#------------------------------------------------------------------------------
#$Date: 2016-05-31 13:40:48 +0200 (mar 31 de may de 2016) $
#$Revision: 183178 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/89/7118996.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_7118996
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            'C51 H78 Cl N9 O14'
_chemical_formula_weight         1076.67
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_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                 94.732(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.572(5)
_cell_length_b                   34.162(8)
_cell_length_c                   8.774(2)
_cell_measurement_temperature    173(2)
_cell_volume                     5548(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω scan'
_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  0.0783
_diffrn_reflns_av_sigmaI/netI    0.1053
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            27129
_diffrn_reflns_theta_full        25.34
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.9645
_exptl_absorpt_correction_T_min  0.9552
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_refine_diff_density_max         1.772
_refine_diff_density_min         -0.956
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.179
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     657
_refine_ls_number_reflns         9855
_refine_ls_number_restraints     1032
_refine_ls_restrained_S_all      1.205
_refine_ls_R_factor_all          0.2653
_refine_ls_R_factor_gt           0.1890
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+93.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3684
_refine_ls_wR_factor_ref         0.4077
_reflns_number_gt                5637
_reflns_number_total             9855
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc03144g2.cif
_cod_data_source_block           07
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               7118996
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_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 0.25840(12) 0.34317(6) 0.3343(3) 0.0285(5) Uani 1 1 d U . .
O1 O 0.0152(8) 0.3646(5) 0.5358(19) 0.137(3) Uani 1 1 d U . .
O2 O 0.0165(7) 0.5250(4) 0.1774(16) 0.107(3) Uani 1 1 d U . .
O3 O 0.0917(5) 0.6190(2) 0.0928(11) 0.063(2) Uani 1 1 d U . .
O4 O 0.1788(5) 0.6791(2) -0.0418(11) 0.063(2) Uani 1 1 d U . .
O5 O 0.3319(5) 0.6751(2) -0.0884(10) 0.0523(19) Uani 1 1 d U . .
O6 O 0.4133(4) 0.60474(18) -0.0493(8) 0.0372(16) Uani 1 1 d U . .
O7 O 0.4843(4) 0.52538(19) 0.1803(8) 0.0373(16) Uani 1 1 d U . .
O8 O 0.5031(4) 0.3687(2) 0.6030(9) 0.0407(18) Uani 1 1 d U . .
O9 O 0.2571(3) 0.27137(17) 0.7776(6) 0.0177(12) Uani 1 1 d U . .
O10 O 0.2227(10) 0.5312(5) 0.839(2) 0.151(5) Uani 1 1 d U . .
O11 O 0.2511(8) 0.5378(4) 1.049(2) 0.129(4) Uani 1 1 d U . .
O12 O 0.3484(11) 0.6974(6) 0.449(2) 0.163(6) Uani 1 1 d U . .
O13 O 0.2524(13) 0.6988(7) 0.339(3) 0.192(6) Uani 1 1 d U . .
O14 O 0.2201(10) 0.6070(5) 0.524(2) 0.152(4) Uani 1 1 d U . .
N1 N 0.1088(6) 0.3224(4) 0.5179(14) 0.068(2) Uani 1 1 d U . .
H1 H 0.1543 0.3217 0.4968 0.082 Uiso 1 1 calc R . .
N2 N 0.1074(9) 0.3794(4) 0.3937(19) 0.105(3) Uani 1 1 d U . .
H8' H 0.1512 0.3726 0.3722 0.126 Uiso 1 1 calc R . .
N3 N 0.4073(4) 0.3840(2) 0.4396(9) 0.0275(16) Uani 1 1 d U . .
H6' H 0.3647 0.3752 0.4037 0.033 Uiso 1 1 calc R . .
N4 N 0.4063(4) 0.3278(2) 0.5783(8) 0.0204(14) Uani 1 1 d U . .
H4' H 0.3606 0.3269 0.5428 0.024 Uiso 1 1 calc R . .
N5 N 0.1984(4) 0.2587(2) 0.5464(8) 0.0218(14) Uani 1 1 d U . .
H2' H 0.2021 0.2562 0.4476 0.026 Uiso 1 1 calc R . .
N6 N 0.3212(4) 0.26080(19) 0.5712(8) 0.0175(13) Uani 1 1 d U . .
H6 H 0.3199 0.2585 0.4712 0.021 Uiso 1 1 calc R . .
N7 N 0.2530(6) 0.4004(3) 0.8460(12) 0.0509(19) Uani 1 1 d U . .
N8 N 0.2411(8) 0.5516(4) 0.9359(19) 0.083(3) Uani 1 1 d U . .
N9 N 0.3136(13) 0.6809(7) 0.363(3) 0.140(5) Uani 1 1 d U . .
C1 C 0.1281(5) 0.2576(3) 0.6043(11) 0.0327(18) Uani 1 1 d U . .
C2 C 0.1046(6) 0.2231(4) 0.6719(12) 0.042(2) Uani 1 1 d U . .
H7' H 0.1357 0.2011 0.6834 0.050 Uiso 1 1 calc R . .
C3 C 0.0349(6) 0.2215(4) 0.7223(14) 0.053(2) Uani 1 1 d U . .
H5' H 0.0186 0.1987 0.7707 0.064 Uiso 1 1 calc R . .
C4 C -0.0086(8) 0.2533(4) 0.7005(17) 0.064(3) Uiso 1 1 d U . .
H3' H -0.0564 0.2517 0.7315 0.077 Uiso 1 1 calc R . .
C5 C 0.0119(7) 0.2862(5) 0.6385(16) 0.067(3) Uani 1 1 d U . .
H1' H -0.0204 0.3078 0.6276 0.080 Uiso 1 1 calc R . .
C6 C 0.0821(6) 0.2893(4) 0.5883(15) 0.054(2) Uani 1 1 d U . .
C7 C 0.0715(10) 0.3552(5) 0.479(2) 0.094(3) Uani 1 1 d U . .
C8 C 0.0801(7) 0.4143(4) 0.3370(17) 0.109(3) Uani 1 1 d GU . .
C9 C 0.0072(7) 0.4264(4) 0.3238(17) 0.116(4) Uani 1 1 d GU . .
H9 H -0.0293 0.4091 0.3532 0.140 Uiso 1 1 calc R . .
C10 C -0.0114(7) 0.4639(4) 0.2670(17) 0.116(4) Uani 1 1 d GU . .
H10 H -0.0605 0.4720 0.2581 0.139 Uiso 1 1 calc R . .
C11 C 0.0429(7) 0.4895(4) 0.2234(17) 0.108(3) Uani 1 1 d GU . .
C12 C 0.1158(7) 0.4775(4) 0.2367(16) 0.104(4) Uani 1 1 d GU . .
H12 H 0.1523 0.4947 0.2073 0.125 Uiso 1 1 calc R . .
C13 C 0.1344(7) 0.4399(4) 0.2935(17) 0.105(4) Uani 1 1 d GU . .
H13 H 0.1835 0.4318 0.3024 0.126 Uiso 1 1 calc R . .
C14 C 0.0726(11) 0.5518(6) 0.142(2) 0.102(4) Uiso 1 1 d U . .
H14A H 0.0983 0.5422 0.0547 0.123 Uiso 1 1 calc R . .
H14B H 0.1079 0.5558 0.2311 0.123 Uiso 1 1 calc R . .
C15 C 0.0321(9) 0.5897(5) 0.100(2) 0.088(3) Uani 1 1 d U . .
H15A H 0.0036 0.5873 -0.0002 0.106 Uiso 1 1 calc R . .
H15B H -0.0007 0.5969 0.1788 0.106 Uiso 1 1 calc R . .
C16 C 0.0664(7) 0.6559(4) 0.0382(17) 0.062(3) Uani 1 1 d U . .
H16A H 0.0247 0.6639 0.0942 0.075 Uiso 1 1 calc R . .
H16B H 0.0496 0.6536 -0.0715 0.075 Uiso 1 1 calc R . .
C17 C 0.1234(7) 0.6865(4) 0.0574(16) 0.060(3) Uani 1 1 d U . .
H17A H 0.1018 0.7125 0.0340 0.072 Uiso 1 1 calc R . .
H17B H 0.1444 0.6867 0.1648 0.072 Uiso 1 1 calc R . .
C18 C 0.2251(8) 0.7111(4) -0.0511(18) 0.066(3) Uani 1 1 d U . .
H18A H 0.2474 0.7176 0.0522 0.079 Uiso 1 1 calc R . .
H18B H 0.1970 0.7342 -0.0904 0.079 Uiso 1 1 calc R . .
C19 C 0.2833(8) 0.7022(4) -0.1554(17) 0.063(3) Uani 1 1 d U . .
H19A H 0.2611 0.6916 -0.2534 0.075 Uiso 1 1 calc R . .
H19B H 0.3093 0.7266 -0.1775 0.075 Uiso 1 1 calc R . .
C20 C 0.3805(6) 0.6605(3) -0.1954(13) 0.045(2) Uani 1 1 d U . .
H20A H 0.3991 0.6826 -0.2535 0.054 Uiso 1 1 calc R . .
H20B H 0.3542 0.6426 -0.2690 0.054 Uiso 1 1 calc R . .
C21 C 0.4407(6) 0.6398(3) -0.1130(13) 0.040(2) Uani 1 1 d U . .
H21A H 0.4778 0.6332 -0.1838 0.048 Uiso 1 1 calc R . .
H21B H 0.4634 0.6566 -0.0305 0.048 Uiso 1 1 calc R . .
C22 C 0.4681(6) 0.5832(3) 0.0356(13) 0.036(2) Uani 1 1 d U . .
H22A H 0.4897 0.5990 0.1223 0.043 Uiso 1 1 calc R . .
H22B H 0.5068 0.5760 -0.0303 0.043 Uiso 1 1 calc R . .
C23 C 0.4330(6) 0.5469(3) 0.0938(13) 0.037(2) Uani 1 1 d U . .
H23A H 0.3934 0.5543 0.1569 0.045 Uiso 1 1 calc R . .
H23B H 0.4123 0.5310 0.0065 0.045 Uiso 1 1 calc R . .
C24 C 0.4622(5) 0.4912(3) 0.2465(11) 0.0302(18) Uani 1 1 d U . .
C25 C 0.5144(6) 0.4698(3) 0.3287(13) 0.038(2) Uani 1 1 d U . .
H25 H 0.5624 0.4796 0.3406 0.046 Uiso 1 1 calc R . .
C26 C 0.4991(6) 0.4339(3) 0.3955(13) 0.037(2) Uani 1 1 d U . .
H26 H 0.5363 0.4192 0.4499 0.044 Uiso 1 1 calc R . .
C27 C 0.4287(5) 0.4204(3) 0.3807(11) 0.0276(17) Uani 1 1 d U . .
C28 C 0.3761(5) 0.4424(3) 0.3010(11) 0.0297(19) Uani 1 1 d U . .
H28 H 0.3277 0.4330 0.2913 0.036 Uiso 1 1 calc R . .
C29 C 0.3922(5) 0.4778(3) 0.2345(11) 0.0311(19) Uani 1 1 d U . .
H29 H 0.3551 0.4928 0.1811 0.037 Uiso 1 1 calc R . .
C30 C 0.4441(5) 0.3611(2) 0.5435(10) 0.0209(16) Uani 1 1 d U . .
C31 C 0.4327(5) 0.2953(2) 0.6642(10) 0.0202(15) Uani 1 1 d U . .
C32 C 0.4976(5) 0.2955(3) 0.7503(10) 0.0248(17) Uani 1 1 d U . .
H32 H 0.5267 0.3184 0.7552 0.030 Uiso 1 1 calc R . .
C33 C 0.5213(5) 0.2617(3) 0.8319(10) 0.0273(18) Uani 1 1 d U . .
H33 H 0.5665 0.2619 0.8913 0.033 Uiso 1 1 calc R . .
C34 C 0.4799(5) 0.2285(3) 0.8262(10) 0.0236(17) Uani 1 1 d U . .
H9' H 0.4963 0.2057 0.8805 0.028 Uiso 1 1 calc R . .
C35 C 0.4138(5) 0.2284(3) 0.7405(9) 0.0213(16) Uani 1 1 d U . .
H35 H 0.3846 0.2055 0.7371 0.026 Uiso 1 1 calc R . .
C36 C 0.3898(4) 0.2617(2) 0.6593(9) 0.0179(15) Uani 1 1 d U . .
C37 C 0.2575(4) 0.2634(2) 0.6397(10) 0.0173(15) Uani 1 1 d U . .
C38 C 0.2102(8) 0.3656(4) 0.8032(17) 0.062(3) Uani 1 1 d U . .
H38A H 0.2437 0.3448 0.7747 0.075 Uiso 1 1 calc R . .
H38B H 0.1783 0.3719 0.7106 0.075 Uiso 1 1 calc R . .
C39 C 0.1638(8) 0.3489(4) 0.9214(19) 0.073(4) Uani 1 1 d U . .
H39A H 0.1922 0.3474 1.0205 0.110 Uiso 1 1 calc R . .
H39B H 0.1473 0.3227 0.8899 0.110 Uiso 1 1 calc R . .
H39C H 0.1219 0.3659 0.9304 0.110 Uiso 1 1 calc R . .
C40 C 0.2107(9) 0.4336(4) 0.9052(19) 0.079(3) Uani 1 1 d U . .
H40A H 0.2429 0.4559 0.9352 0.095 Uiso 1 1 calc R . .
H40B H 0.1856 0.4253 0.9951 0.095 Uiso 1 1 calc R . .
C41 C 0.1480(11) 0.4467(6) 0.752(3) 0.114(6) Uani 1 1 d U . .
H41A H 0.1738 0.4567 0.6674 0.171 Uiso 1 1 calc R . .
H41B H 0.1157 0.4671 0.7861 0.171 Uiso 1 1 calc R . .
H41C H 0.1196 0.4237 0.7185 0.171 Uiso 1 1 calc R . .
C42 C 0.2934(7) 0.4126(4) 0.7124(15) 0.056(3) Uani 1 1 d U . .
H42A H 0.2581 0.4184 0.6246 0.067 Uiso 1 1 calc R . .
H42B H 0.3236 0.3904 0.6829 0.067 Uiso 1 1 calc R . .
C43 C 0.3417(7) 0.4482(4) 0.7424(16) 0.057(3) Uani 1 1 d U . .
H43A H 0.3118 0.4711 0.7602 0.085 Uiso 1 1 calc R . .
H43B H 0.3692 0.4530 0.6536 0.085 Uiso 1 1 calc R . .
H43C H 0.3751 0.4435 0.8328 0.085 Uiso 1 1 calc R . .
C44 C 0.3111(8) 0.3893(4) 0.9850(16) 0.062(3) Uani 1 1 d U . .
H44A H 0.3436 0.4119 1.0072 0.075 Uiso 1 1 calc R . .
H44B H 0.2854 0.3841 1.0774 0.075 Uiso 1 1 calc R . .
C45 C 0.3543(8) 0.3551(4) 0.9522(16) 0.063(3) Uani 1 1 d U . .
H45A H 0.3229 0.3321 0.9381 0.095 Uiso 1 1 calc R . .
H45B H 0.3907 0.3505 1.0378 0.095 Uiso 1 1 calc R . .
H45C H 0.3785 0.3597 0.8587 0.095 Uiso 1 1 calc R . .
C46 C 0.2366(8) 0.5934(4) 0.9153(17) 0.065(3) Uani 1 1 d U . .
H46A H 0.2053 0.6046 0.9888 0.097 Uiso 1 1 calc R . .
H46B H 0.2165 0.5993 0.8111 0.097 Uiso 1 1 calc R . .
H46C H 0.2850 0.6048 0.9321 0.097 Uiso 1 1 calc R . .
C47 C 0.3227(11) 0.6442(6) 0.287(2) 0.113(5) Uani 1 1 d U . .
H47A H 0.3726 0.6419 0.2591 0.169 Uiso 1 1 calc R . .
H47B H 0.2896 0.6431 0.1938 0.169 Uiso 1 1 calc R . .
H47C H 0.3121 0.6226 0.3548 0.169 Uiso 1 1 calc R . .
C48 C 0.2997(12) 0.5535(7) 0.501(3) 0.129(6) Uani 1 1 d U . .
H48A H 0.3292 0.5718 0.4471 0.194 Uiso 1 1 calc R . .
H48B H 0.3091 0.5267 0.4687 0.194 Uiso 1 1 calc R . .
H48C H 0.3122 0.5558 0.6118 0.194 Uiso 1 1 calc R . .
C49 C 0.2211(13) 0.5630(7) 0.466(3) 0.137(3) Uani 1 1 d U . .
H49A H 0.1897 0.5460 0.5232 0.164 Uiso 1 1 calc R . .
H49B H 0.2066 0.5611 0.3551 0.164 Uiso 1 1 calc R . .
C50 C 0.1449(15) 0.6208(8) 0.499(3) 0.155(5) Uani 1 1 d U . .
H50A H 0.1117 0.6041 0.5533 0.186 Uiso 1 1 calc R . .
H50B H 0.1285 0.6216 0.3889 0.186 Uiso 1 1 calc R . .
C51 C 0.1510(15) 0.6628(8) 0.569(3) 0.161(7) Uani 1 1 d U . .
H51A H 0.1595 0.6609 0.6809 0.242 Uiso 1 1 calc R . .
H51B H 0.1060 0.6771 0.5430 0.242 Uiso 1 1 calc R . .
H51C H 0.1913 0.6767 0.5285 0.242 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
C11 O2 C14 112.6(13) . .
C16 O3 C15 112.5(10) . .
C18 O4 C17 112.0(10) . .
C19 O5 C20 111.9(9) . .
C22 O6 C21 112.1(8) . .
C23 O7 C24 117.7(8) . .
C50 O14 C49 106.8(19) . .
C7 N1 C6 126.2(13) . .
C7 N1 H1 116.9 . .
C6 N1 H1 116.9 . .
C7 N2 C8 123.8(15) . .
C7 N2 H8' 118.1 . .
C8 N2 H8' 118.1 . .
C30 N3 C27 128.1(8) . .
C30 N3 H6' 116.0 . .
C27 N3 H6' 116.0 . .
C30 N4 C31 127.3(7) . .
C30 N4 H4' 116.4 . .
C31 N4 H4' 116.4 . .
C37 N5 C1 121.0(7) . .
C37 N5 H2' 119.5 . .
C1 N5 H2' 119.5 . .
C37 N6 C36 121.5(7) . .
C37 N6 H6 119.3 . .
C36 N6 H6 119.3 . .
C38 N7 C40 114.6(11) . .
C38 N7 C42 108.8(10) . .
C40 N7 C42 111.7(10) . .
C38 N7 C44 108.7(10) . .
C40 N7 C44 104.7(10) . .
C42 N7 C44 108.1(10) . .
O11 N8 O10 115.6(19) . .
O11 N8 C46 122.7(18) . .
O10 N8 C46 120.4(18) . .
O12 N9 O13 109(3) . .
O12 N9 C47 133(3) . .
O13 N9 C47 118(2) . .
C6 C1 C2 119.4(10) . .
C6 C1 N5 121.0(10) . .
C2 C1 N5 119.5(9) . .
C3 C2 C1 119.5(12) . .
C3 C2 H7' 120.3 . .
C1 C2 H7' 120.3 . .
C4 C3 C2 118.7(13) . .
C4 C3 H5' 120.7 . .
C2 C3 H5' 120.7 . .
C5 C4 C3 123.3(14) . .
C5 C4 H3' 118.3 . .
C3 C4 H3' 118.3 . .
C4 C5 C6 119.9(13) . .
C4 C5 H1' 120.0 . .
C6 C5 H1' 120.0 . .
C1 C6 N1 116.2(10) . .
C1 C6 C5 119.1(12) . .
N1 C6 C5 124.7(12) . .
O1 C7 N2 123.0(17) . .
O1 C7 N1 123.4(18) . .
N2 C7 N1 112.8(15) . .
N2 C8 C9 127.3(11) . .
N2 C8 C13 112.7(11) . .
C9 C8 C13 120.0 . .
C8 C9 C10 120.0 . .
C8 C9 H9 120.0 . .
C10 C9 H9 120.0 . .
C11 C10 C9 120.0 . .
C11 C10 H10 120.0 . .
C9 C10 H10 120.0 . .
O2 C11 C12 127.3(10) . .
O2 C11 C10 112.6(10) . .
C12 C11 C10 120.0 . .
C11 C12 C13 120.0 . .
C11 C12 H12 120.0 . .
C13 C12 H12 120.0 . .
C12 C13 C8 120.0 . .
C12 C13 H13 120.0 . .
C8 C13 H13 120.0 . .
O2 C14 C15 104.0(15) . .
O2 C14 H14A 111.0 . .
C15 C14 H14A 111.0 . .
O2 C14 H14B 111.0 . .
C15 C14 H14B 111.0 . .
H14A C14 H14B 109.0 . .
O3 C15 C14 103.0(13) . .
O3 C15 H15A 111.2 . .
C14 C15 H15A 111.2 . .
O3 C15 H15B 111.2 . .
C14 C15 H15B 111.2 . .
H15A C15 H15B 109.1 . .
O3 C16 C17 112.0(11) . .
O3 C16 H16A 109.2 . .
C17 C16 H16A 109.2 . .
O3 C16 H16B 109.2 . .
C17 C16 H16B 109.2 . .
H16A C16 H16B 107.9 . .
O4 C17 C16 110.4(11) . .
O4 C17 H17A 109.6 . .
C16 C17 H17A 109.6 . .
O4 C17 H17B 109.6 . .
C16 C17 H17B 109.6 . .
H17A C17 H17B 108.1 . .
O4 C18 C19 110.6(11) . .
O4 C18 H18A 109.5 . .
C19 C18 H18A 109.5 . .
O4 C18 H18B 109.5 . .
C19 C18 H18B 109.5 . .
H18A C18 H18B 108.1 . .
O5 C19 C18 110.7(11) . .
O5 C19 H19A 109.5 . .
C18 C19 H19A 109.5 . .
O5 C19 H19B 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 108.1 . .
O5 C20 C21 109.8(9) . .
O5 C20 H20A 109.7 . .
C21 C20 H20A 109.7 . .
O5 C20 H20B 109.7 . .
C21 C20 H20B 109.7 . .
H20A C20 H20B 108.2 . .
O6 C21 C20 108.4(9) . .
O6 C21 H21A 110.0 . .
C20 C21 H21A 110.0 . .
O6 C21 H21B 110.0 . .
C20 C21 H21B 110.0 . .
H21A C21 H21B 108.4 . .
O6 C22 C23 107.0(8) . .
O6 C22 H22A 110.3 . .
C23 C22 H22A 110.3 . .
O6 C22 H22B 110.3 . .
C23 C22 H22B 110.3 . .
H22A C22 H22B 108.6 . .
O7 C23 C22 109.0(8) . .
O7 C23 H23A 109.9 . .
C22 C23 H23A 109.9 . .
O7 C23 H23B 109.9 . .
C22 C23 H23B 109.9 . .
H23A C23 H23B 108.3 . .
C25 C24 C29 119.1(9) . .
C25 C24 O7 116.7(9) . .
C29 C24 O7 124.2(9) . .
C24 C25 C26 121.9(10) . .
C24 C25 H25 119.1 . .
C26 C25 H25 119.1 . .
C27 C26 C25 118.5(9) . .
C27 C26 H26 120.7 . .
C25 C26 H26 120.7 . .
C28 C27 C26 119.4(9) . .
C28 C27 N3 117.1(8) . .
C26 C27 N3 123.4(9) . .
C27 C28 C29 121.4(9) . .
C27 C28 H28 119.3 . .
C29 C28 H28 119.3 . .
C24 C29 C28 119.6(9) . .
C24 C29 H29 120.2 . .
C28 C29 H29 120.2 . .
O8 C30 N3 124.1(8) . .
O8 C30 N4 122.9(8) . .
N3 C30 N4 112.9(8) . .
C32 C31 C36 119.7(8) . .
C32 C31 N4 123.0(8) . .
C36 C31 N4 117.3(8) . .
C31 C32 C33 120.0(8) . .
C31 C32 H32 120.0 . .
C33 C32 H32 120.0 . .
C34 C33 C32 120.5(9) . .
C34 C33 H33 119.7 . .
C32 C33 H33 119.7 . .
C33 C34 C35 119.6(8) . .
C33 C34 H9' 120.2 . .
C35 C34 H9' 120.2 . .
C34 C35 C36 120.4(8) . .
C34 C35 H35 119.8 . .
C36 C35 H35 119.8 . .
C35 C36 C31 119.7(8) . .
C35 C36 N6 119.4(7) . .
C31 C36 N6 120.9(7) . .
O9 C37 N5 124.0(7) . .
O9 C37 N6 121.0(7) . .
N5 C37 N6 114.9(7) . .
N7 C38 C39 117.3(12) . .
N7 C38 H38A 108.0 . .
C39 C38 H38A 108.0 . .
N7 C38 H38B 108.0 . .
C39 C38 H38B 108.0 . .
H38A C38 H38B 107.2 . .
C38 C39 H39A 109.5 . .
C38 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C38 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
N7 C40 C41 105.1(12) . .
N7 C40 H40A 110.7 . .
C41 C40 H40A 110.7 . .
N7 C40 H40B 110.7 . .
C41 C40 H40B 110.7 . .
H40A C40 H40B 108.8 . .
C40 C41 H41A 109.5 . .
C40 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C40 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
N7 C42 C43 114.4(11) . .
N7 C42 H42A 108.7 . .
C43 C42 H42A 108.7 . .
N7 C42 H42B 108.7 . .
C43 C42 H42B 108.7 . .
H42A C42 H42B 107.6 . .
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 . .
C45 C44 N7 112.7(11) . .
C45 C44 H44A 109.1 . .
N7 C44 H44A 109.1 . .
C45 C44 H44B 109.1 . .
N7 C44 H44B 109.1 . .
H44A C44 H44B 107.8 . .
C44 C45 H45A 109.5 . .
C44 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
C44 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
N8 C46 H46A 109.5 . .
N8 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
N8 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
N9 C47 H47A 109.5 . .
N9 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
N9 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
C49 C48 H48A 109.5 . .
C49 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C49 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C48 C49 O14 100(2) . .
C48 C49 H49A 111.8 . .
O14 C49 H49A 111.8 . .
C48 C49 H49B 111.8 . .
O14 C49 H49B 111.8 . .
H49A C49 H49B 109.5 . .
O14 C50 C51 101(2) . .
O14 C50 H50A 111.5 . .
C51 C50 H50A 111.5 . .
O14 C50 H50B 111.5 . .
C51 C50 H50B 111.5 . .
H50A C50 H50B 109.3 . .
C50 C51 H51A 109.5 . .
C50 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C50 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C7 1.237(19) .
O2 C11 1.355(16) .
O2 C14 1.44(2) .
O3 C16 1.414(14) .
O3 C15 1.499(19) .
O4 C18 1.400(16) .
O4 C17 1.424(14) .
O5 C19 1.390(14) .
O5 C20 1.442(13) .
O6 C22 1.417(12) .
O6 C21 1.433(11) .
O7 C23 1.380(12) .
O7 C24 1.382(11) .
O8 C30 1.203(11) .
O9 C37 1.241(10) .
O10 N8 1.131(19) .
O11 N8 1.099(18) .
O12 N9 1.10(2) .
O13 N9 1.29(3) .
O14 C50 1.47(3) .
O14 C49 1.59(3) .
N1 C7 1.344(19) .
N1 C6 1.398(17) .
N1 H1 0.8800 .
N2 C7 1.33(2) .
N2 C8 1.373(17) .
N2 H8' 0.8800 .
N3 C30 1.343(11) .
N3 C27 1.417(11) .
N3 H6' 0.8800 .
N4 C30 1.382(11) .
N4 C31 1.408(11) .
N4 H4' 0.8800 .
N5 C37 1.324(11) .
N5 C1 1.440(11) .
N5 H2' 0.8800 .
N6 C37 1.373(10) .
N6 C36 1.434(11) .
N6 H6 0.8800 .
N7 C38 1.462(16) .
N7 C40 1.498(16) .
N7 C42 1.503(15) .
N7 C44 1.605(18) .
N8 C46 1.442(19) .
N9 C47 1.44(3) .
C1 C6 1.381(16) .
C1 C2 1.403(15) .
C2 C3 1.403(15) .
C2 H7' 0.9500 .
C3 C4 1.357(19) .
C3 H5' 0.9500 .
C4 C5 1.320(19) .
C4 H3' 0.9500 .
C5 C6 1.414(17) .
C5 H1' 0.9500 .
C8 C9 1.410(8) .
C8 C13 1.410(8) .
C9 C10 1.410(8) .
C9 H9 0.9500 .
C10 C11 1.410(8) .
C10 H10 0.9500 .
C11 C12 1.410(8) .
C12 C13 1.410(8) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 C15 1.53(2) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.487(19) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.505(18) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.464(15) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C23 1.510(13) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.371(14) .
C24 C29 1.373(14) .
C25 C26 1.397(14) .
C25 H25 0.9500 .
C26 C27 1.383(14) .
C26 H26 0.9500 .
C27 C28 1.376(13) .
C28 C29 1.389(13) .
C28 H28 0.9500 .
C29 H29 0.9500 .
C31 C32 1.369(12) .
C31 C36 1.398(12) .
C32 C33 1.410(13) .
C32 H32 0.9500 .
C33 C34 1.368(13) .
C33 H33 0.9500 .
C34 C35 1.385(13) .
C34 H9' 0.9500 .
C35 C36 1.396(12) .
C35 H35 0.9500 .
C38 C39 1.513(18) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 C41 1.76(3) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 C43 1.519(16) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 C45 1.460(18) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C47 H47A 0.9800 .
C47 H47B 0.9800 .
C47 H47C 0.9800 .
C48 C49 1.50(3) .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 H49A 0.9900 .
C49 H49B 0.9900 .
C50 C51 1.56(3) .
C50 H50A 0.9900 .
C50 H50B 0.9900 .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
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
C37 N5 C1 C6 103.9(12) . . . .
C37 N5 C1 C2 -79.0(11) . . . .
C6 C1 C2 C3 -0.1(16) . . . .
N5 C1 C2 C3 -177.3(9) . . . .
C1 C2 C3 C4 1.6(17) . . . .
C2 C3 C4 C5 -2(2) . . . .
C3 C4 C5 C6 1(2) . . . .
C2 C1 C6 N1 -179.1(10) . . . .
N5 C1 C6 N1 -1.9(17) . . . .
C2 C1 C6 C5 -0.9(18) . . . .
N5 C1 C6 C5 176.2(11) . . . .
C7 N1 C6 C1 174.1(15) . . . .
C7 N1 C6 C5 -4(2) . . . .
C4 C5 C6 C1 0(2) . . . .
C4 C5 C6 N1 178.4(14) . . . .
C8 N2 C7 O1 -12(3) . . . .
C8 N2 C7 N1 178.4(16) . . . .
C6 N1 C7 O1 20(3) . . . .
C6 N1 C7 N2 -170.6(15) . . . .
C7 N2 C8 C9 -17(3) . . . .
C7 N2 C8 C13 161.0(17) . . . .
N2 C8 C9 C10 178.0(17) . . . .
C13 C8 C9 C10 0.0 . . . .
C8 C9 C10 C11 0.0 . . . .
C14 O2 C11 C12 -1(2) . . . .
C14 O2 C11 C10 176.5(12) . . . .
C9 C10 C11 O2 -177.4(14) . . . .
C9 C10 C11 C12 0.0 . . . .
O2 C11 C12 C13 177.0(16) . . . .
C10 C11 C12 C13 0.0 . . . .
C11 C12 C13 C8 0.0 . . . .
N2 C8 C13 C12 -178.3(15) . . . .
C9 C8 C13 C12 0.0 . . . .
C11 O2 C14 C15 -177.7(15) . . . .
C16 O3 C15 C14 173.3(13) . . . .
O2 C14 C15 O3 169.5(13) . . . .
C15 O3 C16 C17 169.9(12) . . . .
C18 O4 C17 C16 167.4(11) . . . .
O3 C16 C17 O4 68.5(15) . . . .
C17 O4 C18 C19 179.4(11) . . . .
C20 O5 C19 C18 169.5(11) . . . .
O4 C18 C19 O5 -70.7(16) . . . .
C19 O5 C20 C21 166.4(10) . . . .
C22 O6 C21 C20 -178.7(9) . . . .
O5 C20 C21 O6 68.0(11) . . . .
C21 O6 C22 C23 -179.0(9) . . . .
C24 O7 C23 C22 178.8(9) . . . .
O6 C22 C23 O7 -178.7(8) . . . .
C23 O7 C24 C25 178.4(10) . . . .
C23 O7 C24 C29 -1.6(14) . . . .
C29 C24 C25 C26 2.7(17) . . . .
O7 C24 C25 C26 -177.3(10) . . . .
C24 C25 C26 C27 -1.6(17) . . . .
C25 C26 C27 C28 0.2(15) . . . .
C25 C26 C27 N3 178.0(9) . . . .
C30 N3 C27 C28 -166.2(9) . . . .
C30 N3 C27 C26 15.9(15) . . . .
C26 C27 C28 C29 0.2(15) . . . .
N3 C27 C28 C29 -177.8(9) . . . .
C25 C24 C29 C28 -2.3(15) . . . .
O7 C24 C29 C28 177.7(9) . . . .
C27 C28 C29 C24 0.9(15) . . . .
C27 N3 C30 O8 -0.3(15) . . . .
C27 N3 C30 N4 178.3(8) . . . .
C31 N4 C30 O8 -11.4(14) . . . .
C31 N4 C30 N3 170.0(8) . . . .
C30 N4 C31 C32 12.7(13) . . . .
C30 N4 C31 C36 -167.2(8) . . . .
C36 C31 C32 C33 0.9(13) . . . .
N4 C31 C32 C33 -179.0(8) . . . .
C31 C32 C33 C34 -0.2(14) . . . .
C32 C33 C34 C35 -0.6(13) . . . .
C33 C34 C35 C36 0.6(13) . . . .
C34 C35 C36 C31 0.1(12) . . . .
C34 C35 C36 N6 179.9(7) . . . .
C32 C31 C36 C35 -0.8(12) . . . .
N4 C31 C36 C35 179.1(7) . . . .
C32 C31 C36 N6 179.4(8) . . . .
N4 C31 C36 N6 -0.7(12) . . . .
C37 N6 C36 C35 76.3(10) . . . .
C37 N6 C36 C31 -103.9(9) . . . .
C1 N5 C37 O9 -8.1(13) . . . .
C1 N5 C37 N6 175.1(8) . . . .
C36 N6 C37 O9 8.9(12) . . . .
C36 N6 C37 N5 -174.2(7) . . . .
C40 N7 C38 C39 -52.9(17) . . . .
C42 N7 C38 C39 -178.7(12) . . . .
C44 N7 C38 C39 63.8(15) . . . .
C38 N7 C40 C41 -62.2(15) . . . .
C42 N7 C40 C41 62.1(15) . . . .
C44 N7 C40 C41 178.9(11) . . . .
C38 N7 C42 C43 -178.8(11) . . . .
C40 N7 C42 C43 53.7(16) . . . .
C44 N7 C42 C43 -60.9(13) . . . .
C38 N7 C44 C45 52.8(14) . . . .
C40 N7 C44 C45 175.7(11) . . . .
C42 N7 C44 C45 -65.1(13) . . . .
C50 O14 C49 C48 -179(2) . . . .
C49 O14 C50 C51 176.7(19) . . . .
