#------------------------------------------------------------------------------
#$Date: 2020-03-05 02:07:31 +0200 (Thu, 05 Mar 2020) $
#$Revision: 248941 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/32/7703283.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_7703283
loop_
_publ_author_name
'Urbanovský, Peter'
'Kotek, Jan'
'Císařová, Ivana'
'Hermann, Petr'
_publ_section_title
;
 The solid-state structures and ligand cavity evaluation of
 lanthanide(iii) complexes of a DOTA analogue with a
 (dibenzylamino)methylphosphinate pendant arm.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1555
_journal_page_last               1569
_journal_paper_doi               10.1039/c9dt04056k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C30 H40 Ho N5 O8 P, Ca0.5, 6(H2 O)'
_chemical_formula_sum            'C30 H52 Ca0.5 Ho N5 O14 P'
_chemical_formula_weight         922.70
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-10-16 deposited with the CCDC.	2019-12-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.775(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.1798(13)
_cell_length_b                   10.1265(5)
_cell_length_c                   15.2799(8)
_cell_measurement_reflns_used    9855
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.3718
_cell_measurement_theta_min      2.4166
_cell_volume                     3722.4(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service v6.2.9'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            56881
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.549
_diffrn_reflns_theta_min         2.182
_diffrn_source                   'I\mS micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.309
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_description       plate
_exptl_crystal_F_000             1884
_exptl_crystal_size_max          0.144
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.026
_refine_diff_density_max         5.593
_refine_diff_density_min         -9.245
_refine_diff_density_rms         0.250
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.338
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         8553
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.337
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.1022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+139.5298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2400
_refine_ls_wR_factor_ref         0.2429
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7679
_reflns_number_total             8553
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt04056k2.cif
_cod_data_source_block           hodbamoh
_cod_depositor_comments
'Adding full bibliography for 7703270--7703283.cif.'
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_original_formula_sum        'C30 H52 Ca0.50 Ho N5 O14 P'
_cod_database_code               7703283
_shelx_shelxl_version_number     2014/7
_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_min   0.732
_shelx_estimated_absorpt_t_max   0.942
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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_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
Ho1 Ho 0.18635(2) 0.21792(6) 0.03440(4) 0.02468(17) Uani 1 1 d . . . . .
O1C O 0.1585(9) 0.364(2) 0.1756(15) 0.043(5) Uani 0.5 1 d . . P A 1
H11C H 0.1727 0.3397 0.2250 0.052 Uiso 0.5 1 d R U P A 1
H12C H 0.1247 0.3207 0.1760 0.052 Uiso 0.5 1 d R U P A 1
N1 N 0.2791(4) 0.2452(9) -0.0412(6) 0.021(2) Uani 1 1 d . . . . .
C2 C 0.2665(6) 0.3062(13) -0.1308(8) 0.030(3) Uani 1 1 d . . . . .
H21 H 0.2600 0.4021 -0.1242 0.036 Uiso 1 1 calc R U . . .
H22 H 0.2989 0.2948 -0.1648 0.036 Uiso 1 1 calc R U . . .
C3 C 0.2161(6) 0.2447(15) -0.1804(8) 0.035(3) Uani 1 1 d . . . . .
H31 H 0.2090 0.2875 -0.2387 0.042 Uiso 1 1 calc R U . . .
H32 H 0.2234 0.1498 -0.1901 0.042 Uiso 1 1 calc R U . . .
N4 N 0.1669(5) 0.2586(11) -0.1321(8) 0.034(3) Uani 1 1 d . . . . .
C5 C 0.1218(7) 0.1661(17) -0.1703(10) 0.048(4) Uani 1 1 d . . . . .
H51 H 0.0856 0.1960 -0.1523 0.057 Uiso 1 1 calc R U . . .
H52 H 0.1195 0.1701 -0.2353 0.057 Uiso 1 1 calc R U . . .
C6 C 0.1318(7) 0.0251(16) -0.1410(10) 0.042(4) Uani 1 1 d . . . . .
H61 H 0.1011 -0.0314 -0.1671 0.050 Uiso 1 1 calc R U . . .
H62 H 0.1669 -0.0072 -0.1618 0.050 Uiso 1 1 calc R U . . .
N7 N 0.1355(5) 0.0158(12) -0.0430(8) 0.031(2) Uani 1 1 d . . . . .
C8 C 0.1623(6) -0.1112(13) -0.0141(10) 0.035(3) Uani 1 1 d . . . . .
H81 H 0.1486 -0.1821 -0.0554 0.042 Uiso 1 1 calc R U . . .
H82 H 0.1516 -0.1344 0.0449 0.042 Uiso 1 1 calc R U . . .
C9 C 0.2243(6) -0.1033(12) -0.0104(8) 0.027(3) Uani 1 1 d . . . . .
H91 H 0.2408 -0.1880 0.0116 0.033 Uiso 1 1 calc R U . . .
H92 H 0.2352 -0.0887 -0.0704 0.033 Uiso 1 1 calc R U . . .
N10 N 0.2463(4) 0.0049(10) 0.0476(6) 0.021(2) Uani 1 1 d . . . . .
C11 C 0.3044(5) 0.0342(14) 0.0303(8) 0.028(3) Uani 1 1 d . . . . .
H111 H 0.3242 -0.0498 0.0226 0.034 Uiso 1 1 calc R U . . .
H112 H 0.3235 0.0802 0.0819 0.034 Uiso 1 1 calc R U . . .
C12 C 0.3074(6) 0.1189(13) -0.0506(8) 0.027(3) Uani 1 1 d . . . . .
H121 H 0.3468 0.1351 -0.0596 0.032 Uiso 1 1 calc R U . . .
H122 H 0.2897 0.0718 -0.1029 0.032 Uiso 1 1 calc R U . . .
C20 C 0.3156(5) 0.3358(13) 0.0129(7) 0.024(3) Uani 1 1 d . . . . .
H201 H 0.3465 0.3645 -0.0204 0.029 Uiso 1 1 calc R U . . .
H202 H 0.3317 0.2896 0.0667 0.029 Uiso 1 1 calc R U . . .
P1 P 0.27618(14) 0.4801(3) 0.0436(2) 0.0227(6) Uani 1 1 d . . . . .
O11 O 0.2165(4) 0.4311(9) 0.0428(6) 0.030(2) Uani 1 1 d . . . . .
O12 O 0.2850(4) 0.5952(9) -0.0138(6) 0.035(2) Uani 1 1 d . . . . .
C21 C 0.3030(5) 0.5107(14) 0.1564(8) 0.027(3) Uani 1 1 d . . . . .
H211 H 0.2821 0.5839 0.1807 0.032 Uiso 1 1 calc R U . . .
H212 H 0.2984 0.4308 0.1922 0.032 Uiso 1 1 calc R U . . .
N22 N 0.3630(4) 0.5457(11) 0.1602(7) 0.027(2) Uani 1 1 d . . . . .
C30 C 0.3713(6) 0.6856(13) 0.1433(12) 0.039(4) Uani 1 1 d . . . . .
H301 H 0.3694 0.7359 0.1985 0.047 Uiso 1 1 calc R U . . .
H302 H 0.3411 0.7175 0.0999 0.047 Uiso 1 1 calc R U . . .
C31 C 0.4266(6) 0.7113(13) 0.1088(9) 0.031(3) Uani 1 1 d . . . . .
C32A C 0.4753(13) 0.748(2) 0.166(2) 0.039(5) Uani 0.515(12) 1 d . . P B 2
H32A H 0.4747 0.7572 0.2275 0.047 Uiso 0.515(12) 1 calc R U P B 2
C33A C 0.5234(13) 0.768(3) 0.125(2) 0.045(5) Uiso 0.515(12) 1 d . . P B 2
H33A H 0.5569 0.7855 0.1611 0.054 Uiso 0.515(12) 1 calc R U P B 2
C34 C 0.5258(7) 0.7659(18) 0.0394(14) 0.056(5) Uani 1 1 d . . . . .
H34A H 0.5595 0.7843 0.0149 0.067 Uiso 0.515(12) 1 calc R U P B 2
H34B H 0.5571 0.7884 0.0097 0.067 Uiso 0.485(12) 1 calc R U P B 3
C35A C 0.4742(13) 0.734(3) -0.018(2) 0.046(6) Uani 0.515(12) 1 d . . P B 2
H35A H 0.4738 0.7306 -0.0801 0.055 Uiso 0.515(12) 1 calc R U P B 2
C36A C 0.4264(11) 0.708(2) 0.0231(19) 0.033(4) Uani 0.515(12) 1 d . . P B 2
H36A H 0.3928 0.6879 -0.0120 0.039 Uiso 0.515(12) 1 calc R U P B 2
C32B C 0.4502(14) 0.834(3) 0.115(2) 0.039(5) Uani 0.485(12) 1 d . . P B 3
H32B H 0.4307 0.9008 0.1424 0.047 Uiso 0.485(12) 1 calc R U P B 3
C33B C 0.5003(14) 0.869(4) 0.084(2) 0.045(5) Uiso 0.485(12) 1 d . . P B 3
H33B H 0.5161 0.9541 0.0919 0.054 Uiso 0.485(12) 1 calc R U P B 3
C35B C 0.5091(14) 0.639(3) 0.036(2) 0.046(6) Uani 0.485(12) 1 d . . P B 3
H35B H 0.5313 0.5702 0.0157 0.055 Uiso 0.485(12) 1 calc R U P B 3
C36B C 0.4568(12) 0.616(3) 0.064(2) 0.033(4) Uani 0.485(12) 1 d . . P B 3
H36B H 0.4404 0.5313 0.0535 0.039 Uiso 0.485(12) 1 calc R U P B 3
C40 C 0.3937(7) 0.498(2) 0.2442(10) 0.062(6) Uani 1 1 d . . . . .
H401 H 0.4320 0.5332 0.2459 0.074 Uiso 0.52(2) 1 calc R U P C 4
H402 H 0.3764 0.5416 0.2928 0.074 Uiso 0.52(2) 1 calc R U P C 4
H403 H 0.3728 0.5217 0.2945 0.074 Uiso 0.48(2) 1 calc R U P C 5
H404 H 0.4307 0.5407 0.2531 0.074 Uiso 0.48(2) 1 calc R U P C 5
C41C C 0.3980(12) 0.3747(19) 0.2636(15) 0.031(7) Uani 0.52(2) 1 d G . P C 4
C42C C 0.3791(11) 0.315(3) 0.3369(16) 0.053(8) Uani 0.52(2) 1 d G . P C 4
H42C H 0.3617 0.3665 0.3783 0.063 Uiso 0.52(2) 1 calc R U P C 4
C43C C 0.3856(11) 0.180(3) 0.3496(18) 0.075(12) Uani 0.52(2) 1 d G . P C 4
H43C H 0.3726 0.1388 0.3997 0.090 Uiso 0.52(2) 1 calc R U P C 4
C44C C 0.4110(13) 0.104(2) 0.289(2) 0.069(10) Uani 0.52(2) 1 d G . P C 4
H44C H 0.4154 0.0117 0.2978 0.082 Uiso 0.52(2) 1 calc R U P C 4
C45C C 0.4299(13) 0.164(3) 0.2158(19) 0.069(10) Uani 0.52(2) 1 d G . P C 4
H45C H 0.4473 0.1123 0.1745 0.083 Uiso 0.52(2) 1 calc R U P C 4
C46C C 0.4234(13) 0.299(3) 0.2031(14) 0.050(6) Uani 0.52(2) 1 d G U P C 4
H46C H 0.4363 0.3400 0.1530 0.060 Uiso 0.52(2) 1 calc R U P C 4
C41D C 0.4008(13) 0.337(2) 0.2389(17) 0.031(7) Uani 0.48(2) 1 d G . P C 5
C42D C 0.3736(11) 0.258(3) 0.2953(17) 0.053(8) Uani 0.48(2) 1 d G . P C 5
H42D H 0.3507 0.2972 0.3352 0.063 Uiso 0.48(2) 1 calc R U P C 5
C43D C 0.3797(12) 0.122(3) 0.293(2) 0.075(12) Uani 0.48(2) 1 d G . P C 5
H43D H 0.3611 0.0675 0.3316 0.090 Uiso 0.48(2) 1 calc R U P C 5
C44D C 0.4131(14) 0.064(2) 0.235(2) 0.069(10) Uani 0.48(2) 1 d G . P C 5
H44D H 0.4173 -0.0288 0.2333 0.082 Uiso 0.48(2) 1 calc R U P C 5
C45D C 0.4404(13) 0.144(3) 0.178(2) 0.069(10) Uani 0.48(2) 1 d G . P C 5
H45D H 0.4633 0.1044 0.1384 0.083 Uiso 0.48(2) 1 calc R U P C 5
C46D C 0.4342(12) 0.280(3) 0.1805(17) 0.050(6) Uani 0.48(2) 1 d G U P C 5
H46D H 0.4529 0.3340 0.1420 0.060 Uiso 0.48(2) 1 calc R U P C 5
C50 C 0.1436(6) 0.3933(16) -0.1395(10) 0.043(4) Uani 1 1 d . . . . .
H501 H 0.1228 0.4044 -0.1982 0.051 Uiso 1 1 calc R U . . .
H502 H 0.1744 0.4581 -0.1344 0.051 Uiso 1 1 calc R U . . .
C51 C 0.1059(7) 0.4208(17) -0.0701(13) 0.050(4) Uani 1 1 d . . . . .
O51 O 0.1059(4) 0.3370(11) -0.0047(7) 0.041(3) Uani 1 1 d . . . . .
O52 O 0.0772(6) 0.5243(15) -0.0748(12) 0.082(5) Uani 1 1 d . . . . .
C60 C 0.0796(6) 0.0195(15) -0.0104(10) 0.038(3) Uani 1 1 d . . . . .
H601 H 0.0597 -0.0642 -0.0253 0.046 Uiso 1 1 calc R U . . .
H602 H 0.0576 0.0929 -0.0389 0.046 Uiso 1 1 calc R U . . .
C61 C 0.0860(6) 0.0389(14) 0.0885(10) 0.035(3) Uani 1 1 d . . . . .
O61 O 0.1265(4) 0.1096(9) 0.1200(6) 0.033(2) Uani 1 1 d . . . . .
O62 O 0.0511(4) -0.0135(12) 0.1324(8) 0.047(3) Uani 1 1 d . . . . .
C70 C 0.2456(6) -0.0344(13) 0.1412(7) 0.025(3) Uani 1 1 d . . . . .
H701 H 0.2773 -0.0940 0.1586 0.030 Uiso 1 1 calc R U . . .
H702 H 0.2108 -0.0825 0.1489 0.030 Uiso 1 1 calc R U . . .
C71 C 0.2498(6) 0.0896(13) 0.1998(8) 0.028(3) Uani 1 1 d . . . . .
O71 O 0.2434(4) 0.1998(8) 0.1613(5) 0.028(2) Uani 1 1 d . . . . .
O72 O 0.2575(5) 0.0717(9) 0.2801(5) 0.037(2) Uani 1 1 d . . . . .
O1W O 0.0370(6) 0.7186(15) 0.1088(10) 0.076(4) Uani 1 1 d . . . . .
H11W H 0.0192 0.7755 0.1384 0.091 Uiso 1 1 d R U . . .
H12W H 0.0348 0.6285 0.1154 0.091 Uiso 1 1 d R U . . .
O2W O 0.1492(7) 0.6189(16) 0.1239(9) 0.081(5) Uani 1 1 d . . . . .
H21W H 0.1116 0.6454 0.0981 0.097 Uiso 1 1 d R U . . .
H22W H 0.1404 0.5415 0.1493 0.097 Uiso 1 1 d R U . . .
O3W O 0.2251(5) 0.3372(10) 0.3328(6) 0.049(3) Uani 1 1 d . . . . .
H31W H 0.2395 0.2672 0.3083 0.059 Uiso 1 1 d R U . . .
H32W H 0.2509 0.3800 0.3757 0.059 Uiso 1 1 d R U . . .
Ca1 Ca 0.0243(3) 0.6390(6) -0.2145(5) 0.0444(16) Uani 0.5 1 d . . P . .
O5W O 0.0000 0.4170(19) -0.2500 0.070(6) Uani 1 2 d S T P E .
O6W O 0.0170(9) 0.876(2) -0.2266(19) 0.053(7) Uani 0.5 1 d . . P E .
O7W O -0.1171(9) 0.692(2) -0.2549(18) 0.058(7) Uani 0.5 1 d . . P D 6
O8W O -0.0159(10) 0.666(2) -0.0857(15) 0.050(6) Uiso 0.5 1 d . . P E .
O9W O -0.0735(12) 0.678(3) -0.2745(19) 0.067(7) Uiso 0.5 1 d . . P E 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'
Ho Ho -0.2175 4.6783 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 '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
O71 Ho1 O11 82.2(3) . .
O71 Ho1 O51 133.2(4) . .
O11 Ho1 O51 77.1(4) . .
O71 Ho1 O61 80.8(3) . .
O11 Ho1 O61 129.0(3) . .
O51 Ho1 O61 80.6(4) . .
O71 Ho1 N4 153.1(4) . .
O11 Ho1 N4 86.0(4) . .
O51 Ho1 N4 66.2(4) . .
O61 Ho1 N4 124.8(4) . .
O71 Ho1 N10 65.2(3) . .
O11 Ho1 N10 127.6(3) . .
O51 Ho1 N10 154.3(4) . .
O61 Ho1 N10 86.5(3) . .
N4 Ho1 N10 104.8(3) . .
O71 Ho1 N7 122.8(3) . .
O11 Ho1 N7 154.5(3) . .
O51 Ho1 N7 86.9(4) . .
O61 Ho1 N7 66.0(3) . .
N4 Ho1 N7 69.3(4) . .
N10 Ho1 N7 67.5(3) . .
O71 Ho1 N1 84.9(3) . .
O11 Ho1 N1 69.2(3) . .
O51 Ho1 N1 124.2(3) . .
O61 Ho1 N1 154.3(3) . .
N4 Ho1 N1 68.3(3) . .
N10 Ho1 N1 68.2(3) . .
N7 Ho1 N1 105.4(3) . .
O71 Ho1 O1C 63.2(5) . .
O11 Ho1 O1C 63.2(5) . .
O51 Ho1 O1C 70.0(6) . .
O61 Ho1 O1C 66.2(5) . .
N4 Ho1 O1C 130.8(5) . .
N10 Ho1 O1C 124.3(5) . .
N7 Ho1 O1C 129.4(5) . .
N1 Ho1 O1C 124.9(5) . .
Ho1 O1C H11C 116.3 . .
Ho1 O1C H12C 92.2 . .
H11C O1C H12C 97.9 . .
C12 N1 C20 110.0(10) . .
C12 N1 C2 108.9(9) . .
C20 N1 C2 108.1(10) . .
C12 N1 Ho1 112.1(7) . .
C20 N1 Ho1 107.9(6) . .
C2 N1 Ho1 109.7(7) . .
C3 C2 N1 111.7(11) . .
C3 C2 H21 109.3 . .
N1 C2 H21 109.3 . .
C3 C2 H22 109.3 . .
N1 C2 H22 109.3 . .
H21 C2 H22 107.9 . .
N4 C3 C2 111.3(11) . .
N4 C3 H31 109.4 . .
C2 C3 H31 109.4 . .
N4 C3 H32 109.4 . .
C2 C3 H32 109.4 . .
H31 C3 H32 108.0 . .
C3 N4 C50 111.8(12) . .
C3 N4 C5 109.7(12) . .
C50 N4 C5 106.8(11) . .
C3 N4 Ho1 113.8(7) . .
C50 N4 Ho1 104.7(9) . .
C5 N4 Ho1 109.6(9) . .
C6 C5 N4 112.6(12) . .
C6 C5 H51 109.1 . .
N4 C5 H51 109.1 . .
C6 C5 H52 109.1 . .
N4 C5 H52 109.1 . .
H51 C5 H52 107.8 . .
N7 C6 C5 110.4(13) . .
N7 C6 H61 109.6 . .
C5 C6 H61 109.6 . .
N7 C6 H62 109.6 . .
C5 C6 H62 109.6 . .
H61 C6 H62 108.1 . .
C8 N7 C60 107.7(11) . .
C8 N7 C6 109.5(11) . .
C60 N7 C6 111.7(11) . .
C8 N7 Ho1 111.9(8) . .
C60 N7 Ho1 103.3(8) . .
C6 N7 Ho1 112.5(9) . .
N7 C8 C9 111.6(11) . .
N7 C8 H81 109.3 . .
C9 C8 H81 109.3 . .
N7 C8 H82 109.3 . .
C9 C8 H82 109.3 . .
H81 C8 H82 108.0 . .
N10 C9 C8 111.2(10) . .
N10 C9 H91 109.4 . .
C8 C9 H91 109.4 . .
N10 C9 H92 109.4 . .
C8 C9 H92 109.4 . .
H91 C9 H92 108.0 . .
C9 N10 C11 109.4(9) . .
C9 N10 C70 109.9(10) . .
C11 N10 C70 109.1(9) . .
C9 N10 Ho1 113.9(7) . .
C11 N10 Ho1 110.5(7) . .
C70 N10 Ho1 103.7(7) . .
N10 C11 C12 112.5(10) . .
N10 C11 H111 109.1 . .
C12 C11 H111 109.1 . .
N10 C11 H112 109.1 . .
C12 C11 H112 109.1 . .
H111 C11 H112 107.8 . .
N1 C12 C11 110.8(10) . .
N1 C12 H121 109.5 . .
C11 C12 H121 109.5 . .
N1 C12 H122 109.5 . .
C11 C12 H122 109.5 . .
H121 C12 H122 108.1 . .
N1 C20 P1 110.2(8) . .
N1 C20 H201 109.6 . .
P1 C20 H201 109.6 . .
N1 C20 H202 109.6 . .
P1 C20 H202 109.6 . .
H201 C20 H202 108.1 . .
O12 P1 O11 116.3(6) . .
O12 P1 C21 111.7(6) . .
O11 P1 C21 108.2(6) . .
O12 P1 C20 111.4(6) . .
O11 P1 C20 104.7(6) . .
C21 P1 C20 103.6(6) . .
P1 O11 Ho1 127.3(5) . .
N22 C21 P1 109.5(8) . .
N22 C21 H211 109.8 . .
P1 C21 H211 109.8 . .
N22 C21 H212 109.8 . .
P1 C21 H212 109.8 . .
H211 C21 H212 108.2 . .
C30 N22 C21 112.1(11) . .
C30 N22 C40 113.5(13) . .
C21 N22 C40 110.7(11) . .
N22 C30 C31 111.9(11) . .
N22 C30 H301 109.2 . .
C31 C30 H301 109.2 . .
N22 C30 H302 109.2 . .
C31 C30 H302 109.2 . .
H301 C30 H302 107.9 . .
C32B C31 C36B 115(2) . .
C36A C31 C32A 122(2) . .
C36A C31 C30 115.6(16) . .
C32B C31 C30 120.8(19) . .
C36B C31 C30 124.4(15) . .
C32A C31 C30 122.2(18) . .
C33A C32A C31 116(3) . .
C33A C32A H32A 122.0 . .
C31 C32A H32A 122.0 . .
C34 C33A C32A 125(3) . .
C34 C33A H33A 117.7 . .
C32A C33A H33A 117.7 . .
C35B C34 C33B 125(2) . .
C33A C34 C35A 118(2) . .
C33A C34 H34A 120.9 . .
C35A C34 H34A 120.9 . .
C35B C34 H34B 117.4 . .
C33B C34 H34B 117.4 . .
C36A C35A C34 117(3) . .
C36A C35A H35A 121.3 . .
C34 C35A H35A 121.3 . .
C31 C36A C35A 122(3) . .
C31 C36A H36A 119.1 . .
C35A C36A H36A 119.1 . .
C31 C32B C33B 126(3) . .
C31 C32B H32B 117.2 . .
C33B C32B H32B 117.2 . .
C32B C33B C34 114(3) . .
C32B C33B H33B 122.8 . .
C34 C33B H33B 122.8 . .
C34 C35B C36B 115(3) . .
C34 C35B H35B 122.4 . .
C36B C35B H35B 122.4 . .
C35B C36B C31 124(2) . .
C35B C36B H36B 118.1 . .
C31 C36B H36B 118.1 . .
C41C C40 N22 122.1(19) . .
N22 C40 C41D 108.8(16) . .
C41C C40 H401 106.8 . .
N22 C40 H401 106.8 . .
C41C C40 H402 106.8 . .
N22 C40 H402 106.8 . .
H401 C40 H402 106.7 . .
N22 C40 H403 109.9 . .
C41D C40 H403 109.9 . .
N22 C40 H404 109.9 . .
C41D C40 H404 109.9 . .
H403 C40 H404 108.3 . .
C40 C41C C42C 125.7(19) . .
C40 C41C C46C 114.3(19) . .
C42C C41C C46C 120.0 . .
C41C C42C C43C 120.0 . .
C41C C42C H42C 120.0 . .
C43C C42C H42C 120.0 . .
C44C C43C C42C 120.0 . .
C44C C43C H43C 120.0 . .
C42C C43C H43C 120.0 . .
C43C C44C C45C 120.0 . .
C43C C44C H44C 120.0 . .
C45C C44C H44C 120.0 . .
C44C C45C C46C 120.0 . .
C44C C45C H45C 120.0 . .
C46C C45C H45C 120.0 . .
C45C C46C C41C 120.0 . .
C45C C46C H46C 120.0 . .
C41C C46C H46C 120.0 . .
C42D C41D C46D 120.0 . .
C42D C41D C40 118.9(17) . .
C46D C41D C40 121.1(17) . .
C41D C42D C43D 120.0 . .
C41D C42D H42D 120.0 . .
C43D C42D H42D 120.0 . .
C42D C43D C44D 120.0 . .
C42D C43D H43D 120.0 . .
C44D C43D H43D 120.0 . .
C45D C44D C43D 120.0 . .
C45D C44D H44D 120.0 . .
C43D C44D H44D 120.0 . .
C44D C45D C46D 120.0 . .
C44D C45D H45D 120.0 . .
C46D C45D H45D 120.0 . .
C45D C46D C41D 120.0 . .
C45D C46D H46D 120.0 . .
C41D C46D H46D 120.0 . .
N4 C50 C51 111.9(13) . .
N4 C50 H501 109.2 . .
C51 C50 H501 109.2 . .
N4 C50 H502 109.2 . .
C51 C50 H502 109.2 . .
H501 C50 H502 107.9 . .
O52 C51 O51 122.9(18) . .
O52 C51 C50 119.3(17) . .
O51 C51 C50 117.8(13) . .
C51 O51 Ho1 118.0(9) . .
C51 O52 Ca1 129.3(14) . .
N7 C60 C61 109.4(11) . .
N7 C60 H601 109.8 . .
C61 C60 H601 109.8 . .
N7 C60 H602 109.8 . .
C61 C60 H602 109.8 . .
H601 C60 H602 108.2 . .
O62 C61 O61 125.1(15) . .
O62 C61 C60 118.3(13) . .
O61 C61 C60 116.7(12) . .
C61 O61 Ho1 123.6(9) . .
N10 C70 C71 109.6(10) . .
N10 C70 H701 109.8 . .
C71 C70 H701 109.8 . .
N10 C70 H702 109.8 . .
C71 C70 H702 109.8 . .
H701 C70 H702 108.2 . .
O72 C71 O71 126.2(12) . .
O72 C71 C70 116.9(11) . .
O71 C71 C70 116.8(10) . .
C71 O71 Ho1 120.2(8) . .
H11W O1W H12W 124.1 . .
H21W O2W H22W 98.9 . .
H31W O3W H32W 113.1 . .
O9W Ca1 Ca1 124.7(15) 2_554 2_554
O9W Ca1 O8W 123.6(15) 2_554 .
Ca1 Ca1 O8W 104.4(8) 2_554 .
O9W Ca1 O5W 118.4(14) 2_554 .
Ca1 Ca1 O5W 71.4(2) 2_554 .
O8W Ca1 O5W 101.1(7) . .
Ca1 Ca1 O7W 122.2(9) 2_554 2_554
O8W Ca1 O7W 128.7(10) . 2_554
O5W Ca1 O7W 112.4(7) . 2_554
O9W Ca1 O6W 75.2(15) 2_554 .
Ca1 Ca1 O6W 84.2(6) 2_554 .
O8W Ca1 O6W 85.1(9) . .
O5W Ca1 O6W 155.6(7) . .
O7W Ca1 O6W 80.1(8) 2_554 .
O9W Ca1 O9W 139.9(16) 2_554 .
Ca1 Ca1 O9W 25.1(7) 2_554 .
O8W Ca1 O9W 80.1(9) . .
O5W Ca1 O9W 82.1(7) . .
O6W Ca1 O9W 75.7(9) . .
O9W Ca1 O52 82.1(14) 2_554 .
Ca1 Ca1 O52 148.7(5) 2_554 .
O8W Ca1 O52 64.7(7) . .
O5W Ca1 O52 81.8(4) . .
O7W Ca1 O52 82.4(7) 2_554 .
O6W Ca1 O52 121.7(8) . .
O9W Ca1 O52 137.3(8) . .
O9W Ca1 O6W 89.9(15) 2_554 2_554
Ca1 Ca1 O6W 62.0(5) 2_554 2_554
O8W Ca1 O6W 90.4(9) . 2_554
O5W Ca1 O6W 133.4(6) . 2_554
O7W Ca1 O6W 93.4(7) 2_554 2_554
O6W Ca1 O6W 22.2(11) . 2_554
O9W Ca1 O6W 55.4(8) . 2_554
O52 Ca1 O6W 141.9(7) . 2_554
O9W Ca1 O8W 79.1(14) 2_554 2_554
Ca1 Ca1 O8W 46.8(6) 2_554 2_554
O8W Ca1 O8W 148.8(6) . 2_554
O5W Ca1 O8W 82.3(5) . 2_554
O7W Ca1 O8W 75.8(8) 2_554 2_554
O6W Ca1 O8W 80.7(9) . 2_554
O9W Ca1 O8W 69.6(8) . 2_554
O52 Ca1 O8W 145.6(6) . 2_554
O6W Ca1 O8W 66.7(8) 2_554 2_554
Ca1 O5W Ca1 37.3(5) . 2_554
O6W O6W Ca1 95.8(6) 2_554 .
O6W O6W Ca1 62.0(5) 2_554 2_554
Ca1 O6W Ca1 33.8(4) . 2_554
Ca1 O8W Ca1 28.8(4) . 2_554
Ca1 O9W Ca1 30.2(9) 2_554 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ho1 O71 2.272(9) .
Ho1 O11 2.277(10) .
Ho1 O51 2.315(9) .
Ho1 O61 2.321(9) .
Ho1 N4 2.574(11) .
Ho1 N10 2.596(10) .
Ho1 N7 2.608(12) .
Ho1 N1 2.639(10) .
Ho1 O1C 2.75(2) .
O1C H11C 0.8328 .
O1C H12C 0.9286 .
N1 C12 1.463(15) .
N1 C20 1.467(16) .
N1 C2 1.506(14) .
C2 C3 1.50(2) .
C2 H21 0.9900 .
C2 H22 0.9900 .
C3 N4 1.470(18) .
C3 H31 0.9900 .
C3 H32 0.9900 .
N4 C50 1.475(18) .
N4 C5 1.51(2) .
C5 C6 1.51(2) .
C5 H51 0.9900 .
C5 H52 0.9900 .
C6 N7 1.494(18) .
C6 H61 0.9900 .
C6 H62 0.9900 .
N7 C8 1.487(17) .
N7 C60 1.488(18) .
C8 C9 1.50(2) .
C8 H81 0.9900 .
C8 H82 0.9900 .
C9 N10 1.475(15) .
C9 H91 0.9900 .
C9 H92 0.9900 .
N10 C11 1.484(16) .
N10 C70 1.487(14) .
C11 C12 1.512(17) .
C11 H111 0.9900 .
C11 H112 0.9900 .
C12 H121 0.9900 .
C12 H122 0.9900 .
C20 P1 1.831(12) .
C20 H201 0.9900 .
C20 H202 0.9900 .
P1 O12 1.487(10) .
P1 O11 1.526(10) .
P1 C21 1.806(12) .
C21 N22 1.488(16) .
C21 H211 0.9900 .
C21 H212 0.9900 .
N22 C30 1.457(17) .
N22 C40 1.497(18) .
C30 C31 1.51(2) .
C30 H301 0.9900 .
C30 H302 0.9900 .
C31 C36A 1.31(3) .
C31 C32B 1.36(3) .
C31 C36B 1.42(3) .
C31 C32A 1.44(3) .
C32A C33A 1.39(4) .
C32A H32A 0.9500 .
C33A C34 1.31(4) .
C33A H33A 0.9500 .
C34 C35B 1.35(4) .
C34 C33B 1.42(4) .
C34 C35A 1.49(4) .
C34 H34A 0.9500 .
C34 H34B 0.9500 .
C35A C36A 1.39(4) .
C35A H35A 0.9500 .
C36A H36A 0.9500 .
C32B C33B 1.39(5) .
C32B H32B 0.9500 .
C33B H33B 0.9500 .
C35B C36B 1.40(4) .
C35B H35B 0.9500 .
C36B H36B 0.9500 .
C40 C41C 1.29(3) .
C40 C41D 1.64(3) .
C40 H401 0.9900 .
C40 H402 0.9900 .
C40 H403 0.9900 .
C40 H404 0.9900 .
C41C C42C 1.3900 .
C41C C46C 1.3900 .
C42C C43C 1.3900 .
C42C H42C 0.9500 .
C43C C44C 1.3900 .
C43C H43C 0.9500 .
C44C C45C 1.3900 .
C44C H44C 0.9500 .
C45C C46C 1.3900 .
C45C H45C 0.9500 .
C46C H46C 0.9500 .
C41D C42D 1.3900 .
C41D C46D 1.3900 .
C42D C43D 1.3900 .
C42D H42D 0.9500 .
C43D C44D 1.3900 .
C43D H43D 0.9500 .
C44D C45D 1.3900 .
C44D H44D 0.9500 .
C45D C46D 1.3900 .
C45D H45D 0.9500 .
C46D H46D 0.9500 .
C50 C51 1.49(2) .
C50 H501 0.9900 .
C50 H502 0.9900 .
C51 O52 1.254(19) .
C51 O51 1.31(2) .
O52 Ca1 2.645(17) .
C60 C61 1.52(2) .
C60 H601 0.9900 .
C60 H602 0.9900 .
C61 O62 1.249(17) .
C61 O61 1.269(17) .
C70 C71 1.539(18) .
C70 H701 0.9900 .
C70 H702 0.9900 .
C71 O72 1.235(15) .
C71 O71 1.264(15) .
O1W H11W 0.8720 .
O1W H12W 0.9206 .
O2W H21W 0.9925 .
O2W H22W 0.9099 .
O3W H31W 0.8887 .
O3W H32W 0.9604 .
Ca1 O9W 1.28(3) 2_554
Ca1 Ca1 1.517(14) 2_554
Ca1 O8W 2.30(2) .
Ca1 O5W 2.37(2) .
Ca1 O7W 2.40(2) 2_554
Ca1 O6W 2.41(2) .
Ca1 O9W 2.48(3) .
Ca1 O6W 2.72(2) 2_554
Ca1 O8W 3.05(2) 2_554
O5W Ca1 2.37(2) 2_554
O6W O6W 1.03(5) 2_554
O6W Ca1 2.72(2) 2_554
O7W Ca1 2.40(2) 2_554
O8W Ca1 3.05(2) 2_554
O9W Ca1 1.28(3) 2_554
