#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:34:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180511 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/80/7218002.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_7218002
loop_
_publ_author_name
'Vella-Zarb, Liana'
'Braga, Dario'
'Guy Orpen, A.'
'Baisch, Ulrich'
_publ_section_title
;
 The influence of hydrogen bonding on the planar arrangement of melamine
 in crystal structures of its solvates, cocrystals and salts
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              8147
_journal_paper_doi               10.1039/C4CE00748D
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C3 H6 N6, 3(C7 H8 N4 O2)'
_chemical_formula_sum            'C24 H30 N18 O6'
_chemical_formula_weight         666.66
_chemical_name_systematic        'tri-theobromine melamine'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-04-07
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90
_cell_angle_beta                 109.388(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.3308(8)
_cell_length_b                   16.2228(10)
_cell_length_c                   13.1104(10)
_cell_measurement_reflns_used    2894
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      66.5936
_cell_measurement_theta_min      4.2536
_cell_volume                     2875.1(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
  1 omega  -20.00   64.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       39.8381  -38.0000   60.0000 84

  2 omega   20.00  112.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       39.8381   38.0000   60.0000 92

  3 omega  131.00  165.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000   30.0000 34

  4 omega  103.00  163.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000   90.0000 60

  5 omega   39.00   73.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000  -60.0000 34

  6 omega   20.00   47.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000    0.0000 27

  7 omega   16.00   48.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000   90.0000 32

  8 omega   24.00   75.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -61.0000  -60.0000 51

  9 omega   32.00   69.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000    0.0000 37

 10 omega   65.00  112.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  -30.0000 47

 11 omega   22.00   50.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -94.0000 -120.0000 28

 12 omega   57.00   83.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -94.0000 -120.0000 26

 13 omega   90.00  117.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000   30.0000 27

 14 omega   37.00   75.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   90.0000 38

 15 omega   20.00   67.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000  150.0000 47

 16 omega   58.00   85.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -52.0000  -19.0000 27

 17 omega   14.00   49.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -94.0000 -180.0000 35

 18 omega   21.00  122.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -90.0000  -57.0000 101

 19 omega -114.00  -10.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.8381  -57.0000 -180.0000 104

 20 omega  -69.00   34.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.8381   57.0000  -30.0000 103

 21 omega -119.00   -6.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.8381  -77.0000  -60.0000 113

 22 omega   63.00   88.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   61.0000  -30.0000 25

 23 omega   41.00  176.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   17.0000  -95.0000 135
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0903049000
_diffrn_orient_matrix_UB_12      -0.0215783000
_diffrn_orient_matrix_UB_13      0.0337700000
_diffrn_orient_matrix_UB_21      -0.0662758000
_diffrn_orient_matrix_UB_22      0.0003127000
_diffrn_orient_matrix_UB_23      -0.1196428000
_diffrn_orient_matrix_UB_31      0.0208595000
_diffrn_orient_matrix_UB_32      -0.0924782000
_diffrn_orient_matrix_UB_33      -0.0081661000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10236
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.704
_diffrn_reflns_theta_min         4.257
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.3657
_exptl_crystal_size_mid          0.1922
_exptl_crystal_size_min          0.0903
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         2523
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0685
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1351P)²+3.2614P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2050
_refine_ls_wR_factor_ref         0.2244
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1916
_reflns_number_total             2523
_reflns_threshold_expression     'I > 2σ(I)'
_cod_duplicate_entry             7216833
_cod_data_source_file            c4ce00748d2.cif
_cod_data_source_block           2_995318_MelTheobr
_cod_original_cell_volume        2875.2(3)
_cod_database_code               7218002
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         'C24 H30 N18 O6'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 94.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_refinement_special_details      'both theobromine molecules disordered'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{N13, C13}
{C15, N15}
{C33, N33}
3. Uiso/Uaniso restraints and constraints
Uanis(N13) = Uanis(C13)
Uanis(C15) = Uanis(N15)
Uanis(C18) = Uanis(C18A)
Uanis(C22) = Uanis(C22A)
Uanis(C23) = Uanis(C23A)
Uanis(C33) = Uanis(N33)
4. Others
 Fixed Sof: N13(0.75) C13(0.25) C15(0.75) N15(0.25) N17(0.75) N17A(0.25)
 C18(0.75) H18(0.75) C18A(0.25) H18A(0.25) C22(0.75) H22A(0.75) H22B(0.75)
 H22C(0.75) C22A(0.25) H22D(0.25) H22E(0.25) H22F(0.25) C23(0.75) H23A(0.75)
 H23B(0.75) H23C(0.75) C23A(0.25) H23D(0.25) H23E(0.25) H23F(0.25) C33(0.5)
 N33(0.5) N35(0.5) C36(0.5) H36(0.5) C39(0.5) H39A(0.5) H39B(0.5) H39C(0.5)
 C40(0.5) H40A(0.5) H40B(0.5) H40C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 N11(H11), C18(H18), C18A(H18A), N31(H31), C36(H36)
5.b X=CH2 refined with riding coordinates:
 N5(H5A,H5B)
5.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C22A(H22D,H22E,H22F), C23(H23A,H23B,H23C), C23A(H23D,
 H23E,H23F), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5000 0.4790(2) 0.7500 0.0475(8) Uani 1 2 d S T P . .
C2 C 0.41793(17) 0.5247(2) 0.7026(2) 0.0448(7) Uani 1 1 d . . . . .
N3 N 0.41314(15) 0.60659(16) 0.70093(18) 0.0456(6) Uani 1 1 d . . . . .
C4 C 0.5000 0.6458(3) 0.7500 0.0438(9) Uani 1 2 d S T P . .
N5 N 0.33457(16) 0.48261(17) 0.6526(2) 0.0557(7) Uani 1 1 d . . . . .
H5A H 0.2792 0.5093 0.6201 0.067 Uiso 1 1 calc R . . . .
H5B H 0.3354 0.4284 0.6523 0.067 Uiso 1 1 calc R . . . .
N6 N 0.5000 0.7266(3) 0.7500 0.0471(9) Uani 1 2 d S T P . .
H6 H 0.450(3) 0.753(2) 0.724(3) 0.057 Uiso 1 1 d R . . . .
N11 N 0.27171(16) 0.80368(16) 0.39265(19) 0.0489(7) Uani 1 1 d . . . . .
H11 H 0.2154 0.8297 0.3622 0.059 Uiso 1 1 calc R . . . .
C12 C 0.26795(19) 0.7202(2) 0.3804(2) 0.0489(7) Uani 1 1 d . . . . .
N13 N 0.35745(18) 0.67889(19) 0.4225(2) 0.0526(7) Uani 0.75 1 d . . . A 1
C13 C 0.35745(18) 0.67889(19) 0.4225(2) 0.0526(7) Uani 0.25 1 d . . . A 2
C14 C 0.4423(2) 0.7236(2) 0.4759(2) 0.0525(8) Uani 1 1 d . . . . .
C15 C 0.44050(19) 0.8068(2) 0.4879(2) 0.0550(8) Uani 0.75 1 d . . . B 1
N15 N 0.44050(19) 0.8068(2) 0.4879(2) 0.0550(8) Uani 0.25 1 d . . . B 2
C16 C 0.35230(19) 0.8538(2) 0.4468(2) 0.0510(8) Uani 1 1 d . . . . .
N17 N 0.5367(2) 0.8237(3) 0.5447(3) 0.0510(9) Uani 0.75 1 d . . . B 1
N17A N 0.3960(15) 0.6132(12) 0.4385(15) 0.071(5) Uani 0.25 1 d . . . A 2
C18 C 0.5873(3) 0.7535(3) 0.5601(3) 0.0551(10) Uani 0.75 1 d . . . B 1
H18 H 0.6563 0.7505 0.5979 0.066 Uiso 0.75 1 calc R . . B 1
C18A C 0.4951(8) 0.6147(9) 0.4858(10) 0.0551(10) Uani 0.25 1 d . . . A 2
H18A H 0.5348 0.5665 0.4953 0.066 Uiso 0.25 1 calc R . . A 2
N19 N 0.53231(17) 0.68776(18) 0.5176(2) 0.0558(7) Uani 1 1 d . . . . .
O20 O 0.34392(14) 0.92773(15) 0.4536(2) 0.0646(7) Uani 1 1 d . . . . .
O21 O 0.18997(15) 0.68423(13) 0.33336(17) 0.0549(6) Uani 1 1 d . . . . .
C22 C 0.3604(5) 0.5877(4) 0.4136(5) 0.0562(14) Uani 0.75 1 d . . . A 1
H22A H 0.4283 0.5701 0.4239 0.084 Uiso 0.75 1 calc GR . . A 1
H22B H 0.3170 0.5705 0.3419 0.084 Uiso 0.75 1 calc GR . . A 1
H22C H 0.3379 0.5624 0.4692 0.084 Uiso 0.75 1 calc GR . . A 1
C22A C 0.5346(13) 0.8689(13) 0.5506(13) 0.0562(14) Uani 0.25 1 d . . . B 2
H22D H 0.5919 0.8358 0.5919 0.084 Uiso 0.25 1 calc GR . . B 2
H22E H 0.5155 0.9055 0.5999 0.084 Uiso 0.25 1 calc GR . . B 2
H22F H 0.5518 0.9021 0.4970 0.084 Uiso 0.25 1 calc GR . . B 2
C23 C 0.5754(3) 0.9054(3) 0.5838(5) 0.0679(13) Uani 0.75 1 d . . . B 1
H23A H 0.6435 0.9003 0.6334 0.102 Uiso 0.75 1 calc GR . . B 1
H23B H 0.5342 0.9305 0.6219 0.102 Uiso 0.75 1 calc GR . . B 1
H23C H 0.5745 0.9402 0.5224 0.102 Uiso 0.75 1 calc GR . . B 1
C23A C 0.3344(10) 0.5418(11) 0.4019(15) 0.0679(13) Uani 0.25 1 d . . . A 2
H23D H 0.2787 0.5439 0.4295 0.102 Uiso 0.25 1 calc GR . . A 2
H23E H 0.3733 0.4918 0.4286 0.102 Uiso 0.25 1 calc GR . . A 2
H23F H 0.3092 0.5409 0.3227 0.102 Uiso 0.25 1 calc GR . . A 2
N31 N 1.0000 0.7968(2) 0.7500 0.0467(8) Uani 1 2 d S T P C .
H31 H 1.0000 0.8511 0.7500 0.056 Uiso 1 2 calc RS T P . .
C32 C 0.90913(19) 0.7585(2) 0.6994(2) 0.0473(7) Uani 1 1 d . . . . .
C33 C 0.9120(2) 0.6740(2) 0.6989(2) 0.0565(8) Uani 0.5 1 d . . . C 1
N33 N 0.9120(2) 0.6740(2) 0.6989(2) 0.0565(8) Uani 0.5 1 d . . . C 2
C34 C 1.0000 0.6314(3) 0.7500 0.0565(11) Uani 1 2 d S T P . .
N35 N 0.8553(6) 0.6086(4) 0.6696(6) 0.0571(17) Uani 0.5 1 d . . . C 1
C36 C 0.9048(5) 0.5378(5) 0.6969(6) 0.070(2) Uani 0.5 1 d . . . C 1
H36 H 0.8751 0.4849 0.6803 0.083 Uiso 0.5 1 calc R . . C 1
N37 N 1.0000 0.5497(3) 0.7500 0.0647(11) Uani 1 2 d S T P C 1
O38 O 0.83356(13) 0.80030(14) 0.65957(17) 0.0531(6) Uani 1 1 d . . . D 1
C39 C 0.7498(7) 0.6182(5) 0.6076(7) 0.075(2) Uani 0.5 1 d . . . C 1
H39A H 0.7414 0.6618 0.5535 0.113 Uiso 0.5 1 calc GR . . C 1
H39B H 0.7137 0.6331 0.6567 0.113 Uiso 0.5 1 calc GR . . C 1
H39C H 0.7237 0.5662 0.5713 0.113 Uiso 0.5 1 calc GR . . C 1
C40 C 0.8129(7) 0.6295(6) 0.6363(8) 0.059(2) Uani 0.5 1 d . . . C 2
H40A H 0.7843 0.6542 0.5644 0.089 Uiso 0.5 1 calc GR . . C 2
H40B H 0.7664 0.6355 0.6763 0.089 Uiso 0.5 1 calc GR . . C 2
H40C H 0.8257 0.5708 0.6288 0.089 Uiso 0.5 1 calc GR . . C 2
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2 10 2 0.0987 -2.0000 9.9998 2.0000 0.0324 -0.1036 -0.9828
-4 1 8 0.1706 -4.0000 0.9997 8.0000 0.6098 -0.6917 -0.2412
4 -5 -7 0.0816 4.0000 -4.9997 -7.0000 -0.4897 0.5708 0.6030
-4 -5 -5 0.0483 -4.0000 -4.9997 -5.0000 0.3003 0.8618 0.4198
4 5 5 0.0420 4.0000 4.9997 5.0000 -0.3003 -0.8618 -0.4198
6 -5 3 0.0628 6.0000 -5.0001 3.0000 -0.3326 -0.7581 0.5631
-6 5 -4 0.0568 -6.0000 5.0001 -4.0000 0.2989 0.8778 -0.5549
-2 -10 3 0.0789 -2.0000 -10.0000 3.0000 0.4977 -0.2295 0.8586
5 0 -8 0.1192 5.0000 0.0003 -8.0000 -0.7217 0.6258 0.1696
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 N1 C2 113.6(4) 2_656 .
N3 C2 N1 125.9(3) . .
N3 C2 N5 117.9(2) . .
N5 C2 N1 116.2(3) . .
C2 N3 C4 115.3(3) . .
N3 C4 N3 124.0(4) . 2_656
N6 C4 N3 118.0(2) . 2_656
N6 C4 N3 118.0(2) . .
C2 N5 H5A 120.0 . .
C2 N5 H5B 120.0 . .
H5A N5 H5B 120.0 . .
C4 N6 H6 122(3) . .
C12 N11 H11 115.4 . .
C12 N11 C16 129.2(2) . .
C16 N11 H11 115.4 . .
N11 C12 N13 115.9(3) . .
O21 C12 N11 121.6(3) . .
O21 C12 N13 122.4(3) . .
C12 N13 C14 119.1(3) . .
C12 N13 C22 119.7(3) . .
C14 N13 C22 121.1(3) . .
N19 C14 C15 115.6(3) . .
C14 C15 C16 122.5(3) . .
C14 C15 N17 102.0(3) . .
N17 C15 C16 135.4(4) . .
N11 C16 C15 111.2(3) . .
O20 C16 N11 121.8(3) . .
O20 C16 C15 126.9(3) . .
C15 N17 C14 39.0(2) . .
C15 N17 C23 124.9(4) . .
C18 N17 C14 69.3(3) . .
C18 N17 C15 108.3(4) . .
C18 N17 C23 126.8(3) . .
C23 N17 C14 163.7(3) . .
C18A N17A C14 69.1(10) . .
C18A N17A C23A 127.1(18) . .
C23A N17A C14 163.7(17) . .
C14 C18 H18 163.3 . .
N17 C18 C14 73.6(2) . .
N17 C18 H18 123.0 . .
N17 C18 N19 113.9(3) . .
N19 C18 C14 40.29(18) . .
N19 C18 H18 123.0 . .
C14 C18A H18A 167.5 . .
N17A C18A C14 69.6(10) . .
N17A C18A H18A 122.7 . .
N19 C18A C14 45.1(5) . .
N19 C18A N17A 114.7(13) . .
N19 C18A H18A 122.7 . .
C18 N19 C14 100.2(3) . .
C18A N19 C14 91.6(5) . .
N13 C22 H22A 109.5 . .
N13 C22 H22B 109.5 . .
N13 C22 H22C 109.5 . .
H22A C22 H22B 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
H22D C22A H22E 109.5 . .
H22D C22A H22F 109.5 . .
H22E C22A H22F 109.5 . .
N17 C23 H23A 109.5 . .
N17 C23 H23B 109.5 . .
N17 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
N17A C23A H23D 109.5 . .
N17A C23A H23E 109.5 . .
N17A C23A H23F 109.5 . .
H23D C23A H23E 109.5 . .
H23D C23A H23F 109.5 . .
H23E C23A H23F 109.5 . .
C32 N31 H31 116.5 . .
C32 N31 H31 116.5 2_756 .
C32 N31 C32 127.1(4) 2_756 .
C33 C32 N31 115.0(3) . .
O38 C32 N31 120.2(3) . .
O38 C32 C33 124.7(3) . .
C32 C33 C34 121.0(3) . .
N35 C33 C32 142.3(4) . .
N35 C33 C34 96.5(4) . .
C33 C34 C33 120.8(4) 2_756 .
C33 C34 C36 160.4(4) 2_756 .
C33 C34 C36 160.4(4) . 2_756
C33 C34 C36 78.8(3) . .
C33 C34 C36 78.8(3) 2_756 2_756
C36 C34 C36 81.6(5) . 2_756
N37 C34 C33 119.6(2) . .
N37 C34 C33 119.6(2) . 2_756
N37 C34 C36 40.8(2) . .
N37 C34 C36 40.8(2) . 2_756
C33 N35 C36 113.2(6) . .
C33 N35 C39 120.0(6) . .
C36 N35 C39 126.7(7) . .
C34 C36 H36 164.7 . .
N35 C36 C34 71.4(5) . .
N35 C36 H36 123.9 . .
N37 C36 C34 40.8(3) . .
N37 C36 N35 112.2(7) . .
N37 C36 H36 123.9 . .
C36 N37 C34 98.4(4) 2_756 .
C36 N37 C34 98.4(4) . .
C36 N37 C36 163.2(8) . 2_756
N35 C39 H39A 109.5 . .
N35 C39 H39B 109.5 . .
N35 C39 H39C 109.5 . .
H39A C39 H39B 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
H40A C40 H40B 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.354(3) 2_656
N1 C2 1.354(3) .
C2 N3 1.330(4) .
C2 N5 1.343(4) .
N3 C4 1.355(3) .
C4 N3 1.355(3) 2_656
C4 N6 1.310(6) .
N5 H5A 0.8800 .
N5 H5B 0.8800 .
N6 H6 0.81(4) .
N11 H11 0.8800 .
N11 C12 1.363(4) .
N11 C16 1.398(4) .
C12 N13 1.389(4) .
C12 O21 1.229(4) .
N13 C14 1.389(4) .
N13 C22 1.485(7) .
C14 C15 1.360(5) .
C14 N19 1.354(4) .
C15 C16 1.420(4) .
C15 N17 1.360(4) .
C16 O20 1.212(4) .
N17 C18 1.328(6) .
N17 C23 1.463(6) .
N17A C18A 1.35(2) .
N17A C23A 1.44(2) .
C18 H18 0.9500 .
C18 N19 1.333(5) .
C18A H18A 0.9500 .
C18A N19 1.310(15) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C22A H22D 0.9800 .
C22A H22E 0.9800 .
C22A H22F 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C23A H23D 0.9800 .
C23A H23E 0.9800 .
C23A H23F 0.9800 .
N31 H31 0.8800 .
N31 C32 1.396(3) 2_756
N31 C32 1.396(3) .
C32 C33 1.371(5) .
C32 O38 1.237(3) .
C33 C34 1.398(4) .
C33 N35 1.314(8) .
C34 C33 1.398(4) 2_756
C34 N33 1.398(4) 2_756
C34 C36 2.006(8) .
C34 C36 2.006(8) 2_756
C34 N37 1.325(6) .
N35 C36 1.335(11) .
N35 C39 1.468(9) .
C36 H36 0.9500 .
C36 N37 1.324(6) .
N37 C36 1.324(6) 2_756
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N5 H5A O20 0.8800 1.9900 2.869(3) 178.00 7_566
N5 H5B O38 0.8800 2.0800 2.959(4) 176.00 3_445
N6 H6 O21 0.81(4) 2.15(4) 2.954(3) 174(4) 7_566
N11 H11 N3 0.8800 2.0300 2.913(3) 177.00 7_566
C18 H18 O38 0.9500 2.5300 3.417(5) 156.00 .
C22 H22A N19 0.9800 2.4800 2.887(7) 104.00 .
C23 H23C O20 0.9800 2.4100 3.047(5) 122.00 5_676
N31 H31 N1 0.8800 2.0700 2.956(5) 180.00 3_555
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_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 C2 N3 C4 1.4(4) . .
C2 N1 C2 N3 -0.74(19) 2_656 .
C2 N1 C2 N5 178.9(3) 2_656 .
C2 N3 C4 N3 -0.64(16) . 2_656
C2 N3 C4 N6 179.37(16) . .
N5 C2 N3 C4 -178.2(2) . .
N11 C12 N13 C14 1.9(4) . .
N11 C12 N13 C22 179.6(4) . .
C12 N11 C16 C15 3.3(4) . .
C12 N11 C16 O20 -178.0(3) . .
C14 C15 C16 N11 -1.1(4) . .
C14 C15 C16 O20 -179.8(3) . .
C14 C15 N17 C18 1.2(4) . .
C14 C15 N17 C23 -177.2(4) . .
C14 N17 C18 N19 0.7(3) . .
C14 N17A C18A N19 2.5(10) . .
C14 C18 N19 C18A -173(3) . .
C14 C18A N19 C18 173(3) . .
C15 C14 N19 C18 1.8(4) . .
C15 C14 N19 C18A -179.5(6) . .
C15 N17 C18 C14 -0.8(3) . .
C15 N17 C18 N19 -0.1(5) . .
C16 N11 C12 N13 -3.7(4) . .
C16 N11 C12 O21 177.3(3) . .
C16 C15 N17 C14 179.2(5) . .
C16 C15 N17 C18 -179.7(3) . .
C16 C15 N17 C23 2.0(6) . .
N17 C15 C16 N11 179.8(3) . .
N17 C15 C16 O20 1.1(6) . .
N17 C18 N19 C14 -1.0(4) . .
N17 C18 N19 C18A -174(3) . .
N17A C18A N19 C14 -3.3(13) . .
N17A C18A N19 C18 170(2) . .
N19 C14 C15 C16 178.8(3) . .
N19 C14 C15 N17 -1.9(4) . .
O21 C12 N13 C14 -179.1(3) . .
O21 C12 N13 C22 -1.4(5) . .
C23 N17 C18 C14 177.5(4) . .
C23 N17 C18 N19 178.2(4) . .
C23A N17A C18A C14 -178(2) . .
C23A N17A C18A N19 -175.8(18) . .
N31 C32 C33 C34 2.5(4) . .
N31 C32 C33 N35 177.0(6) . .
C32 N31 C32 C33 -1.26(18) 2_756 .
C32 N31 C32 O38 178.5(3) 2_756 .
C32 C33 C34 C33 -1.37(19) . 2_756
C32 C33 C34 N33 -1.37(19) . 2_756
C32 C33 C34 C36 177.8(3) . .
C32 C33 C34 C36 -179.0(7) . 2_756
C32 C33 C34 N37 178.63(19) . .
C32 C33 N35 C36 -177.2(5) . .
C32 C33 N35 C39 6.1(11) . .
C33 C34 N37 C36 -1.2(4) 2_756 2_756
C33 C34 N37 C36 -1.2(4) . .
C33 C34 N37 C36 178.8(4) . 2_756
C33 C34 N37 C36 178.8(4) 2_756 .
C33 N35 C36 C34 1.4(5) . .
C33 N35 C36 N37 1.5(9) . .
N33 C34 N37 C36 -1.2(4) 2_756 2_756
N33 C34 N37 C36 178.8(4) 2_756 .
C34 C33 N35 C36 -1.9(6) . .
C34 C33 N35 C39 -178.7(6) . .
C34 C36 N37 C36 179.995(5) . 2_756
N35 C33 C34 C33 -178.0(4) . 2_756
N35 C33 C34 N33 -178.0(4) . 2_756
N35 C33 C34 C36 1.2(4) . .
N35 C33 C34 C36 4.4(9) . 2_756
N35 C33 C34 N37 2.0(4) . .
N35 C36 N37 C34 -0.1(6) . .
N35 C36 N37 C36 179.9(6) . 2_756
C36 C34 N37 C36 180.001(2) . 2_756
C36 C34 N37 C36 179.999(1) 2_756 .
O38 C32 C33 C34 -177.2(2) . .
O38 C32 C33 N35 -2.7(8) . .
C39 N35 C36 C34 177.9(8) . .
C39 N35 C36 N37 178.0(7) . .
