# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_4
_audit_block_doi                 10.5517/ccdc.csd.cc1q1vf1
_database_code_depnum_ccdc_archive 'CCDC 1580703'
_audit_update_record             
;
2017-10-18 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;
_audit_creation_date             2017-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 N4 O9 Tm, Br'
_chemical_formula_sum            'C34 H24 Br N4 O9 Tm'
_chemical_formula_weight         881.41
_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'
Br Br -0.2901 2.4595 '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'
Tm Tm -0.3139 5.2483 '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                   10.3230(5)
_cell_length_b                   11.8090(5)
_cell_length_c                   14.0890(7)
_cell_angle_alpha                82.680(4)
_cell_angle_beta                 68.826(4)
_cell_angle_gamma                68.581(4)
_cell_volume                     1490.93(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3978
_cell_measurement_temperature    290.92(10)
_cell_measurement_theta_max      27.8610
_cell_measurement_theta_min      3.9560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.383
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.963
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0786
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12611
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         3.376
_diffrn_ambient_temperature      290.92(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   35.00   81.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       20.1071  178.0000    0.0000 46

#__ type_ start__ end____ width___ exp.time_
  2 omega   36.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       20.1071  178.0000   90.0000 55

#__ type_ start__ end____ width___ exp.time_
  3 omega  -48.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       20.1071  -57.0000  120.0000 76

#__ type_ start__ end____ width___ exp.time_
  4 omega   21.00   93.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       20.1071   38.0000 -120.0000 72

#__ type_ start__ end____ width___ exp.time_
  5 omega  -17.00   18.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571  -99.0000  -90.0000 35

#__ type_ start__ end____ width___ exp.time_
  6 omega  -20.00   19.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571  -99.0000   30.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega  -47.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  -77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   22.00   48.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  -77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega  -47.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  -77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 10 omega    7.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  -77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 11 omega  -33.00    2.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  -57.0000   60.0000 35
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0190454000
_diffrn_orient_matrix_UB_12      0.0447124000
_diffrn_orient_matrix_UB_13      0.0356654000
_diffrn_orient_matrix_UB_21      0.0727829000
_diffrn_orient_matrix_UB_22      0.0009632000
_diffrn_orient_matrix_UB_23      -0.0190236000
_diffrn_orient_matrix_UB_31      -0.0193371000
_diffrn_orient_matrix_UB_32      0.0456808000
_diffrn_orient_matrix_UB_33      -0.0358542000
_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                5058
_reflns_number_total             5865
_reflns_odcompleteness_completeness 99.77
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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    ?
_refine_diff_density_max         0.889
_refine_diff_density_min         -0.909
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         5865
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.007
_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)+(0.0129P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0626
_refine_ls_wR_factor_ref         0.0696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Rotating group:
 O9(H9A)
2.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C32(H32), C30(H30), C26(H26), C21(H21), C29(H29), C24(H24),
 C33(H33), C25(H25), C20(H20), C23(H23), C7(H7), C3(H3), C8(H8), C4(H4), C9(H9),
  C16(H16), C15(H15), C10(H10), C6(H6), C13(H13), C12(H12)
;
_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
Tm1 Tm 0.75733(2) -0.03746(2) 0.52998(2) 0.02056(8) Uani 1 1 d . . . . .
O7 O 0.6951(4) 0.8040(3) -0.4713(3) 0.0321(9) Uani 1 1 d . . . . .
N4 N 0.9387(4) 0.3501(3) -0.2011(3) 0.0243(10) Uani 1 1 d . . . . .
O6 O 0.6932(4) 0.0482(3) 0.3854(3) 0.0318(9) Uani 1 1 d . . . . .
C27 C 0.8689(6) 0.3269(4) -0.1057(4) 0.0262(12) Uani 1 1 d . . . . .
H27 H 0.7687 0.3652 -0.0706 0.031 Uiso 1 1 calc R . . . .
C18 C 0.8231(6) 0.0151(4) 0.3265(4) 0.0271(12) Uani 1 1 d . . . . .
O8 O 0.7104(4) 0.6555(3) -0.5577(3) 0.0401(10) Uani 1 1 d . . . . .
N3 N 0.9620(4) 0.2408(3) -0.0668(3) 0.0250(10) Uani 1 1 d . . . . .
C34 C 0.7224(5) 0.6917(4) -0.4852(4) 0.0231(11) Uani 1 1 d . . . . .
C28 C 0.8769(5) 0.4359(4) -0.2700(4) 0.0247(12) Uani 1 1 d . . . . .
O5 O 0.9230(4) -0.0639(3) 0.3546(3) 0.0396(10) Uani 1 1 d . . . . .
C31 C 0.7715(5) 0.6034(4) -0.4063(4) 0.0203(11) Uani 1 1 d . . . . .
C32 C 0.8475(5) 0.4823(4) -0.4328(4) 0.0280(12) Uani 1 1 d . . . . .
H32 H 0.8626 0.4561 -0.4968 0.034 Uiso 1 1 calc R . . . .
C19 C 0.8584(6) 0.0756(4) 0.2242(4) 0.0254(12) Uani 1 1 d . . . . .
C22 C 0.9261(5) 0.1895(4) 0.0342(4) 0.0248(12) Uani 1 1 d . . . . .
C30 C 0.7466(5) 0.6360(4) -0.3089(4) 0.0269(12) Uani 1 1 d . . . . .
H30 H 0.6940 0.7167 -0.2887 0.032 Uiso 1 1 calc R . . . .
C26 C 1.0851(5) 0.2770(4) -0.2251(4) 0.0284(12) Uani 1 1 d . . . . .
H26 H 1.1602 0.2737 -0.2872 0.034 Uiso 1 1 calc R . . . .
C21 C 0.7838(5) 0.2236(4) 0.1003(4) 0.0327(13) Uani 1 1 d . . . . .
H21 H 0.7089 0.2847 0.0828 0.039 Uiso 1 1 calc R . . . .
C29 C 0.7971(5) 0.5527(4) -0.2401(4) 0.0299(13) Uani 1 1 d . . . . .
H29 H 0.7762 0.5770 -0.1744 0.036 Uiso 1 1 calc R . . . .
C24 C 1.0012(7) 0.0476(6) 0.1585(5) 0.061(2) Uani 1 1 d . . . . .
H24 H 1.0776 -0.0096 0.1773 0.073 Uiso 1 1 calc R . . . .
C33 C 0.9013(5) 0.3993(4) -0.3657(4) 0.0261(12) Uani 1 1 d . . . . .
H33 H 0.9543 0.3184 -0.3853 0.031 Uiso 1 1 calc R . . . .
C25 C 1.0990(6) 0.2108(4) -0.1413(4) 0.0295(13) Uani 1 1 d . . . . .
H25 H 1.1864 0.1545 -0.1353 0.035 Uiso 1 1 calc R . . . .
C20 C 0.7517(6) 0.1664(5) 0.1939(4) 0.0344(14) Uani 1 1 d . . . . .
H20 H 0.6541 0.1902 0.2381 0.041 Uiso 1 1 calc R . . . .
C23 C 1.0333(6) 0.1029(6) 0.0651(5) 0.063(2) Uani 1 1 d . . . . .
H23 H 1.1311 0.0805 0.0216 0.075 Uiso 1 1 calc R . . . .
O2 O 1.0359(3) 0.1663(3) 0.4444(3) 0.0297(9) Uani 1 1 d . . . . .
O1 O 0.8365(3) 0.1148(3) 0.5250(3) 0.0255(8) Uani 1 1 d . . . . .
C1 C 0.9040(5) 0.1782(4) 0.4619(4) 0.0212(11) Uani 1 1 d . . . . .
Br1 Br 1.0000 0.5000 0.0000 0.0397(2) Uani 1 2 d S T P . .
Br2 Br 0.5000 0.5000 0.0000 0.0525(3) Uani 1 2 d S T P . .
O9 O 0.5231(4) 0.0949(3) 0.5786(3) 0.0332(10) Uani 1 1 d . . . . .
H9A H 0.4778 0.0896 0.6447 0.050 Uiso 1 1 d GR . . . .
O3 O 0.4393(4) 1.0593(3) -0.2247(3) 0.0387(10) Uani 1 1 d . . . . .
O4 O 0.6768(4) 0.9550(3) -0.2957(3) 0.0291(8) Uani 1 1 d . . . . .
N2 N 0.5323(4) 0.7084(3) 0.1480(3) 0.0261(10) Uani 1 1 d . . . . .
C7 C 0.8948(5) 0.3377(4) 0.3241(4) 0.0246(12) Uani 1 1 d . . . . .
H7 H 0.9972 0.3145 0.3040 0.030 Uiso 1 1 calc R . . . .
C3 C 0.6709(5) 0.3099(4) 0.4314(4) 0.0250(12) Uani 1 1 d . . . . .
H3 H 0.6202 0.2679 0.4826 0.030 Uiso 1 1 calc R . . . .
C8 C 0.4497(6) 0.6477(5) 0.3057(4) 0.0367(14) Uani 1 1 d . . . . .
H8 H 0.3903 0.6432 0.3729 0.044 Uiso 1 1 calc R . . . .
C14 C 0.5542(5) 0.9061(4) -0.1258(4) 0.0236(11) Uani 1 1 d . . . . .
C17 C 0.5571(6) 0.9794(4) -0.2222(4) 0.0271(12) Uani 1 1 d . . . . .
C4 C 0.5942(5) 0.4061(4) 0.3825(4) 0.0282(12) Uani 1 1 d . . . . .
H4 H 0.4919 0.4293 0.4016 0.034 Uiso 1 1 calc R . . . .
C2 C 0.8215(5) 0.2770(4) 0.4043(4) 0.0214(11) Uani 1 1 d . . . . .
N1 N 0.5882(4) 0.5691(3) 0.2573(3) 0.0280(10) Uani 1 1 d . . . . .
C11 C 0.5411(5) 0.7753(4) 0.0547(4) 0.0240(12) Uani 1 1 d . . . . .
C5 C 0.6684(5) 0.4664(4) 0.3065(4) 0.0239(11) Uani 1 1 d . . . . .
C9 C 0.4162(6) 0.7328(4) 0.2371(4) 0.0376(15) Uani 1 1 d . . . . .
H9 H 0.3277 0.7980 0.2487 0.045 Uiso 1 1 calc R . . . .
C16 C 0.6746(5) 0.7657(4) -0.0179(4) 0.0289(13) Uani 1 1 d . . . . .
H16 H 0.7613 0.7161 -0.0067 0.035 Uiso 1 1 calc R . . . .
C15 C 0.6820(6) 0.8296(4) -0.1086(4) 0.0309(13) Uani 1 1 d . . . . .
H15 H 0.7737 0.8209 -0.1583 0.037 Uiso 1 1 calc R . . . .
C10 C 0.6348(5) 0.6072(4) 0.1621(4) 0.0266(12) Uani 1 1 d . . . . .
H10 H 0.7255 0.5685 0.1129 0.032 Uiso 1 1 calc R . . . .
C6 C 0.8195(5) 0.4319(4) 0.2732(4) 0.0271(12) Uani 1 1 d . . . . .
H6 H 0.8698 0.4703 0.2183 0.032 Uiso 1 1 calc R . . . .
C13 C 0.4224(6) 0.9135(4) -0.0525(4) 0.0344(14) Uani 1 1 d . . . . .
H13 H 0.3354 0.9638 -0.0629 0.041 Uiso 1 1 calc R . . . .
C12 C 0.4135(5) 0.8482(4) 0.0375(4) 0.0324(13) Uani 1 1 d . . . . .
H12 H 0.3217 0.8538 0.0857 0.039 Uiso 1 1 calc R . . . .
H9B H 0.458(6) 0.133(4) 0.551(4) 0.044(18) Uiso 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
Tm1 O7 2.194(3) 1_546 ?
Tm1 O6 2.360(3) . ?
Tm1 C18 2.740(5) . ?
Tm1 O5 2.425(4) . ?
Tm1 O2 2.246(3) 2_756 ?
Tm1 O1 2.215(3) . ?
Tm1 O9 2.253(3) . ?
Tm1 O4 2.293(3) 1_546 ?
O7 Tm1 2.194(3) 1_564 ?
O7 C34 1.277(5) . ?
N4 C27 1.323(6) . ?
N4 C28 1.449(6) . ?
N4 C26 1.377(6) . ?
O6 C18 1.239(6) . ?
C27 H27 0.9300 . ?
C27 N3 1.336(5) . ?
C18 O5 1.260(6) . ?
C18 C19 1.507(7) . ?
O8 C34 1.218(6) . ?
N3 C22 1.447(6) . ?
N3 C25 1.373(6) . ?
C34 C31 1.518(6) . ?
C28 C29 1.351(6) . ?
C28 C33 1.376(7) . ?
C31 C32 1.380(6) . ?
C31 C30 1.380(7) . ?
C32 H32 0.9300 . ?
C32 C33 1.382(6) . ?
C19 C24 1.370(7) . ?
C19 C20 1.380(6) . ?
C22 C21 1.364(7) . ?
C22 C23 1.368(6) . ?
C30 H30 0.9300 . ?
C30 C29 1.388(6) . ?
C26 H26 0.9300 . ?
C26 C25 1.353(6) . ?
C21 H21 0.9300 . ?
C21 C20 1.388(7) . ?
C29 H29 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.374(8) . ?
C33 H33 0.9300 . ?
C25 H25 0.9300 . ?
C20 H20 0.9300 . ?
C23 H23 0.9300 . ?
O2 Tm1 2.246(3) 2_756 ?
O2 C1 1.250(5) . ?
O1 C1 1.265(5) . ?
C1 C2 1.509(6) . ?
O9 H9A 0.8847 . ?
O9 H9B 0.85(5) . ?
O3 C17 1.247(5) . ?
O4 Tm1 2.293(3) 1_564 ?
O4 C17 1.254(6) . ?
N2 C11 1.436(6) . ?
N2 C9 1.360(6) . ?
N2 C10 1.325(5) . ?
C7 H7 0.9300 . ?
C7 C2 1.391(6) . ?
C7 C6 1.387(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(6) . ?
C3 C2 1.372(6) . ?
C8 H8 0.9300 . ?
C8 N1 1.363(6) . ?
C8 C9 1.343(6) . ?
C14 C17 1.511(6) . ?
C14 C15 1.386(6) . ?
C14 C13 1.359(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.361(6) . ?
N1 C5 1.450(5) . ?
N1 C10 1.331(6) . ?
C11 C16 1.362(6) . ?
C11 C12 1.373(6) . ?
C5 C6 1.369(6) . ?
C9 H9 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.392(6) . ?
C15 H15 0.9300 . ?
C10 H10 0.9300 . ?
C6 H6 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.388(6) . ?
C12 H12 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
O7 Tm1 O6 92.84(12) 1_546 . ?
O7 Tm1 C18 97.76(14) 1_546 . ?
O7 Tm1 O5 94.45(13) 1_546 . ?
O7 Tm1 O2 87.81(12) 1_546 2_756 ?
O7 Tm1 O1 175.92(12) 1_546 . ?
O7 Tm1 O9 94.74(13) 1_546 . ?
O7 Tm1 O4 88.91(13) 1_546 1_546 ?
O6 Tm1 C18 26.80(12) . . ?
O6 Tm1 O5 53.72(11) . . ?
O5 Tm1 C18 27.38(12) . . ?
O2 Tm1 O6 134.95(13) 2_756 . ?
O2 Tm1 C18 108.56(14) 2_756 . ?
O2 Tm1 O5 81.31(12) 2_756 . ?
O2 Tm1 O9 154.81(13) 2_756 . ?
O2 Tm1 O4 79.43(12) 2_756 1_546 ?
O1 Tm1 O6 87.50(12) . . ?
O1 Tm1 C18 80.73(13) . . ?
O1 Tm1 O5 82.46(13) . . ?
O1 Tm1 O2 89.08(12) . 2_756 ?
O1 Tm1 O9 89.20(13) . . ?
O1 Tm1 O4 93.11(12) . 1_546 ?
O9 Tm1 O6 70.05(13) . . ?
O9 Tm1 C18 95.94(14) . . ?
O9 Tm1 O5 123.33(12) . . ?
O9 Tm1 O4 75.57(12) . 1_546 ?
O4 Tm1 O6 145.60(12) 1_546 . ?
O4 Tm1 C18 169.67(13) 1_546 . ?
O4 Tm1 O5 160.30(12) 1_546 . ?
C34 O7 Tm1 154.0(3) . 1_564 ?
C27 N4 C28 127.8(4) . . ?
C27 N4 C26 107.4(4) . . ?
C26 N4 C28 124.8(4) . . ?
C18 O6 Tm1 94.0(3) . . ?
N4 C27 H27 124.6 . . ?
N4 C27 N3 110.7(4) . . ?
N3 C27 H27 124.6 . . ?
O6 C18 Tm1 59.2(3) . . ?
O6 C18 O5 119.8(5) . . ?
O6 C18 C19 118.5(4) . . ?
O5 C18 Tm1 62.2(3) . . ?
O5 C18 C19 121.6(5) . . ?
C19 C18 Tm1 164.4(3) . . ?
C27 N3 C22 126.8(4) . . ?
C27 N3 C25 106.5(4) . . ?
C25 N3 C22 126.6(4) . . ?
O7 C34 C31 116.7(5) . . ?
O8 C34 O7 122.5(5) . . ?
O8 C34 C31 120.8(4) . . ?
C29 C28 N4 119.5(5) . . ?
C29 C28 C33 120.2(4) . . ?
C33 C28 N4 120.3(4) . . ?
C18 O5 Tm1 90.4(3) . . ?
C32 C31 C34 118.6(4) . . ?
C32 C31 C30 117.0(4) . . ?
C30 C31 C34 124.4(4) . . ?
C31 C32 H32 119.5 . . ?
C31 C32 C33 120.9(5) . . ?
C33 C32 H32 119.5 . . ?
C24 C19 C18 121.0(5) . . ?
C24 C19 C20 116.4(5) . . ?
C20 C19 C18 122.5(5) . . ?
C21 C22 N3 121.1(4) . . ?
C21 C22 C23 118.1(5) . . ?
C23 C22 N3 120.8(5) . . ?
C31 C30 H30 118.8 . . ?
C31 C30 C29 122.5(4) . . ?
C29 C30 H30 118.8 . . ?
N4 C26 H26 126.5 . . ?
C25 C26 N4 107.1(5) . . ?
C25 C26 H26 126.5 . . ?
C22 C21 H21 120.2 . . ?
C22 C21 C20 119.5(4) . . ?
C20 C21 H21 120.2 . . ?
C28 C29 C30 119.0(5) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C19 C24 H24 119.5 . . ?
C19 C24 C23 121.0(5) . . ?
C23 C24 H24 119.5 . . ?
C28 C33 C32 120.3(4) . . ?
C28 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
N3 C25 H25 125.9 . . ?
C26 C25 N3 108.3(4) . . ?
C26 C25 H25 125.9 . . ?
C19 C20 C21 122.7(5) . . ?
C19 C20 H20 118.6 . . ?
C21 C20 H20 118.6 . . ?
C22 C23 C24 122.1(5) . . ?
C22 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C1 O2 Tm1 141.4(3) . 2_756 ?
C1 O1 Tm1 140.7(3) . . ?
O2 C1 O1 124.3(4) . . ?
O2 C1 C2 116.6(4) . . ?
O1 C1 C2 119.0(4) . . ?
Tm1 O9 H9A 110.9 . . ?
Tm1 O9 H9B 138(4) . . ?
H9A O9 H9B 108.5 . . ?
C17 O4 Tm1 139.0(3) . 1_564 ?
C9 N2 C11 127.2(4) . . ?
C10 N2 C11 126.1(4) . . ?
C10 N2 C9 106.7(4) . . ?
C2 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C2 121.9(4) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(5) . . ?
N1 C8 H8 126.9 . . ?
C9 C8 H8 126.9 . . ?
C9 C8 N1 106.3(5) . . ?
C15 C14 C17 122.5(5) . . ?
C13 C14 C17 119.8(4) . . ?
C13 C14 C15 117.7(5) . . ?
O3 C17 O4 123.7(5) . . ?
O3 C17 C14 117.9(5) . . ?
O4 C17 C14 118.4(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(5) . . ?
C5 C4 H4 119.9 . . ?
C7 C2 C1 121.4(4) . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 C7 118.5(4) . . ?
C8 N1 C5 123.8(4) . . ?
C10 N1 C8 108.1(4) . . ?
C10 N1 C5 128.0(4) . . ?
C16 C11 N2 120.8(4) . . ?
C16 C11 C12 119.5(5) . . ?
C12 C11 N2 119.7(4) . . ?
C4 C5 N1 120.3(4) . . ?
C4 C5 C6 121.7(4) . . ?
C6 C5 N1 118.0(4) . . ?
N2 C9 H9 125.4 . . ?
C8 C9 N2 109.1(4) . . ?
C8 C9 H9 125.4 . . ?
C11 C16 H16 119.8 . . ?
C11 C16 C15 120.4(5) . . ?
C15 C16 H16 119.8 . . ?
C14 C15 C16 120.6(5) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
N2 C10 N1 109.7(4) . . ?
N2 C10 H10 125.1 . . ?
N1 C10 H10 125.1 . . ?
C7 C6 H6 121.2 . . ?
C5 C6 C7 117.6(4) . . ?
C5 C6 H6 121.2 . . ?
C14 C13 H13 118.9 . . ?
C14 C13 C12 122.1(5) . . ?
C12 C13 H13 118.9 . . ?
C11 C12 C13 119.6(5) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?

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
Tm1 O7 C34 O8 -106.2(8) 1_564 . . . ?
Tm1 O7 C34 C31 73.7(9) 1_564 . . . ?
Tm1 O6 C18 O5 14.8(5) . . . . ?
Tm1 O6 C18 C19 -162.2(4) . . . . ?
Tm1 C18 C19 C24 98.8(14) . . . . ?
Tm1 C18 C19 C20 -77.2(15) . . . . ?
Tm1 O2 C1 O1 14.2(9) 2_756 . . . ?
Tm1 O2 C1 C2 -167.0(3) 2_756 . . . ?
Tm1 O1 C1 O2 -104.4(6) . . . . ?
Tm1 O1 C1 C2 76.8(6) . . . . ?
Tm1 O4 C17 O3 -28.1(8) 1_564 . . . ?
Tm1 O4 C17 C14 150.4(4) 1_564 . . . ?
O7 C34 C31 C32 -158.9(4) . . . . ?
O7 C34 C31 C30 20.4(7) . . . . ?
N4 C27 N3 C22 -178.6(4) . . . . ?
N4 C27 N3 C25 1.7(6) . . . . ?
N4 C28 C29 C30 175.8(4) . . . . ?
N4 C28 C33 C32 -177.4(4) . . . . ?
N4 C26 C25 N3 1.1(6) . . . . ?
O6 C18 O5 Tm1 -14.3(5) . . . . ?
O6 C18 C19 C24 176.2(6) . . . . ?
O6 C18 C19 C20 0.1(8) . . . . ?
C27 N4 C28 C29 52.3(7) . . . . ?
C27 N4 C28 C33 -128.8(6) . . . . ?
C27 N4 C26 C25 -0.1(6) . . . . ?
C27 N3 C22 C21 3.0(8) . . . . ?
C27 N3 C22 C23 -178.9(5) . . . . ?
C27 N3 C25 C26 -1.7(6) . . . . ?
C18 C19 C24 C23 180.0(6) . . . . ?
C18 C19 C20 C21 179.1(5) . . . . ?
O8 C34 C31 C32 21.0(7) . . . . ?
O8 C34 C31 C30 -159.7(5) . . . . ?
N3 C22 C21 C20 175.5(5) . . . . ?
N3 C22 C23 C24 -176.3(6) . . . . ?
C34 C31 C32 C33 176.6(4) . . . . ?
C34 C31 C30 C29 -178.2(4) . . . . ?
C28 N4 C27 N3 179.2(4) . . . . ?
C28 N4 C26 C25 179.7(4) . . . . ?
O5 C18 C19 C24 -0.8(8) . . . . ?
O5 C18 C19 C20 -176.8(5) . . . . ?
C31 C32 C33 C28 1.5(8) . . . . ?
C31 C30 C29 C28 1.7(8) . . . . ?
C32 C31 C30 C29 1.2(8) . . . . ?
C19 C18 O5 Tm1 162.6(4) . . . . ?
C19 C24 C23 C22 1.5(12) . . . . ?
C22 N3 C25 C26 178.5(4) . . . . ?
C22 C21 C20 C19 0.3(9) . . . . ?
C30 C31 C32 C33 -2.8(7) . . . . ?
C26 N4 C27 N3 -1.0(6) . . . . ?
C26 N4 C28 C29 -127.5(5) . . . . ?
C26 N4 C28 C33 51.4(7) . . . . ?
C21 C22 C23 C24 1.9(10) . . . . ?
C29 C28 C33 C32 1.6(8) . . . . ?
C24 C19 C20 C21 2.9(8) . . . . ?
C33 C28 C29 C30 -3.1(8) . . . . ?
C25 N3 C22 C21 -177.2(5) . . . . ?
C25 N3 C22 C23 0.9(8) . . . . ?
C20 C19 C24 C23 -3.7(10) . . . . ?
C23 C22 C21 C20 -2.7(8) . . . . ?
O2 C1 C2 C7 10.4(7) . . . . ?
O2 C1 C2 C3 -168.8(5) . . . . ?
O1 C1 C2 C7 -170.8(5) . . . . ?
O1 C1 C2 C3 10.1(7) . . . . ?
N2 C11 C16 C15 179.1(5) . . . . ?
N2 C11 C12 C13 179.5(5) . . . . ?
C3 C4 C5 N1 -178.1(4) . . . . ?
C3 C4 C5 C6 2.7(8) . . . . ?
C8 N1 C5 C4 32.7(7) . . . . ?
C8 N1 C5 C6 -148.2(5) . . . . ?
C8 N1 C10 N2 1.0(6) . . . . ?
C14 C13 C12 C11 1.3(8) . . . . ?
C17 C14 C15 C16 178.6(5) . . . . ?
C17 C14 C13 C12 -179.9(5) . . . . ?
C4 C3 C2 C1 175.9(4) . . . . ?
C4 C3 C2 C7 -3.2(8) . . . . ?
C4 C5 C6 C7 -4.1(8) . . . . ?
C2 C7 C6 C5 1.9(8) . . . . ?
C2 C3 C4 C5 1.1(8) . . . . ?
N1 C8 C9 N2 -0.7(6) . . . . ?
N1 C5 C6 C7 176.7(4) . . . . ?
C11 N2 C9 C8 178.7(5) . . . . ?
C11 N2 C10 N1 -178.8(4) . . . . ?
C11 C16 C15 C14 1.5(8) . . . . ?
C5 N1 C10 N2 -176.2(4) . . . . ?
C9 N2 C11 C16 159.7(5) . . . . ?
C9 N2 C11 C12 -21.5(8) . . . . ?
C9 N2 C10 N1 -1.4(6) . . . . ?
C9 C8 N1 C5 177.2(5) . . . . ?
C9 C8 N1 C10 -0.2(6) . . . . ?
C16 C11 C12 C13 -1.7(8) . . . . ?
C15 C14 C17 O3 -169.3(5) . . . . ?
C15 C14 C17 O4 12.2(7) . . . . ?
C15 C14 C13 C12 0.5(8) . . . . ?
C10 N2 C11 C16 -23.4(8) . . . . ?
C10 N2 C11 C12 155.3(5) . . . . ?
C10 N2 C9 C8 1.3(6) . . . . ?
C10 N1 C5 C4 -150.5(5) . . . . ?
C10 N1 C5 C6 28.6(8) . . . . ?
C6 C7 C2 C1 -177.4(4) . . . . ?
C6 C7 C2 C3 1.7(8) . . . . ?
C13 C14 C17 O3 11.2(7) . . . . ?
C13 C14 C17 O4 -167.3(5) . . . . ?
C13 C14 C15 C16 -1.9(8) . . . . ?
C12 C11 C16 C15 0.4(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_3
_audit_block_doi                 10.5517/ccdc.csd.cc1q1vg2
_database_code_depnum_ccdc_archive 'CCDC 1580704'
_audit_update_record             
;
2017-10-18 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;
_audit_creation_date             2017-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 N4 O9 Tm, Cl'
_chemical_formula_sum            'C34 H24 Cl N4 O9 Tm'
_chemical_formula_weight         836.95
_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'
Tm Tm -0.3139 5.2483 '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                   10.3347(10)
_cell_length_b                   11.8348(8)
_cell_length_c                   14.1006(11)
_cell_angle_alpha                82.848(6)
_cell_angle_beta                 68.734(8)
_cell_angle_gamma                68.687(8)
_cell_volume                     1497.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5942
_cell_measurement_temperature    294.58(10)
_cell_measurement_theta_max      28.4410
_cell_measurement_theta_min      3.5900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.120
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.856
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12274
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         26.019
_diffrn_reflns_theta_min         3.364
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.58(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   22.00   76.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854   57.0000   30.0000 54

#__ type_ start__ end____ width___ exp.time_
  2 omega  -24.00   39.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854  -57.0000 -120.0000 63

#__ type_ start__ end____ width___ exp.time_
  3 omega  -19.00   24.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.1479  -99.0000   60.0000 43

#__ type_ start__ end____ width___ exp.time_
  4 omega  -38.00   36.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854  -19.0000   90.0000 74

#__ type_ start__ end____ width___ exp.time_
  5 omega  -38.00   16.00   1.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854  -57.0000   60.0000 36

#__ type_ start__ end____ width___ exp.time_
  6 omega   -7.00   53.00   1.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854   77.0000  -30.0000 40

#__ type_ start__ end____ width___ exp.time_
  7 omega   43.00   68.50   1.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854  178.0000 -180.0000 17

#__ type_ start__ end____ width___ exp.time_
  8 omega  -33.00   18.00   1.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854  -77.0000 -150.0000 34

#__ type_ start__ end____ width___ exp.time_
  9 omega   22.00   55.00   1.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       20.5854  -99.0000 -150.0000 22
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0176719000
_diffrn_orient_matrix_UB_12      0.0175275000
_diffrn_orient_matrix_UB_13      -0.0518196000
_diffrn_orient_matrix_UB_21      0.0457706000
_diffrn_orient_matrix_UB_22      -0.0607329000
_diffrn_orient_matrix_UB_23      -0.0149628000
_diffrn_orient_matrix_UB_31      -0.0611853000
_diffrn_orient_matrix_UB_32      -0.0119603000
_diffrn_orient_matrix_UB_33      -0.0024012000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_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                5343
_reflns_number_total             5879
_reflns_odcompleteness_completeness 99.72
_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, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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    ?
_refine_diff_density_max         1.118
_refine_diff_density_min         -0.660
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         5879
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.044
_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)+(0.0171P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0549
_refine_ls_wR_factor_ref         0.0589
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Rotating group:
 O9(H9A)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C10(H10), C9(H9), C8(H8), C15(H15), C3(H3), C13(H13), C12(H12),
 C6(H6), C4(H4), C7(H7), C20(H20), C23(H23), C21(H21), C25(H25), C24(H24),
 C27(H27), C29(H29), C26(H26), C30(H30), C32(H32), C33(H33)
;
_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
Tm1 Tm 0.71563(2) 0.03608(2) 0.52981(2) 0.02365(6) Uani 1 1 d . . . . .
O2 O 0.7848(3) -0.0594(2) 0.7789(2) 0.0424(7) Uani 1 1 d . . . . .
C11 C 0.0208(4) 0.5361(3) 1.3025(3) 0.0272(8) Uani 1 1 d . . . . .
O1 O 0.6186(3) 0.0443(2) 0.7036(2) 0.0346(6) Uani 1 1 d . . . . .
N2 N 0.1486(3) 0.4339(3) 1.2549(2) 0.0297(7) Uani 1 1 d . . . . .
C16 C -0.1006(4) 0.5720(3) 1.2705(3) 0.0306(9) Uani 1 1 d . . . . .
H16 H -0.0977 0.5341 1.2155 0.037 Uiso 1 1 calc R . . . .
C10 C 0.1967(4) 0.3965(3) 1.1592(3) 0.0297(9) Uani 1 1 d . . . . .
H10 H 0.1550 0.4343 1.1101 0.036 Uiso 1 1 calc R . . . .
O4 O -0.3624(3) 0.8849(2) 1.5248(2) 0.0295(6) Uani 1 1 d . . . . .
N1 N 0.3150(3) 0.2956(3) 1.1454(2) 0.0290(7) Uani 1 1 d . . . . .
C5 C 0.4004(4) 0.2284(3) 1.0522(3) 0.0273(8) Uani 1 1 d . . . . .
C14 C -0.2302(4) 0.7233(3) 1.4046(3) 0.0232(8) Uani 1 1 d . . . . .
C9 C 0.2405(5) 0.3546(3) 1.3031(3) 0.0423(11) Uani 1 1 d . . . . .
H9 H 0.2326 0.3599 1.3703 0.051 Uiso 1 1 calc R . . . .
C8 C 0.3425(5) 0.2691(3) 1.2358(3) 0.0394(10) Uani 1 1 d . . . . .
H8 H 0.4183 0.2035 1.2476 0.047 Uiso 1 1 calc R . . . .
C15 C -0.2259(4) 0.6657(3) 1.3227(3) 0.0286(9) Uani 1 1 d . . . . .
H15 H -0.3084 0.6905 1.3028 0.034 Uiso 1 1 calc R . . . .
C2 C 0.5706(4) 0.0950(3) 0.8734(3) 0.0257(8) Uani 1 1 d . . . . .
C3 C 0.6280(4) 0.0883(3) 0.9492(3) 0.0378(10) Uani 1 1 d . . . . .
H3 H 0.7244 0.0371 0.9405 0.045 Uiso 1 1 calc R . . . .
C13 C -0.1055(4) 0.6883(3) 1.4326(3) 0.0276(8) Uani 1 1 d . . . . .
H13 H -0.1060 0.7289 1.4852 0.033 Uiso 1 1 calc R . . . .
C17 C -0.3695(4) 0.8213(3) 1.4625(3) 0.0244(8) Uani 1 1 d . . . . .
C12 C 0.0187(4) 0.5940(3) 1.3828(3) 0.0301(9) Uani 1 1 d . . . . .
H12 H 0.1011 0.5691 1.4029 0.036 Uiso 1 1 calc R . . . .
C6 C 0.3396(4) 0.2362(3) 0.9778(3) 0.0334(9) Uani 1 1 d . . . . .
H6 H 0.2421 0.2853 0.9876 0.040 Uiso 1 1 calc R . . . .
C1 C 0.6658(4) 0.0208(3) 0.7786(3) 0.0312(9) Uani 1 1 d . . . . .
C4 C 0.5452(4) 0.1560(3) 1.0379(3) 0.0380(10) Uani 1 1 d . . . . .
H4 H 0.5865 0.1528 1.0872 0.046 Uiso 1 1 calc R . . . .
C7 C 0.4256(4) 0.1703(3) 0.8890(3) 0.0303(9) Uani 1 1 d . . . . .
H7 H 0.3857 0.1763 0.8384 0.036 Uiso 1 1 calc R . . . .
O3 O -0.4852(3) 0.8311(2) 1.4475(2) 0.0319(6) Uani 1 1 d . . . . .
O9 O 0.8978(3) -0.0995(3) 0.5836(2) 0.0386(7) Uani 1 1 d . . . . .
H9A H 0.9779 -0.1218 0.5330 0.058 Uiso 1 1 d GR . . . .
Cl1 Cl 0.0000 0.5000 1.0000 0.0471(4) Uani 1 2 d S T P . .
Cl2 Cl 0.5000 0.5000 1.0000 0.0682(6) Uani 1 2 d S T P . .
O5 O 0.7785(3) 0.1958(2) 0.5283(2) 0.0346(7) Uani 1 1 d . . . . .
N3 N 0.2674(3) 0.6466(3) 0.8006(2) 0.0290(7) Uani 1 1 d . . . . .
O7 O -0.0749(3) 0.9482(2) 1.3874(2) 0.0410(7) Uani 1 1 d . . . . .
O6 O 0.8467(3) 0.3467(2) 0.4434(2) 0.0458(7) Uani 1 1 d . . . . .
O8 O -0.2743(3) 1.0599(2) 1.3528(2) 0.0454(7) Uani 1 1 d . . . . .
N4 N 0.1098(4) 0.7534(3) 0.9350(2) 0.0310(7) Uani 1 1 d . . . . .
C19 C 0.6379(4) 0.3972(3) 0.5947(3) 0.0261(8) Uani 1 1 d . . . . .
C18 C 0.7636(4) 0.3089(3) 0.5149(3) 0.0285(9) Uani 1 1 d . . . . .
C22 C 0.3981(4) 0.5625(3) 0.7323(3) 0.0269(8) Uani 1 1 d . . . . .
C20 C 0.5708(4) 0.3624(3) 0.6923(3) 0.0333(9) Uani 1 1 d . . . . .
H20 H 0.6063 0.2820 0.7112 0.040 Uiso 1 1 calc R . . . .
C23 C 0.4646(4) 0.6016(3) 0.6361(3) 0.0309(9) Uani 1 1 d . . . . .
H23 H 0.4290 0.6821 0.6175 0.037 Uiso 1 1 calc R . . . .
C21 C 0.4531(4) 0.4438(3) 0.7617(3) 0.0366(10) Uani 1 1 d . . . . .
H21 H 0.4109 0.4195 0.8274 0.044 Uiso 1 1 calc R . . . .
C25 C 0.1450(4) 0.7196(3) 0.7761(3) 0.0352(10) Uani 1 1 d . . . . .
H25 H 0.1327 0.7225 0.7136 0.042 Uiso 1 1 calc R . . . .
C24 C 0.5850(4) 0.5183(3) 0.5687(3) 0.0306(9) Uani 1 1 d . . . . .
H24 H 0.6316 0.5438 0.5044 0.037 Uiso 1 1 calc R . . . .
C28 C 0.0450(4) 0.8062(3) 1.0356(3) 0.0309(9) Uani 1 1 d . . . . .
C27 C 0.2437(4) 0.6676(3) 0.8970(3) 0.0318(9) Uani 1 1 d . . . . .
H27 H 0.3086 0.6295 0.9322 0.038 Uiso 1 1 calc R . . . .
C34 C -0.1456(4) 0.9810(3) 1.3267(3) 0.0324(9) Uani 1 1 d . . . . .
C29 C 0.1211(4) 0.7718(4) 1.1025(3) 0.0383(10) Uani 1 1 d . . . . .
H29 H 0.2131 0.7105 1.0851 0.046 Uiso 1 1 calc R . . . .
C26 C 0.0472(4) 0.7852(3) 0.8594(3) 0.0339(9) Uani 1 1 d . . . . .
H26 H -0.0456 0.8418 0.8653 0.041 Uiso 1 1 calc R . . . .
C30 C 0.0588(4) 0.8297(4) 1.1965(3) 0.0387(10) Uani 1 1 d . . . . .
H30 H 0.1106 0.8068 1.2417 0.046 Uiso 1 1 calc R . . . .
C31 C -0.0774(4) 0.9200(3) 1.2245(3) 0.0293(9) Uani 1 1 d . . . . .
C32 C -0.1542(5) 0.9489(4) 1.1587(4) 0.0616(15) Uani 1 1 d . . . . .
H32 H -0.2483 1.0073 1.1773 0.074 Uiso 1 1 calc R . . . .
C33 C -0.0935(5) 0.8922(4) 1.0649(4) 0.0693(17) Uani 1 1 d . . . . .
H33 H -0.1475 0.9127 1.0211 0.083 Uiso 1 1 calc R . . . .
H9B H 0.886(5) -0.098(4) 0.647(4) 0.060(15) Uiso 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
Tm1 O1 2.286(3) . ?
Tm1 O4 2.230(2) 1_644 ?
Tm1 O3 2.257(2) 2_567 ?
Tm1 O9 2.288(3) . ?
Tm1 O5 2.207(2) . ?
Tm1 O7 2.352(3) 1_644 ?
Tm1 O8 2.444(3) 1_644 ?
Tm1 C34 2.737(4) 1_644 ?
O2 C1 1.252(4) . ?
C11 N2 1.434(4) . ?
C11 C16 1.390(5) . ?
C11 C12 1.385(5) . ?
O1 C1 1.280(4) . ?
N2 C10 1.328(5) . ?
N2 C9 1.381(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.384(5) . ?
C10 H10 0.9300 . ?
C10 N1 1.335(4) . ?
O4 Tm1 2.230(2) 1_466 ?
O4 C17 1.263(4) . ?
N1 C5 1.430(5) . ?
N1 C8 1.379(5) . ?
C5 C6 1.385(5) . ?
C5 C4 1.381(5) . ?
C14 C15 1.391(5) . ?
C14 C13 1.389(5) . ?
C14 C17 1.501(5) . ?
C9 H9 0.9300 . ?
C9 C8 1.332(5) . ?
C8 H8 0.9300 . ?
C15 H15 0.9300 . ?
C2 C3 1.380(5) . ?
C2 C1 1.496(5) . ?
C2 C7 1.388(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(5) . ?
C13 H13 0.9300 . ?
C13 C12 1.373(5) . ?
C17 O3 1.252(4) . ?
C12 H12 0.9300 . ?
C6 H6 0.9300 . ?
C6 C7 1.378(5) . ?
C4 H4 0.9300 . ?
C7 H7 0.9300 . ?
O3 Tm1 2.257(2) 2_567 ?
O9 H9A 0.8508 . ?
O9 H9B 0.86(5) . ?
O5 C18 1.288(4) . ?
N3 C22 1.435(5) . ?
N3 C25 1.383(4) . ?
N3 C27 1.331(5) . ?
O7 Tm1 2.352(3) 1_466 ?
O7 C34 1.258(4) . ?
O6 C18 1.222(5) . ?
O8 Tm1 2.444(3) 1_466 ?
O8 C34 1.266(5) . ?
N4 C28 1.443(5) . ?
N4 C27 1.345(5) . ?
N4 C26 1.385(5) . ?
C19 C18 1.514(5) . ?
C19 C20 1.385(5) . ?
C19 C24 1.390(5) . ?
C22 C23 1.388(5) . ?
C22 C21 1.383(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.373(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(5) . ?
C21 H21 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.341(5) . ?
C24 H24 0.9300 . ?
C28 C29 1.372(5) . ?
C28 C33 1.369(6) . ?
C27 H27 0.9300 . ?
C34 Tm1 2.737(4) 1_466 ?
C34 C31 1.499(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.388(5) . ?
C26 H26 0.9300 . ?
C30 H30 0.9300 . ?
C30 C31 1.374(5) . ?
C31 C32 1.365(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.381(6) . ?
C33 H33 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
O1 Tm1 O9 74.66(10) . . ?
O1 Tm1 O7 145.38(9) . 1_644 ?
O1 Tm1 O8 159.52(9) . 1_644 ?
O1 Tm1 C34 169.35(10) . 1_644 ?
O4 Tm1 O1 91.69(9) 1_644 . ?
O4 Tm1 O3 89.37(8) 1_644 2_567 ?
O4 Tm1 O9 88.66(10) 1_644 . ?
O4 Tm1 O7 88.44(9) 1_644 1_644 ?
O4 Tm1 O8 82.44(10) 1_644 1_644 ?
O4 Tm1 C34 81.38(10) 1_644 1_644 ?
O3 Tm1 O1 79.73(9) 2_567 . ?
O3 Tm1 O9 154.24(11) 2_567 . ?
O3 Tm1 O7 134.88(10) 2_567 1_644 ?
O3 Tm1 O8 80.60(9) 2_567 1_644 ?
O3 Tm1 C34 108.10(11) 2_567 1_644 ?
O9 Tm1 O7 70.74(11) . 1_644 ?
O9 Tm1 O8 124.52(10) . 1_644 ?
O9 Tm1 C34 96.98(12) . 1_644 ?
O5 Tm1 O1 90.29(10) . . ?
O5 Tm1 O4 174.89(9) . 1_644 ?
O5 Tm1 O3 86.35(9) . 2_567 ?
O5 Tm1 O9 96.41(10) . . ?
O5 Tm1 O7 92.61(10) . 1_644 ?
O5 Tm1 O8 94.10(10) . 1_644 ?
O5 Tm1 C34 97.30(10) . 1_644 ?
O7 Tm1 O8 54.45(9) 1_644 1_644 ?
O7 Tm1 C34 27.31(10) 1_644 1_644 ?
O8 Tm1 C34 27.56(10) 1_644 1_644 ?
C16 C11 N2 119.8(3) . . ?
C12 C11 N2 118.9(3) . . ?
C12 C11 C16 121.2(3) . . ?
C1 O1 Tm1 137.9(3) . . ?
C10 N2 C11 126.8(3) . . ?
C10 N2 C9 108.2(3) . . ?
C9 N2 C11 125.0(3) . . ?
C11 C16 H16 120.9 . . ?
C15 C16 C11 118.3(3) . . ?
C15 C16 H16 120.9 . . ?
N2 C10 H10 125.7 . . ?
N2 C10 N1 108.6(3) . . ?
N1 C10 H10 125.7 . . ?
C17 O4 Tm1 141.2(2) . 1_466 ?
C10 N1 C5 125.9(3) . . ?
C10 N1 C8 108.1(3) . . ?
C8 N1 C5 126.0(3) . . ?
C6 C5 N1 120.8(3) . . ?
C4 C5 N1 118.5(3) . . ?
C4 C5 C6 120.7(4) . . ?
C15 C14 C17 120.0(3) . . ?
C13 C14 C15 119.4(3) . . ?
C13 C14 C17 120.6(3) . . ?
N2 C9 H9 126.2 . . ?
C8 C9 N2 107.6(4) . . ?
C8 C9 H9 126.2 . . ?
N1 C8 H8 126.3 . . ?
C9 C8 N1 107.5(3) . . ?
C9 C8 H8 126.3 . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 C7 118.3(4) . . ?
C7 C2 C1 122.7(3) . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.4(4) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
O4 C17 C14 118.0(3) . . ?
O3 C17 O4 124.9(3) . . ?
O3 C17 C14 117.1(3) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C5 C6 H6 120.5 . . ?
C7 C6 C5 119.0(4) . . ?
C7 C6 H6 120.5 . . ?
O2 C1 O1 125.2(4) . . ?
O2 C1 C2 117.7(3) . . ?
O1 C1 C2 117.2(3) . . ?
C5 C4 C3 119.1(4) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C2 C7 H7 119.3 . . ?
C6 C7 C2 121.5(3) . . ?
C6 C7 H7 119.3 . . ?
C17 O3 Tm1 140.7(2) . 2_567 ?
Tm1 O9 H9A 109.1 . . ?
Tm1 O9 H9B 117(3) . . ?
H9A O9 H9B 128.8 . . ?
C18 O5 Tm1 153.9(2) . . ?
C25 N3 C22 125.2(3) . . ?
C27 N3 C22 126.0(3) . . ?
C27 N3 C25 108.8(3) . . ?
C34 O7 Tm1 93.6(2) . 1_466 ?
C34 O8 Tm1 89.2(2) . 1_466 ?
C27 N4 C28 125.9(3) . . ?
C27 N4 C26 108.1(3) . . ?
C26 N4 C28 125.9(3) . . ?
C20 C19 C18 122.9(3) . . ?
C20 C19 C24 118.3(4) . . ?
C24 C19 C18 118.8(3) . . ?
O5 C18 C19 117.0(3) . . ?
O6 C18 O5 123.5(4) . . ?
O6 C18 C19 119.5(3) . . ?
C23 C22 N3 118.8(3) . . ?
C21 C22 N3 120.1(3) . . ?
C21 C22 C23 121.1(4) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 C19 121.5(3) . . ?
C21 C20 H20 119.2 . . ?
C22 C23 H23 120.8 . . ?
C24 C23 C22 118.5(3) . . ?
C24 C23 H23 120.8 . . ?
C22 C21 H21 120.5 . . ?
C20 C21 C22 119.1(4) . . ?
C20 C21 H21 120.5 . . ?
N3 C25 H25 126.4 . . ?
C26 C25 N3 107.3(3) . . ?
C26 C25 H25 126.4 . . ?
C19 C24 H24 119.3 . . ?
C23 C24 C19 121.4(4) . . ?
C23 C24 H24 119.3 . . ?
C29 C28 N4 120.7(3) . . ?
C33 C28 N4 119.9(4) . . ?
C33 C28 C29 119.4(4) . . ?
N3 C27 N4 108.3(3) . . ?
N3 C27 H27 125.9 . . ?
N4 C27 H27 125.9 . . ?
O7 C34 Tm1 59.1(2) . 1_466 ?
O7 C34 O8 120.9(4) . . ?
O7 C34 C31 118.5(4) . . ?
O8 C34 Tm1 63.3(2) . 1_466 ?
O8 C34 C31 120.6(4) . . ?
C31 C34 Tm1 164.8(3) . 1_466 ?
C28 C29 H29 120.4 . . ?
C28 C29 C30 119.1(4) . . ?
C30 C29 H29 120.4 . . ?
N4 C26 H26 126.2 . . ?
C25 C26 N4 107.5(3) . . ?
C25 C26 H26 126.2 . . ?
C29 C30 H30 119.2 . . ?
C31 C30 C29 121.7(4) . . ?
C31 C30 H30 119.2 . . ?
C30 C31 C34 121.6(4) . . ?
C32 C31 C34 120.1(4) . . ?
C32 C31 C30 118.2(4) . . ?
C31 C32 H32 119.7 . . ?
C31 C32 C33 120.7(4) . . ?
C33 C32 H32 119.7 . . ?
C28 C33 C32 120.8(4) . . ?
C28 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?

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
Tm1 O1 C1 O2 -30.6(6) . . . . ?
Tm1 O1 C1 C2 149.6(3) . . . . ?
Tm1 O4 C17 C14 75.8(4) 1_466 . . . ?
Tm1 O4 C17 O3 -106.5(4) 1_466 . . . ?
Tm1 O5 C18 O6 -107.7(6) . . . . ?
Tm1 O5 C18 C19 74.1(7) . . . . ?
Tm1 O7 C34 O8 14.2(4) 1_466 . . . ?
Tm1 O7 C34 C31 -162.7(3) 1_466 . . . ?
Tm1 O8 C34 O7 -13.7(4) 1_466 . . . ?
Tm1 O8 C34 C31 163.2(3) 1_466 . . . ?
Tm1 C34 C31 C30 -76.0(12) 1_466 . . . ?
Tm1 C34 C31 C32 100.2(11) 1_466 . . . ?
C11 N2 C10 N1 -177.4(3) . . . . ?
C11 N2 C9 C8 177.3(4) . . . . ?
C11 C16 C15 C14 0.5(6) . . . . ?
N2 C11 C16 C15 175.6(3) . . . . ?
N2 C11 C12 C13 -176.9(3) . . . . ?
N2 C10 N1 C5 -178.9(3) . . . . ?
N2 C10 N1 C8 -0.3(4) . . . . ?
N2 C9 C8 N1 0.5(5) . . . . ?
C16 C11 N2 C10 30.1(6) . . . . ?
C16 C11 N2 C9 -147.5(4) . . . . ?
C16 C11 C12 C13 0.4(6) . . . . ?
C10 N2 C9 C8 -0.7(5) . . . . ?
C10 N1 C5 C6 -23.4(6) . . . . ?
C10 N1 C5 C4 156.3(4) . . . . ?
C10 N1 C8 C9 -0.1(5) . . . . ?
O4 C17 O3 Tm1 19.5(6) . . . 2_567 ?
N1 C5 C6 C7 179.8(3) . . . . ?
N1 C5 C4 C3 178.5(3) . . . . ?
C5 N1 C8 C9 178.5(3) . . . . ?
C5 C6 C7 C2 1.0(6) . . . . ?
C14 C13 C12 C11 1.9(6) . . . . ?
C14 C17 O3 Tm1 -162.9(3) . . . 2_567 ?
C9 N2 C10 N1 0.6(4) . . . . ?
C8 N1 C5 C6 158.3(4) . . . . ?
C8 N1 C5 C4 -22.1(6) . . . . ?
C15 C14 C13 C12 -3.0(6) . . . . ?
C15 C14 C17 O4 -168.5(3) . . . . ?
C15 C14 C17 O3 13.7(5) . . . . ?
C2 C3 C4 C5 2.4(6) . . . . ?
C3 C2 C1 O2 11.6(5) . . . . ?
C3 C2 C1 O1 -168.6(3) . . . . ?
C3 C2 C7 C6 -0.5(6) . . . . ?
C13 C14 C15 C16 1.7(6) . . . . ?
C13 C14 C17 O4 12.2(5) . . . . ?
C13 C14 C17 O3 -165.6(3) . . . . ?
C17 C14 C15 C16 -177.6(3) . . . . ?
C17 C14 C13 C12 176.4(3) . . . . ?
C12 C11 N2 C10 -152.6(4) . . . . ?
C12 C11 N2 C9 29.8(5) . . . . ?
C12 C11 C16 C15 -1.6(6) . . . . ?
C6 C5 C4 C3 -1.9(6) . . . . ?
C1 C2 C3 C4 179.3(3) . . . . ?
C1 C2 C7 C6 178.9(3) . . . . ?
C4 C5 C6 C7 0.2(6) . . . . ?
C7 C2 C3 C4 -1.2(6) . . . . ?
C7 C2 C1 O2 -167.8(4) . . . . ?
C7 C2 C1 O1 12.0(5) . . . . ?
N3 C22 C23 C24 -176.1(3) . . . . ?
N3 C22 C21 C20 174.6(3) . . . . ?
N3 C25 C26 N4 0.4(4) . . . . ?
O7 C34 C31 C30 0.4(6) . . . . ?
O7 C34 C31 C32 176.6(4) . . . . ?
O8 C34 C31 C30 -176.6(4) . . . . ?
O8 C34 C31 C32 -0.3(6) . . . . ?
N4 C28 C29 C30 176.2(4) . . . . ?
N4 C28 C33 C32 -176.3(5) . . . . ?
C19 C20 C21 C22 1.8(6) . . . . ?
C18 C19 C20 C21 -177.3(3) . . . . ?
C18 C19 C24 C23 175.8(3) . . . . ?
C22 N3 C25 C26 -179.7(3) . . . . ?
C22 N3 C27 N4 179.1(3) . . . . ?
C22 C23 C24 C19 1.2(5) . . . . ?
C20 C19 C18 O5 20.4(5) . . . . ?
C20 C19 C18 O6 -157.9(4) . . . . ?
C20 C19 C24 C23 -2.7(5) . . . . ?
C23 C22 C21 C20 -3.4(6) . . . . ?
C21 C22 C23 C24 1.9(5) . . . . ?
C25 N3 C22 C23 48.9(5) . . . . ?
C25 N3 C22 C21 -129.1(4) . . . . ?
C25 N3 C27 N4 -0.8(4) . . . . ?
C24 C19 C18 O5 -158.1(3) . . . . ?
C24 C19 C18 O6 23.6(5) . . . . ?
C24 C19 C20 C21 1.2(6) . . . . ?
C28 N4 C27 N3 -176.9(3) . . . . ?
C28 N4 C26 C25 177.0(3) . . . . ?
C28 C29 C30 C31 0.4(6) . . . . ?
C27 N3 C22 C23 -131.0(4) . . . . ?
C27 N3 C22 C21 51.0(5) . . . . ?
C27 N3 C25 C26 0.2(4) . . . . ?
C27 N4 C28 C29 1.1(6) . . . . ?
C27 N4 C28 C33 -179.3(4) . . . . ?
C27 N4 C26 C25 -0.9(4) . . . . ?
C34 C31 C32 C33 -179.1(5) . . . . ?
C29 C28 C33 C32 3.3(8) . . . . ?
C29 C30 C31 C34 178.9(3) . . . . ?
C29 C30 C31 C32 2.6(6) . . . . ?
C26 N4 C28 C29 -176.5(4) . . . . ?
C26 N4 C28 C33 3.1(6) . . . . ?
C26 N4 C27 N3 1.0(4) . . . . ?
C30 C31 C32 C33 -2.7(7) . . . . ?
C31 C32 C33 C28 -0.2(9) . . . . ?
C33 C28 C29 C30 -3.4(6) . . . . ?

_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_1
_audit_block_doi                 10.5517/ccdc.csd.cc1q1vl6
_database_code_depnum_ccdc_archive 'CCDC 1580708'
_audit_update_record             
;
2017-10-18 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;
_audit_creation_date             2017-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 Er N4 O9, Cl'
_chemical_formula_sum            'C34 H24 Cl Er N4 O9'
_chemical_formula_weight         835.28
_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'
Er Er -0.2586 4.9576 '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      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                   10.3230(5)
_cell_length_b                   11.8090(5)
_cell_length_c                   14.0890(7)
_cell_angle_alpha                82.680(4)
_cell_angle_beta                 68.826(4)
_cell_angle_gamma                68.581(4)
_cell_volume                     1490.93(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5154
_cell_measurement_temperature    290.92(10)
_cell_measurement_theta_max      28.6220
_cell_measurement_theta_min      3.9600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.972
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.861
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             826
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11865
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         3.376
_diffrn_ambient_temperature      290.92(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   26.00   81.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       20.6540   57.0000  120.0000 55

#__ type_ start__ end____ width___ exp.time_
  2 omega  -52.00   35.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       20.6540  -38.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
  3 omega   -4.00   85.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       20.6540   38.0000    0.0000 89

#__ type_ start__ end____ width___ exp.time_
  4 omega  -20.00    9.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571  -99.0000    0.0000 29

#__ type_ start__ end____ width___ exp.time_
  5 omega  -14.00   25.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571  -99.0000 -180.0000 39

#__ type_ start__ end____ width___ exp.time_
  6 omega   42.00   96.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  178.0000  150.0000 54

#__ type_ start__ end____ width___ exp.time_
  7 omega   19.00   70.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946   57.0000 -180.0000 51

#__ type_ start__ end____ width___ exp.time_
  8 omega   41.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946   19.0000  -60.0000 28
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0150058000
_diffrn_orient_matrix_UB_12      -0.0300977000
_diffrn_orient_matrix_UB_13      -0.0331424000
_diffrn_orient_matrix_UB_21      -0.0698777000
_diffrn_orient_matrix_UB_22      0.0467169000
_diffrn_orient_matrix_UB_23      0.0083602000
_diffrn_orient_matrix_UB_31      0.0324866000
_diffrn_orient_matrix_UB_32      0.0327801000
_diffrn_orient_matrix_UB_33      -0.0417926000
_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                5322
_reflns_number_total             5867
_reflns_odcompleteness_completeness 99.79
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.981
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         5867
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0301
_refine_ls_restrained_S_all      1.049
_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)+(0.0140P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0537
_refine_ls_wR_factor_ref         0.0576
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C10(H10), C4(H4), C6(H6), C13(H13), C9(H9), C25(H25), C23(H23),
 C30(H30), C26(H26), C16(H16), C8(H8), C7(H7), C3(H3), C24(H24), C15(H15),
 C12(H12), C20(H20), C21(H21), C29(H29), C32(H32), C33(H33)
;
_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
Er1 Er 0.28326(2) 0.46517(2) 0.46957(2) 0.02337(6) Uani 1 1 d . . . . .
O5 O 0.2205(3) 0.3040(2) 0.4721(2) 0.0340(6) Uani 1 1 d . . . . .
N3 N 0.7311(3) -0.1458(2) 0.1982(2) 0.0256(7) Uani 1 1 d . . . . .
O4 O 1.3620(3) -0.3830(2) -0.52570(18) 0.0278(6) Uani 1 1 d . . . . .
N2 N 0.8499(3) 0.0656(3) -0.2542(2) 0.0283(7) Uani 1 1 d . . . . .
N1 N 0.6824(3) 0.2034(2) -0.1446(2) 0.0269(7) Uani 1 1 d . . . . .
O9 O 0.1013(3) 0.6043(2) 0.41438(19) 0.0374(7) Uani 1 1 d . . . . .
H9A H 0.0142 0.6046 0.4546 0.056 Uiso 1 1 d GR . . . .
H9B H 0.1130 0.5860 0.3531 0.056 Uiso 1 1 d GR . . . .
O3 O 1.4850(3) -0.3311(2) -0.44724(19) 0.0319(6) Uani 1 1 d . . . . .
O1 O 0.3807(3) 0.4570(2) 0.29476(18) 0.0343(6) Uani 1 1 d . . . . .
O8 O 1.2719(3) -0.5581(2) -0.35287(19) 0.0436(7) Uani 1 1 d . . . . .
O2 O 0.2149(3) 0.5614(2) 0.21941(19) 0.0415(7) Uani 1 1 d . . . . .
C31 C 1.0749(4) -0.4175(3) -0.2250(3) 0.0282(9) Uani 1 1 d . . . . .
C27 C 0.7541(4) -0.1659(3) 0.1025(3) 0.0272(8) Uani 1 1 d . . . . .
H27 H 0.6887 -0.1271 0.0675 0.033 Uiso 1 1 calc R . . . .
C17 C 1.3700(4) -0.3203(3) -0.4632(3) 0.0235(8) Uani 1 1 d . . . . .
O7 O 1.0712(3) -0.4460(2) -0.38790(19) 0.0378(7) Uani 1 1 d . . . . .
N4 N 0.8875(3) -0.2515(3) 0.0641(2) 0.0270(7) Uani 1 1 d . . . . .
C22 C 0.6001(4) -0.0615(3) 0.2670(3) 0.0244(8) Uani 1 1 d . . . . .
C10 C 0.8017(4) 0.1036(3) -0.1585(3) 0.0287(9) Uani 1 1 d . . . . .
H10 H 0.8444 0.0665 -0.1095 0.034 Uiso 1 1 calc R . . . .
O6 O 0.1553(3) 0.1518(2) 0.5576(2) 0.0432(7) Uani 1 1 d . . . . .
C18 C 0.2362(4) 0.1912(3) 0.4848(3) 0.0269(8) Uani 1 1 d . . . . .
C2 C 0.4290(4) 0.4059(3) 0.1248(3) 0.0256(8) Uani 1 1 d . . . . .
C14 C 1.2301(4) -0.2219(3) -0.4048(3) 0.0228(8) Uani 1 1 d . . . . .
C1 C 0.3333(4) 0.4811(3) 0.2202(3) 0.0286(9) Uani 1 1 d . . . . .
C4 C 0.4538(4) 0.3437(3) -0.0384(3) 0.0340(9) Uani 1 1 d . . . . .
H4 H 0.4128 0.3471 -0.0881 0.041 Uiso 1 1 calc R . . . .
C19 C 0.3620(4) 0.1024(3) 0.4056(3) 0.0244(8) Uani 1 1 d . . . . .
C6 C 0.6585(4) 0.2638(3) 0.0223(3) 0.0311(9) Uani 1 1 d . . . . .
H6 H 0.7561 0.2144 0.0126 0.037 Uiso 1 1 calc R . . . .
C13 C 1.1048(4) -0.1870(3) -0.4321(3) 0.0267(8) Uani 1 1 d . . . . .
H13 H 1.1052 -0.2276 -0.4847 0.032 Uiso 1 1 calc R . . . .
C34 C 1.1436(4) -0.4798(3) -0.3262(3) 0.0304(9) Uani 1 1 d . . . . .
C9 C 0.7577(4) 0.1451(3) -0.3024(3) 0.0386(10) Uani 1 1 d . . . . .
H9 H 0.7662 0.1400 -0.3699 0.046 Uiso 1 1 calc R . . . .
C25 C 0.8545(4) -0.2187(3) 0.2228(3) 0.0319(9) Uani 1 1 d . . . . .
H25 H 0.8673 -0.2215 0.2852 0.038 Uiso 1 1 calc R . . . .
C23 C 0.5358(4) -0.1010(3) 0.3632(3) 0.0296(9) Uani 1 1 d . . . . .
H23 H 0.5726 -0.1817 0.3818 0.035 Uiso 1 1 calc R . . . .
C11 C 0.9785(4) -0.0355(3) -0.3022(3) 0.0239(8) Uani 1 1 d . . . . .
C5 C 0.5974(4) 0.2712(3) -0.0517(3) 0.0257(8) Uani 1 1 d . . . . .
C30 C 0.9383(4) -0.3274(3) -0.1970(3) 0.0344(9) Uani 1 1 d . . . . .
H30 H 0.8860 -0.3046 -0.2421 0.041 Uiso 1 1 calc R . . . .
C26 C 0.9515(4) -0.2841(3) 0.1396(3) 0.0338(9) Uani 1 1 d . . . . .
H26 H 1.0446 -0.3409 0.1335 0.041 Uiso 1 1 calc R . . . .
C16 C 1.0997(4) -0.0721(3) -0.2703(3) 0.0297(9) Uani 1 1 d . . . . .
H16 H 1.0967 -0.0348 -0.2148 0.036 Uiso 1 1 calc R . . . .
C8 C 0.6541(5) 0.2306(3) -0.2352(3) 0.0383(10) Uani 1 1 d . . . . .
H8 H 0.5776 0.2960 -0.2471 0.046 Uiso 1 1 calc R . . . .
C28 C 0.9518(4) -0.3033(3) -0.0367(3) 0.0281(9) Uani 1 1 d . . . . .
C7 C 0.5733(4) 0.3303(3) 0.1105(3) 0.0303(9) Uani 1 1 d . . . . .
H7 H 0.6132 0.3243 0.1612 0.036 Uiso 1 1 calc R . . . .
C3 C 0.3708(4) 0.4117(3) 0.0502(3) 0.0339(9) Uani 1 1 d . . . . .
H3 H 0.2739 0.4621 0.0592 0.041 Uiso 1 1 calc R . . . .
C24 C 0.4160(4) -0.0183(3) 0.4309(3) 0.0308(9) Uani 1 1 d . . . . .
H24 H 0.3704 -0.0444 0.4953 0.037 Uiso 1 1 calc R . . . .
C15 C 1.2249(4) -0.1649(3) -0.3224(3) 0.0285(9) Uani 1 1 d . . . . .
H15 H 1.3074 -0.1897 -0.3022 0.034 Uiso 1 1 calc R . . . .
C12 C 0.9797(4) -0.0928(3) -0.3819(3) 0.0286(9) Uani 1 1 d . . . . .
H12 H 0.8968 -0.0681 -0.4017 0.034 Uiso 1 1 calc R . . . .
C20 C 0.4266(4) 0.1382(3) 0.3081(3) 0.0304(9) Uani 1 1 d . . . . .
H20 H 0.3904 0.2190 0.2896 0.037 Uiso 1 1 calc R . . . .
C21 C 0.5431(4) 0.0572(3) 0.2381(3) 0.0307(9) Uani 1 1 d . . . . .
H21 H 0.5830 0.0819 0.1719 0.037 Uiso 1 1 calc R . . . .
C29 C 0.8765(4) -0.2698(4) -0.1036(3) 0.0362(10) Uani 1 1 d . . . . .
H29 H 0.7841 -0.2086 -0.0864 0.043 Uiso 1 1 calc R . . . .
C32 C 1.1503(5) -0.4469(4) -0.1587(3) 0.0613(15) Uani 1 1 d . . . . .
H32 H 1.2440 -0.5064 -0.1769 0.074 Uiso 1 1 calc R . . . .
C33 C 1.0908(5) -0.3904(4) -0.0648(3) 0.0663(16) Uani 1 1 d . . . . .
H33 H 1.1447 -0.4112 -0.0208 0.080 Uiso 1 1 calc R . . . .
Cl1 Cl 1.0000 0.0000 0.0000 0.0454(4) Uani 1 2 d S T P . .
Cl2 Cl 0.5000 0.0000 0.0000 0.0549(4) Uani 1 2 d S T 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
Er1 O5 2.216(2) . ?
Er1 O4 2.240(2) 1_466 ?
Er1 O9 2.304(2) . ?
Er1 O3 2.268(2) 2_755 ?
Er1 O1 2.299(2) . ?
Er1 O8 2.446(3) 1_466 ?
Er1 O7 2.368(2) 1_466 ?
Er1 C34 2.753(4) 1_466 ?
O5 C18 1.278(4) . ?
N3 C27 1.320(4) . ?
N3 C22 1.441(4) . ?
N3 C25 1.387(4) . ?
O4 Er1 2.240(2) 1_644 ?
O4 C17 1.262(4) . ?
N2 C10 1.331(4) . ?
N2 C9 1.379(4) . ?
N2 C11 1.430(4) . ?
N1 C10 1.330(4) . ?
N1 C5 1.431(4) . ?
N1 C8 1.383(4) . ?
O9 H9A 0.8715 . ?
O9 H9B 0.8718 . ?
O3 Er1 2.268(2) 2_755 ?
O3 C17 1.245(4) . ?
O1 C1 1.272(4) . ?
O8 Er1 2.446(3) 1_644 ?
O8 C34 1.259(4) . ?
O2 C1 1.246(4) . ?
C31 C34 1.494(5) . ?
C31 C30 1.373(5) . ?
C31 C32 1.357(5) . ?
C27 H27 0.9300 . ?
C27 N4 1.340(4) . ?
C17 C14 1.508(5) . ?
O7 Er1 2.368(2) 1_644 ?
O7 C34 1.280(4) . ?
N4 C26 1.391(4) . ?
N4 C28 1.440(4) . ?
C22 C23 1.382(4) . ?
C22 C21 1.380(4) . ?
C10 H10 0.9300 . ?
O6 C18 1.228(4) . ?
C18 C19 1.513(5) . ?
C2 C1 1.509(5) . ?
C2 C7 1.384(5) . ?
C2 C3 1.371(5) . ?
C14 C13 1.386(5) . ?
C14 C15 1.390(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.370(5) . ?
C4 C3 1.385(5) . ?
C19 C24 1.380(5) . ?
C19 C20 1.381(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.380(5) . ?
C6 C7 1.375(5) . ?
C13 H13 0.9300 . ?
C13 C12 1.377(4) . ?
C34 Er1 2.753(4) 1_644 ?
C9 H9 0.9300 . ?
C9 C8 1.336(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.338(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.378(5) . ?
C11 C16 1.385(5) . ?
C11 C12 1.377(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.381(5) . ?
C26 H26 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.376(5) . ?
C8 H8 0.9300 . ?
C28 C29 1.364(5) . ?
C28 C33 1.374(5) . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?
C24 H24 0.9300 . ?
C15 H15 0.9300 . ?
C12 H12 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.370(5) . ?
C21 H21 0.9300 . ?
C29 H29 0.9300 . ?
C32 H32 0.9300 . ?
C32 C33 1.383(6) . ?
C33 H33 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
O5 Er1 O4 174.53(9) . 1_466 ?
O5 Er1 O9 97.50(9) . . ?
O5 Er1 O3 86.16(9) . 2_755 ?
O5 Er1 O1 90.51(9) . . ?
O5 Er1 O8 93.84(9) . 1_466 ?
O5 Er1 O7 92.35(9) . 1_466 ?
O5 Er1 C34 96.97(10) . 1_466 ?
O4 Er1 O9 87.91(9) 1_466 . ?
O4 Er1 O3 89.30(8) 1_466 2_755 ?
O4 Er1 O1 91.68(9) 1_466 . ?
O4 Er1 O8 82.42(9) 1_466 1_466 ?
O4 Er1 O7 88.72(9) 1_466 1_466 ?
O4 Er1 C34 81.53(10) 1_466 1_466 ?
O9 Er1 O8 124.24(9) . 1_466 ?
O9 Er1 O7 70.62(9) . 1_466 ?
O9 Er1 C34 97.09(11) . 1_466 ?
O3 Er1 O9 153.98(9) 2_755 . ?
O3 Er1 O1 79.77(9) 2_755 . ?
O3 Er1 O8 80.91(9) 2_755 1_466 ?
O3 Er1 O7 135.18(9) 2_755 1_466 ?
O3 Er1 C34 108.07(11) 2_755 1_466 ?
O1 Er1 O9 74.46(9) . . ?
O1 Er1 O8 159.86(9) . 1_466 ?
O1 Er1 O7 145.04(9) . 1_466 ?
O1 Er1 C34 169.43(10) . 1_466 ?
O8 Er1 C34 27.21(10) 1_466 1_466 ?
O7 Er1 O8 54.46(9) 1_466 1_466 ?
O7 Er1 C34 27.66(10) 1_466 1_466 ?
C18 O5 Er1 154.1(2) . . ?
C27 N3 C22 126.1(3) . . ?
C27 N3 C25 109.1(3) . . ?
C25 N3 C22 124.8(3) . . ?
C17 O4 Er1 140.9(2) . 1_644 ?
C10 N2 C9 108.0(3) . . ?
C10 N2 C11 127.2(3) . . ?
C9 N2 C11 124.8(3) . . ?
C10 N1 C5 125.8(3) . . ?
C10 N1 C8 108.4(3) . . ?
C8 N1 C5 125.7(3) . . ?
Er1 O9 H9A 110.4 . . ?
Er1 O9 H9B 110.4 . . ?
H9A O9 H9B 108.3 . . ?
C17 O3 Er1 140.9(2) . 2_755 ?
C1 O1 Er1 137.8(2) . . ?
C34 O8 Er1 90.1(2) . 1_644 ?
C30 C31 C34 122.2(4) . . ?
C32 C31 C34 119.8(4) . . ?
C32 C31 C30 117.9(4) . . ?
N3 C27 H27 125.8 . . ?
N3 C27 N4 108.5(3) . . ?
N4 C27 H27 125.8 . . ?
O4 C17 C14 117.6(3) . . ?
O3 C17 O4 125.3(3) . . ?
O3 C17 C14 117.0(3) . . ?
C34 O7 Er1 93.1(2) . 1_644 ?
C27 N4 C26 108.0(3) . . ?
C27 N4 C28 126.1(3) . . ?
C26 N4 C28 125.9(3) . . ?
C23 C22 N3 118.7(3) . . ?
C21 C22 N3 120.4(3) . . ?
C21 C22 C23 120.9(3) . . ?
N2 C10 H10 125.6 . . ?
N1 C10 N2 108.8(3) . . ?
N1 C10 H10 125.6 . . ?
O5 C18 C19 117.6(3) . . ?
O6 C18 O5 123.6(3) . . ?
O6 C18 C19 118.8(3) . . ?
C7 C2 C1 122.2(3) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 C7 118.8(3) . . ?
C13 C14 C17 120.7(3) . . ?
C13 C14 C15 119.0(3) . . ?
C15 C14 C17 120.3(3) . . ?
O1 C1 C2 117.0(3) . . ?
O2 C1 O1 125.6(3) . . ?
O2 C1 C2 117.5(3) . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 118.9(4) . . ?
C3 C4 H4 120.5 . . ?
C24 C19 C18 119.5(3) . . ?
C24 C19 C20 118.3(3) . . ?
C20 C19 C18 122.1(3) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C7 C6 C5 119.1(4) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 C14 120.5(3) . . ?
C12 C13 H13 119.8 . . ?
O8 C34 Er1 62.7(2) . 1_644 ?
O8 C34 C31 121.6(4) . . ?
O8 C34 O7 120.5(4) . . ?
C31 C34 Er1 164.1(2) . 1_644 ?
O7 C34 Er1 59.20(19) . 1_644 ?
O7 C34 C31 117.8(3) . . ?
N2 C9 H9 126.0 . . ?
C8 C9 N2 107.9(3) . . ?
C8 C9 H9 126.0 . . ?
N3 C25 H25 126.5 . . ?
C26 C25 N3 107.0(3) . . ?
C26 C25 H25 126.5 . . ?
C22 C23 H23 120.7 . . ?
C24 C23 C22 118.6(3) . . ?
C24 C23 H23 120.7 . . ?
C16 C11 N2 120.2(3) . . ?
C12 C11 N2 118.5(3) . . ?
C12 C11 C16 121.3(3) . . ?
C4 C5 N1 118.1(3) . . ?
C4 C5 C6 121.0(3) . . ?
C6 C5 N1 120.9(3) . . ?
C31 C30 H30 119.2 . . ?
C31 C30 C29 121.7(4) . . ?
C29 C30 H30 119.2 . . ?
N4 C26 H26 126.3 . . ?
C25 C26 N4 107.4(3) . . ?
C25 C26 H26 126.3 . . ?
C11 C16 H16 120.7 . . ?
C15 C16 C11 118.6(3) . . ?
C15 C16 H16 120.7 . . ?
N1 C8 H8 126.5 . . ?
C9 C8 N1 106.9(3) . . ?
C9 C8 H8 126.5 . . ?
C29 C28 N4 121.5(3) . . ?
C29 C28 C33 119.5(4) . . ?
C33 C28 N4 119.1(3) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 C2 120.9(4) . . ?
C6 C7 H7 119.6 . . ?
C2 C3 C4 121.2(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C19 C24 H24 119.2 . . ?
C23 C24 C19 121.6(3) . . ?
C23 C24 H24 119.2 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.4 . . ?
C13 C12 H12 120.3 . . ?
C11 C12 C13 119.4(3) . . ?
C11 C12 H12 120.3 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.4(3) . . ?
C21 C20 H20 119.3 . . ?
C22 C21 H21 120.5 . . ?
C20 C21 C22 119.1(3) . . ?
C20 C21 H21 120.5 . . ?
C30 C29 H29 120.2 . . ?
C28 C29 C30 119.6(4) . . ?
C28 C29 H29 120.2 . . ?
C31 C32 H32 119.3 . . ?
C31 C32 C33 121.4(4) . . ?
C33 C32 H32 119.3 . . ?
C28 C33 C32 119.9(4) . . ?
C28 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?

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
Er1 O5 C18 O6 107.4(6) . . . . ?
Er1 O5 C18 C19 -72.3(6) . . . . ?
Er1 O4 C17 O3 105.5(4) 1_644 . . . ?
Er1 O4 C17 C14 -76.2(4) 1_644 . . . ?
Er1 O3 C17 O4 -18.8(6) 2_755 . . . ?
Er1 O3 C17 C14 162.9(2) 2_755 . . . ?
Er1 O1 C1 O2 30.4(6) . . . . ?
Er1 O1 C1 C2 -149.6(2) . . . . ?
Er1 O8 C34 C31 -162.4(3) 1_644 . . . ?
Er1 O8 C34 O7 13.4(4) 1_644 . . . ?
Er1 O7 C34 O8 -13.9(4) 1_644 . . . ?
Er1 O7 C34 C31 162.1(3) 1_644 . . . ?
O5 C18 C19 C24 157.7(3) . . . . ?
O5 C18 C19 C20 -21.6(5) . . . . ?
N3 C27 N4 C26 -1.3(4) . . . . ?
N3 C27 N4 C28 177.1(3) . . . . ?
N3 C22 C23 C24 176.1(3) . . . . ?
N3 C22 C21 C20 -174.1(3) . . . . ?
N3 C25 C26 N4 -0.1(4) . . . . ?
O4 C17 C14 C13 -11.6(5) . . . . ?
O4 C17 C14 C15 168.4(3) . . . . ?
N2 C9 C8 N1 -0.2(5) . . . . ?
N2 C11 C16 C15 -176.0(3) . . . . ?
N2 C11 C12 C13 177.3(3) . . . . ?
O3 C17 C14 C13 166.8(3) . . . . ?
O3 C17 C14 C15 -13.2(5) . . . . ?
C31 C30 C29 C28 -0.5(6) . . . . ?
C31 C32 C33 C28 0.7(8) . . . . ?
C27 N3 C22 C23 131.9(4) . . . . ?
C27 N3 C22 C21 -50.0(5) . . . . ?
C27 N3 C25 C26 -0.7(4) . . . . ?
C27 N4 C26 C25 0.9(4) . . . . ?
C27 N4 C28 C29 -1.9(6) . . . . ?
C27 N4 C28 C33 179.7(4) . . . . ?
C17 C14 C13 C12 -176.6(3) . . . . ?
C17 C14 C15 C16 177.8(3) . . . . ?
N4 C28 C29 C30 -175.7(3) . . . . ?
N4 C28 C33 C32 175.7(4) . . . . ?
C22 N3 C27 N4 -179.2(3) . . . . ?
C22 N3 C25 C26 179.7(3) . . . . ?
C22 C23 C24 C19 -1.5(6) . . . . ?
C10 N2 C9 C8 -0.1(5) . . . . ?
C10 N2 C11 C16 -28.8(5) . . . . ?
C10 N2 C11 C12 152.9(4) . . . . ?
C10 N1 C5 C4 -157.8(4) . . . . ?
C10 N1 C5 C6 22.3(5) . . . . ?
C10 N1 C8 C9 0.4(4) . . . . ?
O6 C18 C19 C24 -22.1(5) . . . . ?
O6 C18 C19 C20 158.7(4) . . . . ?
C18 C19 C24 C23 -176.2(3) . . . . ?
C18 C19 C20 C21 178.3(3) . . . . ?
C14 C13 C12 C11 -1.9(5) . . . . ?
C1 C2 C7 C6 -179.3(3) . . . . ?
C1 C2 C3 C4 -179.5(3) . . . . ?
C19 C20 C21 C22 -2.5(6) . . . . ?
C13 C14 C15 C16 -2.2(5) . . . . ?
C34 C31 C30 C29 -179.4(3) . . . . ?
C34 C31 C32 C33 179.4(4) . . . . ?
C9 N2 C10 N1 0.3(4) . . . . ?
C9 N2 C11 C16 147.7(4) . . . . ?
C9 N2 C11 C12 -30.6(5) . . . . ?
C25 N3 C27 N4 1.3(4) . . . . ?
C25 N3 C22 C23 -48.6(5) . . . . ?
C25 N3 C22 C21 129.6(4) . . . . ?
C23 C22 C21 C20 4.1(6) . . . . ?
C11 N2 C10 N1 177.3(3) . . . . ?
C11 N2 C9 C8 -177.1(3) . . . . ?
C11 C16 C15 C14 -0.6(5) . . . . ?
C5 N1 C10 N2 179.4(3) . . . . ?
C5 N1 C8 C9 -179.5(3) . . . . ?
C5 C4 C3 C2 -1.1(6) . . . . ?
C5 C6 C7 C2 -1.3(5) . . . . ?
C30 C31 C34 Er1 75.2(11) . . . 1_644 ?
C30 C31 C34 O8 176.5(3) . . . . ?
C30 C31 C34 O7 0.5(5) . . . . ?
C30 C31 C32 C33 1.5(7) . . . . ?
C26 N4 C28 C29 176.3(4) . . . . ?
C26 N4 C28 C33 -2.1(6) . . . . ?
C16 C11 C12 C13 -1.1(5) . . . . ?
C8 N1 C10 N2 -0.5(4) . . . . ?
C8 N1 C5 C4 22.1(5) . . . . ?
C8 N1 C5 C6 -157.8(4) . . . . ?
C28 N4 C26 C25 -177.6(3) . . . . ?
C7 C2 C1 O1 -11.9(5) . . . . ?
C7 C2 C1 O2 168.1(3) . . . . ?
C7 C2 C3 C4 -0.1(6) . . . . ?
C7 C6 C5 N1 180.0(3) . . . . ?
C7 C6 C5 C4 0.1(6) . . . . ?
C3 C2 C1 O1 167.5(3) . . . . ?
C3 C2 C1 O2 -12.6(5) . . . . ?
C3 C2 C7 C6 1.3(5) . . . . ?
C3 C4 C5 N1 -178.8(3) . . . . ?
C3 C4 C5 C6 1.1(6) . . . . ?
C24 C19 C20 C21 -1.0(6) . . . . ?
C15 C14 C13 C12 3.5(5) . . . . ?
C12 C11 C16 C15 2.3(5) . . . . ?
C20 C19 C24 C23 3.0(6) . . . . ?
C21 C22 C23 C24 -2.1(6) . . . . ?
C29 C28 C33 C32 -2.8(7) . . . . ?
C32 C31 C34 Er1 -102.6(11) . . . 1_644 ?
C32 C31 C34 O8 -1.3(6) . . . . ?
C32 C31 C34 O7 -177.3(4) . . . . ?
C32 C31 C30 C29 -1.6(6) . . . . ?
C33 C28 C29 C30 2.6(6) . . . . ?

_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_2
_audit_block_doi                 10.5517/ccdc.csd.cc1q1vh3
_database_code_depnum_ccdc_archive 'CCDC 1580705'
_audit_update_record             
;
2017-10-18 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;
_audit_creation_date             2017-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 Er N4 O9, Br'
_chemical_formula_sum            'C34 H24 Br Er N4 O9'
_chemical_formula_weight         879.74
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 '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      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                   10.343(7)
_cell_length_b                   11.870(7)
_cell_length_c                   13.995(9)
_cell_angle_alpha                81.813(6)
_cell_angle_beta                 69.256(6)
_cell_angle_gamma                68.742(6)
_cell_volume                     1497.3(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4209
_cell_measurement_temperature    293.0
_cell_measurement_theta_max      26.57
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.205
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0703 before and 0.0405 after correction. The Ratio of minimum to maximum transmission is 0.7962. The λ/2 correction factor is 0.0015.'
_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    1.951
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             862
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11050
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.237
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4565
_reflns_number_total             5217
_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 v7.60A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_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    ?
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         5217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0304
_refine_ls_restrained_S_all      1.057
_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)+(0.0234P)²+0.5469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0600
_refine_ls_wR_factor_ref         0.0623
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Rotating group:
 O9(H9A)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C20(H20), C24(H24), C23(H23), C25(H25), C26(H26), C30(H30),
 C32(H32), C33(H33), C29(H29), C15(H15), C16(H16), C8(H8), C10(H10), C27(H27),
 C4(H4), C21(H21), C9(H9), C3(H3), C13(H13), C12(H12)
;
_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
Er1 Er 0.75667(2) 0.46286(2) 0.03029(2) 0.02335(7) Uani 1 1 d . . . . .
O6 O 0.7111(4) 0.1545(3) -0.0579(2) 0.0449(9) Uani 1 1 d . . . . .
O1 O 0.6766(3) 0.4554(3) 0.2053(2) 0.0346(8) Uani 1 1 d . . . . .
O7 O 0.6914(4) -0.4503(3) 0.8848(2) 0.0377(8) Uani 1 1 d . . . . .
O5 O 0.6961(4) 0.3031(2) 0.0289(2) 0.0360(8) Uani 1 1 d . . . . .
O8 O 0.9218(4) -0.5622(3) 0.8540(2) 0.0451(9) Uani 1 1 d . . . . .
O9 O 0.5206(4) 0.5965(3) 0.0797(3) 0.0366(9) Uani 1 1 d . . . . .
H9A H 0.4877 0.6146 0.0287 0.055 Uiso 1 1 d GR . . . .
O2 O 0.4387(4) 0.5599(3) 0.2757(2) 0.0431(9) Uani 1 1 d . . . . .
N2 N 0.5871(4) 0.0686(3) 0.7578(2) 0.0286(9) Uani 1 1 d . . . . .
N1 N 0.5310(4) 0.2082(3) 0.6485(2) 0.0263(8) Uani 1 1 d . . . . .
N3 N 0.9396(4) -0.1500(3) 0.2988(2) 0.0279(9) Uani 1 1 d . . . . .
N4 N 0.9615(4) -0.2576(3) 0.4334(2) 0.0267(8) Uani 1 1 d . . . . .
C6 C 0.4134(5) 0.3478(4) 0.5380(3) 0.0368(12) Uani 1 1 d . . . . .
H6 H 0.3230 0.3525 0.5868 0.044 Uiso 1 1 calc R . . . .
C5 C 0.5398(5) 0.2753(4) 0.5546(3) 0.0263(10) Uani 1 1 d . . . . .
C2 C 0.5531(5) 0.4066(4) 0.3743(3) 0.0250(10) Uani 1 1 d . . . . .
C1 C 0.5549(6) 0.4804(4) 0.2780(3) 0.0296(11) Uani 1 1 d . . . . .
C7 C 0.4201(5) 0.4143(4) 0.4485(3) 0.0361(12) Uani 1 1 d . . . . .
H7 H 0.3336 0.4652 0.4379 0.043 Uiso 1 1 calc R . . . .
C18 C 0.7228(5) 0.1919(4) 0.0146(3) 0.0286(10) Uani 1 1 d . . . . .
C19 C 0.7720(5) 0.1017(4) 0.0937(3) 0.0248(10) Uani 1 1 d . . . . .
C20 C 0.8478(5) -0.0173(4) 0.0670(3) 0.0301(11) Uani 1 1 d . . . . .
H20 H 0.8626 -0.0415 0.0025 0.036 Uiso 1 1 calc R . . . .
C24 C 0.7462(5) 0.1361(4) 0.1906(3) 0.0325(11) Uani 1 1 d . . . . .
H24 H 0.6940 0.2163 0.2095 0.039 Uiso 1 1 calc R . . . .
C23 C 0.7968(5) 0.0531(4) 0.2598(3) 0.0337(11) Uani 1 1 d . . . . .
H23 H 0.7770 0.0762 0.3257 0.040 Uiso 1 1 calc R . . . .
C22 C 0.8769(5) -0.0643(4) 0.2299(3) 0.0266(10) Uani 1 1 d . . . . .
C25 C 1.0843(5) -0.2229(4) 0.2761(3) 0.0318(11) Uani 1 1 d . . . . .
H25 H 1.1586 -0.2253 0.2140 0.038 Uiso 1 1 calc R . . . .
C28 C 0.9244(5) -0.3096(4) 0.5344(3) 0.0260(10) Uani 1 1 d . . . . .
C26 C 1.0986(5) -0.2890(4) 0.3587(3) 0.0316(11) Uani 1 1 d . . . . .
H26 H 1.1848 -0.3461 0.3653 0.038 Uiso 1 1 calc R . . . .
C30 C 0.9980(6) -0.4511(5) 0.6604(4) 0.0657(19) Uani 1 1 d . . . . .
H30 H 1.0726 -0.5086 0.6811 0.079 Uiso 1 1 calc R . . . .
C31 C 0.8572(5) -0.4228(4) 0.7235(3) 0.0276(10) Uani 1 1 d . . . . .
C32 C 0.7510(6) -0.3332(4) 0.6933(3) 0.0397(12) Uani 1 1 d . . . . .
H32 H 0.6545 -0.3103 0.7374 0.048 Uiso 1 1 calc R . . . .
C33 C 0.7825(5) -0.2761(4) 0.5998(3) 0.0369(12) Uani 1 1 d . . . . .
H33 H 0.7084 -0.2154 0.5810 0.044 Uiso 1 1 calc R . . . .
C29 C 1.0323(6) -0.3954(5) 0.5653(4) 0.071(2) Uani 1 1 d . . . . .
H29 H 1.1294 -0.4165 0.5223 0.085 Uiso 1 1 calc R . . . .
C34 C 0.8221(6) -0.4839(4) 0.8258(3) 0.0318(11) Uani 1 1 d . . . . .
C15 C 0.6701(5) -0.1894(4) 0.9321(3) 0.0274(10) Uani 1 1 d . . . . .
H15 H 0.6203 -0.2317 0.9841 0.033 Uiso 1 1 calc R . . . .
C11 C 0.6683(5) -0.0338(4) 0.8052(3) 0.0267(10) Uani 1 1 d . . . . .
C16 C 0.5925(5) -0.0936(4) 0.8831(3) 0.0312(11) Uani 1 1 d . . . . .
H16 H 0.4908 -0.0702 0.9025 0.037 Uiso 1 1 calc R . . . .
C8 C 0.4153(6) 0.2341(4) 0.7380(3) 0.0404(13) Uani 1 1 d . . . . .
H8 H 0.3288 0.3001 0.7496 0.049 Uiso 1 1 calc R . . . .
C10 C 0.6341(5) 0.1069(4) 0.6620(3) 0.0290(10) Uani 1 1 d . . . . .
H10 H 0.7236 0.0694 0.6129 0.035 Uiso 1 1 calc R . . . .
C27 C 0.8675(5) -0.1719(4) 0.3944(3) 0.0309(11) Uani 1 1 d . . . . .
H27 H 0.7682 -0.1340 0.4286 0.037 Uiso 1 1 calc R . . . .
C14 C 0.8210(5) -0.2227(3) 0.9044(3) 0.0228(10) Uani 1 1 d . . . . .
C4 C 0.6739(5) 0.2655(4) 0.4824(3) 0.0314(11) Uani 1 1 d . . . . .
H4 H 0.7600 0.2158 0.4943 0.038 Uiso 1 1 calc R . . . .
C21 C 0.9021(5) -0.1012(4) 0.1343(3) 0.0310(11) Uani 1 1 d . . . . .
H21 H 0.9548 -0.1813 0.1154 0.037 Uiso 1 1 calc R . . . .
C9 C 0.4497(5) 0.1478(4) 0.8050(3) 0.0394(13) Uani 1 1 d . . . . .
H9 H 0.3910 0.1419 0.8722 0.047 Uiso 1 1 calc R . . . .
C3 C 0.6792(5) 0.3306(4) 0.3918(3) 0.0300(11) Uani 1 1 d . . . . .
H3 H 0.7697 0.3227 0.3419 0.036 Uiso 1 1 calc R . . . .
C13 C 0.8941(5) -0.1622(4) 0.8245(3) 0.0293(10) Uani 1 1 d . . . . .
H13 H 0.9959 -0.1859 0.8045 0.035 Uiso 1 1 calc R . . . .
C12 C 0.8197(5) -0.0678(4) 0.7738(3) 0.0317(11) Uani 1 1 d . . . . .
H12 H 0.8697 -0.0277 0.7198 0.038 Uiso 1 1 calc R . . . .
Br2 Br 0.5000 0.0000 0.5000 0.0519(2) Uani 1 2 d S T P . .
Br1 Br 1.0000 0.0000 0.5000 0.04157(18) Uani 1 2 d S T P . .
C17 C 0.9039(5) -0.3209(4) 0.9615(3) 0.0248(10) Uani 1 1 d . . . . .
O4 O 0.8371(3) -0.3842(2) 1.0246(2) 0.0297(7) Uani 1 1 d . . . . .
O3 O 1.0345(3) -0.3329(3) 0.9445(2) 0.0330(7) Uani 1 1 d . . . . .
H9B H 0.482(6) 0.599(5) 0.134(4) 0.06(2) Uiso 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
Er1 O1 2.291(3) . ?
Er1 O7 2.352(3) 1_564 ?
Er1 O5 2.207(3) . ?
Er1 O8 2.439(3) 1_564 ?
Er1 O9 2.294(4) . ?
Er1 C34 2.734(5) 1_564 ?
Er1 O4 2.236(3) 1_564 ?
Er1 O3 2.266(3) 2_756 ?
O6 C18 1.223(5) . ?
O1 C1 1.271(5) . ?
O7 Er1 2.352(3) 1_546 ?
O7 C34 1.257(5) . ?
O5 C18 1.276(5) . ?
O8 Er1 2.439(3) 1_546 ?
O8 C34 1.254(6) . ?
O9 H9A 0.8637 . ?
O9 H9B 0.73(5) . ?
O2 C1 1.238(5) . ?
N2 C11 1.431(5) . ?
N2 C10 1.329(5) . ?
N2 C9 1.372(6) . ?
N1 C5 1.428(5) . ?
N1 C8 1.370(5) . ?
N1 C10 1.329(5) . ?
N3 C22 1.440(5) . ?
N3 C25 1.375(6) . ?
N3 C27 1.322(5) . ?
N4 C28 1.437(5) . ?
N4 C26 1.386(5) . ?
N4 C27 1.334(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.359(6) . ?
C6 C7 1.375(6) . ?
C5 C4 1.372(6) . ?
C2 C1 1.497(5) . ?
C2 C7 1.380(6) . ?
C2 C3 1.373(6) . ?
C7 H7 0.9300 . ?
C18 C19 1.516(6) . ?
C19 C20 1.374(6) . ?
C19 C24 1.378(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.377(6) . ?
C24 H24 0.9300 . ?
C24 C23 1.376(6) . ?
C23 H23 0.9300 . ?
C23 C22 1.374(6) . ?
C22 C21 1.373(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.323(6) . ?
C28 C33 1.371(6) . ?
C28 C29 1.364(7) . ?
C26 H26 0.9300 . ?
C30 H30 0.9300 . ?
C30 C31 1.354(7) . ?
C30 C29 1.386(6) . ?
C31 C32 1.368(6) . ?
C31 C34 1.494(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.372(6) . ?
C33 H33 0.9300 . ?
C29 H29 0.9300 . ?
C34 Er1 2.734(5) 1_546 ?
C15 H15 0.9300 . ?
C15 C16 1.383(6) . ?
C15 C14 1.382(6) . ?
C11 C16 1.373(6) . ?
C11 C12 1.383(6) . ?
C16 H16 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.325(6) . ?
C10 H10 0.9300 . ?
C27 H27 0.9300 . ?
C14 C13 1.380(5) . ?
C14 C17 1.493(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.382(6) . ?
C21 H21 0.9300 . ?
C9 H9 0.9300 . ?
C3 H3 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.374(6) . ?
C12 H12 0.9300 . ?
C17 O4 1.255(5) . ?
C17 O3 1.243(5) . ?
O4 Er1 2.236(3) 1_546 ?
O3 Er1 2.267(3) 2_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Er1 O7 144.93(12) . 1_564 ?
O1 Er1 O8 160.41(12) . 1_564 ?
O1 Er1 O9 74.55(11) . . ?
O1 Er1 C34 169.40(12) . 1_564 ?
O7 Er1 O8 54.19(12) 1_564 1_564 ?
O7 Er1 C34 27.33(13) 1_564 1_564 ?
O5 Er1 O1 89.69(11) . . ?
O5 Er1 O7 92.86(11) . 1_564 ?
O5 Er1 O8 93.86(12) . 1_564 ?
O5 Er1 O9 95.68(13) . . ?
O5 Er1 C34 97.38(12) . 1_564 ?
O5 Er1 O4 175.27(11) . 1_564 ?
O5 Er1 O3 87.18(12) . 2_756 ?
O8 Er1 C34 27.30(13) 1_564 1_564 ?
O9 Er1 O7 70.39(12) . 1_564 ?
O9 Er1 O8 124.10(12) . 1_564 ?
O9 Er1 C34 96.80(14) . 1_564 ?
O4 Er1 O1 92.65(11) 1_564 . ?
O4 Er1 O7 87.59(11) 1_564 1_564 ?
O4 Er1 O8 82.58(11) 1_564 1_564 ?
O4 Er1 O9 88.91(13) 1_564 . ?
O4 Er1 C34 80.89(11) 1_564 1_564 ?
O4 Er1 O3 89.13(12) 1_564 2_756 ?
O3 Er1 O1 80.76(11) 2_756 . ?
O3 Er1 O7 134.30(11) 2_756 1_564 ?
O3 Er1 O8 80.18(11) 2_756 1_564 ?
O3 Er1 O9 155.11(12) 2_756 . ?
O3 Er1 C34 107.38(13) 2_756 1_564 ?
C1 O1 Er1 137.8(3) . . ?
C34 O7 Er1 93.5(3) . 1_546 ?
C18 O5 Er1 154.5(3) . . ?
C34 O8 Er1 89.6(3) . 1_546 ?
Er1 O9 H9A 110.3 . . ?
Er1 O9 H9B 115(5) . . ?
H9A O9 H9B 130.5 . . ?
C10 N2 C11 126.1(4) . . ?
C10 N2 C9 108.0(4) . . ?
C9 N2 C11 125.8(3) . . ?
C8 N1 C5 126.5(4) . . ?
C10 N1 C5 124.8(4) . . ?
C10 N1 C8 108.6(3) . . ?
C25 N3 C22 125.6(3) . . ?
C27 N3 C22 125.6(4) . . ?
C27 N3 C25 108.7(4) . . ?
C26 N4 C28 126.7(4) . . ?
C27 N4 C28 125.4(4) . . ?
C27 N4 C26 107.9(3) . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.6(4) . . ?
C7 C6 H6 120.2 . . ?
C6 C5 N1 118.9(4) . . ?
C6 C5 C4 120.8(4) . . ?
C4 C5 N1 120.3(4) . . ?
C7 C2 C1 119.1(4) . . ?
C3 C2 C1 122.5(4) . . ?
C3 C2 C7 118.3(4) . . ?
O1 C1 C2 116.7(4) . . ?
O2 C1 O1 125.6(4) . . ?
O2 C1 C2 117.7(4) . . ?
C6 C7 C2 121.0(5) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
O6 C18 O5 124.4(4) . . ?
O6 C18 C19 118.7(4) . . ?
O5 C18 C19 117.0(4) . . ?
C20 C19 C18 118.9(4) . . ?
C20 C19 C24 119.2(4) . . ?
C24 C19 C18 121.9(4) . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.0(4) . . ?
C21 C20 H20 119.5 . . ?
C19 C24 H24 119.6 . . ?
C23 C24 C19 120.7(4) . . ?
C23 C24 H24 119.6 . . ?
C24 C23 H23 120.5 . . ?
C22 C23 C24 118.9(4) . . ?
C22 C23 H23 120.5 . . ?
C23 C22 N3 119.5(4) . . ?
C23 C22 C21 121.4(4) . . ?
C21 C22 N3 119.0(4) . . ?
N3 C25 H25 126.2 . . ?
C26 C25 N3 107.6(4) . . ?
C26 C25 H25 126.2 . . ?
C33 C28 N4 121.4(4) . . ?
C29 C28 N4 119.3(4) . . ?
C29 C28 C33 119.3(4) . . ?
N4 C26 H26 126.3 . . ?
C25 C26 N4 107.4(4) . . ?
C25 C26 H26 126.3 . . ?
C31 C30 H30 119.6 . . ?
C31 C30 C29 120.8(5) . . ?
C29 C30 H30 119.6 . . ?
C30 C31 C32 118.2(4) . . ?
C30 C31 C34 120.1(4) . . ?
C32 C31 C34 121.6(4) . . ?
C31 C32 H32 119.0 . . ?
C31 C32 C33 121.9(5) . . ?
C33 C32 H32 119.0 . . ?
C28 C33 C32 119.3(4) . . ?
C28 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C28 C29 C30 120.3(5) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
O7 C34 Er1 59.2(2) . 1_546 ?
O7 C34 C31 118.3(4) . . ?
O8 C34 Er1 63.1(2) . 1_546 ?
O8 C34 O7 120.8(4) . . ?
O8 C34 C31 120.8(4) . . ?
C31 C34 Er1 164.0(3) . 1_546 ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.5(4) . . ?
C16 C11 N2 118.6(4) . . ?
C16 C11 C12 121.8(4) . . ?
C12 C11 N2 119.5(4) . . ?
C15 C16 H16 120.6 . . ?
C11 C16 C15 118.9(4) . . ?
C11 C16 H16 120.6 . . ?
N1 C8 H8 126.4 . . ?
C9 C8 N1 107.2(4) . . ?
C9 C8 H8 126.4 . . ?
N2 C10 H10 125.9 . . ?
N1 C10 N2 108.2(4) . . ?
N1 C10 H10 125.9 . . ?
N3 C27 N4 108.3(4) . . ?
N3 C27 H27 125.8 . . ?
N4 C27 H27 125.8 . . ?
C15 C14 C17 120.6(4) . . ?
C13 C14 C15 119.2(4) . . ?
C13 C14 C17 120.2(4) . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 119.1(4) . . ?
C3 C4 H4 120.5 . . ?
C20 C21 H21 120.7 . . ?
C22 C21 C20 118.7(4) . . ?
C22 C21 H21 120.7 . . ?
N2 C9 H9 126.0 . . ?
C8 C9 N2 108.0(4) . . ?
C8 C9 H9 126.0 . . ?
C2 C3 C4 121.1(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C14 C13 H13 119.3 . . ?
C12 C13 C14 121.3(4) . . ?
C12 C13 H13 119.3 . . ?
C11 C12 H12 120.9 . . ?
C13 C12 C11 118.3(4) . . ?
C13 C12 H12 120.9 . . ?
O4 C17 C14 118.3(4) . . ?
O3 C17 C14 117.4(4) . . ?
O3 C17 O4 124.4(4) . . ?
C17 O4 Er1 140.8(3) . 1_546 ?
C17 O3 Er1 142.0(3) . 2_756 ?

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
Er1 O1 C1 O2 -30.0(7) . . . . ?
Er1 O1 C1 C2 150.0(3) . . . . ?
Er1 O7 C34 O8 14.6(4) 1_546 . . . ?
Er1 O7 C34 C31 -161.8(3) 1_546 . . . ?
Er1 O5 C18 O6 -105.0(7) . . . . ?
Er1 O5 C18 C19 75.1(7) . . . . ?
Er1 O8 C34 O7 -14.0(4) 1_546 . . . ?
Er1 O8 C34 C31 162.3(4) 1_546 . . . ?
O6 C18 C19 C20 21.7(6) . . . . ?
O6 C18 C19 C24 -160.0(4) . . . . ?
O5 C18 C19 C20 -158.4(4) . . . . ?
O5 C18 C19 C24 19.9(6) . . . . ?
N2 C11 C16 C15 -177.2(4) . . . . ?
N2 C11 C12 C13 176.4(4) . . . . ?
N1 C5 C4 C3 179.4(4) . . . . ?
N1 C8 C9 N2 0.5(6) . . . . ?
N3 C22 C21 C20 -176.9(4) . . . . ?
N3 C25 C26 N4 0.3(5) . . . . ?
N4 C28 C33 C32 176.2(4) . . . . ?
N4 C28 C29 C30 -176.7(6) . . . . ?
C6 C5 C4 C3 -0.1(7) . . . . ?
C5 N1 C8 C9 178.1(4) . . . . ?
C5 N1 C10 N2 -178.6(4) . . . . ?
C5 C6 C7 C2 1.4(7) . . . . ?
C5 C4 C3 C2 1.6(7) . . . . ?
C1 C2 C7 C6 179.8(4) . . . . ?
C1 C2 C3 C4 178.7(4) . . . . ?
C7 C6 C5 N1 179.1(4) . . . . ?
C7 C6 C5 C4 -1.4(7) . . . . ?
C7 C2 C1 O1 -168.5(4) . . . . ?
C7 C2 C1 O2 11.5(6) . . . . ?
C7 C2 C3 C4 -1.6(6) . . . . ?
C18 C19 C20 C21 176.2(4) . . . . ?
C18 C19 C24 C23 -177.6(4) . . . . ?
C19 C20 C21 C22 1.1(7) . . . . ?
C19 C24 C23 C22 1.7(7) . . . . ?
C20 C19 C24 C23 0.7(7) . . . . ?
C24 C19 C20 C21 -2.1(7) . . . . ?
C24 C23 C22 N3 175.5(4) . . . . ?
C24 C23 C22 C21 -2.7(7) . . . . ?
C23 C22 C21 C20 1.3(7) . . . . ?
C22 N3 C25 C26 -179.7(4) . . . . ?
C22 N3 C27 N4 179.3(4) . . . . ?
C25 N3 C22 C23 -127.9(5) . . . . ?
C25 N3 C22 C21 50.4(6) . . . . ?
C25 N3 C27 N4 -0.6(5) . . . . ?
C28 N4 C26 C25 177.7(4) . . . . ?
C28 N4 C27 N3 -177.7(4) . . . . ?
C26 N4 C28 C33 -175.9(4) . . . . ?
C26 N4 C28 C29 3.0(7) . . . . ?
C26 N4 C27 N3 0.8(5) . . . . ?
C30 C31 C32 C33 3.0(8) . . . . ?
C30 C31 C34 Er1 99.2(13) . . . 1_546 ?
C30 C31 C34 O7 175.9(5) . . . . ?
C30 C31 C34 O8 -0.5(7) . . . . ?
C31 C30 C29 C28 0.9(11) . . . . ?
C31 C32 C33 C28 0.1(8) . . . . ?
C32 C31 C34 Er1 -77.2(14) . . . 1_546 ?
C32 C31 C34 O7 -0.6(6) . . . . ?
C32 C31 C34 O8 -176.9(4) . . . . ?
C33 C28 C29 C30 2.2(9) . . . . ?
C29 C28 C33 C32 -2.7(8) . . . . ?
C29 C30 C31 C32 -3.5(9) . . . . ?
C29 C30 C31 C34 179.9(6) . . . . ?
C34 C31 C32 C33 179.5(4) . . . . ?
C15 C14 C13 C12 1.7(6) . . . . ?
C15 C14 C17 O4 10.6(6) . . . . ?
C15 C14 C17 O3 -168.2(4) . . . . ?
C11 N2 C10 N1 -176.4(4) . . . . ?
C11 N2 C9 C8 176.3(4) . . . . ?
C16 C15 C14 C13 -2.4(6) . . . . ?
C16 C15 C14 C17 176.1(4) . . . . ?
C16 C11 C12 C13 -1.6(7) . . . . ?
C8 N1 C5 C6 -22.1(7) . . . . ?
C8 N1 C5 C4 158.5(4) . . . . ?
C8 N1 C10 N2 -0.4(5) . . . . ?
C10 N2 C11 C16 -151.7(4) . . . . ?
C10 N2 C11 C12 30.3(6) . . . . ?
C10 N2 C9 C8 -0.8(6) . . . . ?
C10 N1 C5 C6 155.9(4) . . . . ?
C10 N1 C5 C4 -23.6(6) . . . . ?
C10 N1 C8 C9 -0.1(6) . . . . ?
C27 N3 C22 C23 52.3(6) . . . . ?
C27 N3 C22 C21 -129.4(5) . . . . ?
C27 N3 C25 C26 0.1(5) . . . . ?
C27 N4 C28 C33 2.2(7) . . . . ?
C27 N4 C28 C29 -178.8(5) . . . . ?
C27 N4 C26 C25 -0.7(5) . . . . ?
C14 C15 C16 C11 1.2(7) . . . . ?
C14 C13 C12 C11 0.3(7) . . . . ?
C14 C17 O4 Er1 77.5(5) . . . 1_546 ?
C14 C17 O3 Er1 -166.3(3) . . . 2_756 ?
C9 N2 C11 C16 31.7(6) . . . . ?
C9 N2 C11 C12 -146.4(5) . . . . ?
C9 N2 C10 N1 0.7(5) . . . . ?
C3 C2 C1 O1 11.2(6) . . . . ?
C3 C2 C1 O2 -168.8(4) . . . . ?
C3 C2 C7 C6 0.1(7) . . . . ?
C13 C14 C17 O4 -170.9(4) . . . . ?
C13 C14 C17 O3 10.4(6) . . . . ?
C12 C11 C16 C15 0.8(7) . . . . ?
C17 C14 C13 C12 -176.9(4) . . . . ?
O4 C17 O3 Er1 15.0(7) . . . 2_756 ?
O3 C17 O4 Er1 -103.9(5) . . . 1_546 ?

_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_6
_audit_block_doi                 10.5517/ccdc.csd.cc1q1vk5
_database_code_depnum_ccdc_archive 'CCDC 1580707'
_audit_update_record             
;
2017-10-18 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;
_audit_creation_date             2017-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 N4 O9 Yb, Br'
_chemical_formula_sum            'C34 H24 Br N4 O9 Yb'
_chemical_formula_weight         885.52
_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'
Br Br -0.2901 2.4595 '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      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                   10.226(2)
_cell_length_b                   11.739(2)
_cell_length_c                   13.935(3)
_cell_angle_alpha                82.307(4)
_cell_angle_beta                 69.899(3)
_cell_angle_gamma                69.528(4)
_cell_volume                     1471.5(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5837
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.27
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.604
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0657 before and 0.0357 after correction. The Ratio of minimum to maximum transmission is 0.8197. The λ/2 correction factor is 0.0015.'
_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    1.999
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             866
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9325
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.270
_diffrn_reflns_theta_min         1.556
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5090
_reflns_number_total             5879
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.847
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         5879
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0612
_refine_ls_wR_factor_ref         0.0649
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 H9B-O9
 0.9 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C5) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C16) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C27(H27), C20(H20), C25(H25), C24(H24), C23(H23), C13(H13),
 C16(H16), C15(H15), C12(H12), C32(H32), C6(H6), C29(H29), C26(H26), C3(H3),
 C4(H4), C30(H30), C7(H7), C9(H9), C33(H33), C21(H21)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.25551(2) 0.46295(2) 0.53026(2) 0.01170(6) Uani 1 1 d . . . . .
O5 O 0.1780(3) 0.4560(3) 0.7035(2) 0.0164(6) Uani 1 1 d . . . . .
O6 O -0.0604(3) 0.5606(3) 0.7738(2) 0.0222(7) Uani 1 1 d . . . . .
O1 O 0.1902(3) 0.3047(2) 0.5281(2) 0.0160(6) Uani 1 1 d . . . . .
O2 O 0.2142(3) 0.1514(3) 0.4387(2) 0.0211(7) Uani 1 1 d . . . . .
N1 N 0.4398(4) -0.1499(3) 0.7993(2) 0.0140(7) Uani 1 1 d . . . . .
N3 N 0.0319(4) 0.2085(3) 1.1481(2) 0.0149(8) Uani 1 1 d . . . . .
N4 N 0.0875(4) 0.0687(3) 1.2579(2) 0.0162(8) Uani 1 1 d . . . . .
N2 N 0.4618(4) -0.2588(3) 0.9343(2) 0.0157(8) Uani 1 1 d . . . . .
C8 C 0.5853(5) -0.2220(4) 0.7768(3) 0.0166(9) Uani 1 1 d . . . . .
H8 H 0.6599 -0.2234 0.7151 0.020 Uiso 1 1 calc R . . . .
C10 C 0.3672(5) -0.1724(4) 0.8949(3) 0.0162(9) Uani 1 1 d . . . . .
H10 H 0.2678 -0.1346 0.9288 0.019 Uiso 1 1 calc R . . . .
C27 C 0.1341(5) 0.1076(4) 1.1618(3) 0.0157(9) Uani 1 1 d . . . . .
H27 H 0.2234 0.0700 1.1128 0.019 Uiso 1 1 calc R . . . .
C20 C -0.0793(5) 0.4146(4) 0.9468(3) 0.0197(10) Uani 1 1 d . . . . .
H20 H -0.1656 0.4656 0.9353 0.024 Uiso 1 1 calc R . . . .
C25 C -0.0844(5) 0.2348(4) 1.2375(3) 0.0235(10) Uani 1 1 d . . . . .
H25 H -0.1705 0.3012 1.2489 0.028 Uiso 1 1 calc R . . . .
C18 C 0.0572(5) 0.4808(4) 0.7759(3) 0.0151(9) Uani 1 1 d . . . . .
C24 C 0.1817(5) 0.3310(4) 0.8910(3) 0.0176(9) Uani 1 1 d . . . . .
H24 H 0.2724 0.3240 0.8414 0.021 Uiso 1 1 calc R . . . .
C19 C 0.0541(5) 0.4068(4) 0.8730(3) 0.0135(9) Uani 1 1 d . . . . .
C23 C 0.1763(5) 0.2655(4) 0.9813(3) 0.0202(10) Uani 1 1 d . . . . .
H23 H 0.2626 0.2148 0.9930 0.024 Uiso 1 1 calc R . . . .
C14 C 0.3574(5) -0.4242(4) 1.2247(3) 0.0156(9) Uani 1 1 d . . . . .
C13 C 0.2499(5) -0.3323(4) 1.1943(3) 0.0222(10) Uani 1 1 d . . . . .
H13 H 0.1534 -0.3087 1.2383 0.027 Uiso 1 1 calc R . . . .
C16 C 0.5332(6) -0.3991(5) 1.0658(4) 0.0417(14) Uani 1 1 d . U . . .
H16 H 0.6302 -0.4217 1.0227 0.050 Uiso 1 1 calc R . . . .
C15 C 0.4982(6) -0.4540(5) 1.1601(4) 0.0368(13) Uani 1 1 d . U . . .
H15 H 0.5726 -0.5131 1.1803 0.044 Uiso 1 1 calc R . . . .
C12 C 0.2828(5) -0.2751(4) 1.1005(3) 0.0215(10) Uani 1 1 d . . . . .
H12 H 0.2094 -0.2130 1.0815 0.026 Uiso 1 1 calc R . . . .
C22 C 0.0408(5) 0.2763(4) 1.0544(3) 0.0152(9) Uani 1 1 d . . . . .
C11 C 0.4249(5) -0.3106(4) 1.0352(3) 0.0156(9) Uani 1 1 d . . . . .
C31 C 0.3232(4) -0.2233(4) 1.4040(3) 0.0131(9) Uani 1 1 d . . . . .
C32 C 0.3976(5) -0.1636(4) 1.3229(3) 0.0153(9) Uani 1 1 d . . . . .
H32 H 0.4999 -0.1875 1.3023 0.018 Uiso 1 1 calc R . . . .
C6 C 0.4042(5) -0.1027(4) 0.6335(3) 0.0162(9) Uani 1 1 d . . . . .
H6 H 0.4577 -0.1831 0.6149 0.019 Uiso 1 1 calc R . . . .
C2 C 0.2718(4) 0.1013(4) 0.5922(3) 0.0134(9) Uani 1 1 d . . . . .
C29 C 0.0933(5) -0.0939(4) 1.3840(3) 0.0171(9) Uani 1 1 d . . . . .
H29 H -0.0089 -0.0693 1.4041 0.021 Uiso 1 1 calc R . . . .
C34 C 0.4074(5) -0.3224(4) 1.4622(3) 0.0131(9) Uani 1 1 d . . . . .
C1 C 0.2221(4) 0.1913(4) 0.5129(3) 0.0134(9) Uani 1 1 d . . . . .
C26 C -0.0501(5) 0.1469(4) 1.3048(3) 0.0200(10) Uani 1 1 d . . . . .
H26 H -0.1092 0.1399 1.3716 0.024 Uiso 1 1 calc R . . . .
C5 C 0.3771(5) -0.0639(4) 0.7302(3) 0.0149(9) Uani 1 1 d . U . . .
C3 C 0.2427(5) 0.1369(4) 0.6906(3) 0.0177(9) Uani 1 1 d . . . . .
H3 H 0.1881 0.2171 0.7096 0.021 Uiso 1 1 calc R . . . .
C28 C 0.1689(5) -0.0346(4) 1.3054(3) 0.0152(9) Uani 1 1 d . . . . .
C4 C 0.2941(5) 0.0541(4) 0.7602(3) 0.0172(9) Uani 1 1 d . . . . .
H4 H 0.2732 0.0775 0.8264 0.021 Uiso 1 1 calc R . . . .
C30 C 0.1697(5) -0.1904(4) 1.4334(3) 0.0144(9) Uani 1 1 d . . . . .
H30 H 0.1197 -0.2329 1.4856 0.017 Uiso 1 1 calc R . . . .
C7 C 0.3495(5) -0.0186(4) 0.5652(3) 0.0166(9) Uani 1 1 d . . . . .
H7 H 0.3654 -0.0432 0.5003 0.020 Uiso 1 1 calc R . . . .
C9 C 0.5991(5) -0.2890(4) 0.8598(3) 0.0164(9) Uani 1 1 d . . . . .
H9 H 0.6855 -0.3461 0.8666 0.020 Uiso 1 1 calc R . . . .
C33 C 0.3215(5) -0.0692(4) 1.2725(3) 0.0167(9) Uani 1 1 d . . . . .
H33 H 0.3712 -0.0295 1.2175 0.020 Uiso 1 1 calc R . . . .
C21 C -0.0881(5) 0.3489(4) 1.0371(3) 0.0210(10) Uani 1 1 d . . . . .
H21 H -0.1791 0.3534 1.0853 0.025 Uiso 1 1 calc R . . . .
Br1 Br 0.5000 0.0000 1.0000 0.02148(14) Uani 1 2 d S T P . .
Br2 Br 0.0000 0.0000 1.0000 0.02692(16) Uani 1 2 d S T P . .
O4 O 0.4200(3) -0.5647(3) 1.3558(2) 0.0225(7) Uani 1 1 d . . . . .
O3 O 0.1900(3) -0.4510(3) 1.3858(2) 0.0195(7) Uani 1 1 d . . . . .
C17 C 0.3208(5) -0.4852(4) 1.3272(3) 0.0178(9) Uani 1 1 d . . . . .
O9 O 0.0244(3) 0.5959(3) 0.5780(2) 0.0176(7) Uani 1 1 d D . . . .
O8 O 0.3392(3) -0.3861(2) 1.5253(2) 0.0151(6) Uani 1 1 d . . . . .
O7 O 0.5399(3) -0.3328(3) 1.4435(2) 0.0149(6) Uani 1 1 d . . . . .
H9A H -0.029(6) 0.586(5) 0.642(4) 0.052(19) Uiso 1 1 d . . . . .
H9B H -0.049(4) 0.633(4) 0.552(4) 0.044(16) 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
Yb1 O5 2.268(3) . ?
Yb1 O1 2.190(3) . ?
Yb1 O4 2.421(3) 1_564 ?
Yb1 O3 2.330(3) 1_564 ?
Yb1 C17 2.710(4) 1_564 ?
Yb1 O9 2.254(3) . ?
Yb1 O8 2.206(3) 1_564 ?
Yb1 O7 2.233(3) 2_657 ?
Yb1 H9A 2.75(6) . ?
O5 C18 1.265(5) . ?
O6 C18 1.247(5) . ?
O1 C1 1.283(5) . ?
O2 C1 1.229(5) . ?
N1 C8 1.378(5) . ?
N1 C10 1.326(5) . ?
N1 C5 1.439(5) . ?
N3 C27 1.320(5) . ?
N3 C25 1.375(5) . ?
N3 C22 1.427(5) . ?
N4 C27 1.334(5) . ?
N4 C26 1.369(5) . ?
N4 C28 1.435(5) . ?
N2 C10 1.340(5) . ?
N2 C11 1.434(5) . ?
N2 C9 1.386(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.329(6) . ?
C10 H10 0.9300 . ?
C27 H27 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.378(6) . ?
C20 C21 1.378(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.335(6) . ?
C18 C19 1.503(5) . ?
C24 H24 0.9300 . ?
C24 C19 1.382(6) . ?
C24 C23 1.379(6) . ?
C23 H23 0.9300 . ?
C23 C22 1.384(6) . ?
C14 C13 1.386(6) . ?
C14 C15 1.359(6) . ?
C14 C17 1.497(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.376(6) . ?
C16 H16 0.9300 . ?
C16 C15 1.371(6) . ?
C16 C11 1.375(6) . ?
C15 H15 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.373(6) . ?
C22 C21 1.378(6) . ?
C31 C32 1.385(6) . ?
C31 C34 1.509(5) . ?
C31 C30 1.399(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.375(6) . ?
C6 H6 0.9300 . ?
C6 C5 1.385(5) . ?
C6 C7 1.386(5) . ?
C2 C1 1.514(5) . ?
C2 C3 1.389(6) . ?
C2 C7 1.381(6) . ?
C29 H29 0.9300 . ?
C29 C28 1.368(6) . ?
C29 C30 1.382(5) . ?
C34 O8 1.259(5) . ?
C34 O7 1.253(5) . ?
C26 H26 0.9300 . ?
C5 C4 1.379(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(5) . ?
C28 C33 1.387(6) . ?
C4 H4 0.9300 . ?
C30 H30 0.9300 . ?
C7 H7 0.9300 . ?
C9 H9 0.9300 . ?
C33 H33 0.9300 . ?
C21 H21 0.9300 . ?
O4 Yb1 2.421(3) 1_546 ?
O4 C17 1.256(5) . ?
O3 Yb1 2.330(3) 1_546 ?
O3 C17 1.256(5) . ?
C17 Yb1 2.710(4) 1_546 ?
O9 H9A 0.89(5) . ?
O9 H9B 0.893(19) . ?
O8 Yb1 2.206(3) 1_546 ?
O7 Yb1 2.233(3) 2_657 ?

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
O5 Yb1 O4 159.84(10) . 1_564 ?
O5 Yb1 O3 145.06(10) . 1_564 ?
O5 Yb1 C17 169.63(12) . 1_564 ?
O5 Yb1 H9A 58.6(11) . . ?
O1 Yb1 O5 90.05(10) . . ?
O1 Yb1 O4 93.46(11) . 1_564 ?
O1 Yb1 O3 92.28(10) . 1_564 ?
O1 Yb1 C17 97.01(11) . 1_564 ?
O1 Yb1 O9 95.47(11) . . ?
O1 Yb1 O8 175.46(11) . 1_564 ?
O1 Yb1 O7 87.23(10) . 2_657 ?
O1 Yb1 H9A 89.6(12) . . ?
O4 Yb1 C17 27.60(12) 1_564 1_564 ?
O4 Yb1 H9A 141.2(11) 1_564 . ?
O3 Yb1 O4 54.67(10) 1_564 1_564 ?
O3 Yb1 C17 27.56(11) 1_564 1_564 ?
O3 Yb1 H9A 86.5(11) 1_564 . ?
C17 Yb1 H9A 113.6(11) 1_564 . ?
O9 Yb1 O5 74.77(10) . . ?
O9 Yb1 O4 124.51(10) . 1_564 ?
O9 Yb1 O3 70.30(11) . 1_564 ?
O9 Yb1 C17 96.91(12) . 1_564 ?
O9 Yb1 H9A 17.1(11) . . ?
O8 Yb1 O5 92.31(10) 1_564 . ?
O8 Yb1 O4 83.01(10) 1_564 1_564 ?
O8 Yb1 O3 88.01(10) 1_564 1_564 ?
O8 Yb1 C17 81.19(11) 1_564 1_564 ?
O8 Yb1 O9 88.89(11) 1_564 . ?
O8 Yb1 O7 89.34(10) 1_564 2_657 ?
O8 Yb1 H9A 94.9(12) 1_564 . ?
O7 Yb1 O5 80.32(10) 2_657 . ?
O7 Yb1 O4 80.02(10) 2_657 1_564 ?
O7 Yb1 O3 134.61(10) 2_657 1_564 ?
O7 Yb1 C17 107.51(12) 2_657 1_564 ?
O7 Yb1 O9 154.94(11) 2_657 . ?
O7 Yb1 H9A 138.8(11) 2_657 . ?
C18 O5 Yb1 137.9(3) . . ?
C1 O1 Yb1 151.2(3) . . ?
C8 N1 C5 125.4(3) . . ?
C10 N1 C8 109.0(3) . . ?
C10 N1 C5 125.6(4) . . ?
C27 N3 C25 108.8(3) . . ?
C27 N3 C22 125.0(4) . . ?
C25 N3 C22 126.2(4) . . ?
C27 N4 C26 108.1(3) . . ?
C27 N4 C28 126.1(4) . . ?
C26 N4 C28 125.7(4) . . ?
C10 N2 C11 125.4(4) . . ?
C10 N2 C9 107.7(3) . . ?
C9 N2 C11 127.0(3) . . ?
N1 C8 H8 126.4 . . ?
C9 C8 N1 107.1(4) . . ?
C9 C8 H8 126.4 . . ?
N1 C10 N2 108.3(4) . . ?
N1 C10 H10 125.9 . . ?
N2 C10 H10 125.9 . . ?
N3 C27 N4 108.4(4) . . ?
N3 C27 H27 125.8 . . ?
N4 C27 H27 125.8 . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C21 C20 C19 121.7(4) . . ?
N3 C25 H25 126.5 . . ?
C26 C25 N3 106.9(4) . . ?
C26 C25 H25 126.5 . . ?
O5 C18 C19 117.4(4) . . ?
O6 C18 O5 125.8(4) . . ?
O6 C18 C19 116.9(4) . . ?
C19 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C19 120.9(4) . . ?
C20 C19 C18 119.5(4) . . ?
C20 C19 C24 118.7(4) . . ?
C24 C19 C18 121.9(4) . . ?
C24 C23 H23 120.5 . . ?
C24 C23 C22 119.1(4) . . ?
C22 C23 H23 120.5 . . ?
C13 C14 C17 121.1(4) . . ?
C15 C14 C13 117.9(4) . . ?
C15 C14 C17 121.0(4) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 C14 121.5(4) . . ?
C12 C13 H13 119.3 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C11 120.0(5) . . ?
C11 C16 H16 120.0 . . ?
C14 C15 C16 121.6(5) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C13 C12 H12 120.4 . . ?
C11 C12 C13 119.3(4) . . ?
C11 C12 H12 120.4 . . ?
C23 C22 N3 120.3(4) . . ?
C21 C22 N3 118.6(4) . . ?
C21 C22 C23 121.1(4) . . ?
C16 C11 N2 119.3(4) . . ?
C12 C11 N2 121.0(4) . . ?
C12 C11 C16 119.7(4) . . ?
C32 C31 C34 120.0(4) . . ?
C32 C31 C30 120.1(4) . . ?
C30 C31 C34 119.9(4) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.6(4) . . ?
C33 C32 H32 119.7 . . ?
C5 C6 H6 120.8 . . ?
C5 C6 C7 118.3(4) . . ?
C7 C6 H6 120.8 . . ?
C3 C2 C1 121.5(4) . . ?
C7 C2 C1 119.0(4) . . ?
C7 C2 C3 119.5(4) . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.7(4) . . ?
C30 C29 H29 120.2 . . ?
O8 C34 C31 117.9(4) . . ?
O7 C34 C31 116.3(4) . . ?
O7 C34 O8 125.8(4) . . ?
O1 C1 C2 117.6(3) . . ?
O2 C1 O1 124.2(4) . . ?
O2 C1 C2 118.1(4) . . ?
N4 C26 H26 126.1 . . ?
C25 C26 N4 107.8(4) . . ?
C25 C26 H26 126.1 . . ?
C6 C5 N1 118.2(4) . . ?
C4 C5 N1 120.1(4) . . ?
C4 C5 C6 121.6(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C29 C28 N4 118.9(4) . . ?
C29 C28 C33 121.9(4) . . ?
C33 C28 N4 119.2(4) . . ?
C5 C4 C3 119.1(4) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C31 C30 H30 120.4 . . ?
C29 C30 C31 119.2(4) . . ?
C29 C30 H30 120.4 . . ?
C6 C7 H7 119.5 . . ?
C2 C7 C6 121.0(4) . . ?
C2 C7 H7 119.5 . . ?
N2 C9 H9 126.1 . . ?
C8 C9 N2 107.9(4) . . ?
C8 C9 H9 126.1 . . ?
C32 C33 C28 118.5(4) . . ?
C32 C33 H33 120.7 . . ?
C28 C33 H33 120.7 . . ?
C20 C21 C22 118.5(4) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
C17 O4 Yb1 89.1(3) . 1_546 ?
C17 O3 Yb1 93.3(2) . 1_546 ?
C14 C17 Yb1 163.8(3) . 1_546 ?
O4 C17 Yb1 63.3(2) . 1_546 ?
O4 C17 C14 120.6(4) . . ?
O4 C17 O3 120.8(4) . . ?
O3 C17 Yb1 59.1(2) . 1_546 ?
O3 C17 C14 118.6(4) . . ?
Yb1 O9 H9A 115(4) . . ?
Yb1 O9 H9B 139(3) . . ?
H9A O9 H9B 99(5) . . ?
C34 O8 Yb1 140.6(3) . 1_546 ?
C34 O7 Yb1 140.0(3) . 2_657 ?

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
Yb1 O5 C18 O6 -29.7(7) . . . . ?
Yb1 O5 C18 C19 149.7(3) . . . . ?
Yb1 O1 C1 O2 -105.6(6) . . . . ?
Yb1 O1 C1 C2 74.8(6) . . . . ?
Yb1 O4 C17 C14 162.0(3) 1_546 . . . ?
Yb1 O4 C17 O3 -14.5(4) 1_546 . . . ?
Yb1 O3 C17 C14 -161.5(3) 1_546 . . . ?
Yb1 O3 C17 O4 15.1(4) 1_546 . . . ?
O5 C18 C19 C20 -168.3(4) . . . . ?
O5 C18 C19 C24 12.0(6) . . . . ?
O6 C18 C19 C20 11.1(6) . . . . ?
O6 C18 C19 C24 -168.6(4) . . . . ?
N1 C8 C9 N2 0.0(5) . . . . ?
N1 C5 C4 C3 176.1(4) . . . . ?
N3 C25 C26 N4 1.4(5) . . . . ?
N3 C22 C21 C20 179.7(4) . . . . ?
N4 C28 C33 C32 176.0(4) . . . . ?
C8 N1 C10 N2 -1.1(5) . . . . ?
C8 N1 C5 C6 50.3(6) . . . . ?
C8 N1 C5 C4 -128.9(4) . . . . ?
C10 N1 C8 C9 0.7(5) . . . . ?
C10 N1 C5 C6 -130.0(4) . . . . ?
C10 N1 C5 C4 50.8(6) . . . . ?
C10 N2 C11 C16 179.9(5) . . . . ?
C10 N2 C11 C12 1.4(7) . . . . ?
C10 N2 C9 C8 -0.6(5) . . . . ?
C27 N3 C25 C26 -0.5(5) . . . . ?
C27 N3 C22 C23 -22.5(6) . . . . ?
C27 N3 C22 C21 155.3(4) . . . . ?
C27 N4 C26 C25 -1.8(5) . . . . ?
C27 N4 C28 C29 -152.6(4) . . . . ?
C27 N4 C28 C33 29.4(6) . . . . ?
C25 N3 C27 N4 -0.6(5) . . . . ?
C25 N3 C22 C23 159.3(4) . . . . ?
C25 N3 C22 C21 -22.9(6) . . . . ?
C24 C23 C22 N3 179.3(4) . . . . ?
C24 C23 C22 C21 1.5(7) . . . . ?
C19 C20 C21 C22 1.8(7) . . . . ?
C19 C24 C23 C22 0.2(7) . . . . ?
C23 C24 C19 C20 -0.9(6) . . . . ?
C23 C24 C19 C18 178.9(4) . . . . ?
C23 C22 C21 C20 -2.5(7) . . . . ?
C14 C13 C12 C11 0.6(7) . . . . ?
C13 C14 C15 C16 -2.6(8) . . . . ?
C13 C14 C17 Yb1 -77.6(12) . . . 1_546 ?
C13 C14 C17 O4 -176.9(4) . . . . ?
C13 C14 C17 O3 -0.3(6) . . . . ?
C13 C12 C11 N2 175.9(4) . . . . ?
C13 C12 C11 C16 -2.6(7) . . . . ?
C15 C14 C13 C12 2.0(7) . . . . ?
C15 C14 C17 Yb1 99.9(11) . . . 1_546 ?
C15 C14 C17 O4 0.6(7) . . . . ?
C15 C14 C17 O3 177.2(4) . . . . ?
C15 C16 C11 N2 -176.6(5) . . . . ?
C15 C16 C11 C12 2.0(8) . . . . ?
C22 N3 C27 N4 -179.1(4) . . . . ?
C22 N3 C25 C26 177.9(4) . . . . ?
C11 N2 C10 N1 -178.2(4) . . . . ?
C11 N2 C9 C8 178.6(4) . . . . ?
C11 C16 C15 C14 0.7(9) . . . . ?
C31 C32 C33 C28 0.6(6) . . . . ?
C31 C34 O8 Yb1 76.7(5) . . . 1_546 ?
C31 C34 O7 Yb1 -166.5(3) . . . 2_657 ?
C32 C31 C34 O8 -170.0(4) . . . . ?
C32 C31 C34 O7 10.7(6) . . . . ?
C32 C31 C30 C29 -3.2(6) . . . . ?
C6 C5 C4 C3 -3.1(6) . . . . ?
C2 C3 C4 C5 1.2(6) . . . . ?
C29 C28 C33 C32 -2.0(6) . . . . ?
C34 C31 C32 C33 -176.8(4) . . . . ?
C34 C31 C30 C29 175.5(4) . . . . ?
C1 C2 C3 C4 -177.5(4) . . . . ?
C1 C2 C7 C6 176.4(4) . . . . ?
C26 N4 C27 N3 1.5(5) . . . . ?
C26 N4 C28 C29 29.6(6) . . . . ?
C26 N4 C28 C33 -148.4(4) . . . . ?
C5 N1 C8 C9 -179.6(4) . . . . ?
C5 N1 C10 N2 179.2(4) . . . . ?
C5 C6 C7 C2 0.9(6) . . . . ?
C3 C2 C1 O1 19.2(6) . . . . ?
C3 C2 C1 O2 -160.4(4) . . . . ?
C3 C2 C7 C6 -2.8(6) . . . . ?
C28 N4 C27 N3 -176.7(4) . . . . ?
C28 N4 C26 C25 176.4(4) . . . . ?
C28 C29 C30 C31 1.9(6) . . . . ?
C30 C31 C32 C33 1.9(6) . . . . ?
C30 C31 C34 O8 11.2(6) . . . . ?
C30 C31 C34 O7 -168.0(4) . . . . ?
C30 C29 C28 N4 -177.3(4) . . . . ?
C30 C29 C28 C33 0.7(6) . . . . ?
C7 C6 C5 N1 -177.1(4) . . . . ?
C7 C6 C5 C4 2.1(6) . . . . ?
C7 C2 C1 O1 -159.9(4) . . . . ?
C7 C2 C1 O2 20.4(6) . . . . ?
C7 C2 C3 C4 1.7(6) . . . . ?
C9 N2 C10 N1 1.1(5) . . . . ?
C9 N2 C11 C16 0.8(7) . . . . ?
C9 N2 C11 C12 -177.7(4) . . . . ?
C21 C20 C19 C18 -179.9(4) . . . . ?
C21 C20 C19 C24 -0.2(7) . . . . ?
C17 C14 C13 C12 179.5(4) . . . . ?
C17 C14 C15 C16 179.8(5) . . . . ?
O8 C34 O7 Yb1 14.3(7) . . . 2_657 ?
O7 C34 O8 Yb1 -104.1(5) . . . 1_546 ?

_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_5
_audit_block_doi                 10.5517/ccdc.csd.cc1q1vj4
_database_code_depnum_ccdc_archive 'CCDC 1580706'
_audit_update_record             
;
2017-10-18 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;
_audit_creation_date             2017-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 N4 O9 Yb, Cl'
_chemical_formula_sum            'C34 H24 Cl N4 O9 Yb'
_chemical_formula_weight         841.06
_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      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                   10.2917(5)
_cell_length_b                   11.7702(5)
_cell_length_c                   14.0907(8)
_cell_angle_alpha                82.913(4)
_cell_angle_beta                 68.858(5)
_cell_angle_gamma                68.718(4)
_cell_volume                     1483.38(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5379
_cell_measurement_temperature    291.89(10)
_cell_measurement_theta_max      28.5650
_cell_measurement_theta_min      3.6120
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.311
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.883
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             830
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10725
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.378
_diffrn_ambient_temperature      291.89(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -40.00    9.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571  -38.0000 -120.0000 49

#__ type_ start__ end____ width___ exp.time_
  2 omega  -19.00   19.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571  -99.0000    0.0000 38

#__ type_ start__ end____ width___ exp.time_
  3 omega   27.00   81.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946   57.0000 -120.0000 54

#__ type_ start__ end____ width___ exp.time_
  4 omega  -42.00   38.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  -57.0000   60.0000 80

#__ type_ start__ end____ width___ exp.time_
  5 omega  -45.00   13.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571   77.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
  6 omega  -13.00   17.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3571  -99.0000 -120.0000 30

#__ type_ start__ end____ width___ exp.time_
  7 omega  -47.00  -18.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946  -57.0000  -60.0000 29

#__ type_ start__ end____ width___ exp.time_
  8 omega    6.00   76.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946   38.0000 -150.0000 70

#__ type_ start__ end____ width___ exp.time_
  9 omega   70.00   96.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7946 -178.0000  -90.0000 26
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0602672000
_diffrn_orient_matrix_UB_12      0.0118425000
_diffrn_orient_matrix_UB_13      0.0467386000
_diffrn_orient_matrix_UB_21      0.0474135000
_diffrn_orient_matrix_UB_22      0.0018615000
_diffrn_orient_matrix_UB_23      0.0254568000
_diffrn_orient_matrix_UB_31      -0.0177142000
_diffrn_orient_matrix_UB_32      0.0635518000
_diffrn_orient_matrix_UB_33      -0.0089870000
_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                4803
_reflns_number_total             5208
_reflns_odcompleteness_completeness 99.66
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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    ?
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         5208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.044
_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)+(0.0123P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0491
_refine_ls_wR_factor_ref         0.0521
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Rotating group:
 O9(H9A)
2.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C20(H20), C25(H25), C27(H27), C30(H30), C24(H24), C33(H33),
 C21(H21), C26(H26), C23(H23), C29(H29), C4(H4), C6(H6), C8(H8), C10(H10),
 C7(H7), C3(H3), C13(H13), C9(H9), C12(H12), C15(H15), C16(H16)
;
_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
Yb2 Yb 0.21599(2) 0.03525(2) 0.03009(2) 0.02128(6) Uani 1 1 d . . . . .
O5 O 0.1188(3) 0.0435(2) 0.2032(2) 0.0313(7) Uani 1 1 d . . . . .
O9 O 0.3978(3) -0.1004(2) 0.0840(2) 0.0355(7) Uani 1 1 d . . . . .
H9A H 0.4810 -0.1203 0.0346 0.053 Uiso 1 1 d GR . . . .
C32 C -0.7261(4) 0.6655(3) 0.8227(3) 0.0274(9) Uani 1 1 d . . . . .
H32 H -0.8090 0.6901 0.8027 0.033 Uiso 1 1 calc R . . . .
O6 O 0.2852(3) -0.0606(2) 0.2784(2) 0.0404(8) Uani 1 1 d . . . . .
C20 C 0.1299(4) 0.0881(3) 0.4476(3) 0.0320(10) Uani 1 1 d . . . . .
H20 H 0.2273 0.0378 0.4378 0.038 Uiso 1 1 calc R . . . .
N4 N -0.3501(3) 0.4336(3) 0.7541(2) 0.0264(8) Uani 1 1 d . . . . .
C22 C -0.0983(4) 0.2285(3) 0.5511(3) 0.0243(9) Uani 1 1 d . . . . .
N3 N -0.1831(3) 0.2960(2) 0.6445(2) 0.0249(7) Uani 1 1 d . . . . .
C25 C -0.1538(4) 0.2692(3) 0.7340(3) 0.0371(11) Uani 1 1 d . . . . .
H25 H -0.0764 0.2040 0.7450 0.044 Uiso 1 1 calc R . . . .
C27 C -0.3016(4) 0.3966(3) 0.6581(3) 0.0254(9) Uani 1 1 d . . . . .
H27 H -0.3434 0.4347 0.6089 0.031 Uiso 1 1 calc R . . . .
C19 C 0.0697(4) 0.0943(3) 0.3735(3) 0.0240(9) Uani 1 1 d . . . . .
C30 C -0.6051(4) 0.6873(3) 0.9331(3) 0.0241(9) Uani 1 1 d . . . . .
H30 H -0.6057 0.7273 0.9863 0.029 Uiso 1 1 calc R . . . .
C28 C -0.4790(4) 0.5357(3) 0.8032(3) 0.0244(9) Uani 1 1 d . . . . .
C24 C -0.0752(4) 0.1702(3) 0.3884(3) 0.0297(10) Uani 1 1 d . . . . .
H24 H -0.1159 0.1768 0.3379 0.036 Uiso 1 1 calc R . . . .
C18 C 0.1648(4) 0.0199(3) 0.2777(3) 0.0260(9) Uani 1 1 d . . . . .
C33 C -0.5999(4) 0.5723(3) 0.7702(3) 0.0288(9) Uani 1 1 d . . . . .
H33 H -0.5960 0.5351 0.7142 0.035 Uiso 1 1 calc R . . . .
C21 C 0.0471(4) 0.1560(3) 0.5366(3) 0.0343(10) Uani 1 1 d . . . . .
H21 H 0.0888 0.1527 0.5858 0.041 Uiso 1 1 calc R . . . .
C26 C -0.2572(4) 0.3545(3) 0.8021(3) 0.0372(11) Uani 1 1 d . . . . .
H26 H -0.2650 0.3596 0.8695 0.045 Uiso 1 1 calc R . . . .
C23 C -0.1592(4) 0.2358(3) 0.4774(3) 0.0311(10) Uani 1 1 d . . . . .
H23 H -0.2572 0.2851 0.4878 0.037 Uiso 1 1 calc R . . . .
C29 C -0.4802(4) 0.5929(3) 0.8823(3) 0.0282(9) Uani 1 1 d . . . . .
H29 H -0.3969 0.5681 0.9018 0.034 Uiso 1 1 calc R . . . .
C31 C -0.7308(4) 0.7230(3) 0.9047(3) 0.0202(8) Uani 1 1 d . . . . .
C34 C -0.8705(4) 0.8209(3) 0.9634(3) 0.0217(8) Uani 1 1 d . . . . .
O8 O -0.8629(2) 0.8848(2) 1.0250(2) 0.0269(6) Uani 1 1 d . . . . .
O7 O -0.9860(3) 0.8311(2) 0.9478(2) 0.0290(6) Uani 1 1 d . . . . .
Cl2 Cl -0.5000 0.5000 0.5000 0.0439(4) Uani 1 2 d S T P . .
Cl1 Cl 0.0000 0.5000 0.5000 0.0523(5) Uani 1 2 d S T P . .
O1 O 0.2798(3) 0.1948(2) 0.0281(2) 0.0310(7) Uani 1 1 d . . . . .
N1 N -0.2310(3) 0.6460(2) 0.3020(2) 0.0245(7) Uani 1 1 d . . . . .
O2 O 0.3445(3) 0.3470(2) -0.0583(2) 0.0420(8) Uani 1 1 d . . . . .
O3 O -0.5742(3) 0.9474(2) 0.8888(2) 0.0363(7) Uani 1 1 d . . . . .
N2 N -0.3884(3) 0.7526(3) 0.4364(2) 0.0253(7) Uani 1 1 d . . . . .
O4 O -0.7735(3) 1.0598(2) 0.8540(2) 0.0418(8) Uani 1 1 d . . . . .
C2 C 0.1387(4) 0.3959(3) 0.0945(3) 0.0221(8) Uani 1 1 d . . . . .
C4 C -0.0434(4) 0.4431(3) 0.2629(3) 0.0298(10) Uani 1 1 d . . . . .
H4 H -0.0839 0.4192 0.3292 0.036 Uiso 1 1 calc R . . . .
C1 C 0.2641(4) 0.3082(3) 0.0145(3) 0.0270(9) Uani 1 1 d . . . . .
C5 C -0.0998(4) 0.5614(3) 0.2327(3) 0.0243(9) Uani 1 1 d . . . . .
C6 C -0.0359(4) 0.6004(3) 0.1369(3) 0.0278(9) Uani 1 1 d . . . . .
H6 H -0.0737 0.6811 0.1185 0.033 Uiso 1 1 calc R . . . .
C8 C -0.3549(4) 0.7189(3) 0.2772(3) 0.0315(10) Uani 1 1 d . . . . .
H8 H -0.3678 0.7217 0.2148 0.038 Uiso 1 1 calc R . . . .
C10 C -0.2544(4) 0.6675(3) 0.3975(3) 0.0279(9) Uani 1 1 d . . . . .
H10 H -0.1885 0.6296 0.4323 0.034 Uiso 1 1 calc R . . . .
C11 C -0.4534(4) 0.8047(3) 0.5369(3) 0.0263(9) Uani 1 1 d . . . . .
C7 C 0.0854(4) 0.5182(3) 0.0682(3) 0.0269(9) Uani 1 1 d . . . . .
H7 H 0.1317 0.5444 0.0041 0.032 Uiso 1 1 calc R . . . .
C3 C 0.0747(4) 0.3607(3) 0.1925(3) 0.0298(10) Uani 1 1 d . . . . .
H3 H 0.1116 0.2800 0.2113 0.036 Uiso 1 1 calc R . . . .
C17 C -0.6452(4) 0.9807(3) 0.8278(3) 0.0296(10) Uani 1 1 d . . . . .
C13 C -0.4400(4) 0.8283(3) 0.6976(3) 0.0327(10) Uani 1 1 d . . . . .
H13 H -0.3882 0.8050 0.7430 0.039 Uiso 1 1 calc R . . . .
C9 C -0.4516(4) 0.7843(3) 0.3607(3) 0.0300(10) Uani 1 1 d . . . . .
H9 H -0.5449 0.8412 0.3669 0.036 Uiso 1 1 calc R . . . .
C12 C -0.3775(4) 0.7704(3) 0.6040(3) 0.0320(10) Uani 1 1 d . . . . .
H12 H -0.2850 0.7090 0.5867 0.038 Uiso 1 1 calc R . . . .
C14 C -0.5761(4) 0.9190(3) 0.7254(3) 0.0263(9) Uani 1 1 d . . . . .
C15 C -0.6533(5) 0.9480(4) 0.6592(4) 0.0568(15) Uani 1 1 d . . . . .
H15 H -0.7482 1.0061 0.6781 0.068 Uiso 1 1 calc R . . . .
C16 C -0.5922(5) 0.8924(4) 0.5649(4) 0.0639(17) Uani 1 1 d . . . . .
H16 H -0.6450 0.9144 0.5202 0.077 Uiso 1 1 calc R . . . .
H9B H 0.381(5) -0.099(4) 0.152(4) 0.075(18) Uiso 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
Yb2 O5 2.277(3) . ?
Yb2 O9 2.277(3) . ?
Yb2 H9A 2.6957 . ?
Yb2 O8 2.217(2) 1_644 ?
Yb2 O7 2.249(2) 2_466 ?
Yb2 O1 2.197(2) . ?
Yb2 O3 2.342(3) 1_644 ?
Yb2 O4 2.430(3) 1_644 ?
Yb2 C17 2.725(4) 1_644 ?
O5 C18 1.263(4) . ?
O9 H9A 0.8590 . ?
O9 H9B 0.92(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.382(5) . ?
C32 C31 1.388(5) . ?
O6 C18 1.260(4) . ?
C20 H20 0.9300 . ?
C20 C19 1.376(5) . ?
C20 C21 1.385(5) . ?
N4 C27 1.329(5) . ?
N4 C28 1.438(4) . ?
N4 C26 1.380(4) . ?
C22 N3 1.432(4) . ?
C22 C21 1.380(5) . ?
C22 C23 1.374(5) . ?
N3 C25 1.374(5) . ?
N3 C27 1.329(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.337(5) . ?
C27 H27 0.9300 . ?
C19 C24 1.386(5) . ?
C19 C18 1.505(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.376(4) . ?
C30 C31 1.395(5) . ?
C28 C33 1.389(5) . ?
C28 C29 1.366(5) . ?
C24 H24 0.9300 . ?
C24 C23 1.375(5) . ?
C33 H33 0.9300 . ?
C21 H21 0.9300 . ?
C26 H26 0.9300 . ?
C23 H23 0.9300 . ?
C29 H29 0.9300 . ?
C31 C34 1.501(5) . ?
C34 O8 1.257(4) . ?
C34 O7 1.247(4) . ?
O8 Yb2 2.217(2) 1_466 ?
O7 Yb2 2.249(2) 2_466 ?
O1 C1 1.283(4) . ?
N1 C5 1.442(4) . ?
N1 C8 1.392(4) . ?
N1 C10 1.319(5) . ?
O2 C1 1.221(4) . ?
O3 Yb2 2.342(3) 1_466 ?
O3 C17 1.260(5) . ?
N2 C10 1.339(4) . ?
N2 C11 1.436(5) . ?
N2 C9 1.387(5) . ?
O4 Yb2 2.430(3) 1_466 ?
O4 C17 1.260(4) . ?
C2 C1 1.508(5) . ?
C2 C7 1.397(4) . ?
C2 C3 1.383(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(5) . ?
C4 C3 1.384(5) . ?
C5 C6 1.376(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.383(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.338(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(5) . ?
C11 C16 1.373(5) . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?
C17 Yb2 2.725(4) 1_466 ?
C17 C14 1.503(5) . ?
C13 H13 0.9300 . ?
C13 C12 1.382(5) . ?
C13 C14 1.371(5) . ?
C9 H9 0.9300 . ?
C12 H12 0.9300 . ?
C14 C15 1.370(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(6) . ?
C16 H16 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
O5 Yb2 H9A 91.5 . . ?
O5 Yb2 O3 145.26(9) . 1_644 ?
O5 Yb2 O4 159.56(9) . 1_644 ?
O5 Yb2 C17 169.50(10) . 1_644 ?
O9 Yb2 O5 74.65(9) . . ?
O9 Yb2 H9A 17.4 . . ?
O9 Yb2 O3 70.63(10) . 1_644 ?
O9 Yb2 O4 124.58(9) . 1_644 ?
O9 Yb2 C17 97.05(11) . 1_644 ?
O8 Yb2 O5 91.62(10) 1_644 . ?
O8 Yb2 O9 88.87(10) 1_644 . ?
O8 Yb2 H9A 92.7 1_644 . ?
O8 Yb2 O7 89.30(8) 1_644 2_466 ?
O8 Yb2 O3 88.82(9) 1_644 1_644 ?
O8 Yb2 O4 82.68(10) 1_644 1_644 ?
O8 Yb2 C17 81.65(10) 1_644 1_644 ?
O7 Yb2 O5 79.80(9) 2_466 . ?
O7 Yb2 O9 154.32(10) 2_466 . ?
O7 Yb2 H9A 171.2 2_466 . ?
O7 Yb2 O3 134.93(10) 2_466 1_644 ?
O7 Yb2 O4 80.51(9) 2_466 1_644 ?
O7 Yb2 C17 108.01(11) 2_466 1_644 ?
O1 Yb2 O5 90.54(10) . . ?
O1 Yb2 O9 96.36(10) . . ?
O1 Yb2 H9A 92.1 . . ?
O1 Yb2 O8 174.71(9) . 1_644 ?
O1 Yb2 O7 86.33(9) . 2_466 ?
O1 Yb2 O3 92.15(9) . 1_644 ?
O1 Yb2 O4 93.64(10) . 1_644 ?
O1 Yb2 C17 96.86(11) . 1_644 ?
O3 Yb2 H9A 53.8 1_644 . ?
O3 Yb2 O4 54.60(9) 1_644 1_644 ?
O3 Yb2 C17 27.49(10) 1_644 1_644 ?
O4 Yb2 H9A 108.3 1_644 . ?
O4 Yb2 C17 27.55(9) 1_644 1_644 ?
C17 Yb2 H9A 80.8 1_644 . ?
C18 O5 Yb2 138.2(2) . . ?
Yb2 O9 H9A 110.1 . . ?
Yb2 O9 H9B 116(3) . . ?
H9A O9 H9B 128.8 . . ?
C33 C32 H32 119.6 . . ?
C33 C32 C31 120.9(3) . . ?
C31 C32 H32 119.6 . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.8(3) . . ?
C21 C20 H20 119.6 . . ?
C27 N4 C28 127.3(3) . . ?
C27 N4 C26 108.4(3) . . ?
C26 N4 C28 124.3(3) . . ?
C21 C22 N3 118.3(4) . . ?
C23 C22 N3 121.1(3) . . ?
C23 C22 C21 120.6(3) . . ?
C25 N3 C22 125.8(3) . . ?
C27 N3 C22 125.4(3) . . ?
C27 N3 C25 108.7(3) . . ?
N3 C25 H25 126.4 . . ?
C26 C25 N3 107.3(3) . . ?
C26 C25 H25 126.4 . . ?
N4 C27 H27 125.8 . . ?
N3 C27 N4 108.3(3) . . ?
N3 C27 H27 125.8 . . ?
C20 C19 C24 119.2(4) . . ?
C20 C19 C18 118.8(3) . . ?
C24 C19 C18 122.0(4) . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0(4) . . ?
C31 C30 H30 120.0 . . ?
C33 C28 N4 119.3(3) . . ?
C29 C28 N4 119.0(3) . . ?
C29 C28 C33 121.7(3) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.3(4) . . ?
C23 C24 H24 119.8 . . ?
O5 C18 C19 117.8(3) . . ?
O6 C18 O5 125.3(3) . . ?
O6 C18 C19 116.8(4) . . ?
C32 C33 C28 118.3(4) . . ?
C32 C33 H33 120.9 . . ?
C28 C33 H33 120.9 . . ?
C20 C21 H21 120.5 . . ?
C22 C21 C20 119.1(4) . . ?
C22 C21 H21 120.5 . . ?
N4 C26 H26 126.4 . . ?
C25 C26 N4 107.3(4) . . ?
C25 C26 H26 126.4 . . ?
C22 C23 C24 119.9(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C30 C29 H29 120.1 . . ?
C28 C29 C30 119.8(3) . . ?
C28 C29 H29 120.1 . . ?
C32 C31 C30 119.3(3) . . ?
C32 C31 C34 120.3(3) . . ?
C30 C31 C34 120.4(3) . . ?
O8 C34 C31 118.0(3) . . ?
O7 C34 C31 117.0(3) . . ?
O7 C34 O8 125.0(3) . . ?
C34 O8 Yb2 141.5(2) . 1_466 ?
C34 O7 Yb2 140.7(2) . 2_466 ?
C1 O1 Yb2 153.4(2) . . ?
C8 N1 C5 124.4(3) . . ?
C10 N1 C5 126.6(3) . . ?
C10 N1 C8 108.9(3) . . ?
C17 O3 Yb2 93.4(2) . 1_466 ?
C10 N2 C11 126.4(3) . . ?
C10 N2 C9 107.5(3) . . ?
C9 N2 C11 126.1(3) . . ?
C17 O4 Yb2 89.4(2) . 1_466 ?
C7 C2 C1 118.3(3) . . ?
C3 C2 C1 122.9(3) . . ?
C3 C2 C7 118.8(3) . . ?
C5 C4 H4 120.7 . . ?
C5 C4 C3 118.6(4) . . ?
C3 C4 H4 120.7 . . ?
O1 C1 C2 116.7(4) . . ?
O2 C1 O1 123.7(4) . . ?
O2 C1 C2 119.6(3) . . ?
C4 C5 N1 119.6(3) . . ?
C6 C5 N1 118.9(3) . . ?
C6 C5 C4 121.5(3) . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.3(3) . . ?
C7 C6 H6 120.4 . . ?
N1 C8 H8 126.8 . . ?
C9 C8 N1 106.5(4) . . ?
C9 C8 H8 126.8 . . ?
N1 C10 N2 109.0(3) . . ?
N1 C10 H10 125.5 . . ?
N2 C10 H10 125.5 . . ?
C12 C11 N2 121.0(3) . . ?
C12 C11 C16 119.8(4) . . ?
C16 C11 N2 119.3(4) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.3(4) . . ?
C6 C7 H7 119.8 . . ?
C2 C3 C4 121.2(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
O3 C17 Yb2 59.1(2) . 1_466 ?
O3 C17 C14 118.2(3) . . ?
O4 C17 Yb2 63.1(2) . 1_466 ?
O4 C17 O3 120.7(4) . . ?
O4 C17 C14 121.0(4) . . ?
C14 C17 Yb2 164.6(3) . 1_466 ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C14 C13 C12 121.9(4) . . ?
N2 C9 H9 125.9 . . ?
C8 C9 N2 108.1(3) . . ?
C8 C9 H9 125.9 . . ?
C11 C12 C13 119.2(3) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C13 C14 C17 121.9(4) . . ?
C15 C14 C17 119.9(4) . . ?
C15 C14 C13 118.1(4) . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 120.9(4) . . ?
C16 C15 H15 119.5 . . ?
C11 C16 C15 120.1(4) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?

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
Yb2 O5 C18 O6 -29.5(6) . . . . ?
Yb2 O5 C18 C19 149.7(3) . . . . ?
Yb2 O1 C1 O2 -106.3(6) . . . . ?
Yb2 O1 C1 C2 74.1(7) . . . . ?
Yb2 O3 C17 O4 14.4(4) 1_466 . . . ?
Yb2 O3 C17 C14 -162.5(3) 1_466 . . . ?
Yb2 O4 C17 O3 -13.8(4) 1_466 . . . ?
Yb2 O4 C17 C14 163.0(3) 1_466 . . . ?
Yb2 C17 C14 C13 -75.3(12) 1_466 . . . ?
Yb2 C17 C14 C15 100.8(11) 1_466 . . . ?
C32 C31 C34 O8 -167.8(3) . . . . ?
C32 C31 C34 O7 13.1(5) . . . . ?
C20 C19 C24 C23 -1.9(6) . . . . ?
C20 C19 C18 O5 -166.8(3) . . . . ?
C20 C19 C18 O6 12.5(5) . . . . ?
N4 C28 C33 C32 175.9(3) . . . . ?
N4 C28 C29 C30 -177.1(3) . . . . ?
C22 N3 C25 C26 179.3(4) . . . . ?
C22 N3 C27 N4 -179.7(3) . . . . ?
N3 C22 C21 C20 178.7(4) . . . . ?
N3 C22 C23 C24 179.9(4) . . . . ?
N3 C25 C26 N4 0.0(5) . . . . ?
C25 N3 C27 N4 -1.1(5) . . . . ?
C27 N4 C28 C33 29.2(6) . . . . ?
C27 N4 C28 C29 -151.9(4) . . . . ?
C27 N4 C26 C25 -0.7(5) . . . . ?
C27 N3 C25 C26 0.6(5) . . . . ?
C19 C20 C21 C22 1.3(6) . . . . ?
C19 C24 C23 C22 1.6(6) . . . . ?
C30 C31 C34 O8 13.3(5) . . . . ?
C30 C31 C34 O7 -165.8(3) . . . . ?
C28 N4 C27 N3 -177.2(3) . . . . ?
C28 N4 C26 C25 177.7(4) . . . . ?
C24 C19 C18 O5 12.1(6) . . . . ?
C24 C19 C18 O6 -168.7(3) . . . . ?
C18 C19 C24 C23 179.3(4) . . . . ?
C33 C32 C31 C30 1.2(6) . . . . ?
C33 C32 C31 C34 -177.7(3) . . . . ?
C33 C28 C29 C30 1.7(6) . . . . ?
C21 C20 C19 C24 0.5(6) . . . . ?
C21 C20 C19 C18 179.3(4) . . . . ?
C21 C22 N3 C25 -21.9(6) . . . . ?
C21 C22 N3 C27 156.5(4) . . . . ?
C21 C22 C23 C24 0.2(6) . . . . ?
C26 N4 C27 N3 1.1(5) . . . . ?
C26 N4 C28 C33 -148.9(4) . . . . ?
C26 N4 C28 C29 30.0(6) . . . . ?
C23 C22 N3 C25 158.4(4) . . . . ?
C23 C22 N3 C27 -23.2(6) . . . . ?
C23 C22 C21 C20 -1.6(6) . . . . ?
C29 C30 C31 C32 -2.5(5) . . . . ?
C29 C30 C31 C34 176.4(3) . . . . ?
C29 C28 C33 C32 -3.0(6) . . . . ?
C31 C32 C33 C28 1.5(6) . . . . ?
C31 C30 C29 C28 1.0(6) . . . . ?
C31 C34 O8 Yb2 74.7(4) . . . 1_466 ?
C31 C34 O7 Yb2 -162.2(3) . . . 2_466 ?
O8 C34 O7 Yb2 18.8(6) . . . 2_466 ?
O7 C34 O8 Yb2 -106.3(4) . . . 1_466 ?
N1 C5 C6 C7 -176.7(3) . . . . ?
N1 C8 C9 N2 0.1(5) . . . . ?
O3 C17 C14 C13 0.4(6) . . . . ?
O3 C17 C14 C15 176.5(4) . . . . ?
N2 C11 C12 C13 175.9(4) . . . . ?
N2 C11 C16 C15 -176.7(5) . . . . ?
O4 C17 C14 C13 -176.5(4) . . . . ?
O4 C17 C14 C15 -0.4(6) . . . . ?
C4 C5 C6 C7 1.8(6) . . . . ?
C1 C2 C7 C6 175.6(3) . . . . ?
C1 C2 C3 C4 -177.9(4) . . . . ?
C5 N1 C8 C9 -179.7(3) . . . . ?
C5 N1 C10 N2 179.4(3) . . . . ?
C5 C4 C3 C2 2.0(6) . . . . ?
C5 C6 C7 C2 2.5(6) . . . . ?
C8 N1 C5 C4 -130.1(4) . . . . ?
C8 N1 C5 C6 48.4(5) . . . . ?
C8 N1 C10 N2 -0.5(4) . . . . ?
C10 N1 C5 C4 49.9(6) . . . . ?
C10 N1 C5 C6 -131.6(4) . . . . ?
C10 N1 C8 C9 0.2(5) . . . . ?
C10 N2 C11 C12 1.1(6) . . . . ?
C10 N2 C11 C16 179.4(4) . . . . ?
C10 N2 C9 C8 -0.5(5) . . . . ?
C11 N2 C10 N1 -177.5(4) . . . . ?
C11 N2 C9 C8 177.7(4) . . . . ?
C7 C2 C1 O1 -158.6(3) . . . . ?
C7 C2 C1 O2 21.7(5) . . . . ?
C7 C2 C3 C4 2.1(6) . . . . ?
C3 C2 C1 O1 21.4(5) . . . . ?
C3 C2 C1 O2 -158.2(4) . . . . ?
C3 C2 C7 C6 -4.4(6) . . . . ?
C3 C4 C5 N1 174.5(3) . . . . ?
C3 C4 C5 C6 -4.0(6) . . . . ?
C17 C14 C15 C16 -179.9(5) . . . . ?
C13 C14 C15 C16 -3.6(8) . . . . ?
C9 N2 C10 N1 0.6(4) . . . . ?
C9 N2 C11 C12 -176.7(4) . . . . ?
C9 N2 C11 C16 1.6(6) . . . . ?
C12 C11 C16 C15 1.6(8) . . . . ?
C12 C13 C14 C17 179.1(4) . . . . ?
C12 C13 C14 C15 2.9(6) . . . . ?
C14 C13 C12 C11 0.1(7) . . . . ?
C14 C15 C16 C11 1.4(9) . . . . ?
C16 C11 C12 C13 -2.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
