# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_ndbida1_0m
_audit_block_doi                 10.5517/cc1j0t0c
_database_code_depnum_ccdc_archive 'CCDC 1400952'
_audit_update_record             
;
2016-01-29 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;
_audit_creation_date             2015-05-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H39 N3 Nd2 O15'
_chemical_formula_sum            'C33 H39 N3 Nd2 O15'
_chemical_formula_weight         1006.15
_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'
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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.9634(9)
_cell_length_b                   12.2088(6)
_cell_length_c                   18.6928(9)
_cell_angle_alpha                90
_cell_angle_beta                 98.4413(8)
_cell_angle_gamma                90
_cell_volume                     3829.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9842
_cell_measurement_temperature    296
_cell_measurement_theta_max      31.720
_cell_measurement_theta_min      2.421
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.752
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.5271
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1308 before and 0.0495 after correction.
The Ratio of minimum to maximum transmission is 0.7062.
The λ/2 correction factor is 0.0015.
;
_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    1.745
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1992
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            63175
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.290
_diffrn_reflns_theta_min         1.514
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker SMART BREEZE CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10961
_reflns_number_total             12810
_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       ?
_computing_data_collection       'Brueker software'
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.062
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         12810
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0254
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0299P)²+1.0163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0616
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H2A(0.029) H2B(0.029) H3A(0.028) H3B(0.028) H5A(0.033) H5B(0.033)
 H7(0.078) H8(0.128) H9(0.159) H10(0.128) H11(0.079) H13C(0.03) H13D(0.03)
 H14C(0.027) H14D(0.027) H16A(0.035) H16B(0.035) H18(0.069) H19(0.106)
 H20(0.117) H21(0.094) H22(0.065) H24A(0.03) H24B(0.03) H25A(0.027) H25B(0.027)
 H27A(0.031) H27B(0.031) H29(0.048) H30(0.067) H31(0.075) H32(0.072) H33(0.05)
 Fixed X: H2A(0.8097) H2B(0.8107) H3A(0.6873) H3B(0.6851) H5A(0.7178)
 H5B(0.6526) H7(0.6905) H8(0.7796) H9(0.9038) H10(0.9428) H11(0.857)
 H13C(0.6189) H13D(0.6404) H14C(0.6997) H14D(0.6154) H16A(0.5128) H16B(0.5101)
 H18(0.4622) H19(0.4053) H20(0.3901) H21(0.4313) H22(0.4876) H24A(0.7044)
 H24B(0.6164) H25A(0.5192) H25B(0.5148) H27A(0.7123) H27B(0.63) H29(0.7512)
 H30(0.7366) H31(0.6168) H32(0.5144) H33(0.5305)
 Fixed Y: H2A(0.5743) H2B(0.4966) H3A(0.4094) H3B(0.5075) H5A(0.7185)
 H5B(0.6926) H7(0.6683) H8(0.7215) H9(0.7829) H10(0.7898) H11(0.7388)
 H13C(0.1296) H13D(0.2184) H14C(0.3881) H14D(0.4076) H16A(0.2058) H16B(0.3314)
 H18(0.4578) H19(0.4918) H20(0.3516) H21(0.1773) H22(0.1426) H24A(0.0189) H24B(-
 0.0199) H25A(0.1121) H25B(0.1235) H27A(0.1954) H27B(0.2506) H29(0.036) H30(-
 0.0782) H31(-0.0845) H32(0.0274) H33(0.1496)
 Fixed Z: H2A(0.019) H2B(-0.0477) H3A(-0.09) H3B(-0.1445) H5A(-0.0229) H5B(-
 0.0888) H7(-0.21) H8(-0.2871) H9(-0.2416) H10(-0.1194) H11(-0.0408)
 H13C(0.3208) H13D(0.3812) H14C(0.329) H14D(0.352) H16A(0.2435) H16B(0.2264)
 H18(0.3081) H19(0.4115) H20(0.4894) H21(0.4678) H22(0.3646) H24A(0.0547)
 H24B(0.0301) H25A(0.0741) H25B(-0.01) H27A(-0.012) H27B(-0.0382) H29(-0.0698)
 H30(-0.1685) H31(-0.2445) H32(-0.2247) H33(-0.1282)
;
_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
Nd1 Nd 0.60077(2) 0.53904(2) 0.06843(2) 0.01667(3) Uani 1 1 d . . . . .
Nd2 Nd 0.68664(2) 0.26794(2) 0.16209(2) 0.01773(3) Uani 1 1 d . . . . .
N1 N 0.70212(10) 0.55602(14) -0.04034(9) 0.0207(3) Uani 1 1 d . . . . .
N2 N 0.61650(10) 0.28307(14) 0.28142(9) 0.0200(3) Uani 1 1 d . . . . .
N3 N 0.62581(10) 0.14348(14) 0.04346(9) 0.0211(3) Uani 1 1 d . . . . .
O1 O 0.71128(8) 0.39943(12) 0.06425(7) 0.0211(3) Uani 1 1 d . . . . .
O2 O 0.83661(11) 0.36068(18) 0.05287(11) 0.0516(6) Uani 1 1 d . . . . .
O3 O 0.54756(9) 0.46705(12) -0.05031(8) 0.0220(3) Uani 1 1 d . . . . .
O4 O 0.53744(11) 0.49459(16) -0.16836(9) 0.0406(4) Uani 1 1 d . . . . .
O5 O 0.63742(9) 0.45355(11) 0.19067(8) 0.0229(3) Uani 1 1 d . . . . .
O6 O 0.60639(9) 0.57202(12) 0.27338(8) 0.0260(3) Uani 1 1 d . . . . .
O7 O 0.76346(9) 0.20481(13) 0.27513(8) 0.0261(3) Uani 1 1 d . . . . .
O8 O 0.77442(9) 0.13140(14) 0.38546(8) 0.0308(4) Uani 1 1 d . . . . .
O9 O 0.63930(11) 0.08490(12) 0.18253(8) 0.0321(4) Uani 1 1 d . . . . .
O10 O 0.63885(12) -0.09323(13) 0.15754(9) 0.0379(4) Uani 1 1 d . . . . .
O11 O 0.56144(8) 0.33418(11) 0.08261(7) 0.0215(3) Uani 1 1 d . . . . .
O12 O 0.44974(9) 0.30186(12) 0.00540(8) 0.0238(3) Uani 1 1 d . . . . .
O13 O 0.80051(10) 0.17578(14) 0.11787(9) 0.0305(3) Uani 1 1 d D . . . .
O14 O 0.56684(10) 0.69025(13) 0.14865(9) 0.0276(3) Uani 1 1 d D . . . .
O15 O 0.80561(11) 0.38643(16) 0.20304(9) 0.0372(4) Uani 1 1 d D . . . .
C1 C 0.77657(13) 0.41756(19) 0.03924(11) 0.0250(4) Uani 1 1 d . . . . .
C2 C 0.78101(12) 0.51601(18) -0.00895(11) 0.0238(4) Uani 1 1 d . . . . .
H2A H 0.8097 0.5743 0.0190 0.029 Uiso 1 1 calc R . . . .
H2B H 0.8107 0.4966 -0.0477 0.029 Uiso 1 1 calc R . . . .
C3 C 0.66778(13) 0.48338(17) -0.09984(11) 0.0230(4) Uani 1 1 d . . . . .
H3A H 0.6873 0.4094 -0.0900 0.028 Uiso 1 1 calc R . . . .
H3B H 0.6851 0.5075 -0.1445 0.028 Uiso 1 1 calc R . . . .
C4 C 0.57768(13) 0.48300(16) -0.10918(11) 0.0219(4) Uani 1 1 d . . . . .
C5 C 0.70537(14) 0.67233(17) -0.06530(12) 0.0276(4) Uani 1 1 d . . . . .
H5A H 0.7178 0.7185 -0.0229 0.033 Uiso 1 1 calc R . . . .
H5B H 0.6526 0.6926 -0.0888 0.033 Uiso 1 1 calc R . . . .
C6 C 0.76396(17) 0.6985(2) -0.11641(15) 0.0395(6) Uani 1 1 d . . . . .
C7 C 0.7411(3) 0.6931(2) -0.19105(17) 0.0651(10) Uani 1 1 d . . . . .
H7 H 0.6905 0.6683 -0.2100 0.078 Uiso 1 1 calc R . . . .
C8 C 0.7949(4) 0.7251(3) -0.2373(3) 0.107(2) Uani 1 1 d . . . . .
H8 H 0.7796 0.7215 -0.2871 0.128 Uiso 1 1 calc R . . . .
C9 C 0.8688(5) 0.7612(4) -0.2104(4) 0.132(3) Uani 1 1 d . . . . .
H9 H 0.9038 0.7829 -0.2416 0.159 Uiso 1 1 calc R . . . .
C10 C 0.8918(3) 0.7657(4) -0.1376(4) 0.107(2) Uani 1 1 d . . . . .
H10 H 0.9428 0.7898 -0.1194 0.128 Uiso 1 1 calc R . . . .
C11 C 0.8403(2) 0.7350(3) -0.0904(2) 0.0661(10) Uani 1 1 d . . . . .
H11 H 0.8570 0.7388 -0.0408 0.079 Uiso 1 1 calc R . . . .
C12 C 0.73597(12) 0.17723(16) 0.33097(11) 0.0207(4) Uani 1 1 d . . . . .
C13 C 0.64813(13) 0.19705(18) 0.33273(11) 0.0249(4) Uani 1 1 d . . . . .
H13C H 0.6189 0.1296 0.3208 0.030 Uiso 1 1 calc R . . . .
H13D H 0.6404 0.2184 0.3812 0.030 Uiso 1 1 calc R . . . .
C14 C 0.64301(13) 0.39079(17) 0.31137(10) 0.0228(4) Uani 1 1 d . . . . .
H14C H 0.6997 0.3881 0.3290 0.027 Uiso 1 1 calc R . . . .
H14D H 0.6154 0.4076 0.3520 0.027 Uiso 1 1 calc R . . . .
C15 C 0.62678(12) 0.48079(16) 0.25496(10) 0.0196(4) Uani 1 1 d . . . . .
C16 C 0.52750(13) 0.2775(2) 0.26351(13) 0.0295(5) Uani 1 1 d . . . . .
H16A H 0.5128 0.2058 0.2435 0.035 Uiso 1 1 calc R . . . .
H16B H 0.5101 0.3314 0.2264 0.035 Uiso 1 1 calc R . . . .
C17 C 0.48398(14) 0.2974(2) 0.32704(14) 0.0374(6) Uani 1 1 d . . . . .
C18 C 0.45705(19) 0.4012(3) 0.34043(19) 0.0579(9) Uani 1 1 d . . . . .
H18 H 0.4622 0.4578 0.3081 0.069 Uiso 1 1 calc R . . . .
C19 C 0.4223(3) 0.4216(4) 0.4020(3) 0.0887(15) Uani 1 1 d . . . . .
H19 H 0.4053 0.4918 0.4115 0.106 Uiso 1 1 calc R . . . .
C20 C 0.4133(3) 0.3377(5) 0.4483(3) 0.0975(16) Uani 1 1 d . . . . .
H20 H 0.3901 0.3516 0.4894 0.117 Uiso 1 1 calc R . . . .
C21 C 0.4378(2) 0.2336(4) 0.4357(2) 0.0783(13) Uani 1 1 d . . . . .
H21 H 0.4313 0.1773 0.4678 0.094 Uiso 1 1 calc R . . . .
C22 C 0.47215(18) 0.2135(3) 0.37433(18) 0.0543(8) Uani 1 1 d . . . . .
H22 H 0.4876 0.1426 0.3646 0.065 Uiso 1 1 calc R . . . .
C23 C 0.64101(13) 0.00484(17) 0.13984(11) 0.0245(4) Uani 1 1 d . . . . .
C24 C 0.64952(14) 0.02995(16) 0.06190(12) 0.0250(4) Uani 1 1 d . . . . .
H24A H 0.7044 0.0189 0.0547 0.030 Uiso 1 1 calc R . . . .
H24B H 0.6164 -0.0199 0.0301 0.030 Uiso 1 1 calc R . . . .
C25 C 0.53868(12) 0.15369(16) 0.03612(11) 0.0226(4) Uani 1 1 d . . . . .
H25A H 0.5192 0.1121 0.0741 0.027 Uiso 1 1 calc R . . . .
H25B H 0.5148 0.1235 -0.0100 0.027 Uiso 1 1 calc R . . . .
C26 C 0.51422(12) 0.27276(16) 0.04083(10) 0.0195(4) Uani 1 1 d . . . . .
C27 C 0.65559(14) 0.18138(18) -0.02367(11) 0.0255(4) Uani 1 1 d . . . . .
H27A H 0.7123 0.1954 -0.0120 0.031 Uiso 1 1 calc R . . . .
H27B H 0.6300 0.2506 -0.0382 0.031 Uiso 1 1 calc R . . . .
C28 C 0.64260(14) 0.10439(18) -0.08791(11) 0.0266(4) Uani 1 1 d . . . . .
C29 C 0.70330(18) 0.0355(2) -0.10120(14) 0.0403(6) Uani 1 1 d . . . . .
H29 H 0.7512 0.0360 -0.0698 0.048 Uiso 1 1 calc R . . . .
C30 C 0.6946(2) -0.0337(3) -0.15980(18) 0.0555(8) Uani 1 1 d . . . . .
H30 H 0.7366 -0.0782 -0.1685 0.067 Uiso 1 1 calc R . . . .
C31 C 0.6234(2) -0.0366(3) -0.20536(18) 0.0624(10) Uani 1 1 d . . . . .
H31 H 0.6168 -0.0845 -0.2445 0.075 Uiso 1 1 calc R . . . .
C32 C 0.5626(2) 0.0300(3) -0.19365(17) 0.0596(9) Uani 1 1 d . . . . .
H32 H 0.5144 0.0274 -0.2247 0.072 Uiso 1 1 calc R . . . .
C33 C 0.57187(16) 0.1026(3) -0.13522(13) 0.0414(6) Uani 1 1 d . . . . .
H33 H 0.5305 0.1496 -0.1282 0.050 Uiso 1 1 calc R . . . .
H14A H 0.5965(16) 0.7501(18) 0.1512(16) 0.043(9) Uiso 1 1 d D . . . .
H13A H 0.8385(15) 0.144(2) 0.1492(14) 0.058(10) Uiso 1 1 d D . . . .
H13B H 0.8257(18) 0.231(2) 0.1030(17) 0.051(10) Uiso 1 1 d D . . . .
H14B H 0.571(2) 0.662(3) 0.1915(12) 0.066(11) Uiso 1 1 d D . . . .
H15A H 0.821(2) 0.393(3) 0.2490(10) 0.076(12) Uiso 1 1 d D . . . .
H15B H 0.815(3) 0.444(3) 0.179(2) 0.116(18) 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
Nd1 Nd1 4.0712(2) 3_665 ?
Nd1 Nd2 3.9234(2) . ?
Nd1 N1 2.8564(17) . ?
Nd1 O1 2.5433(14) . ?
Nd1 O3 2.4903(14) 3_665 ?
Nd1 O3 2.4343(14) . ?
Nd1 O5 2.5060(14) . ?
Nd1 O8 2.4416(15) 2_655 ?
Nd1 O11 2.6120(14) . ?
Nd1 O12 2.4628(14) 3_665 ?
Nd1 O14 2.4982(16) . ?
Nd2 N2 2.6840(17) . ?
Nd2 N3 2.7604(17) . ?
Nd2 O1 2.5142(14) . ?
Nd2 O5 2.4997(14) . ?
Nd2 O7 2.4389(14) . ?
Nd2 O9 2.4239(15) . ?
Nd2 O11 2.5388(13) . ?
Nd2 O13 2.4798(17) . ?
Nd2 O15 2.5096(17) . ?
N1 C2 1.464(3) . ?
N1 C3 1.474(3) . ?
N1 C5 1.498(3) . ?
N2 C13 1.470(3) . ?
N2 C14 1.474(3) . ?
N2 C16 1.499(3) . ?
N3 C24 1.470(3) . ?
N3 C25 1.469(3) . ?
N3 C27 1.493(3) . ?
O1 C1 1.283(2) . ?
O2 C1 1.228(3) . ?
O3 Nd1 2.4902(14) 3_665 ?
O3 C4 1.294(3) . ?
O4 C4 1.220(3) . ?
O5 C15 1.285(2) . ?
O6 C15 1.230(2) . ?
O7 C12 1.250(2) . ?
O8 Nd1 2.4416(15) 2_645 ?
O8 C12 1.257(2) . ?
O9 C23 1.265(3) . ?
O10 C23 1.244(3) . ?
O11 C26 1.277(2) . ?
O12 Nd1 2.4627(14) 3_665 ?
O12 C26 1.244(2) . ?
O13 H13A 0.893(18) . ?
O13 H13B 0.867(17) . ?
O14 H14A 0.884(17) . ?
O14 H14B 0.865(18) . ?
O15 H15A 0.864(18) . ?
O15 H15B 0.869(19) . ?
C1 C2 1.511(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.513(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.510(3) . ?
C6 C7 1.394(4) . ?
C6 C11 1.389(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.402(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.354(9) . ?
C9 H9 0.9300 . ?
C9 C10 1.361(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.515(3) . ?
C13 H13C 0.9700 . ?
C13 H13D 0.9700 . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 C15 1.520(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.507(3) . ?
C17 C18 1.382(4) . ?
C17 C22 1.387(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.390(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.363(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.368(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.516(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.518(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.515(3) . ?
C28 C29 1.380(3) . ?
C28 C33 1.382(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.374(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.373(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.356(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.397(4) . ?
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
Nd2 Nd1 Nd1 107.784(4) . 3_665 ?
N1 Nd1 Nd1 96.16(3) . 3_665 ?
N1 Nd1 Nd2 98.98(3) . . ?
O1 Nd1 Nd1 112.24(3) . 3_665 ?
O1 Nd1 Nd2 38.86(3) . . ?
O1 Nd1 N1 60.23(5) . . ?
O1 Nd1 O11 64.01(4) . . ?
O3 Nd1 Nd1 33.80(3) 3_665 3_665 ?
O3 Nd1 Nd1 34.68(3) . 3_665 ?
O3 Nd1 Nd2 109.70(3) 3_665 . ?
O3 Nd1 Nd2 99.56(3) . . ?
O3 Nd1 N1 63.80(5) . . ?
O3 Nd1 N1 127.38(5) 3_665 . ?
O3 Nd1 O1 84.63(5) . . ?
O3 Nd1 O1 135.27(5) 3_665 . ?
O3 Nd1 O3 68.48(5) . 3_665 ?
O3 Nd1 O5 133.65(5) . . ?
O3 Nd1 O5 102.83(5) 3_665 . ?
O3 Nd1 O8 132.45(5) . 2_655 ?
O3 Nd1 O11 71.38(5) . . ?
O3 Nd1 O11 73.57(4) 3_665 . ?
O3 Nd1 O12 73.85(5) . 3_665 ?
O3 Nd1 O14 136.62(5) . . ?
O3 Nd1 O14 77.67(5) 3_665 . ?
O5 Nd1 Nd1 123.26(3) . 3_665 ?
O5 Nd1 Nd2 38.33(3) . . ?
O5 Nd1 N1 125.78(5) . . ?
O5 Nd1 O1 70.34(5) . . ?
O5 Nd1 O11 62.71(4) . . ?
O8 Nd1 Nd1 159.18(4) 2_655 3_665 ?
O8 Nd1 Nd2 89.21(4) 2_655 . ?
O8 Nd1 N1 68.68(5) 2_655 . ?
O8 Nd1 O1 73.47(5) 2_655 . ?
O8 Nd1 O3 150.26(5) 2_655 3_665 ?
O8 Nd1 O5 77.54(5) 2_655 . ?
O8 Nd1 O11 128.87(5) 2_655 . ?
O8 Nd1 O12 92.63(5) 2_655 3_665 ?
O8 Nd1 O14 73.21(5) 2_655 . ?
O11 Nd1 Nd1 68.66(3) . 3_665 ?
O11 Nd1 Nd2 39.70(3) . . ?
O11 Nd1 N1 109.34(5) . . ?
O12 Nd1 Nd1 68.99(3) 3_665 3_665 ?
O12 Nd1 Nd2 172.44(4) 3_665 . ?
O12 Nd1 N1 74.94(5) 3_665 . ?
O12 Nd1 O1 135.13(5) 3_665 . ?
O12 Nd1 O3 71.69(5) 3_665 3_665 ?
O12 Nd1 O5 149.19(5) 3_665 . ?
O12 Nd1 O11 137.65(4) 3_665 . ?
O12 Nd1 O14 70.22(5) 3_665 . ?
O14 Nd1 Nd1 107.70(4) . 3_665 ?
O14 Nd1 Nd2 117.30(4) . . ?
O14 Nd1 N1 126.11(5) . . ?
O14 Nd1 O1 138.54(5) . . ?
O14 Nd1 O5 78.97(5) . . ?
O14 Nd1 O11 124.19(5) . . ?
N2 Nd2 Nd1 97.58(3) . . ?
N2 Nd2 N3 123.12(5) . . ?
N3 Nd2 Nd1 92.03(3) . . ?
O1 Nd2 Nd1 39.39(3) . . ?
O1 Nd2 N2 134.58(5) . . ?
O1 Nd2 N3 81.35(5) . . ?
O1 Nd2 O11 65.48(5) . . ?
O5 Nd2 Nd1 38.45(3) . . ?
O5 Nd2 N2 63.72(5) . . ?
O5 Nd2 N3 124.99(5) . . ?
O5 Nd2 O1 70.92(5) . . ?
O5 Nd2 O11 63.85(5) . . ?
O5 Nd2 O15 72.01(6) . . ?
O7 Nd2 Nd1 140.30(4) . . ?
O7 Nd2 N2 63.09(5) . . ?
O7 Nd2 N3 127.68(5) . . ?
O7 Nd2 O1 135.01(5) . . ?
O7 Nd2 O5 104.72(5) . . ?
O7 Nd2 O11 154.47(5) . . ?
O7 Nd2 O13 78.59(5) . . ?
O7 Nd2 O15 67.32(6) . . ?
O9 Nd2 Nd1 137.58(4) . . ?
O9 Nd2 N2 74.63(5) . . ?
O9 Nd2 N3 61.69(5) . . ?
O9 Nd2 O1 142.91(5) . . ?
O9 Nd2 O5 132.32(5) . . ?
O9 Nd2 O7 73.70(6) . . ?
O9 Nd2 O11 96.77(5) . . ?
O9 Nd2 O13 85.78(6) . . ?
O9 Nd2 O15 138.90(6) . . ?
O11 Nd2 Nd1 41.08(3) . . ?
O11 Nd2 N2 91.70(5) . . ?
O11 Nd2 N3 61.52(5) . . ?
O13 Nd2 Nd1 119.36(4) . . ?
O13 Nd2 N2 140.38(5) . . ?
O13 Nd2 N3 72.55(5) . . ?
O13 Nd2 O1 80.00(5) . . ?
O13 Nd2 O5 141.59(5) . . ?
O13 Nd2 O11 125.10(5) . . ?
O13 Nd2 O15 74.47(6) . . ?
O15 Nd2 Nd1 83.06(5) . . ?
O15 Nd2 N2 98.14(6) . . ?
O15 Nd2 N3 138.71(6) . . ?
O15 Nd2 O1 69.00(5) . . ?
O15 Nd2 O11 124.13(6) . . ?
C2 N1 Nd1 107.51(12) . . ?
C2 N1 C3 109.78(16) . . ?
C2 N1 C5 111.58(17) . . ?
C3 N1 Nd1 106.32(12) . . ?
C3 N1 C5 111.33(16) . . ?
C5 N1 Nd1 110.12(12) . . ?
C13 N2 Nd2 109.23(12) . . ?
C13 N2 C14 109.15(16) . . ?
C13 N2 C16 111.88(16) . . ?
C14 N2 Nd2 103.26(12) . . ?
C14 N2 C16 111.48(17) . . ?
C16 N2 Nd2 111.48(12) . . ?
C24 N3 Nd2 105.87(12) . . ?
C24 N3 C27 111.99(16) . . ?
C25 N3 Nd2 106.30(11) . . ?
C25 N3 C24 109.80(16) . . ?
C25 N3 C27 110.79(16) . . ?
C27 N3 Nd2 111.83(12) . . ?
Nd2 O1 Nd1 101.75(5) . . ?
C1 O1 Nd1 125.11(13) . . ?
C1 O1 Nd2 128.30(13) . . ?
Nd1 O3 Nd1 111.52(5) . 3_665 ?
C4 O3 Nd1 113.95(12) . 3_665 ?
C4 O3 Nd1 125.53(12) . . ?
Nd2 O5 Nd1 103.22(5) . . ?
C15 O5 Nd1 134.02(13) . . ?
C15 O5 Nd2 122.12(12) . . ?
C12 O7 Nd2 126.23(13) . . ?
C12 O8 Nd1 144.23(14) . 2_645 ?
C23 O9 Nd2 125.04(14) . . ?
Nd2 O11 Nd1 99.22(5) . . ?
C26 O11 Nd1 130.32(12) . . ?
C26 O11 Nd2 124.52(12) . . ?
C26 O12 Nd1 136.87(13) . 3_665 ?
Nd2 O13 H13A 120(2) . . ?
Nd2 O13 H13B 101(2) . . ?
H13A O13 H13B 102(3) . . ?
Nd1 O14 H14A 118(2) . . ?
Nd1 O14 H14B 106(2) . . ?
H14A O14 H14B 108(3) . . ?
Nd2 O15 H15A 118(3) . . ?
Nd2 O15 H15B 121(3) . . ?
H15A O15 H15B 113(4) . . ?
O1 C1 C2 118.41(18) . . ?
O2 C1 O1 124.1(2) . . ?
O2 C1 C2 117.5(2) . . ?
N1 C2 C1 112.45(17) . . ?
N1 C2 H2A 109.1 . . ?
N1 C2 H2B 109.1 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 H3A 109.3 . . ?
N1 C3 H3B 109.3 . . ?
N1 C3 C4 111.69(17) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
O3 C4 C3 114.87(17) . . ?
O4 C4 O3 123.4(2) . . ?
O4 C4 C3 121.7(2) . . ?
N1 C5 H5A 108.0 . . ?
N1 C5 H5B 108.0 . . ?
N1 C5 C6 117.06(19) . . ?
H5A C5 H5B 107.3 . . ?
C6 C5 H5A 108.0 . . ?
C6 C5 H5B 108.0 . . ?
C7 C6 C5 120.8(3) . . ?
C11 C6 C5 120.9(3) . . ?
C11 C6 C7 118.2(3) . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.6(5) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.8(5) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 120.1 . . ?
C8 C9 C10 119.9(4) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.9(5) . . ?
C11 C10 H10 119.6 . . ?
C6 C11 H11 119.7 . . ?
C10 C11 C6 120.6(5) . . ?
C10 C11 H11 119.7 . . ?
O7 C12 O8 125.69(19) . . ?
O7 C12 C13 117.63(17) . . ?
O8 C12 C13 116.64(18) . . ?
N2 C13 C12 111.47(17) . . ?
N2 C13 H13C 109.3 . . ?
N2 C13 H13D 109.3 . . ?
C12 C13 H13C 109.3 . . ?
C12 C13 H13D 109.3 . . ?
H13C C13 H13D 108.0 . . ?
N2 C14 H14C 109.3 . . ?
N2 C14 H14D 109.3 . . ?
N2 C14 C15 111.57(15) . . ?
H14C C14 H14D 108.0 . . ?
C15 C14 H14C 109.3 . . ?
C15 C14 H14D 109.3 . . ?
O5 C15 C14 115.20(17) . . ?
O6 C15 O5 125.44(19) . . ?
O6 C15 C14 119.34(18) . . ?
N2 C16 H16A 108.7 . . ?
N2 C16 H16B 108.7 . . ?
N2 C16 C17 114.23(19) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 C22 118.6(3) . . ?
C22 C17 C16 121.1(3) . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.4(3) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.4(4) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 119.2 . . ?
C19 C20 C21 121.6(4) . . ?
C21 C20 H20 119.2 . . ?
C20 C21 H21 120.6 . . ?
C20 C21 C22 118.9(3) . . ?
C22 C21 H21 120.6 . . ?
C17 C22 H22 119.5 . . ?
C21 C22 C17 121.0(3) . . ?
C21 C22 H22 119.5 . . ?
O9 C23 C24 117.66(18) . . ?
O10 C23 O9 124.9(2) . . ?
O10 C23 C24 117.43(19) . . ?
N3 C24 C23 110.76(17) . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
N3 C25 C26 110.83(16) . . ?
H25A C25 H25B 108.1 . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
O11 C26 C25 116.47(17) . . ?
O12 C26 O11 125.54(18) . . ?
O12 C26 C25 117.96(18) . . ?
N3 C27 H27A 108.2 . . ?
N3 C27 H27B 108.2 . . ?
N3 C27 C28 116.48(17) . . ?
H27A C27 H27B 107.3 . . ?
C28 C27 H27A 108.2 . . ?
C28 C27 H27B 108.2 . . ?
C29 C28 C27 119.7(2) . . ?
C29 C28 C33 118.4(2) . . ?
C33 C28 C27 121.9(2) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 C28 121.5(3) . . ?
C30 C29 H29 119.3 . . ?
C29 C30 H30 120.2 . . ?
C31 C30 C29 119.5(3) . . ?
C31 C30 H30 120.2 . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.4(3) . . ?
C32 C31 H31 119.8 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.3(3) . . ?
C33 C32 H32 119.8 . . ?
C28 C33 C32 119.9(3) . . ?
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
Nd1 N1 C2 C1 39.00(19) . . . . ?
Nd1 N1 C3 C4 35.56(18) . . . . ?
Nd1 N1 C5 C6 172.93(18) . . . . ?
Nd1 O1 C1 O2 161.58(19) . . . . ?
Nd1 O1 C1 C2 -17.2(3) . . . . ?
Nd1 O3 C4 O4 -143.82(18) . . . . ?
Nd1 O3 C4 O4 0.3(3) 3_665 . . . ?
Nd1 O3 C4 C3 -178.13(13) 3_665 . . . ?
Nd1 O3 C4 C3 37.7(2) . . . . ?
Nd1 O5 C15 O6 -14.5(3) . . . . ?
Nd1 O5 C15 C14 166.73(13) . . . . ?
Nd1 O8 C12 O7 -11.9(4) 2_645 . . . ?
Nd1 O8 C12 C13 166.05(18) 2_645 . . . ?
Nd1 O11 C26 O12 -38.5(3) . . . . ?
Nd1 O11 C26 C25 143.23(14) . . . . ?
Nd1 O12 C26 O11 42.6(3) 3_665 . . . ?
Nd1 O12 C26 C25 -139.08(16) 3_665 . . . ?
Nd2 N2 C13 C12 36.4(2) . . . . ?
Nd2 N2 C14 C15 52.27(17) . . . . ?
Nd2 N2 C16 C17 -173.88(16) . . . . ?
Nd2 N3 C24 C23 40.83(19) . . . . ?
Nd2 N3 C25 C26 47.98(17) . . . . ?
Nd2 N3 C27 C28 165.93(15) . . . . ?
Nd2 O1 C1 O2 10.8(3) . . . . ?
Nd2 O1 C1 C2 -167.99(13) . . . . ?
Nd2 O5 C15 O6 176.36(15) . . . . ?
Nd2 O5 C15 C14 -2.4(2) . . . . ?
Nd2 O7 C12 O8 170.05(16) . . . . ?
Nd2 O7 C12 C13 -7.8(3) . . . . ?
Nd2 O9 C23 O10 158.34(18) . . . . ?
Nd2 O9 C23 C24 -19.2(3) . . . . ?
Nd2 O11 C26 O12 174.56(15) . . . . ?
Nd2 O11 C26 C25 -3.8(2) . . . . ?
N1 C3 C4 O3 -49.7(2) . . . . ?
N1 C3 C4 O4 131.8(2) . . . . ?
N1 C5 C6 C7 91.3(3) . . . . ?
N1 C5 C6 C11 -92.8(3) . . . . ?
N2 C14 C15 O5 -37.7(2) . . . . ?
N2 C14 C15 O6 143.49(19) . . . . ?
N2 C16 C17 C18 94.4(3) . . . . ?
N2 C16 C17 C22 -83.7(3) . . . . ?
N3 C25 C26 O11 -33.5(2) . . . . ?
N3 C25 C26 O12 148.07(18) . . . . ?
N3 C27 C28 C29 -97.0(3) . . . . ?
N3 C27 C28 C33 84.6(3) . . . . ?
O1 C1 C2 N1 -19.7(3) . . . . ?
O2 C1 C2 N1 161.4(2) . . . . ?
O7 C12 C13 N2 -22.5(3) . . . . ?
O8 C12 C13 N2 159.46(18) . . . . ?
O9 C23 C24 N3 -20.4(3) . . . . ?
O10 C23 C24 N3 161.9(2) . . . . ?
C2 N1 C3 C4 151.56(17) . . . . ?
C2 N1 C5 C6 53.6(3) . . . . ?
C3 N1 C2 C1 -76.2(2) . . . . ?
C3 N1 C5 C6 -69.4(3) . . . . ?
C5 N1 C2 C1 159.84(18) . . . . ?
C5 N1 C3 C4 -84.4(2) . . . . ?
C5 C6 C7 C8 175.5(3) . . . . ?
C5 C6 C11 C10 -175.6(3) . . . . ?
C6 C7 C8 C9 0.0(6) . . . . ?
C7 C6 C11 C10 0.4(5) . . . . ?
C7 C8 C9 C10 0.6(8) . . . . ?
C8 C9 C10 C11 -0.7(8) . . . . ?
C9 C10 C11 C6 0.2(7) . . . . ?
C11 C6 C7 C8 -0.5(5) . . . . ?
C13 N2 C14 C15 168.37(17) . . . . ?
C13 N2 C16 C17 63.5(3) . . . . ?
C14 N2 C13 C12 -75.8(2) . . . . ?
C14 N2 C16 C17 -59.1(2) . . . . ?
C16 N2 C13 C12 160.33(18) . . . . ?
C16 N2 C14 C15 -67.5(2) . . . . ?
C16 C17 C18 C19 -175.1(3) . . . . ?
C16 C17 C22 C21 174.9(3) . . . . ?
C17 C18 C19 C20 -1.5(7) . . . . ?
C18 C17 C22 C21 -3.2(5) . . . . ?
C18 C19 C20 C21 0.0(8) . . . . ?
C19 C20 C21 C22 -0.2(8) . . . . ?
C20 C21 C22 C17 1.8(6) . . . . ?
C22 C17 C18 C19 3.0(5) . . . . ?
C24 N3 C25 C26 162.07(16) . . . . ?
C24 N3 C27 C28 47.3(2) . . . . ?
C25 N3 C24 C23 -73.5(2) . . . . ?
C25 N3 C27 C28 -75.7(2) . . . . ?
C27 N3 C24 C23 162.96(17) . . . . ?
C27 N3 C25 C26 -73.7(2) . . . . ?
C27 C28 C29 C30 -178.5(3) . . . . ?
C27 C28 C33 C32 -179.9(2) . . . . ?
C28 C29 C30 C31 -1.6(5) . . . . ?
C29 C28 C33 C32 1.7(4) . . . . ?
C29 C30 C31 C32 1.4(5) . . . . ?
C30 C31 C32 C33 0.2(5) . . . . ?
C31 C32 C33 C28 -1.8(5) . . . . ?
C33 C28 C29 C30 0.0(4) . . . . ?


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

data_eubida_0m
_audit_block_doi                 10.5517/cc1j0t1d
_database_code_depnum_ccdc_archive 'CCDC 1400953'
_audit_update_record             
;
2016-01-29 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;
_audit_creation_date             2015-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C33 H39 Eu2 N3 O15'
_chemical_formula_sum            'C33 H39 Eu2 N3 O15'
_chemical_formula_weight         1021.59
_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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.9299(13)
_cell_length_b                   12.1579(9)
_cell_length_c                   18.5679(14)
_cell_angle_alpha                90
_cell_angle_beta                 99.0590(12)
_cell_angle_gamma                90
_cell_volume                     3774.2(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9971
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      5
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.365
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'according to the Bruker software'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0656
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            61848
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.206
_diffrn_reflns_theta_min         1.514
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and scans'
_diffrn_detector_area_resol_mean 8
_diffrn_standards_number         .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9427
_reflns_number_total             12165
_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       ?
_computing_data_collection       'Brueker software'
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.948
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         12165
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0254P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0693
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 H15A-O15 = O15-H15B = O14-H14B = O14-H14A = O13-H13B = O13-H13A
 0.92 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C13(H13C,H13D), C14(H14C,H14D),
 C16(H16A,H16B), C24(H24A,H24B), C25(H25A,H25B), C27(H27A,H27B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C18(H18), C19(H19), C20(H20),
 C21(H21), C22(H22), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
;
_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
Eu1 Eu 0.60090(2) 0.53783(2) 0.06740(2) 0.01647(4) Uani 1 1 d . . . . .
Eu2 Eu 0.68509(2) 0.26872(2) 0.16143(2) 0.01755(4) Uani 1 1 d . . . . .
N1 N 0.70131(15) 0.5573(2) -0.03881(13) 0.0206(5) Uani 1 1 d . . . . .
N2 N 0.61659(14) 0.28199(19) 0.27999(13) 0.0200(5) Uani 1 1 d . . . . .
N3 N 0.62559(14) 0.14513(19) 0.04189(13) 0.0197(5) Uani 1 1 d . . . . .
O1 O 0.70964(12) 0.39932(16) 0.06496(10) 0.0193(4) Uani 1 1 d . . . . .
O2 O 0.83512(15) 0.3576(2) 0.05323(14) 0.0484(7) Uani 1 1 d . . . . .
O3 O 0.54580(12) 0.46863(16) -0.05082(11) 0.0209(4) Uani 1 1 d . . . . .
O4 O 0.53717(14) 0.4943(2) -0.17053(12) 0.0366(6) Uani 1 1 d . . . . .
O5 O 0.63632(13) 0.45338(15) 0.18894(11) 0.0211(4) Uani 1 1 d . . . . .
O6 O 0.60657(13) 0.57233(17) 0.27272(11) 0.0248(5) Uani 1 1 d . . . . .
O7 O 0.76390(13) 0.20533(18) 0.27325(11) 0.0251(5) Uani 1 1 d . . . . .
O8 O 0.77652(13) 0.12929(18) 0.38400(11) 0.0289(5) Uani 1 1 d . . . . .
O9 O 0.63973(14) 0.08707(17) 0.18159(12) 0.0303(5) Uani 1 1 d . . . . .
O10 O 0.63801(15) -0.09219(18) 0.15674(12) 0.0360(6) Uani 1 1 d . . . . .
O11 O 0.56130(12) 0.33491(16) 0.08212(10) 0.0203(4) Uani 1 1 d . . . . .
O12 O 0.44815(12) 0.30342(16) 0.00457(11) 0.0231(4) Uani 1 1 d . . . . .
O13 O 0.79648(14) 0.1777(2) 0.11998(12) 0.0277(5) Uani 1 1 d D . . . .
O14 O 0.56650(14) 0.68657(19) 0.14659(12) 0.0277(5) Uani 1 1 d D . . . .
O15 O 0.80160(15) 0.3880(2) 0.20333(13) 0.0337(6) Uani 1 1 d D . . . .
C1 C 0.77532(18) 0.4167(3) 0.04018(16) 0.0232(6) Uani 1 1 d . . . . .
C2 C 0.78062(17) 0.5169(2) -0.00713(16) 0.0223(6) Uani 1 1 d . . . . .
H2A H 0.8095 0.5747 0.0220 0.027 Uiso 1 1 calc R . . . .
H2B H 0.8104 0.4983 -0.0460 0.027 Uiso 1 1 calc R . . . .
C3 C 0.66712(18) 0.4844(2) -0.09947(16) 0.0228(6) Uani 1 1 d . . . . .
H3A H 0.6867 0.4102 -0.0894 0.027 Uiso 1 1 calc R . . . .
H3B H 0.6848 0.5089 -0.1441 0.027 Uiso 1 1 calc R . . . .
C4 C 0.57682(18) 0.4840(2) -0.11014(16) 0.0209(6) Uani 1 1 d . . . . .
C5 C 0.7051(2) 0.6747(2) -0.06427(18) 0.0277(7) Uani 1 1 d . . . . .
H5A H 0.7176 0.7212 -0.0215 0.033 Uiso 1 1 calc R . . . .
H5B H 0.6522 0.6954 -0.0885 0.033 Uiso 1 1 calc R . . . .
C6 C 0.7640(2) 0.7002(3) -0.1150(2) 0.0370(9) Uani 1 1 d . . . . .
C7 C 0.7414(3) 0.6956(3) -0.1899(2) 0.0578(13) Uani 1 1 d . . . . .
H7 H 0.6902 0.6720 -0.2093 0.069 Uiso 1 1 calc R . . . .
C8 C 0.7950(5) 0.7262(4) -0.2365(3) 0.097(3) Uani 1 1 d . . . . .
H8 H 0.7798 0.7216 -0.2868 0.116 Uiso 1 1 calc R . . . .
C9 C 0.8699(5) 0.7629(5) -0.2079(5) 0.113(3) Uani 1 1 d . . . . .
H9 H 0.9050 0.7858 -0.2387 0.135 Uiso 1 1 calc R . . . .
C10 C 0.8928(4) 0.7658(5) -0.1343(5) 0.099(2) Uani 1 1 d . . . . .
H10 H 0.9442 0.7888 -0.1151 0.118 Uiso 1 1 calc R . . . .
C11 C 0.8409(3) 0.7351(3) -0.0883(3) 0.0628(14) Uani 1 1 d . . . . .
H11 H 0.8576 0.7379 -0.0382 0.075 Uiso 1 1 calc R . . . .
C12 C 0.73733(18) 0.1759(2) 0.32922(16) 0.0213(6) Uani 1 1 d . . . . .
C13 C 0.64946(18) 0.1953(3) 0.33167(16) 0.0230(6) Uani 1 1 d . . . . .
H13C H 0.6201 0.1275 0.3197 0.028 Uiso 1 1 calc R . . . .
H13D H 0.6427 0.2166 0.3807 0.028 Uiso 1 1 calc R . . . .
C14 C 0.64330(18) 0.3902(2) 0.31044(15) 0.0215(6) Uani 1 1 d . . . . .
H14C H 0.7002 0.3874 0.3285 0.026 Uiso 1 1 calc R . . . .
H14D H 0.6159 0.4068 0.3513 0.026 Uiso 1 1 calc R . . . .
C15 C 0.62678(17) 0.4810(2) 0.25401(15) 0.0187(6) Uani 1 1 d . . . . .
C16 C 0.52748(18) 0.2756(3) 0.26247(18) 0.0284(7) Uani 1 1 d . . . . .
H16A H 0.5128 0.2035 0.2423 0.034 Uiso 1 1 calc R . . . .
H16B H 0.5091 0.3297 0.2252 0.034 Uiso 1 1 calc R . . . .
C17 C 0.4847(2) 0.2950(3) 0.3271(2) 0.0349(8) Uani 1 1 d . . . . .
C18 C 0.4585(2) 0.3987(4) 0.3426(2) 0.0534(12) Uani 1 1 d . . . . .
H18 H 0.4637 0.4563 0.3108 0.064 Uiso 1 1 calc R . . . .
C19 C 0.4247(3) 0.4184(5) 0.4046(3) 0.0805(17) Uani 1 1 d . . . . .
H19 H 0.4078 0.4888 0.4144 0.097 Uiso 1 1 calc R . . . .
C20 C 0.4164(3) 0.3338(5) 0.4513(3) 0.0870(19) Uani 1 1 d . . . . .
H20 H 0.3945 0.3469 0.4934 0.104 Uiso 1 1 calc R . . . .
C21 C 0.4402(3) 0.2296(5) 0.4361(3) 0.0750(17) Uani 1 1 d . . . . .
H21 H 0.4333 0.1720 0.4674 0.090 Uiso 1 1 calc R . . . .
C22 C 0.4741(2) 0.2100(4) 0.3750(2) 0.0486(11) Uani 1 1 d . . . . .
H22 H 0.4903 0.1391 0.3654 0.058 Uiso 1 1 calc R . . . .
C23 C 0.64078(19) 0.0058(3) 0.13891(17) 0.0258(7) Uani 1 1 d . . . . .
C24 C 0.6497(2) 0.0318(2) 0.06077(17) 0.0245(7) Uani 1 1 d . . . . .
H24A H 0.7050 0.0213 0.0544 0.029 Uiso 1 1 calc R . . . .
H24B H 0.6169 -0.0184 0.0282 0.029 Uiso 1 1 calc R . . . .
C25 C 0.53807(17) 0.1548(2) 0.03429(16) 0.0231(6) Uani 1 1 d . . . . .
H25A H 0.5190 0.1122 0.0723 0.028 Uiso 1 1 calc R . . . .
H25B H 0.5139 0.1250 -0.0125 0.028 Uiso 1 1 calc R . . . .
C26 C 0.51284(17) 0.2743(2) 0.03971(15) 0.0181(6) Uani 1 1 d . . . . .
C27 C 0.65461(19) 0.1840(3) -0.02581(16) 0.0248(7) Uani 1 1 d . . . . .
H27A H 0.7113 0.2000 -0.0137 0.030 Uiso 1 1 calc R . . . .
H27B H 0.6276 0.2525 -0.0409 0.030 Uiso 1 1 calc R . . . .
C28 C 0.6428(2) 0.1061(3) -0.08994(16) 0.0267(7) Uani 1 1 d . . . . .
C29 C 0.7052(2) 0.0388(3) -0.1025(2) 0.0372(8) Uani 1 1 d . . . . .
H29 H 0.7533 0.0409 -0.0706 0.045 Uiso 1 1 calc R . . . .
C30 C 0.6970(3) -0.0311(3) -0.1616(2) 0.0514(11) Uani 1 1 d . . . . .
H30 H 0.7399 -0.0743 -0.1703 0.062 Uiso 1 1 calc R . . . .
C31 C 0.6256(3) -0.0368(4) -0.2076(2) 0.0578(12) Uani 1 1 d . . . . .
H31 H 0.6194 -0.0861 -0.2463 0.069 Uiso 1 1 calc R . . . .
C32 C 0.5634(3) 0.0292(4) -0.1971(2) 0.0572(12) Uani 1 1 d . . . . .
H32 H 0.5154 0.0261 -0.2291 0.069 Uiso 1 1 calc R . . . .
C33 C 0.5719(2) 0.1014(3) -0.13817(19) 0.0394(9) Uani 1 1 d . . . . .
H33 H 0.5295 0.1468 -0.1313 0.047 Uiso 1 1 calc R . . . .
H14A H 0.596(2) 0.747(2) 0.146(2) 0.058(14) Uiso 1 1 d D . . . .
H13A H 0.8343(18) 0.146(3) 0.1529(17) 0.050(12) Uiso 1 1 d D . . . .
H13B H 0.821(2) 0.229(3) 0.099(2) 0.052(13) Uiso 1 1 d D . . . .
H14B H 0.568(3) 0.664(4) 0.1933(14) 0.11(2) Uiso 1 1 d D . . . .
H15A H 0.823(2) 0.389(3) 0.2505(11) 0.063(14) Uiso 1 1 d D . . . .
H15B H 0.800(3) 0.455(2) 0.186(3) 0.089(18) 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
Eu1 Eu1 4.0111(4) 3_665 ?
Eu1 Eu2 3.8731(3) . ?
Eu1 N1 2.809(2) . ?
Eu1 O1 2.501(2) . ?
Eu1 O3 2.3981(19) . ?
Eu1 O3 2.455(2) 3_665 ?
Eu1 O5 2.4660(19) . ?
Eu1 O8 2.402(2) 2_655 ?
Eu1 O11 2.582(2) . ?
Eu1 O12 2.419(2) 3_665 ?
Eu1 O14 2.458(2) . ?
Eu1 C4 3.241(3) 3_665 ?
Eu2 N2 2.650(2) . ?
Eu2 N3 2.738(2) . ?
Eu2 O1 2.4773(19) . ?
Eu2 O5 2.4730(19) . ?
Eu2 O7 2.411(2) . ?
Eu2 O9 2.387(2) . ?
Eu2 O11 2.4974(19) . ?
Eu2 O13 2.415(2) . ?
Eu2 O15 2.473(2) . ?
Eu2 H13B 2.77(4) . ?
N1 C2 1.464(4) . ?
N1 C3 1.478(4) . ?
N1 C5 1.508(4) . ?
N2 C13 1.474(4) . ?
N2 C14 1.475(4) . ?
N2 C16 1.494(4) . ?
N3 C24 1.464(4) . ?
N3 C25 1.471(4) . ?
N3 C27 1.497(4) . ?
O1 C1 1.286(3) . ?
O2 C1 1.234(4) . ?
O3 Eu1 2.455(2) 3_665 ?
O3 C4 1.306(3) . ?
O4 C4 1.219(3) . ?
O5 C15 1.288(3) . ?
O6 C15 1.228(3) . ?
O7 C12 1.248(3) . ?
O8 Eu1 2.402(2) 2_645 ?
O8 C12 1.258(3) . ?
O9 C23 1.269(4) . ?
O10 C23 1.239(4) . ?
O11 C26 1.278(3) . ?
O12 Eu1 2.419(2) 3_665 ?
O12 C26 1.235(3) . ?
O13 H13A 0.897(18) . ?
O13 H13B 0.873(18) . ?
O14 H14A 0.898(18) . ?
O14 H14B 0.906(19) . ?
O15 H15A 0.892(18) . ?
O15 H15B 0.881(19) . ?
C1 C2 1.513(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.510(4) . ?
C4 Eu1 3.241(3) 3_665 ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.508(5) . ?
C6 C7 1.384(5) . ?
C6 C11 1.385(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.400(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.370(10) . ?
C9 H9 0.9300 . ?
C9 C10 1.360(10) . ?
C10 H10 0.9300 . ?
C10 C11 1.370(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.514(4) . ?
C13 H13C 0.9700 . ?
C13 H13D 0.9700 . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 C15 1.517(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.515(5) . ?
C17 C18 1.381(5) . ?
C17 C22 1.393(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.367(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.372(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.371(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.516(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.522(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.510(4) . ?
C28 C29 1.385(5) . ?
C28 C33 1.381(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.378(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.368(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.362(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.392(5) . ?
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
Eu2 Eu1 Eu1 107.725(6) . 3_665 ?
N1 Eu1 Eu1 97.55(5) . 3_665 ?
N1 Eu1 Eu2 99.64(5) . . ?
N1 Eu1 C4 150.06(7) . 3_665 ?
O1 Eu1 Eu1 113.04(4) . 3_665 ?
O1 Eu1 Eu2 38.70(4) . . ?
O1 Eu1 N1 61.02(7) . . ?
O1 Eu1 O11 64.07(6) . . ?
O1 Eu1 C4 131.60(7) . 3_665 ?
O3 Eu1 Eu1 34.73(5) . 3_665 ?
O3 Eu1 Eu1 33.81(5) 3_665 3_665 ?
O3 Eu1 Eu2 108.83(5) 3_665 . ?
O3 Eu1 Eu2 100.30(5) . . ?
O3 Eu1 N1 128.81(7) 3_665 . ?
O3 Eu1 N1 65.05(7) . . ?
O3 Eu1 O1 135.17(6) 3_665 . ?
O3 Eu1 O1 85.90(6) . . ?
O3 Eu1 O3 68.53(8) . 3_665 ?
O3 Eu1 O5 134.04(7) . . ?
O3 Eu1 O5 101.35(7) 3_665 . ?
O3 Eu1 O8 134.02(7) . 2_655 ?
O3 Eu1 O11 73.05(6) 3_665 . ?
O3 Eu1 O11 72.04(6) . . ?
O3 Eu1 O12 73.98(7) . 3_665 ?
O3 Eu1 O14 76.60(7) 3_665 . ?
O3 Eu1 O14 135.32(7) . . ?
O3 Eu1 C4 87.32(7) . 3_665 ?
O3 Eu1 C4 21.31(7) 3_665 3_665 ?
O5 Eu1 Eu1 122.42(5) . 3_665 ?
O5 Eu1 Eu2 38.42(4) . . ?
O5 Eu1 N1 126.22(7) . . ?
O5 Eu1 O1 70.28(6) . . ?
O5 Eu1 O11 62.30(6) . . ?
O5 Eu1 C4 80.98(7) . 3_665 ?
O8 Eu1 Eu1 160.27(5) 2_655 3_665 ?
O8 Eu1 Eu2 89.24(6) 2_655 . ?
O8 Eu1 N1 69.02(7) 2_655 . ?
O8 Eu1 O1 73.95(7) 2_655 . ?
O8 Eu1 O3 149.22(7) 2_655 3_665 ?
O8 Eu1 O5 77.15(7) 2_655 . ?
O8 Eu1 O11 128.75(7) 2_655 . ?
O8 Eu1 O12 92.25(7) 2_655 3_665 ?
O8 Eu1 O14 72.95(8) 2_655 . ?
O8 Eu1 C4 136.59(7) 2_655 3_665 ?
O11 Eu1 Eu1 68.73(4) . 3_665 ?
O11 Eu1 Eu2 39.51(4) . . ?
O11 Eu1 N1 110.54(7) . . ?
O11 Eu1 C4 68.26(7) . 3_665 ?
O12 Eu1 Eu1 69.74(5) 3_665 3_665 ?
O12 Eu1 Eu2 173.24(5) 3_665 . ?
O12 Eu1 N1 74.80(7) 3_665 . ?
O12 Eu1 O1 135.81(7) 3_665 . ?
O12 Eu1 O3 72.77(7) 3_665 3_665 ?
O12 Eu1 O5 148.28(7) 3_665 . ?
O12 Eu1 O11 138.46(6) 3_665 . ?
O12 Eu1 O14 69.53(7) 3_665 . ?
O12 Eu1 C4 87.09(7) 3_665 3_665 ?
O14 Eu1 Eu1 106.45(5) . 3_665 ?
O14 Eu1 Eu2 117.18(5) . . ?
O14 Eu1 N1 125.76(8) . . ?
O14 Eu1 O1 138.66(7) . . ?
O14 Eu1 O5 78.77(7) . . ?
O14 Eu1 O11 123.35(7) . . ?
O14 Eu1 C4 66.24(8) . 3_665 ?
C4 Eu1 Eu1 53.25(5) 3_665 3_665 ?
C4 Eu1 Eu2 96.35(5) 3_665 . ?
Eu1 Eu2 H13B 103.3(6) . . ?
N2 Eu2 Eu1 98.33(5) . . ?
N2 Eu2 N3 123.62(7) . . ?
N2 Eu2 H13B 148.9(8) . . ?
N3 Eu2 Eu1 92.05(5) . . ?
N3 Eu2 H13B 78.0(8) . . ?
O1 Eu2 Eu1 39.14(5) . . ?
O1 Eu2 N2 134.99(7) . . ?
O1 Eu2 N3 81.24(7) . . ?
O1 Eu2 O11 65.66(6) . . ?
O1 Eu2 H13B 64.3(6) . . ?
O5 Eu2 Eu1 38.29(5) . . ?
O5 Eu2 N2 64.47(7) . . ?
O5 Eu2 N3 125.00(7) . . ?
O5 Eu2 O1 70.55(6) . . ?
O5 Eu2 O11 63.43(6) . . ?
O5 Eu2 O15 71.24(8) . . ?
O5 Eu2 H13B 124.7(6) . . ?
O7 Eu2 Eu1 140.60(5) . . ?
O7 Eu2 N2 63.85(7) . . ?
O7 Eu2 N3 127.29(7) . . ?
O7 Eu2 O1 133.99(7) . . ?
O7 Eu2 O5 105.65(7) . . ?
O7 Eu2 O11 155.52(7) . . ?
O7 Eu2 O13 76.93(7) . . ?
O7 Eu2 O15 67.09(8) . . ?
O7 Eu2 H13B 85.4(8) . . ?
O9 Eu2 Eu1 138.38(6) . . ?
O9 Eu2 N2 74.47(7) . . ?
O9 Eu2 N3 62.16(7) . . ?
O9 Eu2 O1 143.24(7) . . ?
O9 Eu2 O5 132.95(8) . . ?
O9 Eu2 O7 73.58(7) . . ?
O9 Eu2 O11 97.46(7) . . ?
O9 Eu2 O13 84.99(8) . . ?
O9 Eu2 O15 138.91(8) . . ?
O9 Eu2 H13B 102.3(6) . . ?
O11 Eu2 Eu1 41.14(5) . . ?
O11 Eu2 N2 91.94(7) . . ?
O11 Eu2 N3 62.05(7) . . ?
O11 Eu2 H13B 119.0(8) . . ?
O13 Eu2 Eu1 119.60(6) . . ?
O13 Eu2 N2 139.35(7) . . ?
O13 Eu2 N3 72.31(7) . . ?
O13 Eu2 O1 80.50(7) . . ?
O13 Eu2 O5 141.71(8) . . ?
O13 Eu2 O11 125.79(7) . . ?
O13 Eu2 O15 75.22(8) . . ?
O13 Eu2 H13B 17.7(5) . . ?
O15 Eu2 Eu1 82.25(6) . . ?
O15 Eu2 N2 97.74(8) . . ?
O15 Eu2 N3 138.62(8) . . ?
O15 Eu2 O1 68.61(7) . . ?
O15 Eu2 O11 123.38(7) . . ?
O15 Eu2 H13B 63.8(8) . . ?
C2 N1 Eu1 107.92(17) . . ?
C2 N1 C3 109.2(2) . . ?
C2 N1 C5 111.3(2) . . ?
C3 N1 Eu1 106.06(16) . . ?
C3 N1 C5 111.1(2) . . ?
C5 N1 Eu1 111.11(17) . . ?
C13 N2 Eu2 109.12(17) . . ?
C13 N2 C14 109.1(2) . . ?
C13 N2 C16 111.7(2) . . ?
C14 N2 Eu2 103.00(16) . . ?
C14 N2 C16 111.6(2) . . ?
C16 N2 Eu2 112.02(18) . . ?
C24 N3 Eu2 105.63(17) . . ?
C24 N3 C25 109.7(2) . . ?
C24 N3 C27 112.5(2) . . ?
C25 N3 Eu2 105.70(16) . . ?
C25 N3 C27 110.7(2) . . ?
C27 N3 Eu2 112.34(17) . . ?
Eu2 O1 Eu1 102.16(7) . . ?
C1 O1 Eu1 125.19(18) . . ?
C1 O1 Eu2 128.10(18) . . ?
Eu1 O3 Eu1 111.47(8) . 3_665 ?
C4 O3 Eu1 124.88(18) . . ?
C4 O3 Eu1 115.59(17) . 3_665 ?
Eu1 O5 Eu2 103.29(7) . . ?
C15 O5 Eu1 134.53(18) . . ?
C15 O5 Eu2 121.72(17) . . ?
C12 O7 Eu2 125.84(19) . . ?
C12 O8 Eu1 145.8(2) . 2_645 ?
C23 O9 Eu2 125.9(2) . . ?
Eu2 O11 Eu1 99.35(7) . . ?
C26 O11 Eu1 129.64(17) . . ?
C26 O11 Eu2 125.12(18) . . ?
C26 O12 Eu1 136.00(19) . 3_665 ?
Eu2 O13 H13A 119(2) . . ?
Eu2 O13 H13B 105(3) . . ?
H13A O13 H13B 105(4) . . ?
Eu1 O14 H14A 114(3) . . ?
Eu1 O14 H14B 112(3) . . ?
H14A O14 H14B 110(4) . . ?
Eu2 O15 H15A 119(3) . . ?
Eu2 O15 H15B 117(3) . . ?
H15A O15 H15B 110(4) . . ?
O1 C1 C2 118.3(3) . . ?
O2 C1 O1 124.3(3) . . ?
O2 C1 C2 117.4(3) . . ?
N1 C2 C1 111.7(2) . . ?
N1 C2 H2A 109.3 . . ?
N1 C2 H2B 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
N1 C3 H3A 109.3 . . ?
N1 C3 H3B 109.3 . . ?
N1 C3 C4 111.7(2) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
O3 C4 Eu1 43.10(13) . 3_665 ?
O3 C4 C3 115.0(2) . . ?
O4 C4 Eu1 80.55(19) . 3_665 ?
O4 C4 O3 123.7(3) . . ?
O4 C4 C3 121.3(3) . . ?
C3 C4 Eu1 158.08(19) . 3_665 ?
N1 C5 H5A 108.0 . . ?
N1 C5 H5B 108.0 . . ?
N1 C5 C6 117.1(3) . . ?
H5A C5 H5B 107.3 . . ?
C6 C5 H5A 108.0 . . ?
C6 C5 H5B 108.0 . . ?
C7 C6 C5 120.9(4) . . ?
C7 C6 C11 117.8(4) . . ?
C11 C6 C5 121.1(4) . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.5(6) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.8(6) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.8(6) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.7(7) . . ?
C11 C10 H10 119.7 . . ?
C6 C11 H11 119.3 . . ?
C10 C11 C6 121.3(6) . . ?
C10 C11 H11 119.3 . . ?
O7 C12 O8 126.1(3) . . ?
O7 C12 C13 117.7(3) . . ?
O8 C12 C13 116.2(3) . . ?
N2 C13 C12 111.3(2) . . ?
N2 C13 H13C 109.4 . . ?
N2 C13 H13D 109.4 . . ?
C12 C13 H13C 109.4 . . ?
C12 C13 H13D 109.4 . . ?
H13C C13 H13D 108.0 . . ?
N2 C14 H14C 109.2 . . ?
N2 C14 H14D 109.2 . . ?
N2 C14 C15 111.9(2) . . ?
H14C C14 H14D 107.9 . . ?
C15 C14 H14C 109.2 . . ?
C15 C14 H14D 109.2 . . ?
O5 C15 C14 114.9(2) . . ?
O6 C15 O5 125.6(3) . . ?
O6 C15 C14 119.4(3) . . ?
N2 C16 H16A 108.7 . . ?
N2 C16 H16B 108.7 . . ?
N2 C16 C17 114.3(3) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C18 C17 C16 121.1(3) . . ?
C18 C17 C22 117.8(4) . . ?
C22 C17 C16 121.0(3) . . ?
C17 C18 H18 119.3 . . ?
C17 C18 C19 121.3(4) . . ?
C19 C18 H18 119.3 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.6(5) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.1(5) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(5) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 H22 119.6 . . ?
C21 C22 C17 120.8(4) . . ?
C21 C22 H22 119.6 . . ?
O9 C23 C24 116.7(3) . . ?
O10 C23 O9 125.3(3) . . ?
O10 C23 C24 118.0(3) . . ?
N3 C24 C23 111.1(2) . . ?
N3 C24 H24A 109.4 . . ?
N3 C24 H24B 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
N3 C25 H25A 109.4 . . ?
N3 C25 H25B 109.4 . . ?
N3 C25 C26 111.0(2) . . ?
H25A C25 H25B 108.0 . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
O11 C26 C25 115.6(2) . . ?
O12 C26 O11 126.2(3) . . ?
O12 C26 C25 118.3(3) . . ?
N3 C27 H27A 108.2 . . ?
N3 C27 H27B 108.2 . . ?
N3 C27 C28 116.3(2) . . ?
H27A C27 H27B 107.4 . . ?
C28 C27 H27A 108.2 . . ?
C28 C27 H27B 108.2 . . ?
C29 C28 C27 119.6(3) . . ?
C33 C28 C27 122.1(3) . . ?
C33 C28 C29 118.3(3) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 C28 121.0(4) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 120.1 . . ?
C31 C30 C29 119.7(4) . . ?
C31 C30 H30 120.1 . . ?
C30 C31 H31 119.7 . . ?
C32 C31 C30 120.5(4) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 H32 120.1 . . ?
C31 C32 C33 119.9(4) . . ?
C33 C32 H32 120.1 . . ?
C28 C33 C32 120.5(4) . . ?
C28 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?

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
Eu1 N1 C2 C1 39.0(3) . . . . ?
Eu1 N1 C3 C4 36.0(3) . . . . ?
Eu1 N1 C5 C6 173.2(2) . . . . ?
Eu1 O1 C1 O2 163.5(3) . . . . ?
Eu1 O1 C1 C2 -15.5(4) . . . . ?
Eu1 O3 C4 Eu1 -145.9(2) . . . 3_665 ?
Eu1 O3 C4 O4 -146.1(2) . . . . ?
Eu1 O3 C4 O4 -0.2(4) 3_665 . . . ?
Eu1 O3 C4 C3 35.8(3) . . . . ?
Eu1 O3 C4 C3 -178.29(18) 3_665 . . . ?
Eu1 O5 C15 O6 -12.9(5) . . . . ?
Eu1 O5 C15 C14 167.55(18) . . . . ?
Eu1 O8 C12 O7 -12.1(6) 2_645 . . . ?
Eu1 O8 C12 C13 166.5(3) 2_645 . . . ?
Eu1 O11 C26 O12 -39.0(4) . . . . ?
Eu1 O11 C26 C25 142.3(2) . . . . ?
Eu1 O12 C26 O11 42.6(4) 3_665 . . . ?
Eu1 O12 C26 C25 -138.7(2) 3_665 . . . ?
Eu2 N2 C13 C12 35.7(3) . . . . ?
Eu2 N2 C14 C15 52.1(2) . . . . ?
Eu2 N2 C16 C17 -173.8(2) . . . . ?
Eu2 N3 C24 C23 40.9(3) . . . . ?
Eu2 N3 C25 C26 47.8(2) . . . . ?
Eu2 N3 C27 C28 165.1(2) . . . . ?
Eu2 O1 C1 O2 11.8(5) . . . . ?
Eu2 O1 C1 C2 -167.16(18) . . . . ?
Eu2 O5 C15 O6 176.3(2) . . . . ?
Eu2 O5 C15 C14 -3.2(3) . . . . ?
Eu2 O7 C12 O8 169.9(2) . . . . ?
Eu2 O7 C12 C13 -8.7(4) . . . . ?
Eu2 O9 C23 O10 159.5(3) . . . . ?
Eu2 O9 C23 C24 -17.8(4) . . . . ?
Eu2 O11 C26 O12 173.7(2) . . . . ?
Eu2 O11 C26 C25 -5.0(3) . . . . ?
N1 C3 C4 Eu1 -52.2(6) . . . 3_665 ?
N1 C3 C4 O3 -49.0(3) . . . . ?
N1 C3 C4 O4 132.8(3) . . . . ?
N1 C5 C6 C7 91.8(4) . . . . ?
N1 C5 C6 C11 -92.0(4) . . . . ?
N2 C14 C15 O5 -36.9(3) . . . . ?
N2 C14 C15 O6 143.5(3) . . . . ?
N2 C16 C17 C18 93.0(4) . . . . ?
N2 C16 C17 C22 -83.6(4) . . . . ?
N3 C25 C26 O11 -32.9(3) . . . . ?
N3 C25 C26 O12 148.3(3) . . . . ?
N3 C27 C28 C29 -97.1(4) . . . . ?
N3 C27 C28 C33 84.7(4) . . . . ?
O1 C1 C2 N1 -20.6(4) . . . . ?
O2 C1 C2 N1 160.4(3) . . . . ?
O7 C12 C13 N2 -21.4(4) . . . . ?
O8 C12 C13 N2 159.8(3) . . . . ?
O9 C23 C24 N3 -21.5(4) . . . . ?
O10 C23 C24 N3 161.0(3) . . . . ?
C2 N1 C3 C4 152.1(2) . . . . ?
C2 N1 C5 C6 52.9(4) . . . . ?
C3 N1 C2 C1 -75.9(3) . . . . ?
C3 N1 C5 C6 -69.0(4) . . . . ?
C5 N1 C2 C1 161.1(3) . . . . ?
C5 N1 C3 C4 -84.8(3) . . . . ?
C5 C6 C7 C8 175.9(4) . . . . ?
C5 C6 C11 C10 -175.3(4) . . . . ?
C6 C7 C8 C9 -1.2(8) . . . . ?
C7 C6 C11 C10 0.9(6) . . . . ?
C7 C8 C9 C10 2.3(9) . . . . ?
C8 C9 C10 C11 -1.8(10) . . . . ?
C9 C10 C11 C6 0.1(8) . . . . ?
C11 C6 C7 C8 -0.4(6) . . . . ?
C13 N2 C14 C15 167.9(2) . . . . ?
C13 N2 C16 C17 63.5(3) . . . . ?
C14 N2 C13 C12 -76.1(3) . . . . ?
C14 N2 C16 C17 -58.9(3) . . . . ?
C16 N2 C13 C12 160.1(3) . . . . ?
C16 N2 C14 C15 -68.3(3) . . . . ?
C16 C17 C18 C19 -175.1(4) . . . . ?
C16 C17 C22 C21 175.5(4) . . . . ?
C17 C18 C19 C20 -0.5(8) . . . . ?
C18 C17 C22 C21 -1.2(6) . . . . ?
C18 C19 C20 C21 -1.1(9) . . . . ?
C19 C20 C21 C22 1.5(9) . . . . ?
C20 C21 C22 C17 -0.3(8) . . . . ?
C22 C17 C18 C19 1.6(7) . . . . ?
C24 N3 C25 C26 161.3(2) . . . . ?
C24 N3 C27 C28 46.1(4) . . . . ?
C25 N3 C24 C23 -72.6(3) . . . . ?
C25 N3 C27 C28 -77.0(3) . . . . ?
C27 N3 C24 C23 163.8(2) . . . . ?
C27 N3 C25 C26 -74.0(3) . . . . ?
C27 C28 C29 C30 -178.3(3) . . . . ?
C27 C28 C33 C32 179.4(3) . . . . ?
C28 C29 C30 C31 -1.9(6) . . . . ?
C29 C28 C33 C32 1.2(6) . . . . ?
C29 C30 C31 C32 2.6(7) . . . . ?
C30 C31 C32 C33 -1.4(7) . . . . ?
C31 C32 C33 C28 -0.5(6) . . . . ?
C33 C28 C29 C30 0.0(5) . . . . ?

_olex2_computing_structure_solution_long 'ShelXS (Sheldrick, 2008)'
_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_gdbida2_0m
_audit_block_doi                 10.5517/cc1j0t2f
_database_code_depnum_ccdc_archive 'CCDC 1400954'
_audit_update_record             
;
2016-01-29 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;
_audit_creation_date             2015-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C33 H39 Gd2 N3 O15'
_chemical_formula_sum            'C33 H39 Gd2 N3 O15'
_chemical_formula_weight         1032.17
_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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.9150(18)
_cell_length_b                   12.1431(13)
_cell_length_c                   18.533(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.1347(17)
_cell_angle_gamma                90
_cell_volume                     3758.4(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3851
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.072
_cell_measurement_theta_min      2.426
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.571
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'according to the Bruker software'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2024
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            60660
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.210
_diffrn_reflns_theta_min         1.515
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.937
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and scans'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9833
_reflns_number_total             12458
_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       ?
_computing_data_collection       'Brueker software'
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.403
_refine_diff_density_min         -1.740
_refine_diff_density_rms         0.178
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         12458
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.030
_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)+(0.0561P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.0997
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O4(H4A,H4B), O9(H9A,H9B), O15(H15A,H15B)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C12(H12A,H12B), C15(H15C,H15D),
 C16(H16A,H16B), C24(H24A,H24B), C25(H25A,H25B), C27(H27A,H27B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10), C9(H9), C8(H8), C7(H7), C22(H22), C21(H21), C20(H20),
 C19(H19), C18(H18), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
2.d Fitted hexagon refined as free rotating group:
 C6(C11,C10,C9,C8,C7), C17(C22,C21,C20,C19,C18), C28(C29,C30,C31,C32,C33)
;
_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
Gd1 Gd 0.60089(2) 0.46249(2) 0.06719(2) 0.01694(5) Uani 1 1 d . . . . .
Gd2 Gd 0.68488(2) 0.73079(2) 0.16132(2) 0.01800(5) Uani 1 1 d . . . . .
N1 N 0.62553(17) 0.8540(2) 0.04138(15) 0.0205(5) Uani 1 1 d . . . . .
N2 N 0.70080(17) 0.4422(2) -0.03871(15) 0.0200(5) Uani 1 1 d . . . . .
N3 N 0.61657(16) 0.7186(2) 0.27953(15) 0.0200(5) Uani 1 1 d . . . . .
O1 O 0.63968(18) 0.9120(2) 0.18152(14) 0.0313(6) Uani 1 1 d . . . . .
O2 O 0.56133(14) 0.66456(18) 0.08173(12) 0.0220(5) Uani 1 1 d . . . . .
O3 O 0.54528(14) 0.53082(18) -0.05152(13) 0.0207(5) Uani 1 1 d . . . . .
O4 O 0.79630(15) 0.8203(2) 0.12039(14) 0.0296(6) Uani 1 1 d . . . . .
H4A H 0.8274 0.8526 0.1572 0.044 Uiso 1 1 d GR . . . .
H4B H 0.7800 0.8716 0.0874 0.044 Uiso 1 1 d GR . . . .
O5 O 0.44790(14) 0.69584(19) 0.00438(13) 0.0240(5) Uani 1 1 d . . . . .
O6 O 0.53712(18) 0.5058(3) -0.17096(15) 0.0394(7) Uani 1 1 d . . . . .
O7 O 0.70916(14) 0.60115(18) 0.06517(12) 0.0210(5) Uani 1 1 d . . . . .
O8 O 0.77694(15) 0.8712(2) 0.38381(13) 0.0299(6) Uani 1 1 d . . . . .
O9 O 0.80098(16) 0.6109(2) 0.20365(14) 0.0332(6) Uani 1 1 d . . . . .
H9A H 0.7888 0.5415 0.1948 0.050 Uiso 1 1 d GR . . . .
H9B H 0.8164 0.6185 0.2508 0.050 Uiso 1 1 d GR . . . .
O10 O 0.63608(15) 0.54685(18) 0.18845(13) 0.0222(5) Uani 1 1 d . . . . .
O11 O 0.83446(18) 0.6431(3) 0.05292(17) 0.0480(8) Uani 1 1 d . . . . .
O12 O 0.63787(19) 1.0917(2) 0.15658(15) 0.0373(7) Uani 1 1 d . . . . .
O13 O 0.76435(15) 0.7936(2) 0.27278(14) 0.0266(5) Uani 1 1 d . . . . .
O14 O 0.60669(15) 0.4277(2) 0.27256(13) 0.0272(5) Uani 1 1 d . . . . .
O15 O 0.56645(16) 0.3135(2) 0.14610(14) 0.0277(5) Uani 1 1 d . . . . .
H15A H 0.5141 0.3109 0.1465 0.041 Uiso 1 1 d GR . . . .
H15B H 0.5904 0.3230 0.1918 0.041 Uiso 1 1 d GR . . . .
C1 C 0.6409(2) 0.9928(3) 0.1386(2) 0.0264(7) Uani 1 1 d . . . . .
C2 C 0.6498(2) 0.9676(3) 0.0604(2) 0.0258(7) Uani 1 1 d . . . . .
H2A H 0.6169 1.0180 0.0278 0.031 Uiso 1 1 calc R . . . .
H2B H 0.7051 0.9782 0.0540 0.031 Uiso 1 1 calc R . . . .
C3 C 0.5375(2) 0.8448(3) 0.03328(19) 0.0228(7) Uani 1 1 d . . . . .
H3A H 0.5135 0.8736 -0.0139 0.027 Uiso 1 1 calc R . . . .
H3B H 0.5181 0.8881 0.0708 0.027 Uiso 1 1 calc R . . . .
C4 C 0.5130(2) 0.7254(2) 0.03966(17) 0.0186(6) Uani 1 1 d . . . . .
C5 C 0.6548(2) 0.8153(3) -0.02597(19) 0.0253(7) Uani 1 1 d . . . . .
H5A H 0.6279 0.7466 -0.0411 0.030 Uiso 1 1 calc R . . . .
H5B H 0.7115 0.7993 -0.0136 0.030 Uiso 1 1 calc R . . . .
C6 C 0.64307(15) 0.8935(2) -0.09083(12) 0.0265(7) Uani 1 1 d . . . . .
C11 C 0.70688(13) 0.9600(2) -0.10210(15) 0.0385(9) Uani 1 1 d G . . . .
H11 H 0.7550 0.9565 -0.0700 0.046 Uiso 1 1 calc R . . . .
C10 C 0.69871(18) 1.0316(2) -0.16131(17) 0.0548(14) Uani 1 1 d G . . . .
H10 H 0.7414 1.0761 -0.1689 0.066 Uiso 1 1 calc R . . . .
C9 C 0.6267(2) 1.0368(3) -0.20924(15) 0.0618(15) Uani 1 1 d G . . . .
H9 H 0.6213 1.0848 -0.2489 0.074 Uiso 1 1 calc R . . . .
C8 C 0.56291(17) 0.9703(3) -0.19797(15) 0.0595(15) Uani 1 1 d G . . . .
H8 H 0.5148 0.9738 -0.2300 0.071 Uiso 1 1 calc R . . . .
C7 C 0.57108(13) 0.8987(2) -0.13876(15) 0.0415(10) Uani 1 1 d G . . . .
H7 H 0.5284 0.8542 -0.1312 0.050 Uiso 1 1 calc R . . . .
C12 C 0.6669(2) 0.5153(3) -0.09924(18) 0.0228(7) Uani 1 1 d . . . . .
H12A H 0.6845 0.4908 -0.1439 0.027 Uiso 1 1 calc R . . . .
H12B H 0.6867 0.5895 -0.0890 0.027 Uiso 1 1 calc R . . . .
C13 C 0.5764(2) 0.5160(3) -0.11003(19) 0.0219(7) Uani 1 1 d . . . . .
C14 C 0.7755(2) 0.5837(3) 0.04058(18) 0.0238(7) Uani 1 1 d . . . . .
C15 C 0.7804(2) 0.4828(3) -0.00638(19) 0.0229(7) Uani 1 1 d . . . . .
H15C H 0.8106 0.5008 -0.0452 0.027 Uiso 1 1 calc R . . . .
H15D H 0.8090 0.4251 0.0232 0.027 Uiso 1 1 calc R . . . .
C16 C 0.7049(2) 0.3250(3) -0.0637(2) 0.0282(7) Uani 1 1 d . . . . .
H16A H 0.6520 0.3038 -0.0879 0.034 Uiso 1 1 calc R . . . .
H16B H 0.7179 0.2788 -0.0207 0.034 Uiso 1 1 calc R . . . .
C17 C 0.76434(18) 0.2997(2) -0.11495(15) 0.0362(9) Uani 1 1 d . . . . .
C22 C 0.7405(2) 0.3048(3) -0.19019(16) 0.0586(15) Uani 1 1 d G . . . .
H22 H 0.6893 0.3290 -0.2093 0.070 Uiso 1 1 calc R . . . .
C21 C 0.7933(3) 0.2737(3) -0.23687(16) 0.095(3) Uani 1 1 d G . . . .
H21 H 0.7774 0.2770 -0.2872 0.114 Uiso 1 1 calc R . . . .
C20 C 0.8698(3) 0.2375(3) -0.2083(3) 0.114(4) Uani 1 1 d G . . . .
H20 H 0.9051 0.2167 -0.2395 0.137 Uiso 1 1 calc R . . . .
C19 C 0.89364(18) 0.2325(3) -0.1331(3) 0.099(3) Uani 1 1 d G . . . .
H19 H 0.9449 0.2083 -0.1139 0.118 Uiso 1 1 calc R . . . .
C18 C 0.8409(2) 0.2636(3) -0.08638(19) 0.0628(16) Uani 1 1 d G . . . .
H18 H 0.8568 0.2602 -0.0360 0.075 Uiso 1 1 calc R . . . .
C23 C 0.7382(2) 0.8242(3) 0.32900(18) 0.0208(6) Uani 1 1 d . . . . .
C24 C 0.6494(2) 0.8046(3) 0.33110(18) 0.0235(7) Uani 1 1 d . . . . .
H24A H 0.6425 0.7833 0.3801 0.028 Uiso 1 1 calc R . . . .
H24B H 0.6202 0.8726 0.3191 0.028 Uiso 1 1 calc R . . . .
C25 C 0.6439(2) 0.6103(3) 0.31053(17) 0.0228(7) Uani 1 1 d . . . . .
H25A H 0.6168 0.5937 0.3516 0.027 Uiso 1 1 calc R . . . .
H25B H 0.7009 0.6132 0.3283 0.027 Uiso 1 1 calc R . . . .
C26 C 0.6265(2) 0.5196(3) 0.25333(18) 0.0202(6) Uani 1 1 d . . . . .
C27 C 0.5274(2) 0.7244(3) 0.2620(2) 0.0289(8) Uani 1 1 d . . . . .
H27A H 0.5092 0.6696 0.2250 0.035 Uiso 1 1 calc R . . . .
H27B H 0.5126 0.7962 0.2412 0.035 Uiso 1 1 calc R . . . .
C28 C 0.48433(17) 0.7062(2) 0.32659(14) 0.0348(9) Uani 1 1 d . . . . .
C29 C 0.4595(2) 0.6008(2) 0.34179(18) 0.0534(13) Uani 1 1 d G . . . .
H29 H 0.4657 0.5430 0.3102 0.064 Uiso 1 1 calc R . . . .
C30 C 0.4254(2) 0.5818(3) 0.4041(2) 0.079(2) Uani 1 1 d G . . . .
H30 H 0.4088 0.5113 0.4143 0.095 Uiso 1 1 calc R . . . .
C31 C 0.4162(3) 0.6682(4) 0.45130(18) 0.087(2) Uani 1 1 d G . . . .
H31 H 0.3934 0.6555 0.4930 0.104 Uiso 1 1 calc R . . . .
C32 C 0.4410(2) 0.7736(3) 0.43610(19) 0.075(2) Uani 1 1 d G . . . .
H32 H 0.4349 0.8314 0.4676 0.090 Uiso 1 1 calc R . . . .
C33 C 0.4751(2) 0.7926(2) 0.37375(19) 0.0489(12) Uani 1 1 d G . . . .
H33 H 0.4917 0.8632 0.3636 0.059 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 Gd1 3.9979(4) 3_665 ?
Gd1 Gd2 3.8587(4) . ?
Gd1 N2 2.797(3) . ?
Gd1 O2 2.569(2) . ?
Gd1 O3 2.445(2) 3_665 ?
Gd1 O3 2.399(2) . ?
Gd1 O5 2.406(2) 3_665 ?
Gd1 O7 2.492(2) . ?
Gd1 O8 2.393(2) 2_645 ?
Gd1 O10 2.456(2) . ?
Gd1 O15 2.454(2) . ?
Gd2 N1 2.735(3) . ?
Gd2 N3 2.638(3) . ?
Gd2 O1 2.378(2) . ?
Gd2 O2 2.492(2) . ?
Gd2 O4 2.401(3) . ?
Gd2 O7 2.461(2) . ?
Gd2 O9 2.470(3) . ?
Gd2 O10 2.461(2) . ?
Gd2 O13 2.403(2) . ?
N1 C2 1.466(4) . ?
N1 C3 1.477(4) . ?
N1 C5 1.490(4) . ?
N2 C12 1.474(4) . ?
N2 C15 1.470(4) . ?
N2 C16 1.501(4) . ?
N3 C24 1.465(4) . ?
N3 C25 1.478(4) . ?
N3 C27 1.493(5) . ?
O1 C1 1.266(4) . ?
O2 C4 1.273(4) . ?
O3 Gd1 2.445(2) 3_665 ?
O3 C13 1.291(4) . ?
O4 H4A 0.8844 . ?
O4 H4B 0.8852 . ?
O5 Gd1 2.406(2) 3_665 ?
O5 C4 1.241(4) . ?
O6 C13 1.222(4) . ?
O7 C14 1.293(4) . ?
O8 Gd1 2.393(2) 2_655 ?
O8 C23 1.256(4) . ?
O9 H9A 0.8773 . ?
O9 H9B 0.8770 . ?
O10 C26 1.282(4) . ?
O11 C14 1.223(4) . ?
O12 C1 1.249(4) . ?
O13 C23 1.252(4) . ?
O14 C26 1.235(4) . ?
O15 H15A 0.8870 . ?
O15 H15B 0.8861 . ?
C1 C2 1.513(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.517(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.520(4) . ?
C6 C11 1.3900 . ?
C6 C7 1.3900 . ?
C11 H11 0.9300 . ?
C11 C10 1.3900 . ?
C10 H10 0.9300 . ?
C10 C9 1.3900 . ?
C9 H9 0.9300 . ?
C9 C8 1.3900 . ?
C8 H8 0.9300 . ?
C8 C7 1.3900 . ?
C7 H7 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.512(5) . ?
C14 C15 1.512(5) . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.520(4) . ?
C17 C22 1.3900 . ?
C17 C18 1.3900 . ?
C22 H22 0.9300 . ?
C22 C21 1.3900 . ?
C21 H21 0.9300 . ?
C21 C20 1.3900 . ?
C20 H20 0.9300 . ?
C20 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C18 1.3900 . ?
C18 H18 0.9300 . ?
C23 C24 1.526(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.525(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.513(5) . ?
C28 C29 1.3900 . ?
C28 C33 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C30 C31 1.3900 . ?
C31 H31 0.9300 . ?
C31 C32 1.3900 . ?
C32 H32 0.9300 . ?
C32 C33 1.3900 . ?
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
Gd2 Gd1 Gd1 107.812(7) . 3_665 ?
N2 Gd1 Gd1 97.71(6) . 3_665 ?
N2 Gd1 Gd2 99.89(6) . . ?
O2 Gd1 Gd1 68.70(5) . 3_665 ?
O2 Gd1 Gd2 39.59(5) . . ?
O2 Gd1 N2 110.76(8) . . ?
O3 Gd1 Gd1 34.01(5) 3_665 3_665 ?
O3 Gd1 Gd1 34.74(6) . 3_665 ?
O3 Gd1 Gd2 108.57(5) 3_665 . ?
O3 Gd1 Gd2 100.67(5) . . ?
O3 Gd1 N2 129.20(8) 3_665 . ?
O3 Gd1 N2 65.15(8) . . ?
O3 Gd1 O2 72.25(7) . . ?
O3 Gd1 O2 72.86(7) 3_665 . ?
O3 Gd1 O3 68.76(9) . 3_665 ?
O3 Gd1 O5 73.78(8) . 3_665 ?
O3 Gd1 O7 135.03(7) 3_665 . ?
O3 Gd1 O7 86.25(8) . . ?
O3 Gd1 O10 100.87(8) 3_665 . ?
O3 Gd1 O10 134.25(8) . . ?
O3 Gd1 O15 76.35(8) 3_665 . ?
O3 Gd1 O15 134.90(8) . . ?
O5 Gd1 Gd1 69.78(6) 3_665 3_665 ?
O5 Gd1 Gd2 173.39(6) 3_665 . ?
O5 Gd1 N2 74.64(8) 3_665 . ?
O5 Gd1 O2 138.49(7) 3_665 . ?
O5 Gd1 O3 73.09(8) 3_665 3_665 ?
O5 Gd1 O7 136.06(8) 3_665 . ?
O5 Gd1 O10 148.21(8) 3_665 . ?
O5 Gd1 O15 69.29(8) 3_665 . ?
O7 Gd1 Gd1 113.16(5) . 3_665 ?
O7 Gd1 Gd2 38.53(5) . . ?
O7 Gd1 N2 61.43(8) . . ?
O7 Gd1 O2 63.93(7) . . ?
O8 Gd1 Gd1 160.43(6) 2_645 3_665 ?
O8 Gd1 Gd2 89.18(7) 2_645 . ?
O8 Gd1 N2 69.14(8) 2_645 . ?
O8 Gd1 O2 128.77(8) 2_645 . ?
O8 Gd1 O3 148.93(8) 2_645 3_665 ?
O8 Gd1 O3 134.22(8) 2_645 . ?
O8 Gd1 O5 92.24(9) 2_645 3_665 ?
O8 Gd1 O7 74.12(8) 2_645 . ?
O8 Gd1 O10 77.10(9) 2_645 . ?
O8 Gd1 O15 72.83(9) 2_645 . ?
O10 Gd1 Gd1 122.28(6) . 3_665 ?
O10 Gd1 Gd2 38.34(5) . . ?
O10 Gd1 N2 126.40(8) . . ?
O10 Gd1 O2 62.28(7) . . ?
O10 Gd1 O7 70.12(8) . . ?
O15 Gd1 Gd1 106.22(6) . 3_665 ?
O15 Gd1 Gd2 117.28(6) . . ?
O15 Gd1 N2 125.46(8) . . ?
O15 Gd1 O2 123.46(8) . . ?
O15 Gd1 O7 138.72(8) . . ?
O15 Gd1 O10 78.94(8) . . ?
N1 Gd2 Gd1 91.91(6) . . ?
N3 Gd2 Gd1 98.60(6) . . ?
N3 Gd2 N1 123.58(9) . . ?
O1 Gd2 Gd1 138.40(7) . . ?
O1 Gd2 N1 62.36(8) . . ?
O1 Gd2 N3 74.17(9) . . ?
O1 Gd2 O2 97.55(9) . . ?
O1 Gd2 O4 85.35(9) . . ?
O1 Gd2 O7 143.19(8) . . ?
O1 Gd2 O9 138.97(9) . . ?
O1 Gd2 O10 132.91(9) . . ?
O1 Gd2 O13 73.80(9) . . ?
O2 Gd2 Gd1 41.06(5) . . ?
O2 Gd2 N1 61.99(8) . . ?
O2 Gd2 N3 92.10(8) . . ?
O4 Gd2 Gd1 119.38(6) . . ?
O4 Gd2 N1 72.58(8) . . ?
O4 Gd2 N3 139.22(8) . . ?
O4 Gd2 O2 125.85(8) . . ?
O4 Gd2 O7 80.28(8) . . ?
O4 Gd2 O9 75.09(9) . . ?
O4 Gd2 O10 141.38(9) . . ?
O4 Gd2 O13 76.58(8) . . ?
O7 Gd2 Gd1 39.12(5) . . ?
O7 Gd2 N1 80.99(8) . . ?
O7 Gd2 N3 135.30(8) . . ?
O7 Gd2 O2 65.52(8) . . ?
O7 Gd2 O9 68.74(8) . . ?
O7 Gd2 O10 70.56(8) . . ?
O9 Gd2 Gd1 82.14(6) . . ?
O9 Gd2 N1 138.70(9) . . ?
O9 Gd2 N3 97.71(9) . . ?
O9 Gd2 O2 123.20(8) . . ?
O10 Gd2 Gd1 38.24(5) . . ?
O10 Gd2 N1 124.82(8) . . ?
O10 Gd2 N3 64.78(8) . . ?
O10 Gd2 O2 63.33(8) . . ?
O10 Gd2 O9 71.09(9) . . ?
O13 Gd2 Gd1 140.55(6) . . ?
O13 Gd2 N1 127.45(8) . . ?
O13 Gd2 N3 64.09(8) . . ?
O13 Gd2 O2 155.97(8) . . ?
O13 Gd2 O7 133.69(8) . . ?
O13 Gd2 O9 66.79(9) . . ?
O13 Gd2 O10 105.81(8) . . ?
C2 N1 Gd2 105.50(19) . . ?
C2 N1 C3 109.6(3) . . ?
C2 N1 C5 112.4(3) . . ?
C3 N1 Gd2 105.95(19) . . ?
C3 N1 C5 110.8(3) . . ?
C5 N1 Gd2 112.33(19) . . ?
C12 N2 Gd1 106.00(19) . . ?
C12 N2 C16 111.6(3) . . ?
C15 N2 Gd1 107.52(19) . . ?
C15 N2 C12 109.2(3) . . ?
C15 N2 C16 111.1(3) . . ?
C16 N2 Gd1 111.3(2) . . ?
C24 N3 Gd2 109.3(2) . . ?
C24 N3 C25 108.5(3) . . ?
C24 N3 C27 111.9(3) . . ?
C25 N3 Gd2 102.82(19) . . ?
C25 N3 C27 111.7(3) . . ?
C27 N3 Gd2 112.1(2) . . ?
C1 O1 Gd2 125.5(2) . . ?
Gd2 O2 Gd1 99.34(8) . . ?
C4 O2 Gd1 130.02(19) . . ?
C4 O2 Gd2 124.9(2) . . ?
Gd1 O3 Gd1 111.25(9) . 3_665 ?
C13 O3 Gd1 116.4(2) . 3_665 ?
C13 O3 Gd1 124.7(2) . . ?
Gd2 O4 H4A 110.9 . . ?
Gd2 O4 H4B 111.3 . . ?
H4A O4 H4B 107.6 . . ?
C4 O5 Gd1 136.0(2) . 3_665 ?
Gd2 O7 Gd1 102.35(8) . . ?
C14 O7 Gd1 125.1(2) . . ?
C14 O7 Gd2 127.9(2) . . ?
C23 O8 Gd1 145.7(2) . 2_655 ?
Gd2 O9 H9A 110.8 . . ?
Gd2 O9 H9B 110.5 . . ?
H9A O9 H9B 108.2 . . ?
Gd1 O10 Gd2 103.42(9) . . ?
C26 O10 Gd1 134.6(2) . . ?
C26 O10 Gd2 121.5(2) . . ?
C23 O13 Gd2 125.9(2) . . ?
Gd1 O15 H15A 111.3 . . ?
Gd1 O15 H15B 110.9 . . ?
H15A O15 H15B 107.5 . . ?
O1 C1 C2 117.3(3) . . ?
O12 C1 O1 124.9(4) . . ?
O12 C1 C2 117.7(3) . . ?
N1 C2 C1 110.7(3) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
N1 C3 H3A 109.6 . . ?
N1 C3 H3B 109.6 . . ?
N1 C3 C4 110.4(3) . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
O2 C4 C3 116.5(3) . . ?
O5 C4 O2 125.8(3) . . ?
O5 C4 C3 117.7(3) . . ?
N1 C5 H5A 108.2 . . ?
N1 C5 H5B 108.2 . . ?
N1 C5 C6 116.5(3) . . ?
H5A C5 H5B 107.3 . . ?
C6 C5 H5A 108.2 . . ?
C6 C5 H5B 108.2 . . ?
C11 C6 C5 118.4(2) . . ?
C11 C6 C7 120.0 . . ?
C7 C6 C5 121.6(2) . . ?
C6 C11 H11 120.0 . . ?
C6 C11 C10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C10 H10 120.0 . . ?
C9 C10 C11 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C7 C8 H8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7 120.0 . . ?
N2 C12 H12A 109.3 . . ?
N2 C12 H12B 109.3 . . ?
N2 C12 C13 111.6(3) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
O3 C13 C12 115.4(3) . . ?
O6 C13 O3 123.8(3) . . ?
O6 C13 C12 120.8(3) . . ?
O7 C14 C15 117.8(3) . . ?
O11 C14 O7 124.4(3) . . ?
O11 C14 C15 117.8(3) . . ?
N2 C15 C14 112.0(3) . . ?
N2 C15 H15C 109.2 . . ?
N2 C15 H15D 109.2 . . ?
C14 C15 H15C 109.2 . . ?
C14 C15 H15D 109.2 . . ?
H15C C15 H15D 107.9 . . ?
N2 C16 H16A 108.1 . . ?
N2 C16 H16B 108.1 . . ?
N2 C16 C17 116.9(3) . . ?
H16A C16 H16B 107.3 . . ?
C17 C16 H16A 108.1 . . ?
C17 C16 H16B 108.1 . . ?
C22 C17 C16 120.2(3) . . ?
C22 C17 C18 120.0 . . ?
C18 C17 C16 119.6(3) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 C17 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C21 H21 120.0 . . ?
C22 C21 C20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C20 H20 120.0 . . ?
C21 C20 C19 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C19 C18 H18 120.0 . . ?
O8 C23 C24 116.1(3) . . ?
O13 C23 O8 126.8(3) . . ?
O13 C23 C24 117.1(3) . . ?
N3 C24 C23 111.5(3) . . ?
N3 C24 H24A 109.3 . . ?
N3 C24 H24B 109.3 . . ?
C23 C24 H24A 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
N3 C25 H25A 109.4 . . ?
N3 C25 H25B 109.4 . . ?
N3 C25 C26 111.0(2) . . ?
H25A C25 H25B 108.0 . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
O10 C26 C25 115.3(3) . . ?
O14 C26 O10 125.8(3) . . ?
O14 C26 C25 118.9(3) . . ?
N3 C27 H27A 108.6 . . ?
N3 C27 H27B 108.6 . . ?
N3 C27 C28 114.7(3) . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 H27A 108.6 . . ?
C28 C27 H27B 108.6 . . ?
C29 C28 C27 119.6(2) . . ?
C29 C28 C33 120.0 . . ?
C33 C28 C27 120.2(2) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 120.0 . . ?
C33 C32 H32 120.0 . . ?
C28 C33 H33 120.0 . . ?
C32 C33 C28 120.0 . . ?
C32 C33 H33 120.0 . . ?

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
Gd1 N2 C12 C13 -36.2(3) . . . . ?
Gd1 N2 C15 C14 -39.3(3) . . . . ?
Gd1 N2 C16 C17 -173.4(2) . . . . ?
Gd1 O2 C4 O5 38.9(5) . . . . ?
Gd1 O2 C4 C3 -141.8(2) . . . . ?
Gd1 O3 C13 O6 0.2(4) 3_665 . . . ?
Gd1 O3 C13 O6 146.9(3) . . . . ?
Gd1 O3 C13 C12 -34.9(4) . . . . ?
Gd1 O3 C13 C12 178.4(2) 3_665 . . . ?
Gd1 O5 C4 O2 -42.4(5) 3_665 . . . ?
Gd1 O5 C4 C3 138.4(3) 3_665 . . . ?
Gd1 O7 C14 O11 -164.4(3) . . . . ?
Gd1 O7 C14 C15 15.3(4) . . . . ?
Gd1 O8 C23 O13 11.9(6) 2_655 . . . ?
Gd1 O8 C23 C24 -166.8(3) 2_655 . . . ?
Gd1 O10 C26 O14 13.5(5) . . . . ?
Gd1 O10 C26 C25 -168.1(2) . . . . ?
Gd2 N1 C2 C1 -40.7(3) . . . . ?
Gd2 N1 C3 C4 -47.2(3) . . . . ?
Gd2 N1 C5 C6 -165.1(2) . . . . ?
Gd2 N3 C24 C23 -35.6(3) . . . . ?
Gd2 N3 C25 C26 -52.4(3) . . . . ?
Gd2 N3 C27 C28 174.1(2) . . . . ?
Gd2 O1 C1 O12 -159.8(3) . . . . ?
Gd2 O1 C1 C2 17.8(5) . . . . ?
Gd2 O2 C4 O5 -173.5(2) . . . . ?
Gd2 O2 C4 C3 5.7(4) . . . . ?
Gd2 O7 C14 O11 -13.1(5) . . . . ?
Gd2 O7 C14 C15 166.7(2) . . . . ?
Gd2 O10 C26 O14 -175.7(3) . . . . ?
Gd2 O10 C26 C25 2.6(4) . . . . ?
Gd2 O13 C23 O8 -169.4(3) . . . . ?
Gd2 O13 C23 C24 9.3(4) . . . . ?
N1 C3 C4 O2 31.9(4) . . . . ?
N1 C3 C4 O5 -148.8(3) . . . . ?
N1 C5 C6 C11 97.3(3) . . . . ?
N1 C5 C6 C7 -83.5(3) . . . . ?
N2 C12 C13 O3 48.9(4) . . . . ?
N2 C12 C13 O6 -132.8(3) . . . . ?
N2 C16 C17 C22 -91.5(3) . . . . ?
N2 C16 C17 C18 93.3(3) . . . . ?
N3 C25 C26 O10 37.6(4) . . . . ?
N3 C25 C26 O14 -143.9(3) . . . . ?
N3 C27 C28 C29 -92.4(3) . . . . ?
N3 C27 C28 C33 82.6(3) . . . . ?
O1 C1 C2 N1 21.4(5) . . . . ?
O7 C14 C15 N2 20.9(4) . . . . ?
O8 C23 C24 N3 -160.2(3) . . . . ?
O11 C14 C15 N2 -159.3(3) . . . . ?
O12 C1 C2 N1 -160.8(3) . . . . ?
O13 C23 C24 N3 20.9(4) . . . . ?
C2 N1 C3 C4 -160.6(3) . . . . ?
C2 N1 C5 C6 -46.3(4) . . . . ?
C3 N1 C2 C1 73.0(3) . . . . ?
C3 N1 C5 C6 76.6(3) . . . . ?
C5 N1 C2 C1 -163.4(3) . . . . ?
C5 N1 C3 C4 74.9(3) . . . . ?
C5 C6 C11 C10 179.3(3) . . . . ?
C5 C6 C7 C8 -179.2(3) . . . . ?
C6 C11 C10 C9 0.0 . . . . ?
C11 C6 C7 C8 0.0 . . . . ?
C11 C10 C9 C8 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C7 C6 C11 C10 0.0 . . . . ?
C12 N2 C15 C14 75.2(3) . . . . ?
C12 N2 C16 C17 68.5(4) . . . . ?
C15 N2 C12 C13 -151.8(3) . . . . ?
C15 N2 C16 C17 -53.6(4) . . . . ?
C16 N2 C12 C13 85.1(3) . . . . ?
C16 N2 C15 C14 -161.3(3) . . . . ?
C16 C17 C22 C21 -175.2(3) . . . . ?
C16 C17 C18 C19 175.2(3) . . . . ?
C17 C22 C21 C20 0.0 . . . . ?
C22 C17 C18 C19 0.0 . . . . ?
C22 C21 C20 C19 0.0 . . . . ?
C21 C20 C19 C18 0.0 . . . . ?
C20 C19 C18 C17 0.0 . . . . ?
C18 C17 C22 C21 0.0 . . . . ?
C24 N3 C25 C26 -168.1(3) . . . . ?
C24 N3 C27 C28 -62.6(4) . . . . ?
C25 N3 C24 C23 75.8(3) . . . . ?
C25 N3 C27 C28 59.3(4) . . . . ?
C27 N3 C24 C23 -160.5(3) . . . . ?
C27 N3 C25 C26 68.0(4) . . . . ?
C27 C28 C29 C30 175.0(3) . . . . ?
C27 C28 C33 C32 -175.0(3) . . . . ?
C28 C29 C30 C31 0.0 . . . . ?
C29 C28 C33 C32 0.0 . . . . ?
C29 C30 C31 C32 0.0 . . . . ?
C30 C31 C32 C33 0.0 . . . . ?
C31 C32 C33 C28 0.0 . . . . ?
C33 C28 C29 C30 0.0 . . . . ?

_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_smbida
_audit_block_doi                 10.5517/cc1j0t3g
_database_code_depnum_ccdc_archive 'CCDC 1400955'
_audit_update_record             
;
2016-03-08 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H40 N3 O15 Sm2'
_chemical_formula_weight         1019.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.9409(12)
_cell_length_b                   12.1785(8)
_cell_length_c                   18.6278(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.8990(10)
_cell_angle_gamma                90
_cell_volume                     3796.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_F_000             2012
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.134
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58037
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.767
_diffrn_reflns_theta_max         31.750
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12294
_reflns_number_gt                10912
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0451P)²+1.1072P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12294
_refine_ls_number_parameters     502
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0264
_refine_ls_wR_factor_ref         0.0779
_refine_ls_wR_factor_gt          0.0735
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.008
_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
Sm1 Sm 0.60093(2) 0.53825(2) 0.06774(2) 0.01696(4) Uani 1 1 d . . . . .
Sm2 Sm 0.68549(2) 0.26844(2) 0.16166(2) 0.01806(4) Uani 1 1 d . . . . .
N1 N 0.70156(12) 0.55703(16) -0.03922(11) 0.0217(4) Uani 1 1 d . . . . .
N2 N 0.61662(11) 0.28248(16) 0.28025(11) 0.0208(4) Uani 1 1 d . . . . .
N3 N 0.62559(12) 0.14493(16) 0.04245(11) 0.0214(4) Uani 1 1 d . . . . .
O1 O 0.71028(9) 0.39920(13) 0.06481(9) 0.0212(3) Uani 1 1 d . . . . .
O2 O 0.83554(13) 0.3580(2) 0.05297(13) 0.0507(6) Uani 1 1 d . . . . .
O3 O 0.54657(10) 0.46805(13) -0.05076(9) 0.0218(3) Uani 1 1 d . . . . .
O4 O 0.53760(13) 0.49442(19) -0.16970(11) 0.0400(5) Uani 1 1 d . . . . .
O5 O 0.63673(10) 0.45345(13) 0.18947(9) 0.0222(3) Uani 1 1 d . . . . .
O6 O 0.60637(11) 0.57231(14) 0.27276(9) 0.0260(3) Uani 1 1 d . . . . .
O7 O 0.76370(10) 0.20496(15) 0.27403(9) 0.0262(3) Uani 1 1 d . . . . .
O8 O 0.77558(11) 0.12982(16) 0.38443(10) 0.0305(4) Uani 1 1 d . . . . .
O9 O 0.63965(13) 0.08649(14) 0.18201(10) 0.0319(4) Uani 1 1 d . . . . .
O10 O 0.63817(13) -0.09283(15) 0.15699(11) 0.0375(5) Uani 1 1 d . . . . .
O11 O 0.56151(9) 0.33462(13) 0.08225(9) 0.0225(3) Uani 1 1 d . . . . .
O12 O 0.44860(10) 0.30322(13) 0.00490(9) 0.0234(3) Uani 1 1 d . . . . .
O13 O 0.79796(11) 0.17664(16) 0.11928(10) 0.0301(4) Uani 1 1 d D . . . .
O14 O 0.56669(11) 0.68807(15) 0.14699(10) 0.0279(4) Uani 1 1 d D . . . .
O15 O 0.80299(13) 0.38795(18) 0.20319(11) 0.0362(4) Uani 1 1 d D . . . .
C1 C 0.77601(14) 0.4168(2) 0.03986(13) 0.0246(4) Uani 1 1 d . . . . .
C2 C 0.78090(14) 0.5162(2) -0.00766(13) 0.0242(4) Uani 1 1 d . . . . .
H2A H 0.8099 0.5740 0.0210 0.029 Uiso 1 1 calc R U . . .
H2B H 0.8105 0.4973 -0.0465 0.029 Uiso 1 1 calc R U . . .
C3 C 0.66746(14) 0.4838(2) -0.09937(13) 0.0241(4) Uani 1 1 d . . . . .
H3A H 0.6870 0.4097 -0.0892 0.029 Uiso 1 1 calc R U . . .
H3B H 0.6849 0.5079 -0.1440 0.029 Uiso 1 1 calc R U . . .
C4 C 0.57696(14) 0.48363(18) -0.10937(13) 0.0218(4) Uani 1 1 d . . . . .
C5 C 0.70547(16) 0.6735(2) -0.06448(14) 0.0276(5) Uani 1 1 d . . . . .
H5A H 0.7184 0.7198 -0.0219 0.033 Uiso 1 1 calc R U . . .
H5B H 0.6526 0.6944 -0.0882 0.033 Uiso 1 1 calc R U . . .
C6 C 0.76398(19) 0.6990(2) -0.11564(18) 0.0389(6) Uani 1 1 d . . . . .
C7 C 0.7419(3) 0.6940(3) -0.1903(2) 0.0614(11) Uani 1 1 d . . . . .
H7 H 0.6912 0.6692 -0.2098 0.074 Uiso 1 1 calc R U . . .
C8 C 0.7952(5) 0.7258(4) -0.2365(3) 0.099(2) Uani 1 1 d . . . . .
H8 H 0.7798 0.7220 -0.2866 0.118 Uiso 1 1 calc R U . . .
C9 C 0.8698(5) 0.7625(4) -0.2088(5) 0.119(3) Uani 1 1 d . . . . .
H9 H 0.9047 0.7851 -0.2398 0.143 Uiso 1 1 calc R U . . .
C10 C 0.8932(3) 0.7660(4) -0.1349(5) 0.097(2) Uani 1 1 d . . . . .
H10 H 0.9445 0.7891 -0.1161 0.117 Uiso 1 1 calc R U . . .
C11 C 0.8411(2) 0.7354(3) -0.0884(3) 0.0624(11) Uani 1 1 d . . . . .
H11 H 0.8574 0.7390 -0.0385 0.075 Uiso 1 1 calc R U . . .
C12 C 0.73674(14) 0.17616(18) 0.32962(12) 0.0211(4) Uani 1 1 d . . . . .
C13 C 0.64853(14) 0.1962(2) 0.33205(13) 0.0250(5) Uani 1 1 d . . . . .
H13A H 0.6190 0.1287 0.3203 0.030 Uiso 1 1 calc R U . . .
H13B H 0.6416 0.2180 0.3808 0.030 Uiso 1 1 calc R U . . .
C14 C 0.64316(14) 0.39078(19) 0.31075(12) 0.0229(4) Uani 1 1 d . . . . .
H14A H 0.7000 0.3882 0.3290 0.027 Uiso 1 1 calc R U . . .
H14B H 0.6154 0.4076 0.3512 0.027 Uiso 1 1 calc R U . . .
C15 C 0.62678(13) 0.48064(18) 0.25386(12) 0.0197(4) Uani 1 1 d . . . . .
C16 C 0.52709(15) 0.2770(2) 0.26282(15) 0.0294(5) Uani 1 1 d . . . . .
H16A H 0.5120 0.2053 0.2425 0.035 Uiso 1 1 calc R U . . .
H16B H 0.5091 0.3313 0.2258 0.035 Uiso 1 1 calc R U . . .
C17 C 0.48435(16) 0.2964(3) 0.32695(17) 0.0377(6) Uani 1 1 d . . . . .
C18 C 0.4580(2) 0.4004(3) 0.3410(2) 0.0564(10) Uani 1 1 d . . . . .
H18 H 0.4630 0.4575 0.3089 0.068 Uiso 1 1 calc R U . . .
C19 C 0.4237(3) 0.4198(5) 0.4034(3) 0.0849(16) Uani 1 1 d . . . . .
H19 H 0.4064 0.4899 0.4132 0.102 Uiso 1 1 calc R U . . .
C20 C 0.4157(3) 0.3351(5) 0.4501(3) 0.0902(17) Uani 1 1 d . . . . .
H20 H 0.3938 0.3486 0.4921 0.108 Uiso 1 1 calc R U . . .
C21 C 0.4393(3) 0.2315(4) 0.4360(3) 0.0737(14) Uani 1 1 d . . . . .
H21 H 0.4328 0.1744 0.4677 0.088 Uiso 1 1 calc R U . . .
C22 C 0.4729(2) 0.2117(3) 0.3746(2) 0.0524(9) Uani 1 1 d . . . . .
H22 H 0.4883 0.1407 0.3647 0.063 Uiso 1 1 calc R U . . .
C23 C 0.64080(15) 0.0056(2) 0.13904(14) 0.0261(5) Uani 1 1 d . . . . .
C24 C 0.64972(16) 0.03108(18) 0.06115(13) 0.0249(5) Uani 1 1 d . . . . .
H24A H 0.7049 0.0205 0.0546 0.030 Uiso 1 1 calc R U . . .
H24B H 0.6169 -0.0190 0.0288 0.030 Uiso 1 1 calc R U . . .
C25 C 0.53819(14) 0.15430(19) 0.03508(13) 0.0236(4) Uani 1 1 d . . . . .
H25A H 0.5192 0.1123 0.0732 0.028 Uiso 1 1 calc R U . . .
H25B H 0.5140 0.1241 -0.0113 0.028 Uiso 1 1 calc R U . . .
C26 C 0.51344(13) 0.27353(17) 0.04001(12) 0.0192(4) Uani 1 1 d . . . . .
C27 C 0.65509(16) 0.1829(2) -0.02467(13) 0.0262(5) Uani 1 1 d . . . . .
H27A H 0.7118 0.1980 -0.0125 0.031 Uiso 1 1 calc R U . . .
H27B H 0.6288 0.2518 -0.0396 0.031 Uiso 1 1 calc R U . . .
C28 C 0.64293(15) 0.1054(2) -0.08910(13) 0.0272(5) Uani 1 1 d . . . . .
C29 C 0.7048(2) 0.0378(3) -0.10172(18) 0.0411(7) Uani 1 1 d . . . . .
H29 H 0.7529 0.0397 -0.0700 0.049 Uiso 1 1 calc R U . . .
C30 C 0.6965(3) -0.0326(3) -0.1604(2) 0.0538(9) Uani 1 1 d . . . . .
H30 H 0.7390 -0.0765 -0.1687 0.065 Uiso 1 1 calc R U . . .
C31 C 0.6248(3) -0.0375(3) -0.2067(2) 0.0608(11) Uani 1 1 d . . . . .
H31 H 0.6185 -0.0859 -0.2458 0.073 Uiso 1 1 calc R U . . .
C32 C 0.5633(2) 0.0281(3) -0.1952(2) 0.0565(10) Uani 1 1 d . . . . .
H32 H 0.5150 0.0241 -0.2266 0.068 Uiso 1 1 calc R U . . .
C33 C 0.57155(18) 0.1016(3) -0.13688(16) 0.0409(7) Uani 1 1 d . . . . .
H33 H 0.5295 0.1475 -0.1301 0.049 Uiso 1 1 calc R U . . .
H2W H 0.597(2) 0.749(2) 0.146(2) 0.045(10) Uiso 1 1 d D . . . .
H4W H 0.834(2) 0.144(3) 0.1526(18) 0.062(12) Uiso 1 1 d D . . . .
H3W H 0.825(2) 0.233(2) 0.104(2) 0.057(12) Uiso 1 1 d D . . . .
H1W H 0.566(3) 0.655(4) 0.1901(16) 0.089(16) Uiso 1 1 d D . . . .
H5W H 0.815(3) 0.396(4) 0.2507(11) 0.067(13) Uiso 1 1 d D . . . .
H6W H 0.801(4) 0.456(3) 0.185(3) 0.13(2) 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
Sm1 O3 2.4129(16) . ?
Sm1 O8 2.4161(17) 2_655 ?
Sm1 O12 2.4312(16) 3_665 ?
Sm1 O3 2.4710(16) 3_665 ?
Sm1 O14 2.4719(18) . ?
Sm1 O5 2.4802(16) . ?
Sm1 O1 2.5168(16) . ?
Sm1 O11 2.5933(16) . ?
Sm1 N1 2.825(2) . ?
Sm1 Sm2 3.8904(2) . ?
Sm1 Sm1 4.0324(3) 3_665 ?
Sm2 O9 2.3975(18) . ?
Sm2 O7 2.4242(16) . ?
Sm2 O13 2.4432(19) . ?
Sm2 O5 2.4819(16) . ?
Sm2 O1 2.4903(16) . ?
Sm2 O15 2.4905(19) . ?
Sm2 O11 2.5076(15) . ?
Sm2 N2 2.659(2) . ?
Sm2 N3 2.7435(19) . ?
N1 C2 1.468(3) . ?
N1 C3 1.478(3) . ?
N1 C5 1.499(3) . ?
N2 C13 1.472(3) . ?
N2 C14 1.478(3) . ?
N2 C16 1.503(3) . ?
N3 C25 1.470(3) . ?
N3 C24 1.472(3) . ?
N3 C27 1.490(3) . ?
O1 C1 1.289(3) . ?
O2 C1 1.230(3) . ?
O3 C4 1.291(3) . ?
O3 Sm1 2.4709(16) 3_665 ?
O4 C4 1.222(3) . ?
O5 C15 1.280(3) . ?
O6 C15 1.236(3) . ?
O7 C12 1.245(3) . ?
O8 C12 1.259(3) . ?
O8 Sm1 2.4161(17) 2_645 ?
O9 C23 1.271(3) . ?
O10 C23 1.247(3) . ?
O11 C26 1.280(3) . ?
O12 C26 1.242(3) . ?
O12 Sm1 2.4312(16) 3_665 ?
C1 C2 1.510(3) . ?
C3 C4 1.516(3) . ?
C5 C6 1.510(4) . ?
C6 C7 1.384(5) . ?
C6 C11 1.398(5) . ?
C7 C8 1.396(7) . ?
C8 C9 1.364(11) . ?
C9 C10 1.372(11) . ?
C10 C11 1.381(7) . ?
C12 C13 1.522(3) . ?
C14 C15 1.519(3) . ?
C16 C17 1.508(4) . ?
C17 C18 1.381(5) . ?
C17 C22 1.393(4) . ?
C18 C19 1.399(6) . ?
C19 C20 1.369(7) . ?
C20 C21 1.362(7) . ?
C21 C22 1.376(6) . ?
C23 C24 1.514(4) . ?
C25 C26 1.518(3) . ?
C27 C28 1.516(3) . ?
C28 C29 1.381(4) . ?
C28 C33 1.387(4) . ?
C29 C30 1.380(5) . ?
C30 C31 1.378(6) . ?
C31 C32 1.355(6) . ?
C32 C33 1.399(5) . ?

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
O3 Sm1 O8 133.40(6) . 2_655 ?
O3 Sm1 O12 73.87(6) . 3_665 ?
O8 Sm1 O12 92.48(6) 2_655 3_665 ?
O3 Sm1 O3 68.69(7) . 3_665 ?
O8 Sm1 O3 149.59(6) 2_655 3_665 ?
O12 Sm1 O3 72.44(6) 3_665 3_665 ?
O3 Sm1 O14 135.75(6) . . ?
O8 Sm1 O14 73.07(6) 2_655 . ?
O12 Sm1 O14 69.73(6) 3_665 . ?
O3 Sm1 O14 76.90(6) 3_665 . ?
O3 Sm1 O5 133.92(5) . . ?
O8 Sm1 O5 77.27(6) 2_655 . ?
O12 Sm1 O5 148.65(6) 3_665 . ?
O3 Sm1 O5 101.74(6) 3_665 . ?
O14 Sm1 O5 78.93(6) . . ?
O3 Sm1 O1 85.40(5) . . ?
O8 Sm1 O1 73.76(6) 2_655 . ?
O12 Sm1 O1 135.57(6) 3_665 . ?
O3 Sm1 O1 135.19(5) 3_665 . ?
O14 Sm1 O1 138.69(6) . . ?
O5 Sm1 O1 70.30(5) . . ?
O3 Sm1 O11 71.85(5) . . ?
O8 Sm1 O11 128.70(6) 2_655 . ?
O12 Sm1 O11 138.17(5) 3_665 . ?
O3 Sm1 O11 73.26(5) 3_665 . ?
O14 Sm1 O11 123.75(6) . . ?
O5 Sm1 O11 62.42(5) . . ?
O1 Sm1 O11 63.96(5) . . ?
O3 Sm1 N1 64.53(6) . . ?
O8 Sm1 N1 68.91(6) 2_655 . ?
O12 Sm1 N1 74.76(6) 3_665 . ?
O3 Sm1 N1 128.39(5) 3_665 . ?
O14 Sm1 N1 125.77(6) . . ?
O5 Sm1 N1 126.14(6) . . ?
O1 Sm1 N1 60.83(5) . . ?
O11 Sm1 N1 110.13(5) . . ?
O3 Sm1 Sm2 100.02(4) . . ?
O8 Sm1 Sm2 89.22(5) 2_655 . ?
O12 Sm1 Sm2 172.92(4) 3_665 . ?
O3 Sm1 Sm2 109.03(4) 3_665 . ?
O14 Sm1 Sm2 117.32(4) . . ?
O5 Sm1 Sm2 38.39(4) . . ?
O1 Sm1 Sm2 38.77(4) . . ?
O11 Sm1 Sm2 39.49(3) . . ?
N1 Sm1 Sm2 99.51(4) . . ?
O3 Sm1 Sm1 34.81(4) . 3_665 ?
O8 Sm1 Sm1 159.98(5) 2_655 3_665 ?
O12 Sm1 Sm1 69.45(4) 3_665 3_665 ?
O3 Sm1 Sm1 33.88(4) 3_665 3_665 ?
O14 Sm1 Sm1 106.84(4) . 3_665 ?
O5 Sm1 Sm1 122.67(4) . 3_665 ?
O1 Sm1 Sm1 112.75(4) . 3_665 ?
O11 Sm1 Sm1 68.72(3) . 3_665 ?
N1 Sm1 Sm1 97.08(4) . 3_665 ?
Sm2 Sm1 Sm1 107.693(5) . 3_665 ?
O9 Sm2 O7 73.49(6) . . ?
O9 Sm2 O13 85.18(7) . . ?
O7 Sm2 O13 77.51(6) . . ?
O9 Sm2 O5 132.82(6) . . ?
O7 Sm2 O5 105.33(6) . . ?
O13 Sm2 O5 141.65(6) . . ?
O9 Sm2 O1 143.18(6) . . ?
O7 Sm2 O1 134.31(6) . . ?
O13 Sm2 O1 80.28(6) . . ?
O5 Sm2 O1 70.71(5) . . ?
O9 Sm2 O15 138.93(7) . . ?
O7 Sm2 O15 67.31(6) . . ?
O13 Sm2 O15 75.05(7) . . ?
O5 Sm2 O15 71.37(7) . . ?
O1 Sm2 O15 68.60(6) . . ?
O9 Sm2 O11 97.36(6) . . ?
O7 Sm2 O11 155.22(6) . . ?
O13 Sm2 O11 125.48(6) . . ?
O5 Sm2 O11 63.64(5) . . ?
O1 Sm2 O11 65.60(5) . . ?
O15 Sm2 O11 123.48(6) . . ?
O9 Sm2 N2 74.55(6) . . ?
O7 Sm2 N2 63.55(6) . . ?
O13 Sm2 N2 139.67(6) . . ?
O5 Sm2 N2 64.22(6) . . ?
O1 Sm2 N2 134.89(5) . . ?
O15 Sm2 N2 97.86(7) . . ?
O11 Sm2 N2 91.97(6) . . ?
O9 Sm2 N3 62.15(6) . . ?
O7 Sm2 N3 127.47(6) . . ?
O13 Sm2 N3 72.35(6) . . ?
O5 Sm2 N3 124.98(5) . . ?
O1 Sm2 N3 81.19(6) . . ?
O15 Sm2 N3 138.56(7) . . ?
O11 Sm2 N3 61.80(5) . . ?
N2 Sm2 N3 123.57(6) . . ?
O9 Sm2 Sm1 138.25(5) . . ?
O7 Sm2 Sm1 140.51(4) . . ?
O13 Sm2 Sm1 119.50(5) . . ?
O5 Sm2 Sm1 38.35(4) . . ?
O1 Sm2 Sm1 39.26(4) . . ?
O15 Sm2 Sm1 82.36(5) . . ?
O11 Sm2 Sm1 41.12(4) . . ?
N2 Sm2 Sm1 98.10(4) . . ?
N3 Sm2 Sm1 91.99(4) . . ?
C2 N1 C3 109.00(19) . . ?
C2 N1 C5 111.34(18) . . ?
C3 N1 C5 111.36(19) . . ?
C2 N1 Sm1 107.77(14) . . ?
C3 N1 Sm1 106.14(13) . . ?
C5 N1 Sm1 111.03(14) . . ?
C13 N2 C14 109.03(18) . . ?
C13 N2 C16 111.48(18) . . ?
C14 N2 C16 111.05(19) . . ?
C13 N2 Sm2 109.57(14) . . ?
C14 N2 Sm2 103.31(13) . . ?
C16 N2 Sm2 112.06(15) . . ?
C25 N3 C24 109.51(19) . . ?
C25 N3 C27 111.18(18) . . ?
C24 N3 C27 111.98(19) . . ?
C25 N3 Sm2 105.91(13) . . ?
C24 N3 Sm2 105.69(13) . . ?
C27 N3 Sm2 112.25(13) . . ?
C1 O1 Sm2 128.26(14) . . ?
C1 O1 Sm1 125.16(15) . . ?
Sm2 O1 Sm1 101.97(6) . . ?
C4 O3 Sm1 125.16(14) . . ?
C4 O3 Sm1 115.08(13) . 3_665 ?
Sm1 O3 Sm1 111.31(7) . 3_665 ?
C15 O5 Sm1 134.42(14) . . ?
C15 O5 Sm2 121.78(14) . . ?
Sm1 O5 Sm2 103.26(6) . . ?
C12 O7 Sm2 125.88(15) . . ?
C12 O8 Sm1 145.07(17) . 2_645 ?
C23 O9 Sm2 125.44(17) . . ?
C26 O11 Sm2 124.83(13) . . ?
C26 O11 Sm1 129.91(14) . . ?
Sm2 O11 Sm1 99.39(5) . . ?
C26 O12 Sm1 136.48(15) . 3_665 ?
O2 C1 O1 124.0(2) . . ?
O2 C1 C2 117.8(2) . . ?
O1 C1 C2 118.3(2) . . ?
N1 C2 C1 112.12(19) . . ?
N1 C3 C4 111.30(19) . . ?
O4 C4 O3 124.2(2) . . ?
O4 C4 C3 120.7(2) . . ?
O3 C4 C3 115.10(19) . . ?
N1 C5 C6 117.3(2) . . ?
C7 C6 C11 118.1(4) . . ?
C7 C6 C5 121.6(3) . . ?
C11 C6 C5 120.3(3) . . ?
C6 C7 C8 120.5(5) . . ?
C9 C8 C7 120.5(6) . . ?
C8 C9 C10 119.7(5) . . ?
C9 C10 C11 120.5(6) . . ?
C10 C11 C6 120.7(6) . . ?
O7 C12 O8 126.0(2) . . ?
O7 C12 C13 117.90(19) . . ?
O8 C12 C13 116.1(2) . . ?
N2 C13 C12 110.96(19) . . ?
N2 C14 C15 111.27(17) . . ?
O6 C15 O5 125.7(2) . . ?
O6 C15 C14 118.8(2) . . ?
O5 C15 C14 115.54(19) . . ?
N2 C16 C17 114.5(2) . . ?
C18 C17 C22 118.5(3) . . ?
C18 C17 C16 120.1(3) . . ?
C22 C17 C16 121.3(3) . . ?
C17 C18 C19 120.0(4) . . ?
C20 C19 C18 119.8(5) . . ?
C21 C20 C19 120.9(4) . . ?
C20 C21 C22 119.6(4) . . ?
C21 C22 C17 121.1(4) . . ?
O10 C23 O9 124.9(2) . . ?
O10 C23 C24 117.8(2) . . ?
O9 C23 C24 117.3(2) . . ?
N3 C24 C23 110.8(2) . . ?
N3 C25 C26 110.62(18) . . ?
O12 C26 O11 125.5(2) . . ?
O12 C26 C25 118.46(19) . . ?
O11 C26 C25 115.97(19) . . ?
N3 C27 C28 116.7(2) . . ?
C29 C28 C33 118.6(3) . . ?
C29 C28 C27 119.5(2) . . ?
C33 C28 C27 121.8(2) . . ?
C30 C29 C28 121.2(3) . . ?
C31 C30 C29 119.7(3) . . ?
C32 C31 C30 120.0(3) . . ?
C31 C32 C33 120.9(3) . . ?
C28 C33 C32 119.5(3) . . ?

_refine_diff_density_max         0.998
_refine_diff_density_min         -1.553
_refine_diff_density_rms         0.171

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_labida3
_audit_block_doi                 10.5517/cc1j0t4h
_database_code_depnum_ccdc_archive 'CCDC 1400956'
_audit_update_record             
;
2016-01-29 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;
_audit_creation_date             2015-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C22 H25 La N2 O9'
_chemical_formula_sum            'C22 H25 La N2 O9'
_chemical_formula_weight         600.35
_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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/a 1'
_space_group_name_Hall           '-P 2yab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   8.7513(7)
_cell_length_b                   9.8390(8)
_cell_length_c                   26.352(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.0030(10)
_cell_angle_gamma                90
_cell_volume                     2260.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.951
_cell_measurement_theta_min      2.211
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.947
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'according to BRUKER software'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.944
_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       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            36966
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.189
_diffrn_reflns_theta_min         0.776
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.944
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6199
_reflns_number_total             7532
_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       ?
_computing_data_collection       'Brueker software'
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.275
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         7532
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0265
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+1.3005P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0541
_refine_ls_wR_factor_ref         0.0597
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C10(H10A,H10B), C18(H18A,H18B), C19(H19A,H19B),
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
;
_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
La La 0.26490(2) 0.13102(2) 0.75597(2) 0.01512(4) Uani 1 1 d . . . . .
N1 N 0.13383(19) -0.01833(17) 0.83557(6) 0.0194(3) Uani 1 1 d . . . . .
N2 N 0.32064(19) 0.52171(18) 0.65722(7) 0.0201(3) Uani 1 1 d . . . . .
O1 O 0.1569(2) -0.32228(17) 0.76480(8) 0.0418(5) Uani 1 1 d . . . . .
O2 O 0.24825(19) -0.11843(16) 0.74857(6) 0.0321(4) Uani 1 1 d . . . . .
O3 O -0.00933(16) 0.18948(15) 0.78223(6) 0.0214(3) Uani 1 1 d . . . . .
O5 O 0.19851(17) 0.36236(14) 0.72044(6) 0.0236(3) Uani 1 1 d . . . . .
O6 O -0.04601(16) 0.40929(17) 0.69364(6) 0.0267(3) Uani 1 1 d . . . . .
O7 O 0.5896(2) 0.2866(2) 0.60923(7) 0.0410(4) Uani 1 1 d . . . . .
O8 O 0.58788(18) 0.40477(17) 0.68163(6) 0.0293(3) Uani 1 1 d . . . . .
O9 O 0.50898(19) 0.02705(19) 0.80737(7) 0.0286(4) Uani 1 1 d . . . . .
O10 O -0.19322(17) 0.20598(16) 0.83437(6) 0.0278(3) Uani 1 1 d . . . . .
C1 C 0.2002(3) -0.1612(2) 0.91472(9) 0.0273(5) Uani 1 1 d . . . . .
C2 C 0.1908(3) -0.3006(3) 0.90801(11) 0.0403(6) Uani 1 1 d . . . . .
H2A H 0.2195 -0.3390 0.8780 0.048 Uiso 1 1 calc R . . . .
C3 C 0.1391(4) -0.3834(3) 0.94543(14) 0.0611(9) Uani 1 1 d . . . . .
H3 H 0.1327 -0.4768 0.9403 0.073 Uiso 1 1 calc R . . . .
C4 C 0.0977(4) -0.3283(4) 0.98972(14) 0.0671(11) Uani 1 1 d . . . . .
H4 H 0.0627 -0.3842 1.0147 0.081 Uiso 1 1 calc R . . . .
C5 C 0.1074(4) -0.1911(4) 0.99750(12) 0.0618(10) Uani 1 1 d . . . . .
H5 H 0.0793 -0.1538 1.0278 0.074 Uiso 1 1 calc R . . . .
C6 C 0.1595(3) -0.1069(3) 0.96002(10) 0.0424(6) Uani 1 1 d . . . . .
H6 H 0.1669 -0.0137 0.9656 0.051 Uiso 1 1 calc R . . . .
C7 C 0.2553(2) -0.0707(2) 0.87372(8) 0.0247(4) Uani 1 1 d . . . . .
H7A H 0.3085 0.0064 0.8900 0.030 Uiso 1 1 calc R . . . .
H7B H 0.3293 -0.1210 0.8558 0.030 Uiso 1 1 calc R . . . .
C8 C 0.0224(2) 0.0648(2) 0.86010(8) 0.0236(4) Uani 1 1 d . . . . .
H8A H 0.0761 0.1190 0.8867 0.028 Uiso 1 1 calc R . . . .
H8B H -0.0482 0.0055 0.8759 0.028 Uiso 1 1 calc R . . . .
C9 C -0.0677(2) 0.1580(2) 0.82298(8) 0.0194(4) Uani 1 1 d . . . . .
C10 C 0.0558(2) -0.1305(2) 0.80651(8) 0.0230(4) Uani 1 1 d . . . . .
H10A H -0.0344 -0.0955 0.7867 0.028 Uiso 1 1 calc R . . . .
H10B H 0.0224 -0.1979 0.8300 0.028 Uiso 1 1 calc R . . . .
C11 C 0.1617(2) -0.1975(2) 0.77079(8) 0.0244(4) Uani 1 1 d . . . . .
C12 C 0.3664(2) 0.7367(2) 0.60439(8) 0.0233(4) Uani 1 1 d . . . . .
C13 C 0.4174(3) 0.6974(3) 0.55804(10) 0.0392(6) Uani 1 1 d . . . . .
H13 H 0.4639 0.6130 0.5553 0.047 Uiso 1 1 calc R . . . .
C14 C 0.3999(4) 0.7816(3) 0.51609(11) 0.0538(8) Uani 1 1 d . . . . .
H14 H 0.4308 0.7528 0.4850 0.065 Uiso 1 1 calc R . . . .
C15 C 0.3361(4) 0.9093(3) 0.52068(12) 0.0526(8) Uani 1 1 d . . . . .
H15 H 0.3248 0.9667 0.4926 0.063 Uiso 1 1 calc R . . . .
C16 C 0.2893(3) 0.9518(3) 0.56649(12) 0.0447(7) Uani 1 1 d . . . . .
H16 H 0.2493 1.0387 0.5696 0.054 Uiso 1 1 calc R . . . .
C17 C 0.3018(3) 0.8650(2) 0.60789(10) 0.0316(5) Uani 1 1 d . . . . .
H17 H 0.2665 0.8929 0.6385 0.038 Uiso 1 1 calc R . . . .
C18 C 0.4004(2) 0.6571(2) 0.65291(9) 0.0247(4) Uani 1 1 d . . . . .
H18A H 0.3744 0.7137 0.6810 0.030 Uiso 1 1 calc R . . . .
H18B H 0.5102 0.6412 0.6574 0.030 Uiso 1 1 calc R . . . .
C19 C 0.1499(2) 0.5297(2) 0.65671(9) 0.0237(4) Uani 1 1 d . . . . .
H19A H 0.1030 0.5132 0.6225 0.028 Uiso 1 1 calc R . . . .
H19B H 0.1199 0.6197 0.6672 0.028 Uiso 1 1 calc R . . . .
C20 C 0.0956(2) 0.4231(2) 0.69322(8) 0.0198(4) Uani 1 1 d . . . . .
C21 C 0.3691(2) 0.4123(2) 0.62256(8) 0.0217(4) Uani 1 1 d . . . . .
H21A H 0.3647 0.4468 0.5880 0.026 Uiso 1 1 calc R . . . .
H21B H 0.2985 0.3364 0.6230 0.026 Uiso 1 1 calc R . . . .
C22 C 0.5309(2) 0.3632(2) 0.63857(8) 0.0238(4) Uani 1 1 d . . . . .
H9A H 0.545(4) -0.040(4) 0.7983(14) 0.072(13) Uiso 1 1 d . . . . .
H9B H 0.583(4) 0.077(4) 0.8121(13) 0.059(11) Uiso 1 1 d . . . . .
H2 H 0.356(3) 0.489(2) 0.6869(9) 0.020(6) 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
La N1 2.8799(17) . ?
La O2 2.4654(16) . ?
La O3 2.6189(14) . ?
La O3 2.6951(14) 4_665 ?
La O5 2.5100(14) . ?
La O6 2.4632(14) 4_665 ?
La O8 2.4149(15) 4_565 ?
La O9 2.6342(17) . ?
La O10 2.6158(15) 4_665 ?
La C9 3.020(2) 4_665 ?
N1 C7 1.490(3) . ?
N1 C8 1.466(3) . ?
N1 C10 1.476(3) . ?
N2 C18 1.513(3) . ?
N2 C19 1.495(2) . ?
N2 C21 1.497(3) . ?
N2 H2 0.88(2) . ?
O1 C11 1.238(3) . ?
O2 C11 1.264(2) . ?
O3 La 2.6951(14) 4_565 ?
O3 C9 1.267(2) . ?
O5 C20 1.253(2) . ?
O6 La 2.4632(14) 4_565 ?
O6 C20 1.247(2) . ?
O7 C22 1.224(3) . ?
O8 La 2.4149(15) 4_665 ?
O8 C22 1.267(3) . ?
O9 H9A 0.78(4) . ?
O9 H9B 0.81(4) . ?
O10 La 2.6158(15) 4_565 ?
O10 C9 1.256(2) . ?
C1 C2 1.384(4) . ?
C1 C6 1.383(4) . ?
C1 C7 1.511(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.385(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.365(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.367(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.396(4) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.512(3) . ?
C9 La 3.020(2) 4_565 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.527(3) . ?
C12 C13 1.391(3) . ?
C12 C17 1.390(3) . ?
C12 C18 1.507(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.379(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.385(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(4) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.527(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.521(3) . ?

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
N1 La C9 97.38(5) . 4_665 ?
O2 La N1 61.65(5) . . ?
O2 La O3 100.97(5) . . ?
O2 La O3 135.21(5) . 4_665 ?
O2 La O5 149.66(5) . . ?
O2 La O9 72.17(6) . . ?
O2 La O10 132.54(5) . 4_665 ?
O2 La C9 138.84(6) . 4_665 ?
O3 La N1 59.15(5) . . ?
O3 La N1 118.49(5) 4_665 . ?
O3 La O3 117.16(3) . 4_665 ?
O3 La O9 132.07(5) . . ?
O3 La C9 95.93(5) . 4_665 ?
O3 La C9 24.79(5) 4_665 4_665 ?
O5 La N1 129.82(5) . . ?
O5 La O3 69.03(5) . 4_665 ?
O5 La O3 73.25(5) . . ?
O5 La O9 134.02(5) . . ?
O5 La O10 75.55(5) . 4_665 ?
O5 La C9 71.30(5) . 4_665 ?
O6 La N1 137.47(5) 4_665 . ?
O6 La O2 79.95(5) 4_665 . ?
O6 La O3 75.91(5) 4_665 4_665 ?
O6 La O3 153.63(5) 4_665 . ?
O6 La O5 92.54(5) 4_665 . ?
O6 La O9 73.65(5) 4_665 . ?
O6 La O10 124.70(5) 4_665 4_665 ?
O6 La C9 100.41(5) 4_665 4_665 ?
O8 La N1 104.38(5) 4_565 . ?
O8 La O2 76.19(6) 4_565 . ?
O8 La O3 135.06(5) 4_565 4_665 ?
O8 La O3 73.06(5) 4_565 . ?
O8 La O5 73.64(5) 4_565 . ?
O8 La O6 81.74(5) 4_565 4_665 ?
O8 La O9 142.61(6) 4_565 . ?
O8 La O10 139.98(5) 4_565 4_665 ?
O8 La C9 144.94(6) 4_565 4_665 ?
O9 La N1 77.53(5) . . ?
O9 La O3 65.10(5) . 4_665 ?
O9 La C9 68.66(6) . 4_665 ?
O10 La N1 76.99(5) 4_665 . ?
O10 La O3 49.18(4) 4_665 4_665 ?
O10 La O3 74.05(5) 4_665 . ?
O10 La O9 77.32(6) 4_665 . ?
O10 La C9 24.41(5) 4_665 4_665 ?
C7 N1 La 111.21(12) . . ?
C8 N1 La 111.05(12) . . ?
C8 N1 C7 111.00(16) . . ?
C8 N1 C10 110.51(16) . . ?
C10 N1 La 101.49(11) . . ?
C10 N1 C7 111.24(16) . . ?
C18 N2 H2 105.2(16) . . ?
C19 N2 C18 114.86(16) . . ?
C19 N2 C21 111.62(16) . . ?
C19 N2 H2 107.7(15) . . ?
C21 N2 C18 115.50(16) . . ?
C21 N2 H2 100.4(15) . . ?
C11 O2 La 127.55(14) . . ?
La O3 La 138.09(6) . 4_565 ?
C9 O3 La 92.12(11) . 4_565 ?
C9 O3 La 128.08(13) . . ?
C20 O5 La 141.03(14) . . ?
C20 O6 La 138.51(14) . 4_565 ?
C22 O8 La 148.65(15) . 4_665 ?
La O9 H9A 120(3) . . ?
La O9 H9B 116(2) . . ?
H9A O9 H9B 103(3) . . ?
C9 O10 La 96.14(12) . 4_565 ?
C2 C1 C7 120.8(2) . . ?
C6 C1 C2 118.5(2) . . ?
C6 C1 C7 120.8(2) . . ?
C1 C2 H2A 119.6 . . ?
C1 C2 C3 120.7(3) . . ?
C3 C2 H2A 119.6 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 120.4(3) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
N1 C7 C1 115.66(17) . . ?
N1 C7 H7A 108.4 . . ?
N1 C7 H7B 108.4 . . ?
C1 C7 H7A 108.4 . . ?
C1 C7 H7B 108.4 . . ?
H7A C7 H7B 107.4 . . ?
N1 C8 H8A 109.1 . . ?
N1 C8 H8B 109.1 . . ?
N1 C8 C9 112.51(17) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
O3 C9 La 63.09(10) . 4_565 ?
O3 C9 C8 118.06(17) . . ?
O10 C9 La 59.44(11) . 4_565 ?
O10 C9 O3 122.44(19) . . ?
O10 C9 C8 119.42(18) . . ?
C8 C9 La 173.89(15) . 4_565 ?
N1 C10 H10A 109.4 . . ?
N1 C10 H10B 109.4 . . ?
N1 C10 C11 111.35(16) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
O1 C11 O2 124.5(2) . . ?
O1 C11 C10 119.4(2) . . ?
O2 C11 C10 116.11(18) . . ?
C13 C12 C18 123.1(2) . . ?
C17 C12 C13 118.3(2) . . ?
C17 C12 C18 117.9(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.0(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.5(3) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 H17 119.5 . . ?
C16 C17 C12 120.9(2) . . ?
C16 C17 H17 119.5 . . ?
N2 C18 H18A 107.9 . . ?
N2 C18 H18B 107.9 . . ?
C12 C18 N2 117.58(18) . . ?
C12 C18 H18A 107.9 . . ?
C12 C18 H18B 107.9 . . ?
H18A C18 H18B 107.2 . . ?
N2 C19 H19A 109.9 . . ?
N2 C19 H19B 109.9 . . ?
N2 C19 C20 108.89(16) . . ?
H19A C19 H19B 108.3 . . ?
C20 C19 H19A 109.9 . . ?
C20 C19 H19B 109.9 . . ?
O5 C20 C19 116.15(17) . . ?
O6 C20 O5 127.42(19) . . ?
O6 C20 C19 116.39(18) . . ?
N2 C21 H21A 109.3 . . ?
N2 C21 H21B 109.3 . . ?
N2 C21 C22 111.45(17) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
O7 C22 O8 127.6(2) . . ?
O7 C22 C21 116.9(2) . . ?
O8 C22 C21 115.47(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
La N1 C7 C1 -174.80(15) . . . . ?
La N1 C8 C9 35.7(2) . . . . ?
La N1 C10 C11 48.65(17) . . . . ?
La O2 C11 O1 178.73(18) . . . . ?
La O2 C11 C10 -0.3(3) . . . . ?
La O3 C9 La 167.20(15) . . . 4_565 ?
La O3 C9 O10 170.74(14) . . . . ?
La O3 C9 O10 3.5(2) 4_565 . . . ?
La O3 C9 C8 -6.0(3) . . . . ?
La O3 C9 C8 -173.23(17) 4_565 . . . ?
La O5 C20 O6 41.0(4) . . . . ?
La O5 C20 C19 -141.32(17) . . . . ?
La O6 C20 O5 36.5(4) 4_565 . . . ?
La O6 C20 C19 -141.11(18) 4_565 . . . ?
La O8 C22 O7 -24.9(4) 4_665 . . . ?
La O8 C22 C21 153.4(2) 4_665 . . . ?
La O10 C9 O3 -3.7(2) 4_565 . . . ?
La O10 C9 C8 173.07(17) 4_565 . . . ?
N1 C8 C9 O3 -23.0(3) . . . . ?
N1 C8 C9 O10 160.13(19) . . . . ?
N1 C10 C11 O1 141.8(2) . . . . ?
N1 C10 C11 O2 -39.1(3) . . . . ?
N2 C19 C20 O5 8.1(3) . . . . ?
N2 C19 C20 O6 -173.97(18) . . . . ?
N2 C21 C22 O7 -170.82(19) . . . . ?
N2 C21 C22 O8 10.7(3) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C1 C6 C5 -1.2(4) . . . . ?
C2 C1 C7 N1 90.3(3) . . . . ?
C2 C3 C4 C5 -0.2(6) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C4 C5 C6 C1 0.6(5) . . . . ?
C6 C1 C2 C3 1.2(4) . . . . ?
C6 C1 C7 N1 -90.4(3) . . . . ?
C7 N1 C8 C9 160.00(17) . . . . ?
C7 N1 C10 C11 -69.7(2) . . . . ?
C7 C1 C2 C3 -179.5(3) . . . . ?
C7 C1 C6 C5 179.4(3) . . . . ?
C8 N1 C7 C1 61.0(2) . . . . ?
C8 N1 C10 C11 166.52(17) . . . . ?
C10 N1 C7 C1 -62.5(2) . . . . ?
C10 N1 C8 C9 -76.1(2) . . . . ?
C12 C13 C14 C15 2.5(5) . . . . ?
C13 C12 C17 C16 -0.4(4) . . . . ?
C13 C12 C18 N2 -70.6(3) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C14 C15 C16 C17 -1.9(5) . . . . ?
C15 C16 C17 C12 2.4(4) . . . . ?
C17 C12 C13 C14 -2.1(4) . . . . ?
C17 C12 C18 N2 119.5(2) . . . . ?
C18 N2 C19 C20 -143.17(18) . . . . ?
C18 N2 C21 C22 70.4(2) . . . . ?
C18 C12 C13 C14 -171.9(3) . . . . ?
C18 C12 C17 C16 170.0(2) . . . . ?
C19 N2 C18 C12 -64.0(2) . . . . ?
C19 N2 C21 C22 -155.98(17) . . . . ?
C21 N2 C18 C12 68.2(2) . . . . ?
C21 N2 C19 C20 82.9(2) . . . . ?

_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_cubida_0m
_audit_block_doi                 10.5517/cc1j0t5j
_database_code_depnum_ccdc_archive 'CCDC 1400957'
_audit_update_record             
;
2016-01-29 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;
_audit_creation_date             2015-02-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C22 H24 Cu N2 O8, 4(H2 O)'
_chemical_formula_sum            'C22 H32 Cu N2 O12'
_chemical_formula_weight         580.03
_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'
Cu Cu 0.3201 1.2651 '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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P n a a'
_space_group_name_Hall           '-P 2ac 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x, y-1/2, z-1/2'
'x-1/2, -y-1/2, z'

_cell_length_a                   6.699(4)
_cell_length_b                   19.681(12)
_cell_length_c                   22.622(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2983(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    611
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14.506
_cell_measurement_theta_min      2.744
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.789
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.8
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'according to BRUKER software'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1212
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1970
_diffrn_reflns_av_unetI/netI     0.0759
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16624
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         18.760
_diffrn_reflns_theta_min         1.371
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.428
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART BREEZE CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                742
_reflns_number_total             1151
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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       ?
_computing_data_collection       'Brueker software'
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2011 (Burla et al., 2007)'
_refine_diff_density_max         0.789
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     171
_refine_ls_number_reflns         1151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0714
_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)+(0.1431P)²+0.1972P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1951
_refine_ls_wR_factor_ref         0.2184
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Others
 Fixed Uiso: H5A(0.25) H5B(0.25) H6A(0.25) H6B(0.25)
 Fixed X: H5A(1.44022) H5B(1.633181) H6A(1.021141) H6B(0.84478)
 Fixed Y: H5A(0.602941) H5B(0.61865) H6A(0.661171) H6B(0.630429)
 Fixed Z: H5A(0.416729) H5B(0.434408) H6A(0.22211) H6B(0.240049)
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C12(H12A,H12B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C7(H7), C13(H13)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
Cu1 Cu 1.0000 0.5000 0.5000 0.0510(10) Uani 1 2 d S T P . .
O1 O 1.1592(14) 0.5757(5) 0.3345(4) 0.092(3) Uani 1 1 d . . . . .
H1 H 1.1164 0.5555 0.3055 0.137 Uiso 1 1 calc GR . . . .
O2 O 1.2275(12) 0.5383(4) 0.4235(4) 0.069(3) Uani 1 1 d . . . . .
O3 O 1.1406(11) 0.4152(4) 0.5160(3) 0.065(2) Uani 1 1 d . . . . .
O4 O 1.1766(17) 0.3102(5) 0.4828(4) 0.117(4) Uani 1 1 d . . . . .
N1 N 0.9018(13) 0.4540(4) 0.4255(3) 0.047(2) Uani 1 1 d . . . . .
C2 C 0.5036(15) 0.4379(6) 0.3375(6) 0.050(3) Uani 1 1 d . . . . .
H2 H 0.5170 0.4850 0.3384 0.060 Uiso 1 1 calc R . . . .
C3 C 0.5871(15) 0.4004(6) 0.3815(5) 0.043(3) Uani 1 1 d . . . . .
C4 C 0.3854(18) 0.3368(8) 0.2900(6) 0.064(3) Uani 1 1 d . . . . .
H4 H 0.3207 0.3155 0.2587 0.077 Uiso 1 1 calc R . . . .
C6 C 0.5632(16) 0.3289(6) 0.3791(5) 0.054(3) Uani 1 1 d . . . . .
H6 H 0.6160 0.3023 0.4092 0.065 Uiso 1 1 calc R . . . .
C7 C 0.4671(17) 0.2991(7) 0.3348(7) 0.072(4) Uani 1 1 d . . . . .
H7 H 0.4551 0.2521 0.3342 0.087 Uiso 1 1 calc R . . . .
C8 C 1.0314(16) 0.3921(6) 0.4183(5) 0.064(4) Uani 1 1 d . . . . .
H8A H 1.1388 0.4023 0.3909 0.077 Uiso 1 1 calc R . . . .
H8B H 0.9527 0.3555 0.4014 0.077 Uiso 1 1 calc R . . . .
C9 C 1.1190(19) 0.3690(8) 0.4762(7) 0.073(4) Uani 1 1 d . . . . .
C10 C 0.9289(17) 0.5003(6) 0.3752(4) 0.060(3) Uani 1 1 d . . . . .
H10A H 0.8181 0.5320 0.3737 0.072 Uiso 1 1 calc R . . . .
H10B H 0.9290 0.4743 0.3388 0.072 Uiso 1 1 calc R . . . .
C11 C 1.127(2) 0.5403(6) 0.3805(7) 0.068(4) Uani 1 1 d . . . . .
C12 C 0.6873(15) 0.4335(5) 0.4332(4) 0.051(3) Uani 1 1 d . . . . .
H12A H 0.6797 0.4025 0.4665 0.061 Uiso 1 1 calc R . . . .
H12B H 0.6115 0.4737 0.4436 0.061 Uiso 1 1 calc R . . . .
C13 C 0.4009(17) 0.4087(8) 0.2921(5) 0.062(3) Uani 1 1 d . . . . .
H13 H 0.3420 0.4354 0.2630 0.074 Uiso 1 1 calc R . . . .
O5 O 1.5312(19) 0.6331(6) 0.4137(6) 0.196(7) Uani 1 1 d . . . . .
H5A H 1.4402 0.6029 0.4167 0.250 Uiso 1 1 d . . . . .
H5B H 1.6332 0.6187 0.4344 0.250 Uiso 1 1 d . . . . .
O6 O 0.974(3) 0.6211(8) 0.2324(9) 0.257(9) Uani 1 1 d . . . . .
H6A H 1.0211 0.6612 0.2221 0.250 Uiso 1 1 d . . . . .
H6B H 0.8448 0.6304 0.2400 0.250 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
Cu1 O2 2.426(8) . ?
Cu1 O2 2.426(8) 5_766 ?
Cu1 O3 1.951(7) . ?
Cu1 O3 1.951(7) 5_766 ?
Cu1 N1 2.023(8) . ?
Cu1 N1 2.023(8) 5_766 ?
O1 H1 0.8200 . ?
O1 C11 1.269(13) . ?
O2 C11 1.183(13) . ?
O3 C9 1.287(14) . ?
O4 C9 1.228(14) . ?
N1 C8 1.505(13) . ?
N1 C10 1.469(12) . ?
N1 C12 1.502(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.360(14) . ?
C2 C13 1.363(14) . ?
C3 C6 1.417(14) . ?
C3 C12 1.497(13) . ?
C4 H4 0.9300 . ?
C4 C7 1.369(15) . ?
C4 C13 1.421(15) . ?
C6 H6 0.9300 . ?
C6 C7 1.328(14) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.506(16) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.549(17) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13 0.9300 . ?
O5 H5A 0.854(10) . ?
O5 H5B 0.876(11) . ?
O6 H6A 0.880(18) . ?
O6 H6B 0.90(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O2 180.0 5_766 . ?
O3 Cu1 O2 84.6(3) 5_766 . ?
O3 Cu1 O2 84.6(3) . 5_766 ?
O3 Cu1 O2 95.4(3) . . ?
O3 Cu1 O2 95.4(3) 5_766 5_766 ?
O3 Cu1 O3 180.0 . 5_766 ?
O3 Cu1 N1 94.1(3) 5_766 . ?
O3 Cu1 N1 94.1(3) . 5_766 ?
O3 Cu1 N1 85.9(3) 5_766 5_766 ?
O3 Cu1 N1 85.9(3) . . ?
N1 Cu1 O2 75.5(3) 5_766 5_766 ?
N1 Cu1 O2 104.5(3) . 5_766 ?
N1 Cu1 O2 104.5(3) 5_766 . ?
N1 Cu1 O2 75.5(3) . . ?
N1 Cu1 N1 180.0 . 5_766 ?
C11 O1 H1 109.5 . . ?
C11 O2 Cu1 103.9(8) . . ?
C9 O3 Cu1 114.9(8) . . ?
C8 N1 Cu1 105.4(6) . . ?
C10 N1 Cu1 109.1(6) . . ?
C10 N1 C8 110.2(8) . . ?
C10 N1 C12 112.0(8) . . ?
C12 N1 Cu1 109.6(6) . . ?
C12 N1 C8 110.3(8) . . ?
C3 C2 H2 119.0 . . ?
C3 C2 C13 122.0(11) . . ?
C13 C2 H2 119.0 . . ?
C2 C3 C6 117.7(10) . . ?
C2 C3 C12 121.3(11) . . ?
C6 C3 C12 120.8(11) . . ?
C7 C4 H4 120.5 . . ?
C7 C4 C13 119.0(10) . . ?
C13 C4 H4 120.5 . . ?
C3 C6 H6 119.3 . . ?
C7 C6 C3 121.5(11) . . ?
C7 C6 H6 119.3 . . ?
C4 C7 H7 119.6 . . ?
C6 C7 C4 120.9(11) . . ?
C6 C7 H7 119.6 . . ?
N1 C8 H8A 109.2 . . ?
N1 C8 H8B 109.2 . . ?
N1 C8 C9 112.0(9) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
O3 C9 C8 116.0(12) . . ?
O4 C9 O3 123.0(13) . . ?
O4 C9 C8 120.9(13) . . ?
N1 C10 H10A 109.4 . . ?
N1 C10 H10B 109.4 . . ?
N1 C10 C11 111.2(9) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
O1 C11 C10 111.1(13) . . ?
O2 C11 O1 126.6(14) . . ?
O2 C11 C10 122.2(12) . . ?
N1 C12 H12A 108.0 . . ?
N1 C12 H12B 108.0 . . ?
C3 C12 N1 117.1(8) . . ?
C3 C12 H12A 108.0 . . ?
C3 C12 H12B 108.0 . . ?
H12A C12 H12B 107.3 . . ?
C2 C13 C4 118.8(10) . . ?
C2 C13 H13 120.6 . . ?
C4 C13 H13 120.6 . . ?
H5A O5 H5B 106.7(12) . . ?
H6A O6 H6B 102.2(17) . . ?

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
Cu1 O2 C11 O1 157.0(12) . . . . ?
Cu1 O2 C11 C10 -20.3(13) . . . . ?
Cu1 O3 C9 O4 -170.7(11) . . . . ?
Cu1 O3 C9 C8 13.7(13) . . . . ?
Cu1 N1 C8 C9 24.2(10) . . . . ?
Cu1 N1 C10 C11 38.5(11) . . . . ?
Cu1 N1 C12 C3 178.2(8) . . . . ?
N1 C8 C9 O3 -26.3(14) . . . . ?
N1 C8 C9 O4 158.0(12) . . . . ?
N1 C10 C11 O1 174.1(9) . . . . ?
N1 C10 C11 O2 -8.2(17) . . . . ?
C2 C3 C6 C7 1.6(16) . . . . ?
C2 C3 C12 N1 -84.4(12) . . . . ?
C3 C2 C13 C4 -1.7(15) . . . . ?
C3 C6 C7 C4 -0.7(17) . . . . ?
C6 C3 C12 N1 100.3(11) . . . . ?
C7 C4 C13 C2 2.6(16) . . . . ?
C8 N1 C10 C11 -76.8(11) . . . . ?
C8 N1 C12 C3 -66.3(11) . . . . ?
C10 N1 C8 C9 141.8(9) . . . . ?
C10 N1 C12 C3 56.9(12) . . . . ?
C12 N1 C8 C9 -94.0(10) . . . . ?
C12 N1 C10 C11 160.1(9) . . . . ?
C12 C3 C6 C7 177.1(10) . . . . ?
C13 C2 C3 C6 -0.3(15) . . . . ?
C13 C2 C3 C12 -175.8(9) . . . . ?
C13 C4 C7 C6 -1.4(17) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.631 0.250 0.750 214.3 84.5 ?
2 -0.946 0.750 0.250 214.3 84.5 ?

_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_ercubida
_audit_block_doi                 10.5517/cc1j0t6k
_database_code_depnum_ccdc_archive 'CCDC 1400958'
_audit_update_record             
;
2016-01-29 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;
_audit_creation_date             2015-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H41 Cu Er N2 O18'
_chemical_formula_weight         876.39
_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'
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'
Cu Cu 0.3201 1.2651 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.430(10)
_cell_length_b                   6.733(4)
_cell_length_c                   25.260(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.560(10)
_cell_angle_gamma                90
_cell_volume                     3528(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9971
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24
_cell_measurement_theta_min      5
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.037
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.8
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'according to BRUKER software'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1635
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1640
_diffrn_reflns_av_unetI/netI     0.1474
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            48847
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.079
_diffrn_reflns_theta_min         0.982
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART BREEZE CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5272
_reflns_number_total             9255
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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       ?
_computing_data_collection       'Brueker software'
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2011 (Burla et al., 2007)'
_refine_diff_density_max         4.948
_refine_diff_density_min         -1.273
_refine_diff_density_rms         0.404
_refine_ls_extinction_coef       0.040(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         9255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1560
_refine_ls_R_factor_gt           0.1046
_refine_ls_restrained_S_all      1.017
_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)+(0.1346P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2335
_refine_ls_wR_factor_ref         0.2609
_refine_special_details          
;
The largest residual peak is very large but it 
is in the vicinity of the heavy atom 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Uiso: H11A(0.2) H11B(0.2) H12A(0.2) H12B(0.2) H13A(0.2) H13B(0.2)
 H14A(0.2) H14B(0.2) H15A(0.2) H15B(0.2) H18C(0.2) H16A(0.2) H16B(0.2)
 H18D(0.2) H17A(0.2) H17B(0.2)
 Fixed X: H11A(0.75302) H11B(0.69303) H12A(0.715261) H12B(0.75703) H13A(0.636)
 H13B(0.634529) H14A(0.855241) H14B(0.89389) H15A(0.80433) H15B(0.740029)
 H18C(0.713201) H16A(0.747499) H16B(0.777699) H18D(0.678101) H17A(1.2429)
 H17B(1.2027)
 Fixed Y: H11A(0.477489) H11B(0.35109) H12A(-0.18228) H12B(-0.04277) H13A(-
 0.024131) H13B(0.15688) H14A(-0.16261) H14B(0.030459) H15A(0.38422)
 H15B(0.4669) H18C(0.579399) H16A(0.2271) H16B(0.0569) H18D(0.425301)
 H17A(0.220901) H17B(0.329201)
 Fixed Z: H11A(0.06503) H11B(0.06927) H12A(-0.059571) H12B(-0.08661) H13A(-
 0.01872) H13B(0.01999) H14A(-0.000401) H14B(0.021841) H15A(-0.052371) H15B(-
 0.032331) H18C(0.265301) H16A(0.2154) H16B(0.188001) H18D(0.204599)
 H17A(0.2385) H17B(0.181901)
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C10(H10A,H10B), C18(H18A,H18B), C19(H19A,H19B),
 C21(H21A,H21B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
3.c Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,C6), C12(C13,C14,C15,C16,C17)
3.d Idealised Me refined as rotating group:
 C101(H10C,H10D,H10E)

;
_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 0.76626(2) 0.10873(6) 0.01793(2) 0.0506(3) Uani 1 1 d . . . . .
Cu1 Cu 0.5000 0.5000 0.0000 0.0488(4) Uani 1 2 d S T P . .
Cu2 Cu 1.0000 0.5000 0.0000 0.0560(5) Uani 1 2 d S T P . .
N1 N 1.0037(4) 0.5772(12) 0.0791(4) 0.053(2) Uani 1 1 d . . . . .
N2 N 0.5050(4) 0.3888(11) -0.0750(3) 0.0469(18) Uani 1 1 d . . . . .
O1 O 0.8523(3) 0.3066(11) 0.0636(3) 0.066(2) Uani 1 1 d . . . . .
O2 O 0.9403(4) 0.2534(11) 0.0317(3) 0.066(2) Uani 1 1 d . . . . .
O3 O 1.0842(4) 0.3677(12) 0.0317(3) 0.068(2) Uani 1 1 d . . . . .
O4 O 1.1525(5) 0.2836(19) 0.1095(4) 0.109(4) Uani 1 1 d . . . . .
O5 O 0.6561(5) 0.6416(12) -0.0723(4) 0.087(3) Uani 1 1 d . . . . .
O6 O 0.5804(4) 0.7140(10) -0.0273(3) 0.0617(19) Uani 1 1 d . . . . .
O7 O 0.4250(3) 0.6517(10) -0.0414(3) 0.0539(17) Uani 1 1 d . . . . .
O8 O 0.3531(4) 0.6251(13) -0.1230(4) 0.077(2) Uani 1 1 d . . . . .
O9 O 0.7680(4) -0.2314(11) 0.0525(4) 0.066(2) Uani 1 1 d . . . . .
O10 O 0.7837(4) 0.0159(12) 0.1113(3) 0.067(2) Uani 1 1 d . . . . .
O11 O 0.7192(4) 0.3912(9) 0.0450(4) 0.064(2) Uani 1 1 d . . . . .
H11A H 0.7530 0.4775 0.0650 0.200 Uiso 1 1 d . . . . .
H11B H 0.6930 0.3511 0.0693 0.200 Uiso 1 1 d . . . . .
O12 O 0.7247(8) -0.046(2) -0.0660(5) 0.156(7) Uani 1 1 d . . . . .
H12A H 0.7153 -0.1823 -0.0596 0.200 Uiso 1 1 d . . . . .
H12B H 0.7570 -0.0428 -0.0866 0.200 Uiso 1 1 d . . . . .
O13 O 0.6569(4) 0.0363(12) 0.0160(4) 0.069(2) Uani 1 1 d . . . . .
H13A H 0.6360 -0.0241 -0.0187 0.200 Uiso 1 1 d . . . . .
H13B H 0.6345 0.1569 0.0200 0.200 Uiso 1 1 d . . . . .
O14 O 0.8556(4) -0.0188(13) -0.0043(5) 0.103(4) Uani 1 1 d . . . . .
H14A H 0.8552 -0.1626 -0.0004 0.200 Uiso 1 1 d . . . . .
H14B H 0.8939 0.0305 0.0218 0.200 Uiso 1 1 d . . . . .
O15 O 0.7606(8) 0.3479(16) -0.0512(5) 0.119(4) Uani 1 1 d . . . . .
H15A H 0.8043 0.3842 -0.0524 0.200 Uiso 1 1 d . . . . .
H15B H 0.7400 0.4669 -0.0323 0.200 Uiso 1 1 d . . . . .
C1 C 1.0214(4) 0.8952(10) 0.1395(3) 0.058(3) Uani 1 1 d . . . . .
C2 C 0.9644(3) 0.9732(11) 0.1476(3) 0.064(3) Uani 1 1 d G . . . .
H2 H 0.9262 0.9611 0.1204 0.076 Uiso 1 1 calc R . . . .
C3 C 0.9644(5) 1.0691(11) 0.1963(4) 0.082(4) Uani 1 1 d G . . . .
H3 H 0.9263 1.1212 0.2017 0.098 Uiso 1 1 calc R . . . .
C4 C 1.0214(6) 1.0871(12) 0.2370(3) 0.106(6) Uani 1 1 d G . . . .
H4 H 1.0215 1.1512 0.2696 0.128 Uiso 1 1 calc R . . . .
C5 C 1.0784(5) 1.0092(14) 0.2289(3) 0.108(6) Uani 1 1 d G . . . .
H5 H 1.1166 1.0212 0.2562 0.130 Uiso 1 1 calc R . . . .
C6 C 1.0784(3) 0.9133(12) 0.1802(4) 0.077(4) Uani 1 1 d G . . . .
H6 H 1.1165 0.8611 0.1748 0.093 Uiso 1 1 calc R . . . .
C7 C 1.0206(5) 0.7980(15) 0.0851(4) 0.055(2) Uani 1 1 d . . . . .
H7A H 1.0628 0.8156 0.0783 0.066 Uiso 1 1 calc R . . . .
H7B H 0.9899 0.8693 0.0567 0.066 Uiso 1 1 calc R . . . .
C8 C 0.9380(6) 0.5411(17) 0.0889(5) 0.061(3) Uani 1 1 d . . . . .
H8A H 0.9101 0.6536 0.0758 0.073 Uiso 1 1 calc R . . . .
H8B H 0.9418 0.5268 0.1278 0.073 Uiso 1 1 calc R . . . .
C9 C 0.9081(6) 0.3486(14) 0.0584(4) 0.054(3) Uani 1 1 d . . . . .
C10 C 1.0539(5) 0.4528(17) 0.1151(5) 0.057(3) Uani 1 1 d . . . . .
H10A H 1.0332 0.3461 0.1301 0.068 Uiso 1 1 calc R . . . .
H10B H 1.0777 0.5330 0.1453 0.068 Uiso 1 1 calc R . . . .
C11 C 1.1020(6) 0.3618(18) 0.0848(6) 0.070(3) Uani 1 1 d . . . . .
C12 C 0.4800(4) 0.0699(10) -0.1332(3) 0.057(3) Uani 1 1 d . . . . .
C13 C 0.5357(4) -0.0017(12) -0.1452(4) 0.074(4) Uani 1 1 d G . . . .
H13 H 0.5753 0.0125 -0.1198 0.089 Uiso 1 1 calc R . . . .
C14 C 0.5323(5) -0.0947(11) -0.1949(4) 0.101(6) Uani 1 1 d G . . . .
H14 H 0.5696 -0.1426 -0.2029 0.121 Uiso 1 1 calc R . . . .
C15 C 0.4732(7) -0.1161(12) -0.2328(3) 0.130(9) Uani 1 1 d G . . . .
H15 H 0.4709 -0.1783 -0.2661 0.157 Uiso 1 1 calc R . . . .
C16 C 0.4174(5) -0.0444(14) -0.2209(3) 0.132(8) Uani 1 1 d G . . . .
H16 H 0.3779 -0.0587 -0.2462 0.158 Uiso 1 1 calc R . . . .
C17 C 0.4208(4) 0.0485(13) -0.1711(4) 0.078(4) Uani 1 1 d G . . . .
H17 H 0.3835 0.0965 -0.1631 0.094 Uiso 1 1 calc R . . . .
C18 C 0.4850(5) 0.1786(14) -0.0780(5) 0.054(2) Uani 1 1 d . . . . .
H18A H 0.4433 0.1710 -0.0697 0.065 Uiso 1 1 calc R . . . .
H18B H 0.5154 0.1064 -0.0496 0.065 Uiso 1 1 calc R . . . .
C19 C 0.5720(5) 0.4114(13) -0.0805(5) 0.053(2) Uani 1 1 d . . . . .
H19A H 0.5716 0.4018 -0.1189 0.063 Uiso 1 1 calc R . . . .
H19B H 0.5977 0.3021 -0.0616 0.063 Uiso 1 1 calc R . . . .
C20 C 0.6044(5) 0.6061(14) -0.0580(5) 0.056(3) Uani 1 1 d . . . . .
C21 C 0.4614(5) 0.5162(16) -0.1161(4) 0.055(2) Uani 1 1 d . . . . .
H21A H 0.4423 0.4382 -0.1484 0.065 Uiso 1 1 calc R . . . .
H21B H 0.4860 0.6230 -0.1268 0.065 Uiso 1 1 calc R . . . .
C22 C 0.4082(5) 0.6033(14) -0.0928(5) 0.054(2) Uani 1 1 d . . . . .
C100 C 0.7801(6) -0.1681(17) 0.1022(6) 0.065(3) Uani 1 1 d . . . . .
C101 C 0.7881(8) -0.312(2) 0.1487(6) 0.095(5) Uani 1 1 d . . . . .
H10C H 0.8113 -0.2493 0.1819 0.143 Uiso 1 1 calc GR . . . .
H10D H 0.8116 -0.4261 0.1416 0.143 Uiso 1 1 calc GR . . . .
H10E H 0.7464 -0.3529 0.1523 0.143 Uiso 1 1 calc GR . . . .
O16 O 0.7869(11) 0.152(2) 0.2185(7) 0.175(7) Uani 1 1 d . . . . .
O17 O 1.2392(9) 0.345(3) 0.2135(7) 0.180(7) Uani 1 1 d . . . . .
O18 O 0.7048(9) 0.464(3) 0.2420(7) 0.170(7) Uani 1 1 d . . . . .
H18C H 0.7132 0.5794 0.2653 0.200 Uiso 1 1 d . . . . .
H16A H 0.7475 0.2271 0.2154 0.200 Uiso 1 1 d . . . . .
H16B H 0.7777 0.0569 0.1880 0.200 Uiso 1 1 d . . . . .
H18D H 0.6781 0.4253 0.2046 0.200 Uiso 1 1 d . . . . .
H17A H 1.2429 0.2209 0.2385 0.200 Uiso 1 1 d . . . . .
H17B H 1.2027 0.3292 0.1819 0.200 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 2.331(7) . ?
Er1 O9 2.448(7) . ?
Er1 O10 2.378(7) . ?
Er1 O11 2.334(7) . ?
Er1 O12 2.328(11) . ?
Er1 O13 2.383(8) . ?
Er1 O14 2.293(8) . ?
Er1 O15 2.357(10) . ?
Er1 C100 2.788(11) . ?
Cu1 N2 2.065(8) 3_665 ?
Cu1 N2 2.065(8) . ?
Cu1 O7 1.969(7) . ?
Cu1 O7 1.969(7) 3_665 ?
Cu2 N1 2.046(9) . ?
Cu2 N1 2.046(9) 3_765 ?
Cu2 O2 2.356(7) . ?
Cu2 O2 2.356(7) 3_765 ?
Cu2 O3 1.991(9) 3_765 ?
Cu2 O3 1.991(9) . ?
N1 C7 1.529(12) . ?
N1 C8 1.510(13) . ?
N1 C10 1.481(15) . ?
N2 C18 1.475(12) . ?
N2 C19 1.485(13) . ?
N2 C21 1.482(13) . ?
O1 C9 1.269(12) . ?
O2 C9 1.255(12) . ?
O3 C11 1.301(16) . ?
O4 C11 1.225(15) . ?
O5 C20 1.272(13) . ?
O6 C20 1.263(12) . ?
O7 C22 1.296(13) . ?
O8 C22 1.245(14) . ?
O9 C100 1.288(15) . ?
O10 C100 1.260(14) . ?
O11 H11A 0.966(8) . ?
O11 H11B 0.968(8) . ?
O12 H12A 0.965(13) . ?
O12 H12B 0.965(14) . ?
O13 H13A 0.968(9) . ?
O13 H13B 0.960(8) . ?
O14 H14A 0.973(9) . ?
O14 H14B 0.973(11) . ?
O15 H15A 0.975(15) . ?
O15 H15B 1.082(12) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 C7 1.519(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 H5 0.9300 . ?
C5 C6 1.3900 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.561(15) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.554(16) . ?
C12 C13 1.3900 . ?
C12 C17 1.3900 . ?
C12 C18 1.554(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.525(13) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.527(15) . ?
C100 C101 1.499(17) . ?
C101 H10C 0.9600 . ?
C101 H10D 0.9600 . ?
C101 H10E 0.9600 . ?
O16 H16A 0.97(2) . ?
O16 H16B 0.983(14) . ?
O17 H17A 1.04(2) . ?
O17 H17B 0.973(15) . ?
O18 H18C 0.965(17) . ?
O18 H18D 1.008(16) . ?

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 O9 114.7(3) . . ?
O1 Er1 O10 75.6(3) . . ?
O1 Er1 O13 141.1(3) . . ?
O1 Er1 O15 82.2(4) . . ?
O1 Er1 C100 94.9(3) . . ?
O9 Er1 C100 27.5(3) . . ?
O10 Er1 O9 54.2(3) . . ?
O10 Er1 O13 82.8(3) . . ?
O10 Er1 C100 26.7(3) . . ?
O11 Er1 O1 74.6(3) . . ?
O11 Er1 O9 128.8(3) . . ?
O11 Er1 O10 84.0(3) . . ?
O11 Er1 O13 71.2(3) . . ?
O11 Er1 O15 73.4(4) . . ?
O11 Er1 C100 107.0(4) . . ?
O12 Er1 O1 141.2(3) . . ?
O12 Er1 O9 82.9(4) . . ?
O12 Er1 O10 135.7(4) . . ?
O12 Er1 O11 122.4(5) . . ?
O12 Er1 O13 75.0(4) . . ?
O12 Er1 O15 72.1(5) . . ?
O12 Er1 C100 109.9(4) . . ?
O13 Er1 O9 75.1(3) . . ?
O13 Er1 C100 78.1(3) . . ?
O14 Er1 O1 74.4(3) . . ?
O14 Er1 O9 78.4(3) . . ?
O14 Er1 O10 102.3(4) . . ?
O14 Er1 O11 145.6(3) . . ?
O14 Er1 O12 76.2(5) . . ?
O14 Er1 O13 142.7(3) . . ?
O14 Er1 O15 88.0(4) . . ?
O14 Er1 C100 90.1(4) . . ?
O15 Er1 O9 153.8(4) . . ?
O15 Er1 O10 151.8(4) . . ?
O15 Er1 O13 104.9(4) . . ?
O15 Er1 C100 176.8(5) . . ?
N2 Cu1 N2 180.0 . 3_665 ?
O7 Cu1 N2 94.4(3) 3_665 . ?
O7 Cu1 N2 85.6(3) 3_665 3_665 ?
O7 Cu1 N2 94.4(3) . 3_665 ?
O7 Cu1 N2 85.6(3) . . ?
O7 Cu1 O7 180.0 . 3_665 ?
N1 Cu2 N1 180.0 . 3_765 ?
N1 Cu2 O2 74.8(3) . . ?
N1 Cu2 O2 105.2(3) . 3_765 ?
N1 Cu2 O2 74.8(3) 3_765 3_765 ?
N1 Cu2 O2 105.2(3) 3_765 . ?
O2 Cu2 O2 180.0(2) . 3_765 ?
O3 Cu2 N1 85.0(3) . . ?
O3 Cu2 N1 95.0(3) . 3_765 ?
O3 Cu2 N1 95.0(3) 3_765 . ?
O3 Cu2 N1 85.0(3) 3_765 3_765 ?
O3 Cu2 O2 93.6(3) 3_765 3_765 ?
O3 Cu2 O2 86.4(3) . 3_765 ?
O3 Cu2 O2 86.4(3) 3_765 . ?
O3 Cu2 O2 93.6(3) . . ?
O3 Cu2 O3 180.0 . 3_765 ?
C7 N1 Cu2 107.1(6) . . ?
C8 N1 Cu2 108.1(6) . . ?
C8 N1 C7 110.3(8) . . ?
C10 N1 Cu2 107.4(6) . . ?
C10 N1 C7 111.8(8) . . ?
C10 N1 C8 111.8(8) . . ?
C18 N2 Cu1 108.3(6) . . ?
C18 N2 C19 111.6(7) . . ?
C18 N2 C21 113.3(8) . . ?
C19 N2 Cu1 108.8(6) . . ?
C19 N2 C21 109.2(8) . . ?
C21 N2 Cu1 105.3(6) . . ?
C9 O1 Er1 136.5(7) . . ?
C9 O2 Cu2 104.0(6) . . ?
C11 O3 Cu2 115.4(7) . . ?
C22 O7 Cu1 112.7(6) . . ?
C100 O9 Er1 91.1(6) . . ?
C100 O10 Er1 95.1(7) . . ?
Er1 O11 H11A 108.8(6) . . ?
Er1 O11 H11B 108.7(5) . . ?
H11A O11 H11B 108.3(9) . . ?
Er1 O12 H12A 108.7(8) . . ?
Er1 O12 H12B 108.7(8) . . ?
H12A O12 H12B 108.6(18) . . ?
Er1 O13 H13A 109.5(6) . . ?
Er1 O13 H13B 109.8(6) . . ?
H13A O13 H13B 108.8(8) . . ?
Er1 O14 H14A 108.6(6) . . ?
Er1 O14 H14B 108.6(6) . . ?
H14A O14 H14B 107.3(12) . . ?
Er1 O15 H15A 108.8(10) . . ?
Er1 O15 H15B 97.4(6) . . ?
H15A O15 H15B 109.2(12) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 C7 119.0(6) . . ?
C6 C1 C7 121.0(6) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 H6 120.0 . . ?
N1 C7 H7A 108.0 . . ?
N1 C7 H7B 108.0 . . ?
C1 C7 N1 117.3(8) . . ?
C1 C7 H7A 108.0 . . ?
C1 C7 H7B 108.0 . . ?
H7A C7 H7B 107.2 . . ?
N1 C8 H8A 109.7 . . ?
N1 C8 H8B 109.7 . . ?
N1 C8 C9 109.6(8) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
O1 C9 C8 114.5(9) . . ?
O2 C9 O1 127.0(10) . . ?
O2 C9 C8 118.5(9) . . ?
N1 C10 H10A 109.0 . . ?
N1 C10 H10B 109.0 . . ?
N1 C10 C11 113.0(9) . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
O3 C11 C10 115.9(11) . . ?
O4 C11 O3 122.1(12) . . ?
O4 C11 C10 121.9(12) . . ?
C13 C12 C17 120.0 . . ?
C13 C12 C18 119.2(7) . . ?
C17 C12 C18 120.7(7) . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
N2 C18 C12 116.8(8) . . ?
N2 C18 H18A 108.1 . . ?
N2 C18 H18B 108.1 . . ?
C12 C18 H18A 108.1 . . ?
C12 C18 H18B 108.1 . . ?
H18A C18 H18B 107.3 . . ?
N2 C19 H19A 108.6 . . ?
N2 C19 H19B 108.6 . . ?
N2 C19 C20 114.5(8) . . ?
H19A C19 H19B 107.6 . . ?
C20 C19 H19A 108.6 . . ?
C20 C19 H19B 108.6 . . ?
O5 C20 C19 113.8(9) . . ?
O6 C20 O5 125.8(10) . . ?
O6 C20 C19 120.4(9) . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 C22 110.7(8) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
O7 C22 C21 115.8(9) . . ?
O8 C22 O7 124.6(11) . . ?
O8 C22 C21 119.6(10) . . ?
O9 C100 Er1 61.4(6) . . ?
O9 C100 C101 120.3(11) . . ?
O10 C100 Er1 58.1(6) . . ?
O10 C100 O9 119.5(10) . . ?
O10 C100 C101 120.2(12) . . ?
C101 C100 Er1 178.3(10) . . ?
C100 C101 H10C 109.5 . . ?
C100 C101 H10D 109.5 . . ?
C100 C101 H10E 109.5 . . ?
H10C C101 H10D 109.5 . . ?
H10C C101 H10E 109.5 . . ?
H10D C101 H10E 109.5 . . ?
H16A O16 H16B 106(2) . . ?
H17A O17 H17B 109.6(18) . . ?
H18C O18 H18D 139(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
Er1 O1 C9 O2 -18.4(19) . . . . ?
Er1 O1 C9 C8 161.3(8) . . . . ?
Er1 O9 C100 O10 1.8(11) . . . . ?
Er1 O9 C100 C101 -179.8(12) . . . . ?
Er1 O10 C100 O9 -1.9(12) . . . . ?
Er1 O10 C100 C101 179.7(12) . . . . ?
Cu1 N2 C18 C12 175.3(7) . . . . ?
Cu1 N2 C19 C20 -39.6(11) . . . . ?
Cu1 N2 C21 C22 -27.2(9) . . . . ?
Cu1 O7 C22 O8 155.5(9) . . . . ?
Cu1 O7 C22 C21 -25.2(10) . . . . ?
Cu2 N1 C7 C1 175.6(7) . . . . ?
Cu2 N1 C8 C9 37.7(11) . . . . ?
Cu2 N1 C10 C11 19.4(10) . . . . ?
Cu2 O2 C9 O1 147.7(10) . . . . ?
Cu2 O2 C9 C8 -32.1(12) . . . . ?
Cu2 O3 C11 O4 179.5(11) . . . . ?
Cu2 O3 C11 C10 1.8(13) . . . . ?
N1 C8 C9 O1 -179.2(10) . . . . ?
N1 C8 C9 O2 0.5(15) . . . . ?
N1 C10 C11 O3 -14.9(14) . . . . ?
N1 C10 C11 O4 167.4(12) . . . . ?
N2 C19 C20 O5 -166.8(10) . . . . ?
N2 C19 C20 O6 14.3(15) . . . . ?
N2 C21 C22 O7 36.7(12) . . . . ?
N2 C21 C22 O8 -144.0(10) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C1 C6 C5 0.0 . . . . ?
C2 C1 C7 N1 -87.5(10) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C6 C1 C2 C3 0.0 . . . . ?
C6 C1 C7 N1 94.8(9) . . . . ?
C7 N1 C8 C9 154.6(9) . . . . ?
C7 N1 C10 C11 -97.9(10) . . . . ?
C7 C1 C2 C3 -177.7(7) . . . . ?
C7 C1 C6 C5 177.7(7) . . . . ?
C8 N1 C7 C1 58.2(12) . . . . ?
C8 N1 C10 C11 137.8(9) . . . . ?
C10 N1 C7 C1 -66.9(11) . . . . ?
C10 N1 C8 C9 -80.3(11) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C12 C17 C16 0.0 . . . . ?
C13 C12 C18 N2 80.3(10) . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C12 0.0 . . . . ?
C17 C12 C13 C14 0.0 . . . . ?
C17 C12 C18 N2 -98.0(9) . . . . ?
C18 N2 C19 C20 -159.1(9) . . . . ?
C18 N2 C21 C22 90.9(10) . . . . ?
C18 C12 C13 C14 -178.3(7) . . . . ?
C18 C12 C17 C16 178.3(7) . . . . ?
C19 N2 C18 C12 -65.0(12) . . . . ?
C19 N2 C21 C22 -143.9(8) . . . . ?
C21 N2 C18 C12 58.9(11) . . . . ?
C21 N2 C19 C20 74.8(11) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.275 0.742 0.159 50.7 10.2 ?
2 0.275 0.758 0.659 50.7 10.2 ?
3 0.725 0.242 0.341 50.7 10.8 ?
4 0.725 0.258 0.841 50.7 10.8 ?

_olex2_submission_special_instructions 'No special instructions were received'
