# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H12 Cu N O6, Cl, 2(H2 O)'
_chemical_formula_sum            'C9 H16 Cl Cu N O8'
_chemical_formula_weight         365.22

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'
Cl Cl 0.1484 0.1585 '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'

_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                   8.820
_cell_length_b                   8.95830(10)
_cell_length_c                   10.4738(5)
_cell_angle_alpha                77.724(17)
_cell_angle_beta                 80.631(17)
_cell_angle_gamma                62.901(11)
_cell_volume                     717.82(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.5862
_cell_measurement_theta_max      27.4719

_exptl_crystal_description       Prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.112
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             374
_exptl_absorpt_coefficient_mu    1.742
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6364
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4668
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.75
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2465
_reflns_number_gt                2184
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2002)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2002)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2002)'
_computing_structure_solution    'Siemens SHELXTL^TM^ 5'
_computing_structure_refinement  'Siemens SHELXTL^TM^ 5'
_computing_molecular_graphics    ?
_computing_publication_material  'Siemens SHELXTL^TM^ 5'

_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^)+(0.0688P)^2^+0.3523P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2465
_refine_ls_number_parameters     209
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1294
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_restrained_S_all      1.202
_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
Cu1 Cu 0.17717(5) 0.84362(6) 0.56019(5) 0.0279(2) Uani 1 1 d . . .
Cl1 Cl 0.25265(19) 0.9914(2) 0.13851(13) 0.0589(4) Uani 1 1 d . . .
O1 O 0.4044(4) 0.8169(4) 0.5768(3) 0.0355(7) Uani 1 1 d . . .
O1W O 0.2467(4) 0.7541(4) 0.3924(3) 0.0391(8) Uani 1 1 d D . .
H1WA H 0.324(5) 0.656(3) 0.383(5) 0.059 Uiso 1 1 d D . .
H1WB H 0.249(7) 0.813(5) 0.318(3) 0.059 Uiso 1 1 d D . .
O2W O 0.1199(4) 0.8885(5) 0.7411(3) 0.0433(8) Uani 1 1 d D . .
H2WA H 0.015(2) 0.922(7) 0.767(6) 0.065 Uiso 1 1 d D . .
H2WB H 0.151(6) 0.954(6) 0.765(5) 0.065 Uiso 1 1 d D . .
O2 O 0.4813(4) 0.5422(4) 0.6458(4) 0.0470(9) Uani 1 1 d . . .
O3 O 0.9432(3) 0.8833(4) 0.5500(3) 0.0317(7) Uani 1 1 d . . .
O3W O 0.2634(7) 1.0445(7) 0.8313(4) 0.0683(12) Uani 1 1 d D . .
O4 O 1.0159(5) 0.6152(5) 0.6276(4) 0.0602(10) Uani 1 1 d U . .
O4W O 1.3020(6) 0.3232(6) 0.6897(5) 0.0671(11) Uani 1 1 d D . .
N1 N 0.7175(4) 0.5808(5) 0.7817(3) 0.0335(8) Uani 1 1 d . . .
C1 C 0.8388(6) 0.4248(6) 0.8205(5) 0.0422(11) Uani 1 1 d . . .
H1A H 0.9080 0.3564 0.7588 0.051 Uiso 1 1 calc R . .
C2 C 0.8603(8) 0.3664(7) 0.9515(6) 0.0598(15) Uani 1 1 d . . .
H2A H 0.9435 0.2580 0.9788 0.072 Uiso 1 1 calc R . .
C3 C 0.7584(8) 0.4686(8) 1.0425(6) 0.0633(16) Uani 1 1 d U . .
H3A H 0.7727 0.4303 1.1315 0.076 Uiso 1 1 calc R . .
C4 C 0.6354(8) 0.6278(8) 1.0001(5) 0.0606(16) Uani 1 1 d . . .
H4A H 0.5650 0.6982 1.0603 0.073 Uiso 1 1 calc R . .
C5 C 0.6174(6) 0.6816(7) 0.8701(5) 0.0461(12) Uani 1 1 d . . .
H5A H 0.5346 0.7898 0.8414 0.055 Uiso 1 1 calc R . .
C6 C 0.5101(5) 0.6663(6) 0.6188(4) 0.0310(10) Uani 1 1 d . . .
C7 C 0.6903(5) 0.6427(6) 0.6383(4) 0.0327(10) Uani 1 1 d . . .
H7A H 0.7735 0.5522 0.5902 0.039 Uiso 1 1 calc R . .
C8 C 0.7227(5) 0.7965(6) 0.5903(5) 0.0359(10) Uani 1 1 d . . .
H8A H 0.6540 0.8818 0.6457 0.043 Uiso 1 1 calc R . .
H8B H 0.6866 0.8432 0.5021 0.043 Uiso 1 1 calc R . .
C9 C 0.9076(5) 0.7590(5) 0.5898(5) 0.0341(10) Uani 1 1 d . . .
H3WA H 0.262(11) 1.032(9) 0.9141(12) 0.11(3) Uiso 1 1 d D . .
H3WB H 0.279(12) 1.133(7) 0.803(6) 0.12(4) Uiso 1 1 d D . .
H4WB H 1.381(6) 0.338(8) 0.713(7) 0.08(2) Uiso 1 1 d D . .
H4WA H 1.221(7) 0.422(4) 0.676(9) 0.13(4) Uiso 1 1 d 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
Cu1 0.0181(3) 0.0289(4) 0.0372(3) -0.0009(2) -0.0079(2) -0.0107(2)
Cl1 0.0567(8) 0.0706(10) 0.0446(7) -0.0077(7) 0.0060(6) -0.0275(7)
O1 0.0223(14) 0.0339(18) 0.0515(19) 0.0004(15) -0.0121(13) -0.0134(13)
O1W 0.0346(17) 0.0357(18) 0.0447(18) -0.0096(15) -0.0063(14) -0.0110(14)
O2W 0.0320(17) 0.059(2) 0.0409(18) -0.0087(16) -0.0048(14) -0.0209(16)
O2 0.0332(17) 0.0336(18) 0.078(2) -0.0057(17) -0.0075(16) -0.0177(15)
O3 0.0230(14) 0.0323(17) 0.0413(17) 0.0016(14) -0.0080(12) -0.0149(13)
O3W 0.092(3) 0.079(3) 0.051(2) -0.015(2) -0.014(2) -0.048(3)
O4 0.0555(13) 0.0580(13) 0.0678(14) -0.0021(9) -0.0042(9) -0.0287(10)
O4W 0.055(3) 0.061(3) 0.089(3) -0.010(2) -0.015(2) -0.027(2)
N1 0.0269(18) 0.037(2) 0.034(2) -0.0002(17) -0.0091(15) -0.0123(16)
C1 0.037(2) 0.038(3) 0.045(3) -0.004(2) -0.010(2) -0.009(2)
C2 0.064(4) 0.045(3) 0.052(3) 0.008(3) -0.022(3) -0.009(3)
C3 0.0648(18) 0.0632(18) 0.0611(18) -0.0098(10) -0.0062(10) -0.0267(11)
C4 0.073(4) 0.057(4) 0.045(3) -0.014(3) -0.005(3) -0.021(3)
C5 0.043(3) 0.036(3) 0.048(3) -0.007(2) -0.008(2) -0.006(2)
C6 0.0212(19) 0.039(3) 0.036(2) -0.009(2) -0.0045(17) -0.0146(19)
C7 0.024(2) 0.034(2) 0.042(2) -0.003(2) -0.0117(17) -0.0114(18)
C8 0.028(2) 0.034(2) 0.046(3) -0.002(2) -0.0053(19) -0.0157(19)
C9 0.027(2) 0.025(2) 0.047(3) 0.001(2) -0.0094(19) -0.0093(18)

_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 O1 1.939(3) . ?
Cu1 O3 1.945(3) 1_455 ?
Cu1 O2W 1.958(3) . ?
Cu1 O1W 1.977(3) . ?
Cu1 O3 2.297(3) 2_676 ?
Cu1 Cu1 3.3182(11) 2_576 ?
Cu1 Cu1 6.3989(14) 2_666 ?
Cu1 Cu1 7.2504(10) 2_676 ?
O1 C6 1.272(5) . ?
O1W H1WA 0.847(10) . ?
O1W H1WB 0.848(10) . ?
O2W H2WA 0.846(10) . ?
O2W H2WB 0.846(11) . ?
O2 C6 1.216(6) . ?
O3 C9 1.261(5) . ?
O3 Cu1 1.945(3) 1_655 ?
O3 Cu1 2.297(3) 2_676 ?
O3W H3WA 0.850(11) . ?
O3W H3WB 0.849(11) . ?
O4 C9 1.230(6) . ?
O4W H4WB 0.849(11) . ?
O4W H4WA 0.850(11) . ?
N1 C1 1.342(6) . ?
N1 C5 1.348(6) . ?
N1 C7 1.504(6) . ?
C1 C2 1.372(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.377(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.374(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.354(7) . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 C7 1.548(5) . ?
C7 C8 1.500(6) . ?
C7 H7A 0.9800 . ?
C8 C9 1.507(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

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 Cu1 O3 176.12(13) . 1_455 ?
O1 Cu1 O2W 87.49(14) . . ?
O3 Cu1 O2W 89.55(13) 1_455 . ?
O1 Cu1 O1W 92.70(13) . . ?
O3 Cu1 O1W 90.67(13) 1_455 . ?
O2W Cu1 O1W 169.39(15) . . ?
O1 Cu1 O3 100.66(12) . 2_676 ?
O3 Cu1 O3 77.38(12) 1_455 2_676 ?
O2W Cu1 O3 99.86(13) . 2_676 ?
O1W Cu1 O3 90.54(13) . 2_676 ?
O1 Cu1 Cu1 135.47(9) . 2_576 ?
O3 Cu1 Cu1 42.49(9) 1_455 2_576 ?
O2W Cu1 Cu1 96.54(10) . 2_576 ?
O1W Cu1 Cu1 90.76(10) . 2_576 ?
O3 Cu1 Cu1 34.89(7) 2_676 2_576 ?
O1 Cu1 Cu1 61.02(9) . 2_666 ?
O3 Cu1 Cu1 122.72(9) 1_455 2_666 ?
O2W Cu1 Cu1 118.66(11) . 2_666 ?
O1W Cu1 Cu1 53.04(10) . 2_666 ?
O3 Cu1 Cu1 134.63(8) 2_676 2_666 ?
Cu1 Cu1 Cu1 143.43(2) 2_576 2_666 ?
O1 Cu1 Cu1 28.36(9) . 2_676 ?
O3 Cu1 Cu1 149.63(9) 1_455 2_676 ?
O2W Cu1 Cu1 93.46(10) . 2_676 ?
O1W Cu1 Cu1 91.70(10) . 2_676 ?
O3 Cu1 Cu1 72.32(7) 2_676 2_676 ?
Cu1 Cu1 Cu1 107.19(2) 2_576 2_676 ?
Cu1 Cu1 Cu1 81.782(11) 2_666 2_676 ?
C6 O1 Cu1 114.8(3) . . ?
Cu1 O1W H1WA 124(3) . . ?
Cu1 O1W H1WB 124(3) . . ?
H1WA O1W H1WB 104(2) . . ?
Cu1 O2W H2WA 115(4) . . ?
Cu1 O2W H2WB 119(4) . . ?
H2WA O2W H2WB 106(2) . . ?
C9 O3 Cu1 117.3(3) . 1_655 ?
C9 O3 Cu1 139.6(3) . 2_676 ?
Cu1 O3 Cu1 102.62(12) 1_655 2_676 ?
H3WA O3W H3WB 105(3) . . ?
H4WB O4W H4WA 105(3) . . ?
C1 N1 C5 120.7(4) . . ?
C1 N1 C7 119.8(4) . . ?
C5 N1 C7 119.6(4) . . ?
N1 C1 C2 119.8(5) . . ?
N1 C1 H1A 120.1 . . ?
C2 C1 H1A 120.1 . . ?
C1 C2 C3 119.9(5) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 C2 119.1(6) . . ?
C4 C3 H3A 120.5 . . ?
C2 C3 H3A 120.5 . . ?
C5 C4 C3 119.5(5) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
N1 C5 C4 121.0(5) . . ?
N1 C5 H5A 119.5 . . ?
C4 C5 H5A 119.5 . . ?
O2 C6 O1 126.1(4) . . ?
O2 C6 C7 118.1(4) . . ?
O1 C6 C7 115.8(4) . . ?
C8 C7 N1 111.4(4) . . ?
C8 C7 C6 115.3(4) . . ?
N1 C7 C6 107.1(3) . . ?
C8 C7 H7A 107.6 . . ?
N1 C7 H7A 107.6 . . ?
C6 C7 H7A 107.6 . . ?
C7 C8 C9 113.1(4) . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
O4 C9 O3 122.6(4) . . ?
O4 C9 C8 121.2(4) . . ?
O3 C9 C8 116.2(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WB Cl1 0.848(10) 2.198(12) 3.041(4) 173(5) .
O1W H1WA O2 0.847(10) 1.863(15) 2.701(4) 170(5) 2_666
O2W H2WA Cl1 0.846(10) 2.250(14) 3.091(3) 173(5) 2_576
O2W H2WB O3W 0.846(11) 1.821(18) 2.648(6) 165(6) .
O3W H3WA Cl1 0.850(11) 2.294(12) 3.144(5) 178(7) 1_556
O3W H3WB O4W 0.849(11) 1.93(2) 2.754(7) 163(7) 1_465
O4W H4WB O2 0.849(11) 2.31(5) 2.961(5) 134(6) 1_655
O4W H4WA O4 0.850(11) 1.895(19) 2.726(6) 166(7) .

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.305
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.097
_database_code_depnum_ccdc_archive 'CCDC 885099'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2
#TrackingRef 'web_deposit_cif_file_0_lzcai_1353654505.2.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H16 Cl2 N O8 Pr'
_chemical_formula_weight         478.04

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'
Cl Cl 0.1484 0.1585 '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           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   7.18980(10)
_cell_length_b                   10.04190(10)
_cell_length_c                   12.11000(10)
_cell_angle_alpha                98.042(13)
_cell_angle_beta                 103.190(8)
_cell_angle_gamma                110.599(9)
_cell_volume                     773.237(15)
_cell_formula_units_Z            2
_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_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.053
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    3.530
_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_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5265
_diffrn_reflns_av_R_equivalents  0.0134
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.72
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2521
_reflns_number_gt                2442
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_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^)+(0.0186P)^2^+0.3800P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2521
_refine_ls_number_parameters     214
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0153
_refine_ls_R_factor_gt           0.0145
_refine_ls_wR_factor_ref         0.0362
_refine_ls_wR_factor_gt          0.0359
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.078
_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
Pr1 Pr -0.013504(14) 0.109331(11) 0.372909(8) 0.01622(4) Uani 1 1 d . . .
Cl2 Cl 0.30648(9) 0.01711(7) 0.07305(5) 0.03703(14) Uani 1 1 d . . .
O1 O -0.3374(2) -0.10371(16) 0.32706(12) 0.0271(3) Uani 1 1 d . . .
O4 O -0.9121(2) -0.08129(15) 0.43256(12) 0.0223(3) Uani 1 1 d . . .
O4W O 0.1156(2) 0.38702(16) 0.42285(12) 0.0271(3) Uani 1 1 d D . .
H4WA H 0.028(2) 0.424(2) 0.4040(19) 0.041 Uiso 1 1 d D . .
H4WB H 0.178(3) 0.423(3) 0.4947(9) 0.041 Uiso 1 1 d D . .
O2 O -0.3178(2) -0.22916(16) 0.46518(12) 0.0251(3) Uani 1 1 d . . .
O3 O -0.7428(2) -0.19863(18) 0.52145(12) 0.0318(4) Uani 1 1 d . . .
C4 C -0.8069(3) -0.1606(2) 0.43274(16) 0.0181(4) Uani 1 1 d . . .
O3W O -0.2201(3) 0.18709(18) 0.22117(13) 0.0360(4) Uani 1 1 d D . .
H3WA H -0.331(3) 0.130(2) 0.1678(18) 0.054 Uiso 1 1 d D . .
H3WB H -0.232(3) 0.2680(14) 0.236(2) 0.054 Uiso 1 1 d D . .
O2W O -0.0772(2) -0.04777(19) 0.17049(13) 0.0345(4) Uani 1 1 d D . .
H2WA H -0.160(3) -0.037(3) 0.1143(16) 0.052 Uiso 1 1 d D . .
H2WB H 0.027(2) -0.041(3) 0.1479(18) 0.052 Uiso 1 1 d D . .
O1W O 0.3088(2) 0.1877(2) 0.30778(14) 0.0408(4) Uani 1 1 d D . .
H1WA H 0.330(3) 0.157(3) 0.2455(13) 0.061 Uiso 1 1 d D . .
H1WB H 0.426(2) 0.230(3) 0.3584(16) 0.061 Uiso 1 1 d D . .
C3 C -0.7752(3) -0.2098(2) 0.31726(17) 0.0226(4) Uani 1 1 d . . .
H3A H -0.7084 -0.1239 0.2902 0.027 Uiso 1 1 calc R . .
H3B H -0.9102 -0.2673 0.2602 0.027 Uiso 1 1 calc R . .
Cl1 Cl -0.23808(10) 0.48272(7) 0.30552(5) 0.03990(14) Uani 1 1 d . . .
N1 N -0.6838(2) -0.38816(18) 0.20351(13) 0.0181(4) Uani 1 1 d . . .
C1 C -0.4100(3) -0.2027(2) 0.37637(16) 0.0168(4) Uani 1 1 d . . .
C2 C -0.6442(3) -0.3002(2) 0.32314(15) 0.0163(4) Uani 1 1 d . . .
H2A H -0.6852 -0.3679 0.3726 0.020 Uiso 1 1 calc R . .
C9 C -0.6652(3) -0.3224(3) 0.11428(18) 0.0281(5) Uani 1 1 d . . .
H9A H -0.6272 -0.2216 0.1269 0.034 Uiso 1 1 calc R . .
C8 C -0.7029(4) -0.4049(3) 0.00490(19) 0.0371(6) Uani 1 1 d . . .
H8A H -0.6905 -0.3601 -0.0568 0.044 Uiso 1 1 calc R . .
C5 C -0.7364(4) -0.5329(2) 0.18683(19) 0.0296(5) Uani 1 1 d . . .
H5A H -0.7459 -0.5763 0.2495 0.036 Uiso 1 1 calc R . .
C6 C -0.7763(4) -0.6178(3) 0.0782(2) 0.0418(6) Uani 1 1 d . . .
H6A H -0.8153 -0.7186 0.0668 0.050 Uiso 1 1 calc R . .
C7 C -0.7585(4) -0.5529(3) -0.0133(2) 0.0381(6) Uani 1 1 d . . .
H7A H -0.7840 -0.6092 -0.0873 0.046 Uiso 1 1 calc R . .

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 0.01571(5) 0.01943(6) 0.01396(5) 0.00581(4) 0.00507(4) 0.00644(4)
Cl2 0.0358(3) 0.0546(4) 0.0257(3) 0.0058(2) 0.0102(2) 0.0245(3)
O1 0.0196(7) 0.0279(8) 0.0258(7) 0.0107(6) 0.0024(6) 0.0015(6)
O4 0.0244(6) 0.0252(7) 0.0239(7) 0.0061(5) 0.0111(5) 0.0149(6)
O4W 0.0293(7) 0.0270(8) 0.0232(7) 0.0039(6) 0.0033(6) 0.0128(6)
O2 0.0215(7) 0.0292(8) 0.0201(7) 0.0060(6) 0.0009(6) 0.0081(6)
O3 0.0442(8) 0.0435(9) 0.0232(7) 0.0150(6) 0.0165(6) 0.0289(7)
C4 0.0162(8) 0.0164(9) 0.0214(9) 0.0032(7) 0.0087(7) 0.0047(7)
O3W 0.0418(9) 0.0317(9) 0.0274(8) 0.0031(7) -0.0067(7) 0.0187(7)
O2W 0.0349(8) 0.0471(10) 0.0200(7) 0.0043(7) 0.0073(6) 0.0168(7)
O1W 0.0274(8) 0.0508(11) 0.0319(8) -0.0051(7) 0.0176(7) 0.0015(8)
C3 0.0226(9) 0.0303(11) 0.0183(9) 0.0063(8) 0.0067(7) 0.0139(8)
Cl1 0.0521(3) 0.0397(3) 0.0279(3) 0.0026(2) 0.0018(2) 0.0267(3)
N1 0.0159(7) 0.0218(8) 0.0144(7) 0.0014(6) 0.0038(6) 0.0065(6)
C1 0.0160(8) 0.0165(9) 0.0178(9) 0.0011(7) 0.0065(7) 0.0066(7)
C2 0.0168(8) 0.0179(9) 0.0126(8) 0.0014(7) 0.0051(7) 0.0053(7)
C9 0.0346(11) 0.0292(11) 0.0216(10) 0.0071(8) 0.0104(8) 0.0123(9)
C8 0.0446(13) 0.0514(15) 0.0174(10) 0.0066(10) 0.0099(9) 0.0220(11)
C5 0.0382(12) 0.0208(11) 0.0275(11) 0.0041(8) 0.0094(9) 0.0099(9)
C6 0.0502(14) 0.0277(13) 0.0394(13) -0.0058(10) 0.0107(11) 0.0132(11)
C7 0.0362(12) 0.0475(15) 0.0230(11) -0.0102(10) 0.0032(9) 0.0182(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
Pr1 O4 2.4178(15) 1_655 ?
Pr1 O1 2.4248(14) . ?
Pr1 O2 2.4816(13) 2_556 ?
Pr1 O3W 2.4829(16) . ?
Pr1 O1W 2.5171(15) . ?
Pr1 O4W 2.5404(15) . ?
Pr1 O4 2.5631(14) 2_456 ?
Pr1 O2W 2.5700(15) . ?
Pr1 O3 2.7052(15) 2_456 ?
Pr1 C4 2.9978(19) 2_456 ?
Pr1 Pr1 4.0314(4) 2_556 ?
O1 C1 1.249(2) . ?
O4 C4 1.277(3) . ?
O4 Pr1 2.4178(15) 1_455 ?
O4 Pr1 2.5631(13) 2_456 ?
O2 C1 1.243(2) . ?
O2 Pr1 2.4816(13) 2_556 ?
O3 C4 1.235(2) . ?
O3 Pr1 2.7052(15) 2_456 ?
C4 C3 1.511(3) . ?
C4 Pr1 2.9978(19) 2_456 ?
C3 C2 1.519(3) . ?
N1 C5 1.339(3) . ?
N1 C9 1.351(3) . ?
N1 C2 1.495(2) . ?
C1 C2 1.542(2) . ?
C9 C8 1.374(3) . ?
C8 C7 1.366(4) . ?
C5 C6 1.371(3) . ?
C6 C7 1.371(4) . ?

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
O4 Pr1 O1 74.97(5) 1_655 . ?
O4 Pr1 O2 72.24(5) 1_655 2_556 ?
O1 Pr1 O2 137.09(5) . 2_556 ?
O4 Pr1 O3W 148.64(5) 1_655 . ?
O1 Pr1 O3W 83.55(5) . . ?
O2 Pr1 O3W 136.49(5) 2_556 . ?
O4 Pr1 O1W 85.94(6) 1_655 . ?
O1 Pr1 O1W 138.25(5) . . ?
O2 Pr1 O1W 65.52(5) 2_556 . ?
O3W Pr1 O1W 95.61(6) . . ?
O4 Pr1 O4W 139.74(5) 1_655 . ?
O1 Pr1 O4W 138.92(5) . . ?
O2 Pr1 O4W 67.51(5) 2_556 . ?
O3W Pr1 O4W 70.22(5) . . ?
O1W Pr1 O4W 77.11(6) . . ?
O4 Pr1 O4 71.97(5) 1_655 2_456 ?
O1 Pr1 O4 73.42(5) . 2_456 ?
O2 Pr1 O4 70.64(4) 2_556 2_456 ?
O3W Pr1 O4 123.47(5) . 2_456 ?
O1W Pr1 O4 135.15(5) . 2_456 ?
O4W Pr1 O4 94.94(5) . 2_456 ?
O4 Pr1 O2W 80.76(5) 1_655 . ?
O1 Pr1 O2W 71.78(5) . . ?
O2 Pr1 O2W 127.66(5) 2_556 . ?
O3W Pr1 O2W 70.85(6) . . ?
O1W Pr1 O2W 68.66(5) . . ?
O4W Pr1 O2W 124.20(5) . . ?
O4 Pr1 O2W 140.16(5) 2_456 . ?
O4 Pr1 O3 118.81(5) 1_655 2_456 ?
O1 Pr1 O3 74.28(5) . 2_456 ?
O2 Pr1 O3 98.30(5) 2_556 2_456 ?
O3W Pr1 O3 75.41(5) . 2_456 ?
O1W Pr1 O3 145.97(6) . 2_456 ?
O4W Pr1 O3 68.94(5) . 2_456 ?
O4 Pr1 O3 49.03(4) 2_456 2_456 ?
O2W Pr1 O3 134.04(5) . 2_456 ?
O4 Pr1 C4 96.56(5) 1_655 2_456 ?
O1 Pr1 C4 75.01(5) . 2_456 ?
O2 Pr1 C4 82.01(5) 2_556 2_456 ?
O3W Pr1 C4 99.66(6) . 2_456 ?
O1W Pr1 C4 145.05(5) . 2_456 ?
O4W Pr1 C4 78.82(5) . 2_456 ?
O4 Pr1 C4 25.01(5) 2_456 2_456 ?
O2W Pr1 C4 146.23(5) . 2_456 ?
O3 Pr1 C4 24.32(5) 2_456 2_456 ?
O4 Pr1 Pr1 37.20(3) 1_655 2_556 ?
O1 Pr1 Pr1 70.31(3) . 2_556 ?
O2 Pr1 Pr1 66.82(3) 2_556 2_556 ?
O3W Pr1 Pr1 149.63(4) . 2_556 ?
O1W Pr1 Pr1 114.10(5) . 2_556 ?
O4W Pr1 Pr1 120.83(3) . 2_556 ?
O4 Pr1 Pr1 34.77(3) 2_456 2_556 ?
O2W Pr1 Pr1 113.07(4) . 2_556 ?
O3 Pr1 Pr1 82.65(3) 2_456 2_556 ?
C4 Pr1 Pr1 59.50(4) 2_456 2_556 ?
C1 O1 Pr1 135.38(12) . . ?
C4 O4 Pr1 152.87(12) . 1_455 ?
C4 O4 Pr1 96.91(11) . 2_456 ?
Pr1 O4 Pr1 108.03(5) 1_455 2_456 ?
C1 O2 Pr1 138.78(12) . 2_556 ?
C4 O3 Pr1 91.23(12) . 2_456 ?
O3 C4 O4 121.35(17) . . ?
O3 C4 C3 122.66(18) . . ?
O4 C4 C3 115.93(17) . . ?
O3 C4 Pr1 64.45(10) . 2_456 ?
O4 C4 Pr1 58.08(9) . 2_456 ?
C3 C4 Pr1 165.08(12) . 2_456 ?
C4 C3 C2 113.75(16) . . ?
C5 N1 C9 120.74(17) . . ?
C5 N1 C2 118.74(17) . . ?
C9 N1 C2 120.51(17) . . ?
O2 C1 O1 127.86(17) . . ?
O2 C1 C2 116.11(16) . . ?
O1 C1 C2 116.00(16) . . ?
N1 C2 C3 109.91(15) . . ?
N1 C2 C1 109.77(14) . . ?
C3 C2 C1 111.56(16) . . ?
N1 C9 C8 119.7(2) . . ?
C7 C8 C9 120.0(2) . . ?
N1 C5 C6 120.6(2) . . ?
C7 C6 C5 119.4(2) . . ?
C8 C7 C6 119.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.928
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.928
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.054
_database_code_depnum_ccdc_archive 'CCDC 912239'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_14
#TrackingRef 'web_deposit_cif_file_1_lzcai_1353654505.14.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H8 Eu N O9, 2(Cl), 3(O)'
_chemical_formula_sum            'C9 H22 Cl2 Eu N O11'
_chemical_formula_weight         543.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.9253(14)
_cell_length_b                   9.6867(10)
_cell_length_c                   18.827(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.438(10)
_cell_angle_gamma                90.00
_cell_volume                     1983.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2238
_cell_measurement_theta_min      2.1023
_cell_measurement_theta_max      27.4449

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072
_exptl_absorpt_coefficient_mu    3.479
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7343
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13788
_diffrn_reflns_av_R_equivalents  0.0733
_diffrn_reflns_av_sigmaI/netI    0.1476
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3652
_reflns_number_gt                2591
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2002)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2002)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2002)'
_computing_structure_solution    'Siemens SHELXTL^TM^ 5'
_computing_structure_refinement  'Siemens SHELXTL^TM^ 5'
_computing_molecular_graphics    ?
_computing_publication_material  'Siemens SHELXTL^TM^ 5'

_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^)+(0.0024P)^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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3652
_refine_ls_number_parameters     234
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1246
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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
Eu1 Eu 0.13050(2) 0.72549(3) 0.167503(13) 0.02525(9) Uani 1 1 d U . .
Cl2 Cl 0.25526(15) 1.21868(15) 0.23080(9) 0.0526(4) Uani 1 1 d U . .
O4 O 0.1050(3) 0.6594(3) -0.21709(16) 0.0335(10) Uani 1 1 d U . .
O3 O 0.1288(3) 0.8833(3) -0.21260(17) 0.0356(10) Uani 1 1 d U . .
O2 O 0.2592(3) 0.7031(3) 0.05853(17) 0.0351(10) Uani 1 1 d U . .
C4 C 0.1124(5) 0.7714(5) -0.1823(3) 0.0286(13) Uani 1 1 d U . .
O1 O 0.0589(3) 0.6867(4) 0.04209(17) 0.0370(10) Uani 1 1 d U . .
O5W O -0.0666(3) 0.6089(3) 0.17355(18) 0.0339(5) Uani 1 1 d U . .
O4W O 0.1680(3) 0.4831(4) 0.15321(18) 0.0399(5) Uani 1 1 d U . .
C3 C 0.1044(5) 0.7740(5) -0.1023(3) 0.0343(14) Uani 1 1 d U . .
H3A H 0.1396 0.8603 -0.0839 0.041 Uiso 1 1 calc R . .
H3B H 0.0182 0.7742 -0.0938 0.041 Uiso 1 1 calc R . .
C1 C 0.1633(5) 0.6866(5) 0.0193(3) 0.0298(12) Uani 1 1 d U . .
N1 N 0.2954(3) 0.6372(4) -0.0792(2) 0.0325(11) Uani 1 1 d U . .
O3W O 0.3448(4) 0.7173(4) 0.2200(2) 0.0652(5) Uani 1 1 d U . .
C9 C 0.3746(6) 0.7405(6) -0.0805(3) 0.0524(16) Uani 1 1 d U . .
H9A H 0.3490 0.8301 -0.0724 0.063 Uiso 1 1 calc R . .
C2 C 0.1652(4) 0.6605(5) -0.0606(3) 0.0337(13) Uani 1 1 d U . .
H2A H 0.1184 0.5759 -0.0724 0.040 Uiso 1 1 calc R . .
C5 C 0.3316(5) 0.5087(6) -0.0893(3) 0.0521(16) Uani 1 1 d U . .
H5A H 0.2757 0.4367 -0.0870 0.062 Uiso 1 1 calc R . .
C6 C 0.4492(6) 0.4803(7) -0.1030(4) 0.0670(5) Uani 1 1 d U . .
H6A H 0.4737 0.3902 -0.1112 0.080 Uiso 1 1 calc R . .
Cl1 Cl 0.26001(16) 1.42593(18) 0.48957(10) 0.0691(4) Uani 1 1 d U . .
O2W O -0.0439(3) 0.8856(3) 0.14108(18) 0.0380(5) Uani 1 1 d U . .
O1W O 0.2225(3) 0.9490(4) 0.1428(2) 0.0570(5) Uani 1 1 d U . .
C8 C 0.4939(7) 0.7165(7) -0.0937(4) 0.0725(5) Uani 1 1 d U . .
H8A H 0.5494 0.7889 -0.0954 0.087 Uiso 1 1 calc R . .
C7 C 0.5288(6) 0.5856(6) -0.1041(3) 0.0659(5) Uani 1 1 d U . .
H7A H 0.6098 0.5675 -0.1124 0.079 Uiso 1 1 calc R . .
O6W O 0.1676(3) 0.3647(4) 0.02535(19) 0.0421(5) Uani 1 1 d U . .
O8W O 0.4520(7) 0.4563(7) 0.2763(4) 0.0877(4) Uani 0.643(7) 1 d PU . .
O7W O 0.4959(7) 0.0988(8) -0.0838(4) 0.1095(5) Uani 0.683(7) 1 d PU . .
O7WB O 0.4407(15) 0.1658(17) -0.1519(10) 0.1095(5) Uani 0.32 1 d PU . .
O8WB O 0.4808(12) 0.5707(14) 0.2771(8) 0.0877(4) Uani 0.36 1 d PU . .

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
Eu1 0.03246(17) 0.03047(17) 0.01355(14) -0.00205(10) 0.00594(12) -0.00153(10)
Cl2 0.0543(6) 0.0504(6) 0.0541(6) 0.0020(5) 0.0104(5) -0.0003(5)
O4 0.0458(18) 0.0292(18) 0.0270(17) 0.0040(14) 0.0105(14) 0.0000(14)
O3 0.0477(18) 0.0316(17) 0.0281(17) 0.0017(15) 0.0071(15) -0.0004(15)
O2 0.0394(19) 0.0407(18) 0.0258(17) -0.0025(15) 0.0060(15) -0.0032(15)
C4 0.027(2) 0.034(2) 0.024(2) 0.0002(18) 0.0021(19) 0.0031(17)
O1 0.0369(18) 0.0507(19) 0.0241(17) -0.0025(16) 0.0060(15) 0.0081(15)
O5W 0.0337(7) 0.0334(7) 0.0346(7) -0.0001(6) 0.0034(6) -0.0004(6)
O4W 0.0405(7) 0.0396(7) 0.0397(7) 0.0003(6) 0.0042(6) 0.0011(6)
C3 0.038(2) 0.039(2) 0.027(2) 0.0031(19) 0.009(2) 0.0045(18)
C1 0.033(2) 0.033(2) 0.024(2) 0.0029(19) 0.0035(18) 0.0058(19)
N1 0.0294(19) 0.045(2) 0.0233(18) -0.0033(17) 0.0041(16) 0.0041(17)
O3W 0.0647(7) 0.0658(7) 0.0649(7) 0.0000(5) 0.0056(5) -0.0010(5)
C9 0.050(3) 0.055(3) 0.052(3) -0.002(2) 0.005(2) 0.005(2)
C2 0.032(2) 0.041(2) 0.029(2) 0.0039(19) 0.0075(18) 0.0018(18)
C5 0.049(3) 0.057(3) 0.051(3) -0.001(2) 0.009(2) 0.001(2)
C6 0.0669(7) 0.0671(8) 0.0670(8) -0.0002(6) 0.0064(6) 0.0008(6)
Cl1 0.0719(6) 0.0659(6) 0.0685(6) 0.0037(5) 0.0009(5) -0.0023(5)
O2W 0.0388(7) 0.0375(7) 0.0378(7) 0.0001(6) 0.0029(6) 0.0015(6)
O1W 0.0574(7) 0.0567(7) 0.0571(7) -0.0004(5) 0.0064(5) -0.0012(5)
C8 0.0722(7) 0.0727(8) 0.0725(8) -0.0003(6) 0.0068(6) -0.0009(6)
C7 0.0654(7) 0.0663(8) 0.0659(8) 0.0000(6) 0.0063(6) 0.0004(6)
O6W 0.0422(7) 0.0423(7) 0.0418(7) -0.0006(6) 0.0044(6) 0.0001(6)
O8W 0.0877(5) 0.0877(5) 0.0877(6) 0.0001(4) 0.0081(4) -0.0001(4)
O7W 0.1095(7) 0.1095(7) 0.1094(7) -0.0001(5) 0.0103(5) 0.0000(5)
O7WB 0.1095(7) 0.1095(7) 0.1094(7) -0.0001(5) 0.0103(5) 0.0000(5)
O8WB 0.0877(5) 0.0877(5) 0.0877(6) 0.0001(4) 0.0081(4) -0.0001(4)

_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 O4W 2.403(3) . ?
Eu1 O5W 2.444(3) . ?
Eu1 O1 2.445(3) . ?
Eu1 O1W 2.451(4) . ?
Eu1 O3W 2.455(4) . ?
Eu1 O2W 2.471(3) . ?
Eu1 O4 2.481(3) 4_576 ?
Eu1 O3 2.493(3) 4_576 ?
Eu1 O2 2.604(3) . ?
Eu1 C4 2.854(5) 4_576 ?
Eu1 C1 2.871(5) . ?
O4 C4 1.266(6) . ?
O4 Eu1 2.481(3) 4_575 ?
O3 C4 1.247(6) . ?
O3 Eu1 2.493(3) 4_575 ?
O2 C1 1.233(6) . ?
C4 C3 1.517(7) . ?
C4 Eu1 2.854(5) 4_575 ?
O1 C1 1.256(6) . ?
C3 C2 1.472(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C1 C2 1.529(7) . ?
N1 C9 1.325(7) . ?
N1 C5 1.325(7) . ?
N1 C2 1.513(6) . ?
C9 C8 1.370(9) . ?
C9 H9A 0.9300 . ?
C2 H2A 0.9800 . ?
C5 C6 1.363(8) . ?
C5 H5A 0.9300 . ?
C6 C7 1.342(9) . ?
C6 H6A 0.9300 . ?
C8 C7 1.344(8) . ?
C8 H8A 0.9300 . ?
C7 H7A 0.9300 . ?
O8W O8WB 1.152(15) . ?
O8W O7WB 1.808(19) 4_566 ?
O7W O7WB 1.511(18) . ?
O7WB O8W 1.808(19) 4_565 ?

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
O4W Eu1 O5W 73.37(11) . . ?
O4W Eu1 O1 77.53(11) . . ?
O5W Eu1 O1 76.77(11) . . ?
O4W Eu1 O1W 139.89(13) . . ?
O5W Eu1 O1W 142.79(12) . . ?
O1 Eu1 O1W 92.96(12) . . ?
O4W Eu1 O3W 81.22(12) . . ?
O5W Eu1 O3W 141.03(13) . . ?
O1 Eu1 O3W 126.11(14) . . ?
O1W Eu1 O3W 73.27(13) . . ?
O4W Eu1 O2W 136.66(11) . . ?
O5W Eu1 O2W 68.50(11) . . ?
O1 Eu1 O2W 74.45(11) . . ?
O1W Eu1 O2W 74.29(12) . . ?
O3W Eu1 O2W 142.11(12) . . ?
O4W Eu1 O4 124.86(11) . 4_576 ?
O5W Eu1 O4 89.67(11) . 4_576 ?
O1 Eu1 O4 149.58(11) . 4_576 ?
O1W Eu1 O4 81.47(12) . 4_576 ?
O3W Eu1 O4 81.05(13) . 4_576 ?
O2W Eu1 O4 75.26(11) . 4_576 ?
O4W Eu1 O3 72.79(11) . 4_576 ?
O5W Eu1 O3 71.35(11) . 4_576 ?
O1 Eu1 O3 141.28(11) . 4_576 ?
O1W Eu1 O3 125.75(12) . 4_576 ?
O3W Eu1 O3 73.20(13) . 4_576 ?
O2W Eu1 O3 112.08(11) . 4_576 ?
O4 Eu1 O3 52.12(11) 4_576 4_576 ?
O4W Eu1 O2 73.73(11) . . ?
O5W Eu1 O2 122.83(11) . . ?
O1 Eu1 O2 51.22(11) . . ?
O1W Eu1 O2 70.25(12) . . ?
O3W Eu1 O2 75.44(13) . . ?
O2W Eu1 O2 110.94(11) . . ?
O4 Eu1 O2 147.29(11) 4_576 . ?
O3 Eu1 O2 136.81(11) 4_576 . ?
O4W Eu1 C4 98.63(12) . 4_576 ?
O5W Eu1 C4 79.31(13) . 4_576 ?
O1 Eu1 C4 155.87(13) . 4_576 ?
O1W Eu1 C4 104.31(13) . 4_576 ?
O3W Eu1 C4 75.81(15) . 4_576 ?
O2W Eu1 C4 93.91(13) . 4_576 ?
O4 Eu1 C4 26.27(12) 4_576 4_576 ?
O3 Eu1 C4 25.85(12) 4_576 4_576 ?
O2 Eu1 C4 151.06(13) . 4_576 ?
O4W Eu1 C1 74.02(13) . . ?
O5W Eu1 C1 100.15(13) . . ?
O1 Eu1 C1 25.78(12) . . ?
O1W Eu1 C1 80.79(14) . . ?
O3W Eu1 C1 100.64(15) . . ?
O2W Eu1 C1 92.96(13) . . ?
O4 Eu1 C1 160.83(12) 4_576 . ?
O3 Eu1 C1 146.80(13) 4_576 . ?
O2 Eu1 C1 25.45(12) . . ?
C4 Eu1 C1 172.36(14) 4_576 . ?
C4 O4 Eu1 93.5(3) . 4_575 ?
C4 O3 Eu1 93.5(3) . 4_575 ?
C1 O2 Eu1 89.5(3) . . ?
O3 C4 O4 120.9(5) . . ?
O3 C4 C3 117.7(4) . . ?
O4 C4 C3 121.4(4) . . ?
O3 C4 Eu1 60.7(3) . 4_575 ?
O4 C4 Eu1 60.2(3) . 4_575 ?
C3 C4 Eu1 178.3(3) . 4_575 ?
C1 O1 Eu1 96.4(3) . . ?
C2 C3 C4 116.8(4) . . ?
C2 C3 H3A 108.1 . . ?
C4 C3 H3A 108.1 . . ?
C2 C3 H3B 108.1 . . ?
C4 C3 H3B 108.1 . . ?
H3A C3 H3B 107.3 . . ?
O2 C1 O1 122.9(5) . . ?
O2 C1 C2 121.3(5) . . ?
O1 C1 C2 115.7(4) . . ?
O2 C1 Eu1 65.1(3) . . ?
O1 C1 Eu1 57.8(2) . . ?
C2 C1 Eu1 173.4(3) . . ?
C9 N1 C5 120.1(5) . . ?
C9 N1 C2 121.5(5) . . ?
C5 N1 C2 118.2(4) . . ?
N1 C9 C8 120.7(6) . . ?
N1 C9 H9A 119.7 . . ?
C8 C9 H9A 119.7 . . ?
C3 C2 N1 112.0(4) . . ?
C3 C2 C1 110.7(4) . . ?
N1 C2 C1 110.7(4) . . ?
C3 C2 H2A 107.8 . . ?
N1 C2 H2A 107.8 . . ?
C1 C2 H2A 107.8 . . ?
N1 C5 C6 121.1(6) . . ?
N1 C5 H5A 119.5 . . ?
C6 C5 H5A 119.5 . . ?
C7 C6 C5 118.3(6) . . ?
C7 C6 H6A 120.9 . . ?
C5 C6 H6A 120.9 . . ?
C7 C8 C9 118.3(6) . . ?
C7 C8 H8A 120.9 . . ?
C9 C8 H8A 120.9 . . ?
C6 C7 C8 121.5(7) . . ?
C6 C7 H7A 119.3 . . ?
C8 C7 H7A 119.3 . . ?
O8WB O8W O7WB 131.1(11) . 4_566 ?
O7W O7WB O8W 107.7(10) . 4_565 ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         2.335
_refine_diff_density_min         -1.439
_refine_diff_density_rms         0.209
_database_code_depnum_ccdc_archive 'CCDC 912240'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_14a
#TrackingRef 'web_deposit_cif_file_2_lzcai_1353654505.14.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H8 Gd N O9, 2(Cl), 3(O)'
_chemical_formula_sum            'C9 H22 Cl2 Gd N O11'
_chemical_formula_weight         548.43

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.919(3)
_cell_length_b                   9.670(2)
_cell_length_c                   18.815(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.275(4)
_cell_angle_gamma                90.00
_cell_volume                     1978.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5273
_cell_measurement_theta_min      2.2505
_cell_measurement_theta_max      27.5437

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.841
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1076
_exptl_absorpt_coefficient_mu    3.670
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7343
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11838
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0600
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3380
_reflns_number_gt                2768
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2002)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2002)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2002)'
_computing_structure_solution    'Siemens SHELXTL^TM^ 5'
_computing_structure_refinement  'Siemens SHELXTL^TM^ 5'
_computing_molecular_graphics    ?
_computing_publication_material  'Siemens SHELXTL^TM^ 5'

_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^)+(0.0226P)^2^+0.7684P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3380
_refine_ls_number_parameters     234
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0738
_refine_ls_wR_factor_gt          0.0718
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.068
_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
Gd1 Gd 0.13043(2) 0.72765(2) 0.667066(10) 0.02661(8) Uani 1 1 d . . .
Cl3 Cl -0.25448(14) 0.77934(13) 0.26901(8) 0.0553(4) Uani 1 1 d . . .
Cl2 Cl 0.26071(16) 0.42393(15) -0.01094(8) 0.0719(4) Uani 1 1 d U . .
O2 O 0.2597(3) 0.7052(3) 0.55920(15) 0.0409(8) Uani 1 1 d . . .
O6W O 0.1668(3) 1.1329(3) 0.02480(16) 0.0471(9) Uani 1 1 d . . .
O4 O 0.1280(3) 0.8813(3) 0.28683(14) 0.0397(8) Uani 1 1 d . . .
O5W O -0.0652(3) 0.6103(3) 0.67351(15) 0.0361(8) Uani 1 1 d . . .
O3 O 0.1032(3) 0.6575(3) 0.28151(14) 0.0385(8) Uani 1 1 d . . .
O4W O 0.1683(3) 0.4871(3) 0.65263(15) 0.0432(8) Uani 1 1 d . . .
O1 O 0.0593(3) 0.6887(4) 0.54167(15) 0.0451(9) Uani 1 1 d . . .
O3W O -0.0433(3) 0.8867(3) 0.64090(16) 0.0456(9) Uani 1 1 d . . .
N1 N 0.2965(3) 0.6395(5) 0.42125(17) 0.0406(10) Uani 1 1 d . . .
C1 C 0.1639(4) 0.6881(5) 0.5192(2) 0.0358(9) Uani 1 1 d U . .
C4 C 0.1120(4) 0.7688(5) 0.3168(2) 0.0318(11) Uani 1 1 d . . .
C2 C 0.1648(4) 0.6585(6) 0.4388(2) 0.0446(13) Uani 1 1 d . . .
H2A H 0.1202 0.5719 0.4280 0.053 Uiso 1 1 calc R . .
O2W O 0.3414(4) 0.7222(4) 0.7202(2) 0.0688(11) Uani 1 1 d U . .
O1W O 0.2223(4) 0.9496(4) 0.6435(2) 0.0619(10) Uani 1 1 d U . .
C3 C 0.1016(5) 0.7698(5) 0.3969(2) 0.0452(13) Uani 1 1 d . . .
H3A H 0.1334 0.8574 0.4157 0.054 Uiso 1 1 calc R . .
H3B H 0.0151 0.7662 0.4046 0.054 Uiso 1 1 calc R . .
C9 C 0.3311(5) 0.5096(6) 0.4098(3) 0.0565(12) Uani 1 1 d U . .
H9A H 0.2745 0.4380 0.4110 0.068 Uiso 1 1 calc R . .
C5 C 0.3755(6) 0.7415(6) 0.4203(3) 0.0587(17) Uani 1 1 d . . .
H5A H 0.3517 0.8318 0.4290 0.070 Uiso 1 1 calc R . .
C8 C 0.4489(6) 0.4816(7) 0.3963(3) 0.0733(14) Uani 1 1 d U . .
H8A H 0.4726 0.3909 0.3884 0.088 Uiso 1 1 calc R . .
C6 C 0.4956(7) 0.7121(9) 0.4061(4) 0.092(3) Uani 1 1 d . . .
H6A H 0.5532 0.7827 0.4046 0.110 Uiso 1 1 calc R . .
O8W O 0.4507(8) 0.4553(8) 0.7766(4) 0.0952(16) Uani 0.634(10) 1 d PU . .
O7W O 0.5012(8) 0.3995(8) -0.0849(4) 0.106(2) Uani 0.676(11) 1 d PU . .
C7 C 0.5272(7) 0.5794(8) 0.3945(3) 0.0806(14) Uani 1 1 d U . .
H7A H 0.6074 0.5590 0.3850 0.097 Uiso 1 1 calc R . .
O7WB O 0.4413(16) 0.3400(18) -0.1515(9) 0.106(2) Uani 0.32 1 d P . .
O8WB O 0.4854(13) 0.5651(15) 0.7754(7) 0.0952(16) Uani 0.37 1 d P . .

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
Gd1 0.03456(14) 0.03240(14) 0.01368(12) -0.00241(8) 0.00664(9) -0.00178(9)
Cl3 0.0666(10) 0.0409(7) 0.0620(9) 0.0058(6) 0.0248(7) -0.0025(6)
Cl2 0.0856(10) 0.0559(8) 0.0705(9) 0.0141(7) -0.0129(8) -0.0068(7)
O2 0.044(2) 0.058(2) 0.0207(16) -0.0034(14) 0.0048(14) -0.0034(16)
O6W 0.058(2) 0.0443(19) 0.0396(18) 0.0088(16) 0.0058(16) -0.0008(16)
O4 0.063(2) 0.0347(17) 0.0219(15) 0.0001(14) 0.0070(14) 0.0006(16)
O5W 0.0364(19) 0.0337(16) 0.0387(17) 0.0015(14) 0.0056(14) -0.0028(14)
O3 0.057(2) 0.0368(18) 0.0236(15) 0.0081(14) 0.0134(14) 0.0054(16)
O4W 0.056(2) 0.0431(19) 0.0316(17) -0.0013(14) 0.0117(15) 0.0141(16)
O1 0.039(2) 0.079(2) 0.0185(15) -0.0028(16) 0.0062(13) 0.0169(18)
O3W 0.059(2) 0.0381(18) 0.0392(18) -0.0053(15) 0.0004(16) 0.0137(16)
N1 0.028(2) 0.075(3) 0.0201(18) -0.0036(19) 0.0052(15) 0.009(2)
C1 0.0362(12) 0.0375(12) 0.0336(12) 0.0004(9) 0.0038(9) 0.0021(9)
C4 0.032(3) 0.045(3) 0.019(2) 0.001(2) 0.0049(18) 0.011(2)
C2 0.042(3) 0.066(3) 0.027(2) -0.004(2) 0.009(2) 0.010(3)
O2W 0.0606(18) 0.0833(18) 0.0622(18) 0.0002(14) 0.0042(14) -0.0103(15)
O1W 0.0661(18) 0.0586(16) 0.0631(16) -0.0025(14) 0.0168(14) -0.0128(14)
C3 0.048(3) 0.064(3) 0.024(2) 0.009(2) 0.010(2) 0.017(3)
C9 0.0562(14) 0.0572(14) 0.0564(15) -0.0002(9) 0.0059(9) 0.0001(9)
C5 0.058(4) 0.064(4) 0.053(4) -0.009(3) 0.002(3) -0.003(3)
C8 0.0735(16) 0.0733(16) 0.0732(16) -0.0015(10) 0.0074(10) 0.0023(10)
C6 0.064(5) 0.139(7) 0.071(5) 0.002(4) -0.002(4) -0.053(4)
O8W 0.0950(18) 0.0956(18) 0.0948(19) 0.0009(10) 0.0076(10) -0.0009(10)
O7W 0.105(3) 0.108(3) 0.105(3) 0.0047(18) 0.0084(18) -0.0001(18)
C7 0.0795(16) 0.0822(16) 0.0803(17) -0.0010(10) 0.0085(10) 0.0017(10)
O7WB 0.105(3) 0.108(3) 0.105(3) 0.0047(18) 0.0084(18) -0.0001(18)
O8WB 0.0950(18) 0.0956(18) 0.0948(19) 0.0009(10) 0.0076(10) -0.0009(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
Gd1 O4W 2.382(3) . ?
Gd1 O2W 2.426(4) . ?
Gd1 O1W 2.427(4) . ?
Gd1 O5W 2.432(3) . ?
Gd1 O1 2.444(3) . ?
Gd1 O3W 2.456(3) . ?
Gd1 O3 2.465(3) 4_576 ?
Gd1 O4 2.490(3) 4_576 ?
Gd1 O2 2.585(3) . ?
Gd1 C4 2.844(4) 4_576 ?
Gd1 C1 2.865(5) . ?
O2 C1 1.242(5) . ?
O4 C4 1.245(5) . ?
O4 Gd1 2.490(3) 4_575 ?
O3 C4 1.264(5) . ?
O3 Gd1 2.465(3) 4_575 ?
O1 C1 1.254(6) . ?
N1 C5 1.312(7) . ?
N1 C9 1.335(7) . ?
N1 C2 1.516(6) . ?
C1 C2 1.540(6) . ?
C4 C3 1.521(6) . ?
C4 Gd1 2.844(4) 4_575 ?
C2 C3 1.468(7) . ?
C2 H2A 0.9800 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C9 C8 1.361(8) . ?
C9 H9A 0.9300 . ?
C5 C6 1.392(10) . ?
C5 H5A 0.9300 . ?
C8 C7 1.278(9) . ?
C8 H8A 0.9300 . ?
C6 C7 1.352(10) . ?
C6 H6A 0.9300 . ?
O8W O8WB 1.129(15) . ?
O8W O7WB 1.764(18) 1_556 ?
O7W O7WB 1.476(17) . ?
C7 H7A 0.9300 . ?
O7WB O8W 1.764(18) 1_554 ?

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
O4W Gd1 O2W 81.83(13) . . ?
O4W Gd1 O1W 139.79(13) . . ?
O2W Gd1 O1W 72.65(13) . . ?
O4W Gd1 O5W 73.28(11) . . ?
O2W Gd1 O5W 140.75(12) . . ?
O1W Gd1 O5W 143.27(12) . . ?
O4W Gd1 O1 77.44(11) . . ?
O2W Gd1 O1 126.88(13) . . ?
O1W Gd1 O1 93.43(12) . . ?
O5W Gd1 O1 76.91(11) . . ?
O4W Gd1 O3W 136.65(11) . . ?
O2W Gd1 O3W 141.50(12) . . ?
O1W Gd1 O3W 74.59(13) . . ?
O5W Gd1 O3W 68.68(11) . . ?
O1 Gd1 O3W 74.45(10) . . ?
O4W Gd1 O3 125.15(10) . 4_576 ?
O2W Gd1 O3 80.55(13) . 4_576 ?
O1W Gd1 O3 81.16(11) . 4_576 ?
O5W Gd1 O3 89.40(10) . 4_576 ?
O1 Gd1 O3 149.25(11) . 4_576 ?
O3W Gd1 O3 74.93(10) . 4_576 ?
O4W Gd1 O4 72.93(10) . 4_576 ?
O2W Gd1 O4 72.93(13) . 4_576 ?
O1W Gd1 O4 125.35(11) . 4_576 ?
O5W Gd1 O4 71.03(10) . 4_576 ?
O1 Gd1 O4 141.21(11) . 4_576 ?
O3W Gd1 O4 111.96(11) . 4_576 ?
O3 Gd1 O4 52.26(10) 4_576 4_576 ?
O4W Gd1 O2 73.47(11) . . ?
O2W Gd1 O2 75.86(13) . . ?
O1W Gd1 O2 70.51(12) . . ?
O5W Gd1 O2 123.05(10) . . ?
O1 Gd1 O2 51.49(10) . . ?
O3W Gd1 O2 111.26(10) . . ?
O3 Gd1 O2 147.35(10) 4_576 . ?
O4 Gd1 O2 136.62(10) 4_576 . ?
O4W Gd1 C4 98.84(12) . 4_576 ?
O2W Gd1 C4 75.10(14) . 4_576 ?
O1W Gd1 C4 103.80(12) . 4_576 ?
O5W Gd1 C4 79.26(11) . 4_576 ?
O1 Gd1 C4 155.94(13) . 4_576 ?
O3W Gd1 C4 93.85(12) . 4_576 ?
O3 Gd1 C4 26.33(11) 4_576 4_576 ?
O4 Gd1 C4 25.93(11) 4_576 4_576 ?
O2 Gd1 C4 150.74(12) . 4_576 ?
O4W Gd1 C1 73.74(12) . . ?
O2W Gd1 C1 101.33(14) . . ?
O1W Gd1 C1 81.31(13) . . ?
O5W Gd1 C1 100.20(12) . . ?
O1 Gd1 C1 25.80(12) . . ?
O3W Gd1 C1 93.10(12) . . ?
O3 Gd1 C1 160.89(12) 4_576 . ?
O4 Gd1 C1 146.65(12) 4_576 . ?
O2 Gd1 C1 25.70(11) . . ?
C4 Gd1 C1 172.28(13) 4_576 . ?
C1 O2 Gd1 89.8(3) . . ?
C4 O4 Gd1 93.1(2) . 4_575 ?
C4 O3 Gd1 93.8(3) . 4_575 ?
C1 O1 Gd1 96.2(3) . . ?
C5 N1 C9 120.6(5) . . ?
C5 N1 C2 123.4(5) . . ?
C9 N1 C2 116.0(5) . . ?
O2 C1 O1 122.5(4) . . ?
O2 C1 C2 122.6(4) . . ?
O1 C1 C2 114.8(4) . . ?
O2 C1 Gd1 64.5(2) . . ?
O1 C1 Gd1 58.0(2) . . ?
C2 C1 Gd1 172.5(3) . . ?
O4 C4 O3 120.8(4) . . ?
O4 C4 C3 118.0(4) . . ?
O3 C4 C3 121.1(4) . . ?
O4 C4 Gd1 61.0(2) . 4_575 ?
O3 C4 Gd1 59.9(2) . 4_575 ?
C3 C4 Gd1 178.9(3) . 4_575 ?
C3 C2 N1 112.3(4) . . ?
C3 C2 C1 110.2(4) . . ?
N1 C2 C1 109.2(4) . . ?
C3 C2 H2A 108.3 . . ?
N1 C2 H2A 108.3 . . ?
C1 C2 H2A 108.3 . . ?
C2 C3 C4 117.0(4) . . ?
C2 C3 H3A 108.1 . . ?
C4 C3 H3A 108.1 . . ?
C2 C3 H3B 108.1 . . ?
C4 C3 H3B 108.1 . . ?
H3A C3 H3B 107.3 . . ?
N1 C9 C8 120.3(6) . . ?
N1 C9 H9A 119.9 . . ?
C8 C9 H9A 119.9 . . ?
N1 C5 C6 118.8(6) . . ?
N1 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
C7 C8 C9 120.2(7) . . ?
C7 C8 H8A 119.9 . . ?
C9 C8 H8A 119.9 . . ?
C7 C6 C5 119.0(6) . . ?
C7 C6 H6A 120.5 . . ?
C5 C6 H6A 120.5 . . ?
O8WB O8W O7WB 130.7(11) . 1_556 ?
C8 C7 C6 121.2(8) . . ?
C8 C7 H7A 119.4 . . ?
C6 C7 H7A 119.4 . . ?
O7W O7WB O8W 110.7(11) . 1_554 ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         1.069
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.094


_database_code_depnum_ccdc_archive 'CCDC 912241'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H16 Er N O8, 1.99(Cl), H2 O'
_chemical_formula_sum            'C9 H18 Cl2 Er N O9'
_chemical_formula_weight         522.40

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.865(4)
_cell_length_b                   9.172(3)
_cell_length_c                   15.432(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.897(5)
_cell_angle_gamma                90.00
_cell_volume                     1664.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4617
_cell_measurement_theta_min      2.6481
_cell_measurement_theta_max      27.4546

_exptl_crystal_description       Prism
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.2000
_exptl_crystal_size_min          0.2000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.084
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1012
_exptl_absorpt_coefficient_mu    5.402
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6208
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10671
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2926
_reflns_number_gt                2690
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2002)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2002)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2002)'
_computing_structure_solution    'Siemens SHELXTL^TM^ 5'
_computing_structure_refinement  'Siemens SHELXTL^TM^ 5'
_computing_molecular_graphics    ?
_computing_publication_material  'Siemens SHELXTL^TM^ 5'

_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^)+(0.0341P)^2^+3.1539P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2926
_refine_ls_number_parameters     233
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0729
_refine_ls_wR_factor_gt          0.0707
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.006
_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
Er1 Er 0.645081(8) 0.086476(10) 0.092132(7) 0.02251(3) Uani 1 1 d . . .
Cl1 Cl 1.04722(6) -0.08419(7) 0.24885(5) 0.0472(2) Uani 1 1 d . . .
O4 O 0.54432(12) 0.86995(16) -0.00346(11) 0.0267(5) Uani 1 1 d . . .
O1W O 0.83523(14) 0.11010(18) 0.18936(15) 0.0462(7) Uani 1 1 d D . .
H1WA H 0.8889(5) 0.0481(7) 0.206(2) 0.069 Uiso 1 1 d D . .
H1WB H 0.8693(8) 0.1918(6) 0.203(2) 0.069 Uiso 1 1 d D . .
N1 N 0.81256(15) 0.6227(2) -0.00109(13) 0.0246(5) Uani 1 1 d . . .
O4W O 0.57741(13) -0.04603(18) 0.18947(11) 0.0378(5) Uani 1 1 d D . .
H4WA H 0.5406(5) -0.0096(9) 0.2188(5) 0.057 Uiso 1 1 d D . .
H4WB H 0.5708(13) -0.1373(5) 0.1933(12) 0.057 Uiso 1 1 d D . .
O3 O 0.71749(12) 0.83884(17) 0.10184(12) 0.0322(5) Uani 1 1 d . . .
O3W O 0.70021(15) 0.07317(17) -0.03225(13) 0.0497(6) Uani 1 1 d D . .
H3WA H 0.7164(7) 0.0157(7) -0.0678(5) 0.075 Uiso 1 1 d D . .
H3WB H 0.7214(9) 0.1571(6) -0.0419(10) 0.075 Uiso 1 1 d D . .
O2W O 0.63067(14) 0.2373(2) 0.20940(12) 0.0511(5) Uani 1 1 d DU . .
H2WA H 0.6881(5) 0.2007(13) 0.2537(7) 0.077 Uiso 1 1 d D . .
H2WB H 0.5769(4) 0.228(3) 0.2276(5) 0.077 Uiso 1 1 d D . .
O2 O 0.67064(12) 0.32425(17) 0.05985(12) 0.0312(5) Uani 1 1 d . . .
O1 O 0.77059(14) 0.3365(2) -0.02932(13) 0.0477(5) Uani 1 1 d U . .
C1 C 0.72502(18) 0.3911(2) 0.02011(18) 0.0308(7) Uani 1 1 d . . .
C4 C 0.63014(16) 0.7881(2) 0.03756(15) 0.0229(6) Uani 1 1 d . . .
C3 C 0.62292(17) 0.6320(2) 0.00614(18) 0.0292(7) Uani 1 1 d . . .
H3A H 0.5876 0.6287 -0.0626 0.035 Uiso 1 1 calc R . .
H3B H 0.5744 0.5790 0.0296 0.035 Uiso 1 1 calc R . .
C2 C 0.73733(17) 0.5563(2) 0.04007(16) 0.0239(6) Uani 1 1 d . . .
H2A H 0.7745 0.5690 0.1090 0.029 Uiso 1 1 calc R . .
C9 C 0.7833(2) 0.6193(3) -0.09574(19) 0.0401(8) Uani 1 1 d . . .
H9A H 0.7146 0.5775 -0.1355 0.048 Uiso 1 1 calc R . .
C7 C 0.9544(2) 0.7365(4) -0.0740(2) 0.0624(10) Uani 1 1 d . . .
H7A H 1.0037 0.7744 -0.0988 0.075 Uiso 1 1 calc R . .
C8 C 0.8536(2) 0.6767(4) -0.1331(2) 0.0542(10) Uani 1 1 d . . .
H8A H 0.8331 0.6752 -0.1982 0.065 Uiso 1 1 calc R . .
O5W O 1.24979(19) -0.0230(3) 0.19380(17) 0.0867(6) Uani 1 1 d DU . .
H5WA H 1.2224(12) -0.0946(7) 0.1555(5) 0.130 Uiso 1 1 d D . .
H5WB H 1.1967(4) -0.0095(18) 0.2131(5) 0.130 Uiso 1 1 d D . .
C5 C 0.91041(19) 0.6831(3) 0.05629(18) 0.0360(7) Uani 1 1 d . . .
H5A H 0.9291 0.6859 0.1211 0.043 Uiso 1 1 calc R . .
C6 C 0.9836(2) 0.7409(4) 0.0218(2) 0.0541(4) Uani 1 1 d U . .
H6A H 1.0520 0.7826 0.0624 0.065 Uiso 1 1 calc R . .
Cl2 Cl 0.48367(8) 0.12914(12) 0.31387(7) 0.0449(2) Uani 0.6751(17) 1 d PU . .
Cl2B Cl 0.44252(18) 0.1236(3) 0.27808(16) 0.0449(2) Uani 0.32 1 d P . .

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
Er1 0.02216(4) 0.01467(5) 0.02989(5) -0.00106(4) 0.00972(4) 0.00000(4)
Cl1 0.0416(3) 0.0401(4) 0.0478(4) -0.0051(3) 0.0056(3) 0.0090(3)
O4 0.0213(6) 0.0160(7) 0.0390(8) 0.0002(6) 0.0082(6) 0.0035(6)
O1W 0.0254(8) 0.0287(9) 0.0667(13) -0.0049(9) 0.0002(8) -0.0019(8)
N1 0.0301(8) 0.0190(9) 0.0275(8) -0.0017(7) 0.0145(6) -0.0019(8)
O4W 0.0556(8) 0.0264(8) 0.0405(8) 0.0034(7) 0.0288(6) 0.0006(8)
O3 0.0233(7) 0.0201(8) 0.0441(9) -0.0052(7) 0.0044(6) 0.0004(7)
O3W 0.0812(9) 0.0259(9) 0.0657(9) -0.0055(7) 0.0543(7) -0.0054(8)
O2W 0.0579(7) 0.0502(8) 0.0523(7) -0.0071(7) 0.0295(5) -0.0037(7)
O2 0.0327(7) 0.0142(7) 0.0531(8) 0.0032(7) 0.0238(6) 0.0011(6)
O1 0.0498(7) 0.0432(8) 0.0594(7) -0.0059(6) 0.0316(5) 0.0008(6)
C1 0.0317(10) 0.0151(10) 0.0523(13) 0.0018(9) 0.0240(8) 0.0079(9)
C4 0.0237(8) 0.0141(10) 0.0360(10) 0.0021(8) 0.0173(7) 0.0004(8)
C3 0.0214(9) 0.0211(11) 0.0470(12) 0.0013(10) 0.0157(8) 0.0024(9)
C2 0.0233(9) 0.0169(10) 0.0333(10) 0.0017(9) 0.0135(7) -0.0017(8)
C9 0.0377(13) 0.0444(15) 0.0323(13) -0.0059(11) 0.0080(10) -0.0089(12)
C7 0.0571(12) 0.072(2) 0.0786(16) 0.0004(15) 0.0486(10) -0.0168(14)
C8 0.0659(15) 0.068(2) 0.0365(13) -0.0003(14) 0.0283(10) -0.0072(15)
O5W 0.0889(9) 0.0887(10) 0.0854(9) -0.0067(8) 0.0383(6) 0.0069(8)
C5 0.0271(10) 0.0461(15) 0.0348(12) -0.0066(11) 0.0126(8) -0.0092(11)
C6 0.0531(5) 0.0555(6) 0.0545(5) -0.0007(5) 0.0228(4) -0.0014(5)
Cl2 0.0464(3) 0.0453(3) 0.0447(3) -0.0031(3) 0.0200(2) 0.0029(3)
Cl2B 0.0464(3) 0.0453(3) 0.0447(3) -0.0031(3) 0.0200(2) 0.0029(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
Er1 O2 2.2902(17) . ?
Er1 O4 2.2953(14) 3_665 ?
Er1 O3W 2.303(2) . ?
Er1 O1W 2.3041(17) . ?
Er1 O2W 2.344(2) . ?
Er1 O4W 2.3560(19) . ?
Er1 O3 2.4364(17) 1_545 ?
Er1 O4 2.5002(15) 1_545 ?
Er1 C4 2.847(2) 1_545 ?
Er1 Er1 3.9922(8) 3_655 ?
Er1 Er1 8.4239(19) 3_665 ?
O4 C4 1.272(2) . ?
O4 Er1 2.2953(14) 3_665 ?
O4 Er1 2.5002(15) 1_565 ?
O1W H1WA 0.850(6) . ?
O1W H1WB 0.851(6) . ?
N1 C5 1.332(3) . ?
N1 C9 1.353(3) . ?
N1 C2 1.486(3) . ?
O4W H4WA 0.846(7) . ?
O4W H4WB 0.846(5) . ?
O3 C4 1.249(2) . ?
O3 Er1 2.4364(17) 1_565 ?
O3W H3WA 0.845(7) . ?
O3W H3WB 0.850(7) . ?
O2W H2WA 0.847(7) . ?
O2W H2WB 0.850(7) . ?
O2 C1 1.261(3) . ?
O1 C1 1.241(3) . ?
C1 C2 1.541(3) . ?
C4 C3 1.502(3) . ?
C4 Er1 2.847(2) 1_565 ?
C3 C2 1.516(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 H2A 0.9800 . ?
C9 C8 1.361(5) . ?
C9 H9A 0.9300 . ?
C7 C8 1.362(4) . ?
C7 C6 1.370(4) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
O5W H5WA 0.858(6) . ?
O5W H5WB 0.857(6) . ?
C5 C6 1.363(5) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
Cl2 Cl2B 0.592(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 Er1 O4 85.17(5) . 3_665 ?
O2 Er1 O3W 75.49(6) . . ?
O4 Er1 O3W 97.08(7) 3_665 . ?
O2 Er1 O1W 81.02(5) . . ?
O4 Er1 O1W 164.27(6) 3_665 . ?
O3W Er1 O1W 86.76(8) . . ?
O2 Er1 O2W 70.68(7) . . ?
O4 Er1 O2W 87.74(6) 3_665 . ?
O3W Er1 O2W 145.28(7) . . ?
O1W Er1 O2W 80.61(7) . . ?
O2 Er1 O4W 138.82(6) . . ?
O4 Er1 O4W 83.84(6) 3_665 . ?
O3W Er1 O4W 145.29(6) . . ?
O1W Er1 O4W 101.68(7) . . ?
O2W Er1 O4W 69.34(7) . . ?
O2 Er1 O3 144.69(6) . 1_545 ?
O4 Er1 O3 119.08(5) 3_665 1_545 ?
O3W Er1 O3 76.27(6) . 1_545 ?
O1W Er1 O3 76.64(5) . 1_545 ?
O2W Er1 O3 130.59(6) . 1_545 ?
O4W Er1 O3 73.19(6) . 1_545 ?
O2 Er1 O4 135.55(6) . 1_545 ?
O4 Er1 O4 67.36(6) 3_665 1_545 ?
O3W Er1 O4 74.17(6) . 1_545 ?
O1W Er1 O4 128.23(5) . 1_545 ?
O2W Er1 O4 137.74(6) . 1_545 ?
O4W Er1 O4 74.29(6) . 1_545 ?
O3 Er1 O4 52.39(5) 1_545 1_545 ?
O2 Er1 C4 148.16(7) . 1_545 ?
O4 Er1 C4 93.60(5) 3_665 1_545 ?
O3W Er1 C4 73.10(6) . 1_545 ?
O1W Er1 C4 102.10(6) . 1_545 ?
O2W Er1 C4 141.15(7) . 1_545 ?
O4W Er1 C4 72.22(7) . 1_545 ?
O3 Er1 C4 25.89(5) 1_545 1_545 ?
O4 Er1 C4 26.51(5) 1_545 1_545 ?
O2 Er1 Er1 113.49(4) . 3_655 ?
O4 Er1 Er1 35.31(4) 3_665 3_655 ?
O3W Er1 Er1 84.27(5) . 3_655 ?
O1W Er1 Er1 160.22(5) . 3_655 ?
O2W Er1 Er1 116.16(4) . 3_655 ?
O4W Er1 Er1 76.63(4) . 3_655 ?
O3 Er1 Er1 84.10(4) 1_545 3_655 ?
O4 Er1 Er1 32.05(3) 1_545 3_655 ?
C4 Er1 Er1 58.38(4) 1_545 3_655 ?
O2 Er1 Er1 32.02(4) . 3_665 ?
O4 Er1 Er1 54.81(4) 3_665 3_665 ?
O3W Er1 Er1 90.59(4) . 3_665 ?
O1W Er1 Er1 110.09(4) . 3_665 ?
O2W Er1 Er1 64.29(5) . 3_665 ?
O4W Er1 Er1 116.87(4) . 3_665 ?
O3 Er1 Er1 165.09(4) 1_545 3_665 ?
O4 Er1 Er1 117.59(4) 1_545 3_665 ?
C4 Er1 Er1 142.96(4) 1_545 3_665 ?
Er1 Er1 Er1 87.634(16) 3_655 3_665 ?
C4 O4 Er1 153.83(14) . 3_665 ?
C4 O4 Er1 92.13(11) . 1_565 ?
Er1 O4 Er1 112.64(6) 3_665 1_565 ?
Er1 O1W H1WA 130.7(8) . . ?
Er1 O1W H1WB 123.3(8) . . ?
H1WA O1W H1WB 103.9(8) . . ?
C5 N1 C9 120.1(2) . . ?
C5 N1 C2 119.4(2) . . ?
C9 N1 C2 120.49(19) . . ?
Er1 O4W H4WA 124.7(6) . . ?
Er1 O4W H4WB 129.0(13) . . ?
H4WA O4W H4WB 105.1(14) . . ?
C4 O3 Er1 95.73(12) . 1_565 ?
Er1 O3W H3WA 144.5(6) . . ?
Er1 O3W H3WB 109.1(10) . . ?
H3WA O3W H3WB 105.6(11) . . ?
Er1 O2W H2WA 94.2(9) . . ?
Er1 O2W H2WB 121.6(14) . . ?
H2WA O2W H2WB 104.6(11) . . ?
C1 O2 Er1 136.55(15) . . ?
O1 C1 O2 126.6(2) . . ?
O1 C1 C2 118.9(2) . . ?
O2 C1 C2 114.4(2) . . ?
O3 C4 O4 119.72(19) . . ?
O3 C4 C3 121.97(18) . . ?
O4 C4 C3 118.31(17) . . ?
O3 C4 Er1 58.38(11) . 1_565 ?
O4 C4 Er1 61.36(11) . 1_565 ?
C3 C4 Er1 178.22(18) . 1_565 ?
C4 C3 C2 113.62(17) . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C2 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
N1 C2 C3 111.96(18) . . ?
N1 C2 C1 110.4(2) . . ?
C3 C2 C1 111.99(17) . . ?
N1 C2 H2A 107.4 . . ?
C3 C2 H2A 107.4 . . ?
C1 C2 H2A 107.4 . . ?
N1 C9 C8 120.4(2) . . ?
N1 C9 H9A 119.8 . . ?
C8 C9 H9A 119.8 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7A 119.8 . . ?
C6 C7 H7A 119.8 . . ?
C9 C8 C7 119.2(3) . . ?
C9 C8 H8A 120.4 . . ?
C7 C8 H8A 120.4 . . ?
H5WA O5W H5WB 100.8(13) . . ?
N1 C5 C6 121.3(2) . . ?
N1 C5 H5A 119.4 . . ?
C6 C5 H5A 119.4 . . ?
C5 C6 C7 118.6(3) . . ?
C5 C6 H6A 120.7 . . ?
C7 C6 H6A 120.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WB Cl1 0.851(6) 2.297(7) 3.1448(19) 174(3) 2_755
O1W H1WB O2 0.851(6) 2.884(15) 2.985(2) 88.4(10) .
O2W H2WB Cl2 0.850(7) 2.307(11) 3.103(2) 156.0(17) .
O2W H2WA O5W 0.847(7) 2.683(12) 2.751(3) 85.7(9) 2_755
O2W H2WB O4W 0.850(7) 2.58(2) 2.674(3) 86.9(16) .
O3W H3WA O5W 0.845(7) 2.159(9) 2.853(4) 139.3(7) 3_755
O3W H3WB O1 0.850(7) 1.745(6) 2.573(3) 164.1(14) .
O3W H3WB O2 0.850(7) 2.465(13) 2.812(3) 105.3(12) .
O4W H4WB Cl2 0.846(5) 2.242(7) 3.076(2) 168.5(14) 2_645
O5W H5WB Cl1 0.857(6) 2.309(8) 3.102(3) 153.9(14) .

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.213
_refine_diff_density_min         -1.042
_refine_diff_density_rms         0.127


_database_code_depnum_ccdc_archive 'CCDC 885101'