#------------------------------------------------------------------------------
#$Date: 2016-03-21 04:01:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178456 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/77/4027799.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_4027799
loop_
_publ_author_name
'Feihu Huang'
'Chen Cheng'
'Guoqiang Feng'
_publ_section_title
;
 Introducing Ligand-Based Hydrogen Bond Donors to a Receptor: Both
 Selectivity and Binding Affinity for Anion Recognition in Water Can Be
 Improved
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              11405
_journal_page_last               11408
_journal_paper_doi               10.1021/jo302271t
_journal_volume                  77
_journal_year                    2012
_chemical_formula_moiety         'C92 H110 N30 O28 P4 Zn4'
_chemical_formula_sum            'C92 H110 N30 O28 P4 Zn4'
_chemical_formula_weight         2469.46
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                92.426(3)
_cell_angle_beta                 103.155(2)
_cell_angle_gamma                104.145(3)
_cell_formula_units_Z            1
_cell_length_a                   12.6347(19)
_cell_length_b                   13.4144(19)
_cell_length_c                   18.718(3)
_cell_measurement_reflns_used    3605
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.66
_cell_measurement_theta_min      2.27
_cell_volume                     2979.4(8)
_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      150(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0762
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8002
_diffrn_reflns_theta_full        22.85
_diffrn_reflns_theta_max         22.85
_diffrn_reflns_theta_min         1.57
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.930
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_description       block
_exptl_crystal_F_000             1276
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.834
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     768
_refine_ls_number_reflns         8002
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0980
_refine_ls_R_factor_gt           0.0693
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1439P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1964
_refine_ls_wR_factor_ref         0.2155
_reflns_number_gt                5295
_reflns_number_total             8002
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo302271t_si_002.cif
_cod_data_source_block           I
_cod_database_code               4027799
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.27245(7) 0.92556(6) 0.66320(4) 0.0433(3) Uani 1 1 d . . .
Zn2 Zn 0.47078(7) 0.78358(6) 0.74166(4) 0.0465(3) Uani 1 1 d . . .
C1 C 0.2348(10) 0.4212(8) 0.7318(6) 0.092(3) Uani 1 1 d . . .
H1A H 0.2079 0.3526 0.7040 0.138 Uiso 1 1 calc R . .
H1B H 0.2213 0.4735 0.6983 0.138 Uiso 1 1 calc R . .
H1C H 0.1945 0.4236 0.7705 0.138 Uiso 1 1 calc R . .
C2 C 0.3540(9) 0.4418(8) 0.7650(5) 0.072(2) Uani 1 1 d . . .
C3 C 0.5217(7) 0.5882(7) 0.8182(4) 0.058(2) Uani 1 1 d . . .
C4 C 0.5953(9) 0.5310(8) 0.8516(5) 0.082(3) Uani 1 1 d . . .
H4 H 0.5724 0.4579 0.8503 0.099 Uiso 1 1 calc R . .
C5 C 0.7039(9) 0.5881(9) 0.8868(5) 0.085(3) Uani 1 1 d . . .
H5 H 0.7573 0.5527 0.9094 0.102 Uiso 1 1 calc R . .
C6 C 0.7364(7) 0.6945(8) 0.8900(4) 0.066(2) Uani 1 1 d . . .
H6 H 0.8103 0.7329 0.9151 0.079 Uiso 1 1 calc R . .
C7 C 0.6572(8) 0.7428(7) 0.8554(4) 0.061(2) Uani 1 1 d . . .
C8 C 0.6816(8) 0.8556(7) 0.8661(5) 0.073(3) Uani 1 1 d . . .
H8A H 0.7640 0.8856 0.8763 0.088 Uiso 1 1 calc R . .
H8B H 0.6562 0.8759 0.9094 0.088 Uiso 1 1 calc R . .
C9 C 0.6963(7) 0.9228(7) 0.7447(5) 0.074(3) Uani 1 1 d . . .
H9A H 0.7722 0.9655 0.7708 0.089 Uiso 1 1 calc R . .
H9B H 0.6627 0.9628 0.7067 0.089 Uiso 1 1 calc R . .
C10 C 0.7059(7) 0.8235(7) 0.7082(4) 0.064(2) Uani 1 1 d . . .
C11 C 0.8067(7) 0.8118(9) 0.7014(5) 0.072(3) Uani 1 1 d . . .
H11 H 0.8739 0.8641 0.7225 0.086 Uiso 1 1 calc R . .
C12 C 0.8105(9) 0.7234(10) 0.6637(6) 0.088(3) Uani 1 1 d . . .
H12 H 0.8798 0.7149 0.6560 0.105 Uiso 1 1 calc R . .
C13 C 0.7136(8) 0.6483(8) 0.6374(5) 0.075(3) Uani 1 1 d . . .
H13 H 0.7145 0.5845 0.6138 0.090 Uiso 1 1 calc R . .
C14 C 0.6123(7) 0.6659(6) 0.6455(4) 0.0544(19) Uani 1 1 d . . .
C15 C 0.4791(9) 0.4953(7) 0.5897(6) 0.085(3) Uani 1 1 d . . .
C16 C 0.3570(8) 0.4419(7) 0.5678(6) 0.084(3) Uani 1 1 d . . .
H16A H 0.3466 0.3709 0.5470 0.126 Uiso 1 1 calc R . .
H16B H 0.3181 0.4788 0.5308 0.126 Uiso 1 1 calc R . .
H16C H 0.3257 0.4407 0.6113 0.126 Uiso 1 1 calc R . .
C17 C 0.5808(7) 0.9869(6) 0.8173(5) 0.065(2) Uani 1 1 d . . .
H17A H 0.6441 1.0499 0.8325 0.078 Uiso 1 1 calc R . .
H17B H 0.5457 0.9727 0.8593 0.078 Uiso 1 1 calc R . .
C18 C 0.4946(7) 1.0050(6) 0.7517(5) 0.065(2) Uani 1 1 d . . .
H18 H 0.5349 1.0457 0.7178 0.078 Uiso 1 1 calc R . .
C19 C 0.4229(8) 1.0680(7) 0.7799(5) 0.072(2) Uani 1 1 d . . .
H19A H 0.3930 1.0335 0.8196 0.086 Uiso 1 1 calc R . .
H19B H 0.4710 1.1376 0.8012 0.086 Uiso 1 1 calc R . .
C20 C 0.3567(7) 1.1561(6) 0.6716(5) 0.069(2) Uani 1 1 d . . .
H20A H 0.4257 1.2091 0.6979 0.083 Uiso 1 1 calc R . .
H20B H 0.2949 1.1906 0.6600 0.083 Uiso 1 1 calc R . .
C21 C 0.3757(6) 1.1161(6) 0.5983(5) 0.055(2) Uani 1 1 d . . .
C22 C 0.4256(7) 1.1880(6) 0.5573(6) 0.067(2) Uani 1 1 d . . .
H22 H 0.4519 1.2592 0.5754 0.080 Uiso 1 1 calc R . .
C23 C 0.4358(7) 1.1551(8) 0.4917(6) 0.078(3) Uani 1 1 d . . .
H23 H 0.4707 1.2031 0.4628 0.094 Uiso 1 1 calc R . .
C24 C 0.3951(6) 1.0492(7) 0.4648(4) 0.059(2) Uani 1 1 d . . .
H24 H 0.4013 1.0243 0.4181 0.071 Uiso 1 1 calc R . .
C25 C 0.3454(6) 0.9835(6) 0.5104(4) 0.0498(19) Uani 1 1 d . . .
C26 C 0.3017(7) 0.8207(7) 0.4279(5) 0.063(2) Uani 1 1 d . . .
C27 C 0.2674(10) 0.7096(8) 0.4296(6) 0.096(3) Uani 1 1 d . . .
H27A H 0.2092 0.6784 0.3847 0.144 Uiso 1 1 calc R . .
H27B H 0.2372 0.6942 0.4729 0.144 Uiso 1 1 calc R . .
H27C H 0.3325 0.6813 0.4324 0.144 Uiso 1 1 calc R . .
C28 C 0.2337(8) 1.0924(6) 0.7486(5) 0.071(2) Uani 1 1 d . . .
H28A H 0.2462 1.1665 0.7648 0.085 Uiso 1 1 calc R . .
H28B H 0.2286 1.0533 0.7920 0.085 Uiso 1 1 calc R . .
C29 C 0.1251(7) 1.0563(6) 0.6909(5) 0.060(2) Uani 1 1 d . . .
C30 C 0.0351(10) 1.1014(7) 0.6896(7) 0.083(3) Uani 1 1 d . . .
H30 H 0.0424 1.1588 0.7236 0.100 Uiso 1 1 calc R . .
C31 C -0.0639(9) 1.0590(8) 0.6370(7) 0.081(3) Uani 1 1 d . . .
H31 H -0.1266 1.0869 0.6352 0.098 Uiso 1 1 calc R . .
C32 C -0.0736(7) 0.9772(8) 0.5873(6) 0.073(3) Uani 1 1 d . . .
H32 H -0.1406 0.9510 0.5495 0.088 Uiso 1 1 calc R . .
C33 C 0.0153(7) 0.9337(7) 0.5932(5) 0.059(2) Uani 1 1 d . . .
C34 C -0.0640(7) 0.7957(7) 0.4885(5) 0.071(3) Uani 1 1 d . . .
C35 C -0.0358(8) 0.7051(7) 0.4539(5) 0.080(3) Uani 1 1 d . . .
H35A H -0.0996 0.6686 0.4134 0.121 Uiso 1 1 calc R . .
H35B H -0.0204 0.6578 0.4911 0.121 Uiso 1 1 calc R . .
H35C H 0.0308 0.7299 0.4347 0.121 Uiso 1 1 calc R . .
C36 C 0.0386(8) 0.6906(7) 0.8163(5) 0.085(3) Uani 1 1 d D . .
H36A H 0.0124 0.7119 0.7667 0.102 Uiso 0.52 1 calc PR A 1
H36B H 0.0270 0.7400 0.8527 0.102 Uiso 0.52 1 calc PR A 1
H36C H 0.0032 0.6839 0.7639 0.102 Uiso 0.48 1 d PR A 2
H36D H 0.0250 0.7503 0.8400 0.102 Uiso 0.48 1 d PR A 2
C37 C -0.035(2) 0.5864(9) 0.8202(13) 0.098(9) Uani 0.52 1 d PD B 1
H37 H -0.1121 0.5902 0.8161 0.118 Uiso 0.52 1 d PR B 1
C38 C -0.0335(14) 0.5071(9) 0.7605(7) 0.098(6) Uani 0.52 1 d PD B 1
H38 H 0.0379 0.5254 0.7458 0.117 Uiso 0.52 1 d PR B 1
C39 C -0.0434(11) 0.4090(9) 0.8007(8) 0.071(5) Uani 0.52 1 d PD B 1
H39 H -0.0177 0.3578 0.7750 0.085 Uiso 0.52 1 d PR B 1
C40 C 0.0375(14) 0.4475(16) 0.8769(10) 0.12(2) Uani 0.52 1 d PD B 1
H40 H -0.0001 0.4016 0.9081 0.148 Uiso 0.52 1 d PR B 1
C41 C 0.0105(17) 0.5473(10) 0.8957(7) 0.071(6) Uani 0.52 1 d PD B 1
H41A H 0.0788 0.5984 0.9250 0.085 Uiso 0.52 1 calc PR B 1
H41B H -0.0474 0.5354 0.9245 0.085 Uiso 0.52 1 calc PR B 1
O14 O -0.1241(10) 0.4943(10) 0.6979(6) 0.088(4) Uani 0.52 1 d PD B 1
H14 H -0.1644 0.5334 0.7046 0.105 Uiso 0.52 1 calc PR B 1
O15 O -0.1600(12) 0.3730(13) 0.7999(10) 0.132(6) Uani 0.52 1 d PD B 1
H15 H -0.1677 0.3774 0.8433 0.158 Uiso 0.52 1 calc PR B 1
C37' C -0.007(2) 0.5942(12) 0.8497(8) 0.098(12) Uani 0.48 1 d PD B 2
H37' H -0.0891 0.5742 0.8356 0.118 Uiso 0.48 1 d PR B 2
C38' C 0.0352(16) 0.6038(10) 0.9325(7) 0.072(6) Uani 0.48 1 d PD B 2
H38' H 0.1158 0.6385 0.9480 0.087 Uiso 0.48 1 d PR B 2
C39' C 0.0158(12) 0.4930(10) 0.9530(8) 0.063(5) Uani 0.48 1 d PD . 2
H39' H 0.0617 0.4851 1.0011 0.075 Uiso 0.48 1 d PR . 2
C40' C 0.0351(12) 0.4346(12) 0.8881(10) 0.12(2) Uani 0.48 1 d PD B 2
H40' H -0.0147 0.3648 0.8732 0.148 Uiso 0.48 1 d PR B 2
C41' C 0.0390(15) 0.5041(8) 0.8269(8) 0.063(5) Uani 0.48 1 d PD B 2
H41C H -0.0085 0.4666 0.7793 0.075 Uiso 0.48 1 calc PR B 2
H41D H 0.1172 0.5301 0.8221 0.075 Uiso 0.48 1 calc PR B 2
O14' O -0.0260(11) 0.6569(11) 0.9669(7) 0.087(4) Uani 0.48 1 d PD B 2
H14' H -0.0018 0.6610 1.0129 0.104 Uiso 0.48 1 calc PR B 2
O15' O -0.1012(12) 0.4443(14) 0.9424(10) 0.132(6) Uani 0.48 1 d PD C 2
H15' H -0.1257 0.4697 0.9750 0.158 Uiso 0.48 1 calc PR C 2
C42 C 0.2485(13) 0.5176(10) 0.9235(7) 0.107(4) Uani 1 1 d . B .
H42 H 0.2485 0.5883 0.9223 0.128 Uiso 1 1 calc R . .
N11 N 0.1554(9) 0.4438(9) 0.9030(5) 0.100(3) Uani 1 1 d D . .
N12 N 0.3433(11) 0.4890(9) 0.9462(5) 0.116(3) Uani 1 1 d . . .
N15 N 0.4681(11) 0.3287(9) 0.9834(5) 0.122(4) Uani 1 1 d . . .
H15A H 0.4985 0.2771 0.9944 0.147 Uiso 1 1 calc R . .
H15B H 0.5103 0.3928 0.9927 0.147 Uiso 1 1 calc R . .
C43 C 0.3050(8) 0.3869(6) 0.9394(4) 0.097(4) Uani 1 1 d G B .
C44 C 0.1887(8) 0.3598(7) 0.9125(4) 0.103(4) Uani 1 1 d G B .
N13 N 0.1290(6) 0.2563(8) 0.8999(4) 0.123(4) Uani 1 1 d G . .
C45 C 0.1857(9) 0.1798(5) 0.9143(4) 0.135(5) Uani 1 1 d G B .
H45 H 0.1449 0.1091 0.9057 0.162 Uiso 1 1 calc R . .
N14 N 0.3020(9) 0.2069(7) 0.9413(4) 0.117(3) Uani 1 1 d G . .
C46 C 0.3616(6) 0.3104(9) 0.9538(4) 0.118(4) Uani 1 1 d G B .
N1 N 0.5519(6) 0.6895(5) 0.8205(3) 0.0536(16) Uani 1 1 d . . .
N2 N 0.4105(6) 0.5425(6) 0.7827(4) 0.069(2) Uani 1 1 d . . .
H2 H 0.3698 0.5863 0.7694 0.083 Uiso 1 1 calc R . .
N3 N 0.6091(5) 0.7528(5) 0.6819(3) 0.0481(15) Uani 1 1 d . . .
N4 N 0.5079(6) 0.5959(5) 0.6201(4) 0.0597(17) Uani 1 1 d . . .
H4A H 0.4505 0.6200 0.6241 0.072 Uiso 1 1 calc R . .
N5 N 0.6239(5) 0.8991(5) 0.7989(3) 0.0533(16) Uani 1 1 d . . .
N6 N 0.3295(6) 1.0784(5) 0.7213(3) 0.0576(17) Uani 1 1 d . . .
N7 N 0.3363(4) 1.0161(4) 0.5768(3) 0.0411(13) Uani 1 1 d . . .
N8 N 0.3073(5) 0.8762(5) 0.4907(3) 0.0532(16) Uani 1 1 d . . .
H8 H 0.2835 0.8399 0.5247 0.064 Uiso 1 1 calc R . .
N9 N 0.1158(5) 0.9735(5) 0.6434(3) 0.0528(16) Uani 1 1 d . . .
N10 N 0.0162(5) 0.8475(5) 0.5493(3) 0.0512(15) Uani 1 1 d . . .
H10 H 0.0759 0.8234 0.5623 0.061 Uiso 1 1 calc R . .
O1 O 0.4029(8) 0.3720(5) 0.7768(5) 0.133(3) Uani 1 1 d . . .
O2 O 0.5522(7) 0.4495(5) 0.5820(5) 0.119(3) Uani 1 1 d . . .
O3 O 0.3213(5) 0.8624(5) 0.3736(3) 0.0865(19) Uani 1 1 d . . .
O4 O -0.1505(5) 0.8193(6) 0.4619(4) 0.100(2) Uani 1 1 d . . .
O6 O 0.4272(4) 0.9129(3) 0.7138(2) 0.0460(12) Uani 1 1 d . . .
O7 O 0.2149(4) 0.7849(3) 0.6037(2) 0.0405(11) Uani 1 1 d . B .
O8 O 0.3528(4) 0.6860(3) 0.6607(2) 0.0464(12) Uani 1 1 d . B .
O9 O 0.1620(4) 0.5907(4) 0.5802(3) 0.0590(13) Uani 1 1 d . B .
O10 O 0.1784(4) 0.6740(4) 0.7039(3) 0.0507(12) Uani 1 1 d . B .
O11 O 0.3444(4) 0.7528(4) 0.8101(3) 0.0555(13) Uani 1 1 d . B .
O12 O 0.2029(4) 0.8545(4) 0.7583(3) 0.0590(14) Uani 1 1 d . B .
O13 O 0.1555(5) 0.7001(5) 0.8290(3) 0.0728(17) Uani 1 1 d . B .
P1 P 0.22641(17) 0.75425(16) 0.77657(11) 0.0520(5) Uani 1 1 d . . .
P2 P 0.22871(15) 0.68183(13) 0.63139(10) 0.0432(5) Uani 1 1 d . . .
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
O6 Zn1 O7 97.94(17) . .
O6 Zn1 N6 84.4(2) . .
O7 Zn1 N6 176.9(2) . .
O6 Zn1 N9 160.3(2) . .
O7 Zn1 N9 99.4(2) . .
N6 Zn1 N9 78.7(3) . .
O6 Zn1 N7 92.81(19) . .
O7 Zn1 N7 97.92(19) . .
N6 Zn1 N7 79.9(2) . .
N9 Zn1 N7 94.1(2) . .
O6 Zn1 O12 90.04(18) . .
O7 Zn1 O12 89.38(18) . .
N6 Zn1 O12 92.6(2) . .
N9 Zn1 O12 80.77(19) . .
N7 Zn1 O12 171.72(19) . .
O6 Zn2 O8 96.98(18) . .
O6 Zn2 N5 79.8(2) . .
O8 Zn2 N5 161.1(2) . .
O6 Zn2 N1 153.1(2) . .
O8 Zn2 N1 108.0(2) . .
N5 Zn2 N1 79.5(2) . .
O6 Zn2 O11 90.21(18) . .
O8 Zn2 O11 86.87(19) . .
N5 Zn2 O11 111.6(2) . .
N1 Zn2 O11 81.67(19) . .
O6 Zn2 N3 111.56(19) . .
O8 Zn2 N3 88.0(2) . .
N5 Zn2 N3 76.2(2) . .
N1 Zn2 N3 79.7(2) . .
O11 Zn2 N3 158.08(19) . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O1 C2 N2 121.3(10) . .
O1 C2 C1 122.7(10) . .
N2 C2 C1 116.0(8) . .
N1 C3 N2 114.8(7) . .
N1 C3 C4 122.7(9) . .
N2 C3 C4 122.5(9) . .
C5 C4 C3 115.9(9) . .
C5 C4 H4 122.1 . .
C3 C4 H4 122.1 . .
C6 C5 C4 122.0(8) . .
C6 C5 H5 119.0 . .
C4 C5 H5 119.0 . .
C7 C6 C5 117.2(9) . .
C7 C6 H6 121.4 . .
C5 C6 H6 121.4 . .
N1 C7 C6 122.0(9) . .
N1 C7 C8 118.0(7) . .
C6 C7 C8 119.4(9) . .
C7 C8 N5 111.9(7) . .
C7 C8 H8A 109.2 . .
N5 C8 H8A 109.2 . .
C7 C8 H8B 109.2 . .
N5 C8 H8B 109.2 . .
H8A C8 H8B 107.9 . .
N5 C9 C10 110.2(6) . .
N5 C9 H9A 109.6 . .
C10 C9 H9A 109.6 . .
N5 C9 H9B 109.6 . .
C10 C9 H9B 109.6 . .
H9A C9 H9B 108.1 . .
N3 C10 C11 123.8(9) . .
N3 C10 C9 115.0(7) . .
C11 C10 C9 121.1(9) . .
C10 C11 C12 119.2(10) . .
C10 C11 H11 120.4 . .
C12 C11 H11 120.4 . .
C13 C12 C11 118.7(9) . .
C13 C12 H12 120.7 . .
C11 C12 H12 120.7 . .
C12 C13 C14 119.2(10) . .
C12 C13 H13 120.4 . .
C14 C13 H13 120.4 . .
N3 C14 N4 113.9(7) . .
N3 C14 C13 121.7(8) . .
N4 C14 C13 124.4(8) . .
O2 C15 N4 121.8(10) . .
O2 C15 C16 121.4(9) . .
N4 C15 C16 116.7(8) . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N5 C17 C18 110.8(6) . .
N5 C17 H17A 109.5 . .
C18 C17 H17A 109.5 . .
N5 C17 H17B 109.5 . .
C18 C17 H17B 109.5 . .
H17A C17 H17B 108.1 . .
O6 C18 C17 111.0(6) . .
O6 C18 C19 110.3(7) . .
C17 C18 C19 108.4(7) . .
O6 C18 H18 109.0 . .
C17 C18 H18 109.0 . .
C19 C18 H18 109.0 . .
N6 C19 C18 111.8(7) . .
N6 C19 H19A 109.3 . .
C18 C19 H19A 109.3 . .
N6 C19 H19B 109.3 . .
C18 C19 H19B 109.3 . .
H19A C19 H19B 107.9 . .
N6 C20 C21 115.9(6) . .
N6 C20 H20A 108.3 . .
C21 C20 H20A 108.3 . .
N6 C20 H20B 108.3 . .
C21 C20 H20B 108.3 . .
H20A C20 H20B 107.4 . .
N7 C21 C22 124.5(8) . .
N7 C21 C20 117.6(7) . .
C22 C21 C20 117.8(8) . .
C23 C22 C21 118.3(8) . .
C23 C22 H22 120.9 . .
C21 C22 H22 120.9 . .
C22 C23 C24 120.5(7) . .
C22 C23 H23 119.7 . .
C24 C23 H23 119.7 . .
C25 C24 C23 116.5(8) . .
C25 C24 H24 121.8 . .
C23 C24 H24 121.8 . .
N7 C25 C24 123.2(7) . .
N7 C25 N8 115.5(6) . .
C24 C25 N8 121.1(8) . .
O3 C26 N8 121.5(9) . .
O3 C26 C27 123.9(9) . .
N8 C26 C27 114.5(8) . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
N6 C28 C29 111.9(7) . .
N6 C28 H28A 109.2 . .
C29 C28 H28A 109.2 . .
N6 C28 H28B 109.2 . .
C29 C28 H28B 109.2 . .
H28A C28 H28B 107.9 . .
N9 C29 C30 122.1(9) . .
N9 C29 C28 116.2(7) . .
C30 C29 C28 121.6(9) . .
C31 C30 C29 117.4(10) . .
C31 C30 H30 121.3 . .
C29 C30 H30 121.3 . .
C32 C31 C30 121.2(9) . .
C32 C31 H31 119.4 . .
C30 C31 H31 119.4 . .
C33 C32 C31 118.8(10) . .
C33 C32 H32 120.6 . .
C31 C32 H32 120.6 . .
N9 C33 C32 122.3(9) . .
N9 C33 N10 112.2(7) . .
C32 C33 N10 125.5(9) . .
O4 C34 N10 124.8(10) . .
O4 C34 C35 120.9(9) . .
N10 C34 C35 114.3(7) . .
C34 C35 H35A 109.5 . .
C34 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C34 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
O13 C36 C37 116.9(12) . .
O13 C36 C37' 104.9(12) . .
O13 C36 H36A 108.1 . .
C37 C36 H36A 108.1 . .
C37' C36 H36A 130.1 . .
O13 C36 H36B 108.1 . .
C37 C36 H36B 108.1 . .
C37' C36 H36B 96.6 . .
H36A C36 H36B 107.3 . .
O13 C36 H36C 111.4 . .
C37 C36 H36C 88.5 . .
C37' C36 H36C 110.5 . .
H36B C36 H36C 123.2 . .
O13 C36 H36D 110.4 . .
C37 C36 H36D 118.3 . .
C37' C36 H36D 110.8 . .
H36A C36 H36D 91.5 . .
H36C C36 H36D 108.9 . .
C36 C37 C38 112.3(11) . .
C36 C37 C41 109.1(15) . .
C38 C37 C41 106.8(10) . .
C36 C37 H37 110.0 . .
C38 C37 H37 109.2 . .
C41 C37 H37 109.3 . .
C36 C37 H37' 126.7 . .
C38 C37 H37' 115.1 . .
C41 C37 H37' 79.1 . .
O14 C38 C37 112.9(16) . .
O14 C38 C39 111.1(11) . .
C37 C38 C39 101.6(9) . .
O14 C38 H38 109.6 . .
C37 C38 H38 110.6 . .
C39 C38 H38 110.7 . .
O15 C39 C38 105.5(13) . .
O15 C39 C40 115.8(14) . .
C38 C39 C40 103.1(10) . .
O15 C39 H39 111.8 . .
C38 C39 H39 109.9 . .
C40 C39 H39 110.2 . .
O15 C39 H40' 88.8 . .
C38 C39 H40' 146.2 . .
H39 C39 H40' 92.0 . .
N11 C40 C41 116.9(15) . .
N11 C40 C39 128.6(15) . .
C41 C40 C39 102.3(9) . .
N11 C40 H40 102.1 . .
C41 C40 H40 101.5 . .
C39 C40 H40 101.0 . .
N11 C40 H40' 105.5 . .
C41 C40 H40' 129.8 . .
C39 C40 H40' 66.8 . .
C40 C41 C37 105.8(10) . .
C40 C41 H41A 110.6 . .
C37 C41 H41A 110.6 . .
C40 C41 H41B 110.6 . .
C37 C41 H41B 110.6 . .
H41A C41 H41B 108.7 . .
C38 O14 H14 109.5 . .
C39 O15 H15 109.5 . .
C36 C37' C38' 113.3(10) . .
C36 C37' C41' 111.5(16) . .
C38' C37' C41' 101.0(12) . .
C36 C37' H37 92.4 . .
C38' C37' H37 122.9 . .
C41' C37' H37 116.2 . .
C36 C37' H37' 110.5 . .
C38' C37' H37' 110.2 . .
C41' C37' H37' 110.0 . .
O14' C38' C37' 111.0(15) . .
O14' C38' C39' 109.8(11) . .
C37' C38' C39' 105.3(9) . .
O14' C38' H38' 110.2 . .
C37' C38' H38' 111.0 . .
C39' C38' H38' 109.3 . .
O15' C39' C40' 97.7(13) . .
O15' C39' C38' 111.5(13) . .
C40' C39' C38' 103.2(8) . .
O15' C39' C39' 74.0(11) . 2_567
C40' C39' C39' 154.8(12) . 2_567
C38' C39' C39' 101.9(11) . 2_567
O15' C39' H40 76.6 . .
C38' C39' H40 128.9 . .
C39' C39' H40 127.8 2_567 .
O15' C39' H39' 113.5 . .
C40' C39' H39' 114.6 . .
C38' C39' H39' 114.6 . .
C39' C39' H39' 52.0 2_567 .
H40 C39' H39' 106.0 . .
N11 C40' C41' 92.3(11) . .
N11 C40' C39' 106.9(12) . .
C41' C40' C39' 108.2(9) . .
N11 C40' H40 121.1 . .
C41' C40' H40 146.5 . .
C39' C40' H40 67.1 . .
N11 C40' H40' 116.4 . .
C41' C40' H40' 115.1 . .
C39' C40' H40' 115.4 . .
H40 C40' H40' 50.2 . .
C40' C41' C37' 105.3(9) . .
C40' C41' H38 153.1 . .
C37' C41' H38 99.0 . .
C40' C41' H41C 110.7 . .
C37' C41' H41C 110.7 . .
H38 C41' H41C 48.2 . .
C40' C41' H41D 110.7 . .
C37' C41' H41D 110.7 . .
H38 C41' H41D 70.2 . .
H41C C41' H41D 108.8 . .
C38' O14' H14' 109.5 . .
C39' O15' H15' 109.5 . .
N11 C42 N12 116.8(12) . .
N11 C42 H42 121.6 . .
N12 C42 H42 121.6 . .
C44 N11 C42 103.8(10) . .
C44 N11 C40' 117.7(11) . .
C42 N11 C40' 137.2(13) . .
C44 N11 C40 125.1(12) . .
C42 N11 C40 131.1(14) . .
C43 N12 C42 101.5(11) . .
C46 N15 H15A 120.0 . .
C46 N15 H15B 120.0 . .
H15A N15 H15B 120.0 . .
N12 C43 C44 109.3(9) . .
N12 C43 C46 130.7(9) . .
C44 C43 C46 120.0 . .
N11 C44 N13 131.3(9) . .
N11 C44 C43 108.7(9) . .
N13 C44 C43 120.0 . .
C44 N13 C45 120.0 . .
N14 C45 N13 120.0 . .
N14 C45 H45 120.0 . .
N13 C45 H45 120.0 . .
C46 N14 C45 120.0 . .
N15 C46 N14 115.8(9) . .
N15 C46 C43 124.0(9) . .
N14 C46 C43 120.0 . .
C3 N1 C7 120.2(7) . .
C3 N1 Zn2 125.8(6) . .
C7 N1 Zn2 110.6(5) . .
C2 N2 C3 130.8(8) . .
C2 N2 H2 114.6 . .
C3 N2 H2 114.6 . .
C10 N3 C14 117.4(7) . .
C10 N3 Zn2 110.0(5) . .
C14 N3 Zn2 129.4(5) . .
C15 N4 C14 130.8(7) . .
C15 N4 H4A 114.6 . .
C14 N4 H4A 114.6 . .
C17 N5 C9 112.4(6) . .
C17 N5 C8 113.6(6) . .
C9 N5 C8 111.9(6) . .
C17 N5 Zn2 102.5(4) . .
C9 N5 Zn2 106.9(5) . .
C8 N5 Zn2 108.8(5) . .
C19 N6 C20 116.2(7) . .
C19 N6 C28 112.8(7) . .
C20 N6 C28 109.6(6) . .
C19 N6 Zn1 101.6(4) . .
C20 N6 Zn1 110.9(5) . .
C28 N6 Zn1 104.8(5) . .
C21 N7 C25 117.1(6) . .
C21 N7 Zn1 112.8(5) . .
C25 N7 Zn1 130.0(5) . .
C26 N8 C25 129.8(7) . .
C26 N8 H8 115.1 . .
C25 N8 H8 115.1 . .
C29 N9 C33 118.0(7) . .
C29 N9 Zn1 111.2(5) . .
C33 N9 Zn1 130.7(5) . .
C34 N10 C33 128.2(7) . .
C34 N10 H10 115.9 . .
C33 N10 H10 115.9 . .
C18 O6 Zn2 117.7(4) . .
C18 O6 Zn1 111.7(4) . .
Zn2 O6 Zn1 127.1(2) . .
P2 O7 Zn1 126.5(3) . .
P2 O8 Zn2 129.5(3) . .
P1 O10 P2 124.9(3) . .
P1 O11 Zn2 119.2(3) . .
P1 O12 Zn1 115.6(3) . .
C36 O13 P1 122.1(5) . .
O12 P1 O11 118.5(3) . .
O12 P1 O13 112.2(3) . .
O11 P1 O13 105.8(3) . .
O12 P1 O10 108.6(3) . .
O11 P1 O10 109.0(3) . .
O13 P1 O10 101.4(3) . .
O9 P2 O8 115.3(3) . .
O9 P2 O7 114.2(3) . .
O8 P2 O7 110.9(3) . .
O9 P2 O10 106.1(3) . .
O8 P2 O10 104.4(3) . .
O7 P2 O10 104.7(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O6 2.021(4) .
Zn1 O7 2.027(4) .
Zn1 N6 2.153(6) .
Zn1 N9 2.186(6) .
Zn1 N7 2.241(5) .
Zn1 O12 2.300(5) .
Zn2 O6 1.999(4) .
Zn2 O8 2.020(5) .
Zn2 N5 2.178(6) .
Zn2 N1 2.218(6) .
Zn2 O11 2.239(5) .
Zn2 N3 2.383(6) .
C1 C2 1.445(14) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 O1 1.243(11) .
C2 N2 1.352(11) .
C3 N1 1.316(10) .
C3 N2 1.382(11) .
C3 C4 1.402(11) .
C4 C5 1.391(14) .
C4 H4 0.9500 .
C5 C6 1.381(14) .
C5 H5 0.9500 .
C6 C7 1.378(11) .
C6 H6 0.9500 .
C7 N1 1.345(11) .
C7 C8 1.463(12) .
C8 N5 1.519(10) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 N5 1.507(11) .
C9 C10 1.516(13) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 N3 1.325(10) .
C10 C11 1.354(12) .
C11 C12 1.371(14) .
C11 H11 0.9500 .
C12 C13 1.356(14) .
C12 H12 0.9500 .
C13 C14 1.396(11) .
C13 H13 0.9500 .
C14 N3 1.339(9) .
C14 N4 1.385(10) .
C15 O2 1.258(11) .
C15 N4 1.369(11) .
C15 C16 1.486(13) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 N5 1.472(10) .
C17 C18 1.517(11) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 O6 1.375(9) .
C18 C19 1.539(12) .
C18 H18 1.0000 .
C19 N6 1.457(10) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 N6 1.457(10) .
C20 C21 1.541(12) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 N7 1.322(9) .
C21 C22 1.379(11) .
C22 C23 1.332(13) .
C22 H22 0.9500 .
C23 C24 1.414(13) .
C23 H23 0.9500 .
C24 C25 1.391(10) .
C24 H24 0.9500 .
C25 N7 1.339(9) .
C25 N8 1.405(10) .
C26 O3 1.225(10) .
C26 N8 1.344(10) .
C26 C27 1.450(13) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 N6 1.465(11) .
C28 C29 1.497(12) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 N9 1.359(10) .
C29 C30 1.407(12) .
C30 C31 1.379(14) .
C30 H30 0.9500 .
C31 C32 1.372(14) .
C31 H31 0.9500 .
C32 C33 1.371(11) .
C32 H32 0.9500 .
C33 N9 1.364(10) .
C33 N10 1.395(10) .
C34 O4 1.216(10) .
C34 N10 1.366(11) .
C34 C35 1.507(13) .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 O13 1.414(10) .
C36 C37 1.490(10) .
C36 C37' 1.503(10) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C36 H36C 0.9700 .
C36 H36D 0.9700 .
C37 C38 1.514(10) .
C37 C41 1.56(3) .
C37 H37 0.9800 .
C37 H37' 0.7894 .
C38 O14 1.411(9) .
C38 C39 1.536(9) .
C38 H38 0.9800 .
C39 O15 1.431(10) .
C39 C40 1.537(10) .
C39 H39 0.9800 .
C40 N11 1.473(10) .
C40 C41 1.506(10) .
C40 H40 0.9800 .
C40 H40' 1.1345 .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
O14 H14 0.8400 .
O15 H15 0.8400 .
C37' C38' 1.507(10) .
C37' C41' 1.54(3) .
C37' H37' 0.9800 .
C38' O14' 1.406(9) .
C38' C39' 1.526(9) .
C38' H38' 0.9800 .
C39' O15' 1.426(10) .
C39' C40' 1.515(10) .
C39' C39' 1.90(3) 2_567
C39' H39' 0.9800 .
C40' N11 1.455(10) .
C40' C41' 1.509(10) .
C40' H40 0.7265 .
C40' H40' 0.9800 .
C41' H41C 0.9900 .
C41' H41D 0.9900 .
O14' H14' 0.8400 .
O15' H15' 0.8400 .
C42 N11 1.305(15) .
C42 N12 1.330(16) .
C42 H42 0.9500 .
N11 C44 1.301(11) .
N12 C43 1.327(12) .
N15 C46 1.290(13) .
N15 H15A 0.8800 .
N15 H15B 0.8800 .
C43 C44 1.3900 .
C43 C46 1.3900 .
C44 N13 1.3900 .
N13 C45 1.3900 .
C45 N14 1.3900 .
C45 H45 0.9500 .
N14 C46 1.3900 .
N2 H2 0.8800 .
N4 H4A 0.8800 .
N8 H8 0.8800 .
N10 H10 0.8800 .
O7 P2 1.533(4) .
O8 P2 1.525(5) .
O9 P2 1.467(5) .
O10 P1 1.600(5) .
O10 P2 1.621(5) .
O11 P1 1.486(5) .
O12 P1 1.484(5) .
O13 P1 1.561(5) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C38 H38 O10 0.98 2.60 3.445(17) 144.0 .
C32 H32 O4 0.95 2.32 2.911(15) 119.8 .
C27 H27C O2 0.98 2.58 3.517(14) 159.8 2_666
C22 H22 O2 0.95 2.54 3.443(11) 158.7 1_565
C20 H20B O4 0.99 2.55 3.266(11) 128.9 2_576
C13 H13 O2 0.95 2.32 2.914(14) 120.1 .
C4 H4 O1 0.95 2.26 2.844(15) 118.6 .
N15 H15B N12 0.88 2.17 2.973(17) 152.3 2_667
N10 H10 O7 0.88 1.95 2.825(7) 171.6 .
N8 H8 O7 0.88 1.96 2.825(7) 166.9 .
N4 H4A O8 0.88 1.91 2.764(7) 163.4 .
N2 H2 O11 0.88 2.45 3.185(8) 141.7 .
N2 H2 O8 0.88 2.48 3.122(8) 130.5 .
