3)
_cell_measurement_reflns_used    8545
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.7920
_cell_measurement_theta_min      3.8100
_cell_volume                     3761.84(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.3200
_diffrn_measured_fraction_theta_full 0.9997
_diffrn_measured_fraction_theta_max 0.9926
_diffrn_measurement_details
;
  1 omega  -62.00  -37.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000 -120.0000 25

  2 omega -100.00  -35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000   60.0000 65

  3 omega  -81.00  -38.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000 -150.0000 43

  4 omega   34.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000   90.0000 67

  5 omega -122.00  -32.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289  126.0000    0.0000 90

  6 omega -153.00 -105.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289  -95.0000   30.0000 48

  7 omega  -50.00   33.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289   30.0000   60.0000 83

  8 omega -151.00 -118.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289  -95.0000   90.0000 33

  9 omega -135.00  -93.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289  -95.0000  -60.0000 42

 10 omega -122.00  -97.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289  126.0000  -60.0000 25

 11 omega -142.00  -80.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289  -95.0000 -180.0000 62

 12 omega  -73.00  -44.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      -54.7289  126.0000  -60.0000 29

 13 omega    4.00  157.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -       54.7289   77.0000  -30.0000 153

 14 omega   91.00  142.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -       54.7289  126.0000 -120.0000 51

 15 omega    8.00  142.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  -77.0000  120.0000 134

 16 omega   97.00  155.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   38.0000   60.0000 58

 17 omega   11.00   83.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  -50.0000  120.0000 72

 18 omega   80.00  114.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   38.0000  120.0000 34

 19 omega  124.00  158.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  -12.0000  120.0000 34

 20 omega   48.00  146.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  178.0000  150.0000 98

 21 omega   10.00   36.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  -25.0000  -90.0000 26

 22 omega   66.00  156.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   50.0000  -90.0000 90

 23 omega   86.00  142.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   64.0000  120.0000 56

 24 omega   86.00  112.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   38.0000 -150.0000 26

 25 omega   15.00   77.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  -50.0000 -120.0000 62

 26 omega   52.00   77.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   38.0000   60.0000 25

 27 omega   66.00  144.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   64.0000  -60.0000 78

 28 omega   49.00   75.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577   38.0000 -150.0000 26

 29 omega   39.00   64.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  -50.0000  150.0000 25

 30 omega   13.00  111.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577 -112.0000  120.0000 98

 31 omega   12.00  105.00   1.0000    3.1900
omega____ theta____ kappa____ phi______ frames
    -      109.4577  -12.0000  120.0000 93
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Titan'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.1059660000
_diffrn_orient_matrix_UB_12      -0.0326228000
_diffrn_orient_matrix_UB_13      -0.0250918000
_diffrn_orient_matrix_UB_21      0.0963669000
_diffrn_orient_matrix_UB_22      0.0394389000
_diffrn_orient_matrix_UB_23      0.0484431000
_diffrn_orient_matrix_UB_31      0.0135177000
_diffrn_orient_matrix_UB_32      -0.0253169000
_diffrn_orient_matrix_UB_33      0.1077083000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_unetI/netI     0.0663
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23590
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.033
_diffrn_reflns_theta_min         3.275
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.557
_exptl_absorpt_correction_T_max  0.359
_exptl_absorpt_correction_T_min  0.058
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       block
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.668
_refine_diff_density_min         -1.966
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         7093
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0656
_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/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1673
_refine_ls_wR_factor_ref         0.1851
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5568
_reflns_number_total             7093
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c3dt53529k.txt
_cod_data_source_block           2
_cod_original_cell_volume        3761.85(14)
_cod_database_code               7029355
_chemical_oxdiff_formula         C34H51O15N6Eu1
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O6-H6
 0.85 with sigma of 0.01
 O3-H3
 0.85 with sigma of 0.01
 O5-H5
 0.85 with sigma of 0.01
 C17-H6
 1.888518 with sigma of 0.02
 Eu1-H6
 3.040192 with sigma of 0.02
 C2-H3
 1.906208 with sigma of 0.02
 Eu1-H3
 3.045405 with sigma of 0.02
 C10-H5
 1.891808 with sigma of 0.02
 Eu1-H5
 3.11487 with sigma of 0.02
3.a Rotating group:
 O1(H1A,H1B)
3.b Ternary CH refined with riding coordinates:
 C22(H22), C19(H19), C11(H11), C3(H3A), C14(H14), C6(H6A)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C17(H17A,H17B), C10(H10A,H10B)
3.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C20(H20A,H20B,H20C),
 C4(H4A,H4B,H4C), C21(H21A,H21B,H21C), C15(H15A,H15B,H15C), C12(H12A,H12B,H12C),
  C8(H8A,H8B,H8C), C13(H13A,H13B,H13C), C16(H16A,H16B,H16C), C23(H23A,H23B,H23C)
;
_shelxl_version_number           2013-4