# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_Ipym
_database_code_depnum_ccdc_archive 'CCDC 1021552'
_audit_update_record             
;
2014-12-19 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'?DW-X-7-SEB 2-amino-5-(iodoethynyl)-pyrimidine'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 I N3'
_chemical_formula_sum            'C6 H4 I N3'
_chemical_formula_weight         245.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Cmca

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   7.6148(9)
_cell_length_b                   7.8988(8)
_cell_length_c                   24.473(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1472.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4034
_cell_measurement_theta_min      3.33
_cell_measurement_theta_max      28.43

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    4.272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2551
_exptl_absorpt_correction_T_max  0.7836
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9305
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.66
_diffrn_reflns_theta_max         30.59
_reflns_number_total             1202
_reflns_number_gt                976
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0600P)²+70.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1202
_refine_ls_number_parameters     55
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0865
_refine_ls_wR_factor_ref         0.1975
_refine_ls_wR_factor_gt          0.1898
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
I1 I 0.5000 1.04822(14) 0.27476(4) 0.0525(4) Uani 1 2 d S . .
N11 N 0.6576(8) 0.3839(8) 0.4431(3) 0.0252(12) Uani 1 1 d . . .
C12 C 0.5000 0.3259(12) 0.4598(4) 0.0218(18) Uani 1 2 d S . .
N12 N 0.5000 0.1970(11) 0.4957(4) 0.0270(18) Uani 1 2 d S . .
H12A H 0.6024 0.1513 0.5067 0.032 Uiso 1 1 d R . .
C15 C 0.5000 0.5834(13) 0.3880(4) 0.027(2) Uani 1 2 d S . .
C16 C 0.6555(10) 0.5108(9) 0.4080(3) 0.0261(14) Uani 1 1 d . . .
H16 H 0.7645 0.5551 0.3957 0.031 Uiso 1 1 calc R . .
C17 C 0.5000 0.7272(14) 0.3529(4) 0.027(2) Uani 1 2 d S . .
C18 C 0.5000 0.8474(18) 0.3238(5) 0.036(3) Uani 1 2 d S . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C18 1.989(13) . ?
N11 C16 1.320(9) . ?
N11 C12 1.348(7) . ?
C12 N12 1.345(13) . ?
C12 N11 1.348(7) 12_655 ?
N12 H12A 0.9003 . ?
C15 C16 1.403(9) 12_655 ?
C15 C16 1.403(9) . ?
C15 C17 1.425(15) . ?
C16 H16 0.9500 . ?
C17 C18 1.187(17) . ?

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
_geom_angle_publ_flag
C16 N11 C12 116.4(7) . . ?
N12 C12 N11 117.1(4) . . ?
N12 C12 N11 117.1(4) . 12_655 ?
N11 C12 N11 125.8(9) . 12_655 ?
C12 N12 H12A 119.9 . . ?
C16 C15 C16 115.1(9) 12_655 . ?
C16 C15 C17 122.4(5) 12_655 . ?
C16 C15 C17 122.4(5) . . ?
N11 C16 C15 123.2(7) . . ?
N11 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C18 C17 C15 179.7(12) . . ?
C17 C18 I1 179.8(11) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N11 C12 N12 -179.8(8) . . . . ?
C16 N11 C12 N11 1.3(14) . . . 12_655 ?
C12 N11 C16 C15 -0.5(12) . . . . ?
C16 C15 C16 N11 -0.2(14) 12_655 . . . ?
C17 C15 C16 N11 175.9(8) . . . . ?

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
N12 H12A N11 0.90 2.22 3.075(8) 158.2 13_656

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         6.360
_refine_diff_density_min         -2.946
_refine_diff_density_rms         0.271
####################################################################### 
# 
# 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_Hpym
_database_code_depnum_ccdc_archive 'CCDC 1021553'
_audit_update_record             
;
2014-12-19 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
DW-Y-2 2-amino-5-ethynylpyrimidine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H5 N3'
_chemical_formula_sum            'C6 H5 N3'
_chemical_formula_weight         119.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/m

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   4.3404(7)
_cell_length_b                   7.7073(12)
_cell_length_c                   8.6344(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.363(9)
_cell_angle_gamma                90.00
_cell_volume                     288.76(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2490
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      32.56

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             124
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9664
_exptl_absorpt_correction_T_max  0.9892
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4825
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         32.56
_reflns_number_total             1000
_reflns_number_gt                795
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0700P)²+0.0500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1000
_refine_ls_number_parameters     54
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1299
_refine_ls_wR_factor_gt          0.1199
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C11 C 0.8185(3) 0.2500 0.08450(15) 0.0197(3) Uani 1 2 d S . .
N11 N 1.0082(3) 0.2500 -0.03574(13) 0.0242(3) Uani 1 2 d S . .
H11 H 1.095(3) 0.3558(16) -0.0622(13) 0.029 Uiso 1 1 d . . .
N12 N 0.72916(17) 0.40565(10) 0.14023(9) 0.0216(2) Uani 1 1 d . . .
C13 C 0.5374(2) 0.40266(12) 0.25739(11) 0.0216(2) Uani 1 1 d . . .
H13 H 0.4701 0.5101 0.2985 0.026 Uiso 1 1 calc R . .
C14 C 0.4295(3) 0.2500 0.32326(15) 0.0205(3) Uani 1 2 d S . .
C21 C 0.2336(3) 0.2500 0.45360(15) 0.0223(3) Uani 1 2 d S . .
C22 C 0.0763(3) 0.2500 0.56463(17) 0.0287(3) Uani 1 2 d S . .
H22 H -0.048(4) 0.2500 0.651(2) 0.034 Uiso 1 2 d S . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C11 N11 1.3404(16) . ?
C11 N12 1.3527(9) . ?
C11 N12 1.3527(9) 4_565 ?
N11 H11 0.929(13) 4_565 ?
N11 H11 0.929(13) . ?
N12 C13 1.3254(12) . ?
C13 C14 1.3929(11) . ?
C13 H13 0.9500 . ?
C14 C13 1.3929(11) 4_565 ?
C14 C21 1.4264(17) . ?
C21 C22 1.1902(19) . ?
C22 H22 0.934(18) . ?

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
_geom_angle_publ_flag
N11 C11 N12 117.52(6) . . ?
N11 C11 N12 117.52(6) . 4_565 ?
N12 C11 N12 124.96(12) . 4_565 ?
H11 N11 C11 116.7(7) 4_565 . ?
H11 N11 H11 122.9(14) 4_565 . ?
C11 N11 H11 116.7(7) . . ?
C13 N12 C11 116.52(8) . . ?
N12 C13 C14 123.35(8) . . ?
N12 C13 H13 118.3 . . ?
C14 C13 H13 118.3 . . ?
C13 C14 C13 115.29(11) 4_565 . ?
C13 C14 C21 122.32(6) 4_565 . ?
C13 C14 C21 122.32(6) . . ?
C22 C21 C14 178.43(13) . . ?
C21 C22 H22 179.6(11) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N12 C11 N11 H11 169.8(8) . . . 4_565 ?
N12 C11 N11 H11 -10.6(8) 4_565 . . 4_565 ?
N11 C11 N12 C13 178.88(9) . . . . ?
N12 C11 N12 C13 -0.65(18) 4_565 . . . ?
C11 N12 C13 C14 0.28(15) . . . . ?
N12 C13 C14 C13 0.03(18) . . . 4_565 ?
N12 C13 C14 C21 177.25(9) . . . . ?

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
N11 H11 N12 0.929(13) 2.108(13) 3.0342(10) 175.2(10) 3_765

_diffrn_measured_fraction_theta_max 0.890
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_Ipym_TMP
_database_code_depnum_ccdc_archive 'CCDC 1021554'
_audit_update_record             
;
2014-12-19 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
DW-X-8-DOD [2-amino-5-(iodoethynyl)-pyrimidine]2, 2,3,5,6-Me4-pyrazine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
(C6 H4 I N3)2 (C8 H12 N2)
;
_chemical_formula_sum            'C20 H20 I2 N8'
_chemical_formula_weight         626.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.7837(5)
_cell_length_b                   6.1130(5)
_cell_length_c                   16.4016(14)
_cell_angle_alpha                98.086(4)
_cell_angle_beta                 92.180(4)
_cell_angle_gamma                101.892(4)
_cell_volume                     560.46(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6677
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      31.04

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             302
_exptl_absorpt_coefficient_mu    2.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5266
_exptl_absorpt_correction_T_max  0.8486
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10398
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         31.04
_reflns_number_total             3427
_reflns_number_gt                3028
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0600P)²+0.0500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3427
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0887
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N11 N 0.8576(4) 0.0757(4) 0.44603(16) 0.0224(5) Uani 1 1 d . . .
C12 C 0.8764(5) 0.1584(5) 0.52672(19) 0.0218(6) Uani 1 1 d . . .
C16 C 0.9798(5) -0.0813(5) 0.41844(18) 0.0198(5) Uani 1 1 d . . .
C22 C 0.7368(6) 0.3325(6) 0.5549(2) 0.0333(8) Uani 1 1 d . . .
H22A H 0.8453 0.4744 0.5786 0.050 Uiso 1 1 calc R . .
H22B H 0.6318 0.2790 0.5968 0.050 Uiso 1 1 calc R . .
H22C H 0.6418 0.3579 0.5078 0.050 Uiso 1 1 calc R . .
C26 C 0.9538(6) -0.1662(6) 0.3281(2) 0.0273(6) Uani 1 1 d . . .
H26A H 1.0476 -0.2818 0.3158 0.041 Uiso 1 1 calc R . .
H26B H 1.0099 -0.0405 0.2978 0.041 Uiso 1 1 calc R . .
H26C H 0.7867 -0.2322 0.3113 0.041 Uiso 1 1 calc R . .
N31 N -0.2557(4) 0.5016(4) 0.07511(16) 0.0210(5) Uani 1 1 d . . .
C32 C -0.1624(5) 0.7071(5) 0.05570(18) 0.0175(5) Uani 1 1 d . . .
N32 N -0.3012(4) 0.8023(4) 0.00973(17) 0.0219(5) Uani 1 1 d . . .
H32A H -0.4473 0.7304 -0.0065 0.026 Uiso 1 1 calc R . .
H32B H -0.2457 0.9364 -0.0040 0.026 Uiso 1 1 calc R . .
N33 N 0.0601(4) 0.8274(4) 0.07999(16) 0.0206(5) Uani 1 1 d . . .
C34 C 0.1898(5) 0.7326(5) 0.12672(19) 0.0211(6) Uani 1 1 d . . .
H34 H 0.3464 0.8124 0.1447 0.025 Uiso 1 1 calc R . .
C35 C 0.1100(5) 0.5224(5) 0.15118(18) 0.0193(5) Uani 1 1 d . . .
C36 C -0.1207(5) 0.4130(5) 0.12177(18) 0.0208(5) Uani 1 1 d . . .
H36 H -0.1829 0.2681 0.1361 0.025 Uiso 1 1 calc R . .
C41 C 0.2527(5) 0.4265(5) 0.20332(19) 0.0220(6) Uani 1 1 d . . .
C42 C 0.3701(5) 0.3489(5) 0.24821(19) 0.0238(6) Uani 1 1 d . . .
I1 I 0.56987(3) 0.22801(3) 0.326389(12) 0.02378(8) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 C12 1.341(4) . ?
N11 C16 1.344(4) . ?
N11 I1 2.897(2) . ?
C12 C16 1.395(4) 2_756 ?
C12 C22 1.498(4) . ?
C16 C12 1.395(4) 2_756 ?
C16 C26 1.491(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
N31 C36 1.317(4) . ?
N31 C32 1.348(4) . ?
C32 N32 1.350(3) . ?
C32 N33 1.358(3) . ?
N32 H32A 0.8800 . ?
N32 H32B 0.8800 . ?
N33 C34 1.321(4) . ?
C34 C35 1.393(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.397(4) . ?
C35 C41 1.429(4) . ?
C36 H36 0.9500 . ?
C41 C42 1.192(4) . ?
C42 I1 2.008(3) . ?

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
_geom_angle_publ_flag
C12 N11 C16 119.3(3) . . ?
C12 N11 I1 122.68(19) . . ?
C16 N11 I1 117.99(19) . . ?
N11 C12 C16 120.3(3) . 2_756 ?
N11 C12 C22 117.6(3) . . ?
C16 C12 C22 122.0(3) 2_756 . ?
N11 C16 C12 120.3(3) . 2_756 ?
N11 C16 C26 117.1(3) . . ?
C12 C16 C26 122.6(3) 2_756 . ?
C12 C22 H22A 109.5 . . ?
C12 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C12 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C16 C26 H26A 109.5 . . ?
C16 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C16 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C36 N31 C32 117.2(2) . . ?
N31 C32 N32 117.7(2) . . ?
N31 C32 N33 124.8(2) . . ?
N32 C32 N33 117.4(3) . . ?
C32 N32 H32A 120.0 . . ?
C32 N32 H32B 120.0 . . ?
H32A N32 H32B 120.0 . . ?
C34 N33 C32 116.1(2) . . ?
N33 C34 C35 123.7(3) . . ?
N33 C34 H34 118.1 . . ?
C35 C34 H34 118.1 . . ?
C34 C35 C36 115.1(2) . . ?
C34 C35 C41 122.5(3) . . ?
C36 C35 C41 122.4(3) . . ?
N31 C36 C35 123.0(3) . . ?
N31 C36 H36 118.5 . . ?
C35 C36 H36 118.5 . . ?
C42 C41 C35 178.6(4) . . ?
C41 C42 I1 178.1(3) . . ?
C42 I1 N11 176.76(11) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N11 C12 C16 -0.3(5) . . . 2_756 ?
I1 N11 C12 C16 -179.1(2) . . . 2_756 ?
C16 N11 C12 C22 -179.8(3) . . . . ?
I1 N11 C12 C22 1.5(4) . . . . ?
C12 N11 C16 C12 0.3(5) . . . 2_756 ?
I1 N11 C16 C12 179.1(2) . . . 2_756 ?
C12 N11 C16 C26 -179.6(3) . . . . ?
I1 N11 C16 C26 -0.8(3) . . . . ?
C36 N31 C32 N32 -178.3(3) . . . . ?
C36 N31 C32 N33 0.7(4) . . . . ?
N31 C32 N33 C34 -0.7(4) . . . . ?
N32 C32 N33 C34 178.3(3) . . . . ?
C32 N33 C34 C35 -0.1(5) . . . . ?
N33 C34 C35 C36 0.8(5) . . . . ?
N33 C34 C35 C41 -178.5(3) . . . . ?
C32 N31 C36 C35 0.1(5) . . . . ?
C34 C35 C36 N31 -0.8(5) . . . . ?
C41 C35 C36 N31 178.5(3) . . . . ?

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
N32 H32A N31 0.88 2.15 2.999(3) 161.5 2_465
N32 H32B N33 0.88 2.18 3.004(4) 155.4 2_575

_diffrn_measured_fraction_theta_max 0.957
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         1.685
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.147
####################################################################### 
# 
# 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_Hpym_TMP
_database_code_depnum_ccdc_archive 'CCDC 1021555'
_audit_update_record             
;
2014-12-19 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
DW-Y-8 (2-amino-5-ethynylpyrimidine)2, 2,3,5,6-Me4-pyrazine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
(C6 H5 N3)2 (C8 H12 N2)
;
_chemical_formula_sum            'C20 H22 N8'
_chemical_formula_weight         374.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.7849(18)
_cell_length_b                   6.0656(18)
_cell_length_c                   14.756(5)
_cell_angle_alpha                79.742(8)
_cell_angle_beta                 88.831(8)
_cell_angle_gamma                80.342(7)
_cell_volume                     502.2(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3058
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      29.69

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             198
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9642
_exptl_absorpt_correction_T_max  0.9952
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8079
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.40
_diffrn_reflns_theta_max         31.39
_reflns_number_total             2920
_reflns_number_gt                2009
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0600P)²+0.0400P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2920
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1365
_refine_ls_wR_factor_gt          0.1222
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N11 N 0.46521(17) 1.24991(16) 0.09069(7) 0.0507(3) Uani 1 1 d . . .
C12 C 0.67717(19) 1.15735(18) 0.06281(7) 0.0421(3) Uani 1 1 d . . .
N12 N 0.80189(19) 1.29460(18) 0.00873(8) 0.0528(3) Uani 1 1 d . . .
H12A H 0.721(3) 1.426(3) -0.0192(10) 0.063 Uiso 1 1 d . . .
H12B H 0.926(3) 1.227(2) -0.0176(9) 0.063 Uiso 1 1 d . . .
N13 N 0.77476(17) 0.93692(16) 0.08641(7) 0.0498(3) Uani 1 1 d . . .
C14 C 0.6514(2) 0.80538(19) 0.14212(8) 0.0504(3) Uani 1 1 d . . .
H14 H 0.7161 0.6492 0.1598 0.060 Uiso 1 1 calc R . .
C15 C 0.4335(2) 0.88268(19) 0.17612(8) 0.0466(3) Uani 1 1 d . . .
C16 C 0.3485(2) 1.1118(2) 0.14644(8) 0.0517(3) Uani 1 1 d . . .
H16 H 0.1988 1.1728 0.1672 0.062 Uiso 1 1 calc R . .
C17 C 0.3082(2) 0.7356(2) 0.23790(9) 0.0539(3) Uani 1 1 d . . .
C18 C 0.2128(3) 0.6106(3) 0.29002(11) 0.0684(4) Uani 1 1 d . . .
H18 H 0.144(3) 0.512(3) 0.3353(11) 0.082 Uiso 1 1 d . . .
N31 N 0.04344(18) 0.19295(16) 0.44223(7) 0.0523(3) Uani 1 1 d . A .
C32 C -0.1099(2) 0.07115(19) 0.41805(8) 0.0494(3) Uani 1 1 d . . .
C36 C 0.1540(2) 0.12358(19) 0.52375(9) 0.0487(3) Uani 1 1 d . . .
C42A C -0.2308(3) 0.1559(3) 0.32623(10) 0.0777(5) Uani 0.79(2) 1 d P A 1
H42A H -0.1874 0.3027 0.2990 0.116 Uiso 0.79(2) 1 calc PR A 1
H42B H -0.4010 0.1742 0.3346 0.116 Uiso 0.79(2) 1 calc PR A 1
H42C H -0.1828 0.0462 0.2852 0.116 Uiso 0.79(2) 1 calc PR A 1
C42B C -0.2308(3) 0.1559(3) 0.32623(10) 0.0777(5) Uani 0.21(2) 1 d P A 2
H42D H -0.3515 0.2878 0.3305 0.116 Uiso 0.21(2) 1 calc PR A 2
H42E H -0.3039 0.0352 0.3085 0.116 Uiso 0.21(2) 1 calc PR A 2
H42F H -0.1158 0.2001 0.2798 0.116 Uiso 0.21(2) 1 calc PR A 2
C46A C 0.3240(3) 0.2654(3) 0.54826(12) 0.0728(4) Uani 0.62(2) 1 d P A 1
H46A H 0.4831 0.1779 0.5511 0.109 Uiso 0.62(2) 1 calc PR A 1
H46B H 0.2834 0.3081 0.6083 0.109 Uiso 0.62(2) 1 calc PR A 1
H46C H 0.3165 0.4029 0.5013 0.109 Uiso 0.62(2) 1 calc PR A 1
C46B C 0.3240(3) 0.2654(3) 0.54826(12) 0.0728(4) Uani 0.38(2) 1 d P A 2
H46D H 0.2380 0.3969 0.5717 0.109 Uiso 0.38(2) 1 calc PR A 2
H46E H 0.4117 0.3179 0.4934 0.109 Uiso 0.38(2) 1 calc PR A 2
H46F H 0.4333 0.1741 0.5958 0.109 Uiso 0.38(2) 1 calc PR A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 C16 1.3251(14) . ?
N11 C12 1.3486(15) . ?
C12 N12 1.3385(14) . ?
C12 N13 1.3478(14) . ?
N12 H12A 0.890(16) . ?
N12 H12B 0.882(16) . ?
N13 C14 1.3247(14) . ?
C14 C15 1.3861(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.3886(16) . ?
C15 C17 1.4325(16) . ?
C16 H16 0.9500 . ?
C17 C18 1.1774(17) . ?
C18 H18 0.943(16) . ?
N31 C32 1.3364(15) . ?
N31 C36 1.3394(16) . ?
C32 C36 1.3889(17) 2_556 ?
C32 C42A 1.5032(18) . ?
C36 C32 1.3889(17) 2_556 ?
C36 C46A 1.4987(18) . ?
C42A H42A 0.9800 . ?
C42A H42B 0.9800 . ?
C42A H42C 0.9800 . ?
C46A H46A 0.9800 . ?
C46A H46B 0.9800 . ?
C46A H46C 0.9800 . ?

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
_geom_angle_publ_flag
C16 N11 C12 116.58(10) . . ?
N12 C12 N13 117.36(10) . . ?
N12 C12 N11 117.79(10) . . ?
N13 C12 N11 124.84(10) . . ?
C12 N12 H12A 115.5(9) . . ?
C12 N12 H12B 116.2(9) . . ?
H12A N12 H12B 120.8(13) . . ?
C14 N13 C12 116.40(10) . . ?
N13 C14 C15 123.73(10) . . ?
N13 C14 H14 118.1 . . ?
C15 C14 H14 118.1 . . ?
C14 C15 C16 114.99(10) . . ?
C14 C15 C17 121.92(11) . . ?
C16 C15 C17 123.08(11) . . ?
N11 C16 C15 123.44(11) . . ?
N11 C16 H16 118.3 . . ?
C15 C16 H16 118.3 . . ?
C18 C17 C15 177.62(14) . . ?
C17 C18 H18 175.7(10) . . ?
C32 N31 C36 118.72(10) . . ?
N31 C32 C36 120.74(11) . 2_556 ?
N31 C32 C42A 116.91(11) . . ?
C36 C32 C42A 122.35(12) 2_556 . ?
N31 C36 C32 120.54(11) . 2_556 ?
N31 C36 C46A 116.99(11) . . ?
C32 C36 C46A 122.47(12) 2_556 . ?
C32 C42A H42A 109.5 . . ?
C32 C42A H42B 109.5 . . ?
H42A C42A H42B 109.5 . . ?
C32 C42A H42C 109.5 . . ?
H42A C42A H42C 109.5 . . ?
H42B C42A H42C 109.5 . . ?
C36 C46A H46A 109.5 . . ?
C36 C46A H46B 109.5 . . ?
H46A C46A H46B 109.5 . . ?
C36 C46A H46C 109.5 . . ?
H46A C46A H46C 109.5 . . ?
H46B C46A H46C 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N11 C12 N12 -178.00(11) . . . . ?
C16 N11 C12 N13 1.01(18) . . . . ?
N12 C12 N13 C14 178.09(11) . . . . ?
N11 C12 N13 C14 -0.92(18) . . . . ?
C12 N13 C14 C15 -0.08(18) . . . . ?
N13 C14 C15 C16 0.86(18) . . . . ?
N13 C14 C15 C17 -178.59(11) . . . . ?
C12 N11 C16 C15 -0.10(19) . . . . ?
C14 C15 C16 N11 -0.76(19) . . . . ?
C17 C15 C16 N11 178.68(11) . . . . ?
C36 N31 C32 C36 0.0(2) . . . 2_556 ?
C36 N31 C32 C42A 179.68(11) . . . . ?
C32 N31 C36 C32 0.0(2) . . . 2_556 ?
C32 N31 C36 C46A -179.84(11) . . . . ?

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
N12 H12A N11 0.890(16) 2.174(16) 3.0642(16) 177.7(13) 2_685
N12 H12B N13 0.882(16) 2.176(16) 3.0575(17) 178.3(13) 2_775
C18 H18 N31 0.943(16) 2.414(16) 3.3375(18) 166.2(14) .

_diffrn_measured_fraction_theta_max 0.881
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.961
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.035
####################################################################### 
# 
# 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_Ipym_BPE
_database_code_depnum_ccdc_archive 'CCDC 1021556'
_audit_update_record             
;
2014-12-19 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
DW-X-4 [2-amino-5-(iodoethynyl)-pyrimidine]2, 1,2-bis(4-pyridyl)ethylene
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
(C6 H4 I N3)2 (C12 H10 N2)
;
_chemical_formula_sum            'C24 H18 I2 N8'
_chemical_formula_weight         672.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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'

_cell_length_a                   19.625(2)
_cell_length_b                   7.5472(7)
_cell_length_c                   8.2583(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.950(4)
_cell_angle_gamma                90.00
_cell_volume                     1200.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    8496
_cell_measurement_theta_min      2.90
_cell_measurement_theta_max      32.02

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    2.649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4662
_exptl_absorpt_correction_T_max  0.8572
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13808
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.90
_diffrn_reflns_theta_max         32.04
_reflns_number_total             3865
_reflns_number_gt                3303
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0250P)²+0.7000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3865
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0242
_refine_ls_wR_factor_ref         0.0567
_refine_ls_wR_factor_gt          0.0539
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
N11 N 0.64913(10) 0.4731(2) 0.0166(2) 0.0247(4) Uani 1 1 d . . .
C12 C 0.67478(12) 0.5529(3) -0.1015(3) 0.0264(4) Uani 1 1 d . . .
H12 H 0.7207 0.5987 -0.0757 0.032 Uiso 1 1 calc R . .
C13 C 0.63780(12) 0.5728(3) -0.2615(2) 0.0260(4) Uani 1 1 d . . .
H13 H 0.6583 0.6314 -0.3420 0.031 Uiso 1 1 calc R . .
C14 C 0.57091(12) 0.5069(3) -0.3032(2) 0.0215(4) Uani 1 1 d . . .
C15 C 0.54432(13) 0.4214(3) -0.1789(3) 0.0319(5) Uani 1 1 d . . .
H15 H 0.4989 0.3723 -0.2010 0.038 Uiso 1 1 calc R . .
C16 C 0.58490(13) 0.4091(3) -0.0233(2) 0.0316(5) Uani 1 1 d . . .
H16 H 0.5659 0.3515 0.0603 0.038 Uiso 1 1 calc R . .
C21 C 0.53229(12) 0.5273(3) -0.4723(2) 0.0243(4) Uani 1 1 d . . .
H21 H 0.5554 0.5845 -0.5489 0.029 Uiso 1 1 calc R . .
N31 N 0.93256(9) 0.3437(2) 1.08492(18) 0.0182(3) Uani 1 1 d . . .
C32 C 0.94996(10) 0.5038(2) 1.1547(2) 0.0159(3) Uani 1 1 d . . .
N32 N 0.99170(10) 0.5048(2) 1.3029(2) 0.0186(3) Uani 1 1 d . . .
H32A H 1.0099(14) 0.598(3) 1.333(3) 0.022 Uiso 1 1 d . . .
H32B H 1.0126(14) 0.413(3) 1.331(3) 0.022 Uiso 1 1 d . . .
N33 N 0.92712(9) 0.6611(2) 1.08779(18) 0.0179(3) Uani 1 1 d . . .
C34 C 0.88465(10) 0.6559(3) 0.9423(2) 0.0193(4) Uani 1 1 d . . .
H34 H 0.8681 0.7649 0.8921 0.023 Uiso 1 1 calc R . .
C35 C 0.86306(11) 0.4986(3) 0.8592(2) 0.0179(4) Uani 1 1 d . . .
C36 C 0.89007(10) 0.3439(2) 0.9395(2) 0.0177(4) Uani 1 1 d . . .
H36 H 0.8774 0.2334 0.8874 0.021 Uiso 1 1 calc R . .
C41 C 0.81975(11) 0.4933(3) 0.7000(2) 0.0198(4) Uani 1 1 d . . .
C42 C 0.78416(12) 0.4817(3) 0.5657(2) 0.0224(4) Uani 1 1 d . . .
I1 I 0.726724(7) 0.465103(17) 0.336202(14) 0.02144(5) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 C12 1.325(3) . ?
N11 C16 1.332(3) . ?
N11 I1 2.7859(17) . ?
C12 C13 1.389(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.395(3) . ?
C14 C21 1.465(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C21 1.329(5) 3_664 ?
C21 H21 0.9500 . ?
N31 C36 1.325(2) . ?
N31 C32 1.354(2) . ?
C32 N32 1.337(2) . ?
C32 N33 1.350(2) . ?
N32 H32A 0.81(3) . ?
N32 H32B 0.82(3) . ?
N33 C34 1.326(2) . ?
C34 C35 1.397(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.397(3) . ?
C35 C41 1.424(3) . ?
C36 H36 0.9500 . ?
C41 C42 1.196(3) . ?
C42 I1 2.017(2) . ?

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
_geom_angle_publ_flag
C12 N11 C16 117.19(18) . . ?
C12 N11 I1 119.46(14) . . ?
C16 N11 I1 123.23(14) . . ?
N11 C12 C13 123.1(2) . . ?
N11 C12 H12 118.4 . . ?
C13 C12 H12 118.4 . . ?
C14 C13 C12 119.8(2) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 116.90(18) . . ?
C13 C14 C21 119.57(19) . . ?
C15 C14 C21 123.5(2) . . ?
C16 C15 C14 119.1(2) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
N11 C16 C15 123.9(2) . . ?
N11 C16 H16 118.1 . . ?
C15 C16 H16 118.1 . . ?
C21 C21 C14 125.6(3) 3_664 . ?
C21 C21 H21 117.2 3_664 . ?
C14 C21 H21 117.2 . . ?
C36 N31 C32 116.67(16) . . ?
N32 C32 N33 117.87(16) . . ?
N32 C32 N31 117.14(16) . . ?
N33 C32 N31 124.97(16) . . ?
C32 N32 H32A 116.6(17) . . ?
C32 N32 H32B 116.0(17) . . ?
H32A N32 H32B 119(3) . . ?
C34 N33 C32 116.61(16) . . ?
N33 C34 C35 123.36(17) . . ?
N33 C34 H34 118.3 . . ?
C35 C34 H34 118.3 . . ?
C36 C35 C34 115.14(16) . . ?
C36 C35 C41 121.42(17) . . ?
C34 C35 C41 123.36(17) . . ?
N31 C36 C35 123.25(17) . . ?
N31 C36 H36 118.4 . . ?
C35 C36 H36 118.4 . . ?
C42 C41 C35 177.3(2) . . ?
C41 C42 I1 178.2(2) . . ?
C42 I1 N11 175.11(7) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N11 C12 C13 0.4(3) . . . . ?
I1 N11 C12 C13 -175.77(17) . . . . ?
N11 C12 C13 C14 -0.2(4) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C12 C13 C14 C21 -179.7(2) . . . . ?
C13 C14 C15 C16 0.8(4) . . . . ?
C21 C14 C15 C16 180.0(2) . . . . ?
C12 N11 C16 C15 0.0(4) . . . . ?
I1 N11 C16 C15 176.0(2) . . . . ?
C14 C15 C16 N11 -0.6(4) . . . . ?
C13 C14 C21 C21 -179.0(3) . . . 3_664 ?
C15 C14 C21 C21 1.8(4) . . . 3_664 ?
C36 N31 C32 N32 178.70(19) . . . . ?
C36 N31 C32 N33 0.3(3) . . . . ?
N32 C32 N33 C34 -178.63(19) . . . . ?
N31 C32 N33 C34 -0.3(3) . . . . ?
C32 N33 C34 C35 0.4(3) . . . . ?
N33 C34 C35 C36 -0.6(3) . . . . ?
N33 C34 C35 C41 -177.3(2) . . . . ?
C32 N31 C36 C35 -0.6(3) . . . . ?
C34 C35 C36 N31 0.7(3) . . . . ?
C41 C35 C36 N31 177.5(2) . . . . ?

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
N32 H32A N31 0.81(3) 2.21(3) 3.014(2) 176(3) 2_757
N32 H32B N33 0.82(3) 2.27(3) 3.088(2) 178(3) 2_747

_diffrn_measured_fraction_theta_max 0.921
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.829
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.101
####################################################################### 
# 
# 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_Hpym_BPE
_database_code_depnum_ccdc_archive 'CCDC 1021557'
_audit_update_record             
;
2014-12-19 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
DW-Y-4 2-amino-5-ethynylpyrimidine, (1,2-bis(4-pyridyl)ethylene)2
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
(C6 H5 N3)2 (C12 H10 N2)
;
_chemical_formula_sum            'C24 H20 N8'
_chemical_formula_weight         420.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9068(6)
_cell_length_b                   11.5286(12)
_cell_length_c                   15.8169(16)
_cell_angle_alpha                104.471(4)
_cell_angle_beta                 93.042(5)
_cell_angle_gamma                95.934(4)
_cell_volume                     1033.84(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6316
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      31.13

_exptl_crystal_description       plate
_exptl_crystal_colour            gold
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9631
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24212
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.33
_diffrn_reflns_theta_max         31.84
_reflns_number_total             6280
_reflns_number_gt                4100
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6280
_refine_ls_number_parameters     329
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0573
_refine_ls_wR_factor_ref         0.1814
_refine_ls_wR_factor_gt          0.1611
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N11_1 N 0.6675(2) 0.21000(10) 0.41041(8) 0.0230(3) Uani 1 1 d . . .
C12_1 C 0.7834(2) 0.32180(12) 0.43584(9) 0.0195(3) Uani 1 1 d . . .
N12_1 N 0.6796(2) 0.40821(11) 0.48769(8) 0.0235(3) Uani 1 1 d . . .
H12A_1 H 0.554(3) 0.3799(15) 0.5126(11) 0.028 Uiso 1 1 d . . .
H12B_1 H 0.770(3) 0.4735(16) 0.5130(11) 0.028 Uiso 1 1 d . . .
N13_1 N 0.99179(19) 0.35438(10) 0.41205(8) 0.0218(3) Uani 1 1 d . . .
C14_1 C 1.0905(2) 0.26738(12) 0.36133(9) 0.0217(3) Uani 1 1 d . . .
H14_1 H 1.2381 0.2871 0.3440 0.026 Uiso 1 1 calc R . .
C15_1 C 0.9880(2) 0.14826(12) 0.33213(9) 0.0210(3) Uani 1 1 d . . .
C16_1 C 0.7721(2) 0.12579(12) 0.35951(10) 0.0228(3) Uani 1 1 d . . .
H16_1 H 0.6954 0.0460 0.3408 0.027 Uiso 1 1 calc R . .
C17_1 C 1.1013(2) 0.05437(12) 0.28156(10) 0.0229(3) Uani 1 1 d . . .
C18_1 C 1.1958(3) -0.02496(13) 0.24077(11) 0.0286(3) Uani 1 1 d . . .
H18_1 H 1.275(3) -0.0874(16) 0.2087(12) 0.034 Uiso 1 1 d . . .
N21A_1 N 1.5319(4) -0.2190(2) 0.14577(12) 0.0270(5) Uani 0.886(3) 1 d PD A 1
C22A_1 C 1.7217(4) -0.2518(2) 0.17910(15) 0.0296(5) Uani 0.886(3) 1 d PD A 1
H22A_1 H 1.7687 -0.2168 0.2393 0.036 Uiso 0.886(3) 1 calc PR A 1
C23A_1 C 1.8529(4) -0.33305(19) 0.13142(14) 0.0269(4) Uani 0.886(3) 1 d PD A 1
H23A_1 H 1.9866 -0.3522 0.1585 0.032 Uiso 0.886(3) 1 calc PR A 1
C24A_1 C 1.7873(3) -0.38701(17) 0.04280(13) 0.0208(4) Uani 0.886(3) 1 d PD A 1
C25A_1 C 1.5913(3) -0.35272(17) 0.00761(13) 0.0221(4) Uani 0.886(3) 1 d PD A 1
H25A_1 H 1.5401 -0.3861 -0.0524 0.027 Uiso 0.886(3) 1 calc PR A 1
C26A_1 C 1.4718(4) -0.26991(19) 0.06041(14) 0.0245(4) Uani 0.886(3) 1 d PD A 1
H26A_1 H 1.3392 -0.2477 0.0348 0.029 Uiso 0.886(3) 1 calc PR A 1
C27A_1 C 1.9084(3) -0.47705(14) -0.01295(11) 0.0226(4) Uani 0.886(3) 1 d PD . 1
H27A_1 H 1.8527 -0.5056 -0.0728 0.027 Uiso 0.886(3) 1 calc PR A 1
N21B_1 N 1.499(4) -0.220(2) 0.1218(13) 0.0270(5) Uani 0.114(3) 1 d PD A 2
C22B_1 C 1.675(4) -0.228(2) 0.1738(14) 0.0296(5) Uani 0.114(3) 1 d PD A 2
H22B_1 H 1.6867 -0.1788 0.2321 0.036 Uiso 0.114(3) 1 calc PR A 2
C23B_1 C 1.841(3) -0.3004(17) 0.1524(12) 0.0269(4) Uani 0.114(3) 1 d PD A 2
H23B_1 H 1.9650 -0.2969 0.1941 0.032 Uiso 0.114(3) 1 calc PR A 2
C24B_1 C 1.831(3) -0.3785(16) 0.0707(11) 0.0208(4) Uani 0.114(3) 1 d PD A 2
C25B_1 C 1.658(3) -0.3680(17) 0.0154(12) 0.0221(4) Uani 0.114(3) 1 d PD A 2
H25B_1 H 1.6473 -0.4146 -0.0438 0.027 Uiso 0.114(3) 1 calc PR A 2
C26B_1 C 1.502(3) -0.2951(19) 0.0406(13) 0.0245(4) Uani 0.114(3) 1 d PD A 2
H26B_1 H 1.3810 -0.2950 -0.0016 0.029 Uiso 0.114(3) 1 calc PR A 2
C27B_1 C 2.001(2) -0.4611(11) 0.0385(9) 0.0226(4) Uani 0.114(3) 1 d PD . 2
H27B_1 H 2.1293 -0.4578 0.0785 0.027 Uiso 0.114(3) 1 calc PR A 2
N11_2 N 0.26841(19) 0.30059(10) 0.58197(8) 0.0214(3) Uani 1 1 d . . .
C12_2 C 0.1757(2) 0.18371(12) 0.55644(9) 0.0196(3) Uani 1 1 d . . .
N12_2 N 0.2981(2) 0.10439(11) 0.50747(8) 0.0240(3) Uani 1 1 d . . .
H12A_2 H 0.409(3) 0.1370(14) 0.4795(11) 0.029 Uiso 1 1 d . . .
H12B_2 H 0.230(3) 0.0343(16) 0.4842(11) 0.029 Uiso 1 1 d . . .
N13_2 N -0.0283(2) 0.13988(10) 0.57749(8) 0.0221(3) Uani 1 1 d . . .
C14_2 C -0.1471(2) 0.21954(12) 0.62589(9) 0.0221(3) Uani 1 1 d . . .
H14_2 H -0.2920 0.1914 0.6414 0.026 Uiso 1 1 calc R . .
C15_2 C -0.0705(2) 0.34180(12) 0.65498(9) 0.0215(3) Uani 1 1 d . . .
C16_2 C 0.1443(2) 0.37666(12) 0.63052(9) 0.0219(3) Uani 1 1 d . . .
H16_2 H 0.2047 0.4594 0.6497 0.026 Uiso 1 1 calc R . .
C17_2 C -0.2090(2) 0.42567(12) 0.70296(9) 0.0229(3) Uani 1 1 d . . .
C18_2 C -0.3287(3) 0.49428(14) 0.74078(10) 0.0282(3) Uani 1 1 d . . .
H18_2 H -0.420(3) 0.5529(16) 0.7681(12) 0.034 Uiso 1 1 d . . .
N21_2 N -0.6427(2) 0.70297(11) 0.81254(9) 0.0275(3) Uani 1 1 d . . .
C22_2 C -0.8462(3) 0.68956(13) 0.84397(10) 0.0268(3) Uani 1 1 d . . .
H22_2 H -0.9276 0.6108 0.8302 0.032 Uiso 1 1 calc R . .
C23_2 C -0.9460(2) 0.78268(13) 0.89514(10) 0.0245(3) Uani 1 1 d . . .
H23_2 H -1.0915 0.7676 0.9158 0.029 Uiso 1 1 calc R . .
C24_2 C -0.8306(2) 0.89923(12) 0.91624(9) 0.0219(3) Uani 1 1 d . . .
C25_2 C -0.6232(2) 0.91378(13) 0.88151(10) 0.0260(3) Uani 1 1 d . . .
H25_2 H -0.5405 0.9919 0.8921 0.031 Uiso 1 1 calc R . .
C26_2 C -0.5360(3) 0.81515(13) 0.83152(10) 0.0275(3) Uani 1 1 d . . .
H26_2 H -0.3917 0.8278 0.8093 0.033 Uiso 1 1 calc R . .
C27_2 C -0.9195(2) 1.00248(13) 0.97268(10) 0.0247(3) Uani 1 1 d . . .
H27_2 H -0.8558 1.0804 0.9699 0.030 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11_1 C16_1 1.3262(16) . ?
N11_1 C12_1 1.3494(17) . ?
C12_1 N12_1 1.3461(16) . ?
C12_1 N13_1 1.3500(17) . ?
N12_1 H12A_1 0.925(17) . ?
N12_1 H12B_1 0.868(18) . ?
N13_1 C14_1 1.3258(16) . ?
C14_1 C15_1 1.3953(19) . ?
C14_1 H14_1 0.9500 . ?
C15_1 C16_1 1.3882(19) . ?
C15_1 C17_1 1.4258(18) . ?
C16_1 H16_1 0.9500 . ?
C17_1 C18_1 1.1886(19) . ?
C18_1 H18_1 0.952(17) . ?
N21A_1 C22A_1 1.342(2) . ?
N21A_1 C26A_1 1.343(3) . ?
C22A_1 C23A_1 1.381(2) . ?
C22A_1 H22A_1 0.9500 . ?
C23A_1 C24A_1 1.400(3) . ?
C23A_1 H23A_1 0.9500 . ?
C24A_1 C25A_1 1.393(2) . ?
C24A_1 C27A_1 1.460(2) . ?
C25A_1 C26A_1 1.382(2) . ?
C25A_1 H25A_1 0.9500 . ?
C26A_1 H26A_1 0.9500 . ?
C27A_1 C27A_1 1.341(3) 2_945 ?
C27A_1 H27A_1 0.9500 . ?
N21B_1 C22B_1 1.317(15) . ?
N21B_1 C26B_1 1.358(15) . ?
C22B_1 C23B_1 1.351(15) . ?
C22B_1 H22B_1 0.9500 . ?
C23B_1 C24B_1 1.372(14) . ?
C23B_1 H23B_1 0.9500 . ?
C24B_1 C25B_1 1.348(14) . ?
C24B_1 C27B_1 1.478(14) . ?
C25B_1 C26B_1 1.323(14) . ?
C25B_1 H25B_1 0.9500 . ?
C26B_1 H26B_1 0.9500 . ?
C27B_1 C27B_1 1.32(3) 2_945 ?
C27B_1 H27B_1 0.9500 . ?
N11_2 C16_2 1.3238(16) . ?
N11_2 C12_2 1.3530(17) . ?
C12_2 N12_2 1.3420(17) . ?
C12_2 N13_2 1.3487(17) . ?
N12_2 H12A_2 0.912(18) . ?
N12_2 H12B_2 0.848(18) . ?
N13_2 C14_2 1.3271(16) . ?
C14_2 C15_2 1.3875(19) . ?
C14_2 H14_2 0.9500 . ?
C15_2 C16_2 1.3946(19) . ?
C15_2 C17_2 1.4293(18) . ?
C16_2 H16_2 0.9500 . ?
C17_2 C18_2 1.1865(19) . ?
C18_2 H18_2 0.941(17) . ?
N21_2 C26_2 1.3332(19) . ?
N21_2 C22_2 1.3337(19) . ?
C22_2 C23_2 1.3793(19) . ?
C22_2 H22_2 0.9500 . ?
C23_2 C24_2 1.394(2) . ?
C23_2 H23_2 0.9500 . ?
C24_2 C25_2 1.3804(19) . ?
C24_2 C27_2 1.4619(18) . ?
C25_2 C26_2 1.3779(19) . ?
C25_2 H25_2 0.9500 . ?
C26_2 H26_2 0.9500 . ?
C27_2 C27_2 1.325(3) 2_377 ?
C27_2 H27_2 0.9500 . ?

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
_geom_angle_publ_flag
C16_1 N11_1 C12_1 116.30(11) . . ?
N12_1 C12_1 N11_1 117.00(12) . . ?
N12_1 C12_1 N13_1 117.58(12) . . ?
N11_1 C12_1 N13_1 125.41(12) . . ?
C12_1 N12_1 H12A_1 114.8(10) . . ?
C12_1 N12_1 H12B_1 114.2(11) . . ?
H12A_1 N12_1 H12B_1 123.6(15) . . ?
C14_1 N13_1 C12_1 116.29(11) . . ?
N13_1 C14_1 C15_1 123.19(12) . . ?
N13_1 C14_1 H14_1 118.4 . . ?
C15_1 C14_1 H14_1 118.4 . . ?
C16_1 C15_1 C14_1 115.42(12) . . ?
C16_1 C15_1 C17_1 121.98(12) . . ?
C14_1 C15_1 C17_1 122.52(12) . . ?
N11_1 C16_1 C15_1 123.37(12) . . ?
N11_1 C16_1 H16_1 118.3 . . ?
C15_1 C16_1 H16_1 118.3 . . ?
C18_1 C17_1 C15_1 178.68(15) . . ?
C17_1 C18_1 H18_1 178.6(11) . . ?
C22A_1 N21A_1 C26A_1 116.14(19) . . ?
N21A_1 C22A_1 C23A_1 124.1(2) . . ?
N21A_1 C22A_1 H22A_1 117.9 . . ?
C23A_1 C22A_1 H22A_1 117.9 . . ?
C22A_1 C23A_1 C24A_1 119.37(18) . . ?
C22A_1 C23A_1 H23A_1 120.3 . . ?
C24A_1 C23A_1 H23A_1 120.3 . . ?
C25A_1 C24A_1 C23A_1 116.79(16) . . ?
C25A_1 C24A_1 C27A_1 119.19(17) . . ?
C23A_1 C24A_1 C27A_1 124.01(18) . . ?
C26A_1 C25A_1 C24A_1 119.68(18) . . ?
C26A_1 C25A_1 H25A_1 120.2 . . ?
C24A_1 C25A_1 H25A_1 120.2 . . ?
N21A_1 C26A_1 C25A_1 123.89(19) . . ?
N21A_1 C26A_1 H26A_1 118.1 . . ?
C25A_1 C26A_1 H26A_1 118.1 . . ?
C27A_1 C27A_1 C24A_1 125.7(2) 2_945 . ?
C27A_1 C27A_1 H27A_1 117.1 2_945 . ?
C24A_1 C27A_1 H27A_1 117.1 . . ?
C22B_1 N21B_1 C26B_1 111.4(17) . . ?
N21B_1 C22B_1 C23B_1 126.3(18) . . ?
N21B_1 C22B_1 H22B_1 116.8 . . ?
C23B_1 C22B_1 H22B_1 116.8 . . ?
C22B_1 C23B_1 C24B_1 120.4(16) . . ?
C22B_1 C23B_1 H23B_1 119.8 . . ?
C24B_1 C23B_1 H23B_1 119.8 . . ?
C25B_1 C24B_1 C23B_1 114.1(14) . . ?
C25B_1 C24B_1 C27B_1 119.7(14) . . ?
C23B_1 C24B_1 C27B_1 126.0(14) . . ?
C26B_1 C25B_1 C24B_1 122.2(16) . . ?
C26B_1 C25B_1 H25B_1 118.9 . . ?
C24B_1 C25B_1 H25B_1 118.9 . . ?
C25B_1 C26B_1 N21B_1 125.4(18) . . ?
C25B_1 C26B_1 H26B_1 117.3 . . ?
N21B_1 C26B_1 H26B_1 117.3 . . ?
C27B_1 C27B_1 C24B_1 128.4(17) 2_945 . ?
C27B_1 C27B_1 H27B_1 115.8 2_945 . ?
C24B_1 C27B_1 H27B_1 115.8 . . ?
C16_2 N11_2 C12_2 116.14(11) . . ?
N12_2 C12_2 N13_2 117.19(12) . . ?
N12_2 C12_2 N11_2 117.48(12) . . ?
N13_2 C12_2 N11_2 125.31(12) . . ?
C12_2 N12_2 H12A_2 115.3(10) . . ?
C12_2 N12_2 H12B_2 116.7(11) . . ?
H12A_2 N12_2 H12B_2 120.1(16) . . ?
C14_2 N13_2 C12_2 116.41(11) . . ?
N13_2 C14_2 C15_2 123.33(12) . . ?
N13_2 C14_2 H14_2 118.3 . . ?
C15_2 C14_2 H14_2 118.3 . . ?
C14_2 C15_2 C16_2 115.31(12) . . ?
C14_2 C15_2 C17_2 121.59(12) . . ?
C16_2 C15_2 C17_2 123.03(12) . . ?
N11_2 C16_2 C15_2 123.49(12) . . ?
N11_2 C16_2 H16_2 118.3 . . ?
C15_2 C16_2 H16_2 118.3 . . ?
C18_2 C17_2 C15_2 178.07(16) . . ?
C17_2 C18_2 H18_2 175.4(11) . . ?
C26_2 N21_2 C22_2 116.18(12) . . ?
N21_2 C22_2 C23_2 124.19(13) . . ?
N21_2 C22_2 H22_2 117.9 . . ?
C23_2 C22_2 H22_2 117.9 . . ?
C22_2 C23_2 C24_2 119.15(13) . . ?
C22_2 C23_2 H23_2 120.4 . . ?
C24_2 C23_2 H23_2 120.4 . . ?
C25_2 C24_2 C23_2 116.67(12) . . ?
C25_2 C24_2 C27_2 120.46(12) . . ?
C23_2 C24_2 C27_2 122.88(12) . . ?
C26_2 C25_2 C24_2 120.08(13) . . ?
C26_2 C25_2 H25_2 120.0 . . ?
C24_2 C25_2 H25_2 120.0 . . ?
N21_2 C26_2 C25_2 123.68(13) . . ?
N21_2 C26_2 H26_2 118.2 . . ?
C25_2 C26_2 H26_2 118.2 . . ?
C27_2 C27_2 C24_2 126.11(17) 2_377 . ?
C27_2 C27_2 H27_2 116.9 2_377 . ?
C24_2 C27_2 H27_2 116.9 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16_1 N11_1 C12_1 N12_1 -179.87(12) . . . . ?
C16_1 N11_1 C12_1 N13_1 1.7(2) . . . . ?
N12_1 C12_1 N13_1 C14_1 179.69(12) . . . . ?
N11_1 C12_1 N13_1 C14_1 -1.8(2) . . . . ?
C12_1 N13_1 C14_1 C15_1 0.8(2) . . . . ?
N13_1 C14_1 C15_1 C16_1 0.3(2) . . . . ?
N13_1 C14_1 C15_1 C17_1 -176.50(13) . . . . ?
C12_1 N11_1 C16_1 C15_1 -0.4(2) . . . . ?
C14_1 C15_1 C16_1 N11_1 -0.5(2) . . . . ?
C17_1 C15_1 C16_1 N11_1 176.32(13) . . . . ?
C26A_1 N21A_1 C22A_1 C23A_1 -0.3(4) . . . . ?
N21A_1 C22A_1 C23A_1 C24A_1 -0.6(4) . . . . ?
C22A_1 C23A_1 C24A_1 C25A_1 1.0(3) . . . . ?
C22A_1 C23A_1 C24A_1 C27A_1 -177.80(19) . . . . ?
C23A_1 C24A_1 C25A_1 C26A_1 -0.6(3) . . . . ?
C27A_1 C24A_1 C25A_1 C26A_1 178.29(18) . . . . ?
C22A_1 N21A_1 C26A_1 C25A_1 0.8(4) . . . . ?
C24A_1 C25A_1 C26A_1 N21A_1 -0.3(4) . . . . ?
C25A_1 C24A_1 C27A_1 C27A_1 -176.4(2) . . . 2_945 ?
C23A_1 C24A_1 C27A_1 C27A_1 2.4(3) . . . 2_945 ?
C26B_1 N21B_1 C22B_1 C23B_1 0(4) . . . . ?
N21B_1 C22B_1 C23B_1 C24B_1 -3(4) . . . . ?
C22B_1 C23B_1 C24B_1 C25B_1 5(3) . . . . ?
C22B_1 C23B_1 C24B_1 C27B_1 179(2) . . . . ?
C23B_1 C24B_1 C25B_1 C26B_1 -5(3) . . . . ?
C27B_1 C24B_1 C25B_1 C26B_1 -179.7(19) . . . . ?
C24B_1 C25B_1 C26B_1 N21B_1 2(4) . . . . ?
C22B_1 N21B_1 C26B_1 C25B_1 0(4) . . . . ?
C25B_1 C24B_1 C27B_1 C27B_1 -7(3) . . . 2_945 ?
C23B_1 C24B_1 C27B_1 C27B_1 179(2) . . . 2_945 ?
C16_2 N11_2 C12_2 N12_2 -179.71(12) . . . . ?
C16_2 N11_2 C12_2 N13_2 -1.0(2) . . . . ?
N12_2 C12_2 N13_2 C14_2 -179.97(12) . . . . ?
N11_2 C12_2 N13_2 C14_2 1.3(2) . . . . ?
C12_2 N13_2 C14_2 C15_2 -0.4(2) . . . . ?
N13_2 C14_2 C15_2 C16_2 -0.6(2) . . . . ?
N13_2 C14_2 C15_2 C17_2 176.52(13) . . . . ?
C12_2 N11_2 C16_2 C15_2 -0.2(2) . . . . ?
C14_2 C15_2 C16_2 N11_2 0.9(2) . . . . ?
C17_2 C15_2 C16_2 N11_2 -176.13(13) . . . . ?
C26_2 N21_2 C22_2 C23_2 -1.5(2) . . . . ?
N21_2 C22_2 C23_2 C24_2 0.1(2) . . . . ?
C22_2 C23_2 C24_2 C25_2 1.8(2) . . . . ?
C22_2 C23_2 C24_2 C27_2 -177.70(13) . . . . ?
C23_2 C24_2 C25_2 C26_2 -2.4(2) . . . . ?
C27_2 C24_2 C25_2 C26_2 177.17(13) . . . . ?
C22_2 N21_2 C26_2 C25_2 0.9(2) . . . . ?
C24_2 C25_2 C26_2 N21_2 1.1(2) . . . . ?
C25_2 C24_2 C27_2 C27_2 -161.4(2) . . . 2_377 ?
C23_2 C24_2 C27_2 C27_2 18.1(3) . . . 2_377 ?

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
N12_1 H12A_1 N11_2 0.925(17) 2.295(18) 3.2169(17) 174.1(14) .
N12_2 H12A_2 N11_1 0.912(18) 2.144(18) 3.0562(17) 178.4(16) .
N12_1 H12B_1 N13_1 0.868(18) 2.323(18) 3.1905(18) 176.8(16) 2_766
N12_2 H12B_2 N13_2 0.848(18) 2.192(18) 3.0381(18) 175.3(16) 2_556
C18_1 H18_1 N21A_1 0.952(17) 2.341(18) 3.280(2) 169.0(15) .
C18_2 H18_2 N21_2 0.941(17) 2.277(18) 3.2090(19) 170.5(15) .

_diffrn_measured_fraction_theta_max 0.886
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.062

#END

