# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kasm-f1-3rd
_database_code_depnum_ccdc_archive 'CCDC 1861775'
_audit_update_record             
;
2018-12-14 deposited with the CCDC.
2019-01-03 downloaded from the CCDC.
;
_audit_creation_date             2018-12-12
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H24 O20 Pr2, C6 H2 O5, 5(H2 O), O'
_chemical_formula_sum            'C18 H36 O31 Pr2'
_chemical_formula_weight         1030.29
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

_cell_length_a                   10.87440(10)
_cell_length_b                   10.9834(6)
_cell_length_c                   15.2965(8)
_cell_angle_alpha                83.277(4)
_cell_angle_beta                 85.498(3)
_cell_angle_gamma                84.000(3)
_cell_volume                     1800.41(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19063
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3800
_cell_measurement_theta_min      3.3620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.781
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.900
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26510
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.440
_diffrn_reflns_theta_min         3.105
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00 -13.00   0.50    6.00    --   -9.95 119.00 -91.00   80
  2  ω    -75.00 -49.00   0.50    6.00    --   -9.95 158.00  63.00   52
  3  ω     12.00  47.00   0.50    6.00    --   10.22-119.00-176.00   70
  4  ω     26.00  51.00   0.50    6.00    --   10.22-158.00  28.00   50
  5  ω    -58.00 -24.00   0.50    6.00    --   -9.95 125.00 -30.00   68
  6  ω    -23.00  40.00   0.50    6.00    --   -9.95  38.00 120.00  126
  7  ω    -17.00  39.00   0.50    6.00    --   -9.95  38.00  60.00  112
  8  ω    -22.00  53.00   0.50    6.00    --   -9.95  19.00-180.00  150
  9  ω    -56.00 -24.00   0.50    6.00    --   -9.95 125.00  30.00   64
 10  ω    -57.00 -16.00   0.50    6.00    --   -9.95 125.00 -60.00   82
 11  ω    -36.00  -1.00   0.50    6.00    --   10.22 122.00  35.21   70
 12  ω    -33.00  -2.00   0.50    6.00    --   10.22 121.00 -89.01   62
 13  ω    -48.00  18.00   0.50    6.00    --   10.22 -19.00 -60.00  132
 14  ω    -16.00  43.00   0.50    6.00    --   10.22 -99.00-150.00  118
 15  ω    -50.00  34.00   0.50    6.00    --   10.22 -77.00-120.00  168
 16  ω    -41.00  23.00   0.50    6.00    --   10.22 -38.00-120.00  128
 17  ω    -31.00  -4.00   0.50    6.00    --   10.22 126.00  72.83   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6720
_reflns_number_total             7698
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.895
_refine_diff_density_min         -1.112
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         7698
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0879
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O20-H20A = O20-H20B
 0.85 with sigma of 0.02
 O18-H18A = O18-H18B
 0.85 with sigma of 0.02
 O16-H16A = O16-H16B
 0.85 with sigma of 0.02
 O19-H19A = O19-H19B
 0.85 with sigma of 0.02
 O17-H17A = O17-H17B
 0.85 with sigma of 0.02
 O25-H25A = O25-H25B
 0.85 with sigma of 0.02
 O21-H21A = O21-H21B
 0.85 with sigma of 0.02
 O22-H22A = O22-H22B
 0.85 with sigma of 0.02
 O23-H23A = O23-H23B
 0.85 with sigma of 0.02
 H20A-H20B
 1.34 with sigma of 0.04
 H18A-H18B
 1.34 with sigma of 0.04
 H16A-H16B
 1.34 with sigma of 0.04
 H19A-H19B
 1.34 with sigma of 0.04
 H17A-H17B
 1.34 with sigma of 0.04
 H25A-H25B
 1.34 with sigma of 0.04
 H21A-H21B
 1.34 with sigma of 0.04
 H22A-H22B
 1.34 with sigma of 0.04
 H23A-H23B
 1.34 with sigma of 0.04
 Pr1-H20A \\sim Pr1-H20B
 with sigma of 0.02
 Pr1-H18A \\sim Pr1-H18B
 with sigma of 0.02
 Pr1-H16A \\sim Pr1-H16B
 with sigma of 0.02
 Pr1-H19A \\sim Pr1-H19B
 with sigma of 0.02
 Pr1-H17A \\sim Pr1-H17B
 with sigma of 0.02
 Pr2-H25A \\sim Pr2-H25B
 with sigma of 0.02
 Pr2-H21A \\sim Pr2-H21B
 with sigma of 0.02
 Pr2-H22A \\sim Pr2-H22B
 with sigma of 0.02
 Pr2-H23A \\sim Pr2-H23B
 with sigma of 0.02
3.a Riding coordinates:
 O28(H28A,H28B)
3.b Free rotating group:
 O27(H27A,H27B), O31(H31A,H31B), O26(H26A,H26B), O29(H29A,H29B)
3.c Rotating group:
 O24(H24A,H24B)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C16(H16), C9(H9), C15(H15), C10(H10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.94957(2) 0.29876(2) 0.66309(2) 0.02044(7) Uani 1 1 d D . . . .
Pr2 Pr 0.55647(2) 0.80362(2) 0.16739(2) 0.01991(7) Uani 1 1 d D . . . .
O6 O 1.05970(19) 0.1010(2) 0.74793(16) 0.0284(6) Uani 1 1 d . . . . .
O4 O 0.65663(19) 0.6469(2) 0.28061(16) 0.0295(6) Uani 1 1 d . . . . .
O3 O 0.67326(18) 0.4640(2) 0.41341(15) 0.0232(5) Uani 1 1 d . . . . .
O5 O 0.4718(2) 0.6052(2) 0.25109(16) 0.0282(6) Uani 1 1 d . . . . .
O24 O 0.3481(2) 0.8011(2) 0.11724(19) 0.0371(7) Uani 1 1 d . . . . .
H24A H 0.314513 0.829851 0.164241 0.056 Uiso 1 1 d GR . . . .
H24B H 0.351104 0.721952 0.124849 0.056 Uiso 1 1 d GR . . . .
O25 O 0.5740(3) 0.6373(2) 0.06796(17) 0.0371(6) Uani 1 1 d D . . . .
H25A H 0.570(4) 0.645(3) 0.0145(12) 0.056 Uiso 1 1 d DR . . . .
H25B H 0.557(4) 0.5643(18) 0.0868(19) 0.056 Uiso 1 1 d DR . . . .
O1 O 0.85810(19) 0.3814(2) 0.51860(15) 0.0317(6) Uani 1 1 d . . . . .
O10 O 0.78470(19) -0.2280(2) 1.10846(16) 0.0310(6) Uani 1 1 d . . . . .
O8 O 0.84917(18) -0.0408(2) 0.90868(15) 0.0273(5) Uani 1 1 d . . . . .
O7 O 0.85865(19) 0.1413(2) 0.77554(17) 0.0344(6) Uani 1 1 d . . . . .
O20 O 0.9884(2) 0.1300(2) 0.56734(18) 0.0369(6) Uani 1 1 d D . . . .
H20A H 0.958(4) 0.126(3) 0.5202(17) 0.055 Uiso 1 1 d DR . . . .
H20B H 1.020(3) 0.0576(19) 0.584(2) 0.055 Uiso 1 1 d DR . . . .
O2 O 0.73812(19) 0.2649(2) 0.60693(15) 0.0284(5) Uani 1 1 d . . . . .
O17 O 1.0030(2) 0.5142(2) 0.62564(18) 0.0346(6) Uani 1 1 d D . . . .
H17A H 0.955(3) 0.576(2) 0.628(3) 0.052 Uiso 1 1 d DR . . . .
H17B H 1.058(3) 0.533(3) 0.588(2) 0.052 Uiso 1 1 d DR . . . .
O19 O 1.1690(2) 0.3018(2) 0.60992(19) 0.0368(7) Uani 1 1 d D . . . .
H19A H 1.198(3) 0.258(4) 0.575(2) 0.055 Uiso 1 1 d DR . . . .
H19B H 1.214(2) 0.322(4) 0.646(2) 0.055 Uiso 1 1 d DR . . . .
O22 O 0.69048(19) 0.9349(2) 0.23384(18) 0.0350(6) Uani 1 1 d D . . . .
H22A H 0.673(3) 0.966(4) 0.2817(18) 0.052 Uiso 1 1 d DR . . . .
H22B H 0.7674(16) 0.926(3) 0.234(2) 0.052 Uiso 1 1 d DR . . . .
O9 O 0.65831(19) -0.1165(2) 1.01923(16) 0.0336(6) Uani 1 1 d . . . . .
O21 O 0.4461(2) 0.8586(2) 0.30746(18) 0.0369(6) Uani 1 1 d D . . . .
H21A H 0.441(3) 0.927(2) 0.326(2) 0.055 Uiso 1 1 d DR . . . .
H21B H 0.384(3) 0.825(3) 0.331(2) 0.055 Uiso 1 1 d DR . . . .
O23 O 0.4598(3) 1.0165(2) 0.13072(19) 0.0409(7) Uani 1 1 d D . . . .
H23A H 0.465(4) 1.079(2) 0.154(2) 0.061 Uiso 1 1 d DR . . . .
H23B H 0.425(4) 1.042(3) 0.0823(18) 0.061 Uiso 1 1 d DR . . . .
O13 O 0.66427(19) 0.2146(2) 0.26395(15) 0.0293(5) Uani 1 1 d . . . . .
O18 O 1.0284(2) 0.3512(3) 0.80035(19) 0.0436(7) Uani 1 1 d D . . . .
H18A H 1.002(3) 0.412(3) 0.829(2) 0.065 Uiso 1 1 d DR . . . .
H18B H 1.088(3) 0.312(3) 0.828(2) 0.065 Uiso 1 1 d DR . . . .
O16 O 0.7780(2) 0.4368(2) 0.72909(18) 0.0364(6) Uani 1 1 d D . . . .
H16A H 0.784(3) 0.496(3) 0.758(3) 0.055 Uiso 1 1 d DR . . . .
H16B H 0.7017(17) 0.425(3) 0.737(3) 0.055 Uiso 1 1 d DR . . . .
O27 O 0.7194(2) -0.1489(2) 0.5156(2) 0.0457(7) Uani 1 1 d . . . . .
H27A H 0.659726 -0.134368 0.553428 0.069 Uiso 1 1 d G . . . .
H27B H 0.723209 -0.087038 0.476792 0.069 Uiso 1 1 d G . . . .
O31 O 0.4686(2) 1.0907(3) 0.35793(19) 0.0434(7) Uani 1 1 d . . . . .
H31A H 0.463363 1.141387 0.311648 0.065 Uiso 1 1 d G . . . .
H31B H 0.543096 1.080298 0.372473 0.065 Uiso 1 1 d G . . . .
O14 O 0.4512(2) 0.2467(2) 0.19097(19) 0.0419(7) Uani 1 1 d . . . . .
O11 O 0.9122(2) 0.1173(2) 0.39905(19) 0.0424(7) Uani 1 1 d . . . . .
O15 O 0.5116(2) 0.4001(3) 0.09403(19) 0.0460(7) Uani 1 1 d . . . . .
O26 O 1.1130(3) 0.2500(3) 0.3612(2) 0.0524(8) Uani 1 1 d . . . . .
H26A H 1.055710 0.206923 0.352226 0.079 Uiso 1 1 d G . . . .
H26B H 1.153776 0.214237 0.403641 0.079 Uiso 1 1 d G . . . .
O28 O 0.2052(2) 0.3410(3) 0.1972(2) 0.0560(8) Uani 1 1 d . . . . .
H28A H 0.279709 0.309958 0.201180 0.084 Uiso 1 1 d R . . . .
H28B H 0.156469 0.290378 0.222970 0.084 Uiso 1 1 d R . . . .
C6 C 0.5661(3) 0.5830(3) 0.2957(2) 0.0221(7) Uani 1 1 d . . . . .
C1 C 0.7558(3) 0.3358(3) 0.5377(2) 0.0222(7) Uani 1 1 d . . . . .
O29 O 0.0665(3) 0.4926(3) 0.0750(3) 0.0687(9) Uani 1 1 d . . . . .
H29A H 0.077629 0.422628 0.104949 0.103 Uiso 1 1 d G . . . .
H29B H 0.135454 0.523117 0.064054 0.103 Uiso 1 1 d G . . . .
C2 C 0.6547(3) 0.3704(3) 0.4782(2) 0.0215(7) Uani 1 1 d . . . . .
C5 C 0.5686(3) 0.4824(3) 0.3678(2) 0.0231(7) Uani 1 1 d . . . . .
C7 C 0.9596(3) 0.0775(3) 0.7915(2) 0.0240(7) Uani 1 1 d . . . . .
C12 C 0.7654(3) -0.1612(3) 1.0381(2) 0.0259(7) Uani 1 1 d . . . . .
C8 C 0.9609(3) -0.0224(3) 0.8634(2) 0.0255(7) Uani 1 1 d . . . . .
C17 C 0.6493(3) 0.3082(3) 0.1980(2) 0.0282(8) Uani 1 1 d . . . . .
C14 C 0.7777(3) 0.2199(3) 0.2958(2) 0.0293(8) Uani 1 1 d . . . . .
C11 C 0.8736(3) -0.1314(3) 0.9760(2) 0.0277(8) Uani 1 1 d . . . . .
O30 O 0.2885(3) 0.5991(4) 0.0446(3) 0.0995(15) Uani 1 1 d . . . . .
O12 O 0.7237(2) 0.0538(2) 0.39652(18) 0.0443(7) Uani 1 1 d . . . . .
C18 C 0.5289(3) 0.3193(3) 0.1581(2) 0.0305(8) Uani 1 1 d . . . . .
C3 C 0.5418(3) 0.3303(3) 0.4749(2) 0.0287(8) Uani 1 1 d . . . . .
H3 H 0.507378 0.268093 0.512452 0.034 Uiso 1 1 calc R . . . .
C4 C 0.4864(3) 0.4027(3) 0.4026(2) 0.0279(8) Uani 1 1 d . . . . .
H4 H 0.408691 0.396441 0.382949 0.034 Uiso 1 1 calc R . . . .
C16 C 0.7500(3) 0.3713(3) 0.1879(3) 0.0357(9) Uani 1 1 d . . . . .
H16 H 0.762956 0.439373 0.147205 0.043 Uiso 1 1 calc R . . . .
C9 C 1.0507(3) -0.0996(3) 0.9013(2) 0.0328(8) Uani 1 1 d . . . . .
H9 H 1.134457 -0.105720 0.882685 0.039 Uiso 1 1 calc R . . . .
C15 C 0.8323(3) 0.3144(3) 0.2509(3) 0.0377(9) Uani 1 1 d . . . . .
H15 H 0.909718 0.337995 0.259660 0.045 Uiso 1 1 calc R . . . .
C10 C 0.9953(3) -0.1694(3) 0.9740(2) 0.0323(8) Uani 1 1 d . . . . .
H10 H 1.034845 -0.229678 1.012815 0.039 Uiso 1 1 calc R . . . .
C13 C 0.8059(3) 0.1241(3) 0.3690(2) 0.0323(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O6 2.622(2) . ?
Pr1 O1 2.527(2) . ?
Pr1 O7 2.514(2) . ?
Pr1 O20 2.477(3) . ?
Pr1 O2 2.594(2) . ?
Pr1 O17 2.487(2) . ?
Pr1 O19 2.462(2) . ?
Pr1 O18 2.479(3) . ?
Pr1 O16 2.504(2) . ?
Pr1 C1 2.925(3) . ?
Pr1 C7 2.938(3) . ?
Pr2 O4 2.521(2) . ?
Pr2 O5 2.612(2) . ?
Pr2 O24 2.453(2) . ?
Pr2 H24A 2.6204 . ?
Pr2 O25 2.494(2) . ?
Pr2 O10 2.576(2) 1_564 ?
Pr2 O22 2.500(2) . ?
Pr2 O9 2.545(2) 1_564 ?
Pr2 O21 2.479(2) . ?
Pr2 O23 2.482(2) . ?
Pr2 C6 2.933(3) . ?
Pr2 C12 2.919(3) 1_564 ?
O6 C7 1.265(4) . ?
O4 C6 1.260(4) . ?
O3 C2 1.361(4) . ?
O3 C5 1.366(3) . ?
O5 C6 1.263(4) . ?
O24 H24A 0.8590 . ?
O24 H24B 0.8607 . ?
O25 H25A 0.816(17) . ?
O25 H25B 0.853(17) . ?
O1 C1 1.267(3) . ?
O10 C12 1.248(4) . ?
O8 C8 1.372(4) . ?
O8 C11 1.367(4) . ?
O7 C7 1.263(4) . ?
O20 H20A 0.826(17) . ?
O20 H20B 0.851(17) . ?
O2 C1 1.253(4) . ?
O17 H17A 0.812(17) . ?
O17 H17B 0.828(18) . ?
O19 H19A 0.788(17) . ?
O19 H19B 0.834(17) . ?
O22 H22A 0.844(17) . ?
O22 H22B 0.832(17) . ?
O9 C12 1.257(4) . ?
O21 H21A 0.825(17) . ?
O21 H21B 0.839(17) . ?
O23 H23A 0.824(17) . ?
O23 H23B 0.863(18) . ?
O13 C17 1.359(4) . ?
O13 C14 1.370(4) . ?
O18 H18A 0.847(18) . ?
O18 H18B 0.845(18) . ?
O16 H16A 0.835(17) . ?
O16 H16B 0.850(17) . ?
O27 H27A 0.8500 . ?
O27 H27B 0.8507 . ?
O31 H31A 0.8497 . ?
O31 H31B 0.8498 . ?
O14 C18 1.258(4) . ?
O11 C13 1.269(4) . ?
O15 C18 1.255(4) . ?
O26 H26A 0.8495 . ?
O26 H26B 0.8494 . ?
O28 H28A 0.8496 . ?
O28 H28B 0.8500 . ?
C6 C5 1.466(4) . ?
C1 C2 1.474(4) . ?
O29 H29A 0.8497 . ?
O29 H29B 0.8501 . ?
C2 C3 1.354(4) . ?
C5 C4 1.353(4) . ?
C7 C8 1.460(5) . ?
C12 C11 1.492(4) . ?
C8 C9 1.345(5) . ?
C17 C18 1.474(5) . ?
C17 C16 1.346(5) . ?
C14 C15 1.341(5) . ?
C14 C13 1.471(5) . ?
C11 C10 1.344(4) . ?
O12 C13 1.258(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.420(5) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.414(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.408(5) . ?
C15 H15 0.9300 . ?
C10 H10 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Pr1 C1 132.80(8) . . ?
O6 Pr1 C7 25.49(7) . . ?
O1 Pr1 O6 143.13(8) . . ?
O1 Pr1 O2 50.83(7) . . ?
O1 Pr1 C1 25.56(7) . . ?
O1 Pr1 C7 140.46(8) . . ?
O7 Pr1 O6 50.72(7) . . ?
O7 Pr1 O1 124.90(7) . . ?
O7 Pr1 O2 74.44(7) . . ?
O7 Pr1 C1 99.75(8) . . ?
O7 Pr1 C7 25.28(7) . . ?
O20 Pr1 O6 69.26(8) . . ?
O20 Pr1 O1 73.93(8) . . ?
O20 Pr1 O7 85.59(9) . . ?
O20 Pr1 O2 72.87(8) . . ?
O20 Pr1 O17 126.66(9) . . ?
O20 Pr1 O18 137.21(8) . . ?
O20 Pr1 O16 141.88(8) . . ?
O20 Pr1 C1 73.01(8) . . ?
O20 Pr1 C7 77.38(9) . . ?
O2 Pr1 O6 113.73(7) . . ?
O2 Pr1 C1 25.35(8) . . ?
O2 Pr1 C7 94.93(8) . . ?
O17 Pr1 O6 133.79(8) . . ?
O17 Pr1 O1 72.25(8) . . ?
O17 Pr1 O7 147.74(9) . . ?
O17 Pr1 O2 112.48(8) . . ?
O17 Pr1 O16 72.59(8) . . ?
O17 Pr1 C1 91.67(9) . . ?
O17 Pr1 C7 147.19(9) . . ?
O19 Pr1 O6 75.92(8) . . ?
O19 Pr1 O1 97.09(8) . . ?
O19 Pr1 O7 126.63(8) . . ?
O19 Pr1 O20 75.32(9) . . ?
O19 Pr1 O2 139.88(8) . . ?
O19 Pr1 O17 69.42(8) . . ?
O19 Pr1 O18 82.50(9) . . ?
O19 Pr1 O16 139.43(8) . . ?
O19 Pr1 C1 120.27(9) . . ?
O19 Pr1 C7 101.36(9) . . ?
O18 Pr1 O6 70.07(8) . . ?
O18 Pr1 O1 145.91(9) . . ?
O18 Pr1 O7 78.94(10) . . ?
O18 Pr1 O2 137.60(8) . . ?
O18 Pr1 O17 75.85(10) . . ?
O18 Pr1 O16 74.89(8) . . ?
O18 Pr1 C1 148.70(8) . . ?
O18 Pr1 C7 71.69(10) . . ?
O16 Pr1 O6 124.57(8) . . ?
O16 Pr1 O1 84.32(8) . . ?
O16 Pr1 O7 81.69(8) . . ?
O16 Pr1 O2 69.13(8) . . ?
O16 Pr1 C1 73.99(8) . . ?
O16 Pr1 C7 102.81(9) . . ?
C1 Pr1 C7 118.84(9) . . ?
O4 Pr2 O5 50.72(7) . . ?
O4 Pr2 H24A 119.3 . . ?
O4 Pr2 O10 75.51(7) . 1_564 ?
O4 Pr2 O9 125.63(7) . 1_564 ?
O4 Pr2 C6 25.29(7) . . ?
O4 Pr2 C12 100.67(8) . 1_564 ?
O5 Pr2 H24A 72.1 . . ?
O5 Pr2 C6 25.50(7) . . ?
O5 Pr2 C12 131.87(8) . 1_564 ?
O24 Pr2 O4 125.25(8) . . ?
O24 Pr2 O5 74.57(8) . . ?
O24 Pr2 H24A 19.1 . . ?
O24 Pr2 O25 74.38(9) . . ?
O24 Pr2 O10 139.49(9) . 1_564 ?
O24 Pr2 O22 142.56(8) . . ?
O24 Pr2 O9 96.82(8) . 1_564 ?
O24 Pr2 O21 84.81(9) . . ?
O24 Pr2 O23 69.30(9) . . ?
O24 Pr2 C6 99.96(9) . . ?
O24 Pr2 C12 119.77(10) . 1_564 ?
O25 Pr2 O4 87.19(8) . . ?
O25 Pr2 O5 69.92(8) . . ?
O25 Pr2 H24A 91.5 . . ?
O25 Pr2 O10 72.42(9) . 1_564 ?
O25 Pr2 O22 140.14(8) . . ?
O25 Pr2 O9 71.41(8) . 1_564 ?
O25 Pr2 C6 78.78(9) . . ?
O25 Pr2 C12 71.08(9) . 1_564 ?
O10 Pr2 O5 113.88(7) 1_564 . ?
O10 Pr2 H24A 158.2 1_564 . ?
O10 Pr2 C6 95.71(8) 1_564 . ?
O10 Pr2 C12 25.28(8) 1_564 1_564 ?
O22 Pr2 O4 79.59(8) . . ?
O22 Pr2 O5 123.73(8) . . ?
O22 Pr2 H24A 127.7 . . ?
O22 Pr2 O10 67.90(8) . 1_564 ?
O22 Pr2 O9 86.15(8) . 1_564 ?
O22 Pr2 C6 101.21(9) . . ?
O22 Pr2 C12 74.69(8) . 1_564 ?
O9 Pr2 O5 141.29(8) 1_564 . ?
O9 Pr2 H24A 110.9 1_564 . ?
O9 Pr2 O10 50.67(7) 1_564 1_564 ?
O9 Pr2 C6 140.19(8) 1_564 . ?
O9 Pr2 C12 25.44(8) 1_564 1_564 ?
O21 Pr2 O4 77.43(9) . . ?
O21 Pr2 O5 71.85(8) . . ?
O21 Pr2 H24A 65.8 . . ?
O21 Pr2 O25 140.05(8) . . ?
O21 Pr2 O10 135.69(8) . 1_564 ?
O21 Pr2 O22 73.18(8) . . ?
O21 Pr2 O9 146.12(8) . 1_564 ?
O21 Pr2 O23 75.56(10) . . ?
O21 Pr2 C6 71.62(9) . . ?
O21 Pr2 C12 147.62(9) . 1_564 ?
O23 Pr2 O4 147.74(8) . . ?
O23 Pr2 O5 132.80(9) . . ?
O23 Pr2 H24A 63.7 . . ?
O23 Pr2 O25 125.01(9) . . ?
O23 Pr2 O10 113.30(9) . 1_564 ?
O23 Pr2 O22 75.98(8) . . ?
O23 Pr2 O9 73.51(9) . 1_564 ?
O23 Pr2 C6 146.30(9) . . ?
O23 Pr2 C12 92.90(10) . 1_564 ?
C6 Pr2 H24A 95.4 . . ?
C12 Pr2 H24A 135.7 1_564 . ?
C12 Pr2 C6 119.13(9) 1_564 . ?
C7 O6 Pr1 91.36(19) . . ?
C6 O4 Pr2 95.97(18) . . ?
C2 O3 C5 106.3(2) . . ?
C6 O5 Pr2 91.62(18) . . ?
Pr2 O24 H24A 91.5 . . ?
Pr2 O24 H24B 93.3 . . ?
H24A O24 H24B 108.9 . . ?
Pr2 O25 H25A 127(2) . . ?
Pr2 O25 H25B 122(2) . . ?
H25A O25 H25B 107(3) . . ?
C1 O1 Pr1 95.05(19) . . ?
C12 O10 Pr2 92.91(18) . 1_546 ?
C11 O8 C8 106.2(2) . . ?
C7 O7 Pr1 96.48(19) . . ?
Pr1 O20 H20A 127(2) . . ?
Pr1 O20 H20B 125(2) . . ?
H20A O20 H20B 106(3) . . ?
C1 O2 Pr1 92.25(17) . . ?
Pr1 O17 H17A 126(2) . . ?
Pr1 O17 H17B 122(2) . . ?
H17A O17 H17B 105(3) . . ?
Pr1 O19 H19A 121(2) . . ?
Pr1 O19 H19B 114(2) . . ?
H19A O19 H19B 119(3) . . ?
Pr2 O22 H22A 125(2) . . ?
Pr2 O22 H22B 126(2) . . ?
H22A O22 H22B 100(3) . . ?
C12 O9 Pr2 94.14(19) . 1_546 ?
Pr2 O21 H21A 126(2) . . ?
Pr2 O21 H21B 124(2) . . ?
H21A O21 H21B 105(3) . . ?
Pr2 O23 H23A 130(2) . . ?
Pr2 O23 H23B 124(2) . . ?
H23A O23 H23B 105(3) . . ?
C17 O13 C14 107.3(3) . . ?
Pr1 O18 H18A 127(2) . . ?
Pr1 O18 H18B 126(2) . . ?
H18A O18 H18B 107(3) . . ?
Pr1 O16 H16A 128(2) . . ?
Pr1 O16 H16B 127(2) . . ?
H16A O16 H16B 104(3) . . ?
H27A O27 H27B 109.4 . . ?
H31A O31 H31B 109.5 . . ?
H26A O26 H26B 109.6 . . ?
H28A O28 H28B 109.5 . . ?
O4 C6 Pr2 58.74(16) . . ?
O4 C6 O5 121.4(3) . . ?
O4 C6 C5 119.5(3) . . ?
O5 C6 Pr2 62.88(17) . . ?
O5 C6 C5 119.1(3) . . ?
C5 C6 Pr2 173.4(2) . . ?
O1 C1 Pr1 59.39(16) . . ?
O1 C1 C2 118.8(3) . . ?
O2 C1 Pr1 62.40(16) . . ?
O2 C1 O1 121.5(3) . . ?
O2 C1 C2 119.7(3) . . ?
C2 C1 Pr1 172.7(2) . . ?
H29A O29 H29B 109.5 . . ?
O3 C2 C1 116.0(3) . . ?
C3 C2 O3 110.7(3) . . ?
C3 C2 C1 133.3(3) . . ?
O3 C5 C6 115.9(3) . . ?
C4 C5 O3 110.3(3) . . ?
C4 C5 C6 133.8(3) . . ?
O6 C7 Pr1 63.15(17) . . ?
O6 C7 C8 119.6(3) . . ?
O7 C7 Pr1 58.23(17) . . ?
O7 C7 O6 121.2(3) . . ?
O7 C7 C8 119.2(3) . . ?
C8 C7 Pr1 173.1(2) . . ?
O10 C12 Pr2 61.81(16) . 1_546 ?
O10 C12 O9 122.0(3) . . ?
O10 C12 C11 118.6(3) . . ?
O9 C12 Pr2 60.41(16) . 1_546 ?
O9 C12 C11 119.4(3) . . ?
C11 C12 Pr2 174.2(2) . 1_546 ?
O8 C8 C7 116.3(3) . . ?
C9 C8 O8 109.4(3) . . ?
C9 C8 C7 134.2(3) . . ?
O13 C17 C18 114.6(3) . . ?
C16 C17 O13 109.5(3) . . ?
C16 C17 C18 135.8(3) . . ?
O13 C14 C13 113.3(3) . . ?
C15 C14 O13 109.3(3) . . ?
C15 C14 C13 137.4(3) . . ?
O8 C11 C12 115.5(3) . . ?
C10 C11 O8 110.5(3) . . ?
C10 C11 C12 133.8(3) . . ?
O14 C18 C17 117.4(3) . . ?
O15 C18 O14 124.9(3) . . ?
O15 C18 C17 117.8(3) . . ?
C2 C3 H3 127.0 . . ?
C2 C3 C4 106.1(3) . . ?
C4 C3 H3 127.0 . . ?
C5 C4 C3 106.6(3) . . ?
C5 C4 H4 126.7 . . ?
C3 C4 H4 126.7 . . ?
C17 C16 H16 126.6 . . ?
C17 C16 C15 106.8(3) . . ?
C15 C16 H16 126.6 . . ?
C8 C9 H9 126.2 . . ?
C8 C9 C10 107.7(3) . . ?
C10 C9 H9 126.2 . . ?
C14 C15 C16 107.1(3) . . ?
C14 C15 H15 126.5 . . ?
C16 C15 H15 126.5 . . ?
C11 C10 C9 106.2(3) . . ?
C11 C10 H10 126.9 . . ?
C9 C10 H10 126.9 . . ?
O11 C13 C14 117.6(3) . . ?
O12 C13 O11 124.6(4) . . ?
O12 C13 C14 117.7(3) . . ?

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
_geom_hbond_publ_flag
O24 H24A O7 0.86 2.04 2.741(3) 138.0 2_666 yes
O24 H24B O30 0.86 2.12 2.750(4) 129.5 . yes
O25 H25A O15 0.816(17) 2.07(2) 2.803(4) 148(3) 2_665 yes
O25 H25B O15 0.853(17) 1.908(18) 2.737(4) 164(3) . yes
O20 H20A O11 0.826(17) 1.970(18) 2.789(4) 170(4) . yes
O20 H20B O11 0.851(17) 1.979(18) 2.820(4) 170(3) 2_756 yes
O17 H17A O26 0.812(17) 1.998(19) 2.781(4) 162(3) 2_766 yes
O17 H17B O1 0.828(18) 1.98(2) 2.776(3) 160(4) 2_766 yes
O19 H19A O27 0.788(17) 2.031(18) 2.819(4) 178(3) 2_756 yes
O19 H19B O4 0.834(17) 1.943(18) 2.768(3) 170(3) 2_766 yes
O22 H22B O6 0.832(17) 1.911(18) 2.735(3) 171(4) 2_766 yes
O21 H21A O31 0.825(17) 1.978(19) 2.789(4) 167(3) . yes
O21 H21B O2 0.839(17) 1.869(18) 2.703(3) 172(4) 2_666 yes
O23 H23A O14 0.824(17) 1.972(18) 2.780(4) 167(3) 1_565 yes
O23 H23B O9 0.863(18) 1.914(18) 2.774(3) 174(3) 2_666 yes
O18 H18A O29 0.847(18) 1.96(2) 2.780(4) 161(4) 2_666 yes
O18 H18B O10 0.845(18) 1.864(18) 2.709(3) 178(4) 2_757 yes
O16 H16A O28 0.835(17) 2.011(19) 2.834(4) 168(4) 2_666 yes
O16 H16B O5 0.850(17) 1.940(18) 2.789(3) 177(3) 2_666 yes
O27 H27A O31 0.85 1.93 2.779(4) 175.3 2_666 yes
O27 H27B O12 0.85 1.86 2.708(4) 176.2 . yes
O31 H31B O12 0.85 2.01 2.859(4) 175.3 1_565 yes
O26 H26A O11 0.85 1.97 2.739(4) 149.1 . yes
O26 H26B O27 0.85 1.95 2.780(4) 166.2 2_756 yes
O28 H28A O14 0.85 1.92 2.765(3) 171.2 . yes
O28 H28B O26 0.85 2.13 2.743(4) 128.2 1_455 yes
O29 H29A O28 0.85 2.11 2.780(4) 134.9 . yes
O29 H29B O30 0.85 1.93 2.775(5) 176.4 . yes

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT306_kasm-f1-3rd         
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......        O30 Check 
RESPONSE:X-ray data was not of sufficient quality to refine proton positions. 
H2O molecules were therefore refined without riding proton atoms.         
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kasm-f3
_database_code_depnum_ccdc_archive 'CCDC 1861777'
_audit_update_record             
;
2018-12-14 deposited with the CCDC.
2019-01-03 downloaded from the CCDC.
;
_audit_creation_date             2018-12-14
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 Eu2 N O19, C3 H7 N O, 2.25(H2 O)'
_chemical_formula_sum            'C24 H30.50 Eu2 N2 O22.25'
_chemical_formula_weight         1006.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.3278(2)
_cell_length_b                   21.1127(3)
_cell_length_c                   15.6552(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.8190(10)
_cell_angle_gamma                90
_cell_volume                     3406.00(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    24538
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.3900
_cell_measurement_theta_min      3.2950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.741
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.964
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1970
_exptl_crystal_recrystallization_method hydrothermal
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30388
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.416
_diffrn_reflns_theta_min         3.245
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00  -3.00   0.50    8.00    --   -9.95 -55.00 -92.00  130
  2  ω      1.00  53.00   0.50    8.00    --   -9.95  55.00  50.00  104
  3  ω    -53.00 -23.00   0.50    8.00    --   10.22 -55.00 -92.00   60
  4  ω     20.00  70.00   0.50    8.00    --   10.22  55.00  50.00  100
  5  ω    -58.00 -32.00   0.50    8.00    --   -9.95 125.00   0.00   52
  6  ω    -45.00 -19.00   0.50    8.00    --   -9.95 125.00 150.00   52
  7  ω    -58.00  -4.00   0.50    8.00    --   -9.95 125.00  30.00  108
  8  ω    -49.00  20.00   0.50    8.00    --   10.22 -38.00 -30.00  138
  9  ω    -38.00  26.00   0.50    8.00    --   10.22 -57.00 150.00  128
 10  ω      4.00  59.00   0.50    8.00    --   10.22-125.00 -60.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6721
_reflns_number_total             7219
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.826
_refine_diff_density_min         -1.193
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     494
_refine_ls_number_reflns         7219
_refine_ls_number_restraints     308
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.164
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0348P)²+11.1327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0826
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 H22B-H23G
 2.3 with sigma of 0.02
 C23-H23C \\sim H23B-H23A
 with sigma of 0.02
3. Rigid bond restraints
 H24A, C24, H24B, H24C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
5. Others
 Fixed Sof: C22A(0.35) H22A(0.35) C23(0.35) H23A(0.35) H23B(0.35) H23C(0.35)
 C24(0.35) H24A(0.35) H24B(0.35) H24C(0.35) C22(0.65) H22(0.65) C23A(0.65)
 H23D(0.65) H23E(0.65) H23F(0.65) C24A(0.65) H24D(0.65) H24E(0.65) H24F(0.65)
 O23(0.25) H23G(0.25) H23H(0.25)
6.a Riding coordinates:
 O22(H22B,H22C), O23(H23G,H23H)
6.b Free rotating group:
 O21(H21D,H21E)
6.c Rotating group:
 O17(H17A,H17B), O16(H16A,H16B), O18(H18A,H18B)
6.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C10(H10), C3(H3), C9(H9), C15(H15), C16(H16), C19(H19), C22A(H22A),
 C22(H22)
6.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C23A(H23D,H23E,H23F), C24A(H24D,H24E,H24F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.48077(2) 0.53314(2) 0.63068(2) 0.01957(7) Uani 1 1 d . U . . .
Eu2 Eu 0.95601(2) 0.50751(2) 0.87250(2) 0.01773(7) Uani 1 1 d . U . . .
O11 O 1.0582(3) 0.43319(15) 0.99713(19) 0.0231(6) Uani 1 1 d . U . . .
O6 O 0.3824(3) 0.46810(15) 0.5213(2) 0.0267(7) Uani 1 1 d . U . . .
O4 O 0.2095(3) 0.54796(16) 1.05506(19) 0.0250(7) Uani 1 1 d . U . . .
O5 O 0.1763(3) 0.53655(17) 0.9127(2) 0.0293(8) Uani 1 1 d . U . . .
O2 O 0.7607(3) 0.56352(16) 0.84323(19) 0.0252(7) Uani 1 1 d . U . . .
O13 O 1.0590(3) 0.27186(14) 0.93146(19) 0.0255(7) Uani 1 1 d . U . . .
O3 O 0.4324(3) 0.55778(15) 0.89358(17) 0.0194(6) Uani 1 1 d . U . . .
O12 O 1.0050(3) 0.39017(17) 0.87183(19) 0.0315(8) Uani 1 1 d . U . . .
O15 O 1.1195(3) 0.10916(15) 0.9763(2) 0.0303(7) Uani 1 1 d . U . . .
O7 O 0.3097(3) 0.41505(17) 0.4070(2) 0.0324(8) Uani 1 1 d . U . . .
O17 O 0.6469(3) 0.44965(17) 0.6314(2) 0.0307(7) Uani 1 1 d . U . . .
H17A H 0.720213 0.465017 0.648582 0.046 Uiso 1 1 d GR . . . .
H17B H 0.650800 0.435156 0.580964 0.046 Uiso 1 1 d GR . . . .
O14 O 1.0348(3) 0.15487(16) 0.8592(2) 0.0291(7) Uani 1 1 d . U . . .
O8 O 0.1533(3) 0.45181(15) 0.59517(18) 0.0231(7) Uani 1 1 d . U . . .
O9 O 0.0858(3) 0.48400(17) 0.7488(2) 0.0289(7) Uani 1 1 d . U . . .
O16 O 0.2782(3) 0.56247(17) 0.6889(2) 0.0367(8) Uani 1 1 d . U . . .
H16A H 0.292480 0.589183 0.729265 0.055 Uiso 1 1 d GR . . . .
H16B H 0.242843 0.529601 0.708530 0.055 Uiso 1 1 d GR . . . .
O10 O -0.1197(3) 0.46137(18) 0.71995(19) 0.0307(8) Uani 1 1 d . U . . .
O18 O 0.9981(3) 0.60915(18) 0.8063(2) 0.0378(9) Uani 1 1 d . U . . .
H18A H 0.959871 0.610474 0.756334 0.057 Uiso 1 1 d GR . . . .
H18B H 1.079534 0.613463 0.802401 0.057 Uiso 1 1 d GR . . . .
O1 O 0.5816(3) 0.5511(2) 0.7609(2) 0.0432(10) Uani 1 1 d . U . . .
C13 C 1.0461(4) 0.3857(2) 0.9481(3) 0.0213(9) Uani 1 1 d . U . . .
C6 C 0.2447(4) 0.5486(2) 0.9800(3) 0.0203(9) Uani 1 1 d . U . . .
O19 O 0.4073(4) 0.4424(2) 0.7083(3) 0.0491(10) Uani 1 1 d . U . . .
C7 C 0.2943(4) 0.4380(2) 0.4795(3) 0.0213(9) Uani 1 1 d . U . . .
O20 O 1.2394(4) 0.6656(2) 0.7952(3) 0.0565(11) Uani 1 1 d . U . . .
C18 C 1.0860(4) 0.1577(2) 0.9335(3) 0.0246(9) Uani 1 1 d . U . . .
O21 O 0.8315(5) 0.6739(2) 0.6959(4) 0.0683(14) Uani 1 1 d . U . . .
H21D H 0.779854 0.645753 0.674729 0.102 Uiso 1 1 d G . . . .
H21E H 0.787918 0.704862 0.713413 0.102 Uiso 1 1 d G . . . .
C2 C 0.5618(4) 0.5700(2) 0.9052(3) 0.0208(9) Uani 1 1 d . U . . .
C14 C 1.0862(4) 0.3231(2) 0.9837(3) 0.0231(9) Uani 1 1 d . U . . .
C12 C -0.0048(4) 0.4643(2) 0.6987(3) 0.0230(9) Uani 1 1 d . U . . .
C8 C 0.1643(4) 0.4308(2) 0.5133(3) 0.0218(9) Uani 1 1 d . U . . .
C5 C 0.3832(4) 0.5647(2) 0.9721(3) 0.0221(9) Uani 1 1 d . U . . .
C1 C 0.6407(4) 0.5609(2) 0.8309(2) 0.0184(8) Uani 1 1 d . U . . .
C4 C 0.4783(4) 0.5811(3) 1.0311(3) 0.0283(10) Uani 1 1 d . U . . .
H4 H 0.469394 0.588891 1.088913 0.034 Uiso 1 1 calc R . . . .
C17 C 1.1064(5) 0.2199(2) 0.9750(3) 0.0275(10) Uani 1 1 d . U . . .
C10 C -0.0400(4) 0.4190(3) 0.5431(3) 0.0299(11) Uani 1 1 d . U . . .
H10 H -0.127959 0.409207 0.538060 0.036 Uiso 1 1 calc R . . . .
C3 C 0.5939(4) 0.5843(2) 0.9880(3) 0.0272(10) Uani 1 1 d . U . . .
H3 H 0.676142 0.594252 1.011997 0.033 Uiso 1 1 calc R . . . .
C9 C 0.0499(5) 0.4105(2) 0.4794(3) 0.0300(11) Uani 1 1 d . U . . .
H9 H 0.032473 0.394077 0.424704 0.036 Uiso 1 1 calc R . . . .
C11 C 0.0255(4) 0.4437(2) 0.6119(3) 0.0222(9) Uani 1 1 d . U . . .
N1 N 0.3841(6) 0.3463(3) 0.7673(4) 0.0564(14) Uani 1 1 d . U . . .
C15 C 1.1485(5) 0.3042(2) 1.0567(3) 0.0313(11) Uani 1 1 d . U . . .
H15 H 1.177441 0.330021 1.102242 0.038 Uiso 1 1 calc R . . . .
C16 C 1.1622(5) 0.2376(2) 1.0520(3) 0.0329(11) Uani 1 1 d . U . . .
H16 H 1.201746 0.211190 1.093539 0.039 Uiso 1 1 calc R . . . .
C19 C 1.3365(6) 0.6880(3) 0.8299(5) 0.0527(16) Uani 1 1 d . U . . .
H19 H 1.413473 0.682065 0.803309 0.063 Uiso 1 1 calc R . . . .
N2 N 1.3437(7) 0.7203(3) 0.9023(5) 0.0724(18) Uani 1 1 d . U . . .
O22 O 0.6249(8) 0.7573(5) 0.7331(5) 0.150(4) Uani 1 1 d . U . . .
H22B H 0.670202 0.774674 0.696293 0.226 Uiso 1 1 d DR . . . .
H22C H 0.548503 0.772524 0.728863 0.226 Uiso 1 1 d R . . . .
C21 C 1.4658(11) 0.7462(5) 0.9360(9) 0.119(4) Uani 1 1 d . U . . .
H21A H 1.533818 0.732325 0.901494 0.179 Uiso 1 1 calc GR . . . .
H21B H 1.483610 0.731928 0.993813 0.179 Uiso 1 1 calc GR . . . .
H21C H 1.461364 0.791633 0.935130 0.179 Uiso 1 1 calc GR . . . .
C20 C 1.2307(13) 0.7274(7) 0.9496(9) 0.155(6) Uani 1 1 d . U . . .
H20A H 1.197860 0.769733 0.942819 0.233 Uiso 1 1 calc GR . . . .
H20B H 1.252904 0.719275 1.009145 0.233 Uiso 1 1 calc GR . . . .
H20C H 1.165448 0.697803 0.928654 0.233 Uiso 1 1 calc GR . . . .
C22A C 0.4509(15) 0.3901(9) 0.7292(11) 0.044(4) Uani 0.35 1 d . U P A 1
H22A H 0.535972 0.380835 0.717511 0.053 Uiso 0.35 1 calc R . P A 1
C23 C 0.255(2) 0.3485(10) 0.7794(19) 0.079(7) Uani 0.35 1 d D U P A 1
H23A H 0.241099 0.375355 0.827407 0.118 Uiso 0.35 1 calc DGR . P A 1
H23B H 0.224524 0.306607 0.790446 0.118 Uiso 0.35 1 calc DGR . P A 1
H23C H 0.209405 0.365177 0.729041 0.118 Uiso 0.35 1 calc DGR . P A 1
C24 C 0.463(3) 0.2835(10) 0.794(2) 0.088(8) Uani 0.35 1 d . U P A 1
H24A H 0.552152 0.288662 0.781010 0.132 Uiso 0.35 1 calc GR U P A 1
H24B H 0.426302 0.248228 0.761639 0.132 Uiso 0.35 1 calc GR U P A 1
H24C H 0.458082 0.275789 0.853636 0.132 Uiso 0.35 1 calc GR U P A 1
C22 C 0.3523(8) 0.4076(5) 0.7539(5) 0.044(2) Uani 0.65 1 d . U P A 2
H22 H 0.283061 0.423793 0.782036 0.053 Uiso 0.65 1 calc R . P A 2
C23A C 0.483(2) 0.3183(10) 0.7298(17) 0.189(11) Uani 0.65 1 d . U P A 2
H23D H 0.478055 0.328395 0.669842 0.284 Uiso 0.65 1 calc GR . P A 2
H23E H 0.478189 0.273261 0.736922 0.284 Uiso 0.65 1 calc GR . P A 2
H23F H 0.564190 0.333467 0.755883 0.284 Uiso 0.65 1 calc GR . P A 2
C24A C 0.3019(17) 0.3092(6) 0.8215(9) 0.092(5) Uani 0.65 1 d . U P A 2
H24D H 0.281575 0.334093 0.870196 0.138 Uiso 0.65 1 calc GR . P A 2
H24E H 0.347228 0.271576 0.840651 0.138 Uiso 0.65 1 calc GR . P A 2
H24F H 0.223113 0.297721 0.789265 0.138 Uiso 0.65 1 calc GR . P A 2
O23 O 0.834(5) 0.892(2) 0.693(4) 0.27(3) Uiso 0.25 1 d . U P . .
H23G H 0.795656 0.856236 0.685551 0.400 Uiso 0.25 1 d DR . P . .
H23H H 0.807846 0.909536 0.737371 0.400 Uiso 0.25 1 d R . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 Eu1 4.3672(4) 3_666 ?
Eu1 O6 2.847(3) 3_666 ?
Eu1 O6 2.370(3) . ?
Eu1 O15 2.494(3) 2_656 ?
Eu1 O7 2.529(3) 3_666 ?
Eu1 O17 2.459(3) . ?
Eu1 O14 2.581(3) 2_656 ?
Eu1 O16 2.418(3) . ?
Eu1 H16B 2.8157 . ?
Eu1 O1 2.259(3) . ?
Eu1 O19 2.418(4) . ?
Eu1 C7 3.046(4) 3_666 ?
Eu1 C18 2.883(5) 2_656 ?
Eu2 Eu2 4.0473(4) 3_767 ?
Eu2 O11 2.666(3) . ?
Eu2 O11 2.407(3) 3_767 ?
Eu2 O4 2.416(3) 3_667 ?
Eu2 O5 2.400(3) 1_655 ?
Eu2 O2 2.357(3) . ?
Eu2 O12 2.529(3) . ?
Eu2 O9 2.479(3) 1_655 ?
Eu2 O10 2.649(3) 1_655 ?
Eu2 O18 2.435(4) . ?
Eu2 C13 2.955(4) . ?
Eu2 C12 2.923(4) 1_655 ?
O11 C13 1.264(5) . ?
O6 C7 1.258(5) . ?
O4 C6 1.253(5) . ?
O5 C6 1.255(5) . ?
O2 C1 1.243(5) . ?
O13 C14 1.375(5) . ?
O13 C17 1.365(6) . ?
O3 C2 1.362(5) . ?
O3 C5 1.368(5) . ?
O12 C13 1.244(5) . ?
O15 C18 1.260(6) . ?
O7 C7 1.253(5) . ?
O17 H17A 0.8509 . ?
O17 H17B 0.8495 . ?
O14 C18 1.247(5) . ?
O8 C8 1.368(5) . ?
O8 C11 1.374(5) . ?
O9 C12 1.252(5) . ?
O16 H16A 0.8523 . ?
O16 H16B 0.8507 . ?
O10 C12 1.255(5) . ?
O18 H18A 0.8526 . ?
O18 H18B 0.8518 . ?
O1 C1 1.235(5) . ?
C13 C14 1.483(6) . ?
C6 C5 1.484(6) . ?
O19 C22A 1.228(19) . ?
O19 C22 1.195(9) . ?
C7 C8 1.484(6) . ?
O20 C19 1.206(8) . ?
C18 C17 1.474(7) . ?
O21 H21D 0.8507 . ?
O21 H21E 0.8491 . ?
C2 C1 1.477(5) . ?
C2 C3 1.351(6) . ?
C14 C15 1.335(7) . ?
C12 C11 1.479(5) . ?
C8 C9 1.333(6) . ?
C5 C4 1.348(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.411(6) . ?
C17 C16 1.353(7) . ?
C10 H10 0.9300 . ?
C10 C9 1.419(6) . ?
C10 C11 1.339(6) . ?
C3 H3 0.9300 . ?
C9 H9 0.9300 . ?
N1 C22A 1.320(16) . ?
N1 C23 1.36(2) . ?
N1 C24 1.60(2) . ?
N1 C22 1.348(11) . ?
N1 C23A 1.350(17) . ?
N1 C24A 1.466(12) . ?
C15 H15 0.9300 . ?
C15 C16 1.417(7) . ?
C16 H16 0.9300 . ?
C19 H19 0.9300 . ?
C19 N2 1.320(9) . ?
N2 C21 1.442(11) . ?
N2 C20 1.431(13) . ?
O22 H22B 0.8499 . ?
O22 H22C 0.8503 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22A H22A 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C22 H22 0.9300 . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 0.9600 . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
O23 H23G 0.8498 . ?
O23 H23H 0.8499 . ?

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
Eu1 Eu1 H16B 122.2 3_666 . ?
O6 Eu1 Eu1 29.89(6) 3_666 3_666 ?
O6 Eu1 Eu1 36.76(7) . 3_666 ?
O6 Eu1 O6 66.65(11) . 3_666 ?
O6 Eu1 O15 75.46(11) . 2_656 ?
O6 Eu1 O7 114.46(10) . 3_666 ?
O6 Eu1 O17 81.57(11) . . ?
O6 Eu1 O14 126.56(11) . 2_656 ?
O6 Eu1 O16 94.63(12) . . ?
O6 Eu1 H16B 87.3 . . ?
O6 Eu1 H16B 149.0 3_666 . ?
O6 Eu1 O19 76.74(14) . . ?
O6 Eu1 C7 24.35(10) 3_666 3_666 ?
O6 Eu1 C7 90.77(11) . 3_666 ?
O6 Eu1 C18 101.27(12) . 2_656 ?
O6 Eu1 C18 80.65(11) 3_666 2_656 ?
O15 Eu1 Eu1 68.71(7) 2_656 3_666 ?
O15 Eu1 O6 69.64(10) 2_656 3_666 ?
O15 Eu1 O7 83.60(12) 2_656 3_666 ?
O15 Eu1 O14 51.35(10) 2_656 2_656 ?
O15 Eu1 H16B 88.4 2_656 . ?
O15 Eu1 C7 77.84(12) 2_656 3_666 ?
O15 Eu1 C18 25.82(12) 2_656 2_656 ?
O7 Eu1 Eu1 77.72(7) 3_666 3_666 ?
O7 Eu1 O6 47.85(9) 3_666 3_666 ?
O7 Eu1 O14 68.98(11) 3_666 2_656 ?
O7 Eu1 H16B 153.8 3_666 . ?
O7 Eu1 C7 23.73(11) 3_666 3_666 ?
O7 Eu1 C18 73.29(13) 3_666 2_656 ?
O17 Eu1 Eu1 70.58(7) . 3_666 ?
O17 Eu1 O6 67.17(10) . 3_666 ?
O17 Eu1 O15 136.26(11) . 2_656 ?
O17 Eu1 O7 72.76(12) . 3_666 ?
O17 Eu1 O14 139.45(11) . 2_656 ?
O17 Eu1 H16B 127.4 . . ?
O17 Eu1 C7 65.66(12) . 3_666 ?
O17 Eu1 C18 143.70(12) . 2_656 ?
O14 Eu1 Eu1 112.73(7) 2_656 3_666 ?
O14 Eu1 O6 95.55(10) 2_656 3_666 ?
O14 Eu1 H16B 86.6 2_656 . ?
O14 Eu1 C7 83.57(11) 2_656 3_666 ?
O14 Eu1 C18 25.63(11) 2_656 2_656 ?
O16 Eu1 Eu1 124.77(9) . 3_666 ?
O16 Eu1 O6 143.86(11) . 3_666 ?
O16 Eu1 O15 75.95(12) . 2_656 ?
O16 Eu1 O7 138.80(12) . 3_666 ?
O16 Eu1 O17 143.41(12) . . ?
O16 Eu1 O14 70.29(11) . 2_656 ?
O16 Eu1 H16B 16.6 . . ?
O16 Eu1 C7 150.92(12) . 3_666 ?
O16 Eu1 C18 72.84(12) . 2_656 ?
O1 Eu1 Eu1 146.55(9) . 3_666 ?
O1 Eu1 O6 122.09(11) . 3_666 ?
O1 Eu1 O6 154.05(15) . . ?
O1 Eu1 O15 130.05(14) . 2_656 ?
O1 Eu1 O7 77.76(12) . 3_666 ?
O1 Eu1 O17 80.63(13) . . ?
O1 Eu1 O14 78.70(14) . 2_656 ?
O1 Eu1 O16 88.56(13) . . ?
O1 Eu1 H16B 88.7 . . ?
O1 Eu1 O19 79.66(15) . . ?
O1 Eu1 C7 98.88(12) . 3_666 ?
O1 Eu1 C18 104.27(15) . 2_656 ?
O19 Eu1 Eu1 105.57(11) . 3_666 ?
O19 Eu1 O6 127.06(13) . 3_666 ?
O19 Eu1 O15 135.83(13) . 2_656 ?
O19 Eu1 O7 139.63(13) . 3_666 ?
O19 Eu1 O17 70.86(13) . . ?
O19 Eu1 O14 137.34(13) . 2_656 ?
O19 Eu1 O16 72.85(13) . . ?
O19 Eu1 H16B 56.6 . . ?
O19 Eu1 C7 136.06(13) . 3_666 ?
O19 Eu1 C18 145.33(13) . 2_656 ?
C7 Eu1 Eu1 54.08(8) 3_666 3_666 ?
C7 Eu1 H16B 166.2 3_666 . ?
C18 Eu1 Eu1 90.01(9) 2_656 3_666 ?
C18 Eu1 H16B 88.8 2_656 . ?
C18 Eu1 C7 78.08(12) 2_656 3_666 ?
O11 Eu2 Eu2 34.93(6) . 3_767 ?
O11 Eu2 Eu2 39.35(8) 3_767 3_767 ?
O11 Eu2 O11 74.28(11) 3_767 . ?
O11 Eu2 O4 76.66(10) 3_767 3_667 ?
O11 Eu2 O12 122.45(10) 3_767 . ?
O11 Eu2 O9 146.46(10) 3_767 1_655 ?
O11 Eu2 O10 157.65(10) 3_767 1_655 ?
O11 Eu2 O18 85.71(12) 3_767 . ?
O11 Eu2 C13 98.53(11) 3_767 . ?
O11 Eu2 C13 25.32(10) . . ?
O11 Eu2 C12 166.28(12) 3_767 1_655 ?
O11 Eu2 C12 115.15(11) . 1_655 ?
O4 Eu2 Eu2 67.57(7) 3_667 3_767 ?
O4 Eu2 O11 68.23(10) 3_667 . ?
O4 Eu2 O12 71.05(11) 3_667 . ?
O4 Eu2 O9 134.94(11) 3_667 1_655 ?
O4 Eu2 O10 93.98(10) 3_667 1_655 ?
O4 Eu2 O18 141.17(11) 3_667 . ?
O4 Eu2 C13 66.67(11) 3_667 . ?
O4 Eu2 C12 115.58(12) 3_667 1_655 ?
O5 Eu2 Eu2 67.32(7) 1_655 3_767 ?
O5 Eu2 O11 75.79(10) 1_655 3_767 ?
O5 Eu2 O11 68.67(10) 1_655 . ?
O5 Eu2 O4 133.53(11) 1_655 3_667 ?
O5 Eu2 O12 93.72(12) 1_655 . ?
O5 Eu2 O9 72.76(11) 1_655 1_655 ?
O5 Eu2 O10 123.27(10) 1_655 1_655 ?
O5 Eu2 O18 72.14(12) 1_655 . ?
O5 Eu2 C13 81.34(12) 1_655 . ?
O5 Eu2 C12 97.85(12) 1_655 1_655 ?
O2 Eu2 Eu2 111.35(7) . 3_767 ?
O2 Eu2 O11 136.84(10) . . ?
O2 Eu2 O11 78.71(11) . 3_767 ?
O2 Eu2 O4 73.22(11) . 3_667 ?
O2 Eu2 O5 134.99(12) . 1_655 ?
O2 Eu2 O12 131.28(12) . . ?
O2 Eu2 O9 116.69(11) . 1_655 ?
O2 Eu2 O10 79.15(10) . 1_655 ?
O2 Eu2 O18 69.50(11) . . ?
O2 Eu2 C13 139.21(11) . . ?
O2 Eu2 C12 98.35(11) . 1_655 ?
O12 Eu2 Eu2 84.00(7) . 3_767 ?
O12 Eu2 O11 49.98(9) . . ?
O12 Eu2 O10 71.53(11) . 1_655 ?
O12 Eu2 C13 24.68(11) . . ?
O12 Eu2 C12 69.53(11) . 1_655 ?
O9 Eu2 Eu2 131.13(8) 1_655 3_767 ?
O9 Eu2 O11 104.23(10) 1_655 . ?
O9 Eu2 O12 71.44(11) 1_655 . ?
O9 Eu2 O10 50.52(10) 1_655 1_655 ?
O9 Eu2 C13 88.08(11) 1_655 . ?
O9 Eu2 C12 25.10(11) 1_655 1_655 ?
O10 Eu2 Eu2 153.38(8) 1_655 3_767 ?
O10 Eu2 O11 121.48(10) 1_655 . ?
O10 Eu2 C13 96.16(12) 1_655 . ?
O10 Eu2 C12 25.42(11) 1_655 1_655 ?
O18 Eu2 Eu2 117.01(9) . 3_767 ?
O18 Eu2 O11 139.20(11) . . ?
O18 Eu2 O12 145.10(11) . . ?
O18 Eu2 O9 73.88(12) . 1_655 ?
O18 Eu2 O10 89.46(12) . 1_655 ?
O18 Eu2 C13 151.28(12) . . ?
O18 Eu2 C12 80.73(13) . 1_655 ?
C13 Eu2 Eu2 59.52(8) . 3_767 ?
C12 Eu2 Eu2 149.07(9) 1_655 3_767 ?
C12 Eu2 C13 92.40(12) 1_655 . ?
Eu2 O11 Eu2 105.72(11) 3_767 . ?
C13 O11 Eu2 90.2(3) . . ?
C13 O11 Eu2 156.7(3) . 3_767 ?
Eu1 O6 Eu1 113.35(11) . 3_666 ?
C7 O6 Eu1 86.7(2) . 3_666 ?
C7 O6 Eu1 158.3(3) . . ?
C6 O4 Eu2 134.7(3) . 3_667 ?
C6 O5 Eu2 138.0(3) . 1_455 ?
C1 O2 Eu2 147.1(3) . . ?
C17 O13 C14 106.4(3) . . ?
C2 O3 C5 106.2(3) . . ?
C13 O12 Eu2 97.2(3) . . ?
C18 O15 Eu1 94.6(3) . 2_646 ?
C7 O7 Eu1 101.9(3) . 3_666 ?
Eu1 O17 H17A 109.5 . . ?
Eu1 O17 H17B 109.3 . . ?
H17A O17 H17B 109.6 . . ?
C18 O14 Eu1 90.8(3) . 2_646 ?
C8 O8 C11 106.2(3) . . ?
C12 O9 Eu2 97.8(2) . 1_455 ?
Eu1 O16 H16A 109.7 . . ?
Eu1 O16 H16B 109.2 . . ?
H16A O16 H16B 109.3 . . ?
C12 O10 Eu2 89.6(3) . 1_455 ?
Eu2 O18 H18A 109.5 . . ?
Eu2 O18 H18B 109.2 . . ?
H18A O18 H18B 109.3 . . ?
C1 O1 Eu1 177.8(3) . . ?
O11 C13 Eu2 64.5(2) . . ?
O11 C13 C14 117.7(4) . . ?
O12 C13 Eu2 58.1(2) . . ?
O12 C13 O11 122.5(4) . . ?
O12 C13 C14 119.8(4) . . ?
C14 C13 Eu2 177.3(3) . . ?
O4 C6 O5 127.1(4) . . ?
O4 C6 C5 115.0(4) . . ?
O5 C6 C5 117.9(4) . . ?
C22A O19 Eu1 136.4(7) . . ?
C22 O19 Eu1 165.0(6) . . ?
O6 C7 Eu1 68.9(2) . 3_666 ?
O6 C7 C8 120.4(4) . . ?
O7 C7 Eu1 54.3(2) . 3_666 ?
O7 C7 O6 122.3(4) . . ?
O7 C7 C8 117.2(4) . . ?
C8 C7 Eu1 164.8(3) . 3_666 ?
O15 C18 Eu1 59.6(2) . 2_646 ?
O15 C18 C17 117.7(4) . . ?
O14 C18 Eu1 63.5(2) . 2_646 ?
O14 C18 O15 122.8(4) . . ?
O14 C18 C17 119.5(4) . . ?
C17 C18 Eu1 172.1(3) . 2_646 ?
H21D O21 H21E 109.4 . . ?
O3 C2 C1 117.3(3) . . ?
C3 C2 O3 110.2(4) . . ?
C3 C2 C1 132.3(4) . . ?
O13 C14 C13 115.9(4) . . ?
C15 C14 O13 110.0(4) . . ?
C15 C14 C13 134.1(4) . . ?
O9 C12 Eu2 57.1(2) . 1_455 ?
O9 C12 O10 122.1(4) . . ?
O9 C12 C11 118.5(4) . . ?
O10 C12 Eu2 64.9(2) . 1_455 ?
O10 C12 C11 119.4(4) . . ?
C11 C12 Eu2 175.7(3) . 1_455 ?
O8 C8 C7 115.8(4) . . ?
C9 C8 O8 110.5(4) . . ?
C9 C8 C7 133.6(4) . . ?
O3 C5 C6 117.9(4) . . ?
C4 C5 O3 110.3(4) . . ?
C4 C5 C6 131.6(4) . . ?
O2 C1 C2 117.9(4) . . ?
O1 C1 O2 125.1(4) . . ?
O1 C1 C2 117.0(4) . . ?
C5 C4 H4 126.7 . . ?
C5 C4 C3 106.5(4) . . ?
C3 C4 H4 126.7 . . ?
O13 C17 C18 117.4(4) . . ?
C16 C17 O13 109.9(4) . . ?
C16 C17 C18 132.7(5) . . ?
C9 C10 H10 126.4 . . ?
C11 C10 H10 126.4 . . ?
C11 C10 C9 107.2(4) . . ?
C2 C3 C4 106.7(4) . . ?
C2 C3 H3 126.6 . . ?
C4 C3 H3 126.6 . . ?
C8 C9 C10 106.4(4) . . ?
C8 C9 H9 126.8 . . ?
C10 C9 H9 126.8 . . ?
O8 C11 C12 113.8(4) . . ?
C10 C11 O8 109.6(4) . . ?
C10 C11 C12 136.6(4) . . ?
C22A N1 C23 125.9(13) . . ?
C22A N1 C24 115.2(13) . . ?
C23 N1 C24 118.8(13) . . ?
C22 N1 C23A 122.4(11) . . ?
C22 N1 C24A 117.3(8) . . ?
C23A N1 C24A 120.3(12) . . ?
C14 C15 H15 126.4 . . ?
C14 C15 C16 107.2(4) . . ?
C16 C15 H15 126.4 . . ?
C17 C16 C15 106.4(4) . . ?
C17 C16 H16 126.8 . . ?
C15 C16 H16 126.8 . . ?
O20 C19 H19 117.0 . . ?
O20 C19 N2 125.9(7) . . ?
N2 C19 H19 117.0 . . ?
C19 N2 C21 120.4(8) . . ?
C19 N2 C20 119.8(8) . . ?
C20 N2 C21 119.7(9) . . ?
H22B O22 H22C 109.5 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O19 C22A N1 123.8(13) . . ?
O19 C22A H22A 118.1 . . ?
N1 C22A H22A 118.1 . . ?
N1 C23 H23A 109.5 . . ?
N1 C23 H23B 109.5 . . ?
N1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O19 C22 N1 124.3(8) . . ?
O19 C22 H22 117.9 . . ?
N1 C22 H22 117.9 . . ?
N1 C23A H23D 109.5 . . ?
N1 C23A H23E 109.5 . . ?
N1 C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
N1 C24A H24D 109.5 . . ?
N1 C24A H24E 109.5 . . ?
N1 C24A H24F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
H23G O23 H23H 109.5 . . ?

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
_geom_hbond_publ_flag
C23A^b H23F^b O23 0.96 1.77 2.66(7) 153.6 2_646 yes
O17 H17A O10 0.85 1.93 2.711(5) 151.2 1_655 yes
O17 H17B O15 0.85 1.90 2.725(5) 164.7 4_565 yes
O16 H16A O20 0.85 2.01 2.785(6) 150.6 1_455 yes
O16 H16B O9 0.85 2.02 2.796(5) 150.8 . yes
O18 H18A O21 0.85 2.07 2.725(6) 133.2 . yes
O18 H18B O20 0.85 1.99 2.777(5) 152.6 . yes
O21 H21D O7 0.85 2.00 2.817(6) 161.9 3_666 yes
O21 H21E O22 0.85 2.06 2.856(11) 156.9 . yes
O22 H22B O23 0.85 3.00 3.64(2) 134.8 . yes

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT220_kasm-f3             
;
PROBLEM: Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range       10.0 Ratio 
RESPONSE:Part of the DMF molecule was disordered over two positions and one methyl group found te be disorered more than three.
The thired position couldn't resolved properly due to less very less occupancy factor of 0.12.
;
_vrf_PLAT417_kasm-f3             
;
PROBLEM: Short Inter D-H..H-D       H21E     ..H22B     .       1.92 Ang.  
RESPONSE:X-ray data was not of sufficient quality to refine proton positions. 
Therefore proton atoms were placed in geometrically estimated positions using the riding model and 
the estimated positions are unlikely to be correct, for disordered solvent molecules. 
;
_vrf_PLAT420_kasm-f3             
;
PROBLEM: D-H Without Acceptor       O22      --H22B     .     Please Check 
RESPONSE:The disordered water molecule occupies a cavity of the
structure with no suitable acceptor atoms in its surroundings.
;
_vrf_PLAT480_kasm-f3             
;
PROBLEM: Long H...A H-Bond Reported H22B     ..O23      .       3.00 Ang.  
RESPONSE: ...
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kasm-f1
_database_code_depnum_ccdc_archive 'CCDC 1861776'
_audit_update_record             
;
2018-12-14 deposited with the CCDC.
2019-01-03 downloaded from the CCDC.
;
_audit_creation_date             2018-12-14
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C21 H19 N O19 Pr2, 2.33(H2 O), C3 H7 N O'
_chemical_formula_sum            'C24 H30.67 N2 O22.33 Pr2'
_chemical_formula_weight         986.31
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      293(2)
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'

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

_cell_length_a                   10.32810(10)
_cell_length_b                   21.1366(3)
_cell_length_c                   15.6427(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.9250(10)
_cell_angle_gamma                90
_cell_volume                     3406.81(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16342
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.350
_cell_measurement_theta_min      2.365
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.919
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.923
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1941
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29070
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         3.172
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube microfocused'
_diffrn_source_type              'supernova Mo source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6384
_reflns_number_total             6664
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.986
_refine_diff_density_min         -1.128
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.231
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     510
_refine_ls_number_reflns         6664
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.232
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0140P)²+25.4091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.0968
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O16-H16A = O16-H16B
 0.85 with sigma of 0.02
 N2-C24 = N2-C25
 1.46 with sigma of 0.007
 N2-C23
 1.36 with sigma of 0.007
 C23-O19
 1.21 with sigma of 0.007
 N2A-C24A = N2A-C25A
 1.46 with sigma of 0.007
 N2A-C23A
 1.36 with sigma of 0.007
 C23A-O19
 1.21 with sigma of 0.007
 H16A-H16B
 1.34 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C3 \\sim C16: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
O19 \\sim N2 \\sim C23 \\sim C24 \\sim C25: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C23A) \\sim Ueq, Uanis(C24A) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 O23
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
5. Others
 Sof(N2A)=Sof(C24A)=Sof(H24D)=Sof(H24E)=Sof(H24F)=Sof(C25A)=Sof(H25D)=
 Sof(H25E)=Sof(H25F)=Sof(C23A)=Sof(H23A)=1-FVAR(1)
 Sof(N2)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=Sof(C25)=
 Sof(H25A)=Sof(H25B)=Sof(H25C)=FVAR(1)
 Fixed Sof: O23(0.33333) H23B(0.33333) H23C(0.33333)
6.a Riding coordinates:
 O23(H23B,H23C), O21(H21A,H21B)
6.b Free rotating group:
 O22(H22A,H22B)
6.c Rotating group:
 O17(H17A,H17B), O18(H18A,H18B)
6.d Aromatic/amide H refined with riding coordinates:
 C23(H23), C23A(H23A), C4(H4), C15(H15), C3(H3), C16(H16), C10(H10), C9(H9),
 C22(H22)
6.e Idealised Me refined with riding coordinates:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C24A(H24D,H24E,H24F), C25A(H25D,
 H25E,H25F)
6.f Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O19 O 0.5927(6) 0.5569(3) 0.7912(4) 0.0601(16) Uani 1 1 d D U . . .
N2 N 0.627(3) 0.6541(8) 0.740(2) 0.082(5) Uani 0.554(16) 1 d D U P A 1
C23 C 0.6497(15) 0.5909(7) 0.7446(10) 0.059(4) Uani 0.554(16) 1 d D U P A 1
H23 H 0.711242 0.573362 0.710876 0.071 Uiso 0.554(16) 1 calc R . P A 1
C24 C 0.698(2) 0.6908(10) 0.6793(14) 0.090(7) Uani 0.554(16) 1 d D U P A 1
H24A H 0.774374 0.708536 0.708505 0.134 Uiso 0.554(16) 1 calc R . P A 1
H24B H 0.643866 0.724189 0.655637 0.134 Uiso 0.554(16) 1 calc R . P A 1
H24C H 0.722887 0.663616 0.634002 0.134 Uiso 0.554(16) 1 calc R . P A 1
C25 C 0.505(2) 0.6787(14) 0.769(2) 0.133(8) Uani 0.554(16) 1 d D U P A 1
H25A H 0.443042 0.644948 0.770538 0.199 Uiso 0.554(16) 1 calc R . P A 1
H25B H 0.471633 0.710720 0.729516 0.199 Uiso 0.554(16) 1 calc R . P A 1
H25C H 0.520100 0.696696 0.824794 0.199 Uiso 0.554(16) 1 calc R . P A 1
N2A N 0.6077(19) 0.6538(8) 0.7272(17) 0.056(8) Uani 0.446(16) 1 d D . P A 2
C24A C 0.545(4) 0.7132(12) 0.700(4) 0.17(2) Uani 0.446(16) 1 d D U P A 2
H24D H 0.454291 0.705715 0.685347 0.261 Uiso 0.446(16) 1 calc R . P A 2
H24E H 0.584942 0.729821 0.651550 0.261 Uiso 0.446(16) 1 calc R . P A 2
H24F H 0.553451 0.743208 0.746491 0.261 Uiso 0.446(16) 1 calc R . P A 2
C25A C 0.749(2) 0.6517(15) 0.723(2) 0.113(13) Uani 0.446(16) 1 d D . P A 2
H25D H 0.789560 0.649670 0.779498 0.169 Uiso 0.446(16) 1 calc R . P A 2
H25E H 0.776891 0.689021 0.694387 0.169 Uiso 0.446(16) 1 calc R . P A 2
H25F H 0.771644 0.614934 0.690931 0.169 Uiso 0.446(16) 1 calc R . P A 2
C23A C 0.548(2) 0.6082(8) 0.771(2) 0.116(13) Uani 0.446(16) 1 d D U P A 2
H23A H 0.464888 0.617240 0.788095 0.139 Uiso 0.446(16) 1 calc R . P A 2
O23 O 0.227(4) 0.1416(13) 0.8009(14) 0.145(15) Uani 0.3333 1 d . U P . .
H23B H 0.181642 0.169949 0.823075 0.218 Uiso 0.3333 1 d R . P . .
H23C H 0.177632 0.115899 0.772585 0.218 Uiso 0.3333 1 d R . P . .
Pr1 Pr 0.04391(3) 0.49250(2) 0.62755(2) 0.01883(9) Uani 1 1 d . . . . .
Pr2 Pr 0.51944(3) 0.46643(2) 0.86946(2) 0.02070(9) Uani 1 1 d . . . . .
O11 O 0.6177(4) 0.5318(2) 0.9786(3) 0.0342(10) Uani 1 1 d . . . . .
O6 O 0.0582(4) 0.4337(2) 0.4970(3) 0.0319(10) Uani 1 1 d . . . . .
O4 O 0.7898(4) 0.4517(2) 0.4444(3) 0.0329(10) Uani 1 1 d . . . . .
O10 O 0.0346(5) 0.1551(2) 0.3601(3) 0.0352(11) Uani 1 1 d . . . . .
O5 O 0.8234(4) 0.4631(2) 0.5870(3) 0.0378(11) Uani 1 1 d . . . . .
O3 O 0.5676(4) 0.4421(2) 0.6059(2) 0.0264(9) Uani 1 1 d . . . . .
O1 O 0.2397(4) 0.4364(2) 0.6571(3) 0.0342(10) Uani 1 1 d . . . . .
O7 O 0.0062(5) 0.3904(2) 0.3715(3) 0.0402(12) Uani 1 1 d . . . . .
O12 O 0.6899(5) 0.5850(2) 1.0927(3) 0.0416(12) Uani 1 1 d . . . . .
O17 O 0.3539(4) 0.5504(2) 0.8680(3) 0.0383(11) Uani 1 1 d . . . . .
H17A H 0.340895 0.562569 0.920177 0.058 Uiso 1 1 d GR . . . .
H17B H 0.280137 0.536684 0.844039 0.058 Uiso 1 1 d GR . . . .
O13 O 0.8473(4) 0.5479(2) 0.9046(3) 0.0287(9) Uani 1 1 d . . . . .
O9 O 0.1197(5) 0.1090(2) 0.4769(3) 0.0383(11) Uani 1 1 d . . . . .
O15 O 1.1189(4) 0.5388(3) 0.7799(3) 0.0396(12) Uani 1 1 d . . . . .
O8 O 0.0593(5) 0.2720(2) 0.4319(3) 0.0359(11) Uani 1 1 d . . . . .
O14 O 0.9135(4) 0.5157(2) 0.7518(3) 0.0373(11) Uani 1 1 d . . . . .
O16 O 0.0021(5) 0.3914(3) 0.6940(4) 0.0457(13) Uani 1 1 d D . . . .
H16A H 0.059(6) 0.370(3) 0.724(5) 0.069 Uiso 1 1 d DR . . . .
H16B H -0.069(4) 0.371(4) 0.698(6) 0.069 Uiso 1 1 d DR . . . .
O18 O 0.7207(5) 0.4369(3) 0.8102(4) 0.0475(13) Uani 1 1 d . . . . .
H18A H 0.755532 0.405993 0.838738 0.071 Uiso 1 1 d GR . . . .
H18B H 0.772839 0.468483 0.813015 0.071 Uiso 1 1 d GR . . . .
O2 O 0.4198(5) 0.4477(3) 0.7390(3) 0.0553(16) Uani 1 1 d . . . . .
C13 C 0.7062(6) 0.5618(3) 1.0206(4) 0.0282(13) Uani 1 1 d . . . . .
C7 C 0.0469(6) 0.3858(3) 0.4483(4) 0.0271(13) Uani 1 1 d . . . . .
C6 C 0.7550(6) 0.4509(3) 0.5200(4) 0.0274(13) Uani 1 1 d . . . . .
C1 C 0.3595(6) 0.4389(3) 0.6691(4) 0.0250(12) Uani 1 1 d . . . . .
O22 O 0.1688(7) 0.3258(4) 0.8037(5) 0.076(2) Uani 1 1 d . . . . .
H22A H 0.219631 0.297044 0.788253 0.115 Uiso 1 1 d G . . . .
H22B H 0.212976 0.357343 0.822732 0.115 Uiso 1 1 d G . . . .
C18 C 1.0058(6) 0.5355(3) 0.8015(4) 0.0287(13) Uani 1 1 d . . . . .
C8 C 0.0862(6) 0.3236(3) 0.4838(4) 0.0315(14) Uani 1 1 d . . . . .
C12 C 0.0864(7) 0.1580(3) 0.4347(4) 0.0326(14) Uani 1 1 d . . . . .
C14 C 0.8357(6) 0.5690(3) 0.9856(4) 0.0284(13) Uani 1 1 d . . . . .
C4 C 0.5211(6) 0.4192(4) 0.4681(4) 0.0382(16) Uani 1 1 d . . . . .
H4 H 0.529674 0.411513 0.410269 0.046 Uiso 1 1 calc R . . . .
C2 C 0.4380(6) 0.4298(3) 0.5944(4) 0.0296(14) Uani 1 1 d . . . . .
C15 C 0.9502(6) 0.5892(3) 1.0203(4) 0.0357(16) Uani 1 1 d . . . . .
H15 H 0.967090 0.605610 1.075069 0.043 Uiso 1 1 calc R . . . .
C17 C 0.9745(6) 0.5564(3) 0.8879(4) 0.0270(13) Uani 1 1 d . . . . .
C5 C 0.6165(6) 0.4355(3) 0.5277(4) 0.0298(14) Uani 1 1 d . . . . .
C3 C 0.4052(6) 0.4162(4) 0.5119(4) 0.0364(16) Uani 1 1 d . U . . .
H3 H 0.322571 0.406565 0.488067 0.044 Uiso 1 1 calc R . . . .
C16 C 1.0404(7) 0.5808(4) 0.9574(4) 0.0383(16) Uani 1 1 d . U . . .
H16 H 1.128448 0.590297 0.962948 0.046 Uiso 1 1 calc R . . . .
C10 C 0.1618(8) 0.2377(4) 0.5529(5) 0.0438(18) Uani 1 1 d . . . . .
H10 H 0.200536 0.211457 0.594979 0.053 Uiso 1 1 calc R . . . .
C9 C 0.1484(7) 0.3044(4) 0.5571(5) 0.0422(17) Uani 1 1 d . . . . .
H9 H 0.177602 0.330186 0.602613 0.051 Uiso 1 1 calc R . . . .
C11 C 0.1071(7) 0.2199(3) 0.4756(4) 0.0358(15) Uani 1 1 d . . . . .
O20 O 0.7612(6) 0.3344(3) 0.7059(5) 0.0684(18) Uani 1 1 d . . . . .
N1 N 0.6564(10) 0.2795(4) 0.5965(7) 0.086(3) Uani 1 1 d . . . . .
C22 C 0.6630(10) 0.3118(4) 0.6714(7) 0.063(2) Uani 1 1 d . . . . .
H22 H 0.586381 0.317063 0.698572 0.076 Uiso 1 1 calc R . . . .
C19 C 0.5313(16) 0.2548(7) 0.5649(12) 0.143(7) Uani 1 1 d . . . . .
H19A H 0.530202 0.209759 0.572333 0.214 Uiso 1 1 calc GR . . . .
H19B H 0.516434 0.264788 0.505134 0.214 Uiso 1 1 calc GR . . . .
H19C H 0.464380 0.273610 0.596194 0.214 Uiso 1 1 calc GR . . . .
C20 C 0.7693(18) 0.2703(10) 0.5516(13) 0.177(9) Uani 1 1 d . . . . .
H20A H 0.830238 0.303597 0.565891 0.265 Uiso 1 1 calc GR . . . .
H20B H 0.746432 0.270950 0.491039 0.265 Uiso 1 1 calc GR . . . .
H20C H 0.807654 0.230272 0.567264 0.265 Uiso 1 1 calc GR . . . .
O21 O 0.3739(12) 0.2415(8) 0.7685(8) 0.189(6) Uani 1 1 d . . . . .
H21A H 0.343684 0.209810 0.794042 0.283 Uiso 1 1 d R . . . .
H21B H 0.447604 0.232030 0.750912 0.283 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O19 C23 1.206(7) . ?
O19 C23A 1.212(7) . ?
O19 Pr2 2.419(5) . ?
N2 C23 1.357(7) . ?
N2 C24 1.462(7) . ?
N2 C25 1.460(7) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N2A C24A 1.464(7) . ?
N2A C25A 1.462(7) . ?
N2A C23A 1.360(7) . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
C25A H25D 0.9600 . ?
C25A H25E 0.9600 . ?
C25A H25F 0.9600 . ?
C23A H23A 0.9300 . ?
O23 H23B 0.8497 . ?
O23 H23C 0.8500 . ?
Pr1 Pr1 4.0436(6) 3_566 ?
Pr1 O6 2.658(5) 3_566 ?
Pr1 O6 2.403(4) . ?
Pr1 O4 2.423(4) 3_666 ?
Pr1 O5 2.404(4) 1_455 ?
Pr1 O1 2.362(4) . ?
Pr1 O7 2.529(5) 3_566 ?
Pr1 O15 2.643(5) 1_455 ?
Pr1 O14 2.488(4) 1_455 ?
Pr1 O16 2.427(5) . ?
Pr1 C7 2.959(6) 3_566 ?
Pr1 C18 2.921(6) 1_455 ?
Pr2 O11 2.849(5) 3_667 ?
Pr2 O11 2.370(4) . ?
Pr2 O10 2.579(5) 4_666 ?
Pr2 O12 2.526(5) 3_667 ?
Pr2 O17 2.463(5) . ?
Pr2 O9 2.490(5) 4_666 ?
Pr2 O18 2.415(5) . ?
Pr2 O2 2.257(5) . ?
Pr2 C13 3.049(6) 3_667 ?
Pr2 C12 2.889(7) 4_666 ?
O11 C13 1.260(7) . ?
O6 C7 1.268(7) . ?
O4 C6 1.260(7) . ?
O10 C12 1.252(8) . ?
O5 C6 1.250(7) . ?
O3 C2 1.364(7) . ?
O3 C5 1.363(7) . ?
O1 C1 1.239(7) . ?
O7 C7 1.250(7) . ?
O12 C13 1.251(7) . ?
O17 H17A 0.8746 . ?
O17 H17B 0.8755 . ?
O13 C14 1.357(7) . ?
O13 C17 1.368(7) . ?
O9 C12 1.264(8) . ?
O15 C18 1.240(7) . ?
O8 C8 1.376(8) . ?
O8 C11 1.370(8) . ?
O14 C18 1.260(8) . ?
O16 H16A 0.86(2) . ?
O16 H16B 0.85(2) . ?
O18 H18A 0.8567 . ?
O18 H18B 0.8563 . ?
O2 C1 1.235(7) . ?
C13 C14 1.488(8) . ?
C7 C8 1.474(9) . ?
C6 C5 1.480(8) . ?
C1 C2 1.479(8) . ?
O22 H22A 0.8491 . ?
O22 H22B 0.8503 . ?
C18 C17 1.478(8) . ?
C8 C9 1.338(10) . ?
C12 C11 1.465(9) . ?
C14 C15 1.337(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.353(9) . ?
C4 C3 1.421(9) . ?
C2 C3 1.343(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.411(9) . ?
C17 C16 1.345(9) . ?
C3 H3 0.9300 . ?
C16 H16 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.418(10) . ?
C10 C11 1.352(10) . ?
C9 H9 0.9300 . ?
O20 C22 1.213(11) . ?
N1 C22 1.354(13) . ?
N1 C19 1.449(16) . ?
N1 C20 1.415(17) . ?
C22 H22 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
O21 H21A 0.8501 . ?
O21 H21B 0.8501 . ?

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
C23 O19 Pr2 163.7(9) . . ?
C23A O19 Pr2 135.1(10) . . ?
C23 N2 C24 117.5(15) . . ?
C23 N2 C25 119.1(18) . . ?
C25 N2 C24 119.6(19) . . ?
O19 C23 N2 121.9(13) . . ?
O19 C23 H23 119.1 . . ?
N2 C23 H23 119.1 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C25A N2A C24A 116(2) . . ?
C23A N2A C24A 123(2) . . ?
C23A N2A C25A 120(2) . . ?
N2A C24A H24D 109.5 . . ?
N2A C24A H24E 109.5 . . ?
N2A C24A H24F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
N2A C25A H25D 109.5 . . ?
N2A C25A H25E 109.5 . . ?
N2A C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
O19 C23A N2A 125.7(16) . . ?
O19 C23A H23A 117.2 . . ?
N2A C23A H23A 117.2 . . ?
H23B O23 H23C 109.5 . . ?
O6 Pr1 Pr1 39.20(11) . 3_566 ?
O6 Pr1 Pr1 34.85(9) 3_566 3_566 ?
O6 Pr1 O6 74.05(16) . 3_566 ?
O6 Pr1 O4 76.74(15) . 3_666 ?
O6 Pr1 O5 75.78(15) . 1_455 ?
O6 Pr1 O7 122.41(15) . 3_566 ?
O6 Pr1 O15 157.88(15) . 1_455 ?
O6 Pr1 O14 146.47(15) . 1_455 ?
O6 Pr1 O16 86.08(18) . . ?
O6 Pr1 C7 25.37(15) 3_566 3_566 ?
O6 Pr1 C7 98.36(16) . 3_566 ?
O6 Pr1 C18 115.38(16) 3_566 1_455 ?
O6 Pr1 C18 166.47(17) . 1_455 ?
O4 Pr1 Pr1 67.79(10) 3_666 3_566 ?
O4 Pr1 O6 68.43(14) 3_666 3_566 ?
O4 Pr1 O7 71.23(16) 3_666 3_566 ?
O4 Pr1 O15 93.73(15) 3_666 1_455 ?
O4 Pr1 O14 134.88(16) 3_666 1_455 ?
O4 Pr1 O16 141.22(17) 3_666 . ?
O4 Pr1 C7 66.80(16) 3_666 3_566 ?
O4 Pr1 C18 115.23(16) 3_666 1_455 ?
O5 Pr1 Pr1 67.39(11) 1_455 3_566 ?
O5 Pr1 O6 68.73(15) 1_455 3_566 ?
O5 Pr1 O4 133.83(15) 1_455 3_666 ?
O5 Pr1 O7 93.70(17) 1_455 3_566 ?
O5 Pr1 O15 123.19(14) 1_455 1_455 ?
O5 Pr1 O14 72.74(15) 1_455 1_455 ?
O5 Pr1 O16 72.07(17) 1_455 . ?
O5 Pr1 C7 81.41(17) 1_455 3_566 ?
O5 Pr1 C18 98.08(17) 1_455 1_455 ?
O1 Pr1 Pr1 111.31(11) . 3_566 ?
O1 Pr1 O6 78.75(15) . . ?
O1 Pr1 O6 136.83(14) . 3_566 ?
O1 Pr1 O4 73.15(16) . 3_666 ?
O1 Pr1 O5 134.81(17) . 1_455 ?
O1 Pr1 O7 131.49(17) . 3_566 ?
O1 Pr1 O15 79.38(15) . 1_455 ?
O1 Pr1 O14 116.63(16) . 1_455 ?
O1 Pr1 O16 69.49(16) . . ?
O1 Pr1 C7 139.32(16) . 3_566 ?
O1 Pr1 C18 98.17(16) . 1_455 ?
O7 Pr1 Pr1 84.10(10) 3_566 3_566 ?
O7 Pr1 O6 50.13(14) 3_566 3_566 ?
O7 Pr1 O15 71.28(16) 3_566 1_455 ?
O7 Pr1 C7 24.78(15) 3_566 3_566 ?
O7 Pr1 C18 69.47(16) 3_566 1_455 ?
O15 Pr1 Pr1 153.23(12) 1_455 3_566 ?
O15 Pr1 O6 121.38(15) 1_455 3_566 ?
O15 Pr1 C7 96.00(17) 1_455 3_566 ?
O15 Pr1 C18 25.11(15) 1_455 1_455 ?
O14 Pr1 Pr1 131.19(11) 1_455 3_566 ?
O14 Pr1 O6 104.37(15) 1_455 3_566 ?
O14 Pr1 O7 71.36(16) 1_455 3_566 ?
O14 Pr1 O15 50.46(14) 1_455 1_455 ?
O14 Pr1 C7 88.17(17) 1_455 3_566 ?
O14 Pr1 C18 25.35(16) 1_455 1_455 ?
O16 Pr1 Pr1 117.20(14) . 3_566 ?
O16 Pr1 O6 139.23(16) . 3_566 ?
O16 Pr1 O7 144.73(18) . 3_566 ?
O16 Pr1 O15 89.41(18) . 1_455 ?
O16 Pr1 O14 73.59(18) . 1_455 ?
O16 Pr1 C7 151.19(16) . 3_566 ?
O16 Pr1 C18 80.53(19) . 1_455 ?
C7 Pr1 Pr1 59.50(12) 3_566 3_566 ?
C18 Pr1 Pr1 149.27(12) 1_455 3_566 ?
C18 Pr1 C7 92.52(17) 1_455 3_566 ?
O19 Pr2 O11 127.03(19) . 3_667 ?
O19 Pr2 O10 137.41(19) . 4_666 ?
O19 Pr2 O12 139.54(19) . 3_667 ?
O19 Pr2 O17 70.55(19) . . ?
O19 Pr2 O9 135.85(18) . 4_666 ?
O19 Pr2 C13 135.90(19) . 3_667 ?
O19 Pr2 C12 145.4(2) . 4_666 ?
O11 Pr2 O19 76.7(2) . . ?
O11 Pr2 O11 66.68(16) . 3_667 ?
O11 Pr2 O10 126.65(15) . 4_666 ?
O11 Pr2 O12 114.40(15) . 3_667 ?
O11 Pr2 O17 81.33(16) . . ?
O11 Pr2 O9 75.46(15) . 4_666 ?
O11 Pr2 O18 95.14(17) . . ?
O11 Pr2 C13 24.38(14) 3_667 3_667 ?
O11 Pr2 C13 90.81(16) . 3_667 ?
O11 Pr2 C12 101.30(18) . 4_666 ?
O11 Pr2 C12 80.66(16) 3_667 4_666 ?
O10 Pr2 O11 95.52(14) 4_666 3_667 ?
O10 Pr2 C13 83.60(16) 4_666 3_667 ?
O10 Pr2 C12 25.67(16) 4_666 4_666 ?
O12 Pr2 O11 47.76(13) 3_667 3_667 ?
O12 Pr2 O10 68.98(16) 3_667 4_666 ?
O12 Pr2 C13 23.63(15) 3_667 3_667 ?
O12 Pr2 C12 73.34(18) 3_667 4_666 ?
O17 Pr2 O11 67.27(15) . 3_667 ?
O17 Pr2 O10 139.66(16) . 4_666 ?
O17 Pr2 O12 72.98(17) . 3_667 ?
O17 Pr2 O9 136.35(16) . 4_666 ?
O17 Pr2 C13 65.77(17) . 3_667 ?
O17 Pr2 C12 143.95(18) . 4_666 ?
O9 Pr2 O11 69.68(15) 4_666 3_667 ?
O9 Pr2 O10 51.42(14) 4_666 4_666 ?
O9 Pr2 O12 83.65(17) 4_666 3_667 ?
O9 Pr2 C13 78.00(17) 4_666 3_667 ?
O9 Pr2 C12 25.85(17) 4_666 4_666 ?
O18 Pr2 O19 72.7(2) . . ?
O18 Pr2 O11 144.46(17) . 3_667 ?
O18 Pr2 O10 70.35(17) . 4_666 ?
O18 Pr2 O12 138.76(17) . 3_667 ?
O18 Pr2 O17 142.90(18) . . ?
O18 Pr2 O9 76.40(18) . 4_666 ?
O18 Pr2 C13 151.29(18) . 3_667 ?
O18 Pr2 C12 73.09(19) . 4_666 ?
O2 Pr2 O19 79.6(2) . . ?
O2 Pr2 O11 122.32(16) . 3_667 ?
O2 Pr2 O11 154.2(2) . . ?
O2 Pr2 O10 78.4(2) . 4_666 ?
O2 Pr2 O12 77.98(18) . 3_667 ?
O2 Pr2 O17 81.08(19) . . ?
O2 Pr2 O9 129.9(2) . 4_666 ?
O2 Pr2 O18 87.65(19) . . ?
O2 Pr2 C13 99.02(18) . 3_667 ?
O2 Pr2 C12 104.1(2) . 4_666 ?
C12 Pr2 C13 78.20(18) 4_666 3_667 ?
Pr2 O11 Pr2 113.32(16) . 3_667 ?
C13 O11 Pr2 158.3(4) . . ?
C13 O11 Pr2 86.7(4) . 3_667 ?
Pr1 O6 Pr1 105.95(16) . 3_566 ?
C7 O6 Pr1 156.2(4) . . ?
C7 O6 Pr1 90.7(4) . 3_566 ?
C6 O4 Pr1 134.4(4) . 3_666 ?
C12 O10 Pr2 91.1(4) . 4_565 ?
C6 O5 Pr1 138.2(4) . 1_655 ?
C5 O3 C2 106.4(5) . . ?
C1 O1 Pr1 147.2(4) . . ?
C7 O7 Pr1 97.2(4) . 3_566 ?
C13 O12 Pr2 102.3(4) . 3_667 ?
Pr2 O17 H17A 110.8 . . ?
Pr2 O17 H17B 110.4 . . ?
H17A O17 H17B 108.2 . . ?
C14 O13 C17 106.4(5) . . ?
C12 O9 Pr2 95.0(4) . 4_565 ?
C18 O15 Pr1 90.1(4) . 1_655 ?
C11 O8 C8 106.9(5) . . ?
C18 O14 Pr1 97.0(4) . 1_655 ?
Pr1 O16 H16A 125(5) . . ?
Pr1 O16 H16B 131(5) . . ?
H16A O16 H16B 104(4) . . ?
Pr2 O18 H18A 109.8 . . ?
Pr2 O18 H18B 109.5 . . ?
H18A O18 H18B 109.1 . . ?
C1 O2 Pr2 176.7(5) . . ?
O11 C13 Pr2 68.9(3) . 3_667 ?
O11 C13 C14 119.8(5) . . ?
O12 C13 Pr2 54.0(3) . 3_667 ?
O12 C13 O11 122.0(6) . . ?
O12 C13 C14 118.2(6) . . ?
C14 C13 Pr2 165.7(4) . 3_667 ?
O6 C7 Pr1 63.9(3) . 3_566 ?
O6 C7 C8 118.3(6) . . ?
O7 C7 Pr1 58.0(3) . 3_566 ?
O7 C7 O6 121.8(6) . . ?
O7 C7 C8 119.8(6) . . ?
C8 C7 Pr1 177.0(4) . 3_566 ?
O4 C6 C5 114.7(5) . . ?
O5 C6 O4 127.2(6) . . ?
O5 C6 C5 118.1(5) . . ?
O1 C1 C2 118.0(5) . . ?
O2 C1 O1 125.3(6) . . ?
O2 C1 C2 116.6(5) . . ?
H22A O22 H22B 109.5 . . ?
O15 C18 Pr1 64.8(3) . 1_655 ?
O15 C18 O14 122.5(6) . . ?
O15 C18 C17 120.1(6) . . ?
O14 C18 Pr1 57.7(3) . 1_655 ?
O14 C18 C17 117.4(5) . . ?
C17 C18 Pr1 175.1(4) . 1_655 ?
O8 C8 C7 116.5(5) . . ?
C9 C8 O8 109.4(6) . . ?
C9 C8 C7 134.1(6) . . ?
O10 C12 Pr2 63.2(4) . 4_565 ?
O10 C12 O9 122.0(6) . . ?
O10 C12 C11 119.5(6) . . ?
O9 C12 Pr2 59.2(3) . 4_565 ?
O9 C12 C11 118.5(6) . . ?
C11 C12 Pr2 172.6(5) . 4_565 ?
O13 C14 C13 116.7(5) . . ?
C15 C14 O13 110.6(5) . . ?
C15 C14 C13 132.5(6) . . ?
C5 C4 H4 126.9 . . ?
C5 C4 C3 106.1(6) . . ?
C3 C4 H4 126.9 . . ?
O3 C2 C1 117.2(5) . . ?
C3 C2 O3 110.4(5) . . ?
C3 C2 C1 132.1(6) . . ?
C14 C15 H15 126.7 . . ?
C14 C15 C16 106.5(6) . . ?
C16 C15 H15 126.7 . . ?
O13 C17 C18 114.1(5) . . ?
C16 C17 O13 109.6(5) . . ?
C16 C17 C18 136.3(6) . . ?
O3 C5 C6 118.0(5) . . ?
C4 C5 O3 110.3(5) . . ?
C4 C5 C6 131.5(6) . . ?
C4 C3 H3 126.6 . . ?
C2 C3 C4 106.7(6) . . ?
C2 C3 H3 126.6 . . ?
C15 C16 H16 126.6 . . ?
C17 C16 C15 106.9(6) . . ?
C17 C16 H16 126.6 . . ?
C9 C10 H10 126.8 . . ?
C11 C10 H10 126.8 . . ?
C11 C10 C9 106.4(7) . . ?
C8 C9 C10 107.7(7) . . ?
C8 C9 H9 126.2 . . ?
C10 C9 H9 126.2 . . ?
O8 C11 C12 117.5(6) . . ?
C10 C11 O8 109.7(6) . . ?
C10 C11 C12 132.7(7) . . ?
C22 N1 C19 117.9(12) . . ?
C22 N1 C20 120.3(12) . . ?
C20 N1 C19 121.8(13) . . ?
O20 C22 N1 125.0(10) . . ?
O20 C22 H22 117.5 . . ?
N1 C22 H22 117.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
H21A O21 H21B 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT220_kasm-f1             
;
PROBLEM: Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        7.2 Ratio 
RESPONSE:Part of the DMF molecule was disordered over two positions and one methyl group found te be disorered more than three.
The thired position couldn't resolved properly due to less very less occupancy factor of 0.10.
;
_vrf_PLAT260_kasm-f1             
;
PROBLEM: Large Average Ueq of Residue Including       O21      0.189 Check 
RESPONSE:Highly disordered water molecules in the structure.The disordered is very dynamic and short
contacts between disordered molecules are to be expected. 
;
_vrf_PLAT417_kasm-f1             
;
PROBLEM: Short Inter D-H..H-D       H21A     ..H23B     .       1.95 Ang.  
RESPONSE:X-ray data was not of sufficient quality to refine proton positions. 
Therefore proton atoms were placed in geometrically estimated positions using the riding model and 
the estimated positions are unlikely to be correct, for disordered solvent molecules.  
;
_vrf_PLAT420_kasm-f1             
;
PROBLEM: D-H Without Acceptor       O18      --H18A     .     Please Check 
RESPONSE:The disordered water molecule occupies a cavity of the
structure with no suitable acceptor atoms in its surroundings.

;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sub-kas-f16
_database_code_depnum_ccdc_archive 'CCDC 1876562'
_audit_update_record             
;
2018-12-14 deposited with the CCDC.
2019-01-03 downloaded from the CCDC.
;
_audit_creation_date             2018-12-14
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 Ce2 N O19, C3 H7 N O, 2.33(H2 O)'
_chemical_formula_sum            'C24 H30.67 Ce2 N2 O22.33'
_chemical_formula_weight         984.73
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.42140(10)
_cell_length_b                   21.2330(3)
_cell_length_c                   15.8248(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.8770(10)
_cell_angle_gamma                90
_cell_volume                     3493.66(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    31985
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3090
_cell_measurement_theta_min      3.2740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.663
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1933
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            42392
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.471
_diffrn_reflns_theta_min         3.216
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00 -22.00   0.50    8.00    --   -9.95 125.00   0.00   70
  2  ω    -57.00 -28.00   0.50    8.00    --   10.22 -19.00-120.00   58
  3  ω     -8.00  69.00   0.50    8.00    --   10.22  57.00-120.00  154
  4  ω      9.00  59.00   0.50    8.00    --   10.22-125.00 -60.00  100
  5  ω    -15.00  22.00   0.50    8.00    --   10.22  77.00  30.00   74
  6  ω     38.00  64.00   0.50    8.00    --   10.22  77.00  30.00   52
  7  ω    -45.00 -12.00   0.50    8.00    --   10.22 -38.00 150.00   66
  8  ω     -9.00  28.00   0.50    8.00    --   10.22 -99.00 -30.00   74
  9  ω     -8.00  65.00   0.50    8.00    --   10.22  57.00 150.00  146
 10  ω    -60.00  15.00   0.50    8.00    --   10.22 -19.00   0.00  150
 11  ω    -60.00  17.00   0.50    8.00    --   10.22 -19.00 -90.00  154
 12  ω    -40.00 -10.00   0.50    8.00    --   10.22 129.00-107.57   60
 13  ω    -31.00   6.00   0.50    8.00    --   10.22 114.00 149.92   74
 14  ω    -19.00  25.00   0.50    8.00    --   10.22 -99.00  30.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6848
_reflns_number_total             7585
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.716
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         7585
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.202
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+17.1996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0876
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O16-H16A = O16-H16B
 0.85 with sigma of 0.02
 H16A-H16B
 1.34 with sigma of 0.04
 Ce02-H16A \\sim Ce02-H16B
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C21A, N1, C21, C20A, C19, C19A, C20
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
4. Others
 Fixed Sof: C21A(0.65) H21A(0.65) H21B(0.65) H21C(0.65) C19A(0.65) H19A(0.65)
 C20A(0.65) H20A(0.65) H20B(0.65) H20C(0.65) C21(0.35) H21D(0.35) H21E(0.35)
 H21F(0.35) C20(0.35) H20D(0.35) H20E(0.35) H20F(0.35) C19(0.35) H19(0.35)
 O23(0.33333) H23D(0.33333) H23E(0.33333)
5.a Riding coordinates:
 O23(H23D,H23E)
5.b Free rotating group:
 O21(H21G,H21H), O22(H22A,H22B)
5.c Rotating group:
 O17(H17A,H17B), O18(H18A,H18B)
5.d Aromatic/amide H refined with riding coordinates:
 C15(H15), C4(H4), C16(H16), C10(H10), C3(H3), C9(H9), C22(H22), C19A(H19A),
 C19(H19)
5.e Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C21A(H21A,H21B,H21C), C20A(H20A,
 H20B,H20C), C21(H21D,H21E,H21F), C20(H20D,H20E,H20F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce01 Ce 0.47983(3) 0.46751(2) 0.13026(2) 0.02450(8) Uani 1 1 d . . . . .
Ce02 Ce 0.95575(2) 0.49248(2) 0.37113(2) 0.02306(8) Uani 1 1 d D . . . .
O11 O 0.3816(3) 0.53358(17) 0.0168(2) 0.0323(8) Uani 1 1 d . . . . .
O6 O 0.9395(3) 0.43237(16) 0.5043(2) 0.0305(8) Uani 1 1 d . . . . .
O5 O 0.2108(3) 0.45061(19) 0.5546(2) 0.0349(9) Uani 1 1 d . . . . .
O12 O 0.3041(4) 0.5852(2) -0.0959(2) 0.0416(10) Uani 1 1 d . . . . .
O9 O 0.8750(4) 0.10986(18) 0.5216(2) 0.0388(9) Uani 1 1 d . . . . .
O1 O 0.7565(3) 0.43507(18) 0.3433(2) 0.0336(8) Uani 1 1 d . . . . .
O10 O 0.9625(4) 0.15560(18) 0.6368(2) 0.0370(9) Uani 1 1 d . . . . .
O8 O 0.9371(4) 0.27135(17) 0.5664(2) 0.0344(8) Uani 1 1 d . . . . .
O3 O 0.4322(3) 0.44074(18) 0.3948(2) 0.0285(8) Uani 1 1 d . . . . .
O14 O 0.0884(3) 0.51631(19) 0.2454(2) 0.0367(9) Uani 1 1 d . . . . .
O7 O 0.9921(4) 0.38817(18) 0.6277(2) 0.0404(9) Uani 1 1 d . . . . .
O16 O 0.9985(4) 0.3890(2) 0.3027(3) 0.0485(11) Uani 1 1 d D . . . .
H16A H 0.949(4) 0.368(2) 0.269(4) 0.073 Uiso 1 1 d DR . . . .
H16B H 1.070(3) 0.370(2) 0.301(4) 0.073 Uiso 1 1 d DR . . . .
O4 O 0.1777(3) 0.4611(2) 0.4138(2) 0.0396(9) Uani 1 1 d . . . . .
O15 O -0.1151(3) 0.5397(2) 0.2172(2) 0.0385(9) Uani 1 1 d . . . . .
O13 O 0.1547(3) 0.54824(17) 0.0924(2) 0.0290(8) Uani 1 1 d . . . . .
O17 O 0.6514(4) 0.55225(19) 0.1321(2) 0.0384(9) Uani 1 1 d . . . . .
H17A H 0.682271 0.557847 0.182650 0.058 Uiso 1 1 d GR . . . .
H17B H 0.617986 0.586345 0.113027 0.058 Uiso 1 1 d GR . . . .
O18 O 0.2755(4) 0.4372(2) 0.1914(3) 0.0471(11) Uani 1 1 d . . . . .
H18A H 0.286406 0.402772 0.218862 0.071 Uiso 1 1 d GR . . . .
H18B H 0.216936 0.432076 0.151535 0.071 Uiso 1 1 d GR . . . .
C7 C 0.9512(5) 0.3849(2) 0.5518(3) 0.0284(11) Uani 1 1 d . . . . .
O2 O 0.5777(4) 0.4470(3) 0.2636(2) 0.0573(13) Uani 1 1 d . . . . .
C13 C 0.2913(5) 0.5627(2) -0.0244(3) 0.0271(10) Uani 1 1 d . . . . .
O19 O 0.4060(4) 0.5601(2) 0.2081(3) 0.0611(13) Uani 1 1 d . . . . .
C8 C 0.9116(5) 0.3232(2) 0.5159(3) 0.0294(11) Uani 1 1 d . . . . .
C6 C 0.2467(5) 0.4494(3) 0.4799(3) 0.0299(11) Uani 1 1 d . . . . .
C12 C 0.9100(5) 0.1584(2) 0.5632(3) 0.0304(11) Uani 1 1 d . . . . .
C1 C 0.6376(4) 0.4378(2) 0.3321(3) 0.0244(10) Uani 1 1 d . . . . .
O20 O 0.2363(5) 0.3330(2) 0.2938(4) 0.0721(15) Uani 1 1 d . . . . .
C18 C -0.0016(5) 0.5364(2) 0.1959(3) 0.0295(11) Uani 1 1 d . . . . .
C14 C 0.1641(5) 0.5688(2) 0.0111(3) 0.0297(11) Uani 1 1 d . . . . .
O21 O 0.8312(6) 0.3233(3) 0.1957(4) 0.0800(17) Uani 1 1 d . . . . .
H21G H 0.776509 0.297439 0.213036 0.120 Uiso 1 1 d G . . . .
H21H H 0.792138 0.354542 0.172294 0.120 Uiso 1 1 d G . . . .
C2 C 0.5616(4) 0.4290(2) 0.4064(3) 0.0279(11) Uani 1 1 d . . . . .
C17 C 0.0272(5) 0.5564(2) 0.1106(3) 0.0280(11) Uani 1 1 d . . . . .
C11 C 0.8898(5) 0.2198(3) 0.5226(4) 0.0354(12) Uani 1 1 d . . . . .
C5 C 0.3837(5) 0.4344(3) 0.4729(3) 0.0299(11) Uani 1 1 d . . . . .
C15 C 0.0499(5) 0.5892(3) -0.0216(3) 0.0372(13) Uani 1 1 d . . . . .
H15 H 0.031680 0.605807 -0.075523 0.045 Uiso 1 1 calc R . . . .
C4 C 0.4788(5) 0.4196(3) 0.5314(4) 0.0405(14) Uani 1 1 d . . . . .
H4 H 0.470890 0.412905 0.588869 0.049 Uiso 1 1 calc R . . . .
C16 C -0.0377(5) 0.5806(3) 0.0420(3) 0.0377(13) Uani 1 1 d . . . . .
H16 H -0.125013 0.590109 0.037063 0.045 Uiso 1 1 calc R . . . .
C10 C 0.8357(6) 0.2382(3) 0.4469(4) 0.0446(14) Uani 1 1 d . . . . .
H10 H 0.796829 0.212283 0.405319 0.053 Uiso 1 1 calc R . . . .
C3 C 0.5932(5) 0.4164(3) 0.4880(4) 0.0402(14) Uani 1 1 d . . . . .
H3 H 0.675126 0.407241 0.511879 0.048 Uiso 1 1 calc R . . . .
C9 C 0.8491(6) 0.3050(3) 0.4426(4) 0.0420(14) Uani 1 1 d . . . . .
H9 H 0.820280 0.330890 0.397870 0.050 Uiso 1 1 calc R . . . .
N1 N 0.3847(7) 0.6544(3) 0.2698(4) 0.0727(15) Uani 1 1 d . U . . .
N2 N 0.3409(9) 0.2792(4) 0.4008(6) 0.094(2) Uani 1 1 d . . . . .
C22 C 0.3332(8) 0.3114(4) 0.3277(6) 0.068(2) Uani 1 1 d . . . . .
H22 H 0.409124 0.317470 0.301078 0.081 Uiso 1 1 calc R . . . .
O22 O 0.6177(12) 0.2429(6) 0.2293(7) 0.177(4) Uani 1 1 d . . . . .
H22A H 0.556271 0.243257 0.191168 0.266 Uiso 1 1 d G . . . .
H22B H 0.645543 0.205473 0.236189 0.266 Uiso 1 1 d G . . . .
C23 C 0.4635(13) 0.2544(6) 0.4340(10) 0.152(6) Uani 1 1 d . . . . .
H23A H 0.465288 0.209646 0.425320 0.228 Uiso 1 1 calc GR . . . .
H23B H 0.475090 0.263334 0.493454 0.228 Uiso 1 1 calc GR . . . .
H23C H 0.531423 0.273717 0.405134 0.228 Uiso 1 1 calc GR . . . .
C24 C 0.2324(16) 0.2703(8) 0.4465(10) 0.183(8) Uani 1 1 d . . . . .
H24A H 0.171870 0.303519 0.433575 0.274 Uiso 1 1 calc GR . . . .
H24B H 0.257297 0.270608 0.506032 0.274 Uiso 1 1 calc GR . . . .
H24C H 0.193493 0.230489 0.431367 0.274 Uiso 1 1 calc GR . . . .
C21A C 0.3101(15) 0.6930(6) 0.3267(10) 0.088(3) Uani 0.65 1 d . U P A 1
H21A H 0.251072 0.719228 0.293564 0.132 Uiso 0.65 1 calc GR . P A 1
H21B H 0.367726 0.718862 0.361518 0.132 Uiso 0.65 1 calc GR . P A 1
H21C H 0.263112 0.665836 0.362064 0.132 Uiso 0.65 1 calc GR . P A 1
C19A C 0.3523(11) 0.5949(5) 0.2539(6) 0.0520(19) Uani 0.65 1 d . U P A 1
H19A H 0.282310 0.578825 0.280411 0.062 Uiso 0.65 1 calc R . P A 1
C20A C 0.496(2) 0.6803(9) 0.2390(18) 0.197(5) Uani 0.65 1 d . U P A 1
H20A H 0.483057 0.686145 0.178867 0.296 Uiso 0.65 1 calc GR . P A 1
H20B H 0.567042 0.652288 0.251200 0.296 Uiso 0.65 1 calc GR . P A 1
H20C H 0.513723 0.720180 0.265803 0.296 Uiso 0.65 1 calc GR . P A 1
C21 C 0.460(3) 0.7143(15) 0.299(3) 0.136(8) Uani 0.35 1 d . U P A 2
H21D H 0.401540 0.745208 0.318243 0.204 Uiso 0.35 1 calc GR . P A 2
H21E H 0.504341 0.731031 0.252894 0.204 Uiso 0.35 1 calc GR . P A 2
H21F H 0.521818 0.703625 0.344940 0.204 Uiso 0.35 1 calc GR . P A 2
C20 C 0.254(3) 0.6539(13) 0.284(2) 0.098(7) Uani 0.35 1 d . U P A 2
H20D H 0.231758 0.614479 0.308891 0.147 Uiso 0.35 1 calc GR . P A 2
H20E H 0.204132 0.659037 0.230785 0.147 Uiso 0.35 1 calc GR . P A 2
H20F H 0.234803 0.687739 0.321171 0.147 Uiso 0.35 1 calc GR . P A 2
C19 C 0.450(3) 0.6115(12) 0.2288(18) 0.087(4) Uani 0.35 1 d . U P A 2
H19 H 0.533485 0.621222 0.215264 0.105 Uiso 0.35 1 calc R . P A 2
O23 O 0.733(3) 0.6439(13) 0.3035(18) 0.150(10) Uiso 0.3333 1 d . . P . .
H23D H 0.704758 0.647585 0.252111 0.225 Uiso 0.3333 1 d R . P . .
H23E H 0.680648 0.622675 0.330571 0.225 Uiso 0.3333 1 d R . P . .


_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
Ce01 O11 2.447(3) . ?
Ce01 O11 2.821(3) 3_665 ?
Ce01 O12 2.605(4) 3_665 ?
Ce01 O9 2.569(4) 4_565 ?
Ce01 O10 2.623(4) 4_565 ?
Ce01 O17 2.535(4) . ?
Ce01 O18 2.482(4) . ?
Ce01 O2 2.322(4) . ?
Ce01 C13 3.074(5) 3_665 ?
Ce01 O19 2.471(4) . ?
Ce01 C12 2.950(5) 4_565 ?
Ce02 Ce02 4.1326(5) 3_766 ?
Ce02 O6 2.707(4) 3_766 ?
Ce02 O6 2.480(3) . ?
Ce02 O5 2.476(3) 3_666 ?
Ce02 O1 2.422(3) . ?
Ce02 O14 2.550(3) 1_655 ?
Ce02 O7 2.592(4) 3_766 ?
Ce02 O16 2.502(4) . ?
Ce02 O4 2.458(4) 1_655 ?
Ce02 O15 2.692(4) 1_655 ?
Ce02 C7 3.008(5) 3_766 ?
Ce02 C18 2.987(5) 1_655 ?
O11 C13 1.270(6) . ?
O6 C7 1.259(6) . ?
O5 C6 1.263(6) . ?
O12 C13 1.244(6) . ?
O9 C12 1.265(6) . ?
O1 C1 1.241(5) . ?
O10 C12 1.254(6) . ?
O8 C8 1.375(6) . ?
O8 C11 1.369(6) . ?
O3 C2 1.372(5) . ?
O3 C5 1.372(6) . ?
O14 C18 1.255(6) . ?
O7 C7 1.249(6) . ?
O16 H16A 0.847(19) . ?
O16 H16B 0.851(19) . ?
O4 C6 1.253(6) . ?
O15 C18 1.254(6) . ?
O13 C14 1.369(6) . ?
O13 C17 1.389(6) . ?
O17 H17A 0.8509 . ?
O17 H17B 0.8496 . ?
O18 H18A 0.8541 . ?
O18 H18B 0.8545 . ?
C7 C8 1.476(7) . ?
O2 C1 1.230(6) . ?
C13 C14 1.480(7) . ?
O19 C19A 1.199(11) . ?
O19 C19 1.22(3) . ?
C8 C9 1.348(8) . ?
C6 C5 1.475(7) . ?
C12 C11 1.462(7) . ?
C1 C2 1.473(6) . ?
O20 C22 1.203(9) . ?
C18 C17 1.465(7) . ?
C14 C15 1.337(7) . ?
O21 H21G 0.8503 . ?
O21 H21H 0.8495 . ?
C2 C3 1.338(7) . ?
C17 C16 1.343(7) . ?
C11 C10 1.347(8) . ?
C5 C4 1.347(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.416(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.418(7) . ?
C16 H16 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.426(8) . ?
C3 H3 0.9300 . ?
C9 H9 0.9300 . ?
N1 C21A 1.477(13) . ?
N1 C19A 1.328(12) . ?
N1 C20A 1.399(17) . ?
N1 C21 1.55(3) . ?
N1 C20 1.40(3) . ?
N1 C19 1.33(2) . ?
N2 C22 1.341(11) . ?
N2 C23 1.447(13) . ?
N2 C24 1.396(14) . ?
C22 H22 0.9300 . ?
O22 H22A 0.8501 . ?
O22 H22B 0.8496 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?
C19A H19A 0.9300 . ?
C20A H20A 0.9600 . ?
C20A H20B 0.9600 . ?
C20A H20C 0.9600 . ?
C21 H21D 0.9600 . ?
C21 H21E 0.9600 . ?
C21 H21F 0.9600 . ?
C20 H20D 0.9600 . ?
C20 H20E 0.9600 . ?
C20 H20F 0.9600 . ?
C19 H19 0.9300 . ?
O23 H23D 0.8500 . ?
O23 H23E 0.8498 . ?

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
O11 Ce01 O11 67.15(12) . 3_665 ?
O11 Ce01 O12 114.71(11) . 3_665 ?
O11 Ce01 O9 74.78(12) . 4_565 ?
O11 Ce01 O10 125.01(12) . 4_565 ?
O11 Ce01 O17 82.02(12) . . ?
O11 Ce01 O18 96.16(13) . . ?
O11 Ce01 C13 91.23(12) . 3_665 ?
O11 Ce01 C13 24.39(11) 3_665 3_665 ?
O11 Ce01 O19 77.33(15) . . ?
O11 Ce01 C12 79.84(12) 3_665 4_565 ?
O11 Ce01 C12 100.09(14) . 4_565 ?
O12 Ce01 O11 47.66(10) 3_665 3_665 ?
O12 Ce01 O10 69.06(13) 3_665 4_565 ?
O12 Ce01 C13 23.50(12) 3_665 3_665 ?
O12 Ce01 C12 74.40(14) 3_665 4_565 ?
O9 Ce01 O11 70.16(12) 4_565 3_665 ?
O9 Ce01 O12 85.42(13) 4_565 3_665 ?
O9 Ce01 O10 50.34(11) 4_565 4_565 ?
O9 Ce01 C13 79.19(13) 4_565 3_665 ?
O9 Ce01 C12 25.31(13) 4_565 4_565 ?
O10 Ce01 O11 93.72(11) 4_565 3_665 ?
O10 Ce01 C13 82.62(12) 4_565 3_665 ?
O10 Ce01 C12 25.14(12) 4_565 4_565 ?
O17 Ce01 O11 67.36(11) . 3_665 ?
O17 Ce01 O12 71.85(13) . 3_665 ?
O17 Ce01 O9 136.82(12) . 4_565 ?
O17 Ce01 O10 139.22(13) . 4_565 ?
O17 Ce01 C13 65.26(13) . 3_665 ?
O17 Ce01 C12 143.52(13) . 4_565 ?
O18 Ce01 O11 145.07(13) . 3_665 ?
O18 Ce01 O12 138.26(13) . 3_665 ?
O18 Ce01 O9 75.98(14) . 4_565 ?
O18 Ce01 O10 70.31(13) . 4_565 ?
O18 Ce01 O17 143.36(14) . . ?
O18 Ce01 C13 151.16(14) . 3_665 ?
O18 Ce01 C12 73.01(14) . 4_565 ?
O2 Ce01 O11 155.54(16) . . ?
O2 Ce01 O11 122.02(12) . 3_665 ?
O2 Ce01 O12 77.06(13) . 3_665 ?
O2 Ce01 O9 129.02(16) . 4_565 ?
O2 Ce01 O10 78.72(16) . 4_565 ?
O2 Ce01 O17 81.76(15) . . ?
O2 Ce01 O18 86.15(15) . . ?
O2 Ce01 C13 98.43(14) . 3_665 ?
O2 Ce01 O19 80.13(18) . . ?
O2 Ce01 C12 103.85(17) . 4_565 ?
O19 Ce01 O11 127.72(15) . 3_665 ?
O19 Ce01 O12 138.49(15) . 3_665 ?
O19 Ce01 O9 135.25(14) . 4_565 ?
O19 Ce01 O10 138.51(15) . 4_565 ?
O19 Ce01 O17 70.89(14) . . ?
O19 Ce01 O18 73.02(15) . . ?
O19 Ce01 C13 135.81(15) . 3_665 ?
O19 Ce01 C12 145.42(15) . 4_565 ?
C12 Ce01 C13 78.26(14) 4_565 3_665 ?
O6 Ce02 Ce02 39.13(8) . 3_766 ?
O6 Ce02 Ce02 35.31(7) 3_766 3_766 ?
O6 Ce02 O6 74.45(12) . 3_766 ?
O6 Ce02 O14 146.88(12) . 1_655 ?
O6 Ce02 O7 121.57(12) . 3_766 ?
O6 Ce02 O16 86.59(14) . . ?
O6 Ce02 O15 158.58(11) . 1_655 ?
O6 Ce02 C7 98.03(13) . 3_766 ?
O6 Ce02 C7 24.73(12) 3_766 3_766 ?
O6 Ce02 C18 166.62(13) . 1_655 ?
O6 Ce02 C18 114.42(12) 3_766 1_655 ?
O5 Ce02 Ce02 67.07(8) 3_666 3_766 ?
O5 Ce02 O6 68.14(11) 3_666 3_766 ?
O5 Ce02 O6 75.95(12) 3_666 . ?
O5 Ce02 O14 135.09(12) 3_666 1_655 ?
O5 Ce02 O7 70.91(13) 3_666 3_766 ?
O5 Ce02 O16 141.72(13) 3_666 . ?
O5 Ce02 O15 95.15(12) 3_666 1_655 ?
O5 Ce02 C7 66.56(13) 3_666 3_766 ?
O5 Ce02 C18 116.19(13) 3_666 1_655 ?
O1 Ce02 Ce02 110.48(9) . 3_766 ?
O1 Ce02 O6 136.68(11) . 3_766 ?
O1 Ce02 O6 77.81(12) . . ?
O1 Ce02 O5 73.28(12) . 3_666 ?
O1 Ce02 O14 117.46(12) . 1_655 ?
O1 Ce02 O7 132.08(13) . 3_766 ?
O1 Ce02 O16 69.82(13) . . ?
O1 Ce02 O4 133.87(14) . 1_655 ?
O1 Ce02 O15 80.98(12) . 1_655 ?
O1 Ce02 C7 139.32(13) . 3_766 ?
O1 Ce02 C18 99.66(13) . 1_655 ?
O14 Ce02 Ce02 131.18(9) 1_655 3_766 ?
O14 Ce02 O6 103.77(12) 1_655 3_766 ?
O14 Ce02 O7 71.75(13) 1_655 3_766 ?
O14 Ce02 O15 49.42(11) 1_655 1_655 ?
O14 Ce02 C7 88.14(13) 1_655 3_766 ?
O14 Ce02 C18 24.61(12) 1_655 1_655 ?
O7 Ce02 Ce02 83.38(8) 3_766 3_766 ?
O7 Ce02 O6 49.04(11) 3_766 3_766 ?
O7 Ce02 O15 71.74(12) 3_766 1_655 ?
O7 Ce02 C7 24.34(12) 3_766 3_766 ?
O7 Ce02 C18 69.91(13) 3_766 1_655 ?
O16 Ce02 Ce02 117.42(12) . 3_766 ?
O16 Ce02 O6 139.25(13) . 3_766 ?
O16 Ce02 O14 73.42(14) . 1_655 ?
O16 Ce02 O7 144.88(14) . 3_766 ?
O16 Ce02 O15 88.92(15) . 1_655 ?
O16 Ce02 C7 150.85(13) . 3_766 ?
O16 Ce02 C18 80.25(15) . 1_655 ?
O4 Ce02 Ce02 66.83(9) 1_655 3_766 ?
O4 Ce02 O6 68.53(12) 1_655 3_766 ?
O4 Ce02 O6 75.16(12) 1_655 . ?
O4 Ce02 O5 132.74(12) 1_655 3_666 ?
O4 Ce02 O14 73.65(12) 1_655 1_655 ?
O4 Ce02 O7 94.01(14) 1_655 3_766 ?
O4 Ce02 O16 71.90(14) 1_655 . ?
O4 Ce02 O15 123.06(11) 1_655 1_655 ?
O4 Ce02 C7 81.45(14) 1_655 3_766 ?
O4 Ce02 C18 98.25(13) 1_655 1_655 ?
O15 Ce02 Ce02 153.37(9) 1_655 3_766 ?
O15 Ce02 O6 120.79(12) 1_655 3_766 ?
O15 Ce02 C7 96.06(13) 1_655 3_766 ?
O15 Ce02 C18 24.82(12) 1_655 1_655 ?
C7 Ce02 Ce02 59.26(10) 3_766 3_766 ?
C18 Ce02 Ce02 148.71(10) 1_655 3_766 ?
C18 Ce02 C7 92.37(14) 1_655 3_766 ?
Ce01 O11 Ce01 112.85(12) . 3_665 ?
C13 O11 Ce01 89.0(3) . 3_665 ?
C13 O11 Ce01 156.2(3) . . ?
Ce02 O6 Ce02 105.55(12) . 3_766 ?
C7 O6 Ce02 91.1(3) . 3_766 ?
C7 O6 Ce02 155.6(3) . . ?
C6 O5 Ce02 135.7(3) . 3_666 ?
C13 O12 Ce01 99.9(3) . 3_665 ?
C12 O9 Ce01 94.5(3) . 4_666 ?
C1 O1 Ce02 146.9(3) . . ?
C12 O10 Ce01 92.2(3) . 4_666 ?
C11 O8 C8 107.3(4) . . ?
C2 O3 C5 106.3(4) . . ?
C18 O14 Ce02 97.6(3) . 1_455 ?
C7 O7 Ce02 96.8(3) . 3_766 ?
Ce02 O16 H16A 128(3) . . ?
Ce02 O16 H16B 128(3) . . ?
H16A O16 H16B 103(4) . . ?
C6 O4 Ce02 139.4(3) . 1_455 ?
C18 O15 Ce02 90.9(3) . 1_455 ?
C14 O13 C17 106.6(4) . . ?
Ce01 O17 H17A 109.4 . . ?
Ce01 O17 H17B 109.2 . . ?
H17A O17 H17B 109.5 . . ?
Ce01 O18 H18A 109.4 . . ?
Ce01 O18 H18B 109.5 . . ?
H18A O18 H18B 109.3 . . ?
O6 C7 Ce02 64.1(3) . 3_766 ?
O6 C7 C8 117.9(5) . . ?
O7 C7 Ce02 58.8(3) . 3_766 ?
O7 C7 O6 122.8(5) . . ?
O7 C7 C8 119.2(5) . . ?
C8 C7 Ce02 177.1(4) . 3_766 ?
C1 O2 Ce01 175.4(4) . . ?
O11 C13 Ce01 66.6(3) . 3_665 ?
O11 C13 C14 120.0(4) . . ?
O12 C13 Ce01 56.6(3) . 3_665 ?
O12 C13 O11 122.2(4) . . ?
O12 C13 C14 117.8(4) . . ?
C14 C13 Ce01 166.7(4) . 3_665 ?
C19A O19 Ce01 164.7(7) . . ?
C19 O19 Ce01 136.1(12) . . ?
O8 C8 C7 116.6(4) . . ?
C9 C8 O8 109.5(5) . . ?
C9 C8 C7 133.8(5) . . ?
O5 C6 C5 115.1(5) . . ?
O4 C6 O5 125.9(5) . . ?
O4 C6 C5 118.9(4) . . ?
O9 C12 Ce01 60.2(3) . 4_666 ?
O9 C12 C11 118.0(5) . . ?
O10 C12 Ce01 62.7(3) . 4_666 ?
O10 C12 O9 122.5(5) . . ?
O10 C12 C11 119.5(5) . . ?
C11 C12 Ce01 172.2(4) . 4_666 ?
O1 C1 C2 117.8(4) . . ?
O2 C1 O1 125.1(5) . . ?
O2 C1 C2 117.1(4) . . ?
O14 C18 Ce02 57.8(3) . 1_455 ?
O14 C18 C17 118.8(4) . . ?
O15 C18 Ce02 64.3(3) . 1_455 ?
O15 C18 O14 122.0(5) . . ?
O15 C18 C17 119.1(5) . . ?
C17 C18 Ce02 176.5(4) . 1_455 ?
O13 C14 C13 116.9(4) . . ?
C15 C14 O13 110.5(4) . . ?
C15 C14 C13 132.6(5) . . ?
H21G O21 H21H 109.5 . . ?
O3 C2 C1 116.5(4) . . ?
C3 C2 O3 109.9(4) . . ?
C3 C2 C1 133.3(5) . . ?
O13 C17 C18 114.4(4) . . ?
C16 C17 O13 108.4(4) . . ?
C16 C17 C18 137.1(5) . . ?
O8 C11 C12 117.0(5) . . ?
C10 C11 O8 109.4(5) . . ?
C10 C11 C12 133.6(5) . . ?
O3 C5 C6 117.7(4) . . ?
C4 C5 O3 110.1(4) . . ?
C4 C5 C6 132.0(5) . . ?
C14 C15 H15 126.8 . . ?
C14 C15 C16 106.4(5) . . ?
C16 C15 H15 126.8 . . ?
C5 C4 H4 126.8 . . ?
C5 C4 C3 106.4(5) . . ?
C3 C4 H4 126.8 . . ?
C17 C16 C15 108.1(5) . . ?
C17 C16 H16 125.9 . . ?
C15 C16 H16 125.9 . . ?
C11 C10 H10 126.4 . . ?
C11 C10 C9 107.2(5) . . ?
C9 C10 H10 126.4 . . ?
C2 C3 C4 107.3(5) . . ?
C2 C3 H3 126.4 . . ?
C4 C3 H3 126.4 . . ?
C8 C9 C10 106.6(5) . . ?
C8 C9 H9 126.7 . . ?
C10 C9 H9 126.7 . . ?
C19A N1 C21A 120.4(9) . . ?
C19A N1 C20A 120.9(9) . . ?
C20A N1 C21A 118.5(10) . . ?
C20 N1 C21 116.1(15) . . ?
C19 N1 C21 116.1(17) . . ?
C19 N1 C20 127.6(17) . . ?
C22 N2 C23 119.9(10) . . ?
C22 N2 C24 120.9(10) . . ?
C24 N2 C23 119.2(11) . . ?
O20 C22 N2 125.4(8) . . ?
O20 C22 H22 117.3 . . ?
N2 C22 H22 117.3 . . ?
H22A O22 H22B 109.5 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C21A H21A 109.5 . . ?
N1 C21A H21B 109.5 . . ?
N1 C21A H21C 109.5 . . ?
H21A C21A H21B 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
O19 C19A N1 125.2(10) . . ?
O19 C19A H19A 117.4 . . ?
N1 C19A H19A 117.4 . . ?
N1 C20A H20A 109.5 . . ?
N1 C20A H20B 109.5 . . ?
N1 C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
N1 C21 H21D 109.5 . . ?
N1 C21 H21E 109.5 . . ?
N1 C21 H21F 109.5 . . ?
H21D C21 H21E 109.5 . . ?
H21D C21 H21F 109.5 . . ?
H21E C21 H21F 109.5 . . ?
N1 C20 H20D 109.5 . . ?
N1 C20 H20E 109.5 . . ?
N1 C20 H20F 109.5 . . ?
H20D C20 H20E 109.5 . . ?
H20D C20 H20F 109.5 . . ?
H20E C20 H20F 109.5 . . ?
O19 C19 N1 123(2) . . ?
O19 C19 H19 118.5 . . ?
N1 C19 H19 118.5 . . ?
H23D O23 H23E 109.5 . . ?

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
_geom_hbond_publ_flag
C20A^a H20B^a O23 0.96 1.88 2.72(4) 145.6 . yes
O16 H16A O21 0.847(19) 1.89(2) 2.731(7) 177(4) . yes
O16 H16B O20 0.851(19) 1.91(2) 2.761(6) 175(7) 1_655 yes
O17 H17A O15 0.85 2.18 2.713(5) 120.7 1_655 yes
O18 H18A O20 0.85 1.99 2.788(7) 155.4 . yes
O21 H21G O22 0.85 2.05 2.883(14) 165.9 . yes
O21 H21H O12 0.85 1.98 2.819(6) 167.3 3_665 yes
O22 H22B O23 0.85 1.95 2.68(3) 143.9 2_645 yes

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT220_sub-kas-f16         
;
PROBLEM: Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        8.2 Ratio 
RESPONSE:Part of the DMF molecule was disordered over two positions and one methyl group found te be disorered more than three.
The thired position couldn't resolved properly due to less very less occupancy factor of 0.15.
;
_vrf_PLAT260_sub-kas-f16         
;
PROBLEM: Large Average Ueq of Residue Including       O22      0.177 Check 
RESPONSE:Highly disordered water molecules in the structure.The disordered is very dynamic and short
contacts between disordered molecules are to be expected. 
;
_vrf_PLAT417_sub-kas-f16         
;
PROBLEM: Short Inter D-H..H-D       H22B     ..H23D     .       1.98 Ang.  
RESPONSE:X-ray data was not of sufficient quality to refine proton positions. 
Therefore proton atoms were placed in geometrically estimated positions using the riding model and 
the estimated positions are unlikely to be correct, for disordered solvent molecules.
;
_vrf_PLAT420_sub-kas-f16         
;
PROBLEM: D-H Without Acceptor       O18      --H18B     .     Please Check 
RESPONSE:The disordered water molecule occupies a cavity of the
structure with no suitable acceptor atoms in its surroundings.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sub-kas-f9
_database_code_depnum_ccdc_archive 'CCDC 1876563'
_audit_update_record             
;
2018-12-14 deposited with the CCDC.
2019-01-03 downloaded from the CCDC.
;
_audit_creation_date             2018-12-13
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H14 Nd2 O19, 1.5(H2 O), C3 H7 N O'
_chemical_formula_sum            'C21 H24 N Nd2 O21.50'
_chemical_formula_weight         922.89
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.3164(2)
_cell_length_b                   21.2432(5)
_cell_length_c                   15.6712(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.213(2)
_cell_angle_gamma                90
_cell_volume                     3425.12(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    32916
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.0320
_cell_measurement_theta_min      3.2310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1796
_exptl_crystal_recrystallization_method hydrothermal
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            43853
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.426
_diffrn_reflns_theta_min         3.158
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00 -10.00   0.50   10.00    --   -9.95 125.00 120.00   96
  2  ω    -58.00 -33.00   0.50   10.00    --   -9.95 125.00-120.00   50
  3  ω    -58.00  -8.00   0.50   10.00    --   -9.95 125.00 -60.00  100
  4  ω     10.00  59.00   0.50   10.00    --   10.22-125.00  90.00   98
  5  ω    -21.00  18.00   0.50   10.00    --   10.22 -38.00   0.00   78
  6  ω     -6.00  33.00   0.50   10.00    --   10.22 -99.00-120.00   78
  7  ω      9.00  68.00   0.50   10.00    --   10.22  38.00   0.00  118
  8  ω     10.00  59.00   0.50   10.00    --   10.22-125.00 -60.00   98
  9  ω    -53.00  20.00   0.50   10.00    --   10.22 -38.00 120.00  146
 10  ω    -41.00 -16.00   0.50   10.00    --   10.22 131.00 145.13   50
 11  ω    -31.00  -6.00   0.50   10.00    --   10.22 127.00 -59.77   50
 12  ω     -4.00  48.00   0.50   10.00    --   10.22  57.00 150.00  104
 13  ω    -37.00  -2.00   0.50   10.00    --   10.22 124.00 173.96   70
 14  ω    -60.00  74.00   0.50   10.00    --   10.22   0.00 -30.00  268
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6683
_reflns_number_total             7401
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         2.178
_refine_diff_density_min         -0.677
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         7401
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0201P)²+15.4649P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0845
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O22-H22A \\sim O22-H22B
 with sigma of 0.02
3. Others
 Fixed Sof: O22(0.5) H22A(0.5) H22B(0.5)
4.a Riding coordinates:
 O22(H22A,H22B)
4.b Free rotating group:
 O21(H21D,H21E)
4.c Rotating group:
 O19(H19A,H19B), O16(H16A,H16B), O18(H18A,H18B), O17(H17A,H17B)
4.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C10(H10), C9(H9), C3(H3), C15(H15), C16(H16), C19(H19)
4.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd 0.47829(2) 0.46534(2) 0.62940(2) 0.02604(7) Uani 1 1 d . . . . .
Nd2 Nd 0.95677(2) 0.49246(2) 0.87145(2) 0.02396(7) Uani 1 1 d . . . . .
O6 O 0.3806(3) 0.53208(17) 0.5178(2) 0.0330(8) Uani 1 1 d . . . . .
O11 O 0.9395(3) 0.43362(16) 1.0041(2) 0.0300(7) Uani 1 1 d . . . . .
O5 O 0.2105(3) 0.44969(18) 1.0577(2) 0.0354(8) Uani 1 1 d . . . . .
O12 O 0.9877(4) 0.38997(18) 1.1298(2) 0.0416(9) Uani 1 1 d . . . . .
O14 O 0.8797(4) 0.11051(17) 1.0186(2) 0.0393(9) Uani 1 1 d . . . . .
O4 O 0.1768(3) 0.46000(19) 0.9152(2) 0.0381(9) Uani 1 1 d . . . . .
O8 O 0.1533(3) 0.54780(17) 0.5928(2) 0.0306(7) Uani 1 1 d . . . . .
O7 O 0.3061(4) 0.58476(19) 0.4040(2) 0.0416(9) Uani 1 1 d . . . . .
O15 O 0.9632(4) 0.15565(17) 1.1371(2) 0.0380(8) Uani 1 1 d . . . . .
O10 O -0.1168(3) 0.53911(19) 0.7192(2) 0.0391(9) Uani 1 1 d . . . . .
O2 O 0.7582(3) 0.43647(18) 0.8419(2) 0.0363(8) Uani 1 1 d . . . . .
O13 O 0.9372(4) 0.27229(17) 1.0668(2) 0.0379(8) Uani 1 1 d . . . . .
O9 O 0.0888(3) 0.51519(19) 0.7462(2) 0.0371(8) Uani 1 1 d . . . . .
O19 O 0.9976(4) 0.3903(2) 0.8034(3) 0.0511(11) Uani 1 1 d . . . . .
H19A H 1.079304 0.397838 0.796324 0.077 Uiso 1 1 d GR . . . .
H19B H 0.977675 0.360249 0.762441 0.077 Uiso 1 1 d GR . . . .
O3 O 0.4319(3) 0.43985(17) 0.89581(19) 0.0296(7) Uani 1 1 d . . . . .
O16 O 0.6420(4) 0.55204(19) 0.6347(2) 0.0407(9) Uani 1 1 d . . . . .
H16A H 0.717105 0.538814 0.656889 0.061 Uiso 1 1 d GR . . . .
H16B H 0.616645 0.583074 0.665798 0.061 Uiso 1 1 d GR . . . .
O18 O 0.2724(4) 0.4345(2) 0.6862(3) 0.0532(11) Uani 1 1 d . . . . .
H18A H 0.241326 0.400765 0.659983 0.080 Uiso 1 1 d GR . . . .
H18B H 0.215339 0.464583 0.678347 0.080 Uiso 1 1 d GR . . . .
C13 C 0.9501(4) 0.3859(2) 1.0530(3) 0.0289(10) Uani 1 1 d . . . . .
O1 O 0.5750(4) 0.4442(3) 0.7626(2) 0.0571(13) Uani 1 1 d . . . . .
C7 C 0.2906(5) 0.5622(2) 0.4761(3) 0.0298(10) Uani 1 1 d . . . . .
C6 C 0.2460(5) 0.4488(2) 0.9826(3) 0.0313(11) Uani 1 1 d . . . . .
C1 C 0.6379(4) 0.4376(2) 0.8311(3) 0.0252(9) Uani 1 1 d . . . . .
C18 C 0.9123(5) 0.1589(2) 1.0621(3) 0.0338(11) Uani 1 1 d . . . . .
C12 C -0.0030(5) 0.5361(2) 0.6969(3) 0.0303(10) Uani 1 1 d . . . . .
O21 O 0.1710(6) 0.6764(3) 0.3035(4) 0.0817(17) Uani 1 1 d . . . . .
H21D H 0.227583 0.703896 0.293170 0.123 Uiso 1 1 d G . . . .
H21E H 0.208789 0.642646 0.320572 0.123 Uiso 1 1 d G . . . .
C11 C 0.0252(4) 0.5568(2) 0.6104(3) 0.0252(9) Uani 1 1 d . . . . .
O17 O 0.3990(5) 0.5549(3) 0.7135(3) 0.0795(17) Uani 1 1 d . . . . .
H17A H 0.473204 0.563380 0.742015 0.119 Uiso 1 1 d GR . . . .
H17B H 0.345616 0.551902 0.761443 0.119 Uiso 1 1 d GR . . . .
C8 C 0.1633(5) 0.5688(2) 0.5110(3) 0.0279(10) Uani 1 1 d . . . . .
C14 C 0.9115(5) 0.3239(2) 1.0152(3) 0.0337(11) Uani 1 1 d . . . . .
O20 O 0.2333(5) 0.3315(3) 0.7880(4) 0.0816(17) Uani 1 1 d . . . . .
C2 C 0.5619(4) 0.4289(3) 0.9071(3) 0.0323(11) Uani 1 1 d . . . . .
C4 C 0.4826(5) 0.4194(3) 1.0346(3) 0.0429(14) Uani 1 1 d . . . . .
H4 H 0.475949 0.412722 1.092805 0.051 Uiso 1 1 calc R . . . .
C17 C 0.8917(5) 0.2205(2) 1.0214(3) 0.0371(12) Uani 1 1 d . . . . .
C10 C -0.0410(5) 0.5818(3) 0.5419(3) 0.0373(12) Uani 1 1 d . . . . .
H10 H -0.128840 0.592100 0.537260 0.045 Uiso 1 1 calc R . . . .
C9 C 0.0471(5) 0.5897(3) 0.4781(3) 0.0391(13) Uani 1 1 d . . . . .
H9 H 0.028469 0.606298 0.423642 0.047 Uiso 1 1 calc R . . . .
C3 C 0.5962(5) 0.4166(3) 0.9896(3) 0.0416(13) Uani 1 1 d . . . . .
H3 H 0.679692 0.407763 1.013026 0.050 Uiso 1 1 calc R . . . .
C5 C 0.3850(5) 0.4340(3) 0.9749(3) 0.0323(11) Uani 1 1 d . . . . .
C15 C 0.8504(6) 0.3051(3) 0.9408(4) 0.0463(14) Uani 1 1 d . . . . .
H15 H 0.821440 0.330745 0.895221 0.056 Uiso 1 1 calc R . . . .
C16 C 0.8386(6) 0.2391(3) 0.9450(4) 0.0485(15) Uani 1 1 d . . . . .
H16 H 0.800758 0.213171 0.902410 0.058 Uiso 1 1 calc R . . . .
N1 N 0.3415(9) 0.2781(4) 0.8985(6) 0.104(3) Uani 1 1 d . . . . .
C19 C 0.3335(9) 0.3111(4) 0.8254(6) 0.076(2) Uani 1 1 d . . . . .
H19 H 0.410981 0.319311 0.800762 0.091 Uiso 1 1 calc R . . . .
O22 O 0.3801(10) 0.7571(7) 0.2666(6) 0.090(4) Uani 0.5 1 d D . P . .
H22A H 0.457537 0.753844 0.252009 0.135 Uiso 0.5 1 d DR . P . .
H22B H 0.378657 0.781704 0.309349 0.135 Uiso 0.5 1 d DR . P . .
C21 C 0.2268(16) 0.2664(8) 0.9428(11) 0.208(9) Uani 1 1 d . . . . .
H21A H 0.160066 0.295735 0.923653 0.311 Uiso 1 1 calc GR . . . .
H21B H 0.246719 0.271454 1.003258 0.311 Uiso 1 1 calc GR . . . .
H21C H 0.196890 0.224255 0.931254 0.311 Uiso 1 1 calc GR . . . .
C20 C 0.4651(13) 0.2549(6) 0.9342(10) 0.153(6) Uani 1 1 d . . . . .
H20A H 0.467188 0.209886 0.929378 0.229 Uiso 1 1 calc GR . . . .
H20B H 0.477046 0.266684 0.993394 0.229 Uiso 1 1 calc GR . . . .
H20C H 0.533531 0.272782 0.903586 0.229 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Nd1 O6 2.413(3) . ?
Nd1 O6 2.818(3) 3_666 ?
Nd1 O14 2.528(4) 4_565 ?
Nd1 O7 2.555(3) 3_666 ?
Nd1 O15 2.578(4) 4_565 ?
Nd1 O16 2.496(4) . ?
Nd1 O18 2.452(4) . ?
Nd1 O1 2.291(3) . ?
Nd1 C7 3.056(5) 3_666 ?
Nd1 C18 2.905(5) 4_565 ?
Nd1 O17 2.487(5) . ?
Nd2 Nd2 4.0746(5) 3_767 ?
Nd2 O11 2.666(3) 3_767 ?
Nd2 O11 2.443(3) . ?
Nd2 O5 2.449(3) 3_667 ?
Nd2 O12 2.563(4) 3_767 ?
Nd2 O4 2.423(3) 1_655 ?
Nd2 O10 2.643(3) 1_655 ?
Nd2 O2 2.385(3) . ?
Nd2 O9 2.517(3) 1_655 ?
Nd2 O19 2.468(4) . ?
Nd2 C13 2.972(5) 3_767 ?
Nd2 C12 2.947(5) 1_655 ?
O6 C7 1.269(6) . ?
O11 C13 1.271(6) . ?
O5 C6 1.258(6) . ?
O12 C13 1.239(6) . ?
O14 C18 1.266(6) . ?
O4 C6 1.253(6) . ?
O8 C11 1.383(5) . ?
O8 C8 1.368(5) . ?
O7 C7 1.247(6) . ?
O15 C18 1.254(6) . ?
O10 C12 1.251(6) . ?
O2 C1 1.240(5) . ?
O13 C14 1.377(6) . ?
O13 C17 1.374(6) . ?
O9 C12 1.259(6) . ?
O19 H19A 0.8723 . ?
O19 H19B 0.9180 . ?
O3 C2 1.361(5) . ?
O3 C5 1.369(6) . ?
O16 H16A 0.8726 . ?
O16 H16B 0.8716 . ?
O18 H18A 0.8743 . ?
O18 H18B 0.8715 . ?
C13 C14 1.487(7) . ?
O1 C1 1.221(5) . ?
C7 C8 1.466(7) . ?
C6 C5 1.482(6) . ?
C1 C2 1.484(6) . ?
C18 C17 1.463(7) . ?
C12 C11 1.473(6) . ?
O21 H21D 0.8496 . ?
O21 H21E 0.8505 . ?
C11 C10 1.339(6) . ?
O17 H17A 0.8762 . ?
O17 H17B 0.9660 . ?
C8 C9 1.346(7) . ?
C14 C15 1.344(8) . ?
O20 C19 1.230(9) . ?
C2 C3 1.341(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.413(7) . ?
C4 C5 1.359(7) . ?
C17 C16 1.339(8) . ?
C10 H10 0.9300 . ?
C10 C9 1.410(7) . ?
C9 H9 0.9300 . ?
C3 H3 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.408(8) . ?
C16 H16 0.9300 . ?
N1 C19 1.340(11) . ?
N1 C21 1.437(14) . ?
N1 C20 1.441(13) . ?
C19 H19 0.9300 . ?
O22 H22A 0.8505 . ?
O22 H22B 0.8499 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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 Nd1 O6 66.98(12) . 3_666 ?
O6 Nd1 O14 75.59(12) . 4_565 ?
O6 Nd1 O7 114.83(11) . 3_666 ?
O6 Nd1 O15 126.59(12) . 4_565 ?
O6 Nd1 O16 80.57(12) . . ?
O6 Nd1 O18 95.33(13) . . ?
O6 Nd1 C7 91.24(12) . 3_666 ?
O6 Nd1 C7 24.52(11) 3_666 3_666 ?
O6 Nd1 C18 101.33(13) . 4_565 ?
O6 Nd1 C18 80.90(12) 3_666 4_565 ?
O6 Nd1 O17 78.36(16) . . ?
O14 Nd1 O6 69.87(11) 4_565 3_666 ?
O14 Nd1 O7 84.61(13) 4_565 3_666 ?
O14 Nd1 O15 51.24(11) 4_565 4_565 ?
O14 Nd1 C7 78.28(13) 4_565 3_666 ?
O14 Nd1 C18 25.76(12) 4_565 4_565 ?
O7 Nd1 O6 47.94(10) 3_666 3_666 ?
O7 Nd1 O15 69.57(12) 3_666 4_565 ?
O7 Nd1 C7 23.59(12) 3_666 3_666 ?
O7 Nd1 C18 74.42(14) 3_666 4_565 ?
O15 Nd1 O6 95.42(11) 4_565 3_666 ?
O15 Nd1 C7 83.49(12) 4_565 3_666 ?
O15 Nd1 C18 25.55(12) 4_565 4_565 ?
O16 Nd1 O6 67.90(11) . 3_666 ?
O16 Nd1 O14 136.91(12) . 4_565 ?
O16 Nd1 O7 73.56(13) . 3_666 ?
O16 Nd1 O15 141.00(13) . 4_565 ?
O16 Nd1 C7 66.82(13) . 3_666 ?
O16 Nd1 C18 145.34(14) . 4_565 ?
O18 Nd1 O6 144.67(13) . 3_666 ?
O18 Nd1 O14 76.30(14) . 4_565 ?
O18 Nd1 O7 138.91(13) . 3_666 ?
O18 Nd1 O15 70.09(13) . 4_565 ?
O18 Nd1 O16 141.95(14) . . ?
O18 Nd1 C7 151.19(15) . 3_666 ?
O18 Nd1 C18 72.69(15) . 4_565 ?
O18 Nd1 O17 71.64(18) . . ?
O1 Nd1 O6 154.98(16) . . ?
O1 Nd1 O6 122.23(12) . 3_666 ?
O1 Nd1 O14 128.84(16) . 4_565 ?
O1 Nd1 O7 77.16(13) . 3_666 ?
O1 Nd1 O15 77.60(16) . 4_565 ?
O1 Nd1 O16 82.34(15) . . ?
O1 Nd1 O18 87.00(15) . . ?
O1 Nd1 C7 98.66(13) . 3_666 ?
O1 Nd1 C18 103.13(17) . 4_565 ?
O1 Nd1 O17 78.78(18) . . ?
C18 Nd1 C7 78.52(14) 4_565 3_666 ?
O17 Nd1 O6 128.97(17) . 3_666 ?
O17 Nd1 O14 136.10(14) . 4_565 ?
O17 Nd1 O7 138.82(15) . 3_666 ?
O17 Nd1 O15 135.60(17) . 4_565 ?
O17 Nd1 O16 70.48(17) . . ?
O17 Nd1 C7 137.15(17) . 3_666 ?
O17 Nd1 C18 144.12(17) . 4_565 ?
O11 Nd2 Nd2 35.26(7) 3_767 3_767 ?
O11 Nd2 Nd2 39.04(8) . 3_767 ?
O11 Nd2 O11 74.29(12) . 3_767 ?
O11 Nd2 O5 76.91(11) . 3_667 ?
O11 Nd2 O12 122.35(11) . 3_767 ?
O11 Nd2 O10 157.81(11) . 1_655 ?
O11 Nd2 O9 147.04(11) . 1_655 ?
O11 Nd2 O19 86.77(13) . . ?
O11 Nd2 C13 25.32(11) 3_767 3_767 ?
O11 Nd2 C13 98.49(12) . 3_767 ?
O11 Nd2 C12 114.70(12) 3_767 1_655 ?
O11 Nd2 C12 167.11(13) . 1_655 ?
O5 Nd2 Nd2 67.84(8) 3_667 3_767 ?
O5 Nd2 O11 68.35(11) 3_667 3_767 ?
O5 Nd2 O12 71.31(13) 3_667 3_767 ?
O5 Nd2 O10 93.20(11) 3_667 1_655 ?
O5 Nd2 O9 134.16(12) 3_667 1_655 ?
O5 Nd2 O19 141.76(13) 3_667 . ?
O5 Nd2 C13 66.49(13) 3_667 3_767 ?
O5 Nd2 C12 114.52(13) 3_667 1_655 ?
O12 Nd2 Nd2 84.14(8) 3_767 3_767 ?
O12 Nd2 O11 49.72(10) 3_767 3_767 ?
O12 Nd2 O10 71.18(12) 3_767 1_655 ?
O12 Nd2 C13 24.46(11) 3_767 3_767 ?
O12 Nd2 C12 68.91(12) 3_767 1_655 ?
O4 Nd2 Nd2 67.04(8) 1_655 3_767 ?
O4 Nd2 O11 74.85(11) 1_655 . ?
O4 Nd2 O11 69.10(11) 1_655 3_767 ?
O4 Nd2 O5 133.70(12) 1_655 3_667 ?
O4 Nd2 O12 94.26(13) 1_655 3_767 ?
O4 Nd2 O10 124.28(11) 1_655 1_655 ?
O4 Nd2 O9 74.09(11) 1_655 1_655 ?
O4 Nd2 O19 71.70(13) 1_655 . ?
O4 Nd2 C13 82.31(13) 1_655 3_767 ?
O4 Nd2 C12 99.18(13) 1_655 1_655 ?
O10 Nd2 Nd2 152.96(9) 1_655 3_767 ?
O10 Nd2 O11 120.85(11) 1_655 3_767 ?
O10 Nd2 C13 95.53(13) 1_655 3_767 ?
O10 Nd2 C12 25.12(12) 1_655 1_655 ?
O2 Nd2 Nd2 110.72(8) . 3_767 ?
O2 Nd2 O11 136.77(11) . 3_767 ?
O2 Nd2 O11 78.17(12) . . ?
O2 Nd2 O5 73.42(12) . 3_667 ?
O2 Nd2 O12 132.36(13) . 3_767 ?
O2 Nd2 O4 133.37(13) . 1_655 ?
O2 Nd2 O10 79.97(12) . 1_655 ?
O2 Nd2 O9 116.79(12) . 1_655 ?
O2 Nd2 O19 69.46(13) . . ?
O2 Nd2 C13 139.36(13) . 3_767 ?
O2 Nd2 C12 98.85(13) . 1_655 ?
O9 Nd2 Nd2 131.63(8) 1_655 3_767 ?
O9 Nd2 O11 104.27(11) 1_655 3_767 ?
O9 Nd2 O12 70.93(12) 1_655 3_767 ?
O9 Nd2 O10 50.21(10) 1_655 1_655 ?
O9 Nd2 C13 88.06(13) 1_655 3_767 ?
O9 Nd2 C12 25.09(12) 1_655 1_655 ?
O19 Nd2 Nd2 117.70(11) . 3_767 ?
O19 Nd2 O11 139.65(12) . 3_767 ?
O19 Nd2 O12 143.93(13) . 3_767 ?
O19 Nd2 O10 89.20(14) . 1_655 ?
O19 Nd2 O9 73.26(14) . 1_655 ?
O19 Nd2 C13 151.18(13) . 3_767 ?
O19 Nd2 C12 80.48(14) . 1_655 ?
C13 Nd2 Nd2 59.81(9) 3_767 3_767 ?
C12 Nd2 Nd2 149.08(10) 1_655 3_767 ?
C12 Nd2 C13 91.89(13) 1_655 3_767 ?
Nd1 O6 Nd1 113.02(12) . 3_666 ?
C7 O6 Nd1 88.3(3) . 3_666 ?
C7 O6 Nd1 157.0(3) . . ?
Nd2 O11 Nd2 105.71(12) . 3_767 ?
C13 O11 Nd2 155.9(3) . . ?
C13 O11 Nd2 90.9(3) . 3_767 ?
C6 O5 Nd2 134.0(3) . 3_667 ?
C13 O12 Nd2 96.6(3) . 3_767 ?
C18 O14 Nd1 94.0(3) . 4_666 ?
C6 O4 Nd2 139.1(3) . 1_455 ?
C8 O8 C11 106.3(3) . . ?
C7 O7 Nd1 101.3(3) . 3_666 ?
C18 O15 Nd1 92.0(3) . 4_666 ?
C12 O10 Nd2 91.2(3) . 1_455 ?
C1 O2 Nd2 148.6(3) . . ?
C17 O13 C14 106.9(4) . . ?
C12 O9 Nd2 96.9(3) . 1_455 ?
Nd2 O19 H19A 95.2 . . ?
Nd2 O19 H19B 151.3 . . ?
H19A O19 H19B 102.0 . . ?
C2 O3 C5 106.1(4) . . ?
Nd1 O16 H16A 110.8 . . ?
Nd1 O16 H16B 110.3 . . ?
H16A O16 H16B 108.3 . . ?
Nd1 O18 H18A 110.3 . . ?
Nd1 O18 H18B 110.3 . . ?
H18A O18 H18B 108.4 . . ?
O11 C13 Nd2 63.7(3) . 3_767 ?
O11 C13 C14 117.2(4) . . ?
O12 C13 Nd2 58.9(3) . 3_767 ?
O12 C13 O11 122.4(5) . . ?
O12 C13 C14 120.4(4) . . ?
C14 C13 Nd2 176.7(3) . 3_767 ?
C1 O1 Nd1 172.4(4) . . ?
O6 C7 Nd1 67.2(2) . 3_666 ?
O6 C7 C8 119.8(4) . . ?
O7 C7 Nd1 55.1(2) . 3_666 ?
O7 C7 O6 121.6(4) . . ?
O7 C7 C8 118.6(4) . . ?
C8 C7 Nd1 167.4(3) . 3_666 ?
O5 C6 C5 115.4(4) . . ?
O4 C6 O5 126.8(4) . . ?
O4 C6 C5 117.8(4) . . ?
O2 C1 C2 118.1(4) . . ?
O1 C1 O2 125.7(4) . . ?
O1 C1 C2 116.2(4) . . ?
O14 C18 Nd1 60.2(3) . 4_666 ?
O14 C18 C17 117.9(5) . . ?
O15 C18 Nd1 62.5(3) . 4_666 ?
O15 C18 O14 122.4(5) . . ?
O15 C18 C17 119.7(5) . . ?
C17 C18 Nd1 173.1(4) . 4_666 ?
O10 C12 Nd2 63.7(3) . 1_455 ?
O10 C12 O9 121.7(4) . . ?
O10 C12 C11 119.6(4) . . ?
O9 C12 Nd2 58.0(2) . 1_455 ?
O9 C12 C11 118.7(4) . . ?
C11 C12 Nd2 176.6(3) . 1_455 ?
H21D O21 H21E 109.5 . . ?
O8 C11 C12 113.4(4) . . ?
C10 C11 O8 109.4(4) . . ?
C10 C11 C12 137.1(5) . . ?
Nd1 O17 H17A 96.8 . . ?
Nd1 O17 H17B 126.2 . . ?
H17A O17 H17B 98.2 . . ?
O8 C8 C7 116.8(4) . . ?
C9 C8 O8 109.9(4) . . ?
C9 C8 C7 133.3(4) . . ?
O13 C14 C13 115.9(4) . . ?
C15 C14 O13 109.3(5) . . ?
C15 C14 C13 134.8(5) . . ?
O3 C2 C1 116.6(4) . . ?
C3 C2 O3 110.3(4) . . ?
C3 C2 C1 132.9(4) . . ?
C3 C4 H4 127.3 . . ?
C5 C4 H4 127.3 . . ?
C5 C4 C3 105.4(5) . . ?
O13 C17 C18 117.2(4) . . ?
C16 C17 O13 109.1(5) . . ?
C16 C17 C18 133.6(5) . . ?
C11 C10 H10 126.3 . . ?
C11 C10 C9 107.4(4) . . ?
C9 C10 H10 126.3 . . ?
C8 C9 C10 106.9(4) . . ?
C8 C9 H9 126.5 . . ?
C10 C9 H9 126.5 . . ?
C2 C3 C4 107.7(5) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 H3 126.2 . . ?
O3 C5 C6 117.6(4) . . ?
C4 C5 O3 110.6(4) . . ?
C4 C5 C6 131.6(5) . . ?
C14 C15 H15 126.5 . . ?
C14 C15 C16 106.9(5) . . ?
C16 C15 H15 126.5 . . ?
C17 C16 C15 107.8(5) . . ?
C17 C16 H16 126.1 . . ?
C15 C16 H16 126.1 . . ?
C19 N1 C21 120.2(10) . . ?
C19 N1 C20 120.5(10) . . ?
C21 N1 C20 119.3(11) . . ?
O20 C19 N1 126.1(9) . . ?
O20 C19 H19 116.9 . . ?
N1 C19 H19 116.9 . . ?
H22A O22 H22B 109.5 . . ?
N1 C21 H21A 109.5 . . ?
N1 C21 H21B 109.5 . . ?
N1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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
_geom_hbond_publ_flag
O19 H19A O20 0.87 2.13 2.760(6) 128.1 1_655 yes
O19 H19B O21 0.92 1.95 2.723(7) 141.0 3_666 yes
O16 H16A O10 0.87 1.91 2.746(5) 160.2 1_655 yes
O18 H18B O9 0.87 2.05 2.770(5) 139.6 . yes
O21 H21D O22 0.85 2.01 2.847(13) 170.9 . yes
O21 H21E O7 0.85 2.01 2.810(6) 156.5 . yes

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.078 0.198 0.701 130.1 29.5 '1 DMF'
2 -0.422 0.302 0.201 130.1 30.2 '1 DMF'
3 -0.078 0.802 0.299 130.1 27.3 '1 DMF'
4 0.422 0.698 0.799 130.1 26.7 '1 DMF'


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT420_sub-kas-f9          
;
PROBLEM: D-H Without Acceptor       O17      --H17B     .     Please Check 
RESPONSE:The disordered water molecule occupies a cavity of the
structure with no suitable acceptor atoms in its surroundings.

;
# end Validation Reply Form
