# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_flip_RLN_37
_database_code_depnum_ccdc_archive 'CCDC 1448054'
_audit_update_record             
;
2016-01-18 deposited with the CCDC.
2016-03-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        '[Tb(MAA)3(phen)]'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H29 N2 O9 Tb'
_chemical_formula_weight         684.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.3684(2)
_cell_length_b                   16.6936(3)
_cell_length_c                   18.2672(4)
_cell_angle_alpha                83.1135(10)
_cell_angle_beta                 88.7925(10)
_cell_angle_gamma                87.0863(8)
_cell_volume                     2832.25(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    9483
_cell_measurement_theta_min      3.39
_cell_measurement_theta_max      67.58


_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             1368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.108
_exptl_absorpt_coefficient_mu    12.743
_shelx_estimated_absorpt_T_min   0.244
_shelx_estimated_absorpt_T_max   0.340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3489
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Incoatec I\muS microsource'
_diffrn_radiation_monochromator  'Incoatec Quazar MX multilayer optics'
_diffrn_measurement_device_type  'Bruker CCD Smart 6000'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57616
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.437
_diffrn_reflns_theta_max         68.172
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             10084
_reflns_number_gt                7399
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows (Farrugia, 1997)'

_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+3.5341P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10084
_refine_ls_number_parameters     714
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1436
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.73351(3) 0.79032(2) 0.27633(2) 0.07272(14) Uani 1 1 d . . . . .
N41 N 0.5612(6) 0.9036(3) 0.2084(3) 0.0849(15) Uani 1 1 d . . . . .
N42 N 0.6435(5) 0.7700(3) 0.1462(3) 0.0720(12) Uani 1 1 d . . . . .
C41 C 0.5223(9) 0.9706(4) 0.2370(5) 0.120(3) Uani 1 1 d . . . . .
H41 H 0.5616 0.9779 0.2820 0.144 Uiso 1 1 calc R U . . .
C42 C 0.4282(8) 1.0307(4) 0.2056(5) 0.102(2) Uani 1 1 d . . . . .
H42 H 0.4049 1.0764 0.2288 0.123 Uiso 1 1 calc R U . . .
C43 C 0.3717(7) 1.0213(4) 0.1411(5) 0.096(2) Uani 1 1 d . . . . .
H43 H 0.3076 1.0606 0.1188 0.116 Uiso 1 1 calc R U . . .
C44 C 0.4080(7) 0.9530(4) 0.1069(4) 0.0858(18) Uani 1 1 d . . . . .
C45 C 0.3538(11) 0.9387(6) 0.0378(5) 0.134(3) Uani 1 1 d . . . . .
H45 H 0.2895 0.9764 0.0133 0.161 Uiso 1 1 calc R U . . .
C46 C 0.3935(12) 0.8721(7) 0.0073(5) 0.144(4) Uani 1 1 d . . . . .
H46 H 0.3547 0.8641 -0.0375 0.172 Uiso 1 1 calc R U . . .
C47 C 0.4943(9) 0.8126(5) 0.0418(4) 0.102(2) Uani 1 1 d . . . . .
C48 C 0.5436(11) 0.7432(6) 0.0102(5) 0.128(3) Uani 1 1 d . . . . .
H48 H 0.5109 0.7340 -0.0356 0.154 Uiso 1 1 calc R U . . .
C49 C 0.6386(10) 0.6901(5) 0.0465(5) 0.110(2) Uani 1 1 d . . . . .
H49 H 0.6722 0.6441 0.0262 0.132 Uiso 1 1 calc R U . . .
C410 C 0.6845(8) 0.7054(4) 0.1142(5) 0.097(2) Uani 1 1 d . . . . .
H410 H 0.7486 0.6679 0.1392 0.117 Uiso 1 1 calc R U . . .
C411 C 0.5485(6) 0.8232(4) 0.1103(3) 0.0744(15) Uani 1 1 d . . . . .
C412 C 0.5051(6) 0.8956(3) 0.1432(3) 0.0708(15) Uani 1 1 d . . . . .
O11 O 0.9342(5) 0.7367(2) 0.2191(3) 0.0874(12) Uani 1 1 d . . . . .
O12 O 0.8666(4) 0.8979(2) 0.2252(2) 0.0805(11) Uani 1 1 d . . . . .
O13 O 1.0197(6) 0.9800(3) 0.1661(4) 0.124(2) Uani 1 1 d . . . . .
C11 C 1.0437(7) 0.7633(4) 0.1866(4) 0.0808(16) Uani 1 1 d . . . . .
C12 C 1.0707(8) 0.8421(4) 0.1714(5) 0.101(2) Uani 1 1 d . . . . .
H12 H 1.1564 0.8553 0.1474 0.121 Uiso 1 1 calc R U . . .
C13 C 0.9780(7) 0.9054(4) 0.1896(4) 0.0811(16) Uani 1 1 d . . . . .
C14 C 1.1520(9) 0.6993(5) 0.1640(5) 0.118(3) Uani 1 1 d . . . . .
H14A H 1.1901 0.6679 0.2073 0.177 Uiso 1 1 calc R U . . .
H14B H 1.2282 0.7251 0.1359 0.177 Uiso 1 1 calc R U . . .
H14C H 1.1060 0.6646 0.1346 0.177 Uiso 1 1 calc R U . . .
C15 C 0.9232(10) 1.0451(4) 0.1828(6) 0.131(3) Uani 1 1 d . . . . .
H15A H 0.8418 1.0483 0.1514 0.197 Uiso 1 1 calc R U . . .
H15B H 0.9710 1.0950 0.1749 0.197 Uiso 1 1 calc R U . . .
H15C H 0.8921 1.0357 0.2334 0.197 Uiso 1 1 calc R U . . .
O23 O 0.7357(8) 0.9658(5) 0.4509(3) 0.153(3) Uani 1 1 d . . . . .
O21 O 0.8633(5) 0.7432(3) 0.3793(3) 0.0892(12) Uani 1 1 d . . . . .
O22 O 0.7047(5) 0.8893(3) 0.3617(3) 0.0842(11) Uani 1 1 d . . . . .
C21 C 0.7639(8) 0.8983(5) 0.4181(4) 0.095(2) Uani 1 1 d . . . . .
C22 C 0.8662(10) 0.8454(6) 0.4565(4) 0.123(3) Uani 1 1 d . . . . .
H22 H 0.9088 0.8615 0.4976 0.148 Uiso 1 1 calc R U . . .
C23 C 0.9059(8) 0.7701(5) 0.4354(4) 0.097(2) Uani 1 1 d . . . . .
C24 C 1.0096(10) 0.7159(6) 0.4832(4) 0.136(4) Uani 1 1 d . . . . .
H24A H 0.9695 0.6642 0.4965 0.205 Uiso 1 1 calc R U . . .
H24B H 1.0274 0.7400 0.5271 0.205 Uiso 1 1 calc R U . . .
H24C H 1.0978 0.7089 0.4564 0.205 Uiso 1 1 calc R U . . .
C25 C 0.6331(13) 1.0234(7) 0.4159(6) 0.170(5) Uani 1 1 d . . . . .
H25A H 0.6676 1.0432 0.3676 0.255 Uiso 1 1 calc R U . . .
H25B H 0.6186 1.0677 0.4447 0.255 Uiso 1 1 calc R U . . .
H25C H 0.5443 0.9982 0.4118 0.255 Uiso 1 1 calc R U . . .
O31 O 0.6831(4) 0.6551(2) 0.2859(3) 0.0884(13) Uani 1 1 d . . . . .
O32 O 0.4988(4) 0.7778(3) 0.3225(3) 0.1019(15) Uani 1 1 d . . . . .
O33 O 0.2768(6) 0.7424(3) 0.3455(5) 0.148(3) Uani 1 1 d . . . . .
C31 C 0.5753(7) 0.6132(4) 0.2988(4) 0.0863(18) Uani 1 1 d . . . . .
C32 C 0.4426(8) 0.6429(4) 0.3196(5) 0.107(3) Uani 1 1 d . . . . .
H32 H 0.3695 0.6072 0.3286 0.129 Uiso 1 1 calc R U . . .
C33 C 0.4133(7) 0.7237(4) 0.3277(5) 0.101(2) Uani 1 1 d . . . . .
C34 C 0.5976(9) 0.5236(4) 0.2914(6) 0.122(3) Uani 1 1 d . . . . .
H34A H 0.5068 0.4990 0.2948 0.183 Uiso 1 1 calc R U . . .
H34B H 0.6579 0.4983 0.3302 0.183 Uiso 1 1 calc R U . . .
H34C H 0.6419 0.5169 0.2445 0.183 Uiso 1 1 calc R U . . .
C35 C 0.2403(9) 0.8255(5) 0.3518(8) 0.163(5) Uani 1 1 d . . . . .
H35A H 0.2696 0.8383 0.3989 0.244 Uiso 1 1 calc R U . . .
H35B H 0.1387 0.8351 0.3474 0.244 Uiso 1 1 calc R U . . .
H35C H 0.2879 0.8588 0.3133 0.244 Uiso 1 1 calc R U . . .
Tb2 Tb 0.18845(4) 0.28513(2) 0.22166(3) 0.09111(17) Uani 1 1 d . . . . .
N81 N 0.3038(5) 0.2930(3) 0.3482(3) 0.0769(13) Uani 1 1 d . . . . .
N82 N 0.1364(6) 0.4167(3) 0.2860(4) 0.103(2) Uani 1 1 d . . . . .
C81 C 0.3908(8) 0.2331(5) 0.3798(5) 0.099(2) Uani 1 1 d . . . . .
H81 H 0.4136 0.1895 0.3538 0.119 Uiso 1 1 calc R U . . .
C82 C 0.4487(10) 0.2324(6) 0.4491(5) 0.122(3) Uani 1 1 d . . . . .
H82 H 0.5073 0.1888 0.4689 0.147 Uiso 1 1 calc R U . . .
C83 C 0.4190(12) 0.2958(7) 0.4876(5) 0.146(4) Uani 1 1 d . . . . .
H83 H 0.4551 0.2958 0.5347 0.175 Uiso 1 1 calc R U . . .
C84 C 0.3329(11) 0.3617(6) 0.4556(5) 0.127(3) Uani 1 1 d . . . . .
C85 C 0.2966(15) 0.4297(8) 0.4935(6) 0.176(6) Uani 1 1 d . . . . .
H85 H 0.3335 0.4326 0.5399 0.212 Uiso 1 1 calc R U . . .
C86 C 0.2080(16) 0.4903(7) 0.4618(7) 0.173(5) Uani 1 1 d . . . . .
H86 H 0.1851 0.5343 0.4873 0.207 Uiso 1 1 calc R U . . .
C87 C 0.1496(9) 0.4886(5) 0.3916(6) 0.110(3) Uani 1 1 d . . . . .
C88 C 0.0556(10) 0.5497(5) 0.3573(7) 0.122(3) Uani 1 1 d . . . . .
H88 H 0.0279 0.5944 0.3810 0.146 Uiso 1 1 calc R U . . .
C89 C 0.0073(10) 0.5426(5) 0.2909(8) 0.137(4) Uani 1 1 d . . . . .
H89 H -0.0551 0.5822 0.2677 0.165 Uiso 1 1 calc R U . . .
C810 C 0.0500(10) 0.4763(5) 0.2566(7) 0.154(5) Uani 1 1 d . . . . .
H810 H 0.0157 0.4732 0.2097 0.185 Uiso 1 1 calc R U . . .
C811 C 0.2780(7) 0.3561(4) 0.3867(4) 0.089(2) Uani 1 1 d . . . . .
C812 C 0.1855(7) 0.4231(4) 0.3528(5) 0.0846(19) Uani 1 1 d . . . . .
O51 O 0.1520(5) 0.2139(3) 0.1236(3) 0.1042(16) Uani 1 1 d . . . . .
O52 O 0.0222(5) 0.3637(3) 0.1408(4) 0.1065(17) Uani 1 1 d . . . . .
O53 O -0.1163(8) 0.4125(5) 0.0464(4) 0.156(3) Uani 1 1 d . . . . .
C51 C -0.0291(8) 0.3542(5) 0.0808(5) 0.104(3) Uani 1 1 d . . . . .
C52 C -0.0076(9) 0.2859(6) 0.0425(5) 0.120(3) Uani 1 1 d . . . . .
H52 H -0.0582 0.2850 -0.0007 0.144 Uiso 1 1 calc R U . . .
C53 C 0.0821(8) 0.2214(5) 0.0644(5) 0.103(2) Uani 1 1 d . . . . .
C54 C 0.1004(10) 0.1531(5) 0.0167(5) 0.124(3) Uani 1 1 d . . . . .
H54A H 0.1999 0.1443 0.0050 0.186 Uiso 1 1 calc R U . . .
H54B H 0.0481 0.1671 -0.0281 0.186 Uiso 1 1 calc R U . . .
H54C H 0.0647 0.1047 0.0429 0.186 Uiso 1 1 calc R U . . .
C55 C -0.1385(12) 0.4848(6) 0.0814(6) 0.162(5) Uani 1 1 d . . . . .
H55A H -0.1729 0.4712 0.1310 0.243 Uiso 1 1 calc R U . . .
H55B H -0.2077 0.5205 0.0544 0.243 Uiso 1 1 calc R U . . .
H55C H -0.0499 0.5111 0.0822 0.243 Uiso 1 1 calc R U . . .
O61 O 0.1782(5) 0.1557(2) 0.2828(4) 0.1099(17) Uani 1 1 d . . . . .
O62 O -0.0290(5) 0.2772(3) 0.2875(3) 0.1024(15) Uani 1 1 d . . . . .
O63 O -0.2076(5) 0.2484(3) 0.3669(3) 0.1054(15) Uani 1 1 d . . . . .
C61 C 0.0964(8) 0.1177(4) 0.3294(5) 0.098(2) Uani 1 1 d . . . . .
C62 C -0.0310(8) 0.1486(4) 0.3562(4) 0.095(2) Uani 1 1 d . . . . .
H62 H -0.0837 0.1161 0.3906 0.114 Uiso 1 1 calc R U . . .
C63 C -0.0836(7) 0.2278(4) 0.3330(5) 0.092(2) Uani 1 1 d . . . . .
C64 C 0.1456(10) 0.0315(4) 0.3571(6) 0.127(3) Uani 1 1 d . . . . .
H64A H 0.1607 0.0011 0.3160 0.191 Uiso 1 1 calc R U . . .
H64B H 0.0739 0.0071 0.3896 0.191 Uiso 1 1 calc R U . . .
H64C H 0.2334 0.0317 0.3833 0.191 Uiso 1 1 calc R U . . .
C65 C -0.2603(9) 0.3313(4) 0.3500(6) 0.124(3) Uani 1 1 d . . . . .
H65A H -0.1886 0.3668 0.3615 0.186 Uiso 1 1 calc R U . . .
H65B H -0.3452 0.3404 0.3788 0.186 Uiso 1 1 calc R U . . .
H65C H -0.2820 0.3417 0.2985 0.186 Uiso 1 1 calc R U . . .
O71 O 0.4219(5) 0.2360(2) 0.2088(3) 0.0879(12) Uani 1 1 d . . . . .
O72 O 0.3186(5) 0.3892(3) 0.1579(3) 0.1082(17) Uani 1 1 d . . . . .
O73 O 0.4812(6) 0.4715(3) 0.1091(4) 0.1207(19) Uani 1 1 d . . . . .
C71 C 0.5385(7) 0.2646(4) 0.1868(3) 0.0734(15) Uani 1 1 d . . . . .
C72 C 0.5553(8) 0.3413(4) 0.1552(4) 0.0921(19) Uani 1 1 d . . . . .
H72 H 0.6472 0.3565 0.1415 0.111 Uiso 1 1 calc R U . . .
C73 C 0.4426(8) 0.3988(4) 0.1419(4) 0.0836(17) Uani 1 1 d . . . . .
C74 C 0.6660(8) 0.2042(4) 0.1971(5) 0.103(2) Uani 1 1 d . . . . .
H74A H 0.7513 0.2300 0.1792 0.155 Uiso 1 1 calc R U . . .
H74B H 0.6757 0.1850 0.2485 0.155 Uiso 1 1 calc R U . . .
H74C H 0.6513 0.1595 0.1701 0.155 Uiso 1 1 calc R U . . .
C75 C 0.3707(10) 0.5336(5) 0.0968(7) 0.151(4) Uani 1 1 d . . . . .
H75A H 0.4080 0.5797 0.0675 0.226 Uiso 1 1 calc R U . . .
H75B H 0.3364 0.5488 0.1433 0.226 Uiso 1 1 calc R U . . .
H75C H 0.2934 0.5140 0.0714 0.226 Uiso 1 1 calc R U . . .


_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
Tb1 O21 2.298(5) . ?
Tb1 O31 2.315(4) . ?
Tb1 O11 2.323(4) . ?
Tb1 O12 2.330(4) . ?
Tb1 O32 2.348(4) . ?
Tb1 O22 2.406(5) . ?
Tb1 N42 2.605(5) . ?
Tb1 N41 2.633(5) . ?
N41 C41 1.323(8) . ?
N41 C412 1.335(8) . ?
N42 C410 1.324(8) . ?
N42 C411 1.347(7) . ?
C41 C42 1.381(9) . ?
C42 C43 1.332(11) . ?
C43 C44 1.388(10) . ?
C44 C412 1.404(8) . ?
C44 C45 1.422(12) . ?
C45 C46 1.334(13) . ?
C46 C47 1.433(11) . ?
C47 C411 1.394(10) . ?
C47 C48 1.408(12) . ?
C48 C49 1.350(12) . ?
C49 C410 1.374(11) . ?
C411 C412 1.450(9) . ?
O11 C11 1.249(8) . ?
O12 C13 1.222(7) . ?
O13 C13 1.343(7) . ?
O13 C15 1.436(9) . ?
C11 C12 1.348(9) . ?
C11 C14 1.523(9) . ?
C12 C13 1.399(9) . ?
O23 C21 1.350(9) . ?
O23 C25 1.429(11) . ?
O22 C21 1.209(9) . ?
O21 C23 1.248(9) . ?
C21 C22 1.409(11) . ?
C22 C23 1.389(12) . ?
C23 C24 1.511(10) . ?
O31 C31 1.259(7) . ?
O32 C33 1.232(8) . ?
O33 C33 1.344(8) . ?
O33 C35 1.429(10) . ?
C31 C32 1.378(10) . ?
C31 C34 1.522(9) . ?
C32 C33 1.387(10) . ?
Tb2 O51 2.305(6) . ?
Tb2 O71 2.314(4) . ?
Tb2 O61 2.316(4) . ?
Tb2 O62 2.345(5) . ?
Tb2 O72 2.352(5) . ?
Tb2 O52 2.398(5) . ?
Tb2 N81 2.592(6) . ?
Tb2 N82 2.633(7) . ?
N81 C81 1.340(8) . ?
N81 C811 1.346(9) . ?
N82 C810 1.319(9) . ?
N82 C812 1.332(10) . ?
C81 C82 1.386(12) . ?
C82 C83 1.354(13) . ?
C83 C84 1.407(12) . ?
C84 C811 1.384(12) . ?
C84 C85 1.422(14) . ?
C85 C86 1.356(15) . ?
C86 C87 1.410(15) . ?
C87 C812 1.396(11) . ?
C87 C88 1.409(12) . ?
C88 C89 1.324(14) . ?
C89 C810 1.374(13) . ?
C811 C812 1.463(9) . ?
O51 C53 1.266(9) . ?
O52 C51 1.237(11) . ?
O53 C51 1.343(8) . ?
O53 C55 1.436(13) . ?
C51 C52 1.412(13) . ?
C52 C53 1.358(11) . ?
C53 C54 1.518(12) . ?
O61 C61 1.267(9) . ?
O62 C63 1.223(8) . ?
O63 C63 1.354(9) . ?
O63 C65 1.444(8) . ?
C61 C62 1.379(11) . ?
C61 C64 1.519(8) . ?
C62 C63 1.407(9) . ?
O71 C71 1.254(7) . ?
O72 C73 1.206(8) . ?
O73 C73 1.351(8) . ?
O73 C75 1.429(9) . ?
C71 C72 1.355(9) . ?
C71 C74 1.523(8) . ?
C72 C73 1.395(9) . ?

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
O21 Tb1 O31 80.58(17) . . ?
O21 Tb1 O11 80.97(17) . . ?
O31 Tb1 O11 78.91(15) . . ?
O21 Tb1 O12 101.55(17) . . ?
O31 Tb1 O12 150.37(16) . . ?
O11 Tb1 O12 72.37(14) . . ?
O21 Tb1 O32 101.11(18) . . ?
O31 Tb1 O32 72.15(15) . . ?
O11 Tb1 O32 150.11(16) . . ?
O12 Tb1 O32 134.70(14) . . ?
O21 Tb1 O22 72.37(16) . . ?
O31 Tb1 O22 132.18(17) . . ?
O11 Tb1 O22 132.16(15) . . ?
O12 Tb1 O22 75.00(15) . . ?
O32 Tb1 O22 75.31(17) . . ?
O21 Tb1 N42 149.64(16) . . ?
O31 Tb1 N42 75.52(16) . . ?
O11 Tb1 N42 76.32(16) . . ?
O12 Tb1 N42 90.55(15) . . ?
O32 Tb1 N42 89.20(18) . . ?
O22 Tb1 N42 137.97(15) . . ?
O21 Tb1 N41 148.44(18) . . ?
O31 Tb1 N41 121.69(15) . . ?
O11 Tb1 N41 122.57(18) . . ?
O12 Tb1 N41 70.64(16) . . ?
O32 Tb1 N41 69.51(17) . . ?
O22 Tb1 N41 76.08(16) . . ?
N42 Tb1 N41 61.90(16) . . ?
C41 N41 C412 116.0(5) . . ?
C41 N41 Tb1 122.5(5) . . ?
C412 N41 Tb1 121.5(4) . . ?
C410 N42 C411 117.4(6) . . ?
C410 N42 Tb1 121.3(4) . . ?
C411 N42 Tb1 121.2(4) . . ?
N41 C41 C42 125.3(7) . . ?
C43 C42 C41 118.0(7) . . ?
C42 C43 C44 120.4(6) . . ?
C43 C44 C412 117.2(7) . . ?
C43 C44 C45 124.0(7) . . ?
C412 C44 C45 118.8(7) . . ?
C46 C45 C44 121.2(7) . . ?
C45 C46 C47 121.9(8) . . ?
C411 C47 C48 117.2(7) . . ?
C411 C47 C46 119.1(8) . . ?
C48 C47 C46 123.7(8) . . ?
C49 C48 C47 119.9(8) . . ?
C48 C49 C410 118.6(8) . . ?
N42 C410 C49 124.3(7) . . ?
N42 C411 C47 122.6(6) . . ?
N42 C411 C412 118.4(6) . . ?
C47 C411 C412 118.9(6) . . ?
N41 C412 C44 123.1(6) . . ?
N41 C412 C411 116.8(5) . . ?
C44 C412 C411 120.1(6) . . ?
C11 O11 Tb1 136.7(4) . . ?
C13 O12 Tb1 135.9(4) . . ?
C13 O13 C15 115.7(5) . . ?
O11 C11 C12 125.0(6) . . ?
O11 C11 C14 115.3(6) . . ?
C12 C11 C14 119.8(7) . . ?
C11 C12 C13 124.1(7) . . ?
O12 C13 O13 118.9(6) . . ?
O12 C13 C12 125.8(6) . . ?
O13 C13 C12 115.4(6) . . ?
C21 O23 C25 116.5(7) . . ?
C21 O22 Tb1 133.3(4) . . ?
C23 O21 Tb1 137.6(5) . . ?
O22 C21 O23 120.2(7) . . ?
O22 C21 C22 127.5(7) . . ?
O23 C21 C22 112.3(8) . . ?
C23 C22 C21 122.4(8) . . ?
O21 C23 C22 125.2(7) . . ?
O21 C23 C24 116.6(8) . . ?
C22 C23 C24 118.2(8) . . ?
C31 O31 Tb1 137.4(4) . . ?
C33 O32 Tb1 134.5(5) . . ?
C33 O33 C35 116.8(6) . . ?
O31 C31 C32 124.6(6) . . ?
O31 C31 C34 116.2(7) . . ?
C32 C31 C34 119.2(6) . . ?
C31 C32 C33 122.9(6) . . ?
O32 C33 O33 118.1(7) . . ?
O32 C33 C32 127.1(7) . . ?
O33 C33 C32 114.8(6) . . ?
O51 Tb2 O71 82.88(17) . . ?
O51 Tb2 O61 79.8(2) . . ?
O71 Tb2 O61 78.52(16) . . ?
O51 Tb2 O62 103.37(19) . . ?
O71 Tb2 O62 148.16(16) . . ?
O61 Tb2 O62 72.11(17) . . ?
O51 Tb2 O72 97.9(2) . . ?
O71 Tb2 O72 72.19(15) . . ?
O61 Tb2 O72 150.66(17) . . ?
O62 Tb2 O72 135.76(16) . . ?
O51 Tb2 O52 72.25(19) . . ?
O71 Tb2 O52 134.30(19) . . ?
O61 Tb2 O52 131.02(17) . . ?
O62 Tb2 O52 76.27(18) . . ?
O72 Tb2 O52 74.03(16) . . ?
O51 Tb2 N81 149.44(15) . . ?
O71 Tb2 N81 75.01(16) . . ?
O61 Tb2 N81 75.38(18) . . ?
O62 Tb2 N81 85.75(17) . . ?
O72 Tb2 N81 95.13(17) . . ?
O52 Tb2 N81 138.16(19) . . ?
O51 Tb2 N82 148.73(18) . . ?
O71 Tb2 N82 119.53(16) . . ?
O61 Tb2 N82 123.5(2) . . ?
O62 Tb2 N82 69.83(18) . . ?
O72 Tb2 N82 71.9(2) . . ?
O52 Tb2 N82 76.5(2) . . ?
N81 Tb2 N82 61.81(18) . . ?
C81 N81 C811 116.0(7) . . ?
C81 N81 Tb2 121.6(5) . . ?
C811 N81 Tb2 122.4(4) . . ?
C810 N82 C812 116.8(8) . . ?
C810 N82 Tb2 121.6(6) . . ?
C812 N82 Tb2 121.4(4) . . ?
N81 C81 C82 123.8(8) . . ?
C83 C82 C81 119.2(8) . . ?
C82 C83 C84 119.2(9) . . ?
C811 C84 C83 117.3(9) . . ?
C811 C84 C85 120.8(9) . . ?
C83 C84 C85 121.9(10) . . ?
C86 C85 C84 119.9(11) . . ?
C85 C86 C87 122.1(10) . . ?
C812 C87 C88 117.1(10) . . ?
C812 C87 C86 119.0(8) . . ?
C88 C87 C86 123.8(9) . . ?
C89 C88 C87 119.2(9) . . ?
C88 C89 C810 119.6(9) . . ?
N82 C810 C89 124.2(10) . . ?
N81 C811 C84 124.5(7) . . ?
N81 C811 C812 117.1(7) . . ?
C84 C811 C812 118.4(7) . . ?
N82 C812 C87 123.1(7) . . ?
N82 C812 C811 117.1(7) . . ?
C87 C812 C811 119.7(8) . . ?
C53 O51 Tb2 139.2(5) . . ?
C51 O52 Tb2 133.6(5) . . ?
C51 O53 C55 116.4(9) . . ?
O52 C51 O53 119.6(9) . . ?
O52 C51 C52 126.7(7) . . ?
O53 C51 C52 113.7(9) . . ?
C53 C52 C51 124.3(9) . . ?
O51 C53 C52 123.8(9) . . ?
O51 C53 C54 116.9(7) . . ?
C52 C53 C54 119.2(9) . . ?
C61 O61 Tb2 137.3(4) . . ?
C63 O62 Tb2 135.9(4) . . ?
C63 O63 C65 116.1(6) . . ?
O61 C61 C62 125.2(6) . . ?
O61 C61 C64 116.0(7) . . ?
C62 C61 C64 118.7(7) . . ?
C61 C62 C63 122.0(7) . . ?
O62 C63 O63 119.4(6) . . ?
O62 C63 C62 127.0(8) . . ?
O63 C63 C62 113.6(7) . . ?
C71 O71 Tb2 136.4(4) . . ?
C73 O72 Tb2 135.7(4) . . ?
C73 O73 C75 117.1(6) . . ?
O71 C71 C72 125.3(6) . . ?
O71 C71 C74 113.9(6) . . ?
C72 C71 C74 120.8(6) . . ?
C71 C72 C73 123.7(6) . . ?
O72 C73 O73 119.1(6) . . ?
O72 C73 C72 126.1(6) . . ?
O73 C73 C72 114.7(6) . . ?

_refine_diff_density_max         1.174
_refine_diff_density_min         -1.413
_refine_diff_density_rms         0.070

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: diethylether - dichloromethane'
####################################################################### 
# 
# 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_flip_sq
_database_code_depnum_ccdc_archive 'CCDC 1448055'
_audit_update_record             
;
2016-01-18 deposited with the CCDC.
2016-03-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        '[Yb(MAA)3(phen)]'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H29 N2 O9 Yb'
_chemical_formula_weight         698.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -7.2108 4.4329 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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



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

_cell_length_a                   13.1594(6)
_cell_length_b                   16.6828(8)
_cell_length_c                   16.7793(8)
_cell_angle_alpha                88.5817(16)
_cell_angle_beta                 72.2913(14)
_cell_angle_gamma                66.8382(14)
_cell_volume                     3207.3(3)
_cell_formula_units_Z            4

_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9920
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      68.24


_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.087
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_max          0.171

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    5.803
_shelx_estimated_absorpt_T_min   0.437
_shelx_estimated_absorpt_T_max   0.632

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4872
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            91364
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.781
_diffrn_reflns_theta_max         68.480
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             11448
_reflns_number_gt                10211
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Superflip, (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows, (Farrugia, 1997)'

_computing_publication_material  ?
_refine_special_details          
;
Some positional disorder as found, but it was not modeled. 
In fact all the methyl(aceto)acetato-O,O') ligand labelled as 
O71, O72, O73, C71, C72... is disorder
BUMP and SIMU restrains were applied.
;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0585P)²+2.9902P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11448
_refine_ls_number_parameters     714
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.1043
_refine_ls_wR_factor_gt          0.0998
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.39140(2) 0.81309(2) 0.39274(2) 0.05729(8) Uani 1 1 d . . . . .
N41 N 0.5485(3) 0.8476(2) 0.42203(19) 0.0598(7) Uani 1 1 d . . . . .
N42 N 0.3726(3) 0.9688(2) 0.3779(2) 0.0622(7) Uani 1 1 d . . . . .
C41 C 0.6325(4) 0.7904(3) 0.4467(3) 0.0741(11) Uani 1 1 d . . . . .
H41 H 0.6270 0.7380 0.4622 0.089 Uiso 1 1 calc R U . . .
C42 C 0.7287(4) 0.8032(4) 0.4510(3) 0.0872(14) Uani 1 1 d . . . . .
H42 H 0.7858 0.7604 0.4687 0.105 Uiso 1 1 calc R U . . .
C43 C 0.7378(4) 0.8792(4) 0.4290(3) 0.0898(14) Uani 1 1 d . . . . .
H43 H 0.8020 0.8888 0.4310 0.108 Uiso 1 1 calc R U . . .
C44 C 0.6504(4) 0.9437(3) 0.4031(3) 0.0762(12) Uani 1 1 d . . . . .
C45 C 0.6513(6) 1.0269(4) 0.3792(4) 0.0995(17) Uani 1 1 d . . . . .
H45 H 0.7138 1.0399 0.3795 0.119 Uiso 1 1 calc R U . . .
C46 C 0.5646(6) 1.0857(4) 0.3568(3) 0.0970(17) Uani 1 1 d . . . . .
H46 H 0.5680 1.1388 0.3419 0.116 Uiso 1 1 calc R U . . .
C47 C 0.4673(5) 1.0697(3) 0.3550(3) 0.0764(12) Uani 1 1 d . . . . .
C48 C 0.3726(6) 1.1311(3) 0.3342(3) 0.0939(16) Uani 1 1 d . . . . .
H48 H 0.3727 1.1850 0.3186 0.113 Uiso 1 1 calc R U . . .
C49 C 0.2818(6) 1.1117(3) 0.3371(3) 0.0940(16) Uani 1 1 d . . . . .
H49 H 0.2181 1.1524 0.3242 0.113 Uiso 1 1 calc R U . . .
C410 C 0.2837(4) 1.0295(3) 0.3596(3) 0.0781(11) Uani 1 1 d . . . . .
H410 H 0.2199 1.0172 0.3618 0.094 Uiso 1 1 calc R U . . .
C412 C 0.5565(3) 0.9250(3) 0.4004(2) 0.0610(9) Uani 1 1 d . . . . .
C411 C 0.4629(4) 0.9887(2) 0.3770(2) 0.0604(9) Uani 1 1 d . . . . .
O11 O 0.4011(2) 0.76274(18) 0.52081(18) 0.0681(7) Uani 1 1 d . . . . .
O12 O 0.2206(2) 0.89960(19) 0.48745(17) 0.0707(7) Uani 1 1 d . . . . .
O13 O 0.3439(4) 0.7070(3) 0.6404(3) 0.1151(14) Uani 1 1 d . . . . .
C11 C 0.3199(4) 0.7657(3) 0.5846(3) 0.0723(11) Uani 1 1 d . . . . .
C12 C 0.2036(4) 0.8233(3) 0.6062(3) 0.0800(12) Uani 1 1 d . . . . .
H12 H 0.1522 0.8185 0.6564 0.096 Uiso 1 1 calc R U . . .
C13 C 0.1609(4) 0.8862(3) 0.5582(3) 0.0766(11) Uani 1 1 d . . . . .
C14 C 0.0333(5) 0.9448(6) 0.5896(4) 0.147(3) Uani 1 1 d . . . . .
H14A H 0.0235 1.0050 0.5907 0.221 Uiso 1 1 calc R U . . .
H14B H -0.0008 0.9329 0.6453 0.221 Uiso 1 1 calc R U . . .
H14C H -0.0044 0.9342 0.5528 0.221 Uiso 1 1 calc R U . . .
C15 C 0.4624(6) 0.6462(5) 0.6222(5) 0.146(3) Uani 1 1 d . . . . .
H15A H 0.4863 0.6100 0.5707 0.218 Uiso 1 1 calc R U . . .
H15B H 0.4696 0.6100 0.6673 0.218 Uiso 1 1 calc R U . . .
H15C H 0.5112 0.6777 0.6164 0.218 Uiso 1 1 calc R U . . .
O21 O 0.2978(3) 0.7237(2) 0.4053(2) 0.0806(8) Uani 1 1 d . . . . .
O22 O 0.2823(3) 0.8555(2) 0.30210(18) 0.0744(7) Uani 1 1 d . . . . .
O23 O 0.1406(4) 0.8829(3) 0.2445(3) 0.1177(14) Uani 1 1 d . . . . .
C21 C 0.2021(5) 0.7321(4) 0.3963(3) 0.0851(14) Uani 1 1 d . . . . .
C22 C 0.1504(5) 0.7871(4) 0.3454(4) 0.0930(15) Uani 1 1 d . . . . .
H22 H 0.0812 0.7875 0.3413 0.112 Uiso 1 1 calc R U . . .
C23 C 0.1962(4) 0.8429(3) 0.2988(3) 0.0802(12) Uani 1 1 d . . . . .
C24 C 0.1489(7) 0.6740(5) 0.4460(5) 0.127(2) Uani 1 1 d . . . . .
H24A H 0.0830 0.7087 0.4930 0.190 Uiso 1 1 calc R U . . .
H24B H 0.2058 0.6300 0.4660 0.190 Uiso 1 1 calc R U . . .
H24C H 0.1241 0.6464 0.4107 0.190 Uiso 1 1 calc R U . . .
C25 C 0.1835(7) 0.9398(5) 0.1940(5) 0.129(2) Uani 1 1 d . . . . .
H25A H 0.1958 0.9777 0.2288 0.194 Uiso 1 1 calc R U . . .
H25B H 0.1277 0.9746 0.1676 0.194 Uiso 1 1 calc R U . . .
H25C H 0.2560 0.9055 0.1516 0.194 Uiso 1 1 calc R U . . .
O31 O 0.5158(2) 0.81573(19) 0.26238(17) 0.0690(7) Uani 1 1 d . . . . .
O32 O 0.5415(3) 0.67803(18) 0.3576(2) 0.0758(8) Uani 1 1 d . . . . .
O33 O 0.6786(3) 0.7984(3) 0.1585(2) 0.1077(12) Uani 1 1 d . . . . .
C31 C 0.6208(4) 0.7692(3) 0.2245(3) 0.0721(11) Uani 1 1 d . . . . .
C32 C 0.6880(4) 0.6872(3) 0.2427(3) 0.0805(12) Uani 1 1 d . . . . .
H32 H 0.7660 0.6593 0.2099 0.097 Uiso 1 1 calc R U . . .
C33 C 0.6432(4) 0.6460(3) 0.3075(3) 0.0764(11) Uani 1 1 d . . . . .
C35 C 0.6159(6) 0.8825(4) 0.1390(4) 0.126(2) Uani 1 1 d . . . . .
H35A H 0.5551 0.8811 0.1196 0.189 Uiso 1 1 calc R U . . .
H35B H 0.6678 0.8999 0.0958 0.189 Uiso 1 1 calc R U . . .
H35C H 0.5822 0.9237 0.1885 0.189 Uiso 1 1 calc R U . . .
C34 C 0.7193(5) 0.5546(4) 0.3220(4) 0.1074(19) Uani 1 1 d . . . . .
H34A H 0.6708 0.5254 0.3503 0.161 Uiso 1 1 calc R U . . .
H34B H 0.7641 0.5592 0.3561 0.161 Uiso 1 1 calc R U . . .
H34C H 0.7711 0.5217 0.2689 0.161 Uiso 1 1 calc R U . . .
Yb2 Yb 0.31878(2) 0.35013(2) 0.18537(2) 0.06334(8) Uani 1 1 d . . . . .
N81 N 0.4615(3) 0.3402(2) 0.04217(19) 0.0614(7) Uani 1 1 d . . . . .
N82 N 0.4234(3) 0.4487(2) 0.1742(2) 0.0616(7) Uani 1 1 d . . . . .
C81 C 0.4779(4) 0.2898(3) -0.0239(3) 0.0753(11) Uani 1 1 d . . . . .
H81 H 0.4248 0.2649 -0.0203 0.090 Uiso 1 1 calc R U . . .
C82 C 0.5703(5) 0.2716(3) -0.0990(3) 0.0865(13) Uani 1 1 d . . . . .
H82 H 0.5781 0.2358 -0.1440 0.104 Uiso 1 1 calc R U . . .
C83 C 0.6486(4) 0.3075(4) -0.1045(3) 0.0865(14) Uani 1 1 d . . . . .
H83 H 0.7112 0.2958 -0.1537 0.104 Uiso 1 1 calc R U . . .
C84 C 0.6353(4) 0.3614(3) -0.0372(3) 0.0716(11) Uani 1 1 d . . . . .
C85 C 0.7118(4) 0.4033(4) -0.0385(3) 0.0879(14) Uani 1 1 d . . . . .
H85 H 0.7760 0.3931 -0.0862 0.105 Uiso 1 1 calc R U . . .
C86 C 0.6932(4) 0.4567(4) 0.0272(4) 0.0901(14) Uani 1 1 d . . . . .
H86 H 0.7452 0.4825 0.0243 0.108 Uiso 1 1 calc R U . . .
C87 C 0.5951(4) 0.4755(3) 0.1024(3) 0.0715(10) Uani 1 1 d . . . . .
C88 C 0.5699(5) 0.5326(3) 0.1714(4) 0.0879(14) Uani 1 1 d . . . . .
H88 H 0.6192 0.5601 0.1715 0.106 Uiso 1 1 calc R U . . .
C89 C 0.4730(5) 0.5482(3) 0.2390(3) 0.0880(14) Uani 1 1 d . . . . .
H89 H 0.4543 0.5873 0.2850 0.106 Uiso 1 1 calc R U . . .
C810 C 0.4025(4) 0.5045(3) 0.2379(3) 0.0751(11) Uani 1 1 d . . . . .
H810 H 0.3370 0.5150 0.2846 0.090 Uiso 1 1 calc R U . . .
C811 C 0.5391(3) 0.3766(2) 0.0360(2) 0.0594(8) Uani 1 1 d . . . . .
C812 C 0.5188(3) 0.4343(2) 0.1065(2) 0.0593(8) Uani 1 1 d . . . . .
O51 O 0.3635(3) 0.2076(2) 0.14071(19) 0.0761(7) Uani 1 1 d . . . . .
O52 O 0.4987(2) 0.26763(19) 0.19516(19) 0.0721(7) Uani 1 1 d . . . . .
O53 O 0.4526(4) 0.0668(3) 0.0877(3) 0.1122(12) Uani 1 1 d . . . . .
C51 C 0.4542(5) 0.1402(3) 0.1188(3) 0.0801(12) Uani 1 1 d . . . . .
C52 C 0.5632(5) 0.1300(3) 0.1200(3) 0.0919(15) Uani 1 1 d . . . . .
H52 H 0.6273 0.0784 0.0942 0.110 Uiso 1 1 calc R U . . .
C53 C 0.5800(4) 0.1943(3) 0.1585(3) 0.0785(12) Uani 1 1 d . . . . .
C54 C 0.6988(5) 0.1816(5) 0.1584(5) 0.123(2) Uani 1 1 d . . . . .
H54A H 0.7273 0.2165 0.1189 0.184 Uiso 1 1 calc R U . . .
H54B H 0.7507 0.1209 0.1427 0.184 Uiso 1 1 calc R U . . .
H54C H 0.6949 0.1992 0.2137 0.184 Uiso 1 1 calc R U . . .
C55 C 0.3431(7) 0.0718(5) 0.0879(4) 0.126(2) Uani 1 1 d . . . . .
H55A H 0.2917 0.0825 0.1448 0.188 Uiso 1 1 calc R U . . .
H55B H 0.3525 0.0175 0.0621 0.188 Uiso 1 1 calc R U . . .
H55C H 0.3104 0.1189 0.0569 0.188 Uiso 1 1 calc R U . . .
O61 O 0.2919(3) 0.3702(2) 0.32359(19) 0.0804(8) Uani 1 1 d . . . . .
O62 O 0.1560(3) 0.3228(2) 0.2551(2) 0.0872(9) Uani 1 1 d . . . . .
O63 O -0.0209(4) 0.3493(4) 0.3434(4) 0.1358(18) Uani 1 1 d . . . . .
C61 C 0.2031(4) 0.3915(3) 0.3901(3) 0.0853(15) Uani 1 1 d . . . . .
C62 C 0.1028(5) 0.3841(4) 0.3954(4) 0.104(2) Uani 1 1 d . . . . .
H62 H 0.0427 0.4019 0.4465 0.125 Uiso 1 1 calc R U . . .
C63 C 0.0853(4) 0.3507(4) 0.3270(4) 0.0987(19) Uani 1 1 d . . . . .
C64 C 0.2128(6) 0.4272(4) 0.4667(3) 0.115(2) Uani 1 1 d . . . . .
H64A H 0.2804 0.3863 0.4787 0.173 Uiso 1 1 calc R U . . .
H64B H 0.1443 0.4364 0.5136 0.173 Uiso 1 1 calc R U . . .
H64C H 0.2201 0.4820 0.4572 0.173 Uiso 1 1 calc R U . . .
C65 C -0.0439(6) 0.3184(6) 0.2767(6) 0.148(3) Uani 1 1 d . . . . .
H65A H -0.0338 0.3530 0.2307 0.221 Uiso 1 1 calc R U . . .
H65B H -0.1227 0.3228 0.2952 0.221 Uiso 1 1 calc R U . . .
H65C H 0.0090 0.2582 0.2585 0.221 Uiso 1 1 calc R U . . .
O71 O 0.1789(3) 0.4898(2) 0.2189(2) 0.0923(11) Uani 1 1 d . U . . .
O72 O 0.2228(3) 0.3711(3) 0.0894(2) 0.0907(10) Uani 1 1 d . U . . .
O73 O 0.0629(7) 0.4176(5) 0.0537(5) 0.179(3) Uani 1 1 d . U . . .
C71 C 0.1199(7) 0.4245(6) 0.0960(5) 0.126(3) Uani 1 1 d . U . . .
C72 C 0.0467(6) 0.5031(7) 0.1560(8) 0.157(4) Uani 1 1 d . U . . .
H72 H -0.0292 0.5360 0.1562 0.188 Uiso 1 1 calc R U . . .
C73 C 0.0847(5) 0.5268(5) 0.2075(6) 0.133(3) Uani 1 1 d . U . . .
C74 C 0.0062(5) 0.6113(5) 0.2634(8) 0.231(7) Uani 1 1 d . U . . .
H74A H -0.0659 0.6366 0.2511 0.346 Uiso 1 1 calc R U . . .
H74B H -0.0093 0.5997 0.3212 0.346 Uiso 1 1 calc R U . . .
H74C H 0.0437 0.6513 0.2536 0.346 Uiso 1 1 calc R U . . .
C75 C 0.1165(8) 0.3530(6) -0.0033(5) 0.144(3) Uani 1 1 d . U . . .
H75A H 0.1823 0.3598 -0.0426 0.215 Uiso 1 1 calc R U . . .
H75B H 0.0647 0.3510 -0.0322 0.215 Uiso 1 1 calc R U . . .
H75C H 0.1431 0.2996 0.0219 0.215 Uiso 1 1 calc R U . . .


_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 O12 2.247(3) . ?
Yb1 O21 2.249(3) . ?
Yb1 O32 2.276(3) . ?
Yb1 O11 2.309(3) . ?
Yb1 O31 2.311(3) . ?
Yb1 O22 2.313(3) . ?
Yb1 N42 2.525(3) . ?
Yb1 N41 2.533(3) . ?
N41 C41 1.316(5) . ?
N41 C412 1.369(5) . ?
N42 C410 1.326(5) . ?
N42 C411 1.350(5) . ?
C41 C42 1.387(7) . ?
C42 C43 1.352(8) . ?
C43 C44 1.406(8) . ?
C44 C412 1.402(6) . ?
C44 C45 1.439(8) . ?
C45 C46 1.329(9) . ?
C46 C47 1.416(8) . ?
C47 C48 1.401(8) . ?
C47 C411 1.411(5) . ?
C48 C49 1.344(8) . ?
C49 C410 1.406(7) . ?
C412 C411 1.429(6) . ?
O11 C11 1.247(5) . ?
O12 C13 1.279(5) . ?
O13 C11 1.353(5) . ?
O13 C15 1.427(8) . ?
C11 C12 1.385(7) . ?
C12 C13 1.355(7) . ?
C13 C14 1.499(7) . ?
O21 C21 1.267(6) . ?
O22 C23 1.248(6) . ?
O23 C23 1.343(6) . ?
O23 C25 1.424(9) . ?
C21 C22 1.363(8) . ?
C21 C24 1.503(7) . ?
C22 C23 1.400(8) . ?
O31 C31 1.250(5) . ?
O32 C33 1.248(5) . ?
O33 C31 1.339(5) . ?
O33 C35 1.409(7) . ?
C31 C32 1.392(7) . ?
C32 C33 1.377(7) . ?
C33 C34 1.523(7) . ?
Yb2 O61 2.250(3) . ?
Yb2 O72 2.274(3) . ?
Yb2 O52 2.278(3) . ?
Yb2 O71 2.279(3) . ?
Yb2 O51 2.298(3) . ?
Yb2 O62 2.320(3) . ?
Yb2 N82 2.498(3) . ?
Yb2 N81 2.522(3) . ?
N81 C81 1.319(5) . ?
N81 C811 1.357(5) . ?
N82 C810 1.324(5) . ?
N82 C812 1.355(5) . ?
C81 C82 1.398(6) . ?
C82 C83 1.361(7) . ?
C83 C84 1.386(7) . ?
C84 C811 1.412(5) . ?
C84 C85 1.429(7) . ?
C85 C86 1.335(8) . ?
C86 C87 1.438(7) . ?
C87 C88 1.389(7) . ?
C87 C812 1.409(6) . ?
C88 C89 1.362(7) . ?
C89 C810 1.391(7) . ?
C811 C812 1.433(6) . ?
O51 C51 1.234(6) . ?
O52 C53 1.276(5) . ?
O53 C51 1.352(6) . ?
O53 C55 1.409(8) . ?
C51 C52 1.384(8) . ?
C52 C53 1.387(8) . ?
C53 C54 1.493(8) . ?
O61 C61 1.280(5) . ?
O62 C63 1.241(7) . ?
O63 C63 1.350(7) . ?
O63 C65 1.402(10) . ?
C61 C62 1.349(9) . ?
C61 C64 1.491(9) . ?
C62 C63 1.405(9) . ?
O71 C73 1.221(8) . ?
O72 C71 1.266(8) . ?
O73 C71 1.216(9) . ?
O73 C75 1.271(9) . ?
C71 C72 1.464(14) . ?
C72 C73 1.260(14) . ?
C73 C74 1.504(13) . ?

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
O12 Yb1 O21 81.11(12) . . ?
O12 Yb1 O32 146.54(11) . . ?
O21 Yb1 O32 77.66(12) . . ?
O12 Yb1 O11 74.73(10) . . ?
O21 Yb1 O11 78.89(11) . . ?
O32 Yb1 O11 76.01(11) . . ?
O12 Yb1 O31 140.24(10) . . ?
O21 Yb1 O31 119.01(11) . . ?
O32 Yb1 O31 73.18(11) . . ?
O11 Yb1 O31 139.11(10) . . ?
O12 Yb1 O22 82.13(11) . . ?
O21 Yb1 O22 74.07(12) . . ?
O32 Yb1 O22 115.80(12) . . ?
O11 Yb1 O22 146.69(10) . . ?
O31 Yb1 O22 72.63(11) . . ?
O12 Yb1 N42 73.44(10) . . ?
O21 Yb1 N42 144.75(12) . . ?
O32 Yb1 N42 135.34(11) . . ?
O11 Yb1 N42 116.10(10) . . ?
O31 Yb1 N42 71.80(10) . . ?
O22 Yb1 N42 78.56(11) . . ?
O12 Yb1 N41 107.05(11) . . ?
O21 Yb1 N41 148.53(11) . . ?
O32 Yb1 N41 80.00(11) . . ?
O11 Yb1 N41 74.39(10) . . ?
O31 Yb1 N41 74.34(10) . . ?
O22 Yb1 N41 136.40(10) . . ?
N42 Yb1 N41 64.52(10) . . ?
C41 N41 C412 117.5(4) . . ?
C41 N41 Yb1 123.4(3) . . ?
C412 N41 Yb1 118.5(3) . . ?
C410 N42 C411 117.9(4) . . ?
C410 N42 Yb1 122.3(3) . . ?
C411 N42 Yb1 119.2(2) . . ?
N41 C41 C42 124.3(5) . . ?
C43 C42 C41 118.6(5) . . ?
C42 C43 C44 120.2(5) . . ?
C412 C44 C43 117.3(4) . . ?
C412 C44 C45 118.2(5) . . ?
C43 C44 C45 124.5(5) . . ?
C46 C45 C44 121.3(5) . . ?
C45 C46 C47 122.0(5) . . ?
C48 C47 C411 117.6(5) . . ?
C48 C47 C46 123.6(5) . . ?
C411 C47 C46 118.8(5) . . ?
C49 C48 C47 119.6(4) . . ?
C48 C49 C410 119.6(5) . . ?
N42 C410 C49 122.8(5) . . ?
N41 C412 C44 122.2(4) . . ?
N41 C412 C411 117.6(3) . . ?
C44 C412 C411 120.3(4) . . ?
N42 C411 C47 122.5(4) . . ?
N42 C411 C412 118.2(3) . . ?
C47 C411 C412 119.3(4) . . ?
C11 O11 Yb1 128.7(3) . . ?
C13 O12 Yb1 132.1(3) . . ?
C11 O13 C15 116.9(4) . . ?
O11 C11 O13 118.6(4) . . ?
O11 C11 C12 127.4(4) . . ?
O13 C11 C12 114.0(4) . . ?
C13 C12 C11 123.5(4) . . ?
O12 C13 C12 125.2(4) . . ?
O12 C13 C14 116.8(5) . . ?
C12 C13 C14 118.0(4) . . ?
C21 O21 Yb1 133.6(3) . . ?
C23 O22 Yb1 131.7(3) . . ?
C23 O23 C25 116.9(5) . . ?
O21 C21 C22 124.4(5) . . ?
O21 C21 C24 114.2(6) . . ?
C22 C21 C24 121.5(5) . . ?
C21 C22 C23 123.3(5) . . ?
O22 C23 O23 119.7(5) . . ?
O22 C23 C22 126.5(5) . . ?
O23 C23 C22 113.7(5) . . ?
C31 O31 Yb1 132.4(3) . . ?
C33 O32 Yb1 136.2(3) . . ?
C31 O33 C35 116.4(4) . . ?
O31 C31 O33 119.0(5) . . ?
O31 C31 C32 127.1(4) . . ?
O33 C31 C32 114.0(4) . . ?
C33 C32 C31 122.3(4) . . ?
O32 C33 C32 124.8(4) . . ?
O32 C33 C34 115.2(5) . . ?
C32 C33 C34 120.0(5) . . ?
O61 Yb2 O72 143.21(12) . . ?
O61 Yb2 O52 76.90(11) . . ?
O72 Yb2 O52 138.72(12) . . ?
O61 Yb2 O71 79.33(13) . . ?
O72 Yb2 O71 74.11(15) . . ?
O52 Yb2 O71 140.44(13) . . ?
O61 Yb2 O51 112.53(11) . . ?
O72 Yb2 O51 79.17(13) . . ?
O52 Yb2 O51 73.18(11) . . ?
O71 Yb2 O51 145.96(13) . . ?
O61 Yb2 O62 73.92(13) . . ?
O72 Yb2 O62 76.63(12) . . ?
O52 Yb2 O62 122.28(11) . . ?
O71 Yb2 O62 79.69(11) . . ?
O51 Yb2 O62 73.86(11) . . ?
O61 Yb2 N82 83.17(11) . . ?
O72 Yb2 N82 112.34(12) . . ?
O52 Yb2 N82 72.62(10) . . ?
O71 Yb2 N82 73.53(11) . . ?
O51 Yb2 N82 137.50(10) . . ?
O62 Yb2 N82 147.49(12) . . ?
O61 Yb2 N81 141.93(11) . . ?
O72 Yb2 N81 72.04(11) . . ?
O52 Yb2 N81 74.30(11) . . ?
O71 Yb2 N81 108.56(11) . . ?
O51 Yb2 N81 82.16(11) . . ?
O62 Yb2 N81 143.47(13) . . ?
N82 Yb2 N81 64.84(10) . . ?
C81 N81 C811 117.6(3) . . ?
C81 N81 Yb2 123.5(3) . . ?
C811 N81 Yb2 118.0(2) . . ?
C810 N82 C812 117.5(4) . . ?
C810 N82 Yb2 122.6(3) . . ?
C812 N82 Yb2 118.9(3) . . ?
N81 C81 C82 123.9(5) . . ?
C83 C82 C81 118.4(5) . . ?
C82 C83 C84 120.2(4) . . ?
C83 C84 C811 117.6(4) . . ?
C83 C84 C85 123.8(4) . . ?
C811 C84 C85 118.6(4) . . ?
C86 C85 C84 121.5(4) . . ?
C85 C86 C87 121.8(4) . . ?
C88 C87 C812 117.7(4) . . ?
C88 C87 C86 124.1(4) . . ?
C812 C87 C86 118.2(4) . . ?
C89 C88 C87 119.9(5) . . ?
C88 C89 C810 118.7(5) . . ?
N82 C810 C89 123.8(4) . . ?
N81 C811 C84 122.4(4) . . ?
N81 C811 C812 117.7(3) . . ?
C84 C811 C812 120.0(4) . . ?
N82 C812 C87 122.5(4) . . ?
N82 C812 C811 117.6(3) . . ?
C87 C812 C811 119.9(4) . . ?
C51 O51 Yb2 134.3(3) . . ?
C53 O52 Yb2 134.2(3) . . ?
C51 O53 C55 116.4(5) . . ?
O51 C51 O53 119.3(5) . . ?
O51 C51 C52 127.0(5) . . ?
O53 C51 C52 113.6(5) . . ?
C51 C52 C53 122.1(4) . . ?
O52 C53 C52 124.2(4) . . ?
O52 C53 C54 114.9(5) . . ?
C52 C53 C54 120.9(5) . . ?
C61 O61 Yb2 134.0(4) . . ?
C63 O62 Yb2 130.0(4) . . ?
C63 O63 C65 117.1(6) . . ?
O61 C61 C62 124.9(6) . . ?
O61 C61 C64 116.6(5) . . ?
C62 C61 C64 118.5(5) . . ?
C61 C62 C63 122.9(5) . . ?
O62 C63 O63 118.0(7) . . ?
O62 C63 C62 127.3(5) . . ?
O63 C63 C62 114.8(6) . . ?
C73 O71 Yb2 133.7(5) . . ?
C71 O72 Yb2 128.7(5) . . ?
C71 O73 C75 114.7(9) . . ?
O73 C71 O72 125.1(10) . . ?
O73 C71 C72 107.4(9) . . ?
O72 C71 C72 127.5(7) . . ?
C73 C72 C71 121.1(7) . . ?
O71 C73 C72 128.4(9) . . ?
O71 C73 C74 114.0(10) . . ?
C72 C73 C74 117.6(8) . . ?

_refine_diff_density_max         1.307
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.073


# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 478 87 ' '
2 0.407 0.553 0.477 21 0 ' '
3 0.595 0.446 0.523 21 0 ' '
_platon_squeeze_details          'PLATON (V-70414)'




_shelxl_version_number           2014/6




_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: diethylether - dichloromethane'
