# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_shelxcrys184_AH2
_audit_block_doi                 10.5517/ccdc.csd.cc1q0znc
_database_code_depnum_ccdc_archive 'CCDC 1579873'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1080/00958972.2017.1420182 2018
_audit_update_record             
;
2017-10-13 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H9.50 Br3 Dy O10 S3'
_chemical_formula_weight         848.14

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9121(4)
_cell_length_b                   10.6798(4)
_cell_length_c                   12.7892(4)
_cell_angle_alpha                78.919(3)
_cell_angle_beta                 72.796(3)
_cell_angle_gamma                85.035(3)
_cell_volume                     1268.53(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    124(2)
_cell_measurement_reflns_used    7374
_cell_measurement_theta_min      3.2524
_cell_measurement_theta_max      24.9817

_exptl_crystal_description       Prism
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.220
_exptl_crystal_F_000             797
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    7.962
_shelx_estimated_absorpt_T_min   0.568
_shelx_estimated_absorpt_T_max   0.796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85290
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      124(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset), Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12273
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.259
_diffrn_reflns_theta_max         25.036
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4477
_reflns_number_gt                4126
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0275P)²+8.3892P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4477
_refine_ls_number_parameters     299
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0730
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Dy1 Dy 0.27466(2) 0.81563(2) 0.33238(2) 0.00947(8) Uani 1 1 d . . . . .
O1D O 0.0988(4) 0.9601(4) 0.3058(3) 0.0173(9) Uani 1 1 d . . . . .
O2D O 0.4071(4) 0.6317(4) 0.2926(4) 0.0223(9) Uani 1 1 d . . . . .
O2 O 0.4669(4) 0.7994(3) 0.4130(3) 0.0129(8) Uani 1 1 d . . . . .
O12 O 0.4371(4) 0.9732(3) 0.2227(3) 0.0138(8) Uani 1 1 d . . . . .
O22 O 0.1623(4) 0.6885(3) 0.5039(3) 0.0137(8) Uani 1 1 d . . . . .
S1D S 0.03952(14) 1.08139(13) 0.35259(11) 0.0138(3) Uani 1 1 d . . . . .
C1D C 0.1640(6) 1.2004(5) 0.2745(5) 0.0205(13) Uani 1 1 d . . . . .
H1D1 H 0.1331 1.2818 0.2999 0.031 Uiso 1 1 calc R U . . .
H1D2 H 0.2569 1.1744 0.2853 0.031 Uiso 1 1 calc R U . . .
H1D3 H 0.1704 1.2101 0.1954 0.031 Uiso 1 1 calc R U . . .
C1 C 0.6138(6) 0.9051(5) 0.4804(4) 0.0129(11) Uani 1 1 d . . . . .
Br21 Br 0.07625(6) 0.51103(5) 0.73562(4) 0.01487(13) Uani 1 1 d . . . . .
Br1 Br 0.76354(6) 0.78246(5) 0.45063(5) 0.01998(14) Uani 1 1 d . . . . .
Br11 Br 0.33274(7) 0.82473(7) -0.10912(5) 0.02957(17) Uani 1 1 d . . . . .
O6 O 0.2617(4) 0.9685(3) 0.4491(3) 0.0128(8) Uani 1 1 d . . . . .
O26 O 0.1047(4) 0.6765(3) 0.3203(3) 0.0114(8) Uani 1 1 d . . . . .
O16 O 0.3120(4) 0.8316(4) 0.1371(3) 0.0159(8) Uani 1 1 d . . . . .
C22 C 0.0870(5) 0.5971(5) 0.5092(4) 0.0106(11) Uani 1 1 d . . . . .
C16 C 0.3968(5) 0.9081(5) 0.0684(4) 0.0113(11) Uani 1 1 d . . . . .
C26 C 0.0523(5) 0.5913(5) 0.4002(4) 0.0099(11) Uani 1 1 d . . . . .
C21 C 0.0343(5) 0.5053(5) 0.6014(4) 0.0101(11) Uani 1 1 d . . . . .
C11 C 0.4288(6) 0.9235(5) -0.0481(4) 0.0140(11) Uani 1 1 d . . . . .
C12 C 0.4717(5) 0.9921(5) 0.1181(4) 0.0112(11) Uani 1 1 d . . . . .
C2 C 0.4902(5) 0.8899(5) 0.4532(4) 0.0107(11) Uani 1 1 d . . . . .
C6 C 0.3690(5) 0.9903(5) 0.4750(4) 0.0108(11) Uani 1 1 d . . . . .
C10D C -0.0995(6) 1.1330(5) 0.2900(5) 0.0162(12) Uani 1 1 d . . . . .
H10A H -0.1449 1.2115 0.3152 0.024 Uiso 1 1 calc R U . . .
H10B H -0.0603 1.1495 0.2090 0.024 Uiso 1 1 calc R U . . .
H10C H -0.1694 1.0664 0.3117 0.024 Uiso 1 1 calc R U . . .
S100 S 0.13399(19) 0.17496(16) 0.96315(14) 0.0310(4) Uani 1 1 d . . . . .
O100 O 0.0655(6) 0.2857(5) 1.0210(4) 0.0437(13) Uani 1 1 d . . . . .
C102 C 0.0256(7) 0.1517(7) 0.8777(6) 0.0299(15) Uani 1 1 d . . . . .
C101 C 0.2863(7) 0.2358(7) 0.8533(6) 0.0384(18) Uani 1 1 d . . . . .
O1W O 0.1821(8) 0.5332(7) 0.9447(5) 0.0570(16) Uani 1 1 d D . . . .
S2D S 0.3744(3) 0.4977(2) 0.2838(2) 0.0065(5) Uiso 0.5 1 d . . P . .
C2D C 0.5264(14) 0.3988(13) 0.3192(12) 0.026(3) Uiso 0.5 1 d . . P . .
C20D C 0.4027(14) 0.5026(12) 0.1408(10) 0.027(3) Uiso 0.5 1 d . . P . .
H20A H 0.3120 0.4982 0.1259 0.040 Uiso 0.5 1 calc R U P . .
H20B H 0.4481 0.5823 0.0992 0.040 Uiso 0.5 1 calc R U P . .
H20C H 0.4640 0.4299 0.1176 0.040 Uiso 0.5 1 calc R U P . .
S2D' S 0.3902(6) 0.4972(6) 0.3413(5) 0.0751(15) Uiso 0.5 1 d . . P . .
C02D C 0.496(4) 0.496(3) 0.449(2) 0.125(12) Uani 0.5 1 d . . P . .
C2D' C 0.5132(18) 0.4019(16) 0.2693(16) 0.045(4) Uiso 0.5 1 d . . P . .
H1AW H 0.156(11) 0.456(4) 0.959(11) 0.15(6) Uiso 1 1 d D . . . .
H1BW H 0.114(8) 0.582(8) 0.972(11) 0.13(6) Uiso 1 1 d 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
Dy1 O1D 2.285(4) . ?
Dy1 O2D 2.320(4) . ?
Dy1 O22 2.359(4) . ?
Dy1 O12 2.370(4) . ?
Dy1 O6 2.387(4) . ?
Dy1 O16 2.388(4) . ?
Dy1 O26 2.397(4) . ?
Dy1 O2 2.400(4) . ?
O1D S1D 1.530(4) . ?
O2D S2D' 1.454(7) . ?
O2D S2D 1.526(5) . ?
O2 C2 1.245(6) . ?
O12 C12 1.259(6) . ?
O22 C22 1.259(6) . ?
S1D C1D 1.786(6) . ?
S1D C10D 1.787(5) . ?
C1D H1D1 0.9800 . ?
C1D H1D2 0.9800 . ?
C1D H1D3 0.9800 . ?
C1 C6 1.392(7) 2_676 ?
C1 C2 1.400(7) . ?
C1 Br1 1.893(5) . ?
Br21 C21 1.895(5) . ?
Br11 C11 1.886(5) . ?
O6 C6 1.255(6) . ?
O26 C26 1.245(6) . ?
O16 C16 1.246(6) . ?
C22 C21 1.379(7) . ?
C22 C26 1.545(7) . ?
C16 C11 1.408(7) . ?
C16 C12 1.540(7) . ?
C26 C21 1.405(7) 2_566 ?
C21 C26 1.405(7) 2_566 ?
C11 C12 1.381(8) 2_675 ?
C12 C11 1.381(8) 2_675 ?
C2 C6 1.538(7) . ?
C6 C1 1.392(7) 2_676 ?
C10D H10A 0.9800 . ?
C10D H10B 0.9800 . ?
C10D H10C 0.9800 . ?
S100 O100 1.519(5) . ?
S100 C101 1.800(7) . ?
S100 C102 1.804(7) . ?
O1W H1AW 0.851(10) . ?
O1W H1BW 0.852(10) . ?
S2D S2D' 0.795(6) . ?
S2D C2D' 1.629(17) . ?
S2D C20D 1.758(13) . ?
S2D C2D 1.880(14) . ?
C2D C2D' 0.682(18) . ?
C2D S2D' 1.627(14) . ?
C20D H20A 0.9800 . ?
C20D H20B 0.9800 . ?
C20D H20C 0.9800 . ?
S2D' C2D' 1.689(17) . ?
S2D' C02D 1.96(3) . ?
C02D C02D 1.36(5) 2_666 ?

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
O1D Dy1 O2D 149.48(14) . . ?
O1D Dy1 O22 102.04(13) . . ?
O2D Dy1 O22 85.29(14) . . ?
O1D Dy1 O12 87.22(13) . . ?
O2D Dy1 O12 100.29(13) . . ?
O22 Dy1 O12 151.71(13) . . ?
O1D Dy1 O6 73.49(13) . . ?
O2D Dy1 O6 137.02(14) . . ?
O22 Dy1 O6 82.02(13) . . ?
O12 Dy1 O6 75.03(12) . . ?
O1D Dy1 O16 79.55(13) . . ?
O2D Dy1 O16 76.65(14) . . ?
O22 Dy1 O16 141.26(13) . . ?
O12 Dy1 O16 66.39(12) . . ?
O6 Dy1 O16 133.50(13) . . ?
O1D Dy1 O26 79.51(13) . . ?
O2D Dy1 O26 76.46(13) . . ?
O22 Dy1 O26 66.37(12) . . ?
O12 Dy1 O26 141.92(12) . . ?
O6 Dy1 O26 132.64(12) . . ?
O16 Dy1 O26 76.12(12) . . ?
O1D Dy1 O2 137.87(13) . . ?
O2D Dy1 O2 72.06(13) . . ?
O22 Dy1 O2 82.67(13) . . ?
O12 Dy1 O2 72.98(13) . . ?
O6 Dy1 O2 65.69(12) . . ?
O16 Dy1 O2 122.18(13) . . ?
O26 Dy1 O2 137.21(12) . . ?
S1D O1D Dy1 133.1(2) . . ?
S2D' O2D S2D 30.8(3) . . ?
S2D' O2D Dy1 133.5(3) . . ?
S2D O2D Dy1 135.4(2) . . ?
C2 O2 Dy1 119.9(3) . . ?
C12 O12 Dy1 122.0(3) . . ?
C22 O22 Dy1 121.5(3) . . ?
O1D S1D C1D 104.6(3) . . ?
O1D S1D C10D 103.1(2) . . ?
C1D S1D C10D 98.6(3) . . ?
S1D C1D H1D1 109.5 . . ?
S1D C1D H1D2 109.5 . . ?
H1D1 C1D H1D2 109.5 . . ?
S1D C1D H1D3 109.5 . . ?
H1D1 C1D H1D3 109.5 . . ?
H1D2 C1D H1D3 109.5 . . ?
C6 C1 C2 121.8(5) 2_676 . ?
C6 C1 Br1 119.5(4) 2_676 . ?
C2 C1 Br1 118.6(4) . . ?
C6 O6 Dy1 120.3(3) . . ?
C26 O26 Dy1 120.5(3) . . ?
C16 O16 Dy1 121.3(3) . . ?
O22 C22 C21 126.4(5) . . ?
O22 C22 C26 114.8(4) . . ?
C21 C22 C26 118.8(5) . . ?
O16 C16 C11 126.0(5) . . ?
O16 C16 C12 115.6(5) . . ?
C11 C16 C12 118.5(5) . . ?
O26 C26 C21 125.7(5) . 2_566 ?
O26 C26 C22 115.2(4) . . ?
C21 C26 C22 119.1(5) 2_566 . ?
C22 C21 C26 122.1(5) . 2_566 ?
C22 C21 Br21 119.3(4) . . ?
C26 C21 Br21 118.6(4) 2_566 . ?
C12 C11 C16 121.9(5) 2_675 . ?
C12 C11 Br11 119.6(4) 2_675 . ?
C16 C11 Br11 118.5(4) . . ?
O12 C12 C11 125.6(5) . 2_675 ?
O12 C12 C16 114.7(5) . . ?
C11 C12 C16 119.6(5) 2_675 . ?
O2 C2 C1 125.6(5) . . ?
O2 C2 C6 115.3(5) . . ?
C1 C2 C6 119.1(5) . . ?
O6 C6 C1 126.1(5) . 2_676 ?
O6 C6 C2 114.8(5) . . ?
C1 C6 C2 119.1(5) 2_676 . ?
S1D C10D H10A 109.5 . . ?
S1D C10D H10B 109.5 . . ?
H10A C10D H10B 109.5 . . ?
S1D C10D H10C 109.5 . . ?
H10A C10D H10C 109.5 . . ?
H10B C10D H10C 109.5 . . ?
O100 S100 C101 106.9(3) . . ?
O100 S100 C102 106.3(3) . . ?
C101 S100 C102 98.0(3) . . ?
H1AW O1W H1BW 110.6(19) . . ?
S2D' S2D O2D 69.6(5) . . ?
S2D' S2D C2D' 80.4(8) . . ?
O2D S2D C2D' 112.3(7) . . ?
S2D' S2D C20D 160.3(7) . . ?
O2D S2D C20D 104.5(5) . . ?
C2D' S2D C20D 84.9(8) . . ?
S2D' S2D C2D 59.5(6) . . ?
O2D S2D C2D 102.5(5) . . ?
C2D' S2D C2D 20.9(7) . . ?
C20D S2D C2D 105.4(6) . . ?
C2D' C2D S2D' 83(2) . . ?
C2D' C2D S2D 58.4(19) . . ?
S2D' C2D S2D 24.9(3) . . ?
S2D C20D H20A 109.5 . . ?
S2D C20D H20B 109.5 . . ?
H20A C20D H20B 109.5 . . ?
S2D C20D H20C 109.5 . . ?
H20A C20D H20C 109.5 . . ?
H20B C20D H20C 109.5 . . ?
S2D S2D' O2D 79.5(5) . . ?
S2D S2D' C2D 95.6(8) . . ?
O2D S2D' C2D 119.6(6) . . ?
S2D S2D' C2D' 72.0(8) . . ?
O2D S2D' C2D' 112.7(7) . . ?
C2D S2D' C2D' 23.6(6) . . ?
S2D S2D' C02D 160.0(13) . . ?
O2D S2D' C02D 96.3(9) . . ?
C2D S2D' C02D 69.2(12) . . ?
C2D' S2D' C02D 92.1(13) . . ?
C02D C02D S2D' 152(4) 2_666 . ?
C2D C2D' S2D 101(2) . . ?
C2D C2D' S2D' 73(2) . . ?
S2D C2D' S2D' 27.7(3) . . ?

_refine_diff_density_max         2.498
_refine_diff_density_min         -1.961
_refine_diff_density_rms         0.149



# start Validation Reply Form
_vrf_PLAT220_shelxcrys184_AH2    
;
PROBLEM: Non-Solvent Resd 1 C Ueq(max)/Ueq(min) Range 10.0 Ratio
RESPONSE: : These alerts were probably caused by disordered coordinated DMSO.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_crys333a
_database_code_depnum_ccdc_archive 'CCDC 2005220'
loop_
_audit_author_name
_audit_author_address
'Sam Benmansour'
;Universidad de Valencia
Spain
;
_audit_update_record             
;
2020-05-22 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
_audit_creation_date             2020-03-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H21 Br3 Dy N3 O9'
_chemical_formula_sum            'C18 H21 Br3 Dy N3 O9'
_chemical_formula_weight         825.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.0215(5)
_cell_length_b                   13.4454(6)
_cell_length_c                   19.4727(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.859(4)
_cell_angle_gamma                90
_cell_volume                     2610.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3968
_cell_measurement_temperature    119.7(9)
_cell_measurement_theta_max      24.9360
_cell_measurement_theta_min      3.6440
_shelx_estimated_absorpt_T_max   0.753
_shelx_estimated_absorpt_T_min   0.442
_exptl_absorpt_coefficient_mu    7.505
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41q (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    2.101
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1572
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.0789
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17018
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.056
_diffrn_reflns_theta_max         25.056
_diffrn_reflns_theta_min         3.431
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.7(9)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0267
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -91.00 -35.00   1.00   37.50    --  -14.89-178.00 -60.00   56
  2  ω    -59.00  58.00   1.00   37.50    --  -14.89  19.00-180.00  117
  3  ω    -87.00  11.00   1.00   37.50    --  -14.89 -38.00 150.00   98
  4  ω    -20.00   5.00   1.00   37.50    --  -14.89 -99.00  60.00   25
  5  ω    -36.00  34.00   1.00   37.50    --  -14.89  57.00 -90.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0578723000
_diffrn_orient_matrix_UB_12      -0.0306635000
_diffrn_orient_matrix_UB_13      -0.0039786000
_diffrn_orient_matrix_UB_21      0.0008631000
_diffrn_orient_matrix_UB_22      -0.0031896000
_diffrn_orient_matrix_UB_23      0.0364019000
_diffrn_orient_matrix_UB_31      -0.0413881000
_diffrn_orient_matrix_UB_32      0.0428048000
_diffrn_orient_matrix_UB_33      -0.0001477000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3575
_reflns_number_total             4602
_reflns_odcompleteness_completeness 86.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41q (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         3.364
_refine_diff_density_min         -1.312
_refine_diff_density_rms         0.291
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         4602
_refine_ls_number_restraints     111
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0662
_refine_ls_restrained_S_all      1.109
_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)+(0.0711P)²+39.7467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1603
_refine_ls_wR_factor_ref         0.1727
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N11D-C13D \\sim N1D-C2D \\sim N21D-C22D
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O1D) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of
0.0004 and sigma for terminal atoms of 0.0008
Uanis(O12) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
Uanis(C2D) \\sim Ueq, Uanis(C3D) \\sim Ueq: with sigma of 0.0004 and sigma for
terminal atoms of 0.0008
Uanis(C12D) \\sim Ueq, Uanis(C13D) \\sim Ueq: with sigma of 0.0004 and sigma
for terminal atoms of 0.0008
Uanis(C22D) \\sim Ueq, Uanis(C23D) \\sim Ueq: with sigma of 0.0004 and sigma
for terminal atoms of 0.0008
Uanis(C4) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of 0.0008
Uanis(C1) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of 0.0008
Uanis(C11D) \\sim Ueq, Uanis(C21D) \\sim Ueq: with sigma of 0.0004 and sigma
for terminal atoms of 0.0008
Uanis(C1D) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
Uanis(N1D) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
Uanis(O21D) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
Uanis(N21D) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
4.a Me refined with riding coordinates:
 C2D(H2DA,H2DB,H2DC), C3D(H3DA,H3DB,H3DC), C12D(H12A,H12B,H12C), C13D(H13A,
 H13B,H13C), C23D(H23A,H23B,H23C)
4.b Aromatic/amide H refined with riding coordinates:
 C1D(H1D), C11D(H11D), C21D(H21D)
4.c Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,C6)
4.d Idealised Me refined as rotating group:
 C22D(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Dy1 Dy 0.70067(6) 0.27997(4) 0.38566(3) 0.0144(2) Uani 1 1 d . . . . .
O2 O 0.5961(8) 0.1570(6) 0.3097(4) 0.0170(18) Uani 1 1 d . . . . .
O3 O 0.8519(8) 0.1568(6) 0.3434(4) 0.021(2) Uani 1 1 d . . . . .
O12 O 0.6570(8) 0.4540(6) 0.4001(4) 0.0142(17) Uani 1 1 d . U . . .
O1D O 0.6891(8) 0.1314(6) 0.4548(4) 0.023(2) Uani 1 1 d . U . . .
O11D O 0.8949(8) 0.2976(6) 0.4639(4) 0.021(2) Uani 1 1 d . . . . .
O21D O 0.4583(8) 0.2880(6) 0.3833(4) 0.0207(19) Uani 1 1 d . U . . .
C1 C 0.6054(5) 0.0159(6) 0.2401(4) 0.017(3) Uani 1 1 d . U . . .
C2 C 0.6643(7) 0.0876(5) 0.2849(4) 0.019(3) Uani 1 1 d G . . . .
C3 C 0.7998(7) 0.0813(5) 0.3082(4) 0.018(3) Uani 1 1 d G . . . .
C4 C 0.8765(5) 0.0033(6) 0.2867(4) 0.020(3) Uani 1 1 d G U . . .
C5 C 0.8177(7) -0.0684(5) 0.2419(4) 0.015(2) Uani 1 1 d G U . . .
C6 C 0.6821(7) -0.0621(5) 0.2186(4) 0.019(3) Uani 1 1 d G . . . .
Br1 Br 0.41395(13) 0.03071(10) 0.20740(7) 0.0265(3) Uani 1 1 d . . . . .
Br4 Br 1.06664(13) -0.00648(10) 0.31649(8) 0.0292(4) Uani 1 1 d . . . . .
O5 O 0.8799(8) -0.1469(6) 0.2244(4) 0.0195(19) Uani 1 1 d . . . . .
O6 O 0.6321(8) -0.1248(6) 0.1709(4) 0.0173(18) Uani 1 1 d . . . . .
C11 C 0.5162(12) 0.5711(9) 0.4465(6) 0.016(2) Uani 1 1 d . U . . .
Br11 Br 0.53221(15) 0.66503(10) 0.37457(7) 0.0284(4) Uani 1 1 d . . . . .
C12 C 0.5832(13) 0.4801(9) 0.4435(6) 0.018(3) Uani 1 1 d . . . . .
C16 C 0.4333(12) 0.5963(9) 0.4975(6) 0.016(3) Uani 1 1 d . . . . .
O16 O 0.3690(9) 0.6739(6) 0.5022(4) 0.0187(19) Uani 1 1 d . . . . .
C1D C 0.6469(13) 0.1124(10) 0.5106(7) 0.026(3) Uani 1 1 d . U . . .
H1D H 0.608396 0.164851 0.534630 0.031 Uiso 1 1 calc R . . . .
N1D N 0.6523(11) 0.0211(8) 0.5392(6) 0.028(3) Uani 1 1 d D U . . .
C2D C 0.7104(17) -0.0620(12) 0.5052(8) 0.046(4) Uani 1 1 d D U . . .
H2DA H 0.705704 -0.121975 0.533408 0.069 Uiso 1 1 calc R . . . .
H2DB H 0.660380 -0.072758 0.459887 0.069 Uiso 1 1 calc R . . . .
H2DC H 0.804317 -0.047261 0.499294 0.069 Uiso 1 1 calc R . . . .
C3D C 0.6000(16) 0.0032(12) 0.6053(8) 0.042(4) Uani 1 1 d . U . . .
H3DA H 0.612498 -0.067003 0.617992 0.063 Uiso 1 1 calc R . . . .
H3DB H 0.648218 0.044973 0.640889 0.063 Uiso 1 1 calc R . . . .
H3DC H 0.504257 0.019491 0.601504 0.063 Uiso 1 1 calc R . . . .
C11D C 0.9438(13) 0.2595(10) 0.5171(7) 0.025(3) Uani 1 1 d . U . . .
H11D H 0.909286 0.196400 0.528347 0.030 Uiso 1 1 calc R . . . .
N11D N 1.0393(11) 0.2965(8) 0.5607(5) 0.025(3) Uani 1 1 d D . . . .
C12D C 1.0897(17) 0.2462(13) 0.6234(8) 0.046(4) Uani 1 1 d . U . . .
H12A H 1.160372 0.286512 0.648353 0.069 Uiso 1 1 calc R . . . .
H12B H 1.016428 0.236634 0.652513 0.069 Uiso 1 1 calc R . . . .
H12C H 1.126406 0.181413 0.612136 0.069 Uiso 1 1 calc R . . . .
C13D C 1.0954(15) 0.3954(10) 0.5493(8) 0.033(3) Uani 1 1 d D U . . .
H13A H 1.165251 0.410672 0.586778 0.050 Uiso 1 1 calc R . . . .
H13B H 1.134375 0.396009 0.505145 0.050 Uiso 1 1 calc R . . . .
H13C H 1.024089 0.445338 0.548404 0.050 Uiso 1 1 calc R . . . .
C21D C 0.3762(12) 0.2783(9) 0.3310(6) 0.019(3) Uani 1 1 d . U . . .
H21D H 0.411827 0.270401 0.287901 0.023 Uiso 1 1 calc R . . . .
N21D N 0.2462(10) 0.2782(8) 0.3303(5) 0.022(2) Uani 1 1 d D U . . .
C22D C 0.1799(16) 0.2882(12) 0.3927(7) 0.041(4) Uani 1 1 d D U . . .
H22A H 0.139113 0.224484 0.403368 0.062 Uiso 1 1 calc GR . . . .
H22B H 0.109975 0.339226 0.385874 0.062 Uiso 1 1 calc GR . . . .
H22C H 0.245656 0.307548 0.431091 0.062 Uiso 1 1 calc GR . . . .
C23D C 0.1573(15) 0.2615(11) 0.2670(7) 0.034(3) Uani 1 1 d . U . . .
H23A H 0.063776 0.264275 0.277373 0.051 Uiso 1 1 calc R . . . .
H23B H 0.172922 0.313031 0.233122 0.051 Uiso 1 1 calc R . . . .
H23C H 0.175798 0.195963 0.248040 0.051 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
Dy1 O2 2.387(8) . ?
Dy1 O3 2.443(8) . ?
Dy1 O12 2.402(8) . ?
Dy1 O1D 2.419(9) . ?
Dy1 O11D 2.357(8) . ?
Dy1 O21D 2.427(8) . ?
Dy1 O5 2.420(8) 2_655 ?
Dy1 O6 2.456(8) 2_655 ?
Dy1 O16 2.440(8) 3_666 ?
O2 C2 1.280(9) . ?
O3 C3 1.305(9) . ?
O12 C12 1.231(14) . ?
O1D C1D 1.232(15) . ?
O11D C11D 1.214(15) . ?
O21D C21D 1.248(14) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 Br1 1.969(5) . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 Br4 1.939(5) . ?
C5 C6 1.3900 . ?
C5 O5 1.289(9) . ?
C6 O6 1.317(9) . ?
C11 Br11 1.905(12) . ?
C11 C12 1.400(17) . ?
C11 C16 1.399(16) . ?
C12 C16 1.562(16) 3_666 ?
C16 O16 1.235(14) . ?
C1D H1D 0.9500 . ?
C1D N1D 1.347(17) . ?
N1D C2D 1.451(14) . ?
N1D C3D 1.458(18) . ?
C2D H2DA 0.9800 . ?
C2D H2DB 0.9800 . ?
C2D H2DC 0.9800 . ?
C3D H3DA 0.9800 . ?
C3D H3DB 0.9800 . ?
C3D H3DC 0.9800 . ?
C11D H11D 0.9500 . ?
C11D N11D 1.311(17) . ?
N11D C12D 1.442(19) . ?
N11D C13D 1.469(14) . ?
C12D H12A 0.9800 . ?
C12D H12B 0.9800 . ?
C12D H12C 0.9800 . ?
C13D H13A 0.9800 . ?
C13D H13B 0.9800 . ?
C13D H13C 0.9800 . ?
C21D H21D 0.9500 . ?
C21D N21D 1.302(16) . ?
N21D C22D 1.450(14) . ?
N21D C23D 1.463(18) . ?
C22D H22A 0.9800 . ?
C22D H22B 0.9800 . ?
C22D H22C 0.9800 . ?
C23D H23A 0.9800 . ?
C23D H23B 0.9800 . ?
C23D H23C 0.9800 . ?

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
O2 Dy1 O3 64.6(3) . . ?
O2 Dy1 O12 132.3(3) . . ?
O2 Dy1 O1D 74.3(3) . . ?
O2 Dy1 O21D 69.1(3) . . ?
O2 Dy1 O5 69.4(3) . 2_655 ?
O2 Dy1 O6 111.1(3) . 2_655 ?
O2 Dy1 O16 125.6(3) . 3_666 ?
O3 Dy1 O6 74.2(3) . 2_655 ?
O12 Dy1 O3 145.7(3) . . ?
O12 Dy1 O1D 136.1(3) . . ?
O12 Dy1 O21D 76.4(3) . . ?
O12 Dy1 O5 70.1(3) . 2_655 ?
O12 Dy1 O6 71.7(3) . 2_655 ?
O12 Dy1 O16 64.9(3) . 3_666 ?
O1D Dy1 O3 72.2(3) . . ?
O1D Dy1 O21D 86.7(3) . . ?
O1D Dy1 O5 142.9(3) . 2_655 ?
O1D Dy1 O6 138.9(3) . 2_655 ?
O1D Dy1 O16 71.2(3) . 3_666 ?
O11D Dy1 O2 138.7(3) . . ?
O11D Dy1 O3 77.6(3) . . ?
O11D Dy1 O12 88.6(3) . . ?
O11D Dy1 O1D 78.9(3) . . ?
O11D Dy1 O21D 140.0(3) . . ?
O11D Dy1 O5 135.2(3) . 2_655 ?
O11D Dy1 O6 71.4(3) . 2_655 ?
O11D Dy1 O16 71.9(3) . 3_666 ?
O21D Dy1 O3 132.6(3) . . ?
O21D Dy1 O6 134.1(3) . 2_655 ?
O21D Dy1 O16 68.2(3) . 3_666 ?
O5 Dy1 O3 98.0(3) 2_655 . ?
O5 Dy1 O21D 73.9(3) 2_655 . ?
O5 Dy1 O6 64.7(3) 2_655 2_655 ?
O5 Dy1 O16 126.1(3) 2_655 3_666 ?
O16 Dy1 O3 135.9(3) 3_666 . ?
O16 Dy1 O6 122.6(3) 3_666 2_655 ?
C2 O2 Dy1 121.4(6) . . ?
C3 O3 Dy1 118.4(6) . . ?
C12 O12 Dy1 119.2(7) . . ?
C1D O1D Dy1 134.6(9) . . ?
C11D O11D Dy1 138.1(9) . . ?
C21D O21D Dy1 125.8(8) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 Br1 118.0(4) . . ?
C6 C1 Br1 122.0(4) . . ?
O2 C2 C1 122.3(6) . . ?
O2 C2 C3 117.6(6) . . ?
C3 C2 C1 120.0 . . ?
O3 C3 C2 116.7(6) . . ?
O3 C3 C4 122.8(6) . . ?
C4 C3 C2 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 Br4 121.2(4) . . ?
C5 C4 Br4 118.8(4) . . ?
C6 C5 C4 120.0 . . ?
O5 C5 C4 123.2(6) . . ?
O5 C5 C6 116.5(6) . . ?
C5 C6 C1 120.0 . . ?
O6 C6 C1 120.9(6) . . ?
O6 C6 C5 118.7(6) . . ?
C5 O5 Dy1 116.1(6) . 2_645 ?
C6 O6 Dy1 115.0(5) . 2_645 ?
C12 C11 Br11 118.2(9) . . ?
C16 C11 Br11 117.5(9) . . ?
C16 C11 C12 124.2(11) . . ?
O12 C12 C11 127.0(11) . . ?
O12 C12 C16 115.8(10) . 3_666 ?
C11 C12 C16 117.2(10) . 3_666 ?
C11 C16 C12 118.6(11) . 3_666 ?
O16 C16 C11 127.5(11) . . ?
O16 C16 C12 113.9(10) . 3_666 ?
C16 O16 Dy1 118.7(7) . 3_666 ?
O1D C1D H1D 118.3 . . ?
O1D C1D N1D 123.4(13) . . ?
N1D C1D H1D 118.3 . . ?
C1D N1D C2D 120.9(12) . . ?
C1D N1D C3D 120.9(12) . . ?
C2D N1D C3D 118.2(12) . . ?
N1D C2D H2DA 109.5 . . ?
N1D C2D H2DB 109.5 . . ?
N1D C2D H2DC 109.5 . . ?
H2DA C2D H2DB 109.5 . . ?
H2DA C2D H2DC 109.5 . . ?
H2DB C2D H2DC 109.5 . . ?
N1D C3D H3DA 109.5 . . ?
N1D C3D H3DB 109.5 . . ?
N1D C3D H3DC 109.5 . . ?
H3DA C3D H3DB 109.5 . . ?
H3DA C3D H3DC 109.5 . . ?
H3DB C3D H3DC 109.5 . . ?
O11D C11D H11D 116.7 . . ?
O11D C11D N11D 126.7(13) . . ?
N11D C11D H11D 116.7 . . ?
C11D N11D C12D 122.7(12) . . ?
C11D N11D C13D 120.8(11) . . ?
C12D N11D C13D 116.5(11) . . ?
N11D C12D H12A 109.5 . . ?
N11D C12D H12B 109.5 . . ?
N11D C12D H12C 109.5 . . ?
H12A C12D H12B 109.5 . . ?
H12A C12D H12C 109.5 . . ?
H12B C12D H12C 109.5 . . ?
N11D C13D H13A 109.5 . . ?
N11D C13D H13B 109.5 . . ?
N11D C13D H13C 109.5 . . ?
H13A C13D H13B 109.5 . . ?
H13A C13D H13C 109.5 . . ?
H13B C13D H13C 109.5 . . ?
O21D C21D H21D 117.2 . . ?
O21D C21D N21D 125.7(12) . . ?
N21D C21D H21D 117.2 . . ?
C21D N21D C22D 122.4(12) . . ?
C21D N21D C23D 122.1(11) . . ?
C23D N21D C22D 115.4(11) . . ?
N21D C22D H22A 109.5 . . ?
N21D C22D H22B 109.5 . . ?
N21D C22D H22C 109.5 . . ?
H22A C22D H22B 109.5 . . ?
H22A C22D H22C 109.5 . . ?
H22B C22D H22C 109.5 . . ?
N21D C23D H23A 109.5 . . ?
N21D C23D H23B 109.5 . . ?
N21D C23D H23C 109.5 . . ?
H23A C23D H23B 109.5 . . ?
H23A C23D H23C 109.5 . . ?
H23B C23D H23C 109.5 . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop usin paratone oil'
_olex2_submission_original_sample_id AH188
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.401
_oxdiff_exptl_absorpt_empirical_full_min 0.724
####################################################################### 
# 
# 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_crys115a
_database_code_depnum_ccdc_archive 'CCDC 1565283'
loop_
_audit_author_name
_audit_author_address
'Sam Benmansour'
;Universidad de Valencia
Spain
;
_audit_update_record             
;
2020-05-22 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        GL103
_chemical_formula_moiety         'C9 H6 Br3 O9 Yb, 2(H2 O), O'
_chemical_formula_sum            'C9 H10 Br3 O12 Yb'
_chemical_formula_weight         722.94
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 S O2'
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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0568(4)
_cell_length_b                   10.2351(4)
_cell_length_c                   10.9160(5)
_cell_angle_alpha                65.763(4)
_cell_angle_beta                 70.612(4)
_cell_angle_gamma                80.712(4)
_cell_volume                     870.00(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6671
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      25.0176
_cell_measurement_theta_min      3.1803
_shelx_estimated_absorpt_T_max   0.525
_shelx_estimated_absorpt_T_min   0.297
_exptl_absorpt_coefficient_mu    12.322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57358
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.760
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             670
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10897
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.072
_diffrn_reflns_theta_max         25.072
_diffrn_reflns_theta_min         3.187
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector_area_resol_mean 16.0267
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -89.00    8.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.6340  -77.0000 -180.0000 97

#__ type_ start__ end____ width___ exp.time_
  2 omega  -89.00    9.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.6340  -77.0000  -30.0000 98

#__ type_ start__ end____ width___ exp.time_
  3 omega  -85.00   -4.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.6340  -57.0000   60.0000 81

#__ type_ start__ end____ width___ exp.time_
  4 omega  -90.00    6.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.6340  -38.0000 -180.0000 96

#__ type_ start__ end____ width___ exp.time_
  5 omega   22.00   63.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.8840  -99.0000 -120.0000 41

#__ type_ start__ end____ width___ exp.time_
  6 omega  -48.00   27.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.8840  -57.0000  -60.0000 75

#__ type_ start__ end____ width___ exp.time_
  7 omega  -52.00   35.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.8840  -38.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
  8 omega  -49.00   47.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.8840  -77.0000  120.0000 96

#__ type_ start__ end____ width___ exp.time_
  9 omega    7.00   83.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.8840 -133.0000   82.0137 76
;
_diffrn_measurement_device_type  
'SuperNova, Single source at offset), Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0438154000
_diffrn_orient_matrix_UB_12      0.0606726000
_diffrn_orient_matrix_UB_13      0.0101447000
_diffrn_orient_matrix_UB_21      -0.0614627000
_diffrn_orient_matrix_UB_22      -0.0160446000
_diffrn_orient_matrix_UB_23      -0.0179029000
_diffrn_orient_matrix_UB_31      -0.0346639000
_diffrn_orient_matrix_UB_32      -0.0429210000
_diffrn_orient_matrix_UB_33      0.0716895000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2946
_reflns_number_total             3072
_reflns_odcompleteness_completeness 77.03
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.452
_refine_diff_density_min         -0.979
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3072
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0237
_refine_ls_R_factor_gt           0.0224
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0372P)²+1.5402P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0595
_refine_ls_wR_factor_ref         0.0608
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups, All O(H,H,H,H) groups
2. Restrained distances
 O11W-H11A
 0.86 with sigma of 0.01
 O11W-H11B
 0.86 with sigma of 0.01
 H11A-H11B
 1.4 with sigma of 0.01
 Yb1-O13W
 2.35 with sigma of 0.01
 O13W-H13A = O13W-H13B
 0.8 with sigma of 0.01
 H13A-H13B
 1.4 with sigma of 0.01
 O2W-H13B
 2 with sigma of 0.01
 H13B-H2WA
 2.23 with sigma of 0.01
3. Rigid bond restraints
 O3W
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
4. Uiso/Uaniso restraints and constraints
Uanis(O3W) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
Uanis(O3W') \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
Uanis(O2W) \\sim Ueq: with sigma of 0.0004 and sigma for terminal atoms of
0.0008
5. Others
 Fixed Sof: O3W(0.8) O3W'(0.2)
6.a Free rotating group:
 O1W(H1WA,H1WB), O2W(H11A,H11B,H2WA,H2WB)
6.b Rotating group:
 O12W(H12A,H12B), O13W(H13A,H13B)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_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 0.70597(2) 0.74646(2) 0.24564(2) 0.00985(8) Uani 1 1 d D . . . .
O11W O 0.4938(3) 0.5836(3) 0.3278(3) 0.0148(6) Uani 1 1 d D . . . .
O12W O 0.5025(4) 0.8652(3) 0.1566(3) 0.0177(7) Uani 1 1 d . . . . .
H12A H 0.529282 0.882477 0.066974 0.027 Uiso 1 1 d GR . . . .
H12B H 0.488075 0.950050 0.160411 0.027 Uiso 1 1 d GR . . . .
O13W O 0.8515(4) 0.9161(3) 0.0449(3) 0.0170(7) Uani 1 1 d D . . . .
H13A H 0.932664 0.908859 -0.032515 0.026 Uiso 1 1 d DGR . . . .
H13B H 0.845706 1.009521 0.036261 0.026 Uiso 1 1 d DGR . . . .
O2 O 0.5423(3) 0.7483(3) 0.4659(3) 0.0122(6) Uani 1 1 d . . . . .
O12 O 0.7550(3) 0.5222(3) 0.4068(3) 0.0139(6) Uani 1 1 d . . . . .
O22 O 0.7398(3) 0.6560(3) 0.0711(3) 0.0135(6) Uani 1 1 d . . . . .
C1 C 0.4310(5) 0.8734(4) 0.6164(4) 0.0117(8) Uani 1 1 d . . . . .
Br1 Br 0.34329(5) 0.70684(4) 0.77217(4) 0.01583(11) Uani 1 1 d . . . . .
C2 C 0.5175(5) 0.8606(4) 0.4903(4) 0.0111(8) Uani 1 1 d . . . . .
C6 C 0.4083(5) 1.0033(4) 0.6343(4) 0.0119(9) Uani 1 1 d . . . . .
O6 O 0.3303(3) 1.0218(3) 0.7441(3) 0.0138(6) Uani 1 1 d . . . . .
C11 C 0.9369(5) 0.3717(4) 0.5154(4) 0.0129(9) Uani 1 1 d . . . . .
Br11 Br 0.85598(6) 0.20459(5) 0.53089(5) 0.02072(12) Uani 1 1 d . . . . .
C12 C 0.8724(5) 0.5039(5) 0.4500(4) 0.0118(9) Uani 1 1 d . . . . .
C16 C 1.0598(5) 0.3584(4) 0.5706(4) 0.0119(9) Uani 1 1 d . . . . .
O16 O 1.1204(3) 0.2423(3) 0.6373(3) 0.0132(6) Uani 1 1 d . . . . .
C21 C 0.8794(5) 0.5226(4) -0.0678(4) 0.0127(9) Uani 1 1 d . . . . .
Br21 Br 0.71987(5) 0.54644(5) -0.15197(4) 0.01648(11) Uani 1 1 d . . . . .
C22 C 0.8590(5) 0.5855(4) 0.0287(4) 0.0114(8) Uani 1 1 d . . . . .
C26 C 1.0077(5) 0.4313(4) -0.0920(4) 0.0131(9) Uani 1 1 d . . . . .
O26 O 1.0258(4) 0.3559(3) -0.1620(3) 0.0147(6) Uani 1 1 d . . . . .
O1W O 0.9991(4) 0.9275(4) -0.2244(4) 0.0283(8) Uani 1 1 d . . . . .
H1WA H 1.082083 0.871362 -0.228457 0.042 Uiso 1 1 d G . . . .
H1WB H 1.027143 1.016213 -0.260393 0.042 Uiso 1 1 d G . . . .
O2W O 0.7336(4) 1.1882(3) -0.0654(3) 0.0254(8) Uani 1 1 d D U . . .
H11A H 0.525105 0.499113 0.377041 0.038 Uiso 1 1 d DG . . . .
H11B H 0.393906 0.590904 0.366248 0.038 Uiso 1 1 d DG . . . .
H2WA H 0.665572 1.183092 0.014432 0.038 Uiso 1 1 d DG . . . .
H2WB H 0.807774 1.244961 -0.086215 0.038 Uiso 1 1 d G . . . .
O3W O 0.3321(6) 1.0967(5) 0.1885(5) 0.0275(10) Uani 0.8 1 d . U P . .
O3W' O 0.415(2) 1.1404(19) 0.1265(19) 0.026(4) Uani 0.2 1 d . U P . .


_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 O11W 2.437(3) . ?
Yb1 O12W 2.305(3) . ?
Yb1 H12A 2.7251 . ?
Yb1 H12B 2.7207 . ?
Yb1 O13W 2.291(3) . ?
Yb1 O2 2.375(3) . ?
Yb1 O12 2.331(3) . ?
Yb1 O22 2.356(3) . ?
Yb1 O6 2.385(3) 2_676 ?
Yb1 C12 3.145(4) . ?
Yb1 C16 3.162(4) 2_766 ?
Yb1 O16 2.373(3) 2_766 ?
Yb1 O26 2.515(3) 2_765 ?
O11W H11A 0.8706 . ?
O11W H11B 0.8671 . ?
O12W H12A 0.8729 . ?
O12W H12B 0.8734 . ?
O13W H13A 0.9389 . ?
O13W H13B 0.9163 . ?
O2 C2 1.254(5) . ?
O12 C12 1.258(5) . ?
O22 C22 1.261(5) . ?
C1 Br1 1.894(4) . ?
C1 C2 1.388(6) . ?
C1 C6 1.394(6) . ?
C2 C6 1.543(6) 2_676 ?
C6 O6 1.246(5) . ?
C11 Br11 1.891(4) . ?
C11 C12 1.382(6) . ?
C11 C16 1.397(6) . ?
C12 C16 1.531(6) 2_766 ?
C16 O16 1.260(5) . ?
C21 Br21 1.890(4) . ?
C21 C22 1.396(6) . ?
C21 C26 1.393(6) . ?
C22 C26 1.533(6) 2_765 ?
C26 O26 1.252(5) . ?
O1W H1WA 0.8697 . ?
O1W H1WB 0.8715 . ?
O2W H2WA 0.8703 . ?
O2W H2WB 0.8699 . ?
O3W O3W' 0.860(18) . ?

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
O11W Yb1 H12A 75.9 . . ?
O11W Yb1 H12B 83.2 . . ?
O11W Yb1 C12 88.56(10) . . ?
O11W Yb1 C16 114.07(10) . 2_766 ?
O11W Yb1 O26 114.33(10) . 2_765 ?
O12W Yb1 O11W 69.72(10) . . ?
O12W Yb1 H12A 17.6 . . ?
O12W Yb1 H12B 17.6 . . ?
O12W Yb1 O2 86.65(11) . . ?
O12W Yb1 O12 137.68(10) . . ?
O12W Yb1 O22 79.57(11) . . ?
O12W Yb1 O6 71.38(10) . 2_676 ?
O12W Yb1 C12 157.06(11) . . ?
O12W Yb1 C16 161.44(11) . 2_766 ?
O12W Yb1 O16 143.96(10) . 2_766 ?
O12W Yb1 O26 138.43(10) . 2_765 ?
H12A Yb1 H12B 29.3 . . ?
O13W Yb1 O11W 141.27(11) . . ?
O13W Yb1 O12W 82.58(11) . . ?
O13W Yb1 H12A 70.4 . . ?
O13W Yb1 H12B 76.7 . . ?
O13W Yb1 O2 133.92(10) . . ?
O13W Yb1 O12 136.16(11) . . ?
O13W Yb1 O22 76.31(10) . . ?
O13W Yb1 O6 67.56(10) . 2_676 ?
O13W Yb1 C12 120.11(11) . . ?
O13W Yb1 C16 100.88(11) . 2_766 ?
O13W Yb1 O16 88.31(11) . 2_766 ?
O13W Yb1 O26 70.04(10) . 2_765 ?
O2 Yb1 O11W 72.37(10) . . ?
O2 Yb1 H12A 104.2 . . ?
O2 Yb1 H12B 79.7 . . ?
O2 Yb1 O6 66.52(9) . 2_676 ?
O2 Yb1 C12 79.55(10) . . ?
O2 Yb1 C16 77.81(10) . 2_766 ?
O2 Yb1 O26 134.83(10) . 2_765 ?
O12 Yb1 O11W 68.27(10) . . ?
O12 Yb1 H12A 142.2 . . ?
O12 Yb1 H12B 147.1 . . ?
O12 Yb1 O2 76.25(10) . . ?
O12 Yb1 O22 92.55(10) . . ?
O12 Yb1 O6 131.29(10) . 2_676 ?
O12 Yb1 C12 20.42(10) . . ?
O12 Yb1 C16 47.92(10) . 2_766 ?
O12 Yb1 O16 67.77(10) . 2_766 ?
O12 Yb1 O26 67.01(10) . 2_765 ?
O22 Yb1 O11W 72.55(10) . . ?
O22 Yb1 H12A 65.0 . . ?
O22 Yb1 H12B 94.3 . . ?
O22 Yb1 O2 144.87(10) . . ?
O22 Yb1 O6 135.73(10) . 2_676 ?
O22 Yb1 C12 101.44(10) . . ?
O22 Yb1 C16 118.99(10) . 2_766 ?
O22 Yb1 O16 131.83(10) . 2_766 ?
O22 Yb1 O26 64.23(10) . 2_765 ?
O6 Yb1 O11W 123.91(10) 2_676 . ?
O6 Yb1 H12A 79.0 2_676 . ?
O6 Yb1 H12B 53.7 2_676 . ?
O6 Yb1 C12 118.29(10) 2_676 . ?
O6 Yb1 C16 92.91(10) 2_676 2_766 ?
O6 Yb1 O26 121.64(10) 2_676 2_765 ?
C12 Yb1 H12A 161.7 . . ?
C12 Yb1 H12B 159.2 . . ?
C12 Yb1 C16 28.09(10) . 2_766 ?
C16 Yb1 H12A 169.8 2_766 . ?
C16 Yb1 H12B 145.3 2_766 . ?
O16 Yb1 O11W 129.86(10) 2_766 . ?
O16 Yb1 H12A 149.7 2_766 . ?
O16 Yb1 H12B 126.4 2_766 . ?
O16 Yb1 O2 74.88(10) 2_766 . ?
O16 Yb1 O6 72.90(10) 2_766 2_676 ?
O16 Yb1 C12 48.56(10) 2_766 . ?
O16 Yb1 C16 20.66(10) 2_766 2_766 ?
O16 Yb1 O26 67.60(9) 2_766 2_765 ?
O26 Yb1 H12A 120.9 2_765 . ?
O26 Yb1 H12B 143.6 2_765 . ?
O26 Yb1 C12 56.97(10) 2_765 . ?
O26 Yb1 C16 58.29(10) 2_765 2_766 ?
Yb1 O11W H11A 107.2 . . ?
Yb1 O11W H11B 132.0 . . ?
H11A O11W H11B 107.0 . . ?
Yb1 O12W H12A 109.6 . . ?
Yb1 O12W H12B 109.2 . . ?
H12A O12W H12B 104.3 . . ?
Yb1 O13W H13A 132.1 . . ?
Yb1 O13W H13B 120.2 . . ?
H13A O13W H13B 107.1 . . ?
C2 O2 Yb1 121.3(3) . . ?
C12 O12 Yb1 119.3(3) . . ?
C22 O22 Yb1 124.7(3) . . ?
C2 C1 Br1 118.7(3) . . ?
C2 C1 C6 122.8(4) . . ?
C6 C1 Br1 118.5(3) . . ?
O2 C2 C1 126.5(4) . . ?
O2 C2 C6 115.5(4) . 2_676 ?
C1 C2 C6 117.9(4) . 2_676 ?
C1 C6 C2 119.3(4) . 2_676 ?
O6 C6 C1 125.7(4) . . ?
O6 C6 C2 115.0(4) . 2_676 ?
C6 O6 Yb1 121.5(3) . 2_676 ?
C12 C11 Br11 119.1(3) . . ?
C12 C11 C16 121.7(4) . . ?
C16 C11 Br11 119.2(3) . . ?
O12 C12 Yb1 40.28(19) . . ?
O12 C12 C11 124.6(4) . . ?
O12 C12 C16 115.0(4) . 2_766 ?
C11 C12 Yb1 160.3(3) . . ?
C11 C12 C16 120.4(4) . 2_766 ?
C16 C12 Yb1 76.6(2) 2_766 . ?
C11 C16 Yb1 165.0(3) . 2_766 ?
C11 C16 C12 117.8(4) . 2_766 ?
C12 C16 Yb1 75.3(2) 2_766 2_766 ?
O16 C16 Yb1 41.65(19) . 2_766 ?
O16 C16 C11 125.8(4) . . ?
O16 C16 C12 116.4(4) . 2_766 ?
C16 O16 Yb1 117.7(3) . 2_766 ?
C22 C21 Br21 119.2(3) . . ?
C26 C21 Br21 119.7(3) . . ?
C26 C21 C22 120.8(4) . . ?
O22 C22 C21 126.4(4) . . ?
O22 C22 C26 115.4(4) . 2_765 ?
C21 C22 C26 118.2(4) . 2_765 ?
C21 C26 C22 120.5(4) . 2_765 ?
O26 C26 C21 125.4(4) . . ?
O26 C26 C22 114.2(4) . 2_765 ?
C26 O26 Yb1 119.0(3) . 2_765 ?
H1WA O1W H1WB 109.4 . . ?
H2WA O2W H2WB 109.5 . . ?

_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop with paratone oil'
_olex2_submission_original_sample_id GL103
_olex2_submission_special_instructions 'No special instructions were received'
