#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:42:55 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263741 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/66/7706610.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_7706610
loop_
_publ_author_name
'Zhang, Jianfeng'
'Wenzel, Marco'
'Schnaars, Kathleen'
'Hennersdorf, Felix'
'Schwedtmann, Kai'
'März, Juliane'
'Rossberg, André'
'Kaden, Peter'
'Kraus, Florian'
'Stumpf, Thorsten'
'Weigand, Jan J.'
_publ_section_title
;
 Coordination of trivalent lanthanum and cerium, and tetravalent cerium
 and actinides (An = Th(IV), U(IV), Np(IV)) by a 4-phosphoryl
 1H-pyrazol-5-olate ligand in solution and the solid state.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3550
_journal_page_last               3558
_journal_paper_doi               10.1039/d1dt00365h
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C68 H96 N8 O16 P4 U, 3(C2 H3 N), 2(H3 O1.5)'
_chemical_formula_sum            'C74 H111 N11 O19 P4 U'
_chemical_formula_weight         1820.64
_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_Hall           '-P 4a'
_space_group_name_H-M_alt        'P 4/n :2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-04-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-04-16 deposited with the CCDC.	2021-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.68430(10)
_cell_length_b                   17.68430(10)
_cell_length_c                   13.7690(2)
_cell_measurement_reflns_used    16571
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.0070
_cell_measurement_theta_min      3.1980
_cell_volume                     4306.04(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -21.00  68.00   0.50    2.00    --   42.50 -81.00 140.00  178
  2  ω    101.00 129.00   0.50    8.00    --  111.00 -81.00 140.00   56
  3  ω    116.00 177.00   0.50    8.00    --  111.00  81.00 -97.00  122
  4  ω     44.00  69.00   0.50    8.00    --  111.00 -81.00 140.00   50
  5  ω    -70.00  35.00   0.50    2.00    --  -38.50  81.00 -97.00  210
  6  ω    -81.00 -27.00   0.50    2.00    --  -38.50 -57.00  90.00  108
  7  ω    -47.00  -8.00   0.50    2.00    --  -38.50 125.00 150.00   78
  8  ω    -70.00  35.00   0.50    2.00    --  -38.50  77.00  30.00  210
  9  ω    -29.00  24.00   0.50    2.00    --   42.50 -38.00 -30.00  106
 10  ω     38.00  63.00   0.50    2.00    --   42.50 -38.00 -30.00   50
 11  ω    -20.00   6.00   0.50    2.00    --   42.50 -77.00  60.00   52
 12  ω     22.00  49.00   0.50    2.00    --   42.50 -77.00  60.00   54
 13  ω     49.00  76.00   0.50    8.00    --  111.00 -94.00-150.00   54
 14  ω     30.00 106.00   0.50    8.00    --  111.00 -94.00 120.00  152
 15  ω     80.00 107.00   0.50    8.00    --  111.00 -94.00 -60.00   54
 16  ω    108.00 177.00   0.50    8.00    --  111.00  77.00 -60.00  138
 17  ω     81.00 107.00   0.50    8.00    --  111.00 -94.00-150.00   52
 18  ω     44.00  79.00   0.50    8.00    --  111.00-125.00 -90.00   70
 19  ω     40.00 111.00   0.50    8.00    --  111.00-125.00 120.00  142
 20  ω    104.00 177.00   0.50    8.00    --  111.00  77.00 -30.00  146
 21  ω     97.00 124.00   0.50    8.00    --  111.00  30.00 -60.00   54
 22  ω     39.00  77.00   0.50    8.00    --  111.00 -94.00 -60.00   76
 23  ω    137.00 165.00   0.50    8.00    --  111.00  61.00-180.00   56
 24  ω    145.00 172.00   0.50    8.00    --  111.00  30.00 -60.00   54
 25  ω     79.00 106.00   0.50    8.00    --  111.00 -94.00-180.00   54
 26  ω     30.00  42.50   0.50    8.00    --  111.00 -94.00 -90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0424217000
_diffrn_orient_matrix_UB_12      -0.0697743000
_diffrn_orient_matrix_UB_13      0.0388439000
_diffrn_orient_matrix_UB_21      -0.0123285000
_diffrn_orient_matrix_UB_22      -0.0279619000
_diffrn_orient_matrix_UB_23      -0.1048359000
_diffrn_orient_matrix_UB_31      0.0750937000
_diffrn_orient_matrix_UB_32      -0.0439736000
_diffrn_orient_matrix_UB_33      0.0049752000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29394
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.916
_diffrn_reflns_theta_min         3.210
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.592
_exptl_absorpt_correction_T_max  0.849
_exptl_absorpt_correction_T_min  0.590
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_description       block
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.107
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.025
_refine_diff_density_max         1.068
_refine_diff_density_min         -0.971
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4509
_refine_ls_number_restraints     77
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0343
_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)+(0.0587P)²+4.5348P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0928
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4349
_reflns_number_total             4509
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00365h2.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 7706609--7706617.cif.'
_cod_original_cell_volume        4306.04(8)
_cod_original_sg_symbol_H-M      'P 4/n'
_cod_database_code               7706610
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C74H113N11NUO20P4 '
_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.
;
_shelx_estimated_absorpt_t_max   0.853
_shelx_estimated_absorpt_t_min   0.539
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H5A,H5B} of O6
 At 1.5 times of:
  All C(H,H,H) groups, {H6A,H6B} of O6, All C(H,H,H,H,H,H) groups
2. Restrained distances
 O5-H5B = O5-H5A
 0.87 with sigma of 0.001
 C18-H18C_$1 = C18-H18A_$1 = C18-H18B_$1
 0.96 with sigma of 0.001
 H18B-H18A \\sim H18A-H18C \\sim H18B-H18C
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
N4 \\sim C20 \\sim C21 \\sim N5 \\sim C23 \\sim C22: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Same fragment restrains
{N4, C21, C20} sigma for 1-2: 0.02, 1-3: 0.02
as
{N5, C23, C22}
5. Others
 Fixed Sof: N5(0.25) C23(0.25) C22(0.25) H22A(0.25) H22B(0.25) H22C(0.25)
 H18A(0.25) H18B(0.25) H18C(0.25) N4(0.25) C21(0.25) C20(0.25) H20A(0.25)
 H20B(0.25) H20C(0.25) O5(0.5) O6(0.25) H6A(0.25) H6B(0.25) H5A(0.5) H5B(0.5)
6.a Free rotating group:
 O6(H6A,H6B,H5A,H5B)
6.b Ternary CH refined with riding coordinates:
 C12(H12), C15(H15)
6.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C9(H9), C10(H10)
6.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C22(H22A,H22B,H22C), C20(H20A,
 H20B,H20C)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.448
_oxdiff_exptl_absorpt_empirical_full_min 0.615
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
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
C1 C 0.42760(18) 0.27189(17) 0.4646(3) 0.0243(6) Uani 1 1 d . . . . .
C2 C 0.4626(2) 0.3149(2) 0.3913(3) 0.0270(7) Uani 1 1 d . . . . .
C3 C 0.53820(19) 0.3254(2) 0.4247(3) 0.0337(8) Uani 1 1 d . . . . .
C4 C 0.6000(3) 0.3656(3) 0.3720(4) 0.0478(12) Uani 1 1 d . . . . .
H4A H 0.608995 0.340778 0.309462 0.072 Uiso 1 1 calc GR . . . .
H4B H 0.646290 0.364107 0.411033 0.072 Uiso 1 1 calc GR . . . .
H4C H 0.585183 0.418312 0.361009 0.072 Uiso 1 1 calc GR . . . .
C5 C 0.4747(2) 0.2212(2) 0.6242(3) 0.0277(7) Uani 1 1 d . . . . .
C6 C 0.4248(2) 0.1604(2) 0.6331(3) 0.0295(7) Uani 1 1 d . . . . .
H6 H 0.393941 0.145451 0.579981 0.035 Uiso 1 1 calc R . . . .
C7 C 0.4211(2) 0.1219(2) 0.7215(3) 0.0341(8) Uani 1 1 d . . . . .
H7 H 0.387227 0.080509 0.727974 0.041 Uiso 1 1 calc R . . . .
C8 C 0.4655(2) 0.1426(2) 0.8000(3) 0.0375(8) Uani 1 1 d . . . . .
C9 C 0.5138(2) 0.2042(2) 0.7894(3) 0.0397(9) Uani 1 1 d . . . . .
H9 H 0.544359 0.219526 0.842587 0.048 Uiso 1 1 calc R . . . .
C10 C 0.5181(2) 0.2434(2) 0.7027(3) 0.0339(8) Uani 1 1 d . . . . .
H10 H 0.550922 0.285674 0.697017 0.041 Uiso 1 1 calc R . . . .
C11 C 0.4617(4) 0.0982(4) 0.8942(3) 0.0576(14) Uani 1 1 d . . . . .
H11A H 0.410175 0.100557 0.920378 0.086 Uiso 1 1 calc GR . . . .
H11B H 0.497037 0.120007 0.941324 0.086 Uiso 1 1 calc GR . . . .
H11C H 0.475307 0.045352 0.881857 0.086 Uiso 1 1 calc GR . . . .
C12 C 0.4514(3) 0.3193(3) 0.0988(3) 0.0415(9) Uani 1 1 d . . . . .
H12 H 0.425395 0.369223 0.091713 0.050 Uiso 1 1 calc R . . . .
C13 C 0.4010(3) 0.2576(3) 0.0608(4) 0.0588(13) Uani 1 1 d . . . . .
H13A H 0.389276 0.267233 -0.007667 0.088 Uiso 1 1 calc GR . . . .
H13B H 0.353967 0.256485 0.098454 0.088 Uiso 1 1 calc GR . . . .
H13C H 0.426809 0.208772 0.066813 0.088 Uiso 1 1 calc GR . . . .
C14 C 0.5274(3) 0.3228(3) 0.0504(4) 0.0629(14) Uani 1 1 d . . . . .
H14A H 0.520764 0.332188 -0.019225 0.094 Uiso 1 1 calc GR . . . .
H14B H 0.553858 0.274604 0.059720 0.094 Uiso 1 1 calc GR . . . .
H14C H 0.557299 0.363770 0.079069 0.094 Uiso 1 1 calc GR . . . .
C15 C 0.3849(2) 0.4886(2) 0.3064(4) 0.0410(10) Uani 1 1 d . . . . .
H15 H 0.333221 0.468082 0.319565 0.049 Uiso 1 1 calc R . . . .
C16 C 0.4203(4) 0.5138(3) 0.3996(4) 0.0606(15) Uani 1 1 d . . . . .
H16A H 0.471471 0.532521 0.386854 0.091 Uiso 1 1 calc GR . . . .
H16B H 0.422748 0.471017 0.444758 0.091 Uiso 1 1 calc GR . . . .
H16C H 0.389782 0.554313 0.428300 0.091 Uiso 1 1 calc GR . . . .
C17 C 0.3799(3) 0.5510(2) 0.2321(4) 0.0500(11) Uani 1 1 d . . . . .
H17A H 0.430628 0.571138 0.219442 0.075 Uiso 1 1 calc GR . . . .
H17B H 0.347440 0.591569 0.256922 0.075 Uiso 1 1 calc GR . . . .
H17C H 0.358522 0.530991 0.171759 0.075 Uiso 1 1 calc GR . . . .
N1 N 0.48131(15) 0.26013(16) 0.5343(2) 0.0282(6) Uani 1 1 d . . . . .
N2 N 0.54990(17) 0.29340(17) 0.5092(3) 0.0366(7) Uani 1 1 d . . . . .
U1 U 0.250000 0.250000 0.38069(2) 0.01965(9) Uani 1 4 d S T P . .
O1 O 0.35967(12) 0.24520(12) 0.47076(17) 0.0228(4) Uani 1 1 d . . . . .
O2 O 0.33667(13) 0.32313(13) 0.28648(18) 0.0261(5) Uani 1 1 d . . . . .
O3 O 0.46616(15) 0.30453(14) 0.2021(2) 0.0337(6) Uani 1 1 d . . . . .
O4 O 0.43246(14) 0.42909(13) 0.2625(2) 0.0305(5) Uani 1 1 d . . . . .
P1 P 0.41927(5) 0.34294(5) 0.28503(7) 0.02578(18) Uani 1 1 d . . . . .
N5 N 0.3317(13) 0.7866(15) 0.0498(18) 0.083(5) Uani 0.25 1 d D U . A -2
C23 C 0.2877(16) 0.764(2) 0.102(2) 0.075(5) Uani 0.25 1 d D U . A -2
C22 C 0.252(4) 0.738(3) 0.173(3) 0.077(7) Uani 0.25 1 d D U . A -2
H22A H 0.224771 0.692332 0.154021 0.115 Uiso 0.25 1 calc GR . . A -2
H22B H 0.216395 0.776182 0.196388 0.115 Uiso 0.25 1 calc GR . . A -2
H22C H 0.288067 0.725689 0.225186 0.115 Uiso 0.25 1 calc GR . . A -2
H18A H 0.236(5) 0.2070(19) 0.653(4) 0.115 Uiso 0.25 1 d DR . . B -1
H18B H 0.3027(13) 0.254(5) 0.676(7) 0.115 Uiso 0.25 1 d DR . . C -1
H18C H 0.230(4) 0.290(2) 0.653(4) 0.115 Uiso 0.25 1 d DR . . D -1
C18 C 0.250000 0.250000 0.6917(7) 0.0442(19) Uani 1 4 d DS T P . .
C19 C 0.250000 0.250000 0.7958(9) 0.071(3) Uani 1 4 d S T P . .
N3 N 0.250000 0.250000 0.8737(8) 0.152(9) Uani 1 4 d S T P . .
N4 N 0.3138(13) 0.6688(13) 0.0589(17) 0.081(5) Uani 0.25 1 d D U . E -1
C21 C 0.2867(16) 0.7107(18) 0.1108(19) 0.072(5) Uani 0.25 1 d D U . E -1
C20 C 0.276(2) 0.762(2) 0.172(3) 0.080(6) Uani 0.25 1 d D U . E -1
H20A H 0.229026 0.789008 0.156219 0.120 Uiso 0.25 1 calc GR . . E -1
H20B H 0.318459 0.797731 0.169983 0.120 Uiso 0.25 1 calc GR . . E -1
H20C H 0.272066 0.740037 0.236823 0.120 Uiso 0.25 1 calc GR . . E -1
O5 O 0.6927(4) 0.3050(5) 0.6211(5) 0.0452(17) Uani 0.5 1 d D . . . .
O6 O 0.7959(7) 0.1984(7) 0.5575(15) 0.065(5) Uani 0.25 1 d . . . . .
H6A H 0.775994 0.153882 0.548661 0.097 Uiso 0.25 1 d G . . . .
H6B H 0.843427 0.197425 0.541020 0.097 Uiso 0.25 1 d G . . . .
H5A H 0.650204 0.295045 0.592075 0.078 Uiso 0.5 1 d DG . . . .
H5B H 0.727392 0.270869 0.611605 0.078 Uiso 0.5 1 d DG . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0324
0 0 1 0.0324
-1 1 0 0.0537
1 -1 0 0.0537
1 1 0 0.0127
-1 -1 0 0.0127
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
N1 C1 C2 106.3(3) . . ?
O1 C1 C2 130.7(3) . . ?
O1 C1 N1 123.0(3) . . ?
C1 C2 C3 104.6(3) . . ?
C1 C2 P1 124.7(3) . . ?
C3 C2 P1 130.7(3) . . ?
C2 C3 C4 126.3(4) . . ?
N2 C3 C2 112.2(3) . . ?
N2 C3 C4 121.5(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 N1 120.1(3) . . ?
C10 C5 C6 120.0(3) . . ?
C10 C5 N1 119.8(3) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 C5 118.8(3) . . ?
C7 C6 H6 120.6 . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.7(4) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C9 118.2(4) . . ?
C7 C8 C11 120.3(4) . . ?
C9 C8 C11 121.5(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.1(4) . . ?
C10 C9 H9 119.4 . . ?
C5 C10 C9 120.2(4) . . ?
C5 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 H12 109.5 . . ?
C14 C12 H12 109.5 . . ?
C14 C12 C13 113.9(4) . . ?
O3 C12 H12 109.5 . . ?
O3 C12 C13 108.2(4) . . ?
O3 C12 C14 106.2(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 H15 109.6 . . ?
C16 C15 C17 112.9(4) . . ?
C17 C15 H15 109.6 . . ?
O4 C15 H15 109.6 . . ?
O4 C15 C16 109.0(4) . . ?
O4 C15 C17 106.1(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1 N1 C5 128.9(3) . . ?
C1 N1 N2 111.5(3) . . ?
N2 N1 C5 119.6(3) . . ?
C3 N2 N1 105.4(3) . . ?
O1 U1 O1 73.15(5) 4 2 ?
O1 U1 O1 73.15(5) . 3 ?
O1 U1 O1 114.86(11) . 2 ?
O1 U1 O1 73.15(5) 3 2 ?
O1 U1 O1 114.86(11) 3 4 ?
O1 U1 O1 73.15(5) . 4 ?
O1 U1 O2 144.37(8) . 2 ?
O1 U1 O2 144.37(8) 3 4 ?
O1 U1 O2 79.21(8) 2 3 ?
O1 U1 O2 144.37(8) 4 3 ?
O1 U1 O2 76.82(8) 4 4 ?
O1 U1 O2 140.52(8) 4 . ?
O1 U1 O2 140.52(8) 2 4 ?
O1 U1 O2 79.22(8) . 4 ?
O1 U1 O2 79.21(8) 4 2 ?
O1 U1 O2 76.82(8) . . ?
O1 U1 O2 140.52(8) 3 2 ?
O1 U1 O2 144.37(8) 2 . ?
O1 U1 O2 140.52(8) . 3 ?
O1 U1 O2 79.21(8) 3 . ?
O1 U1 O2 76.82(8) 3 3 ?
O1 U1 O2 76.82(8) 2 2 ?
O2 U1 O2 72.85(6) 2 3 ?
O2 U1 O2 72.85(6) 2 4 ?
O2 U1 O2 114.21(12) 2 . ?
O2 U1 O2 72.85(6) 4 . ?
O2 U1 O2 114.21(12) 4 3 ?
O2 U1 O2 72.84(6) 3 . ?
C1 O1 U1 137.1(2) . . ?
P1 O2 U1 139.25(14) . . ?
C12 O3 P1 122.3(3) . . ?
C15 O4 P1 121.7(2) . . ?
O2 P1 C2 110.69(15) . . ?
O2 P1 O3 115.06(15) . . ?
O2 P1 O4 111.89(13) . . ?
O3 P1 C2 105.00(16) . . ?
O3 P1 O4 101.44(14) . . ?
O4 P1 C2 112.33(17) . . ?
N5 C23 C22 166(4) . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
H18A C18 H18A 113(8) . 2 ?
H18A C18 H18B 100(4) . . ?
H18A C18 H18B 100(4) 2 2 ?
H18A C18 H18B 64(6) . 2 ?
H18A C18 H18C 100(3) . . ?
H18A C18 H18C 37(6) . 2 ?
H18B C18 H18A 64(6) . 2 ?
H18B C18 H18B 154(10) . 2 ?
H18B C18 H18C 64(6) . 2 ?
H18B C18 H18C 100(4) . . ?
H18C C18 H18A 100(3) 2 2 ?
H18C C18 H18A 37(6) . 2 ?
H18C C18 H18B 100(4) 2 2 ?
H18C C18 H18B 64(6) . 2 ?
H18C C18 H18C 112(8) . 2 ?
C19 C18 H18A 124(4) . . ?
C19 C18 H18A 124(4) . 2 ?
C19 C18 H18B 103(6) . . ?
C19 C18 H18B 103(6) . 2 ?
C19 C18 H18C 124(4) . . ?
C19 C18 H18C 124(4) . 2 ?
N3 C19 C18 180.0 . . ?
N4 C21 C20 164(4) . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O6 O5 H5A 74.5 2_655 . ?
O6 O5 H5B 69.5 2_655 . ?
H5A O5 H5B 113.5 . . ?
O5 O6 H6A 99.5 2_655 . ?
O5 O6 H6B 92.1 2_655 . ?
H6A O6 H6B 109.5 . . ?
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
C1 C2 1.407(5) . ?
C1 N1 1.367(4) . ?
C1 O1 1.293(4) . ?
C2 C3 1.427(5) . ?
C2 P1 1.724(4) . ?
C3 C4 1.491(5) . ?
C3 N2 1.311(6) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.397(5) . ?
C5 C10 1.382(5) . ?
C5 N1 1.421(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.396(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.385(6) . ?
C8 C9 1.392(6) . ?
C8 C11 1.518(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.383(6) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 1.0000 . ?
C12 C13 1.504(7) . ?
C12 C14 1.501(6) . ?
C12 O3 1.470(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.495(8) . ?
C15 C17 1.507(6) . ?
C15 O4 1.477(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
N1 N2 1.392(4) . ?
U1 O1 2.304(2) 4 ?
U1 O1 2.304(2) 2 ?
U1 O1 2.304(2) 3 ?
U1 O1 2.304(2) . ?
U1 O2 2.388(2) 4 ?
U1 O2 2.388(2) 2 ?
U1 O2 2.388(2) 3 ?
U1 O2 2.388(2) . ?
O2 P1 1.502(2) . ?
O3 P1 1.566(3) . ?
O4 P1 1.572(2) . ?
N5 C23 1.13(3) . ?
C23 C22 1.25(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C18 H18A 0.9600(10) . ?
C18 H18B 0.9600(12) . ?
C18 H18C 0.9600(10) . ?
C18 C19 1.433(15) . ?
C19 N3 1.072(16) . ?
N4 C21 1.14(3) . ?
C21 C20 1.25(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O5 O6 0.900(19) 2_655 ?
O5 H5A 0.8700 . ?
O5 H5B 0.8701 . ?
O6 H6A 0.8712 . ?
O6 H6B 0.8713 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 178.0(4) . . . . ?
C1 C2 C3 N2 -0.4(4) . . . . ?
C1 C2 P1 O2 6.7(4) . . . . ?
C1 C2 P1 O3 -118.1(3) . . . . ?
C1 C2 P1 O4 132.5(3) . . . . ?
C1 N1 N2 C3 0.1(4) . . . . ?
C2 C1 N1 C5 178.7(3) . . . . ?
C2 C1 N1 N2 -0.3(4) . . . . ?
C2 C1 O1 U1 -3.3(6) . . . . ?
C2 C3 N2 N1 0.2(4) . . . . ?
C3 C2 P1 O2 -176.0(3) . . . . ?
C3 C2 P1 O3 59.3(4) . . . . ?
C3 C2 P1 O4 -50.1(4) . . . . ?
C4 C3 N2 N1 -178.3(4) . . . . ?
C5 C6 C7 C8 0.0(6) . . . . ?
C5 N1 N2 C3 -179.0(3) . . . . ?
C6 C5 C10 C9 1.8(5) . . . . ?
C6 C5 N1 C1 31.3(5) . . . . ?
C6 C5 N1 N2 -149.8(3) . . . . ?
C6 C7 C8 C9 1.0(6) . . . . ?
C6 C7 C8 C11 -178.3(4) . . . . ?
C7 C8 C9 C10 -0.6(6) . . . . ?
C8 C9 C10 C5 -0.8(6) . . . . ?
C10 C5 C6 C7 -1.4(5) . . . . ?
C10 C5 N1 C1 -149.2(4) . . . . ?
C10 C5 N1 N2 29.7(5) . . . . ?
C11 C8 C9 C10 178.7(4) . . . . ?
C12 O3 P1 C2 -174.8(3) . . . . ?
C12 O3 P1 O2 63.3(3) . . . . ?
C12 O3 P1 O4 -57.7(3) . . . . ?
C13 C12 O3 P1 -96.2(4) . . . . ?
C14 C12 O3 P1 141.1(3) . . . . ?
C15 O4 P1 C2 -83.5(3) . . . . ?
C15 O4 P1 O2 41.7(3) . . . . ?
C15 O4 P1 O3 164.9(3) . . . . ?
C16 C15 O4 P1 90.8(4) . . . . ?
C17 C15 O4 P1 -147.4(3) . . . . ?
N1 C1 C2 C3 0.4(4) . . . . ?
N1 C1 C2 P1 178.3(3) . . . . ?
N1 C1 O1 U1 177.9(2) . . . . ?
N1 C5 C6 C7 178.2(3) . . . . ?
N1 C5 C10 C9 -177.8(3) . . . . ?
U1 O2 P1 C2 -11.1(3) . . . . ?
U1 O2 P1 O3 107.7(2) . . . . ?
U1 O2 P1 O4 -137.2(2) . . . . ?
O1 C1 C2 C3 -178.5(3) . . . . ?
O1 C1 C2 P1 -0.6(6) . . . . ?
O1 C1 N1 C5 -2.3(5) . . . . ?
O1 C1 N1 N2 178.7(3) . . . . ?
P1 C2 C3 C4 0.3(6) . . . . ?
P1 C2 C3 N2 -178.1(3) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0022 0.0002 -0.9993 -0.0389 0.1047 -0.0048
-0.0022 -0.0002 0.9993 0.0389 -0.1047 0.0048
-1.0001 1.0002 0.0005 -0.0273 -0.0157 -0.1191
1.0001 -1.0002 -0.0005 0.0273 0.0157 0.1191
0.9995 0.9985 0.0018 -0.1120 -0.0404 0.0312
-0.9995 -0.9985 -0.0018 0.1120 0.0404 -0.0312
