#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:47:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180518 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/87/7218754.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_7218754
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         'C6 H16 N O3, C6 H2 N3 O7'
_chemical_formula_sum            'C12 H18 N4 O10'
_chemical_formula_weight         378.30
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 94.8460(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.4430(4)
_cell_length_b                   8.3890(2)
_cell_length_c                   14.8400(4)
_cell_measurement_reflns_used    6138
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.71
_cell_measurement_theta_min      2.76
_cell_volume                     1667.57(8)
_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 0.849
_diffrn_measured_fraction_theta_max 0.849
_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  0.0221
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15966
_diffrn_reflns_theta_full        32.33
_diffrn_reflns_theta_max         32.33
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6530
_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    1.507
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         5059
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0527
_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)+(0.0658P)²+0.4799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1499
_reflns_number_gt                3207
_reflns_number_total             5059
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra05835f2.cif
_cod_data_source_block           II
_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      'P 21/c'
_cod_database_code               7218754
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.39810(13) 0.7538(3) 0.17370(12) 0.0545(5) Uani 1 1 d .
H1A H 0.3405 0.6944 0.1483 0.065 Uiso 1 1 calc R
H1B H 0.4087 0.8426 0.1337 0.065 Uiso 1 1 calc R
C2 C 0.37799(13) 0.8165(2) 0.26599(12) 0.0480(4) Uani 1 1 d .
H2A H 0.4294 0.8923 0.2869 0.058 Uiso 1 1 calc R
H2B H 0.3140 0.8708 0.2625 0.058 Uiso 1 1 calc R
C3 C 0.51560(12) 0.7693(2) 0.44161(12) 0.0497(4) Uani 1 1 d .
H3A H 0.5283 0.8632 0.4061 0.060 Uiso 1 1 calc R
H3B H 0.5332 0.7934 0.5049 0.060 Uiso 1 1 calc R
C4 C 0.40760(11) 0.7232(2) 0.42726(11) 0.0452(4) Uani 1 1 d .
H4A H 0.3953 0.6332 0.4659 0.054 Uiso 1 1 calc R
H4B H 0.3668 0.8114 0.4448 0.054 Uiso 1 1 calc R
C5 C 0.29006(13) 0.4228(2) 0.34835(12) 0.0488(4) Uani 1 1 d .
H5A H 0.3202 0.4140 0.4099 0.059 Uiso 1 1 calc R
H5B H 0.2250 0.3722 0.3456 0.059 Uiso 1 1 calc R
C6 C 0.27815(11) 0.5948(2) 0.32338(11) 0.0428(4) Uani 1 1 d .
H6A H 0.2339 0.6456 0.3630 0.051 Uiso 1 1 calc R
H6B H 0.2479 0.6033 0.2619 0.051 Uiso 1 1 calc R
C7 C 0.16481(10) 0.2730(2) 0.08329(10) 0.0383(3) Uani 1 1 d .
C8 C 0.13830(10) 0.34905(19) -0.00283(10) 0.0366(3) Uani 1 1 d .
C9 C 0.04704(11) 0.3388(2) -0.05086(10) 0.0392(3) Uani 1 1 d .
H9 H 0.0337 0.3949 -0.1046 0.047 Uiso 1 1 calc R
C10 C -0.02499(10) 0.2426(2) -0.01729(11) 0.0403(4) Uani 1 1 d .
C11 C -0.00783(11) 0.1659(2) 0.06441(11) 0.0424(4) Uani 1 1 d .
H11 H -0.0571 0.1022 0.0861 0.051 Uiso 1 1 calc R
C12 C 0.08235(11) 0.1839(2) 0.11370(10) 0.0407(4) Uani 1 1 d .
N1 N 0.37728(9) 0.67966(16) 0.33081(8) 0.0339(3) Uani 1 1 d D
H1C H 0.4210(12) 0.616(2) 0.3148(11) 0.041 Uiso 1 1 d D
N2 N 0.21213(10) 0.44927(18) -0.04193(9) 0.0430(3) Uani 1 1 d .
N3 N -0.12183(10) 0.2275(2) -0.06712(11) 0.0549(4) Uani 1 1 d .
N4 N 0.09319(13) 0.1041(2) 0.20117(11) 0.0600(4) Uani 1 1 d .
O1 O 0.48314(9) 0.65376(16) 0.17943(8) 0.0517(3) Uani 1 1 d .
H1 H 0.5338 0.7086 0.1838 0.062 Uiso 1 1 calc R
O2 O 0.57279(8) 0.63967(17) 0.41428(9) 0.0550(3) Uani 1 1 d .
H2 H 0.6287 0.6710 0.4045 0.066 Uiso 1 1 calc R
O3 O 0.35059(8) 0.34405(16) 0.28909(8) 0.0512(3) Uani 1 1 d .
H3 H 0.3169 0.3205 0.2424 0.061 Uiso 1 1 calc R
O4 O 0.24931(8) 0.28664(19) 0.12461(8) 0.0570(4) Uani 1 1 d .
O5 O 0.29830(9) 0.40475(19) -0.03877(12) 0.0711(4) Uani 1 1 d .
O6 O 0.18344(10) 0.57331(16) -0.07899(9) 0.0574(3) Uani 1 1 d .
O7 O -0.14001(11) 0.3163(2) -0.13207(12) 0.0878(6) Uani 1 1 d .
O8 O -0.18121(9) 0.12893(19) -0.04179(11) 0.0688(4) Uani 1 1 d .
O9 O 0.03334(15) 0.0024(3) 0.21693(12) 0.1019(7) Uani 1 1 d .
O10 O 0.16027(16) 0.1419(3) 0.25606(12) 0.1097(8) 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
O1 C1 C2 110.93(14)
O1 C1 H1A 109.5
C2 C1 H1A 109.5
O1 C1 H1B 109.5
C2 C1 H1B 109.5
H1A C1 H1B 108.0
N1 C2 C1 109.03(15)
N1 C2 H2A 109.9
C1 C2 H2A 109.9
N1 C2 H2B 109.9
C1 C2 H2B 109.9
H2A C2 H2B 108.3
O2 C3 C4 107.74(14)
O2 C3 H3A 110.2
C4 C3 H3A 110.2
O2 C3 H3B 110.2
C4 C3 H3B 110.2
H3A C3 H3B 108.5
N1 C4 C3 112.33(13)
N1 C4 H4A 109.1
C3 C4 H4A 109.1
N1 C4 H4B 109.1
C3 C4 H4B 109.1
H4A C4 H4B 107.9
O3 C5 C6 110.63(14)
O3 C5 H5A 109.5
C6 C5 H5A 109.5
O3 C5 H5B 109.5
C6 C5 H5B 109.5
H5A C5 H5B 108.1
C5 C6 N1 111.26(13)
C5 C6 H6A 109.4
N1 C6 H6A 109.4
C5 C6 H6B 109.4
N1 C6 H6B 109.4
H6A C6 H6B 108.0
O4 C7 C12 125.83(15)
O4 C7 C8 122.62(15)
C12 C7 C8 111.54(12)
C9 C8 C7 125.16(14)
C9 C8 N2 116.06(14)
C7 C8 N2 118.75(13)
C8 C9 C10 118.19(15)
C8 C9 H9 120.9
C10 C9 H9 120.9
C11 C10 C9 121.31(13)
C11 C10 N3 119.11(15)
C9 C10 N3 119.53(15)
C12 C11 C10 119.62(15)
C12 C11 H11 120.2
C10 C11 H11 120.2
C11 C12 C7 124.01(15)
C11 C12 N4 116.26(15)
C7 C12 N4 119.72(14)
C2 N1 C4 114.21(13)
C2 N1 C6 111.64(12)
C4 N1 C6 110.63(12)
C2 N1 H1C 105.4(12)
C4 N1 H1C 106.4(12)
C6 N1 H1C 108.1(12)
O5 N2 O6 122.83(15)
O5 N2 C8 119.11(14)
O6 N2 C8 118.02(13)
O7 N3 O8 123.86(15)
O7 N3 C10 117.37(17)
O8 N3 C10 118.77(17)
O10 N4 O9 121.80(18)
O10 N4 C12 119.60(17)
O9 N4 C12 118.59(16)
C1 O1 H1 109.5
C3 O2 H2 109.5
C5 O3 H3 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.415(2)
C1 C2 1.513(3)
C1 H1A 0.9700
C1 H1B 0.9700
C2 N1 1.498(2)
C2 H2A 0.9700
C2 H2B 0.9700
C3 O2 1.411(2)
C3 C4 1.500(2)
C3 H3A 0.9700
C3 H3B 0.9700
C4 N1 1.4999(19)
C4 H4A 0.9700
C4 H4B 0.9700
C5 O3 1.411(2)
C5 C6 1.495(3)
C5 H5A 0.9700
C5 H5B 0.9700
C6 N1 1.5068(19)
C6 H6A 0.9700
C6 H6B 0.9700
C7 O4 1.2498(18)
C7 C12 1.441(2)
C7 C8 1.446(2)
C8 C9 1.368(2)
C8 N2 1.458(2)
C9 C10 1.385(2)
C9 H9 0.9300
C10 C11 1.375(2)
C10 N3 1.4474(19)
C11 C12 1.370(2)
C11 H11 0.9300
C12 N4 1.457(2)
N1 H1C 0.845(14)
N2 O5 1.2142(18)
N2 O6 1.2239(19)
N3 O7 1.226(2)
N3 O8 1.230(2)
N4 O10 1.206(2)
N4 O9 1.209(2)
O1 H1 0.8200
O2 H2 0.8200
O3 H3 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 1.94 2.7542(17) 172.2 2_655
O2 H2 O4 0.82 1.98 2.7938(17) 168.9 2_655
O3 H3 O4 0.82 1.92 2.7354(16) 171.9 .
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
O1 C1 C2 N1 -50.58(19)
O2 C3 C4 N1 -58.0(2)
O3 C5 C6 N1 -61.67(18)
O4 C7 C8 C9 -179.73(16)
C12 C7 C8 C9 -0.3(2)
O4 C7 C8 N2 -1.7(2)
C12 C7 C8 N2 177.71(13)
C7 C8 C9 C10 -3.1(2)
N2 C8 C9 C10 178.81(14)
C8 C9 C10 C11 3.5(2)
C8 C9 C10 N3 -179.17(14)
C9 C10 C11 C12 -0.3(2)
N3 C10 C11 C12 -177.68(15)
C10 C11 C12 C7 -3.5(3)
C10 C11 C12 N4 177.56(15)
O4 C7 C12 C11 -176.91(16)
C8 C7 C12 C11 3.7(2)
O4 C7 C12 N4 2.0(3)
C8 C7 C12 N4 -177.42(15)
C1 C2 N1 C4 151.83(13)
C1 C2 N1 C6 -81.74(16)
C3 C4 N1 C2 -67.65(19)
C3 C4 N1 C6 165.39(15)
C5 C6 N1 C2 151.14(14)
C5 C6 N1 C4 -80.50(16)
C9 C8 N2 O5 -139.57(17)
C7 C8 N2 O5 42.2(2)
C9 C8 N2 O6 38.4(2)
C7 C8 N2 O6 -139.80(15)
C11 C10 N3 O7 168.87(18)
C9 C10 N3 O7 -8.5(2)
C11 C10 N3 O8 -10.3(2)
C9 C10 N3 O8 172.29(16)
C11 C12 N4 O10 -163.8(2)
C7 C12 N4 O10 17.2(3)
C11 C12 N4 O9 15.4(3)
C7 C12 N4 O9 -163.6(2)
