# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mcg2023
_database_code_depnum_ccdc_archive 'CCDC 2074336'
loop_
_audit_author_name
_audit_author_address
'Eric Reinheimer'
;Rigaku Oxford Diffraction
United States of America
;
_audit_update_record             
;
2021-03-30 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-03-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H12 B2 O4'
_chemical_formula_sum            'C18 H12 B2 O4'
_chemical_formula_weight         313.90
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   22.542(2)
_cell_length_b                   4.7936(5)
_cell_length_c                   6.9265(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     748.46(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5578
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      25.49
_cell_measurement_theta_min      2.941
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1533 before and 0.0709 after correction.
The Ratio of minimum to maximum transmission is 0.7896.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       lath-like
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            12894
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.340
_diffrn_reflns_theta_min         2.941
_diffrn_ambient_temperature      297.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Mo microfocused source'
_reflns_Friedel_coverage         0.635
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1313
_reflns_number_total             1522
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
__computing_cell_refinement      'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEXII (Bruker AXS, Inc.)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.099
_refine_diff_density_min         -0.124
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details 
;
 Flack x determined using 465 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1522
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0366P)²+0.0805P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0828
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C4(H4), C6(H6), C3(H3), C8(H8), C5(H5), C9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O1 O 0.42013(6) 0.4306(3) 0.2356(2) 0.0522(4) Uani 1 1 d . . . . .
O2 O 0.37811(7) 0.5469(3) 0.5251(2) 0.0556(4) Uani 1 1 d . . . . .
C10 C 0.5000 0.0000 0.4434(4) 0.0467(7) Uani 1 2 d S T P . .
H10 H 0.5000 0.0000 0.3091 0.056 Uiso 1 2 calc RS T P . .
C2 C 0.35196(9) 0.7028(4) 0.3810(3) 0.0492(5) Uani 1 1 d . . . . .
C7 C 0.46131(9) 0.1787(4) 0.5395(3) 0.0473(5) Uani 1 1 d . . . . .
C1 C 0.37714(9) 0.6333(4) 0.2062(3) 0.0485(5) Uani 1 1 d . . . . .
C4 C 0.29045(10) 1.0264(5) 0.2255(4) 0.0671(6) Uani 1 1 d . . . . .
H4 H 0.2606 1.1604 0.2290 0.080 Uiso 1 1 calc R . . . .
C6 C 0.35998(11) 0.7562(5) 0.0368(3) 0.0597(6) Uani 1 1 d . . . . .
H6 H 0.3769 0.7081 -0.0809 0.072 Uiso 1 1 calc R . . . .
C3 C 0.30839(10) 0.9014(6) 0.3957(4) 0.0640(6) Uani 1 1 d . . . . .
H3 H 0.2918 0.9494 0.5140 0.077 Uiso 1 1 calc R . . . .
C8 C 0.46200(11) 0.1723(5) 0.7406(3) 0.0612(6) Uani 1 1 d . . . . .
H8 H 0.4363 0.2868 0.8094 0.073 Uiso 1 1 calc R . . . .
C5 C 0.31570(11) 0.9571(5) 0.0511(4) 0.0649(6) Uani 1 1 d . . . . .
H5 H 0.3028 1.0471 -0.0602 0.078 Uiso 1 1 calc R . . . .
C9 C 0.5000 0.0000 0.8385(4) 0.0714(10) Uani 1 2 d S T P . .
H9 H 0.5000 0.0000 0.9728 0.086 Uiso 1 2 calc RS T P . .
B1 B 0.41999(10) 0.3825(5) 0.4321(3) 0.0484(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C1 1.387(2) . ?
O1 B1 1.381(3) . ?
O2 C2 1.379(3) . ?
O2 B1 1.388(3) . ?
C10 H10 0.9300 . ?
C10 C7 1.392(2) 2_655 ?
C10 C7 1.392(2) . ?
C2 C1 1.378(3) . ?
C2 C3 1.371(3) . ?
C7 C8 1.393(3) . ?
C7 B1 1.541(3) . ?
C1 C6 1.368(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.383(3) . ?
C4 C5 1.376(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.391(3) . ?
C3 H3 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.370(3) . ?
C5 H5 0.9300 . ?
C9 C8 1.370(3) 2_655 ?
C9 H9 0.9300 . ?

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
B1 O1 C1 105.06(16) . . ?
C2 O2 B1 105.21(16) . . ?
C7 C10 H10 118.6 . . ?
C7 C10 H10 118.6 2_655 . ?
C7 C10 C7 122.9(3) 2_655 . ?
C1 C2 O2 109.19(17) . . ?
C3 C2 O2 128.9(2) . . ?
C3 C2 C1 121.9(2) . . ?
C10 C7 C8 117.2(2) . . ?
C10 C7 B1 122.55(18) . . ?
C8 C7 B1 120.21(19) . . ?
C2 C1 O1 109.17(17) . . ?
C6 C1 O1 128.65(19) . . ?
C6 C1 C2 122.18(19) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C5 C4 C3 121.5(2) . . ?
C1 C6 H6 122.0 . . ?
C1 C6 C5 116.1(2) . . ?
C5 C6 H6 122.0 . . ?
C2 C3 C4 116.5(2) . . ?
C2 C3 H3 121.7 . . ?
C4 C3 H3 121.7 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.0(2) . . ?
C9 C8 H8 119.5 . . ?
C4 C5 C6 121.8(2) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C8 C9 C8 120.6(3) . 2_655 ?
C8 C9 H9 119.7 2_655 . ?
C8 C9 H9 119.7 . . ?
O1 B1 O2 111.37(19) . . ?
O1 B1 C7 125.46(19) . . ?
O2 B1 C7 123.16(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C6 C5 -179.4(2) . . . . ?
O2 C2 C1 O1 0.0(2) . . . . ?
O2 C2 C1 C6 -179.8(2) . . . . ?
O2 C2 C3 C4 179.9(2) . . . . ?
C10 C7 C8 C9 1.0(3) . . . . ?
C10 C7 B1 O1 -6.3(3) . . . . ?
C10 C7 B1 O2 175.06(17) . . . . ?
C2 O2 B1 O1 -0.5(2) . . . . ?
C2 O2 B1 C7 178.35(19) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
C7 C10 C7 C8 -0.51(15) 2_655 . . . ?
C7 C10 C7 B1 178.0(2) 2_655 . . . ?
C7 C8 C9 C8 -0.54(16) . . . 2_655 ?
C1 O1 B1 O2 0.5(2) . . . . ?
C1 O1 B1 C7 -178.34(19) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C1 C6 C5 C4 -0.4(4) . . . . ?
C3 C2 C1 O1 179.25(19) . . . . ?
C3 C2 C1 C6 -0.5(3) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C8 C7 B1 O1 172.2(2) . . . . ?
C8 C7 B1 O2 -6.4(3) . . . . ?
C5 C4 C3 C2 -0.8(4) . . . . ?
B1 O1 C1 C2 -0.3(2) . . . . ?
B1 O1 C1 C6 179.5(2) . . . . ?
B1 O2 C2 C1 0.3(2) . . . . ?
B1 O2 C2 C3 -178.9(2) . . . . ?
B1 C7 C8 C9 -177.54(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_h
_database_code_depnum_ccdc_archive 'CCDC 2075330'
loop_
_audit_author_name
_audit_author_address
'Jun Cheng'
;Soochow University
China
;
_audit_update_record             
;
2021-04-05 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-04-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C47 H53 Cl2 Eu0.99 N2 O4, 2(C4 H8 O)'
_chemical_formula_sum            'C55 H69 Cl2 Eu0.97 N2 O6'
_chemical_formula_weight         1072.80
_chemical_absolute_configuration unk
_chemical_melting_point          ?
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'
Eu Eu -0.1578 3.6682 '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'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+3/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+1/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-x+1/2, y+1/2, -z+3/4'
'-y, -x, -z+1/2'

_cell_length_a                   12.9908(4)
_cell_length_b                   12.9908(4)
_cell_length_c                   30.0245(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5067.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.48
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.772
_shelx_estimated_absorpt_T_min   0.686
_exptl_absorpt_coefficient_mu    1.361
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6279
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1715 before and 0.0996 after correction.
The Ratio of minimum to maximum transmission is 0.8421.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2225
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            5853
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.646
_diffrn_reflns_theta_min         2.217
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.720
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                4954
_reflns_number_total             5853
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         5.210
_refine_diff_density_min         -3.561
_refine_diff_density_rms         0.206
_refine_ls_abs_structure_details 
;
 Flack x determined using 1626 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.079(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         5853
_refine_ls_number_restraints     550
_refine_ls_R_factor_all          0.1423
_refine_ls_R_factor_gt           0.1259
_refine_ls_restrained_S_all      1.241
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0662P)²+109.4203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2777
_refine_ls_wR_factor_ref         0.2870
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.980(5)
 0.020(5)
2. 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
3. Restrained distances
 H4-H15
 2 with sigma of 0.02
 O4-H4
 0.5 with sigma of 0.02
 H4-O4
 1 with sigma of 0.02
 C1BA-C0BA
 2 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C2 \\sim C6 \\sim C1 \\sim C10 \\sim C4 \\sim C5 \\sim C9 \\sim C8 \\sim C3
\\sim C0AA \\sim C1AA \\sim C3AA \\sim C4AA \\sim C2AA \\sim C11 \\sim C15
\\sim C7AA \\sim C8AA \\sim C36 \\sim C14 \\sim C5AA \\sim C20 \\sim C6AA:
within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
C9AA \\sim C4BA: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C0BA \\sim C1BA \\sim C2BA \\sim C3BA \\sim O4BA: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
Uanis(C15) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Eu1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Fixed Sof: H0AA(0.5) H0AB(0.5) H0AC(0.5)
6.a Riding coordinates:
 C0AA(H0AA,H0AB,H0AC)
6.b Ternary CH refined with riding coordinates:
 C1AA(H1AA)
6.c Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C5(H5A,H5B), C9(H9A,H9B), C8(H8A,H8B), C0BA(H0BA,H0BB),
 C3BA(H3BA,H3BB), C2BA(H2BA,H2BB), C1BA(H1BA,H1BB), C4BA(H4BA,H4BB), C9AA(H9AA,
 H9AB)
6.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4AA(H4AA), C3AA(H3AA), C6AA(H6AA), C20(H20), C11(H11), C15(H15),
 C7AA(H7AA), C8AA(H8AA), C36(H36), C14(H14)
6.e Fitted pentagon refined as free rotating group:
 C0BA(O4BA,C3BA,C2BA,C1BA)
6.f Fitted hexagon refined as free rotating group:
 C2AA(C4AA,C3AA,C6AA,C20,C11), C15(C7AA,C8AA,C36,C14,C5AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
Eu1 Eu 0.34170(7) 0.34170(7) 0.000000 0.0481(4) Uani 0.989(12) 2 d S TU P A 1
Cl1 Cl 0.2550(5) 0.4484(6) -0.06861(17) 0.076(2) Uani 1 1 d . . . . .
O3 O 0.2201(9) 0.2201(9) 0.000000 0.054(5) Uani 1 2 d S T P . .
O4 O 0.2466(14) 0.4163(12) 0.0511(5) 0.053(4) Uani 1 1 d D . . . .
C2 C 0.1475(14) 0.1475(14) 0.000000 0.051(3) Uani 1 2 d S TU P A .
N1 N 0.1567(17) 0.2559(13) 0.0884(4) 0.054(5) Uani 1 1 d . . . . .
O1 O 0.4746(10) 0.4746(10) 0.000000 0.095(10) Uani 1 2 d S T P . .
C6 C 0.1804(19) 0.1741(18) 0.1196(6) 0.060(3) Uani 1 1 d . U . . .
H6A H 0.223723 0.122984 0.105352 0.072 Uiso 1 1 calc R . . . .
H6B H 0.117323 0.140663 0.129099 0.072 Uiso 1 1 calc R . . . .
C1 C 0.0670(16) 0.1530(18) 0.0307(6) 0.048(3) Uani 1 1 d . U . . .
C10 C 0.179(2) 0.449(2) 0.0821(8) 0.069(3) Uani 1 1 d . U . . .
C4 C 0.0026(16) 0.0026(16) 0.000000 0.053(4) Uani 1 2 d S TU P . .
C5 C 0.060(2) 0.2416(19) 0.0621(7) 0.059(3) Uani 1 1 d . U . . .
H5A H 0.003313 0.230388 0.082463 0.071 Uiso 1 1 calc R . . . .
H5B H 0.046182 0.303871 0.045414 0.071 Uiso 1 1 calc R . . . .
C9 C 0.235(2) 0.2185(19) 0.1590(7) 0.065(4) Uani 1 1 d . U . . .
H9A H 0.300419 0.184720 0.163729 0.078 Uiso 1 1 calc R . . . .
H9B H 0.193322 0.211587 0.185718 0.078 Uiso 1 1 calc R . . . .
C8 C 0.250(2) 0.334(2) 0.1465(7) 0.066(3) Uani 1 1 d . U . . .
H8A H 0.247781 0.377558 0.172839 0.079 Uiso 1 1 calc R . . . .
H8B H 0.315318 0.344794 0.131461 0.079 Uiso 1 1 calc R . . . .
C3 C -0.0062(18) 0.0763(17) 0.0311(6) 0.051(3) Uani 1 1 d . U . . .
H3 H -0.059279 0.075664 0.051859 0.061 Uiso 1 1 calc R . . . .
C0AA C -0.0869(17) -0.0869(17) 0.000000 0.074(7) Uani 1 2 d S TU P . .
H0AA H -0.057739 -0.148470 -0.009810 0.111 Uiso 0.5 1 d R . . B -1
H0AB H -0.141509 -0.064700 -0.019780 0.111 Uiso 0.5 1 d R . . B -1
H0AC H -0.113779 -0.092470 0.029590 0.111 Uiso 0.5 1 d R . . B -1
C1AA C 0.159(2) 0.3578(19) 0.1151(7) 0.069(3) Uani 1 1 d . U . . .
H1AA H 0.094791 0.367960 0.131847 0.082 Uiso 1 1 calc R . . . .
C2AA C 0.0833(12) 0.4927(14) 0.0625(5) 0.071(3) Uani 1 1 d . U . . .
C4AA C 0.0948(11) 0.5373(14) 0.0207(5) 0.072(3) Uani 1 1 d G U . . .
H4AA H 0.158419 0.535789 0.006507 0.086 Uiso 1 1 calc R . . . .
C3AA C 0.0112(13) 0.5841(13) 0.0001(4) 0.071(3) Uani 1 1 d G U . . .
H3AA H 0.018881 0.613858 -0.027911 0.085 Uiso 1 1 calc R . . . .
C6AA C -0.0840(11) 0.5863(13) 0.0212(5) 0.075(4) Uani 1 1 d G U . . .
H6AA H -0.139886 0.617581 0.007432 0.090 Uiso 1 1 calc R . . . .
C20 C -0.0955(11) 0.5417(14) 0.0630(5) 0.075(4) Uani 1 1 d G U . . .
H20 H -0.159118 0.543235 0.077193 0.090 Uiso 1 1 calc R . . . .
C11 C -0.0119(14) 0.4950(13) 0.0836(4) 0.072(3) Uani 1 1 d G U . . .
H11 H -0.019581 0.465166 0.111612 0.086 Uiso 1 1 calc R . . . .
C15 C 0.3420(14) 0.5534(13) 0.1056(6) 0.078(3) Uani 1 1 d . U . . .
H15 H 0.379502 0.508450 0.087775 0.094 Uiso 1 1 calc DR . . . .
C7AA C 0.3913(11) 0.6342(15) 0.1271(6) 0.088(4) Uani 1 1 d G U . . .
H7AA H 0.461907 0.643304 0.123761 0.105 Uiso 1 1 calc R . . . .
C8AA C 0.3352(15) 0.7014(12) 0.1538(6) 0.085(4) Uani 1 1 d G U . . .
H8AA H 0.368246 0.755478 0.168177 0.102 Uiso 1 1 calc R . . . .
C36 C 0.2297(15) 0.6878(12) 0.1588(6) 0.085(4) Uani 1 1 d G U . . .
H36 H 0.192179 0.732800 0.176607 0.102 Uiso 1 1 calc R . . . .
C14 C 0.1804(11) 0.6070(14) 0.1372(6) 0.077(3) Uani 1 1 d G U . . .
H14 H 0.109773 0.597947 0.140622 0.093 Uiso 1 1 calc R . . . .
C5AA C 0.2365(14) 0.5398(12) 0.1106(5) 0.076(3) Uani 1 1 d G U . . .
C0BA C 0.3403(19) -0.067(2) 0.0567(10) 0.139(9) Uani 1 1 d D U . . .
H0BA H 0.404237 -0.080352 0.072310 0.167 Uiso 1 1 calc R . . . .
H0BB H 0.347209 -0.002662 0.040551 0.167 Uiso 1 1 calc R . . . .
O4BA O 0.258(2) -0.0605(19) 0.0874(7) 0.151(8) Uani 1 1 d G U . . .
C3BA C 0.1849(18) -0.138(2) 0.0764(10) 0.145(9) Uani 1 1 d G U . . .
H3BA H 0.175829 -0.184787 0.101265 0.174 Uiso 1 1 calc R . . . .
H3BB H 0.118801 -0.107097 0.069505 0.174 Uiso 1 1 calc R . . . .
C2BA C 0.223(2) -0.1925(19) 0.0387(10) 0.138(9) Uani 1 1 d G U . . .
H2BA H 0.174391 -0.187014 0.014220 0.166 Uiso 1 1 calc R . . . .
H2BB H 0.231419 -0.264705 0.045979 0.166 Uiso 1 1 calc R . . . .
C1BA C 0.319(2) -0.149(2) 0.0266(8) 0.136(9) Uani 1 1 d DG U . . .
H1BA H 0.315554 -0.122470 -0.003675 0.163 Uiso 1 1 calc R . . . .
H1BB H 0.372583 -0.200160 0.028084 0.163 Uiso 1 1 calc R . . . .
H4 H 0.301(8) 0.43(2) 0.043(5) 0.13(16) Uiso 1 1 d D . . . .
C4BA C 0.580(3) 0.459(3) 0.008(2) 0.182(19) Uani 1 1 d . U . . .
H4BA H 0.589739 0.413193 0.033499 0.218 Uiso 1 1 calc R . . . .
H4BB H 0.613743 0.429674 -0.017535 0.218 Uiso 1 1 calc R . . . .
C9AA C 0.618(3) 0.557(3) 0.018(2) 0.194(19) Uani 1 1 d . U . . .
H9AA H 0.691999 0.561234 0.012749 0.232 Uiso 1 1 calc R . . . .
H9AB H 0.602168 0.578718 0.047730 0.232 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
EU1a Cl1 2.727(6) 6 ?
EU1a Cl1 2.727(6) . ?
EU1a O3 2.234(16) . ?
EU1a O4 2.196(18) . ?
EU1a O4 2.196(19) 6 ?
EU1a O1 2.442(19) . ?
O3 C2 1.33(3) . ?
O4 C10 1.35(3) . ?
C2 C1 1.40(2) . ?
C2 C1 1.40(2) 6 ?
N1 C6 1.45(3) . ?
N1 C5 1.49(3) . ?
N1 C1AA 1.55(3) . ?
O1 C4BA 1.41(4) . ?
O1 C4BA 1.41(4) 6 ?
C6 C9 1.49(3) . ?
C1 C5 1.49(3) . ?
C1 C3 1.38(3) . ?
C10 C1AA 1.57(3) . ?
C10 C2AA 1.49(3) . ?
C10 C5AA 1.64(3) . ?
C4 C3 1.34(2) 6 ?
C4 C3 1.34(2) . ?
C4 C0AA 1.64(4) . ?
C9 C8 1.56(3) . ?
C8 C1AA 1.55(3) . ?
C2AA C4AA 1.3900 . ?
C2AA C11 1.3900 . ?
C4AA C3AA 1.3900 . ?
C3AA C6AA 1.3900 . ?
C6AA C20 1.3900 . ?
C20 C11 1.3900 . ?
C15 C7AA 1.3900 . ?
C15 C5AA 1.3900 . ?
C7AA C8AA 1.3900 . ?
C8AA C36 1.3900 . ?
C36 C14 1.3900 . ?
C14 C5AA 1.3900 . ?
C0BA O4BA 1.4200 . ?
C0BA C1BA 1.4200 . ?
O4BA C3BA 1.4200 . ?
C3BA C2BA 1.4200 . ?
C2BA C1BA 1.4200 . ?
C4BA C9AA 1.40(5) . ?
C9AA C9AA 1.55(8) 6 ?

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
C2 O3 Eu1 180.0(15) . . ?
C10 O4 Eu1 171.0(15) . . ?
O3 C2 C1 119.6(13) . 6 ?
Cl1 EU1a Cl1 172.3(3) . 6 ?
O3 EU1a Cl1 93.87(16) . . ?
O3 EU1a Cl1 93.87(16) . 6 ?
O3 EU1a O1 180.0(4) . . ?
O3 C2 C1 119.6(13) . . ?
O4 EU1a Cl1 94.1(4) 6 6 ?
C1 C2 C1 121(3) . 6 ?
O4 EU1a Cl1 86.6(4) 6 . ?
O4 EU1a Cl1 86.6(4) . 6 ?
C6 N1 C5 115.3(16) . . ?
O4 EU1a Cl1 94.1(4) . . ?
O4 EU1a O3 85.1(4) 6 . ?
O4 EU1a O3 85.1(4) . . ?
O4 EU1a O4 170.2(8) 6 . ?
O4 EU1a O1 94.9(4) . . ?
O4 EU1a O1 94.9(4) 6 . ?
O1 EU1a Cl1 86.13(16) . 6 ?
O1 EU1a Cl1 86.13(16) . . ?
C6 N1 C1AA 106.7(14) . . ?
C5 N1 C1AA 113(2) . . ?
C4BA O1 Eu1 125.9(16) 6 . ?
C4BA O1 Eu1 125.9(15) . . ?
C4BA O1 C4BA 108(3) 6 . ?
N1 C6 C9 109.2(18) . . ?
C2 C1 C5 120(2) . . ?
C3 C1 C2 119(2) . . ?
C3 C1 C5 120.9(19) . . ?
O4 C10 C1AA 108(2) . . ?
O4 C10 C2AA 113.1(19) . . ?
O4 C10 C5AA 107(2) . . ?
C1AA C10 C5AA 106.8(17) . . ?
C2AA C10 C1AA 114(2) . . ?
C2AA C10 C5AA 108.0(19) . . ?
C3 C4 C3 127(3) 6 . ?
C3 C4 C0AA 116.4(15) . . ?
C3 C4 C0AA 116.4(15) 6 . ?
C1 C5 N1 112(2) . . ?
C6 C9 C8 104.0(18) . . ?
C1AA C8 C9 104(2) . . ?
C4 C3 C1 117(2) . . ?
N1 C1AA C10 108.6(17) . . ?
C8 C1AA N1 99(2) . . ?
C8 C1AA C10 114(2) . . ?
C4AA C2AA C10 115.2(14) . . ?
C4AA C2AA C11 120.0 . . ?
C11 C2AA C10 124.7(14) . . ?
C3AA C4AA C2AA 120.0 . . ?
C4AA C3AA C6AA 120.0 . . ?
C20 C6AA C3AA 120.0 . . ?
C6AA C20 C11 120.0 . . ?
C20 C11 C2AA 120.0 . . ?
C7AA C15 C5AA 120.0 . . ?
C15 C7AA C8AA 120.0 . . ?
C36 C8AA C7AA 120.0 . . ?
C14 C36 C8AA 120.0 . . ?
C5AA C14 C36 120.0 . . ?
C15 C5AA C10 118.9(16) . . ?
C14 C5AA C10 121.0(16) . . ?
C14 C5AA C15 120.0 . . ?
O4BA C0BA C1BA 108.0 . . ?
C0BA O4BA C3BA 108.0 . . ?
C2BA C3BA O4BA 108.0 . . ?
C3BA C2BA C1BA 108.0 . . ?
C2BA C1BA C0BA 108.0 . . ?
C9AA C4BA O1 105(4) . . ?
C4BA C9AA C9AA 99(4) . 6 ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.980(5)
2 0.020(5)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_b201113f_0m
_database_code_depnum_ccdc_archive 'CCDC 2075318'
loop_
_audit_author_name
_audit_author_address
'Jun Cheng'
;Soochow University
China
;
_audit_update_record             
;
2021-04-05 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-01-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C47 H53 Cl2 Lu N2 O4, 2(C4 H8 O)'
_chemical_formula_sum            'C55 H69 Cl2 Lu N2 O6'
_chemical_formula_weight         1099.99
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
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'
Lu Lu -0.4720 5.8584 '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'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   12.8865(5)
_cell_length_b                   12.8865(5)
_cell_length_c                   29.8955(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4964.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9834
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.686
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.814
_shelx_estimated_absorpt_T_min   0.673
_exptl_absorpt_coefficient_mu    2.149
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1417 before and 0.0724 after correction.
The Ratio of minimum to maximum transmission is 0.8806.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0933
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            97816
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.573
_diffrn_reflns_theta_min         2.235
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_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_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.717
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                4134
_reflns_number_total             5742
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.138
_refine_diff_density_min         -1.694
_refine_diff_density_rms         0.121
_refine_ls_abs_structure_details 
;
 Flack x determined using 1360 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.019(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5742
_refine_ls_number_restraints     240
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0700
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0546P)²+28.9195P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1538
_refine_ls_wR_factor_ref         0.1728
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C18A-C11 = C18-C11
 1.5 with sigma of 0.01
 O3-C28 = O3-C31
 1.44 with sigma of 0.01
 O4-C24 = O4-C27
 1.44 with sigma of 0.01
 C24-C25 = C26-C27
 1.53 with sigma of 0.01
 C28-C29 = C30-C31
 1.53 with sigma of 0.02
 C25-C26
 1.54 with sigma of 0.02
 C29-C30
 1.54 with sigma of 0.02
 O4-C25 = O4-C26 = C24-C26 = C25-C27
 2.38 with sigma of 0.04
 O3-C29 = O3-C30 = C28-C30 = C29-C31
 2.38 with sigma of 0.04
 O4-C24 \\sim O4-C27
 with sigma of 0.02
 C25-C27 \\sim C24-C26
 with sigma of 0.04
 C28-C29 \\sim C29-C30 \\sim C30-C31
 with sigma of 0.02
 C24-C25 \\sim C25-C26 \\sim C26-C27
 with sigma of 0.02
 C29-C31 \\sim C28-C30
 with sigma of 0.04
 O4-C25 \\sim O4-C26
 with sigma of 0.04
3. Rigid bond restraints
 C12, C17, C16, C15, C14, C13
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4. Uiso/Uaniso restraints and constraints
O3 \\sim C31 \\sim C30 \\sim C29 \\sim C28: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
O4 \\sim C24 \\sim C25 \\sim C26 \\sim C27: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
C12 \\sim C17 \\sim C16 \\sim C15 \\sim C14 \\sim C13: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(O4) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C26)
\\sim Ueq, Uanis(C27) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C18)
\\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C22A) \\sim Ueq,
Uanis(C21A) \\sim Ueq, Uanis(C19A) \\sim Ueq, Uanis(C23A) \\sim Ueq,
Uanis(C18A) \\sim Ueq, Uanis(C20A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Others
 Sof(C18A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=Sof(C21A)=Sof(H21A)=
 Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(H23A)=1-FVAR(1)
 Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C18)=Sof(C19)=
 Sof(H19)=Sof(C20)=Sof(H20)=FVAR(1)
 Fixed Sof: H1A(0.5) H1B(0.5) H1C(0.5) O4(0.5) C24(0.5) H24A(0.5) H24B(0.5)
 C25(0.5) H25A(0.5) H25B(0.5) C26(0.5) H26A(0.5) H26B(0.5) C27(0.5) H27A(0.5)
 H27B(0.5)
6.a Ternary CH refined with riding coordinates:
 N1(H1), C10(H10)
6.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C31(H31A,H31B), C30(H30A,
 H30B), C29(H29A,H29B), C28(H28A,H28B), C24(H24A,H24B), C25(H25A,H25B),
 C26(H26A,H26B), C27(H27A,H27B)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C21(H21), C22(H22),
 C23(H23), C19(H19), C20(H20), C19A(H19A), C20A(H20A), C21A(H21A), C22A(H22A),
 C23A(H23A)
6.d Fitted hexagon refined as free rotating group:
 C12(C13,C14,C15,C16,C17), C21(C22,C23,C18,C19,C20), C18A(C19A,C20A,C21A,C22A,
 C23A)
6.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Lu1 Lu 0.66556(4) 0.33444(4) 0.750000 0.0593(3) Uani 1 2 d S T P . .
Cl1 Cl 0.5631(4) 0.2500(3) 0.68325(11) 0.0747(12) Uani 1 1 d . . . . .
O1 O 0.7822(6) 0.2178(6) 0.750000 0.063(3) Uani 1 2 d S T P C .
O2 O 0.7529(8) 0.4116(7) 0.7013(3) 0.061(3) Uani 1 1 d . . . . .
N1 N 0.8488(10) 0.2580(8) 0.6615(3) 0.053(3) Uani 1 1 d . . . . .
H1 H 0.791139 0.259818 0.682909 0.063 Uiso 1 1 calc R U . . .
C1 C 1.0911(12) -0.0911(12) 0.750000 0.104(10) Uani 1 2 d S T P . .
H1A H 1.089781 -0.127560 0.778000 0.156 Uiso 0.5 1 calc R U P A -1
H1B H 1.157893 -0.059447 0.745972 0.156 Uiso 0.5 1 calc R U P A -1
H1C H 1.078337 -0.139004 0.726028 0.156 Uiso 0.5 1 calc R U P A -1
C2 C 1.0100(9) -0.0100(9) 0.750000 0.050(4) Uani 1 2 d S T P . .
C3 C 1.0124(9) 0.0715(10) 0.7192(4) 0.046(3) Uani 1 1 d . . . . .
H3 H 1.065532 0.073928 0.698152 0.055 Uiso 1 1 calc R U . . .
C4 C 0.9365(9) 0.1500(10) 0.7192(4) 0.042(3) Uani 1 1 d . . . . .
C5 C 0.8547(7) 0.1453(7) 0.750000 0.042(3) Uani 1 2 d S T P . .
C6 C 0.9457(10) 0.2398(9) 0.6880(4) 0.048(3) Uani 1 1 d . . . . .
H6A H 1.002906 0.227341 0.667625 0.058 Uiso 1 1 calc R U . . .
H6B H 0.961720 0.301733 0.705125 0.058 Uiso 1 1 calc R U . . .
C7 C 0.8268(13) 0.1711(11) 0.6295(3) 0.061(3) Uani 1 1 d . . . . .
H7A H 0.784688 0.118167 0.643730 0.074 Uiso 1 1 calc R U . . .
H7B H 0.890967 0.139692 0.619326 0.074 Uiso 1 1 calc R U . . .
C8 C 0.7688(15) 0.2196(12) 0.5905(5) 0.075(4) Uani 1 1 d . . . . .
H8A H 0.808641 0.213214 0.563134 0.090 Uiso 1 1 calc R U . . .
H8B H 0.702102 0.186069 0.586312 0.090 Uiso 1 1 calc R U . . .
C9 C 0.7546(14) 0.3326(12) 0.6030(4) 0.074(5) Uani 1 1 d . . . . .
H9A H 0.688091 0.343291 0.617474 0.089 Uiso 1 1 calc R U . . .
H9B H 0.758137 0.376329 0.576615 0.089 Uiso 1 1 calc R U . . .
C10 C 0.8444(15) 0.3575(10) 0.6353(4) 0.066(4) Uani 1 1 d . . . . .
H10 H 0.909435 0.370547 0.619279 0.079 Uiso 1 1 calc R U . . .
C11 C 0.8165(14) 0.4511(9) 0.6692(4) 0.069(5) Uani 1 1 d D . . . .
C12 C 0.9199(8) 0.4920(8) 0.6900(3) 0.076(4) Uani 1 1 d G U . . .
C13 C 0.9099(7) 0.5397(7) 0.7315(3) 0.073(3) Uani 1 1 d G U . . .
H13 H 0.846416 0.538793 0.746255 0.088 Uiso 1 1 calc R U . . .
C14 C 0.9948(9) 0.5887(7) 0.7509(3) 0.073(3) Uani 1 1 d G U . . .
H14 H 0.988124 0.620577 0.778632 0.087 Uiso 1 1 calc R U . . .
C15 C 1.0897(8) 0.5900(8) 0.7288(4) 0.087(4) Uani 1 1 d G U . . .
H15 H 1.146530 0.622808 0.741767 0.104 Uiso 1 1 calc R U . . .
C16 C 1.0997(8) 0.5424(9) 0.6873(4) 0.099(4) Uani 1 1 d G U . . .
H16 H 1.163228 0.543256 0.672523 0.119 Uiso 1 1 calc R U . . .
C17 C 1.0148(10) 0.4934(8) 0.6679(3) 0.091(4) Uani 1 1 d G U . . .
H17 H 1.021520 0.461471 0.640146 0.109 Uiso 1 1 calc R U . . .
C21 C 0.6414(18) 0.6916(13) 0.6022(7) 0.090(9) Uani 0.64(3) 1 d G U P B 1
H21 H 0.605243 0.745122 0.588306 0.108 Uiso 0.64(3) 1 calc R U P B 1
C22 C 0.5886(13) 0.6201(15) 0.6285(6) 0.087(9) Uani 0.64(3) 1 d G U P B 1
H22 H 0.517155 0.625697 0.632244 0.105 Uiso 0.64(3) 1 calc R U P B 1
C23 C 0.6426(14) 0.5401(13) 0.6493(6) 0.073(8) Uani 0.64(3) 1 d G U P B 1
H23 H 0.607269 0.492244 0.666948 0.088 Uiso 0.64(3) 1 calc R U P B 1
C18 C 0.7493(14) 0.5317(12) 0.6438(6) 0.057(6) Uani 0.64(3) 1 d DG U P B 1
C19 C 0.8021(13) 0.6033(14) 0.6175(6) 0.073(8) Uani 0.64(3) 1 d G U P B 1
H19 H 0.873560 0.597638 0.613775 0.087 Uiso 0.64(3) 1 calc R U P B 1
C20 C 0.7481(18) 0.6832(13) 0.5967(6) 0.084(10) Uani 0.64(3) 1 d G U P B 1
H20 H 0.783448 0.731092 0.579072 0.101 Uiso 0.64(3) 1 calc R U P B 1
O3 O 0.7367(16) -0.0712(15) 0.6600(6) 0.169(6) Uani 1 1 d D U . . .
C31 C 0.6638(16) -0.0556(17) 0.6960(6) 0.125(6) Uani 1 1 d D U . . .
H31A H 0.593728 -0.046973 0.684689 0.150 Uiso 1 1 calc R U . . .
H31B H 0.682255 0.004312 0.713894 0.150 Uiso 1 1 calc R U . . .
C30 C 0.6742(15) -0.1535(17) 0.7220(7) 0.131(6) Uani 1 1 d D U . . .
H30A H 0.622187 -0.203240 0.712537 0.157 Uiso 1 1 calc R U . . .
H30B H 0.664729 -0.139830 0.753639 0.157 Uiso 1 1 calc R U . . .
C29 C 0.7856(15) -0.1976(15) 0.7132(7) 0.134(6) Uani 1 1 d D U . . .
H29A H 0.828942 -0.191551 0.739631 0.160 Uiso 1 1 calc R U . . .
H29B H 0.782861 -0.269798 0.704069 0.160 Uiso 1 1 calc R U . . .
C28 C 0.8260(16) -0.1269(17) 0.6746(7) 0.150(6) Uani 1 1 d D U . . .
H28A H 0.879063 -0.079727 0.685344 0.180 Uiso 1 1 calc R U . . .
H28B H 0.854531 -0.168304 0.650453 0.180 Uiso 1 1 calc R U . . .
C18A C 0.804(2) 0.5448(16) 0.6398(8) 0.047(10) Uani 0.36(3) 1 d DG U P B 2
C19A C 0.869(2) 0.6051(18) 0.6133(9) 0.054(10) Uani 0.36(3) 1 d G U P B 2
H19A H 0.939854 0.590249 0.611791 0.064 Uiso 0.36(3) 1 calc R U P B 2
C20A C 0.829(2) 0.6875(18) 0.5889(9) 0.078(14) Uani 0.36(3) 1 d G U P B 2
H20A H 0.872177 0.727874 0.571147 0.094 Uiso 0.36(3) 1 calc R U P B 2
C21A C 0.723(3) 0.7097(19) 0.5911(10) 0.064(13) Uani 0.36(3) 1 d G U P B 2
H21A H 0.696190 0.764875 0.574789 0.076 Uiso 0.36(3) 1 calc R U P B 2
C22A C 0.658(2) 0.649(2) 0.6176(11) 0.093(16) Uani 0.36(3) 1 d G U P B 2
H22A H 0.587879 0.664250 0.619074 0.112 Uiso 0.36(3) 1 calc R U P B 2
C23A C 0.699(2) 0.567(2) 0.6420(9) 0.060(12) Uani 0.36(3) 1 d G U P B 2
H23A H 0.655555 0.526624 0.659719 0.072 Uiso 0.36(3) 1 calc R U P B 2
O4 O 0.5277(19) 0.454(2) 0.7548(12) 0.066(5) Uani 0.5 1 d D U P C -1
C24 C 0.419(2) 0.439(2) 0.7461(14) 0.080(6) Uani 0.5 1 d D U P C -1
H24A H 0.381035 0.427507 0.773757 0.095 Uiso 0.5 1 calc R U P C -1
H24B H 0.408089 0.379618 0.726568 0.095 Uiso 0.5 1 calc R U P C -1
C25 C 0.384(3) 0.540(2) 0.7233(13) 0.096(7) Uani 0.5 1 d D U P C -1
H25A H 0.388933 0.534032 0.691016 0.115 Uiso 0.5 1 calc R U P C -1
H25B H 0.312682 0.556387 0.731144 0.115 Uiso 0.5 1 calc R U P C -1
C26 C 0.457(2) 0.6233(18) 0.7406(13) 0.092(6) Uani 0.5 1 d D U P C -1
H26A H 0.421966 0.669269 0.761281 0.111 Uiso 0.5 1 calc R U P C -1
H26B H 0.485170 0.664064 0.716109 0.111 Uiso 0.5 1 calc R U P C -1
C27 C 0.544(2) 0.563(2) 0.7643(13) 0.081(6) Uani 0.5 1 d D U P C -1
H27A H 0.611069 0.584714 0.753518 0.097 Uiso 0.5 1 calc R U P C -1
H27B H 0.540635 0.574670 0.796339 0.097 Uiso 0.5 1 calc R U P C -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Lu1 Cl1 2.629(4) . ?
Lu1 Cl1 2.629(4) 8_666 ?
Lu1 O1 2.125(11) . ?
Lu1 O2 2.092(10) 8_666 ?
Lu1 O2 2.092(11) . ?
Lu1 O4 2.359(13) . ?
O1 C5 1.322(18) . ?
O2 C11 1.361(18) . ?
N1 H1 0.9800 . ?
N1 C6 1.498(17) . ?
N1 C7 1.500(16) . ?
N1 C10 1.504(16) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.48(3) . ?
C2 C3 1.397(15) 8_666 ?
C2 C3 1.397(15) . ?
C3 H3 0.9300 . ?
C3 C4 1.408(17) . ?
C4 C5 1.400(13) . ?
C4 C6 1.491(17) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.518(18) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.51(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.54(2) . ?
C10 H10 0.9800 . ?
C10 C11 1.615(17) . ?
C11 C12 1.562(19) . ?
C11 C18 1.551(11) . ?
C11 C18A 1.502(12) . ?
C12 C13 1.3900 . ?
C12 C17 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.3900 . ?
C21 C20 1.3900 . ?
C22 H22 0.9300 . ?
C22 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C18 1.3900 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 H20 0.9300 . ?
O3 C31 1.442(12) . ?
O3 C28 1.425(13) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C30 1.488(16) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C29 1.565(16) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C28 1.561(16) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C18A C19A 1.3900 . ?
C18A C23A 1.3900 . ?
C19A H19A 0.9300 . ?
C19A C20A 1.3900 . ?
C20A H20A 0.9300 . ?
C20A C21A 1.3900 . ?
C21A H21A 0.9300 . ?
C21A C22A 1.3900 . ?
C22A H22A 0.9300 . ?
C22A C23A 1.3900 . ?
C23A H23A 0.9300 . ?
O4 C24 1.441(12) . ?
O4 C27 1.438(12) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.541(12) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.521(17) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.534(12) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?

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
Cl1 Lu1 Cl1 172.8(2) 8_666 . ?
O1 Lu1 Cl1 93.59(10) . . ?
O1 Lu1 Cl1 93.59(10) . 8_666 ?
O1 Lu1 O4 174.7(9) . . ?
O2 Lu1 Cl1 93.8(3) . 8_666 ?
O2 Lu1 Cl1 86.5(3) 8_666 8_666 ?
O2 Lu1 Cl1 93.8(3) 8_666 . ?
O2 Lu1 Cl1 86.5(3) . . ?
O2 Lu1 O1 87.5(3) 8_666 . ?
O2 Lu1 O1 87.5(3) . . ?
O2 Lu1 O2 174.9(5) . 8_666 ?
O2 Lu1 O4 97.8(9) . . ?
O2 Lu1 O4 87.3(9) 8_666 . ?
O4 Lu1 Cl1 86.4(9) . 8_666 ?
O4 Lu1 Cl1 86.5(9) . . ?
C5 O1 Lu1 180.0(8) . . ?
C11 O2 Lu1 173.1(8) . . ?
C6 N1 H1 106.9 . . ?
C6 N1 C7 112.2(10) . . ?
C6 N1 C10 116.1(12) . . ?
C7 N1 H1 106.9 . . ?
C7 N1 C10 107.3(9) . . ?
C10 N1 H1 106.9 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 121.1(7) 8_666 . ?
C3 C2 C1 121.1(7) . . ?
C3 C2 C3 117.9(15) 8_666 . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.6(12) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C6 120.1(11) . . ?
C5 C4 C3 119.5(11) . . ?
C5 C4 C6 120.3(11) . . ?
O1 C5 C4 120.1(7) . . ?
O1 C5 C4 120.1(7) . 8_666 ?
C4 C5 C4 119.8(14) . 8_666 ?
N1 C6 H6A 109.1 . . ?
N1 C6 H6B 109.1 . . ?
C4 C6 N1 112.7(11) . . ?
C4 C6 H6A 109.1 . . ?
C4 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
N1 C7 H7A 110.5 . . ?
N1 C7 H7B 110.5 . . ?
N1 C7 C8 106.0(11) . . ?
H7A C7 H7B 108.7 . . ?
C8 C7 H7A 110.5 . . ?
C8 C7 H7B 110.5 . . ?
C7 C8 H8A 110.7 . . ?
C7 C8 H8B 110.7 . . ?
H8A C8 H8B 108.8 . . ?
C9 C8 C7 105.4(11) . . ?
C9 C8 H8A 110.7 . . ?
C9 C8 H8B 110.7 . . ?
C8 C9 H9A 110.7 . . ?
C8 C9 H9B 110.7 . . ?
C8 C9 C10 105.3(12) . . ?
H9A C9 H9B 108.8 . . ?
C10 C9 H9A 110.7 . . ?
C10 C9 H9B 110.7 . . ?
N1 C10 C9 100.2(12) . . ?
N1 C10 H10 111.7 . . ?
N1 C10 C11 108.6(9) . . ?
C9 C10 H10 111.7 . . ?
C9 C10 C11 112.4(13) . . ?
C11 C10 H10 111.7 . . ?
O2 C11 C10 107.3(11) . . ?
O2 C11 C12 111.0(9) . . ?
O2 C11 C18 105.0(14) . . ?
O2 C11 C18A 130.6(16) . . ?
C12 C11 C10 108.1(13) . . ?
C18 C11 C10 108.5(11) . . ?
C18 C11 C12 116.4(12) . . ?
C18A C11 C10 104.9(14) . . ?
C18A C11 C12 92.9(15) . . ?
C13 C12 C11 115.2(8) . . ?
C13 C12 C17 120.0 . . ?
C17 C12 C11 124.4(8) . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
C22 C21 H21 120.0 . . ?
C22 C21 C20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C18 C23 C22 120.0 . . ?
C18 C23 H23 120.0 . . ?
C23 C18 C11 123.1(13) . . ?
C19 C18 C11 116.6(13) . . ?
C19 C18 C23 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 C21 120.0 . . ?
C19 C20 H20 120.0 . . ?
C28 O3 C31 111.5(19) . . ?
O3 C31 H31A 111.3 . . ?
O3 C31 H31B 111.3 . . ?
O3 C31 C30 102.3(15) . . ?
H31A C31 H31B 109.2 . . ?
C30 C31 H31A 111.3 . . ?
C30 C31 H31B 111.3 . . ?
C31 C30 H30A 110.2 . . ?
C31 C30 H30B 110.2 . . ?
C31 C30 C29 107.7(13) . . ?
H30A C30 H30B 108.5 . . ?
C29 C30 H30A 110.2 . . ?
C29 C30 H30B 110.2 . . ?
C30 C29 H29A 111.3 . . ?
C30 C29 H29B 111.3 . . ?
H29A C29 H29B 109.2 . . ?
C28 C29 C30 102.5(13) . . ?
C28 C29 H29A 111.3 . . ?
C28 C29 H29B 111.3 . . ?
O3 C28 C29 104.6(16) . . ?
O3 C28 H28A 110.8 . . ?
O3 C28 H28B 110.8 . . ?
C29 C28 H28A 110.8 . . ?
C29 C28 H28B 110.8 . . ?
H28A C28 H28B 108.9 . . ?
C19A C18A C11 136.1(18) . . ?
C19A C18A C23A 120.0 . . ?
C23A C18A C11 103.8(18) . . ?
C18A C19A H19A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C21A C20A C19A 120.0 . . ?
C21A C20A H20A 120.0 . . ?
C20A C21A H21A 120.0 . . ?
C22A C21A C20A 120.0 . . ?
C22A C21A H21A 120.0 . . ?
C21A C22A H22A 120.0 . . ?
C21A C22A C23A 120.0 . . ?
C23A C22A H22A 120.0 . . ?
C18A C23A H23A 120.0 . . ?
C22A C23A C18A 120.0 . . ?
C22A C23A H23A 120.0 . . ?
C24 O4 Lu1 129(2) . . ?
C27 O4 Lu1 123(2) . . ?
C27 O4 C24 108.1(16) . . ?
O4 C24 H24A 110.9 . . ?
O4 C24 H24B 110.9 . . ?
O4 C24 C25 104.2(16) . . ?
H24A C24 H24B 108.9 . . ?
C25 C24 H24A 110.9 . . ?
C25 C24 H24B 110.9 . . ?
C24 C25 H25A 110.7 . . ?
C24 C25 H25B 110.7 . . ?
H25A C25 H25B 108.8 . . ?
C26 C25 C24 105.4(14) . . ?
C26 C25 H25A 110.7 . . ?
C26 C25 H25B 110.7 . . ?
C25 C26 H26A 110.9 . . ?
C25 C26 H26B 110.9 . . ?
C25 C26 C27 104.4(13) . . ?
H26A C26 H26B 108.9 . . ?
C27 C26 H26A 110.9 . . ?
C27 C26 H26B 110.9 . . ?
O4 C27 C26 107.4(15) . . ?
O4 C27 H27A 110.2 . . ?
O4 C27 H27B 110.2 . . ?
C26 C27 H27A 110.2 . . ?
C26 C27 H27B 110.2 . . ?
H27A C27 H27B 108.5 . . ?

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
Lu1 O4 C24 C25 -142(3) . . . . ?
Lu1 O4 C27 C26 149(3) . . . . ?
O2 C11 C12 C13 -37.2(11) . . . . ?
O2 C11 C12 C17 150.0(8) . . . . ?
O2 C11 C18 C23 -11.4(16) . . . . ?
O2 C11 C18 C19 163.0(11) . . . . ?
O2 C11 C18A C19A 163.5(19) . . . . ?
O2 C11 C18A C23A -18(2) . . . . ?
N1 C7 C8 C9 -3.0(19) . . . . ?
N1 C10 C11 O2 -33.1(17) . . . . ?
N1 C10 C11 C12 86.8(14) . . . . ?
N1 C10 C11 C18 -146.1(15) . . . . ?
N1 C10 C11 C18A -175.0(17) . . . . ?
C1 C2 C3 C4 -179.1(8) . . . . ?
C2 C3 C4 C5 -1.8(16) . . . . ?
C2 C3 C4 C6 175.6(9) . . . . ?
C3 C2 C3 C4 0.9(8) 8_666 . . . ?
C3 C4 C5 O1 -179.1(8) . . . . ?
C3 C4 C5 C4 0.9(8) . . . 8_666 ?
C3 C4 C6 N1 128.7(11) . . . . ?
C5 C4 C6 N1 -54.0(14) . . . . ?
C6 N1 C7 C8 -150.8(12) . . . . ?
C6 N1 C10 C9 163.5(11) . . . . ?
C6 N1 C10 C11 -78.6(15) . . . . ?
C6 C4 C5 O1 3.5(12) . . . . ?
C6 C4 C5 C4 -176.5(12) . . . 8_666 ?
C7 N1 C6 C4 -66.5(13) . . . . ?
C7 N1 C10 C9 37.1(15) . . . . ?
C7 N1 C10 C11 155.0(14) . . . . ?
C7 C8 C9 C10 26.1(19) . . . . ?
C8 C9 C10 N1 -38.5(15) . . . . ?
C8 C9 C10 C11 -153.6(13) . . . . ?
C9 C10 C11 O2 76.9(14) . . . . ?
C9 C10 C11 C12 -163.3(11) . . . . ?
C9 C10 C11 C18 -36.1(18) . . . . ?
C9 C10 C11 C18A -65.1(19) . . . . ?
C10 N1 C6 C4 169.6(10) . . . . ?
C10 N1 C7 C8 -22.1(17) . . . . ?
C10 C11 C12 C13 -154.7(8) . . . . ?
C10 C11 C12 C17 32.5(11) . . . . ?
C10 C11 C18 C23 103.1(15) . . . . ?
C10 C11 C18 C19 -82.5(15) . . . . ?
C10 C11 C18A C19A -67(3) . . . . ?
C10 C11 C18A C23A 111.2(16) . . . . ?
C11 C12 C13 C14 -173.1(9) . . . . ?
C11 C12 C17 C16 172.5(10) . . . . ?
C11 C18 C19 C20 -174.6(15) . . . . ?
C11 C18A C19A C20A 178(3) . . . . ?
C11 C18A C23A C22A -179(2) . . . . ?
C12 C11 C18 C23 -134.7(12) . . . . ?
C12 C11 C18 C19 39.8(16) . . . . ?
C12 C11 C18A C19A 42(2) . . . . ?
C12 C11 C18A C23A -139.2(14) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C12 C17 C16 0.0 . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C12 0.0 . . . . ?
C17 C12 C13 C14 0.0 . . . . ?
C21 C22 C23 C18 0.0 . . . . ?
C22 C21 C20 C19 0.0 . . . . ?
C22 C23 C18 C11 174.3(16) . . . . ?
C22 C23 C18 C19 0.0 . . . . ?
C23 C18 C19 C20 0.0 . . . . ?
C18 C11 C12 C13 82.9(13) . . . . ?
C18 C11 C12 C17 -89.9(13) . . . . ?
C18 C19 C20 C21 0.0 . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
O3 C31 C30 C29 26(2) . . . . ?
C31 O3 C28 C29 30(2) . . . . ?
C31 C30 C29 C28 -9(2) . . . . ?
C30 C29 C28 O3 -11(2) . . . . ?
C28 O3 C31 C30 -36(2) . . . . ?
C18A C11 C12 C13 98.7(13) . . . . ?
C18A C11 C12 C17 -74.1(14) . . . . ?
C18A C19A C20A C21A 0.0 . . . . ?
C19A C18A C23A C22A 0.0 . . . . ?
C19A C20A C21A C22A 0.0 . . . . ?
C20A C21A C22A C23A 0.0 . . . . ?
C21A C22A C23A C18A 0.0 . . . . ?
C23A C18A C19A C20A 0.0 . . . . ?
O4 C24 C25 C26 -27(4) . . . . ?
C24 O4 C27 C26 -27(4) . . . . ?
C24 C25 C26 C27 11(5) . . . . ?
C25 C26 C27 O4 8(5) . . . . ?
C27 O4 C24 C25 34(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_b201014a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2075334'
loop_
_audit_author_name
_audit_author_address
'Jun Cheng'
;Soochow University
China
;
_audit_update_record             
;
2021-04-05 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C47 H53 Cl2 N2 O4 Yb'
_chemical_formula_sum            'C47 H53 Cl2 N2 O4 Yb'
_chemical_formula_weight         953.85
_chemical_absolute_configuration unk
_chemical_melting_point          ?
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'
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'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   12.9011(5)
_cell_length_b                   12.9011(5)
_cell_length_c                   29.9105(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4978.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9065
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.94
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.688
_shelx_estimated_absorpt_T_min   0.582
_exptl_absorpt_coefficient_mu    2.025
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6202
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1940
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            111202
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_min         2.233
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.702
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3899
_reflns_number_total             4736
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.001
_refine_diff_density_min         -1.426
_refine_diff_density_rms         0.124
_refine_ls_abs_structure_details 
;
 Flack x determined using 1351 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.038(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4736
_refine_ls_number_restraints     517
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0671
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+36.6168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1542
_refine_ls_wR_factor_ref         0.1652
_refine_special_details          ?
_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
2. Restrained distances
 C24_$1-C25_$1
 1.5 with sigma of 0.02
 C24-C25
 1.5 with sigma of 0.02
 C25_$1-C25
 1.5 with sigma of 0.02
 O2-H2
 0.85 with sigma of 0.01
 H13-H2
 2 with sigma of 0.02
 C11-H2
 1.882467 with sigma of 0.02
 Yb1-H2
 2.095836 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C5 \\sim C4 \\sim C3 \\sim C2 \\sim C11 \\sim C6 \\sim C7 \\sim C10 \\sim C9
\\sim C19 \\sim C18 \\sim C23 \\sim C22 \\sim C21 \\sim C20 \\sim C8 \\sim C1
\\sim C24 \\sim C13 \\sim C12 \\sim C17 \\sim C16 \\sim C15 \\sim C14: within
3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
C5 \\sim C4 \\sim C4 \\sim C3 \\sim C3 \\sim C2 \\sim C11 \\sim C11 \\sim C6
\\sim C6 \\sim C7 \\sim C7 \\sim C10 \\sim C10 \\sim C9 \\sim C9 \\sim C19
\\sim C19 \\sim C18 \\sim C18 \\sim C23 \\sim C23 \\sim C22 \\sim C22 \\sim C21
\\sim C21 \\sim C20 \\sim C20 \\sim C8 \\sim C8 \\sim C1 \\sim C24 \\sim C24
\\sim C13 \\sim C13 \\sim C12 \\sim C12 \\sim C17 \\sim C17 \\sim C16 \\sim C16
\\sim C15 \\sim C15 \\sim C14 \\sim C14 \\sim C25 \\sim C25: within 3.8A with
sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: H1A(0.5) H1B(0.5) H1C(0.5)
5.a Riding coordinates:
 C1(H1A,H1B,H1C)
5.b Ternary CH refined with riding coordinates:
 C10(H10)
5.c Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C9(H9A,H9B), C8(H8A,H8B), C24(H24A,H24B), C25(H25A,
 H25B)
5.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C19(H19), C23(H23), C22(H22), C21(H21), C20(H20), C13(H13), C17(H17),
 C16(H16), C15(H15), C14(H14)
5.e Fitted hexagon refined as free rotating group:
 C19(C18,C23,C22,C21,C20), C13(C12,C17,C16,C15,C14)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Yb1 Yb 0.33520(4) 0.33520(4) 0.500000 0.0606(3) Uani 1 2 d DS T P . .
Cl1 Cl 0.4385(4) 0.2498(3) 0.56720(11) 0.0748(12) Uani 1 1 d . . . . .
O1 O 0.2187(6) 0.2187(6) 0.500000 0.066(4) Uani 1 2 d S T P . .
O2 O 0.4097(8) 0.2484(8) 0.4512(3) 0.063(3) Uani 1 1 d D . . . .
H2 H 0.4604(16) 0.280(2) 0.4634(8) 0.094 Uiso 1 1 d DR . . . .
N1 N 0.2572(8) 0.1538(11) 0.4119(3) 0.056(3) Uani 1 1 d . . . . .
C5 C 0.1462(9) 0.1462(9) 0.500000 0.052(3) Uani 1 2 d S TU P . .
C4 C 0.1497(10) 0.0622(11) 0.4694(4) 0.050(2) Uani 1 1 d . U . . .
O3 O 0.4650(6) 0.4650(6) 0.500000 0.088(6) Uani 1 2 d S T P . .
C3 C 0.0714(10) -0.0108(11) 0.4689(4) 0.051(3) Uani 1 1 d . U . . .
H3 H 0.072391 -0.062530 0.447284 0.061 Uiso 1 1 calc R . . . .
C2 C -0.0089(10) -0.0089(10) 0.500000 0.052(3) Uani 1 2 d S TU P . .
C11 C 0.4510(11) 0.1779(15) 0.4194(5) 0.077(2) Uani 1 1 d D U . . .
C6 C 0.2401(11) 0.0571(13) 0.4382(4) 0.065(2) Uani 1 1 d . U . . .
H6A H 0.302155 0.042354 0.455410 0.078 Uiso 1 1 calc R . . . .
H6B H 0.229694 -0.000053 0.417598 0.078 Uiso 1 1 calc R . . . .
C7 C 0.1725(11) 0.1747(13) 0.3793(4) 0.065(2) Uani 1 1 d . U . . .
H7A H 0.118244 0.215033 0.393437 0.078 Uiso 1 1 calc R . . . .
H7B H 0.142756 0.109834 0.369083 0.078 Uiso 1 1 calc R . . . .
C10 C 0.3583(11) 0.1585(16) 0.3856(5) 0.076(2) Uani 1 1 d . U . . .
H10 H 0.369135 0.093942 0.369008 0.091 Uiso 1 1 calc R . . . .
C9 C 0.3334(12) 0.2473(15) 0.3536(5) 0.074(2) Uani 1 1 d . U . . .
H9A H 0.377650 0.244048 0.327467 0.089 Uiso 1 1 calc R . . . .
H9B H 0.343959 0.313585 0.368273 0.089 Uiso 1 1 calc R . . . .
C19 C 0.4944(8) -0.0131(10) 0.4179(3) 0.081(2) Uani 1 1 d . U . . .
H19 H 0.462823 -0.019783 0.390093 0.098 Uiso 1 1 calc R . . . .
C18 C 0.4929(8) 0.0817(9) 0.4399(3) 0.080(2) Uani 1 1 d G U . . .
C23 C 0.5402(8) 0.0917(8) 0.4815(3) 0.082(3) Uani 1 1 d G U . . .
H23 H 0.539174 0.155168 0.496253 0.099 Uiso 1 1 calc R . . . .
C22 C 0.5889(7) 0.0069(9) 0.5010(3) 0.075(3) Uani 1 1 d G U . . .
H22 H 0.620484 0.013602 0.528777 0.090 Uiso 1 1 calc R . . . .
C21 C 0.5904(8) -0.0879(8) 0.4789(3) 0.084(3) Uani 1 1 d G U . . .
H21 H 0.622964 -0.144658 0.491960 0.101 Uiso 1 1 calc R . . . .
C20 C 0.5431(9) -0.0979(8) 0.4374(3) 0.087(3) Uani 1 1 d G U . . .
H20 H 0.544134 -0.161352 0.422618 0.104 Uiso 1 1 calc R . . . .
C8 C 0.2165(12) 0.2339(15) 0.3400(5) 0.073(3) Uani 1 1 d . U . . .
H8A H 0.182654 0.300481 0.336393 0.087 Uiso 1 1 calc R . . . .
H8B H 0.209904 0.194667 0.312437 0.087 Uiso 1 1 calc R . . . .
C1 C -0.0907(12) -0.0907(12) 0.500000 0.079(5) Uani 1 2 d S TU P . .
H1A H -0.127051 -0.089390 0.472010 0.119 Uiso 0.5 1 d R . . A -1
H1B H -0.138501 -0.077940 0.523960 0.119 Uiso 0.5 1 d R . . A -1
H1C H -0.059031 -0.157410 0.504030 0.119 Uiso 0.5 1 d R . . A -1
C24 C 0.5730(14) 0.4463(15) 0.5083(7) 0.110(5) Uani 1 1 d D U . . .
H24A H 0.605235 0.411780 0.483088 0.132 Uiso 1 1 calc R . . . .
H24B H 0.582438 0.404062 0.534850 0.132 Uiso 1 1 calc R . . . .
C13 C 0.5472(8) 0.3451(10) 0.3978(4) 0.093(3) Uani 1 1 d . U . . .
H13 H 0.500247 0.380748 0.415676 0.111 Uiso 1 1 calc DR . . . .
C12 C 0.5372(8) 0.2387(10) 0.3919(3) 0.088(2) Uani 1 1 d G U . . .
C17 C 0.6074(9) 0.1854(9) 0.3652(4) 0.092(2) Uani 1 1 d G U . . .
H17 H 0.600692 0.114216 0.361310 0.110 Uiso 1 1 calc R . . . .
C16 C 0.6877(8) 0.2385(11) 0.3444(4) 0.103(3) Uani 1 1 d G U . . .
H16 H 0.734667 0.202902 0.326472 0.123 Uiso 1 1 calc R . . . .
C15 C 0.6977(8) 0.3450(11) 0.3502(4) 0.103(3) Uani 1 1 d G U . . .
H15 H 0.751433 0.380511 0.336235 0.123 Uiso 1 1 calc R . . . .
C14 C 0.6275(10) 0.3982(9) 0.3769(4) 0.106(3) Uani 1 1 d G U . . .
H14 H 0.634225 0.469435 0.380837 0.128 Uiso 1 1 calc R . . . .
C25 C 0.6175(16) 0.5521(13) 0.5149(8) 0.134(7) Uani 1 1 d D U . . .
H25A H 0.611720 0.573975 0.545835 0.161 Uiso 1 1 calc R . . . .
H25B H 0.689792 0.554457 0.505985 0.161 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Yb1 Cl1 2.651(4) 7_556 ?
Yb1 Cl1 2.651(4) . ?
Yb1 O1 2.126(11) . ?
Yb1 O2 2.075(11) . ?
Yb1 O2 2.075(11) 7_556 ?
Yb1 H2 2.08(2) . ?
Yb1 O3 2.369(11) . ?
O1 C5 1.32(2) . ?
O2 H2 0.851(13) . ?
O2 C11 1.419(19) . ?
N1 C6 1.491(19) . ?
N1 C7 1.490(16) . ?
N1 C10 1.524(17) . ?
C5 C4 1.419(15) . ?
C5 C4 1.419(15) 7_556 ?
C4 C3 1.381(19) . ?
C4 C6 1.496(18) . ?
O3 C24 1.436(18) . ?
O3 C24 1.436(18) 7_556 ?
C3 H3 0.9300 . ?
C3 C2 1.392(16) . ?
C2 C3 1.392(16) 7_556 ?
C2 C1 1.49(3) . ?
C11 C10 1.586(19) . ?
C11 C18 1.49(2) . ?
C11 C12 1.590(18) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.512(19) . ?
C10 H10 0.9800 . ?
C10 C9 1.53(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.57(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.3900 . ?
C19 C20 1.3900 . ?
C18 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C22 1.3900 . ?
C22 H22 0.9300 . ?
C22 C21 1.3900 . ?
C21 H21 0.9300 . ?
C21 C20 1.3900 . ?
C20 H20 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9599 . ?
C1 H1C 0.9605 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.494(16) . ?
C13 H13 0.9300 . ?
C13 C12 1.3900 . ?
C13 C14 1.3900 . ?
C12 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C14 1.3900 . ?
C14 H14 0.9300 . ?
C25 C25 1.49(2) 7_556 ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?

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
Cl1 Yb1 Cl1 172.9(2) 7_556 . ?
Cl1 Yb1 H2 95.5(9) 7_556 . ?
Cl1 Yb1 H2 82.3(8) . . ?
O1 Yb1 Cl1 93.53(10) . 7_556 ?
O1 Yb1 Cl1 93.53(10) . . ?
O1 Yb1 H2 107.9(6) . . ?
O1 Yb1 O3 180.0 . . ?
O2 Yb1 Cl1 94.4(3) . . ?
O2 Yb1 Cl1 86.0(3) . 7_556 ?
O2 Yb1 Cl1 94.3(3) 7_556 7_556 ?
O2 Yb1 Cl1 86.0(3) 7_556 . ?
O2 Yb1 O1 86.9(3) 7_556 . ?
O2 Yb1 O1 86.9(3) . . ?
O2 Yb1 O2 173.8(5) 7_556 . ?
O2 Yb1 H2 23.6(4) . . ?
O2 Yb1 H2 161.6(6) 7_556 . ?
O2 Yb1 O3 93.1(3) . . ?
O2 Yb1 O3 93.1(3) 7_556 . ?
O3 Yb1 Cl1 86.47(10) . 7_556 ?
O3 Yb1 Cl1 86.47(10) . . ?
O3 Yb1 H2 72.1(6) . . ?
C5 O1 Yb1 180.0 . . ?
Yb1 O2 H2 78.3(18) . . ?
C11 O2 Yb1 172.1(9) . . ?
C11 O2 H2 107.7(19) . . ?
C6 N1 C10 115.6(13) . . ?
C7 N1 C6 112.9(11) . . ?
C7 N1 C10 106.4(9) . . ?
O1 C5 C4 121.2(8) . . ?
O1 C5 C4 121.2(8) . 7_556 ?
C4 C5 C4 117.7(16) 7_556 . ?
C5 C4 C6 117.5(13) . . ?
C3 C4 C5 120.3(12) . . ?
C3 C4 C6 122.3(12) . . ?
C24 O3 Yb1 124.6(8) . . ?
C24 O3 Yb1 124.6(8) 7_556 . ?
C24 O3 C24 110.9(17) . 7_556 ?
C4 C3 H3 119.1 . . ?
C4 C3 C2 121.7(13) . . ?
C2 C3 H3 119.1 . . ?
C3 C2 C3 118.1(17) . 7_556 ?
C3 C2 C1 120.9(9) 7_556 . ?
C3 C2 C1 120.9(9) . . ?
O2 C11 C10 104.2(13) . . ?
O2 C11 C18 113.2(11) . . ?
O2 C11 C12 107.0(13) . . ?
C10 C11 C12 106.0(11) . . ?
C18 C11 C10 114.0(15) . . ?
C18 C11 C12 111.7(12) . . ?
N1 C6 C4 114.0(13) . . ?
N1 C6 H6A 108.8 . . ?
N1 C6 H6B 108.8 . . ?
C4 C6 H6A 108.8 . . ?
C4 C6 H6B 108.8 . . ?
H6A C6 H6B 107.6 . . ?
N1 C7 H7A 109.9 . . ?
N1 C7 H7B 109.9 . . ?
N1 C7 C8 109.0(11) . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
N1 C10 C11 108.8(10) . . ?
N1 C10 H10 110.5 . . ?
N1 C10 C9 100.0(13) . . ?
C11 C10 H10 110.5 . . ?
C9 C10 C11 116.1(15) . . ?
C9 C10 H10 110.5 . . ?
C10 C9 H9A 110.4 . . ?
C10 C9 H9B 110.4 . . ?
C10 C9 C8 106.4(13) . . ?
H9A C9 H9B 108.6 . . ?
C8 C9 H9A 110.5 . . ?
C8 C9 H9B 110.5 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C18 C11 122.9(9) . . ?
C23 C18 C11 116.8(9) . . ?
C23 C18 C19 120.0 . . ?
C18 C23 H23 120.0 . . ?
C18 C23 C22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 C23 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C21 H21 120.0 . . ?
C22 C21 C20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0 . . ?
C21 C20 H20 120.0 . . ?
C7 C8 C9 102.3(12) . . ?
C7 C8 H8A 111.3 . . ?
C7 C8 H8B 111.3 . . ?
C9 C8 H8A 111.3 . . ?
C9 C8 H8B 111.3 . . ?
H8A C8 H8B 109.2 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.4 . . ?
H1B C1 H1C 109.4 . . ?
O3 C24 H24A 111.0 . . ?
O3 C24 H24B 111.0 . . ?
O3 C24 C25 104.0(15) . . ?
H24A C24 H24B 109.0 . . ?
C25 C24 H24A 111.0 . . ?
C25 C24 H24B 111.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C12 C11 119.2(11) . . ?
C13 C12 C17 120.0 . . ?
C17 C12 C11 120.6(11) . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C24 C25 H25A 111.2 . . ?
C24 C25 H25B 111.2 . . ?
C25 C25 C24 102.8(12) 7_556 . ?
C25 C25 H25A 111.2 7_556 . ?
C25 C25 H25B 111.2 7_556 . ?
H25A C25 H25B 109.1 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.138 0.275 0.445 151.6 44.6 ?
2 -0.275 0.138 0.055 151.6 44.2 ?
3 0.225 0.362 0.195 151.6 42.3 ?
4 -0.225 0.638 0.695 151.6 42.3 ?
5 0.138 0.725 0.945 151.6 43.9 ?
6 0.275 0.862 0.555 151.6 45.4 ?
7 0.362 0.225 0.805 151.6 43.1 ?
8 0.638 0.775 0.305 151.6 42.5 ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_b201101d_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2075317'
loop_
_audit_author_name
_audit_author_address
Cjsala
;Soochow University
China
;
_audit_update_record             
;
2021-04-05 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_audit_creation_date             2021-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C47 H53 Cl2 N2 O4 Sm'
_chemical_formula_sum            'C47 H51 Cl2 N2 O4 Sm'
_chemical_formula_weight         929.15
_chemical_absolute_configuration unk
_chemical_melting_point          ?
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'
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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.9665(12)
_cell_length_b                   12.9771(12)
_cell_length_c                   30.056(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5057.4(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9991
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.54
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.780
_shelx_estimated_absorpt_T_min   0.696
_exptl_absorpt_coefficient_mu    1.305
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1812 before and 0.0765 after correction.
The Ratio of minimum to maximum transmission is 0.9139.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1900
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1725
_diffrn_reflns_av_unetI/netI     0.0858
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            139369
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.677
_diffrn_reflns_theta_min         2.220
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                6446
_reflns_number_total             9582
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.734
_refine_diff_density_min         -2.492
_refine_diff_density_rms         0.162
_refine_ls_abs_structure_details 
;
 Flack x determined using 2119 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.122(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         9582
_refine_ls_number_restraints     1082
_refine_ls_R_factor_all          0.1485
_refine_ls_R_factor_gt           0.1025
_refine_ls_restrained_S_all      1.135
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0981P)²+66.4616P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2417
_refine_ls_wR_factor_ref         0.2686
_refine_special_details          ?
_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
2. Restrained distances
 C31-C38
 1.5 with sigma of 0.02
 O2-H2
 0.85 with sigma of 0.01
 O3-H3A
 0.85 with sigma of 0.01
 Sm1-H2 = Sm1-H3A
 1.5 with sigma of 0.02
 N2-C26 = N1-C8
 2 with sigma of 0.02
 N1-C8 = N2-C26
 1.2 with sigma of 0.02
 H2-H25
 2.4 with sigma of 0.02
 C13-H2
 1.930344 with sigma of 0.02
 Sm1-H2
 2.222452 with sigma of 0.02
 C31-H3A
 1.874601 with sigma of 0.02
 Sm1-H3A
 2.102827 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C27 \\sim C4 \\sim C6 \\sim C7 \\sim C5 \\sim C30 \\sim C29 \\sim C10 \\sim C13
\\sim C8 \\sim C12 \\sim C26 \\sim C28 \\sim C3 \\sim C11 \\sim C9 \\sim C20
\\sim C25 \\sim C24 \\sim C23 \\sim C22 \\sim C21 \\sim C2 \\sim C1 \\sim C15
\\sim C16 \\sim C17 \\sim C18 \\sim C19 \\sim C14 \\sim C39 \\sim C38 \\sim C43
\\sim C42 \\sim C41 \\sim C40 \\sim C31 \\sim C36 \\sim C35 \\sim C34 \\sim C33
\\sim C32 \\sim C37 \\sim C44 \\sim C47 \\sim C45 \\sim C46: within 3.8A with
sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 C30(H30), C12(H12)
4.b Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C27(H27A,H27B), C28(H28A,H28B), C8(H8A,H8B), C11(H11A,H11B),
 C10(H10A,H10B), C9(H9A,H9B), C26(H26A,H26B), C46(H46A,H46B), C45(H45A,H45B),
 C44(H44A,H44B), C47(H47A,H47B)
4.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C3(H3), C25(H25), C24(H24), C23(H23), C22(H22), C21(H21), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C39(H39), C43(H43), C42(H42), C41(H41),
  C40(H40), C36(H36), C35(H35), C34(H34), C33(H33), C37(H37)
4.d Fitted pentagon refined as free rotating group:
 C46(C45,C44,O4,C47)
4.e Fitted hexagon refined as free rotating group:
 C7(C6,C5,C4,C3,C2), C20(C25,C24,C23,C22,C21), C15(C16,C17,C18,C19,C14),
 C39(C38,C43,C42,C41,C40), C36(C35,C34,C33,C32,C37)
4.f Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Sm1 Sm 0.40586(9) 0.34150(10) 0.62537(3) 0.0625(4) Uani 1 1 d D . . . .
Cl1 Cl 0.2977(7) 0.2559(6) 0.55646(19) 0.091(2) Uani 1 1 d . . . . .
Cl2 Cl 0.4937(5) 0.4481(7) 0.69430(19) 0.092(2) Uani 1 1 d . . . . .
O1 O 0.5247(10) 0.2170(12) 0.6250(5) 0.066(4) Uani 1 1 d . . . . .
C7 C 0.7560(9) 0.0747(12) 0.5943(4) 0.060(3) Uani 1 1 d . U . . .
H7 H 0.809473 0.076667 0.573705 0.072 Uiso 1 1 calc R . . . .
C6 C 0.6813(11) 0.1515(10) 0.5943(4) 0.059(3) Uani 1 1 d G U . . .
C5 C 0.6013(10) 0.1486(10) 0.6251(4) 0.061(3) Uani 1 1 d G U . . .
C4 C 0.5961(10) 0.0688(11) 0.6559(4) 0.061(3) Uani 1 1 d G U . . .
C3 C 0.6707(11) -0.0080(10) 0.6559(4) 0.063(3) Uani 1 1 d G U . . .
H3 H 0.667221 -0.061356 0.676454 0.075 Uiso 1 1 calc R . . . .
C2 C 0.7507(10) -0.0051(10) 0.6251(5) 0.061(3) Uani 1 1 d G U . . .
C29 C 0.499(2) 0.3309(19) 0.4768(7) 0.075(3) Uani 1 1 d . U . . .
H29A H 0.509880 0.371772 0.450162 0.091 Uiso 1 1 calc R . . . .
H29B H 0.430625 0.345307 0.488218 0.091 Uiso 1 1 calc R . . . .
C30 C 0.578(2) 0.3557(18) 0.5108(7) 0.077(3) Uani 1 1 d . U . . .
H30 H 0.643204 0.365486 0.494472 0.093 Uiso 1 1 calc R . . . .
N2 N 0.5908(14) 0.2552(14) 0.5369(5) 0.060(5) Uani 1 1 d D . . . .
C27 C 0.565(2) 0.1765(19) 0.5061(7) 0.070(3) Uani 1 1 d . U . . .
H27A H 0.522308 0.125741 0.520787 0.084 Uiso 1 1 calc R . . . .
H27B H 0.628178 0.142345 0.496611 0.084 Uiso 1 1 calc R . . . .
C28 C 0.510(2) 0.2171(19) 0.4663(7) 0.073(4) Uani 1 1 d . U . . .
H28A H 0.443392 0.184493 0.462894 0.088 Uiso 1 1 calc R . . . .
H28B H 0.550285 0.206475 0.439476 0.088 Uiso 1 1 calc R . . . .
C13 C 0.2996(19) 0.178(3) 0.7085(7) 0.085(3) Uani 1 1 d D U . . .
C8 C 0.5052(19) 0.0514(18) 0.6867(7) 0.073(3) Uani 1 1 d D U . . .
H8A H 0.518196 -0.006170 0.706550 0.087 Uiso 1 1 calc R . . . .
H8B H 0.442828 0.037789 0.669930 0.087 Uiso 1 1 calc R . . . .
C12 C 0.396(2) 0.164(3) 0.7396(7) 0.085(3) Uani 1 1 d . U . . .
H12 H 0.387017 0.098772 0.755799 0.102 Uiso 1 1 calc R . . . .
C11 C 0.415(2) 0.244(2) 0.7724(8) 0.083(3) Uani 1 1 d . U . . .
H11A H 0.372638 0.233618 0.798727 0.100 Uiso 1 1 calc R . . . .
H11B H 0.399388 0.311733 0.760157 0.100 Uiso 1 1 calc R . . . .
C10 C 0.532(2) 0.234(2) 0.7839(8) 0.081(4) Uani 1 1 d . U . . .
H10A H 0.564217 0.301558 0.787157 0.097 Uiso 1 1 calc R . . . .
H10B H 0.542765 0.195073 0.810958 0.097 Uiso 1 1 calc R . . . .
C9 C 0.5742(19) 0.179(2) 0.7446(7) 0.074(3) Uani 1 1 d . U . . .
H9A H 0.626218 0.221116 0.730271 0.089 Uiso 1 1 calc R . . . .
H9B H 0.606877 0.115451 0.754274 0.089 Uiso 1 1 calc R . . . .
N1 N 0.4956(13) 0.1557(17) 0.7138(5) 0.072(6) Uani 1 1 d D . . . .
C26 C 0.6946(16) 0.2411(19) 0.5637(7) 0.066(3) Uani 1 1 d D U . . .
H26A H 0.751293 0.228492 0.543353 0.080 Uiso 1 1 calc R . . . .
H26B H 0.709732 0.302932 0.580608 0.080 Uiso 1 1 calc R . . . .
C20 C 0.2580(13) 0.0844(13) 0.6877(5) 0.087(3) Uani 1 1 d . U . . .
C25 C 0.2124(13) 0.0942(12) 0.6461(5) 0.086(3) Uani 1 1 d G U . . .
H25 H 0.213780 0.157204 0.631367 0.104 Uiso 1 1 calc DR . . . .
C24 C 0.1649(12) 0.0097(15) 0.6264(4) 0.087(4) Uani 1 1 d G U . . .
H24 H 0.134362 0.016184 0.598549 0.105 Uiso 1 1 calc R . . . .
C23 C 0.1629(13) -0.0845(13) 0.6484(5) 0.089(4) Uani 1 1 d G U . . .
H23 H 0.131019 -0.141064 0.635244 0.107 Uiso 1 1 calc R . . . .
C22 C 0.2084(14) -0.0943(13) 0.6900(5) 0.089(4) Uani 1 1 d G U . . .
H22 H 0.207095 -0.157292 0.704756 0.107 Uiso 1 1 calc R . . . .
C21 C 0.2560(13) -0.0098(16) 0.7097(4) 0.087(3) Uani 1 1 d G U . . .
H21 H 0.286513 -0.016272 0.737575 0.105 Uiso 1 1 calc R . . . .
C1 C 0.8414(19) -0.0851(19) 0.6278(9) 0.080(5) Uani 1 1 d . U . . .
H1A H 0.857963 -0.108987 0.598429 0.119 Uiso 1 1 calc GR . . . .
H1B H 0.820797 -0.142402 0.645919 0.119 Uiso 1 1 calc GR . . . .
H1C H 0.900884 -0.052713 0.640705 0.119 Uiso 1 1 calc GR . . . .
C15 C 0.1969(13) 0.3458(16) 0.7313(5) 0.095(3) Uani 1 1 d . U . . .
H15 H 0.243113 0.383118 0.714022 0.115 Uiso 1 1 calc R . . . .
C16 C 0.1161(15) 0.3959(13) 0.7527(6) 0.101(4) Uani 1 1 d G U . . .
H16 H 0.108330 0.466789 0.749688 0.121 Uiso 1 1 calc R . . . .
C17 C 0.0470(12) 0.3400(17) 0.7785(5) 0.099(4) Uani 1 1 d G U . . .
H17 H -0.007050 0.373584 0.792827 0.119 Uiso 1 1 calc R . . . .
C18 C 0.0586(12) 0.2341(17) 0.7830(5) 0.099(4) Uani 1 1 d G U . . .
H18 H 0.012352 0.196708 0.800302 0.119 Uiso 1 1 calc R . . . .
C19 C 0.1394(15) 0.1839(13) 0.7616(6) 0.094(3) Uani 1 1 d G U . . .
H19 H 0.147133 0.113035 0.764637 0.113 Uiso 1 1 calc R . . . .
C14 C 0.2085(12) 0.2398(16) 0.7358(5) 0.091(3) Uani 1 1 d G U . . .
C39 C 0.7592(14) 0.4915(12) 0.5410(4) 0.078(3) Uani 1 1 d . U . . .
H39 H 0.766734 0.462187 0.512893 0.094 Uiso 1 1 calc R . . . .
C38 C 0.6641(12) 0.4888(13) 0.5622(5) 0.077(3) Uani 1 1 d DG U . . .
C43 C 0.6528(11) 0.5325(12) 0.6042(5) 0.078(3) Uani 1 1 d G U . . .
H43 H 0.589175 0.530694 0.618401 0.094 Uiso 1 1 calc R . . . .
C42 C 0.7367(13) 0.5789(11) 0.6248(4) 0.074(3) Uani 1 1 d G U . . .
H42 H 0.729207 0.608199 0.652881 0.089 Uiso 1 1 calc R . . . .
C41 C 0.8319(11) 0.5816(12) 0.6035(5) 0.084(4) Uani 1 1 d G U . . .
H41 H 0.888002 0.612699 0.617366 0.101 Uiso 1 1 calc R . . . .
C40 C 0.8431(11) 0.5379(13) 0.5616(5) 0.079(3) Uani 1 1 d G U . . .
H40 H 0.906768 0.539693 0.547373 0.095 Uiso 1 1 calc R . . . .
C31 C 0.5692(18) 0.4464(17) 0.5421(7) 0.077(3) Uani 1 1 d D U . . .
C36 C 0.5230(15) 0.6858(12) 0.4671(5) 0.093(4) Uani 1 1 d . U . . .
H36 H 0.560462 0.731000 0.449329 0.112 Uiso 1 1 calc R . . . .
C35 C 0.4171(16) 0.6984(11) 0.4717(5) 0.092(4) Uani 1 1 d G U . . .
H35 H 0.383678 0.751935 0.457068 0.111 Uiso 1 1 calc R . . . .
C34 C 0.3611(12) 0.6308(14) 0.4983(6) 0.096(4) Uani 1 1 d G U . . .
H34 H 0.290189 0.639233 0.501381 0.115 Uiso 1 1 calc R . . . .
C33 C 0.4110(15) 0.5508(12) 0.5202(5) 0.088(3) Uani 1 1 d G U . . .
H33 H 0.373483 0.505596 0.537955 0.106 Uiso 1 1 calc R . . . .
C32 C 0.5169(15) 0.5382(11) 0.5156(5) 0.084(3) Uani 1 1 d G U . . .
C37 C 0.5729(12) 0.6058(14) 0.4890(6) 0.085(3) Uani 1 1 d G U . . .
H37 H 0.643757 0.597361 0.485904 0.102 Uiso 1 1 calc R . . . .
C46 C 0.207(2) 0.6324(11) 0.6123(9) 0.130(6) Uani 1 1 d . U . . .
H46A H 0.185452 0.683532 0.633921 0.156 Uiso 1 1 calc R . . . .
H46B H 0.223757 0.667391 0.584727 0.156 Uiso 1 1 calc R . . . .
C45 C 0.1267(14) 0.5599(18) 0.6051(8) 0.128(6) Uani 1 1 d G U . . .
H45A H 0.105652 0.560954 0.574122 0.154 Uiso 1 1 calc R . . . .
H45B H 0.067346 0.577096 0.623316 0.154 Uiso 1 1 calc R . . . .
C44 C 0.1645(12) 0.4608(14) 0.6166(8) 0.117(5) Uani 1 1 d G U . . .
H44A H 0.122919 0.431387 0.640282 0.140 Uiso 1 1 calc R . . . .
H44B H 0.161225 0.415246 0.591088 0.140 Uiso 1 1 calc R . . . .
O4 O 0.2682(12) 0.4719(11) 0.6310(6) 0.101(7) Uani 1 1 d G . . . .
C47 C 0.2945(14) 0.5780(13) 0.6283(8) 0.118(5) Uani 1 1 d G U . . .
H47A H 0.314019 0.603606 0.657443 0.141 Uiso 1 1 calc R . . . .
H47B H 0.352324 0.587464 0.608249 0.141 Uiso 1 1 calc R . . . .
O2 O 0.3337(13) 0.2492(12) 0.6769(5) 0.066(5) Uani 1 1 d D . . . .
H2 H 0.375(2) 0.2241(17) 0.6577(10) 0.099 Uiso 1 1 d DR . . . .
O3 O 0.4991(13) 0.4150(12) 0.5732(5) 0.066(4) Uani 1 1 d D . . . .
H3A H 0.518(5) 0.371(14) 0.592(5) 0.099 Uiso 1 1 d DR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Sm1 Cl1 2.737(6) . ?
Sm1 Cl2 2.739(7) . ?
Sm1 O1 2.232(12) . ?
Sm1 O4 2.466(12) . ?
Sm1 O2 2.171(19) . ?
Sm1 O3 2.198(17) . ?
O1 C5 1.333(15) . ?
C7 C6 1.3900 . ?
C7 C2 1.3900 . ?
C6 C5 1.3900 . ?
C6 C26 1.49(2) . ?
C5 C4 1.3900 . ?
C4 C3 1.3900 . ?
C4 C8 1.52(3) . ?
C3 C2 1.3900 . ?
C2 C1 1.57(2) . ?
C29 C30 1.49(3) . ?
C29 C28 1.52(3) . ?
C30 N2 1.53(3) . ?
C30 C31 1.51(3) . ?
N2 C27 1.42(3) . ?
N2 C26 1.579(16) . ?
C27 C28 1.49(3) . ?
C13 C12 1.57(3) . ?
C13 C20 1.47(3) . ?
C13 C14 1.65(3) . ?
C13 O2 1.40(3) . ?
C8 N1 1.584(17) . ?
C12 C11 1.46(4) . ?
C12 N1 1.51(3) . ?
C11 C10 1.57(4) . ?
C10 C9 1.49(3) . ?
C9 N1 1.41(3) . ?
C20 C25 1.3900 . ?
C20 C21 1.3900 . ?
C25 C24 1.3900 . ?
C24 C23 1.3900 . ?
C23 C22 1.3900 . ?
C22 C21 1.3900 . ?
C15 C16 1.3900 . ?
C15 C14 1.3900 . ?
C16 C17 1.3900 . ?
C17 C18 1.3900 . ?
C18 C19 1.3900 . ?
C19 C14 1.3900 . ?
C39 C38 1.3900 . ?
C39 C40 1.3900 . ?
C38 C43 1.3900 . ?
C38 C31 1.48(2) . ?
C43 C42 1.3900 . ?
C42 C41 1.3900 . ?
C41 C40 1.3900 . ?
C31 C32 1.59(3) . ?
C31 O3 1.37(3) . ?
C36 C35 1.3900 . ?
C36 C37 1.3900 . ?
C35 C34 1.3900 . ?
C34 C33 1.3900 . ?
C33 C32 1.3900 . ?
C32 C37 1.3900 . ?
C46 C45 1.4200 . ?
C46 C47 1.4200 . ?
C45 C44 1.4200 . ?
C44 O4 1.4200 . ?
O4 C47 1.4200 . ?

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
Cl1 Sm1 Cl2 172.1(2) . . ?
O1 Sm1 Cl1 93.2(4) . . ?
O1 Sm1 Cl2 94.7(4) . . ?
O1 Sm1 O4 175.4(6) . . ?
O4 Sm1 Cl1 87.7(4) . . ?
O4 Sm1 Cl2 84.4(4) . . ?
O2 Sm1 Cl1 95.5(4) . . ?
O2 Sm1 Cl2 85.3(4) . . ?
O2 Sm1 O1 84.4(6) . . ?
O2 Sm1 O4 91.0(6) . . ?
O2 Sm1 O3 170.4(5) . . ?
O3 Sm1 Cl1 85.3(4) . . ?
O3 Sm1 Cl2 95.3(4) . . ?
O3 Sm1 O1 86.0(6) . . ?
O3 Sm1 O4 98.6(6) . . ?
C5 O1 Sm1 175.4(13) . . ?
C6 C7 C2 120.0 . . ?
C7 C6 C5 120.0 . . ?
C7 C6 C26 118.6(12) . . ?
C5 C6 C26 121.2(12) . . ?
O1 C5 C6 122.4(11) . . ?
O1 C5 C4 117.5(11) . . ?
C4 C5 C6 120.0 . . ?
C5 C4 C8 123.8(12) . . ?
C3 C4 C5 120.0 . . ?
C3 C4 C8 115.7(12) . . ?
C2 C3 C4 120.0 . . ?
C7 C2 C1 119.3(13) . . ?
C3 C2 C7 120.0 . . ?
C3 C2 C1 120.4(13) . . ?
C30 C29 C28 107(2) . . ?
C29 C30 N2 104(2) . . ?
C29 C30 C31 123(2) . . ?
C31 C30 N2 110.6(16) . . ?
C30 N2 C26 116.7(19) . . ?
C27 N2 C30 104.8(15) . . ?
C27 N2 C26 116.6(17) . . ?
N2 C27 C28 112(2) . . ?
C27 C28 C29 102.9(19) . . ?
C12 C13 C14 109.5(18) . . ?
C20 C13 C12 116(3) . . ?
C20 C13 C14 110.5(18) . . ?
O2 C13 C12 103(2) . . ?
O2 C13 C20 111.9(17) . . ?
O2 C13 C14 104(2) . . ?
C4 C8 N1 104.4(16) . . ?
C11 C12 C13 117(3) . . ?
C11 C12 N1 105(2) . . ?
N1 C12 C13 112.5(17) . . ?
C12 C11 C10 104(2) . . ?
C9 C10 C11 103(2) . . ?
N1 C9 C10 111(2) . . ?
C12 N1 C8 113(2) . . ?
C9 N1 C8 117.5(18) . . ?
C9 N1 C12 105.4(16) . . ?
C6 C26 N2 107.8(16) . . ?
C25 C20 C13 117.7(15) . . ?
C25 C20 C21 120.0 . . ?
C21 C20 C13 122.1(15) . . ?
C20 C25 C24 120.0 . . ?
C25 C24 C23 120.0 . . ?
C24 C23 C22 120.0 . . ?
C21 C22 C23 120.0 . . ?
C22 C21 C20 120.0 . . ?
C16 C15 C14 120.0 . . ?
C15 C16 C17 120.0 . . ?
C16 C17 C18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C14 C19 C18 120.0 . . ?
C15 C14 C13 120.7(16) . . ?
C19 C14 C13 119.2(17) . . ?
C19 C14 C15 120.0 . . ?
C38 C39 C40 120.0 . . ?
C39 C38 C31 124.0(14) . . ?
C43 C38 C39 120.0 . . ?
C43 C38 C31 115.9(14) . . ?
C38 C43 C42 120.0 . . ?
C41 C42 C43 120.0 . . ?
C42 C41 C40 120.0 . . ?
C41 C40 C39 120.0 . . ?
C30 C31 C32 107.9(16) . . ?
C38 C31 C30 119(2) . . ?
C38 C31 C32 106.4(16) . . ?
O3 C31 C30 104.3(18) . . ?
O3 C31 C38 112.6(16) . . ?
O3 C31 C32 106.4(19) . . ?
C35 C36 C37 120.0 . . ?
C34 C35 C36 120.0 . . ?
C33 C34 C35 120.0 . . ?
C34 C33 C32 120.0 . . ?
C33 C32 C31 117.4(14) . . ?
C37 C32 C31 122.6(14) . . ?
C37 C32 C33 120.0 . . ?
C32 C37 C36 120.0 . . ?
C45 C46 C47 108.0 . . ?
C46 C45 C44 108.0 . . ?
O4 C44 C45 108.0 . . ?
C44 O4 Sm1 126.5(10) . . ?
C44 O4 C47 108.0 . . ?
C47 O4 Sm1 119.2(11) . . ?
C46 C47 O4 108.0 . . ?
C13 O2 Sm1 170.8(15) . . ?
C31 O3 Sm1 169.6(14) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.011 0.138 0.071 155.0 45.4 ?
2 -0.116 0.265 0.686 163.7 47.1 ?
3 0.116 -0.235 0.814 163.7 48.1 ?
4 -0.011 0.638 0.429 155.0 43.8 ?
5 0.384 0.235 0.314 163.7 46.7 ?
6 0.489 0.862 0.571 155.0 44.8 ?
7 0.511 0.362 0.929 155.0 44.5 ?
8 0.616 0.735 0.186 163.7 45.9 ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'
