#------------------------------------------------------------------------------
#$Date: 2019-11-29 00:38:19 +0200 (Fri, 29 Nov 2019) $
#$Revision: 244788 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/71/4517156.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_4517156
loop_
_publ_author_name
'Ibrahim, Sherif M.'
'Zhang, Yan'
'Xue, Yun'
'Yang, Suliang'
'Ma, Fuqiu'
'Gao, Yang'
'Zhou, Yu'
'Tian, Guoxin'
_publ_section_title
;
 Selective Extraction of Light Lanthanides(III) by
 N,N-Di(2-ethylhexyl)-diglycolamic Acid: A Comparative Study with
 N,N-Dimethyl-diglycolamic Acid as a Chelator in Aqueous Solutions
;
_journal_name_full               'ACS Omega'
_journal_paper_doi               10.1021/acsomega.9b03241
_journal_year                    2019
_chemical_formula_moiety         'C18 H30 N3 Nd O12'
_chemical_formula_sum            'C18 H30 N3 Nd O12'
_chemical_formula_weight         624.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-03-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                79.596(4)
_cell_angle_beta                 80.582(4)
_cell_angle_gamma                88.007(4)
_cell_formula_units_Z            2
_cell_length_a                   9.5238(4)
_cell_length_b                   12.2283(6)
_cell_length_c                   13.4495(6)
_cell_measurement_reflns_used    6834
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.6000
_cell_measurement_theta_min      4.1680
_cell_volume                     1519.79(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -45.00 -10.00   1.00    2.00    --  -11.20 -37.00-150.00   35
  2  ω    -19.00  30.00   1.00    2.00    --  -11.20 -99.00 -60.00   49
  3  ω    -12.00  86.00   1.00    2.00    --   12.45  37.00-120.00   98
  4  ω    -56.00  15.00   1.00    2.00    --   12.45 -37.00 -60.00   71
  5  ω    -52.00  41.00   1.00    2.00    --   12.45 -57.00  60.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0594610000
_diffrn_orient_matrix_UB_12      -0.0168335000
_diffrn_orient_matrix_UB_13      0.0383346000
_diffrn_orient_matrix_UB_21      0.0168835000
_diffrn_orient_matrix_UB_22      0.0405044000
_diffrn_orient_matrix_UB_23      0.0278024000
_diffrn_orient_matrix_UB_31      -0.0433459000
_diffrn_orient_matrix_UB_32      0.0394218000
_diffrn_orient_matrix_UB_33      -0.0266113000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0678
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13903
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.633
_diffrn_reflns_theta_min         3.462
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.760
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90400
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_description       block
_exptl_crystal_F_000             630
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.710
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         7173
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0321
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0129P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0561
_refine_ls_wR_factor_ref         0.0586
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6290
_reflns_number_total             7173
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao9b03241_si_003.cif
_cod_data_source_block           20190315b
_cod_database_code               4517156
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C1H1N1O1Nd1
_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_max   0.844
_shelx_estimated_absorpt_t_min   0.720
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C8(H8A,H8B), C9(H9A,H9B), C14(H14A,H14B), C15(H15A,
 H15B)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C),
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.268
_oxdiff_exptl_absorpt_empirical_full_min 0.856
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
C1 C 0.6306(3) 0.5881(3) 0.2474(2) 0.0138(6) Uani 1 1 d .
C2 C 0.5311(3) 0.6256(2) 0.3348(2) 0.0140(6) Uani 1 1 d .
H2A H 0.5856 0.6488 0.3823 0.017 Uiso 1 1 calc R
H2B H 0.4740 0.6882 0.3087 0.017 Uiso 1 1 calc R
C3 C 0.3266(3) 0.5704(2) 0.4559(2) 0.0131(6) Uani 1 1 d .
H3A H 0.2762 0.6324 0.4215 0.016 Uiso 1 1 calc R
H3B H 0.3623 0.5935 0.5124 0.016 Uiso 1 1 calc R
C4 C 0.2295(3) 0.4720(2) 0.4943(2) 0.0125(6) Uani 1 1 d .
C5 C 0.1113(3) 0.5667(3) 0.6324(2) 0.0200(7) Uani 1 1 d .
H5A H 0.1449 0.5462 0.6968 0.030 Uiso 1 1 calc GR
H5B H 0.0118 0.5848 0.6444 0.030 Uiso 1 1 calc GR
H5C H 0.1631 0.6301 0.5927 0.030 Uiso 1 1 calc GR
C6 C 0.0436(3) 0.3756(3) 0.6185(2) 0.0205(7) Uani 1 1 d .
H6A H 0.0262 0.3398 0.5638 0.031 Uiso 1 1 calc GR
H6B H -0.0453 0.3981 0.6542 0.031 Uiso 1 1 calc GR
H6C H 0.0914 0.3247 0.6652 0.031 Uiso 1 1 calc GR
C7 C 0.5254(3) 0.1949(2) 0.4609(2) 0.0142(6) Uani 1 1 d .
C8 C 0.3835(3) 0.1395(2) 0.4676(2) 0.0154(6) Uani 1 1 d .
H8A H 0.3975 0.0604 0.4687 0.018 Uiso 1 1 calc R
H8B H 0.3217 0.1497 0.5301 0.018 Uiso 1 1 calc R
C9 C 0.1796(3) 0.1464(2) 0.3869(2) 0.0150(6) Uani 1 1 d .
H9A H 0.1226 0.1524 0.4524 0.018 Uiso 1 1 calc R
H9B H 0.1837 0.0690 0.3791 0.018 Uiso 1 1 calc R
C10 C 0.1168(3) 0.2170(2) 0.3006(2) 0.0131(6) Uani 1 1 d .
C11 C -0.0849(3) 0.0868(3) 0.3389(2) 0.0280(8) Uani 1 1 d .
H11A H -0.0757 0.0317 0.2956 0.042 Uiso 1 1 calc GR
H11B H -0.1838 0.1037 0.3578 0.042 Uiso 1 1 calc GR
H11C H -0.0444 0.0588 0.3994 0.042 Uiso 1 1 calc GR
C12 C -0.0780(3) 0.2521(3) 0.2020(2) 0.0233(7) Uani 1 1 d .
H12A H -0.0209 0.3159 0.1699 0.035 Uiso 1 1 calc GR
H12B H -0.1707 0.2761 0.2302 0.035 Uiso 1 1 calc GR
H12C H -0.0870 0.2068 0.1521 0.035 Uiso 1 1 calc GR
C13 C 0.2330(3) 0.5842(2) 0.1444(2) 0.0137(6) Uani 1 1 d .
C14 C 0.2658(3) 0.5101(2) 0.0654(2) 0.0146(6) Uani 1 1 d .
H14A H 0.1805 0.4711 0.0611 0.018 Uiso 1 1 calc R
H14B H 0.2989 0.5544 -0.0013 0.018 Uiso 1 1 calc R
C15 C 0.3978(3) 0.3483(2) 0.0315(2) 0.0150(6) Uani 1 1 d .
H15A H 0.4369 0.3814 -0.0383 0.018 Uiso 1 1 calc R
H15B H 0.3092 0.3118 0.0309 0.018 Uiso 1 1 calc R
C16 C 0.5022(3) 0.2658(2) 0.0770(2) 0.0130(6) Uani 1 1 d .
C17 C 0.5278(3) 0.1853(3) -0.0791(2) 0.0194(7) Uani 1 1 d .
H17A H 0.4310 0.2081 -0.0827 0.029 Uiso 1 1 calc GR
H17B H 0.5405 0.1101 -0.0906 0.029 Uiso 1 1 calc GR
H17C H 0.5905 0.2332 -0.1305 0.029 Uiso 1 1 calc GR
C18 C 0.6692(3) 0.1149(3) 0.0595(2) 0.0205(7) Uani 1 1 d .
H18A H 0.7605 0.1358 0.0197 0.031 Uiso 1 1 calc GR
H18B H 0.6471 0.0409 0.0528 0.031 Uiso 1 1 calc GR
H18C H 0.6714 0.1174 0.1301 0.031 Uiso 1 1 calc GR
N1 N 0.1328(2) 0.4734(2) 0.57642(17) 0.0139(5) Uani 1 1 d .
N2 N -0.0101(2) 0.1875(2) 0.28385(17) 0.0160(5) Uani 1 1 d .
N3 N 0.5604(2) 0.1921(2) 0.02260(17) 0.0147(5) Uani 1 1 d .
Nd1 Nd 0.39937(2) 0.38036(2) 0.28402(2) 0.00969(5) Uani 1 1 d .
O1 O 0.60620(18) 0.49747(17) 0.22174(14) 0.0147(4) Uani 1 1 d .
O2 O 0.72976(19) 0.65370(17) 0.20499(15) 0.0191(5) Uani 1 1 d .
O3 O 0.44107(17) 0.53469(15) 0.38602(13) 0.0108(4) Uani 1 1 d .
O4 O 0.24356(18) 0.39091(16) 0.44786(13) 0.0125(4) Uani 1 1 d .
O5 O 0.55581(18) 0.28061(16) 0.39356(14) 0.0135(4) Uani 1 1 d .
O6 O 0.6008(2) 0.15295(18) 0.52588(15) 0.0247(5) Uani 1 1 d .
O7 O 0.31960(17) 0.18814(16) 0.38078(13) 0.0125(4) Uani 1 1 d .
O8 O 0.18034(18) 0.30163(16) 0.25054(14) 0.0142(4) Uani 1 1 d .
O9 O 0.27730(18) 0.55369(16) 0.22885(14) 0.0148(4) Uani 1 1 d .
O10 O 0.16335(18) 0.67045(17) 0.12125(14) 0.0169(5) Uani 1 1 d .
O11 O 0.37430(18) 0.43114(16) 0.09469(14) 0.0126(4) Uani 1 1 d .
O12 O 0.53014(18) 0.27068(16) 0.16434(14) 0.0140(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'
Nd Nd -0.1943 3.0179 '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 118.7(2)
O2 C1 C2 115.5(3)
O2 C1 O1 125.8(3)
C1 C2 H2A 110.0
C1 C2 H2B 110.0
H2A C2 H2B 108.4
O3 C2 C1 108.5(2)
O3 C2 H2A 110.0
O3 C2 H2B 110.0
H3A C3 H3B 108.7
C4 C3 H3A 110.5
C4 C3 H3B 110.5
O3 C3 H3A 110.5
O3 C3 H3B 110.5
O3 C3 C4 106.3(2)
N1 C4 C3 118.8(3)
O4 C4 C3 119.2(2)
O4 C4 N1 122.0(3)
H5A C5 H5B 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
N1 C5 H5A 109.5
N1 C5 H5B 109.5
N1 C5 H5C 109.5
H6A C6 H6B 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
N1 C6 H6A 109.5
N1 C6 H6B 109.5
N1 C6 H6C 109.5
O5 C7 C8 118.3(2)
O6 C7 C8 116.2(2)
O6 C7 O5 125.4(3)
C7 C8 H8A 109.9
C7 C8 H8B 109.9
H8A C8 H8B 108.3
O7 C8 C7 108.9(2)
O7 C8 H8A 109.9
O7 C8 H8B 109.9
H9A C9 H9B 108.7
C10 C9 H9A 110.5
C10 C9 H9B 110.5
O7 C9 H9A 110.5
O7 C9 H9B 110.5
O7 C9 C10 106.1(2)
N2 C10 C9 117.6(2)
O8 C10 C9 119.9(2)
O8 C10 N2 122.4(2)
H11A C11 H11B 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
N2 C11 H11A 109.5
N2 C11 H11B 109.5
N2 C11 H11C 109.5
H12A C12 H12B 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
N2 C12 H12A 109.5
N2 C12 H12B 109.5
N2 C12 H12C 109.5
O9 C13 C14 117.7(2)
O10 C13 C14 117.0(2)
O10 C13 O9 125.3(3)
C13 C14 H14A 110.0
C13 C14 H14B 110.0
H14A C14 H14B 108.3
O11 C14 C13 108.7(2)
O11 C14 H14A 110.0
O11 C14 H14B 110.0
H15A C15 H15B 108.6
C16 C15 H15A 110.5
C16 C15 H15B 110.5
O11 C15 H15A 110.5
O11 C15 H15B 110.5
O11 C15 C16 106.4(2)
N3 C16 C15 117.9(2)
O12 C16 C15 119.1(3)
O12 C16 N3 122.9(2)
H17A C17 H17B 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
N3 C17 H17A 109.5
N3 C17 H17B 109.5
N3 C17 H17C 109.5
H18A C18 H18B 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
N3 C18 H18A 109.5
N3 C18 H18B 109.5
N3 C18 H18C 109.5
C4 N1 C5 124.0(3)
C4 N1 C6 119.5(3)
C6 N1 C5 116.5(2)
C10 N2 C11 123.6(2)
C10 N2 C12 120.8(2)
C11 N2 C12 115.5(2)
C16 N3 C17 123.3(2)
C16 N3 C18 120.5(2)
C18 N3 C17 116.1(2)
O1 Nd1 O3 62.14(6)
O1 Nd1 O4 122.23(6)
O1 Nd1 O7 143.18(6)
O1 Nd1 O8 148.89(6)
O1 Nd1 O9 81.60(6)
O1 Nd1 O11 80.31(6)
O1 Nd1 O12 80.75(7)
O4 Nd1 O3 60.37(6)
O4 Nd1 O7 68.40(6)
O4 Nd1 O11 135.32(5)
O5 Nd1 O1 82.31(6)
O5 Nd1 O3 80.63(6)
O5 Nd1 O4 83.48(6)
O5 Nd1 O7 63.06(6)
O5 Nd1 O8 124.00(6)
O5 Nd1 O9 147.99(7)
O5 Nd1 O11 140.68(6)
O5 Nd1 O12 81.17(6)
O7 Nd1 O3 119.46(6)
O7 Nd1 O11 118.36(6)
O8 Nd1 O3 132.11(6)
O8 Nd1 O4 80.71(6)
O8 Nd1 O7 61.13(5)
O8 Nd1 O11 68.73(6)
O9 Nd1 O3 67.40(6)
O9 Nd1 O4 82.01(6)
O9 Nd1 O7 134.71(6)
O9 Nd1 O8 81.39(6)
O9 Nd1 O11 62.32(6)
O9 Nd1 O12 122.94(6)
O11 Nd1 O3 120.29(6)
O12 Nd1 O3 140.38(6)
O12 Nd1 O4 150.20(6)
O12 Nd1 O7 81.87(6)
O12 Nd1 O8 86.95(6)
O12 Nd1 O11 61.40(6)
C1 O1 Nd1 127.28(18)
C2 O3 C3 111.2(2)
C2 O3 Nd1 118.15(16)
C3 O3 Nd1 120.01(14)
C4 O4 Nd1 126.86(18)
C7 O5 Nd1 126.46(16)
C8 O7 Nd1 119.06(15)
C9 O7 C8 111.81(19)
C9 O7 Nd1 123.19(14)
C10 O8 Nd1 126.65(15)
C13 O9 Nd1 127.12(19)
C14 O11 Nd1 118.80(15)
C15 O11 C14 112.19(19)
C15 O11 Nd1 119.69(15)
C16 O12 Nd1 125.52(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.514(4)
C1 O1 1.258(3)
C1 O2 1.254(3)
C2 H2A 0.9700
C2 H2B 0.9700
C2 O3 1.429(3)
C3 H3A 0.9700
C3 H3B 0.9700
C3 C4 1.505(4)
C3 O3 1.429(3)
C4 N1 1.319(3)
C4 O4 1.257(3)
C5 H5A 0.9600
C5 H5B 0.9600
C5 H5C 0.9600
C5 N1 1.467(4)
C6 H6A 0.9600
C6 H6B 0.9600
C6 H6C 0.9600
C6 N1 1.463(4)
C7 C8 1.514(4)
C7 O5 1.263(3)
C7 O6 1.250(3)
C8 H8A 0.9700
C8 H8B 0.9700
C8 O7 1.429(3)
C9 H9A 0.9700
C9 H9B 0.9700
C9 C10 1.510(4)
C9 O7 1.428(3)
C10 N2 1.338(3)
C10 O8 1.245(3)
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C11 N2 1.459(4)
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
C12 N2 1.462(3)
C13 C14 1.506(4)
C13 O9 1.265(3)
C13 O10 1.245(3)
C14 H14A 0.9700
C14 H14B 0.9700
C14 O11 1.443(3)
C15 H15A 0.9700
C15 H15B 0.9700
C15 C16 1.513(4)
C15 O11 1.426(3)
C16 N3 1.313(4)
C16 O12 1.258(3)
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C17 N3 1.469(3)
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C18 N3 1.463(3)
Nd1 O1 2.4199(18)
Nd1 O3 2.6013(19)
Nd1 O4 2.4684(18)
Nd1 O5 2.4127(16)
Nd1 O7 2.5478(18)
Nd1 O8 2.4667(17)
Nd1 O9 2.4367(18)
Nd1 O11 2.5582(17)
Nd1 O12 2.4389(19)
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
C1 C2 O3 C3 -168.42(18)
C1 C2 O3 Nd1 -23.8(2)
C2 C1 O1 Nd1 7.4(3)
C3 C4 N1 C5 1.3(4)
C3 C4 N1 C6 -176.2(2)
C3 C4 O4 Nd1 -7.4(3)
C4 C3 O3 C2 172.74(19)
C4 C3 O3 Nd1 28.8(2)
C7 C8 O7 C9 -174.9(2)
C7 C8 O7 Nd1 -21.1(3)
C8 C7 O5 Nd1 7.4(4)
C9 C10 N2 C11 -4.9(4)
C9 C10 N2 C12 179.7(3)
C9 C10 O8 Nd1 -5.0(4)
C10 C9 O7 C8 171.2(2)
C10 C9 O7 Nd1 18.7(3)
C13 C14 O11 C15 172.0(2)
C13 C14 O11 Nd1 25.5(3)
C14 C13 O9 Nd1 -4.1(3)
C15 C16 N3 C17 -0.8(4)
C15 C16 N3 C18 175.9(2)
C15 C16 O12 Nd1 11.9(3)
C16 C15 O11 C14 -174.5(2)
C16 C15 O11 Nd1 -28.3(3)
N1 C4 O4 Nd1 173.11(16)
N2 C10 O8 Nd1 172.28(19)
N3 C16 O12 Nd1 -168.5(2)
O1 C1 C2 O3 11.9(3)
O2 C1 C2 O3 -169.8(2)
O2 C1 O1 Nd1 -170.64(17)
O3 C3 C4 N1 164.9(2)
O3 C3 C4 O4 -14.5(3)
O4 C4 N1 C5 -179.2(2)
O4 C4 N1 C6 3.3(4)
O5 C7 C8 O7 9.7(4)
O6 C7 C8 O7 -172.6(2)
O6 C7 O5 Nd1 -170.0(2)
O7 C9 C10 N2 173.8(2)
O7 C9 C10 O8 -8.8(4)
O8 C10 N2 C11 177.8(3)
O8 C10 N2 C12 2.4(4)
O9 C13 C14 O11 -14.5(3)
O10 C13 C14 O11 166.0(2)
O10 C13 O9 Nd1 175.37(19)
O11 C15 C16 N3 -168.2(2)
O11 C15 C16 O12 11.4(3)
O12 C16 N3 C17 179.6(2)
O12 C16 N3 C18 -3.7(4)
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
1 -0.382 -0.007 0.000 423.6 137.3
