# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3c
_database_code_depnum_ccdc_archive 'CCDC 1423627'
_audit_update_record             
;
2015-09-10 deposited with the CCDC.
2015-10-27 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C13 H14 N2 O2'
_chemical_formula_moiety         'C13 H14 N2 O2'
_chemical_formula_weight         230.27
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   5.1865(7)
_cell_length_b                   9.3655(13)
_cell_length_c                   13.2474(17)
_cell_angle_alpha                73.440(3)
_cell_angle_beta                 81.546(3)
_cell_angle_gamma                77.431(3)
_cell_volume                     599.52(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2868
_cell_measurement_theta_min      3.15
_cell_measurement_theta_max      27.45
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             244.00
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.536
_exptl_absorpt_correction_T_max  0.991

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            5871
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.143
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max ?
_diffrn_reflns_Laue_measured_fraction_full ?
_diffrn_reflns_point_group_measured_fraction_max ?
_diffrn_reflns_point_group_measured_fraction_full ?
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using reflections with F² > 1.1 sigma(F²).
    The weighted     R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2716
_reflns_number_gt                1257
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          ?
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.1692
_refine_ls_wR_factor_gt          ?
_refine_ls_number_restraints     ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1686
_refine_ls_number_parameters     168
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[0.0030Fo² + 1.0000σ(Fo²)]/(4Fo²)'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.251
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2477(4) -0.0060(2) 0.08736(15) 0.0714(6) Uani 1 2 d . . .
O2 O -0.5432(4) 0.2914(3) 0.14916(16) 0.0778(7) Uani 1 2 d . . .
N1 N -0.1575(4) 0.1148(3) 0.14646(17) 0.0595(7) Uani 1 2 d . . .
N2 N 0.2547(4) 0.2565(3) -0.08072(16) 0.0576(7) Uani 1 2 d . . .
C1 C 0.0673(5) 0.1025(3) 0.0806(2) 0.0558(8) Uani 1 2 d . . .
C2 C 0.0478(5) 0.2482(3) -0.0062(2) 0.0512(8) Uani 1 2 d . . .
C3 C -0.1863(5) 0.3359(3) 0.0119(2) 0.0590(8) Uani 1 2 d . . .
C4 C -0.3249(5) 0.2557(3) 0.1067(2) 0.0596(9) Uani 1 2 d . . .
C5 C 0.2826(5) 0.3670(3) -0.1776(2) 0.0529(8) Uani 1 2 d . . .
C6 C 0.5168(6) 0.3485(4) -0.2411(2) 0.0681(9) Uani 1 2 d . . .
C7 C 0.5518(7) 0.4497(4) -0.3378(3) 0.0797(11) Uani 1 2 d . . .
C8 C 0.3543(7) 0.5713(4) -0.3727(3) 0.0796(11) Uani 1 2 d . . .
C9 C 0.1245(7) 0.5889(4) -0.3093(3) 0.0796(11) Uani 1 2 d . . .
C10 C 0.0848(6) 0.4894(4) -0.2117(2) 0.0676(9) Uani 1 2 d . . .
C11 C -0.2316(6) -0.0048(4) 0.2371(2) 0.0671(9) Uani 1 2 d . . .
C12 C -0.1416(9) -0.0055(4) 0.3382(2) 0.1012(14) Uani 1 2 d . . .
C13 C -0.2182(11) -0.1323(5) 0.4282(3) 0.1349(19) Uani 1 2 d . . .
H1 H 0.40006 0.17806 -0.06648 0.0654 Uiso 1 2 calc R . .
H2 H -0.24909 0.43214 -0.02981 0.0664 Uiso 1 2 calc R . .
H3 H 0.65104 0.26646 -0.2179 0.0773 Uiso 1 2 calc R . .
H4 H 0.71143 0.43644 -0.37945 0.0906 Uiso 1 2 calc R . .
H5 H 0.37692 0.63907 -0.4386 0.0911 Uiso 1 2 calc R . .
H6 H -0.00903 0.67139 -0.33243 0.0886 Uiso 1 2 calc R . .
H7 H -0.07344 0.50344 -0.16933 0.0758 Uiso 1 2 calc R . .
H8 H -0.42333 0.00803 0.24244 0.0764 Uiso 1 2 calc R . .
H9 H -0.1534 -0.09961 0.21947 0.0766 Uiso 1 2 calc R . .
H10 H 0.0497 -0.01399 0.32951 0.1193 Uiso 1 2 calc R . .
H11 H -0.2238 0.08993 0.35412 0.1195 Uiso 1 2 calc R . .
H12 H -0.13697 -0.22614 0.41153 0.1506 Uiso 1 2 calc R . .
H13 H -0.15956 -0.1305 0.49322 0.1507 Uiso 1 2 calc R . .
H14 H -0.40757 -0.12332 0.43588 0.1507 Uiso 1 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C1 1.214(3) yes . .
O2 C4 1.210(3) yes . .
N1 C1 1.354(3) yes . .
N1 C4 1.419(3) yes . .
N1 C11 1.458(3) yes . .
N2 C2 1.347(3) yes . .
N2 C5 1.411(3) yes . .
C1 C2 1.508(3) yes . .
C2 C3 1.341(3) yes . .
C3 C4 1.446(4) yes . .
C5 C6 1.380(4) yes . .
C5 C10 1.379(4) yes . .
C6 C7 1.374(4) yes . .
C7 C8 1.375(4) yes . .
C8 C9 1.361(5) yes . .
C9 C10 1.379(4) yes . .
C11 C12 1.479(5) yes . .
C12 C13 1.500(5) yes . .
N2 H1 0.930 no . .
C3 H2 0.930 no . .
C6 H3 0.930 no . .
C7 H4 0.930 no . .
C8 H5 0.930 no . .
C9 H6 0.930 no . .
C10 H7 0.930 no . .
C11 H8 0.970 no . .
C11 H9 0.970 no . .
C12 H10 0.970 no . .
C12 H11 0.970 no . .
C13 H12 0.960 no . .
C13 H13 0.960 no . .
C13 H14 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C1 N1 C4 109.4(2) yes . . .
C1 N1 C11 125.5(2) yes . . .
C4 N1 C11 124.7(2) yes . . .
C2 N2 C5 129.3(2) yes . . .
O1 C1 N1 127.1(2) yes . . .
O1 C1 C2 126.0(2) yes . . .
N1 C1 C2 106.8(2) yes . . .
N2 C2 C1 115.5(2) yes . . .
N2 C2 C3 136.8(2) yes . . .
C1 C2 C3 107.7(2) yes . . .
C2 C3 C4 108.6(2) yes . . .
O2 C4 N1 122.3(2) yes . . .
O2 C4 C3 130.3(2) yes . . .
N1 C4 C3 107.4(2) yes . . .
N2 C5 C6 117.9(2) yes . . .
N2 C5 C10 122.8(2) yes . . .
C6 C5 C10 119.2(2) yes . . .
C5 C6 C7 120.5(3) yes . . .
C6 C7 C8 120.5(3) yes . . .
C7 C8 C9 118.5(3) yes . . .
C8 C9 C10 122.1(3) yes . . .
C5 C10 C9 119.0(3) yes . . .
N1 C11 C12 114.6(3) yes . . .
C11 C12 C13 112.5(4) yes . . .
C2 N2 H1 115.455 no . . .
C5 N2 H1 115.269 no . . .
C2 C3 H2 125.595 no . . .
C4 C3 H2 125.762 no . . .
C5 C6 H3 119.314 no . . .
C7 C6 H3 120.155 no . . .
C6 C7 H4 119.588 no . . .
C8 C7 H4 119.892 no . . .
C7 C8 H5 120.563 no . . .
C9 C8 H5 120.903 no . . .
C8 C9 H6 118.794 no . . .
C10 C9 H6 119.071 no . . .
C5 C10 H7 120.027 no . . .
C9 C10 H7 120.929 no . . .
N1 C11 H8 106.616 no . . .
N1 C11 H9 105.983 no . . .
C12 C11 H8 110.443 no . . .
C12 C11 H9 109.639 no . . .
H8 C11 H9 109.313 no . . .
C11 C12 H10 108.607 no . . .
C11 C12 H11 107.882 no . . .
C13 C12 H10 109.843 no . . .
C13 C12 H11 108.481 no . . .
H10 C12 H11 109.485 no . . .
C12 C13 H12 107.888 no . . .
C12 C13 H13 111.351 no . . .
C12 C13 H14 109.244 no . . .
H12 C13 H13 109.443 no . . .
H12 C13 H14 109.442 no . . .
H13 C13 H14 109.441 no . . .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 N1 C4 O2 177.0(3) no . . . .
C1 N1 C4 C3 -2.0(4) no . . . .
C4 N1 C1 O1 -176.0(3) no . . . .
C4 N1 C1 C2 2.0(3) no . . . .
C1 N1 C11 C12 91.0(4) no . . . .
C11 N1 C1 O1 -2.9(5) no . . . .
C11 N1 C1 C2 175.1(3) no . . . .
C4 N1 C11 C12 -96.9(3) no . . . .
C11 N1 C4 O2 3.8(5) no . . . .
C11 N1 C4 C3 -175.3(3) no . . . .
C2 N2 C5 C6 -179.4(3) no . . . .
C2 N2 C5 C10 -0.8(5) no . . . .
C5 N2 C2 C1 171.2(3) no . . . .
C5 N2 C2 C3 -6.3(6) no . . . .
O1 C1 C2 N2 -1.4(5) no . . . .
O1 C1 C2 C3 176.9(3) no . . . .
N1 C1 C2 N2 -179.4(2) no . . . .
N1 C1 C2 C3 -1.2(3) no . . . .
N2 C2 C3 C4 177.6(3) no . . . .
C1 C2 C3 C4 -0.1(3) no . . . .
C2 C3 C4 O2 -177.7(3) no . . . .
C2 C3 C4 N1 1.3(4) no . . . .
N2 C5 C6 C7 177.9(3) no . . . .
N2 C5 C10 C9 -177.5(3) no . . . .
C6 C5 C10 C9 1.1(5) no . . . .
C10 C5 C6 C7 -0.8(5) no . . . .
C5 C6 C7 C8 0.2(6) no . . . .
C6 C7 C8 C9 0.1(6) no . . . .
C7 C8 C9 C10 0.2(6) no . . . .
C8 C9 C10 C5 -0.8(6) no . . . .
N1 C11 C12 C13 -178.9(2) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 N2 2.810(3) no . .
O1 C3 3.467(3) no . .
O1 C4 3.443(3) no . .
O1 C11 2.943(3) no . .
O2 C1 3.408(3) no . .
O2 C2 3.446(3) no . .
O2 C11 2.902(3) no . .
N1 N2 3.529(3) no . .
C1 C12 3.356(4) no . .
C2 C10 3.013(4) no . .
C3 C5 3.225(4) no . .
C3 C10 3.169(4) no . .
C4 C12 3.444(4) no . .
C5 C8 2.773(4) no . .
C6 C9 2.723(4) no . .
C7 C10 2.752(4) no . .
O1 O1 3.228(3) no . 2_655
O1 O2 3.532(4) no . 1_655
O1 N2 3.096(3) no . 2_655
O1 C1 3.360(4) no . 2_555
O1 C2 3.469(4) no . 2_555
O1 C6 3.351(3) no . 2_655
O1 C11 3.582(4) no . 1_655
O2 O1 3.532(4) no . 1_455
O2 N2 3.483(3) no . 1_455
O2 C1 3.324(4) no . 1_455
O2 C2 3.322(4) no . 1_455
O2 C9 3.585(4) no . 2_465
O2 C10 3.251(3) no . 2_465
N2 O1 3.096(3) no . 2_655
N2 O2 3.483(3) no . 1_655
N2 C4 3.534(4) no . 1_655
N2 C11 3.583(5) no . 2_555
C1 O1 3.360(4) no . 2_555
C1 O2 3.324(4) no . 1_655
C1 C1 3.476(5) no . 2_555
C2 O1 3.469(4) no . 2_555
C2 O2 3.322(4) no . 1_655
C4 N2 3.534(4) no . 1_455
C4 C10 3.589(5) no . 2_565
C6 O1 3.351(3) no . 2_655
C6 C10 3.591(5) no . 1_655
C7 C10 3.569(5) no . 1_655
C9 O2 3.585(4) no . 2_465
C10 O2 3.251(3) no . 2_465
C10 C4 3.589(5) no . 2_565
C10 C6 3.591(5) no . 1_455
C10 C7 3.569(5) no . 1_455
C11 O1 3.582(4) no . 1_455
C11 N2 3.583(5) no . 2_555
O1 H1 2.4219 no . .
O1 H9 2.6472 no . .
O1 H10 3.2060 no . .
O2 H2 2.7777 no . .
O2 H8 2.5678 no . .
O2 H11 3.2738 no . .
N1 H2 3.2046 no . .
N1 H10 2.6503 no . .
N1 H11 2.6706 no . .
N2 H2 2.8693 no . .
N2 H3 2.5347 no . .
N2 H7 2.6365 no . .
C1 H1 2.4558 no . .
C1 H2 3.2077 no . .
C1 H8 3.1860 no . .
C1 H9 2.5724 no . .
C1 H10 3.1589 no . .
C2 H7 2.7531 no . .
C3 H1 3.2408 no . .
C3 H7 2.5313 no . .
C4 H8 2.5962 no . .
C4 H9 3.2191 no . .
C4 H11 3.2677 no . .
C5 H2 3.1892 no . .
C5 H4 3.2265 no . .
C5 H6 3.2134 no . .
C6 H1 2.4839 no . .
C6 H5 3.2276 no . .
C6 H7 3.2217 no . .
C7 H6 3.1894 no . .
C8 H3 3.2254 no . .
C8 H7 3.2350 no . .
C9 H4 3.1938 no . .
C10 H1 3.2448 no . .
C10 H2 2.7442 no . .
C10 H3 3.2172 no . .
C10 H5 3.2375 no . .
C11 H12 2.6533 no . .
C11 H13 3.3083 no . .
C11 H14 2.6590 no . .
C13 H8 2.6895 no . .
C13 H9 2.6727 no . .
H1 H3 2.2712 no . .
H1 H7 3.5403 no . .
H2 H7 1.9386 no . .
H3 H4 2.3001 no . .
H4 H5 2.3118 no . .
H5 H6 2.2865 no . .
H6 H7 2.3094 no . .
H8 H10 2.8050 no . .
H8 H11 2.3001 no . .
H8 H12 2.9654 no . .
H8 H13 3.5635 no . .
H8 H14 2.5115 no . .
H9 H10 2.3158 no . .
H9 H11 2.7924 no . .
H9 H12 2.4872 no . .
H9 H13 3.5508 no . .
H9 H14 2.9427 no . .
H10 H12 2.3158 no . .
H10 H13 2.3551 no . .
H10 H14 2.8126 no . .
H11 H12 2.7894 no . .
H11 H13 2.3412 no . .
H11 H14 2.3156 no . .
O1 H1 2.1990 no . 2_655
O1 H3 2.5539 no . 2_655
O1 H8 2.9036 no . 1_655
O2 H1 3.3889 no . 1_455
O2 H2 2.7053 no . 2_465
O2 H6 3.1436 no . 2_465
O2 H7 2.4883 no . 2_465
N2 H2 3.5735 no . 1_655
N2 H9 2.8235 no . 2_555
C1 H1 3.3969 no . 2_655
C1 H3 3.5192 no . 2_655
C1 H8 3.4537 no . 1_655
C2 H2 3.5500 no . 2_565
C2 H9 3.4163 no . 2_555
C3 H1 3.2824 no . 1_455
C3 H2 3.2666 no . 2_465
C3 H2 3.5303 no . 2_565
C3 H3 3.5388 no . 1_455
C3 H7 3.4536 no . 2_565
C4 H1 3.1922 no . 1_455
C4 H2 3.2589 no . 2_465
C4 H7 3.5716 no . 2_465
C5 H2 3.5819 no . 1_655
C5 H9 2.9423 no . 2_555
C6 H2 3.5480 no . 1_655
C6 H7 3.2018 no . 1_655
C6 H8 3.4818 no . 2_555
C6 H9 3.2309 no . 2_555
C7 H5 3.2475 no . 2_664
C7 H6 3.4200 no . 1_655
C7 H7 3.3700 no . 1_655
C7 H12 3.4750 no . 2_655
C8 H4 3.3725 no . 2_664
C8 H5 3.5577 no . 2_664
C8 H11 3.1701 no . 2_565
C8 H14 3.5523 no . 1_664
C9 H4 3.1884 no . 1_455
C9 H11 3.0381 no . 2_565
C9 H13 3.3835 no . 1_564
C10 H3 3.4096 no . 1_455
C10 H4 3.3539 no . 1_455
C11 H1 3.4340 no . 2_555
C11 H3 3.4719 no . 2_655
C12 H6 3.3644 no . 2_565
C12 H13 3.5448 no . 2_556
C13 H4 3.5683 no . 2_655
C13 H5 3.2898 no . 1_446
C13 H6 3.3811 no . 1_546
C13 H14 3.4849 no . 2_456
H1 O1 2.1990 no . 2_655
H1 O2 3.3889 no . 1_655
H1 C1 3.3969 no . 2_655
H1 C3 3.2824 no . 1_655
H1 C4 3.1922 no . 1_655
H1 C11 3.4340 no . 2_555
H1 H1 3.3143 no . 2_655
H1 H2 3.4660 no . 1_655
H1 H8 3.2599 no . 2_555
H1 H9 2.8817 no . 2_555
H2 O2 2.7053 no . 2_465
H2 N2 3.5735 no . 1_455
H2 C2 3.5500 no . 2_565
H2 C3 3.2666 no . 2_465
H2 C3 3.5303 no . 2_565
H2 C4 3.2589 no . 2_465
H2 C5 3.5819 no . 1_455
H2 C6 3.5480 no . 1_455
H2 H1 3.4660 no . 1_455
H2 H2 2.7462 no . 2_465
H2 H2 3.3937 no . 2_565
H2 H3 3.4377 no . 1_455
H2 H7 3.5729 no . 2_565
H3 O1 2.5539 no . 2_655
H3 C1 3.5192 no . 2_655
H3 C3 3.5388 no . 1_655
H3 C10 3.4096 no . 1_655
H3 C11 3.4719 no . 2_655
H3 H2 3.4377 no . 1_655
H3 H7 3.1379 no . 1_655
H3 H8 3.1654 no . 2_555
H3 H9 3.3005 no . 2_555
H3 H9 2.7316 no . 2_655
H3 H10 3.1475 no . 2_655
H3 H12 3.3632 no . 2_655
H4 C8 3.3725 no . 2_664
H4 C9 3.1884 no . 1_655
H4 C10 3.3539 no . 1_655
H4 C13 3.5683 no . 2_655
H4 H5 2.8209 no . 2_664
H4 H6 3.1252 no . 1_655
H4 H7 3.4059 no . 1_655
H4 H12 2.6908 no . 2_655
H5 C7 3.2475 no . 2_664
H5 C8 3.5577 no . 2_664
H5 C13 3.2898 no . 1_664
H5 H4 2.8209 no . 2_664
H5 H5 3.3793 no . 2_664
H5 H11 2.9674 no . 2_565
H5 H12 3.3618 no . 1_564
H5 H12 3.2213 no . 1_664
H5 H13 3.1984 no . 1_564
H5 H13 3.4294 no . 1_664
H5 H14 2.7190 no . 1_664
H6 O2 3.1436 no . 2_465
H6 C7 3.4200 no . 1_455
H6 C12 3.3644 no . 2_565
H6 C13 3.3811 no . 1_564
H6 H4 3.1252 no . 1_455
H6 H10 3.1804 no . 2_565
H6 H11 2.6915 no . 2_565
H6 H12 3.3757 no . 1_564
H6 H13 2.6160 no . 1_564
H7 O2 2.4883 no . 2_465
H7 C3 3.4536 no . 2_565
H7 C4 3.5716 no . 2_465
H7 C6 3.2018 no . 1_455
H7 C7 3.3700 no . 1_455
H7 H2 3.5729 no . 2_565
H7 H3 3.1379 no . 1_455
H7 H4 3.4059 no . 1_455
H8 O1 2.9036 no . 1_455
H8 C1 3.4537 no . 1_455
H8 C6 3.4818 no . 2_555
H8 H1 3.2599 no . 2_555
H8 H3 3.1654 no . 2_555
H8 H10 2.8330 no . 1_455
H9 N2 2.8235 no . 2_555
H9 C2 3.4163 no . 2_555
H9 C5 2.9423 no . 2_555
H9 C6 3.2309 no . 2_555
H9 H1 2.8817 no . 2_555
H9 H3 3.3005 no . 2_555
H9 H3 2.7316 no . 2_655
H10 H3 3.1475 no . 2_655
H10 H6 3.1804 no . 2_565
H10 H8 2.8330 no . 1_655
H10 H13 3.1955 no . 2_556
H10 H14 3.1697 no . 1_655
H11 C8 3.1701 no . 2_565
H11 C9 3.0381 no . 2_565
H11 H5 2.9674 no . 2_565
H11 H6 2.6915 no . 2_565
H11 H13 3.5313 no . 2_456
H11 H13 3.1838 no . 2_556
H11 H14 3.1881 no . 2_456
H12 C7 3.4750 no . 2_655
H12 H3 3.3632 no . 2_655
H12 H4 2.6908 no . 2_655
H12 H5 3.2213 no . 1_446
H12 H5 3.3618 no . 1_546
H12 H6 3.3757 no . 1_546
H13 C9 3.3835 no . 1_546
H13 C12 3.5448 no . 2_556
H13 H5 3.4294 no . 1_446
H13 H5 3.1984 no . 1_546
H13 H6 2.6160 no . 1_546
H13 H10 3.1955 no . 2_556
H13 H11 3.5313 no . 2_456
H13 H11 3.1838 no . 2_556
H13 H13 3.2932 no . 2_556
H13 H14 3.1469 no . 2_456
H14 C8 3.5523 no . 1_446
H14 C13 3.4849 no . 2_456
H14 H5 2.7190 no . 1_446
H14 H10 3.1697 no . 1_455
H14 H11 3.1881 no . 2_456
H14 H13 3.1469 no . 2_456
H14 H14 3.1520 no . 2_456

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H1 O1 . . . 2.810(3) 0.930 2.422 105.0 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3i
_database_code_depnum_ccdc_archive 'CCDC 1423628'
_audit_update_record             
;
2015-09-10 deposited with the CCDC.
2015-10-27 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C16 H18 N2 O2'
_chemical_formula_moiety         'C16 H18 N2 O2'
_chemical_formula_weight         270.33
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.2789(5)
_cell_length_b                   10.8413(5)
_cell_length_c                   14.3960(6)
_cell_angle_alpha                80.6615(13)
_cell_angle_beta                 86.8077(13)
_cell_angle_gamma                80.6155(15)
_cell_volume                     1409.22(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7076
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      27.44
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576.00
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.789
_exptl_absorpt_correction_T_max  0.996

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13827
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_theta_max         27.447
_diffrn_reflns_theta_min         3.165
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             6373
_reflns_number_gt                2948
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1431
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1625
_refine_ls_wR_factor_gt          0.1095
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6373
_refine_ls_number_parameters     361
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0580P)²+0.3409P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.57586(19) 0.14361(17) 0.09034(11) 0.0590(5) Uani 1 2 d . . .
O2 O 0.9458(2) -0.19040(18) 0.11116(12) 0.0772(7) Uani 1 2 d . . .
O3 O 0.8692(2) 0.28698(17) 0.08301(12) 0.0612(5) Uani 1 2 d . . .
O4 O 0.5529(3) 0.6472(2) 0.11119(13) 0.0967(9) Uani 1 2 d . . .
N1 N 0.7588(2) -0.02687(19) 0.12904(13) 0.0520(6) Uani 1 2 d . . .
N2 N 0.6386(2) 0.11189(19) -0.09878(13) 0.0522(6) Uani 1 2 d . . .
N3 N 0.7058(3) 0.4550(2) 0.12487(14) 0.0626(7) Uani 1 2 d . . .
N4 N 0.8794(2) 0.43173(19) -0.09823(13) 0.0540(6) Uani 1 2 d . . .
C1 C 0.6697(3) 0.0604(2) 0.06930(16) 0.0460(6) Uani 1 2 d . . .
C2 C 0.7107(3) 0.0325(2) -0.02864(15) 0.0466(6) Uani 1 2 d . . .
C3 C 0.8173(3) -0.0679(2) -0.02308(16) 0.0566(7) Uani 1 2 d . . .
C4 C 0.8527(3) -0.1062(2) 0.07538(17) 0.0568(7) Uani 1 2 d . . .
C5 C 0.6581(3) 0.1057(2) -0.19655(15) 0.0439(6) Uani 1 2 d . . .
C6 C 0.6716(3) -0.0069(2) -0.23114(17) 0.0547(7) Uani 1 2 d . . .
C7 C 0.6835(3) -0.0060(3) -0.32765(19) 0.0627(8) Uani 1 2 d . . .
C8 C 0.6844(3) 0.1046(3) -0.38817(19) 0.0668(8) Uani 1 2 d . . .
C9 C 0.6728(3) 0.2165(3) -0.35359(18) 0.0646(8) Uani 1 2 d . . .
C10 C 0.6579(3) 0.2178(2) -0.25781(17) 0.0512(6) Uani 1 2 d . . .
C11 C 0.7619(3) -0.0287(2) 0.23079(16) 0.0494(6) Uani 1 2 d . . .
C12 C 0.9017(3) 0.0083(3) 0.25963(17) 0.0560(7) Uani 1 2 d . . .
C13 C 0.8990(3) 0.0115(3) 0.36477(17) 0.0628(8) Uani 1 2 d . . .
C14 C 0.8719(3) -0.1133(3) 0.42069(18) 0.0644(8) Uani 1 2 d . . .
C15 C 0.7323(3) -0.1506(3) 0.39191(18) 0.0717(9) Uani 1 2 d . . .
C16 C 0.7331(3) -0.1535(3) 0.28697(18) 0.0592(7) Uani 1 2 d . . .
C17 C 0.7988(3) 0.3920(2) 0.06527(16) 0.0505(7) Uani 1 2 d . . .
C18 C 0.7975(3) 0.4777(2) -0.02808(16) 0.0507(7) Uani 1 2 d . . .
C19 C 0.7060(3) 0.5848(3) -0.01943(17) 0.0638(8) Uani 1 2 d . . .
C20 C 0.6437(3) 0.5729(3) 0.07552(18) 0.0691(9) Uani 1 2 d . . .
C21 C 0.8934(3) 0.4939(2) -0.19223(16) 0.0457(6) Uani 1 2 d . . .
C22 C 0.9092(3) 0.4219(2) -0.26409(16) 0.0509(6) Uani 1 2 d . . .
C23 C 0.9229(3) 0.4805(3) -0.35594(18) 0.0655(8) Uani 1 2 d . . .
C24 C 0.9247(3) 0.6071(3) -0.3774(2) 0.0756(9) Uani 1 2 d . . .
C25 C 0.9131(3) 0.6774(3) -0.3056(2) 0.0717(9) Uani 1 2 d . . .
C26 C 0.8966(3) 0.6224(3) -0.21259(19) 0.0574(7) Uani 1 2 d . . .
C27 C 0.6733(3) 0.4031(2) 0.22322(16) 0.0526(7) Uani 1 2 d . . .
C28 C 0.7004(3) 0.4890(3) 0.29131(16) 0.0538(7) Uani 1 2 d . . .
C29 C 0.6737(3) 0.4278(3) 0.39212(17) 0.0644(8) Uani 1 2 d . . .
C30 C 0.5219(3) 0.3955(3) 0.40656(19) 0.0677(8) Uani 1 2 d . . .
C31 C 0.4936(4) 0.3102(3) 0.3389(2) 0.0731(8) Uani 1 2 d . . .
C32 C 0.5208(3) 0.3690(3) 0.2370(2) 0.0654(8) Uani 1 2 d . . .
H1 H 0.57464 0.1722 -0.08283 0.0626 Uiso 1 2 calc R . .
H2 H 0.92831 0.35694 -0.0849 0.0648 Uiso 1 2 calc R . .
H3 H 0.86079 -0.10603 -0.07324 0.0679 Uiso 1 2 calc R . .
H4 H 0.67268 -0.08284 -0.19021 0.0656 Uiso 1 2 calc R . .
H5 H 0.69091 -0.08169 -0.35141 0.0752 Uiso 1 2 calc R . .
H6 H 0.69289 0.10406 -0.45279 0.0801 Uiso 1 2 calc R . .
H7 H 0.67488 0.29172 -0.39479 0.0775 Uiso 1 2 calc R . .
H8 H 0.64787 0.29402 -0.23458 0.0615 Uiso 1 2 calc R . .
H9 H 0.68173 0.03598 0.24673 0.0593 Uiso 1 2 calc R . .
H10 H 0.91339 0.09104 0.22553 0.0671 Uiso 1 2 calc R . .
H11 H 0.9845 -0.05208 0.2432 0.0671 Uiso 1 2 calc R . .
H12 H 0.99162 0.03046 0.38198 0.0754 Uiso 1 2 calc R . .
H13 H 0.82263 0.07823 0.38008 0.0754 Uiso 1 2 calc R . .
H14 H 0.86492 -0.10672 0.48725 0.0772 Uiso 1 2 calc R . .
H15 H 0.95363 -0.17839 0.41072 0.0772 Uiso 1 2 calc R . .
H16 H 0.72127 -0.23363 0.42591 0.0861 Uiso 1 2 calc R . .
H17 H 0.64936 -0.09077 0.4089 0.0861 Uiso 1 2 calc R . .
H18 H 0.80809 -0.22096 0.27122 0.0710 Uiso 1 2 calc R . .
H19 H 0.63952 -0.17109 0.27025 0.0710 Uiso 1 2 calc R . .
H20 H 0.68597 0.6546 -0.06628 0.0765 Uiso 1 2 calc R . .
H21 H 0.91049 0.33491 -0.2507 0.0611 Uiso 1 2 calc R . .
H22 H 0.93121 0.43224 -0.40437 0.0785 Uiso 1 2 calc R . .
H23 H 0.93363 0.64534 -0.43966 0.0908 Uiso 1 2 calc R . .
H24 H 0.91641 0.76374 -0.31955 0.0861 Uiso 1 2 calc R . .
H25 H 0.88772 0.67133 -0.16454 0.0689 Uiso 1 2 calc R . .
H26 H 0.74161 0.32406 0.23847 0.0631 Uiso 1 2 calc R . .
H27 H 0.63569 0.56918 0.27817 0.0646 Uiso 1 2 calc R . .
H28 H 0.80031 0.50551 0.28317 0.0646 Uiso 1 2 calc R . .
H29 H 0.74421 0.35129 0.40675 0.0772 Uiso 1 2 calc R . .
H30 H 0.6877 0.4852 0.43478 0.0772 Uiso 1 2 calc R . .
H31 H 0.45144 0.47274 0.39733 0.0812 Uiso 1 2 calc R . .
H32 H 0.50929 0.3537 0.47069 0.0812 Uiso 1 2 calc R . .
H33 H 0.39328 0.29485 0.34731 0.0878 Uiso 1 2 calc R . .
H34 H 0.5571 0.22944 0.35269 0.0878 Uiso 1 2 calc R . .
H35 H 0.50903 0.30953 0.19542 0.0785 Uiso 1 2 calc R . .
H36 H 0.44948 0.44446 0.22077 0.0785 Uiso 1 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C1 1.211(3) yes . .
O2 C4 1.219(3) yes . .
O3 C17 1.213(3) yes . .
O4 C20 1.220(4) yes . .
N1 C1 1.370(3) yes . .
N1 C4 1.411(3) yes . .
N1 C11 1.464(3) yes . .
N2 C2 1.347(3) yes . .
N2 C5 1.420(3) yes . .
N3 C17 1.365(3) yes . .
N3 C20 1.407(3) yes . .
N3 C27 1.470(3) yes . .
N4 C18 1.342(3) yes . .
N4 C21 1.420(3) yes . .
C1 C2 1.505(3) yes . .
C2 C3 1.341(3) yes . .
C3 C4 1.451(3) yes . .
C5 C6 1.376(4) yes . .
C5 C10 1.381(3) yes . .
C6 C7 1.386(4) yes . .
C7 C8 1.364(4) yes . .
C8 C9 1.370(5) yes . .
C9 C10 1.380(4) yes . .
C11 C12 1.516(4) yes . .
C11 C16 1.515(4) yes . .
C12 C13 1.518(4) yes . .
C13 C14 1.508(4) yes . .
C14 C15 1.516(5) yes . .
C15 C16 1.516(4) yes . .
C17 C18 1.504(3) yes . .
C18 C19 1.341(3) yes . .
C19 C20 1.448(4) yes . .
C21 C22 1.381(4) yes . .
C21 C26 1.381(4) yes . .
C22 C23 1.379(3) yes . .
C23 C24 1.360(5) yes . .
C24 C25 1.370(5) yes . .
C25 C26 1.385(4) yes . .
C27 C28 1.514(4) yes . .
C27 C32 1.515(4) yes . .
C28 C29 1.519(3) yes . .
C29 C30 1.502(4) yes . .
C30 C31 1.507(5) yes . .
C31 C32 1.527(4) yes . .
N2 H1 0.860 no . .
N4 H2 0.860 no . .
C3 H3 0.930 no . .
C6 H4 0.930 no . .
C7 H5 0.930 no . .
C8 H6 0.930 no . .
C9 H7 0.930 no . .
C10 H8 0.930 no . .
C11 H9 0.980 no . .
C12 H10 0.970 no . .
C12 H11 0.970 no . .
C13 H12 0.970 no . .
C13 H13 0.970 no . .
C14 H14 0.970 no . .
C14 H15 0.970 no . .
C15 H16 0.970 no . .
C15 H17 0.970 no . .
C16 H18 0.970 no . .
C16 H19 0.970 no . .
C19 H20 0.930 no . .
C22 H21 0.930 no . .
C23 H22 0.930 no . .
C24 H23 0.930 no . .
C25 H24 0.930 no . .
C26 H25 0.930 no . .
C27 H26 0.980 no . .
C28 H27 0.970 no . .
C28 H28 0.970 no . .
C29 H29 0.970 no . .
C29 H30 0.970 no . .
C30 H31 0.970 no . .
C30 H32 0.970 no . .
C31 H33 0.970 no . .
C31 H34 0.970 no . .
C32 H35 0.970 no . .
C32 H36 0.970 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C1 N1 C4 108.81(19) yes . . .
C1 N1 C11 124.5(2) yes . . .
C4 N1 C11 126.50(19) yes . . .
C2 N2 C5 126.3(2) yes . . .
C17 N3 C20 108.90(19) yes . . .
C17 N3 C27 124.33(19) yes . . .
C20 N3 C27 126.7(2) yes . . .
C18 N4 C21 126.66(19) yes . . .
O1 C1 N1 127.3(2) yes . . .
O1 C1 C2 126.3(2) yes . . .
N1 C1 C2 106.43(19) yes . . .
N2 C2 C1 115.7(2) yes . . .
N2 C2 C3 135.6(2) yes . . .
C1 C2 C3 108.66(19) yes . . .
C2 C3 C4 107.6(2) yes . . .
O2 C4 N1 122.3(2) yes . . .
O2 C4 C3 129.2(2) yes . . .
N1 C4 C3 108.5(2) yes . . .
N2 C5 C6 122.1(2) yes . . .
N2 C5 C10 117.9(2) yes . . .
C6 C5 C10 120.0(2) yes . . .
C5 C6 C7 119.3(2) yes . . .
C6 C7 C8 120.8(3) yes . . .
C7 C8 C9 119.9(3) yes . . .
C8 C9 C10 120.2(2) yes . . .
C5 C10 C9 119.9(3) yes . . .
N1 C11 C12 112.1(2) yes . . .
N1 C11 C16 112.7(2) yes . . .
C12 C11 C16 111.5(2) yes . . .
C11 C12 C13 111.0(2) yes . . .
C12 C13 C14 111.3(2) yes . . .
C13 C14 C15 111.2(2) yes . . .
C14 C15 C16 111.6(2) yes . . .
C11 C16 C15 111.3(2) yes . . .
O3 C17 N3 127.2(2) yes . . .
O3 C17 C18 125.9(2) yes . . .
N3 C17 C18 106.88(19) yes . . .
N4 C18 C17 116.5(2) yes . . .
N4 C18 C19 135.6(2) yes . . .
C17 C18 C19 107.9(2) yes . . .
C18 C19 C20 108.2(2) yes . . .
O4 C20 N3 122.8(2) yes . . .
O4 C20 C19 129.1(2) yes . . .
N3 C20 C19 108.1(2) yes . . .
N4 C21 C22 118.4(2) yes . . .
N4 C21 C26 121.7(2) yes . . .
C22 C21 C26 119.9(2) yes . . .
C21 C22 C23 119.3(2) yes . . .
C22 C23 C24 121.6(3) yes . . .
C23 C24 C25 118.8(3) yes . . .
C24 C25 C26 121.3(3) yes . . .
C21 C26 C25 119.1(3) yes . . .
N3 C27 C28 112.3(2) yes . . .
N3 C27 C32 112.3(2) yes . . .
C28 C27 C32 111.4(2) yes . . .
C27 C28 C29 110.3(2) yes . . .
C28 C29 C30 111.3(2) yes . . .
C29 C30 C31 111.1(2) yes . . .
C30 C31 C32 111.3(3) yes . . .
C27 C32 C31 110.7(2) yes . . .
C2 N2 H1 116.864 no . . .
C5 N2 H1 116.855 no . . .
C18 N4 H2 116.679 no . . .
C21 N4 H2 116.661 no . . .
C2 C3 H3 126.206 no . . .
C4 C3 H3 126.208 no . . .
C5 C6 H4 120.369 no . . .
C7 C6 H4 120.347 no . . .
C6 C7 H5 119.608 no . . .
C8 C7 H5 119.615 no . . .
C7 C8 H6 120.058 no . . .
C9 C8 H6 120.066 no . . .
C8 C9 H7 119.894 no . . .
C10 C9 H7 119.895 no . . .
C5 C10 H8 120.067 no . . .
C9 C10 H8 120.068 no . . .
N1 C11 H9 106.706 no . . .
C12 C11 H9 106.692 no . . .
C16 C11 H9 106.695 no . . .
C11 C12 H10 109.441 no . . .
C11 C12 H11 109.442 no . . .
C13 C12 H10 109.439 no . . .
C13 C12 H11 109.430 no . . .
H10 C12 H11 108.033 no . . .
C12 C13 H12 109.379 no . . .
C12 C13 H13 109.370 no . . .
C14 C13 H12 109.371 no . . .
C14 C13 H13 109.368 no . . .
H12 C13 H13 107.992 no . . .
C13 C14 H14 109.385 no . . .
C13 C14 H15 109.386 no . . .
C15 C14 H14 109.390 no . . .
C15 C14 H15 109.391 no . . .
H14 C14 H15 108.001 no . . .
C14 C15 H16 109.306 no . . .
C14 C15 H17 109.311 no . . .
C16 C15 H16 109.313 no . . .
C16 C15 H17 109.315 no . . .
H16 C15 H17 107.959 no . . .
C11 C16 H18 109.380 no . . .
C11 C16 H19 109.376 no . . .
C15 C16 H18 109.380 no . . .
C15 C16 H19 109.384 no . . .
H18 C16 H19 108.002 no . . .
C18 C19 H20 125.912 no . . .
C20 C19 H20 125.898 no . . .
C21 C22 H21 120.345 no . . .
C23 C22 H21 120.333 no . . .
C22 C23 H22 119.224 no . . .
C24 C23 H22 119.208 no . . .
C23 C24 H23 120.588 no . . .
C25 C24 H23 120.587 no . . .
C24 C25 H24 119.347 no . . .
C26 C25 H24 119.358 no . . .
C21 C26 H25 120.465 no . . .
C25 C26 H25 120.469 no . . .
N3 C27 H26 106.770 no . . .
C28 C27 H26 106.765 no . . .
C32 C27 H26 106.766 no . . .
C27 C28 H27 109.598 no . . .
C27 C28 H28 109.596 no . . .
C29 C28 H27 109.591 no . . .
C29 C28 H28 109.596 no . . .
H27 C28 H28 108.133 no . . .
C28 C29 H29 109.382 no . . .
C28 C29 H30 109.385 no . . .
C30 C29 H29 109.378 no . . .
C30 C29 H30 109.378 no . . .
H29 C29 H30 108.005 no . . .
C29 C30 H31 109.420 no . . .
C29 C30 H32 109.420 no . . .
C31 C30 H31 109.413 no . . .
C31 C30 H32 109.406 no . . .
H31 C30 H32 108.019 no . . .
C30 C31 H33 109.376 no . . .
C30 C31 H34 109.382 no . . .
C32 C31 H33 109.373 no . . .
C32 C31 H34 109.369 no . . .
H33 C31 H34 107.998 no . . .
C27 C32 H35 109.494 no . . .
C27 C32 H36 109.496 no . . .
C31 C32 H35 109.507 no . . .
C31 C32 H36 109.497 no . . .
H35 C32 H36 108.072 no . . .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 N1 C4 O2 178.2(2) no . . . .
C1 N1 C4 C3 -1.5(3) no . . . .
C4 N1 C1 O1 -179.8(2) no . . . .
C4 N1 C1 C2 0.4(3) no . . . .
C1 N1 C11 C12 -109.7(2) no . . . .
C1 N1 C11 C16 123.5(2) no . . . .
C11 N1 C1 O1 -4.4(4) no . . . .
C11 N1 C1 C2 175.9(2) no . . . .
C4 N1 C11 C12 64.9(3) no . . . .
C4 N1 C11 C16 -61.8(3) no . . . .
C11 N1 C4 O2 2.8(4) no . . . .
C11 N1 C4 C3 -176.8(2) no . . . .
C2 N2 C5 C6 43.3(4) no . . . .
C2 N2 C5 C10 -139.1(2) no . . . .
C5 N2 C2 C1 179.8(2) no . . . .
C5 N2 C2 C3 2.1(5) no . . . .
C17 N3 C20 O4 177.7(3) no . . . .
C17 N3 C20 C19 -2.0(3) no . . . .
C20 N3 C17 O3 -178.5(3) no . . . .
C20 N3 C17 C18 1.2(3) no . . . .
C17 N3 C27 C28 125.6(3) no . . . .
C17 N3 C27 C32 -107.8(3) no . . . .
C27 N3 C17 O3 -1.0(5) no . . . .
C27 N3 C17 C18 178.8(2) no . . . .
C20 N3 C27 C28 -57.3(3) no . . . .
C20 N3 C27 C32 69.3(3) no . . . .
C27 N3 C20 O4 0.2(5) no . . . .
C27 N3 C20 C19 -179.4(2) no . . . .
C18 N4 C21 C22 -144.9(2) no . . . .
C18 N4 C21 C26 37.3(4) no . . . .
C21 N4 C18 C17 178.9(2) no . . . .
C21 N4 C18 C19 1.5(5) no . . . .
O1 C1 C2 N2 2.8(4) no . . . .
O1 C1 C2 C3 -178.9(2) no . . . .
N1 C1 C2 N2 -177.5(2) no . . . .
N1 C1 C2 C3 0.8(3) no . . . .
N2 C2 C3 C4 176.1(3) no . . . .
C1 C2 C3 C4 -1.7(3) no . . . .
C2 C3 C4 O2 -177.6(3) no . . . .
C2 C3 C4 N1 2.0(3) no . . . .
N2 C5 C6 C7 177.0(2) no . . . .
N2 C5 C10 C9 -178.36(19) no . . . .
C6 C5 C10 C9 -0.6(4) no . . . .
C10 C5 C6 C7 -0.6(4) no . . . .
C5 C6 C7 C8 1.1(4) no . . . .
C6 C7 C8 C9 -0.3(4) no . . . .
C7 C8 C9 C10 -1.0(4) no . . . .
C8 C9 C10 C5 1.4(4) no . . . .
N1 C11 C12 C13 177.38(16) no . . . .
N1 C11 C16 C15 -178.18(18) no . . . .
C12 C11 C16 C15 54.7(3) no . . . .
C16 C11 C12 C13 -55.2(3) no . . . .
C11 C12 C13 C14 55.7(3) no . . . .
C12 C13 C14 C15 -55.7(3) no . . . .
C13 C14 C15 C16 55.2(3) no . . . .
C14 C15 C16 C11 -54.6(3) no . . . .
O3 C17 C18 N4 1.7(4) no . . . .
O3 C17 C18 C19 179.7(3) no . . . .
N3 C17 C18 N4 -178.1(2) no . . . .
N3 C17 C18 C19 -0.0(3) no . . . .
N4 C18 C19 C20 176.3(3) no . . . .
C17 C18 C19 C20 -1.2(3) no . . . .
C18 C19 C20 O4 -177.7(3) no . . . .
C18 C19 C20 N3 1.9(3) no . . . .
N4 C21 C22 C23 179.97(19) no . . . .
N4 C21 C26 C25 178.9(2) no . . . .
C22 C21 C26 C25 1.1(4) no . . . .
C26 C21 C22 C23 -2.2(4) no . . . .
C21 C22 C23 C24 1.5(4) no . . . .
C22 C23 C24 C25 0.3(4) no . . . .
C23 C24 C25 C26 -1.4(4) no . . . .
C24 C25 C26 C21 0.7(4) no . . . .
N3 C27 C28 C29 -176.73(18) no . . . .
N3 C27 C32 C31 177.57(18) no . . . .
C28 C27 C32 C31 -55.4(3) no . . . .
C32 C27 C28 C29 56.2(2) no . . . .
C27 C28 C29 C30 -56.8(3) no . . . .
C28 C29 C30 C31 56.9(3) no . . . .
C29 C30 C31 C32 -55.8(3) no . . . .
C30 C31 C32 C27 54.9(3) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 N2 2.816(3) no . .
O1 C3 3.475(3) no . .
O1 C4 3.440(3) no . .
O1 C11 2.944(3) no . .
O2 C1 3.419(3) no . .
O2 C2 3.441(3) no . .
O2 C11 2.937(3) no . .
O2 C12 3.238(3) no . .
O2 C16 3.158(3) no . .
O3 N4 2.823(2) no . .
O3 C19 3.464(3) no . .
O3 C20 3.435(3) no . .
O3 C27 2.938(3) no . .
O4 C17 3.415(3) no . .
O4 C18 3.446(3) no . .
O4 C27 2.951(3) no . .
O4 C28 3.118(3) no . .
O4 C32 3.306(3) no . .
N1 N2 3.539(3) no . .
N2 C4 3.594(3) no . .
N3 N4 3.539(3) no . .
N4 C20 3.595(3) no . .
C1 C12 3.495(4) no . .
C1 C16 3.598(3) no . .
C2 C6 3.063(3) no . .
C2 C10 3.587(3) no . .
C3 C5 3.153(3) no . .
C3 C6 3.280(3) no . .
C4 C12 3.189(4) no . .
C4 C16 3.174(4) no . .
C5 C8 2.758(4) no . .
C6 C9 2.756(4) no . .
C7 C10 2.744(4) no . .
C11 C14 2.924(3) no . .
C12 C15 2.924(4) no . .
C13 C16 2.926(5) no . .
C17 C32 3.482(4) no . .
C18 C26 3.034(3) no . .
C19 C21 3.153(3) no . .
C19 C26 3.216(4) no . .
C20 C28 3.141(3) no . .
C20 C32 3.233(4) no . .
C21 C24 2.768(4) no . .
C22 C25 2.743(4) no . .
C23 C26 2.745(4) no . .
C27 C30 2.916(4) no . .
C28 C31 2.923(4) no . .
C29 C32 2.918(4) no . .
O1 O3 3.336(3) no . .
O1 O4 3.515(2) no . 2_665
O1 C6 3.345(3) no . 2_655
O1 C32 3.440(4) no . .
O2 O3 3.418(3) no . 2_755
O2 N4 2.873(3) no . 2_755
O2 C21 3.429(3) no . 2_755
O2 C22 3.224(3) no . 2_755
O3 O1 3.336(3) no . .
O3 O2 3.418(3) no . 2_755
O3 C1 3.344(3) no . .
O3 C26 3.303(4) no . 2_765
O4 O1 3.515(2) no . 2_665
O4 N2 2.895(3) no . 2_665
O4 C5 3.407(3) no . 2_665
O4 C10 3.168(3) no . 2_665
N2 O4 2.895(3) no . 2_665
N4 O2 2.873(3) no . 2_755
C1 O3 3.344(3) no . .
C5 O4 3.407(3) no . 2_665
C6 O1 3.345(3) no . 2_655
C10 O4 3.168(3) no . 2_665
C10 C22 3.455(4) no . .
C17 C26 3.596(4) no . 2_765
C21 O2 3.429(3) no . 2_755
C22 O2 3.224(3) no . 2_755
C22 C10 3.455(4) no . .
C26 O3 3.303(4) no . 2_765
C26 C17 3.596(4) no . 2_765
C32 O1 3.440(4) no . .
O1 H1 2.4622 no . .
O1 H9 2.5328 no . .
O2 H3 2.7777 no . .
O2 H11 2.6772 no . .
O2 H18 2.5718 no . .
O2 H19 3.5500 no . .
O3 H2 2.4722 no . .
O3 H26 2.5325 no . .
O4 H20 2.7700 no . .
O4 H27 2.5334 no . .
O4 H28 3.4653 no . .
O4 H36 2.7630 no . .
N1 H3 3.2174 no . .
N1 H10 2.6491 no . .
N1 H11 2.6857 no . .
N1 H18 2.6868 no . .
N1 H19 2.6616 no . .
N2 H3 2.8603 no . .
N2 H4 2.6319 no . .
N2 H8 2.5519 no . .
N3 H20 3.2065 no . .
N3 H27 2.6999 no . .
N3 H28 2.6543 no . .
N3 H35 2.6584 no . .
N3 H36 2.6924 no . .
N4 H20 2.8503 no . .
N4 H21 2.5654 no . .
N4 H25 2.6301 no . .
C1 H1 2.4593 no . .
C1 H3 3.2192 no . .
C1 H9 2.5317 no . .
C1 H10 3.3670 no . .
C1 H19 3.5394 no . .
C2 H4 2.8767 no . .
C3 H1 3.1882 no . .
C3 H4 2.8590 no . .
C4 H9 3.3130 no . .
C4 H10 3.4043 no . .
C4 H11 2.9496 no . .
C4 H18 2.9270 no . .
C4 H19 3.3870 no . .
C5 H3 3.0982 no . .
C5 H5 3.2219 no . .
C5 H7 3.2283 no . .
C6 H1 3.1147 no . .
C6 H3 2.9054 no . .
C6 H6 3.2296 no . .
C6 H8 3.2267 no . .
C7 H7 3.2049 no . .
C8 H4 3.2280 no . .
C8 H8 3.2226 no . .
C9 H5 3.2042 no . .
C10 H1 2.5866 no . .
C10 H4 3.2292 no . .
C10 H6 3.2242 no . .
C11 H12 3.3331 no . .
C11 H13 2.7272 no . .
C11 H15 3.2737 no . .
C11 H16 3.3313 no . .
C11 H17 2.7364 no . .
C12 H14 3.3311 no . .
C12 H15 2.7256 no . .
C12 H17 3.2806 no . .
C12 H18 2.7407 no . .
C12 H19 3.3356 no . .
C13 H9 2.6611 no . .
C13 H16 3.3261 no . .
C13 H17 2.7279 no . .
C13 H18 3.2858 no . .
C14 H9 3.2013 no . .
C14 H10 3.3295 no . .
C14 H11 2.7276 no . .
C14 H18 2.7434 no . .
C14 H19 3.3366 no . .
C15 H9 2.6663 no . .
C15 H11 3.2737 no . .
C15 H12 3.3283 no . .
C15 H13 2.7228 no . .
C16 H10 3.3359 no . .
C16 H11 2.7376 no . .
C16 H13 3.2702 no . .
C16 H14 3.3369 no . .
C16 H15 2.7392 no . .
C17 H2 2.4681 no . .
C17 H20 3.2070 no . .
C17 H26 2.5348 no . .
C17 H28 3.5520 no . .
C17 H35 3.3493 no . .
C18 H25 2.8313 no . .
C19 H2 3.1814 no . .
C19 H25 2.7523 no . .
C20 H26 3.3151 no . .
C20 H27 2.9081 no . .
C20 H28 3.3181 no . .
C20 H35 3.4666 no . .
C20 H36 3.0022 no . .
C21 H20 3.0939 no . .
C21 H22 3.2191 no . .
C21 H24 3.2225 no . .
C22 H2 2.5696 no . .
C22 H23 3.2302 no . .
C22 H25 3.2332 no . .
C23 H24 3.1883 no . .
C24 H21 3.2258 no . .
C24 H25 3.2383 no . .
C25 H22 3.1891 no . .
C26 H2 3.1330 no . .
C26 H20 2.8168 no . .
C26 H21 3.2324 no . .
C26 H23 3.2411 no . .
C27 H29 2.7056 no . .
C27 H30 3.3243 no . .
C27 H31 3.2596 no . .
C27 H33 3.3343 no . .
C27 H34 2.7349 no . .
C28 H31 2.7109 no . .
C28 H32 3.3276 no . .
C28 H34 3.2786 no . .
C28 H35 3.3339 no . .
C28 H36 2.7338 no . .
C29 H26 2.6409 no . .
C29 H33 3.3131 no . .
C29 H34 2.7092 no . .
C29 H36 3.2790 no . .
C30 H26 3.1869 no . .
C30 H27 2.7162 no . .
C30 H28 3.3254 no . .
C30 H35 3.3344 no . .
C30 H36 2.7404 no . .
C31 H26 2.6609 no . .
C31 H27 3.2661 no . .
C31 H29 2.6998 no . .
C31 H30 3.3146 no . .
C32 H27 2.7279 no . .
C32 H28 3.3351 no . .
C32 H29 3.2540 no . .
C32 H31 2.7292 no . .
C32 H32 3.3379 no . .
H1 H4 3.3574 no . .
H1 H8 2.4838 no . .
H2 H21 2.4542 no . .
H2 H25 3.3815 no . .
H3 H4 2.4479 no . .
H4 H5 2.3155 no . .
H5 H6 2.2893 no . .
H6 H7 2.2998 no . .
H7 H8 2.3098 no . .
H9 H10 2.3144 no . .
H9 H11 2.8163 no . .
H9 H12 3.5486 no . .
H9 H13 2.5228 no . .
H9 H16 3.5554 no . .
H9 H17 2.5385 no . .
H9 H18 2.8144 no . .
H9 H19 2.3093 no . .
H10 H12 2.3617 no . .
H10 H13 2.3255 no . .
H11 H12 2.3261 no . .
H11 H13 2.8314 no . .
H11 H15 2.5985 no . .
H11 H18 2.6189 no . .
H12 H14 2.3518 no . .
H12 H15 2.3156 no . .
H13 H14 2.3155 no . .
H13 H15 2.8233 no . .
H13 H17 2.5988 no . .
H14 H16 2.3607 no . .
H14 H17 2.3190 no . .
H15 H16 2.3197 no . .
H15 H17 2.8284 no . .
H15 H18 2.6222 no . .
H16 H18 2.3160 no . .
H16 H19 2.3633 no . .
H17 H18 2.8275 no . .
H17 H19 2.3154 no . .
H20 H25 2.2958 no . .
H21 H22 2.3034 no . .
H22 H23 2.2871 no . .
H23 H24 2.2990 no . .
H24 H25 2.3129 no . .
H26 H27 2.8166 no . .
H26 H28 2.3194 no . .
H26 H29 2.4895 no . .
H26 H30 3.5283 no . .
H26 H33 3.5512 no . .
H26 H34 2.5296 no . .
H26 H35 2.3147 no . .
H26 H36 2.8163 no . .
H27 H29 2.8343 no . .
H27 H30 2.3359 no . .
H27 H31 2.5755 no . .
H27 H32 3.5978 no . .
H27 H36 2.6038 no . .
H28 H29 2.3338 no . .
H28 H30 2.3599 no . .
H28 H31 3.5916 no . .
H29 H31 2.8193 no . .
H29 H32 2.3163 no . .
H29 H33 3.5833 no . .
H29 H34 2.5685 no . .
H30 H31 2.3166 no . .
H30 H32 2.3400 no . .
H30 H34 3.5878 no . .
H31 H33 2.3157 no . .
H31 H34 2.8228 no . .
H31 H36 2.6105 no . .
H32 H33 2.3506 no . .
H32 H34 2.3154 no . .
H33 H35 2.3752 no . .
H33 H36 2.3307 no . .
H34 H35 2.3296 no . .
H34 H36 2.8378 no . .
O1 H4 2.7638 no . 2_655
O1 H20 2.9871 no . 2_665
O1 H35 2.5146 no . .
O2 H2 2.0620 no . 2_755
O2 H21 2.6199 no . 2_755
O3 H3 2.9313 no . 2_755
O3 H10 2.6991 no . .
O3 H25 2.7328 no . 2_765
O4 H1 2.1071 no . 2_665
O4 H8 2.5775 no . 2_665
O4 H19 3.4577 no . 1_565
N2 H19 3.5806 no . 2_655
N4 H36 3.5664 no . 2_665
C1 H4 3.5285 no . 2_655
C1 H35 3.5765 no . .
C3 H20 3.5793 no . 1_545
C4 H2 3.1063 no . 2_755
C5 H11 3.3224 no . 2_755
C5 H19 2.9491 no . 2_655
C6 H9 3.3671 no . 2_655
C6 H11 3.3456 no . 2_755
C6 H19 3.2227 no . 2_655
C6 H24 3.4388 no . 1_545
C7 H9 3.5695 no . 2_655
C7 H11 3.5589 no . 2_755
C7 H12 3.0522 no . 2_755
C7 H14 3.3125 no . 1_554
C7 H17 3.3096 no . 2_655
C7 H19 3.4225 no . 2_655
C7 H24 3.0151 no . 1_545
C7 H33 3.3808 no . 2_655
C8 H12 3.1211 no . 2_755
C8 H13 3.5455 no . 1_554
C8 H14 3.3193 no . 1_554
C8 H15 3.5634 no . 2_755
C8 H17 3.1576 no . 2_655
C8 H19 3.3996 no . 2_655
C8 H32 3.3494 no . 1_554
C9 H15 3.4914 no . 2_755
C9 H19 3.1566 no . 2_655
C9 H21 3.2579 no . .
C9 H22 3.5829 no . .
C9 H29 3.5923 no . 1_554
C9 H31 3.3473 no . 2_665
C9 H32 3.0633 no . 1_554
C10 H11 3.5058 no . 2_755
C10 H19 2.9062 no . 2_655
C10 H21 2.8556 no . .
C10 H27 3.2650 no . 2_665
C12 H3 3.5159 no . 2_755
C12 H24 3.4522 no . 2_765
C12 H26 3.4745 no . .
C13 H6 3.3514 no . 1_556
C13 H14 3.5179 no . 2_756
C13 H24 3.1653 no . 2_765
C14 H6 3.3773 no . 1_556
C14 H12 3.4755 no . 2_756
C14 H23 3.0251 no . 1_546
C15 H23 3.4174 no . 1_546
C16 H27 3.3010 no . 1_545
C17 H25 3.2357 no . 2_765
C19 H35 3.2540 no . 2_665
C19 H36 3.3906 no . 2_665
C20 H1 3.1620 no . 2_665
C21 H8 3.5285 no . .
C21 H28 3.0625 no . 2_765
C21 H36 3.1784 no . 2_665
C22 H7 3.5466 no . .
C22 H8 2.9620 no . .
C22 H18 3.1335 no . 2_755
C22 H28 2.9154 no . 2_765
C22 H36 3.4716 no . 2_665
C23 H7 3.4425 no . .
C23 H15 3.4893 no . 2_755
C23 H18 3.5452 no . 2_755
C23 H23 3.5448 no . 2_764
C23 H28 2.8623 no . 2_765
C23 H31 3.4983 no . 2_665
C23 H33 3.5048 no . 2_665
C24 H14 3.3656 no . 1_564
C24 H15 3.5490 no . 1_564
C24 H16 3.5369 no . 1_564
C24 H22 3.4093 no . 2_764
C24 H28 2.9449 no . 2_765
C24 H29 3.1725 no . 2_765
C24 H33 3.0012 no . 2_665
C25 H5 3.0567 no . 1_565
C25 H10 3.5616 no . 2_765
C25 H12 3.4199 no . 2_765
C25 H14 3.4805 no . 1_564
C25 H26 3.3943 no . 2_765
C25 H28 3.0457 no . 2_765
C25 H29 3.4113 no . 2_765
C25 H33 2.8960 no . 2_665
C26 H4 3.5673 no . 1_565
C26 H26 3.4890 no . 2_765
C26 H28 3.1199 no . 2_765
C26 H33 3.3210 no . 2_665
C26 H36 3.4174 no . 2_665
C28 H18 3.4158 no . 1_565
C29 H7 3.1806 no . 1_556
C29 H31 3.4584 no . 2_666
C29 H32 3.4973 no . 2_666
C30 H7 3.2167 no . 1_556
C30 H7 3.5620 no . 2_665
C30 H30 3.2117 no . 2_666
C30 H31 3.4020 no . 2_666
C30 H32 3.4415 no . 2_666
C31 H5 3.2103 no . 2_655
C32 H20 3.2673 no . 2_665
H1 O4 2.1071 no . 2_665
H1 C20 3.1620 no . 2_665
H1 H19 3.4415 no . 2_655
H2 O2 2.0620 no . 2_755
H2 C4 3.1063 no . 2_755
H3 O3 2.9313 no . 2_755
H3 C12 3.5159 no . 2_755
H3 H10 2.9508 no . 2_755
H3 H11 3.1679 no . 2_755
H3 H20 3.2628 no . 1_545
H3 H25 2.9004 no . 1_545
H4 O1 2.7638 no . 2_655
H4 C1 3.5285 no . 2_655
H4 C26 3.5673 no . 1_545
H4 H9 3.3695 no . 2_655
H4 H20 3.0924 no . 1_545
H4 H24 3.2646 no . 1_545
H4 H25 3.0412 no . 1_545
H4 H35 3.2115 no . 2_655
H5 C25 3.0567 no . 1_545
H5 C31 3.2103 no . 2_655
H5 H12 3.0805 no . 2_755
H5 H14 2.7784 no . 1_554
H5 H17 3.5122 no . 1_554
H5 H17 3.4660 no . 2_655
H5 H24 2.4720 no . 1_545
H5 H33 2.5482 no . 2_655
H5 H34 3.0130 no . 2_655
H6 C13 3.3514 no . 1_554
H6 C14 3.3773 no . 1_554
H6 H12 3.1927 no . 2_755
H6 H13 2.6651 no . 1_554
H6 H14 2.7950 no . 1_554
H6 H17 3.2128 no . 1_554
H6 H17 3.2251 no . 2_655
H6 H29 3.1701 no . 1_554
H6 H32 3.0296 no . 1_554
H6 H34 3.1426 no . 1_554
H7 C22 3.5466 no . .
H7 C23 3.4425 no . .
H7 C29 3.1806 no . 1_554
H7 C30 3.2167 no . 1_554
H7 C30 3.5620 no . 2_665
H7 H15 3.4737 no . 2_755
H7 H21 3.2335 no . .
H7 H22 3.0123 no . .
H7 H27 3.5018 no . 2_665
H7 H29 2.8854 no . 1_554
H7 H30 2.9686 no . 1_554
H7 H31 2.6257 no . 2_665
H7 H32 2.4769 no . 1_554
H8 O4 2.5775 no . 2_665
H8 C21 3.5285 no . .
H8 C22 2.9620 no . .
H8 H19 3.2687 no . 2_655
H8 H21 2.5386 no . .
H8 H27 2.8505 no . 2_665
H8 H31 3.2079 no . 2_665
H8 H36 2.8673 no . 2_665
H9 C6 3.3671 no . 2_655
H9 C7 3.5695 no . 2_655
H9 H4 3.3695 no . 2_655
H9 H26 3.2427 no . .
H9 H34 2.8485 no . .
H9 H35 3.1272 no . .
H10 O3 2.6991 no . .
H10 C25 3.5616 no . 2_765
H10 H3 2.9508 no . 2_755
H10 H24 2.9232 no . 2_765
H10 H25 3.3837 no . 2_765
H10 H26 2.7863 no . .
H11 C5 3.3224 no . 2_755
H11 C6 3.3456 no . 2_755
H11 C7 3.5589 no . 2_755
H11 C10 3.5058 no . 2_755
H11 H3 3.1679 no . 2_755
H11 H21 3.0484 no . 2_755
H12 C7 3.0522 no . 2_755
H12 C8 3.1211 no . 2_755
H12 C14 3.4755 no . 2_756
H12 C25 3.4199 no . 2_765
H12 H5 3.0805 no . 2_755
H12 H6 3.1927 no . 2_755
H12 H12 3.3621 no . 2_756
H12 H14 2.6726 no . 2_756
H12 H24 2.5296 no . 2_765
H13 C8 3.5455 no . 1_556
H13 H6 2.6651 no . 1_556
H13 H24 3.1924 no . 2_765
H13 H26 3.0948 no . .
H13 H29 3.0126 no . .
H13 H34 2.7376 no . .
H14 C7 3.3125 no . 1_556
H14 C8 3.3193 no . 1_556
H14 C13 3.5179 no . 2_756
H14 C24 3.3656 no . 1_546
H14 C25 3.4805 no . 1_546
H14 H5 2.7784 no . 1_556
H14 H6 2.7950 no . 1_556
H14 H12 2.6726 no . 2_756
H14 H23 2.7087 no . 1_546
H14 H24 2.9322 no . 1_546
H15 C8 3.5634 no . 2_755
H15 C9 3.4914 no . 2_755
H15 C23 3.4893 no . 2_755
H15 C24 3.5490 no . 1_546
H15 H7 3.4737 no . 2_755
H15 H21 3.1660 no . 2_755
H15 H22 2.7992 no . 2_755
H15 H23 2.6573 no . 1_546
H16 C24 3.5369 no . 1_546
H16 H23 2.8473 no . 1_546
H16 H27 3.4557 no . 1_545
H16 H30 3.0958 no . 1_545
H16 H32 2.9003 no . 2_656
H16 H33 3.3718 no . 2_656
H17 C7 3.3096 no . 2_655
H17 C8 3.1576 no . 2_655
H17 H5 3.5122 no . 1_556
H17 H5 3.4660 no . 2_655
H17 H6 3.2128 no . 1_556
H17 H6 3.2251 no . 2_655
H17 H32 3.5746 no . 2_656
H17 H34 3.4110 no . .
H18 C22 3.1335 no . 2_755
H18 C23 3.5452 no . 2_755
H18 C28 3.4158 no . 1_545
H18 H21 2.7226 no . 2_755
H18 H22 3.4723 no . 2_755
H18 H27 2.9733 no . 1_545
H18 H28 2.9549 no . 1_545
H19 O4 3.4577 no . 1_545
H19 N2 3.5806 no . 2_655
H19 C5 2.9491 no . 2_655
H19 C6 3.2227 no . 2_655
H19 C7 3.4225 no . 2_655
H19 C8 3.3996 no . 2_655
H19 C9 3.1566 no . 2_655
H19 C10 2.9062 no . 2_655
H19 H1 3.4415 no . 2_655
H19 H8 3.2687 no . 2_655
H19 H27 2.8055 no . 1_545
H19 H28 3.5590 no . 1_545
H20 O1 2.9871 no . 2_665
H20 C3 3.5793 no . 1_565
H20 C32 3.2673 no . 2_665
H20 H3 3.2628 no . 1_565
H20 H4 3.0924 no . 1_565
H20 H35 2.6061 no . 2_665
H20 H36 3.0341 no . 2_665
H21 O2 2.6199 no . 2_755
H21 C9 3.2579 no . .
H21 C10 2.8556 no . .
H21 H7 3.2335 no . .
H21 H8 2.5386 no . .
H21 H11 3.0484 no . 2_755
H21 H15 3.1660 no . 2_755
H21 H18 2.7226 no . 2_755
H21 H28 3.3948 no . 2_765
H22 C9 3.5829 no . .
H22 C24 3.4093 no . 2_764
H22 H7 3.0123 no . .
H22 H15 2.7992 no . 2_755
H22 H18 3.4723 no . 2_755
H22 H22 3.2057 no . 2_764
H22 H23 2.6976 no . 2_764
H22 H28 3.3347 no . 2_765
H22 H30 3.2443 no . 1_554
H22 H31 3.5326 no . 2_665
H23 C14 3.0251 no . 1_564
H23 C15 3.4174 no . 1_564
H23 C23 3.5448 no . 2_764
H23 H14 2.7087 no . 1_564
H23 H15 2.6573 no . 1_564
H23 H16 2.8473 no . 1_564
H23 H22 2.6976 no . 2_764
H23 H28 3.4571 no . 2_765
H23 H29 3.0595 no . 2_765
H23 H30 3.5675 no . 2_765
H23 H33 3.2525 no . 2_665
H24 C6 3.4388 no . 1_565
H24 C7 3.0151 no . 1_565
H24 C12 3.4522 no . 2_765
H24 C13 3.1653 no . 2_765
H24 H4 3.2646 no . 1_565
H24 H5 2.4720 no . 1_565
H24 H10 2.9232 no . 2_765
H24 H12 2.5296 no . 2_765
H24 H13 3.1924 no . 2_765
H24 H14 2.9322 no . 1_564
H24 H26 3.3771 no . 2_765
H24 H28 3.5860 no . 2_765
H24 H29 3.4402 no . 2_765
H24 H33 3.1026 no . 2_665
H25 O3 2.7328 no . 2_765
H25 C17 3.2357 no . 2_765
H25 H3 2.9004 no . 1_565
H25 H4 3.0412 no . 1_565
H25 H10 3.3837 no . 2_765
H25 H26 3.5491 no . 2_765
H26 C12 3.4745 no . .
H26 C25 3.3943 no . 2_765
H26 C26 3.4890 no . 2_765
H26 H9 3.2427 no . .
H26 H10 2.7863 no . .
H26 H13 3.0948 no . .
H26 H24 3.3771 no . 2_765
H26 H25 3.5491 no . 2_765
H27 C10 3.2650 no . 2_665
H27 C16 3.3010 no . 1_565
H27 H7 3.5018 no . 2_665
H27 H8 2.8505 no . 2_665
H27 H16 3.4557 no . 1_565
H27 H18 2.9733 no . 1_565
H27 H19 2.8055 no . 1_565
H28 C21 3.0625 no . 2_765
H28 C22 2.9154 no . 2_765
H28 C23 2.8623 no . 2_765
H28 C24 2.9449 no . 2_765
H28 C25 3.0457 no . 2_765
H28 C26 3.1199 no . 2_765
H28 H18 2.9549 no . 1_565
H28 H19 3.5590 no . 1_565
H28 H21 3.3948 no . 2_765
H28 H22 3.3347 no . 2_765
H28 H23 3.4571 no . 2_765
H28 H24 3.5860 no . 2_765
H29 C9 3.5923 no . 1_556
H29 C24 3.1725 no . 2_765
H29 C25 3.4113 no . 2_765
H29 H6 3.1701 no . 1_556
H29 H7 2.8854 no . 1_556
H29 H13 3.0126 no . .
H29 H23 3.0595 no . 2_765
H29 H24 3.4402 no . 2_765
H30 C30 3.2117 no . 2_666
H30 H7 2.9686 no . 1_556
H30 H16 3.0958 no . 1_565
H30 H22 3.2443 no . 1_556
H30 H23 3.5675 no . 2_765
H30 H31 2.7449 no . 2_666
H30 H32 2.7743 no . 2_666
H31 C9 3.3473 no . 2_665
H31 C23 3.4983 no . 2_665
H31 C29 3.4584 no . 2_666
H31 C30 3.4020 no . 2_666
H31 H7 2.6257 no . 2_665
H31 H8 3.2079 no . 2_665
H31 H22 3.5326 no . 2_665
H31 H30 2.7449 no . 2_666
H31 H31 3.3072 no . 2_666
H31 H32 2.9570 no . 2_666
H32 C8 3.3494 no . 1_556
H32 C9 3.0633 no . 1_556
H32 C29 3.4973 no . 2_666
H32 C30 3.4415 no . 2_666
H32 H6 3.0296 no . 1_556
H32 H7 2.4769 no . 1_556
H32 H16 2.9003 no . 2_656
H32 H17 3.5746 no . 2_656
H32 H30 2.7743 no . 2_666
H32 H31 2.9570 no . 2_666
H32 H32 3.3880 no . 2_666
H33 C7 3.3808 no . 2_655
H33 C23 3.5048 no . 2_665
H33 C24 3.0012 no . 2_665
H33 C25 2.8960 no . 2_665
H33 C26 3.3210 no . 2_665
H33 H5 2.5482 no . 2_655
H33 H16 3.3718 no . 2_656
H33 H23 3.2525 no . 2_665
H33 H24 3.1026 no . 2_665
H34 H5 3.0130 no . 2_655
H34 H6 3.1426 no . 1_556
H34 H9 2.8485 no . .
H34 H13 2.7376 no . .
H34 H17 3.4110 no . .
H35 O1 2.5146 no . .
H35 C1 3.5765 no . .
H35 C19 3.2540 no . 2_665
H35 H4 3.2115 no . 2_655
H35 H9 3.1272 no . .
H35 H20 2.6061 no . 2_665
H36 N4 3.5664 no . 2_665
H36 C19 3.3906 no . 2_665
H36 C21 3.1784 no . 2_665
H36 C22 3.4716 no . 2_665
H36 C26 3.4174 no . 2_665
H36 H8 2.8673 no . 2_665
H36 H20 3.0341 no . 2_665

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H1 O1 . . . 2.816(3) 0.860 2.462 105.5 no
N2 H1 O4 . . 2_665 2.895(3) 0.860 2.107 152.1 no
N4 H2 O2 . . 2_755 2.873(3) 0.860 2.062 156.8 no
N4 H2 O3 . . . 2.823(2) 0.860 2.472 105.3 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
