#------------------------------------------------------------------------------
#$Date: 2020-11-06 14:10:01 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258822 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/54/7705472.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_7705472
loop_
_publ_author_name
'Arauzo, A.'
'Gasque, L.'
'Fuertes, S.'
'Tenorio, C.'
'Bernès, S'
'Bartolomé, E'
_publ_section_title
;
 Coumarin-lanthanide based compounds with SMM behavior and high quantum
 yield luminescence.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13671
_journal_page_last               13684
_journal_paper_doi               10.1039/d0dt02614j
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C45 H29 N2 O12 Tm'
_chemical_formula_sum            'C45 H29 N2 O12 Tm'
_chemical_formula_weight         958.63
_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
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-03-20
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-06-30 deposited with the CCDC.	2020-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                105.184(5)
_cell_angle_beta                 91.711(6)
_cell_angle_gamma                99.498(6)
_cell_formula_units_Z            2
_cell_length_a                   11.2098(9)
_cell_length_b                   12.9725(9)
_cell_length_c                   14.1866(9)
_cell_measurement_reflns_used    36522
_cell_measurement_temperature    295(1)
_cell_measurement_theta_max      23.39
_cell_measurement_theta_min      2.61
_cell_volume                     1957.9(3)
_computing_cell_refinement       'X-AREA 1.86'
_computing_data_collection       'X-AREA 1.86 (Stoe & Cie, 2018)'
_computing_data_reduction        'X-AREA 1.86'
_computing_molecular_graphics
'XP in SHELXTL-Plus (Sheldrick, 2008) and Mercury (Macrae et al., 2008)'
_computing_publication_material  'PublCif (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015a)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295(1)
_diffrn_detector                 'Reverse-biased silicon diode array'
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'Dectris Pilatus 100K R'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
1270 frames, 40-60 s/frame, 1 deg./frame, detector distance = 40 mm
;
_diffrn_measurement_device       'Eulerian four-circle diffractometer'
_diffrn_measurement_device_type  'Stoe Stadivari'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support Mitegen
_diffrn_radiation_collimation    '0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  -90
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56083
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            57568
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        19.664
_diffrn_reflns_theta_max         22.499
_diffrn_reflns_theta_min         2.610
_diffrn_source                   'Sealed X-ray tube'
_diffrn_source_current           0.500
_diffrn_source_power             0.0325
_diffrn_source_type              'Axo Astix-f Microfocus source'
_diffrn_source_voltage           65
_exptl_absorpt_coefficient_mu    1.256
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.3469
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'X-AREA 1.86 (Stoe & Cie, 2018)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_description       prism
_exptl_crystal_F_000             956
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.422
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.126
_refine_diff_density_max         1.252
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.865
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     544
_refine_ls_number_reflns         10407
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.865
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0350P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0802
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7008
_reflns_number_total             10407
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02614j2.cif
_cod_data_source_block           Tm-phen
_cod_depositor_comments
'Adding full bibliography for 7705471--7705478.cif.'
_cod_original_cell_volume        1957.9(2)
_cod_database_code               7705472
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.619
_shelx_estimated_absorpt_t_max   0.858
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
Tm1 Tm 0.28913(2) 0.25366(2) 0.78613(2) 0.04741(6) Uani 1 1 d . . . . .
O1 O 0.0939(4) 0.6481(3) 0.7905(3) 0.0963(12) Uani 1 1 d . . . . .
O2 O -0.0222(5) 0.5774(4) 0.8884(3) 0.1307(18) Uani 1 1 d . . . . .
O3 O 0.2541(2) 0.3801(2) 0.70745(18) 0.0536(6) Uani 1 1 d . . . . .
O4 O 0.0946(3) 0.2846(2) 0.8073(2) 0.0624(7) Uani 1 1 d . . . . .
C2 C 0.0497(6) 0.5606(5) 0.8277(4) 0.0928(18) Uani 1 1 d . . . . .
C3 C 0.0990(4) 0.4618(4) 0.7919(3) 0.0659(12) Uani 1 1 d . . . . .
C4 C 0.1988(4) 0.4595(3) 0.7330(3) 0.0567(10) Uani 1 1 d . . . . .
C5 C 0.2393(4) 0.5548(3) 0.6977(3) 0.0630(11) Uani 1 1 d . . . . .
C6 C 0.3334(5) 0.5591(4) 0.6374(4) 0.0814(14) Uani 1 1 d . . . . .
H6A H 0.373585 0.500530 0.618522 0.098 Uiso 1 1 calc R U . . .
C7 C 0.3680(6) 0.6510(5) 0.6051(5) 0.109(2) Uani 1 1 d . . . . .
H7A H 0.431235 0.653837 0.564328 0.131 Uiso 1 1 calc R U . . .
C8 C 0.3086(8) 0.7387(6) 0.6333(6) 0.121(2) Uani 1 1 d . . . . .
H8A H 0.331412 0.799462 0.610413 0.145 Uiso 1 1 calc R U . . .
C9 C 0.2174(7) 0.7366(4) 0.6941(5) 0.105(2) Uani 1 1 d . . . . .
H9A H 0.178368 0.795884 0.713509 0.127 Uiso 1 1 calc R U . . .
C10 C 0.1830(5) 0.6446(4) 0.7269(4) 0.0812(15) Uani 1 1 d . . . . .
C11 C 0.0438(4) 0.3644(5) 0.8177(3) 0.0704(13) Uani 1 1 d . . . . .
C12 C -0.0810(5) 0.3503(6) 0.8549(5) 0.119(2) Uani 1 1 d . . . . .
H12A H -0.111223 0.274484 0.846344 0.178 Uiso 1 1 calc R U . . .
H12B H -0.134737 0.379175 0.818753 0.178 Uiso 1 1 calc R U . . .
H12C H -0.076532 0.388210 0.923114 0.178 Uiso 1 1 calc R U . . .
O21 O 0.1300(3) -0.1451(2) 0.4446(2) 0.0741(8) Uani 1 1 d . . . . .
O22 O 0.2992(4) -0.0779(3) 0.3937(3) 0.1045(13) Uani 1 1 d . . . . .
O23 O 0.1690(2) 0.0942(2) 0.70247(18) 0.0582(7) Uani 1 1 d . . . . .
O24 O 0.3578(3) 0.1924(2) 0.63410(18) 0.0598(7) Uani 1 1 d . . . . .
C22 C 0.2318(5) -0.0650(4) 0.4587(3) 0.0708(12) Uani 1 1 d . . . . .
C23 C 0.2462(4) 0.0236(3) 0.5474(3) 0.0548(9) Uani 1 1 d . . . . .
C24 C 0.1606(4) 0.0240(3) 0.6203(3) 0.0505(9) Uani 1 1 d . . . . .
C25 C 0.0551(4) -0.0642(3) 0.5988(3) 0.0505(9) Uani 1 1 d . . . . .
C26 C -0.0359(4) -0.0680(3) 0.6619(3) 0.0651(11) Uani 1 1 d . . . . .
H26A H -0.030206 -0.014213 0.720796 0.078 Uiso 1 1 calc R U . . .
C27 C -0.1349(5) -0.1508(4) 0.6383(4) 0.0821(14) Uani 1 1 d . . . . .
H27A H -0.195522 -0.153505 0.681350 0.099 Uiso 1 1 calc R U . . .
C28 C -0.1437(5) -0.2303(4) 0.5499(4) 0.0826(15) Uani 1 1 d . . . . .
H28A H -0.210613 -0.286277 0.534138 0.099 Uiso 1 1 calc R U . . .
C29 C -0.0560(5) -0.2275(4) 0.4859(4) 0.0765(13) Uani 1 1 d . . . . .
H29A H -0.062933 -0.280550 0.426481 0.092 Uiso 1 1 calc R U . . .
C30 C 0.0439(4) -0.1442(3) 0.5109(3) 0.0581(10) Uani 1 1 d . . . . .
C31 C 0.3434(4) 0.1144(3) 0.5596(3) 0.0565(10) Uani 1 1 d . . . . .
C32 C 0.4317(5) 0.1252(4) 0.4836(3) 0.0826(15) Uani 1 1 d . . . . .
H32A H 0.488430 0.192134 0.506933 0.124 Uiso 1 1 calc R U . . .
H32B H 0.388450 0.125063 0.424114 0.124 Uiso 1 1 calc R U . . .
H32C H 0.474663 0.065429 0.471201 0.124 Uiso 1 1 calc R U . . .
O41 O 0.6412(3) 0.6510(2) 0.8194(3) 0.0769(9) Uani 1 1 d . . . . .
O42 O 0.5142(3) 0.7179(2) 0.9224(3) 0.0885(10) Uani 1 1 d . . . . .
O43 O 0.4831(2) 0.33660(19) 0.79266(19) 0.0547(6) Uani 1 1 d . . . . .
O44 O 0.3219(2) 0.4110(2) 0.91308(17) 0.0525(6) Uani 1 1 d . . . . .
C42 C 0.5417(4) 0.6349(3) 0.8729(3) 0.0640(11) Uani 1 1 d . . . . .
C43 C 0.4830(4) 0.5242(3) 0.8655(3) 0.0494(9) Uani 1 1 d . . . . .
C44 C 0.5268(4) 0.4360(3) 0.8031(3) 0.0512(9) Uani 1 1 d . . . . .
C45 C 0.6321(4) 0.4596(3) 0.7489(3) 0.0546(9) Uani 1 1 d . . . . .
C46 C 0.6809(4) 0.3784(4) 0.6842(3) 0.0692(12) Uani 1 1 d . . . . .
H46A H 0.646333 0.305961 0.675560 0.083 Uiso 1 1 calc R U . . .
C47 C 0.7787(5) 0.4039(4) 0.6334(4) 0.0856(15) Uani 1 1 d . . . . .
H47A H 0.809890 0.349182 0.590483 0.103 Uiso 1 1 calc R U . . .
C48 C 0.8310(5) 0.5123(5) 0.6466(4) 0.0939(17) Uani 1 1 d . . . . .
H48A H 0.898295 0.529815 0.613230 0.113 Uiso 1 1 calc R U . . .
C49 C 0.7843(5) 0.5930(5) 0.7080(4) 0.0886(16) Uani 1 1 d . . . . .
H49A H 0.818847 0.665278 0.715815 0.106 Uiso 1 1 calc R U . . .
C50 C 0.6845(4) 0.5668(4) 0.7589(3) 0.0663(11) Uani 1 1 d . . . . .
C51 C 0.3816(4) 0.5043(3) 0.9222(3) 0.0512(9) Uani 1 1 d . . . . .
C52 C 0.3368(4) 0.5942(3) 0.9957(3) 0.0683(12) Uani 1 1 d . . . . .
H52A H 0.282040 0.563381 1.035888 0.102 Uiso 1 1 calc R U . . .
H52B H 0.295336 0.634521 0.961612 0.102 Uiso 1 1 calc R U . . .
H52C H 0.404526 0.641842 1.036168 0.102 Uiso 1 1 calc R U . . .
N61 N 0.4067(3) 0.1177(2) 0.8203(2) 0.0551(8) Uani 1 1 d . . . . .
C62 C 0.5011(4) 0.0888(3) 0.7733(3) 0.0624(11) Uani 1 1 d . . . . .
H62A H 0.536313 0.130838 0.734064 0.075 Uiso 1 1 calc R U . . .
C63 C 0.5508(4) -0.0012(4) 0.7794(3) 0.0704(12) Uani 1 1 d . . . . .
H63A H 0.618988 -0.016879 0.746598 0.084 Uiso 1 1 calc R U . . .
C64 C 0.4985(5) -0.0654(4) 0.8336(3) 0.0717(13) Uani 1 1 d . . . . .
H64A H 0.529028 -0.127060 0.836529 0.086 Uiso 1 1 calc R U . . .
C65 C 0.3982(4) -0.0390(3) 0.8854(3) 0.0612(11) Uani 1 1 d . . . . .
C66 C 0.3407(5) -0.0999(4) 0.9469(4) 0.0765(13) Uani 1 1 d . . . . .
H66A H 0.365924 -0.163758 0.950109 0.092 Uiso 1 1 calc R U . . .
C67 C 0.2500(5) -0.0661(4) 1.0007(4) 0.0755(13) Uani 1 1 d . . . . .
H67A H 0.212299 -0.108521 1.038747 0.091 Uiso 1 1 calc R U . . .
C68 C 0.2106(4) 0.0328(3) 1.0004(3) 0.0595(10) Uani 1 1 d . . . . .
C69 C 0.1259(4) 0.0768(4) 1.0623(3) 0.0685(12) Uani 1 1 d . . . . .
H69A H 0.089874 0.039979 1.105189 0.082 Uiso 1 1 calc R U . . .
C70 C 0.0967(4) 0.1740(4) 1.0593(3) 0.0704(12) Uani 1 1 d . . . . .
H70A H 0.043012 0.205463 1.101671 0.084 Uiso 1 1 calc R U . . .
C71 C 0.1484(4) 0.2251(3) 0.9919(3) 0.0623(11) Uani 1 1 d . . . . .
H71A H 0.126875 0.290802 0.990019 0.075 Uiso 1 1 calc R U . . .
N72 N 0.2265(3) 0.1858(2) 0.9303(2) 0.0523(8) Uani 1 1 d . . . . .
C73 C 0.2609(4) 0.0922(3) 0.9363(3) 0.0524(9) Uani 1 1 d . . . . .
C74 C 0.3570(4) 0.0559(3) 0.8782(3) 0.0503(9) 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 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tm Tm -0.3084 3.5155 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 2 8 0.0440
3 -2 -10 0.0820
6 2 -1 0.2260
-6 -2 1 0.1960
1 -1 1 0.0950
-1 1 -1 0.0690
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
O43 Tm1 O23 138.10(9) . . ?
O43 Tm1 O3 82.89(9) . . ?
O23 Tm1 O3 106.28(9) . . ?
O43 Tm1 O4 143.41(10) . . ?
O23 Tm1 O4 75.43(10) . . ?
O3 Tm1 O4 70.93(10) . . ?
O43 Tm1 O24 72.75(9) . . ?
O23 Tm1 O24 70.16(9) . . ?
O3 Tm1 O24 76.40(9) . . ?
O4 Tm1 O24 122.56(10) . . ?
O43 Tm1 O44 71.03(9) . . ?
O23 Tm1 O44 150.41(10) . . ?
O3 Tm1 O44 78.16(9) . . ?
O4 Tm1 O44 78.75(10) . . ?
O24 Tm1 O44 137.71(9) . . ?
O43 Tm1 N61 76.82(10) . . ?
O23 Tm1 N61 78.51(10) . . ?
O3 Tm1 N61 152.91(10) . . ?
O4 Tm1 N61 134.87(11) . . ?
O24 Tm1 N61 80.53(10) . . ?
O44 Tm1 N61 111.15(9) . . ?
O43 Tm1 N72 116.69(10) . . ?
O23 Tm1 N72 81.99(10) . . ?
O3 Tm1 N72 140.96(10) . . ?
O4 Tm1 N72 74.72(10) . . ?
O24 Tm1 N72 139.81(10) . . ?
O44 Tm1 N72 77.46(9) . . ?
N61 Tm1 N72 65.59(10) . . ?
C10 O1 C2 122.6(4) . . ?
C4 O3 Tm1 130.7(2) . . ?
C11 O4 Tm1 135.5(3) . . ?
O2 C2 O1 115.5(5) . . ?
O2 C2 C3 127.5(6) . . ?
O1 C2 C3 116.9(5) . . ?
C4 C3 C11 120.1(4) . . ?
C4 C3 C2 121.2(5) . . ?
C11 C3 C2 118.7(5) . . ?
O3 C4 C3 124.7(4) . . ?
O3 C4 C5 117.8(4) . . ?
C3 C4 C5 117.5(4) . . ?
C6 C5 C10 118.8(5) . . ?
C6 C5 C4 122.0(4) . . ?
C10 C5 C4 119.2(5) . . ?
C5 C6 C7 119.9(5) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C8 C7 C6 120.3(7) . . ?
C8 C7 H7A 119.9 . . ?
C6 C7 H7A 119.9 . . ?
C9 C8 C7 120.6(6) . . ?
C9 C8 H8A 119.7 . . ?
C7 C8 H8A 119.7 . . ?
C8 C9 C10 119.1(6) . . ?
C8 C9 H9A 120.4 . . ?
C10 C9 H9A 120.4 . . ?
O1 C10 C5 121.9(5) . . ?
O1 C10 C9 116.8(5) . . ?
C5 C10 C9 121.3(6) . . ?
O4 C11 C3 122.1(4) . . ?
O4 C11 C12 114.8(5) . . ?
C3 C11 C12 123.1(5) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C30 O21 C22 122.8(3) . . ?
C24 O23 Tm1 139.4(3) . . ?
C31 O24 Tm1 143.4(3) . . ?
O22 C22 O21 114.6(4) . . ?
O22 C22 C23 127.4(5) . . ?
O21 C22 C23 118.0(4) . . ?
C24 C23 C31 119.8(3) . . ?
C24 C23 C22 120.5(4) . . ?
C31 C23 C22 119.6(4) . . ?
O23 C24 C23 125.3(4) . . ?
O23 C24 C25 117.2(4) . . ?
C23 C24 C25 117.5(3) . . ?
C26 C25 C30 118.8(4) . . ?
C26 C25 C24 122.0(3) . . ?
C30 C25 C24 119.2(4) . . ?
C27 C26 C25 120.4(4) . . ?
C27 C26 H26A 119.8 . . ?
C25 C26 H26A 119.8 . . ?
C26 C27 C28 119.7(5) . . ?
C26 C27 H27A 120.2 . . ?
C28 C27 H27A 120.2 . . ?
C29 C28 C27 121.0(5) . . ?
C29 C28 H28A 119.5 . . ?
C27 C28 H28A 119.5 . . ?
C28 C29 C30 118.9(4) . . ?
C28 C29 H29A 120.6 . . ?
C30 C29 H29A 120.6 . . ?
O21 C30 C25 121.9(4) . . ?
O21 C30 C29 116.8(4) . . ?
C25 C30 C29 121.3(4) . . ?
O24 C31 C23 121.4(4) . . ?
O24 C31 C32 114.9(4) . . ?
C23 C31 C32 123.6(4) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C50 O41 C42 122.5(3) . . ?
C44 O43 Tm1 129.9(2) . . ?
C51 O44 Tm1 132.9(2) . . ?
O42 C42 O41 114.4(4) . . ?
O42 C42 C43 127.2(5) . . ?
O41 C42 C43 118.4(4) . . ?
C44 C43 C51 120.2(3) . . ?
C44 C43 C42 119.8(4) . . ?
C51 C43 C42 120.0(4) . . ?
O43 C44 C43 124.7(4) . . ?
O43 C44 C45 116.8(3) . . ?
C43 C44 C45 118.6(3) . . ?
C50 C45 C46 118.0(4) . . ?
C50 C45 C44 119.1(4) . . ?
C46 C45 C44 122.9(4) . . ?
C47 C46 C45 121.2(4) . . ?
C47 C46 H46A 119.4 . . ?
C45 C46 H46A 119.4 . . ?
C46 C47 C48 119.5(5) . . ?
C46 C47 H47A 120.2 . . ?
C48 C47 H47A 120.2 . . ?
C49 C48 C47 120.5(5) . . ?
C49 C48 H48A 119.8 . . ?
C47 C48 H48A 119.8 . . ?
C48 C49 C50 119.8(5) . . ?
C48 C49 H49A 120.1 . . ?
C50 C49 H49A 120.1 . . ?
O41 C50 C45 121.6(4) . . ?
O41 C50 C49 117.3(4) . . ?
C45 C50 C49 121.1(5) . . ?
O44 C51 C43 122.6(3) . . ?
O44 C51 C52 114.7(4) . . ?
C43 C51 C52 122.7(4) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C62 N61 C74 117.4(3) . . ?
C62 N61 Tm1 124.5(3) . . ?
C74 N61 Tm1 117.0(3) . . ?
N61 C62 C63 123.6(4) . . ?
N61 C62 H62A 118.2 . . ?
C63 C62 H62A 118.2 . . ?
C64 C63 C62 119.1(4) . . ?
C64 C63 H63A 120.4 . . ?
C62 C63 H63A 120.4 . . ?
C63 C64 C65 120.0(4) . . ?
C63 C64 H64A 120.0 . . ?
C65 C64 H64A 120.0 . . ?
C64 C65 C74 117.1(4) . . ?
C64 C65 C66 123.5(4) . . ?
C74 C65 C66 119.4(4) . . ?
C67 C66 C65 120.9(4) . . ?
C67 C66 H66A 119.5 . . ?
C65 C66 H66A 119.5 . . ?
C66 C67 C68 121.6(4) . . ?
C66 C67 H67A 119.2 . . ?
C68 C67 H67A 119.2 . . ?
C69 C68 C73 117.3(4) . . ?
C69 C68 C67 123.7(4) . . ?
C73 C68 C67 119.0(4) . . ?
C70 C69 C68 119.6(4) . . ?
C70 C69 H69A 120.2 . . ?
C68 C69 H69A 120.2 . . ?
C69 C70 C71 118.9(4) . . ?
C69 C70 H70A 120.5 . . ?
C71 C70 H70A 120.5 . . ?
N72 C71 C70 123.8(4) . . ?
N72 C71 H71A 118.1 . . ?
C70 C71 H71A 118.1 . . ?
C71 N72 C73 117.6(3) . . ?
C71 N72 Tm1 124.7(3) . . ?
C73 N72 Tm1 116.9(2) . . ?
N72 C73 C68 122.6(4) . . ?
N72 C73 C74 118.0(3) . . ?
C68 C73 C74 119.3(3) . . ?
N61 C74 C65 122.7(4) . . ?
N61 C74 C73 117.7(3) . . ?
C65 C74 C73 119.5(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
Tm1 O43 2.249(3) . ?
Tm1 O23 2.280(2) . ?
Tm1 O3 2.289(2) . ?
Tm1 O4 2.297(3) . ?
Tm1 O24 2.297(3) . ?
Tm1 O44 2.309(2) . ?
Tm1 N61 2.502(3) . ?
Tm1 N72 2.505(3) . ?
O1 C10 1.364(7) . ?
O1 C2 1.399(7) . ?
O2 C2 1.199(6) . ?
O3 C4 1.266(5) . ?
O4 C11 1.240(5) . ?
C2 C3 1.454(7) . ?
C3 C4 1.416(6) . ?
C3 C11 1.452(7) . ?
C4 C5 1.462(6) . ?
C5 C6 1.382(7) . ?
C5 C10 1.390(6) . ?
C6 C7 1.388(7) . ?
C6 H6A 0.9300 . ?
C7 C8 1.388(9) . ?
C7 H7A 0.9300 . ?
C8 C9 1.358(9) . ?
C8 H8A 0.9300 . ?
C9 C10 1.393(8) . ?
C9 H9A 0.9300 . ?
C11 C12 1.510(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
O21 C30 1.366(5) . ?
O21 C22 1.381(5) . ?
O22 C22 1.205(5) . ?
O23 C24 1.267(4) . ?
O24 C31 1.242(4) . ?
C22 C23 1.449(6) . ?
C23 C24 1.431(5) . ?
C23 C31 1.437(6) . ?
C24 C25 1.466(5) . ?
C25 C26 1.381(6) . ?
C25 C30 1.385(5) . ?
C26 C27 1.376(6) . ?
C26 H26A 0.9300 . ?
C27 C28 1.389(7) . ?
C27 H27A 0.9300 . ?
C28 C29 1.360(7) . ?
C28 H28A 0.9300 . ?
C29 C30 1.387(6) . ?
C29 H29A 0.9300 . ?
C31 C32 1.503(6) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
O41 C50 1.369(5) . ?
O41 C42 1.385(5) . ?
O42 C42 1.214(5) . ?
O43 C44 1.270(4) . ?
O44 C51 1.255(4) . ?
C42 C43 1.453(5) . ?
C43 C44 1.419(5) . ?
C43 C51 1.439(6) . ?
C44 C45 1.462(6) . ?
C45 C50 1.385(6) . ?
C45 C46 1.401(6) . ?
C46 C47 1.373(6) . ?
C46 H46A 0.9300 . ?
C47 C48 1.393(7) . ?
C47 H47A 0.9300 . ?
C48 C49 1.364(7) . ?
C48 H48A 0.9300 . ?
C49 C50 1.393(7) . ?
C49 H49A 0.9300 . ?
C51 C52 1.513(5) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
N61 C62 1.321(5) . ?
N61 C74 1.361(5) . ?
C62 C63 1.395(6) . ?
C62 H62A 0.9300 . ?
C63 C64 1.353(6) . ?
C63 H63A 0.9300 . ?
C64 C65 1.402(6) . ?
C64 H64A 0.9300 . ?
C65 C74 1.411(5) . ?
C65 C66 1.424(6) . ?
C66 C67 1.352(7) . ?
C66 H66A 0.9300 . ?
C67 C68 1.425(6) . ?
C67 H67A 0.9300 . ?
C68 C69 1.401(6) . ?
C68 C73 1.413(5) . ?
C69 C70 1.365(6) . ?
C69 H69A 0.9300 . ?
C70 C71 1.388(6) . ?
C70 H70A 0.9300 . ?
C71 N72 1.323(5) . ?
C71 H71A 0.9300 . ?
N72 C73 1.355(5) . ?
C73 C74 1.442(5) . ?
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
C52 H52C O43 0.96 2.63 3.395(5) 137.1 2_667 yes
C71 H71A O2 0.93 2.55 3.242(6) 131.3 2_567 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
C10 O1 C2 O2 174.8(5) . . . . ?
C10 O1 C2 C3 -3.0(7) . . . . ?
O2 C2 C3 C4 -168.8(6) . . . . ?
O1 C2 C3 C4 8.6(7) . . . . ?
O2 C2 C3 C11 11.2(8) . . . . ?
O1 C2 C3 C11 -171.4(4) . . . . ?
Tm1 O3 C4 C3 -31.6(6) . . . . ?
Tm1 O3 C4 C5 149.6(3) . . . . ?
C11 C3 C4 O3 -7.5(6) . . . . ?
C2 C3 C4 O3 172.5(4) . . . . ?
C11 C3 C4 C5 171.4(4) . . . . ?
C2 C3 C4 C5 -8.7(6) . . . . ?
O3 C4 C5 C6 0.9(6) . . . . ?
C3 C4 C5 C6 -178.0(4) . . . . ?
O3 C4 C5 C10 -178.0(4) . . . . ?
C3 C4 C5 C10 3.1(6) . . . . ?
C10 C5 C6 C7 -1.7(7) . . . . ?
C4 C5 C6 C7 179.4(5) . . . . ?
C5 C6 C7 C8 0.2(9) . . . . ?
C6 C7 C8 C9 1.1(11) . . . . ?
C7 C8 C9 C10 -0.8(10) . . . . ?
C2 O1 C10 C5 -2.5(7) . . . . ?
C2 O1 C10 C9 178.9(5) . . . . ?
C6 C5 C10 O1 -176.5(4) . . . . ?
C4 C5 C10 O1 2.4(6) . . . . ?
C6 C5 C10 C9 2.0(7) . . . . ?
C4 C5 C10 C9 -179.1(4) . . . . ?
C8 C9 C10 O1 177.8(5) . . . . ?
C8 C9 C10 C5 -0.8(9) . . . . ?
Tm1 O4 C11 C3 17.4(6) . . . . ?
Tm1 O4 C11 C12 -165.0(4) . . . . ?
C4 C3 C11 O4 15.0(6) . . . . ?
C2 C3 C11 O4 -165.0(4) . . . . ?
C4 C3 C11 C12 -162.4(5) . . . . ?
C2 C3 C11 C12 17.6(7) . . . . ?
C30 O21 C22 O22 179.7(4) . . . . ?
C30 O21 C22 C23 -0.5(6) . . . . ?
O22 C22 C23 C24 -176.7(5) . . . . ?
O21 C22 C23 C24 3.6(6) . . . . ?
O22 C22 C23 C31 6.7(8) . . . . ?
O21 C22 C23 C31 -173.0(4) . . . . ?
Tm1 O23 C24 C23 5.3(6) . . . . ?
Tm1 O23 C24 C25 -175.1(3) . . . . ?
C31 C23 C24 O23 -7.7(6) . . . . ?
C22 C23 C24 O23 175.8(4) . . . . ?
C31 C23 C24 C25 172.7(4) . . . . ?
C22 C23 C24 C25 -3.9(6) . . . . ?
O23 C24 C25 C26 3.9(6) . . . . ?
C23 C24 C25 C26 -176.5(4) . . . . ?
O23 C24 C25 C30 -178.4(3) . . . . ?
C23 C24 C25 C30 1.2(5) . . . . ?
C30 C25 C26 C27 0.9(6) . . . . ?
C24 C25 C26 C27 178.6(4) . . . . ?
C25 C26 C27 C28 -0.7(7) . . . . ?
C26 C27 C28 C29 -0.1(8) . . . . ?
C27 C28 C29 C30 0.7(8) . . . . ?
C22 O21 C30 C25 -2.2(6) . . . . ?
C22 O21 C30 C29 177.7(4) . . . . ?
C26 C25 C30 O21 179.5(4) . . . . ?
C24 C25 C30 O21 1.8(6) . . . . ?
C26 C25 C30 C29 -0.4(6) . . . . ?
C24 C25 C30 C29 -178.1(4) . . . . ?
C28 C29 C30 O21 179.6(4) . . . . ?
C28 C29 C30 C25 -0.5(7) . . . . ?
Tm1 O24 C31 C23 6.6(7) . . . . ?
Tm1 O24 C31 C32 -175.6(3) . . . . ?
C24 C23 C31 O24 2.5(6) . . . . ?
C22 C23 C31 O24 179.2(4) . . . . ?
C24 C23 C31 C32 -175.1(4) . . . . ?
C22 C23 C31 C32 1.5(6) . . . . ?
C50 O41 C42 O42 -179.5(4) . . . . ?
C50 O41 C42 C43 1.1(6) . . . . ?
O42 C42 C43 C44 179.6(4) . . . . ?
O41 C42 C43 C44 -1.1(5) . . . . ?
O42 C42 C43 C51 -1.1(6) . . . . ?
O41 C42 C43 C51 178.2(3) . . . . ?
Tm1 O43 C44 C43 38.6(5) . . . . ?
Tm1 O43 C44 C45 -143.6(3) . . . . ?
C51 C43 C44 O43 -0.5(6) . . . . ?
C42 C43 C44 O43 178.9(4) . . . . ?
C51 C43 C44 C45 -178.3(3) . . . . ?
C42 C43 C44 C45 1.0(5) . . . . ?
O43 C44 C45 C50 -179.0(3) . . . . ?
C43 C44 C45 C50 -1.0(5) . . . . ?
O43 C44 C45 C46 3.1(6) . . . . ?
C43 C44 C45 C46 -178.9(4) . . . . ?
C50 C45 C46 C47 1.0(7) . . . . ?
C44 C45 C46 C47 178.9(4) . . . . ?
C45 C46 C47 C48 0.3(8) . . . . ?
C46 C47 C48 C49 -1.3(9) . . . . ?
C47 C48 C49 C50 0.9(9) . . . . ?
C42 O41 C50 C45 -1.1(6) . . . . ?
C42 O41 C50 C49 179.3(4) . . . . ?
C46 C45 C50 O41 179.0(4) . . . . ?
C44 C45 C50 O41 1.0(6) . . . . ?
C46 C45 C50 C49 -1.4(6) . . . . ?
C44 C45 C50 C49 -179.4(4) . . . . ?
C48 C49 C50 O41 -179.9(5) . . . . ?
C48 C49 C50 C45 0.5(8) . . . . ?
Tm1 O44 C51 C43 -24.8(5) . . . . ?
Tm1 O44 C51 C52 153.9(3) . . . . ?
C44 C43 C51 O44 -6.2(5) . . . . ?
C42 C43 C51 O44 174.5(3) . . . . ?
C44 C43 C51 C52 175.2(3) . . . . ?
C42 C43 C51 C52 -4.2(5) . . . . ?
C74 N61 C62 C63 0.6(6) . . . . ?
Tm1 N61 C62 C63 -167.0(3) . . . . ?
N61 C62 C63 C64 2.1(7) . . . . ?
C62 C63 C64 C65 -2.1(7) . . . . ?
C63 C64 C65 C74 -0.4(6) . . . . ?
C63 C64 C65 C66 -177.6(4) . . . . ?
C64 C65 C66 C67 175.1(5) . . . . ?
C74 C65 C66 C67 -2.1(7) . . . . ?
C65 C66 C67 C68 -1.9(8) . . . . ?
C66 C67 C68 C69 -173.2(5) . . . . ?
C66 C67 C68 C73 5.3(7) . . . . ?
C73 C68 C69 C70 -0.7(6) . . . . ?
C67 C68 C69 C70 177.8(5) . . . . ?
C68 C69 C70 C71 2.5(7) . . . . ?
C69 C70 C71 N72 -0.8(7) . . . . ?
C70 C71 N72 C73 -2.6(6) . . . . ?
C70 C71 N72 Tm1 166.9(3) . . . . ?
C71 N72 C73 C68 4.4(5) . . . . ?
Tm1 N72 C73 C68 -165.9(3) . . . . ?
C71 N72 C73 C74 -172.4(3) . . . . ?
Tm1 N72 C73 C74 17.3(4) . . . . ?
C69 C68 C73 N72 -2.8(6) . . . . ?
C67 C68 C73 N72 178.6(4) . . . . ?
C69 C68 C73 C74 173.9(4) . . . . ?
C67 C68 C73 C74 -4.6(6) . . . . ?
C62 N61 C74 C65 -3.3(6) . . . . ?
Tm1 N61 C74 C65 165.2(3) . . . . ?
C62 N61 C74 C73 174.7(4) . . . . ?
Tm1 N61 C74 C73 -16.8(4) . . . . ?
C64 C65 C74 N61 3.2(6) . . . . ?
C66 C65 C74 N61 -179.4(4) . . . . ?
C64 C65 C74 C73 -174.7(4) . . . . ?
C66 C65 C74 C73 2.6(6) . . . . ?
N72 C73 C74 N61 -0.4(5) . . . . ?
C68 C73 C74 N61 -177.3(3) . . . . ?
N72 C73 C74 C65 177.7(3) . . . . ?
C68 C73 C74 C65 0.8(5) . . . . ?
