# Supplementary Material (ESI) for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2010

data_global

_journal_coden_Cambridge         1350

loop_
_publ_author_name
'Xiangjian Kong'
'Rongbin Huang'
'La-Sheng Long'
'Lan-Sun Zheng'
'Gui-Lin Zhuang'

_publ_contact_author_name        'Xiangjian Kong'
_publ_contact_author_email       XJKONG@XMU.EDU.CN

_publ_section_title              
;
Effect of lanthanide contraction on crystal structures
of lanthanide coordination polymers with 2,5-piperazinediones-1,4-diacetic acid
;

# Attachment 'complex1.cif'

data_complex1
_database_code_depnum_ccdc_archive 'CCDC 763312'
#TrackingRef 'complex1.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H18 La N3 O12'
_chemical_formula_weight         535.20

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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   p-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.5588(2)
_cell_length_b                   11.9018(5)
_cell_length_c                   15.8005(6)
_cell_angle_alpha                85.912(4)
_cell_angle_beta                 84.811(3)
_cell_angle_gamma                83.249(3)
_cell_volume                     846.27(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6464
_cell_measurement_theta_min      3.8839
_cell_measurement_theta_max      32.6908

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.100
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    2.599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5094
_exptl_absorpt_correction_T_max  0.7811
_exptl_absorpt_process_details   'CrysAlis RED'

_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CrysAlis CCD, Oxford Diffraction Ltd.'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8485
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.89
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3276
_reflns_number_gt                2822
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0260P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3276
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0220
_refine_ls_wR_factor_ref         0.0505
_refine_ls_wR_factor_gt          0.0495
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 1.19167(4) 0.224261(15) 0.326333(12) 0.00990(6) Uani 1 1 d . . .
O1 O 0.6013(5) 1.10212(18) 0.39300(14) 0.0159(5) Uani 1 1 d . . .
O2 O 1.0516(5) 1.02403(19) 0.35126(16) 0.0207(5) Uani 1 1 d . . .
O3 O 0.9252(5) 0.79188(19) 0.51726(14) 0.0183(5) Uani 1 1 d . . .
O4 O 1.3634(5) 0.6526(2) 0.21226(15) 0.0252(6) Uani 1 1 d . . .
O5 O 1.2346(5) 0.42553(19) 0.38787(16) 0.0208(5) Uani 1 1 d . . .
O6 O 1.6778(5) 0.34303(18) 0.34863(14) 0.0164(5) Uani 1 1 d . . .
O7 O 0.8039(5) 0.20133(19) 0.22626(14) 0.0197(5) Uani 1 1 d . . .
O8 O 0.4409(5) 0.0998(2) 0.20653(14) 0.0212(5) Uani 1 1 d . . .
O9 O 0.7998(5) -0.1396(2) 0.11039(15) 0.0269(6) Uani 1 1 d . . .
N1 N 0.9093(5) 0.8091(2) 0.37546(16) 0.0103(5) Uani 1 1 d . . .
N2 N 1.3925(5) 0.6404(2) 0.35440(17) 0.0125(5) Uani 1 1 d . . .
N3 N 0.6954(5) 0.0370(2) 0.05256(16) 0.0152(6) Uani 1 1 d . . .
C1 C 0.7857(6) 1.0184(3) 0.3755(2) 0.0129(6) Uani 1 1 d . . .
C2 C 0.6725(6) 0.9024(2) 0.3830(2) 0.0134(6) Uani 1 1 d . . .
H2A H 0.5573 0.8929 0.4387 0.016 Uiso 1 1 calc R . .
H2B H 0.5368 0.8990 0.3380 0.016 Uiso 1 1 calc R . .
C3 C 1.0309(7) 0.7821(3) 0.2895(2) 0.0147(7) Uani 1 1 d . . .
H3A H 1.1078 0.8507 0.2609 0.018 Uiso 1 1 calc R . .
H3B H 0.8667 0.7646 0.2575 0.018 Uiso 1 1 calc R . .
C4 C 1.2744(7) 0.6852(3) 0.2831(2) 0.0142(7) Uani 1 1 d . . .
C5 C 1.0246(6) 0.7625(2) 0.44563(19) 0.0108(6) Uani 1 1 d . . .
C6 C 1.2757(6) 0.6695(3) 0.4398(2) 0.0123(6) Uani 1 1 d . . .
H6A H 1.4397 0.6916 0.4698 0.015 Uiso 1 1 calc R . .
H6B H 1.2087 0.6006 0.4708 0.015 Uiso 1 1 calc R . .
C7 C 1.6222(6) 0.5442(3) 0.3491(2) 0.0161(7) Uani 1 1 d . . .
H7A H 1.7640 0.5498 0.3921 0.019 Uiso 1 1 calc R . .
H7B H 1.7325 0.5483 0.2922 0.019 Uiso 1 1 calc R . .
C8 C 1.5006(6) 0.4305(3) 0.36341(19) 0.0116(6) Uani 1 1 d . . .
C9 C 0.6904(7) 0.1323(3) 0.1872(2) 0.0140(7) Uani 1 1 d . . .
C10 C 0.8725(7) 0.0862(3) 0.1090(2) 0.0203(7) Uani 1 1 d . . .
H10A H 0.9694 0.1484 0.0772 0.024 Uiso 1 1 calc R . .
H10B H 1.0304 0.0277 0.1276 0.024 Uiso 1 1 calc R . .
C11 C 0.6640(7) -0.0725(3) 0.0605(2) 0.0162(7) Uani 1 1 d . . .
C12 C 0.4577(7) -0.1182(3) 0.0062(2) 0.0170(7) Uani 1 1 d . . .
H12A H 0.5728 -0.1782 -0.0273 0.020 Uiso 1 1 calc R . .
H12B H 0.3068 -0.1545 0.0442 0.020 Uiso 1 1 calc R . .
O1W O 1.2499(5) 0.3641(2) 0.19548(16) 0.0259(6) Uani 1 1 d . . .
H13A H 1.1773 0.3400 0.1542 0.039 Uiso 1 1 calc R . .
H13B H 1.1474 0.4368 0.2083 0.039 Uiso 1 1 d R . .
O2W O 1.0250(6) 0.6384(2) 0.07640(16) 0.0301(6) Uani 1 1 d . . .
O3W O 0.7631(5) 0.4329(2) 0.09222(16) 0.0304(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
La1 0.01117(9) 0.00845(9) 0.01027(10) -0.00234(6) -0.00210(6) 0.00010(6)
O1 0.0182(11) 0.0111(11) 0.0177(12) -0.0020(9) -0.0035(9) 0.0040(9)
O2 0.0106(11) 0.0150(12) 0.0361(15) 0.0019(11) -0.0007(10) -0.0020(9)
O3 0.0210(12) 0.0213(13) 0.0117(12) -0.0040(10) 0.0006(9) 0.0023(10)
O4 0.0245(13) 0.0329(15) 0.0168(13) -0.0095(11) -0.0002(10) 0.0066(11)
O5 0.0129(11) 0.0149(12) 0.0351(15) -0.0072(11) 0.0005(10) -0.0026(9)
O6 0.0172(11) 0.0101(11) 0.0217(13) -0.0043(10) -0.0032(10) 0.0022(9)
O7 0.0264(12) 0.0187(12) 0.0164(12) -0.0073(10) -0.0098(10) -0.0021(10)
O8 0.0125(11) 0.0338(14) 0.0183(12) -0.0119(11) 0.0031(10) -0.0040(10)
O9 0.0271(13) 0.0299(14) 0.0230(14) 0.0001(12) -0.0088(11) 0.0032(11)
N1 0.0113(12) 0.0079(12) 0.0115(13) -0.0028(10) -0.0017(10) 0.0022(10)
N2 0.0125(12) 0.0082(13) 0.0161(14) -0.0022(11) -0.0006(11) 0.0022(10)
N3 0.0114(13) 0.0232(15) 0.0115(13) -0.0087(12) -0.0004(11) 0.0001(11)
C1 0.0130(15) 0.0119(16) 0.0131(16) 0.0031(13) -0.0059(13) 0.0032(12)
C2 0.0078(14) 0.0104(15) 0.0212(17) -0.0019(13) -0.0022(13) 0.0030(12)
C3 0.0165(16) 0.0165(17) 0.0101(16) -0.0003(13) -0.0021(13) 0.0019(13)
C4 0.0157(16) 0.0120(16) 0.0151(17) -0.0042(13) -0.0012(13) -0.0008(13)
C5 0.0106(14) 0.0097(15) 0.0125(16) -0.0020(13) 0.0001(12) -0.0030(12)
C6 0.0123(15) 0.0105(15) 0.0139(16) -0.0002(13) -0.0026(12) 0.0004(12)
C7 0.0115(16) 0.0125(16) 0.0233(19) -0.0026(14) -0.0014(14) 0.0042(13)
C8 0.0137(15) 0.0110(15) 0.0106(15) -0.0025(12) -0.0061(12) 0.0011(12)
C9 0.0149(15) 0.0148(16) 0.0117(16) -0.0018(13) -0.0043(13) 0.0036(13)
C10 0.0116(16) 0.034(2) 0.0167(17) -0.0139(16) 0.0013(13) -0.0052(14)
C11 0.0124(15) 0.0249(18) 0.0106(16) -0.0055(14) 0.0021(13) 0.0013(13)
C12 0.0154(16) 0.0184(17) 0.0183(17) -0.0057(14) -0.0019(14) -0.0030(13)
O1W 0.0257(13) 0.0277(14) 0.0242(14) 0.0077(11) -0.0057(11) -0.0056(11)
O2W 0.0351(14) 0.0297(15) 0.0262(15) -0.0031(12) -0.0054(12) -0.0037(12)
O3W 0.0294(14) 0.0350(15) 0.0260(14) 0.0071(12) -0.0030(11) -0.0053(11)

_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
La1 O3 2.479(2) 2_766 ?
La1 O1 2.492(2) 1_645 ?
La1 O7 2.526(2) . ?
La1 O2 2.534(2) 1_545 ?
La1 O1W 2.575(2) . ?
La1 O8 2.585(2) 1_655 ?
La1 O6 2.599(2) 1_455 ?
La1 O5 2.683(2) . ?
La1 O6 2.825(2) . ?
La1 C8 3.086(3) . ?
O1 C1 1.255(4) . ?
O1 La1 2.492(2) 1_465 ?
O2 C1 1.246(4) . ?
O2 La1 2.534(2) 1_565 ?
O3 C5 1.239(4) . ?
O3 La1 2.479(2) 2_766 ?
O4 C4 1.229(4) . ?
O5 C8 1.246(4) . ?
O6 C8 1.263(4) . ?
O6 La1 2.599(2) 1_655 ?
O7 C9 1.247(4) . ?
O8 C9 1.249(4) . ?
O8 La1 2.585(2) 1_455 ?
O9 C11 1.234(4) . ?
N1 C5 1.327(4) . ?
N1 C2 1.458(4) . ?
N1 C3 1.462(4) . ?
N2 C4 1.342(4) . ?
N2 C6 1.456(4) . ?
N2 C7 1.459(4) . ?
N3 C11 1.324(4) . ?
N3 C10 1.451(4) . ?
N3 C12 1.454(4) 2_655 ?
C1 C2 1.523(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.506(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 C6 1.497(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.516(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.524(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.500(4) . ?
C12 N3 1.454(4) 2_655 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
O1W H13A 0.8400 . ?
O1W H13B 0.9599 . ?

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 La1 O1 70.79(7) 2_766 1_645 ?
O3 La1 O7 120.75(7) 2_766 . ?
O1 La1 O7 137.22(7) 1_645 . ?
O3 La1 O2 77.61(8) 2_766 1_545 ?
O1 La1 O2 70.97(7) 1_645 1_545 ?
O7 La1 O2 72.15(7) . 1_545 ?
O3 La1 O1W 144.56(8) 2_766 . ?
O1 La1 O1W 125.95(7) 1_645 . ?
O7 La1 O1W 70.82(8) . . ?
O2 La1 O1W 135.11(8) 1_545 . ?
O3 La1 O8 138.78(7) 2_766 1_655 ?
O1 La1 O8 75.29(7) 1_645 1_655 ?
O7 La1 O8 72.13(7) . 1_655 ?
O2 La1 O8 69.62(8) 1_545 1_655 ?
O1W La1 O8 75.54(8) . 1_655 ?
O3 La1 O6 76.40(7) 2_766 1_455 ?
O1 La1 O6 147.18(7) 1_645 1_455 ?
O7 La1 O6 61.90(7) . 1_455 ?
O2 La1 O6 101.45(7) 1_545 1_455 ?
O1W La1 O6 82.54(7) . 1_455 ?
O8 La1 O6 133.41(7) 1_655 1_455 ?
O3 La1 O5 71.69(7) 2_766 . ?
O1 La1 O5 101.54(7) 1_645 . ?
O7 La1 O5 121.23(7) . . ?
O2 La1 O5 149.08(8) 1_545 . ?
O1W La1 O5 74.12(8) . . ?
O8 La1 O5 139.07(7) 1_655 . ?
O6 La1 O5 68.10(6) 1_455 . ?
O3 La1 O6 89.98(7) 2_766 . ?
O1 La1 O6 67.21(7) 1_645 . ?
O7 La1 O6 143.88(7) . . ?
O2 La1 O6 138.16(6) 1_545 . ?
O1W La1 O6 73.08(7) . . ?
O8 La1 O6 97.96(7) 1_655 . ?
O6 La1 O6 114.32(7) 1_455 . ?
O5 La1 O6 46.91(6) . . ?
O3 La1 C8 84.36(8) 2_766 . ?
O1 La1 C8 87.51(7) 1_645 . ?
O7 La1 C8 132.09(8) . . ?
O2 La1 C8 155.46(8) 1_545 . ?
O1W La1 C8 67.35(8) . . ?
O8 La1 C8 117.12(8) 1_655 . ?
O6 La1 C8 90.17(7) 1_455 . ?
O5 La1 C8 23.65(7) . . ?
O6 La1 C8 24.15(7) . . ?
C1 O1 La1 138.76(19) . 1_465 ?
C1 O2 La1 114.27(19) . 1_565 ?
C5 O3 La1 158.1(2) . 2_766 ?
C8 O5 La1 96.61(18) . . ?
C8 O6 La1 156.1(2) . 1_655 ?
C8 O6 La1 89.55(17) . . ?
La1 O6 La1 114.32(7) 1_655 . ?
C9 O7 La1 145.0(2) . . ?
C9 O8 La1 106.3(2) . 1_455 ?
C5 N1 C2 118.8(3) . . ?
C5 N1 C3 123.5(2) . . ?
C2 N1 C3 117.2(2) . . ?
C4 N2 C6 124.0(2) . . ?
C4 N2 C7 119.2(3) . . ?
C6 N2 C7 116.1(2) . . ?
C11 N3 C10 120.7(3) . . ?
C11 N3 C12 124.4(3) . 2_655 ?
C10 N3 C12 114.7(3) . 2_655 ?
O2 C1 O1 124.6(3) . . ?
O2 C1 C2 118.2(3) . . ?
O1 C1 C2 117.2(3) . . ?
N1 C2 C1 113.1(2) . . ?
N1 C2 H2A 109.0 . . ?
C1 C2 H2A 109.0 . . ?
N1 C2 H2B 108.9 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 C4 116.4(3) . . ?
N1 C3 H3A 108.2 . . ?
C4 C3 H3A 108.2 . . ?
N1 C3 H3B 108.2 . . ?
C4 C3 H3B 108.2 . . ?
H3A C3 H3B 107.3 . . ?
O4 C4 N2 122.6(3) . . ?
O4 C4 C3 118.5(3) . . ?
N2 C4 C3 118.9(3) . . ?
O3 C5 N1 121.7(3) . . ?
O3 C5 C6 118.1(3) . . ?
N1 C5 C6 120.1(3) . . ?
N2 C6 C5 116.3(2) . . ?
N2 C6 H6A 108.2 . . ?
C5 C6 H6A 108.2 . . ?
N2 C6 H6B 108.2 . . ?
C5 C6 H6B 108.2 . . ?
H6A C6 H6B 107.4 . . ?
N2 C7 C8 113.2(2) . . ?
N2 C7 H7A 108.9 . . ?
C8 C7 H7A 108.9 . . ?
N2 C7 H7B 108.9 . . ?
C8 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
O5 C8 O6 122.2(3) . . ?
O5 C8 C7 120.3(3) . . ?
O6 C8 C7 117.4(3) . . ?
O5 C8 La1 59.74(16) . . ?
O6 C8 La1 66.30(16) . . ?
C7 C8 La1 159.1(2) . . ?
O7 C9 O8 125.3(3) . . ?
O7 C9 C10 116.5(3) . . ?
O8 C9 C10 118.3(3) . . ?
N3 C10 C9 112.8(2) . . ?
N3 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
N3 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
O9 C11 N3 122.9(3) . . ?
O9 C11 C12 118.1(3) . . ?
N3 C11 C12 119.0(3) . . ?
N3 C12 C11 116.6(3) 2_655 . ?
N3 C12 H12A 108.1 2_655 . ?
C11 C12 H12A 108.1 . . ?
N3 C12 H12B 108.1 2_655 . ?
C11 C12 H12B 108.1 . . ?
H12A C12 H12B 107.3 . . ?
La1 O1W H13A 109.5 . . ?
La1 O1W H13B 109.4 . . ?
H13A O1W H13B 109.4 . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.099

# Attachment 'complex2.cif'

data_complex2
_database_code_depnum_ccdc_archive 'CCDC 763313'
#TrackingRef 'complex2.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H16 N3 O11 Pr'
_chemical_formula_weight         519.19

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'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   p-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5017(3)
_cell_length_b                   9.4822(3)
_cell_length_c                   10.8767(5)
_cell_angle_alpha                106.740(4)
_cell_angle_beta                 101.306(4)
_cell_angle_gamma                92.424(3)
_cell_volume                     818.80(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8335
_cell_measurement_theta_min      2.2472
_cell_measurement_theta_max      32.5575

_exptl_crystal_description       nubby
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.106
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_absorpt_coefficient_mu    3.045
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5166
_exptl_absorpt_correction_T_max  0.6581
_exptl_absorpt_process_details   'CrysAlis RED'

_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.4 (release 27-04-2006 CrysAlis171 .NET)
(compiled Apr 27 2007,17:53:11)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CrysAlis CCD, Oxford Diffraction Ltd.'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8809
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3200
_reflns_number_gt                2858
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0264P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3200
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_ref         0.0485
_refine_ls_wR_factor_gt          0.0479
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.753315(18) 0.986911(16) 0.501770(16) 0.00789(6) Uani 1 1 d . . .
O1 O 0.0271(2) 0.0674(2) -0.3665(2) 0.0131(4) Uani 1 1 d . . .
O2 O 0.2652(2) 0.1891(2) -0.2619(2) 0.0139(4) Uani 1 1 d . . .
O3 O 0.1185(4) 0.5021(3) -0.1091(3) 0.0381(7) Uani 1 1 d . . .
O4 O 0.3854(3) 0.3134(2) 0.2912(2) 0.0300(6) Uani 1 1 d . . .
O5 O 0.2398(2) 0.7437(2) 0.3483(2) 0.0146(4) Uani 1 1 d . . .
O6 O 0.4838(2) 0.8545(2) 0.4438(2) 0.0125(4) Uani 1 1 d . . .
O7 O 0.8447(2) 0.7441(2) 0.5184(2) 0.0163(5) Uani 1 1 d . . .
O8 O 1.2661(3) 0.8538(2) 0.6343(2) 0.0165(5) Uani 1 1 d . . .
O9 O 1.3026(3) 0.9253(2) 0.8534(2) 0.0232(5) Uani 1 1 d . . .
N1 N 0.1653(3) 0.3104(3) -0.0290(3) 0.0155(5) Uani 1 1 d . . .
N2 N 0.3655(3) 0.4981(3) 0.2003(3) 0.0130(5) Uani 1 1 d . . .
N3 N 1.0353(3) 0.6247(2) 0.6121(2) 0.0121(5) Uani 1 1 d . . .
C1 C 0.1218(3) 0.1545(3) -0.2628(3) 0.0115(6) Uani 1 1 d . . .
C2 C 0.0515(4) 0.2112(3) -0.1424(3) 0.0184(7) Uani 1 1 d . . .
H2A H -0.0425 0.2642 -0.1650 0.022 Uiso 1 1 calc R . .
H2B H 0.0122 0.1255 -0.1178 0.022 Uiso 1 1 calc R . .
C3 C 0.2559(4) 0.2479(3) 0.0662(3) 0.0183(7) Uani 1 1 d . . .
H3A H 0.3384 0.1917 0.0264 0.022 Uiso 1 1 calc R . .
H3B H 0.1815 0.1763 0.0835 0.022 Uiso 1 1 calc R . .
C4 C 0.3390(4) 0.3566(3) 0.1955(3) 0.0141(6) Uani 1 1 d . . .
C5 C 0.1925(4) 0.4518(3) -0.0248(3) 0.0198(7) Uani 1 1 d . . .
C6 C 0.3177(4) 0.5505(3) 0.0862(3) 0.0199(7) Uani 1 1 d . . .
H6A H 0.4150 0.5658 0.0524 0.024 Uiso 1 1 calc R . .
H6B H 0.2769 0.6482 0.1156 0.024 Uiso 1 1 calc R . .
C7 C 0.4666(4) 0.6038(3) 0.3162(3) 0.0158(6) Uani 1 1 d . . .
H7A H 0.5678 0.6334 0.2937 0.019 Uiso 1 1 calc R . .
H7B H 0.4956 0.5547 0.3853 0.019 Uiso 1 1 calc R . .
C8 C 0.3883(3) 0.7410(3) 0.3709(3) 0.0107(6) Uani 1 1 d . . .
C9 C 0.9188(3) 0.6331(3) 0.5145(3) 0.0127(6) Uani 1 1 d . . .
C10 C 1.1316(4) 0.5005(3) 0.6047(3) 0.0223(7) Uani 1 1 d . . .
H10A H 1.1315 0.4684 0.6836 0.027 Uiso 1 1 calc R . .
H10B H 1.2443 0.5367 0.6094 0.027 Uiso 1 1 calc R . .
C11 C 1.0829(4) 0.7483(3) 0.7333(3) 0.0128(6) Uani 1 1 d . . .
H11A H 1.1041 0.7079 0.8087 0.015 Uiso 1 1 calc R . .
H11B H 0.9913 0.8087 0.7427 0.015 Uiso 1 1 calc R . .
C12 C 1.2316(4) 0.8492(3) 0.7408(3) 0.0136(6) Uani 1 1 d . . .
O1W O 0.7216(2) 0.9580(2) 0.7136(2) 0.0160(5) Uani 1 1 d . . .
H13A H 0.6838 1.0327 0.7557 0.024 Uiso 1 1 calc R . .
H13B H 0.6492 0.8711 0.6980 0.024 Uiso 1 1 d R . .
O2W O 0.4149(3) 0.8855(2) 0.0970(2) 0.0209(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pr1 0.00708(8) 0.00770(8) 0.00790(9) 0.00114(6) 0.00116(6) 0.00094(5)
O1 0.0101(10) 0.0144(10) 0.0113(11) -0.0006(8) 0.0010(9) 0.0005(8)
O2 0.0124(11) 0.0141(10) 0.0121(11) 0.0010(8) 0.0008(9) -0.0010(8)
O3 0.068(2) 0.0291(14) 0.0175(14) 0.0123(11) -0.0007(14) 0.0134(13)
O4 0.0528(17) 0.0123(11) 0.0180(13) 0.0068(10) -0.0097(12) -0.0051(11)
O5 0.0090(10) 0.0137(10) 0.0169(12) 0.0000(9) 0.0003(9) 0.0025(8)
O6 0.0118(10) 0.0066(9) 0.0164(12) 0.0005(8) 0.0020(9) -0.0001(8)
O7 0.0191(11) 0.0111(10) 0.0190(12) 0.0044(9) 0.0034(10) 0.0073(8)
O8 0.0225(12) 0.0143(10) 0.0160(12) 0.0075(9) 0.0067(10) 0.0049(9)
O9 0.0298(13) 0.0218(12) 0.0133(12) 0.0038(10) -0.0011(10) -0.0100(10)
N1 0.0214(14) 0.0135(12) 0.0088(13) 0.0000(10) 0.0012(11) 0.0022(10)
N2 0.0156(13) 0.0088(11) 0.0129(14) 0.0011(10) 0.0024(11) 0.0009(9)
N3 0.0147(13) 0.0078(11) 0.0116(13) 0.0012(10) 0.0001(11) 0.0020(9)
C1 0.0129(15) 0.0096(13) 0.0113(15) 0.0042(11) -0.0008(12) 0.0020(11)
C2 0.0173(16) 0.0221(16) 0.0114(16) -0.0003(13) 0.0012(13) 0.0010(13)
C3 0.0278(18) 0.0107(14) 0.0137(17) 0.0019(12) 0.0009(14) 0.0016(12)
C4 0.0166(16) 0.0087(13) 0.0159(17) 0.0032(12) 0.0022(13) 0.0010(11)
C5 0.0318(18) 0.0188(15) 0.0104(16) 0.0049(13) 0.0065(14) 0.0072(14)
C6 0.036(2) 0.0110(14) 0.0153(17) 0.0068(13) 0.0064(15) 0.0031(13)
C7 0.0133(15) 0.0094(14) 0.0192(17) -0.0019(12) -0.0001(13) 0.0013(11)
C8 0.0144(15) 0.0096(13) 0.0089(15) 0.0037(11) 0.0032(12) 0.0010(11)
C9 0.0149(15) 0.0120(13) 0.0129(16) 0.0052(12) 0.0047(13) 0.0027(11)
C10 0.0293(19) 0.0162(15) 0.0141(17) -0.0010(13) -0.0054(14) 0.0119(13)
C11 0.0175(16) 0.0094(13) 0.0096(15) 0.0000(11) 0.0021(13) 0.0038(11)
C12 0.0196(16) 0.0087(13) 0.0146(17) 0.0060(12) 0.0042(13) 0.0049(11)
O1W 0.0231(12) 0.0098(10) 0.0153(12) 0.0034(9) 0.0057(10) 0.0002(8)
O2W 0.0243(12) 0.0210(11) 0.0177(12) 0.0052(10) 0.0072(10) 0.0007(9)

_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
Pr1 O8 2.3896(19) 2_776 ?
Pr1 O6 2.4414(19) . ?
Pr1 O1 2.4429(19) 1_666 ?
Pr1 O1W 2.461(2) . ?
Pr1 O7 2.5047(19) . ?
Pr1 O1 2.576(2) 2_665 ?
Pr1 O5 2.596(2) 2_676 ?
Pr1 O6 2.624(2) 2_676 ?
Pr1 O2 2.631(2) 2_665 ?
Pr1 C1 2.979(3) 2_665 ?
Pr1 C8 2.980(3) 2_676 ?
O1 C1 1.285(3) . ?
O1 Pr1 2.4429(19) 1_444 ?
O1 Pr1 2.576(2) 2_665 ?
O2 C1 1.247(3) . ?
O2 Pr1 2.631(2) 2_665 ?
O3 C5 1.231(4) . ?
O4 C4 1.227(4) . ?
O5 C8 1.240(3) . ?
O5 Pr1 2.596(2) 2_676 ?
O6 C8 1.276(3) . ?
O6 Pr1 2.624(2) 2_676 ?
O7 C9 1.244(3) . ?
O8 C12 1.261(4) . ?
O8 Pr1 2.3896(19) 2_776 ?
O9 C12 1.245(4) . ?
N1 C5 1.338(4) . ?
N1 C3 1.448(4) . ?
N1 C2 1.459(4) . ?
N2 C4 1.335(3) . ?
N2 C7 1.452(4) . ?
N2 C6 1.459(4) . ?
N3 C9 1.326(4) . ?
N3 C10 1.454(4) . ?
N3 C11 1.461(4) . ?
C1 C2 1.513(4) . ?
C1 Pr1 2.979(3) 2_665 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.501(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 C6 1.492(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.508(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 Pr1 2.980(3) 2_676 ?
C9 C10 1.503(4) 2_766 ?
C10 C9 1.503(4) 2_766 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.528(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
O1W H13A 0.8400 . ?
O1W H13B 0.9599 . ?

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
O8 Pr1 O6 103.83(7) 2_776 . ?
O8 Pr1 O1 100.57(7) 2_776 1_666 ?
O6 Pr1 O1 155.13(7) . 1_666 ?
O8 Pr1 O1W 146.19(7) 2_776 . ?
O6 Pr1 O1W 77.95(7) . . ?
O1 Pr1 O1W 79.15(7) 1_666 . ?
O8 Pr1 O7 142.80(7) 2_776 . ?
O6 Pr1 O7 83.98(6) . . ?
O1 Pr1 O7 79.45(6) 1_666 . ?
O1W Pr1 O7 70.84(7) . . ?
O8 Pr1 O1 72.19(7) 2_776 2_665 ?
O6 Pr1 O1 126.14(7) . 2_665 ?
O1 Pr1 O1 66.43(8) 1_666 2_665 ?
O1W Pr1 O1 134.34(7) . 2_665 ?
O7 Pr1 O1 74.01(6) . 2_665 ?
O8 Pr1 O5 72.18(7) 2_776 2_676 ?
O6 Pr1 O5 111.53(6) . 2_676 ?
O1 Pr1 O5 71.65(6) 1_666 2_676 ?
O1W Pr1 O5 75.83(7) . 2_676 ?
O7 Pr1 O5 139.20(7) . 2_676 ?
O1 Pr1 O5 117.26(6) 2_665 2_676 ?
O8 Pr1 O6 74.40(7) 2_776 2_676 ?
O6 Pr1 O6 63.09(7) . 2_676 ?
O1 Pr1 O6 120.29(7) 1_666 2_676 ?
O1W Pr1 O6 76.77(7) . 2_676 ?
O7 Pr1 O6 137.83(6) . 2_676 ?
O1 Pr1 O6 146.59(6) 2_665 2_676 ?
O5 Pr1 O6 49.77(6) 2_676 2_676 ?
O8 Pr1 O2 74.71(7) 2_776 2_665 ?
O6 Pr1 O2 76.56(6) . 2_665 ?
O1 Pr1 O2 114.97(7) 1_666 2_665 ?
O1W Pr1 O2 136.49(6) . 2_665 ?
O7 Pr1 O2 71.91(7) . 2_665 ?
O1 Pr1 O2 50.10(6) 2_665 2_665 ?
O5 Pr1 O2 146.89(6) 2_676 2_665 ?
O6 Pr1 O2 120.13(6) 2_676 2_665 ?
O8 Pr1 C1 70.72(7) 2_776 2_665 ?
O6 Pr1 C1 101.14(7) . 2_665 ?
O1 Pr1 C1 91.31(7) 1_666 2_665 ?
O1W Pr1 C1 142.81(7) . 2_665 ?
O7 Pr1 C1 72.09(7) . 2_665 ?
O1 Pr1 C1 25.45(7) 2_665 2_665 ?
O5 Pr1 C1 135.14(7) 2_676 2_665 ?
O6 Pr1 C1 136.53(7) 2_676 2_665 ?
O2 Pr1 C1 24.69(7) 2_665 2_665 ?
O8 Pr1 C8 70.88(7) 2_776 2_676 ?
O6 Pr1 C8 87.84(7) . 2_676 ?
O1 Pr1 C8 95.72(7) 1_666 2_676 ?
O1W Pr1 C8 75.49(7) . 2_676 ?
O7 Pr1 C8 146.31(7) . 2_676 ?
O1 Pr1 C8 134.70(7) 2_665 2_676 ?
O5 Pr1 C8 24.48(7) 2_676 2_676 ?
O6 Pr1 C8 25.30(7) 2_676 2_676 ?
O2 Pr1 C8 137.32(7) 2_665 2_676 ?
C1 Pr1 C8 141.60(7) 2_665 2_676 ?
C1 O1 Pr1 148.70(19) . 1_444 ?
C1 O1 Pr1 95.08(17) . 2_665 ?
Pr1 O1 Pr1 113.57(8) 1_444 2_665 ?
C1 O2 Pr1 93.47(18) . 2_665 ?
C8 O5 Pr1 95.39(17) . 2_676 ?
C8 O6 Pr1 147.43(18) . . ?
C8 O6 Pr1 93.15(16) . 2_676 ?
Pr1 O6 Pr1 116.91(7) . 2_676 ?
C9 O7 Pr1 165.1(2) . . ?
C12 O8 Pr1 139.25(18) . 2_776 ?
C5 N1 C3 123.0(3) . . ?
C5 N1 C2 118.3(3) . . ?
C3 N1 C2 118.5(2) . . ?
C4 N2 C7 120.4(2) . . ?
C4 N2 C6 123.0(3) . . ?
C7 N2 C6 116.0(2) . . ?
C9 N3 C10 123.9(3) . . ?
C9 N3 C11 120.8(2) . . ?
C10 N3 C11 115.2(2) . . ?
O2 C1 O1 121.2(3) . . ?
O2 C1 C2 121.9(3) . . ?
O1 C1 C2 117.0(2) . . ?
O2 C1 Pr1 61.84(16) . 2_665 ?
O1 C1 Pr1 59.47(15) . 2_665 ?
C2 C1 Pr1 174.34(19) . 2_665 ?
N1 C2 C1 113.9(2) . . ?
N1 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
N1 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
N1 C3 C4 115.9(2) . . ?
N1 C3 H3A 108.3 . . ?
C4 C3 H3A 108.3 . . ?
N1 C3 H3B 108.3 . . ?
C4 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
O4 C4 N2 122.1(3) . . ?
O4 C4 C3 119.9(2) . . ?
N2 C4 C3 117.9(3) . . ?
O3 C5 N1 122.2(3) . . ?
O3 C5 C6 119.5(3) . . ?
N1 C5 C6 118.2(3) . . ?
N2 C6 C5 116.0(2) . . ?
N2 C6 H6A 108.3 . . ?
C5 C6 H6A 108.3 . . ?
N2 C6 H6B 108.3 . . ?
C5 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
N2 C7 C8 113.8(2) . . ?
N2 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
N2 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
O5 C8 O6 121.6(3) . . ?
O5 C8 C7 122.3(3) . . ?
O6 C8 C7 116.0(2) . . ?
O5 C8 Pr1 60.13(15) . 2_676 ?
O6 C8 Pr1 61.55(14) . 2_676 ?
C7 C8 Pr1 175.9(2) . 2_676 ?
O7 C9 N3 123.4(3) . . ?
O7 C9 C10 118.1(3) . 2_766 ?
N3 C9 C10 118.5(3) . 2_766 ?
N3 C10 C9 117.2(3) . 2_766 ?
N3 C10 H10A 108.0 . . ?
C9 C10 H10A 108.0 2_766 . ?
N3 C10 H10B 108.0 . . ?
C9 C10 H10B 108.0 2_766 . ?
H10A C10 H10B 107.2 . . ?
N3 C11 C12 114.8(3) . . ?
N3 C11 H11A 108.6 . . ?
C12 C11 H11A 108.6 . . ?
N3 C11 H11B 108.6 . . ?
C12 C11 H11B 108.6 . . ?
H11A C11 H11B 107.5 . . ?
O9 C12 O8 126.2(3) . . ?
O9 C12 C11 115.6(3) . . ?
O8 C12 C11 118.0(3) . . ?
Pr1 O1W H13A 109.5 . . ?
Pr1 O1W H13B 109.4 . . ?
H13A O1W H13B 109.4 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.709
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.104

# Attachment 'complex3.cif'

data_complex3
_database_code_depnum_ccdc_archive 'CCDC 763314'
#TrackingRef 'complex3.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H22 N3 O14 Sm'
_chemical_formula_weight         582.68

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   7.80280(10)
_cell_length_b                   19.2619(3)
_cell_length_c                   12.6700(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.9750(10)
_cell_angle_gamma                90.00
_cell_volume                     1880.94(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       nubby
_exptl_crystal_colour            aqua
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.058
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1156
_exptl_absorpt_coefficient_mu    3.204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5014
_exptl_absorpt_correction_T_max  0.6450
_exptl_absorpt_process_details   'CrysAlis RED'

_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CrysAlis CCD, Oxford Diffraction Ltd.'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10451
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.26
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3675
_reflns_number_gt                3088
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0456P)^2^+0.8769P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3675
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0836
_refine_ls_wR_factor_gt          0.0623
_refine_ls_goodness_of_fit_ref   1.221
_refine_ls_restrained_S_all      1.221
_refine_ls_shift/su_max          0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.23753(2) 0.033052(11) 0.481815(17) 0.00911(9) Uani 1 1 d . . .
O1 O -0.0198(4) -0.48156(17) 0.8973(3) 0.0171(7) Uani 1 1 d . . .
O2 O 0.1441(4) -0.39581(18) 0.8591(3) 0.0233(7) Uani 1 1 d . . .
O3 O -0.0617(6) -0.4118(2) 0.5701(4) 0.0477(11) Uani 1 1 d . . .
O4 O 0.1241(7) -0.1830(2) 0.7848(4) 0.0542(12) Uani 1 1 d . . .
O5 O -0.0368(4) -0.12643(17) 0.5239(3) 0.0211(7) Uani 1 1 d . . .
O6 O 0.2204(4) -0.0886(2) 0.4886(3) 0.0292(9) Uani 1 1 d . . .
O7 O 0.0721(4) 0.00297(19) 0.6170(2) 0.0203(7) Uani 1 1 d . . .
O8 O -0.1317(4) -0.02707(17) 0.7102(3) 0.0185(7) Uani 1 1 d . . .
O9 O 0.0559(5) 0.1218(2) 0.9080(3) 0.0349(9) Uani 1 1 d . . .
N1 N -0.0962(5) -0.3406(2) 0.7064(3) 0.0273(10) Uani 1 1 d . . .
N2 N 0.1046(5) -0.2408(2) 0.6263(3) 0.0244(9) Uani 1 1 d . . .
N3 N 0.0692(5) 0.0049(2) 0.9040(3) 0.0213(9) Uani 1 1 d . . .
C1 C 0.0023(5) -0.4269(2) 0.8454(3) 0.0149(9) Uani 1 1 d . . .
C2 C -0.1505(6) -0.3973(3) 0.7686(4) 0.0296(12) Uani 1 1 d . . .
H2A H -0.2026 -0.4344 0.7199 0.036 Uiso 1 1 calc R . .
H2B H -0.2401 -0.3805 0.8098 0.036 Uiso 1 1 calc R . .
C3 C -0.0815(9) -0.2740(3) 0.7539(5) 0.0447(16) Uani 1 1 d . . .
H3A H -0.0608 -0.2798 0.8325 0.054 Uiso 1 1 calc R . .
H3B H -0.1937 -0.2496 0.7346 0.054 Uiso 1 1 calc R . .
C4 C 0.0591(8) -0.2290(3) 0.7230(4) 0.0337(13) Uani 1 1 d . . .
C5 C -0.0507(7) -0.3520(3) 0.6118(4) 0.0283(12) Uani 1 1 d . . .
C6 C 0.0170(7) -0.2926(3) 0.5557(4) 0.0300(12) Uani 1 1 d . . .
H6A H 0.0985 -0.3106 0.5097 0.036 Uiso 1 1 calc R . .
H6B H -0.0810 -0.2704 0.5087 0.036 Uiso 1 1 calc R . .
C7 C 0.2176(7) -0.1939(3) 0.5840(5) 0.0313(13) Uani 1 1 d . . .
H7B H 0.2777 -0.2192 0.5324 0.038 Uiso 1 1 calc R . .
H7C H 0.3071 -0.1777 0.6429 0.038 Uiso 1 1 calc R . .
C8 C 0.1262(6) -0.1308(3) 0.5282(4) 0.0224(11) Uani 1 1 d . . .
C9 C 0.0191(6) -0.0067(2) 0.7057(4) 0.0162(9) Uani 1 1 d . . .
C10 C 0.1474(6) 0.0037(3) 0.8067(4) 0.0215(10) Uani 1 1 d . . .
H10A H 0.2343 -0.0341 0.8124 0.026 Uiso 1 1 calc R . .
H10B H 0.2094 0.0481 0.8010 0.026 Uiso 1 1 calc R . .
C11 C 0.0327(6) 0.0637(3) 0.9482(4) 0.0229(11) Uani 1 1 d . . .
C12 C -0.0357(7) 0.0640(3) 1.0526(4) 0.0253(11) Uani 1 1 d . . .
H12A H 0.0487 0.0887 1.1061 0.030 Uiso 1 1 calc R . .
H12B H -0.1451 0.0908 1.0432 0.030 Uiso 1 1 calc R . .
O1W O 0.3816(4) 0.13061(19) 0.4205(3) 0.0291(8) Uani 1 1 d . . .
H13A H 0.4278 0.1190 0.3676 0.044 Uiso 1 1 calc R . .
H13B H 0.2988 0.1669 0.4000 0.044 Uiso 1 1 d R . .
O2W O 0.4035(7) 0.1691(3) 0.2204(3) 0.0585(14) Uani 1 1 d . . .
O3W O 0.3985(7) 0.2673(3) 0.4991(4) 0.0588(13) Uani 1 1 d . . .
O4W O -0.0427(5) -0.1917(2) 0.2947(3) 0.0398(10) Uani 1 1 d . . .
O5W O 0.4086(8) 0.0553(3) 1.0985(4) 0.0648(15) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sm1 0.00794(13) 0.01094(14) 0.00856(14) -0.00004(8) 0.00160(8) -0.00009(9)
O1 0.0166(15) 0.0189(17) 0.0157(17) 0.0038(13) 0.0019(13) 0.0026(13)
O2 0.0213(16) 0.0249(19) 0.0225(17) 0.0064(15) -0.0005(13) -0.0045(15)
O3 0.073(3) 0.022(2) 0.048(3) -0.004(2) 0.012(2) -0.016(2)
O4 0.074(3) 0.038(3) 0.048(3) -0.019(2) -0.002(2) -0.003(2)
O5 0.0156(15) 0.0145(17) 0.034(2) 0.0044(15) 0.0066(14) 0.0012(13)
O6 0.0256(17) 0.019(2) 0.048(2) -0.0012(16) 0.0205(17) -0.0104(15)
O7 0.0239(17) 0.0256(19) 0.0122(16) -0.0011(15) 0.0056(13) -0.0077(15)
O8 0.0152(15) 0.0254(19) 0.0154(17) 0.0015(13) 0.0042(13) 0.0002(14)
O9 0.051(2) 0.033(2) 0.0230(19) 0.0059(17) 0.0134(17) 0.0045(19)
N1 0.028(2) 0.025(2) 0.029(2) 0.016(2) 0.0073(18) 0.0093(19)
N2 0.026(2) 0.018(2) 0.028(2) 0.0067(18) 0.0019(17) 0.0038(18)
N3 0.023(2) 0.032(2) 0.0087(18) 0.0005(18) 0.0018(15) 0.0001(19)
C1 0.016(2) 0.016(2) 0.013(2) 0.0023(18) 0.0045(17) -0.0010(18)
C2 0.024(2) 0.037(3) 0.028(3) 0.019(2) 0.003(2) -0.005(2)
C3 0.073(5) 0.033(3) 0.034(3) 0.009(3) 0.028(3) 0.012(3)
C4 0.044(3) 0.028(3) 0.028(3) 0.003(2) 0.002(2) 0.014(3)
C5 0.031(3) 0.023(3) 0.030(3) 0.006(2) 0.003(2) -0.004(2)
C6 0.043(3) 0.024(3) 0.024(3) 0.001(2) 0.010(2) -0.001(2)
C7 0.020(2) 0.023(3) 0.051(4) 0.006(3) 0.007(2) 0.002(2)
C8 0.022(2) 0.021(3) 0.026(3) -0.005(2) 0.009(2) 0.002(2)
C9 0.020(2) 0.015(2) 0.014(2) 0.0000(19) 0.0065(18) 0.0013(19)
C10 0.019(2) 0.032(3) 0.014(2) -0.003(2) 0.0061(18) -0.009(2)
C11 0.023(2) 0.033(3) 0.012(2) 0.001(2) 0.0006(18) 0.000(2)
C12 0.031(3) 0.030(3) 0.016(2) 0.002(2) 0.008(2) 0.007(2)
O1W 0.0316(19) 0.028(2) 0.030(2) 0.0004(17) 0.0127(15) -0.0080(17)
O2W 0.083(4) 0.065(3) 0.029(2) 0.002(2) 0.014(2) -0.025(3)
O3W 0.069(3) 0.050(3) 0.058(3) -0.004(3) 0.014(3) -0.002(3)
O4W 0.044(2) 0.040(2) 0.037(2) 0.001(2) 0.0105(19) 0.000(2)
O5W 0.104(4) 0.037(3) 0.059(3) -0.001(2) 0.031(3) 0.004(3)

_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 O6 2.349(4) . ?
Sm1 O7 2.372(3) . ?
Sm1 O5 2.379(3) 3_556 ?
Sm1 O1W 2.381(3) . ?
Sm1 O8 2.447(3) 3_556 ?
Sm1 O2 2.493(3) 2_556 ?
Sm1 O1 2.494(3) 2_556 ?
Sm1 O1 2.520(3) 4_655 ?
Sm1 O7 2.635(3) 3_556 ?
Sm1 C1 2.850(4) 2_556 ?
Sm1 C9 2.903(5) 3_556 ?
Sm1 Sm1 4.0133(4) 3_556 ?
O1 C1 1.268(6) . ?
O1 Sm1 2.494(3) 2_546 ?
O1 Sm1 2.520(3) 4_556 ?
O2 C1 1.246(5) . ?
O2 Sm1 2.493(3) 2_546 ?
O3 C5 1.264(7) . ?
O4 C4 1.238(7) . ?
O5 C8 1.267(5) . ?
O5 Sm1 2.379(3) 3_556 ?
O6 C8 1.253(6) . ?
O7 C9 1.269(5) . ?
O7 Sm1 2.635(3) 3_556 ?
O8 C9 1.250(5) . ?
O8 Sm1 2.447(3) 3_556 ?
O9 C11 1.254(7) . ?
N1 C5 1.320(7) . ?
N1 C3 1.414(8) . ?
N1 C2 1.448(6) . ?
N2 C4 1.346(7) . ?
N2 C7 1.425(7) . ?
N2 C6 1.440(7) . ?
N3 C11 1.314(7) . ?
N3 C10 1.459(6) . ?
N3 C12 1.475(7) 3_557 ?
C1 C2 1.527(6) . ?
C1 Sm1 2.850(4) 2_546 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.498(10) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 C6 1.487(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.526(7) . ?
C7 H7B 0.9900 . ?
C7 H7C 0.9900 . ?
C9 C10 1.510(6) . ?
C9 Sm1 2.903(5) 3_556 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.501(7) . ?
C12 N3 1.475(7) 3_557 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
O1W H13A 0.8400 . ?
O1W H13B 0.9600 . ?

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
O6 Sm1 O7 71.92(12) . . ?
O6 Sm1 O5 135.59(11) . 3_556 ?
O7 Sm1 O5 77.11(12) . 3_556 ?
O6 Sm1 O1W 146.24(11) . . ?
O7 Sm1 O1W 140.00(12) . . ?
O5 Sm1 O1W 74.66(12) 3_556 . ?
O6 Sm1 O8 88.68(12) . 3_556 ?
O7 Sm1 O8 124.70(11) . 3_556 ?
O5 Sm1 O8 83.49(11) 3_556 3_556 ?
O1W Sm1 O8 79.41(12) . 3_556 ?
O6 Sm1 O2 122.34(12) . 2_556 ?
O7 Sm1 O2 74.04(11) . 2_556 ?
O5 Sm1 O2 76.60(11) 3_556 2_556 ?
O1W Sm1 O2 72.28(12) . 2_556 ?
O8 Sm1 O2 148.76(11) 3_556 2_556 ?
O6 Sm1 O1 85.12(12) . 2_556 ?
O7 Sm1 O1 93.26(10) . 2_556 ?
O5 Sm1 O1 128.18(11) 3_556 2_556 ?
O1W Sm1 O1 82.68(12) . 2_556 ?
O8 Sm1 O1 137.21(10) 3_556 2_556 ?
O2 Sm1 O1 52.06(10) 2_556 2_556 ?
O6 Sm1 O1 70.95(10) . 4_655 ?
O7 Sm1 O1 137.77(12) . 4_655 ?
O5 Sm1 O1 145.04(11) 3_556 4_655 ?
O1W Sm1 O1 75.39(11) . 4_655 ?
O8 Sm1 O1 73.65(10) 3_556 4_655 ?
O2 Sm1 O1 110.60(10) 2_556 4_655 ?
O1 Sm1 O1 64.30(12) 2_556 4_655 ?
O6 Sm1 O7 72.63(12) . 3_556 ?
O7 Sm1 O7 73.57(11) . 3_556 ?
O5 Sm1 O7 68.53(11) 3_556 3_556 ?
O1W Sm1 O7 119.83(11) . 3_556 ?
O8 Sm1 O7 51.15(10) 3_556 3_556 ?
O2 Sm1 O7 136.54(10) 2_556 3_556 ?
O1 Sm1 O7 156.69(11) 2_556 3_556 ?
O1 Sm1 O7 112.86(10) 4_655 3_556 ?
O6 Sm1 C1 106.26(13) . 2_556 ?
O7 Sm1 C1 85.08(11) . 2_556 ?
O5 Sm1 C1 101.85(12) 3_556 2_556 ?
O1W Sm1 C1 73.78(13) . 2_556 ?
O8 Sm1 C1 149.98(11) 3_556 2_556 ?
O2 Sm1 C1 25.87(11) 2_556 2_556 ?
O1 Sm1 C1 26.38(12) 2_556 2_556 ?
O1 Sm1 C1 86.59(11) 4_655 2_556 ?
O7 Sm1 C1 157.95(11) 3_556 2_556 ?
O6 Sm1 C9 79.60(13) . 3_556 ?
O7 Sm1 C9 99.48(11) . 3_556 ?
O5 Sm1 C9 74.94(12) 3_556 3_556 ?
O1W Sm1 C9 99.88(13) . 3_556 ?
O8 Sm1 C9 25.23(11) 3_556 3_556 ?
O2 Sm1 C9 151.54(12) 2_556 3_556 ?
O1 Sm1 C9 155.92(12) 2_556 3_556 ?
O1 Sm1 C9 92.96(11) 4_655 3_556 ?
O7 Sm1 C9 25.93(11) 3_556 3_556 ?
C1 Sm1 C9 173.56(13) 2_556 3_556 ?
O6 Sm1 Sm1 67.70(8) . 3_556 ?
O7 Sm1 Sm1 39.02(8) . 3_556 ?
O5 Sm1 Sm1 68.15(7) 3_556 3_556 ?
O1W Sm1 Sm1 141.20(9) . 3_556 ?
O8 Sm1 Sm1 85.68(7) 3_556 3_556 ?
O2 Sm1 Sm1 108.30(7) 2_556 3_556 ?
O1 Sm1 Sm1 129.53(7) 2_556 3_556 ?
O1 Sm1 Sm1 133.85(7) 4_655 3_556 ?
O7 Sm1 Sm1 34.54(6) 3_556 3_556 ?
C1 Sm1 Sm1 123.90(8) 2_556 3_556 ?
C9 Sm1 Sm1 60.46(9) 3_556 3_556 ?
C1 O1 Sm1 92.6(3) . 2_546 ?
C1 O1 Sm1 136.0(3) . 4_556 ?
Sm1 O1 Sm1 115.70(12) 2_546 4_556 ?
C1 O2 Sm1 93.3(3) . 2_546 ?
C8 O5 Sm1 134.7(3) . 3_556 ?
C8 O6 Sm1 134.6(3) . . ?
C9 O7 Sm1 164.5(3) . . ?
C9 O7 Sm1 88.9(3) . 3_556 ?
Sm1 O7 Sm1 106.43(11) . 3_556 ?
C9 O8 Sm1 98.2(3) . 3_556 ?
C5 N1 C3 121.5(5) . . ?
C5 N1 C2 120.8(5) . . ?
C3 N1 C2 117.6(5) . . ?
C4 N2 C7 120.1(5) . . ?
C4 N2 C6 121.0(5) . . ?
C7 N2 C6 117.9(4) . . ?
C11 N3 C10 121.4(5) . . ?
C11 N3 C12 123.6(4) . 3_557 ?
C10 N3 C12 115.0(4) . 3_557 ?
O2 C1 O1 121.1(4) . . ?
O2 C1 C2 119.8(4) . . ?
O1 C1 C2 119.0(4) . . ?
O2 C1 Sm1 60.8(2) . 2_546 ?
O1 C1 Sm1 61.0(2) . 2_546 ?
C2 C1 Sm1 169.3(3) . 2_546 ?
N1 C2 C1 111.3(4) . . ?
N1 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
N1 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
N1 C3 C4 115.3(5) . . ?
N1 C3 H3A 108.4 . . ?
C4 C3 H3A 108.4 . . ?
N1 C3 H3B 108.4 . . ?
C4 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
O4 C4 N2 123.8(6) . . ?
O4 C4 C3 119.6(6) . . ?
N2 C4 C3 116.6(5) . . ?
O3 C5 N1 121.4(5) . . ?
O3 C5 C6 120.5(5) . . ?
N1 C5 C6 118.1(5) . . ?
N2 C6 C5 114.0(4) . . ?
N2 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 C8 114.0(4) . . ?
N2 C7 H7B 108.7 . . ?
C8 C7 H7B 108.8 . . ?
N2 C7 H7C 108.8 . . ?
C8 C7 H7C 108.8 . . ?
H7B C7 H7C 107.6 . . ?
O6 C8 O5 126.0(5) . . ?
O6 C8 C7 116.2(4) . . ?
O5 C8 C7 117.8(4) . . ?
O8 C9 O7 121.7(4) . . ?
O8 C9 C10 120.5(4) . . ?
O7 C9 C10 117.8(4) . . ?
O8 C9 Sm1 56.5(2) . 3_556 ?
O7 C9 Sm1 65.2(2) . 3_556 ?
C10 C9 Sm1 176.6(3) . 3_556 ?
N3 C10 C9 114.1(4) . . ?
N3 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
N3 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
O9 C11 N3 122.7(4) . . ?
O9 C11 C12 116.7(5) . . ?
N3 C11 C12 120.6(5) . . ?
N3 C12 C11 115.7(5) 3_557 . ?
N3 C12 H12A 108.4 3_557 . ?
C11 C12 H12A 108.4 . . ?
N3 C12 H12B 108.4 3_557 . ?
C11 C12 H12B 108.4 . . ?
H12A C12 H12B 107.4 . . ?
Sm1 O1W H13A 109.5 . . ?
Sm1 O1W H13B 109.3 . . ?
H13A O1W H13B 109.4 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.928
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.194

# Attachment 'complex4.cif'

data_complex4
_database_code_depnum_ccdc_archive 'CCDC 763315'
#TrackingRef 'complex4.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H18 Ho N3 O12'
_chemical_formula_weight         561.22

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'
Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   p-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8133(3)
_cell_length_b                   10.7254(4)
_cell_length_c                   11.9085(4)
_cell_angle_alpha                64.815(4)
_cell_angle_beta                 70.883(3)
_cell_angle_gamma                72.769(3)
_cell_volume                     838.79(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    10513
_cell_measurement_theta_min      2.2987
_cell_measurement_theta_max      32.5436

_exptl_crystal_description       nubby
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             548
_exptl_absorpt_coefficient_mu    4.792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2848
_exptl_absorpt_correction_T_max  0.4474
_exptl_absorpt_process_details   'CrysAlis RED'

_exptl_special_details           
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CrysAlis CCD, Oxford Diffraction Ltd.'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8342
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_av_sigmaI/netI    0.0154
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3281
_reflns_number_gt                3120
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0166P)^2^+1.4427P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3281
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0158
_refine_ls_R_factor_gt           0.0147
_refine_ls_wR_factor_ref         0.0369
_refine_ls_wR_factor_gt          0.0367
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.236627(14) 0.044226(11) 0.503645(10) 0.00732(4) Uani 1 1 d . . .
O1 O -0.2809(3) 0.3709(3) 0.6586(2) 0.0310(5) Uani 1 1 d . . .
O2 O -0.0278(2) 0.1868(2) 0.46072(18) 0.0169(4) Uani 1 1 d . . .
O3 O -0.3042(2) 0.20313(19) 0.43794(18) 0.0145(4) Uani 1 1 d . . .
O4 O 0.4805(3) 0.2678(2) -0.0245(2) 0.0221(4) Uani 1 1 d . . .
O5 O 0.3403(2) 0.24646(19) 0.30295(18) 0.0155(4) Uani 1 1 d . . .
O6 O 0.5461(2) 0.05910(18) 0.36891(16) 0.0101(3) Uani 1 1 d . . .
O7 O -0.2326(3) -0.0090(2) 0.67062(17) 0.0156(4) Uani 1 1 d . . .
O8 O 0.0354(2) -0.00774(19) 0.69959(17) 0.0142(4) Uani 1 1 d . . .
O9 O -0.0879(3) -0.2437(2) 1.04670(19) 0.0211(4) Uani 1 1 d . . .
N1 N -0.1119(3) 0.4565(2) 0.4581(2) 0.0157(5) Uani 1 1 d . . .
N2 N 0.5740(3) 0.3655(2) 0.0750(2) 0.0149(5) Uani 1 1 d . . .
N3 N -0.1208(3) -0.0087(2) 0.9403(2) 0.0124(4) Uani 1 1 d . . .
C1 C -0.1527(4) 0.4307(3) 0.5827(3) 0.0181(6) Uani 1 1 d . . .
C2 C 0.0424(4) 0.5201(3) 0.3665(3) 0.0179(6) Uani 1 1 d . . .
H2A H -0.0050 0.6014 0.2967 0.021 Uiso 1 1 calc R . .
H2B H 0.1266 0.4513 0.3287 0.021 Uiso 1 1 calc R . .
C3 C -0.2231(4) 0.4115(3) 0.4096(3) 0.0163(5) Uani 1 1 d . . .
H3A H -0.2012 0.4605 0.3159 0.020 Uiso 1 1 calc R . .
H3B H -0.3551 0.4398 0.4466 0.020 Uiso 1 1 calc R . .
C4 C -0.1820(3) 0.2553(3) 0.4398(2) 0.0109(5) Uani 1 1 d . . .
C5 C 0.5822(4) 0.4857(3) 0.0987(3) 0.0195(6) Uani 1 1 d . . .
H5A H 0.7125 0.4834 0.0926 0.023 Uiso 1 1 calc R . .
H5B H 0.5137 0.4752 0.1875 0.023 Uiso 1 1 calc R . .
C6 C 0.6414(4) 0.2286(3) 0.1626(3) 0.0165(5) Uani 1 1 d . . .
H6A H 0.7514 0.2336 0.1832 0.020 Uiso 1 1 calc R . .
H6B H 0.6794 0.1598 0.1200 0.020 Uiso 1 1 calc R . .
C7 C 0.4928(3) 0.3725(3) -0.0114(2) 0.0156(5) Uani 1 1 d . . .
C8 C 0.4988(3) 0.1780(3) 0.2849(2) 0.0110(5) Uani 1 1 d . . .
C9 C -0.2384(3) -0.0086(3) 0.8672(2) 0.0140(5) Uani 1 1 d . . .
H9A H -0.3373 0.0754 0.8590 0.017 Uiso 1 1 calc R . .
H9B H -0.2974 -0.0922 0.9147 0.017 Uiso 1 1 calc R . .
C10 C -0.1359(3) -0.0089(3) 0.7353(2) 0.0109(5) Uani 1 1 d . . .
C11 C -0.0636(4) 0.1238(3) 0.9005(2) 0.0143(5) Uani 1 1 d . . .
H11A H -0.1755 0.1970 0.9043 0.017 Uiso 1 1 calc R . .
H11B H 0.0056 0.1488 0.8102 0.017 Uiso 1 1 calc R . .
C12 C -0.0534(3) -0.1283(3) 1.0237(2) 0.0136(5) Uani 1 1 d . . .
O1W O 0.2916(3) 0.2246(2) 0.55130(19) 0.0198(4) Uani 1 1 d . . .
H13A H 0.2273 0.2225 0.6239 0.030 Uiso 1 1 calc R . .
H13B H 0.4196 0.2085 0.5503 0.030 Uiso 1 1 d R . .
O2W O 0.3933(3) 0.2548(2) 0.7357(2) 0.0282(5) Uani 1 1 d . . .
O3W O 0.0454(3) 0.3562(3) 0.1462(2) 0.0349(5) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ho1 0.00593(6) 0.00779(6) 0.00801(6) -0.00203(4) -0.00290(4) -0.00081(4)
O1 0.0288(12) 0.0403(14) 0.0273(12) -0.0105(10) 0.0025(9) -0.0239(10)
O2 0.0102(9) 0.0155(10) 0.0179(10) -0.0018(8) -0.0043(7) 0.0025(7)
O3 0.0168(9) 0.0107(9) 0.0184(10) -0.0027(8) -0.0084(7) -0.0047(7)
O4 0.0232(10) 0.0168(10) 0.0267(11) -0.0060(9) -0.0059(8) -0.0071(8)
O5 0.0118(9) 0.0120(9) 0.0161(9) -0.0004(7) -0.0025(7) -0.0009(7)
O6 0.0100(8) 0.0088(8) 0.0101(8) 0.0010(7) -0.0054(7) -0.0030(7)
O7 0.0177(9) 0.0204(10) 0.0127(9) -0.0055(8) -0.0058(7) -0.0073(8)
O8 0.0101(9) 0.0189(10) 0.0128(9) -0.0052(8) -0.0030(7) -0.0020(7)
O9 0.0257(11) 0.0170(10) 0.0239(11) -0.0061(8) -0.0082(8) -0.0081(8)
N1 0.0171(11) 0.0123(11) 0.0216(12) -0.0062(9) -0.0061(9) -0.0064(9)
N2 0.0161(11) 0.0113(11) 0.0113(11) 0.0022(9) -0.0042(8) -0.0025(9)
N3 0.0128(10) 0.0176(11) 0.0088(10) -0.0052(9) -0.0018(8) -0.0058(9)
C1 0.0173(13) 0.0141(13) 0.0232(15) -0.0069(11) -0.0039(11) -0.0040(10)
C2 0.0212(14) 0.0169(14) 0.0175(13) -0.0060(11) -0.0023(11) -0.0090(11)
C3 0.0162(13) 0.0110(13) 0.0250(15) -0.0059(11) -0.0114(11) -0.0006(10)
C4 0.0113(12) 0.0117(12) 0.0085(12) -0.0025(10) -0.0041(9) -0.0005(9)
C5 0.0229(14) 0.0164(14) 0.0198(14) -0.0010(12) -0.0108(11) -0.0062(11)
C6 0.0121(12) 0.0158(13) 0.0132(13) 0.0018(11) -0.0041(10) -0.0002(10)
C7 0.0117(12) 0.0172(14) 0.0122(13) -0.0003(11) -0.0001(10) -0.0056(10)
C8 0.0114(12) 0.0127(12) 0.0122(12) -0.0041(10) -0.0048(10) -0.0051(10)
C9 0.0115(12) 0.0210(14) 0.0112(12) -0.0056(11) -0.0035(10) -0.0048(10)
C10 0.0126(12) 0.0088(12) 0.0108(12) -0.0027(10) -0.0035(9) -0.0017(9)
C11 0.0172(13) 0.0147(13) 0.0119(12) -0.0039(10) -0.0055(10) -0.0034(10)
C12 0.0128(12) 0.0174(13) 0.0115(12) -0.0062(10) -0.0006(10) -0.0049(10)
O1W 0.0251(10) 0.0156(10) 0.0220(10) -0.0087(8) -0.0098(8) -0.0006(8)
O2W 0.0267(11) 0.0370(13) 0.0261(12) -0.0124(10) -0.0066(9) -0.0112(10)

_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
Ho1 O2 2.2410(18) . ?
Ho1 O7 2.2730(18) 2_556 ?
Ho1 O8 2.2883(18) . ?
Ho1 O6 2.3571(17) 2_656 ?
Ho1 O3 2.3751(18) 2_556 ?
Ho1 O1W 2.4154(19) . ?
Ho1 O6 2.4322(17) . ?
Ho1 O5 2.5366(18) . ?
Ho1 C8 2.847(2) . ?
Ho1 Ho1 3.9203(3) 2_656 ?
O1 C1 1.236(3) . ?
O2 C4 1.253(3) . ?
O3 C4 1.252(3) . ?
O3 Ho1 2.3751(18) 2_556 ?
O4 C7 1.232(3) . ?
O5 C8 1.241(3) . ?
O6 C8 1.281(3) . ?
O6 Ho1 2.3571(17) 2_656 ?
O7 C10 1.243(3) . ?
O7 Ho1 2.2730(18) 2_556 ?
O8 C10 1.267(3) . ?
O9 C12 1.242(3) . ?
N1 C1 1.331(4) . ?
N1 C2 1.450(3) . ?
N1 C3 1.462(3) . ?
N2 C7 1.342(4) . ?
N2 C5 1.454(4) . ?
N2 C6 1.456(3) . ?
N3 C12 1.329(4) . ?
N3 C11 1.453(3) . ?
N3 C9 1.458(3) . ?
C1 C2 1.507(4) 2_566 ?
C2 C1 1.507(4) 2_566 ?
C3 C4 1.511(4) . ?
C5 C7 1.504(4) 2_665 ?
C6 C8 1.510(3) . ?
C7 C5 1.504(4) 2_665 ?
C9 C10 1.512(3) . ?
C11 C12 1.502(4) 2_557 ?
C12 C11 1.502(4) 2_557 ?

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 Ho1 O7 79.74(7) . 2_556 ?
O2 Ho1 O8 76.98(7) . . ?
O7 Ho1 O8 128.53(6) 2_556 . ?
O2 Ho1 O6 150.85(7) . 2_656 ?
O7 Ho1 O6 129.38(6) 2_556 2_656 ?
O8 Ho1 O6 81.67(6) . 2_656 ?
O2 Ho1 O3 126.53(7) . 2_556 ?
O7 Ho1 O3 75.28(7) 2_556 2_556 ?
O8 Ho1 O3 82.96(7) . 2_556 ?
O6 Ho1 O3 69.16(6) 2_656 2_556 ?
O2 Ho1 O1W 87.00(7) . . ?
O7 Ho1 O1W 138.07(7) 2_556 . ?
O8 Ho1 O1W 85.62(7) . . ?
O6 Ho1 O1W 71.68(6) 2_656 . ?
O3 Ho1 O1W 140.36(6) 2_556 . ?
O2 Ho1 O6 127.68(6) . . ?
O7 Ho1 O6 75.20(6) 2_556 . ?
O8 Ho1 O6 151.58(6) . . ?
O6 Ho1 O6 70.13(7) 2_656 . ?
O3 Ho1 O6 90.07(6) 2_556 . ?
O1W Ho1 O6 82.34(6) . . ?
O2 Ho1 O5 76.18(6) . . ?
O7 Ho1 O5 70.26(6) 2_556 . ?
O8 Ho1 O5 142.96(6) . . ?
O6 Ho1 O5 111.89(6) 2_656 . ?
O3 Ho1 O5 133.87(6) 2_556 . ?
O1W Ho1 O5 67.97(7) . . ?
O6 Ho1 O5 52.33(6) . . ?
O2 Ho1 C8 101.24(7) . . ?
O7 Ho1 C8 68.77(7) 2_556 . ?
O8 Ho1 C8 160.88(7) . . ?
O6 Ho1 C8 92.50(6) 2_656 . ?
O3 Ho1 C8 112.08(7) 2_556 . ?
O1W Ho1 C8 75.26(7) . . ?
O6 Ho1 C8 26.63(6) . . ?
O5 Ho1 C8 25.83(7) . . ?
O2 Ho1 Ho1 154.73(5) . 2_656 ?
O7 Ho1 Ho1 102.89(5) 2_556 2_656 ?
O8 Ho1 Ho1 117.29(4) . 2_656 ?
O6 Ho1 Ho1 35.69(4) 2_656 2_656 ?
O3 Ho1 Ho1 77.69(4) 2_556 2_656 ?
O1W Ho1 Ho1 74.24(5) . 2_656 ?
O6 Ho1 Ho1 34.43(4) . 2_656 ?
O5 Ho1 Ho1 81.08(4) . 2_656 ?
C8 Ho1 Ho1 58.10(5) . 2_656 ?
C4 O2 Ho1 174.11(18) . . ?
C4 O3 Ho1 115.23(16) . 2_556 ?
C8 O5 Ho1 91.21(15) . . ?
C8 O6 Ho1 137.91(15) . 2_656 ?
C8 O6 Ho1 95.06(14) . . ?
Ho1 O6 Ho1 109.87(7) 2_656 . ?
C10 O7 Ho1 146.36(17) . 2_556 ?
C10 O8 Ho1 132.92(16) . . ?
C1 N1 C2 124.6(2) . . ?
C1 N1 C3 118.5(2) . . ?
C2 N1 C3 116.8(2) . . ?
C7 N2 C5 124.7(2) . . ?
C7 N2 C6 119.0(2) . . ?
C5 N2 C6 116.0(2) . . ?
C12 N3 C11 124.1(2) . . ?
C12 N3 C9 120.2(2) . . ?
C11 N3 C9 115.0(2) . . ?
O1 C1 N1 122.7(3) . . ?
O1 C1 C2 118.2(3) . 2_566 ?
N1 C1 C2 119.1(2) . 2_566 ?
N1 C2 C1 116.1(2) . 2_566 ?
N1 C3 C4 113.5(2) . . ?
O3 C4 O2 123.9(2) . . ?
O3 C4 C3 117.0(2) . . ?
O2 C4 C3 119.1(2) . . ?
N2 C5 C7 116.3(2) . 2_665 ?
N2 C6 C8 112.7(2) . . ?
O4 C7 N2 122.9(3) . . ?
O4 C7 C5 118.3(2) . 2_665 ?
N2 C7 C5 118.8(2) . 2_665 ?
O5 C8 O6 120.8(2) . . ?
O5 C8 C6 121.8(2) . . ?
O6 C8 C6 117.3(2) . . ?
O5 C8 Ho1 62.96(13) . . ?
O6 C8 Ho1 58.31(12) . . ?
C6 C8 Ho1 170.44(18) . . ?
N3 C9 C10 113.5(2) . . ?
O7 C10 O8 125.9(2) . . ?
O7 C10 C9 115.0(2) . . ?
O8 C10 C9 119.1(2) . . ?
N3 C11 C12 116.3(2) . 2_557 ?
O9 C12 N3 123.6(2) . . ?
O9 C12 C11 117.6(2) . 2_557 ?
N3 C12 C11 118.7(2) . 2_557 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.749
_refine_diff_density_min         -0.824
_refine_diff_density_rms         0.088