#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:26:56 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179328 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/25/4322553.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4322553
loop_
_publ_author_name
'Elisa Campazzi'
'Euro Solari'
'Rosario Scopelliti'
'Carlo Floriani'
_publ_contact_author_address
;
Institut de Chimie Minérale et Analytique
BCH # 3307
Université de Lausanne
CH-1015 Lausanne
Switzerland
;
_publ_contact_author_email       carlo.floriani@icma.unil.ch
_publ_contact_author_fax         '+4121 692 3905'
_publ_contact_author_name        'Carlo Floriani'
_publ_contact_author_phone       '+4121 692 3902'
_publ_section_title
;
 Cyclopentadienyl Behavior of Pyrrolyl Anions within the
 meso-Octaethylporphyrinogen-Binding Lanthanides: Carbon-Hydrogen and
 Metal-Carbon Bond Rearrangements
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6240
_journal_page_last               6245
_journal_paper_doi               10.1021/ic990742x
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C88 H136 N8 Na2 O8 Pr2'
_chemical_formula_weight         1761.85
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.801(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.742(3)
_cell_length_b                   21.152(6)
_cell_length_c                   20.474(3)
_cell_measurement_reflns_used    '238 spots from first image'
_cell_measurement_temperature    296(2)
_cell_volume                     8951(3)
_computing_cell_refinement       'marresearch, marHKL, release 1.9.1'
_computing_data_collection       'marresearch, mar345, release 1.2.11'
_computing_data_reduction        'marresearch, marHKL'
_computing_molecular_graphics    'Bruker, SHELXTL, release 5.1'
_computing_publication_material  'Bruker, SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'mar345 IPDS'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27859
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.38
_exptl_absorpt_coefficient_mu    1.142
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             3696
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.724
_refine_diff_density_min         -1.267
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       0.00263(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         7817
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0726P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.0997
_reflns_number_gt                6852
_reflns_number_total             7817
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic990742x_1.cif
_cod_data_source_block           18
_cod_database_code               4322553
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.246857(6) 0.185861(6) -0.084314(6) 0.03117(9) Uani 1 1 d . . .
N1 N 0.33347(11) 0.18081(10) -0.16249(12) 0.0370(5) Uani 1 1 d . . .
N2 N 0.23656(14) 0.30628(12) -0.15022(14) 0.0512(7) Uani 1 1 d . . .
H2 H 0.2218 0.3041 -0.1907 0.061 Uiso 1 1 calc R . .
N3 N 0.12847(10) 0.20098(11) -0.10385(11) 0.0370(5) Uani 1 1 d . . .
N4 N 0.21426(11) 0.08075(11) -0.15070(11) 0.0393(5) Uani 1 1 d . . .
C1 C 0.34358(13) 0.12732(14) -0.19907(14) 0.0419(6) Uani 1 1 d . . .
C2 C 0.37204(15) 0.14333(16) -0.25517(15) 0.0516(8) Uani 1 1 d . . .
H2A H 0.3833 0.1158 -0.2877 0.062 Uiso 1 1 calc R . .
C3 C 0.38098(14) 0.20991(16) -0.25387(15) 0.0480(7) Uani 1 1 d . . .
H3 H 0.3992 0.2344 -0.2852 0.058 Uiso 1 1 calc R . .
C4 C 0.35723(12) 0.23089(13) -0.19677(13) 0.0371(6) Uani 1 1 d . . .
C5 C 0.36112(13) 0.29608(14) -0.16558(13) 0.0375(6) Uani 1 1 d . . .
C6 C 0.30351(12) 0.30339(12) -0.12512(14) 0.0329(6) Uani 1 1 d . . .
C7 C 0.30303(14) 0.30690(12) -0.05783(15) 0.0346(6) Uani 1 1 d . . .
H7 H 0.3400 0.3059 -0.0288 0.042 Uiso 1 1 calc R . .
C8 C 0.24028(12) 0.31215(10) -0.03876(12) 0.0229(5) Uani 1 1 d . . .
C9 C 0.20064(16) 0.31319(12) -0.09651(16) 0.0342(7) Uani 1 1 d . . .
C10 C 0.12741(14) 0.31827(12) -0.09789(15) 0.0385(7) Uani 1 1 d . . .
C11 C 0.09980(13) 0.25652(14) -0.12486(13) 0.0402(6) Uani 1 1 d . . .
C12 C 0.04429(14) 0.24439(17) -0.16482(15) 0.0523(8) Uani 1 1 d . . .
H12 H 0.0167 0.2742 -0.1856 0.063 Uiso 1 1 calc R . .
C13 C 0.03753(17) 0.17858(16) -0.16797(17) 0.0545(9) Uani 1 1 d . . .
H13 H 0.0044 0.1564 -0.1913 0.065 Uiso 1 1 calc R . .
C14 C 0.08888(13) 0.15284(15) -0.13017(13) 0.0433(7) Uani 1 1 d . . .
C15 C 0.10260(14) 0.08542(15) -0.10911(14) 0.0445(7) Uani 1 1 d . . .
C16 C 0.17530(14) 0.07525(14) -0.09908(14) 0.0422(7) Uani 1 1 d . . .
C17 C 0.21257(16) 0.05896(15) -0.04199(15) 0.0488(7) Uani 1 1 d . . .
H17 H 0.1981 0.0532 -0.0006 0.059 Uiso 1 1 calc R . .
C18 C 0.27741(15) 0.05278(14) -0.05952(15) 0.0461(7) Uani 1 1 d . . .
H18 H 0.3136 0.0420 -0.0319 0.055 Uiso 1 1 calc R . .
C19 C 0.27567(15) 0.06609(14) -0.12620(14) 0.0433(7) Uani 1 1 d . . .
C20 C 0.33054(14) 0.06258(14) -0.17094(15) 0.0456(7) Uani 1 1 d . . .
C21 C 0.42408(14) 0.30102(16) -0.11954(16) 0.0485(7) Uani 1 1 d . . .
H21A H 0.4238 0.3410 -0.0963 0.058 Uiso 1 1 calc R . .
H21B H 0.4240 0.2676 -0.0872 0.058 Uiso 1 1 calc R . .
C22 C 0.48676(16) 0.2966(2) -0.1536(2) 0.0702(10) Uani 1 1 d . . .
H22A H 0.4881 0.2568 -0.1761 0.080 Uiso 1 1 calc R . .
H22B H 0.5231 0.2996 -0.1216 0.080 Uiso 1 1 calc R . .
H22C H 0.4883 0.3305 -0.1846 0.080 Uiso 1 1 calc R . .
C23 C 0.35815(15) 0.34792(15) -0.21853(15) 0.0494(7) Uani 1 1 d . . .
H23A H 0.3936 0.3416 -0.2458 0.059 Uiso 1 1 calc R . .
H23B H 0.3182 0.3432 -0.2462 0.059 Uiso 1 1 calc R . .
C24 C 0.3617(2) 0.41552(17) -0.1917(2) 0.0732(11) Uani 1 1 d . . .
H24A H 0.3312 0.4204 -0.1593 0.080 Uiso 1 1 calc R . .
H24B H 0.3515 0.4448 -0.2269 0.080 Uiso 1 1 calc R . .
H24C H 0.4046 0.4237 -0.1722 0.080 Uiso 1 1 calc R . .
C25 C 0.10495(14) 0.37441(15) -0.14265(15) 0.0497(8) Uani 1 1 d . . .
H25A H 0.1195 0.3671 -0.1858 0.060 Uiso 1 1 calc R . .
H25B H 0.0580 0.3749 -0.1473 0.060 Uiso 1 1 calc R . .
C26 C 0.12803(19) 0.43802(16) -0.11966(19) 0.0660(10) Uani 1 1 d . . .
H26A H 0.1094 0.4484 -0.0797 0.080 Uiso 1 1 calc R . .
H26B H 0.1153 0.4690 -0.1525 0.080 Uiso 1 1 calc R . .
H26C H 0.1743 0.4376 -0.1121 0.080 Uiso 1 1 calc R . .
C27 C 0.10732(14) 0.32820(15) -0.02796(15) 0.0436(7) Uani 1 1 d . . .
H27A H 0.1233 0.2929 -0.0010 0.052 Uiso 1 1 calc R . .
H27B H 0.1282 0.3662 -0.0100 0.052 Uiso 1 1 calc R . .
C28 C 0.03443(17) 0.3343(2) -0.0228(2) 0.0745(11) Uani 1 1 d . . .
H28A H 0.0190 0.3724 -0.0442 0.080 Uiso 1 1 calc R . .
H28B H 0.0259 0.3357 0.0226 0.080 Uiso 1 1 calc R . .
H28C H 0.0127 0.2985 -0.0434 0.080 Uiso 1 1 calc R . .
C29 C 0.07321(15) 0.03914(17) -0.16237(17) 0.0597(9) Uani 1 1 d . . .
H29A H 0.0272 0.0476 -0.1698 0.072 Uiso 1 1 calc R . .
H29B H 0.0924 0.0479 -0.2030 0.072 Uiso 1 1 calc R . .
C30 C 0.0823(2) -0.03023(18) -0.1466(2) 0.0827(12) Uani 1 1 d . . .
H30A H 0.1276 -0.0393 -0.1385 0.080 Uiso 1 1 calc R . .
H30B H 0.0645 -0.0551 -0.1830 0.080 Uiso 1 1 calc R . .
H30C H 0.0605 -0.0404 -0.1084 0.080 Uiso 1 1 calc R . .
C31 C 0.07351(15) 0.07379(16) -0.04294(16) 0.0533(8) Uani 1 1 d . . .
H31A H 0.0839 0.0310 -0.0287 0.064 Uiso 1 1 calc R . .
H31B H 0.0942 0.1023 -0.0105 0.064 Uiso 1 1 calc R . .
C32 C 0.00052(17) 0.0828(2) -0.0445(2) 0.0799(12) Uani 1 1 d . . .
H32A H -0.0105 0.1249 -0.0592 0.080 Uiso 1 1 calc R . .
H32B H -0.0132 0.0766 -0.0013 0.080 Uiso 1 1 calc R . .
H32C H -0.0207 0.0527 -0.0740 0.080 Uiso 1 1 calc R . .
C33 C 0.31088(17) 0.01612(16) -0.22790(18) 0.0613(9) Uani 1 1 d . . .
H33A H 0.2721 0.0320 -0.2522 0.074 Uiso 1 1 calc R . .
H33B H 0.3450 0.0154 -0.2575 0.074 Uiso 1 1 calc R . .
C34 C 0.2985(3) -0.05051(19) -0.2065(3) 0.0929(14) Uani 1 1 d . . .
H34A H 0.3376 -0.0680 -0.1855 0.080 Uiso 1 1 calc R . .
H34B H 0.2844 -0.0756 -0.2440 0.080 Uiso 1 1 calc R . .
H34C H 0.2655 -0.0504 -0.1762 0.080 Uiso 1 1 calc R . .
C35 C 0.39309(16) 0.04016(18) -0.1300(2) 0.0643(9) Uani 1 1 d . . .
H35A H 0.4037 0.0710 -0.0957 0.077 Uiso 1 1 calc R . .
H35B H 0.3837 0.0006 -0.1089 0.077 Uiso 1 1 calc R . .
C36 C 0.45209(19) 0.0307(3) -0.1674(3) 0.0996(16) Uani 1 1 d . . .
H36A H 0.4429 -0.0005 -0.2009 0.080 Uiso 1 1 calc R . .
H36B H 0.4876 0.0166 -0.1379 0.080 Uiso 1 1 calc R . .
H36C H 0.4633 0.0699 -0.1872 0.080 Uiso 1 1 calc R . .
Na1 Na 0.28590(7) 0.19810(7) -0.34982(7) 0.0650(4) Uani 1 1 d . . .
C37 C 0.1901(3) 0.0688(2) -0.4015(3) 0.0987(15) Uani 1 1 d . . .
H37A H 0.1965 0.0310 -0.3758 0.080 Uiso 1 1 calc R . .
H37B H 0.2186 0.0684 -0.4361 0.080 Uiso 1 1 calc R . .
H37C H 0.1461 0.0706 -0.4200 0.080 Uiso 1 1 calc R . .
O1 O 0.20359(12) 0.12212(13) -0.36130(13) 0.0714(7) Uani 1 1 d . . .
C38 C 0.1581(2) 0.1318(2) -0.3142(2) 0.0791(12) Uani 1 1 d . . .
H38A H 0.1552 0.0941 -0.2875 0.095 Uiso 1 1 calc R . .
H38B H 0.1157 0.1402 -0.3360 0.095 Uiso 1 1 calc R . .
C39 C 0.1796(2) 0.18619(19) -0.2722(2) 0.0716(13) Uani 1 1 d . . .
H39A H 0.1469 0.1953 -0.2423 0.086 Uiso 1 1 calc R . .
H39B H 0.2192 0.1749 -0.2461 0.086 Uiso 1 1 calc R . .
O2 O 0.19093(11) 0.24178(12) -0.30933(11) 0.0630(6) Uani 1 1 d . . .
C40 C 0.1343(2) 0.2738(2) -0.3318(2) 0.0875(13) Uani 1 1 d . . .
H40A H 0.1097 0.2481 -0.3635 0.080 Uiso 1 1 calc R . .
H40B H 0.1454 0.3129 -0.3517 0.080 Uiso 1 1 calc R . .
H40C H 0.1091 0.2822 -0.2955 0.080 Uiso 1 1 calc R . .
C41 C 0.3661(3) 0.0984(3) -0.4440(4) 0.144(3) Uani 1 1 d . . .
H41A H 0.3614 0.0814 -0.4876 0.080 Uiso 1 1 calc R . .
H41B H 0.3442 0.0715 -0.4152 0.080 Uiso 1 1 calc R . .
H41C H 0.4111 0.1008 -0.4291 0.080 Uiso 1 1 calc R . .
O3 O 0.33872(16) 0.15952(17) -0.44409(17) 0.0958(9) Uani 1 1 d . . .
C42 C 0.3768(3) 0.2051(3) -0.4677(3) 0.1128(18) Uani 1 1 d . . .
H42A H 0.3891 0.1921 -0.5104 0.135 Uiso 1 1 calc R . .
H42B H 0.4159 0.2091 -0.4386 0.135 Uiso 1 1 calc R . .
C43 C 0.3448(2) 0.2664(3) -0.4739(2) 0.0951(15) Uani 1 1 d . . .
H43A H 0.3764 0.2988 -0.4817 0.114 Uiso 1 1 calc R . .
H43B H 0.3126 0.2658 -0.5110 0.114 Uiso 1 1 calc R . .
O4 O 0.31519(17) 0.28080(15) -0.41700(15) 0.0923(9) Uani 1 1 d . . .
C44 C 0.2937(4) 0.3440(3) -0.4112(3) 0.138(2) Uani 1 1 d . . .
H44A H 0.3292 0.3724 -0.4159 0.080 Uiso 1 1 calc R . .
H44B H 0.2777 0.3500 -0.3690 0.080 Uiso 1 1 calc R . .
H44C H 0.2598 0.3525 -0.4449 0.080 Uiso 1 1 calc R . .
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'
Na Na 0.0362 0.0249 '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'
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
N3 Pr1 N1 131.05(8) . . ?
N3 Pr1 C8 100.40(8) . 7 ?
N1 Pr1 C8 128.29(8) . 7 ?
N3 Pr1 N4 79.59(7) . . ?
N1 Pr1 N4 78.67(7) . . ?
C8 Pr1 N4 121.80(7) 7 . ?
N3 Pr1 C19 107.85(8) . . ?
N1 Pr1 C19 64.94(8) . . ?
C8 Pr1 C19 108.65(8) 7 . ?
N4 Pr1 C19 29.11(8) . . ?
N3 Pr1 C16 64.97(8) . . ?
N1 Pr1 C16 107.46(8) . . ?
C8 Pr1 C16 97.72(8) 7 . ?
N4 Pr1 C16 29.49(8) . . ?
C19 Pr1 C16 47.06(9) . . ?
N3 Pr1 C8 81.78(7) . . ?
N1 Pr1 C8 107.87(7) . . ?
C8 Pr1 C8 70.03(8) 7 . ?
N4 Pr1 C8 159.52(7) . . ?
C19 Pr1 C8 170.27(8) . . ?
C16 Pr1 C8 142.21(8) . . ?
N3 Pr1 C7 107.41(8) . . ?
N1 Pr1 C7 81.73(8) . . ?
C8 Pr1 C7 77.67(8) 7 . ?
N4 Pr1 C7 158.51(8) . . ?
C19 Pr1 C7 142.20(9) . . ?
C16 Pr1 C7 170.52(9) . . ?
C8 Pr1 C7 28.41(8) . . ?
N3 Pr1 C9 62.87(8) . . ?
N1 Pr1 C9 103.71(8) . . ?
C8 Pr1 C9 94.50(8) 7 . ?
N4 Pr1 C9 132.22(8) . . ?
C19 Pr1 C9 156.55(9) . . ?
C16 Pr1 C9 127.72(9) . . ?
C8 Pr1 C9 28.08(8) . . ?
C7 Pr1 C9 45.50(9) . . ?
N3 Pr1 N2 77.09(8) . . ?
N1 Pr1 N2 76.56(8) . . ?
C8 Pr1 N2 116.90(7) 7 . ?
N4 Pr1 N2 119.54(8) . . ?
C19 Pr1 N2 132.55(9) . . ?
C16 Pr1 N2 132.57(8) . . ?
C8 Pr1 N2 46.99(7) . . ?
C7 Pr1 N2 46.16(8) . . ?
C9 Pr1 N2 27.94(9) . . ?
N3 Pr1 C6 105.24(8) . . ?
N1 Pr1 C6 61.55(7) . . ?
C8 Pr1 C6 105.24(7) 7 . ?
N4 Pr1 C6 131.28(8) . . ?
C19 Pr1 C6 126.46(8) . . ?
C16 Pr1 C6 156.49(8) . . ?
C8 Pr1 C6 47.14(7) . . ?
C7 Pr1 C6 27.77(8) . . ?
C9 Pr1 C6 46.35(8) . . ?
N2 Pr1 C6 28.85(7) . . ?
N3 Pr1 C18 110.52(8) . . ?
N1 Pr1 C18 85.02(8) . . ?
C8 Pr1 C18 80.70(8) 7 . ?
N4 Pr1 C18 47.64(8) . . ?
C19 Pr1 C18 28.19(9) . . ?
C16 Pr1 C18 46.55(8) . . ?
C8 Pr1 C18 150.03(8) . . ?
C7 Pr1 C18 138.98(8) . . ?
C9 Pr1 C18 171.18(9) . . ?
N2 Pr1 C18 160.01(9) . . ?
C6 Pr1 C18 142.04(8) . . ?
C1 N1 C4 106.0(2) . . ?
C1 N1 Pr1 122.01(17) . . ?
C4 N1 Pr1 126.58(17) . . ?
C9 N2 C6 106.7(3) . . ?
C9 N2 Pr1 75.26(15) . . ?
C6 N2 Pr1 76.35(15) . . ?
C11 N3 C14 106.3(2) . . ?
C11 N3 Pr1 124.08(17) . . ?
C14 N3 Pr1 120.96(19) . . ?
C19 N4 C16 106.6(2) . . ?
C19 N4 Pr1 79.21(16) . . ?
C16 N4 Pr1 79.65(15) . . ?
C2 C1 N1 110.2(3) . . ?
C2 C1 C20 129.8(3) . . ?
N1 C1 C20 119.5(2) . . ?
C1 C2 C3 107.0(3) . . ?
C1 C2 Na1 112.9(2) . . ?
C3 C2 Na1 71.02(17) . . ?
C4 C3 C2 106.2(3) . . ?
C4 C3 Na1 111.01(19) . . ?
C2 C3 Na1 78.86(17) . . ?
C3 C4 N1 110.6(3) . . ?
C3 C4 C5 129.7(3) . . ?
N1 C4 C5 119.3(2) . . ?
C6 C5 C4 107.8(2) . . ?
C6 C5 C23 109.0(2) . . ?
C4 C5 C23 110.7(2) . . ?
C6 C5 C21 108.9(2) . . ?
C4 C5 C21 109.2(2) . . ?
C23 C5 C21 111.3(2) . . ?
C7 C6 N2 105.4(2) . . ?
C7 C6 C5 128.5(3) . . ?
N2 C6 C5 126.1(2) . . ?
C7 C6 Pr1 73.86(16) . . ?
N2 C6 Pr1 74.79(15) . . ?
C5 C6 Pr1 115.22(17) . . ?
C6 C7 C8 111.6(3) . . ?
C6 C7 Pr1 78.37(16) . . ?
C8 C7 Pr1 75.41(15) . . ?
C9 C8 C7 105.3(2) . . ?
C9 C8 Pr1 149.7(2) . 7 ?
C7 C8 Pr1 105.01(18) . 7 ?
C9 C8 Pr1 77.01(14) . . ?
C7 C8 Pr1 76.18(15) . . ?
Pr1 C8 Pr1 109.97(8) 7 . ?
C8 C9 N2 110.9(3) . . ?
C8 C9 C10 122.6(3) . . ?
N2 C9 C10 126.5(3) . . ?
C8 C9 Pr1 74.91(14) . . ?
N2 C9 Pr1 76.81(16) . . ?
C10 C9 Pr1 113.26(17) . . ?
C11 C10 C9 107.0(2) . . ?
C11 C10 C27 109.5(2) . . ?
C9 C10 C27 109.9(2) . . ?
C11 C10 C25 111.1(2) . . ?
C9 C10 C25 108.4(2) . . ?
C27 C10 C25 110.8(2) . . ?
N3 C11 C12 110.2(3) . . ?
N3 C11 C10 119.0(2) . . ?
C12 C11 C10 130.5(3) . . ?
C11 C12 C13 106.7(3) . . ?
C14 C13 C12 107.3(3) . . ?
C13 C14 N3 109.5(3) . . ?
C13 C14 C15 130.8(3) . . ?
N3 C14 C15 119.4(2) . . ?
C14 C15 C16 109.5(2) . . ?
C14 C15 C31 108.8(3) . . ?
C16 C15 C31 108.3(2) . . ?
C14 C15 C29 110.0(3) . . ?
C16 C15 C29 109.4(3) . . ?
C31 C15 C29 110.8(2) . . ?
N4 C16 C17 110.1(3) . . ?
N4 C16 C15 121.3(2) . . ?
C17 C16 C15 128.6(3) . . ?
N4 C16 Pr1 70.86(14) . . ?
C17 C16 Pr1 82.10(17) . . ?
C15 C16 Pr1 114.28(19) . . ?
C16 C17 C18 106.3(3) . . ?
C16 C17 Pr1 69.84(17) . . ?
C18 C17 Pr1 75.65(17) . . ?
C19 C18 C17 106.3(3) . . ?
C19 C18 Pr1 69.32(17) . . ?
C17 C18 Pr1 76.11(17) . . ?
N4 C19 C18 110.7(3) . . ?
N4 C19 C20 120.8(3) . . ?
C18 C19 C20 128.4(3) . . ?
N4 C19 Pr1 71.68(15) . . ?
C18 C19 Pr1 82.49(18) . . ?
C20 C19 Pr1 115.14(19) . . ?
C1 C20 C19 110.5(2) . . ?
C1 C20 C33 109.3(3) . . ?
C19 C20 C33 108.7(2) . . ?
C1 C20 C35 108.2(2) . . ?
C19 C20 C35 108.8(3) . . ?
C33 C20 C35 111.4(3) . . ?
C22 C21 C5 115.1(3) . . ?
C24 C23 C5 114.5(3) . . ?
C26 C25 C10 115.6(3) . . ?
C28 C27 C10 115.0(3) . . ?
C30 C29 C15 115.4(3) . . ?
C32 C31 C15 114.9(3) . . ?
C34 C33 C20 114.5(3) . . ?
C36 C35 C20 116.2(3) . . ?
O4 Na1 O1 132.68(13) . . ?
O4 Na1 O2 100.23(12) . . ?
O1 Na1 O2 71.61(10) . . ?
O4 Na1 O3 68.19(12) . . ?
O1 Na1 O3 93.61(12) . . ?
O2 Na1 O3 147.48(12) . . ?
O4 Na1 C3 98.64(12) . . ?
O1 Na1 C3 128.60(11) . . ?
O2 Na1 C3 106.74(10) . . ?
O3 Na1 C3 105.06(12) . . ?
O4 Na1 C2 122.63(12) . . ?
O1 Na1 C2 101.82(11) . . ?
O2 Na1 C2 114.89(10) . . ?
O3 Na1 C2 96.15(11) . . ?
C3 Na1 C2 30.12(10) . . ?
O4 Na1 C39 130.49(14) . . ?
O1 Na1 C39 53.19(11) . . ?
O2 Na1 C39 30.27(10) . . ?
O3 Na1 C39 146.73(14) . . ?
C3 Na1 C39 99.01(12) . . ?
C2 Na1 C39 93.26(12) . . ?
C37 O1 C38 113.7(3) . . ?
C37 O1 Na1 135.6(3) . . ?
C38 O1 Na1 110.7(2) . . ?
O1 C38 C39 108.7(3) . . ?
O2 C39 C38 112.6(4) . . ?
O2 C39 Na1 57.25(18) . . ?
C38 C39 Na1 87.4(2) . . ?
C40 O2 C39 113.7(3) . . ?
C40 O2 Na1 140.1(2) . . ?
C39 O2 Na1 92.5(2) . . ?
C42 O3 C41 113.9(4) . . ?
C42 O3 Na1 110.9(3) . . ?
C41 O3 Na1 120.8(4) . . ?
O3 C42 C43 112.9(4) . . ?
O4 C43 C42 110.5(4) . . ?
C43 O4 C44 116.0(4) . . ?
C43 O4 Na1 118.9(3) . . ?
C44 O4 Na1 123.9(3) . . ?
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 N3 2.475(2) . ?
Pr1 N1 2.506(2) . ?
Pr1 C8 2.512(2) 7 ?
Pr1 N4 2.664(2) . ?
Pr1 C19 2.756(3) . ?
Pr1 C16 2.774(3) . ?
Pr1 C8 2.837(2) . ?
Pr1 C7 2.846(3) . ?
Pr1 C9 2.863(3) . ?
Pr1 N2 2.882(3) . ?
Pr1 C6 2.902(3) . ?
Pr1 C18 2.921(3) . ?
N1 C1 1.383(3) . ?
N1 C4 1.384(3) . ?
N2 C9 1.387(4) . ?
N2 C6 1.441(4) . ?
N3 C11 1.370(4) . ?
N3 C14 1.388(4) . ?
N4 C19 1.365(4) . ?
N4 C16 1.388(4) . ?
C1 C2 1.377(4) . ?
C1 C20 1.519(4) . ?
C2 C3 1.420(5) . ?
C2 Na1 2.777(4) . ?
C3 C4 1.379(4) . ?
C3 Na1 2.676(3) . ?
C4 C5 1.519(4) . ?
C5 C6 1.518(4) . ?
C5 C23 1.540(4) . ?
C5 C21 1.549(4) . ?
C6 C7 1.380(4) . ?
C7 C8 1.394(4) . ?
C8 C9 1.383(4) . ?
C8 Pr1 2.512(2) 7 ?
C9 C10 1.521(4) . ?
C10 C11 1.512(4) . ?
C10 C27 1.539(4) . ?
C10 C25 1.548(4) . ?
C11 C12 1.379(4) . ?
C12 C13 1.400(4) . ?
C13 C14 1.376(4) . ?
C14 C15 1.510(4) . ?
C15 C16 1.520(4) . ?
C15 C31 1.548(4) . ?
C15 C29 1.552(4) . ?
C16 C17 1.390(4) . ?
C17 C18 1.427(4) . ?
C18 C19 1.391(4) . ?
C19 C20 1.521(4) . ?
C20 C33 1.553(4) . ?
C20 C35 1.558(4) . ?
C21 C22 1.529(4) . ?
C23 C24 1.531(5) . ?
C25 C26 1.491(5) . ?
C27 C28 1.530(4) . ?
C29 C30 1.511(5) . ?
C31 C32 1.524(5) . ?
C33 C34 1.504(5) . ?
C35 C36 1.510(5) . ?
Na1 O4 2.337(3) . ?
Na1 O1 2.342(3) . ?
Na1 O2 2.386(3) . ?
Na1 O3 2.438(3) . ?
Na1 C39 2.834(5) . ?
C37 O1 1.411(5) . ?
O1 C38 1.420(5) . ?
C38 C39 1.483(6) . ?
C39 O2 1.430(4) . ?
O2 C40 1.399(5) . ?
C41 O3 1.411(6) . ?
O3 C42 1.359(6) . ?
C42 C43 1.458(8) . ?
C43 O4 1.395(6) . ?
O4 C44 1.418(7) . ?
