#------------------------------------------------------------------------------
#$Date: 2024-01-06 10:05:58 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288809 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247627.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_7247627
loop_
_publ_author_name
'Wood, Oskar G.'
'Jones, Leanne'
'Hawes, Chris S.'
_publ_section_title
;
 Supporting coordination through hydrogen bonding in lanthanide complexes
 of 7-azaindole-N-oxide
;
_journal_issue                   45
_journal_name_full               CrystEngComm
_journal_page_first              6371
_journal_page_last               6378
_journal_paper_doi               10.1039/D3CE00985H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C21 H18 Gd N9 O12'
_chemical_formula_sum            'C21 H18 Gd N9 O12'
_chemical_formula_weight         745.69
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-02
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-08-10 deposited with the CCDC.	2023-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                78.6810(10)
_cell_angle_beta                 77.1570(10)
_cell_angle_gamma                70.8240(10)
_cell_formula_units_Z            2
_cell_length_a                   8.5744(3)
_cell_length_b                   11.7399(4)
_cell_length_c                   14.2153(5)
_cell_measurement_reflns_used    9973
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      28.706
_cell_measurement_theta_min      2.524
_cell_volume                     1305.88(8)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27414
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.705
_diffrn_reflns_theta_min         3.163
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.622
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0559 before and 0.0371 after correction.
The Ratio of minimum to maximum transmission is 0.8327.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_description       block
_exptl_crystal_F_000             734
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         6724
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0192
_refine_ls_R_factor_gt           0.0174
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0089P)²+1.0644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0379
_refine_ls_wR_factor_ref         0.0384
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6411
_reflns_number_total             6724
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00985h2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7247622--7247628.cif.'
_cod_database_code               7247627
_shelx_shelxl_version_number     2018/3
_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   0.622
_shelx_estimated_absorpt_t_min   0.560
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 N2-H2 = N4-H4 = N6-H6
 0.88 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C3(H3), C6(H6A), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C20(H20), C21(H21)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 0.47878(2) 0.69762(2) 0.71280(2) 0.01465(3) Uani 1 1 d . . . . .
O1 O 0.68787(16) 0.63854(11) 0.81002(9) 0.0200(3) Uani 1 1 d . . . . .
O2 O 0.70537(16) 0.73195(11) 0.59961(9) 0.0201(3) Uani 1 1 d . . . . .
O3 O 0.62139(16) 0.50098(11) 0.67655(9) 0.0202(3) Uani 1 1 d . . . . .
O4 O 0.29929(17) 0.82146(12) 0.83807(10) 0.0238(3) Uani 1 1 d . . . . .
O5 O 0.48108(17) 0.90146(12) 0.74380(10) 0.0246(3) Uani 1 1 d . . . . .
O6 O 0.2954(2) 1.00335(13) 0.85257(11) 0.0332(3) Uani 1 1 d . . . . .
O7 O 0.30530(18) 0.86148(12) 0.60984(10) 0.0259(3) Uani 1 1 d . . . . .
O8 O 0.40208(17) 0.68934(12) 0.55411(10) 0.0244(3) Uani 1 1 d . . . . .
O9 O 0.2038(2) 0.83378(17) 0.49163(12) 0.0458(4) Uani 1 1 d . . . . .
O10 O 0.21233(17) 0.65187(12) 0.74616(9) 0.0218(3) Uani 1 1 d . . . . .
O11 O 0.37082(16) 0.56245(12) 0.85407(10) 0.0224(3) Uani 1 1 d . . . . .
O12 O 0.11658(18) 0.55036(14) 0.87898(11) 0.0326(3) Uani 1 1 d . . . . .
N1 N 0.73466(19) 0.69963(13) 0.86411(11) 0.0191(3) Uani 1 1 d . . . . .
N2 N 0.8444(2) 0.81805(14) 0.72325(12) 0.0211(3) Uani 1 1 d D . . . .
H2 H 0.816(3) 0.792(2) 0.6784(14) 0.025 Uiso 1 1 d D U . . .
N3 N 0.76318(18) 0.74444(13) 0.50385(11) 0.0172(3) Uani 1 1 d . . . . .
N4 N 0.80243(19) 0.53491(13) 0.49148(11) 0.0189(3) Uani 1 1 d D . . . .
H4 H 0.755(3) 0.5132(19) 0.5495(12) 0.023 Uiso 1 1 d D U . . .
N5 N 0.60353(18) 0.39115(12) 0.71742(11) 0.0170(3) Uani 1 1 d . . . . .
N6 N 0.7327(2) 0.38650(14) 0.85229(12) 0.0214(3) Uani 1 1 d D . . . .
H6 H 0.736(3) 0.4598(15) 0.8421(16) 0.026 Uiso 1 1 d D U . . .
N7 N 0.3576(2) 0.91159(14) 0.81263(11) 0.0209(3) Uani 1 1 d . . . . .
N8 N 0.3011(2) 0.79636(15) 0.54932(12) 0.0253(3) Uani 1 1 d . . . . .
N9 N 0.22910(19) 0.58689(13) 0.82821(11) 0.0200(3) Uani 1 1 d . . . . .
C1 C 0.7134(2) 0.67447(17) 0.96223(14) 0.0237(4) Uani 1 1 d . . . . .
H1 H 0.662488 0.613356 0.994304 0.028 Uiso 1 1 calc R U . . .
C2 C 0.7651(3) 0.73666(19) 1.01620(15) 0.0277(4) Uani 1 1 d . . . . .
H2A H 0.749677 0.717443 1.085083 0.033 Uiso 1 1 calc R U . . .
C3 C 0.8391(2) 0.82683(18) 0.97161(15) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.872195 0.870629 1.009227 0.031 Uiso 1 1 calc R U . . .
C4 C 0.8635(2) 0.85147(17) 0.87121(15) 0.0221(4) Uani 1 1 d . . . . .
C5 C 0.8107(2) 0.78383(16) 0.81929(13) 0.0196(3) Uani 1 1 d . . . . .
C6 C 0.9305(2) 0.93306(18) 0.79781(15) 0.0258(4) Uani 1 1 d . . . . .
H6A H 0.976783 0.991882 0.808210 0.031 Uiso 1 1 calc R U . . .
C7 C 0.9159(2) 0.91110(17) 0.71066(15) 0.0251(4) Uani 1 1 d . . . . .
H7 H 0.949878 0.953564 0.649482 0.030 Uiso 1 1 calc R U . . .
C8 C 0.7798(2) 0.85221(16) 0.45556(14) 0.0215(4) Uani 1 1 d . . . . .
H8 H 0.742889 0.921548 0.488867 0.026 Uiso 1 1 calc R U . . .
C9 C 0.8500(2) 0.86220(17) 0.35804(14) 0.0246(4) Uani 1 1 d . . . . .
H9 H 0.859729 0.938931 0.325285 0.030 Uiso 1 1 calc R U . . .
C10 C 0.9066(2) 0.76345(17) 0.30684(14) 0.0234(4) Uani 1 1 d . . . . .
H10 H 0.956352 0.771019 0.240073 0.028 Uiso 1 1 calc R U . . .
C11 C 0.8881(2) 0.65225(16) 0.35647(13) 0.0193(3) Uani 1 1 d . . . . .
C12 C 0.8137(2) 0.64754(15) 0.45549(13) 0.0169(3) Uani 1 1 d . . . . .
C13 C 0.9226(2) 0.53257(17) 0.33361(14) 0.0229(4) Uani 1 1 d . . . . .
H13 H 0.973504 0.505058 0.272330 0.028 Uiso 1 1 calc R U . . .
C14 C 0.8690(2) 0.46529(17) 0.41606(14) 0.0223(4) Uani 1 1 d . . . . .
H14 H 0.876248 0.381862 0.421160 0.027 Uiso 1 1 calc R U . . .
C15 C 0.5325(2) 0.33236(17) 0.67547(14) 0.0223(4) Uani 1 1 d . . . . .
H15 H 0.490327 0.369397 0.616853 0.027 Uiso 1 1 calc R U . . .
C16 C 0.5204(2) 0.21808(17) 0.71720(15) 0.0256(4) Uani 1 1 d . . . . .
H16 H 0.469392 0.177774 0.686802 0.031 Uiso 1 1 calc R U . . .
C17 C 0.5811(2) 0.16131(17) 0.80223(15) 0.0257(4) Uani 1 1 d . . . . .
H17 H 0.573478 0.082497 0.830230 0.031 Uiso 1 1 calc R U . . .
C18 C 0.6536(2) 0.22287(16) 0.84543(13) 0.0219(4) Uani 1 1 d . . . . .
C19 C 0.6614(2) 0.33920(15) 0.80058(13) 0.0181(3) Uani 1 1 d . . . . .
C20 C 0.7258(3) 0.20189(18) 0.93105(14) 0.0291(4) Uani 1 1 d . . . . .
H20 H 0.740936 0.130688 0.977551 0.035 Uiso 1 1 calc R U . . .
C21 C 0.7685(3) 0.30243(18) 0.93358(15) 0.0283(4) Uani 1 1 d . . . . .
H21 H 0.816335 0.313630 0.984015 0.034 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'
Gd Gd -0.1653 3.9035 '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
_geom_angle_publ_flag
O1 Gd1 O4 87.11(5) . . ?
O1 Gd1 O5 78.71(4) . . ?
O1 Gd1 O7 147.59(4) . . ?
O1 Gd1 O8 147.12(4) . . ?
O1 Gd1 O10 128.75(4) . . ?
O1 Gd1 O11 77.20(4) . . ?
O2 Gd1 O1 78.81(5) . . ?
O2 Gd1 O3 79.44(4) . . ?
O2 Gd1 O4 128.60(4) . . ?
O2 Gd1 O5 77.33(4) . . ?
O2 Gd1 O7 85.50(5) . . ?
O2 Gd1 O8 77.37(5) . . ?
O2 Gd1 O10 148.50(4) . . ?
O2 Gd1 O11 148.06(4) . . ?
O3 Gd1 O1 78.85(4) . . ?
O3 Gd1 O4 145.59(4) . . ?
O3 Gd1 O5 150.30(5) . . ?
O3 Gd1 O7 126.01(4) . . ?
O3 Gd1 O8 74.78(4) . . ?
O3 Gd1 O10 90.52(5) . . ?
O3 Gd1 O11 75.49(4) . . ?
O4 Gd1 O5 51.38(4) . . ?
O4 Gd1 O7 80.77(5) . . ?
O4 Gd1 O8 125.59(5) . . ?
O4 Gd1 O11 70.79(4) . . ?
O7 Gd1 O5 70.21(5) . . ?
O7 Gd1 O8 51.31(4) . . ?
O7 Gd1 O11 125.42(4) . . ?
O8 Gd1 O5 117.20(4) . . ?
O10 Gd1 O4 74.04(4) . . ?
O10 Gd1 O5 118.78(4) . . ?
O10 Gd1 O7 76.41(4) . . ?
O10 Gd1 O8 71.19(4) . . ?
O10 Gd1 O11 51.69(4) . . ?
O11 Gd1 O5 117.71(4) . . ?
O11 Gd1 O8 113.95(4) . . ?
N1 O1 Gd1 132.53(10) . . ?
N3 O2 Gd1 142.11(11) . . ?
N5 O3 Gd1 132.72(10) . . ?
N7 O4 Gd1 97.70(10) . . ?
N7 O5 Gd1 94.21(10) . . ?
N8 O7 Gd1 97.05(10) . . ?
N8 O8 Gd1 94.43(10) . . ?
N9 O10 Gd1 97.60(10) . . ?
N9 O11 Gd1 94.27(10) . . ?
O1 N1 C1 121.54(15) . . ?
C5 N1 O1 119.14(15) . . ?
C5 N1 C1 119.25(16) . . ?
C5 N2 H2 125.9(15) . . ?
C5 N2 C7 106.94(16) . . ?
C7 N2 H2 126.8(15) . . ?
O2 N3 C8 120.85(15) . . ?
O2 N3 C12 119.92(14) . . ?
C12 N3 C8 119.15(15) . . ?
C12 N4 H4 125.7(15) . . ?
C12 N4 C14 106.84(15) . . ?
C14 N4 H4 127.3(15) . . ?
C15 N5 O3 121.39(15) . . ?
C19 N5 O3 118.89(14) . . ?
C19 N5 C15 119.70(15) . . ?
C19 N6 H6 125.2(15) . . ?
C19 N6 C21 106.82(16) . . ?
C21 N6 H6 126.9(15) . . ?
O5 N7 O4 116.52(14) . . ?
O6 N7 O4 121.25(16) . . ?
O6 N7 O5 122.23(16) . . ?
O8 N8 O7 115.88(15) . . ?
O9 N8 O7 121.93(17) . . ?
O9 N8 O8 122.18(17) . . ?
O10 N9 O11 116.02(14) . . ?
O12 N9 O10 121.99(16) . . ?
O12 N9 O11 121.98(16) . . ?
N1 C1 H1 119.7 . . ?
N1 C1 C2 120.62(18) . . ?
C2 C1 H1 119.7 . . ?
C1 C2 H2A 119.4 . . ?
C1 C2 C3 121.10(19) . . ?
C3 C2 H2A 119.4 . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.46(18) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C5 118.17(18) . . ?
C3 C4 C6 137.24(18) . . ?
C5 C4 C6 104.59(17) . . ?
N1 C5 C4 122.34(17) . . ?
N2 C5 N1 126.98(17) . . ?
N2 C5 C4 110.67(17) . . ?
C4 C6 H6A 126.3 . . ?
C7 C6 C4 107.34(17) . . ?
C7 C6 H6A 126.3 . . ?
N2 C7 H7 124.8 . . ?
C6 C7 N2 110.43(18) . . ?
C6 C7 H7 124.8 . . ?
N3 C8 H8 119.8 . . ?
N3 C8 C9 120.43(17) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 119.1 . . ?
C8 C9 C10 121.75(17) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 H10 121.1 . . ?
C9 C10 C11 117.86(17) . . ?
C11 C10 H10 121.1 . . ?
C10 C11 C12 118.03(16) . . ?
C10 C11 C13 136.79(17) . . ?
C12 C11 C13 105.17(16) . . ?
N3 C12 N4 126.90(16) . . ?
N3 C12 C11 122.76(16) . . ?
N4 C12 C11 110.34(15) . . ?
C11 C13 H13 126.5 . . ?
C14 C13 C11 107.00(16) . . ?
C14 C13 H13 126.5 . . ?
N4 C14 H14 124.7 . . ?
C13 C14 N4 110.64(16) . . ?
C13 C14 H14 124.7 . . ?
N5 C15 H15 119.8 . . ?
N5 C15 C16 120.30(18) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.36(18) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 121.0 . . ?
C16 C17 C18 118.00(17) . . ?
C18 C17 H17 121.0 . . ?
C17 C18 C19 118.39(17) . . ?
C17 C18 C20 136.84(18) . . ?
C19 C18 C20 104.74(17) . . ?
N5 C19 N6 127.03(16) . . ?
N5 C19 C18 122.22(17) . . ?
N6 C19 C18 110.75(16) . . ?
C18 C20 H20 126.4 . . ?
C21 C20 C18 107.27(17) . . ?
C21 C20 H20 126.4 . . ?
N6 C21 H21 124.8 . . ?
C20 C21 N6 110.38(18) . . ?
C20 C21 H21 124.8 . . ?
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
Gd1 O1 2.3482(12) . ?
Gd1 O2 2.3230(12) . ?
Gd1 O3 2.3286(12) . ?
Gd1 O4 2.4457(13) . ?
Gd1 O5 2.5240(13) . ?
Gd1 O7 2.4573(13) . ?
Gd1 O8 2.5136(13) . ?
Gd1 O10 2.4408(13) . ?
Gd1 O11 2.5091(13) . ?
O1 N1 1.3449(19) . ?
O2 N3 1.3378(19) . ?
O3 N5 1.3489(18) . ?
O4 N7 1.272(2) . ?
O5 N7 1.263(2) . ?
O6 N7 1.223(2) . ?
O7 N8 1.271(2) . ?
O8 N8 1.269(2) . ?
O9 N8 1.218(2) . ?
O10 N9 1.2713(19) . ?
O11 N9 1.274(2) . ?
O12 N9 1.215(2) . ?
N1 C1 1.351(2) . ?
N1 C5 1.342(2) . ?
N2 H2 0.867(15) . ?
N2 C5 1.339(2) . ?
N2 C7 1.384(2) . ?
N3 C8 1.351(2) . ?
N3 C12 1.344(2) . ?
N4 H4 0.865(15) . ?
N4 C12 1.348(2) . ?
N4 C14 1.382(2) . ?
N5 C15 1.342(2) . ?
N5 C19 1.340(2) . ?
N6 H6 0.853(15) . ?
N6 C19 1.344(2) . ?
N6 C21 1.384(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.379(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.387(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(3) . ?
C4 C5 1.412(3) . ?
C4 C6 1.428(3) . ?
C6 H6A 0.9500 . ?
C6 C7 1.354(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.382(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.383(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.397(3) . ?
C11 C12 1.409(2) . ?
C11 C13 1.425(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.358(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.384(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(3) . ?
C18 C19 1.405(2) . ?
C18 C20 1.429(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.355(3) . ?
C21 H21 0.9500 . ?
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
_geom_hbond_publ_flag
N2 H2 O2 0.867(15) 1.969(16) 2.820(2) 167(2) . yes
N4 H4 O3 0.865(15) 1.917(16) 2.769(2) 168(2) . yes
N6 H6 O1 0.853(15) 1.980(16) 2.815(2) 166(2) . yes
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Gd1 O1 N1 C1 113.09(17) . . . . ?
Gd1 O1 N1 C5 -69.8(2) . . . . ?
Gd1 O2 N3 C8 112.96(18) . . . . ?
Gd1 O2 N3 C12 -70.5(2) . . . . ?
Gd1 O3 N5 C15 104.28(17) . . . . ?
Gd1 O3 N5 C19 -77.12(19) . . . . ?
Gd1 O4 N7 O5 -4.30(16) . . . . ?
Gd1 O4 N7 O6 174.99(15) . . . . ?
Gd1 O5 N7 O4 4.14(15) . . . . ?
Gd1 O5 N7 O6 -175.15(15) . . . . ?
Gd1 O7 N8 O8 -11.57(17) . . . . ?
Gd1 O7 N8 O9 167.06(17) . . . . ?
Gd1 O8 N8 O7 11.25(16) . . . . ?
Gd1 O8 N8 O9 -167.37(18) . . . . ?
Gd1 O10 N9 O11 -6.50(15) . . . . ?
Gd1 O10 N9 O12 173.44(15) . . . . ?
Gd1 O11 N9 O10 6.29(15) . . . . ?
Gd1 O11 N9 O12 -173.66(15) . . . . ?
O1 N1 C1 C2 178.81(17) . . . . ?
O1 N1 C5 N2 1.6(3) . . . . ?
O1 N1 C5 C4 -179.95(15) . . . . ?
O2 N3 C8 C9 175.66(17) . . . . ?
O2 N3 C12 N4 5.2(3) . . . . ?
O2 N3 C12 C11 -174.80(16) . . . . ?
O3 N5 C15 C16 177.93(16) . . . . ?
O3 N5 C19 N6 2.6(3) . . . . ?
O3 N5 C19 C18 -177.35(15) . . . . ?
N1 C1 C2 C3 0.3(3) . . . . ?
N3 C8 C9 C10 -0.5(3) . . . . ?
N5 C15 C16 C17 -0.3(3) . . . . ?
C1 N1 C5 N2 178.70(17) . . . . ?
C1 N1 C5 C4 -2.8(3) . . . . ?
C1 C2 C3 C4 -1.4(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C2 C3 C4 C6 179.4(2) . . . . ?
C3 C4 C5 N1 1.7(3) . . . . ?
C3 C4 C5 N2 -179.54(17) . . . . ?
C3 C4 C6 C7 -179.4(2) . . . . ?
C4 C6 C7 N2 -0.7(2) . . . . ?
C5 N1 C1 C2 1.7(3) . . . . ?
C5 N2 C7 C6 1.4(2) . . . . ?
C5 C4 C6 C7 -0.2(2) . . . . ?
C6 C4 C5 N1 -177.62(16) . . . . ?
C6 C4 C5 N2 1.1(2) . . . . ?
C7 N2 C5 N1 177.10(17) . . . . ?
C7 N2 C5 C4 -1.5(2) . . . . ?
C8 N3 C12 N4 -178.17(17) . . . . ?
C8 N3 C12 C11 1.8(3) . . . . ?
C8 C9 C10 C11 1.0(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C9 C10 C11 C13 178.1(2) . . . . ?
C10 C11 C12 N3 -1.2(3) . . . . ?
C10 C11 C12 N4 178.75(16) . . . . ?
C10 C11 C13 C14 -178.2(2) . . . . ?
C11 C13 C14 N4 -0.4(2) . . . . ?
C12 N3 C8 C9 -0.9(3) . . . . ?
C12 N4 C14 C13 0.4(2) . . . . ?
C12 C11 C13 C14 0.3(2) . . . . ?
C13 C11 C12 N3 179.96(16) . . . . ?
C13 C11 C12 N4 0.0(2) . . . . ?
C14 N4 C12 N3 179.80(17) . . . . ?
C14 N4 C12 C11 -0.2(2) . . . . ?
C15 N5 C19 N6 -178.79(17) . . . . ?
C15 N5 C19 C18 1.3(3) . . . . ?
C15 C16 C17 C18 0.6(3) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C16 C17 C18 C20 178.1(2) . . . . ?
C17 C18 C19 N5 -0.9(3) . . . . ?
C17 C18 C19 N6 179.13(16) . . . . ?
C17 C18 C20 C21 -177.4(2) . . . . ?
C18 C20 C21 N6 -1.9(2) . . . . ?
C19 N5 C15 C16 -0.7(3) . . . . ?
C19 N6 C21 C20 2.2(2) . . . . ?
C19 C18 C20 C21 0.9(2) . . . . ?
C20 C18 C19 N5 -179.57(17) . . . . ?
C20 C18 C19 N6 0.5(2) . . . . ?
C21 N6 C19 N5 178.46(18) . . . . ?
C21 N6 C19 C18 -1.6(2) . . . . ?
