data_1100948
_chemical_formula_sum   'C20 H22 Cu Eu N5 O13'
_chemical_formula_weight          755.93
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cu'  'Cu'   0.3201   1.2651
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Eu'  'Eu'  -0.1578   3.6682
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting            Orthorhombic
_symmetry_space_group_name_H-M    P2(1)2(1)2(1)
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
_cell_length_a                    8.601(3)
_cell_length_b                    13.786(2)
_cell_length_c                    21.1483(16)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      2507.7(9)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
_exptl_crystal_description        ?
_exptl_crystal_colour             Red
_exptl_crystal_size_max           56
_exptl_crystal_size_mid           32
_exptl_crystal_size_min           25
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     2.002
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1492
_exptl_absorpt_coefficient_mu     3.405
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_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             2527
_diffrn_reflns_av_R_equivalents   0.0000
_diffrn_reflns_av_sigmaI/netI     0.0399
_diffrn_reflns_limit_h_min        -1
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -1
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_l_min        -1
_diffrn_reflns_limit_l_max        25
_diffrn_reflns_theta_min          1.76
_diffrn_reflns_theta_max          24.99
_reflns_number_total              2527
_reflns_number_gt                 2254
_reflns_threshold_expression      >2sigma(I)
_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^)+(0.0377P)^2^+2.1362P] 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_abs_structure_details
 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    0.00(3)
_refine_ls_number_reflns          2527
_refine_ls_number_parameters      361
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0370
_refine_ls_R_factor_gt            0.0302
_refine_ls_wR_factor_ref          0.0817
_refine_ls_wR_factor_gt           0.0775
_refine_ls_goodness_of_fit_ref    1.089
_refine_ls_restrained_S_all       1.089
_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
Eu Eu 0.75954(4) 0.00097(3) 0.097750(16) 0.02812(12) Uani 1 1 d . . .
O1 O 0.5422(6) 0.0569(4) 0.1544(2) 0.0326(12) Uani 1 1 d . . .
Cu Cu 0.43574(11) -0.05621(7) 0.18321(5) 0.0342(2) Uani 1 1 d . . .
O2 O 0.5892(7) -0.1240(4) 0.1369(3) 0.0364(14) Uani 1 1 d . . .
N2 N 0.3238(8) -0.1688(5) 0.2092(4) 0.0376(18) Uani 1 1 d . . .
O10 O 0.7791(7) 0.0104(5) -0.0180(3) 0.0490(15) Uani 1 1 d . . .
N1 N 0.3004(8) 0.0134(5) 0.2385(3) 0.0388(16) Uani 1 1 d . . .
N4 N 0.6352(8) -0.0064(6) -0.0305(3) 0.0427(16) Uani 1 1 d . . .
O9 O 0.5532(7) -0.0269(5) 0.0160(3) 0.0537(17) Uani 1 1 d . . .
O4 O 0.8175(6) -0.1832(4) 0.0698(3) 0.0351(13) Uani 1 1 d . . .
O3 O 0.6600(6) 0.1758(4) 0.0756(3) 0.0346(13) Uani 1 1 d . . .
O8 O 0.5839(10) -0.0012(6) -0.0836(3) 0.071(2) Uani 1 1 d . . .
C2 C 0.5430(9) 0.2125(5) 0.1132(4) 0.0314(18) Uani 1 1 d . . .
O13 O 0.8628(7) 0.1115(4) 0.1816(3) 0.0452(14) Uani 1 1 d . . .
O12 O 0.8211(8) -0.0343(5) 0.2128(3) 0.0494(18) Uani 1 1 d . . .
C15 C 0.7164(10) -0.2543(5) 0.0896(4) 0.0322(18) Uani 1 1 d . . .
C10 C 0.3533(10) -0.2552(6) 0.1915(4) 0.037(2) Uani 1 1 d . . .
H10A H 0.2873 -0.3038 0.2059 0.045 Uiso 1 1 calc R . .
C11 C 0.4820(10) -0.2844(6) 0.1505(4) 0.0353(19) Uani 1 1 d . . .
C16 C 0.5912(10) -0.2205(5) 0.1272(4) 0.0305(18) Uani 1 1 d . . .
C19 C 0.9532(9) -0.2140(7) 0.0342(4) 0.041(2) Uani 1 1 d . . .
H19A H 0.9963 -0.1587 0.0119 0.049 Uiso 1 1 calc R . .
H19B H 0.9222 -0.2619 0.0030 0.049 Uiso 1 1 calc R . .
C1 C 0.4819(9) 0.1453(5) 0.1557(4) 0.0278(17) Uani 1 1 d . . .
N5 N 0.8621(8) 0.0519(7) 0.2259(4) 0.047(2) Uani 1 1 d . . .
C7 C 0.2791(10) 0.1051(6) 0.2379(4) 0.0379(19) Uani 1 1 d . . .
H7A H 0.2088 0.1307 0.2668 0.045 Uiso 1 1 calc R . .
C17 C 0.7311(11) 0.2410(6) 0.0289(4) 0.040(2) Uani 1 1 d . . .
H17A H 0.6501 0.2788 0.0086 0.048 Uiso 1 1 calc R . .
H17B H 0.7821 0.2026 -0.0034 0.048 Uiso 1 1 calc R . .
C14 C 0.7259(12) -0.3528(6) 0.0753(4) 0.043(2) Uani 1 1 d . . .
H14A H 0.8083 -0.3761 0.0512 0.051 Uiso 1 1 calc R . .
C3 C 0.4834(10) 0.3054(5) 0.1096(4) 0.039(2) Uani 1 1 d . . .
H3A H 0.5231 0.3493 0.0804 0.047 Uiso 1 1 calc R . .
C13 C 0.6116(12) -0.4168(6) 0.0972(5) 0.049(2) Uani 1 1 d . . .
H13A H 0.6168 -0.4823 0.0869 0.059 Uiso 1 1 calc R . .
C8 C 0.2238(10) -0.0520(7) 0.2838(4) 0.044(2) Uani 1 1 d . . .
H8A H 0.1287 -0.0228 0.2995 0.052 Uiso 1 1 calc R . .
H8B H 0.2918 -0.0645 0.3195 0.052 Uiso 1 1 calc R . .
C12 C 0.4941(11) -0.3833(6) 0.1331(4) 0.045(2) Uani 1 1 d . . .
H12A H 0.4183 -0.4265 0.1469 0.054 Uiso 1 1 calc R . .
C6 C 0.3560(10) 0.1726(6) 0.1955(4) 0.036(2) Uani 1 1 d . . .
C4 C 0.3631(11) 0.3327(6) 0.1501(4) 0.047(2) Uani 1 1 d . . .
H4A H 0.3242 0.3956 0.1482 0.056 Uiso 1 1 calc R . .
C9 C 0.1880(11) -0.1456(7) 0.2492(5) 0.046(2) Uani 1 1 d . . .
H9A H 0.1694 -0.1975 0.2792 0.055 Uiso 1 1 calc R . .
H9B H 0.0958 -0.1378 0.2233 0.055 Uiso 1 1 calc R . .
C5 C 0.3020(11) 0.2690(6) 0.1923(5) 0.045(2) Uani 1 1 d . . .
H5A H 0.2234 0.2893 0.2194 0.053 Uiso 1 1 calc R . .
C20 C 1.0757(13) -0.2568(7) 0.0766(5) 0.058(3) Uani 1 1 d . . .
H20A H 1.1635 -0.2763 0.0516 0.087 Uiso 1 1 calc R . .
H20B H 1.0339 -0.3122 0.0982 0.087 Uiso 1 1 calc R . .
H20C H 1.1079 -0.2092 0.1070 0.087 Uiso 1 1 calc R . .
C18 C 0.8481(12) 0.3089(7) 0.0583(5) 0.055(3) Uani 1 1 d . . .
H18A H 0.8914 0.3500 0.0261 0.082 Uiso 1 1 calc R . .
H18B H 0.9296 0.2718 0.0777 0.082 Uiso 1 1 calc R . .
H18C H 0.7977 0.3481 0.0897 0.082 Uiso 1 1 calc R . .
O6 O 1.0396(7) -0.0367(4) 0.1131(3) 0.0490(16) Uani 1 1 d . . .
O7 O 1.0003(8) 0.0894(6) 0.0546(4) 0.065(2) Uani 1 1 d . . .
O11 O 0.9023(10) 0.0731(7) 0.2795(3) 0.077(3) Uani 1 1 d . . .
N3 N 1.0969(8) 0.0321(6) 0.0806(4) 0.047(2) Uani 1 1 d . . .
O5 O 1.2352(8) 0.0426(8) 0.0753(4) 0.083(3) 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
Eu 0.02828(18) 0.02349(19) 0.0326(2) 0.00211(18) 0.00362(15) -0.0007(2)
O1 0.033(3) 0.022(2) 0.043(3) 0.004(2) 0.006(3) 0.003(3)
Cu 0.0341(5) 0.0252(4) 0.0433(5) 0.0038(5) 0.0106(5) -0.0014(4)
O2 0.039(3) 0.023(3) 0.047(3) 0.001(2) 0.016(3) -0.005(3)
N2 0.033(4) 0.030(3) 0.051(4) 0.008(3) 0.007(4) -0.004(3)
O10 0.052(3) 0.057(4) 0.038(3) 0.000(3) 0.010(3) -0.005(4)
N1 0.035(3) 0.038(4) 0.044(4) 0.007(4) 0.011(3) -0.001(3)
N4 0.056(4) 0.030(4) 0.043(4) 0.000(4) -0.002(3) -0.002(4)
O9 0.045(3) 0.065(5) 0.051(4) -0.002(3) -0.001(3) -0.008(3)
O4 0.035(3) 0.028(3) 0.043(3) 0.000(3) 0.009(3) 0.002(2)
O3 0.040(3) 0.026(3) 0.038(3) 0.006(3) 0.009(3) 0.000(3)
O8 0.109(6) 0.066(4) 0.039(3) 0.002(4) -0.020(4) -0.011(6)
C2 0.032(4) 0.027(4) 0.035(4) -0.005(3) -0.006(4) -0.004(3)
O13 0.056(4) 0.036(3) 0.043(3) -0.004(3) -0.008(3) 0.002(3)
O12 0.044(4) 0.057(4) 0.047(4) 0.020(3) -0.002(3) 0.009(3)
C15 0.037(4) 0.025(4) 0.035(4) 0.005(3) -0.007(4) -0.001(3)
C10 0.033(4) 0.035(4) 0.044(5) 0.014(4) -0.006(4) -0.008(4)
C11 0.046(5) 0.021(4) 0.039(4) 0.003(3) -0.006(4) 0.001(4)
C16 0.037(5) 0.025(4) 0.030(4) 0.000(3) -0.004(4) 0.001(3)
C19 0.033(4) 0.043(5) 0.045(5) -0.003(4) 0.010(4) 0.009(4)
C1 0.028(4) 0.024(4) 0.032(4) 0.000(3) -0.004(3) 0.003(3)
N5 0.030(4) 0.055(5) 0.057(5) -0.018(5) 0.000(4) 0.007(4)
C7 0.036(4) 0.039(4) 0.039(4) -0.002(4) 0.009(4) 0.010(4)
C17 0.054(5) 0.030(4) 0.037(4) 0.006(3) -0.001(4) 0.004(4)
C14 0.053(5) 0.031(4) 0.045(5) -0.003(4) -0.002(5) 0.006(4)
C3 0.041(4) 0.023(4) 0.054(5) 0.004(4) 0.006(4) -0.001(3)
C13 0.065(6) 0.021(4) 0.062(6) -0.001(4) -0.008(5) -0.002(4)
C8 0.042(5) 0.044(5) 0.044(5) 0.008(4) 0.011(4) 0.004(4)
C12 0.055(5) 0.022(4) 0.058(6) 0.004(4) -0.012(5) -0.013(4)
C6 0.035(4) 0.030(4) 0.042(5) 0.003(4) -0.004(4) 0.000(4)
C4 0.055(6) 0.019(4) 0.067(6) 0.000(4) -0.006(5) 0.015(4)
C9 0.033(4) 0.053(5) 0.052(6) 0.012(5) 0.008(4) -0.002(4)
C5 0.040(5) 0.032(4) 0.062(6) -0.001(4) 0.006(5) 0.013(4)
C20 0.054(6) 0.051(6) 0.070(7) -0.008(5) -0.007(6) 0.016(5)
C18 0.054(6) 0.037(5) 0.073(7) -0.002(5) 0.023(5) -0.010(5)
O6 0.039(3) 0.043(3) 0.066(4) 0.002(3) 0.003(3) -0.002(3)
O7 0.048(4) 0.080(5) 0.065(5) 0.030(4) 0.002(4) -0.016(4)
O11 0.082(5) 0.105(7) 0.045(4) -0.027(4) -0.018(4) 0.041(5)
N3 0.032(4) 0.065(5) 0.045(4) -0.011(4) 0.007(4) -0.012(4)
O5 0.037(4) 0.131(7) 0.081(5) -0.005(6) 0.003(4) -0.020(5)