#------------------------------------------------------------------------------
#$Date: 2025-12-10 03:03:28 +0100 (Wed 10 de Dec de 2025) $
#$Revision: 304158 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/41/7064182.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_7064182
loop_
_publ_author_name
'Massoud, Salah S.'
'Louka, Febee R.'
'Guizouarn, Thierry'
'Fischer, Roland C.'
'Torvisco, Ana'
'Mautner, Franz A.'
'Smith, Asia M.'
'Salem, Nahed M. H.'
'Velmurugan, Gunasekaran'
'Comba, Peter'
'Pointillart, Fabrice'
_publ_section_title
;
 Structural and magnetic properties of lanthanide--tetraphenol--cyclen
 complexes: slow magnetic relaxation of the Nd(iii) complex
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D5NJ03826J
_journal_year                    2026
_chemical_formula_moiety         'C40 H45 Cl4 Ho N4 O4, 2[H2O]'
_chemical_formula_sum            'C40 H49 Cl4 Ho N4 O6'
_chemical_formula_weight         988.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-09-18
_audit_creation_method
;
Olex2 1.5-ac7-018
(compiled 2025.08.06 svn.rb7424aed for Rigaku Oxford Diffraction, GUI svn.r7314)
;
_audit_update_record
;
2025-09-19 deposited with the CCDC.	2025-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.217(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1871(6)
_cell_length_b                   18.6904(8)
_cell_length_c                   17.0530(6)
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      2.44
_cell_volume                     4107.9(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5-ac7-018 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac7-018 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXD  (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.99
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0795
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            81536
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.036
_diffrn_reflns_theta_min         2.088
_diffrn_source_current           0.89
_diffrn_source_power             0.0445
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.237
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6155
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1022 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.8255.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.742
_refine_diff_density_min         -1.143
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         9945
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0327
_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)+(0.0149P)²+5.1612P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0550
_refine_ls_wR_factor_ref         0.0590
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8019
_reflns_number_total             9945
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj03826j2.cif
_cod_data_source_block           rf2290_0m_c
_cod_database_code               7064182
_shelx_shelxl_version_number     2019/3
_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   0.841
_shelx_estimated_absorpt_t_min   0.702
_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. Others
 Sof(O6)=Sof(H6A)=Sof(H6B)=1-FVAR(1)
 Sof(O5)=Sof(H5A)=Sof(H5B)=FVAR(1)
 Sof(O9)=Sof(H9C)=Sof(H9D)=1-FVAR(2)
 Sof(O7)=Sof(H7A)=Sof(H7B)=FVAR(2)
3.a Free rotating group:
 O6(H6A,H6B), O9(H9C,H9D), O5(H5A,H5B), O7(H7A,H7B)
3.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C19(H19A,H19B), C20(H20A,H20B), C29(H29A,H29B),
 C39(H39A,H39B), C30(H30A,H30B), C1(H1A,H1B), C40(H40A,H40B), C11(H11A,H11B),
 C21(H21A,H21B), C31(H31A,H31B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C15(H15), C17(H17), C25(H25), C27(H27), C35(H35), C37(H37)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C18(H18A,H18B,H18C), C28(H28A,H28B,H28C), C38(H38A,H38B,H38C)
3.e Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_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
Ho1 Ho 0.49689(2) 0.33110(2) 0.17157(2) 0.01068(4) Uani 1 1 d . . . . .
C9 C 0.6525(2) 0.31957(15) 0.03724(17) 0.0160(6) Uani 1 1 d . . . . .
H9A H 0.607053 0.349207 -0.003882 0.019 Uiso 1 1 calc R U . . .
H9B H 0.701215 0.293465 0.010619 0.019 Uiso 1 1 calc R U . . .
N1 N 0.58726(18) 0.26657(12) 0.07001(14) 0.0126(5) Uani 1 1 d . . . . .
O1 O 0.37461(15) 0.26334(10) 0.10069(11) 0.0159(4) Uani 1 1 d . . . . .
Cl1 Cl 0.35314(6) -0.01728(4) -0.05557(5) 0.02860(19) Uani 1 1 d . . . . .
Cl2 Cl 0.53881(6) 0.72146(4) 0.21207(5) 0.02293(17) Uani 1 1 d . . . . .
C10 C 0.7136(2) 0.36792(15) 0.10073(17) 0.0147(6) Uani 1 1 d . . . . .
H10A H 0.760115 0.338302 0.141221 0.018 Uiso 1 1 calc R U . . .
H10B H 0.757628 0.399809 0.075655 0.018 Uiso 1 1 calc R U . . .
N2 N 0.64718(18) 0.41250(12) 0.14186(14) 0.0135(5) Uani 1 1 d . . . . .
O2 O 0.41663(15) 0.42710(11) 0.11463(12) 0.0186(5) Uani 1 1 d . . . . .
Cl3 Cl 0.43158(7) 0.40646(5) 0.60149(5) 0.02836(19) Uani 1 1 d . . . . .
C19 C 0.7117(2) 0.44088(16) 0.21759(17) 0.0154(6) Uani 1 1 d . . . . .
H19A H 0.675939 0.482221 0.235953 0.018 Uiso 1 1 calc R U . . .
H19B H 0.778784 0.457922 0.207332 0.018 Uiso 1 1 calc R U . . .
N3 N 0.63353(17) 0.35603(12) 0.30065(13) 0.0118(5) Uani 1 1 d . . . . .
O3 O 0.41251(14) 0.33381(11) 0.26503(11) 0.0158(4) Uani 1 1 d . . . . .
Cl4 Cl 0.45121(8) -0.09611(5) 0.20934(6) 0.0407(2) Uani 1 1 d . . . . .
C20 C 0.7317(2) 0.38482(16) 0.28266(17) 0.0159(6) Uani 1 1 d . . . . .
H20A H 0.771712 0.345015 0.265738 0.019 Uiso 1 1 calc R U . . .
H20B H 0.774166 0.405945 0.332072 0.019 Uiso 1 1 calc R U . . .
O4 O 0.5841(2) 0.14301(13) 0.42894(14) 0.0321(6) Uani 1 1 d . . . . .
H4 H 0.642826 0.136463 0.458650 0.048 Uiso 1 1 calc R U . . .
N4 N 0.57905(18) 0.21189(13) 0.23448(14) 0.0134(5) Uani 1 1 d . . . . .
C29 C 0.6576(2) 0.29018(15) 0.34986(16) 0.0145(6) Uani 1 1 d . . . . .
H29A H 0.600027 0.279947 0.377235 0.017 Uiso 1 1 calc R U . . .
H29B H 0.721396 0.297816 0.391502 0.017 Uiso 1 1 calc R U . . .
C39 C 0.6070(2) 0.16580(15) 0.17113(16) 0.0148(6) Uani 1 1 d . . . . .
H39A H 0.544004 0.140842 0.142033 0.018 Uiso 1 1 calc R U . . .
H39B H 0.657165 0.128987 0.196842 0.018 Uiso 1 1 calc R U . . .
C30 C 0.6729(2) 0.22645(16) 0.29774(17) 0.0153(6) Uani 1 1 d . . . . .
H30A H 0.732302 0.236072 0.272211 0.018 Uiso 1 1 calc R U . . .
H30B H 0.689740 0.183534 0.332053 0.018 Uiso 1 1 calc R U . . .
C1 C 0.5102(2) 0.23897(16) -0.00161(17) 0.0164(6) Uani 1 1 d . . . . .
H1A H 0.469393 0.280116 -0.027908 0.020 Uiso 1 1 calc R U . . .
H1B H 0.549329 0.219277 -0.040265 0.020 Uiso 1 1 calc R U . . .
C40 C 0.6544(2) 0.20788(15) 0.11108(17) 0.0158(6) Uani 1 1 d . . . . .
H40A H 0.721164 0.228590 0.139502 0.019 Uiso 1 1 calc R U . . .
H40B H 0.669398 0.174409 0.069997 0.019 Uiso 1 1 calc R U . . .
C3 C 0.3678(2) 0.19936(16) 0.06477(16) 0.0134(6) Uani 1 1 d . . . . .
C2 C 0.4359(2) 0.18292(15) 0.01383(17) 0.0138(6) Uani 1 1 d . . . . .
C5 C 0.2926(2) 0.08173(16) 0.04165(18) 0.0195(7) Uani 1 1 d . . . . .
H5 H 0.244763 0.046399 0.051025 0.023 Uiso 1 1 calc R U . . .
C4 C 0.2943(2) 0.14819(16) 0.07785(17) 0.0175(6) Uani 1 1 d . . . . .
C7 C 0.4311(2) 0.11599(16) -0.02283(17) 0.0163(6) Uani 1 1 d . . . . .
H7 H 0.476328 0.104673 -0.057625 0.020 Uiso 1 1 calc R U . . .
C6 C 0.3602(2) 0.06651(16) -0.00812(18) 0.0183(6) Uani 1 1 d . . . . .
C8 C 0.2195(2) 0.16667(19) 0.1303(2) 0.0288(8) Uani 1 1 d . . . . .
H8A H 0.171658 0.203900 0.104242 0.043 Uiso 1 1 calc R U . . .
H8B H 0.258044 0.184209 0.182241 0.043 Uiso 1 1 calc R U . . .
H8C H 0.179953 0.123922 0.138520 0.043 Uiso 1 1 calc R U . . .
C11 C 0.6062(2) 0.47436(15) 0.08831(18) 0.0170(6) Uani 1 1 d . . . . .
H11A H 0.665321 0.502565 0.077546 0.020 Uiso 1 1 calc R U . . .
H11B H 0.566816 0.455744 0.036385 0.020 Uiso 1 1 calc R U . . .
C12 C 0.5372(2) 0.52240(15) 0.12408(17) 0.0147(6) Uani 1 1 d . . . . .
C13 C 0.4432(2) 0.49426(15) 0.13771(17) 0.0141(6) Uani 1 1 d . . . . .
C14 C 0.3803(2) 0.53671(16) 0.17630(18) 0.0177(6) Uani 1 1 d . . . . .
C15 C 0.4108(2) 0.60607(16) 0.19766(17) 0.0180(7) Uani 1 1 d . . . . .
H15 H 0.368455 0.635230 0.223212 0.022 Uiso 1 1 calc R U . . .
C16 C 0.5023(2) 0.63375(15) 0.18241(17) 0.0165(6) Uani 1 1 d . . . . .
C17 C 0.5660(2) 0.59221(16) 0.14622(17) 0.0161(6) Uani 1 1 d . . . . .
H17 H 0.629044 0.611261 0.136564 0.019 Uiso 1 1 calc R U . . .
C18 C 0.2837(2) 0.50553(18) 0.1972(2) 0.0279(8) Uani 1 1 d . . . . .
H18A H 0.237214 0.488284 0.148222 0.042 Uiso 1 1 calc R U . . .
H18B H 0.248406 0.542464 0.222227 0.042 Uiso 1 1 calc R U . . .
H18C H 0.302931 0.465603 0.234620 0.042 Uiso 1 1 calc R U . . .
C21 C 0.5863(2) 0.41342(15) 0.34358(17) 0.0151(6) Uani 1 1 d . . . . .
H21A H 0.557974 0.451183 0.304327 0.018 Uiso 1 1 calc R U . . .
H21B H 0.642199 0.435345 0.384500 0.018 Uiso 1 1 calc R U . . .
C22 C 0.5013(2) 0.38904(15) 0.38430(17) 0.0133(6) Uani 1 1 d . . . . .
C23 C 0.4172(2) 0.35028(15) 0.34112(17) 0.0142(6) Uani 1 1 d . . . . .
C24 C 0.3375(2) 0.32765(17) 0.37932(17) 0.0182(6) Uani 1 1 d . . . . .
C25 C 0.3424(2) 0.34703(16) 0.45869(18) 0.0214(7) Uani 1 1 d . . . . .
H25 H 0.288317 0.333333 0.484627 0.026 Uiso 1 1 calc R U . . .
C26 C 0.4257(2) 0.38620(17) 0.50005(17) 0.0201(7) Uani 1 1 d . . . . .
C27 C 0.5050(2) 0.40713(16) 0.46413(17) 0.0166(6) Uani 1 1 d . . . . .
H27 H 0.561898 0.433734 0.493553 0.020 Uiso 1 1 calc R U . . .
C28 C 0.2515(2) 0.28130(18) 0.3340(2) 0.0259(8) Uani 1 1 d . . . . .
H28A H 0.223142 0.302815 0.281510 0.039 Uiso 1 1 calc R U . . .
H28B H 0.196512 0.277277 0.364435 0.039 Uiso 1 1 calc R U . . .
H28C H 0.278795 0.233604 0.326440 0.039 Uiso 1 1 calc R U . . .
C31 C 0.4951(2) 0.17693(16) 0.26828(18) 0.0171(6) Uani 1 1 d . . . . .
H31A H 0.430390 0.177465 0.226372 0.021 Uiso 1 1 calc R U . . .
H31B H 0.482701 0.206590 0.313443 0.021 Uiso 1 1 calc R U . . .
C32 C 0.5147(2) 0.10084(16) 0.29793(18) 0.0176(6) Uani 1 1 d . . . . .
C33 C 0.5595(2) 0.08602(17) 0.37805(19) 0.0216(7) Uani 1 1 d . . . . .
C34 C 0.5740(3) 0.01555(17) 0.40619(19) 0.0238(7) Uani 1 1 d . . . . .
C35 C 0.5401(3) -0.03988(18) 0.3531(2) 0.0259(8) Uani 1 1 d . . . . .
H35 H 0.548343 -0.088084 0.370994 0.031 Uiso 1 1 calc R U . . .
C36 C 0.4942(3) -0.02510(17) 0.2743(2) 0.0233(7) Uani 1 1 d . . . . .
C37 C 0.4806(2) 0.04407(16) 0.24626(19) 0.0198(7) Uani 1 1 d . . . . .
H37 H 0.448198 0.052994 0.191896 0.024 Uiso 1 1 calc R U . . .
C38 C 0.6235(3) -0.00044(19) 0.49249(19) 0.0314(8) Uani 1 1 d . . . . .
H38A H 0.609891 -0.050327 0.504609 0.047 Uiso 1 1 calc R U . . .
H38B H 0.594325 0.031325 0.527743 0.047 Uiso 1 1 calc R U . . .
H38C H 0.698595 0.007307 0.501177 0.047 Uiso 1 1 calc R U . . .
O6 O 0.7136(7) 0.1416(5) 0.5753(6) 0.069(4) Uani 0.392(6) 1 d G . P A 2
H6A H 0.667548 0.172015 0.584560 0.104 Uiso 0.392(6) 1 d G U P A 2
H6B H 0.695111 0.132500 0.524283 0.104 Uiso 0.392(6) 1 d G U P A 2
O9 O 0.5179(14) -0.2188(9) 0.4228(11) 0.113(5) Uani 0.378(8) 1 d G . P B 2
H9C H 0.466715 -0.189186 0.407344 0.169 Uiso 0.378(8) 1 d G U P B 2
H9D H 0.489698 -0.255955 0.440259 0.169 Uiso 0.378(8) 1 d G U P B 2
O5 O 0.7714(3) 0.1387(2) 0.4988(2) 0.0325(13) Uani 0.608(6) 1 d G . P A 1
H5A H 0.781837 0.174321 0.532352 0.049 Uiso 0.608(6) 1 d G U P A 1
H5B H 0.795978 0.101659 0.527549 0.049 Uiso 0.608(6) 1 d G U P A 1
O7 O 0.5753(3) -0.1816(2) 0.4811(3) 0.0377(16) Uani 0.622(8) 1 d G . P B 1
H7A H 0.537820 -0.172583 0.516254 0.057 Uiso 0.622(8) 1 d G U P B 1
H7B H 0.537846 -0.204084 0.440462 0.057 Uiso 0.622(8) 1 d G U P B 1
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ho Ho -0.2175 4.6783 '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
N1 Ho1 N2 70.71(7) . . ?
N1 Ho1 N4 70.62(7) . . ?
O1 Ho1 N1 75.69(7) . . ?
O1 Ho1 N2 136.17(7) . . ?
O1 Ho1 O2 89.93(7) . . ?
O1 Ho1 N3 150.78(7) . . ?
O1 Ho1 N4 85.79(7) . . ?
O2 Ho1 N1 109.26(7) . . ?
O2 Ho1 N2 75.84(7) . . ?
O2 Ho1 N3 114.44(7) . . ?
O2 Ho1 N4 175.60(7) . . ?
N3 Ho1 N1 108.49(7) . . ?
N3 Ho1 N2 68.94(7) . . ?
N3 Ho1 N4 69.40(7) . . ?
O3 Ho1 N1 153.69(8) . . ?
O3 Ho1 O1 89.23(7) . . ?
O3 Ho1 N2 131.66(7) . . ?
O3 Ho1 O2 91.84(8) . . ?
O3 Ho1 N3 74.80(7) . . ?
O3 Ho1 N4 87.12(7) . . ?
N4 Ho1 N2 108.00(7) . . ?
H9A C9 H9B 107.8 . . ?
N1 C9 H9A 109.0 . . ?
N1 C9 H9B 109.0 . . ?
N1 C9 C10 113.0(2) . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 N1 Ho1 108.84(16) . . ?
C9 N1 C1 105.5(2) . . ?
C1 N1 Ho1 111.96(16) . . ?
C40 N1 Ho1 109.85(16) . . ?
C40 N1 C9 109.4(2) . . ?
C40 N1 C1 111.2(2) . . ?
C3 O1 Ho1 137.43(18) . . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
N2 C10 C9 113.3(2) . . ?
N2 C10 H10A 108.9 . . ?
N2 C10 H10B 108.9 . . ?
C10 N2 Ho1 108.03(16) . . ?
C10 N2 C11 108.5(2) . . ?
C19 N2 Ho1 110.80(16) . . ?
C19 N2 C10 108.9(2) . . ?
C19 N2 C11 108.7(2) . . ?
C11 N2 Ho1 111.93(16) . . ?
C13 O2 Ho1 124.22(17) . . ?
N2 C19 H19A 109.3 . . ?
N2 C19 H19B 109.3 . . ?
N2 C19 C20 111.7(2) . . ?
H19A C19 H19B 107.9 . . ?
C20 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C20 N3 Ho1 111.71(16) . . ?
C20 N3 C21 108.0(2) . . ?
C29 N3 Ho1 111.11(16) . . ?
C29 N3 C20 108.9(2) . . ?
C29 N3 C21 112.1(2) . . ?
C21 N3 Ho1 104.96(16) . . ?
C23 O3 Ho1 144.75(18) . . ?
C19 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
N3 C20 C19 112.2(2) . . ?
N3 C20 H20A 109.2 . . ?
N3 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C33 O4 H4 109.5 . . ?
C39 N4 Ho1 109.96(16) . . ?
C39 N4 C31 110.1(2) . . ?
C30 N4 Ho1 110.62(17) . . ?
C30 N4 C39 109.7(2) . . ?
C30 N4 C31 111.7(2) . . ?
C31 N4 Ho1 104.70(16) . . ?
N3 C29 H29A 109.5 . . ?
N3 C29 H29B 109.5 . . ?
N3 C29 C30 110.9(2) . . ?
H29A C29 H29B 108.0 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
N4 C39 H39A 109.0 . . ?
N4 C39 H39B 109.0 . . ?
N4 C39 C40 112.9(2) . . ?
H39A C39 H39B 107.8 . . ?
C40 C39 H39A 109.0 . . ?
C40 C39 H39B 109.0 . . ?
N4 C30 C29 111.9(2) . . ?
N4 C30 H30A 109.2 . . ?
N4 C30 H30B 109.2 . . ?
C29 C30 H30A 109.2 . . ?
C29 C30 H30B 109.2 . . ?
H30A C30 H30B 107.9 . . ?
N1 C1 H1A 108.1 . . ?
N1 C1 H1B 108.1 . . ?
H1A C1 H1B 107.3 . . ?
C2 C1 N1 116.9(2) . . ?
C2 C1 H1A 108.1 . . ?
C2 C1 H1B 108.1 . . ?
N1 C40 C39 114.1(2) . . ?
N1 C40 H40A 108.7 . . ?
N1 C40 H40B 108.7 . . ?
C39 C40 H40A 108.7 . . ?
C39 C40 H40B 108.7 . . ?
H40A C40 H40B 107.6 . . ?
O1 C3 C2 119.2(2) . . ?
O1 C3 C4 121.0(2) . . ?
C2 C3 C4 119.8(3) . . ?
C3 C2 C1 118.9(2) . . ?
C7 C2 C1 121.2(3) . . ?
C7 C2 C3 119.9(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.4(3) . . ?
C3 C4 C8 119.8(3) . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 C8 121.3(3) . . ?
C2 C7 H7 120.3 . . ?
C6 C7 C2 119.3(3) . . ?
C6 C7 H7 120.3 . . ?
C5 C6 Cl1 119.2(2) . . ?
C7 C6 Cl1 119.2(2) . . ?
C7 C6 C5 121.6(3) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 N2 112.7(2) . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C13 C12 C11 118.3(3) . . ?
C17 C12 C11 121.3(3) . . ?
C17 C12 C13 120.3(3) . . ?
O2 C13 C12 119.0(2) . . ?
O2 C13 C14 121.4(3) . . ?
C14 C13 C12 119.5(3) . . ?
C13 C14 C18 120.2(3) . . ?
C15 C14 C13 118.9(3) . . ?
C15 C14 C18 120.9(3) . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.1(3) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 Cl2 119.5(2) . . ?
C17 C16 Cl2 119.9(2) . . ?
C17 C16 C15 120.6(3) . . ?
C12 C17 H17 120.3 . . ?
C16 C17 C12 119.5(3) . . ?
C16 C17 H17 120.3 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 C21 H21A 108.4 . . ?
N3 C21 H21B 108.4 . . ?
N3 C21 C22 115.6(2) . . ?
H21A C21 H21B 107.4 . . ?
C22 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
C23 C22 C21 119.9(2) . . ?
C27 C22 C21 120.0(3) . . ?
C27 C22 C23 120.0(3) . . ?
O3 C23 C22 120.4(2) . . ?
O3 C23 C24 119.8(3) . . ?
C22 C23 C24 119.8(3) . . ?
C23 C24 C28 119.3(3) . . ?
C25 C24 C23 119.0(3) . . ?
C25 C24 C28 121.7(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 Cl3 118.7(2) . . ?
C27 C26 Cl3 119.9(2) . . ?
C27 C26 C25 121.3(3) . . ?
C22 C27 H27 120.2 . . ?
C26 C27 C22 119.6(3) . . ?
C26 C27 H27 120.2 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N4 C31 H31A 108.1 . . ?
N4 C31 H31B 108.1 . . ?
N4 C31 C32 116.7(2) . . ?
H31A C31 H31B 107.3 . . ?
C32 C31 H31A 108.1 . . ?
C32 C31 H31B 108.1 . . ?
C33 C32 C31 121.4(3) . . ?
C37 C32 C31 119.7(3) . . ?
C37 C32 C33 118.8(3) . . ?
O4 C33 C32 117.4(3) . . ?
O4 C33 C34 121.2(3) . . ?
C32 C33 C34 121.4(3) . . ?
C33 C34 C38 121.3(3) . . ?
C35 C34 C33 118.5(3) . . ?
C35 C34 C38 120.2(3) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 120.0(3) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 Cl4 118.9(2) . . ?
C37 C36 Cl4 119.5(3) . . ?
C37 C36 C35 121.6(3) . . ?
C32 C37 H37 120.2 . . ?
C36 C37 C32 119.7(3) . . ?
C36 C37 H37 120.2 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
H6A O6 H6B 104.5 . . ?
H9C O9 H9D 104.5 . . ?
H5A O5 H5B 104.5 . . ?
H7A O7 H7B 109.4 . . ?
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
Ho1 N1 2.598(2) . ?
Ho1 O1 2.2001(19) . ?
Ho1 N2 2.631(2) . ?
Ho1 O2 2.202(2) . ?
Ho1 N3 2.575(2) . ?
Ho1 O3 2.1288(18) . ?
Ho1 N4 2.607(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 N1 1.496(3) . ?
C9 C10 1.506(4) . ?
N1 C1 1.505(4) . ?
N1 C40 1.488(4) . ?
O1 C3 1.338(3) . ?
Cl1 C6 1.756(3) . ?
Cl2 C16 1.753(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 N2 1.488(3) . ?
N2 C19 1.486(4) . ?
N2 C11 1.501(4) . ?
O2 C13 1.340(3) . ?
Cl3 C26 1.756(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.508(4) . ?
N3 C20 1.492(3) . ?
N3 C29 1.485(4) . ?
N3 C21 1.506(3) . ?
O3 C23 1.322(3) . ?
Cl4 C36 1.745(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
O4 H4 0.8400 . ?
O4 C33 1.369(4) . ?
N4 C39 1.488(3) . ?
N4 C30 1.485(4) . ?
N4 C31 1.502(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.525(4) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.526(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.496(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C3 C2 1.409(4) . ?
C3 C4 1.412(4) . ?
C2 C7 1.394(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.385(4) . ?
C5 C6 1.384(4) . ?
C4 C8 1.506(4) . ?
C7 H7 0.9500 . ?
C7 C6 1.375(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.497(4) . ?
C12 C13 1.410(4) . ?
C12 C17 1.389(4) . ?
C13 C14 1.408(4) . ?
C14 C15 1.383(4) . ?
C14 C18 1.509(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(4) . ?
C16 C17 1.382(4) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.509(4) . ?
C22 C23 1.397(4) . ?
C22 C27 1.394(4) . ?
C23 C24 1.414(4) . ?
C24 C25 1.389(4) . ?
C24 C28 1.504(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.383(4) . ?
C26 C27 1.376(4) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.513(4) . ?
C32 C33 1.397(4) . ?
C32 C37 1.392(4) . ?
C33 C34 1.401(4) . ?
C34 C35 1.386(5) . ?
C34 C38 1.508(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.380(5) . ?
C36 C37 1.377(4) . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O6 H6A 0.8696 . ?
O6 H6B 0.8701 . ?
O9 H9C 0.8700 . ?
O9 H9D 0.8699 . ?
O5 H5A 0.8697 . ?
O5 H5B 0.8700 . ?
O7 H7A 0.8699 . ?
O7 H7B 0.8699 . ?
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
Ho1 N1 C1 C2 -63.3(3) . . . . ?
Ho1 N1 C40 C39 40.0(3) . . . . ?
Ho1 O1 C3 C2 -49.6(4) . . . . ?
Ho1 O1 C3 C4 129.8(3) . . . . ?
Ho1 N2 C19 C20 41.2(3) . . . . ?
Ho1 N2 C11 C12 60.4(3) . . . . ?
Ho1 O2 C13 C12 69.5(3) . . . . ?
Ho1 O2 C13 C14 -109.5(3) . . . . ?
Ho1 N3 C20 C19 43.4(3) . . . . ?
Ho1 N3 C29 C30 45.3(2) . . . . ?
Ho1 N3 C21 C22 74.9(2) . . . . ?
Ho1 O3 C23 C22 11.3(5) . . . . ?
Ho1 O3 C23 C24 -167.8(2) . . . . ?
Ho1 N4 C39 C40 40.8(3) . . . . ?
Ho1 N4 C30 C29 41.1(3) . . . . ?
Ho1 N4 C31 C32 171.0(2) . . . . ?
C9 N1 C1 C2 178.5(2) . . . . ?
C9 N1 C40 C39 159.4(2) . . . . ?
C9 C10 N2 Ho1 42.7(3) . . . . ?
C9 C10 N2 C19 163.1(2) . . . . ?
C9 C10 N2 C11 -78.8(3) . . . . ?
N1 C9 C10 N2 -61.5(3) . . . . ?
N1 C1 C2 C3 60.5(4) . . . . ?
N1 C1 C2 C7 -121.3(3) . . . . ?
O1 C3 C2 C1 -3.0(4) . . . . ?
O1 C3 C2 C7 178.8(3) . . . . ?
O1 C3 C4 C5 -177.7(3) . . . . ?
O1 C3 C4 C8 2.5(4) . . . . ?
Cl2 C16 C17 C12 179.0(2) . . . . ?
C10 C9 N1 Ho1 43.4(3) . . . . ?
C10 C9 N1 C1 163.7(2) . . . . ?
C10 C9 N1 C40 -76.7(3) . . . . ?
C10 N2 C19 C20 -77.5(3) . . . . ?
C10 N2 C11 C12 179.5(2) . . . . ?
N2 C19 C20 N3 -58.3(3) . . . . ?
N2 C11 C12 C13 -64.1(3) . . . . ?
N2 C11 C12 C17 113.6(3) . . . . ?
O2 C13 C14 C15 -179.0(3) . . . . ?
O2 C13 C14 C18 3.8(4) . . . . ?
Cl3 C26 C27 C22 178.1(2) . . . . ?
C19 N2 C11 C12 -62.3(3) . . . . ?
N3 C29 C30 N4 -59.7(3) . . . . ?
N3 C21 C22 C23 -52.3(4) . . . . ?
N3 C21 C22 C27 129.7(3) . . . . ?
O3 C23 C24 C25 -178.3(3) . . . . ?
O3 C23 C24 C28 3.6(4) . . . . ?
Cl4 C36 C37 C32 179.9(2) . . . . ?
C20 N3 C29 C30 -78.2(3) . . . . ?
C20 N3 C21 C22 -165.8(2) . . . . ?
O4 C33 C34 C35 174.9(3) . . . . ?
O4 C33 C34 C38 -4.0(5) . . . . ?
N4 C39 C40 N1 -57.0(3) . . . . ?
N4 C31 C32 C33 92.5(3) . . . . ?
N4 C31 C32 C37 -92.3(3) . . . . ?
C29 N3 C20 C19 166.5(2) . . . . ?
C29 N3 C21 C22 -45.8(3) . . . . ?
C39 N4 C30 C29 162.6(2) . . . . ?
C39 N4 C31 C32 52.9(3) . . . . ?
C30 N4 C39 C40 -81.1(3) . . . . ?
C30 N4 C31 C32 -69.3(3) . . . . ?
C1 N1 C40 C39 -84.5(3) . . . . ?
C1 C2 C7 C6 -178.8(3) . . . . ?
C40 N1 C1 C2 60.0(3) . . . . ?
C3 C2 C7 C6 -0.6(4) . . . . ?
C2 C3 C4 C5 1.7(4) . . . . ?
C2 C3 C4 C8 -178.1(3) . . . . ?
C2 C7 C6 Cl1 179.1(2) . . . . ?
C2 C7 C6 C5 0.7(4) . . . . ?
C4 C3 C2 C1 177.6(3) . . . . ?
C4 C3 C2 C7 -0.6(4) . . . . ?
C4 C5 C6 Cl1 -178.0(2) . . . . ?
C4 C5 C6 C7 0.4(5) . . . . ?
C6 C5 C4 C3 -1.6(4) . . . . ?
C6 C5 C4 C8 178.2(3) . . . . ?
C11 N2 C19 C20 164.6(2) . . . . ?
C11 C12 C13 O2 -3.3(4) . . . . ?
C11 C12 C13 C14 175.7(3) . . . . ?
C11 C12 C17 C16 -177.1(3) . . . . ?
C12 C13 C14 C15 2.0(4) . . . . ?
C12 C13 C14 C18 -175.2(3) . . . . ?
C13 C12 C17 C16 0.6(4) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C14 C15 C16 Cl2 -179.0(2) . . . . ?
C14 C15 C16 C17 -0.8(4) . . . . ?
C15 C16 C17 C12 0.8(4) . . . . ?
C17 C12 C13 O2 179.0(3) . . . . ?
C17 C12 C13 C14 -2.0(4) . . . . ?
C18 C14 C15 C16 176.6(3) . . . . ?
C21 N3 C20 C19 -71.5(3) . . . . ?
C21 N3 C29 C30 162.4(2) . . . . ?
C21 C22 C23 O3 1.1(4) . . . . ?
C21 C22 C23 C24 -179.8(3) . . . . ?
C21 C22 C27 C26 178.3(3) . . . . ?
C22 C23 C24 C25 2.5(4) . . . . ?
C22 C23 C24 C28 -175.5(3) . . . . ?
C23 C22 C27 C26 0.4(4) . . . . ?
C23 C24 C25 C26 -1.8(5) . . . . ?
C24 C25 C26 Cl3 -177.4(2) . . . . ?
C24 C25 C26 C27 0.3(5) . . . . ?
C25 C26 C27 C22 0.4(5) . . . . ?
C27 C22 C23 O3 179.0(3) . . . . ?
C27 C22 C23 C24 -1.8(4) . . . . ?
C28 C24 C25 C26 176.2(3) . . . . ?
C31 N4 C39 C40 155.6(2) . . . . ?
C31 N4 C30 C29 -75.1(3) . . . . ?
C31 C32 C33 O4 0.7(4) . . . . ?
C31 C32 C33 C34 177.5(3) . . . . ?
C31 C32 C37 C36 -177.0(3) . . . . ?
C32 C33 C34 C35 -1.8(5) . . . . ?
C32 C33 C34 C38 179.3(3) . . . . ?
C33 C32 C37 C36 -1.7(4) . . . . ?
C33 C34 C35 C36 0.7(5) . . . . ?
C34 C35 C36 Cl4 -179.4(2) . . . . ?
C34 C35 C36 C37 -0.2(5) . . . . ?
C35 C36 C37 C32 0.7(5) . . . . ?
C37 C32 C33 O4 -174.5(3) . . . . ?
C37 C32 C33 C34 2.3(4) . . . . ?
C38 C34 C35 C36 179.6(3) . . . . ?
