#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:05:57 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180222 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/08/7110892.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7110892
loop_
_publ_author_name
'Diskin-Posner, Yael'
'Dahal, Sanjay'
'Goldberg, Israel'
_publ_section_title
;
 New effective synthons for supramolecular self-assembly of
 meso-carboxyphenylporphyrins
;
_journal_issue                   7
_journal_name_full               'Chemical Communications'
_journal_page_first              585
_journal_paper_doi               10.1039/b001189o
_journal_year                    2000
_chemical_formula_moiety
;
  (C48 H30 N4 O8).3(C9 H10 O2).(C7H5O2-).(Na+)
;
_chemical_formula_sum            'C82 H65 N4 Na O16'
_chemical_formula_weight         1385.37
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.0000(18)
_cell_angle_beta                 110.521(3)
_cell_angle_gamma                90.000(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8540(3)
_cell_length_b                   32.3380(6)
_cell_length_c                   11.3580(15)
_cell_measurement_reflns_used    10388
_cell_measurement_temperature    110
_cell_measurement_theta_max      25.7
_cell_measurement_theta_min      1.9
_cell_volume                     3389.7(5)
_computing_cell_refinement       Denzo
_computing_data_collection       'Collect, Nonius, B.V.'
_computing_data_reduction        Denzo
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110
_diffrn_detector_area_resol_mean '56 microns'
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1 degree Phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0759
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10388
_diffrn_reflns_theta_full        25.74
_diffrn_reflns_theta_max         25.74
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.100
_exptl_crystal_colour            'shining purple'
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.745
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     945
_refine_ls_number_reflns         10388
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0653
_refine_ls_shift/su_max          0.333
_refine_ls_shift/su_mean         0.027
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0857P)²+3.4332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1545
_refine_ls_wR_factor_ref         0.1778
_reflns_number_gt                7865
_reflns_number_total             10388
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b001189osup1.cif
_cod_data_source_block           Compound1
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7110892
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N -0.3909(4) 0.27355(15) 0.0848(4) 0.0260(10) Uani 1 1 d .
N2 N -0.3454(4) 0.33397(16) -0.0960(4) 0.0259(10) Uani 1 1 d .
H2 H -0.4172 0.3308 -0.0621 0.023(14) Uiso 1 1 d R
N3 N -0.5752(4) 0.38306(15) -0.0671(4) 0.0251(10) Uani 1 1 d .
N4 N -0.6185(4) 0.32270(15) 0.1130(3) 0.0239(10) Uani 1 1 d .
H4 H -0.5480 0.3217 0.0817 0.05(4) Uiso 1 1 d R
C5 C -0.6114(5) 0.29253(19) 0.2017(4) 0.0255(12) Uani 1 1 d .
C6 C -0.5205(6) 0.25819(18) 0.2304(5) 0.0263(12) Uani 1 1 d .
C7 C -0.4162(5) 0.24888(19) 0.1738(5) 0.0273(12) Uani 1 1 d .
C8 C -0.3239(6) 0.21316(19) 0.2014(5) 0.0323(13) Uani 1 1 d .
H8 H -0.3206 0.1926 0.2595 0.039 Uiso 1 1 calc .
C9 C -0.2437(6) 0.2150(2) 0.1281(5) 0.0341(13) Uani 1 1 d .
H9 H -0.1753 0.1958 0.1237 0.041 Uiso 1 1 calc .
C10 C -0.2853(5) 0.25339(18) 0.0560(5) 0.0271(12) Uani 1 1 d .
C11 C -0.2195(6) 0.26691(19) -0.0303(5) 0.0278(12) Uani 1 1 d .
C12 C -0.2508(6) 0.30329(19) -0.0994(5) 0.0282(12) Uani 1 1 d .
C13 C -0.1908(6) 0.31553(18) -0.1918(4) 0.0265(12) Uani 1 1 d .
H13 H -0.1211 0.3010 -0.2129 0.032 Uiso 1 1 calc .
C14 C -0.2521(5) 0.35166(19) -0.2434(4) 0.0287(12) Uani 1 1 d .
H14 H -0.2326 0.3662 -0.3062 0.034 Uiso 1 1 calc .
C15 C -0.3522(5) 0.36340(19) -0.1842(5) 0.0266(12) Uani 1 1 d .
C16 C -0.4443(6) 0.39802(19) -0.2118(5) 0.0289(12) Uani 1 1 d .
C17 C -0.5473(6) 0.40682(18) -0.1554(4) 0.0247(11) Uani 1 1 d .
C18 C -0.6377(6) 0.44352(18) -0.1817(5) 0.0307(13) Uani 1 1 d .
H18 H -0.6378 0.4646 -0.2375 0.037 Uiso 1 1 calc .
C19 C -0.7217(6) 0.44141(19) -0.1100(5) 0.0336(13) Uani 1 1 d .
H19 H -0.7917 0.4604 -0.1076 0.040 Uiso 1 1 calc .
C20 C -0.6802(6) 0.40342(19) -0.0371(4) 0.0274(12) Uani 1 1 d .
C21 C -0.7456(5) 0.38997(19) 0.0467(5) 0.0260(12) Uani 1 1 d .
C22 C -0.7167(5) 0.35292(18) 0.1162(4) 0.0237(11) Uani 1 1 d .
C23 C -0.7735(5) 0.34128(19) 0.2113(5) 0.0276(12) Uani 1 1 d .
H23 H -0.8408 0.3560 0.2351 0.033 Uiso 1 1 calc .
C24 C -0.7116(5) 0.30489(18) 0.2604(5) 0.0255(11) Uani 1 1 d .
H24 H -0.7313 0.2902 0.3229 0.031 Uiso 1 1 calc .
C26 C -0.6603(6) 0.21027(19) 0.3182(5) 0.0295(13) Uani 1 1 d .
H26 H -0.7418 0.2152 0.2473 0.035 Uiso 1 1 calc .
C25 C -0.5315(5) 0.22924(18) 0.3305(5) 0.0245(12) Uani 1 1 d .
C27 C -0.6694(6) 0.18343(19) 0.4122(5) 0.0291(13) Uani 1 1 d .
H27 H -0.7569 0.1708 0.4043 0.035 Uiso 1 1 calc .
C28 C -0.5463(6) 0.17582(19) 0.5176(5) 0.0274(12) Uani 1 1 d .
C29 C -0.4170(5) 0.19552(19) 0.5286(5) 0.0267(12) Uani 1 1 d .
H29 H -0.3349 0.1908 0.5991 0.032 Uiso 1 1 calc .
C30 C -0.4095(5) 0.22186(18) 0.4364(5) 0.0259(12) Uani 1 1 d .
H30 H -0.3224 0.2348 0.4447 0.031 Uiso 1 1 calc .
C31 C -0.5601(6) 0.1468(2) 0.6165(5) 0.0292(13) Uani 1 1 d .
O32 O -0.6702(4) 0.12978(16) 0.6081(4) 0.0438(11) Uani 1 1 d .
O33 O -0.4370(4) 0.14280(17) 0.7135(3) 0.0392(10) Uani 1 1 d .
H33 H -0.435(10) 0.117(3) 0.762(9) 0.05(3) Uiso 1 1 d .
C34 C -0.1061(6) 0.23886(18) -0.0504(5) 0.0268(12) Uani 1 1 d .
C35 C -0.1504(6) 0.2010(2) -0.1113(5) 0.0344(14) Uani 1 1 d .
H35 H -0.2471 0.1930 -0.1364 0.041 Uiso 1 1 calc .
C36 C -0.0482(7) 0.17535(19) -0.1341(5) 0.0372(14) Uani 1 1 d .
H36 H -0.0768 0.1504 -0.1762 0.045 Uiso 1 1 calc .
C37 C 0.0961(6) 0.18723(19) -0.0937(5) 0.0318(13) Uani 1 1 d .
C38 C 0.1372(6) 0.22488(19) -0.0321(5) 0.0317(13) Uani 1 1 d .
H38 H 0.2342 0.2326 -0.0045 0.038 Uiso 1 1 calc .
C39 C 0.0381(6) 0.25070(19) -0.0111(5) 0.0275(12) Uani 1 1 d .
H39 H 0.0672 0.2759 0.0291 0.033 Uiso 1 1 calc .
C40 C 0.2031(7) 0.1596(2) -0.1187(6) 0.0410(16) Uani 1 1 d .
O41 O 0.1680(5) 0.12650(15) -0.1742(4) 0.0482(11) Uani 1 1 d .
O42 O 0.3375(5) 0.17347(16) -0.0783(4) 0.0475(11) Uani 1 1 d .
H42 H 0.400(6) 0.148(2) -0.090(5) 0.053(17) Uiso 1 1 d .
C43 C -0.4332(6) 0.42624(19) -0.3125(5) 0.0273(12) Uani 1 1 d .
C44 C -0.3036(6) 0.4455(2) -0.3043(5) 0.0307(13) Uani 1 1 d .
H44 H -0.2204 0.4406 -0.2349 0.037 Uiso 1 1 calc .
C45 C -0.2974(6) 0.4719(2) -0.3987(5) 0.0315(13) Uani 1 1 d .
H45 H -0.2106 0.4848 -0.3919 0.038 Uiso 1 1 calc .
C46 C -0.4213(6) 0.47913(19) -0.5038(5) 0.0278(12) Uani 1 1 d .
C47 C -0.5490(6) 0.46072(19) -0.5138(5) 0.0287(13) Uani 1 1 d .
H47 H -0.6317 0.4660 -0.5833 0.034 Uiso 1 1 calc .
C48 C -0.5560(6) 0.43373(19) -0.4193(5) 0.0284(12) Uani 1 1 d .
H48 H -0.6430 0.4207 -0.4276 0.034 Uiso 1 1 calc .
C49 C -0.4082(6) 0.5080(2) -0.6039(5) 0.0307(13) Uani 1 1 d .
O50 O -0.2927(4) 0.52263(15) -0.6010(4) 0.0414(10) Uani 1 1 d .
O51 O -0.5329(4) 0.51540(17) -0.6937(4) 0.0389(10) Uani 1 1 d .
H51 H -0.514(5) 0.5269(16) -0.759(5) 0.025(13) Uiso 1 1 d .
C52 C -0.8545(6) 0.41713(19) 0.0687(5) 0.0276(13) Uani 1 1 d .
C53 C -1.0004(6) 0.4070(2) 0.0287(5) 0.0312(13) Uani 1 1 d .
H53 H -1.0316 0.3825 -0.0151 0.037 Uiso 1 1 calc .
C54 C -1.1020(6) 0.4328(2) 0.0523(5) 0.0357(14) Uani 1 1 d .
H54 H -1.1993 0.4253 0.0247 0.043 Uiso 1 1 calc .
C55 C -1.0567(6) 0.4694(2) 0.1171(5) 0.0304(13) Uani 1 1 d .
C56 C -0.9113(6) 0.4799(2) 0.1570(5) 0.0379(15) Uani 1 1 d .
H56 H -0.8805 0.5045 0.2004 0.045 Uiso 1 1 calc .
C57 C -0.8123(6) 0.45469(19) 0.1338(5) 0.0316(13) Uani 1 1 d .
H57 H -0.7153 0.4625 0.1616 0.038 Uiso 1 1 calc .
C58 C -1.1607(7) 0.4983(2) 0.1448(5) 0.0341(14) Uani 1 1 d .
O59 O -1.1246(5) 0.53118(15) 0.1982(4) 0.0450(11) Uani 1 1 d .
O60 O -1.2964(5) 0.48453(16) 0.1053(4) 0.0455(11) Uani 1 1 d .
H60 H -1.38(2) 0.509(7) 0.072(18) 0.05(10) Uiso 1 1 d .
Na61 Na -0.7792(2) 0.0790 0.69513(15) 0.0321(4) Uani 1 1 d .
C62 C -1.2159(6) 0.3575(2) 0.2575(5) 0.0395(14) Uani 1 1 d .
H62 H -1.1625 0.3562 0.2044 0.047 Uiso 1 1 calc .
C63 C -1.3190(6) 0.3871(2) 0.2397(5) 0.0418(15) Uani 1 1 d .
H63 H -1.3363 0.4058 0.1738 0.050 Uiso 1 1 calc .
C64 C -1.3979(6) 0.3898(2) 0.3178(6) 0.0416(15) Uani 1 1 d .
H64 H -1.4661 0.4108 0.3056 0.050 Uiso 1 1 calc .
C65 C -1.3773(6) 0.3620(2) 0.4136(5) 0.0374(14) Uani 1 1 d .
H65 H -1.4326 0.3634 0.4652 0.045 Uiso 1 1 calc .
C66 C -1.2718(6) 0.3313(2) 0.4323(5) 0.0344(13) Uani 1 1 d .
H66 H -1.2563 0.3123 0.4970 0.041 Uiso 1 1 calc .
C67 C -1.1903(6) 0.32922(19) 0.3550(5) 0.0312(12) Uani 1 1 d .
C68 C -1.0791(6) 0.2962(2) 0.3684(5) 0.0367(14) Uani 1 1 d .
O69 O -1.0016(5) 0.29493(17) 0.3059(4) 0.0510(12) Uani 1 1 d .
O70 O -1.0754(4) 0.26834(14) 0.4562(4) 0.0357(9) Uani 1 1 d .
C71 C -0.9692(7) 0.2355(2) 0.4724(6) 0.0444(16) Uani 1 1 d .
H71A H -0.8719 0.2468 0.5031 0.053 Uiso 1 1 calc .
H71B H -0.9844 0.2218 0.3929 0.053 Uiso 1 1 calc .
C72 C -0.9887(7) 0.2056(3) 0.5656(8) 0.063(2) Uani 1 1 d .
H72A H -0.9191 0.1836 0.5796 0.094 Uiso 1 1 calc .
H72B H -1.0848 0.1942 0.5336 0.094 Uiso 1 1 calc .
H72C H -0.9747 0.2196 0.6435 0.094 Uiso 1 1 calc .
C73 C -0.7443(6) 0.2969(2) 0.7629(5) 0.0351(14) Uani 1 1 d .
H73 H -0.7973 0.2983 0.8163 0.042 Uiso 1 1 calc .
C74 C -0.6427(7) 0.2664(2) 0.7791(6) 0.0418(15) Uani 1 1 d .
H74 H -0.6272 0.2471 0.8430 0.050 Uiso 1 1 calc .
C75 C -0.5627(6) 0.2645(2) 0.6993(5) 0.0373(14) Uani 1 1 d .
H75 H -0.4929 0.2441 0.7105 0.045 Uiso 1 1 calc .
C76 C -0.5877(6) 0.2931(2) 0.6038(6) 0.0403(15) Uani 1 1 d .
H76 H -0.5342 0.2917 0.5508 0.048 Uiso 1 1 calc .
C77 C -0.6912(6) 0.3236(2) 0.5857(5) 0.0329(13) Uani 1 1 d .
H77 H -0.7088 0.3423 0.5199 0.039 Uiso 1 1 calc .
C78 C -0.7684(6) 0.3260(2) 0.6665(5) 0.0327(13) Uani 1 1 d .
C79 C -0.8820(6) 0.3580(2) 0.6529(5) 0.0360(14) Uani 1 1 d .
O80 O -0.9598(4) 0.35918(16) 0.7140(4) 0.0489(11) Uani 1 1 d .
O81 O -0.8879(4) 0.38683(14) 0.5651(3) 0.0362(9) Uani 1 1 d .
C82 C -0.9962(6) 0.4189(2) 0.5473(6) 0.0386(14) Uani 1 1 d .
H82A H -0.9808 0.4332 0.6260 0.046 Uiso 1 1 calc .
H82B H -1.0923 0.4068 0.5192 0.046 Uiso 1 1 calc .
C83 C -0.9836(7) 0.4482(3) 0.4523(8) 0.061(2) Uani 1 1 d .
H83A H -1.0549 0.4696 0.4393 0.092 Uiso 1 1 calc .
H83B H -0.9993 0.4339 0.3747 0.092 Uiso 1 1 calc .
H83C H -0.8886 0.4603 0.4812 0.092 Uiso 1 1 calc .
C84 C -1.0853(7) 0.5865(3) 0.7303(7) 0.072(2) Uani 1 1 d .
H84 H -1.1616 0.5958 0.6605 0.087 Uiso 1 1 calc .
C85 C -1.0988(9) 0.5861(5) 0.8474(8) 0.114(4) Uani 1 1 d .
H85 H -1.1862 0.5945 0.8539 0.137 Uiso 1 1 calc .
C86 C -0.9932(8) 0.5744(3) 0.9502(6) 0.0683(19) Uani 1 1 d .
H86 H -1.0004 0.5781 1.0291 0.082 Uiso 1 1 calc .
C87 C -0.8722(8) 0.5566(3) 0.9375(7) 0.073(2) Uani 1 1 d .
H87 H -0.8001 0.5460 1.0079 0.088 Uiso 1 1 calc .
C88 C -0.8564(8) 0.5544(3) 0.8201(7) 0.069(2) Uani 1 1 d .
H88 H -0.7783 0.5406 0.8102 0.082 Uiso 1 1 calc .
C89 C -0.9619(6) 0.5736(3) 0.7174(5) 0.0589(17) Uani 1 1 d .
C90 C -0.9491(7) 0.5725(3) 0.5907(6) 0.0602(18) Uani 1 1 d .
O91 O -1.0444(5) 0.5815(2) 0.4964(4) 0.0674(12) Uani 1 1 d .
O92 O -0.8291(5) 0.55533(18) 0.5872(4) 0.0656(13) Uani 1 1 d .
C93 C -0.8098(9) 0.5515(3) 0.4627(7) 0.074(2) Uani 1 1 d .
H93A H -0.7250 0.5348 0.4719 0.089 Uiso 1 1 calc .
H93B H -0.8935 0.5378 0.4035 0.089 Uiso 1 1 calc .
C94 C -0.7924(9) 0.5932(3) 0.4131(8) 0.076(2) Uani 1 1 d .
H94A H -0.7787 0.5901 0.3339 0.115 Uiso 1 1 calc .
H94B H -0.7097 0.6068 0.4718 0.115 Uiso 1 1 calc .
H94C H -0.8777 0.6094 0.4017 0.115 Uiso 1 1 calc .
C95 C -0.5120(7) 0.6133(2) 0.8525(6) 0.0476(16) Uani 1 1 d .
H95 H -0.5335 0.6377 0.8858 0.057 Uiso 1 1 calc .
C96 C -0.5054(9) 0.6135(2) 0.7329(6) 0.0556(19) Uani 1 1 d .
H96 H -0.5209 0.6380 0.6871 0.067 Uiso 1 1 calc .
C97 C -0.4761(7) 0.5780(3) 0.6820(4) 0.0512(14) Uani 1 1 d .
H97 H -0.4677 0.5782 0.6029 0.061 Uiso 1 1 calc .
C98 C -0.4590(9) 0.5416(2) 0.7494(6) 0.060(2) Uani 1 1 d .
H98 H -0.4429 0.5171 0.7139 0.071 Uiso 1 1 calc .
C99 C -0.4656(8) 0.5413(2) 0.8681(6) 0.0516(17) Uani 1 1 d .
H99 H -0.4552 0.5165 0.9119 0.062 Uiso 1 1 calc .
C100 C -0.4876(5) 0.5778(2) 0.9228(4) 0.0319(10) Uani 1 1 d .
C101 C -0.4938(5) 0.5782(2) 1.0529(4) 0.0305(10) Uani 1 1 d .
O102 O -0.5151(5) 0.61271(15) 1.0954(4) 0.0436(11) Uani 1 1 d .
O103 O -0.4768(5) 0.54525(16) 1.1138(4) 0.0459(11) 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'
O O 0.0106 0.0060 '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'
Na Na 0.0362 0.0249 '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
C10 N1 C7 104.5(4) . .
C15 N2 C12 110.0(4) . .
C15 N2 H2 122.5 . .
C12 N2 H2 124.0 . .
C17 N3 C20 106.1(4) . .
C5 N4 C22 109.6(4) . .
C5 N4 H4 114.9 . .
C22 N4 H4 133.6 . .
N4 C5 C6 126.6(4) . .
N4 C5 C24 106.0(4) . .
C6 C5 C24 127.4(5) . .
C5 C6 C7 124.8(5) . .
C5 C6 C25 117.5(4) . .
C7 C6 C25 117.7(5) . .
N1 C7 C6 123.7(5) . .
N1 C7 C8 111.2(4) . .
C6 C7 C8 125.1(5) . .
C9 C8 C7 107.3(5) . .
C9 C8 H8 126.3 . .
C7 C8 H8 126.4 . .
C8 C9 C10 105.9(5) . .
C8 C9 H9 127.0 . .
C10 C9 H9 127.1 . .
N1 C10 C11 126.2(5) . .
N1 C10 C9 111.1(4) . .
C11 C10 C9 122.7(5) . .
C12 C11 C10 125.9(5) . .
C12 C11 C34 116.8(5) . .
C10 C11 C34 117.3(5) . .
N2 C12 C11 128.0(5) . .
N2 C12 C13 106.3(4) . .
C11 C12 C13 125.7(5) . .
C14 C13 C12 108.7(4) . .
C14 C13 H13 125.6 . .
C12 C13 H13 125.6 . .
C13 C14 C15 107.7(4) . .
C13 C14 H14 126.2 . .
C15 C14 H14 126.2 . .
N2 C15 C16 125.4(4) . .
N2 C15 C14 107.2(4) . .
C16 C15 C14 127.3(5) . .
C17 C16 C15 124.9(5) . .
C17 C16 C43 118.8(5) . .
C15 C16 C43 116.2(4) . .
N3 C17 C16 125.7(5) . .
N3 C17 C18 110.1(4) . .
C16 C17 C18 124.1(4) . .
C19 C18 C17 107.2(4) . .
C19 C18 H18 126.4 . .
C17 C18 H18 126.4 . .
C18 C19 C20 106.0(5) . .
C18 C19 H19 127.0 . .
C20 C19 H19 127.0 . .
N3 C20 C21 126.3(5) . .
N3 C20 C19 110.5(4) . .
C21 C20 C19 123.1(5) . .
C20 C21 C22 126.7(5) . .
C20 C21 C52 117.9(5) . .
C22 C21 C52 115.3(4) . .
N4 C22 C21 126.3(4) . .
N4 C22 C23 107.2(4) . .
C21 C22 C23 126.3(5) . .
C24 C23 C22 107.5(4) . .
C24 C23 H23 126.2 . .
C22 C23 H23 126.3 . .
C23 C24 C5 109.6(4) . .
C23 C24 H24 125.2 . .
C5 C24 H24 125.2 . .
C25 C26 C27 120.1(5) . .
C25 C26 H26 119.9 . .
C27 C26 H26 119.9 . .
C26 C25 C30 120.0(5) . .
C26 C25 C6 120.6(5) . .
C30 C25 C6 119.4(4) . .
C28 C27 C26 119.6(5) . .
C28 C27 H27 120.2 . .
C26 C27 H27 120.2 . .
C29 C28 C27 119.3(5) . .
C29 C28 C31 122.6(4) . .
C27 C28 C31 118.1(5) . .
C30 C29 C28 120.6(5) . .
C30 C29 H29 119.7 . .
C28 C29 H29 119.7 . .
C29 C30 C25 120.3(5) . .
C29 C30 H30 119.8 . .
C25 C30 H30 119.8 . .
O32 C31 O33 124.3(5) . .
O32 C31 C28 123.1(5) . .
O33 C31 C28 112.6(5) . .
C31 O32 Na61 145.5(4) . .
C31 O33 H33 112(5) . .
C39 C34 C35 120.5(5) . .
C39 C34 C11 120.8(5) . .
C35 C34 C11 118.6(5) . .
C34 C35 C36 119.4(5) . .
C34 C35 H35 120.4 . .
C36 C35 H35 120.3 . .
C37 C36 C35 119.8(5) . .
C37 C36 H36 120.1 . .
C35 C36 H36 120.1 . .
C36 C37 C38 119.5(5) . .
C36 C37 C40 119.0(5) . .
C38 C37 C40 121.5(5) . .
C39 C38 C37 121.4(5) . .
C39 C38 H38 119.3 . .
C37 C38 H38 119.2 . .
C38 C39 C34 119.3(5) . .
C38 C39 H39 120.3 . .
C34 C39 H39 120.4 . .
O41 C40 O42 122.9(6) . .
O41 C40 C37 122.1(6) . .
O42 C40 C37 114.9(6) . .
C40 O41 Na61 145.0(4) . 1_654
C40 O42 H42 104(3) . .
C44 C43 C48 118.2(5) . .
C44 C43 C16 122.1(5) . .
C48 C43 C16 119.6(5) . .
C43 C44 C45 120.7(5) . .
C43 C44 H44 119.7 . .
C45 C44 H44 119.7 . .
C44 C45 C46 120.1(5) . .
C44 C45 H45 120.0 . .
C46 C45 H45 120.0 . .
C47 C46 C45 120.3(5) . .
C47 C46 C49 121.8(5) . .
C45 C46 C49 117.9(5) . .
C46 C47 C48 120.0(5) . .
C46 C47 H47 120.0 . .
C48 C47 H47 120.0 . .
C47 C48 C43 120.7(5) . .
C47 C48 H48 119.7 . .
C43 C48 H48 119.7 . .
O50 C49 O51 123.9(5) . .
O50 C49 C46 122.9(5) . .
O51 C49 C46 113.2(5) . .
C49 O50 Na61 135.7(4) . 2_455
C49 O51 H51 108(3) . .
C53 C52 C57 117.2(5) . .
C53 C52 C21 122.5(5) . .
C57 C52 C21 120.3(5) . .
C52 C53 C54 121.8(5) . .
C52 C53 H53 119.1 . .
C54 C53 H53 119.1 . .
C55 C54 C53 119.5(5) . .
C55 C54 H54 120.3 . .
C53 C54 H54 120.2 . .
C56 C55 C54 119.1(5) . .
C56 C55 C58 119.0(5) . .
C54 C55 C58 121.8(5) . .
C57 C56 C55 121.3(5) . .
C57 C56 H56 119.4 . .
C55 C56 H56 119.4 . .
C56 C57 C52 121.1(5) . .
C56 C57 H57 119.5 . .
C52 C57 H57 119.4 . .
O59 C58 O60 123.1(5) . .
O59 C58 C55 123.2(6) . .
O60 C58 C55 113.7(5) . .
C58 O59 Na61 137.0(4) . 2_356
C58 O60 H60 113(10) . .
O91 Na61 O41 108.9(2) 2_346 1_456
O91 Na61 O50 80.89(19) 2_346 2_445
O41 Na61 O50 168.09(18) 1_456 2_445
O91 Na61 O32 83.21(18) 2_346 .
O41 Na61 O32 92.54(18) 1_456 .
O50 Na61 O32 95.46(14) 2_445 .
O91 Na61 O59 101.86(19) 2_346 2_346
O41 Na61 O59 83.39(12) 1_456 2_346
O50 Na61 O59 87.97(17) 2_445 2_346
O32 Na61 O59 174.30(17) . 2_346
O91 Na61 O103 155.0(2) 2_346 2_447
O41 Na61 O103 95.84(15) 1_456 2_447
O50 Na61 O103 74.12(14) 2_445 2_447
O32 Na61 O103 99.84(14) . 2_447
O59 Na61 O103 76.69(15) 2_346 2_447
C63 C62 C67 120.0(5) . .
C63 C62 H62 120.0 . .
C67 C62 H62 120.0 . .
C62 C63 C64 120.9(6) . .
C62 C63 H63 119.6 . .
C64 C63 H63 119.5 . .
C65 C64 C63 120.7(6) . .
C65 C64 H64 119.6 . .
C63 C64 H64 119.6 . .
C64 C65 C66 118.7(5) . .
C64 C65 H65 120.6 . .
C66 C65 H65 120.7 . .
C67 C66 C65 120.4(5) . .
C67 C66 H66 119.8 . .
C65 C66 H66 119.8 . .
C62 C67 C66 119.3(5) . .
C62 C67 C68 118.2(5) . .
C66 C67 C68 122.5(5) . .
O69 C68 O70 123.8(6) . .
O69 C68 C67 123.6(5) . .
O70 C68 C67 112.6(5) . .
C68 O70 C71 114.6(5) . .
O70 C71 C72 107.2(5) . .
O70 C71 H71A 110.3 . .
C72 C71 H71A 110.3 . .
O70 C71 H71B 110.3 . .
C72 C71 H71B 110.3 . .
H71A C71 H71B 108.6 . .
C71 C72 H72A 109.5 . .
C71 C72 H72B 109.5 . .
H72A C72 H72B 109.4 . .
C71 C72 H72C 109.5 . .
H72A C72 H72C 109.5 . .
H72B C72 H72C 109.5 . .
C74 C73 C78 120.3(5) . .
C74 C73 H73 119.8 . .
C78 C73 H73 119.9 . .
C73 C74 C75 119.8(5) . .
C73 C74 H74 120.1 . .
C75 C74 H74 120.1 . .
C76 C75 C74 119.7(6) . .
C76 C75 H75 120.2 . .
C74 C75 H75 120.1 . .
C75 C76 C77 120.9(6) . .
C75 C76 H76 119.6 . .
C77 C76 H76 119.5 . .
C76 C77 C78 119.4(6) . .
C76 C77 H77 120.3 . .
C78 C77 H77 120.3 . .
C77 C78 C73 119.9(5) . .
C77 C78 C79 122.5(5) . .
C73 C78 C79 117.5(5) . .
O80 C79 O81 122.2(5) . .
O80 C79 C78 124.8(5) . .
O81 C79 C78 113.0(5) . .
C79 O81 C82 115.8(4) . .
O81 C82 C83 108.4(5) . .
O81 C82 H82A 110.0 . .
C83 C82 H82A 110.1 . .
O81 C82 H82B 110.0 . .
C83 C82 H82B 110.0 . .
H82A C82 H82B 108.3 . .
C82 C83 H83A 109.5 . .
C82 C83 H83B 109.5 . .
H83A C83 H83B 109.5 . .
C82 C83 H83C 109.4 . .
H83A C83 H83C 109.5 . .
H83B C83 H83C 109.5 . .
C89 C84 C85 119.9(7) . .
C89 C84 H84 120.1 . .
C85 C84 H84 120.0 . .
C86 C85 C84 122.9(7) . .
C86 C85 H85 118.6 . .
C84 C85 H85 118.5 . .
C85 C86 C87 118.0(7) . .
C85 C86 H86 121.0 . .
C87 C86 H86 121.0 . .
C86 C87 C88 120.8(7) . .
C86 C87 H87 119.6 . .
C88 C87 H87 119.6 . .
C87 C88 C89 118.2(7) . .
C87 C88 H88 120.9 . .
C89 C88 H88 120.9 . .
C84 C89 C88 118.8(6) . .
C84 C89 C90 120.0(6) . .
C88 C89 C90 120.2(6) . .
O91 C90 O92 120.7(6) . .
O91 C90 C89 123.9(6) . .
O92 C90 C89 114.8(6) . .
C90 O91 Na61 163.4(6) . 2_356
C90 O92 C93 118.3(5) . .
C94 C93 O92 110.6(7) . .
C94 C93 H93A 109.6 . .
O92 C93 H93A 109.5 . .
C94 C93 H93B 109.5 . .
O92 C93 H93B 109.5 . .
H93A C93 H93B 108.0 . .
C93 C94 H94A 109.5 . .
C93 C94 H94B 109.4 . .
H94A C94 H94B 109.5 . .
C93 C94 H94C 109.5 . .
H94A C94 H94C 109.5 . .
H94B C94 H94C 109.5 . .
C100 C95 C96 121.2(6) . .
C100 C95 H95 119.4 . .
C96 C95 H95 119.4 . .
C97 C96 C95 120.1(6) . .
C97 C96 H96 119.9 . .
C95 C96 H96 119.9 . .
C96 C97 C98 119.1(4) . .
C96 C97 H97 120.4 . .
C98 C97 H97 120.5 . .
C99 C98 C97 120.9(6) . .
C99 C98 H98 119.5 . .
C97 C98 H98 119.6 . .
C98 C99 C100 120.1(6) . .
C98 C99 H99 120.0 . .
C100 C99 H99 119.9 . .
C95 C100 C99 118.4(4) . .
C95 C100 C101 120.5(6) . .
C99 C100 C101 121.0(6) . .
O103 C101 O102 123.4(4) . .
O103 C101 C100 119.6(6) . .
O102 C101 C100 117.0(6) . .
C101 O103 Na61 90.3(3) . 2_457
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C10 1.361(7) .
N1 C7 1.378(7) .
N2 C15 1.367(6) .
N2 C12 1.371(7) .
N2 H2 0.9214 .
N3 C17 1.366(6) .
N3 C20 1.367(6) .
N4 C5 1.386(6) .
N4 C22 1.384(6) .
N4 H4 0.8856 .
C5 C6 1.392(7) .
C5 C24 1.429(7) .
C6 C7 1.421(7) .
C6 C25 1.506(7) .
C7 C8 1.436(8) .
C8 C9 1.335(8) .
C8 H8 0.9300 .
C9 C10 1.465(7) .
C9 H9 0.9298 .
C10 C11 1.420(7) .
C11 C12 1.388(7) .
C11 C34 1.517(7) .
C12 C13 1.428(7) .
C13 C14 1.351(7) .
C13 H13 0.9301 .
C14 C15 1.426(7) .
C14 H14 0.9298 .
C15 C16 1.405(8) .
C16 C17 1.406(7) .
C16 C43 1.497(7) .
C17 C18 1.451(7) .
C18 C19 1.351(8) .
C18 H18 0.9301 .
C19 C20 1.458(7) .
C19 H19 0.9301 .
C20 C21 1.393(7) .
C21 C22 1.408(7) .
C21 C52 1.475(7) .
C22 C23 1.431(7) .
C23 C24 1.352(7) .
C23 H23 0.9299 .
C24 H24 0.9302 .
C26 C25 1.372(8) .
C26 C27 1.403(8) .
C26 H26 0.9300 .
C25 C30 1.390(7) .
C27 C28 1.396(7) .
C27 H27 0.9296 .
C28 C29 1.390(8) .
C28 C31 1.506(8) .
C29 C30 1.372(7) .
C29 H29 0.9301 .
C30 H30 0.9301 .
C31 O32 1.191(6) .
C31 O33 1.329(7) .
O32 Na61 2.360(4) .
O33 H33 1.00(10) .
C34 C39 1.387(8) .
C34 C35 1.398(8) .
C35 C36 1.397(8) .
C35 H35 0.9300 .
C36 C37 1.386(8) .
C36 H36 0.9299 .
C37 C38 1.392(8) .
C37 C40 1.484(8) .
C38 C39 1.368(7) .
C38 H38 0.9299 .
C39 H39 0.9300 .
C40 O41 1.228(7) .
C40 O42 1.319(8) .
O41 Na61 2.318(4) 1_654
O42 H42 1.07(7) .
C43 C44 1.394(8) .
C43 C48 1.402(7) .
C44 C45 1.389(8) .
C44 H44 0.9301 .
C45 C46 1.396(7) .
C45 H45 0.9301 .
C46 C47 1.360(8) .
C46 C49 1.511(7) .
C47 C48 1.404(7) .
C47 H47 0.9299 .
C48 H48 0.9301 .
C49 O50 1.223(7) .
C49 O51 1.315(6) .
O50 Na61 2.345(4) 2_455
O51 H51 0.90(6) .
C52 C53 1.386(8) .
C52 C57 1.407(7) .
C53 C54 1.399(8) .
C53 H53 0.9299 .
C54 C55 1.384(8) .
C54 H54 0.9303 .
C55 C56 1.384(8) .
C55 C58 1.499(8) .
C56 C57 1.365(8) .
C56 H56 0.9298 .
C57 H57 0.9298 .
C58 O59 1.214(7) .
C58 O60 1.329(7) .
O59 Na61 2.358(4) 2_356
O60 H60 1.1(2) .
Na61 O91 2.261(5) 2_346
Na61 O41 2.318(4) 1_456
Na61 O50 2.345(4) 2_445
Na61 O59 2.358(4) 2_346
Na61 O103 2.903(5) 2_447
C62 C63 1.359(9) .
C62 C67 1.390(8) .
C62 H62 0.9301 .
C63 C64 1.371(9) .
C63 H63 0.9301 .
C64 C65 1.373(8) .
C64 H64 0.9301 .
C65 C66 1.397(8) .
C65 H65 0.9300 .
C66 C67 1.384(8) .
C66 H66 0.9296 .
C67 C68 1.498(8) .
C68 O69 1.211(7) .
C68 O70 1.336(7) .
O70 C71 1.456(7) .
C71 C72 1.496(10) .
C71 H71A 0.9697 .
C71 H71B 0.9700 .
C72 H72A 0.9607 .
C72 H72B 0.9601 .
C72 H72C 0.9596 .
C73 C74 1.371(8) .
C73 C78 1.400(8) .
C73 H73 0.9301 .
C74 C75 1.395(9) .
C74 H74 0.9302 .
C75 C76 1.379(9) .
C75 H75 0.9303 .
C76 C77 1.382(8) .
C76 H76 0.9303 .
C77 C78 1.384(8) .
C77 H77 0.9304 .
C78 C79 1.491(8) .
C79 O80 1.201(7) .
C79 O81 1.352(6) .
O81 C82 1.450(7) .
C82 C83 1.474(9) .
C82 H82A 0.9699 .
C82 H82B 0.9704 .
C83 H83A 0.9596 .
C83 H83B 0.9601 .
C83 H83C 0.9600 .
C84 C89 1.341(9) .
C84 C85 1.383(10) .
C84 H84 0.9299 .
C85 C86 1.318(11) .
C85 H85 0.9300 .
C86 C87 1.376(10) .
C86 H86 0.9299 .
C87 C88 1.398(9) .
C87 H87 0.9302 .
C88 C89 1.406(9) .
C88 H88 0.9301 .
C89 C90 1.488(8) .
C90 O91 1.186(7) .
C90 O92 1.320(8) .
O91 Na61 2.261(5) 2_356
O92 C93 1.496(9) .
C93 C94 1.492(10) .
C93 H93A 0.9701 .
C93 H93B 0.9704 .
C94 H94A 0.9598 .
C94 H94B 0.9602 .
C94 H94C 0.9600 .
C95 C100 1.370(9) .
C95 C96 1.383(9) .
C95 H95 0.9300 .
C96 C97 1.363(10) .
C96 H96 0.9296 .
C97 C98 1.380(10) .
C97 H97 0.9301 .
C98 C99 1.372(9) .
C98 H98 0.9301 .
C99 C100 1.386(9) .
C99 H99 0.9297 .
C100 C101 1.500(5) .
C101 O103 1.250(7) .
C101 O102 1.262(7) .
O103 Na61 2.903(5) 2_457
