#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/36/2223600.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2223600
loop_
_publ_author_name
'Liu, Jian-Feng'
'Liu, Jia-Lu'
'Zhao, Guo-Liang'
_publ_section_title
;Tris{2-methoxy-6-[(4-methylphenyl)iminiomethyl]phenolato-κ²O,O'}tris(thiocyanato-κN)praseodymium(III)
 monohydrate
;
_journal_coeditor_code           AT2866
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1269
_journal_page_last               m1270
_journal_paper_doi               10.1107/S1600536809038823
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Pr (N C S)3 (C15 H15 N O2)3], H2 O'
_chemical_formula_moiety         'C48 H45 N6 O6 Pr S3, H2 O'
_chemical_formula_sum            'C48 H47 N6 O7 Pr S3'
_chemical_formula_weight         1057.01
_chemical_name_systematic
;
Tris{2-methoxy-6-[(4-methylphenyl)iminiomethyl]phenolato-
κ²O,O'}tris(thiocyanato-κN)praseodymium(III)
monohydrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 105.810(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.6770(6)
_cell_length_b                   14.2420(5)
_cell_length_c                   22.2021(8)
_cell_measurement_reflns_used    4646
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.72
_cell_volume                     5073.8(3)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_av_sigmaI/netI    0.0526
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            39629
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.72
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.137
_exptl_absorpt_correction_T_max  0.956
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.400
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     589
_refine_ls_number_reflns         8927
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0392
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0462P)²+0.1769P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0883
_refine_ls_wR_factor_ref         0.0977
_reflns_number_gt                6217
_reflns_number_total             8927
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2866.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2223600
_cod_database_fobs_code          2223600
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr Pr 0.212161(10) 0.224658(13) 0.892590(8) 0.04806(5) Uani d . 1 . .
S S1 -0.05204(9) 0.13555(12) 0.73132(8) 0.1423(6) Uani d . 1 . .
S S2 0.25332(6) -0.10349(9) 1.01053(6) 0.0999(4) Uani d . 1 . .
S S3 0.33254(9) 0.39684(10) 1.10377(5) 0.1191(5) Uani d . 1 . .
N N1 0.47905(15) 0.12318(18) 1.00203(11) 0.0503(7) Uani d . 1 . .
H H1A 0.4258 0.1270 0.9874 0.060 Uiso calc R 1 . .
N N2 0.45556(16) 0.3989(2) 0.93078(12) 0.0610(8) Uani d . 1 . .
H H2A 0.4104 0.3749 0.9356 0.073 Uiso calc R 1 . .
N N3 -0.02353(15) 0.07807(18) 0.91915(11) 0.0509(7) Uani d . 1 . .
H H3A 0.0253 0.0956 0.9178 0.061 Uiso calc R 1 . .
N N4 0.1111(2) 0.1421(3) 0.80336(15) 0.0965(12) Uani d U 1 . .
N N5 0.21804(18) 0.0642(2) 0.94577(15) 0.0773(10) Uani d . 1 . .
N N6 0.27758(18) 0.2739(2) 1.00482(13) 0.0686(9) Uani d . 1 . .
O O1 0.35015(12) 0.15979(16) 0.91093(9) 0.0540(6) Uani d . 1 . .
O O1W 0.83860(12) 0.06713(16) 1.23844(9) 0.676(14) Uani d RD 1 . .
H H1WB 0.861(3) 0.1157(15) 1.259(3) 1.014 Uiso d D 1 . .
H H1WA 0.8812(17) 0.031(3) 1.247(6) 1.014 Uiso d D 1 . .
O O2 0.28259(14) 0.19880(17) 0.79334(9) 0.0645(7) Uani d . 1 . .
O O3 0.30182(13) 0.35646(15) 0.88812(9) 0.0568(6) Uani d . 1 . .
O O4 0.16395(15) 0.35905(18) 0.79935(10) 0.0716(8) Uani d . 1 . .
O O5 0.08437(13) 0.20881(14) 0.92029(10) 0.0568(6) Uani d . 1 . .
O O6 0.12286(14) 0.38343(16) 0.91669(11) 0.0653(7) Uani d . 1 . .
C C1 0.48704(18) 0.1579(2) 0.89903(14) 0.0476(8) Uani d . 1 . .
C C2 0.40013(19) 0.1696(2) 0.87554(14) 0.0485(8) Uani d . 1 . .
C C3 0.3681(2) 0.1914(2) 0.81113(14) 0.0534(9) Uani d . 1 . .
C C4 0.4189(2) 0.2025(2) 0.77316(15) 0.0631(10) Uani d . 1 . .
H H4A 0.3963 0.2163 0.7310 0.076 Uiso calc R 1 . .
C C5 0.5054(2) 0.1931(3) 0.79749(17) 0.0714(11) Uani d . 1 . .
H H5A 0.5401 0.2021 0.7715 0.086 Uiso calc R 1 . .
C C6 0.5392(2) 0.1708(3) 0.85876(15) 0.0626(10) Uani d . 1 . .
H H6A 0.5966 0.1640 0.8743 0.075 Uiso calc R 1 . .
C C7 0.52250(19) 0.1356(2) 0.96227(15) 0.0525(9) Uani d . 1 . .
H H7A 0.5801 0.1294 0.9764 0.063 Uiso calc R 1 . .
C C8 0.2427(3) 0.2025(4) 0.72728(16) 0.0934(15) Uani d . 1 . .
H H8C 0.1996 0.1559 0.7166 0.140 Uiso calc R 1 . .
H H8B 0.2831 0.1905 0.7046 0.140 Uiso calc R 1 . .
H H8A 0.2189 0.2636 0.7165 0.140 Uiso calc R 1 . .
C C9 0.50968(19) 0.1039(2) 1.06729(14) 0.0503(8) Uani d . 1 . .
C C10 0.5913(2) 0.0798(2) 1.09475(15) 0.0602(10) Uani d . 1 . .
H H10A 0.6286 0.0730 1.0706 0.072 Uiso calc R 1 . .
C C11 0.6171(2) 0.0662(3) 1.15818(17) 0.0731(12) Uani d . 1 . .
H H11A 0.6723 0.0496 1.1764 0.088 Uiso calc R 1 . .
C C12 0.5645(3) 0.0761(3) 1.19596(17) 0.0784(12) Uani d . 1 . .
C C13 0.4827(3) 0.0982(3) 1.16702(18) 0.0867(13) Uani d . 1 . .
H H13A 0.4451 0.1036 1.1910 0.104 Uiso calc R 1 . .
C C14 0.4550(2) 0.1128(3) 1.10301(16) 0.0698(11) Uani d . 1 . .
H H14A 0.3996 0.1285 1.0845 0.084 Uiso calc R 1 . .
C C15 0.5951(3) 0.0605(4) 1.26608(18) 0.1164(18) Uani d . 1 . .
H H15A 0.6537 0.0468 1.2774 0.175 Uiso calc R 1 . .
H H15B 0.5656 0.0087 1.2777 0.175 Uiso calc R 1 . .
H H15C 0.5855 0.1161 1.2875 0.175 Uiso calc R 1 . .
C C16 0.3713(2) 0.4573(3) 0.83420(15) 0.0647(10) Uani d . 1 . .
C C17 0.3005(2) 0.4080(2) 0.83957(15) 0.0581(9) Uani d . 1 . .
C C18 0.2269(2) 0.4138(3) 0.78989(15) 0.0658(10) Uani d . 1 . .
C C19 0.2230(3) 0.4700(3) 0.73899(18) 0.0919(14) Uani d . 1 . .
H H19A 0.1734 0.4752 0.7075 0.110 Uiso calc R 1 . .
C C20 0.2929(3) 0.5189(4) 0.7343(2) 0.1121(17) Uani d . 1 . .
H H20A 0.2899 0.5557 0.6991 0.134 Uiso calc R 1 . .
C C21 0.3658(3) 0.5140(3) 0.7802(2) 0.0966(14) Uani d . 1 . .
H H21A 0.4120 0.5476 0.7764 0.116 Uiso calc R 1 . .
C C22 0.4475(2) 0.4495(3) 0.88076(17) 0.0688(11) Uani d . 1 . .
H H22A 0.4937 0.4816 0.8755 0.083 Uiso calc R 1 . .
C C23 0.0823(3) 0.3711(3) 0.7574(2) 0.0994(16) Uani d . 1 . .
H H23C 0.0665 0.3152 0.7329 0.149 Uiso calc R 1 . .
H H23A 0.0828 0.4233 0.7300 0.149 Uiso calc R 1 . .
H H23B 0.0430 0.3831 0.7810 0.149 Uiso calc R 1 . .
C C24 0.5290(2) 0.3785(2) 0.97819(17) 0.0617(10) Uani d . 1 . .
C C25 0.6074(2) 0.3848(3) 0.9690(2) 0.0816(13) Uani d . 1 . .
H H25A 0.6140 0.4057 0.9310 0.098 Uiso calc R 1 . .
C C26 0.6757(3) 0.3600(3) 1.0167(2) 0.0972(16) Uani d . 1 . .
H H26A 0.7282 0.3638 1.0100 0.117 Uiso calc R 1 . .
C C27 0.6694(3) 0.3296(3) 1.0739(2) 0.0918(15) Uani d . 1 . .
C C28 0.5902(3) 0.3248(3) 1.08205(19) 0.0828(13) Uani d . 1 . .
H H28A 0.5841 0.3050 1.1205 0.099 Uiso calc R 1 . .
C C29 0.5200(2) 0.3484(3) 1.03516(18) 0.0700(11) Uani d . 1 . .
H H29A 0.4674 0.3440 1.0418 0.084 Uiso calc R 1 . .
C C30 0.7450(3) 0.3013(4) 1.1258(3) 0.134(2) Uani d . 1 . .
H H30A 0.7278 0.2828 1.1620 0.201 Uiso calc R 1 . .
H H30B 0.7826 0.3536 1.1364 0.201 Uiso calc R 1 . .
H H30C 0.7726 0.2498 1.1120 0.201 Uiso calc R 1 . .
C C31 -0.0547(2) 0.2409(2) 0.92143(16) 0.0581(9) Uani d . 1 . .
C C32 0.0262(2) 0.2684(2) 0.92020(14) 0.0499(8) Uani d . 1 . .
C C33 0.0432(2) 0.3660(2) 0.91852(15) 0.0593(10) Uani d . 1 . .
C C34 -0.0174(3) 0.4306(3) 0.91777(19) 0.0815(12) Uani d . 1 . .
H H34A -0.0058 0.4942 0.9157 0.098 Uiso calc R 1 . .
C C35 -0.0957(3) 0.4025(3) 0.9200(2) 0.1002(15) Uani d . 1 . .
H H35A -0.1360 0.4477 0.9201 0.120 Uiso calc R 1 . .
C C36 -0.1150(2) 0.3107(3) 0.9221(2) 0.0858(13) Uani d . 1 . .
H H36A -0.1680 0.2932 0.9240 0.103 Uiso calc R 1 . .
C C37 -0.0748(2) 0.1450(2) 0.92179(15) 0.0590(9) Uani d . 1 . .
H H37A -0.1279 0.1289 0.9241 0.071 Uiso calc R 1 . .
C C38 0.1510(3) 0.4783(3) 0.9233(2) 0.0907(13) Uani d . 1 . .
H H38A 0.1083 0.5177 0.9312 0.136 Uiso calc R 1 . .
H H38B 0.1632 0.4982 0.8854 0.136 Uiso calc R 1 . .
H H38C 0.2004 0.4829 0.9576 0.136 Uiso calc R 1 . .
C C39 -0.03682(19) -0.0199(2) 0.91820(14) 0.0481(8) Uani d . 1 . .
C C40 -0.1077(2) -0.0589(2) 0.92811(15) 0.0583(9) Uani d . 1 . .
H H40A -0.1492 -0.0208 0.9356 0.070 Uiso calc R 1 . .
C C41 -0.1163(2) -0.1552(3) 0.92669(15) 0.0654(10) Uani d . 1 . .
H H41A -0.1645 -0.1812 0.9331 0.079 Uiso calc R 1 . .
C C42 -0.0564(2) -0.2142(2) 0.91618(15) 0.0634(10) Uani d . 1 . .
C C43 0.0147(2) -0.1732(3) 0.90665(17) 0.0705(11) Uani d . 1 . .
H H43A 0.0564 -0.2113 0.8994 0.085 Uiso calc R 1 . .
C C44 0.0246(2) -0.0768(3) 0.90785(15) 0.0616(10) Uani d . 1 . .
H H44A 0.0728 -0.0505 0.9016 0.074 Uiso calc R 1 . .
C C45 -0.0661(3) -0.3192(3) 0.9153(2) 0.0917(14) Uani d . 1 . .
H H45A -0.1186 -0.3352 0.9226 0.138 Uiso calc R 1 . .
H H45B -0.0216 -0.3464 0.9475 0.138 Uiso calc R 1 . .
H H45C -0.0641 -0.3431 0.8753 0.138 Uiso calc R 1 . .
C C46 0.0431(3) 0.1384(3) 0.77308(18) 0.0851(13) Uani d U 1 . .
C C47 0.23374(19) -0.0036(3) 0.97341(17) 0.0634(10) Uani d . 1 . .
C C48 0.2994(2) 0.3241(3) 1.04593(15) 0.0606(10) Uani d . 1 . .
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'
S S 0.1246 0.1234 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O5 Pr O1 . . 143.11(7) ?
O5 Pr O3 . . 133.63(7) ?
O1 Pr O3 . . 74.44(7) ?
O5 Pr N4 . . 72.84(10) ?
O1 Pr N4 . . 110.96(10) ?
O3 Pr N4 . . 128.27(10) ?
O5 Pr N6 . . 87.03(9) ?
O1 Pr N6 . . 78.71(9) ?
O3 Pr N6 . . 73.74(8) ?
N4 Pr N6 . . 157.10(11) ?
O5 Pr N5 . . 73.82(8) ?
O1 Pr N5 . . 70.44(8) ?
O3 Pr N5 . . 139.89(8) ?
N4 Pr N5 . . 83.07(12) ?
N6 Pr N5 . . 80.87(10) ?
O5 Pr O4 . . 99.22(7) ?
O1 Pr O4 . . 117.40(7) ?
O3 Pr O4 . . 59.36(7) ?
N4 Pr O4 . . 74.87(10) ?
N6 Pr O4 . . 120.21(9) ?
N5 Pr O4 . . 157.94(9) ?
O5 Pr O2 . . 142.14(7) ?
O1 Pr O2 . . 59.64(6) ?
O3 Pr O2 . . 70.85(7) ?
N4 Pr O2 . . 69.63(9) ?
N6 Pr O2 . . 130.75(8) ?
N5 Pr O2 . . 105.95(9) ?
O4 Pr O2 . . 66.44(7) ?
O5 Pr O6 . . 58.33(7) ?
O1 Pr O6 . . 143.12(7) ?
O3 Pr O6 . . 75.60(7) ?
N4 Pr O6 . . 104.35(10) ?
N6 Pr O6 . . 72.62(9) ?
N5 Pr O6 . . 125.46(9) ?
O4 Pr O6 . . 61.99(7) ?
O2 Pr O6 . . 127.57(7) ?
C7 N1 C9 . . 127.3(3) ?
C7 N1 H1A . . 116.4 ?
C9 N1 H1A . . 116.4 ?
C22 N2 C24 . . 128.2(3) ?
C22 N2 H2A . . 115.9 ?
C24 N2 H2A . . 115.9 ?
C37 N3 C39 . . 128.8(3) ?
C37 N3 H3A . . 115.6 ?
C39 N3 H3A . . 115.6 ?
C46 N4 Pr . . 145.4(4) ?
C47 N5 Pr . . 169.0(3) ?
C48 N6 Pr . . 157.1(3) ?
C2 O1 Pr . . 126.68(18) ?
H1WB O1W H1WA . . 99.00 ?
C3 O2 C8 . . 116.8(3) ?
C3 O2 Pr . . 114.19(17) ?
C8 O2 Pr . . 128.6(2) ?
C17 O3 Pr . . 126.99(19) ?
C18 O4 C23 . . 117.6(3) ?
C18 O4 Pr . . 115.42(19) ?
C23 O4 Pr . . 126.8(2) ?
C32 O5 Pr . . 131.5(2) ?
C33 O6 C38 . . 117.8(3) ?
C33 O6 Pr . . 115.25(19) ?
C38 O6 Pr . . 126.9(2) ?
C7 C1 C2 . . 120.5(3) ?
C7 C1 C6 . . 119.7(3) ?
C2 C1 C6 . . 119.8(3) ?
O1 C2 C1 . . 121.8(3) ?
O1 C2 C3 . . 120.4(3) ?
C1 C2 C3 . . 117.8(3) ?
C4 C3 O2 . . 125.9(3) ?
C4 C3 C2 . . 121.7(3) ?
O2 C3 C2 . . 112.5(3) ?
C3 C4 C5 . . 120.0(3) ?
C3 C4 H4A . . 120.0 ?
C5 C4 H4A . . 120.0 ?
C6 C5 C4 . . 120.6(3) ?
C6 C5 H5A . . 119.7 ?
C4 C5 H5A . . 119.7 ?
C5 C6 C1 . . 120.2(3) ?
C5 C6 H6A . . 119.9 ?
C1 C6 H6A . . 119.9 ?
N1 C7 C1 . . 123.4(3) ?
N1 C7 H7A . . 118.3 ?
C1 C7 H7A . . 118.3 ?
O2 C8 H8C . . 109.5 ?
O2 C8 H8B . . 109.5 ?
H8C C8 H8B . . 109.5 ?
O2 C8 H8A . . 109.5 ?
H8C C8 H8A . . 109.5 ?
H8B C8 H8A . . 109.5 ?
C14 C9 C10 . . 120.1(3) ?
C14 C9 N1 . . 117.4(3) ?
C10 C9 N1 . . 122.4(3) ?
C11 C10 C9 . . 119.1(3) ?
C11 C10 H10A . . 120.4 ?
C9 C10 H10A . . 120.4 ?
C10 C11 C12 . . 122.6(4) ?
C10 C11 H11A . . 118.7 ?
C12 C11 H11A . . 118.7 ?
C11 C12 C13 . . 117.0(3) ?
C11 C12 C15 . . 121.2(4) ?
C13 C12 C15 . . 121.8(4) ?
C12 C13 C14 . . 121.6(4) ?
C12 C13 H13A . . 119.2 ?
C14 C13 H13A . . 119.2 ?
C9 C14 C13 . . 119.5(3) ?
C9 C14 H14A . . 120.3 ?
C13 C14 H14A . . 120.3 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C17 C16 C22 . . 120.6(3) ?
C17 C16 C21 . . 119.3(3) ?
C22 C16 C21 . . 120.0(4) ?
O3 C17 C16 . . 121.8(3) ?
O3 C17 C18 . . 119.7(3) ?
C16 C17 C18 . . 118.5(3) ?
O4 C18 C19 . . 126.4(3) ?
O4 C18 C17 . . 112.8(3) ?
C19 C18 C17 . . 120.8(4) ?
C18 C19 C20 . . 120.3(4) ?
C18 C19 H19A . . 119.9 ?
C20 C19 H19A . . 119.9 ?
C21 C20 C19 . . 121.1(4) ?
C21 C20 H20A . . 119.4 ?
C19 C20 H20A . . 119.4 ?
C20 C21 C16 . . 119.9(4) ?
C20 C21 H21A . . 120.0 ?
C16 C21 H21A . . 120.0 ?
N2 C22 C16 . . 122.3(3) ?
N2 C22 H22A . . 118.8 ?
C16 C22 H22A . . 118.8 ?
O4 C23 H23C . . 109.5 ?
O4 C23 H23A . . 109.5 ?
H23C C23 H23A . . 109.5 ?
O4 C23 H23B . . 109.5 ?
H23C C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C25 C24 C29 . . 119.9(3) ?
C25 C24 N2 . . 122.8(3) ?
C29 C24 N2 . . 117.2(3) ?
C26 C25 C24 . . 119.3(4) ?
C26 C25 H25A . . 120.4 ?
C24 C25 H25A . . 120.4 ?
C27 C26 C25 . . 122.6(4) ?
C27 C26 H26A . . 118.7 ?
C25 C26 H26A . . 118.7 ?
C26 C27 C28 . . 117.0(4) ?
C26 C27 C30 . . 122.0(5) ?
C28 C27 C30 . . 121.0(5) ?
C29 C28 C27 . . 122.3(4) ?
C29 C28 H28A . . 118.9 ?
C27 C28 H28A . . 118.9 ?
C28 C29 C24 . . 118.9(4) ?
C28 C29 H29A . . 120.5 ?
C24 C29 H29A . . 120.5 ?
C27 C30 H30A . . 109.5 ?
C27 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C27 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C37 C31 C32 . . 120.0(3) ?
C37 C31 C36 . . 120.7(3) ?
C32 C31 C36 . . 119.4(3) ?
O5 C32 C31 . . 122.7(3) ?
O5 C32 C33 . . 119.3(3) ?
C31 C32 C33 . . 118.0(3) ?
C34 C33 O6 . . 127.0(3) ?
C34 C33 C32 . . 120.5(3) ?
O6 C33 C32 . . 112.4(3) ?
C33 C34 C35 . . 120.6(4) ?
C33 C34 H34A . . 119.7 ?
C35 C34 H34A . . 119.7 ?
C36 C35 C34 . . 121.2(4) ?
C36 C35 H35A . . 119.4 ?
C34 C35 H35A . . 119.4 ?
C35 C36 C31 . . 120.2(4) ?
C35 C36 H36A . . 119.9 ?
C31 C36 H36A . . 119.9 ?
N3 C37 C31 . . 123.7(3) ?
N3 C37 H37A . . 118.2 ?
C31 C37 H37A . . 118.2 ?
O6 C38 H38A . . 109.5 ?
O6 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
O6 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C44 C39 C40 . . 120.0(3) ?
C44 C39 N3 . . 117.7(3) ?
C40 C39 N3 . . 122.3(3) ?
C39 C40 C41 . . 119.1(3) ?
C39 C40 H40A . . 120.5 ?
C41 C40 H40A . . 120.5 ?
C42 C41 C40 . . 122.5(3) ?
C42 C41 H41A . . 118.8 ?
C40 C41 H41A . . 118.8 ?
C41 C42 C43 . . 117.3(3) ?
C41 C42 C45 . . 122.1(4) ?
C43 C42 C45 . . 120.6(4) ?
C44 C43 C42 . . 121.1(4) ?
C44 C43 H43A . . 119.4 ?
C42 C43 H43A . . 119.4 ?
C39 C44 C43 . . 119.9(3) ?
C39 C44 H44A . . 120.0 ?
C43 C44 H44A . . 120.0 ?
C42 C45 H45A . . 109.5 ?
C42 C45 H45B . . 109.5 ?
H45A C45 H45B . . 109.5 ?
C42 C45 H45C . . 109.5 ?
H45A C45 H45C . . 109.5 ?
H45B C45 H45C . . 109.5 ?
N4 C46 S1 . . 178.8(5) ?
N5 C47 S2 . . 177.4(4) ?
N6 C48 S3 . . 178.4(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pr O5 . 2.384(2) yes
Pr O1 . 2.409(2) yes
Pr O3 . 2.419(2) yes
Pr N4 . 2.515(3) yes
Pr N6 . 2.532(3) yes
Pr N5 . 2.562(3) yes
Pr O4 . 2.773(2) yes
Pr O2 . 2.790(2) yes
Pr O6 . 2.838(2) yes
S1 C46 . 1.605(4) ?
S2 C47 . 1.632(4) ?
S3 C48 . 1.625(4) ?
N1 C7 . 1.298(4) ?
N1 C9 . 1.426(4) ?
N1 H1A . 0.8600 ?
N2 C22 . 1.299(4) ?
N2 C24 . 1.411(4) ?
N2 H2A . 0.8600 ?
N3 C37 . 1.292(4) ?
N3 C39 . 1.412(4) ?
N3 H3A . 0.8600 ?
N4 C46 . 1.152(5) ?
N5 C47 . 1.135(4) ?
N6 C48 . 1.138(4) ?
O1 C2 . 1.299(4) ?
O1W H1WB . 0.86000 ?
O1W H1WA . 0.86000 ?
O2 C3 . 1.376(4) ?
O2 C8 . 1.437(4) ?
O3 C17 . 1.299(4) ?
O4 C18 . 1.368(4) ?
O4 C23 . 1.436(4) ?
O5 C32 . 1.289(4) ?
O6 C33 . 1.364(4) ?
O6 C38 . 1.425(4) ?
C1 C7 . 1.403(4) ?
C1 C2 . 1.410(4) ?
C1 C6 . 1.419(4) ?
C2 C3 . 1.418(4) ?
C3 C4 . 1.357(5) ?
C4 C5 . 1.403(5) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.361(5) ?
C5 H5A . 0.9300 ?
C6 H6A . 0.9300 ?
C7 H7A . 0.9300 ?
C8 H8C . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8A . 0.9600 ?
C9 C14 . 1.368(5) ?
C9 C10 . 1.375(4) ?
C10 C11 . 1.370(5) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.376(5) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.377(5) ?
C12 C15 . 1.517(5) ?
C13 C14 . 1.385(5) ?
C13 H13A . 0.9300 ?
C14 H14A . 0.9300 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 C17 . 1.406(5) ?
C16 C22 . 1.406(5) ?
C16 C21 . 1.428(5) ?
C17 C18 . 1.412(4) ?
C18 C19 . 1.372(5) ?
C19 C20 . 1.386(6) ?
C19 H19A . 0.9300 ?
C20 C21 . 1.358(6) ?
C20 H20A . 0.9300 ?
C21 H21A . 0.9300 ?
C22 H22A . 0.9300 ?
C23 H23C . 0.9600 ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C24 C25 . 1.380(5) ?
C24 C29 . 1.382(5) ?
C25 C26 . 1.373(5) ?
C25 H25A . 0.9300 ?
C26 C27 . 1.372(6) ?
C26 H26A . 0.9300 ?
C27 C28 . 1.382(6) ?
C27 C30 . 1.513(6) ?
C28 C29 . 1.380(5) ?
C28 H28A . 0.9300 ?
C29 H29A . 0.9300 ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
C31 C37 . 1.407(5) ?
C31 C32 . 1.412(5) ?
C31 C36 . 1.417(5) ?
C32 C33 . 1.421(4) ?
C33 C34 . 1.363(5) ?
C34 C35 . 1.380(6) ?
C34 H34A . 0.9300 ?
C35 C36 . 1.351(6) ?
C35 H35A . 0.9300 ?
C36 H36A . 0.9300 ?
C37 H37A . 0.9300 ?
C38 H38A . 0.9600 ?
C38 H38B . 0.9600 ?
C38 H38C . 0.9600 ?
C39 C44 . 1.373(5) ?
C39 C40 . 1.377(4) ?
C40 C41 . 1.378(5) ?
C40 H40A . 0.9300 ?
C41 C42 . 1.374(5) ?
C41 H41A . 0.9300 ?
C42 C43 . 1.390(5) ?
C42 C45 . 1.503(5) ?
C43 C44 . 1.383(5) ?
C43 H43A . 0.9300 ?
C44 H44A . 0.9300 ?
C45 H45A . 0.9600 ?
C45 H45B . 0.9600 ?
C45 H45C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A O1 . 0.86 1.88 2.572(3) 136.7
N2 H2A O3 . 0.86 1.85 2.552(3) 137.7
N3 H3A O5 . 0.86 1.88 2.585(3) 137.7
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O5 Pr N4 C46 . . . . 39.5(6) ?
O1 Pr N4 C46 . . . . -179.4(6) ?
O3 Pr N4 C46 . . . . -93.0(6) ?
N6 Pr N4 C46 . . . . 69.0(7) ?
N5 Pr N4 C46 . . . . 114.7(6) ?
O4 Pr N4 C46 . . . . -65.4(6) ?
O2 Pr N4 C46 . . . . -135.4(6) ?
O6 Pr N4 C46 . . . . -10.2(6) ?
O5 Pr N5 C47 . . . . -142.0(17) ?
O1 Pr N5 C47 . . . . 28.7(16) ?
O3 Pr N5 C47 . . . . -1.5(17) ?
N4 Pr N5 C47 . . . . 143.9(17) ?
N6 Pr N5 C47 . . . . -52.4(17) ?
O4 Pr N5 C47 . . . . 143.8(16) ?
O2 Pr N5 C47 . . . . 77.5(17) ?
O6 Pr N5 C47 . . . . -113.4(17) ?
O5 Pr N6 C48 . . . . -91.9(7) ?
O1 Pr N6 C48 . . . . 122.3(7) ?
O3 Pr N6 C48 . . . . 45.4(7) ?
N4 Pr N6 C48 . . . . -120.0(7) ?
N5 Pr N6 C48 . . . . -166.0(7) ?
O4 Pr N6 C48 . . . . 7.0(8) ?
O2 Pr N6 C48 . . . . 90.8(7) ?
O6 Pr N6 C48 . . . . -34.2(7) ?
O5 Pr O1 C2 . . . . 160.6(2) ?
O3 Pr O1 C2 . . . . -54.1(2) ?
N4 Pr O1 C2 . . . . 71.5(3) ?
N6 Pr O1 C2 . . . . -130.1(2) ?
N5 Pr O1 C2 . . . . 145.6(3) ?
O4 Pr O1 C2 . . . . -11.8(3) ?
O2 Pr O1 C2 . . . . 22.5(2) ?
O6 Pr O1 C2 . . . . -90.8(2) ?
O5 Pr O2 C3 . . . . -159.49(19) ?
O1 Pr O2 C3 . . . . -20.3(2) ?
O3 Pr O2 C3 . . . . 62.5(2) ?
N4 Pr O2 C3 . . . . -151.6(2) ?
N6 Pr O2 C3 . . . . 16.1(3) ?
N5 Pr O2 C3 . . . . -75.5(2) ?
O4 Pr O2 C3 . . . . 126.6(2) ?
O6 Pr O2 C3 . . . . 115.7(2) ?
O5 Pr O2 C8 . . . . 28.0(4) ?
O1 Pr O2 C8 . . . . 167.1(3) ?
O3 Pr O2 C8 . . . . -110.1(3) ?
N4 Pr O2 C8 . . . . 35.8(3) ?
N6 Pr O2 C8 . . . . -156.4(3) ?
N5 Pr O2 C8 . . . . 112.0(3) ?
O4 Pr O2 C8 . . . . -46.0(3) ?
O6 Pr O2 C8 . . . . -56.9(3) ?
O5 Pr O3 C17 . . . . -93.8(3) ?
O1 Pr O3 C17 . . . . 114.4(3) ?
N4 Pr O3 C17 . . . . 9.7(3) ?
N6 Pr O3 C17 . . . . -163.1(3) ?
N5 Pr O3 C17 . . . . 143.9(3) ?
O4 Pr O3 C17 . . . . -21.7(2) ?
O2 Pr O3 C17 . . . . 51.7(2) ?
O6 Pr O3 C17 . . . . -87.4(3) ?
O5 Pr O4 C18 . . . . 154.0(2) ?
O1 Pr O4 C18 . . . . -30.6(2) ?
O3 Pr O4 C18 . . . . 18.3(2) ?
N4 Pr O4 C18 . . . . -136.7(2) ?
N6 Pr O4 C18 . . . . 62.1(2) ?
N5 Pr O4 C18 . . . . -136.5(3) ?
O2 Pr O4 C18 . . . . -62.7(2) ?
O6 Pr O4 C18 . . . . 107.6(2) ?
O5 Pr O4 C23 . . . . -31.7(3) ?
O1 Pr O4 C23 . . . . 143.7(3) ?
O3 Pr O4 C23 . . . . -167.4(3) ?
N4 Pr O4 C23 . . . . 37.6(3) ?
N6 Pr O4 C23 . . . . -123.6(3) ?
N5 Pr O4 C23 . . . . 37.8(4) ?
O2 Pr O4 C23 . . . . 111.7(3) ?
O6 Pr O4 C23 . . . . -78.1(3) ?
O1 Pr O5 C32 . . . . 154.8(2) ?
O3 Pr O5 C32 . . . . 24.1(3) ?
N4 Pr O5 C32 . . . . -102.9(3) ?
N6 Pr O5 C32 . . . . 88.1(3) ?
N5 Pr O5 C32 . . . . 169.5(3) ?
O4 Pr O5 C32 . . . . -32.0(3) ?
O2 Pr O5 C32 . . . . -95.2(3) ?
O6 Pr O5 C32 . . . . 16.8(2) ?
O5 Pr O6 C33 . . . . -13.66(19) ?
O1 Pr O6 C33 . . . . -151.71(19) ?
O3 Pr O6 C33 . . . . 171.8(2) ?
N4 Pr O6 C33 . . . . 45.3(2) ?
N6 Pr O6 C33 . . . . -111.1(2) ?
N5 Pr O6 C33 . . . . -46.4(2) ?
O4 Pr O6 C33 . . . . 109.1(2) ?
O2 Pr O6 C33 . . . . 120.4(2) ?
O5 Pr O6 C38 . . . . 170.2(3) ?
O1 Pr O6 C38 . . . . 32.2(3) ?
O3 Pr O6 C38 . . . . -4.4(3) ?
N4 Pr O6 C38 . . . . -130.8(3) ?
N6 Pr O6 C38 . . . . 72.8(3) ?
N5 Pr O6 C38 . . . . 137.5(3) ?
O4 Pr O6 C38 . . . . -67.0(3) ?
O2 Pr O6 C38 . . . . -55.7(3) ?
Pr O1 C2 C1 . . . . 157.8(2) ?
Pr O1 C2 C3 . . . . -23.0(4) ?
C7 C1 C2 O1 . . . . -0.3(5) ?
C6 C1 C2 O1 . . . . -179.0(3) ?
C7 C1 C2 C3 . . . . -179.5(3) ?
C6 C1 C2 C3 . . . . 1.8(5) ?
C8 O2 C3 C4 . . . . 11.4(5) ?
Pr O2 C3 C4 . . . . -162.1(3) ?
C8 O2 C3 C2 . . . . -168.2(3) ?
Pr O2 C3 C2 . . . . 18.3(3) ?
O1 C2 C3 C4 . . . . 179.6(3) ?
C1 C2 C3 C4 . . . . -1.1(5) ?
O1 C2 C3 O2 . . . . -0.7(4) ?
C1 C2 C3 O2 . . . . 178.5(3) ?
O2 C3 C4 C5 . . . . 179.9(3) ?
C2 C3 C4 C5 . . . . -0.5(5) ?
C3 C4 C5 C6 . . . . 1.5(6) ?
C4 C5 C6 C1 . . . . -0.8(6) ?
C7 C1 C6 C5 . . . . -179.6(3) ?
C2 C1 C6 C5 . . . . -0.9(5) ?
C9 N1 C7 C1 . . . . -177.5(3) ?
C2 C1 C7 N1 . . . . 1.0(5) ?
C6 C1 C7 N1 . . . . 179.7(3) ?
C7 N1 C9 C14 . . . . 166.5(3) ?
C7 N1 C9 C10 . . . . -11.5(5) ?
C14 C9 C10 C11 . . . . -0.8(5) ?
N1 C9 C10 C11 . . . . 177.2(3) ?
C9 C10 C11 C12 . . . . -0.4(6) ?
C10 C11 C12 C13 . . . . 1.7(6) ?
C10 C11 C12 C15 . . . . -179.9(4) ?
C11 C12 C13 C14 . . . . -1.9(6) ?
C15 C12 C13 C14 . . . . 179.7(4) ?
C10 C9 C14 C13 . . . . 0.5(6) ?
N1 C9 C14 C13 . . . . -177.6(3) ?
C12 C13 C14 C9 . . . . 0.9(6) ?
Pr O3 C17 C16 . . . . -155.2(3) ?
Pr O3 C17 C18 . . . . 23.4(4) ?
C22 C16 C17 O3 . . . . 2.3(5) ?
C21 C16 C17 O3 . . . . -179.0(3) ?
C22 C16 C17 C18 . . . . -176.3(3) ?
C21 C16 C17 C18 . . . . 2.4(5) ?
C23 O4 C18 C19 . . . . -10.0(6) ?
Pr O4 C18 C19 . . . . 164.9(3) ?
C23 O4 C18 C17 . . . . 169.8(3) ?
Pr O4 C18 C17 . . . . -15.3(4) ?
O3 C17 C18 O4 . . . . -1.8(5) ?
C16 C17 C18 O4 . . . . 176.8(3) ?
O3 C17 C18 C19 . . . . 178.0(3) ?
C16 C17 C18 C19 . . . . -3.4(6) ?
O4 C18 C19 C20 . . . . -177.3(4) ?
C17 C18 C19 C20 . . . . 2.9(6) ?
C18 C19 C20 C21 . . . . -1.4(8) ?
C19 C20 C21 C16 . . . . 0.4(8) ?
C17 C16 C21 C20 . . . . -0.9(6) ?
C22 C16 C21 C20 . . . . 177.8(4) ?
C24 N2 C22 C16 . . . . 174.1(3) ?
C17 C16 C22 N2 . . . . -1.5(6) ?
C21 C16 C22 N2 . . . . 179.8(4) ?
C22 N2 C24 C25 . . . . -21.2(6) ?
C22 N2 C24 C29 . . . . 160.7(4) ?
C29 C24 C25 C26 . . . . 0.7(6) ?
N2 C24 C25 C26 . . . . -177.3(4) ?
C24 C25 C26 C27 . . . . -0.6(7) ?
C25 C26 C27 C28 . . . . 0.0(7) ?
C25 C26 C27 C30 . . . . 179.2(4) ?
C26 C27 C28 C29 . . . . 0.5(6) ?
C30 C27 C28 C29 . . . . -178.7(4) ?
C27 C28 C29 C24 . . . . -0.5(6) ?
C25 C24 C29 C28 . . . . -0.2(5) ?
N2 C24 C29 C28 . . . . 178.0(3) ?
Pr O5 C32 C31 . . . . 161.9(2) ?
Pr O5 C32 C33 . . . . -17.8(4) ?
C37 C31 C32 O5 . . . . -1.0(5) ?
C36 C31 C32 O5 . . . . 179.1(3) ?
C37 C31 C32 C33 . . . . 178.7(3) ?
C36 C31 C32 C33 . . . . -1.2(5) ?
C38 O6 C33 C34 . . . . 9.4(5) ?
Pr O6 C33 C34 . . . . -167.1(3) ?
C38 O6 C33 C32 . . . . -171.8(3) ?
Pr O6 C33 C32 . . . . 11.7(3) ?
O5 C32 C33 C34 . . . . 179.4(3) ?
C31 C32 C33 C34 . . . . -0.4(5) ?
O5 C32 C33 O6 . . . . 0.5(4) ?
C31 C32 C33 O6 . . . . -179.3(3) ?
O6 C33 C34 C35 . . . . -179.8(4) ?
C32 C33 C34 C35 . . . . 1.5(6) ?
C33 C34 C35 C36 . . . . -1.0(7) ?
C34 C35 C36 C31 . . . . -0.6(7) ?
C37 C31 C36 C35 . . . . -178.2(4) ?
C32 C31 C36 C35 . . . . 1.7(6) ?
C39 N3 C37 C31 . . . . -178.9(3) ?
C32 C31 C37 N3 . . . . -2.2(5) ?
C36 C31 C37 N3 . . . . 177.7(3) ?
C37 N3 C39 C44 . . . . 172.5(3) ?
C37 N3 C39 C40 . . . . -8.4(5) ?
C44 C39 C40 C41 . . . . -0.8(5) ?
N3 C39 C40 C41 . . . . -179.8(3) ?
C39 C40 C41 C42 . . . . 0.5(5) ?
C40 C41 C42 C43 . . . . -0.1(5) ?
C40 C41 C42 C45 . . . . 179.4(3) ?
C41 C42 C43 C44 . . . . 0.1(5) ?
C45 C42 C43 C44 . . . . -179.5(3) ?
C40 C39 C44 C43 . . . . 0.7(5) ?
N3 C39 C44 C43 . . . . 179.8(3) ?
C42 C43 C44 C39 . . . . -0.4(5) ?
