#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:47:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180518 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/87/7218753.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_7218753
loop_
_publ_author_name
'Kumar, Rakesh'
'Obrai, Sangeeta'
'Kaur Jassal, Amanpreet'
'Hundal, Maninder Singh'
_publ_section_title
;
 Supramolecular architectures of
 N,N,N′,N′-tetrakis-(2-hydroxyethyl)ethylenediamine and
 tris(2-hydroxyethyl)amine with La(iii) picrate
;
_journal_issue                   103
_journal_name_full               'RSC Adv.'
_journal_page_first              59248
_journal_paper_doi               10.1039/C4RA05835F
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C10 H26 N2 O4, 2(C6 H2 N3 O7)'
_chemical_formula_sum            'C22 H30 N8 O18'
_chemical_formula_weight         694.54
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 98.3190(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.9300(5)
_cell_length_b                   8.4550(2)
_cell_length_c                   14.1050(3)
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      34.32
_cell_measurement_theta_min      2.56
_cell_volume                     2823.81(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'Sir-92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            22404
_diffrn_reflns_theta_full        34.39
_diffrn_reflns_theta_max         34.39
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_correction_T_min  0.6791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needles
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         5858
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0554
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0975P)²+1.5702P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1638
_refine_ls_wR_factor_ref         0.1789
_reflns_number_gt                4478
_reflns_number_total             5858
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra05835f2.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/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
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2827 2014-09-09 07:05:25Z andrius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7218753
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
C1 C 0.75025(5) 0.32948(13) 0.63523(9) 0.0275(2) Uani 1 1 d .
H1A H 0.7895 0.3160 0.6266 0.033 Uiso 1 1 calc R
H1B H 0.7475 0.3100 0.7022 0.033 Uiso 1 1 calc R
C2 C 0.73245(6) 0.49828(13) 0.61059(8) 0.0294(2) Uani 1 1 d .
H2A H 0.7589 0.5706 0.6467 0.035 Uiso 1 1 calc R
H2B H 0.6954 0.5173 0.6287 0.035 Uiso 1 1 calc R
C3 C 0.66491(7) 0.54118(17) 0.34655(10) 0.0390(3) Uani 1 1 d .
H3A H 0.6947 0.4823 0.3223 0.047 Uiso 1 1 calc R
H3B H 0.6289 0.4992 0.3169 0.047 Uiso 1 1 calc R
C4 C 0.67039(5) 0.52232(15) 0.45374(9) 0.0315(2) Uani 1 1 d .
H4A H 0.6541 0.4215 0.4680 0.038 Uiso 1 1 calc R
H4B H 0.6486 0.6048 0.4791 0.038 Uiso 1 1 calc R
C5 C 0.76318(4) 0.67469(12) 0.48400(8) 0.0252(2) Uani 1 1 d .
H5A H 0.7648 0.6807 0.4158 0.030 Uiso 1 1 calc R
H5B H 0.8016 0.6658 0.5168 0.030 Uiso 1 1 calc R
C6 C 0.57139(5) 0.16576(15) 0.63534(8) 0.0274(2) Uani 1 1 d .
C7 C 0.51608(5) 0.23724(14) 0.62378(9) 0.0297(2) Uani 1 1 d .
C8 C 0.46655(5) 0.15369(15) 0.61253(9) 0.0309(2) Uani 1 1 d .
H8 H 0.4320 0.2061 0.6022 0.037 Uiso 1 1 calc R
C9 C 0.46855(5) -0.00984(15) 0.61679(9) 0.0291(2) Uani 1 1 d .
C10 C 0.51924(5) -0.09165(15) 0.63068(9) 0.0305(2) Uani 1 1 d .
H10 H 0.5200 -0.2015 0.6340 0.037 Uiso 1 1 calc R
C11 C 0.56865(5) -0.00480(15) 0.63942(9) 0.0287(2) Uani 1 1 d .
N1 N 0.73048(4) 0.52974(10) 0.50435(7) 0.02437(18) Uani 1 1 d .
H1C H 0.7487 0.4468 0.4813 0.029 Uiso 1 1 calc R
N2 N 0.51064(6) 0.40973(15) 0.62434(11) 0.0449(3) Uani 1 1 d .
N3 N 0.41587(5) -0.09604(15) 0.60689(10) 0.0399(3) Uani 1 1 d .
N4 N 0.62097(5) -0.09434(15) 0.65222(10) 0.0382(3) Uani 1 1 d .
O1 O 0.71675(4) 0.21651(10) 0.57801(7) 0.03002(19) Uani 1 1 d .
H1 H 0.6861 0.2077 0.5970 0.045 Uiso 1 1 calc R
O2 O 0.66879(6) 0.70313(14) 0.32295(8) 0.0487(3) Uani 1 1 d .
H2 H 0.6520 0.7186 0.2689 0.073 Uiso 1 1 calc R
O3 O 0.61620(4) 0.24499(13) 0.63820(8) 0.0381(2) Uani 1 1 d .
O4 O 0.54686(7) 0.48736(17) 0.67154(16) 0.0782(5) Uani 1 1 d .
O5 O 0.46797(7) 0.46774(18) 0.57915(16) 0.0743(5) Uani 1 1 d .
O6 O 0.37311(5) -0.03061(17) 0.56733(13) 0.0618(4) Uani 1 1 d .
O7 O 0.41593(6) -0.22973(16) 0.63910(16) 0.0763(5) Uani 1 1 d .
O8 O 0.62049(6) -0.22650(16) 0.61635(13) 0.0635(4) Uani 1 1 d .
O9 O 0.66342(5) -0.03397(19) 0.69638(12) 0.0625(4) Uani 1 1 d .
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'
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
O1 C1 C2 112.71(9) . .
O1 C1 H1A 109.0 . .
C2 C1 H1A 109.0 . .
O1 C1 H1B 109.0 . .
C2 C1 H1B 109.0 . .
H1A C1 H1B 107.8 . .
C1 C2 N1 111.07(9) . .
C1 C2 H2A 109.4 . .
N1 C2 H2A 109.4 . .
C1 C2 H2B 109.4 . .
N1 C2 H2B 109.4 . .
H2A C2 H2B 108.0 . .
O2 C3 C4 109.82(11) . .
O2 C3 H3A 109.7 . .
C4 C3 H3A 109.7 . .
O2 C3 H3B 109.7 . .
C4 C3 H3B 109.7 . .
H3A C3 H3B 108.2 . .
C3 C4 N1 114.09(11) . .
C3 C4 H4A 108.7 . .
N1 C4 H4A 108.7 . .
C3 C4 H4B 108.7 . .
N1 C4 H4B 108.7 . .
H4A C4 H4B 107.6 . .
N1 C5 C5 112.12(11) . 7_666
N1 C5 H5A 109.2 . .
C5 C5 H5A 109.2 7_666 .
N1 C5 H5B 109.2 . .
C5 C5 H5B 109.2 7_666 .
H5A C5 H5B 107.9 . .
O3 C6 C7 122.92(12) . .
O3 C6 C11 124.93(11) . .
C7 C6 C11 112.11(10) . .
C8 C7 C6 124.17(11) . .
C8 C7 N2 116.00(11) . .
C6 C7 N2 119.83(11) . .
C7 C8 C9 119.10(11) . .
C7 C8 H8 120.5 . .
C9 C8 H8 120.5 . .
C8 C9 C10 121.93(11) . .
C8 C9 N3 118.37(11) . .
C10 C9 N3 119.70(11) . .
C11 C10 C9 117.87(11) . .
C11 C10 H10 121.1 . .
C9 C10 H10 121.1 . .
C10 C11 C6 124.74(10) . .
C10 C11 N4 116.44(11) . .
C6 C11 N4 118.81(10) . .
C5 N1 C4 115.44(8) . .
C5 N1 C2 112.89(8) . .
C4 N1 C2 110.55(9) . .
C5 N1 H1C 105.7 . .
C4 N1 H1C 105.7 . .
C2 N1 H1C 105.7 . .
O4 N2 O5 123.15(15) . .
O4 N2 C7 119.15(14) . .
O5 N2 C7 117.64(13) . .
O7 N3 O6 123.03(13) . .
O7 N3 C9 118.55(13) . .
O6 N3 C9 118.42(13) . .
O9 N4 O8 123.21(13) . .
O9 N4 C11 118.90(13) . .
O8 N4 C11 117.87(12) . .
C1 O1 H1 109.5 . .
C3 O2 H2 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.4210(14) .
C1 C2 1.5153(16) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 N1 1.5160(15) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 O2 1.4154(18) .
C3 C4 1.5071(19) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 N1 1.5113(15) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 N1 1.5040(14) .
C5 C5 1.519(2) 7_666
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 O3 1.2602(14) .
C6 C7 1.4426(16) .
C6 C11 1.4451(17) .
C7 C8 1.3693(16) .
C7 N2 1.4643(17) .
C8 C9 1.3845(17) .
C8 H8 0.9300 .
C9 C10 1.3854(16) .
C9 N3 1.4453(15) .
C10 C11 1.3821(16) .
C10 H10 0.9300 .
C11 N4 1.4519(16) .
N1 H1C 0.9100 .
N2 O4 1.208(2) .
N2 O5 1.225(2) .
N3 O7 1.2182(19) .
N3 O6 1.2243(18) .
N4 O9 1.2236(18) .
N4 O8 1.2260(19) .
O1 H1 0.8200 .
O2 H2 0.8200 .
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
O1 H1 O3 0.82 1.87 2.6756(13) 165.1 .
O2 H2 O3 0.82 1.94 2.7601(15) 176.8 6_565
N1 H1C O1 0.91 1.87 2.7755(13) 174.5 7_656
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
O1 C1 C2 N1 -53.12(13) .
O2 C3 C4 N1 -79.42(15) .
O3 C6 C7 C8 174.39(13) .
C11 C6 C7 C8 -3.45(17) .
O3 C6 C7 N2 -6.06(19) .
C11 C6 C7 N2 176.10(12) .
C6 C7 C8 C9 3.2(2) .
N2 C7 C8 C9 -176.35(12) .
C7 C8 C9 C10 -1.0(2) .
C7 C8 C9 N3 178.66(12) .
C8 C9 C10 C11 -0.63(19) .
N3 C9 C10 C11 179.74(12) .
C9 C10 C11 C6 0.14(19) .
C9 C10 C11 N4 -178.95(11) .
O3 C6 C11 C10 -176.05(12) .
C7 C6 C11 C10 1.74(17) .
O3 C6 C11 N4 3.02(19) .
C7 C6 C11 N4 -179.19(11) .
C5 C5 N1 C4 61.87(15) 7_666
C5 C5 N1 C2 -66.64(14) 7_666
C3 C4 N1 C5 54.32(14) .
C3 C4 N1 C2 -176.02(10) .
C1 C2 N1 C5 -128.46(10) .
C1 C2 N1 C4 100.53(11) .
C8 C7 N2 O4 148.74(17) .
C6 C7 N2 O4 -30.8(2) .
C8 C7 N2 O5 -28.6(2) .
C6 C7 N2 O5 151.86(16) .
C8 C9 N3 O7 -157.47(17) .
C10 C9 N3 O7 22.2(2) .
C8 C9 N3 O6 21.8(2) .
C10 C9 N3 O6 -158.56(15) .
C10 C11 N4 O9 -151.41(14) .
C6 C11 N4 O9 29.44(19) .
C10 C11 N4 O8 29.91(19) .
C6 C11 N4 O8 -149.24(14) .
