# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_34bpybNO
_database_code_depnum_ccdc_archive 'CCDC 1844599'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-10-01 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C18 H24 N4 O2'
_chemical_formula_moiety         'C18 H24 N4 O2'
_chemical_formula_weight         328.41
_chemical_melting_point          91

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   13.122(5)
_cell_length_b                   7.070(3)
_cell_length_c                   18.912(8)
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.986(7)
_cell_angle_gamma                90.0000
_cell_volume                     1741.5(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5126
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             704.00
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.862
_exptl_absorpt_correction_T_max  0.997

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

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.222
_diffrn_reflns_number            7270
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_theta_max         27.466
_diffrn_reflns_theta_min         3.079
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

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

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3961
_reflns_number_gt                2908
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0655
_refine_ls_wR_factor_ref         0.1324
_refine_ls_wR_factor_gt          0.1190
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_reflns         3961
_refine_ls_number_parameters     313
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0491P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

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

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.13820(11) 0.57522(19) 1.02584(8) 0.0222(4) Uani 1 4 d . . .
O2 O 0.27279(12) 0.98522(19) 0.66266(8) 0.0261(4) Uani 1 4 d . . .
N1 N -0.19449(13) 1.0395(2) 0.97963(9) 0.0166(4) Uani 1 4 d . . .
N2 N 0.18789(13) 0.7699(2) 0.81159(9) 0.0153(4) Uani 1 4 d . . .
N3 N -0.19730(13) 0.7180(2) 1.00855(9) 0.0174(4) Uani 1 4 d . . .
N4 N 0.26815(13) 0.8624(2) 0.71237(9) 0.0173(4) Uani 1 4 d . . .
C1 C -0.15474(15) 0.8677(3) 0.97178(10) 0.0157(4) Uani 1 4 d . . .
C2 C -0.07505(16) 0.8277(3) 0.93101(11) 0.0160(4) Uani 1 4 d . . .
C3 C -0.03382(15) 0.9766(3) 0.89586(10) 0.0148(4) Uani 1 4 d . . .
C4 C -0.07109(16) 1.1585(3) 0.90675(11) 0.0161(4) Uani 1 4 d . . .
C5 C -0.15038(16) 1.1820(3) 0.94769(11) 0.0172(4) Uani 1 4 d . . .
C6 C 0.19088(15) 0.8905(3) 0.75764(10) 0.0153(4) Uani 1 4 d . . .
C7 C 0.12372(16) 1.0432(3) 0.74406(11) 0.0182(5) Uani 1 4 d . . .
C8 C 0.05065(16) 1.0694(3) 0.78911(11) 0.0167(4) Uani 1 4 d . . .
C9 C 0.04470(14) 0.9479(3) 0.84677(10) 0.0141(4) Uani 1 4 d . . .
C10 C 0.11562(15) 0.7994(3) 0.85482(10) 0.0146(4) Uani 1 4 d . . .
C11 C -0.30659(16) 0.7149(3) 1.02728(11) 0.0175(4) Uani 1 4 d . . .
C12 C -0.37931(18) 0.7832(4) 0.96351(13) 0.0258(5) Uani 1 4 d . . .
C13 C -0.3114(2) 0.8380(4) 1.09282(14) 0.0322(6) Uani 1 4 d . . .
C14 C -0.33222(18) 0.5102(3) 1.04354(15) 0.0273(6) Uani 1 4 d . . .
C15 C 0.34886(16) 0.7072(3) 0.72181(11) 0.0180(4) Uani 1 4 d . . .
C16 C 0.29802(17) 0.5124(3) 0.71978(13) 0.0201(5) Uani 1 4 d . . .
C17 C 0.41683(17) 0.7431(4) 0.79155(12) 0.0231(5) Uani 1 4 d . . .
C18 C 0.41192(18) 0.7259(3) 0.65936(13) 0.0228(5) Uani 1 4 d . . .
H2 H -0.0510(15) 0.694(3) 0.9268(10) 0.010(5) Uiso 1 4 d . . .
H4 H -0.0431(16) 1.263(3) 0.8862(10) 0.013(5) Uiso 1 4 d . . .
H5 H -0.1767(16) 1.308(3) 0.9551(10) 0.016(5) Uiso 1 4 d . . .
H7 H 0.1279(15) 1.118(3) 0.7042(10) 0.011(5) Uiso 1 4 d . . .
H8 H 0.0048(15) 1.173(3) 0.7814(10) 0.012(5) Uiso 1 4 d . . .
H10 H 0.1150(15) 0.706(3) 0.8930(10) 0.011(5) Uiso 1 4 d . . .
H12A H -0.4511(19) 0.766(3) 0.9767(12) 0.032(6) Uiso 1 4 d . . .
H12B H -0.3694(17) 0.915(3) 0.9538(12) 0.027(6) Uiso 1 4 d . . .
H12C H -0.370(2) 0.712(3) 0.9197(14) 0.043(7) Uiso 1 4 d . . .
H13A H -0.379(2) 0.828(3) 1.1083(13) 0.042(7) Uiso 1 4 d . . .
H13B H -0.261(2) 0.790(3) 1.1339(14) 0.050(8) Uiso 1 4 d . . .
H13C H -0.3016(18) 0.973(3) 1.0807(13) 0.035(7) Uiso 1 4 d . . .
H14A H -0.4044(18) 0.509(3) 1.0560(12) 0.026(6) Uiso 1 4 d . . .
H14B H -0.2843(19) 0.462(3) 1.0896(13) 0.037(7) Uiso 1 4 d . . .
H14C H -0.3260(18) 0.432(3) 1.0048(13) 0.028(7) Uiso 1 4 d . . .
H16A H 0.3535(17) 0.412(3) 0.7234(11) 0.022(6) Uiso 1 4 d . . .
H16B H 0.2576(17) 0.494(3) 0.7594(12) 0.026(6) Uiso 1 4 d . . .
H16C H 0.2530(18) 0.491(3) 0.6745(13) 0.033(7) Uiso 1 4 d . . .
H17A H 0.4726(18) 0.646(3) 0.7966(11) 0.026(6) Uiso 1 4 d . . .
H17B H 0.4421(18) 0.875(3) 0.7942(12) 0.029(6) Uiso 1 4 d . . .
H17C H 0.3794(17) 0.727(3) 0.8340(12) 0.024(6) Uiso 1 4 d . . .
H18A H 0.4663(18) 0.621(3) 0.6651(12) 0.029(6) Uiso 1 4 d . . .
H18B H 0.4506(18) 0.849(3) 0.6604(12) 0.030(6) Uiso 1 4 d . . .
H18C H 0.371(2) 0.709(3) 0.6129(13) 0.039(7) Uiso 1 4 d . . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r3 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r3'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r3'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

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

_geom_special_details            
;
 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 N3 1.290(2) yes . .
O2 N4 1.287(2) yes . .
N1 C1 1.337(3) yes . .
N1 C5 1.342(3) yes . .
N2 C6 1.334(3) yes . .
N2 C10 1.342(3) yes . .
N3 C1 1.418(3) yes . .
N3 C11 1.519(3) yes . .
N4 C6 1.418(3) yes . .
N4 C15 1.520(3) yes . .
C1 C2 1.402(3) yes . .
C2 C3 1.389(3) yes . .
C3 C4 1.400(3) yes . .
C3 C9 1.482(3) yes . .
C4 C5 1.380(3) yes . .
C6 C7 1.397(3) yes . .
C7 C8 1.371(3) yes . .
C8 C9 1.398(3) yes . .
C9 C10 1.399(3) yes . .
C11 C12 1.523(3) yes . .
C11 C13 1.522(3) yes . .
C11 C14 1.525(3) yes . .
C15 C16 1.529(3) yes . .
C15 C17 1.521(3) yes . .
C15 C18 1.528(3) yes . .
C2 H2 1.003(19) no . .
C4 H4 0.93(2) no . .
C5 H5 0.97(2) no . .
C7 H7 0.929(19) no . .
C8 H8 0.948(19) no . .
C10 H10 0.977(19) no . .
C12 H12A 1.01(3) no . .
C12 H12B 0.97(2) no . .
C12 H12C 0.99(3) no . .
C13 H13A 0.97(3) no . .
C13 H13B 1.02(3) no . .
C13 H13C 0.99(2) no . .
C14 H14A 1.00(2) no . .
C14 H14B 1.07(2) no . .
C14 H14C 0.93(2) no . .
C16 H16A 1.01(2) no . .
C16 H16B 0.98(2) no . .
C16 H16C 0.99(2) no . .
C17 H17A 1.00(2) no . .
C17 H17B 0.99(2) no . .
C17 H17C 1.00(2) no . .
C18 H18A 1.03(2) no . .
C18 H18B 1.00(2) no . .
C18 H18C 0.98(2) no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C1 N1 C5 115.89(18) yes . . .
C6 N2 C10 117.08(16) yes . . .
O1 N3 C1 116.61(17) yes . . .
O1 N3 C11 119.02(15) yes . . .
C1 N3 C11 124.37(15) yes . . .
O2 N4 C6 116.56(16) yes . . .
O2 N4 C15 118.60(17) yes . . .
C6 N4 C15 124.70(16) yes . . .
N1 C1 N3 116.20(18) yes . . .
N1 C1 C2 124.89(18) yes . . .
N3 C1 C2 118.91(17) yes . . .
C1 C2 C3 118.03(18) yes . . .
C2 C3 C4 117.54(19) yes . . .
C2 C3 C9 122.48(18) yes . . .
C4 C3 C9 119.96(18) yes . . .
C3 C4 C5 119.59(19) yes . . .
N1 C5 C4 123.91(19) yes . . .
N2 C6 N4 117.50(17) yes . . .
N2 C6 C7 123.90(19) yes . . .
N4 C6 C7 118.59(17) yes . . .
C6 C7 C8 117.63(19) yes . . .
C7 C8 C9 120.76(19) yes . . .
C3 C9 C8 120.92(17) yes . . .
C3 C9 C10 122.56(17) yes . . .
C8 C9 C10 116.52(18) yes . . .
N2 C10 C9 124.10(18) yes . . .
N3 C11 C12 109.23(18) yes . . .
N3 C11 C13 108.41(17) yes . . .
N3 C11 C14 107.36(16) yes . . .
C12 C11 C13 112.29(19) yes . . .
C12 C11 C14 109.17(18) yes . . .
C13 C11 C14 110.3(2) yes . . .
N4 C15 C16 110.58(17) yes . . .
N4 C15 C17 107.96(17) yes . . .
N4 C15 C18 106.39(16) yes . . .
C16 C15 C17 112.33(18) yes . . .
C16 C15 C18 109.50(18) yes . . .
C17 C15 C18 109.90(18) yes . . .
C1 C2 H2 119.8(12) no . . .
C3 C2 H2 122.2(12) no . . .
C3 C4 H4 120.5(13) no . . .
C5 C4 H4 120.0(13) no . . .
N1 C5 H5 116.3(12) no . . .
C4 C5 H5 119.8(12) no . . .
C6 C7 H7 119.5(12) no . . .
C8 C7 H7 122.8(12) no . . .
C7 C8 H8 119.2(12) no . . .
C9 C8 H8 120.1(12) no . . .
N2 C10 H10 114.5(12) no . . .
C9 C10 H10 121.3(12) no . . .
C11 C12 H12A 106.2(12) no . . .
C11 C12 H12B 111.9(12) no . . .
C11 C12 H12C 111.7(14) no . . .
H12A C12 H12B 108.3(18) no . . .
H12A C12 H12C 111.3(19) no . . .
H12B C12 H12C 108(2) no . . .
C11 C13 H13A 109.4(14) no . . .
C11 C13 H13B 110.1(15) no . . .
C11 C13 H13C 110.0(15) no . . .
H13A C13 H13B 106(2) no . . .
H13A C13 H13C 107(2) no . . .
H13B C13 H13C 113.8(19) no . . .
C11 C14 H14A 107.1(12) no . . .
C11 C14 H14B 110.3(12) no . . .
C11 C14 H14C 111.2(15) no . . .
H14A C14 H14B 106.5(19) no . . .
H14A C14 H14C 110.8(19) no . . .
H14B C14 H14C 110.7(19) no . . .
C15 C16 H16A 108.8(12) no . . .
C15 C16 H16B 112.0(12) no . . .
C15 C16 H16C 111.8(13) no . . .
H16A C16 H16B 108.0(17) no . . .
H16A C16 H16C 107.5(18) no . . .
H16B C16 H16C 108.7(19) no . . .
C15 C17 H17A 108.2(12) no . . .
C15 C17 H17B 111.0(12) no . . .
C15 C17 H17C 112.7(12) no . . .
H17A C17 H17B 114.1(18) no . . .
H17A C17 H17C 105.8(17) no . . .
H17B C17 H17C 105.0(18) no . . .
C15 C18 H18A 106.9(13) no . . .
C15 C18 H18B 112.3(14) no . . .
C15 C18 H18C 113.0(16) no . . .
H18A C18 H18B 106.3(18) no . . .
H18A C18 H18C 108.0(19) no . . .
H18B C18 H18C 110.1(19) no . . .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 N1 C5 C4 2.2(3) no . . . .
C5 N1 C1 N3 176.72(15) no . . . .
C5 N1 C1 C2 -2.7(3) no . . . .
C6 N2 C10 C9 -0.3(3) no . . . .
C10 N2 C6 N4 178.93(14) no . . . .
C10 N2 C6 C7 -0.1(3) no . . . .
O1 N3 C1 N1 -153.04(15) no . . . .
O1 N3 C1 C2 26.4(2) no . . . .
O1 N3 C11 C12 -135.45(15) no . . . .
O1 N3 C11 C13 101.91(17) no . . . .
O1 N3 C11 C14 -17.2(2) no . . . .
C1 N3 C11 C12 43.5(2) no . . . .
C1 N3 C11 C13 -79.1(2) no . . . .
C1 N3 C11 C14 161.79(15) no . . . .
C11 N3 C1 N1 27.9(2) no . . . .
C11 N3 C1 C2 -152.58(15) no . . . .
O2 N4 C6 N2 -176.88(14) no . . . .
O2 N4 C6 C7 2.2(2) no . . . .
O2 N4 C15 C16 -125.80(16) no . . . .
O2 N4 C15 C17 110.95(17) no . . . .
O2 N4 C15 C18 -7.0(2) no . . . .
C6 N4 C15 C16 58.7(2) no . . . .
C6 N4 C15 C17 -64.6(2) no . . . .
C6 N4 C15 C18 177.48(14) no . . . .
C15 N4 C6 N2 -1.2(2) no . . . .
C15 N4 C6 C7 177.81(14) no . . . .
N1 C1 C2 C3 -0.1(3) no . . . .
N3 C1 C2 C3 -179.49(14) no . . . .
C1 C2 C3 C4 3.4(3) no . . . .
C1 C2 C3 C9 -174.96(15) no . . . .
C2 C3 C4 C5 -3.9(3) no . . . .
C2 C3 C9 C8 149.71(17) no . . . .
C2 C3 C9 C10 -29.8(3) no . . . .
C4 C3 C9 C8 -28.6(2) no . . . .
C4 C3 C9 C10 151.93(16) no . . . .
C9 C3 C4 C5 174.48(15) no . . . .
C3 C4 C5 N1 1.1(3) no . . . .
N2 C6 C7 C8 -0.0(3) no . . . .
N4 C6 C7 C8 -179.01(15) no . . . .
C6 C7 C8 C9 0.5(3) no . . . .
C7 C8 C9 C3 179.64(16) no . . . .
C7 C8 C9 C10 -0.9(3) no . . . .
C3 C9 C10 N2 -179.71(15) no . . . .
C8 C9 C10 N2 0.8(3) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 N1 3.454(2) no . .
O1 C2 2.729(3) no . .
O1 C12 3.557(3) no . .
O1 C13 3.305(3) no . .
O1 C14 2.648(3) no . .
O2 N2 3.501(3) no . .
O2 C7 2.664(3) no . .
O2 C16 3.516(3) no . .
O2 C17 3.365(3) no . .
O2 C18 2.594(3) no . .
N1 C3 2.822(3) no . .
N1 C11 2.927(3) no . .
N1 C12 3.013(3) no . .
N1 C13 3.125(3) no . .
N2 C8 2.779(3) no . .
N2 C15 2.901(3) no . .
N2 C16 3.005(3) no . .
N2 C17 3.079(3) no . .
N3 C5 3.555(3) no . .
N4 C10 3.574(3) no . .
C1 C4 2.697(3) no . .
C1 C12 2.992(3) no . .
C1 C13 3.264(4) no . .
C2 C5 2.726(3) no . .
C2 C10 3.042(3) no . .
C4 C8 2.960(3) no . .
C6 C9 2.734(3) no . .
C6 C16 3.143(3) no . .
C6 C17 3.135(3) no . .
C7 C10 2.724(3) no . .
O1 C4 3.444(3) no . 3_577
O1 C5 3.143(3) no . 1_545
O1 C10 3.469(3) no . 3_567
O2 C5 3.273(3) no . 2_546
O2 C12 3.591(3) no . 2_556
N1 C3 3.580(3) no . 3_577
N1 C10 3.374(3) no . 3_577
N2 C13 3.587(3) no . 3_577
N4 C4 3.525(3) no . 2_546
N4 C5 3.470(3) no . 2_546
C1 C3 3.478(3) no . 3_577
C1 C4 3.527(3) no . 3_577
C2 C4 3.416(3) no . 3_577
C2 C5 3.517(3) no . 3_577
C3 N1 3.580(3) no . 3_577
C3 C1 3.478(3) no . 3_577
C4 O1 3.444(3) no . 3_577
C4 N4 3.525(3) no . 2_556
C4 C1 3.527(3) no . 3_577
C4 C2 3.416(3) no . 3_577
C5 O1 3.143(3) no . 1_565
C5 O2 3.273(3) no . 2_556
C5 N4 3.470(3) no . 2_556
C5 C2 3.517(3) no . 3_577
C10 O1 3.469(3) no . 3_567
C10 N1 3.374(3) no . 3_577
C12 O2 3.591(3) no . 2_546
C13 N2 3.587(3) no . 3_577
O1 H2 2.46(2) no . .
O1 H12C 3.57(2) no . .
O1 H13B 3.14(3) no . .
O1 H14B 2.52(3) no . .
O1 H14C 2.65(2) no . .
O2 H7 2.34(2) no . .
O2 H16C 3.51(2) no . .
O2 H17B 3.22(2) no . .
O2 H18B 2.53(2) no . .
O2 H18C 2.58(2) no . .
N1 H2 3.312(19) no . .
N1 H4 3.23(2) no . .
N1 H12B 2.45(2) no . .
N1 H12C 3.36(2) no . .
N1 H13C 2.55(3) no . .
N2 H7 3.228(18) no . .
N2 H16B 2.41(2) no . .
N2 H16C 3.45(2) no . .
N2 H17B 3.47(2) no . .
N2 H17C 2.52(2) no . .
N3 H2 2.61(2) no . .
N3 H12A 3.33(2) no . .
N3 H12B 2.75(2) no . .
N3 H12C 2.65(2) no . .
N3 H13A 3.31(3) no . .
N3 H13B 2.65(3) no . .
N3 H13C 2.73(2) no . .
N3 H14A 3.31(2) no . .
N3 H14B 2.71(2) no . .
N3 H14C 2.63(2) no . .
N4 H7 2.572(19) no . .
N4 H16A 3.37(2) no . .
N4 H16B 2.76(2) no . .
N4 H16C 2.72(2) no . .
N4 H17A 3.32(2) no . .
N4 H17B 2.60(2) no . .
N4 H17C 2.74(2) no . .
N4 H18A 3.32(2) no . .
N4 H18B 2.70(2) no . .
N4 H18C 2.67(3) no . .
C1 H5 3.139(19) no . .
C1 H12B 2.82(2) no . .
C1 H12C 3.08(2) no . .
C1 H13B 3.56(3) no . .
C1 H13C 3.08(3) no . .
C2 H4 3.24(2) no . .
C2 H10 2.81(2) no . .
C3 H5 3.28(2) no . .
C3 H8 2.673(19) no . .
C3 H10 2.737(19) no . .
C4 H2 3.314(19) no . .
C4 H8 2.68(2) no . .
C5 H12B 3.45(2) no . .
C6 H8 3.23(2) no . .
C6 H10 3.14(2) no . .
C6 H16B 2.93(2) no . .
C6 H16C 3.38(2) no . .
C6 H17B 3.29(2) no . .
C6 H17C 2.94(2) no . .
C8 H4 2.71(2) no . .
C8 H10 3.279(18) no . .
C9 H2 2.75(2) no . .
C9 H4 2.66(2) no . .
C9 H7 3.26(2) no . .
C10 H2 2.81(2) no . .
C10 H8 3.245(19) no . .
C10 H16B 3.49(2) no . .
C10 H17C 3.57(2) no . .
C12 H13A 2.76(2) no . .
C12 H13B 3.40(3) no . .
C12 H13C 2.68(2) no . .
C12 H14A 2.66(2) no . .
C12 H14B 3.42(2) no . .
C12 H14C 2.67(2) no . .
C13 H12A 2.73(2) no . .
C13 H12B 2.70(2) no . .
C13 H12C 3.39(3) no . .
C13 H14A 2.68(2) no . .
C13 H14B 2.69(2) no . .
C13 H14C 3.31(2) no . .
C14 H12A 2.61(2) no . .
C14 H12B 3.34(2) no . .
C14 H12C 2.73(3) no . .
C14 H13A 2.66(2) no . .
C14 H13B 2.71(2) no . .
C14 H13C 3.36(2) no . .
C16 H17A 2.73(2) no . .
C16 H17B 3.39(2) no . .
C16 H17C 2.75(2) no . .
C16 H18A 2.66(2) no . .
C16 H18B 3.39(2) no . .
C16 H18C 2.72(3) no . .
C17 H16A 2.75(2) no . .
C17 H16B 2.74(2) no . .
C17 H16C 3.40(2) no . .
C17 H18A 2.70(2) no . .
C17 H18B 2.68(2) no . .
C17 H18C 3.37(2) no . .
C18 H16A 2.68(2) no . .
C18 H16B 3.36(2) no . .
C18 H16C 2.71(2) no . .
C18 H17A 2.68(2) no . .
C18 H17B 2.74(2) no . .
C18 H17C 3.38(2) no . .
H2 H10 2.35(3) no . .
H4 H5 2.33(3) no . .
H4 H8 2.24(3) no . .
H7 H8 2.34(3) no . .
H12A H13A 2.59(3) no . .
H12A H13C 2.98(3) no . .
H12A H14A 2.39(3) no . .
H12A H14B 3.58(3) no . .
H12A H14C 2.89(3) no . .
H12B H13A 3.01(3) no . .
H12B H13C 2.49(3) no . .
H12B H14A 3.53(3) no . .
H12B H14C 3.58(3) no . .
H12C H13C 3.58(3) no . .
H12C H14A 3.03(3) no . .
H12C H14C 2.57(3) no . .
H13A H14A 2.47(3) no . .
H13A H14B 2.91(3) no . .
H13A H14C 3.53(3) no . .
H13B H14A 3.00(3) no . .
H13B H14B 2.48(3) no . .
H13B H14C 3.55(3) no . .
H13C H14A 3.56(3) no . .
H16A H17A 2.56(3) no . .
H16A H17C 3.05(3) no . .
H16A H18A 2.45(3) no . .
H16A H18B 3.60(3) no . .
H16A H18C 2.99(3) no . .
H16B H17A 3.02(3) no . .
H16B H17C 2.59(3) no . .
H16B H18A 3.56(3) no . .
H16C H18A 2.97(3) no . .
H16C H18C 2.56(4) no . .
H17A H18A 2.49(3) no . .
H17A H18B 2.93(3) no . .
H17A H18C 3.60(3) no . .
H17B H18A 3.08(3) no . .
H17B H18B 2.55(3) no . .
O1 H2 3.170(19) no . 3_567
O1 H4 2.961(19) no . 3_577
O1 H5 2.334(19) no . 1_545
O1 H10 2.511(18) no . 3_567
O2 H2 3.509(18) no . 2_556
O2 H4 3.42(2) no . 2_546
O2 H5 2.727(19) no . 2_546
O2 H12C 2.66(3) no . 2_556
O2 H14C 3.35(3) no . 2_556
O2 H16A 3.35(2) no . 1_565
O2 H16C 3.59(2) no . 1_565
O2 H17A 3.52(2) no . 2_656
N1 H10 3.083(18) no . 3_577
N1 H14C 3.33(2) no . 1_565
N1 H16C 2.94(2) no . 2_556
N1 H18C 2.98(2) no . 2_556
N2 H8 2.979(19) no . 2_546
N2 H13B 3.38(2) no . 3_577
N2 H13C 2.99(2) no . 3_577
N2 H14B 2.68(2) no . 3_567
N3 H4 3.522(19) no . 3_577
N3 H5 3.092(19) no . 1_545
N4 H4 3.369(19) no . 2_546
N4 H5 3.271(19) no . 2_546
C1 H16C 3.03(2) no . 2_556
C2 H7 2.963(19) no . 2_546
C2 H16C 3.10(2) no . 2_556
C3 H7 3.310(18) no . 2_546
C3 H16C 3.02(2) no . 2_556
C4 H2 3.512(18) no . 3_577
C4 H16C 2.93(2) no . 2_556
C5 H2 3.444(18) no . 3_577
C5 H10 3.095(19) no . 3_577
C5 H14C 3.20(2) no . 1_565
C5 H16C 2.87(2) no . 2_556
C5 H18C 2.98(3) no . 2_556
C6 H4 3.269(19) no . 2_546
C6 H8 3.007(19) no . 2_546
C6 H13B 3.11(2) no . 3_577
C6 H13C 3.36(2) no . 3_577
C7 H2 3.427(18) no . 2_556
C7 H4 3.236(19) no . 2_546
C7 H8 3.118(19) no . 2_546
C7 H13B 2.99(3) no . 3_577
C8 H8 3.150(19) no . 2_546
C8 H13B 3.12(3) no . 3_577
C9 H7 3.311(19) no . 2_546
C9 H8 3.112(18) no . 2_546
C9 H13B 3.37(3) no . 3_577
C9 H13C 3.53(2) no . 3_577
C10 H7 3.497(19) no . 2_546
C10 H8 2.990(18) no . 2_546
C10 H13B 3.46(3) no . 3_577
C10 H13C 3.05(2) no . 3_577
C10 H14B 2.97(2) no . 3_567
C12 H14A 3.49(2) no . 3_467
C12 H16C 3.57(3) no . 2_556
C12 H18A 3.50(2) no . 2_556
C12 H18C 3.35(2) no . 2_556
C13 H17B 3.54(2) no . 3_577
C13 H17C 3.53(2) no . 3_577
C13 H18A 3.38(2) no . 4_465
C14 H5 3.14(2) no . 1_545
C14 H10 3.329(19) no . 3_567
C14 H12A 3.43(2) no . 3_467
C14 H17C 2.99(2) no . 3_567
C16 H7 3.561(19) no . 1_545
C16 H12B 3.59(2) no . 2_546
C16 H13B 3.58(3) no . 3_567
C16 H17B 3.59(2) no . 2_646
C17 H12C 3.48(2) no . 1_655
C17 H14A 3.41(2) no . 3_567
C17 H14B 3.34(3) no . 3_567
C17 H16A 3.29(2) no . 2_656
C17 H18A 3.14(2) no . 2_656
C17 H18B 3.35(2) no . 2_646
C18 H5 3.595(19) no . 2_546
C18 H12B 3.07(2) no . 2_546
C18 H13A 3.04(3) no . 4_664
C18 H14C 3.49(2) no . 2_556
C18 H17A 3.39(2) no . 2_656
C18 H17B 3.19(2) no . 2_646
H2 O1 3.170(19) no . 3_567
H2 O2 3.509(18) no . 2_546
H2 C4 3.512(18) no . 3_577
H2 C5 3.444(18) no . 3_577
H2 C7 3.427(18) no . 2_546
H2 H4 3.14(3) no . 1_545
H2 H5 3.26(3) no . 1_545
H2 H5 3.51(3) no . 3_577
H2 H7 2.61(3) no . 2_546
H4 O1 2.961(19) no . 3_577
H4 O2 3.42(2) no . 2_556
H4 N3 3.522(19) no . 3_577
H4 N4 3.369(19) no . 2_556
H4 C6 3.269(19) no . 2_556
H4 C7 3.236(19) no . 2_556
H4 H2 3.14(3) no . 1_565
H4 H7 3.16(3) no . 2_556
H4 H16C 3.44(3) no . 2_556
H5 O1 2.334(19) no . 1_565
H5 O2 2.727(19) no . 2_556
H5 N3 3.092(19) no . 1_565
H5 N4 3.271(19) no . 2_556
H5 C14 3.14(2) no . 1_565
H5 C18 3.595(19) no . 2_556
H5 H2 3.26(3) no . 1_565
H5 H2 3.51(3) no . 3_577
H5 H10 2.89(3) no . 3_577
H5 H14B 3.24(3) no . 1_565
H5 H14C 2.44(3) no . 1_565
H5 H16C 3.38(3) no . 2_556
H5 H18C 2.80(3) no . 2_556
H7 C2 2.963(19) no . 2_556
H7 C3 3.310(18) no . 2_556
H7 C9 3.311(19) no . 2_556
H7 C10 3.497(19) no . 2_556
H7 C16 3.561(19) no . 1_565
H7 H2 2.61(3) no . 2_556
H7 H4 3.16(3) no . 2_546
H7 H10 3.54(3) no . 2_556
H7 H13B 3.40(3) no . 3_577
H7 H16A 3.60(3) no . 1_565
H7 H16B 3.26(3) no . 1_565
H7 H16C 3.19(3) no . 1_565
H8 N2 2.979(19) no . 2_556
H8 C6 3.007(19) no . 2_556
H8 C7 3.118(19) no . 2_556
H8 C8 3.150(19) no . 2_556
H8 C9 3.112(18) no . 2_556
H8 C10 2.990(18) no . 2_556
H8 H10 3.48(3) no . 2_556
H8 H13B 3.55(3) no . 3_577
H10 O1 2.511(18) no . 3_567
H10 N1 3.083(18) no . 3_577
H10 C5 3.095(19) no . 3_577
H10 C14 3.329(19) no . 3_567
H10 H5 2.89(3) no . 3_577
H10 H7 3.54(3) no . 2_546
H10 H8 3.48(3) no . 2_546
H10 H13C 3.33(3) no . 3_577
H10 H14B 2.51(3) no . 3_567
H10 H14C 3.33(3) no . 3_567
H12A C14 3.43(2) no . 3_467
H12A H14A 2.73(3) no . 3_467
H12A H14C 3.30(3) no . 3_467
H12A H17A 3.54(3) no . 1_455
H12A H17C 3.29(3) no . 1_455
H12B C16 3.59(2) no . 2_556
H12B C18 3.07(2) no . 2_556
H12B H16A 3.38(3) no . 2_556
H12B H16C 3.07(3) no . 2_556
H12B H18A 2.84(3) no . 2_556
H12B H18C 2.43(3) no . 2_556
H12C O2 2.66(3) no . 2_546
H12C C17 3.48(2) no . 1_455
H12C H14A 3.43(3) no . 3_467
H12C H16A 3.08(3) no . 2_556
H12C H16C 3.18(4) no . 2_556
H12C H17A 2.96(3) no . 1_455
H12C H17B 3.41(3) no . 1_455
H12C H17C 3.49(3) no . 1_455
H12C H18A 3.47(3) no . 2_556
H12C H18B 3.10(3) no . 2_546
H12C H18C 3.57(3) no . 2_556
H13A C18 3.04(3) no . 4_465
H13A H16A 3.58(3) no . 3_567
H13A H17B 2.98(3) no . 3_577
H13A H17C 3.33(3) no . 3_577
H13A H18A 2.43(4) no . 4_465
H13A H18B 2.83(4) no . 4_465
H13A H18C 3.30(4) no . 4_465
H13B N2 3.38(2) no . 3_577
H13B C6 3.11(2) no . 3_577
H13B C7 2.99(3) no . 3_577
H13B C8 3.12(3) no . 3_577
H13B C9 3.37(3) no . 3_577
H13B C10 3.46(3) no . 3_577
H13B C16 3.58(3) no . 3_567
H13B H7 3.40(3) no . 3_577
H13B H8 3.55(3) no . 3_577
H13B H16A 3.41(4) no . 3_567
H13B H16B 2.85(3) no . 3_567
H13C N2 2.99(2) no . 3_577
H13C C6 3.36(2) no . 3_577
H13C C9 3.53(2) no . 3_577
H13C C10 3.05(2) no . 3_577
H13C H10 3.33(3) no . 3_577
H13C H14B 3.47(3) no . 1_565
H13C H14C 3.55(3) no . 1_565
H13C H17B 3.35(3) no . 3_577
H13C H17C 2.92(3) no . 3_577
H14A C12 3.49(2) no . 3_467
H14A C17 3.41(2) no . 3_567
H14A H12A 2.73(3) no . 3_467
H14A H12C 3.43(3) no . 3_467
H14A H14A 3.08(3) no . 3_467
H14A H17A 3.22(3) no . 3_567
H14A H17C 2.66(3) no . 3_567
H14A H18B 3.07(3) no . 4_465
H14B N2 2.68(2) no . 3_567
H14B C10 2.97(2) no . 3_567
H14B C17 3.34(3) no . 3_567
H14B H5 3.24(3) no . 1_545
H14B H10 2.51(3) no . 3_567
H14B H13C 3.47(3) no . 1_545
H14B H16B 2.85(3) no . 3_567
H14B H17A 3.55(4) no . 3_567
H14B H17C 2.42(3) no . 3_567
H14C O2 3.35(3) no . 2_546
H14C N1 3.33(2) no . 1_545
H14C C5 3.20(2) no . 1_545
H14C C18 3.49(2) no . 2_546
H14C H5 2.44(3) no . 1_545
H14C H10 3.33(3) no . 3_567
H14C H12A 3.30(3) no . 3_467
H14C H13C 3.55(3) no . 1_545
H14C H17C 3.40(3) no . 3_567
H14C H18B 3.40(3) no . 2_546
H14C H18C 2.73(3) no . 2_546
H16A O2 3.35(2) no . 1_545
H16A C17 3.29(2) no . 2_646
H16A H7 3.60(3) no . 1_545
H16A H12B 3.38(3) no . 2_546
H16A H12C 3.08(3) no . 2_546
H16A H13A 3.58(3) no . 3_567
H16A H13B 3.41(4) no . 3_567
H16A H17A 3.02(3) no . 2_646
H16A H17B 2.76(3) no . 2_646
H16A H18B 3.20(3) no . 2_646
H16B H7 3.26(3) no . 1_545
H16B H13B 2.85(3) no . 3_567
H16B H14B 2.85(3) no . 3_567
H16C O2 3.59(2) no . 1_545
H16C N1 2.94(2) no . 2_546
H16C C1 3.03(2) no . 2_546
H16C C2 3.10(2) no . 2_546
H16C C3 3.02(2) no . 2_546
H16C C4 2.93(2) no . 2_546
H16C C5 2.87(2) no . 2_546
H16C C12 3.57(3) no . 2_546
H16C H4 3.44(3) no . 2_546
H16C H5 3.38(3) no . 2_546
H16C H7 3.19(3) no . 1_545
H16C H12B 3.07(3) no . 2_546
H16C H12C 3.18(4) no . 2_546
H17A O2 3.52(2) no . 2_646
H17A C18 3.39(2) no . 2_646
H17A H12A 3.54(3) no . 1_655
H17A H12C 2.96(3) no . 1_655
H17A H14A 3.22(3) no . 3_567
H17A H14B 3.55(4) no . 3_567
H17A H16A 3.02(3) no . 2_656
H17A H17B 2.89(3) no . 2_646
H17A H18A 3.51(3) no . 2_656
H17A H18B 2.43(3) no . 2_646
H17B C13 3.54(2) no . 3_577
H17B C16 3.59(2) no . 2_656
H17B C18 3.19(2) no . 2_656
H17B H12C 3.41(3) no . 1_655
H17B H13A 2.98(3) no . 3_577
H17B H13C 3.35(3) no . 3_577
H17B H16A 2.76(3) no . 2_656
H17B H17A 2.89(3) no . 2_656
H17B H18A 2.20(3) no . 2_656
H17C C13 3.53(2) no . 3_577
H17C C14 2.99(2) no . 3_567
H17C H12A 3.29(3) no . 1_655
H17C H12C 3.49(3) no . 1_655
H17C H13A 3.33(3) no . 3_577
H17C H13C 2.92(3) no . 3_577
H17C H14A 2.66(3) no . 3_567
H17C H14B 2.42(3) no . 3_567
H17C H14C 3.40(3) no . 3_567
H17C H18A 3.44(3) no . 2_656
H17C H18B 3.48(3) no . 2_646
H18A C12 3.50(2) no . 2_546
H18A C13 3.38(2) no . 4_664
H18A C17 3.14(2) no . 2_646
H18A H12B 2.84(3) no . 2_546
H18A H12C 3.47(3) no . 2_546
H18A H13A 2.43(4) no . 4_664
H18A H17A 3.51(3) no . 2_646
H18A H17B 2.20(3) no . 2_646
H18A H17C 3.44(3) no . 2_646
H18B C17 3.35(2) no . 2_656
H18B H12C 3.10(3) no . 2_556
H18B H13A 2.83(4) no . 4_664
H18B H14A 3.07(3) no . 4_664
H18B H14C 3.40(3) no . 2_556
H18B H16A 3.20(3) no . 2_656
H18B H17A 2.43(3) no . 2_656
H18B H17C 3.48(3) no . 2_656
H18C N1 2.98(2) no . 2_546
H18C C5 2.98(3) no . 2_546
H18C C12 3.35(2) no . 2_546
H18C H5 2.80(3) no . 2_546
H18C H12B 2.43(3) no . 2_546
H18C H12C 3.57(3) no . 2_546
H18C H13A 3.30(4) no . 4_664
H18C H14C 2.73(3) no . 2_556

#==============================================================================

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



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
'3,4?-bipyridine-6,2?-diyl bis(tert-butyl nitroxide)'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane'
_chemical_properties_physical    Heat-sensitive,Oxygen-sensitive
_exptl_crystal_preparation       'Magnetic properties'
