#------------------------------------------------------------------------------
#$Date: 2022-04-27 00:53:14 +0300 (Wed, 27 Apr 2022) $
#$Revision: 274697 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/00/7130018.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_7130018
loop_
_publ_author_name
'Ke, Chaoqi'
'Cao, Qiuhui'
'Luo, Yao'
'Liu, Xiaohua'
'Feng, Xiaoming'
_publ_section_title
;
 Catalytic asymmetric amination of azlactones with azobenzenes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01656G
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety
'C39 H56 N4 Nd O4, 3(C F3 O3 S), C4 H10 O, 3(C H4 O)'
_chemical_formula_sum            'C49 H78 F9 N4 Nd O17 S3'
_chemical_formula_weight         1406.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-03-13 deposited with the CCDC.	2022-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.8630(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.9119(5)
_cell_length_b                   20.9804(9)
_cell_length_c                   13.0380(5)
_cell_measurement_reflns_used    9451
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      2.27
_cell_volume                     3134.3(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            183057
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.545
_diffrn_reflns_theta_min         2.272
_exptl_absorpt_coefficient_mu    1.021
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9313
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_description       block
_exptl_crystal_F_000             1450
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: MeOH, Ether'
_exptl_crystal_size_max          0.418
_exptl_crystal_size_mid          0.226
_exptl_crystal_size_min          0.156
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details
; 
 Flack x determined using 6693 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.002(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     787
_refine_ls_number_reflns         14436
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0216
_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)+(0.0178P)²+1.5935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0485
_refine_ls_wR_factor_ref         0.0500
_reflns_Friedel_coverage         0.946
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                14154
_reflns_number_total             14436
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc01656g2.cif
_cod_data_source_block           loy023
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7130018
_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_min   0.675
_shelx_estimated_absorpt_t_max   0.857
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
Nd Nd 0.44798(2) 0.46022(2) 0.48852(2) 0.01492(4) Uani 1 1 d . . . . .
O1 O 0.51934(19) 0.53846(10) 0.40342(17) 0.0174(4) Uani 1 1 d . . . . .
O2 O 0.30612(19) 0.48402(10) 0.31848(17) 0.0202(4) Uani 1 1 d . . . . .
O3 O 0.32874(19) 0.53561(10) 0.53492(17) 0.0182(4) Uani 1 1 d . . . . .
O4 O 0.5565(2) 0.51520(11) 0.64813(17) 0.0207(5) Uani 1 1 d . . . . .
N1 N 0.4688(2) 0.58774(13) 0.3365(2) 0.0164(5) Uani 1 1 d . . . . .
N2 N 0.2160(2) 0.51198(13) 0.1500(2) 0.0194(5) Uani 1 1 d D . . . .
H2N H 0.211(4) 0.5380(18) 0.094(3) 0.030(12) Uiso 1 1 d D . . . .
N3 N 0.3299(2) 0.58511(12) 0.6052(2) 0.0163(5) Uani 1 1 d . . . . .
N4 N 0.6172(2) 0.57615(13) 0.7941(2) 0.0212(5) Uani 1 1 d D . . . .
H4N H 0.598(3) 0.6035(15) 0.836(3) 0.022(9) Uiso 1 1 d D . . . .
C1 C 0.3909(3) 0.62799(15) 0.3839(2) 0.0196(6) Uani 1 1 d . . . . .
H1A H 0.318042 0.604154 0.379631 0.023 Uiso 1 1 calc R U . . .
H1B H 0.369649 0.667193 0.340707 0.023 Uiso 1 1 calc R U . . .
C2 C 0.4464(3) 0.64690(15) 0.5001(2) 0.0209(6) Uani 1 1 d . . . . .
H2A H 0.507813 0.615740 0.533760 0.025 Uiso 1 1 calc R U . . .
H2B H 0.483378 0.689350 0.502653 0.025 Uiso 1 1 calc R U . . .
C3 C 0.3543(3) 0.64885(18) 0.5614(3) 0.0222(7) Uani 1 1 d . . . . .
H3A H 0.380148 0.679160 0.621443 0.027 Uiso 1 1 calc R U . . .
H3B H 0.280705 0.665444 0.513596 0.027 Uiso 1 1 calc R U . . .
C11 C 0.5650(3) 0.62493(16) 0.3045(3) 0.0214(6) Uani 1 1 d . . . . .
H11 H 0.535033 0.667218 0.273440 0.026 Uiso 1 1 calc R U . . .
C12 C 0.6776(3) 0.63323(16) 0.3948(3) 0.0249(7) Uani 1 1 d . . . . .
H12A H 0.690043 0.678530 0.416172 0.030 Uiso 1 1 calc R U . . .
H12B H 0.675048 0.607592 0.457920 0.030 Uiso 1 1 calc R U . . .
C13 C 0.7739(3) 0.6093(2) 0.3470(4) 0.0436(10) Uani 1 1 d . . . . .
H13A H 0.800397 0.643723 0.307089 0.052 Uiso 1 1 calc R U . . .
H13B H 0.841696 0.593394 0.403424 0.052 Uiso 1 1 calc R U . . .
C14 C 0.7167(3) 0.5560(2) 0.2731(4) 0.0432(11) Uani 1 1 d . . . . .
H14A H 0.712249 0.516601 0.313624 0.052 Uiso 1 1 calc R U . . .
H14B H 0.760075 0.546842 0.219971 0.052 Uiso 1 1 calc R U . . .
C15 C 0.5942(4) 0.5819(2) 0.2189(3) 0.0262(9) Uani 1 1 d . . . . .
H15 H 0.597254 0.608456 0.156030 0.031 Uiso 1 1 calc R U . . .
C16 C 0.4948(3) 0.53344(17) 0.1849(3) 0.0238(7) Uani 1 1 d . . . . .
H16A H 0.467521 0.529729 0.106285 0.029 Uiso 1 1 calc R U . . .
H16B H 0.519440 0.490904 0.215777 0.029 Uiso 1 1 calc R U . . .
C17 C 0.4001(3) 0.56158(15) 0.2299(2) 0.0174(6) Uani 1 1 d . . . . .
H17 H 0.363447 0.598210 0.183708 0.021 Uiso 1 1 calc R U . . .
C18 C 0.3035(3) 0.51597(14) 0.2383(2) 0.0165(6) Uani 1 1 d . . . . .
C21 C 0.1219(2) 0.4674(2) 0.1442(2) 0.0202(7) Uani 1 1 d . . . . .
C22 C 0.1331(3) 0.40561(17) 0.1092(3) 0.0253(7) Uani 1 1 d . . . . .
C23 C 0.0434(3) 0.36302(18) 0.1069(3) 0.0338(8) Uani 1 1 d . . . . .
H23 H 0.048083 0.320850 0.081864 0.041 Uiso 1 1 calc R U . . .
C24 C -0.0525(3) 0.3807(2) 0.1402(3) 0.0356(9) Uani 1 1 d . . . . .
H24 H -0.113152 0.350869 0.138086 0.043 Uiso 1 1 calc R U . . .
C25 C -0.0597(3) 0.44197(17) 0.1767(3) 0.0297(8) Uani 1 1 d . . . . .
H25 H -0.125262 0.453689 0.200802 0.036 Uiso 1 1 calc R U . . .
C26 C 0.0264(3) 0.48670(17) 0.1789(3) 0.0240(7) Uani 1 1 d . . . . .
C27 C 0.2408(4) 0.3844(2) 0.0786(3) 0.0349(9) Uani 1 1 d . . . . .
H27A H 0.244296 0.337294 0.079942 0.042 Uiso 1 1 calc R U . . .
H27B H 0.310750 0.400509 0.132395 0.042 Uiso 1 1 calc R U . . .
C28 C 0.2440(4) 0.4077(3) -0.0315(4) 0.0563(13) Uani 1 1 d . . . . .
H28A H 0.317660 0.394667 -0.045061 0.084 Uiso 1 1 calc R U . . .
H28B H 0.237924 0.454327 -0.034330 0.084 Uiso 1 1 calc R U . . .
H28C H 0.178530 0.389177 -0.085913 0.084 Uiso 1 1 calc R U . . .
C29 C 0.0154(3) 0.55411(19) 0.2158(3) 0.0304(8) Uani 1 1 d . . . . .
H29A H 0.094126 0.570839 0.251390 0.036 Uiso 1 1 calc R U . . .
H29B H -0.030326 0.553766 0.268792 0.036 Uiso 1 1 calc R U . . .
C30 C -0.0438(4) 0.5983(2) 0.1239(4) 0.0476(11) Uani 1 1 d . . . . .
H30A H -0.056805 0.640063 0.152361 0.071 Uiso 1 1 calc R U . . .
H30B H -0.118854 0.579984 0.084464 0.071 Uiso 1 1 calc R U . . .
H30C H 0.006259 0.603236 0.076010 0.071 Uiso 1 1 calc R U . . .
C31 C 0.2118(3) 0.58804(16) 0.6317(2) 0.0205(6) Uani 1 1 d . . . . .
H31 H 0.203230 0.629783 0.665848 0.025 Uiso 1 1 calc R U . . .
C32 C 0.1074(3) 0.57649(18) 0.5354(3) 0.0271(7) Uani 1 1 d . . . . .
H32A H 0.133280 0.564070 0.472213 0.032 Uiso 1 1 calc R U . . .
H32B H 0.058157 0.615155 0.517932 0.032 Uiso 1 1 calc R U . . .
C33 C 0.0404(3) 0.5219(2) 0.5705(3) 0.0341(8) Uani 1 1 d . . . . .
H33A H -0.016767 0.538626 0.606343 0.041 Uiso 1 1 calc R U . . .
H33B H -0.001398 0.495761 0.508572 0.041 Uiso 1 1 calc R U . . .
C34 C 0.1350(3) 0.48247(18) 0.6482(3) 0.0305(8) Uani 1 1 d . . . . .
H34A H 0.101324 0.456320 0.695631 0.037 Uiso 1 1 calc R U . . .
H34B H 0.175906 0.454169 0.609413 0.037 Uiso 1 1 calc R U . . .
C35 C 0.2174(3) 0.53321(17) 0.7113(3) 0.0232(7) Uani 1 1 d . . . . .
H35 H 0.187220 0.548487 0.771436 0.028 Uiso 1 1 calc R U . . .
C36 C 0.3471(3) 0.51595(17) 0.7543(3) 0.0243(7) Uani 1 1 d . . . . .
H36A H 0.370469 0.514091 0.833202 0.029 Uiso 1 1 calc R U . . .
H36B H 0.363897 0.474304 0.726004 0.029 Uiso 1 1 calc R U . . .
C37 C 0.4110(3) 0.56997(15) 0.7145(2) 0.0181(6) Uani 1 1 d . . . . .
H37 H 0.414509 0.607887 0.761734 0.022 Uiso 1 1 calc R U . . .
C38 C 0.5350(3) 0.55217(14) 0.7137(2) 0.0170(6) Uani 1 1 d . . . . .
C41 C 0.7378(3) 0.55669(17) 0.8162(2) 0.0227(7) Uani 1 1 d . . . . .
C42 C 0.7704(3) 0.49773(18) 0.8639(3) 0.0257(7) Uani 1 1 d . . . . .
C43 C 0.8879(3) 0.48116(19) 0.8864(3) 0.0328(9) Uani 1 1 d . . . . .
H43 H 0.913431 0.441226 0.918779 0.039 Uiso 1 1 calc R U . . .
C44 C 0.9677(3) 0.5221(2) 0.8621(3) 0.0369(9) Uani 1 1 d . . . . .
H44 H 1.047722 0.510329 0.878927 0.044 Uiso 1 1 calc R U . . .
C45 C 0.9326(3) 0.5795(2) 0.8139(3) 0.0361(9) Uani 1 1 d . . . . .
H45 H 0.988698 0.606914 0.797290 0.043 Uiso 1 1 calc R U . . .
C46 C 0.8158(3) 0.59864(18) 0.7888(3) 0.0302(8) Uani 1 1 d . . . . .
C47 C 0.6834(3) 0.4522(2) 0.8901(3) 0.0311(8) Uani 1 1 d . . . . .
H47A H 0.720110 0.409730 0.905803 0.037 Uiso 1 1 calc R U . . .
H47B H 0.615417 0.447915 0.826783 0.037 Uiso 1 1 calc R U . . .
C48 C 0.6400(3) 0.4736(2) 0.9856(3) 0.0401(12) Uani 1 1 d . . . . .
H48A H 0.579351 0.444296 0.994487 0.060 Uiso 1 1 calc R U . . .
H48B H 0.607738 0.516797 0.972727 0.060 Uiso 1 1 calc R U . . .
H48C H 0.705358 0.473467 1.050435 0.060 Uiso 1 1 calc R U . . .
C49 C 0.7730(4) 0.6604(2) 0.7313(4) 0.0513(12) Uani 1 1 d D . . . .
H49A H 0.774704 0.656217 0.656115 0.062 Uiso 0.273(9) 1 calc R U P A 1
H49B H 0.690633 0.666945 0.731287 0.062 Uiso 0.273(9) 1 calc R U P A 1
H49C H 0.701527 0.650873 0.673595 0.062 Uiso 0.727(9) 1 calc R U P A 2
H49D H 0.749879 0.689145 0.782282 0.062 Uiso 0.727(9) 1 calc R U P A 2
C50X C 0.841(2) 0.7178(10) 0.7774(18) 0.072(2) Uani 0.273(9) 1 d D . P A 1
H50A H 0.811395 0.754748 0.732082 0.108 Uiso 0.273(9) 1 calc R U P A 1
H50B H 0.923253 0.711075 0.781540 0.108 Uiso 0.273(9) 1 calc R U P A 1
H50C H 0.832308 0.725389 0.849091 0.108 Uiso 0.273(9) 1 calc R U P A 1
C50Y C 0.8534(8) 0.6958(4) 0.6840(7) 0.072(2) Uani 0.727(9) 1 d D . P A 2
H50D H 0.810178 0.729143 0.636634 0.108 Uiso 0.727(9) 1 calc R U P A 2
H50E H 0.888378 0.666473 0.643011 0.108 Uiso 0.727(9) 1 calc R U P A 2
H50F H 0.915047 0.715431 0.740831 0.108 Uiso 0.727(9) 1 calc R U P A 2
S1S S 0.52642(9) 0.31795(4) 0.34417(7) 0.02769(19) Uani 1 1 d . . . . .
S2S S 0.47433(10) 0.31289(4) 0.65712(7) 0.0330(2) Uani 1 1 d . . . . .
S3S S 0.28046(9) 0.65093(4) 0.96029(7) 0.02888(19) Uani 1 1 d . . . . .
F1S F 0.6748(3) 0.38583(15) 0.2749(3) 0.0581(8) Uani 1 1 d . . . . .
F2S F 0.6568(3) 0.28891(14) 0.2203(3) 0.0637(8) Uani 1 1 d . . . . .
F3S F 0.5230(3) 0.35702(14) 0.1520(2) 0.0534(7) Uani 1 1 d . . . . .
F4S F 0.4709(3) 0.34393(14) 0.8506(2) 0.0611(8) Uani 1 1 d . . . . .
F5S F 0.3773(3) 0.25812(12) 0.7911(2) 0.0645(9) Uani 1 1 d . . . . .
F6S F 0.3046(3) 0.34955(14) 0.7353(3) 0.0595(8) Uani 1 1 d . . . . .
F7S F 0.2559(4) 0.76949(13) 1.0089(3) 0.0795(11) Uani 1 1 d . . . . .
F8S F 0.0956(3) 0.71650(18) 0.9620(3) 0.0839(12) Uani 1 1 d . . . . .
F9S F 0.2138(3) 0.70025(16) 1.1164(2) 0.0677(9) Uani 1 1 d . . . . .
O1S O 0.4655(2) 0.37667(12) 0.3550(2) 0.0300(6) Uani 1 1 d . . . . .
O2S O 0.6220(3) 0.30410(13) 0.4366(2) 0.0399(7) Uani 1 1 d . . . . .
O3S O 0.4536(3) 0.26539(13) 0.2997(2) 0.0419(7) Uani 1 1 d . . . . .
O4S O 0.4922(2) 0.38013(12) 0.6381(2) 0.0300(5) Uani 1 1 d . . . . .
O5S O 0.5772(3) 0.27666(14) 0.7001(3) 0.0500(8) Uani 1 1 d . . . . .
O6S O 0.3878(3) 0.28332(14) 0.5711(3) 0.0448(9) Uani 1 1 d . . . . .
O7S O 0.2645(3) 0.66723(15) 0.8511(2) 0.0535(9) Uani 1 1 d . . . . .
O8S O 0.3989(3) 0.65560(16) 1.0276(2) 0.0430(7) Uani 1 1 d . . . . .
O9S O 0.2216(3) 0.59402(13) 0.9783(2) 0.0371(6) Uani 1 1 d . . . . .
C1S C 0.5994(5) 0.3384(2) 0.2422(4) 0.0399(12) Uani 1 1 d . . . . .
C2S C 0.4030(4) 0.31643(19) 0.7646(3) 0.0423(10) Uani 1 1 d . . . . .
C3S C 0.2087(5) 0.7135(2) 1.0148(4) 0.0493(12) Uani 1 1 d . . . . .
O10S O 0.6573(2) 0.42761(12) 0.5207(2) 0.0271(5) Uani 1 1 d D . . . .
H10O H 0.658(2) 0.3907(13) 0.500(2) 0.032(11) Uiso 1 1 d D . . . .
O11S O 0.2759(2) 0.39063(13) 0.4755(2) 0.0308(6) Uani 1 1 d D . . . .
H11O H 0.300(4) 0.3558(15) 0.497(4) 0.043(14) Uiso 1 1 d D . . . .
O12S O 0.5892(3) 0.65805(16) 0.9498(3) 0.0494(8) Uani 1 1 d D . . . .
H12O H 0.517(3) 0.6550(18) 0.949(4) 0.10(3) Uiso 1 1 d D . . . .
O13S O 0.9186(5) 0.2336(2) 0.5832(5) 0.1091(18) Uani 1 1 d . . . . .
C4S C 0.9206(8) 0.2694(4) 0.4158(8) 0.116(3) Uani 1 1 d . . . . .
H4SA H 0.916105 0.309031 0.375200 0.175 Uiso 1 1 calc R U . . .
H4SB H 0.848510 0.244953 0.388399 0.175 Uiso 1 1 calc R U . . .
H4SC H 0.987185 0.244086 0.408497 0.175 Uiso 1 1 calc R U . . .
C5S C 0.9350(11) 0.2837(5) 0.5235(9) 0.150(5) Uani 1 1 d . . . . .
H5S1 H 1.014885 0.300502 0.553938 0.180 Uiso 1 1 calc R U . . .
H5S2 H 0.879433 0.317849 0.528424 0.180 Uiso 1 1 calc R U . . .
C6S C 0.8806(14) 0.2537(7) 0.6776(9) 0.194(7) Uani 1 1 d . . . . .
H6SA H 0.859519 0.215569 0.712940 0.233 Uiso 1 1 calc R U . . .
H6SB H 0.810153 0.280773 0.653901 0.233 Uiso 1 1 calc R U . . .
C7S C 0.9749(14) 0.2906(6) 0.7573(9) 0.227(9) Uani 1 1 d . . . . .
H7SA H 1.049766 0.268436 0.768323 0.340 Uiso 1 1 calc R U . . .
H7SB H 0.954916 0.293524 0.825183 0.340 Uiso 1 1 calc R U . . .
H7SC H 0.981096 0.333510 0.729757 0.340 Uiso 1 1 calc R U . . .
C10X C 0.7616(8) 0.4382(6) 0.6101(8) 0.0393(17) Uani 0.507(10) 1 d D . P B 1
H10A H 0.831639 0.428747 0.587253 0.059 Uiso 0.507(10) 1 calc DR U P B 1
H10B H 0.758910 0.410253 0.669565 0.059 Uiso 0.507(10) 1 calc DR U P B 1
H10C H 0.763778 0.482800 0.633105 0.059 Uiso 0.507(10) 1 calc DR U P B 1
C10Y C 0.7599(7) 0.4626(7) 0.5649(9) 0.0393(17) Uani 0.493(10) 1 d D . P B 2
H10D H 0.811160 0.459981 0.517622 0.059 Uiso 0.493(10) 1 calc DR U P B 2
H10E H 0.800229 0.444959 0.634848 0.059 Uiso 0.493(10) 1 calc DR U P B 2
H10F H 0.739925 0.507303 0.572963 0.059 Uiso 0.493(10) 1 calc DR U P B 2
C11S C 0.1597(4) 0.3917(3) 0.4066(4) 0.0548(13) Uani 1 1 d . . . . .
H11B H 0.106130 0.373219 0.443712 0.082 Uiso 1 1 calc R U . . .
H11C H 0.156483 0.366890 0.342251 0.082 Uiso 1 1 calc R U . . .
H11D H 0.136775 0.435876 0.386753 0.082 Uiso 1 1 calc R U . . .
C12S C 0.6526(7) 0.7141(3) 0.9712(5) 0.077(2) Uani 1 1 d . . . . .
H12C H 0.607950 0.746004 0.998524 0.115 Uiso 1 1 calc DR U . . .
H12D H 0.667833 0.730013 0.905616 0.115 Uiso 1 1 calc DR U . . .
H12E H 0.726874 0.706065 1.024709 0.115 Uiso 1 1 calc DR 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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
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 Nd O3 88.40(8) . . ?
O1 Nd O4 83.82(8) . . ?
O3 Nd O4 70.82(8) . . ?
O1 Nd O2 70.59(8) . . ?
O3 Nd O2 77.05(8) . . ?
O4 Nd O2 139.18(7) . . ?
O1 Nd O11S 143.40(9) . . ?
O3 Nd O11S 82.29(9) . . ?
O4 Nd O11S 125.14(8) . . ?
O2 Nd O11S 72.84(8) . . ?
O1 Nd O10S 77.95(8) . . ?
O3 Nd O10S 142.75(8) . . ?
O4 Nd O10S 73.34(8) . . ?
O2 Nd O10S 128.08(8) . . ?
O11S Nd O10S 127.96(9) . . ?
O1 Nd O4S 146.42(9) . . ?
O3 Nd O4S 105.50(8) . . ?
O4 Nd O4S 72.71(8) . . ?
O2 Nd O4S 141.74(8) . . ?
O11S Nd O4S 69.81(9) . . ?
O10S Nd O4S 72.57(9) . . ?
O1 Nd O1S 93.01(8) . . ?
O3 Nd O1S 146.00(8) . . ?
O4 Nd O1S 143.12(8) . . ?
O2 Nd O1S 71.50(8) . . ?
O11S Nd O1S 76.49(9) . . ?
O10S Nd O1S 70.07(8) . . ?
O4S Nd O1S 91.80(9) . . ?
N1 O1 Nd 133.86(18) . . ?
C18 O2 Nd 136.9(2) . . ?
N3 O3 Nd 142.27(17) . . ?
C38 O4 Nd 137.1(2) . . ?
O1 N1 C1 111.8(2) . . ?
O1 N1 C17 110.0(2) . . ?
C1 N1 C17 110.0(2) . . ?
O1 N1 C11 108.9(2) . . ?
C1 N1 C11 114.6(2) . . ?
C17 N1 C11 101.1(2) . . ?
C18 N2 C21 120.0(3) . . ?
O3 N3 C3 112.5(2) . . ?
O3 N3 C37 110.7(2) . . ?
C3 N3 C37 113.6(2) . . ?
O3 N3 C31 109.5(2) . . ?
C3 N3 C31 109.3(2) . . ?
C37 N3 C31 100.5(2) . . ?
C38 N4 C41 122.1(3) . . ?
N1 C1 C2 113.8(3) . . ?
C3 C2 C1 110.4(3) . . ?
N3 C3 C2 114.5(3) . . ?
C12 C11 N1 114.2(3) . . ?
C12 C11 C15 107.4(3) . . ?
N1 C11 C15 103.3(3) . . ?
C13 C12 C11 104.2(3) . . ?
C14 C13 C12 104.1(3) . . ?
C13 C14 C15 103.8(4) . . ?
C16 C15 C14 117.4(4) . . ?
C16 C15 C11 106.7(3) . . ?
C14 C15 C11 104.3(3) . . ?
C17 C16 C15 103.1(3) . . ?
N1 C17 C18 113.1(2) . . ?
N1 C17 C16 102.9(2) . . ?
C18 C17 C16 115.9(3) . . ?
O2 C18 N2 122.1(3) . . ?
O2 C18 C17 123.9(3) . . ?
N2 C18 C17 114.0(3) . . ?
C22 C21 C26 122.4(3) . . ?
C22 C21 N2 118.5(3) . . ?
C26 C21 N2 119.0(3) . . ?
C23 C22 C21 117.7(3) . . ?
C23 C22 C27 120.6(3) . . ?
C21 C22 C27 121.6(3) . . ?
C24 C23 C22 121.3(4) . . ?
C23 C24 C25 119.5(3) . . ?
C24 C25 C26 121.5(3) . . ?
C25 C26 C21 117.5(3) . . ?
C25 C26 C29 120.8(3) . . ?
C21 C26 C29 121.6(3) . . ?
C22 C27 C28 113.3(3) . . ?
C26 C29 C30 112.4(3) . . ?
C32 C31 C35 108.2(3) . . ?
C32 C31 N3 113.4(2) . . ?
C35 C31 N3 104.4(2) . . ?
C31 C32 C33 104.2(3) . . ?
C34 C33 C32 104.6(3) . . ?
C35 C34 C33 103.2(3) . . ?
C34 C35 C36 117.8(3) . . ?
C34 C35 C31 104.8(3) . . ?
C36 C35 C31 106.0(3) . . ?
C37 C36 C35 104.2(3) . . ?
N3 C37 C38 114.4(2) . . ?
N3 C37 C36 103.0(2) . . ?
C38 C37 C36 113.1(3) . . ?
O4 C38 N4 122.7(3) . . ?
O4 C38 C37 123.0(3) . . ?
N4 C38 C37 114.2(3) . . ?
C42 C41 C46 123.4(3) . . ?
C42 C41 N4 118.8(3) . . ?
C46 C41 N4 117.8(3) . . ?
C41 C42 C43 117.2(3) . . ?
C41 C42 C47 122.4(3) . . ?
C43 C42 C47 120.3(3) . . ?
C44 C43 C42 120.8(4) . . ?
C45 C44 C43 120.6(3) . . ?
C44 C45 C46 121.3(4) . . ?
C41 C46 C45 116.7(4) . . ?
C41 C46 C49 120.5(3) . . ?
C45 C46 C49 122.7(4) . . ?
C42 C47 C48 113.6(3) . . ?
C50Y C49 C46 117.9(5) . . ?
C50X C49 C46 114.9(10) . . ?
O3S S1S O2S 115.97(18) . . ?
O3S S1S O1S 115.47(18) . . ?
O2S S1S O1S 112.94(16) . . ?
O3S S1S C1S 104.1(2) . . ?
O2S S1S C1S 103.4(2) . . ?
O1S S1S C1S 102.8(2) . . ?
O5S S2S O6S 115.7(2) . . ?
O5S S2S O4S 115.74(19) . . ?
O6S S2S O4S 113.02(17) . . ?
O5S S2S C2S 104.6(2) . . ?
O6S S2S C2S 103.3(2) . . ?
O4S S2S C2S 102.20(17) . . ?
O7S S3S O9S 115.13(18) . . ?
O7S S3S O8S 115.5(2) . . ?
O9S S3S O8S 113.34(18) . . ?
O7S S3S C3S 105.6(2) . . ?
O9S S3S C3S 103.5(2) . . ?
O8S S3S C3S 101.5(2) . . ?
S1S O1S Nd 142.51(16) . . ?
S2S O4S Nd 140.18(16) . . ?
F2S C1S F1S 108.4(4) . . ?
F2S C1S F3S 108.1(4) . . ?
F1S C1S F3S 107.6(4) . . ?
F2S C1S S1S 110.6(4) . . ?
F1S C1S S1S 110.8(3) . . ?
F3S C1S S1S 111.3(3) . . ?
F4S C2S F6S 107.7(3) . . ?
F4S C2S F5S 108.2(4) . . ?
F6S C2S F5S 108.0(4) . . ?
F4S C2S S2S 111.3(3) . . ?
F6S C2S S2S 111.1(3) . . ?
F5S C2S S2S 110.5(3) . . ?
F7S C3S F8S 108.4(4) . . ?
F7S C3S F9S 109.9(4) . . ?
F8S C3S F9S 106.7(5) . . ?
F7S C3S S3S 111.6(4) . . ?
F8S C3S S3S 110.4(3) . . ?
F9S C3S S3S 109.8(3) . . ?
C10Y O10S Nd 129.7(5) . . ?
C10X O10S Nd 132.6(4) . . ?
C11S O11S Nd 132.3(2) . . ?
C5S O13S C6S 112.3(8) . . ?
O13S C5S C4S 114.3(8) . . ?
O13S C6S C7S 112.1(11) . . ?
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
Nd O1 2.272(2) . ?
Nd O3 2.314(2) . ?
Nd O4 2.421(2) . ?
Nd O2 2.444(2) . ?
Nd O11S 2.484(3) . ?
Nd O10S 2.508(2) . ?
Nd O4S 2.518(2) . ?
Nd O1S 2.519(2) . ?
O1 N1 1.381(3) . ?
O2 C18 1.236(4) . ?
O3 N3 1.382(3) . ?
O4 C38 1.232(4) . ?
N1 C1 1.507(4) . ?
N1 C17 1.510(4) . ?
N1 C11 1.535(4) . ?
N2 C18 1.328(4) . ?
N2 C21 1.445(4) . ?
N3 C3 1.513(4) . ?
N3 C37 1.520(4) . ?
N3 C31 1.540(4) . ?
N4 C38 1.322(4) . ?
N4 C41 1.445(4) . ?
C1 C2 1.529(4) . ?
C2 C3 1.524(5) . ?
C11 C12 1.534(5) . ?
C11 C15 1.548(5) . ?
C12 C13 1.532(5) . ?
C13 C14 1.512(6) . ?
C14 C15 1.536(6) . ?
C15 C16 1.531(5) . ?
C16 C17 1.526(4) . ?
C17 C18 1.523(4) . ?
C21 C22 1.393(5) . ?
C21 C26 1.395(4) . ?
C22 C23 1.387(5) . ?
C22 C27 1.511(5) . ?
C23 C24 1.378(6) . ?
C24 C25 1.383(6) . ?
C25 C26 1.385(5) . ?
C26 C29 1.511(5) . ?
C27 C28 1.528(7) . ?
C29 C30 1.526(6) . ?
C31 C32 1.527(4) . ?
C31 C35 1.538(5) . ?
C32 C33 1.536(5) . ?
C33 C34 1.535(5) . ?
C34 C35 1.527(5) . ?
C35 C36 1.537(5) . ?
C36 C37 1.532(4) . ?
C37 C38 1.526(4) . ?
C41 C42 1.391(5) . ?
C41 C46 1.396(5) . ?
C42 C43 1.394(5) . ?
C42 C47 1.515(5) . ?
C43 C44 1.380(6) . ?
C44 C45 1.371(6) . ?
C45 C46 1.397(5) . ?
C46 C49 1.515(6) . ?
C47 C48 1.539(5) . ?
C49 C50Y 1.474(8) . ?
C49 C50X 1.481(18) . ?
S1S O3S 1.425(3) . ?
S1S O2S 1.443(3) . ?
S1S O1S 1.456(3) . ?
S1S C1S 1.828(5) . ?
S2S O5S 1.421(3) . ?
S2S O6S 1.440(4) . ?
S2S O4S 1.458(3) . ?
S2S C2S 1.829(4) . ?
S3S O7S 1.425(3) . ?
S3S O9S 1.436(3) . ?
S3S O8S 1.446(3) . ?
S3S C3S 1.814(5) . ?
F1S C1S 1.330(6) . ?
F2S C1S 1.316(5) . ?
F3S C1S 1.334(6) . ?
F4S C2S 1.322(6) . ?
F5S C2S 1.329(5) . ?
F6S C2S 1.325(5) . ?
F7S C3S 1.314(6) . ?
F8S C3S 1.337(6) . ?
F9S C3S 1.338(6) . ?
O10S C10Y 1.408(10) . ?
O10S C10X 1.470(9) . ?
O11S C11S 1.430(5) . ?
O12S C12S 1.385(6) . ?
O13S C5S 1.354(9) . ?
O13S C6S 1.485(12) . ?
C4S C5S 1.399(13) . ?
C6S C7S 1.516(15) . ?
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
Nd O1 N1 C1 52.5(3) . . . . ?
Nd O1 N1 C17 -70.0(3) . . . . ?
Nd O1 N1 C11 -179.92(19) . . . . ?
Nd O3 N3 C3 90.8(3) . . . . ?
Nd O3 N3 C37 -37.4(4) . . . . ?
Nd O3 N3 C31 -147.3(2) . . . . ?
O1 N1 C1 C2 47.2(3) . . . . ?
C17 N1 C1 C2 169.7(2) . . . . ?
C11 N1 C1 C2 -77.2(3) . . . . ?
N1 C1 C2 C3 -144.9(3) . . . . ?
O3 N3 C3 C2 -39.6(4) . . . . ?
C37 N3 C3 C2 87.1(3) . . . . ?
C31 N3 C3 C2 -161.6(3) . . . . ?
C1 C2 C3 N3 84.9(3) . . . . ?
O1 N1 C11 C12 -38.9(3) . . . . ?
C1 N1 C11 C12 87.1(3) . . . . ?
C17 N1 C11 C12 -154.7(3) . . . . ?
O1 N1 C11 C15 77.4(3) . . . . ?
C1 N1 C11 C15 -156.6(3) . . . . ?
C17 N1 C11 C15 -38.4(3) . . . . ?
N1 C11 C12 C13 127.7(3) . . . . ?
C15 C11 C12 C13 13.8(4) . . . . ?
C11 C12 C13 C14 -33.9(4) . . . . ?
C12 C13 C14 C15 41.2(5) . . . . ?
C13 C14 C15 C16 -149.7(4) . . . . ?
C13 C14 C15 C11 -31.9(4) . . . . ?
C12 C11 C15 C16 135.9(3) . . . . ?
N1 C11 C15 C16 14.8(4) . . . . ?
C12 C11 C15 C14 11.0(4) . . . . ?
N1 C11 C15 C14 -110.1(3) . . . . ?
C14 C15 C16 C17 130.8(3) . . . . ?
C11 C15 C16 C17 14.3(4) . . . . ?
O1 N1 C17 C18 59.1(3) . . . . ?
C1 N1 C17 C18 -64.4(3) . . . . ?
C11 N1 C17 C18 174.1(2) . . . . ?
O1 N1 C17 C16 -66.6(3) . . . . ?
C1 N1 C17 C16 169.8(3) . . . . ?
C11 N1 C17 C16 48.3(3) . . . . ?
C15 C16 C17 N1 -38.8(3) . . . . ?
C15 C16 C17 C18 -162.8(3) . . . . ?
Nd O2 C18 N2 169.9(2) . . . . ?
Nd O2 C18 C17 -8.4(5) . . . . ?
C21 N2 C18 O2 -2.5(5) . . . . ?
C21 N2 C18 C17 176.0(3) . . . . ?
N1 C17 C18 O2 -26.7(4) . . . . ?
C16 C17 C18 O2 91.7(4) . . . . ?
N1 C17 C18 N2 154.9(3) . . . . ?
C16 C17 C18 N2 -86.7(3) . . . . ?
C18 N2 C21 C22 -88.6(4) . . . . ?
C18 N2 C21 C26 88.1(4) . . . . ?
C26 C21 C22 C23 1.7(5) . . . . ?
N2 C21 C22 C23 178.3(3) . . . . ?
C26 C21 C22 C27 -176.0(3) . . . . ?
N2 C21 C22 C27 0.6(5) . . . . ?
C21 C22 C23 C24 -1.4(5) . . . . ?
C27 C22 C23 C24 176.4(4) . . . . ?
C22 C23 C24 C25 0.0(6) . . . . ?
C23 C24 C25 C26 1.2(6) . . . . ?
C24 C25 C26 C21 -0.8(5) . . . . ?
C24 C25 C26 C29 178.1(3) . . . . ?
C22 C21 C26 C25 -0.6(5) . . . . ?
N2 C21 C26 C25 -177.2(3) . . . . ?
C22 C21 C26 C29 -179.6(3) . . . . ?
N2 C21 C26 C29 3.9(5) . . . . ?
C23 C22 C27 C28 104.7(5) . . . . ?
C21 C22 C27 C28 -77.6(5) . . . . ?
C25 C26 C29 C30 -91.4(4) . . . . ?
C21 C26 C29 C30 87.5(4) . . . . ?
O3 N3 C31 C32 -40.6(3) . . . . ?
C3 N3 C31 C32 83.1(3) . . . . ?
C37 N3 C31 C32 -157.2(3) . . . . ?
O3 N3 C31 C35 76.9(3) . . . . ?
C3 N3 C31 C35 -159.4(3) . . . . ?
C37 N3 C31 C35 -39.7(3) . . . . ?
C35 C31 C32 C33 10.5(3) . . . . ?
N3 C31 C32 C33 125.8(3) . . . . ?
C31 C32 C33 C34 -30.8(4) . . . . ?
C32 C33 C34 C35 39.6(4) . . . . ?
C33 C34 C35 C36 -149.9(3) . . . . ?
C33 C34 C35 C31 -32.4(3) . . . . ?
C32 C31 C35 C34 13.7(3) . . . . ?
N3 C31 C35 C34 -107.4(3) . . . . ?
C32 C31 C35 C36 139.0(3) . . . . ?
N3 C31 C35 C36 17.9(3) . . . . ?
C34 C35 C36 C37 127.7(3) . . . . ?
C31 C35 C36 C37 10.8(3) . . . . ?
O3 N3 C37 C38 54.1(3) . . . . ?
C3 N3 C37 C38 -73.5(3) . . . . ?
C31 N3 C37 C38 169.9(3) . . . . ?
O3 N3 C37 C36 -69.0(3) . . . . ?
C3 N3 C37 C36 163.4(3) . . . . ?
C31 N3 C37 C36 46.7(3) . . . . ?
C35 C36 C37 N3 -36.0(3) . . . . ?
C35 C36 C37 C38 -160.0(3) . . . . ?
Nd O4 C38 N4 -178.1(2) . . . . ?
Nd O4 C38 C37 7.0(5) . . . . ?
C41 N4 C38 O4 -5.2(5) . . . . ?
C41 N4 C38 C37 170.2(3) . . . . ?
N3 C37 C38 O4 -44.6(4) . . . . ?
C36 C37 C38 O4 72.9(4) . . . . ?
N3 C37 C38 N4 140.1(3) . . . . ?
C36 C37 C38 N4 -102.4(3) . . . . ?
C38 N4 C41 C42 -75.7(4) . . . . ?
C38 N4 C41 C46 104.7(4) . . . . ?
C46 C41 C42 C43 1.1(5) . . . . ?
N4 C41 C42 C43 -178.5(3) . . . . ?
C46 C41 C42 C47 -178.3(3) . . . . ?
N4 C41 C42 C47 2.1(5) . . . . ?
C41 C42 C43 C44 0.1(5) . . . . ?
C47 C42 C43 C44 179.6(3) . . . . ?
C42 C43 C44 C45 -0.9(6) . . . . ?
C43 C44 C45 C46 0.5(6) . . . . ?
C42 C41 C46 C45 -1.5(5) . . . . ?
N4 C41 C46 C45 178.1(3) . . . . ?
C42 C41 C46 C49 176.5(4) . . . . ?
N4 C41 C46 C49 -3.9(5) . . . . ?
C44 C45 C46 C41 0.6(6) . . . . ?
C44 C45 C46 C49 -177.3(4) . . . . ?
C41 C42 C47 C48 -72.9(4) . . . . ?
C43 C42 C47 C48 107.7(4) . . . . ?
C41 C46 C49 C50Y -166.9(6) . . . . ?
C45 C46 C49 C50Y 10.9(8) . . . . ?
C41 C46 C49 C50X 131.9(11) . . . . ?
C45 C46 C49 C50X -50.3(12) . . . . ?
O3S S1S O1S Nd 125.9(3) . . . . ?
O2S S1S O1S Nd -10.8(3) . . . . ?
C1S S1S O1S Nd -121.5(3) . . . . ?
O5S S2S O4S Nd 121.8(3) . . . . ?
O6S S2S O4S Nd -14.9(3) . . . . ?
C2S S2S O4S Nd -125.3(3) . . . . ?
O3S S1S C1S F2S -57.4(4) . . . . ?
O2S S1S C1S F2S 64.2(4) . . . . ?
O1S S1S C1S F2S -178.2(4) . . . . ?
O3S S1S C1S F1S -177.6(3) . . . . ?
O2S S1S C1S F1S -56.0(4) . . . . ?
O1S S1S C1S F1S 61.7(4) . . . . ?
O3S S1S C1S F3S 62.7(4) . . . . ?
O2S S1S C1S F3S -175.7(3) . . . . ?
O1S S1S C1S F3S -58.0(4) . . . . ?
O5S S2S C2S F4S 59.8(3) . . . . ?
O6S S2S C2S F4S -178.8(3) . . . . ?
O4S S2S C2S F4S -61.2(3) . . . . ?
O5S S2S C2S F6S 179.7(3) . . . . ?
O6S S2S C2S F6S -58.8(3) . . . . ?
O4S S2S C2S F6S 58.7(3) . . . . ?
O5S S2S C2S F5S -60.4(4) . . . . ?
O6S S2S C2S F5S 61.1(4) . . . . ?
O4S S2S C2S F5S 178.6(3) . . . . ?
O7S S3S C3S F7S -61.3(4) . . . . ?
O9S S3S C3S F7S 177.3(3) . . . . ?
O8S S3S C3S F7S 59.6(4) . . . . ?
O7S S3S C3S F8S 59.3(4) . . . . ?
O9S S3S C3S F8S -62.1(4) . . . . ?
O8S S3S C3S F8S -179.8(4) . . . . ?
O7S S3S C3S F9S 176.6(4) . . . . ?
O9S S3S C3S F9S 55.2(4) . . . . ?
O8S S3S C3S F9S -62.5(4) . . . . ?
C6S O13S C5S C4S -153.6(11) . . . . ?
C5S O13S C6S C7S -66.5(15) . . . . ?
