#------------------------------------------------------------------------------
#$Date: 2016-05-31 14:40:48 +0300 (Tue, 31 May 2016) $
#$Revision: 183178 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/89/7118995.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_7118995
loop_
_publ_author_name
'Liguo Ji'
'Zaiwen Yang'
'Yanxia Zhao'
'Meng Sun'
'Liping Cao'
'Xiao-Juan Yang'
'Yao-Yu Wang'
'Biao Wu'
_publ_section_title
;
 Sandwich phosphate complexes of macrocyclic tris(urea) ligands and their
 rotation around the anion
;
_journal_name_full               Chem.Commun.
_journal_page_first              7310
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C50 H75 Cl N10 O14'
_chemical_formula_weight         1075.65
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-02-26 deposited with the CCDC.
2016-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 104.307(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.611(5)
_cell_length_b                   31.842(8)
_cell_length_c                   8.872(2)
_cell_measurement_reflns_used    3719
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.69
_cell_measurement_theta_min      2.17
_cell_volume                     5642(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_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_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0408
_diffrn_reflns_av_sigmaI/netI    0.0597
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14335
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.04
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_T_max  0.9715
_exptl_absorpt_correction_T_min  0.9623
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2296
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.74(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     683
_refine_ls_number_reflns         7028
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0474
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0968P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1475
_reflns_number_gt                5904
_reflns_number_total             7028
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc03144g2.cif
_cod_data_source_block           06
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4609 2016-04-01 06:22:49Z antanas 
;
_cod_original_sg_symbol_H-M      Cc
_cod_database_code               7118995
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'
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
Cl1 Cl 0.41860(5) 0.10281(3) 0.01075(11) 0.0315(2) Uani 1 1 d . . .
N1 N 0.36999(16) 0.01022(10) 0.7548(4) 0.0234(7) Uani 1 1 d . . .
H1 H 0.3729 0.0097 0.8531 0.028 Uiso 1 1 calc R . .
N2 N 0.48578(17) 0.01255(9) 0.8163(4) 0.0237(7) Uani 1 1 d . . .
H2 H 0.4853 0.0107 0.9127 0.028 Uiso 1 1 calc R . .
N3 N 0.55380(16) 0.08766(10) 0.8534(4) 0.0239(7) Uani 1 1 d . . .
H3A H 0.5187 0.0820 0.8855 0.029 Uiso 1 1 calc R . .
N4 N 0.53063(17) 0.15414(9) 0.9178(4) 0.0262(7) Uani 1 1 d . . .
H4A H 0.4956 0.1423 0.9345 0.031 Uiso 1 1 calc R . .
N5 N 0.28976(18) 0.08173(10) 0.7047(4) 0.0291(8) Uani 1 1 d . . .
H5A H 0.3196 0.0787 0.7908 0.035 Uiso 1 1 calc R . .
N6 N 0.3016(2) 0.15193(10) 0.7640(4) 0.0341(8) Uani 1 1 d . . .
H6A H 0.3266 0.1436 0.8515 0.041 Uiso 1 1 calc R . .
N7 N 0.0323(2) 0.30729(11) 0.9350(4) 0.0340(8) Uani 1 1 d . . .
N8 N 0.3157(2) 0.38381(14) 0.1139(5) 0.0471(10) Uani 1 1 d . . .
N9 N 0.4720(3) 0.38683(16) 0.5468(6) 0.0572(13) Uani 1 1 d . . .
N10 N 0.1540(3) 0.14026(18) 0.0672(6) 0.0687(14) Uani 1 1 d . . .
O1 O 0.42656(13) 0.01637(9) 0.5649(3) 0.0271(6) Uani 1 1 d . . .
O2 O 0.62823(14) 0.14122(8) 0.8461(3) 0.0277(6) Uani 1 1 d . . .
O3 O 0.22987(16) 0.13094(9) 0.5380(4) 0.0408(8) Uani 1 1 d . . .
O4 O 0.53035(14) 0.32601(8) 1.0419(4) 0.0321(7) Uani 1 1 d . . .
O5 O 0.54297(16) 0.41417(8) 1.0267(4) 0.0347(7) Uani 1 1 d . . .
O6 O 0.42477(16) 0.45955(9) 0.8603(4) 0.0373(7) Uani 1 1 d . . .
O7 O 0.33372(15) 0.41121(9) 0.6382(4) 0.0372(7) Uani 1 1 d . . .
O8 O 0.28879(16) 0.32637(9) 0.6878(4) 0.0357(7) Uani 1 1 d . . .
O10 O 0.3028(3) 0.41837(15) 0.1561(7) 0.0970(18) Uani 1 1 d . . .
O11 O 0.4402(3) 0.3704(2) 0.4288(5) 0.0989(18) Uani 1 1 d . . .
O13 O 0.1971(3) 0.14681(19) -0.0041(8) 0.1049(19) Uani 1 1 d . . .
O14 O 0.0990(3) 0.15719(15) 0.0310(6) 0.0821(13) Uani 1 1 d . . .
O15 O 0.2866(2) 0.35166(14) 0.1339(5) 0.0637(11) Uani 1 1 d . . .
O16 O 0.5041(3) 0.41970(14) 0.5501(7) 0.0891(16) Uani 1 1 d . . .
C1 C 0.42644(19) 0.01271(11) 0.7034(4) 0.0207(8) Uani 1 1 d . . .
C2 C 0.54839(19) 0.01546(11) 0.7743(4) 0.0204(8) Uani 1 1 d . . .
C3 C 0.5736(2) -0.01907(12) 0.7102(5) 0.0260(9) Uani 1 1 d . . .
H3 H 0.5510 -0.0446 0.7014 0.031 Uiso 1 1 calc R . .
C4 C 0.6317(2) -0.01567(13) 0.6597(5) 0.0276(9) Uani 1 1 d . . .
H4 H 0.6477 -0.0386 0.6147 0.033 Uiso 1 1 calc R . .
C5 C 0.6659(2) 0.02211(12) 0.6768(5) 0.0296(9) Uani 1 1 d . . .
H5 H 0.7053 0.0243 0.6442 0.035 Uiso 1 1 calc R . .
C6 C 0.6422(2) 0.05686(13) 0.7419(5) 0.0270(9) Uani 1 1 d . . .
H6 H 0.6661 0.0819 0.7545 0.032 Uiso 1 1 calc R . .
C7 C 0.5820(2) 0.05392(12) 0.7886(4) 0.0235(8) Uani 1 1 d . . .
C8 C 0.30561(19) 0.00844(12) 0.6481(5) 0.0242(8) Uani 1 1 d . . .
C9 C 0.2846(2) -0.02811(14) 0.5695(5) 0.0327(10) Uani 1 1 d . . .
H9 H 0.3120 -0.0517 0.5863 0.039 Uiso 1 1 calc R . .
C10 C 0.2216(2) -0.02978(15) 0.4636(5) 0.0378(11) Uani 1 1 d . . .
H10 H 0.2072 -0.0544 0.4089 0.045 Uiso 1 1 calc R . .
C11 C 0.1818(2) 0.00456(15) 0.4418(6) 0.0393(11) Uani 1 1 d . . .
H11 H 0.1399 0.0030 0.3723 0.047 Uiso 1 1 calc R . .
C12 C 0.2015(2) 0.04220(14) 0.5200(5) 0.0334(10) Uani 1 1 d . . .
H12 H 0.1729 0.0652 0.5045 0.040 Uiso 1 1 calc R . .
C13 C 0.2652(2) 0.04471(13) 0.6224(5) 0.0268(9) Uani 1 1 d . . .
C14 C 0.5759(2) 0.12871(12) 0.8715(4) 0.0239(9) Uani 1 1 d . . .
C15 C 0.2704(2) 0.12201(14) 0.6601(5) 0.0301(9) Uani 1 1 d . . .
C16 C 0.5365(2) 0.19859(11) 0.9410(4) 0.0232(8) Uani 1 1 d . . .
C17 C 0.5959(2) 0.21930(11) 1.0013(4) 0.0235(8) Uani 1 1 d . . .
H17 H 0.6360 0.2045 1.0219 0.028 Uiso 1 1 calc R . .
C18 C 0.5966(2) 0.26237(12) 1.0320(5) 0.0251(8) Uani 1 1 d . . .
H18 H 0.6371 0.2762 1.0702 0.030 Uiso 1 1 calc R . .
C19 C 0.5374(2) 0.28440(12) 1.0056(5) 0.0266(9) Uani 1 1 d . . .
C20 C 0.4773(2) 0.26418(13) 0.9384(5) 0.0265(9) Uani 1 1 d . . .
H20 H 0.4373 0.2791 0.9150 0.032 Uiso 1 1 calc R . .
C21 C 0.4776(2) 0.22155(12) 0.9067(4) 0.0250(8) Uani 1 1 d . . .
H21 H 0.4374 0.2081 0.8615 0.030 Uiso 1 1 calc R . .
C22 C 0.2932(2) 0.22267(13) 0.8592(5) 0.0310(9) Uani 1 1 d . . .
H22 H 0.2932 0.2114 0.9559 0.037 Uiso 1 1 calc R . .
C23 C 0.2955(2) 0.19557(13) 0.7367(5) 0.0296(9) Uani 1 1 d . . .
C24 C 0.2943(2) 0.21356(14) 0.5934(5) 0.0335(10) Uani 1 1 d . . .
H24 H 0.2946 0.1962 0.5091 0.040 Uiso 1 1 calc R . .
C25 C 0.2926(2) 0.25686(13) 0.5730(5) 0.0310(9) Uani 1 1 d . . .
H25 H 0.2928 0.2682 0.4766 0.037 Uiso 1 1 calc R . .
C26 C 0.2908(2) 0.28321(13) 0.6975(5) 0.0298(9) Uani 1 1 d . . .
C27 C 0.5903(2) 0.34787(13) 1.1181(6) 0.0361(10) Uani 1 1 d . . .
H27A H 0.6196 0.3507 1.0483 0.043 Uiso 1 1 calc R . .
H27B H 0.6139 0.3324 1.2093 0.043 Uiso 1 1 calc R . .
C28 C 0.5709(3) 0.39060(13) 1.1648(6) 0.0387(11) Uani 1 1 d . . .
H28A H 0.5383 0.3879 1.2265 0.046 Uiso 1 1 calc R . .
H28B H 0.6100 0.4049 1.2270 0.046 Uiso 1 1 calc R . .
C29 C 0.5263(3) 0.45606(13) 1.0608(6) 0.0382(11) Uani 1 1 d . . .
H29A H 0.5666 0.4715 1.1094 0.046 Uiso 1 1 calc R . .
H29B H 0.4974 0.4556 1.1321 0.046 Uiso 1 1 calc R . .
C30 C 0.4910(2) 0.47713(13) 0.9115(6) 0.0388(11) Uani 1 1 d . . .
H30A H 0.4882 0.5071 0.9279 0.047 Uiso 1 1 calc R . .
H30B H 0.5158 0.4726 0.8330 0.047 Uiso 1 1 calc R . .
C31 C 0.3887(3) 0.47657(14) 0.7143(6) 0.0426(12) Uani 1 1 d . . .
H31A H 0.4143 0.4727 0.6372 0.051 Uiso 1 1 calc R . .
H31B H 0.3817 0.5064 0.7251 0.051 Uiso 1 1 calc R . .
C32 C 0.3234(2) 0.45493(13) 0.6633(7) 0.0438(12) Uani 1 1 d . . .
H32A H 0.2984 0.4580 0.7421 0.053 Uiso 1 1 calc R . .
H32B H 0.2975 0.4675 0.5678 0.053 Uiso 1 1 calc R . .
C33 C 0.2747(2) 0.39188(14) 0.5505(6) 0.0370(10) Uani 1 1 d . . .
H33A H 0.2625 0.4040 0.4470 0.044 Uiso 1 1 calc R . .
H33B H 0.2383 0.3970 0.5998 0.044 Uiso 1 1 calc R . .
C34 C 0.2850(2) 0.34523(14) 0.5388(5) 0.0361(10) Uani 1 1 d . . .
H34A H 0.2480 0.3332 0.4614 0.043 Uiso 1 1 calc R . .
H34B H 0.3260 0.3399 0.5071 0.043 Uiso 1 1 calc R . .
C35 C 0.0671(2) 0.33393(14) 0.8358(5) 0.0347(10) Uani 1 1 d . . .
H35A H 0.0330 0.3467 0.7531 0.042 Uiso 1 1 calc R . .
H35B H 0.0935 0.3155 0.7875 0.042 Uiso 1 1 calc R . .
C36 C 0.1131(2) 0.36901(15) 0.9216(5) 0.0376(10) Uani 1 1 d . . .
H36A H 0.0865 0.3926 0.9407 0.045 Uiso 1 1 calc R . .
H36B H 0.1394 0.3588 1.0209 0.045 Uiso 1 1 calc R . .
C37 C 0.1591(3) 0.38270(16) 0.8206(6) 0.0416(11) Uani 1 1 d . . .
H37A H 0.1896 0.3604 0.8147 0.062 Uiso 1 1 calc R . .
H37B H 0.1838 0.4071 0.8653 0.062 Uiso 1 1 calc R . .
H37C H 0.1328 0.3892 0.7180 0.062 Uiso 1 1 calc R . .
C38 C -0.0125(2) 0.33476(15) 1.0069(5) 0.0387(11) Uani 1 1 d . . .
H38A H -0.0264 0.3185 1.0859 0.046 Uiso 1 1 calc R . .
H38B H 0.0139 0.3582 1.0587 0.046 Uiso 1 1 calc R . .
C39 C -0.0747(3) 0.35202(18) 0.8945(6) 0.0527(14) Uani 1 1 d . . .
H39A H -0.0629 0.3637 0.8039 0.063 Uiso 1 1 calc R . .
H39B H -0.1068 0.3296 0.8600 0.063 Uiso 1 1 calc R . .
C40 C -0.1051(3) 0.38548(19) 0.9747(9) 0.0686(18) Uani 1 1 d . . .
H40A H -0.1171 0.3736 1.0636 0.103 Uiso 1 1 calc R . .
H40B H -0.1444 0.3965 0.9040 0.103 Uiso 1 1 calc R . .
H40C H -0.0733 0.4077 1.0079 0.103 Uiso 1 1 calc R . .
C41 C -0.0080(3) 0.27478(16) 0.8291(6) 0.0430(12) Uani 1 1 d . . .
H41A H 0.0223 0.2588 0.7830 0.052 Uiso 1 1 calc R . .
H41B H -0.0392 0.2892 0.7453 0.052 Uiso 1 1 calc R . .
C42 C -0.0475(3) 0.24396(17) 0.9030(7) 0.0545(14) Uani 1 1 d . . .
H42A H -0.0709 0.2589 0.9690 0.065 Uiso 1 1 calc R . .
H42B H -0.0174 0.2238 0.9665 0.065 Uiso 1 1 calc R . .
C43 C -0.0981(4) 0.2211(2) 0.7719(7) 0.075(2) Uani 1 1 d . . .
H43A H -0.1282 0.2412 0.7108 0.112 Uiso 1 1 calc R . .
H43B H -0.1231 0.2012 0.8164 0.112 Uiso 1 1 calc R . .
H43C H -0.0746 0.2066 0.7067 0.112 Uiso 1 1 calc R . .
C44 C 0.0823(3) 0.28637(14) 1.0685(5) 0.0379(11) Uani 1 1 d . . .
H44A H 0.0578 0.2676 1.1207 0.045 Uiso 1 1 calc R . .
H44B H 0.1023 0.3080 1.1425 0.045 Uiso 1 1 calc R . .
C47 C 0.2911(2) 0.26551(12) 0.8404(5) 0.0302(9) Uani 1 1 d . . .
H47 H 0.2898 0.2828 0.9242 0.036 Uiso 1 1 calc R . .
C48 C 0.1391(3) 0.26118(17) 1.0273(6) 0.0531(14) Uani 1 1 d . . .
H48A H 0.1206 0.2373 0.9628 0.064 Uiso 1 1 calc R . .
H48B H 0.1625 0.2788 0.9686 0.064 Uiso 1 1 calc R . .
C49 C 0.1875(4) 0.2460(2) 1.1730(8) 0.0684(17) Uani 1 1 d . . .
H49A H 0.2082 0.2696 1.2329 0.103 Uiso 1 1 calc R . .
H49B H 0.2212 0.2289 1.1457 0.103 Uiso 1 1 calc R . .
H49C H 0.1638 0.2297 1.2333 0.103 Uiso 1 1 calc R . .
C50 C 0.1689(5) 0.1083(3) 0.1947(8) 0.099(3) Uani 1 1 d . . .
H50A H 0.1586 0.1198 0.2862 0.148 Uiso 1 1 calc R . .
H50B H 0.2154 0.1009 0.2175 0.148 Uiso 1 1 calc R . .
H50C H 0.1421 0.0837 0.1623 0.148 Uiso 1 1 calc R . .
C51 C 0.4767(3) 0.36594(16) 0.6954(6) 0.0456(12) Uani 1 1 d . . .
H51A H 0.4325 0.3613 0.7093 0.068 Uiso 1 1 calc R . .
H51B H 0.5016 0.3833 0.7783 0.068 Uiso 1 1 calc R . .
H51C H 0.4991 0.3395 0.6965 0.068 Uiso 1 1 calc R . .
C55 C 0.3684(3) 0.38045(16) 0.0288(6) 0.0485(13) Uani 1 1 d . . .
H55A H 0.3806 0.4080 0.0020 0.073 Uiso 1 1 calc R . .
H55B H 0.3520 0.3643 -0.0642 0.073 Uiso 1 1 calc R . .
H55C H 0.4069 0.3668 0.0933 0.073 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'
Cl Cl 0.1484 0.1585 '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
C1 N1 C8 121.0(3) . .
C1 N1 H1 119.5 . .
C8 N1 H1 119.5 . .
C1 N2 C2 120.4(3) . .
C1 N2 H2 119.8 . .
C2 N2 H2 119.8 . .
C14 N3 C7 127.7(3) . .
C14 N3 H3A 116.2 . .
C7 N3 H3A 116.2 . .
C14 N4 C16 126.0(3) . .
C14 N4 H4A 117.0 . .
C16 N4 H4A 117.0 . .
C15 N5 C13 126.1(4) . .
C15 N5 H5A 116.9 . .
C13 N5 H5A 116.9 . .
C15 N6 C23 124.2(4) . .
C15 N6 H6A 117.9 . .
C23 N6 H6A 117.9 . .
C41 N7 C35 106.8(3) . .
C41 N7 C44 110.4(4) . .
C35 N7 C44 111.7(4) . .
C41 N7 C38 111.1(4) . .
C35 N7 C38 110.1(3) . .
C44 N7 C38 106.9(3) . .
O10 N8 O15 124.2(5) . .
O10 N8 C55 118.1(5) . .
O15 N8 C55 117.7(4) . .
O11 N9 O16 124.1(5) . .
O11 N9 C51 119.1(6) . .
O16 N9 C51 116.7(5) . .
O13 N10 O14 122.1(6) . .
O13 N10 C50 117.7(7) . .
O14 N10 C50 120.1(6) . .
C19 O4 C27 116.7(3) . .
C29 O5 C28 112.1(3) . .
C31 O6 C30 112.2(3) . .
C33 O7 C32 111.5(3) . .
C26 O8 C34 118.0(3) . .
O1 C1 N1 123.6(3) . .
O1 C1 N2 120.3(3) . .
N1 C1 N2 116.0(3) . .
C3 C2 C7 120.1(4) . .
C3 C2 N2 120.3(3) . .
C7 C2 N2 119.5(3) . .
C4 C3 C2 120.6(4) . .
C4 C3 H3 119.7 . .
C2 C3 H3 119.7 . .
C5 C4 C3 119.4(4) . .
C5 C4 H4 120.3 . .
C3 C4 H4 120.3 . .
C4 C5 C6 121.0(4) . .
C4 C5 H5 119.5 . .
C6 C5 H5 119.5 . .
C5 C6 C7 119.7(4) . .
C5 C6 H6 120.1 . .
C7 C6 H6 120.1 . .
C2 C7 C6 119.1(3) . .
C2 C7 N3 117.3(3) . .
C6 C7 N3 123.6(3) . .
C9 C8 C13 120.9(4) . .
C9 C8 N1 119.7(4) . .
C13 C8 N1 119.3(3) . .
C8 C9 C10 119.8(4) . .
C8 C9 H9 120.1 . .
C10 C9 H9 120.1 . .
C11 C10 C9 119.6(4) . .
C11 C10 H10 120.2 . .
C9 C10 H10 120.2 . .
C10 C11 C12 122.2(4) . .
C10 C11 H11 118.9 . .
C12 C11 H11 118.9 . .
C11 C12 C13 118.8(4) . .
C11 C12 H12 120.6 . .
C13 C12 H12 120.6 . .
C12 C13 C8 118.6(4) . .
C12 C13 N5 122.7(4) . .
C8 C13 N5 118.6(4) . .
O2 C14 N4 124.0(3) . .
O2 C14 N3 124.6(3) . .
N4 C14 N3 111.4(3) . .
O3 C15 N5 123.9(4) . .
O3 C15 N6 122.5(4) . .
N5 C15 N6 113.6(4) . .
C17 C16 C21 118.7(3) . .
C17 C16 N4 124.4(4) . .
C21 C16 N4 116.9(4) . .
C16 C17 C18 120.7(4) . .
C16 C17 H17 119.6 . .
C18 C17 H17 119.6 . .
C19 C18 C17 120.1(4) . .
C19 C18 H18 120.0 . .
C17 C18 H18 120.0 . .
C18 C19 O4 126.1(4) . .
C18 C19 C20 119.6(4) . .
O4 C19 C20 114.2(4) . .
C21 C20 C19 119.5(4) . .
C21 C20 H20 120.3 . .
C19 C20 H20 120.3 . .
C16 C21 C20 121.3(4) . .
C16 C21 H21 119.4 . .
C20 C21 H21 119.4 . .
C47 C22 C23 121.7(4) . .
C47 C22 H22 119.2 . .
C23 C22 H22 119.2 . .
C24 C23 C22 117.4(4) . .
C24 C23 N6 122.9(4) . .
C22 C23 N6 119.6(4) . .
C23 C24 C25 121.5(4) . .
C23 C24 H24 119.3 . .
C25 C24 H24 119.3 . .
C26 C25 C24 119.9(4) . .
C26 C25 H25 120.0 . .
C24 C25 H25 120.0 . .
O8 C26 C25 123.9(4) . .
O8 C26 C47 117.1(4) . .
C25 C26 C47 119.0(4) . .
O4 C27 C28 108.2(4) . .
O4 C27 H27A 110.1 . .
C28 C27 H27A 110.1 . .
O4 C27 H27B 110.1 . .
C28 C27 H27B 110.1 . .
H27A C27 H27B 108.4 . .
O5 C28 C27 108.4(4) . .
O5 C28 H28A 110.0 . .
C27 C28 H28A 110.0 . .
O5 C28 H28B 110.0 . .
C27 C28 H28B 110.0 . .
H28A C28 H28B 108.4 . .
O5 C29 C30 108.7(4) . .
O5 C29 H29A 110.0 . .
C30 C29 H29A 110.0 . .
O5 C29 H29B 110.0 . .
C30 C29 H29B 110.0 . .
H29A C29 H29B 108.3 . .
O6 C30 C29 108.6(4) . .
O6 C30 H30A 110.0 . .
C29 C30 H30A 110.0 . .
O6 C30 H30B 110.0 . .
C29 C30 H30B 110.0 . .
H30A C30 H30B 108.4 . .
O6 C31 C32 109.3(4) . .
O6 C31 H31A 109.8 . .
C32 C31 H31A 109.8 . .
O6 C31 H31B 109.8 . .
C32 C31 H31B 109.8 . .
H31A C31 H31B 108.3 . .
O7 C32 C31 109.9(4) . .
O7 C32 H32A 109.7 . .
C31 C32 H32A 109.7 . .
O7 C32 H32B 109.7 . .
C31 C32 H32B 109.7 . .
H32A C32 H32B 108.2 . .
O7 C33 C34 110.5(4) . .
O7 C33 H33A 109.5 . .
C34 C33 H33A 109.5 . .
O7 C33 H33B 109.5 . .
C34 C33 H33B 109.5 . .
H33A C33 H33B 108.1 . .
O8 C34 C33 109.0(4) . .
O8 C34 H34A 109.9 . .
C33 C34 H34A 109.9 . .
O8 C34 H34B 109.9 . .
C33 C34 H34B 109.9 . .
H34A C34 H34B 108.3 . .
N7 C35 C36 116.0(3) . .
N7 C35 H35A 108.3 . .
C36 C35 H35A 108.3 . .
N7 C35 H35B 108.3 . .
C36 C35 H35B 108.3 . .
H35A C35 H35B 107.4 . .
C37 C36 C35 108.3(4) . .
C37 C36 H36A 110.0 . .
C35 C36 H36A 110.0 . .
C37 C36 H36B 110.0 . .
C35 C36 H36B 110.0 . .
H36A C36 H36B 108.4 . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C39 C38 N7 115.7(4) . .
C39 C38 H38A 108.4 . .
N7 C38 H38A 108.4 . .
C39 C38 H38B 108.4 . .
N7 C38 H38B 108.4 . .
H38A C38 H38B 107.4 . .
C40 C39 C38 109.2(5) . .
C40 C39 H39A 109.8 . .
C38 C39 H39A 109.8 . .
C40 C39 H39B 109.8 . .
C38 C39 H39B 109.8 . .
H39A C39 H39B 108.3 . .
C39 C40 H40A 109.5 . .
C39 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C39 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
N7 C41 C42 116.5(4) . .
N7 C41 H41A 108.2 . .
C42 C41 H41A 108.2 . .
N7 C41 H41B 108.2 . .
C42 C41 H41B 108.2 . .
H41A C41 H41B 107.3 . .
C41 C42 C43 108.3(4) . .
C41 C42 H42A 110.0 . .
C43 C42 H42A 110.0 . .
C41 C42 H42B 110.0 . .
C43 C42 H42B 110.0 . .
H42A C42 H42B 108.4 . .
C42 C43 H43A 109.5 . .
C42 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C42 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
N7 C44 C48 117.0(4) . .
N7 C44 H44A 108.0 . .
C48 C44 H44A 108.0 . .
N7 C44 H44B 108.0 . .
C48 C44 H44B 108.0 . .
H44A C44 H44B 107.3 . .
C22 C47 C26 120.5(4) . .
C22 C47 H47 119.8 . .
C26 C47 H47 119.8 . .
C49 C48 C44 110.2(4) . .
C49 C48 H48A 109.6 . .
C44 C48 H48A 109.6 . .
C49 C48 H48B 109.6 . .
C44 C48 H48B 109.6 . .
H48A C48 H48B 108.1 . .
C48 C49 H49A 109.5 . .
C48 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C48 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
N10 C50 H50A 109.5 . .
N10 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
N10 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
N9 C51 H51A 109.5 . .
N9 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
N9 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
N8 C55 H55A 109.5 . .
N8 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
N8 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.353(5) .
N1 C8 1.428(5) .
N1 H1 0.8600 .
N2 C1 1.376(5) .
N2 C2 1.432(5) .
N2 H2 0.8600 .
N3 C14 1.380(5) .
N3 C7 1.410(5) .
N3 H3A 0.8600 .
N4 C14 1.372(5) .
N4 C16 1.431(5) .
N4 H4A 0.8600 .
N5 C15 1.372(6) .
N5 C13 1.413(5) .
N5 H5A 0.8600 .
N6 C15 1.371(6) .
N6 C23 1.411(5) .
N6 H6A 0.8600 .
N7 C41 1.503(6) .
N7 C35 1.523(5) .
N7 C44 1.518(6) .
N7 C38 1.521(6) .
N8 O10 1.213(6) .
N8 O15 1.222(6) .
N8 C55 1.471(7) .
N9 O11 1.208(7) .
N9 O16 1.234(7) .
N9 C51 1.459(7) .
N10 O13 1.229(8) .
N10 O14 1.225(7) .
N10 C50 1.496(9) .
O1 C1 1.235(5) .
O2 C14 1.222(5) .
O3 C15 1.227(5) .
O4 C19 1.380(5) .
O4 C27 1.434(5) .
O5 C29 1.429(5) .
O5 C28 1.431(6) .
O6 C31 1.431(6) .
O6 C30 1.442(6) .
O7 C33 1.413(6) .
O7 C32 1.434(5) .
O8 C26 1.377(5) .
O8 C34 1.436(5) .
C2 C3 1.395(5) .
C2 C7 1.398(5) .
C3 C4 1.383(6) .
C3 H3 0.9300 .
C4 C5 1.383(6) .
C4 H4 0.9300 .
C5 C6 1.392(6) .
C5 H5 0.9300 .
C6 C7 1.403(6) .
C6 H6 0.9300 .
C8 C9 1.371(6) .
C8 C13 1.409(6) .
C9 C10 1.404(6) .
C9 H9 0.9300 .
C10 C11 1.351(7) .
C10 H10 0.9300 .
C11 C12 1.394(6) .
C11 H11 0.9300 .
C12 C13 1.403(6) .
C12 H12 0.9300 .
C16 C17 1.377(6) .
C16 C21 1.385(6) .
C17 C18 1.398(5) .
C17 H17 0.9300 .
C18 C19 1.376(6) .
C18 H18 0.9300 .
C19 C20 1.392(6) .
C20 C21 1.387(6) .
C20 H20 0.9300 .
C21 H21 0.9300 .
C22 C47 1.374(6) .
C22 C23 1.398(6) .
C22 H22 0.9300 .
C23 C24 1.390(6) .
C24 C25 1.390(6) .
C24 H24 0.9300 .
C25 C26 1.395(6) .
C25 H25 0.9300 .
C26 C47 1.387(6) .
C27 C28 1.505(6) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C29 C30 1.502(7) .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C31 C32 1.481(7) .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C32 H32A 0.9700 .
C32 H32B 0.9700 .
C33 C34 1.508(6) .
C33 H33A 0.9700 .
C33 H33B 0.9700 .
C34 H34A 0.9700 .
C34 H34B 0.9700 .
C35 C36 1.540(6) .
C35 H35A 0.9700 .
C35 H35B 0.9700 .
C36 C37 1.519(7) .
C36 H36A 0.9700 .
C36 H36B 0.9700 .
C37 H37A 0.9600 .
C37 H37B 0.9600 .
C37 H37C 0.9600 .
C38 C39 1.519(7) .
C38 H38A 0.9700 .
C38 H38B 0.9700 .
C39 C40 1.502(8) .
C39 H39A 0.9700 .
C39 H39B 0.9700 .
C40 H40A 0.9600 .
C40 H40B 0.9600 .
C40 H40C 0.9600 .
C41 C42 1.523(7) .
C41 H41A 0.9700 .
C41 H41B 0.9700 .
C42 C43 1.541(8) .
C42 H42A 0.9700 .
C42 H42B 0.9700 .
C43 H43A 0.9600 .
C43 H43B 0.9600 .
C43 H43C 0.9600 .
C44 C48 1.537(7) .
C44 H44A 0.9700 .
C44 H44B 0.9700 .
C47 H47 0.9300 .
C48 C49 1.503(8) .
C48 H48A 0.9700 .
C48 H48B 0.9700 .
C49 H49A 0.9600 .
C49 H49B 0.9600 .
C49 H49C 0.9600 .
C50 H50A 0.9600 .
C50 H50B 0.9600 .
C50 H50C 0.9600 .
C51 H51A 0.9600 .
C51 H51B 0.9600 .
C51 H51C 0.9600 .
C55 H55A 0.9600 .
C55 H55B 0.9600 .
C55 H55C 0.9600 .
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
C8 N1 C1 O1 4.9(6) . . . .
C8 N1 C1 N2 -177.5(3) . . . .
C2 N2 C1 O1 -1.7(5) . . . .
C2 N2 C1 N1 -179.4(3) . . . .
C1 N2 C2 C3 -74.8(5) . . . .
C1 N2 C2 C7 101.2(4) . . . .
C7 C2 C3 C4 -0.3(6) . . . .
N2 C2 C3 C4 175.6(3) . . . .
C2 C3 C4 C5 1.6(6) . . . .
C3 C4 C5 C6 -0.9(6) . . . .
C4 C5 C6 C7 -1.2(6) . . . .
C3 C2 C7 C6 -1.8(5) . . . .
N2 C2 C7 C6 -177.8(3) . . . .
C3 C2 C7 N3 179.6(3) . . . .
N2 C2 C7 N3 3.7(5) . . . .
C5 C6 C7 C2 2.5(6) . . . .
C5 C6 C7 N3 -179.0(4) . . . .
C14 N3 C7 C2 -176.4(4) . . . .
C14 N3 C7 C6 5.2(6) . . . .
C1 N1 C8 C9 75.5(5) . . . .
C1 N1 C8 C13 -103.0(4) . . . .
C13 C8 C9 C10 -1.0(6) . . . .
N1 C8 C9 C10 -179.5(4) . . . .
C8 C9 C10 C11 -0.9(7) . . . .
C9 C10 C11 C12 0.7(7) . . . .
C10 C11 C12 C13 1.3(7) . . . .
C11 C12 C13 C8 -3.0(6) . . . .
C11 C12 C13 N5 179.0(4) . . . .
C9 C8 C13 C12 3.0(6) . . . .
N1 C8 C13 C12 -178.6(4) . . . .
C9 C8 C13 N5 -179.0(4) . . . .
N1 C8 C13 N5 -0.5(5) . . . .
C15 N5 C13 C12 -25.9(6) . . . .
C15 N5 C13 C8 156.2(4) . . . .
C16 N4 C14 O2 1.1(6) . . . .
C16 N4 C14 N3 -177.2(3) . . . .
C7 N3 C14 O2 -7.3(6) . . . .
C7 N3 C14 N4 171.1(3) . . . .
C13 N5 C15 O3 -2.3(7) . . . .
C13 N5 C15 N6 178.8(4) . . . .
C23 N6 C15 O3 -5.9(7) . . . .
C23 N6 C15 N5 173.0(4) . . . .
C14 N4 C16 C17 -36.5(6) . . . .
C14 N4 C16 C21 146.8(4) . . . .
C21 C16 C17 C18 2.0(6) . . . .
N4 C16 C17 C18 -174.8(4) . . . .
C16 C17 C18 C19 1.6(6) . . . .
C17 C18 C19 O4 174.6(4) . . . .
C17 C18 C19 C20 -4.4(6) . . . .
C27 O4 C19 C18 -1.8(6) . . . .
C27 O4 C19 C20 177.1(4) . . . .
C18 C19 C20 C21 3.4(6) . . . .
O4 C19 C20 C21 -175.6(3) . . . .
C17 C16 C21 C20 -2.9(6) . . . .
N4 C16 C21 C20 174.1(3) . . . .
C19 C20 C21 C16 0.2(6) . . . .
C47 C22 C23 C24 -1.1(6) . . . .
C47 C22 C23 N6 176.2(4) . . . .
C15 N6 C23 C24 -39.8(6) . . . .
C15 N6 C23 C22 143.0(4) . . . .
C22 C23 C24 C25 1.6(7) . . . .
N6 C23 C24 C25 -175.7(4) . . . .
C23 C24 C25 C26 -1.2(7) . . . .
C34 O8 C26 C25 3.2(6) . . . .
C34 O8 C26 C47 -176.8(4) . . . .
C24 C25 C26 O8 -179.7(4) . . . .
C24 C25 C26 C47 0.4(6) . . . .
C19 O4 C27 C28 -173.1(3) . . . .
C29 O5 C28 C27 -177.0(4) . . . .
O4 C27 C28 O5 -66.1(5) . . . .
C28 O5 C29 C30 -174.3(4) . . . .
C31 O6 C30 C29 -177.3(4) . . . .
O5 C29 C30 O6 72.3(5) . . . .
C30 O6 C31 C32 175.8(4) . . . .
C33 O7 C32 C31 -163.9(4) . . . .
O6 C31 C32 O7 -63.0(5) . . . .
C32 O7 C33 C34 -174.6(4) . . . .
C26 O8 C34 C33 173.0(4) . . . .
O7 C33 C34 O8 71.4(5) . . . .
C41 N7 C35 C36 -178.5(4) . . . .
C44 N7 C35 C36 -57.7(5) . . . .
C38 N7 C35 C36 60.8(5) . . . .
N7 C35 C36 C37 162.5(4) . . . .
C41 N7 C38 C39 -47.9(5) . . . .
C35 N7 C38 C39 70.1(5) . . . .
C44 N7 C38 C39 -168.5(4) . . . .
N7 C38 C39 C40 -167.7(4) . . . .
C35 N7 C41 C42 179.8(5) . . . .
C44 N7 C41 C42 58.2(6) . . . .
C38 N7 C41 C42 -60.2(6) . . . .
N7 C41 C42 C43 166.0(5) . . . .
C41 N7 C44 C48 66.6(5) . . . .
C35 N7 C44 C48 -52.0(5) . . . .
C38 N7 C44 C48 -172.4(4) . . . .
C23 C22 C47 C26 0.3(7) . . . .
O8 C26 C47 C22 -179.8(4) . . . .
C25 C26 C47 C22 0.1(6) . . . .
N7 C44 C48 C49 174.8(5) . . . .
