#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/14/7151438.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_7151438
loop_
_publ_author_name
'Elena Buñuel'
'Steven D. Bull'
'Stephen G. Davies'
'A. Christopher Garner'
'Edward D. Savory'
'Andrew D. Smith'
'Richard J. Vickers'
'David J. Watkin'
_publ_section_title
;
 Asymmetric synthesis of substituted 1-aminocyclopropane-1-carboxylic
 acids via diketopiperazine methodology
;
_journal_issue                   14
_journal_name_full               'Org. Biomol. Chem.'
_journal_page_first              2531
_journal_page_last               2542
_journal_paper_doi               10.1039/b303348a
_journal_volume                  1
_journal_year                    2003
_chemical_absolute_configuration unk
_chemical_compound_source
;
?
;
_chemical_formula_moiety         ' C27 H20 N2 O4 '
_chemical_formula_sum            'C27 H20 N2 O4'
_chemical_formula_weight         436.47
_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
_audit_creation_date             02-18-11
_audit_creation_method           CRYSTALS_ver_12-03-99
_cell_angle_alpha                90
_cell_angle_beta                 99.9280(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2515(1)
_cell_length_b                   28.6084(4)
_cell_length_c                   9.4481(1)
_cell_measurement_reflns_used    5605
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     2463.19(5)
_computing_cell_refinement
; 
Denzo/Scalepack (Otwinowski & Minor, 1996) 
;
_computing_data_collection
; 
COLLECT (Nonius BV, 1997) 
;
_computing_data_reduction
; 
Denzo/Scalepack (Otwinowski & Minor, 1996) 
;
_computing_molecular_graphics
; 
CAMERON (Watkin et al 1996) 
;
_computing_publication_material
; 
CRYSTALS (Watkin et al 2001) 
;
_computing_structure_refinement
; 
CRYSTALS (Watkin et al 2001) 
;
_computing_structure_solution
; 
SIR92 (Altomare et al, 1994) 
;
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type
; 
Enraf Nonius Kappa CCD 
;
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.01
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10759
_diffrn_reflns_theta_full        27.331
_diffrn_reflns_theta_max         27.468
_diffrn_reflns_theta_min         5.138
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
Denzo/Scalepack (Otwinowski & Minor, 1996) 
;
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             912.000
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.23
_refine_ls_extinction_coef       369.459
_refine_ls_extinction_method
'Larson 1970 Crystallographic Computing eq 22'
_refine_ls_goodness_of_fit_ref   0.9234
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         5686
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0657
_refine_ls_shift/su_max          0.014797
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method = SHELXL 97 (Sheldrick, 1997) 
W = q / [Sigma^2(F*)+(P(1)p)^2+P(2)p+P(4)+P(5)Sin(theta) ] 

0.844E-01 0.663 0.00 0.00 0.00 0.333 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1407
_refine_ls_wR_factor_gt          0.1407
_refine_ls_wR_factor_ref         0.1407
_reflns_limit_h_max              11
_reflns_limit_h_min              -12
_reflns_limit_k_max              36
_reflns_limit_k_min              0
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                5686
_reflns_number_total             5686
_reflns_threshold_expression     I>-3.00u(I)
_cod_data_source_file            b303348a.txt
_cod_data_source_block           es59d_cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      'P 1 21 1 '
_cod_original_formula_sum        ' C27 H20 N2 O4 '
_cod_database_code               7151438
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_occupancy
_atom_site_adp_type
_atom_site_attached_hydrogens
C1 C 0.061(1) 0.2371(3) 0.4933(7) 0.0434 0.3528(19) Uani .
C2 C 0.0931(3) 0.26577(11) 0.3759(3) 0.0391 1.0000 Uani .
C4 C -0.1816(4) 0.24628(19) 0.3466(6) 0.0806 1.0000 Uani 3
C5 C -0.0020(5) 0.18601(15) 0.2747(6) 0.0747 1.0000 Uani 3
C6 C 0.2314(3) 0.25807(11) 0.3160(3) 0.0396 1.0000 Uani .
C8 C 0.1378(3) 0.3217(1) 0.1562(3) 0.0349 1.0000 Uani .
C9 C 0.1434(5) 0.35262(17) 0.0336(5) 0.0434 0.6472(19) Uani .
C11 C -0.1252(6) 0.33051(17) 0.0007(6) 0.0873 1.0000 Uani 3
C12 C 0.0629(6) 0.27328(16) -0.0753(4) 0.0723 1.0000 Uani 3
C13 C 0.0772(3) 0.34458(11) 0.2772(3) 0.0365 1.0000 Uani .
C15 C 0.0125(4) 0.33552(15) 0.5137(4) 0.0544 1.0000 Uani .
C16 C 0.1309(3) 0.36181(12) 0.6114(3) 0.0397 1.0000 Uani .
C17 C 0.2698(3) 0.34341(12) 0.6546(3) 0.0416 1.0000 Uani .
C18 C 0.3759(3) 0.36728(12) 0.7472(3) 0.0394 1.0000 Uani .
C19 C 0.3434(3) 0.41130(11) 0.7993(3) 0.0365 1.0000 Uani .
C20 C 0.2059(3) 0.43014(12) 0.7572(3) 0.0405 1.0000 Uani .
C21 C 0.1015(3) 0.40531(13) 0.6620(3) 0.0429 1.0000 Uani .
C23 C 0.4201(4) 0.47443(13) 0.9593(4) 0.0518 1.0000 Uani .
C25 C 0.3950(3) 0.28949(13) 0.1626(4) 0.0443 1.0000 Uani .
C26 C 0.4885(3) 0.32783(11) 0.2406(3) 0.0374 1.0000 Uani .
C27 C 0.5219(4) 0.32854(13) 0.3898(4) 0.0474 1.0000 Uani .
C28 C 0.6078(4) 0.36336(14) 0.4622(4) 0.0490 1.0000 Uani .
C29 C 0.6634(3) 0.39878(12) 0.3863(3) 0.0394 1.0000 Uani .
C30 C 0.8107(4) 0.46796(13) 0.3947(4) 0.0542 1.0000 Uani .
C32 C 0.6342(4) 0.39843(13) 0.2381(4) 0.0462 1.0000 Uani .
C33 C 0.5460(4) 0.36302(14) 0.1665(4) 0.0484 1.0000 Uani .
C101 C 1.2571(6) 0.6883(2) 1.1784(7) 0.0464 0.5129(19) Uani .
C102 C 1.3763(3) 0.65843(11) 1.1534(3) 0.0387 1.0000 Uani .
C104 C 1.4114(6) 0.67885(19) 1.4225(5) 0.0807 1.0000 Uani 3
C105 C 1.4744(7) 0.74044(16) 1.2413(6) 0.0904 1.0000 Uani 3
C106 C 1.4359(4) 0.66597(11) 1.0176(3) 0.0404 1.0000 Uani .
C108 C 1.6077(3) 0.60557(11) 1.1151(3) 0.0371 1.0000 Uani .
C109 C 1.7338(6) 0.5776(2) 1.1101(7) 0.0464 0.4871(19) Uani .
C111 C 1.7792(7) 0.59972(19) 1.3634(6) 0.0964 1.0000 Uani 3
C112 C 1.8363(5) 0.65673(18) 1.1720(6) 0.0827 1.0000 Uani 3
C113 C 1.4888(3) 0.58159(11) 1.1802(3) 0.0375 1.0000 Uani .
C115 C 1.2457(4) 0.58709(14) 1.2387(4) 0.0500 1.0000 Uani .
C116 C 1.1479(3) 0.56052(11) 1.1211(3) 0.0382 1.0000 Uani .
C117 C 1.1139(4) 0.57756(13) 0.9814(4) 0.0486 1.0000 Uani .
C118 C 1.0211(4) 0.55307(13) 0.8756(4) 0.0476 1.0000 Uani .
C119 C 0.9617(3) 0.51109(11) 0.9082(3) 0.0366 1.0000 Uani .
C120 C 0.9943(3) 0.49337(11) 1.0472(3) 0.0388 1.0000 Uani .
C121 C 1.0868(3) 0.51846(12) 1.1518(3) 0.0400 1.0000 Uani .
C123 C 0.7990(5) 0.44867(15) 0.8304(4) 0.0616 1.0000 Uani .
C125 C 1.5945(4) 0.63517(13) 0.8579(4) 0.0458 1.0000 Uani .
C126 C 1.5163(3) 0.59771(12) 0.7625(3) 0.0403 1.0000 Uani .
C127 C 1.3634(4) 0.59900(14) 0.7218(4) 0.0487 1.0000 Uani .
C128 C 1.2889(4) 0.56524(14) 0.6332(4) 0.0497 1.0000 Uani .
C129 C 1.3657(4) 0.52922(11) 0.5806(3) 0.0390 1.0000 Uani .
C131 C 1.3551(5) 0.45935(12) 0.4400(4) 0.0529 1.0000 Uani .
C132 C 1.5167(4) 0.52759(13) 0.6184(3) 0.0455 1.0000 Uani .
C133 C 1.5894(4) 0.56116(13) 0.7093(4) 0.0460 1.0000 Uani .
C200 C 0.0252(13) 0.2977(3) 0.0369(9) 0.0405 0.3529(19) Uani .
C201 C 0.0236(6) 0.31553(18) 0.0170(5) 0.0405 0.6471(19) Uani .
C230 C -0.0379(6) 0.2366(2) 0.2945(6) 0.0436 0.6471(19) Uani .
C231 C -0.035(1) 0.2317(4) 0.3447(9) 0.0436 0.3529(19) Uani .
C1030 C 1.4474(7) 0.6895(3) 1.2799(8) 0.0399 0.4871(19) Uani .
C1031 C 1.4063(6) 0.6952(3) 1.2727(8) 0.0399 0.5129(19) Uani .
C1100 C 1.7261(6) 0.6298(2) 1.2284(7) 0.0388 0.5129(19) Uani .
C1101 C 1.7497(7) 0.6173(2) 1.2199(8) 0.0388 0.4871(19) Uani .
N7 N 0.2497(3) 0.28699(9) 0.2070(3) 0.0378 1.0000 Uani .
N14 N 0.0613(3) 0.3155(1) 0.3864(3) 0.0398 1.0000 Uani .
N107 N 1.5486(3) 0.63747(9) 1.0002(3) 0.0390 1.0000 Uani .
N114 N 1.3725(3) 0.60927(9) 1.1908(3) 0.0396 1.0000 Uani .
O22 O 0.4555(2) 0.43256(8) 0.8893(2) 0.0455 1.0000 Uani .
O24 O 0.0432(3) 0.38595(8) 0.2755(3) 0.0540 1.0000 Uani .
O30 O 0.7454(3) 0.43205(8) 0.4678(2) 0.0480 1.0000 Uani .
O34 O 0.3205(3) 0.22815(9) 0.3653(3) 0.0555 1.0000 Uani .
O122 O 0.8743(2) 0.48911(9) 0.7959(2) 0.0444 1.0000 Uani .
O124 O 1.4986(3) 0.54093(8) 1.2190(2) 0.0483 1.0000 Uani .
O130 O 1.2815(3) 0.49783(9) 0.4938(2) 0.0498 1.0000 Uani .
O134 O 1.3835(3) 0.69518(9) 0.9277(3) 0.0540 1.0000 Uani .
H151 H -0.0699(4) 0.35767(15) 0.4802(4) 0.0663 1.0000 Uiso .
H152 H -0.0233(4) 0.30959(15) 0.5697(4) 0.0663 1.0000 Uiso .
H171 H 0.2941(3) 0.31204(12) 0.6183(3) 0.0504 1.0000 Uiso .
H181 H 0.4755(3) 0.35336(12) 0.7775(3) 0.0462 1.0000 Uiso .
H201 H 0.1814(3) 0.46142(12) 0.7940(3) 0.0488 1.0000 Uiso .
H211 H 0.0021(3) 0.41936(13) 0.6310(3) 0.0503 1.0000 Uiso .
H231 H 0.5103(4) 0.48658(13) 1.0222(4) 0.0617 1.0000 Uiso .
H232 H 0.3822(4) 0.49844(13) 0.8852(4) 0.0617 1.0000 Uiso .
H233 H 0.3434(4) 0.46758(13) 1.0192(4) 0.0617 1.0000 Uiso .
H251 H 0.3808(3) 0.29548(13) 0.0568(4) 0.0600 1.0000 Uiso .
H252 H 0.4461(3) 0.25888(13) 0.1846(4) 0.0600 1.0000 Uiso .
H271 H 0.4826(4) 0.30325(13) 0.4456(4) 0.0559 1.0000 Uiso .
H281 H 0.6302(4) 0.36311(14) 0.5696(4) 0.0583 1.0000 Uiso .
H311 H 0.8670(4) 0.48986(13) 0.4663(4) 0.0663 1.0000 Uiso .
H312 H 0.7317(4) 0.48559(13) 0.3308(4) 0.0663 1.0000 Uiso .
H313 H 0.8786(4) 0.45357(13) 0.3353(4) 0.0663 1.0000 Uiso .
H321 H 0.6751(4) 0.42337(13) 0.1822(4) 0.0531 1.0000 Uiso .
H331 H 0.5246(4) 0.36287(14) 0.0591(4) 0.0566 1.0000 Uiso .
H1151 H 1.1863(4) 0.61195(14) 1.2763(4) 0.0607 1.0000 Uiso .
H1152 H 1.2827(4) 0.56454(14) 1.3175(4) 0.0607 1.0000 Uiso .
H1171 H 1.1578(4) 0.60775(13) 0.9564(4) 0.0585 1.0000 Uiso .
H1181 H 0.9966(4) 0.56624(13) 0.7763(4) 0.0541 1.0000 Uiso .
H1201 H 0.9522(3) 0.46281(11) 1.0716(3) 0.0461 1.0000 Uiso .
H1211 H 1.1099(3) 0.50574(12) 1.2517(3) 0.0467 1.0000 Uiso .
H1231 H 0.7390(5) 0.43574(15) 0.7408(4) 0.0714 1.0000 Uiso .
H1232 H 0.7330(5) 0.45728(15) 0.8997(4) 0.0714 1.0000 Uiso .
H1233 H 0.8711(5) 0.42458(15) 0.8748(4) 0.0714 1.0000 Uiso .
H1251 H 1.5748(4) 0.66610(13) 0.8090(4) 0.0556 1.0000 Uiso .
H1252 H 1.7022(4) 0.62847(13) 0.8729(4) 0.0556 1.0000 Uiso .
H1271 H 1.3068(4) 0.62484(14) 0.7581(4) 0.0577 1.0000 Uiso .
H1281 H 1.1797(4) 0.56694(14) 0.6056(4) 0.0604 1.0000 Uiso .
H1311 H 1.2809(5) 0.43936(12) 0.3783(4) 0.0666 1.0000 Uiso .
H1312 H 1.4275(5) 0.47143(12) 0.3817(4) 0.0666 1.0000 Uiso .
H1313 H 1.4074(5) 0.44038(12) 0.5220(4) 0.0666 1.0000 Uiso .
H1321 H 1.5729(4) 0.50192(13) 0.5808(3) 0.0535 1.0000 Uiso .
H1331 H 1.6986(4) 0.55945(13) 0.7365(4) 0.0553 1.0000 Uiso .
H1011 H 1.2179(6) 0.7126(2) 1.1058(7) 0.0566 0.5110 Uiso .
H1012 H 1.1745(6) 0.6748(2) 1.2210(7) 0.0566 0.5110 Uiso .
H1091 H 1.7848(6) 0.5797(2) 1.0252(7) 0.0566 0.4890 Uiso .
H1092 H 1.7358(6) 0.5445(2) 1.1444(7) 0.0566 0.4890 Uiso .
H91 H 0.1168(5) 0.38635(17) 0.0400(5) 0.0526 0.6430 Uiso .
H92 H 0.2259(5) 0.34957(17) -0.0216(5) 0.0526 0.6430 Uiso .
H11 H 0.012(1) 0.2506(3) 0.5709(7) 0.0526 0.3570 Uiso .
H12 H 0.127(1) 0.2109(3) 0.5334(7) 0.0526 0.3570 Uiso .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C231 . 61.3(4) yes
C2 . C1 . H11 . 121.3(4) no
C231 . C1 . H11 . 116.8(6) no
C2 . C1 . H12 . 121.2(4) no
C231 . C1 . H12 . 119.4(6) no
H11 . C1 . H12 . 109.467 no
C1 . C2 . C6 . 120.4(5) yes
C1 . C2 . C230 . 80.2(4) yes
C6 . C2 . C230 . 112.1(3) yes
C1 . C2 . C231 . 61.9(4) yes
C6 . C2 . C231 . 121.2(5) yes
C230 . C2 . C231 . 18.3(3) yes
C1 . C2 . N14 . 115.4(5) yes
C6 . C2 . N14 . 111.3(2) yes
C230 . C2 . N14 . 114.0(3) yes
C231 . C2 . N14 . 118.6(5) yes
C230 . C4 . C231 . 18.8(4) yes
C230 . C5 . C231 . 18.7(4) yes
C2 . C6 . N7 . 115.0(3) yes
C2 . C6 . O34 . 121.4(3) yes
N7 . C6 . O34 . 123.6(3) yes
C9 . C8 . C13 . 113.9(3) yes
C9 . C8 . C200 . 78.7(4) yes
C13 . C8 . C200 . 116.8(5) yes
C9 . C8 . C201 . 60.6(3) yes
C13 . C8 . C201 . 113.9(3) yes
C200 . C8 . C201 . 20.2(4) yes
C9 . C8 . N7 . 123.6(3) yes
C13 . C8 . N7 . 112.5(2) yes
C200 . C8 . N7 . 106.7(5) yes
C201 . C8 . N7 . 123.1(3) yes
C8 . C9 . C201 . 62.3(3) yes
C8 . C9 . H91 . 119.5(2) no
C201 . C9 . H91 . 119.8(3) no
C8 . C9 . H92 . 119.6(2) no
C201 . C9 . H92 . 119.5(3) no
H91 . C9 . H92 . 109.467 no
C200 . C11 . C201 . 18.2(4) yes
C200 . C12 . C201 . 19.8(4) yes
C8 . C13 . N14 . 114.4(3) yes
C8 . C13 . O24 . 122.6(3) yes
N14 . C13 . O24 . 122.9(3) yes
C16 . C15 . N14 . 113.7(3) yes
C16 . C15 . H151 . 108.2(2) no
N14 . C15 . H151 . 108.2(2) no
C16 . C15 . H152 . 108.6(2) no
N14 . C15 . H152 . 108.6(2) no
H151 . C15 . H152 . 109.467 no
C15 . C16 . C17 . 122.1(3) yes
C15 . C16 . C21 . 119.8(3) yes
C17 . C16 . C21 . 118.1(3) yes
C16 . C17 . C18 . 121.5(3) yes
C16 . C17 . H171 . 119.55(18) no
C18 . C17 . H171 . 118.98(19) no
C17 . C18 . C19 . 119.7(3) yes
C17 . C18 . H181 . 120.36(19) no
C19 . C18 . H181 . 119.93(18) no
C18 . C19 . C20 . 119.5(3) yes
C18 . C19 . O22 . 115.6(3) yes
C20 . C19 . O22 . 124.8(3) yes
C19 . C20 . C21 . 119.3(3) yes
C19 . C20 . H201 . 120.25(18) no
C21 . C20 . H201 . 120.42(19) no
C16 . C21 . C20 . 121.8(3) yes
C16 . C21 . H211 . 119.26(19) no
C20 . C21 . H211 . 118.91(19) no
O22 . C23 . H231 . 109.29(18) no
O22 . C23 . H232 . 109.34(18) no
H231 . C23 . H232 . 109.474 no
O22 . C23 . H233 . 109.77(18) no
H231 . C23 . H233 . 109.477 no
H232 . C23 . H233 . 109.475 no
C26 . C25 . N7 . 111.7(3) yes
C26 . C25 . H251 . 109.20(18) no
N7 . C25 . H251 . 108.85(18) no
C26 . C25 . H252 . 108.94(18) no
N7 . C25 . H252 . 108.65(18) no
H251 . C25 . H252 . 109.466 no
C25 . C26 . C27 . 121.0(3) yes
C25 . C26 . C33 . 121.4(3) yes
C27 . C26 . C33 . 117.7(3) yes
C26 . C27 . C28 . 121.5(3) yes
C26 . C27 . H271 . 119.1(2) no
C28 . C27 . H271 . 119.4(2) no
C27 . C28 . C29 . 120.2(3) yes
C27 . C28 . H281 . 120.0(2) no
C29 . C28 . H281 . 119.9(2) no
C28 . C29 . C32 . 119.6(3) yes
C28 . C29 . O30 . 115.8(3) yes
C32 . C29 . O30 . 124.7(3) yes
O30 . C30 . H311 . 109.71(19) no
O30 . C30 . H312 . 109.17(18) no
H311 . C30 . H312 . 109.475 no
O30 . C30 . H313 . 109.51(19) no
H311 . C30 . H313 . 109.475 no
H312 . C30 . H313 . 109.477 no
C29 . C32 . C33 . 119.4(3) yes
C29 . C32 . H321 . 120.3(2) no
C33 . C32 . H321 . 120.24(19) no
C26 . C33 . C32 . 121.7(3) yes
C26 . C33 . H331 . 118.97(19) no
C32 . C33 . H331 . 119.34(19) no
C102 . C101 . C1031 . 62.1(3) yes
C102 . C101 . H1011 . 119.7(3) no
C1031 . C101 . H1011 . 119.8(4) no
C102 . C101 . H1012 . 119.6(3) no
C1031 . C101 . H1012 . 119.6(4) no
H1011 . C101 . H1012 . 109.467 no
C101 . C102 . C106 . 117.3(4) yes
C101 . C102 . C1030 . 76.6(4) yes
C106 . C102 . C1030 . 114.2(4) yes
C101 . C102 . C1031 . 61.4(3) yes
C106 . C102 . C1031 . 119.0(4) yes
C1030 . C102 . C1031 . 15.3(3) yes
C101 . C102 . N114 . 118.8(4) yes
C106 . C102 . N114 . 112.1(3) yes
C1030 . C102 . N114 . 113.2(4) yes
C1031 . C102 . N114 . 119.7(4) yes
C1030 . C104 . C1031 . 15.9(3) yes
C1030 . C105 . C1031 . 15.4(3) yes
C102 . C106 . N107 . 115.0(3) yes
C102 . C106 . O134 . 122.0(3) yes
N107 . C106 . O134 . 123.0(3) yes
C109 . C108 . C113 . 114.6(4) yes
C109 . C108 . C1100 . 77.8(4) yes
C113 . C108 . C1100 . 113.4(3) yes
C109 . C108 . C1101 . 62.0(3) yes
C113 . C108 . C1101 . 115.9(4) yes
C1100 . C108 . C1101 . 16.1(3) yes
C109 . C108 . N107 . 122.3(4) yes
C113 . C108 . N107 . 112.5(2) yes
C1100 . C108 . N107 . 111.4(3) yes
C1101 . C108 . N107 . 120.9(4) yes
C108 . C109 . C1101 . 62.8(3) yes
C108 . C109 . H1091 . 119.6(3) no
C1101 . C109 . H1091 . 119.7(4) no
C108 . C109 . H1092 . 119.5(3) no
C1101 . C109 . H1092 . 119.3(4) no
H1091 . C109 . H1092 . 109.467 no
C1100 . C111 . C1101 . 16.1(3) yes
C1100 . C112 . C1101 . 16.8(3) yes
C108 . C113 . N114 . 114.0(3) yes
C108 . C113 . O124 . 122.3(3) yes
N114 . C113 . O124 . 123.7(3) yes
C116 . C115 . N114 . 113.5(3) yes
C116 . C115 . H1151 . 108.83(19) no
N114 . C115 . H1151 . 108.55(19) no
C116 . C115 . H1152 . 107.9(2) no
N114 . C115 . H1152 . 108.6(2) no
H1151 . C115 . H1152 . 109.467 no
C115 . C116 . C117 . 122.0(3) yes
C115 . C116 . C121 . 119.9(3) yes
C117 . C116 . C121 . 118.1(3) yes
C116 . C117 . C118 . 121.1(3) yes
C116 . C117 . H1171 . 119.50(19) no
C118 . C117 . H1171 . 119.43(19) no
C117 . C118 . C119 . 120.0(3) yes
C117 . C118 . H1181 . 119.79(19) no
C119 . C118 . H1181 . 120.23(19) no
C118 . C119 . C120 . 119.9(3) yes
C118 . C119 . O122 . 115.6(3) yes
C120 . C119 . O122 . 124.5(3) yes
C119 . C120 . C121 . 119.3(3) yes
C119 . C120 . H1201 . 120.49(18) no
C121 . C120 . H1201 . 120.22(19) no
C116 . C121 . C120 . 121.6(3) yes
C116 . C121 . H1211 . 119.11(18) no
C120 . C121 . H1211 . 119.25(19) no
O122 . C123 . H1231 . 109.31(18) no
O122 . C123 . H1232 . 109.2(2) no
H1231 . C123 . H1232 . 109.476 no
O122 . C123 . H1233 . 109.9(2) no
H1231 . C123 . H1233 . 109.476 no
H1232 . C123 . H1233 . 109.477 no
C126 . C125 . N107 . 113.1(3) yes
C126 . C125 . H1251 . 108.87(17) no
N107 . C125 . H1251 . 108.78(18) no
C126 . C125 . H1252 . 108.24(18) no
N107 . C125 . H1252 . 108.32(17) no
H1251 . C125 . H1252 . 109.466 no
C125 . C126 . C127 . 120.3(3) yes
C125 . C126 . C133 . 122.8(3) yes
C127 . C126 . C133 . 117.0(3) yes
C126 . C127 . C128 . 121.5(3) yes
C126 . C127 . H1271 . 119.3(2) no
C128 . C127 . H1271 . 119.2(2) no
C127 . C128 . C129 . 120.1(3) yes
C127 . C128 . H1281 . 120.0(2) no
C129 . C128 . H1281 . 119.9(2) no
C128 . C129 . C132 . 119.2(3) yes
C128 . C129 . O130 . 115.3(3) yes
C132 . C129 . O130 . 125.4(3) yes
O130 . C131 . H1311 . 109.04(19) no
O130 . C131 . H1312 . 109.56(18) no
H1311 . C131 . H1312 . 109.476 no
O130 . C131 . H1313 . 109.79(18) no
H1311 . C131 . H1313 . 109.476 no
H1312 . C131 . H1313 . 109.476 no
C129 . C132 . C133 . 119.9(3) yes
C129 . C132 . H1321 . 119.8(2) no
C133 . C132 . H1321 . 120.23(19) no
C126 . C133 . C132 . 122.2(3) yes
C126 . C133 . H1331 . 118.6(2) no
C132 . C133 . H1331 . 119.18(19) no
C8 . C200 . C11 . 109.3(6) yes
C8 . C200 . C12 . 124.0(9) yes
C11 . C200 . C12 . 116.5(6) yes
C8 . C200 . C201 . 79.1(10) yes
C11 . C200 . C201 . 55.0(16) yes
C12 . C200 . C201 . 102.0(17) yes
C8 . C201 . C9 . 57.0(3) yes
C8 . C201 . C11 . 124.3(5) yes
C9 . C201 . C11 . 118.3(5) yes
C8 . C201 . C12 . 111.7(4) yes
C9 . C201 . C12 . 111.1(5) yes
C11 . C201 . C12 . 118.9(4) yes
C8 . C201 . C200 . 80.8(10) yes
C9 . C201 . C200 . 130.1(16) yes
C11 . C201 . C200 . 106.8(19) yes
C12 . C201 . C200 . 58.2(15) yes
C2 . C230 . C4 . 113.1(4) yes
C2 . C230 . C5 . 114.0(4) yes
C4 . C230 . C5 . 116.1(4) yes
C2 . C230 . C231 . 76.5(11) yes
C4 . C230 . C231 . 69.4(16) yes
C5 . C230 . C231 . 82.3(18) yes
C1 . C231 . C2 . 56.8(4) yes
C1 . C231 . C4 . 111.1(8) yes
C2 . C231 . C4 . 121.4(8) yes
C1 . C231 . C5 . 111.0(8) yes
C2 . C231 . C5 . 115.4(7) yes
C4 . C231 . C5 . 121.4(5) yes
C1 . C231 . C230 . 141.7(13) yes
C2 . C231 . C230 . 85.3(11) yes
C4 . C231 . C230 . 91.8(18) yes
C5 . C231 . C230 . 79.0(17) yes
C102 . C1030 . C104 . 117.1(6) yes
C102 . C1030 . C105 . 115.4(6) yes
C104 . C1030 . C105 . 119.1(5) yes
C102 . C1030 . C1031 . 80.6(14) yes
C104 . C1030 . C1031 . 83.3(20) yes
C105 . C1030 . C1031 . 76.7(23) yes
C101 . C1031 . C102 . 56.6(3) yes
C101 . C1031 . C104 . 113.3(6) yes
C102 . C1031 . C104 . 117.3(6) yes
C101 . C1031 . C105 . 111.6(6) yes
C102 . C1031 . C105 . 118.6(6) yes
C104 . C1031 . C105 . 121.1(5) yes
C101 . C1031 . C1030 . 140.6(17) yes
C102 . C1031 . C1030 . 84.1(15) yes
C104 . C1031 . C1030 . 80.8(21) yes
C105 . C1031 . C1030 . 87.9(22) yes
C108 . C1100 . C111 . 113.9(5) yes
C108 . C1100 . C112 . 116.1(5) yes
C111 . C1100 . C112 . 117.1(5) yes
C108 . C1100 . C1101 . 79.8(12) yes
C111 . C1100 . C1101 . 66.1(17) yes
C112 . C1100 . C1101 . 87.8(17) yes
C108 . C1101 . C109 . 55.3(3) yes
C108 . C1101 . C111 . 122.4(6) yes
C109 . C1101 . C111 . 111.3(6) yes
C108 . C1101 . C112 . 114.3(5) yes
C109 . C1101 . C112 . 110.4(6) yes
C111 . C1101 . C112 . 121.8(5) yes
C108 . C1101 . C1100 . 84.1(13) yes
C109 . C1101 . C1100 . 138.3(15) yes
C111 . C1101 . C1100 . 97.7(18) yes
C112 . C1101 . C1100 . 75.4(17) yes
C6 . N7 . C8 . 119.5(2) yes
C6 . N7 . C25 . 119.0(3) yes
C8 . N7 . C25 . 120.3(3) yes
C2 . N14 . C13 . 119.9(2) yes
C2 . N14 . C15 . 121.9(3) yes
C13 . N14 . C15 . 118.2(3) yes
C106 . N107 . C108 . 119.1(2) yes
C106 . N107 . C125 . 119.0(3) yes
C108 . N107 . C125 . 121.4(3) yes
C102 . N114 . C113 . 119.7(3) yes
C102 . N114 . C115 . 123.1(3) yes
C113 . N114 . C115 . 117.2(3) yes
C19 . O22 . C23 . 116.7(3) yes
C29 . O30 . C30 . 117.8(3) yes
C119 . O122 . C123 . 116.4(3) yes
C129 . O130 . C131 . 117.5(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.452(7) yes
C1 . C231 . 1.532(8) yes
C1 . H11 . 1.000 no
C1 . H12 . 1.000 no
C2 . C6 . 1.502(4) yes
C2 . C230 . 1.560(5) yes
C2 . C231 . 1.522(7) yes
C2 . N14 . 1.459(4) yes
C4 . C230 . 1.520(7) yes
C4 . C231 . 1.423(12) yes
C5 . C230 . 1.504(7) yes
C5 . C231 . 1.519(12) yes
C6 . N7 . 1.354(4) yes
C6 . O34 . 1.224(4) yes
C8 . C9 . 1.466(5) yes
C8 . C13 . 1.507(4) yes
C8 . C200 . 1.556(7) yes
C8 . C201 . 1.548(5) yes
C8 . N7 . 1.454(4) yes
C9 . C201 . 1.523(6) yes
C9 . H91 . 1.000 no
C9 . H92 . 1.000 no
C11 . C200 . 1.665(13) yes
C11 . C201 . 1.425(8) yes
C12 . C200 . 1.364(11) yes
C12 . C201 . 1.570(7) yes
C13 . N14 . 1.353(4) yes
C13 . O24 . 1.224(4) yes
C15 . C16 . 1.507(5) yes
C15 . N14 . 1.472(4) yes
C15 . H151 . 1.000 no
C15 . H152 . 1.000 no
C16 . C17 . 1.383(5) yes
C16 . C21 . 1.377(5) yes
C17 . C18 . 1.378(5) yes
C17 . H171 . 1.000 no
C18 . C19 . 1.404(4) yes
C18 . H181 . 1.000 no
C19 . C20 . 1.376(4) yes
C19 . O22 . 1.365(4) yes
C20 . C21 . 1.395(5) yes
C20 . H201 . 1.000 no
C21 . H211 . 1.000 no
C23 . O22 . 1.434(4) yes
C23 . H231 . 1.000 no
C23 . H232 . 1.000 no
C23 . H233 . 1.000 no
C25 . C26 . 1.508(5) yes
C25 . N7 . 1.478(4) yes
C25 . H251 . 1.000 no
C25 . H252 . 1.000 no
C26 . C27 . 1.390(5) yes
C26 . C33 . 1.383(5) yes
C27 . C28 . 1.380(5) yes
C27 . H271 . 1.000 no
C28 . C29 . 1.390(5) yes
C28 . H281 . 1.000 no
C29 . C32 . 1.379(5) yes
C29 . O30 . 1.369(4) yes
C30 . O30 . 1.429(4) yes
C30 . H311 . 1.000 no
C30 . H312 . 1.000 no
C30 . H313 . 1.000 no
C32 . C33 . 1.400(5) yes
C32 . H321 . 1.000 no
C33 . H331 . 1.000 no
C101 . C102 . 1.446(6) yes
C101 . C1031 . 1.521(7) yes
C101 . H1011 . 1.000 no
C101 . H1012 . 1.000 no
C102 . C106 . 1.497(4) yes
C102 . C1030 . 1.543(7) yes
C102 . C1031 . 1.531(6) yes
C102 . N114 . 1.452(4) yes
C104 . C1030 . 1.474(9) yes
C104 . C1031 . 1.48(1) yes
C105 . C1030 . 1.533(11) yes
C105 . C1031 . 1.49(1) yes
C106 . N107 . 1.356(4) yes
C106 . O134 . 1.230(4) yes
C108 . C109 . 1.423(6) yes
C108 . C113 . 1.514(4) yes
C108 . C1100 . 1.556(6) yes
C108 . C1101 . 1.540(6) yes
C108 . N107 . 1.451(4) yes
C109 . C1101 . 1.528(7) yes
C109 . H1091 . 1.000 no
C109 . H1092 . 1.000 no
C111 . C1100 . 1.546(9) yes
C111 . C1101 . 1.427(9) yes
C112 . C1100 . 1.450(9) yes
C112 . C1101 . 1.498(9) yes
C113 . N114 . 1.354(4) yes
C113 . O124 . 1.218(4) yes
C115 . C116 . 1.512(4) yes
C115 . N114 . 1.472(4) yes
C115 . H1151 . 1.000 no
C115 . H1152 . 1.000 no
C116 . C117 . 1.391(5) yes
C116 . C121 . 1.381(5) yes
C117 . C118 . 1.390(5) yes
C117 . H1171 . 1.000 no
C118 . C119 . 1.377(5) yes
C118 . H1181 . 1.000 no
C119 . C120 . 1.391(4) yes
C119 . O122 . 1.370(4) yes
C120 . C121 . 1.390(4) yes
C120 . H1201 . 1.000 no
C121 . H1211 . 1.000 no
C123 . O122 . 1.417(5) yes
C123 . H1231 . 1.000 no
C123 . H1232 . 1.000 no
C123 . H1233 . 1.000 no
C125 . C126 . 1.503(5) yes
C125 . N107 . 1.480(4) yes
C125 . H1251 . 1.000 no
C125 . H1252 . 1.000 no
C126 . C127 . 1.401(5) yes
C126 . C133 . 1.386(5) yes
C127 . C128 . 1.382(5) yes
C127 . H1271 . 1.000 no
C128 . C129 . 1.391(5) yes
C128 . H1281 . 1.000 no
C129 . C132 . 1.382(5) yes
C129 . O130 . 1.366(4) yes
C131 . O130 . 1.433(4) yes
C131 . H1311 . 1.000 no
C131 . H1312 . 1.000 no
C131 . H1313 . 1.000 no
C132 . C133 . 1.383(5) yes
C132 . H1321 . 1.000 no
C133 . H1331 . 1.000 no
C200 . C201 . 0.54(1) yes
C230 . C231 . 0.491(9) yes
C1030 . C1031 . 0.409(9) yes
C1100 . C1101 . 0.434(8) yes
