#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/71/4027193.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_4027193
loop_
_publ_author_name
'Pedro Mateus'
'Rita Delgado'
'Paula Brandão'
'Vítor Félix'
_publ_contact_author_address
;Instituto de Tecnologia Química e Biológica,
UNL, Av. da República ? EAN,
2780?157 Oeiras, Portugal. 
;
_publ_contact_author_email       delgado@itqb.unl.pt.
_publ_contact_author_fax         ' (+351) 21 441 12 77'
_publ_contact_author_name        'Rita Delgado'
_publ_section_title
;
 Dicarboxylate Recognition by Two Macrobicyclic Receptors: Selectivity for
 Fumarate over Maleate
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4611
_journal_page_last               4621
_journal_paper_doi               10.1021/jo300320w
_journal_volume                  77
_journal_year                    2012
_chemical_formula_sum            'C55.5 H98 N7 O32.5'
_chemical_formula_weight         1383.41
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 93.267(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.1666(5)
_cell_length_b                   23.7321(9)
_cell_length_c                   22.6743(8)
_cell_measurement_temperature    150(2)
_cell_volume                     7610.8(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'PLATON (Spek, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega and phi 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  0.0487
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            54725
_diffrn_reflns_theta_full        25.78
_diffrn_reflns_theta_max         25.78
_diffrn_reflns_theta_min         1.86
_diffrn_standards_interval_count 0.5
_diffrn_standards_interval_time  100
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.9901
_exptl_absorpt_correction_T_min  0.9651
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_description       Block
_exptl_crystal_F_000             2960
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.268
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     928
_refine_ls_number_reflns         14467
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1253
_refine_ls_R_factor_gt           0.0904
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1665P)²+13.5816P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2624
_refine_ls_wR_factor_ref         0.2953
_reflns_number_gt                9761
_reflns_number_total             14467
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo300320w_si_003.cif
_cod_data_source_block           fum
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1665P)^2^+13.5816P] where P=(Fo^2^+2Fc^2^)/3'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1665P)^2^+13.5816P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C55.50 H98 N7 O32.50'
_cod_database_code               4027193
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_calc_flag
_atom_site_refinement_flags
N1 N 0.8131(2) 0.21998(13) 0.69904(14) 0.0283(7) Uani 1 d .
H1A H 0.7901 0.2509 0.7180 0.040(12) Uiso 1 calc R
H1B H 0.7858 0.2194 0.6612 0.055(15) Uiso 1 calc R
C2 C 0.7851(3) 0.1678(2) 0.7306(2) 0.0463(12) Uani 1 d .
H2A H 0.8145 0.1680 0.7713 0.056 Uiso 1 calc R
H2B H 0.8086 0.1343 0.7100 0.056 Uiso 1 calc R
C3 C 0.6789(3) 0.16415(19) 0.7330(2) 0.0412(11) Uani 1 d .
C4 C 0.6251(3) 0.13690(16) 0.6890(2) 0.0402(10) Uani 1 d .
H4 H 0.6548 0.1212 0.6563 0.048 Uiso 1 calc R
C5 C 0.5285(3) 0.13239(16) 0.6924(2) 0.0358(9) Uani 1 d .
H5 H 0.4923 0.1132 0.6620 0.043 Uiso 1 calc R
C6 C 0.4835(3) 0.15563(16) 0.73976(18) 0.0332(9) Uani 1 d .
C7 C 0.5365(3) 0.1837(2) 0.7829(2) 0.0481(11) Uani 1 d .
H7 H 0.5066 0.2004 0.8149 0.058 Uiso 1 calc R
C8 C 0.6345(3) 0.1877(2) 0.7797(2) 0.0519(13) Uani 1 d .
H8 H 0.6708 0.2068 0.8100 0.062 Uiso 1 calc R
C9 C 0.3792(3) 0.14759(17) 0.7444(2) 0.0370(9) Uani 1 d .
H9A H 0.3646 0.1069 0.7416 0.044 Uiso 1 calc R
H9B H 0.3617 0.1607 0.7838 0.044 Uiso 1 calc R
N10 N 0.3204(2) 0.17828(13) 0.69790(15) 0.0310(7) Uani 1 d .
H10A H 0.3395 0.1677 0.6614 0.033(11) Uiso 1 calc R
H10B H 0.2583 0.1674 0.7001 0.067(17) Uiso 1 calc R
C11 C 0.3257(3) 0.24068(15) 0.70271(18) 0.0307(8) Uani 1 d .
H11A H 0.3901 0.2538 0.6948 0.037 Uiso 1 calc R
H11B H 0.3113 0.2527 0.7430 0.037 Uiso 1 calc R
C12 C 0.2533(2) 0.26592(15) 0.65723(18) 0.0289(8) Uani 1 d .
H12A H 0.2483 0.2415 0.6218 0.035 Uiso 1 calc R
H12B H 0.1905 0.2672 0.6742 0.035 Uiso 1 calc R
N13 N 0.2803(2) 0.32279(12) 0.63994(14) 0.0247(6) Uani 1 d .
C14 C 0.2750(3) 0.36231(15) 0.68942(18) 0.0297(8) Uani 1 d .
H14A H 0.2929 0.3424 0.7268 0.036 Uiso 1 calc R
H14B H 0.2090 0.3755 0.6915 0.036 Uiso 1 calc R
C15 C 0.3398(3) 0.41326(15) 0.68342(18) 0.0301(8) Uani 1 d .
H15A H 0.4058 0.4007 0.6795 0.036 Uiso 1 calc R
H15B H 0.3196 0.4353 0.6478 0.036 Uiso 1 calc R
N16 N 0.3336(2) 0.44840(13) 0.73698(15) 0.0317(7) Uani 1 d .
H16A H 0.3596 0.4285 0.7687 0.035(12) Uiso 1 calc R
H16B H 0.2708 0.4541 0.7433 0.072(17) Uiso 1 calc R
C17 C 0.3814(3) 0.50490(16) 0.7356(2) 0.0374(10) Uani 1 d .
H17A H 0.3685 0.5258 0.7720 0.045 Uiso 1 calc R
H17B H 0.3538 0.5267 0.7016 0.045 Uiso 1 calc R
C18 C 0.4869(3) 0.50102(15) 0.73062(18) 0.0305(8) Uani 1 d .
C19 C 0.5283(3) 0.51436(17) 0.67917(18) 0.0351(9) Uani 1 d .
H19 H 0.4896 0.5246 0.6453 0.042 Uiso 1 calc R
C20 C 0.6255(3) 0.51311(18) 0.67591(19) 0.0373(9) Uani 1 d .
H20 H 0.6528 0.5230 0.6400 0.045 Uiso 1 calc R
C21 C 0.6835(3) 0.49762(15) 0.72430(18) 0.0293(8) Uani 1 d .
C22 C 0.6423(3) 0.48427(17) 0.77664(19) 0.0357(9) Uani 1 d .
H22 H 0.6811 0.4738 0.8104 0.043 Uiso 1 calc R
C23 C 0.5452(3) 0.48617(18) 0.77979(19) 0.0375(9) Uani 1 d .
H23 H 0.5179 0.4772 0.8159 0.045 Uiso 1 calc R
C24 C 0.7892(3) 0.49520(17) 0.72077(19) 0.0349(9) Uani 1 d .
H24A H 0.8109 0.5283 0.6987 0.042 Uiso 1 calc R
H24B H 0.8199 0.4964 0.7611 0.042 Uiso 1 calc R
N25 N 0.8167(2) 0.44319(14) 0.69096(15) 0.0302(7) Uani 1 d .
H25A H 0.792(3) 0.413(2) 0.714(2) 0.046(13) Uiso 1 d .
C26 C 0.9207(2) 0.43657(16) 0.69217(18) 0.0291(8) Uani 1 d .
H26A H 0.9477 0.4354 0.7334 0.035 Uiso 1 calc R
H26B H 0.9497 0.4683 0.6715 0.035 Uiso 1 calc R
C27 C 0.9387(2) 0.38143(15) 0.66097(16) 0.0250(7) Uani 1 d .
C28 C 0.9385(2) 0.33079(16) 0.69276(16) 0.0275(8) Uani 1 d .
C29 C 0.9424(3) 0.33134(19) 0.75991(18) 0.0395(10) Uani 1 d .
H29A H 0.9112 0.3658 0.7739 0.047 Uiso 1 calc R
H29B H 0.9082 0.2982 0.7745 0.047 Uiso 1 calc R
C30 C 1.0441(4) 0.3299(3) 0.7841(2) 0.0649(17) Uani 1 d .
H30A H 1.0719 0.2933 0.7755 0.078 Uiso 1 calc R
H30B H 1.0464 0.3359 0.8269 0.078 Uiso 1 calc R
H30C H 1.0798 0.3598 0.7655 0.078 Uiso 1 calc R
C31 C 0.9365(2) 0.27936(15) 0.66245(16) 0.0256(8) Uani 1 d .
C32 C 0.9190(2) 0.22585(16) 0.69615(18) 0.0292(8) Uani 1 d .
H32A H 0.9496 0.2280 0.7365 0.035 Uiso 1 calc R
H32B H 0.9453 0.1930 0.6757 0.035 Uiso 1 calc R
C33 C 0.9340(2) 0.27774(14) 0.60051(16) 0.0242(7) Uani 1 d .
C34 C 0.9345(3) 0.22204(15) 0.56805(18) 0.0297(8) Uani 1 d .
H34A H 0.8997 0.2261 0.5292 0.036 Uiso 1 calc R
H34B H 0.9017 0.1932 0.5909 0.036 Uiso 1 calc R
C35 C 1.0355(3) 0.2026(2) 0.5591(3) 0.0518(13) Uani 1 d .
H35A H 1.0647 0.2280 0.5313 0.062 Uiso 1 calc R
H35B H 1.0343 0.1642 0.5431 0.062 Uiso 1 calc R
H35C H 1.0722 0.2031 0.5970 0.062 Uiso 1 calc R
C36 C 0.9331(2) 0.32887(15) 0.56940(16) 0.0232(7) Uani 1 d .
C37 C 0.9363(2) 0.38072(14) 0.59883(16) 0.0235(7) Uani 1 d .
C38 C 0.9403(2) 0.43636(15) 0.56608(17) 0.0269(8) Uani 1 d .
H38A H 0.9044 0.4653 0.5869 0.032 Uiso 1 calc R
H38B H 0.9105 0.4320 0.5258 0.032 Uiso 1 calc R
C39 C 1.0430(3) 0.45569(17) 0.5623(2) 0.0349(9) Uani 1 d .
H39A H 1.0747 0.4554 0.6019 0.042 Uiso 1 calc R
H39B H 1.0441 0.4939 0.5460 0.042 Uiso 1 calc R
H39C H 1.0759 0.4300 0.5365 0.042 Uiso 1 calc R
C40 C 0.9072(2) 0.32842(15) 0.50393(16) 0.0257(8) Uani 1 d .
H40A H 0.9317 0.2940 0.4854 0.031 Uiso 1 calc R
H40B H 0.9337 0.3618 0.4846 0.031 Uiso 1 calc R
N41 N 0.8004(2) 0.32953(13) 0.49853(13) 0.0254(6) Uani 1 d .
H41A H 0.7777 0.2988 0.5180 0.034(11) Uiso 1 calc R
H41B H 0.7796 0.3613 0.5170 0.050(14) Uiso 1 calc R
C42 C 0.7594(3) 0.32905(18) 0.43551(17) 0.0332(9) Uani 1 d .
H42A H 0.7866 0.2974 0.4136 0.040 Uiso 1 calc R
H42B H 0.7753 0.3647 0.4156 0.040 Uiso 1 calc R
C43 C 0.6531(3) 0.32255(16) 0.43594(16) 0.0287(8) Uani 1 d .
C44 C 0.6146(3) 0.26986(16) 0.44614(17) 0.0315(8) Uani 1 d .
H44 H 0.6548 0.2378 0.4496 0.038 Uiso 1 calc R
C45 C 0.5186(3) 0.26358(16) 0.45137(17) 0.0309(8) Uani 1 d .
H45 H 0.4932 0.2275 0.4593 0.037 Uiso 1 calc R
C46 C 0.4589(3) 0.31005(16) 0.44497(16) 0.0285(8) Uani 1 d .
C47 C 0.4972(3) 0.36194(16) 0.43167(16) 0.0281(8) Uani 1 d .
H47 H 0.4566 0.3935 0.4252 0.034 Uiso 1 calc R
C48 C 0.5933(3) 0.36858(16) 0.42769(16) 0.0282(8) Uani 1 d .
H48 H 0.6186 0.4046 0.4193 0.034 Uiso 1 calc R
C49 C 0.3551(3) 0.30446(17) 0.45548(17) 0.0310(8) Uani 1 d .
H49A H 0.3186 0.3327 0.4314 0.037 Uiso 1 calc R
H49B H 0.3326 0.2665 0.4433 0.037 Uiso 1 calc R
N50 N 0.3394(2) 0.31336(12) 0.51936(13) 0.0243(6) Uani 1 d .
H50A H 0.3709 0.2858 0.5412 0.026(10) Uiso 1 calc R
H50B H 0.3646 0.3476 0.5310 0.042(12) Uiso 1 calc R
C51 C 0.2372(2) 0.31206(16) 0.53204(17) 0.0281(8) Uani 1 d .
H51A H 0.2160 0.2724 0.5346 0.034 Uiso 1 calc R
H51B H 0.1997 0.3304 0.4992 0.034 Uiso 1 calc R
C52 C 0.2196(2) 0.34215(15) 0.58962(17) 0.0282(8) Uani 1 d .
H52A H 0.2296 0.3831 0.5842 0.034 Uiso 1 calc R
H52B H 0.1527 0.3365 0.5987 0.034 Uiso 1 calc R
C61 C 0.4806(2) 0.43292(14) 0.54786(16) 0.0240(7) Uani 1 d .
C62 C 0.5198(2) 0.48623(14) 0.52289(17) 0.0260(7) Uani 1 d .
H62 H 0.5766 0.5010 0.5411 0.031 Uiso 1 calc R
O63 O 0.39415(16) 0.42201(10) 0.53672(12) 0.0283(6) Uani 1 d .
O64 O 0.53742(17) 0.40209(11) 0.57764(12) 0.0315(6) Uani 1 d .
C71 C 0.1130(2) 0.51799(16) 0.74586(18) 0.0312(9) Uani 1 d .
C72 C 0.0343(3) 0.54027(17) 0.78085(18) 0.0316(8) Uani 1 d .
H72 H 0.0192 0.5200 0.8152 0.038 Uiso 1 calc R
C73 C -0.0155(2) 0.58598(16) 0.76744(17) 0.0291(8) Uani 1 d .
H73 H 0.0010 0.6073 0.7341 0.035 Uiso 1 calc R
C74 C -0.0959(3) 0.60634(17) 0.80123(18) 0.0322(9) Uani 1 d .
O75 O 0.1306(2) 0.54131(14) 0.69853(13) 0.0448(8) Uani 1 d .
O76 O 0.1571(2) 0.47603(12) 0.76762(14) 0.0417(7) Uani 1 d .
O77 O -0.1445(2) 0.64632(13) 0.77893(14) 0.0419(7) Uani 1 d .
O78 O -0.1121(2) 0.58375(15) 0.84950(15) 0.0535(9) Uani 1 d .
C81 C 0.4470(4) 0.3635(2) 0.8646(2) 0.0596(14) Uani 1 d .
C82 C 0.5510(4) 0.3499(2) 0.8530(2) 0.0589(14) Uani 1 d .
H82 H 0.5963 0.3500 0.8856 0.071 Uiso 1 calc R
C83 C 0.5797(4) 0.3383(2) 0.8004(3) 0.0622(14) Uani 1 d .
H83 H 0.5355 0.3403 0.7674 0.075 Uiso 1 calc R
C84 C 0.6798(5) 0.3222(3) 0.7907(3) 0.0751(18) Uani 1 d .
O85 O 0.4255(4) 0.36984(18) 0.91737(18) 0.0796(13) Uani 1 d .
O86 O 0.3881(3) 0.36830(18) 0.82183(16) 0.0672(11) Uani 1 d .
O87 O 0.7373(3) 0.3238(2) 0.83494(18) 0.0859(15) Uani 1 d .
O88 O 0.7006(3) 0.31083(18) 0.73648(19) 0.0719(11) Uani 1 d .
O100 O 0.72319(18) 0.24680(12) 0.58125(13) 0.0357(6) Uani 1 d .
O200 O 0.72492(18) 0.41817(11) 0.56906(13) 0.0365(7) Uani 1 d .
O300 O 0.5754(2) 0.29970(12) 0.63545(15) 0.0442(7) Uani 1 d .
O400 O 0.24400(18) 0.48118(12) 0.49165(13) 0.0380(7) Uani 1 d .
O500 O 0.4344(2) 0.27389(12) 0.08783(13) 0.0391(7) Uani 1 d .
O600 O 0.2545(2) 0.52979(13) 0.60874(14) 0.0447(7) Uani 1 d .
O700 O 0.0335(2) 0.59831(15) 0.60975(14) 0.0504(8) Uani 1 d .
O800 O 0.2813(2) 0.39463(15) 0.10028(16) 0.0557(9) Uani 1 d .
O900 O 0.4877(3) 0.63361(13) 0.97333(15) 0.0539(9) Uani 1 d .
O110 O 0.2973(3) 0.64696(15) 0.98006(16) 0.0573(9) Uani 1 d .
O120 O 0.0250(3) 0.70430(16) 0.65208(18) 0.0657(10) Uani 1 d .
O130 O 0.1740(3) 0.31645(17) 0.33480(18) 0.0672(10) Uani 1 d .
O140 O 0.1590(3) 0.40593(17) 0.41217(19) 0.0726(12) Uani 1 d .
O150 O 0.3384(4) 0.49852(18) 0.0555(2) 0.0798(12) Uani 1 d .
O160 O 0.0257(4) 0.5484(2) 0.9325(3) 0.1057(18) Uani 1 d .
O170 O 0.4809(4) 0.53410(19) 0.9144(2) 0.0942(15) Uani 1 d .
O180 O 0.2756(5) 0.3293(2) -0.0023(2) 0.0400(14) Uani 0.50 d P
O190 O 0.8954(5) 0.2085(2) 0.4074(2) 0.0408(15) Uani 0.50 d P
O210 O 0.8096(4) 0.0919(3) 0.6068(3) 0.133(3) Uani 1 d .
O220 O 0.7588(6) 0.4057(3) 0.9168(3) 0.059(2) Uani 0.50 d P
O230 O 0.1065(9) 0.3535(3) 0.9288(3) 0.098(4) Uani 0.50 d P
O240 O 0.2530(7) 0.2896(4) 0.8484(5) 0.101(4) Uani 0.50 d P
O250 O -0.0401(7) 0.4364(5) 0.9587(4) 0.078(2) Uani 0.50 d P
O260 O -0.0336(8) 0.3965(5) 0.9438(5) 0.101(3) Uani 0.50 d P
O271 O 0.2976(7) 0.4957(4) 0.9348(5) 0.074(2) Uani 0.50 d P
O272 O 0.3320(8) 0.4663(5) 0.9369(5) 0.085(3) Uani 0.50 d P
O280 O -0.1250(10) 0.4561(6) 0.8678(6) 0.131(4) Uani 0.50 d P
O410 O 0.2048(7) 0.4158(3) 0.8627(3) 0.069(2) Uani 0.50 d P
H410 H 0.2045 0.4198 0.8259 0.083 Uiso 0.50 calc PR
C411 C 0.1482(11) 0.4563(7) 0.8860(5) 0.095(5) Uani 0.50 d P
H41I H 0.1821 0.4743 0.9199 0.113 Uiso 0.50 calc PR
H41J H 0.0902 0.4387 0.8989 0.113 Uiso 0.50 calc PR
H41K H 0.1318 0.4848 0.8558 0.113 Uiso 0.50 calc PR
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'
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
C2 N1 C32 112.8(3) .
C2 N1 H1A 109.0 .
C32 N1 H1A 109.0 .
C2 N1 H1B 109.0 .
C32 N1 H1B 109.0 .
H1A N1 H1B 107.8 .
N1 C2 C3 110.8(3) .
N1 C2 H2A 109.5 .
C3 C2 H2A 109.5 .
N1 C2 H2B 109.5 .
C3 C2 H2B 109.5 .
H2A C2 H2B 108.1 .
C4 C3 C8 119.2(4) .
C4 C3 C2 120.7(4) .
C8 C3 C2 120.2(4) .
C5 C4 C3 120.3(4) .
C5 C4 H4 119.8 .
C3 C4 H4 119.8 .
C4 C5 C6 120.7(4) .
C4 C5 H5 119.6 .
C6 C5 H5 119.6 .
C7 C6 C5 119.1(4) .
C7 C6 C9 120.9(4) .
C5 C6 C9 120.0(4) .
C6 C7 C8 120.2(5) .
C6 C7 H7 119.9 .
C8 C7 H7 119.9 .
C3 C8 C7 120.6(5) .
C3 C8 H8 119.7 .
C7 C8 H8 119.7 .
N10 C9 C6 113.6(3) .
N10 C9 H9A 108.9 .
C6 C9 H9A 108.9 .
N10 C9 H9B 108.9 .
C6 C9 H9B 108.9 .
H9A C9 H9B 107.7 .
C11 N10 C9 114.2(3) .
C11 N10 H10A 108.7 .
C9 N10 H10A 108.7 .
C11 N10 H10B 108.7 .
C9 N10 H10B 108.7 .
H10A N10 H10B 107.6 .
N10 C11 C12 108.1(3) .
N10 C11 H11A 110.1 .
C12 C11 H11A 110.1 .
N10 C11 H11B 110.1 .
C12 C11 H11B 110.1 .
H11A C11 H11B 108.4 .
N13 C12 C11 111.5(3) .
N13 C12 H12A 109.3 .
C11 C12 H12A 109.3 .
N13 C12 H12B 109.3 .
C11 C12 H12B 109.3 .
H12A C12 H12B 108.0 .
C12 N13 C52 110.3(3) .
C12 N13 C14 111.1(3) .
C52 N13 C14 110.0(3) .
N13 C14 C15 112.4(3) .
N13 C14 H14A 109.1 .
C15 C14 H14A 109.1 .
N13 C14 H14B 109.1 .
C15 C14 H14B 109.1 .
H14A C14 H14B 107.9 .
N16 C15 C14 108.0(3) .
N16 C15 H15A 110.1 .
C14 C15 H15A 110.1 .
N16 C15 H15B 110.1 .
C14 C15 H15B 110.1 .
H15A C15 H15B 108.4 .
C15 N16 C17 115.9(3) .
C15 N16 H16A 108.3 .
C17 N16 H16A 108.3 .
C15 N16 H16B 108.3 .
C17 N16 H16B 108.3 .
H16A N16 H16B 107.4 .
N16 C17 C18 113.4(3) .
N16 C17 H17A 108.9 .
C18 C17 H17A 108.9 .
N16 C17 H17B 108.9 .
C18 C17 H17B 108.9 .
H17A C17 H17B 107.7 .
C19 C18 C23 118.4(4) .
C19 C18 C17 121.5(4) .
C23 C18 C17 120.0(4) .
C18 C19 C20 121.0(4) .
C18 C19 H19 119.5 .
C20 C19 H19 119.5 .
C21 C20 C19 120.7(4) .
C21 C20 H20 119.6 .
C19 C20 H20 119.6 .
C20 C21 C22 118.7(4) .
C20 C21 C24 121.0(4) .
C22 C21 C24 120.3(4) .
C23 C22 C21 120.3(4) .
C23 C22 H22 119.8 .
C21 C22 H22 119.8 .
C22 C23 C18 120.8(4) .
C22 C23 H23 119.6 .
C18 C23 H23 119.6 .
N25 C24 C21 110.3(3) .
N25 C24 H24A 109.6 .
C21 C24 H24A 109.6 .
N25 C24 H24B 109.6 .
C21 C24 H24B 109.6 .
H24A C24 H24B 108.1 .
C24 N25 C26 111.7(3) .
C24 N25 H25A 106(3) .
C26 N25 H25A 107(3) .
N25 C26 C27 106.0(3) .
N25 C26 H26A 110.5 .
C27 C26 H26A 110.5 .
N25 C26 H26B 110.5 .
C27 C26 H26B 110.5 .
H26A C26 H26B 108.7 .
C28 C27 C37 120.3(3) .
C28 C27 C26 119.7(3) .
C37 C27 C26 118.8(3) .
C31 C28 C27 119.7(3) .
C31 C28 C29 119.8(3) .
C27 C28 C29 120.4(3) .
C30 C29 C28 110.0(4) .
C30 C29 H29A 109.7 .
C28 C29 H29A 109.7 .
C30 C29 H29B 109.7 .
C28 C29 H29B 109.7 .
H29A C29 H29B 108.2 .
C29 C30 H30A 109.5 .
C29 C30 H30B 109.5 .
H30A C30 H30B 109.5 .
C29 C30 H30C 109.5 .
H30A C30 H30C 109.5 .
H30B C30 H30C 109.5 .
C28 C31 C33 120.9(3) .
C28 C31 C32 118.9(3) .
C33 C31 C32 119.2(3) .
C31 C32 N1 106.9(3) .
C31 C32 H32A 110.3 .
N1 C32 H32A 110.3 .
C31 C32 H32B 110.3 .
N1 C32 H32B 110.3 .
H32A C32 H32B 108.6 .
C36 C33 C31 118.6(3) .
C36 C33 C34 120.7(3) .
C31 C33 C34 120.7(3) .
C33 C34 C35 111.0(3) .
C33 C34 H34A 109.4 .
C35 C34 H34A 109.4 .
C33 C34 H34B 109.4 .
C35 C34 H34B 109.4 .
H34A C34 H34B 108.0 .
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 .
C37 C36 C33 121.4(3) .
C37 C36 C40 118.4(3) .
C33 C36 C40 118.9(3) .
C36 C37 C27 119.1(3) .
C36 C37 C38 122.2(3) .
C27 C37 C38 118.7(3) .
C37 C38 C39 110.4(3) .
C37 C38 H38A 109.6 .
C39 C38 H38A 109.6 .
C37 C38 H38B 109.6 .
C39 C38 H38B 109.6 .
H38A C38 H38B 108.1 .
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 .
C36 C40 N41 105.4(3) .
C36 C40 H40A 110.7 .
N41 C40 H40A 110.7 .
C36 C40 H40B 110.7 .
N41 C40 H40B 110.7 .
H40A C40 H40B 108.8 .
C42 N41 C40 113.9(3) .
C42 N41 H41A 108.8 .
C40 N41 H41A 108.8 .
C42 N41 H41B 108.8 .
C40 N41 H41B 108.8 .
H41A N41 H41B 107.7 .
N41 C42 C43 108.8(3) .
N41 C42 H42A 109.9 .
C43 C42 H42A 109.9 .
N41 C42 H42B 109.9 .
C43 C42 H42B 109.9 .
H42A C42 H42B 108.3 .
C48 C43 C44 119.3(3) .
C48 C43 C42 121.2(3) .
C44 C43 C42 119.5(3) .
C45 C44 C43 120.6(3) .
C45 C44 H44 119.7 .
C43 C44 H44 119.7 .
C44 C45 C46 120.1(4) .
C44 C45 H45 119.9 .
C46 C45 H45 119.9 .
C47 C46 C45 118.9(3) .
C47 C46 C49 120.7(3) .
C45 C46 C49 120.4(3) .
C48 C47 C46 121.1(3) .
C48 C47 H47 119.5 .
C46 C47 H47 119.5 .
C47 C48 C43 119.9(3) .
C47 C48 H48 120.1 .
C43 C48 H48 120.1 .
N50 C49 C46 109.9(3) .
N50 C49 H49A 109.7 .
C46 C49 H49A 109.7 .
N50 C49 H49B 109.7 .
C46 C49 H49B 109.7 .
H49A C49 H49B 108.2 .
C51 N50 C49 112.6(3) .
C51 N50 H50A 109.1 .
C49 N50 H50A 109.1 .
C51 N50 H50B 109.1 .
C49 N50 H50B 109.1 .
H50A N50 H50B 107.8 .
N50 C51 C52 111.4(3) .
N50 C51 H51A 109.4 .
C52 C51 H51A 109.4 .
N50 C51 H51B 109.4 .
C52 C51 H51B 109.4 .
H51A C51 H51B 108.0 .
N13 C52 C51 113.8(3) .
N13 C52 H52A 108.8 .
C51 C52 H52A 108.8 .
N13 C52 H52B 108.8 .
C51 C52 H52B 108.8 .
H52A C52 H52B 107.7 .
O64 C61 O63 124.9(3) .
O64 C61 C62 116.9(3) .
O63 C61 C62 118.1(3) .
C62 C62 C61 124.1(4) 3_666
C62 C62 H62 118.0 3_666
C61 C62 H62 118.0 .
O75 C71 O76 124.7(4) .
O75 C71 C72 119.3(3) .
O76 C71 C72 116.0(4) .
C73 C72 C71 124.8(4) .
C73 C72 H72 117.6 .
C71 C72 H72 117.6 .
C72 C73 C74 124.2(4) .
C72 C73 H73 117.9 .
C74 C73 H73 117.9 .
O78 C74 O77 123.4(4) .
O78 C74 C73 119.6(4) .
O77 C74 C73 117.0(4) .
O86 C81 O85 122.6(6) .
O86 C81 C82 119.3(5) .
O85 C81 C82 118.1(5) .
C83 C82 C81 123.1(6) .
C83 C82 H82 118.5 .
C81 C82 H82 118.5 .
C82 C83 C84 122.2(6) .
C82 C83 H83 118.9 .
C84 C83 H83 118.9 .
O87 C84 O88 125.9(6) .
O87 C84 C83 116.9(5) .
O88 C84 C83 117.2(6) .
C411 O410 H410 109.5 .
O410 C411 H41I 109.5 .
O410 C411 H41J 109.5 .
H41I C411 H41J 109.5 .
O410 C411 H41K 109.5 .
H41I C411 H41K 109.5 .
H41J C411 H41K 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.496(5) .
N1 C32 1.512(4) .
N1 H1A 0.9200 .
N1 H1B 0.9200 .
C2 C3 1.512(6) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.381(7) .
C3 C8 1.381(7) .
C4 C5 1.380(6) .
C4 H4 0.9500 .
C5 C6 1.394(6) .
C5 H5 0.9500 .
C6 C7 1.371(7) .
C6 C9 1.499(5) .
C7 C8 1.397(6) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 N10 1.496(5) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
N10 C11 1.486(5) .
N10 H10A 0.9200 .
N10 H10B 0.9200 .
C11 C12 1.533(5) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 N13 1.462(4) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
N13 C52 1.464(5) .
N13 C14 1.467(5) .
C14 C15 1.529(5) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 N16 1.480(5) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
N16 C17 1.503(5) .
N16 H16A 0.9200 .
N16 H16B 0.9200 .
C17 C18 1.508(5) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.372(6) .
C18 C23 1.394(6) .
C19 C20 1.384(6) .
C19 H19 0.9500 .
C20 C21 1.382(6) .
C20 H20 0.9500 .
C21 C22 1.388(6) .
C21 C24 1.506(5) .
C22 C23 1.382(6) .
C22 H22 0.9500 .
C23 H23 0.9500 .
C24 N25 1.471(5) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
N25 C26 1.480(5) .
N25 H25A 0.97(5) .
C26 C27 1.516(5) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 C28 1.402(5) .
C27 C37 1.408(5) .
C28 C31 1.400(5) .
C28 C29 1.521(6) .
C29 C30 1.511(7) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C33 1.403(5) .
C31 C32 1.510(5) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 C36 1.403(5) .
C33 C34 1.513(5) .
C34 C35 1.528(5) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 C37 1.399(5) .
C36 C40 1.509(5) .
C37 C38 1.518(5) .
C38 C39 1.533(5) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 N41 1.512(4) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
N41 C42 1.511(5) .
N41 H41A 0.9200 .
N41 H41B 0.9200 .
C42 C43 1.515(5) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 C48 1.388(5) .
C43 C44 1.389(5) .
C44 C45 1.380(5) .
C44 H44 0.9500 .
C45 C46 1.393(5) .
C45 H45 0.9500 .
C46 C47 1.386(5) .
C46 C49 1.508(5) .
C47 C48 1.379(5) .
C47 H47 0.9500 .
C48 H48 0.9500 .
C49 N50 1.493(5) .
C49 H49A 0.9900 .
C49 H49B 0.9900 .
N50 C51 1.492(4) .
N50 H50A 0.9200 .
N50 H50B 0.9200 .
C51 C52 1.521(5) .
C51 H51A 0.9900 .
C51 H51B 0.9900 .
C52 H52A 0.9900 .
C52 H52B 0.9900 .
C61 O64 1.256(4) .
C61 O63 1.264(4) .
C61 C62 1.505(5) .
C62 C62 1.324(7) 3_666
C62 H62 0.9500 .
C71 O75 1.245(5) .
C71 O76 1.261(5) .
C71 C72 1.501(5) .
C72 C73 1.320(5) .
C72 H72 0.9500 .
C73 C74 1.489(5) .
C73 H73 0.9500 .
C74 O78 1.252(5) .
C74 O77 1.261(5) .
C81 O86 1.247(7) .
C81 O85 1.262(7) .
C81 C82 1.544(8) .
C82 C83 1.311(8) .
C82 H82 0.9500 .
C83 C84 1.497(9) .
C83 H83 0.9500 .
C84 O87 1.256(8) .
C84 O88 1.309(7) .
O250 O260 1.013(12) .
O271 O272 0.852(10) .
O410 C411 1.377(14) .
O410 H410 0.8400 .
C411 H41I 0.9800 .
C411 H41J 0.9800 .
C411 H41K 0.9800 .
