#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:59:53 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178415 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/36/4023646.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_4023646
loop_
_publ_author_name
'Olga Lifchits'
'Irina Zakharian'
_publ_contact_author_address
;
      Université de Montréal
      Département de Chimie
      C.P. 6128, Succ. Centre-ville
      Montréal, Québec
      Canada, H3C 3J7
;
_publ_contact_author_email       andre.charette@umontreal.ca
_publ_contact_author_fax         '+1 514 343 5900'
_publ_contact_author_name        'Dr André B. Charette'
_publ_contact_author_phone       '+1 514 343 6283'
_publ_section_title
;
 Nucleophilic Addition of Phenol Derivatives to
 Methyl 1-Nitrocyclopropanecarboxylates
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6838
_journal_page_last               6840
_journal_paper_doi               10.1021/jo8010705
_journal_volume                  73
_journal_year                    2008
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C18 H17 N O5'
_chemical_formula_sum            'C18 H17 N O5'
_chemical_formula_weight         327.33
_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
_cell_angle_beta                 96.608(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.7146(10)
_cell_length_b                   11.0069(11)
_cell_length_c                   30.585(3)
_cell_measurement_reflns_used    2847
_cell_measurement_temperature    150
_cell_measurement_theta_max      63.82
_cell_measurement_theta_min      4.27
_cell_volume                     3248.6(6)
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_data_collection       'APEX2 v2.1-0 (Bruker AXS, 2006a)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006b)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.933
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Helios optics'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.147
_diffrn_reflns_av_sigmaI/netI    0.0927
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            52485
_diffrn_reflns_theta_full        67.82
_diffrn_reflns_theta_max         67.82
_diffrn_reflns_theta_min         2.91
_diffrn_standards_decay_%        2.10
_diffrn_standards_interval_time  900
_diffrn_standards_number         266
_exptl_absorpt_coefficient_mu    0.818
_exptl_absorpt_correction_T_max  0.9758
_exptl_absorpt_correction_T_min  0.7766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         5510
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1090
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0106P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0725
_reflns_number_gt                2811
_reflns_number_total             5510
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo8010705-file004.cif
_cod_data_source_block           cha174
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (52
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (72
times).

'_geom_torsion_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (98 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4023646
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
O11 O 0.22339(17) 0.36383(14) 0.38745(5) 0.0348(5) Uani 1 1 d . . .
O17 O 0.3108(2) 0.21185(15) 0.30553(6) 0.0481(6) Uani 1 1 d . . .
O18 O 0.0844(2) 0.26124(17) 0.29914(6) 0.0503(5) Uani 1 1 d . . .
C11 C 0.1358(3) 0.27323(19) 0.40350(8) 0.0334(7) Uani 1 1 d . . .
H11 H 0.0393 0.2807 0.3883 0.040 Uiso 1 1 calc R . .
C12 C 0.1944(3) 0.1467(2) 0.39540(8) 0.0356(7) Uani 1 1 d . . .
H12 H 0.2977 0.1506 0.4013 0.043 Uiso 1 1 calc R . .
C13 C 0.1395(3) 0.0668(2) 0.43129(8) 0.0410(7) Uani 1 1 d . . .
H13A H 0.0467 0.0332 0.4211 0.049 Uiso 1 1 calc R . .
H13B H 0.2039 -0.0007 0.4403 0.049 Uiso 1 1 calc R . .
C14 C 0.1329(3) 0.1572(2) 0.46844(8) 0.0372(7) Uani 1 1 d . . .
C15 C 0.1273(3) 0.1356(2) 0.51281(9) 0.0445(8) Uani 1 1 d . . .
H15 H 0.1251 0.0548 0.5237 0.053 Uiso 1 1 calc R . .
C16 C 0.1250(3) 0.2340(3) 0.54104(9) 0.0502(8) Uani 1 1 d . . .
H16 H 0.1207 0.2203 0.5715 0.060 Uiso 1 1 calc R . .
C17 C 0.1290(3) 0.3520(3) 0.52545(8) 0.0438(8) Uani 1 1 d . . .
H17 H 0.1298 0.4184 0.5453 0.053 Uiso 1 1 calc R . .
C18 C 0.1317(3) 0.3736(2) 0.48067(8) 0.0366(7) Uani 1 1 d . . .
H18 H 0.1318 0.4542 0.4696 0.044 Uiso 1 1 calc R . .
C19 C 0.1342(3) 0.2755(2) 0.45287(8) 0.0330(7) Uani 1 1 d . . .
C110 C 0.1656(3) 0.4723(2) 0.37258(8) 0.0342(7) Uani 1 1 d . . .
C111 C 0.0297(3) 0.5074(2) 0.37539(8) 0.0390(7) Uani 1 1 d . . .
H111 H -0.0309 0.4562 0.3893 0.047 Uiso 1 1 calc R . .
C112 C -0.0166(3) 0.6176(2) 0.35777(9) 0.0480(8) Uani 1 1 d . . .
H112 H -0.1104 0.6406 0.3590 0.058 Uiso 1 1 calc R . .
C113 C 0.0702(3) 0.6950(2) 0.33840(9) 0.0534(9) Uani 1 1 d . . .
H113 H 0.0376 0.7714 0.3270 0.064 Uiso 1 1 calc R . .
C114 C 0.2057(3) 0.6594(2) 0.33584(10) 0.0539(9) Uani 1 1 d . . .
H114 H 0.2663 0.7114 0.3223 0.065 Uiso 1 1 calc R . .
C115 C 0.2535(3) 0.5496(2) 0.35272(9) 0.0424(8) Uani 1 1 d . . .
H115 H 0.3468 0.5263 0.3508 0.051 Uiso 1 1 calc R . .
C116 C 0.1564(3) 0.1051(2) 0.34844(8) 0.0384(8) Uani 1 1 d . . .
H116 H 0.0543 0.0899 0.3434 0.046 Uiso 1 1 calc R . .
C117 C 0.1953(4) 0.1981(2) 0.31456(9) 0.0427(8) Uani 1 1 d . . .
C118 C 0.1078(3) 0.3558(3) 0.26713(9) 0.0659(10) Uani 1 1 d . . .
H11A H 0.1841 0.4084 0.2794 0.099 Uiso 1 1 calc R . .
H11B H 0.0234 0.4044 0.2606 0.099 Uiso 1 1 calc R . .
H11C H 0.1316 0.3179 0.2400 0.099 Uiso 1 1 calc R . .
O116 O 0.3128(2) -0.05732(18) 0.36686(8) 0.0674(7) Uani 1 1 d . . .
O117 O 0.2051(2) -0.04993(16) 0.30047(6) 0.0641(7) Uani 1 1 d . . .
N116 N 0.2324(3) -0.0106(2) 0.33804(9) 0.0502(7) Uani 1 1 d . . .
O21 O 0.27078(18) 0.82296(14) 0.08681(5) 0.0384(5) Uani 1 1 d . . .
O27 O 0.2261(2) 0.51573(19) 0.11053(7) 0.0675(7) Uani 1 1 d . . .
O28 O 0.4387(2) 0.57973(16) 0.09923(6) 0.0539(6) Uani 1 1 d . . .
C21 C 0.3643(3) 0.8407(2) 0.12540(8) 0.0353(7) Uani 1 1 d . . .
H21 H 0.4591 0.8121 0.1206 0.042 Uiso 1 1 calc R . .
C22 C 0.3103(3) 0.7686(2) 0.16335(8) 0.0368(7) Uani 1 1 d . . .
H22 H 0.2067 0.7675 0.1585 0.044 Uiso 1 1 calc R . .
C23 C 0.3558(3) 0.8425(2) 0.20490(8) 0.0448(8) Uani 1 1 d . . .
H23A H 0.2860 0.8378 0.2260 0.054 Uiso 1 1 calc R . .
H23B H 0.4461 0.8136 0.2195 0.054 Uiso 1 1 calc R . .
C24 C 0.3673(3) 0.9701(2) 0.18763(8) 0.0364(7) Uani 1 1 d . . .
C25 C 0.3764(3) 1.0792(2) 0.21075(9) 0.0457(8) Uani 1 1 d . . .
H25 H 0.3735 1.0802 0.2417 0.055 Uiso 1 1 calc R . .
C26 C 0.3899(3) 1.1870(2) 0.18768(9) 0.0481(8) Uani 1 1 d . . .
H26 H 0.3979 1.2622 0.2030 0.058 Uiso 1 1 calc R . .
C27 C 0.3917(3) 1.1850(2) 0.14259(9) 0.0464(8) Uani 1 1 d . . .
H27 H 0.3995 1.2591 0.1272 0.056 Uiso 1 1 calc R . .
C28 C 0.3822(3) 1.0766(2) 0.11960(8) 0.0386(7) Uani 1 1 d . . .
H28 H 0.3837 1.0756 0.0886 0.046 Uiso 1 1 calc R . .
C29 C 0.3703(3) 0.9695(2) 0.14262(8) 0.0324(7) Uani 1 1 d . . .
C210 C 0.3187(3) 0.8179(2) 0.04552(8) 0.0343(7) Uani 1 1 d . . .
C211 C 0.4542(3) 0.8445(2) 0.03832(8) 0.0420(7) Uani 1 1 d . . .
H211 H 0.5212 0.8698 0.0616 0.050 Uiso 1 1 calc R . .
C212 C 0.4876(3) 0.8324(2) -0.00464(9) 0.0502(8) Uani 1 1 d . . .
H212 H 0.5798 0.8488 -0.0104 0.060 Uiso 1 1 calc R . .
C213 C 0.3926(3) 0.7977(2) -0.03875(9) 0.0447(8) Uani 1 1 d . . .
H213 H 0.4188 0.7896 -0.0676 0.054 Uiso 1 1 calc R . .
C214 C 0.2566(3) 0.7744(2) -0.03071(8) 0.0403(7) Uani 1 1 d . . .
H214 H 0.1884 0.7523 -0.0541 0.048 Uiso 1 1 calc R . .
C215 C 0.2223(3) 0.7841(2) 0.01189(8) 0.0371(7) Uani 1 1 d . . .
H215 H 0.1303 0.7668 0.0177 0.045 Uiso 1 1 calc R . .
C216 C 0.3623(3) 0.6380(2) 0.16536(8) 0.0417(8) Uani 1 1 d . . .
H216 H 0.4649 0.6383 0.1736 0.050 Uiso 1 1 calc R . .
C217 C 0.3295(3) 0.5701(2) 0.12174(9) 0.0467(8) Uani 1 1 d . . .
C218 C 0.4303(3) 0.5192(3) 0.05680(9) 0.0661(10) Uani 1 1 d . . .
H21A H 0.4005 0.4349 0.0599 0.099 Uiso 1 1 calc R . .
H21B H 0.5216 0.5203 0.0461 0.099 Uiso 1 1 calc R . .
H21C H 0.3632 0.5616 0.0357 0.099 Uiso 1 1 calc R . .
O216 O 0.3636(2) 0.48284(18) 0.21689(7) 0.0695(7) Uani 1 1 d . . .
O217 O 0.1778(2) 0.58805(19) 0.20581(7) 0.0794(8) Uani 1 1 d . . .
N216 N 0.2959(3) 0.5645(2) 0.19904(8) 0.0521(7) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C110 O11 C11 . . . 118.79(19) y
C117 O18 C118 . . . 115.4(2) y
O11 C11 C19 . . . 113.9(2) y
O11 C11 C12 . . . 109.27(17) y
C19 C11 C12 . . . 102.86(19) y
O11 C11 H11 . . . 110.2 ?
C19 C11 H11 . . . 110.2 ?
C12 C11 H11 . . . 110.2 ?
C116 C12 C11 . . . 112.0(2) y
C116 C12 C13 . . . 115.8(2) y
C11 C12 C13 . . . 103.69(17) y
C116 C12 H12 . . . 108.4 ?
C11 C12 H12 . . . 108.4 ?
C13 C12 H12 . . . 108.4 ?
C14 C13 C12 . . . 101.86(19) y
C14 C13 H13A . . . 111.4 ?
C12 C13 H13A . . . 111.4 ?
C14 C13 H13B . . . 111.4 ?
C12 C13 H13B . . . 111.4 ?
H13A C13 H13B . . . 109.3 ?
C15 C14 C19 . . . 120.1(2) y
C15 C14 C13 . . . 129.1(2) y
C19 C14 C13 . . . 110.8(2) y
C14 C15 C16 . . . 118.7(2) y
C14 C15 H15 . . . 120.6 ?
C16 C15 H15 . . . 120.6 ?
C17 C16 C15 . . . 121.0(2) y
C17 C16 H16 . . . 119.5 ?
C15 C16 H16 . . . 119.5 ?
C16 C17 C18 . . . 120.2(2) y
C16 C17 H17 . . . 119.9 ?
C18 C17 H17 . . . 119.9 ?
C19 C18 C17 . . . 118.5(2) y
C19 C18 H18 . . . 120.7 ?
C17 C18 H18 . . . 120.7 ?
C18 C19 C14 . . . 121.5(2) y
C18 C19 C11 . . . 129.3(2) y
C14 C19 C11 . . . 109.2(2) y
O11 C110 C111 . . . 125.2(2) y
O11 C110 C115 . . . 115.3(2) y
C111 C110 C115 . . . 119.5(2) y
C112 C111 C110 . . . 119.3(2) y
C112 C111 H111 . . . 120.3 ?
C110 C111 H111 . . . 120.3 ?
C113 C112 C111 . . . 121.5(3) y
C113 C112 H112 . . . 119.3 ?
C111 C112 H112 . . . 119.3 ?
C112 C113 C114 . . . 118.8(3) y
C112 C113 H113 . . . 120.6 ?
C114 C113 H113 . . . 120.6 ?
C115 C114 C113 . . . 120.7(2) y
C115 C114 H114 . . . 119.7 ?
C113 C114 H114 . . . 119.7 ?
C114 C115 C110 . . . 120.2(3) y
C114 C115 H115 . . . 119.9 ?
C110 C115 H115 . . . 119.9 ?
C12 C116 N116 . . . 112.4(2) y
C12 C116 C117 . . . 112.7(2) y
N116 C116 C117 . . . 104.73(19) y
C12 C116 H116 . . . 108.9 ?
N116 C116 H116 . . . 108.9 ?
C117 C116 H116 . . . 108.9 ?
O17 C117 O18 . . . 126.8(2) y
O17 C117 C116 . . . 123.4(3) y
O18 C117 C116 . . . 109.7(2) y
O18 C118 H11A . . . 109.5 ?
O18 C118 H11B . . . 109.5 ?
H11A C118 H11B . . . 109.5 ?
O18 C118 H11C . . . 109.5 ?
H11A C118 H11C . . . 109.5 ?
H11B C118 H11C . . . 109.5 ?
O116 N116 O117 . . . 125.3(2) y
O116 N116 C116 . . . 119.1(2) y
O117 N116 C116 . . . 115.6(3) y
C210 O21 C21 . . . 120.65(19) y
C217 O28 C218 . . . 117.3(2) y
O21 C21 C29 . . . 114.5(2) y
O21 C21 C22 . . . 108.3(2) y
C29 C21 C22 . . . 102.85(18) y
O21 C21 H21 . . . 110.3 ?
C29 C21 H21 . . . 110.3 ?
C22 C21 H21 . . . 110.3 ?
C216 C22 C23 . . . 113.9(2) y
C216 C22 C21 . . . 112.03(18) y
C23 C22 C21 . . . 105.1(2) y
C216 C22 H22 . . . 108.5 ?
C23 C22 H22 . . . 108.5 ?
C21 C22 H22 . . . 108.5 ?
C24 C23 C22 . . . 103.3(2) y
C24 C23 H23A . . . 111.1 ?
C22 C23 H23A . . . 111.1 ?
C24 C23 H23B . . . 111.1 ?
C22 C23 H23B . . . 111.1 ?
H23A C23 H23B . . . 109.1 ?
C29 C24 C25 . . . 120.2(2) y
C29 C24 C23 . . . 110.8(2) y
C25 C24 C23 . . . 128.9(2) y
C24 C25 C26 . . . 118.8(2) y
C24 C25 H25 . . . 120.6 ?
C26 C25 H25 . . . 120.6 ?
C27 C26 C25 . . . 120.2(2) y
C27 C26 H26 . . . 119.9 ?
C25 C26 H26 . . . 119.9 ?
C26 C27 C28 . . . 120.9(2) y
C26 C27 H27 . . . 119.5 ?
C28 C27 H27 . . . 119.5 ?
C27 C28 C29 . . . 118.7(2) y
C27 C28 H28 . . . 120.6 ?
C29 C28 H28 . . . 120.6 ?
C24 C29 C28 . . . 121.1(2) y
C24 C29 C21 . . . 110.3(2) y
C28 C29 C21 . . . 128.6(2) y
C215 C210 C211 . . . 121.3(2) y
C215 C210 O21 . . . 115.0(2) y
C211 C210 O21 . . . 123.7(3) y
C210 C211 C212 . . . 117.1(3) y
C210 C211 H211 . . . 121.4 ?
C212 C211 H211 . . . 121.4 ?
C213 C212 C211 . . . 122.5(3) y
C213 C212 H212 . . . 118.8 ?
C211 C212 H212 . . . 118.8 ?
C212 C213 C214 . . . 119.1(2) y
C212 C213 H213 . . . 120.4 ?
C214 C213 H213 . . . 120.4 ?
C215 C214 C213 . . . 119.1(3) y
C215 C214 H214 . . . 120.4 ?
C213 C214 H214 . . . 120.4 ?
C210 C215 C214 . . . 120.8(2) y
C210 C215 H215 . . . 119.6 ?
C214 C215 H215 . . . 119.6 ?
N216 C216 C22 . . . 111.53(19) y
N216 C216 C217 . . . 105.7(2) y
C22 C216 C217 . . . 113.0(2) y
N216 C216 H216 . . . 108.8 ?
C22 C216 H216 . . . 108.8 ?
C217 C216 H216 . . . 108.8 ?
O27 C217 O28 . . . 126.1(3) y
O27 C217 C216 . . . 125.7(2) y
O28 C217 C216 . . . 108.2(3) y
O28 C218 H21A . . . 109.5 ?
O28 C218 H21B . . . 109.5 ?
H21A C218 H21B . . . 109.5 ?
O28 C218 H21C . . . 109.5 ?
H21A C218 H21C . . . 109.5 ?
H21B C218 H21C . . . 109.5 ?
O216 N216 O217 . . . 123.9(2) y
O216 N216 C216 . . . 117.0(2) y
O217 N216 C216 . . . 119.1(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O11 C110 . . 1.375(3) y
O11 C11 . . 1.434(2) y
O17 C117 . . 1.195(3) y
O18 C117 . . 1.323(3) y
O18 C118 . . 1.465(3) y
C11 C19 . . 1.512(3) y
C11 C12 . . 1.535(3) y
C11 H11 . . 1 ?
C12 C116 . . 1.512(3) y
C12 C13 . . 1.549(3) y
C12 H12 . . 1 ?
C13 C14 . . 1.518(3) y
C13 H13a . . 0.99 ?
C13 H13b . . 0.99 ?
C14 C15 . . 1.385(3) y
C14 C19 . . 1.387(3) y
C15 C16 . . 1.387(3) y
C15 H15 . . 0.95 ?
C16 C17 . . 1.386(3) y
C16 H16 . . 0.95 ?
C17 C18 . . 1.393(3) y
C17 H17 . . 0.95 ?
C18 C19 . . 1.376(3) y
C18 H18 . . 0.95 ?
C110 C111 . . 1.388(3) y
C110 C115 . . 1.394(3) y
C111 C112 . . 1.381(3) y
C111 H111 . . 0.95 ?
C112 C113 . . 1.380(3) y
C112 H112 . . 0.95 ?
C113 C114 . . 1.384(4) y
C113 H113 . . 0.95 ?
C114 C115 . . 1.373(3) y
C114 H114 . . 0.95 ?
C115 H115 . . 0.95 ?
C116 N116 . . 1.524(3) y
C116 C117 . . 1.535(3) y
C116 H116 . . 1 ?
C118 H11a . . 0.98 ?
C118 H11b . . 0.98 ?
C118 H11c . . 0.98 ?
O116 N116 . . 1.221(3) y
O117 N116 . . 1.228(3) y
O21 C210 . . 1.397(2) y
O21 C21 . . 1.418(3) y
O27 C217 . . 1.185(3) y
O28 C217 . . 1.334(3) y
O28 C218 . . 1.453(3) y
C21 C29 . . 1.512(3) y
C21 C22 . . 1.547(3) y
C21 H21 . . 1 ?
C22 C216 . . 1.523(3) y
C22 C23 . . 1.531(3) y
C22 H22 . . 1 ?
C23 C24 . . 1.509(3) y
C23 H23a . . 0.99 ?
C23 H23b . . 0.99 ?
C24 C29 . . 1.380(3) y
C24 C25 . . 1.391(3) y
C25 C26 . . 1.395(3) y
C25 H25 . . 0.95 ?
C26 C27 . . 1.381(4) y
C26 H26 . . 0.95 ?
C27 C28 . . 1.383(3) y
C27 H27 . . 0.95 ?
C28 C29 . . 1.385(3) y
C28 H28 . . 0.95 ?
C210 C215 . . 1.361(4) y
C210 C211 . . 1.390(3) y
C211 C212 . . 1.395(3) y
C211 H211 . . 0.95 ?
C212 C213 . . 1.365(4) y
C212 H212 . . 0.95 ?
C213 C214 . . 1.396(3) y
C213 H213 . . 0.95 ?
C214 C215 . . 1.385(3) y
C214 H214 . . 0.95 ?
C215 H215 . . 0.95 ?
C216 N216 . . 1.511(3) y
C216 C217 . . 1.530(4) y
C216 H216 . . 1 ?
C218 H21a . . 0.98 ?
C218 H21b . . 0.98 ?
C218 H21c . . 0.98 ?
O216 N216 . . 1.207(3) y
O217 N216 . . 1.216(3) y
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C110 O11 C11 C19 . . . . -95.0(3) y
C110 O11 C11 C12 . . . . 150.6(2) y
O11 C11 C12 C116 . . . . -80.2(3) y
C19 C11 C12 C116 . . . . 158.4(2) y
O11 C11 C12 C13 . . . . 154.3(2) y
C19 C11 C12 C13 . . . . 32.9(3) y
C116 C12 C13 C14 . . . . -154.3(2) y
C11 C12 C13 C14 . . . . -31.3(3) y
C12 C13 C14 C15 . . . . -161.0(3) y
C12 C13 C14 C19 . . . . 18.5(3) y
C19 C14 C15 C16 . . . . -0.9(4) y
C13 C14 C15 C16 . . . . 178.6(3) y
C14 C15 C16 C17 . . . . -0.4(4) y
C15 C16 C17 C18 . . . . 1.7(4) y
C16 C17 C18 C19 . . . . -1.8(4) y
C17 C18 C19 C14 . . . . 0.6(4) y
C17 C18 C19 C11 . . . . 179.2(3) y
C15 C14 C19 C18 . . . . 0.8(4) y
C13 C14 C19 C18 . . . . -178.8(2) y
C15 C14 C19 C11 . . . . -178.1(2) y
C13 C14 C19 C11 . . . . 2.3(3) y
O11 C11 C19 C18 . . . . 40.7(4) y
C12 C11 C19 C18 . . . . 158.8(3) y
O11 C11 C19 C14 . . . . -140.5(2) y
C12 C11 C19 C14 . . . . -22.4(3) y
C11 O11 C110 C111 . . . . 6.3(4) y
C11 O11 C110 C115 . . . . -172.6(2) y
O11 C110 C111 C112 . . . . -177.8(2) y
C115 C110 C111 C112 . . . . 1.1(4) y
C110 C111 C112 C113 . . . . -1.7(4) y
C111 C112 C113 C114 . . . . 1.5(4) y
C112 C113 C114 C115 . . . . -0.8(5) y
C113 C114 C115 C110 . . . . 0.2(4) y
O11 C110 C115 C114 . . . . 178.6(3) y
C111 C110 C115 C114 . . . . -0.4(4) y
C11 C12 C116 N116 . . . . 170.94(18) y
C13 C12 C116 N116 . . . . -70.5(3) y
C11 C12 C116 C117 . . . . 52.8(3) y
C13 C12 C116 C117 . . . . 171.4(2) y
C118 O18 C117 O17 . . . . 1.2(4) y
C118 O18 C117 C116 . . . . 178.6(2) y
C12 C116 C117 O17 . . . . 77.7(3) y
N116 C116 C117 O17 . . . . -44.8(3) y
C12 C116 C117 O18 . . . . -99.8(3) y
N116 C116 C117 O18 . . . . 137.7(2) y
C12 C116 N116 O116 . . . . 0.1(3) y
C117 C116 N116 O116 . . . . 122.8(3) y
C12 C116 N116 O117 . . . . 179.3(2) y
C117 C116 N116 O117 . . . . -57.9(3) y
C210 O21 C21 C29 . . . . 100.1(2) y
C210 O21 C21 C22 . . . . -145.79(19) y
O21 C21 C22 C216 . . . . 87.6(3) y
C29 C21 C22 C216 . . . . -150.8(2) y
O21 C21 C22 C23 . . . . -148.2(2) y
C29 C21 C22 C23 . . . . -26.6(3) y
C216 C22 C23 C24 . . . . 149.0(2) y
C21 C22 C23 C24 . . . . 26.0(3) y
C22 C23 C24 C29 . . . . -15.9(3) y
C22 C23 C24 C25 . . . . 165.1(3) y
C29 C24 C25 C26 . . . . -0.6(4) y
C23 C24 C25 C26 . . . . 178.3(3) y
C24 C25 C26 C27 . . . . 1.1(4) y
C25 C26 C27 C28 . . . . -0.9(5) y
C26 C27 C28 C29 . . . . 0.2(4) y
C25 C24 C29 C28 . . . . -0.1(4) y
C23 C24 C29 C28 . . . . -179.2(2) y
C25 C24 C29 C21 . . . . 177.9(2) y
C23 C24 C29 C21 . . . . -1.2(3) y
C27 C28 C29 C24 . . . . 0.3(4) y
C27 C28 C29 C21 . . . . -177.3(3) y
O21 C21 C29 C24 . . . . 134.8(2) y
C22 C21 C29 C24 . . . . 17.6(3) y
O21 C21 C29 C28 . . . . -47.4(3) y
C22 C21 C29 C28 . . . . -164.6(3) y
C21 O21 C210 C215 . . . . 171.4(2) y
C21 O21 C210 C211 . . . . -8.4(3) y
C215 C210 C211 C212 . . . . -1.3(4) y
O21 C210 C211 C212 . . . . 178.4(2) y
C210 C211 C212 C213 . . . . 0.9(4) y
C211 C212 C213 C214 . . . . 0.6(4) y
C212 C213 C214 C215 . . . . -1.6(4) y
C211 C210 C215 C214 . . . . 0.3(4) y
O21 C210 C215 C214 . . . . -179.5(2) y
C213 C214 C215 C210 . . . . 1.2(4) y
C23 C22 C216 N216 . . . . 67.5(3) y
C21 C22 C216 N216 . . . . -173.4(2) y
C23 C22 C216 C217 . . . . -173.6(2) y
C21 C22 C216 C217 . . . . -54.5(3) y
C218 O28 C217 O27 . . . . 0.6(4) y
C218 O28 C217 C216 . . . . 178.9(2) y
N216 C216 C217 O27 . . . . 34.5(4) y
C22 C216 C217 O27 . . . . -87.8(3) y
N216 C216 C217 O28 . . . . -143.7(2) y
C22 C216 C217 O28 . . . . 94.0(3) y
C22 C216 N216 O216 . . . . -149.7(3) y
C217 C216 N216 O216 . . . . 87.1(3) y
C22 C216 N216 O217 . . . . 32.2(4) y
C217 C216 N216 O217 . . . . -91.0(3) y
